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Kinetic study on enhanced reactive extraction separation of terbutaline enantiomers by hydrophobic phase transfer
Separation and Purification Technology ( IF 8.6 ) Pub Date : 2017-12-30 , DOI: 10.1016/j.seppur.2017.12.059
Weifeng Xu , Qing Cheng , Panliang Zhang , Lelin Zeng , Kewen Tang

This paper reports a complex kinetic study on enhanced reactive extraction separation of terbutaline (TBTL) enantiomers by hydrophobic phase transfer. The hydroxypropyl-β-cyclodextrin (HP-β-CD) was selected as hydrophilic chiral selector to preferentially combine the S-TBTL enantiomer in the aqueous phase and the sodium tetraphenylborate (NaTPB) was used as hydrophobic phase transfer reagent to transfer more R-TBTL enantiomer into the organic phase. A specific kinetic model was derived and established for describing the complex chiral extraction process. In the model, the inclusion reaction of TBTL enantiomers with HP-β-CD in the aqueous phase was assumed in equilibrium, and the phase transfer reaction of TBTL enantiomers with NaTPB in the phase interface was controlled by kinetic factors. The different conditions such as agitation speed, interfacial area, and concentration of TBTL, HP-β-CD, and NaTPB were investigated, separately. The forward and backward rate constant of the extraction reaction was 1.49 × 10−6 m4/(mol s) and 2.33 × 10−9 m4/(mol s), respectively. The experimental data were in good agreement with the model predicted results, which confirmed the model assumptions that the phase transfer reaction has not chiral recognition functions but improved the distribution of TBTL in the organic phase, and the inclusion reaction provided the enantioseparation ability.



中文翻译:

疏水相转移增强特布他林对映异构体反应性萃取分离的动力学研究

本文报道了一项复杂的动力学研究,该研究通过疏水相转移增强了特布他林(TBTL)对映异构体的反应萃取分离。选择羟丙基-β-环糊精(HP- β -CD)作为亲水性手性选择剂,优先将S-TBTL对映异构体在水相中结合,并将四苯基硼酸钠(NaTPB)用作疏水相转移试剂,以转移更多R TBTL对映异构体进入有机相。推导并建立了一个特定的动力学模型来描述复杂的手性萃取过程。在该模型中,TBTL对映异构体与HP- β的包合反应假定水相中的-CD处于平衡状态,并且TBTL对映异构体与NaTPB在相界面中的相转移反应受动力学因素控制。分别研究了不同的条件,例如搅拌速度,界面面积以及TBTL,HP- β -CD和NaTPB的浓度。萃取反应的前进和后退速率常数分别为1.49×10 -6  m 4 /(mol s)和2.33×10 -9  m 4/(mol s)分别。实验数据与模型预测结果吻合良好,这证实了模型假设,即相转移反应没有手性识别功能,但改善了TBTL在有机相中的分布,包合反应提供了对映分离能力。

更新日期:2017-12-30
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