Synthesis, characterization and antimicrobial activity, and applications of new azo pyridone disperse dyes on polyester fabric

Abstract

KEYWORDSThree components; ethyl cyanoacetate, ethyl amines, and methyl propionylacetate were condensed using solid supports in microwave to give 1,4-diethyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile (9) that was then coupled with aromatic diazonium salts to give the corresponding arylhydrazono-1,4-diethyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile disperse dyes, 10a-g. Structures of the afforded compounds were confirmed by (IR, NMR, EI/MS) and one of them was further confirmed by X-ray crystallography (10g). Fastness properties of the reported dyes were intensively examined against light, perspiration and washing fastness, exhibiting moderate, very good and excellent fastness levels, respectively. The antimicrobial activity of the dyes were tested against different bacterial strains of Gram positive and Gram negative characteristics, and yeast, at where most of them showed promising activities against such test organisms.

Synthesis, characterisation, and applications of isoindigo/Pechmann dye heteroanalogue hybrid dyes on polyester fabric

“…The h values in Table 2 show that all the dyed polyester samples expressed the same hue, with the exception of dyes Ie and IIa. In general, the colour hues of disperse dyes Ib to Id and IIb to IId on polyester fabric shifted to bluish directions; this was indicated by negative values of b* = À2.00, À14.34, À1.24, and À8.19 respectively (yellow-blue axis) [25][26][27][28]. Dye exhaustion into the polyester was calculated and showed very good results.…”

A Comprehensive Review on the Synthesis and Versatile Applications of Biologically Active Pyridone-Based Disperse Dyes

“…The observed bathochromism upon introduction of electron donating methyl, methoxy, and hydroxy groups is in agreement with the theory. The increased electron densities added to the delocalization are because of the electron donating methyl, methoxy, and hydroxy groups are the reason for the observed bathochromic shifts, whereas with the addition of electron-withdrawing groups such as p -Br and p -Cl at the para -position of the arylhydrazono portion, a small bathochromic move could be observed, for example in dyes 14u , and 14v (λ max 417 and 416 nm), can be clearly observed by showing the contrast between their bathochromic shifts compared to dye 14q (Δλ max = 7 and 8) [ 28 ].…”

Synthesis and Antimicrobial Activity of some Disperse Dyes derived from Pyridones

“…A cold solution of aryldiazonium salt (10 mmol), [prepared by adding a solution of sodium nitrite (1.00 g in 10 mL H 2 O) to a cold solution of aryl amine hydrochloride or aryl amine nitrate (10 mmol) with stirring as described earlier] [14]. The resulting solution of the aryldiazonium was then added to a cold solution of compound 4a,b (10 mmol) in ethanol (20 mL) containing sodium acetate (2.00 g).…”

“…Our primary strategy is to synthesize pyridone derivative 4a and convert it into a new monoazo disperse dyes that were used in dyeing polyester fabrics by utilizing different dyeing methods [12,14]. In order to complete this strategy, novel monoazo disperse dyes arylhydrazono-1.4-diethyl-2,6-dioxo-tetrahydropyridine-3-carbonitrile and arylhydrazono-1-butyl-4-ethyl-2,6-dioxo-tetrahydropyridine-3carbonitrile 6a,b were synthesized in a simple and efficient route (Scheme 1).…”