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Title: Highly Efficient Selective Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol over Gold Supported on Zinc Oxide Materials

Abstract

We used Au/ZnO catalysts for liquid-phase selective hydrogenation of cinnamaldehyde to cinnamyl alcohol and compared with Au/Fe2O3 catalysts. To investigate the influence of the support on the hydrogenation activity and selectivity, three different Au/ZnO catalysts were synthesized, including Au/rod-tetrapod ZnO, Au/porous ZnO, and Au/ZnO-CP prepared using a coprecipitation method. Moreover, the influence of calcination temperature was also systematically investigated in this study. The characterization of Au/ZnO catalysts was performed using ICP, N2 adsorption/desorption isotherms, X-ray diffraction, scanning transmission electron microscopy, and X-ray photoelectron spectroscopy. Among all the supported Au catalysts prepared in this study, Au/ZnO-CP exhibits both the highest hydrogenation activity and selectivity. Using a 1.5% Au/ZnO-CP catalyst, 100% selectivity could be achieved with 94.9% conversion. Finally, we find that the Au particle (size and shape), the ZnO support (size and surface texture) and the interaction between Au and ZnO are three important parameters for achieving a highly efficient Au/ZnO catalyst.

Authors:
 [1];  [2];  [1]
  1. Univ. of Tennessee, Knoxville, TN (United States)
  2. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Publication Date:
Research Org.:
Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States). Center for Nanophase Materials Sciences (CNMS)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
OSTI Identifier:
1265903
Grant/Contract Number:  
AC05-00OR22725
Resource Type:
Accepted Manuscript
Journal Name:
Journal of Physical Chemistry. C
Additional Journal Information:
Journal Volume: 119; Journal Issue: 52; Journal ID: ISSN 1932-7447
Publisher:
American Chemical Society
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE; 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Chen, Hangning, Cullen, David A., and Larese, J. Z. Highly Efficient Selective Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol over Gold Supported on Zinc Oxide Materials. United States: N. p., 2015. Web. doi:10.1021/acs.jpcc.5b07823.
Chen, Hangning, Cullen, David A., & Larese, J. Z. Highly Efficient Selective Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol over Gold Supported on Zinc Oxide Materials. United States. https://doi.org/10.1021/acs.jpcc.5b07823
Chen, Hangning, Cullen, David A., and Larese, J. Z. Mon . "Highly Efficient Selective Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol over Gold Supported on Zinc Oxide Materials". United States. https://doi.org/10.1021/acs.jpcc.5b07823. https://www.osti.gov/servlets/purl/1265903.
@article{osti_1265903,
title = {Highly Efficient Selective Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol over Gold Supported on Zinc Oxide Materials},
author = {Chen, Hangning and Cullen, David A. and Larese, J. Z.},
abstractNote = {We used Au/ZnO catalysts for liquid-phase selective hydrogenation of cinnamaldehyde to cinnamyl alcohol and compared with Au/Fe2O3 catalysts. To investigate the influence of the support on the hydrogenation activity and selectivity, three different Au/ZnO catalysts were synthesized, including Au/rod-tetrapod ZnO, Au/porous ZnO, and Au/ZnO-CP prepared using a coprecipitation method. Moreover, the influence of calcination temperature was also systematically investigated in this study. The characterization of Au/ZnO catalysts was performed using ICP, N2 adsorption/desorption isotherms, X-ray diffraction, scanning transmission electron microscopy, and X-ray photoelectron spectroscopy. Among all the supported Au catalysts prepared in this study, Au/ZnO-CP exhibits both the highest hydrogenation activity and selectivity. Using a 1.5% Au/ZnO-CP catalyst, 100% selectivity could be achieved with 94.9% conversion. Finally, we find that the Au particle (size and shape), the ZnO support (size and surface texture) and the interaction between Au and ZnO are three important parameters for achieving a highly efficient Au/ZnO catalyst.},
doi = {10.1021/acs.jpcc.5b07823},
journal = {Journal of Physical Chemistry. C},
number = 52,
volume = 119,
place = {United States},
year = {Mon Nov 30 00:00:00 EST 2015},
month = {Mon Nov 30 00:00:00 EST 2015}
}

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Cited by: 34 works
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Works referenced in this record:

Hydrogenation over supported gold catalysts
journal, January 1973

  • Bond, Geoffrey C.; Sermon, Paul A.; Webb, Geoffrey
  • Journal of the Chemical Society, Chemical Communications, Issue 13
  • DOI: 10.1039/c3973000444b

Gold catalysts for olefin hydrogenation: Transmutation of catalytic properties
journal, December 1973


Preparation of Highly Dispersed Gold on Titanium and Magnesium Oxide
book, January 1991

  • Tsubota, Susumu; Haruta, Masatake; Kobayashi, Tetsuhiko
  • Preparation of Catalysts V - Scientific Bases for the Preparation of Heterogeneous Catalysts, Proceedings of the Fifth International Symposium
  • DOI: 10.1016/S0167-2991(08)64634-0

Low-Temperature Oxidation of CO over Gold Supported on TiO2, α-Fe2O3, and Co3O4
journal, November 1993


Gold Catalysis
journal, December 2006

  • Hashmi, A. Stephen K.; Hutchings, Graham J.
  • Angewandte Chemie International Edition, Vol. 45, Issue 47
  • DOI: 10.1002/anie.200602454

Chemoselective Hydrogenation of Nitro Compounds with Supported Gold Catalysts
journal, July 2006


Atomically Precise Au25(SR)18 Nanoparticles as Catalysts for the Selective Hydrogenation of α,β-Unsaturated Ketones and Aldehydes
journal, January 2010

  • Zhu, Yan; Qian, Huifeng; Drake, Bethany A.
  • Angewandte Chemie International Edition, Vol. 49, Issue 7
  • DOI: 10.1002/anie.200906249

Gas phase oxidation of alcohols to aldehydes or ketones catalysed by supported gold
journal, January 2003

  • Biella, Serena; Rossi, Michele
  • Chemical Communications, Issue 3
  • DOI: 10.1039/b210506c

Solvent-Free Oxidation of Primary Alcohols to Aldehydes Using Au-Pd/TiO 2 Catalysts
journal, January 2006


Low-temperature water-gas shift reaction over Au/CeO2 catalysts
journal, February 2002


Active Nonmetallic Au and Pt Species on Ceria-Based Water-Gas Shift Catalysts
journal, August 2003


Titanium oxide nanotubes as supports of nano-sized gold catalysts for low temperature water-gas shift reaction
journal, March 2005


Catalysis of Gold Nanoparticles Deposited on Metal Oxides
journal, January 2002


Selective Hydrogenation of α,β-Unsaturated Aldehydes
journal, February 1998


A mild solution chemistry method to synthesize hydrotalcite-supported platinum nanocrystals for selective hydrogenation of cinnamaldehyde in neat water
journal, January 2013

  • Xiang, Xu; He, Wanhong; Xie, Lisha
  • Catalysis Science & Technology, Vol. 3, Issue 10
  • DOI: 10.1039/c3cy00437f

Fabricating roughened surfaces on halloysite nanotubes via alkali etching for deposition of high-efficiency Pt nanocatalysts
journal, January 2015

  • Wang, Qiuru; Wang, Yanyan; Zhao, Yafei
  • CrystEngComm, Vol. 17, Issue 16
  • DOI: 10.1039/C5CE00189G

Promotion by sulfur of gold catalysts for crotyl alcohol formation from crotonaldehyde hydrogenation
journal, January 1999

  • Bailie, Jillian E.; Hutchings, Graham J.
  • Chemical Communications, Issue 21
  • DOI: 10.1039/a906538e

Hydrogenation of but-2-enal over supported Au/ZnO catalysts
journal, January 2001

  • Bailie, Jillian E.; Abdullah, Halim A.; Anderson, James A.
  • Physical Chemistry Chemical Physics, Vol. 3, Issue 18
  • DOI: 10.1039/b103880j

Identification of Active Sites in Gold-Catalyzed Hydrogenation of Acrolein
journal, February 2003

  • Mohr, Christian; Hofmeister, Herbert; Radnik, Jörg
  • Journal of the American Chemical Society, Vol. 125, Issue 7
  • DOI: 10.1021/ja027321q

First example of selective hydrogenation of unconstrained α,β-unsaturated ketone to α,β-unsaturated alcohol by molecular hydrogen
journal, March 2003

  • Milone, C.; Ingoglia, R.; Tropeano, M. L.
  • Chemical Communications, Issue 7
  • DOI: 10.1039/b212441f

Hydrogenation of 1,3-butadiene and of crotonaldehyde over highly dispersed Au catalysts
journal, June 2002


Origin of the cluster-size effect in the hydrogenation of cinnamaldehyde over supported Au catalysts
journal, September 2007


On the origin of binding energy shifts of core levels of supported gold nanoparticles and dependence of pretreatment and material synthesis
journal, November 2002

  • Radnik, J??rg; Mohr, Christian; Claus, Peter
  • Physical Chemistry Chemical Physics, Vol. 5, Issue 1
  • DOI: 10.1039/b207290d

Crotonaldehyde hydrogenation by gold supported on TiO2: structure sensitivity and mechanism
journal, April 2004


Heterogeneously catalysed hydrogenation using gold catalysts
journal, September 2005


Selective hydrogenation of crotonaldehyde on Au/HSA-CeO2 catalysts
journal, August 2006


Hydrogenation of crotonaldehyde on different Au/CeO2 catalysts
journal, February 2008


Liquid phase hydrogenation of crotonaldehyde over Au/CeO2 catalysts
journal, May 2009


Liquid-Phase Hydrogenation of Cinnamaldehyde: Enhancing Selectivity of Supported Gold Catalysts by Incorporation of Cerium into the Support
journal, December 2012

  • Tian, Zongmin; Xiang, Xu; Xie, Lisha
  • Industrial & Engineering Chemistry Research, Vol. 52, Issue 1
  • DOI: 10.1021/ie300847j

Binary Au/MWCNT and Ternary Au/ZnO/MWCNT Nanocomposites: Synthesis, Characterisation and Catalytic Performance
journal, February 2010

  • Khanderi, Jayaprakash; Hoffmann, Rudolf C.; Engstler, Jörg
  • Chemistry - A European Journal, Vol. 16, Issue 7
  • DOI: 10.1002/chem.200901987

Selective hydrogenation of α,β-unsaturated aldehydes over Au/MgxAlO hydrotalcite catalysts
journal, June 2009


Selective hydrogenation of crotonaldehyde in liquid-phase over Au/Mg2AlO hydrotalcite catalysts
journal, June 2010


The Structure of Catalytically Active Gold on Titania
journal, October 2004


Selective Catalytic Oxidation of CO: Effect of Chloride on Supported Au Catalysts
journal, September 2002


Understanding Au-Catalyzed Low-Temperature CO Oxidation
journal, July 2007

  • Kung, Mayfair C.; Davis, Robert J.; Kung, Harold H.
  • The Journal of Physical Chemistry C, Vol. 111, Issue 32
  • DOI: 10.1021/jp072102i

Ordered mesoporous ZnO for gas sensing
journal, September 2007


A computer‐controlled apparatus for performing high‐resolution adsorption isotherms
journal, May 1996

  • Mursic, Z.; Lee, M. Y. M.; Johnson, D. E.
  • Review of Scientific Instruments, Vol. 67, Issue 5
  • DOI: 10.1063/1.1146993

Direct Observation of H 2 Binding to a Metal Oxide Surface
journal, October 2008


New Method for Analysis of Nanoparticle Geometry in Supported fcc Metal Catalysts with Scanning Transmission Electron Microscopy
journal, March 2006

  • Carlsson, Anna; Puig-Molina, Anna; Janssens, Ton V. W.
  • The Journal of Physical Chemistry B, Vol. 110, Issue 11
  • DOI: 10.1021/jp0569537

XPS study of supported gold catalysts: the role of Au0 and Au+δ species as active sites
journal, January 2006

  • Casaletto, M. P.; Longo, A.; Martorana, A.
  • Surface and Interface Analysis, Vol. 38, Issue 4
  • DOI: 10.1002/sia.2180

A Collaborative Effect between Gold and a Support Induces the Selective Oxidation of Alcohols
journal, June 2005

  • Abad, Alberto; Concepción, Patricia; Corma, Avelino
  • Angewandte Chemie International Edition, Vol. 44, Issue 26
  • DOI: 10.1002/anie.200500382

Role of gold cations in the oxidation of carbon monoxide catalyzed by iron oxide-supported gold
journal, August 2006


Catalysis by Gold: Isolated Surface Au3+ Ions are Active Sites for Selective Hydrogenation of 1,3-Butadiene over Au/ZrO2 Catalysts
journal, November 2005

  • Zhang, Xin; Shi, Hui; Xu, Bo-Qing
  • Angewandte Chemie International Edition, Vol. 44, Issue 43
  • DOI: 10.1002/anie.200502101

Ferric hydroxide supported gold subnano clusters or quantum dots: enhanced catalytic performance in chemoselective hydrogenation
journal, January 2008

  • Liu, Lequan; Qiao, Botao; Ma, Yubo
  • Dalton Transactions, Issue 19
  • DOI: 10.1039/b716870e

Gold supported on iron oxy-hydroxides: a versatile tool for the synthesis of fine chemicals
journal, June 2006

  • Milone, C.; Ingoglia, R.; Galvagno, S.
  • Gold Bulletin, Vol. 39, Issue 2
  • DOI: 10.1007/BF03215277

Liquid phase hydrogenation of α,β-unsaturated aldehydes over gold supported on iron oxides
journal, October 2009


Works referencing / citing this record:

Shape/Crystal Facet of Ceria Induced Well-Dispersed and Stable Au Nanoparticles for the Selective Hydrogenation of Phenylacetylene
journal, January 2019


Au nanoparticles controlled by lattice Zn2+ of supports
journal, June 2018


Chemoselective Hydrogenation of Cinnamaldehyde on Iron-Oxide Modified Pt/MoO 3−y Catalysts
journal, October 2018

  • Shu, Yijin; Chen, Ting; Chan, Hang Cheong
  • Chemistry - An Asian Journal, Vol. 13, Issue 23
  • DOI: 10.1002/asia.201801281