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Influence of Reaction Conditions on Diacid Formation During Au-Catalyzed Oxidation of Glycerol and Hydroxymethylfurfural

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Abstract

The selective oxidation of glycerol and 5-hydroxymethylfurfural (HMF) to diacids over supported gold catalysts (Au/C and Au/TiO2) in liquid water at mild temperatures was a strong function of the added base such as NaOH. Use of hydrotalcite as a solid base in place of NaOH in the HMF reaction medium facilitated the production of diacid over Au/TiO2, but extensive leaching of magnesium suggested that hydrotalcite was consumed stoichiometrically in the reaction. Production of diacids from glycerol oxidation over supported Au catalysts was promoted by operating in a continuous flow reactor and by increasing the catalyst loading in a semi-batch reactor. Trace inhibitors formed by conversion of the product monoacid are proposed to account for the generally low selectivity to diacids over gold catalysts.

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Acknowledgment

This material is based upon work supported by the United States Department of Energy under Grant No. DE-FG02-95ER14549 and the National Science Foundation under Grant Nos. OISE 0730277 and EEC-0813570. RJD acknowledges informative and inspiring discussions with Professor Harold Kung (Northwestern University) about gold catalysis over the past decade.

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Authors and Affiliations

  1. Department of Chemical Engineering, University of Virginia, 102 Engineers Way, Charlottesville, VA, 22904-4741, USA

    Bhushan N. Zope, Sara E. Davis & Robert J. Davis

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  1. Bhushan N. Zope
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  2. Sara E. Davis
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  3. Robert J. Davis
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Correspondence to Robert J. Davis.

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Zope, B.N., Davis, S.E. & Davis, R.J. Influence of Reaction Conditions on Diacid Formation During Au-Catalyzed Oxidation of Glycerol and Hydroxymethylfurfural. Top Catal 55, 24–32 (2012). https://doi.org/10.1007/s11244-012-9777-3

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