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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

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)

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Woochul Lee et al.
Chemistry, an Asian journal, 7(2), 343-350 (2011-12-14)
We have synthesized and characterized four organic dyes (H1-H4) based on a 3,6-disubstituted carbazole donor as sensitizers in dye-sensitized solar cells. These dyes have high molar extinction coefficients and energy levels suitable for electron transfer from an electrolyte to nanocrystalline
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
Guang-Liang Fu et al.
The Journal of organic chemistry, 77(4), 1983-1990 (2012-01-21)
A new family of p-quaterphenyls 1-6 laterally substituted with a bulky electron-accepting dimesitylboryl group has been designed and synthesized. These compounds were characterized by X-ray crystallography, UV-vis and fluorescence spectroscopy, and DFT calculations as well as thermogravimetric analysis (TGA), differential
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
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
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