68047-37-0

Usage

Uses

Used in Optoelectronic Industry:
2-(4-BROMOPHENYL)-5-(1-NAPHTHYL)-1,3,4-OXADIAZOLE is used as a key component in the development of organic light-emitting diodes (OLEDs) due to its unique fluorescence properties. These properties contribute to the creation of high-performance and energy-efficient OLEDs, which are utilized in various display and lighting applications.
Used in Materials Science:
In the field of materials science, 2-(4-BROMOPHENYL)-5-(1-NAPHTHYL)-1,3,4-OXADIAZOLE is employed as a building block for the synthesis of novel materials with tailored properties. Its incorporation into various materials can enhance their performance in areas such as conductivity, stability, and optical characteristics.
Used in Biomedical Research:
2-(4-BROMOPHENYL)-5-(1-NAPHTHYL)-1,3,4-OXADIAZOLE is utilized as a photochemical probe in biomedical research, allowing for the investigation of biological processes and environmental interactions. Its fluorescence properties enable the monitoring and analysis of various biological systems, contributing to a better understanding of cellular and molecular mechanisms.
Used in Environmental Studies:
In environmental studies, 2-(4-BROMOPHENYL)-5-(1-NAPHTHYL)-1,3,4-OXADIAZOLE serves as a valuable tool for monitoring and assessing environmental conditions. Its photochemical properties facilitate the detection and analysis of pollutants, contaminants, and other environmental factors, aiding in the development of effective strategies for environmental protection and conservation.

InChI:InChI=1/C18H11BrN2O/c19-14-10-8-13(9-11-14)17-20-21-18(22-17)16-7-3-5-12-4-1-2-6-15(12)16/h1-11H

Upstream product

• 86-55-5 1-naphthalenecarboxylic acid 
• 5933-32-4 4-bromobenzoic acid hydrazide 
• 66-77-3 1-naphthaldehyde 
• 32051-82-4 5-(naphthalen-1-yl)tetrazole 
• 586-75-4 4-chlorobenzoyl chloride 

Downstream Products

• 20739-81-5 2-(1-Naphthyl)-5{[4'-5(1-naphthyl)-1,3,4-oxadiazol-2-yl][1,1'-biphenyl]-4-yl}-1,3,4-oxadiazole 

Relevant academic research and scientific papers

Synthesis of New Alkynyl-Bridged 2,5-Disubstituted 1,3,4-Oxadiazoles

A synthesis of new alkynyl-derived 2,5-disubstituted 1,3,4-oxadiazoles through palladium/copper-catalyzed Sonogashira cross-coupling between oxadiazole-substituted phenyl bromides and various arylacetylenes is described. Investigation of the absorption and emission spectra of the target compounds indicates emission profiles in the near-blue and blue region and high luminescence intensities. The presented approach is very convenient for the synthesis of luminescent small-molecules or precursors of other complex derivatives that are useful in the preparation of OLEDs as electron-transporting components.

Propylphosphonic anhydride (T3P): an efficient reagent for the one-pot synthesis of 1,2,4-oxadiazoles, 1,3,4-oxadiazoles, and 1,3,4-thiadiazoles

Propylphosphonic anhydride (T3P) has been demonstrated to be an efficient and mild reagent for the one-pot synthesis of 1,2,4-oxadiazoles, 1,3,4-oxadiazoles, and 1,3,4-thiadiazoles from carboxylic acids.

Preparation of functionalized polystyrene-block-polyisoprene copolymers and their luminescence properties

A series of block copolymers functionalized with aromatic 1,3,4-oxadiazole and stilbene derivatives have been synthesized by the palladium catalyzed reaction between polystyrene-block-polyisoprene and different functional units. These polymers exhibited different emission properties in solution and in the solid state. In chloroform solution, they showed relatively narrow and featured emission bands while, in the solid state, the emission band was broadened and showed a significant red shift. These observations were attributed to the formation of aggregates between the luminophores. After some oxadiazole functionalized copolymers were annealed at elevated temperature, such aggregation was enhanced and there were further changes in the emission spectra. For the bifunctional copolymers, such a shift in the emission band was not significant because the presence of two different chemical species in the same block may prevent the same type of luminophores from aggregating together.

Functionalisation of 2-(1-naphthyl)-5-phenyl-1,3,4-oxadiazole with alkoxysilanes

A short route for the synthesis of 2,5-diaryl-1,3,4-oxadiazoles with rigid connections to alkoxysilanes 7, 8, 9 via Heck reaction of the bromo compound 3 with vinylalkoxysilanes 4, 5, 6, and also via palladium-catalysed vinylation to the styrene 11 and cross-metathesis with vinyl silanes is described. An extension of the conjugated system to 14 is possible with silyl-substituted styrene 13.