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Polymerization of allyl esters derived from long‐chain fatty acids and palm olein
Author(s) -
Gan L. H.,
Ooi K. S.,
Goh S. H.,
Chee K. K.
Publication year - 1992
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.1992.070460214
Subject(s) - polymerization , monomer , allylic rearrangement , polymer chemistry , transesterification , allyl alcohol , polymer , chemistry , copolymer , glass transition , organic chemistry , methyl oleate , catalysis
Allyl esters of palm olein, palmitic, and oleic acids were synthesized by transesterification and esterification methods using KOH and absolute H 2 SO 4 as catalysts, respectively. Three allyl esters, namely, allyl palmitate, allyl epoxystearate, and epoxidized allyl ester of palm olein, were successfully polymerized in the presence of t ‐butyl perbenzoate at 120°C to obtain oligomers with the average number of backbone atoms approximately equal to the number of skeletal atoms of the long‐dangling side chains. The kinetic data of polymerization were conformed to the rate equation proposed by other workers. No oxirane cleavage was detected during the chain reaction. The melting behavior of these comb‐shaped polymers was compared with that of their respective allylic monomers. The polymer of epoxidized allyl ester of palm olein exhibits a glass transition temperature at 204.4 K. The critical molecular weights of the polymers of allyl esters investigated are predicted to be not lower than 10 4 .