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Cyanoacrylic- and (1-cyanovinyl)phosphonic acid anchoring ligands for application in copper-based dye-sensitized solar cells

Baumgartner, Yann and Klein, Y. Maximilian and Constable, Edwin C. and Housecroft, Catherine E. and Willgert, Markus. (2016) Cyanoacrylic- and (1-cyanovinyl)phosphonic acid anchoring ligands for application in copper-based dye-sensitized solar cells. RSC Advances, 6 (89). pp. 86220-86231.

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Abstract

The syntheses and characterization of four new anchoring ligands (2–5) for copper(I) bis(diimine) dyes in dye-sensitized solar cells (DSCs) are reported. Ligands 2 and 3 contain a 6,6′-dimethyl-2,2′-bipyridine copper-binding unit, while 4 and 5 contain a 2,9-dimethyl-1,10-phenanthroline unit; 2 and 4 contain cyanoacrylic acid anchoring units, and 3 and 5 possess (1-cyanovinyl)phosphonic acid anchors. The performance of DSCs sensitized by [Cu(Lanchor)(Lancillary)]+ in which Lanchor is 2–5 and Lancillary is either 6,6′-dimethyl-2,2′-bipyridine (6) or 6-trifluoromethyl-2,2′-bipyridine (7) are compared with those of DSCs containing the dyes [Cu(1)(6)]+ or [Cu(1)(7)]+ where anchoring ligand 1 is the previously reported and well-performing ((6,6′-dimethyl-[2,2′-bipyridine]-4,4′-diyl)bis(4,1-phenylene))bis(phosphonic acid). Among dyes incorporating 2–5, the best performing dye contained anchor 3 (6,6′-Me2bpy/(1-cyanovinyl)phosphonic acid combination). The better performances of dyes containing the bpy-based 2 and 3 compared to the phen-based 4 and 5 are rationalized largely in terms of the greater flexibility of the bpy vs. phen unit, allowing dyes containing 2 and 3 to adopt a conformation that leads to better surface coverage on mesoporous TiO2. Replacing 1 by 3 leads to a small gain in the short-circuit current density (JSC), but dyes with anchor 1 (in place of 3) have enhanced open-circuit voltage (VOC). The results of electrochemical impedance spectroscopy (EIS) support the trends found from the J–V measurements. The EIS data for DSCs with dyes containing anchors 3 or 1 are compared; the latter has a higher recombination resistance and chemical capacitance although the former exhibits a lower transport resistance.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Anorganische Chemie (Constable)
05 Faculty of Science > Departement Chemie > Chemie > Anorganische Chemie (Housecroft)
UniBasel Contributors:Housecroft, Catherine Elizabeth and Constable, Edwin Charles and Willgert, Markus and Baumgartner, Yann and Klein, Maximilian
Item Type:Article, refereed
Publisher:Royal Society of Chemistry
e-ISSN:2046-2069
Note:Publication type according to Uni Basel Research Database: Journal article
Language:English
Identification Number:
Last Modified:16 Sep 2016 08:49
Deposited On:16 Sep 2016 08:49

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