Dataset Information

Schiff Base Ancillary Ligands in Bis(diimine) Copper(I) Dye-Sensitized Solar Cells.

ABSTRACT: Five 6,6'-dimethyl-2,2'-bipyridine ligands bearing N-arylmethaniminyl substituents in the 4- and 4'-positions were prepared by Schiff base condensation in which the aryl group is Ph (1), 4-tolyl (2), 4-^tBuC₆H₄ (3), 4-MeOC₆H₄ (4), and 4-Me₂NC₆H₄ (5). The homoleptic copper(I) complexes [CuL₂][PF₆] (L = 1-5) were synthesized and characterized, and the single crystal structure of [Cu(1)₂][PF₆]^.Et₂O was determined. By using the "surfaces-as-ligands, surfaces-as-complexes" (SALSAC) approach, the heteroleptic complexes [Cu(6)(L_ancillary)]⁺ in which 6 is the anchoring ligand ((6,6'-dimethyl-[2,2'-bipyridine]-4,4'-diyl)bis(4,1-phenylene))bis(phosphonic acid)) and L_ancillary = 1-5 were assembled on FTO-TiO₂ electrodes and incorporated as dyes into n-type dye-sensitized solar cells (DSCs). Data from triplicate, fully-masked DSCs for each dye revealed that the best-performing sensitizer is [Cu(6)(1)]⁺, which exhibits photoconversion efficiencies (?) of up to 1.51% compared to 5.74% for the standard reference dye N719. The introduction of the electron-donating MeO and Me₂N groups (L_ancillary = 4 and 5) is detrimental, leading to a decrease in the short-circuit current densities and external quantum efficiencies of the solar cells. In addition, a significant loss in open-circuit voltage is observed for DSCs sensitized with [Cu(6)(5)]⁺, which contributes to low values of ? for this dye. Comparisons between performances of DSCs containing [Cu(6)(1)]⁺ and [Cu(6)(4)]⁺ with those sensitized by analogous dyes lacking the imine bond indicate that the latter prevents efficient electron transfer across the dye.

SUBMITTER: Luthi E

PROVIDER: S-EPMC7084427 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature

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Schiff Base Ancillary Ligands in Bis(diimine) Copper(I) Dye-Sensitized Solar Cells.

Lüthi Elias E Forero Cortés Paola Andrea PA Prescimone Alessandro A Constable Edwin C EC Housecroft Catherine E CE

International journal of molecular sciences 20200303 5

Five 6,6'-dimethyl-2,2'-bipyridine ligands bearing N-arylmethaniminyl substituents in the 4- and 4'-positions were prepared by Schiff base condensation in which the aryl group is Ph (1), 4-tolyl (2), 4-tBuC6H4 (3), 4-MeOC6H4 (4), and 4-Me2NC6H4 (5). The homoleptic copper(I) complexes [CuL2][PF6] (L = 1-5) were synthesized and ...[more]

PMID: 32138350

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Project description:The series of complexes [XRu(CO)(L-L)(L')2][PF6] (X = H, TFA, Cl; L-L = 2,2'-bipyridyl, 1,10-phenanthroline, 5-amino-1,10-phenanthroline and 4,4'-dicarboxylic-2,2'-bipyridyl; L'2 = 2PPh3, Ph2 PC2H4PPh2, Ph2PCH═CHPPh2) have been synthesized from the starting complex K[Ru(CO)3(TFA)3] (TFA = CF3CO2) by first reacting with the phosphine ligand, followed by reaction with the L-L and anion exchange with NaPF6. In the case of L-L = phenanthroline and L'2 = 2PPh3, the neutral complex Ru(Ph3P)(CO)(1,10-phenanthroline)( TFA)2 is also obtained and its solid state structure is reported. Solid state structures are also reported for the cationic complexes where L-L = phenanthroline, L2 = 2PPh3 and X = Cl and for L-L = 2,2'-bipyridyl, L2 = 2PPh3 and X = H. All the complexes were characterized in solution by a combination of 1H and 31P NMR, IR, mass spectrometry and elemental analyses. The purpose of the project was to synthesize a series of complexes that exhibit a range of excited-state lifetimes and that have large Stokes shifts, high quantum yields and high intrinsic polarizations associated with their metal-to-ligand charge-transfer (MLCT) emissions. To a large degree these goals have been realized in that excited-state lifetimes in the range of 100 ns to over 1 μs are observed. The lifetimes are sensitive to both solvent and the presence of oxygen. The measured quantum yields and intrinsic anisotropies are higher than for previously reported Ru(II) complexes. Interestingly, the neutral complex with one phosphine ligand shows no MLCT emission. Under the conditions of synthesis some of the initially formed complexes with X = TFA are converted to the corresponding hydrides or in the presence of chlorinated solvents to the corresponding chlorides, testifying to the lability of the TFA Ligand. The compounds show multiple reduction potentials which are chemically and electrochemically reversible in a few cases as examined by cyclic voltammetry. The relationships between the observed photophysical properties of the complexes and the nature of the ligands on the Ru(II) is discussed.

Dataset Information

Schiff Base Ancillary Ligands in Bis(diimine) Copper(I) Dye-Sensitized Solar Cells.

Publications

Schiff Base Ancillary Ligands in Bis(diimine) Copper(I) Dye-Sensitized Solar Cells.

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