In the fast expanding field of organic electronic and photonic devices functional liquid crystals are of great interest. Liquid crystalline perylene bisimides (PBIs) with appropriate mesogenic substituents at imide positions have already been reported.[1] These compounds show excellent charge transport properties but are in general non-luminescent owing to H-type excitonic coupling. By means of additional non-covalent interactions, like multiple hydrogen-bondings between free imide groups of PBIs, the formation of fluorescent J-aggregates has been demonstrated.[2] Perylene bisimide liquid crystals of this kind are, however, still unknown. In our poster we present the synthesis and characterisation of a new at core tetra-substituted perylene bisimide with free imide positions. Concentration- and temperature-dependent UV/Vis studies confirmed the formation of slipped J-aggregates. Our intensive investigations by POM, DSC and X-ray (SAXS/WAXS) revealed liquid crystallinity of this PBI and the formation of a new type of columnar arrangement in liquid crystalline packing motifs.

Fluorescent liquid crystal of bay-substituted perylene bisimide

251st National Meeting (2016)

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