Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Phase equilibria study of the binary systems (ionic liquid + thiophene): Desulphurization process

Domanska, U.[Urszula], Krolikowski, M.[Marek], Slesinska, K.[Katarzyna]
J. Chem. Thermodyn. 2009, 41, 11, 1303-1311
ABSTRACT
(Solid + liquid) equilibria (SLE) and (liquid + liquid) equilibria (LLE) for the binary systems: {ionic liquid (IL) N-butyl-4-methylpyridinium tosylate (p-toluenesulfonate) [BM4Py][TOS], or N-butyl-3- methylpyridinium tosylate [BM3Py][TOS], or N-hexyl-3-methylpyridinium tosylate [HM3Py][TOS], or N-butyl-4-methylpyridinium bis{(trifluoromethyl)sulfonyl}imide [BM4Py][NTf2], or 1,4-dimethylpyridinium tosylate [M1,4Py][TOS], or 2,4,6-collidine tosylate [M2,4,6Py][TOS], or 1-ethyl-3-methylimidazolium thiocyanate [EMIM][SCN], or 1-butyl-3-methylimidazolium thiocyanate [BMIM][SCN], or 1-hexyl-3- methylimidazolium thiocyanate [HMIM][SCN], or triethylsulphonium bis(trifluoromethylsulfonyl)imide [Et3S][NTf2] + thiophene} have been determined at ambient pressure. A dynamic method was used over a broad range of mole fractions and temperatures from (270 to 390) K. In the case of systems (pyridinium IL, or sulphonium IL + thiophene) the mutual immiscibility with an upper critical solution temperature (UCST) was detected at the very narrow and low mole fraction of the IL. For the binary systems containing (imidazolium thiocyanate IL + thiophene), the mutual immiscibility with the lower critical solution temperature (LCST) was detected at the higher mole fraction range of the IL. The basic thermal properties of the pure ILs, i.e. melting and glass-transition temperatures as well as the enthalpy of fusion have been measured using a differential scanning microcalorimetry technique (DSC). The well-known NRTL equation has been used to correlate experimental SLE/LLE data sets.
Compounds
# Formula Name
1 C4H4S thiophene
2 C17H23NO3S N-butyl-4-methylpyridinium tosylate
3 C9H15N3S 1-butyl-3-methylimidazolium thiocyanate
4 C12H16F6N2O4S2 1-butyl-4-methylpyridinium bis((trifluoromethyl)sulfonyl)amide
5 C8H15F6NO4S3 triethylsulfonium bis((trifluoromethyl)sulfonyl)imide
6 C7H11N3S 1-ethyl-3-methylimidazolium thiocyanate
7 C15H19NO3S 2,4,6-trimethylpyridinium 4-methylbenzenesulfonate
8 C17H23NO3S 1-butyl-3-methylpyridinium 4-methylbenzenesulfonate
9 C19H27NO3S 1-hexyl-3-methylpyridinium 4-methylbenzenesulfonate
10 C14H17NO3S 1,4-dimethylpyridinium 4-methylbenzenesulfonate
11 C11H19N3S 1-hexyl-3-methylimidazolium thiocyanate
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
  • 4
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 4
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Gas
  • DSC
  • 1
  • POMD
  • 4
  • Triple point temperature, K ; Glass
  • Glass
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 5
  • Normal melting temperature, K ; Crystal 1
  • Crystal 1
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 5
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal 1
  • Crystal 1
  • Liquid
  • Gas
  • DSC
  • 1
  • POMD
  • 5
  • Triple point temperature, K ; Glass
  • Glass
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 5
  • Triple point temperature, K ; Crystal 2
  • Crystal 2
  • Crystal 1
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 5
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal 2
  • Crystal 2
  • Crystal 1
  • Gas
  • DSC
  • 1
  • POMD
  • 6
  • Triple point temperature, K ; Glass
  • Glass
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 7
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 7
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Gas
  • DSC
  • 1
  • POMD
  • 7
  • Triple point temperature, K ; Glass
  • Glass
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 8
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 8
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Gas
  • DSC
  • 1
  • POMD
  • 8
  • Triple point temperature, K ; Glass
  • Glass
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 9
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 9
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Gas
  • DSC
  • 1
  • POMD
  • 9
  • Triple point temperature, K ; Glass
  • Glass
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 10
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 10
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Gas
  • DSC
  • 1
  • POMD
  • 11
  • Triple point temperature, K ; Glass
  • Glass
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 1
  • 2
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 2; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • VISOBS
  • 25
  • POMD
  • 1
  • 8
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 8; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 8
  • VISOBS
  • 14
  • POMD
  • 1
  • 8
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 8; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 15
  • POMD
  • 1
  • 9
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 9; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 9
  • VISOBS
  • 21
  • POMD
  • 1
  • 9
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 9; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 14
  • POMD
  • 1
  • 4
  • 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
  • 26
  • POMD
  • 1
  • 10
  • Quadruple (quintuple) point temperature, K ; Crystal - 10
  • Crystal - 10
  • Liquid mixture 1
  • Liquid mixture 2
  • Air at 1 atmosphere
  • visual
  • 1
  • POMD
  • 1
  • 10
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 10; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 10
  • VISOBS
  • 12
  • POMD
  • 1
  • 10
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 10; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 4
  • POMD
  • 1
  • 7
  • Quadruple (quintuple) point temperature, K ; Crystal - 7
  • Crystal - 7
  • Liquid mixture 1
  • Liquid mixture 2
  • Air at 1 atmosphere
  • visual
  • 1
  • POMD
  • 1
  • 7
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 7; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • VISOBS
  • 14
  • POMD
  • 1
  • 7
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 7; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 21
  • POMD
  • 1
  • 6
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 6; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 27
  • POMD
  • 1
  • 3
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 3; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 30
  • POMD
  • 1
  • 11
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 11; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 13
  • POMD
  • 1
  • 5
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 5; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 13