高等学校化学学报

高等学校化学学报

• 研究论文 • 上一篇    下一篇

厚体液膜动力学拆分普萘洛尔外消旋体

胡卫国, 焦飞鹏, 黄可龙, 王蔚玲   

  1. 中南大学化学化工学院, 长沙 410083
  • 收稿日期:2007-05-28 修回日期:1900-01-01 出版日期:2008-02-10 发布日期:2008-02-10
  • 通讯作者: 黄可龙

Kinetic Resolution of Racemic Propranolol by Bulk Liquid Membrane

HU Wei-Guo, JIAO Fei-Peng, HUANG Ke-Long*, WANG Wei-Ling   

  1. College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, China
  • Received:2007-05-28 Revised:1900-01-01 Online:2008-02-10 Published:2008-02-10
  • Contact: HUANG Ke-Long

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被引次数

4

摘要： 以S,S-酒石酸正十二酯和H3BO生成的配合物为手性载体, 通过量热分析结果初步证明该配合物的存在, 采用厚体液膜拆分了普萘洛尔外消旋体. 考察了S,S-酒石酸十二酯浓度和水相pH值对拆分性能的影响, 优化了其拆分操作条件, 同时进行了动力学分析. 得出厚体液膜拆分的一般规律, 即其拆分属于动力学拆分过程, 适当提高手性载体的浓度有利于提高对映单体流量和拆分的立体选择性, 水相pH值对于拆分性能有着重要的影响. 其拆分过程中萃取反应过程为控速步骤, 对映单体的跨膜传递可以用两个串联的准一级不可逆过程进行描述.

关键词: 厚体液膜, 动力学拆分, 普萘洛尔外消旋体

Abstract: Bulk liquid membrane(BLM) was developed for the resolution of racemic propranolol(PPL), via the formation of complex between (S,S)-di-n-dodecyl tartrate(DDT) and boric acid, the complex was used as chiral the carrier which was preliminarily characterized by calorimetry. The influences of the molar concentration ratio of PPL to DDT and pH in aqueous phase on the resolution performance were investigated. The optimal resolution conditions were obtained. The resolution process was also analyzed by means of kinetics. At last, the primary research law of BLM resolution was obtained. The law shows that the kinetic resolution is demonstrated to be a process of kinetic resolution. Using the higher DDT concentration will be in favor of increasing the flux of enantiomer and enantioselectivity of resolution. pH of aqueous phase has an important influence on BLM resolution. The resolution process was controlled by extraction reaction. The transport of enantiomer across membrane can be described by two consecutive irreversible pseudo first order reactions.

Key words: Bulk liquid membrane, Kinetic resolution, Racemic propranolol

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