Skip to main content
SpringerLink
Log in

Inhibition activity of the chlorophyll a derivatives and their zink and cobalt complexes in the ethylbenzene oxidation

  • Published:
Petroleum Chemistry Aims and scope Submit manuscript

Abstract

The inhibition activity of chlorophyll a derivatives with different substituents on the macrocycle and their Zn(II) and Co(II) chelates has been studied in the model reaction of ethylbenzene oxidation. It has been found that the values of the induction time (τ) and of the initial oxidation rate in the presence of the additives depend on the substituent on the macrocycle and the central metal atom. The inhibition parameter f τ k 7 (f τ is the stoichiometric inhibition factor and k 7 is the rate constant of antioxidants with peroxy radicals) has been measured; its value is increased by more than an order of magnitude by introducing the metal atom into the macrocycle. The values of f τ = 1.3–2.5 calculated from the induction time and f c ≈ 1 calculated from the rate of the consumption of the Zn(II) and Co(II) complexes show that the conversion products of the complexes possess inhibition activity. The values of f τ and f τ k 7 for the Co(II) complexes with the amide group in the ligand environment depend on their initial concentration, a behavior that may be due to the reaction of the complexes with the hydroperoxide.

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. E. T. Denisov and T. G. Denisova, Handbook of Antioxidants. Bond Dissociation Energies, Rate Constants, Activation Energies and Enthalpies of Reaction (CRC, Boca Raton, 2000), 2nd Ed.

    Google Scholar 

  2. L. I. Mazaletskaya, N. I. Sheludchenko, L. N. Shishkina, et al., Pet. Chem. 51, 348 (2011).

    Article  CAS  Google Scholar 

  3. L. I. Mazaletskaya and A. B. Mazaletskii, Pet. Chem. 46, 269 (2006).

    Article  Google Scholar 

  4. L. I. Mazaletskaya and A. B. Mazaletskii, Pet. Chem. 42, 327 (2002).

    Google Scholar 

  5. A. N. Zverev and V. N. Vetchinkina, Pet. Chem. 51, 342 (2011).

    Article  CAS  Google Scholar 

  6. A. N. Zverev, Pet. Chem. 49, 317 (2009).

    Article  Google Scholar 

  7. N. M. Emanuel, Neftekhimiya 22, 435 (1982).

    CAS  Google Scholar 

  8. N. M. Emanuel, Usp. Khim. 50, 1721 (1981).

    Article  CAS  Google Scholar 

  9. A. N. Zverev, V. G. Vinogradova, E. G. Rukhadze, and Z. K. Maizus, Izv. Akad. Nauk SSSR, Ser. Khim., No. 11, 2437 (1973).

    Google Scholar 

  10. A. N. Zverev, V. G. Vinogradova, E. G. Ostapenko, and Ya. L. Gol’dfarb, Neftekhimiya 28, 83 (1988).

    CAS  Google Scholar 

  11. A. B. Mazaletskii, V. G. Vinogradova, and G. V. Panova, Neftekhimiya 29, 414 (1989).

    CAS  Google Scholar 

  12. A. B. Mazaletskii and V. G. Vinogradova, Izv. Akad. Nauk SSSR, Ser. Khim., No. 7, 1516 (1980).

    Google Scholar 

  13. A. B. Mazaletskii, A. N. Zverev, V. G. Vinogradova, et al., Zh. Org. Khim. 61, 2215 (1991).

    Google Scholar 

  14. N. M. Emanuel, E. T. Denisov, and Z. K. Maizus, Chain Reactions of Liquid-Phase Oxidation of Hydrocarbons (Nauka, Moscow, 1965) [in Russian].

    Google Scholar 

  15. E. F. Brin, V. N. Vetchinkina, Z. K. Maizus, and I. P. Skibida, Izv. Akad. Nauk SSSR, Ser. Khim., No. 5947 (1979).

    Google Scholar 

  16. G. A. Kovtun, D. L. Lysenko, A. S. Berenblyum, and I. I. Moiseev, Izv. Akad. Nauk SSSR, Ser. Khim., No. 1, 101 (1981).

    Google Scholar 

  17. A. B. Mazaletskii, V. G. Vinogradova, and G. V. Panova, Zh. Org. Khim. 58, 1613 (1988).

    CAS  Google Scholar 

  18. A. B. Mazaletskii, V. G. Vinogradova, and Z. K. Maizus, Dokl. Akad. Nauk SSSR 253, 153 (1980).

    CAS  Google Scholar 

  19. V. G. Vinogradova, Z. K. Maizus, and N. M. Emanuel, Dokl. Akad. Nauk SSSR 188, 616 (1969).

    CAS  Google Scholar 

  20. G. A. Kovtun, G. V. Ponomarev, and A. A. Aleksandrov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 2, 320 (1977).

    Google Scholar 

  21. B. D. Berezin, Coordination Compounds of Porphyrins and Phthalocyanines (Wiley, New York, 1981).

    Google Scholar 

  22. B. D. Berezin and N. S. Enikolopyan, Metalloporphyrins (Nauka, Moscow, 1988) [in Russian].

    Google Scholar 

  23. Porphyrins: Structure, Properties, and Synthesis, Ed. by N. S. Enikolopyan (Nauka, Moscow, 1985) [in Russian].

    Google Scholar 

  24. Porphyrins: Spectroscopy, Electrochemistry, and Applications, Ed. by N. S. Enikolopyan (Nauka, Moscow, 1987) [in Russian].

    Google Scholar 

  25. U. M. Lanfer-Marquez, R. M. C. Darros, and P. Sinnecker, Food Res. Int. 38, 885 (2005).

    Article  CAS  Google Scholar 

  26. Je-Wook Yo, Sung-Sik Yoon, and Ryung Yang, Biol. Pharm. Bull., 24, 1053 (2001).

    Article  Google Scholar 

  27. V. F. Tsepalov, A. A. Kharitonova, and G. P. Gladyshev, Kinet. Katal. 18, 1261 (1977).

    CAS  Google Scholar 

  28. A. L. Aleksandrov and E. T. DEnisov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 8, 1652 (1969).

    Google Scholar 

  29. D. V. Belykh, I. S. Tarabukina, I. V. Gruzdev, et al., J. Porphyrins Phthalocyanines 13, 949 (2009).

    Article  CAS  Google Scholar 

  30. D. V. Belykh, E. A. Kopylov, I. V. Gruzdev, and A. V. Kuchin, Russ. J. Org. Chem. 46, 577 (2010).

    Article  CAS  Google Scholar 

  31. V. G. Vinogradova, A. N. Zverev, S. V. Larionov, and S. M. Zemskova, Zh. Obshch. Khim. 62, 1151 (1992).

    CAS  Google Scholar 

  32. R. M. Islamova, Yu. I. Puzin, I. A. Ionova, et al., Polym. Sci., Ser. B 51, 110 (2009).

    Article  Google Scholar 

  33. R. M. Islamova, S. V. Nazarova, and O. I. Koifman, Macroheterocycles 4, 97 (2011).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, Moscow, Russia

    L. I. Mazaletskaya & N. I. Sheludchenko

  2. Institute of Chemistry, Komi Scientific Center, Ural Division, Russian Academy of Sciences, Syktyvkar, Russia

    I. S. Tarabukina & D. V. Belykh

Authors
  1. L. I. Mazaletskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. N. I. Sheludchenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. I. S. Tarabukina
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. D. V. Belykh
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to L. I. Mazaletskaya.

Additional information

Original Russian Text © L.I. Mazaletskaya, N.I. Sheludchenko, I.S. Tarabukina, D.V. Belykh, 2014, published in Neftekhimiya, 2014, Vol. 54, No. 4, pp. 309–317.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Mazaletskaya, L.I., Sheludchenko, N.I., Tarabukina, I.S. et al. Inhibition activity of the chlorophyll a derivatives and their zink and cobalt complexes in the ethylbenzene oxidation. Pet. Chem. 54, 309–315 (2014). https://doi.org/10.1134/S0965544114040082

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0965544114040082

Keywords

Search

Navigation