Equilibrium studies on reactive extraction of naproxen enantiomers using hydrophilic β-cyclodetrin derivatives extractants

被引:6
作者
Tang, Kewen [1 ]
Miao, Jiabing [2 ]
Zhou, Tao [2 ]
Song, Litao [2 ]
机构
[1] Hunan Inst Sci & Technol, Dept Chem & Chem Engn, Yueyang 414006, Hunan, Peoples R China
[2] Cent S Univ, Coll Chem & Chem Engn, Changsha 410083, Hunan, Peoples R China
基金
中国国家自然科学基金;
关键词
Chiral separation; Reactive extraction; beta-Cyclodextrin derivatives; Naproxen enantiomers; RECOGNITION CHIRAL EXTRACTION; PERFORMANCE LIQUID-CHROMATOGRAPHY; CAPILLARY-ZONE-ELECTROPHORESIS; AMINO-ACIDS; ENANTIOSELECTIVE SEPARATION; STATIONARY PHASES; CYCLODEXTRIN; RESOLUTION; ELECTROCHROMATOGRAPHY; COMPLEXES;
D O I
10.1007/s10847-010-9832-2
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple and low-cost method using liquid-liquid extraction coupled with complexation reactive technique has been developed for enantioselective separation of naproxen enantiomers. Three kinds of modified beta-cyclodextrins including methyl-beta-cyclodextrin (Me-beta-CD), hydroxyethyl-beta-cyclodextrin (HE-beta-CD) and hydroxypropyl-beta-cyclodextrin (HP-beta-CD), were selected as hydrophilic chiral selectors for extraction naproxen from organic phase to aqueous phase. A systematic study of the factors affecting chiral separation performance were investigated. The experiment results obtained show that, HP-beta-CD, HE-beta-CD and Me-beta-CD has stronger recognition abilities for S-naproxen than those for R-naproxen. Among the beta-CD derivatives studied, HP-beta-CD has the strongest ability for chiral recognition and separation. Excellent enantioselectivity (a) of 1.59 is obtained under the optimal conditions of pH of 2.5 and temperature of 5 A degrees C.
引用
收藏
页码:213 / 220
页数:8
相关论文
共 51 条
  • [1] Chiral separations by capillary zone electrophoresis with the use of cyanoethylated-β-cyclodextrin as chiral selector
    Aturki, Z
    Desiderio, C
    Mannina, L
    Fanali, S
    [J]. JOURNAL OF CHROMATOGRAPHY A, 1998, 817 (1-2) : 91 - 104
  • [2] Chiral separation of amino-alcohols using extractant impregnated resins
    Babic, Katarina
    Driessen, G. H. M.
    van der Ham, A. G. J.
    de Haan, A. B.
    [J]. JOURNAL OF CHROMATOGRAPHY A, 2007, 1142 (01) : 84 - 92
  • [3] Determination of naproxen with chemiluminescence detection
    Campiglio, A
    [J]. ANALYST, 1998, 123 (07) : 1571 - 1574
  • [4] Carlos AMA, 2004, ANGEW CHEM INT EDIT, V43, P5293
  • [5] Enantiomeric separation of naproxen by high performance liquid chromatography using CHIRALCEL OD as stationary phase
    Chen De-Miao
    Qiang, Fu
    Na, Li
    Zhang Song-Xian
    Zhang Qian-Qian
    [J]. CHINESE JOURNAL OF ANALYTICAL CHEMISTRY, 2007, 35 (01) : 75 - 78
  • [6] CHEN YY, 2008, J CENT SOUTH UNIV T, V39, P374
  • [7] Synthesis of chiral 18-crown-6 ethers containing lipophilic chains and their enantiomeric recognition of chiral ammonium picrates
    Colera, M
    Costero, AM
    Gaviña, P
    Gil, S
    [J]. TETRAHEDRON-ASYMMETRY, 2005, 16 (15) : 2673 - 2679
  • [8] De Bruin TJM, 2000, CHIRALITY, V12, P627, DOI 10.1002/1520-636X(2000)12:8<627::AID-CHIR5>3.0.CO
  • [9] 2-1
  • [10] High-Speed Microchip Electrophoresis Method for the Separation of (R,S)-Naproxen
    Guihen, Elizabeth
    Hogan, Anna-Marie
    Glennon, Jeremy D.
    [J]. CHIRALITY, 2009, 21 (02) : 292 - 298