An optically and thermally switchable electronic structure based on an anthracene-BODIPY conjugate
Tatsuya Aotake1, Mitsuharu Suzuki, Kazuaki Tahara
1Graduate School of Materials Science, Nara Institute of Science and Technology, Ikoma 630-0192 (Japan).
Chemistry (Weinheim an Der Bergstrasse, Germany)
|February 25, 2015
Summary
A novel boron dipyrromethene (BODIPY) dye, BCOD-DK, exhibits tunable fluorescence. Optical and thermal stimuli convert it between weakly and strongly fluorescent states, enabling potential applications in data storage.
Area of Science:
- Organic Chemistry
- Materials Science
- Photochemistry
Background:
- Boron dipyrromethene (BODIPY) dyes are known for their photophysical properties.
- Developing responsive materials with tunable optical characteristics is crucial for advanced applications.
- Controlling fluorescence through external stimuli like light and heat remains an active area of research.
Purpose of the Study:
- To synthesize and characterize a novel optically and thermally responsive BODIPY dye.
- To investigate the mechanisms behind the fluorescence changes induced by optical excitation and heating.
- To explore the potential applications of this responsive dye in data storage and security.
Main Methods:
- Synthesis of a bicyclo[2.2.2]octadiene (BCOD)-fused BODIPY dye linked to a dione (DK) unit (BCOD-DK).
- Optical excitation of the DK unit to induce double decarbonylation and form an anthracene unit (BCOD-Ant).
- Thermal treatment of BCOD-DK to form a benzene-fused BODIPY (Benzo-DK) and subsequent optical excitation to form Benzo-Ant.
Main Results:
- BCOD-DK shows tunable fluorescence, transitioning from weakly luminous to strongly fluorescent upon optical excitation.
- Thermal conversion of BCOD-DK to Benzo-DK results in a significant redshift in absorption and fluorescence peaks without altering quantum yield.
- Further optical excitation of Benzo-DK yields strongly fluorescent Benzo-Ant.
- The dye exhibits four distinct optical performances controllable by light and heat, attributed to intramolecular electron transfer.
Conclusions:
- The synthesized BODIPY dye (BCOD-DK) demonstrates reversible optical switching capabilities.
- The observed fluorescence modulation is driven by structural transformations (decarbonylation, fusion) induced by external stimuli.
- This multi-responsive dye holds promise for applications in optical data storage and security encryption.
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