Issue 48, 2013

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

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.

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

Supplementary files

Article information

Article type
Paper
Submitted
02 Jul 2013
Accepted
10 Oct 2013
First published
11 Oct 2013

Org. Biomol. Chem., 2013,11, 8366-8374

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

X. Feng, J. Hu, H. Tomiyasu, N. Seto, C. Redshaw, M. R. J. Elsegood and T. Yamato, Org. Biomol. Chem., 2013, 11, 8366 DOI: 10.1039/C3OB41350K

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