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Soft Photopolymerizations Initiated by Dye-Sensitized Formation of NHC-Boryl Radicals under Visible Light

2012; American Chemical Society; Volume: 46; Issue: 1 Linguagem: Inglês

10.1021/ma302009p

1520-5835

Sofia Telitel, Stéphane Schweizer, Fabrice Morlet‐Savary, Bernadette Graff, Théophile Tschamber, Nicolas Blanchard, Jean Pierre Fouassier, Moreno Lelli, Emmanuel Lacôte, Jacques Lalevée,

Photopolymerization techniques and applications

A procedure for the production of N-heterocyclic carbene–boryl radicals (NHC-BH2•) upon visible light irradiation under soft conditions is presented. New acridine orange (dye)/diphenyl disulfide/NHC–BH3 and dye/sulfonium salt/NHC–BH3 three-component initiating systems are introduced for the efficient visible light photopolymerization of trimethylolpropane triacrylate. The new systems could be extendend to polymerization reactions in water (hydroxyethyl acrylate and hydroxyethyl methyl acrylate), which proceeded with strongly improved polydispersity. The chemical mechanisms are investigated through EPR and photolysis experiments.