376779

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

97%

• 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
• Empirical Formula (Hill Notation): C₁₂F₄N₄
• CAS Number: 29261-33-4
• Molecular Weight: 276.15
• Beilstein/REAXYS Number: 2157887
• MDL number: MFCD00042382
• UNSPSC Code: 12352103
• PubChem Substance ID: 24863463
• NACRES: NA.23

Properties

• Quality Level: 100
• assay: 97%
• form: solid
• mp: 285-290 °C (lit.)
• SMILES string: FC1=C(F)C(\C(F)=C(F)/C1=C(\C#N)C#N)=C(\C#N)C#N
• InChI: 1S/C12F4N4/c13-9-7(5(1-17)2-18)10(14)12(16)8(11(9)15)6(3-19)4-20
• InChI key: IXHWGNYCZPISET-UHFFFAOYSA-N

Description

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 (F₄-TCNQ) are p-type molecules, used as a strong acceptor dopant , it generates free holes.

Application

F4-TCNQ can be doped with poly[bis(4-phenyl)(2,4,6-trimethylphenyl)amine] (PTAA) to form a hole transport material (HTL), which can be used to achieve an energy efficiency of 16% for a semi-transparent perovskite solar cell. It can be used as a p-type dopant to form a blended composite film with poly(3-hexylthiophene) (P3HT) having enhanced charge mobility, which can be potentially useful in organic photovoltaics.

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.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301 + H311 + H331
• pcodes: P280 - P301 + P310 + P330 - P302 + P352 + P312 - P304 + P340 + P311
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges