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The selectivity of imidazolium-based ionic liquids with different anions to BTX aromatics in hexane at 298.15 K and atmospheric pressure

  • Separation Technology, Thermodynamics
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Abstract

The selectivity of alkyl-substituted imidazolium cation-based ionic liquids (ILs) with different anion: Tf2N, PF6, Tf2N and BF4, namely 1-Butyl-3-methylimidazolium bis(trifluoromethyl sulfonyl)imide ([BMIM][Tf2N]), 1-Butyl-3-methylimidazolium hexafluorophosphate ([BMIM][PF6]), 1-Ethyl-3-methylimidazolium bis(trifluoromethylsulfonyl) imide ([EMIM][Tf2N]), 1-Methyl-3-octyl imidazolium tetrafluoroborate ([OMIM][BF4]), was tested for the extraction of benzene, toluene and p-xylene(BTX) aromatics with hexane mixtures. Liquid-liquid equilibrium (LLE) data were determined for the six ternary mixtures {hexane (1)+BTX (2)+ILs (3)} at 298.15 K and atmospheric pressure. In addition, binary LLE data from 293.15 K to 318.15 K are also reported for the system {hexane (1)+[BMIM][Tf2N] (2)}. The ternary experimental LLE data were satisfactorily correlated with the NRTL activity coefficient model. The degree of consistency of the tie lines was estimated by using the Othmer-Tobias equation, for which a good linear correlation coefficient (R2) was obtained. As a result, the selectivity of ILs as potential solvents for the extraction of BTX from aliphatic components was found to be much higher than unity and PF6 anion showed higher selectivity compared to other anions.

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References

  1. K. Weissermel and H.-J. Arpe, Industrial Organic Chemistry, 4th Ed., Wiley-VCH: Weinheim, Germany (2003).

    Book  Google Scholar 

  2. G.W. Meindersma, J. G. Podt and A. B. de Haan, J. Chem. Eng. Data, 51, 1814 (2006).

    Article  CAS  Google Scholar 

  3. M. J. Earl and K.R. Seddon, Pure Appl. Chem., 72, 1391 (2000).

    Google Scholar 

  4. C.P. Gredlake, J.M. Crosthwaite, D.G. Hert, S.N. Aki and J.F. Brennecke, J. Chem. Eng. Data, 49, 954 (2004).

    Article  Google Scholar 

  5. G.W. Meindersma, J.G. Podt and A.B. de Haan, Fluid Phase Equilib., 247, 158 (2006).

    Article  CAS  Google Scholar 

  6. C.B. Manohar, D. Rabari, A. A. Kumar and T. Banerjee, Fluid Phase Equilib., 360, 392 (2013).

    Article  CAS  Google Scholar 

  7. R. M. Maduro and M. Aznar, Fluid Phase Equilib., 265, 129 (2008).

    Article  CAS  Google Scholar 

  8. S. Corderí, E. J. González, N. Calvar and A. Domínguez, J. Chem. Thermodynamics, 53, 60 (2012).

    Article  Google Scholar 

  9. G.W. Meindersma, A.R. Hansmeir and A.B. de Haan, Ind. Eng. Chem. Res., 49, 7530 (2010).

    Article  CAS  Google Scholar 

  10. N. Calvar, I. Domínguez, E. Gómez and A. Domínguez, Chem. Eng. J., 175, 213 (2011).

    Article  CAS  Google Scholar 

  11. O.A. Al-Rashed, M.A. Fahim and M. Shaaban, Fluid Phase Equilib., 363, 248 (2014).

    Article  CAS  Google Scholar 

  12. A. Arce, M. J. Earle, H. Rodríquez and K.R. Seddon, J. Phys. Chem. B, 111, 4732 (2007).

    Article  CAS  Google Scholar 

  13. D. F. Othmer and P. E. Tobias, Ind. Eng. Chem., 34, 693 (1942).

    Article  CAS  Google Scholar 

  14. T. J. Afolabi and A. I. Alao, Fluid Phase Equilib., 379, 19 (2014).

    Article  CAS  Google Scholar 

  15. S. Yang, Y. Wang, X. Qi and J. Wang, Fluid Phase Equilib., 367, 69 (2014).

    Article  CAS  Google Scholar 

  16. S. Viswanathan, M. Anand Rao and D. H. Prasad, J. Chem. Eng. Data, 45, 764 (2000).

    Article  CAS  Google Scholar 

  17. M. I. Aralaguppi, C.V. Jadar and T. M. Aminabhavi, J. Chem. Eng. Data, 44, 446 (1999).

    Article  CAS  Google Scholar 

  18. U. Domanska, Fluid Phase Equilib., 130, 207 (1997).

    Article  CAS  Google Scholar 

  19. C. Diaz, A. Dominguez and J. Tojo, J. Chem. Eng. Data, 47, 867 (2002).

    Article  CAS  Google Scholar 

  20. Dortmund Data Bank Software Package (DDBSP), Version 2013 professional.

  21. S. Zhao, P. Bai and C. Sun, Fluid Phase Equilib., 375, 37 (2014).

    Article  CAS  Google Scholar 

  22. G. Singh and A. Kumar, Indian J. Chem., 47, 495 (2008).

    Google Scholar 

  23. A. Arce, E. Rodil and A. Soto, J. Solution Chem., 35, 63 (2006).

    Article  CAS  Google Scholar 

  24. A. Laesecke and T. J. Fortin, Energy Fuels, 26, 1844 (2012).

    Article  CAS  Google Scholar 

  25. T. J. Fortin, A. Laesecke, M. Freund and S. Outcalt, J. Chem. Thermodyn., 57, 276 (2013).

    Article  CAS  Google Scholar 

  26. R.D. Chirico, M. Frenkel, J.W. Magee, V. Diky, C.D. Muzny, A.F. Kazakov, K. Kroenlein, I. Abdulagatov, G.R. Hardin, W. E. Acree, J. F. Brenneke, P. L. Brown, P.T. Cummings, T.W. de Loos, D. G. Friend, A.R. H. Goodwin, L.D. Hansen, W. M. Haynes, N. Koga, A. Mandelis, K.N. Marsh, P.M. Mathias, C. McCabe, J. P. O’Connell, A. Padua, V. Rives, C. Schick, J.P.M. Trusler, S. Vyazovkin, R.D. Weir and J. Wu, J. Chem. Eng. Data, 58, 2699 (2013).

    Article  CAS  Google Scholar 

  27. I.Y. Jeong, S. H. You and S. J. Park, Fluid Phase Equilib., 378, 93 (2014).

    Article  CAS  Google Scholar 

  28. I.C. Hwang and S. J. Park, Fluid Phase Equilib., 301, 18 (2011).

    Article  CAS  Google Scholar 

  29. R. E. Treybal, Liquid Extraction, 2nd Ed., McGraw-Hill press: New York (1963).

    Google Scholar 

  30. M. Mukhopadhyay and K.R. Dongaonkar, Ind. Eng. Chem. Process Des. Dev., 22, 521 (1983).

    Article  CAS  Google Scholar 

  31. H. Renon and J. M. Prausnitz, AIChE J., 14, 135 (1968).

    Article  CAS  Google Scholar 

  32. S.H. You, I. Y. Jeong and S. J. Park, Fluid Phase Equilib., 389, 9 (2015).

    Article  CAS  Google Scholar 

  33. E. J. González, N. Calvar, E. Gómez and A. Domínguez, Fluid Phase Equilib., 303, 174 (2011).

    Article  Google Scholar 

Download references

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Lee, KH., You, SH. & Park, SJ. The selectivity of imidazolium-based ionic liquids with different anions to BTX aromatics in hexane at 298.15 K and atmospheric pressure. Korean J. Chem. Eng. 33, 2982–2989 (2016). https://doi.org/10.1007/s11814-016-0140-4

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  • DOI: https://doi.org/10.1007/s11814-016-0140-4

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