CN114085546B - Reactive dye for red wool, preparation method thereof and dye liquid - Google Patents
Reactive dye for red wool, preparation method thereof and dye liquid Download PDFInfo
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- CN114085546B CN114085546B CN202111434160.3A CN202111434160A CN114085546B CN 114085546 B CN114085546 B CN 114085546B CN 202111434160 A CN202111434160 A CN 202111434160A CN 114085546 B CN114085546 B CN 114085546B
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- 239000000985 reactive dye Substances 0.000 title claims abstract description 84
- 238000002360 preparation method Methods 0.000 title claims abstract description 37
- 210000002268 wool Anatomy 0.000 title claims abstract description 26
- 239000000975 dye Substances 0.000 title claims abstract description 23
- 239000007788 liquid Substances 0.000 title claims abstract description 10
- 239000012954 diazonium Substances 0.000 claims abstract description 26
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 claims abstract description 26
- 238000005859 coupling reaction Methods 0.000 claims abstract description 16
- -1 ester compound Chemical class 0.000 claims abstract description 16
- APRRQJCCBSJQOQ-UHFFFAOYSA-N 4-amino-5-hydroxynaphthalene-2,7-disulfonic acid Chemical compound OS(=O)(=O)C1=CC(O)=C2C(N)=CC(S(O)(=O)=O)=CC2=C1 APRRQJCCBSJQOQ-UHFFFAOYSA-N 0.000 claims abstract description 10
- HWKWYDXHMQQDQJ-UHFFFAOYSA-N 2,3-dibromopropanoyl chloride Chemical compound ClC(=O)C(Br)CBr HWKWYDXHMQQDQJ-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229940104256 sodium taurate Drugs 0.000 claims abstract description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims description 36
- 238000000034 method Methods 0.000 claims description 19
- 235000010288 sodium nitrite Nutrition 0.000 claims description 18
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 14
- 230000001105 regulatory effect Effects 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 10
- 238000006482 condensation reaction Methods 0.000 claims description 10
- 238000001816 cooling Methods 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 8
- 238000010438 heat treatment Methods 0.000 claims description 5
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 5
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 4
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims description 4
- 238000006193 diazotization reaction Methods 0.000 claims description 4
- 229910052708 sodium Inorganic materials 0.000 claims description 4
- 239000011734 sodium Substances 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 3
- 229940104261 taurate Drugs 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 210000004209 hair Anatomy 0.000 claims 7
- 150000002148 esters Chemical class 0.000 claims 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 238000004043 dyeing Methods 0.000 abstract description 22
- 238000010168 coupling process Methods 0.000 abstract description 2
- 150000001989 diazonium salts Chemical class 0.000 abstract description 2
- 229910052751 metal Inorganic materials 0.000 abstract description 2
- 239000002184 metal Substances 0.000 abstract description 2
- 230000008878 coupling Effects 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 25
- 230000000052 comparative effect Effects 0.000 description 22
- 230000000694 effects Effects 0.000 description 7
- 239000004744 fabric Substances 0.000 description 7
- CWJLXOUWYUQFHL-UHFFFAOYSA-N 2-bromoprop-2-enamide Chemical compound NC(=O)C(Br)=C CWJLXOUWYUQFHL-UHFFFAOYSA-N 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- 102000004169 proteins and genes Human genes 0.000 description 4
- 108090000623 proteins and genes Proteins 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 238000005259 measurement Methods 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000004537 pulping Methods 0.000 description 2
- 230000036632 reaction speed Effects 0.000 description 2
- 150000003457 sulfones Chemical class 0.000 description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- VXIVSQZSERGHQP-UHFFFAOYSA-N chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/503—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl or mercaptoalkyl sulfonyl group, a quaternised or non-quaternised aminoalkyl sulfonyl group, a heterylmercapto alkyl sulfonyl group, a vinyl sulfonyl or a substituted vinyl sulfonyl group, or a thiophene-dioxide group
- C09B62/507—Azo dyes
- C09B62/51—Monoazo 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
- D06P1/38—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 reactive dyes
- D06P1/384—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 reactive dyes reactive group not directly attached to heterocyclic group
-
- 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
- D06P3/148—Wool using reactive dyes
Abstract
The application relates to the field of dyes, and particularly discloses a reactive dye for red wool, a preparation method thereof and dye liquid. A reactive dye for red wool has the structural formula of
Description
Technical Field
The application relates to the field of dyes, in particular to a reactive dye for red wool, a preparation method thereof and dye liquid.
Background
The reactive dye for wool is a dye developed according to the structure and dyeing characteristics of wool fibers on the basis of the reactive dye, has the advantages of bright color, convenient application, good leveling property and the like, and is thus more and more favored by people.
The conventional reactive dyes for wool contain acrylamide or chloroacetamide single active groups, and the reactive dyes for wool react slowly in the using process, so that the dyeing time is long; the reactive dye for wool contains double reactive groups of bromoacrylamide and vinyl sulfonyl, and has the advantages of quick reaction due to the double reactive groups in the use process, short dyeing time and easy generation of color spots.
Disclosure of Invention
In order to reduce dyeing time and prevent color spots from being generated easily, the application provides a reactive dye for red wool, a preparation method thereof and dye liquid.
In a first aspect, the present application provides a reactive dye for red wool, which adopts the following technical scheme:
a reactive dye for red wool has the structural formula ofR1 and R2 are both auxiliary color groups, and M is a metal element.
By adopting the technical scheme, the bromoacrylamide active group and the N-methylsulfonylethyl sulfone active group contained in the reactive dye can be combined with amino groups on protein fibers, so that the reaction rate is improved, and the dyeing time is reduced; the structure of the reactive dye in the application ensures that the reactive dye in the application is used for dyeing, so that color spots are not easy to generate; and the color fixing rate can be improved by the aid of the color assisting groups on the reactive dye.
Optionally, the color assisting group is one of hydrogen group, sulfonic group, methyl group and oxymethyl group.
Optionally, the structural formula of the reactive dye is one of the following structural formulas:
in a second aspect, the present application provides a method for preparing a reactive dye for red wool, which adopts the following technical scheme:
the preparation method of the reactive dye for the red wool comprises the following steps:
preparation of the first condensate: mixing an ester compound with water, adjusting the PH to be 6.0-6.5, adding N-methyl sodium taurate, and carrying out condensation reaction at the temperature of 15-20 ℃ to obtain a first condensate; wherein the ester compound is para-ester or meta-ester containing a color assisting group;
preparation of diazonium: adding the first condensate into hydrochloric acid, cooling to 5-10 ℃, adding sodium nitrite solution, and then heating to 10-15 ℃ for diazotization reaction to obtain diazonium;
preparation of the second condensate: mixing H acid with water, regulating PH to be 6.5-6.8, cooling to 0-5 ℃, adding 2, 3-dibromopropionyl chloride, regulating PH to be 3.0-3.5, and carrying out condensation reaction to obtain a second condensate;
coupling reaction: and adding the second condensate into diazonium, regulating the PH to be 6.0-6.5, and carrying out coupling reaction at the temperature of 10-15 ℃ to obtain the reactive dye for red wool.
By adopting the technical scheme, firstly, an ester compound and N-methyl sodium taurate are used for condensation to obtain a first condensate with N-methyl sulfoethylamino ethyl sulfone active groups, and then the first condensate is diazotized to obtain a diazonium compound; then H acid and 2, 3-dibromopropionyl chloride are used for condensation to obtain a second condensate with bromoacrylamide active groups, and finally the second condensate is coupled with diazonium to obtain the reactive dye for red wool, wherein in the coupling process, when the PH is less than 6.0, the coupling reaction speed is slower, and when the PH is more than 6.5, excessive byproducts are generated to influence the dyeing effect of the reactive dye; in the application, PH=6.0-6.5 is adjusted, so that the reaction speed is high, and the dyeing effect of the prepared reactive dye is good.
Alternatively, the preparation of the first condensate: uniformly mixing 25-35 parts by weight of ester compound with 180-220 parts by weight of water, adding sodium bicarbonate to adjust PH=6.0-6.5, adding 16-24 parts by weight of sodium N-methyl taurate, and then carrying out condensation reaction for 1.5-2.5 hours at 15-20 ℃ to obtain a first condensate; wherein the ester compound is para-ester or meta-ester containing a color assisting group.
Optionally, the preparation of diazonium species: adding the first condensate into 3.6-7.2 parts by weight of hydrochloric acid, adding ice to cool to 5-10 ℃, adding 6.5-8.5 parts by weight of sodium nitrite solution, and then heating to 10-15 ℃ to carry out diazotization reaction for 0.5-1.5 h to obtain diazonium.
Optionally, the mass concentration of the hydrochloric acid is 25% -35%.
Optionally, the mass concentration of the sodium nitrite solution is 15% -35%.
By adopting the technical scheme, when the mass concentration of the sodium nitrite solution is lower than 15%, the yield of diazonium is reduced; when the mass concentration of the sodium nitrite solution is higher than 35%, precipitates exist in the sodium nitrite solution, so that the purity of diazonium matters can be influenced, and the dyeing effect of the reactive dye is influenced; in the method, the sodium nitrite solution with the mass concentration of 15-35% is adopted, so that the yield of the prepared diazonium is higher, and the purity of the diazonium is higher.
Alternatively, the preparation of the second condensate: uniformly mixing 20-30 parts by weight of H acid and 180-220 parts by weight of water, regulating the PH=6.5-6.8 by using liquid alkali, adding ice to cool to 0-5 ℃ after the H acid is dissolved, adding 25-30 parts by weight of 2, 3-dibromopropionyl chloride, regulating the PH=3.0-3.5 by using sodium bicarbonate, and carrying out condensation reaction for 2.5-3.5 hours to obtain a second condensate.
By adopting the technical scheme, the use amount of the raw materials is further limited, so that the dyeing effect of the prepared reactive dye is better; utilize the ice-cube to cool down, improved cooling rate to production efficiency has been improved.
In a third aspect, the present application provides a dye solution.
A dye liquid comprises red reactive dye for wool.
Through adopting above-mentioned technical scheme, utilize the dye solution that reactive dye prepared in this application, when dyeing various protein fiber and fabrics thereof, dyeing time is shorter, and be difficult for producing the mottle.
In summary, the present application includes at least one of the following beneficial technical effects:
1. the reactive dye contains the double active groups of bromoacrylamide and N-methylsulfonylethylamine ethyl sulfone, and can be combined with amino groups on protein fibers, so that the reaction rate is improved, the dyeing time is shortened, and the structure of the reactive dye in the application ensures that the dye is not easy to generate color spots during dyeing; the color fixing rate can be improved by the aid of the color assisting groups on the reactive dye;
2. according to the method, ice cubes are used for cooling, so that the cooling speed is increased, and the production efficiency is improved;
3. the dye solution in the application has shorter dyeing time and is not easy to generate color spots when dyeing various protein fibers and textiles thereof.
Detailed Description
The present application is described in further detail below with reference to examples.
All the starting materials in the examples are commercially available. Wherein both the red 6G dye and the red CE dye are provided by the kiba dye company.
Examples
Examples 1 to 9
As shown in Table 1, examples 1 to 9 were mainly different in the ratio of the raw materials.
The following description will take example 1 as an example.
The method for preparing the reactive dye for red wool provided in example 1 is as follows:
preparation of the first condensate: adding 20kg of water into 2.5kg of para-ester, pulping, adding into a reaction kettle, adding sodium bicarbonate to adjust the PH=6.3, adding 1.6kg of sodium N-methyl taurate, and carrying out condensation reaction for 2 hours at the temperature of 18 ℃ to obtain a first condensate; the reaction equation is as follows:
；
preparation of diazonium: adding the first condensate into 0.54kg of hydrochloric acid with the mass concentration of 30%, adding ice to cool to 8 ℃, then adding 0.75kg of sodium nitrite solution with the mass concentration of 25%, heating to 13 ℃ and diazotizing for 1h to obtain diazonium; the reaction equation is as follows:
；
preparation of the second condensate: pulping 2kg of H acid with 20kg of water, adding into a reaction kettle, regulating the PH to be 6.6 by using liquid alkali, adding ice to cool to 2 ℃ after the H acid is dissolved, adding 2.5kg of 2, 3-dibromopropionyl chloride, regulating the PH to be 3.2 by using sodium bicarbonate, and carrying out condensation reaction for 3 hours to obtain a second condensate; the reaction equation is as follows:
coupling reaction: adding the second condensate into diazonium, adjusting the PH=6.3 with sodium bicarbonate, and carrying out coupling reaction for 4.5 hours at the temperature of 13 ℃ to obtain the reactive dye for red wool; the reaction equation is as follows:
the method comprises the steps of carrying out a first treatment on the surface of the The structural formula of the reactive dye is as follows: />
Table 1 ratios of raw materials in examples 1 to 9
Example 10
Example 10 differs from example 8 in that the para-ester is replaced with an equivalent amount of 2-methoxy para-ester; the reaction equation for the preparation of the first condensate is:
；
the reaction equation for the preparation of diazonium species is:
；
the reaction equation for the preparation of the second condensate is:
the equation for the coupling reaction is:
；
the structural formula of the reactive dye is as follows:
example 11
Example 11 differs from example 8 in that the para-ester is replaced with an equivalent amount of 2-methoxy-5-methyl para-ester; the reaction equation for the preparation of the first condensate is:
；
the reaction equation for the preparation of diazonium species is:
；
the reaction equation for the preparation of the second condensate is:
the equation for the coupling reaction is:
；
the structural formula of the reactive dye is as follows:
example 12
Example 12 differs from example 8 in that the para-ester is replaced with an equivalent amount of 2, 5-dimethoxy para-ester; the reaction equation for the preparation of the first condensate is:
；
the reaction equation for the preparation of diazonium species is:
；
the reaction equation for the preparation of the second condensate is:
the equation for the coupling reaction is:
；
the structural formula of the reactive dye is as follows:
example 13
Example 13 differs from example 8 in that the para-ester is replaced with an equivalent amount of sulfonated para-ester; the reaction equation for the preparation of the first condensate is:
；
the reaction equation for the preparation of diazonium species is:
；
the reaction equation for the preparation of the second condensate is:
the equation for the coupling reaction is:
；
the structural formula of the reactive dye is as follows:
example 14
Example 14 differs from example 8 in that the para-ester is replaced with an equivalent amount of meta-ester; the reaction equation for the preparation of the first condensate is:
the reaction equation for the preparation of diazonium species is:
the reaction equation for the preparation of the second condensate is:
the equation for the coupling reaction is:
；
the structural formula of the reactive dye is as follows:
as shown in table 2, examples 15 to 18 differ from example 14 in the mass concentration of the sodium nitrite solution.
TABLE 2 mass concentration of sodium nitrite solution in examples 15-18
| Sample of | Mass concentration of sodium nitrite solution (%) |
| Example 15 | 5 |
| Example 16 | 15 |
| Example 17 | 35 |
| Example 18 | 45 |
Comparative example
Comparative example 1
Comparative example 1 differs from example 1 in that ph=5.5 was adjusted with sodium bicarbonate at the time of the coupling reaction.
Comparative example 2
Comparative example 2 differs from example 1 in that ph=7.0 was adjusted with sodium bicarbonate at the time of the coupling reaction.
Application example
Application example 1 will be described below as an example.
Adding 0.08kg of the reactive dye in the example 1 into a container at 50 ℃, firstly adding water to dissolve the reactive dye to prepare a dye liquid, then sequentially adding 4kg of wool cloth, 20ml of Abighur B and 30ml of Abighur FFA, adding water to enable the bath ratio to be 1:25, adjusting PH=4.2 by using a sodium acetate solution with the concentration of 50g/L, and increasing the temperature to 90 ℃ for dyeing for 40min; and (3) cleaning the cloth sample by ammonia water with the mass concentration of 5% after cooling, and then drying the cloth sample at the temperature of 60 ℃ for 2 hours to obtain the cloth sample.
Application examples 2 to 18 differ from application example 1 in the reactive dyes used, as detailed in the following table.
TABLE 3 selection of reactive dyes
Application examples 19 to 22 differ from application example 8 in the quality of the reactive dye used, as detailed in the following table.
TABLE 4 amount of reactive dye
| Sample of | Reactive dyes (kg) |
| Application example 19 | 0.04 |
| Application example 20 | 0.16 |
| Application example 21 | 0.24 |
| Application example 22 | 0.32 |
Comparative application example
Comparative application example 1
Comparative application example 1 differs from application example 1 in that the reactive dye is replaced with an equivalent amount of red 6G dye.
Comparative application example 2
Comparative application example 2 differs from application example 1 in that the reactive dye is replaced with an equivalent amount of red 6CE dye.
Comparative application example 3
Comparative application example 3 differs from application example 1 in that the reactive dye of comparative example 1 was selected as the reactive dye.
Comparative application example 4
Comparative application example 4 differs from application example 1 in that the reactive dye of comparative example 2 was selected as the reactive dye.
Performance test
(1) Fixation rate: the measurement was carried out according to GB/T2391-2014.
(2) Fastness to washing with soap: the measurement was carried out according to GB/T3921-2008.
(3) Fastness to rubbing: the measurement was carried out according to GB/T3920-2008.
(4) Leveling property: according to the method in SEFR value test of reactive dyes and level dyeing study.
Table 5 performance test of cloth samples
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By combining application example 1, comparative application example 1 and comparative application example 2, the fixation rate, the soaping-resistant color fastness grade, the rubbing-resistant color fastness grade and the leveling factor of the reactive dye in application example 1 are all larger than those of comparative application example 1, and the reactive dye prepared in the application contains bromoacrylamide and N-methylsulfonylethyl sulfone double active groups, so that the reaction is faster in the dyeing process, and the dyeing effect is better; the reactive dye of comparative application example 2 has a higher fixation rate and a higher leveling factor than those of application example 1, but the fabric has color spots, and the conventional double-reactive-group reactive dye is easy to generate color spots although reacting faster and having a high fixation rate in the using process.
In combination with application example 1, comparative application example 3 and comparative application example 4, the dye fixation rate was highest in application example 1, and it was seen that the pH was increased during the coupling reaction, and the dye fixation rate tended to rise first and then fall.
In combination with application examples 1 to 9, the reactive dye of application example 8 was the highest in fixation rate, and it was found that the reactive dye of example 8 was the best in raw material ratio.
In combination with application examples 8 and 10 to 14, the reactive dye in application example 14 has the highest fixation rate, and has higher soaping fastness grade, rubbing fastness grade and leveling factor, and the meta-ester is selected as the visible ester compound, so that the reactive dye has the best dyeing effect.
Combining application examples 14 and 15-18, when the mass concentration of the sodium nitrite solution is increased, the fixation rate of the prepared reactive dye tends to be increased and then decreased; it can be seen that when the mass concentration of the sodium nitrite solution is low, the yield of diazonium is reduced, thereby affecting the purity of the reactive dye, and thus the fixation rate of the reactive dye is reduced; when the mass concentration of the sodium nitrite solution is higher, the existence of the precipitate in the sodium nitrite solution can influence the purity of diazonium, thereby influencing the purity of the reactive dye, and the fixation rate of the reactive dye can be reduced.
In combination of application example 8 and application examples 19 to 22, it was found that when the concentration of the reactive dye was 1% to 8%, increasing the concentration of the reactive dye resulted in a decrease in the fixation rate of the reactive dye.
The present embodiment is merely illustrative of the present application and is not intended to be limiting, and those skilled in the art, after having read the present specification, may make modifications to the present embodiment without creative contribution as required, but is protected by patent laws within the scope of the claims of the present application.
Claims (9)
1. A reactive dye for red wool is characterized in that: the structural formula of the reactive dye isR1 and R2 are one of hydrogen group, sulfonic group, methyl and methoxy group, and M is sodium.
2. A reactive dye for red wool is characterized in that: the structural formula of the reactive dye is one of the following structural formulas:
3. a method for preparing the reactive dye for red wool according to claim 1, which is characterized in that: the method comprises the following steps:
preparation of the first condensate: mixing an ester compound with water, adjusting the pH value to be 6.0-6.5, adding N-methyl sodium taurate, and carrying out condensation reaction at the temperature of 15-20 ℃ to obtain a first condensate; wherein the ester compound is para-position ester or meta-position ester containing R1 and R2;
preparation of diazonium: adding the first condensate into hydrochloric acid, cooling to 5-10 ℃, adding sodium nitrite solution, and then heating to 10-15 ℃ for diazotization reaction to obtain diazonium;
preparation of the second condensate: mixing H acid with water, regulating pH to be 6.5-6.8, cooling to 0-5 ℃, adding 2, 3-dibromopropionyl chloride, regulating pH to be 3.0-3.5, and carrying out condensation reaction to obtain a second condensate;
coupling reaction: and adding the second condensate into diazonium, regulating pH to be 6.0-6.5, and carrying out coupling reaction at the temperature of 10-15 ℃ to obtain the reactive dye for red wool.
4. A method for preparing a reactive dye for red hair according to claim 3, wherein: preparation of the first condensate: uniformly mixing 25-35 parts by weight of ester compound with 180-220 parts by weight of water, adding sodium bicarbonate to adjust pH=6.0-6.5, adding 16-24 parts by weight of sodium N-methyl taurate, and then carrying out condensation reaction for 1.5-2.5 hours at 15-20 ℃ to obtain a first condensate; wherein the ester compound is para-position ester or meta-position ester containing R1 and R2.
5. A method for preparing a reactive dye for red hair according to claim 3, wherein: preparation of diazonium: adding the first condensate into 3.6-7.2 parts by weight of hydrochloric acid, adding ice to cool to 5-10 ℃, adding 6.5-8.5 parts by weight of sodium nitrite solution, and then heating to 10-15 ℃ to carry out diazotization reaction for 0.5-1.5 h to obtain diazonium.
6. The method for preparing the reactive dye for red hair according to claim 5, wherein the method comprises the following steps: the mass concentration of the hydrochloric acid is 25% -35%.
7. The method for preparing the reactive dye for red hair according to claim 5, wherein the method comprises the following steps: the mass concentration of the sodium nitrite solution is 15% -35%.
8. A method for preparing a reactive dye for red hair according to claim 3, wherein: preparation of the second condensate: uniformly mixing 20-30 parts by weight of H acid and 180-220 parts by weight of water, regulating the pH value to be 6.5-6.8 by using liquid alkali, adding ice to cool to 0-5 ℃ after the H acid is dissolved, adding 25-30 parts by weight of 2, 3-dibromopropionyl chloride, regulating the pH value to be 3.0-3.5 by using sodium bicarbonate, and carrying out condensation reaction for 2.5-3.5 hours to obtain a second condensate.
9. A dye solution, characterized in that: a reactive dye for red hair comprising the dye for red hair according to any one of claims 1 to 2.
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| EP0144704A2 (en) * | 1983-11-08 | 1985-06-19 | Bayer Ag | Reactive dyes |
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| CN101735651A (en) * | 2009-11-16 | 2010-06-16 | 天津德凯化工股份有限公司 | Red reactive dye for wool and preparation method thereof |
| CN101735655A (en) * | 2009-11-16 | 2010-06-16 | 天津德凯化工股份有限公司 | Red reactive dye for wool and preparation method thereof |
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| EP0144704A2 (en) * | 1983-11-08 | 1985-06-19 | Bayer Ag | Reactive dyes |
| CN85102691A (en) * | 1985-04-01 | 1986-08-06 | 大连工学院 | The synthetic method of reactive dyes and intermediate |
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