84196-25-8

Usage

Type of compound

Hydrazide derivative

Parent compound

3-bromobenzoic acid

Usage

Organic synthesis, pharmaceutical research

Physical form

White to off-white solid

Molecular weight

365.05 g/mol

Potential use

Building block for the synthesis of other chemical compounds, development of new drugs or materials

Specific properties and uses

Vary depending on the intended application and context of use

Upstream product

• 1711-09-7 3-bromobenzoyl chloride 
• 39115-96-3 3-bromo-benzoic acid hydrazide 

Downstream Products

• 84832-73-5 2,5-bis(m-bromophenyl)-[1,3,4]-oxadiazole 
• 1590389-57-3 3,4,5-tri(3-bromophenyl)-4H-1,2,4-triazole 
• 1322614-50-5 3,5-bis(3-bromophenyl)-4-(4-(octyloxy)phenyl)-1,2,4-triazole 
• 1322614-49-2 1,2-bis((3-bromophenyl)chloromethylene)hydrazine 

Relevant academic research and scientific papers

Triazole and pyridine hybrid molecules as electron-transport materials for highly efficient green phosphorescent organic light-emitting diodes

A series of triazole and pyridine hybrid molecules, with a triazole core and pyridine periphery, were designed and synthesized as an electron-transport layer (ETL) and a hole/exciton-block layer for green phosphorescent organic light-emitting diodes. Compared with the widely-used electron-transport material (ETM) of 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ) with a triazole core, lower-lying HOMO and LUMO energy levels were obtained with the introduction of pyridine rings onto the periphery of the molecules, giving improved electron injection and carrier confinement. Significantly reduced driving voltages were achieved in a device structure of ITO/HATCN (5 nm)/TAPC (40 nm)/CBP:8 wt % Ir(PPy)3 (10 nm)/ETL (40 nm)/LiF (1 nm)/Al (90 nm), giving a maximum power efficiency of 72.2 lm W -1 and an external quantum efficiency of 21.8 %, due to the improved electron injection and transport and thus, more balanced carrier recombination, which are much higher than those of the device based on TAZ.

The tuning of the energy levels of dibenzosilole copolymers and applications in organic electronics

An understanding of the structure-function relationships of conjugated polymers is an invaluable resource for the successful design of new materials for use in organic electronics. To this end, we report the synthesis, characterisation and optoelectronic properties of a range of new alternating copolymers of dibenzosilole. Suzuki polycondensation reactions were used to afford a series of eight conjugated materials by the respective combination of either a 3,6- or 2,7-linked 9,9-dioctyldibenzosilole with 3,6-linked-N- octylcarbazole, triarylamine, oxadiazole and triazole monomers. The copolymers were fully characterised using 1H, 13C{1H} NMR spectroscopy, size exclusion chromatography (SEC), differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). The photophysical properties were determined using UV-Vis spectroscopy, photoluminescence (PL) measurements, cyclic voltammetry (CV) and photoelectron emission spectroscopy in air (PESA). The spectroscopic and electrochemical measurements were used to determine the materials' HOMO and LUMO energies and the values were correlated with the copolymer composition and structure. A selection of the copolymers (P4, P5 and P8) were evaluated as the active layer within single-layer polymer light emitting diodes (PLEDs), with the configuration: glass/ITO/PEDOT:PSS/emissive layer/Ba/Al, which gave low intensity electroluminescence. The selected copolymers were also evaluated as the organic semiconductor in bottom-gate, bottom-contact organic field effect transistors (OFETs). The best performing devices gave a maximum mobility of 3 × 10-4 cm2 V-1 s-1 and on/off current ratios of 105. The Royal Society of Chemistry 2011.