Journal
JOURNAL OF MATERIALS CHEMISTRY C
Volume 6, Issue 23, Pages 6208-6215Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8tc00944a
Keywords
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Funding
- Iwatani Naoji Foundation
- JSPS KAKENHI [26620033, 17H06375]
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In this study, two new selenium-containing BODIPY dyes were synthesized as photosensitizers for triplet-triplet annihilation upconversion (TTA-UC). Bis(phenylselanyl)-BODIPY 1 absorbed visible light at 518 nm (epsilon(max) = 7.84 x 10(4) cm(-1) M-1) and exhibited fluorescence at 594 nm with a low fluorescence quantum yield (phi(F)) of 0.03. The low phi(F) value was ascribed to heavy atom effects. When a TTA-UC system comprising 1 and the triplet acceptor perylene was set up, a purplish white emission was observed with a significant anti-Stokes shift of 77 nm and a high UC quantum yield (phi(UC)) of 17% in CH2Cl2. Notably, the intramolecular charge transfer of 1 enabled us to tune the emission color of the TTA-UC system. On the other hand, the use of selenophene derivative 2 as a sensitizer instead of 1 led to a decrease in the UC efficiency. The relationship between structure and sensitizer properties in the TTA-UC system is discussed herein.
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