Solubility Determination and Thermodynamic Analysis of 2,4-Dichlorobenzoic Acid in 10 Pure Solvents and Three Binary Solvents at 273.15–318.15 K

IF 2 3区工程技术 Q3 CHEMISTRY, MULTIDISCIPLINARY

Journal of Chemical & Engineering Data Pub Date : 2025-02-05 DOI:10.1021/acs.jced.4c0059710.1021/acs.jced.4c00597

Jiyuan Yang, Chao Zang, Huijin Xu, Wenge Yang* and Yonghong Hu*,

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Abstract

2,4-Dichlorobenzoic acid (2,4-DCBA) plays a pivotal role in the synthesis of drugs and materials. Its solubility was meticulously determined using a static equilibrium method in conjunction with HPLC, across 10 individual solvents and three solvent mixtures. It can be found that 2,4-DCBA exhibited high solubility in alcohol solvents. Notably, in the acetone–acetonitrile system, solubility rose markedly with an increase in the positive solvent’s fraction. In the methanol, ethanol, and acetonitrile mixtures, the solubility of 2,4-DCBA peaked when the positive solvent’s molar fraction reached 0.8, suggesting that binary solvents can outperform single solvents in terms of dissolution. XRD and TG-DSC confirmed that 2,4-DCBA did not decompose, and its crystal structure did not change significantly during the experiment. The improved Apelblat model and λh model were used to fit and analyze the solubility data in a single pure solvent, and the CNIBS/R-K model, Jouyban–Acree model, and Sun model were used to process the solubility data in a binary solvent system. The reliability of the fitting results was confirmed by calculating the RAD and RMSD values of the thermodynamic models. Ultimately, the research utilized the KAT-LSER model to examine the impact of solvent characteristics on the solubility of 2,4-DCBA in individual solvents.

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2,4-二氯苯甲酸在10种纯溶剂和3种二元溶剂中的溶解度测定和热力学分析

2,4-二氯苯甲酸（2,4- dcba）在药物和材料的合成中起着举足轻重的作用。在10种溶剂和3种溶剂混合物中，使用静态平衡法结合高效液相色谱仔细测定了其溶解度。结果表明，2,4- dcba在醇类溶剂中具有较高的溶解度。值得注意的是，在丙酮-乙腈体系中，溶解度随着正溶剂分数的增加而显著提高。在甲醇、乙醇和乙腈混合物中，当正溶剂的摩尔分数达到0.8时，2,4- dcba的溶解度达到峰值，表明二元溶剂的溶解性优于单一溶剂。XRD和TG-DSC证实2,4- dcba在实验过程中没有发生分解，晶体结构也没有发生明显变化。采用改进的Apelblat模型和λh模型拟合分析单一纯溶剂中的溶解度数据，采用CNIBS/R-K模型、Jouyban-Acree模型和Sun模型处理二元溶剂体系中的溶解度数据。通过计算热力学模型的RAD和RMSD值，验证了拟合结果的可靠性。最后，本研究利用KAT-LSER模型考察了溶剂特性对2,4- dcba在不同溶剂中的溶解度的影响。

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来源期刊

Journal of Chemical & Engineering Data 工程技术-工程：化工

CiteScore

5.20

自引率

19.20%

发文量

324

审稿时长

2.2 months

期刊介绍： The Journal of Chemical & Engineering Data is a monthly journal devoted to the publication of data obtained from both experiment and computation, which are viewed as complementary. It is the only American Chemical Society journal primarily concerned with articles containing data on the phase behavior and the physical, thermodynamic, and transport properties of well-defined materials, including complex mixtures of known compositions. While environmental and biological samples are of interest, their compositions must be known and reproducible. As a result, adsorption on natural product materials does not generally fit within the scope of Journal of Chemical & Engineering Data.