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

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
Molecular Weight:
276.15
MDL Number:
MFCD00042382
MOL File:
29261-33-4.mol
MSDS File:
SDS
Last updated:2024-11-22 13:21:02

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

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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301+H311+H331
Precautionary statements  P280-P301+P310+P330-P302+P352+P312-P304+P340+P311
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
NFPA 704
0
1 0

2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 376779 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane 97% 29261-33-4 25mg $225 2024-03-01 Buy
Sigma-Aldrich 376779 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane 97% 29261-33-4 100mg $646 2024-03-01 Buy
TCI Chemical T1131 Tetrafluorotetracyanoquinodimethane (purified by sublimation) [Organic Electronic Material] >98.0%(N) 29261-33-4 100mg $244 2024-03-01 Buy
TCI Chemical T1131 Tetrafluorotetracyanoquinodimethane (purified by sublimation) [Organic Electronic Material] >98.0%(N) 29261-33-4 1g $1098 2024-03-01 Buy
AK Scientific P317 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane 29261-33-4 1g $816 2021-12-16 Buy
Product number Packaging Price Buy
376779 25mg $225 Buy
376779 100mg $646 Buy
T1131 100mg $244 Buy
T1131 1g $1098 Buy
P317 1g $816 Buy

2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane Chemical Properties,Uses,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.

527-21-9
109-77-3
29261-33-4
Synthesis of 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane from TETRAFLUORO-1,4-BENZOQUINONE and Malononitrile

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

Raw materials

Preparation Products

Global( 235)Suppliers
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Jilin Uland Tech Co.,Ltd.
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Beijing Yanhua Jilian Opto-Electronic Technology Co., Ltd.
(+86)13146479469 CHINA 315 58
BOC Sciences
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View Lastest Price from 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane pictures 2022-10-15 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane
29261-33-4
US $0.00-0.00 / KG 1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.
2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane pictures 2022-10-15 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane
29261-33-4
US $0.00-0.00 / KG 1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.
2,2'-(perfluorocyclohexa-2,5-diene-1,4-diylidene)dimalononitrile pictures 2019-07-26 2,2'-(perfluorocyclohexa-2,5-diene-1,4-diylidene)dimalononitrile
29261-33-4
US $0.00 / ASSAYS 10ASSAYS 99.9% 20 Beijing Yanhua Jilian Opto-Electronic Technology Co., Ltd.
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) 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane,95% Tetrafluorotetracyanoquinodimethane sublimed 2,3,5,6-Tetrafluoro-7,7’,8,8’-Tetracyanoquino-dimethane (TCNQF4) Tetrafluorotetracyanoquinodimethane (purified by sublimation) [Organic Electronic Material] 7,7,8,8-TETRACYANO-2,3,5,6-TETRAFLUOROQUINODIMETHANE 2,3,5,6-TETRAFLUOROTETRACYANOQUINODIMETHANE TCNQF4,2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodiMethane 2,3,5,6-TETRAFLUORO-7,7,8,8-TETRACYANODIQUINOMETHANE 2,3,5,6-TETRAFLUORO-7,7,8,8-TETRACYANOQUINODIMETHANE 2,3,5,6-Tetrafluoro- 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) f4-tcnq 2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane(F4-TCNQ) 2,3,5,6-Tetrafluoro-7,7',8,8'-tetracyanoquinodimethane 2,2'-(Perfluorocyclohexa-2,5-diene-1,4-diylidene)dimalononitrile 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