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Preparation of polar group derivative β-cyclodextrin bonded hydride silica chiral stationary phases and their chromatography separation performances

Preparation of polar group derivative β-cyclodextrin bonded hydride silica chiral stationary phases and their chromatography separation performances

作     者:Baojing Zhao Lan Li Yuting Wang Zhiming Zhou 

作者机构:School of Chemistry and Chemical Engineering Beijing Institute of Technology State Key Laboratory of Explosion Science & Technology Beijing Institute of Technology 

出 版 物:《Chinese Chemical Letters》 (中国化学快报(英文版))

年 卷 期:2019年第30卷第3期

页      面:643-649页

核心收录:

学科分类:081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070305[理学-高分子化学与物理] 080501[工学-材料物理与化学] 070302[理学-分析化学] 0805[工学-材料科学与工程(可授工学、理学学位)] 0703[理学-化学] 

主  题:β-Cyclodextrin Polar group Hydride silica Stationary phase Separation performance 

摘      要:Three novel β-cyclodextrin compounds derived with piperidine which is flexible, L-proline containing a chiral center, ionic liquid with 3,5-diamino-1,2,4-triazole as the cation were designed and synthesized as chiral selectors for enantiomer separation, whose name were(mono-6-deoxy-6-(piperidine)-β-cyclodextrin, mo no-6-deoxy-6-( L-p ro li ne)-β-cyclodextri n, mono-6-deoxy-6-(3,5-diamino-1,2,4-triazole)-β-cyclodextrin, multi-substituted 3,5-diamino-1,2,4-triazole-(p-toluenesulfonic)-β-cyclodextrin),respectively. In addition, to enhance the polarity of chiral stationary phases, hydrosilylation and silylation reactions were implemented to derive ordinary silica, the common used selector carrier, to hydride silica, whose surface is covered with proton. 31 pyrrolidine compounds and some chiral drugs were tested in both polar organic mobile phase mode and normal mobile phase mode. 6-Deoxy-6-Lproline-β-cyclodextrin-CSP showed satisfactory separations in polar organic mobile phase mode and exihibited a strong separation capability in different pH values; multi-substituted 3,5-diamino-1,2,4-triazole-(p-toluenesulfonic)-β-cyclodextrin-CSP can separate pyrrolidine compounds in both mobile phase modes with high resolutions and separation efficiency compared to commercially available CSPs,making it to be the most valuable object to study. The composition of mobile phase, type of stationary phase as well as the peak problem of chromatograms was discussed deeply.

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