Synthesis and Functional Properties of Strongly Luminescent Diphenylamino End-Capped Oligophenylenes

Zhong Hui Li, Ricky M S WONG*, Ye Tao, Marie D'Iorio

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

56 Citations (Scopus)

Abstract

Two novel homologous series of oligophenylenes (OPPs) symmetrically end-capped with diphenylamino groups and asymmetrically end-capped with anthryldiphenylamino groups were successfully synthesized by a convergent approach with use of palladium-catalyzed homo- and cross-coupling of arylboronic acids. The absorption maxima of both diphenylamino end-capped OPP series do not vary with the chain length although the molar absorptivities increase sequentially. On the other hand, the emission maxima slightly shift to longer wavelengths when the phenylene unit increases in the series. All the diphenylamino end-capped oligomers exhibit very large fluorescence quantum yields (81-89%). They also exhibit low first ionization potentials, corresponding to the oxidation of the triarylamino moiety, which are essentially unaffected by the oligomeric length extension. The good thermal stabilities of these oligomers allowed the fabrication of multilayer light-emitting devices and their investigations.

Original languageEnglish
Pages (from-to)921-927
Number of pages7
JournalJournal of Organic Chemistry
Volume69
Issue number3
DOIs
Publication statusPublished - 6 Feb 2004

Scopus Subject Areas

  • Organic Chemistry

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