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Phenol is its own selectivity promoter in low-temperature liquid-phase hydrogenation

Bell, Jonathan; Poncet, Alexandra; Li, Li; Zachariou, Andrea; Whiston, Keith; Beaumont, Simon K.

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Authors

Jonathan Bell

Alexandra Poncet

Li Li

Keith Whiston



Abstract

Phenol hydrogenation is widely studied for selective production of the chemical intermediate cyclohexanone. A plethora of studies in the literature have reported catalysts aiming to achieve high selectivity compared to Pd/C. However, we demonstrate that selective and high-yielding reactions are inherent features of liquid-phase phenol hydrogenation using conventional Pd/C catalysts. We also show there is a very strong dependance of selectivity upon conversion, with high selectivity being maintained until near complete consumption of the phenol, after which subsequent reaction to the unwanted, fully hydrogenated cyclohexanol occurs rapidly. Furthermore, through competitive reactions with other aromatic molecules it is demonstrated that the phenol molecule effectively self-poisons the onwards reaction of weakly bound cyclohexanone, likely by virtue of its relative adsorption strength, and this is the source of the intrinsic selectivity. The implications of this to the reaction mechanism, and in turn to the rational design of catalysts, especially for obtaining chemicals from phenolic bio-oils, are discussed.

Citation

Bell, J., Poncet, A., Li, L., Zachariou, A., Whiston, K., & Beaumont, S. K. (2024). Phenol is its own selectivity promoter in low-temperature liquid-phase hydrogenation. Catalysis Today, 441, Article 114875. https://doi.org/10.1016/j.cattod.2024.114875

Journal Article Type Article
Acceptance Date Jun 4, 2024
Online Publication Date Jun 5, 2024
Publication Date 2024-06
Deposit Date Jun 25, 2024
Publicly Available Date Jun 25, 2024
Journal Catalysis Today
Print ISSN 0920-5861
Publisher Elsevier
Peer Reviewed Peer Reviewed
Volume 441
Article Number 114875
DOI https://doi.org/10.1016/j.cattod.2024.114875
Public URL https://durham-repository.worktribe.com/output/2500714

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