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One-component Diels-Alder based polyurethanes: a unique way to self-heal

Willocq B., Khelif F., Brancart J., Van Assche G., Dubois P. and Raquez J.M.One-component Diels-Alder based polyurethanes: a unique way to self-heal,RSC ADVANCES,7(76): 48047-48053,2017.

doi: 10.1039/c7ra09898g

In this work, we introduce single-component self-healing polyurethanes based on reversible maleimide/furan Diels-Alder reactions with good physical integrity on healing. Diols bearing thermo-reversible furfuryl and maleimide moieties were synthesized by a four-step coupling strategy starting from commercially available 2,2-bis(hydroxymethyl) propionic acid (bis-MPA) and thermo-responsive monoalcohol (with furfuryl or maleimide functions). These diols were reacted in presence of 1,6-hexamethylene diisocyanate and polypropylene glycol (PPG), in order to obtain amorphous polyurethanes with good chain mobility for the self-healing processes (T-g < RT). The cross-linking density, related to the healing process, could be readily tuned with the amount of thermo-responsive moieties as well as the PPG chain length. Swelling test and FTIR spectroscopy confirmed the formation of reversible networks. Qualitative micro-scratch test on thin films indicated tunable healing efficiencies based on the polyurethane composition as a function of the content, the chemical nature of the thermo-responsive moieties (reversible vs. irreversible), the PPG nature (hydroxyl or amino terminated) and chain length. This new structural concept is of great interest for thermally mendable, self-healing and adhesive polyurethanes.


    author  = "Willocq, B.; Khelif, F.; Brancart, J.; Van Assche, G.; Dubois, P.; Raquez, J.M.",
    title   = "One-component Diels-Alder based polyurethanes: a unique way to self-heal",
    journal = "RSC ADVANCES",
    year    = "2017",
    volume  = "7",
    number  = "76",
    pages   = "48047-48053",
    month   = "",
    doi     = "10.1039/c7ra09898g",
    note    = "",