A New Cyanofluorene–Triphenylamine Copolymer: Synthesis and Photoinduced Intramolecular Electron Transfer Processes |
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Authors: | Ying Lin Mohamed?E El‐Khouly Dr Yu Chen Prof?Dr Mustafa Supur Lingling Gu Yongxi Li Shunichi Fukuzumi Prof?Dr |
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Institution: | 1. Key Laboratory For Advanced Materials, Department of Chemistry, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237 (China);2. Department of Material and Life Science, Graduate School of Engineering, Osaka University, SORST (Japan) Science and Technology Agency (JST), Suita, Osaka 565‐0871 (Japan) |
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Abstract: | A new π‐conjugated copolymer, namely, poly{cyanofluore‐alt‐5‐(N,N′‐diphenylamino)phenylenevinylene]} ((CNF–TPA)n), was synthesized by condensation polymerization of 2,2′‐(9,9‐dioctyl‐9H‐fluorene‐2,7‐diyl)diacetonitrile and 5‐(N,N′‐diphenylamino)benzene‐1,3‐dicarbaldehyde by using the Knoevenagel reaction. By design, diphenylamine, alkylfluorene and poly(p‐phenylenevinylene) linkages were combined to form a (CNF–TPA)n copolymer which exhibits high thermal stability and glass‐transition temperature. Photodynamic measurements in polar benzonitrile indicate fast and efficient photoinduced electron transfer (≈1011 s?1) from triphenylamine (TPA) to cyanofluorene (CNF) to produce the long‐lived charge‐separated state (90 μs). The finding that the charge‐recombination process of (CNF.?–TPA.+)n is much slower than the charge separation in polar benzonitrile suggests a potential application in molecular‐level electronic and optoelectronic devices. |
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Keywords: | copolymerization electron transfer knoevenagel reaction polyfluorene polymerization |
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