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Transcarbamoylation in polyurethanes: underestimated exchange reactions?

Macromolecules, 2022-09, Vol.55 (18), p.7974-7991 [Peer Reviewed Journal]

Distributed under a Creative Commons Attribution 4.0 International License ;ISSN: 0024-9297 ;EISSN: 1520-5835 ;DOI: 10.1021/acs.macromol.2c01184

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  • Title:
    Transcarbamoylation in polyurethanes: underestimated exchange reactions?
  • Author: Bakkali-Hassani, Camille ; Berne, Dimitri ; Ladmiral, Vincent ; Caillol, Sylvain
  • Subjects: Chemical Sciences ; Polymers
  • Is Part Of: Macromolecules, 2022-09, Vol.55 (18), p.7974-7991
  • Description: While transesterification has been largely explored by chemists, only a few studies comparatively dealt with its "sluggish cousin", transcarbamoylation. Originally suggested seventy years ago to explain the stress decay observed at high temperature in polyurethane chemical networks, transcarbamoylation-also called transurethanization or urethane exchange-is still underexploited in both organic and polymer chemistry. This is mainly related to the use of toxic reactants such as isocyanates and tin-based catalysts involved during the preparation of molecular carbamates or polyurethanes (PUs) as well as harsh conditions required to observe such exchanges in molecular transformations. Many studies have focused their interest on alternatives to the use of isocyanates, underestimating the potential of transcarbamoylation to produce, recycle or reprocess PUs (wastes). This perspective review presents the latest developments and plausible future directions to prepare sustainable PU-based materials using transcarbamoylation with a focus on covalent dynamic networks.
  • Publisher: American Chemical Society
  • Language: English
  • Identifier: ISSN: 0024-9297
    EISSN: 1520-5835
    DOI: 10.1021/acs.macromol.2c01184
  • Source: Hyper Article en Ligne (HAL) (Open Access)
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