Color-Tunable and ESIPT-Inspired Solid Fluorophores Based on Benzothiazole Derivatives: Aggregation-Induced Emission, Strong Solvatochromic Effect, and White Light Emission
Yahui Chen, Yu Fang, Hao Gu, Jian Qiang, Haidong Li, Jiangli Fan, Jianfang Cao, Fang Wang, Sheng Lu, Xiaoqiang Chen
Abstract
Organic solid materials with color-tunable emissions have been extensively applied in various fields. However, a rational design and facile synthesis of an ideal fluorophore are still challenging due to the undesirable aggregation-caused quenching effect in concentrated solution and solid form. Herein, we have developed a series of 2-(2′-hydroxyphenyl)benzothiazole (HBT)-derived color-tunable solid emitters by switching functional groups at the ortho-position of a hydroxyl group via formylation and an aldol condensation reaction. By tuning the electron-withdrawing ability and the π-conjugated framework introduced by the functional groups, fluorophores emit light covering the full-color range from blue to near-infrared regions with high quantum yields in their solid form and show a significant solvatochromic effect in polar solvents. The aggregation-induced emission (AIE) or aggregation-induced emission enhancement (AIEE) and excited-state intramolecular proton transfer (ESIPT) involving fluorescence mechanism, along with their inter/intramolecular interactions in crystals, are elucidated to depict the key factors for tunable emissions and high emitting efficiency. Furthermore, high-quality white-light-emitting materials are obtained in various solvents and polydimethylsiloxane (PDMS) films with combined fluorophores. Overall, these studies report a promising strategy for the construction of organic solid materials with color-tunable emission and shed light on methods for obtaining desirable emission efficiency.