Preparation and photophysical properties of thienothiophene functionalized difluoroboron bis-β-diketonate complexes

A series of six new thienothiophene functionalized difluoroboron bis-β-diketonates were synthesized and characterized. Their photophysical properties were investigated by UV-vis absorption, fluorescence spectroscopy and the method of CIE chromaticity in solution and powders. The results showed that these difluoroboron complexes yielded a blue-green emission at 474-500 nm in DMF solution and emitted a green to yellow emission at 541-587 nm in powders. Especially, the complex 3c showed the stronger fluorescence intensity, much higher quantum yield (Φ_u = 0.89) in DMF solution and larger Stokes shifts (∆λ_stokes = 149 nm), longer lifetime value (τ = 3.54 ns) in powders as compared to other complexes. The CIE coordinate of the complex 3c was positioned in an ideal orange-yellow region of the chromaticity diagram. Meanwhile, their electrochemical properties were also studied by the cyclic voltammetry; the HOMO, LUMO energy levels and energy band gaps were determined from the onset oxidation and reduction potentials.