Thermodynamics Research Center / ThermoML | Fluid Phase Equilibria

Thermodynamic equilibrium of hexamethylenediammonium glutarate in mono-solvents and binary solvent systems

Lu, Jingjing, Chen, Honglin, Huang, Yulan, Zhang, Lei, Zhao, Zhijian, Du, Weiwei, Wang, Xunqiu
Fluid Phase Equilib. 2019, 485, 1-15
ABSTRACT
Hexamethylenediammonium glutarate was synthesized by glutaric acid recovered from mixed dibasic acid and 1, 6- hexanediamine in aqueous solution and characterized by fourier transform infrared spectroscopy and nuclear magnetic resonance. Its thermal properties were evaluated via differential scanning calorimetry. At the same time, the solubility of hexamethylenediammonium glutarate in four mono-solvents (water, methanol, acetic acid and ethylene glycol) and four binary solvents (methanol + ethanol/2-propanol/1-butanol/DMF) were determined by dynamic method at atmospheric pressure. It turns out that the solubility of hexamethylenediammonium glutarate in the selected solvents increases with the temperature rising in the investigated temperature range. Moreover, the solubility data was correlated by the modified Apelblat model, the lambda-h model, the e-NRTL model and the Jouyban-Acree model. The results showed that the experiment data was better in agreement with the values calculated by the modified Apelblat model in mono-solvents and binary mixed solvents. In addition, the dissolution thermodynamics were based on the van't Hoff equation. The results demonstrated that the dissolution processes of hexamethylenediammonium glutarate in the selected binary solvents were the non-spontaneous and endothermic processes. Therefore, the solubility data and the dissolution thermodynamic properties provide the basis for the separation and purification of hexamethylenediammonium glutarate by crystallization.
Compounds
# Formula Name
1 C12H26N2O4 hexamethylenediamine adipate
2 H2O water
3 C11H24N2O4 hexamethylenediammonium glutarate
4 CH4O methanol
5 C2H4O2 acetic acid
6 C2H6O2 1,2-ethanediol
7 C2H6O ethanol
8 C3H8O propan-2-ol
9 C4H10O butan-1-ol
10 C3H7NO dimethylformamide
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
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Phase equilibration
  • 10
  • POMD
  • 3
  • 4
  • Mole fraction - 3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 3
  • Phase equilibration
  • 12
  • POMD
  • 3
  • 2
  • Mole fraction - 3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 3
  • Phase equilibration
  • 12
  • POMD
  • 3
  • 5
  • Mole fraction - 3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 3
  • Phase equilibration
  • 12
  • POMD
  • 3
  • 6
  • Mole fraction - 3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 3
  • Phase equilibration
  • 12
  • POMD
  • 3
  • 4
  • 7
  • Mole fraction - 3 ; Liquid
  • Solvent: Mass fraction - 4; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 3
  • Phase equilibration
  • 45
  • POMD
  • 3
  • 4
  • 8
  • Mole fraction - 3 ; Liquid
  • Solvent: Mass fraction - 4; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 3
  • Phase equilibration
  • 45
  • POMD
  • 3
  • 4
  • 9
  • Mole fraction - 3 ; Liquid
  • Solvent: Mass fraction - 4; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 3
  • Phase equilibration
  • 44
  • POMD
  • 3
  • 4
  • 10
  • Mole fraction - 3 ; Liquid
  • Solvent: Mass fraction - 4; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 3
  • Phase equilibration
  • 50