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Reactive dye compounds

A technology of reactive dyes and dye compositions, which is applied in the field of reactive dye compounds, can solve the problems of dye retention, etc., and achieve the effects of improving exhaustion rate, increasing affinity, and strong dyeing

Inactive Publication Date: 2001-07-11
THE UNIV OF NORTH CAROLINA AT CHAPEL HILL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, an urgent problem still faced by the fabric dye industry at present is the large amount of dye remaining in the wastewater after the dyeing process is completed.

Method used

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  • Reactive dye compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] 5-Chloro-4-nicotinyl-2-fluoropyrimidine dye was prepared using the synthetic route described in Scheme 1.

[0061] Reaction scheme 1

[0062] In this scheme, D is a chromophore and varies depending on the starting dye used. In this example, Drimarene Brill Red4-KBL was used as a starting material. However any suitable pyrimidine-containing dye can be used as a starting material, including any Drimalan F dye, any Drimarene R dye and any Drimarene K dye commercially available from Clariant.

[0063] Synthesis of 5-chloro-4-nicotinyl-2-fluoropyrimidine dye

[0064] 0.1 mol of pure Drimarene Brill Red K-4BL dye and 150 ml of distilled water were added to the flask. Then, 0.1 mol of nicotinic acid was added dropwise from the dropping funnel to the reaction mixture under stirring. The total addition time is 1-1.5 hours. During the addition of nicotinic acid, the pH value of the reaction system was kept at 5-5.5, and the temperature was kept at 40-45°C.

[0065] The re...

Embodiment 2

[0068] All of the dye compounds prepared in Example 1 above can be used to dye cotton using the dyeing method described below. Following the cotton dyeing process, the soaping process can also be performed on the cotton fibers.

[0069] cotton dyeing method

[0070] An aqueous dye solution containing the dye compound of Example 1 was prepared. Described dye solution contains the dyestuff of 1.2% by fiber quality, the Na of 80g / L 2 SO 4 and 5% sodium acetate by mass of fiber. The cotton fabric was immersed in water, and then the cotton fabric was dyed in the above dyeing bath at pH 7 and 25° C. for 30 minutes. Then at pH11.5 by adding 30g / L sodium formate and 5g / L Na 2 CO 3 The dyed cotton fabric was fixed in a dye bath and dyed for 30 minutes at 25°C. Dyed fabrics are rinsed with water.

[0071] In the above dyeing process, the dyebath of each dye compound was almost completely exhausted, indicating that the compounds prepared in Example 1 each had a high exhaustion va...

Embodiment 3

[0079] All of the dye compounds prepared in Example 1 can be used to dye nylon or wool using the dyeing method described below. After the nylon / wool dyeing method, a wash fastness test can be performed on the dyed fabric to test the wash fastness of the dye compound.

[0080] Wool / Nylon Dyeing Method

[0081] The wool / nylon fabric was soaked in a 2% solution of Alcopol-O (40% w / w sodium d-isooctyl sulfate succinate from Allied Colloids). The fabric was then dyed for 1 hour at 100° C. and pH 3.5 in a dyebath containing the following composition: 1.2% by mass of fiber of the dye prepared in Example 1, 14% by mass of fiber of sodium acetate and 1% of Albegal B (commercially available from Ciba Geigy). Rinse dyed wool / nylon fabrics with water.

[0082] Each of the compounds prepared in Example 1 provided strong staining in the above method.

[0083] Test method for Co2 (ISO) wash fastness of wool / nylon fabrics

[0084] Dyed wool / nylon fabrics were washed at 50°C for 45 minute...

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Abstract

Reactive Dye compound having formula (I) wherein: D is a chromophore group; L is a linking moiety; Q is a quaternized nitrogen derivative; X and Y are independently selected from chlorine, bromine, fluorine or hydrogen; A is selected from halogen, preferably chlorine or fluorine; provided that at least one of X and Y is fluorine; A is selected from halogen, preferably chlorine or fluorine; and salts and esters thereof. The reactive dye compounds of the invention have high Exhaustion Values, high Fixation Values, particularly on cellulosic substrates such as cotton, and show significant improvements in terms of reducing spend dyestuff in effluent, increasing dye affinity to the substrate, increasing the dye-substrate covalent bonding, increasing the ability to dye substrates at room temperature, decreasing the amount of dye that is removed during the post dyeing ''soaping off process'' and therefor simplying the post dyeing ''soaping off process'' traditionally associated with dyeing cotton with fibre reactive dyes and reduction of staining of adjacent white fabrics. In addition, the compounds prepared above provide more intense dyeings and require less levels of salt for dyeing cotton substrates.

Description

technical field [0001] This invention relates to reactive dye compounds. In particular, the present invention relates to reactive dye compounds having improved dyebath exhaustion (E) and improved dye-fibre covalent fixation (F). Background of the invention [0002] Reactive dye compounds are known in the art for dyeing various substrates. Such matrices include, for example, proteinaceous materials such as keratin, which is found, for example, in hair, skin and nails and various animal body parts such as horns, hooves and feathers, and other natural proteinaceous substances such as silk and sugar-derived substances such as those derived from Cellulose and those derived from cellulose derivatives, such as natural products such as cotton, and synthetic fibers such as polyamides. [0003] Examples of such reactive dyes known in the art include mono- or dichloro- or fluoro-1,3,5-triazinyl, mono- or dichloro- or fluoro-pyrimidinyl, β-halo-propionyl, β-halo-propionyl, β- - Haloe...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K8/00A61K8/49A61Q5/10C09B62/00C09B62/20D06P1/382D06P3/10D21H21/28
CPCC09B62/20
Inventor 厄尔·D·布罗克戴维·M·刘易斯塔尔·I·尤萨夫
Owner THE UNIV OF NORTH CAROLINA AT CHAPEL HILL
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