Inhibition of a gold-based catalyst in benzyl alcohol oxidation: Understanding and remediation

Catalysts

Volumn 4, Issue 2, 2014, Pages 89-115

  Skupien, Emmanuel ^a   Berger, Rob J ^a   Santos, Vera P ^a   Gascon, Jorge ^a   Makkee, Michiel ^a   Kreutzer, Michiel T ^a   Kooyman, Patricia J ^a   Moulijn, Jacob A ^a   Kapteijn, Freek ^a  

^a DELFT UNIVERSITY OF TECHNOLOGY   (Netherlands)

Author keywords

Benzyl alcohol; Catalysis; Deactivation; Gold; Inhibition; Kinetics; Mechanism; Modeling; Oxidation

Indexed keywords

EID: 84906859122     PISSN: None     EISSN: 20734344     Source Type: Journal    
DOI: 10.3390/catal4020089     Document Type: Article

References (36)

1. Davis, S.E.; Ide, M.S.; Davis, R.J. Selective oxidation of alcohols and aldehydes over supported metal nanoparticles. Green Chem. 2013, 15, 17-45.
2. Lilga, M.A.; Hallen, R.T.; Gray, M. Production of oxidized derivatives of 5-Hydroxymethylfurfural (HMF). Topics Catal. 2010, 53, 1264-1269.
3. Zope, B.N.; Davis, R.J. Inhibition of gold and platinum catalysts by reactive intermediates produced in the selective oxidation of alcohols in liquid water. Green Chem. 2011, 13, 3484-3491.
4. Haruta, M.; Yamada, N.; Kobayashi, T.; Iijima, S. Gold catalysts prepared by coprecipitation for low-temperature oxidation of hydrogen and of carbon monoxide. J. Catal. 1989, 115, 301-309.
5. Alhumaimess, M.; Lin, Z.; Weng, W.; Dimitratos, N.; Dummer, N.F.; Taylor, S.H.; Bartley, J.K.; Kiely, C.J.; Hutchings, G.J. Oxidation of benzyl alcohol by using gold nanoparticles supported on ceria foam. ChemSusChem 2012, 5, 125-131.
6. Deplanche, K.; Mikheenko, I.P.; Bennett, J.A.; Merroun, M.; Mounzer, H.; Wood, J.; MacAskie, L.E. Selective oxidation of benzyl-alcohol over biomass-supported Au/Pd bioinorganic catalysts. Topics Catal. 2011, 54, 1110-1114.
7. Guo, H.; Kemell, M.; Al-Hunaiti, A.; Rautiainen, S.; Leskelä, M.; Repo, T. Gold-palladium supported on porous steel fiber matrix: Structured catalyst for benzyl alcohol oxidation and benzyl amine oxidation. Catal. Commun. 2011, 12, 1260-1264.
8. Guo, H.; Al-Hunaiti, A.; Kemell, M.; Rautiainen, S.; Leskelä, M.; Repo, T. Gold catalysis outside nanoscale: Bulk gold catalyzes the aerobic oxidation of π-activated alcohols. ChemCatChem 2011, 3, 1872-1875.
9. Hao, Y.; Hao, G.P.; Guo, D.C.; Guo, C.Z.; Li, W.C.; Li, M.R.; Lu, A.H. Bimetallic Au-Pd Nanoparticles Confined in Tubular Mesoporous Carbon as Highly Selective and Reusable Benzyl Alcohol Oxidation Catalysts. ChemCatChem 2012, 4, 1595-1602.
10. Heeskens, D.; Aghaei, P.; Kaluza, S.; Strunk, J.; Muhler, M. Selective oxidation of ethanol in the liquid phase over Au/TiO2. Phys. Status Solidi. A 2013, 250, 1107-1118.
11. Mallat, T.; Baiker, A. Oxidation of alcohols with molecular oxygen on solid catalysts. Chem. Rev. 2004, 104, 3037-3058.
12. Quintanilla, A.; Butselaar-Orthlieb, V.C.L.; Kwakernaak, C.; Sloof, W.G.; Kreutzer, M.T.; Kapteijn, F. Weakly bound capping agents on gold nanoparticles in catalysis: Surface poison? J. Catal. 2010, 271, 104-114.
13. Sá, J.; Taylor, S.F.R.; Daly, H.; Goguet, A.; Tiruvalam, R.; He, Q.; Kiely, C.J.; Hutchings, G.J.; Hardacre, C. Redispersion of gold supported on oxides. ACS Catal. 2012, 2, 552-560.
14. Mallat, T.; Baiker, A. Oxidation of alcohols with molecular oxygen on platinum metal catalysts in aqueous solutions. Catal. Today 1994, 19, 247-283.
15. Zope, B.N.; Hibbitts, D.D.; Neurock, M.; Davis, R.J. Reactivity of the gold/water interface during selective oxidation catalysis. Science 2010, 330, 74-78.
16. Moulijn, J.A.; van Diepen, A.E.; Kapteijn, F. Catalyst deactivation: Is it predictable? What to do? Appl. Catal. 2001, 212, 3-16.
17. Keresszegi, C.; Bürgi, T.; Mallat, T.; Baiker, A. On the role of oxygen in the liquid-phase aerobic oxidation of alcohols on palladium. J. Catal. 2002, 211, 244-251.
18. Dimitratos, N.; Villa, A.; Wang, D.; Porta, F.; Su, D.; Prati, L. Pd and Pt catalysts modified by alloying with Au in the selective oxidation of alcohols. J. Catal. 2006, 244, 113-121.
19. Rodríguez-Reyes, J.C.F.; Friend, C.M.; Madix, R.J. Origin of the selectivity in the gold-mediated oxidation of benzyl alcohol. Surf. Sci. 2012, 606, 1129-1134.
20. Fang, W.; Chen, J.; Zhang, Q.; Deng, W.; Wang, Y. Hydrotalcite-supported gold catalyst for the oxidant-free dehydrogenation of benzyl alcohol: Studies on support and gold size effects. Chem. A Eur. J. 2011, 17, 1247-1256.
21. Kimling, J.; Maier, M.; Okenve, B.; Kotaidis, V.; Ballot, H.; Plech, A. Turkevich method for gold nanoparticle synthesis revisited. J. Phys. Chem. B 2006, 110, 15700-15707.
22. Juan-Alcañiz, J.; Ferrando-Soria, J.; Luz, I.; Serra-Crespo, P.; Skupien, E.; Santos, V.P.; Pardo, E.; Llabrés i Xamena, F.X.; Kapteijn, F.; Gascon, J. The oxamate route, a versatile post-functionalization for metal incorporation in MIL-101(Cr): Catalytic applications of Cu, Pd, and Au. J. Catal. 2013, 307, 295-304.
23. Fristrup, P.; Johansen, L.B.; Christensen, C.H. Mechanistic investigation of the gold-catalyzed aerobic oxidation of alcohols. Catal. Lett. 2008, 120, 184-190.
24. Abad, A.; Corma, A.; García, H. Catalyst parameters determining activity and selectivity of supported gold nanoparticles for the aerobic oxidation of alcohols: The molecular reaction mechanism. Chem. A Eur. J. 2008, 14, 212-222.
25. Pina, C.D.; Falletta, E.; Rossi, M. Update on selective oxidation using gold. Chem. Soc. Rev. 2012, 41, 350-369.
26. Daté, M.; Okumura, M.; Tsubota, S.; Haruta, M. Vital role of moisture in the catalytic activity of supported gold nanoparticles. Angew. Chem. Int. Ed. 2004, 43, 2129-2132.
27. Daniells, S.T.; Overweg, A.R.; Makkee, M.; Moulijn, J.A. The mechanism of low-temperature CO oxidation with Au/Fe2O3 catalysts: A combined Mössbauer, FT-IR, and TAP reactor study. J. Catal. 2005, 230, 52-65.
28. Yang, X.; Wang, X.; Liang, C.; Su, W.; Wang, C.; Feng, Z.; Li, C.; Qiu, J. Aerobic oxidation of alcohols over Au/TiO2: An insight on the promotion effect of water on the catalytic activity of Au/TiO2. Catal. Commun. 2008, 9, 2278-2281.
29. Chang, C.R.; Yang, X.F.; Long, B.; Li, J. A water-promoted mechanism of alcohol oxidation on a Au(111) surface: Understanding the catalytic behavior of bulk gold. ACS Catal. 2013, 3, 1693-1699.
30. Socrates, G. Infrared and Raman Characteristic Group Frequencies. Tables and Charts, 3rd ed.; John Wiley & Sons Ltd: Heidelberg, Germany, 2004; pp. 50-167.
31. Matulewicz, E.R.A.; Kerkhof, F.P.J.M.; Moulijn, J.A.; Reitsma, H.J. Structure and activity of fluorinated alumina. 1. Determination of the number of protonic sites by an infrared study of adsorbed pyridines. J. Colloid Interface Sci. 1980, 77, 110-119.
32. Athena Visual Studio, Software for Modeling, Estimation and Optimization, Version 14.2. Available online: www.AthenaVisual.com 1997-2009 (accessed 25 September 2013).
33. Stewart, W.E.; Caracotsios, M.; Sorensen, J.P. Parameter estimation from multiresponse data. AIChE J. 1992, 38, 641-650.
34. Atkins, P.W. Physical Chemistry, 5th ed.; W.H. Freeman: New York, NY, USA, 1994.
35. Perry, R.H.; Green, D.W. Perry's Chemical Engineers' Handbook, 7th ed.; McGraw-Hill: New York, NY, USA, 1997.
36. Stewart, W.E.; Caracotsios M. Computer-Aided Modelling of Reactive Systems; John Wiley & Sons, Inc., Hoboken, NJ, USA, 2008.