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, 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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