CN101481514B - Preparation of yellow reactive dye - Google Patents

Abstract

The invention provides a method for preparing yellow reactive dye. The active group of the dye is a quaternary ammonium salt type dye formed by nicotinic acid and dye matrix. The dye compound prepared by the method of the invention can carry out sole dyeing or dyeing by combining with other dyes on cotton fiber, and the dye compound has good dyeing property, bright dyeing chromatic light and gooddyeing fastness, especially, the dyed cotton fiber has good dyeing rate and color fixing rate.

Description

A kind of preparation method of Yellow active dye

Technical field

The present invention relates to active dye technical field, particularly relate to a kind of preparation method of Yellow active dye.

Background technology

Reactive dyestuffs are that characteristics such as lovely luster, application performance are excellent, practical are arranged, and reactive group and fiber generate stable chemical bond and possess good fastness in the dye molecule.

At present, the employed yellow kind unit cost of dyeing is high, and the material waste is serious, the generation sewage of saltouing, and dyestuff can not dye dark color.And reactive group when dyeing need in stronger alkaline medium, carry out, dyeing waste-water neutrality qualified discharge causes difficulty like this, is unfavorable for environmental protection.

Dyestuff provided by the invention can address the above problem, and provide a kind of and in more weak medium, carry out painted dyestuff, and dyeing behavior is good, can improve dyefastness.

Summary of the invention

The present invention will provide a kind of painted dyestuff that in more weak medium, carries out; And dyeing behavior is good, can improve the dyestuff of dyefastness, for solving above-mentioned note problem; The invention provides a kind of Yellow active dye; Its reactive group is that nicotinic acid and dye matrix form the quaternary dyestuff, can in neutrality or weak alkaline medium, dye, and dyeing back each item fastness index is fine.

Particularly, the invention provides the preparation method of the compound of following formula (I-A):

This method comprises the steps:

A, diazotization

Make 2-naphthylamines-3,6,8-trisulfonic acid and sodium nitrite solution diazotization obtain diazonium salt;

B, coupling

Make an above-mentioned diazonium salt and a urea amido aniline coupled reaction, obtain coupling product;

C, a step condensation

In the solution of trolamine, trichloromethane and acetone, add cyanuric chloride, added the coupling product that a last step obtains then, be condensed to the color base disappearance and obtain a step condensation product;

D, two step condensations

In a step condensation product, add material as shown in the formula (II-A):

Obtain two step condensation products like this;

E, three step condensations

In two step condensation products, add nicotinic acid and react, the solution of acquisition formula (I-A) dyestuff,

Keep reaction to be in the weakly acidic solution basically in above-mentioned each step.

Particularly, aforesaid method comprises the steps:

A, 2-naphthylamines-3,6,8-trisulfonic acid diazotization

Xiang Shuizhong drops into 2-naphthylamines-3,6, and the 8-trisulfonic acid stirs, and adds trash ice then; This moment, temperature was 0 ℃, added sodium nitrite solution then fast, continued to stir 6 ℃ of terminal temperatures 2 hours; Sodium Nitrite is little excessive, removes excessive nitrite with industrial thionamic acid, is equipped with coupling;

B, coupling:

Urea acylamino-aniline between Xiang Shuizhong adds; Normal temperature stirred down after 10-20 minute, and transferring pH with sodium carbonate liquor is 7.5-8.5, and the diazonium salt solution that adds the preparation of A step then in 1-2 hour carries out coupling; Feed in raw material and transfer pH=6.0-6.5 with sodium carbonate liquor simultaneously; Stirred 30 minutes, and oozed circle method detection diazol and disappear, be equipped with a step condensation;

C, a step condensation:

Add trash ice to the condensation jar, add entry again, add industrial trolamine, trichloromethane, acetone, added cyanuric chloride ice mill then 10-20 minute; With the coupling solution that added B step preparation in 0.5-2 hour; Then with sodium carbonate solution adjustment and keep pH=3.0-4.0, and in this pH value scope, keep stirring 3-5 hour; Sorptography detects conjugates and disappears, and is equipped with two step condensations;

D, two step condensations: in a step condensated liquid, add compound as shown in the formula (II-A):

Transfer pH=7.0-8.0 with sodium carbonate solution then, be warming up to 45-55 ℃, continue to be warming up to 50-60 ℃ and keep pH=6.0-6.5 with yellow soda ash, keep stirring 5-6 hour, chromatograph detects sulphonate-base anilino aniline and disappears, and is equipped with three step condensations;

E, three step condensations:

Add nicotinic acid to two steps in the condensated liquids, transfer pH=6.5-7.5 with sodium carbonate solution, be warming up to 85-90 ℃ then, continue to keep pH=6.0-6.3 with yellow soda ash, and keep stirring 15-20 hour at 83-87 ℃, chromatograph detected two things that contract and disappeared basically this moment;

Delivering to after the dye solution of step e preparation filtered with 40 eye mesh screens that spray tower is dry must dry product.

The dye composition of method for preparing can dye to cotton fibre separately or with other dyestuff is composite, and it has good dyeing behavior, and coloured light is bright-coloured, and fastness is good, and especially cotton fibre has the good rate of dying and degree of fixation.

Embodiment

The structure and the preparation method of Yellow active dye of the present invention is illustrated above, will further explains work of the present invention through embodiment below.

Embodiment 1:

Present embodiment provides the preparation method of following formula (I-A) compound:

Concrete preparation method is following:

1,2-naphthylamines-3,6,8-trisulfonic acid diazotization

In 500kg water, drop into the 2-naphthylamines-3,6 of 300kg70%, the 8-trisulfonic acid stirs; Add the 800kg trash ice then, this moment, temperature was 0 ℃, added 20% sodium nitrite solution 200kg then fast; Finishing temperature is that 2 ℃ of continuation were stirred 2 hours; 6 ℃ of Sodium Nitrites of terminal temperature are little excessive, remove excessive nitrite with industrial thionamic acid, are equipped with coupling.

2, coupling:

In 300kg water, add content and be 60% between urea amido aniline 135kg; Normal temperature stirs after 10 minutes down, and using 20% sodium carbonate solution to transfer pH is 7.5, and the diazonium salt solution that adds the above-mentioned steps preparation then in 1 hour carries out coupling; Reinforced simultaneously with 20% sodium carbonate solution accent pH=6.0-6.5; Finish 10 ℃ of temperature and keep pH6.0-6.5 stirring 30 minutes, ooze circle method detection diazonium salt and disappear, be equipped with a step condensation.

3, a step condensation:

Add the 1000kg trash ice to the condensation jar, add 100kg water again, add industrial trolamine, trichloromethane, each 0.5kg of acetone, added content 99% cyanuric chloride 100kg ice mill then 10 minutes; With the coupling solution that added the preparation of the 2nd step in 0.5 hour, finishing temperature is 2 ℃, pH=3.5; Then with 20% sodium carbonate solution adjustment and keep pH=3.0-4.0, and in this pH value scope, keeping stirring 3 hours this moments temperature is 5 ℃; Sorptography detects conjugates and disappears, and is equipped with two step condensations.

4, two step condensations: adding content is 94% the compound 155g as shown in the formula (II-A) in a step condensated liquid:

Transfer pH=7.0 with 20% sodium carbonate solution then, be warming up to 45 ℃ this moment pH be 6.0, continue to be warming up to 50 ℃ and keep pH=6.0-6.5 with 20% yellow soda ash and keep stirring 5 hours, chromatograph detects sulphonate-base anilino aniline and disappears, and is equipped with three and goes on foot condensations

5, three step condensations:

The nicotinic acid 80kg that in two step condensated liquids, adds content 99%; Transfer pH=6.5 with 20% sodium carbonate solution, be warming up to 85 ℃ then, this moment, pH=6.0 continued to keep pH=6.0-6.3 with 20% yellow soda ash; And keep to stir 15 hours at 83-87 ℃, chromatograph detected two things that contract and disappeared basically this moment.

6, after filtering with 40 eye mesh screens, the dye solution that step 5 is prepared delivers to the dry dry product 755kg of getting of spray tower.

The dyestuff of above-mentioned formula (I-A) is at the coloured fibre material, and particularly during cotton cellulose fiber, it demonstrates good enhancing, level-dyeing property and detergency, and has good fastness aspect photostabilization, washing fastness, anti-floating property of chlorine and the perspiration resistance of dyeing articles.And the prepared dyestuff of this method needs in more weak alkaline medium, carry out when dyeing, and dyeing waste-water neutrality qualified discharge is easy like this, is beneficial to environmental protection.

Dyestuff of the present invention and dyestuff preparation method are described through concrete embodiment.Those skilled in the art can use for reference links such as content appropriate change raw material of the present invention, processing condition and realize corresponding other purpose; Its relevant change does not all break away from content of the present invention; All similar replacements and change will become apparent to those skilled in the art that all to be regarded as and are included within the scope of the present invention.

Claims (2)

1. method for preparing the compound of following formula (I-A):

This method comprises the steps:

A, diazotization

Make 2-naphthylamines-3,6,8-trisulfonic acid and sodium nitrite solution diazotization obtain diazonium salt;

B, coupling

Make an above-mentioned diazonium salt and a urea amido aniline coupled reaction, obtain coupling product;

C, a step condensation

In the solution of trolamine, trichloromethane and acetone, add cyanuric chloride, added the coupling product that a last step obtains then, be condensed to the color base disappearance and obtain a step condensation product;

D, two step condensations

In a step condensation product, add material as shown in the formula (II-A):

Obtain two step condensation products like this;

E, three step condensations

In two step condensation products, add nicotinic acid and react, the solution of acquisition formula (I-A) dyestuff,

Keep reaction to be in the weakly acidic solution basically in above-mentioned each step.

2. method according to claim 1 is characterized in that comprising the steps:

A, 2-naphthylamines-3,6,8-trisulfonic acid diazotization

Xiang Shuizhong drops into 2-naphthylamines-3,6, and the 8-trisulfonic acid stirs, and adds trash ice then; This moment, temperature was 0 ℃, added sodium nitrite solution then fast, continued to stir 6 ℃ of terminal temperatures 2 hours; Sodium Nitrite is little excessive, removes excessive nitrite with industrial thionamic acid, is equipped with coupling;

B, coupling:

Urea acylamino-aniline between Xiang Shuizhong adds; Normal temperature stirred down after 10-20 minute, and transferring pH with sodium carbonate liquor is 7.5-8.5, and the diazonium salt solution that adds the preparation of A step then in 1-2 hour carries out coupling; Feed in raw material and transfer pH=6.0-6.5 with sodium carbonate liquor simultaneously; Stirred 30 minutes, and oozed circle method detection diazol and disappear, be equipped with a step condensation;

C, a step condensation:

Add trash ice to the condensation jar, add entry again, add industrial trolamine, trichloromethane, acetone, added cyanuric chloride ice mill then 10-20 minute; With the coupling solution that added B step preparation in 0.5-2 hour; Then with sodium carbonate solution adjustment and keep pH=3.0-4.0, and in this pH value scope, keep stirring 3-5 hour; Sorptography detects conjugates and disappears, and is equipped with two step condensations;

D, two step condensations: in a step condensated liquid, add compound as shown in the formula (II-A):

Transfer pH=7.0-8.0 with sodium carbonate solution then, be warming up to 45-55 ℃, continue to be warming up to 50-60 ℃ and keep pH=6.0-6.5 with yellow soda ash, keep stirring 5-6 hour, chromatograph detects sulphonate-base anilino aniline and disappears, and is equipped with three step condensations;

E, three step condensations:

Add nicotinic acid to two steps in the condensated liquids, transfer pH=6.5-7.5 with sodium carbonate solution, be warming up to 85-90 ℃ then, continue to keep pH=6.0-6.3 with yellow soda ash, and keep stirring 15-20 hour at 83-87 ℃, chromatograph detected two things that contract and disappeared basically this moment;

Delivering to after the dye solution of step e preparation filtered with 40 eye mesh screens that spray tower is dry must dry product.