419536-33-7

Usage

Chemical Properties

Class white powder

Uses

suzuki reaction

InChI:InChI=1/C18H14BNO2/c21-19(22)13-9-11-14(12-10-13)20-17-7-3-1-5-15(17)16-6-2-4-8-18(16)20/h1-12,21-22H

Upstream product

• 57102-42-8 N-(4-bromophenyl)carbazole 
• 121-43-7 Trimethyl borate 
• 106-37-6 1.4-dibromobenzene 
• 86-74-8 9H-carbazole 
• 589-87-7 1,4-bromoiodobenzene 
• 7647-01-0 hydrogenchloride 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 5419-55-6 Triisopropyl borate 
• 11113-50-1 boric acid 
• 150-46-9 triethyl borate 
• 19264-71-2 9-(4-chlorophenyl)-9H-carbazole 
• 7732-18-5 water 
• 5467-74-3 4-Bromophenylboronic acid 
• 460-00-4 1-Bromo-4-fluorobenzene 

Downstream Products

• 331980-55-3 4'-(carbazol-9-yl)-N-phenyl-[1,1'-biphenyl]-4-amine 
• 849677-18-5 C₄₉H₃₂N₂ 
• 888026-72-0 3,8-bis[4-(9H-carbazol-9-yl)phenyl]-1,10-phenanthroline 
• 1060735-27-4 3,6-bis(4-carbazol-9-yl-phenyl)-9H-carbazole 
• 1060735-25-2 3-(4-(9H-carbazol-9-yl)phenyl)-9H-carbazole 
• 1202059-35-5 9-(4-(9,10-diphenylanthracen-7-yl)phenyl)-9H-carbazole 
• 1162669-61-5 2,7-bis[4-(9-carbazolyl)phenyl]-[1]benzothieno[3,2-b][1]benzothiophene 
• 1215232-00-0 9-[4'-(benzoxazol-2-yl)biphenyl-4-yl]-9H-carbazole 
• 1098257-66-9 C₄₈H₂₉NO₂ 
• 1233923-41-5 C₁₂H₈NC₆H₄B(OC₆H₄)2C₅H₃N 
• 1233923-43-7 C₁₂H₈NC₆H₄B(OC₆H₃(CH₃))2C₅H₃N 
• 1236078-22-0 C₄₇H₃₅N₅O₂ 
• 1236078-11-7 4-[4-(9-carbazolyl)phenyl]-2-chloro-7H-pyrrolo[2,3-d]pyrimidine 
• 1236078-17-3 2,4-di(4-(9H-carbazol-9-yl)phenyl)-7H-pyrrolo[2,3-d]pyrimidine 

Relevant academic research and scientific papers

Novel thiophene-containing push-pull chromophores that include carbazole and triphenylamine moieties: study of optical and electrochemical properties

[Figure not available: see fulltext.] Novel carbazole- and triphenylamine-containing alkylidene malononitriles that include thiophene and bithienyl fragments as π-spacers were synthesized. Quantum-chemical calculations of the frontier molecular orbital energies were performed using the B3LYP/6-31G(d) method with regard to solvent. Electronic absorption spectra and fluorescence spectra were recorded for all the obtained compounds; their electrochemical properties were also studied. The experimental energy values of HOMO and LUMO levels were derived from resulting data. Thin films were obtained by the spin coating technique, and their surface morphology was studied using a NTEGRA Prima scanning tunneling microscope.

Controlled synthesis of conjugated microporous polymer films: Versatile platforms for highly sensitive and label-free chemo- and biosensing

Conjugated microporous polymers (CMPs), in which rigid building blocks form robust networks, are usually synthesized as insoluble and unprocessable powders. We developed a methodology using electropolymerization for the synthesis of thin CMP films. The thickness of these films is synthetically controllable, ranging from nanometers to micrometers, and they are obtained on substrates or as freestanding films. The CMP films combine a number of striking physical properties, including high porosity, extended π conjugation, facilitated exciton delocalization, and high-rate electron transfer. We explored the CMP films as versatile platforms for highly sensitive and label-free chemo- and biosensing of electron-rich and electron-poor arenes, metal ions, dopamine, and hypochloroic acid, featuring rapid response, excellent selectivity, and robust reusability.

A bipolar emitting material for high efficient non-doped fluorescent organic light-emitting diode approaching standard deep blue

A deep blue emitting compound 9-(4′-(1,4,5-triphenyl-1H-imidazol-2-yl)-[1,1′-biphenyl] -4-yl)-9H-carbazole was designed and synthesized. The emitting compound characters as donor-π-acceptor structure with carbazole as the electron-donor and imidazole as the electron-acceptor. The emitting compound shows high quantum yield (0.87) in solution and good thermal stability. The emitting compound exhibits bipolar transporting characteristics identified by single-carrier devices. The non-doped fluorescent organic light-emitting diode with the emitting compound as emitting layer exhibits emission peak at 420 nm and full width at half maximum of 54 nm, maximum current efficiency of 2.30 cd/A, and maximum power efficiency of 1.52 lm/W, which are higher than most reported deep blue emitters with a y coordinate ≤0.064. The chromaticity coordinate is stable at (0.166, 0.064) with increasing operation voltage.

Carbazole-diphenylimidazole based bipolar material and its application in blue, green and red single layer OLEDs by solution processing

Single layer structure is an ideal way to realize the low cost solution processed organic light-emitting diodes (OLEDs). Efficient electroluminescent material with hole and electron transport characters as well as suitable triplet energy levels is highly desired to realize single layer OLEDs with good performance. In this work, a bipolar compound with carbazole as electron donor and 4,5-diphenylimidazoleas as electron acceptor has been successfully synthesized and applied as emitting layer for both non-doped and doped single layer OLEDs fabricated by solution processing. A pure blue emission achieved in the non-doped single layer OLED with a current efficiency of 0.38 cd A?1, luminance up to 672 cd m?2. The single layer doped OLEDs with the bipolar compound as host achieved blue, green and red phosphorescence OLEDs with current efficiency of 0.083, 13.42, 2.58 cd A?1 and luminance up to 108, 17103, 1347 cd m?2, respectively. The performance of single layer OLEDs has been greatly improved by bipolar emitting materials which show a great potential to simplify the configuration of OLEDs.

Red emissive organic light-emitting diodes based on codeposited inexpensive CuI complexes

Inexpensive materials made of abundant natural resources such as CuI complexes are essential to sustain the development of organic light emitting diode (OLED) technology for mass market applications such as solid-state illumination. CuI complexes, however, mostly are neither soluble nor stable toward sublimation, which is a road block for the development of efficient CuI complex based OLEDs using traditional methods of synthesis, sublimation and vacuum evaporation. In this work, two isoquinolyl carbazole (CIQ) compounds 9-(8-(carbazol-9-yl)isoquinolin-5-yl)-carbazole (DCIQ) and 9-(4-(5-(4-(carbazol-9-yl)phenyl)isoquinolin-8-yl)phenyl)-carbazole (DCDPIQ) were synthesized to codeposition with copper iodide (CuI) to form red emissive dimeric CuI complex doped film in situ, which could be utilized directly as the emissive layer (EML) in OLEDs. After a systematic study of the two compounds and their codeposited CuI:CIQ films, as well as optimizing the CuI doping concentration, it is found that red OLEDs can be achieved, showing a maximum emission band, an external quantum efficiency (EQE), a luminance of 643 nm, 3.5%, 3290 cd m-2 for DCIQ, and 635 nm, 3.6%, 853 cd m-2 for DCDPIQ, respectively.

Preparation method of 4-(9H-carbazol-9-yl)phenylboronic acid

The invention relates to a preparation method of 4-(9H-carbazol-9-yl)phenylboronic acid, belonging to the technical field of organic synthesis. The preparation method comprises the following steps: with carbazole as an initial raw material, subjecting carbazole to reacting with 4-chlorobromobenzene to generate 9-(4-chlorphenyl)-9H-carbazole; and then condensing 9-(4-chlorphenyl)-9H-carbazole with triethyl borate, and carrying out hydrolyzing to generate the 4-(9H-carbazol-9-yl)phenylboronic acid. According to the method, n-butyllithium is not used in the process of preparing the 4-(9H-carbazol-9-yl)phenylboronic acid, so an ultralow-temperature reaction is avoided, and all the reactions are carried out under mild conditions; and compared with an existing synthesis process, the method is more suitable for industrial production.

COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME

The present invention provides a compound of chemical formula 1 and an organic light emitting device comprising the same. The compound according to an embodiment of the present invention has excellent lifespan characteristics and can have high luminous efficiency even at a low driving voltage.COPYRIGHT KIPO 2020

Achieving non-doped deep-blue OLEDs by applying bipolar imidazole derivatives

In this work, we designed and synthesized two novel bipolar deep-blue emitting materials, 2-(4'-(9H-carbazol-9-yl)-[1,1′-biphenyl]-4-yl)-1 (4(tri-fluoromethyl) phenyl)-1H-phenanthro[9,10-d] imidazole (CzB-FMPPI) and 9-(4'-(4,5-diphenyl-1 (4-(trifluoromethyl) phenyl)-1H-imidazole-2-yl)-[1,1′-biphenyl]-4-yl)-9H-carbazole (CzB-FMPIM). Among them, carbazole and phenanthroimidazole are bridged linkage by the biphenyl ring and act as electron-donating part. The CF3-substituted phenyl ring applies as strong electron-withdrawing moiety. The exhibit highly twisted molecular configuration of two compounds efficiently shorten π-conjugation and inhibit intermolecular interaction, resulting in superior thermal stability and deep blue emission. High decomposition temperature of 431 °C and 414 °C, glass transition temperature of 150 °C and 135 °C for CzB-FMPPI and CzB-FMPIM, respectively, had been achieved. As a consequence of breaking the conjugation of phenanthroimidazole chromophore, CzB-FMPIM achieves an 8 nm blue-shifted emission compared with CzB-FMPPI. CzB-FMPPI exhibits a higher relative fluorescence quantum yield of 92.5% than 83.3% of CzB-FMPIM. Moreover, bipolar property was observed in both compound and homogeneous amorphous films were deposited and applied in the non-doped deep-blue OLEDs. The devices based on two emitters showed maximum luminance of 6667 cd/m2 and 3084 cd/m2, maximum EQE of 4.10% and 3.17%, respectively. Commission International de l'éclairage (CIE) coordinates of CzB-FMPIM based device achieved (0.15, 0.07) which is extremely close to the NTSC standard blue CIE (0.14, 0.08).

Heterocyclic com pounds and organic light-emitting diode including the same

The present invention relates to novel heterocyclic compounds of chemical formula 1 and an organic electroluminescent device containing the same as a light emitting material and, more specifically, to stable heterocyclic compounds with superior light emitting properties such as driving voltage and light emitting efficiency; and an organic electroluminescent device containing the same. Also, the present invention provides an organic electroluminescent device comprising an anode, a cathode, and layers which are inserted between the anode and the cathode and contain the heterocyclic compounds of chemical formula 1.

New compounds and organic light-emitting diode including the same

PURPOSE: A compound is provided to improve luminous efficiency and to make low voltage operation possible when applied to an organic electroluminescence device by having low driving voltage and excellent luminous efficiency. CONSTITUTION: A compound is represented by chemical formula 1. In chemical formula 1, each R is selected from hydrogen, deuterium, substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C7-30 alkyl, substituted or unsubstituted C3-30 cycloalkyl, substituted or unsubstituted C5-30 cycloalkenyl, substituted or unsubstituted C1-30 alkoxy, substituted or unsubstituted C6-30 aryloxy, substituted or unsubstituted C1-30 alkylthioxy, substituted or unsubstituted C5-30 arylthioxy, substituted or unsubstituted C1-30 alkylamine, substituted or unsubstituted C5-30 arylamine, substituted or unsubstituted C5-50 aryl, substituted or unsubstituted C3-50 heteroaryl, substituted or unsubstituted silicon, substituted or unsubstituted boron, substituted or unsubstituted silane, carbonyl, phosphoryl, amino, nitrile, hydroxy, nitro, halogen, amide, and ester.