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Usage

Uses

Used in Organic Electronics Industry:
2,7-Dibromotriphenylene is utilized as a key intermediate in the synthesis of organic electronic materials, such as organic light-emitting diodes (OLEDs) and organic semiconductors. Its unique structure allows for the creation of materials with enhanced electronic properties, making it a valuable component in the development of advanced electronic devices.
Used in Supramolecular Chemistry and Material Science:
2,7-Dibromotriphenylene is employed as a building block in supramolecular chemistry and material science due to its capacity to engage in strong and stable π-π stacking interactions with other aromatic molecules. This feature contributes to the formation of complex supramolecular assemblies and materials with tailored properties for specific applications.

Upstream product

• 615-42-9 1,2-Diiodobenzene 
• 92-86-4 4-(4-bromophenyl)bromobenzene 
• 439797-69-0 4,4'-dibromo-2-nitro-biphenyl 
• 929700-49-2 3,3-bis(trimethylsilyl)-1,1':2',1-terphenyl 
• 95918-90-4 3,3-dibromo-1,1': 2',1-terphenyl 

Downstream Products

• 929103-40-2 2,7-bis(4,4,5,5-tetramethyl-[1,3,2]dioxabororan-2-yl)triphenylene 

Relevant academic research and scientific papers

Synthetic method of 2,7-dibromo-benzo[9,10]phenanthrene

The invention belongs to the technical field of organic chemical synthesis, and relates to a synthetic method of triphenylene, in particular to a synthetic method of 2,7-dibromo-benzo[9,10]phenanthrene. The synthetic method includes dissolving 4,4'-dibromobiphenyl in dichloromethane; adopting a mixed solution of nitric acid and sulfuric acid for nitration reaction, and carrying out washing, concentrating and recrystallizing to obtain 2-nitro-4,4'-dibromobiphenyl, wherein the yield is 82%; reducing a nitro group into an amino group by a Fe/NH4Cl system, and subjecting the obtained product and benzene to diazo coupling reaction to obtain 4,4'-dibromo-1,1',2',1-terphenyl; performing oxidative coupling by a Pd/trifluoromethanesulfonic acid system to obtain the 2,7-dibromo-benzo[9,10]phenanthrene, wherein the yield is 62.5%, and the HPCL purity is 99.5%. The synthetic method avoids the problems of complex synthesis, low yield and environmental pollution in conventional methods.

The pyridyl group a substituent having a triphenylene ring compound having a structure and organic electroluminescent element

Provided are: an organic compound that has excellent electron injection/transport performance properties, and serves as a material for a low-power-consumption organic electroluminescent element; and a low-power-consumption organic electroluminescent eleme

COMPOUND CONTAINING SUBSTITUTED TRIPHENYLE RING STRUCTURE, AND ORGANIC ELECTROLUMINESCENT ELEMENT

An organic compound having an excellent electron injection and transport performance is provided as a material for a low-power-consumption organic electroluminescent device. A low-power-consumption organic electroluminescent device is also provided by using the compound. The compound is a compound of general formula (1) or (2) having a substituted bipyridyl and triphenylene ring structure. The organic electroluminescent device includes a pair of electrodes, and one or more organic layers sandwiched between the pair of electrodes, and uses the compound as constituent material of at least one of the organic layers.

Controlling the Scholl reaction

Guidelines for the application of the Scholl reaction were developed. Labeling experiments demonstrate that the Scholl reaction fails in small, unsubstituted oligophenylenes (e.g., o-terphenyl) due to oligomerization of the products (e.g., triphenylene). Incorporation of suitably placed blocking groups (e.g., t-butyl) suppresses oligomerization. The well-established directing group effects in electrophilic aromatic substitution predict the outcome of Scholl reactions of substituted substrates. Activating o,p-directing groups (e.g., MeO) direct bond formation o,p, either intramolecularly or intermolecularly. Deactivating o,p-directing groups (e.g., Br) also direct bond formation o,p but yields are lower. Deactivating m-directors (e.g., NO2) suppress reaction. MoCl5 and PhI(OOCCF3)2/BF 3·Et2O are general and effective reagents for the Scholl oxidation. Calculations (B3LYP/6-31G(d)) predict the Scholl reaction in alkoxyarenes to proceed via arenium cations, not radical cations. Suzuki-Miyaura couplings were used to generate 12 substituted o-terphenyl derivatives.