CoMo sulfide-catalyzed hydrodeoxygenation of lignin model compounds: An extended reaction network for the conversion of monomeric and dimeric substrates

Extensive hydrodeoxygenation studies with a sulfided CoMo/Al2O3 catalyst were performed on a library of lignin model compounds. An extended reaction network is proposed, showing that HDO, demethylation, and hydrogenation reactions take place simultaneously. [Display omitted] . ► Extensive study of a...

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Bibliographic Details
Published in:Journal of catalysis Vol. 285; no. 1; pp. 315 - 323
Main Authors: Jongerius, Anna L., Jastrzebski, Robin, Bruijnincx, Pieter C.A., Weckhuysen, Bert M.
Format: Journal Article
Language:English
Published: Amsterdam Elsevier Inc 01.01.2012
Elsevier
Elsevier BV
Subjects:
autoclaves
Catalysis
Catalysts
Catalytic biomass conversion
Chemical compounds
Chemical reactions
Chemistry
CoMo/Al2O3
cresols
ethers
Exact sciences and technology
General and physical chemistry
Hydrodeoxygenation
hydrogen
hydrogenation
Lignin
phenol
Phenols
Reaction network
Substrates
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
thermogravimetric analysis
thermogravimetry
Phenols
Lignin
Catalytic biomass conversion
Hydrodeoxygenation
CoMo/Al2O3
Reaction network
Binary compound
Dodecane
Hydrogen
Alcohol
Biomass
Hydrogenation
O
Catalytic conversion
Cresol
Demethylation
Sulfides
Alkyl
Model compound
Aluminium oxide
Catalytic reaction
Ether
Thermogravimetry
Substrate
Heterogeneous catalysis
Phenol
Atmosphere
CoMo/Al
Benzenic compound
Alumina
Catalyst
ISSN:0021-9517, 1090-2694
Online Access:Get full text
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Summary:Extensive hydrodeoxygenation studies with a sulfided CoMo/Al2O3 catalyst were performed on a library of lignin model compounds. An extended reaction network is proposed, showing that HDO, demethylation, and hydrogenation reactions take place simultaneously. [Display omitted] . ► Extensive study of aromatic oxygenates allowed elucidation of the HDO reaction pathway. ► Hydrodeoxygenation competes with O-demethylation, hydrogenation, and ring methylation. ► CoMo-catalyzed HDO of a library of substrates results nonetheless mainly in phenolics production. ► Abundant lignin–ether linkages are readily cleaved under HDO conditions. In the present work, extensive hydrodeoxygenation (HDO) studies with a commercial sulfided CoMo/Al2O3 catalyst were performed on a library of lignin model compounds at 50bar hydrogen pressure and 300°C in dodecane, using a batch autoclave system. The catalyst was activated under hydrogen atmosphere prior to the reaction, and the spent catalyst was analyzed using thermogravimetric analysis. An extended reaction network is proposed, showing that HDO, demethylation, and hydrogenation reactions take place simultaneously. HDO of mono-oxygenated substrates proved to be difficult at the applied conditions. Starting from most positions in the network, phenol, and cresols are therefore the main final products, suggesting the possibility of convergence on a limited number of products from a mixture of substrates. HDO of dimeric model compounds mimicking typical lignin linkages revealed that coumaran alkyl ethers and β-O-4 bonds can be broken, but 5–5′ linkages not.
Bibliography:http://dx.doi.org/10.1016/j.jcat.2011.10.006
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ISSN:0021-9517
1090-2694
DOI:10.1016/j.jcat.2011.10.006