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Product Code B551-500mg
Price $450 ex. VAT

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2FIC, high purity building block for non-fullerene acceptors

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2FIC, namely 2-(5,6-Difluoro-3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile (CAS number 2083617-82-5), 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.

2FIC Electron withdrawing building block

Electron withdrawing building block

For the preparation of non-fullerene acceptors (NFAs)

Fluoride substituent 2FIC

Fluoride substituent

Expand the absorption of NFAs into near infrared (NIR)

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Improved electron mobility

Improved electron mobility

Strong intermolecular interactions from halogen-bonding

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 intermediates, ITIC, None-fullerene acceptors (NFAs), NFA-OSCs, printing electronics

Chemical Structure

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

Product Details

Purity >98% (by NMR)
Melting Point N/A
Appearance Pale yellow solid

MSDS Documentation

2FIC MSDS2FIC MSDS Sheet

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 information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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