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Novel isochroman‐3‐ones for the curing of unsaturated polyesters via Diels‐Alder reaction
Author(s) -
Hollwedel Fred,
Koßmehl Gerhard
Publication year - 1999
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/(sici)1521-3935(19991201)200:12<2612::aid-macp2612>3.0.co;2-r
Subject(s) - styrene , polyester , chemistry , copolymer , unsaturated polyester , curing (chemistry) , diels–alder reaction , polymer chemistry , acrylic acid , reaction mechanism , organic chemistry , catalysis , materials science , polymer , composite material
The synthesis of some new 4‐hydroxy, 4‐butyloxy, 4‐propionyloxy, and 4‐acryloyloxy substituted isochroman‐3‐ones is described. The influence of the substitution pattern in position 1 and 4 on the CO 2 elimination, which leads to high reactive ortho ‐quinodimethanes, is investigated. The saturated compounds are used for model reactions with diethyl maleate to study the Diels‐Alder reaction and to explain the curing mechanism of unsaturated polyesters. The acrylic ester is copolymerized with styrene to give a reactive copolymer which can easily cure unsaturated polyesters at 170°C in two mins without toxic byproducts.