Mechanism of short-chain alkane transformation over protonic zeolites. Alkylation, disproportionation and aromatization

Applied Catalysis A: General

Volumn 146, Issue 1, 1996, Pages 33-64

  Guisnet, M ^a   Gnep, N S ^a  

^a UNIVERSITÉ DE POITIERS   (France)

Author keywords

Alkane disproportionation; Alkane isomerization; Aromatization; Isobutane alkylation; Mechanisms; Protonic zeolites; Zeolites

Indexed keywords

EID: 0002537994     PISSN: 0926860X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0926-860X(96)00282-7     Document Type: Article

References (108)

1. J.H. Gary and G.E. Handwerk, Petroleum Refining, Technology and Economics, Marcel Dekker, New York, 1994, p. 9.
2. H. Perrin and J.C. Scharff, Chimie Industrielle, Masson, Paris, 1995, Tome 1, p. 89.
3. J.R. Mowry, D.C. Martindale and A.H.P. Hall, Arabian J. Sci. Eng., 10 (1985) 367.
4. G.N. Roosen, A. Orieux and J. Andrews, Dewitt's Houston Conference, Mar. 1989; L. Manrk, A. Minkkinen and R. Shaddick, Hydrocarb. Technol. Int., (1992) 69.
5. G.N. Roosen, A. Orieux and J. Andrews, Dewitt's Houston Conference, Mar. 1989; L. Manrk, A. Minkkinen and R. Shaddick, Hydrocarb. Technol. Int., (1992) 69.
6. Z-Forming Process, Mitsubishi Oil Co. Ltd and Chiyoda Corp., May 1994.
7. A. Corma and A. Martinez, Catal. Rev. Sci. Eng., 35(4) (1993) 483.
8. G.L. Frischkorn, P.J. Kuchar and R.K. Olson, Energy Progress, 8 (1988) 154.
9. Y. Ono, Catal. Rev. Sci. Eng., 34 (1992) 179.
10. M. Guisnet, N.S. Gnep and F. Alario, Appl. Catal., 29 (1992) 1.
11. G. Giannetto, R. Monque and R. Galiasso, Catal. Rev. Sci. Eng., 36 (1994) 271.
12. A. Ayame, T. Izumizawa and H. Kakizaki, in K. Tanabe (Editor), Acid-Base Catalysis, Proceedings Acid-Base Catalysis International Symposium, Kodansha, Tokyo, 1989, p. 371.
13. G.A. Fuentes and B.C. Gates, J. Catal., 76 (1982) 440.
14. M. Hino and K. Arata, J. Chem. Soc. Chem. Commun., (1979) 1148; Ibid. (1980) 851.
15. M. Hino and K. Arata, J. Chem. Soc. Chem. Commun., (1979) 1148; Ibid. (1980) 851.
16. H. Hattori, O. Takahashi, M. Takagi and K. Tanabe, J. Catal., 68 (1981) 132.
17. J. Sommer, in R. Setton (Editor), Chemical Reactions in Organic and Inorganic Constrained Systems, NATO ASI, Series C, Vol. 165, Reidel, Dordrecht, 1986, p. 411.
18. W.E. Garwood and P.B. Venuto, J. Catal., 11 (1968) 175.
19. W. Kirsch, J.D. Potts and D.S. Barmby, J. Catal., 27 (1972) 142.
20. J. Weitkamp, in L.V.C. Rees (Editor), Proceedings 5th International Conference on Zeolites, Heyden, London, 1980, p. 858.
21. J. Weitkamp, Stud. Surf. Sci. Catal., 5 (1980) 65.
22. J. Weitkamp, in P. Fejes and D. Kallo (Editors), Proceedings International Symposium Zeolite Catalysis, 1985, p. 271.
23. J. Weitkamp and S. Ernst, Proceedings 13th World Petroleum Congress, Vol. 3 (1992) 315.
24. Y.F. Chu and A.W. Chester, Zeolites, 6 (1986) 195.
25. A. Corma, A. Martinez and C. Martinez, J. Catal., 146 (1994) 185.
26. A. Corma, V. Gomez and A. Martinez, Appl. Catal. A, 119 (1994) 83.
27. F. Cardona, N.S. Gnep, M. Guisnet, G. Szabo and P. Nascimento, Appl. Catal. A, 128 (1995) 243.
28. M. Stöcker, H.B. Mostad and T. Rörvik, Catal. Lett., 28 (194) 203.
29. T. Rörvik, I.M. Dahl, H.B. Mostad and O.H. Ellestad, Catal. Lett., 33 (1995) 127.
30. J. Pater, F. Cardonna, N.S. Gnep, M. Guisnet, G. Szabo and P. Nascimento, unpublished results.
31. M. Kennedy, in P.H. Emmett (Editor), Catalysis, Vol. 6, Reinhold Publ. Corp., New York, 1958, Chap. 1, p. 1.
32. I.E. Germain, Catalytic Conversion of Hydrocarbons, Academic Press, New York, 1969, p. 177.
33. L. Schmerling, in B.T. Brooks et al. (Editors), The Chemistry of Petroleum Hydrocarbons, Vol. 3, Reinhold Publ. Corp., New York, 1955, p. 363.
34. J.E. Hofmann and A. Schriesheim, J. Am. Chem. Soc., 84 (1962) 953 and 957.
35. S. Miron and R.J. Lee, J. Chem. Eng. Data, 8 (1963) 150.
36. L.F. Albright, M.A. Spalding, C.G. Kopser and R.E. Eckert, Ind. Eng. Chem. Res., 27 (1988) 386.
37. M. Daage and F. Fujula, Bull. Soc. Chim. Fr. (1984) 160.
38. F. Chevalier, M. Guisnet and R. Maurel, in G.C. Bond (Editor), Proceedings 6th International Congress Catal., Vol. 1, The Chemical Society, Burlington House, London, 1976, p. 478.
39. D.M. Brouwer, in R. Prins and G.C.A. Schuit (Editors), Chemistry and Chemical Engineering of Catalytic Processes, NATO Adv. Stud. Inst., Series E, Vol. 39, Sijthoff and Noordhoff, Alphen aan den Rijn, 1980, p. 137.
40. Gy. Gardos, L. Péchy, A. Rédey and I. Sokorai, Hung. J. Ind. Chem., Veszprém, 8 (1980) 371.
41. F. Cardona, N.S. Gnep, M. Guisnet, G.Szabo and P. Nascimento, to be published.
42. S.N. Khadzhiev and I.M. Gerzeliev, Preprints Symposium Alkylation, Aromatization, Oligomerization and Isomerization of Short Chain Hydrocarbons over Heterogeneous Catalysts, ACS Meeting, New York, 25-30 August, 1991, p.799
43. G.A. Olah, G.K. Surya Prakash and J. Sommer, Superacids, Wiley, New York, 1985, Ch. 5, p,243.
44. J. Weitkamp and S. Maixner, Zeolites, 7 (1987) 6.
45. C. Flego, L. Galasso, I. Kiricsi and M.G. Clerici, Stud. Surf. Sci. Catal., 88 (1994) 585.
46. C. Flego, I. Kiricsi, W.O. Parker and M.G. Clerici, Appl. Catal. A, 124 (1995) 107.
47. M. Daage and F. Fajula, Bull. Soc. Chim. (1984) 153.
48. J. Weitkamp and P.A. Jacobs, Stud. Surf. Sci. Catal., 75B (1993) 1735.
49. Y.F. Chu and A.W. Chester, Zeolites 6 (1986) 195.
50. S. Unverricht, S. Ernst and J. Weitkamp, Stud. Surf. Sci. Catal., 84C (1994) 1693.
51. A. Corma, M.I. Juan-Rajadell, J.M. Lopez-Nieto, A. Martinez and C. Martinez, Appl. Catal. A, 111 (1994) 175.
52. T.S. Chou, U.S. Pat. 4 774 364 (1994).
53. T.S. Chou, A. Huss, C.R. Kennedy and R.S. Kurtas, PCT WO 90/00533 (1990).
54. J.E. Child, A. Huss, C.R. Kennedy, D.O. Marier and S.A. Tabak, US Pat. 5 012 033 (1991).
55. A. Corma, A. Martinez and C. Martinez, Catal. Lett., 28 (1994)187.
56. C. Bearez, Ph.D. Thesis, Poitiers, 1981.
57. F. Avendano, Ph.D. Thesis, Poitiers, 1984.
58. F. Avendano and M. Guisnet, Revista de la Sociedad Venezolano de Catalisis, 4 (1990) 51.
59. V.J. Frilette and M.K. Rubin, J. Catal., 4 (1965) 310.
60. H.W. Kouwenhoven, in W.M. Meier and J.B. Uytterhoeven (Editors), Molecular Sieves (Adv. Chem. Series, Vol. 171), ACS, Washington D.C., 1973, p.529.
61. E.O. Box, U.S. Pat. 3 446 868 (1969).
62. N.H. Fromager, J.R. Bernard and M. Grand, Chem. Eng. Prog., 73 (1977) 89.
63. M. Guisnet, N.S. Gnep, C. Bearez and F. Chevalier, Stud. Surf. Sci. Catal., 5 (1980) 77.
64. C. Bearez, F. Chevalier and M. Guisnet, in R. Sersale et al. (editors), 5th International Conference on Zeolites, Recent Progress Reports and Discussions, Giannini, Napoli, 1980, p. 185.
65. C. Bearez, F. Chevalier and M. Guisnet, React. Kinet. Catal. Lett., 22 (1983) 405.
66. N.N. Krupina, A.Z. Dorogochinskii, N.F. Neged and V.I. Shmailova, React. Kinet. Catal. Lett., 23 (1983) 273.
67. F. Avendano, F. Chevalier and M. Guisnet, Proceedings 9th Iberoamerican Symposium on Catalysis, Vol. II, Lisboa, 1984, p. 1671.
68. C. Bearez, F. Avendano, F. Chevalier and M. Guisnet, Bull. Soc. Chem. Fr., (1985) 346.
69. M. Guisnet, F. Avendano, C. Bearez and F. Chevalier, J. Chem. Soc. Chem. Commun., (1985) 336.
70. N.N Krupina, A.L. Proskurnin and A.Z. Dorogochinskii, React. Kinet. Catal. Lett., 32 (1986) 135.
71. F. Avendano and M. Guisnet, Actas X Symposio Iberoamericano de Catalisis, Vol. II, 1986, p. 1155.
72. J.C. Yori, J.C. Lury and J.M. Parera, Appl. Catal., 46 (1989) 103.
73. R.A. Asuquo, G. Eder-Mirth and J.A. Lercher, J. Catal., 155 (1995) 376.
74. N.Y. Chen., in Y. Murakami et al. (Editors), New Developments in Zeolite Science and Technology, Proceedings 7th International Zeolite Conference, Kodansha, Tokyo, 1986, p. 653.
75. P. Hilaireau, C. Bearez, F. Chevalier, G. Pérot and M. Guisnet, Zeolites, 2 (1982) 69.
76. V.L. Magnotta and B.C. Gates, J. Catal., 46 (1977) 266.
77. V. Adeeva, G.D. Lei and W.M.H. Sachtler, Appl. Catal. A, 118 (1994) L11.
78. V. Adeeva, G.D. Lei and W.M.H. Sachtler, Catal. Lett. 33 (1995) 135.
79. F. Garin, D. Andriamasinoro, A. Abdulsamad and J. Sommer, J. Catal., 131 (1991) 199.
80. H. Karge, Z. Phys. Chem. Neue Folge, 76 (1971) 133.
81. H.A. Benesi, J. Catal., 8 (1962) 368.
82. G.B. McVicker, G.M. Kramer and J.J. Ziemiak, J. Catal., 83 (1983) 286.
83. E.A. Lombardo and W.K. Hall, J. Catal., 112 (1988) 565.
84. M. Guisnet, N.S. Gnep, D. Aittaleb and J.Y Doyemet, Appl. Catal. A, 87 (1992) 255.
85. M. Guisnet, D. Aittaleb, J.Y. Doyemet and N.S. Gnep, A.C.S. Preprints, Symposium Alkylation, Oligomerization and Isomerization of Short-Chain Hydrocarbons over Heterogeneous Catalysts, New York, 36 (1991) 668.
86. W.O. Haag and R.M. Dessau, Proceedings 8th International Congress Catalysis, Vol. II, Dechema, Frankfurt am Main, 1984, p. 305.
87. R. Shigeishi, A. Garforth, I. Harris and J. Dwyer, J. Catal., 130 (1991) 423.
88. Y. Ono and K. Kanae, J. Chem. Soc. Faraday Trans., 87 (1991) 663.
89. G. Giannetto, A. Montes, N.S. Gnep, A. Florentino, P. Cartraud and M. Guisnet, J. Catal., 145 (1993) 86.
90. G. Giannetto, S. Sansare and M. Guisnet, J. Chem. Soc. Chem. Commun., (1984) 1302.
91. G.A. Olah, Y. Halpern, J. Shen and Y.K. Mo, J. Am. Chem. Soc., 95 (1973) 4960.
92. J. Bandiera and Y. Ben Taarit, Appl. Catal., 62 (1990) 309.
93. N. Nenitzescu, in G.A. Olah and P.R. Schleyer (Editors), Carbonium Ions, Vol. II, Wiley, New York, 1984, p. 499.
94. J. Abbot and B.W. Wojciechowski, J. Catal., 115 (1989) 1.
95. V.J. Frilette, W.O. Haag and R.M. Lago, J. Catal., 67 (1981) 218.
96. M. Barré, Ph.D Thesis, Poitiers, Dec. 1994.
97. P. Mériaudeau and C. Naccache, J. Mol. Catal., 59 (1990) L31; P. Mériaudeau, G. Sapaly and C. Naccache, J. Mol. Catal., 81 (1993) 293.
98. P. Mériaudeau and C. Naccache, J. Mol. Catal., 59 (1990) L31; P. Mériaudeau, G. Sapaly and C. Naccache, J. Mol. Catal., 81 (1993) 293.
99. C.R. Bayense, A.J.H.P. van den Pol and J.H.C. van Hoof, Appl. Catal., 72 (1991) 81.
100. T. Inui, Stud. Surf. Sci. Catal., 44 (1989) 189.
101. J. Yao, R. Le van Mao and L. Dufresne, Appl. Catal., 65 (1990) 175.
102. E. Iglesia, J.E. Baumgartner and G.L. Price, J. Catal., 134 (1992) 549.
103. E. Iglesia, J.E. Baumgartner and G.D. Meitzner, in L. Guczi et al, (Editors), New Frontiers in Catalysis, Proceedings 10th International Congress Catalysis, Part C, Budapest, July 19-24, 1992, p. 2353.
104. G.D. Meitzner, E. Iglesia, J.E. Baumgartner and E.S. Huang, J. Catal., 140 (1993) 209.
105. M. Guisnet and N.S. Gnep, Catal. Today, accepted for publication.
106. D.B. Lukyanov, N.S. Gnep and M. Guisnet, Ind. Eng. Chem. Res., 33 (1994) 223.
107. D.B. Lukyanov, N.S. Gnep and M. Guisnet, Ind. Eng. Chem. Res., 34 (1995) 516.
108. M. Guisnet and D.B. Lukyanov, Stud. Surf. Sci. Catal., 90 (1994) 367.