CN101906256A - Orange reactive dye and preparation method thereof - Google Patents
Orange reactive dye and preparation method thereof Download PDFInfo
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- CN101906256A CN101906256A CN2010102585685A CN201010258568A CN101906256A CN 101906256 A CN101906256 A CN 101906256A CN 2010102585685 A CN2010102585685 A CN 2010102585685A CN 201010258568 A CN201010258568 A CN 201010258568A CN 101906256 A CN101906256 A CN 101906256A
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Abstract
The invention relates to an orange reactive dye and a preparation method thereof. The orange reactive dye with the structural formula (I) is used for hair. The orange dye has the advantages of bright color, excellent application performance, convenient operation and strong adaptability. Compared with the preparation methods of like products, the preparation method of the invention can reduce the environmental pollution and has the advantages of low material cost and high product solubility. The structural formula (I) is shown in the specification.
Description
Technical field
The present invention relates to a kind of reactive dye for wool and preparation method thereof, especially orange 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 is more and more higher for the requirement of dye uptake, degree of fixation and dyeing waste-water.Matching stain can not satisfy development of times again.
Summary of the invention
Inventing technical problem to be solved 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, orange reactive dye for wool that suitability is strong and preparation method thereof.
In order to solve the problems of the technologies described above, the invention provides a kind of orange reactive dye for wool with following structural formula (I):
The preparation method of the dyestuff of said structure formula (I) comprises following operation steps:
(a) dissolving of J acid
Water dissolution is used in J acid, transferred pH=6.5-7 with sodium hydroxide solution then, make material dissolution, clarification, the volume of adjustment solution, the mass percent concentration that makes solution is 7.5, gets the J acid solution;
(b) primary condensation reaction
With cyanuric chloride water dissolution on the rocks, mixing is adjusted temperature to 0 ℃, and control pH=2-3 adds the J acid solution, keeps pH=2-3 with sodium bicarbonate then, stirring reaction 2-4 hour, obtains primary condensation reaction solution;
(c) diazotization reaction
2.5-dimethoxy para-ester is added water to be stirred, add hydrochloric acid soln, adjust solution temperature less than 0 ℃ with direct ice, adjust volume, the mass percent concentration that makes solution is 5.5, under reaction soln guarantees that the pH value is less than 2 condition, quantitative sodium nitrite solution is added fast, 0～5 ℃ of holding temperature was reacted 2 hours.Eliminate excessive nitrous acid with thionamic acid, get diazonium liquid;
(d) coupled reaction
Diazonium liquid is joined in the primary condensation reaction solution, transfer pH=7 with yellow soda ash, be warmed up to 15 ℃, 10-25 ℃ of holding temperature temperature kept pH=5-8, reacts 2-4 hour, gets coupling solution;
(e) secondary condensation reaction
Vinyl-amine is joined in the coupling solution, heat up, transfer pH=7 with yellow soda ash, holding temperature 35-50 ℃, keep pH=6-9, reacted 6-12 hour, get the secondary condensation reaction solution;
(f) neutralization reaction
The secondary condensation reaction solution is adjusted to pH=6-6.5 with hydrochloric acid soln, stirred 15 minutes, get neutralization reaction liquid;
(g) drying
The neutralization reaction liquid of (f) step is joined in the feed liquid preheater, adjust the spray tower inlet temperature and carry out spraying drying, obtain the dyestuff of structural formula (I).
Among the preparation method of above-claimed cpd and compound thereof,
The structural formula of J acid is:
The structural formula of cyanuric chloride is:
2.5-the information of dimethoxy para-ester is as follows:
2, the chemistry of 5-dimethoxy para-ester is called 2,5-dimethoxy-4 '-β-ethyl sulfuryl sulfate ester aniline, and the CAS number of boarding is 26672-24-2, structural formula is as follows:
。
The present invention also provides a kind of orange reactive dye for wool composition, and said composition comprises the orange reactive dye for wool and the dyestuff used additives of structural formula (I).
The purposes that the present invention also provides the orange reactive dye for wool of a kind of structural formula (I) to be used to dye thiozell, preferably, thiozell is wool, cashmere.
Above-mentioned midbody compound all is known product, all can buy from the market to obtain.
Dyestuff lovely luster of the present invention, the application performance excellence, easy to use, suitability is strong, and the preparation that the preparation method of this dyestuff compares like product can reduce environmental pollution, and the desired raw material cost is low, the product solubility height.
Embodiment
In order to understand the present invention, further specify the present invention with embodiment below, but do not limit the present invention.
The preparation of the orange active dye of embodiment 1 formula (I) compound
The preparation process of the orange active dye of formula (I) compound is as follows:
The dissolving of a, J acid
In 500 ml beakers, add 200 milliliters in water, add 100%J acid 23.9 grams then, stir down and transfer pH=6.5-7 with 30% sodium hydroxide solution, make material dissolution, clarification, the volume of adjusting solution is 319 milliliters, the mass percent concentration that makes solution is 7.5, gets the J acid solution;
B, primary condensation reaction
In 1000 ml beakers,, add 100% cyanuric chloride, 18.5 grams then, make the material mixing with 100 milliliters of frozen water, adjust temperature to 0 ℃, control pH=2～3 add the J acid solution, keep pH=2～3 with 97% sodium bicarbonate then, stirring reaction 3 hours gets primary condensation reaction solution;
C, diazotization reaction
In 800 ml beakers, add 200 milliliters in water, then 100%2.5-dimethoxy para-ester 34.1 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 percent concentration is 5.5, under reaction soln guarantees that the pH value is less than 2 condition, quantitative 30% sodium nitrite solution is added fast, 0～5 ℃ of holding temperature, reacted 2 hours, and eliminated excessive nitrous acid, get diazonium liquid with thionamic acid;
D, coupled reaction
Diazonium liquid is joined in the primary condensation reaction solution, transfer pH=7, be warmed up to 10 ℃ with 96% accent yellow soda ash, holding temperature 10-15 ℃, keep pH=7-7.5, reacted 3 hours, get coupling solution
E, secondary condensation reaction
100% vinyl-amine, 4.4 grams are joined in the coupling solution, be warmed up to 40 ℃, transfer pH=7 with 10% yellow soda ash, 40～45 ℃ of holding temperatures are kept pH=6.5～7.0, react 6 hours, get the secondary condensation reaction solution;
F, neutralization reaction
The secondary condensation reaction solution is adjusted to pH=6-6.5 with 30% hydrochloric acid soln, stirred 15 minutes, get neutralization reaction liquid;
G, drying
The neutralization reaction liquid of f step is joined in the feed liquid preheater, adjust the spray tower inlet temperature and carry out spraying drying, get following formula (I) orange dye.
The performance of the orange active dye dyeing wool stock of embodiment 1 preparation is as follows:
Method of the present invention 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 (5)
1. orange reactive dye for wool with following structural formula (I):
（I）。
2. the described dyestuff preparation method of claim 1, this method comprises the steps:
(a) dissolving of J acid
Water dissolution is used in J acid, transferred pH=6.5-7 with sodium hydroxide solution then, make material dissolution, clarification, the volume of adjustment solution, the mass percent concentration that makes solution is 7.5, gets the J acid solution;
(b) primary condensation reaction
With cyanuric chloride water dissolution on the rocks, mixing is adjusted temperature to 0 ℃, and control pH=2-3 adds the J acid solution, keeps pH=2-3 with sodium bicarbonate then, stirring reaction 2-4 hour, obtains primary condensation reaction solution;
(c) diazotization reaction
2.5-dimethoxy para-ester is added water to be stirred, add hydrochloric acid soln, adjust solution temperature less than 0 ℃ with direct ice, adjust volume, the mass percent concentration that makes solution is 5.5, under reaction soln guarantees that the pH value is less than 2 condition, quantitative sodium nitrite solution is added fast, 0～5 ℃ of holding temperature was reacted 2 hours;
Eliminate excessive nitrous acid with thionamic acid, get diazonium liquid;
(d) coupled reaction
Diazonium liquid is joined in the primary condensation reaction solution, transfer pH=7 with yellow soda ash, be warmed up to 15 ℃, 10-25 ℃ of holding temperature temperature kept pH=5-8, reacts 2-4 hour, gets coupling solution;
(e) secondary condensation reaction
Vinyl-amine is joined in the coupling solution, heat up, transfer pH=7 with yellow soda ash, holding temperature 35-50 ℃, keep pH=6-9, reacted 6-12 hour, get the secondary condensation reaction solution;
(f) neutralization reaction
The secondary condensation reaction solution is adjusted to pH=6-6.5 with hydrochloric acid soln, stirred 15 minutes, get neutralization reaction liquid;
(g) drying
The neutralization reaction liquid of (f) step is joined in the feed liquid preheater, adjust the spray tower inlet temperature and carry out spraying drying, obtain the dyestuff of structural formula (I).
3. orange reactive dye for wool composition, said composition comprises the orange reactive dye for wool and the dyestuff used additives of the described structural formula of claim 1 (I).
4. the orange reactive dye for wool of the described structural formula of claim 1 (I) purposes of thiozell that is used to dye.
5. purposes according to claim 4, wherein thiozell is wool or cashmere.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010102585685A CN101906256A (en) | 2010-08-20 | 2010-08-20 | Orange reactive dye and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2010102585685A CN101906256A (en) | 2010-08-20 | 2010-08-20 | Orange reactive dye and preparation method thereof |
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| CN101906256A true CN101906256A (en) | 2010-12-08 |
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| CN2010102585685A Pending CN101906256A (en) | 2010-08-20 | 2010-08-20 | Orange reactive dye and preparation method thereof |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105295438A (en) * | 2015-11-27 | 2016-02-03 | 天津德凯化工股份有限公司 | Orange dye for ink-jet printing and preparation method thereof |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0273870A (en) * | 1988-09-08 | 1990-03-13 | Mitsubishi Kasei Corp | Water-soluble dye mixture |
| JPH07102181A (en) * | 1993-09-30 | 1995-04-18 | Mitsubishi Kasei Hoechst Kk | Water-soluble monoazo dyestuff |
| JPH07150064A (en) * | 1993-09-21 | 1995-06-13 | Hoechst Ag | Fiber-reactive dye mixture and dyeing method for fiber material using same |
| JP2000281922A (en) * | 1999-03-31 | 2000-10-10 | Sumitomo Chem Co Ltd | Reactive dye mixture and its application |
| US6372893B1 (en) * | 1999-11-01 | 2002-04-16 | Clariant Finance (Bvi) Limited | AZO dyestuffs |
| US20060185556A1 (en) * | 2005-01-25 | 2006-08-24 | Cho Sung Y | Mixture of fiber reactive dye compounds and dyeing method using the same |
| CN101705014A (en) * | 2009-11-16 | 2010-05-12 | 天津德凯化工股份有限公司 | Orange reactive dye for wool and preparation method thereof |
-
2010
- 2010-08-20 CN CN2010102585685A patent/CN101906256A/en active Pending
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0273870A (en) * | 1988-09-08 | 1990-03-13 | Mitsubishi Kasei Corp | Water-soluble dye mixture |
| JPH07150064A (en) * | 1993-09-21 | 1995-06-13 | Hoechst Ag | Fiber-reactive dye mixture and dyeing method for fiber material using same |
| JPH07102181A (en) * | 1993-09-30 | 1995-04-18 | Mitsubishi Kasei Hoechst Kk | Water-soluble monoazo dyestuff |
| JP2000281922A (en) * | 1999-03-31 | 2000-10-10 | Sumitomo Chem Co Ltd | Reactive dye mixture and its application |
| US6372893B1 (en) * | 1999-11-01 | 2002-04-16 | Clariant Finance (Bvi) Limited | AZO dyestuffs |
| US20060185556A1 (en) * | 2005-01-25 | 2006-08-24 | Cho Sung Y | Mixture of fiber reactive dye compounds and dyeing method using the same |
| CN101705014A (en) * | 2009-11-16 | 2010-05-12 | 天津德凯化工股份有限公司 | Orange reactive dye for wool and preparation method thereof |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105295438A (en) * | 2015-11-27 | 2016-02-03 | 天津德凯化工股份有限公司 | Orange dye for ink-jet printing and preparation method thereof |
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Application publication date: 20101208 |