Solubility modelling and thermodynamic aspect of d-aspartic acid in aqueous co-solvent mixtures of N-methyl-2-pyrrolidone, N,N-dimethylformamide, dimethyl sulfoxide and 1.4-dioxane

Add time:08/13/2019    Source:sciencedirect.com

The solubility of d-aspartic acid in co-solvent mixtures of dimethyl sulfoxide (DMSO) (1) + water (2), N,N-dimethylformamide (DMF) (1) + water (2), N-methyl-2-pyrrolidone (NMP) (1) + water (2) and 1,4-dioxane (1) + water (2) at the temperatures from (288.15/298.15 to 333.15) K was reported. Experiments were performed through the saturation shake-flask technique. The maximum solubility values were observed in the neat DMF (DMSO, NMP and 1,4-dioxane) for the four aqueous co-solvent mixtures. Through the Jouyban-Acree model, the d-aspartic acid solubility was well correlated attaining RAD values less than 2.55% and RMSD values less than 2.81 × 10−4. The local mole fractions of DMSO (DMF, NMP or 1,4-dioxane) and water nearby the d-aspartic acid were analyzed through the Inverse Kirkwood–Buff integrals method. d-Aspartic acid was preferentially solvated by water in water-rich compositions; while within intermediate and co-solvent-rich compositions, d-aspartic acid was preferentially solvated by DMF (NMP or 1,4-dioxane) in DMF (NMP or 1,4-dioxane) + water mixtures. In addition, the model of Kamlet and Taft linear solvation energy relationships was employed in order to rationalize the co-solvency effect and to identify its main components. It was found that the work needed for breaking solvent-solvent interactions presented by cavity term mainly controlled the solubility enhancement over the entire composition range in all the aqueous binary mixtures.

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