How Proton Transfer Equilibria Influence Ionic Liquid Properties: Molecular Simulations of Alkylammonium Acetates

The Journal of Physical Chemistry. B
Amir Taghavi Nasrabadi, Lev D Gelb

Abstract

Protic ionic liquids (PILs) form through proton transfer from a Brønsted acid to a Brønsted base. In this work we use molecular dynamics simulation to study how PIL properties vary with χ, the extent of the proton transfer reaction. Three PILs are considered: N-propylammonium acetate, [N3][Ac], N-butylammonium acetate, [N4][Ac], and N, N-dimethylbutylammonium acetate, [N114][Ac]. In all cases density and viscosity increase with increasing χ, while diffusivities of all species decrease with increasing χ. In each PIL the ionic conductivity exhibits a maximum at intermediate χ due to competition between increasing ion concentration and decreasing ion mobility. Ionicity analysis suggests that strongly correlated behavior is present at all χ. Finally, we determine the χ for which the properties of each simulated PIL best agree with experimental data; these are χ = 0.86, 0.80, and 0.18 for [N3][Ac], [N4][Ac], and [N114][Ac], respectively. These results suggest that proton transfer is nearly complete in the primary ammonium PILs but not in the tertiary ammonium PIL, consistent with recent experimental observations. We propose that this difference is due to cooperative production of hydrogen bonds with increasing χ in the primary ammon...Continue Reading

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Nov 26, 2019·The Journal of Physical Chemistry. B·L E ShmuklerL P Safonova
Mar 16, 2021·The Journal of Physical Chemistry. B·Enrico BodoAlessandro Mariani
Apr 23, 2021·The Journal of Physical Chemistry. B·Sharon Hammes-Schiffer
Jul 31, 2021·The Science of the Total Environment·Kuan Shiong KhooPau Loke Show
May 27, 2020·The Journal of Physical Chemistry. B·Th Dhileep Nagi Reddy, Bhabani S Mallik
Jan 4, 2022·The Journal of Physical Chemistry. B·Enrico Bodo

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