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A BODIPY-based highly emissive dye with thiophene-based branch harvesting the light
Authors:Xiaochuan Li  Yujie Han  Myeong Jin Kim
Affiliation:1. Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, Collaborative Inovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, P. R. Chinalixiaochuan@htu.edu.cn;3. Henan Key Laboratory of Organic Functional Molecule and Drug Innovation, Collaborative Inovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan, P. R. China;4. BK21, Department of Advanced Organic Materials Engineering, Chungnam National University, Daejeon, South Korea
Abstract:ABSTRACT

A novel BODIPY-based dye with highly emissive character was configured by Sonogashira coupling and routinely characterized by NMR and MS technology. The emission of dye was investigated in solution/film/solid and shows intensive emission. In solution, the emission peak appeared around 510 nm with little influence by the polar environment. The terthiophene plays an effective antenna effect, harvesting the light and transferring the energy to BODIPY. The pseudo Stoke's shift enlarged to ~170 nm in solution. In film, the emission peak shifted to 563 nm in polycarbonate matrix. And it shifted further to 585 nm in solid due to the highly twisted structure, which avoided closely regular-tight packing. The dye rendered an intense fluorescence, good optothermal stability, and high fluorescence quantum yield (0.55). The solid emission showed highly red emission with Commission Internationale de L'Eclairage (CIE) coordinates of (X = 0.69, Y = 0.31). Thus, the synthesized dye is idea candidate for emitting materials.
Keywords:BODIPY dye  CIE  pseudo Stoke's shift  solid emission  terthiophene
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