Abstract
The antioxidant activity of aromatic nitroxides in the oxidation of styrene was studied using a complex of kinetic methods in combination with quantum chemical calculations and kinetic modeling. During oxidation of styrene and its saturated analog, ethylbenzene, aromatic nitroxides terminate oxidation chains via the reaction with both alkyl and peroxyl radicals. The mechanism of the process was proposed, which explains multiple chain termination by the interaction of peroxyl and nitroxide radicals revealed in the investigation of styrene oxidation.
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References
E. T. Denisov, I. B. Afanas’ev, Oxidation and Antioxidants in Organic Chemistry and Biology, CRC Press, Boca Raton, 2005, 1043 p.
E. M. Pliss, I. V. Tikhonov, A. I. Rusakov, in Nitroxides–Theory, Experiment and Applications, Ed. A. I. Kokorin, InTech, Rijeka, 2012, 263.
E. M. Pliss, I. V. Tikhonov, A. I. Rusakov, Russ. J. Phys. Chem. B (Engl. Transl.), 2012, 6, 376 [Khim. Fizika, 2012, 31, 41].
A. V. Sirick, R. E. Pliss, A. I. Rusakov, E. M. Pliss, Oxid. Commun., 2014, 37, 32. Received December 11, 2014; in revised form March 23, 2015
A. V. Sirick, R. E. Pliss, A. I. Rusakov, E. M. Pliss, Oxid. Commun., 2014, 37, 37.
S. Goldstein, A. Samuni, J. Phys. Chem. A, 2007, 111, 1066.
S. Goldstein, A. Samuni, in Stable Radicals: Fundamentals and Applied Aspects of Odd-Electron Compounds, Ed. R. G. Hicks, John Wiley & Sons, Chichester, 2010, 567.
C. Berti, Synthesis, 1983, 793.
V. A. Golubev, V. D. Sen, Zh. Organ. Khimii, 2013, 49, 572 [Russ. J. Organ. Chem. (Engl. Transl.), 2013, 49].
D. Loshadkin, V. Roginsky, E. Pliss, Int. J. Chem. Kinet., 2002, 34, 162.
A. A. Granovsky, Firefly version 8, http://classic.chem.msu.su/ gran/firefly/index.html.
A. V. Sokolov, S. V. Popov, E. M. Pliss, D. V. Loshadkin, The official bulletin of Federal Service of Intelectual Property “Programmes for Computers. Data Bases. Integrated-cincuit layout”, 3, publ. 20.03.2013.
D. A. Bogoyavlensky, I. V. Tihonov, E. M. Pliss, A. I. Rusakov, Bashkir. Khim. Zh., 2014, 21, ? 4, 25.
L. V. Ruban, A. L. Buchachenko, M. B. Neiman, Yu. V. Kokhanov, Polym. Sci. USSR (Engl. Transl.), 1966, 8, 1812 [Vysokomolekulyar. Soedineniya, 1966, 8, 1642].
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Based on the materials of the Symposium “Modern Chemical Physics” (20 September–1 October, 2014, Tuapse, Russia).
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 2433–2437, October, 2015.
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Tikhonov, I.V., Pliss, E.M., Bogoyavlenskii, D.A. et al. Multiple chain termination by aromatic nitroxides in oxidation of styrene. Russ Chem Bull 64, 2433–2437 (2015). https://doi.org/10.1007/s11172-015-1174-1
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DOI: https://doi.org/10.1007/s11172-015-1174-1