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

Name: Naphthalene-1,4,5,8-tetracarboxylic Dianhydride, (purified by sublimation)
SKU: ACM81301-1
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Catalog NumberACM81301-1

CAS Number81-30-1

CategorySemiconducting Materials; Polymers

Naphthalene-1,4,5,8-tetracarboxylic Dianhydride, (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

268.18g/mol

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

Application

Naphthalene-1,4,5,8-tetracarboxylic Dianhydride, purified by sublimation, serves a crucial role in the manufacturing of advanced technological devices, such as fuel cells, organic thin film transistors, lithium-ion batteries, and organic photovoltaics. This compound, characterized by its aromatic, stable, planar, and highly symmetric structure, includes a naphthalene core with four anhydride-forming carboxylic acids. Naphthalene-1,4,5,8-tetracarboxylic Dianhydride is particularly valued for its electron-deficient carboxyl groups, making it a strong electron acceptor with an electron affinity of up to 4.0 eV. Its integration into thin films alongside various metals such as indium, magnesium, and aluminum enhances electrical conductivity, suggesting its efficacy as an excellent electron transport layer in devices like organic light-emitting diodes and photovoltaic systems.

Complexity

446

Covalently-Bonded Unit Count

EC Number

201-342-5

Exact Mass

268.000788g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

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

Monoisotopic Mass