Impact of phenyl groups on oxygen-bridged V-shaped organic semiconductors

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Abstract

We have developed two novel, isomeric compounds of phenyl-substituted dinaphtho[2,3-b:2′,3′-d]furan (Ph-DNF-VW and Ph-DNF-VV) using a facile synthetic protocol. Notably, Ph-DNF-VW has been shown to be a strong candidate for light-emitting device applications: it forms a herringbone-packing structure with effective C?H⋯π interactions between phenyl moieties, and exhibits a high thermal stability in the crystal phase in air and a high fluorescence quantum yield in the solid state. Additionally, its carrier mobility is comparable to that of amorphous silicon.

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Mitsui, C., Kubo, W., Tanaka, Y., Yamagishi, M., Annaka, T., Dosei, H., … Okamoto, T. (2017). Impact of phenyl groups on oxygen-bridged V-shaped organic semiconductors. Chemistry Letters, 46(3), 338–341. https://doi.org/10.1246/cl.161015

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