Thermodynamics Research Center / ThermoML | Fluid Phase Equilibria

The ionic liquid effect on solubility of aniline, a simple aromatic amine: Perspective of solvents' mixture

Santos, S. I.[Susana I.], Bogel-Lukasik, E.[Ewa], Bogel-Lukasik, R.[Rafal]
Fluid Phase Equilib. 2012, 325, 105-110
ABSTRACT
The satisfactory mutual solubility of aniline and bis(trifluoromethylsulfonyl)amide or trifluoromethanesulfonate-based ionic liquids can open new perspectives in processing of phenylamine derivatives. Liquid-liquid equilibrium (LLE) and solid-liquid equilibrium (SLE) measurements were performed using a dynamic (synthetic) method. The solubility of aniline in trifluoromethanesulfonate ionic liquids was found to be significantly lower than in the studied bis(trifluoromethylsulfonyl)amide ionic liquids. Furthermore, the solubility of aniline in mixed solvents was studied, and thus, the possibility to enhance solubility maintaining benefits coming from the presence of hydrophilic trifluoromethanesulfonate ionic liquid was highlighted.
Compounds
# Formula Name
1 C6H7N aniline
2 C7H11F3N2O3S 1-ethyl-3-methylimidazolium trifluoromethanesulfonate
3 C9H15F3N2O3S 1-butyl-3-methylimidazolium trifluoromethanesulfonate
4 C11H19F3N2O3S 1-hexyl-3-methylimidazolium trifluoromethanesulfonate
5 C13H23F3N2O3S 1-octyl-3-methylimidazolium trifluoromethanesulfonate
6 C15H27F3N2O3S 1-decyl-3-methylimidazolium trifluoromethansulfate
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
  • 1
  • 2
  • Liquid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 2; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Liquid - 1
  • VISOBS
  • 7
  • POMD
  • 1
  • 3
  • Liquid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 3; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Liquid - 1
  • VISOBS
  • 8
  • POMD
  • 1
  • 4
  • Liquid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 4; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Liquid - 1
  • VISOBS
  • 9
  • POMD
  • 1
  • 5
  • Liquid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 5; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Liquid - 1
  • VISOBS
  • 8
  • POMD
  • 1
  • 6
  • Liquid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 6; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Liquid - 1
  • VISOBS
  • 8
  • POMD
  • 1
  • 6
  • Solid-liquid equilibrium temperature, K ; Crystal
  • Mole fraction - 6; Crystal
  • Pressure, kPa; Crystal
  • Crystal
  • Liquid
  • VISOBS
  • 11