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Merck
CN

N818

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
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24897857
EC Number:
201-342-5
Beilstein/REAXYS Number:
272788
MDL number:
MFCD00006915

Key Documents

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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

SMILES string

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

form

powder

mp

>300 °C (lit.)

semiconductor properties

N-type (mobility=0.003 cm2/V·s)

Quality Level

100

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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

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000534761
0000534758
0000534761
0000534758
0000467142

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Efficient p-i-n type organic solar cells incorporating 1, 4, 5, 8-naphthalenetetracarboxylic dianhydride as transparent electron transport material
Falkenberg C, et al.
Journal of Applied Physics, 104(3), 034506-034506 (2008)
Electrochemical performance of sol-gel synthesized LiFePO4 in lithium batteries
Hu Y, et al.
Journal of the Electrochemical Society, 151(8), A1279-A1285 (2004)
Mohammad A Jafar Mazumder et al.
Scientific reports, 10(1), 7049-7049 (2020-04-29)
Sulfonated homo and co- polyimide (sPI) were synthesized with new compositional ratios, and used as additives (0.5 wt%, 0.75 wt%, and 1.0 wt%) to prepare blend membranes with polysulfone (PSf). Flat sheet membranes for ultrafiltration (UF) were casted using the phase inversion technique.
Multi-parameter gas sensors based on organic thin-film-transistors
Torsi L, et al.
Sensors and Actuators B, Chemical, 67(3), 312-316 (2000)
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
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