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Title: Electrocatalytic cleavage of lignin model dimers using ruthenium supported on activated carbon cloth

Journal Article · · Sustainable Energy & Fuels
DOI:https://doi.org/10.1039/c9se00912d· OSTI ID:1799674
ORCiD logo [1];  [2];  [3];  [3];  [3];  [4]
  1. Michigan State Univ., East Lansing, MI (United States). Dept. of Biosystems and Agricultural Engineering
  2. Michigan State Univ., East Lansing, MI (United States). Dept. of Chemical Engineering and Material Science
  3. Michigan State Univ., East Lansing, MI (United States). Dept. of Chemistry
  4. Michigan State Univ., East Lansing, MI (United States). Dept. of Biosystems and Agricultural Engineering. Dept. of Chemical Engineering and Material Science

Biomass lignin is the largest natural source of renewable aromatic compounds, creating an opportunity for its use as a feedstock provided that deconstruction and upgrading methods become available. Valorization of lignin is challenging because its complex structure is naturally recalcitrant to biological degradation. Deconstruction of this amorphous cross-linked polymer requires cleavage of aryl ether bonds, which account for more than half of the linkages between lignin's phenylpropanoid building blocks. High temperature cracking of lignin is possible via pyrolysis, but linkages such as 4-O-5 bonds are resistant to thermal degradation. Electrocatalytic hydrogenation offers a mild alternative; operated at low temperature and atmospheric pressure, it cleaves ether bonds while saturating aromatic rings with in situ generated hydrogen. To investigate the use of catalytic ruthenium supported on activated carbon cloth to cleave 4-O-5 bonds, model compounds that exhibit this linkage were selected, including 3-phenoxyphenol, 4-phenoxyphenol, 3-phenoxyanisole, and 3-phenoxytoluene. The two phenols, 3-phenoxyphenol and 4-phenoxyphenol, were cleaved and hydrogenated to form cyclohexanol. 3-Phenoxyanisole and 3-phenoxytoluene were also cleaved but with lower conversion rates and cyclohexanol yields. Alkaline electrolyte solutions showed the highest cyclohexanol yields for both substrates. Increasing substrate concentrations from 10 mM to 40 mM increased faradaic efficiency to 25%, while decreasing current density from 100 mA (33.33 mA cm-2) to 20 mA (6.67 mA cm-2) greatly improved the faradaic efficiency to 96%.

Research Organization:
Univ. of Wisconsin, Madison, WI (United States)
Sponsoring Organization:
USDOE Office of Science (SC), Biological and Environmental Research (BER)
Grant/Contract Number:
FC02-07ER64494
OSTI ID:
1799674
Alternate ID(s):
OSTI ID: 1581651
Journal Information:
Sustainable Energy & Fuels, Vol. 4, Issue 3; ISSN 2398-4902
Publisher:
Royal Society of ChemistryCopyright Statement
Country of Publication:
United States
Language:
English
Citation Metrics:
Cited by: 24 works
Citation information provided by
Web of Science

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