Thermodynamics Research Center / ThermoML | Fluid Phase Equilibria

Ammonium ionic liquids in separation of water/butan-1-ol using liquid-liquid equilibrium diagrams in ternary systems

Domanska, Urszula, Wlazlo, Michal, Dabrowski, Zbigniew, Wisniewska, Anna
Fluid Phase Equilib. 2019, 485, 23-31
ABSTRACT
In this work ionic liquids (ILs) as a novel popular solvents are proposed for removing butan-1-ol from the aqueous phase. Ternary liquid-liquid phase equilibrium data are presented for mixtures of {ionic liquid, IL (1) + butan-1-ol (2) + water (3)} at T = 328.15 K and pressure 101.3 kPa. The new synthesized by us ammonium-based ILs with long alkane chains, such as dimethyldodecylphenoxyethylammonium bis{(trifluoromethyl)sulfonyl}imide, [N1,1,12,2OPh][NTf2], dimethyldodecylphenoxyethylammonium dicyanamide, [N1,1,12,2OPh][DCA], benzyldimethyldodecylammonium bis{(trifluoromethyl)sulfonyl}imide, [N1,1,12,Bz][NTf2] and benzyldimethyldodecylammonium dicyanamide, [N1,1,12,Bz][DCA] have been tested. The selectivity and the solute distribution ratio of separation water/butan-1-ol were calculated and compared to the literature data. The complete solubility of butan-1-ol in the proposed ILs was observed at T = 328.15 K and pressure 101.3 kPa. The [N1,1,12,Bz][NTf2] is picked out as the most potential candidate as an extractant of butan-1-ol from water. The [N1,1,12,Bz][NTf2] shows only slightly lower selectivity than that observed in few phosphonium-based IL. The experimental tie-lines were successfully correlated with non-random two liquid NRTL model.
Compounds
# Formula Name
1 C4H10O butan-1-ol
2 H2O water
3 C24H40F6N2O5S2 dimethyldodecylphenoxyethylammonium bis(trifluoromethylsulfonyl)imide
4 C24H40N4O dimethyldodecylphenoxyethylammonium dicyanamide
5 C23H38F6N2O4S2 benzyldimethyldodecylammonium bis(trifluoromethylsulfonyl)imide
6 C23H38N4 benzyldimethyldodecylammonium dicyanamide
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
  • 3
  • 1
  • 2
  • Mole fraction - 1 ; Liquid mixture 2
  • Mole fraction - 3 ; Liquid mixture 1
  • Mole fraction - 1 ; Liquid mixture 1
  • Mole fraction - 3; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Gas chromatography
  • Gas chromatography
  • Gas chromatography
  • 33
  • POMD
  • 4
  • 1
  • 2
  • Mole fraction - 4 ; Liquid mixture 2
  • Mole fraction - 4 ; Liquid mixture 1
  • Mole fraction - 1 ; Liquid mixture 1
  • Mole fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • OTHER
  • OTHER
  • OTHER
  • 19
  • POMD
  • 5
  • 1
  • 2
  • Mole fraction - 1 ; Liquid mixture 2
  • Mole fraction - 5 ; Liquid mixture 1
  • Mole fraction - 1 ; Liquid mixture 1
  • Mole fraction - 5; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • OTHER
  • OTHER
  • OTHER
  • 30
  • POMD
  • 6
  • 1
  • 2
  • Mole fraction - 6 ; Liquid mixture 2
  • Mole fraction - 6 ; Liquid mixture 1
  • Mole fraction - 1 ; Liquid mixture 1
  • Mole fraction - 1; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • OTHER
  • OTHER
  • OTHER
  • 17