Synthesis and characterization of 4,4'-diaminodiphenyl methane-based benzoxazines and their polymers

A series of diamine-based benzoxazine precursors have been prepared using 4,4'-diaminodiphenyl methane, formaldehyde, and different phenol derivatives including phenol, p-cresol, and 2-naphthol. Their chemical structures were identified by FTIR, ¹H NMR, and elemental analysis. The curing reacti...

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Bibliographic Details
Published in:Journal of applied polymer science 2007-11, Vol.106 (4), p.2769-2774
Main Authors: Men, Weiwei, Lu, Zaijun
Format: Article
Language:English
Subjects:
Applied sciences
benzoxazine
Chemical properties
diamine
Exact sciences and technology
Polymer industry, paints, wood
Properties and testing
ring-opening polymerization
synthesis
Technology of polymers
thermal properties
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Summary:A series of diamine-based benzoxazine precursors have been prepared using 4,4'-diaminodiphenyl methane, formaldehyde, and different phenol derivatives including phenol, p-cresol, and 2-naphthol. Their chemical structures were identified by FTIR, ¹H NMR, and elemental analysis. The curing reactions of those precursors were monitored by FTIR and DSC. The obtained materials exhibited higher glass transition temperature and char yields than the corresponding bisphenol-A based polybenzoxazines. The polybenzoxazine prepared from phenol showed the highest char yields of 65% and thermal stability with 5 and 10% weight-loss temperatures at 346 and 432°C, respectively. The polybenzoxazine prepared from 2-naphthol exhibited the highest glass transition temperature at 244°C. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci 2007
ISSN:0021-8995
1097-4628
DOI:10.1002/app.26820