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

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

    Catalog Number
    ACM81301-3
    CAS Number
    81-30-1
    Product Name
    Naphthalene-1,4,5,8-tetracarboxylic Dianhydride
    Structure
    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
    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 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.
    Complexity
    446
    Covalently-Bonded Unit Count
    1
    EC Number
    201-342-5
    Exact Mass
    268.000788g/mol
    Formal Charge
    0
    Heavy Atom Count
    20
    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
    Rotatable Bond Count
    0
    UNII
    L56XQD1V6Y
    XLogP3
    1.9
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