The solubility determination and thermodynamic modeling of cis-3-(2,5-dimethylphenyl)-4-hydroxy-8-methoxy-1-azaspiro[4.5] dec-3-en-2-one (SI-VI) in binary mixed solvents from T = (288.15-328.15) K

被引:1
作者
Zuo, Jiabao [1 ]
Liu, Baoshu [1 ]
Zhao, Jingshuai [1 ]
Sun, Hua [1 ]
机构
[1] Hebei Univ Sci & Technol, Coll Chem & Pharmaceut Engn, Shijiazhuang 050018, Hebei, Peoples R China
关键词
Spirotetramat; Thermodynamic; Solubility; Dissolution; cis-3-(2,5-dimethylphenyl)-4-hydroxy-8-methoxy-1-azaspiro[4,5]dec-3-en-2-one (SI-VI); PHASE-EQUILIBRIUM; MIXING PROPERTIES; ORGANIC-SOLVENTS; WATER; ETHANOL; HYDROCHLORIDE; MIXTURES; PURE; ACID;
D O I
10.1016/j.jct.2022.106926
中图分类号
O414.1 [热力学];
学科分类号
摘要
The solubility of cis-3-(2,5-dimethylphenyl)-4-hydroxy-8-methoxy-1-azaspiro[4.5]dec-3-en-2-one (SI-VI) in four binary mixed solvents (methanol + water, ethanol + water, acetonitrile + water, and n-propanol + water) was determined within T = (288.15-328.15) K under 101.1 kPa by dynamic laser method. As the temperature increased, the solubility of SI-VI in four binary mixed solvents all increased. Meanwhile, with the rising of water content in solvent mixture, the solubility of SI-VI reduced in methanol + water and ethanol + water system, as well as increased and reached the peak before decreased in acetonitrile + water and n-propanol + water system. The experimental solubility data was correlated with NRTL model, Wilson model, Van't Hoff model, and lambda h model. The Van't Hoff model could best describe the solubility behavior according to the results of AIC analysis, and the maximum value of RMSD was 3.632 x 10-3. The KAT-LSER model was applied to explore the solvent effect for SI-VI in pure and binary solvents. And according to the obtained Wilson model parameters, the ther-modynamic properties during the dissolution of SI-VI were calculated. The results showed that the dissolution process of SI-VI in the all mixed solvents was spontaneous.
引用
收藏
页数:11
相关论文
共 30 条
[1]   Phase equilibrium and excess Gibbs energy functions of acetophenone with 1,1,2-trichloroethene and cyclohexane binary mixtures by using NRTL, UNIQUAC, UNIFAC and VANLAAR models at a local atmospheric pressure of 95.3 kPa [J].
Anila, P. ;
Reddy, K. Ryapa ;
Rao, G. Srinivasa ;
Ram, P. V. S. Sai ;
Ramachandran, D. ;
Rambabu, C. .
JOURNAL OF MOLECULAR LIQUIDS, 2015, 202 :107-114
[2]   Solubility determination and dissolution thermodynamic properties of dodecanedioic acid in binary-mixed solvents from T = (288.15-328.15) K [J].
Cheng, Shuo ;
Bao, Yu ;
Cui, Yue ;
Wang, Jingtao .
JOURNAL OF CHEMICAL THERMODYNAMICS, 2022, 166
[3]   Solubility determination and thermodynamic modeling of 5-nitro-8-hydroxyquinoline in ten organic solvents from T = (278.15 to 313.15) K and mixing properties of solutions [J].
Cong, Yang ;
Wang, Jian ;
Du, Cunbin ;
Han, Shuo ;
Meng, Long ;
Zhao, Hongkun .
JOURNAL OF CHEMICAL THERMODYNAMICS, 2016, 100 :60-71
[4]   Solubility and Thermodynamic Properties of (2S)-Pyrrolidine-2-carboxylic Acid in Water, Alcohols, and Water-Alcohol Mixtures [J].
Duan, Erhong ;
Wang, Kunkun ;
Li, Xue ;
Chen, Zidan ;
Sun, Hua .
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2015, 60 (03) :653-658
[5]   Solubility and solution thermodynamics of sorbic acid in eight pure organic solvents [J].
Fang, Jing ;
Zhang, Meijing ;
Zhu, Peipei ;
Ouyang, Jinbo ;
Gong, Junbo ;
Chen, Wei ;
Xu, Fengxia .
JOURNAL OF CHEMICAL THERMODYNAMICS, 2015, 85 :202-209
[6]   Thermodynamic modeling of pharmaceuticals solubility in pure, mixed and supercritical solvents [J].
Faraz, Omid ;
Poustchi, Mozhdeh ;
Movahedi, Parsa ;
Shahriari, Reza ;
Denyani, Ebrahim Nazari ;
Kouchi, Fereshteh Rajabi .
JOURNAL OF MOLECULAR LIQUIDS, 2022, 353
[7]   Solubility, thermodynamic properties, Hansen solubility parameter, and molecular simulation of amitriptyline hydrochloride (Form I) in fourteen organic pure solvents at different temperatures [J].
Guo, Fengxin ;
Liu, Qiong ;
Sha, Jiao ;
Cao, Zidan ;
Chong, Yuanhui ;
Li, Yu ;
Li, Tao ;
Ren, Baozeng .
JOURNAL OF MOLECULAR LIQUIDS, 2021, 342
[8]   Solubility, molecular simulation, Hansen solubility parameter and thermodynamic properties of citiolone in thirteen organic pure solvents at different temperatures [J].
Guo, Fengxin ;
Ren, Yiming ;
Sha, Jiao ;
Cao, Zidan ;
Ma, Teng ;
Chong, Yuanhui ;
Niu, Huimin ;
Li, Yu ;
Li, Tao ;
Ren, Baozeng .
JOURNAL OF CHEMICAL THERMODYNAMICS, 2022, 164
[9]   Influence of Additives on Glycine Crystal Characteristics [J].
Hrkovac, Martina ;
Kardum, Jasna Prlic ;
Schuster, Anke ;
Ulrich, Joachim .
CHEMICAL ENGINEERING & TECHNOLOGY, 2011, 34 (04) :611-618
[10]   Solid-Liquid Phase Equilibrium and Mixing Properties of Cloxacillin Benzathine in Pure and Mixed Solvents [J].
Li, Jieqiong ;
Wang, Zhao ;
Bao, Ying ;
Wang, Jingkang .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2013, 52 (08) :3019-3026