A design concept of planar conjugated ladder oligomers of perylene bisimides and efficient synthetic strategy via regioselective photocyclization

摘要

By photocyclization, benzene, thieno[3,2-b]thiophene, and fluorene units were embedded between the two perylene units. Symmetric oligomeric perylene bisimide 6 displays broad absorption and strong electron-accepting ability.Ladder conjugated oligomers or polymers have rigid and planar frameworks which facilitate electron delocalization and enhance conductivity. Some of them such as pentacene, BBL, and LPPP have proved to be excellent organic semiconductors. Perylene-3,4,9,10-tetracarboxylic acid bisimides (PBIs, 1) with planar and large aromatic core, high extinction coefficients, and near unity fluorescence quantum yield have shown wide range applications in solar cells, field-effect transistors, and fluorescent dyes.