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Interrelation between the electrochemical activity of alkyl-and thioalkylphenols and their antioxidant action

  • Chemical Kinetics and Catalysis
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Abstract

The oxidation potentials of alkyl-and thioalkylphenols of various structures and the rate constants for their reactions with styrene peroxide radicals were determined. The overall inhibiting activity of the substances in a model reaction of the thermal autooxidation of lard was studied. The oxidation potential of phenols was found to correlate with the O-H bond energy, the rate constants for phenol reactions with styrene peroxide radicals and phenoxyl radical reactions with Tetralin molecules, and the effectiveness of the overall inhibiting action of these compounds.

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References

  1. J. Voigt, Die Stabilisierung der Kunststoffe gegen Licht und Warme, vol. 10 of Chemie, Physik und Technologie der Kunststoffe in Einzeldarstellungen (Springer, Berlin, 1966; Khimiya, Leningrad, 1972).

    Google Scholar 

  2. N. Grassie and G. Scott, Polymer Degradation and Stabilization (Cambridge University Press, Cambridge, 1985; Mir, Moscow, 1988).

    Google Scholar 

  3. E. T. Denisov and G. I. Kovalev, Oxidation and Stabilization of Propellants (Khimiya, Moscow, 1983) [in Russian].

    Google Scholar 

  4. N. M. Emanuel’ and Yu. N. Lyasovskaya, Inhibition of Fat Oxidation Processes (Pishchepromizdat, Moscow, 1961) [in Russian].

    Google Scholar 

  5. The Role of Phenolic Antioxidants in Increasing the Stability of Organic Systems to Free-Radical Oxidation: An Analytical Review (Gos. Publ. Nauchno-Tekhn. Bibl. Sib. Otd. Ross. Akad. Nauk, Novosibirsk, 1997) [in Russian].

  6. Studies of Synthetic and Natural Antioxidants In vivo and In vitro: Collection of Papers (Nauka, Moscow, 1992) [in Russian].

  7. The Free-Radical Oxidation of Lipids in Experiments and in vivo: Collection of Papers (Tyumen Gos. Univ., Tyumen, 1992) [in Russian].

  8. N. K. Zenkov, N. V. Kandalintseva, V. Z. Lankin, et al., Phenolic Bioantioxidants (Sib. Otd. Ross. Akad. Med. Nauk, Novosibirsk, 2003) [in Russian].

    Google Scholar 

  9. V. S. Zubkova, N. P. Shimanskaya, V. D. Bezuglyi, et al., Plast. Massy, No. 12, 64–65 (1966).

  10. K. S. Minsker, Yu. V. Vodzinskii, N. K. Pakhomova, et al., Plast. Massy, No. 1, 57–60 (1969).

  11. F. A. Abdullaeva and F. N. Mamedov, Neftekhimiya 17(6), 931–934 (1977).

    CAS  Google Scholar 

  12. A. A. Vasil’eva, Candidate’s Dissertation in Chemistry (Gorkii State University, Gorkii, 1970).

    Google Scholar 

  13. V. A. Roginskii, Phenolic Antioxidants: Reactivity and Efficiency (Nauka, Moscow, 1988) [in Russian].

    Google Scholar 

  14. Ya. B. Kozlikovskii, V. A. Koshchii, S. A. Butov, and A. V. Sokolova, Zh. Org. Khim., No. 23, 1918–1924 (1987).

  15. A. E. Prosenko, E. I. Terakh, E. A. Gorokh, et al., Zh. Prikl. Khim. 76(2), 256–260 (2003) [Russ. J. Appl. Chem. 76 (2), 248 (2003)].

    Google Scholar 

  16. N. N. Pozdeeva, I. K. Yakushchenko, A. L. Aleksandrov, and V. T. Denisov, Kinet. Katal. 32(6), 1302–1309 (1991).

    CAS  Google Scholar 

  17. V. F. Tsepalov, in Studies of Synthetic and Natural Antioxidants In vivo and In vitro: Collection of Papers (Nauka, Moscow, 1992), pp. 16–26 [in Russian].

    Google Scholar 

  18. G. D. Kadochnikova, in The Free-Radical Oxidation of Lipids in Experiments and In vivo: Collection of Papers (Tyumen Gos. Univ., Tyumen, 1997), pp. 21–27 [in Russian].

    Google Scholar 

  19. A. A. Zinov’ev, Chemistry of Lipids (Pishchepromizdat, Moscow, 1952) [in Russian].

    Google Scholar 

  20. E. T. Denisov and T. G. Denisova, Handbook of Antioxidants: Bond Dissociation Energies, Rate Constants, Activation Energies and Enthalpies of Reactions (CRC, New York, 2000).

    Google Scholar 

  21. Organic Electrochemistry: An Introduction and a Guide, 2nd ed., Ed. by M. M. Baizer and H. Lund (M. Dekker, New York, 1983; Mir, Moscow, 1988).

    Google Scholar 

  22. J. Wright, E. Johnson, and G. DiLabio, J. Am. Chem. Soc. 123, 1173–1183 (2001).

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Research Institute of Chemistry of Antioxidants, Novosibirsk State Pedagogical University, Novosibirsk, Russia

    M. A. Boiko, E. I. Terakh & A. E. Prosenko

Authors
  1. M. A. Boiko
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  2. E. I. Terakh
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  3. A. E. Prosenko
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Original Russian Text © M.A. Boiko, E.I. Terakh, A.E. Prosenko, 2006, published in Zhurnal Fizicheskoi Khimii, 2006, Vol. 80, No. 8, pp. 1396–1402.

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Boiko, M.A., Terakh, E.I. & Prosenko, A.E. Interrelation between the electrochemical activity of alkyl-and thioalkylphenols and their antioxidant action. Russ. J. Phys. Chem. 80, 1225–1230 (2006). https://doi.org/10.1134/S0036024406080085

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  • DOI: https://doi.org/10.1134/S0036024406080085

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