New bio-based materials obtained by thiol-ene/thiol-epoxy dual curing click procedures from eugenol derivates
Novel bio-based and dual-curable thermosets were prepared from eugenol derivatives. The curing sequence combined two click reactions, a photoinduced radical thiol-ene reaction followed by a thermally activated thiol-epoxy reaction. Eugenol was transformed into a triallyl (3A-EU) and a diallyl glycid...
| Autores: | , , , , |
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| 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:2117/107762 |
| Acceso en línea: | https://hdl.handle.net/2117/107762 https://dx.doi.org/10.1016/j.eurpolymj.2017.06.026 |
| Access Level: | acceso abierto |
| Palabra clave: | Polymers Chemical reactions Green chemistry Bio-based Eugenol Dual curing Click reaction Thermosets Polímers Reaccions químiques Àrees temàtiques de la UPC::Enginyeria química::Química orgànica Àrees temàtiques de la UPC::Enginyeria dels materials::Materials plàstics i polímers |
| Sumario: | Novel bio-based and dual-curable thermosets were prepared from eugenol derivatives. The curing sequence combined two click reactions, a photoinduced radical thiol-ene reaction followed by a thermally activated thiol-epoxy reaction. Eugenol was transformed into a triallyl (3A-EU) and a diallyl glycidyl derivative (2AG-EU) with high yields, and they were used as starting monomers in order to study the thiol-ene reaction and the dual-curing process, respectively. Three different thiol crosslinkers were tested, one commercially available tetrathiol derived from pentaerythritol (PETMP) and two other that were also synthesized: a trithiol derived from eugenol (3SH-EU) and a hexathiol derived from squalene (6SH-SQ). FTIR and DSC were used to monitor both curing stages and analyze the obtained materials. The results evidenced the occurrence of side reactions that led to incomplete thiol-ene reaction. The dual-curable materials showed higher Tgs than the materials obtained by a simple thiol-ene process and presented higher mechanical and thermomechanical performance. |
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