Synthesis and properties of conjugated polymers containing 3,9‐ and 2,9‐linked carbazole units in the main chain |
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| Authors: | Kosaku Tamura Masashi Shiotsuki Norihisa Kobayashi Toshio Masuda Fumio Sanda |
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| Affiliation: | 1. Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura Campus, Nishikyo‐ku, Kyoto 615‐8510, Japan;2. Department of Information and Image Sciences, Chiba University, Inage‐ku, Chiba 263‐8522, Japan;3. Department of Environmental and Biotechnological Frontier Engineering, Faculty of Engineering, Fukui University of Technology, 3‐6‐1 Gakuen, Fukui 910‐8505, Japan |
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| Abstract: | Novel conjugated polymers containing 3,9‐ or 2,9‐linked carbazole units in the main chain were synthesized by the polycondensation of ethynyl‐ and iodo‐substituted 9‐arylenecarbazolylene monomers, and their optical and electrical properties were studied. Polymers with weight‐average molecular weights of 3400–12,000 were obtained in 76–99% yields by the Sonogashira coupling polycondensation in piperidine or tetrahydrofuran (THF)/piperidine at 30 °C for 48 h. All the 3,9‐linked polymers absorbed light around 300 nm. The para‐phenylene‐linked polymer also absorbed light around 350 nm, while meta‐phenylene‐linked one did not. The 3,9‐linked polymers absorbed light at a wavelength longer than the 2,9‐linked one. The polymers emitted blue fluorescence with high quantum yields (0.21–0.78) upon excitation at the absorption maxima. The polymers were oxidized around 0.6 V, and reduced around 0.5 V. Poly( 1 ) showed the dark conductivity of 3.7 × 10?11 S/cm (103 V/cm). © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 3506–3517, 2009 |
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| Keywords: | carbazole conjugated polymers fluorescence polycondensation synthesis |
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