Postfunctionalization of a Perfluoroarene-Containing π-Conjugated Polymer via Nucleophilic Aromatic Substitution Reaction
Kazuyuki Ninomiya, Naoki Shida, Takanobu Nishikawa, Takuya Ishihara, Hiroki Nishiyama, Ikuyoshi Tomita, Shinsuke Inagi
Abstract
Postfunctionalization is a useful strategy to tune the properties of conjugated polymers, while polymer reactions in the main chain of a conjugated backbone are still underexplored. Here we report the postfunctionalization of the main chain of a conjugated polymer via nucleophilic aromatic substitution reaction. Poly(9,9-dioctylfluorene-alt-tetrafluoro-p-phenylene) is used as a precursor to react with thiophenol derivatives in the presence of a base to enable multiple introduction of arylthio groups into the polymer main chain in high yield with preserving the backbone and the dispersity of the precursor polymer. The main chain structure and optoelectronic properties of the resulting polymers were significantly changed, evidenced by spectroscopic analysis of both model compounds and polymers as well as a computational simulation.