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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:
201802-67-7
Molecular Weight:
289.14
NACRES:
NA.22
PubChem Substance ID:
24883523
UNSPSC Code:
12352103
MDL number:
MFCD06798117

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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

100

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

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBN1284
SHBH1277V
16796BMV
SHBB6347V
16796BM

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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)
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)
Effect of main ligands on organic photovoltaic performance of Ir(III) complexes
Lee, W.; et al.
New. J. Chem., 35, 2557-2563 (2011)
Efficient synthesis of 4-heteroaryl-substituted triphenylamine derivatives via a ligand-free Suzuki reaction
Liu, C.; et al.
Applied Organometallic Chemistry, 25, 862-866 (2011)
Sompit Wanwong et al.
Materials (Basel, Switzerland), 13(12) (2020-06-19)
Two boron dipyrromethene (BODIPY) triads, namely BODIPY-1 and BODIPY-2, were synthesized and incorporated with poly-3-hexyl thiophene: (6,6)-phenyl-C61-butyric acid methyl ester (PCBM) P3HT:PCBM. The photovoltaic performance of BODIPY:P3HT:PCBM ternary solar cells was increased, as compared to the control binary solar cells
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