Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 15, Pages 4934-4937Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201814284
Keywords
arenes; carbonylation; carboxylic acids; lignin; renewable resources
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Funding
- Singapore Ministry of Education [R-279-000-462-112, R-279-000-479-112]
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Funneling and functionalization of a mixture of lignin-derived monomers into a single high-value chemical is fascinating. Reported herein is a three-step strategy for the production of terephthalic acid (TPA) from lignin-derived monomer mixtures, in which redundant, non-uniform substitutes such as methoxy groups are removed and the desired carboxy groups are introduced. This strategy begins with the hydro-treatment of corn-stover-derived lignin oil over a supported molybdenum catalyst to selectively remove methoxy groups. The generated 4-alkylphenols are converted into 4-alkylbenzoic acids by carbonylation with carbon monoxide. The Co-Mn-Br catalyst then oxidizes various alkyl chains into carboxy groups, transforming the 4-alkylbenzoic acid mixture into a single product: TPA. For this route, the overall yields of TPA based on lignin content of corn stover could reach 15.5 wt%, and importantly, TPA with greater than 99% purity was obtained simply by first decanting the reaction mixture and then washing the solid product with water.
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