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A ONE-POT SYNTHESIS OF SOME NOVEL TETRAKISAZO DISPERSE DYES


Pic. 2. Dyed sample of Nylon


Pic. 3. Dyed sample of polyester

Description

Multiple-chromophore-containing dyes have been synthesized by azo coupling of twentymembered poly(azomethine) dye and 3-nitro- or 2,4-dinitrobenzene-1-diazonium tetrafluoroborate in solvents of various polarity (water, chloroform) in the presence or absence of dibenzo-18-crown-6 as phase transfer catalyst. The obtained disperse dyes are suitable for dyeing Nylon and polyester fibers from light reddishbrown to dark brown colors with good uniformity of dyeing as well as light, washing and sublimation fastness.

 

Innovative Aspects and Main Advantages

The main advantages of discovered azo partner compound and azo coupling reaction method in comparison to other known azo partners are as follows:

 

  • Possibility to carry out one-pot azo coupling reaction to form tetrakisazo dyes
  • Possibility to obtain azo dyes of deep color under one stage interaction
  • Possibility to carry out azo coupling reaction rather middle conditions at 25-30 °C
  • Possibility to obtain colored Nylon and polyester fibers from light reddishbrown to dark brown colors with good uniformity of dyeing as well as light, washing and sublimation fastness.

The obtained disperse azo-poly(azomethine) dyes were applied for polyester and Nylon fibers. The results are listed in Table I.

Dye Hue Fiber Fastness
light wash rubbing (dry) rubbing (wet) acid alkaline sublimation
1 brown  polyester 4-5 4-5 4-5 4-5 4-5 4 5
1  dark brown polyester 4-5 4-5 4-5 4-5 4-5 4 5
2 brown Nylon 4-5 4-5 4-5 4-5 4-5 4 5
2 dark brown Nylon 4-5 4-5 4-5 4-5 4-5 4 5

 

 

Pic. 1. The structure of dyes 1 and 2.

 

Areas of application

The main areas of application of prepared dyes are textile industry, namely dyeing of synthetic fibers such as Nylon or polyester.

In addition, the dyes may be used in science as sufficient precursors for the synthesis of valuable metal complex compounds or multifunctional dyes of other types.

 

Stage of development

The preparation of 20-membered polyazomehtine azo partner is developed as well as method of one-pot azo coupling between of 20-membered polyazomehtine and various diazo partners. The dyeing method of Nylon and polyester has also been developed.

 

Contact details

Georgian Technical University,

Faculty of Chemical Technology and Metallurgy,

Contact person: Prof. Elizbar Elizbarashvili

77 Kostava Street, Tbilisi, 0175, Georgia

Tel: (+995 32)335201;

Cell : (995 93) 35 75 38;

FAX: (+995 32)335201;

E-mail: elizbarashvili@gtu.ge

 

 

 

 

 

 

 

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