Synthesis of novel organocatalyzed phenoxazine for atom transfer radical polymerization of methyl methacrylate monomer

Thu Vo Hoang¹, Huong Thi Le¹, Nhung Thanh Thi Truong¹, Michał Michalak², Ha Tran Nguyen^{1, 3*}

¹Vietnam National University, Ho Chi Minh city

²Centre of Polymer and Carbon Materials, Polish Academy of Sciences, Poland

³Faculty of Materials Technology, University of Technology, Vietnam National University, Ho Chi Minh city

Received 8 January 2020; accepted 11 March 2020

 

Abstract:

In this research, a novel organic photocatalyst of 10-(perylene-3-yl-10H-phenoxazine (PHP) has been successfully synthesized from perylene and phenoxazine via Buchwald-Hartwig C-N coupling. The chemical structure of catalyst was determined via FT-IR, proton nuclear magnetic resonance (¹H-NMR) spectrum and optical properties were investigated through UV-Vis spectroscopy. The PHP has been used as the reducing photoredox catalyst for organocatalyzed atom transfer radical polymerrization (O-ATRP) under UV irradiation. The well controlled molecular weight of the methyl methacrylate polymers have been obtained nearly 80% with a low polydispersity index under 1.5.

Keywords: atom transfer radical polymerization, methacrylate monomer, organic photocatalyst, phenoxazine.

Classification number: 2.2