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Antioxidant Activity of Hydroquinone in the Oxidation of 1,4-Substituted Butadiene

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Abstract

Highly sensitive microvolumometry at 323 K is used in combination with kinetic modeling to measure the rate constants (k4) and kinetic coefficients of inhibition (fkin) of the reaction of 1,4-substituted butadiene oxidation by hydroperoxyl radicals (\({\text{HO}}_{2}^{ \bullet }\)) in the presence of antioxidants (InH): 1,4-hydroquinone and 1,4-benzoquinone. The cyclic mechanism of interaction between \({\text{HO}}_{2}^{ \bullet }\) and InH is confirmed: it leads to multiple chain termination, as is demonstrated by the observed long-term inhibition of the oxidation of substrates by hydroquinone and benzoquinone, and the obtained fkin > 102. It is shown that the drop in the value of k4 upon replacing –C6H5 substituent at the double bond in 1,4-substituted butadiene with –COOCH3 is due to the influence of specific solvation.

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Fig. 1.

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Notes

  1. The coefficient of kinetic inhibition is understood to be the ratio of the real induction period (τ) to the theoretical time of inhibitor transformation (τind); i.e., fkin = τ/τind, where τind = f[InH]/Wi (f is the coefficient of stoichiometric inhibition) [5, 6].

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Funding

This work was supported by the Russian Science Foundation, grant no. 20-13-00148.

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Authors and Affiliations

  1. Demidov Yaroslavl State University, 150000, Yaroslavl, Russia

    A. D. Chepeleva, A. M. Grobov, A. V. Sirik & E. M. Pliss

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  1. A. D. Chepeleva
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  2. A. M. Grobov
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  3. A. V. Sirik
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  4. E. M. Pliss
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Correspondence to E. M. Pliss.

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Translated by V. Selikhanovich

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Chepeleva, A.D., Grobov, A.M., Sirik, A.V. et al. Antioxidant Activity of Hydroquinone in the Oxidation of 1,4-Substituted Butadiene. Russ. J. Phys. Chem. 95, 1077–1079 (2021). https://doi.org/10.1134/S0036024421050071

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  • DOI: https://doi.org/10.1134/S0036024421050071

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