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利用氧化和希夫碱反应制备具有手性分离功能的滤纸
引用本文:罗立新,赵兴华,姜敏洁,张海雁,王玉.利用氧化和希夫碱反应制备具有手性分离功能的滤纸[J].色谱,2017,35(9):912-917.
作者姓名:罗立新  赵兴华  姜敏洁  张海雁  王玉
作者单位:武汉大学化学与分子科学学院, 武汉 430072
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:纸色谱  手性分离  双醛氧化滤纸  手性分离滤纸  希夫碱反应
收稿时间:2017-04-09

Preparation of filter paper with chiral separation function by oxidation and Schiff-base reaction
LUO Lixin,ZHAO Xinghua,JIANG Minjie,ZHANG Haiyan,WANG Yu.Preparation of filter paper with chiral separation function by oxidation and Schiff-base reaction[J].Chinese Journal of Chromatography,2017,35(9):912-917.
Authors:LUO Lixin  ZHAO Xinghua  JIANG Minjie  ZHANG Haiyan  WANG Yu
Institution:College of Chemistry and Molecular Science, Wuhan University, Wuhan 430072, China
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.
Keywords:paper chromatography (PC)  chiral separation  dialdehyde filter paper (DaFP)  chiral separation filter paper (CFP)  Schiff-base reaction
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