3652-89-9Relevant academic research and scientific papers
Preparation method of 4-bromocarbazole
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Paragraph 0041-0057; 0060-0063, (2020/12/08)
The invention discloses a preparation method of 4-bromocarbazole, and belongs to the technical field of chemistry. According to the preparation method of 4-bromocarbazole, o-bromoaniline and m-dibromobenzene are subjected to a C-N coupling and C-C coupling cascade reaction under the action of a catalyst, a ligand and alkali, 4-bromocarbazole is synthesized in one step through a one-pot method, m-dibromobenzene is a reactant and also serves as a reaction solvent at the same time, and residual m-dibromobenzene can be recycled after the reaction is finished. According to the preparation method, o-bromoaniline and m-dibromobenzene, which are cheap and easy to obtain, are used as raw materials, the product 4-bromocarbazole is obtained by one step through a one-pot method cascade reaction, and compared with the prior art, the step of nitro reduction cyclization is avoided, namely the reaction step is shortened, and the preparation method has the advantages of low production cost, environmental friendliness and the like.
Electron transporting and hole blocking organic material and application thereof in thin-film light-emitting diode
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, (2020/11/02)
The invention provides an electron transporting and hole blocking material with an A-D-A link structure as a core. The material is applied to a thin-film semiconductor light-emitting diode, for example, an organic light-emitting diode and a quantum dot thin-film light-emitting diode; and the molecule of the material takes bipolar carbazole and a derivative group thereof as electron donating centers, so a relatively high triplet state energy level can be maintained to ensure exciton blocking capability.
4-bromocarbazole preparation method
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Paragraph 0053; 0054; 0057, (2019/10/17)
The invention discloses a 4-bromocarbazole preparation method. The method includes: in a reaction bottle, mixing 2-bromo-6-fluoronitrobenzene with aniline, adding triethylamine, starting stirring, performing reflux reaction for 8h, after reaction is finished, adding water to perform quenching reaction, and carrying out suction filtration to obtain brownish red solid namely 2-nitro-3-bromo-1,1'-biphenyl; mixing 2-nitro-3-bromo-1,1'-biphenyl with ethyl alcohol, adding ferric trichloride and activated carbon, starting stirring, dropwise adding 80% hydrazine hydrate, then stirring for 6h under a reflux state, and performing filtering, extracting, layering, washing and distilling to obtain off-white solid namely 2-amino-3-bromo-1,1'-biphenyl. By adoption of cheap and easily-acquirable raw materials, a target compound is obtained through three-step reaction of fluorine nucleophilic substitution, reduction and diazonium cyclization, and the total yield of products is high. In addition, a process is simple in operation, suitable for large-scale production and beneficial to product market competitiveness.
Preparation 4 - bromo derivatives thereof and method (by machine translation)
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Paragraph 0079; 0080; 0083-0086; 0089-0092; 0095-0098; 0101, (2019/05/08)
The invention relates to the field of organic chemical synthesis, discloses a process for preparing 4 - bromo derivatives thereof and of the method, the method comprises: 1) of formula (1) with a compound of the structure shown in formula (2) compound of the structure shown in contact to carry out the condensation reaction, obtains the type (3) the structure shown as the compound; 2) of formula (3) has a structure shown in a cyclization reaction of compound, to obtain 4 - bromo carbazole or its derivatives; wherein in the formula (2) and formula (3) in the, R1 Chlorine, bromine or iodine. The use of the method for preparing the 4 - bromo carbazole and its derivatives, mild reaction conditions, after-treatment and purification is simple, high yield and low cost and the like. (by machine translation)
4-bromo-9H-carbazole synthesizing method
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Paragraph 0019; 0023; 0024; 0027; 0028; 0031, (2019/02/04)
The invention discloses a 4-bromo-9H-carbazole synthesizing method and belongs to the field of organic synthesis. According to the method, o-chloronitrobenzene is utilized as a starting material, 2,2'-dinitrobiphenyl is synthesized through high-temperature coupling reaction under copper powder catalysis, then 4-nitro carbazole is obtained through triethyl phosphite ring closure reaction, diazoniumsalt is prepared from 4-nitro carbazole through zinc powder reduction and diazotization reaction under the acid condition, and then the diazonium salt reacts with cuprous bromide to synthesize a product of 4-bromo-9H-carbazole. According to the method, the raw materials are easy to obtain, the production cost is low, and the yield can reach 70% or more; the method has easiness in industrial production and provides basis for industrialization of 4-bromo-9H-carbazole and follow-up derivatives of 4-bromo-9H-carbazole.
Synthetic method of 4-bromocarbazole
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Paragraph 0010; 0025; 0028; 0029; 0032; 0033; 0036, (2019/02/04)
The invention relates to a synthesis method of 4-bromocarbazole, which belongs to the field of organic synthesis. The method adopts o-chloronitrobenzene as an initial raw material to make high-temperature coupling reaction under the catalysis of copper powder to synthesize 2,2'-dinitrobipheny, then ring closing is performed by virtue of triethyl phosphite to obtain 4-nitrocarbazole, the 4-nitrocarbazole is subjected to reduction and diazotization reaction by virtue of zinc powder under the acidic condition to obtain diazonium salt, and the diazonium salt reacts with cuprous bromide to synthesize the product 4-bromocarbazole. The method adopts the easy-to-obtain raw materials, the production cost is low, the yield is 70 percent or above, the industrialized production is easy to implement, and a foundation is provided for the industrialization of the 4-bromocarbazole and subsequent derivatives thereof.
Design, Synthesis, and Pharmacological Characterization of Carbazole Based Dopamine Agonists as Potential Symptomatic and Neuroprotective Therapeutic Agents for Parkinson's Disease
Elmabruk, Asma,Das, Banibrata,Yedlapudi, Deepthi,Xu, Liping,Antonio, Tamara,Reith, Maarten E. A.,Dutta, Aloke K.
, p. 396 - 411 (2019/01/24)
We have developed a series of carbazole-derived compounds based on our hybrid D2/D3 agonist template to design multifunctional compounds for the symptomatic and disease-modifying treatment of Parkinson's disease (PD). The lead molecules (-)-11b (D-636), (-)-15a (D-653), and (-)-15c (D-656) exhibited high affinity for both D2 and D3 receptors and in GTPγS functional assay, the compounds showed potent agonist activity at both D2 and D3 receptors (EC50 (GTPγS); D2 = 48.7 nM, D3 = 0.96 nM for 11b, D2 = 0.87 nM, D3 = 0.23 nM for 15a and D2 = 2.29 nM, D3 = 0.22 nM for 15c). In an animal model of PD, the test compounds exhibited potent in vivo activity in reversing hypolocomotion in reserpinized rats with a long duration of action compared to the reference drug ropinirole. In a cellular antioxidant assay, compounds (-)-11b, (-)-15a, and (-)-15c exhibited potent activity in reducing oxidative stress induced by neurotoxin 6-hydroxydopamine (6-OHDA). Also, in a cell-based PD neuroprotection model, these lead compounds significantly increased cell survival from toxicity of 6-OHDA, thereby producing a neuroprotective effect. Additionally, compounds (-)-11b and (-)-15a inhibited aggregation and reduced toxicity of recombinant alpha synuclein protein in a cell based in vitro assay. These observations suggest that the lead carbazole-based dopamine agonists may be promising multifunctional molecules for a viable symptomatic and disease-modifying therapy of PD and should be further investigated.
Condensed fluorene derivative comprising heterocyclic ring
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, (2019/12/25)
The present invention relates to a condensed fluorene derivative comprising a heterocyclic ring and, more particularly, to an intermediate product for manufacturing a heterocyclic ring compound which can show excellent luminance and luminous efficiency when used as an organic light emitting material, while exhibiting excellent element characteristics with a long lifespan.COPYRIGHT KIPO 2020
Novel anthracene derivatives and organic light-emitting diode therewith
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, (2018/04/12)
The present invention relates to an anthracene derivative represented by chemical formula A, and an organic light-emitting device including the same. In the chemical formula A, R_1- R_10, L, M, and n are the same as defined in the present specification. According to the present invention, the organic light-emitting device including the compound in light-emitting layers exhibits long lifespan and high efficiency compared to existing organic light-emitting devices.COPYRIGHT KIPO 2018
Blue light emission of new anthracene derivatives produced using optimized side group link positions
Kang, Seokwoo,Jung, Hyocheol,Lee, Hayoon,Lee, Suji,Jung, Mina,Lee, Jaehyun,Chul Kim, Young,Park, Jongwook
, p. 369 - 378 (2018/05/09)
Using an anthracene chromophore as a core group and a phenyl carbazole chromophore as a side group, three new emitters of blue light, 2-DCPA, 3-DCPA and 4-DCPA, were synthesized. The three compounds differed with regard to the position of the carbazole linked to the core, with 2-DCPA and 4-DCPA using carbazole nodes and 3-DCPA using the lobe position. Density functional theory calculations were performed to determine which positions of the carbazole moiety had node characteristics and which had lobe characteristics. The PLmax values of 2-DCPA, 3-DCPA and 4-DCPA in the film state were in the blue region, at 453, 457, and 452 nm, respectively. Of these materials, 3-DCPA, i.e., that with the linkage to the lobe position, showed the highest efficiency, with a value of 2.91 cd/A, and EQE, with a value of 2.65%. In a doped device using CBP as a host material and 3-DCPA as a dopant, the ELmax emission was observed to be in the deep blue region, at 433 nm, and with a CIE value of (0.150, 0.068).
