Open AccessRecyclable Heterogeneous Radical Generators Toward In‐Flow Polymer Elaboration System
Author(s) -
Ji Yue,
Oka Minami,
Honda Satoshi
Publication year - 2021
Publication title -
chemistry ‐ methods
Language(s) - English
Resource type - Journals
ISSN - 2628-9725
DOI - 10.1002/cmtd.202000016
Subject(s) - radical , atom transfer radical polymerization , polymer , radical polymerization , flow chemistry , chemistry , copolymer , chemical engineering , polymer chemistry , materials science , catalysis , organic chemistry , engineering
Radical reaction is one of the most common industrial reactions for the production of materials used in a wide variety of applications. Despite its long history, a methodology enabling efficient radical reactions with safe and easy handling still remains a challenge. Here, we describe the synthesis of crosslinked copolymers containing 2,4,5‐triphenylimidazoles (lophines) and hexaarylbiimidazoles (HABIs) (CCs) and fabrication of silica‐supported CCs (s‐CCs). Both of lophines and HABIs in these materials generated 2,4,5‐triphenylimidazolyl radicals (TPIRs) upon oxidation and photoirradiation, respectively, and thus they act as heterogeneous radical generators (HRGs). Moreover, lophine and TPIR were interconvertible via oxidation and hydrogen atom transfer reaction, enabling marked recyclability of these materials. We have further packed s‐CCs in columns and realized in‐flow disulfide synthesis and radical polymerization.