CN103073917B - Black reactive dye composition - Google Patents
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- CN103073917B CN103073917B CN201210594100.2A CN201210594100A CN103073917B CN 103073917 B CN103073917 B CN 103073917B CN 201210594100 A CN201210594100 A CN 201210594100A CN 103073917 B CN103073917 B CN 103073917B
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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, or the 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 requires also more and more higher to the dyeing behavior 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 be a kind ofly applicable to artificial cotton stamp and there is good dyeing behavior and black and active dye that washing, perspiration fastness are excellent especially.As the dyeing behavior of dyestuff in publication application CN101775235A still can not meet the growing demand in 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, or the printing and dyeing of tynex, cellulosic fibre, protein fibre or their yarn fabric, be specially adapted to artificial cotton stamp and discharge printing, there is good dyeing behavior, dyeing after washing, perspiration fastness are excellent especially, and make fabric have good feel.
Black and active dye composition of the present invention is characterised in that, comprises component A, and is selected from one or more in B component, component C, component D and auxiliary agent;
Wherein component A is one or more in the compound being selected from as shown in the formula (I),
Wherein, R
1for-SO
2cH=CH
2or-SO
2c
2h
4oSO
3m
1; M
1for hydrogen, potassium or sodium; n
1, n
2be 0 or 1 independently of one another;
B component is for being selected from one or more in the compound shown in the compound shown in formula (II) and formula (III),
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
3; M
2, M
3be hydrogen, potassium and sodium independently of one another;
Component C is for being selected from one or more in the compound shown in formula (IV),
In 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
4for hydrogen, potassium or sodium;
Component D is selected from one or more in the compound shown in the compound shown in formula V and formula (VI),
Formula V and (VI) in, R
7, R
8, R
11be independently of one another-CH=CH
2or-C
2h
4oSO
3m
5; R
9for H or-COOM
5; R
10for-SO
2cH=CH
2or-SO
2c
2h
40S0
3m
5; R
12for 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
1for halogen, X
2for 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 30-90 % by weight, and more preferably the content of component A is 35-90 % by weight.
The content of preferred ingredient B is 0-36 % by weight, and more preferably the content of B component is 1-36 % by weight, and further preferred ingredient B content is 5-36 % by weight.
The content of preferred ingredient C is 0-30 % by weight, and more preferably the content of component C is 5-30 % by weight.
The content of preferred ingredient D is 0-25 % by weight, and more preferably the content of component D is 0-20 % by weight, and further the content of preferred ingredient D is 5-20 % by weight.
The content of preferred promoter is 0-45 % by weight, and more preferably the content of auxiliary agent is 1-45 % by weight.
Compound as shown in the formula (I) as component A in the present invention itself can be used as active dark blue dye, for the printing and dyeing of fiber or its yarn fabric, for example, for the printing and dyeing of cotton, artificial cotton, fiber crops, regenerated fibre or their yarn fabric, or the printing and dyeing of tynex, protein fibre or their yarn fabric, are specially adapted to artificial cotton stamp.After printing and dyeing, there is excellent washing fastness and perspiration fastness, and make the good hand touch of fiber or yarn fabric.
Compound shown in formula (I) in the present invention, can be prepared by a method comprising the following steps:
A, by the amine diazotization of compound as the formula (1),
Wherein R
1, n
2, M
1definition the same;
B, H acid is joined in steps A gained diazo liquid, carries out acid coupling reaction, form compound as the formula (2),
Wherein R
1, n
2, M
1definition the same;
C, will be as shown in general formula (3) the amine diazotization of compound,
Wherein M
1, n
1definition the same;
D, step C gained diazo liquid is joined in the conjugates of step B, carry out coupling for the second time, form the compound shown in formula (I).
Preferably, the invention provides a kind of preparation method of compound as shown in the formula (I), this preparation method comprises the steps:
A, compound shown in formula (1) is mixed to making beating with appropriate frozen water, be cooled to 0～5 DEG C, add after hydrochloric acid, and then slowly add Sodium Nitrite, 0～10 DEG C 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 is joined in steps A gained diazo liquid and carries out acid coupling, control 5～20 DEG C of stirring reactions of temperature 5～10 hours, then adjust pH2～4 to make coupled reaction complete;
C, compound shown in formula (3) is mixed to making beating with appropriate frozen water, be cooled to 0～5 DEG C, add after hydrochloric acid, and then slowly add Sodium Nitrite, 0～10 DEG C 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, keeps 5～10 DEG C of temperature, pH5～7 to carry out coupling for the second time, the reaction times with detection reaction completely till.After reacting completely, remove insolubles, reaction solution is dried according to all size, obtain product.
In above-mentioned preparation method, H acid used is well-known to those skilled in the art, and it is also referred to as 1-amino-8-naphthol-3, and 6-disulfonic acid, is for No. CAS 90-20-0, and its structure is as shown in the formula shown in (5):
The H acid of adding in 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 in steps A and C can use with the form of powder or solution, preferably uses with solution form.
In above-mentioned preparation method, shown in compound shown in above-mentioned steps Chinese style (1), H acid and formula (3), the mol ratio of compound is preferably (1.02～1.3): (0.98-1.05): (0.99-1.05).
In black and active dye composition of the present invention, preferred described component A comprises one or more in the compound of the formula of being selected from (I-1)～(I-10),
In black and active dye composition of the present invention, preferred ingredient B comprises one or more in the compound of the compound of the formula of being selected from (II-1)～(II-5) and formula (III-1)～(III-2),
In black and active dye composition of the present invention, preferred ingredient C comprises one or more in the compound of the formula of being selected from (IV-1)～(IV-3),
In black and active dye composition of the present invention, preferred ingredient D comprises one or more in the compound of the compound of the formula of being selected from (V-1)～(V-4) and formula (VI-1)～(VI-3),
In 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 use separately one, also can use their mixture.Above auxiliary agent is commercially available conventional variety and the conventional kind of adding of dyestuff production.
In black and active dye composition of the present invention, the B component, component C and the component D that use, can be synthetic by mode well known to those skilled in the art easily, also can adopt commercially available prod.
The preparation method of black and active dye composition of the present invention is by each component after crushed first, then mixes with mixing tank, and mixing tank can be taper, drum-type or pears cutter formula, mixes that rear test analysis is qualified to be packed again.
Alternatively, the slurry of the dye composition component of having produced (component A, B component, component C, component D) and auxiliary agent (if need to add auxiliary agent) are added in proportion the toning storage tank with stirrer by the preparation method of black and active dye composition of the present invention, starting stirrer stirs, after test passes, directly packaging is made liquiform product, or is dried and obtains granular or powder-like product through spray tower, drying room, flash distillation etc.
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 being generally synthesized 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, on comparable market the high 1 grade of left and right of like product; Solubleness is high, and salt tolerant, alkali resistance are strong; Environmental protection,, containing carcinogenic arylamine component, can not replace most of Imported Dyestuffs, and be specially adapted to stamp and discharge printing technique, meets 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 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.
In the present invention, refer in particular to as non-, all part, amount, per-cents are weight unit, and all raw materials and equipment all can be buied from market.
Embodiment
Below in conjunction with specific embodiment, the present invention is further illustrated, but protection scope of the present invention is not limited to this.
Preparation example 1
Take 30.35 grams of para-esters (, to (beta-sulfuric ester ethyl sulfonyl base) aniline) in 500 ml beakers, add appropriate water, ice and carry out the making beating of ice mill, after half hour, adding 12.72 grams of concentration is the hydrochloric acid of 31% (w/w), again the sodium nitrite solution of 30% (w/w) concentration (containing 7.46 grams of Sodium Nitrites) is dropwise joined in para-ester solution, control 0-5 DEG C of temperature and carry out diazotization.After para-ester diazonium finishes, obtain diazo liquid, take 32.86 grams of H acid and join in above-mentioned diazo liquid, control temperature 5～10 DEG C of stirring reactions 10 hours, then regulate pH 2～2.5 acid coupling to be reacted completely with sodium bicarbonate, obtain acid coupling thing.
Separately take 17.82 grams of ORTHO AMINO PHENOL SULPHONIC in 250 ml beakers, add appropriate water, ice and carry out the making beating of ice mill, after half hour, adding 13.31 grams of concentration is the hydrochloric acid of 31% (w/w), again the sodium nitrite solution of 30% (w/w) concentration (containing 7.11 grams of Sodium Nitrites) is dropwise added, control 0-5 DEG C of temperature and carry out diazotization reaction, after 2 hours, diazotization reaction finishes, and obtains ORTHO AMINO PHENOL SULPHONIC diazo liquid.
ORTHO AMINO PHENOL SULPHONIC diazo liquid is joined in acid coupling thing, control pH value and be 6～7,5～10 DEG C of temperature carry out coupling for the second time.After 2 hours, coupling finishes for the second time, removes insolubles with filter paper filtering, obtains the dark blue reactive dye suc as formula (I-1) with oven drying.
On spun rayon cloth, dye with gained compound, there is excellent perspiration fastness and the navy of washing fastness, and make spun rayon cloth there is good feel.
Preparation example 2
Take 30.35 grams of para-esters (, to (beta-sulfuric ester ethyl sulfonyl base) aniline) in 500 ml beakers, add appropriate water, ice and carry out the making beating of ice mill, after half hour, add liquid caustic soda to regulate pH to 12, temperature is controlled at 0-5 DEG C, pH stablizes that after one hour, to add 12.72 grams of concentration be the hydrochloric acid of 31% (w/w), again the sodium nitrite solution of 30% (w/w) concentration (containing 7.46 grams of Sodium Nitrites) is dropwise joined in para-ester solution, control 0-5 DEG C of temperature and carry out diazotization.After para-ester diazonium finishes, obtain diazo liquid, take 32.86 grams of H acid and join in above-mentioned diazo liquid, control temperature 5～10 DEG C of stirring reactions 10 hours, then regulate pH 2～2.5 acid coupling to be reacted completely with sodium bicarbonate, obtain acid coupling thing.
Separately take 17.82 grams of ORTHO AMINO PHENOL SULPHONIC in 250 ml beakers, add appropriate water, ice and carry out the making beating of ice mill, after half hour, adding 13.31 grams of concentration is the hydrochloric acid of 31% (w/w), again the sodium nitrite solution of 30% (w/w) concentration (containing 7.11 grams of Sodium Nitrites) is dropwise added, control 0-5 DEG C of temperature and carry out diazotization reaction, after 2 hours, diazotization reaction finishes, and obtains ORTHO AMINO PHENOL SULPHONIC diazo liquid.
ORTHO AMINO PHENOL SULPHONIC diazo liquid is joined in acid coupling thing, control pH value and be 6～7,5～10 DEG C of temperature carry out coupling for the second time.After 2 hours, coupling finishes for the second time, adds liquid caustic soda and regulates pH to 12-13 to take off ester, after pH stablizes 2 hours, removes insolubles with filter paper filtering, obtains the dark blue reactive dye suc as formula (I-3) with oven drying.
On spun rayon cloth, dye with gained compound, there is excellent perspiration fastness and the navy of washing fastness, and make spun rayon cloth there is good feel.
Preparation example 3
Take between 29.51 grams position ester (, between (beta-sulfuric ester ethyl sulfonyl base) aniline) in 500 ml beakers, add appropriate water, ice and carry out the making beating of ice mill, after half hour, adding 12.36 grams of concentration is the hydrochloric acid of 31% (w/w), between again the sodium nitrite solution of 30% (w/w) concentration (containing 7.25 grams of Sodium Nitrites) dropwise being joined, in the ester solution of position, control 0-5 DEG C of temperature and carry out diazotization.Until between position ester diazonium obtain diazo liquid after finishing, take 31.9 grams of H acid and join in above-mentioned diazo liquid, control 15～20 DEG C of stirring reactions of temperature 8 hours, then regulate pH3～3.5 that acid coupling is reacted completely, obtain acid coupling thing.
Separately take 25.3 grams of aniline-2,5-disulfonic acid is in 250 ml beakers, add appropriate water, ice and carry out the making beating of ice mill, after half hour, adding 5.8 grams of concentration is the hydrochloric acid of 31% (w/w), again the sodium nitrite solution of 30% (w/w) concentration (containing 6.9 grams of Sodium Nitrites) is dropwise added, control 0-5 DEG C of temperature and carry out diazotization reaction, after 2 hours, diazotization reaction finishes.
By aniline-2,5-disulfonic acid diazo liquid joins in acid coupling thing, controls pH value and be 6～7,5～10 DEG C of temperature carry out coupling for the second time.After 2 hours, coupling finishes for the second time, removes insolubles with filter paper filtering, obtains the compound suc as formula (I-6) with oven drying.
On spun rayon cloth, dye with gained compound, there is excellent perspiration fastness and the navy of washing fastness, and make spun rayon cloth there is good feel.
Adopt similar method, can prepare the compound of other components A.
Embodiment 1
By the component A of 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) is placed in water, after stirring, obtains black and active dye composition of the present invention in drying in oven.Artificial cotton is dyeed with this dye composite, dye for black.
Embodiment 2
By 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) is placed in water, after stirring, in drying in oven, obtains black and active dye composition of the present invention.Cotton is dyeed with this dye composite, dye for black.
Embodiment 3
By the component A of 45 weight part formulas (I-6), the B component of 15 weight part formulas (II-3), the 10 component D of weight part formula (VI-1) and the auxiliary agent of 30 weight parts carry out dry powder blend by Mixed Pinyin machine, obtain black and active dye composition of the present invention.Cotton is dyeed with this dye composite, dye for black.
Comparative example 1
By 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) is placed in water, and after stirring, in drying in oven, the composition obtaining is black and active dye.Artificial cotton is dyeed with this dye composite, dye for black.
(reactive black KN-B)
Comparative example 2
By 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) stirs in water by Mixed Pinyin machine, in drying in oven, the composition of gained is black and active dye.Cotton is dyeed with this dye composite, dye for black.
(reactive black KN-B)
Comparative example 3
By the B component of the reactive black KN-B of 45 weight parts, 15 weight part formulas (II-3), the 10 component D of weight part formula (VI-1) and the auxiliary agent of 30 weight parts carry out dry powder blend by Mixed Pinyin machine, and the composition of gained is black and active dye.Cotton is dyeed with this dye composite, dye for black.
(reactive black KN-B)
Dyeing behavior is measured
Test experiments 1
According to GB/T3920-2008, GB/T3921-2008 and fastness to rubbing, washing fastness and the colour fastness to perspiration of GB/T3922-1995 test preparation example 1-3 dye composition to artificial cotton dyeing, result is as follows.
Test experiments 2
Get 100 parts, urea, 10 parts of m-nitrobenzene sodium sulfonates, 20 parts, sodium bicarbonate, 55 parts of sodium alginates and 815 parts of furnishing pasty states in container of warm water, and stir make it even, be mixed with auxiliary agent stick with paste.The composition that implementation column 1～3 and comparative example 1～3 are obtained is respectively got 4 parts, stick with paste and mix with 46 parts of auxiliary agents respectively, modulation quality is stuck with paste, the printing screen of getting 100 meshes covers on spun rayon cloth's (embodiment 1, comparative example 1) suitable in a size or cotton (embodiment 2,3, comparative example 2,3), then by look muddle above printing screen, then with rubber scraper from top to bottom by look stick with paste be evenly coated on cloth.The baking oven of the painting cloth of scraping being put into 65 DEG C is dried 5 minutes.Taking out dried cloth puts into steam box and steams 10 minutes at 102 DEG C-105 DEG C with saturation steam.Then cloth is taken out with after cold water flush, puts into large steel basin, wash 10 minutes with boiling water heat, then cloth is put into the large steel basin that contains 20g/L soaping agent, soap 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, 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 (18)
1. a black and active dye composition, is characterized in that comprising component A, and is selected from one or more in B component, component C, component D and auxiliary agent;
Wherein component A is for being selected from suc as formula one or more in the compound shown in (I),
Wherein, R
1for-SO
2cH=CH
2or-SO
2c
2h
4oSO
3m
1; M
1for hydrogen, potassium or sodium; n
1, n
2be 0 or 1 independently of one another;
B component is for being selected from one or more in the compound shown in formula (II),
In formula (II), 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 or sulfonation para-ester; R
4for hydrogen or-CH
2sO
3m
3; M
2, M
3be hydrogen, potassium and sodium independently of one another;
Component C is for being selected from one or more in the compound shown in formula (IV),
In formula (IV), R
5, R
6independently of one another for 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 or sulfonation para-ester; M
4for hydrogen, potassium or sodium;
Component D is for being selected from one or more in the compound shown in formula (V),
In formula (V), R
7, R
8be independently of one another-CH=CH
2or-C
2h
4oSO
3m
5; R
9for H or-COOM
5; R
10for-SO
2cH=CH
2or-SO
2c
2h
40S0
3m
5; M
5for hydrogen, potassium or sodium; n
3be 0～2 integer, n
4be 0 or 1;
Wherein the content of component A is 30-90 % by weight, and the content of B component is 1-36 % by weight, and the content of component C is 5-30 % by weight, and the content of component D is 0-25 % by weight, and the content of auxiliary agent is 0-45 % by weight.
2. black and active dye composition according to claim 1, is characterized in that described M
1, M
2, M
3, M
4, M
5be potassium or sodium independently of one another.
3. black and active dye composition according to claim 1, is characterized in that, the content of component A is 35-90 % by weight, the content of B component is 1-36 % by weight, the content of component C is 5-30 % by weight, and the content of component D is 5-20 % by weight, and the content of auxiliary agent is 1-45 % by weight.
4. according to the black and active dye composition described in claim 1～3 any one, it is characterized in that, described component A comprises one or more in the compound of the formula of being selected from (I-1)～(I-10),
5. according to the black and active dye composition described in claim 1～3 any one, it is characterized in that, B component comprises one or more in the compound of the formula of being selected from (II-1)～(II-5),
6. according to the black and active dye composition described in claim 1～3 any one, it is characterized in that, described component C comprises one or more in the compound of the formula of being selected from (IV-2)～(IV-3),
7. according to the black and active dye composition described in claim 1～3 any one, it is characterized in that, component D comprises one or more in the compound of the formula of being selected from (V-1)～(V-4),
8. according to the black and active dye composition described in claim 1～3 any one, it is characterized in that described auxiliary agent is dispersion agent, solubility promoter, weighting agent or other improved performance auxiliary agents, or their mixture.
9. the composition described in claim 1～8 any one is used as the purposes of black and active dye.
10. purposes according to claim 9, 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 or their yarn fabric, or the printing and dyeing of tynex, protein fibre or their yarn fabric.
12. purposes according to claim 10, described printing and dyeing are the printing and dyeing of regenerated fibre or its yarn fabric.
13. purposes according to claim 10, described printing and dyeing are the printing and dyeing of cellulosic fibre or its yarn fabric.
14. 1 kinds of fibers or its yarn fabric, it adopts the black and active dye composition described in claim 1～8 any one print and dye and obtain.
Fiber described in 15. claims 14 or yarn fabric, wherein said fiber is cotton, artificial cotton, fiber crops, tynex or protein fibre.
Fiber described in 16. claims 14 or yarn fabric, wherein said fiber is regenerated fibre.
Fiber described in 17. claims 14 or yarn fabric, wherein said fiber is cellulosic fibre.
The goods of 18. 1 kinds of fibers or yarn fabric, its right to use requires fiber or the yarn fabric described in 14-17 any one to make.
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| CN201410265223.0A CN103992659B (en) | 2012-12-31 | 2012-12-31 | A kind of Black reactive dye composition |
| CN201210594100.2A CN103073917B (en) | 2012-12-31 | 2012-12-31 | Black reactive dye composition |
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|---|---|---|---|---|
| CN105778559A (en) * | 2016-03-17 | 2016-07-20 | 浙江瑞华化工有限公司 | Black active dye composition and preparation method and use thereof |
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| CN103627208B (en) * | 2013-12-05 | 2015-07-08 | 浙江舜龙化工有限公司 | Composite activity black dye |
| CN104073024B (en) * | 2014-07-10 | 2016-07-06 | 浙江瑞华化工有限公司 | A kind of Black reactive dye composition and its purposes |
| CN104059000B (en) * | 2014-07-10 | 2016-02-03 | 浙江瑞华化工有限公司 | A kind of reactive dyestuffs and its production and use |
| CN104059387B (en) * | 2014-07-10 | 2018-06-05 | 浙江瑞华化工有限公司 | Composite black active dye composition, its purposes and the fiber or the yarn fabric of fiber being made from it |
| CN104194394B (en) * | 2014-07-30 | 2016-04-20 | 浙江瑞华化工有限公司 | A kind of Black reactive dye composition, preparation method and application |
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