Synthesis of renewable nylon monomers with poplar wood
Chem Catalysis(2022)
Abstract
The substitution of fossil energy with biomass as the feedstock for polymer production has drawn tremendous attention. Here, we describe a process for the synthesis of nylon monomers (3-methylglutaric acid [MGA], glutaric acid [GA], dimethyl adipate [DMAP], and dimethyl methyladipate [DMMAP]) with poplar wood. This process involves the selective hydrogenolysis of cellulose and hemicellulose into 2,5-hexanedione (HD) and cyclopentanone (CPO) in an acid-free system, the cascade intramolecular aldol condensation/hydrogenation of HD to 3-methylcyclopentanone (MCPO), and the catalytic oxidation of MCPO and CPO to GA and MGA (or a condensation/ring-opening reaction of MCPO and CPO to DMAP and DMMAP). Experiments reveal that the presence of Cl− ions restrains the decarbonylation and the furan-ring hydrogenation over the Pd/C catalyst, which leads to high selectivity of HD and CPO in the hydrogenolysis process. This work offers a new method for the direct conversion of raw biomass without the separation of cellulose, hemicellulose, and lignin.
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