Phosphorus-containing epoxy curing agents via imine linkage

被引:53
作者
Lin, Ching Hsuan [1 ]
Hwang, Ting Yu [1 ]
Taso, Ya Ru [1 ]
Lin, Tsung Li [1 ]
机构
[1] Natl Chung Hsing Univ, Dept Chem Engn, Taichung 402, Taiwan
关键词
diastereomers; epoxy curing agents; imines; phosphorus; thermosets;
D O I
10.1002/macp.200700253
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Two new phenol-type curing agents, (3) and (4), were synthesized by the condensation of 4 (or 2)-hydroxybenzaldehyde and 4-aminophenol, followed by the addition of DOPO to the resulting imine linkage. Two reaction mechanisms, conjugate-addition and carbocation mechanisms, were proposed. The fact that the ratio of the configuration of the two diastereomers depends on the reaction solvent indicates that the carbocation mechanism is the more reasonable one. (3) and (4) served as curing agents for epoxy resins, and the resulting epoxy thermosets exhibited good flame retardancy, and moderate T-g and thermal stability. The nitrogen-phosphorus synergistic effect explains the high flame retardancy.
引用
收藏
页码:2628 / 2641
页数:14
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