Synthesis and characterization of novel phenyl-substituted poly(p-phenylene vinylene) derivatives

Authors

  • Rupei Tang,

    1. State Key Laboratory of Polymer Physics and Chemistry, Joint Laboratory of Polymer Science and Materials, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China
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  • Xinjun Xu,

    1. Laboratory of Organic Solids, Center for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China
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  • Caixia Cheng,

    1. State Key Laboratory of Polymer Physics and Chemistry, Joint Laboratory of Polymer Science and Materials, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China
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  • Gui Yu,

    1. Laboratory of Organic Solids, Center for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China
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  • Yunqi Liu,

    1. Laboratory of Organic Solids, Center for Molecular Science, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China
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  • Fu Xi

    Corresponding author
    1. State Key Laboratory of Polymer Physics and Chemistry, Joint Laboratory of Polymer Science and Materials, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China
    • State Key Laboratory of Polymer Physics and Chemistry, Joint Laboratory of Polymer Science and Materials, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100080, China
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Abstract

Two novel phenyl-substituted poly(p-phenylene vinylene) derivatives, poly{2-[3′,4′-(2″-ethylhexyloxy)(3″,7″-dimethyloctyloxy)benzene]-1,4-phenylenevinylene} (EDP-PPV) and poly{2-[3′,4′-(2″-ethylhexyloxy)(3″,7″-dimethyloctyloxy)benzene]-5-methoxy-1,4-phenylenevinylene} (EDMP-PPV), and their copolymer, poly{2-[3′,4′-(2″-ethylhexyloxy)(3″,7″-dimethyloctyloxy)benzene]-1,4-phenylene-vinylene-co-2-[3′,4′-(2″-ethylhexyloxy)(3″,7″-dimethyloctyloxy)benzene]-5-methoxy-1,4-phenylenevinylene} (EDP-co-EDMP-PPV; 4:1, 1:1, and 1:4), were successfully synthesized according to the Gilch route. The structures and properties of the monomers and the resulting conjugated polymers were characterized with 1H-NMR, 13C-NMR, elemental analysis, gel permeation chromatography, thermogravimetric analysis, ultraviolet–visible absorption spectroscopy, and photoluminescence and electroluminescence (EL) spectroscopy. The EL polymers possessed excellent solubility in common solvents and good thermal stability with a 5% weight loss temperature of more than 380°C. The weight-average molecular weights and polydispersity indices of EDP-PPV, EDMP-PPV, and EDP-co-EDMP-PPV were 1.40–2.58 × 105, and 1.19–1.52, respectively. Double-layer light-emitting diodes with the configuration of indium tin oxide/polymer/tris(8-hydroxyquinoline)aluminum/Al devices were fabricated, and EDP-co-EDMP-PPV (1:1) showed the highest EL performance and exhibited a maximum luminance of 1050 cd/m2 at 19.5 V. © 2005 Wiley Periodicals, Inc. J Appl Polym Sci 96: 1259–1266, 2005

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