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932221

1,4,5,8-Naphthalenetetracarboxylic dianhydride

≥98%

Synonym(s):

6,13-Dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaene-5,7,12,14-tetrone, Isochromeno[6,5,4-def]isochromene-1,3,6,8-tetraone, NTDA, Naphthalene-1,4,5,8-tetracarboxylic dianhydride, NTCDA

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About This Item

Empirical Formula (Hill Notation):
C14H4O6
CAS Number:
81-30-1
Molecular Weight:
268.18
NACRES:
NA.23
UNSPSC Code:
12352005
Beilstein/REAXYS Number:
272788
MDL number:
MFCD00006915
Assay:
≥98 (elemental analysis), ≥98%
Grade:
sublimed grade
Solubility:
dichloromethane: soluble
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grade

sublimed grade

Quality Level

100

assay

≥98 (elemental analysis), ≥98%

loss

0.5% TGA, > 270 °C (weight loss)

mp

>300 °C (lit.)

solubility

dichloromethane: soluble

fluorescence

λem 392 nm±10 nm in dichloromethane

λ

in dichloromethane

UV absorption

λ: 366 nm±5 nm Amax

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

Application

1,4,5,8-Naphthalenetetracarboxylic dianhydride, also known as NTCDA or NTCDA-DA, is commonly used as a building block or precursor for the synthesis of organic semiconducting materials. These materials can be employed in various organic electronic devices, including organic field-effect transistors (OFETs), organic photovoltaic (OPV) devices and organic photodetectors. NTCDA can be utilized as an electron-accepting material or an anchoring unit in studies on dye-sensitized solar cells (DSSCs) for enhancing the photovoltaic performance of the device.
1,4,5,8-Naphthalenetetracarboxylic dianhydride, also known as NTDA or NTCDA, is an organic compound related to naphthalene. NTDA is most commonly used as a precursor to naphthalenediimides (NDIs) (such as napthalenetetracarboxylic diimide), which has many uses, especially in energy harvesting and storage. NTCDA is used in electrode interface for organic photovoltaics, selective adsorption and to fabricate copolyimides to use in membranes for gas separation and for enhanced proton exchange membranes in fuel cells.

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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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ3912
MKCV6743
MKCW5950
MKCS9124

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Understanding the Electrochemical Properties of Naphthalene Diimide: Implication for Stable and High-Rate Lithium-Ion Battery Electrodes
Shi, Y. et al.
Chemistry of Materials, 30, 3508-3517 (2018)
Novel sulfonated polyimide-nafion nanocomposite membranes: Fabrication, morphology and physiochemical investigations for fuel cell applications
Ali, N. et al.
Journal of Molecular Structure, 1231, 129940-129940 (2021)
Direct Solar-to-Electrochemical Energy Storage in a Functionalized Covalent Organic Framework
Lv, J. et al.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 57, 12716-12720 (2018)
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Global Trade Item Number

SKUGTIN
932221-1G04065269186731