Synthesis, biological activity and dyeing performance of some novel azo disperse dyes incorporating pyrazolo[1,5-a]pyrimidines for dyeing of polyester fabrics

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.

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Synthesis of azo disperse dyes containing pyridine ring for dyeing polyester and polyacrylic fibres

Pigment & Resin Technology ◽

10.1108/prt-01-2015-0011 ◽

2016 ◽

Vol 45 (1) ◽

pp. 10-17 ◽

Cited By ~ 8

Author(s):

A.A. Fadda ◽

N.S. Abbas

Keyword(s):

Pyridine Ring ◽

Cycloaddition Reaction ◽

Disperse Dyes ◽

Ethyl Vinyl Ether ◽

Spectroscopic Techniques ◽

Ethyl Vinyl ◽

Content Type ◽

Dyeing Performance ◽

Azo Disperse Dyes ◽

Derivatives Of

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.

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Synthesis and Dyeing Performance of Some Novel Heterocyclic Azo Disperse Dyes

Journal of the Brazilian Chemical Society ◽

10.1590/s0103-50532001000600004 ◽

2001 ◽

Vol 12 (6) ◽

Cited By ~ 23

Author(s):

Hari R. Maradiya ◽

Vithal S. Patel

Keyword(s):

Disperse Dyes ◽

Dyeing Performance ◽

Azo Disperse Dyes

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Synthesis of some azo disperse dyes based on pyridone moiety and their application on polyester fabrics

Egyptian Journal of Chemistry ◽

10.21608/ejchem.2017.1598.1126 ◽

2017 ◽

Vol 60 (Conference Issue) ◽

pp. 8-9 ◽

Cited By ~ 2

Author(s):

Morsy A. EL-Apasery ◽

Salah Shakra ◽

Dina Abbas ◽

Hatem. E. Gaffer ◽

Emad. A. Allam

Keyword(s):

Disperse Dyes ◽

Polyester Fabrics ◽

Azo Disperse Dyes

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Microwave assisted synthesis of some azo disperse dyes part 2: Eco-friendly dyeing of polyester fabrics by using microwave irradiation

European Journal of Chemistry ◽

10.5155/eurjchem.12.1.64-68.2059 ◽

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

Keyword(s):

Microwave Irradiation ◽

Disperse Dyes ◽

Microwave Assisted Synthesis ◽

Color Intensity ◽

Light Fastness ◽

Polyester Fabrics ◽

Dye Absorption ◽

Azo Disperse Dyes ◽

Dyed Fabric ◽

Green Technique

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.

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Diphenyl (4′-(Aryldiazenyl)biphenyl-4-ylamino)(pyridin-3-yl)methylphosphonates as Azo Disperse Dyes for Dyeing Polyester Fabrics

Journal of Chemistry ◽

10.1155/2013/308419 ◽

2013 ◽

Vol 2013 ◽

pp. 1-5

Author(s):

Mohamed F. Abdel-Megeed ◽

Mohamed M. Azaam ◽

Gamal A. El-Hiti

Keyword(s):

Azo Dyes ◽

Titanium Tetrachloride ◽

Diazonium Salt ◽

Disperse Dyes ◽

Fastness Properties ◽

Polyester Fabrics ◽

Amino Compounds ◽

Azo Disperse Dyes

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.

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SYNTHESIS, CHARACTERIZATION AND DYEING PERFORMANCE OF MONO AZO DISPERSE DYES BASED ON 2-AMINO 5-(4'-NITRO PHENYL) 1,3,4-THIADIAZOLE MOIETY

10.36106/ijar/3813784 ◽

2021 ◽

pp. 54-57

Author(s):

Navinkumar A. Kucha ◽

Manishkumar J. Tank ◽

G. M. Malik

Keyword(s):

High Pressure ◽

Polyester Fabric ◽

Disperse Dyes ◽

Fastness Properties ◽

H Nmr ◽

Pressure Method ◽

Dyeing Performance ◽

Uv Visible ◽

Azo Disperse Dyes ◽

High Temperature High Pressure

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.

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Synthesis of new 5-thiazolyl azo-disperse dyes for dyeing polyester fabrics

Dyes and Pigments ◽

10.1016/s0143-7208(03)00153-0 ◽

2004 ◽

Vol 60 (3) ◽

pp. 249-264 ◽

Cited By ~ 44

Author(s):

M Metwally

Keyword(s):

Disperse Dyes ◽

Polyester Fabrics ◽

Azo Disperse Dyes

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Assessment of Dyeing Properties of Novel Bisazo-Bisazomethine Disperse Dyes on Polyester Fabric

E-Journal of Chemistry ◽

10.1155/2011/806137 ◽

2011 ◽

Vol 8 (3) ◽

pp. 1218-1225 ◽

Cited By ~ 2

Author(s):

B. C. Dixit ◽

D. M. Patel

Keyword(s):

Aromatic Amines ◽

Polyester Fabric ◽

Spectral Studies ◽

Disperse Dyes ◽

Fastness Properties ◽

Visible Absorption ◽

Polyester Fabrics ◽

H Nmr ◽

Dyeing Performance ◽

Uv Visible

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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