Two thin film polymorphs of the singlet fission compound 1,3-diphenylisobenzofuran

Joseph L. Ryerson, Joel N. Schrauben, Andrew J. Ferguson, Subash Chandra Sahoo, Pance Naumov, Zdeněk Havlas, Josef Michl, Arthur J. Nozik, Justin C. Johnson

    Research output: Contribution to journalArticle

    Abstract

    Polycrystalline thin films of 1,3-diphenylisobenzofuran (1) with a morphology referred to here as α exhibit highly efficient singlet fission, producing two triplet states for every absorbed photon at 77 K, and about 1.4 triplet states per absorbed photon at room temperature. However, the triplet yield depends strongly on the specific crystalline form of 1, and for the morphology referred to as β the triplet yields are roughly an order of magnitude smaller. In this study, α, β, and mixed α/β films of 1 are prepared by thermal evaporation and solution drop-casting, and the structural and photophysical differences that may account for the very different triplet quantum yields are explored. The crystallites of 1 in thin films have been identified with two bulk crystal polymorphs grown from solution and structurally characterized. Analysis of absorption spectra of the films reveals a 600 cm-1 blue shift in the onset and a unique spectral profile for the form α crystallites as compared to form β. Intermolecular interactions between columns of slip-stacked molecules are different in the two polymorphs, and this likely gives rise to the much smaller triplet quantum yield for β-1.

    Original languageEnglish (US)
    Pages (from-to)12121-12132
    Number of pages12
    JournalJournal of Physical Chemistry C
    Volume118
    Issue number23
    DOIs
    StatePublished - Jun 12 2014

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    Quantum yield
    Polymorphism
    Crystallites
    fission
    Photons
    Thin films
    Thermal evaporation
    thin films
    atomic energy levels
    crystallites
    Absorption spectra
    Casting
    Crystalline materials
    Crystals
    Molecules
    photons
    blue shift
    slip
    evaporation
    absorption spectra

    ASJC Scopus subject areas

    • Electronic, Optical and Magnetic Materials
    • Energy(all)
    • Physical and Theoretical Chemistry
    • Surfaces, Coatings and Films

    Cite this

    Ryerson, J. L., Schrauben, J. N., Ferguson, A. J., Sahoo, S. C., Naumov, P., Havlas, Z., ... Johnson, J. C. (2014). Two thin film polymorphs of the singlet fission compound 1,3-diphenylisobenzofuran. Journal of Physical Chemistry C, 118(23), 12121-12132. https://doi.org/10.1021/jp502122d

    Two thin film polymorphs of the singlet fission compound 1,3-diphenylisobenzofuran. / Ryerson, Joseph L.; Schrauben, Joel N.; Ferguson, Andrew J.; Sahoo, Subash Chandra; Naumov, Pance; Havlas, Zdeněk; Michl, Josef; Nozik, Arthur J.; Johnson, Justin C.

    In: Journal of Physical Chemistry C, Vol. 118, No. 23, 12.06.2014, p. 12121-12132.

    Research output: Contribution to journalArticle

    Ryerson, JL, Schrauben, JN, Ferguson, AJ, Sahoo, SC, Naumov, P, Havlas, Z, Michl, J, Nozik, AJ & Johnson, JC 2014, 'Two thin film polymorphs of the singlet fission compound 1,3-diphenylisobenzofuran', Journal of Physical Chemistry C, vol. 118, no. 23, pp. 12121-12132. https://doi.org/10.1021/jp502122d
    Ryerson JL, Schrauben JN, Ferguson AJ, Sahoo SC, Naumov P, Havlas Z et al. Two thin film polymorphs of the singlet fission compound 1,3-diphenylisobenzofuran. Journal of Physical Chemistry C. 2014 Jun 12;118(23):12121-12132. https://doi.org/10.1021/jp502122d
    Ryerson, Joseph L. ; Schrauben, Joel N. ; Ferguson, Andrew J. ; Sahoo, Subash Chandra ; Naumov, Pance ; Havlas, Zdeněk ; Michl, Josef ; Nozik, Arthur J. ; Johnson, Justin C. / Two thin film polymorphs of the singlet fission compound 1,3-diphenylisobenzofuran. In: Journal of Physical Chemistry C. 2014 ; Vol. 118, No. 23. pp. 12121-12132.
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