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Thermodynamic Properties of Ternary Ionic Liquid Mixture Containing a Common Ion: Excess Molar Volumes, Excess Isentropic Compressibilities, Excess Molar Enthalpies and Excess Heat Capacities

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Abstract

In the present investigations, the excess molar volumes, \( V_{ijk}^{\text{E}} \), excess isentropic compressibilities, \( \left( {\kappa_{S}^{\text{E}} } \right)_{ijk} \), and excess heat capacities, \( \left( {C_{p}^{\text{E}} } \right)_{ijk} \), for ternary 1-butyl-2,3-dimethylimidazolium tetrafluoroborate (i) + 1-butyl-3-methylimidazolium tetrafluoroborate (j) + 1-ethyl-3-methylimidazolium tetrafluoroborate (k) mixture at (293.15, 298.15, 303.15 and 308.15) K and excess molar enthalpies, \( \left( {H^{\text{E}} } \right)_{ijk} \), of the same mixture at 298.15 K have been determined over entire composition range of x i and x j . Satisfactorily corrections for the excess properties \( V_{ijk}^{\text{E}} \), \( \left( {\kappa_{S}^{\text{E}} } \right)_{ijk} \), \( \left( {H^{\text{E}} } \right)_{ijk} \) and \( \left( {C_{p}^{\text{E}} } \right)_{ijk} \) have been obtained by fitting with the Redlich–Kister equation, and ternary adjustable parameters along with standard errors have also been estimated. The \( V_{ijk}^{\text{E}} \), \( \left( {\kappa_{S}^{\text{E}} } \right)_{ijk} \), \( \left( {H^{\text{E}} } \right)_{ijk} \) and \( \left( {C_{p}^{\text{E}} } \right)_{ijk} \) data have been further analyzed in terms of Graph Theory that deals with the topology of the molecules. It has also been observed that Graph Theory describes well \( V_{ijk}^{\text{E}} \), \( \left( {\kappa_{S}^{\text{E}} } \right)_{ijk} \), \( \left( {H^{\text{E}} } \right)_{ijk} \) and \( \left( {C_{p}^{\text{E}} } \right)_{ijk} \) values of the ternary mixture comprised of ionic liquids.

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References

  1. Anastas, P.T., Warner, J.C.: Green Chemistry: Theory and Practice. Oxford University Press, New York (1998)

    Google Scholar 

  2. Gadilohar, B.L., Shankarling, G.S.: Choline based ionic liquids and their applications in organic transformation. J. Mol. Liq. 227, 234–261 (2017)

    Article  CAS  Google Scholar 

  3. Khan, S.N., Hailegiorgis, S.M., Man, Z., Shariff, A.M., Garg, S.: Thermophysical properties of concentrated aqueous solution of N-methyldiethanolamine (MDEA), piperazine (PZ), and ionic liquids hybrid solvent for CO2 capture. J. Mol. Liq. 229, 221–229 (2017)

    Article  CAS  Google Scholar 

  4. Farag, H.K., El-Kiey, S.R., Zein El Abedinb, S.: Influence of atmospheric water uptake on the hydrolysis of stannous chloride in the ionic liquid 1-butyl-1-methylpyrrolidinium trifluoromethylsulfonate. J. Mol. Liq. 230, 209–213 (2017)

    Article  CAS  Google Scholar 

  5. Armand, M., Endres, F., MacFarlane, D.R., Ohno, H., Scrosati, B.: Ionic-liquid materials for the electrochemical challenges of the future. Nat. Mater. 9, 621–629 (2009)

    Article  Google Scholar 

  6. Endres, F., Zein El Abedin, S.: Air and water stable ionic liquids in physical chemistry. Phys. Chem. Chem. Phys. 8, 2101–2116 (2006)

    Article  CAS  Google Scholar 

  7. Abbott, A.P., McKenzie, K.J.: Application of ionic liquids to the electrodeposition of metals. Phys. Chem. Chem. Phys. 8, 4265–4279 (2006)

    Article  CAS  Google Scholar 

  8. Moosavi, M., Khashei, F., Sharifi, A., Mirzaei, M.: The effects of temperature and alkyl chain length on the density and surface tension of the imidazolium-based geminal dicationic ionic liquids. J. Chem. Thermodyn. 107, 1–7 (2017)

    Article  CAS  Google Scholar 

  9. Domanska, U., Lukoshko, E.V.: Thermodynamics and activity coefficients at infinite dilution for organic solutes and water in the ionic liquid 1-butyl-1-methylmorpholinium tricyanomethanide. J. Chem. Thermodyn. 68, 53–59 (2014)

    Article  CAS  Google Scholar 

  10. Zhang, K., Cui, X., Feng, T., Zhang, Y., Liu, H.: Solubilities of diethyl phthalate, dicyclopentadiene, and styrene in ionic liquid 1-ethyl-3-methylimidazolium acetate. J. Chem. Eng. Data 62, 857–863 (2017)

    Article  CAS  Google Scholar 

  11. Deyab, M.A., Zaky, M.T., Nessim, M.I.: Inhibition of acid corrosion of carbon steel using four imidazolium tetrafluoroborates ionic liquids. J. Mol. Liq. 229, 396–404 (2017)

    Article  CAS  Google Scholar 

  12. Machanová, K., Troncoso, J., Jacquemin, J., Bendová, M.: Excess molar volumes and excess molar enthalpies in binary systems N-alkyl-triethylammonium bis(trifluoromethylsulfonyl)imide + methanol. Fluid Phase Equilib. 363, 156–166 (2014)

    Article  Google Scholar 

  13. Rao, V.S., Krishna, T.V., Mohan, T.M., Rao, P.M.: Excess molar volumes and excess molar enthalpies in binary systems N-alkyl-triethylammonium bis(trifluoromethylsulfonyl)imide + methanol. J. Chem. Thermodyn. 104, 150–161 (2017)

    Article  Google Scholar 

  14. Pal, A., Saini, M., Kumar, B.: Volumetric, ultrasonic and spectroscopic (FT-IR) studies for the binary mixtures of imidazolium based ILs with 1,2-propanediol. Fluid Phase Equilib. 411, 66–73 (2016)

    Article  CAS  Google Scholar 

  15. Singh, T., Kumar, A.: Aggregation behavior of ionic liquids in aqueous solutions: Effect of alkyl chain length, cations, and anions. J. Phys. Chem. B 111, 7843–7851 (2007)

    Article  CAS  Google Scholar 

  16. Sohrabi, B., Eivazzadeh, S., Sharifi, A., Azadbakht, R.: Self-assembled catanionic surfactant mixtures in aqueous/ionic liquid systems. J. Mol. Liq. 211, 754–760 (2015)

    Article  CAS  Google Scholar 

  17. Curras, M.R., Gomes, M.F.C., Husson, P., Padua, A.A.H., Garcia, J.: Calorimetric and volumetric study on binary mixtures 2,2,2-trifluoroethanol + (1-butyl-3-methylimidazolium tetrafluoroborate or 1-ethyl-3-methylimidazolium tetrafluoroborate). J. Chem. Eng. Data 55, 5504–5512 (2010)

    Article  CAS  Google Scholar 

  18. Jacquemin, J., Husson, P.: Comments and additional work on “High-Pressure Volumetric Properties of Imidazolium-Based Ionic Liquids: Effect of the Anion”. J. Chem. Eng. Data 57, 2409–2414 (2012)

    Article  CAS  Google Scholar 

  19. Blanco, A., Gayol, A., Gómez-Díaz, D., Navaza, J.M.: Density, speed of sound, refractive index and derivatives properties of the binary mixture n-hexane + n-heptane (or n-octane or n-nonane), T = 288.15–313.15 K. Phys. Chem. Liq. 51, 404–413 (2013)

    Article  CAS  Google Scholar 

  20. Gayol, A., Touriño, A., Iglesias, M.: Temperature dependence of the derived properties of mixtures containing chlorobenzene and aliphatic linear alkanes (C6–C12). Phys. Chem. Liq. 48, 661–681 (2010)

    Article  CAS  Google Scholar 

  21. Goenaga, J.M., Gayol, A., Concha, R.G., Iglesias, M., Resa, J.M.: Effect of temperature on thermophysical properties of ethanol + aliphatic alcohols (C4–C5) mixtures. Monatsh. Chem. 138, 403–436 (2007)

    Article  CAS  Google Scholar 

  22. Zafarani-Moattar, M.T., Shekaari, H., Agha, E.M.H.: Effect of temperature on thermophysical properties of ethanol + aliphatic alcohols (C4–C5) mixtures. Fluid Phase Equilib. 436, 38–46 (2017)

    Article  CAS  Google Scholar 

  23. Xu, Y., Tang, X., Li, J., Zhu, X.: Viscosity estimation of ternary mixtures containing ionic liquid from their binary subsystems: a comparison of three viscosity equations. Fluid Phase Equilib. 427, 166–174 (2016)

    Article  CAS  Google Scholar 

  24. Ramalingam, A., Balaji, A.: Liquid–liquid equilibrium (LLE) data for ternary mixtures of [EMIM][EtSO4] + thiophenebenzothiophene + n-hexadecane}and [EMIM][MeSO3] + thiophene/benzothiophene + n-hexadecane at 298.15 K. J. Mol. Liq. 212, 372–381 (2015)

    Article  CAS  Google Scholar 

  25. Corderí, S., Gómez, E., Domínguez, Á., Calvar, N.: (Liquid + liquid) equilibrium of ternary and quaternary systems containing heptane, cyclohexane, toluene and the ionic liquid [EMim][N(CN)2]. Experimental data and correlation. J. Chem. Thermodyn. 94, 16–23 (2016)

    Article  Google Scholar 

  26. Gupta, H., Kataria, J., Sharma, D., Sharma, V.K.: Topological investigations of molecular interactions in binary ionic liquid mixtures with a common ion: excess molar volumes, excess isentropic compressibilities, excess molar enthalpies and excess molar heat capacities. J. Chem. Thermodyn. 103, 189–205 (2016)

    Article  CAS  Google Scholar 

  27. Scholz, E.: Karl Fischer Titration. Springer, Berlin (1984)

    Google Scholar 

  28. Saini, N., Yadav, J.S., Jangra, S.K., Sharma, D., Sharma, V.K.: Thermodynamic studies of molecular interactions in mixtures of o-toulidine with pyridine and picolines: excess molar volumes, excess molar enthalpies, and excess isentropic compressibilities. J. Chem. Thermodyn. 43, 782–795 (2011)

    Article  CAS  Google Scholar 

  29. Dubey, G.P., Sharma, M.: Temperature and composition dependence of the densities, viscosities, and speeds of sound of binary liquid mixtures of 1-butanol with hexadecane and squalane. J. Chem. Eng. Data 53, 1032–1038 (2008)

    Article  CAS  Google Scholar 

  30. Pal, A., Kumara, B., Kang, T.S.: Effect of structural alteration of ionic liquid on their bulk and molecular level interactions with ethylene glycol. Fluid Phase Equilib. 358, 241–249 (2013)

    Article  CAS  Google Scholar 

  31. Malham, I.B., Turmine, M.: Viscosities and refractive indices of binary mixtures of 1-butyl-3-methylimidazolium tetrafluoroborate and 1-butyl-2,3-dimethylimidazolium tetrafluoroborate with water at 298 K. J. Chem. Thermodyn. 40, 718–723 (2008)

    Article  Google Scholar 

  32. Ciocirlan, O., Iulian, O.: Properties of pure 1-butyl-2,3-dimethylimidazolium tetrafluoroborate ionic liquid and its binary mixtures with dimethyl sulfoxide and acetonitrile. J. Chem. Eng. Data 57, 3142–3148 (2012)

    Article  CAS  Google Scholar 

  33. Huo, Y., Xia, S., Ma, P.: Densities of ionic liquids, 1-butyl-3-methylimidazolium hexafluorophosphate and 1-butyl-3-methylimidazolium tetrafluoroborate, with benzene, acetonitrile, and 1-propanol at T = (293.15 to 343.15) K. J. Chem. Eng. Data 52, 2077–2082 (2007)

    Article  CAS  Google Scholar 

  34. Taib, M.M., Murugesan, T.: Density, refractive index, and excess properties of 1-butyl-3-methylimidazolium tetrafluoroborate with water and monoethanolamine. J. Chem. Eng. Data 57, 120–126 (2012)

    Article  CAS  Google Scholar 

  35. Pal, A., Kumar, B.: Volumetric and acoustic properties of binary mixtures of the ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate [bmim][BF4] with alkoxyalkanols at different temperatures. J. Chem. Eng. Data 57, 688–695 (2012)

    Article  CAS  Google Scholar 

  36. Klomfar, J., Souckova, M., Patek, J.: Buoyancy density measurements for 1-alkyl-3-methylimidazolium based ionic liquids with tetrafluoroborate anion. Fluid Phase Equilib. 282, 31–37 (2009)

    Article  CAS  Google Scholar 

  37. Sunkara, G.R., Tadavarthi, M.M., Tadekoru, V.K., Tadikonda, S.K., Bezawada, S.R.: Density, refractive index, and speed of sound of the binary mixture of 1-butyl-3-methylimidazolium tetrafluoroborate + N-vinyl-2-pyrrolidinone from T = (298.15 to 323.15) K at atmospheric pressure. J. Chem. Eng. Data 60, 886–894 (2015)

    Article  CAS  Google Scholar 

  38. Seki, S., Tsuzuki, S., Hayamizu, K., Umebayashi, Y., Serizawa, N., Takei, K., Miyashiro, H.: Comprehensive refractive index property for room-temperature ionic liquids. J. Chem. Eng. Data 57, 2211–2216 (2012)

    Article  CAS  Google Scholar 

  39. Stoppa, A., Zech, O., Kunz, W., Buchner, R.: The conductivity of imidazolium-based ionic liquids from (−35 to 195) CA Variation of cation’s alkyl chain. J. Chem. Eng. Data 55, 1768–1773 (2010)

    Article  CAS  Google Scholar 

  40. Reddy, M.S., Nayeem, S.M., Raju, K.T.S.S., Babu, B.H.: The study of solute–solvent interactions in 1-ethyl-3-methylimidazolium tetrafluoroborate + 2-ethoxyethanol from density, speed of sound, and refractive index measurements. J. Therm. Anal. Calorim. 124, 959–971 (2016)

    Article  Google Scholar 

  41. Vercher, E., Llopis, F.J., Gonzalez-Alfaro, V., Miguel, P.J., Orchilles, V., Martinez-Andreu, A.: Volumetric properties, viscosities and refractive indices of binary liquid mixtures of tetrafluoroborate-based ionic liquids with methanol at several temperatures. J. Chem. Thermodyn. 90, 174–184 (2015)

    Article  CAS  Google Scholar 

  42. Sharma, V.K., Rohilla, A.: Excess heat capacities of 1-methyl pyrrolidin-2-one and pyridine or picolines mixtures. Thermochim. Acta 568, 140–147 (2013)

    Article  CAS  Google Scholar 

  43. Sharma, V.K., Solanki, S., Bhagour, S., Sharma, D.: Excess molar enthalpies of ternary mixtures containing 1-ethyl-3-methylimidazolium tetrafluoroborate and organic solvents. Thermochim. Acta 569, 36–41 (2013)

    Article  CAS  Google Scholar 

  44. Sabbah, R., Xu-Wu, A., Chickos, J.S., Leitao, M.L.P., Roux, M.V., Torres, L.A.: Reference materials for calorimetry and differential thermal analysis. Thermochim. Acta 331, 93–204 (1999)

    Article  CAS  Google Scholar 

  45. Sanmamed, Y.A., Navia, P., Gonzalez-Salgado, D., Troncoso, J., Romani, L.: Pressure and temperature dependence of isobaric heat capacity for [Emim][BF4], [Bmim][BF4], [Hmim][BF4], and [Omim][BF4]. J. Chem. Eng. Data 55, 600–604 (2010)

    Article  CAS  Google Scholar 

  46. Rebelo, L.P.N., Najdanovic-Visak, V., Visak, Z.P., Nunes da Ponte, M., Szydlowski, J., Cerdeirina, C.A., Troncoso, J., Romani, L., Esperança, J.M.S.S., Guedesc, H.J.R., de Sousa, H.C.: A detailed thermodynamic analysis of [C4mim][BF4] + water as a case study to model ionic liquid aqueous solutions. Green Chem. 6, 369–381 (2004)

    Article  CAS  Google Scholar 

  47. Paulechka, Y.U., Blokhin, A.V., Kabo, G.J.: Evaluation of thermodynamic properties for non-crystallizable ionic liquids. Thermochim. Acta 604, 122–128 (2015)

    Article  CAS  Google Scholar 

  48. Waliszewski, D., Stepniak, I., Piekarski, H., Lewandowski, A.: Heat capacities of ionic liquids and their heats of solution in molecular liquids. Thermochim. Acta 433, 149–152 (2005)

    Article  CAS  Google Scholar 

  49. Yu, Y.H., Soriano, A.N., Li, M.H.: Heat capacities and electrical conductivities of 1-ethyl-3-methylimidazolium-based ionic liquids. J. Chem. Thermodyn. 41, 103–108 (2009)

    Article  CAS  Google Scholar 

  50. Benson, G.C., Kiyohara, O.: Evaluation of excess isentropic compressibilities and isochoric heat capacities. J. Chem. Thermodyn. 11, 1061–1064 (1979)

    Article  CAS  Google Scholar 

  51. Brocos, P., Amigo, A., Points, M., Calvo, E., Bravo, R.: Application of the Prigogine–Flory–Patterson model to excess volumes of mixtures of tetrahydrofuran or tetrahydropyran with cyclohexane or toluene. Thermochim. Acta 286, 297–306 (1996)

    Article  CAS  Google Scholar 

  52. Singh, T., Kumar, A., Kaur, M., Kaur, G., Kumar, H.: Non-ideal behavior of imidazolium based room temperature ionic liquids in ethylene glycol at T = (298.15 to 318.15) K. J. Chem. Thermodyn. 41, 717–723 (2009)

    Article  CAS  Google Scholar 

  53. Iulian, O., Ciocirlan, O.: Volumetric properties of binary mixtures of two 1-alkyl-3-methylimidazolium tetrafluoroborate ionic liquids with molecular solvents. J. Chem. Eng. Data 57, 2640–2646 (2012)

    Article  CAS  Google Scholar 

  54. Redlich, O., Kister, A.T.: Algebraic representation of thermodynamic properties and the classification of solutions. Ind. Eng. Chem. 40, 345–348 (1948)

    Article  Google Scholar 

  55. Huggins, M.L.: The thermodynamic properties of liquids, including solutions. Part 2. Polymer solutions considered as diatomic systems. Polymer 12, 389–399 (1971)

    Article  CAS  Google Scholar 

  56. Singh, P.P., Bhatia, M.: Energetics of molecular interactions in binary mixtures of non-electrolytes containing a salt. J. Chem. Soc. Faraday Trans. I 85(11), 3807–3812 (1989)

    Article  CAS  Google Scholar 

  57. Singh, P.P., Nigam, R.K., Singh, K.C., Sharma, V.K.: Topological aspects of the thermodynamics of binary mixtures of non-electrolytes. Thermochim. Acta 46, 175–190 (1981)

    Article  CAS  Google Scholar 

  58. Singh, P.P.: Topological aspects of the effect of temperature and pressure on the thermodynamics of binary mixtures of non-electrolytes. Thermochim. Acta 66, 37–73 (1983)

    Article  CAS  Google Scholar 

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Acknowledgements

The authors are thankful to Mr. K. Chandrasekhar Reddy, SSBN College, Anantapur, for providing the Gaussian-09 facility and C-DAC, PUNE, India for providing the computational work. V. K. Sharma is grateful to the University Grant Commission (UGC), New Delhi for the award of SAP.

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  1. Department of Chemistry, M. D. University, Rohtak, Haryana, India

    Heena Gupta, Sunita Malik & Vinod Kumar Sharma

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  1. Heena Gupta
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Gupta, H., Malik, S. & Sharma, V.K. Thermodynamic Properties of Ternary Ionic Liquid Mixture Containing a Common Ion: Excess Molar Volumes, Excess Isentropic Compressibilities, Excess Molar Enthalpies and Excess Heat Capacities. J Solution Chem 47, 336–352 (2018). https://doi.org/10.1007/s10953-018-0719-y

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