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1,3-Diphenylisobenzofuran: a Model Chromophore for Singlet Fission

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    SYSNO ASEP0479670
    Document TypeJ - Journal Article
    R&D Document TypeJournal Article
    Subsidiary JČlánek ve WOS
    Title1,3-Diphenylisobenzofuran: a Model Chromophore for Singlet Fission
    Author(s) Johnson, J. C. (US)
    Michl, Josef (UOCHB-X) RID, ORCID
    Article number80
    Source TitleTopics in Current Chemistry - ISSN 2365-0869
    Roč. 375, č. 5 (2017)
    Number of pages29 s.
    Languageeng - English
    CountryCH - Switzerland
    Keywords1,3-diphenylisobenzofuran ; photophysics ; solar energy ; singlet fission ; covalent dimers
    Subject RIVCF - Physical ; Theoretical Chemistry
    OECD categoryPhysical chemistry
    R&D ProjectsGA15-19143S GA ČR - Czech Science Foundation (CSF)
    Institutional supportUOCHB-X - RVO:61388963
    UT WOS000411067500007
    EID SCOPUS85029442370
    DOI10.1007/s41061-017-0162-3
    AnnotationIn 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.
    WorkplaceInstitute of Organic Chemistry and Biochemistry
    Contactasep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Viktorie Chládková, Tel.: 232 002 434
    Year of Publishing2018
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