Probing Charge Transfer in Benzodifuran–C₆₀ Dumbbell‐Type Electron Donor–Acceptor Conjugates: Ground‐ and Excited‐State Assays

Abstract

Rigid electron donor-acceptor conjugates (1-3) that combine π-extended benzodifurans as electron donors and C60 molecules as electron acceptors with different linkers have been synthesized and investigated with respect to intramolecular charge-transfer events. Electrochemistry, fluorescence, and transient absorption measurements revealed tunable and structure-dependent charge-transfer processes in the ground and excited states. Our experimental findings are underpinned by density-functional theory calculations.

Benzo[1,2-b:4,5-b′]difuran-based sensitizers for dye-sensitized solar cells

“…Similarly, a Sonogashira reaction of III 12,13 with 4-ethynylbenzaldehyde was accomplished to afford the dialdehyde IV. 19 The mass spectrometric data are consistent with their proposed structures. Both dyes are polycrystalline as conrmed by the powder X-ray diffraction patterns (see ESI †).…”

Efficient Energy-Conversion Materials for the Future: Understanding and Tailoring Charge-Transfer Processes in Carbon Nanostructures

“…29 Not only the bridge but also the type of C 60 functionalization influences the chargetransfer rates. 30 Various C 60 adducts were investigated to deconvolute molecular interactions as they stem from different C 60 functionalization methodologies. In particular, structure-dependent charge-transfer processes in their ground and excited states were observed for C 60 -benzodifuran-C 60 dumbbells featuring either PRATO or WUDL-HUMMELEN type C 60 adducts.…”

Bis(Triphenylamine)Benzodifuran Chromophores: Synthesis, Electronic Properties and Application in Organic Light-Emitting Diodes

“…The λ abs,max of the 3a film appears at a longer wavelength than that in solution, most likely due to the aggregation in the solid state. Moreover, 3a exhibits a strong orange emission with a PL quantum efficiency (PLQE) of 70% in toluene, comparable to 3b in CH 2 Cl 2 and other BDF derivatives ( Keller et al, 2011 ; Li et al, 2013a ; Yi et al, 2010 ). A very small stokes shift of 22 nm (880 cm −1 ) is observed probably because of the rigid molecular structure.…”