Synthesis of a new phosphonate methacrylate monomer

被引：5

作者：

David, G ^{[1
]}

Boutevin, B ^{[1
]}

Hervaud, Y ^{[1
]}

机构：

[1] Ecole Natl Super Chim Montpellier, Lab Chim Macromol, F-34296 Montpellier, France

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2005年 / 180卷 / 10期

关键词：

methacrylate; phosphonate; thiol; transfer reaction;

D O I：

10.1080/104265090917736

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

In this work, a new methacrylate phosphonate monomer synthesis was described according to a two-step reaction. First the monoaddition of thioglycolic acid onto dimethylvinyl phosphonate monomer led to dimethyl-5-carboxymethyl-2-thiaethylphosphonate, a new phosphonate acid compound. This reaction also led to the thioester homologue of diniethyl-5-car-boxymethyl-2-thiaethylphosphonate with a 15% yield by reaction of a thioglycolic acid thioester with dimethylvinyl phosphonate. Second, dimethyl carboxy-4-thia-butyl phosphonate reacted with glycidyl methacrylate. This epoxy-acid addition reaction was catalyzed by chromium salt at 70 degrees C and led to the new methactylate phosphonate monomer We showed that only the secondary alcohol was obtained via a p addition. The two-step reaction final yield was calculated to be about 85%.

引用

页码：2201 / 2209

页数：9

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