Measurement and comprehensive analysis of the solubility of abacavir in twelve pure solvents

被引：15

作者：

Ji, Xu ^{[1
]}

Li, Chang ^{[1
]}

Li, Jiulong ^{[1
]}

Hou, Baohong ^{[1
,2
]}

Zhou, Lina ^{[1
,2
]}

Xie, Chuang ^{[1
,2
]}

Gong, Junbo ^{[1
,2
]}

Chen, Wei ^{[1
,2
]}

Zhao, Jie ^{[3
]}

机构：

[1] Tianjin Univ, Natl Engn Res Ctr Ind Crystallizat Technol, Sch Chem Engn & Technol, Tianjin 300072, Peoples R China

[2] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300072, Peoples R China

[3] Tianjin Univ, Key Lab Efficient Utilizat Low & Medium Grade Ene, MOE, Tianjin 300072, Peoples R China

来源：

JOURNAL OF MOLECULAR LIQUIDS | 2021年 / 338卷

基金：

中国国家自然科学基金;

关键词：

Abacavir; Solubility; Density functional theory; Hansen solubility parameters; KAT-LSER model; Mixing thermodynamic properties; SOLVATION ENERGY RELATIONSHIPS; BASIS-SETS; WATER; THERMODYNAMICS; EQUILIBRIUM; EXPRESSION; PREDICTION; RESISTANCE; MIXTURES; MODELS;

D O I：

10.1016/j.molliq.2021.116603

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The solubility of abacavir in twelve pure solvents (methanol, ethanol, n-propanol, i-propanol, n-butanol, 2-butanol, i-butanol, n-pentanol, water, methyl acetate, ethyl acetate and acetone) was measured by high-performance liquid chromatography (HPLC) at the temperature range of (278.15 to 323.15) K under 101.1 kPa. In the temperature range studied, the solubility of abacavir in selected solvents increased with the rising temperature and the solubility sequence of abacavir at 298.15 K was n-pentanol > n-propa nol > 2-butanol > n-butanol > i-butanol > methanol > ethanol > i-propanol > acetone > methyl acetate > ethyl acetate > water. To explain the dissolution behavior of abacavir, the molecular electrostatic potential (MEP) and solvation free energy of abacavir were analyzed by density functional theory (DFT), while the Hansen solubility parameters and KAT-LSER model were introduced to analyze the molecular similarity and the solvent effect, respectively. In addition, three semi-empirical models (modified Apelblat equation, van't Hoff equation and lambda h equation) and three local composition models (Wilson equation, NRTL equation and UNIQUAC equation) were used to correlate the experimental solubility data of abacavir, and four indicators of relative deviation (RD), average relative deviation (ARD), root-mean-square deviation (RMSD) and coefficient of determination (R-2) were introduced to evaluate the correlated data. The results showed that the modified Apelblat equation had the highest accuracy among the semiempirical models; the NRTL equation was the most representative among the local composition models and had the best goodness-of-fit among all the solubility models. Furthermore, the mixing thermodynamic properties (Delta(mix)G, Delta H-mix and Delta S-mix) estimated by NRTL equation indicated that the mixing process of abacavir in selected solvents was spontaneous, exothermic and driven by enthalpy. (C) 2021 Elsevier B.V. All rights reserved.

引用

页数：13

共 64 条

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