多孔有机笼毛细管电色谱手性柱的研究  

Study on a Porous Organic Cage Chiral Column for Capillary Electrochromatography

作　　者：禹紫云 唐明华 章俊辉 袁黎明[1] YU Zi-yun;TANG Ming-hua;ZHANG Jun-hui;YUAN Li-ming(Faculty of Chemisty and Chemical Engineering,Yunnan Normal University,Kunming 650500,China)

机构地区：[1]云南师范大学化学化工学院,云南昆明650500

出　　处：《分析测试学报》2022年第3期334-340,共7页Journal of Instrumental Analysis

基　　金：国家自然科学基金项目(91856123)。

摘　　要：该文以(1R,2R)-二苯乙二胺与2-羟基-1,3,5-均苯三甲醛合成出比表面积大、孔隙度均一、具有四面体结构的多孔有机笼(POC),采用X射线粉末衍射、核磁共振波谱、傅里叶变换红外光谱、热重分析、扫描电子显微镜和氮气吸附对制备的多孔材料进行表征。将该POC用作手性固定相制备毛细管电色谱柱,优化了电色谱的工作电压、缓冲溶液浓度以及pH值,并考察了其手性识别性能。实验结果表明,该手性毛细管电色谱柱能拆分二氢黄酮、酮洛芬手性化合物,也能分离o,m,p-硝基苯酚、o,m,p-硝基苯胺位置异构体。二氢黄酮和酮洛芬在该POC柱上的最佳分离条件为:缓冲溶液浓度100 mmol/L,pH值分别为4.5、3.5,分离电压分别为16、14 kV。酮洛芬在该手性毛细管柱上连续5次进样保留时间的相对标准偏差(RSD)为1.2%,连续3 d进样保留时间的RSD为4.0%,具有较好的稳定性和重现性。该POC手性毛细管电色谱柱是一种优秀的手性固定相,在拆分手性药物以及位置异构体方面具有很大的应用前景。A porous organic cage(POC)with large specific surface area,uniform porosity and tetrahedral structure was synthesized with(1 R,2 R)-diphenylethylenediamine and 2-hydroxy-1,3,5-pyromellitic formaldehyde.The porous material was characterized by X-ray powder diffraction,nuclear magnetic resonance spectrometry,Fourier transform infrared spectroscopy,thermogravimetric analysis, scanning electronic microscopy and nitrogen adsorption determinations.Meanwhile, a capillary electrochromatographic column was prepared by using the POC as chiral stationary phase.After optimizing the operating voltage,buffer solution concentration and pH value,the chiral recognition performance of the column was investigated in capillary electrochromatography.The experimental results showed that the chiral column could separate dihydroflavonoids and ketoprofen chiral compounds, as well as o,m,p-nitrophenol and o,m,p-nitroaniline positional isomers.The optimized conditions for separation of dihydroflavonoids and ketoprofen were:100 mmol/L buffer solution,pH values of 4.5 and 3.5,separation voltages of 16 kV and 14 kV,respectively.The relative standard deviations(RSDs)of the retention time were 1.2%for five consecutive injections of ketoprofen on the column and 4.0%for three consecutive days.The POC chiral capillary electrochromatographic column possesses a good stability and reproducibility.The POC is a excellent chiral stationary phase,which indicates a great prospect in the resolution of chiral drugs and positional isomers.

关 键 词：多孔有机笼 手性固定相 毛细管电色谱柱 手性拆分 

分 类 号：O657.3[理学—分析化学] O657.8[理学—化学]