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

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 。

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 a 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.