102113-98-4

Basic information

• Product Name: Bis(4-biphenylyl)amine
• Synonyms: 4,4'-IMINOBIS(BIPHENYL);BIS(4-BIPHENYLYL)AMINE;BIS-BIPHENYL-4-YL-AMINE ;Bis(4-biphenyl)amine;Bis(1,1'-biphenyl-4-yl)amine Di(biphenyl-4-yl)amine;4,4'-IMINOBIS(BIPHEN;Di(biphenyl-4-yl)amine;N-[1,1'-biphenyl]-4-yl-[1,1'-biphenyl]-4-Mine
• CAS NO: 102113-98-4
• Molecular Formula: C₂₄H₁₉N
• Molecular Weight: 321.41
• EINECS: 1312995-182-4
• Product Categories: OLED materials,pharm chemical,electronic
• Mol File: 102113-98-4.mol

Chemical Properties

• Melting Point: 209 °C
• Boiling Point: 507 °C at 760 mmHg
• Flash Point: 281.7 °C
• Appearance: /
• Density: 1.123 g/cm³
• Vapor Pressure: 0-0Pa at 20-50℃
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly)
• PKA: 0.67±0.40(Predicted)
• CAS DataBase Reference: Bis(4-biphenylyl)amine(CAS DataBase Reference)
• NIST Chemistry Reference: Bis(4-biphenylyl)amine(102113-98-4)
• EPA Substance Registry System: Bis(4-biphenylyl)amine(102113-98-4)

Safety Data

• Hazardous Substances Data: 102113-98-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Bis(4-biphenylyl)amine is used as an organic synthesis intermediate for the production of a variety of chemical compounds. Its unique structure allows it to participate in numerous chemical reactions, facilitating the synthesis of complex organic molecules.
Used in Pharmaceutical Development:
In the pharmaceutical industry, Bis(4-biphenylyl)amine is employed as a pharmaceutical intermediate. It is instrumental in the development of new drugs and medicinal compounds, contributing to the advancement of healthcare and treatment options.
Used in Laboratory Research and Development:
Bis(4-biphenylyl)amine is used as a key component in laboratory research and development processes. It aids scientists in exploring new chemical reactions, synthesizing novel compounds, and understanding the properties of existing ones.
Used in Chemical Production Process:
In the chemical production industry, Bis(4-biphenylyl)amine plays a vital role in the manufacturing process. It is used to produce a range of chemical products, contributing to the efficiency and effectiveness of industrial chemical production.

Synthesis

Bis(4-bromophenyl)amine (4.0 g, 12.3 mmol) and phenylboronic acid (4.0 g, 32.7 mmol) were mixed in 250 mL of toluene and 60 mL of ethanol. The solution was bubbled with nitrogen while stirring for 15 minutes. Pd(PPh3)4 (1.4 g, 1.23 mmol) and K3PO4 (13.5 g, 64 mmol) were added in sequence. The mixture was heated to reflux overnight under nitrogen. After cooling, the reaction mixture was filtered through filter paper and the solvent was then evaporated. The solid was redissolved in nitrogen-purged hot toluene and was filtered through a Celite?/silica pad when the solution was still hot. The solvent was then evaporated. The white crystalline solid was washed by hexane and air dried to obtain 3.8 g of Bis(4-biphenylyl)amine.

Upstream product

• 1591-31-7 4-iodo-biphenyl 
• 4075-79-0 4-phenylacetanilide 
• 92-67-1 4-phenylalanine 
• 56-23-5 tetrachloromethane 
• 861596-32-9 tetrakis-biphenyl-4-yl-hydrazine 
• 92-66-0 4-bromo-1,1'-biphenyl 
• 59501-33-6 bis-biphenyl-4-yl-nitroso-amine 
• 64-19-7 acetic acid 
• 462631-32-9 N,N-di-(4-biphenyl)benzylamine 
• 7440-05-3 palladium 
• 16292-17-4 bis(4-bromophenyl)amine 
• 98-80-6 phenylboronic acid 
• 122-39-4 diphenylamine 
• 13020-85-4 N,N-bis(4-biphenyl)acetamide 

Downstream Products

• 6543-20-0 tris(p-biphenyl)amine 
• 1085434-47-4 C₆₄H₄₆N₂ 
• 1085434-55-4 C₇₀H₅₀N₂ 
• 1240964-23-1 C₆₀H₄₀N₂O 
• 1322090-91-4 N-(phenyl-d5)-bis(biphenyl-4-yl)amine 
• 1228592-55-9 4,4'-bis[bis(biphenyl-4-yl)amino]biphenyl-2,3,5,6,2',3',5',6'-d8 
• 1427738-35-9 C₅₄H₃₆N₂S 
• 1351866-85-7 C₆₀H₄₀N₂ 
• 1612774-92-1 C₃₆H₂₄Cl₂N₂ 
• 1612774-91-0 C₃₆H₂₆N₂ 
• 164724-35-0 N,N,N',N'-tetra[(1,1'-biphenyl)-4-yl]-(1,1'-biphenyl)-4,4'-diamine 
• 1357930-98-3 C₅₄H₃₇N 
• 1350840-84-4 C₄₈H₃₂N₂S 

Relevant articles and documents

Probing the Influence of PAd-DalPhos Ancillary Ligand Structure on Nickel-Catalyzed Ammonia Cross-Coupling

We report herein on the results of our combined experimental/computational study regarding the catalytic performance of PAd-DalPhos (L1) in nickel-catalyzed ammonia arylation for primary aniline synthesis. Primary arylamine C-N reductive eliminations occurring from arylnickel(II) parent amido complexes of the type (L)Ni(Ph)(NH2) were modeled by use of density-functional theory (DFT) methods, for a series of L1 derivatives. The dual aims were to assess the effect of structural modifications to L1 on potentially rate-limiting C-N reductive elimination and to identify promising candidates for experimental inquiry. Increasing the steric demand of the Paryl groups from o-tolyl (in L1) to mesityl (in L16) resulted in a significant lowering of the barrier to C-N reductive elimination (ΔG?RE), which can be attributed in part to interactions between the ligand Paryl groups and the nickel-bound amido ligand, as observed in noncovalent interaction (NCI) plots of the reductive elimination transition-state structures. Despite the favorability of L16 predicted on the basis of computational analysis focusing on C-N reductive elimination, this ancillary ligand performed poorly in experimental testing versus L1, suggesting that in practice the significant steric demands of L16 may discourage the formation of key catalytic intermediates. Modifications to the steric profile of the Paryl groups in L1 led to dramatic changes in catalytic performance, with the presence of an o-methyl proving to be important, among the L1 variants tested, in achieving useful catalytic performance in the Ni-catalyzed monoarylation of ammonia.

Preparation method of bis (4-biphenyl) amine

The invention provides a preparation method of di (4-biphenyl) amine, which comprises the following steps: synthesizing an intermediate di (4-biphenyl) acetamide, and removing acetyl of the intermediate to obtain a target product. The preparation method comprises the following steps: 1) mixing 4-bromobiphenyl, acetamide, a catalyst, a nitrogen-containing ligand L, alkali 1 and a solvent 1, and heating to react; 2) after the reaction, cooling the reaction system to room temperature, washing with water, separating liquid, and concentrating an organic phase to obtain a crude product of bis (4-biphenyl) acetamide; 3) loading the di (4-biphenyl) acetamide crude product with column chromatography silicon dioxide, and purifying with a column chromatography separation and purification method to obtain di (4-biphenyl) acetamide; 4) mixing di (4-biphenyl) acetamide, alkali 2 and a solvent 2, and heating to react; and 5) after the reaction, cooling the reaction system to room temperature, and carrying out suction filtration, water washing and drying to obtain di (4-biphenyl) amine. The invention belongs to the field of fine chemical engineering, and the preparation method is economical, safe, environment-friendly, efficient and suitable for industrial production.

DMSO-allyl bromide: A mild and efficient reagent for atom economic one-pot: N -allylation and bromination of 2°-aryl amines, 2-aryl aminoamides, indoles and 7-aza indoles

A mixture DMSO-allyl bromide has been developed as a reagent for an atom economic one-pot N-allylation and aryl bromination under basic conditions. Utilizing this reagent, N-allylation-bromination of a number of 2°-aryl amines, aryl aminoamides, indoles, and 7-aza indoles has been achieved. The scope of the substrates and limitations, the synthetic utility of the products, and a plausible reaction mechanism have been proposed.

Effect of arylamino-carbazole containing hole transport materials on the device performance and lifetime of OLED

We synthesized four hyper-conjugated aromatic hole transporting materials with different molecular geometry and energy levels by attaching arylamino moiety attached to the carbazole core. A brominated carbazole moiety reacted with an arylamino moiety using a Buchwald-Hartwig reaction. The characteristics of these hole transporting materials were investigated using TGA, DSC, UV–Vis and luminescence spectroscopy. The energy levels of all materials used in this study were estimated from cyclic voltammograms and absorption spectra. The hole transporting properties of the synthesized molecules were measured using single-carrier devices. All four hole transporting materials showed similar hole mobility. The effectiveness of hole transporting materials was compared by fabricating green-emitting organic light emitting diode (OLED) devices. It turned out that the device performances were critically dependent on the relative energy levels of the hole transporting layer and emission layer. However, the molecular geometry greatly influenced the device lifetime, determining thermally induced crystallization by the heat produced during device operation.

CH Activation of Cationic Bismuth Amides: Heteroaromaticity, Derivatization, and Lewis Acidity

Cationization of Bi(NPh2)3 has recently been reported to allow access to single- and double-CH activation reactions, followed by selective transformation of Bi–C into C–X functional groups (X = electrophile). Here we show that this approach can successfully be transferred to a range of bismuth amides with two aryl groups at the nitrogen, Bi(NRaryl2)3. Exchange of one nitrogen-bound aryl group for an alkyl substituent gave the first example of a homoleptic bismuth amide with a mixed aryl/alkyl substitution pattern at the nitrogen, Bi(NPhiPr)3. This compound is susceptible to selective N–N radical coupling in its neutral form and also undergoes selective CH activation when transformed into a cationic species. The second CH activation is blocked due to the absence of a second aryl moiety at nitrogen. The Lewis acidity of neutral bismuth amides is compared with that of cationic species “[Bi(aryl)(amide)(L)n]+” and “[Bi(aryl)2(L)n]+” based on the (modified) Gutmann–Beckett method (L = tetrahydrofuran or pyridine). The heteroaromatic character of [Bi(C6H3R)2NH(triflate)] compounds, which are iso-valence-electronic with anthracene, is investigated by theoretical methods. Analytical methods used in this work include nuclear magnetic resonance spectroscopy, single-crystal X-ray diffraction, mass spectrometry, and density functional theory calculations.

Organic compound, electronic device comprising organic compound and electronic equipment

The invention relates to an organic compound, an electronic device comprising the organic compound, and electronic equipment comprising the electronic device. The structural formula of the organic compound is represented by a chemical formula 1, and the organic compound is applied to the electronic device and can significantly improve the performance of the electronic device.

Organic compound and electronic device and device containing the same

The invention relates to the technical field of organic electroluminescent materials, in particular to an organic electroluminescent material 9 with 10 -9 dihydro 9 -10 -dimethyl and oxanthrene and arylamine groups, an electronic device containing the compound and a device. The organic electroluminescent device has lower driving voltage. Higher luminous efficiency and longer service life.

Organic compound as well as preparation method and application thereof

The invention provides an organic compound as well as a preparation method and application thereof, and relates to the technical field of luminescent materials. The organic compound with a specific general formula structure is provided, the organic compou

COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING THE SAME, AND AN ELECTRONIC DEVICE THEREOF

The compound is represented by chemical formula 1. 1 Is a cross-sectional view of an organic electronic device including an organic material layer between the first electrode, the first 2 electrode and the first 1 electrode, and 2. A compound represented by Formula 1 is included in the organic material layer, thereby decreasing a driving voltage of the organic electronic device and improving light emitting efficiency and lifespan.

Nitrogen-containing compound, electronic component and electronic device

The application belongs to the field of organic light-emitting materials, and relates to a nitrogen-containing compound, an electronic element and an electronic device. The nitrogen-containing compound has a structure represented by the following formula