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Usage

Uses

Used in Textile Industry:
3'-CHLORO-4-DIMETHYLAMINOAZOBENZENE is used as a dyeing agent for coloring textiles, providing vibrant hues and colorfastness to fabrics. Its application in this industry is due to its ability to impart a wide range of colors to various types of fibers.
Used in Plastics Industry:
In the plastics industry, 3'-CHLORO-4-DIMETHYLAMINOAZOBENZENE is used as a coloring agent for plastics, enhancing the visual appeal and aesthetic properties of plastic products. Its use in this sector is attributed to its compatibility with various types of plastics and its ability to provide consistent coloration.

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 108-42-9 3-chloro-aniline 
• 456-39-3 3-chlorobenzenediazonium tetrafluoroborate 

Relevant academic research and scientific papers

Method for highly stereoselective preparation of trans-aromatic tertiary amine azo compound

The invention provides a method for efficient and highly stereoselective preparation of an azo compound through para C-H bond selective activity of an organic aromatic tertiary amine. According to themethod, a Bronsted acid is adopted as a catalyst, an aromatic diazonium tetrafluoroboric acid compound and an organic aromatic tertiary amine compound are adopted as reaction substrates, and an organic solvent is put into a reaction system. The method has the advantages that the catalyst is cheap and easy to obtain, high in substrate applicability, gentle in reaction condition and safe and reliable; the selectivity of a target product is approximate to 100%, the E/Z selectivity of the target product is greater than 99:1, and relatively high yield is achieved; and by adopting the method, the defects that a conventional method for synthesizing different aromatic functional groups to replace organic aromatic tertiary amine azo compounds is harsh in reaction condition, poor in reaction selectivity, tedious in experiment step, low in yield, harmful to the environment since reagents harmful to the environment are used, and the like, can be overcome, and good industrial application prospectscan be achieved. The invention further provides an organic aromatic tertiary amine azo compound with different aryl substituted functional groups.

Activation of the aryl hydrocarbon receptor by methyl yellow and related congeners: structure-activity relationships in halogenated derivatives.

The aryl hydrocarbon receptor (AhR) is a ligand-activated transcription factor that mediates the biological action of many environmental compounds. Methyl yellow (4-dimethylaminoazobenzene; MY) is a principal azo-dye, and structurally related compounds were subjected to analysis of structure-activity relationships as AhR ligands by using a yeast AhR signaling assay. The effects of halogen-substitution among 23 halogenated MYs on the AhR ligand activity can be summarized as follows: enhancement by halogen-substitution at the ortho-position (2'- and 6'-position), and reduction by substitution at the para-position (4'-position). The greatest enhancement of the ligand activity was observed in 2',6'-dichlorinated MY (13.5-fold of MY), and its AhR ligand activity was very close to that of 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) in the present assay system. In the study of compounds structurally related to MY, benzanilide (BA) showed almost the same AhR ligand activity as azobenzene and trans-stilbene. Furthermore, 4'-chlorobenzanilide, in which the length of the molecule is similar to that of MY, enhanced the AhR ligand activity by ortho(2')-chlorine-substitution, and the AhR ligand activity of 2',4'-dichlorobenzanilide was similar to that of 2'-chloro-MY. These results suggest that the amide bond is equivalent to the -N=N- or -CH=CH- double bond for recognition as the ligand by AhR in 1,2-diphenyl-1,2-ene derivatives.