Singlet Fission and Excimer Formation in Disordered Solids of Alkyl-Substituted 1,3-Diphenylisobenzofurans

Justin Johnson, Paul Dron, Josef Michl

Research output: Contribution to journalArticlepeer-review

32 Scopus Citations

Abstract

We describe the preparation and excited state dynamics of three alkyl derivatives of 1,3-diphenylisobenzofuran (1) in both solutions and thin films. The substitutions are intended to disrupt the slip-stacked packing observed in crystals of 1 while maintaining the favorable energies of singlet and triplet for singlet fission (SF). All substitutions result in films that are largely amorphous as judged by the absence of strong X-ray diffraction peaks. The films of 1 carrying a methyl in the para position of one phenyl ring undergo SF relatively efficiently (≥75% triplet yield, φT) but more slowly than thin films of 1. When the methyl is replaced with a t-butyl, kinetic competition in the excited state favors excimer formation rather than SF (φT = 55%). When t-Bu groups are placed in both meta positions of the phenyl substituent, SF is slowed further and φT = 35%.

Original languageAmerican English
Pages (from-to)8596-8603
Number of pages8
JournalJournal of Physical Chemistry A
Volume121
Issue number45
DOIs
StatePublished - 16 Nov 2017

Bibliographical note

Publisher Copyright:
© 2017 American Chemical Society.

NREL Publication Number

  • NREL/JA-5900-68951

Keywords

  • excimer
  • photophysics
  • singlet fission
  • solar-photochemistry
  • thin film
  • triplet

Fingerprint

Dive into the research topics of 'Singlet Fission and Excimer Formation in Disordered Solids of Alkyl-Substituted 1,3-Diphenylisobenzofurans'. Together they form a unique fingerprint.

Cite this