Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Application of [HMim][NTf2], [HMim][TfO] and [BMim][TfO] ionic liquids on the extraction of toluene from alkanes: Effect of the anion and the alkyl chain length of the cation on the LLE

Corderi, S.[Sandra], Gonzalez, E. J.[Emilio J.], Calvar, N.[Noelia], Dominguez, A.[Angeles]
J. Chem. Thermodyn. 2012, 53, 60-66
ABSTRACT
In this paper, the separation of toluene from the aliphatic hydrocarbons heptane and cyclohexane employing the ionic liquids 1-hexyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide, [HMim]- [NTf2], 1-hexyl-3-methylimidazolium trifluoromethanesulfonate, [HMim][TfO] and 1-butyl-3-methylimidazolium trifluoromethanesulfonate, [BMim][TfO], as solvents was studied and discussed. Liquid liquid equilibrium data for the ternary systems {heptane, or cyclohexane + toluene + [HMim][NTf2], or [HMim][TfO], or [BMim][TfO]} and {heptane + cyclohexane + [HMim][NTf2], or [HMim][TfO], or [BMim][TfO]} were measured at T = 298.15 K and atmospheric pressure. The degree of consistency of the tie-lines was tested using the Othmer-Tobias equation. The solute distribution ratio and selectivity, derived from the experimental tie-lines, were used to determine if these ionic liquids can be used as potential solvents on the extraction of toluene from aliphatic hydrocarbons; a comparison with literature data where sulfolane is used as solvent was also included. Finally, the experimental data were correlated with the NRTL and UNIQUAC thermodynamic models.
Compounds
# Formula Name
1 C12H19F6N3O4S2 1-hexyl-3-methylimidazolium bis[(trifluoromethyl)sulfonyl]imide
2 C11H19F3N2O3S 1-hexyl-3-methylimidazolium trifluoromethanesulfonate
3 C9H15F3N2O3S 1-butyl-3-methylimidazolium trifluoromethanesulfonate
4 C7H16 heptane
5 C6H12 cyclohexane
6 C7H8 toluene
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
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 1
  • POMD
  • 1
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 1
  • POMD
  • 2
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 1
  • POMD
  • 2
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 1
  • POMD
  • 3
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 1
  • POMD
  • 3
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 1
  • POMD
  • 4
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 1
  • POMD
  • 4
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 1
  • POMD
  • 5
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 1
  • POMD
  • 5
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 1
  • POMD
  • 6
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 1
  • POMD
  • 6
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 1
  • POMD
  • 4
  • 1
  • Mass fraction - 4 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 1
  • POMD
  • 6
  • 1
  • Mass fraction - 6 ; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 1
  • POMD
  • 4
  • 2
  • Mass fraction - 4 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 1
  • POMD
  • 6
  • 2
  • Mass fraction - 6 ; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 1
  • POMD
  • 4
  • 3
  • Mass fraction - 4 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 1
  • POMD
  • 6
  • 3
  • Mass fraction - 6 ; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 1
  • POMD
  • 5
  • 1
  • Mass fraction - 5 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 1
  • POMD
  • 5
  • 2
  • Mass fraction - 5 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 1
  • POMD
  • 5
  • 3
  • Mass fraction - 5 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 1
  • POMD
  • 6
  • 4
  • 1
  • Mass fraction - 6 ; Liquid mixture 1
  • Mass fraction - 4 ; Liquid mixture 2
  • Mass fraction - 6 ; Liquid mixture 2
  • Mass fraction - 4; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Density calibration data
  • Density calibration data
  • Density calibration data
  • 11
  • POMD
  • 6
  • 4
  • 2
  • Mass fraction - 6 ; Liquid mixture 1
  • Mass fraction - 4 ; Liquid mixture 2
  • Mass fraction - 6 ; Liquid mixture 2
  • Mass fraction - 4; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Density calibration data
  • Density calibration data
  • Density calibration data
  • 10
  • POMD
  • 6
  • 4
  • 3
  • Mass fraction - 6 ; Liquid mixture 1
  • Mass fraction - 4 ; Liquid mixture 2
  • Mass fraction - 6 ; Liquid mixture 2
  • Mass fraction - 4; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Density calibration data
  • Density calibration data
  • Density calibration data
  • 10
  • POMD
  • 6
  • 5
  • 1
  • Mass fraction - 6 ; Liquid mixture 1
  • Mass fraction - 5 ; Liquid mixture 2
  • Mass fraction - 6 ; Liquid mixture 2
  • Mass fraction - 5; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Density calibration data
  • Density calibration data
  • Density calibration data
  • 11
  • POMD
  • 6
  • 5
  • 2
  • Mass fraction - 5 ; Liquid mixture 1
  • Mass fraction - 5 ; Liquid mixture 2
  • Mass fraction - 6 ; Liquid mixture 2
  • Mass fraction - 6; Liquid mixture 1
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 1
  • Liquid mixture 2
  • Titration method
  • Titration method
  • Titration method
  • 10
  • POMD
  • 6
  • 5
  • 3
  • Mass fraction - 6 ; Liquid mixture 1
  • Mass fraction - 5 ; Liquid mixture 2
  • Mass fraction - 6 ; Liquid mixture 2
  • Mass fraction - 5; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 2
  • Liquid mixture 1
  • Liquid mixture 2
  • Density calibration data
  • Density calibration data
  • Density calibration data
  • 10
  • POMD
  • 5
  • 4
  • 1
  • Mass fraction - 5 ; Liquid mixture 1
  • Mass fraction - 4 ; Liquid mixture 2
  • Mass fraction - 5 ; Liquid mixture 2
  • Mass fraction - 4; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Density calibration data
  • Density calibration data
  • Density calibration data
  • 10
  • POMD
  • 5
  • 4
  • 2
  • Mass fraction - 5 ; Liquid mixture 1
  • Mass fraction - 4 ; Liquid mixture 2
  • Mass fraction - 5 ; Liquid mixture 2
  • Mass fraction - 4; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Density calibration data
  • Density calibration data
  • Density calibration data
  • 10
  • POMD
  • 5
  • 4
  • 3
  • Mass fraction - 5 ; Liquid mixture 1
  • Mass fraction - 4 ; Liquid mixture 2
  • Mass fraction - 5 ; Liquid mixture 2
  • Mass fraction - 4; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Density calibration data
  • Density calibration data
  • Density calibration data
  • 10