Skip to main content
SpringerLink
Log in

Liquid-phase oxidation of alkylaromatic hydrocarbons and their cyclohexyl derivatives to hydroperoxides in the presence of phthalimide catalysts

  • Selected articles originally published in Russian in Rossiiskii Khimicheskii Zhurnal (Russian Chemistry Journal)
  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

Regularities of liquid-phase oxidation the alkyl aromatic hydrocarbons and their cyclohexyl derivatives to hydroperoxides at presence of phthalimide catalysts are studied. It is established that N-hydroxylphthalimide increases the speed of oxidation of these hydrocarbons and provides high selectivity of formation of their hydroperoxides.

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. Lebedev, N.N., Khimiya and tekhnologiya osnovnogo organicheskogo and neftekhimicheskogo sinteza (Chemistry and Technology of the Basic Organic and Petrochemical Synthesis), Moscow: Khimiya. 1988.

    Google Scholar 

  2. Ishii, Y., Sakaguchi, S., and Iwahama, T., Adv. Synth. Catal., 2001, vol. 343, pp. 595–427.

    Article  Google Scholar 

  3. Recupero, F. and Punta, C., Chem. Rev., 2007, vol. 107, pp. 3800–3842.

    Article  CAS  Google Scholar 

  4. Arends, I.W.C.E., Sasidyaran, M., Kühnle A., Duda, M., Jost, C., and Sheldon, R.A., Tetrahedron, 2002, vol. 58, pp. 9055–9061.

    Article  CAS  Google Scholar 

  5. Aoki, Y., Sakaguchi, S., and Ishii, Y., Tetrahedron, 2005, vol. 61, pp. 5219–5222.

    Article  CAS  Google Scholar 

  6. Kharlampovich, G.D. and Churkin, Yu.V., Fenoly (Phenols), Moscow Khimiya, 1974.

    Google Scholar 

  7. Koshel’, G.N., Smirnova, E.V., Kurganova, E.A., Ekimova, I.D., Lebedeva, N.V., Koshel’, S.G., and Plakhtinskii, V.V., Katal. Prom-sti, 2010, no. 3, pp. 26–29.

    Google Scholar 

  8. Smirnova, E.V., Kurganova, E.A., Rumyantseva, Yu.B., et al., Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol., 2012, vol. 55, no. 1, pp. 21–24.

    CAS  Google Scholar 

  9. Koshel’, G.N., Smirnova, E.V., Kurganova, E.A., et al., Katal. Prom–sti, 2012, no. 1, pp. 7–11.

    Google Scholar 

  10. RF Patent no. 2404161, 2010.

  11. Koshel’, G.N., Smirnova, E.V., Kurganova, E.A., et al., Khim. Tekhnol., 2009, vol. 10, no. 12, pp. 719–721.

    Google Scholar 

  12. RF Patent no. 2378253, 2010.

  13. Rumyantseva, Yu.B., Kurganova, E.A., Koshel’, G.N., et al., Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol., 2011, vol. 54, no. 11, pp. 146–147.

    CAS  Google Scholar 

  14. Kurganova, E.A., Rumyantseva, Yu.B., and Koshel’, G.N., et al., Khim. Prom–st’ Segodnya, 2012, no. 4, pp. 20–25.

    Google Scholar 

  15. Sapunov, V.N., Koshel’, G.N., Rumyantseva, Yu.B., Kurganova, E.A., and Kukushkina, N.D., Petrol. Chem., 2013, vol. 53, no. 3, p. 171.

    Article  CAS  Google Scholar 

  16. RF Patent no. 2466989, 2012.

  17. Frolov, A.S., Kurganova, E.A., Koshel’, G.N., et al., Nauch.-Tekh. Vestn. Povolzh’ya, 2013, no. 6, pp. 86–88.

    Google Scholar 

  18. Zakoshanskii, V.M., Fenol and atseton. Analiz tekhnologii, kinetiki and mekhanizma osnovnykh reaktsii (Phenol and Acetone. Analysis of Technology, Kinetics, and Mechanism of Basic Reactions), Moscow Izd. Khimicheskoi Literatury, 2009.

    Google Scholar 

  19. Koshel’, G.N., Farberov, M.I., Makarov, M.M., et al., Neftekhim., 1977, vol. 17, no. 3, pp. 705–709.

    Google Scholar 

  20. Koshel’, G.N., Farberov, M.I., Makarov, M.M., et al., Dokl. Akad. Nauk SSSR, 1977, vol. 237, no. 1, pp. 164–167.

    Google Scholar 

  21. Smirnova, E.V., Kurganova, E.A., Lebedeva, N.V., et al., Khim. Prom–st’ Segodnya, 2010, no. 4, pp. 40–44.

    Google Scholar 

  22. Koshel’, G.N., Glazyrina, I.I., Farberov, M.I., et al., Zh. Prikl. Khim., 1978, vol. 51, no. 3, pp. 534–538.

    Google Scholar 

  23. Emanuel’, N.M., Denisov, E.T., and Maizus, Z.K., Tsepnye reaktsii oxidation hydrocarbons v zhidkoi faze (Chain Oxidation Reactions of Hydrocarbons in the Liquid Phase), Moscow Nauka, 1965.

    Google Scholar 

  24. Berezin, I.V., Denisov, E.T., and Emanuel’, N.M., Oxidatione tsiklogeksana (Oxidation of Cyclohexane), Moscow Mosk. Gos. Univ., 1962.

    Google Scholar 

  25. Koshel’, G.N., Doctoral (Khim.) Dissertation, Moscow, 1979.

    Google Scholar 

  26. Rumyantseva, Yu.B., Kurganova, E.A., Koshel’, G.N., et al., Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol., 2011, vol. 54, no. 10, pp. 102–104.

    CAS  Google Scholar 

  27. RF Patent no. 2366649, 2009.

  28. RF Patent no. 2365581, 2009.

  29. RF Patent no. 2366650, 2009.

  30. RF Patent no. 2370487, 2009.

  31. Kurganova, E.A., Lebedeva, N.V., Smirnova, E.V., et al., Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol., 2009, vol. 52, no. 5, pp.16–18.

    CAS  Google Scholar 

  32. Ishii, Y., Iwahama, T., Sakaguchi, S., et al., J. Org. Chem., 1996, vol. 61, pp. 4520–4526.

    Article  CAS  Google Scholar 

  33. Ueda, S., Noyama, M., Ohmori, N., et al., Chem. Pharm. Bull., 1987, vol. 35, pp. 1372–1377.

    Article  CAS  Google Scholar 

  34. Denisov, E.T. and Afanas’ev, I.B., Oxidation and Antioxidation in Organic Chemistry and Biology, Boca Raton, Fla.: CRC, 2005, p. 94.

    Book  Google Scholar 

  35. Koshel’, G.N., Solov’ev, M.E., Kurganova, E.A., et al., Vestn. KTU, 2013, vol. 16, no. 2, pp. 302–304.

    Google Scholar 

  36. Sapunov, V.N. and Koshel’, G.N., Proc. V Int. Conf. “Modern Problems of Physical Chemistry”, Donetsk, Ukraine, 2013, pp. 62–63.

    Google Scholar 

  37. Yoshino, Y., Hayashi, Y, Iwahama, T., et al., J. Org. Chem., 1997, vol. 62, pp. 6810–6813.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Yaroslavl State Technical University, Moskovskii pr. 88, Yaroslavl, 150023, Russia

    E. A. Kurganova & G. N. Koshel’

Authors
  1. E. A. Kurganova
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. G. N. Koshel’
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to E. A. Kurganova.

Additional information

Original Russian Text © Е.А. Kurganova, G.N. Koshel’, 2014, published in Rossiiskii Khimicheskii Zhurnal, 2014, Vol. 58, Nos. 3–4, pp. 91–102.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Kurganova, E.A., Koshel’, G.N. Liquid-phase oxidation of alkylaromatic hydrocarbons and their cyclohexyl derivatives to hydroperoxides in the presence of phthalimide catalysts. Russ J Gen Chem 86, 1520–1530 (2016). https://doi.org/10.1134/S1070363216060505

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363216060505

Search

Navigation