Equilibrium solubility of vanillin in some (ethanol + water) mixtures: determination, correlation, thermodynamics and preferential solvation

Akay, Sema; Kayan, Berkant; Jouyban, Abolghasem; Martínez, Fleming; Acree, William E.

doi:10.1016/j.molliq.2021.117529

Cited by 6 publications

(9 citation statements)

References 52 publications

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“…Five distinct cosolvency-based mathematical models, including the modified "Apelblat, van't Hoff, Yalkowsky-Roseman, Jouyban-Acree, and Jouyban-Acree-van't Hoff models" were used to link the measured solubility values of CNZ [18][19][20][24][25][26][27]. Table 2 summarizes the results for the correlation of CNZ in binary {TP (1) + water (2)} combinations with the modified "Apelblat model".…”

Section: Cosolvency-based Mathematical Models For Cnz Solubility Correlationmentioning

confidence: 99%

“…The mathematical correlation of experimental data of pharmaceutical compounds is important for practical predictions/validations [20,33,39,40]. As a result, the measured solubility values of CNZ were predicted using the modified "Apelblat, van't Hoff, Yalkowsky-Roseman, Jouyban-Acree, and Jouyban-Acree-van't Hoff models" [18][19][20][24][25][26][27].…”

Section: Cosolvency-based Mathematical Models For Cnz Solubility Correlationmentioning

confidence: 99%

“…The correlation between x e and x Apl of CNZ was performed using MPD. The MPD was calculated using its reported formula [27].…”

Section: Cosolvency-based Mathematical Models For Cnz Solubility Correlationmentioning

confidence: 99%

“…The "Jouyban-Acree model" correlates the solubility of pharmaceutical compounds at the solvent compositions as well as temperature (x m,T ), and was predicted using Equation ( 6) [27]:…”

Section: Cosolvency-based Mathematical Models For Cnz Solubility Correlationmentioning

confidence: 99%

“…The solubility values of CNZ in pure solvents are required as input data to predict the solubility of CNZ in cosolvent compositions at the temperature of interest. To overcome this constraint, Equations ( 2) and ( 6) can be combined to form the "Jouyban-Acree-van't Hoff model" [27].…”

Section: Cosolvency-based Mathematical Models For Cnz Solubility Correlationmentioning

confidence: 99%

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Solubility of Cinnarizine in (Transcutol + Water) Mixtures: Determination, Hansen Solubility Parameters, Correlation, and Thermodynamics

et al. 2021

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Between 293.2 and 313.2 K and at 0.1 MPa, the solubility of the weak base, cinnarizine (CNZ) (3), in various {Transcutol-P (TP) (1) + water (2)} combinations is reported. The Hansen solubility parameters (HSP) of CNZ and various {(TP) (1) + water (2)} mixtures free of CNZ were also predicted using HSPiP software. Five distinct cosolvency-based mathematical models were used to link the experimentally determined solubility data of CNZ. The solubility of CNZ in mole fraction was increased with elevated temperature and TP mass fraction in {(TP) (1) + water (2)} combinations. The maximum solubility of CNZ in mole fraction was achieved in neat TP (5.83 × 10−2 at 313.2 K) followed by the minimum in neat water (3.91 × 10−8 at 293.2 K). The values of mean percent deviation (MPD) were estimated as 2.27%, 5.15%, 27.76%, 1.24% and 1.52% for the “Apelblat, van’t Hoff, Yalkowsky–Roseman, Jouyban–Acree, and Jouyban–Acree–van’t Hoff models”, respectively, indicating good correlations. The HSP value of CNZ was closed with that of neat TP, suggesting the maximum solubilization of CNZ in TP compared with neat water and other aqueous mixtures of TP and water. The outcomes of the apparent thermodynamic analysis revealed that CNZ dissolution was endothermic and entropy-driven in all of the {(TP) (1) + water (2)} systems investigated. For {(TP) (1) + water (2)} mixtures, the enthalpy-driven mechanism was determined to be the driven mechanism for CNZ solvation. TP has great potential for solubilizing the weak base, CNZ, in water, as demonstrated by these results.

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Section: Cosolvency-based Mathematical Models For Cnz Solubility Correlationmentioning

confidence: 99%

Section: Cosolvency-based Mathematical Models For Cnz Solubility Correlationmentioning

confidence: 99%

“…The correlation between x e and x Apl of CNZ was performed using MPD. The MPD was calculated using its reported formula [27].…”

Section: Cosolvency-based Mathematical Models For Cnz Solubility Correlationmentioning

confidence: 99%

“…The "Jouyban-Acree model" correlates the solubility of pharmaceutical compounds at the solvent compositions as well as temperature (x m,T ), and was predicted using Equation ( 6) [27]:…”

Section: Cosolvency-based Mathematical Models For Cnz Solubility Correlationmentioning

confidence: 99%

Section: Cosolvency-based Mathematical Models For Cnz Solubility Correlationmentioning

confidence: 99%

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Solubility of Cinnarizine in (Transcutol + Water) Mixtures: Determination, Hansen Solubility Parameters, Correlation, and Thermodynamics

et al. 2021

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Solubility of sinapic acid in some (ethylene glycol + water) mixtures: Measurement, computational modeling, thermodynamics, and preferential solvation

Shakeel

Haq

Alam

et al. 2022

Journal of Molecular Liquids

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Using Molecular Conformers in COSMO-RS to Predict Drug Solubility in Mixed Solvents

Cordova,

Teixeira,

Ribeiro-Claro

et al. 2024

Ind. Eng. Chem. Res.

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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.

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Equilibrium solubility of vanillin in some (ethanol + water) mixtures: determination, correlation, thermodynamics and preferential solvation

Cited by 6 publications

References 52 publications

Solubility of Cinnarizine in (Transcutol + Water) Mixtures: Determination, Hansen Solubility Parameters, Correlation, and Thermodynamics

Solubility of Cinnarizine in (Transcutol + Water) Mixtures: Determination, Hansen Solubility Parameters, Correlation, and Thermodynamics

Solubility of sinapic acid in some (ethylene glycol + water) mixtures: Measurement, computational modeling, thermodynamics, and preferential solvation

Using Molecular Conformers in COSMO-RS to Predict Drug Solubility in Mixed Solvents

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