Simple electron donor molecules based on triphenylamine and carbazole derivatives

• Published in: Dyes and pigments Vol. 153; pp. 275 - 283
• Main Authors: Bélières, M., Sartor, V., Fabre, P.-L., Poteau, R., Bordeau, G., Chouini-Lalanne, N.
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 01.06.2018; Elsevier
• Subjects: Carbazole; Chemical Sciences; Electron donor; Fluorescence; Photochemistry; Triphenylamine; Fluorescence; Carbazole; Triphenylamine; Electron donor; Photochemistry
• ISSN: 0143-7208; 1873-3743
• DOI: 10.1016/j.dyepig.2018.02.022

Electron donating carbazole and triphenylamine derivatives are widely used in molecular electronic materials and in biological fluorescent or active probes. Novel easy-to access, highly substituted, electron-rich carbazole and triphenylamine compounds were designed, synthesized and characterized in photophysical and electrochemical experiments. These compounds, with an unusual D-π-D-π-D molecular design are based on carbazole and triphenylamine cores, thiophene conjugated linker and donor aromatic extremities. They showed excellent light-absorbing and emitting properties with high fluorescent quantum yield along with low oxidation potential and excellent electron donating properties. Computational calculations complete the experimental data, and enlighten about the redox and photophysical processes. [Display omitted] •Novel easy-to access substituted electron-rich compounds were synthesized.•Unusual D-π-D-π-D molecular design based on carbazole and triphenylamine cores.•Excellent light-absorbing/-emitting and strong reductive properties were observed.•Computational calculations enlighten about the redox and photophysical processes.