Recyclable, Biobased Photoresins for 3D Printing Through Dynamic Imine Exchange

Recyclable, Biobased Photoresins for 3D Printing Through Dynamic Imine Exchange

Transimination reactions are highly effective dynamic covalent reactions to enable reprocessability in thermosets, as they can undergo exchange without the need for catalysts, by exposing the materials to external stimuli such as heat. In this work, a series of five biobased vanillin-derived resin f...

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Bibliographic Details
Published in:ACS sustainable chemistry & engineering Vol. 10; no. 39; pp. 13091 - 13099
Main Authors: Cortés-Guzmán, Karen P., Parikh, Ankit R., Sparacin, Marissa L., Remy, Ashele K., Adegoke, Lauren, Chitrakar, Chandani, Ecker, Melanie, Voit, Walter E., Smaldone, Ronald A.
Format: Journal Article
Language:English
Published: American Chemical Society 03-10-2022
Subjects:
vitrimer
dynamic covalent chemistry
covalent adaptable networks
imine
photocuring
thermally reprocessable
biobased thermoset
vanillin
3D printing
self-healing
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Summary:Transimination reactions are highly effective dynamic covalent reactions to enable reprocessability in thermosets, as they can undergo exchange without the need for catalysts, by exposing the materials to external stimuli such as heat. In this work, a series of five biobased vanillin-derived resin formulations consisting of vanillin acrylate with vanillin methacrylate-functionalized Jeffamines were synthesized and 3D-printed using digital light projection (DLP). The resulting thermosets displayed a range of mechanical properties (Young’s modulus 2.05–332 MPa), which allow for an array of applications. The materials we obtained have self-healing abilities, which were characterized by scratch healing tests. Additionally, dynamic transimination reactions enable these thermosets to be reprocessed when thermally treated above their glass transition temperatures under high pressures using a hot press. Due to the simple synthetic procedures and the readily available commercial Jeffamines, these materials will aid in promoting a shift to materials with predominantly biobased content and help drift away from polymers made from non-renewable resources.
ISSN:2168-0485
2168-0485
DOI:10.1021/acssuschemeng.2c03541