Tetraphenylethylene based amphiphilic derivatives: The self-assembly, photo-responsiveness and their application for erasable fluorescent ink

Since the discovery of aggregation induced emission (AIE) phenomenon, various stimuli-responsive materials have been rapidly developed. However, the development of self-assembled amphiphilic light-responsive materials in aqueous solution needs to be solved urgently. In this work, three new amphiphilic tetraphenylethylene (TPE) derivatives (TPE-1, TPE-2 and TPE-3) with AIE properties and photochromism were synthesized and investigated. Owing to the different electron-donating abilities of the three groups attached to TPE units, the TPE-1, TPE-2 and TPE-3 displayed blue-green, yellow-green, and orange fluorescence emission in the aggregation state respectively. Furthermore, ordered nanoparticles formed via self-assembly in aqueous solution showed interesting photocyclization behaviors, which lead to fluorescence quenching under ultraviolet light irradiation (lambda = 365 nm). Therefore, the compounds can be used as anti-counterfeiting ink in the information encryption due to their amphiphilicity and photo-responsiveness. This work contributes new members to the amphiphilic light-responsive materials family and demonstrates the potential for applications in the fields of optical information storage, information security protection, and erase/rewrite systems.

Automated summary

This study synthesized new amphiphilic TPE derivatives with AIE properties and photochromism, showing different fluorescence emission colors in the aggregated state and interesting photocyclization behaviors in ordered nanoparticles formed via self-assembly in aqueous solution. These compounds can be used as anti-counterfeiting ink in information encryption.