https://scholars.lib.ntu.edu.tw/handle/123456789/349325
標題: | Green electrogenerated chemiluminescence of highly fluorescent benzothiadiazole and fluorene derivatives | 作者: | Omer, K.M. Ku, S.-Y. Wong, K.-T. Bard, A.J. KEN-TSUNG WONG |
公開日期: | 2009 | 卷: | 131 | 期: | 30 | 起(迄)頁: | 10733-10741 | 來源出版物: | Journal of the American Chemical Society | 摘要: | A group of highly fluorescent 2,1,3-benzothiadiazole derivatives (BH0-BH3), including two fluorene derivatives (AB2 and C01) were synthesized and characterized. The electrochemical, spectroscopic, and electrogenerated chemiluminescence (ECL) properties of the compounds were determined. Benzothiadiazole derivatives BH1, BH2, and BH3 show reversible oxidation and reduction waves and produce strong green ECL in nonaqueous solutions. This ECL could be seen by the naked eye, even in a well lit room. The fluorene derivatives, C01 and AB2, also produce bright, easily observable ECL. Since the ECL spectra are at essentially the same wavelengths as the photoluminescence (PL) spectra, and the energies of the electron transfer reactions are greater than the singlet state energies, we propose direct formation of the excited singlet state during ion annihilation. BH0, which shows a quasi-reversible oxidation wave, only produced weak ECL via direct annihilation but gave strong ECL with benzoyl peroxide (BPO) as a coreactant. The ECL quantum efficiencies of the series, compared to that of 9,10-diphenylanthrace, was estimated to range from 0.05 to 7%. This series shows rare green photoluminescence (λPL = 490-556 nm) with a high PL quantum efficiency in solution (Φ = 5 to 90%). © 2009 American Chemical Society. |
URI: | http://www.scopus.com/inward/record.url?eid=2-s2.0-68049088910&partnerID=MN8TOARS http://scholars.lib.ntu.edu.tw/handle/123456789/349325 |
DOI: | 10.1021/ja904135y | SDG/關鍵字: | Benzothiadiazole; Benzothiadiazole derivatives; Benzoyl peroxide; Electrogenerated chemiluminescence; Electron-transfer reactions; Excited singlet state; Fluorene derivatives; Green photoluminescence; Naked-eye; Nonaqueous solutions; Photoluminescence spectrum; PL quantum efficiency; Reversible oxidation; Singlet state energies; Chemiluminescence; Electrochemical properties; Emitter coupled logic circuits; Fluorescence; Light emission; Light measurement; Oxidation; Photoluminescence; Photovoltaic effects; Semiconductor quantum dots; Quantum efficiency; anthracene derivative; benzoyl peroxide; fluorene derivative; ion; thiadiazole derivative; article; chemoluminescence; comparative study; destruction; electrochemical analysis; electrogenerated chemiluminescence; oxidation; oxidation kinetics; photoluminescence; quantum chemistry; solution and solubility; spectroscopy |
顯示於: | 化學系 |
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