Related Experiment Video
Updated: Jun 11, 2025

Using a Cyclic Ion Mobility Spectrometer for Tandem Ion Mobility Experiments
Published on: January 20, 2022
Isomeric Speciation of Bisbenzoxazine Intermediates by Ion Spectroscopy and Ion Mobility Mass Spectrometry
Francisco W M Ribeiro1, Danilo Silva-Oliveira1, Gustavo Cervi1
1Department of Fundamental Chemistry, Institute of Chemistry, University of São Paulo, Av. Prof. Lineu Prestes, 748, Cidade Universitária, São Paulo, São Paulo 05508-000, Brazil.
Abstract:
Bisbenzoxazines (BisBz) are a relevant model for the diverse bifunctional benzoxazines that are used to increase the polybenzoxazines cross-linking extensions and modulate the final resin properties for various usages. The presence of side products and intermediates during monomer formation can influence the resin characteristics by inducing chain termination and ramifications, affecting the polymerization and cure processes. This work investigated the diverse isomeric intermediates and side products that are present during the BisBz formation from bisphenol A, aniline, and formaldehyde by ion mobility coupled to tandem mass spectrometry (MS/MS) and ion spectroscopy techniques. The species detected in this work suggest that these multifunctional phenols open diverse concurrent reaction pathways based on two main reactive steps: (i) the imine/iminium phenol attack to form a phenylamino intermediate and (ii) the formaldehyde attack followed by dehydration to form the oxazine ring. The species observed also support previous studies of the benzoxazine formation mechanism and showcase the application of advanced analytical techniques in studying complex chemical systems.
More Related Videos
16:11Thermochemical Studies of NiII and ZnII Ternary Complexes Using Ion Mobility-Mass Spectrometry
Published on: June 8, 2022
11:04Ion Mobility-Mass Spectrometry Techniques for Determining the Structure and Mechanisms of Metal Ion Recognition and Redox Activity of Metal Binding Oligopeptides
Published on: September 7, 2019
Related Concept Videos
Chemical Ionization (CI) Mass Spectrometry
Mass Spectrometry: Aromatic Compound Fragmentation
Electrospray Ionization (ESI) Mass Spectrometry
ESI utilizes electrical energy to transfer ions from the liquid phase of the sample into the...
Mass Spectrometry: Isotope Effect
High-Resolution Mass Spectrometry (HRMS)
Mass Spectrometry of Amines
Amines undergo fragmentation through α cleavage, producing nitrogen-containing cations—iminium ions—and alkyl radicals. Mass spectra of aromatic and cyclic aliphatic amines exhibit...