Selective methylation of toluene using CO<sub>2</sub> and H<sub>2</sub> to <i>para</i>-xylene.

Zuo, Jiachang; Chen, Weikun; Liu, Jia; Duan, Xinping; Ye, Linmin; Yuan, Youzhu · Sci Adv · 2020

basic_science · Level V

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Abstract

Toluene methylation with methanol to produce xylene has been widely investigated. A simultaneous side reaction of methanol-to-olefin over zeolites is hard to avoid, resulting in an unsatisfactory methylation efficiency. Here, CO<sub>2</sub> and H<sub>2</sub> replace methanol in toluene methylation over a class of ZnZrO <i><sub>x</sub></i> -ZSM-5 (ZZO-Z5) dual-functional catalysts. Results demonstrate that the reactive methylation species (H<sub>3</sub>CO*; * represents a surface species) are generated more easily by CO<sub>2</sub> hydrogenation than by methanol dehydrogenation. Catalytic performance tests on a fixed-bed reactor show that 92.4% xylene selectivity in CO-free products and 70.8% <i>para</i>-xylene selectivity in xylene are obtained on each optimized catalyst. Isotope effects of H<sub>2</sub>/D<sub>2</sub> and CO<sub>2</sub>/<sup>13</sup>CO<sub>2</sub> indicate that xylene product is substantially generated from toluene methylation rather than disproportionation. A mechanism involving generation of reactive methylation species on ZZO by CO<sub>2</sub> hydrogenation and migration of the methylation species to Z5 pore for the toluene methylation to form xylene is proposed.