Aza-BODIPY dyes with heterocyclic substituents and their derivatives bearing a cyanide co-ligand: NIR donor materials for vacuum-processed solar cells
| Autor: | Marco Höppner, Toni Meyer, Tian-Yi Li, Olaf Zeika, Karl Leo, Koen Vandewal, Rico Meerheim, Christian Körner |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
Indole test
Organic solar cell Renewable Energy Sustainability and the Environment Chemistry 02 engineering and technology General Chemistry 010402 general chemistry 021001 nanoscience & nanotechnology Photochemistry 01 natural sciences Acceptor 0104 chemical sciences chemistry.chemical_compound Thiophene Moiety General Materials Science Molecular orbital 0210 nano-technology Absorption (electromagnetic radiation) Pyrrole |
| Zdroj: | Journal of Materials Chemistry A. 5:10696-10703 |
| ISSN: | 2050-7496 2050-7488 |
| DOI: | 10.1039/c7ta02133j |
| Popis: | The need for NIR absorbing materials has become a focus of organic photovoltaics. We synthesize three benzannulated aza-BODIPY dyes with heterocyclic substituents, namely N-methyl pyrrole, N-methyl indole and 2-trimethylsilyl thiophene. With one fluorine atom in the BF2 moiety replaced by a cyano group, three corresponding derivatives are further synthesized. As NIR absorbers, these dyes present high molar extinction coefficients (65100–104500 L mol−1 cm−1) in solutions with absorption maxima in the range between 762 and 797 nm. In vacuum-deposited thin films, their absorption bands are further bathochromically shifted peaking from 830 to 849 nm and broadened. CV measurements and theoretical calculations demonstrate that the frontier molecular orbital levels of these compounds are suitable as donor materials in solar cells when combined with C60 as the acceptor. We obtain a PCE of 3.0% and a Voc of 0.61 V, which are rather high values for NIR absorbing vacuum processable small molecular donor compounds, with an absorption onset around 950 nm. |
| Databáze: | OpenAIRE |
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