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Adaptable Hetero Diels–Alder Networks for Fast Self-Healing under Mild Conditions

Authors

  • Kim K. Oehlenschlaeger,

    1. Preparative Macromolecular Chemistry, Institut für Technische Chemie und Polymerchemie, Karlsruhe Institute of Technology (KIT), Engesserstr. 18, 76131 Karlsruhe, Germany, und Institut für Biologische Grenzflächen, Karlsruhe Institute of Technology (KIT), Eggenstein-Leopoldshafen, Germany
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  • Jan O. Mueller,

    1. Preparative Macromolecular Chemistry, Institut für Technische Chemie und Polymerchemie, Karlsruhe Institute of Technology (KIT), Engesserstr. 18, 76131 Karlsruhe, Germany, und Institut für Biologische Grenzflächen, Karlsruhe Institute of Technology (KIT), Eggenstein-Leopoldshafen, Germany
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  • Josef Brandt,

    1. Leibniz-Institut für Polymerforschung Dresden, Hohe Strasse 6, 01069 Dresden, Germany, Universität Dresden, Dresden, Germany
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  • Stefan Hilf,

    1. Evonik Industries AG, Hanau-Wolfgang, Germany
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  • Albena Lederer,

    1. Leibniz-Institut für Polymerforschung Dresden, Hohe Strasse 6, 01069 Dresden, Germany, Universität Dresden, Dresden, Germany
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  • Manfred Wilhelm,

    1. Institut für Technische Chemie und Polymerchemie, Karlsruhe Institute of Technology (KIT), Karlsruhe, Germany
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  • Robert Graf,

    1. Max-Planck Institut für Polymerforschung, Mainz, Germany
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  • Michelle L. Coote,

    1. ARC Centre of Excellence for Free-Radical, Chemistry and Biotechnology, Research School of Chemistry, Australian National University, Canberra, Australia
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  • Friedrich G. Schmidt,

    1. Evonik Industries AG Paul-Baumann-Strasse 1, Marl, Germany
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  • Christopher Barner-Kowollik

    Corresponding author
    1. Preparative Macromolecular Chemistry, Institut für Technische Chemie und Polymerchemie, Karlsruhe Institute of Technology (KIT), Engesserstr. 18, 76131 Karlsruhe, Germany, und Institut für Biologische Grenzflächen, Karlsruhe Institute of Technology (KIT), Eggenstein-Leopoldshafen, Germany
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Abstract

A novel adaptable network based on the reversible hetero Diels–Alder reaction of a cyanodithioester and cyclopentadiene is presented. Reversible between 50–120 °C, the adjustable and self-healing features of the network are evidenced via temperature dependent rheology experiments and repetitive tensile tests whereas the network's chemical structure is explored by temperature dependent 1H MAS-NMR spectroscopy.

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