DIELS-ALDER POLYMER OF N-(2-ANTHRYL)MALEIMIDE

被引:18
作者
STEVENS, MP
机构
关键词
CHEMICAL REACTIONS - MONOMERS - Chemistry - POLYMERIZATION - SPECTROSCOPY; INFRARED;
D O I
10.1002/pol.1984.130220901
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Although Diels-Alder polymers have been investigated extensively, relatively few have involved the anthracene moiety. A recent study of Diels-Alder polymerization of (9-anthryl)methyl methacrylate and (9-anthryl)methyl propiolate and an earlier one of the Diels-Alder copolymerization of 9,9 prime -linked bisanthracenes with bismaleimides led to very low-molecular-weight polymer. It has been suggested that substitution at the site of cycloaddition might be hindering formation of high-molecular-weight polymer in the case of 9-substituted anthracenes. This communication describes the Diels-Alder polymerization of N-(2-anthryl)maleimide which contains a reactive dienophile unit attached at a position remote from the site of cycloaddition, thus minimizing steric interference. The course of polymerization has been followed by UV and IR-spectroscopy. Data are presented which show that steric effects are not the only factor preventing formation of high-molecular-weight anthracene-based Diels-Alder polymers. Reversibility of the Diels-Alder reaction, which has been shown to be significant with Diels-Alder reactions of anthracene and dienophile at 1:1 mole ratios, might also be a contributing factor.
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页码:467 / 471
页数:5
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