34292-03-0

Basic information

• Product Name: 9-(naphthalen-2-yl)-9H-carbazole
• Synonyms: 9H-carbazole, 9-(2-naphthalenyl)-; 9-Naphthalen-2-yl-9H-carbazol
• CAS NO: 34292-03-0
• Molecular Formula: C₂₂H₁₅N
• Molecular Weight: 293.3612
• Mol File: 34292-03-0.mol

Chemical Properties

• Boiling Point: 503.7°C at 760 mmHg
• Flash Point: 258.4°C
• Density: 1.15g/cm³
• Vapor Pressure: 2.85E-10mmHg at 25°C
• Refractive Index: 1.669
• CAS DataBase Reference: 9-(naphthalen-2-yl)-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 9-(naphthalen-2-yl)-9H-carbazole(34292-03-0)
• EPA Substance Registry System: 9-(naphthalen-2-yl)-9H-carbazole(34292-03-0)

Safety Data

• Hazardous Substances Data: 34292-03-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Light Emitting Diodes (OLEDs) Industry:
9-(naphthalen-2-yl)-9H-carbazole is used as a light-emitting material for its ability to efficiently emit light when an electric current is applied, making it a key component in the manufacture of OLEDs.
Used in Electronic and Optoelectronic Devices:
Due to its semiconducting properties, 9-(naphthalen-2-yl)-9H-carbazole has potential applications in various electronic and optoelectronic devices, where its unique chemical structure can contribute to improved performance and functionality.
Used in Organic Photovoltaic Devices:
9-(naphthalen-2-yl)-9H-carbazole is studied for its potential use in organic photovoltaic devices, where it could enhance the efficiency of solar energy conversion by leveraging its light-emitting and semiconducting characteristics.
Used in Organic Field Effect Transistors (OFETs):
As a material for organic field effect transistors, 9-(naphthalen-2-yl)-9H-carbazole may contribute to the development of flexible and low-cost electronic devices, taking advantage of its semiconducting properties for improved transistor performance.

Upstream product

• 2113-51-1 2-iodobiphenyl 
• 91-59-8 naphthalen-2-ylamine 
• 580-13-2 2-bromonaphthalene 
• 74367-40-1 N-(trimethylsilyl)-9H-carbazole 
• 7385-85-5 naphthalen-2-yl tosylate 
• 86-74-8 9H-carbazole 

Downstream Products

• 934545-80-9 3-bromo-9-(naphthalen-2-yl)-9H-carbazole 
• 1334036-93-9 9-(naphthyl-2-yl)-3-(4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)-9H carbazole 
• 1221237-83-7 3,6-dibromo-N-(2-naphthyl)carbazole 
• 1133057-98-3 ((9-(naphthalen-2-yl)-9H-carbazol-3-yl)boronic acid) 

Relevant articles and documents

Nickel-Catalyzed N-Arylation of Diarylamines for Triarylamine Synthesis

A practical nickel-catalyzed C-N cross-coupling reaction between diarylamines and aryl halides has been developed using commercially available NiCl2(dppf) as the catalyst. This robust method can be efficiently applied to a variety of diarylamines which are privileged motifs in materials science, including phenoxazines, phenothiazines, carbazoles, diphenylamines, 9-10-dihydroacridines, 10,11-dihydro-5H-dibenzo[b,f]azepines, 5H-dibenzo[b,f]azepines, and 9H-tribenzo[b,d,f]azepines.

Palladium-catalyzed C-H bond activation for the assembly of: N -aryl carbazoles with aromatic amines as nitrogen sources

A convenient and efficient palladium-catalyzed C-H bond activation for the assembly of N-aryl carbazole is reported, in which two C-N bonds were formed under one set of conditions. The desired carbazoles were achieved in decent yields with a wide substrate scope by utilizing readily available 2-iodo biphenyls and aromatic amines as starting materials.

ORGANIC MIXTURE AND APPLICATION THEREOF IN ORGANIC ELECTRONIC DEVICES

The present invention relates to an organic mixture and an application thereof in organic electronic devices. The organic mixture comprises a spirofluorene organic compound containing a fused heterocyclic ring and an aromatic fused heterocyclic organic compound containing an electron-donating group. A combination of the two materials may be used as a host material of a phosphorescent organic light-emitting diode (OLED), which may use the energy of excitons and balance the charge transport to the greatest extent and which may effectively reduce the concentration of excitons and the operating voltage of a corresponding device, thereby effectively improving the efficiency and service life of the related electronic device in order to provide an effective solution for improving the overall performance of an organic electronic device.

Nickel-Catalyzed N-Arylation Using N -Trimethylsilyl-carbazole

Nickel-catalyzed N-arylation reaction of N -trimethylsilyl-carbazole using aryl bromides is found to proceed in the presence of sodium acetate, giving N -aryl-carbazoles in high yields. Under these conditions, N -trimethylsilyl-carbazole could react with aryl bromides selectively even in the presence of other N -trimethylsilyl-amines or N -H-amines. This arylation reaction was applied to the polymerization to provide a polycarbazole.

DIALKYL[2-(PYRENYL)PHENYL]PHOSPHINE, AND CATALYST COMPRISING PALLADIUM COMPOUND AND THE SAME

PROBLEM TO BE SOLVED: To provide a catalyst which comprises a palladium compound and [2-(pyrenyl)phenyl]phosphine. SOLUTION: The invention uses as a catalyst a complex compound which comprises a palladium compound and [2-(pyrenyl)phenyl]phosphine represen

A Method for Identifying and Developing Functional Group Tolerant Catalytic Reactions: Application to the Buchwald-Hartwig Amination

Transition-metal catalysis has revolutionized organic synthesis, but difficulties can often be encountered when applied to highly functionalized molecules, such as pharmaceuticals and their precursors. This results in discovery collections that are enrich

A HOLE TRANSPORT MATERIAL AND AN ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME

The present invention relates to a hole transport material and an organic electroluminescent device comprising the same. By using the hole transport material according to the present invention, an organic electroluminescent device having significantly improved operational lifespan while maintaining low driving voltage and high current and power efficiencies can be produced.

A Hole Transport Material and an Organic Electroluminescent Device Comprising the Same

The present invention relates to a hole transport material and an organic electroluminescent device comprising the same. The hole transport material according to the present invention is used in manufacturing of an organic electroluminescent device having a low driving voltage, excellent current efficiency and power efficiency, and improved driving life.COPYRIGHT KIPO 2016

NOVEL ORGANIC ELECTROLUMINESCENT COMPOUNDS AND AN ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME

The present disclosure relates to novel organic electroluminescent compounds and an organic electroluminescent device comprising the same. By using the organic electroluminescent compound of the present disclosure, the organic electroluminescent device may improve driving lifespan while maintaining equal or greater efficiency compared to conventional devices.

An Efficient Synthesis of N-(Hetero)arylcarbazoles: Palladium-Catalyzed Coupling Reaction between (Hetero)aryl Chlorides and N-Carbazolylmagnesium Chloride

An efficient method for the synthesis of N-(hetero)arylcarbazoles, useful compounds for functional materials, is reported. Various (hetero)aryl chlorides reacted with N-carbazolylmagnesium chloride in the presence of a palladium catalyst (0.05 to 0.2 mol%) prepared from allylpalladium(II) chloride dimer {[PdCl(allyl)]2} and di-tert-butyl(2,2-diphenyl-1-methylcyclopropan-1-yl)phosphine (cBRIDP) under mild conditions (110°C) in a short period of time (15 min to 2 h) to give N-(hetero)arylcarbazoles in high yields. The reactions of bromochlorobenzenes proceeded in favour of the bromo group to afford N-(chlorophenyl)carbazoles in a highly selective manner. Functional materials for use in organic light-emitting diodes, such as mCP, 26mcPy, CBP and TCB, were also obtained in high yields within 15 min by the reaction of (hetero)aryl polyhalides. Optimization of the reaction conditions and a postulated catalytic cycle for the reaction are also discussed.