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Merck
CN

647292

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:
Molecular Weight:
289.14
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
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Product Name

4-(Diphenylamino)phenylboronic acid, ≥95%

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

SMILES string

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

InChI key

TWWQCBRELPOMER-UHFFFAOYSA-N

assay

≥95%

form

powder

mp

110-115 °C (lit.)

Quality Level

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Ziyang He et al.
Journal of colloid and interface science, 567, 136-144 (2020-02-12)
Fluorescence imaging and magnetic resonance imaging have been research hotspots for adjuvant therapy and diagnosis. However, traditional fluorescent probes or contrast agents possess insurmountable weaknesses. In this work, we reported the preparation of dual-mode probes based on mesoporous silica nanomaterials
Highly efficient single-layer white polymer light-emitting devices employing triphenylamine-based iridium dendritic complexes as orange emissive component
Zhu, M.; et al.
Journal of Materials Chemistry, 22, 361-366 (2012)
Tersilla Virgili et al.
Molecules (Basel, Switzerland), 25(1) (2019-12-28)
The development of high performance optically pumped organic lasers operating in the deep blue still remains a big challenge. In this paper, we have investigated the photophysics and the optical gain characteristics of a novel fluorene oligomer functionalized by four
Synthesis and characterization of 9,10-substituted anthracene derivatives as blue light-emitting and hole-transporting materials for electroluminescent devices
Thangthong, A-M.; et al.
Tetrahedron, 68, 1853-1861 (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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