Open AccessSynthesis, Characterization, and Reactivity of N-Alkyl Phenoxazines in Organocatalyzed Atom Transfer Radical Polymerization
Author(s) -
Nicholas A. Swisher,
Daniel A. Corbin,
Garret M. Miyake
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.1c00055
Subject(s) - atom transfer radical polymerization , dispersity , alkyl , photochemistry , reactivity (psychology) , methyl methacrylate , polymerization , photoredox catalysis , intramolecular force , chemistry , polymer chemistry , fluorescence , radical polymerization , catalysis , photocatalysis , polymer , organic chemistry , medicine , physics , alternative medicine , pathology , quantum mechanics
Core-modified N -alkyl phenoxazines were synthesized and evaluated as photoredox catalysts (PCs) in organocatalyzed atom transfer radical polymerization (O-ATRP). Each PC was characterized and found to strongly absorb UVA and visible light, undergo reversible oxidation to radical cation species, and exhibit high quantum yields of fluorescence (Φ f > 77%). PCs found to exhibit intramolecular charge transfer in their excited state were capable of the controlled synthesis of poly(methyl methacrylate) with good molecular weight control ( I * ~ 100%) and moderately low dispersity ( Đ < 1.30).