Fluorescent Molecular Glass Based On Hexadehydrotribenzo[12]Annulene

We prepared octylbenzoate-substituted [12]DBA (C8[12]DBA) as an organic molecular glass material. Even with a central large, planar pi unit of [12]DBA, which is generally advantageous for the formation of a crystalline/liquid crystalline state, this compound formed a thermally stable glass state due to its small intermolecular pi contact between [12]DBA units and twisted geometries around the terminal benzoate units. C8[12]DBA showed a unique dielectric anomaly and isolated fluorescence properties in the glass state.