Selective oxidation of p-cymene catalyzed by VPO catalyst: Process performance and kinetics studies

Chemical Engineering Journal

Volumn 162, Issue 1, 2010, Pages 341-349

  Makgwane, Peter R ^a   Harmse, Nigel I ^a   Ferg, Ernst E ^a   Zeelie, Ben ^a  

^a NELSON MANDELA METROPOLITAN UNIVERSITY   (South Africa)

Author keywords

Kinetics; Liquid phase oxidation; P cymene; Tertiary cymene hydroperoxide; Vanadium phosphate

Indexed keywords

HYDROPEROXIDES; LIQUID-PHASE OXIDATION; P-CYMENE; VANADIUM PHOSPHATE; VANADIUM PHOSPHATES;

BATCH REACTORS; LIQUIDS; OXIDATION; OXIDATION RESISTANCE; PHOSPHORUS; VANADIUM ALLOYS; VANADIUM COMPOUNDS;

CATALYST SELECTIVITY;

EID: 77954539961     PISSN: 13858947     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cej.2010.05.016     Document Type: Article

References (36)

1. Sheldon R.A., Kochi J.K. Metal-Catalyzed Oxidation of Organic Compounds 1981, Academic Press, New York.
2. Fiege H. Cresols and xylenols. Ullmann's Encyclopedia of Industrial Chemistry 1991, vol. A8. VCH Verlagsgesellschaft, p.25.
3. Clonts K.E., McKetta R.A. Kirk-Othmer (3rd Ed.), Encyclopedia of Chemical Technology: Cresols and Cresylic Acids 1978, Vol.3. Interscience, New York, pp. 212.
4. Hattori K., Tanaka Y., Suzuki H., Ikawa T., Kubota H. kinetics of liquid phase oxidation of cumene in bubble column. J. Chem. Eng. Japan 1970, 3:72-78.
5. Bhattacharya A. Kinetic modeling of liquid phase autoxidation of cumene. Chem. Eng. J. 2008, 137:308-319.
6. Serif G.S., Hunt C.F., Bourns A.N. Liquid phase oxidation of p-cymene: nature of intermediate hydroperoxide and relative activity of the alkyl groups. Can. J. Chem. 1953, 31:1229-1238.
7. Aït-Lachgar K., Abon M., Volta J.C. Selective oxidation of n-butane to maleic anhydride on vanadyl pyrophosphate. J. Catal. 1997, 171:383-390.
8. Sookraj S.H., Engelbrecht D. Selective oxidation of light hydrocarbons over promoted vanadyl pyrophosphate. Catal. Today 1999, 49:161-169.
9. Landi G., Lisi L., Russo G. Oxidation of propane and propylene to acrylic acid over vanadyl pyrophosphate. J. Mol. Catal. A: Chem. 2005, 23:172-179.
10. 7: an in situ FTIR and EPR study. J. Mol. Catal. A: Chem. 2000, 162:391-399.
11. Taufig-Yap Y.H., Saw C.S. Effect of different calcinations environments on the vanadium phosphate catalysts for selective oxidation of propane and n-butane. Catal. Today 2008, 131:285-291.
12. 4 hydrocarbons over phosphorus vanadium oxide. Chem. Rev. 1988, 88:55-80.
13. 4-hydrocarbon catalytic oxidation. Catal. Today 1988, 3:163-174.
14. Kiely C.J., Burrows A., Sajip S., Hutchings G.J., Sananes M.T., Tuel A., Volta J.C. Characterization of variations in vanadium phosphate catalyst microstructure with preparation route. J. Catal. 1996, 162:31-47.
15. Lui J., Wang F., Gu Z., Xu X. Vanadium phosphorous oxide catalyst modified by silver doping for mild oxidation of styrene to benzaldehyde. Chem. Eng. J. 2009, 151:319-323.
16. Pillai U.R., Sahle-Demessie E. Vanadium phosphorus oxide as an efficient catalyst for hydrocarbon oxidations using hydrogen peroxide. New J. Chem. 2003, 27:525-528.
17. Di Serio M., Cozzolino M., Tesser R., Patrono P., Pinzari F., Bonelli B., Santacesaria E. Vanadyl phosphate catalysts in biodiesel production. Appl. Catal. A: Gen. 2007, 320:1-7.
18. Datta A., Agarwal M., Dasgupta S., Kelkar R.Y., Saple A.R. Characterization and catalytic activity of novel palladium-incorporated vanadium phosphates. J. Mol. Catal. A: Chem. 2002, 181:119-127.
19. Wang F., Dubois L.C., Ueda W. Catalytic dehydration of glycerol over vanadium phosphate oxides in the presence of molecular oxygen. J. Catal. 2009, 268:260-267.
20. Borah P., Datta A. Exfoliated VOPO4·2H2O dispersed on alumina as a novel catalyst for the selective oxidation of cyclohexane. Appl. Catal. A: Gen. 2010, 376:19-24.
21. A. Datta, S. Sakthikel, S.J. Kumar, US Patent 7586014132, 2009, Assign to Council of Scientific and Industrial Research, New Delhi.
22. Pillai U.R., Sahle-Demessie E., Varma R.S. Alternative routes for catalyst preparation: use of ultrasound and microwave irradiation for the preparation of vanadium phosphorus oxide catalyst and their activity for hydrocarbon oxidation. Appl. Catal. A: Gen. 2003, 252:1-8.
23. You K., Wu B., Mao L., Yin D., Liu P., Lu H. A novel route to one-step formation of e{open}-caprolactam from cyclohexane and nitrosyl sulfuric acid catalyzed by VPO composites. Catal. Lett. 2007, 118:129-133.
24. Hutchings G.J., Sananes M.T., Sajip S., Kiely C.J., Burrows A., Ellison I.J., Volta J.C. Improved method for preparation of vanadium phosphate catalysts. Catal. Today 1997, 33:161-171.
25. Powder diffraction files PDF-2, International Centre for Diffraction Data, Pennsylvania, USA, Release 2004.
26. Suresh A.K., Sharma M.M., Sridhar T. Engineering aspects of industrial liquid-phase oxidation of hydrocarbons. Ind. Eng. Chem. Res. 2000, 39:3958-3997.
27. R. Rosenthal, J. Kieras, Continuous process for production of hydrogen peroxide, US, 3891748, 1975.
28. 3 stainless steel coated catalyst in p-cymene oxidation. Appl. Catal. A: Gen. 2010, 373:132-139.
29. Traylor T.G., Russell C.A. Mechanisms of autoxidation: terminating radicals in cumene autoxidation. J. Am. Chem. Soc. 1965, 87:3698-3706.
30. Hendry D.G. Rate constants for oxidation of cumene. J. Am. Chem. Soc. 1967, 89:5433.
31. Pohorecki R., Baldyga J., Moniuk W., Podgorskya W., Zdrojkowski A., Wierzchowski P.T. Kinetic model of cyclohexane oxidation. Chem. Eng. Sci. 2001, 56:1285-1291.
32. Mahajani S.M., Sharma M.M., Shridhar T. Uncatalysed oxidation of cyclohexene. Chem. Eng. Sci. 1999, 54:3967-3976.
33. Hermans I. Mechanism of thermal toluene autoxidation. ChemPhysChem 2007, 8:2678-2688.
34. Hermans I., Peeters J., Jacobs P.A. Autoxidation of ethylbenzene: the mechanism elucidated. J. Org. Chem. 2007, 72:3057-3064.
35. Hermans I., Nguyen T., Jacobs P.A., Peeters J. Autoxidation of cyclohexane: conventional views challenged by theory and experiment. ChemPhysChem 2005, 6:637-645.
36. Hermans I., Jacobs P.A., Peeters J. To the core of autocatalysis in cyclohexane autoxidation. Chem. Eur. J. 2006, 12:4229-4240.