CATIONIC RING-OPENING POLYMERIZATION BEHAVIOR OF 2-ETHENYL-4-METHYLENE-1,3-DIOXOLANE

被引：0

作者：

PARK, J ^{[1
]}

YOKOZAWA, T ^{[1
]}

ENDO, T ^{[1
]}

机构：

[1] TOKYO INST TECHNOL,RESOURCES UTILIZAT RES LAB,MIDORI KU,TOKYO 152,JAPAN

来源：

MAKROMOLEKULARE CHEMIE-MACROMOLECULAR CHEMISTRY AND PHYSICS | 1993年 / 194卷 / 07期

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D O I：

暂无

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

The cationic ring-opening polymerization of 2-ethenyl-4-methylene-1,3-dioxolane (3) was carried out. The unsaturated cyclic acetal 3 was prepared by dehydrochlorination of 4-chloromethyl-2-ethenyl-1,3-dioxolane, which was readily obtained from acrolein and epichlorohydrin, with sodium methoxide at ambient temperature. The cationic polymerization of 3 with BF3OEt2 or CF3SO3H at -78-degrees-C affforded cross-linked polymers, whereas the polymerization by CH3SO3H gave a soluble poly(keto-ether) which consisted of a unit containing a carbon-carbon double bond in the side chain (unit 4) and a unit containing a vinyl ether group in the main chain (unit 5). The reaction of 3 with ethanethiol in the presence of a protic acid was also carried out as a model reaction of the polymerization. The reaction was initiated by addition of a proton to the 4-methylene group of 3, followed by quantitative ring-opening isomerization to afford acyclic ketones containing the ethylthio group. On the basis of the model reaction, some speculation on the polymerization mechanism is disclosed.

引用

页码：2017 / 2023

页数：7