Solubility of 2-Hydroxybenzoic Acid in Pseudo-Binary Mixtures of Choline Chloride/Propylene Glycol Deep Eutectic Solvent + Water at 293.15–313.15 K

IF 16.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Accounts of Chemical Research Pub Date : 2023-11-22 DOI:10.1007/s10953-023-01336-6

Erfan Babaei, Parisa Jafari, Elaheh Rahimpour, Jalal Hanaee, Abolghasem Jouyban

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Abstract

The equilibrium molar solubility of 2-hydroxybenzoic acid (salicylic acid, SA) in pseudo-binary mixed solvents of choline chloride/propylene glycol deep eutectic solvent (ChCl/PG DES, 1:3 molar ratio) and water was determined by a shake flask method at 293.15-313.15 K and ambient pressure (85 kPa). Based on the results, the maximum solubility of SA was observed in neat DES at 313.15 K (0.7604 mol·L⁻¹) whereas it was minimum in neat water at 293.15 K (0.0112 mol·L⁻¹). X-Ray power diffraction analysis of solid phase presented no polymorphic transformation or solvate formation in the experiments. Moreover, the molar solubility of SA was modeled mathematically with various cosolvency models attaining the average percentage deviations smaller than 6.1%, except for the modified Wilson-van’t Hoff (12.6%). Further, more favorable and entropy-driven of SA dissolution in ChCl/PG DES-rich mixtures was achieved from the apparent thermodynamic analysis.

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293.15 ~ 313.15 K时2-羟基苯甲酸在氯化胆碱/丙二醇深度共晶溶剂+水伪二元混合物中的溶解度

用摇瓶法测定了2-羟基苯甲酸(水杨酸，SA)在氯化胆碱/丙二醇深度共晶溶剂(ChCl/PG DES, 1:3摩尔比)和水的准二元混合溶剂中的平衡摩尔溶解度，温度为293.15 ~ 313.15 K，环境压力为85 kPa。结果表明，SA在纯DES中的溶解度在313.15 K (0.7604 mol·L−1)时达到最大值，在纯水中的溶解度在293.15 K (0.0112 mol·L−1)时达到最小。x射线功率衍射分析表明，实验中固相未发生多晶转变或溶剂化物形成。此外，除修正的Wilson-van 't Hoff模型(12.6%)外，各种共溶解度模型对SA的摩尔溶解度进行了数学建模，平均百分比偏差小于6.1%。此外，表观热力学分析表明，在ChCl/PG - des -富混合物中SA的溶解更有利，且熵驱动。

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来源期刊

Accounts of Chemical Research 化学-化学综合

CiteScore

31.40

自引率

1.10%

发文量

312

审稿时长

2 months

期刊介绍： Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.

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