Separation of ibuprofen enantiomers by chiral extraction with hydrophobic tartaric esters

阎建辉 盛盈 黄可龙 唐课文 易建民

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Separation of ibuprofen enantiomers by chiral extraction with hydrophobic tartaric esters

更新时间：2025-12-10

- Separation of ibuprofen enantiomers by chiral extraction with hydrophobic tartaric esters
- CIESC Journal Issue 3, (2007)
- 作者机构：
  
  1. 湖南理工学院化学化工系
  2. 中南大学化学化工学院
- 作者简介：
- 基金信息：
- DOI：
  CLC：
- Online First：05 March 2007，
  
  Published：05 March 2007
- 稿件说明：
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阎建辉盛盈黄可龙唐课文易建民. Separation of ibuprofen enantiomers by chiral extraction with hydrophobic tartaric esters[J]. CIESC Journal, 2007, (3).
DOI：

阎建辉盛盈黄可龙唐课文易建民. Separation of ibuprofen enantiomers by chiral extraction with hydrophobic tartaric esters[J]. CIESC Journal, 2007, (3). DOI：

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。

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.

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