Wavelength-Tunable Light-Induced Polymerization of Cyanoacrylates Using Photogenerated Amines
Faggi, Enrico (Universitat Autònoma de Barcelona. Departament de Química)
Aguilera-Sigalat, Jordi (CUANTUM Medical Cosmetics S.L.)
Sáez, Rubén (CUANTUM Medical Cosmetics S.L.)
Pujol Vila, Ferran (CUANTUM Medical Cosmetics S.L.)
Marquet, Jordi (Universitat Autònoma de Barcelona. Departament de Química)
Hernando Campos, Jordi (Universitat Autònoma de Barcelona. Departament de Química)
Sebastián Pérez, Rosa Maria (Universitat Autònoma de Barcelona. Departament de Química)

Fecha:	2019
Resumen:	Cyanoacrylate photopolymerization has already been described, but it generally requires the use of organometallic photoinitiators and highly reactive monomers, which often leads to photoinitiator-monomer mixtures with limited stability. In this work we report a method to tackle these limitations, which relies on the use of amines bearing photoremovable protecting groups as light-responsive nucleophilic cyanoacrylate initiators. By exploiting the versatility of amine photorelease strategies, we have developed a series of all-organic initiators that (a) enable fast, on demand photocuring of commercial formulations of various cyanoacrylates, including less reactive, biologically relevant long alkyl chain monomers; (b) show wavelength tunability along the UV-vis spectrum and good thermal stability in the dark; and (c) lead to polymeric materials with excellent adhesive behavior. Because of this combination of properties, photogenerated amines appear as ideal candidates to bring cyanoacrylate photopolymerization into real application, especially in the biomedical field.
Ayudas:	Ministerio de Economía y Competitividad RTC-2016-5683-1 Ministerio de Economía y Competitividad CTQ2015-65439-R Agència de Gestió d'Ajuts Universitaris i de Recerca 2017/SGR-465
Derechos:	Tots els drets reservats.
Lengua:	Anglès
Documento:	Article ; recerca ; Versió acceptada per publicar
Materia:	Biomedical fields ; Long alkyl chains ; Monomer mixtures ; Photoremovable protecting group ; Reactive monomers ; Real applications ; Wavelength tunability ; Wavelength tunable
Publicado en:	Macromolecules, Vol. 52, Issue 6 (March 2019) , p. 2329-2339, ISSN 1520-5835

DOI: 10.1021/acs.macromol.8b02318

Postprint 68 p, 2.2 MB

El registro aparece en las colecciones:
Documentos de investigación > Documentos de los grupos de investigación de la UAB > Centros y grupos de investigación (producción científica) > Ciencias > Grupo de Electroquímica, Fotoquímica y Reactividad Orgánica (GEFRO)
Artículos > Artículos de investigación
Artículos > Artículos publicados