Thermodynamics Research Center / ThermoML | Fluid Phase Equilibria

Ternary phase behavior of phenol + toluene + zwitterionic alkaloids for separating phenols from oil mixtures via forming deep eutectic solvents

Yao, Congfei, Hou, Yucui, Ren, Shuhang, Ji, Youan, Wu, Weize
Fluid Phase Equilib. 2017, 448, 116-122
ABSTRACT
Phenols are important materials for the organic chemical industry. They mainly come from coal liquefaction oil, coal tar, petroleum and biomass pyrolysis oil, making the separation of phenols from oil mixtures of great commercial value. Two zwitterionic alkaloids, betaine and L-carnitine, biodegradable and environmentally benign ionic compounds, can efficiently separate phenols from oils by forming deep eutectic solvents (DESs). In this work, the phase equilibria of two ternary systems of toluene + phenol + betaine and toluene + phenol + Lcarnitine were measured at 25.0 oC, 45.0 oC and 65.0 oC under atmospheric pressure. The phase behaviors of the two ternary systems were studied, which indicates that there are three kinds of phase regions: liquid, liquid-liquid, and liquid-liquid-solid. The separation of phenol from oil mixtures occurs at the latter two phase regions. Effects of temperature, zwitterionic alkaloid type and its dosage on the phase equilibrium were investigated. With decreasing temperature, the distribution and selectivity coefficients increase. L-carnitine shows better performance in separating phenol from oils via forming DES than betaine.
Compounds
# Formula Name
1 C6H6O phenol
2 C7H8 toluene
3 C5H11NO2 (trimethylammonio)acetate
4 C7H15NO3 (R)-3-hydroxy-4-(trimethylammonio)butanoate
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
  • 2
  • 1
  • 4
  • Mass fraction - 4 ; Liquid mixture 2
  • Mass fraction - 4 ; Liquid mixture 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Mass fraction - 1; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Chromatography
  • Chromatography
  • Chromatography
  • 15
  • POMD
  • 3
  • 2
  • 1
  • Mass fraction - 1 ; Liquid mixture 2
  • Mass fraction - 3 ; Liquid mixture 1
  • Mass fraction - 1 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Mass fraction - 3; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Chromatography
  • Chromatography
  • Chromatography
  • 12