16292-17-4

Basic information

• Product Name: BIS(4-BROMOPHENYL)AMINE
• Synonyms: 4,4'-DIBROMODIPHENYLAMINE;BIS(4-BROMOPHENYL)AMINE;4,4μ-Dibromodiphenylamine, N-phenyl-4,4μ-dibromoaniline;N-phenyl-4,4μ-dibromoaniline;Bis(4-bromophenyl)amine,4,4′-Dibromodiphenylamine, N-phenyl-4,4′-dibromoaniline;BenzenaMine,4-broMo-N-(4-broMophenyl)-;Double(4-BroMophenyl)aMine;Bis(p-bromophenyl)amine
• CAS NO: 16292-17-4
• Molecular Formula: C₁₂H₉Br₂N
• Molecular Weight: 327.01
• EINECS: 1312995-182-4
• Mol File: 16292-17-4.mol

Chemical Properties

• Melting Point: 106 °C
• Boiling Point: 380.5 °C at 760 mmHg
• Flash Point: 183.9 °C
• Appearance: /
• Density: 1.74 g/cm³
• Vapor Pressure: 5.42E-06mmHg at 25°C
• Refractive Index: 1.68
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: soluble in Methanol
• PKA: -0.55±0.40(Predicted)
• CAS DataBase Reference: BIS(4-BROMOPHENYL)AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(4-BROMOPHENYL)AMINE(16292-17-4)
• EPA Substance Registry System: BIS(4-BROMOPHENYL)AMINE(16292-17-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-36/39
• WGK Germany: 3
• Hazardous Substances Data: 16292-17-4(Hazardous Substances Data)

Usage

Chemical Properties

Off-white powder

InChI:InChI=1/C12H9Br2N/c13-9-1-5-11(6-2-9)15-12-7-3-10(14)4-8-12/h1-8,15H

Upstream product

• 99234-92-1 N,N-bis-(4-bromophenyl)benzamide 
• 382165-80-2 N-nitrosodiphenylamine 
• 114687-18-2 N(C₆H₄Br)2 
• 122-39-4 diphenylamine 
• 60-29-7 diethyl ether 
• 64-17-5 ethanol 
• 10035-10-6 hydrogen bromide 
• 4051-56-3 N,N-diphenylbenzamide 
• 5467-74-3 4-Bromophenylboronic acid 
• 106-40-1 4-bromo-aniline 
• 583-55-1 1-Bromo-2-iodobenzene 
• 615-36-1 2-bromoaniline 
• 106-95-6 allyl bromide 
• 65178-51-0 N-allyldiphenylamine 

Downstream Products

• 55245-35-7 N,N-bis(4-bromophenyl)carbamoyl chloride 
• 1211-37-6 2,7-dibromoacridine 
• 81090-53-1 N,N-bis(4-bromophenyl)aniline 
• 197144-27-7 4,4’-dibromo-N-(tert-butoxycarbonyl)phenylaniline 
• 5149-12-2 4,4'-dibromodiphenylnitrosamine 
• 144393-34-0 4-bromo-N-(4-bromophenyl)-N-(4-nitrophenyl)amine 
• 99234-95-4 diphenylamine-2,6,2',6'-d₄ 
• 1354012-75-1 N,N,N',N'-tetrakis(4-bromophenyl)-2,5-diaminothiophene 
• 1354012-74-0 N,N,N',N'-tetrakis(4-bromophenyl)succinic diamide 
• 1352129-73-7 C₅₄H₄₀BrN₃ 
• 1352129-74-8 C₆₀H₅₂BN₃O₂ 
• 167218-39-5 N,N-bis(4'-diphenylamino-4-biphenylyl)amine 
• 100308-69-8 4,4′-dibromo-4′′-methoxytriphenylamine 
• 25069-38-9 N,N-bis(4-bromophenyl)aminobenzaldehyde 

Relevant articles and documents

Perovskite Solar Cells Based on Oligotriarylamine Hexaarylbenzene as Hole-Transporting Materials

A cobalt-catalyzed cyclotrimerization of bis(aryl)alkyne is used as an innovative tool to obtain hole-transport materials (HTMs). The novel HTM containing six units of oligotriarylamine (HAB1), characterized by UV-vis, cyclic voltammetry, DFT, and thermogravimetric analysis, confirms its suitability as an efficient HTM in PSCs. A PCE of 17.5% was obtained in HAB1-containing PSCs, a performance comparable to that obtained with spiro-OMeTAD and with slightly better thermal stability.

Effect of triptycene unit on the performance of porphyrin-based dye-sensitized solar cells

Triptycene has been first introduced into porphyrin sensitizers (JY74 and JY75) for dye sensitized solar cells. Compared to reference dye YD26, the homoaromatic electron delocalization of triptycene makes the designed dyes a broadened absorption. Meanwhile, the rigid shape-persistent character of triptycene endows JY74 and JY75 an improved ability to diminish the charge recombination between electrolyte and semiconductor TiO2. As a result, after structural modification, larger short-circuit current and higher open-circuit voltage are achieved for dyes JY74 and JY75. The power conversion efficiency of JY75 is increased by 26.8 % compared to that of YD26. Consequently, triptycene may be a promising bulky steric hindrance group for decorating photosensitizer to get an attractive photovoltaic performance.

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.

Supramolecular Polymerization of Triarylamine-Based Macrocycles into Electroactive Nanotubes

A S6-symmetric triarylamine-based macrocycle (i.e., hexaaza[16]paracyclophane), decorated with six lateral amide functions, is synthesized by a convergent and modular strategy. This macrocycle is shown to undergo supramolecular polymerization in o-dichlorobenzene, and its nanotubular structure is elucidated by a combination of spectroscopy and microscopy techniques, together with X-ray scattering and molecular modeling. Upon sequential oxidation, a spectroelectrochemical analysis of the supramolecular polymer suggests an extended electronic delocalization of charge carriers both within the macrocycles (through bond) and between the macrocycles along the stacking direction (through space).

PYRENE DERIVATIVES AND ORGANIC ELECTRO LUMINESCENT DEVICE COMPRISING SAME

The present invention relates to a pyrene based derivative compound of an asymmetric structure and an organic electroluminescent device comprising the same. The pyrene derivative according to the present invention is characterized by being represented by chemical formula A through chemical formula B. The pyrene derivative compound according to the present invention exhibits remarkably improved blue color purity as compared to an organic electroluminescent device using an existing pyrene based aryl amine derivative compound while being able to realize full color since life characteristic and luminance characteristic are excellent, thereby being able to be used in various display devices.

Asymmetric pyrene derivatives comprising heteroaryl amine group and organic light-emitting diode including the same

The present invention relates to a pyrene derivative represented by [chemical formula A] or [chemical formula B], and an organic light emitting diode comprising the same, wherein substituents Py, Het_1 to Het_3, Z, and m are defined in the detailed description of the invention.

Organic electroluminescent compounds and organic electroluminescent device using the same

The present invention relates to an organic electroluminescent compound applied to a hole transfer material, which is characterized by being presented by chemical formula 1-1 and chemical formula 1-2. The organic electroluminescent compound according to the present invention can manufacture an organic electroluminescent device having improved light emitting efficiency and life properties, when applied to a hole transfer layer of the organic electroluminescent device.

High-Throughput Mass Spectrometry Screening Platform for Discovering New Chemical Reactions under Uncatalyzed, Solvent-Free Experimental Conditions

A gas-phase high-throughput reaction screening platform was developed for the first time to study chemical structures of closely related functional groups and for the discovery of novel organic reaction pathways. Experiments were performed using the contained atmospheric pressure chemical ionization (APCI) source that enabled nonthermal, nonequilibrium plasma chemistry to be monitored by mass spectrometry (MS) in real time. This contained-APCI MS platform allowed an array of reagents to be tested, resulting in the studies of multiple gas-phase reactions in parallel. By exposing headspace vapor of the selected reagents to corona discharge, solvent-free Borsche-Drecsel cyclization reaction, Katritzky chemistry, and Paal-Knorr pyrrole synthesis were examined in the gas phase, outside the high vacuum environment of the mass spectrometer. A new radical-mediated hydrazine coupling reaction was also discovered, which provided a selective pathway to synthesize secondary amines without using a catalyst. The mechanisms of these atmospheric pressure gas-phase reactions were explored through the direct capture of intermediates and via comparison with the corresponding bulk solution and droplet-phase reactions.

Tuning the Photophysical Properties of Symmetric Squarylium Dyes: Investigation on the Halogen Modulation Effects

A series of symmetric squarylium dyes (SQDPA-X) with different halogen (X=F, Cl, Br, I) substituents have been developed. The photophysical properties could be facilely tuned by the halogen modulation effects. The strategy of incorporating different halogen substitutions into AIE active luminogens enables a facile approach for exploring new intriguing organic fluorescent dyes.

Dopant-Free Hole-Transporting Polymers for Efficient and Stable Perovskite Solar Cells

A series of novel polymers (P1-P6) derived from the combination of different units (including thiophene, triarylamine, and spirobifluorene) were successfully synthesized, completely characterized, and used as hole-transporting materials (HTMs) for perovskite solar cells (PSCs). Solar cells with some of these materials as HTMs showed very good performances of almost 13% (12.75% for P4 and 12.38% for P6) even without additives, and devices based on these new HTMs show relatively improved stability against temperature compared to those based on PTAA. The presence of dopant additives has been linked to long-term degradation, which is the main barrier to the large-scale commercialization of this innovative type of solar cell. Obtaining efficient PSCs without using dopants could represent a further step toward improvement of long-term stability and thus their introduction into the market.