Thermodynamics Research Center / ThermoML | Fluid Phase Equilibria

The effect of the end group, molecular weight and size on the solubility of compounds in supercritical carbon dioxide

Chang, F.[Fei], Jin, J.[Jing], Zhang, N.[Ning], Wang, G.[Gang], Yang, H.-J.[Hai-Jian]
Fluid Phase Equilib. 2012, 317, 36-42
ABSTRACT
End groups of bis(2-hydroxyethyl)ether (compound 1) and tetraethylene glycol (compound 2) were modified with methyl malonyl chloride to produce two new compounds: malonic acid 2-[2-(2-methoxycarbonyl-acetoxy)-ethoxy]-ethyl ester methyl ester (compound 3) and malonic acid 2-(2-{2-[2-(2-methoxycarbonyl-acetoxy)-ethoxy]-ethoxy}-ethoxy)-ethyl ester methyl ester (compound 4). And then the solubility of compounds 1 4 were investigated and compared in supercritical carbon dioxide (scCO2) at a temperature range of 313 363 K and in the pressure range of 9.2 25.7 MPa. The effect of the end group, molecular weight and size for the solubility of the compounds were discussed. In addition, the tested solubility data were calculated and correlated with a semiempirical model at different pressures and temperatures, which showed satisfactory agreement with each other and the average absolute relative deviation was in the range of 2.61% and 33.25%. The Chrastil model also showed satisfactory agreement with each other and the average absolute relative deviation was in the range of 1.69% and 11.53%.
Compounds
# Formula Name
1 CO2 carbon dioxide
2 C4H10O3 diethylene glycol
3 C8H18O5 tetraethylene glycol
4 C12H18O9 dimethyl O,O'-(oxybis(ethane-2,1-diyl)) dimalonate
5 C16H26O11 dimethyl O,O'-(((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl)) dimalonate
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
  • Mole fraction - 2 ; Fluid (supercritical or subcritical phases)
  • Temperature, K; Fluid (supercritical or subcritical phases)
  • Pressure, kPa; Fluid (supercritical or subcritical phases)
  • Fluid (supercritical or subcritical phases)
  • Liquid
  • Phase equilibration
  • 30
  • POMD
  • 3
  • 1
  • Mole fraction - 3 ; Fluid (supercritical or subcritical phases)
  • Temperature, K; Fluid (supercritical or subcritical phases)
  • Pressure, kPa; Fluid (supercritical or subcritical phases)
  • Fluid (supercritical or subcritical phases)
  • Liquid
  • Phase equilibration
  • 30
  • POMD
  • 1
  • 4
  • Mole fraction - 4 ; Fluid (supercritical or subcritical phases)
  • Temperature, K; Fluid (supercritical or subcritical phases)
  • Pressure, kPa; Fluid (supercritical or subcritical phases)
  • Fluid (supercritical or subcritical phases)
  • Liquid
  • Phase equilibration
  • 30
  • POMD
  • 1
  • 5
  • Mole fraction - 5 ; Fluid (supercritical or subcritical phases)
  • Temperature, K; Fluid (supercritical or subcritical phases)
  • Pressure, kPa; Fluid (supercritical or subcritical phases)
  • Fluid (supercritical or subcritical phases)
  • Liquid
  • Phase equilibration
  • 30