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157635

Sigma-Aldrich

7,7,8,8-Tetracyanoquinodimethane

98%

Sinonimo/i:

(2,5-Cyclohexadiene-1,4-diylidene)-dimalononitrile, TCNQ

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About This Item

Formula empirica (notazione di Hill):
C12H4N4
Numero CAS:
1518-16-7
Peso molecolare:
204.19
Beilstein:
1427366
Numero CE:
216-174-8
Numero MDL:
MFCD00011664
Codice UNSPSC:
12352103
ID PubChem:
24849689
NACRES:
NA.23

Saggio

98%

Forma fisica

solid

Punto di fusione

287-289 °C (dec.) (lit.)

Energia dell’orbitale

LUMO 4.6 eV 

Caratteristiche del semiconduttore

N-type (mobility=10−5 cm2/V·s)

Stringa SMILE

N#C\C(C#N)=C1/C=C\C(C=C1)=C(/C#N)C#N

InChI

1S/C12H4N4/c13-5-11(6-14)9-1-2-10(4-3-9)12(7-15)8-16/h1-4H
PCCVSPMFGIFTHU-UHFFFAOYSA-N

Informazioni sul gene

human ... CAPN1(823)
rat ... Capn1(29153) , Nos1(24598)

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Descrizione generale

7,7,8,8-Tetracyanoquinodimethane (TNCQ) is a strong electron acceptor as it has four cyano groups and π-conjugation bonds that form charge transferring chains and ion radical salts which are mainly used as p-dopants for the fabrication of a variety of semiconductor applications.

Applicazioni

Electron-acceptor molecule used to form charge-transfer superconductors.
Tetrathiotetracene (TTT) and TNCQ can be thermally co-deposited to form n-type thin films with a power factor of 0.33 μWm-1K-2 and an electrical conductivity of 57 Sm-1 to fabricate thin film organic thermoelectric generators. It can be used to functionalize chemical vapor deposited (CVD) graphene and form a p-doped nanocomposite that finds potential application as a conductive anode for organic solar cells (OSCs). Electrochemical sensors can be developed by using TNCQ and graphene oxide to form a glassy electrode for the detection of reduced glutathione (GSH).

Pittogrammi

Skull and crossbones
GHS06

Avvertenze

Danger

Indicazioni di pericolo

H301 + H311 + H331

Classi di pericolo

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

Codice della classe di stoccaggio

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

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Growth and characterization of 7, 7, 8, 8-tetracyano-quinodimethane crystals on chemical vapor deposition graphene.
Black A, et al.
Journal of Crystal Growth, 453(2), 1-6 (2016)
Thermoelectric Properties of Poly (3-hexylthiophene)(P3HT) Doped with 2, 3, 5, 6-Tetrafluoro-7, 7, 8, 8-tetracyanoquinodimethane (F4TCNQ) by Vapor-Phase Infiltration.
Lim E, et al.
Chemistry of Materials, 30(3), 998-1010 (2018)
Charge-transfer Complex Formed with Bowl-shaped Corannulene as Electron Donor and Planar 7, 7, 8, 8-Tetracyanoquinodimethane as Electron Acceptor.
Yoshida Y, et al.
Chemistry Letters (Jpn), 44(5), 709-711 (2015)
Alexander Mityashin et al.
Advanced materials (Deerfield Beach, Fla.), 24(12), 1535-1539 (2012-03-01)
The mechanism by which molecular dopants donate free charge carriers to the host organic semiconductor is investigated and is found to be quite different from the one in inorganic semiconductors. In organics, a strong correlation between the doping concentration and
Williams, J.M. et al.
Organic Superconductors (Including Fullerenes): Synthesis, Structure, Properties, and Theory (1992)
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