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N818

Sigma-Aldrich

1,4,5,8-Naphthalenetetracarboxylic dianhydride

Synonym(s):

NTCDA

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About This Item

Empirical Formula (Hill Notation):
C14H4O6
CAS Number:
81-30-1
Molecular Weight:
268.18
Beilstein:
272788
EC Number:
201-342-5
MDL number:
MFCD00006915
UNSPSC Code:
12162002
PubChem Substance ID:
24897857
NACRES:
NA.23

form

powder

mp

>300 °C (lit.)

semiconductor properties

N-type (mobility=0.003 cm2/V·s)

SMILES string

O=C1OC(=O)c2ccc3C(=O)OC(=O)c4ccc1c2c34

InChI

1S/C14H4O6/c15-11-5-1-2-6-10-8(14(18)20-12(6)16)4-3-7(9(5)10)13(17)19-11/h1-4H

InChI key

YTVNOVQHSGMMOV-UHFFFAOYSA-N

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General description

1,4,5,8-Naphthalenetetracarboxylic dianhydride (NTCDA) is a tetrafunctional monomer that can be used as an electron transporting material in organic electronics.

Application

An n-channel organic semiconductor.
NTCDA can be used in the fabrication of a variety of devices such as fuel cells, thin film transistors (OTFTs), lithium ion batteries, and organic photovoltaics (OPV).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sulfonated naphthalene dianhydride based polyimide copolymers for proton-exchange-membrane fuel cells: II. Membrane properties and fuel cell performance
Einsla BR, et al.
Journal of Membrane Science, 255(1-2), 141-148 (2005)
Sulfonated polyimides with flexible aliphatic side chains for polymer electrolyte fuel cells
Yin Y, et al.
Journal of Membrane Science, 367(1-2), 211-219 (2011)
Guangbao Wu et al.
ACS nano, 11(6), 5746-5752 (2017-05-17)
Taking advantage of the high electrical conductivity of a single-walled carbon nanotube (SWCNT) and the large Seebeck coefficient of rylene diimide, a convenient strategy is proposed to achieve high-performance n-type thermoelectric (TE) composites containing a SWCNT and amino-substituted perylene diimide
Tankut Türel et al.
ChemPlusChem, 85(7), 1430-1437 (2020-07-08)
Naphthalene diimide (NDI) compounds are widely used as electron acceptors in various applications. Herein, we combine NDI with quaternary ammonium groups for the synthesis of a highly electron-deficient linear compound 2 and macrocycle 3. The complexation studies of the water-soluble
Lingchang Jiang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(38), 9045-9051 (2019-04-25)
Utilization of porous materials for gas capture and separation is a hot research topic. Removal of acetylene (C2 H2 ) from ethylene (C2 H4 ) is important in the oil refining and petrochemical industries, since C2 H2 impurities deactivate the
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