Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Phase equilibrium study of the binary systems (N-hexyl-3-methylpyridinium tosylate ionic liquid + water, or organic solvent)

Domanska, U.[Urszula], Krolikowski, M.[Marek]
J. Chem. Thermodyn. 2011, 43, 10, 1488-1494
ABSTRACT
The (solid + liquid) phase equilibrium (SLE) and (liquid + liquid) phase equilibrium (LLE) for the binary systems ionic liquid (IL) N-hexyl-3-methylpyridinium tosylate (p-toluenesulfonate), {([HM3Py] [TOS] + water, or an alcohol (1-butanol, or 1-hexanol, or 1-octanol, or 1-decanol), or an aromatic hydrocarbon (benzene, toluene, or ethylbenzene, or propylbenzene), or an alkane (n-hexane, n-heptane, n-octane)} have been determined at ambient pressure using a dynamic method. Simple eutectic systems with complete miscibility in the liquid phase were observed for the systems involving water and alcohols. The phase equilibrium diagrams of IL and aromatic or aliphatic hydrocarbons exhibit eutectic systems with immiscibility in the liquid phase with an upper critical solution temperature as for most of the ILs. The correlation of the experimental data has been carried out using the UNIQUAC, Wilson and the non-random two liquid (NRTL) correlation equations. The results reported here have been compared with analogous phase diagrams reported by our group previously for systems containing the tosylate-based ILs
Compounds
# Formula Name
1 H2O water
2 C4H10O butan-1-ol
3 C6H14O hexan-1-ol
4 C8H18O octan-1-ol
5 C10H22O decan-1-ol
6 C6H6 benzene
7 C7H8 toluene
8 C8H10 ethylbenzene
9 C9H12 propylbenzene
10 C6H14 hexane
11 C7H16 heptane
12 C8H18 octane
13 C19H27NO3S 1-hexyl-3-methylpyridinium 4-methylbenzenesulfonate
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
  • 13
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 13
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS
  • 1
  • POMD
  • 1
  • 13
  • Eutectic temperature, K ; Crystal - 1
  • Crystal - 1
  • Crystal - 13
  • Liquid
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 13
  • Eutectic composition: mole fraction - 13 ; Crystal - 1
  • Crystal - 1
  • Crystal - 13
  • Liquid
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 13; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 13
  • VISOBS
  • 25
  • POMD
  • 1
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 13; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS
  • 8
  • POMD
  • 2
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 13; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 13
  • VISOBS
  • 19
  • POMD
  • 3
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 13; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 13
  • VISOBS
  • 20
  • POMD
  • 4
  • 13
  • Eutectic temperature, K ; Crystal - 4
  • Crystal - 4
  • Crystal - 13
  • Liquid
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 4
  • 13
  • Eutectic composition: mole fraction - 13 ; Crystal - 4
  • Crystal - 4
  • Crystal - 13
  • Liquid
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 4
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 13; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 13
  • VISOBS
  • 25
  • POMD
  • 4
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 13; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 4
  • VISOBS
  • 5
  • POMD
  • 5
  • 13
  • Eutectic temperature, K ; Crystal - 5
  • Crystal - 5
  • Crystal - 13
  • Liquid
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 5
  • 13
  • Eutectic composition: mole fraction - 13 ; Crystal - 5
  • Crystal - 5
  • Crystal - 13
  • Liquid
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 5
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 13; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 13
  • VISOBS
  • 23
  • POMD
  • 5
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 13; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 5
  • VISOBS
  • 7
  • POMD
  • 6
  • 13
  • Liquid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 6; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Liquid - 13
  • VISOBS
  • 7
  • POMD
  • 6
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 13; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 13
  • VISOBS
  • 33
  • POMD
  • 7
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 7; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 13
  • VISOBS
  • 22
  • POMD
  • 7
  • 13
  • Liquid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 7; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Liquid - 13
  • VISOBS
  • 9
  • POMD
  • 8
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 8; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 13
  • VISOBS
  • 21
  • POMD
  • 8
  • 13
  • Liquid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 8; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Liquid - 13
  • VISOBS
  • 10
  • POMD
  • 9
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 9; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 13
  • VISOBS
  • 15
  • POMD
  • 9
  • 13
  • Liquid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 9; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Liquid - 13
  • VISOBS
  • 7
  • POMD
  • 10
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 10; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 13
  • VISOBS
  • 14
  • POMD
  • 10
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 10; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 13
  • VISOBS
  • 6
  • POMD
  • 11
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 11; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 13
  • VISOBS
  • 11
  • POMD
  • 11
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 11; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 13
  • VISOBS
  • 4
  • POMD
  • 12
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 12; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 13
  • VISOBS
  • 9
  • POMD
  • 12
  • 13
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 12; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 13
  • VISOBS
  • 4