Thermodynamics Research Center / ThermoML | Fluid Phase Equilibria

Experimental (solid + liquid) phase equilibria of (alkan-1-ol + benzonitrile), (amine + benzonitrile) binary mixtures, and (decan-1-ol + decylamine + benzonitrile) ternary mixtures

Domanska, U.[Urszula], Marciniak, M.[Malgorzata]
Fluid Phase Equilib. 2007, 251, 2, 161-166
ABSTRACT
(Solid + liquid) phase diagrams, SLE have been determined for (octan-1-ol, or nonan-1-ol, or decan-1-ol, or undecan-1-ol + benzonitrile) and for (hexylamine, or octylamine, or decylamine, or 1,3-diaminopropane + benzonitrile) using a cryometric dynamic method at atmospheric pressure. Simple eutectic systems with complete immiscibility in the solid phase and complete miscibility on the liquid phase have been observed. The solubility decreases with an increase of the number of carbon atoms in the alkan-1-ol, or amine chain. The temperature of the eutectic points increases and shifts to lower alkan-1-ol, or amine mole fractions as the alkyl chain length of the alkan-1-ol, or amine increases. The higher intermolecular interaction was observed for the (alkan-1-ol + benzonitrile) systems. The experimental solubility results are compared with values calculated by means of the NRTL equation utilizing parameters derived from the SLE results. The existence of a solid solid first order phase transition in undecan-1-ol has been taken into consideration in the calculations. The correlation of the solubility data has been obtained with the average root-mean-square deviation o less than 1.0 K. (Solid liquid) equilibria, for the ternary system (decylamine + decan-1-ol + benzonitrile) have been determined at three temperatures 273.15, 278.15 and 283.15K using the same cryometric dynamic method at atmospheric pressure. The experimental results show the existence of a solid addition compound with the empirical formulae: C10H23N*C10H21OH. This compound is congruently melting compound. The addition of benzonitrile to the binary system causes a lowering of the melting temperature of the congruently melting compound.
Compounds
# Formula Name
1 C7H5N benzonitrile
2 C8H18O octan-1-ol
3 C9H20O nonan-1-ol
4 C10H22O decan-1-ol
5 C11H24O 1-undecanol
6 C6H15N 1-hexanamine
7 C8H19N 1-octanamine
8 C10H23N 1-decanamine
9 C3H10N2 1,3-propanediamine
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
  • VISOBS:UFactor:2
  • 1
  • POMD
  • 2
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS:UFactor:2
  • 1
  • POMD
  • 3
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS:UFactor:2
  • 1
  • POMD
  • 4
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS:UFactor:2
  • 1
  • POMD
  • 5
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS:UFactor:4
  • 1
  • POMD
  • 6
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS:UFactor:3
  • 1
  • POMD
  • 7
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS:UFactor:2
  • 1
  • POMD
  • 8
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS:UFactor:4
  • 1
  • POMD
  • 9
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS:UFactor:4
  • 1
  • POMD
  • 4
  • 8
  • Mole fraction - 4 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal
  • OTHER::sMethod:crystallized binary mixture and third component added until equil. point of solid phase disappearance
  • 3
  • POMD
  • 1
  • 2
  • Eutectic temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid
  • Crystal - 2
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 2
  • Eutectic composition: mole fraction - 2 ; Crystal - 2
  • Crystal - 2
  • Liquid
  • Crystal - 1
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 2
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 2; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS:UFactor:2
  • 15
  • POMD
  • 1
  • 2
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 2; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • VISOBS:UFactor:2
  • 15
  • POMD
  • 1
  • 3
  • Eutectic temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid
  • Crystal - 3
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 3
  • Eutectic composition: mole fraction - 3 ; Crystal - 3
  • Crystal - 3
  • Liquid
  • Crystal - 1
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 3
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 3; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 3
  • VISOBS:UFactor:2
  • 21
  • POMD
  • 1
  • 3
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 3; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS:UFactor:2
  • 7
  • POMD
  • 1
  • 4
  • Eutectic temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid
  • Crystal - 4
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 4
  • Eutectic composition: mole fraction - 4 ; Crystal - 4
  • Crystal - 4
  • Liquid
  • Crystal - 1
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 4
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 4; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS:UFactor:2
  • 3
  • POMD
  • 1
  • 4
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 4; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 4
  • VISOBS:UFactor:2
  • 21
  • POMD
  • 1
  • 4
  • Mole fraction - 4 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal
  • OTHER::sMethod:crystallized binary mixture and third component added until equil. point of solid phase disappearance
  • 2
  • POMD
  • 1
  • 5
  • Eutectic temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid
  • Crystal - 5
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 5
  • Eutectic composition: mole fraction - 5 ; Crystal - 5
  • Crystal - 5
  • Liquid
  • Crystal - 1
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 5
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 5; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS:UFactor:3
  • 3
  • POMD
  • 1
  • 5
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 5; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 5
  • VISOBS:UFactor:4
  • 21
  • POMD
  • 1
  • 6
  • Eutectic temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid
  • Crystal - 6
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 6
  • Eutectic composition: mole fraction - 6 ; Crystal - 6
  • Crystal - 6
  • Liquid
  • Crystal - 1
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 6
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 6; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS:UFactor:4
  • 13
  • POMD
  • 1
  • 6
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 6; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 6
  • VISOBS:UFactor:3
  • 14
  • POMD
  • 1
  • 7
  • Eutectic temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid
  • Crystal - 7
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 7
  • Eutectic composition: mole fraction - 7 ; Crystal - 7
  • Crystal - 7
  • Liquid
  • Crystal - 1
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 7
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 7; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS:UFactor:2
  • 5
  • POMD
  • 1
  • 7
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 7; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • VISOBS:UFactor:2
  • 17
  • POMD
  • 1
  • 8
  • Eutectic temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid
  • Crystal - 8
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 8
  • Eutectic composition: mole fraction - 8 ; Crystal - 8
  • Crystal - 8
  • Liquid
  • Crystal - 1
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 8
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 8; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS:UFactor:3
  • 3
  • POMD
  • 1
  • 8
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 8; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 8
  • VISOBS:UFactor:4
  • 21
  • POMD
  • 1
  • 8
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 8; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 8
  • crystallized binary mixture and third component added until equil. point of solid phase disappearance
  • 3
  • POMD
  • 1
  • 9
  • Eutectic temperature, K ; Crystal - 1
  • Crystal - 1
  • Liquid
  • Crystal - 9
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 9
  • Eutectic composition: mole fraction - 9 ; Crystal - 9
  • Crystal - 9
  • Liquid
  • Crystal - 1
  • Air at 1 atmosphere
  • Derived from phase diagram analysis
  • 1
  • POMD
  • 1
  • 9
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 9; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VISOBS:UFactor:3
  • 13
  • POMD
  • 1
  • 9
  • Solid-liquid equilibrium temperature, K ; Liquid
  • Mole fraction - 9; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 9
  • VISOBS:UFactor:4
  • 17
  • POMD
  • 1
  • 4
  • 8
  • Mole fraction - 4 ; Liquid
  • Temperature, K; Liquid
  • Mole fraction - 8; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal
  • crystallized binary mixture and third component added until equil. point of solid phase disappearance
  • 66