Thermodynamics Research Center / ThermoML | Journal of Chemical and Engineering Data

Solubility of 2,5-Di-tert-butylhydroquinone and Process Design for Its Purification Using Crystallization

Zhang, Y.[Yang], Liu, J. J.[Jing Jing], Zhang, L.[Lei], Wong, X. Z.[Xue Zhong]
J. Chem. Eng. Data 2015, 60, 7, 1968-1974
ABSTRACT
The solubility of 2,5-di-tert-butylhydroquinone (DTBHQ) in acetone, ethyl acetate, methanol, and the mixtures of ethanol and water was measured and correlated in the temperature range between 278.95 K and 346.15 K. It was found that the solubility in acetone increases more rapidly with increasing temperature than in other solvents. The data was correlated using the modified Apelblat, Buchowski-Ksiazczak ?h, and Van t Hoff equations, with a maximum relative average deviation of less than 2.74 %. The obtained thermodynamic models were used in designing a crystallization process and synthesizing a flowsheet for effective purification of crude DTBHQ from the byproduct of tertiary butylhydroquinone (TBHQ).
Compounds
# Formula Name
1 C14H22O2 2,5-di-tert-butylhydroquinone
2 C3H6O acetone
3 C4H8O2 ethyl acetate
4 CH4O methanol
5 C2H6O ethanol
6 H2O water
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
  • 3
  • Mole fraction - 3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric method
  • 24
  • POMD
  • 4
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric method
  • 21
  • POMD
  • 2
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric method
  • 17
  • POMD
  • 5
  • 1
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mass fraction - 5; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric method
  • 50
  • POMD
  • 5
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric method
  • 10