Bio-Based Chemicals: Selective Aerobic Oxidation of Tetrahydrofuran-2,5-dimethanol to Tetrahydrofuran-2,5-dicarboxylic Acid Using Hydrotalcite-Supported Gold Catalysts | Zendy

Qingqing Yuan | Zendy; Kevin Hiemstra | Zendy; Tim G. Meinds | Zendy; Ibrahim Chaabane | Zendy; Zhenchen Tang | Zendy; Léon Rohrbach | Zendy; Wilbert L. Vrijburg | Zendy; Tiny W.G.M Verhoeven | Zendy; Emiel J. M. Hensen | Zendy; Siebe van der Veer | Zendy; Paolo P. Pescarmona | Zendy; Hero J. Heeres | Zendy; Peter J. Deuss | Zendy

Open Access

Bio-Based Chemicals: Selective Aerobic Oxidation of Tetrahydrofuran-2,5-dimethanol to Tetrahydrofuran-2,5-dicarboxylic Acid Using Hydrotalcite-Supported Gold Catalysts

Author(s) -

Qingqing Yuan,

Kevin Hiemstra,

Tim G. Meinds,

Ibrahim Chaabane,

Zhenchen Tang,

Léon Rohrbach,

Wilbert L. Vrijburg,

Tiny W.G.M Verhoeven,

Emiel J. M. Hensen,

Siebe van der Veer,

Paolo P. Pescarmona,

Hero J. Heeres,

Peter J. Deuss

Publication year - 2019

Publication title -

acs sustainable chemistry and engineering

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.878

H-Index - 109

ISSN - 2168-0485

DOI - 10.1021/acssuschemeng.8b03821

Subject(s) - tetrahydrofuran , catalysis , chemistry , bimetallic strip , hydroxymethyl , furfural , hydrotalcite , dicarboxylic acid , adsorption , nanoparticle , organic chemistry , nuclear chemistry , materials science , nanotechnology , solvent

A new, sustainable catalytic route for the synthesis of tetrahydrofuran-2,5-dicarboxylic acid (THFDCA), a compound with potential application in polymer industry, is presented starting from the bio-based platform chemical 5-(hydroxymethyl)furfural (HMF). This conversion was successfully achieved via oxidation of tetrahydrofuran-2,5-dimethanol (THFDM) over hydrotalcite (HT)-supported gold nanoparticle catalysts (∼2 wt %) in water. THFDM was readily obtained with high yield (>99%) from HMF at a demonstrated 20 g scale by catalytic hydrogenation. The highest yield of THFDCA (91%) was achieved after 7 h at 110 °C under 30 bar air pressure and without addition of a homogeneous base. Additionally, Au–Cu bimetallic catalysts supported on HT were prepared and showed enhanced activity at lower temperature compared to the monometallic gold catalysts. In addition to THFDCA, the intermediate oxidation product with one alcohol and one carboxylic acid group (5-hydroxymethyl tetrahydrofuran-2-carboxylic acid, THFCA) was...

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