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流动相组成对酒石酸衍生固定相手性拆分热力学函数的影响
Influence of Mobile Phase Composition on Thermodynamic Parameters of Enantioseparation by Chiral Stationary Phase Derived from Tartaric Acid
【摘要】 在L酒石酸衍生的手性键合网状聚合物固定相KromasilCHIDMB上正相拆分了2苯甲酰氨基3苯基丙酸甲酯,讨论了流动相中极性添加剂含量对手性拆分及相关热力学函数的影响,结果表明,氢键为主的分子间作用力对手性识别起重要作用,流动相中极性醇含量低时固定相释放出慢吸附/解吸识别位。当流动相为V(正己烷)∶V(异丙醇)=99∶1,流速为1.0mL/min、柱温为25℃时,该氨基酸衍生物分离因子可达1.661,出峰时间在14min内。采用非质子性添加剂THF时成功地拆分了安息香消旋体,分离因子可达1.168。
【Abstract】 2-Benzoylamino-3-phenyl-propionic acid methyl ester was enantioseparated by HPLC with a chiral stationary phase(CSP) commercially named Kromasil CHI-DMB. This CSP contained a chiral immobilized network polymer derived from L-tartaric acid. The effects of the amount of polar modifier in the mobile phase on the chiral resolution and associated thermodynamic parameters were studied. The interactions, which (involve) hydrogen bonding principally, are believed to be important for the chiral recognition. The slow adsorption/(desorption) sites are released in low 2-propanol concentration. The separation factor was 1.661 for this (amino) acid derivative when n-hexane/2-propanol(volume ratio 99∶1) was used as mobile phase at a flow rate of (1.0 mL/min) and 25 ℃ with retention time being within 14 minutes. Benzoin was successfully enantio-(separated) when non-protonic modifier(THF) was used. The separation factor could reach to 1.168.
【Key words】 chiral resolution; thermodynamic parameter; tartaric acid; amino acid derivative; benzoin;
- 【文献出处】 应用化学 ,Chinese Journal of Applied Chemistry , 编辑部邮箱 ,2005年07期
- 【分类号】O657.7
- 【被引频次】7
- 【下载频次】126