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Determination of the quantum yield of singlet oxygen sensitized by halogenated boron difluoride dipyrromethenes

The spectral–luminescent, photophysical, and photochemical properties of dichloro-, dibromo-, and diiodo-derivatives of boron dipyrromethenate (BODIPY) have been studied, as well as the feasibility of generating singlet oxygen ( 1 O 2 ) via its photosensitization by the dihalogenated derivatives of...

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Bibliographic Details
Published in:High energy chemistry 2017-05, Vol.51 (3), p.175-181
Main Authors: Kuznetsova, R. T., Aksenova, Iu. V., Bashkirtsev, D. E., Shulev, A. S., Antina, E. V., Berezin, M. B., Bumagina, N. A.
Format: Article
Language:English
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Summary:The spectral–luminescent, photophysical, and photochemical properties of dichloro-, dibromo-, and diiodo-derivatives of boron dipyrromethenate (BODIPY) have been studied, as well as the feasibility of generating singlet oxygen ( 1 O 2 ) via its photosensitization by the dihalogenated derivatives of BF 2 dipyrromethene in solutions. Quantum yields of singlet oxygen have been determined using 1,3-diphenylisobenzofuran as the 1 O 2 trap. The lowest fluorescence quantum yields have been shown to correspond to the maximum yields of singlet oxygen. It has been found that the best 1 O 2 photosensitizer among the three test dihalotetraphenylaza- BODIPY is dibromotetraphenylaza-BODIPY, which in addition possesses the highest photostability. Diiodotetramethyl-BODIPY results in the singlet oxygen yield close to unity, but it has significantly lower photostability. The yield of singlet oxygen is affected by the solvent. Dibromtetraphenylaza-BODIPY and diiodotetramethyl-BODIPY may find use as a medium in photodynamic therapy and photocatalysis of oxidation reactions.
ISSN:0018-1439
1608-3148
DOI:10.1134/S0018143917030079