Solubility and thermodynamics of lamotrigine in ternary mixtures of ionic liquids ([OMIm][Br]+[HMIm][Br]+water) at different temperatures

doi:10.1016/j.cjche.2019.02.026

Chinese Journal of Chemical Engineering ›› 2020, Vol. 28 ›› Issue (1): 198-207.DOI: 10.1016/j.cjche.2019.02.026

• Chemical Engineering Thermodynamics • Previous Articles Next Articles

Solubility and thermodynamics of lamotrigine in ternary mixtures of ionic liquids ([OMIm][Br]+[HMIm][Br]+water) at different temperatures

Mohammad Barzegar-Jalali¹, Abolghasem Jouyban^2,3, Fleming Martinez⁴, Hemayat Shekaari⁵, Seyyedeh Narjes Mirheydari⁶

1 Research Center for Pharmaceutical Nanotechnology and Faculty of Pharmacy, Tabriz University of Medical Sciences, Tabriz, Iran;
2 Pharmaceutical Analysis Research Center and Faculty of Pharmacy, Tabriz University of Medical Sciences, Tabriz, Iran;
3 Kimia Idea Pardaz Azarbayjan(KIPA) Science-Based Company, Tabriz University of Medical Sciences, Tabriz, Iran;
4 Grupo de Investigaciones Farmacéutico-Fisicoquímicas, Departamento de Farmacia, Facultad de Ciencias, Universidad Nacional de Colombia-Sede Bogotá, Cra. 30 No. 45-03, Bogotá, D. C., Colombia;
5 Department of Physical Chemistry, Faculty of Chemistry, University of Tabriz, Tabriz, Iran;
6 Drug Applied Research Center, Tabriz University of Medical Sciences, Tabriz, Iran

Received:2018-10-29 Revised:2019-01-17 Online:2020-03-31 Published:2020-01-28
Contact: Seyyedeh Narjes Mirheydari

Solubility and thermodynamics of lamotrigine in ternary mixtures of ionic liquids ([OMIm][Br]+[HMIm][Br]+water) at different temperatures

Mohammad Barzegar-Jalali¹, Abolghasem Jouyban^2,3, Fleming Martinez⁴, Hemayat Shekaari⁵, Seyyedeh Narjes Mirheydari⁶

1 Research Center for Pharmaceutical Nanotechnology and Faculty of Pharmacy, Tabriz University of Medical Sciences, Tabriz, Iran;
2 Pharmaceutical Analysis Research Center and Faculty of Pharmacy, Tabriz University of Medical Sciences, Tabriz, Iran;
3 Kimia Idea Pardaz Azarbayjan(KIPA) Science-Based Company, Tabriz University of Medical Sciences, Tabriz, Iran;
4 Grupo de Investigaciones Farmacéutico-Fisicoquímicas, Departamento de Farmacia, Facultad de Ciencias, Universidad Nacional de Colombia-Sede Bogotá, Cra. 30 No. 45-03, Bogotá, D. C., Colombia;
5 Department of Physical Chemistry, Faculty of Chemistry, University of Tabriz, Tabriz, Iran;
6 Drug Applied Research Center, Tabriz University of Medical Sciences, Tabriz, Iran

通讯作者: Seyyedeh Narjes Mirheydari

Abstract

Abstract: Experimental mole fraction solubility of lamotrigine (LTG) in ternary aqueous mixtures of two ionic liquids (ILs), 1-hexyl and 1-octyl-3-methylimidazolium bromide,[HMIm][Br] and [OMIm][Br] were reported at several temperatures T=(293.15 to 313.15) K. The van't Hoff and (Jouyban-Acree-van't Hoff, E-Jouyban-Acree-van't Hoff, e-NRTL, UNIQUAC and Wilson) models were used to correlate the solubility data. The comparison of the models with temperature and solvent composition dependencies shows that the Wilson model has the minimum ARD which are relatively close to those obtained from Jouyban-Acree-van't Hoff and E-Jouyban-Acree-van't Hoff models and maximum ARD belonged to the UNIQUAC model. The order of ARDs for these models is:Wilson < Jouyban-Acree-van't Hoff, E-Jouyban-Acree-van't Hoff < e-NRTL < UNIQUAC. Moreover, the apparent thermodynamic functions, Gibbs free energy, enthalpy and entropy of dissolution and mixing were calculated based on the van't Hoff and Gibbs free energy equations. The strong LTG-ILs interactions and enthalpic contribution of the dissolution process resulted from the calculated thermodynamic functions.

Key words: Solubility, Lamotrigine, [OMIm][Br], [HMIm][Br], UNIQUAC, Thermodynamic functions

摘要： Experimental mole fraction solubility of lamotrigine (LTG) in ternary aqueous mixtures of two ionic liquids (ILs), 1-hexyl and 1-octyl-3-methylimidazolium bromide,[HMIm][Br] and [OMIm][Br] were reported at several temperatures T=(293.15 to 313.15) K. The van't Hoff and (Jouyban-Acree-van't Hoff, E-Jouyban-Acree-van't Hoff, e-NRTL, UNIQUAC and Wilson) models were used to correlate the solubility data. The comparison of the models with temperature and solvent composition dependencies shows that the Wilson model has the minimum ARD which are relatively close to those obtained from Jouyban-Acree-van't Hoff and E-Jouyban-Acree-van't Hoff models and maximum ARD belonged to the UNIQUAC model. The order of ARDs for these models is:Wilson < Jouyban-Acree-van't Hoff, E-Jouyban-Acree-van't Hoff < e-NRTL < UNIQUAC. Moreover, the apparent thermodynamic functions, Gibbs free energy, enthalpy and entropy of dissolution and mixing were calculated based on the van't Hoff and Gibbs free energy equations. The strong LTG-ILs interactions and enthalpic contribution of the dissolution process resulted from the calculated thermodynamic functions.

关键词: Solubility, Lamotrigine, [OMIm][Br], [HMIm][Br], UNIQUAC, Thermodynamic functions

Mohammad Barzegar-Jalali, Abolghasem Jouyban, Fleming Martinez, Hemayat Shekaari, Seyyedeh Narjes Mirheydari. Solubility and thermodynamics of lamotrigine in ternary mixtures of ionic liquids ([OMIm][Br]+[HMIm][Br]+water) at different temperatures[J]. Chinese Journal of Chemical Engineering, 2020, 28(1): 198-207.

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Solubility and thermodynamics of lamotrigine in ternary mixtures of ionic liquids ([OMIm][Br]+[HMIm][Br]+water) at different temperatures

Solubility and thermodynamics of lamotrigine in ternary mixtures of ionic liquids ([OMIm][Br]+[HMIm][Br]+water) at different temperatures

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