Enhanced Hydrodeoxygenation of m -Cresol over Bimetallic Pt–Mo Catalysts through an Oxophilic Metal-Induced Tautomerization Pathway

Robinson, Allison; Ferguson, Glen Allen; Gallagher, James R.; Cheah, Singfoong; Beckham, Gregg T.; Schaidle, Joshua A.; Hensley, Jesse E.; Medlin, J. Will

doi:10.1021/acscatal.6b01131

Title: Enhanced Hydrodeoxygenation of m -Cresol over Bimetallic Pt–Mo Catalysts through an Oxophilic Metal-Induced Tautomerization Pathway

Journal Article · Thu May 26 00:00:00 EDT 2016 · ACS Catalysis

DOI:https://doi.org/10.1021/acscatal.6b01131· OSTI ID:1271939

Robinson, Allison ^[1]; Ferguson, Glen Allen ^[2]; Gallagher, James R. ^[3]; Cheah, Singfoong ^[2]; Beckham, Gregg T. ^[2]; Schaidle, Joshua A. ^[2]; Hensley, Jesse E. ^[2]; Medlin, J. Will ^[1]

Univ. of Colorado, Boulder, CO (United States). Chemical and Biological Engineering Dept.
National Renewable Energy Lab. (NREL), Golden, CO (United States). National Bioenergy Center
Argonne National Lab. (ANL), Argonne, IL (United States). Chemical Sciences and Engineering Division

Supported bimetallic catalysts consisting of a noble metal (e.g., Pt) and an oxophilic metal (e.g., Mo) have received considerable attention for the hydrodeoxygenation of oxygenated aromatic compounds produced from biomass fast pyrolysis. Here, we report that PtMo can catalyze m-cresol deoxygenation via a pathway involving an initial tautomerization step. In contrast, the dominant mechanism on monometallic Pt/Al₂O₃ was found to be sequential Pt-catalyzed ring hydrogenation followed by dehydration on the support. Bimetallic Pt₁₀Mo₁ and Pt₁Mo₁ catalysts were found to produce the completely hydrogenated and deoxygenated product, methylcyclohexane (MCH), with much higher yields than monometallic Pt catalysts with comparable metal loadings and surface areas. Over an inert carbon support, MCH formation was found to be slow over monometallic Pt catalysts, while deoxygenation was significant for PtMo catalysts even in the absence of an acidic support material. Experimental studies of m-cresol deoxygenation together with density functional theory calculations indicated that Mo sites on the PtMo bimetallic surface dramatically lower the barrier for m-cresol tautomerization and subsequent deoxygenation. The accessibility of this pathway arises from the increased interaction between the oxygen of m-cresol and the Mo sites in the Pt surface. This interaction significantly alters the configuration of the precursor and transition states for tautomerization. Lastly, a suite of catalyst characterization techniques including X-ray absorption spectroscopy (XAS) and temperature-programmed reduction (TPR) indicate that Mo was present in a reduced state on the bimetallic surface under conditions relevant for reaction. Overall, these results suggest that the use of bifunctional metal catalysts can result in new reaction pathways that are unfavorable on monometallic noble metal catalysts.

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Research Organization:: National Renewable Energy Laboratory (NREL), Golden, CO (United States)

Sponsoring Organization:: USDOE Office of Energy Efficiency and Renewable Energy (EERE), Sustainable Transportation Office. Bioenergy Technologies Office; National Science Foundation (NSF); Department of Education (DOE'd)

Grant/Contract Number:: AC36-08GO28308; MCB-090159; CHE-1149752; AC02-06CH11357

OSTI ID:: 1271939

Report Number(s):: NREL/JA-5100-66831

Journal Information:: ACS Catalysis, Vol. 6, Issue 7; ISSN 2155-5435

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 102 works

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09 BIOMASS FUELS
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
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