Deep-blue emitting 9,10-bis(perfluorobenzyl)anthracene
A new deep-blue emitting and highly fluorescent anthracene (ANTH) derivative containing perfluorobenzyl (Bn<sub>F</sub>) groups, 9,10-ANTH(Bn<sub>F</sub>)<sub>2</sub>, was synthesized in a single step reaction of ANTH or ANTH(Br)<sub>2</sub> with Bn<sub>F</sub>I, using either a high-temperature Cu-/Na<sub>2</sub>S<sub>2</sub>O<sub>3</sub>-promoted reaction or via a room-temperature photochemical reaction. Its structure was elucidated by NMR spectroscopy and single crystal X-ray diffractometry. The latter revealed no π-π interaction between neighboring ANTH cores. A combination of high photoluminescence quantum yield (PLQY) of 0.85 for 9,10-ANTH(Bn<sub>F</sub>)<sub>2</sub>, its significantly improved photostability compared to ANTH and 9,10-ANTH derivatives, and a simple synthetic access makes it an attractive material as a deep-blue OLED emitter and an efficient fluorescent probe.
Authors
- Long K. San
- Yu‐Sheng Chen (ORCID: https://orcid.org/0000-0002-7646-7761)
- Steven H. Strauss (ORCID: https://orcid.org/0000-0001-7636-2671)
- Tyler T. Clikeman
- Brian J. Reeves (ORCID: https://orcid.org/0000-0002-8721-9237)
- Sebastian Balser (ORCID: https://orcid.org/0000-0001-8047-2945)
- Olga V. Boltalina (ORCID: https://orcid.org/0000-0002-8208-3158)
Institutions
- Argonne National Laboratory (US)
- University of Chicago (US)
- Colorado State University (US)
Publication Details
- Journal
- Beilstein Journal of Organic Chemistry
- Published
- 2025-03-07
- DOI
- https://doi.org/10.3762/bjoc.21.39
- Citations
- 1
- Primary Topic
- Organic Light-Emitting Diodes Research
- Type
- article
- Field-Weighted Citation Impact
- 0.73
Funders
- Division of Chemistry