Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Liquid-liquid equilibria for (2-hydroxy benzaldehyde + n-alkane) mixtures. Intermolecular and proximity effects in systems containing hydroxyl and aldehyde groups

Gonzalez, Juan Antonio, Alonso-Tristan, Cristina, Hevia, Fernando, Sanz, Luis F., De La Fuente, Isaias Garcia
J. Chem. Thermodyn. 2019, 135, 359-368
ABSTRACT
The liquid-liquid equilibrium (LLE) curves have been determined for the 2-hydroxyl-benzaldehyde (salicylaldehyde, SAC) + CH3(CH2)nCH3 mixtures (n = 5,6,7,8,9). The equilibrium temperatures were determined observing, by means of a laser scattering technique, the turbidity produced on cooling when a second phase takes place. All the systems show an upper critical solution temperature, which linearly increases with n. Intermolecular effects have been investigated in alkanol + benzaldehyde systems using data from the literature. Interactions in 1-alkanol mixtures are mainly of dipolar type. The corresponding excess molar enthalpies, HmE, are large and positive, which reveals that interactions between like molecules are dominant. Interactions between unlike molecules are stronger for the methanol-containing system. For the other mixtures, the enthalpy of the 1-alkanol-benzaldehyde interactions remains more or less constant. At 298.15 K and equimolar composition, the replacement of a linear polar solvent by the isomeric aromatic one leads to increased HmE values in systems with a given 1-alkanol. The phenol + benzaldehyde system shows strongly negative deviations from the Raoult's law. Proximity effects have been examined in SAC + hydrocarbon mixtures. Alkane-containing systems are essentially characterized by dipolar interactions, while dispersive interactions are prevalent in the solution with benzene. All the mixtures have been treated in terms of DISQUAC. The interaction parameters for the OH/CHO contacts and for the SAC/aromatic and SAC/alkane contacts have been reported. DISQUAC provides a correct description of the thermodynamic properties considered. In the case of SAC systems, this is done by defining a new specific group HO-C-C-CHO for salicylaldehyde.
Compounds
# Formula Name
1 C7H6O2 2-hydroxybenzaldehyde
2 C7H16 heptane
3 C8H18 octane
4 C9H20 nonane
5 C10H22 decane
6 C11H24 undecane
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
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 1
  • POMD
  • 2
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 1
  • POMD
  • 3
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 1
  • POMD
  • 4
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 1
  • POMD
  • 5
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 1
  • POMD
  • 6
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 1
  • POMD
  • 1
  • 2
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 1; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 24
  • POMD
  • 1
  • 3
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 1; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 21
  • POMD
  • 1
  • 4
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 1; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 25
  • POMD
  • 1
  • 5
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 1; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 24
  • POMD
  • 1
  • 6
  • Liquid-liquid equilibrium temperature, K ; Liquid mixture 1
  • Mole fraction - 1; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • VISOBS
  • 25