Join

Program Scientific Program
POS1-0391

Synthesis of Sequence-Controlled Degradable Polymers Based on Specific Radical Copolymerization of Thioamide Derivatives

When and Where

Nov 30, -0001
12:00am - 12:00am

Presenter(s)

Rikuta Noguchi (Graduate School of Engineering, Nagoya University)

Co-Author(s)

Hironobu Watanabe (Graduate School of Engineering, Nagoya University), Mineto Uchiyama (Graduate School of Engineering, Nagoya University), Masami Kamigaito (Graduate School of Engineering, Nagoya University)

Abstract

 Radical copolymerization of vinyl monomers is widely used in both academia and industry, enabling the synthesis of copolymers with properties that cannot be achieved with homopolymers. However, polymers derived from commodity vinyl monomers are poorly degradable since their backbones consist solely of carbon atoms, which has raised widespread concern over plastic waste pollution. 
 In general, the reactivity of vinyl monomers in radical copolymerization is influenced by the electron-withdrawing or electron-donating nature of the pendant, as well as by conjugation between the vinyl group and the pendant. In addition, the propagation reaction of vinyl monomers generally proceeds in a head-to-tail manner.
 Recently, we reported the direct radical copolymerization of thioamides, which contain a C=S double bond, and vinyl monomers. Our previous studies have revealed that thioamides can be copolymerized through their C=S bonds with a wide range of vinyl monomers bearing either electron-withdrawing or electron-donating substituents, and that the resulting polymers exhibited degradability owing to the incorporation of C–S bonds into the backbone.  Furthermore, since the sulfur and carbon atoms of the C=S double bond exhibit nucleophilic and electrophilic character, respectively, the regioselectivity of radical addition to the C=S double bond varied significantly depending on the nature of the adding radical.
 In this study, we investigated the reactivity and regioselectivity of various thioamide derivatives in radical copolymerization with vinyl monomers. In particular, using the unique reactivity of the C=S double bond, we explored the synthesis of sequence-controlled polymers and examined their properties and degradability.
Supported by
Korea Tourism Organization BUSAN TOURISM ORGANIZATION
Sponsored by
Sejin CI DONGJIN SEMICHEM HAEDONG SCIENCE FOUNDATION COSMAX EcoProBM Young Eng. Sci. Doosan SAMSUNG SDI S-OIL 한국도레이과학진흥재단