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N-(4-Bromo-phenyl)-benzene-1,2-diamine, a chemical compound with the molecular formula C12H12BrN2, is a derivative of benzene that incorporates a bromine atom and two amine groups. This versatile intermediate is found in both solid and liquid states at varying temperatures and is utilized in the synthesis of a wide range of organic compounds, including dyes, pigments, polymers, and pharmaceutical drugs. Its potential hazards underscore the necessity for careful handling and adherence to safety protocols in its application across various industries.

100953-52-4

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100953-52-4 Usage

Uses

Used in Pharmaceutical Industry:
N-(4-Bromo-phenyl)-benzene-1,2-diamine serves as a crucial intermediate in the synthesis of pharmaceutical drugs. Its unique structure allows for the development of new drug molecules with specific therapeutic properties, contributing to advancements in medicinal chemistry.
Used in Chemical Industry:
In the chemical industry, N-(4-Bromo-phenyl)-benzene-1,2-diamine is utilized as an intermediate for the production of various organic compounds, such as dyes and pigments. Its presence in these compounds enhances color properties and stability, making it an essential component in colorant formulations.
Used in Polymer Industry:
N-(4-Bromo-phenyl)-benzene-1,2-diamine plays a significant role in the polymer industry, where it is used as a monomer or a building block in the synthesis of polymers with specific characteristics. Its incorporation into polymer chains can influence properties such as solubility, reactivity, and mechanical strength, broadening the range of applications for these materials.
Used in Dye and Pigment Industry:
As a key intermediate in the dye and pigment industry, N-(4-Bromo-phenyl)-benzene-1,2-diamine contributes to the creation of dyes and pigments with enhanced colorfastness and resistance to various environmental factors. Its presence in these products ensures their performance and longevity in diverse applications, such as textiles, plastics, and coatings.

Check Digit Verification of cas no

The CAS Registry Mumber 100953-52-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,0,9,5 and 3 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 100953-52:
(8*1)+(7*0)+(6*0)+(5*9)+(4*5)+(3*3)+(2*5)+(1*2)=94
94 % 10 = 4
So 100953-52-4 is a valid CAS Registry Number.

100953-52-4Relevant academic research and scientific papers

Efficient deep-blue emitters based on triphenylamine-linked benzimidazole derivatives for nondoped fluorescent organic light-emitting diodes

Jeong, Seongjin,Kim, Myoung-Ki,Kim, Sung Hyun,Hong, Jong-In

, p. 2497 - 2504 (2013)

Two triphenylamine-substituted benzimidazole derivatives were synthesized for use as efficient deep-blue emitters in nondoped fluorescent organic light-emitting diodes (FLOLEDs). The molecular design of 40,40 0-(1H-benzo[d]imidazole-1,2-diyl)bis(N,N-diphenylbiphenyl-4-amine) (T2B) to limit the molecular packing density enabled T2B-based devices to suppress the exciton quenching by a bulky three-dimensional structure. Nondoped FLOLEDs fabricated using T2B as a blue emitter exhibited an external quantum efficiency of 4.67% with color coordinates of (0.15, 0.08).

Organometallic Ir(III) Phosphors Decorated by Carbazole/Diphenylphosphoryl Units for Efficient Solution-Processable OLEDs with Low Efficiency Roll-Offs

Song, Wei-Lin,Mao, Hui-Ting,Shan, Guo-Gang,Gao, Ying,Cheng, Gang,Su, Zhong-Min

, p. 13807 - 13814 (2019)

Recently, solution-processable PhOLEDs have been attracting great interest for their low cost and high productivity relative to the vacuum-deposited devices. Similar to vacuum-deposited OLEDs, however, they usually suffer from serious efficiency roll-offs, especially in high brightness. Finding a feasible way and/or designing novel materials to increase efficiencies and reduce roll-offs simultaneously are highly desired. Herein, a new family of solution-processable cyclometalated iridium(III) phosphors with carbazole (Cz) and/or diphenylphosphoryl (Ph2PO) units functionalized main ligands has been designed. Owing to Cz and Ph2PO moieties possessing bulky steric effects, they can suppress the intermolecular strong packing and then decrease TTA effects and emission quenching. Meanwhile, the resulting OLEDs based on the designed phosphors exhibit considerable efficiencies and relatively small efficiency roll-offs. The device based on 4 containing both Cz and Ph2PO units realized a maximum current efficiency of 21.3 cd A-1, accompanied by a small roll-off. By optimization of the configuration of OLEDs, the device performance can be further enhanced, demonstrating their potential for high-performance solution-processable PhOLEDs.

Benzimidazolone derivatives organic light emitting compound and organic electroluminescent device including the same

-

, (2021/04/20)

Provided is a benzo imidazolone derivative organic electroluminescent compound represented by chemical formula a. Chemical Formula a. The benzo imidazolone derivative organic light emitting compound is suitable for inclusion in an organic electroluminescent device. Both electrochemical stability and thermal stability can be satisfactorily met.

Deuterium atom-containing electron transport material and application thereof

-

, (2021/11/10)

The invention discloses a deuterium atom-containing electron transport material and an application thereof. The deuterium atom-containing electron transport material is a benzimidazole compound with a deuterated substituent, and can be used as an electron transport material in an electroluminescent device. The novel compounds enable the organic electroluminescent device to be improved in efficiency and achieve longer device life, and better device performance can be provided. An electroluminescent device and a compound formulation are also disclosed.

A green and practical reduction of N-(4-chlorophenyl)-2-nitroaniline and its derivatives to corresponding N-substituted-benzene-1,2-diamines using thiourea dioxide

Cui, Jian-Lan,Wang, Ning,Wang, Xiao,Yu, Si-Yuan,Zhong, Cong-Shan

, (2020/01/22)

A new effective approach for synthesizing diverse N-substituted-benzene-1,2-diamines is reported. The treatment of N-substituted-2-nitroanilines with thiourea dioxide in the presence of sodium hydroxide efficiently formed the corresponding N-substituted-benzene-1,2-diamines, including N-(4-chlorophenyl)benzene-1,2-diamine with a good yield of 94%. The by-product is environmentally-friendly urea and is easy to separate from the product by filtration procedure that enhances the convenience of the approach.

Polyheterocyclic compound and application

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, (2020/10/04)

The invention relates to the technical field of organic electroluminescent display, particularly discloses an organic material of a polyheterocyclic compound, and also discloses application of the organic material in an organic electroluminescent device. The polyheterocyclic compound provided by the invention is shown as a general formula (I), can be applied to the field of organic electroluminescence, and is used as a luminescent layer main body material. The compound with the structure provided by the invention is applied to an OLED device, and can reduce the driving voltage and improve thelight emitting efficiency of the device.

Design, synthesis and biological evaluation of novel 4-phenoxypyridine based 3-oxo-3,4-dihydroquinoxaline-2-carboxamide derivatives as potential c-Met kinase inhibitors

Wang, Zhen,Shi, Jiantao,Zhu, Xianglong,Zhao, Wenwen,Gong, Yilin,Hao, Xuechen,Hou, Yunlei,Liu, Yajing,Ding, Shi,Liu, Ju,Chen, Ye

, (2020/10/21)

Blocking c-Met kinase activity by small-molecule inhibitors has been identified as a promising approach for the treatment of cancers. Herein, we described the design, synthesis, and biological evaluation of a series of 4-phenoxypyridine-based 3-oxo-3,4-dihydroquinoxaline derivatives as c-Met kinase inhibitors. Inhibitory activitives against c-Met kinase evaluation indicated that most of compounds showed excellent c-Met kinase activity in vitro, and IC50 values of ten compounds (23a, 23e, 23f, 23l, 23r, 23s, 23v, 23w, 23x and 23y) were less than 10.00 nM. Notably, three of them (23v, 23w and 23y) showed remarkable potency with IC50 values of 2.31 nM, 1.91 nM and 2.44 nM, respectively, and thus they were more potent than positive control drug foretinib (c-Met, IC50 = 2.53 nM). Cytotoxic evaluation indicated the most promising compound 23w showed remarkable cytotoxicity against A549, H460 and HT-29 cell lines with IC50 values of 1.57 μM, 0.94 μM and 0.65 μM, respectively. Furthermore, the acridine orange/ethidium bromide (AO/EB) staining, cell apoptosis assays by flow cytometry, wound-healing assays and transwell migration assays on HT-29 and/or A549 cells of 23w were performed. Especially compound 23w, which displayed potent antitumor, apoptosis induction and antimetastatic activity, could be used as a promising lead for further development. Meanwhile, their preliminary structure-activity relationships (SARs) were also discussed.

Compound containing polyheterocycles and application

-

Paragraph 0061; 0064; 0099-0102, (2020/10/20)

The invention relates to the technical field of organic electroluminescent display, particularly discloses an organic material containing a polyheterocyclic compound, and also discloses an applicationof the organic material in an organic electroluminescent device. The polyheterocycle-containing compound provided by the invention is shown as a general formula (I), can be applied to the field of organic electroluminescence, and can be used as an electron transport material. The compound with the structure provided by the invention is applied to an OLED device, the driving voltage of the devicecan be reduced, and the light emitting efficiency of the device is improved.

Bipyridyl derivative and application thereof

-

, (2019/08/06)

The present invention provides a novel compound, which has a structure general formula represented by a formula (I), wherein Ar1 and Ar2 are independently selected from an aromatic hydrocarbon derivative group containing benzimidazoyl, an aromatic hydrocarbon derivative group containing a pyridine group, substituted or unsubstituted C6-C30 aromatic hydrocarbon, and a substituted or unsubstituted C6-C30 fused ring aromatic hydrocarbon group, and R1 and R2 are independently and respectively selected from H, C1-C12 aliphatic hydrocarbon radical, phenyl, substituted phenyl, naphthyl, substituted naphthyl, biphenyl and substituted biphenyl. According to the present invention, the compound has characteristics of stable character, simple preparation process, high luminous efficiency and high carrier mobility, and can be used for the electron transport layer of the electroluminescent element, and the device applying the compound has characteristics of significant driving voltage reducing and current efficiency improving. The formula (I) is defined in the instruction.

Derivative of benzimidazole bridging anthracenes as well as preparation method and application thereof

-

, (2018/03/24)

The invention belongs to the technical field of photoelectric material application science and technology, and particularly relates to a derivative of benzimidazole bridging anthracenes as well as a preparation method and application thereof. According to the derivative of the benzimidazole bridging anthracenes, the derivative of the benzimidazole bridging anthracenes is used as basic structure unit, and is then modified to obtain an asymmetric structure. The compound provided by the invention has high glass transition temperature and high electron transmission capacity. When used as an electron transmission material and compared with a conventional main body material of an electron transmission group, such as a conventional electron transmission material 1,3,5-tri(1-phenyl-1H-benzimidazole-2-group) benzene (TPBi), the compound has the advantages that the hole transmission capacity and the electron transmission capacity are obviously improved; in an organic electroluminescence device,when compared with the conventional electron transmission material, the compound has the advantages that the glass transition temperature, the current efficiency, the power efficiency, the external quantum efficiency, the slow down efficiency and the roll-off aspect are obviously improved, and is an ideal electron transmission material.

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