Novel Disperse Dyes Based on Enaminones: Synthesis, Dyeing Performance on Polyester Fabrics, and Potential Biological Activities.

1-(3-aryl)-3-(dimethylamino)prop-2-en-1-one (enaminones) derivatives and the diazonium salt of -chloroaniline were used to synthesize several novel disperse azo dyes with high yield and the use of an environmentally friendly approach. At 100 and 130 °C, we dyed polyester fabrics using the new synthesized disperse dyes. At various temperatures, the dyed fabrics' color intensity was assessed.

A Holistic Review of 3-Dimethylamino-1-Arylpropenones Based Disperse Dyes for Dyeing Polyester Fabrics: Synthesis, Characterization, and Antimicrobial Activities.

The enaminone compounds 3-Dimethylamino-1-arylpropenones produced in this review was synthesized by reacting -methylacetophenone and -nitroacetophenone with dimethylformamide dimethyl acetal. In this review article, we discuss how to create novel disperse colors by reacting enaminone derivatives and with phenyldiazonium salt. The highly productive procedure of creating new disperse dyes was followed by the process of dyeing polyester fabrics at temperatures between 70 and 130 °C.

Development of an antimicrobial inorganic polymer based on fly ash and metakaolin incorporated by nano-TiO for reactive dye removal.

Advanced and eco-friendly construction materials are being developed to reduce pollution and improve wastewater treatment efficiency. One such material is a photocatalytic nanocomposite that uses industrial wastes and natural substances to eliminate pollution. A recent study explored using an inorganic polymer composite (FM) made from a mixture of 70% fly ash and 30% metakaolin, with sodium hydroxide and sodium silicate as an alkali activator.

Synthesis of New Monoazo Disperse Dyes for Dyeing Polyester Fabric Using Two Different Dyeing Methods: Demonstration of Their Antibacterial and Anticancer Activities.

3-(dimethylamino)-1-phenylprop-2-en-1-ones were obtained with good yields by reacting dimethylformamide dimethylacetal with different methyl ketones. 3-oxo-3-phenyl-2-(2-phenylhydrazono)propanals disperse dyes were obtained via reacting of 3-(dimethylamino)-1-phenylprop-2-en-1-ones with phenyldiazonium chloride. The novel dyes were used in dyeing polyester fabrics through two different dyeing methods at temperatures of 100 and 130 °C.

Green Synthesis of the Effectively Environmentally Safe Metakaolin-Based Geopolymer for the Removal of Hazardous Industrial Wastes Using Two Different Methods.

Untreated wastewater pollution causes environmental degradation, health issues, and ecosystem disruption. Geopolymers offer sustainable, eco-friendly alternatives to traditional cement-based materials for wastewater solidification and removal. In this study, we investigate how wastewater containing organic and inorganic pollutants can be removed using geopolymer mixes based on metakaolin incorporation with cement kiln dust as an eco-friendly material.

Can Novel Synthetic Disperse Dyes for Polyester Fabric Dyeing Provide Added Value?

In this review, we present preparation methods for a series of new disperse dyes that we have synthesized over the past thirteen years in an environmentally safe and economical way using innovative methods, conventional methods, or using microwave technology as a safe and uniform method of heating. The results showed that in many of the synthetic reactions we carried out, the use of the microwave strategy provides us with the product in minutes and with higher productivity compared to the conventional methods. This strategy provides or may dispense with the use of harmful organic solvents.

Immobilization Approach as a Creative Strategy to Remove Reactive Dye Red 195 and Cu Ions from Wastewater Using Environmentally Benign Geopolymer Cement.

Water is a resource that is essential to almost all phases of industrial and manufacturing operations globally. It is important to handle the wastewater generated professionally. The textile industry is one of the major global polluters, with textile producers responsible for one-fifth of all industrial water pollution worldwide.

Facile Synthesis of Novel Disperse Dyes for Dyeing Polyester Fabrics: Demonstrating Their Potential Biological Activities.

Original work showed the composition of the dyes and the antimicrobial/UV protective properties of a series of dyes obtained in our laboratories over the past twelve years in an easy way using microwave technology and their comparisons with conventional methods. The results we obtained clearly indicated that by using the microwave strategy, we were able to synthesize the new disperse dyes in minutes and with a much higher productivity when compared to the traditional methods, which took a much longer time, sometimes up to hours. We also introduced ultrasonic technology in dyeing polyester fabrics at 80 °C for an environmentally friendly approach, which was an alternative to traditional dyeing methods at 100 °C; we obtained a much higher color depth than traditional dyeing methods reaching 102.

Microwave-Assisted Synthesis of Azo Disperse Dyes for Dyeing Polyester Fabrics: Our Contributions over the Past Decade.

Organic reactions utilizing the microwave strategy have become able to conduct in shorter times, with higher yields, and are compatible with green chemistry protocols. In recent years, microwave technologies as an effective agent in organic synthesis have been successful utilized in textile industries and for the synthesis of dyes, especially disperse dyes. Herein, we present our contributions over the past decade through the use of microwave technology not only in the synthesis of new biologically active organic compounds and disperse dyes, but also the use of this effective, environmentally friendly technology in dyeing polyester fabrics as an alternative to conventional heating methods.

A Comprehensive Review on the Synthesis and Versatile Applications of Biologically Active Pyridone-Based Disperse Dyes.

This review summarizes our contributions during last decade on the synthesis of arylazopyridones that may be used as disperse dyes for hydrophobic fabrics utilizing an environmentally benign high temperature dyeing method. The review also discusses the advantages of select disperse dyes based on pyridone moieties as antioxidant, antimicrobial and anticancer agents.

Nano TiO Imparting Multifunctional Performance on Dyed Polyester Fabrics with some Disperse Dyes Using High Temperature Dyeing as an Environmentally Benign Method.

Polyester fabrics were dyed with prepared disperse dyes using the high temperature dyeing method. The dye exhaustion of the dye baths were compared to the low-temperature dyeing method in an attempt to study the proportion of the dye effluent solution that affects the environment. The dye uptake of the high temperature dyeing method (HT) of polyester fabric was compared with low temperature dyeing, hence (HT) increased the color strength of the investigated dyes by 309 and 265%.

Dyeing Performance of Disperse Dyes on Polyester Fabrics Using Eco-Friendly Carrier and Their Antioxidant and Anticancer Activities.

Both non eco- and eco-friendly carriers were utilized for accelerating the dyeing rate of polyethylene terephthalate fabrics (PET) dyed with disperse dyes at 100 °C. Fastness properties of the dyed fabrics showed good and excellent results. Finally, the prepared disperse dyes 1 and 2 showed potent anti-tumor cytotoxic activity in vitro using MCF-7 cells (human breast cancer cell line), HepG-2 cells (human Hepatocellular carcinoma), HCT-116 (colon carcinoma), A-549 cells (Lung carcinoma cell line), and anti-oxidant activities.

Dyeing of Polyester with Disperse Dyes: Part 2. Synthesis and Dyeing Characteristics of Some Azo Disperse Dyes for Polyester Fabrics.

The goal of this study was to utilize carrier for accelerating the rate of dyeing not only to enhance dyeing of polyester fabrics dyed with disperse dyes 3a,b, but also to save energy. Both the color strength expressed as dye uptake and the fastness properties of the dyed fabrics were evaluated.

Microwave assisted dyeing of polyester fabrics with disperse dyes.

Dyeing of polyester fabrics with thienobenzochromene disperse dyes under conventional and microwave heating conditions was studied in order to determine whether microwave heating could be used to enhance the dyeability of polyester fabrics. Fastness properties of the dyed samples were measured. All samples dyed with or without microwave heating displayed excellent washing and perspiration fastness.

Synthesis of some monoazo disperse dyes derived from aminothienochromene.

A series of azo disperse dyes based on aminothienochromene were synthesized. The fastness properties of the dyed samples were measured. Most of the dyed fabrics tested displayed excellent washing and perspiration fastness and moderate light fastness.

Disperse dyes based on aminothiophenes: their dyeing applications on polyester fabrics and their antimicrobial activity.

A series of monoazo disperse dyes derived from arylazothienopyridazines were synthesized. Fastness properties of dyed polyester samples were measured. Most of the dyed fabrics tested displayed excellent washing and perspiration fastness and moderate light fastness.

A facile synthesis of new monoazo disperse dyes derived from 4-hydroxyphenylazopyrazole-5-amines: evaluation of microwave assisted dyeing behavior.

A series of new monoazo disperse dyes containing pyrazolopyrimidine moieties was synthesized by coupling malononitrile or 3-aminocrotononitrile with 4-hydroxy- benzenediazonium chloride. Treatment of the resulting products with hydrazine hydrate yields the corresponding 4-arylazoaminopyrazoles, which then react with either 2,4-pentanedione and enaminonitriles or aryl-substituted enaminoketones to give the target pyrazolopyrimidine monoazo disperse dyes. Structural assignments of the dyes were made using both NMR spectroscopic and X-ray crystallographic methods.

A facile synthesis of arylazonicotinates for dyeing polyester fabrics under microwave irradiation and their biological activity profiles.

A as textile dyes and the fastness properties of the dyed samples were measured. Most of the dyed fabrics tested displayed very good washing and perspiration fastness and series of 2-hydroxy- and 2-amino-6-substituted-5-arylazonicotinate monoazo compounds 7a-e and 9a-c were prepared via condensation of 3-oxo-3-substituted-2-arylhydrazonals 2a-e with active methylene nitriles 3a-d using microwave irradiation as an energy source. These substances were then tested moderate light fastness.

Synthesis of some novel biologically active disperse dyes derived from 4-methyl-2,6-dioxo-1-propyl-1,2,5,6-tetrahydro-pyridine-3-carbonitrile as coupling component and their colour assessment on polyester fabrics.

A series of novel azo-disperse dyes containing alkylhydrazonopyridinone structures were synthesized. 4-Methyl-2,6-dioxo-1-propyl-1,2,5,6-tetrahydropyridine-3-carbonitrile (8) is synthesized by one-pot synthesis using ethyl cyanoacetate, propylamine, and ethyl acetoacetate. Compound 8 is then coupled with aromatic and heteroaromatic diazonium salts to afford the corresponding aryl- and heteroaryl-4-methyl-2,6-dioxo-1-propyl-1,2,5,6-tetrahydropyridine-3-carbonitriles 12a,b and 13a-c.

Condensation reactions of 3-oxo-2-arylhydrazonopropanals with active methylene reagents: formation of 2-hydroxy- and 2-amino-6-substituted-5-arylazonicotinates and pyrido[3,2-c]cinnolines via 6π-electrocyclization reactions.

3-Oxo-3-phenyl-2-(p-tolylhydrazono)propanal (1a) undergoes condensation with ethyl cyanoacetate in acetic acid in the presence of ammonium acetate to yield either 2-hydroxy-6-phenyl-5-p-tolylazonicotinic acid ethyl ester (6a) or 2-amino-6-phenyl-5-ptolyl-azonicotinic acid ethyl ester (8), depending on the reaction conditions. Similarly, other 3-oxo-3-aryl-2-arylhydrazonopropanals 1a,b condense with active methylene nitriles 2c,d to yield arylazonicotinates 6b,c. In contrast, 2-[(4-nitrophenyl)-hydrazono]-3-oxo-3-phenyl-propanal (1c) reacts with ethyl cyanoacetate to yield ethyl 6-(4-nitrophenyl)-2-oxo-2,6-dihydropyrido[3,2–c]cinnoline-3-carboxylate (11), via a novel 6π-electrocyclization pathway.

One-pot synthesis of disperse dyes under microwave irradiation: dyebath reuse in dyeing of polyester fabrics.

A series of 4-hydroxyphenylazopyrazolopyrimidine disperse dyes were prepared via one-pot reactions of p-hydroxyphenylhydrazone, hydrazine hydrate, and acetylacetone or enaminones using microwave irradiation as an energy source. Structural assignments of the dyes were confirmed by X-ray crystallographic structure determination. Instead of discharging the dyebath after each dyeing cycle, the residual dyebath was spectrophotometrically analyzed and then pH readjusted for a repeat dyeing with longer time.

Synthesis of some novel pyrazolo[1,5-a]pyrimidine derivatives and their application as disperse dyes.

A series of novel monoazo-disperse dyes containing pyrazolo[1,5-a]pyrimidine structures were synthesized starting with the coupling reaction between ethyl cyanoacetate and 4-hydroxybenzenediazonium chloride, followed by treatment of the resulting hydrazone product with hydrazine hydrate. The pyrazolohydrazone 6 is then treated with either 2,4-pentandione and enaminonitrile or aryl-substituted enaminoketones to give the target pyrazolo[1,5-a]pyrimidine dyes 7 and 15a-d. Structural assignments to the dyes were made using NMR spectroscopic methods.

Enaminones in heterocyclic synthesis: a novel route to tetrahydropyrimidines, dihydropyridines, triacylbenzenes and naphthofurans under microwave irradiation.

Condensation of phthalimidoacetone (1) with DMFDMA (N,N-Dimethylformamide dimethyl acetal) has afforded enaminone 2. Refluxing 2 with equimolecular amounts of benzaldehyde and urea in acetic acid afforded a mixture of tetrahydropyrimidine 5 and the dihydropyridine 6. Compound 2 undergoes self-condensation on heating in acetic acid or under microwave irradiation in presence of acidic zeolite to give 1,3,5-triacylbenzene 9.

Azolyacetones as precursors to indoles and naphthofurans facilitated by microwave irradiation with simultaneous cooling.

Phthalimide reacted with phenacyl bromide under microwave irradiation to yield phenacyl isoindolidene-1,3-dione (3b), while 3a reacted with phenylhydrazine to yield the phenylhydrazone 4 that was readily converted into indoylphthalimide 8. Similarly N-benzotriazolylacetone (6a) reacted with phenyl hydrazine to yield the phenylhydrazone 7a that was converted into indoylbenzotriazole 9. Treatment of 8 with hydrazine hydrate afforded a mixture of phthalhydrazide 10 and 3-amino-2-methylindole (11).