Examination of aggregation-induced enhanced emission in a propeller-shaped chiral nonconjugated blue emitter from restricted intramolecular rotation and J-type π⋯π stacking interactions

Abstract

Herein, to get rid of aggregation-caused quenching (ACQ) in the solid phase, which is generally observed in π-conjugated planar molecules, a new chiral nonconjugated molecule with the propeller-shaped blue emitter property was prepared and characterized, and its photoluminescence behavior in the solid and solution phases were investigated through single crystal X-ray crystallography and photophysical studies. To further understand the aggregation-induced enhanced emission process (AIEE), concentration effect and solvent effect on the fluorescence properties of the solution phase and fluorescence quantum yield measurements in the solid and solution states were performed. In addition, thermal gravimetric analysis (TGA), cyclic voltammogram measurements (CV) and theoretical analysis of the molecule were carried out. According to the results of the experimental work done, the molecule showed aggregation-induced enhanced blue emission (AIEE) in the crystal state, which arose from the strong J-type π⋯π stacking interactions between the adjacent rings of the molecules, and the restricted intramolecular rotation process (RIR). The solvent polarity-dependent emission also verified the AIEE process. Therefore, combining the advantages of nonconjugation and chirality properties in the synthesis of the molecule afforded a new, unusual AIEE material and provided a new way for the design of a nonconjugated chiral fluorescent optoelectronic material.