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

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英文篇名：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 英文作者：Baojing Zhao;Lan Li;Yuting Wang;Zhiming Zhou;School of Chemistry and Chemical Engineering, Beijing Institute of Technology;State Key Laboratory of Explosion Science & Technology, Beijing Institute of Technology; 英文关键词：β-Cyclodextrin;;Polar group;;Hydride silica;;Stationary phase;;Separation performance 中文刊名：FXKB 英文刊名：中国化学快报(英文版) 机构：School of Chemistry and Chemical Engineering, Beijing Institute of Technology;State Key Laboratory of Explosion Science & Technology, Beijing Institute of Technology; 出版日期：2019-03-15 出版单位：Chinese Chemical Letters 年：2019 期：v.30 语种：英文; 页：FXKB201903024 页数：7 CN：03 ISSN：11-2710/O6 分类号：131-137

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.
        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.

引文

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