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Bio-based Epoxy Vitrimers: Dual Dynamic Bonds and DGFB-1.0 Specs

BIOENGINEER.ORG
Overview
Researchers have developed a furan-based epoxy vitrimer using dual dynamic bonds that achieves a tensile strength of 75.4 ± 2.3 MPa and 98.2% strength recovery after self-healing. By combining boronic ester and β-hydroxy ester exchange, the material enables repeated reprocessing and rapid healing without the need for catalysts or extreme temperatures.
In Depth

Key Findings

The optimized bio-based epoxy vitrimer, designated DGFB-1.0, demonstrated a tensile strength of 75.4 ± 2.3 MPa and a Young’s modulus of 512.5 ± 5.2 MPa. The material exhibits high self-healing efficiency; after heating a surface groove at 90 °C for 60 minutes, it recovered 98.2% of its original tensile strength. Additionally, DGFB-1.0 retained 81.3% of its tensile strength after three cycles of cutting, hot pressing, and remolding.

Technical Details

The material utilizes a dual-bond network consisting of dynamic boronic ester and β-hydroxy ester bonds. The synthesis involved preparing diglycidyl furan-2,5-dicarboxylate (DGF) from 2,5-furandicarboxylic acid and a crosslinker, di-BONH2, derived from 3-aminobenzeneboronic acid and di-trimethylolpropane. The researchers tested four formulations (DGFB-0.7 through DGFB-1.0) with bio-based carbon contents ranging from 25.0% to 29.4%.

  • Thermal Stability: The 5% mass decomposition temperature for DGFB-1.0 was 286.7 ± 4.3 °C, with a heat-resistant index (Ts) of 163.3 ± 2.1 °C.
  • Glass Transition: Glass-transition temperatures ranged between 62.8 and 72.7 °C.
  • Stress Relaxation: At 120 °C, DGFB-1.0 showed a stress-relaxation time of 11 seconds, with an activation energy of 28.3 ± 0.7 kJ mol−1.
  • Chemical Resistance: Swelling tests confirmed the networks remained insoluble in solvents including DMSO, DMF, methanol, and acetone.

Background & Context

Conventional epoxy thermosets form permanent crosslinked networks that provide strength and chemical resistance but cannot be remolded or chemically recovered. Epoxy vitrimers address this by incorporating dynamic covalent bonds that exchange under specific conditions. This research specifically aimed to reduce the catalyst and high-temperature requirements typical of ester-only vitrimers by integrating catalyst-free boronic ester exchange.

Significance & Outlook

The tensile strength of DGFB-1.0 exceeds previously reported ranges for bio-based epoxy vitrimers (10–65 MPa) and furan-based vitrimers relying solely on β-hydroxy ester exchange (10–56 MPa). This molecular design provides complementary routes for changing network topology, allowing the material to be rearranged without being dissolved.

Source: https://bioengineer.org/dual-dynamic-bonds-yield-strong-self-healing-bio-based-epoxy-vitrimers/

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