Synthesis of Tetraphenylene Derivativewith Fluorescence Emission in Both Solid and Liquid State
To break the application limitations of aggregation-caused quenching(ACQ)of conventional fluorescent materials,compounds with fluorescence emission properties both in solution and in the solid state can be constructed by covalently bonding aggregate-induced luminescence(AIE)molecules to planar ACQ molecule.In this paper,naphthalimide derivative 3 with an alkyl thioether and tetraphe-nylene derivative 7 linked to an alkynyl pyridine were synthesized in a multi-step reaction,and com-pound 3 and compound 7 were synthesized by amide condensation to form a tetraphenylene-naphthalim-ide dimer 8,which combines the properties of both aggregation-caused quenching(ACQ)and aggrega-tion-induced luminescence(AIE)molecules.The results show that compound 8 emits blue fluores-cence with a maximum peak at 452 nm in solution and yellow-green fluorescence with a maximum peak at 487 nm in the solid state.Single-molecule white light emission CIE coordinates(0.33,0.32)can be obtained by addition of trifluoroacetic acid.
AIEACQtetraphenylenenaphthalimidesolid-liquid luminescencesingle molecule white light