Synthesis and photophysical properties of pyrene-based light-emitting monomers: highly pure-blue-fluorescent, cruciform-shaped architectures
journal contribution
posted on 2014-08-15, 11:05authored byJian-Yong Hu, Masanao Era, Mark ElsegoodMark Elsegood, Takehiko Yamato
A new series of pyrene-based, pure-blue, fluorescent, stable monomers, namely 2,7-di-tert-butyl-4,5,9,10-tetrakis(p-R-phenylethynyl)pyrenes, have been successfully synthesised by Pd/Cu-catalysed Sonogashira coupling in excellent yield. The cruciform-shaped, π-conjugated structures were fully characterised by 1H/13C NMR and IR spectroscopy, mass spectrometry and elemental analysis. As revealed from single-crystal X-ray analysis, there is a herringbone pattern between stacked columns, but the π-π stacking distance of adjacent pyrene units was not especially short at about 5.82 Å due to the introduction of the two bulky tBu groups in the pyrene rings at the 2- and 7-positions. The photophysical properties of these monomers were carefully examined in different organic solvents, and these data strongly indicate their promising application as blue-emitting materials in organic light-emitting diodes (OLEDs).
Funding
We thank the CANON Company and the Royal Society of Chemistry
for financial support.
History
School
Science
Department
Chemistry
Published in
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Issue
1
Pages
72 - 79 (8)
Citation
HU, J-Y. ... et al., 2010. Synthesis and photophysical properties of pyrene-based light-emitting monomers: highly pure-blue-fluorescent, cruciform-shaped architectures. European Journal of Organic Chemistry, 2010(1), pp.72-79.