Femtosecond stimulated Raman spectroscopy – guided library mining leads to efficient singlet fission in rubrene derivatives

Research output: Contribution to journalArticlepeer-review

1 Scopus citations


Chromophores undergoing singlet fission are promising candidates for harnessing solar energy as they can generate a pair of charge carriers by the absorption of one photon. However, photovoltaic devices employing singlet fission are still lacking practical applications due to the limitations within the existing molecules undergoing singlet fission. Chemical modifications to acenes can lead to efficient singlet fission devices, but the influence of changes to molecular structure on the rate of singlet fission is challenging to model and predict. Using femtosecond stimulated Raman spectroscopy we have previously demonstrated that the triplet separation process during singlet fission in crystalline rubrene is associated with the loss of electron density from its tetracene core. Based on this knowledge, we mined a library of new rubrene derivatives with electron withdrawing substituents that prime the molecules for efficient singlet fission, without impacting their crystal packing. Our rationally chosen crystalline chromophores exhibit significantly improved singlet fission rates. This study demonstrates the utility and strength of a structurally sensitive spectroscopic technique in providing insights to spectroscopy-guided materials selection and design guidelines that go beyond energy arguments to design new singlet fission-capable chromophores.
Original languageEnglish (US)
Pages (from-to)13825-13835
Number of pages11
JournalChemical Science
Issue number41
StatePublished - Nov 7 2021

Bibliographical note

Funding Information:
This work is supported by Department of Energy DE-SC0018203 and the Doctoral Dissertation Fellowship award from University of Minnesota. The authors thank Dr Billy Ogden, Dr Zhuoran Zhang, and Margaret Clapham for the crude samples of FM-rubrene and F-rubrene, and Dr Federico Coppola for helpful discussions on calculations. The authors also acknowledge the Minnesota Supercomputing Institute (MSI) at the University of Minnesota for providing resources that contributed to the research reported in this paper.

Publisher Copyright:
© The Royal Society of Chemistry 2021.

PubMed: MeSH publication types

  • Journal Article


Dive into the research topics of 'Femtosecond stimulated Raman spectroscopy – guided library mining leads to efficient singlet fission in rubrene derivatives'. Together they form a unique fingerprint.

Cite this