Skip to main content
Log in

The effect of the nature of the head group on the micellar effects of functional/cationic co-micelles in acyl transfer reactions

  • Published:
Theoretical and Experimental Chemistry Aims and scope

Abstract

The reactivity of co-micelles of functional/cationic surfactants [functional surfactants-1-cetyl-3-(2-hydroxyiminopropyl)-, 1-cetyl-3-(2-amino-2-hydroxyiminoethyl)-, and 1-cetyl-3-(2-hydroxyaminoethyl-2-onyl)imidazolium chlorides, cationic surfactants-1-cetyl-3-methylimidazolium and cetyltrimethyl-ammonium chlorides] toward the 4-nitrophenyl esters of diethylphosphoric, diethylphosphonic, and toluenesulfonic acids was investigated. It was shown that the nucleophilicity of the functional groups in the surfactant does not undergo substantial changes with variation in the nature of the head group of the cationic surfactant and the fraction of functional detergent in the co-micelle. This makes it possible to create systems that decompose organophosphorus substrates unusually quickly even with small contents of the functional surfactant.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. G. Savelli, R. Germani, L. Brinchi, Surfactant Sci. Ser., Dekker, New York (2000), pp. 175–246.

    Google Scholar 

  2. C. A. Bunton, Surfactants in Solution, K. L. Mittal and D. O. Shah (eds.), Vol. 11, Plenum Press, New York (1991), pp. 329–334.

    Google Scholar 

  3. C. A. Bunton, F. Nome, F. H. Quina, and L. R. Romsted, Accounts Chem. Res., 24, No. 13, 357–364 (1991).

    Article  CAS  Google Scholar 

  4. A. F. Popov and V. A. Savelova, Teor. Éksp. Khim., 35, No. 1, 1–16 (1999).

    CAS  Google Scholar 

  5. Yu. S. Simanenko, E. A. Karpichev, T. M. Prokop’eva, et al., Langmuir, 17, No. 3, 581–582 (2001).

    Article  CAS  Google Scholar 

  6. A. F. Popov, Yu. S. Simanenko, E. A. Karpichev, et al., Teor. Éksp. Khim., 37, No. 6, 341–346 (2001).

    Google Scholar 

  7. Yu. S. Simanenko, E. A. Karpichev, T. M. Prokop’eva, et al., Zh. Org. Khim., 40, No. 2, 234–245 (2004).

    Google Scholar 

  8. I. V. Berezin, K. Martinek, and A. K. Yatsimirskii, Usp. Khim., 42, No. 10, 1729–1756 (1973).

    CAS  Google Scholar 

  9. C. A. Bunton, N. D. Gillitt, and H. J. Fouroudian, Langmuir, 14, No. 16, 4415–4421 (1998).

    Article  CAS  Google Scholar 

  10. C. A. Bunton, H. J. Fouroudian, and N. D. Gillitt, Langmuir, 15, No. 4, 1067–1074 (1999).

    Article  CAS  Google Scholar 

  11. J. B. F. N. Engberts, Pure Appl. Chem., 64, No. 11, 1653–1660 (1992).

    CAS  Google Scholar 

  12. G. Cerichelli, L. Luchetti, G. Mancinii, et al., J. Chem. Soc., Perkin Trans. II, No. 8, 1081–1085 (1989).

  13. A. Cuenca, J. Phys. Org. Chem., 16, 318–322 (2003).

    Article  CAS  Google Scholar 

  14. L. Brinchi, P. Di Profio, R. Germani, et al., Langmuir, 13, No. 17, 4583–4587 (1997).

    Article  CAS  Google Scholar 

  15. Yu. S. Simanenko, A. F. Popov, T. M. Prokop’eva, et al., Teor. Éksp. Khim., 38, No. 4, 238–244 (2002).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

__________

Translated from Teoreticheskaya i Éksperimental’naya Khimiya, Vol. 43, No. 1, pp. 30–37, January–February, 2007.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Belousova, I.A., Karpichev, E.A., Prokop’eva, T.M. et al. The effect of the nature of the head group on the micellar effects of functional/cationic co-micelles in acyl transfer reactions. Theor Exp Chem 43, 35–43 (2007). https://doi.org/10.1007/s11237-007-0003-5

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11237-007-0003-5

Key words

Navigation