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Multicarboxylic aromatic acid core initiator for the synthesis of star‐shaped poly(ϵ‐caprolactone) with carboxyl end groups
Author(s) -
Jia Zhongfan,
Huang Junlian
Publication year - 2006
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.23234
Subject(s) - polymer chemistry , ring opening polymerization , polymerization , gel permeation chromatography , caprolactone , end group , nucleophile , chemistry , thermogravimetric analysis , materials science , catalysis , organic chemistry , polymer
We successfully carried out the ring‐opening polymerization of ϵ‐caprolactone with 1,3,5‐benzenetricarboxylic acid and 1,2,4,5‐benzenetetracarboxylic acid as the core initiators at 225°C in bulk, and three‐armed and four‐armed star poly(ϵ‐caprolactone)s [poly(ϵ‐CL)s] with carboxyl end groups were obtained. No transesterification, which would have led to a decrease in the molecular weight of poly(ϵ‐CL), was found. The effects of the polymerization conditions on the polymerization are discussed; the poly(ϵ‐CL)s were characterized by 1 H‐NMR, gel permeation chromatography, and thermogravimetric analysis in detail. A mechanism of alkyl–oxygen bond scission by the nucleophilic attack of the carboxyl anions via hydrogen proton transfer is presented for this system. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 100: 3713–3717, 2006