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

Zhao, Lu and Chen, Fangfang and Guo, Fangjie and Liu, Weiping and Liu, Kai (2019) Enantioseparation of chiral perfluorooctane sulfonate (PFOS) by supercritical fluid chromatography (SFC): Effects of the chromatographic conditions and separation mechanism. Chirality, 31 (10). pp. 870-878. ISSN 0899-0042. https://resolver.caltech.edu/CaltechAUTHORS:20190819-100854059

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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 CO_2/2‐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.


Item Type:Article
Related URLs:
URLURL TypeDescription
https://doi.org/10.1002/chir.23120DOIArticle
ORCID:
AuthorORCID
Liu, Weiping0000-0002-1173-892X
Liu, Kai0000-0002-2109-8196
Additional Information:© 2019 Wiley Periodicals, Inc. Issue Online: 09 October 2019; Version of Record online: 13 August 2019; Manuscript accepted: 12 July 2019; Manuscript revised: 28 June 2019; Manuscript received: 25 January 2019. Funding Information: International Cooperation. Grant Number: 21320102007. National Natural Science Foundation of China. Grant Numbers: International Cooperation Grant No. 21320102007, Key Programme Grant No. 21427815.
Funders:
Funding AgencyGrant Number
National Natural Science Foundation of China21320102007
National Natural Science Foundation of China21427815
Subject Keywords:chiral separation; ion exchange separation mechanism; QN‐AX column
Issue or Number:10
Record Number:CaltechAUTHORS:20190819-100854059
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20190819-100854059
Official Citation:Zhao, L, Chen, F, Guo, F, Liu, W, Liu, K. Enantioseparation of chiral perfluorooctane sulfonate (PFOS) by supercritical fluid chromatography (SFC): Effects of the chromatographic conditions and separation mechanism. Chirality. 2019; 31: 870– 878. https://doi.org/10.1002/chir.23120
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:97994
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:19 Aug 2019 20:56
Last Modified:11 Oct 2019 19:34

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