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

Solubility Comparison of Bis(2-hydroxyethyl) Ether and Tetraethylene Glycol before and after End-Group Modification by Ethyl Oxalyl Chloride in Supercritical Carbon Dioxide

Yang, H.-J.[Hai-Jian], Wang, W.[Wei]
J. Chem. Eng. Data 2010, 55, 6, 2279-2283
ABSTRACT
The end groups of bis(2-hydroxyethyl) ether (compound 1) and tetraethylene glycol (compound 2) were modified by ethyl oxalyl chloride to produce two new compounds: oxalic acid 2-(2-ethoxy-oxalyloxy-ethoxy)-ethyl ester ethyl ester (compound 3) and oxalic acid 2-{2-[2-(2-ethoxyoxalyloxyethoxy)-ethoxy]-ethoxy}-ethyl ester ethyl ester (compound 4). Then, the solubility of compounds 1 to 4 were investigated and compared in supercritical carbon dioxide at a temperature range of (313 to 333) K and in the pressure range of (9.1 to 19.6) MPa. The effect of the end group and molecular weight for the solubility of the compounds were discussed. In addition, the tested solubility data were then calculated and correlated with the 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 (0.07 to 13.82) %.
Compounds
# Formula Name
1 C4H10O3 diethylene glycol
2 C8H18O5 tetraethylene glycol
3 C12H18O9 2,2'-diethyl 1,1'-(oxydiethane-2,1-diyl) diethanedioate
4 C16H26O11 diethyl 2,16-dioxo-3,6,9,12,15-pentaoxaheptadecane-1,17-dioate
5 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
  • 5
  • Mole fraction - 1 ; Gas
  • Temperature, K; Gas
  • Pressure, kPa; Gas
  • Gas
  • Liquid
  • Visual observation
  • 15
  • POMD
  • 2
  • 5
  • Mole fraction - 2 ; Gas
  • Temperature, K; Gas
  • Pressure, kPa; Gas
  • Gas
  • Liquid
  • Visual observation
  • 15
  • POMD
  • 5
  • 3
  • Mole fraction - 3 ; Gas
  • Temperature, K; Gas
  • Pressure, kPa; Gas
  • Gas
  • Liquid
  • Visual observation
  • 15
  • POMD
  • 5
  • 4
  • Mole fraction - 4 ; Gas
  • Temperature, K; Gas
  • Pressure, kPa; Gas
  • Gas
  • Liquid
  • Visual observation
  • 15