Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Phase equilibria study of {N-butylquinolinium bis{(trifluoromethyl)sulfonyl}imide + aromatic hydrocarbons, or an alcohol} binary systems

Domanska, U.[Urszula], Zawadzki, M.[Maciej], Tshibangu, M. M., Ramjugernath, D.[Deresh], Letcher, T. M.[Trevor M.]
J. Chem. Thermodyn. 2010, 42, 9, 1180-1186
ABSTRACT
Quinolinium ionic liquid has been prepared from 1-butylquinolinium bromide as a substrate. The work includes specific basic characterization of synthesized compound by NMR spectra, elementary analysis and water content. The basic thermal properties of the pure IL, i.e. melting and glass-transition temperatures, as well as the enthalpy of fusion have been measured using a differential scanning microcalorimetry technique (DSC). (Solid + liquid) phase equilibria (SLE) and (liquid + liquid) phase equilibria (LLE) for the binary systems: ionic liquid (IL) N-butylquinolinium bis{(trifluoromethyl)sulfonyl}imide, {([BQuin][NTf2]) + aromatic hydrocarbon (benzene, or toluene, or methylbenzene, or propylbenzene, or thiophene), or an alcohol (ethanol, or 1-butanol, or 1-hexanol, or 1-octanol, or 1-dodecanol)} have been determined at ambient pressure. A dynamic method was used over a broad range of mole fractions and temperatures from (260 to 330) K. For the binary systems, the simple eutectic diagrams were observed with immiscibility in the liquid phase with an upper critical solution temperature (UCST). For mixtures with alcohols, it was observed that with increasing chain length of an alcohol the solubility decreases and the UCST increases. In the case of mixture (IL + benzene, or alkylbenzene, or thiophene) the eutectic systems with mutual immiscibility in the liquid phase with very high UCSTs were observed. These points were not detectable with our method and they were observed at low ionic liquid mole fraction. Densities at high temperatures were determined and extrapolated to T = 298.15 K. Well-known UNIQUAC, and NRTL equations have been used to correlate experimental SLE data sets. For the systems containing immiscibility gaps {IL + an alcohol} parameters of the LLE correlation equation have been derived using only the NRTL equation.
Compounds
# Formula Name
1 C15H16F6N2O4S2 1-butylquinolinium bis((trifluoromethyl)sulfonyl)amide
2 C6H6 benzene
3 C7H8 toluene
4 C8H10 ethylbenzene
5 C9H12 propylbenzene
6 C4H4S thiophene
7 C2H6O ethanol
8 C4H10O butan-1-ol
9 C6H14O hexan-1-ol
10 C8H18O octan-1-ol
11 C12H26O dodecan-1-ol
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
  • Triple point temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS
  • 1
  • POMD
  • 1
  • Triple point temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 1
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 1
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 4
  • POMD
  • 2
  • 1
  • Quadruple (quintuple) point temperature, K ; Crystal - 2
  • Crystal - 2
  • Liquid mixture 1
  • Liquid mixture 2
  • Air at 1 atmosphere
  • visual
  • 1
  • POMD
  • 2
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 22
  • POMD
  • 2
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • VISOBS
  • 10
  • POMD
  • 3
  • 1
  • Quadruple (quintuple) point temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Air at 1 atmosphere
  • visual
  • 1
  • POMD
  • 3
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 20
  • POMD
  • 4
  • 1
  • Quadruple (quintuple) point temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Air at 1 atmosphere
  • visual
  • 1
  • POMD
  • 4
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 32
  • POMD
  • 5
  • 1
  • Quadruple (quintuple) point temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Air at 1 atmosphere
  • visual
  • 1
  • POMD
  • 5
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 20
  • POMD
  • 6
  • 1
  • Quadruple (quintuple) point temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Air at 1 atmosphere
  • visual
  • 1
  • POMD
  • 6
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 25
  • POMD
  • 7
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 24
  • POMD
  • 8
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 16
  • POMD
  • 9
  • 1
  • Quadruple (quintuple) point temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Air at 1 atmosphere
  • visual
  • 1
  • POMD
  • 9
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 7
  • POMD
  • 9
  • 1
  • 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
  • 15
  • POMD
  • 10
  • 1
  • Quadruple (quintuple) point temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Air at 1 atmosphere
  • visual
  • 1
  • POMD
  • 10
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 5
  • POMD
  • 10
  • 1
  • 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
  • 20
  • POMD
  • 11
  • 1
  • Quadruple (quintuple) point temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Air at 1 atmosphere
  • visual
  • 1
  • POMD
  • 11
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 2
  • POMD
  • 11
  • 1
  • 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
  • 11