CN101735657B - Method for preparing active dye for purple wool - Google Patents
Method for preparing active dye for purple wool Download PDFInfo
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- CN101735657B CN101735657B CN 200910228582 CN200910228582A CN101735657B CN 101735657 B CN101735657 B CN 101735657B CN 200910228582 CN200910228582 CN 200910228582 CN 200910228582 A CN200910228582 A CN 200910228582A CN 101735657 B CN101735657 B CN 101735657B
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Abstract
The invention provides a method for preparing active dye for purple wool, which comprises the steps of condensation, diazotization, coupling, neutralization, drying and debromination. The new method has low production cost; and the obtained product can be used for dyeing separately or by compounding with other dyes and has good dyeing performance, fresh coloured light and good fastness, and particularly the wool fiber has good dyeing rate and fixation rate.
Description
Technical field
The present invention relates to active dye technical field, particularly relate to a kind of preparation method of active dye for purple wool.
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 bery gorgeous, but also can cause trouble to environmental protection.Enter 21 century, because the restriction of environmental ecology is more and more higher for the requirement of dye uptake, degree of fixation and dyeing waste-water.Matching stain can not satisfy the development in epoch again.
Summary of the invention
Technical problem to be solved by this invention is, an energy environmental contamination reduction is provided, the desired raw material cost is low, product solubility is high, and bright in colour, and application performance is excellent, easy to use, the purple active dye for wool that suitability is strong particularly, the invention provides the preparation method of the compound of following formula (I):
The method comprises the steps:
The dissolving of A, H acid
With H acid dilution dissolving, with the sodium hydroxide solution neutralization, and adjust strength of solution.
B, condensation reaction
Benzoyl chloride is added the H acid solution, with carrying out condensation reaction behind the sodium hydroxide adjustment pH value.
C, 4-(2 ', 3 '-dibromo propionamido)-aniline dissolving
4-(2 ', 3 '-dibromo propionamido)-aniline is prepared as solution, and adjusts the pH value with sodium hydroxide, treat the solution clarification, adding Sodium Nitrite mixing is for subsequent use.
D, diazotization reaction
Make 4-(2 ', 3 '-dibromo propionamido)-aniline and sodium nitrite solution carry out diazotization, obtain diazo liquid
E, coupled reaction
The diazo liquid that condensated liquid that above-mentioned B makes and E are made carries out coupled reaction, obtains coupling product.
F, debrominate
The solution of acquisition formula (I) dyestuff will be obtained after coupling product drying, the debrominate
Particularly, aforesaid method comprises the steps:
The dissolving of A, H acid
Xiang Shuizhong adds 100%H acid, transfers pH=6.5-7 with sodium hydroxide solution under stirring, and makes the material dissolution clarification, and the mass/volume concentration of adjusting solution is 4.5%.
B, condensation reaction
Adjust H acid solution temperature to 0 ℃.Holding temperature 0～5 ℃ minute four times adds Benzoyl chloride, finishes all to adjust pH=6～6.5 with sodium hydroxide afterwards at every turn.0～5 ℃ of holding temperature was reacted 3 hours.Rear with sodium hydroxide adjustment pH value, and be warming up to 90 ℃, 90～95 ℃ of holding temperatures were reacted 1 hour.Be cooled to 25 ℃, for subsequent use.
C, 4-(2 ', 3 '-dibromo propionamido)-aniline dissolving
Xiang Shuizhong adds 4-(2 ', 3 '-dibromo propionamido)-aniline, adjusts pH=7～7.5 with sodium hydroxide, treats the solution clarification, adds Sodium Nitrite, and mixing is for subsequent use.
D, diazotization reaction
Xiang Shuizhong adds hydrochloric acid soln.Directly adjust solution temperature to 5 ℃ with ice, guarantee pH value less than 2 at reaction soln, under the condition of the little indigo plant of potassium iodide starch paper, 5～8 ℃ of holding temperatures are with 4-(2 ', 3 '-dibromo propionamido)-aniline solution slowly adding in 1 hour consuming time.5～10 ℃ of holding temperatures were reacted 2 hours.Eliminate excessive nitrous acid with thionamic acid.
E, coupled reaction
Diazo liquid is joined in the condensated liquid, stir.Transfer pH=7 with yellow soda ash, be warmed up to 10 ℃, 10～15 ℃ of holding temperatures are kept pH=7～7.5, react 4 hours.
F, debromination
Add direct ice in the E step reaction solution and be cooled to 5～8 ℃, transfer pH value of solution=11.5～12 with liquid caustic soda simultaneously, 8～10 ℃ of reaction solution pH=11.5～12 of temperature of reaction, concentration of sodium hydroxide solution 30%;
G, neutralization reaction
F step reaction liquid is transferred to pH=6～6.5 with 30 hydrochloric acid;
H, drying
The look liquid of G step is joined in the feed liquid preheater, adjust 210 ℃ of spray tower inlet temperatures, carry out spraying drying with 95-100 ℃ temperature out.
The dye composition of aforesaid method preparation can dye to hair fibre separately or with other dyestuff is composite, when particularly dyeing hair fibre, 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 neutral qualified discharge of the dyeing waste-water of the prepared dyestuff of the method is easy, is beneficial to environmental protection.
Embodiment
The above is illustrated structure and the preparation method of Yellow active dye of the present invention, and the below will be by embodiment to work further instruction of the present invention.
Embodiment 1:
Present embodiment provides the preparation method of following formula (I) compound:
Concrete preparation method is as follows:
The dissolving of A, H acid
In 200 ml waters, add 100%H acid 17.1 grams, transfer pH=6.5-7 with 30% sodium hydroxide solution under stirring, make material dissolution, clarification.The volume of adjusting solution is 250 milliliters, and the mass/volume concentration of adjusting solution is 4.5%.
B, condensation reaction
H acid solution temperature to 0 ℃ is adjusted in outer bath.Holding temperature 0～5 ℃ minute four times slowly adds 100% Benzoyl chloride, 9.5 grams, 60 minutes consuming time altogether, finishes, all with 30% sodium hydroxide adjustment pH=6～6.5 at every turn.0～5 ℃ of holding temperature, it is anti-to keep pH=6～6.5, answers 3 hours.Rear usefulness 30% sodium hydroxide is adjusted pH=8.5, is warming up to 90 ℃, and 90～95 ℃ of holding temperatures were reacted 1 hour.Be cooled to 25 ℃, for subsequent use.
C, 4-(2 ', 3 '-dibromo propionamido)-aniline dissolving
In 200 ml waters, add 100%4-(2 ', 3 '-dibromo propionamido)-aniline 16.1 grams, adjust pH=7～7.5 with 30% sodium hydroxide, treat the solution clarification, add 100% Sodium Nitrite, 3.5 grams, mixing.For subsequent use.
D, diazotization reaction
In 200ml water, add 15.2 grams, 30% hydrochloric acid soln.Directly adjust solution temperature to 5 ℃ with ice, adjust volume to 300ml.Guarantee the pH value less than 2 at reaction soln, under the condition of the little indigo plant of potassium iodide starch paper, 5～8 ℃ of holding temperatures slowly added 4-(2 ', 3 '-dibromo propionamido)-aniline solution in 1 hour consuming time.5～10 ℃ of holding temperatures were reacted 2 hours.Eliminate excessive nitrous acid with thionamic acid.
E, coupled reaction
Diazo liquid is joined in the condensated liquid, stir.Transfer pH=7 with 96% accent yellow soda ash, be warmed up to 10 ℃, 10～15 ℃ of holding temperatures are kept pH=7～7.5, react 4 hours.
F, debromination
Add direct ice in the E step reaction solution and be cooled to 5～8 ℃, transfer pH value of solution=11.5～12 with liquid caustic soda simultaneously, 8～10 ℃ of reaction solution pH=11.5～12 of temperature of reaction, concentration of sodium hydroxide solution 30%;
G, neutralization reaction
F step reaction liquid is transferred to pH=6～6.5 with 30 hydrochloric acid;
H, drying
The look liquid of G step is joined in the feed liquid preheater, adjust 210 ℃ of spray tower inlet temperatures, carry out spraying drying with 95-100 ℃ temperature out.
The purple active dye for wool application performance of the present invention's preparation is as shown in the table:
The dye composition of aforesaid method preparation can dye to hair fibre separately or with other dyestuff is composite, when particularly dyeing hair fibre, 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 neutral qualified discharge of the dyeing waste-water of the prepared dyestuff of the method is easy, is beneficial to environmental protection.
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 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 deemed to be included within the scope of the present invention.
Claims (1)
1. method for preparing the compound of following formula (I):
The method comprises the steps:
The dissolving of A, H acid
With H acid dilution dissolving, with the sodium hydroxide solution neutralization, and adjust strength of solution,
B, condensation reaction
Benzoyl chloride is added the H acid solution, carries out condensation reaction after adjusting the pH value with sodium hydroxide,
C, 4-(2 ', 3 '-dibromo propionamido)-the aniline dissolving
With 4-(2 ', 3 '-dibromo propionamido)-aniline is prepared as solution, and adjust pH value with sodium hydroxide, treat the solution clarification, adding Sodium Nitrite mixing is for subsequent use,
D, diazotization reaction
Make 4-(2 ', 3 '-dibromo propionamido)-aniline and sodium nitrite solution carry out diazotization, obtains diazo liquid,
E, coupled reaction
The diazo liquid that condensated liquid that above-mentioned B makes and D are made carries out coupled reaction, obtains coupling product,
F, debrominate
Solution with acquisition formula (I) dyestuff after coupling product drying, the debrominate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200910228582 CN101735657B (en) | 2009-11-16 | 2009-11-16 | Method for preparing active dye for purple wool |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200910228582 CN101735657B (en) | 2009-11-16 | 2009-11-16 | Method for preparing active dye for purple wool |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101735657A CN101735657A (en) | 2010-06-16 |
| CN101735657B true CN101735657B (en) | 2013-03-20 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200910228582 Expired - Fee Related CN101735657B (en) | 2009-11-16 | 2009-11-16 | Method for preparing active dye for purple wool |
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| Country | Link |
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| CN (1) | CN101735657B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102268193B (en) * | 2011-06-29 | 2016-06-08 | 天津德凯化工股份有限公司 | A kind of hair Yellow active dye and preparation method thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3558592A (en) * | 1966-12-15 | 1971-01-26 | Ciba Ltd | Phenyl-azo-naphthol dyes |
| US5092903A (en) * | 1989-09-22 | 1992-03-03 | Ciba-Geigy Corporation | Process for dyeing or printing blends of cellulosic fibre materials and silk with dihalo-propionamido or halo-acryl amido reactive dyes |
| CN1918245A (en) * | 2004-02-13 | 2007-02-21 | 西巴特殊化学品控股有限公司 | Mixtures of reactive dyes and their use |
-
2009
- 2009-11-16 CN CN 200910228582 patent/CN101735657B/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3558592A (en) * | 1966-12-15 | 1971-01-26 | Ciba Ltd | Phenyl-azo-naphthol dyes |
| US5092903A (en) * | 1989-09-22 | 1992-03-03 | Ciba-Geigy Corporation | Process for dyeing or printing blends of cellulosic fibre materials and silk with dihalo-propionamido or halo-acryl amido reactive dyes |
| CN1918245A (en) * | 2004-02-13 | 2007-02-21 | 西巴特殊化学品控股有限公司 | Mixtures of reactive dyes and their use |
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| CN101735657A (en) | 2010-06-16 |
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