Solubility determination, mathematical modeling, and thermodynamic analysis of naproxen in binary solvent mixtures of (1-propanol/2-propanol) and ethylene glycol at different temperatures

IF 4.3 2区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY BMC Chemistry Pub Date : 2024-09-19 DOI:10.1186/s13065-024-01291-3

Mohammad Barzegar-Jalali, Atefeh Sheikhi-Sovari, Fleming Martinez, Behrouz Seyfinejad, Elaheh Rahimpour, Abolghasem Jouyban

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Abstract

This study investigates the solubility behavior of Naproxen (NAP) in binary solvent mixtures of 1-propanol (1-PrOH) and 2-propanol (2-PrOH) with ethylene glycol (EG) across a range of temperatures. The solubility of NAP was experimentally determined at five different temperatures (293.15 to 313.15 K), and the data were correlated using various thermodynamic models, including the van’t Hoff, Jouyban-Acree, modified Wilson, mixture response surface, Jouyban-Acree-van’t Hoff. The results demonstrated that NAP’s solubility increases with temperature in both solvent systems. Notably, NAP exhibited higher solubility in mixtures with 1-PrOH compared to 2-PrOH, despite the lower polarity of 2-PrOH. This unexpected trend is attributed to the distinct molecular interactions, including hydrogen bonding, influenced by the structural differences between 1-PrOH and 2-PrOH. The X-ray diffraction analysis confirmed that no polymorphic transformation occurred in NAP during dissolution, maintaining its crystalline structure. The solubility data were well-correlated by the applied models, with overall MRDs% (mean relative deviation percentage) below 6.1.

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不同温度下萘普生在（1-丙醇/2-丙醇）和乙二醇二元溶剂混合物中的溶解度测定、数学建模和热力学分析

本研究探讨了萘普生（NAP）在 1-丙醇（1-PrOH）和 2-丙醇（2-PrOH）与乙二醇（EG）的二元溶剂混合物中的溶解度在一定温度范围内的表现。实验测定了 NAP 在五个不同温度（293.15 至 313.15 K）下的溶解度，并使用各种热力学模型（包括范特霍夫模型、朱伊班-阿克里模型、修正威尔逊模型、混合物响应面模型、朱伊班-阿克里-范特霍夫模型）对数据进行了关联分析。结果表明，NAP 在两种溶剂体系中的溶解度均随温度升高而增加。值得注意的是，尽管 2-PrOH 的极性较低，但与 2-PrOH 相比，NAP 在 1-PrOH 混合物中的溶解度更高。这种意想不到的趋势归因于 1-PrOH 和 2-PrOH 结构差异所产生的不同分子相互作用（包括氢键）。X 射线衍射分析证实，NAP 在溶解过程中没有发生多晶型转变，保持了结晶结构。溶解度数据与应用模型的相关性良好，总体 MRDs%（平均相对偏差百分比）低于 6.1。

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来源期刊

BMC Chemistry Chemistry-General Chemistry

CiteScore

5.30

自引率

2.20%

发文量

审稿时长

27 weeks

期刊介绍： BMC Chemistry, formerly known as Chemistry Central Journal, is now part of the BMC series journals family. Chemistry Central Journal has served the chemistry community as a trusted open access resource for more than 10 years – and we are delighted to announce the next step on its journey. In January 2019 the journal has been renamed BMC Chemistry and now strengthens the BMC series footprint in the physical sciences by publishing quality articles and by pushing the boundaries of open chemistry.