2ClIC, high purity building block for non-fullerene acceptors
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2ClIC, namely 2-(5,6-dichloro-3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, is used as a building block to prepare non-fullerene acceptors (NFAs) such as ITIC-DCl, IEICO-4Cl, IXIC-4Cl and BTP-4Cl for highly efficient non-fullerene organic solar cells (NFOSCs).
Comparing with 2FIC, chlorination is believed to have a more pronounced role in enhancing intermolecular charge transfer (ICT) effect than fluorination does. However, chlorinated NFAs in general have reduced lowest unoccupied molecular orbit (LUMO) levels, leading to reduced open-circuit voltages (VOC) that could cost in general the overall PCE of the resulting OPV cells.
|Molecular weight||263.08 g/mol|
|Synonyms||IC-2Cl, IC-2CN-2Cl, 2-(5,6-Dichloro-3-oxoinden-1-ylidene)propanedinitrile|
|Classification / Family||Malononitrile, Indanone, Monomer and inermediates, ITIC, None-fullerene acceptors (NFAs), NFA-OSCs, printing electronics|
|Purity||>98% (by NMR)|
|Appearance||Pale yellow solid|
Literature and Reviews
- Fluorination vs. chlorination: a case study on high performance organic photovoltaic materials, Y. Zhang et al., Sci. China Chem., 61 (10), 1328-1337 (2018); doi: 10.1007/s11426-018-9260-2.
- Over 14% Efficiency in Organic Solar Cells Enabled by Chlorinated Nonfullerene Small-Molecule Acceptors, H. Zhang et al., Adv. Mater., 30, 1800613 (2018); DOI: 10.1002/adma.201800613.
- Achieving over 16% efficiency for single-junction organic solar cells, B. Fan et al., Sci. China Chem., 62, 6 746-752 (2019); doi: 10.1007/s11426-019-9457-5.
- Modulation of End Groups for Low-Bandgap Nonfullerene Acceptors Enabling High-Performance Organic Solar Cells, Y Chen et al., Adv. Energy Mater., 1801203 (2018); DOI: 10.1002/aenm.201801203.
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