resumo
The solubility of the trans isomers of cinnamic acid, p-coumaric acid and ferulic acid was measured in water and seven organic solvents (methanol, ethanol, 1-propanol, 2-propanol, 2-butanone, ethyl acetate and acetonitrile), at 298.2 K and 313.2 K, using the analytical shake-flask technique. The melting temperatures and enthalpies of the solutes were studied by differential scanning calorimetry, while solute solid structures were identified by powder and single X-ray diffraction. The NRTL-SAC model was applied to calculate the solubility of trans-cinnamic acid and trans-ferulic acid in pure solvents. For trans-p-coumaric acid, the NRTL-SAC was combined with the Reference Solvent Approach, as the solute melting properties could not be determined. The global average relative deviations (ARD) were 32% and 41%, in the correlation and prediction stages, respectively. The Abraham solvation model was also applied. The global ARD were 20% for correlation and 29% for predictions, which can be considered very satisfactory results for these semi-predictive models. (C) 2020 Elsevier B.V. All rights reserved.
palavras-chave
CRYSTALLINE NONELECTROLYTE SOLUTES; MATHEMATICAL CORRELATION; PHARMACOKINETIC PROPERTIES; THERMOCHEMICAL BEHAVIOR; SOLUBILITY DATA; PHENOLIC-ACIDS; PLUS WATER; PURE; DESCRIPTORS; THERMODYNAMICS
categoria
Thermodynamics; Chemistry; Engineering
autores
Vilas-Boas, SM; Alves, RS; Brandao, P; Campos, LMA; Coutinho, JAP; Pinho, SP; Ferreira, O
Grupos
agradecimentos
This work was developed within the scope of the project CICECO-Aveiro Institute of Materials, UIDB/50011/2020 & UIDP/50011/2020, and CIMO-Mountain Research Center, UIDB/00690/2020, both financed by national funds through the Portuguese Foundation for Science and Technology/MCTES. We also acknowledge the support of the projects AIProcMat@N2020 - Advanced Industrial Processes and Materials for a Sustainable Northern Region of Portugal 2020, with the reference NORTE-01-0145-FEDER-000006, supported by Norte Portugal Regional Operational Programme (NORTE 2020), under the Portugal 2020 Partnership Agreement, through the European Regional Development Fund (ERDF); and project AllNat - POCI-01-0145-FEDER-030463, funded by the European Regional Development Fund (ERDF) through the Competitiveness and Internationalization Operational Program (COMPETE2020-POCI) and national funding from the Foundation for Science and Technology (FCT, Portugal). S. M. Vilas-Boas thanks the financial support provided by FCT PhD grant (SFRH/BD/138149/2018).