Polymerization of cyclic monomers, 10 - Synthesis and radical polymerization of methyl 2-(bicyclo[3.1.0]hex-1-yl)acrylate

被引：21
|
作者：
Moszner, N
Zeuner, F
Fischer, UK
Rheinberger, V
de Meijere, A
Bagutski, V
机构：
[1] Ivoclar Vivadent AG, FL-9494 Schaan, Liechtenstein
[2] Univ Gottingen, Inst Organ Chem, D-37077 Gottingen, Germany
[3] KAdemCustomChem GmbH, D-37077 Gottingen, Germany
来源：
MACROMOLECULAR RAPID COMMUNICATIONS | 2003年 / 24卷 / 03期
关键词：
dental polymers; polymerization shrinkage; radical polymerization; ring-opening polymerization; vinylcyclopropanes;
D O I：
10.1002/marc.200390040
中图分类号：
O63 [高分子化学（高聚物）];
学科分类号：
070305 ; 080501 ; 081704 ;
摘要：
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 degreesC in chlorobenzene, the radical homopolymerization of 1 occurred with a glass transition temperature of 90 degreesC. The reactivity of 1 in radical copolymerization was higher than that of methyl methacrylate.
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页码：269 / 273
页数：5
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