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Title: Gold-catalyzed conversion of lignin to low molecular weight aromatics

Abstract

A heterogeneous catalyst system, employing Au nanoparticles (NPs) and Li–Al (1:2) layered double hydroxide (LDH) as support, showed excellent activity in aerobic oxidation of the benzylic alcohol group in β-O-4 linked lignin model dimers to the corresponding carbonyl products using molecular oxygen under atmospheric pressure. The synergistic effect between Au NPs and the basic Li–Al LDH support induces further reaction of the oxidized model compounds, facilitating facile cleavage of the β-O-4 linkage. Extension to oxidation of γ-valerolactone (GVL) extracted lignin and kraft lignin using Au/Li–Al LDH under similar conditions produced a range of aromatic monomers in high yield. Hydrolysis of the Au/Li–Al LDH oxidized lignin was found to increase the degree of lignin depolymerization, with monomer yields reaching 40% for GVL extracted lignin. According to these results, the Au/Li–Al LDH + O2 catalyst system shows potential to be an environmentally friendly means of depolymerizing lignin to low molecular weight aromatics under mild conditions.

Authors:
ORCiD logo [1]; ORCiD logo [2];  [2];  [3];  [2]; ORCiD logo [2]; ORCiD logo [4];  [4]; ORCiD logo [1]
  1. Department of Chemistry, University of Kentucky, Lexington, USA, Center for Applied Energy Research (CAER)
  2. Great Lakes Bioenergy Research Center, The Wisconsin Energy Institute, University of Wisconsin-Madison, Madison, USA
  3. European Bioenergy Research Institute, Aston University, Birmingham, UK
  4. School of Science, RMIT University, Melbourne, Australia
Publication Date:
Research Org.:
Univ. of Wisconsin, Madison, WI (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Biological and Environmental Research (BER)
Contributing Org.:
Great Lakes Bioenergy Research Center (GLBRC)
OSTI Identifier:
1468830
Alternate Identifier(s):
OSTI ID: 1506065
Grant/Contract Number:  
FC02-07ER64494; SC0018409
Resource Type:
Published Article
Journal Name:
Chemical Science
Additional Journal Information:
Journal Name: Chemical Science Journal Volume: 9 Journal Issue: 42; Journal ID: ISSN 2041-6520
Publisher:
Royal Society of Chemistry
Country of Publication:
United Kingdom
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Song, Yang, Mobley, Justin K., Motagamwala, Ali Hussain, Isaacs, Mark, Dumesic, James A., Ralph, John, Lee, Adam F., Wilson, Karen, and Crocker, Mark. Gold-catalyzed conversion of lignin to low molecular weight aromatics. United Kingdom: N. p., 2018. Web. doi:10.1039/C8SC03208D.
Song, Yang, Mobley, Justin K., Motagamwala, Ali Hussain, Isaacs, Mark, Dumesic, James A., Ralph, John, Lee, Adam F., Wilson, Karen, & Crocker, Mark. Gold-catalyzed conversion of lignin to low molecular weight aromatics. United Kingdom. doi:10.1039/C8SC03208D.
Song, Yang, Mobley, Justin K., Motagamwala, Ali Hussain, Isaacs, Mark, Dumesic, James A., Ralph, John, Lee, Adam F., Wilson, Karen, and Crocker, Mark. Wed . "Gold-catalyzed conversion of lignin to low molecular weight aromatics". United Kingdom. doi:10.1039/C8SC03208D.
@article{osti_1468830,
title = {Gold-catalyzed conversion of lignin to low molecular weight aromatics},
author = {Song, Yang and Mobley, Justin K. and Motagamwala, Ali Hussain and Isaacs, Mark and Dumesic, James A. and Ralph, John and Lee, Adam F. and Wilson, Karen and Crocker, Mark},
abstractNote = {A heterogeneous catalyst system, employing Au nanoparticles (NPs) and Li–Al (1:2) layered double hydroxide (LDH) as support, showed excellent activity in aerobic oxidation of the benzylic alcohol group in β-O-4 linked lignin model dimers to the corresponding carbonyl products using molecular oxygen under atmospheric pressure. The synergistic effect between Au NPs and the basic Li–Al LDH support induces further reaction of the oxidized model compounds, facilitating facile cleavage of the β-O-4 linkage. Extension to oxidation of γ-valerolactone (GVL) extracted lignin and kraft lignin using Au/Li–Al LDH under similar conditions produced a range of aromatic monomers in high yield. Hydrolysis of the Au/Li–Al LDH oxidized lignin was found to increase the degree of lignin depolymerization, with monomer yields reaching 40% for GVL extracted lignin. According to these results, the Au/Li–Al LDH + O2 catalyst system shows potential to be an environmentally friendly means of depolymerizing lignin to low molecular weight aromatics under mild conditions.},
doi = {10.1039/C8SC03208D},
journal = {Chemical Science},
number = 42,
volume = 9,
place = {United Kingdom},
year = {2018},
month = {10}
}

Journal Article:
Free Publicly Available Full Text
Publisher's Version of Record
DOI: 10.1039/C8SC03208D

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Cited by: 10 works
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