Enantioseparation of chiral perfluorooctane sulfonate (PFOS) by supercritical fluid chromatography (SFC): Effects of the chromatographic conditions and separation mechanism

Chirality. 2019 Oct;31(10):870-878. doi: 10.1002/chir.23120. Epub 2019 Aug 13.

Abstract

Perfluorooctane sulfonate (PFOS) is one of the most frequently detected perfluoroalkyl substances in environmental and human samples. Previous studies have shown that nonracemic PFOS in biological samples can be used as a marker of PFOS exposure sources. In recent years, supercritical fluid chromatography (SFC) has emerged as a powerful method to separate chiral compounds. In this study, a method of perfluoro-1-methylheptane sulfonate (1 m-PFOS) enantioseparation by SFC was established. The optimal separation was obtained using a Chiralpak QN-AX column with CO2 /2-propanol (70/30, v/v) as the mobile phase with a flow rate of 1 mL/min, column temperature was 32°C, and BPR pressure was 1800 psi. The resolution (Rs) and retention time were 0.88 and 130 minutes, respectively. This method is more economic and greener than HPLC. Modifier pH and column temperature were determined to be significant factors of SFC chiral separation. Modifier pH is negatively correlated with the retention factors and Rs. Adsorption thermodynamics were used to explain the influence of temperature change, and it was concluded that the transfer of two enantiomers from the mobile phase to the stationary phase is enthalpy-driven. Enantioseparation of 1 m-PFOS by SFC follows the same rules of ion exchange as those for the chiral separation by HPLC.

Keywords: QN-AX column; chiral separation; ion exchange separation mechanism.

Publication types

  • Research Support, Non-U.S. Gov't