Organic Dyes Containing A Triple Bond Spacer for Dye Sensitized Solar Cells: A Combined Experimental and Theoretical Investigation

Fluorine–thiophene-substituted organic dyes for dye sensitized solar cells

“…Compound (1a-c) was then reacted with N-bromosuccinimide yielding 4-(5-bromo-thiophen-2-yl)-2-uoro-benzaldehyde (2a), 4-(5-bromo-thiophen-2-yl)-benzaldehyde (2b) and 4-(5-bromothiophen-2-yl)-3-uoro-benzaldehyde (2c) (ii). Compounds ( 3) and ( 4) were synthesized according to our previously reported procedure 47 and used as building blocks for the AS series.…”

“…The non-local exchange-correlation functional BHLYP was chosen in order to minimize the well known drawbacks of TD-DFT for the description of excitations of charge-transfer character. Recent studies 47,54 showed in fact that hybrid functionals with a sufficiently large Hartree-Fock exchange contribution can be used for TD-DFT theoretical investigations of push-pull dyes, yielding an accuracy comparable to that of highly correlated ab initio approaches. This is further conrmed in Table S2 (see ESI †), where we report the energies of the rst three singlet excited states of AS1 in the gas phase, calculated using the BLYP, 62,65 B3LYP and BHLYP exchange-correlation functionals (0%, 20% and 50% of Hartree-Fock exchange respectively) and compare them with reference values computed at the second-order approximated couple-cluster (CC2) level.…”

Molecular Level Factors Affecting the Efficiency of Organic Chromophores for p-Type Dye Sensitized Solar Cells

“…As often observed with organic D-π-A dyes [27,28], the electrochemical behavior ( Figure S2a, Supplementary Materials) of the series under investigation is dominated by irreversible processes that complicate a rigorous thermodynamic evaluation of the redox levels relevant to NiO sensitization. For these reasons, we have used the Differential Pulsed Voltammetry (DPV) to evaluate orbital energies.…”

Design and synthesis of fluorenone-based dyes: two-photon excited fluorescent probes for imaging of lysosomes and mitochondria in living cells

“…This was synthesized following the literature procedure. 34 3,6-Bis(4-(diphenylamino)phenyl)-9H-fluoren-9-one (TK-Mito1). This was synthesized following the literature procedure.…”

“…Synthetic procedure and characterization of 4-ethynyl-N,N-diphenylaniline have been previously reported. 34 3,6-Bis(4-(diphenylamino)phenyl)-9H-fluoren-9-one (TK-Mito1). A solution of N,N-diphenyl-4-(tributylstannyl)aniline (2) (1.45 g, 2.71 mmol) and 3,6-dibromofluorenone 1 (0.363 g, 1.13 mmol) in 50 mL of DMF and toluene (1 : 1) was degassed under argon for 30 minutes, and then Pd(PPh 3 ) 4 (66 mg, 0.056 mmol) was added.…”