Sequential curing of thiol-acetoacetate-acrylate thermosets by latent Michael addition reactions

Thiol-acetoacetate-acrylate ternary dual-curing thermosets were prepared by a sequential process consisting of thiol-Michael addition to acrylates at room temperature followed by Michael addition of acetoacetates to acrylates at moderately elevated temperature. The curing sequence can be controlled...

Descripción completa

Detalles Bibliográficos
Autores: Konuray, Ali Osman|||0000-0001-7281-006X, Liendo Castillo, Freddy Jesus, Fernández Francos, Xavier|||0000-0002-3492-2922, Serra Albet, Maria Àngels|||0000-0003-1387-0358, Sangermano, Marco, Ramis Juan, Xavier|||0000-0003-2550-7185
Tipo de recurso: artículo
Fecha de publicación:2017
País:España
Institución:Universitat Politècnica de Catalunya (UPC)
Repositorio:UPCommons. Portal del coneixement obert de la UPC
Idioma:inglés
OAI Identifier:oai:upcommons.upc.edu:2117/103098
Acceso en línea:https://hdl.handle.net/2117/103098
https://dx.doi.org/10.1016/j.polymer.2017.02.072
Access Level:acceso abierto
Palabra clave:Heat resistant plastics
Catalysts
Addition reactions
Michael addition
Acetoacetate
Acrylate
Thermosets
Photobase
Plàstics termostables
Catalitzadors
Reaccions d'addició
Àrees temàtiques de la UPC::Enginyeria dels materials::Materials plàstics i polímers
Àrees temàtiques de la UPC::Enginyeria química::Química orgànica
Descripción
Sumario:Thiol-acetoacetate-acrylate ternary dual-curing thermosets were prepared by a sequential process consisting of thiol-Michael addition to acrylates at room temperature followed by Michael addition of acetoacetates to acrylates at moderately elevated temperature. The curing sequence can be controlled with the help of the different acidities of the protons on thiol and acetoacetate groups, the favorable pKa of the base used as catalyst and the self-limiting character of Michael additions. The latency of the curing steps can be regulated by selection of the right catalysts, temperature and curing conditions. The properties of the intermediate and final materials can be tuned by changing the structure of the monomers and the contribution of both Michael addition reactions.