1. Phenoxy-benzothiadiazole dyes: Synthesis, photophysical properties and preliminary application in OLEDs
- Author
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Felipe Miranda Valente, Davi F. Back, Marco Cremona, Alessandra Pazini, Jones Limberger, Ricardo Q. Aucélio, Harold C. Avila, Rian E. Aderne, and Luis Maqueira
- Subjects
Photoluminescence ,Organic Chemistry ,Quantum yield ,02 engineering and technology ,Electroluminescence ,010402 general chemistry ,021001 nanoscience & nanotechnology ,Photochemistry ,01 natural sciences ,Biochemistry ,Fluorescence ,0104 chemical sciences ,chemistry.chemical_compound ,chemistry ,PEDOT:PSS ,Drug Discovery ,Luminophore ,OLED ,0210 nano-technology ,Derivative (chemistry) - Abstract
The synthesis of a phenoxy-benzothiadiazole (BTD) derivative is reported for the first time. This derivative was employed as an intermediate in the obtention of two novel highly fluorescent aryl-phenoxy-BTD dyes. Their photophysical properties were evaluated in solution and the results indicate a strong intramolecular charge transfer (ICT) character in the excited state. The luminophore 3a, possessing a donor-BTD-phenoxide architecture, exhibits superior fluorescence quantum yield (0.67) than the designed acceptor-BTD-phenoxide dye (0.06). After electrochemical and photoluminescence characterization of thin films of 3a, an OLED with the configuration ITO/PEDOT:PSS/3a/TPBi/LiF/Al was constructed. This device displayed a green emission centered at 547 nm, with CIE coordinates of (0.40, 0.55). For comparison, an OLED using a previously reported luminescent BTD-pyridyl derivative was also constructed. The OLED made with the phenoxy-BTD derivative operated using less current density and led to higher irradiance and electrical stability, indicating the high potential of ArO-BTD dyes for future application in electroluminescent devices.
- Published
- 2018
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