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

Measurement and Correlation of Derivatized Anthraquinone Solubility in Supercritical Carbon Dioxide

Alwi, R. S.[Ratna Surya], Tamura, K.[Kazuhiro]
J. Chem. Eng. Data 2015, 60, 10, 3046-3052
ABSTRACT
Solubilites of 1,4-diamino-2,3-dichloroanthraquinone (C.I. Disperse Violet 28) and 1,8-dihydroxy-4,5-dinitroanthraquinone in supercritical carbon dioxide (sc-CO2) were measured at the temperature of (323.15, 353.15 and 383.15) K and over pressure ranges (12.5 to 25.0) MPa by a flow-type apparatus. Mole fraction solubility of 1,4-diamino-2,3-dichloroanthraquinone (C.I. Disperse Violet 28) is found significantly higher than that of 1,8-dihydroxy-4,5-dinitroanthraquinone. It was found that 2,3-dichloro group addition onto 1,4-diaminoanthraquione leads to higher solubility of 1,4-diaminoanthraquinone and the addition of 8-hydroxy-5-nitro group on 1-hydroxy-4-nitroanthraquione causes lower solubility than that of 1-hydroxy-4-nitroanthraquinone. Three semiempirical density-based models, Mendez Santiago Teja, Sung Shim, and Bartle et al., were used to correlate the experimental results. Moreover, the solubilities of anthraquinone derivatives were analyzed thermodynamically by the regular solution model with the Flory Huggins theory and by the Peng Robinson equation of state with a modification of Stryjek and Vera (PRSV-EOS). The calculated solubilities of anthraquinone derivatives were in good agreement with the experimental results.
Compounds
# Formula Name
1 C14H8Cl2N2O2 1,4-diamino-2,3-dichloro-9,10-antracenedione
2 C14H6N2O8 1,8-dihydroxy-4,5-dinitro-9,10-anthracenedione
3 CO2 carbon dioxide
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 - 1 ; Gas
  • Temperature, K; Gas
  • Pressure, kPa; Gas
  • Gas
  • Crystal - 1
  • UV Spectroscopy
  • 18
  • POMD
  • 2
  • 3
  • Mole fraction - 2 ; Gas
  • Temperature, K; Gas
  • Pressure, kPa; Gas
  • Gas
  • Crystal - 2
  • UV Spectroscopy
  • 15