United States
 Environmental Protection
 Agency
 Municipal Environmental Research
 Laboratory
 Cincinnati OH 45268
 Research and Development
 EPA-600/S2-81-201  Nov. 1982
 Project  Summary
 Development  of
 Methods  for  the
 Stabilization  of  Pyrolytic  Oils
 M. B. Polk and M. Phingbodhippakkiya
  In this study, capillary gas chroma-
tographic, liquid chromatographic,
and gas chromatographic mass spectro-
metric procedures were developed for
analyzing pyrolytic oils. The major
components of the oils and the chemi-
cal  reactions that cause polymeriza-
tion were identified. Some of the
major components identified in pyro-
lytic oils were ethanol, 1-butanol,
guaiacol, naphthalene, eugenol, acet-
aldehyde, and 4-hydroxy-3-methoxy-
styrene.
  This Project Summary was devel-
oped by EPA's Municipal Environ-
mental Research Laboratory. Cincin-
nati. OH, to announce key findings of
the research project that is fully
documented in a separate report of the
same title (see Project Report ordering
information at back}.

Introduction
  Annually, large amounts of agri-
cultural  waste are produced  in the
United States. The disposal of this
waste material is becoming an increas-
ingly more difficult and expensive
matter. Agricultural wastes are largely
lignocellulosic in chemical nature.
Pyrolysis is one approach for converting
agricultural, forestry, and municipal
wastes to useful energy of chemical
forms.
  The products resulting from the
pyrolysis of the organic fraction of solid
wastes include noncondensable gases,
liquids, and a solid residue of carbona-
ceous material or char. Analysis of the
evolved pyrolytic gas stream indicates
the presence of  hydrogen, carbon
dioxide,  carbon monoxide, methane,
ethane, and ethylene. The individual
gas compositions  very with pyrolysis
conditions. The solid material remaining
after pyrolysis is an impure carbon and
ash. The liquid fraction of pyrolytic oil
contains organics and water.
  The pyrolytic oils  are mixtures of
neutral compounds  and  strong and
weak acids. The oils are viscous, sticky
liquids at  room  temperature. The
pyrolytic  oils appear to oxidize and/or
polymerize on standing. During this
study, methods were developed for
determining the chemical composition
of the pyrolytic oils, and attempts were
made  to stabilize the pyrolytic oils
against whatever changes they undergo.

Methods and Results
  The pyrolytic oil distillate was analyzed
on an Aerograph 1440 gas chromatog-
raph with a flame  ionization detector.
The conditions were: a 10-ft by 1/8-in.
stainless steel column packed with 2%
OV-210on 100/120 mesh Supelcoport
F-01409*; oven temperature program,
50° to 225° at 10°C per min; helium
flow rate, 30 ml/min. Peak identifica-
tions were made  by noting the en-
hancement of peak size when known
substances were  chromatographed
with the distillate. Peak  assignments
are given in Table 1.
•Mention of trade names or commercial products
does not constitute endorsement or recommenda-
tion for use.

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      The oil distillate was also analyzed on
    the Varian 3740 capillary gas chroma-
    tog raph under the same conditions.
      Stabilization studies were conducted
    to determine mechanisms that lead to
    polymerization of pyrolytic oils. When a
    chromatogram of a pyrolytic oil sample
    was compared with one made 9 months
    later, the observation  was that  iso-
    eugenol and 4-hydroxy-3-methoxy-
    styrene peaks disappear on aging of the
    oil. This finding  substantiates  our
    suggestion that cationic, chain-reaction
    polymerization or oligomerization is
    responsible for substantial increases in
    viscosity of the pyrolytic oils on aging.
    Also discussed is the potential of the
    pyrolytic oils as a source of chemicals.
    The full report lists chemicals present in
    pyrolytic oil and their prices as reported
    in Chemical Marketing Reporter.
      In an earlier EPA-supported study,
    "Pyrolytic Oils" (EPA-600/2-80-122),
    methods were  developed  to  separate
    oils into fractions containing phenolics,
    polyhydroxy neutral compounds, neutral
    compounds of a high degree of aromat-
    icity, and volatile acidic compounds. The
    results of these methods will be useful
    in determining full potential of pyrolysis
    for production of chemicals and fuels.
      The full  report  was  submitted in
    fulfillment of Grants Nos. R-804440010
    and R-804440020 by Atlanta University,
    Atlanta, GA, under the sponsorship of
    the  U.S. Environmental Protection
    Agency.
         Table 1.   Typical Pyrolytic Oil Distillates

         Sample
            m/e (Relative Intensity %)
         1 -Heptanol



         2,3-Dimethylphenol


         2,4-Dimethylphenol

         2,6-Dimethylphenol


         Naphthalene

         2-Methoxy-4-methyl phenol



         Veratrole
29(38). 31(251. 41(96). 42(56). 43(68). 54(68).
55(100), 56(30). 69/56). 70(96).  73(66). 84(25).
99(7). 100(8)

31(11). 36(30). 43(17), 45(12). 54(14), 56(10).
79(17). 80(11). 81(17).93(17). 107(75). 122(100)

31(2). 94(10), 107(60). 121(30),  122(100)

36(6). 43(8). 55(6). 80(25), 82(22), 94(20),
107(40),  122(100)

36(13), 43(25), 54(6). 67(5). 104(7), 128(100)

31(16), 35(44). 45(41). 54(14). 55(30), 56(14),
57(14). 59(30). 68(20). 69(20), 7O(30). 80(22).
81(18). 95(58), 123(100).  138(100)

29(4). 41(18), 52(12), 63(10), 64(12), 65(12),
93(38). 123(100). 138(97). 139(10)
           M. B. Polk and M. Phingbodhippakkiya are with Atlanta University, Atlanta, GA
             30314.
           C. J. Rogers was the EPA Project Officer (see below for contact).
           The complete report, entitled "Development of Methods for the Stabilization of
             Pyrolytic Oils." (Order No. PB 82-108 150; Cost: $9.50. subject to change) will
             be available only from:
                   National Technical Information Service
                   5285 Port Royal Road
                   Springfield, VA 22161
                   Telephone: 703-487-4650
           For information contact N. B.  Schomaker at:
                   Municipal Environmental Research Laboratory
                   U.S. Environmental Protection Agency
                   Cincinnati. OH 45268
United States
Environmental Protection
Agency
Center for Environmental Research
Information
Cincinnati OH 45268
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