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Article
Publication date: 8 February 2021

Ebtsam Abdelmowla Ahmed, Galal Elgemeie and Kawther Abd-Elzaher Ahmed

This study aims to represent a successful simple method for the synthesis of some novel dyes based on thiazole derivatives and their applications in textile printing.

Abstract

Purpose

This study aims to represent a successful simple method for the synthesis of some novel dyes based on thiazole derivatives and their applications in textile printing.

Design/methodology/approach

2-(benzo[d]thiazol-2-ylmethyl)thiazol-4(5H)-one compound is prepared by convention heating and microwave technique then used as a coupling agent, which reacts with different diazonium Salt to form diazo dyes.

Findings

The synthesized diazo dyes are confirmed via spectral data (IR,1H-NMR, 13C-NMR and Mass spectra). The dyes are used to print polyester fabric. The obtained results clarified that the prints have good color strength, brilliant color and highly durable antibacterial activity.

Originality/value

The authors designed efficient synthesis for some novel thiazolone dyes. The novel procedure features short-reaction time, very good yields and a simple workup. The authors studied the antibacterial activity and their application in printing polyester fabrics.

Details

Pigment & Resin Technology, vol. 51 no. 1
Type: Research Article
ISSN: 0369-9420

Keywords

Article
Publication date: 4 July 2016

G.H. Elgemeie, K.A. Ahmed, E.A. Ahmed, M.H. Helal and D.M. Masoud

The purpose of this study is to successfully implement microwave irradiation for the rapid synthesis of novel fluorescent dyes. The prepared dyes are then applied for printing of…

Abstract

Purpose

The purpose of this study is to successfully implement microwave irradiation for the rapid synthesis of novel fluorescent dyes. The prepared dyes are then applied for printing of polyester and polyamide by silk screen printing process.

Design/methodology/approach

A series of new N′-(methylene)-2-imino-2H-chromene-3-carbohydrazide derivatives 3a–r were synthesised in excellent yield and high atom economy by the Knoevenagel condensation of salicylaldehyde derivatives 1 and cyano-N′-methyleneaceto-hydrazide derivatives 2 in the presence of piperidine catalyst. The optical properties of the synthesised compounds were recorded; all of the compounds were found to be fluorescent in 1, 4-dioxane solution; they all emitted blue light (440-460 nm). This work shows that the optical properties strongly depend on the nature of the substituent, and indicate which type of substituent is favourable for a given application. It confirms that iminocoumarin derivatives could lead to a new generation of fluorescent probes, prone to easy modification of their chemical structure. These synthesised dyes are used to print polyester and polyamide fabrics using synthetic thickener in the printing paste for silk screen technique.

Findings

The structures of synthesised dyes were established and confirmed for the reaction products on the basis of their elemental analysis and spectral data (MS, IR and 1H-NMR). The suitability of the prepared dyestuffs for traditional printing on polyester and polyamide fabrics has been investigated. The prints obtained using the synthesised dyes were found to possess high colour strength and excellent overall fastness properties but relatively low light fastness.

Research limitations/implications

The synthesised fluorescent dyes were prepared by a simple reaction process in microwave. The optical properties for obtained dyes show include the fact that it will have various important applications. In addition, they were used for printing synthetic fabrics and were found to have good results.

Practical implications

The new fluorescent dyes’ system has excellent printing properties. Also they are superior in terms of yield, purity, colour strength and fastness properties which may lend them valuable commercial production.

Originality/value

The result of this work aimed to define the scope and limitation of the procedures for the synthesis of novel iminocoumarin dyes via a simple and economic way.

Details

Pigment & Resin Technology, vol. 45 no. 4
Type: Research Article
ISSN: 0369-9420

Keywords

Article
Publication date: 1 February 2003

Galal H. Elgemeie, Maher H. Helal and Kawther A. Ahmed

Several new condensed carbocyclic arylazopyrazolo[1,5‐a]pyrimidine derivatives were obtained from 4‐arylazo‐3,5‐diaminopyrazoles as starting components. The application and dye…

Abstract

Several new condensed carbocyclic arylazopyrazolo[1,5‐a]pyrimidine derivatives were obtained from 4‐arylazo‐3,5‐diaminopyrazoles as starting components. The application and dye characteristics for the synthesized dyes are demonstrated.

Details

Pigment & Resin Technology, vol. 32 no. 1
Type: Research Article
ISSN: 0369-9420

Keywords

Article
Publication date: 1 December 2002

Galal H. Elgemeie, Maher H. Helal, Emam M. Abbas and Ebtissam A. Abdel Mowla

Several new pyridine‐2(1H)‐thione and thieno[2,3‐b]pyridine derivatives containing an arylazo function were obtained. The application and characteristics for the synthesised dyes…

Abstract

Several new pyridine‐2(1H)‐thione and thieno[2,3‐b]pyridine derivatives containing an arylazo function were obtained. The application and characteristics for the synthesised dyes are demonstrated.

Details

Pigment & Resin Technology, vol. 31 no. 6
Type: Research Article
ISSN: 0369-9420

Keywords

Article
Publication date: 13 November 2007

M.A. El‐Kashouti, G.H. Elgemeie, M.M El‐Molla, H.S. El‐Sayad and K.A.E. Ahmed

To synthesize some new heterocyclic disperse azo dyes and their utilization in textile printing.

Abstract

Purpose

To synthesize some new heterocyclic disperse azo dyes and their utilization in textile printing.

Design/methodology/approach

To prepare 1‐cayno‐1‐substituted aryl azo‐2‐methyl benzothiazole by the reaction of 2‐aminothiophenol with malononitrile and the end product coupled with different diazonium salts. The prepared dyestuffs are established using element analysis, IR measurements, 1H‐NMR and Mass spectra. Printing pastes containing the prepared dyestuffs and a thickener were used for printing polyester and/or nylon 6 using either transfer printing or traditional printing.

Findings

New selected arylazo cyanomethyl benzothiazole dyes were obtained from the reaction of diazotized aniline derivatives with 2‐cyanomethyl benzothiazole as a coupling component. The suitability of the prepared dyestuffs for either heat transfer printing or traditional printing on polyester and nylon 6 fabrics has been investigated. The prints obtained from dyes containing non polar groups which have sublimation properties possess high colour strength as well as good overall fastness properties if compared to those obtained using dyes containing polar groups.

Research limitations/implications

The new heterocyclic disperse azo dyes were prepared from 2‐cyanomethylbenzothiazole and were utilized in preparing pastes for textile printing to print polyester and nylon 6 fabrics. In addition, the variation in substituents on the synthesized dyes could also be studied.

Practical implications

The method of synthesis of the new dyestuffs provides a simple and practical solution to prepare some new heterocyclic disperse azo dyes with low molecular weight, suitable for sublimation in heat transfer printing methods.

Originality/value

The methods for synthesis of the new heterocyclic disperse azo dyes are simple. These dyestuffs could be used in textile printing of polyester and nylon 6 on an industrial scale.

Details

Pigment & Resin Technology, vol. 36 no. 6
Type: Research Article
ISSN: 0369-9420

Keywords

Article
Publication date: 21 March 2008

M.A. El‐Kashouti, M.M. El Molla, H.S. Elsayad, K.A. Ahmed, M.H. Helal and G.H. Elgemeie

To synthesise several new pyridine‐2(1H)thione containing an arylazo function and their applications in textile printing.

Abstract

Purpose

To synthesise several new pyridine‐2(1H)thione containing an arylazo function and their applications in textile printing.

Design/methodology/approach

To prepare substituted 5‐arylazopyridine‐2(1H)thione by the coupling of diazonium salts of aniline derivatives with dibenzoyl methane (1,3‐diphenyl‐1,3‐propanedione) to form arylhydrazone of dibenzoylmethane which react with cyanothioacetamide in boiling ethanolic sodium ethoxide to yield the 5‐arylazo‐2(1H)‐pyridinethione derivatives. The printing properties by screen printing or transfer printing technique of these dyes are reported by using sodium alginate as thickening agent.

Findings

The structure of 5‐arylazopyridine‐2(1H)thione dyes were established and confirm for the reaction products on the basis of their element analysis and spectral data (MS, IR and 1H‐NMR). The suitability of the prepared dyestuffs for either heat transfer printing or traditional printing on polyester and nylon 6 fabrics has been investigated. The prints obtained from dyes possess high‐colour strength as well as good overall fastness properties.

Research limitations/implications

Synthesis of azo dyes containing pyridinethiole moiety has never been reported in textile printing.

Practical implications

Production of simple and less costly dyes.

Originality/value

5‐arylazo pyridine‐2(1H)thione, the result of our work aimed to define the scope of and limitation of our procedures for the synthesis of novel 5‐arylazopyridine‐2(1H)thione.

Details

Pigment & Resin Technology, vol. 37 no. 2
Type: Research Article
ISSN: 0369-9420

Keywords

Article
Publication date: 1 October 2002

Galal H. Elgemeie, Magdy K. Zahran, Emam M. Abbas and Ebtissam A. Abdel Mowla

Several new methylsulfanylpyrazolopyrimidines and methylsulfanylpyrazolotriazine derivatives containing an arylazo function were obtained. The application and characteristics for…

Abstract

Several new methylsulfanylpyrazolopyrimidines and methylsulfanylpyrazolotriazine derivatives containing an arylazo function were obtained. The application and characteristics for the synthesised dyes are demonstrated.

Details

Pigment & Resin Technology, vol. 31 no. 5
Type: Research Article
ISSN: 0369-9420

Keywords

Article
Publication date: 4 July 2008

M.H. Helal, G.H. Elgemeie, M.A. El‐kashouti, M.M. ElMolla, H.S. Elsayad and K.A. Ahmed

The purpose of this paper is to synthesise some disperse dyes containing a reactive group and study their applications on polyamide and wool printing by heat transfer and screen…

Abstract

Purpose

The purpose of this paper is to synthesise some disperse dyes containing a reactive group and study their applications on polyamide and wool printing by heat transfer and screen printing.

Design/methodology/approach

To prepare these dyes, arylhydrazones of acetylacetone were reacted with cyanothioacetamide in boiling ethanolic sodium ethoxide. The resultant salt was collected by filtration and dried, then the salt was dissolved in ethanol and reacted with chloroacetylchloride with stirring for 3 h, where chloroacetylechloride was added dropwise. The final precipitated product was collected by filtration and crystallised with an appropriate solvent. These prepared dyes were used to print polyamide and wool fabrics by using synthetic thickener in the printing paste for all techniques.

Findings

The structure of the synthesised dyes were established and confirmed for the reaction products on the basis of their elemental analysis and spectral data (MS, IR and 1H‐NMR). The suitability of the prepared dyestuffs for either heat transfer printing or traditional printing on nylon 6 and wool fabrics was investigated. The prints obtained from dyes possess high‐colour strength as well as excellent overall fastness properties.

Research limitations/implications

The synthesised heterocyclic reactive disperse azo dyes were prepared from the reaction of arylhydrazones of acetylacetone and thiocyanoacetamide to form the corresponding pyridinethione salts which underwent further reaction with chloroacetylchloride. The obtained dyes were utilised in preparing a paste for polyamide and wool fabric printing. In addition, both of the variation of the substituents on the synthesised dyes and the fastness properties were also studied.

Practical implications

The synthesis and use of reactive disperse dyes provide practical solution to over come the low fastness on polyamide and wool, when they are printed with disperse dyes only.

Originality/value

The result of the work aimed to define the scope and limitation of the authors' procedures for the synthesis of novel reactive disperse azo dyes to improve the low‐fastness properties of polyamide and wool, the dyes were synthesised in a simple way.

Details

Pigment & Resin Technology, vol. 37 no. 4
Type: Research Article
ISSN: 0369-9420

Keywords

Article
Publication date: 11 January 2008

M.H. Helal, G.H. Elgemeie, M.A. El‐kashouti and K.A. El‐zaher Ahmed

The purpose of this paper is to synthesise new heterocyclic disperse azo dyes based on benzothiazapine moiety and their printability on synthetic fabrics.

Abstract

Purpose

The purpose of this paper is to synthesise new heterocyclic disperse azo dyes based on benzothiazapine moiety and their printability on synthetic fabrics.

Design/methodology/approach

Ethyl cyanoacetate was refluxed with aniline derivatives for 3 h to form cyanoacetanilides which coupled with different diazonium salts. The products obtained were cyclised with 2‐amino thiophenol to form arylazo benzothiazapine derivatives. The structures of the new dyes were characterised by micro‐analysis as well as IR, 1H NMR and 13C NMR. Printing pastes containing the dyestuffs prepared and thickened with sodium alginate were used for printing synthetic fabrics using either transfer printing or traditional screen printing.

Findings

New heterocyclic monoazo dyes derived from benzothiazabine moiety were obtained by the coupling of diazotised aniline derivatives with ethylcyanoacetate anilides followed by cyclisation with 2‐amino thiophenol. The use of synthesised dyes for transfer‐ or screen‐printing polyester and nylon 6 fabrics has been studied. The synthesised dyes which contain electron withdrawing substituents (NO2) in the phenyl ring attached to the azo groups and electron‐donating (OCH3) group on the other phenyl ring exert a bathochromic effect.

Research limitations/implications

Synthesis of azo dyes containing benzothiazapine moiety has never been reported in textile printing.

Practical implications

Production of simple and less costly dyes.

Originality/value

Synthesis of aryl azo benzothiazapine dyes by a simple method and application in printing of synthetic fabrics.

Details

Pigment & Resin Technology, vol. 37 no. 1
Type: Research Article
ISSN: 0369-9420

Keywords

Article
Publication date: 2 March 2015

G.H. Elgemeie, K.A. Ahmed, E.A. ahmed, M.H. helal and D.M. Masoud

– This paper aims to synthesise coumarine flourescent dyes from a cheap material in a very short time with a very high yield, and by using a clean green chemistry.

Abstract

Purpose

This paper aims to synthesise coumarine flourescent dyes from a cheap material in a very short time with a very high yield, and by using a clean green chemistry.

Design/methodology/approach

Efficient microwave synthesis for some novel iminocoumarins starts from the reaction of p-phenyl-enediamine and ethyl cyanoacetate followed by cyclocondensation with salicylaldehyde derivatives.

Findings

The synthesized iminocoumarine compounds were characterized by spectroscopic methods. Absorption and fluorescence spectra of the compounds were also recorded. All compounds were fluorescent in 1,4-dioxane solution, they all emitted blue light (440-460 nm). The printing properties were studied, and their applications on printing polyester and polyamide fabrics were studied by silk screen printing.

Originality/value

The authors designed efficient microwavel synthesis for some novel iminocoumarine derivatives; The novel procedure features short-reaction time, moderate yields and simple workup; All compounds were fluorescent in 1,4-dioxane solution, and they all emitted blue light; The authors studied their application in printing polyester and polyamide fabrics.

Details

Pigment & Resin Technology, vol. 44 no. 2
Type: Research Article
ISSN: 0369-9420

Keywords

1 – 10 of 26