Three arylamino-dibenzothiophene derivatives (Ary2-DBT, Ary2-DBTSO and Ary2-DBTSO2), based on a molecular architecture D-?-D, have been designed and synthesized. The three compounds, showing different oxidation states of the S-heterocycle (sulfide, sulfoxide and sulfone), have been studied in order to investigate the effects of both the neutral and radical species on the photophysical properties. To this purpose, cyclic voltammetry, UV/Vis-NIR and fluorescence spectroscopy, TDDFT calculation, and EPR spectroscopy measurements were performed. Moreover, spectroelectrochemical measurements have demonstrated the ability of these molecular systems to shift their colour output by following a change in the applied voltage. Finally, as a proof of concept, electrochromic devices have been fabricated to demonstrate the functionality of these dyes as anodic components.

Colour tunability by optically induced electron transfer in diarylamine-dibenzothiophene derivatives

Francesco Ruighi;Eduardo Fabiano;Antonio Cardone;Gianluca Accorsi;Agostina Lina Capodilupo
2023

Abstract

Three arylamino-dibenzothiophene derivatives (Ary2-DBT, Ary2-DBTSO and Ary2-DBTSO2), based on a molecular architecture D-?-D, have been designed and synthesized. The three compounds, showing different oxidation states of the S-heterocycle (sulfide, sulfoxide and sulfone), have been studied in order to investigate the effects of both the neutral and radical species on the photophysical properties. To this purpose, cyclic voltammetry, UV/Vis-NIR and fluorescence spectroscopy, TDDFT calculation, and EPR spectroscopy measurements were performed. Moreover, spectroelectrochemical measurements have demonstrated the ability of these molecular systems to shift their colour output by following a change in the applied voltage. Finally, as a proof of concept, electrochromic devices have been fabricated to demonstrate the functionality of these dyes as anodic components.
2023
Istituto di Chimica dei Composti OrganoMetallici - ICCOM -
Istituto di Nanotecnologia - NANOTEC
Istituto per la Microelettronica e Microsistemi - IMM
Arylamine radical cation; Electrochromism; Electron paramagnetic resonance; Electron transfer optically induced; Organic mixed valence
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Descrizione: Colour tunability by optically induced electron transfer in diarylamine-dibenzothiophene derivatives
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/462076
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