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157635

Sigma-Aldrich

7,7,8,8-Tetracyanoquinodimethane

98%

Sinónimos:

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

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5 G
MXP 2,746.00
10 G
MXP 3,244.00

MXP 2,746.00

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5 G
MXP 2,746.00
10 G
MXP 3,244.00

About This Item

Fórmula empírica (notación de Hill):
C12H4N4
Número de CAS:
1518-16-7
Peso molecular:
204.19
Beilstein:
1427366
Número CE:
216-174-8
Número MDL:
MFCD00011664
Código UNSPSC:
12352103
ID de la sustancia en PubChem:
24849689
NACRES:
NA.23

MXP 2,746.00

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Ensayo

98%

Formulario

solid

mp

287-289 °C (dec.) (lit.)

Energía orbital

LUMO 4.6 eV 

propiedades de los semiconductores

N-type (mobility=10−5 cm2/V·s)

cadena SMILES

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

Clave InChI

PCCVSPMFGIFTHU-UHFFFAOYSA-N

Información sobre el gen

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

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Descripción general

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. [1][2][3]

Aplicación

Electron-acceptor molecule used to form charge-transfer superconductors.[4]
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.[5] 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).[6] Electrochemical sensors can be developed by using TNCQ and graphene oxide to form a glassy electrode for the detection of reduced glutathione (GSH).[2]

Pictogramas

Skull and crossbones
GHS06

Palabra de señalización

Danger

Frases de peligro

H301 + H311 + H331

Clasificaciones de peligro

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

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000427494
0000427492
0000427492
0000427494
0000416815

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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
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
(Pro2 H+)2 (TCNQ.-)2⋅TCNQ: an amino acid derived semiconductor.
Xiaohu Qu et al.
Angewandte Chemie (International ed. in English), 50(7), 1589-1592 (2011-02-11)
Yuuta Yano et al.
Nature, 571(7765), 387-392 (2019-06-28)
The properties of graphene nanoribbons (GNRs)1-5-such as conductivity or semiconductivity, charge mobility and on/off ratio-depend greatly on their width, length and edge structure. Existing bottom-up methods used to synthesize GNRs cannot achieve control over all three of these parameters simultaneously
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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
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      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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