Synthesis, Characterization of Novel Bisheteroaryl Bisazo Dyes, and Their Dyeing and Solvatochromic Behavior

Modi, Visha P.; Patel, Hasmukh S.

doi:10.1002/hc.21085

Cited by 8 publications

(8 citation statements)

References 29 publications

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“…Furthermore, when the value of a/b grows, so does the red contribution. Similarly, when a / b = 1, the colour is “yellowish” orange, with the yellow contribution rising as a / b decreases (Modi and Patel, 2013; Ali et al , 2021; Abdelwahab et al , 2022).…”

Section: Methodsmentioning

confidence: 99%

Design, characterization, theoretical studies, and dyeing properties of new novel diazo salicylaldehyde Schiff base catalyzed with ceric (IV) ammonium nitrate (CAN) as an eco-friendly catalyst

Ali

El‐Wahab

Abusaif

et al. 2023

PRT

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Purpose The paper aims to the preparation of novel disperse dye based on azo salicylaldehyde derivatives TF-A [2-hydroxy-5-((3-(trifluoromethyl)phenyl)diazenyl)benzaldehyde] and full evaluation of their use as disperse dye TF-ASC [bis 2-hydroxy-5-((3-(trifluoromethyl)phenyl)diazenyl)benzaldehyde Schiff base with 4,4'-methylenedianiline] for dyeing polyester fabric at various conditions. Design/methodology/approach The dispersed dye was synthesized via Schiff base condensation in the presence of ceric ammonium nitrate cerium ammonium nitrate 10 mmole% as an eco-friendly catalyst at room temperature. The chemical structure of the prepared dye was characterized via elemental analysis, Fourier-transform infrared spectroscopy, 1H- and 13 C-NMR spectroscopic analysis tools. This study thoroughly examined the dyeing of disperse dye TF-ASC on polyester at various conditions. The characteristics of dyed polyester fabric were measured by colour measurements, as well as light, washing, crock fastness and finally, colour strength. The discrete fourier transform (DFT) theoretical studies, including EHOMO, ELUMO and optimized geometrical structure, were assumed and discussed in detail. Findings The results showed that the synthesized organic dye TF-ASC was highly functional and appropriate for this kind of dyeing method. The dyeing fabrics obtained from disperse dye TF-ASC, properties possess high colour strength as well as good overall fastness properties. These dyes had a high affinity for polyester fabric, with just a tiny change in dye affinity when the pH was changed, even under alkaline circumstances. The dye levelness and shade depth of the colour results were good, and there were a variety of hues from light brownish yellow to deep brownish yellow. The results obtained from DFT computational studies such as EHOMO, ELUMO, optimized structure, diploe moment µ and electrophilicity index deduced that prepared organic dye TF-ASC is more applicable as a dispersed dye. Originality/value This research is significant because it provides a new dye for dyeing polyethylene terephthalate fibres with exceptional brightness and levelness; the method of preparation is a useful pathway due to its being known as a green chemistry method.

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Section: Methodsmentioning

confidence: 99%

Design, characterization, theoretical studies, and dyeing properties of new novel diazo salicylaldehyde Schiff base catalyzed with ceric (IV) ammonium nitrate (CAN) as an eco-friendly catalyst

Ali

El‐Wahab

Abusaif

et al. 2023

PRT

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show abstract

“…Additionally, the red contribution increases together with the value of a / b . Similarly, when a / b = 1, the color is “yellowish” orange, with the yellow contribution increasing as a / b declines …”

Section: Methodsmentioning

confidence: 99%

“…Similarly, when a/b = 1, the color is "yellowish" orange, with the yellow contribution increasing as a/b declines. 26…”

Section: Dyeing Of Polyester Fabricsmentioning

confidence: 99%

Novel Monosulfonated Azo Dyes: Design, Synthesis, and Application as Disperse Dyes on Polyester Fabrics

Bahtiti,

Elgammal,

Ali

et al. 2023

ACS Omega

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This study synthesizes and characterizes a series of disperse dyes based on azo Schiff bases, compounds 8−10. Their structures were identified using various analytical techniques, such as FT-IR, 1 H/ 13 C NMR, and mass spectrometry. The study's primary objective was to investigate the behavior of disperse dyes 8−10 when used for dyeing polyester fabrics under different conditions, including variations in time, temperature, shade, and pH. The polyester fabric was chosen for this research due to its wide usage and popularity in the textile industry. By examining the effect of temperature and time on the dyeing process, it was observed that increasing the dyeing temperature from low to high (ranging from 90 to 120 °C) and extending the dyeing time from 10 to 30 min resulted in higher K/S values for the polyester samples dyed with disperse dyes. Additionally, dyes 9 and 10 exhibited the most excellent K/S values among the tested dyes. Furthermore, the study found that dye 8 showed the best dyeing performance as the pH of the dye bath increased to 6.

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“…When a/b = 1, the hue is "pure" orange, and when a/b > 1, it is "reddish" orange, the red contribution increasing with increasing values of a\b. Similarly, when a/b < 1, the hue is "yellowish" orange, the yellow contribution increasing with decreases values of a/b (Modi and Patel, 2013). The color parameters of printing polyester fabrics were determined in terms of L Ã , a Ã , b Ã , and C Ã and summarized in (Table 3).…”

Section: Color Measurementsmentioning

confidence: 99%

Preparation and evaluation of antimicrobial thiadiazol azo disperse dyes as colored materials in digital transfer printing ink for printing onto polyester fabric

Ali

Elsawy

Salem

et al. 2021

PRT

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Purpose Paper aims to preparation of new acid disperse dyes based on thiadiazol derivatives and evaluation of their use as antimicrobial colorants in digital transfer-printing ink formulations for printing onto polyester fabric substrates. Design/methodology/approach New disperse dyes based on 1,3,4 - thiadiazol derivative (dyes 1–3) were prepared and evaluated by different analysis then formulated as colored materials in the ink formulations. The viscosity, dynamic surface tension and particle size distribution of the prepared inks were measured. The printed polyester fabric substrates were tested using a variety of tests, including light fastness, washing, alkali perspiration and Crock fastness, as well as depth of penetration. Density-functional theory (DFT) calculations were carried out at the Becke3-Lee-Yang-parr (B3LYP) level using the 6–311** basis set, and the biological activity of the prepared disperse dyes was investigated. Findings The obtained results of the physical of the prepared ink revealed that thiadiazol disperse ink is a promising ink formulation for polyester printing and agrees with the quality of the printed polyester fabric. The optimization geometry for molecular structures agreed with the analysis of these compounds. The HOMO/LUMO and energy gap of the studied system were discussed. The molecular docking analysis showed strong interaction with DNA Gyrase and demonstrated to us the high ability of these inks to act as antimicrobial agents. Practical implications The prepared inks containing the prepared thiadiazol disperse dye were high-performance and suitable for this type of printing technique, according to the results. The prepared inks resist the growth of microorganisms and thus increase the ink's storage stability. Originality/value The prepared disperse dyes based on 1,3,4 - thiadiazol derivative (dyes 1–3) can be a promising colorant in different applications, like some types of paint formulations and as a colorant in printing of different fabric substrates.

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Synthesis, Characterization of Novel Bisheteroaryl Bisazo Dyes, and Their Dyeing and Solvatochromic Behavior

Cited by 8 publications

References 29 publications

Design, characterization, theoretical studies, and dyeing properties of new novel diazo salicylaldehyde Schiff base catalyzed with ceric (IV) ammonium nitrate (CAN) as an eco-friendly catalyst

Design, characterization, theoretical studies, and dyeing properties of new novel diazo salicylaldehyde Schiff base catalyzed with ceric (IV) ammonium nitrate (CAN) as an eco-friendly catalyst

Novel Monosulfonated Azo Dyes: Design, Synthesis, and Application as Disperse Dyes on Polyester Fabrics

Preparation and evaluation of antimicrobial thiadiazol azo disperse dyes as colored materials in digital transfer printing ink for printing onto polyester fabric

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