Issue 6, 2003

Synthesis, characterization, photoluminescent and electroluminescent properties of new conjugated 2,2′-(arylenedivinylene)bis-8-substituted quinolines

Abstract

A series of new PPV oligomers containing 8-substituted quinoline, 2,2′-(arylenedivinylene)bis-8-quinoline derivatives, were designed and synthesized via a Knoevenagel condensation reaction of quinaldine, 8-hydroxy- or 8-methoxy-quinaldine with aromatic dialdehydes. These PPV oligomers were characterized by 1H and 13C-NMR, X-ray diffraction, elemental analysis, UV-visible and fluorescence spectroscopies. The X-ray diffraction investigation showed that there are intermolecular π⋯π interactions in the solid state in 1 and 3. The optical and photoluminescent properties study demonstrated that the emission color of the resulting materials varies from blue to yellow and is dependent on the substituents (π-donor and π-acceptor groups) on both sides of the conjugated molecules and the aromatic core in the middle of the conjugated backbones. The electroluminescent devices using compounds 1–4 as the emitters and electron-transporting layers were fabricated with the structure ITO/NPB/emitter/LiF/Al. The best device performance with the maximum brightness of 5530 cd m−2 and the luminous efficiency of 2.4 cd A−1 is achieved by using compound 4, with intramolecular charge transfer character, as the emitter; these values represent a more than 5-fold improvement in brightness and efficiency compared to compound 3 without methoxy groups on the phenyl rings.

Graphical abstract: Synthesis, characterization, photoluminescent and electroluminescent properties of new conjugated 2,2′-(arylenedivinylene)bis-8-substituted quinolines

Supplementary files

Article information

Article type
Paper
Submitted
23 Oct 2002
Accepted
25 Mar 2003
First published
08 Apr 2003

J. Mater. Chem., 2003,13, 1392-1399

Synthesis, characterization, photoluminescent and electroluminescent properties of new conjugated 2,2′-(arylenedivinylene)bis-8-substituted quinolines

F. Liang, J. Chen, Y. Cheng, L. Wang, D. Ma, X. Jing and F. Wang, J. Mater. Chem., 2003, 13, 1392 DOI: 10.1039/B210408C

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