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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/REAXYS Number:
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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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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