色谱

色谱 ›› 2017, Vol. 35 ›› Issue (9): 912-917.DOI: 10.3724/SP.J.1123.2017.04020

• 研究快报 • 上一篇    下一篇

利用氧化和希夫碱反应制备具有手性分离功能的滤纸

罗立新, 赵兴华, 姜敏洁, 张海雁, 王玉   

  1. 武汉大学化学与分子科学学院, 武汉 430072
  • 收稿日期:2017-04-09 出版日期:2017-09-08 发布日期:2017-09-15
  • 通讯作者: 罗立新,Fax:(027)81710188,E-mail:lxluo@whu.edu.cn.

Preparation of filter paper with chiral separation function by oxidation and Schiff-base reaction

LUO Lixin, ZHAO Xinghua, JIANG Minjie, ZHANG Haiyan, WANG Yu   

  1. College of Chemistry and Molecular Science, Wuhan University, Wuhan 430072, China
  • Received:2017-04-09 Online:2017-09-08 Published:2017-09-15
  • Supported by:

    2013 Hubei Province Small and Medium-Sized Enterprises (SME) Technology Innovation Project (No. 201319).

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88

被引次数

2

摘要：

纸色谱具有微量、快速、高效和灵活程度高等特点。以滤纸为原料用高碘酸钠氧化法合成了二醛基滤纸，通过希夫碱反应接枝手性氨基酸，合成了一种具有手性分离功能的新型纸色谱材料。通过单因素试验和正交试验确定滤纸氧化的最佳合成条件为：高碘酸钠的质量分数为4%， pH值为2，反应温度45℃和反应时间4 h，该条件下氧化滤纸醛基含量为57.93%（物质的量分数）。氧化滤纸与L-谷氨酸通过微波合成得到具有手性分离功能的色谱用纸。利用该种手性滤纸分离外消旋酒石酸，展开剂配方为100 mL 50%正丁醇，50 mL乙酸和0.1000 g溴酚绿。结果显示，L-酒石酸比移值（Rf）为0.52， D-酒石酸Rf为0.40。该方法不需要使用大型设备，适合一般的教学、研究及工业应用。

关键词: 手性分离, 手性分离滤纸, 双醛氧化滤纸, 希夫碱反应, 纸色谱

Abstract:

Paper chromatography (PC) is a highly flexible, fast, and efficient separation method. In this study, a chromatographic paper with a chiral separation function was investigated and a paper chromatographic method for chiral separation was developed. Single-factor experiments and orthogonal tests were used to determine the optimal oxidation conditions for filter paper. The optimal conditions were that sodium periodate 4% (mass percentage), pH 2 buffer solution, reaction temperature 45℃, and reaction time 4 h. Under the optimal conditions, the aldehyde group content of a dialdehyde-based filter paper was 57.93% (amount of substance percentage). A paper-based chiral separation material was synthesized by a microwave-assisted Schiff-base reaction of the oxidized filter paper with L-glutamic acid. The developing solvent for separating racemic tartaric acid using this chiral filter paper consisted of 100 mL of n-butanol, 50 mL of 50%(v/v) acetic acid, and 0.1000 g of bromophenol blue. The rate of flow (Rf) values of L-tartaric acid and D-tartaric acid were 0.52 and 0.40, respectively. This method does not require large-scale equipment to perform the chiral separation and it is therefore suitable for general teaching, research, and industrial applications.

Key words: chiral separation, chiral separation filter paper (CFP), dialdehyde filter paper (DaFP), paper chromatography (PC), Schiff-base reaction

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