Alkylation of CO with Benzene on Zn/H-ZSM-5 to Produce Toluene

Recently, Deng Feng's research group of the State Key Laboratory of Spectroscopy and Atomic and Molecular Physics, Wuhan Institute of Physics and Mathematics, Chinese Academy of Sciences, has made new progress in direct carbon monoxide and alkylation of benzene to produce toluene. The relevant research results are in "Chemical Communications" ( Published on Chemical Communications.

CO is not only a toxic and harmful gas, but also a common C1 chemical resource. It has a wide range of industrial application values ​​and its conversion has always been a hot issue in heterogeneous catalysis. In general, CO and H2 (syngas) are directly converted into methanol by Fischer-Tropsch synthesis.

Alkyl aromatic hydrocarbons are a very important chemical. They are widely used in chemical, agricultural, pharmaceutical, and perfumery fields. They can be prepared by alkylating aromatic hydrocarbons with methanol under acidic catalysts. If this indirect high energy consumption process of Fischer-Tropsch synthesis of methanol can be omitted, the direct synthesis of CO and aromatic hydrocarbons through alkylation reaction will provide new ideas for the conversion and utilization of CO and the preparation of alkyl aromatic hydrocarbons.

In this work, Xu Jun, associate researcher and Dr. Wang Xiumei achieved the reaction of CO and benzene catalyzed to produce toluene by regulating the oxidative and surface acidity of zinc modified ZSM-5 zeolite molecular sieves. In-situ NMR studies have shown that CO can be alkylated with benzene as an alkylating agent. During the reaction, CO provides a carbon atom on the methyl group of toluene through the methoxy intermediate. Benzene provides The benzene ring of toluene. Previous studies have generally considered that CO can only provide carbonyl groups as carbonylation reagents in various catalytic processes. The reported CO can be used as an alkylation reagent to participate in the research of target organic compounds, and enriches the use of CO as a C1 raw material. It also provides new ways for the synthesis of high value-added chemicals.

In previous work, the research team used in situ NMR techniques combined with other spectroscopic techniques to reveal the reaction mechanism for the activation and conversion of methane and carbon monoxide on zeolite molecular sieve catalysts (Angew. Chem. Int. Ed. 2012, 51, 3850; Chem. Sci. 2012, 3, 2932; J. Am. Chem. Soc. 2013, 135, 6762; J. Phys. Chem. C, 2013, 117, 4018).

This work was supported by the National Natural Science Foundation of China, the Chinese Academy of Sciences, and Wuhan Chenguang Project.

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