» Articles » PMID: 33456501

Impacts of Performing Electrolysis During Organocatalyzed Atom Transfer Radical Polymerization

Overview
Journal Polym Chem
Date 2021 Jan 18
PMID 33456501
Citations 2
Authors
Affiliations
Soon will be listed here.
Abstract

An electrochemical variant of organocatalyzed atom transfer radical polymerization (O-ATRP) is developed and investigated. Inspired by electrochemically mediated atom transfer radical polymerization (eATRP), potentiostatic electrolysis is used to manipulate the catalyst's redox states in O-ATRP to understand whether deactivation in O-ATRP can be enhanced to improve polymerization control. During the course of this work, several possible side reactions are investigated, and the electrochemical apparatus is optimized to reduce side reactions at the counter electrode. This electrochemically modified O-ATRP method (eO-ATRP) is then studied at different applied potentials, under different irradiation conditions, and with two photoredox catalysts to understand the impact of electrolysis on polymerization control. Ultimately, although electrolysis was successfully used to improve polymerization control in O-ATRP, some additional challenges have been identified. Several key questions are postulated to guide future work in this area.

Citing Articles

Radical Cations of Phenoxazine and Dihydrophenazine Photoredox Catalysts and Their Role as Deactivators in Organocatalyzed Atom Transfer Radical Polymerization.

Corbin D, McCarthy B, van de Lindt Z, Miyake G Macromolecules. 2021; 54(10):4726-4738.

PMID: 34483367 PMC: 8411649. DOI: 10.1021/acs.macromol.1c00640.


Solvent Effects and Side Reactions in Organocatalyzed Atom Transfer Radical Polymerization for Enabling the Controlled Polymerization of Acrylates Catalyzed by Diaryl Dihydrophenazines.

McCarthy B, Sartor S, Cole J, Damrauer N, Miyake G Macromolecules. 2021; 53(21):9208-9219.

PMID: 34267405 PMC: 8276882. DOI: 10.1021/acs.macromol.0c02245.

References
1.
Koyama D, Dale H, Orr-Ewing A . Ultrafast Observation of a Photoredox Reaction Mechanism: Photoinitiation in Organocatalyzed Atom-Transfer Radical Polymerization. J Am Chem Soc. 2018; 140(4):1285-1293. DOI: 10.1021/jacs.7b07829. View

2.
Buss B, Lim C, Miyake G . Dimethyl Dihydroacridines as Photocatalysts in Organocatalyzed Atom Transfer Radical Polymerization of Acrylate Monomers. Angew Chem Int Ed Engl. 2019; 59(8):3209-3217. PMC: 7012661. DOI: 10.1002/anie.201910828. View

3.
Sartor S, Lattke Y, McCarthy B, Miyake G, Damrauer N . Effects of Naphthyl Connectivity on the Photophysics of Compact Organic Charge-Transfer Photoredox Catalysts. J Phys Chem A. 2019; 123(22):4727-4736. PMC: 6941586. DOI: 10.1021/acs.jpca.9b03286. View

4.
Treat N, Sprafke H, Kramer J, Clark P, Barton B, Read de Alaniz J . Metal-free atom transfer radical polymerization. J Am Chem Soc. 2014; 136(45):16096-101. DOI: 10.1021/ja510389m. View

5.
Buss B, Beck L, Miyake G . Synthesis of Star Polymers using Organocatalyzed Atom Transfer Radical Polymerization Through a Core-first Approach. Polym Chem. 2018; 9(13):1658-1665. PMC: 5882071. DOI: 10.1039/C7PY01833A. View