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Correlation of the Solubilizing Abilities of Hexyl(trimethyl)ammonium bis((Trifluoromethyl)sulfonyl)imide, 1-Propyl-1-methylpiperidinium bis((Trifluoromethyl)sulfonyl)imide, and 1-Butyl-1-methyl-pyrrolidinium Thiocyanate

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Abstract

Chromatographic retention data were measured for a wide range of organic solutes on 1-butyl-1-methylpyrrolidinium thiocyanate ([BMPyrr]+[SCN]−), hexyl(trimethyl)ammonium bis((trifluoromethyl)sulfonyl)imide ([HexM3Am]+[(Tf)2N]−), and 1-propyl-1-methylpiperidinium bis((trifluoromethyl)sulfonyl)imide ([PMPip]+[(Tf)2N]−) stationary phases at 323 and 353 K. The measured retention factors were combined with published infinite dilution activity coefficient and gas-to-water partition coefficient data to yield gas-to-anhydrous ionic liquid (IL) partition coefficients and water-to-anhydrous IL partition coefficients. Both sets of partition coefficients were analyzed using the Abraham model. The derived Abraham model correlations describe the observed gas-to-IL and water-to-IL partition coefficient data to within average standard deviations of 0.116 and 0.156 log10 units, respectively.

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Authors and Affiliations

  1. Department of Chemistry, University of North Texas, 1155 Union Circle Drive #305070, Denton, TX, 76203-5017, USA

    Laura M. Grubbs, Shulin Ye, Mariam Saifullah & William E. Acree Jr.

  2. Department of Chemistry, The University of Toledo, 2801 W. Bancroft Street MS 602, Toledo, OH, 43606, USA

    Pamela Twu & Jared L. Anderson

  3. Department of Chemistry, University of Missouri-Columbia, Columbia, MO, 65211, USA

    Gary A. Baker

  4. Department of Chemistry, University College London, 20 Gordon Street, London, WC1H 0AJ, UK

    Michael H. Abraham

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  1. Laura M. Grubbs
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  2. Shulin Ye
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  3. Mariam Saifullah
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  4. William E. Acree Jr.
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  6. Jared L. Anderson
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  7. Gary A. Baker
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  8. Michael H. Abraham
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Correspondence to William E. Acree Jr..

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Grubbs, L.M., Ye, S., Saifullah, M. et al. Correlation of the Solubilizing Abilities of Hexyl(trimethyl)ammonium bis((Trifluoromethyl)sulfonyl)imide, 1-Propyl-1-methylpiperidinium bis((Trifluoromethyl)sulfonyl)imide, and 1-Butyl-1-methyl-pyrrolidinium Thiocyanate. J Solution Chem 40, 2000–2022 (2011). https://doi.org/10.1007/s10953-011-9770-7

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  • DOI: https://doi.org/10.1007/s10953-011-9770-7

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