scholarly journals Synthesis and Application to Polyester and Nylon 6 Fabrics of Hetaryl Bis-Azo Disperse Dyes Based on 6-Amino-2,4-Dihydroxypyrimidine and 4-Methoxy-2-Nitroaniline Moieties

2019 ◽  
Vol 11 (2) ◽  
pp. 215-224 ◽  
Author(s):  
O. J. Otutu ◽  
A. K. Asiagwu

Six new bis-azo disperse dyes were synthesized by linking various aryl amino and hydroxyl derivatives to 4-methoxy-2-nitroaniline and 6-amino-2,4-dihydroxypyrimidine moieties through diazo coupling reactions. The structures of the bis-azo dyes were identified by Fourier transform infrared, proton and carbon 13 nuclear magnetic resonance data. The prepared dyestuffs were applied onto polyester and nylon 6 fabrics and subsequently their fastness properties in terms of light, washing, sublimation and rubbing were determined. Compared with the light fastness of polyester fabrics, the light fastness of the dyed nylon 6 fabrics were slightly lower. The technical performance of the dyes on the two textile substrates used for the study, demonstrated their useful applications in the dyeing of synthetic fibres.

2016 ◽  
Vol 45 (6) ◽  
pp. 431-438 ◽  
Author(s):  
H.E. Gaffer ◽  
S. Shaaban ◽  
N.A. Abed ◽  
E. Abdel-latif

Purpose This paper aimed to synthesise some new selenium-containing pyrazole, thiazole and thiophene dyestuffs and investigate their application in dyeing polyester fabrics. Design/methodology/approach 4,4′-Diselanediyl-bis-(2-methoxyaniline) was diazotized by acetic acid/sodium nitrite and coupled with active methylene components such as malononitrile, ethyl cyanoacetate and ethyl acetoacetate, and their corresponding hydrazono products were cyclised with hydrazine or phenyl hydrazine to obtain a series of arylazo-pyrazole dyestuffs. Furthermore, diazo-coupling reactions of the diazotized 4,4′-diselanediyl-bis-(2-methoxyaniline) were developed to obtain a new series of 2-amino-5-arylazo-thiazole- and 4-aryazo-3-hydroxy-2-substituted thiophene dyestuffs. Findings The structure of the synthesised dyestuffs was established and confirmed based on their elemental analysis and spectral data (infrared, proton nuclear magnetic resonance and mass spectroscopies). The synthesised selenium-containing dyestuffs were applied as disperse dyes on polyester fabrics by high temperature-pressure technique. The dyeing characteristics of these dyestuffs were evaluated, and they were found to exhibit good fastness properties. Originality/value A series of symmetrical diselenide dyestuffs containing pyrazole, thiazole or thiophene coupler components were synthesised. The authors studied their application for dyeing polyester fabrics; they are superior in terms of preparation, yield, purity and fastness properties.


2005 ◽  
Vol 70 (11) ◽  
pp. 1249-1253 ◽  
Author(s):  
V.R. Kanetkar ◽  
R.R. Walavalkar

This paper describes the synthesis of 5-amino-6-cyano-2-phenylthieno[ 2,3-d]oxazole and its utilization for the preparation of a range of azo disperse dyes. These aryl azo disperse dyes were applied on polyester fabric and their fastness properties were evaluated. The dyes were characterized by NMR and IR spectroscopy. The visible absorption spectra of these dyes were Recorded.


2021 ◽  
Vol 12 (1) ◽  
pp. 64-68
Author(s):  
Mohamed Osman Saleh ◽  
Morsy Ahmed El-Apasery ◽  
Abdelhaleem Mostafa Hussein ◽  
Abu-Bakr Abdelhady El-Adasy ◽  
Magda Mohamed Kamel

This study aimed to use microwave irradiation as a green technique, not only to enhance the dyeing efficiency of disperse-colored polyester fabrics, but also to conserve resources and minimize the environmental effects. Arylazopyrazolopyrimidinones dyes 1-9 were applied to polyester fabrics at 2% shade using conventional method and microwave at 100 °C. Both the color intensity expressed as dye absorption and the fastness characteristics of the dyed fabric were investigated. The K/S values are increased by increasing the time of irradiation from 10-60 minutes. The dyed substrate displayed good light fastness, and very good fastness levels to rubbing, perspiration washing, and sublimation, respectively.


2013 ◽  
Vol 2013 ◽  
pp. 1-5
Author(s):  
Mohamed F. Abdel-Megeed ◽  
Mohamed M. Azaam ◽  
Gamal A. El-Hiti

Diphenyl (4′-aminobiphenyl-4-ylamino)(pyridin-3-yl)methylphosphonate(1)was synthesized in 88% yield from reaction of pyridine-3-carboxaldehyde with benzidine and triphenylphosphite in the presence of titanium tetrachloride as a catalyst. Diazotization of1gave the corresponding diazonium salt2which was coupled with several hydroxyl or amino compounds to give the corresponding azo dyes3–8in 82–88% yields after crystallization. The dyes produced were applied to polyesters as disperse dyes and their fastness properties were elevated.


2010 ◽  
Vol 93-94 ◽  
pp. 332-335 ◽  
Author(s):  
T. Mungmeechai ◽  
Suesat Jantip ◽  
P. Suwanruji

A series of azo disperse dyes was synthesized using 4-nitro aniline and 2-chloro-4-nitro aniline as diazo components. The coupling components were N,N-diethyl aniline, N,N-bis-β-hydroxyethyl aniline, N,N-bis-β-acetoxyethyl aniline, N,N-diethyl-m-toluidine, N,N-bis-β-hydroxyethyl-m-toluidine and N,N-bis-β-acetoxyethyl-m-toluidine. The structures of the synthesized dyes were confirmed by TLC, 1H NMR and elemental analysis. The spectroscopic properties of the dyes when dissolved in the organic solvents viz. ethyl acetate and methyl benzoate, were investigated. The absorption spectra of the dyes showed a bathochromic shift when the polarity of the solvents increased. In addition, the substituent groups on the dye structures influenced the spectroscopic properties of the dyes. The dyeing properties of the dyes on poly(ethylene terephthalate) and poly(lactic acid) fabrics were also studied. The dyes exhibited a slight difference in shade on the two polyester fabrics. Heat and light fastness properties of the dyed fabrics were also examined.


2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
S. K. Zadafiya ◽  
J. H. Tailor ◽  
G. M. Malik

Various diazotized aryl amines were coupled with N-(4-nitrophenyl)-2-[(4-phenyl-1,3-thiazol-2-yl)amino]acetamide to give the corresponding various azo disperse dyes (D1-D13). These dyes were applied to polyester fiber by HTHP method and their fastness properties were evaluated. Dyes were characterized by IR, elemental analysis, and NMR spectral studies. These dyes showed very good antibacterial and antifungal activities.


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