Hydrodeoxygenation of phenol over zirconia supported Pd bimetallic catalysts. The effect of second metal on catalyst performance
Abstract
Here, this work investigated the effect of the addition of a second metal (Cu, Ag, Zn, Sn) on the performance of Pd/ZrO2 catalyst for HDO of phenol at 573 K in the gas phase. The incorporation of dopants resulted in the formation of Pd–X (Cu, Ag, Zn) alloys, which reduced the reaction rate for HDO and increased the selectivity to hydrogenation products (cyclohexanone and cyclohexanol). The lower activity of the bimetallic catalysts was due to the segregation of the second metal on the surface of the Pd particle. For PdSn/ZrO2, alloying was also observed but tin oxide was still present on the surface after reduction at 773 K. For Pd and PdSn/ZrO2, the oxophilic sites represented by Zr and Sn cations promotes the hydrogenation of the carbonyl group of the keto-tautomer intermediate formed, producing benzene as the main product. All catalysts significantly deactivated during the reaction but the deactivation degree depended on the type of the metal. Pd/ZrO2 and PdZn/ZrO2 and PdAg/ZrO2 exhibited approximately the same deactivation degree. However, the loss of activity was less pronounced for PdSn/ZrO2 catalyst. Finally, Pd dispersion significantly decreased during the reaction, indicating that the sintering of Pd particles is one of the causes formore »
- Authors:
-
- Federal Univ. of Uberlandia, Uberlandia (Brazil). School of Chemical Engineering
- National Inst. of Technology, Rio de Janeiro (Brazil). Catalysis Division; Military Institute of Engineering, Rio de Janeiro (Brazil). Chemical Engineering Dept.
- Univ. of Kentucky, Lexington, KY (United States). Center for Applied Energy Research; Univ. of Texas, San Antonio, TX (United States). Dept. of Biomedical Engineering, Dept. of Mechanical Engineering, and Chemical Engineering Program
- Univ. of Kentucky, Lexington, KY (United States). Center for Applied Energy Research
- Argonne National Lab. (ANL), Argonne, IL (United States)
- National Inst. of Technology, Rio de Janeiro (Brazil). Catalysis Division; Military Institute of Engineering, Rio de Janeiro (Brazil). Chemical Engineering Dept.
- Publication Date:
- Research Org.:
- Argonne National Lab. (ANL), Argonne, IL (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Biological and Environmental Research (BER); USDOE Office of Fossil Energy (FE); USDOE Office of Science (SC), Basic Energy Sciences (BES); Coordenação de Aperfeiçoamento de Pessoal de Ensino Superio (CAPES); Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
- OSTI Identifier:
- 1429389
- Grant/Contract Number:
- AC02-06CH11357
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Applied Catalysis B: Environmental
- Additional Journal Information:
- Journal Volume: 232; Journal Issue: C; Journal ID: ISSN 0926-3373
- Publisher:
- Elsevier
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 36 MATERIALS SCIENCE; hydrodeoxygenation; bimetallic catalysts; bio-oil; oxophilic sites; phenol; stability
Citation Formats
Resende, Karen A., Teles, Camila A., Jacobs, Gary, Davis, Burtron H., Cronauer, Donald C., Jeremy Kropf, A., Marshall, Christopher L., Hori, Carla E., and Noronha, Fabio B. Hydrodeoxygenation of phenol over zirconia supported Pd bimetallic catalysts. The effect of second metal on catalyst performance. United States: N. p., 2018.
Web. doi:10.1016/j.apcatb.2018.03.041.
Resende, Karen A., Teles, Camila A., Jacobs, Gary, Davis, Burtron H., Cronauer, Donald C., Jeremy Kropf, A., Marshall, Christopher L., Hori, Carla E., & Noronha, Fabio B. Hydrodeoxygenation of phenol over zirconia supported Pd bimetallic catalysts. The effect of second metal on catalyst performance. United States. https://doi.org/10.1016/j.apcatb.2018.03.041
Resende, Karen A., Teles, Camila A., Jacobs, Gary, Davis, Burtron H., Cronauer, Donald C., Jeremy Kropf, A., Marshall, Christopher L., Hori, Carla E., and Noronha, Fabio B. Wed .
"Hydrodeoxygenation of phenol over zirconia supported Pd bimetallic catalysts. The effect of second metal on catalyst performance". United States. https://doi.org/10.1016/j.apcatb.2018.03.041. https://www.osti.gov/servlets/purl/1429389.
@article{osti_1429389,
title = {Hydrodeoxygenation of phenol over zirconia supported Pd bimetallic catalysts. The effect of second metal on catalyst performance},
author = {Resende, Karen A. and Teles, Camila A. and Jacobs, Gary and Davis, Burtron H. and Cronauer, Donald C. and Jeremy Kropf, A. and Marshall, Christopher L. and Hori, Carla E. and Noronha, Fabio B.},
abstractNote = {Here, this work investigated the effect of the addition of a second metal (Cu, Ag, Zn, Sn) on the performance of Pd/ZrO2 catalyst for HDO of phenol at 573 K in the gas phase. The incorporation of dopants resulted in the formation of Pd–X (Cu, Ag, Zn) alloys, which reduced the reaction rate for HDO and increased the selectivity to hydrogenation products (cyclohexanone and cyclohexanol). The lower activity of the bimetallic catalysts was due to the segregation of the second metal on the surface of the Pd particle. For PdSn/ZrO2, alloying was also observed but tin oxide was still present on the surface after reduction at 773 K. For Pd and PdSn/ZrO2, the oxophilic sites represented by Zr and Sn cations promotes the hydrogenation of the carbonyl group of the keto-tautomer intermediate formed, producing benzene as the main product. All catalysts significantly deactivated during the reaction but the deactivation degree depended on the type of the metal. Pd/ZrO2 and PdZn/ZrO2 and PdAg/ZrO2 exhibited approximately the same deactivation degree. However, the loss of activity was less pronounced for PdSn/ZrO2 catalyst. Finally, Pd dispersion significantly decreased during the reaction, indicating that the sintering of Pd particles is one of the causes for catalyst deactivation.},
doi = {10.1016/j.apcatb.2018.03.041},
journal = {Applied Catalysis B: Environmental},
number = C,
volume = 232,
place = {United States},
year = {Wed Mar 21 00:00:00 EDT 2018},
month = {Wed Mar 21 00:00:00 EDT 2018}
}
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Works referenced in this record:
An overview of aqueous-phase catalytic processes for production of hydrogen and alkanes in a biorefinery
journal, January 2006
- Huber, George W.; Dumesic, James A.
- Catalysis Today, Vol. 111, Issue 1-2
Catalysis in thermal biomass conversion
journal, September 1994
- Bridgwater, A. V.
- Applied Catalysis A: General, Vol. 116, Issue 1-2
Screening of Catalysts for Hydrodeoxygenation of Phenol as a Model Compound for Bio-oil
journal, July 2013
- Mortensen, Peter M.; Grunwaldt, Jan-Dierk; Jensen, Peter A.
- ACS Catalysis, Vol. 3, Issue 8
Review of fast pyrolysis of biomass and product upgrading
journal, March 2012
- Bridgwater, A. V.
- Biomass and Bioenergy, Vol. 38, p. 68-94
Catalytic hydrodeoxygenation
journal, June 2000
- Furimsky, Edward
- Applied Catalysis A: General, Vol. 199, Issue 2, p. 147-190
Renewable fuels via catalytic hydrodeoxygenation
journal, April 2011
- Choudhary, T. V.; Phillips, C. B.
- Applied Catalysis A: General, Vol. 397, Issue 1-2, p. 1-12
Bio-oils Upgrading for Second Generation Biofuels
journal, January 2013
- Graça, Inês; Lopes, José M.; Cerqueira, Henrique S.
- Industrial & Engineering Chemistry Research, Vol. 52, Issue 1
Carbon-supported bimetallic Pd–Fe catalysts for vapor-phase hydrodeoxygenation of guaiacol
journal, October 2013
- Sun, Junming; Karim, Ayman M.; Zhang, He
- Journal of Catalysis, Vol. 306
Synergistic Catalysis between Pd and Fe in Gas Phase Hydrodeoxygenation of m -Cresol
journal, August 2014
- Hong, Yongchun; Zhang, He; Sun, Junming
- ACS Catalysis, Vol. 4, Issue 10
Selective conversion of m-cresol to toluene over bimetallic Ni–Fe catalysts
journal, July 2014
- Nie, Lei; de Souza, Priscilla M.; Noronha, Fabio B.
- Journal of Molecular Catalysis A: Chemical, Vol. 388-389
Role of Keto Intermediates in the Hydrodeoxygenation of Phenol over Pd on Oxophilic Supports
journal, January 2015
- de Souza, Priscilla M.; Rabelo-Neto, Raimundo C.; Borges, Luiz E. P.
- ACS Catalysis, Vol. 5, Issue 2
Hydrodeoxygenation of Phenol over Pd Catalysts. Effect of Support on Reaction Mechanism and Catalyst Deactivation
journal, February 2017
- de Souza, Priscilla M.; Rabelo-Neto, Raimundo C.; Borges, Luiz E. P.
- ACS Catalysis, Vol. 7, Issue 3
Effect of Zirconia Morphology on Hydrodeoxygenation of Phenol over Pd/ZrO 2
journal, November 2015
- de Souza, Priscilla M.; Rabelo-Neto, Raimundo C.; Borges, Luiz E. P.
- ACS Catalysis, Vol. 5, Issue 12
The relationship between the structural properties of bimetallic Pd–Sn/SiO2 catalysts and their performance for selective citral hydrogenation
journal, October 2011
- Vicente, Aurélie; Lafaye, Gwendoline; Especel, Catherine
- Journal of Catalysis, Vol. 283, Issue 2
WinXAS a Program for X-ray Absorption Spectroscopy Data Analysis under MS-Windows
journal, March 1998
- Ressler, T.
- Journal of Synchrotron Radiation, Vol. 5, Issue 2, p. 118-122
Fischer–Tropsch synthesis: Temperature programmed EXAFS/XANES investigation of the influence of support type, cobalt loading, and noble metal promoter addition to the reduction behavior of cobalt oxide particles
journal, December 2007
- Jacobs, Gary; Ji, Yaying; Davis, Burtron H.
- Applied Catalysis A: General, Vol. 333, Issue 2
ATOMS : crystallography for the X-ray absorption spectroscopist
journal, March 2001
- Ravel, Bruce
- Journal of Synchrotron Radiation, Vol. 8, Issue 2
Theoretical x-ray absorption fine structure standards
journal, July 1991
- Rehr, J. J.; Mustre de Leon, J.; Zabinsky, S. I.
- Journal of the American Chemical Society, Vol. 113, Issue 14
ATHENA , ARTEMIS , HEPHAESTUS : data analysis for X-ray absorption spectroscopy using IFEFFIT
journal, June 2005
- Ravel, B.; Newville, M.
- Journal of Synchrotron Radiation, Vol. 12, Issue 4
Investigation of isosynthesis via CO hydrogenation over ZrO2 and CeO2 catalysts: Effects of crystallite size, phase composition and acid–base sites
journal, March 2007
- Khaodee, Watcharapong; Jongsomjit, Bunjerd; Assabumrungrat, Suttichai
- Catalysis Communications, Vol. 8, Issue 3
Bimetallic palladium catalysts: influence of the co-metal on the catalyst performance
journal, September 2001
- Coq, Bernard; Figueras, François
- Journal of Molecular Catalysis A: Chemical, Vol. 173, Issue 1-2
Characterization of CeO2-supported Cu–Pd bimetallic catalyst for the oxygen-assisted water–gas shift reaction
journal, December 2008
- Fox, Elise B.; Velu, Subramani; Engelhard, Mark H.
- Journal of Catalysis, Vol. 260, Issue 2
Fischer–Tropsch Synthesis: Differences Observed in Local Atomic Structure and Selectivity with Pd Compared to Typical Promoters (Pt, Re, Ru) of Co/Al2O3 Catalysts
journal, July 2012
- Jacobs, Gary; Ma, Wenping; Gao, Pei
- Topics in Catalysis, Vol. 55, Issue 11-13
Hydrogenation of furfural over Pd–Cu/Al2O3 catalysts. The role of interaction between palladium and copper on determining catalytic properties
journal, December 2014
- Lesiak, M.; Binczarski, M.; Karski, S.
- Journal of Molecular Catalysis A: Chemical, Vol. 395
Palladium–zinc catalysts on mesoporous titania prepared by colloid synthesis. II. Synthesis and characterization of PdZn/TiO2 coating on inner surface of fused silica capillary
journal, August 2012
- Okhlopkova, Lyudmila B.; Kerzhentsev, Michail A.; Tuzikov, Fedor V.
- Journal of Nanoparticle Research, Vol. 14, Issue 9
A comparison of palladium-silver and palladium-yttrium alloys as hydrogen separation membranes
journal, February 1975
- Fort, D.; Farr, J. P. G.; Harris, I. R.
- Journal of the Less Common Metals, Vol. 39, Issue 2
A study of some palladium-tin, silver-tin and palladium-silver-tin alloys
journal, November 1968
- Harris, I. R.; Cordey-Hayes, M.
- Journal of the Less Common Metals, Vol. 16, Issue 3
Estimation of mean size and shape of small metal particles by EXAFS
journal, January 1999
- Jentys, Andreas
- Physical Chemistry Chemical Physics, Vol. 1, Issue 17
Bimetallic Pt–Ag and Pd–Ag nanoparticles
journal, May 2005
- Lahiri, Debdutta; Bunker, Bruce; Mishra, Bhoopesh
- Journal of Applied Physics, Vol. 97, Issue 9
Selective hydrogenation of acetylene in the presence of ethylene on K+-β-zeolite supported Pd and PdAg catalysts
journal, December 2007
- Huang, Wei; Pyrz, William; Lobo, Raul F.
- Applied Catalysis A: General, Vol. 333, Issue 2
Pd supported on tetragonal zirconia: Electrosynthesis, characterization and catalytic activity toward CO oxidation and CH4 combustion
journal, September 2005
- Faticanti, Marco; Cioffi, Nicola; Rossi, Sergio De
- Applied Catalysis B: Environmental, Vol. 60, Issue 1-2
Analytical Characterisation of Pd/ZrO2 Composite Nanoparticles Employed in Heterogeneous Catalysis
journal, May 2007
- Cioffi, N.; Faticanti, M.; Ditaranto, N.
- Current Nanoscience, Vol. 3, Issue 2
Catalytic reduction of nitrate on Pt-Cu and Pd-Cu on active carbon using continuous reactorThe effect of copper nanoparticles
journal, January 2006
- Barrabes, N.; Just, J.; Dafinov, A.
- Applied Catalysis B: Environmental, Vol. 62, Issue 1-2
Performance and regeneration studies of Pd–Ag/Al2O3 catalysts for the selective hydrogenation of acetylene
journal, June 2011
- Pachulski, Axel; Schödel, Rainer; Claus, Peter
- Applied Catalysis A: General, Vol. 400, Issue 1-2
Surface characterisation of Pd?Ag/Al2O3 catalysts for acetylene hydrogenation using an improved XPS procedure
journal, August 2004
- Lamb, R.
- Applied Catalysis A: General, Vol. 268, Issue 1-2
Characterization of Pt-Sn/carbon hydrogenation catalysts
journal, March 2002
- Neri, G.; Milone, C.; Galvagno, S.
- Applied Catalysis A: General, Vol. 227, Issue 1-2
Liquid phase hydrogenation of crotonaldehyde over bimetallic Rh-Sn/SiO2 catalysts
journal, July 2002
- Aguirre, M. del C.; Reyes, P.; Oportus, M.
- Applied Catalysis A: General, Vol. 233, Issue 1-2
Infrared Spectroscopy Study of Aldehydes Adsorbed on Rh−Sn Bimetallic Systems: Selective Activation of Aldehydes by Tin
journal, May 1999
- Nishiyama, Satoru; Hara, Toshiyuki; Tsuruya, Shigeru
- The Journal of Physical Chemistry B, Vol. 103, Issue 21
The surface composition of Pd$z.sbnd;Ag alloys
journal, October 1979
- Kuijers, F.
- Journal of Catalysis, Vol. 60, Issue 1
The Ag−Pd (Silver-Palladium) system
journal, June 1988
- Karakaya, I.; Thompson, W. T.
- Bulletin of Alloy Phase Diagrams, Vol. 9, Issue 3
XPS and TPR examinations of γ-alumina-supported Pd-Cu catalysts
journal, January 2001
- Batista, Jurka; Pintar, Albin; Mandrino, Djordje
- Applied Catalysis A: General, Vol. 206, Issue 1
Alloy Formation and Stability in Pd−Cu Bimetallic Catalysts
journal, January 1996
- Fernández-García, M.; Anderson, J. A.; Haller, G. L.
- The Journal of Physical Chemistry, Vol. 100, Issue 40
Characterization of Pumice-Supported Ag–Pd and Cu–Pd Bimetallic Catalysts by X-Ray Photoelectron Spectroscopy and X-Ray Diffraction
journal, March 1999
- Venezia, A. M.; Liotta, L. F.; Deganello, G.
- Journal of Catalysis, Vol. 182, Issue 2
Synthesis and properties of PdSn/Al2O3 and PdSn/SiO2 prepared by solvated metal atom dispersed method
journal, January 2003
- Cardenas, G.
- Journal of Molecular Catalysis A: Chemical, Vol. 191, Issue 1
Stability of bimetallic Pd–Zn catalysts for the steam reforming of methanol
journal, July 2008
- Conant, T.; Karim, A.; Lebarbier, V.
- Journal of Catalysis, Vol. 257, Issue 1
Comparative study between Zn–Pd/C and Pd/ZnO catalysts for steam reforming of methanol
journal, July 2004
- Suwa, Yoshinori; Ito, Shin-ichi; Kameoka, Satoshi
- Applied Catalysis A: General, Vol. 267, Issue 1-2
Enhancement of phenol hydrodeoxygenation over Pd catalysts supported on mixed HY zeolite and Al2O3. An approach to O-removal from bio-oils
journal, January 2014
- Echeandia, S.; Pawelec, B.; Barrio, V. L.
- Fuel, Vol. 117
Aqueous-phase hydrodeoxygenation of bio-derived phenols to cycloalkanes
journal, May 2011
- Zhao, Chen; He, Jiayue; Lemonidou, Angeliki A.
- Journal of Catalysis, Vol. 280, Issue 1
Zeolite-Beta-supported platinum catalysts for hydrogenation/hydrodeoxygenation of pyrolysis oil model compounds
journal, April 2013
- Horáček, Jan; Šťávová, Gabriela; Kelbichová, Vendula
- Catalysis Today, Vol. 204
Effects of support identity and metal dispersion in supported ruthenium hydrodeoxygenation catalysts
journal, May 2014
- Newman, Cody; Zhou, Xiaobo; Goundie, Ben
- Applied Catalysis A: General, Vol. 477
Bimetallic effects in the hydrodeoxygenation of meta-cresol on γ-Al2O3 supported Pt–Ni and Pt–Co catalysts
journal, January 2012
- Do, Phuong T. M.; Foster, Andrew J.; Chen, Jingguang
- Green Chemistry, Vol. 14, Issue 5
Catalytic Hydroprocessing of p-Cresol: Metal, Solvent and Mass-Transfer Effects
journal, March 2012
- Wan, Haijun; Chaudhari, Raghunath V.; Subramaniam, Bala
- Topics in Catalysis, Vol. 55, Issue 3-4
Efficient Conversion of m -Cresol to Aromatics on a Bifunctional Pt/HBeta Catalyst
journal, June 2014
- Zhu, Xinli; Nie, Lei; Lobban, Lance L.
- Energy & Fuels, Vol. 28, Issue 6
Gas-Phase Hydrogenation/Hydrogenolysis of Phenol over Supported Nickel Catalysts
journal, April 2000
- Shin, Eun-Jae; Keane, Mark A.
- Industrial & Engineering Chemistry Research, Vol. 39, Issue 4
Selective catalytic hydroalkylation and deoxygenation of substituted phenols to bicycloalkanes
journal, April 2012
- Zhao, Chen; Camaioni, Donald M.; Lercher, Johannes A.
- Journal of Catalysis, Vol. 288
Production of cyclohexane from lignin degradation compounds over Ni/ZrO2–SiO2 catalysts
journal, December 2013
- Zhang, Xinghua; Wang, Tiejun; Ma, Longlong
- Applied Energy, Vol. 112
Hydrodeoxygenation of mono- and dimeric lignin model compounds on noble metal catalysts
journal, September 2014
- Güvenatam, Burcu; Kurşun, Osman; Heeres, Erik H. J.
- Catalysis Today, Vol. 233
The Effect of Metal Type on Hydrodeoxygenation of Phenol Over Silica Supported Catalysts
journal, July 2016
- Teles, Camila A.; Rabelo-Neto, Raimundo C.; de Lima, Jerusa R.
- Catalysis Letters, Vol. 146, Issue 10
Different Product Distributions and Mechanistic Aspects of the Hydrodeoxygenation of m-Cresol over Platinum and Ruthenium Catalysts
journal, September 2015
- Tan, Qiaohua; Wang, Gonghua; Nie, Lei
- ACS Catalysis, Vol. 5, Issue 11
Role of Oxophilic Supports in the Selective Hydrodeoxygenation of m-Cresol on Pd Catalysts
journal, September 2014
- de Souza, Priscilla M.; Nie, Lei; Borges, Luiz E. P.
- Catalysis Letters, Vol. 144, Issue 12
Palladium-based alloy and monometallic catalysts for gas phase hydrogenation of crotonaldehyde: effects of alloying and alloy crystallite size
journal, April 2005
- Iwasa, Nobuhiro; Takizawa, Masanori; Arai, Masahiko
- Applied Catalysis A: General, Vol. 283, Issue 1-2
Conversion of furfural and 2-methylpentanal on Pd/SiO2 and Pd–Cu/SiO2 catalysts
journal, May 2011
- Sitthisa, Surapas; Pham, Trung; Prasomsri, Teerawit
- Journal of Catalysis, Vol. 280, Issue 1
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journal, June 2019
- Jaworski, María A.; Barbero, Bibiana P.; Siri, Guillermo J.
- Brazilian Journal of Chemical Engineering, Vol. 36, Issue 2
Preparation of a PdRuNi/C tri-metallic nanocatalyst and its excellent catalytic performance for ethylbenzene hydrogenation reaction
journal, January 2019
- Pei, An; Ruan, Luna; Liao, Jianhua
- New Journal of Chemistry, Vol. 43, Issue 44
Catalytic Fast Pyrolysis of Lignin Isolated by Hybrid Organosolv—Steam Explosion Pretreatment of Hardwood and Softwood Biomass for the Production of Phenolics and Aromatics
journal, November 2019
- Charisteidis, Ioannis; Lazaridis, Polykarpos; Fotopoulos, Apostolos
- Catalysts, Vol. 9, Issue 11