(−)-Epicatechin Solubility in Aqueous Mixtures of Eutectic Solvents and Their Constituents

IF 2 3区工程技术 Q3 CHEMISTRY, MULTIDISCIPLINARY

Journal of Chemical & Engineering Data Pub Date : 2024-10-30 DOI:10.1021/acs.jced.4c0044810.1021/acs.jced.4c00448

Arturo I. Bastias-Barra, Nicolás F. Gajardo-Parra, Esteban Cea-Klapp, Andrés F. Arroyo-Avirama, José Matías Garrido, Christoph Held, José R. Pérez-Correa and Roberto I. Canales*,

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Abstract

(−)-Epicatechin is a polyphenol present in diverse natural sources. It shows positive human health effects, which makes it interesting for the pharmaceutical and food industries. Conventional solvents used for polyphenol extraction are mostly toxic and flammable, leaving unwanted impurities in the final product. Thus, solubility of (−)-epicatechin at 101.3 kPa and 293.15, 303.15, and 313.15 K was experimentally measured in water and binary systems composed of 25 wt % of water + 1,3-propanediol (13PD), glycerol (Gly), and two deep eutectic solvents based on choline chloride as hydrogen-bond acceptor and the previous polyols as hydrogen-bond donors (DES1 and DES2). Solubility results in water were obtained using spectrophotometric and gravimetric methodologies. Overall, (−)-epicatechin solubility varies widely among the studied solvents but only slightly within the experimental temperature range. Solvents in ascending order according to (−)-epicatechin solubility are water < Gly + water < 13PD + water < DES2 + water < DES1 + water. The solubility of (−)-epicatechin is significantly enhanced by introducing choline chloride into the investigated hydrogen-bond donors (HBDs) at a molar ratio of 1:3, accompanied by 25 wt % water. Perturbed-chain statistical associating fluid theory (PC-SAFT) solubility calculations were in quantitative agreement with experimental data.

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(-)-表儿茶素在共晶溶剂及其成分的水性混合物中的溶解度

(-)-表儿茶素是一种存在于多种天然资源中的多酚。它对人体健康有积极的影响，因此对制药和食品行业很有吸引力。用于提取多酚的传统溶剂大多有毒且易燃，会在最终产品中留下不必要的杂质。因此，实验测量了(-)-表儿茶素在 101.3 kPa、293.15、303.15 和 313.15 K 下在水和由 25 wt % 的水 + 1,3-丙二醇 (13PD)、甘油 (Gly) 组成的二元体系，以及以氯化胆碱为氢键受体、前述多元醇为氢键供体的两种深度共晶溶剂（DES1 和 DES2）中的溶解度。使用分光光度法和重量法得出了在水中的溶解度结果。总体而言，(-)-表儿茶素在不同溶剂中的溶解度差异很大，但在实验温度范围内差异很小。根据(-)-表儿茶素溶解度的高低，溶剂依次为水；Gly + 水；13PD + 水；DES2 + 水；DES1 + 水。在所研究的氢键供体（HBDs）中引入氯化胆碱，摩尔比为 1:3，同时加入 25 wt % 的水，可显著提高(-)-表儿茶素的溶解度。扰动链统计关联流体理论（PC-SAFT）溶解度计算结果与实验数据在数量上一致。

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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.