Solubility determination, correlation, solvent effect and thermodynamic properties of tolnaftate in ten mono-solvents and binary solvent systems from 283.15 K to 328.15 K

IF 2.2 3区工程技术 Q3 CHEMISTRY, PHYSICAL

Journal of Chemical Thermodynamics Pub Date : 2025-02-14 DOI:10.1016/j.jct.2025.107468

Kejia Wang , Wei Zhang , Yuanmo Ren , Ting Li , Shiyu Lin , Funeng Xu , Haohuan Li , Xianxiang Wang , Huaqiao Tang , Gang Shu , Juchun Lin , Xiaoyang Ai , Hualin Fu

{"title":"Solubility determination, correlation, solvent effect and thermodynamic properties of tolnaftate in ten mono-solvents and binary solvent systems from 283.15 K to 328.15 K","authors":"Kejia Wang , Wei Zhang , Yuanmo Ren , Ting Li , Shiyu Lin , Funeng Xu , Haohuan Li , Xianxiang Wang , Huaqiao Tang , Gang Shu , Juchun Lin , Xiaoyang Ai , Hualin Fu","doi":"10.1016/j.jct.2025.107468","DOIUrl":null,"url":null,"abstract":"<div><div>Tolnaftate (TNF) is a local antifungal agent. The determination of its solubility can serve as a valuable reference for its crystallization and formulation design, an area that has not yet been comprehensively investigated. In this study, the static method was carried out to determine the solubility of TNF in 10 mono-solvents (methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, n-octanol, 1,2-propanediol, ethylene glycol, acetic acid) and the binary mixed solvents (acetic acid + ethylene glycol) at T = (283.15 to 328.15) K and P = 0.1 MPa. The experiment results showed that TNF dissolves best in acetic acid and worst in ethylene glycol among investigated mono-solvents. And the solubility in mixed solvents was observed to increase as the mole ratio of acetic acid augments. In all solvents, there is obviously increase in the solubility of TNF as temperature elevates. The Apelblat model, van't Hoff model, Jouyban model, GCM model, Sun model and Apelblat-Jouyban-Acree model were used to fit the solubility values. And the root mean square deviation (RMSD) between the calculated values and experimental values are less than 0.025 %, showing that the experimental values are accurate and the models have good fitting effects. At the same time, X-ray powder diffraction (PXRD) tests confirmed that the absence of crystal transformation during the process of TNF dissolution. In addition, according to the KAT-LSER model, the influence of solute-solvent interactions on the solubility of TNF exceeds that of solvent-solvent interactions. The thermodynamic properties including entropy (ΔH0sol), enthalpy (ΔS0sol), Gibbs free energy (ΔG0sol), enthalpy contribution (%ξH) and entropy contribution (%ξS) were calculated, which proved that dissolution process of TNF is endothermic and entropy-driven, and enthalpy mainly affects Gibbs free energy.</div></div>","PeriodicalId":54867,"journal":{"name":"Journal of Chemical Thermodynamics","volume":"205 ","pages":"Article 107468"},"PeriodicalIF":2.2000,"publicationDate":"2025-02-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Chemical Thermodynamics","FirstCategoryId":"5","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0021961425000229","RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, PHYSICAL","Score":null,"Total":0}

引用次数: 0

Abstract

Tolnaftate (TNF) is a local antifungal agent. The determination of its solubility can serve as a valuable reference for its crystallization and formulation design, an area that has not yet been comprehensively investigated. In this study, the static method was carried out to determine the solubility of TNF in 10 mono-solvents (methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, n-octanol, 1,2-propanediol, ethylene glycol, acetic acid) and the binary mixed solvents (acetic acid + ethylene glycol) at T = (283.15 to 328.15) K and P = 0.1 MPa. The experiment results showed that TNF dissolves best in acetic acid and worst in ethylene glycol among investigated mono-solvents. And the solubility in mixed solvents was observed to increase as the mole ratio of acetic acid augments. In all solvents, there is obviously increase in the solubility of TNF as temperature elevates. The Apelblat model, van't Hoff model, Jouyban model, GCM model, Sun model and Apelblat-Jouyban-Acree model were used to fit the solubility values. And the root mean square deviation (RMSD) between the calculated values and experimental values are less than 0.025 %, showing that the experimental values are accurate and the models have good fitting effects. At the same time, X-ray powder diffraction (PXRD) tests confirmed that the absence of crystal transformation during the process of TNF dissolution. In addition, according to the KAT-LSER model, the influence of solute-solvent interactions on the solubility of TNF exceeds that of solvent-solvent interactions. The thermodynamic properties including entropy (ΔH⁰_sol), enthalpy (ΔS⁰_sol), Gibbs free energy (ΔG⁰_sol), enthalpy contribution (%ξ_H) and entropy contribution (%ξ_S) were calculated, which proved that dissolution process of TNF is endothermic and entropy-driven, and enthalpy mainly affects Gibbs free energy.

Abstract Image

查看原文本刊更多论文

求助全文

约1分钟内获得全文求助全文

来源期刊

Journal of Chemical Thermodynamics 工程技术-热力学

CiteScore

5.60

自引率

15.40%

发文量

199

审稿时长

79 days

期刊介绍： The Journal of Chemical Thermodynamics exists primarily for dissemination of significant new knowledge in experimental equilibrium thermodynamics and transport properties of chemical systems. The defining attributes of The Journal are the quality and relevance of the papers published. The Journal publishes work relating to gases, liquids, solids, polymers, mixtures, solutions and interfaces. Studies on systems with variability, such as biological or bio-based materials, gas hydrates, among others, will also be considered provided these are well characterized and reproducible where possible. Experimental methods should be described in sufficient detail to allow critical assessment of the accuracy claimed. Authors are encouraged to provide physical or chemical interpretations of the results. Articles can contain modelling sections providing representations of data or molecular insights into the properties or transformations studied. Theoretical papers on chemical thermodynamics using molecular theory or modelling are also considered. The Journal welcomes review articles in the field of chemical thermodynamics but prospective authors should first consult one of the Editors concerning the suitability of the proposed review. Contributions of a routine nature or reporting on uncharacterised materials are not accepted.