CN102286217B - Yellow active dye for hair and preparation method thereof - Google Patents

Abstract

The invention relates to a yellow active dye for hair and a preparation method thereof. The molecular structure of the active dye is shown in the description. The prepared active dye has bright color and excellent wet fastness properties, is convenient to use, and has strong practicability; and according to the preparation method for the active dye, environmental pollution is reduced, and particularly pollution of heavy metals is reduced. Moreover, the cost of the required raw materials is low.

Description

Hair Yellow active dye and preparation method thereof

Technical field

The present invention relates to a kind of reactive dye for wool, especially a kind of hair Yellow active dye and preparation method thereof.

Background technology

General dyeing wool, cashmere, be all with matching stain, acid mordant dye and metallized dye.And this kind of dyestuff is for contaminating hair, and to there is every wet fastness not good enough, coloured light is not very gorgeous, and dyeing liquid waste concentration is high, the shortcomings such as heavy metal contamination.Now, due to the restriction of environmental ecology, for dye uptake, the requirement of degree of fixation and dyeing waste liquid is more and more higher.Matching stain, weak acid dye and metal complex, can not meet hair dyeing demand.

Summary of the invention

Technical problem to be solved by this invention is, provides one can reduce environmental pollution, particularly reduces the pollution of heavy metal.And desired raw material cost is low, beautiful in colour, every wet fastness properties is excellent, easy to use, practical hair Yellow active dye and preparation method thereof.

In order to solve the problems of the technologies described above, the technical solution used in the present invention is:

A kind of hair Yellow active dye, its molecular structure is as shown in (I):

Present invention also offers the preparation method of above-mentioned reactive dyestuffs, comprise the steps

The preparation of a, K acid diazonium salt

Add in a kettle. end water, K acid, stir, add trash ice, 30% hydrochloric acid soln and sodium nitrite in aqueous solution.At Conditions Temperature 0-5 DEG C, pH < 2, react (in micro-blueness after starch potassium iodide paper leaching) after 1.5-2 hour, eliminate excessive Sodium Nitrite with thionamic acid, obtain diazonium salt, treat coupling.

B, coupled reaction:

Between inciting somebody to action, Urea,amino-solid material adds in a step gained diazonium salt, and temperature 5-10 DEG C is reacted 1 hour, with diazonium salt residue in H acid detection reaction still in process, to control reaction end.

React completely without diazonium salt residue, with Na ₂cO ₃aqueous solution readjustment pH to 5-6, coupled processes terminates, and obtains coupled reaction liquid, treats condensation.

C, condensation reaction:

B step coupled reaction liquid is cooled to 0-10 DEG C, drips the mixing solutions of bromo propionyl chloride and acetone, use Na ₂cO ₃keep PH=4-6, react 4 hours.

D, hydrolysis reaction:

By step c condensation reaction solution with 30% the NaOH aqueous solution adjust pH to 11 ~ 12, temperature of reaction 5 ~ 10 DEG C, be incubated 2 hours, obtains the compound of structural formula (I).

Preferably, the method also comprises the steps:

E, removal insolubles:

Hydrolysate in Step d is joined in solid-liquid separator, is separated, remove waste residue, collect filtrate in storage tank.

Preferably, the method also comprises the steps:

F, adjustment coloured light and intensity:

Step e material is dyeed, then carries out coloured light, intensity adjustment according to coloration result;

Preferably, the method also comprises the steps:

G, drying:

Join in feed liquid preheater by the look liquid of f step, adjustment inlet temperature 210 DEG C, carries out spraying dry with the temperature out of 95-100 DEG C, obtains the finished product.

In foregoing description, the structural formula of the material used is as described below:

Wherein the chemical name of K acid is 2-naphthylamines-3,6,8-trisulfonic acid, and structural formula is:

Bromo propionyl chloride is also known as 2,3-bis-bromo propionyl chloro, and structural formula is:

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

Between Urea,amino-structural formula be:

The beneficial effect that the present invention has:

The reactive dyestuffs that the present invention obtains are beautiful in colour, and every wet fastness properties is excellent, easy to use, practical, and the preparation method of these reactive dyestuffs, reduce environmental pollution, particularly reduce the pollution of heavy metal.And desired raw material cost is low.

Embodiment

Below in conjunction with specific embodiment, the invention will be further described, but do not limit protection scope of the present invention.

Embodiment 1

A, K acid diazotization:

Add in a kettle. end water, K acid 19.2g, stir, add trash ice, 30% technical hydrochloric acid solution and sodium nitrite in aqueous solution.At Conditions Temperature 0-5 DEG C, pH < 2, react (in micro-blueness after starch potassium iodide paper leaching) after 1.5-2 hour, eliminate excessive Sodium Nitrite with thionamic acid.Obtain diazonium salt, treat coupling.

B, coupled reaction:

Urea,amino-solid material between 9.25g added in a step gained diazonium salt, temperature 5-10 DEG C is reacted 1 hour, with diazonium salt residue in H acid detection reaction still in process, to control reaction end.

React completely without diazonium salt residue, with Na ₂cO ₃aqueous solution readjustment pH to 5-6, coupled processes terminates, and obtains coupled reaction liquid, treats condensation.

C, condensation reaction:

C-1: prepared by condenses: take bromo propionyl chloride 12.8g, acetone 1.3g, bromo propionyl chloride is uniformly dispersed in acetone, obtain bromo propionyl chloride and acetone mixing solutions, in order to condensation.

Bromo propionyl chloride prepared by c-2: b step coupled reaction liquid is cooled to 0-10 DEG C, dropping c-1 step and acetone mixing solutions, use Na ₂cO ₃keep PH=4-6, react 4 hours, obtain condensation reaction solution.

D, hydrolysis reaction:

By step c condensation reaction solution with 30% the NaOH aqueous solution adjust Ph to 11 ~ 12, temperature of reaction 5 ~ 10 DEG C, be incubated 2 hours, obtains the compound of structural formula (I).

E, removal insolubles:

Hydrolysate in Step d is joined in solid-liquid separator, is separated, remove waste residue, collect filtrate in storage tank.

F, adjustment coloured light and intensity:

Step e material is dyeed, then carries out coloured light, intensity adjustment according to coloration result;

G, drying:

Join in feed liquid preheater by the look liquid of f step, adjustment inlet temperature 210 DEG C, carries out spraying dry with the temperature out of 95-100 DEG C, obtains the finished product.

Embodiment 2

A, K acid diazotization:

Add in a kettle. end water, K acid 19.2g, stir, add trash ice, 30% technical hydrochloric acid solution and sodium nitrite in aqueous solution.At Conditions Temperature 0-5 DEG C, pH < 2, react (in micro-blueness after starch potassium iodide paper leaching) after 1.5-2 hour, eliminate excessive Sodium Nitrite with thionamic acid.Obtain diazonium salt, treat coupling.

B, coupled reaction:

Urea,amino-solid material between 9.25g added in a step gained diazonium salt, temperature 5-10 DEG C is reacted 1 hour, with diazonium salt residue in H acid detection reaction still in process, to control reaction end.

React completely without diazonium salt residue, with Na ₂cO ₃aqueous solution readjustment pH to 5-6, coupled processes terminates, and obtains coupled reaction liquid, treats condensation.

C, condensation reaction:

C-1: prepared by condenses: take bromo propionyl chloride 12.9g, acetone 1.3g, bromo propionyl chloride is uniformly dispersed in acetone, obtain bromo propionyl chloride and acetone mixing solutions, in order to condensation.

Bromo propionyl chloride prepared by c-2: b step coupled reaction liquid is cooled to 0-10 DEG C, dropping c-1 step and acetone mixing solutions, use Na ₂cO ₃keep PH=4-6, react 4 hours, obtain condensation reaction solution.

D, hydrolysis reaction:

By step c condensation reaction solution with 30% the NaOH aqueous solution adjust Ph to 11 ~ 12, temperature of reaction 5 ~ 10 DEG C, be incubated 2 hours, obtains the compound of structural formula (I).

E, removal insolubles:

Hydrolysate in Step d is joined in solid-liquid separator, is separated, remove waste residue, collect filtrate in storage tank.

F, adjustment coloured light and intensity:

Step e material is dyeed, then carries out coloured light, intensity adjustment according to coloration result;

G, drying:

Join in feed liquid preheater by the look liquid of f step, adjustment inlet temperature 210 DEG C, carries out spraying dry with the temperature out of 95-100 DEG C, obtains the finished product.

Embodiment 3

A, K acid diazotization:

Add in a kettle. end water, K acid 19.2g, stir, add trash ice, 30% technical hydrochloric acid solution and sodium nitrite in aqueous solution.At Conditions Temperature 0-5 DEG C, pH < 2, react (in micro-blueness after starch potassium iodide paper leaching) after 1.5-2 hour, eliminate excessive Sodium Nitrite with thionamic acid.Obtain diazonium salt, treat coupling.

B, coupled reaction:

Urea,amino-solid material between 9.25g added in a step gained diazonium salt, temperature 5-10 DEG C is reacted 1 hour, with diazonium salt residue in H acid detection reaction still in process, to control reaction end.

React completely without diazonium salt residue, with Na ₂cO ₃aqueous solution readjustment pH to 5-6, coupled processes terminates, and obtains coupled reaction liquid, treats condensation.

C, condensation reaction:

C-1: prepared by condenses: take bromo propionyl chloride 13g, acetone 1.3g, bromo propionyl chloride is uniformly dispersed in acetone, obtain bromo propionyl chloride and acetone mixing solutions, in order to condensation.

Bromo propionyl chloride prepared by c-2: b step coupled reaction liquid is cooled to 0-10 DEG C, dropping c-1 step and acetone mixing solutions, use Na ₂cO ₃keep PH=4-6, react 4 hours, obtain condensation reaction solution.

D, hydrolysis reaction:

By step c condensation reaction solution with 30% the NaOH aqueous solution adjust Ph to 11 ~ 12, temperature of reaction 5 ~ 10 DEG C, be incubated 2 hours, obtains the compound of structural formula (I).

E, removal insolubles:

Hydrolysate in Step d is joined in solid-liquid separator, is separated, remove waste residue, collect filtrate in storage tank.

F, adjustment coloured light and intensity:

Step e material is dyeed, then carries out coloured light, intensity adjustment according to coloration result;

G, drying:

Join in feed liquid preheater by the look liquid of f step, adjustment inlet temperature 210 DEG C, carries out spraying dry with the temperature out of 95-100 DEG C, obtains the finished product.

Embodiment 4

A, K acid diazotization:

Add in a kettle. end water, K acid 19.2g, stir, add trash ice, 30% technical hydrochloric acid solution and sodium nitrite in aqueous solution.At Conditions Temperature 0-5 DEG C, pH < 2, react (in micro-blueness after starch potassium iodide paper leaching) after 1.5-2 hour, eliminate excessive Sodium Nitrite with thionamic acid.Obtain diazonium salt, treat coupling.

B, coupled reaction:

Urea,amino-solid material between 9.25g added in a step gained diazonium salt, temperature 5-10 DEG C is reacted 1 hour, with diazonium salt residue in H acid detection reaction still in process, to control reaction end.

React completely without diazonium salt residue, with Na ₂cO ₃aqueous solution readjustment pH to 5-6, coupled processes terminates, and obtains coupled reaction liquid, treats condensation.

C, condensation reaction:

C-1: prepared by condenses: take bromo propionyl chloride 13.2g, acetone 1.3g, bromo propionyl chloride is uniformly dispersed in acetone, obtain bromo propionyl chloride and acetone mixing solutions, in order to condensation.

Bromo propionyl chloride prepared by c-2: b step coupled reaction liquid is cooled to 0-10 DEG C, dropping c-1 step and acetone mixing solutions, use Na ₂cO ₃keep PH=4-6, react 4 hours, obtain condensation reaction solution.

D, hydrolysis reaction:

By step c condensation reaction solution with 30% the NaOH aqueous solution adjust Ph to 11 ~ 12, temperature of reaction 5 ~ 10 DEG C, be incubated 2 hours, obtains the compound of structural formula (I).

E, removal insolubles:

Hydrolysate in Step d is joined in solid-liquid separator, is separated, remove waste residue, collect filtrate in storage tank.

F, adjustment coloured light and intensity:

Step e material is dyeed, then carries out coloured light, intensity adjustment according to coloration result;

G, drying:

Join in feed liquid preheater by the look liquid of f step, adjustment inlet temperature 210 DEG C, carries out spraying dry with the temperature out of 95-100 DEG C, obtains the finished product.

The application performance of Yellow active dye prepared by embodiment is as follows:

Light fastness	Metal to-metal contact	Wet friction	To soap colourity	Acid sweat stain colourity	Alkali sweat stain colourity
						4 grades	4-5 level	4 grades	4-5 level	4-5 level	4 grades

Dyestuff of the present invention and preparation of dyestuff method are described by specific embodiment.Those skilled in the art can use for reference the links such as content appropriate change raw material of the present invention, processing condition to realize the present invention, its relevant change does not all depart from content of the present invention, all similar replacements and change will become apparent to those skilled in the art that and be all deemed to be included within scope of the present invention.

Claims (3)

1. a hair Yellow active dye, is characterized in that: this reactive dyestuff molecule structure is as shown in (I):

2. the preparation method of hair Yellow active dye according to claim 1, is characterized in that: comprise the steps

The preparation of a, K acid diazonium salt

Add in a kettle. end water, K acid, stir, add trash ice, 30% hydrochloric acid soln and sodium nitrite in aqueous solution, at Conditions Temperature 0-5 DEG C, pH < 2, react after 1.5-2 hour, eliminate excessive Sodium Nitrite with thionamic acid, obtain diazonium salt, treat coupling;

B, coupled reaction:

Between inciting somebody to action, Urea,amino-solid material adds in a step gained diazonium salt, and temperature 5-10 DEG C is reacted 1 hour, with diazonium salt residue in H acid detection reaction still in process, to control reaction end; React completely without diazonium salt residue, with Na ₂cO ₃aqueous solution readjustment pH to 5-6, coupled processes terminates, and obtains coupled reaction liquid, treats condensation;

C, condensation reaction:

B step coupled reaction liquid is cooled to 0-10 DEG C, drips the mixing solutions of bromo propionyl chloride and acetone, use Na ₂cO ₃keep pH=4-6, react 4 hours;

D, hydrolysis reaction:

By step c condensation reaction solution with 30% the NaOH aqueous solution adjust pH to 11 ~ 12, temperature of reaction 5 ~ 10 DEG C, be incubated 2 hours, obtains the compound of structure formula I;

Wherein the chemical name of K acid is 2-naphthylamines-3,6,8-trisulfonic acid, and structural formula is:

Bromo propionyl chloride is also known as 2,3-bis-bromo propionyl chloro, and structural formula is:

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

Between Urea,amino-structural formula be:

3. the preparation method of hair Yellow active dye according to claim 2, is characterized in that: the method also comprises the steps:

E, removal insolubles:

Hydrolysate in Step d is joined in solid-liquid separator, is separated, remove waste residue, collect filtrate in storage tank;

F, adjustment coloured light and intensity:

Step e material is dyeed, then carries out coloured light, intensity adjustment according to coloration result;

G, drying:

Join in feed liquid preheater by the look liquid of f step, adjustment inlet temperature 210 DEG C, carries out spraying dry with the temperature out of 95-100 DEG C, obtains the finished product.