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Proceedings Paper

Synthesis and characterization of mixed oligoheterocycles based on end-capped oligothiophenes suited for LED applications
Author(s): Peter Baeuerle; Ullrich Mitschke; E. Mena-Osteritz; M. Sokolowski; David C. Mueller; Markus S. Gross; Klaus Meerholz
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Paper Abstract

Homologous series of mixed oligoheterocycles based on end- capped oligothiophenes ECnT 1 were synthesized by introduction of electronegative heteroatoms like oxygen and nitrogen into the conjugated (pi) -system. This led to novel structures 2-11 in which thiophene units of the parent compounds are substituted by other heterocycles with more pronounced acceptor character. Other moieties like phenylsubstituted thiophenes, benzo(c)thiophene, and spiro- bithiophenes have also been implemented resulting in oligothiophenes 12-16. The characterization of the optical and electrochemical properties clearly reveals the influence of the heteroatoms on the electronic properties. Thus e.g., due to the electron withdrawing character of the central heterocycle oxidation of the oligomer is rendered more difficult while reduction is facilitated. In some cases, a hypsochromic shift of the longest wavelength absorption and emission is observed and additionally a significant enhancement of the fluorescence quantum yield in solution and in the solid state. The HOMO/LUMO energy differences determined from the optical measurement correspond qualitatively well with the values obtained from electrochemical data. First experiments on single layer organic light emitting diodes show that these mixed oliogoheterocycles can be used as emitting materials.

Paper Details

Date Published: 16 December 1998
PDF: 8 pages
Proc. SPIE 3476, Organic Light-Emitting Materials and Devices II, (16 December 1998); doi: 10.1117/12.332636
Show Author Affiliations
Peter Baeuerle, Univ. Ulm (Germany)
Ullrich Mitschke, Univ. Ulm (Germany)
E. Mena-Osteritz, Univ. Ulm (Germany)
M. Sokolowski, Univ. Wuerzburg (Germany)
David C. Mueller, Ludwig-Maximilians-Univ. Muenchen (Germany)
Markus S. Gross, Ludwig-Maximilians-Univ. Muenchen (United Kingdom)
Klaus Meerholz, Ludwig-Maximilians-Univ. Muenchen (Germany)

Published in SPIE Proceedings Vol. 3476:
Organic Light-Emitting Materials and Devices II
Zakya H. Kafafi, Editor(s)

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