CN103073917A - Black reactive dye composition - Google Patents
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- CN103073917A CN103073917A CN2012105941002A CN201210594100A CN103073917A CN 103073917 A CN103073917 A CN 103073917A CN 2012105941002 A CN2012105941002 A CN 2012105941002A CN 201210594100 A CN201210594100 A CN 201210594100A CN 103073917 A CN103073917 A CN 103073917A
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- 0 *c(cccc1)c1N=Nc(c(*)cc(c1c2N)cc(*)c2N=Nc2ccc(**=C)cc2)c1O Chemical compound *c(cccc1)c1N=Nc(c(*)cc(c1c2N)cc(*)c2N=Nc2ccc(**=C)cc2)c1O 0.000 description 2
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Abstract
A black reactive dye composition is characterized in that: based on the total weight, the black reactive dye composition comprises 30-90wt% of component A, 0-36wt% of component B, 0-30wt% of component C, 0-25wt% of component D and 0-45wt% of auxiliary agent, wherein the component A comprises at least one of compounds shown in formula (I), the component B comprises at least one of compounds shown in formula (II) or compounds shown in formula (III), the component C comprises at least one of compounds shown in formula (IV), and the component D comprises at least one of compounds shown in formula (V) or formula (VI). The black reactive dye composition is suitable for printing and dyeing of cotton, artificial cotton, hemp, regenerated fiber or textiles thereof, or printing and dyeing of polyamide fiber, cellulose fiber, protein fiber or textiles thereof, is particularly suitable for printing and embossing of the artificial cotton, has excellent wash fastness and perspiration fastness and can ensure a good hand feel of textiles.
Description
Technical field
The present invention relates to a kind of printing and dyeing that are applicable to cotton, artificial cotton, fiber crops, regenerated fibre or their yarn fabric, the perhaps printing and dyeing of tynex, cellulosic fibre, protein fibre or their yarn fabric are specially adapted to the black and active dye composition of artificial cotton stamp.
Background technology
Along with the development of fiber species and staining technique, Dyestuff Market is also more and more higher to the dyeing behavior requirement of reactive dyestuffs, and this is also impelling reactive dyestuffs to improving the development of application performance aspect.Reactive black dye exploitation is the focus of dye industry always, this be because the output of reactive black dye to account for whole reactive dyestuffs output over half.In existing reactive dyestuffs constituent, lack and a kind ofly be applicable to the artificial cotton stamp and have good dyeing behavior and black and active dye that washing, perspiration fastness are excellent especially.Dyeing behavior such as dyestuff among the publication application CN101775235A still can not the growing demand of satisfying the market.
Summary of the invention
The invention provides a kind of black and active dye composition, it is applicable to the printing and dyeing of cotton, artificial cotton, fiber crops, regenerated fibre or their yarn fabric, the perhaps printing and dyeing of tynex, cellulosic fibre, protein fibre or their yarn fabric, be specially adapted to artificial cotton stamp and discharge printing, has good dyeing behavior, dyeing after washing, perspiration fastness are excellent especially, and so that fabric has good feel.
Black and active dye composition of the present invention is characterised in that, comprises component A, and is selected from B component, component C, component D and the auxiliary agent one or more;
Wherein component A is one or more in the compound that is selected from as shown in the formula (I),
Wherein, R
1For-SO
2CH=CH
2Or-SO
2C
2H
4OSO
3M
1M
1Be hydrogen, potassium or sodium; n
1, n
2Be 0 or 1 independently of one another;
B component is for being selected from the compound shown in the compound shown in the formula (II) and the formula (III) one or more,
Formula (II) and (III) in, R
2, R
3For coming from the azo-group of following compounds: para-ester, methoxyl group para-ester, methyl para-ester, 2-methoxyl group-5-methyl para-ester, 2,5-dimethoxy para-ester, sulfonation para-ester or aniline-2,5-disulfonic acid; R
4For hydrogen or-CH
2SO
3M
3M
2, M
3Be hydrogen, potassium and sodium independently of one another;
Component C is for being selected from the compound shown in the formula (IV) one or more,
In the formula (IV), R
5, R
6Be hydrogen independently of one another, or come from the azo-group of following compounds: para-ester, methoxyl group para-ester, methyl para-ester, 2-methoxyl group-5-methyl para-ester, 2,5-dimethoxy para-ester or sulfonation para-ester; M
4Be hydrogen, potassium or sodium;
Component D is selected from the compound shown in the compound shown in the formula V and the formula (VI) one or more,
Formula V and (VI) in, R
7, R
8, R
11Be independently of one another-CH=CH
2Or-C
2H
4OSO
3M
5R
9For H or-COOM
5R
10For-SO
2CH=CH
2Or-SO
2C
2H
40S0
3M
5R
12Be hydrogen, (C
1～C
4) alkyl, (C
1～C
4)-alkoxyl group or sulfonic group; M
5, M
6Be hydrogen, potassium and sodium independently of one another; n
3Be 0～2 integer, n
4Be 0 or 1; X
1Be halogen, X
2Be halogen, cyano group, urea groups or amino.
Preferably, described M
1, M
2, M
3, M
4, M
5, M
6Be potassium or sodium independently of one another.
The content of preferred ingredient A is the 30-90 % by weight, and more preferably the content of component A is the 35-90 % by weight.
The content of preferred ingredient B is the 0-36 % by weight, and more preferably the content of B component is the 1-36 % by weight, and further preferred ingredient B content is the 5-36 % by weight.
The content of preferred ingredient C is the 0-30 % by weight, and more preferably the content of component C is the 5-30 % by weight.
The content of preferred ingredient D is the 0-25 % by weight, and more preferably the content of component D is the 0-20 % by weight, and further the content of preferred ingredient D is the 5-20 % by weight.
The content of preferred promoter is the 0-45 % by weight, and more preferably the content of auxiliary agent is the 1-45 % by weight.
Compound as shown in the formula (I) as component A among the present invention itself can be used as active dark blue dye, be used for the printing and dyeing of fiber or its yarn fabric, for example, be used for the printing and dyeing of cotton, artificial cotton, fiber crops, regenerated fibre or their yarn fabric, perhaps the printing and dyeing of tynex, protein fibre or their yarn fabric are specially adapted to the artificial cotton stamp.Have excellent washing fastness and perspiration fastness after the printing and dyeing, and make the good hand touch of fiber or yarn fabric.
Compound shown in the formula among the present invention (I) can be prepared by a method comprising the following steps:
A, general be the amine diazotization of compound as the formula (1),
R wherein
1, n
2, M
1Definition the same;
B, H acid is joined in the steps A gained diazo liquid, carries out the acid coupling reaction, form as the formula (2) compound,
R wherein
1, n
2, M
1Definition the same;
C, will be shown in general formula (3) the amine diazotization of compound,
M wherein
1, n
1Definition the same;
D, step C gained diazo liquid is joined in the conjugates of step B, carry out the coupling second time, form the compound shown in the formula (I).
Preferably, the invention provides a kind of preparation method of as shown in the formula (I) compound, this preparation method comprises the steps:
A, compound shown in the formula (1) is mixed making beating with an amount of frozen water, is cooled to 0～5 ℃, add hydrochloric acid after, and then slowly add Sodium Nitrite, 0～10 ℃ of temperature of reaction of maintenance, pH≤2 are to carry out diazotization reaction, till the reaction times is complete with detection reaction;
B, H acid joined in the steps A gained diazo liquid carry out acid coupling, then 5～20 ℃ of stirring reactions of control temperature 5～10 hours transfer pH2～4 to make coupled reaction complete;
C, compound shown in the formula (3) is mixed making beating with an amount of frozen water, is cooled to 0～5 ℃, add hydrochloric acid after, and then slowly add Sodium Nitrite, 0～10 ℃ of temperature of maintenance, pH≤2 are to carry out diazotization reaction, till the reaction times is complete with detection reaction;
D, the diazo liquid of step C gained is joined in the conjugates of step B, keep 5～10 ℃ of temperature, pH5～7 to carry out coupling second time, till the reaction times is complete with detection reaction.Remove insolubles after reacting completely, reaction solution is carried out drying according to all size, obtain product.
In above-mentioned preparation method, used H acid is well-known to those skilled in the art, and it is also referred to as 1-amino-8-naphthol-3, the 6-disulfonic acid, and CAS number is 90-20-0, its structure is as shown in the formula shown in (5):
The H acid of adding among the step B can be dry product, slurry or solution, preferably uses with the form of dry product.
In above-mentioned preparation method, the Sodium Nitrite among steps A and the C can use with the form of powder or solution, preferably uses with the solution form.
In above-mentioned preparation method, the mol ratio of compound is preferably (1.02～1.3) shown in compound shown in the above-mentioned steps Chinese style (1), H acid and the formula (3): (0.98-1.05): (0.99-1.05).
In the black and active dye composition of the present invention, preferred described component A comprises one or more in the formula of being selected from (I-1)～(I-10) compound,
In the black and active dye composition of the present invention, preferred ingredient B comprises one or more in the formula of being selected from (II-1)～(II-5) compound and formula (III-1)～(III-2) compound,
In the black and active dye composition of the present invention, preferred ingredient C comprises one or more in the formula of being selected from (IV-1)～(IV-3) compound,
In the black and active dye composition of the present invention, preferred ingredient D comprises one or more in the formula of being selected from (V-1)～(V-4) compound and formula (VI-1)～(VI-3) compound,
In the black and active dye composition of the present invention, described auxiliary agent comprises dispersion agent, solubility promoter, weighting agent and other improved performance auxiliary agents, and they can be used alone, and also can use their mixture.Above auxiliary agent is commercially available conventional variety and the conventional kind of adding of dyestuff production.
In the black and active dye composition of the present invention, employed B component, component C and component D can be synthetic by mode well known to those skilled in the art easily, also can adopt the commercially available prod.
The preparation method of black and active dye composition of the present invention is with each component after crushed first, then mixes with mixing tank, and mixing tank can be taper, drum-type or pears cutter formula, mixes the qualified again packing of rear test analysis.
Alternatively, the preparation method of black and active dye composition of the present invention is that slurry and the auxiliary agent (if needing to add auxiliary agent) that will produce good dye composition component (component A, B component, component C, component D) add the toning storage tank with stirrer in proportion, starting stirrer stirs, after the test passes directly packing make liquiform product, or carry out drying through spray tower, drying room, flash distillation etc. and obtain granular or powder-like product.
Black and active dye composition of the present invention can also contain some other dye components and partial impurities, because dyestuff in routine is synthetic, have first acid adding, after the process that adds alkali or saltout, therefore the dyestuff that is synthesized generally speaking is inevitably with electrolyte powder (sodium-chlor etc.), and the existence of these materials does not affect technique effect of the present invention.
Black and active dye composition of the present invention has the following advantages: have good washing fastness and perspiration fastness, like product is high about 1 grade on the comparable market; Solubleness is high, and salt tolerant, alkali resistance are strong; Environmental protection does not contain carcinogenic arylamine component, can replace most of Imported Dyestuffs, and is specially adapted to stamp and discharge printing technique, meets the Vehicles Collected from Market demand.
The present invention also provides a kind of fiber or its yarn fabric, and it adopts the black and active dye composition of the invention described above to print and dye and obtain.Wherein said fiber can be cotton, artificial cotton, fiber crops, regenerated fibre, tynex, cellulosic fibre or protein fibre.
The present invention also provides the goods of a kind of fiber or yarn fabric, and it uses fiber or the yarn fabric of the invention described above to make.
Among the present invention, refer in particular to as non-, all parts, amount, per-cent are weight unit, and all raw materials and equipment all can be buied from market.
Embodiment
The present invention is further illustrated below in conjunction with specific embodiment, but protection scope of the present invention is not limited to this.
Preparation example 1
Take by weighing 30.35 gram para-esters (namely, to (beta-sulfuric ester ethyl sulfonyl base) aniline) in 500 ml beakers, add an amount of water, ice the mill making beating, adding 12.72 gram concentration after half hour is the hydrochloric acid of 31% (w/w), sodium nitrite solution (containing Sodium Nitrite 7.46 grams) with 30% (w/w) concentration dropwise joins in the para-ester solution again, controls 0-5 ℃ of temperature and carries out diazotization.Obtain diazo liquid after para-ester diazonium finishes, take by weighing 32.86 gram H acid and join in the above-mentioned diazo liquid, then 5～10 ℃ of stirring reactions of control temperature 10 hours are regulated pH with sodium bicarbonate and 2～2.5 acid coupling are reacted completely, and get the acid coupling thing.
Other takes by weighing 17.82 gram ORTHO AMINO PHENOL SULPHONIC in 250 ml beakers, add an amount of water, ice the mill making beating, adding 13.31 gram concentration after half hour is the hydrochloric acid of 31% (w/w), sodium nitrite solution (containing Sodium Nitrite 7.11 grams) with 30% (w/w) concentration dropwise adds again, control 0-5 ℃ of temperature and carry out diazotization reaction, diazotization reaction finishes after 2 hours, gets the ORTHO AMINO PHENOL SULPHONIC diazo liquid.
The ORTHO AMINO PHENOL SULPHONIC diazo liquid is joined in the acid coupling thing, and control pH value is 6～7,5～10 ℃ of temperature are carried out the coupling second time.For the second time coupling finishes after 2 hours, removes insolubles with filter paper filtering, obtains dark blue reactive dye suc as formula (I-1) with oven drying.
Dye the spun rayon cloth with the gained compound, have excellent perspiration fastness and the navy of washing fastness, and make the spun rayon cloth have good feel.
Preparation example 2
Take by weighing 30.35 gram para-esters (namely, to (beta-sulfuric ester ethyl sulfonyl base) aniline) in 500 ml beakers, add an amount of water, ice the mill making beating, add liquid caustic soda after half hour and regulate pH to 12, temperature is controlled at 0-5 ℃, pH stablizes after one hour that to add 12.72 gram concentration be the hydrochloric acid of 31% (w/w), and the sodium nitrite solution (containing Sodium Nitrite 7.46 grams) with 30% (w/w) concentration dropwise joins in the para-ester solution again, and 0-5 ℃ of control temperature carried out diazotization.Obtain diazo liquid after para-ester diazonium finishes, take by weighing 32.86 gram H acid and join in the above-mentioned diazo liquid, then 5～10 ℃ of stirring reactions of control temperature 10 hours are regulated pH with sodium bicarbonate and 2～2.5 acid coupling are reacted completely, and get the acid coupling thing.
Other takes by weighing 17.82 gram ORTHO AMINO PHENOL SULPHONIC in 250 ml beakers, add an amount of water, ice the mill making beating, adding 13.31 gram concentration after half hour is the hydrochloric acid of 31% (w/w), sodium nitrite solution (containing Sodium Nitrite 7.11 grams) with 30% (w/w) concentration dropwise adds again, control 0-5 ℃ of temperature and carry out diazotization reaction, diazotization reaction finishes after 2 hours, gets the ORTHO AMINO PHENOL SULPHONIC diazo liquid.
The ORTHO AMINO PHENOL SULPHONIC diazo liquid is joined in the acid coupling thing, and control pH value is 6～7,5～10 ℃ of temperature are carried out the coupling second time.For the second time coupling finishes after 2 hours, adds liquid caustic soda and regulates pH to 12-13 and take off ester, removes insolubles with filter paper filtering after pH stablizes 2 hours, obtains dark blue reactive dye suc as formula (I-3) with oven drying.
Dye the spun rayon cloth with the gained compound, have excellent perspiration fastness and the navy of washing fastness, and make the spun rayon cloth have good feel.
Preparation example 3
Take by weighing 29.51 the gram between the position ester (namely, between (beta-sulfuric ester ethyl sulfonyl base) aniline) in 500 ml beakers, add an amount of water, ice the mill making beating, adding 12.36 gram concentration after half hour is the hydrochloric acid of 31% (w/w), between the sodium nitrite solution of 30% (w/w) concentration (containing Sodium Nitrite 7.25 grams) dropwise being joined in the ester solution of position, 0-5 ℃ of control temperature carried out diazotization again.Until between position ester diazonium obtain diazo liquid after finishing, take by weighing 31.9 gram H acid and join in the above-mentioned diazo liquid, then 15～20 ℃ of stirring reactions of control temperature 8 hours are regulated pH3～3.5 acid coupling are reacted completely, and get the acid coupling thing.
Other takes by weighing 25.3 gram aniline-2, the 5-disulfonic acid is in 250 ml beakers, add an amount of water, ice the mill making beating, adding 5.8 gram concentration after half hour is the hydrochloric acid of 31% (w/w), sodium nitrite solution (containing Sodium Nitrite 6.9 grams) with 30% (w/w) concentration dropwise adds again, control 0-5 ℃ of temperature and carry out diazotization reaction, diazotization reaction finishes after 2 hours.
With aniline-2,5-disulfonic acid diazo liquid joins in the acid coupling thing, and control pH value is 6～7,5～10 ℃ of temperature are carried out the coupling second time.For the second time coupling finishes after 2 hours, removes insolubles with filter paper filtering, obtains the compound suc as formula (I-6) with oven drying.
Dye the spun rayon cloth with the gained compound, have excellent perspiration fastness and the navy of washing fastness, and make the spun rayon cloth have good feel.
Adopt similar method, can prepare the compound of other components A.
Embodiment 1
Component A with 65 weight part formulas (I-1), the B component of 15 weight part formulas (II-1), the component D of 10 weight part formula (IV-2) component C and 10 weight part formulas (V-1) places water, after stirring, namely gets black and active dye composition of the present invention in drying in oven.With this dye composite artificial cotton is dyeed, dye and be black.
Embodiment 2
With the component A of 85 weight part formulas (I-3), the component C of the B component of 8 weight part formulas (II-4) and 7 weight part formulas (IV-3) places water, after stirring, in drying in oven, namely gets black and active dye composition of the present invention.With this dye composite cotton is dyeed, dye and be black.
Embodiment 3
With the component A of 45 weight part formulas (I-6), the B component of 15 weight part formulas (II-3), the component D of 10 weight part formulas (VI-1) and the auxiliary agent of 30 weight parts carry out dry powder blend by mixed assembly machine, namely get black and active dye composition of the present invention.With this dye composite cotton is dyeed, dye and be black.
Comparative Examples 1
With the reactive black KN-B of 65 weight parts, the B component of 15 weight part formulas (II-1), the component D of 10 weight part formula (IV-2) component C and 10 weight part formulas (V-1) places water, and after stirring, in drying in oven, the composition that obtains is black and active dye.With this dye composite artificial cotton is dyeed, dye and be black.
(reactive black KN-B)
Comparative Examples 2
With the reactive black KN-B of 85 weight parts, after the component C of the B component of 8 weight part formulas (II-4) and 7 weight part formulas (IV-3) stirred in water by mixed assembly machine, in drying in oven, the composition of gained was black and active dye.With this dye composite cotton is dyeed, dye and be black.
(reactive black KN-B)
Comparative Examples 3
With the reactive black KN-B of 45 weight parts, the B component of 15 weight part formulas (II-3), the component D of 10 weight part formulas (VI-1) and the auxiliary agent of 30 weight parts carry out dry powder blend by mixed assembly machine, and the composition of gained is black and active dye.With this dye composite cotton is dyeed, dye and be black.
(reactive black KN-B)
Dyeing behavior is measured
Test experiments 1
Test preparation example 1-3 dye composition to fastness to rubbing, washing fastness and the colour fastness to perspiration of artificial cotton dyeing according to GB/T3920-2008, GB/T3921-2008 and GB/T3922-1995, the result is as follows.
Test experiments 2
Get 100 parts in urea, 10 parts of m-nitrobenzene sodium sulfonates, 20 parts in sodium bicarbonate, 55 parts of sodium alginates and 815 parts of furnishing pasty states in container of warm water, and stir and to make it even, be mixed with auxiliary agent and stick with paste.Implementation column 1～3 and comparative example 1～3 resulting composition are respectively got 4 parts, stick with paste with 46 parts of auxiliary agents respectively and mix, the modulation quality is stuck with paste, the printing screen of getting 100 meshes covers on a size suitable spun rayon cloth's (embodiment 1, comparative example 1) or cotton (embodiment 2,3, comparative example 2,3), then with the look muddle above printing screen, from top to bottom look is stuck with paste with the rubber scraper again and is evenly coated on the cloth.The painting cloth of scraping put into 65 ℃ dry 5 minutes of baking oven.The dry good cloth of taking-up is put into steam box and was steamed 10 minutes under 102 ℃-105 ℃ with saturation steam.Then cloth is taken out with after the cold water flush, puts into large steel basin, washed 10 minutes with boiling water heat, again cloth is put into the large steel basin that contains the 20g/L soaping agent, soaped 10 minutes with boiling water, then cloth is taken out clean with cold water flush after, dehydrate.Test its water-fastness and colour fastness to perspiration according to GB/T3921-2008 and GB/T3922-1995, the result is as follows:
As seen from the above table, the washing fastness of black and active dye composition of the present invention, perspiration fastness excellence.
Claims (14)
1. a black and active dye composition is characterized in that comprising component A, and is selected from B component, component C, component D and the auxiliary agent one or more;
Wherein component A is one or more in the compound that is selected from as shown in the formula (I),
Wherein, R
1For-SO
2CH=CH
2Or-SO
2C
2H
4OSO
3M
1M
1Be hydrogen, potassium or sodium; n
1, n
2Be 0 or 1 independently of one another;
B component is for being selected from the compound shown in the compound shown in the formula (II) and the formula (III) one or more,
Formula (II) and (III) in, R
2, R
3For coming from the azo-group of following compounds: para-ester, methoxyl group para-ester, methyl para-ester, 2-methoxyl group-5-methyl para-ester, 2,5-dimethoxy para-ester, sulfonation para-ester or aniline-2,5-disulfonic acid; R
4For hydrogen or-CH
2SO
3M
3M
2, M
3Be hydrogen, potassium and sodium independently of one another;
Component C is for being selected from the compound shown in the formula (IV) one or more,
In the formula (IV), R
5, R
6Be hydrogen independently of one another, or come from the azo-group of following compounds: para-ester, methoxyl group para-ester, methyl para-ester, 2-methoxyl group-5-methyl para-ester, 2,5-dimethoxy para-ester or sulfonation para-ester; M
4Be hydrogen, potassium or sodium;
Component D is selected from the compound shown in the compound shown in the formula V and the formula (VI) one or more,
Formula V and (VI) in, R
7, R
8, R
11Be independently of one another-CH=CH
2Or-C
2H
4OSO
3M
5R
9For H or-COOM
5R
10For-SO
2CH=CH
2Or-SO
2C
2H
40S0
3M
5R
12Be hydrogen, (C
1～C
4)-alkyl, (C
1～C
4)-alkoxyl group or sulfonic group; M
5, M
6Be hydrogen, potassium and sodium independently of one another; n
3Be 0～2 integer, n
4Be 0 or 1; X
1Be halogen, X
2Be halogen, cyano group, urea groups or amino.
2. black and active dye composition according to claim 1 is characterized in that described M
1, M
2, M
3, M
4, M
5, M
6Be potassium or sodium independently of one another.
3. each described black and active dye composition is characterized in that according to claim 1～2, and the content of component A is the 30-90 % by weight, the content of B component is the 0-36 % by weight, the content of component C is the 0-30 % by weight, and the content of component D is the 0-25 % by weight, and the content of auxiliary agent is the 0-45 % by weight; More preferably, the content of component A is the 35-90 % by weight, and the content of B component is the 1-36 % by weight, and the content of component C is the 5-30 % by weight, and the content of component D is the 5-20 % by weight, and the content of auxiliary agent is the 1-45 % by weight.
4. each described black and active dye composition is characterized in that according to claim 1～3, and described component A comprises one or more in the formula of being selected from (I-1)～(I-10) compound,
5. each described black and active dye composition is characterized in that according to claim 1～4, and B component comprises one or more in the formula of being selected from (II-1)～(II-5) compound and formula (III-1)～(III-2) compound,
6. each described black and active dye composition is characterized in that according to claim 1～5, and described component C comprises one or more in the formula of being selected from (IV-1)～(IV-3) compound,
7. each described black and active dye composition is characterized in that according to claim 1～6, and component D comprises one or more in the formula of being selected from (V-1)～(V-4) compound and formula (VI-1)～(VI-3) compound,
8. each described black and active dye composition is characterized in that described auxiliary agent is dispersion agent, solubility promoter, weighting agent or other improved performance auxiliary agents according to claim 1～7, or their mixture.
9. each described composition of claim 1～8 is used as the purposes of black and active dye.
10. purposes according to claim 9 is used for the printing and dyeing of fiber or its yarn fabric.
11. purposes according to claim 10, described printing and dyeing are the printing and dyeing of cotton, artificial cotton, fiber crops, regenerated fibre or their yarn fabric, perhaps the printing and dyeing of tynex, cellulosic fibre, protein fibre or their yarn fabric.
12. a fiber or its yarn fabric, it adopts each described black and active dye composition of claim 1～8 to print and dye and obtain.
13. the described fiber of claim 12 or yarn fabric, wherein said fiber are cotton, artificial cotton, fiber crops, regenerated fibre, tynex, cellulosic fibre or protein fibre.
14. the goods of a fiber or yarn fabric, its right to use require 12 or 13 described fibers or yarn fabric to make.
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| CN103627208A (en) * | 2013-12-05 | 2014-03-12 | 浙江舜龙化工有限公司 | Composite activity black dye |
| CN104059387A (en) * | 2014-07-10 | 2014-09-24 | 浙江瑞华化工有限公司 | Compound black reactive dye composition, and applications thereof and fiber or fiber textile made thereby |
| CN104059000A (en) * | 2014-07-10 | 2014-09-24 | 浙江瑞华化工有限公司 | Reactive dye as well as preparation method and application thereof |
| CN104073024A (en) * | 2014-07-10 | 2014-10-01 | 浙江瑞华化工有限公司 | Black active dye composition and application thereof |
| CN104194394A (en) * | 2014-07-30 | 2014-12-10 | 浙江瑞华化工有限公司 | Black reactive dye composition as well as preparation method and application thereof |
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| CN112574592A (en) * | 2020-12-26 | 2021-03-30 | 浙江科永化工有限公司 | Active navy blue to black dye composition and dye product |
| CN114249989A (en) * | 2021-12-27 | 2022-03-29 | 江苏沃尔得化工有限公司 | Dark green reactive dye mixture and preparation method thereof |
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| CN104073024A (en) * | 2014-07-10 | 2014-10-01 | 浙江瑞华化工有限公司 | Black active dye composition and application thereof |
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| CN104194394A (en) * | 2014-07-30 | 2014-12-10 | 浙江瑞华化工有限公司 | Black reactive dye composition as well as preparation method and application thereof |
| CN105131651A (en) * | 2015-02-18 | 2015-12-09 | 上海科华染料工业有限公司 | Active navy blue to black dye composition and product |
| CN105131651B (en) * | 2015-02-18 | 2018-08-10 | 上海科华染料工业有限公司 | A kind of reactive navy blue is to black dye composition and dye preparations |
| CN105647237A (en) * | 2016-03-17 | 2016-06-08 | 浙江瑞华化工有限公司 | Black activated dye composition and preparation method as well as application thereof |
| KR20190113403A (en) * | 2018-03-28 | 2019-10-08 | 주식회사 오영 | Reactive Black Dye Composition and Methods for Dyeing Fiber Using the Same |
| KR102051953B1 (en) * | 2018-03-28 | 2019-12-04 | 주식회사 오영 | Reactive Black Dye Composition and Methods for Dyeing Fiber Using the Same |
| CN112574592A (en) * | 2020-12-26 | 2021-03-30 | 浙江科永化工有限公司 | Active navy blue to black dye composition and dye product |
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