新型键合型纤维素类手性固定相的制备及安息香分离

Preparation of Bonded Cellulose 3,5-Dimethylphenylcarbamate Chiral Stationary Phase with a New Spacer and Its Application to the Resolution of Benzoin

采用六亚甲基二异氰酸酯作为键合试剂,制备了键合型纤维素3,5-二甲基苯基氨基甲酸酯手性固定相。分别往正己烷/乙醇或正己烷/异丙醇中添加四氢呋喃和二氯甲烷,系统地考察了四氢呋喃和二氯甲烷的含量对安息香外消旋体拆分的影响。实验结果表明,安息香两对映体的容量因子随二者含量的增加而降低,但分离效果变化不大,分离因子均在1.2以上。所制备的CSP在采用含有高浓度四氢呋喃(23%)、二氯甲烷的流动相进行手性分离时仍具有良好的稳定性。与涂敷型固定相相比,流动相选择范围更广。

Cellulose 3,5-dimethylphenylcarbamate was regioselectively bonded to macroporous silica gel at 6-position of the primary hydroxyl group on the glucose unit of cellulose with hexamethylene diisocyanate as a new spacer to form a new chiral stationary phase （CSP）. The primary composition of mobile phase was hexane/ethanol or hexane/isopropanol. Then the tetrahydrofuran （THF） or dichloromethane was added into such mobile phase and the effects of content of THF and dichloromethane on the separation were investigated. It was found that when increasing the content of THF and dichloromethane, the capacity factors of benzoin enantiomers were decreased, while the separation changes little. The separation factors were over 1.2 under all experimental conditions. The prepared CSP were stable under different mobile phases, even with 23% tetrahydrofuran in mobile phase.