Short Excited-State Lifetimes Enable Photo-Oxidatively Stable Rubrene Derivatives

Jack Ly, Kara Martin, Simil Thomas, Masataka Yamashita, Beihang Yu, Craig A. Pointer, Hiroko Yamada, Kenneth R. Carter, Sean Parkin, Lei Zhang, Jean-Luc Bredas, Elizabeth R. Young, Alejandro L. Briseno

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

A series of rubrene derivatives were synthesized and the influence of the side group in enhancing photo-oxidative stability was evaluated. Photo-oxidation half-lives were determined via UV-vis absorption spectroscopy, which revealed thiophene containing derivatives to be the most stable species. The electron affinity of the compounds did not correlate with stability as previously reported in literature. Our work shows that shorter excited-state lifetimes result in increased photo-oxidative stability in these rubrene derivatives. These results confirm that faster relaxation kinetics out-compete the formation of reactive oxygen species that ultimately degrade linear oligoacenes. This report highlights the importance of using molecular design to tune excited-state lifetimes in order to generate more stable oligoacenes.
Original languageEnglish (US)
Pages (from-to)7558-7566
Number of pages9
JournalJournal of Physical Chemistry A
Volume123
Issue number35
DOIs
StatePublished - Aug 26 2019

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: A.L.B. acknowledges the Office of Naval Research (Award N00014-16-1-2612) and the National Science Foundation (DMR-1508627). The work at Georgia Tech was supported by the Office of Naval Research (Award N00014-17-1-2208). E.R.Y. thanks the NSF Major Research Instrumentation program for funds that established the multiuser laser facility for transient absorption (CHE-1428633). K.R.C. thanks the
National Science Foundation (DMR-1506968) for support. S.P. thanks the NSF MRI program for awards CHE-0319176 and CHE-1625732

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