Thermodynamic properties of metamizol monohydrate in pure and binary solvents at temperatures from (283.15 to 313.15) K

doi:10.1016/j.cjche.2017.03.026

Abstract

Abstract: The thermodynamic properties of metamizol monohydrate in pure solvents (methanol, ethanol, n-propanol and isopropanol) and two binary mixed solvent systems including (methanol + ethanol) and (methanol + isopropanol) were measured from 283.15 K to 313.15 K by gravimetric method under atmospheric pressure thought as 0.1 MPa. The modified Apelblat equation, the CNIBS/R-K equation, the Hybrid model and the NRTL model were used to correlate the solubility of metamizol monohydrate, respectively. The results show that the solubility of metamizol monohydrate in all the tested solvents increases with the rising temperature which means that it has temperature dependence. What's more, the effects of solvent components of the binary solvent mixtures on solubility were discussed, it illustrates that the increasing of the molar fraction of methanol gives the system a greater dissolving power. Furthermore, according to the NRTL model, the enthalpy, the Gibbs energy and the entropy of the mixing process were also obtained and discussed.

Key words: Metamizol monohydrate, Solubility, Thermodynamic properties, Correlation

摘要： The thermodynamic properties of metamizol monohydrate in pure solvents (methanol, ethanol, n-propanol and isopropanol) and two binary mixed solvent systems including (methanol + ethanol) and (methanol + isopropanol) were measured from 283.15 K to 313.15 K by gravimetric method under atmospheric pressure thought as 0.1 MPa. The modified Apelblat equation, the CNIBS/R-K equation, the Hybrid model and the NRTL model were used to correlate the solubility of metamizol monohydrate, respectively. The results show that the solubility of metamizol monohydrate in all the tested solvents increases with the rising temperature which means that it has temperature dependence. What's more, the effects of solvent components of the binary solvent mixtures on solubility were discussed, it illustrates that the increasing of the molar fraction of methanol gives the system a greater dissolving power. Furthermore, according to the NRTL model, the enthalpy, the Gibbs energy and the entropy of the mixing process were also obtained and discussed.

关键词: Metamizol monohydrate, Solubility, Thermodynamic properties, Correlation

Mingxia Guo, Qiuxiang Yin, Chang Wang, Yaohui Huang, Yang Li, Zaixiang Zhang, Xia Zhang, Zhao Wang, Meijing Zhang, Ling Zhou. Thermodynamic properties of metamizol monohydrate in pure and binary solvents at temperatures from (283.15 to 313.15) K[J]. , 2017, 25(10): 1481-1491.

References

[1] G.B. Golubitskii, A.V. Kostarnoi, E.V. Budko, V.M. Ivanov, E.M. Basova, Decomposition of Analgin in aqueous acetonitrile solutions, J. Anal. Chem. 61(10) (2006) 997-1001.
[2] W.O. Mar, J.U. Irich, Solid liquid equilibrium, metastable zone, and nucleation parameters of the oxalic acid-water system, Cryst. Growth Des. 6(8) (2006) 1927-1930.
[3] H. Wu, L. Dang, H. Wei, Solid-liquid phase equilibrium of nicotinamide in different pure solvents:measurements and thermodynamic modeling, Ind. Eng. Chem. Res. 53(2014) 1707-1711.
[4] D. Jia, X. Zhang, J. Li, C. Li, Measurement and correlation of the solubility of N-(phosphonomethyl)iminodiacetic acid in different organic solvents, Fluid Phase Equilib. 382(2014) 54-58.
[5] G. Wang, Y. Wang, X. Hu, Y. Ma, H. Hao, Determination and correlation of cefoperazone solubility in different pure solvents and binary mixture, Fluid Phase Equilib. 361(2014) 223-228.
[6] Z. Chen, J. Z, X. L, S. M, Solubility measurement and correlation of the form A of ibrutinib in organic solvents from 278.15 to 323.15 K, J. Chem. Thermodyn. 103(2016) 342-348.
[7] H. Wang, Y. Wang, G. Wang, J. Zhang, H. Hao, Q. Yin, Solid-liquid equilibrium of sulbactam in pure solvents and binary solvent mixtures, Fluid Phase Equilib. 382(2014) 197-204.
[8] Y. Wang, Q. Yin, X. Sun, Y. Bao, J. Gong, B. Hou, Y. Wang, M. Zhang, C. Xie, H. Hao, Measurement and correlation of solubility of thiourea in two solvent mixtures from T=(283.15 to 313.15) K, J. Chem. Thermodyn. 94(2016) 110-118.
[9] D. Han, X. Li, H. Wang, Determination and correlation of pyridoxine hydrochloride solubility in different binary mixtures at temperatures from (278.15 to 313.15) K, J. Chem. Thermodyn. 94(2016) 138-151.
[10] P. Cui, Q. Yin, J. Gong, Solubility of candesartan cilexetil in different solvents at various temperatures, J. Chem. Eng. Data 56(3) (2011) 658-660.
[11] X. Yang, X. Wang, C. Ching, Solubility of form α and form γ of glycine in aqueous solutions, J. Chem. Eng. Data 53(5) (2008) 1133-1137.
[12] Y. Yin, Y. Bao, Z. Gao, Solubility of cefotaxime sodium in ethanol + water mixtures under acetic acid conditions, Chem. Eng. Data 59(6) (2014) 1865-1871.
[13] T.P. Singh, T.N. Bhat, M. Vijayan, Crystallization and crystal data of acetaminophen and metamizol, Curr. Sci. India 42(11) (1973) 384.
[14] J. Marrero, R. Gani, Group-contribution based estimation of pure component properties, Fluid Phase Equilib. 183(2001) 183-208.
[15] I.M. Smallwood, Handbook of Organic Solvent Properties, Halsted Press, London, 1996.
[16] C. Reichardt, T. Welton, Solvents and Solvent Effects in Organic Chemistry, John Wiley & Sons, New York, 2011.
[17] A. Apelblat, E. Manzurola, Solubilities ofo-acetylsalicylic, 4-aminosalicylic, 3,5-dinitrosalicylic, andp-toluic acid, and magnesium-DL-aspartate in water from T=(278 to 348) K, J. Chem. Thermodyn. 31(1999) 85-91.
[18] A. Apelblat, E. Manzurola, Solubilities of l-glutamic acid, 3-nitrobenzoic acid, p-toluic acid, calcium-l-lactate, calcium gluconate, magnesium-dl-aspartate, and magnesium-l-lactate in water, J. Chem. Thermodyn. 34(2002) 1127-1136.
[19] A. Xu, R. Xu, J. Wang, Solubility determination and thermodynamic modelling of terephthaldialdehyde in ten organic solvents from T=(273.15 to 318.15) K and mixing properties of solutions, J. Chem. Thermodyn. 102(2016) 188-198.
[20] J. Xu, S. Han, Y. Cong, Thermodynamic functions of 1-methyl-4-(methylsulfonyl)benzene solubility in nine organic solvents from T=(278.15 to 318.15) K, J. Chem. Thermodyn. 103(2016) 234-243.
[21] H. Renon, J. Prausnitz, Local compositions in thermodynamic excess functions for liquid mixtures, AIChE 14(1968) 135-144.
[22] M.A. Ruidiaz, D.R. Delgado, F. Martínez, Y. Marcus, Solubility and preferential solvation of indomethacin in 1,4-dioxane + water solvent mixtures, Fluid Phase Equilib. 299(2010) 259-265.
[23] J.M. Smith, H.C.V. Ness, M.M. Abbott, Introduction to Chemical Engineering Thermodynamics, McGraw-Hill, New York, 2001.
[24] S.M. Walas, Phase Equilibria in Chemical Engineering, Butterworth-Heinemann, New York, 1985.
[25] A.J.Q. Parker, The effects of solvation on the properties of anions in dipolar aprotic solvents, Rev. Chem. Soc. 16(2) (1962) 163-187.
[26] W.E. Acree Jr, Mathematical representation of thermodynamic properties:Part 2. Derivation of the combined nearly ideal binary solvent (NIBS)/Redlich-Kister mathematical representation from a two-body and three-body interactional mixing model, Thermochim. Acta 198(1992) 71-79.
[27] Y. Hu, Y. Kai, Z. Cao, J. Li, W. Yang, Measurement and correlation solubility and mixing properties of dimethyl succinylsuccinate in pure and mixture organic solvents from (278.15 to 333.15) K, Fluid Phase Equilib. 354(2013) 259-264.
[28] D.R. Delgado, G.A. Rodríguez, A.R. Holguín, F. Martínez, A. Jouyban, Solubility of sulfapyridine in propylene glycol + water mixtures and correlation with the Jouyban-Acree model, Fluid Phase Equilib. 341(2013) 86-95.
[29] K. Kurihara, M. Nakamichi, K. Kojima, Isobaric vapor-liquid equilibria for methanol + ethanol + water and the three constituent binary systems, J. Chem. Eng. Data 38(1993) 446-449.
[30] K. Bitchikh, A.H. Meniai, W. Louaer, Measurement and prediction of binary and ternary liquid-solid equilibria of pharmaceutical and food systems, Energy Procedia 18(2) (2012) 1152-1164.
[31] J. Wang, Z. Bao, Investigation on vapor-liquid equilibrium for 2-propanol +1-butanol +1-pentanol at 101.3 kPa, Fluid Phase Equilib. 341(2013) 30-34.
[32] H. Lin, Y. Chou, F. Wu, M. Lee, Solid-liquid equilibria of closely boiling compounds of 4-methoxyphenol and catechol with p-cresol, Fluid Phase Equilib. 220(2004) 71-76.
[33] A. Arce, M. Blanco, J.M. Ageitos, I. Vidal, Analysis of the relationship between ternary mixtures and their binary sub-systems as represented by the UNIQUAC and NRTL models, Thermochim. Acta. 261(1995) 59-68.
[34] C. Chen, Y. Song, Solubility modeling with a nonrandom two-liquid segment activity coefficient model, Ind. Eng. Chem. Res. 43(26) (2004) 8354-8362.
[35] P.B. Kokitkar, E.C. Plocharczyk, C. Chen, Modeling drug molecule solubility to identify optimal solvent systems for crystallization, Org. Process Res. Dev. 12(2) (2008) 249-256.