2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane
Synonym(s):(2,3,5,6-Tetrafluoro-2,5-cyclohexadiene-1,4-diylidene)dimalononitrile;7,7,8,8-Tetracyano-2,3,5,6-tetrafluoroquinodimethane;F4TCNQ
- CAS NO.:29261-33-4
- Empirical Formula: C12F4N4
- Molecular Weight: 276.15
- MDL number: MFCD00042382
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-06-04 16:00:12
What is 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane?
Description
F4TCNQ is?one of the most widely used and most effective p-type dopants due to its strong electron-accepting ability and the extended?π?system. It has a deep LUMO level (-5.2 eV) which is energetically in the vicinity of the?HOMO level of many organic semiconductors. Doping is facilitated by charge transfer from the HOMO level of the host to the LUMO of the dopant molecule.?Pin devices with F4TCNQ doped 4,4',4''-tris(3-methylphenylphenylamino)triphenylamine (m-MTDATA) serving as the p-doped HTL show high luminance and efficiency at extremely low operating voltages: For instance, a luminance of 1000 cd/m2 is?reached at a voltage of 2.9 V .
Chemical properties
Yellow-greenish or orange-brown powder
The Uses of 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane
F4-TCNQ is the p-type dopant for hole-only devices and field effect transistors with organic hole transport layers (HTL). It is used in the preparation of a bilayer structure of F4-TCNQ and pentacene to study improved thermoelectric performance of organic thin films.
General Description
2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane (F4-TCNQ) is a dopant used in the fabrication of organic semiconductors. It can tune the electronic properties as its lowest unoccupied molecular orbital is at a desirable energy level required to oxidize a wide range of semiconductors.
Properties of 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane
| Melting point: | 285-290 °C(lit.) |
| Boiling point: | -89.6±40.0 °C(Predicted) |
| Density | 1.7075 (estimate) |
| storage temp. | Sealed in dry,Room Temperature |
| form | powder to crystal |
| color | Light yellow to Amber to Dark green |
| Water Solubility | insoluble |
| BRN | 2157887 |
| CAS DataBase Reference | 29261-33-4(CAS DataBase Reference) |
Safety information for 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane
| Signal word | Danger |
| Pictogram(s) |
![]() Skull and Crossbones Acute Toxicity GHS06 |
| Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane
| InChIKey | IXHWGNYCZPISET-UHFFFAOYSA-N |
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