Thermodynamics Research Center / ThermoML | Fluid Phase Equilibria

Experimental and modeling studies of binary organic eutectic systems to be used as stabilizers for nitrate esters-based energetic materials

Chelouche, Salim, Trache, Djalal, Pinho, Simao P., Khimeche, Kamel
Fluid Phase Equilib. 2019, 498, 104-115
ABSTRACT
Four binary mixtures with potential for stabilizing energetic materials have been investigated. The phase diagrams of N-(2-methoxyethyl)-p-nitroaniline + diphenylamine, N-(2-methoxyethyl)-p-nitroaniline + N-(2-acetoxyethyl)-p-nitroaniline, N-(2-methoxyethyl)-p-nitroaniline + 2-nitrodiphenylamine, and N-(2-methoxyethyl)-p-nitroaniline + 1,3-diethyl-1,3-diphenylurea have been determined by differential scanning calorimetry. All systems display a simple eutectic behavior. Consistency tests have been applied to inspect the quality of the SLE data, showing very satisfactory quality factors. The SLE data have also been correlated by Wilson and NRTL models. The employed equations calculated the equilibrium temperatures with a root mean square deviations varying from 1.37 to 2.29 K. These models have been applied to compute the excess thermodynamic functions as well, giving highly comparable values for a further qualitative and quantitative analysis. The results show a positive deviation from ideality for all the investigated systems due to the dominant effect of the self-association molecules. The XRD studies revealed the existence of weak interactions between the components in the formed eutectics and suggested that they are mechanical systems.
Compounds
# Formula Name
1 C9H12N2O3 N-(2-methoxyethyl)-4-nitroaniline
2 C12H11N diphenylamine
3 C10H12N2O4 2-[(4-nitrophenyl)amino]ethanol 1-acetate
4 C12H10N2O2 2-nitrodiphenylamine
5 C17H20N2O 1,3-diethyl-1,3-diphenylurea
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
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 2
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 3
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 4
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 5
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 1
  • 2
  • Eutectic temperature, K ; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Crystal - 1
  • Crystal - 2
  • DTA
  • 1
  • POMD
  • 1
  • 2
  • Eutectic composition: mole fraction - 1 ; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Crystal - 1
  • Crystal - 2
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 2
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • DTA
  • 6
  • POMD
  • 1
  • 2
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • DTA
  • 11
  • POMD
  • 1
  • 3
  • Eutectic temperature, K ; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Crystal - 1
  • Crystal - 3
  • DTA
  • 1
  • POMD
  • 1
  • 3
  • Eutectic composition: mole fraction - 1 ; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Crystal - 1
  • Crystal - 3
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 3
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 3
  • DTA
  • 11
  • POMD
  • 1
  • 3
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • DTA
  • 6
  • POMD
  • 1
  • 4
  • Eutectic temperature, K ; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Crystal - 1
  • Crystal - 4
  • DTA
  • 1
  • POMD
  • 1
  • 4
  • Eutectic composition: mole fraction - 1 ; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Crystal - 1
  • Crystal - 4
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 4
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 4
  • DTA
  • 8
  • POMD
  • 1
  • 4
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • DTA
  • 12
  • POMD
  • 1
  • 5
  • Eutectic temperature, K ; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Crystal - 1
  • Crystal - 5
  • DTA
  • 1
  • POMD
  • 1
  • 5
  • Eutectic composition: mole fraction - 1 ; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Crystal - 1
  • Crystal - 5
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 5
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 5
  • DTA
  • 9
  • POMD
  • 1
  • 5
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • DTA
  • 11