ABSTRACT

The solubility of water in tetradecyltrihexylphosphonium-based ionic liquids (ILs) with the bromide, bis(trifluoromethylsulfonyl)imide, bis(2,4,4-trimethylpentyl)phosphinate, chloride, decanoate, and dicyanimide anions was measured at temperatures between (288.15 and 318.15) K and atmospheric pressure. The effect of the nature of the IL anion, as well as the influence of temperature, are analyzed and discussed. From the experimental results, it was found that the anion-induced hydrophobicity increases from bis(2,4,4- trimethylpentyl)phosphinate less than decanoate less than chloride less than bromide less than dicyanimide less than bis(trifluoromethylsulfonyl) imide. COSMO-RS, a predictive method based on unimolecular quantum chemistry calculations, was used to predict the solubility of the water-IL binary systems. COSMO-RS was found to provide fine qualitative and quantitative predictions of the experimental data for extremely hydrophobic ILs. Less accurate predictions were observed with the increase of the anion hydrophilic character.

Compounds

#	Formula	Name
1	C34H68F6NO4PS2	trihexyl(tetradecyl)phosphonium bis[(trifluoromethyl)sulfonyl]imide
2	C34H68N3P	tetradecyl(trihexyl)phosphonium dicyanamide
3	C32H68BrP	tetradecyltrihexylphosphonium bromide
4	C32H68ClP	trihexyl(tetradecyl)phosphonium chloride
5	C42H87O2P	trihexyltetradecylphosphonium decanoate
6	C48H102O2P2	trihexyltetradecylphosphonium bis(2,4,4-trimethylpentyl)phosphinate
7	H2O	water

Datasets

The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type	Compound-#	Property	Variable	Constraint	Phase	Method	#Points
POMD	7 1	Mole fraction - 7 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Titration method	7
POMD	7 2	Mole fraction - 7 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Titration method	7
POMD	7 3	Mole fraction - 7 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Titration method	7
POMD	7 4	Mole fraction - 7 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Titration method	7
POMD	7 5	Mole fraction - 7 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Titration method	7
POMD	7 6	Mole fraction - 7 ; Liquid mixture 1	Temperature, K; Liquid mixture 1	Pressure, kPa; Liquid mixture 1	Liquid mixture 1 Liquid mixture 2	Titration method	7

Thermodynamics Research Center / ThermoML | Journal of Chemical and Engineering Data

Solubility of Water in Tetradecyltrihexylphosphonium-Based Ionic Liquids

Freire, M. G.[Mara G.], Carvalho, P. J.[Pedro J.], Gardas, R. L.[Ramesh L.], Santos, L. M. N. B. F.[Luis M. N. B. F.], Marrucho, I. M.[Isabel M.], Coutinho, J. A. P.[Joao A. P.]

ABSTRACT