NDLI: Synthesis, characterization and photovoltaic properties of azadipyrromethene-based acceptors: effect of pyrrolic substituents

Content Provider	Royal Society of Chemistry (RSC)
Author	Wang, Chunlai Liao, Jia-yu Sauvé, Geneviève Fernando, Roshan Senevirathna, Wasana Mao, Zhenghao Gu, Jun Porter, Matthew
Copyright Year	2015
Abstract	Azadipyrromethene derivatives are conjugated molecules with high absorptivity in the visible to near-IR region and high electron affinity that have great potential as electron acceptors for solar harvesting applications. To fully take advantage of these molecules, it is necessary to understand their structure–property relationships. We recently showed that phenylethynyl pyrrolic substituents red-shifted the visible absorption band, increased the electron affinity, and significantly improved the device performance in organic photovoltaic devices. Here, we synthesized and characterized a series of azadipyrromethene derivatives and their chelates, where the pyrrolic substituents were chosen to examine the effect of ethynyl group, aryl group and alkyl solubilizing group. Using thienylethynyl or alkoxyphenylethynyl substituents caused a small red-shift of the absorption compared to phenylethynyl substituents. The zinc(II) complexes were blended with regioregular poly(3-hexylthiophene) as the electron donor and tested in organic solar cells. All fullerene-free solar cells studied showed good photovoltaic properties, with power conversion efficiencies ranging from 2% to 4%. The blend films all had similar AFM images with no evidence of large-scale segregation. When comparing solubilizing groups on the pyrrolic substituents, we find that the performance varied as follows: H > t-butyl > 2-ethylhexyl. These results pave the way for developing higher performance non-fullerene acceptors for organic photovoltaic devices.
Starting Page	4203
Ending Page	4214
Page Count	12
File Format	HTM / HTML PDF
ISSN	20507488
Volume Number	3
Issue Number	8
Journal	Journal of Materials Chemistry A
DOI	10.1039/c4ta05765a
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Azadipyrromethene Electron affinity Absorption band Photovoltaic effect Ethynyl Aromaticity Alkyl Redshift Zinc Polythiophene Electron donor
Content Type	Text
Resource Type	Article
Subject	Chemistry Renewable Energy, Sustainability and the Environment Materials Science

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