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Transcarbamoylation in polyurethanes: underestimated exchange reactions?

Abstract : 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.
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https://hal.archives-ouvertes.fr/hal-03789967
Contributor : Sylvain Caillol Connect in order to contact the contributor
Submitted on : Tuesday, September 27, 2022 - 6:40:19 PM
Last modification on : Wednesday, October 12, 2022 - 3:58:50 AM

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Camille Bakkali-Hassani, Dimitri Berne, Vincent Ladmiral, Sylvain Caillol. Transcarbamoylation in polyurethanes: underestimated exchange reactions?. Macromolecules, 2022, 55 (18), pp.7974-7991. ⟨10.1021/acs.macromol.2c01184⟩. ⟨hal-03789967⟩

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