Solubility Measurement and Data Correlation of Topramezone in 16 Pure Solvents at Temperatures from 283.15 to 323.15 K

被引:0
作者
Zhao, Cunzhi [1 ]
Xie, Chuang [1 ,2 ]
机构
[1] Tianjin Univ, Sch Chem Engn & Technol, State Key Lab Chem Engn, Tianjin 300072, Peoples R China
[2] Tianjin Univ, Natl Coinnovat Ctr Chem & Chem Engn Tianjin, Tianjin 300072, Peoples R China
关键词
PESTICIDES; COCRYSTALS; WATER;
D O I
10.1021/acs.jced.5c00042
中图分类号
O414.1 [热力学];
学科分类号
摘要
The solubility of herbicide topramezone (TOP) in 16 pure solvents (methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, methyl acetate, ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, acetone, acetonitrile, acetonitrile, tetrahydrofuran, and toluene) was measured by the gravimetric method over temperatures ranging from 283.15 to 323.15 K at 0.1 MPa. With an increase in temperature, the solubility of TOP also increased in all solvents. Isopropanol exhibited the lowest solubility at 283.15 K, whereas tetrahydrofuran showed the highest solubility at 323.15 K. The solvent effects, including polarity, hydrogen bond donor propensity, hydrogen bond acceptor propensity, and cohesive energy density, were used to analyze the solubility of TOP in various solvents. For the effect of solvent type on solubility, hydrogen bond donation is dominant in alcoholic solvents, whereas hydrogen bond acceptors are dominant in nonalcoholic solvents. The experimental solubility data were correlated with four models, namely, the modified Apelblat equation, lambda h equation, van't Hoff equation, and NRTL equation, with a relative deviation of less than 5%. Furthermore, mixing thermodynamic properties of TOP in selected solvents were calculated by the NRTL model, which showed that the mixing process was spontaneous and entropy driven.
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页数:10
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共 35 条
[1]   Solubilities of L-aspartic, DL-aspartic, DL-glutamic, p-hydroxybenzoic, o-anistic, p-anisic, and itaconic acids in water from T = 278 K to T = 345 K [J].
Apelblat, A ;
Manzurola, E .
JOURNAL OF CHEMICAL THERMODYNAMICS, 1997, 29 (12) :1527-1533
[2]   Solubilities of o-acetylsalicylic, 4-aminosalicylic, 3,5-dinitrosalicylic, and p-toluic acid, and magnesium-DL-aspartate in water from T = (278 to 348) K [J].
Apelblat, A ;
Manzurola, E .
JOURNAL OF CHEMICAL THERMODYNAMICS, 1999, 31 (01) :85-91
[3]   SOLUBILITY OF SOLIDS IN LIQUIDS - ONE-PARAMETER SOLUBILITY EQUATION [J].
BUCHOWSKI, H ;
KHIAT, A .
FLUID PHASE EQUILIBRIA, 1986, 25 (03) :273-278
[4]   Driving a sustainable application of s-triazine ametryn and atrazine herbicides through multicomponent crystals with improved solubility [J].
da Silva, Amandha Kaiser ;
Diniz, Luan F. ;
Tenorio, Juan C. ;
Nazario, Carlos E. D. ;
Ribeiro, Caue ;
Carvalho Jr, Paulo S. .
CRYSTENGCOMM, 2021, 23 (24) :4252-4263
[5]   The solid-liquid equilibrium behavior of 2,7-dihydroxynaphthalene in eleven organic solvents: Thermodynamic analysis and molecular simulation understanding [J].
Fang, Lan ;
Ao, Zhaoxia ;
Zhao, Chenyang ;
Feng, Shanshan ;
Han, Dandan ;
Gong, Junbo .
JOURNAL OF CHEMICAL THERMODYNAMICS, 2022, 170
[6]   Intermolecular interactions and solubility behavior of multicomponent crystal forms of 2,4-D: design, structure analysis, and solid-state characterization [J].
Fang, Lan ;
Xiao, Yuntian ;
Zhang, Chengtian ;
Gao, Zhenguo ;
Wu, Songgu ;
Gong, Junbo ;
Rohani, Sohrab .
CRYSTENGCOMM, 2021, 23 (43) :7615-7627
[7]   Alginate and lignin-based formulations to control pesticides leaching in a calcareous soil [J].
Fernandez-Perez, M. ;
Garrido-Herrera, F. J. ;
Gonzalez-Pradas, E. .
JOURNAL OF HAZARDOUS MATERIALS, 2011, 190 (1-3) :794-801
[8]   Design, Synthesis, and Herbicidal Activity Evaluation of Novel Aryl-Naphthyl Methanone Derivatives [J].
Fu, Ying ;
Wang, Kui ;
Wang, Peng ;
Kang, Jing-Xin ;
Gao, Shuang ;
Zhao, Li-Xia ;
Ye, Fei .
FRONTIERS IN CHEMISTRY, 2019, 7
[9]   Under- and over-use of pesticides: An international analysis [J].
Ghimire, Narishwar ;
Woodward, Richard T. .
ECOLOGICAL ECONOMICS, 2013, 89 :73-81
[10]   Response of maize (Zea mays L.) to post-emergence applications of topramezone [J].
Gitsopoulos, Thomas K. ;
Melidis, Vasilios ;
Evgenidis, Georgios .
CROP PROTECTION, 2010, 29 (10) :1091-1093