键合纤维素(4-甲基苯甲酸酯)手性固定相的制备及其手性拆分

Preparation of Covalently Bonded Cellulose (4-methylbenzoate) Chiral Stationary Phase and Enantioseparation

采用包夹聚合法 ,将硅小球同硅烷化试剂反应制得乙烯基硅胶 ,然后将该乙烯基硅胶同经十一烯酰氯、4 甲基苯甲酰氯衍生的纤维素共聚 ,制备出含不同官能团的聚合物包夹硅基的键合型纤维素 (4 甲基苯甲酸酯 )类手性固定相。分别以正己烷 /异丙醇、正己烷 /四氢呋喃为流动相 ,对此键合型手性固定相的手性识别能力进行了评价。为了与同类型的涂敷型纤维素 (4 甲基苯甲酸酯 )手性固定相作比较 ,合成了涂敷型纤维素(4 甲基苯甲酸酯 )手性固定相。结果表明 ,键合型纤维素 (4 甲基苯甲酸酯 )手性固定相具有一定的手性识别能力 ,可以拆分所研究的 6种手性化合物中的 4种。

Cellulose (10-undecenoate/4-methylbenzoate) was prepared by reaction of microcrystalline cellulose with 10-undecenoyl chloride and 4-methylbenzoyl chloride. Using encapsulated copolymerization method, the chemical bonded cellulose (4-methylbenzoate) chiral stationary phase was obtained by fixing cellulose ( 10-undecenoate/4-methylbenzoate) on vinyl silica gel. The stationary phase was characterized with IR method. The chiral discrimination ability of the obtained high performance liquid chromatographic chiral stationary phase was tested with n-hexane/2-propanol and n-hexane/tetrahydrofuran (THF) as mobile phases. Comparing the enantioselectivity of the bonded cellulose (4-methylbenzoate) chiral stationary phase to that of an analogous coated cellulose-derived chiral stationary phase, coated cellulose (4-methylbenzoate) chiral stationary phase was prepared following the method described in reference. The results show that four of the six racemic compounds tested were separated on bonded cellulose (4-methylbenzoate) chiral stationary phase. Racemic compound 2 was separated partly when changing 2-propanol to THF as mobile phase modifier.