A Novel Approach to the Structural Design of Dual-State Emission Luminogens by Combining Tetraphenylethylene with Anthracene via Dihydroisoxazole

Abstract

Dual-state emission luminescent materials (DSEgens), which exhibit bright emissions in boththe solid state and solution, have been attracting research interest in the design of multifunctional materials.The delicate manipulation of molecular structures remains challenging in the synthesis of DSEgens. In this article, two novel molecules with dual-state emission were synthesized by combining tetraphenylethylene with anthracene via dihydroisoxazole. Tetraphenylethylene acts as a solid-state emitter, while the anthracene core functions as an emitter in the solution state to achieve DSE fluorescence properties. The THF/DCM mixture resulted in successfully obtaining the crystal structures of TPE−An−H and TPE−An−Cl. The quantum yields (QYs) of TPE−An−H were 31 % and 42 % in EA and the solid state, respectively, while TPE−An−Cl exhibited QYs of 32 % and 34 %. The novel synthesis method in this paper combines AIE with ACQ via dihydroisoxazole to achieve dual-state emission, offering a new and concise approach.