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Selective hydrodeoxygenation of tartaric acid to succinic acid

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Abstract

A novel one-step process for catalytic production of succinic acid from tartaric acid, which is largely available in the waste streams of wine making, is developed. A liquid-phase system comprised of a molybdenum oxide catalyst supported on carbon black (MoOx/BC) and hydrobromic acid in acetic acid under a H2 atmosphere is effective for selective cleavage of the C–O bonds of tartaric acid and selective hydrogenation of the resulting unsaturated carbons. Temperature, hydrogen pressure, and catalyst pre-treatment are optimized to understand their impact on catalytic activity and product distribution, leading to an 87% yield of succinic acid at 170 °C. Importantly, reduction of the carboxyl groups and C–C bond cleavage are retarded. Pre-reduction and characterization studies (TPR, XRD, XPS, and XAS) reveal that the high catalyst activity of MoOx/BC is correlated with the lower Mo oxidation states (+4 to 0) formed during pre-reduction that promote cleavage of the C–O bonds of tartaric acid and hydrogenation of the C[double bond, length as m-dash]C bond of the intermediate fumaric acid. Recyclability studies and structural characterization of the recovered catalyst indicate that MoOx/BC remains active upon reuse.

Graphical abstract: Selective hydrodeoxygenation of tartaric acid to succinic acid

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Publication details

The article was received on 08 Jul 2017, accepted on 28 Aug 2017 and first published on 30 Aug 2017


Article type: Paper
DOI: 10.1039/C7CY01374D
Citation: Catal. Sci. Technol., 2017, Advance Article
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    Selective hydrodeoxygenation of tartaric acid to succinic acid

    J. Fu, E. S. Vasiliadou, K. A. Goulas, B. Saha and D. G. Vlachos, Catal. Sci. Technol., 2017, Advance Article , DOI: 10.1039/C7CY01374D

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