Synthesis and properties of heterocyclic monoazo dyes derived from 3-cyano-4-trifluoromethyl-6-substituted-2(1H)-pyridinethiones

Ho, Yuh-Wen; Yao, Wei

doi:10.1016/j.dyepig.2005.04.009

Cited by 13 publications

(6 citation statements)

References 15 publications

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“…The dyeing behaviors of these dyes were evaluated by determining the color strength (K/S) value on wool/acrylic fabric in order to further elucidate the influence of dyeing conditions, including pH, temperature, and time. The levelling properties and Heterocyclic dyes are well-known compounds that have larger tinctorial strength and brighter color than azo dyes based on aniline-based derivative [19][20][21], and have attracted great interest among dye chemists in the modern textile chemistry in recent years [22,23]. Commercial heterocyclic dyes have been largely classified into four major classes: (benzo) thiazole dyes, (benzo) isothiazole dyes [24,25], thiadiazole dyes [26], and thiophene dyes [27].…”

Section: Introductionmentioning

confidence: 99%

A Feasible Method Applied to One-Bath Process of Wool/Acrylic Blended Fabrics with Novel Heterocyclic Reactive Dyes and Application Properties of Dyed Textiles

Wang

Guo

et al. 2020

Polymers

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Reactive dyes containing cationic groups have great potentiality as novel dyes, which can be applicable to one-bath dyeing of wool/acrylic blended fabrics. In this work, four novel heterocyclic reactive dyes containing cationic groups were designed by using m-aminophenyltrimethylammonium salt or N-(2-aminoethyl) pyridinium chloride salt as cationic groups, N, N-diethyl-1,3-benzenediamine as a coupling component, 2-amino-6-methoxybenzothiazole, 2-aminobenzothiazole or 3-amino-5-nitrobenzoisothiazole as diazo components. These dyes based on benzothiazole derivative chromophores not only showed beautiful color, including blue-green and fuchsia, but also had larger tinctorial strength with a high molar extinction coefficient, further reducing the dosage of dyes to achieve same color depth. Factors affecting the dyeability on fabrics, such as pH value, dyeing temperature and dye concentration were discussed. Excellent dyeing behavior, levelling properties and good fastness on wool/acrylic blended fabric were obtained. What’ more, excellent anti-ultraviolet and antibacterial properties were obtained for textiles with these dyes. The application of these dyes with large molar extinction coefficients presents a wide range of possibilities for the further development of cleaner production and eco-friendly dyeing, even functional textiles.

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Section: Introductionmentioning

confidence: 99%

A Feasible Method Applied to One-Bath Process of Wool/Acrylic Blended Fabrics with Novel Heterocyclic Reactive Dyes and Application Properties of Dyed Textiles

Wang

Guo

et al. 2020

Polymers

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“…Compared with the conventional method, the C*-value for the one-step dyed PET fabric increased (Figure 2b), which indicated that one-step dyeing can improve the chroma of the dyeings. 35,36 Structural Descriptions. Attempt to investigate the structure-performance relationship of ecofriendly disperse dyes (D4 and D5), we prepared single crystal in DMF with solvent extraction method and measured the single crystal structure of the dyes.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

Investigation from Synthesis to Crystal Structure to Application of Ecofriendly Disperse Dyes on One-Step Dyeing of PET Fabric

Zhang

et al. 2016

ACS Sustainable Chem. Eng.

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Five disperse dyes (D1−D5) with 2,6-bichlor-4nitroaniline or 2-chloro-4-nitroaniline as the diazo component and N-substituted anilines as the coupling component were designed and synthesized in order to compare the differences derived from their molecular structure. All the synthesized disperse dyes were characterized by FT-IR, 1 H NMR, and elemental analysis. Their spectral property was evaluated with respect to visible absorption properties in various solvents of distinguishable polarity. The synthesized disperse dyes were applied on one-step dyeing of polyethylene terephthalate (PET) fabric. The alkali stability of the dyes in case of onestep dyeing at various NaOH concentrations was discussed by comparing color parameters of the dyed PET fabrics. Besides, the alkali stability of the dyes was investigated with respect to the nature of chemical constitution and the substituents therein by X-ray crystal diffraction analysis. The results show that D4 and D5 have excellent alkali stability and can combine pretreatment and dyeing in an alkali bath, which could be attributed to the head-to-tail compact structure, intramolecular and intermolecular forces and large sterically hindered group (−CH 2 −Ph). The levelness and color fastness as well as mechanical properties of the dyed PET fabrics with a one-step dyeing method were measured by an ISO standard method.

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“…The polyester fabric has several advantages over traditional fabrics such as cotton. It does not absorb moisture but does absorb oil; this quality makes polyester the perfect fabric for the application of water‐resistant, soil‐resistant, and fire‐resistant finishes and stains resistance besides its non‐allergenic property, and disperse dyes are considered to be very popular and important class of dyes for dyeing polyester fabrics because of their ease of synthesis, structural variability, higher chromophoric strength, brilliancy, wide range of hues, and excellent fastness properties, in addition to their environmental and economic importance . Therefore, we focused on the synthesis of novel thiazolyl‐thiophene moiety as potential monoazo disperse dyes for dyeing polyester fabrics.…”

Section: Introductionmentioning

confidence: 99%

Disperse Dyes Based on 5‐Arylazo‐thiazol‐2‐ylcarbamoyl‐thiophenes: Synthesis, Antimicrobial Activity and Their Application on Polyester

Khalifa

Abdel‐Latif

Gobouri

2014

Journal of Heterocyclic Chem

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Synthesis and properties of heterocyclic monoazo dyes derived from 3-cyano-4-trifluoromethyl-6-substituted-2(1H)-pyridinethiones

Cited by 13 publications

References 15 publications

A Feasible Method Applied to One-Bath Process of Wool/Acrylic Blended Fabrics with Novel Heterocyclic Reactive Dyes and Application Properties of Dyed Textiles

A Feasible Method Applied to One-Bath Process of Wool/Acrylic Blended Fabrics with Novel Heterocyclic Reactive Dyes and Application Properties of Dyed Textiles

Investigation from Synthesis to Crystal Structure to Application of Ecofriendly Disperse Dyes on One-Step Dyeing of PET Fabric

Disperse Dyes Based on 5‐Arylazo‐thiazol‐2‐ylcarbamoyl‐thiophenes: Synthesis, Antimicrobial Activity and Their Application on Polyester

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