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.

引用

页码：269 / 273

页数：5

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GUAY V, 1987, SYNTHESIS-STUTTGART, P294