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以混旋邻氯扁桃酸为模板的分子印迹聚合物的制备及拆分性能研究
Preparation of Molecularly Imprinted Polymer with Racemic 2-Chloromandelic Acid and Study on Its Chiral Resolution
【摘要】 以混旋邻氯扁桃酸为模板分子和合成的 (S) ( 1 萘乙基 ) -丙烯酰胺为手性功能单体制备分子印迹聚合物作为色谱固定相 ,对混旋邻氯扁桃酸有较好的拆分能力 ,分离因子α达到 1 3 6.但对模板分子的类似物混旋扁桃酸和对氯扁桃酸没有拆分能力 .用Hyperchem软件模拟了 (S) 邻氯扁桃酸与 (S) ( 1 萘乙基 ) -丙烯酰胺形成的复合物的结构模型 ,其在聚合物母体中留下的具有立体构型和作用力双重识别的S—S型空穴 ,对 (S) 邻氯扁桃酸有较强的保留作用 ,从而达到对混旋物拆分的目的
【Abstract】 The molecularly imprinted polymer was prepared by racemic 2 chloromandelic acid as template and synthesized ( S ) acryloyl 1 naphthylethylamine as chiral functional monomer. The molecularly imprinted polymers as stationary phase had good chiral resolution ability to 2 chloromandelic acid enantiomers and the separation factor α was calculated as 1 36. But this polymer showed no resolution to the analogues of the template, such as racemic 4 chloromandelic acid and mandelic acid. The structure of ( S ) 2 chloromandelic acid interacting with ( S ) acryloy 1 naphthylethylamine was simulated by Hyperchem software. The S-S type of cavities left by imprinting in polymer matrix showed double recognition of spatial configuration and binding interaction and had stronger retention capability to ( S ) 2 chloromandelic acid, so as to get the good enantioseperation.
【Key words】 molecularly imprinted polymer; 2 chloromandelic acid; chiral functional monomer; S-S cavity;
- 【文献出处】 化学学报 ,Acta Chimica Sinica , 编辑部邮箱 ,2003年11期
- 【分类号】O631
- 【被引频次】38
- 【下载频次】350