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Catalysis of limonene oxidation by cationic surfactants in combination with transition metal acetylacetonates

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Abstract

The joint action of cationic surfactants and transition metal acetylacetonates on the oxidation of limonene (1-methyl-4-isopropenyl-1-cyclohexene) was studied. All mixed compositions exhibited a synergistic effect, i.e., the oxygen absorption rate in the presence of both components was several times the sum of the rates of oxidation catalyzed by the surfactant alone and the transition metal compound alone. The strongest synergistic effect was observed for the CTABr-Co(II) and CTACl-Cu(II) combinations. A detailed study of the limonene oxidation kinetics in the presence of CTABr and Co(acac)2 has shown that the synergy mechanism consists in that Co(acac)2 and the primary oxidation product hydroperoxide form mixed micelles in which hydroperoxides are activated and Co(acac)2 is concentrated.

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References

  1. B. C. Clark, Jr., B. B. Jones, and G. A. Iacobucci, Tetrahedron 37, 105 (1981).

    Article  Google Scholar 

  2. K. Gollnick and G. O. Schenck, Pure Appl. Chem. 9, 507 (1964).

    Article  CAS  Google Scholar 

  3. G. M. Kuznetsova, T. V. Lobanova, I. F. Rusina, and O. T. Kasaikina, Izv. Akad. Nauk, Ser. Khim., No. 7, 1676 (1996).

  4. G. M. Kuznetsova, Z. S. Kartasheva, and O. T. Kasaikina, Izv. Akad. Nauk, Ser. Khim., No. 7, 1682 (1996).

  5. L. M. Pisarenko, D. A. Krugovov, A. N. Shchegolikhin, and O. T. Kasaikina, Izv. Akad. Nauk, Ser. Khim., No. 1, 80 (2008).

  6. J. K. Nojgaard, K. B. Christensen, and P. Wolkoff, Toxicol. Lett. 156, 241 (2005).

    Article  CAS  Google Scholar 

  7. B. Arizaga, A. De Leon, N. Burgueno, et al., J. Chem. Technol. Biotechnol. 82, 532 (2007).

    Article  CAS  Google Scholar 

  8. L. F. Lima, M. L. Corraza, L. Cardozo-Filho, et al., Braz. J. Chem. Eng. 23, 83 (2006).

    Article  CAS  Google Scholar 

  9. L. M. Pisarenko, V. G. Kondratovich, and O. T. Kasaikina, Izv. Akad. Nauk, Ser. Khim. No. 10, 2110 (2004).

  10. D. A. Krugovov, V. G. Kondratovich, and O. T. Kasaikina, Neftekhimiya 47, 213 (2007) [Pet. Chem. 47, 193 (2007)].

    Google Scholar 

  11. T. V. Maksimova, T. V. Sirota, E. V. Koverzanova, et al., Neftekhimiya 42, 50 (2002) [Pet. Chem. 42, 46 (2002)].

    CAS  Google Scholar 

  12. A. N. Shchegolikhin and O. L. Lazareva, Internet J. Vibr. Spectrosc., No. 1, 26 (1997).

  13. A. N. Shchegolikhin and O. L. Lazareva, Internet J. Vibr. Spectrosc., 95 (1997) (http://www.ijvs.com)

  14. N. M. Emanuel, E. T. Denisov, and Z. K. Maizus, Liquid-Phase Oxidation of Hydrocarbons (Nauka, Moscow, 1965; Plenum, New York, 1967).

    Google Scholar 

  15. N. M. Emanuel and D. Gal, Oxidation of Ethylbenzene (Nauka, Moscow, 1978) [in Russian].

    Google Scholar 

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Correspondence to O. T. Kasaikina.

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Original Russian Text © D.A. Krugovov, L.M. Pisarenko, V.G. Kondratovich, A.N. Shchegolikhin, O.T. Kasaikina, 2009, published in Neftekhimiya, 2009, Vol. 49, No. 2, pp. 137–143.

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Krugovov, D.A., Pisarenko, L.M., Kondratovich, V.G. et al. Catalysis of limonene oxidation by cationic surfactants in combination with transition metal acetylacetonates. Pet. Chem. 49, 120–126 (2009). https://doi.org/10.1134/S0965544109020030

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  • DOI: https://doi.org/10.1134/S0965544109020030

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