Reactive dye compounds

A technology of reactive dyes and compounds, applied in the direction of reactive dyes, organic dyes, azo dyes, etc., can solve the problem of remaining large dyes, achieve strong dyeing effect, simplify soaping process, and improve affinity

Inactive Publication Date: 2002-05-29
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 that a large amount of dye remains in the wastewater after the dyeing process is completed.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0090] Example 1 (RBBRS / CA Dye)

[0091] The compound represented by (1) is prepared according to Scheme 1.

[0092] In the above reaction scheme, CA represents -O(C=O)R derived from citric acid in the above formula (I) * group, namely, -C(OH)(CH 2 COOH) 2 or -CH 2 C(OH)(COOH)CH 2 COOH. It should be noted that the citric acid moiety is bonded to the heterocycle through one of the carboxyl groups. Those of ordinary skill in the art will appreciate that in the case of asymmetric compounds with more than one carboxylic acid group, such as citric and malic acids, mixtures of dye compounds can be obtained because of Different carboxylic acid reactive groups on the group. However, it is believed that: in the case of citric acid, citric acid mainly reacts with its carboxylic acid group to obtain R * The group is C(OH)(CH 2 COOH) 2 compound of.

[0093]In a 400 ml flask, dissolve 0.005 mol of pure Remazol Brill Blue RS dye in 150 ml of distilled water. The temperature of...

Embodiment 2

[0094] Embodiment 2 (RBBRS / TA dyestuff)

[0095] The compound represented by (2) is prepared according to Scheme 2.

[0096] In a 400 ml flask, dissolve 0.005 mol of pure Remazol Brill Blue RS dye in 150 ml of distilled water. The temperature of the reaction system was adjusted and maintained at 20°C, and the pH of the dye solution was adjusted to about 4.5 with solid sodium carbonate. 0.005 mole of tartaric acid was dissolved in 50 ml of distilled water, and the pH value of the tartaric acid solution was adjusted to about 4.5. Slowly add the tartaric acid solution to the dye solution. The rate of addition is such that the addition is complete in about 2 hours. During the addition, the temperature of the reaction system was maintained at 20°C. After complete addition of tartaric acid, the reaction was allowed to proceed for 4-5 hours. The reaction endpoint is indicated by the pH of the reaction system remaining constant for more than 5 minutes. At this time, the dye co...

Embodiment 3

[0097] Embodiment 3 (RBBRS / LA dyestuff)

[0098] The compound represented by (3) is prepared according to Scheme 3.

[0099] In a 400 ml flask, dissolve 0.005 mol of Remazol Brill Blue R Special dye in 150 ml of distilled water. Adjust and maintain the temperature of the reaction system at about 20°C, and adjust the pH value of the dye solution to 5-5.5 with solid sodium carbonate. Dissolve 0.005 mol of lactic acid in 50 ml of distilled water, and adjust the pH of the lactic acid solution to about 4.5. Slowly add the lactic acid solution to the dye solution. The rate of addition is such that the addition is complete in about 2 hours. During the addition, the temperature of the reaction system was kept at 20° C., and after the lactic acid was completely added, the reaction was continued for 3-4 hours. The reaction endpoint is indicated by the pH of the reaction system remaining constant for more than 5 minutes. At this point the dye compound (3) is obtained. The reactio...

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PUM

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Abstract

A reactive dye compound comprising: (a) at least one chromophore moiety; (b) at least one SO2C2H4 group which is attached to the chromophore moiety either directly via the sulphur atom of the SO2C2H4 group or a linking group L; characterised in that at least one SO2C2H4 group is substituted on its terminal carbon atom with at least one Y group wherein Y is -A(CO)R* wherein A is selected from O or S and wherein R' contains at least one terminal nucleophilic group, such as OH, NH2, SH, COOH, N, NHR<1> and NR<1>R<2> wherein R<1> and R<2> may be the same or different and may be selected from C1-C4 alkyl; and salts thereof. Also claimed is a process of manufacture of the compounds herein and products obtainable by the process. The compounds herein have high Exhaustion Values (E), high Fixation Values (F) and high Efficiency Values (T) and show significant improvements in terms of reducing spent 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 therefore simplifying 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 naturally protein-containing substances such as silk, and carbohydrate-derived substances such as those derived from Those derived from cellulose or 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 dyes containing vinylsulfone groups or vinylsulfone precursor groups, such as those commercially av...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K8/00A61K8/46A61K8/49A61Q5/10C09B62/503C09B62/51C09B62/825C09B62/83C09B67/26D06P1/38D06P1/384D06P3/14D06P3/24D06P3/66
CPCC09B62/51C09B62/503
Inventor 戴维·M·刘易斯何卫东塔尔·I·尤萨夫吉勒斯·Y·M·F·吉奈恩
Owner THE UNIV OF NORTH CAROLINA AT CHAPEL HILL
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