Factors controlling the photoresponse of copper(<scp>i</scp>) diimine dyes containing hole-transporting dendrons in dye-sensitized solar cells: substituent and solvent effects

Brauchli, Sven Y.; Bozic-Weber, Biljana; Constable, Edwin C.; Hostettler, Nik; Housecroft, Catherine E.; Zampese, Jennifer A.

doi:10.1039/c4ra03700f

Cited by 29 publications

(44 citation statements)

References 26 publications

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“…11 and 12), in contrast to the stability over a week or more of other bis(diimine)copper(I)-containing DSCs. 8,16,18,35 Fig. 9 Solid-state absorption spectra (transmission mode) of electrodes functionalized with dye [Cu(2)(3)] + (duplicate electrodes, blue), after treatment with I À /I 3 À electrolyte or LiI solutions (red), and after dye regeneration (green).…”

Section: Effect Of a Co-adsorbant On Dscs With [Cu(2)(3)] +mentioning

confidence: 99%

Copper(i)-based dye-sensitized solar cells with sterically demanding anchoring ligands: bigger is not always better

et al. 2015

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The synthesis and characterization of ((6,6 0 -diphenyl-[2,2 0 -bipyridine]-4,4 0 -diyl)bis(4,1-phenylene)) bis(phosphonic acid), 2, are described. Compound 2 has been incorporated as an anchoring ligand in copper(I)-containing dyes in n-type dye-sensitized solar cells (DSCs), combined with 2,2 0 -bipyridine (bpy), 6-methyl-2,2 0 -bipyridine (6-Mebpy), 6,6 0 -dimethyl-2,2 0 -bipyridine (6,6 0 -Me 2 bpy), 4,4 0 -di(4-bromophenyl)-6,6 0 -dimethyl-2,2 0 -bipyridine (3) or 4,4 0 -di(4-bromophenyl)-6,6 0 -diphenyl-2,2 0 -bipyridine (4) as ancillary ligands (L ancillary ). Dyes were assembled on mesoporous TiO 2 using an on-surface assembly strategy which relies on ligand exchange between surface-anchored L anchor and [Cu(L ancillary ) 2 ] + ; 1 H NMR spectroscopy was used to confirm that the bulky phenyl substituents did not hinder ligand exchange. Comparison of values of the open-circuit voltages (V OC ), short-circuit current densities (J SC ) and external quantum efficiency (EQE) spectra for DSCs with model dyes [Cu(2)(bpy)] + , [Cu(2)(6-Mebpy)] + and [Cu(2)(6,6 0 -Me 2 bpy)] + confirm that methyl-substituents in L ancillary are beneficial. Performance data for DSCs with dyes [Cu(1)(3)] + , [Cu(1)(4)] + , [Cu(2)(3)] + and [Cu(2)(4)] + where 1 is the anchor ((6,6 0 -dimethyl-[2,2 0 -bipyridine]-4,4 0 -diyl)bis(4,1-phenylene))bis(phosphonic acid) show that dyes with anchor 2 (phenyl substituents in the 6-and 6 0 -positions) give relative conversion efficiencies #10% with respect to standard dye N719 set at h ¼ 100%; this compares with relative efficiencies of up to 34.5% for the dyes [Cu(1)(3)] + and [Cu(1)(4)] + . The performance of [Cu(2)(3)] + can be improved by the addition of the co-adsorbant chenodeoxycholic acid. Although the phenyl (versus methyl) substituentslead to enhanced light absorption to lower energies, dyes with anchor 2 quickly bleach when exposed to the I À /I 3 À electrolyte; bleaching also occurs after soaking in solutions of LiI. The dye can be regenerated by treatment of a bleached electrode with L ancillary , or with [Cu(NCMe) 4 ] + followed by L ancillary .

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Section: Effect Of a Co-adsorbant On Dscs With [Cu(2)(3)] +mentioning

confidence: 99%

Copper(i)-based dye-sensitized solar cells with sterically demanding anchoring ligands: bigger is not always better

et al. 2015

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“…An important point is that these studies can be used to validate comparisons between DSC data from our laboratory where we use both commercial electrodes and those made inhouse. Images obtained using scanning electron microscopy conrm that the z9 mm thickness of the transparent layer of a commercial electrode 44 …”

Section: Preparation Of Dscs and Solid-state Absorption Spectra Of Dymentioning

confidence: 99%

Heteroleptic copper(i) sensitizers with one versus two hole-transporting units in functionalized 2,9-dimethyl-1,10-phenanthroline ancillary ligands

et al. 2015

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A series of homoleptic [Cu(L) 2 ] [PF 6 ] complexes in which L is a 2,9-dimethyl-1,10-phenanthroline fused at the 5,6-positions with a 2 0 -functionalized imidazole (ligands 1-4), or substituted at the 4,7-positions with electron-donating 4-(diphenylamino)phenyl groups (ligand 5) is described; the imidazole 2 0 -functionality in 1 is 4-bromophenyl, in 2 is 4-(diphenylamino)phenyl, in 3 is 4-(bis(4-n-butoxy)phenylamino)phenyl, and in 4 is 4-(carbazol-9-yl)phenyl. The copper complexes were characterized by mass spectrometry, NMR and absorption spectroscopies and cyclic voltammetry; the single crystal structure of ligand 4 has been determined. Compared to the solution absorption spectra of [Cu (1)

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“…In order to optimize atom efficiency and to facilitate the screening of libraries of surface-bound dyes, we have developed methods of stepwise assembly of surface-bound bis(diimine) copper(I) dyes. In a further extention of the 'complexes-asligands' methodology introduced by the Bologna group for the systematic and regiospecific synthesis of homo-and heterometallic complexes [19,20], we have developed a powerful 'surfaces-as-ligands, surfaces-as-complexes' strategy for the preparation of DSSCs and other interfacial heterojunction devices [21,22,23,24,25,26,27,28]. In this approach, a nanoparticulate TiO 2 surface is treated with an anchoring ligand (L anchor ) which possesses two orthogonal functionalities: one is the anchoring group which interacts with the semiconductor (metal oxide in our case) surface and the other is one that can bind a metal centre.…”

Section: Introductionmentioning

confidence: 99%

‘Surfaces-as-ligands, surfaces-as-complexes’ strategies for copper(I) dye-sensitized solar cells

et al. 2015

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Factors controlling the photoresponse of copper(i) diimine dyes containing hole-transporting dendrons in dye-sensitized solar cells: substituent and solvent effects

Abstract: A detailed study of how two factors (substituents on ancillary ligands and solvents during dye assembly) affect performances of copper(i) diimine dyes in DSCs with phosphonic acid anchoring groups is presented.

Cited by 29 publications

References 26 publications

Copper(i)-based dye-sensitized solar cells with sterically demanding anchoring ligands: bigger is not always better

Copper(i)-based dye-sensitized solar cells with sterically demanding anchoring ligands: bigger is not always better

Heteroleptic copper(i) sensitizers with one versus two hole-transporting units in functionalized 2,9-dimethyl-1,10-phenanthroline ancillary ligands

‘Surfaces-as-ligands, surfaces-as-complexes’ strategies for copper(I) dye-sensitized solar cells

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