Non‐Isocyanate Synthesis of Covalent Adaptable Networks Based on Dynamic Hindered Urea Bonds: Sequential Polymerization and Chemical Recycling

Abstract: The development of environmentally sustainable processes for polymer recycling is of paramount importance in the polymer industry. In particular, the implementation of chemical recycling for thermoset polymers via covalent adaptable networks (CANs), particularly those based on the dynamic hindered urea bond (HUB), has garnered intensive attention from both the academic and industrial sectors. This interest stems from its straightforward chemical structure and reaction mechanism, which are well‐suited for commercial polyurethane and polyurea applications. However, a substantial drawback of these CANs is the requisite use of toxic isocyanate curing agents for their synthesis. Herein, we propose a new HUB synthesis pathway involving thiazolidin‐2‐one and a hindered amine. This ring‐opening reaction facilitates the isocyanate‐free formation of a HUB and enables sequential reactions with acrylate and epoxide monomers via thiol–Michael and thiol–epoxy click chemistry. The CANs synthesized using this methodology exhibit superior reprocessability, chemical recyclability, and reutilizability, facilitated by specific catalytic and solvent conditions, through the reversible HUB, thiol–Michael addition, and transesterification processes.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
Non‐Isocyanate Synthesis of Covalent Adaptable Networks Based on Dynamic Hindered Urea Bonds: Sequential Polymerization and Chemical Recycling ; volume:136 ; number:43 ; year:2024 ; extent:9
Angewandte Chemie ; 136, Heft 43 (2024) (gesamt 9)

Urheber
Lyu, Jihong
Lee, Seulchan
Bae, Hyoung Eun
Jung, Hyocheol
Park, Young Il
Jin, Young‐Jae
Jeong, Ji‐Eun
Kim, Jin Chul

DOI
10.1002/ange.202411397
URN
urn:nbn:de:101:1-2410141420097.458376222482
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:29 MESZ

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Beteiligte

  • Lyu, Jihong
  • Lee, Seulchan
  • Bae, Hyoung Eun
  • Jung, Hyocheol
  • Park, Young Il
  • Jin, Young‐Jae
  • Jeong, Ji‐Eun
  • Kim, Jin Chul

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