ChemicalBook--->CAS DataBase List--->29261-33-4

29261-33-4

29261-33-4 Structure

29261-33-4 Structure
IdentificationMore
[Name]

2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane
[CAS]

29261-33-4
[Synonyms]

2,3,5,6-TETRAFLUORO-7,7,8,8-TETRACYANODIQUINOMETHANE
2,3,5,6-TETRAFLUORO-7,7,8,8-TETRACYANOQUINODIMETHANE
2,3,5,6-TETRAFLUOROTETRACYANOQUINODIMETHANE
7,7,8,8-TETRACYANO-2,3,5,6-TETRAFLUOROQUINODIMETHANE
f4-tcnq
TCNQF4
TETRAFLUOROTETRACYANOQUINODIMETHANE
2,3,5,6-Tetrafluoro-7,7,8,8-Te
(2,3,5,6-tetrafluoro-2,5-cyclohexadiene-1,4-diylidene)dimalononitrile
tcnqf4 (organic electronic material)
2,3,5,6-Tetrafluorotetracyanoquinodimethane 95%
2,3,5,6-Tetrafluorotetracyanoquinodimethane95%
2,3,5,6-TETRAFLUORO-7,7,8,8-TETRACYANOQUINODIMETHANE SUBLIMED [ORGANIC ELECTRONIC MATERIAL] 99%
2,3,5,6-TETRAFLUORO-7,7,8,8-TETRACYANOQUINODIMETHANE 95%
2,2'-(perfluorocyclohexa-2,5-diene-1,4-diylidene)dimalononitrile
Tetrafluorotetracyanoquinodimethane sublimed [Organic Electronic Material]
7,7,8,8-Tetracyano-2,3,5,6-tetrafluoroquinodimethane, F4TCNQ, (2,3,5,6-Tetrafluoro-2,5-cyclohexadiene-1,4-diylidene)dimalononitrile
2,2'-(2,3,5,6-Tetrafluoro-2,5-cyclohexanediene-1,4-diylidene)bis(propanedinitrile)
[Molecular Formula]

C12F4N4
[MDL Number]

MFCD00042382
[Molecular Weight]

276.15
[MOL File]

29261-33-4.mol
Chemical PropertiesBack Directory
[Appearance]

Yellow-greenish or orange-brown powder
[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
[InChIKey]

IXHWGNYCZPISET-UHFFFAOYSA-N
[CAS DataBase Reference]

29261-33-4(CAS DataBase Reference)
[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 .
[Odor]

Brown-yellow powder
Safety DataBack Directory
[Hazard Codes ]

Xn,T
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[RIDADR ]

2811
[WGK Germany ]

3
[Hazard Note ]

Toxic
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[HS Code ]

29269090
Questions And AnswerBack Directory
[Classification]

Fluorinated compounds, p-type dopant, Strong electron acceptor, Hole-injection materials, Hole-transport layer material, OLEDs, Polymer Solar Cells, Perovskite Solar Cells, OFETs.
[Applications]

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.
It has been reported that by controlling the doping concentration, the PCE of the PCDTBT:F4TCNQ solar cells increased from 6.41% to 7.94%, mainly due to improving the photocurrent with a F4TCNQ weight ratio of the blend lower than 0.5% [2]. F4TCNQ is also used as the p-type dopant for graphenes.
Hazard InformationBack Directory
[Chemical Properties]

Yellow-greenish or orange-brown powder
[Uses]

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.
Spectrum DetailBack Directory
[Spectrum Detail]

2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane(29261-33-4)MS
2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane(29261-33-4)IR1
2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane(29261-33-4)IR2
2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane(29261-33-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane, 95%(29261-33-4)
[Sigma Aldrich]

29261-33-4(sigmaaldrich)
[TCI AMERICA]

Tetrafluorotetracyanoquinodimethane  (purified by sublimation) [Organic Electronic Material],>98.0%(N)(29261-33-4)
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