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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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Rajsapan Jain et al.
Nature, 445(7125), 291-294 (2007-01-19)
For over two decades there have been intense efforts aimed at the development of alternatives to conventional magnets, particularly materials comprised in part or wholly of molecular components. Such alternatives offer the prospect of realizing magnets fabricated through controlled, low-temperature
Characterisation of two distinctly different processes associated with the electrocrystallization of microcrystals of phase I CuTCNQ (TCNQ= 7, 7, 8, 8-tetracyanoquinodimethane)
Harris, Alexander R., et al.
Journal of Materials Chemistry, 16(45), 4397-4406 (2006)
Liang Pan et al.
Nature communications, 11(1), 1332-1332 (2020-03-14)
Compared to transmission systems based on shafts and gears, tendon-driven systems offer a simpler and more dexterous way to transmit actuation force in robotic hands. However, current tendon fibers have low toughness and suffer from large friction, limiting the further
Solution-crystallized organic field-effect transistors with charge-acceptor layers: high-mobility and low-threshold-voltage operation in air.
Junshi Soeda et al.
Advanced materials (Deerfield Beach, Fla.), 23(29), 3309-3314 (2011-06-11)
Glassy carbon electrode modified with 7, 7, 8, 8-tetracyanoquinodimethane and graphene oxide triggered a synergistic effect: Low-potential amperometric detection of reduced glutathione.
Yuan B, et al.
Biosensors And Bioelectronics, 96(5), 1-7 (2017)
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