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Construction of the Luminescent Donor–Acceptor Conjugated Systems Based on Boron-Fused Azomethine Acceptor

Ohtani, Shunsuke, Gon, Masayuki, Tanaka, Kazuo, Chujo, Yoshiki
Macromolecules 2019 v.52 no.9 pp. 3387-3393
boron, luminescence, models, polymers, ultraviolet-visible spectroscopy
We report the boron-fused acceptor compound involving the azomethine structure prepared through the facile synthetic method. Additionally, we constructed the donor–acceptor (D–A) conjugated polymers which have the boron-fused azomethine acceptors in the main chains. Cyclic voltammetry revealed that the electron-accepting ability was enhanced by boron coordination. Because of the strong D–A interaction, the conjugated polymers showed significant red-shifts of optical bands both in the UV–vis absorption and PL spectra. Moreover, these polymers exhibited intense emission in both the solution and film states; meanwhile, the monomeric unit or non-boron-containing model polymers showed weak emission. It is suggested that these highly efficient emissive properties should be caused not only by the rigid skeleton but also by the strong D–A conjugated system originating from the boron-fused structure. This paper demonstrates that the combination of the azomethine structure and boron atom should be a promising strategy for obtaining an accepting monomeric unit, leading to luminescent conjugated polymer materials.