Skip to main content
SpringerLink
Log in

X-Ray Photoelectron Spectroscopy of Imidazolium Zwitterionic Salts: Comparison to Acetate Analogs and the Impact of the Alkyl Chain Length on the Charge Distribution

  • Published:
Journal of Applied Spectroscopy Aims and scope

We investigate two imidazolium zwitterionic salts, 1,3-dimethylimidazolium-2-carboxylate and 1-butyl-3-methylimidazolium-2-carboxylate, together with 1-butyl-3-methylimidazolium acetate using X-ray photoelectron spectroscopy. The electronic environment of each element for the two zwitterionic salts is analyzed. Due to the electron-withdrawing effect of the imidazoliumcation, the binding energies of Ccarboxyl 1s and O 1s for zwitterionic salts are higher than those of 1-butyl-3-methylimidazolium acetate. The impact of the alkyl chain length on the charge distribution is also illustrated. It suggests that the electron-withdrawing effect of the imidazoliumcation decreases along with the increasing of the alkyl chain length.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. P. Wasserscheid and T. Welton (Eds.), Ionic Liquids in Synthesis, 2nd edn., Wiley-VCH, Weinheim, 2007.

  2. N. V. Plechkova and K. R. Seddon, Chem. Soc. Rev., 37, 123–150 (2008).

    Article  Google Scholar 

  3. T. Welton, Coord. Chem. Rev., 248, 2459–2477 (2004).

    Article  Google Scholar 

  4. V. I. Pârvulescu and C. Hardacre, Chem. Rev., 107, 2615–2665 (2007).

    Article  Google Scholar 

  5. R. A. Sheldon, R. M. Lau, M. J. Sorgedrager, F. van Rantwijk, and K. R. Seddon, Green Chem., 4, 147–151 (2002).

    Article  Google Scholar 

  6. F. Falcioni, A. J. Walker, and N. C. Bruce, Abstr. Pap. Am. Chem. Soc., 231, 114 (2006).

    Google Scholar 

  7. J. P. Mikkola, P. Virtanen, K. Kordas, H. Karhu, and T. O. Salmi, Appl. Catal. A: Gen., 328, 68–76 (2007).

    Article  Google Scholar 

  8. C. P. Mehnert, Chem. Eur. J., 11, 50–56 (2004).

    Article  Google Scholar 

  9. N. M. Yunus, M. I. A. Mutalib, Z. Man, M. A. Bustam, and T. Murugesan, Chem. Eng. J., 189, 94–100 (2012).

    Article  Google Scholar 

  10. D. R. Macfarlane, M. Forsyth, P. C. Howlett, J. M. Pringle, J. Sun, G. Annat, W. Neil, and E. I. Izgorodina, Acc. Chem. Res., 40, 1165–1173 (2007).

    Article  Google Scholar 

  11. D. Wei and A. Ivaska, Anal. Chim. Acta, 607, 126–135 (2008).

    Article  Google Scholar 

  12. E. F. Smith, I. J. Villar-Garcia, D. Briggs, and P. Licence, Chem. Commun., 5633–5635 (2005).

  13. E. F. Smith, F. J. M. Rutten, I. J. Villar-Garcia, D. Briggs, and P. Licence, Langmuir, 22, 9386–9392 (2006).

    Article  Google Scholar 

  14. J. M. Gottfried, F. Maier, J. Rossa, D. Gerhard, P. S. Schulz, P. Wasserscheid, and H. P. Steinrück, Z. Phys. Chem. Int. J. Res. Phys. Chem. Chem. Phys., 220, 1439–1453 (2006).

    Google Scholar 

  15. C. Kolbeck, M. Killian, F. Maier, N. Paape, P. Wasserscheid, and H.-P. Steinrück, Langmuir, 24, 9500–9507 (2008).

    Article  Google Scholar 

  16. K. R. J. Lovelock, C. Kolbeck, T. Cremer, N. Paape, P. S. Schulz, P. Wasserscheid, F. Maier, and H.-P. Steinrück, J. Phys. Chem. B, 113, 2854–2864 (2009).

    Article  Google Scholar 

  17. I. J. Villar-Garcia, E. F. Smith, A. W. Taylor, F. Qiu, K. R. J. Lovelock, R. G. Jones, and P. Licence, Phys. Chem. Chem. Phys., 13, 2797–2808 (2011).

    Article  Google Scholar 

  18. S. Men, K. R. J. Lovelock, and P. Licence, Phys. Chem. Chem. Phys., 13, 15244–15255 (2011).

    Article  Google Scholar 

  19. S. Men, D. S. Mitchell, K. R. J. Lovelock, and P. Licence, Chem. Phys. Chem., 16, 2211–2218 (2015).

    Article  Google Scholar 

  20. L. Xu, W. Chen, and J. Xiao, Organometallics, 19, 1123–1127 (2000).

    Article  Google Scholar 

  21. A. M. Voutchkova, L. N. Appelhans, A. R. Chianese, and R. H. Crabtree, J. Am. Chem. Soc., 127, 17624–17625 (2005).

    Article  Google Scholar 

  22. S. Das, S. Santra, P. Mondal, A. Majee, and A. Hajra, Synthesis, 48, 1269–1285 (2016).

    Article  Google Scholar 

  23. J. D. Holbrey, W. M. Reichert, I. Tkatchenko, E. Bouajila, O. Walter, I. Tommasi, and R. D. Rogers, Chem. Commun., 28–29 (2003).

  24. A. W. Taylor, K. R. J. Lovelock, A. Deyko, P. Licence, and R. G. Jones, Phys. Chem. Chem. Phys., 12, 1772–1783 (2010).

    Article  Google Scholar 

  25. C. D. Wagner, L. E. Davis, M. V. Zeller, J. A. Taylor, R. H. Raymond, and L. H. Gale, Surf. Interface Anal., 3, 211–225 (1981).

    Article  Google Scholar 

  26. D. Briggs and J. T. Grant (Eds.), Surface Analysis by Auger and X-ray Photoelectron Spectroscopy, IMPublications, Manchester, 2003.

    Google Scholar 

  27. T. Cremer, C. Kolbeck, K. R. J. Lovelock, N. Paape, R. Wölfel, P. S. Schulz, P. Wasserscheid, H. Weber, J. Thar, B. Kirchner, F. Maier, and H.-P. Steinrück, Chem.-Eur. J., 16, 9018–9033 (2010).

    Article  Google Scholar 

  28. F. Maier, T. Cremer, C. Kolbeck, K. R. J. Lovelock, N. Paape, P. S. Schulz, P. Wasserscheid, and H.-P. Steinrück, Phys. Chem. Chem. Phys., 12, 1905–1915 (2010).

    Article  Google Scholar 

  29. V. Lockett, R. Sedev, C. Bassell, and J. Ralston, Phys. Chem. Chem. Phys., 10, 1330–1335 (2008).

    Article  Google Scholar 

  30. S. Men, K. R. J. Lovelock, and P. Licence, RSC Adv., 5, 35958–35965 (2015).

    Article  Google Scholar 

  31. K. R. J. Lovelock, E. F. Smith, A. Deyko, I. J. Villar-Garcia, P. Licence, and R. G. Jones, Chem. Commun., 4866–4868 (2007).

  32. H. Hashimoto, A. Ohno, K. Nakajima, M. Suzuki, H. Tsuji, and K. Kimura, Surf. Sci., 604, 464–469 (2010).

    Article  ADS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. School of Material Science and Engineering, Shenyang Ligong University, Shenyang, 110159, China

    Sh. Men & Y. Liu

  2. Institute of Applied Ecology, Chinese Academy of Sciences, Shenyang, 110016, China

    Sh. Men

  3. School of Mechanical Engineering and Automation, Northeastern University, Shenyang, 110004, China

    J. Jiang

Authors
  1. Sh. Men
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. J. Jiang
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Y. Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Sh. Men.

Additional information

Abstract of article is published in Zhurnal Prikladnoi Spektroskopii, Vol. 84, No. 5, p. 836, September–October, 2017.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Men, S., Jiang, J. & Liu, Y. X-Ray Photoelectron Spectroscopy of Imidazolium Zwitterionic Salts: Comparison to Acetate Analogs and the Impact of the Alkyl Chain Length on the Charge Distribution. J Appl Spectrosc 84, 906–910 (2017). https://doi.org/10.1007/s10812-017-0563-7

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10812-017-0563-7

Keywords

Search

Navigation