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Accessing near-infrared-absorbing BF2-azadipyrromethenes via a push-pull effect
Lijuan Jiao1, Yayang Wu, Sufan Wang
1Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials, School of Chemistry and Materials Science, Anhui Normal University , Wuhu, Anhui 241000, China.
The Journal of Organic Chemistry
|January 31, 2014
Summary
Novel aza-BODIPY dyes were synthesized with electron-withdrawing and donating groups, achieving significant red shifts. These new dyes exhibit strong near-infrared (NIR) fluorescence and absorption, extending their potential applications.
Area of Science:
- Organic Chemistry
- Materials Science
- Photophysics
Background:
- Aza-BODIPY dyes are known for their photophysical properties.
- Tuning absorption and emission wavelengths is crucial for various applications.
- Near-infrared (NIR) emitting dyes are of significant interest.
Purpose of the Study:
- To design and synthesize novel aza-BODIPY dyes.
- To achieve significant bathochromic shifts in absorption and emission.
- To explore dyes with strong NIR fluorescence.
Main Methods:
- Synthesis of novel aza-BODIPY derivatives.
- Strategic installation of electron-withdrawing groups on phenyl rings.
- Strategic installation of electron-donating groups on phenyl rings.
Main Results:
- Successful synthesis of novel aza-BODIPY compounds.
- Achieved significant bathochromic shifts in absorption and emission spectra.
- Observed strong NIR fluorescence emissions up to 756 nm.
- Observed strong NIR absorptions up to 720 nm.
Conclusions:
- The designed aza-BODIPY dyes exhibit desirable spectral properties.
- The synthetic strategy effectively tunes NIR absorption and emission.
- These novel dyes hold promise for applications requiring NIR fluorescence.
