2FIC, namely 2-(5,6-Difluoro-3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, is electron deficient. It is used as a building block to prepare non-fullerene acceptors (NFAs) such as ITIC-2F, IHIC-2F, IEIC-2F, IXIC-2F for highly efficient organic photovoltaic devices.
Fluorination of the end groups can further extend the absorption of the targeted NFAs into near infrared (NIR) due to enhanced intramolecular charge transfer between the core of the NFAs and the end 2FIC groups.
2FIC is strong electron-withdrawing and the electron mobility of the NFAs can be promoted by such intermolecular interactions through forming noncovalent F···S and F···H bonds.
|Molecular weight||230.17 g/mol|
|Synonyms||IC-2F, EG-2F, ID-F, 2-(5,6-Difluoro-2,3-dihydro-3-oxo-1H-inden-1-ylidene)propanedinitrile|
|Classification / Family||Malononitrile, Indanone, Monomer and intermediates, ITIC, None-fullerene acceptors (NFAs), NFA-OSCs, printing electronics|
|Purity||>98% (by NMR)|
|Appearance||Pale yellow solid|
Literature and Reviews
- Design, Synthesis, and Photovoltaic Characterization of a Small Molecular Acceptor with an Ultra‐Narrow Band Gap, H. Yao et al., Angew. Chem. Int. Ed., 56, 3045 (2017); doi: 10.1002/anie.201610944.
- Molecular Optimization Enables over 13% Efficiency in Organic Solar Cells, W. Zhao et al., J. Am. Chem. Soc., 139(21), 7148-7151 (2017); doi: 10.1021/jacs.7b02677.
- A Twisted Thieno[3,4-b]thiophene-Based Electron Acceptor Featuring a 14-π-Electron Indenoindene Core for High-Performance Organic Photovoltaics, S. Xu et al., Adv. Mater., 1704510 (2017); DOI: 10.1002/adma.201704510.
- Naphthodithiophene-Based Nonfullerene Acceptor for High-Performance Organic Photovoltaics: Effect of Extended Conjugation, J. Zhu et al,, Adv. Mater., 30, 1704713 (2018); DOI: 10.1002/adma.201704713.
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