376779

2,3,5,6-Tetrafluor-7,7,8,8-tetracyanochindimethan

97%

• Synonym(e): (2,3,5,6-Tetrafluor-2,5-cyclohexadien-1,4-diyliden)-dimalononitril, 7,7,8,8-Tetracyan-2,3,5,6-tetrafluor-chinodimethan, F4TCNQ
• Empirische Formel (Hill-System): C₁₂F₄N₄
• CAS-Nummer: 29261-33-4
• Molekulargewicht: 276.15
• Beilstein: 2157887
• MDL-Nummer: MFCD00042382
• UNSPSC-Code: 12352103
• PubChem Substanz-ID: 24863463
• NACRES: NA.23

Eigenschaften

• Assay: 97%
• Form: solid
• mp (Schmelzpunkt): 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
• InChIKey: IXHWGNYCZPISET-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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.

Anwendung

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.

Sicherheitshinweise

• Piktogramme: GHS06
• Signalwort: Danger
• H-Sätze: H301 + H311 + H331
• P-Sätze: P280 - P301 + P310 + P330 - P302 + P352 + P312 - P304 + P340 + P311
• Gefahreneinstufungen: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges