resumo
This work explores the impact of solute conformers on the conductor-like screening model for real solvents (COSMO-RS) solubility predictions of vanillin and ethyl vanillin in water, short alcohols, and their mixed solvents. Two major conformers of these solutes and changes with solvent polarity were experimentally established by Raman spectroscopy and further confirmed by density functional theory calculations. The COSMO-RS predictions using the individual conformers show a poor description of the solubilities. Estimation with the COSMO-RS default conformer distribution gave better predictions and an intermediate behavior between the predictions obtained using each individual conformer. To further improve the description of the solubilities, the weight of each conformer was fitted to the experimental solid–liquid equilibrium data of the solute in a pure solvent at different temperatures. Better solubility predictions in ternary systems describing solubility maxima were found, suggesting a semipredictive approach to COSMO-RS. This method can predict the liquid–liquid oiling-out effect in the studied binary and ternary systems.
autores
Cordova, IW; Teixeira, G; Ribeiro-Claro, PJA; Abranches, DO; Pinho, SP; Ferreira, O; Coutinho, JAP
nossos autores
Dinis O. Abranches
Investigador Auxiliar
Gabriel Teixeira Santos
Estudante de doutoramento
Isabella W. Cordova
Estudante de doutoramento
Paulo Ribeiro-Claro
Professor Associado com Agregação
Simão Pedro de Almeida Pinho
ColaboradorGrupos
G4 - Materiais Renováveis e Economia Circular
G6 - Materiais Virtuais e Inteligência Artificial
Projectos
CICECO - Aveiro Institute of Materials (UIDB/50011/2020)
CICECO - Aveiro Institute of Materials (UIDP/50011/2020)
Associated Laboratory CICECO-Aveiro Institute of Materials (LA/P/0006/2020)
agradecimentos
This work was developed within the scope of the project CICECO-Aveiro Institute of Materials, UIDB/50011/2020, UIDP/50011/2020, and LA/P/0006/2020, and CIMO-Mountain Research Center, UIDB/00690/2020 and LA/P/0007/2020, financed by national funds through the Portuguese Foundation for Science and Technology/MCTES. G.T. thanks FCT for his Ph.D. grant (UI/BD/151114/2021). I.W.C. thanks FCT for her Ph.D. grant (2022.12407.BD).