Synthesis, Characterization, and Reactivity of N-Alkyl Phenoxazines in Organocatalyzed Atom Transfer Radical Polymerization | Zendy

Nicholas A. Swisher | Zendy; Daniel A. Corbin | Zendy; Garret M. Miyake | Zendy

Open Access

Synthesis, 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 , photochemistry , alkyl , intramolecular force , methyl methacrylate , polymerization , chemistry , reactivity (psychology) , fluorescence , polymer chemistry , photoredox catalysis , 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).

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