手性萃取分离普萘洛尔对映体的研究

Enantioselective separation of propranolol enantiomers by chiral extraction

目的以S,S-酒石酸酯为手性选择剂,研究普萘洛尔对映体在水相和有机相中的萃取分配行为,建立实验中优化的手 性萃取条件。方法考察水相pH值、选择剂浓度和对映体浓度的化学计量关系、有机溶剂以及不同烷基链酒石酸酯对萃取 性能的影响;对萃取过程进行量热分析;使用中空纤维膜研究其多级萃取分离应用效果。结果 S,S-酒石酸十二酯为手性选 择剂,氯仿为有机溶剂,水相pH值约为4．4,对映体浓度约为5 mmol·L-1。使用量热分析从热力学角度证明该手性萃取过程 同时为焓控和熵控过程。通过多级手性萃取,出口水相普萘洛尔对映体浓度比值约为1．46。结论合适的萃取条件下能够 实现普萘洛尔对映体的手性分离。

OBJECTIVE To investigate the distribution behavior of propranolol enantiomers in the aqueous and organic phase containing a chiral selector S, S-tartrate, and to establish the optima chiral extraction conditions. METHODS The influence of pH in aqueous phase, the stoichiometry relation of selector concentration and enantiomers concentration, organic solvents and different alkyl chains of S, S-tartrates on the extraction performance were investigated. On these extraction conditions, the calorimetry was analysed on extraction process, The application effect of multi-step extractive separation was researched by hollow fiber membrane.RESULTS S, S-di-n-dodecylltartrate was used as chiral selector, chloroform was used as organic solvent, pH in aqueous phase was about 4.4, and the enantiomers concentration was about 5.0 mmol·L^-1. The process was demonstrated thermodynamically to be a process controlled by enthalpy and entropy at the same time. The concen- tration ratio of S to R （1.46） was obtained in the aqueous phase by hollow fiber membrane extraction. CONCLUSION It is feasible for enantioselective separation of propranolol enantiomers under appropriate chiral extractions.