Towards high-performance polyurethanes: a mechanism of amine catalyzed aromatic imide formation from the reaction of isocyanates with anhydrides
Autor: | Yunfei Guo, Sebastian Spicher, Anna Cristadoro, Peter Deglmann, Rint P. Sijbesma, Željko Tomović |
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Přispěvatelé: | Polymer Performance Materials, Supramolecular Polymer Chemistry, ICMS Core |
Rok vydání: | 2023 |
Předmět: | |
Zdroj: | Polymer Chemistry, 14(15), 1773-1780. Royal Society of Chemistry |
ISSN: | 1759-9962 1759-9954 |
Popis: | Poly(urethane imide)s (PUIs) with improved thermal properties and flame retardancy can be made in a direct way by the reaction of isocyanates with anhydrides to give aromatic imides. We investigated the mechanism of this reaction in the presence of water with experimental studies and quantum chemical calculations. The catalytic cycle is driven by the urea obtained from the hydrolysis of isocyanates. We show that with a secondary amine as a pre-catalyst and tertiary amine as a co-catalyst, the reaction proceedsfast without a need for additional solvent. The insights in the underlying mechanism provided by the computational study have guided the development of a solvent-free synthetic method that provides a pathway to produce PUIs on an industrial scale. |
Databáze: | OpenAIRE |
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