Full-text resources of PSJD and other databases are now available in the new Library of Science.
Visit https://bibliotekanauki.pl


Preferences help
enabled [disable] Abstract
Number of results
2012 | 1 | 28-52

Article title

Hydrodeoxygenation of model compounds and catalytic systems for pyrolysis bio-oils upgrading


Title variants

Languages of publication



Hydrodeoxygenation (HDO) process is the most promising route to upgrade pyrolysis bio-oils for producing liquid transportation fuels. The catalysts used and the quality of bio-oils have played important roles for how successful such process is. This review has addressed recent advances in HDO of pyrolysis bio-oils over many different types of catalysts, concentrating on the investigations of reasons why current catalysts have showed poor stability and have hindered pyrolysis oil HDO process in industrial scale: (i) The chemistry of model compounds from pyrolysis bio-oils is discussed in detail including aldehydes, carboxylic acids, carbohydrates, guaiacols, furfurals, alcohols, and ketones. The reactions occur via different routes over different catalysts with different products. (ii) The reaction mechanisms of different types of catalysts are elaborated, including classical sulfided hydrotreating catalysts, noble metals, sulfides, phosphides, carbides, nitrides, non-precious metals, metal oxides, bimetallic amorphous boron-based catalysts, and reduced metal oxide bronzes. Oxygen from oxy-compounds is absorbed on coordinatively unsaturated metal sites (oxygen vacancies) on metal oxide supports through Lewis acid/base interaction, or on H in -OH that is attached to non-metal oxides such as SiO2, or even on metal sites such as noble metals. -H donation is available directly from phosphides, carbides, nitrides, Brønsted acid -OH groups or -SH groups and from metals by H spillover. The activated H species then react with oxy-organics and give hydrodeoxygenated products. (iii) The importance of supports and contribution of different supports to HDO are also covered in this review. (iv) Catalyst deactivation mechanisms were elucidated. Coking formation is proven to be the main reason for catalyst deactivation because of polymerization and polycondensation reactions. The extent of coking formation depends on the type of oxy-compounds, nature of catalysts such as acidity, and operation conditions. A robust catalyst that withstands coking, high concentration of water and poisoning, and can be regenerated easily without losing too much activity is highly desired for pyrolysis oil HDO process and finally applied in industrial scale for raw pyrolysis oil upgrading.







Physical description


14 - 9 - 2012
19 - 10 - 2012
8 - 6 - 2012


  • Department of Chemical, Biological and Pharmaceutical Engineering, New Jersey Institute of Technology, Newark, NJ, 07102, USA
  • Department of Chemical, Biological and Pharmaceutical Engineering, New Jersey Institute of Technology, Newark, NJ, 07102, USA


  • Lange, J.-P., Lignocellulose conversion: an introduction to chemistry, process and economics, Biofuels, Bioproducts and Biorefining, 2007, 1, 39-48
  • Statistical Review of World Energy, available from http://www.bp.com/
  • Peter, M., Energy production from biomass (part 1): overview of biomass, Bioresource Technology, 2002, 83, 37-46
  • Davidson, S., Sustainable bioenergy: Genomics and biofuels development, Nature Education, 2008, 1,
  • van Ruijven, B., van Vuuren, D.P., Oil and natural gas prices and greenhouse gas emission mitigation, Energy Policy, 2009, 37, 4797-4808
  • Duan, P., Savage, P.E., Catalytic treatment of crude algal bio-oil in supercritical water: optimization studies, Energy & Environmental Science, 2011, 4, 1447-1456
  • Luque, R., Menendez, J.A., Arenillas, A., Cot, J., Microwaveassisted pyrolysis of biomass feedstocks: the way forward?, Energy & Environmental Science, 2012, 5, 5481-5488[Crossref]
  • Mortensen, P.M., Grunwaldt, J.D., Jensen, P.A., Knudsen, K.G., Jensen, A.D., A review of catalytic upgrading of biooil to engine fuels, Applied Catalysis A: General, 2011, 407, 1-19
  • Elliott, D.C., Baker, E.G., Beckman, D., Solantausta, Y., Tolenhiemo, V., Gevert, S.B., Hörnell, C., Östman, A., Kjellström, B., Technoeconomic assessment of direct biomass liquefaction to transportation fuels, Biomass, 1990, 22, 251-269
  • Huber, G.W., Iborra, S., Corma, A., Synthesis of transportation fuels from biomass: chemistry, catalysts, and engineering, Chemical reviews, 2006, 106, 4044-4098
  • Czernik, S., Bridgwater, A.V., Overview of Applications of Biomass Fast Pyrolysis Oil, Energy & Fuels, 2004, 18, 590-598
  • Furimsky, E., Catalytic hydrodeoxygenation, Applied Catalysis A: General, 2000, 199, 147-190
  • Zhu, X., Lobban, L.L., Mallinson, R.G., Resasco, D.E., Bifunctional transalkylation and hydrodeoxygenation of anisole over a Pt/HBeta catalyst, Journal of Catalysis, 2011, 281, 21-29
  • Honkela, M.L., Viljava, T.-R., Gutierrez, A., Krause, A.O.I., Chapter 11 Hydrotreating for Bio-Oil Upgrading, in: Thermochemical Conversion of Biomass to Liquid Fuels and Chemicals, The Royal Society of Chemistry, 2010, pp. 288-306
  • Elliott, D.C., Historical Developments in Hydroprocessing Bio-oils, Energy & Fuels, 2007, 21, 1792-1815
  • Taufiqurrahmi, N., Bhatia, S., Catalytic cracking of edible and non-edible oils for the production of biofuels, Energy & Environmental Science, 2011, 4, 1087-1112
  • Marinangeli, R., Marker, T., Petri, J., Kalnes, T., McCall, M., Mackowiak, D., Jerosky, B., Reagan, B., Nemeth, L., Krawczyk, M., Czernik, S., Elliott, D., Shonnard, D., Opportunities for biorenewables in oil refineries, in: Department of Energy Final Technical Report, U.S. Department of Energy, Des Plaines, 2005.
  • Ramanathan, S., Oyama, S.T., New Catalysts for Hydroprocessing: Transition Metal Carbides and Nitrides, The Journal of Physical Chemistry, 1995, 99, 16365-16372
  • Bridgwater, A.V., Czernik, S., Piskorz, J., in: A.V. Bridgwater (Ed.) Fast pyrolysis of biomass: A handbook, Volume 2, CPL Press, Newbury, 2002, pp. 1-19.
  • Grange, P., Laurent, E., Maggi, R., Centeno, A., Delmon, B., Hydrotreatment of pyrolysis oils from biomass: reactivity of the various categories of oxygenated compounds and preliminary techno-economical study, Catalysis Today, 1996, 29, 297-301
  • Sharma, R.K., Bakhshi, N.N., Catalytic upgrading of biomass-derived oils to transportation fuels and chemicals, The Canadian Journal of Chemical Engineering, 1991, 69, 1071-1081
  • Bridgwater, A.V., Catalysis in thermal biomass conversion, Applied Catalysis A: General, 1994, 116, 5-47
  • Elliott, D.C., Neuenschwander, G.G., Liquid fuels by lowseverity hydrotreating of biocrude, in: A.V. Bridgwater, D.G.B. Boocock (Eds.) Developments in thermochemical biomass conversion, Backie Academic & Professional, London, 1997, pp. 611-621.
  • Zhang, Q., Chang, J., Wang, T., Xu, Y., Review of biomass pyrolysis oil properties and upgrading research, Energy Conversion and Management, 2007, 48, 87-92
  • Pestman, R., Koster, R.M., Boellaard, E., van der Kraan, A.M., Ponec, V., Identification of the Active Sites in the Selective Hydrogenation of Acetic Acid to Acetaldehyde on Iron Oxide Catalysts, Journal of Catalysis, 1998, 174, 142-152
  • Rachmady, W., Vannice, M.A., Acetic Acid Reduction by H2 over Supported Pt Catalysts: A DRIFTS and TPD/TPR Study, Journal of Catalysis, 2002, 207, 317-330
  • Yang, Y.-n., Zhang, H.-k., En-jing, L., Zhang, C.-h., Ren, J., Effect of Fe, Mo promoters on acetic acid hydrodeoxygenation performance of nickel-based catalyst, Journal of Molecular Catalysis (China), 2011, 25, 30-36
  • Chen, L., Zhu, Y., Zheng, H., Zhang, C., Zhang, B., Li, Y., Aqueous-phase hydrodeoxygenation of carboxylic acids to alcohols or alkanes over supported Ru catalysts, Journal of Molecular Catalysis A: Chemical, 2011, 351, 217-227
  • He, Z., Wang, X., Highly selective ethane production from acetic acid hydrodeoxygenation over transition metal oxide catalysts, 2012, in preparation
  • Monnier, J., Sulimma, H., Dalai, A., Caravaggio, G., Hydrodeoxygenation of oleic acid and canola oil over alumina-supported metal nitrides, Appl. Catal., A, 2010, 382, 176-180
  • Procházková, D., Zámostný, P., Bejblová, M., Červený, L., Čejka, J., Hydrodeoxygenation of aldehydes catalyzed by supported palladium catalysts, Applied Catalysis A: General, 2007, 332, 56-64
  • Modak, A., Deb, A., Patra, T., Rana, S., Maity, S., Maiti, D., A general and efficient aldehyde decarbonylation reaction by using a palladium catalyst, Chemical Communications, 2012, 48, 4253-4255[Crossref]
  • Dupont, C., Lemeur, R., Daudin, A., Raybaud, P., Hydrodeoxygenation pathways catalyzed by MoS2 and NiMoS active phases: A DFT study, Journal of Catalysis, 2011, 279, 276-286
  • Peng, B., Zhao, C., Mejía-Centeno, I., Fuentes, G.A., Jentys, A., Lercher, J.A., Comparison of kinetics and reaction pathways for hydrodeoxygenation of C3 alcohols on Pt/Al2O3, Catalysis Today, 2012, 183, 3-9
  • Huber, G.W., Chheda, J.N., Barrett, C.J., Dumesic, J.A., Production of Liquid Alkanes by Aqueous-Phase Processing of Biomass-Derived Carbohydrates, Science, 2005, 308, 1446-1450
  • Weingarten, R., Tompsett, G.A., Conner Jr, W.C., Huber, G.W., Design of solid acid catalysts for aqueous-phase dehydration of carbohydrates: The role of Lewis and Brønsted acid sites, Journal of Catalysis, 2011, 279, 174-182
  • Bui, V.N., Laurenti, D., Afanasiev, P., Geantet, C., Hydrodeoxygenation of guaiacol with CoMo catalysts. Part I: Promoting effect of cobalt on HDO selectivity and activity, Applied Catalysis B: Environmental, 2011, 101, 239-245
  • Sepúlveda, C., Leiva, K., García, R., Radovic, L.R., Ghampson, I.T., DeSisto, W.J., Fierro, J.L.G., Escalona, N., Hydrodeoxygenation of 2-methoxyphenol over Mo2N catalysts supported on activated carbons, Catalysis Today, 2011, 172, 232-239
  • Lee, C.R., Yoon, J.S., Suh, Y.-W., Choi, J.-W., Ha, J.-M., Suh, D.J., Park, Y.-K., Catalytic roles of metals and supports on hydrodeoxygenation of lignin monomer guaiacol, Catalysis Communications, 2012, 17, 54-58
  • Bykova, M.V., Ermakov, D.Y., Kaichev, V.V., Bulavchenko, O.A., Saraev, A.A., Lebedev, M.Y., Yakovlev, V.А., Ni-based sol–gel catalysts as promising systems for crude bio-oil upgrading: Guaiacol hydrodeoxygenation study, Applied Catalysis B: Environmental, 2012, 113-114, 296-307
  • Ghampson, I.T., Sepúlveda, C., Garcia, R., Frederick, B.G., Wheeler, M.C., Escalona, N., DeSisto, W.J., Guaiacol transformation over unsupported molybdenum-based nitride catalysts, Applied Catalysis A: General, 2012, 413-414, 78-84
  • Ghampson, I.T., Sepúlveda, C., Garcia, R., Radovic, L.R., Fierro, J.L.G., DeSisto, W.J., Escalona, N., Hydrodeoxygenation of guaiacol over carbon-supported molybdenum nitride catalysts: Effects of nitriding methods and support properties, Applied Catalysis A: General, 2012, 439–440, 111-124
  • Viljava, T.R., Krause, A.O.I., Hydrotreating of compounds and mixtures of compounds having mercapto and hydroxyl groups, in: G.F. Froment, B. Delmon, P. Grange (Eds.) Studies in Surface Science and Catalysis, Elsevier, Oostende, 1997, pp. 343-352.
  • Gevert, B.S., Otterstedt, J.E., Massoth, F.E., Kinetics of the HDO of methyl-substituted phenols, Applied Catalysis, 1987, 31, 119-131
  • Girgis, M.J., Gates, B.C., Reactivities, reaction networks, and kinetics in high-pressure catalytic hydroprocessing, Industrial & Engineering Chemistry Research, 1991, 30, 2021-2058[Crossref]
  • Echeandia, S., Arias, P.L., Barrio, V.L., Pawelec, B., Fierro, J.L.G., Synergy effect in the HDO of phenol over Ni–W catalysts supported on active carbon: Effect of tungsten precursors, Applied Catalysis B: Environmental, 2010, 101, 1-12
  • Ryymin, E.-M., Honkela, M.L., Viljava, T.-R., Krause, A.O.I., Competitive reactions and mechanisms in the simultaneous HDO of phenol and methyl heptanoate over sulphided NiMo/γ-Al2O3, Applied Catalysis A: General, 2010, 389, 114-121
  • Viljava, T.R., Komulainen, R.S., Krause, A.O.I., Effect of H2S on the stability of CoMo/Al2O3 catalysts during hydrodeoxygenation, Catalysis Today, 2000, 60, 83-92
  • Zhao, C., He, J., Lemonidou, A.A., Li, X., Lercher, J.A., Aqueous-phase hydrodeoxygenation of bio-derived phenols to cycloalkanes, Journal of Catalysis, 2011, 280, 8-16
  • Massoth, F.E., Politzer, P., Concha, M.C., Murray, J.S., Jakowski, J., Simons, J., Catalytic Hydrodeoxygenation of Methyl-Substituted Phenols: Correlations of Kinetic Parameters with Molecular Properties, The Journal of Physical Chemistry B, 2006, 110, 14283-14291
  • Senol, O.I., Ryymin, E.M., Viljava, T.R., Krause, A.O.I., Effect of hydrogen sulphide on the hydrodeoxygenation of aromatic and aliphatic oxygenates on sulphided catalysts, Journal of Molecular Catalysis A: Chemical, 2007, 277, 107-112
  • Viljava, T.R., Saari, E.R.M., Krause, A.O.I., Simultaneous hydrodesulfurization and hydrodeoxygenation: interactions between mercapto and methoxy groups present in the same or in separate molecules, Applied Catalysis A: General, 2001, 209, 33-43
  • Lin, Y.-C., Li, C.-L., Wan, H.-P., Lee, H.-T., Liu, C.-F., Catalytic Hydrodeoxygenation of Guaiacol on Rh-Based and Sulfided CoMo and NiMo Catalysts, Energy & Fuels, 2011, 25, 890-896
  • He, Z., Wang, X., Highly selective catalytic hydrodeoxygenation of bio-derived guaiacol to cyclohexane over Pt/TiO2 and NiMo/Al2O3 catalysts, Journal of Catalysis, 2012, submitted
  • Bui, V.N., Toussaint, G., Laurenti, D., Mirodatos, C., Geantet, C., Co-processing of pyrolisis bio oils and gas oil for new generation of bio-fuels: Hydrodeoxygenation of guaïacol and SRGO mixed feed, Catalysis Today, 2009, 143, 172-178
  • Nimmanwudipong, T., Runnebaum, R., Block, D., Gates, B., Catalytic Reactions of Guaiacol: Reaction Network and Evidence of Oxygen Removal in Reactions with Hydrogen, Catalysis Letters, 2011, 141, 779-783
  • Olcese, R.N., Bettahar, M., Petitjean, D., Malaman, B., Giovanella, F., Dufour, A., Gas-phase hydrodeoxygenation of guaiacol over Fe/SiO2 catalyst, Applied Catalysis B: Environmental, In Press
  • Tyrone Ghampson, I., Sepúlveda, C., Garcia, R., García Fierro, J.L., Escalona, N., DeSisto, W.J., Comparison of alumina- and SBA-15-supported molybdenum nitride catalysts for hydrodeoxygenation of guaiacol, Applied Catalysis A: General, 2012, 435–436, 51-60
  • Ruiz, P.E., Frederick, B.G., De Sisto, W.J., Austin, R.N., Radovic, L.R., Leiva, K., García, R., Escalona, N., Wheeler, M.C., Guaiacol hydrodeoxygenation on MoS2 catalysts: Influence of activated carbon supports, Catalysis Communications, 2012, 27, 44-48
  • Sepúlveda, C., Escalona, N., García, R., Laurenti, D., Vrinat, M., Hydrodeoxygenation and hydrodesulfurization coprocessing over ReS2 supported catalysts, Catalysis Today,
  • Ruiz, P.E., Leiva, K., Garcia, R., Reyes, P., Fierro, J.L.G., Escalona, N., Relevance of sulfiding pretreatment on the performance of Re/ZrO2 and Re/ZrO2-sulfated catalysts for the hydrodeoxygenation of guayacol, Applied Catalysis A: General, 2010, 384, 78-83
  • Zhao, H.Y., Li, D., Bui, P., Oyama, S.T., Hydrodeoxygenation of guaiacol as model compound for pyrolysis oil on transition metal phosphide hydroprocessing catalysts, Applied Catalysis A: General, 2011, 391, 305-310
  • Hong, D.-Y., Miller, S.J., Agrawal, P.K., Jones, C.W., Hydrodeoxygenation and coupling of aqueous phenolics over bifunctional zeolite-supported metal catalysts, Chemical Communications, 2010, 46, 1038-1040
  • Zhao, C., Kou, Y., Lemonidou, A.A., Li, X., Lercher, J.A., Highly Selective Catalytic Conversion of Phenolic Bio-Oil to Alkanes, Angewandte Chemie, 2009, 121, 4047-4050
  • Ohta, H., Kobayashi, H., Hara, K., Fukuoka, A., Hydrodeoxygenation of phenols as lignin models under acidfree conditions with carbon-supported platinum catalysts, Chemical Communications, 2011, 47, 12209-12211[Crossref]
  • Zhao, C., Kou, Y., Lemonidou, A.A., Li, X., Lercher, J.A., Hydrodeoxygenation of bio-derived phenols to hydrocarbons using RANEY Ni and Nafion/SiO2 catalysts, Chemical Communications, 2010, 46, 412-414
  • Sitthisa, S., Sooknoi, T., Ma, Y., Balbuena, P.B., Resasco, D.E., Kinetics and mechanism of hydrogenation of furfural on Cu/SiO2 catalysts, Journal of Catalysis, 2011, 277, 1-13
  • Sitthisa, S., Resasco, D., Hydrodeoxygenation of Furfural Over Supported Metal Catalysts: A Comparative Study of Cu, Pd and Ni, Catalysis Letters, 2011, 141, 784-791
  • Sitthisa, S., Pham, T., Prasomsri, T., Sooknoi, T., Mallinson, R.G., Resasco, D.E., Conversion of furfural and 2-methylpentanal on Pd/SiO2 and Pd–Cu/SiO2 catalysts, Journal of Catalysis, 2011, 280, 17-27
  • Laurent, E., Delmon, B., Study of the hydrodeoxygenation of carbonyl, carboxylic and guaiacyl groups over sulfided CoMo/γ-Al2O3 and NiMo/γ-Al2O3 catalyst: II. Influence of water, ammonia and hydrogen sulfide, Applied Catalysis A: General, 1994, 109, 97-115
  • Bui, V.N., Laurenti, D., Delichère, P., Geantet, C., Hydrodeoxygenation of guaiacol: Part II: Support effect for CoMoS catalysts on HDO activity and selectivity, Applied Catalysis B: Environmental, 2011, 101, 246-255
  • Senol, O.I., Viljava, T.R., Krause, A.O.I., Hydrodeoxygenation of methyl esters on sulphided NiMo/γ-Al2O3 and CoMo/γ-Al2O3 catalysts, Catalysis Today, 2005, 100, 331-335
  • Laurent, E., Delmon, B., Study of the hydrodeoxygenation of carbonyl, carboxylic and guaiacyl groups over sulfided CoMo/γ-Al2O3 and NiMo/γ-Al2O3 catalysts. I. Catalytic reaction schemes, Appl. Catal. A, 1994, 109, 77-96
  • Toba, M., Abe, Y., Kuramochi, H., Osako, M., Mochizuki, T., Yoshimura, Y., Hydrodeoxygenation of waste vegetable oil over sulfide catalysts, Catalysis Today, 2011, 164, 533-537
  • Krar, M., Kasza, T., Kovacs, S., Kallo, D., Hancsok, J., Bio gas oils with improved low temperature properties, Fuel Processing Technology, 2011, 92, 886-892
  • Romero, Y., Richard, F., Brunet, S., Hydrodeoxygenation of 2-ethylphenol as a model compound of bio-crude over sulfided Mo-based catalysts: Promoting effect and reaction mechanism, Appl. Catal., B, 2010, 98, 213-223
  • Senol, O.I., Viljava, T.R., Krause, A.O.I., Effect of sulphiding agents on the hydrodeoxygenation of aliphatic esters on sulphided catalysts, Appl. Catal., A, 2007, 326, 236-244
  • Şenol, O.İ., Hydrodeoxygenation of aliphatic and aromatic oxygenates on sulphided catalysts for production of second generation biofuels, in: Department of Chemical Technology, Helsinki University of Technology, Espoo, Finland, 2007, pp. 59.
  • Senol, O.I., Viljava, T.R., Krause, A.O.I., Hydrodeoxygenation of aliphatic esters on sulphided NiMo/γ-Al2O3 and CoMo/γ-Al2O3 catalyst: The effect of water, Catalysis Today, 2005, 106, 186-189
  • Kubicka, D., Simacek, P., Zilkova, N., Transformation of Vegetable Oils into Hydrocarbons over Mesoporous-Alumina-Supported CoMo Catalysts, Topics in Catalysis, 2009, 52, 161-168[Crossref]
  • Viljava, T.R., Komulainen, S., Selvam, T., Krause, A.O.I., Stability of CoMo/Al2O3 catalysts: effect of HDO cycles on HDS, Studies in Surface Science and Catalysis, 1999, 127, 145-152
  • Pinheiro, A., Hudebine, D., Dupassieux, N., Geantet, C., Impact of Oxygenated Compounds from Lignocellulosic Biomass Pyrolysis Oils on Gas Oil Hydrotreatment, Energy & Fuels, 2009, 23, 1007-1014[Crossref]
  • Centeno, A., Laurent, E., Delmon, B., Influence of the Support of CoMo Sulfide Catalysts and of the Addition of Potassium and Platinum on the Catalytic Performances for the Hydrodeoxygenation of Carbonyl, Carboxyl, and Guaiacol-Type Molecules, Journal of Catalysis, 1995, 154, 288-298
  • Helmut, W., Behaviour of Co-Mo-Al2O3 catalysts in the hydrodeoxygenation of phenols, Fuel, 1982, 61, 1021-1026
  • Laurent, E., Delmon, B., Deactivation of a sulfided NiMo/γ-Al2O3during the hydrodeoxygenation of bio-oils. Influence of a high water pressure, in: Studies in Surface Science and Catalysis, Elsevier, 1994, pp. 459-466.
  • Laurent, E., Delmon, B., Influence of water in the deactivation of a sulfided NiMo/γ-Al2O3 catalyst during hydrodeoxygenation, Journal of Catalysis, 1994, 146, 281-291
  • Ryymin, E.-M., Honkela, M.L., Viljava, T.-R., Krause, A.O.I., Competitive reactions and mechanisms in the simultaneous HDO of phenol and methyl heptanoate over sulfided NiMo/γ-Al2O3, Appl. Catal., A, 2010, 389, 114-121
  • Kubicka, D., Kaluza, L., Deoxygenation of vegetable oils over sulfided Ni, Mo and NiMo catalysts, Appl. Catal., A, 2010, 372, 199-208
  • Ryymin, E.-M., Honkela, M.L., Viljava, T.-R., Krause, A.O.I., Insight to sulfur species in the hydrodeoxygenation of aliphatic esters over sulfided NiMo/γ-Al2O3 catalyst, Appl. Catal., A, 2009, 358, 42-48
  • Romero, Y., Richard, F., Reneme, Y., Brunet, S., Hydrodeoxygenation of benzofuran and its oxygenated derivatives (2,3-dihydrobenzofuran and 2-ethylphenol) over NiMoP/Al2O3 catalyst, Appl. Catal., A, 2009, 353, 46-53
  • Edelman, M.C., Maholland, M.K., Baldwin, R.M., Cowley, S.W., Vapor-phase catalytic hydrodeoxygenation of benzofuran, Journal of Catalysis, 1988, 111, 243-253
  • Krishnamurthy, S., Panvelker, S., Shah, Y.T., Hydrodeoxygenation of dibenzofuran and related compounds, AIChE Journal, 1981, 27, 994-1001
  • Leckel, D., Catalytic Hydroprocessing of Coal-Derived Gasification Residues to Fuel Blending Stocks: Effect of Reaction Variables and Catalyst on Hydrodeoxygenation (HDO), Hydrodenitrogenation (HDN), and Hydrodesulfurization (HDS), Energy & Fuels, 2006, 20, 1761-1766
  • Bunch, A.Y., Wang, X., Ozkan, U.S., Hydrodeoxygenation of benzofuran over sulfided and reduced Ni–Mo/γ-Al2O3 catalysts: Effect of H2S, Journal of Molecular Catalysis A: Chemical, 2007, 270, 264-272
  • Yoosuk, B., Tumnantong, D., Prasassarakich, P., Amorphous unsupported Ni–Mo sulfide prepared by one step hydrothermal method for phenol hydrodeoxygenation, Fuel, 2012, 91, 246-252
  • Topsoe, H., Clausen, B.S., Massoth, F.E., Hydrotreating catalysis, in: J.R. Anderson, M. Boudart (Eds.) Ctalysis Science and Technology, Springer Verlag, Berlin, Germany, 1996.
  • Brorson, M., Carlsson, A., Topsøe, H., The morphology of MoS2, WS2, Co-Mo-S, Ni-Mo-S and Ni-W-S nanoclusters in hydrodesulfurization catalysts revealed by HAADF-STEM, Catalysis Today, 2007, 123, 31-36
  • Chianelli, R.R., Berhault, G., Torres, B., Unsupported transition metal sulfide catalysts: 100 years of science and application, Catalysis Today, 2009, 147, 275-286
  • Yang, Y., Gilbert, A., Xu, C., Hydrodeoxygenation of biocrude in supercritical hexane with sulfided CoMo and CoMoP catalysts supported on MgO: A model compound study using phenol, Appl. Catal., A, 2009, 360, 242-249
  • Cordero, R.L., Guerra, S.L., Fierro, J.L.G., Agudo, A.L., Formation of Al2(MoO4)3 and MoO3 phases induced by phosphate in molybdena-phosphorus catalysts, Journal of Catalysis, 1990, 126, 8-12
  • Lewis, J.M., Kydd, R.A., Boorman, P.M., Van Rhyn, P.H., Phosphorus promotion in nickel-molybdenum/alumina catalysts: model compound reactions and gas oil hydroprocessing, Applied Catalysis A: General, 1992, 84, 103-121
  • Inui, t., Fujimoto, K., Uchijima, T., Masai, M., New Aspects of Spillover Effect in Catalysis For Development of Highly Active Catalysts, Elsevier, Amsterdam, 1993.
  • Conner, W.C., Falconer, J.L., Spillover in Heterogeneous Catalysis, Chemical reviews, 1995, 95, 759-788
  • Leckel, D., Hydrodeoxygenation of Heavy Oils Derived From Low-Temperature Coal Gasification over NiW Catalysts-Effect of Pore Structure, Energy & Fuels, 2007, 22, 231-236
  • Gandarias, I., Barrio, V.L., Requies, J., Arias, P.L., Cambra, J.F., Guemez, M.B., From biomass to fuels: Hydrotreating of oxygenated compounds, International Journal of Hydrogen Energy, 2008, 33, 3485-3488
  • Smith, G.V., Notheisz, F., Heterogeneous Catalysis in Organic Chemistry, Academic Press, San Diego, 1999.
  • Elliott, D.C., Neuenschwander, G.G., Hart, T.R., Hu, J., Solana, A.E., Cao, C., Hydrogenation of Bio-oil for Chemicals and Fuels Production, in: A.V. Bridgwater, D.G.B. Boocock (Eds.) Science in Thermal and Chemical Biomass Conversion, CPL Press, Newbury, 2006, pp. 1536-1546.
  • Gutierrez, A., Kaila, R.K., Honkela, M.L., Slioor, R., Krause, A.O.I., Hydrodeoxygenation of guaiacol on noble metal catalysts, Catalysis Today, 2009, 147, 239-246
  • Centeno, A., Maggi, R., Delmon, B., Use of noble metals in hydrodeoxygenation reactions, Studies in Surface Science and Catalysis, 1999, 127, 77-84[Crossref]
  • Ardiyanti, A.R., Gutierrez, A., Honkela, M.L., Krause, A.O.I., Heeres, H.J., Hydrotreatment of wood-based pyrolysis oil using zirconia-supported mono- and bimetallic (Pt, Pd, Rh) catalysts, Applied Catalysis A: General, 2011, 407, 56-66
  • Li, N., Huber, G.W., Aqueous-phase hydrodeoxygenation of sorbitol with Pt/SiO2-Al2O3: Identification of reaction intermediates, Journal of Catalysis, 2010, 270, 48-59
  • Wang, Y., Fang, Y., He, T., Hu, H., Wu, J., Hydrodeoxygenation of dibenzofuran over noble metal supported on mesoporous zeolite, Catalysis Communications, 2011, 12, 1201-1205[Crossref]
  • Dhandapani, B., St. Clair, T., Oyama, S.T., Simultaneous hydrodesulfurization, hydrodeoxygenation, and hydrogenation with molybdenum carbide, Applied Catalysis A: General, 1998, 168, 219-228
  • Mendes, M.J., Santos, O.A.A., Jordão, E., Silva, A.M., Hydrogenation of oleic acid over ruthenium catalysts, Applied Catalysis A: General, 2001, 217, 253-262
  • Pestman, R., Koster, R.M., Pieterse, J.A.Z., Ponec, V., Reactions of Carboxylic Acids on Oxides: 1. Selective Hydrogenation of Acetic Acid to Acetaldehyde, Journal of Catalysis, 1997, 168, 255-264
  • Mars, P., van Krevelen, D.W., Oxidations carried out by means of vanadium oxide catalysts, Chemical Engineering Science, 1954, 3, 41-59
  • Moberg, D.R., Thibodeau, T.J., Amar, F.o.G., Frederick, B.G., Mechanism of Hydrodeoxygenation of Acrolein on a Cluster Model of MoO3, The Journal of Physical Chemistry C, 2010, 114, 13782-13795
  • Cheng, J., Hu, P., Utilization of the Three-Dimensional Volcano Surface To Understand the Chemistry of Multiphase Systems in Heterogeneous Catalysis, Journal of the American Chemical Society, 2008, 130, 10868-10869
  • Channiwala, S.A., Parikh, P.P., A unified correlation for estimating HHV of solid, liquid and gaseous fuels, Fuel, 2002, 81, 1051-1063
  • Li, K., Wang, R., Chen, J., Hydrodeoxygenation of Anisole over Silica-Supported Ni2P, MoP, and NiMoP Catalysts, Energy & Fuels, 2011, 25, 854-863
  • Duan, X., Teng, Y., Wang, A., Kogan, V.M., Li, X., Wang, Y., Role of sulfur in hydrotreating catalysis over nickel phosphide, Journal of Catalysis, 2009, 261, 232-240
  • Oyama, S.T., Wang, X., Lee, Y.K., Chun, W.J., Active phase of Ni2P/SiO2 in hydroprocessing reactions, Journal of Catalysis, 2004, 221, 263-273
  • Whiffen, V.M.L., Smith, K.J., Hydrodeoxygenation of 4-Methylphenol over Unsupported MoP, MoS2, and MoOx Catalysts, Energy & Fuels, 2010, 24, 4728-4737
  • Bowker, R.H., Smith, M.C., Pease, M.L., Slenkamp, K.M., Kovarik, L., Bussell, M.E., Synthesis and Hydrodeoxygenation Properties of Ruthenium Phosphide Catalysts, ACS Catal., 2011, 1, 917-922
  • Hicks, J.C., Advances in C–O Bond Transformations in Lignin-Derived Compounds for Biofuels Production, The Journal of Physical Chemistry Letters, 2011, 2, 2280-2287[Crossref]
  • Talukdar, A.K., Bhattacharyya, K.G., Sivasanker, S., Hydrogenation of phenol over supported platinum and palladium catalysts, Applied Catalysis A: General, 1993, 96, 229-239[Crossref]
  • Lee, J.S., Yeom, M.H., Park, K.Y., Nam, I.-S., Chung, J.S., Kim, Y.G., Moon, S.H., Preparation and benzene hydrogenation activity of supported molybdenum carbide catalysts, Journal of Catalysis, 1991, 128, 126-136
  • Djéga-Mariadassou, G., Boudart, M., Bugli, G., Sayag, C., Modification of the surface composition of molybdenum oxynitride during hydrocarbon catalysis, Catalysis Letters, 1995, 31, 411-420
  • Hwu, H.H., Chen, J.G., Surface Chemistry of Transition Metal Carbides, Chemical reviews, 2004, 105, 185-212
  • Han, J., Duan, J., Chen, P., Lou, H., Zheng, X., Hong, H., Nanostructured molybdenum carbides supported on carbon nanotubes as efficient catalysts for one-step hydrodeoxygenation and isomerization of vegetable oils, Green Chemistry, 2011, 13, 2561-2568
  • Zhang, W., Zhang, Y., Zhao, L., Wei, W., Catalytic Activities of NiMo Carbide Supported on SiO2 for the Hydrodeoxygenation of Ethyl Benzoate, Acetone, and Acetaldehyde, Energy & Fuels, 2010, 24, 2052-2059
  • Choi, J.-S., Bugli, G., Djéga-Mariadassou, G., Influence of the Degree of Carburization on the Density of Sites and Hydrogenating Activity of Molybdenum Carbides, Journal of Catalysis, 2000, 193, 238-247
  • Raje, A., Liaw, S.-J., Chary, K.V.R., Davis, B.H., Catalytic hydrotreatment of Illinois No. 6 coal-derived naphtha: Comparison of molybdenum nitride and molybdenum sulfide for heteroatom removal, Applied Catalysis A: General, 1995, 123, 229-250
  • Dolce, G.M., Savage, P.E., Thompson, L.T., Hydrotreatment activities of supported molybdenum nitrides and carbides, Energy & Fuels, 1997, 11, 668-675
  • Nagai, M., Transition-metal nitrides for hydrotreating catalyst--Synthesis, surface properties, and reactivities, Applied Catalysis A: General, 2007, 322, 178-190
  • Popov, A., Kondratieva, E., Goupil, J.M., Mariey, L., Bazin, P., Gilson, J.-P., Travert, A., Maugé, F., Bio-oils Hydrodeoxygenation: Adsorption of Phenolic Molecules on Oxidic Catalyst Supports, The Journal of Physical Chemistry C, 2010, 114, 15661-15670
  • Yakovlev, V.A., Khromova, S.A., Sherstyuk, O.V., Dundich, V.O., Ermakov, D.Y., Novopashina, V.M., Lebedev, M.Y., Bulavchenko, O., Parmon, V.N., Development of new catalytic systems for upgraded bio-fuels production from bio-crude-oil and biodiesel, Catalysis Today, 2009, 144, 362-366
  • Wang, X.-f., Wang, F., Chen, M.-y., Ren, J., Studies on nickelbased bimetallic catalysts for hydrodeoxygenation, Journal of Fuel Chemistry and Technology, 2005, 33, 612-616
  • Wang, X., Ozkan, U.S., Characterization of Active Sites over Reduced Ni−Mo/Al2O3 Catalysts for Hydrogenation of Linear Aldehydes, The Journal of Physical Chemistry B, 2005, 109, 1882-1890
  • Wang, W.-y., Yang, Y.-q., Bao, J.-g., Luo, H.-a., Characterization and catalytic properties of Ni–Mo–B amorphous catalysts for phenol hydrodeoxygenation, Catalysis Communications, 2009, 11, 100-105
  • Wang, W.-y., Yang, Y.-q., Luo, H.-a., Liu, W.-y., Effect of additive (Co, La) for Ni–Mo–B amorphous catalyst and its hydrodeoxygenation properties, Catalysis Communications, 2010, 11, 803-807
  • Wang, W., Yang, Y., Luo, H., Hu, T., Liu, W., Amorphous Co–Mo–B catalyst with high activity for the hydrodeoxygenation of bio-oil, Catalysis Communications, 2011, 12, 436-440[Crossref]
  • Wang, W., Yang, Y., Luo, H., Peng, H., He, B., Liu, W., Preparation of Ni(Co)–W–B amorphous catalysts for cyclopentanone hydrodeoxygenation, Catalysis Communications, 2011, 12, 1275-1279[Crossref]
  • Belatel, H., Al-Kandari, H., Al-Khorafi, F., Katrib, A., Garin, F., Catalytic reactions of methylcyclohexane (MCH) on partially reduced MoO3, Applied Catalysis A: General, 2004, 275, 141-147
  • Thibodeau, T.J., Canney, A.S., DeSisto, W.J., Wheeler, M.C., Amar, F.G., Frederick, B.G., Composition of tungsten oxide bronzes active for hydrodeoxygenation, Applied Catalysis A: General, 2010, 388, 86-95
  • Stakheev, A.Y., Kustov, L.M., Effects of the support on the morphology and electronic properties of supported metal clusters: modern concepts and progress in 1990s, Applied Catalysis A: General, 1999, 188, 3-35
  • Vissers, J.P.R., Scheffer, B., de Beer, V.H.J., Moulijn, J.A., Prins, R., Effect of the support on the structure of Mo-based hydrodesulfurization catalysts: Activated carbon versus alumina, Journal of Catalysis, 1987, 105, 277-284
  • Venderbosch, R.H., Ardiyanti, A.R., Wildschut, J., Oasmaa, A., Heeres, H.J., Stabilization of biomass-derived pyrolysis oils, Journal of Chemical Technology and Biotechnology, 2010, 85, 674-686
  • Chiranjeevi, T., Kumaran, G.M., Dhar, G.M., Synthesis, Characterization, and Evaluation of Mesoporous MCM-41-supported Molybdenum Hydrotreating Catalysts, Pet. Sci. Technol., 2008, 26, 690-703
  • Duan, J., Han, J., Sun, H., Chen, P., Lou, H., Zheng, X., Diesellike hydrocarbons obtained by direct hydrodeoxygenation of sunflower oil over Pd/Al-SBA-15 catalysts, Catalysis Communications, 2012, 17, 76-80
  • Ferrari, M., Delmon, B., Grange, P., Influence of the active phase loading in carbon supported molybdenum-cobalt catalysts for hydrodeoxygenation reactions, Microporous and Mesoporous Materials, 2002, 56, 279-290
  • de la Puente, G., Gil, A., Pis, J.J., Grange, P., Effects of Support Surface Chemistry in Hydrodeoxygenation Reactions over CoMo/Activated Carbon Sulfided Catalysts, Langmuir, 1999, 15, 5800-5806
  • Ferrari, M., Bosmans, S., Maggi, R., Delmon, B., Grange, P., Influence of the hydrogen sulfide partial pressure on the hydrodeoxygenation reactions over sulfided CoMo/Carbon catalysts, Studies in Surface Science and Catalysis, 1999, 127, 85-95
  • Corma, A., From Microporous to Mesoporous Molecular Sieve Materials and Their Use in Catalysis, Chemical reviews, 1997, 97, 2373-2420
  • Kaluza, L., Zdrazil, M., Zilková, N., Cejka, J., High activity of highly loaded MoS2 hydrodesulfurization catalysts supported on organised mesoporous alumina, Catalysis Communications, 2002, 3, 151-157
  • Gajardo, P., Mathieux, A., Grange, P., Delmon, B., Structure and catalytic activity of CoMo/γ-Al2O3 and CoMo/SiO2 hydrodesulphurization catalysts: an xps and esr characterization of sulfided used catalysts, Applied Catalysis, 1982, 3, 347-376
  • Jasik, A., Wojcieszak, R., Monteverdi, S., Ziolek, M., Bettahar, M.M., Study of nickel catalysts supported on Al2O3, SiO2 or Nb2O5 oxides, Journal of Molecular Catalysis A: Chemical, 2005, 242, 81-90
  • Popov, A., Kondratieva, E., Gilson, J.-P., Mariey, L., Travert, A., Maugé, F., IR study of the interaction of phenol with oxides and sulfided CoMo catalysts for bio-fuel hydrodeoxygenation, Catalysis Today, 2011, 172, 132-135
  • Duchet, J.C., van Oers, E.M., de Beer, V.H.J., Prins, R., Carbon-supported sulfide catalysts, Journal of Catalysis, 1983, 80, 386-402
  • Figueiredo, J.L., Pereira, M.F.R., The role of surface chemistry in catalysis with carbons, Catalysis Today, 2010, 150, 2-7
  • Breysse, M., Portefaix, J.L., Vrinat, M., Support effects on hydrotreating catalysts, Catalysis Today, 1991, 10, 489-505
  • Pratt, K.C., Sanders, J.V., Christov, V., Morphology and activity of MoS2 on various supports: Genesis of the active phase, Journal of Catalysis, 1990, 124, 416-432
  • He, Z., Yang, M., Wang, X., Zhao, Z., Duan, A., Effect of the transition metal oxide supports on hydrogen production from bio-ethanol reforming, Catalysis Today, (in press), 2012, DOI: 10.1016/j.cattod.2012.05.004,[Crossref]
  • Savva, P.G., Goundani, K., Vakros, J., Bourikas, K., Fountzoula, C., Vattis, D., Lycourghiotis, A., Kordulis, C., Benzene hydrogenation over Ni/Al2O3 catalysts prepared by conventional and sol–gel techniques, Applied Catalysis B: Environmental, 2008, 79, 199-207
  • Furimsky, E., Massoth, F.E., Deactivation of hydroprocessing catalysts, Catalysis Today, 1999, 52, 381-495
  • Elliott, D.C., Hart, T.R., Neuenschwander, G.G., Rotness, L.J., Zacher, A.H., Catalytic hydroprocessing of biomass fast pyrolysis bio-oil to produce hydrocarbon products, Environmental Progress & Sustainable Energy, 2009, 28, 441-449[Crossref]
  • Bridgwater, A.V., Production of high grade fuels and chemicals from catalytic pyrolysis of biomass, Catalysis Today, 1996, 29, 285-295
  • Ferrari, M., Maggi, R., Delmon, B., Grange, P., Influences of the Hydrogen Sulfide Partial Pressure and of a Nitrogen Compound on the Hydrodeoxygenation Activity of a CoMo/Carbon Catalyst, Journal of Catalysis, 2001, 198, 47-55
  • Hurff, S.J., Klein, M.T., Reaction pathway analysis of thermal and catalytic lignin fragmentation by use of model compounds, Industrial & Engineering Chemistry Fundamentals, 1983, 22, 426-430
  • Laurent, E., Centeno, A., Delmon, B., Coke Formation during the Hydrotreating of Biomass Pyrolysis Oils: Influence of Guaiacol Type Compounds, in: B. Delmon, G.F. Froment (Eds.) Studies in Surface Science and Catalysis, Elsevier, 1994, pp. 573-578.
  • Vispute, T.P., Zhang, H., Sanna, A., Xiao, R., Huber, G.W., Renewable Chemical Commodity Feedstocks from Integrated Catalytic Processing of Pyrolysis Oils, Science, 2010, 330, 1222-1227
  • Esposito, D.V., Hunt, S.T., Stottlemyer, A.L., Dobson, K.D., McCandless, B.E., Birkmire, R.W., Chen, J.G., Low-Cost Hydrogen-Evolution Catalysts Based on Monolayer Platinum on Tungsten Monocarbide Substrates, Angewandte Chemie International Edition, 2010, 49, 9859-9862
  • Yuan, Z., Wang, L., Wang, J., Xia, S., Chen, P., Hou, Z., Zheng, X., Hydrogenolysis of glycerol over homogenously dispersed copper on solid base catalysts, Applied Catalysis B: Environmental, 2011, 101, 431-440
  • Lu, J., Fu, B., Kung, M.C., Xiao, G., Elam, J.W., Kung, H.H., Stair, P.C., Coking- and Sintering-Resistant Palladium Catalysts Achieved Through Atomic Layer Deposition, Science, 2012, 335, 1205-1208
  • Chopra, I.S., Chaudhuri, S., Veyan, J.F., Chabal, Y.J., Turning aluminium into a noble-metal-like catalyst for low-temperature activation of molecular hydrogen, Nature Materials, 2011, 10, 986-986
  • Mercader, F.d.M., Groeneveld, M.J., Kersten, S.R.A., Venderbosch, R.H., Hogendoorn, J.A., Pyrolysis oil upgrading by high pressure thermal treatment, Fuel, 2010, 89, 2829-2837

Document Type

Publication order reference


YADDA identifier

JavaScript is turned off in your web browser. Turn it on to take full advantage of this site, then refresh the page.