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Chemically Degradable Vitrimeric Materials Based on Divanillin Imine Epoxy Monomer and Aliphatic Diamines. Effect of Transamination in the Stress Relaxation Process
Version 1
: Received: 9 September 2024 / Approved: 9 September 2024 / Online: 9 September 2024 (12:56:34 CEST)
How to cite:
Telatin, T.; Flor, S. D. L.; Montané, X.; Serra, À. Chemically Degradable Vitrimeric Materials Based on Divanillin Imine Epoxy Monomer and Aliphatic Diamines. Effect of Transamination in the Stress Relaxation Process. Preprints2024, 2024090686. https://doi.org/10.20944/preprints202409.0686.v1
Telatin, T.; Flor, S. D. L.; Montané, X.; Serra, À. Chemically Degradable Vitrimeric Materials Based on Divanillin Imine Epoxy Monomer and Aliphatic Diamines. Effect of Transamination in the Stress Relaxation Process. Preprints 2024, 2024090686. https://doi.org/10.20944/preprints202409.0686.v1
Telatin, T.; Flor, S. D. L.; Montané, X.; Serra, À. Chemically Degradable Vitrimeric Materials Based on Divanillin Imine Epoxy Monomer and Aliphatic Diamines. Effect of Transamination in the Stress Relaxation Process. Preprints2024, 2024090686. https://doi.org/10.20944/preprints202409.0686.v1
APA Style
Telatin, T., Flor, S. D. L., Montané, X., & Serra, À. (2024). Chemically Degradable Vitrimeric Materials Based on Divanillin Imine Epoxy Monomer and Aliphatic Diamines. Effect of Transamination in the Stress Relaxation Process. Preprints. https://doi.org/10.20944/preprints202409.0686.v1
Chicago/Turabian Style
Telatin, T., Xavier Montané and Àngels Serra. 2024 "Chemically Degradable Vitrimeric Materials Based on Divanillin Imine Epoxy Monomer and Aliphatic Diamines. Effect of Transamination in the Stress Relaxation Process" Preprints. https://doi.org/10.20944/preprints202409.0686.v1
Abstract
This study presents the development of a diglycidyl monomer containing two imine groups that can act as dynamic and reversible bonds. During the curing of the monomer with two different amine hardeners, we confirmed the formation of new imine groups due to the transamination reaction, not reported before, between the imine groups of the diepoxy monomer with the amine groups of the hardener. The effect of this structural change is observed for the first time in the stress relaxation behavior, resulting in the overlapping of two different relaxation modes. The analytical modelling could extract two distinct characteristic relaxation times using a double-element Maxwell model. A second characterization of the stress relaxation process by frequency sweep experiments was performed to corroborate the results obtained, confirming speedy stress relaxation. Acid-catalyzed hydrolysis was performed on the studied materials, demonstrating the complete degradation of the network. We finally confirmed that the synthesized diepoxy compound is suitable for preparing carbon fiber-reinforced composite materials, demonstrating easy fiber impregnation, fast reshaping and especially a total degradation of the polymer matrix that allows the recovery of the carbon fibers in mild conditions. This epoxy-amine system is an excellent candidate for overcoming the traditional limits of thermosets in preparing fiber-reinforced composites.
Chemistry and Materials Science, Polymers and Plastics
Copyright:
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.