Microstructural Analysis of Benzoxazine Cationic Ring‐Opening Polymerization Pathways

Author:

Ribeiro Francisco W. M.1,Omari Isaac2,Thomas Gilian T.2,Paul Mathias2,Williams Peter J. H.2,McIndoe J. Scott2,Correra Thiago C.1ORCID

Affiliation:

1. Department of Fundamental Chemistry Institute of Chemistry University of São Paulo Av. Prof. Lineu Prestes, 748, Cidade Universitária São Paulo SP 05508‐000 Brazil

2. Department of Chemistry University of Victoria P. O. Box 3065 Victoria BC V8W 3V6 Canada

Abstract

AbstractHerein, an evaluation of the initial step of benzoxazine polymerization is presented by mass spectrometry, with a focus on differentiating the phenoxy and phenolic products formed by distinct pathways of the cationic ring opening polymerization (ROP) mechanism of polybenzoxazine formation. The use of infrared multiple photon dissociation (IRMPD) and ion mobility spectrometry (IMS) techniques allows for differentiation of the two pathways and provides valuable insights into the ROP mechanism. The results suggest that type I pathway is favored in the initial stages of the reaction yielding the phenoxy product, while type II product should be observed at later stages when the phenoxy product would interconvert to the most stable type II phenolic product. Overall, the findings presented here provide important information on the initial step of the benzoxazine polymerization, allowing the development of optimal polymerization conditions and represents a way to evaluate other multifunctional polymerization processes.

Funder

Coordenação de Aperfeiçoamento de Pessoal de Nível Superior

Conselho Nacional de Desenvolvimento Científico e Tecnológico

Fundação de Amparo à Pesquisa do Estado de São Paulo

Publisher

Wiley

Subject

Materials Chemistry,Polymers and Plastics,Organic Chemistry

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