Equilibrium Studies on Liquid-Liquid Reactive Extraction of Phenylsuccinic Acid Enantiomers Using Hydrophilicβ-CD Derivatives Extractants

• Published in: Chinese journal of chemical engineering Vol. 19; no. 3; pp. 397 - 403
• Main Author: 唐课文 苗家兵 周涛 刘永兵
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 01.06.2011
• Subjects: Chemical engineering; Cyclodextrins; Derivatives; enantiomer resolution; Enantiomers; Liquid-liquid extraction; phenylsuccinic acid enantiomers; Selectors; Separation; solvent extraction; β-CD derivatives; β-环糊精衍生物; 亲水性; 对映体; 提取液; 羟丙基-β-环糊精; 苯基; 萃取剂; solvent extraction; enantiomer resolution; β-CD derivatives; phenylsuccinic acid enantiomers
• ISSN: 1004-9541; 2210-321X
• DOI: 10.1016/S1004-9541(09)60227-5

This paper deals with the enantioseparation of phenylsuccinic acid（H2A）enantiomers by liquid-liquid reactive extraction usingβ-CD derivatives as aqueous selectors.Cyclodextrin and its derivatives can interact with guest molecules selectively to form complexes with different stabilities.Cyclodextrin derivatives are not soluble in organic liquids,but highly soluble in water.In this work,hydroxypropyl-β-cyclodextrin（HP-β-CD）,hydroxyethyl- β-cyclodextrin（HE-β-CD）and methyl-β-cyclodextrin（Me-β-CD）were selected as chiral selectors in aqueous phase for the reactive extraction of phenylsuccinic acid enantiomers from organic phase to aqueous phase.The results show that the efficiency of the extraction depends,often strongly,on a number of process variables,including the types of organic solvents andβ-CD derivatives,the concentrations of the extractants and H2A enantiomers,pH and temperature.HP-β-CD,HE-β-CD and Me-β-CD have stronger recognition abilities for R-phenylsuccinic acid than for S-phenylsuccinic acid.Among the three kinds ofβ-CD derivatives,HP-β-CD has the strongest separation ability. Excellent enantioseparation was achieved under the optimal conditions of pH of 2.5 and temperature of 5°C with a maximum enantioselectivity（a）of 2.38.Reactive extraction of enantiomers with hydrophilicβ-CD derivatives is of strong chiral separation ability and can be hopeful for separations of various enantiomers at a large-scale.