4.6 Article

Rapid self-healing, multiple recyclability and mechanically robust plant oil-based epoxy resins enabled by incorporating tri-dynamic covalent bonding

Journal

JOURNAL OF MATERIALS CHEMISTRY A
Volume 9, Issue 34, Pages 18431-18439

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1ta04593h

Keywords

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Funding

  1. National Key Research and Development Program of China [2019YFD1101202, 2019YFD1101203]
  2. Guangdong Province Science & Technology Program [2018B030306016]
  3. Guangdong Provincial Innovation Team for General Key Technologies in Modern Agricultural Industry [2019KJ133]
  4. Key Projects of Basic Research and Applied Basic Research of the Higher Education Institutions of Guangdong Province [2018KZDXM014]
  5. Guangzhou Municipal Key Laboratory of Woody Biomass Functional New Materials [201905010005]

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Novel plant oil-based epoxy resins with highly crosslinking structures and comparable mechanical properties were successfully synthesized in this study, allowing for easy healing and recyclability. The self-healing efficiency of bio-based epoxy resins could reach 90% at room temperature, and the recycled resins maintained 80% of the original resins' mechanical properties even after 9 times repeated reprocessing.
The establishment of both mechanically robust yet facile healable and recyclable epoxy resin systems are highly desirable and still present significant challenges. Herein, by fully utilizing epoxidized vegetable oils and dithiol modified boronic ester via the thermally-induced thiol-epoxy click reaction, novel plant oil-based epoxy resins were successfully synthesized by incorporating units of dioxaborolane metathesis, transesterification and disulfide metathesis. Reasonably tuning the content of the flexible long fatty acid chains and phenylboronic ester, the plant oil-based epoxy resins possessed highly crosslinking structures and comparable mechanical properties to the conventional epoxy resins, with the tensile strength of up to 43.2 MPa and the elongation at break up to 25%. Moreover, the epoxy resins well embodied dynamic dioxaborolane, disulfide bonds and soft long fatty acid chains, which facilitated facile healing ability and reprocessability at mild conditions. The self-healing efficiency of bio-based epoxy resins could reach 90% at room temperature in 24 h. Further, the mechanical properties of the recycled resins were maintained at 80% of original resins even after 9 times repeated reprocessing.

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