Details

Autor(en) / Beteiligte

• Dessì, Alessio
• Sinicropi, Adalgisa
• Mohammadpourasl, Sanaz
• Basosi, Riccardo
• Taddei, Maurizio
• Fabrizi de Biani, Fabrizia
• Calamante, Massimo
• Zani, Lorenzo
• Mordini, Alessandro
• Bracq, Pamela
• Franchi, Daniele
• Reginato, Gianna

Titel

New Blue Donor–Acceptor Pechmann Dyes: Synthesis, Spectroscopic, Electrochemical, and Computational Studies

Ist Teil von

• ACS omega, 2019-04, Vol.4 (4), p.7614-7627

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2019

Link zum Volltext

Quelle

EZB Free E-Journals

Beschreibungen/Notizen

• The design, synthesis, and characterization of a new class of blue-colored thiophene-substituted Pechmann dyes are reported. Due to a distinguishing blue coloration and the capability to absorb light in one of the most photon-dense regions of the solar spectrum, such compounds are of great interest for application as photoactive materials in organic optoelectronics, in particular, in dye-sensitized solar cells. To achieve fine tuning of the optical and electrochemical properties, the electron-poor thiophene-bis-lactone moiety has been decorated with donor (D) and acceptor groups (A), targeting fully conjugated D–A−π–A structures. The designed structures have been investigated by means of DFT and time-dependent DFT calculations, and the most promising dyes have been synthesized. These molecules represent the very first preparation of unsymmetrical Pechmann derivatives. Optical and electrochemical properties of the new dyes have been studied by cyclic voltammetry and UV–vis and fluorescence spectroscopy. In two cases, test cells were built proving that a photocurrent can indeed be generated when using electrolytes especially formulated for narrow-band-gap dyes, although with a very low efficiency.