Chang Yinxia, Zhou Lingling, Yuan Liming
Faculty of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650092, China.
Se Pu. 2007 Mar;25(2):203-6.
Cellulose-2, 3, 6-trisphenylcarbamate, cellulose-2, 3-bisphenylcarbamate, cellulose2,3,6-tris(3,5-dimethylphenylcarbamate) and cellulose-2,3-bis(3,5-dimethylphenylcarbamate) were synthesized and respectively coated on silica gel as chiral stationary phases for high performance liquid chromatography (HPLC). Nine pairs of enantiomers, which are ( +/- )-phenyl-1, 2-ethanediol, ( +/- )-2-phenyl-1 -propanol, DL-alpha-methylbenzylamine, DL-mandelic acid, ( +/- ) -1-(1-naphthyl) ethanol, ( +/- ) -propranolol, ( +/- ) -3-benzyloxy-1, 2-propanediol, DL-tyrosine and ( +/- ) -di-O, O-p-toluyl-D-tartaric acid, were separated using hexane-isopropanol as mobile phase on the columns packed with the chiral stationary phases. For comparative reasons, the ratio of hexane/isopropanol in the eluent was kept at 9: 1 (v/v) in all experiments, and the chromatographic separations were performed at 30 degrees C with a flow rate of 0. 5 mL/min. All the test solutes were detected at 254 nm. The results showed that enantioseparation of cellulose-2,37bisphenylcarbamate was better than cellulose-2,3,6-trisphenylcarbamate for the test enantiomers, and cellulose-2,3-bis (3 ,5-dimethylphenylcarbamate) had low retention factors and short analysis times for most enantiomers and good separation factors for some racemates compared to cellulose-2,3,6-tris(3,5-dimethylphenylcarbamate).
合成了纤维素-2,3,6-三苯基氨基甲酸酯、纤维素-2,3-二苯基氨基甲酸酯、纤维素-2,3,6-三（3,5-二甲基苯基氨基甲酸酯）和纤维素-2,3-二（3,5-二甲基苯基氨基甲酸酯），并分别将它们涂覆在硅胶上作为高效液相色谱（HPLC）的手性固定相。使用己烷-异丙醇作为流动相，在填充有手性固定相的色谱柱上分离了九对对映体，分别为（±）-苯基-1,2-乙二醇、（±）-2-苯基-1-丙醇、DL-α-甲基苄胺、DL-扁桃酸、（±）-1-（1-萘基）乙醇、（±）-普萘洛尔、（±）-3-苄氧基-1,2-丙二醇、DL-酪氨酸和（±）-二-O，O-对甲苯甲酰-D-酒石酸。出于比较的目的，在所有实验中洗脱液中己烷/异丙醇的比例保持在9:1（v/v），色谱分离在30℃下以0.5 mL/min的流速进行。所有测试溶质均在254 nm处检测。结果表明，对于测试对映体，纤维素-2,3-二苯基氨基甲酸酯的对映体分离效果优于纤维素-2,3,6-三苯基氨基甲酸酯，与纤维素-2,3,6-三（3,5-二甲基苯基氨基甲酸酯）相比，纤维素-2,3-二（3,5-二甲基苯基氨基甲酸酯）对大多数对映体具有较低的保留因子和较短的分析时间，对一些外消旋体具有良好的分离因子。
