Solubility and solid phase studies of isomeric phenolic acids in pure solvents
The solubilities of gallic, protocatechuic, gentisic or α-resorcylic acids were measured in nine pure solvents (water, methanol, ethanol, 1-propanol, 2-propanol, 2-butanone, ethyl acetate, acetonitrile and dimethylformamide) at 298.15 K and 313.15 K, using the analytical isothermal shake-flask metho...
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| Published in | Journal of molecular liquids Vol. 272; pp. 1048 - 1057 |
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| Main Authors | , , , , , , , |
| Format | Journal Article |
| Language | English |
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Elsevier B.V
15.12.2018
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| Abstract | The solubilities of gallic, protocatechuic, gentisic or α-resorcylic acids were measured in nine pure solvents (water, methanol, ethanol, 1-propanol, 2-propanol, 2-butanone, ethyl acetate, acetonitrile and dimethylformamide) at 298.15 K and 313.15 K, using the analytical isothermal shake-flask method. Additionally, solid phase studies of the selected phenolic acids were carried out using differential scanning calorimetry (DSC) and X-ray diffraction (XRD), giving access to important data on melting properties as well as on the structure of the solid phase before and after the dissolution.
The NRTL-SAC model coupled to the reference solvent approach (RSA) were applied to correlate the solubility data in a set of seven solvents and, after used to predict the solubility in 1-propanol and dimethylformamide. Average relative deviations (ARD) between 28 and 40% for the correlation and between 16 and 59% for the predictions were obtained. These values are within the order of magnitude usually found for such type of semi-predictive models, using a limited set of data.
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•Solubility of four phenolic acids in nine solvents was measured at 298.15 and 313.15 K.•Phenolic acids melting temperature and enthalpy were estimated.•New solid phases were identified by X-ray diffraction.•An extensive comparative analysis shows the relevance of the new data.•Modelling approach calls for new developments for such a vast family of compounds. |
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| AbstractList | The solubilities of gallic, protocatechuic, gentisic or α-resorcylic acids were measured in nine pure solvents (water, methanol, ethanol, 1-propanol, 2-propanol, 2-butanone, ethyl acetate, acetonitrile and dimethylformamide) at 298.15 K and 313.15 K, using the analytical isothermal shake-flask method. Additionally, solid phase studies of the selected phenolic acids were carried out using differential scanning calorimetry (DSC) and X-ray diffraction (XRD), giving access to important data on melting properties as well as on the structure of the solid phase before and after the dissolution.
The NRTL-SAC model coupled to the reference solvent approach (RSA) were applied to correlate the solubility data in a set of seven solvents and, after used to predict the solubility in 1-propanol and dimethylformamide. Average relative deviations (ARD) between 28 and 40% for the correlation and between 16 and 59% for the predictions were obtained. These values are within the order of magnitude usually found for such type of semi-predictive models, using a limited set of data.
[Display omitted]
•Solubility of four phenolic acids in nine solvents was measured at 298.15 and 313.15 K.•Phenolic acids melting temperature and enthalpy were estimated.•New solid phases were identified by X-ray diffraction.•An extensive comparative analysis shows the relevance of the new data.•Modelling approach calls for new developments for such a vast family of compounds. |
| Author | Fernandes, Luciano Pinho, Simão P. Vilas-Boas, Sérgio M. Ferreira, Olga Martins, Mónia A.R. Schreiner, Tatiana B. Brandão, Paula Silva, Liliana P. |
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| Title | Solubility and solid phase studies of isomeric phenolic acids in pure solvents |
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