Classification Applications
ChemicalBook > CAS DataBase List > 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane

2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane

Classification Applications
Product Name
2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane
CAS No.
29261-33-4
Chemical Name
2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane
Synonyms
f4-tcnq;TCNQF4;2,3,5,6-Tetraflu;2,3,5,6-Tetrafluoro-;2,3,5,6-Tetrafluoro-7,7,8,8-Te;TETRAFLUOROTETRACYANOQUINODIMETHANE;Tetrafluoro-7,7,8,8-tetracyanoquino;tcnqf4 (organic electronic material);2,3,5,6-TETRAFLUOROTETRACYANOQUINODIMETHANE;Tetrafluorotetracyanoquinodimethane sublimed
CBNumber
CB5464946
Molecular Formula
C12F4N4
Formula Weight
276.15
MOL File
29261-33-4.mol
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2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane Property

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
InChI
InChI=1S/C12F4N4/c13-9-7(5(1-17)2-18)10(14)12(16)8(11(9)15)6(3-19)4-20
InChIKey
IXHWGNYCZPISET-UHFFFAOYSA-N
SMILES
C1(=C(C#N)C#N)C(F)=C(F)C(=C(C#N)C#N)C(F)=C1F |c:10,t:0|
CAS DataBase Reference
29261-33-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,T
Risk Statements 
36/37/38-20/21/22-23/24/25
Safety Statements 
22-24/25-36/37/39-26-36/37
RIDADR 
2811
WGK Germany 
3
Hazard Note 
Toxic
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29269090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
376779
Product name
2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane
Purity
97%
Packaging
25mg
Price
$225
Updated
2024/03/01
Sigma-Aldrich
Product number
376779
Product name
2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane
Purity
97%
Packaging
100mg
Price
$646
Updated
2024/03/01
TCI Chemical
Product number
T1131
Product name
Tetrafluorotetracyanoquinodimethane (purified by sublimation) [Organic Electronic Material]
Purity
>98.0%(N)
Packaging
100mg
Price
$244
Updated
2024/03/01
TCI Chemical
Product number
T1131
Product name
Tetrafluorotetracyanoquinodimethane (purified by sublimation) [Organic Electronic Material]
Purity
>98.0%(N)
Packaging
1g
Price
$1098
Updated
2024/03/01
AK Scientific
Product number
P317
Product name
2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane
Packaging
1g
Price
$816
Updated
2021/12/16
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2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane Chemical Properties,Usage,Production

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.

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

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.

2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane Preparation Products And Raw materials

Raw materials

Preparation Products

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2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane Suppliers

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View Lastest Price from 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane 29261-33-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-10-14
Henan Aochuang Chemical Co.,Ltd.
Product
2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane 29261-33-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-10-14
Beijing Yanhua Jilian Opto-Electronic Technology Co., Ltd.
Product
2,2'-(perfluorocyclohexa-2,5-diene-1,4-diylidene)dimalononitrile 29261-33-4
Price
US $0.00/ASSAYS
Min. Order
10ASSAYS
Purity
99.9%
Supply Ability
20
Release date
2019-07-25

29261-33-4, 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethaneRelated Search:


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  • TETRAFLUOROTETRACYANOQUINODIMETHANE
  • 2,3,5,6-Tetrafluoro-7,7,8,8-Te
  • (2,3,5,6-tetrafluoro-2,5-cyclohexadiene-1,4-diylidene)dimalononitrile
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  • 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
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  • 7,7,8,8-TETRACYANO-2,3,5,6-TETRAFLUOROQUINODIMETHANE
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  • 2,3,5,6-TETRAFLUORO-7,7,8,8-TETRACYANODIQUINOMETHANE
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  • 2,3,5,6-Tetrafluorotetracyanoquinodimethane 98+%
  • Tetrafluoro-7,7,8,8-tetracyanoquino
  • 2,2'-(2,3,5,6-Tetrafluorocyclohexa-2,5-diene-1,4-diylidene)dipropane-1,3-dinitrile
  • 2-[4-(dicyanomethylidene)-2,3,5,6-tetrafluorocyclohexa-2,5-dien-1-ylidene]propanedinitrile
  • 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyano-p-quinodimethane
  • Propanedinitrile,2,2'-(2,3,5,6-tetrafluoro-2,5-cyclohexadiene-1,4-diylidene)bis-
  • 2,3,5,6-Tetraflu
  • 2-[4-(dicyanomethylidene)-2,3,5,6-tetrafluorocyclohexa-2,5-dien-1-ylidene]propanedinitrile 29261-33-4 C12F4N4
  • 7,7,8,8-Tetracyano-2,3,5,6-tetrafluoroquinodimethane(F4TCNQ)
  • 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane(F4-TCNQ)
  • 2,3,5,6-Tetrafluoro-7,7',8,8'-tetracyanoquinodimethane
  • 2,3,5,6-Tetrafluoro-7,7'',8,8''-tetracyanoquinodimethane
  • Tetrafluorotetracyanoquinodimethane (purified by sublimation)
  • 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane,NA
  • 29261-33-4
  • 9261-33-4
  • C12N4F4
  • C12F4N4
  • Acceptors (Charge Transfer Complexes)
  • Charge Transfer Complexes for Organic Metals
  • TCNQ Derivatives
  • Cyanides/Nitriles
  • Organic Building Blocks
  • Nitrogen Compounds
  • Building Blocks
  • C10 to C27
  • oled materials
  • Acceptors (Charge Transfer Complexes)
  • Charge Transfer Complexes for Organic Metals
  • Functional Materials
  • Highly Purified Reagents
  • Other Categories
  • Refined Products by Sublimation
  • TCNQ Derivatives