Issue 38, 2009

β-Phase formation in poly(9,9-di-n-octylfluorene) by incorporating an ambipolar unit containing phenothiazine and 4-(dicyanomethylene)-2-methyl-6-[p-(dimethylamino)styryl]-4H-pyran

Abstract

Novel fluorene-based blue-light-emitting copolymers (F8Rs) in the β-phase are designed and synthesized using the palladium-catalyzed Suzuki reaction. The β-phase can be generated by introducing an ambipolar unit, that contains 10-n-hexylphenothiazine (PTZ) and 4-(dicyanomethylene)-2-methyl-6-[p-(dimethylamino)styryl]-4H-pyran (DCM) (as the donor and acceptor moieties, respectively) on a polyfluorene backbone. By comparing the absorption (peak at 437 ± 1 nm), photoluminescence (PL) (peak at 441 ± 1 nm), and X-ray diffraction (XRD) (peak centered around 2θ = 7.0°) characteristics of the resulting polymers (F8Rs) with those of the polyfluorene homopolymer (PFO), we found that fluorene-based copolymers with ambipolar moieties, such as PTZ and DCM, can prompt the formation of the β-phase after spin-coating without gelling in a poor solvent, exposure to tetrahydrofuran vapor, cooling to liquid-N2 temperature, and reheating. The PL and electroluminescence (EL) efficiencies of the copolymer F8R5 are higher than those of PFO (by factors of two and 15, respectively). The EL spectrum of the copolymer showed almost pure blue emission, with CIE (Commission Internationale de l′Eclairage) coordinates of x = 0.17 and y = 0.10.

Graphical abstract: β-Phase formation in poly(9,9-di-n-octylfluorene) by incorporating an ambipolar unit containing phenothiazine and 4-(dicyanomethylene)-2-methyl-6-[p-(dimethylamino)styryl]-4H-pyran

Supplementary files

Article information

Article type
Paper
Submitted
11 May 2009
Accepted
24 Jul 2009
First published
18 Aug 2009

J. Mater. Chem., 2009,19, 7062-7069

β-Phase formation in poly(9,9-di-n-octylfluorene) by incorporating an ambipolar unit containing phenothiazine and 4-(dicyanomethylene)-2-methyl-6-[p-(dimethylamino)styryl]-4H-pyran

S. K. Lee, T. Ahn, J. Park, Y. K. Jung, D. Chung, C. E. Park and H. K. Shim, J. Mater. Chem., 2009, 19, 7062 DOI: 10.1039/B909300A

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