Syntheses of novel benzoxazines having vinyl groups and thermal properties of the thermosets

Novel benzoxazines having vinyl groups were synthesized from phenol or bisphenol A, 3- or 4-vinylaniline and paraformaldehyde. The chemical structures of the monomers were confirmed by Fourier transform infrared and 1H-NMR analyses. The polymerization behavior of the monomers was monitored by differ...

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Bibliographic Details
Published in:High performance polymers 2012-12, Vol.24 (8), p.765-774
Main Authors: Takeichi, Tsutomu, Thongpradith, Soulideth, Hirai, Shoko, Takiguchi, Tomomi, Kawauchi, Takehiro
Format: Article
Language:English
Subjects:
Benzoxazines
Differential scanning calorimetry
Fourier transforms
Infrared
Monomers
Polymerization
Thermal properties
Thermosetting resins
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Summary:Novel benzoxazines having vinyl groups were synthesized from phenol or bisphenol A, 3- or 4-vinylaniline and paraformaldehyde. The chemical structures of the monomers were confirmed by Fourier transform infrared and 1H-NMR analyses. The polymerization behavior of the monomers was monitored by differential scanning calorimetry. Exothermic peak of the monomers appeared in the range of 219–252 °C, due to the chain polymerization of the vinyl group and the ring-opening polymerization of benzoxazine occurring at the same temperature range. The thermal cure of the monomers afforded polybenzoxazines that have higher thermal properties than those from typical benzoxazines without vinyl groups. For example, glass transition temperature (Tg) increased for 40 to 100 °C by the introduction of vinyl groups, the highest Tg being observed at 290 °C. The 5% weight loss temperature determined by thermogravimetric analysis also increased by the introduction of vinyl groups.
ISSN:0954-0083
1361-6412
DOI:10.1177/0954008312451479