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Issue 30, 2017
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Structure–property relationships in protic ionic liquids: a thermochemical study

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Abstract

How does cation functionality influence the strength of intermolecular interactions in protic ionic liquids (PILs)? Quantifying the energetics of PILs can be an invaluable tool to answer this fundamental question. With this in view, we have determined the standard molar enthalpy of vaporization, Image ID:c7cp02230a-t1.gif, and the standard molar enthalpy of formation, Image ID:c7cp02230a-t2.gif, of three tertiary ammonium acetate PILs with varying cation functionality, and of their corresponding precursor amines, through a combination of Calvet-drop microcalorimetry, solution calorimetry, and ab initio calculations. The obtained results suggest that these PILs vaporize as their neutral acid and base precursors. We also found a strong correlation between Image ID:c7cp02230a-t3.gif of the PILs and of their corresponding amines. This suggests that, within this series of PILs, the influence of cation modification on their cohesive energies follows a group additivity rule. Finally, no correlation between the Image ID:c7cp02230a-t4.gif of PILs and the extent of proton transfer, as estimated from the difference in aqueous pKa between the precursor acid and the conjugate acid of the precursor base, was observed.

Graphical abstract: Structure–property relationships in protic ionic liquids: a thermochemical study

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Publication details

The article was received on 06 Apr 2017, accepted on 10 Jul 2017 and first published on 10 Jul 2017


Article type: Paper
DOI: 10.1039/C7CP02230A
Citation: Phys. Chem. Chem. Phys., 2017,19, 19928-19936
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    Structure–property relationships in protic ionic liquids: a thermochemical study

    J. E. S. J. Reid, F. Agapito, C. E. S. Bernardes, F. Martins, A. J. Walker, S. Shimizu and M. E. Minas da Piedade, Phys. Chem. Chem. Phys., 2017, 19, 19928
    DOI: 10.1039/C7CP02230A

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