Poly(2-oxazoline) Hydrogel Monoliths via Thiol-ene Coupling

Authors

  • Tim R. Dargaville,

    Corresponding author
    1. Tissue Repair and Regeneration Program, Institute of Health and Biomedical Innovation, Queensland University of Technology, Kelvin Grove, Queensland 4059, Australia
    • Tissue Repair and Regeneration Program, Institute of Health and Biomedical Innovation, Queensland University of Technology, Kelvin Grove, Queensland 4059, Australia
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  • Rebecca Forster,

    1. Tissue Repair and Regeneration Program, Institute of Health and Biomedical Innovation, Queensland University of Technology, Kelvin Grove, Queensland 4059, Australia
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  • Brooke L. Farrugia,

    1. Tissue Repair and Regeneration Program, Institute of Health and Biomedical Innovation, Queensland University of Technology, Kelvin Grove, Queensland 4059, Australia
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  • Kristian Kempe,

    1. Laboratory of Organic and Macromolecular Chemistry (IOMC), Friedrich-Schiller-University, Humboldtstr. 10, 07743 Jena, Germany; Jena Center for Soft Matter (JCSM), Friedrich-Schiller-University Jena, Humboldtstr. 10, 07743 Jena, Germany
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  • Lenny Voorhaar,

    1. Supramolecular Chemistry Group, Department of Organic Chemistry, Ghent University, Krijgslaan 281 S4, 9000 Ghent, Belgium
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  • Ulrich S. Schubert,

    1. Laboratory of Organic and Macromolecular Chemistry (IOMC), Friedrich-Schiller-University, Humboldtstr. 10, 07743 Jena, Germany; Jena Center for Soft Matter (JCSM), Friedrich-Schiller-University Jena, Humboldtstr. 10, 07743 Jena, Germany
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  • Richard Hoogenboom

    Corresponding author
    1. Supramolecular Chemistry Group, Department of Organic Chemistry, Ghent University, Krijgslaan 281 S4, 9000 Ghent, Belgium
    • Supramolecular Chemistry Group, Department of Organic Chemistry, Ghent University, Krijgslaan 281 S4, 9000 Ghent, Belgium.
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Abstract

Copoly(2-oxazoline)s, prepared by the cationic ring-opening polymerization of 2-(dec-9-enyl)-2-oxazoline with either 2-methyl-2-oxazoline or 2-ethyl-2-oxazoline, are crosslinked with small dithiol molecules under UV irradiation to form homogeneous networks. In situ monitoring of the crosslinking reaction by photo-rheology reveals the formation of soft gels within minutes. The degree of swelling in water is tunable based on the hydrophilicity of the starting macromers and the proportion of alkene side arms present. Furthermore, degradable hydrogels are prepared based on incorporation of a hydrolytically cleavable dithiol crosslinker. The rapid synthesis of the macromers and mild crosslinking conditions make these materials ideal for future biomaterial applications.

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