Electrochemical and Solvent-Mediated Visible-to-Near-Infrared Spectroscopic Switching of Benzoselenadiazole Fluorophores.
Chemistry
; 26(72): 17416-17427, 2020 Dec 23.
Article
en En
| MEDLINE
| ID: mdl-33259139
ABSTRACT
A series of electronic push-pull, pull-pull, and push fluorophores has been prepared from a benzoselenadiazole core so that their spectroscopic, electrochemical, spectro-electrochemical, and spectro-electrofluorescence properties could be examined. The emission wavelengths and fluorescence quantum yields (Φfl ) of the N,N-dimethyl fluorophores were contingent on the solvent polarity and they ranged from 615 to 850â
nm in aprotic solvents. The positive solvatochromism and the quenched Φfl in polar solvents were consistent with an intramolecular charge-transfer state (ICT). Meanwhile, a locally excited state (LE) was assigned in nonpolar solvents from the blue-shifted emission and high Φfl . The N,N-dimethylamine fluorophores examined could be both electrochemically oxidized and reduced, whereas the symmetric dinitro pull-pull derivative could be only reversibly reduced. Courtesy of their electrochemical reversibility, the fluorophores could reversibly change color from yellow to blue with an applied potential in addition to switching off their emission. The absorption of the electrochemically generated intermediates of the N,N-dimethyl derivatives spanned 500â
nm over the visible and the NIR regions. The colors could be switched for upwards of two hours with applied potential, illustrating their potential use as electroactive materials in electrochromic devices.
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01-internacional
Base de datos:
MEDLINE
Idioma:
En
Revista:
Chemistry
Asunto de la revista:
QUIMICA
Año:
2020
Tipo del documento:
Article
País de afiliación:
Canadá