Journal of Materials Science

, Volume 30, Issue 18, pp 4483–4491 | Cite as

Zeolitic materials as catalysts for organic syntheses

  • M. A. Martin-Luengo
  • M. Yates
Review
Received:
Accepted:

Abstract

The major applications of zeolitic materials are as cation exchangers, selective adsorbents, catalysts and catalyst supports (mainly in catalytic cracking, hydroisomerization and aromatics processing). Their use in the synthesis of hydrocarbon intermediates and fine chemicals is at an earlier stage of research, although several international reunions and reviews have already shown the improvement achieved by using these solids in conventional catalytic processes. This improvement is found mainly in activity, selectivity and environmental concerns, new more environmentally friendly routes having been found for processes which previously produced undesirable side reactions or high amounts of environmentally hazardous residues (with the subsequent economic considerations). More than a hundred references form the main body of the present piece of work, which has three major objectives, the first of which is to outline the main properties of zeolitic materials in relation to their use as catalysts in organic syntheses, the second to present an up to date bibliographic review of their use for such purposes and the third to show the main improvements that these materials present with respect to the more conventional catalysts.

Keywords

Hydrocarbon Organic Synthesis Catalytic Process Major Objective Economic Consideration 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.
This is a preview of subscription content, log in to check access.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    K. Murakami (ed.), “New developments in Zeolitic Science and Technology”, Proceedings of the 7th International Conference on Zeolites, Tokyo 1986 (Elsevier Science, Amsterdam, 1986).Google Scholar
  2. 2.
    J. Weitkamp, in “Catalysis and adsorption by zeolites”, edited by G. Ohlman (Elsevier Science, Amsterdam, 1991) p. 21.Google Scholar
  3. 3.
    R. A. Sheldon, in “Heterogeneous catalysis and fine chemicals II”, edited by M. Guisnet (Elsevier Science, Amsterdam, 1991) p. 33.Google Scholar
  4. 4.
    E. G. Derouanne, F. Lemos, C. Naccache andF. Ramoa Ribeiro, in “Zeolites, microporous solids: synthesis, structure and reactivity”, Nato ASI Series C,352 (Kluwer, 1991).Google Scholar
  5. 5.
    P. A. Jacobs andR. A. van Santen (eds) “Zeolites: facts, figures and future”, Studies in surface science and catalysis, Vol. 49A & 49B (Elsevier Science, Amsterdam, 1989).Google Scholar
  6. 6.
    H. van Bekkum, E. M. Flanigen andJ. C. Jansen (eds), “Introduction to zeolite science and practice”, Studies in surface science and catalysis, Vol. 58 (Elsevier, Amsterdam, 1991).Google Scholar
  7. 7.
    P. B. Venuto andP. S. Landis,Adv. Catal. 18 (1968) 259.Google Scholar
  8. 8.
    D. W. Breck, in “Zeolite, molecular sieves, structure, chemistry and use” (Wiley, New York, 1979).Google Scholar
  9. 9.
    G. K. Boreskov andK. M. Minachev (eds), “Application of zeolites in catalysis” (Akademiai Kiado, Budapest, 1979).Google Scholar
  10. 10.
    B. Imelik, C. Naccache, Y. Ben Taars, J. C. Veridne, G. Coudurier andH. Pratiaud (eds), “Catalysis by zeolites”, Studies in surface science and catalysis, Vol. 5 (Elsevier, Amsterdam, 1980).Google Scholar
  11. 11.
    P. A. Jacobs, in “Carboniogenic activity of zeolites” (Elsevier Science, Amsterdam, 1977).Google Scholar
  12. 12.
    D. W. Breck, W. G. Eversole, R. M. Milton, T. B. Reed andT. L. Thomas,J. Am. Chem. Soc. 78 (1956) 5963.Google Scholar
  13. 13.
    M. Chow, S. H. Park andW. M. H. Sachtler,App. Catal. 19 (1985) 349.Google Scholar
  14. 14.
    A. Corma, in “Zeolites: facts, figures and future”, Studies in Surface Science and Catalysis, edited by P. A. Jacobs and R. van Santen, Vol. 49, part A (Elsevier Science, Amsterdam, 1989) p. 49.Google Scholar
  15. 15.
    I. E. Maxwell,Catal. Today 1 (1987) 385.Google Scholar
  16. 16.
    M. A. Martin Luengo, J. A. Pajares andL. Gonzalez Tejuca,React. Kinet. Catal. Lett. 31 (1986) 1.Google Scholar
  17. 17.
    E. Kikuchi, T. Matsuda, J. Ueda andY. Morita,Appl. Catal. 16 (1985) 401.Google Scholar
  18. 18.
    B. Coughlan andM. A. Keane,J. Chem. Soc. Farad. Trans. 86 (1990) 1007.Google Scholar
  19. 19.
    D. H. Olson, W. O. Haag andR. M. Lago,J. Catal. 61 (1980) 390.Google Scholar
  20. 20.
    A. Jentys, G. Mirth, J. Schwank andJ. A. Lercher, in “Zeolites: facts, figures and future”, Studies in surface science and catalysis, Vol. 49B, edited by P. A. Jacobs and R. A. van Santen (Elsevier Science, Amsterdam, 1989) p. 847.Google Scholar
  21. 21.
    W. Hölderich, W. Hesse andF. Näuman,Angew. Chem. Int. 27 (1988) 226.Google Scholar
  22. 22.
    G. T. Kokotailo, S. L. Lawton, D. H. Olson andW. M. Meier,Nature 272 (1978) 437.Google Scholar
  23. 23.
    J. W. Ward,Appl. Ind. Catal. 3 (1984) 271.Google Scholar
  24. 24.
    B. Notari, in “Innovation in zeolites materials science”, Studies in Surface Science and Catalysis, edited by P. J. Grobet, W. J. Mortier, E. F. Vansant and G. Schulz, Vol. 37 (Elsevier Science, Amsterdam, Oxford, New York, Tokyo, 1988) p. 413.Google Scholar
  25. 25.
    T. L. Maesen, H. W. Kouwenhoeven, H. van Bekkum, B. Sulikowski andJ. Klinowsky,J. Chem. Soc. Farad. Trans. 86 (1990) 3967.Google Scholar
  26. 26.
    M. L. Occelli, R. A. Innes, S. S. Pollack andS. V. Sanders,Zeolites 7 (1987) 265.Google Scholar
  27. 27.
    T. L. M. Maesen, H. W. Kouwenhoeven, H. van Bekkum, B. Sulikowski andJ. Klinowski,J. Chem. Soc. Farad. Trans. 86 (1990) 3967.Google Scholar
  28. 28.
    R. Millim, L. Montanari andG. Bellussi,Microp. Mater. 1 (1993) 9.Google Scholar
  29. 29.
    S. Brunauer, P. H. Emmett andE. Teller,J. Am. Chem. Soc.,60 (1938) 309.Google Scholar
  30. 30.
    I. Langmuir,J. Am. Chem. Soc. 38 (1916) 221.Google Scholar
  31. 31.
    M. A. Martin-Luengo, J. M. D. Tascon, J. L. G. Fierro, J. A. Pajares andL. G. Tejuca,J. Catal. 71 (1981) 201.Google Scholar
  32. 32.
    M. Hunger, M. W. Anderson, A. Ojo andH. Pfeifer,Microp. Mater.,1 (1993) 1.Google Scholar
  33. 33.
    R. B. Borade, A. Adnot andS. Kaliaguine,J. Chem. Soc. Farad. Trans. 86 (1990) 3949.Google Scholar
  34. 34.
    V. Bosacek, V. Patzeolva, Z. Tvaruzkova, D. Freude, U. Lohse, W. Schirmer, H. Stack andH. Thamm,J. Catal. 61 (1980) 435.Google Scholar
  35. 35.
    Y. Pouilloux, N. S. Gnep, P. Magnoux andG. Perot,J. Molec. Catal. 40 (1987) 231.Google Scholar
  36. 36.
    R. M. Barrer andB. Coughlan, in “Molecular Sieves”, Proceedings of the 1st International Conference, London, 1967 (Society of the Chemical Industry, London, 1968) p. 141.Google Scholar
  37. 37.
    E. H. van Broekhoven, S. Daamen, R. G. Smeink, H. Wijngaards andJ. Nieman, in “Zeolites: facts, figures and future”, Studies in surface science and catalysis, Vol. 49B, edited by P. A. Jacobs and R. A. van Santen (Elsevier Science, Amsterdam, 1988) p. 1292.Google Scholar
  38. 38.
    B. M. Lok, C. A. Messina, R. L. Patton, R. T. Gajek, T. R. Cannan andE. M. Flanigen,J. Am. Chem. Soc. 106 (1984) 6092.Google Scholar
  39. 39.
    M. A. Martin Luengo, J. A. Pajares andL. Gonzalez Tejuca,J. Coll. Interf. Sci. 107 (1985) 540.Google Scholar
  40. 40.
    M. E. Davis, C. Saldarriaga, C. Montes, J. Garces andC. Crowder,Zeolites 8 (1988) 362.Google Scholar
  41. 41.
    A. F. Ojo, J. Dwyer, J. Dewing andK. Karim,J. Chem. Soc. Farad. Trans. 87 (1991) 2676.Google Scholar
  42. 42.
    J. A. Martens, M. Mertens, P. J. Grobet andP. A. Jacobs, “Innovation in Zeolite Materials Science”, “Studies in surface science and catalysis”, Vol. 37 (Elsevier, Amsterdam, 1988) p. 97.Google Scholar
  43. 43.
    M. E. Davis, C. Saldarriaga, C. Montes, J. Garces andC. Crowder,Nature 331 (1988) 698.Google Scholar
  44. 44.
    M. E. Davis, C. Montes, P. E. Hathaway, J. P. Arhancet, D. L. Hasha andJ. M. Garces,J. Am. Chem. Soc. 111 (1989) 3919.Google Scholar
  45. 45.
    F. Figueras,Catal. Rev. Sci. Eng. 30 (1988) 457.Google Scholar
  46. 46.
    M. A. Martin Luengo, Martin Carvalho, J. Ladriere andP. Grange,Clay Mineral. 24 (1989) 495.Google Scholar
  47. 47.
    T. J. Pinnavaia,Science 220 (1983) 365.Google Scholar
  48. 48.
    R. Burch,J. Catal. 97 (1986) 503.Google Scholar
  49. 49.
    Idem, ibid. 97 (1986) 511.Google Scholar
  50. 50.
    T. J. Pinnavaia,J. Am. Chem. Soc. 107 (1985) 4783.Google Scholar
  51. 51.
    N. Sonobe, T. Kyotani andA. Tomita,Carbon 28 (1990) 483.Google Scholar
  52. 52.
    F. Gonzalez, C. Pesquera, I. Benito, S. Mendioroz andG. Poncelet,J. Chem. Soc. Chem. Commun. 6 (1992) 491.Google Scholar
  53. 53.
    M. Sayed andJ. C. Vedrine,J. Catal. 101 (1986) 43.Google Scholar
  54. 54.
    G. P. Babu, M. Santra, V. P. Shiralkar andP. Ratnasumi,ibid. 100 (1986) 458.Google Scholar
  55. 55.
    T. Tokai andH. Arai,Appl. Catal. 34 (1987) 275.Google Scholar
  56. 56.
    M. Deeba andM. E. Ford,J. Org. Chem. 53 (1988) 4594.Google Scholar
  57. 57.
    I. E. Maxwell,Adv. Catal. 31 (1982) 1.Google Scholar
  58. 58.
    P. A. Jacobs, in “Proceedings of the 9th International Congress on Catalysis”, Vol. 1, edited by M. J. Philips and M. Ternan (The Chemical Institute of Canada, Ottawa, 1988) p. 420.Google Scholar
  59. 59.
    T. Ichikawa, M. Yamaguchi andH. Yoshida,J. Phys. Chem. 91 (1987) 6400.Google Scholar
  60. 60.
    A. A. Slinkin, A. V. Kucherov, D. A. Kondratyev, T. N. Bondarenko, A. M. Rubinstein andKh. M. Minachev,J. Molec. Catal. 35 (1986) 97.Google Scholar
  61. 61.
    S. M. Csicsery,Chem. Brit. May (1985) 473.Google Scholar
  62. 62.
    S. Namba, S. Nakanishi andT. Yashima,J. Catal. 88 (1984) 505.Google Scholar
  63. 63.
    J. P. Gilson andE. G. Derouanne,ibid. 88 (1984) 538.Google Scholar
  64. 64.
    H. van Bekkum,Appl. Catal. 26 (1986) 191.Google Scholar
  65. 65.
    Kh. M. Minachev andYa. I. Isakov, in “Zeolite chemistry and catalysis”, edited by J. A. Rabo (American Chemical Society, Washington, D. C.).Google Scholar
  66. 66.
    L. R. Martens, P. J. Grobet, W. J. Vermeiren andP. A. Jacobs, in “New Developments in Zeolite Science and Technology”, “Studies in surface science and catalysis”, edited by Y. Murakami, A. Iijima and J. W. Ward, Vol. 28 (Elsevier, Amsterdam, 1986) p. 935.Google Scholar
  67. 67.
    M. Stocker, P. Hemmersbach, H. Raeder andJ. K. Grepstad,Appl. Catal. 25 (1986) 223.Google Scholar
  68. 68.
    A. Molnar, S. Bucsi andH. Bartok, in “Heterogeneous Catalysis and Fine Chemicals”, “Studies in surface science and catalysis”, edited by M. Guisnet, J. Barrault, C. Bouchoule, D. Duprez, C. Montassier and G. Pérto, Vol. 41 (Elsevier, Amsterdam, 1982) p. 203.Google Scholar
  69. 69.
    R. F. Parton, J. M. Jacobs, D. R. Huybretchs andP. A. Jacobs, in “Zeolites as Catalysts, Sorbents and Detergent Budden”, “Studies in surface science and catalysis”, edited by H. G. Karge and J. Weitkamp, Vol. 46 (Elsevier, Amsterdam, 1989) p. 163.Google Scholar
  70. 70.
    B. Chiche, A. Finiels, G. Gauthier andP. Geneste,Appl. Catal. 30 (1987) 365.Google Scholar
  71. 71.
    K. Smith,Bull. Soc. Chim. Fr. 2 (1989) 272.Google Scholar
  72. 72.
    J. Pardillos, D. Brunel, B. Coq, P. Massiani, L. C. de Menorval andF. Figueras,J. Am. Chem. Soc. 112 (1990) 1313.Google Scholar
  73. 73.
    D. B. Tagiev andKh. M. Minachev, in “New Developments in Zeolites Science and Technology”, “Studies in surface science and catalysis”, edited by Y. Murakami, A. Iijima and J. W. Ward, Vol. 28 (Elsevier, Amsterdam, 1986) p. 981.Google Scholar
  74. 74.
    F. Trifiro andP. Jiru,Catal. Today 3 (1988) 519.Google Scholar
  75. 75.
    C. Ferrini andH. W. Kouwenhoven, in “New Developments in Selective Oxidation”, “Studies in surface science and catalysis”, edited by G. Centi and F. Trifiro, Vol. 55 (Elsevier, Amsterdam, 1990) p. 53.Google Scholar
  76. 76.
    Y. Ono, K. Tohmori, S. Suzuki, K. Nakashiro andE. Suzuki, in “Heterogeneous Catalysis and Fine Chemicals”, “Studies in surface science and catalysis”, edited by M. Guisnet, J. Barrault, C. Bouchoule, D. Duprez, C. Montassier and G. Pérot, Vol. 41 (Elsevier, Amsterdam, 1988) p. 75.Google Scholar
  77. 77.
    P. Laszlo andJ. Lucchetti,Tetrahedron Lett. 25 (1984) 4387.Google Scholar
  78. 78.
    S. Gosh andN. L. Bauld,J. Catal. 95 (1985) 300.Google Scholar
  79. 79.
    K. Ganesan andC. N. Pillai,ibid. 119 (1990) 8.Google Scholar
  80. 80.
    M. Deeba andM. E. Ford,J. Org. Chem. 53 (1988) 4594.Google Scholar
  81. 81.
    M. G. Warawdekar andR. A. Rajadhyaksha,Zeolites 7 (1987) 574.Google Scholar
  82. 82.
    W. F. Höelderich, M. Hesse andE. Sattler, in “Proceedings of the 9th International Congress Catalysis”, Vol. 1, edited by M. J. Philips and M. Ternan (The Chemical Institute of Canada, Ottawa, 1988) p. 316.Google Scholar
  83. 83.
    E. Rode, M. E. Davis andB. E. Hanson,J. Chem. Soc. Chem. Commun. 11 (1985) 716.Google Scholar
  84. 84.
    M. E. Davis, P. M. Butler, J. A. Rossin andB. E. Hanson,J. Molec. Catal. 31 (1985) 385.Google Scholar
  85. 85.
    I. E. Maxwell, R. S. Downing, J. J. de Boer andS. A. van Langen,J. Catal. 61 (1980) 485.Google Scholar
  86. 86.
    J. Smidt, W. Hafner, R. Jiro, J. Sedlmeier, R. Sieber, R. Rutlinger andH. Kojer,Angew. Chem. 71 (1959) 76.Google Scholar
  87. 87.
    P. H. Espeel, M. C. Tielen andP. A. Jacobs,J. Chem. Soc. Chem. Commun. 10 (1991) 669.Google Scholar
  88. 88.
    S. Kowalak, R. C. Weiss andK. J. Balkus Jr,ibid. 1 (1991) 57.Google Scholar
  89. 89.
    M. A. Fox,J. Phys. Chem. 90 (1986) 1353.Google Scholar
  90. 90.
    N. Herron andC. A. Tolman,J. Am. Chem. Soc. 109 (1987) 2837.Google Scholar
  91. 91.
    A. Heumann, L. Tottie andC. Moberg,J. Chem. Soc. Chem. Commun. 4 (1991) 218.Google Scholar
  92. 92.
    A. Heumann andC. Moberg,ibid. 21 (1988) 1516.Google Scholar
  93. 93.
    A. Katayama, M. Toba, G. Takeuchi, F. Mizukami, S. Niwa andS. Mitamura,ibid. 1 (1991) 39.Google Scholar
  94. 94.
    G. A. Olah andJ. A. Olah,J. Am. Chem. Soc. 98 (1976) 1839.Google Scholar
  95. 95.
    P. B. Venuto,J. Org. Chem. 32 (1967) 1272.Google Scholar
  96. 96.
    I. Mochida, A. Yasutake, H. Fujitsu andK. Takeshita,J. Catal. 82 (1983) 313.Google Scholar
  97. 97.
    F. J. Weigert,ibid. 103 (1987) 20.Google Scholar
  98. 98.
    C. Herrmann, F. Fettig andC. Plog,Appl. Catal. 39 (1988) 213.Google Scholar
  99. 99.
    M. Keane Jr,G. C. Sonnichsen, L. Abrams, D. R. Corbin, T. E. Gier andR. D. Shannon,Appl. Catal. 32 (1987) 361.Google Scholar
  100. 100.
    C. W. R. Engelen, J. P. Wolthnizen andJ. H. C. van Hoof,ibid. 19 (1985) 153.Google Scholar
  101. 101.
    M. A. Martin-Luengo, G. Georgiades, M. S. W. Vong andP. A. Sermon,Proc. R. Soc. Ser. A 410 (1987) 353.Google Scholar
  102. 102.
    M. A. Martin-Luengo, P. A. Sermon and K. S. W. Sing, in “Preparation of Catalysts IV”, “Studies in surface science and catalysis”, Vol. 31, edited by B. Delmon, P. Grange, P. A. Jacobs and G. Poncelet (Elsevier, 1986) 29.Google Scholar
  103. 103.
    M. A. Martin Luengo, S. Mendioroz, M. A. Folgado andJ. A. Pajares,ibid. p. 619.Google Scholar
  104. 104.
    C. Bezonhanova, C. Dimitrov, V. Nenova, B. Spassov andH. Lechert,Appl. Catal. 21 (1986) 149.Google Scholar
  105. 105.
    T. Yashima, K. Sato, T. Hayasaka andN. Hara,J. Catal. 26 (1972) 303.Google Scholar
  106. 106.
    C. Lacroix, A. Deluzarche, A. Kiennemann andA. Boyer,Zeolites 4 (1984) 109.Google Scholar
  107. 107.
    P. E. Hathaway andM.E. Davis,J. Catal. 116 (1989) 279.Google Scholar
  108. 108.
    Idem ibid. 119 (1989) 497.Google Scholar
  109. 109.
    L. R. M. Martens, P. J. Grobet andP. A. Jacobs,Nature 315 (1985) 568.Google Scholar
  110. 110.
    P. E. Hathaway andM.E. Davis,J. Catal. 116 (1989) 263.Google Scholar
  111. 111.
    R. M. Dessau,Zeolites 10 (1990) 205.Google Scholar
  112. 112.
    V. Ramamurthy, D. R. Corbin andD. F. Eaton,J. Chem. Soc. Chem. Commun. 17 (1989) 1213.Google Scholar
  113. 113.
    T. J. Pinnavaia, M. S. Tzou andS. D. Landau,J. Am. Chem. Soc. 107 (1985) 4783.Google Scholar
  114. 114.
    J. L. Casci, in “Advanced Zeolite Science and Application”, “Studies in surface science and catalysis”, edited by J. C. Jansen, M. Stöcker, H. G. Karge and J. Weitkamp, Vol. 85 (Elsevier, Amsterdam, 1994) p. 285.Google Scholar
  115. 115.
    “Heterogeneous Catalysis and Fine Chemicals III”, Studies in surface science and catalysis, edited by M. Guisnet, J. Barbier, J. Barrault, C. Bouchoule, D. Duprez, G. Pérot and C. Montassier, Vol. 78 (Elsevier, Amsterdam, 1994).Google Scholar
  116. 116.
    “Zeolites and Microporous crystals”, in “Studies in surface science and catalysis”, edited by T. Hattori and T. Yashima, Vol. 84, (Elsevier, Amsterdam, 1994).Google Scholar
  117. 117.
    M. G. Scaros andM. L. Prunier,Chem. Ind. Ser. 53 (1994) 41.Google Scholar
  118. 118.
    “Zeolites and Related Microporous Materials: State of the Art, 1994”, in “Studies in surface science and catalysis”, edited by J. Weitkamp, H. G. Karge, H. Pfeifer and W. Hölderich, Vol. 84 (Elsevier Science, Amsterdam, 1994).Google Scholar

Copyright information

© Chapman & Hall 1995

Authors and Affiliations

  • M. A. Martin-Luengo
    • 1
  • M. Yates
    • 2
  1. 1.Instituto de Química Fisica “Rocasolano”MadridSpain
  2. 2.Instituto de Catálisis y PetroleoquímicaMadridSpain

Personalised recommendations