Novel Bisphosphonated Methacrylates: Synthesis, Polymerizations, and Interactions with Hydroxyapatite

被引：13
作者：
Bilgici, Zeynep Sarayli [1 ]
Turker, Sebnem Begum [2 ]
Avci, Duygu [1 ]
机构：
[1] Bogazici Univ, Dept Chem, TR-34342 Istanbul, Turkey
[2] Marmara Univ, Fac Dent, TR-34365 Istanbul, Turkey
来源：
MACROMOLECULAR CHEMISTRY AND PHYSICS | 2013年 / 214卷 / 20期
关键词：
alkyl; -hydroxymethacrylates; bisphosphonates; dental polymers; HAP; photopolymerization; RADICAL POLYMERIZATION; ADHESIVE PROPERTIES; MONOMERS; POLYMERS; PHOTOPOLYMERIZATION;
D O I：
10.1002/macp.201300381
中图分类号：
O63 [高分子化学（高聚物）];
学科分类号：
070305 ; 080501 ; 081704 ;
摘要：
Five novel methacrylates containing either bisphosphonate (1 and 2), bisphosphonic acid (3), carboxylic acid (4), or both bisphosphonic andcarboxylic acid together (5), are synthesized. The monomers 1 and 2 are synthesized by the reactions of tetraethyl 1-hydroxyethane-1,1-diyldiphosphonate with ethyl -bromomethacrylate and tert-butyl -bromomethacrylate; the same procedure fails with tetraethyl hydroxy(phenyl)methylenediphosphonate. 1 is converted to 3 by hydrolysis with trimethylsilyl bromide (TMSBr), and 2 is converted to 4 by hydrolysis with trifluoroacetic acid (TFA). Monomer 5 is obtained by hydrolysis of 2 first with TMSBr and then with TFA. The hydrolytic stability, the properties of the copolymerizations with commercial dental monomers, and HAP interactions make these monomers promising candidates for dental adhesives. [GRAPHICS] .
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收藏
页码：2324 / 2335
页数：12
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