2FIC


Order Code: B551
Not in stock

General Information

CAS number 2083617-82-5
Chemical formula C12H4F2N2O
Molecular weight 230.17 g/mol
Full name 2-(5,6-Difluoro-3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile
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 inermediates, ITIC, None-fullerene acceptors (NFAs), NFA-OSCs, printing electronics 

Product Details

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

IC-2F,  2-(5,6-difluoro-3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile, 2083617-82-5
Chemical structure of 2-(5,6-Difluoro-3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile (2FIC), CAS# 2083617-82-56.

 

Applications

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.

Literature and Reviews

  1. 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.
  2. 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.
  3. 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.
  4. 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.

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.