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手性溶剂萃取分离布洛芬对映体
引用本文:阎建辉,盛盈,黄可龙,唐课文,易建民. 手性溶剂萃取分离布洛芬对映体[J]. 化工学报, 2007, 58(3): 679-684
作者姓名:阎建辉  盛盈  黄可龙  唐课文  易建民
作者单位:湖南理工学院化学化工系,湖南,岳阳,414000;中南大学化学化工学院,湖南,长沙,410083;中南大学化学化工学院,湖南,长沙,410083;湖南理工学院化学化工系,湖南,岳阳,414000
基金项目:国家自然科学基金 , 湖南省自然科学基金
摘    要:
研究了布洛芬对映体在含有疏水性L-酒石酸酯的1,2-二氯乙烷溶液及甲醇水溶液两相中的萃取分配行为,考察了不同烷基链长的L-酒石酸酯、D-酒石酸酯以及L-酒石酸酯的浓度、有机溶剂的种类和溶解布洛芬的甲醇水溶液浓度对分配系数K和分离因子α的影响。实验表明,L-酒石酸酯与布洛芬Ⅱ对映体形成的复合物稳定性比与布洛芬Ⅰ对映体形成的复合物稳定性要大,而D-酒石酸酯的萃取性能则与此相反,它与布洛芬Ⅰ对映体形成的复合物稳定性比与布洛芬Ⅱ对映体形成的复合物稳定性要大。有机溶剂的萃取性能为醇>1,2-二氯乙烷>烷烃,随着溶解布洛芬的甲醇水溶液中甲醇浓度的增大,分配系数K和分离因子α均降低,当甲醇的浓度为10%时,可以得到最佳的K和α。随着L-酒石酸酯浓度的提高,分配系数K和分离因子α先增大后减小,当L-酒石酸酯的浓度约为0.2 mol·L-1时,K和α达到最大值;L-酒石酸酯的碳链长度对分配系数K和分离因子α也有很大的影响。

关 键 词:布洛芬  L-酒石酸酯  D-酒石酸酯  手性萃取
文章编号:0438-1157(2007)03-0679-06
收稿时间:2006-02-14
修稿时间:2006-02-142006-07-31

Separation of ibuprofen enantiomers by chiral extraction with hydrophobic tartaric esters
YAN Jianhui,SHENG Ying,HUANG Kelong,TANG Kewen,YI Jianmin. Separation of ibuprofen enantiomers by chiral extraction with hydrophobic tartaric esters[J]. Journal of Chemical Industry and Engineering(China), 2007, 58(3): 679-684
Authors:YAN Jianhui  SHENG Ying  HUANG Kelong  TANG Kewen  YI Jianmin
Affiliation:1 Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414000, Hunan, China ; 2 School of Chemistry and Chemical Engineering, Central South University, Changsha 410083, Hunan, China
Abstract:
The distribution of ibuprofen enantiomers was examined in aqueous methanol solution and 1,2-dichloroethane organic solvent containing a chiral selector hydrophobic L-tartaric ester or D-tartaric ester.The influences of the length of alkyl chain of L-tartaric ester or D-tartaric ester, the concentration of L-tartaric ester,different organic solvents and the concentration of aqueous methanol solution on the partition coefficient(K) and separation factor(α) of ibuprofen, were investigated.L-tartaric ester formed more stable complex with Ⅱ-ibuprofen than with Ⅰ-ibuprofen.In contrast,D-tartaric ester formed more stable complex withⅠ-ibuprofen than with Ⅱ-ibuprofen.The extraction performance of organic solvents was different.For example, alcohols>1,2-dichloroethane>alkanes.K and αwere the highest when the concentration of aqueous methanol solution was 10%.With further increasing concentration of aqueous methanol solution,partition coefficient and separation factor decreased.With increasing concentration of L-tartaric ester, K and αincreased firstly,and then decreased.K and αwere the highest,when the concentration of L-tartaric ester was 0.2 mol·L-1.The length of alkyl chain of L-tartaric esters and D-tartaric esters also had a great influence on K and α.
Keywords:ibuprofen   L-tartaric esters   D-tartaric esters   chiral extraction
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