CN109054430A - A kind of preparation method of acid dye finished product - Google Patents
A kind of preparation method of acid dye finished product Download PDFInfo
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- CN109054430A CN109054430A CN201811031593.2A CN201811031593A CN109054430A CN 109054430 A CN109054430 A CN 109054430A CN 201811031593 A CN201811031593 A CN 201811031593A CN 109054430 A CN109054430 A CN 109054430A
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/01—Complex metal compounds of azo dyes characterised by the method of metallisation
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/39—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using acid dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/653—Nitrogen-free carboxylic acids or their salts
- D06P1/6533—Aliphatic, araliphatic or cycloaliphatic
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/673—Inorganic compounds
- D06P1/67333—Salts or hydroxides
- D06P1/6735—Salts or hydroxides of alkaline or alkaline-earth metals with anions different from those provided for in D06P1/67341
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/14—Wool
- D06P3/16—Wool using acid dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
- D06P3/241—Polyamides; Polyurethanes using acid dyes
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- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Coloring (AREA)
Abstract
The present invention relates to technical field of dye, more particularly to a kind of preparation method of acid dye finished product, the following steps are included: formula (II) compound is in the presence of cobalt agent, auxiliary agent is added, 3~5h is reacted in 70~80 DEG C of cobaltizations, obtains formula (I) compound reaction solution, the pH=7 of adjustable type (I) compound reaction solution, it then carries out magma to be spray-dried to obtain acid dye finished product, cobalt agent is cobalt chloride or cobaltous sulfate, and the structural formula of auxiliary agent is NR3, R is-(CH2)nOH、‑(CH2)nCOOH/Na、‑(CH2CH2O) one of nH.Present invention eliminates filterings and salting-out procedures to avoid the generation of waste water with spray drying technology, dyestuff dust pollution, more clean and environmental protection are reduced, the acid dyes purity being prepared is higher, acidproof dissolubility resistent can be good, has no obvious color difference for polyamide fibre wool cloth dyeing.
Description
Technical field
The present invention relates to technical field of dye more particularly to a kind of preparation methods of acid dye finished product.
Background technique
An existing common problem is to generate waste water to acid dyes in process of production, causes bad shadow to ecological environment
Ring, be attempted to by way of shutting down, stop, merge and change or carry out technological transformation mode eliminate or weaken the negative effect to environment, this
Kind makes great efforts never to be interrupted, and society need harmonious development, living needs are colorful, and the clothing of people be unable to do without colourful, dye
The direction of material development must be strided forward towards process for cleanly preparing.
In the prior art, the production of dyestuff shown in formula (I) uses following techniques: diazo coupling is first carried out by raw material,
Filtering, obtained filter cake carry out cobalt, obtain target compound, then removed insoluble matter, saltout, and filter, dry, and standardization obtains
Dye product.The technical process is cumbersome, and energy consumption is high, large labor intensity, and product loss is serious, while the technique can generate two steps and give up
Water, 1 ton of 220 yellow dye standard items of every production can produce 4 tons of waste water of coupling, and 4 tons of cobalt waste water, merging in sewage has 10%
NaCl and large amount of organic, COD=8000 or so increase waste water treatment cost, also easily cause environmental pollution.
To solve the above problems, a publication date is 20101110, a kind of entitled " producer of acid dye finished product
Method " discloses the production method of formula (I), eliminates two step filter progress, and a step salting-out procedures simplify production technology, reduces
Energy consumption and production cost are avoided the generation of waste water, are reduced dyestuff dust using spray drying and wet blending standardized technique
Pollution, more clean and environmental protection.But have insoluble matter generation during cobalt of the technique under alkalescent, by experimental judgment
For Co (OH)3, which cannot dissolve in general soda acid or solvent, cause cobaltization incomplete, and then to product
Yield and quality have a certain impact, and are especially easy to appear color difference in wool and dyeing nylon, influence application range.
Summary of the invention
In view of this, the object of the present invention is to provide a kind of environmental protection and energy saving, the preparation of the acid dye finished product of technique smoothness
Method, the acid dyes purity being prepared is higher, and acidproof dissolubility resistent can be good, has no obvious color for polyamide fibre wool cloth dyeing
Difference.
The present invention solves above-mentioned technical problem by following technological means:
The preparation method of the acid dye finished product of one kind such as formula (I),
The following steps are included:
Formula (II) compound adds auxiliary agent in the presence of cobalt agent, reacts 3~5h in 70~80 DEG C of cobaltizations, obtains formula (I)
The structural formula of compound reaction solution, formula (II) is as follows:
The pH=7 of adjustable type (I) compound reaction solution then carries out magma and is spray-dried to obtain acid dye finished product.
Addition auxiliary agent purpose be with the cobalt of addition formed complex compound, avoid with hydroxyl generate insoluble matter, and auxiliary agent with
The complex compound that cobalt is formed is relatively unstable, and final products are formed after meeting with dye coupling object, and auxiliary agent can participate in instead again
It answers.
Further, the cobalt agent is cobalt chloride or cobaltous sulfate.
Further, the structural formula of the auxiliary agent is NR3, R is-(CH2)nOH、-(CH2)nCOOH/Na、-(CH2CH2O) in nH
One kind.
Further, the additional amount of the auxiliary agent is controlled the 0.5~1% of material total amount.
Further, formula (II) formula (III) compound and formula (IV) compound are in 10~15 DEG C of coupling reactions
3~5h is made, and formula (III) compound, the structural formula of formula (IV) compound are as follows:
Further, formula (III) formula (V) compound is reacted with liquid alkaline is made, formula (V) compound
Structural formula it is as follows:
Further, formula (IV) formula (VI) the compound progress diazo reaction is made, formula (VI) chemical combination
The chemical structural formula of object is as follows:
Further, the preparation method of above-mentioned acid dye finished product, specifically includes the following steps:
Take 1500kg water, 560kg formula (VI) compound, 130kg sodium nitrite and the mixing of 280kg liquid alkaline, stirring to pulp
15min is then continued in the diazo reaction kettle of 480kg hydrochloric acid and 2000kg ice and is carried out diazo reaction, and low temperature stirs 1h, with
After sulfamic acid is added, obtain diazo liquid, it is spare；
1000kg water, 380kg formula (V) compound, 280kg liquid alkaline, 40kg dispersing agent are added in a kettle, stirs 1h,
Diazo liquid is added in reaction kettle and carries out coupling reaction, in 10~15 DEG C of heat preservation 4h, obtains reaction solution；
Reaction solution is warming up to 70 DEG C, 5kg auxiliary agent is added, adds 220kg cobalt agent, after 80 DEG C of insulation reaction 4h,
Diatomite is added, filtering adjusts filtrate pH=7, concentration of slurry 20%, and spray drying obtains dyestuff finished product.
Further, the cobalt agent is the cobalt chloride that cobalt content is 24%.
Further, the auxiliary agent is triacetic acid sodium or polyoxyethylene amine.
Reaction equation of the present invention is as follows:
Beneficial effects of the present invention:
Auxiliary agent is not used in original process, generates Co (OH) in cobalt step3Insoluble matter, the substance is tacky, is easy blocking
Filter cloth will affect manufacturing schedule；Compared with original process, the present invention uses auxiliary agent during cobalt, and auxiliary agent and cobalt form network
Object is closed, Co (OH) is avoided3It generates, cobalt conversion ratio can be effectively improved, improve dyestuffs purity, guarantee that technique is clear and coherent.
Present invention eliminates filterings and salting-out procedures to be avoided the generation of waste water, be reduced dyestuff with spray drying technology
Dust pollution, more clean and environmental protection.
The acidproof solubility property of product produced by the invention is good, dyes form and aspect on wool and nylon respectively and approaches, is configured to
The dye liquor of various concentration is used for the dyeing of fabric, has no obvious color difference, is able to satisfy the demand of high-end customer.
Specific embodiment
Below with reference to specific embodiment, the present invention is described in detail:
Acid dyes of the invention is the Indian yellow C.I.220 dyestuff such as formula (I), and preparation method is referring to following implementation
Example.
Embodiment one
The addition 1500kg water in diazo reaction kettle, 560kg formula (VI) compound, 240kg hydrochloric acid, stirring to pulp 15min,
2000kg ice is added, takes 130kg sodium nitrite, is dissolved, is slowly added into above-mentioned diazo reaction kettle, low temperature is stirred with 300kg water
Mix 1h.After terminal, excessive sub- sodium is eliminated with sulfamic acid, obtains diazo liquid, it is spare.
1000kg water, 380kg formula (V) compound, 280kg liquid alkaline, 40kg dispersing agent, stirring is added in another reaction kettle
1h, it is complete it is molten after be added in diazo reaction kettle and carry out coupling reaction, in 10~15 DEG C of heat preservation 4h.After terminal, obtained reaction solution
70 DEG C are warming up to, triethanolamine 5kg is added, adds the cobaltous sulfate that 265kg cobalt content is 20%, keeps the temperature at 80 DEG C, reacts 4h
Afterwards, diatomite is added, filters off insoluble matter, filtrate controls pH=7 or so, and concentration of slurry is 20% or so, is spray-dried
Obtain dyestuff original powder.
Embodiment two
1500kg water, 560kg formula (VI) compound, 130kg sodium nitrite, 280kg liquid alkaline, stirring are added in a kettle
Be beaten 15min, it is complete it is molten after be added in the diazo reaction kettle of 480kg hydrochloric acid and 2000kg ice and carry out diazo reaction, low temperature stirs
Mix 1h.After terminal, excessive sub- sodium is eliminated with sulfamic acid, obtains diazo liquid, it is spare.
1000kg water, 380kg formula (V) compound, 280kg liquid alkaline, 40kg dispersing agent, stirring is added in another reaction kettle
1h, it is complete it is molten after be added in diazo reaction kettle and carry out coupling reaction, in 10~15 DEG C of heat preservation 4h.After terminal, obtained reaction solution
70 DEG C are warming up to, triacetic acid sodium 5kg is added, adds the cobalt chloride that 220kg cobalt content is 24%, keeps the temperature at 80 DEG C, reacts 4h
Afterwards, diatomite is added, filters off insoluble matter, filtrate controls pH=7 or so, and concentration of slurry is 20% or so, is spray-dried
Obtain dyestuff finished product.
Embodiment three
1500kg water, 560kg formula (VI) compound, 130kg sodium nitrite, 280kg liquid alkaline, stirring are added in a kettle
Be beaten 15min, it is complete it is molten after be added in the diazo reaction kettle of 480kg hydrochloric acid and 2000kg ice and carry out diazo reaction, low temperature stirs
Mix 1h.After terminal, excessive sub- sodium is eliminated with sulfamic acid, obtains diazo liquid, it is spare.
1000kg water, 380kg formula (V) compound, 280kg liquid alkaline, 40kg dispersing agent, stirring is added in another reaction kettle
Obtained diazo liquid is added in the reaction kettle and is coupled by 1h, Quan Ronghou, 10~15 DEG C, keeps the temperature 4h.After terminal, obtain
Reaction solution be warming up to 70 DEG C, polyoxyethylene amine 5kg is added, adds the cobalt chloride that 220kg cobalt content is 24%, keeps the temperature 80
DEG C, after reacting 4h, diatomite is added, filters off insoluble matter, filtrate controls pH=7 or so, and concentration of slurry is 20% or so, carries out
Spray drying obtains dyestuff finished product.
Example IV
1500kg water, 560kg formula (VI) compound, 130kg sodium nitrite, 280kg liquid alkaline, stirring are added in a kettle
Be beaten 15min, it is complete it is molten after be added in the diazo reaction kettle of 480kg hydrochloric acid and 2000kg ice and carry out diazo reaction, low temperature stirs
Mix 1h.After terminal, excessive sub- sodium is eliminated with sulfamic acid, obtains diazo liquid, it is spare.
1000kg water, 380kg formula (V) compound, 280kg liquid alkaline, 40kg dispersing agent, stirring is added in another reaction kettle
Obtained diazo liquid is added in the reaction kettle and is coupled by 1h, Quan Ronghou, 10~15 DEG C, keeps the temperature 3h.After terminal, obtain
Reaction solution be warming up to 70 DEG C, polyoxyethylene amine 5kg is added, adds the cobalt chloride that 220kg cobalt content is 24%, keeps the temperature 70
DEG C, after reacting 5h, diatomite is added, filters off insoluble matter, filtrate controls pH=7 or so, and concentration of slurry is 20% or so, carries out
Spray drying obtains dyestuff finished product.
Embodiment six
1500kg water, 560kg formula (VI) compound, 130kg sodium nitrite, 280kg liquid alkaline, stirring are added in a kettle
Be beaten 15min, it is complete it is molten after be added in the diazo reaction kettle of 480kg hydrochloric acid and 2000kg ice and carry out diazo reaction, low temperature stirs
Mix 1h.After terminal, excessive sub- sodium is eliminated with sulfamic acid, obtains diazo liquid, it is spare.
1000kg water, 380kg formula (V) compound, 280kg liquid alkaline, 40kg dispersing agent, stirring is added in another reaction kettle
Obtained diazo liquid is added in the reaction kettle and is coupled by 1h, Quan Ronghou, 10~15 DEG C, keeps the temperature 5h.After terminal, obtain
Reaction solution be warming up to 70 DEG C, polyoxyethylene amine 5kg is added, adds the cobalt chloride that 220kg cobalt content is 24%, keeps the temperature 75
DEG C, after reacting 3h, diatomite is added, filters off insoluble matter, filtrate controls pH=7 or so, and concentration of slurry is 20% or so, carries out
Spray drying obtains dyestuff finished product.
Comparative example
The comparative example used for original process, i.e., in a kettle be added 1500kg water, 560kg formula (VI) compound,
130kg sodium nitrite, 280kg liquid alkaline, stirring to pulp 15min, it is complete it is molten after be added to the diazonium of 480kg hydrochloric acid and 2000kg ice
Diazo reaction is carried out in reaction kettle, low temperature stirs 1h.After terminal, excessive sub- sodium is eliminated with sulfamic acid, obtains diazo liquid, it is standby
With.
1000kg water, 380kg formula (V) compound, 280kg liquid alkaline, 40kg dispersing agent, stirring is added in another reaction kettle
Obtained diazo liquid is added in the reaction kettle and is coupled by 1h, Quan Ronghou, 10~15 DEG C, keeps the temperature 4h.After terminal, heating
To 70 DEG C, it is directly added into the cobalt chloride that 220kg cobalt content is 24%, is kept the temperature at 80 DEG C, after reacting 4h, diatomite, filtering is added
Insoluble matter is removed, filtrate controls pH=7 or so, and 700kg salt is added, and analysis is clear, filtering, and filter cake drying crushes, obtains dyestuff finished product.
Preparation method of the invention is made comparisons with original process preparation method, the results are shown in Table 1:
Table 1
Sample obtained by embodiment 1,2,3 and comparative example is subjected to dye sample application.Fabric: respectively to polyamide fibre 1g,
Wool 1g, coloration are respectively 0.5% and 2%, bath raio 1:50, acetic acid 1%, anhydrous sodium sulphate 10%.Dye liquor 30ml is pipetted in beaker,
1% acetic acid 1ml is added, 10% anhydrous sodium sulphate 10ml adds distilled water to 50ml, stirs evenly.The dye that fabric is prepared in 40 DEG C of investments
In bath, 50mim is warming up to 90 DEG C, maintains 45min, and cooling is taken out, and washing is dried, and measuring its application performance is degree of exhaustion 98%.
5 grades of 1,2,3 fastness to light of embodiment, 4-5 grades of colour fading, 4-5 grades of staining of soaping fastness (40 DEG C).Polyamide fibre wool cloth exists
Obvious color difference is had no under dyeing under various concentration.
5 grades of comparative example fastness to light, (40 DEG C) of soaping fastness fade 4 grades, 4 grades of staining.Polyamide fibre wool cloth is in difference
Obvious color difference is seen under dyeing under concentration, wherein 0.5 concentration contaminates polyamide fibre dark compared with standard specimen 0.5,2% concentration contaminates polyamide fibre dark compared with standard specimen 1,
0.5 concentration dyeing wool dark compared with standard specimen 1,2% concentration wool dark compared with standard specimen 2.There is obvious color difference, seriously affect dyestuff applies model
It encloses, especially on blended cloth.
The above examples are only used to illustrate the technical scheme of the present invention and are not limiting, although referring to preferred embodiment to this hair
It is bright to be described in detail, those skilled in the art should understand that, it can modify to technical solution of the present invention
Or equivalent replacement should all cover without departing from the objective and range of technical solution of the present invention in claim of the invention
In range.Technology not described in detail in the present invention, shape, construction portion are well-known technique.
Claims (10)
1. the preparation method of one kind such as acid dye finished product of formula (I),
Characterized by comprising the following steps:
Formula (II) compound adds auxiliary agent in the presence of cobalt agent, reacts 3~5h in 70~80 DEG C of cobaltizations, obtains formula (I) chemical combination
The structural formula of object reaction solution, formula (II) is as follows:
The pH=7 of adjustable type (I) compound reaction solution then carries out magma and is spray-dried to obtain acid dye finished product.
2. a kind of preparation method of acid dye finished product according to claim 1, which is characterized in that the cobalt agent is chlorine
Change cobalt or cobaltous sulfate.
3. a kind of preparation method of acid dye finished product according to claim 2, which is characterized in that the structure of the auxiliary agent
Formula is NR3, R is-(CH2)nOH、-(CH2)nCOOH/Na、-(CH2CH2O) one of nH.
4. a kind of preparation method of acid dye finished product according to claim 3, which is characterized in that the addition of the auxiliary agent
Amount control is the 0.5~1% of material total amount.
5. a kind of preparation method of acid dye finished product according to claim 4, which is characterized in that formula (II) chemical combination
Object is made by formula (III) compound and formula (IV) compound in 10~15 DEG C of 3~5h of coupling reaction, formula (III) compound, formula
(IV) structural formula of compound is as follows:
6. a kind of preparation method of acid dye finished product according to claim 5, which is characterized in that formula (III) chemical combination
Object, which is reacted by formula (V) compound with liquid alkaline, to be made, and the structural formula of formula (V) compound is as follows:
7. a kind of preparation method of acid dye finished product according to claim 6, which is characterized in that formula (IV) chemical combination
Object carries out diazo reaction by formula (VI) compound and is made, and the chemical structural formula of formula (VI) compound is as follows:
8. a kind of preparation method of acid dye finished product according to claim 7, which is characterized in that specifically include following step
It is rapid:
1500kg water, 560kg formula (VI) compound, 130kg sodium nitrite and 280kg liquid alkaline is taken to mix, stirring to pulp 15min,
It then continues in the diazo reaction kettle of 480kg hydrochloric acid and 2000kg ice and carries out diazo reaction, low temperature stirs 1h, is then added
Sulfamic acid obtains diazo liquid, spare；
1000kg water, 380kg formula (V) compound, 280kg liquid alkaline, 40kg dispersing agent are added in a kettle, stirs 1h, will weigh
Nitrogen liquid is added in reaction kettle and carries out coupling reaction, in 10~15 DEG C of heat preservation 4h, obtains reaction solution；
Reaction solution is warming up to 70 DEG C, 5kg auxiliary agent is added, adds 220kg cobalt agent, after 80 DEG C of insulation reaction 4h, is added
Diatomite, filtering adjust filtrate pH=7, concentration of slurry 20%, and spray drying obtains dyestuff finished product.
9. a kind of preparation method of acid dye finished product according to claim 8, which is characterized in that the cobalt agent is cobalt
The cobalt chloride that content is 24%.
10. a kind of preparation method of acid dye finished product according to claim 9, which is characterized in that the auxiliary agent is three
Sodium acetate or polyoxyethylene amine.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN115260831A (en) * | 2022-05-17 | 2022-11-01 | 上海鱼圆文具有限公司 | Ink capable of changing color along with writing environment and preparation method thereof |
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| WO2002079326A1 (en) * | 2001-03-29 | 2002-10-10 | Daekwang Chemical Ind. Co., Ltd. | Asymmetric azo-based metal complex dye, preparation thereof and acidic black dye composition containing the same |
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| CN101880465A (en) * | 2010-06-30 | 2010-11-10 | 杭州下沙恒升化工有限公司 | Production method for acid dye finished product |
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| CN115260831A (en) * | 2022-05-17 | 2022-11-01 | 上海鱼圆文具有限公司 | Ink capable of changing color along with writing environment and preparation method thereof |
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