668493-36-5

Basic information

• Product Name: Boronic acid, [4'-(diphenylamino)[1,1'-biphenyl]-4-yl]-
• Synonyms: Boronic acid, [4'-(diphenylamino)[1,1'-biphenyl]-4-yl]-;(4'-(Diphenylamino)-[1,1'-biphenyl]-4-yl)boronic acid;4-(diphenylamino)biphenyl-4-ylboronic acid
• CAS NO: 668493-36-5
• Molecular Formula: C₂₄H₂₀BNO₂
• Molecular Weight: 365.2321
• Mol File: 668493-36-5.mol

Chemical Properties

• Boiling Point: 572.3±60.0 °C(Predicted)
• Appearance: /
• Density: 1.25±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 8.62±0.17(Predicted)
• CAS DataBase Reference: Boronic acid, [4'-(diphenylamino)[1,1'-biphenyl]-4-yl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Boronic acid, [4'-(diphenylamino)[1,1'-biphenyl]-4-yl]-(668493-36-5)
• EPA Substance Registry System: Boronic acid, [4'-(diphenylamino)[1,1'-biphenyl]-4-yl]-(668493-36-5)

Safety Data

• Hazardous Substances Data: 668493-36-5(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Boronic acid, [4'-(diphenylamino)[1,1'-biphenyl]-4-yl]-, is utilized as a key intermediate in organic synthesis for its capacity to engage in reactions with a variety of electron-rich compounds. This property makes it instrumental in the formation of new chemical bonds and the synthesis of complex organic molecules.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, Boronic acid, [4'-(diphenylamino)[1,1'-biphenyl]-4-yl]-, serves as a valuable building block for the creation of pharmaceuticals. Its reactivity and structural features allow for the design of molecules with specific biological activities, contributing to the development of new drugs and therapeutic agents.
Used in the Development of Materials:
Boronic acid, [4'-(diphenylamino)[1,1'-biphenyl]-4-yl]is also employed in material science as a component in the synthesis of advanced materials. Its ability to form stable bonds can be leveraged to create materials with tailored properties for various applications, such as sensors, catalysts, or advanced polymers.
Used in Pharmaceutical Development:
Boronic acid, [4'-(diphenylamino)[1,1'-biphenyl]-4-yl]-, is used as a pharmaceutical precursor for the synthesis of drug candidates. Its unique structure and reactivity enable the design of molecules with potential therapeutic effects, making it a promising starting point for the development of new medications.
Used in Chemical Research:
In academic and industrial research settings, this boronic acid is used as a subject of study to explore new reaction mechanisms, understand the fundamental chemistry of boron compounds, and discover novel applications in various chemical processes.
Each application underscores the compound's versatility and importance in the realms of chemistry and materials science, highlighting its potential to contribute to advancements in multiple disciplines.

Upstream product

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• 7732-18-5 water 
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• 202831-65-0 (4'-bromobiphenyl-4-yl)-diphenylamine 
• 105946-82-5 4-bromo-4'-iodobiphenyl 
• 122-39-4 diphenylamine 
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Downstream Products

• 1283598-76-4 9-[4-(diphenylamino)-biphenyl-4'-yl]-10-[4-(1-phenyl-1H-benzimidazol-2-yl)-phenyl]anthracene 
• 1283598-78-6 9-[4-(1-phenyl-1H-benzimidazol-2-yl)-biphenyl-4'-yl]-10-[4-(diphenylamino)-biphenyl-4'-yl]anthracene 
• 1352915-42-4 C₂₇H₂₀N₂S 
• 1352915-37-7 C₃₀H₂₂N₂O 
• 1352915-41-3 2-(4'-(diphenylamino)biphenyl-4-yl)thiazole-5-carbaldehyde 
• 1172120-65-8 4″-(diphenylamino)-[1,1′:4′,1″-terphenyl]-4-carbaldehyde 
• 1172120-67-0 5-(4’-(diphenylamino)-[1,1’-biphenyl]-4-yl)thiophene-2-carbaldehyde 
• 668493-38-7 4-(diphenylamino)terphenyl-4'-boronic acid 

Relevant articles and documents

Organic light-emitting material containing triazine group and aniline group, application as well as device

The invention belongs to the field of preparation and application science and technology of organic light-emitting materials, and particularly relates to an organic light-emitting material containingtriazine group and aniline group and a preparation method thereof, application as well as a device. The organic light-emitting material provided by the invention takes triazine and benzidine as cores,and has excellent heat stability so as to be beneficial to the improvement of efficiency and stability of the device, has high fluorescence quantum yield to be used as a light-emitting guest materialand has good dual polarity to be used as a light-emitting host material.

2,2,2-trifluoroacetophenone-based D-π-A type photoinitiators for radical and cationic photopolymerizations under near-UV and visible LEDs

Two D-π-A-type 2,2,2-trifluoroacetophenone derivatives, namely, 4′-(4-(N,N-diphenyl)amino-phenyl)-phenyl-2,2,2-trifluoroacetophenone (PI-Ben) and 4′-(4-(7-(N,N-diphenylamino)-9,9-dimethyl-9H-fluoren-2-yl)-phenyl-2,2,2-trifluoroacetophenone (PI-Flu), are developed as high-performance photoinitiators combined with an amine or an iodonium salt for both the free-radical polymerization of acrylates and the cationic polymerization of epoxides and vinyl ether upon exposure to near-UV and visible light-emitting diodes (LEDs; e.g., 365, 385, 405, and 450 nm). The photochemical mechanisms are investigated by UV-Vis spectra, molecular-orbital calculations, fluorescence, cyclic voltammetry, photolysis, and electron-spin-resonance spin-trapping techniques. Compared with 2,2,2-trifluoroacetophenone, both photoinitiators exhibit larger redshift of the absorption spectra and higher molar-extinction coefficients. PI-Ben and PI-Flu themselves can produce free radicals to initiate the polymerization of acrylate without any added hydrogen donor. These novel D-π-A type trifluoroacetophenone-based photoinitiating systems exhibit good efficiencies (acrylate conversion = 48%-66%; epoxide conversion = 85%-95%; LEDs at 365-450 nm exposure) even in low-concentration initiators (0.5%, w/w) and very low curing light intensities (1-2 mW cm-2).

PYRAZINE CARBOXYLIC ACID COMPOUND, MANUFACTURING METHOD THEREFOR AND DYE-SENSITIZED SOLAR CELL

PROBLEM TO BE SOLVED: To provide a useful pyrazine carboxylic acid compound which can be used as an organic coloring matter for dye-sensitized solar cell, a semiconductor electrode containing the compound and a dye-sensitized solar cell having the semicon

One/two-photon-sensitive photoacid generators based on benzene oligomer-containing D-π-A-type aryl dialkylsulfonium salts

Novel sulfonium-based D-π-A photoacid generators (PAGs) with a benzene oligomer (from one to four) as a π-conjugated system that are highly photosensitive in the near-ultraviolet region (365 nm) were prepared. The maximum absorption and molar extinction coefficients of the PAGs redshifted and enhanced with the increasing length of the conjugated systems. The quantum yields of PAGs were high (three of them were over 0.6) and improved by adjusting the number of the phenyl rings. The quantum chemical calculation results proved that the molecular configuration and nature of the frontier orbitals are crucial factors which affect PAG performance. Photopolymerization kinetic results demonstrated that these sulfonium-based PAGs were highly efficient cationic photoinitiators, and the i-line sensitivities were evaluated based on the photolithographic performance of the PAG-containing SU-8 resins. In addition, the two-photon absorption cross sections (δ700 nm > 400 GM) matched the requirements needed in the 3D fabrication of polymer microstructures.

Dye-sensitized solar cell utilizing organic dyads containing triarylene conjugates

A series of organic dipolar compounds containing a donor (D), a bridge (B), and an acceptor (A), forming a D-B-A type of dyads, were synthesized by convenient methods and were utilized successfully on dye-sensitized solar cells. The central bridges were made of three linearly connected arylene groups, i.e., phenylenes or thiophenylenes. The donor groups were aromatic amines, i.e., either a diphenylamine or a naphthylphenylamine group. The acceptor group was a cyanoacrylic acid, which can be anchored onto the surface of TiO2 in a photovoltaic device. These devices performed remarkably well, with a typical quantum efficiency of 5-7%, and optimal incident photon to current conversion efficiency (IPCE) exceeding 80%. The devices made with a naphthylphenylamine donor group performed slightly better than those made with a diphenylamine donor group. Compounds containing a phenylene-thiophenylene-phenylene bridge group performed better than those with other kinds of triarylene linkages. Their photochemical behaviors were analyzed by using time-dependent density functional theory (TDDFT) models with the B3LYP functional.

Synthesis and Functional Properties of Strongly Luminescent Diphenylamino End-Capped Oligophenylenes

Two novel homologous series of oligophenylenes (OPPs) symmetrically end-capped with diphenylamino groups and asymmetrically end-capped with anthryldiphenylamino groups were successfully synthesized by a convergent approach with use of palladium-catalyzed homo- and cross-coupling of arylboronic acids. The absorption maxima of both diphenylamino end-capped OPP series do not vary with the chain length although the molar absorptivities increase sequentially. On the other hand, the emission maxima slightly shift to longer wavelengths when the phenylene unit increases in the series. All the diphenylamino end-capped oligomers exhibit very large fluorescence quantum yields (81-89%). They also exhibit low first ionization potentials, corresponding to the oxidation of the triarylamino moiety, which are essentially unaffected by the oligomeric length extension. The good thermal stabilities of these oligomers allowed the fabrication of multilayer light-emitting devices and their investigations.