19111-87-6

Basic information

• Product Name: 2-bromobenzo[9,10]phenanthrene
• Synonyms: 2-bromobenzo[9,10]phenanthrene;2-Bromotriphenylene;2-broMotriphenylen;Triphenylene, 2-bromo-
• CAS NO: 19111-87-6
• Molecular Formula: C₁₈H₁₁Br
• Molecular Weight: 307.18394
• EINECS: 1592732-453-0
• Product Categories: OLED materials,pharm chemical,electronic
• Mol File: 19111-87-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 132.0 to 136.0 °C
• Boiling Point: 482.944 °C at 760 mmHg
• Flash Point: 244.678 °C
• Appearance: /
• Density: 1.477
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO, Methanol (Slightly, Heated)
• CAS DataBase Reference: 2-bromobenzo[9,10]phenanthrene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromobenzo[9,10]phenanthrene(19111-87-6)
• EPA Substance Registry System: 2-bromobenzo[9,10]phenanthrene(19111-87-6)

Safety Data

• Hazardous Substances Data: 19111-87-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Light-Emitting Diode (OLED) Industry:
2-Bromobenzo[9,10]phenanthrene is used as an intermediate for the synthesis of hole transport layer (HTL) materials or host materials in the OLED industry. Its electron-rich and planar structure make it an ideal candidate for enhancing the performance of electroluminescence devices, leading to improved efficiency and brightness.
Used in Research and Development:
In the field of research and development, 2-bromobenzo[9,10]phenanthrene is utilized as a key compound for the exploration of new materials and processes related to OLED technology. Its unique properties allow scientists and engineers to investigate novel approaches to improve the performance and functionality of OLED devices, potentially leading to breakthroughs in display and lighting technologies.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, due to its electron-rich nature, 2-bromobenzo[9,10]phenanthrene could potentially be used in the pharmaceutical industry for the development of new drugs or drug delivery systems. Its planar structure may facilitate interactions with biological targets, making it a promising candidate for further exploration in medicinal chemistry.

Upstream product

• 2052-07-5 2-Bromobiphenyl 
• 24253-37-0 4-bromo-1,1’:2’,1”-terphenyl 
• 1993-03-9 o-fluorophenylboronic acid 
• 583-55-1 1-Bromo-2-iodobenzene 
• 1554-05-8 2-bromo-2’-fluoro-1,1’-biphenyl 
• 4688-76-0 2-Biphenylboronic acid 
• 343864-78-8 4-bromo-2-iodo-1-nitrobenzene 
• 71-43-2 benzene 
• 7147-52-6 N-(5-bromo-[1,1'-biphenyl]-2-yl)acetamide 
• 859323-18-5 triphenylene-2-carbonyl azide 
• 282090-55-5 Triphenylene-2-carboxylic acid chloride 
• 24253-40-5 4-bromo-1,2-diphenylbenzene 
• 17169-81-2 triphenylene-2-amine 
• 217-59-4 triphenylene 

Downstream Products

• 1392844-41-5 C₄₈H₃₀N₂ 
• 1115639-92-3 4,4,5,5-tetramethyl-2-(3-(triphenylene-2-yl) phenyl)-1,3,2-dioxaborolane 
• 243847-56-5 C₃₀H₂₁N 
• 1395888-84-2 2-(3-iodophenyl)triphenylene 
• 1115639-90-1 4-(3-(triphenylen-2-yl)phenyl)dibenzo[b,d]thiophene 
• 1351866-85-7 C₆₀H₄₀N₂ 
• 1351870-16-0 3,6-dibromo-9-(triphenylen-2-yl)-9H-carbazole 
• 1351866-90-4 C₅₈H₃₈N₂ 
• 1351870-21-7 C₄₂H₂₆BrN 
• 1351870-19-3 C₄₂H₃₄BNO₂ 
• 1351870-17-1 C₃₆H₂₂BrN 
• 1351866-82-4 C₅₂H₃₄N₂ 
• 1351870-15-9 C₃₆H₂₂BrN 
• 1383578-42-4 C₂₇H₂₁ClO 

Relevant articles and documents

Preparation method of triphenylene derivative

The invention relates to the field of organic chemistry, and in particular, relates to a preparation method of a triphenylene derivative. The invention provides the preparation method of the triphenylene derivative, wherein the method comprises the step: carrying out cyclization reaction on a compound represented by a formula 4 in the presence of acid, an initiator and an oxidant to provide a compound represented by a formula 5. According to the preparation method of the triphenylene derivative, provided by the invention, arylation reaction is carried out by using the acid and the oxidant, sothat side reactions generated in the reaction are few, the overall conversion rate of the reaction is high, and the raw materials are economical and practical; and in addition, the whole reaction route has high reaction yield and is convenient for industrial production and operation, and good industrialization prospects are realized.

Intramolecular aryl-aryl coupling: Via C-F bond activation tolerant towards C-I functionality

Herein we report a transition-metal free activation of a particularly stable aromatic carbon-fluorine bond allowing intramolecular aryl-aryl coupling which is orthogonal to carbon-iodine functionality.

Preparation method of 2-Bromotriphenylene

The invention discloses a preparation method of 2-bromotriphenylene. The preparation method comprises the following steps: with biphenyl-2-boric acid and 2-iodine-4-bromonitrobenzene as raw materials,carrying out reflux reaction for 12 hours under the catalysis of tetrakis(triphenylphosphine)palladium, thereby obtaining 5-bromo-2-nitro-1,1'':2',1''-terphenyl after treatment; and mixing obtained 5-bromo-2-nitro-1,1':2',1''-terphenyl and ethanol, and then adding 80% of hydrazine hydrate, thereby obtaining 5-bromo-2-amino-1,1':2',1''-terphenyl under the catalysis of anhydrous ferric chloride andactivated carbon. The preparation method has the advantages that the target compound can be prepared from cheap and easily-available raw materials through three steps of reaction, and the total yieldof the product is up to 61%; the process is simple in operation and high in safety, so that the method is suitable for large-scale production; the purification operation is simple and is free of thegeneration of dibromo or tribromo byproducts, and the product purity is as high as 99% or above, so that the market competitiveness of the product is improved.

Compound, material for organic electroluminescent elements, organic electroluminescent element and electronic device

Provided are a high performance organic electroluminescent element and an electronic device which is provided with this organic electroluminescent element. Also provided is a compound which enables the achievement of the organic electroluminescent element and the electronic device. Specifically provided are: a compound of a specific structure having a triphenylene skeleton; an organic electroluminescent element which uses this compound; and an electronic device which is provided with this organic electroluminescent element.

Preparation method of high purity 2-bromotriphenylene

The invention discloses a preparation method of high purity 2-bromotriphenylene. The preparation method comprises the following steps: step one, obtaining a first intermediate, second intermediate-(biphenyl-2-yl)-4,4,5,5-tetramethyl-1,3,2-boron dioxide; step two, drying the first intermediate, second intermediate-(biphenyl-2-yl)-4,4,5,5-tetramethyl-1,3,2-boron dioxide to obtain second intermediate-(4-bromophenyl)-1,1'-bibenzene; step three, adding the second intermediate-(4-bromophenyl)-1,1'-bibenzene, nitromethane, and iron trichloride into a container, heating to carry out reactions for three hours, cooling, adding water, and layering; condensing the organic phase until no water is left, adding ethanol, carrying out reflux, cooling to the room temperature, filtering, and drying to obtain the high purity 2-bromotriphenylene. The provided preparation method has the advantages of economy, simpleness, convenience, mild reaction conditions, good operation environment, and high yield.

The synthesis of polyarene-modified 5-phenyl-2,2'-bipyridines via the methodology and aza-Diels-Alder reaction

Nucleophilic substitution of hydrogen () in 6-phenyl-3-(2-pyridyl)-1,2,4- triazine under the action of lithium derivatives of polynuclear arenes followed by aza-Diels-Alder reaction with norbornadiene or morpholinocyclopentene gives the novel polyarenemodified photoluminescent 5-phenyl-2,2'-bipyridine ligands.

FUSED POLYCYCLIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME

Provided is an organic light emitting device having high emission efficiency and a low driving voltage. The organic light emitting device includes an anode, a cathode, and an organic compound layer disposed between the anode and the cathode, in which the organic compound layer includes a fused polycyclic compound represented by any one of the following general formulae [1] to [4].

SINGLE TRIPHENYLENE CHROMOPHORES IN PHOSPHORESCENT LIGHT EMITTING DIODES

Novel triphenylene compounds are provided. Specific examples include multi-aryl-substituted triphenylenes. A preferred group of compounds are triphenylenes that are substituted with a non-fused aryl group having one or more meta-substituents, where each meta-substituent is a non-fused aryl group optionally substituted with further substituents selected from the group consisting of non-fused aryl groups and alkyl groups. A further preferred group of compounds are triphenylenes that are substituted with a non-fused heteroaryl group having one or more meta-substituents, where each meta-substituent is a non-fused aryl or heteroaryl group optionally substituted with further substituents selected from the group consisting of non-fused aryl groups, non-fused heteroaryl groups, and alkyl groups. Some high triplet energy analogs are expected to work with deep blue phosphorescent dopants. The compounds may be useful in phosphorescent organic light emitting devices. Also provided is an organic electroluminescent device comprising an anode, a cathode, and an emissive layer between the anode and the cathode, the emissive layer comprising a phosphorescent material and a compound having a repeat unit, the repeat unit containing a triphenylene moiety.

ELECTROLUMINESCENT DEVICE

The present invention relates to an electronic device, especially an electroluminescent devices, comprising a compound of Formula (I), especially as host for phosphorescent compounds. The hosts may function with phosphorescent materials to provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices.