Journal
MACROMOLECULAR CHEMISTRY AND PHYSICS
Volume 214, Issue 9, Pages 1052-1060Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/macp.201200728
Keywords
organic photocatalysts; perylene-3; 4:9; 10-bis(dicarboximide); photoinitiators; photosensitizers; ring-opening polymerization (ROP)
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Funding
- Agence Nationale de la Recherche [ANR 2010-BLAN-0802]
- Institut Universitaire de France
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New perylene-3,4:9,10-bis(dicarboximide) (PBI) photoinitiators/photosensitizers derived from perylene-3,4:9,10-tetracarboxylic dianhydride are synthesized and investigated for the formation of free radicals under air and under very soft irradiation (i.e., halogen lamp) or laser diode exposure at 532 nm. Such a PBI in combination with a diphenyl iodonium salt and N-vinylcarbazole or a silane very efficiently promotes the ring-opening polymerization of epoxides and can also generate acrylate/epoxide interpenetrated polymer networks. It partly behaves as a metal-free organic photocatalyst operating in an oxidative catalytic cycle. The different chemical intermediates are characterized by ESR and laser flash photolysis experiments. The mechanisms involved in the initiation step are discussed.
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