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.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom