Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

The influence of structure of ionic liquid containing cyano group on mutual solubility with water

Karpinska, Monika, Krolikowska, Marta
J. Chem. Thermodyn. 2019, 137, 56-61
ABSTRACT
In this research, the solubility of a following ionic liquids (ILs): 1-butyl-4-cyano-pyridinium bis{(triflouromethyl)sulfonyl}imide, [BCN4Py][NTf2], 1-hexyl-4-cyano-pyridinium bis{(trifluoromethyl)sulfonyl}imide, [HCN4Py][NTf2], 1-hexyl-3-cyano-pyridinium bis{(trifluoromethyl)sulfonyl}imide, [HCN3Py][NTf2], 1-octyl-3-cyano-pyridinium bis{(triflouromethyl)sulfonyl}imide, [OCN3Py][NTf2], in water were experimentally determined. The experiment was carried out at a wide temperature and composition range at ambient pressure using a dynamic method. Data obtained from this experiment was satisfactorily described with the Non-Random Two-Liquid (NRTL) thermodynamic model. Based on the experiment, the influence of the IL's structure, especially, the effect of the functionalization, position (positional isomers) and alkyl chain length of the substituents of the cation as well as the structure of the cation core on mutual solubility with water was analyzed and discussed. Additionally, the experimental data presented in this research were compared to available literature data for other ILs with a similar structure.
Compounds
# Formula Name
1 C12H13F6N3O4S2 1-butyl-4-cyanopyridinium bis(trifluoromethylsulfonyl)imide
2 C14H17F6N3O4S2 1-hexyl-4-cyanopyridinium bis(trifluoromethylsulfonyl)imide
3 C14H17F6N3O4S2 3-cyano-1-hexylpyridinium 1,1,1-trifluoro-N-[(trifluoromethyl)sulfonyl]methanesulfonamide
4 C16H21F6N3O4S2 3-cyano-1-octylpyridinium 1,1,1-trifluoro-N-[(trifluoromethyl)sulfonyl]methanesulfonamide
5 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
  • 1
  • 5
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 1; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 12
  • POMD
  • 2
  • 5
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 2; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 8
  • POMD
  • 3
  • 5
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 3; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 10
  • POMD
  • 4
  • 5
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 4; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 8