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Novel functionalized polyamides prone to undergo thermal Claisen rearrangement in the solid state

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Abstract

A new way to obtain functionalized polymers by 3,3′-sigmatropic Claisen rearrangement has been developed and identified. The process was identified for three polyamides and three allyl-derivatives with different functional groups and rigidity. The Claisen rearrangement process seems to be independent of the polymeric structure, and it is only affected by the allyl functionality. The polymeric structure conditioned the rate of the process. The influence of polymer chain and allyl-derivatives on a cyclodehydration process was also studied. The cyclodehydration reaction is mainly affected by the rigidity of the polymer chain; therefore, it is influenced by the corresponding alkenyl structure. This work demonstrates the great potential of this approach that allows, by a simple and well-known process, the alkene functionalization of the polymeric chain in order to create a great variety of new high-performance materials for the application of these polymers in multiple fields.

Graphical abstract: Novel functionalized polyamides prone to undergo thermal Claisen rearrangement in the solid state

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Publication details

The article was received on 24 Mar 2018, accepted on 07 May 2018 and first published on 09 May 2018


Article type: Paper
DOI: 10.1039/C8PY00467F
Citation: Polym. Chem., 2018, Advance Article
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    Novel functionalized polyamides prone to undergo thermal Claisen rearrangement in the solid state

    M. R. de la Viuda, A. Tena, S. Neumann, S. Willruth, V. Filiz and V. Abetz, Polym. Chem., 2018, Advance Article , DOI: 10.1039/C8PY00467F

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