Hydrogen Bonding Interactions between a Representative Pyridinium-Based Ionic Liquid [BuPy][BF4] and Water/Dimethyl Sulfoxide
- 15 June 2010
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Physical Chemistry B
- Vol. 114 (26), 8689-8700
- https://doi.org/10.1021/jp103438q
Abstract
Infrared spectroscopy and density functional theory calculations have been applied to elucidate the hydrogen bonding interactions between water/dimethyl sulfoxide (DMSO) and a representative pyridinium-based ionic liquid, 1-butylpyridinium tetrafluoroborate ([BuPy][BF(4)]). It has been found that both solvents can interact with the BuPy(+) cation through the aromatic C-H. The strength of the H-bonds involving the aromatic C-H in water is similar to that in pure [BuPy][BF(4)], but is much stronger in DMSO. For DMSO, when it forms H-bonds with the BuPy(+) cation through its S=O group, its back-side methyl groups act as electron donors, while the butyl group of the cation acts as an electron acceptor. For water, when it forms the strong anion-HOH-anion complex, it can also form H-bonds with the aromatic C-H on the BuPy(+) cation. This is different from the imidazolium-based ionic liquid, where the strong anion-cation interaction and steric hindrance from the alkyls prevent water molecules from H-bonding with the aromatic C-H other than with the anion.Keywords
This publication has 56 references indexed in Scilit:
- Pseudolattice Theory of the Surface Tension of Ionic Liquid−Water MixturesThe Journal of Physical Chemistry B, 2009
- Density and Heat Capacity as a Function of Temperature for Binary Mixtures of 1-Butyl-3-methylpyridinium Tetrafluoroborate + Water, + Ethanol, and + NitromethaneJournal of Chemical & Engineering Data, 2007
- Thermo-chemical properties of aqueous solution containing ionic liquids: 1. The heat of reaction mixed 1-methyl-3-butylimidazolium chloride with InCl3Fluid Phase Equilibria, 2006
- Enthalpy of solution of the ionic liquid BMIBF4 in waterThermochimica Acta, 2005
- Electrolytic conductivity of four imidazolium-based room-temperature ionic liquids and the effect of a water impurityThe Journal of Chemical Thermodynamics, 2005
- Mixing Schemes in Ionic Liquid−H2O Systems: A Thermodynamic StudyThe Journal of Physical Chemistry B, 2004
- Ionic Liquids as Green SolventsPublished by American Chemical Society (ACS) ,2003
- Ionic liquids: Innovative fluids for chemical processingAIChE Journal, 2001
- Influence of chloride, water, and organic solvents on the physical properties of ionic liquidsPure and Applied Chemistry, 2000
- Room-Temperature Ionic Liquids. Solvents for Synthesis and CatalysisChemical Reviews, 1999