CN101735652A - Red reactive dye and preparation method thereof - Google Patents

Abstract

The invention relates to a red reactive dye for wool and a preparation method thereof. The red reactive dye for the wool is a compound having a structure as the general formula (I) shown in the specification. The use and preparation of the dye can reduce environmental pollution, required raw materials have low cost, the solubility of the product is high, the color is bright, the application performance is excellent, the use is convenient and the red reactive dye for the wool has high adaptivity.

Description

A kind of red reactive dyes and preparation method thereof

Technical field

The present invention relates to a kind of reactive dye for wool and preparation method thereof, particularly relate to a kind of red reactive dye for wool and preparation method thereof.

Background technology

Now general dyeing wool, cashmere, used dyestuff are matching stain, acid mordant dye and metallized dye.Because with the material that these kinds of dyes are dyed, fastness is all not good enough, coloured light is not really gorgeous, but also can cause trouble to environmental protection.Enter 21 century, because the restriction of environmental ecology, more ask more and more higher for dye uptake, degree of fixation and dyeing waste-water.Matching stain can not satisfy development of times again.

Technical problem to be solved by this invention is, provides one can reduce environmental pollution, and the desired raw material cost is low, the product solubility height, and also bright in colour, the application performance excellence, easy to use, red reactive dye for wool that suitability is strong and preparation method thereof.

Summary of the invention

In order to solve the problems of the technologies described above, the invention provides a kind of red reactive dye for wool, this red reactive dye for wool is the compound with following general formula (I) structure:

The preparation method of the dye composition of said structure formula (I) comprises the steps:

The dissolving of a, H acid

Transferring the pH of H acid solution with sodium hydroxide solution is 6.5-7.0, and the mass/volume concentration of adjusting solution is 15%, gets the H acid solution;

B, condensation reaction

Adjusting H acid solution mass/volume concentration is 10%, keeps pH=6～6.5 with sodium bicarbonate, 5～10 ℃ of temperature, and 40～60 minutes times spent, add 2,3-two bromo propionyl chloros and acetone mixed solution reacted 1-3 hour, got condensated liquid.

C, diazotization reaction

Para-ester is dissolved in the water, and the regulator solution temperature is less than 0 ℃, and the pH that keeps solution with hydrochloric acid adds Sodium Nitrite fast less than 2, keeps 0～5 ℃ of reaction of temperature 1-3 hour, eliminates excessive nitrous acid with thionamic acid, diazonium liquid,

D, coupled reaction

The diazonium liquid that the c step is obtained joins in the condensated liquid that the b step obtains, holding temperature 10-30 ℃, keep pH=5-8, reacted 3-5 hour coupling solution.

E, neutralization reaction

Coupling solution is adjusted to pH=6-6.5 with hydrochloric acid soln, stirred 10-20 minute.

F, drying

With dry formula (I) compound that gets of the solution spray of e step.

Preferably, the preparation method of the dye composition of said structure formula (I) comprises the steps:

The dissolving of a, H acid

With water dissolution H acid, transfer pH=6.5-7 with sodium hydroxide solution then, make material dissolution, clarification, the mass/volume concentration of adjusting solution is 15%, gets the H acid solution;

B, condensation reaction

Under 5～7 ℃ of temperature, adjusting H acid solution mass/volume concentration is 10%, keep pH=6～6.5 with sodium bicarbonate, 5～10 ℃ of temperature, 40～60 minutes times spent, add 2,3-two bromo propionyl chloros and acetone mixed solution, 5～10 ℃ of holding temperatures and pH value 6～6.5 were reacted 1-3 hour, got condensated liquid.

C, diazotization reaction

Para-ester is dissolved in the water, adding hydrochloric acid, the regulator solution temperature is less than 0 ℃, and the pH that keeps solution adds Sodium Nitrite fast less than 2, keeps 0～5 ℃ of reaction of temperature 1-3 hour, eliminates excessive nitrous acid with thionamic acid, gets diazonium liquid,

D, coupled reaction

The diazonium liquid that the c step is obtained joins in the condensated liquid that the b step obtains, and transfers pH=7 with yellow soda ash, is warmed up to 10 ℃, holding temperature 10-30 ℃, keep pH=5-8, reacted 3-5 hour coupling solution.

E, neutralization reaction

Coupling solution is adjusted to pH=6-6.5 with hydrochloric acid soln, stirred 10-20 minute.

F, drying

With dry formula (I) compound that gets of the solution spray of e step.

More preferably, the preparation method of the dye composition of said structure formula (I) comprises the steps:

The dissolving of a, H acid

In beaker, add water, add 100%H acid then, stir down and transfer pH=6.5-7, make material dissolution with 30% sodium hydroxide solution, clarification, the volume of adjustment solution, the mass/volume concentration that makes solution is 15% H acid solution.

B, condensation reaction

Adjust H acid solution temperature to 5～7 ℃ with direct ice and water, adjusting liquor capacity concentration is 10%, keep pH=6～6.5 with sodium bicarbonate then, with 5～10 ℃ of direct ice holding temperatures, 40～60 minutes times spent are with 2 of suitable moles mass, 3-two bromo propionyl chloros and acetone mixed solution add, 5～10 ℃ of holding temperatures and pH value 6～6.5 were reacted 1-3 hour, got condensated liquid.

C, diazotization reaction

In beaker, add water, add para-ester then, stirred 10-20 minute.30% hydrochloric acid soln is added, adjust solution temperature less than 0 ℃ with direct ice, adjusting mass/volume concentration is 5.5%, under reaction soln guarantees that the pH value is less than 2 condition, 30% sodium nitrite solution of suitable moles mass is added 0～5 ℃ of holding temperature fast, reacted 1-3 hour, eliminate excessive nitrous acid with thionamic acid, get diazonium liquid

D, coupled reaction

The diazonium liquid that the c step is obtained joins in the condensated liquid that the b step obtains, and transfers pH=7 with yellow soda ash, is warmed up to 10 ℃, and holding temperature 10-30 ℃, keep pH=5-8, reacted 3-5 hour.

E, neutralization reaction

Coupled reaction liquid is adjusted to pH=6-6.5 with 30% hydrochloric acid soln, stirred 10-20 minute.

F, drying

The look liquid of e step is joined in the feed liquid preheater, adjust the spray tower inlet temperature and carry out spraying drying, obtain product.

In the aforesaid method, H acid is 1-amino-8-naphthol-3, the abbreviation of 6-disulfonate sodium, and its structural formula is as follows:

Para-ester claims again (beta-sulfuric ester ethyl sulfonyl) aniline, the vinyl sulfone(Remzaol sulfuric ester, and 4-sulfovinic acid sulfuryl aniline, right-beta-hydroxy second sulfone aniline sulfuric ester or right-beta-hydroxy second sulfone aniline sulfuric ester, its structural formula is as follows:

Aforesaid method and hereinafter in the method for embodiment, the unit of mass/volume concentration is grams per milliliter (g/ml) or kg/liter (kg/L).

Used various raw materials all can be bought from the market and obtain in the aforesaid method.

Using and preparing of the compound of the present invention's preparation can reduce environmental pollution, and the desired raw material cost is low, the product solubility height, and lovely luster, the application performance excellence, easy to use, be the strong red reactive dye for wool of a kind of suitability.

Embodiment

The following examples just to the explanation of technical scheme of the present invention, do not form any restriction to technical scheme of the present invention and protection domain.

Embodiment 1

The dissolving of a, H acid

In 500 ml beakers, add 200 milliliters in water, add 100%H acid 34.1 grams then, stir down and transfer pH=6.5-7.0 with 30% sodium hydroxide solution, make material dissolution, clarification, the volume of adjusting solution is 227 milliliters, the mass/volume concentration that makes solution is 15%, gets the H acid solution.

B, condensation reaction

Adjust H acid solution temperature to 5～7 ℃ with direct ice and water, adjusting solution quality/volumetric concentration is 10%, follow 96% sodium bicarbonate to keep pH=6～6.5 then, with 5～10 ℃ of direct ice holding temperatures, 50 minutes times spent, with 100% 2,3-two bromo propionyl chloros 32.6 gram and the adding of acetone mixed solution, 5～10 ℃ of holding temperatures and pH value 6～6.5, react 2 hours must condensated liquid.

C, diazotization reaction

In 800 ml beakers, add 200 milliliters in water, then 100% para-ester, 28.1 grams are added, stirred 15 minutes.Again 15.8 grams, 30% hydrochloric acid soln is added, adjust solution temperature less than 0 ℃ with direct ice, adjusting mass/volume concentration is 5.5%, under reaction soln guarantees that the pH value is less than 2 condition,, be made into 30% sodium nitrite solution and add fast 100% Sodium Nitrite, 7.04 grams, 0～5 ℃ of holding temperature, reacted 2 hours, and eliminated excessive nitrous acid, get diazonium liquid with thionamic acid

D, coupled reaction

The diazonium liquid that the c step is obtained joins in the condensated liquid that the b step obtains, and transfers pH=7 with 96% yellow soda ash, is warmed up to 20 ℃, and holding temperature 20-30 ℃, keep pH=7-7.5, reacted 4 hours.

E, neutralization reaction

Coupled reaction liquid is adjusted to pH=6-6.5 with 30% hydrochloric acid soln, stirred 15 minutes.

F, drying

The look liquid of e step is joined in the feed liquid preheater, adjust the spray tower inlet temperature and carry out spraying drying.Get the orchil of following formula structure.

The red reactive dye for wool application performance of the embodiment of the invention 1 preparation is as shown in the table:

Compound of the present invention and preparation method thereof is described by specific 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 and all be regarded as comprising within the scope of the present invention.

Claims (4)

1. red reactive dye for wool, this red reactive dye for wool is the compound with following general formula (I) structure:

2. the preparation method of dyestuff according to claim 1, this method comprises the steps:

The dissolving of a, H acid

Transferring the pH of H acid solution with sodium hydroxide solution is 6.5-7.0, and the mass/volume concentration of adjusting solution is 15%, gets the H acid solution;

B, condensation reaction

Adjusting H acid solution mass/volume concentration is 10%, keeps pH=6～6.5 with sodium bicarbonate, 5～10 ℃ of temperature, and 40～60 minutes times spent, add 2,3-two bromo propionyl chloros and acetone mixed solution reacted 1-3 hour, got condensated liquid;

C, diazotization reaction

Para-ester is dissolved in the water, and the regulator solution temperature is less than 0 ℃, and the pH that keeps solution with hydrochloric acid adds Sodium Nitrite fast less than 2, keeps 0～5 ℃ of reaction of temperature 1-3 hour, eliminates excessive nitrous acid with thionamic acid, diazonium liquid,

D, coupled reaction

The diazonium liquid that the c step is obtained joins in the condensated liquid that the b step obtains, holding temperature 10-30 ℃, keep pH=5-8, reacted 3-5 hour coupling solution;

E, neutralization reaction

Coupling solution is adjusted to pH=6-6.5 with hydrochloric acid soln, stirred 15 minutes;

F, drying

With dry formula (I) compound that gets of the solution spray of e step.

3. method according to claim 2, this method comprises the steps:

The dissolving of a, H acid

With water dissolution H acid, transfer pH=6.5-7 with sodium hydroxide solution then, make material dissolution, clarification, the mass/volume concentration of adjusting solution is 15%, gets the H acid solution;

B, condensation reaction

Under 5～7 ℃ of temperature, adjusting H acid solution mass/volume concentration is 10%, keep pH=6～6.5 with sodium bicarbonate, 5～10 ℃ of temperature, 40～60 minutes times spent, add 2,3-two bromo propionyl chloros and acetone mixed solution, 5～10 ℃ of holding temperatures and pH value 6～6.5 were reacted 1-3 hour, got condensated liquid;

C, diazotization reaction

Para-ester is dissolved in the water, adding hydrochloric acid, the regulator solution temperature is less than 0 ℃, and the pH that keeps solution adds Sodium Nitrite fast less than 2, keeps 0～5 ℃ of reaction of temperature 1-3 hour, eliminates excessive nitrous acid with thionamic acid, gets diazonium liquid,

D, coupled reaction

The diazonium liquid that the c step is obtained joins in the condensated liquid that the b step obtains, and transfers pH=7 with yellow soda ash, is warmed up to 10 ℃, holding temperature 10-30 ℃, keep pH=5-8, reacted 3-5 hour coupling solution;

E, neutralization reaction

Coupling solution is adjusted to pH=6-6.5 with hydrochloric acid soln, stirred 15 minutes;

F, drying

With dry formula (I) compound that gets of the solution spray of e step.

4. method according to claim 3, this method comprises the steps:

The dissolving of a, H acid

In beaker, add water, add 100%H acid then, stir down and transfer pH=6.5-7, make material dissolution with 30% sodium hydroxide solution, clarification, the volume of adjustment solution, the mass/volume concentration that makes solution is 15% H acid solution;

B, condensation reaction

Adjust H acid solution temperature to 5～7 ℃ with direct ice and water, adjusting liquor capacity concentration is 10%, keep pH=6～6.5 with sodium bicarbonate then, with 5～10 ℃ of direct ice holding temperatures, 40～60 minutes times spent are with 2 of suitable moles mass, 3-two bromo propionyl chloros and acetone mixed solution add, 5～10 ℃ of holding temperatures and pH value 6～6.5 were reacted 1-3 hour, got condensated liquid;

C, diazotization reaction

In beaker, add water, add para-ester then, stirred 15 minutes; 30% hydrochloric acid soln is added, adjust solution temperature less than 0 ℃ with direct ice, adjusting mass/volume concentration is 5.5%, under reaction soln guarantees that the pH value is less than 2 condition, 30% sodium nitrite solution of suitable moles mass is added 0～5 ℃ of holding temperature fast, reacted 1-3 hour, eliminate excessive nitrous acid with thionamic acid, get diazonium liquid

D, coupled reaction

The diazonium liquid that the c step is obtained joins in the condensated liquid that the b step obtains, and transfers pH=7 with yellow soda ash, is warmed up to 10 ℃, and holding temperature 10-30 ℃, keep pH=5-8, reacted 3-5 hour;

E, neutralization reaction

Coupled reaction liquid is adjusted to pH=6-6.5 with 30% hydrochloric acid soln, stirred 15 minutes;

F, drying

The look liquid of e step is joined in the feed liquid preheater, adjust the spray tower inlet temperature and carry out spraying drying, obtain product.