Ring-opening polymerization of functionalized aliphatic bicyclic carbonates

A series of six-membered bicyclic carbonates has been prepared from an alcohol precursor through esterification, etherification and silyl-etherification methods to afford functional monomers with synthetically useful vinyl, allyl, alkynyl and polymerizable groups that allow for orthogonal polymeriza...

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Detalles Bibliográficos
Autores: Ni, Jixiang, Lanzi, Matteo, Lamparelli, David H., Kleij, Arjan W.
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2023
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2072/537011
Acceso en línea:http://hdl.handle.net/2072/537011
https://doi.org/10.1039/d3py00860f
Access Level:acceso abierto
Palabra clave:Química
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Descripción
Sumario:A series of six-membered bicyclic carbonates has been prepared from an alcohol precursor through esterification, etherification and silyl-etherification methods to afford functional monomers with synthetically useful vinyl, allyl, alkynyl and polymerizable groups that allow for orthogonal polymerization strategies. Anionic ring-opening polymerization (AROP) of these monomers allows us to access densely functional aliphatic polycarbonates with Mn's and Tg's in the range of 3.2–11.7 kg mol−1 and 11–106 °C, respectively. Bifunctional monomers comprising two separate polymerizable groups can be selectively polymerized via AROP or radical based/ring-opening metathesis polymerization methods. Selected polycarbonates were post-modified via thiol–ene chemistry to further modulate their properties. Finally, base-mediated depolymerization of these new polycarbonates was attempted giving rise to an unusual bicyclic oxetane product, which may be upcycled through appropriate copolymerization methods.