Thermodynamics Research Center / ThermoML | Fluid Phase Equilibria

The effect of the cation aromaticity upon the thermophysical properties of piperidinium- and pyridinium-based Ionic Liquids

Bhattacharjee, A.[Arijit], Carvalho, P. J.[Pedro J.], Coutinho, J. A. P.[Joao A. P.]
Fluid Phase Equilib. 2014, 375, 80-88
ABSTRACT
Experimental data on density, viscosity, refractive index and surface tension of four ILs: 1-Methyl-1-propylpiperidinium bis(trifluormethylsulfonyl)imide [C3C1Pip][NTf2], 1- Butyl-1-methylpiperidinium bis(trifluormethylsulfonyl)imide [C4C1Pip][NTf2], 3-Methyl-1- propylpyridinium bis(trifluormethylsulfonyl)imide [C3C1Py][NTf2] and 1-Butyl-3- methylpyridinium bis(trifluormethylsulfonyl)imide [C4C1Py][NTf2] were measured in the temperature range between (288.15 and 353.15) K and at atmospheric pressure to evaluate the impact of the cation s aromaticity upon the thermophysical properties of ionic liquids. The properties investigated show that the pyridinium aromatic ring, with its o o interactions, leads to a more rigid, compact and organized liquid phase, while the less rigid structure of the piperidinium cation induces more entanglement and consequently higher resistance to shear stress (higher viscosities) and better surface arrangement (higher surface tensions). The group contribution methods proposed by Gardas and Coutinho were also evaluated and fitted to the experimental data, allowing the proposal of new parameters for the cations investigated.
Compounds
# Formula Name
1 C11H20F6N2O4S2 1-methyl-1-propylpiperidinium bis(trifluoromethylsulfonyl)imide
2 C12H22F6N2O4S2 1-butyl-1-methylpiperidinium bis(trifluoromethanesulfonyl)imide
3 C11H14F6N2O4S2 3-methyl-1-propylpyridinium bis(trifluoromethylsulfonyl)imide
4 C12H16F6N2O4S2 1-butyl-3-methylpyridinium 1,1,1-trifluoro-N-[(trifluoromethyl)sulfonyl]methanesulfonamide
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
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 14
  • POMD
  • 1
  • Viscosity, Pa*s ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Capillary tube (Ostwald; Ubbelohde) method
  • 14
  • POMD
  • 1
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 14
  • POMD
  • 1
  • Surface tension liquid-gas, N/m ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Pendant drop shape
  • 7
  • POMD
  • 2
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 14
  • POMD
  • 2
  • Viscosity, Pa*s ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Capillary tube (Ostwald; Ubbelohde) method
  • 14
  • POMD
  • 2
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 14
  • POMD
  • 2
  • Surface tension liquid-gas, N/m ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Pendant drop shape
  • 7
  • POMD
  • 3
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 14
  • POMD
  • 3
  • Viscosity, Pa*s ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Capillary tube (Ostwald; Ubbelohde) method
  • 14
  • POMD
  • 3
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 14
  • POMD
  • 3
  • Surface tension liquid-gas, N/m ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Pendant drop shape
  • 7
  • POMD
  • 4
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 14
  • POMD
  • 4
  • Viscosity, Pa*s ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Capillary tube (Ostwald; Ubbelohde) method
  • 14
  • POMD
  • 4
  • Refractive index (Na D-line) ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Standard Abbe refractometry
  • 14
  • POMD
  • 4
  • Surface tension liquid-gas, N/m ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Pendant drop shape
  • 7