Thermodynamics Research Center / ThermoML | Fluid Phase Equilibria

Feasibility of phosphonium-based ionic liquids as solvents for extractive desulfurization of liquid fuels

Ahmed, O. U.[Omar U.], Mjalli, F. S.[Farouq S.], Gujarathi, A. M.[Ashish M.], Al-Wahaibi, T.[Talal], Al-Wahaibi, Y.[Yahya], AlNashef, I. M.[Inas M.]
Fluid Phase Equilib. 2015, 401, 102-109
ABSTRACT
Binary solid liquid equilibria for phosphonium based ionic liquids with dibenzothiophene (DBT) were measured within the temperature range of 303.15 to 353.15 K. The influence of temperature and ionic liquid structure on solubility of dibenzothiophene is presented. The solubility of DBT in all tested ionic liquids increased with temperature and as high as 52.93 wt% DBT in solution was obtained at 353.15 K. At this temperature, the solubility of DBT in ILs based on the trihexyl(tetradecyl)phosphonium cation depends on the anion of the IL. This dependency was found to be in the order; Cl- greater than Br- approx equal to N (CN)2- greater than [NTf2]- greater than bis(2,4,4-trimethylpentyl)phosphinate. The experimental solubility data was satisfactorily correlated using NRTL thermodynamic model. Finally, more than 99% (DBT) and 96% (thiophene) sulfur removal were achieved after 4th and 5th extraction stages respectively using the triisobutyl (methyl) phosphonium tosylate ionic liquid under mild operating conditions.
Compounds
# Formula Name
1 C32H68ClP trihexyl(tetradecyl)phosphonium chloride
2 C32H68BrP tetradecyltrihexylphosphonium bromide
3 C48H102O2P2 trihexyltetradecylphosphonium bis(2,4,4-trimethylpentyl)phosphinate
4 C34H68N3P tetradecyl(trihexyl)phosphonium dicyanamide
5 C20H37O3PS triisobutylmethylphosphonium p-toluenesulfonate
6 C34H68F6NO4PS2 trihexyl(tetradecyl)phosphonium bis[(trifluoromethyl)sulfonyl]imide
7 C12H8S dibenzothiophene
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
  • Mass fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 6
  • POMD
  • 7
  • 2
  • Mass fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 6
  • POMD
  • 7
  • 3
  • Mass fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 6
  • POMD
  • 7
  • 4
  • Mass fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 6
  • POMD
  • 7
  • 5
  • Mass fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 6
  • POMD
  • 7
  • 6
  • Mass fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 6