Skip to main content
SpringerLink
Log in

Polyfunctional supramolecular systems based on surfactants containing the hydroxyalkyl moiety in the head group

  • Full Articles
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

The critical micelle concentration, surface potential, and degree of binding of counterions in aqueous micellar solutions of N-cetyl-N-methylmorpholinium bromide and its analog containing the hydroxyethyl moiety in the head group were determined using a complex of physicochemical methods. The aggregation behavior of these compounds was found to vary insignificantly, whereas the catalytic effect of the hydroxyethyl derivative on the hydrolysis of carboxylic acid esters more than an order of magnitude exceeds the effect of the non-functionalized surfactant. One of the reasons for this phenomenon can be an increase in the micropolarity in the chemical reaction zone detected by fluorescence spectroscopy.

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. H. Wang, S. D. Wettig, Phys. Chem. Chem. Phys., 2011, 13, 637.

    Article  CAS  Google Scholar 

  2. K. Kuperkar, J. Modi, K. Patel, J. Surfactants Deterg., 2012, 15, 107.

    Article  CAS  Google Scholar 

  3. A. Cornellas, L. Perez, F. Comelles, I. Ribosa, A. Manresa, M. T. Garcia, J. Colloid Interface Sci., 2011, 355, 164 pp.

  4. Th. F. Tadros, Applied Surfactants: Principles and Application, Wiley-VCH, Weinheim, Germany, 2005, 634 p.

    Book  Google Scholar 

  5. C. A. Bunton, G. Savelli, Adv. Phys. Org. Chem., 1986, 22, 213.

    CAS  Google Scholar 

  6. L. S. Romsted, Micellar Effects on Reaction Rates and Equiliria — Surfactants in Solution, Plenum Press, London, 1984, 4, 1068 pp.

  7. L. Onel, N. J. Buurma, Annu. Rep. Progr. Chem., Sect. B, 2009, 105, 363.

    Article  CAS  Google Scholar 

  8. H. Morales-Rojas, R. A. Moss, Chem. Rev., 2002, 102, 2497.

    Article  CAS  Google Scholar 

  9. T. Dwars, E. Paetzold, G. Oehme, Angew. Chem., Int. Ed. Engl., 2005, 44, 7174–7199.

    Article  CAS  Google Scholar 

  10. L. Ya. Zakharova, A. B. Mirgorodskaya, E. P. Zhiltsova, L. A. Kudryavtseva, A. I. Konovalov, Russ. Chem. Bull. (Int. Ed.), 2004, 53, 1385 [Izv. Akad. Nauk, Ser. Khim., 2004, 1331].

    Article  CAS  Google Scholar 

  11. I. V. Kapitanov, I. A. Belousova, A. E. Shumeyko, M. L. Kostrikin, T. M. Prokop’eva, A. F. Popov, Russ. J. Org. Chem. (Engl. Transl.)J. Org. Chem., 2013, 49, 1291 [Zh. Org. Khim., 2013, 49, 1308].

    Article  CAS  Google Scholar 

  12. I. A. Belousova, E. A. Karpichev, T. M. Prokop’eva, L. V. Luk’yanova, V. A. Savelova, A. F. Popov, Theor. Exp. Chem. (Engl. Transl.), 2007, 43, 35 [Theor. Exp. Khim., 2007, 43, 30].

    Article  CAS  Google Scholar 

  13. D. Juras’in, I. Habus’, N. Filipovic’-Vincekovic’, Colloids Surf., A, 2010, 368, 119.

    Article  Google Scholar 

  14. G. Para, A. Hamerska-Dudra, K. A. Wilk, P. Warszyñski, Colloids Surf., A, 2010, 365, 215.

    Article  CAS  Google Scholar 

  15. A. B. Mirgorodskaya, L. R. Bogdanova, L. A. Kudryavtseva, S. S. Lukashenko, A. I. Konovalov, Russ. J. Gen. Chem. (Engl. Transl.), 2008, 78, 163 [Zh. Obshch. Khim., 2008, 78, 179].

    Article  CAS  Google Scholar 

  16. A. B. Mirgorodskaya, E. I. Yatzkevich, S. S. Lukashenko, L. Ya. Zakharova, A. I. Konovalov, J. Mol. Liq., 2012, 69, 106.

    Article  Google Scholar 

  17. Zh. Zhang, H. Wang, W. Shen, J. Chem. Eng. Data, 2013, 58, 2326.

    Article  CAS  Google Scholar 

  18. B. Song, Sh. Shang, Zh. Song, J. Colloid Interface Sci., 2012, 382, 53.

    Article  CAS  Google Scholar 

  19. Pat. RU 2503764, 2014, patent-2503746.pdf.

  20. N. O. Mchedlov-Petrosyan, Differentsirovanie sily organicheskikh kislot v istinnykh i organizovannykh rastvorakh [Differentiation of Force of Organic Acids in True and Organized Solutions], V. N. Karazin Kharkov National Univ., Kharkov, 2004, 326 pp. (in Russian).

    Google Scholar 

  21. A. Albert, E. Sergeant, Ionization Constants of Acids and Bases, John Wiley and Sons, New York, 1962.

    Google Scholar 

  22. M. S. Borse, S. Devi, Adv. Colloid Interface Sci., 2006, 123–126, 387.

    Article  Google Scholar 

  23. A. B. Mirgorodskaya, E. I. Yackevich, V. V. Syakaev, L. Ya. Zakharova, Sh. K. Latypov, A. I. Konovalov, J. Chem. Eng. Data, 2012, 57, 3153.

    Article  CAS  Google Scholar 

  24. I. V. Berezin, K. Martinek, A. K. Yatsimirskiy, Russ. Chem. Rev., 1973, 42, 787–802.

    Article  Google Scholar 

  25. F. M. Menger, C. T. Portnoy, J. Am. Chem. Soc., 1968, 90, 1875.

    Article  CAS  Google Scholar 

  26. J. R. Lakowicz, Principles of Fluorescence Spectroscopy, Springer Science, New York, 2006, 954 pp.

    Book  Google Scholar 

  27. G. E. Dobretsov, Fluorestsentnye zondy v issledovanii kletok, membran i lipoproteinov [Fluorescent Probes in Investigation of Cells, Membranes, and Lipoproteins], Nauka, Moscow, 1989, 277 pp. (in Russian).

    Google Scholar 

  28. K. Kalyanasundaram, J. K. Thomas, J. Am. Chem. Soc., 1977, 99, 2039.

    Article  CAS  Google Scholar 

  29. E. D. Goddard, N. J. Turro, P. L. Kuo, K. P. Ananthapadmanabhan, Langmuir, 1985, 1, 352.

    Article  CAS  Google Scholar 

  30. N. N. Barashkov, T. V. Sakhno, R. N. Nurmukhametov, O. A. Khakhel’, Russ. Chem. Rev., 1993, 62, 539–552.

    Article  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center of the Russian Academy of Sciences, 8 ul. Akad. Arbuzova, 420088, Kazan, Russian Federation

    E. I. Yackevich, A. B. Mirgorodskaya, S. S. Lukashenko & L. Ya. Zakharova

Authors
  1. E. I. Yackevich
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. B. Mirgorodskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. S. S. Lukashenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. L. Ya. Zakharova
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to E. I. Yackevich.

Additional information

Based on the materials of the XXV Conference “Modern Chemical Physics” (September 20–October 1, 2013, Tuapse).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1801–1806, August, 2014.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Yackevich, E.I., Mirgorodskaya, A.B., Lukashenko, S.S. et al. Polyfunctional supramolecular systems based on surfactants containing the hydroxyalkyl moiety in the head group. Russ Chem Bull 63, 1801–1806 (2014). https://doi.org/10.1007/s11172-014-0669-5

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-014-0669-5

Key words

Search

Navigation