CAS 81-30-1 Naphthalene-1,4,5,8-tetracarboxylic Dianhydride (purified by sublimation)

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Naphthalene-1,4,5,8-tetracarboxylic Dianhydride (purified by sublimation)

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Catalog Number

ACM81301-2

CAS Number

81-30-1

Product Name

Naphthalene-1,4,5,8-tetracarboxylic Dianhydride (purified by sublimation)

Structure

Category

Other Material Building Blocks; Organic Field Effect Transistor (OFET) Materials; Monomers; Polymers

Synonyms

NTCDA (purified by sublimation)

IUPAC Name

6,13-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaene-5,7,12,14-tetrone

Molecular Weight

268.18

Molecular Formula

C14H4O6

Canonical SMILES

C1=CC2=C3C(=CC=C4C3=C1C(=O)OC4=O)C(=O)OC2=O

InChI

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

Melting Point

289 °C

Purity

>99.0%(HPLC)

Appearance

Light yellow to Brown to Dark green powder to crystal

Application

Naphthalene-1,4,5,8-tetracarboxylic Dianhydride, purified by sublimation, serves a crucial role in the development of advanced electronic devices due to its unique structural and chemical properties. This light brown solid is composed of a naphthalene core with four carboxylic acids positioned at the 1, 4, 5, and 8 locations, where each pair of adjacent carboxylic acids forms an anhydride. Its aromatic, stable, and planar structure, along with its high symmetry, contributes to its favorable electrical characteristics. Recognized as a potent electron acceptor with an electron affinity reaching 4.0 eV, it enhances the electrical conductivity of thin films when combined with various metals like indium, magnesium, and aluminum. These co-deposited films, especially NTCDA/In, have demonstrated high electron conductivity, making them ideal as electron transport layers in organic light-emitting diodes and photovoltaic devices. Consequently, Naphthalene-1,4,5,8-tetracarboxylic Dianhydride is instrumental in fabricating fuel cells, thin-film transistors (OTFTs), lithium-ion batteries, and organic photovoltaics.

Storage

Store under inert gas

Complexity

446

Covalently-Bonded Unit Count

EC Number

201-342-5

Exact Mass

268.000788g/mol

Formal Charge

Hazard Statements

H315 : Causes skin irritation.H319 : Causes serious eye irritation.

Heavy Atom Count

MDL Number

MFCD00006915

MeSH Entry Terms

1,4,5,8-naphthalenetetracarboxylic 1,8:4,5 dianhydride;naphthalenetetracarboxylic dianhydride;NTA dianhydride

Monoisotopic Mass

268.000788g/mol

NSC Number

84241

Precautionary Statements

P264 : Wash skin thoroughly after handling.P280 : Wear protective gloves/ eye protection/ face protection.P337 + P313 : If eye irritation persists: Get medical advice/ attention.P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.P332 + P313 : If skin irritation occurs: Get medical advice/ attention.P362 : Take off contaminated clothing and wash before reuse.

Rotatable Bond Count

Signal Word

Warning

UNII

L56XQD1V6Y

XLogP3

1.9

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