Selective valorization of lignin to phenol by direct transformation of C<sub>sp2</sub>-C<sub>sp3</sub> and C-O bonds.

Yan, Jiang; Meng, Qinglei; Shen, Xiaojun; Chen, Bingfeng; Sun, Yang; Xiang, Junfeng; Liu, Huizhen; Han, Buxing · Sci Adv · 2020

basic_science · Level V

Where this comes from

Abstract

Phenol is an important commodity chemical in the industry, which is currently produced using fossil feedstocks. Here, we report a strategy to produce phenol from lignin by directly deconstructing C<sub>sp2</sub>-C<sub>sp3</sub> and C-O bonds under mild conditions. It was found that zeolite catalyst could efficiently catalyze both the direct C<sub>sp2</sub>-C<sub>sp3</sub> bond breakage to remove propyl structure and aliphatic β carbon-oxygen (C<sub>β-</sub>O) bond hydrolysis to form OH group on the aromatic ring. The yield of phenol could reach 10.9 weight % with a selectivity of 91.8%. In this unique route, water was the only reactant besides lignin. A scale-up experiment showed that 4.1 g of pure phenol could be obtained from 50.0 g of lignin. The reaction pathway was proposed by a combination of control experiments and density functional theory studies. This work opens the way for producing phenol from lignin by direct transformation of C<sub>sp2</sub>-C<sub>sp3</sub> and C-O bonds in lignin.