Novel Bio-based Poly(vinyl ether)s for Coating Applications
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References
1. Derksen, J. T.P.; Cuperus, F.P.; Kolster, P. Renewable resources
in coatings technology: A review. Prog. Org. Coat. 1996, 27,
45-53.
2. Hofland, A. Alkyd resins: From down and out to alive and
kicking. Prog. Org. Coat. 2012, 73, 274-282.
3. Mallegol, J.; Gardette, J.L.; Lemaire. J. Long-term behavior
of oil-based varnishes and paints I. Spectroscopic analysis of
curing drying oils. J. Am. Oil Chem. Soc. 1999, 76, 967-976.
4. Mallegol, J.; Lemaire, J.; Gardette, J.L. Drier influence on the
curing of linseed oil. Prog.Org.Coat. 2000, 39, 107-113.
5. Mallegol, J.; Gardette, J.L.; Lemaire, J. Long-term behavior
of oil-based varnishes and paints. Fate of hydroperoxides in
drying oils. J. Am. Oil Chem. Soc. 2000, 77, 249-255.
6. Mallegol, J.; Gardette, J.L.; Lemaire, J. Long-term behavior of
oil-based varnishes and paints. Photo- and thermooxidation
of cured linseed oil. J. Am. Oil Chem. Soc. 2000, 77, 257-263.
7. Soucek, M.D.; Khattab, T.; Wu, J. Review of autoxidation and
driers. Prog. Org. Coat. 2012, 73, 435-454.
8. Aoshima, S.; Kanaoka, S. A renaissance in living cationic
polymerization. Chem. Rev. 2009, 109, 5245-5287.
9. Alam, S.; Chisholm, B.J. Coatings derived from novel, soybean oil-based polymers produced using carbocationic polymerization. J. Coat. Technol. Res. 2011, 8, 671-683.
10. Chernykh, A.; Alam, S.; Jayasooriya, A.; Bahr, J.; Chisholm,
B.J. Living carbocationic polymerization of a vinyl ether
monomer derived from soybean oil, 2-(vinyloxy)ethyl soyate. Green Chem. 2013, 15, 1834-1838.
11. Kanazawa, A.; Kanaoka, S.; Aoshima, S. Major progress in
catalysts for living cationic polymerization of isobutyl vinyl
ether: Effectiveness of a variety of conventional metal halides. Macromolecules 2009, 42, 3965-3972.
12. Aoshima, S.; Yoshida, T.; Kanazawa, A.; Kanaoka, S. New
stage in living cationic polymerization: An array of effec-
tive Lewis Acid catalysts and fast living polymerization in
seconds. J. Polym. Sci. Part A: Polym. Chem. Ed. 2007, 45,
1801-1813.
13. Alam, S.; Kalita, H.; Jayasooriya, A.; Samanta, S.; Bahr, J.;
Chernykh, A.; Weiz, M.; Chisholm, B.J.; 2-(Vinyloxy)ethyl
soyate as a versatile platform chemical for coatings: An
overview. Eur. J. Lipid Sci. Technol. 2014, 116, 2-15.
14. Kalita, H.; Jayasooriya, A.; Fernando, S.; Chisholm, B.J.
Novel high molecular weight polymers based on palm oil. J.
Oil Palm Res. in press (2015).
15. Kalita, H.; Alam,S.; Kalita, D.; Chernykh, A.; Tarnavchyk,
I.; Bahr, J.; Samanta, S.; Jayasooriya, A.; Fernando, S.;
Selvakumar, S.; Popadyuk, A.; Wickramaratne, D.S.; Sibi,
M.; Voronov, A.; Bezbaruah, A.; Chisholm, B.J. Synthesis
and characterization of novel soybean oil-based polymers
and their application in coatings cured by autoxidation. In
Soy-based Chemicals and Materials, in press (2015).
16. Farco, J. A.; Grundmann, O. Menthol--pharmacology of
an important naturally medicinal “cool.” Mini Rev. Med.
Chem. 2013, 13, 124-131.
17. Kalita, H.; Selvakumar, S.; Jayasooriya, A.; Fernando, S.;
Samanta, S.; Bahr, J.; Alam, S.; Sibi, M.; Vold, J.; Ulven, C.;
Chisholm, B.J. Novel Bio-Based Poly(vinyl ether)s and Their
Application as Alkyd-Type Surface Coatings. Green Chem.
2014, 16, 1974-1986.
18. Kalita, H.; Alam, S.; Jayasooriya, A.; Fernando, S.; Samanta,
S.; Bahr, J.; Selvakumar, S.; Sibi, M.; Vold, J.; Ulven, C.;
Chisholm, B. J. Novel alkyd-type coating resins produced
using cationic polymerization. J. Coat. Technol. Res., sub-
mitted for publication (2015).
19. Alam, S.; Kalita, H.; Kudina, O.; Popadyuk, A.; Chisholm,
B.J.; Voronov, A. Soy-based surface active copolymers as
a safer replacement for low molecular weight surfactants.
ACS Sustainable Chem. Eng. 2013, 1, 19-22.
20. Balachandran, V.S.; Jadhav, S. R.; Vemula, P.K.; John, G.
Recent advances in cardanol chemistry in a nutshell: from
nut to nanomaterials. Chem. Soc. Rev. 2013, 42, 427-438.
21. Tyman, J.H.P. Synthetic and Natural Products; Elsevier:
Amsterdam, 2008; Chaper 13.
22. Anuj, G.; Sanjay, S. Eugenol: A potential phytochemical
with multifaceted therapeutic activities. Phamacologyonline
2010, 2, 108-120.
23. Varanasi, P.; Singh, P.; Auer, M.; Adams, P.D.; Simmons,
B.A.; Singh, S. Survey of renewable chemicals produced
from lignocellulosic biomass during ionic liquid pretreat-
ment. Biotechnology for Biofuels 2013, 6: 14.
[1] For a more detailed discussion and additional material see
Biobased and Environmentally Benign Coatings, edited by Atul
Tiwari, Anthony Galanis and Mark D. Soucek, Wiley-Scrivener,
2016.
This paper was a keynote presentation at the 42nd Annual
International Waterborne Symposium, which was held February
8-13 in New Orleans, LA. The Sympoisum is hosted by the
The School of Polymers and High Performance Materials at The
University of Southern Mississippi.
