Investigation of a new bis(carboxylate)triazole-based anchoring ligand for dye-sensitised solar cell chromophore complexes

Alessandro Sinopoli, Fiona A. Black, Christopher J. Wood, Elizabeth Gibson, Paul I. Elliott

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

A novel anchoring ligand for dye-sensitised solar cell chromophoric complexes, 1-(2,2?-bipyrid-4-yl)-1,2,3-triazole-4,5-dicarboxylic acid (dctzbpy), is described. The new dye complexes [Ru(bpy)2(dctzbpy)][PF6]2 (AS16), [Ir(ppy)2(dctzbpy)][PF6] (AS17) and [Re(dctzbpy)(CO)3Cl] (AS18) were prepared in a two stage procedure with intermediate isolation of their diester analogues, AS16-Et2, AS17-Et2 and AS18-Et2 respectively. Electrochemical analysis of AS16-Et2, AS17-Et2 and AS18-Et2 reveal reduction potentials in the range -1.50 to -1.59 V (vs Fc+/Fc) which is cathodically shifted with respect to that of the model complex [Ru(bpy)2(dcbH2)]2+ (1) (Ered = -1.34 V, dcbH2 = 2,2?-bipyridyl-4,4?dicarboxylic acid). This therefore demonstrates that the LUMO of the complex is correctly positioned for favourable electron transfer into the TiO2 conduction band upon photoexcitation. The higher energy LUMOs for AS16 to AS18 and a larger HOMO-LUMO gap result in blue-shifted absorption spectra and hence reduced light harvesting efficiency relative to their dcbH2 analogues. Preliminary tests on TiO2 n-type and NiO p-type DSSCs have been carried out. In the cases of the Ir(III) and Re(I) based dyes AS17 and AS18 these show inferior performance to their dcbH2 analogues. However, the Ru(II) dye AS16 (eta = 0.61 exhibits significantly greater efficiency than 1 (eta = 0.1 . In a p-type cell AS16 shows the highest photovoltaic efficiency (eta = 0.028 , almost three times that of cells incorporating the benchmark dye coumarin C343.
Original languageEnglish
Pages (from-to)1520-1530
Number of pages11
JournalDalton Transactions
Volume46
Issue number5
DOIs
Publication statusPublished - 5 Jan 2017

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Triazoles
Chromophores
Coloring Agents
Ligands
Dicarboxylic Acids
2,2'-Dipyridyl
Photoexcitation
Carbon Monoxide
Conduction bands
Absorption spectra
Dye-sensitized solar cells
Electrons
bis(bipyridyl)ruthenium(II)

Cite this

Sinopoli, Alessandro ; Black, Fiona A. ; Wood, Christopher J. ; Gibson, Elizabeth ; Elliott, Paul I. / Investigation of a new bis(carboxylate)triazole-based anchoring ligand for dye-sensitised solar cell chromophore complexes. In: Dalton Transactions. 2017 ; Vol. 46, No. 5. pp. 1520-1530.
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abstract = "A novel anchoring ligand for dye-sensitised solar cell chromophoric complexes, 1-(2,2?-bipyrid-4-yl)-1,2,3-triazole-4,5-dicarboxylic acid (dctzbpy), is described. The new dye complexes [Ru(bpy)2(dctzbpy)][PF6]2 (AS16), [Ir(ppy)2(dctzbpy)][PF6] (AS17) and [Re(dctzbpy)(CO)3Cl] (AS18) were prepared in a two stage procedure with intermediate isolation of their diester analogues, AS16-Et2, AS17-Et2 and AS18-Et2 respectively. Electrochemical analysis of AS16-Et2, AS17-Et2 and AS18-Et2 reveal reduction potentials in the range -1.50 to -1.59 V (vs Fc+/Fc) which is cathodically shifted with respect to that of the model complex [Ru(bpy)2(dcbH2)]2+ (1) (Ered = -1.34 V, dcbH2 = 2,2?-bipyridyl-4,4?dicarboxylic acid). This therefore demonstrates that the LUMO of the complex is correctly positioned for favourable electron transfer into the TiO2 conduction band upon photoexcitation. The higher energy LUMOs for AS16 to AS18 and a larger HOMO-LUMO gap result in blue-shifted absorption spectra and hence reduced light harvesting efficiency relative to their dcbH2 analogues. Preliminary tests on TiO2 n-type and NiO p-type DSSCs have been carried out. In the cases of the Ir(III) and Re(I) based dyes AS17 and AS18 these show inferior performance to their dcbH2 analogues. However, the Ru(II) dye AS16 (eta = 0.61 exhibits significantly greater efficiency than 1 (eta = 0.1 . In a p-type cell AS16 shows the highest photovoltaic efficiency (eta = 0.028 , almost three times that of cells incorporating the benchmark dye coumarin C343.",
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Investigation of a new bis(carboxylate)triazole-based anchoring ligand for dye-sensitised solar cell chromophore complexes. / Sinopoli, Alessandro; Black, Fiona A.; Wood, Christopher J.; Gibson, Elizabeth; Elliott, Paul I.

In: Dalton Transactions, Vol. 46, No. 5, 05.01.2017, p. 1520-1530.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Investigation of a new bis(carboxylate)triazole-based anchoring ligand for dye-sensitised solar cell chromophore complexes

AU - Sinopoli, Alessandro

AU - Black, Fiona A.

AU - Wood, Christopher J.

AU - Gibson, Elizabeth

AU - Elliott, Paul I.

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N2 - A novel anchoring ligand for dye-sensitised solar cell chromophoric complexes, 1-(2,2?-bipyrid-4-yl)-1,2,3-triazole-4,5-dicarboxylic acid (dctzbpy), is described. The new dye complexes [Ru(bpy)2(dctzbpy)][PF6]2 (AS16), [Ir(ppy)2(dctzbpy)][PF6] (AS17) and [Re(dctzbpy)(CO)3Cl] (AS18) were prepared in a two stage procedure with intermediate isolation of their diester analogues, AS16-Et2, AS17-Et2 and AS18-Et2 respectively. Electrochemical analysis of AS16-Et2, AS17-Et2 and AS18-Et2 reveal reduction potentials in the range -1.50 to -1.59 V (vs Fc+/Fc) which is cathodically shifted with respect to that of the model complex [Ru(bpy)2(dcbH2)]2+ (1) (Ered = -1.34 V, dcbH2 = 2,2?-bipyridyl-4,4?dicarboxylic acid). This therefore demonstrates that the LUMO of the complex is correctly positioned for favourable electron transfer into the TiO2 conduction band upon photoexcitation. The higher energy LUMOs for AS16 to AS18 and a larger HOMO-LUMO gap result in blue-shifted absorption spectra and hence reduced light harvesting efficiency relative to their dcbH2 analogues. Preliminary tests on TiO2 n-type and NiO p-type DSSCs have been carried out. In the cases of the Ir(III) and Re(I) based dyes AS17 and AS18 these show inferior performance to their dcbH2 analogues. However, the Ru(II) dye AS16 (eta = 0.61 exhibits significantly greater efficiency than 1 (eta = 0.1 . In a p-type cell AS16 shows the highest photovoltaic efficiency (eta = 0.028 , almost three times that of cells incorporating the benchmark dye coumarin C343.

AB - A novel anchoring ligand for dye-sensitised solar cell chromophoric complexes, 1-(2,2?-bipyrid-4-yl)-1,2,3-triazole-4,5-dicarboxylic acid (dctzbpy), is described. The new dye complexes [Ru(bpy)2(dctzbpy)][PF6]2 (AS16), [Ir(ppy)2(dctzbpy)][PF6] (AS17) and [Re(dctzbpy)(CO)3Cl] (AS18) were prepared in a two stage procedure with intermediate isolation of their diester analogues, AS16-Et2, AS17-Et2 and AS18-Et2 respectively. Electrochemical analysis of AS16-Et2, AS17-Et2 and AS18-Et2 reveal reduction potentials in the range -1.50 to -1.59 V (vs Fc+/Fc) which is cathodically shifted with respect to that of the model complex [Ru(bpy)2(dcbH2)]2+ (1) (Ered = -1.34 V, dcbH2 = 2,2?-bipyridyl-4,4?dicarboxylic acid). This therefore demonstrates that the LUMO of the complex is correctly positioned for favourable electron transfer into the TiO2 conduction band upon photoexcitation. The higher energy LUMOs for AS16 to AS18 and a larger HOMO-LUMO gap result in blue-shifted absorption spectra and hence reduced light harvesting efficiency relative to their dcbH2 analogues. Preliminary tests on TiO2 n-type and NiO p-type DSSCs have been carried out. In the cases of the Ir(III) and Re(I) based dyes AS17 and AS18 these show inferior performance to their dcbH2 analogues. However, the Ru(II) dye AS16 (eta = 0.61 exhibits significantly greater efficiency than 1 (eta = 0.1 . In a p-type cell AS16 shows the highest photovoltaic efficiency (eta = 0.028 , almost three times that of cells incorporating the benchmark dye coumarin C343.

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