Vanillin‐Derived Thermally Reprocessable and Chemically Recyclable Schiff‐Base Epoxy Thermosets

Abstract: The paradigm shift from traditional petroleum‐based non‐recyclable thermosets to biobased repeatedly recyclable materials is required to move toward circular bioeconomy. Here, two mechanically and chemically recyclable extended vanillin‐derived epoxy thermosets are successfully fabricated by introduction of Schiff‐base/imine covalent dynamic bonds. Thermoset 1 (T1) is based on linear monomer 1 (M1) with two alcohol end groups and one imine bond, while thermoset 2 (T2) is based on branched monomer 2 (M2) with three alcohol end‐groups and three imine‐groups. Thermosets are obtained by reaction of monomer 1 (M1) and monomer 2 (M2) with trimethylolpropane triglycidyl ether. The structure of the monomers and thermosets is confirmed by nuclear magnetic resonance and Fourier transform infrared spectroscopic techniques. Both thermosets exhibit good thermal and mechanical properties and they are stable in common organic solvents. Furthermore, they can be thermally reprocessed through compression molding with good recovery of the mechanical properties. Last but not least, the fabricated thermosets can be rapidly and completely chemically recycled to water‐soluble aldehydes and amines by imine hydrolysis at room temperature in 0.1 m HCl solution. This is promising for development of future materials with multiple circularity by different routes.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Vanillin‐Derived Thermally Reprocessable and Chemically Recyclable Schiff‐Base Epoxy Thermosets ; day:07 ; month:02 ; year:2023 ; extent:9
Global challenges ; (07.02.2023) (gesamt 9)

Creator
Subramaniyan, Sathiyaraj
Bergoglio, Matteo
Sangermano, Marco
Hakkarainen, Minna

DOI
10.1002/gch2.202200234
URN
urn:nbn:de:101:1-2023020814120831655085
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
14.08.2025, 10:53 AM CEST

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Associated

  • Subramaniyan, Sathiyaraj
  • Bergoglio, Matteo
  • Sangermano, Marco
  • Hakkarainen, Minna

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