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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

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【作者】 李萍胡濬喆林保平戎非袁春伟

【Author】 LI, Ping a,b HU, Jun Ze a LING, Bao Ping c Rong, Fei a YUAN, Chun Wei , a ( a Key Laboratory of Molecular and Biomolecular Electronics, Department of Biomedical Engineering, Southeast University, Nanjing 210096) ( b Department of Biological Engineering, Beijing University of Aeronautics and Astronautics, Beijing 100083) ( c Department of Chemistry and Chemical Engineering, Southeast University, Nanjing 210096)

【机构】 东南大学生物医学工程系东南大学化学化工系东南大学生物医学工程系 分子与生物分子电子学教育部重点实验室南京210096北京航空航天大学生物工程系北京100083分子与生物分子电子学教育部重点实验室南京210096南京210096分子与生物分子电子学教育部重点实验室南京210096

【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.

【基金】 高校博士学科点专项科研基金 (No.2 0 0 1 0 2 860 0 6);江苏省自然科学基金 (No.BK2 0 0 1 0 1 5)资助项目
  • 【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
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