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Polymerization of cyclic monomers, 2. Synthesis and radical polymerization of vinylcyclopropanes

✍ Scribed by Frank Zeuner; Norbert Moszner; Volker Rheinberger

Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
354 KB
Volume
197
Category
Article
ISSN
1022-1352

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✦ Synopsis

Abstract

New 1,1‐disubstituted 2‐vinylcyclopropanes were synthesized by reaction of the corresponding malonyl diesters with trans‐1,4‐dibromo‐2‐butene and of sodium hydride. The structure of the 2‐vinylcyclopropanes could be confirmed by elemental analysis, IR, ^1^H NMR and ^13^C NMR spectroscopy. Radical polymerization of the 2‐vinylcyclopropanes in bulk with 2,2′‐azoisobutyronitrile (AIBN) and di‐tert‐butyl peroxide (DtBPO), respectively, gives transparent polymers. In case of the liquid monomers, the polymerization is accompanied by negative volume changes. Spectroscopic investigations show that 2‐vinylcyclopropanes primarily undergo opening of the cyclopropane ring forming an 1,5‐addition polymer.

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