Thermodynamics Research Center / ThermoML | Fluid Phase Equilibria

Phase equilibria of phenolic compounds in water or ethanol

Cesari, Laetitia, Namysl, Sylvain, Canabady-Rochelle, Laetitia, Mutelet, Fabrice
Fluid Phase Equilib. 2017, 453, 58-66
ABSTRACT
The mutual solubilities of water and eight phenolic compounds (i.e. phenol, guaiacol, syringol, pyrocatechol, o-, m-, p-cresol and vanillin) were investigated between 293.15 K and 323.15 K. The solubility of the phenolic compounds in water increases as follows: vanillin less than syringol less than guaiacol less than p-cresol less than m-cresol less than o-cresol less than phenol less than pyrocatechol. For the molecules presenting liquid-liquid equilibria, the solubility of water into the phenolic phase increases as follows: guaiacol less than o-cresol less than m-cresol less than p-cresol less than syringol. The vapor-liquid equilibria of binary mixtures composed of ethanol and phenol or guaiacol or o-cresol were measured in a range of pressure from 0.09 bar to atmospheric pressure. Finally, the mixing enthalpies of the phenolic compounds with ethanol indicate that the reactions are exothermic. It was found that NRTL model is suitable for the representation of phase diagrams of systems containing phenolic compounds and water or ethanol.
Compounds
# Formula Name
1 C7H8O2 2-methoxyphenol
2 H2O water
3 C8H10O3 1,3-dimethoxy-2-hydroxybenzene
4 C7H8O 2-methylphenol
5 C7H8O 3-methylphenol
6 C7H8O 4-methylphenol
7 C6H6O2 1,2-benzenediol
8 C8H8O3 vanillin
9 C6H6O phenol
10 C2H6O ethanol
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
  • 2
  • Mole fraction - 1 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • UV-vis spectrophotometry
  • 6
  • POMD
  • 1
  • 2
  • Mole fraction - 1 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 6
  • POMD
  • 3
  • 2
  • Mole fraction - 3 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • UV-vis spectrophotometry
  • 3
  • POMD
  • 3
  • 2
  • Mole fraction - 3 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 3
  • POMD
  • 3
  • 2
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 3
  • UV-vis spectrophotometer
  • 4
  • POMD
  • 4
  • 2
  • Mole fraction - 4 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • UV-vis spectrophotometry
  • 6
  • POMD
  • 4
  • 2
  • Mole fraction - 4 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 6
  • POMD
  • 5
  • 2
  • Mole fraction - 5 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • UV-vis spectrophotometry
  • 6
  • POMD
  • 5
  • 2
  • Mole fraction - 5 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 6
  • POMD
  • 6
  • 2
  • Mole fraction - 6 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • UV-vis spectrophotometry
  • 5
  • POMD
  • 6
  • 2
  • Mole fraction - 6 ; Liquid mixture 2
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 2
  • Liquid mixture 1
  • Titration method
  • 5
  • POMD
  • 7
  • 2
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • UV-vis spectrophotometer
  • 7
  • POMD
  • 8
  • 2
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 8
  • UV-vis spectrophotometer
  • 7
  • POMD
  • 9
  • 10
  • Boiling temperature at pressure P, K ; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 9; Liquid
  • Liquid
  • Gas
  • isobaric method
  • 54
  • POMD
  • 1
  • 10
  • Boiling temperature at pressure P, K ; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 1; Liquid
  • Liquid
  • Gas
  • isobaric method
  • 63
  • POMD
  • 1
  • 10
  • Excess molar enthalpy (molar enthalpy of mixing), kJ/mol ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • DSC [Setaram C80]
  • 5
  • POMD
  • 4
  • 10
  • Boiling temperature at pressure P, K ; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 4; Liquid
  • Liquid
  • Gas
  • isobaric method
  • 55
  • POMD
  • 4
  • 10
  • Excess molar enthalpy (molar enthalpy of mixing), kJ/mol ; Liquid
  • Mole fraction - 4; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • DSC [Setaram C80]
  • 4
  • POMD
  • 5
  • 10
  • Excess molar enthalpy (molar enthalpy of mixing), kJ/mol ; Liquid
  • Mole fraction - 5; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • DSC [Setaram C80]
  • 4
  • POMD
  • 9
  • 2
  • Mole fraction - 9 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • UV-vis spectrophotometry
  • 6