Tunable and Selective Conversion of 5-HMF to 2,5-Furandimethanol and 2,5-Dimethylfuran over Copper-Doped Porous Metal Oxides

Tunable and selective hydrogenation of the platform chemical 5‐hydroxymethylfurfural into valuable C6 building blocks and liquid fuel additives is achieved with copper‐doped porous metal oxides in ethanol. A new catalyst composition with improved hydrogenation/hydrogenolysis activity is obtained by...

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Bibliographic Details
Published in:ChemSusChem Vol. 7; no. 8; pp. 2266 - 2275
Main Authors: Kumalaputri, Angela J., Bottari, Giovanni, Erne, Petra M., Heeres, Hero J., Barta, Katalin
Format: Journal Article
Language:English
Published: Weinheim WILEY-VCH Verlag 01.08.2014
WILEY‐VCH Verlag
Wiley Subscription Services, Inc
Subjects:
biofuels
biomass
Catalysis
copper
Copper - chemistry
Furaldehyde - analogs & derivatives
Furaldehyde - chemistry
Furans - chemistry
heterocycles
hydrogenation
Oxides - chemistry
Porosity
Pressure
Ruthenium - chemistry
Solvents - chemistry
Temperature
copper
biomass
biofuels
heterocycles
hydrogenation
ISSN:1864-5631, 1864-564X, 1864-564X
Online Access:Get full text
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Summary:Tunable and selective hydrogenation of the platform chemical 5‐hydroxymethylfurfural into valuable C6 building blocks and liquid fuel additives is achieved with copper‐doped porous metal oxides in ethanol. A new catalyst composition with improved hydrogenation/hydrogenolysis activity is obtained by introducing small amounts of ruthenium dopant into the previously reported Cu0.59Mg2.34Al1.00 structure. At a mild reaction temperature (100 °C), 2,5‐furandimethanol is obtained with excellent selectivity up to >99 %. Higher reaction temperatures (220 °C) favor selective deoxygenation to 2,5‐dimethylfuran and minor product 2,5‐dimethyltetrahydrofuran with a combined yield as high as 81 %. Notably, these high product yields are maintained at a substrate concentration up to 10 wt % and a low catalyst loading. The influence of different alcohol solvents on product selectivity is explored. Furthermore, reaction intermediates formed at different reaction temperatures are identified. The composition of these product mixtures provides mechanistic insight into the nature of the reduction pathways that influence product selectivity. The catalysts are characterized by elemental analysis, TEM, and BET techniques before and after the reaction. Catalyst recycling experiments are conducted in batch and in a continuous‐flow setup. With a little help from Ru: Selective and tunable hydrogenation of 5‐hydroxymethylfurfural (HMF) with earth‐abundant, copper‐based porous metal oxides (Cu‐PMOs) is achieved. Addition of a small amount of ruthenium dopant enhances the combined selectivity to 2,5‐dimethylfuran (DMF) and 2,5‐dimethyltetrahydrofuran (DMTHF) under optimized conditions.
Bibliography:ArticleID:CSSC201402095
istex:73BC9E1FA09F84C20B8FCB4BA898C06EF56E3D0E
Indonesian Directorate General of Higher Education (DIKTI)
NSF - No. CHE-1240194
ark:/67375/WNG-SKRKBL78-4
These authors contributed equally to this work.
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ISSN:1864-5631
1864-564X
1864-564X
DOI:10.1002/cssc.201402095