硅胶负载手性氨基醇聚合物的合成及其应用

Synthesis and Application of Silica-Gel-Bound Chiral Amino Alcohol Polymer

以L-亮氨酸(L-Leu)为手性源,经酯化、格氏化、酰胺化等步骤制备手性单体(L-NALAA),以该单体为手性识别基团,在引发剂偶氮二异丁腈和交联剂乙二醇二甲基丙烯酸酯(EDMA)的作用下,与烯化功能硅胶发生自由基共聚反应,制备了新型键合硅胶手性固定相,其结构经FT-IR、TGA、EA表征。以4种对映异构体为模型药物对手性材料手性固定相的手性拆分性能进行研究,结果表明,手性材料手性固定相对奥美拉唑和兰索拉唑的拆分效果较好。

A novel bonded type chiral stationary phase（CSP） was synthesized via free radical copolymerization of chiral monomer（L-NALAA）, vinylized silica gel, and cross-linker ethylene glycol dimethacrylate（EDMA）. L-NALAA was prepared by esterification, Grignard reaction and amidation reaction of using L-leucine as chiral source. The immobilization of the monomer onto the vinylized silica gel was performed through a radical polymerization reaction with AIBN as the initiator in the presence of toluene. The CSP was characterized by FT-IR, TGA, EA. The enantioselective properties of the CSP in the separation of four enantiomers were studied and the chiral resolution tests indicated that the prepared CSP could be applied to efficiently chiral separation of the racemic omeprazole and lansoprazole solution.