EPA-650/2-74-005
January 1974
Environmental Protection Technology Series

                     .

        •••••lii:

                  i:^

-------
                         EPA-650/2-74-005
   INDI6ESTER BLACK
  LIQUOR OXIDATION
  FOR ODOR CONTROL
   IN  KRAFT PULPING
              by

   W . T . McKcan , Jr . and J . S . Gratzl

    North Carolina State University
  Department of Wood and Paper Science
     Raleigh, North Carolina 27607
        Grant No. AP-01269-02
          ROAP No. 21ADC
      Program Element No. 1AB015
   EPA Project Officer: R. V. Hendnks

      Control Systems Laboratory
  National Environmental Research Center
Research Triangle Park, North Carolina 27711
           Prepared for

 OFFICE OF RESEARCH AND DEVELOPMENT
U.S. ENVIRONMENTAL PROTECTION AGENCY
      WASHINGTON, D.C.  20460

           January 1974

-------
This report has been reviewed by the Environmental Protection Agency and




approved for publication.  Approval does not signify that the contents




necessarily reflect the views and policies of the Agency, nor does




mention of trade names or commercial products constitute endorsement




or recommendation for use.
                                 11

-------
                                     ii
                                  ABSTRACT
     Laboratory studies have described the major reaction routes, key
inhibition reactions and kinetics of methyl roercaptan and dimethyl
disulfide during oxidation of black liquor.  This provided the basis
for helping to explain low oxidation efficiencies with respect to
hydrogen sulfide, methyl mercaptan and dimethyl disulfide during black
liquor oxidation at temperatures from 60 to 90°C and suggests that high
temperature oxidation should be more afficient.

     In small scale laboratory flow equipment softwood and hardwood
black liquor was oxidized at temperatures between 80 and 170°C.  Oxidation
at temperatures above 100 to 120°C resulted in efficient oxidation of all
three malodorous compounds with no liquor reversion during subsequent
storage and distillation.  Oxygen consumption was about 125% of theoretical
below 140°C but increased to about 200% at 170°C.  Application of this
approach to batch and continuous digester systems is discussed.

     Preliminary experiments show that injection of small amounts of oxygen
into the liquor circulation line during the early stage of pulping could
increase pulp yield by 1 to 3% depending on the final pulp kappa number.  If
this yield increase could be obtained in combination with indigester black
liquor oxidation, the net costs for odor control in mills using batch digesters
would be very attractive.


Report submitted in fullfillment of Grant No.  RO 1  AP-01269-01 & 02

-------
                                     iii

                                   CONTENTS

                                                                      Page

Abstract                                                              ii

List of Figures                                                       v

List of Tables                                                       . vii

Acknowledgements                                                      viii



Sections

Conclusions                                                           1

Recommendations                                                       3

Introduction                                                          5

      A.  Background                                                  5

      B.  Rationale for Indigester Oxidation                         16

Objectives                                                           17

Discussion                                                           18

      A.  Reactions of Methyl Mercaptan and Dimethyl
          Disulfide in Sodium Hydroxide Solutions                    18

          1.  Kinetics of oxidation of methyl mercaptan in
             aqueous alkaline solution with molecular oxygen         18

          2.  Hydrolysis of dimethyl disulfide                       21

          3.  Kinetics of hydrolysis of dimethyl disulfide           23

          4.  Summary of methyl mercaptan and dimethyl disulfide
              reactions in aqueous, alkaline solutions               24

      B.  Reactions of Methyl Mercaptan and Dimethyl Disulfide in
          Simulated Black Liquor                                     28

          1.  Methyl mercaptan oxidation by models compounds
              featuring certain structures in kraft lignin           28

          2.  The effect of kraft lignin on the consumption of
              methyl mercaptan                                       33

-------
                               iv
     3.  Effect of sodium sulfide on the oxidation of
         methyl mercaptan                                          40

     4.  Methyl mercaptan reactions during black liquor
         oxidation at temperatures below 100°C.                    43

     5.  Methyl mercaptan reactions during black liquor
         oxidation at temperatures above 100°C                     47

C.  Summary of Methyl Mercaptan and Dimethyl Bisulfide
    Oxidation Kinetics in Simulated Black Liquor                   51

D.  Odor Reduction by In-digester Oxidation of Kraft Black
    Liquor with Oxygen at Temperatures above 80°C                  56

     1.  The influence of sodium sulfide throughout kraft
         pulping                                                   56

     2.  In-digester oxidation:  Influence on inorganic
         compounds                                                 61

     3.  In-digester oxidation:  Influence on methyl mercaptan,
         dimethyl sulfide and dimethyl disulfide                   66

     4.  In-digester oxidation:  Influence on pulp yield and
         pulp properties                                           70

     5.  In-digester BLO at variable temperatures                  75

E.  In-digester Oxidation of Hardwood Black Liquors                84

     1.  Influence of oxidation on methyl mercaptan, dimethyl
         sulfide and dimenthyl disulfide                           84

     2.  Influence of Oxidation on Pulp Yield                      84

F.  Odor Control in Batch and Continuous Digesters                 88

G.  Possible Pulp Yield Increase in Combination with Odor
    Control by In-digester Oxidation                               91

H.  Cost Estimates and Effectiveness of Odor Control by
    Indigester BLO Compared to Other Control Methods               95

I.  Experimental

     1.  Equipment and Materials                                  106

     2.  Procedures                                               108

-------
                                 V

                               FIGURES

                                                                   Page

 1    Projection of Production of Chemical Pulps in the U.  S.       6

 2    Major Atmospheric Pollutants Lbs/T                           7

 3    Pulp Yield as a Function of Lignin Removed                   8

 4    Modifications of Pulp Mill for Odor Control                 12

 5    Oxidation of Methyl Mercaptan at Varying pH                 20

 6    Oxidation-hydrolysis Cycle for Conversion of Methyl
           Mercaptan to Nonvolatile Product                       26

 7    Methyl Mercaptan Consumption by Equlraolar Amounts of
           Hydrogen Peroxide, Anthraquinone Beta Sulfonate,
           o-quinone and 10 psig Oxygen Respectively              31

 8    Consumption of Methyl Mercaptan in Aqueous Alkaline
           Solution with Kraft Lignin Added                       35

 9    Formation of Dimethyl Bisulfide in Alkaline Solution
           with Kraft Lignin Added                                36

10    The Effect of Temperature on the Formation of Dimethyl
           Disulfide in the Presence of Kraft Lignin              39

11    Oxidation of Methyl Mercaptan with 5 g/£ Sodium
           Sulfide Added                                          41

12    Consumption of Methyl Mercaptan in Simulated Black Liquor   45'

13    Consumption of Methyl Mercaptan in Simulated Black Liquor   48

14    Schematic Outline of Reactions of Methyl Mercaptan during
           Black Liquor Oxidation                                 52

15    Composition of Cooking Liquor as a Function of Cooking
           Time, and Temperature in Regular Kraft Cooking and
           Liquor Exchange Cooks of Loblolly Fine                 58

16    Total Pulp Yield as a Function of Pulp Lignin Content       60

17    The Content of Sodium Sulfide in Black Liquor as a Function
           of the Amount of Oxygen Injected at a Rate of Injection
           of 5.3 g of 02/min.                                    63

-------
                                     vi

                                                                  Page

18    Effective Alkali in Black Liquor in Regular Kraft Cooks
           and Cooks with Injection of Various Amounts of Oxygen
           at a Rate of 5.3 g of 0 /min.                          65

19    Methyl Mercaptan Content in Black Liquor at Various
           Amounts of Injected Oxygen                             68

20    Dimethyl Sulfide Content in Black Liquor at Various
           amounts of Injected Oxygen                             71

21    Tear Factor Versus Breaking Length for Regular Kraft
           Pulps and Pulps Cooked with the Injection of Oxygen    74

22    Tensile Strength as a Function of Number of Revolutions in
           the PFI-mill for Regular Kraft Pulps and Pulps Cooked
           with the Injection of Oxygen                           76

23    Representative Sodium Sulfide Oxidation Rates               81

24    Oxygen Consumption for Complete Oxidation of Sodium
           Sulfide in Black Liquor Oxidation                      82

25    Methyl Mercaptan and Dimethyl Disulfide Concentration as
           a Function of Oxidation Time for Several Oxidation
           Temperatures                                           83

26    Methyl Mercaptan Content in Black Liquor from Pulping
           Red Gum                                                85

27    Total Pulp Yield as a Function of Kappa Number for
           Pulping Red Gum                                        87

28    Pulp Yield as a Function of Lignin Content for Reference
           Kraft Pulps and Kraft Pulps with Oxygen Pretreatment   94  •

-------
                                   vli

                                  TABLES


                                                                  Page


I     Air Pollutants from Kraft Pulp Mill with No Odor Control    10

II    Ambient Air Odor Thresholds (3)                             15.

Ill   Rate Constants for the Oxidation of Methyl Mercaptan        22

IV    Rate Constants for Dimethyl Disulfide Hydrolysis            25

V     Effect of Quantity of Oxygen Injected on the Methyl
           Mercaptan Content of Black Liquor                      69

VI    Total Pulp Yields in Cooks with and without the Injection
           of Oxygen into the Digester at the End of the Cook     72

VII   Physical Properties of Regular Kraft Pulps and Pulps
           Produced with the Injection of Oxygen at the End
           of the Cook                                            77

VIII  Effect of Injection of Oxygen on Pulp Brightness            78

IX    Total Pulp Yield for Kraft Cooks of Red Gum with and
           without Oxygen Injection at the End of the Cook
           Liquor to Wood Ratio 3.6:1, 90 Minutes from 25°C
           to 170°C                                               86

X     Effectiveness and Costs for Odor Control in a 500 T/day
           Kraft Mill                                             97

-------
                                     viii





                                ACKNOWLEDGEMENTS






     The authors wish to thank Professor R. G. Hitchings of North Carolina




State University for valuable suggestions and continued interest in this




work.  Mr. R. K. Stevens and members of the Field Methods Development




Section of the Environmental Protection Agency, Research Triangle, N. C.




provided invaluable assistance in design of analytical systems for analysis




of sulfur compounds.  Dr. K. P. Kringstad and Dr. P. J. Kleppe initiated




the studies in this program and provided much guidance in the early phases




of the work.






     The financial assistance of the Environmental Protection Agency is




gratefully acknowledged.






     The financial assistance for J. Libert from the American-Scandinavian




Foundation (The Gunnar W. E. Nicholson Fellowship) and 1959 ars Fond for




Teknisk och Skoglig Forskning samt Utbildning is also gratefully acknowledged.




A gift of mill wood chips from the Riegel Paper Corporation, Riegelwood, N. C.




is gratefully acknowledged.






     The authors appreciate the technical assistance of Robert Allison,




R. D. Shirley, Ms. Adrianna Kirkman and Ms. Elizabeth Wilson.






     Graduate students, Dr. J. S. Bentvelzen and Mr. Kent Maurer contributed




immeasurably to the success of this project.

-------
                                      1
                                   CONCLUSIONS

     During black liquor oxidation (BLO) there are complex relationships
between lignin, sodium sulfide, methyl mercaptan and dimethyl disulfide
which can limit oxidation efficiencies.  It is well known that at con-
ventional oxidation temperatures (60-90°C) sodium sulfide in black liquor
can be oxidized, but is regenerated during storage and evaporation of the
oxidized liquor.  The regeneration has been attributed to formation of ele-
mental sulfur during oxidation which later is partially converted back to
sulfide in alkaline liquors.  The present studies suggest that another type
of regeneration occurs.  Sulfide reacts with lignin during oxidation and
is slowly displaced from the lignin by hydroxide during storage and evapora-
tion resulting in an apparent reversion.
     At normal oxidation temperatures mercaptide anion reacts with lignin in
an analogous manner and is later also displaced by hydroxide during evaporation.
Furthermore, oxidation of mercaptan to dimethyl disulfide suffers an apparent
inhibition in the presence of lignin or when the sulfide content of black
liquor is greater than about 0.2 g/&.  Consequently, black liquor which has
been oxidized at normal temperatures contains significant quantities of
unoxidized methyl mercaptan and both mercaptan and sulfide are further regenerated
during storage and evaporation of the oxidized liquors.  Thus, the utility of
BLO as an odor control measure at normal oxidation temperatures is limited by
these relationships.
     However, at temperatures greater than 100 to 120°C black liquor oxidation
could be more effective as an odor control measure.  Above these temperatures
the rates of sulfide and mercaptan oxidation are greatly enhanced relative to
rates during normal BLO.  Furthermore, the inhibition of mercaptan oxidation by
lignin and sulfide becomes negligible.  Finally, no reformation of sulfide or
mercaptan occurs during storage and evaporation of black liquors which have been

-------
                                      2




 oxidized  at  temperatures  above  120°C.   Consequently, the potential for




 release of odorous  substances would be  greatly reduced by oxidation at




 elevated  temperatures.




      The  configuration  of a  high  temperature BLO system would depend on the




 type  of digester.   The  results  of the present work show that at oxidation




 temperatures  of  130-140°C reacrion rates are very rapid with oxygen con-




 sumption  of about 125%  of theoretical.  Consequently, for continuous digesters




 the oxidation could be  accomplished by  direct injection of oxygen into the




 liquor extraction line  before the first flash tank.




      For  circulation batch digesters redesign of the circulation system would




 be required to permit liquor circulation during the later stages of pulping.




 Injection of  oxygen into  the circulation line near the end of the cook would




 provide good  odor control.   In  this case oxygen consumption would be somewhat




 greater because  of  side reactions xfhich occur at digester temperatures (170°C).




 Results show  that pulp  yield and  pulp quality are retained if the black liquor




 is oxidized during  the  last  30  to 45 minutes of a normal kraft cook producing




 bleachable grades.




      Digester relief and  blow gases would need to be combusted since dimethyl




 sulfide is not oxidized at temperatures below 170°C.  Costs for collection and




 combustion of these low volume  gas streams in the lime kiln are reasonable




 relative to other odor  control  costs.




      Preliminary studies  indicate that introduction of small amounts of oxygen




 into  the circulation line  of batch digesters early in the pulping cycle could




 result in some pulp yield  increase.  If such yield increase could be coupled




with  the efficient  odor control obtained by high temperature BLO in the digester




 the economic  incentive  is very  attractive.  Similar yield increases may be




 obtained in continuous  digesters, though further studies are required to define




 the operating limits of that system.

-------
                                     3




                             RECOMMENDATIONS





     The present studies have shown the limitations of conventional black




liquor oxidation (BLO) and the possible advantages of high temperature




black liquor oxidation in the digester as a method of reducing odor from




kraft pulping.  These laboratory scale results suggest that high temperature




BLO should be more effective than conventional systems at equal or lower




cost.  Confirmation of these results on a larger scale is required to provide




the basis for firm cost estimates.  The following work is recommended:




1.  Continuous digesters




    High temperature oxidation could be accomplished by injection of oxygen




    into black liquor extraction lines before the flash tank.   A field test




    should be made using a full scale continuous digester to confirm the




    extent of odor control and oxygen consumption.  If oxidation is done at




    about 1AO°C the extraction system should be modified to have a residence




    time of 5 to 6 minutes between oxygen injection and the time that black




    liquor enters the first flash tank.




    The modification of extraction system should require a reasonable capital




    outlay and the major cost for a testing program would be for purchased




    oxygen.  For testing period delivered oxygen could be used so no onsite




    generation and storage would be required.  The total cost  for a one month




    demonstration on a 500 T./day digester would probably be between $20,000




    and $40,000 including digester modification, oxygen costs, gas controls,




    and testing for total reduced sulfur emissions from various sources in




    the pulp mill.




2.  Batch digesters




    Similar field tests should be made using circulation batch digesters.




    The liquor strainers will probably require extensive modification to

-------
    avoid  collection of fiber fines and pressure build-up which normally




    occurs to the later stages of pulping.  Some type of wiper arrangement




    similar to continuous digesters may be required to maintain open strainers




    and permit adequate circulation rates to oxidize all the black liquor in




    the digester.  Testing would provide confirmations of odor control,




    oxygen consumption and influence of indigester BLO on the pulp properties.









If odor control can be coupled with an increase in pulp yield, high temperature




black liquor oxidation could be very economically attractive.  Preliminary




studies reported herein have shown that some yield increase can be obtained




when small amounts of oxygen have been injected into the liquor circulation




line during digester heatup.  This yield increase may be the result of




carbohydrate stabilization by oxidation of reducing end groups forming alkali




stable aldonic acids.  The oxidation may be by oxidation with oxygen or poly-




sulfide formed from sodium sulfide in the liquor.






    Stabilization will be influenced by the temperature, rate of liquor




circulation, rate of oxygen injection, sulfidity and effective alkali of liquor




and the rate of diffusion of oxygen or polysulfide into the wood chips.




Laboratory studies should be made to determine the influence of these parameters




on yield increases.  This work would suggest the optimum conditions to obtain




maximum yield increase.

-------
                               INTRODUCTION






A.  Background






     The growing concern about odor emissions from kraft pulp mills is




reflected in numerous studies published in this area over the last decade.




This is a natural area for inquiry since the pulp and paper industry




comprises a significant portion of total industrial output.  Furthermore,




of the nearly (250) pulp mills in the United States (126) are kraft mills.




The dominant position is. also illustrated in terms of production output in




Figure 1 (1).  Available projections indicate that this position will be




maintained at least into the mid 1980's.  Consequently, environmental




difficulties with the process will be of continued concern and substantial




efforts to develop methods for minimizing emissions are well justified.






     As a basis for discussion a flow sheet for a "typical" southern kraft




mill with ninimal odor control is shown in Fipure 2.  Wood chips are treated




with an aqueous solution of sodium hydroxide and sodium sulfide at 170°C




for 2 to 4 hours.  This treatment degrades and dissolves lignin and some




carbohydrates so the recovered fiber amounts to about 45-55% of the original




wood.  While the pulp yield varies depending on species and pulping conditions,




Figure 3 (2) indicates the extent of removal of the classes of wood components




as a function of pulp lignin content.  At the end of the cook residual pulp-




ing liquor is separated, and the pulp is washed.

-------
                   PROJECTION OF PRODUCTION
                OF  CHEMICAL PULPS  IN THE U. S.
     80
     70
to
P   60
o
10
CO
o
     50
    40
S  30
§
i
o.
    20
    10
TOTAL
KRAFT
                                                      NSSC
                                                      SULFITE
                                                      DISSOLVING
                                                      SODA
                                                   1985
                            YEAR
                           Figure  1

-------
MAJOR ATMOSPHERIC POLLUTANTS
               LBS/T
      CH3SH =2:37    CH3SSCH3 » 1.86
1
ic:
8
to
i


x_< 	

DIRECT
CONTACT
EVAP.

- !>
RECOVERY
" FURNACE y
                             I
                             JLI'ME tt
                                '
                           ICAUSTICIZERJ \
                            1   'ISUAKERJ
                               MULTIPLE
                                EFFECT
                                EVAPS
                                                600'
               PULP MILL EFFLUENT
                  5000 GAL /T
BOD
                       Lbs/T
                 S.S. = l7Lbs/T
               Figure 2

-------
                           8
Q
O
O
 Ok
Q
-J
LU
       j   --EXTRACTIVES
                          TOTAL PULP YIELD
LIGNIN
   CONTENT
             HEMI CELLULOSE CONTENT
           CELLULOSE CONTENT
               20      40      60       80
                   LIGNIN  REMOVED, %
    Figure 3.  Pulp Yield as a Function of Lignin Removed

-------
    The remainder of unit operations shown in Figure 2 are intended to
recover and reuse the Inorganic pulping chemicals (NaOH and Na.S) and to
produce energy by burning organic material dissolved from the wood during
pulping.  The combined residual pulping liquor and pulp wash water called
black liquor,1 normally has a solids content of 14-16% of which about 1/3
Is lignin degradation products, 1/2 carbohydrate degradation products,
1/10 sodium sulfide and sodium hydroxide and lass than 1% organic sulfur
compounds•  After concentration to about 60% solids in multiple effect
evaporators, the resulting strong Black liquor is further concentrated to
65 to 70% solids in a direct contact evaporator and fired to the recovery
furnace.  Combustion of the organic material providea hot water and steam
for the pulp mill.  The molten smelt issuing from the bottom of the furnace
contains sodium carbonate and sodium sulfide.  The smelt is dissolved in
water and treated with lime in the causticizer to convert carbonate to
sodium hydroxide•  The resulting white liquor is recycled to pulp digesters.
Lime is regenerated by heating the precipitated calcium carbonate in a
lime kiln.

    The major emission sources are identified in Figure 2 and typical
quantities of sulfur containing malodorous substances emitted from these
sources are shown in Table I.  The volatile odorous substances of major concern
to the kraft pulping' Industry are hydrogen sulfide, methyl mercaptan, dimethyl
sulfide and dimethyl' disulfide.  The total quantity of these four substances i*
termed Total Reduced Sulfur (TRS).  Factors influencing the formation and release
of these substances have been thoroughly reviewed (3),." Hydrogen aulfide ie

-------
 AIR POLLUTANTS
Source
  KRAFT PULP MILL WITH HO
1              Lbc/Ton A.D..Pulp
 CH3SH       CH3SCK3     CH3SSCH3
                                                             HS
1. Turpentine
Decanter
2. 'Digester Blow
Tank
3. Washer Hood
Vent
4. Washer Seal
Tank Vent
5. Evaporator
Seal Tank
6. Direct Contact
Evaporator. 8
Recovery Furnace
-7 Dissolver
$ Lime Kiln
(with control)
0.02
0.45
O.I5
O.IO
O.5O
I.IO
0*El
O.O5
0.4O
I.4O
0.05
O.O5
O.IO
0.20
O.OI
005.
O.O3
I.5O
O.O5
0.03
O.O5
0.2O
»O
0.05 .
-0
O.05
O.05
O.O2
0.50
20.O
O.O3
QIO
TOTALS
                     2.37
              2.20
1.86
2O.70

-------
                                      11
derived from sodium sulfide which in alkaline liquors participates in


the pH dependent hydrolyses shown in Equation 1.  Sulfide and hydro-


sulfide anions are formed in kraft mill liquors at concentrations


which are dependent on the ionization constants and on the amount of


added sodium hydroxide.  The dissociation constant K  has a value of



      —        _l_           1                 _l_        1
     S~  +  2 H                  ^ H S~ +  H                WH^S     (1)
about 2 x 10   (4)> so hydrogen sulfide will be released from alkaline

liquors in a pulp mill only when the pH is reduced below a level of

about 9 to 10.  This occurs mainly in the direct contact evaporator

where carbon dioxide in the flue gas neutralizes sodium hydroxide in

the strong black liquor.



     Since hydrogen sulfide comprises a substantial part of the total

TRS, a major effort has been made by the pulp and paper industry to

control its emission, particularly from the recovery furnace area.  One

approach has been to oxidize weak black liquor or strong black liquor

(location of oxidation units is shown by dashed lines in Figure 4)with

air or pure oxygen.  The objective of black liquor oxidation (BLO) is to

convert sodium sulfide to non volatile sodium thiosulfate as shown in

Equation 2.



                                              +  20H~                 (2)



If this conversion can be successfully accomplished x*ith high efficiency,

little or no hvdropen sulfide is released from the recovery furnace stack.

-------
MODIFICATIONS OF PULP MILL FOR ODOR CONTROL
12
g- • •



* -\
7 s
i
X\

*" 

[

1 URP.
DF.CAN.


*


\
\

TO LIME
KILN
V
^W \L
t
. I .
x-S
^.^ ^^
oz
ml—

Y







t
1
o
s
(/)
J 1










•










**













f






X "\ . 1,
ll! ^AIR 0
r j. a<_ 	 j_ ?
l^^^-.-l i^< ^ — LIMEKILN |
T i A.C.E. v^it^r^-* 8| j
1 . -^ "• ICAUSTICIZER
1 / 	
mRFCT i /
/»rtMTA/»T 1
UUl\ 1 AL. 1 | " AWr-0 1
FVAP, | i^ FT 	 1 ,S.L7^E°J
	 T^- — ' ! t IUISSOLVERI 	 •
^ 1 •;-•—-—
; x-1-^ IWHITE LIQUOR h
'CT ,
-------
                                      13
    Obtaining a high, permanent conversion of sulfide to thiosulfate




can be a difficult problem, however.  Unless the oxidation temperature




is maintained above about 70 to 80°C, elemental sulfur may form.  This




will slowly dissolve and later reform sulfide during evaporation and -




storage of the oxidized black liquor.  The details of this liquor




"reversion" have been discussed by Sarkanen (3) and Christie (5).  In



a second type of reversion methyl mercaptan present during black liquor




evaporation may slowly disproportionate to reform sulfide ion (6).






    A more recent approach to odor control has been to isolate the strong




black liquor from direct contact with recovery furnace flue gas.  Either




strong black liquor (at 65-70% solids) is fired directly to the recovery




furnace or black liquor (60% solids) is concentrated in an indirect heat




exchanger (to 65 to 70% solids) by hot flue gas and then fed to the recovery




furnace.  This option is also identified in Figure 4 as the A.C.E. system.




A variety of other control methods are discussed in reference 3.






    Control of the malodorous organic sulfur compounds causes some



difficulty since they are emitted from many sources in the mill as shown




in Table I.  Methyl mercaptan and dimethyl sulfide are formed only in the




digester and released throughout the mill.  Dimethyl sulfide is a neutral




substance so is readily steam stripped from the alkaline liquors during



JUester relief and blow.   Methyl mercaptan is a weak acid so it dissociates




 In aqueous solution according to Equation 3.  The dissociation constant has



•i value of 4.3 x lo"n(7)  so free methyl mercaptan.may be stripped from

-------
black liquor at pH levels below 12 to 13.  From Table I this clearly




happens in several parts of the kraft mill.
       CH3SH       K3      ^  CH3S~  +  H+                              (3)
    Dimethyl disulfide is formed by air oxidation of methyl mercaptan




after the digester has been relieved to atmospheric pressure.  This




neutral compound is also readily stripped out of black liquor and




emitted to the atmosphere.  Dimethyl disulfide may also be formed by




oxidation of methyl mercaptan during black liquor oxidation.  However,




oxidation in black liquor and release of methyl mercaptan and dimethyl




disulfide from black liquor during oxidation is much more complex than




expected and is highly dependent on oxidation conditions.  A detailed dis-




cussion of these effects is given in a later section of this report.






    Because of the diversity in composition and flow rate, any single




process modification can limit emissions of these odorous substances




from only a part of the sources.  Consequently, development of control




measures has generally involved "add on1' technology to limit emissions at




each source.  Significant progress has been made over the last two decades




and the approaches are described in detail by Sarkanen, et al. (3).  Installa-




tion of these types of collection and treatment systems involves a considerable




capital outlay.  Furthermore, the equipment must be operated at very high




annual efficiencies to maintain the ambient air concentrations in the




vicinity of the mills near or below the odor thresholds shown in Table II.




Consequently, it may be useful to minimize emissions by destroying the odorous




substances in the digester before blow down to atmospheric pressure.

-------
                                15
    Table II.  Ambient Air Odor Thresholds (3)
Compound                      Odor Threshold, ppb




H S                                   0.4-5




CH SH                                  2-3
CH SCH                              xv 1.0




                                       1-5

-------
                                    16
B.  Rationale for In-digester Oxidation






    It is well known that essentially all methyl mercaptan (dimethyl




disulfide) and dimethyl sulflde occuring during kraft pulping are




formed in the digester and released thereafter from various places as




described above.  Consequently, a possible approach to odor control




could be oxidation of all malodorous substances in the digester before




the blowdown to atmospheric pressure.  In-digester oxidation with




oxygen is attractive for several reasons.  This process may require limited




changes in already existing mill equipment.  Foaming problems are not




expected since all gas injected will be consumed.  The formation of ele-




mental sulfur will be negligible at the high temperature in the digester.




Consequently, reversion of the oxidized liquor may be less than in conven-




tional oxidation systems.  Furthermore, such a procedure may also lead to




an in-digester oxidation of methyl mercaptan, dimethyl sulfide, and




dimethyl disulfide.   In addition to the beneficial effects normally ascribed




to conventional black liquor oxidation (BLO), the process should also reduce




emissions of odorous compounds from digester relief, blow, and pulp washing




operations which are presently not treated in many mills.

-------
                                     17
                                 OBJECTIVES

    The overall objective of this research project was to determine
the feasibility of kraft mill odor control by oxidation of all malodorous
sulfur compounds in the digester before blow down to atmospheric pressure.
This method of black liquor oxidation (BLO) would permit oxidation of
odorous substances at digester temperatures and pressures and eliminate
emissions of hydrogen sulfide, methyl mercaptan and dimethyl disulfide
from the digester, pulp washing and recovery furnace areas.  If successful
such a system would permit nearly odor free operation and eliminate the
need for installation of equipment for collection, ducting and combustion of
off gases from the numerous emission sources in a kraft mill.

    The feasibility of this approach depends first on obtaining a high
efficiency with respect to oxidation of the malodorous sulfur containing
substances without excessive consumption of oxygen.  In a first phase of
work laboratory studies were made to determine the interaction of sulfur
compounds, other black components and liquor during BLO and to study the
influence of reaction variables on oxidation kinetics and oxidation efficiency.

    Second, for indigester BLO to be acceptable, oxidation must be conducted
in a way that pulp yield and physical properties are not adversely affected.
Therefore, studies were required to determine:
a)  At what stage of pulping oxygen could be injected without reducing
    pulp yield or affecting pulp physical and optical properties
b)  The oxygen consumption and oxidation efficiency at conditions that
    did not result in unacceptable changes in yield or pulp properties.
These studies were made for pulping of a softwood (Loblolly Pine) and a hardwood
(Red Gum) species.

    Even if odor control could be successfully accomplished by this approach,
some expense would be incurred for modification of digesters and for oxygen
costs.  However, if the modified digester could be operated in a way to
obtain a pulp yield increase, the resulting increase revenue could be taken
as a credit to offset the additional costs for odor control.  Consequently,
preliminary studies were made using a modified oxygen injection system on
laboratory batch circulation digesters to determine if yield increases could
be realized in combination with odor control.

-------
                                      18
                               DISCUSSION






A.  Reactions of Methyl Nercaptan and Dinethyl Disulfide




    in Sodium Hydroxide Solutions






     As a basis for studies on in-digester BLO, this section describes




studies on the reactions of methyl mercaptan and dimethyl disulfide




in sodium hydroxide solutions.  The reactions of methyl mercaptan are




highly influenced by other organic components present in the black liquor,




so interpretation of reaction routes can be obscured by side reactions.




Therefore, the oxidation of methyl mercaptan in water and sodium hydroxide




solutions was studied.  To this system components of black liquor were




added in separate experiments, until a composition approaching commercial




black liquor was reached.






     The background information obtained from these experiments provides




easier interpretation of results in actual BLO experiments.






1.  Kinetics of the Oxidation of Methyl Mercaptan in Aqueous Alkaline




    Solution with Molecular Oxygen






     Mercaptans are readily oxidized in an aqueous alkaline solution




as reported by Oswald and Wallace (8).  These detailed studies suggest




that the active species in the oxidation of mercaptans involves mercaptide




anions formed bv the reaction of a base as shown in reaction 4.
              + HO    	^  RS   +  H0                                (4)

-------
                                      19
Thus, the general kinetic expression for the oxidation of methyl mercaptan

vjith molecular oxygen can be formulated as shown in Equation 5.
                   k[HM]M[0]N[Kf ]P                                  (5)
                           2


At a pH where all the methyl mercaptan is ionized, the reaction would

become independent of base.  For example, as illustrated in Figure 5,

the rate of methyl mercaptan oxidation increases with increasing initial

amounts of sodium hydroxide, until a pH between 12 and 13 is reached.

At higher pH values the rate of oxidation ts not further increased.

Methyl mercaptan has a pKa value of approximately 10, so it is practically

completely ionized at a pH between 12 and 13 and further addition of base

apparently has no effect on its rate of oxidation.


     For all practical conditions during black liquor oxidation the pH

will be greater than about 12, thus Equation 5 simplifies to Equation 6,

since P = 0 and [H0~]° - 1.


       dfMM]  = k [MM]M[0,]H                                       (6)
     ~   dt              2


     The values of M and N were determined by the method of variation in

ratio of reactants (9).  The overall empirical expression for the oxidation

of methyl mercaptan in sodium hydroxide solution is given by Equation 7.



        d[HM]   =  k [MM]0'75   Po2°'66                            (?)

          dt

This form applies only at pH levels above 12 where all riethyl mercaptan is

ionized.

-------
                                   20
                                                 Terap 20 C
0)
                                               a  pH 12



                                               X  PH 13
        0
    Figure  5     Oxidation of methyl mercaptan at varying pH.

-------
                                      21
     The rate of oxidation is sufficiently fast that reliable kinetic




studies could be made only at temperatures below about 25°C.  The




temperature dependence was determined by conducting reactions at 10,




15, 20 and 25°C.  Oxygen pressure was maintained constant so Equation 7




reduced to Equation 8.  The reaction followed the Arrhenius    relationship
                     k<   P°2'   -      where k«  - k Po °'66      <»
            dt
so integration of Equation 8 and appropriate graphing resulted in the




rate constants and activation energy shown in Table III (9) .








2.  Hydrolysis of Dimethyl Disulfide






     In the presence of base and molecular oxygen, methyl mercaptan is




converted to dimethyl disulfide.  Once formed, dimethyl disulfide does




not oxidize at conditions employed during black liquor oxidation, but




can undergo hydrolytic disproportionation (3) .  This hydrolysis of




dimethyl disulfide has been studied in the present work for two




reasons:  first, dimethyl disulfide, is very volatile and has a very




low odor threshold, so it contributes to the overall odor of kraft mills;



second, when dimethyl disulfide hydrolyzes, significant amounts of methyl




mercaptan are formed as one of the products.






     In the study of this hydrolysis reaction, two approaches have been




taken'.  First, the reaction products were determined by Nuclear Magnetic

-------
Tatile      -  Rate constants for the oxidation of methyl mercaptan.

Temp, C
10
15
20
25
k
1
1
2
3
,,, sec.
rcole1'75
oOl
*U7
,06
.25
ti
2
min.
12
8.5
6
1^
                               12.9 Kcal/mol

-------
                                      23
Resonance (NMR) spectroscopy, and from the results the total hydrolysis




stoichiotnetry was formulated.  Studies on the hydrolysis of disulfides




by sodium hydroxide have been reported (8, 10).  It is generally suggested




that the mechanism involves an initial nucleophilic displacement at the




disulfide bond.  From these studies it can be predicted that the major




products of dimethyl disulfide hydrolysis may be methyl mercaptan, methane




sulfinic acid and/or methane sulfonic acid.  This was confirmed in the




present work using the ?C1P technique.  The reader is referred to reference




(9) page 25 for a detailed discussion of the work.






     The overall material balances for dimethyl disulfide hydrolysis by




hydroxide and hydrosulfide anions are given in reactions 9 and 10




respectively.
                       OH"    ^   CH3S°2~  +  3 CH3S
          CH3SSCH3     HS    ^   2 CH3S02   +  4 CI^S              (10)
3.  Kinetics of the Hydrolysis of Dimethyl Disulfide






     As described in the previous section, dimethyl disulfide is hydrolysed




slowly by hydroxide and much more rapidly by hydrosulfide.  Both components




are present in the black liquor, so it is appropriate to study their effects




on the hydrolysis of dimethyl disulfide in detail.

-------
                                       24
     Since the rate limiting step involves nucleophilic attack of the

anion at the disulfide bond, the simplest general kinetic expression

for the disappearance of dimethyl disulfide by hydrolysis with sodium

hydroxide and by sodium sulfide is shown in Equations 11 and 12

respectively.   The powers M, N, P and 0, were determined to have the
           d[DiffiS]   =  k   [DMDS]M[HD
             dt          i
                                                                    C12)
value of 1.0 (9), supporting the suggestion that dimethyl disulfide

hydrolysis is initiated by a nucleophilic, S 2 substitution.  The rate

constants are summarized in Table IV.


     Activation energies of 27.5 Kcal/mole were determined for hydrolysis

by hydroxide anion (Equation 11) and 16.5 Kcal/mole for hydrolysis by

hydrosulfide anion (Equation 12).  This difference in temperature

dependence has a significant effect on the optimum conditions for black

liquor oxidation as will be discussed in a later section.


4.  Summary of Methyl Mercaptan and Dimethyl Disulfide Reactions

    in Aqueous Alkaline Solution


     The scheme shown in Figure 6 summarizes the reactions discussed in

earlier sections.  With a base and oxygen methyl roercaptan is readily

oxidized  to dimethvl disulfide which in  turn hydrolyzes  rapidly with

-------
                                  25
Table   IV   Rate constants for dimethyl disulfide hydrolysis.

Temperature
10
20
30
to
80
128
1U6
160
AE
HO"
k 1/mole-min.
	
	
	
	
(0.0015)*
0.02
0.1
3.6
27.3 Real/mole
HS"
k_ I/mole-rain.
0.2
0.7
1.7
U.3
(78)*
	
	
	
16.5 Kcal/mole
 Calculated from Arrhenius expression.

-------
                            26
                   oxidation
                    hydrolysis
                                             CH SSCH-
                                                 \j
                                                     K)   slow

                                                     HS"  fast
          CHgSH
                       CH SOH
                             fast
                      CH SO H
                        3 2
                              slow
                         V
                      CH  SO H
                       3 3
Figure   6 -
Oxidation-hydrolysis cycle for conversion of
methyl mercaptan to nonvolatile product.

-------
                                     27






hydrosulfide or more slowly with hydroxide forming methyl mercaptan




and the non volatile methane sulfinic acid.   From the overall equation




for the hydrolysis of dimethyl disulfide by sodium hydroxide (reaction 9)




it can be seen that 2 moles of dimethyl disulfide form 3 moles of methyl




mercaptan.  Thus, from the oxidation of 4 moles of methyl mercaptanj 3




moles are regenerated.  Similarly, the overall equation for the hydrolysis




of dimethyl disulfide with sodium sulfide (reaction 10) shows that 4




moles of methyl mercaptan are formed from 2 moles of dimethyl disulfide.




While this oxidation-hydrolysis cycle permanently destroys some methyl




mercaptan, the regeneration of substantial quantities makes inefficient




use of oxygen and will be troublesome in black liquor oxidation.






    The hydrolysis of dimethyl disulfide in this cycle could be the




rate determining step depending on the conditions.  At 50-90°C with




sodium sulfide present the rate is quite high, but is very slow with only




sodium hydroxide present.  Thus, to complete the conversion of methyl




mercaptan to its non-volatile product under practical conditions, sodium




sulfide is required.  However, under oxidizing conditions sodium sulfide




will also rapidly oxidize to sodium thiosulfate by reaction 2 repeated here.




While sodium sulfide oxidation is desired in black liquor oxidation, its con-




sumption causes significant reduction in the rate of conversion of methyl




mercaptan and dimethyl disulfide to non volatile products.
                     5/2  QZ 	^  Na2S2°3  +  2 Na°H

-------
                                      28
     The activation enerpy for the hydroIvsis reaction by hydroxide




is quite high, consequently the rate is greatly effected by tempera-




ture chanpes.  For instance by increasing the temperature to 125°C




and above, the rate of hydrolysis by hydroxide will become quite high.






     In summary, with oxygen and base present, the conversion of




methyl mercaptan to the non volatile methane sulfinic acid, proceeds




through a very inefficient oxidation - hydrolysis cycle.  The hydrolysis




step in the sequence is possibly rate determining depending on the




conditions.  At lower temperatures, 50-90°C, the hydrolysis depends on




the presence of sodium sulfide which, however, is also rapidly oxidized.




At temperatures greater than about 125°C, the rate of hydrolysis by




hydroxide becomes verv rapid so the oxidation-hydrolysis cycle can be




effectively completed even when the hydrosulfide concentration is very




low.






     Interpretations must be further modified to account for the influence




of other compounds in black liquor.  In the following sections the effects




of other components in black liquor on the conversion of methyl mercaptan




to its non-volatile product will be discussed.









B.  Reactions of Methyl Mercantan and Dimethyl Disulfide in




    Synthetic Black Liquor






    1.  Methyl Mercaptan Oxidation by Model Compounds Featuring Certain




        Structures in Kraft Lignin






        The reactions of methyl nercaptan are also influenced  to a high




degree by lignin present in the black liquor.  Earlier investigators

-------
                                      29
(11, 12, 13) noticed that the consumption of methyl raercaptan was




accelerated by organic material dissolved in black liquor.  It is




generally suggested that phenolic and catecholic structures in the




lignin contribute to the increased rate of consumption of methyl raercaptan.




Although no detailed studies have been made to describe the reactions




under conditions employed during black liquor oxidation, results




obtained by workers in the petrochemical field suggest possible




mechanisms by which polyphenolic structures in lignin may interact




with ipethyl mercaptan under oxidizing conditions.






     The chemical composition of black liquor is not accurately defined;




for this reason, a discussion on the reactions of methyl mercaptan with




model compounds featuring certain structures in lignin will be given




first.  Results derived from these studies will help to interprete




observations made during oxidation of mixtures of methyl mercaptan




and Kraft lignin in alkaline solutions.






     As the result of deiaethoxylation reactions which occur during pulping,




Kraft lignins contain about 0.3 moles of catechol structures per one




thousand grams (14).  In alkaline solution, these structures are readily




oxidized by oxygen forming the corresponding quinones and hydrogen




peroxide as shown in reaction 13.  Furthermore, during oxidation of phenolic
                   °2
                   H°               '    -                                 (13)

-------
                                      30
structures some side chain elendnation may take place with formation


of p-quinonoid structures (15) as illustrated for moieties with a


carbonyl sidechains.
                        HO
                                                        I
                                                      + OO

                                               °CH3     OH
(14)
     Ifeouerian (16) and Oswald (8) studied the catalytic effects of


polyphenolic structures on the oxidation of a variety of mercaptans


and suggested two possible reaction routes:



     1.  Oxidation of the nercaptan, by quinonoid structures, to


         the sulfide


     2.  Nucleophilic 1,4-addition of the mercaptide ion to the


         quinone.



     To  test these concepts, methyl mercapten was oxidized by several


oxidants under nitrogen atmosphere and the results are shown in


Figure 7.  As a reference one experiment at 10 psig oxygen was also


included.  The first oxidant chosen was o-quinone, since it most


closely represents the quinonoid structure in the Kraft lignin.  The


following reactions may take place:
                          Oxidation
             CILjSfl
                        1,^-addition
                                                                      (15)

-------
                               31
2.8
2.0
1.6
1.2
0.8
                                      O hydrogen peroxide
D anthraquiijone beta
  sulfonate
Figure  7     Methyl mercaptan consumption by equimolar amounts
              of hydrogen peroxide, anthraquinone beta sulfonate,
              o-quinone and 10 psig oxygen respectively.

-------
                                      32
     Figure 7 shows the results of the experiment where equimolar




amounts  (2.5 imnole/1) of methyl nercaptan and o-quinone were mixed




together-at 10°C.  Two general observations xvere made:  first, methyl




mercaptan was rapidly consumed; secondly,, no dimethyl disulfide was




detected.  Tentatively, the following conclusion is drawn:  methyl




mercaptan reacts very rapidly x^ith o-quinone in a nitrogen atmosphere




apparently by nucleophilic 1,4-addition only.







     To examine more closely the relative effects of the 1,4-addition




and direct oxidation of methyl mercaptan by quinoness anthraquinone




beta sulfonate was selected as the oxidant.  Because of its condensed




ring structures 1,4-addition cannot occur.  Again equimolar amounts




of methyl mercaptan and anthraquinone beta sulfonate (2.5 mmole/1)




were mixed together at 10°C (Figure 7)»  The disappearance of




methyl mercaptan was markedly slower compared to the experiment with




o-quinone; but all methyl mercaptan consumed was converted to dimethyl




disulfide.  Thus, methyl mercaptan is readily oxidized by anthraquinone




beta sulfonate in a nitrogen atmosphere, to dimethyl disulfide only.




Furthermore, the nucleophilic 1,4-addition of the mercaptide ion to




the quinone has a faster rate than the oxidation of methyl mercaptan




to dimethyl disulfide by the quinone.  The oxidation of methyl mercaptan




by the anthraquinone derivative is shown in reaction (16).
                                                           + CH SSCH
                                                                           (16)

-------
                                      33
     When organic material present in black liquor is oxidized with




molecular oxygen a variety of peroxide intermediates and hydrogen




peroxide are formed (17) which could be responsible for the increased




rate of consumption of methyl mercaptan.  To test this hypothesis, an




experiment with hydrogen peroxide under nitrogen gas was designed.




The results presented in Figure 7 show that at 10°C the rate of




methyl mercaptan disappearance is quits slow when compared to




experiments with the quinor.aSj and the methyl mercaptan consumed was




all converted to dimethyl disulfide according to reaction 17.  Further




experiments with hydrogen peroxide at higher temperatures showed similar




rates when compared to oxygen at these temperatures s and a stoichiometry




as written for reaction 17.
         2 CE SH  -}-  HO    	!> CH SSCH   +  2H 0                (17)
     From the results of these experiments the following order of




the rate of disappearance of methyl mercaptaii is proposed:  o-quinone>




anthraquinone beta sulfonate > oxygen^-' hydrogen peroxide, and




nucleophilic Is4-addition » oxidation by quinone to the disulfide.









2.  The Effect of Kraft Lignin on the Consumption of Methyl Mercaptan






     In the. previous sections orienting studies with model compounds




featuring certain lignin structures show the importance in reactions with




methyl mercaptan.  They are:

-------
                                      34
     1.  Nucleophilic 1,4-addition




     2.  Direct oxidation to the disulfide






Since the model compounds used feature only certain structures, it is




necessary tc work with. Kraft lignin to verify the aboye observations.






     Figures 8 and 9 show the results of experiments in which: Kraft




lignin was added to an alkaline solution containing methyl raercaptan




at 10°C and 10 psig oxvgan.  It is shown that tha sedition of Kraft




lignin results in a significant iricrss.se' :'.n the rate of methyl mer-




capcan disappearance eecoiapanied by a simultaneous increase in the




rate of disisthyl aisul::ic3 fcrjiation,,  FurthermoreB the yield of




dimethyl disulfide decreases with increasing amounts of lignin.




Apparently in';the presence of lignins methyl marcaptan undergoes a




reaction which leads tc other products in addition to dimethyl




disulfide,,






     These observations may be interpreted by assuming that initially




the nucleophilic 1,4-addition takes place with the quinonoid structures




present in the lignin.  When all available addition sites are occupied,




the remaining methyl mercaptan reacts with oxygen and/or quinones and




peroxides to form dimethyl disulfide„  This would explain the rapid




disappearance of methyl mercaptan, and the formation of less dimethyl




disulfide at a higher rate.  The greater number of quinonoid structures




available; with greater quantities of lignin result in more methyl




mercaptan addition and less dimethyl disulfide formation,  Thuss_ with lignin




and oxygen present the following reactions may occur.  First, methyl mercaptan




may be oxidized to dimethyl disulfide according to reaction 18:

-------
                                     35
     2.8
QJ
H
ra
        0
                   Temp 10°C
                                           D  0 g/l lignin
                                                 g/l lignin
                                            O  7 g/l lignin
10
    15

Time, min.
20      '  25
   Figure   8    .Consumption of methyl mercaptan  in aqueous  alkaline
                  solution with Kraft lignin added.

-------
                                    36
0)
H
CO
U
     l.U
     1.2
     1.0
     n O
     0.8
     0.6
     0.2
       0
0
                            Temp 10 C

                         D 0 g/1 lignin


                         A b g/1 lignin



                         O 7 g/1 lignin


                         X25 g/1 lignin
10       15        20

     Time, min.
                                                          25
     Figure   9     Formation of dimethyl disulfide in alkaline
                   solution with Kraft lignin added.

-------
                                      37
               2CILSH
                              HO
CILSSCIL +
  J    —'
                                                            OCH
                                                                           (13)
With oxygen present and at temperatures below approximately 100°C

the catechols formed may be reoxidized and are available for further

mercaptan oxidation.  Thus, small amounts of catechols present in

lignin may oxidize large quantities of mercaptans by this redox cycle.


     The second alternative is the nucleophilic addition of mercaptide

anions to quinones to either mono-, di- and tri-thiopolyphenols by a

series of successive steps of oxidation and nucleophilic addition

as shown for the o-quinonoid structures in lignin as illustrated in

reaction 19:
               CH_S
          -SCH   HO'
                                           HO
                                R
                                                                   CH_S
                                                                             (19)

-------
                                      38
In addition, it has already been shown that reactions 20 and 21 occur:
                              •an
        2 CH3$H  +  1/2 02  ——	>   CH SSCH   +  HO            (20)
                                               +  2 H0             (21)
     The rates of these reactions may be listed in the order 19 >18

21.   Thus, in alkaline solution, methyl mercaptan should be oxidized to

the disulfide; but with Kraft lignin present, the major reaction is the

1,4-addition as shown in reaction 19, and less dimethyl disulfide is

formed.


     It  was mentioned earlier that during the oxidation of black liquor

side chain elimination of certain phenolic lignin structures could result

in the formation of new (para) quinonoid moieties.  Presumably, this

formation increases with increasing temperatures.  For instance, when

methyl mercaptan in the presence of Kraft lignin was oxidized at 10, 50

and 75°C respectively, lesser amounts of dimethyl disulfide are formed

at the higher temperatures (Figure 10).   This could be due to the increase

in quinonoid structures formed by side chain elimination.  Furthermore, 5 g

Kraft lignin/1 which is approximately 10% of the amount actually present in

black liquor, results in the formation of about 90% less disulfide from

5 mmole/1 methyl mercaptan at 75°C.  The concentration of methyl mercaptan

and the  temperature of 75°C are comparable to practical conditions of black

linuor oxidation with approximately 50 g/fc of Kraft lignin, probably all

mfithvl mercaptan is consumed by the nucleophilic 1-4 addition and very

little is oxidized to the dimethyl disulfide at between 50 and 90°C.

-------
                              39
ra
w
                                                       20
    Figure  10    The effect of  temperature on the formation of

                  dimethyl disulfide in the presence of Kraft

                  lignin.

-------
                                       40
3.  Effect of Sodium Sulfide on the Oxidation of Methyl Mercaptan






     Sodium sulfide has two effects on the oxidation of methyl mercaptan




which highly influence the efficiency of reactions during black liquor




oxidation.  The first is an apparent inhibition which is dependent on




temperature and sodium sulfide concentration.






     For example, when 5 g/1 sodium sulfide is added to an aqueous




alkaline solution containing 2.5 mmole/1 methyl mercaptan the methyl




mercaptan consumption depends on the reaction temperature as shown in




Figure 11.  Throughout this experiment the pH of the reaction mixture




remained between 12 to 13 and the oxygen pressure at 2.5 psig.  The




results in Figure 11 suggest an apparent inhibition of the oxidation of




methyl mercaptan of at least 60 minutes at 60°C and approximately 15




minutes at 100°C.  Analysis showed that sodium sulfide was oxidized to




sodium thiosulfate, and when the methyl mercaptan finally started to




react only very small amounts of sodium sulfide remained in solution




(approx. 0.2 g/1).  Thus, it seems apparent that the presence of sodium




sulfide inhibits the oxidation of methyl mercaptan.  The results of the




experiment at 150°C are different and will be discussed later in this




section.






     To explain the above observations the following is suggested.  The




oxidation of both methyl mercaptan and sodium sulfide seems to involve




radical mechanisms (18, 8, 19).  Results of a study on the photodecom-




position of acetaldehyde catalysed bv thiols (20) provides a possible




explanation for the sulfur inhibition in systems involving radical

-------
 £5 O— o	O-D -O	D
Figure   11   Oxidation of methyl mercaptan with 5  g/1 sodium
              sulfide added.

-------
                                       42
 mechanisms.   From this  study,  the apparent order of stability of



 thivl  radicals was  determined:  HS* > CH,S'. > C.H_S'  .  Thus, it
               i                         J •    2 5


 appears  that  the  following  competing reactions may occur;
II    CH0S  v
                                         HS
CH_S
                                                         HS
                                                                       (22)
Where R* could be any radical present, e.g. hydroxyl-»perhydroxy-



radical or the biradical oxygen.  Since HS* is more stable than CH S",



route I should be preferred.  If route II occurs the rate of CH_S*


formation should be slower than HS" formation.  Furthermore, transfer



of an electron would form the more stable CH.S  ion and KS" radical.



Thus, if hydrosulfide is abundant, the concentration of CH S*  is



too small or its life time too short to undergo further reactions



which would lead to the disulfide.




     However, the experiment conducted at 150°C (Figure 11) does



not show any inhibition for methyl mercaptan oxidation.  An analysis



at the point where approximately 25% of methyl mercaptan had been



converted showed the presence of significant amounts of sodium sulfide.



Thus, apparently under these conditions methyl mercaptan oxidation



was not inhibited by the presence of sodium sulfide.  Birrell (20)

-------
                                      43
has reported a change in relative stability of HS"  and CH,S*  radicals




with temperature.  For instance it was suggested that at temperatures




between 125 and 150°C the HS* and CH-S' radicals have about equal




stability.  Thus, at 150°C route I and II are equally possible and




reaction  (23) should not be important.









          CH S'  +  HS~   	* CH3S~  + HS'                      (23)








     It has been shown that the presence of sodium sulfide is required




for the hvdrolysis of dimethyl disulfide, and thus for permanent




conversion of methyl mercaptan to nonvolatile methane sulfinic acid.




At the same time, at temperatures below 100°C the concentration of




sodium sulfide must be below about 0.2 g/1 to permit oxidation of




methyl mercaptan to dimethyl disulfide.  Thus, efficient oxidation of




methyl mercaptan will be very difficult to achieve under practical




black liquor oxidation conditions.  On the other hand, at higher




temperatures nethyl mercaptan oxidation is not retarded by sodium sulfide,




and dimethyl disulfide hydrolysis by sodium hydroxide is rapid.  As a




consequence high temperature black liquor oxidation should be more efficient




for odor  control.






     The  second effect of sodium sulfide is discussed in the following section.








A.  Methyl Mercaptan Reactions During Black liquor Oxidation at




    Temperatures Below 100°C






     In the following experiment sodium sulfide, Kraft lignin and methyl




mercaptan were added to an alkaline solution of pH of 13 and 75°C to simulate

-------
                                       44
black liquor and the results are shown in Figure 12.  As expected




from earlier discussions methyl mercaptan rapidly disappeared.  Apparently




all methyl mercaptan was consumed by rapid 1,4-addition to the quinonoid




structures in lignin since no dimethyl disulfide could be detected.




Surprisingly, methyl mercaptan was slowly regenerated following its




initial rapid consumption.  This rapid consumption followed by slow




regeneration may be explained in terms of the nucleophilicity of ionic




species in black liquor and their relative concentration at different




stages of the oxidation.






     Turunen (21) and Goheen (22) have shown that the nucleophilic




strength of anions is in the following order;  CH S~ >  HS  > H0~  .




Thus, the methyl mercaptide anion should compete most effectively




for quinonoid structures and be rapidly consumed by nucleophilic 1-4




addition.  In early stages of oxidation when methyl mercaptan




concentration is relatively large the weaker hydrosulfide nucleophile




competes ineffectively with mercaptide for the quinone structures.




However, when the mercaptide concentration becomes depleted (for




example after about 2 minutes in Figure 12 the ratio  of hydrosulfide




to mercaptide is much greater than at zero time.  Thus, although




hydrosulfide is a weaker nucleophile, as a result of its much higher




concentration a slow displacement of the mercaptide may occur according




to reaction 24.

-------
                                   45
    2.5
    2.0
3"
    2.5 psig 0,
    Temp 75°C '


O  5 g/1 Na2S

   10 g/1 Na2S
                                              g/1 NaOH
                                                        50
    Figure  12    Consumption of methyl raercaptan in simulated
                  black liquor.

-------
                     + HS
      CILS
+ CHJ
                                                                      (24)
     When the concentration of sodium sulfide was increased to 10 g/1




significantly more methyl mercaptan was reformed as is shown in Figure 12.




Large amounts of the weaker hydroxide nucleophile should also displace




the mercaptide ion as shown in reaction 25.
                                      HO-i
                     HO
CH_S
                                                                      (25)
Indeed, this was found and is shown in Figure 12.  If the conditions



are appropriate, reaction (26) could possibly also take place.
   HS  -i
                      HO
+HS
                                                                     (26)
Although no detailed experimental studies were made, a slow displacement




of hydrosulfide from lignin by tlie hydroxide ion during storage  and




evaporation of oxidized black liquor could partially account for sulfide




'"reversion" reported by numerous Kraft mills.

-------
                                       47
     Methyl mercaptan in an aqueous alkaline solution will be oxidized




by molecular oxygen, but in these experiments the regenerated methyl




mercaptan did not oxidize.  It has been shown that even small amounts




of sodium sulfide could effectively inhibit the oxidation of methyl




mercaptan.  Analysis after 50 minutes (see Figure 12) revealed that




there was still sufficient sodium sulfide left to inhibit methyl




marcaptan oxidation.  This suggests that the stability of methyl mer-




captan in this simulated black liquor oxidation results from inhibiting




effects similar to those earlier discussed.









     In summary, methyl mercaptan oxidized under simulated practical




conditions with molecular oxygen, is rapidly consumed without




formation of dimethyl disulfide.  It has been proposed that almost




all methyl mercaptan undergoes an initial rapid 1,4-addition with




the quinonoid structures present in lignin.  However, methyl




mercaptan can be slowly displaced from the 1,4-addition product by




hydrosulfide or hydroxide at rates dependent on relative concentrations




of the three anions.  At higher temperatures -and longer times the




hydrosulfide should be slowly displaced by the hydroxide ion which is




present in black liquor at concentrations of about 0.1 to 0.5 mole/1.








5.  Methvl 'fercaptan Reactions During Black Liquor Oxidation at




    Temperatures Above 100°C






     Figure 13 illustrates the fate of methyl mercaptan when 2.5 mmole/1




was oxidized with 10 psig oxvgen in a solution containing 5 g/1 Kraft

-------
                                48
     2.8
     2.0
03
     1.2
     0.8
              D
              A
                                    10 psig
                             Temp  A  Ito C
                                   a  i3o°c
                               Time, min.
                                                 8       10
     Figure  13
Consumption of methyl me reap tan. in simulated
black liquor.

-------
                                     49
lipnin and 5 p,/l sodium sulfide at 130 and 140°C respectively.

'fpthyl rcercmtan was rapidly consumed with no detectable amounts
of dimethyl disulfide at any time during the oxidation.  Further-
more, no methyl mercaptan was regenerated.  The following two events
may occur:

     1.  The fact that methyl niercaptan is not regenerated suggests
         the absence of the 1,4-addition products.
              It is well known that lignin related quinonoid structures
are rapidly oxidized to a variety of aliphatic acids at temperatures
above 100°C (23).  Thus, quinonoid structures generated at these high
temperatures could react by two general routes as shown in equation 27.
                                   R
              oxidation
       R
                                      C-OH
                                                      Ring opening
                                                      on further
                                                      oxidation.
                                   OH
                                                                          (27)
Further oxidation of the quinonoid structures with or without thiomethyl
 group (s) in the ring will result in opening of the ring (16).  It is
suggested that the thiomethyl group cannot be displaced from these further
oxidized  (muconic acid) structures.

-------
                                      50
     2.  Aoparentlv, at these high temperatures sodiun sulfide does




         not inhibit the oxidation of methyl mercaptan.






              While studying the inhibition effect of sodium sulfide in




a pure system, the oxidation of methyl mercaptan appeared to be no longer




affected by sodium sulfide at 150°C.  Since the inhibition was observed




in the presence and absence of lignin, it is suggested that results




obtained in a pure system may be used to interprete results obtained




when litmin was present.  Thus, it is possible that at high temperatures




methyl mercaptan is oxidized very rapidly to dimethyl disulfide even in




presence of sodium sulfide.






     The activation energy for the hydrolysis of dimethyl disulfide




by hydroxide was found to be quite high (27.3 Real/mole), indicating




a significant temperature effect.  In fact, at 130 to 140°C the rate




of hydrolysis of dimethyl disulfide was found high enough to keep




the concentration of the disulfide at an undetectable level.






     It can be concluded that methyl mercaptan when oxidized in a




system resembling black liquor at temperatures of 130-140°C is con-




sumed rapidly and no regeneration  takes place.  Thus .oxidation at




high temperatures resultsin efficient destruction of methyl mercaptan




and dimethyl disulfide.

-------
                                     51






C.  Summary of Methyl Mercaptan and Dimethyl Bisulfide Oxidation




    Kinetics in Simulated Black Liquor






    The reactions of methyl mercaptan during black liquor oxidation




have been described.  From the available information a general scheme




outlined in Figure 14 describes the reactions for the conversion




of methyl mercaptan to its non-volatile products.  The temperature at




which black liquor oxidation is carried out is the single most




important variable.  Above about 70°C sodium sulfide may be oxidized




completely to sodium thiosulfate (3,5).  But a below 90-100°C, a




complete and permanent conversion of methyl mercaptan to non-volatile




products does not seem possible.  However, at above about 125°C the




reactions taking place are significantly different, resulting in a




complete and permanent conversion of methyl mercaptan.






    When black liquor containing methyl mercaptan is oxidized at




60-90°C with oxygen the first reaction to take place is the oxidation




of the polyphenolic structures in the lignin to quinonoid structures




followed by a very rapid 1,4-addition with methyl mercaptide anion.




This results in the formation of mono, di- and tri-thiopolyphenols by a




series of successive steps of oxidation and addition.  However, under




these low temperature conditions, methyl mercaptan is regenerated under




the influence of hydrosulfide and hydroxide.  With an excess of sodium




sulfide practically all methyl mercaptan initially present could be




regenerated, suggesting that possibly all methyl mercaptan undergoes the

-------
                                                      52
        rapid  l,U-add.
CH.SH  	:	-—
  3        quinonoid
A
   mono, di and
   tri-thiopolyphenol
             T <
        [Na S] > 2.5 in mole/e
             T < 125°C
               Hvdrolvsis
                                 T < 100°C
       [Na2S"] > 2-5 m mole/e     .f
                                           -*• i
          > 110 oxidation


quinonoid                 quinonoid
                                                 CH SSCH
                                      quinonoid
                                                           »  rapid
                               fast
                          CH-SOgH
                             Isle
                           a3?03H
                                        HO",  slow
                                                          displacement      HS  , rapid
                                                   [Na  S] > 2.5 n mole/e
                                                        T <
     slow      Figure  14   Schematic outline of reations of methyl
CH SCLH                     mercaptan during black liquor oxidation.
                                                                                                    -> CH^SH

-------
                                      53
1,4-addition with the quinonoid and the direct oxidation to diciethyl



disulfide either by oxygen or the quinonoid is negligible.  In the



presence of sodium sulfide, the oxidation of methyl mercaptan is



inhibited, until the sodium sulfide has diminished by approximately



95-98%.  This is usually the condition at which black liquor oxidation



is stopped in practice.  Thus, when the oxidation is terminated the



regenerated methyl mercaptan is left in the black liquor while the



remainder is in the form of mono, dl-or tri-thiopolyphenol.  If



one desires total oxidation of methyl mercaptan,the oxidation



should be continued.  With prolonged time methyl mercaptan oxidation



follows a continuous oxidation-hydrolysis cycle with dimethyl disulfide



Intermediate in which one cycle converts four moles of mercaptan to  .



one mole methane sulfinic acid and with regeneration of three moles methyl



mercaptan.  A sufficient number of cycles will lead ultimately to



complete conversion of methyl mercaptan and dimethyl disulfide to the non-



volatile methane sulfinic acid.  The completion of this oxidation-



hydrolysis cycle, however, will be very difficult to obtain.  Because of



the very low concentration of hydrosulfide the 'intermediate dimethyl



disulfide must be hydrolysed by hydroxyl.  Unfortunately, the rate of



this reaction is very slow at these low temperature conditions.  Moreover,



methyl mercaptan Is continuously, slowly displaced from its addition product



by' hydroxyl.  These results suggest how substantial quantities of methyl



mercaptan and dimethyl disulfide could survive a conventional black liquor



oxidation.

-------
                                       54
                                          ^fids grora the
    The.  etaisflioaa of saotbyl aateaptan
x'^,e;?-*/p.jfy area ©f a a5.ll  e@uid be frd
vxijisoy.' msidaeioa ey§£QBO_@Epleyia8 gue©  ossygaa do aot . sraqiil;?© yeatiag.
?so wwtbyl ffiGseapfefta aad  disofehyl^ diswlf ids  will see bo .'
•f,ut-! ©sdJiaago  Hedtseod ' "hold up91 tima BoteecR fell® b,lae,
ri:^eGt; fioatGefe O¥a,gersf;or and raepvesy.fum'QeQ -would. la
9.tm 6! law 5?oi©aoQ ©£ sofchyl asaseaptaa f sosi. its addleia.^:
V)nBt', nyse©m 'caployiag eQnventiomal eendifeisaa ^m?ld . a^jsaar fe© bo ofereag
             . ©ssidafeion ifltli diroet food  tot© feha &$>•£&$&  essfcaet
oovosal .
                                    irst „  a
  o  It to  aofe
Ufa eiae @£  fefeo
 oddifelea ^feh '"fcfec
talm glaeo  fefeo
                       a£ tMn  feisa
                           i
-------
                                      55
    Finally, the activation energy of hydrolysis by hydroxide is




about 28 Kcal/mole while that by hydrosulfide is 16 Kcal/mole.




Therefore, above 125°C the rate of hydrolysis by hydroxide becomes




quite significant because of the high specific rate constant at




those temperatures and the constant high concentration of hydroxide.






    The following sections describe laboratory studies of an in-




digester black liquor oxidation to confirm the results predicted by




the earlier sections of this report.

-------
                                      56
D.  Odor Reduction by In-Digester Oxidation of Kraft




    Black Liquor with Oxygen at Temperatures above 80"C






     This section reports on investigations to study the feasibility of




in-digester BLO with oxygen as the oxidant.  The following specific




questions are addressed:  a)  At what stage of pulping should oxygen




be injected into the digester? b)  What is the oxygen consumption and




utilization efficiency with respect to the oxidation of sodium sulfide,




methyl mercaptan, dimethyl sulfide, and-dimethyl disulfide?  and c)




What is the influence of the oxygen injection on the pulp yield and the




physical and optical properties of the pulp?









1.  The Influence of Sodium Sulfide Throughout Kraft Pulping






     The mechanisms involved in the formation of methyl mercaptan and di-




methyl sulfide during a kraft cook has been well established (3).  In




a first step, hydrosulfide ions react with lignin methoxyl groups to form




methyl mercaptan.  The latter dissolves in the cooking liquor forming




methyl mercaptide ions.  These react further with lignin methoxyl groups




to yield dimethyl sulfide.  In the kraft pulping of softwood, the major




portions of methyl mercaptan and dimethyl sulfide are formed after a




temperature of 1708C has been reached (3).   If the sulfide ion is partly




or fully removed by oxidation with oxygen at this stage, the formation of




methyl mercaptan and dimethyl sulfide may also be reduced or prevented.

-------
                                      57
     A preliminary series of cooks were studied to determine if reduction




or removal of sodium sulfide after 170°C  has been reached will influence




the rate of delipnification and the obtainable pulp yield.  This may not




necessarily be so, since Gierer and Smedinan have shown that considerable




amounts of thiol groups are already introduced in the lignin molecule at




150°C (24).






     Loblolly pine (Finus taeda L.) chips were pulped in 2.8-liter




autoclaves as described in the experimental section.  Autoclaves were




removed at different time intervals, and the pulping was arrested by




cooling the autoclave in cold water.  Figure 15 shows the content of




effective alkali and sodium sulfide in the liquor, as a function of cooking




time and temperature, in regular kraft pulping of this wood species.




From an oxidation point of view, it is important to note that the content




of sodium sulfide decreases by about 50% throughout the pulping and




that about 80% of this decrease apparently occurs before the maximum




temperature has been reached.  Since only a slight increase in the content




of sodium thiosulfate and no significant changes in the contents of sodium




sulfite and polysulfide were measured, the decrease in the content of




sodium sulfide may be largely the result of early introduction of sulfur




into the lignin in accordance with Gierer and Smedman's results.






     Figure 15 illustrates the approach used to study the influence of a




reduction or removal of sodium sulfide during the latter part of the




pulping on the rate of delignification and the pulp yield.  Regular kraft




cooks were interrupted as soon as the maximum  temperature of 170°C was

-------
                                      TEMPERATURE
                                        EFFECTIVE ALKAU
                                                      175  200  225
Figure 15.
                COOKING  TIME, rnin
Composition of cooking liquor as a function of cooking time, and temperature in regular
kraft cooking and liquor exchange cooko of loblolly pine.  Cooking conditions:  effective
alkali 18.52 (KaOH), aulfidity 25% liquor to wood ration A:l £7 Regular kraft cooks.
 A Liquor exchange cooks with OZ au'lfldity in second stage liquor, o Q liquor exch'angc
cooks with 50Z liquor replacement in second stage.

-------
                                      59
reached (100 min.) and rapidly cooled to room temperature.   In some




cooks, 50?! of the total volume of black liquor was replaced by sodium




hydroxide solution with a content of effective alkali equivalent to the




effective alkali content of the withdrawn black liquor.  Subsequently,




the autoclaves were rapidly reheated to 170°C to complete the pulping.




The content of sodium sulfide in the second stage was approximately




50% of the sodium sulfide content of the regular cook (Figure 15).  In




other cooks,the total volume of black liquor was removed from the




partlv cooked chips by washing with water.  Again, a sodium hydroxide




solution was added yielding a content of effective alkali equivalent to




the effective alkali of the removed black liquor.  In a third series,




regular kraft cooks were interrupted after 150 minutes, cooking time,




50% of the black liquor was replaced by sodium hydroxide solution, and




the pulping was then completed.  Regular kraft cooks which had been




cooled and reheated at the same stages as the two-stage cooks served




as control.






     The relationship between total pulp yield and lignin content of




regular kraft pulps and two-stage pulps is shown in Figure 16.  All of




the two-stage cooks with 50% or 0% of original sodium sulfide in the




second-stage liquor have lower pulp yields compared at equal lignin




contents.  The yield difference seems to be of the same magnitude for




both 50% and 0% sodium sulfide and may vary from about 0.5% (on wood.)




at intermediate yield levels to about 2% at low levels.

-------
                      60
    -
   Vx u-
V..-' •"* -  •_
O W l  !
""• — .*> i
-" GO —

5 AQ -
O  !• V>
O
 143
Q. '-
_
<40
b39
                                         1

                          REGULAR KRAFT
                              COOKS
               «7 LIQUOR EXCHANGE
               •^      COOKS
                   O
         I  I   I  I
                     I   I  I
.   .
        I  2 3  4 5  6 7 8  9 i'O II !2 13
         LIGNiN COiSJTENT^/os.on pulp)
                 Figure 16

      Total pulp yield as a function of pulp lignin Content.

-------
                                      61
    Although, surprisingly, no significant differences in the rate of




delignification were found between regular kraft cooks and liquor




exchange cooks, the early sulfidation of lignin did not prevent the




loss in carbohydrate yield that was observed under two-stage cooking




conditions.  Hartler, Andersson, and Bergstrom studied two stage cooks




with liquor exchange at 155°C and reduced sulfidity in the second stage




(25).  These authors also found a loss in total pulp yield in such




cooks.






    These results, therefore, suggest that injection of oxygen into




the digester to oxidize sodium sulfide should be carried out as late in




the cook as possible.








2.  In-Digester Oxidation:  Influence on Inorganic Components






    Various amounts of oxygen were injected into the circulation line




of a laboratory batch digester from 2 to 30 minutes before blowing the




digester.  The black liquor was analyzed for sodium sulfide, thiosulfate,




and effective alkali before and after oxygen injection.  The oxidation




of sodium sulfide should result in thiosulfate formation following




the overall reaction 1 repeated here.
         2 S   +  202  +  H20  	*>  S203   +  2 OH          (1)

-------
                                      62
The sodium sulfite and polysulfide contents were determined on selected




cooks, but only negligible quantities were detected.  Thus, sulfur




material balances showed that disappearance of sulfide corresponded with




almost stoichiometric formation of thiosulfate as predicted by reaction




(2).  Since polysulfide and free sulfur were not formed in detectable




quantities, the  resulting oxidized black liquor should not be subject




to reversion with subsequent formation of sulfide anion.  This is




presently being studied in more detail.






     Oxygen requirements at various sodium sulfide oxidation efficiencies




for one series of cooks are shown in Figure 17.  For example, 90% oxidation




of liquor containing approximately 8 g/liter sodium sulfide requires about




70 g when using an oxygen injection rate of 5.3 g/min. under the present




conditions.  Proportionally, higher amounts of oxygen were required to




achieve a higher degree of sodium sulfide oxidation.






     The consumption of 70 g of oxygen is equivalent to two moles of oxygen




per mole of oxidized sodium sulfide or 2.3% (calc.) based on wood or 4.5-5%




based on- pulp.  The stoichiometric amount of oxygen required is one mole




per mole of sodium sulfide according to reaction (2).   Therefore, other




oxygen consuming reactions must also proceed under the present conditions




of oxidation.  Since sulfur balances show only sodium sulfide and thio-




sulfate as maior components in the liquor, reactions which cause oxygen




consumption in excess of requirements for sodium sulfide oxidation very




likely involve the oxidation of lignin and/or polysaccharide degradation




products dissolved in the black liquor.  Grangaard has shown that in such




reactions, various carboxylic acids are formed in high, yields (26).

-------
                         63
LL
O
f-
•—y
*£.
O
f V
3
2
1

\
— ^ V. «^>^
\ .
— \ —
^o
^"•.^ O
X) •
   AMOUNT  OF OXYGEN  INJECTED,  g
                                             ^

                    Figure 17
The content of sodium sulfide in black liquor as.a function of the amount of
oxygen injected at a rate of injection of 5.3 g of O./min.  Total amount of
liquor - 12 liter.

-------
     The formation of acidic groups is also reflected by a decrease in




effective alkali.  The consumption of effective alkali is significantly




increased in oxygen injection cooks as compared to the composite average




for several reference cooks (Figure 18).  Removal of sodium sulfide




should cause an apparent loss in effective alkali since one mole of




sodium sulfide contributes 1/2 mole to effective alkali of the liquor.




However, this is compensated for by a new formation of alkali in the




oxidation reaction 2 described above.  Thus, the reduction in effective




alkali shown in Figure 18 is not explained by sodium sulfide oxidation.






     The present studies employed injection rates of 5-100 g/min., the




lower rates tending to require higher oxygen consumption to reach the




same sulfide oxidation efficiency.  In their studies Fones and Sapp (27)




recorded oxygen requirements of about 4.5 moles of oxygen per mole of




oxidized sodium sulfide which are significantly higher than the present




work.  This low oxygen utilization efficiency may have been caused by




the very low injection rates and poor mixing used in that study.






     In most cases black liquor samples were withdrawn from the digester




approximately 2 minutes after the injection of oxygen.  In. some separate




cooks, the pulping was continued for periods of up to 60 minutes after the




oxygen injection was completed.  Analysis of the black liquor showed no




increase in the content of sodium sulfide during the continuation of the




pulping indicating that analyses represented the total amount of black




liquor present in the dipester, including the portion penetrating the. chips.

-------
                             65
o
z
14

13

12
      10-
t <  3
O
o
       6
-i
                i    i
                      i     i    i    i    i    i
                    REGULAR COOK
                                    k

                                    \>60g 02
                    1
                               1
1    1
               50 60 70 80  SO  100 110 120 130

            COOKING TIME AT MAX. TEMR min.

                            Figure 18
       Effective alkali In black liquor in regular kraft .cooks and cooks with
       injection of various amounts of oxygen at a rate of 5.3 g of O./mln.  Total
       amount of liquor = 12 liter.

-------
                                      66
     In preliminary studies, the temperature in the digester increased




about 4°C with the injection of 80 g of oxygen.  In most cooks this




was compensated for by reducing the supply of heating steam, and no




increase in the digester pressure was found during the injection of




oxygen.  This indicates that the injected oxygen is consumed rapidly




by the black liquor at digester conditions.









3.  In-Digester Oxidation:  Influence on Methyl Mercaptan,




    Dimethyl Sulfide, and Dimethyl Disulfide






     Black liquor samples taken before and after oxygen injection were




analyzed to determine the content of the malodorous sulfur compounds,




raethvl mercaptan, dimethyl sulfide, and dimethyl disulfide.  Samples




were withdrawn from the circulation system through the liquor sampling




valve.






     In these cooks the amounts of methyl mercaptan and dimethyl sulfide




generated during the heating up and constant temperature period prior to




oxygen injection were consistent with other pulping studies (3).  In all




cooks the digester was evacuated before liquor injection to remove air




and to facilitate impregnation of the wood chips by the liquor.  Consequently,




oxygen was absent from the digester during the heating up and constant




temperature period of the cook so that methyl mercaptan oxidation was




negligible and only trace amounts of dimethyl disulfide were found prior




to oxygen injection.

-------
                                      67
     At the end of the normal cooking time, various amounts of oxygen


were injected to study the efficiency of oxidation of sulfur compounds.


The results for methyl mercaptan oxidation are shown in Table V.  The


efficiency of oxidation is increased profoundly with increase of


injected oxygen.  Injection of 60 g of oxygen will destroy over 99.8%


of the methyl raercaptan present at the end of a kraft cook.




     After oxygen injection, pulping was continued for 45 minutes with


black liquor samples analyzed at 15-minute intervals.  Figure 19 shows


that injection of 80 and 100 g of oxygen will cause almost total


permanent methyl mercaptan removal.  Injection of 20, 40, and 60 g of


oxygen result in an initial drop in methyl mercaptan content of black


liquor which is then followed by renewed formation.  Injection of these


lower amounts of oxygen does not totally destroy the sodium sulfide


content of the black liquor.  Consequently, methyl mercaptan formation


can continue during the prolonged cooks by further demethylation of


lignin.




     The oxidation of methyl mercaptan involves conversion to dimethyl


disulfide, and at conditions of conventional black liquor oxidation,


substantial amounts of dimethyl disulfide are formed as follows:
     4 CK SNa + 2H 0 + 0   	^ 2 CH.SSCH  + 4 NaOH         (28)
         J        £     f.                 J    J




     At the higher pulping temperatures, only trace amounts of dimethyl



disulfide were measured following injection of oxygen.  Regardless of the

-------
                      68
      I_J	I	!	\	I
 20    40    60    80   100   120    140

   COOKING  TIME  AT  MAX. TEMP., min.
                     Figure 19
Methyl mercaptan content in black liquor at various amounts, of injected oxygen.
Total amount-of liquor - 12 liter.

-------
                                    69
Quantity of
Oxygen Injected,
g


20

40

60

80

100
Methyl Mercaptan
Concoucration at
End of Normal
Cooking, g/£
_1
2.14 x 10
_1
2.16 x 10
_1
2.24 x 10
_1
2.15 x 10
_1
2.31 x 10
Methyl Her cap tan
Concentration at
End of Oxygen
Injections g/fc
-1
1.01 x 10 -1
„!
0.85 x 10 L
—i
0.01 x 10 -1
_i
0.001 x 10 -1

trace
Final Concentration
Initial
Concentration


0.47

0.27

0.005

O.OOOi

0
Table V;  Effect of quantity of oxygen injected on the methyl mercaptan
          content of black liquor.

-------
                                     70






amount of oxygen injected, no accumulation of dimethyl disulfide occurred.




Consequently, in-digester oxidation by injection of oxygen near the end




of technical kraft pulping provides a possible method for odor reduction




by destruction of both methyl mercaptan and dimethyl disulfide.






    Conversely, in-digester oxidation has much less influence on the




content of dimethyl sulfide as shown in Figure 20.   At low levels of




oxygen injection, the formation of dimethyl sulfide is temporarily




interrupted by the partial destruction of methyl mercaptan shown in




Figure 19.  Injection of 80 and 100 g of oxygen totally oxidizes the




sodium sulfide and methyl mercaptan content of the  black liquor, effectively




halting further demethylation to form malodorous sulfur species.  Under




these conditions dimethyl sulfide content of black  liquor decreased only




slightly, indicating a mild oxidation of this substance.







4.  In-Digester Oxidation:  Influence on Pulp Yield




    and Pulp Properties






    Table VI and Figure 16 show total pulp yields versus the lignin content




of pulps obtained in regular kraft cooks and in cooks where 80 or more grams




of oxygen were injected at the end of the cook with injection rates varying




from 2.7 to 20 g/min.  Under the present conditions the injection of oxygen




does not noticeably influence the pulp yield when compared at equal lignin




contents (Figure 16).  Similar results were obtained in cooks with lower




amounts of oxygen injected.  Also, no significant differences were found




between regular and oxygen injection cooks with regard to screened yields




and the rate of delignification.

-------
r-  6.0
                                 .40 gr 02
                                60gr 02


                                80gr 02
I


§
                                         o
                                         JJ

                                         s
                                         &
                                         •a
                                         o
                                         u
                                         u
                                         o
                                         o

                                         in
                                         O
                                         *4
                                         U

                                         CO

-------
                                    72
Cook
time
at max.
temp.
min.
80
80
90
90
100
130
150
60
80
90
100
100
Eff.
alkali
in white
liguor
g/fc
47.5
45.8
48.2
46.5
47.2
46.8
43.7
49.2
49.8
48.2
45.5
45.0
Na2S
inwhlte
ligvor

g/£
13,1
12.4
13.3
12.6
13.0
12.5
12.8
12.3
10.9
12.6
13.1
12.8
o2inj.
g



0
0
0
0
0
0'
0
80
80
96
80
80
Inj . rate
g/rain




—
_—
—
_—
—
—
5.3
5.3
9,6
20.0
2.7
Total
pulp
yield
%

48.7
50.3
48.3
49.1
48.6
46.0
45.6
51.1
48.6
51.4
47.9
47.4
Lignin
cont.
%


7.8
8.1
7.4
7.6
7.0
4.8
4.9
9.1
7.3
7.7
6.5
6.5
Kappa
No



-,„-„-
60
53
52
48
36
32
--
—
53
46
47
Table VI: Total pulp yields in cooks with and without the injection of
          oxygen into the digester at the end of the cook.  Liquor to
          wood ratio  4:1,  90 minutes from 25° - 170°C.

-------
                                      73
     Burst, fold, tensile, and tear strength of 3 regular kraft pulps




and 4 pulps which had been pulped with the injection of 77-96 g of




oxygen were compared to study the influence of the oxygen injection on




the physical properties of the pulp.  All pulps had a lignin content




between 6.7 and 8% (Kappa numbers from 48 to 58).  In Figure 21 the




injection of oxygen has no significant effect on the tear-tensile



strength relationship"of the pulps.  The data in Table VII show that




tear-burst relationship and folding endurance are compared to values




obtained from normal kraft cooking.  (Altogether more than 100 cooks




were made in this study and data points are averages from replicated




cooks.






     Retention of strength characteristics do not agree with the con-




clusion made by Fones and Sapp who showed that the addition of oxygen




at the end of a kraft cook significantly reduces pulp strength (27).




However, these authors based their conclusion primarily on the signifi-




cant strength losses observed in experiments in which unbleached,




regular kraft pulps, buffered in a sodium carbonate solution, were




pulped in an oxygen atmosphere.  It is a moot question if such conditions




may be-considered as fully representative for the conditions existing




at the end of a Icraft cook.  In the latter case sodium sulfide, lignin,




and carbohvdrate degradation products dissolved in the black liquor




appear to favorably compete with the pulp in consuming the injected oxy-




gen, .thereby preventing strength losses.

-------
                              74


200
o:
o
i~"
o
<
LL.
i 150
UJ
1-



100
^
— r - r • i I I I i I
~" o
~~ a QX
— \.
D ^^
X
vv a
— x
"N
_ X
Sox a°
a x^ o
O NS
_ a -REGULAR KRAFT PULP ^ o
f\ X
_. 0 -PULPS COOKED WITH 02- INJECT. ° N
—
- i 1 1 1 1 1 1 1 1
1 4 5 6 7 8 9 .10 II
1
—
—
—




—
—
.
*


—
—
i
12
                   TENSILE  STRENGTH,  1000m
Figure 21.  Tear factor versus breaking length for regular kraft pulps and pulps cooked with'
        the injection of oxygen.

-------
                                     75






    In accordance with Femes and Sapp's results, the present investigations




indicated that the pulps with oxygen injection were somewhat easier to




beat to a given tensile strength (Table VII and Figure 22).  Table VII




additionally  indicates that, at equal tensile strength, the oxygen.




injection pulps have a higher freeness.






    Also, in agreement with the latter authors, a decrease in the pulp




brightness varying from 0.5-2 units was found as a consequence of the




injection of oxygen (Table VIII).  This decrease is, however, much lower




than previously reported.









5.  In-Digester BLO at Variable Temperatures






    While high temperature BLO should be more efficient at odor control,




it is important to know the influence of oxidation temperature upon the




oxygen consumption.  Experience shows that in conventional BLO systems




(60-80°C) oxygen consumption often amounts to a 5 to 10% excess over the




stoichiometric requirements for reaction (2).  At high temperatures (170°C)




about 100% excess oxygen was required as discussed in the last section.




While an increase in oxidation temperature may cause Increased oxygen




consumption by reaction with lignin, the critical temperatures have not




been established.  This section describes experiments made between 80




and 150°C to determine oxygen consumption and oxidation efficiency with




respect to sodium sulfide, methyl mercaptan and dimethyl disulfide.

-------
                          76
E "
O
o 10
H 9
uj 8
o:
h-
CO 7
LJ
i*
^»
1 1 1 ' 1
.''"J'--^-
- /'''
. 1!
^ D- REGULAR KRAFT PULP
- / 0- PULPS COOKED WITH 02- -
^ D INJECT.
1 1 ! 1 1
      0246

     REVOLUTIONS  IN  PFI MILL, 1000

Figure 22. Tensile strength, as a function of number of revolutions in the
        PFI-mill for regular kraft pulps and pulps cooked with, the
        injection of oxygen.

-------
                                    77
Total
Yield
%
48.3



48.6



49.1



47.6



47.9



48.9



51.4



Lignin
Cont.
%
7.4



7.0



7.6



7.1



6.5



8.0



7.7



02 inj.
g
0



0



0



80



80



77



96



Beating
PFI-
mill
Revolutic
0
2000
4000
6000
0
2000
4000
6000
0
2000
4000
6000
0
2000
4000
6000
0
2000
4000
6000
0
2000
4000
6000
0
2000
4000
6000
Freeness
m£
ns
f

—
274
730
630
352
240
700
631
380
252
722
642
457
223
710
628
331
—
710
665
503
345
—
650
—
220
Tensile
Strength
km
4.1
8.3
9.4
10.3
5.6
8.7
9.4
9.6
4.9
8.3
8.7
9.4
5.5
8.6
9.7
10.4
5.6
8.8
9.4
10.2
5.4
9.5
10.4
10.7
4.1
9.3
10.2
11.2
Burst
Factor
26
57
63
71
37'
65
70
70
38
63
67
72
37
60
69
74
38
65
68
73
35
62
68
73
20
62
65
75
Tear
Factor
197'
172
150
128
202
144
—
129
182
130
—
132
206
148
131
115
196
135
120
112
217
155
143
139
198
142
157
123
Fold
30
760
1050
2850
340
1280
1860
220.0
240
1240
1750
2750
600
860
1500
2600
330
1400
1900
2000
280
900
1100
1350
50
900
1020
1700
Table VII Physical properties of regular kraft  pulps  and  pulps produced with
          the injection of oxygen at the end of the cook.  Liquor  to wood
          ratio  4:1.

-------
                                  78
  Table VIII.  Effect of Injection of Oxygen on Pulp Brightness
                           Inj. Rate,             Brightness,
0  inj., g                  g/min                 % Elrepho


   0                           	                   23.4

  96                           9.6                   22.0

  77                         25.9                   22.5

   0                         	                    21.7

  80                           5.3                   19.8

-------
                                      79





     Black liquor was generated bv a conventional kraft cook in a




one cubic foot laboratory digester.  At the end of the cook the




digester and its contained pulp and black liquor were cooled to the




desired oxidation temperature.  Oxygen was injected at the outlet




side of the circulation pump, so the circulation line acted as a flow




reactor similar to the equipment employed by Cooper (28) and Galeano




(29).  The system behaved similar to a back mix flow reactor since the




liquor charge was 12& and the circulation rate was about 361 per minute.




Black liquor samples were taken at about two minute intervals and




analyzed for sodium sulfide, methyl mercaptan and dimethyl disulfide.




Analysis of selected samples showed nearly quantitative conversion of




sodium sulfide to sodium thiosulfate with no detectable quantities of




polysulfide or elemental sulfur and only small amounts of sodium sulfate.




Sodium sulfide content of the black liquor was between 7 and 8 g/fc.  In




this work the circulation rate was not controlled, so the Reynolds number




varied from about 150,000 at 1708C to 45,000 at 80°C and was always above




the critical values  reported by Cooper C28) for efficient oxygen




absorption.






     The rate of sodium sulfide consumption is shown in Figure 23 for




oxidation at 100°C and 140°C with oxygen supply rates of 10 and 8.2 g/min.




respectively.  The amount of oxygen required to totally oxidize sodium




sulfide may be calculated and is shown in Figure 24 for various temperatures.




™ith 12!, of liquor at 7.8 g/fc sodium sulfide the theoretical oxygen




required is shown as 1.2 moles.  Thus, at temperatures below about 140CC

-------
                                      80
the sodium sulfide could be totally oxidized with about 20% excess




oxygen consumption by side reactions.  Above that temperature large




quantities of oxygen are consumed presumably by lignin oxidation




reactions.






     Figure 25 shows the efficiency of methyl mercaptan and dimethyl




disulfide oxidation at various oxidation temperatures.  When oxidizing




at 130 to 140°C the methyl mercaptan was about 95% consumed by the




time sodium sulfide had been reduced to undetectable levels.  No dimethyl




disulfide could be detected at any time during oxidation at these




temperatures.  At 80 and 100°C less than 50% of the mercaptan was con-




sumed when sodium sulfide was at undetectable level. Dimethyl disulfide




was present throughout the oxidation period.  Prolonged oxidation could




reduce the mercaptan and disulfide to lower levels, but at the expense




of greater oxygen consumption.






     Oxidation at higher temperatures results in greater destruction, of




the odorous organic sulfur compounds than conventional BLO at the expense




of slightly higher oxygen consumption.  It's practical application would




involve substantial changes from existing black liquor oxidation systems.




At higher temperatures a closed oxidation system would be required and




the system would probably be best used in a flow reactor configuration with




molecular oxygen.  The oxidation efficiency is high for all sulfur compounds




and no "reversion" of hydrosulfide or methyl mercaptan occurs.  Thus,




oxidation of black liquor before pressure releasfi from the digester system




should result in less emission of TRS substances from all sources between




the digester and the direct contact evaporator.

-------
                         81
  8
   7H- o
<_

-------
                       82
   2.8
to
z
O
         Theoretical Oxygen Required
         for Solution Containing
         'O.1 mole/liter of
UJ
O
Oi
            I
                   1
1
I
I
     SO   100   120   140   16O  180

               TEMPEATURE, °C

 Fig.24 Orygen consumption for complete oxidation of sodium
      sulfide in black liquor oxidation

-------
                                               I    '    I
                                             O  80°C
                                             A 10O°C
                                             O13O°C
                                             v140°C
                                             X 170°C
                468
                    TIME(min
Fig. 25 Methyl mercaptan and dimethyl disulfide concentration as
      a function  of oxidation time for several oxidation temperatures

-------
                                     84






E.  Indigester Oxidation of Hardwood (Red Gum) Black Liquor






    A hardwood species (Red Gum, Liquadatnbar styraciflua) was pulped and




oxygen was injected into the digester in the latter stages of pulping




to determine the effectiveness for odor control and the influence on




pulp yield.  In these studies the rates of oxidation of sodium sulfide




were nearly identical to those discussed earlier for softwood species.




1.  Influence of oxidation on methyl mercaptan, dimethyl sulfide and




    dimethyl disulfide





    The formation of methyl mercaptan and its rate of oxidation by




oxygen injection is shown in Figure 26.  The amount of mercaptan formed




during kraft pulping of the hardwood species is somewhat greater than




softwood species (3).  Injection of 80 g of oxygen was adequate to




essentially destroy all methyl mercaptan.  No dimethyl disulfide was




detected in the oxidized black liquor.  Essentially no dimethyl sulfide




oxidation was observed in agreement with the soft-wood results.






2.  Influence of oxidation on pulp yield






    Table IX and Figure 27 summarize the results from reference kraft




cooks and oxygen Injections cooks of Red Gum.  The results confirm the




conclusion given earlier for softwoods that oxygen injection in the




latter stages of a cook does not change the pulp yield, kappa number




relationship which applies to normal kraft cooks.

-------
                                                 85
      1.0
  tO


  O
  •-I

  x
  O


  o-

 19
 4J


 81
 u
0.1
     0.01 _
§
u
            I

           20
                  40
60
80
                                                            100
                                                                   120
                                                                                    140
              Figure 26.  Methyl  Mercaptan content in Black Liquor from

                          Pulping Red Gum

-------
                                      86
White
Liquor
Eff. Alk.
g/i
33.1
43.5
35.0
30.0
30.5
36.7
40.3
41.2
35.3
40.2
37.0
39.6
39.9
Na2S in
White
Liq^.
g/1
. 12.3
12.6
12.5
10.7
21
11.0
11.2
11.9
11.8
10.4
10.6
11.2
10.9
°2
Inj.
Rate

0
0
0
0
0
0
0
0
5.3
5.3
5.3
5.3
5.3
Total
°2
g

0
0
0
0
0
0
0
0
.-80
80
80
80
80
Total
Pulp
Yield %

62
42
44.2
46.0
45.2
45.7
47.6
43.3
56.5
56.2
48.0
45.8
47.4
Kappa
No.

50.7
40.2
16.9
19.0
13.3
28.4
20.9
20.9
46.7
43.0
22.0
22.4
23.7
Table IX.  Total Pulp Yield for Kraft Cooks of Red Gum with and



           without Oxygen Injection at the end of the Cook Liquor




           to Wood Ratio 3.6:1, 90 minutes from 25°C to  170°C.

-------
65
                                   87
60
55
50
45
40
35
30
                     Kraft Cooks

                     Kraft Cook with Oxygen
                      Injection
             10
20
30
40
50
60
      Figure 27.  Total Pulp Yield as a Function of Kappa Number for
                  Pulping Red Gum

-------
                                      88






F.  Odor Control in Batch and Continuous Digesters






     1.  Odor Control in Batch Digesters




         The results given in this report were obtained using 1 cu. ft.  batch




         circulation digesters which were operated somewhat differently  than




         normal industrial digesters.  Black liquor was circulated throughout




         the heat up and cooking cycle.  This was necessary to avoid temperature




         drop in the uninsulated digester during cooking.   The liquor charge




         was 12X. (4:1 liquor wood ratio) and liquor was pumped at lOfc/min.




       .  so the "turn over" time was less than two minutes.  The digester and




         circulation line could then be treated as a backmix reactor. By slow




         injection of oxygen (total time of 2 to 40 minutes) into the circulation




         line the oxygen was uniformily distributed in the black liquor.




         Commercial sized batch reactors are classed as- direct or indirect steam



         heated.  In the first case steam enters the bottom of the closed digester




         through a. special nozzle.  The major amount of steam is injected during




         heat up with only small amounts being required during cooking since heat




         losses from the insulated digesters is small.  Uniform heating  of the




         wood chips results from convective circulation of heated liquor.





         In indirect heated digesters liquor removal is through strainers in the




         digester walls, pumped through a steam-liquor heat exchanger and returned




         to the digester top and bottom.  Liquor circulation rates are high during




         heat up, but are reduced during the cooking cycle since little  heat loss




         occurs from the insulated digester.  Circulation  rates are limited in the




         later stages of cooking by accumulation of fiber  fines on the strainers




         with resultant pressure build-up across the strainer.

-------
                              89






 Black liquor  oxidation in  the direct heated type of digester would




 be  accomplished by either  direct injection of oxygen into the digester




 shell or  injection of oxygen into the blow line during the blow.  Neither




 digester  shell would probably not result in uniform oxygen distribution.




 That  portion  of pulp mass  exposed to oxygen would likely suffer oxidative




 damage and the resulting pulp would be weaker as reported by Fones and




 Sapp  (27).  Furthermore, with poor oxygen distribution portions of the




 black liquor  would remain  unoxidized with resultant low oxidation




 efficiencies  with respect to the sulfur compounds.






 Injection of  oxygen into the blow line would provide adequate mixing.




 However,  resident times of the liquor and oxygen in the blow line




 would be  from 5 to 10 seconds which is too short for oxidation of




 the sulfur substances.  This alternative was not studied in the pre-




 sent  work because of inadequate facilities to simulate conditions in




 the blow  line.






 Indirect  heated batch digesters offer more promise for odor control,




 oxygen may be injected into the circulation line where it is normally




 consumed  before black liquor enters the digester.  Distribution can be




 controlled by black liquor circulation rate and oxygen injection rate.




 The strainer system would have to be redesigned to permit high liquor




 pumping rates near the end of the cook so all liquor in the digester




 could be  circulated at least once within the last 30 to 45 minutes of




 the'cook.  Odor control by this type of indigester BLO would probably




be accomplished at the conventional digester temperatures OSfl70°C).




At these  temperatures, oxygen consumption would be approximately 200%




of theoretical (cf. page-75).

-------
                                 90






2.  Odor Control in Continuous Digesters




    High temperature black liquor oxidation could be employed as an odor




    control measure in mills using continuous digesters.   Liquor extraction




    lines could be modified between the extraction point  and the first flash




    tank for injection of oxygen.  This type of arrangement would permit




    more flexibility than in the case of batch digesters.   Normally liquor




    temperatures are in the range 120 to 120°C at which oxidation rates




    are more rapid for all malodorous sulfur compounds.   At the same time




    excessive oxygen consumption would not occur (Figure  24).

-------
                                       91
G.   Yield Increase in Combination with. Odor Control






      If the concept of indigester BLO is accepted as a feasible approach




 for odor control, some modification of existing batch digesters would




 be required to permit introduction of oxygen into the liquor recirculation




 system.  With this modification it may be possible to obtain increased




 pulp yields by introduction of small amounts of oxygen into the liquor




 during the heating up of the digester.  Preliminary studies were made




 to determine the magnitude of yield increase that could be obtained.






      When oxygen is introduced into the circulating liquor during heat




 up, at least two categories of reactions will take place.  First the




 sulfide content of the liquor may be partially converted to poly-




 sulfide which can react to stabilize wood carbohydrates against alkaline




 induced peeling.  This should result in a yield increase.




      1.  Sodium sulfide in the circulating liquor will be oxidized in




          several reactions.  Sulfide may be converted to polysulfide




          as shown in reaction (29) .






            4 Na.S + 0  + 2 H 0              2 Na S  + 4 NaOH      (29)
          Simultaneously polysulfide may be converted to sodium thio-




          sulfate according to reaction 30 and sodium sulfide may






          2 Na2S2 + 302  _ ^2 Na^C^                    (30)






          be partially oxidized to sodium sulfite according to reaction 31.




          NaS  -f  0   _   NaS0                      (31)

-------
                            92
Once formed polysulfide is subject to two types of reactions.

At low temperatures polysulfide solutions are relatively

stable (in the absence of sulfite, see below discussion),

but at elevated temperatures and alkalinity decompose to

thiosulf ate as shown in reaction C32) .
S2=  +  OH"  +  3/4 H20 ____^l/2 HS~ + 1/4 S^    (32)




In the presence of sulfite polysulfide is decomposed forming

sulfide and thiosulf ate as shown in reaction (331
S03   +  S2     	*     S203~  +  S              C33)
The rates of these reactions, of course, depend on reaction

conditions, but in general at elevated temperatures and
                               »
alkalinity and after extended periods substantial amounts of

the generated polysulfide are lost by decomposition C30, 31).

Consequently, a system where the polysulfide is generated in the

digester where it may diffuse quickly to the reaction sites-and

stabilize reducing end groups (reaction 34) before decomposition

occurs has some attraction.
2 RCHO + Na2S2 + 4 NaOH	^
                    2 RCOONa + 2 Na2S  +  4 H20                  (34)

-------
                                      93
      2.   If  some oxygen Is carried unreacted with, the liquor into




          the digester, a second type of carbohydrate stabilization




          may occur.  It is known that even at low temperature C32)_




          carbohydrate reducing end groups will be oxidized to




          aldonic acids.






      Formation of aldonic acid end groups by oxidation of carbonyl



reducing  end groups by either polysulfide or oxygen should result in




less  peeling and greater pulp yields.  A series of experiments was




made  to test if introduction of oxygen into the liquor circulation line




would indeed result in improved yield.  The results shown in -Figure 28




illustrate that a yield increase of from 1 to 3% may be obtained by




introduction into the digester.  In these experiments oxygen was




injected  into the circulating liquor at 35°C and a rate of 3 g/min




for 7 minutes.  This amount of oxygen corresponds to about 1.25% on




pulp.  The 12£ of unoxidized white liquor contained 13 g/£ of sodium




sulfide and  48 g/£ effective alkali, so the amount of oxygen introduced




corresponded to approximately a 20% consumption of the available sodium



sulfide.






     Recently a U.  S. patent has been issued to R.  G. Barker C33) in




which these  results have been confirmed.  No further work, has been




completed on this project to date, but the approach, is- very encouraging




and should receive further study.



     In  principle this approach may also be used on continuous digesters.




The  application would require some modification of digester  internals  to




provide for  adequate control of the  oxygen with white  liquor Into  the




impregnation zone.   Of course, odor  control as described  in  the previous




section would be an independent oxygen injection system.   No studies were done.

-------
                                         94
•a
o
o



§
at
•H

52
51
C f\
50
49
48
47
46
45

44

43
42
41

40
39
i i | i l | I I 1 1 i I 1
A J^,
/ SQ
/ ° /
/ / o
A /
/ °
: (/
/ 0,0
A/ y/O
/y^°
cro
x^
o x
y^o
/^ O Reference Kraft Cooks
- Cooks with Oxygen
Pretreatment
-
_
| i I i i | 1 1 1 I i i i i

-
-

-
-
-
„

_

-
-
_

-
—
:
0 1 2 3 4 5 6 7 8 9 10 11 12 13
                            Lignin Content, % Con pulp)



             Figure 28.   Pulp Yield as a Function of Lignin Content for

                         Reference Kraft Pulps and Kraft Pulps with Oxygen

                         Pretreatment.  4:1 liquor to wood ratio

-------
                                      95
H.  Estimates for Cost and Effectiveness of Odor Control by Indigester




    BLO Compared to other Control Methods






    In this section preliminary estimates of cost and effectiveness




are given for odor control.  The effectiveness of various odor control




systems are based on well run systems in non overload.  The basis




for calculations draws heavily on the data provided by Hendrickson,



et. al. (1).  The calculations are made based on a 500 T/day kraft




mill with total TRS emissions of 27 #/T with no odor control (see




Table I).   Oxygen costs assume that other uses such as oxygen bleaching




or waste water treatment will bring the total usage to about 50 T/day.






    Values for recovery furnace emissions are based upon optimum operating




parameters.  The NAFCA report (1) indicates that the value of this emission




can vary between 0.16 and 2.55 Ibs.  TRS/ton of pulp, with a mean value of




0.50 Ibs./ton.  Because studies have shown that 0.30 Ib./ton should be




achievable with moderate controls, that figure will be used in this paper.






    Values for lime kiln operation are based on the use of fresh water for




causticizing and installation of a 99% efficient particulate scrubber on




the discharge of the stack gases.  Use of condensate instead of fresh




water could add an additional 0.25 Ibs. TRS/ton pulp, while use of an 80%




efficient particulate scrubber will add another 0.30 Ibs- TRS/ton pulp.




If no particulate scrubber of any kind is installed, and condensate is used

-------
                                     96
for causticizing, the lime kiln emissions are used because it is desirable




to see how low the emissions can be reduced using practical and economical




equipment.






    Calculations are made for the cases listed in Table X.  Annual




operating cost and effectiveness are given with each case.  A more detailed




development of the figures is given on pages 99 to 105 of this section.




The cost and effectiveness of these alternatives for odor control are




summarized in Table X.  The following comments can be made at this pre-




liminary stage:




    1.  Assuming no yield increase the cost of indigester oxidation




        is comparable to other systems at equal or better effectiveness.








    2.  Assuming a 1% yield increase by low temperature pretreatment




        with oxygen the resulting credits make the annual cost of




        indigester oxidation in batch digesters about zero.








    3.  The high effectiveness in control of odors by in-digester




        oxidation results from elimination of all emissions except




        dimethyl sulfide in the digester blow and this low volume stream




       ' can be treated in the lime kiln.  Furthermore, liquor which has




        been oxidized at high temperature in the digester does not undergo




        reversion during evaporation and storage.

-------
             Table X.  Effectiveness and Cost of Odor Control in a 500 T/D Kraft Mill
Case
1.  Indigester Oxidation
2.  Indigester Oxidation
    (assuming 1% yield
    increase)

3.  Indigester Oxidation with
    lime kiln combustion of
    digester relief and blow
4.  Weak BLO with Oxygen
5.  Case 4 with lime kiln
    Combustion of digester
    Blow and Relief Gases
6.  Weak BLO with air
Annual Cost

$142,000-Batch Digesters

  96,000-Continuous


$0 - Batch

  96,000-Continuous

$172,000-Batch

 110,000-Continuous


$120,000-Batch
$150,000-Batch
$ 90,000-Batch
Unit Cost

0.78

0.52


0

0.52

0.94

0.60
0.49
Remaining Emission Lbs./T

0.3 Rec.Fur. & DCE
0.3 lime kiln
0.5 Dig. Relief
1.1

     Same as Above
0.3 Rec. Fur. & DCE

0.3 lime kiln
(TIT

0.3 Rec. Fur. & DCE
0.3 Washers
0.2 Multiple Effect. Evap.
3.5 Digester Blow
0.5 Digester Relief
0.3 Lime Kiln
5.1

0.3 Rec.Furn & DCE
0.3 Washers
0.2 MEE
0.3 Lime Kiln
1.1

0.3 Rec. Fur. & DCE
0.3 Washers
0.2 Multiple Effect Evap.
3.5 Digester Blow
0.5 Digester Relief
0.3 Lime Kiln
5,1
                                                                                                                  \o

-------
               Table X - Continued -
 Case
Annual Cost
Unit Cost
Remaining E:m.bsion Lbs./T.
 7.  Case 6 with lime kiln
     combustion of digester
     relief and blow gases.
     MEE and WK BLO off gas
     combustion in Rec. Furnace

 8.  Strong BLO with air
$136,000
0.74
$ 78,000
 9.  Case 8 with lime kiln
     combustion of digester
     relief and blow gases. MEE
     and 5BLO off gas combustion
     in Rec. Furn.

10.  Air Contact Evaporator
     with same incineration as
     Case 7
$126,000-Batch
 115,000-Continuous
 400,000*
0.42
0.69


0.63


2.20
0.3 Rec. Furnace & DCE
0.3 Washers
0.3 Lime Kiln
0.9
0.3 Rec. Furn. & DCE
0.4 SBLO Oxidation tower
0.3 Washers
0.9 MEE
3.5 Blow gases
0.5 Relief gases
0.3 Lime Kiln
6.2

0.3 Rec. Furn.
0.3 Washers
0.3 Lime Kiln
0.9
1.0-1.5*
 *Estimate

-------
                                      99
     4.  In-digester oxidation should be applicable to:




         a.  Older mills x*ith no odor control systems.




         b.  Mills with black liquor oxidation systems already installed,




             but operating at overload.   The capital investment is very




             low so incremental costs to help unload an  existing BLO




             unit will be low.




         c.  New mills which will probably have continuous digesters




             can use in-digester oxidation.  This may be the best application




             since the liquor could be oxidized at the best conditions for'




             high oxidation efficiency at the lowest possible oxygen con-




             sumption.  However, oxidation in this case  would probably be




             carried out in the liquor extraction line upstream from the




             flask tank.Consequently no increase in yield could be realized.








     The following section gives a more detailed discussion of the basis




for cost and emission estimates.




     1.  Digester Relief - .50 Ibs TRS/ton pulp - 35 cf  gas/ton @ 120°F




         During the cooking process, it is necessary to  relieve the gases  that




         form in the digester.  These gases are, in part, air and stream that




         have been trapped in the woodchip during the pretreatment stage,



         and also reduced sulfur gases that form during  the cooking process.




         And since the cook is carried out under pressure, it is sometimes




         necessary to vary that pressure to control the  cook.  The relief




         gases from this pressure control plus a partial pressure relief at




         the end of the cook add to those relief gases mentioned above.




         Because the cook is carried out at a high pH, most of the H S and

-------
                                 100
    RSH stay in solution.  The primary TRS gases are, therefore,




    RSR and RSSR.  The gas stream is a low volume/high concentration




    stream.




2.  Digester Blow - 3.45 Ibs  TRS/ton pulp - 300 cf gas/ton @ 120°F




    At the end of the cook, the contents of the digester are blown




    into a blow tank to relieve the remaining pressure and to break




    up the chips.  Here again, due to the high pH,  the H S and RSH




    stay in solution, and the major TRS compounds are RSR and RSSR.




    This gas stream, like the digester relief, is a low volume/




    high concentration stream.




3.  Washers and Screens - .30 Ibs TRS/ton pulp - 95,000 cf gas/ton @ 120°F




    The next step in the process is the washing of  the pulp to remove the




    cooking liquor.  The typical washer is a vacuum droplet type, which



    pulls air from the atmosphere as well as TRS gases in the process.




    Here, however, the major TRS compound is RSH which leaves the




    solution as the pH is lowered by the diluting effect of the water.




    The emission stream from this source, however,  is a high volume/low




    concentration stream.  It is, therefore, difficult to treat.




4.  Multiple Effect Evaporators- .90 Ibs/ton pulp - 35 cf/ton @ 120°C




    Emissions from operations following the washer  stage are all  concerned




    with the recovery of the chemicals.  The first  step in the recovery of




    the cooking chemicals is the evaporation of water from the diluted




    wash liquors to a 50% solids concentration.  The process is primarily




    a boiling process, and in the process TRS gases are stripped from




    solution.  Most of the TRS gases are H S and RSH, since the RSR and




    RSSR have been removed in the preceding operations.  Some RSR does form,




    however, probably due to a decomposition of RSH.  As with the blow and

-------
                                 101
    relief gases, this is a low volume/high concentration  stream.

5.  Direct Contact Evaporator/Recovery Furnace- 12.5  Ibs TRS/ton

    pulp - 470,000 cf @ 325°F.

    The direct contact evaporator concentrates  the  liquor  from.50%

    solids to about 65% solids  by direct  contact of the hot  flue

    gases of the recovery furnace with the liquor from the multiple

    effect evaporation stage.   This operation has long been  recognized

    as the major source of reduced sulfur; of the total of 17.5  Ibs

    TRS/ton pulp, better than 12 Ibs is emitted from the recovery

    furnace and direct contact  evaporator.  Theoretically, if the

    recovery furnace itself is  operated at less than 130%  of rated

    capacity, the amount of reduced sulfur leaving  the top of the

    furnace should be insignificant.  The major source of  the reduced

    sulfur emissions, therefore, is the direct  contact evaporator.

    It is here that the CO  generated in  combustion goes into

    solution, lowering the pH and causing the evolution of I^S and  RSH.

    Some mass transferring also occurs due to a concentration graduant.

    The generation of TRS gases can, however, be almost completely
                                                                 •
    eliminated by oxidizing the black liquor prior  to entry  into the

    direct contact evaporator.   The NAPCA report estimates that  the

    total evaporator emissions  from a furnace operating at proper levels

    with 99.9+% oxidation of the black liquor,  should be about .5 Ibs/ton

    pulp.  Two independent tests run by a recovery  furnace supplier and

    by a pulp mill indicate that this figure can be as low as .3 Ibs/ton.

-------
                                      102
          Obviously, this emission source is an extremely high volume stream.

          Treatment by any means other than, say,  catalytic  oxidation would

          seem impractical.

      6.  Lime Kiln with 99% efficient scrubber -  .30 Ibs. TRS/ton pulp

          The source of this sulfur gas is the sulfur normally present in  the

          oil burned in the lime kiln, and reduced sulfur in the lime mud.

          As stated in the summary, the reduced sulfur that  would be added

          from use of evaporator condensate in the causticizing operation  can

          be eliminated by using fresh water.   This stream of gases is,  again,

          primarily H S and RSH, and it is a high  volume/low concentration

          stream.



 Costs of Various Systems for 500 T/D Pulp Mill

1.  Indigester Oxidation

          A.  Oxygen Costs -

              1.   The Batch digester present study as well as independent

 tests run by paper companies indicate that the oxygen consumption would be

 about 5% based on pulp production.  A 500 T/D pulp plant would use, therefore,

 500 T/D x 5% = 25 T/D 0 .  At a minimum oxygen cost of $15/ton, annual

 oxygen costs would be 25 tons x $15   x 365 days  = 137,000/yr.
                          day     ton        year

              2.   Continuous Digester

      If oxidation is done in the extraction line  at 130°C,  oxygen

 consumption will be about 2.5% on pulp. 2.5 x 500 =12.5 T/day.  At

 $20/T (for the reduced capacity) annual oxygen costs will be 12.5 T	  x
                                                                   day
 $20      x 365 day   =  $91,000/yr.
 T              year

-------
                                     103
     B.  Oxygen system costs

         The cost of equipment will vary with the total number of

digesters in the plant.  For the sake of discussion it will be assumed

that a total of about 10 digesters (continuous + batch) are in use.

If it is also assumed that a total of 3000 ft. of oxygen piping @ $2/ft.,

and individual controls and associated wiring of $1000/digester are

required, equipment costs could easily run as high as $2 (3000) + 10

($1000) = $16,000.  Using the figures generated in the NAPCA report,

i.e. annual costs of about 35% based on capital costs, annual costs  for

equipment would be 35% x $16,000) = $5000/yr.  Total annual costs, therefore,

for indigester oxidation would be about $137,000/yr. + $5000/yr. = $142,000/yr.



2.  Indigester Oxidation Assuming a 1% yield Increase Resulting from

    Oxygen Pretreatment
                                              i.
     A.  Assuming a 1% yield increase, at a value of $100/T the credits from

  additional  pulp  would be 5 T x $100    x 365 days   = $182,500.
                                   T            year
Against this must be charged the additional cost of oxygen for pre-

treatment amounting to about 1.25% on pulp.

              1.25 x 500 T_    X  $15    x 365 day   = $34,200/year.
                         day       T           year
Thus, a total profit of about $142,000 + 34,200 - 182,500 = $6,300 may be

realized.



3.  Strong Black Liquor Oxidation with Air

     From the NAPCA report, the new annual costs for operation of a strong

black liquor oxidation system in a 500 T/D pulp plant would be about

$78,000/year.  This figure is in agreement with the Owens Illinois figures

for breakeven costs between weak black liquor oxidation with oxygen and

-------
                                    104






and strong black liquor oxidation with air.  Although 0-1 stated




breakeven oxygen costs of 14/ton - $18/ton, a careful review indicated




that if the questionable improvement in tall oil recovery and evaporator




life are neglected, the breakeven oxygen cost would be about $10/ton.




At 4% oxygen utilization based on pulp weight, this gives an annual




breakeven cost for the oxygen system of $10/ton 0  x 4% x 500 TID x




365 days/year = $73,000/year.  This is also, then the cost of a comparable




SBLO system and compares with the NAPCA figure of $78,000/year.








4.  Weak Black Liquor Oxidation . with Oxygen




     A.  Oxygen Costs - As stated above, the oxygen consumption for WBLO




with oxygen was confirmed in the 0-1 test to be 4%.  At $15/ton 0 , the




annual oxygen costs would be $15 x 20 ton 0  x 365 days = $110,000/yr.
     B.  System Costs - 0-1 estimated system costs at $30,000.   Again




using the NAPCA report's average annual cost of 35% of capital cost,




the annual system costs would be 35% x $30,000 = $10,500/year.




     Total cost for the WBLO system using oxygen would be $110,000/yr. +




$10,500/yr. = $120,500/yr.








5.  Lime Kiln Incineration of Emissions from Digester Blow,  Digester Relief,




    and MEE.




     The NAPCA study shows that the total annual cost for the incineration




of batch digester relief gases, blow gases, and MEE noncondensible from a




500 T/D plant is about $30,000/year.  The cost for incineration of continuous

-------
                                    105
digester TRS emissions is only $14,000/yr. the difference being the flexible

surge chamber required in batch operation to "even out" the gas flow to

the lime kiln.  Since many companies have both continuous and batch

digesters, and would, therefore, require a surge chamber, the $30,000/yr.

figure will be used.


6.  Incineration of SBLO Oxidation Gases in Power Boiler.

     A.  Incineration Cost

     The gases from the oxidation tower are emitted at a temperature of

150°F.  It is assumed that the BTU's provided by the incineration of the

TRS compounds is negligible, and that the energy required to incinerate

this gas stream is merely the BTU's required to rasie the temperature from

150°F to 350°F.  This is certainly not absolutely accurate, since the

SBLO gases are about 12% oxygen and would provide some oxygen for combustion.

For the purposes of this calculation however, it is assumed that this

might be offset by a reduction in boiler efficiency.  A rough annual cost

for incinerating the oxidation tower gases is, therefore,

     .25 BTU   x   900 Ibs gas  x 500 tons pulp  x 365 days x (350°F - 150°F) x
        lb°F       ton pulp         day             year

      $.65
  1,000,000 BTU = $5400/year

     B.  Piping Costs

     The piping would be about 17" diameter piping.  Assuming a length of

1000 feet, and a cost/ft of $30.00, the total capital cost would be

$30,000.  At 35% annual charges based on capital costs, the annual cost

would be $10,500/year.

Total annual cost, therefore, for the incineration of the SBLO oxidation

gases in the lime kiln would be $5400/year + $10,500/year = $16,000/year.

-------
                                    106
I.  Experimental




     1.  Equipment and Materials




         A.  Laboratory Reactor




             All reactions were carried out in a 1000 cc T316 stainless




steel, high pressure reactor.  (Parr Instrument Company, 211 Fifty Third




Street, Moline, 111., Cat. No. 4521).  The reactor was equipped with a




pressure gauge, gas inlet valve, liquid sampling valve and gas tight




stirring shaft.  Modifications were made to enable rapid injection of




reactants by means of a syringe.  The liquid sampling valve was fitted




with a syringe needle so rapid Capproximately 3 seconds) sampling with




exclusion of oxygen was possible.  To maintain constant temperature




the reactor was placed in a constant temperature bath which could be




controlled within limits of + 0.1°C.  By changing pulleys on the stirring




shaft between 200 and 1000 revolutions per minute could be obtained.








Gas Chromatograph






     In laboratory kinetic studies discussed under sections A and B




analysis of methyl mercaptan and dimethyl disulfide was carried out




using a Perkin Elmer Model 990 gas chromatograph equipped with a flame




ionization detector.  Analytical data were recorded using a Servo/riter




II Potentiometric recorder from Texas Instruments Incorp., Houston,




Texas  77066.




     For quantitative work, the column packing was prepared by depositing




20% by weight of Carbowax 20M on acid washed chromosorb 80-100 mesh.

-------
                                    107
This material was packed into stainless steel tubing 10 feet  long




and 1/4 inch OD.  Operating conditions were 100°C and 75cc  per minute




nitrogen carrier gas.






     A.  In pulping studies the methyl mercaptan, dimethyl  sulfide and




dimethyl disulfide content of black liquor samples was determined as




follows:  The samples for gas chromatographic analyses were collected




using the technique described by Andersson (35).   Carbon tetrachloride




extracts were analyzed with a Perkin Elmer 990 gas chromatograph equipped




with a flame photometer detector CMeloy Laboratories, Inc.  Model 100 AT)




which provided specific response for compounds containing sulfur.  The




28 ft by 1/8 in. o.d. teflon column was packed with 60-80 mesh Haloport




F coated with 10% diisodecylphthalate.  The oven was operated at 100°C




with a 75 ml/min nitrogen carrier.   Helium and oxygen flow to the detector




were 75 and 16 ml/min, respectively.  Retention times of hydrogen sulfide,




methyl mercaptan, dimethyl sulfide, and dimethyl disulfide  were 0.6, 1.2,




2.0, and 8.5 min, respectively.  The sulfur specificity of  this detector




avoided interference by other substances extracted from black liquor by




the carbon tetrachloride.






     Calibration was done by iterative addition of measured amounts of




the sulfur compounds to sample vials' containing carbon tetrachloride and




the buffered black liquor sample.  The carbon tetrachloride phase was




analyzed following each addition.







     B.  Materials






     Methyl mercaptan was obtained from Air Products and Chemical Inc.,




dimethyl disulfide and methane sulfonic acid from Sigma Chemical Company.

-------
                                    108
Methane sulfinic acid was synthesized according to the procedure used




by Claesson (36).  Sodium hydroxide, sodium sulfide and organic solvents




used were reagent grade purchased from Fisher Scientific and were used




without further purification.  The 1,4-dioxane was distilled over sodium




borohydride immediately before use.  Kraft lignin (Indulin ATR RXL 3340;4)




was obtained from Westvaco.









2.  Procedures




     A.  Preparation of Solutions




     Freshly distilled water was stored under nitrogen and oxygen was




excluded during preparation of solutions to prevent undesired oxidation




of sulfur compounds in the reaction mixture.






     Alkaline solutions of sodium methyl mercaptide were prepared daily




by absorbing the appropriate weight of methyl mercaptan gas into a IN




sodium hydroxide solution.




     B.  Sampling from Laboratory Reactor




     The sampling valve of the 1A. laboratory reactor was equipped with a




hypodermic needle.  By placing this needle through the rubber septum of




the sampling bottle and opening the sampling valve, very rapid sampling




was possible from the pressurized reactor.




     For sampling, a 35 ml vial was prepared by filling it with 10 ml




carbon tetrachloride and 10 ml 0.75 N sulfiiric acid.  The vials were




closed by an airtight rubber septum and aluminum cap and part of the




air was removed by vacuum.  The purpose of removing the air from the




vial was to facilitate the accommodation of an approximately 5 gram




sample taken from the reactor.  Accurate determination of samples




taken was obtained by measurement of weight differences.

-------
                                    109
     Sulfuric acid was added to quench the base catalysed reactions




by neutralizing the base.






     C.  Liquor Exchange Pulping




     Freshly cut loblolly pine wood was chipped in an Appleton laboratory




chipper, air dried, and screened.  The fraction passing a 1 1/4 inch mesh




screen and retained by a 1/2 inch screen was used for pulping experiments.






     The cooks were carried out in 2.8 liter ..stainless steel autoclaves.




Autoclaves and chips (400 g o.d.) were evacuated for 30 min. at about




23 mm Hg to facilitate liquor impregnation (18% effective alkali, 25%




sulfidity at 4:1 liquor to wood ratio).  Temperature was raised from




25°C to the maximum cooking temperature of 170°C in 100 min by a hot air




heating unit providing rotating motion to the autoclaves.






     D.  Oxygen Injection Pulping




     Commercially produced chips of loblolly pine were used for the oxygen




injection cooks.  Charges of 3000 g (calc. o.d.) were vacuum impregnated




and cooked in a 28-liter circulation digester equipped for liquid and gas




sampling.  Oxygen (prepurified grade) was injected at 130 psi at the outlet




of the circulation pump.  Reynolds numbers were estimated at 100,000 (34)




providing adequate oxygen mixing.  The oxygen flow was regulated with a




needle valve and measured quantitatively by a calibrated flowneter (Flowrator




Meter, Model 10A356A, manufactured by Fisher and Porter, Warminster, Pa.)-

-------
                                     110
     E.  Pulping Testing




     A PFI-mill was used for pulp beating.  Physical properties,  lignin




contents, and kappa numbers of the pulps were determined according to




TAPPI standard methods.  The brightness was measured according to SCAN-




Cll:62 using the Elrepho Reflectance Photometer.






     F.  Black Liquor Analysis




     The contents of sodium sulfide, thiosulfate, polysulfide, and sulfide




in white and black liquors were determined by potentiometric titration




using the methods developed by Danielsen, Johnsen, and Landmark C37).

-------
                                      Ill


                              Literature Cited


 1.  Hendrickson, E. R., Roberson, J. E. ,  Koogler, J. B.  "Control of
           Atmospheric Emissions in the Wood Pulping Industry", U. S.
           Department of Health, Education and Welfare, March 1970.

 2.  Kleppe, P. J.  Tappi .53 (1) , 35 (1970).

 3.  Sarkanen, K. V., Hrutfiord, B. F., Johansen, L. N., Gardner, H.S.,
           Tappi, 53_ (5), 766 (1970).

 4.  Loy, H. L., Himmelblan, D. II., J. Phys. Chera., 65_, 264 (1961).

 5.  Christie, R. D., P. & P. Mag. Can., _73_ (10), 73 (1972).

 6.  Martin, J.  Pulp and Paper, 43_ (6), 125 (1969).

 7.  Shih, T. C., Hrutfiord, B. F., Sarkanen, K. V., Johansen, L. N.,
           Tappi, 50 (12), 634 (1967).

 8.  Oswald, A. A., Wallace, T. J., The Chemistry of Organic Sulfur
           Compounds, Vol. 2, 2nd ed., Ed. N. Kharash, Pergamon Press,
           London (1967).

 9.  Bentvelzen, J. M. , Doctoral Dissertation, Department of Wood and
           Paper Science, North Carolina State University, Raleigh, N.C. 1973.

10.  Barringer, C. It., Ind. Eng. Chem., 47, 1022 (1955).

11. Bilberg, E., Landmark, P., Norsk, Skogind, 5_, 221  (1961).

12.  Lindberg, J. J., Nordstrom, C. G., Paperi ja Puu, 41^ (2),   (1955).

13.  Wright, R. H., Tappi, 35_ (6),  (1952).

14.  Falkehag, I., personal communication, 1973.

15.  Musso, H., Maassen, D., Liebigs Ann.  Chem., 689, 93 (1965).

16.  Mequerian, G. H., J. Am. Chem. Soc.,  77, 5019  (1955).

17.  Schubert, M., J. Am. Chem. Soc., 6>9,  712 (1947).

18.  Schmidt, U., Trans. Far. Soc., 62^, 379 (1966).

19.  Cullis, C. F., Roselaar, L. C., Trans. Far. Soc., 55_, 1562  (1959).

20.  Birrell, R. N., Smith, R. F., Trotman-Dickenson, A. F., Vilkie, H. J.,
           Chem. Soc., 2807 (1957).

-------
                                     112
21.  Turunen, J. , Dissertation, Helsinki Univ., Soc. Scient. Fenn. Comment
           Phys. Mathem., 2£, 9 (1963).

22.  Goheen, D. W., Forest Prod. J. 1.2_ (1963).

23.  Lay, K., Anpew, Chem., 70  (2), 79 (1958).

24.  Gierer, J. F., Smedman, L. A. Acta.  Chem. Scand., 19, 1103 (1965).

25.  Hartler, N. , Andersson, K. , Bergstrom, J. G. J., Kemisk. Tidsskr, 2^,
           ?2 (1969).

26.  Grangaard, D. H., 144th ACS meeting, April 4, 1963.

27.  Fones, ?,. E. , Sapp, J. E. , Tappi 43_ (4), 369 (1960).

28.  Cooper, H. B. H., Rossano, A. T., Taper presented at the Tappi
           Alkaline Pulping Conference, Memphis, 1972.

29.  Galeano, S. F. , Arasden, C. D., Paper presented at 73rd National
           AIChE Meeting, Minneapolis, 1972.

30.  Teder, A., SvenskPapp., 72/8), 245 (1969).

31.  Bilberg, E., Landmark, P., Norsk, Skog., 5_, 221  (1961).

32.  Bamford, C. H., Collins, J. R., Proc. Royal Chem. Soc.  (London),
           Ser. A., 62  (1951).

33.  Barker, R. G., U. S. P. 3,723,242, March 1973.

34.  Davis, D. S., The Paper Ind., Feb. 1097  (1955).

35.  Andersson, K., Bergstrom, J. G. T., Svensk. Papperstid., T^dl)  (1969),

36.  Claesson von, P. J., Prakt. Chem. 2^ (15) 193 (1877).

37.  Danielson, A. J., Johnsen, K., Landmark, P. A., Norsk, Skog., 23
           C3), 77 (1969)^-2.3 (12), 378 (1969).

-------
BI3LIOGRAPHIC DATA ]- Report No. 2.
SHEET EPA-650/2-74-005
,4. Titra,ar.d auotitie
Iindigester Black Liquor Oxidation for Odor Control
in Kraft Pulping
7. Aut'uor(s)
W. T. McKean, Jr. and J.S. Gratzl
9. Performing Organization Name and Address
Department of Wood and Paper Science
North Carolina-State University
Raleigh, NC 27607
1 2^Sponsoring Organization Name and Address
EPA1, -Office of Research and. -Development
NERC-RTP , • 'Control Systems . Laboratory
Research Triangle Park, NC,. 27711
3.N^ecipient's Accession No. (
~3. Report Date
J anuary 1974
6.
&• Performing Organization Rept.
No.
10. Puject/Task/Work Unit No.
ROAP 21ADC
11. Contract/Grant No.
Grant AP-01269-02
13. Type of Repor&-&-Period
Covered
Final
14.
 15. Supplementary Notes
 16. Abstracts Tjje report.gives results of laboratory studies describing the major reaction
 routes,. key inhibition reactions, and kinetics of methyl mercaptan (CH3SH) and di-
 methyl disulfide (CH3SSCH3) during oxidation of black liquor. The studies help explain.
 low oxidation efficiencies with respect to hydrogen sulfide, CH3SH, and CH3SSCH3
 during black liquor-oxidation at 60-90°C and suggest that high-temperature oxidation
 should be more efficient. Softwood and hardwood black liquor was oxidized at 80-170°C.
 Oxidation at above 100-120 °C resulted in efficient oxidation of all three malodorous
 .compounds with no liquor reversion during subsequent storage and distillation. Oxygen
 consumption was about 125% of theoretical below 140°C, but increased to about 200% at
 170°C.. Application of this approach to batch and continuous digester systems is .disc-
 ussed.  Preliminary work shows that injecting small amounts of oxygen into the liquor
 circulation line during the early stage of pulping could increase pulp yield by 1-3%,
                                              depending on the final pulp kappa num-
17. Key Words and Document Analysis. 17o. Descriptors
Air Pollution
Sulfate- Pulping
Black-Liquors
Odor .'Control
Oxidation
Kinetics
Cost-Estimates
 17b. Ucr.:ii:e:s/Open-£nded Terns
 Air Pollution- Control
 Stationary Sources'
 Ihdigester Black Liquor Oxidation
 Oxygen Injection
jReduced Sulfur Compounds
                                              ber. If this yield increase could be
                                              obtained in combination, with.indigester
                                              black liquor oxidation, the neb.costs for
                                              odor control in mills using batch diges-
                                              ters would be very attractive-.--
                e
              iroup
                    07A.'07D. 13B
! 13. Availability Statement
i
:
1
»-
Unlimited
19. Security Class (This -
Report)
UNCLASSIFIED
20. Security Class (This
Page
UNCLASSIFIED
21. No. of Pages
22. Price
   l NTI5-35 (PEV. 3-721
                              THIS FORM MAY BE REPRODUCED
                                                                       USCOMM-OC 14B52-P72

-------