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Equilibrium Studies on Liquid-Liquid Reactive Extraction of Phenylsuccinic Acid Enantiomers Using Hydrophilicβ-CD Derivatives Extractants 被引量:1

水溶性β-环糊精反应萃取分离苯基琥珀酸对映体的平衡研究(英文)
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摘要 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. 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.
出处 《Chinese Journal of Chemical Engineering》 SCIE EI CAS CSCD 2011年第3期397-403,共7页 中国化学工程学报(英文版)
基金 Supported by the National Natural Science Foundation of China(20976041) the Program for New Century Excellent Talents in University,the Natural Science Foundation of Hunan Province(10JJ1004) the Open Fund Project of Key Laboratory in Hunan University(09K095)
关键词 solvent extraction enantiomer resolution β-CD derivatives phenylsuccinic acid enantiomers β-环糊精衍生物 对映体 提取液 亲水性 萃取剂 CD 羟丙基-β-环糊精 苯基
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  • 1Wang, X.J., Wiehler, H., Ching, C.B., "Physicochemical properties and the crystallization thermodynamics of the pure enantiomer and the racemate for n-methylephedrine", J Chem Eng Data, 48, 1092-1098(2003).
  • 2Wang, X., Wang, X.J,, Ching, C.B., "Solubility, metastable zone width, and racemic characterization of propanolol hydrochloride", Chirality, 14, 318-324 (2002).
  • 3Tang, K.W., Chen, Y.Y., Huang, K.L., Liu, J.J., "Enantioseleetive resolution of chiral aromatic acids by biphasic recognition chiral ex- traction", Tetrahedron: Asymmetry, 18, 2399-2408 (2007).
  • 4Yokota, M., Doki, N., Shimizu, K., "Chiral separation of a racemic compound induced by transformation of racemic crystal structures: DL-glutamic acid", Cryst. Growth Des,, 6, 1588-1590 (2006).
  • 5Guibitz, G., Schmid, M.G., "Chiral separation by capillary electromi- gration techniques", J Chromatogr A, 1204, 140-156 (2008).
  • 6Hefnawy, M.M., Aboul-Enein, H.Y., "A validated LC method for the determination of vesamicol enantiomers in human plasma using vancomycin chiral stationary phase and solid phase extraction", J. Pharm. Biomed. Anal. 35, 535-543 (2004).
  • 7Houlton, S., "Resolution and racemisation of chiral drugs", Manuf Chem., 72, 16-17 (2001).
  • 8Maier, N.M., Franco, P., Lindner, W., "Separation of enantiomers: needs, challenges, perspectives", J. Chromatogr. A, 906, 3-33 (2001).
  • 9Steensma, M., Kuipers, N.J.M., De Haan, A.B., Kwant, G., "Model- ling and experimental evaluation of reaction kinetics in reactive extraction for chiral separation of amines, amino acids and amino-alcohols', Chem. Eng. Sci., 62, 1395-1407 (2007).
  • 10Viegas, R.M.C., Afonso, C.A.M., Crespo, J.G., Coelhoso, I.M., "Modelling of the enantio-selective extraction of propranolol in a biphasic system", Sep. Purif. Technol., 53, 224 234 (2007).

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