Synthesis and photophysical properties of novel butterfly-shaped blue emitters based on pyrene

Feng, Xing; Hu, Jian Yong; Tomiyasu, Hirotsugu; Seto, Nobuyuki; Redshaw, Carl; Elsegood, Mark R.J.; Yamato, Takehiko

Abstract

Using 1,3,5,9-tetrabromo-7-tert-butylpyrene as the bromide precursor, a series of novel butterfly-shaped 1,3,5,9-tetraaryl substituted pyrene derivatives were synthesized by the Suzuki-Miyaura cross-coupling reaction. Their thermal, photophysical, electrochemical and related properties were systematically investigated. All compounds were found to exhibit high thermal stabilities with decomposition temperatures (Td) of up to 300 °C. All compounds show highly blue fluorescence emissions in the spectral region of 412-469 nm in solution (Φf: 0.45-0.92) and 410-470 nm in the solid- state (Φf: 0.48-0.75). It is noteworthy that these butterfly-shaped pyrenes 4 possess low-lying HOMO levels ranging from -4.76 to -5.93 eV, which make them promising candidates in OLED applications. © 2013 The Royal Society of Chemistry.

Citation

Feng, X., Hu, J. Y., Tomiyasu, H., Seto, N., Redshaw, C., Elsegood, M. R., & Yamato, T. (2013). Synthesis and photophysical properties of novel butterfly-shaped blue emitters based on pyrene. Organic & biomolecular chemistry, 11(48), 8366-8374. https://doi.org/10.1039/c3ob41350k

• Journal Article Type: Article
• Acceptance Date: Oct 10, 2013
• Online Publication Date: Oct 11, 2013
• Publication Date: Dec 28, 2013
• Deposit Date: Jun 8, 2022
• Journal: Organic and Biomolecular Chemistry
• Print ISSN: 1477-0520
• Publisher: Royal Society of Chemistry
• Peer Reviewed: Peer Reviewed
• Volume: 11
• Issue: 48
• Pages: 8366-8374
• DOI: https://doi.org/10.1039/c3ob41350k
• Public URL: https://hull-repository.worktribe.com/output/3621908