BrIC, or 2-[5(6)-Bromo-3-oxo-2,3-dihydro-1H-inden-1-ylidene]malononitrile, is a mono-brominated 3-(dicyanomethylidene)indan-1-one that is electron deficient with both carbonyl and malononitrile function groups.
BrIC can be used as an intermediate for the synthesis of non-fullerene acceptors (NFAs) such as TPT10 for highly efficient organic solar cells. Compared to fluorination and chlorination, bromination can more effectively lower the energy levels of the resulting NFA and shift the absorption spectra further into the near-infrared.
|Molecular weight||273.08 g/mol|
|Classification / Family||Malononitrile, Indanone, Monomer and intermediates, None-fullerene acceptors (NFAs), NFA-OSCs, printing electronics|
|Purity||>98% (by NMR)|
Literature and Reviews
- Bromination and increasing the molecular conjugation length of the non-fullerene small-molecule acceptor based on benzotriazole for efficient organic photovoltaics, N. Zhang et al., RSC Adv., 11, 13571-13578 (2021); DOI: 10.1039/D1RA01348C.
- High Efficiency Polymer Solar Cells with Efficient Hole Transfer at Zero Highest Occupied Molecular Orbital Offset between Methylated Polymer Donor and Brominated Acceptor, C. Sun et al., J. Am. Chem. Soc., 142, 1465−1474 (2020); DOI: 10.1021/jacs.9b09939.
Bromination: An Alternative Strategy for Non‐Fullerene Small Molecule Acceptors, H. Wang et al., Adv. Sci (Weinh), 7(9), 1903784 (2020); DOI: 10.1002/advs.201903784..
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