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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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1 G
$87.67
5 G
$466.00

About This Item

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

$87.67

List Price$110.00Save 20%
Web-Only Promotion

Available to ship onApril 22, 2025Details


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Quality Level

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

Application

Reagent used for
  • Strong multiphoton-excited blue photoluminescence and lasing from ladder-type oligo(p-phenylene)s[1]
  • Suzuki coupling reactions[2]
  • Ligand-free Suzuki reaction[3]

Reagent used in Preparation of
  • Push-pull arylvinyldiazine chromophores[4]
  • Benzothiadiazole-based fluorophores contg. triphenylamine functionality[5]
  • Blue light-emitting and hole-transporting materials for electroluminescent devices[6]
  • p-quaterphenyls laterally substituted with dimesitylboryl group for use as solid-state blue emitters[7]
  • Efficient sensitizers for dye-sensitized solar cells[8][9]
  • Prange electroluminescent materials for single-layer white polymer OLEDs[10]
  • Eeep-blue organic light emitting devices (OLEDs)[11]
  • Ligands for Organic Photovoltaic cells[12]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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)
Effect of main ligands on organic photovoltaic performance of Ir(III) complexes
Lee, W.; et al.
New. J. Chem., 35, 2557-2563 (2011)
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)
Hai Hua Fan et al.
Journal of the American Chemical Society, 134(17), 7297-7300 (2012-04-24)
We report the synthesis and investigation of multiphoton absorption properties of a novel series of diphenylamino-end-capped ladder-type oligo(p-phenylene)s which exhibit greatly enhanced and efficient multiphoton (from two- to five-photon) upconverted blue photoluminescence with which the record-high intrinsic three-photon absorption cross-section

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Questions

  1. Can the 4-(Diphenylamino)phenylboronic acid be bind in filter paper or solid materials ? What kind ? Thanks.

    1 answer
    1. Unfortunately, resources that confirm Product 647292 can bind to filter paper were not found. It is recommended the end user complete a literature search for articles with this application.

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