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From Lignins to Renewable Aromatic Vitrimers based on Vinylogous Urethane

Von Wiley-VCH zur Verfügung gestellt

Sustainable covalent adaptable networks (CANs): Vinylogous urethane CANs were developed according to green chemistry principles, from organosolv lignin using solvent-free reactions and non-toxics compounds. Structure-property relationship as well as the vitrimer behavior of the cross-linked materials was fully investigated. The recyclable materials also exhibited healing ability, improving their lifecycle and sustainability.


During the two last decades, covalent adaptable networks (CANs) have proven to be an important new class of polymer materials combining the main advantages of thermoplastics and thermosets. For instance, materials can undergo reprocessing cycles by incorporating dynamic covalent bonds within a cross-linked network. Due to their versatility, renewable resources can be easily integrated into these innovative systems to develop sustainable materials, which can be related to the context of the recent development of a circular bioeconomy. Lignins, the main renewable sources of aromatic structures, are major candidates in the design of novel and biobased stimuli-responsive materials such as vitrimers due to their high functionality and specific chemical architectures. In the aim of developing recyclable lignin-based vinylogous urethane (VU) networks, an innovative strategy was elaborated in which lignin was first modified into liquid polyols and then into polyacetoacetates. Resulting macromonomers were integrated into aromatic VU networks and fully characterized through thermal, mechanical, and rheological experiments. Viscoelastic behaviors of the different aromatic vitrimers exhibited fast stress-relaxations (e. g., 39 s at 130 °C) allowing easy and fast mechanical reprocessing. A thermomechanical recycling study was successfully performed. Then, the developed strategy enabled the fabrication of healable biobased aromatic vitrimers with tunable structures and properties.

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