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Synthesis and cationic polymerization of a novel optically active vinyl ether with L-proline structure

✍ Scribed by Fumio Sanda; Takeshi Endo

Book ID
102483693
Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
348 KB
Volume
198
Category
Article
ISSN
1022-1352

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✦ Synopsis

Abstract

Synthesis and cationic polymerization of a novel vinyl ether with an L‐proline moiety, N‐carbobenzoxy‐L‐proline 2‐vinyloxyethyl ether (ZProVE), were carried out. ZProVE was prepared by the condensation of N‐carbobenzoxy‐L‐proline and 2‐hydroxyethyl vinyl ether. Cationic polymerization of ZProVE was carried out in dichloromethane at −50, −20°C, or room temperature. The number‐average molecular weight (M~n~) of the polymer obtained in the polymerization at −50°C was 44900, and the [α] value of the polymer was −36.1°, which was somewhat larger (more positive) than that of ZProVE (−46.4°). Cationic copolymerizations of ZProVE and isobutyl vinyl ether proceeded readily to afford the corresponding copolymers. Alkaline hydrolysis of poly(ZProVE) afforded poly(hydroxyethyl vinyl ether).

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