495-54-5

Usage

Uses

Used in Dyeing Industry:
2,4-DIAMINOAZOBENZENE is used as a dye for silk and cotton due to its ability to produce a yellow-orange color in water.
Used in Biological Stains:
2,4-DIAMINOAZOBENZENE is used as a biological stain, taking advantage of its color properties to enhance the visibility of cellular structures.
Properties and Applications:
2,4-DIAMINOAZOBENZENE has light fastness and heat resistance, with a melting point of 118 to 118.5 degrees Celsius. It is stable in the presence of sodium carbonate (5%) and hydrochloric acid (5%), but its sublimation properties are poor.

Preparation

aniline diazotization, and Benzene-1,3-diamine coupling.

Flammability and Explosibility

Notclassified

Standard

Light Fastness

Melting point

Stable

ISO

Poor

InChI:InChI=1/C12H12N4/c13-9-5-1-3-7-11(9)15-16-12-8-4-2-6-10(12)14/h1-8H,13-14H2/b16-15+

Upstream product

• 619-97-6 benzenediazonium nitrate 
• 108-45-2 m-phenylenediamine 
• 2684-02-8 benzenediazonium 
• 541-69-5 m-phenylenediamine dihydrochloride 
• 62-53-3 aniline 

Downstream Products

• 861783-92-8 2,N¹-diphenyl-benzimidazole-1,5-diyldiamine 
• 14128-26-8 2,4-bis-phenylazo-m-phenylenediamine 
• 10462-36-9 2,4,6-tris-phenylazo-m-phenylenediamine 
• 21819-66-9 2-phenyl-2H-benzo[d][1,2,3]triazol-5-amine 
• 17895-41-9 4-(2,4-diamino-phenylazo)-benzenesulfonic acid 
• 615-71-4 benzene-1,2,4-triamine 
• 75953-40-1 2,4-bis(ethoxycarbonylamino)azobenzene 
• 120401-83-4 2,8-Diphenyl-2,8-dihydro-1,2,3,6,7,8,9,12-octaaza-dicyclopenta[a,h]anthracene 
• 120401-82-3 8,11-Diphenyl-8,11-dihydro-3,4,7,8,9,10,11,12-octaaza-dicyclopenta[c,g]phenathrene 
• 64266-11-1 4,6-bis-phenylazo-m-phenylenediamine 
• 100-34-5 benzene diazonium chloride 
• 62-53-3 aniline 

Relevant academic research and scientific papers

Compound as well as preparation method and application thereof to dye

The invention relates to the field of dyes and in particular relates to a compound as well as a preparation method and application thereof to a dye. The molecular structural formula of the compound isshown in the specification, in the formula, wherein R1 is selected from any one of hydrogen, methyl, C1-C4 alkoxy, methoxyethoxy, and ethyloxyethoxy; R2 is selected from any one of hydrogen, methyl,chlorine and acetamido; R3 is selected from any one of hydrogen, methyl and chlorine; R4 is selected from any one of hydrogen, methoxy and chlorine; R5 and R6 are both selected from amino or a formulashown in the specification; R5 and R6 are different. The compound provided by the invention comprises double fluorescent groups of azo and diphenylamine dyes, and thus the compound has very good dyeing capability; a disperse dye made of the compound is bright in color, excellent in fastness, good in performance and good in alkali resistance, is applicable to different dyeing processes, is an environment-friendly dye, and is wide in application range and very good in development prospect.

APPLICATION OF FLUORESCENT TRIAZOLES TO ANALYTICAL CHEMISTRY. III. FLUORESCENCE CHARACTERISTICS OF 2-PHENYLBENZOTRIAZOLYL-5-AMINE DERIVATIVES AS FLUORESCENT PROBES

2-Phenylbenzotriazole derivatives with a COCH3 or NH2 group on the 2-phenyl ring were synthesized and found to be applicable as fluorescent hydrophobic probes.The fluorescence intensities of these compounds, which were intense in non-polar solvents, were dramatically quenched in polar solvents.In particular, 2-(4-acetylphenyl)-2H-benzotriazolyl-5-amine (7) showed a much higher ratio of the fluorescence intensity in the organic solvent to that in water (Fo/Fw) than 8-anilino-1-naphthalenesulfonate (ANS): The Fo/Fw values of 7 were 470 for dioxane and 440 for acetone, while those of ANS were 100 for dioxane and 90 for acetone.We modified compound 7 to obtain water-soluble probes for use in drug-protein binding studies and examined the interaction of these probes with human serum albumin (HSA).All the compounds, which were practically non-fluorescent in the buffer solution, bound to HSA and fluoresced.Keywords: 2-phenylbenzotriazolyl-5-amine; fluorescence characteristies; solvent effect; fluorescent probe; protein binding

SYNTHESIS OF SOME 2-ARYL-6-AMINO-2,3-DIHYDRO-1,2,4-BENZOTRIAZIN-3-ONES

Acylation of 2,4-diaminoazobenzene and its derivatives Ia-Ih with ethyl chloroformate gives high yields of the corresponding 2,4-bis(ethoxycarbonylamino)azobenzenes IIa-IIh which, on boiling in acid medium, are cyclized with simultaneous splitting off the second ethoxycarbonyl group to give the mesomeric 6-amino-2-aryl-3-oxo-2,3-dihydro-1,2,4-benzotriazinium cations IIIa-IIIh; the latter have been transformed into free bases IVa-IVh or their tautomers Va-Vh.Constitution of the prepared compounds has been studied by IR spectroscopy.Influence of medium on valence vibrations of the carbamate NH groups in the compounds II has also been studied.