750573-24-1

Basic information

• Product Name: 9,9'-(5-bromo-1,3-phenylene)bis(9H-carbazole)
• Synonyms: 9,9'-(5-bromo-1,3-phenylene)bis(9H-carbazole);1-Bromo-3,5-bis(carbazol-9-yl)benzene;9,9'-(5-Bromo-1,3-phenylene)bis(9H-carbazole)
• CAS NO: 750573-24-1
• Molecular Formula: C₃₀H₁₉BrN₂
• Molecular Weight: 487.38926
• Mol File: 750573-24-1.mol
• Article Data: 50

Chemical Properties

• Melting Point: 224.0 to 228.0 °C
• Boiling Point: 681.5±55.0 °C(Predicted)
• Appearance: /
• Density: 1.39±0.1 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 9,9'-(5-bromo-1,3-phenylene)bis(9H-carbazole)(CAS DataBase Reference)
• NIST Chemistry Reference: 9,9'-(5-bromo-1,3-phenylene)bis(9H-carbazole)(750573-24-1)
• EPA Substance Registry System: 9,9'-(5-bromo-1,3-phenylene)bis(9H-carbazole)(750573-24-1)

Safety Data

• Hazardous Substances Data: 750573-24-1(Hazardous Substances Data)

Usage

General Description

9,9'-(5-bromo-1,3-phenylene)bis(9H-carbazole) is a chemical compound with the molecular formula C36H25BrN2. It is a synthetic organic compound that consists of two carbazole units linked through a 5-bromo-1,3-phenylene bridge. This chemical is commonly used in organic electronics and optoelectronic devices due to its high thermal stability and excellent charge-transport properties. It is also utilized in the synthesis of organic light-emitting diodes (OLEDs), organic field-effect transistors (OFETs), and other organic semiconductor applications. Additionally, this compound has potential applications in organic photovoltaic devices and as a luminescent material in light-emitting applications.

Upstream product

• 1435-51-4 1,3-dibromo-5-fluorobenzene 
• 86-74-8 9H-carbazole 
• 149428-64-8 1-bromo-3,5-diiodobenzene 
• 461-96-1 3,5-difluorobromobenzene 
• 1353645-90-5 9,9'-(5-(trimethylsilyl)-1,3-phenylene)bis(9H-carbazole) 
• 17878-23-8 3,5-dibromo-1-trimethylsilylbenzene 
• 626-39-1 1,3,5-trisbromobenzene 

Downstream Products

• 750573-25-2 9,9'-(5'-phenyl[1,1':3',1''-terphenyl]-3,5-diyl)bis-9H-carbazole 
• 1352800-07-7 3',5'-di(carbazol-9-yl)-[1,1'-biphenyl]-3,5-dicarbonitrile 

Relevant articles and documents

Synthesis and characterization of electroactive polymers containing carbazole and harmane groups

We have synthesized three types of polymers: carbazole (P1), norharmane (P2), and carbazole and harmane copolymer (P3). The optical properties and photophysical properties of these polymers were fully investigated and the relationship between polymer structure and the electroluminescence properties of OLED device was systematically investigated herein. The three polymers represent high thermal stability and widely optical band gaps (ΔEg) over 2.78?eV. The best device performance based on copolymer demonstrates the maximum luminance (L) of 11096?cd/m2, luminance efficiency (LE) of 37.9?cd/A, and power efficiency (PE) of 10.6?lm/W.

Thermally activated delayed fluorescence material with aggregation-induced emission properties for highly efficient organic light-emitting diodes

Luminescent materials with aggregation-induced emission (AIE) properties exhibit high solid state emission, while thermally activated delayed fluorescence (TADF) materials can fully harvest singlet and triplet excitons to achieve efficient electroluminescence (EL). Herein, the amalgamation of AIE and TADF properties, termed aggregation-induced emission and thermally activated delayed fluorescence (AIE-TADF), is a promising strategy to design novel desirable luminescent materials. In this paper, a new tailor-made material, DCPDAPM, is obtained based on carbazole as the skeleton, 9,9-dimethyl-9,10-dihydroacridine as the donor group and benzophenone as the acceptor group. Its structure is fully characterized by elemental analysis, NMR spectroscopy and mass spectrometry. Furthermore, its thermal stability, photophysical properties, and electrochemical properties are investigated systematically. The results show that this AIE-TADF compound exhibits good thermal stability, electrochemical stability and AIE and TADF properties. Ultimately, using DCPDAPM and DCPDAPM doped into CBP as light-emitting layers, a non-doped OLED (device A) and doped OLEDs (device B, device C and device D) were fabricated and studied. Device A displays green light with a turn-on voltage of 3.2 V, a maximum brightness of 123:371 cd m-2, a maximum current efficiency of 26.88 cd A-1, a maximum power efficiency of 15.63 lm W-1 and an external quantum efficiency of 8.15%. Among the doped OLEDs (device B, device C and device D), device D shows the best EL performance with a turn-on voltage of 3.6 V, a maximum brightness of 116:100 cd m-2, a maximum current efficiency of 61.83 cd A-1, a maximum power efficiency of 40.45 lm W-1 and an external quantum efficiency of 19.67%. These results adequately demonstrate the practicability of combining AIE and TADF to explore new efficient emitters.

Bipolar host materials with carbazole and dipyridylamine groups showing high triplet energy for blue phosphorescent organic light emitting diodes

A series of new bipolar host materials with carbazole and different number of dipyridyl amine groups were synthesized for blue phosphorescent organic light-emitting diodes (PHOLEDs). Especially, we applied dipyridyl amine to control the polarity as well a

Synthesis and electro-optical properties of adamantane-based host and hole-transporting material for thermal stable blue phosphorescent OLEDs

New host/hole-transporting material, namely 9,9-{5-[(3r,5r,7r)-adamantan-1-yl]-1,3-phenylene} bis(9H-carbazole) (ad-mCP) and N4-(3-((3r,5r,7r-adamantan-1-yl)phenyl)-N4-(3-((2R,5S,6as)-hexahydro-2,5-methanopentalen-3a(1H-yl)phenyl)-N4N4-diphenyl-[1,1-biphenyl]-4,4-diamine (ad-TPD), were designed and synthesized by introducing rigid adamantane unit into 1,3-Bis(N-carbazolyl) benzene and N4N4N4,N4-tetraphenyl-[1,1-biphenyl]-4,4-diamine via a Suzuki coupling reaction. Thermal, photophysical, and electrochemical properties of ad-mCP and ad-TPD were investigated. Using adamantane unit leads to enhance thermal stability. Phosphorescent organic light-emitting diodes constructed using ad-mCP emitting layer and ad-TPD hole transporting layer produce bright blue emissions with a high maximum current efficiency of 7.0 cd/A.

Novel boron-containing organic electroluminescent material and application thereof

The invention relates to a novel organic compound having a structure represented by the following formula (1): wherein X1-X16 is independently selected from CH, C or N, and X17-X24 is independently selected from CH, C or N, L is selected from a substituted or unsubstituted arylene group of C6-C30 or a substituted or unsubstituted heteroarylene group of C3-C30, R1-R8 is independently selected fromone or more of H, halogen, cyano, alkyl or cycloalkyl of C1-C10, alkenyl of C2-C6, alkoxy or thioalkoxy of C1-C6, substituted or unsubstituted aryl of C6-C30 and substituted or unsubstituted heteroaryl of C3-C30. When the compound provided by the invention is used as a luminescent layer material in an OLED device, excellent device performance and stability are shown. The invention also discloses an organic light-emitting device adopting the compound with the general formula.

ORGANIC COMPOUND HAVING IMPROVED LUMINESCENT PROPERTIES, ORGANIC LIGHT EMITTING DIODE AND ORGANIC LIGHT EMITTING DEVICE HAVING THE COMPOUND

An organic compound, an organic light emitting diode including the compound, and an organic light emitting device including the organic light emitting diode are disclosed. The organic compound may include a fused hetero aromatic moiety having a p-type property and an aza-acridine moiety having an n-type property bonded to the fused hetero aromatic moiety via an aromatic or a hetero aromatic linker. The organic compound has relatively high energy level since it includes plural fused hetero aromatic rings. Holes and electrons can be recombined in an emitting material layer in a balanced manner since the organic compound has a bipolar property. The organic light emitting diode and the organic light emitting device including the organic compound have enhanced luminous efficiency and luminous lifetime.