Synthesis and studies on chromene based reactive azo dyes and their applications on different fabrics

Abstract

A number of reactive azo dyes based on chromene moiety were prepared through two inversed routes using 2-amino-7-hydroxy-4-phenyl-4H-chromene-3-carbonitrile, which when coupled to different diazonium salts, yielded the corresponding dyes which were then further reacted with cyanuric chloride. The structures of the prepared dyes were elucidated from their spectral data, elemental analyses and colour measurements. Dyeing of cellulosic and nylon fibers using the prepared dyes was done under suitable conditions. Some properties of the prepared dyes such as fastness properties (washing, rubbing and perspiration) and colour measurements were investigated. The dyes showed very good fastness to washing properties when attached to nylon fibers but poor fastness to light properties were shown.

Classifications, properties, recent synthesis and applications of azo dyes

“…New generations of azo dyes have been synthesized by different synthetic methods, [109,110,111,112]. In this part we have cited some syntheses of the azo dyes containing chemical groups hydrazone, chromene and derivatives of 2-aminothiophene and 2-aminothiazoles [70,113,114,115].…”

“…According to kamazani et al [113], this dye was obtained by the diazotization of the substituted aniline and the coupling reaction of 2-hydroxybenzaldehyde, (Figure 59). Badrey et al [115], have been reported that the synthesize of azo dyes based on 2-amino-7-hydroxy-4-phenyl-4H-chromene-3-carbonitrile [124,125] has been reached by two routes. 2-amino-7-hydroxy-4-phenyl-4H-chromene-3-carbonitrile was coupled to various diazonium salts which make it possible to obtain the corresponding dyes and then react with cyanuric chloride, (Figure 61).…”

Sustainable synthesis of [1]benzopyran azo dyes using CuCr2O4 NPs

“…A numerous classes of heterocyclic compounds are extensively used in chemical structure of the dyes especially azo ones. Azo dyes, including heterocyclic moieties, result much better in brightness and color deepening than their benzene analogs [8]. In this respect, chromene derivatives are commonly the targets of the azo dyes discovery efforts.…”