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157635

Sigma-Aldrich

7,7,8,8-Tetracyanochinodimethan

98%

Synonym(e):

(2,5-Cyclohexadien-1,4-diyliden)-dimalononitril, TCNQ

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€ 113,00
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5 G
€ 113,00
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€ 177,00

About This Item

Empirische Formel (Hill-System):
C12H4N4
CAS-Nummer:
1518-16-7
Molekulargewicht:
204.19
Beilstein:
1427366
EG-Nummer:
216-174-8
MDL-Nummer:
MFCD00011664
UNSPSC-Code:
12352103
PubChem Substanz-ID:
24849689
NACRES:
NA.23

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Assay

98%

Form

solid

mp (Schmelzpunkt)

287-289 °C (dec.) (lit.)

Energie der Orbitale

LUMO 4.6 eV 

Halbleitereigenschaften

N-type (mobility=10−5 cm2/V·s)

SMILES String

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

InChIKey

PCCVSPMFGIFTHU-UHFFFAOYSA-N

Angaben zum Gen

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

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Allgemeine Beschreibung

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]

Anwendung

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]

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

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

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

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Analysenzertifikate (COA)

Lot/Batch Number
0000427494
0000427492
0000427492
0000427494
0000416815

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Die Dokumentenbibliothek aufrufen

Williams, J.M. et al.
Organic Superconductors (Including Fullerenes): Synthesis, Structure, Properties, and Theory (1992)
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
Jinchong Xiao et al.
Small (Weinheim an der Bergstrasse, Germany), 7(9), 1242-1246 (2011-04-16)
The chemical reaction between Ag nanoparticles (Ag NPs) and 7,7',8,8'- tetracycanoquinodimethane (TCNQ) microparticles (MPs) in aqueous solution for the formation of Ag-NP-decorated Ag-TCNQ nanowires is reported. Based on the results obtained by UV-vis spectroscopy and scanning electron microscopy (SEM), it
The crystal and molecular structure of 7, 7, 8, 8-tetracyanoquinodimethane
Long, R. E., Sparks, R. A., & Trueblood, K. N.
Acta Crystallographica, 18(5), 932-939 (1965)
Thin film organic thermoelectric generator based on Tetrathiotetracene.
Pudzs K, et al.
Advanced Electronic Materials, 3(2), 1600429-1600429 (2017)
Alle zugehörigen Dokumente anzeigen

Artikel

Soluble Pentacene Precursors

Fabrication procedure of organic field effect transistor device using a soluble pentacene precursor.

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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.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      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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