Thermodynamic analysis of the solubility of triclocarban in ethylene glycol + water mixtures

Cruz-González, Ana María; Vargas-Santana, Martha Sofía; Polania-Orozco, Sebastian de Jesus; Ortíz, Claudia Patricia; Cerquera, Néstor Enrique; Martínez, Fleming; Delgado, Daniel Ricardo; Jouyban, Abolghasem; Acree, William E.

doi:10.1016/j.molliq.2020.115222

Cited by 4 publications

(1 citation statement)

References 57 publications

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“…While some solubility data of TCC are reported in the literature, determined in pure solvents [34][35][36], cosolvent mixtures [37][38][39], aqueous systems [40] and in some solubilizing systems [41,42], the physicochemical information on the dissolution process of TCC is not complete, so the study of TCC solubility in {NMP (1) + W (2)} cosolvent mixtures will generate important information on issues of the solubility, cosolvency, and preferential solvation of TCC.…”

Section: Introductionmentioning

confidence: 99%

Thermodynamic Assessment of Triclocarban Dissolution Process in N-Methyl-2-pyrrolidone + Water Cosolvent Mixtures

Caviedes-Rubio,

Ortiz,

Martinez

et al. 2023

Molecules

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Solubility is one of the most important physicochemical properties due to its involvement in physiological (bioavailability), industrial (design) and environmental (biotoxicity) processes, and in this regard, cosolvency is one of the best strategies to increase the solubility of poorly soluble drugs in aqueous systems. Thus, the aim of this research is to thermodynamically evaluate the dissolution process of triclocarban (TCC) in cosolvent mixtures of {N-methyl-2-pyrrolidone (NMP) + water (W)} at seven temperatures (288.15, 293.15, 298.15, 303.15, 308.15, 313.15 and 318.15 K). Solubility is determined by UV/vis spectrophotometry using the flask-shaking method. The dissolution process of the TCC is endothermic and strongly dependent on the cosolvent composition, achieving the minimum solubility in pure water and the maximum solubility in NMP. The activity coefficient decreases from pure water to NMP, reaching values less than one, demonstrating the excellent positive cosolvent effect of NMP, which is corroborated by the negative values of the Gibbs energy of transfer. In general terms, the dissolution process is endothermic, and the increase in TCC solubility may be due to the affinity of TCC with NMP, in addition to the water de-structuring capacity of NMP generating a higher number of free water molecules.

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Section: Introductionmentioning

confidence: 99%

Thermodynamic Assessment of Triclocarban Dissolution Process in N-Methyl-2-pyrrolidone + Water Cosolvent Mixtures

Caviedes-Rubio,

Ortiz,

Martinez

et al. 2023

Molecules

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Equilibrium Solubility of Triclocarban in (Cyclohexane + 1,4-Dioxane) Mixtures: Determination, Correlation, Thermodynamics and Preferential Solvation

et al. 2022

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Equilibrium solubility of triclocarban (TCC) expressed in mole fraction in 1,4-dioxane and cyclohexane, as well, as in 19 {cyclohexane (1) + 1,4-dioxane (2)} mixtures, was determined at seven temperatures from T = (288.15 to 318.15) K. Logarithmic TCC solubility in these cosolvent mixtures was adequately correlated with a lineal bivariate equation as function of both the mixtures composition and temperature. Apparent thermodynamic quantities for the dissolution and mixing processes were computed by means of the van’t Hoff and Gibbs equations observing endothermal and entropy-driven dissolution processes in all cases. The enthalpy–entropy compensation plot of apparent enthalpy vs. apparent Gibbs energy was linear exhibiting positive slope implying enthalpy-driving for TCC transfer from cyclohexane to 1,4-dioxane. Ultimately, by using the inverse Kirkwood–Buff integrals it is observed that TCC is preferentially solvated by cyclohexane molecules in 1,4-dioxane-rich mixtures but preferentially solvated by 1,4-dioxane molecules in cyclohexane-rich mixtures.

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Solubility of curcumin in subcritical water: Experimental data, modeling, and thermodynamic parameters

Simiari,

Khajenoori,

Haghighi Asl

2024

The Journal of Chemical Thermodynamics

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Thermodynamic analysis of the solubility of triclocarban in ethylene glycol + water mixtures

Cited by 4 publications

References 57 publications

Thermodynamic Assessment of Triclocarban Dissolution Process in N-Methyl-2-pyrrolidone + Water Cosolvent Mixtures

Thermodynamic Assessment of Triclocarban Dissolution Process in N-Methyl-2-pyrrolidone + Water Cosolvent Mixtures

Equilibrium Solubility of Triclocarban in (Cyclohexane + 1,4-Dioxane) Mixtures: Determination, Correlation, Thermodynamics and Preferential Solvation

Solubility of curcumin in subcritical water: Experimental data, modeling, and thermodynamic parameters

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