Journal of Solution Chemistry

, Volume 43, Issue 2, pp 404–420 | Cite as

Surface Tension of Binary Mixtures of 1-Alkyl-3-Methyl-Imidazolium Bis(trifluoromethylsulfonyl)imide Ionic Liquids with Alcohols

  • Alfonsina E. Andreatta
  • Eva Rodil
  • Alberto Arce
  • Ana Soto


New experimental surface tension data have been provided at 283.15, 298.15, 313.15 K and atmospheric pressure for binary mixtures of 1-butyl-3-methyl-imidazolium bis(trifluoromethylsulfonyl)imide and 1-octyl-3-methyl-imidazolium bis(trifluoromethylsulfonyl)imide ionic liquids with the alcohols: methanol, ethanol, 1-propanol, 2-propanol, l-butanol and 1-pentanol. The experimental results show that the surface tensions of these mixtures depend systematically on the alkyl chain length of the ionic liquid and alcohol, composition and temperature. Surface tension changes on mixing have been calculated and adequately fitted by the Redlich–Kister polynomial equation. The adjustable parameters and the standard deviations between experimental and calculated values are reported.


Surface tension [Cnmim][NTf2Alcohols 



The authors are grateful to the Ministry of Economy and Competitiveness of Spain for financial support through project CTQ2012-33359, including European Regional Development Fund (ERDF) advanced funding, and to the Directorate General for R+D+i of the Xunta de Galicia through Galician Network on Ionic Liquids, REGALIs (CN 2012/120). A. E. Andreatta also wants to thank CONICET from Argentine.


  1. 1.
    Plechkova, N.V., Seddon, K.R.: Applications of ionic liquids in the chemical industry. Chem. Soc. Rev. 37, 123–150 (2008)CrossRefGoogle Scholar
  2. 2.
    Welton, T.: Room-temperature ionic liquids: solvents for synthesis and catalysis. Chem. Rev. 99, 2071–2084 (1999)CrossRefGoogle Scholar
  3. 3.
    Aparicio, S., Atilhan, M., Karadas, F.: Thermophysical properties of pure ionic liquids: review of present situation. Ind. Eng. Chem. Res. 49, 9580–9595 (2010)CrossRefGoogle Scholar
  4. 4.
    Domańska, U., Pobudkowska, A., Rogalski, M.: Surface tension of binary mixtures of imidazolium and ammonium based ionic liquids with alcohols, or water: cation, anion effect. J. Coll. Interface Sci. 322, 342–350 (2008)CrossRefGoogle Scholar
  5. 5.
    Rilo, E., Pico, J., García-Garabal, S., Varela, L.M., Cabeza, O.: Density and surface tension in binary mixtures of CnMIM-BF4 ionic liquids with water and ethanol. Fluid Phase Equilib. 285, 83–89 (2009)CrossRefGoogle Scholar
  6. 6.
    Domańska, U., Królikowska, M.: Effect of temperature and composition on the surface tension and thermodynamic properties of binary mixtures of 1-butyl-3-methylimidazolium thiocyanate with alcohols. J. Colloid. Interface Sci. 348, 661–667 (2010)CrossRefGoogle Scholar
  7. 7.
    Wandschneider, A., Lehmann, J.K., Heintz, A.: Surface tension and density of pure ionic liquids and some binary mixtures with 1-propanol and 1-butanol. J. Chem. Eng. Data 53, 596–599 (2008)CrossRefGoogle Scholar
  8. 8.
    Alonso, L., Arce, A., Francisco, M., Soto, A.: Phase behaviour of 1-methyl-3-octylimidazolium bis[trifluoromethylsulfonyl]imide with thiophene and aliphatic hydrocarbons: the influence of n-alkane chain length. Fluid Phase Equilib. 263, 176–181 (2008)CrossRefGoogle Scholar
  9. 9.
    Riddick, J.A., Bunger, W.B., Sakano, T.K.: Organic Solvents: Physical Properties and Methods of Purification, 4th edn. Wiley, New York (1986)Google Scholar
  10. 10.
    Design Institute for Physical Properties, BYU-DIPPR, Project 801 Evaluated Process Design Data, Am. Inst. Chem. Eng. (2003)Google Scholar
  11. 11.
    Vazquez, G., Alvarez, E., Navaza, J.M.: Surface tension of alcohol water + water from 20 to 50 °C. J. Chem. Eng. Data 40, 611–614 (1995)CrossRefGoogle Scholar
  12. 12.
    Jasper, J.J.: The surface tension of pure liquid compounds. J. Phys. Chem. Ref. Data 1, 841–1010 (1972)CrossRefGoogle Scholar
  13. 13.
    Segade, L., Jiménez de Llano, J., Domínguez-Pérez, M., Cabeza, Ó., Cabanas, M., Jiménez, E.: Density, surface tension, and refractive index of octane + 1-alkanol mixtures at T = 298.15 K. J. Chem. Eng. Data 48, 1251–1255 (2003)CrossRefGoogle Scholar
  14. 14.
    Anderson, J.L., Armstrong, D.W., Wei, G.T.: Ionic liquids in analytical chemistry. Anal. Chem. 78(9), 2893–2902 (2006)CrossRefGoogle Scholar
  15. 15.
    Tokuda, H., Tsuzuki, S., Susan, M.A.B.H., Hayamizu, K., Watanabe, M.: How ionic are room-temperature ionic liquids? An indicator of the physicochemical properties. J. Phys. Chem. B 110, 19593–19600 (2006)CrossRefGoogle Scholar
  16. 16.
    Dzyuba, S.V., Bartsch, R.A.: Influence of structural variations in 1-alkyl(aralkyl)-3-methylimidazolium hexafluorophosphates and bis(trifluoromethylsulfonyl)imides on physical properties of the ionic liquids. Chem. Phys. Chem. 3, 161–166 (2002)CrossRefGoogle Scholar
  17. 17.
    Huddleston, J.G., Visser, A.E., Reichert, W.M., Willauer, H.D., Broker, G.A., Rogers, R.D.: Characterization and comparison of hydrophilic and hydrophobic room temperature ionic liquids incorporating the imidazolium cation. Green Chem. 3, 156–164 (2001)CrossRefGoogle Scholar
  18. 18.
    Deetlefs, M., Seddon, K.R., Shara, M.: Predicting physical properties of ionic liquids. Phys. Chem. Chem. Phys. 8, 642–649 (2006)CrossRefGoogle Scholar
  19. 19.
    Oliveira, M.B., Domínguez-Pérez, M., Freire, M.G., Llovell, F., Cabeza, O., Lopes-da-Silva, J.A., Vega, L.F., Coutinho, J.A.P.: Surface tension of binary mixtures of 1-alkyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ionic liquids: experimental measurements and Soft-SAFT modeling. J. Phys. Chem. B 116, 12133–12141 (2012)CrossRefGoogle Scholar
  20. 20.
    Alonso, L., Arce, A., Francisco, M., Soto, A.: (Liquid–liquid) equilibria of [C8mim][NTf2] ionic liquid with a sulfur-component and hydrocarbons. J. Chem. Thermodyn. 40, 265–270 (2008)CrossRefGoogle Scholar
  21. 21.
    McHale, G., Hardacre, C., Ge, R., Doy, N., Allen, R.W.K., MacInnes, J.M., Bown, M.R., Newton, M.I.: Density−viscosity product of small-volume ionic liquid samples using quartz crystal impedance analysis. Anal. Chem. 80, 5806–5811 (2008)CrossRefGoogle Scholar
  22. 22.
    Carvalho, P.J., Freire, M.G., Marrucho, I.M., Queimada, A.J., Coutinho, J.A.P.: Surface tensions for the 1-alkyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ionic liquids. J. Chem. Eng. Data 53, 1346–1350 (2008)CrossRefGoogle Scholar
  23. 23.
    Zaitsau, D.H., Kabo, G.J., Strechan, A.A., Paulechka, Y.U., Tschersich, A., Verevkin, S.P., Heintz, A.: Experimental vapor pressures of 1-alkyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imides and a correlation scheme for estimation of vaporization enthalpies of ionic liquids. J. Phys. Chem. A 110, 7303–7306 (2006)CrossRefGoogle Scholar
  24. 24.
    Klomfar, J., Součková, M., Pátek, J.: Surface tension measurements with validated accuracy for four 1-alkyl-3-methylimidazolium based ionic liquids. J. Chem. Thermodyn 42, 323–329 (2010)CrossRefGoogle Scholar
  25. 25.
    Jin, H., O’Hare, B., Dong, J., Arzhantsev, S., Baker, G.A., Wishart, J.F., Benesi, A.J., Maroncelli, M.: Physical properties of ionic liquids consisting of the 1-butyl-3-methylimidazolium cation with various anions and the bis(trifluoromethylsulfonyl)imide anion with various cations. J. Phys. Chem. B 112, 81–92 (2007)CrossRefGoogle Scholar
  26. 26.
    Kolbeck, C., Lehmann, J., Lovelock, K.R.J., Cremer, T., Paape, N., Wasserscheid, P., Fröba, A.P., Maier, F., Steinrück, H.P.: Density and surface tension of ionic liquids. J. Phys. Chem. B 114, 17025–17036 (2010)CrossRefGoogle Scholar
  27. 27.
    GaVSM, Carrera, Afonso, C.A.M., Branco, L.C.: Interfacial properties, densities, and contact angles of task specific ionic liquids. J. Chem. Eng. Data 55, 609–615 (2009)Google Scholar
  28. 28.
    Berthon, L., Nikitenko, S.I., Bisel, I., Berthon, C., Faucon, M., Faucon, M., Saucerotte, B., Zorz, N., Moisy, P.: Influence of gamma irradiation on hydrophobic room-temperature ionic liquids [BuMeIm]PF6 and [BuMeIm](CF3SO2)2N. Dalton Trans. 21, 2526–2534 (2006)CrossRefGoogle Scholar
  29. 29.
    Zhang, Q., Li, Z., Zhang, J., Zhang, S., Zhu, L., Yang, J., Zhang, X., Deng, Y.: Physicochemical properties of nitrile-functionalized ionic liquids. J. Phys. Chem. B 111, 2864–2872 (2007)CrossRefGoogle Scholar
  30. 30.
    Tariq, M., Serro, A.P., Mata, J.L., Saramago, B., Esperança, J.M.S.S., Canongia Lopes, J.N., Rebelo, L.P.N.: High-temperature surface tension and density measurements of 1-alkyl-3-methylimidazolium bistriflamide ionic liquids. Fluid Phase Equilib. 294, 131–138 (2010)CrossRefGoogle Scholar
  31. 31.
    Freire, M.G., Carvalho, P.J., Fernandes, A.M., Marrucho, I.M., Queimada, A.J., Coutinho, J.A.P.: Surface tensions of imidazolium based ionic liquids: anion, cation, temperature and water effect. J. Coll. Interface Sci. 314, 621–630 (2007)CrossRefGoogle Scholar
  32. 32.
    Tong, J., Liu, Q.-S., Xu, W.-G., Fang, D.-W., Yang, J.-Z.: Estimation of physicochemical properties of ionic liquids 1-alkyl-3-methylimidazolium chloroaluminate. J. Phys. Chem. B 112, 4381–4386 (2008)CrossRefGoogle Scholar
  33. 33.
    Santos, C.S., Baldelli, S.: Alkyl chain interaction at the surface of room temperature ionic liquids: systematic variation of alkyl chain length (R = C1−C4, C8) in both cation and anion of [RMIM][R−OSO3] by sum frequency generation and surface tension. J. Phys. Chem. B 113, 923–933 (2009)CrossRefGoogle Scholar
  34. 34.
    Ghatee, M.H., Zolghadr, A.R.: Surface tension measurements of imidazolium-based ionic liquids at liquid–vapor equilibrium. Fluid Phase Equilib. 263, 168–175 (2008)CrossRefGoogle Scholar
  35. 35.
    Pereiro, A.B., Verdía, P., Tojo, E., Rodríguez, A.: Physical properties of 1-butyl-3-methylimidazolium methyl sulfate as a function of temperature. J. Chem. Eng. Data 52, 377–380 (2007)CrossRefGoogle Scholar
  36. 36.
    Sánchez, L.G.N., Espel, J.R., Onink, F., Meindersma, G.W., Haan, A.B.D.: Density, viscosity, and surface tension of synthesis grade imidazolium, pyridinium, and pyrrolidinium based room temperature ionic liquids. J. Chem. Eng. Data 54, 2803–2812 (2009)CrossRefGoogle Scholar
  37. 37.
    Martino, W., de la Mora, J.F., Yoshida, Y., Saito, G., Wilkes, J.: Surface tension measurements of highly conducting ionic liquids. Green Chem. 8, 390–397 (2006)CrossRefGoogle Scholar
  38. 38.
    Fang, D.-W., Guan, W., Tong, J., Wang, Z.-W., Yang, J.-Z.: Study on physicochemical properties of ionic liquids based on alanine [Cnmim][Ala] (n = 2,3,4,5,6). J. Phys. Chem. B 112, 7499–7505 (2008)CrossRefGoogle Scholar
  39. 39.
    Tariq, M., Freire, M.G., Saramago, B., Coutinho, J.A.P., Lopes, J.N.C., Rebelo, L.P.N.: Surface tension of ionic liquids and ionic liquid solutions. Chem. Soc. Rev. 41, 829–868 (2012)CrossRefGoogle Scholar
  40. 40.
    Torrecilla, J.S., Palomar, J., García, J.N., Rodríguez, F.: Effect of cationic and anionic chain lengths on volumetric, transport, and surface properties of 1-alkyl-3-methylimidazolium alkylsulfate ionic liquids at (298.15 and 313.15) K. J. Chem. Eng. Data 54, 1297–1301 (2009)CrossRefGoogle Scholar
  41. 41.
    Redlich, O., Kister, A.T.: Algebraic representation of thermodynamic properties and the classification of solutions. Ind. Eng. Chem. 40, 345–348 (1948)CrossRefGoogle Scholar
  42. 42.
    Carvalho, P.J., Neves, C.M.S.S., Coutinho, J.O.A.P.: Surface tensions of bis(trifluoromethylsulfonyl)imide anion-based ionic liquids. J. Chem. Eng. Data 55, 3807–3812 (2010)CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media New York 2014

Authors and Affiliations

  • Alfonsina E. Andreatta
    • 1
  • Eva Rodil
    • 2
  • Alberto Arce
    • 2
  • Ana Soto
    • 2
  1. 1.IDTQ- Grupo Vinculado PLAPIQUI – CONICET, Universidad Tecnológica NacionalSan FranciscoArgentina
  2. 2.Department of Chemical EngineeringUniversity of Santiago de CompostelaSantiagoSpain

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