Abstract
The oxidation of 1,3-butadiene over the Pd/C and Pd-Te/C heterogeneous catalysts occurs in organic solvents containing water at a temperature of 100°C and an oxygen partial pressure of \(P_{\left[ {O_2 } \right]} = 4\) atm. Crotonaldehyde dominates among the three major products of oxidation over the Pd catalyst. The introduction of Te into the catalyst increases the methyl vinyl ketone yield, the furan yield being the lowest in all cases. X-ray photoelectron spectroscopy (XPS) showed that the active catalyst components can be in a partially oxidized state, particularly after storing the catalysts in air. Additional hydrogen treatment results in almost complete reduction of the active components to metals and enhances the catalytic activity. It is supposed that the oxidation of 1,3-butadiene over the Pd-Te catalysts proceeds via the activation of dioxygen over the Pd0 sites, with oxidized Pd and Te participating in subsequent chemical transformations.
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Monnier, J.R., Appl. Catal., A, 2001, vol. 221, nos. 1–2, p. 73.
Centi, G. and Trifiro, F., J. Mol. Catal., 1986, vol. 35, no. 2, p. 255.
Trifiro, F. and Jiru, P., Catal. Today, 1988, vol. 3, no. 3, p. 519.
Schroeder, W.D., Fontenot, C.J., and Schrader, G.L., J. Catal., 2001, vol. 203, no. 2, p. 382.
Hendry, D.G., Mayo, R.F., and Scheutzle, D., Ind. Eng. Chem. Res., 1968, vol. 7, no. 2, p. 136.
German Patent 2232699, 1973.
Handy, C.T. and Rothrock, H.S., J. Am. Chem. Soc., 1958, vol. 80.
Alexander, D.S., Ind. Eng. Chem., 1959, vol. 51, no. 6, p. 733.
Hotanahalli, S.S. and Chandalia, S.B., J. Appl. Chem., 1970, vol. 20, no. 10, p. 323.
US Patent 4298531, 1981.
Japanese Patent 04009776B, 1992.
US Patent 4172838, 1979.
US Patent 4323508, 1982.
US Patent 3755432, 1973.
US Patent 3922300, 1975.
Takehira, K., Mimoun, H., and de Roch, I.S., J. Catal., 1979, vol. 58, no. 2, p. 155.
Takehira, K., Ancel, J., Chena, T., Niwa, S., Hayakawa, T., and Ishikawa, T., J. Catal., 1982, vol. 76, no. 2, p. 354.
US Patent 5159120, 1992.
Witonska, I., Frajtak, M., and Karski, S., Appl. Catal., A, 2011, vol. 401, nos. 1–2, p. 73.
Hayashi, H., Sugiyama, S., Shigemoto, N., Miyaura, K., Tsujino, S., Kawashiro, K., and Uemura, S., Catal. Lett., 1993, vol. 19, no. 4, p. 369.
Miyake, T. and Asakawa, T., Appl. Catal., A, 2005, vol. 280, no. 1, p. 47.
Miyaji, A., Hamada, T., Kamiya, Y., Nakajo, T., and Okuhara, T., Catal. Lett., 2007, vol. 119, nos. 3–4, p. 252.
US Patent Appl. 0090023952, 2009.
Mallat, T. and Baiker, A., Appl. Catal., A, 1991, vol. 79, no. 1, p. 41.
Sugiyama, S., Kikumoto, T., Tanaka, H., Nakagawa, K., Sotowa, K.-I., Maehara, K., Himeno, Y., and Ninomiya, W., Catal. Lett., 2009, vol. 131, nos. 1–2, p. 129.
Sugiyama, S., Tanaka, H., Kikumoto, T., Nakagawa, K., Sotowa, K.-I., Maehara, K., and Ninomiya, W., J. Chem. Eng. Jpn., 2010, vol. 43, nos. 4–7, p. 514.
Japanese Patent 2004217543, 2004.
Cheng, C.H., Dooley, K.M., and Price, G.L., J. Catal., 1989, vol. 116, no. 2, p. 325.
Moulder, J.F., Stickle, W.F., Sobol, P.E., and Bomben, K.D., Handbook of X-Ray Photoelectron Spectroscopy, Eden Prairie, Minn.: PerkinElmer, 1992.
Practical Surface Analysis by Auger and X-Ray Photoelectron Spectroscopy, Briggs, D. and Seah, M.P., Chichester: Wiley, 1983..
Pillo, Th., Zimmermann, R., Steiner, P., and Hufner, S., J. Phys.: Condens. Matter, 1997, vol. 9, p. 3987.
Gogova, Z. and Hanika, J., Chem. Pap., 2009, vol. 63, no. 5, p. 520.
Roussel, O. and Mimoun, H., J. Org. Chem. 1980, vol. 45, no. 26, p. 5387.
Brink, G.-J., Arends, I.W.C.E., Papadogianakis, G., and Sheldon, R.A., Appl. Catal., A, 2000, vol. 194, no. 13, p. 435.
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Original Russian Text © D.V. Trebushat, N.I. Kuznetsova, S.V. Koshcheev, L.I. Kuznetsova, 2013, published in Kinetika i Kataliz, 2013, Vol. 54, No. 2, pp. 243–252.
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Trebushat, D.V., Kuznetsova, N.I., Koshcheev, S.V. et al. Oxidation of 1,3-butadiene over Pd/C and Pd-Te/C catalysts in polar media. Kinet Catal 54, 233–242 (2013). https://doi.org/10.1134/S0023158413020158
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DOI: https://doi.org/10.1134/S0023158413020158