2ClIC


Order Code: B581
Not in stock

General Information

CAS number 2197167-50-1
Chemical formula C12H4Cl2N2O
Molecular weight 263.08 g/mol
Full name 2-(5,6-Dichloro-3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile
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 

Product Details

Purity >98% (by NMR)
Melting point n.a.
Appearance Pale yellow solid

2ClIC, 2197167-50-1
Chemical structure of 2-(5,6-dichloro-3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile (2FIC), CAS# 2197167-50-1.

Applications

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 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.

Literature and Reviews

  1. 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.
  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.
  3. 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.
  4. 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.

To the best of our knowledge the technical information provided here is accurate. However, Ossila assume no liability for the accuracy of this information. The values provided here are typical at the time of manufacture and may vary over time and from batch to batch.