Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Thermodynamic properties of the N-butylisoquinolinium bis(trifluoromethylsulfonyl)imide

Domanska, U.[Urszula], Zawadzki, M.[Maciej]
J. Chem. Thermodyn. 2011, 43, 6, 989-995
ABSTRACT
A new isoquinolinium ionic liquid (IL) has been synthesised as a continuation of our work with quinolinium-based ionic liquids (ILs). The work includes specific basic characterization of synthesized compounds: N-isobutylquinolinium bromide, [BiQuin][Br] and N-isobutylquinolinium bis{(trifluoromethyl) sulfonyl}imide [BiQuin][NTf2] by NMR spectra, elementary analysis and water content. The basic thermal properties of the pure [BiQuin][NTf2], i.e. melting and glass-transition temperatures, the enthalpy of fusion as well as heat capacity at glass transition have been measured using a differential scanning microcalorimetry technique (DSC). Densities and viscosities were determined as a function of temperature. The temperature-composition phase diagrams of 8 binary mixtures composed of organic solvent dissolved in the IL: {[BiQuin][NTf2] + aromatic hydrocarbon (benzene, or toluene, or ethylbenzene, or n-propylbenzene), or an alcohol (1-butanol, or 1-hexanol, or 1-octanol, or 1-decanol)} were measured at ambient pressure. A dynamic method was used over a broad range of mole fraction and temperature from (270 to 320) K. For all the binary systems with benzene and alkylbenzenes, the eutectic diagrams were observed with an immiscibility gap in the liquid phase existing at low mole fraction of the IL with a very high upper critical solution temperature (UCST). For mixtures with alcohols, complete miscibility was observed for 1-butanol and also an immiscibility gap with UCST in the liquid phase for the remaining alcohols. The typical dependence was observed that with increasing 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 C15H16F6N2O4S2 2-butylisoquinolinium bis[(trifluoromethyl)sulfonyl]amide
2 C6H6 benzene
3 C7H8 toluene
4 C8H10 ethylbenzene
5 C9H12 propylbenzene
6 C4H10O butan-1-ol
7 C6H14O hexan-1-ol
8 C8H18O octan-1-ol
9 C10H22O decan-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
  • Normal melting 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
  • Triple point temperature, K ; Glass
  • Glass
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 1
  • Viscosity, Pa*s ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Falling or rolling sphere viscometry
  • 9
  • POMD
  • 1
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 9
  • POMD
  • 2
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 15
  • POMD
  • 2
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • VISOBS
  • 15
  • 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
  • 26
  • 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
  • 24
  • 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
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 17
  • POMD
  • 7
  • 1
  • Quadruple (quintuple) point temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Air at 1 atmosphere
  • visual
  • 1
  • POMD
  • 7
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 10
  • POMD
  • 7
  • 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
  • 8
  • 1
  • Quadruple (quintuple) point temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Air at 1 atmosphere
  • visual
  • 1
  • POMD
  • 8
  • 1
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 6
  • POMD
  • 8
  • 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
  • 29
  • 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
  • 3
  • 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
  • 21