Chinese Journal of Chromatography ›› 2016, Vol. 34 ›› Issue (3): 321-326.DOI: 10.3724/SP.J.1123.2015.11025

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Comparative separation of chiral compounds by supercritical fluid chromatography and high performance liquid chromatography

ZHANG Jing1, CHEN Xiaodong2, LI Liqun1, HE Jianfeng1, FAN Jun1, ZHANG Weiguang1,2   

  1. 1. School of Chemistry and Environment, South China Normal University, Guangzhou 510006, China;
    2. Guangzhou Research & Creativity Biotechnology Co. Ltd., Guangzhou 510663, China
  • Received:2015-11-14 Online:2016-03-08 Published:2012-09-28
  • Supported by:

    Project of National Natural Science Foundation of China (Nos. 21171059, 21571070); Innovation Fund for Technology Based Firms (No. 13C26214404534); Guangdong Provincial Science and Technology Project (Nos. 2012B010900043, 2014A010101145); Guangzhou Science and Technology Project (Nos. 2013J4400027, 201508020093).

Abstract:

Supercritical fluid chromatographic (SFC) technique has been widely applied in the analysis, determinations and chromatographic preparations of chiral compounds in past decades due to some advantages such as fast speed, high efficiency and low consumption of organic solvents. Herein, 24 kinds of chiral compounds (H1-H24) have been resolved on four polysaccharide-coated chiral stationary phases (CSPs) by SFC and high performance liquid chromatography (HPLC), separately. Taking into account their retention times and selection factors of these compounds, SFC separation showed a better efficiency than HPLC for most of the compounds, except for some axis-chiral compounds. Some complementarity between SFC and HPLC separations was observed. For H15-H17, their retentions in SFC separations showed a strengthening trend with increasing carbon numbers of side alkyl chain, whereas a reverse tendency in HPLC separation was displayed. Most interestingly, an elution order reversal of metconazole enantiomers was found in this work. In brief, these results would provide some valuable references for the development of SFC separation methods in the future.

Key words: elution order reversal, enantiomers, enantioseparation, high performance liquid chromatography (HPLC), polysaccharide-based chiral stationary phases, supercritical fluid chromatography (SFC)

CLC Number: