Studies on the ring-opening polymerization of benzoxazines : Understanding the effect of the substituents
Martos, Alba (Universitat Autònoma de Barcelona. Departament de Química)
Sebastián Pérez, Rosa Maria (Universitat Autònoma de Barcelona. Departament de Química)
Marquet, Jordi (Universitat Autònoma de Barcelona. Departament de Química)

Date:	2018
Abstract:	A wide set of differently substituted 3-phenyl-3,4-dihydro-2H-1,3-benzoxazine derivatives (models of thermosetting benzoxazine resins) were synthesized and their polymerization temperature was studied using Differential Scanning Calorimetry (DSC). The effect of the electronic properties of different substituents in different positions of the alkoxyphenyl ring on the polymerization temperature was analyzed by the Hammett equation. A non-linear Hammett plot was obtained indicating a change in the polymerization mechanism. Based on these results, different ring-opening polymerization (ROP) mechanisms are proposed to operate depending on the electronic character of the substituents. Thus, the previously unpredictable dependence of the polymerization temperature with the electronic character of the substituents in the alkoxyphenyl ring can be now understood and even advanced for future developments.
Grants:	Ministerio de Economía y Competitividad CTQ2015-65439-R Ministerio de Economía y Competitividad CTQ2014-51912-REDC Agència de Gestió d'Ajuts Universitaris i de Recerca 2017/SGR-1105
Rights:	Aquest document està subjecte a una llicència d'ús Creative Commons. Es permet la reproducció total o parcial, la distribució, i la comunicació pública de l'obra, sempre que no sigui amb finalitats comercials, i sempre que es reconegui l'autoria de l'obra original. No es permet la creació d'obres derivades.
Language:	Anglès
Document:	Article ; recerca ; Versió acceptada per publicar
Subject:	Mechanism of polymerization ; Phenolic resins ; Polybenzoxazines ; Polymerization temperature ; Substituent effects
Published in:	European Polymer Journal, Vol. 108 (November 2018) , p. 20-27, ISSN 0014-3057

DOI: 10.1016/j.eurpolymj.2018.08.025

Postprint 18 p, 655.6 KB

The record appears in these collections:
Articles > Research articles
Articles > Published articles