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Polyyne bridged AIE luminogens with red emission: design, synthesis, properties and applications
Zheng Zhao1, Huifang Su, Pengfei Zhang
1Department of Chemistry, Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction, Institute of Molecular Functional Materials, Institute for Advanced Study, State Key Laboratory of neuroscience, Division of Biomedical Engineering, and Division of Life Science, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, China. tangbenz@ust.hk.
Abstract:
Construction of a donor-acceptor (D-A) structure and extension of π-conjugation are the commonly used strategies to shift the emission of luminophores to the red region. However, molecules with high conjugation and a strong D-A effect tend to show weak emission due to the severe π-π interactions and twisted intramolecular charge transfer (TICT) effects. The turn-on characteristic of AIE luminogens (AIEgens) will also be lost due to the conjugation-enhanced emission in the solution state. Herein, a polyyne-bridged AIE luminogen (2TPE-4E) with long wavelength absorption and red emission has been afforded. Despite its large π-conjugation, 2TPE-4E suffers from no emission quenching resulted from strong π-π interactions and twisted intramolecular charge transfer effects. The strong red emission and the high photostability of 2TPE-4E inspired us to use it for targeted-imaging of cancer cells and monitoring the receptor mediated endocytosis process.
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