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1,3-Diphenylisobenzofuran: a Model Chromophore for Singlet Fission
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SYSNO ASEP 0479670 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title 1,3-Diphenylisobenzofuran: a Model Chromophore for Singlet Fission Author(s) Johnson, J. C. (US)
Michl, Josef (UOCHB-X) RID, ORCIDArticle number 80 Source Title Topics in Current Chemistry - ISSN 2365-0869
Roč. 375, č. 5 (2017)Number of pages 29 s. Language eng - English Country CH - Switzerland Keywords 1,3-diphenylisobenzofuran ; photophysics ; solar energy ; singlet fission ; covalent dimers Subject RIV CF - Physical ; Theoretical Chemistry OECD category Physical chemistry R&D Projects GA15-19143S GA ČR - Czech Science Foundation (CSF) Institutional support UOCHB-X - RVO:61388963 UT WOS 000411067500007 EID SCOPUS 85029442370 DOI 10.1007/s41061-017-0162-3 Annotation In this review we first provide an introductory description of the singlet fission phenomenon and then describe the ground and electronically excited states of the parent 1,3-diphenylisobenzofuran chromophore (1) and about a dozen of its derivatives. A discussion of singlet fission in thin polycrystalline layers of these materials follows. The highest quantum yield of triplet formation by singlet fission, 200% at 80 K, is found in one of the two known crystal modification of the parent. In the other modification and in many derivatives, excimer formation competes successfully and triplet yields are low. A description of solution photophysics of covalent dimers is described in the next section. Triplet yields are very low, but interesting phenomena are uncovered. One is an observation of a separated-charges (charge-transfer) intermediate in highly polar solvents. The other is an observation of excitation isomerism in both singlet and triplet states, where in one isomer the excitation is delocalized over both halves of the covalent dimer, whereas in the other it is localized on one of the halves. In the last section we present the operation of a simple device illustrating the use of triplets generated by singlet fission for charge separation. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434 Year of Publishing 2018
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