A simple approach for the synthesis of coumarin fluorescent dyes under microwave irradiation and their application in textile printing

2016 ◽  
Vol 45 (4) ◽  
pp. 217-224 ◽  
Author(s):  
G.H. Elgemeie ◽  
K.A. Ahmed ◽  
E.A. Ahmed ◽  
M.H. Helal ◽  
D.M. Masoud
Keyword(s):  
Optical Properties ◽  
Microwave Irradiation ◽  
Fluorescent Dyes ◽  
Fastness Properties ◽  
Reaction Products ◽  
Light Fastness ◽  
Content Type ◽  
Colour Strength ◽  
Silk Screen ◽  
New Generation

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.

Fruit shells of Camellia oleifera Abel as natural colourants for pigment printing of cotton fabric

2017 ◽  
Vol 46 (1) ◽  
pp. 56-63 ◽  
Author(s):  
Monthon Nakpathom ◽  
Buppha Somboon ◽  
Nootsara Narumol ◽  
Rattanaphol Mongkholrattanasit
Keyword(s):  
Cotton Fabric ◽  
Textile Industry ◽  
Camellia Oleifera ◽  
Fastness Properties ◽  
Light Fastness ◽  
Content Type ◽  
Colour Fastness ◽  
Colour Strength ◽  
Screen Printing Technique ◽  
First Time

Purpose The present study aims to focus on the feasibility of using an aqueous extract from the fruit shell of Camellia oleifera Abel as a source of natural colourant in printing-paste preparation for pigment printing of cotton fabric. The effects of pre- and post-mordanting with three common metallic mordants, that is AlK(SO4)2, CuSO4 and FeSO4 on colour yield and colour fastness properties are also investigated. Design/methodology/approach The printing paste was prepared by mixing the concentrated Camellia oleifera Abel fruit shell extract solution with commercially available synthetic thickener and binder. The fabric sample was printed with the prepared printing paste using a flat-screen printing technique. To determine the effects of pre- and post-mordanting, AlK(SO4)2, CuSO4 and FeSO4 mordant aqueous solutions with various concentrations were applied using the pad-dry technique. Comparisons between printing with and without mordants were evaluated in terms of colour strength (K/S values) and colour fastness to washing, light, crocking and perspiration. Findings Without the mordants, the printed fabric had a yellowish brown shade with acceptable colour fastness properties, that is fair to good wash fastness, moderate light fastness, good to very good crocking fastness and fair to good perspiration fastness. The use of mordants, especially CuSO4 and FeSO4, not only enhanced colour strength but also imparted different colours to the fabric. Compared to the unmordanted fabrics, colour fastness properties were mostly comparable or improved in the mordanted fabrics depending on the type and concentration of mordants. Research limitations/implications Although in the case of CuSO4 the light fastness was increased to a good to very good level, it is recommended that the final print be produced with a concentration of less than 0.125 gL−1 to yield the print with the residual amount of Cu metal under the limit, that is less than 50 ppm as regulated by the Oeko-Tex® standard. Practical implications The obtained prints from Camellia oleifera Abel fruit shell extract provided shades with satisfactory colour fastness to washing, light, crocking and perspiration. The extract from Camellia oleifera Abel fruit shell has the potential to be used as an alternative to synthetic dye in the textile industry. Originality/value The use of Camellia oleifera Abel fruit shells, which are considered as abundant byproducts of tea seed oil production, as natural colouring agents for pigment printing of cotton fabric has been reported for the first time. It will minimise the environmental impact of this waste and create more valuable textile products.

Synthesis of novel tetrasubstituted thiophenes based dye using sodium a-cyanoketene dithiolates as starting materials

2015 ◽  
Vol 44 (6) ◽  
pp. 339-346 ◽  
Author(s):  
G.H. Elgemeie ◽  
K.A. Ahmed ◽  
E.A. Ahmed ◽  
M.H. Helal ◽  
D.M. Masoud
Keyword(s):  
Screen Printing ◽  
Diazonium Salt ◽  
Phenacyl Bromide ◽  
Fastness Properties ◽  
Reaction Products ◽  
Polyester Fabrics ◽  
Content Type ◽  
Colour Strength ◽  
Starting Point ◽  
Diazo Coupling

Purpose – The study aims to synthesise new thiophene-based dyes by an efficient method using sodium a-cyanoketene dithiolates as starting components for synthesis of tetra-substituted thiophenes, which act as a coupler for the synthesised dye. The synthesised dyes are applied for printing polyamide and polyester fabrics using the screen printing technique. Design/methodology/approach – Treatment of 1 with carbon disulfide in alkaline medium forming disodium salt 2, which act as starting point for heterocyclisation to prepare these dye stuff 7. Sodium a-cyanoketene dithiolates 2 react with two moles of phenacyl bromide derivatives, forming alkylsulfanylthiophenes which react with the diazonium salt, forming the target dyestuff. These prepared dyes are used to print polyamide and polyester fabrics by using a synthetic thickener in the printing paste using screen-printing techniques. Findings – The structure of synthesised dyes were established and confirmed for the reaction products on the basis of their elemental analysis and spectral data (IR and 1H-NMR). The suitability of the prepared dyestuffs for screen printing on polyamide and polyester fabrics has been investigated. The prints obtained from dyes possess high colour strength as well as excellent overall fastness properties. Research limitations/implications – The diazo coupling reaction of the starting tetra-substituted thiophene 5 with diazotised aromatic amines resulted in the formation of the corresponding dye. The synthesised dyes were utilised in preparing a paste for polyester and polyamide fabric printing. In addition, both of the variations of the substituents on the synthesised dyes and the fastness properties were also studied. Practical implications – The synthesised dyes are superior in terms of yield, purity, colour strength and fastness properties, which lead to valuable achievements for commercial production. Social implications – The synthesised dyes are superior for application in fabrics. Originality/value – The synthesis for novel thiophene-based dye stuff for application in printing properties on polyester and polyamide fabrics and study their fastness properties.

Microwave assisted one-pot synthesis of pyrazoloquinazolinone derivatives and their application on printing of synthetic fabrics

2015 ◽  
Vol 44 (3) ◽  
pp. 165-171 ◽  
Author(s):  
G.H. Elgemeie ◽  
K.A. Ahmed ◽  
E.A. Ahmed ◽  
M.H. Helal ◽  
D.M. Masoud
Keyword(s):  
Design Methodology ◽  
The Novel ◽  
Reaction Products ◽  
Color Strength ◽  
One Pot ◽  
Content Type ◽  
Microwave Assisted ◽  
Silk Screen ◽  
Ice Water ◽  
Benzaldehyde Derivatives

Purpose – The purpose of this paper is to synthesize some novel 2-amino-6,6-dimethyl-9-phenyl-3-(phenyldiazenyl)-6,7-dihydropyrazolo-[5,1-b]quinazolin-8(5H)-one derivatives by multi-component one-pot reaction using a microwave as a new tool for green chemistry. Design/methodology/approach – An equimolor from arylazopyrazole, 5,5-dimethyl-1,3-cyclohexanedione (dimedone) and benzaldehyde derivatives was dissolved in Dimethylformamide (DMF) to be irradiated in a microwave for 15 minutes; after completion of the reaction, as indicated by Thin layer chromatograph (TLC), the reaction mixture was poured into ice water, filtered and then crystallized with an appropriate solvent. Findings – The structure of the synthesized dyes was established and confirmed for the reaction products on the basis of their elemental analysis and spectral data (MS, IR and 1H-NMR). These prepared dyes were used to print polyester and polyamide fabrics using synthetic thickener in the printing paste for the silk screen technique. The synthesized dyes are superior in terms of yield, purity, color strength and fastness properties and will lead to valuable achievements for commercial production. Originality/value – An efficient method for synthesis of pyrazoloquinazolinone dyes was designed. The novel procedure features short reaction time, moderate yields and simple workup. The authors studied its application in printing polyester and polyamide fabrics.

Synthesis of 4-hydroxy coumarin dyes and their applications

2016 ◽  
Vol 45 (5) ◽  
pp. 320-329 ◽  
Author(s):  
Hatem Gaffer ◽  
Mounir Salem ◽  
Magda Marzouk
Keyword(s):  
Azo Dyes ◽  
Antioxidant Activities ◽  
Fastness Properties ◽  
Transfer Printing ◽  
Polyester Fabrics ◽  
Content Type ◽  
Colour Strength ◽  
Textile Dyeing ◽  
Hydroxy Coumarin ◽  
Decisive Evidence

Purpose The present study aims to focus on the possibility of developing new eco-friendly azo dyes with good colouristic application properties, exhibiting biological and pharmacological activities. Design/methodology/approach Coupling of 4-hydroxycoumarin with a variety of aromatic diazonium salts of 2-aminothiazole, 2-aminobenzothiazole, 4-aminoantipyrine, 4-aminoacetophenone, adenine sulphate, a-naphthylamine and sulphadimidine to produce novel azo dyes. The compounds were fully characterised using spectroscopic and analytical methods. All of the compounds were tested for their antimicrobial, anticancer and antioxidant activities. The prepared dyestuffs were dyed on polyester fabrics and subsequently their dyeing properties, light, washing, perspiration, rubbing and sublimation fastness were determined. Findings The spectroscopic data of the synthesised compounds have provided decisive evidence that such compounds exist in the solid state as the azo-dike to form C and in solution in equilibrium tautomer forms A, B and D. The prepared dyestuffs are suitable for either heat transfer printing or traditional printing on polyester and nylon 6 fabrics. The prints obtained from the dyes possess high colour strength, as well as good overall fastness properties. Also the synthesised compounds exhibit good biological and pharmacology activity. Research limitations/implications Synthesis of these seven azo dyes for textile dyeing had never been reported previously. Practical implications The dyestuffs derived from 4-hydroxycoumarin are reasonable azo disperse dyestuffs giving good all round fastness properties on polyester fabrics. Social implications Production of less expensive and new eco-friendly dyes exhibit antimicrobial and anticancer activity. Originality/value It provided a potentially simple way to synthesize novel coumarin azo-dyes exhibit good biological and pharmacology activity and also exhibit good overall fastness properties.

High temperature dyeing of PET fabric with natural colourants extracted from annatto seeds

2019 ◽  
Vol 48 (2) ◽  
pp. 129-136 ◽  
Author(s):  
Monthon Nakpathom ◽  
Buppha Somboon ◽  
Nootsara Narumol ◽  
Rattanaphol Mongkholrattanasit
Keyword(s):  
High Temperature ◽  
Synthetic Dyes ◽  
Fastness Properties ◽  
Light Fastness ◽  
Content Type ◽  
Pet Fabric ◽  
Uv Absorber ◽  
Dyeing Method ◽  
Dyeing Parameters ◽  
Dyed Fabric

Purpose The purpose of this study is to investigate the possibility of dyeing polyester (PET) fabric with natural dye extracted from annatto seeds using high temperature dyeing method. Design/methodology/approach PET fabric was dyed with annatto extract by varying dyeing parameters (temperature, time, pH and dye concentration) to determine the optimum dyeing conditions. The influences of KAl(SO4)2, FeSO4, gallnut mordants or a commercial UV absorber on colour yield and fastness properties were further studied. Findings Optimum results were obtained when the fabric was dyed at 130°C for 30 min in a dyebath containing 15 per cent (owf) annatto dye at pH 6. The dyed fabric had an orange shade and exhibited good to excellent wash, crock, perspiration fastness and fair light fastness. Further dyeing with mordants or UV absorber mostly resulted in lower colour yield and similar fastness properties. Research limitations/implications Although the light fastness was slightly improved to moderate level for the sample with UV absorber, a noticeable colour staining on cotton portion of multi-fibre fabric occurred when subjected to standard washing test. Compared to C.I. Disperse Orange 73, the annatto dye exhibited comparable colour fastness but had inferior light fastness when dyed at approximately the same colour strength. Originality/value Natural colourants from annatto seeds can be used to dye PET fabric at high temperature without mordants, yielding deep orange shade and satisfactory fastness properties. This study provides a promising application to reduce the environmental impact of synthetic dyes.

Sustainable dyeing of selected natural and synthetic fabrics using waste teak leaves (Tectona Grandis L.)

2020 ◽  
Vol 24 (4) ◽  
pp. 357-374
Author(s):  
Akshita Agrawal ◽  
Sheetal Chopra
Keyword(s):  
Moisture Content ◽  
Tectona Grandis ◽  
Waste Utilization ◽  
Ash Content ◽  
Test Method ◽  
Fastness Properties ◽  
Light Fastness ◽  
Content Type ◽  
Wide Range ◽  
Natural And Synthetic

Purpose This paper aims to extract the dye colourant from teak leaves using different aqueous mediums (Alkaline, Neutral and Acidic); to characterize the dye in terms of yield %; ash content and moisture content; to standardize the conditions of application of dye extracted from teak leaves on selected natural and synthetic fabrics using selected natural and chemical mordants; to assess the colour value (K/S, L*, c*/ h*, a*, b*) and fastness properties of the dyed samples in terms of wash, rub, light and perspiration fastness; and to develop dyed and printed designs using combinations of mordant and extracted dye. Design/methodology/approach Stage 1 – Extraction of dye from teak leaves; and characterization of dye: yield% ash content and moisture content. Stage 2 – Preparation of fabrics for dyeing; optimization of mordanting parameters using pre mordanting method followed by post mordanting; and optimization of dyeing parameters. Stage 3 – Testing of dyed fabric – Colour Measurement; K/S L*a*b*/L*c*h*; fastness properties; wash fastness done in the Laundrometer using ISO 2 standard test method; crock fastness done by Crockmeter using AATCC 116–1995 test method; perspiration fastness tested by perspirometer using AATCC 15– 2007 test method; and light fastness assessment in Mercury Bulb Tungsten Filament (MBTF) light fastness tester using AATCC Test Method 16–2004. Findings The findings of the study show that waste teak leaves can be used as an effective dye for natural as well as synthetic fabrics giving a wide range of colours on wool, silk and nylon. The maximum relative colour strength of the extracted dye on unmordanted dyed samples was found to be at pH 5 on wool and silk and at pH 7 on nylon. A range of shades was obtained with the use of different mordants. The extracted dye showed moderate to good fastness properties in terms of light, wash, rub and perspiration on wool and silk and excellent on nylon. Fastness properties were found to improve with the application of mordants both as pre and post method. Various combinations of mordants and dye result in obtaining pleasing and harmonious colours which were used aesthetically for printing. Research limitations/implications Due to time constrains, extraction in an organic medium could not be done, which could be a further scope for study. Practical implications Dyeing using teak leaves is a step towards sustainability and effective waste utilization with promising potential for application on natural as well as synthetic fabrics. Good colour with added properties will provide excellent solutions for eco-friendly methods of dyeing. Social implications This paper demonstrates the new possibilities offered by innovative uses of by-products of the timber industry and open good prospects for alternatives to synthetic colourants and new markets for the textile industry. It offers a new tool for the development of slow fashion. Originality/value It is a common practice to prune the tree branches to improve wood quality; thus, leaves are easily available as by product from pruning and also from wood harvesting. In the present study, waste teak leaves (Tectona grandis L.) were used for the extraction of dye.

Antibacterial evaluation of cotton fabrics by using novel sulfonamide reactive dyes

2017 ◽  
Vol 46 (3) ◽  
pp. 210-217 ◽  
Author(s):  
Hatem E. Gaffer ◽  
Mohamed R. Elgohary ◽  
Hassan Ali Etman ◽  
Saad Shaaban
Keyword(s):  
Diazonium Salt ◽  
Reactive Dyes ◽  
Coupling Reaction ◽  
Antimicrobial Activities ◽  
Cotton Fabrics ◽  
Proton Nuclear Magnetic Resonance ◽  
Fastness Properties ◽  
Light Fastness ◽  
Content Type ◽  
Cellulose Fabrics

Purpose The purpose of this paper was to synthesize novel antibacterial reactive dyes for dyeing cotton fabrics. Design/methodology/approach Four synthetic novel antibacterial reactive dyes based on sulfonamide (D1-D4) have been synthesized by the coupling reaction of sulfonamide diazonium salt with sulfonamido-cyanurated 7-amino-4-hydroxynaphthalene-2-sulfonic acid “j-acid”. The chemical structure of the synthesized dyes was secured by their spectral data [infra red (IR) and proton Nuclear magnetic Resonance (1HNMR)]. Findings The prepared reactive dyes (D1-D4) were applied to cotton fabrics. Optimum conditions of the dying samples at sodium sulfate 100 g/l, liquor ratio (L.R.) 1:10, sodium carbonate 20 g/l at 80°C (D1, D2 and D4), 60°C (D3 for 60 min) were investigated. The fastness properties toward washing, perspiration, rubbing and light were evaluated. Dyed fabrics showed good light fastness property and good to very good washing and perspiration fastness properties according to the gray scale. Antimicrobial activities for synthesized dyes showed excellent activity against gram-negative organisms such as Pseudomonas aeruginosa and Proteus mirabilis faecalis, whereas very good activity against gram-positive organisms such as Staphylococcus aureus and Enterococcus faecalis with respect to the standard drugs ampicillin and chloramphenicol. Originality/value The principle advantages in this study were that the synthesis of novel synthesized dyes by introducing bisulfonamide-based moieties to increase the antimicrobial activity of the cellulose fabrics could be used as a medical textile, short reaction time and reaction procedure conducted in few steps, the work up is convenient and thus the starting material can be easily prepared.

Synthesis of novel biologically active thiazole dyes and their applications

2019 ◽  
Vol 48 (5) ◽  
pp. 375-382
Author(s):  
Sraa Abu-Melha
Keyword(s):  
Azo Dyes ◽  
Antioxidant Activities ◽  
Biologically Active ◽  
Disperse Dyes ◽  
Fastness Properties ◽  
Thiazole Derivatives ◽  
Polyester Fabrics ◽  
Content Type ◽  
Colour Strength ◽  
Textile Dyeing

Purpose This study aims to focus on the possibility of developing new thiazole azo dyes with good colouristic application properties, biological and pharmacological activities. Design/methodology/approach Coupling of curcumin with different aromatic diazonium salts of 2-amino thiazole derivatives, such as 2-aminobenzothiazole, 2-amino-5-phenylthiazole, 2-amino-5-methylthiazole and 2-amino-5-nitrothiazole-produced novel azo dyes. Structures of all synthesised dyes were fully confirmed via spectroscopic and analytical methods. Those compounds were examined for their antimicrobial, anticancer and antioxidant activities. They were applied on polyester fabrics and, subsequently, their dyeing properties, light, washing, perspiration, rubbing and sublimation fastness were determined. Findings Prepared dyestuffs were suitable for dyeing polyester fabrics. It was found that all prepared dyes possess high colour strength, as well as good overall fastness properties. Meanwhile, the synthesised compounds exhibited good biological and pharmacology activity. Research limitations/implications Synthesis of these four azo dyes for textile dyeing was not conveyed earlier. Practical implications Thaizolyl disperse dyes were responsible for giving better colour assessment and fastness properties on polyester fabrics. Social implications Although, most of synthesis eco-friendly dyes are expensive, they are showing a good antimicrobial and anticancer activity. Originality/value It gave straightforward approach to synthesise novel thiazolyl azo dyes with good biological, pharmacology activities, good colour assessment, and fastness properties.

Development of bio-active pigment printed fabric loaded with nano-sized silver/zinc particles

2015 ◽  
Vol 44 (3) ◽  
pp. 143-147
Author(s):  
Mustafa Tutak ◽  
Özlem Bilget
Keyword(s):  
Antibacterial Properties ◽  
Cotton Fabrics ◽  
Test Method ◽  
Fastness Properties ◽  
Light Fastness ◽  
Application Process ◽  
Content Type ◽  
Screen Printing Technique ◽  
Fabric Surface ◽  
Nano Size

Purpose – This paper aims to evaluate the antibacterial properties of pigment printed fabric loaded with nano-sized silver and zinc. Design/methodology/approach – The pigment printing paste was mixed with nano-sized silver/zinc particles and applied to the cotton fabrics by the hand screen-printing technique. The nano-sized particles, distribution on the fabric surface, were analysed by scanning electron microscopy and energy-dispersive X-ray spectroscopy. The ASTM E2149-01 test method was used to determine the bacteriodynamic activity of the treated fabrics. The wash and light fastness properties of the treated fabrics were investigated. Findings – The experimental results of the study showed that antibacterial properties could be obtained by loading with nano-size silver/zinc particles on pigment printed cotton fabrics. There is no negative or positive effect of the addition of nano silver/zinc particles to the printing paste on fastness properties. Research limitations/implications – The nano-sized metal particles and pigment printing paste should be well mixed to achieve uniform distribution on the printed surface. Practical implications – The described process marks the introduction of a nano-technological aspect to pigment printing by its application to cotton fabrics. Originality/value – The novelty/originality of the study lies in the new application process of nano-size silver/zinc particles to the textile pigment printing for antibacterial properties.

scholarly journals Ecofriendly dyeing of microwave treated cotton fabric using reactive violet H3R

2018 ◽  
Vol 21 (1) ◽  
pp. 43-47 ◽  
Keyword(s):  
Microwave Irradiation ◽  
Cotton Fabric ◽  
Color Change ◽  
Fastness Properties ◽  
Color Strength ◽  
Textile Processing ◽  
Mild Conditions ◽  
Colour Strength ◽  
Before And After ◽  
Dyeing Parameters

<p>The urge of environmental friendly techniques in textile processing is gaining much attention due to high risks of effluent load causing eco-imbalance. For the present study, the cotton fabric and Reactive Violet H3R dye solution were treated with microwave radiation for 2, 4, 6, 8 &amp; 10 min. at different powers (low, medium &amp; high). Dyeing was performed using un-irradiated (NRC) and irradiated cotton (RC) with un-irradiated (NRS) and irradiated dye solution (RS). Different dyeing parameters were optimized and ISO standard methods for color fastness were employed to rate the color change before and after irradiation. It is found that microwave irradiation for 8 min. at high power has given good colour strength. When 60 mL irradiated dye solution of 7.5pH containing 8g/L of salt as exhausting agent is used to dye irradiated fabric at 60<sup>o</sup>C for 55 min. ISO standards for colorfastness employed at various shades have shown that microwave irradiation has improved the rating of fastness properties. It is concluded that microwave irradiation has a promising potential to improve the color strength and dyeing properties under mild conditions.</p>

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