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Polymerization of New Type of Fluorine Containing Acrylic Monomer and Characterization of the Polymer

新型含氟丙烯酸单体的聚合及聚合物的表征

基本信息

批准号：
01550719
负责人：
YAMADA Bunichiro
金额：
$ 1.28万
依托单位：
Osaka City University
依托单位国家：
日本
项目类别：
Grant-in-Aid for General Scientific Research (C)
财政年份：
1989
资助国家：
日本
起止时间：
1989 至 1990
项目状态：
已结题

项目摘要

Contrary to generally accepted aspect that 1,1-disubstituted ethylene bearing bulky substituents is reluctant to homopolymerize, some alpha-substituted acrylic monomers with large alpha-substituent yield corresponding polymers. We chose alpha-(alkoxymethy1) acrylate and a new fluorine containing monomer, alpha-(fluoroalkoxymethy1) acrylate, to study on synthesis and polymerization of these monomers. Furthermore characterization of the resultant polymers was performed.Methyl alpha-(alkoxymethyl) acrylates bearing C_2-C_<12> alkoxy group were prepared from methyl alpha-(bromomethyl) acrylate in high yields. The fluoroalkoxymethyl group with C_2-C_3 fluoroalkyl chain were also introduced by similarly procedure. All the monomers radically polymerized readily to high molecular weight. The Q and e values of the alkoxymethyl- and fluoroalkoxymethylacrylates indicate that the these monomers are classified as conjugated and weak electron accepting monomers. Electron attracting character of the alkoxymethyl and fluoroalkoxymethyl groups enhanced the polymerization and copolymerization reactivities. The branched alkoxy group reduced the reactivities. The polymerization of these monomer seems to be susceptible to steric hindrance, because of steric congestion around the carbon-carbon double bond and the radical center.All the homopolymers obtained exhibited lower T_g and degradation temperature than poly (methyl methacrylate). The polymers from the fluoroalkoxymethyl derivatives and some polymers form the alkoxymethyl derivatives are soluble and insoluble in methanol and n-hexane, respectively. The contact angle measurement revealed that the fluorine containing polymers show water and oil repelant character.

与普遍接受的带有大取代基的1,1-二取代乙烯难以均聚相反，一些具有大α-取代基的α-取代丙烯酸单体产生相应的聚合物。我们选择α-(烷氧基甲基)丙烯酸酯和一种新型含氟单体α-(氟烷氧基甲基)丙烯酸酯来研究这些单体的合成和聚合。对所得聚合物进行了进一步的表征。由α-(溴甲基)丙烯酸甲酯以高收率制备了带有C_2-C_12烷氧基的α-(烷氧基甲基)丙烯酸甲酯。也通过类似的程序引入具有C_2-C_3氟烷基链的氟烷氧基甲基。所有单体都很容易自由基聚合成高分子量。烷氧基甲基丙烯酸酯和氟烷氧基甲基丙烯酸酯的Q和e值表明这些单体被分类为共轭单体和弱电子接受单体。烷氧基甲基和氟烷氧基甲基的吸电子特性增强了聚合和共聚反应活性。支链烷氧基降低了反应活性。由于碳-碳双键和自由基中心周围的空间拥挤，这些单体的聚合似乎容易受到空间位阻的影响。获得的所有均聚物均表现出比聚甲基丙烯酸甲酯更低的T_g和降解温度。来自氟代烷氧基甲基衍生物的聚合物和形成烷氧基甲基衍生物的一些聚合物分别可溶于甲醇和不溶于正己烷。接触角测量表明含氟聚合物显示出拒水拒油的特性。