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基于直链淀粉和甲壳素衍生物的双选择剂手性固定相的制备及对映体拆分

Preparation and Enantioseparation of Biselector Chiral Stationary Phases Based on Amylose and Chitin Derivatives.

作者信息

Zhang Juan, Wang Zhao-Qun, Chen Wei, Bai Zheng-Wu

机构信息

School of Chemistry and Environmental Engineering, Key Laboratory for Green Chemical Process of Ministry of Education, Wuhan Institute of Technology.

出版信息

Anal Sci. 2015;31(10):1091-7. doi: 10.2116/analsci.31.1091.

DOI:10.2116/analsci.31.1091
PMID:26460376
Abstract

Amylose derivatives chiral stationary phases (CSPs), some of which are commercially available, are well known for their powerful enantioseparation performance. However, due to the dissolution or swelling properties of amylose derivatives, this type of CSPs prepared by coating method exhibit poor solvent tolerance and stability. In order to overcome the defect as well as maintain the chiral recognition capability of amylose tris(3,5-dimethylphenylcarbamate), chitin bis(3-chloro-4-methylphenylcarbamate) with good stability and good chiral recognition capability was blended with the amylose derivative at different ratios, and the resulting blends were further coated onto 3-aminopropyl silica gel to obtain three biselector CSPs. Meanwhile, the corresponding individual selector CSPs were also prepared, respectively, for the sake of comparison with biselector CSPs. The chiral recognition capacity and solvent tolerance of five CSPs were systematically investigated. In addition, the influence of composition and interaction of amylose tris(3,5-dimethylphenylcarbamate) and chitin bis(3-chloro-4-methylphenylcarbamate) in the biselector CSPs on the chiral recognition and the elute orders of enantiomers was also discussed in detail.

摘要

直链淀粉衍生物手性固定相(CSPs),其中一些是可商购的,以其强大的对映体分离性能而闻名。然而,由于直链淀粉衍生物的溶解或溶胀特性,通过涂覆法制备的这类CSPs表现出较差的溶剂耐受性和稳定性。为了克服这一缺陷并保持三(3,5-二甲基苯基氨基甲酸酯)直链淀粉的手性识别能力,将具有良好稳定性和良好手性识别能力的双(3-氯-4-甲基苯基氨基甲酸酯)甲壳素与直链淀粉衍生物按不同比例混合,并将所得混合物进一步涂覆在3-氨丙基硅胶上,以获得三种双选择剂CSPs。同时,为了与双选择剂CSPs进行比较,还分别制备了相应的单选择剂CSPs。系统研究了五种CSPs的手性识别能力和溶剂耐受性。此外,还详细讨论了双选择剂CSPs中三(3,5-二甲基苯基氨基甲酸酯)直链淀粉和双(3-氯-4-甲基苯基氨基甲酸酯)甲壳素的组成和相互作用对映体的手性识别和洗脱顺序的影响。

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