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Esterification of n-Butanol with Acetic Acid in the Presence of H3PW12O40 Supported on Mesoporous Carbon Materials

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Abstract

The adsorption of H3PW12O40 (HPA) from methanol solutions on mesoporous carbon supports (multiwall carbon nanotubes (CFC-3) and CFC modified with nitrogen atoms (N-CFC)) was studied. It was found that up to 10 wt % HPA was irreversibly adsorbed on the surface of CFC. This character of adsorption is indicative of the strong interaction of the adsorbate (HPA molecules) with coal surface groups (carboxylic, lactone, etc.) to form intermolecular hydrogen bonds with π-electron interactions. It was found that N-containing surface centers affected the adsorption of HPA on N-CFC. The acid and catalytic properties of HPA/CFC systems in the esterification reaction of n-butanol with acetic acid were studied ([BuOH]/[HOAc] = 1 : 15 mol/mol; 80°C). It was found that the strength of proton centers, which was determined as proton affinity, decreased upon supporting HPA. The HPA/CFC-3 systems most actively catalyzed the reaction. The catalytic activity of HPA/N-CFC depended on the nature of N-containing groups at the support surface, and it decreased with concentration of pyridine-like structures.

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REFERENCES

  1. Misono, M., Mizuno, N., Katamura, K., Kasai, A., Konishi, Y., Sakata, T., Okuhara, T., and Yoneda, Y., Bull. Chem. Soc. Jpn., 1982, vol. 55, p. 400.

    Google Scholar 

  2. Kozhevnikov, I.V., Usp. Khim., 1993, vol. 62, no.5, p. 510.

    Google Scholar 

  3. Kozhevnikov, I.V. and Timofeeva, M.N., J. Mol. Catal., 1992, vol. 75, p. 179.

    Google Scholar 

  4. Shikata, S., Nakata, S., Okuhara, T., and Misono, M., J. Catal., 1997, vol. 166, p. 263.

    Google Scholar 

  5. Wu Yue, Ye Xingkai, Yang Xiangguang, Wang Xinping, Chu Wenling, and Hu Yucai, Ind. Eng. Chem. Res., 1996, vol. 35, p. 2546.

    Google Scholar 

  6. Kulikov, S.M., Timofeeva, M.N., Kozhevnikov, I.V., Zaikovskii, V.I., Plyasova, L.M., and Ovsyannikova, I.A., Izv. Akad. Nauk SSSR, Ser. Khim, 1989, no. 4, p. 763.

    Google Scholar 

  7. Pizzio, L.R., Caceres, C.V., and Blanko, M.N., Appl. Catal. A, 1998, vol. 167, p. 283.

    Google Scholar 

  8. Chimienti, M.E., Pizzio, L.R., Blanko, M.N., and Caceres, C.V., Appl. Catal. A, 2001, vol. 208, p. 7.

    Google Scholar 

  9. Levebvre, F., Dupont, P., and Auroux, A., React. Kinet. Catal. Lett., 1995, vol. 55, p. 3.

    Google Scholar 

  10. Fenelonov, V.B., Poristyi uglerod (Porous Carbon), Novosibirsk: Inst. of Catalysis, 1995, p. 360.

    Google Scholar 

  11. Timofeeva, M.N., Matrosova, M.M., Reshetenko, T.V., Avdeeva, L.B., Budneva, A.A., Chuvilinm, A.L., and Likholobov, V.A. Izv. Akad. Nauk, Ser. Khim., 2002, no. 2, p. 232.

    Google Scholar 

  12. Stohr, B., Boehm, H.-P., and Schlogl, R., Carbon, 1991, vol. 29, no.6, p. 707.

    Google Scholar 

  13. Jansen, R.J.J. and Van Bekkum, H., Carbon, 1995, vol. 33, no.8, p. 1121.

    Google Scholar 

  14. Mangun, Ch.L., Benak, K.R., Economy, J., and Foster, K.L., Carbon, 2001, vol. 39, no.12, p. 1809.

    Google Scholar 

  15. Vinke, P., van der Eijk, M., Verbree, M., Voskamp, A.F., and van Beccum, H., Carbon, 1994, vol. 32, no.4, p. 675.

    Google Scholar 

  16. Li, K., Ling, L., Lu, Ch., Qiao, W., Liu, Zh., Liu, L., and Mochida, I., Carbon, 2001, vol. 39, no.12, p. 1803.

    Google Scholar 

  17. Mang, G., Boehm, H.P., Stanczyk, K., and Marsh, H., Carbon, 1992, vol. 30, no.3, p. 391.

    Google Scholar 

  18. Terrones, M., Redlich, Ph., Grobert, N., Trasobares, S., Hsu, W.K., Terrones, H., Zhu, Y.Q., Hare, J.P., Cheetham, A.K., Ruhle, M., Kroto, H.W., and Walton, D.R.M., Adv. Mater., 1999, vol. 11, p. 655.

    Google Scholar 

  19. Terrones, M., Terrones, H., Grobert, N., Hsu, W.K., Zhu, Y.Q., Hare, J.P., Kroto, H.W., Walton, D.R.M., Kohler-Redlich, Ph., Ruhle, M., Zhang, J.P., and Cheetham, A.K., Appl. Phys. Lett., 1999, vol. 75, no.25, p. 3932.

    Google Scholar 

  20. Nakajima, T. and Koh, M., Carbon, 1997, vol. 35, no.2, p. 203.

    Google Scholar 

  21. RF Patent 2147925, 2000.

  22. Kvon, R.I., Il'inich, G.N., Chuvilin, A.L., and Likholobov, V.A., J. Mol. Catal., A: Chem., 2000, vol. 158, p. 413.

    Google Scholar 

  23. Pels, J R., Kapteijn, F., Moulijn, J.A., Zhu, Q., Thomas, K.M., Carbon, 1995, vol. 33, no.11, p. 1641.

    Google Scholar 

  24. Stanczyk, K., Dziembaj, R., Pivovarska, Z., and Witkowski, St., Carbon, 1995, vol. 33, no.10, p. 1383.

    Google Scholar 

  25. Schmiers, H., Friebel, J., Streubel, P., Hesse, R., and Kopsel, R., Carbon, 1999, vol. 37, p. 1965.

    Google Scholar 

  26. Strelko, V.V., Kuts, V.S., and Throver, P.A., Carbon, 2000, vol. 38, no.10, p. 1499.

    Google Scholar 

  27. Singoredjo, L., Kapteijn, F., Moulijn, J.A., Martin-Martinez, J.-M., and Boehm, H.-P., Carbon, 1993, vol. 31, no.1, p. 213.

    Google Scholar 

  28. Rivera-Utrilla, J. and Ferro-Garcia, M.A., Adsorpt. Sci. Technol., 1986, vol. 3, p. 293.

    Google Scholar 

  29. Drozdetskii, A.G., Radushev, A.V., Grishin, V.M., and Turbin, A.S., Zh. Prikl. Khim., 1997, vol. 70, no.9, p. 1529.

    Google Scholar 

  30. Avdeeva, L.B., Reshetenko, T.V., Ismagilov, Z.R., and Likholobov, V.A., Appl. Catal., A, 2002, vol. 228, p. 53.

    Google Scholar 

  31. Downs, W.B. and Baker, R.T.K., Carbon, 1991, vol. 29, no.8, p. 1173.

    Google Scholar 

  32. Moulder, J.F., Stickle, W.F., Sobol, P.E., and Bomben, K.D., Handbook of X-Ray Spectroscopy, Chastain, Y., and den Prairie, E., Eds., Eden Prairie: Perkin-Elmer, 1979.

    Google Scholar 

  33. Song, W., Venimadhavan, G., Manning, J.M., and Malone, M.F., Ind. Eng. Chem. Res., 1998, vol. 37, no.5, p. 1917.

    Google Scholar 

  34. Nagaraju, N., Peeran, M., and Prasad, D., React. Kinet. Catal. Lett., 1997, vol. 61, no.1, p. 155.

    Google Scholar 

  35. Chu, W., Yang, X., Ye, X., and Wu, Y., Chin. J. Catal., 1997, vol. 88, no.3, p. 225.

    Google Scholar 

  36. Xiong, Z., Song, D., and Feng, R., Huaxue Shije, 1992, vol. 33, no.7, p. 303.

    Google Scholar 

  37. Zhao, N., Gong, L., and Li, J., Gaodeng Xuexiao Huaxue Xuebao, 1992, vol. 13, no.9, p. 1263.

    Google Scholar 

  38. Fomkin, A.A., Regent, N.I., and Sinitsyn, V.I., Izv. Akad. Nauk, Ser. Khim., 2000, no. 6, p. 1018.

    Google Scholar 

  39. Tarkovskaya, I.A., Okislennyi ugol’ (Oxidized Coal), Kiev: Naukova Dumka, 1981, p. 197.

    Google Scholar 

  40. Trolliet, C., Coudurier, G., and Vedrine, J.C., Top. Catal., 2001, no. 15, p. 73.

    Google Scholar 

  41. Kabachkin, M.I., Usp. Khim., 1979, no. 9, p. 1524.

    Google Scholar 

  42. Paukshtis, E.A., Infrakrasnaya spektroskopiya v geterogennom kislotno-osnovnom katalize (Infrared Spectroscopy in Heterogeneous Acid-Base Catalysis), Novosibirsk: Nauka, 1992, p. 125.

    Google Scholar 

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Authors and Affiliations

  1. Boreskov Institute of Catalysis, Siberian Division, Russian Academy of Sciences, Novosibirsk, 630090, Russia

    M. N. Timofeeva, M. M. Matrosova, G. N. Il'inich, T. V. Reshetenko, L. B. Avdeeva, R. I. Kvon, A. L. Chuvilin, A. A. Budneva, E. A. Paukshtis & V. A. Likholobov

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  1. M. N. Timofeeva
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  2. M. M. Matrosova
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  3. G. N. Il'inich
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  4. T. V. Reshetenko
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  5. L. B. Avdeeva
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  6. R. I. Kvon
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  7. A. L. Chuvilin
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  8. A. A. Budneva
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  9. E. A. Paukshtis
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  10. V. A. Likholobov
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Timofeeva, M.N., Matrosova, M.M., Il'inich, G.N. et al. Esterification of n-Butanol with Acetic Acid in the Presence of H3PW12O40 Supported on Mesoporous Carbon Materials. Kinetics and Catalysis 44, 778–787 (2003). https://doi.org/10.1023/B:KICA.0000009054.21403.21

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  • DOI: https://doi.org/10.1023/B:KICA.0000009054.21403.21

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