Solid-liquid equilibrium solubility measurement, model evaluation and Hansen solubility parameter of 2,4,5-trimethoxybenzaldehyde in four aqueous binary solvent mixtures

Abstract

The solid–liquid equilibrium solubility of 2,4,5-trimethoxybenzaldehyde (ANH) in four kinds of aqueous binary solvent mixtures (including water + acetone, water + acetonitrile, water + N, N-dimethylformamide and water + tetrahydrofuran) was determined with a temperature ranging from 278.15 K to 323.15 K under approximately 0.1 MPa. The solubility of ANH increases with the increase of temperature and the composition of good-solvent in all the tested binary solvent mixtures. The solubility of ANH is temperature-sensitive in the binary solvent mixture of water + THF system and solvent-sensitive in the binary solvent mixture of water + DMF. The Hansen solubility parameter for ANH and the selected solvents was employed to analyze the probabilities of miscibility between solute and solvents. Four thermodynamic models (i.e., the modified Jouyban-Acree model, the Sun model, the NRTL model, and the Wilson model) were selected to correlate the experimental data. The NRTL model fitted best among all the thermodynamic models with RAD and RMSD values are less than 0.0186 (water + acetone) and 0.000950 (water + THF), respectively. The solubility data are of guiding significance to the crystallization process of ANH.