Cyclic arylene sulfides: A novel synthesis and ring-opening polymerization

被引:36
作者
Tsuchida, E [1 ]
Miyatake, K
Yamamoto, K
Hay, AS
机构
[1] Waseda Univ, Adv Res Inst Sci & Engn, Dept Polymer Chem, Tokyo 1698555, Japan
[2] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
关键词
D O I
10.1021/ma980312a
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Oxidative polymerization of aryl disulfides has been carried out under high dilution conditions for the preparation of cyclic arylene sulfides. The readily available diphenyl disulfide and dichloro disulfide with diphenyl sulfide, diphenyl ether, or p-xylene are useful monomers for the synthesis of the corresponding cyclic oligo(thio arylene)s in similar to 69% yield. The cyclization of dichloro disulfide with p-xylene gives cyclic oligo(thio-2,5-dimethyl-1,4-phenylene) (3c) bearing a disulfide bond with the repeating units ranging from 3 to 10. The free radical ring-opening polymerization of the cyclics leads to the formation of linear poly(thio arylene)s. The obtained poly(thio-2,5-dimethyl-1,4-phenylene) (6c) has a melting temperature of 354 degrees C, which is 71 degrees C higher than that of the unsubstituted poly(thio phenylene).
引用
收藏
页码:6469 / 6475
页数:7
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