High-Performance Quinoline-Malononitrile Core as a Building Block for the Diversity-Oriented Synthesis of AIEgens

Angew Chem Int Ed Engl. 2020 Jun 15;59(25):9812-9825. doi: 10.1002/anie.201913249. Epub 2020 Mar 6.

Abstract

In vivo fluorescent monitoring of physiological processes with high-fidelity is essential in disease diagnosis and biological research, but faces extreme challenges due to aggregation-caused quenching (ACQ) and short-wavelength fluorescence. The development of high-performance and long-wavelength aggregation-induced emission (AIE) fluorophores is in high demand for precise optical bioimaging. The chromophore quinoline-malononitrile (QM) has recently emerged as a new class of AIE building block that possesses several notable features, such as red to near-infrared (NIR) emission, high brightness, marked photostability, and good biocompatibility. In this minireview, we summarize some recent advances of our established AIE building block of QM, focusing on the AIE mechanism, regulation of emission wavelength and morphology, the facile scale-up and fast preparation for AIE nanoparticles, as well as potential biomedical imaging applications.

Keywords: aggregation-induced emission; bioimaging; fluorescence probes; near-infrared; quinoline-malononitrile.

Publication types

  • Research Support, Non-U.S. Gov't
  • Review

MeSH terms

  • Fluorescent Dyes / chemical synthesis*
  • Infrared Rays
  • Nitriles / chemistry*
  • Optical Imaging / methods*
  • Quinolines / chemistry*

Substances

  • Fluorescent Dyes
  • Nitriles
  • Quinolines
  • dicyanmethane