Enantioselective Liquid鈥揕iquid Extraction of Racemic Ibuprofen by l-Tartaric Acid Derivatives

详细信息    查看全文

• 作者：Zhongqi Ren ; Yong Zeng ; Yutao Hua ; Yongqi Cheng ; Zhimin Guo
• 刊名：Journal of Chemical & Engineering Data
• 出版年：2014
• 出版时间：August 14, 2014
• 年：2014
• 卷：59
• 期：8
• 页码：2517-2522
• 全文大小：250K
• ISSN：1520-5134

文摘

Enantioselective liquid鈥搇iquid extraction (ELLE) of racemic ibuprofen enantiomers was studied by using l-tartaric acid derivatives as chiral extractants in the organic phase. The chiral recognition mechanism of two ibuprofen enantiomers with l-tartaric acid esters was preliminarily investigated using density functional theory. The calculated binding energy of the (R)-ibuprofen/l-tartaric acid dihexyl ester complex (鈭?4.32 kJ路mol^鈥?) is higher than that of the (S)-ibuprofen/l-tartaric acid dihexyl ester complex (鈭?9.74 kJ路mol^鈥?). The influences of the type and concentration of the l-tartaric acid ester, the type of organic solvent, and the pH of the aqueous phase in the ELLE process were experimentally studied. The results showed that l-tartaric acid dipentyl ester was the best chiral extractant for racemic ibuprofen. The distribution coefficient and separation factor were best with polar organic solvents at low pH. Under the optimum conditions (0.2 mol路L^鈥? l-tartaric acid dipentyl ester in the organic phase and decanol as the solvent), the maximum enantioselectivity of racemic ibuprofen enantiomers was over 1.2.