United States
Environmental Protection
Agency
National Risk Management
Research Laboratory
Research Triangle Park, NC 27711
Research and Development
EPA/600/SR-98/043
May 1998
Project Summary

Low-VOC  Coatings  Using
Reactive  Diluents
Demonstration  Project
Gregory Roche
  Reactive diluents are compounds that
might be  used to replace organic sol-
vents in conventional high-VOC (vola-
tile organic compound)  coatings.
Reactive diluents function like solvents
in adjusting coating viscosity for vari-
ous applications. However, rather than
evaporating like conventional solvents,
reactive diluents participate in a chemi-
cal reaction with the coating resin dur-
ing  the curing  process, and become
incorporated into the cured  coating.
Earlier results had indicated that a natu-
ral vegetable oil derived from the ver-
nonia plant could serve as a reactive
diluent, but it is not grown commercially.
Further studies indicated that partially
epoxidized soy and  linseed oils could
serve as  low cost substitutes for ver-
nonia oil.  This project investigated the
possibility of replacing a fraction of con-
ventional  solvents with one-third, two-
thirds, and  fully epoxidized vegetable
oils.  Three  applications  were investi-
gated: in an aerosol product, in a 55 gal
(208L) drum refinishing operation, and
in a dry film lubricant. For the aerosol,
dry time was too  extended. The drum
refinisher found that the reformulated
coating did not have sufficient  corro-
sion resistance. The dry lubricant manu-
facturer  could  not get acceptable
chemical  resistance with the new coat-
ing. There may be other, less demand-
ing applications where the reformulated,
lower VOC coating would be satisfac-
tory.
  This Project Summary was developed
by EPA's National Risk Management Re-
search Laboratory, Research Triangle
Park, NC,  to announce key findings of
the research project that is fully docu-
mented in a separate report of the same
title (see Project Report ordering infor-
mation at back).


Overview
  Coatings and solvents are a significant
source of stationary and area volatile or-
ganic compound (VOC) emissions. Rules
promulgated by South Coast Air Quality
Management District (SCAQMD) and other
agencies have resulted in reduced VOC
content for  many coatings. However, sig-
nificant additional reductions are required
to meet future air quality goals.
  In addition, the  production  phase-out
of  1,1,1-trichloroethane due  to  ozone
depletion concerns has eliminated this
chemical solvent as a low-VOC technol-
ogy for coatings.   The  Clean Air Act
Amendments of 1990  have also created
incentives  to reduce the  hazardous air
pollutant (HAP) content of coatings and
solvents. Many HAP compounds are also
VOCs.
  This project addressed VOC reductions
in  coatings for metal  substrates. While
many metal coating applicators have con-
verted to low-VOC  technologies such as
powder and water-base, many  others
have not been able to make this conver-
sion because of  performance require-
ments, technology conversion issues, and
cost. A significant  and broad range of
metal coating applicators are still in need
of low-VOC alternatives.
  The SCAQMD, EPA, and others have
sponsored a series of research projects
that investigated vegetable-oil-based re-
active diluents as a  means to reduce VOC

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content in traditional solvent coatings. The
general term "reactive diluents" refers to
compounds that undergo cross-linking re-
actions as part of the coating curing pro-
cess.  In this document, "reactive diluents"
refers to vegetable-oil-based reactive
diluents unless otherwise specified. This
project,  sponsored by the SCAQMD and
EPA,  was the third and final phase of the
research program. A Technical Advisory
Committee  (TAG),  with  representation
from coating  companies,  resin suppliers,
applicators, and  other interested parties,
provided guidance to the project contrac-
tors.
Technology Description
  Reactive diluents are compounds that
might be used to replace solvents in con-
ventional  high-VOC coatings.  Reactive
diluents function like solvents in  adjust-
ing  coating viscosity for various applica-
tions. However,  rather than evaporating
like  conventional solvents,  reactive
diluents participate in  a chemical reac-
tion  with the  coating  during the curing
process. Coatings are extended since the
reactive diluent becomes part of the coat-
ing  rather than evaporating like solvents.
  It  appears that  reactive diluent coat-
ings could  potentially be used  by appli-
cators   without   major   technology
conversion issues. This is in contrast to
other low-VOC technologies that can re-
quire significant changes to production
processes.
  In Phase 1,  work by the Eastern Michi-
gan  University (EMU) Coatings Research
Institute (CRI)  found that reactive diluents
formulated from vernonia oil  offered VOC
reductions  and some  property improve-
ments. Vernonia  oil is  obtained  from  a
rare plant  so  that commercial supplies
are not currently available. Further work
by CRI in the  Phase 2  research program
suggested that readily  available soybean
and linseed  oils could  be  partially
epoxidized  to imitate vernonia oil  proper-
ties. In  Phase 3,  this  project continued
the  research  and  development of par-
tially epoxidized soybean and linseed oils
as reactive diluents.  This  report focuses
on Phase 3 work, but includes brief sum-
maries  of  the work completed under
Phases  1 and 2.


Results
  In  Phase 3, project subcontractor PRA
Laboratories  performed applied labora-
tory development studies (Task 1) to  ad-
vance the  basic academic research
performed by CRI. This work investigated
partially epoxidized soybean and linseed
oils to formulate  both  alkyd  and epoxy
coatings. The purpose of this effort was to
transfer the technology from the academic
research environment to the  applied re-
search  arena.  Laboratory development
and testing was performed on alkyd and
epoxy systems. Pigmented and clear coat-
ings were tested.  Testing involved substi-
tuting  solvents  in  standard  coating
systems.  Test variables  included  the
amount  of solvent replaced, types of re-
active diluents used,  pigment types, and
performance additives. Solvent substitutes
were  one-third,  two-thirds,  and fully
epoxidized  soy and linseed oils. Results
from the PRA work  indicated that  it is
feasible to  use partially epoxidized veg-
etable oil as a reactive diluent  in alkyd
and epoxy  coatings.
  Initially five  companies,  all  TAG mem-
bers, volunteered  to participate in Task 2.
All five received samples  of fully or par-
tially epoxidized linseed or soybean  oil.
For various business reasons, only three
companies  actually reported  working on
the samples obtained.
  A diverse group of products  were evalu-
ated in Task 4. One company was very
interested in being able to  lower the VOC
of aerosol  products. Another company
was  interested in developing  new busi-
ness in the drum finishing market.  The
third company was interested in dry film
lubricants. These  company interests rep-
resented three distinct product types. The
aerosol product was a quick air dry prod-
uct. The drum coating was to  be a black,
forced-air dry alkyd coating. The dry film
lubricant  was a baked epoxy  coating.
  The  aerosol manufacturer was  unable
to obtain an  acceptable dry time of the
applied product. After numerous attempts
using various  drier combinations and
seeking help from  drier suppliers,  they
were  not  able  to  obtain an  acceptable
product.
  The company  developing  a  drum
enamel was initially encouraged that their
work might lead to  a viable product with
lower VOC. However, upon  further test-
ing it was found that corrosion resistance
was not acceptable and their  work was
discontinued.
  The  dry film  lubricant manufacturer
found that the inclusion of the epoxidized
oil in epoxy systems lowered the  chemi-
cal resistance to an unacceptable level. It
was necessary  for them to evaluate ex-
empt  solvents.  They  remain convinced
that the basic concept of a reactive diluent
is viable. But, at least for their require-
ments, epoxidized  vegetable oils are not
acceptable.
  It appears that competing technologies
(e.g., exempt solvents) provide a quicker/
better solution at the present level of de-
velopment.  Even  commercially  available
reactive diluents are not finding success
in the market place.
  For differing reasons,  none of the par-
ticipating companies was able to develop
a commercially  viable product using the
epoxidized  vegetable oils.  While the ba-
sic  research and development efforts ap-
pear to indicate  that this  approach  to
formulating lower VOC products has merit,
in practical  product development it has
not proven  to be acceptable at this time.


Conclusions
  Reactive diluents trade VOC reductions
for  property changes.  In practical  formu-
lations, reactive diluents  exhibit increased
dry times  and reduced  hardness.  While
the significance of property changes de-
pends on the specific coating application,
these changes are generally  undesirable.
Because of these  limitations,  the com-
mercial  coating  companies  that  partici-
pated in this  project determined that the

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  G. Roche is with Ecotek, Seal Beach, CA 90740.
  Robert C. McCrillis is the EPA Project Officer (see below).
  The complete report, entitled "Low-VOC Coatings Using Reactive Diluents
    Demonstration  Project," (Order No. PB98-137383; Cost: $41.00, subject to
    change) will be available only from
          National Technical Information Service
          5285 Port Royal Road
          Springfield,  VA 22161
          Telephone:  703-487-4650
  The EPA Project Officer can be contacted at
          Air Pollution Prevention and Control Division
          National Risk Management Research  Laboratory
          U.S. Environmental Protection Agency
          Research Triangle Park, NC 27711
United States
Environmental Protection Agency
CenterforEnvironmental Research Information
Cincinnati, OH 45268
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POSTAGES FEES PAID
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   PERMIT No. G-35
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Penalty for Private Use
$300
EPA/600/SR-98/043

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