Study on extraction kinetics of α-cyclopentylmandelic acid enantiomers with hydroxyethyl-β-cyclodextrin as chiral selector

被引:1
作者
Zhang, Panliang [1 ,2 ]
Jiang, Pan [3 ]
Xu, Weifeng [1 ]
Liu, Yu [1 ]
Xiong, Biquan [1 ]
Qiu, Yunren [2 ]
Tang, Kewen [1 ]
机构
[1] Hunan Inst Sci & Technol, Dept Chem & Chem Engn, Yueyang 414006, Peoples R China
[2] Cent S Univ, Sch Chem & Chem Engn, Changsha 410083, Hunan, Peoples R China
[3] Xiangtan Univ, Coll Chem Engn, Xiangtan 411105, Peoples R China
关键词
Kinetics; Liquid-liquid extraction; Chiral resolution; alpha-Cyclopentylmandelic acid; LIQUID-MEMBRANE METHOD; REACTIVE EXTRACTION; SEPARATION; EQUILIBRIUM; CHROMATOGRAPHY; COMPLEXATION; RESOLUTION;
D O I
10.1016/j.cjche.2017.04.001
中图分类号
TQ [化学工业];
学科分类号
0817 ;
摘要
In this work, the kinetic study on reactive extraction of alpha-cyclopentylmandelic acid (alpha-CPMA) enantiomers was performed in a Lewis cell using hydroxyethyl-beta-cyclodextrin (HE-beta-CD) as chiral selector. The enantioselective complexation equilibrium between HE-beta-CD and a-CPMA enantiomers was studied by phase solubility method. The important process parameters affecting the initial extraction rate were separately studied and the reaction rate equations were deduced. The optimal conditions for kinetic study were as follows: stirring speed of 75 r.min(-1), interfacial area of 12.56 cm(2), pH of 2.5, initial HE-beta-CD concentration of 0.05 mol.L-1, initial alpha-CPMA concentration of 5 mmol.L-1, and temperature of 278 K. The reaction has been found to be first order in alpha-CPMA and second order in HE-beta-CD with the forward rate constants of 2.056 x 10(-3) m(6).mol(-2).s(-1) and 1.459 x 10(-3) m(6) . mol(-2) . s(-1) for (S)-alpha-CPMA and (R)-alpha-CPMA, respectively. The complexation equilibrium constants were evaluated as 61 L.mol(-1) and 117 L.mol(-1) for (S)-alpha-CPMA and (R)-alpha-CPMA, and the intrinsic enantioselectivity is estimated as 1.92. (C) 2017 The Chemical Industry and Engineering Society of China, and Chemical Industry Press. All rights reserved.
引用
收藏
页码:67 / 72
页数:6
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