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Redox properties of hydrogenated quinoline derivatives — inhibitors in oxidation processes of hydrocarbons

  • Physical Chemistry
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Russian Chemical Bulletin Aims and scope

Abstract

Half-wave potentials of the one-electron electrochemical oxidation (E 1/2 ox) of hydroquinolines with different degrees of heterocycle hydrogenization as well as containing substituents of various natures in the benzene ring and heterocycle have been measured. Linear correlations betweenE 1/2 ox and the values of the Hammett polar σ-constants form- andp-substituents in dihydroquinolines and related sulfur-containing dithiolthiones were established. The character of the variation ofE 1/2 ox in the series of hydroquinolines was found to correlate with the characteristic features of the inhibiting action of these compounds in the liquid-phase oxidation of various hydrocarbons. However, in contrast to phenolic antioxidants for hydroquinolines, there is no dependence of the retardation period onE 1/2 oxin the oxidation of hydrocarbons at temperatures higher than 100 °C.

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References

  1. B. I. Gorbunov, Ya. A. Gurvich, and I. P. Maslova,Khimiya i tekhnogiya stabilizatorov polimernykh materialov [Chemistry and Technology of Stabilizers of Polymeric Materials], Khimiya, Moscow, 1981 (in Russian).

    Google Scholar 

  2. O. T. Kasaikina, A. B. Gagarina, Yu. A. Ivanov, E. G. Rozantsev, and N. M. Emanuel',Izv. Akad. Nauk SSSR, Ser. Khim., 1975, 2247 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1975 (Engl. Transl.)].

  3. O. T. Kasaikina, N. A. Golovina, Kh. S. Shikhaliev, and Zh. V. Shmyreva,Izv. Akad. Nauk, Ser. Khim., 1994, 814 [Bull. Russ. Acad. Sci., Div. Chem. Sci., 1994, No. 5 (Engl. Transl.)].

  4. O. T. Kasaikina, A. B. Gagarina, Z. S. Kartasheva, T. V. Lobanova, I. F. Rusina, and Yu. A. Ivanov,Neftekhimiya, 1982,22, 265 [Sov. J. Petrochemistry, 1982,22 (Engl. Transl.)].

    Google Scholar 

  5. T. D. Nekipelova and A. B. Gagarina,Dokl. Akad. Nauk SSSR, 1976,226, 626 [Dokl. Chem., 1976,226 (Engl. Transl.)].

    Google Scholar 

  6. O. T. Kasaikina, T. V. Lobanova, and D. V. Fentsov,Neftekhimiya, 1990,30, 103 [Sov. J. Petrochemistry, 1990, 30 (Engl. Transl.)].

    Google Scholar 

  7. V. A. Roginskii,Fenol'nye antioksidanty [Phenolic Antioxidants], Nauka, Moscow, 1988, 247 (in Russian).

    Google Scholar 

  8. I. T. Brownlie and K. U. Ingold,Can. Chem. J., 1967,45, 2419.

    Google Scholar 

  9. V. T. Varlamov and E. T. Denisov,Izv. Akad. Nauk SSSR, Ser. Khim., 1990, 743 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1990, 657 (Engl. Transl.)].

  10. A. M. Bond and R. L. Martin,Coord. Chem. Rev., 1984,54, 23.

    Google Scholar 

  11. Yu. A. Zhdanov and V. I. Minkin,Korrelyatsionnyi analiz v organicheskoi khimii [Correlation Analysis in Organic Chemistry], Rostov State University, 1966, 470 (in Russian).

  12. N. V. Vasil'eva, V. F. Starichenko, and V. A. Koptyug,Zh. Org. Khim., 1990,26, 2033 [Sov. J. Org. Chem., 1990,26 (Engl. Transl.)].

    Google Scholar 

  13. J. F. Ambrose and R. F. Nelson,J. Electrochem. Soc., 1968,115, 1159.

    Google Scholar 

  14. P. Kubacek,Coll. Czech. Chem. Commun., 1981,46, 40.

    Google Scholar 

  15. V. G. Vinogradova, A. B. Mazaletskii, and A. I. Zverev,Neftekhimiya, 1987,27, 796 [Sov. J. Petrochem., 1987,27 (Engl. Transl.)].

    Google Scholar 

  16. Ch. Mann and K. Barnes,Elektrokhimicheskie reaktsii v nevodnykh sistemokh [Electrochemical Reactions in Nonaqueous Systems], Khimiya, Moscow, 1974, 480 (Russian Translation).

    Google Scholar 

  17. Energii razryva khimicheskikh svyazei. Potentsialy ionizatsii i srodstvo k elektronu [Energies of Chemical Bond Breaking, lonization Potentials and Electron Affinity], Ed. V. N. Kondrat'ev, Nauka, Moscow, 1974, 351 (in Russian).

    Google Scholar 

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Authors and Affiliations

  1. N. N. Semenov Institute of Chemical Physics, Russian Academy of Sciences, 4 ul. Kosygina, 117977, Moscow, Russian Federation

    O. T. Kasaikina, A. B. Mazaletskii & V. G. Vinogradova

Authors
  1. O. T. Kasaikina
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  2. A. B. Mazaletskii
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  3. V. G. Vinogradova
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 610–613, April, 1994.

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Kasaikina, O.T., Mazaletskii, A.B. & Vinogradova, V.G. Redox properties of hydrogenated quinoline derivatives — inhibitors in oxidation processes of hydrocarbons. Russ Chem Bull 43, 559–562 (1994). https://doi.org/10.1007/BF00699823

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  • DOI: https://doi.org/10.1007/BF00699823

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