A spirocyclic parabanic acid masked N‐heterocyclic carbene as thermally latent pre‐catalyst for polyamide 6 synthesis and epoxide curing

dc.contributor.authorAltmann, Hagen J.
dc.contributor.authorFrey, Wolfgang
dc.contributor.authorBuchmeiser, Michael R.
dc.date.accessioned2024-04-25T13:51:10Z
dc.date.available2024-04-25T13:51:10Z
dc.date.issued2020de
dc.date.updated2023-11-14T05:53:58Z
dc.description.abstract1,3‐Dicyclcohexyl‐6,9‐dimethyl‐1,3,6,9‐tetraazaspiro[4.4]non‐7‐ene‐2,4‐dione, a spirocyclic parabanic acid derivative of N,N‐dimethylimidazole, is used as thermally latent, protected N‐heterocyclic carbene (NHC) in polymerizing anhydride‐cured epoxide resins, and azepan‐2‐one, respectively. The protected carbene is synthesized from 1,3‐dimethylimidazolium‐2‐carboxylate in the presence of two equivalents of cyclohexyl isocyanate. In the synthesis of epoxide resin thermosets, this class of latent NHC allows the production of fast and fully cured materials with high crosslinking content. Fast and complete conversion is found in the anionic ring opening polymerization (AROP) of azepan‐2‐one (ε‐caprolactam, CLA) with and without additional activators.en
dc.description.sponsorshipMinistry of Science, Research and Arts of the Federal State of Baden‐Württembergde
dc.description.sponsorshipProjekt DEALde
dc.identifier.issn1521-3927
dc.identifier.issn1022-1336
dc.identifier.other1887243321
dc.identifier.urihttp://nbn-resolving.de/urn:nbn:de:bsz:93-opus-ds-142996de
dc.identifier.urihttp://elib.uni-stuttgart.de/handle/11682/14299
dc.identifier.urihttp://dx.doi.org/10.18419/opus-14280
dc.language.isoende
dc.relation.uridoi:10.1002/marc.202000338de
dc.rightsinfo:eu-repo/semantics/openAccessde
dc.rights.urihttps://creativecommons.org/licenses/by/4.0/de
dc.subject.ddc540de
dc.titleA spirocyclic parabanic acid masked N‐heterocyclic carbene as thermally latent pre‐catalyst for polyamide 6 synthesis and epoxide curingen
dc.typearticlede
ubs.fakultaetChemiede
ubs.institutInstitut für Organische Chemiede
ubs.institutInstitut für Polymerchemiede
ubs.publikation.seiten5de
ubs.publikation.sourceMacromolecular rapid communications 41 (2020), No. 2000338de
ubs.publikation.typZeitschriftenartikelde

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