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Polymerization of o-quinodimethanes, 1. Radical polymerization of 1-methoxy-o-quinodimethane formed in situ by thermal isomerization of 1-methoxy-benzocyclobutene

✍ Scribed by Keisuke Chino; Toshikazu Takata; Takeshi Endo

Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
290 KB
Volume
17
Category
Article
ISSN
1022-1336

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✦ Synopsis

Abstract

The first radical polymerization of 1‐methoxy‐o‐quinodimethane (2) generated by thermal ring‐opening isomerization of 1‐methoxybenzocyclobutene (1) is described. The polymerization of 1 in the presence of a radical initiator afforded an MeOH‐insoluble polymer (3) in moderate yield at temperatures above 90°C. The structure of the obtained polymer is consistent with a ring‐opening polymerization. The yield of the polymer increased with the amount of initiator. Radical copolymerization with methyl acrylate was carried out. Treatment of 3 with acid gave poly(o‐phenylenevinylene), quantitatively.

📜 SIMILAR VOLUMES

Polymerization of o-quinodimethanes. III
Polymerization of o-quinodimethanes. III. Polymerization of o-quinodimethanes bearing electron-withdrawing groups formed in situ by thermal ring-opening isomerization of corresponding benzocyclobutenes
✍ Keisuke Chino; Toshikazu Takata; Takeshi Endo 📂 Article 📅 1999 🏛 John Wiley and Sons 🌐 English ⚖ 186 KB 👁 1 views

The substituent effect on the radical polymerization of o-quinodimethanes, generated by thermal isomerization of benzocyclobutenes, was investigated. Polymerizations of three benzocyclobutenes bearing electron-withdrawing groups were studied, namely 1-cyanobenzocyclobutene (1), 1-chlorobenzocyclobut