Theoretical Analysis on Hydrodeoxygenation Processes of Dihydrobenzofuran in Supercritical Methanol
XIE Jie1, 2, BAO Guirong1, 2, MENG Yiming1, 2, YANG Zhixiang1, 2, HE Tao1, 2
1 State Key Laboratory of Complex Nonferrous Metal Resources Clean Utilization,Kunming 650093; 2 Faculty of Metallurgy and Energy Engineering, Kunming University of Science and Technology, Kunming 650093
Abstract: Dihydrobenzofuran (DHBF) was used as lignin monomer model, and the mechanism of hydrodeoxygenation in supercritical methanol has been studied by density functional theory B3LYP/6-31G ++ (d, p). Solvent effects were considered using a SMD solvation model for methanol. As the result shows, the dihydrobenzofuran heterocyclic was relatively easy to be fractured under the action of active hydrogen, and the main hydrogenation product was 2-ethylphenol. 2-ethylphenol may further undergo two reaction paths including alcoholysis and hydrodeoxygenation. Each remaining position on the benzene ring has the possibility to be alcoholysised, especially 2-ethyl-6-methyl phenol, which was the easiest to be produced by energy comparison. The hydrogenation process in the hydrodeoxygenation process was superior to the hydrogenolysis process, and the C-O bond attached to aliphatic ring was easier to be broken than the C-O bond attached to benzene ring.
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2018, Vol. 32 
