Synthesis and Dyeing Performance of N,N-Bis(2-cyanoethyl)-m-methylaniline Disperse Dyes

2012 ◽  
Vol 550-553 ◽  
pp. 21-26
Author(s):  
Wei Liu ◽  
Ying Zhao ◽  
Ze Hua Yu ◽  
Xiao Qiao Wan ◽  
Wen Lan Li

Four di-cyanoethyl azo disperse dyes based on N,N-bis(2-cyanoethyl)-m-methylaniline were synthesized using four different heterocyclic aromatic amines as the diazo components. They were characterized by UV-Vis, IR, 1HNMR, MS and EA. The dyeing performance of these dyes were assessed on polyester, fir powder, and acetylated fir powder. On polyester, the results showed that the maxinum absorption of four heterocyclic azo disperse dyes were from 414 nm to 599 nm(acetone), they were also found to show a wide range of colour shades followed as yellow, bright crimson, bulish violet and blue shades, the dyed fibers also presented good light fastness and excellent fastness to wash. Simultaneously, the dyeing performance of the dyes were also assessed on acetylated fir powder and they were found to give the similar color shades comparing with the dyeing on polyester fiber.

2020 ◽  
Vol 85 (10) ◽  
pp. 1253-1264
Author(s):  
Umar Ameuru ◽  
Mohammed Yakubu ◽  
Kasali Bello ◽  
Peter Nkeonye ◽  
Azim Halimehjani

A series of monoazo disperse dyes were synthesized by coupling diazotized 4-amino-N-dodecyl-1,8-naphthalimide with N,N-dialkyl anilines and naphthol derivatives. The synthesized intermediates and the dyes were characterized using FTIR, 1H-NMR, 13C-NMR, mass spectroscopy and elemental analysis (CHN). Visible absorption spectra of the dyes were examined in solvents of different polarities. The electronic absorption spectra cover a wavelength (?max) range of 515-535 nm in DMF at uniformly absorption intensity between 1.59-3.00?104 L mol-1 cm-1. The dyes gave deep and bright intense hues of light violet, maroon, pink and neon red on polyester fabrics. The dyes generally showed good washing and perspiration rating but poor to moderate light fastness properties on woven polyester fabric and could be recommended for commercial outlets.


2016 ◽  
Vol 45 (1) ◽  
pp. 10-17 ◽  
Author(s):  
A.A. Fadda ◽  
N.S. Abbas

Purpose – The purpose of this paper is to discuss the synthesis of new azo disperse dyes containing pyridine ring for dyeing acetate polyester and other fibres. Design/methodology/approach – Cycloaddition reaction of 3-formylchromone (Compound 1) with ethyl vinyl ether (Compound 2) afforded 3-ethoxy-4,4a-dihyro-3H,10H-pyrano[4,3-b]chromen-10-one (Compound 3). Reaction of 3 with aqueous ammonium sulphite in ethanol furnishes 3-(2-hydroxybenzoyl)pyridine (Compound 5). Compound 5 was fully characterised by spectroscopic techniques. Ten arylazo derivatives of Compound 6 have been prepared for use as dyestuffs. The effect of the nature and orientation of substituents in the diazonium component on the colour of azo dyes is discussed. Dyeing performance of the dyes on different fibres has also been assessed. Findings – Most of the dyes showed good affinity to polyester fibres. On the other hand, polyacrylic fibres were only stained to weak shades. Originality/value – No details regarding the synthesis and dyeing performance of such dyes are reported before in the literature.


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.


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.


2021 ◽  
pp. 54-57
Author(s):  
Navinkumar A. Kucha ◽  
Manishkumar J. Tank ◽  
G. M. Malik

In this paper synthesis of some new mono azo disperse dyes based on 2-amino 5-(4'-nitro phenyl) 1,3,4-thiadiazole moiety has been reported. Preparation of mono azo disperse dyes via condensation and nally diazotization of substituted primary amine and condensed with N-(4-(4'-chlorophenyl)thiazol-2-yl)-2-((5-(4'-nitrophenyl)-1,3,4-thiadiazol-2-yl)amino)acetamide (RR) to 1 give a series of mono azo dyes (RR -RR ). All the dyes were characterized by IR, H NMR, UV-Visible and elemental analysis and their dyeing 1 15 performance evaluated using High Temperature High Pressure method (HTHP) at 130°C on polyester fabric. All dyes gave good to excellent fastness properties.


2013 ◽  
Vol 562-565 ◽  
pp. 674-679
Author(s):  
Ching Hui Lin ◽  
Chin Mei Lin

Nanotechnology, in the 21st century, is the biggest driving force in the development of technology and industry, which has its wide range of applications. In traditional industries, nanotechnology can be applied to the development of digital printing ink. Digital printing appears as a new printing technology in the 1990s, the 20th century. And in recent years, along with the trends of a global energy saving and carbon reduction, the concept of producing green products with low-carbon, water saving, energy abating, pollution decreasing attributes has arisen. The introduction of digital printing to textiles brings the speed, flexibility, wide areas of color selection, environmental protection and the potential of cost saving etc; the technology becomes a major breakthrough in the textile printing industry. The industry is committed to the technology of environmental friendly digital printing and goes toward to a new pattern of bright future in fashion design. While the globe puts effort to develop digital printing, the core technology should not only focuses on how to come up with high-speed, large amount, low-cost machines, but also the R & D to the making and applications of digital printing, which has a great impact on digital printing quality. At the present, the digital printing ink of the reactive ink / acidic ink is applied to cotton fabrics and the fabrics containing hemp content. The printing process is from the fabric pretreatment → inkjet printing →solid color processing → washing → drying. Moreover, sublimation transfer ink is applied to fabrics containing polyester fiber content; but it cannot be fully colored the fabrics of general 100% cotton and silk, which is the biggest drawback of this sublimation transfer ink. Therefore, this study, primarily through the Nanotechnology with green environmental protection and reduction of carbon from Mimaki Engineering Co., Ltd., captures the moral of the cultural patterns of the local characteristics by the techniques of changing, modeling, designing, and arranging on the patterns of dress design. And it uses computer graphics software, Adobe Photoshop & Illustrator, to draw and trim the separate pattern and the foursquare consecutive pattern for the completion of fashion pattern designs. And it applies the features of the nano pigment ink on the fabrics of cotton, hemp, silk, and polyester fiber to interpret the artistic style of the local through digitized programming language. The importing of nanotechnology refills new sources of industrial competition. This study expects to explore the nanotechnology digital printing and combine with the design of the clothing pattern transforming on the designs, grinding pigment molecules to nano ultra-fine level with reduced light scattering phenomena and good light purity. Fully demonstrating the features of natural bright color, the endurance of pigment water and the light fastness will be able to create a lager space of application and market in the digital printing industry.


2011 ◽  
Vol 8 (3) ◽  
pp. 1218-1225 ◽  
Author(s):  
B. C. Dixit ◽  
D. M. Patel

Novel bisazo-bisazomethine disperse dyes were prepared by the coupling of diazotized solutions of various aromatic amines with 2,2'-{sulfonylbis [4,1-phenylene nitrilomethylylidene]} diphenol (SB). Above Schiff base was prepared by the condensation of 2-hydroxybenzaldehyde with 4,4’-sulphonyl- dianiline (Dapson). The resultant dyes were characterized by elemental analysis, IR and1H NMR spectral studies. The UV Visible absorption spectral data were investigated in dimethylformamide (DMF) and are discussed in terms of structural property relationship. Their dyeing performance as disperse dyes has been assessed on polyester fabrics. The results show that a better hue was obtained on polyester fabrics and have mild to moderate fastness properties.


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