Product Name
Naphthalene-1,4,5,8-tetracarboxylic Dianhydride
Category
Organic Field Effect Transistor (OFET) Materials; Monomers; Polymers
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
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 serves as a versatile component in the creation of various electronic and energy devices, including fuel cells, thin film transistors, lithium-ion batteries, and organic photovoltaics. The compound features a naphthalene core with four strategically placed carboxylic acids that form anhydrides, lending the molecule its aromatic, stable, and highly symmetric chemical nature along with favorable electrical characteristics. Notably, the electron-deficient carboxyl groups make it a potent electron acceptor with an electron affinity of up to 4.0 eV. Naphthalene-1,4,5,8-tetracarboxylic dianhydride enhances the electrical conductivity of thin films co-deposited with various metals, such as indium, magnesium, and aluminum. This high electron conductivity, particularly in films co-deposited with indium, signifies its potential as an outstanding electron transport layer in organic light-emitting diodes and photovoltaic devices.
Covalently-Bonded Unit Count
1
Exact Mass
268.000788g/mol
MeSH Entry Terms
1,4,5,8-naphthalenetetracarboxylic 1,8:4,5 dianhydride;naphthalenetetracarboxylic dianhydride;NTA dianhydride
Monoisotopic Mass
268.000788g/mol