Synthesis and polymerizations of novel bisphosphonate-containing methacrylates derived from alkyl {Alpha}-hydroxymethacrylates

Polymer International, Volume 63, Issue 3, pages 427–434, 2014.

Zeynep Sarayli Bilgici, Ozlem Buyukgumus, Ayse Altin ,  Duygu Avci.

Department of Chemistry, Bogazici University, Istanbul, Turkey.

 

Abstract

The synthesis and polymerizations of four novel bisphosphonate-containing monomers are reported. The monomers were synthesized from reaction of ethyl and tert-butyl {Alpha}-bromomethacrylates with 3,3-bis(diethoxyphosphoryl)propanoic acid or with tetraethyl 4-hydroxybutane-1,1-diyldiphosphonate. Their thermal bulk polymerizations, photopolymerizations and copolymerizations with poly(ethylene glycol) methyl ether methacrylate were investigated. The homopolymerizations resulted in polymers with values of 25 000–83 000 g mol−1; the copolymerizations yielded soluble polymers with 22–34% incorporation of the new monomers; the photopolymerizations gave some structure–reactivity correlation; and one of the homopolymers, upon hydrolysis of its bisphosphonate groups, could interact with hydroxyapatite.

© 2013 Society of Chemical Industry

 

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Synthesis and polymerizations of novel bisphosphonate-containing methacrylates derived from alkyl {Alpha}-hydroxymethacrylates

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