Bio-based porphyrins pyropheophorbide a and its Zn-complex as visible-light photosensitizers for free-radical photopolymerization - Université de Montpellier Accéder directement au contenu
Article Dans Une Revue Polymer Chemistry Année : 2022

Bio-based porphyrins pyropheophorbide a and its Zn-complex as visible-light photosensitizers for free-radical photopolymerization

Résumé

A chlorophyll a derivative, namely pyropheophorbide a (Pyro), and the corresponding zinc(II) complex (Zn-Pyro) were used for the first time as visible-light photosensitizers (PS) for free-radical photopolymerization (FRP) when combined with an iodonium salt derivative (Iod) and different amines. The reaction mechanisms involving Pyro and Zn-Pyro coupled with Iod and/or MDEA were deeply investigated using steady-state photolysis, fluorescence experiments, laser-flash photolysis (LFP), and electron-paramagnetic resonance spin trapping (EPR-ST) methods. According to the remarkable absorption properties of Pyro and Zn-Pyro, FRP could occur under blue-light (LED@405 nm and LED@455 nm), and under red-light (LED@625 nm and LED@660 nm) irradiation. Conversions of up to 80% of PEG-diacrylate were obtained using two-component (PS/Iod and PS/amine) or three-component (PS/Iod/amine) photoinitiating systems. Several amines used as co-initiators were compared, and N-methyl-diethanolamine (MDEA) and the bio-based thiol-amine cysteamine (Cys) exhibited very interesting kinetic results. Notably, the performances in FRP obtained with the Zn-Pyro/Iod/Cys system constitute a promising step in the development of a fully bio-based photoinitiating system.

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Chimie
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Dates et versions

hal-03621771 , version 1 (28-03-2022)

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Louise Breloy, Vlasta Brezová, Sébastien Richeter, Sébastien Clément, Jean-Pierre Malval, et al.. Bio-based porphyrins pyropheophorbide a and its Zn-complex as visible-light photosensitizers for free-radical photopolymerization. Polymer Chemistry, 2022, 13 (12), pp.1658-1671. ⟨10.1039/d1py01714d⟩. ⟨hal-03621771⟩
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