The present work mainly reports the
terephthalaldehydic acid solubility
in aqueous solutions of methanol, ethanol, isopropanol, and NMP, which
was achieved through a steady-state method covering a temperature
range from 283.15 to 323.15 K under 101.1 kPa. The terephthalaldehydic
acid solubility increased positively as the mass fraction of methanol
(ethanol, isopropanol, and NMP) increased for the investigated mixtures
of methanol (ethanol, isopropanol, and NMP) and water. At the same
temperature and mass fraction of methanol (ethanol, isopropanol, and
NMP), the mole fraction solubility of terephthalaldehydic acid was
higher in the NMP and water mixture than in the other three mixtures.
The solid equilibrating with saturated liquor was indentified through
X-ray power diffraction, which showed no crystal transition, polymorphic
transformation, or solvate formation. Three models, the Van’t
Hoff–Jouyban–Acree, Jouyban–Acree, and Apelblat–Jouyban–Acree,
were used here to correlate the obtained solubility data. The back-calculated
values were in good agreement with the determined ones. The values
of RAD and RMSD were, respectively, no greater than 3.63% and 6.66
× 10–4. Preferential solvation of terephthalaldehydic
acid in the four mixtures was analyzed by employing the method of
inverse Kirkwood–Buff integrals. The preferential solvation
parameter δx
1,3 by NMP (methanol,
ethanol, or isopropanol; 1) is positive within the composition range
of 0.16 < x
1 < 1 for NMP, 0.32 < x
1 < 1 for methanol, and 0.25 < x
1 < 1 for ethanol and isopropanol. As it
can be speculated that in the regions where terephthalaldehydic acid
is preferentially solvated by NMP (methanol, ethanol, or isopropanol),
terephthalaldehydic acid acts as a Lewis acid with NMP (methanol,
ethanol, or isopropanol) molecules.