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Nano WO<sub>3</sub>‐Catalyzed One‐Pot Process for Mild Oxidative Depolymerization of Lignin and its Model Compounds

Jing Liang, Meng‐Xiao Wang, Yun‐Peng Zhao, Weiwei Yan, Xing‐Gang Si, Yu Guo, Jing‐Pei Cao, Xian‐Yong Wei

2021ChemCatChem28 citationsDOI

Abstract

Abstract Despite challenges related to the robust and irregular structure of lignin, the valorization of this aromatic biopolymer has aroused great interest. However, the current methods exhibit problems such as harsh reaction conditions, complicated operation, and difficult recovery of catalyst. Herein we present a one‐pot process for the mild oxidative depolymerization of lignin and lignin model compounds catalyzed by nano WO 3 , along with tert ‐butyl hydrogen peroxide (TBHP) as the oxidant and NaOH as the additive, which exhibits advantages of both homogeneous and heterogeneous catalysis. Under the optimized condition, it yielded 80.4 wt % of liquid oil from organosolv lignin with 7.6 wt % of vanillic acid as the main monomer product, accounting for 91.6 wt % monomeric selectivity. Mechanism studies on the model substrate suggest that the reaction proceeds via an oxidation of C α −OH to C=O followed by C−O bond cleavage to afford phenol and ketone products which may undergo further oxidation to produce aromatic carboxylic acids. We have developed an operationally simple procedure for mild fragmentation of lignin and lignin model compounds with excellent yields, which provides the potential to expand the existing lignin usage from energy source to value‐added commodity chemicals.

Topics & Concepts

DepolymerizationLigninOrganosolvChemistryCatalysisOrganic chemistryBiopolymerLevulinic acidMonomerGreen chemistryReaction mechanismPolymerLignin and Wood ChemistryCatalysis and Hydrodesulfurization StudiesCatalysis for Biomass Conversion