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  • 4-(Diphenylamino)phenylboronic acid

  • 4-(Diphenylamino)phenylboronic acid

    Catalog Number
    ACM201802677-6
    CAS Number
    201802-67-7
    Product Name
    4-(Diphenylamino)phenylboronic acid
    Category
    Salt; Other Electronic Materials
    Synonyms
    4-(N,N-Diphenylamino)-1-phenylboronicacid,4-(N,N-Diphenylamino)phenylboronicacid,4-(N-Diphenylamino)phenylboronicacid,4-(Diphenylamino)benzeneboronicacid,Triphenylamine-4-boronicacid
    IUPAC Name
    [4-(N-phenylanilino)phenyl]boronicacid
    Molecular Weight
    289.1
    Molecular Formula
    C18H16BNO2
    Canonical SMILES
    B(C1=CC=C(C=C1)N(C2=CC=CC=C2)C3=CC=CC=C3)(O)O
    InChI
    InChI=1S/C18H16BNO2/c21-19(22)15-11-13-18(14-12-15)20(16-7-3-1-4-8-16)17-9-5-2-6-10-17/h1-14,21-22H
    InChI Key
    TWWQCBRELPOMER-UHFFFAOYSA-N
    Boiling Point
    110 - 115 °C(lit.)
    Melting Point
    110-115 °C-lit.
    Purity
    95%+
    Application
    4-(Diphenylamino)phenylboronic acid serves as a versatile reagent in various advanced applications in organic electronics and photonics. It is predominantly utilized for its strong multiphoton-excited blue photoluminescence, making it invaluable in the synthesis of blue light-emitting materials and hole-transporting layers in electroluminescent devices. Beyond its luminescent properties, it plays a critical role in Suzuki coupling reactions, including ligand-free versions, contributing to the development of complex organic structures such as push-pull arylvinyldiazine chromophores and benzothiadiazole-based fluorophores. Additionally, this compound is employed in the creation of dimesitylboryl-substituted p-quaterphenyls, which function as solid-state blue emitters, and efficient sensitizers for dye-sensitized solar cells. Its ability to act as a ligand in organic photovoltaic cells and to enhance the performance of deep-blue organic light-emitting devices (OLEDs) makes it an essential component for cutting-edge single-layer white polymer OLEDs and other innovative photonic technologies.
    Complexity
    301
    Covalently-Bonded Unit Count
    1
    Exact Mass
    289.127409g/mol
    Formal Charge
    0
    Heavy Atom Count
    22
    Monoisotopic Mass
    289.127409g/mol
    Rotatable Bond Count
    4
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