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Tris-benzo[cd]indole Cyanine Enables the NIR-photosensitized Radical and Thiol-ene Polymerizations at 940?nm |
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| Authors: | Christine Elian Benjamin Mourot Camil Benbouziyane Prof Jean-Pierre Malval Sonia Lajnef Dr Fabienne Peyrot Dr Florian Massuyeau Dr Olivier Siri Prof Denis Jacquemin Dr Simon Pascal Prof Davy-Louis Versace |
| Institution: | 1. Institut de Chimie et des Matériaux Paris-Est, UMR-CNRS 7182-UPEC, 2-8 rue Henri Dunant, 94320 Thiais, France;2. Centre Interdisciplinaire de Nanoscience de Marseille (CINaM), Aix Marseille Univ, CNRS UMR 7325, Campus de Luminy, case 913, 13288 Marseille cedex 09, France;3. Institut de Science des Matériaux de Mulhouse (IS2M), Université de Haute-Alsace, CNRS UMR 7361, 15, rue Jean Starcky, 68057 Mulhouse, France;4. Université Paris Cité, CNRS, Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, 75006 Paris, France;5. Nantes Université, CNRS, Institut des Matériaux de Nantes Jean Rouxel, IMN, 44000 Nantes, France;6. Nantes Université, CNRS, CEISAM, UMR 6230, 44000 Nantes, France |
| Abstract: | A near-infrared-absorbing heptamethine ( HM+ ) incorporating three bulky benzocd]indole heterocycles was designed to efficiently prevent self-aggregation of the dye, which results in a strong enhancement of its photoinitiating reactivity as compared to a parent bis-benzocd]indole heptamethine ( HMCl+ ) used as a reference system. In this context, we highlight an efficient free-radical NIR-polymerization up to a 100 % acrylates C=C bonds conversion even under air conditions. Such an important initiating performance was obtained by incorporating our NIR-sensitizer into a three-component system leading to its self-regeneration. This original photoredox cycle was thoroughly investigated through the identification of each intermediary species using EPR spectroscopy. |
| Keywords: | Near-Infrared Photoinitiator Photopolymerization Polymethine Spectroscopy |