Science and Technology Production
Vinylogous urethane vitrimers

Article

Authorship
Denissen, Wim ; Rivero, Guadalupe ; Nicolay, Renaud ; Leibler, Ludwik ; Winne, Johan ; Du Prez, Filip E.
Date
2015
Publishing House and Editing Place
Wiley Vch Verlag
Magazine
ADVANCED FUNCTIONAL MATERIALS, vol. 25 (pp. 2451-2457) Wiley Vch Verlag
Summary Information provided by the agent in SIGEVA
Vitrimers are a new class of polymeric materials with very attractive properties since they can be reworked to any shape while being at the same time permanently cross-linked. Inspired by the principle of vinylogy, we explored transamination of vinylogous urethanes as exchange reaction for vitrimers. First, a kinetic study on model compounds revealed the occurrence of transamination of vinylogous urethanes in a good temperature window without side reactions. Next, poly(vinylogous urethane) netw... Vitrimers are a new class of polymeric materials with very attractive properties since they can be reworked to any shape while being at the same time permanently cross-linked. Inspired by the principle of vinylogy, we explored transamination of vinylogous urethanes as exchange reaction for vitrimers. First, a kinetic study on model compounds revealed the occurrence of transamination of vinylogous urethanes in a good temperature window without side reactions. Next, poly(vinylogous urethane) networks with a storage modulus of ~2.4 GPa and a glass transition temperature above 80°C were prepared by bulk polymerization of cyclohexane dimethanol bisacetoacetate, m-xylylene diamine and tris(2-aminoethyl)amine. The vitrimer nature of these networks was examined by solubility, stress-relaxation and creep experiments. Relaxation times as short as 85 s at 170°C were observed without using any catalyst. In addition, the networks were recyclable up to four times by consecutive grinding/compression molding cycles without significant mechanical or chemical degradation.
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Key Words
VITRIMERSENAMINONECOVALENT ADAPTABLE NETWOKSADAPTABLE NETWORKSVINYLOGOUS URETHANEEXCHANGEABLE BONDS
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