785051-54-9

Basic information

• Product Name: 9-(4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole
• Synonyms: 9-(4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole;9-(4-(4,4,5,5-Tetramethy-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole;9H-Carbazole-9-(4-phenyl) boronic acid pinacol ester;4-(9-Carbazolyl)benzeneboronic acid pinacol ester;9-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbazole
• CAS NO: 785051-54-9
• Molecular Formula: C₂₄H₂₄BNO₂
• Molecular Weight: 369.26386
• EINECS: -0
• Mol File: 785051-54-9.mol
• Article Data: 67

Chemical Properties

• Melting Point: 165-173 °C
• Boiling Point: 468.5±37.0 °C(Predicted)
• Appearance: /
• Density: 1.11±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive: Air Sensitive
• CAS DataBase Reference: 9-(4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 9-(4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole(785051-54-9)
• EPA Substance Registry System: 9-(4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole(785051-54-9)

Safety Data

• Hazardous Substances Data: 785051-54-9(Hazardous Substances Data)

Usage

Description

9-(4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole is a complex organic compound that features a carbazole ring with a phenyl group substituted at the 9-position. This phenyl group is further modified with a tetramethyl-1,3,2-dioxaborolan-2-yl group, which is significant for its reactivity and potential applications in various industries.

Uses

Used in Electronic Devices:
9-(4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole is used as an intermediate for the synthesis of advanced materials in the electronic industry. Its unique molecular structure, which includes benzene rings, boronic acid pinacol ester, and carbazole rings, makes it a valuable component in the development of novel electronic devices.
Used in Electrochemical Applications:
In the field of electrochemistry, 9-(4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole serves as a donor molecule in the formation of novel donor-π-acceptor dyes. These dyes have potential applications in various electrochemical processes, such as energy storage and conversion systems.
Used in Organic Light Emitting Diodes (OLEDs):
9-(4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole is also utilized in the development of organic light emitting diodes (OLEDs), which are widely used in display technologies and lighting applications. Its incorporation into OLEDs can lead to improved performance and enhanced device characteristics.

Upstream product

• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 57102-42-8 N-(4-bromophenyl)carbazole 
• 589-87-7 1,4-bromoiodobenzene 
• 86-74-8 9H-carbazole 
• 73183-34-3 bis(pinacol)diborane 
• 594-19-4 tert.-butyl lithium 
• 52708-37-9 4-(9H-carbazol-9-yl)aniline 
• 1394130-73-4 9-{4-[2-(pyrrolidin-1-yl)diazen-1-yl]phenyl}-9H-carbazole 
• 106-37-6 1.4-dibromobenzene 
• 76347-13-2 2-isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 94584-18-6 2-isopropoxy-4,4,5,5,-tetramethyl-1,3,2-dioxaborane 
• 1016-05-3 dibenzothiophene sulfone 
• 104-96-1 4-methylsulfanylaniline 
• 106-39-8 bromochlorobenzene 

Downstream Products

• 1198843-17-2 10-(4-(9H-carbazol-9-yl)phenyl)-8,8-di-p-tolyl-8H-indolo[3,2,1-de]acridine 
• 1404363-93-4 9-(4'-bromo-2'-methylbiphenyl-4-yl)-9H-carbazole 
• 1082549-95-8 C₂₃H₁₅BrN₂ 
• 1202059-35-5 9-(4-(9,10-diphenylanthracen-7-yl)phenyl)-9H-carbazole 
• 1313018-61-9 3,6-dibromo-9-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole 
• 1394279-79-8 tetraethyl 9-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole-3,6-diyldiphosphonate 
• 1393350-33-8 9-(4’-([2,2’:6’,2’’-terpyridin]-4’-yl)[1,1’-biphenyl]-4-yl)-9H-carbazole 

Relevant articles and documents

Cyclic boron esterification: screening organic room temperature phosphorescent and mechanoluminescent materials

Aryl boronic acids are a broad class of organic intermediates. Here, we show that their cyclic-esterification with appropriate dihydric alcohols is a simple and effective approach for screening organic room-temperature phosphorescent (RTP) and mechanoluminescent (ML) materials. Non RTP and ML active 4-(carbazol-9-yl)phenylboronic acid can be made into long-lived RTP emitters with lifetimes of 264 and 430 ms and a bright ML dye with blue emission by cyclic-esterification with 1,3-propanediol, 2,2-dimethyl-1,3-propanediol, and glycol, respectively. Systematic single crystal analysis and quantum chemical calculations indicate that cyclic borates dominate the molecular packing structures and intermolecular interactions, which is responsible for the different optical properties.

Synthesis and properties of butterfly-shaped naphthalimide-based AIE-active fluorescent dyes

Two novel butterfly-shaped naphthalimide derivatives, 1,3-bis((carbazole-9-yl)-4-benzene-4–1,8-naphthalimide-N-)2,4,6-trimethylbenzene (DNI-Cz) and 1,3-bis((4-triphenylamine)-4–1,8-naphthalimide-N-)2,4,6-trimethylbenzene (DNI-TPA), were designed and synth

Cyclometalated Platinum(II) Complexes with Donor-Acceptor-Containing Bidentate Ligands and Their Application Studies as Organic Resistive Memories

A series of heteroleptic cyclometalated platinum(II) complexes, [Pt(C^N)(O^O)], (1–10) with various donors and acceptors has been synthesized and characterized by 1H NMR spectroscopy, elemental analyses, infrared spectroscopy and mass spectrometry. The X-ray structure of 2 has also been determined. The electrochemical and photophysical properties of the platinum(II) complexes were studied. These experimental results have been supported by computational studies. Furthermore, two of the complexes have been employed as the active material in the fabrication of resistive memory devices, exhibiting stable binary memory performance with low operating voltage, high ON/OFF ratio and long retention time.

Compound taking dibenzo five-membered heterocycle as core and application thereof

The invention discloses a compound taking a dibenzo five-membered heterocycle as a core and application thereof, and belongs to the technical field of semiconductors. The structure of the compound provided by the invention is as shown in a general formula (1), and the compound provided by the invention contains a dibenzo five-membered heterocyclic parent nucleus structure, and has appropriate HOMO and LUMO energy levels and relatively high Eg and triplet state energy level (T1). The compound provided by the invention also has relatively high glass transition temperature and molecular thermal stability; when the compound is used as a light-emitting layer or hole blocking or electron transport layer material of an OLED light-emitting device, the three-dimensional property of the structure can be effectively improved by matching with the branched chains in the range of the compound; and the whole molecular steric hindrance is large, rotation is not easy, and the chemical stability of the material is improved. Therefore, after the compound is applied to an OLED device, the luminous efficiency of the device can be effectively improved, and the service life of the device can be effectively prolonged.