601454-33-5

Usage

Uses

Used in Pharmaceutical Industry:
(9-(4-BROMOPHENYL))-3,6-DI-TERT-BUTYL-9H-CARBAZOLE is used as a potential pharmaceutical candidate for various applications due to its carbazole structure, which may exhibit pharmacological and biological properties. The specific applications and reasons for its use in this industry may vary depending on the compound's properties and the context of its intended application.
Used in Organic Electronics:
(9-(4-BROMOPHENYL))-3,6-DI-TERT-BUTYL-9H-CARBAZOLE is used in the development of organic electronic devices, such as organic light-emitting diodes (OLEDs) and organic solar cells, due to its carbazole-based structure. (9-(4-BROMOPHENYL))-3,6-DI-TERT-BUTYL-9H-CARBAZOLE's properties may contribute to improved performance and efficiency in these electronic applications.

Upstream product

• 106-37-6 1.4-dibromobenzene 
• 37500-95-1 3,6-di(tert-butyl)-9H-carbazole 
• 86-74-8 9H-carbazole 
• 589-87-7 1,4-bromoiodobenzene 
• 460-00-4 1-Bromo-4-fluorobenzene 

Downstream Products

• 887950-46-1 4-[4-(3,6-di-tert-butyl-carbazol-9-yl)-phenyl]-2-methyl-but-3-yn-2-ol 
• 764710-77-2 3,6-bis(1,1-dimethylethyl)-9-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole 
• 255829-32-4 3,6-di-tert-butyl-9-(4-iodophenyl)-9H-carbazole 
• 1314935-62-0 [4-(3,6-di-tert-butylcarbazol-9-yl)phenyl]dimesitylborane 
• 1449376-95-7 N-(4-trimethylsilylphenyl)-3,6-di-tert-butylcarbazole 
• 1449377-03-0 2-N-[4-(3,6-di-tert-butylcarbazolyl)phenyl]-1,3-diphenyl-1,3,2-benzodiazaborole 
• 1449376-99-1 2-N-[4-(3,6-di-tert-butylcarbazolyl)phenyl]-1,3-bis(pentafluorophenyl)-1,3,2-benzodiazaborole 
• 255829-43-7 3,6-di-tert-butyl-9-[4-(trimethylsilylethynyl)phenyl]-9H-carbazole 
• 601454-35-7 (4-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)boronic acid 
• 1398615-55-8 bis(3,4,5-trifluorophenyl)phosphine oxide 

Relevant academic research and scientific papers

Solution processable red iridium dendrimers containing oligocarbazole dendrons for efficient nondoped and doped phosphorescent OLEDs

Solution processable red Ir dendrimers named R-D1, R-D2 and R-D3, which contain a quinoline-based homoleptic complex as the core and oligocarbazole as the dendron, have been facilely and successfully designed and synthesized via a post-dendronization procedure. With the increasing dendron generation from R-D1 to R-D3, the intermolecular interactions and luminescence quenching in solid states are found to be effectively prevented because of encapsulation from the outer dendrons. As a result, the third-generation dendrimer R-D3 achieves the best nondoped device performance, revealing a promising EQE of 10.5% (9.2 cd A-1, 7.0 lm W-1) with CIE coordinates of (0.67, 0.33). Furthermore, the doped devices of R-D3 show a wide doping concentration window in the range of 5-30 wt%, and a maximum EQE as high as 18.3% (25.7 cd A-1, 33.0 lm W-1) is realized at about a 10 wt% doping content. The results can compete well with vacuum-deposited small molecular red phosphors, representing important progress on solution processable phosphorescent dendrimers with red emission.

Pt(II) diimine complexes bearing varied alkyl chains: Synthesis, tunable photophysical properties and aggregation-induced optical power limiting enhancement

A series of Pt(II) diimine complexes with varied alkyl chains on 2,2′- dipyridyl ligands (Pt-C1–Pt-C3) have been synthesized and characterized. The photophysical properties and nonlinear absorption properties were elucidated using UV–vis absorption, emission and transient absorption spectroscopy, density functional theory (DFT) calculations and electrochemical experiments. It was found that increasing the alkyl chain led to regular changes in the photophysical properties of Pt-C1–Pt-C3. The original conjugated skeleton of the Pt(II) complexes were affected when the alkyl chain was introduced and extended. All complexes exhibited an obvious aggregation-induced phosphorescence emission (AIPE) in a mixed solution comprised of tetrahydrofuran/water. The formation of nanoparticles in the aggregated state induced these complexes to exhibit different excited state properties. When the water content increased, the emission intensity increases 3 ～ 13-flod and the excited state lifetime increased 98-flod due to the formation of Pt(II) complex nanoparticles. As a result, the optical power limiting (OPL) performance of these complexes was greatly improved. Based on the systematical investigation of nonlinear optical complexes in aggregated state, this work provided a theoretical basis for the development of new OPL materials. Furthermore, the Pt(II) complex nanoparticles will be more conducive to the potential application of OPL devices.

Alkylated indolo[3,2,1-jk]carbazoles as new building blocks for solution processable organic electronics

A facile strategy for the introduction of tert-butyl and hexyl chains to the indolo[3,2,1-jk]carbazole scaffold is presented. With these building blocks six materials based on three different 4,4′-bis(N-carbazolyl)-1,1-biphenyl derivatives with varying degree of planarization were prepared. Characterization of the materials showed that the alkyl chains have only minor effects on the photophysical properties of the compounds. In contrast, thermal robustness towards decomposition and electrochemical stability are increased by the introduced alkyl chains. Detailed investigation of the solubility in five different solvents revealed that the incorporation of the alkyl chains increases the solubility significantly. The increased solubility of the materials allowed the application as host materials in red, green and sky-blue solution processed phosphorescent organic light emitting diodes. Hence, this work presents the first solution processed light emitting devices based on the indolo[3,2,1-jk]carbazole scaffold.

A solution-processable hybridized local and charge-transfer (HLCT) phenanthroimidazole as a deep-blue emitter for efficient solution-processed non-doped electroluminescence device

Most highly efficient hybridized local and charge-transfer (HLCT)-based organic light‐emitting diodes (OLEDs) are multi-layer devices fabricated by thermal vacuum evaporation techniques, which are inappropriate for the simplified device fabrication process. However, there are only a couple of reported examples of solution-processed HLCT OLEDs, particularly deep-blue OLEDs. Herein, we design and synthesize a solution-processable HLCT emitter, CPPI, in which 1,2-diphenyl-phenanthroimidazole (PI) as an acceptor core is substituted by three 3,6-di-tert-butyl-N-phenyl-carbazole (CP) moieties as a donor and hole-transporting/solubilizing unit. The HLCT and photophysical properties are thoroughly examined by theoretical and experimental methods. CPPI exhibits HLCT characteristics with intense deep-blue color emission, high thermal and electrochemical stability, and decent hole-transporting ability. The molecule is successfully fabricated as a solution-processed non-doped emitter in organic light-emitting diodes (OLED). The solution-processed OLED retains efficient and stable deep-blue color emission (CIE coordinates of (0.157, 0.089)) with a narrow FWHM of 66 nm, an EQEmax of 3.39% and a high exciton utilization efficiency of 42.4%. Crucially, this result signifies an advance in developing a solution-processable HLCT molecule as an emitter for solution-processed non-doped OLEDs.

Organic light-emitting material containing benzo[c][1,2,5]thiadiazole derivative receptor structural unit and application

The invention provides an organic light-emitting material based on a donor-receptor structure of a benzo[c][1,2,5]thiadiazole-4-aldehyde group receptor and a 2-(benzo[c][1,2,5]thiadiazole-4-methylene)malononitrile receptor and application thereof. The organic light-emitting material is a receptor-donor separation system, wherein the receptor is benzo[c][1,2,5]thiadiazole-4-aldehyde or 2-(benzo[c][1,2,5]thiadiazole-4-methylene) malononitrile, and a donor is carbazole and a derivative or benzoxazine and the like. The lowest unoccupied molecular orbital (LUMO) in the material is located in the receptor, and the highest occupied molecular orbital (HOMO) in the material is located in the donor, so that the molecular orbital energy level of the luminescent material can be effectively regulated and controlled through electrical regulation of the receptor structure and the donor. By regulating and controlling the structure of the light-emitting material or the electron donating capability of the donor, the light-emitting color of material molecules can be conveniently regulated. The organic light-emitting material has the characteristic that the light-emitting color is easy to adjust, andcan be used as a light-emitting material for preparing an OLED device.

Micromolecular hole transport material applied to solution processing type organic light-emitting device

The invention relates to a micromolecular hole transport material applied to a solution processing type organic electroluminescent device. The micromolecular hole transport material is prepared according to the following steps: adding a planar N heterocyclic ring and 4-fluoronitrobenzene into a reaction bottle according to a molar ratio of 1:1 to 1:1.5 with DMF as a solvent and K2CO3 as an acid binding agent, and conducting reacting at 100-120 DEG C for 5-10 hours to obtain a nitro compound; and reducing the obtained nitro compound by using SnCl2.H2O in a molar ratio of 1:2 to 1: 3, and carrying out a reflux reaction in ethanol for 4-6 hours. The end group of the micromolecular hole transport material is a planar N-heterocycle. The hole transport material with an end group of a planar N heterocyclic ring and capable of being processed in a solution can be applied to the fields of organic electroluminescent devices, and also can be applied to the fields of organic solar cells, organic thin film transistors or organic photoreceptors.

Regulation of peripheral tert-butyl position: Approaching efficient blue OLEDs based on solution-processable hole-transporting materials

Solution-processable hole transporting materials (HTMs)play a vital role in organic light emitting diodes (OLEDs)with the purpose of reducing costs and improving productivity. Herein, two twisted HTMs N2,N2,N7,N7-tetrakis(4-(3,6-di-tert-butyl-9H- carbazol-9-yl)phenyl)-9,9-dimethyl-9H-fluoren-2,7-diamine (p-BCz-F)and N2,N2,N7, N7-tetrakis(4-(2,7-di-tert-butyl-9H-carbazol-9-yl)phenyl)-9,9-dimethyl-9H-fluoren-2,7-diamine (m-BCz-F), have been successfully synthesized. The two compounds are endowed with superior solubility in common organic solvents, facilitating solution-processed OLEDs. By simply changing position of peripheral tert-butyl moiety, the material performance could be regulated. The HTMs p-BCz-F exhibits superior glass transition temperature (Tg)of 168 °C. Particularly, in terms of mobility, 1.42-fold higher could be also found for p-BCz-F (4.35 × 10?4 cm2V– 1S?1)than m-BCz-F (3.05 × 10?4 cm2V– 1S?1). Similarly, the p-BCz-F-based blue devices with BCzVBi as the emitter show better performance with maximum current efficiency (CE)of 7.05 cd/A and luminance (L)of 23365 cd/m2, corresponding CE of 6.12 cd/A and L of 21055 cd/m2 for m-BCz-F-based devices. In short, the different position of peripheral tert-butyl on carbazolyl moiety will lead to different performance and it provided a simple strategy to design solution-processable HTMs for efficient OLEDs.

Dendritic organometallic complexes as well as preparation method and application thereof

The present invention provides a preparation method of dendritic organometallic complexes. The method comprises the following step: performing a Suzuki reaction on one dendrimer unit containing boricacid or borate represented by a formula (I) and one meta

Site-Selective N-Arylation of Carbazoles with Halogenated Fluorobenzenes

A method for the highly site-selective C-N bond-formation reaction of halogenated fluorobenzenes with carbazoles is described. The selectivity of iodine and fluorine atoms on the aromatic ring of fluorinated iodobenzenes was initially determined with a copper-N,N-diisopropylethylamine catalytic system. By changing the position of the iodine atom on the aromatic ring from the 3- or 4-position to the 2-position, the preferred coupling site was switched from the iodine atom to the fluorine atom. Steric hindrance of the fluorinated iodobenzenes is responsible for the selectivity switch. After elucidating the reaction mechanisms of these reaction processes, a metal-free method for the highly site-selective C-N bond-formation reaction of halogenated fluorobenzenes with carbazoles was revealed through C-F bond activation. The metal-free system is able to handle a range of halogenated groups. Thus, a broad range of chlorinated, brominated, and iodinated N-arylated carbazoles were generated, which are widely useful in organic chemistry.

Simultaneously enhancement of quantum efficiency and color purity by molecular design in star-shaped solution-processed blue emitters

A series of fluorene-free bipolar star-shaped molecules, Sn-Cz-OXD (n = 1-5), with increasing conjugated length in branches were synthesized as high efficient blue emitters for OLEDs. With the extension of conjugated branches, the solid PL quantum efficiency and external quantum efficiency of Sn-Cz-OXD significantly increased with longer spacer, while the emission spectrum of these materials exhibited a blue-shift with enhanced color purity due to the unique molecular design. All materials maintained exceptionally high thermal stability after prolonged heat treatment at 150 °C in air. The photophysical, electrochemical, thermal properties of these emitters were studied in relation to the molecular structure. Nondoped device based on S4-Cz-OXD with structure ITO/PEDOT:PSS/EML/TPBI/LiF/Al emitted stable pure blue light with CIE coordinates of (0.157, 0.146). It exhibited high current efficiency and external quantum efficiency of 4.96 cd A-1 and 4.20%, respectively. These values are among the best results for solution-processed non-doped blue device based on fluorene-free materials, indicating its potential for commercial applications.