Methacrylated Quinizarin Derivatives for Visible-Light Mediated Photopolymerization: Promising Applications in 3D-Printing Biosourced Materials under LED@405 nm

Breloy L.;Brezova V.;Barbierikova Z.;Ito Y.;Akimoto J.;Chiappone A.;Abbad-Andaloussi S.;Malval J. -P.;Versace D. -L.

2022-01-01

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Abstract

The high initiating properties of mono- (Q-1Ac) and dimethacrylated (Q-2Ac) quinizarin derivatives under visible-light irradiation are reported here. Associated with various co-initiators, such as iodonium salt (electron acceptor), an amine derivative (electron donor), or thiol cross-linker (H-donor), the quinizarin-derived photosensitizers lead to high conversions by radical photopolymerization in laminate or under air. Mechanisms of photoinitiation were deeply investigated by fluorescence, laser flash photolysis (LFP) and electron paramagnetic resonance (EPR) experiments. The use of soybean oil acrylate (SOA) as biobased monomer leads to highly cross-linked materials under visible-light, with comparable mechanical properties than UV-induced ones previously described in literature. Copolymerization of the photosensitizer (PS) with the polymer matrix not only prevents leakage, but also ensures antiadhesion properties of SOA materials against Staphylococcus aureus (S. aureus) under visible-light activation. Finally, complex 3D biobased structures are successfully obtained by 3D-printing under visible-light irradiation (LED@405 nm), opening opportunities to design photoinduced biosourced materials.