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[1]张 珊,徐小琴,郝菊芳,等.纤维素和直链淀粉衍生物双选择体手性固定相的分离特性研究[J].武汉工程大学学报,2020,42(04):371-376.[doi:10.19843/j.cnki.CN42-1779/TQ.201911026]
 ZHANG Shan,XU Xiaoqin,HAO Jufang,et al.Enantioseparation Property of Biselector Chiral Stationary Phase Derived from Cellulose and Amylose Derivatives[J].Journal of Wuhan Institute of Technology,2020,42(04):371-376.[doi:10.19843/j.cnki.CN42-1779/TQ.201911026]
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纤维素和直链淀粉衍生物双选择体手性固定相的分离特性研究(/HTML)
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《武汉工程大学学报》[ISSN:1674-2869/CN:42-1779/TQ]

卷:
42
期数:
2020年04期
页码:
371-376
栏目:
化学与化学工程
出版日期:
2021-01-28

文章信息/Info

Title:
Enantioseparation Property of Biselector Chiral Stationary Phase Derived from Cellulose and Amylose Derivatives
文章编号:
1674 - 2869(2020)04 - 0371 - 06
作者:
张 珊1徐小琴1郝菊芳2何保江3柏正武*1
1. 武汉工程大学化学与环境学院,湖北 武汉 430205;2. 中国烟草总公司职工进修学院,河南 郑州 450008;3. 中国烟草总公司郑州烟草研究院,河南 郑州 450001
Author(s):
ZHANG Shan1 XU Xiaoqin1 HAO Jufang2 HE Baojiang3 BAI Zhengwu*1
1. School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205, China;2. Staff Development Institute of China National Tobacco Corporation, Zhengzhou 450008, China;3. Zhengzhou Tobacco Research Institute of China National Tobacco Corporation, Zhengzhou 450001, China
关键词:
纤维素直链淀粉双选择体手性固定相对映体分离高效液相色谱
Keywords:
celluloseamylosebiselector chiral stationary phasesenantioseparationhigh performance liquid chromatography
分类号:
R9
DOI:
10.19843/j.cnki.CN42-1779/TQ.201911026
文献标志码:
A
摘要:
为了发掘能识别更多手性化合物对映体的手性固定相,并且此固定相能够用廉价易得的原料制备,将具有较强对映体识别能力的纤维素-三(对甲基苯甲酸酯)和直链淀粉-三(3,5-二甲苯基氨基甲酸酯)按相同重复单元摩尔数共混,将得到的共混物涂覆于氨丙基硅胶上,制备出一种双选择体手性固定相,用37种手性化合物测试了纤维素及直链淀粉衍生物单选择体固定相和双选择体固定相的分离性能。结果表明:所制备的双选择体手性固定相能识别35种手性化合物对映体,而且基线分离了其中的22种,比两个单选择体手性固定相有显著增强的分离性能,从而显示出很好的应用前景。此外,色谱的分离结果表明,流动相中的醇对双选择体固定相的手性分离有较大的影响。
Abstract:
The aim of the present study is to develop a chiral stationary phase with a capability to separate enantiomers of more chiral compounds from cheap and readily available materials. Hence, cellulose tris(4-methylbenzoate) and amylose tris(3,5-dimethylphenylcarbamate) with high enantioseparation capability were blended in an equal molar number of repeating unit. Then the blend was coated on 3-aminopropyl silica gel to afford a biselector chiral stationary phase (CSP). The enantioseparation performances of the biselector CSP and the two corresponding single selector CSPs were evaluated with 37 structurally different chiral compounds. It was found that the biselector CSP could recognize 35 of the chiral compounds with 22 of them being baseline separated. The CSP possesses obviously enhanced enantioseparation capability in comparison with the two corresponding single selector CSPs, thus showing a very good potential for practical application. Additionally, chromatographic results show that the alcohols in mobile phases exert a significant impact on the enantioseparation of the biselector CSP.

参考文献/References:

[1] OKAMOTO Y, YASHIMA E. Polysaccharide derivatives for chromatographic separation of enantiomers[J]. Angewandte Chemie International Edition, 1998, 37(8): 1020-1043. [2] OKAMOTO Y. (-)-Sparteine: the compound that most significantly influenced my research[J]. Journal of Polymer Science Part A: Polymer Chemistry, 2004, 42(18): 4480-4491. [3] PELUSO P, MAMANE V, COSSU S. Liquid chromatography enantioseparations of halogenated compounds on polysaccharide-based chiral stationary phases: role of halogen substituents in molecular recognition[J]. Chirality, 2015,?27(10): 667-684. [4] CHANKVETADZE B. Recent trends in preparation, investigation and application of polysaccharide-based chiral stationary phases for separation of enantiomers in high-performance liquid chromatography[J]. ?TrAC Trends in Analytical Chemistry, 2019, 122: 115709. [5] OKAMOTO Y, ABURATANI R, FUKUMOTO T, et al. Useful chiral stationary phases for HPLC. Amylose tris (3,5-dimethylphenylcarbamate) and tris (3,5-dichloro- phenylcarbamate) supported on silica gel[J]. ?Chemistry Letters,?1987, 16(9): 1857-1860. [6] OKAMOTO Y. Helical polymers for efficient enantiomer separation[J]. Advances in Polymer Science, 2013, 261: 391-414. [7] OKAMOTO Y. Precision synthesis, structure and function of helical polymers[J]. Proceedings of the Japan Academy, Series B, Physical and Biological Science, 2015, 91(6): 246-261. [8] SHEN J, OKAMOTO Y. Efficient separation of enantiomers using stereoregular chiral polymers[J]. Chemical Reviews, 2015, 116(3): 1094-1138. [9] ZHANG T, FRANCOTTE E. Chromatographic properties of composite chiral stationary phases based on cellulose derivatives[J]. Chirality, 1995, 7(6): 425-433. [10] 张俊俊,罗迎彬,金芬芬,等. 复合型纤维素手性固定相的制备及分离特性研究[J]. 分析科学学报, 2013, 29(6): 796-800. [11] 刘建德,徐小琴,陈伟,等. 双选择体的涂覆量对手性固定相分离特性的影响[J]. 分析科学学报,2015, 31(3): 345-349. [12] WANG Z Q, LIU J D, CHEN W, et al. Enantioseparation characteristics of biselector chiral stationary phases based on derivatives of cellulose and amylose[J]. Journal of Chromatography A, 2014, 1346: 57-68. [13] 毕婉莹,朴鹤翔,刘博,等. 混杂型多聚糖类手性固定相的制备及手性分离性能[J]. 功能高分子学报,2019(6): 735-740. [14] CHANG Y X, REN C X, RUAN Q, et al. Effect of single- walled carbon nanotubes on cellulose phenylcarbamate chiral stationary phases[J]. Chemical Research in Chinese Universities, 2007, 23(6): 646-649. [15] ZHANG J, WANG X C, CHEN W, et al. Synthesis of substituted phenylcarbamates of N-cyclobutylformylated chitosan and their application as chiral selectors in enantioseparation[J]. Analyst,2016,141(14): 4470-4480.

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备注/Memo

备注/Memo:
收稿日期:2019-11-25基金项目:国家自然科学基金(51373127)作者简介:张 珊,硕士研究生。E-mail: 13545116924@163.com*通讯作者:柏正武,博士,教授。E-mail: zwbai@wit.edu.cn引文格式:张珊,徐小琴,郝菊芳,等. 纤维素和直链淀粉衍生物双选择体手性固定相的分离特性研究[J]. 武汉工程大学学报,2020,42(4):371-376,389.
更新日期/Last Update: 2020-08-12