Caprolactam from Renewable Resources: Catalytic Conversion of 5-Hydroxymethylfurfural into Caprolactone

Authors

  • Teddy Buntara,

    1. Dept of Chemical Engineering, University of Groningen, Nijenborgh 4, 9747 AG Groningen (The Netherlands), Fax: (+31) 50-363-4479
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  • Dr. Sebastien Noel,

    1. Dept of Chemical Engineering, University of Groningen, Nijenborgh 4, 9747 AG Groningen (The Netherlands), Fax: (+31) 50-363-4479
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  • Dr. Pim Huat Phua,

    1. Dept of Chemical Engineering, University of Groningen, Nijenborgh 4, 9747 AG Groningen (The Netherlands), Fax: (+31) 50-363-4479
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  • Dr. Ignacio Melián-Cabrera,

    1. Dept of Chemical Engineering, University of Groningen, Nijenborgh 4, 9747 AG Groningen (The Netherlands), Fax: (+31) 50-363-4479
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  • Prof. Dr. Johannes G. de Vries,

    Corresponding author
    1. Stratingh Institute of Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen (The Netherlands)
    2. DSM Innovative Synthesis BV, a unit of DSM Pharma Chemicals, P.O. Box 18, 6160 MD Geleen (The Netherlands), Fax: (+31) 46-476-7604
    • Stratingh Institute of Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen (The Netherlands)
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  • Prof. Dr. Hero J. Heeres

    Corresponding author
    1. Dept of Chemical Engineering, University of Groningen, Nijenborgh 4, 9747 AG Groningen (The Netherlands), Fax: (+31) 50-363-4479
    • Dept of Chemical Engineering, University of Groningen, Nijenborgh 4, 9747 AG Groningen (The Netherlands), Fax: (+31) 50-363-4479
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  • We would like to thank ACTS-ASPECT for providing a grant to this research (ASPECT Project 053.62.017), and Rudy Parton, Rob Meier (DSM), Peter Witte, Peter Berben (BASF), Annemarie Beers (Norit), Jean Paul Lange (Shell), and Bart Zwijnenburg (Johnson Matthey) for helpful discussions.

Abstract

original image

Renewable nylon: 5-Hydroxymethylfurfural (HMF), which can be obtained from renewable resources such as D-fructose, was converted into caprolactone with very good overall selectivity in only three steps. The new route involves two hydrogenation steps to obtain 1,6-hexanediol, which was oxidatively cyclized to caprolactone, and then converted into caprolactam.

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