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Passerini Multicomponent Reactions Enabling Self-Reporting Photosensitive Tetrazole Polymers
Christina M Geiselhart1,2, Hatice Mutlu1,2, Christopher Barner-Kowollik2,3,4
1Soft Matter Synthesis Laboratory, Institute for Biological Interfaces 3, Karlsruhe Institute of Technology (KIT), Hermann-von-Helmholtz-Platz 1, 76344 Eggenstein-Leopoldshafen, Germany.
Abstract:
We introduce the synthesis of photosensitive tetrazole monomers via Passerini multicomponent reactions (MCRs). We exploit the MCR's tolerance toward various functional groups under mild, catalyst-free conditions in a one-pot reaction setup to generate tetrazole-containing monomers featuring a methacrylic moiety, which enables their subsequent reversible addition-fragmentation chain transfer (RAFT) polymerization. By employing tetrazoles with either a 4-methoxy phenyl or a pyrene substituent, further modifications of the polymers in a wavelength-orthogonal, self-reporting fashion upon irradiation with either UV or visible light become possible.
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