Synthesis and photoelectrochemical properties of a fullerene–azothiophene dyad

摘要: In this paper we describe the synthesis, electrochemistry and photophysical behavior of a fullerene-based donor–acceptor dyad (2) in which donor unit is an azothiophene dye. Dyad 2, prepared one step starting from C60, commercially available N-methylglycine thienylazobenzeneamine 1, can be selectively excited visible region where dye has absorption maximum at 567 nm. Implementation electrochemical data reveals that both intramolecular energy- electron-transfer are thermodynamically feasible processes. Steady-state luminescence 2 CH2Cl2 shows quenching singlet state (1dye*) evidence fullerene (1C60*) emission. Flash-photolytic experiments, on other hand, exhibit characteristic differential changes attributed to C60·––dye·+ charge-separated state. Interestingly, it been estimated energy difference between 1C60* charge separated very small, leading hypothesis rapid exchange two states occurs. Sensitization TiO2 with model compound 3 also reported discussed.