色谱

色谱 ›› 2011, Vol. 29 ›› Issue (12): 1188-1193.DOI: 10.3724/SP.J.1123.2011.01188

• 研究论文 • 上一篇    下一篇

微量水对α-丙酸类化合物对映体正相色谱分离选择性的影响

夏婷婷, 张晓翔, 顾芳, 陈景文, 蔡喜运*   

  1. 工业生态与环境工程教育部重点实验室 大连理工大学环境学院, 辽宁 大连 116024
  • 收稿日期:2011-07-08 修回日期:2011-08-06 出版日期:2011-12-28 发布日期:2012-01-15
  • 通讯作者: 蔡喜运,博士,副教授,主要研究方向为环境污染化学. Tel: (0411)84707844,
  • 基金资助:

    霍英东教育基金项目(No. 114042)、国家自然科学基金项目(No. 20707002)和教育部创新团队项目(No. IRT0813).

Effects of trace water in mobile phase on enantioseparation of α-propionate derivatives in normal phase chromatography

XIA Tingting, ZHANG Xiaoxiang, GU Fang, CHEN Jingwen, CAI Xiyun*   

  1. Key Laboratory of Industrial Ecology and Environmental Engineering (Ministry of Education), School of Environmental Science and Technology, Dalian University of Technology, Dalian 116024, China
  • Received:2011-07-08 Revised:2011-08-06 Online:2011-12-28 Published:2012-01-15

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摘要： 采用正相液相色谱系统,通过向流动相中添加微量水,建立了8种手性α-丙酸类污染物或降解产物对映体的拆分方法,并探讨了微量水的影响机制。采用的色谱柱为Chiralcel OJ-H column (25 cm×4.6 mm, 5 μm),以正己烷-异丙醇-乙酸为流动相,流速为0.8 mL/min。结果表明,微量水的添加能显著影响α-丙酸类污染物及其降解产物对映体的分离效果;微量水可通过竞争待测组分在手性固定相上的作用位点,或者诱导流动相pH的变化来改变弱酸类化合物的解离,影响α-丙酸类化合物的手性拆分;弱酸类化合物比羧酸酯和酰胺类等中性化合物对微量水的响应更敏感,其中部分化合物的拆分机制发生了改变。

关键词: α-丙酸类化合物, 降解产物, 手性, 微量水, 正相色谱

Abstract: Trace water was added as a modifier of the mobile phase to achieve enantioseparation of α-propionate pollutants and their degradation products in normal phase high performance liquid chromatography (HPLC). A Chiralcel OJ-H column (25 cm×4.6 mm, 5 μm) was used with hexane-isopropanol-acetic acid as the mobile phase. The flow rate of the mobile phase was 0.8 mL/min. The results indicated that the addition of trace water differentially improved enantiomeric resolution of chiral α-propionate compounds, depending on the amount of water added and chemical structure of the analytes. It is primarily ascribed to the fact that trace water bound to chiral stationary phase and competed with the analytes. Moreover, trace water affected pH values of the mobile phase and the dissociation of free acids, thereby induced the variation in resolution efficiency. Additionally, the free acids were more sensitive to trace water than their neutral analogues (i.e., amides and carboxylic esters), in terms of the different roles of enthalpy and entropy terms.

Key words: α-propionate compounds, chiral, degradation products, trace water, normal phase chromatography