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.

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.

scholarly journals Synthesis of Novel Biologically Active Thiazole Dyes and Their Applications

2018 ◽  
Author(s):  
Sarra Abu-Melha
Keyword(s):  
Azo Dyes ◽  
Biologically Active ◽  
Diazonium Salts ◽  
Spectroscopic Techniques ◽  
Fastness Properties ◽  
Thiazole Derivatives ◽  
Pharmacological Activities ◽  
Polyester Fabrics ◽  
Dyeing Properties

This work is aiming to motivation on the prospect of evolving new thiazole dyes with respectable application properties, expected pharmacological activities. Curcumin Coupling with diverse diazonium salts of 2-amino thiazole derivatives as 2-aminobenzothiazole, 2- amino-5-phenylthiazole, 2 amino-5-methylthiazole and 2 amino-5-nitrothiazole to produce novel azo dyes. All synthesised dyes were completely confirmed their structures via elemental and spectroscopic techniques. The synthesised thiazole derivatives were examined for their “antimicrobial, anticancer and antioxidant” activities. All of the synthesized dyes were applied on synthetic fabrics as polyester and successively their dyeing properties, “light, washing, perspiration, rubbing and sublimation” fastness were evaluated. Prepared dyestuffs are suitable for dyeing polyester fabrics. It was initiate that all of prepared dyes own extraordinary colour hue, along with respectable fastness properties. Also the synthesised thiazole derivatives display moral pharmacology activity.

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

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.

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.

Synthesis of some new symmetrical diselenide dyestuffs for dyeing polyester fabrics

2016 ◽  
Vol 45 (6) ◽  
pp. 431-438 ◽  
Author(s):  
H.E. Gaffer ◽  
S. Shaaban ◽  
N.A. Abed ◽  
E. Abdel-latif
Keyword(s):  
Ethyl Cyanoacetate ◽  
Proton Nuclear Magnetic Resonance ◽  
Disperse Dyes ◽  
Coupling Reactions ◽  
Fastness Properties ◽  
Phenyl Hydrazine ◽  
Polyester Fabrics ◽  
Content Type ◽  
Diazo Coupling ◽  
Active Methylene

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.

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.

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.

Biologically active compounds released and extraction efficiency of cantaloupe juice treated with combination of Rapidase EX color and Accellerase

2017 ◽  
Vol 47 (5) ◽  
pp. 623-634 ◽  
Author(s):  
Phisut Naknaen
Keyword(s):  
Extraction Efficiency ◽  
Antioxidant Activities ◽  
Radical Scavenging ◽  
Value Added ◽  
Biologically Active Compounds ◽  
Biologically Active ◽  
Total Phenolic ◽  
Active Compounds ◽  
Antioxidant Power ◽  
Content Type

Purpose The purpose of this paper is to investigate the effects of concentrations of mixed enzymes (Rapidase EX Color and Accellerase) and incubation times on the release of biologically active compounds and the extraction efficiency of cantaloupe juice. Design/methodology/approach Different concentrations of the mixed enzymes (0.25-1.0 per cent) and incubation times (1-5 h) were used. The yield, clarity, bioactive compounds and antioxidant activities were investigated. Findings The total phenolic content, total flavonoid content, β-carotene, ascorbic acid content and antioxidant capacities as evaluated by 2, 2-diphenyl-1-picrylhydrazyl-radical scavenging activity and ferric reducing antioxidant power were approximately 6, 3.25, 3, 2.5, 3.5 and 3.0 times higher than the control samples after incubating with 0.5 per cent enzyme for 2 h (p < 0.05). This condition was recommended to promote the release of biologically active compounds and still provided a 32 per cent increase in the amount of the extracted juice. Practical implications Cantaloupe juice produced by enzymatic treatment could be claimed to be a source of health enhancing compounds. This work could be used as a guideline for the industry to develop high value-added functional drinks from cantaloupe. Originality/value This study evaluates for the first study on the application of Rapidase EX Color and Accellerase for improving the phytochemical compounds in cantaloupe juice. This technique could successfully extract the cantaloupe juice with biologically active nutrients containing beneficial health effects.

scholarly journals Synthesis of Disperse Dyes from Pyridone and Resorcinol Coupled to Diazotized 2-Amino-4-chloro-5-formylthiazole and Application to Polyester

2014 ◽  
Vol 2014 ◽  
pp. 1-7 ◽  
Author(s):  
Yusuf Y. Lams ◽  
P. O. Nkeonye ◽  
K. A. Bello ◽  
M. K. Yakubu ◽  
A. O. Lawal
Keyword(s):  
Absorption Spectroscopy ◽  
Spectral Studies ◽  
Disperse Dyes ◽  
Fastness Properties ◽  
Visible Absorption ◽  
Polyester Fabrics ◽  
Wash Fastness ◽  
Dyed Fabrics ◽  
Visible Absorption Spectroscopy ◽  
C Nmr

The aim of this study was to synthesize disperse dyes in the derivative of 2-amino-4-chloro-5-formylthiazole by conventional diazotization and couplings with pyridone and resorcinol. The dyes were characterized by visible absorption spectroscopy, IR spectral studies, and 1H and 13C NMR. The pyridone and resorcinol substituted dyes exhausted well with good depth on 100% polyester fabrics with a shade of brown and purple colours, respectively. The heteroatom and the intrinsic conjugation in the thiazole structure results in high bathochromic shifts and lead to brightness of shades. The dyed fabrics showed very good to excellent wash fastness and moderate to good light and perspiration fastness properties.

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