Near infrared absorbing colorants with application in light to energy conversion.
T. Geiger a, A. C. Véron a, F. Nüesch a, R. Hany a, J. Heier a, C. Peng a, H. Zhang a, A. Linden b
a EMPA - Swiss Federal Laboratories for Materials Science and Technology, Überland Strasse, 129, Dübendorf, Switzerland
b University of Zurich (UZH), Organic Chemistry Institute, 8057 Zürich, Switzerland
International Conference on Hybrid and Organic Photovoltaics
Proceedings of 6th International Conference on Hybrid and Organic Photovoltaics (HOPV14)
Ecublens, Switzerland, 2014 May 11th - 14th
Organizers: Michael Graetzel and Mohammad Nazeeruddin
Poster, T. Geiger, 270
Publication date: 1st March 2014

The field of organic photovoltaics (OPV) is of growing interest for efficient light to energy conversion. Cyanine dyes are strongly absorbing organic dyes with high extinction coefficients and long exciton diffusion lengths. Previous work in the group showed that a trimethine cyanine dye gives high performances in bilayer organic solar cells with C60 as the electron-accepting component [1]. Furthermore, cyanine dyes exhibit a tunable absorption maximum from 500 nm (trimethine dyes) up to the NIR region over 800 nm (heptamethine dyes).

Bulk heterojunction (BHJ) organic solar cells consist of a blend of the donor (dye) and acceptor (PCBM) component. The domain size has a large impact on the performance of the solar cell and should ideally be in the range of the exciton diffusion length (10-25 nm). We investigate the influence of the counter ion of the cyanine dye on the bulk heterojunction morphology.

Herein, we report the synthesis of trimethine dye 1 and heptamethine dye 2 (Figure 1) with the counter ions PF6- and TRISPHAT-. The dyes are fully characterized by 1H- and 13C-NMR, EA, HR-MS, DSC, TGA, UV-vis spectroscopy, and cyclic voltammetry. Furthermore, bulk heterojunctions of the trimethine and heptamethine dyes with the different counter ions and PCBM are prepared, their morphology is characterized and their electro-optical properties are presented [2].


Figure 1. Structure of cationic cyanine dyes.
[1] Fan, B.; de Castro, F. A.; Heier, J.; Hany, R.; Nüesch, F. High performing doped cyanine bilayer solar cell. Organic Electronics 2010, 11, 583-588. [2] Véron, A.C.; Zhang H.; Linden A.; Nüesch F.; Heier J.; Hany R.; Geiger T. NIR-Absorbing Heptamethine Dyes with Tailor-Made Counterions for Application in Light to Energy Conversion Organic Letter 2014, 16(4), 1044–1047.
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