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Hydrodeoxygenation of Cresols Over Mo/Al2O3 and CoMo/Al2O3 Sulfided Catalysts

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Abstract

The hydrodeoxygenation (HDO) of cresol isomers was investigated at 340 °C under 4 MPa over Mo/Al2O3 and CoMo/Al2O3 sulfided catalysts. Over both catalysts, the reactivity of cresols followed the order: m-cresol > p-cresol > o-cresol. These phenolic compounds were converted by two deoxygenation routes. The desired direct deoxygenation (DDO) route, leading to toluene, was strongly promoted by cobalt. On the contrary, the HYDrogenation route (yielding methylcyclohexenes and methylcyclohexane) was favored over Mo/Al2O3 and practically not affected by the presence of cobalt. To explain the formation of these deoxygenated products, the participation of different kinds of active sites such metal-decorated edge and brim-model was suggested. Thus, we proposed a reaction mechanism involving a schematic CoMoS active site which allowed to explain (i) the highest reactivity of m-cresol by the involvement of a stabilized cationic intermediate and (ii) the lowest reactivity of o-cresol, ascribed to a steric hindrance of methyl group during the initial tautomerization step.

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Acknowledgments

The authors acknowledge the financial support of the Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq). Vinicius O. O. Gonçalves is grateful to the Brazilian “Ciência Sem Fronteiras” program (“Science Without Borders”) for his PhD thesis funding (2014–2017).

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  1. Institut de Chimie des Milieux et Matériaux de Poitiers, UMR 7285 Université de Poitiers - CNRS, 4, rue Michel Brunet, BP633, 86022, Poitiers Cedex, France

    Vinicius O. O. Gonçalves, Sylvette Brunet & Frédéric Richard

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  1. Vinicius O. O. Gonçalves
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  2. Sylvette Brunet
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  3. Frédéric Richard
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Correspondence to Frédéric Richard.

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Gonçalves, V.O.O., Brunet, S. & Richard, F. Hydrodeoxygenation of Cresols Over Mo/Al2O3 and CoMo/Al2O3 Sulfided Catalysts. Catal Lett 146, 1562–1573 (2016). https://doi.org/10.1007/s10562-016-1787-5

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