Furan/maleimide dynamic covalent chemistry has been extensively used to fabricate re-workable and self-healing thermosets. Understanding the relationship between crosslinker structure, network dynamics, and material final properties, however, remains a challenge. This study introduces self-healing and shape-memory thermosets derived from furan-functionalized polyketones (PKFU) crosslinked with aromatic bis-maleimides, i.e., 1,1′-(methylenedi-4,1-phenylene)bis-maleimide (BISM1) and bis(3-ethyl-5-methyl-4-maleimidophenyl)methane (BISM2), via a thermally reversible Diels-Alder reaction. Polyketones were chemically modified with furfurylamine through the Paal-Knorr reaction, achieving varying furan grafting ratios. The resulting networks, characterized by ATR-FTIR, 1H-NMR, gel permeation chromatography (GPC), differential scanning calorimetry (DSC), and rheology, demonstrated tunable thermomechanical properties. BISM2-based thermosets exhibited enhanced thermal stability and reversibility over a broad temperature range (20–120 °C), with a shape recovery ratio of up to 89% and complete self-healing at 120 °C within 5 min. These findings highlight the potential of polyketone-based thermosets for applications requiring adaptive thermomechanical properties, efficient self-repair, and sustainability.

Tailoring Thermomechanical, Shape Memory and Self-Healing Properties of Furan-Based Polyketone via Diels-Alder Chemistry with Different Bismaleimide Crosslinkers

Esteban Araya-Hermosilla;Marco Carlotti;Francesco Picchioni;Andrea Pucci
2025-01-01

Abstract

Furan/maleimide dynamic covalent chemistry has been extensively used to fabricate re-workable and self-healing thermosets. Understanding the relationship between crosslinker structure, network dynamics, and material final properties, however, remains a challenge. This study introduces self-healing and shape-memory thermosets derived from furan-functionalized polyketones (PKFU) crosslinked with aromatic bis-maleimides, i.e., 1,1′-(methylenedi-4,1-phenylene)bis-maleimide (BISM1) and bis(3-ethyl-5-methyl-4-maleimidophenyl)methane (BISM2), via a thermally reversible Diels-Alder reaction. Polyketones were chemically modified with furfurylamine through the Paal-Knorr reaction, achieving varying furan grafting ratios. The resulting networks, characterized by ATR-FTIR, 1H-NMR, gel permeation chromatography (GPC), differential scanning calorimetry (DSC), and rheology, demonstrated tunable thermomechanical properties. BISM2-based thermosets exhibited enhanced thermal stability and reversibility over a broad temperature range (20–120 °C), with a shape recovery ratio of up to 89% and complete self-healing at 120 °C within 5 min. These findings highlight the potential of polyketone-based thermosets for applications requiring adaptive thermomechanical properties, efficient self-repair, and sustainability.
2025
Araya-Hermosilla, Esteban; Carlotti, Marco; Orozco, Felipe; de Macedo Rooweder Lima, Guilherme; Araya-Hermosilla, Rodrigo; Ortega, Daniela E.; Cortés-...espandi
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/1306587
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