<p>The design of sustainable epoxy precursors and hardeners is under investigation since more than a decade to produce thermosets with outstanding thermomechanical properties and reduced environmental impact. Herein, we prepared four biobased amines using furan-carbonyl acidic condensation. Furfurylamine was condensed with acetone, benzaldehyde, cyclohexanone and terephthalaldehyde to reach di and tetraamines, employed to harden a fully biobased cardanol epoxy resin. The viscosity and functionality of the amines were suggested as the key factors governing the epoxy-amine curing kinetics. The structure-property relationship of polyfurfurylamines-cured epoxy resins were then assessed. The terephthalaldehyde-based amine was highlighted as the most performing hardener in terms of <i>T</i><sub><i>g</i></sub>, moduli and crosslink-density thanks to its tetrafunctionality. Finally, furanic amines containing benzene cores allowed to increase the char-yield of cardanol epoxy up to 15 wt%.</p>

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Tailoring Biobased Epoxy Systems: Unraveling the Structure-Property Relationship of Polyfurfurylamines

  • Pierre Delliere,
  • Claudio Mortier,
  • Camille Bakkali-Hassani,
  • Vincent Lapinte,
  • Sylvain Caillol

摘要

The design of sustainable epoxy precursors and hardeners is under investigation since more than a decade to produce thermosets with outstanding thermomechanical properties and reduced environmental impact. Herein, we prepared four biobased amines using furan-carbonyl acidic condensation. Furfurylamine was condensed with acetone, benzaldehyde, cyclohexanone and terephthalaldehyde to reach di and tetraamines, employed to harden a fully biobased cardanol epoxy resin. The viscosity and functionality of the amines were suggested as the key factors governing the epoxy-amine curing kinetics. The structure-property relationship of polyfurfurylamines-cured epoxy resins were then assessed. The terephthalaldehyde-based amine was highlighted as the most performing hardener in terms of Tg, moduli and crosslink-density thanks to its tetrafunctionality. Finally, furanic amines containing benzene cores allowed to increase the char-yield of cardanol epoxy up to 15 wt%.