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Ring‐Shaped Silafluorene Derivatives as Efficient Solid‐State UV‐Fluorophores: Synthesis,Characterization, and Photoluminescent Properties
Authors:Yuanjing Cai  Dr Kerim Samedov  Brian S Dolinar  Haley Albright  Dr Ilia A Guzei  Rongrong Hu  Prof Chaocan Zhang  Prof Robert West
Institution:1. School of Materials Science and Engineering, Wuhan University of Technology, Wuhan 430070 (P. R. China);2. Department of Chemistry, University of Wisconsin‐Madison, 1101 University Ave., Madison Wisconsin 53706 (USA), Fax: (+1)?608‐265‐6815;3. Department of Chemistry, The Hong Kong University of Science & Technology, Clear Water Bay, Kowloon, Hong Kong (P. R. China)
Abstract:Four ring‐shaped silafluorene‐containing compounds ( 1 – 4 ) were synthesized and characterized as potentially promising monomers for fluorescent polymers. Their optical properties in solution and solid state (thin film and powder) were studied. These compounds have low quantum yields in solution (Φfl=0.13‐0.15) with fluorescence maxima at about 355 nm, but high quantum yields in the solid state (powder, Φfl=0.35‐0.54) with fluorescence maxima at about 377 and 488 nm. Influence of the substituents and the number of silafluorene units in 1 – 4 on their optical properties was investigated. Extensive study of the X‐ray crystal structures of 1 – 4 was undertaken to analyze and qualitatively estimate the role, extent, and influence of silafluorene moieties’ interactions on solid‐state fluorescent properties. Excited state UV/Vis and theoretical molecular orbital (MO) calculations were performed to explore possible fluorescence mechanisms and differences in quantum yields among these compounds.
Keywords:cyclosiloxanes  packing interactions  silafluorene  solid‐state fluorescence  theoretical calculations
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