Journal
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 5, Issue 5, Pages 3913-3919Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.6b03102
Keywords
Lignin; Depolymerization; Repolymerization; Methylation; Quinone methide
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Funding
- U.S. Department of Energy, Office of Science, Office of Biological and Environmental Research [DE-AC02-05CH11231]
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Chemoselective blocking of the phenolic hydroxyl (Ar-OH) group by methylation was found to suppress secondary repolymerization and charring during lignin depolymerization. Methylation of Ar-OH prevents formation of reactive quinone methide intermediates, which are partly responsible for undesirable secondary repolymerization reactions. Instead, this structurally modified lignin produces more relatively low molecular weight products from lignin depolymerization compared to unmodified lignin. This result demonstrates that structural modification of lignin is desirable for production of low molecular weight phenolic products. This approach could be directed toward alteration of natural lignification processes to produce biomass that is more amenable to chemical depolymerization.
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