Equilibrium solubility investigation and thermodynamic aspects of biologically active gimeracil (form P) dissolved in aqueous co-solvent mixtures of isopropanol, N,N-dimethylformamide, ethylene glycol and dimethylsulfoxide
| Autor: | Xinbao Li, Hongkun Zhao, Wentian Li, Nan Song, Hu Lin, Gaoquan Chen |
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| Rok vydání: | 2019 |
| Předmět: |
Aqueous solution
Chemistry Intermolecular force Solvation 02 engineering and technology 010402 general chemistry Mole fraction 01 natural sciences Atomic and Molecular Physics and Optics 0104 chemical sciences chemistry.chemical_compound 020401 chemical engineering Physical chemistry General Materials Science Lewis acids and bases 0204 chemical engineering Physical and Theoretical Chemistry Solubility Ethylene glycol Dissolution |
| Zdroj: | The Journal of Chemical Thermodynamics. 133:19-28 |
| ISSN: | 0021-9614 |
| Popis: | Solubilities of gimeracil (form P) in aqueous co-solvent mixtures of isopropanol, N,N-dimethylformamide (DMF), ethylene glycol (EG) and dimethylsulfoxide (DMSO) were investigated via the isothermal dissolution equilibrium method at (283.15–328.15) K under ambient pressure p = 101.2 kPa. Experimental solubility was increased with increasing temperature and mass fraction of each co-solvent. The largest solubility was found in neat co-solvents. The solids equilibrated with liquid phase were characterized by X-ray power diffraction, indicating no polymorphic transformation, solvate formation or crystal transition according to the spectral data. The Jouyban-Acree model was adopted to correlate the obtained solubility. The highest RAD and RMSD values were, respectively, 2.61 × 10−2 and 14.96 × 10−4. Quantitative values for the local mole fraction of DMF (EG, DMSO or isopropanol) and water around gimeracil (form P) were acquired by using the Inverse Kirkwood–Buff integrals method. The preferential solvation parameters for isopropanol were positive in the isopropanol mixtures in intermediate and isopropanol-rich compositions, which indicated that gimeracil (form P) was preferentially solvated by isopropanol. Gimeracil (form P) could act mainly as a Lewis acid interacting with proton-acceptor functional group of isopropanol. Within the same region, gimeracil (form P) was not preferentially solvated by DMF, EG and DMSO. Furthermore, the method of linear solvation energy relationships was performed with a suitable combination of solvent polarity descriptors to explain the nature of intermolecular interactions resulting in the solubility variation in the co-solvent mixtures. |
| Databáze: | OpenAIRE |
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