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647292

Sigma-Aldrich

4-(Diphenylamino)phenylboronic acid

≥95%

Synonym(s):

4-(N,N-Diphenylamino)-1-phenylboronic acid, 4-(N,N-Diphenylamino)phenylboronic acid, 4-(N-Diphenylamino)phenylboronic acid, 4-(Diphenylamino)benzeneboronic acid, Triphenylamine-4-boronic acid

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About This Item

Empirical Formula (Hill Notation):
C18H16BNO2
CAS Number:
201802-67-7
Molecular Weight:
289.14
MDL number:
MFCD06798117
UNSPSC Code:
12352103
PubChem Substance ID:
24883523
NACRES:
NA.22

Quality Level

100

Assay

≥95%

form

powder

mp

110-115 °C (lit.)

SMILES string

OB(O)c1ccc(cc1)N(c2ccccc2)c3ccccc3

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

Related Categories

Application

Reagent used for
  • Strong multiphoton-excited blue photoluminescence and lasing from ladder-type oligo(p-phenylene)s
  • Suzuki coupling reactions
  • Ligand-free Suzuki reaction

Reagent used in Preparation of
  • Push-pull arylvinyldiazine chromophores
  • Benzothiadiazole-based fluorophores contg. triphenylamine functionality
  • Blue light-emitting and hole-transporting materials for electroluminescent devices
  • p-quaterphenyls laterally substituted with dimesitylboryl group for use as solid-state blue emitters
  • Efficient sensitizers for dye-sensitized solar cells
  • Prange electroluminescent materials for single-layer white polymer OLEDs
  • Eeep-blue organic light emitting devices (OLEDs)
  • Ligands for Organic Photovoltaic cells

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and characterizations of benzothiadiazole-based fluorophores as potential wavelength-shifting materials
Li, Y.; et al.
J. Photochem. Photobiol., A, 231, 51-59 (2012)
High Efficiency Nondoped Deep-Blue Organic Light Emitting Devices Based on Imidazole-p-triphenylamine Derivatives
Zhang, Y.; et al.
Chemistry of Materials, 24, 61-70 (2012)
Blue light-emitting and hole-transporting materials based on 9,9-bis(4-diphenylaminophenyl)fluorenes for efficient electroluminescent devices
Thangthong, A.-M.; et al.
Journal of Materials Chemistry, 22, 6869-6877 (2012)
Effect of main ligands on organic photovoltaic performance of Ir(III) complexes
Lee, W.; et al.
New. J. Chem., 35, 2557-2563 (2011)
New 2, 6-modified Bodipy sensitizers for dye-sensitized solar cells.
Jian-Bo Wang et al.
Chemistry, an Asian journal, 7(4), 696-700 (2012-01-18)
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