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

Description

2-Bromobenzo[9,10]phenanthrene, also known as 2-bromotriphenylene, is an OLED intermediate that serves as a crucial component in the synthesis of hole transport layer (HTL) materials or host materials for electroluminescence devices. It is characterized by its electron-rich nature and a planar structure, which contribute to its effectiveness in these applications. This white to off-white solid is a significant compound in the field of organic electronics due to its unique chemical properties.

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

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

Downstream Products

• 1115023-77-2 2-(3-methoxyphenyl)triphenylene 
• 890042-13-4 4,4,5,5-tetramethyl-2-(triphenylene-2-yl)-[1,3,2]dioxaborolane 
• 1203922-52-4 (triphenylen-2-yl)-phenylamine 
• 654664-63-8 benzo[l]phenanthrene-2-boronic acid 
• 1158227-56-5 2-(4-bromophenyl)triphenylene 
• 1042669-06-6 C₄₄H₂₈ 
• 1158227-53-2 C₅₄H₃₄ 
• 1158227-59-8 4,4,5,5-tetramethyl-2-(4-(triphenylen-2-yl)phenyl)-1,3,2-dioxaborolane 
• 1158227-62-3 C₅₆H₃₆ 
• 1158227-86-1 C₅₆H₃₆ 
• 1369431-21-9 9-phenyl-3-[4-(triphenylen-2-yl)-phenyl]-9H-carbazole 
• 1369585-27-2 C₄₈H₃₀N₂ 
• 1383578-41-3 C₂₆H₁₇ClO₂ 
• 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.

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.

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.