Catalyzed Beckmann rearrangement of cyclohexanone oxime in heterogeneous liquid/solid system. Part 1: Batch and continuous operation with supported acid catalysts

Journal of Molecular Catalysis A: Chemical

Volumn 277, Issue 1-2, 2007, Pages 221-232

  Marziano, N C ^a   Ronchin, L ^a   Tortato, C ^a   Vavasori, A ^a   Badetti, C ^a  

^a CA' FOSCARI UNIVERSITY OF VENICE   (Italy)

Author keywords

Beckmann rearrangement; Caprolactam; Liquid solid reactions; Poisoning; Solid acid catalysts

Indexed keywords

ACIDS; CATALYST ACTIVITY; CATALYST POISONING; HYDROLYSIS; KINETIC PARAMETERS; MICROSTRUCTURE; THERMAL EFFECTS;

BECKMANN REARRANGEMENTS; CAPROLACTAMS; CATALYST'S MICROSTRUCTURES; SOLID ACID CATALYSTS;

ALDEHYDES;

EID: 35348894363     PISSN: 13811169     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcata.2007.07.046     Document Type: Article

References (46)

1. Beckmann E. Chem. Ber. 19 (1886) 988
2. Wallach O. Annalen 312 (1900) 171
3. Blatt A.H. Chem. Rev. 12 (1933) 215
4. Jones B. Chem. Rev. 35 (1944) 335
5. Vinnik M.I., and Zarakhani N.G. Russian Chem. Rev. 36 (1967) 51
6. W.B. Fisher, L. Crescentini, in: Kirk Othmer Encyclopedia of Chemical Technology, vol. 18, Wiley Interscience, 1982, p. 874.
7. G. Petrini, G. Leonfanti, M.A. Mantegazza, F. Pignataro, in: P.T. Anastas, T.C. Wiliamson (Eds.), Green Chemistry Designing Chemistry for the Environment, 1998, p. 33.
8. W.A. Lazier, W.G. Rigby, United States Patent 2,234,566 to du Pont de Nemours (1941).
9. Misono M., and Inui T. Catal. Today 51 (1999) 369
10. Ichihashi H., and Sato H. Appl. Catal. A: Gen. 262 (2001) 359
11. Forni L., Fornasari G., Tosia C., Trifirò F., Vaccari A., Dumeignil F., and Grimblot J. Appl. Catal. A: Gen. 248 (2003) 47
12. Mao D., Lu G., Chen Q., Xie Z., and Zhang Y. Catal. Lett. 77 (2001) 119
13. Takahashi T., Kai T., and Nakao E. Appl. Catal. A: Gen. 262 (2004) 137
14. Roseler J., Heitman G., and Holderich W.F. Appl. Catal. 144 (1996) 319
15. W.F. Holderich, G. Dahloff, H. Ichihashi, K. Sugita, United States Patent 6,531,595 B2 to Sumitomo Chemical Company (2003).
16. Fisher G. Fibres Textiles East. Eur. 11 (2003) 14
17. Van der Linde S., and Fisher G. Fibres Textiles East. Eur. 12 (2004) 17
18. Ngamcharussrivichai C., Wu P., and Tatsumi T. J. Catal. 235 (2005) 139
19. Thomas B., Prathapan S., and Sugunan S. Microporous Mesoporous Mater. 79 (2005) 21
20. Camblor M.A., Corma A., Garcia H., Semmer-Herledan V., and Valencia S. J. Catal. 177 (2005) 267
21. Thomas B., Prabhu U.R., Prathapan S., and Sugunan S. Microporous Mesoporous Mater. 102 (2007) 138
22. Wang X., Chen C.C., Chen S.Y., Mou Y., and Cheng S. Appl. Catal. A: Gen. 281 (2005) 47
23. Ngamcharussrivichai C., Wu P., and Tatsumi T. J. Catal. 227 (2004) 448
24. Ngamcharussrivichai C., Wu P., and Tatsumi T. Appl. Catal. A: Gen. 288 (2005) 158
25. Ngamcharussrivichai C., Wu P., and Tatsumi T. Catal. Commun. 8 (2007) 135
26. Gregory B.J., Moodie R.B., and Schofield K. J. Chem. Soc. (B) (1970) 338
27. Kim S.G., Kawakami T., Ando T., and Yukawa Y. Bull. Chem. Soc. Jpn. 52 (1979) 1115
28. Marziano N.C., Tortato C., Ronchin L., Tonon O., and Bertani R. Int. J. Chem. Kin. 36 (2004) 417
29. Fernandez A.B., Boronat M., Blasco T., and Corma A. Angew. Chem. Int. Ed. 44 (2005) 2370
30. C. Thurman, in: Kirk Othmer Encyclopedia of Chemical Technology, vol. 17, Wiley Interscience, 1982, p. 373.
31. Marziano N.C., Tortato C., Ronchin L., Martini F., and Bianchi C. Catal. Lett. 58 (1999) 81
32. Borujeni K.P., and Tamani B. Catal. Commun. 8 (2007) 1191
33. Fraenkel D. Ind. Eng. Chem. Res. 36 (1997) 52
34. Li X., Nagaoka K., and Lercher J.A. J. Catal. 227 (2004) 130
35. Matsuhashi H., Shibata H., Nakamura H., and Arata K. Appl. Catal. A: Gen. 187 (1999) 99
36. Adeeva V., and Sachtler W.M.H. Appl. Catal. A: Gen. 163 (1997) 237
37. Platon A., and Thomson W.J. Appl. Catal. A: Gen. 282 (2005) 93
38. Bjoerkqvist B., and Toivonen H. J. Chromatogr. 178 (1979) 271
39. Vergunst T., Kapteijn F., and Moulijn J.A. Appl. Catal. A: Gen. 213 (2001) 179
40. Marziano N.C., Ronchin L., Ronchin S., and Ferrari M. Catal. Commun. 1 (2000) 25
41. Marziano N.C., Tomasin A., and Tortato C. Org. React. (Estonia) 30 (1996) 29
42. Marziano N.C., Tomasin A., and Tortato C. Org. React. (Estonia) 30 (1996) 39
43. Roberts G.W. In: Rylander P.N., and Greenfield H. (Eds). Catalysis in Organic Synthesis (1976), Academic Press, New York p. 1
44. Reichardt C. Solvents and Solvent Effects in Organic Chemistry. second ed. (1988), VCH, Weinheim p. 80
45. Nguyen M.N., Raspoet G., and Vanquickenborne L.G. J. Am. Chem. Soc. 119 (1997) 2552
46. Smith J.M. Chemical Engineering Kinetics. third ed. (1999), Mc Graw-Hill p. 111