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[1]张宇航,熊金辉,何保江,等.壳聚糖-苄基脲衍生物手性固定相的制备与性能[J].武汉工程大学学报,2020,42(04):366-370.[doi:10.19843/j.cnki.CN42-1779/TQ.201911021]
 ZHANG Yuhang,XIONG Jinhui,HE Baojiang,et al.Preparation and Properties of Chiral Stationary Phase Drived from Chitosanbenzylurea Derivative[J].Journal of Wuhan Institute of Technology,2020,42(04):366-370.[doi:10.19843/j.cnki.CN42-1779/TQ.201911021]
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壳聚糖-苄基脲衍生物手性固定相的制备与性能(/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:
366-370
栏目:
化学与化学工程
出版日期:
2021-01-28

文章信息/Info

Title:
Preparation and Properties of Chiral Stationary Phase Drived from Chitosanbenzylurea Derivative
文章编号:
1674 - 2869(2020)04 - 0366 - 05
作者:
张宇航1熊金辉1何保江2郝菊芳3柏正武*1
1. 武汉工程大学化学与环境工程学院,湖北 武汉 430205;2. 中国烟草总公司郑州烟草研究院,河南 郑州 450001;3. 中国烟草总公司职工进修学院,河南 郑州 450008
Author(s):
ZHANG Yuhang1XIONG Jinhui1HE Baojiang2HAO Jufang3BAI Zhengwu*1
1. School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430205,China;2. Zhengzhou Tobacco Research Institute of China National Tobacco Corporation, Zhengzhou 450001, China;3. Staff Development Institute of China National Tobacco Corporation, Zhengzhou 450008, China
关键词:
壳聚糖苄基脲手性固定相流动相
Keywords:
chitosan benzylurea chiral stationary phase mobile phase
分类号:
O636.9
DOI:
10.19843/j.cnki.CN42-1779/TQ.201911021
文献标志码:
A
摘要:
为研制分离性能好且耐受性强的手性分离材料,用粘均分子量为1.4×105的壳聚糖为原料,合成了壳聚糖-二(3,5-二甲基苯甲酸酯)-苄基脲,以FT-IR、1H NMR和元素分析对其进行了表征;将这种壳聚糖衍生物涂覆在大孔3-氨基丙基硅胶上,制备了相应的手性固定相;在3种正相模式下,用高效液相色谱分离19种手性分析物对映体,以此评价固定相的分离性能。结果表明:所制备的固定相能识别13种手性样品对映体,基线分离9种,表现出较好的手性分离性能。
Abstract:
To develop a new chiral separation material with high enantioseparation capability and tolerability, chitosan-bis(3,5-dimethylbenzoate)-benzylurea was synthesized from a chitosan with viscosity-average molecular weight of 1.4×105. The chitosan derivative was characterized by fourier transform infrared spectroscopy, 1H nuclear magnetic resonance and elemental analysis. The corresponding chiral stationary phase was prepared by coating the chitosan derivative on macroporous 3-aminopropyl silica gel, and the enantioseparation capability of the stationary phase was evaluated in three mobile phase modes using 19 chiral compounds as analytes. The results show that the enantiomers of 13 analytes are recognized and 9 analytes are baseline separated on the chiral stationary phase. Thus, the prepared chiral stationary phase possesses satisfactory chiral separation capability.

参考文献/References:

[1] DALGLIESH C E. The optical resolution of aromatic amino-acids on paper chromatograms[J]. Journal of the Chemical Society,1952,137:3940-3942. [2] HESS H,BURGER G,MUSSO H. Complete enantiomer separation by chromatography on potato starch[J]. Angewandte Chemie-International Edition,1978,17:612-614. [3] HESSE G,HAGEL R. A complete separation of a racemic mixture by elution chromatography on cellulose triacetate[J]. Chromatographia,1973,6(6):277-280. [4] 涂鸿盛,范军,谭艺,等. 新型键合纤维素手性固定相的制备及其拆分性能评价[J]. 色谱,2014,32(5):452-457. [5] 吴海波,薛兴亚,李奎永,等. 纤维素-三(4-甲基苯甲酸酯)涂覆型手性固定相的制备研究与分离应用[J]. 分析测试学报,2019,38(1):64-68. [6] 李杨,朱进科,封华,等. 新型纤维素邻乙酰水杨酸酯类手性固定相的合成及评价[J]. 分析化学,2015,43(8):1162-1168. [7] ASTHANA S,GOYAL P,DHAR R,et al. Evaluation extracellular matrix-chitosan composite films for wound healing application [J]. Journal of Materials Science Materials in Medicine,2015,26(8):220-230. [8] ZHANG G H,LIANG S,TANG S,et al. Performance evaluation of enantioseparation materials based on chitosan isobutylurea derivatives [J]. Analytical Methods,2019,11(12):1604-1612. [9] FU L L,WANG X C,FU K Q,et al. Dependence of enantioseparation performance on structure of chiral selectors derived from N-cycloalkylcarbonyl chitosan [J]. Reactive and Functional Polymers,2019,141:91-99. [10] LIANG S,HUANG S H,CHEN W,et al. High-performance chiral stationary phases based on chitosan derivatives with a branched-chain alkyl urea [J]. Analytica Chimica Acta,2017,985:183-193. [11] 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. [12] WANG J, XI J B,CHEN W,et al. High performance chiral separation materials based on chitosan bis(3,5-dimethylphenylcarbamate)-(alkyl urea)s [J]. Carbohydrate Polymers,2017,156:481-489. [13] TANG S,LIU J D,BIN Q,et al. N-Acylated chitosan bis(arylcarbamate)s: a class of promising chiral separation materials with powerful enantioseparation capability and high eluents tolerability [J]. Journal of Chromatography A,2016,1476:53-62. [14] 宋庆平,汪泳,丁纯梅. 醇溶剂法制备高脱乙酰度壳聚糖[J]. 化学世界,2005,46(7):422-423. [15] 柏正武,付克勤,宾琴,等. 不同分子量超高脱乙酰度壳聚度糖的制备[J]. 武汉工程大学学报,2014,36(8):16-19. [16] 寇晓亮,王琛. 壳聚糖及其降解产物黏均分子质量的测定[J]. 化纤与纺织技术,2010,39(1):43-46. [17] TANG S,LIU J D,CHEN W,et al. Performance comparison of chiral separation materials derived from N-cyclohexylcarbonyl and N-hexanoyl chitosans [J]. Journal of Chromatography A,2018,532:112-123.

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备注/Memo

备注/Memo:
收稿日期:2019-11-20基金项目:国家自然科学基金(51373127)作者简介:张宇航,硕士研究生。E-mail: 1546152275@qq.com*通讯作者:柏正武,博士,教授。E-mail: zwbai@wit.edu.cn引文格式:张宇航,熊金辉,何保江,等. 壳聚糖-苄基脲衍生物手性固定相的制备与性能[J]. 武汉工程大学学报,2020,42(4):366-370.
更新日期/Last Update: 2020-08-12