Enhanced photostability of aggregation induced emission by hydrophobic groups

Since the aggregation induced emission (AIE) phenomenon was reported, many research groups have used this unique AIE effect to develop chemo- or bio-sensors for detecting ions, gases, explosives, proteins, and enzymes. Most of these sensors work in their aggregate state, therefore, fluorescence stability has become one of the important problem, and unfortunately, as far as we know, there is no paper to discuss what factors can improve the fluorescence stability of AIE compounds in the aggregate state, if the fluorescence stability of the sensors are poor, there will seriously affect the detection result. In this article, we found that compounds with hydrophobic long alkyl substituents can maintain stable fluorescence intensity for a long time in the aggregate state. In addition, cyclohexane is introduced as a hydrophobic substituent. Therefore, the fluorescence stability of the aggregates also increased by 90% within 1800s. The aggregation solutions of CB-3 and CSB-2 were left for two weeks, and no significant changes were found in the fluorescence intensity. Molecular dynamics simulation (MDS) shows that the presence of hydrophobic substituents in compounds cause the molecules to be closely interspersed with each other, hence, making it difficult to change the optical properties, microstructure and stacking mode of the AIE aggregates by external stimulations. The introduction of hydrophobic substituents improves the fluorescence stability of AIE compounds, and makes the AIE phenomenon more valuable in the fields of biological/chemical sensing and imaging.