Palladium-mediated polymerization of alkyl diazoacetates to afford poly(alkoxycarbonylmethylene)s. First synthesis of polymethylenes bearing polar substituents

被引:86
作者
Ihara, E [1 ]
Haida, N [1 ]
Iio, M [1 ]
Inoue, K [1 ]
机构
[1] Ehime Univ, Fac Engn, Dept Appl Chem, Venture Business Lab, Matsuyama, Ehime 7908577, Japan
关键词
D O I
10.1021/ma021169v
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Polymerization of alkyl diazoacetates [N2CHCO2R: R = Et (1a) and Me (1b)] mediated by PdCl2 in the presence of an amine gave poly(alkoxycarbonylmethylene)s [(CHCO2R)(n): R = Et (2a,b), Me (3a,b)] bearing an ester group on every carbon atom of their main chains. MALDI-TOF-MS analyses of the polymers 2a and 3b indicated that the degree of polymerization of the polymers extended up to nearly 100, The Pd-mediated polymerization of 1a and 1b in the presence of pyridine afforded the polymers quantitatively after reprecipitation from CHCl3 into n-hexane. A mechanism of the polymerization initiated with a Pd-assisted nucleophilic attack of an amine to the monomers is proposed.
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收藏
页码:36 / 41
页数:6
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