Gas phase catalytic hydroprocessing of trichlorophenols
2000; Wiley; Volume: 75; Issue: 2 Linguagem: Inglês
10.1002/(sici)1097-4660(200002)75
ISSN1097-4660
Autores Tópico(s)Catalysis and Hydrodesulfurization Studies
ResumoJournal of Chemical Technology & BiotechnologyVolume 75, Issue 2 p. 159-167 Paper Gas phase catalytic hydroprocessing of trichlorophenols Eun-Jae Shin, Eun-Jae Shin Department of Chemical Engineering, The University of Leeds, Leeds, LS2 9JT, UKSearch for more papers by this authorMark A Keane, Corresponding Author Mark A Keane [email protected] Department of Chemical Engineering, The University of Leeds, Leeds, LS2 9JT, UKDepartment of Chemical Engineering, The University of Leeds, Leeds, LS2 9JT, UK===Search for more papers by this author Eun-Jae Shin, Eun-Jae Shin Department of Chemical Engineering, The University of Leeds, Leeds, LS2 9JT, UKSearch for more papers by this authorMark A Keane, Corresponding Author Mark A Keane [email protected] Department of Chemical Engineering, The University of Leeds, Leeds, LS2 9JT, UKDepartment of Chemical Engineering, The University of Leeds, Leeds, LS2 9JT, UK===Search for more papers by this author First published: 12 January 2000 https://doi.org/10.1002/(SICI)1097-4660(200002)75:2 3.0.CO;2-ICitations: 30Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Abstract The catalytic hydrodechlorination of four trichlorophenol (TCP) isomers (2,3,5-TCP, 2,3,6-TCP, 2,4,5-TCP and 2,4,6-TCP) was studied in the gas phase using an Ni/SiO2 catalyst over the temperature range 473 K ≤ T ≤ 573 K. The catalyst was 100% selective in removing chlorine(s), leaving the hydroxyl group and benzene ring intact. Dechlorination proceeds via stepwise and concerted routes and the relative importance of each is dependent on the nature of the isomer where steric rather than resonance effects appear to determine the ultimate product distribution. Dechlorination efficiency is quantified in terms of phenol yield, chlorine removal rate and the ultimate partitioning of chlorine in the parent organic or product inorganic host. The reaction pathways, with associated pseudo-first order rate constants, for the conversion of 2,3,6-TCP and 2,4,6-TCP are presented. The effect of time and temperature on process selectivity is discussed and the nature of catalyst deactivation is considered. © 2000 Society of Chemical Industry REFERENCES 1Ayres D C, Organochlorine waste disposal – Cremation or burial. Chem Brit pp 41– 44 (1987). 2 Air and Waste Management Association, Air Pollution Engineering Manual, Ed by A J Buonicore and W Davis, Van Nostrand Reinhold, New York (1992). 3Dworkin D R and Cawley M W, Chlorinated organics removal considerations in proven vs innovative technologies. Environ Prog 7: 99– 103 (1988). 4Reilly T R, Sundaresan S and Highland J H, Cleanup of PCB contaminated soils and sludges by a solvent extraction process: a case study, in Proceedings of the 5th International Conference on Chemistry for Protection of the Environment, Ed by L Pawlowski, G Alaerts and W J Lacey, Elsevier, Amsterdam. p 125 (1985). 5Fathepure B Z, Nengu J P and Boyd S A, Anaerobic bacteria that dechlorinate perchloroethane. Appl Environ Microbial 53: 2671– 2674 (1987). 6Suprenant N, Nunno T, Kravett M and Breton M, Halogenated Organic Containing Wastes: Treatment Technologies, Noyes Data Corp, Park Ridge, NJ (1988). 7Ollis D F, Pelizzetti E and Serpone N, In Photocatalysis Fundamentals and Applications, Ed by N Serpone and E Pelizzetti, John Wiley, New York. p 603 (1989). 8George C J, Bennett G F, Simoneaux D and George W J, Polychlorinated biphenyls, a toxicology review. J Hazard Mater 18: 113– 144 (1988). 9Converti A, Zilli M, De Faveri D M and Ferraiolo G, Hydrogenolysis of organochlorinated pollutants: kinetics and thermodynamics. J Hazard Mater 27: 127– 135 (1991). 10Murena F, Catalytic hydrodechlorination of monochlorophenyls using Ni–Mo/Al2O3 sulphided catalyst. Environ Technol 18: 317– 324 (1997). 11Hoke J B, Gramiccioni G A and Balko E N, Catalytic hydrodechlorination of chlorophenols. Appl. Catal B: Environmental 1: 285– 296 (1992). 12Chon C and Allen D T, Catalytic hydroprocessing of chlorophenols. AIChE J 37: 1730– 1732 (1991). 13Kim D I and Allen D T, Catalytic hydroprocessing of chlorinated olefins. Ind Eng Chem Res 36: 3019– 3026 (1997). 14Suzdorf A R, Morozov S V, Anshits N N, Tsiganova S I and Anshits A G, Gas phase hydrodechlorination of chlorinated aromatic compounds on nickel catalysts. Catal Lett 29: 49– 55 (1994). 15Suzdorf A R, Tsiganova S I, Anshits N N, Morozov S V and Anshits A G, Hydrodechlorination of chlorinated benzene and phenols on a Pd/Al2O3 catalyst. Sib Khim Z 131 (1992). 16Shin E-J and Keane M A, Gas phase hydrodechlorination of chlorophenols using a supported nickel catalyst. Appl Catal B: Environmental 18: 241– 250 (1998). 17Tavoularis G and Keane M A, The gas phase hydrodechlorination of chlorobenzene over nickel/silica. J Chem Technol Biotechnol 74: 60– 70 (1999). 18Shin E-J and Keane M A, Detoxifying chlorine rich gas streams using solid supported nickel catalysts. J Hazard Mater B 66: 265– 278 (1999). 19Keane M A, The role of catalyst activation in the enantioselective hydrogenation of methyl acetoacetate over silica-supported nickel catalysts. Can J Chem 72: 372– 380 (1994). 20Shin E-J and Keane M A, Catalytic hydrogen treatment of aromatic alcohols. J Catal 173: 450– 459 (1998). 21Keane M A and Patterson P M, Compensation behaviour in the hydrogenation of benzene, toluene and o-xylene over Ni/SiO2J Chem Soc, Faraday Trans 92: 1413– 1421 (1996). 22Tavoularis G and Keane M A, Gas phase catalytic dehydrochlorination and hydrodechlorination of aliphatic and aromatic systems. J Mol Catal 142: 187– 199 (1999). 23Murena F, Famiglietti V and Gioia F, Detoxification of chlorinated organic compounds using hydrodechlorination on sulphided NiO–MoO3/Al2O3 catalysts: kinetic analysis and effect of temperature. Environ Prog 12: 233– 237 (1993). 24Hagh B F and Allen D T, Catalytic hydroprocessing of chlorobenzene and 1,2 dichlorobenzene. AICh J 36: 773– 778 (1990). 25Coq B, Ferrat G and Figueras F, Conversion of chlorobenzene over palladium and rhodium catalysts of widely varying dispersion. J Catal 101: 434– 445 (1986). 26Kraus M and Basant V, Hydrogenolysis of chlorobenzene on palladium, in Proceedings of the 5th International Conference on Catalysis, Ed by J W Hightower, North-Holland, Amsterdam. p 1073– 1083 (1973). 27Bodnariuk P, Coq B, Ferrat G and Figueras F, Carbon–chlorine hydrogenolysis over Pd/Rh and Pd/Sn Bimetallic catalysts. J Catal 116: 459– 466 (1989). 28Roland U, Braunschweig T and Rossner F, On the nature of spilt-over hydrogen. J Mol Catal A: Chemical 127: 61– 84 (1997). 29ConnerJrW C and Falconer J L, Spillover hydrogen in heterogeneous catalysis. Chem Rev 95: 759– 788 (1995). 30Estelle J, Ruz J, Cesteros Y, Fernandez R, Salagre P, Medina F and Sueiras J E, Surface structure of bulk nickel catalysts, active in the gas-phase hydrodechlorination reaction of aromatics. J Chem Soc, Faraday Trans 92: 2811– 2816 (1996). 31Bozzelli J W, Chen Y M and Chuang S S C, Catalytic hydrodechlorination of 1,2-dichloroethane and trichloroethylene over Rh/SiO2 catalysts. Chem Eng Comm 115: 1– 11 (1992). 32Shin E-J and Keane M A, Detoxification of dichlorophenols by catalytic hydrodechlorination using a nickel/silica catalyst. Chem Eng Sci 54: 1109– 1120 (1999). 33Coughlan B and Keane M A, Adsorption of benzene on a range of activated Y zeolites. J Chem Soc Faraday Trans 86: 3961– 3966 (1990). 34Sanderson R T, Chemical Bonds in Organic Compounds, Sun and Sand Publ, Scottsdale, AZ (1976). 35Lias S G, Liebman J F, Levin R D and Kafafi S A, NIST Standard Reference Database 25, Structure and Properties, Version 2.01 (1994). 36Halchev T and Ruckenstein E, Poisoning and promoting effects of additives on the catalytic behaviour of metal clusters. J Catal 73: 171– 186 (1982). Citing Literature Volume75, Issue2February 2000Pages 159-167 ReferencesRelatedInformation
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