Biobased
release networks embedding active phenolic moieties were
prepared by photoinduced thiol–ene reaction. The originality
of this work is to design UV-cured materials as the delivery system
of two phenolic compounds i.e. carvacrol (presents in thyme essential
oil) and tannic acid (plants extracted). The key point of this study
is to elaborate the cross-linked network and, in the same step, trapping
the active phenolic molecules thanks to a rapid photoinduced process
at room temperature, preserving active natural compounds. The photoactivated
thiol–ene reaction was chosen to synthesize different eugenol-based
networks since this process
is nowadays mainly well-known as a fast and straightforward tool to
prepare cross-linked materials by green chemistry. The mechanical
and thermal properties of the networks were determined, and their
antibacterial and antioxidant properties were investigated against
two bacteria strains: Staphylococcus aureus (S. aureus) and Escherichia
coli (E. coli). The
system based on 20 wt % of carvacrol worked as an effective diffusion
controlled system since it allowed a complete inhibition of the bacteria
growth and a reduction in bacterial adhesion of 100% and 98.4% for E. coli and S. aureus respectively. The introduction of 10 wt % of tannic acid in the
eugenol-based network led to a reduction of 77.9% of the bacteria
adhesion of the Gram-negative bacterium (E. coli), and there was no bacterium adhesion of Gram-positive bacteria
(S. aureus). Moreover, these phenolic
compounds provided a promising strong antioxidant activity as a radical
scavenging activity of 88% and 92% for 20 wt % introducing of carvacrol
and 10 wt % of tannic acid respectively were determined. Finally,
these new active networks are particularly interesting since after
2 months, the antioxidant property of the carvacrol still remains
equal at 68% and is fully preserved for the tannic acid thus, they
could be used as sustained antibacterial and antioxidant phenolic
delivery systems for packaging applications. The long time activity
of the networks containing tannic acid is due to a physical entrapping
induced by an oxidative coupling reaction between the molecules of
tannic acid.
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