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NIR-emitting squaraine J-aggregate nanosheets.

Chia-An Shen1, Frank Würthner2

  • 1Institut für Organische Chemie, Universität Würzburg, Am Hubland, 97074 Würzburg, Germany. wuerthner@uni-wuerzburg.de.

Chemical Communications (Cambridge, England)
|July 29, 2020
PubMed
Summary

Two squaraine dyes form an S-shaped scaffold that self-assembles into J-aggregates. This process creates nanosheets with strong near-infrared absorption and fluorescence due to exciton coupling.

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Area of Science:

  • Organic Chemistry
  • Materials Science
  • Supramolecular Chemistry

Background:

  • Squaraine dyes are known for their strong absorption and fluorescence properties.
  • Self-assembly of organic molecules into ordered structures is crucial for advanced materials.
  • Controlling molecular architecture is key to tuning photophysical properties.

Purpose of the Study:

  • To synthesize an S-shaped π-scaffold using click chemistry and Yamamoto coupling.
  • To investigate the self-assembly behavior of the synthesized bis(squaraine) molecule.
  • To characterize the photophysical properties of the self-assembled structures.

Main Methods:

  • Synthesis of a bis(squaraine) molecule via click chemistry and Yamamoto coupling.
  • Cooperative self-assembly of the bis(squaraine) into nanosheets.

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  • Spectroscopic analysis (UV-Vis absorption and fluorescence) to determine photophysical properties.

    • Main Results:

    • Successful synthesis of an S-shaped π-scaffold comprising two directly connected dicyanomethylene-substituted squaraine dyes.
    • Observation of cooperative self-assembly into nanosheets.
    • Achieved strong J-type exciton coupling, resulting in an absorption maximum at 886 nm and a fluorescence peak at 904 nm.

    Conclusions:

    • The S-shaped bis(squaraine) scaffold facilitates cooperative self-assembly into J-aggregated nanosheets.
    • The observed J-type exciton coupling significantly influences the near-infrared optical properties.
    • This study demonstrates a pathway for designing functional π-scaffolds with tunable self-assembly and photophysical characteristics.