Synthesis of polymer gel with chiral helical cavity by molecular imprinting using bifunctional vinyl monomers
Synthesis of polymer gel with chiral helical cavity by molecular imprinting using bifunctional vinyl monomers
复制标题
DOI：
10.1016/j.polymer.2004.04.045
复制
发表时间：
2004-07
期刊：
影响因子：
4.6
通讯作者：
S. Habaue;Takamasa Satonaka;T. Nakano;Y. Okamoto
中科院分区：
文献类型：
--
作者：
S. Habaue;Takamasa Satonaka;T. Nakano;Y. Okamoto
以α-（苄氧甲基）丙烯酸衍生物为单体，单手螺旋（+）-聚（二苯基-2-甲基丙烯酸吡啶甲酯）为模板，采用分子印迹法合成了具有手性螺旋空腔的凝胶.通过酯基的水解除去模板聚合物后，几乎定量地制备了手性凝胶。所得凝胶对反式二苯乙烯氧化物和Tröger碱等外消旋体具有手性拆分能力，单体苯基上的取代基对其识别能力有显著影响。所观察到的分离因子高于由单官能乙烯基单体甲基丙烯酸制备的凝胶。
The molecular imprinting method was applied for synthesizing gels with a chiral helical cavity using various bifunctional vinyl monomers, such as α-(benzyloxymethyl)acrylic acid derivatives as a monomer, and one-handed helical (+)-poly(diphenyl-2-pyridylmethyl methacrylate) as a template. The chiral gels were almost quantitatively prepared after removal of the template polymer by hydrolysis of the ester groups. The obtained gels exhibited chiral resolution powers toward various racemates, such as trans-stilbene oxide and Tröger's base, and the substituents on the phenyl group of the monomer significantly affected the recognition ability. The observed separation factors were higher than those of the gels prepared from the mono-functional vinyl monomer, methacrylic acid.