Korean Journal of Chemical Engineering

, Volume 25, Issue 4, pp 675–680 | Cite as

One-step synthesis of methylmethacrylate from methacrolein over Keggin-type heteropoly compounds

  • Xiaojun Guo
  • Chongpin Huang
  • Biaohua Chen
Catalysis, Reaction Engineering, Industrial Chemistry


One-step synthesis of methylmethacrylate (MMA) using heteropoly compounds (HPCs) as catalysts was demonstrated by feeding a mixture of methacrolein (MAL), air, water, nitrogen and MeOH (methanol). The HPCs with different counter-ions, such as H1.7Cs1.5Cu0.25As0.1PMo11VO40 (CsPMo11VO40), H1.7La0.7Cu0.25As0.1PMo11VO40 (LaPMo11VO40) and H1.7K1.5Cu0.25As0.1PMo11VO40 (KPMo11VO40), were studied in oxidation of MAL, esterification of methacrylic acid (MAA) and one-step synthesis of MMA from MAL, respectively. The selectivity of MAA was up to 45.7% and MMA was 44.6% with 93.3% MAL conversion over CsPMo11VO40.

Key words

Methylmethacrylate Methacrolein HPCs Counter Ions 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    JP 58-154534. O. Masanori, K. Toshitake, in: N.K.C. LTD (Ed.) (1976).Google Scholar
  2. 2.
    JP 51-141810. Y. Setsuo, S. Yoshio, O. Atsushi, in: A.C.I.C. LTD (Ed.) (1983).Google Scholar
  3. 3.
    CN 1485133. Z. Suojiang, Z. Wei, L. Guihua, W. Lei, in: C.A.o.S. Institute of process engineering (Ed.) (2003).Google Scholar
  4. 4.
    Y. Konishi, K. Sakata, M. Misono and Y. Yoneda, J. Catal., 77, 169 (1982).CrossRefGoogle Scholar
  5. 5.
    M. Furuta, M. C. Kung and H. H. Kung, Appl. Catal. A: General, 201, 9 (2000).CrossRefGoogle Scholar
  6. 6.
    M. Misono, K. Sakata, Y. Yoneda and W.Y. Lee, Proc. 7th Int. Congress Catalysis, Amsterdam (1981).Google Scholar
  7. 7.
    L. M. Deusser, J. C. Petzoldt, J.W. Gaube and H. Hibst, Industrial & Engineering Chemistry Research, 37, 3230 (1998).CrossRefGoogle Scholar
  8. 8.
    M. Langpape and J.-M.M. Millet, Appl. Catal. A: General, 200, 89 (2000).CrossRefGoogle Scholar
  9. 9.
    L. Marosi, G. Cox, A. Tenten and H. Hibst, J. Catal., 194, 140 (2000).CrossRefGoogle Scholar
  10. 10.
    F. C. Jentoft, S. Klokishner, J. Krohnert, J. Melsheimer, T. Ressler, O. Timpe, J. Wienold and R. Schlogl, Appl. Catal. A: General, 256, 291 (2003).CrossRefGoogle Scholar
  11. 11.
    L. Marosi and C. Otero Arean, J. Catal., 213, 235 (2003).CrossRefGoogle Scholar
  12. 12.
    X.-K. Li, J. Zhao, W.-J. Ji, Z.-B. Zhang, Y. Chen, C.-T. Au, S. Han and H. Hibst, J. Catal., 237, 58 (2006).CrossRefGoogle Scholar
  13. 13.
    M. Misono, Korean J. Chem. Eng., 14, 427 (1997).CrossRefGoogle Scholar
  14. 14.
    Z. Yinghuang, D. Fengxia, W. Tonghao and X. Jifei, Chemical Journal of Chinese Universities, 17, 622 (1996).Google Scholar
  15. 15.
    CN 1048540. C. Panhong, Z. Jianping, W. Jidong, D. Xilang, in: S. Research Institute of Qilu Branch Co. (Ed.) (1991).Google Scholar
  16. 16.
    M. Misono and N. Nojiri, Appl. Catal., 64, 1 (1990).CrossRefGoogle Scholar
  17. 17.
    J. Jifei, W. Tonghao and Y. Jianfeng, etc. Chemical Journal of Catalysis, 17, 301 (1996).Google Scholar
  18. 18.
    J. Jifei and W. Tonghao, Chemical Journal of Catalysis, 17, 306 (1996).Google Scholar
  19. 19.
    C. Tiejun, Y. Changlin and D. Qian etc. Chemical Journal of Catalysis, 24, 951 (2003).Google Scholar
  20. 20.
    G. A. Tsigdinos and C. J. Hallada, Inorg. Chem., 7, 437 (1968).CrossRefGoogle Scholar
  21. 21.
    W. Enbo, H. Changlin and X. Lin. Introduction of polyoxometalates chemistry, Chemical Industry Press, Beiing (1998).Google Scholar
  22. 22.
    C. Rocchiccioli-Deltcheff, M. Fournier, R. Franck and R. Thouvenot, Inorg. Chem., 22, 207 (1983).CrossRefGoogle Scholar
  23. 23.
    N. Mizuno, D.-J. Suh, W. Han and T. Kudo, J. Mol. Catal., A: Chemical, 114, 309 (1996).CrossRefGoogle Scholar
  24. 24.
    K. Inumaru, A. Ono, H. Kubo and M. Misono, Fara. Trans., 94, 6 (1998).Google Scholar
  25. 25.
    M. Langpape, J. M. M. Millet, U. S. Ozkan and M. Boudeulle, J. Catal., 181, 80 (1999).CrossRefGoogle Scholar
  26. 26.
    N. Dimitratos and J. C. Vedrine, Appl. Catal., A: General, 256, 251 (2003).CrossRefGoogle Scholar
  27. 27.
    N. Mizuno and M. Misono, Chem. Rev., 98, 199 (1998).CrossRefGoogle Scholar
  28. 28.
    I.V. Kozhevnikov, Catalysis by polyoxometalates (catalysis for fine chemical synthesis), Chemical Industry Press, Beiing (2005).Google Scholar
  29. 29.
    E. Selli and L. Forni, Microporous and Mesoporous Materials, 31, 129 (1999).CrossRefGoogle Scholar
  30. 30.
    R. Thomas, E. M. van Oers, V. H. J. de Beer, J. Medema and J. A. Moulijn, J. Catal., 76, 241 (1982).CrossRefGoogle Scholar
  31. 31.
    I.K. Song, H. S. Kim and M. S. Chun, Korean J. Chem. Eng., 20, 844 (2003).CrossRefGoogle Scholar
  32. 32.
    C. I. Cabello, F. M. Cabrerizo, A. Alvarez and H. J. Thomas, J. Mol. Catal., A: Chemical, 186, 89 (2002).CrossRefGoogle Scholar
  33. 33.
    Q. Deng, S. Jiang, T. Cai, Z. Peng and Z. Fang, J. Mol. Catal., A: Chemical, 229, 165 (2005).CrossRefGoogle Scholar
  34. 34.
    I. V. Kozhevnikov, Chem. Rev., 98, 171 (1998).CrossRefGoogle Scholar
  35. 35.
    H. P. Chi, Y. H. Cui and Z. L. Wang, Chinese Patent CN 1052848A.Google Scholar
  36. 36.
    W. Li, K. Oshihara and W. Ueda, Appl. Catal., A: General, 182, 357 (1999).CrossRefGoogle Scholar
  37. 37.
    J. H. Holles, C. J. Dillon, J. A. Labinger and M. E. Davis, J. Catal., 218, 42 (2003).CrossRefGoogle Scholar
  38. 38.
    G. Landi, L. Lisi and J. C. Volta, J. Mol. Catal., A: Chemical, 222, 75 (2004).CrossRefGoogle Scholar
  39. 39.
    M. Lin, T. B. Desai, F.W. Kaiser and P. D. Klugherz, Catal. Today, 61, 223 (2000).CrossRefGoogle Scholar
  40. 40.
    B. Zhu, H. B Li, W. S. Yang and L.W. Lin, Catal. Today, 93, 229 (2004).CrossRefGoogle Scholar

Copyright information

© Springer 2008

Authors and Affiliations

  1. 1.State Key Laboratory Chemical Resource EngineeringBeijing University of Chemical TechnologyBeijingChina

Personalised recommendations