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Passerini Multicomponent Reactions Enabling Self-Reporting Photosensitive Tetrazole Polymers
Author(s) -
Christina M. Geiselhart,
Hatice Mutlu,
Christopher BarnerKowollik
Publication year - 2021
Publication title -
acs macro letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.966
H-Index - 92
ISSN - 2161-1653
DOI - 10.1021/acsmacrolett.1c00280
Subject(s) - tetrazole , chain transfer , monomer , substituent , moiety , polymerization , raft , polymer , photochemistry , polymer chemistry , chemistry , materials science , organic chemistry , radical polymerization
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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