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Polymerization of Cyclic Monomers, 10,

✍ Scribed by Norbert Moszner; Frank Zeuner; Urs Karl Fischer; Volker Rheinberger; Armin de Meijere; Viktor Bagutski

Publisher
John Wiley and Sons
Year
2003
Tongue
English
Weight
89 KB
Volume
24
Category
Article
ISSN
1022-1336

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✦ Synopsis

Abstract

Methyl 2‐(bicyclo[3.1.0]hex‐1‐yl)acrylate (1) was synthesized from methyl 2‐(cyclopentene‐1‐yl)‐2‐hydroxyacetate by cyclopropanation, followed by oxidation to the corresponding bicyclic 2‐oxoacetate and Wittig olefination with methyltriphenylphosphonium bromide. Initiated with 2,2′‐azoisobutyronitrile at 65 °C in chlorobenzene, the radical homopolymerization of 1 occurred with opening of the cyclopropane ring leading to a polymer with a glass transition temperature of 90 °C. The reactivity of 1 in radical copolymerization was higher than that of methyl methacrylate.

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