Synthesizing biobased thermosetting
resins with unique
performance
from renewable resources has attracted increasing attention because
of the sustainable development aspirations from human beings. However,
diamine-derived bio-bisbenzoxazine resins have rarely been reported
because of the lack of naturally sourced diamines in nature. Here,
we report a series of biobased bisbenzoxazine resins via green synthetic
methods using various monophenols (guaiacol/sesamol/peterostilbene)
and a diamine (Priamine 1074) as natural renewable raw materials.
Chemical structural details of these bisbenzoxazines were characterized
by nuclear magnetic resonance, Fourier transform infrared spectroscopy,
and size exclusion chromatography. Thermally activated polymerization
behaviors were investigated by differential scanning calorimetry thermograms
and in situ FT-IR analysis. Besides, surface properties of each resin
were studied through the contact angle measurement, and surface-free-energy
values without varying too much were achieved from this series of
Priamine 1074-derived bioresin coatings before and after different
polymerization cycles. Moreover, thermal stability of the fully polymerized
bioresins was evaluated by dynamic mechanical analysis and thermogravimetry
analyses. These bio-polybenzoxazines all showed good thermal properties
with T
d10 greater than 350 °C. Consequently,
this new family of biobased bisbenzoxazine thermosetting resins and
their corresponding polybenzoxazines exhibit outstanding surface and
thermal performances, providing great potential applications for high-performance
polymeric coating materials.