Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Thermodynamic properties of the N-octylquinolinium bis{(trifluoromethyl)sulfonyl}imide

Zawadzki, M.[Maciej], Domanska, U.[Urszula]
J. Chem. Thermodyn. 2012, 48, 276-283
ABSTRACT
This work is a continuation of our wide ranging investigation on quinolinium based ionic liquids (ILs). The study includes specific basic characterisation of the synthesized compounds N-octylquinolinium bromide, [OQuin][Br] and N-octylquinolinium bis{(trifluoromethyl)sulfonyl}imide [OQuin][NTf2] by NMR spectra, elementary analysis and water content. Differential scanning calorimetry (DSC) measurements gave us properties of the pure [OQuin][NTf2] i.e. melting and glass-transition temperatures, the enthalpy of fusion as well as heat capacity at the glass transition. Densities and viscosities were determined as a function of temperature. The temperature-composition phase diagrams of 10 binary mixtures composed of organic solvent dissolved in the IL: {[OQuin][NTf2] + aromatic hydrocarbon (benzene, or thiophene, or toluene, or ethylbenzene, or n-propylbenzene), or an alcohol (1-butanol, or 1-hexanol, or 1-octanol, or 1-decanol, or 1-dodecanol)} were measured at ambient pressure. A dynamic method was used over a broad range of mole fractions and temperatures from (250 to 370) K. For mixtures with benzene and alkylbenzenes, the immiscibility gap in the liquid phase in a low mole fraction of the IL was observed with upper critical solution temperature (UCST) higher than the boiling point of the solvent. In the system with thiophene, the immiscibility gap is lower and UCST was measured. For binary mixtures with alcohols, complete miscibility in the liquid phase was observed for 1-butanol and 1-hexanol. In the systems with longer chain alcohols, the immiscibility gap with UCST was noted. Typical behaviour for ILs was observed with an increase of the chain length of an alcohol the solubility decreases. The well-known NRTL equation was used to correlate experimental (solid + liquid), SLE and (liquid + liquid), LLE phase equilibrium data sets.
Compounds
# Formula Name
1 C19H24F6N2O4S2 1-octylquinolinium bis[(trifluoromethyl)sulfonyl]imide
2 C6H6 benzene
3 C8H10 ethylbenzene
4 C9H12 propylbenzene
5 C4H4S thiophene
6 C7H8 toluene
7 C4H10O butan-1-ol
8 C6H14O hexan-1-ol
9 C8H18O octan-1-ol
10 C10H22O decan-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 ; Glass
  • Glass
  • 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
  • Triple point temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 1
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS
  • 1
  • POMD
  • 1
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 9
  • POMD
  • 1
  • Viscosity, Pa*s ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Falling or rolling sphere viscometry
  • 9
  • POMD
  • 2
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS
  • 1
  • POMD
  • 2
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 14
  • POMD
  • 2
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • VISOBS
  • 6
  • 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
  • 25
  • 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
  • 16
  • POMD
  • 5
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 17
  • POMD
  • 5
  • 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
  • 12
  • POMD
  • 6
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 25
  • POMD
  • 6
  • 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
  • 3
  • POMD
  • 7
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 15
  • POMD
  • 8
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 31
  • 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
  • 10
  • 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
  • 19
  • 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
  • 6
  • 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
  • 14
  • 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
  • 4
  • 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
  • 16