Liquid-phase hydrogenation of cinnamaldehyde: Enhancing selectivity of supported gold catalysts by incorporation of cerium into the support

Industrial and Engineering Chemistry Research

Volumn 52, Issue 1, 2013, Pages 288-296

  Tian, Zongmin ^a,b   Xiang, Xu ^a   Xie, Lisha ^a   Li, Feng ^a  

^a BEIJING UNIVERSITY OF CHEMICAL TECHNOLOGY   (China)

^b Key Laboratory of Fine Petrochemical Engineering of Jiangsu Province   (China)

Author keywords

[No Author keywords available]

Indexed keywords

AU CATALYSTS; AU NANOPARTICLE; AU PARTICLES; CINNAMALDEHYDE; CINNAMALDEHYDE HYDROGENATION; CONTROL EXPERIMENTS; GOLD NANOCRYSTALS; HIGH CONVERSIONS; HYDROCINNAMALDEHYDE; LIQUID-PHASE HYDROGENATION; MIXED OXIDE; MORPHOLOGY EFFECT; POST TREATMENT; REACTION CONDITIONS; SUPPORTED GOLD CATALYSTS; SURFACE ELECTRON DENSITY; XRD; ZEROVALENT;

ADSORPTION; ALDEHYDES; CALCINATION; CATALYST SELECTIVITY; CERIUM; GOLD; HYDROGENATION; OXYGEN VACANCIES; REDUCTION; SUGAR (SUCROSE);

CATALYST SUPPORTS;

EID: 84872153354     PISSN: 08885885     EISSN: 15205045     Source Type: Journal    
DOI: 10.1021/ie300847j     Document Type: Article

References (51)

1. 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
2. Bond, G. C.; Louis, C.; Thompson, D. T. Catalysis by Gold; Imperial College Press: London, Singapore, 2006; xv, 366 pp.
3. Corma, A.; Garcia, H. Supported gold nanoparticles as catalysts for organic reactions Chem. Soc. Rev. 2008, 37, 2096-2126
4. Corma, A.; Serna, P. Chemoselective hydrogenation of nitro compounds with supported gold catalysts Science 2006, 313, 332-334
5. Murzin, D. Y.; Maki-Arvela, P.; Hajek, J.; Salmi, T. Chemoselective hydrogenation of carbonyl compounds over heterogeneous catalysts Appl. Catal., A 2005, 292, 1-49
6. van Bokhoven, J. A.; Bus, E.; Prins, R. Origin of the cluster-size effect in the hydrogenation of cinnamaldehyde over supported Au catalysts Catal. Commun. 2007, 8, 1397-1402
7. Milone, C.; Crisafulli, C.; Ingoglia, R.; Schipilliti, L.; Galvagno, S. A comparative study on the selective hydrogenation of alpha,beta unsaturated aldehyde and ketone to unsaturated alcohols on Au supported catalysts Catal. Today 2007, 122, 341-351
8. Volpe, M.; Campo, B.; Ivanova, S.; Touroude, R. Selective hydrogenation of crotonaldehyde on Au/HSA-CeO2 catalysts J. Catal. 2006, 242, 162-171
9. Touroude, R.; Zanella, R.; Louis, C.; Giorgio, S. Crotonaldehyde hydrogenation by gold supported on TiO2: structure sensitivity and mechanism J. Catal. 2004, 223, 328-339
10. Tessonnier, J. P.; Pesant, L.; Ehret, G.; Ledoux, M. J.; Pham-Huu, C. Pd nanoparticles introduced inside multi-walled carbon nanotubes for selective hydrogenation of cinnamaldehyde into hydrocinnamaldehyde Appl. Catal., A 2005, 288, 203-210
11. Urbano, F. J.; Hidalgo-Carrillo, J.; Aramendia, M. A.; Marinas, A.; Marinas, J. M. Support and solvent effects on the liquid-phase chemoselective hydrogenation of crotonaldehyde over Pt catalysts Appl. Catal., A 2010, 385, 190-200
12. Qiao, K.; Kume, Y.; Tomida, D.; Yokoyama, C. Selective hydrogenation of cinnamaldehyde catalyzed by palladium nanoparticles immobilized on ionic liquids modified-silica gel Catal. Commun. 2008, 9, 369-375
13. Galletti, A. M. R.; Antonetti, C.; Venezia, A. M.; Giambastiani, G. An easy microwave-assisted process for the synthesis of nanostructured palladium catalysts and their use in the selective hydrogenation of cinnamaldehyde Appl. Catal., A 2010, 386, 124-131
14. Liu, C. H.; Hsu, C. Y.; Chiu, T. C.; Shih, M. H.; Tsai, W. J.; Cheu, W. Y. Effect of electron density of Pt catalysts supported on alkali titanate nanotubes in cinnamaldehyde hydrogenation J. Phys. Chem. C 2010, 114, 4502-4510
15. Volpe, M. A.; Campo, B. C.; Gigola, C. E. Liquid-phase hydrogenation of crotonaldehyde over platinum- and palladium-based catalysts Ind. Eng. Chem. Res. 2009, 48, 10234-10239
16. Sepulveda-Escribano, A.; Ramos-Fernandez, E. V.; Rodriguez-Reinoso, F. Enhancing the catalytic performance of Pt/ZnO in the vapour phase hydrogenation of crotonaldehyde by the addition of Cr to the support Catal. Commun. 2008, 9, 1243-1246
17. Claus, P. Heterogeneously catalysed hydrogenation using gold catalysts Appl. Catal., A 2005, 291, 222-229
18. Volpe, M. A.; Lenz, J.; Campo, B. C.; Alvarez, M. Liquid phase hydrogenation of alpha,beta-unsaturated aldehydes over gold supported on iron oxides J. Catal. 2009, 267, 50-56
19. 2 catalysts Appl. Catal., A 2008, 337, 163-167
20. Milone, C.; Ingoglia, R.; Schipilliti, L.; Crisafulli, C.; Neri, G.; Galvagno, S. Selective hydrogenation of alpha,beta-unsaturated ketone to alpha,beta-unsaturated alcohol on gold-supported iron oxide catalysts: Role of the support J. Catal. 2005, 236, 80-90
21. Volpe, M. A.; Campo, B. C.; Ivanova, S.; Gigola, C.; Petit, C. Crotonaldehyde hydrogenation on supported gold catalysts Catal. Today 2008, 133, 661-666
22. 2 catalysts Angew. Chem., Int. Ed. 2005, 44, 7132-7135
23. Vivier, L.; Duprez, D. Ceria-based solid catalysts for organic chemistry ChemSusChem 2010, 3, 654-678
24. Wang, M. M.; He, L.; Liu, Y. M.; Cao, Y.; He, H. Y.; Fan, K. N. Gold supported on mesostructured ceria as an efficient catalyst for the chemoselective hydrogenation of carbonyl compounds in neat water Green Chem. 2011, 13, 602-607
25. 2 catalysts J. Catal. 2008, 254, 71-78
26. 2 binder J. Am. Chem. Soc. 2004, 126, 5523-5532
27. 2 catalysts Catal. Lett. 2010, 140, 55-64
28. xAlO hydrotalcite catalysts Appl. Catal., A 2009, 361, 65-71
29. 2AlO hydrotalcite catalysts Appl. Catal., A 2010, 381, 209-215
30. Shi, H.; Xu, N.; Zhao, D.; Xu, B. Q. Immobilized PVA-stabilized gold nanoparticles on silica show an unusual selectivity in the hydrogenation of cinnamaldehyde Catal. Commun. 2008, 9, 1949-1954
31. Zhang, X.; Guo, Y. C.; Zhang, Z. C.; Gao, J. S.; Xu, C. M. High performance of carbon nanotubes confining gold nanoparticles for selective hydrogenation of 1,3-butadiene and cinnamaldehyde J. Catal. 2012, 292, 213-226
32. 3 J. Catal. 1999, 181, 37-48
33. Wagner, C. D.; Naumkin, A. V.; Kraut-Vass, A.; Allison, J. W.; Powell, C. J.; Rumble, J. R. NIST X-ray Photoelectron Spectroscopy Database; National Institute of Standards and Technology: Gaithersburg, MD, 2001.
34. 2 propene epoxidation catalysts J. Phys. Chem. B 2002, 106, 9853-9862
35. 2(100) Surf. Sci. 1999, 443, 238-244
36. 2 and evaluation of mass transfer effects J. Catal. 2006, 243, 108-130
37. Vannice, M. A.; Mukherjee, S. Solvent effects in liquid-phase reactions-II. Kinetic modeling for citral hydrogenation J. Catal. 2006, 243, 131-148
38. Giroirfendler, A.; Richard, D.; Gallezot, P. Chemoselectivity in the catalytic hydrogenation of cinnamaldehyde-Effect of metal particle morphology Catal. Lett. 1990, 5, 175-182
39. Delbecq, F.; Sautet, P. Competitive Cî-C and Cî-O adsorption of alpha-beta-unsaturated aldehydes on Pt and Pd surfaces in relation with the selectivity of hydrogenation reactions-a theoretical approach J. Catal. 1995, 152, 217-236
40. Kotani, A.; Jo, T.; Parlebas, J. C. Many-body effects in core-level spectroscopy of rare-earth compounds Adv. Phys. 1988, 37, 37-85
41. Burroughs, P.; Hamnett, A.; Orchard, A. F.; Thornton, G. Satellite structure in X-ray photoelectron-spectra of some binary and mixed oxides of lanthanum and cerium J. Chem. Soc., Dalton Trans. 1976, 17, 1686-1698
42. Romeo, M.; Bak, K.; El Fallah, J.; Le Normand, F.; Hilaire, L. XPS study of the reduction of cerium dioxide Surf. Interface Anal. 1993, 20, 508-512
43. Fujimori, A. Correlation-effects in the electronic-structure and photoemission spectra of mixed-valence cerium compounds Phys. Rev. B 1983, 28, 4489-4499
44. 2-y wet oxidation catalysts Appl. Surf. Sci. 2002, 195, 236-250
45. 2 wet oxidation catalyst by TPO-MS, XPS, and S-SIMS J. Catal. 1999, 25, 333-344
46. Chen, H.; Sayari, A.; Adnot, A.; Larachi, F. Composition-activity effects of Mn-Ce-O composites on phenol catalytic wet oxidation Appl. Catal., B 2001, 32, 195-204
47. Praline, G.; Koel, B. E.; Hance, R. L.; Lee, H.-I.; White, J. M. X-Ray photoelectron study of the reaction of oxygen with cerium J. Electron Spectrosc. Relat. Phenom. 1980, 21, 17-30
48. Gallezot, P.; Richard, D. Selective hydrogenation of alpha,beta- unsaturated aldehydes Catal. Rev.: Sci. Eng. 1998, 40, 81-126
49. Koutstaal, C. A.; Angevaare, P. A. J. M.; Ponec, V. Surface chemistry of benzoyl compounds on oxides, an FT-IR study J. Catal. 1993, 143, 573-582
50. 2 medium with a Pt/C catalyst: A study on molecular interactions and pressure effects J. Phys. Chem. A 2005, 109, 4419-4424
51. Reddya, B. M.; Kumara, G. M.; Ganesh, I.; Khan, A. Vapour phase hydrogenation of cinnamaldehyde over silica supported transition metal-based bimetallic catalysts J. Mol. Catal. A: Chem. 2006, 247, 80-87