Measurements and Correlation of Timolol Maleate Solubility in Biobased Neat and Binary Solvent Mixtures

IF 2 3区工程技术 Q3 CHEMISTRY, MULTIDISCIPLINARY Journal of Chemical & Engineering Data Pub Date : 2024-05-09 DOI:10.1021/acs.jced.4c00060

Lennart Zimmermann, Hung Lin Lee, Aibolat Koishybay, Cornelis P. Vlaar, Jean-Christophe M. Monbaliu, Rodolfo J. Romañach, Md. Noor-E-Alam, Allan S. Myerson and Torsten Stelzer*,

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Abstract

A crucial factor in the development of sustainable crystallization processes is the use of biobased solvents, which, in turn, necessitates a comprehensive understanding of the solubility profiles of solid compounds in biobased solvents. The solubility of timolol maleate (TIM), used to treat glaucoma, was measured in commercial biobased solvents at temperatures ranging from 278.15 to 333.15 K using the polythermal method. Its solubility was determined in eight neat biobased solvents (acetone, 1-butanol, Cyrene, dimethyl isosorbide (DMI), ethanol, 2-methyltetrahydrofuran (2-MeTHF), 2-propanol, and water) and three binary solvent mixtures (ethanol + 2-propanol, ethanol + 2-MeTHF, and ethanol + DMI). It was demonstrated that the solubility of TIM increases with temperature in the pure solvents and solvent mixtures. Furthermore, the solubility of TIM decreases in ethanol with increasing 2-propanol, 2-MeTHF, or DMI content, which may act as antisolvents. The experimental solubility data of TIM in the pure solvents and binary solvent mixtures were correlated using the modified Apelblat, Yaws, and λh equations. The correlated solubility data agree well with the experimental results, indicated by the small relative deviation and average relative deviation (ARD %) values. The correlated and experimentally determined solubility data provide crucial information for the design of sustainable crystallization processes for TIM.

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马来酸噻吗洛尔在生物基无水和二元溶剂混合物中的溶解度测量及相关性分析

开发可持续结晶工艺的一个关键因素是使用生物基溶剂，这反过来又需要全面了解固体化合物在生物基溶剂中的溶解度曲线。采用多热法测量了用于治疗青光眼的马来酸噻吗洛尔（TIM）在温度为 278.15 至 333.15 K 的商用生物基溶剂中的溶解度。测定了它在八种纯生物基溶剂（丙酮、1-丁醇、赛仑、二甲基异山梨醇（DMI）、乙醇、2-甲基四氢呋喃（2-MeTHF）、2-丙醇和水）和三种二元溶剂混合物（乙醇 + 2-丙醇、乙醇 + 2-MeTHF、乙醇 + DMI）中的溶解度。实验证明，在纯溶剂和混合溶剂中，TIM 的溶解度随温度升高而增加。此外，TIM 在乙醇中的溶解度会随着 2-丙醇、2-MeTHF 或 DMI 含量的增加而降低，这些溶剂可能会起到抗溶剂的作用。使用修正的 Apelblat、Yaws 和 λh 方程对 TIM 在纯溶剂和二元溶剂混合物中的实验溶解度数据进行了相关分析。相关溶解度数据与实验结果非常吻合，这体现在相对偏差和平均相对偏差 (ARD %) 值较小。相关溶解度数据和实验测定的溶解度数据为设计 TIM 的可持续结晶工艺提供了重要信息。

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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.