CN100467546C - navy blue dye composition and preparation and application thereof - Google Patents
navy blue dye composition and preparation and application thereof Download PDFInfo
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- CN100467546C CN100467546C CNB021607419A CN02160741A CN100467546C CN 100467546 C CN100467546 C CN 100467546C CN B021607419 A CNB021607419 A CN B021607419A CN 02160741 A CN02160741 A CN 02160741A CN 100467546 C CN100467546 C CN 100467546C
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- 239000000203 mixture Substances 0.000 title claims abstract description 22
- 238000002360 preparation method Methods 0.000 title claims description 14
- 239000001045 blue dye Substances 0.000 title 1
- 238000004043 dyeing Methods 0.000 claims abstract description 20
- 229920000742 Cotton Polymers 0.000 claims abstract description 17
- 239000004744 fabric Substances 0.000 claims abstract description 16
- 238000000034 method Methods 0.000 claims abstract description 15
- 239000000835 fiber Substances 0.000 claims abstract description 10
- 239000010985 leather Substances 0.000 claims abstract description 5
- 239000000975 dye Substances 0.000 claims description 73
- 239000002131 composite material Substances 0.000 claims description 22
- 239000007788 liquid Substances 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 5
- 150000001408 amides Chemical class 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 230000000694 effects Effects 0.000 claims description 3
- 239000002994 raw material Substances 0.000 claims description 2
- WSNMPAVSZJSIMT-UHFFFAOYSA-N COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 Chemical compound COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 WSNMPAVSZJSIMT-UHFFFAOYSA-N 0.000 claims 1
- 238000007639 printing Methods 0.000 abstract description 12
- 239000000985 reactive dye Substances 0.000 abstract description 5
- 230000009257 reactivity Effects 0.000 abstract description 2
- 239000004952 Polyamide Substances 0.000 abstract 1
- 238000010016 exhaust dyeing Methods 0.000 abstract 1
- 229920002647 polyamide Polymers 0.000 abstract 1
- 239000012209 synthetic fiber Substances 0.000 abstract 1
- 229920002994 synthetic fiber Polymers 0.000 abstract 1
- 210000002268 wool Anatomy 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- 230000008878 coupling Effects 0.000 description 6
- 238000010168 coupling process Methods 0.000 description 6
- 238000005859 coupling reaction Methods 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 239000012954 diazonium Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 5
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- IQVSWLPEOQMCQD-UHFFFAOYSA-N n-phenylethanesulfonamide Chemical compound CCS(=O)(=O)NC1=CC=CC=C1 IQVSWLPEOQMCQD-UHFFFAOYSA-N 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 3
- 235000017550 sodium carbonate Nutrition 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 238000006193 diazotization reaction Methods 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000002708 enhancing effect Effects 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 235000015067 sauces Nutrition 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 235000010413 sodium alginate Nutrition 0.000 description 2
- 229940005550 sodium alginate Drugs 0.000 description 2
- 239000000661 sodium alginate Substances 0.000 description 2
- 229940056729 sodium sulfate anhydrous Drugs 0.000 description 2
- QPILZZVXGUNELN-UHFFFAOYSA-M sodium;4-amino-5-hydroxynaphthalene-2,7-disulfonate;hydron Chemical compound [Na+].OS(=O)(=O)C1=CC(O)=C2C(N)=CC(S([O-])(=O)=O)=CC2=C1 QPILZZVXGUNELN-UHFFFAOYSA-M 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 235000019846 buffering salt Nutrition 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000010612 desalination reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N ferric oxide Chemical compound O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000009980 pad dyeing Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- -1 washed 10 minutes Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
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Abstract
The invention relates to a navy blue reactive dye composition which is suitable for dyeing and printing cotton, wool, silk, leather, polyamide synthetic fiber and other blended fiber fabrics. The composition is prepared by mixing reactive dyes which accord with the following four structural general formulas I, II, III and IV. The mixing ratio is (I: II) to (III + IV) is 30-70: 70-30: 0-10. The composition is a general navy blue reactive dye composition with high reactivity, is particularly suitable for medium-temperature (50-70 ℃) dip dyeing of cotton fiber fabrics, and has large tolerance to exhaust dyeing process conditions and good dyeing reproducibility.
Description
Technical field:
The present invention relates to be applicable to that cotton, hair, silk, leather, polymeric amide close the dyeing of fibre and other mixed fiber fabric and a kind of navy dye composite of stamp, specifically the present invention relates to a kind of navy blue reactive dye composition and preparation thereof and application.
Background technology:
Reactive dyestuffs have lovely luster, application performance excellence, easy to use, distinguishing feature such as suitability is strong.Recent two decades comes, because the restriction of environmental ecology and economic factor, more and more higher to the requirement of dye uptake, degree of fixation and the dyeing waste-water of reactive dyestuffs, in the patent application of reactive dyestuffs, the reactive monoazo dyestuffs kind look of single chemical structure is rare.The research and development of various countries' reactive dyestuffs new variety develop to the composition that is mixed from the homogencous dyes chemical structure, and the more single dyestuff of the tinctorial yield of the composition that is mixed and degree of fixation makes quality or application performance that new lifting arranged for high.
At dark blue (dark blue) category, the disclosed so far dye composite patent of the nineties is listed below:
Germany Baeyer (Bayer) company discloses a kind of dark dark blue combination dyestuff in U.S. Pat P545678, it is that reactive dyestuffs by following structural formula are mixed and combine.
Formula 1
Formula 2
Formula 3
Mixed ratio (weight ratio) is a formula 3:(formula 1+ formula 2)=60:40～40:60
Germany Hoechect company discloses a kind of navy combination dyestuff in U.S. Pat P5352246, it is that reactive dyestuffs by following structure are mixed and combine.
Formula 1
Formula 2
The distinct navy of mixed ratio (weight ratio) formula 1: formula 2=1:3
Germany Dystar company discloses a kind of dark blue combination dyestuff in U.S. Pat P6171348, it is that reactive dyestuffs by following structure are mixed and combine.
Formula 1
Formula 2
Formula 3
Mixed ratio (weight ratio) is a formula 1: formula 2: this combination of formula 3:=53:71:1.5 dyestuff light fastness is good.
Summary of the invention:
The objective of the invention is to reduce deterioration and the low drawback of dyestuff its usage economy to environmental ecology, a kind of preparation and application method of navy dye composite are provided, the tinting power of the more single dyestuff of composition after making dyestuff be mixed, degree of fixation has had raising, and the latitude to dyeing is big, the dyeing circulation ratio well and colour fastness such as anti-superoxide good, the colorant match suitability is wider.
The present invention is achieved in that this navy dye composite is mixed by the reactive dyestuffs that meet following four class formation general formula Is, II, III and IV and combines.
Formula I
Formula II
Formula III
Formula IV
Wherein:
The weight proportion that composition is formed is I:II:(III+IV)=30～70:70～30:0～10.
The weight proportion of dye composite of the present invention is preferably I:II:(III+IV)=40～60:60～40:0～5.
The reactive dyestuffs of general molecular formula I described in the present invention are following several structure-activity dyestuff:
Formula V
Formula VI
Formula VII
The reactive dyestuffs of general molecular formula II described in the present invention are following several structure-activity dyestuff:
Formula VIII
Formula IX
Formula X
General formula III described in the present invention is the compound of following structure:
Formula XI
General formula I V described in the present invention is the compound of following structure:
Formula XII
Navy dye composite of the present invention is powder, particulate solid or waterborne liquid.
Preparation method of the present invention is: preparation earlier is by each required single dyestuff of the combination formula that is mixed, and by the requirement of the combination formula that is mixed each single dyestuff being mixed then combines.
The another kind of preparation method of the present composition is: in the preparation feedback process of dyestuff, by the requirement of the combination prescription that is mixed, adjust and control the proportioning raw materials and the condition of reaction, produce the composition of expection mixed ratio simultaneously in the preparation feedback process.
Dye composite of the present invention is used for dyeing and the stamp that cotton, hair, silk, leather, polymeric amide are closed fibre and other mixed fiber fabric.Be specially adapted to exhausting of cotton fabric and dye (dip-dye), have good tinting power, enhancing and degree of fixation.
Compared with prior art, dye composite of the present invention has following advantage: the present invention is mixed the tinctorial yield of composition and the more single dyestuff of degree of fixation for high, makes quality and application performance that new lifting arranged.
The present invention is the higher universal navy reactive dye composition of a kind of reactivity, and it is applicable to various traditional dyeing methods, for example dip-dye, pad dyeing and stamp and discharge.Be used for cotton exhausting when dying (dip-dye), dyeing and the solid temperature of alkali can be between 50 ℃～70 ℃, its tinting power height, enhancing, degree of fixation and every fastness are good, and big to the latitude that exhausts dyeing technique condition (as amount, temperature, time, the bath raio of alkaline agent and dyeing accelerant), the dyeing circulation ratio is good.Compare with the single dyestuff before the combination that is mixed, can be more dark dense pure to look.When being used for the single bath process continuous knot dyeing, steaming time can be at 2～5 minutes.Both can adopt an opinion mutually when being used for stamp, also can adopt the two-phase opinion.This dye composite equally also can be used for the dyeing that silk, hair, leather, polymeric amide close fibre and other mixed fiber fabric except that cotton fibre.
Embodiment
Come more detailed description the present invention with embodiment below, these embodiment just are used for illustrating the present invention, and the field of the invention is not placed restrictions on by these embodiment.
Umber is by weight in the present embodiment, and temperature unit is a centigradetemperature ℃, and parts by weight are the relation of gram to milliliter to the relation of volume parts.The molecular formula of used dyestuff or compound is all represented with the sour form of freedom.
Embodiment 1
Get above-mentioned 40 parts of formula V dyestuffs that meet general structure I, with 60 parts of the formula VIII dyestuffs that meets structural formula general formula I I, fully be blended into the dye composite of uniformity each other, on cotton fabric, dye or stamp with following method then, can obtain to the dense distinctness of color depth, navy that fastness is good.
One. contaminate (exhaust and dye)
The dip-dyeing solution prescription: 0.05 part～1 part of aforesaid combination dyestuff, 7.5～45 parts of 20% (weight) Sodium sulfate anhydrous.min(99) solution, 3.75 parts～15 parts of 20% soda ash solutions, all the other add to 150 parts for water, are made into dip-dyeing solution.
Processing step: earlier with the dyestuff water dissolution, and the adding Sodium sulfate anhydrous.min(99) is configured to dye bath.Cotton is inserted dye bath in room temperature, evenly be warming up to 60 ℃, and keep this temperature to dye 30 minutes in 15～20 minutes.Add alkaline agent (soda ash liquid) then, kept 60 ℃ of alkali more solid 30～45 minutes.Sample is dyed in taking-up, after fully washing with mobile cold water, in 95 ℃ of hot water, washed 10 minutes, soap boiling 10 minutes in the neutral soap flakes liquid of 2 grams per liters again, take out then dye sample with the cold water that flows clean, dehydration, oven dry, the dense strong navy of color depth.
Two. stamp
Stamp look sauce formulation: 4～6 parts of aforesaid combination dyestuffs, 8～12 parts in urea, 2～3 parts in sodium bicarbonate, 0.6～1.2 part of reserve salt, 40～60 parts in 5% (weight) sodium alginate sauce, all the other add to 100 parts for water, are made into printing paste.
Processing step: with urea, reserve salt with the less water dissolving after, add 5% sodium alginate paste, fully stir, slowly add the good dyestuff of dissolving, and sodium bicarbonate stirs fully and is mixed with printing paste.Pour printing paste into printing machine in the slurry dish, adjust printing machine pressure, place printing machine to feed the cloth mouth cotton fabric, start printing machine and carry out stamp.Fabric after printed was 80～90 ℃ drying in oven 3～5 minutes, will dry fabric in steam tank in 102～105 ℃ of decatizes 5～7 minutes, wash with flowing water under the room temperature, in 50～60 ℃ of hot washes, in 98～100 ℃ the liquid of soaping, boiled 10 minutes then again, again 50～60 ℃ of hot water wash, the room temperature cold wash, oven dry promptly gets dark dense distinctness, strong good navy.
Embodiment 2
Get above-mentioned 60 parts of formula V dyestuffs that meet general structure I, with 40 parts of the formula VIII dyestuffs that meets structural formula general formula I I, fully be blended into the dye composite of uniformity each other, dip-dye and printing method with embodiment 1 dyes on cotton fabric or stamp then, can obtain the navy dense to color depth, that fastness is good.
Embodiment 3
Get above-mentioned 50 parts of formula V dyestuffs that meet general structure I, with 50 parts of the formula VIII dyestuffs that meets structural formula general formula I I, fully be blended into the dye composite of uniformity, dip-dye and printing method with embodiment 1 dyes on cotton fabric or stamp then, can obtain the navy dense to color depth, that fastness is good.
Embodiment 4
Get above-mentioned 30 parts of formula V dyestuffs that meet general structure I, with 70 parts of the formula VIII dyestuffs that meets structural formula general formula I I, fully be blended into the dye composite of uniformity, dip-dye and printing method with embodiment 1 dyes on cotton fabric or stamp then, can obtain the navy dense to color depth, that fastness is good.
Embodiment 5
Get above-mentioned 70 parts of formula V dyestuffs that meet general structure I, with 30 parts of the formula VIII dyestuffs that meets structural formula general formula I I, fully be blended into the dye composite of uniformity, dip-dye and printing method with embodiment 1 dyes on cotton fabric or stamp then, can obtain the navy dense to color depth, that fastness is good.
Embodiment 6
1. get 0.1 mole of H acid with water dissolution and to regulate PH be 6～6.5.Other gets 0.15 mole of 4-β sulfuric ester ethyl sulfonyl aniline by well-established law diazotization, after finishing, diazonium removes superfluous nitrous acid, in this diazonium liquid, aforementioned H acid solution is stirred and 0～10 ℃, PH (under 2 the condition good, relax about half an hour, to drip in the people equably and carry out acid coupling, and keep this condition coupling to stir 1～2 hour, get the monoazo-dyes dye liquor of acid coupling.
2. get 0.05 mole of Cynuric Chloride and earlier carry out primary condensation in 0～5 ℃, PH=6～6.5, carry out the secondary condensation with 0.05 mole of Ursol D disulfonic acid in 30～50 ℃, PH=4～6 again with 0.05 mole of 3-β sulfuric ester ethyl sulfonyl aniline by well-established law.After condensation finishes this two thing that contracts is carried out diazotization by well-established law, after diazonium finishes nitrous acid superfluous in this diazonium liquid is removed, be added in the aforesaid monoazo-dyes dye liquor fully evenly mixed then, and be controlled between 5～10 ℃ and carefully regulate PH with soda ash liquid and 6～7 carry out the secondary coupling, it is complete to coupling to continue insulated and stirred.
3. the dye liquor that above-mentioned coupling is finished is carried densely with the membrane filter method desalination, adds an amount of buffering salt and dust-proofing agent etc. again and adds auxiliary agent, directly carry out spraying drying then and the dry powder dyestuff.Dyeing or stamp are dark dense strong green glow navy on cotton.This powder dye is the composition that contains formula VI and formula IX, and the mixed ratio between them (mol ratio) is 5:5.
Embodiment 7
1. with embodiment 6 it " 1 ", but former 4-β sulfuric ester ethyl sulfonyl aniline is replaced by 3-β sulfuric ester ethyl sulfonyl aniline.
2. with embodiment 6 they " 2 ", but the used Ursol D disulfonic acid of former secondary condensation is replaced by the mphenylenediamine disulfonic acid, simultaneously whole two charging capacitys that contract thing are adjusted into 0.047 mole from original 0.05 mole, and the diazonium thing of gained is 0.047 mole from 0.05 original molal lowering also thus.
3. with embodiment 6 they " 3 ", but the powder dye major forest of last gained is the composition that contains following formula formula VII, formula VIII, formula XI, formula XII, and dyeing and stamp can get dense deeply strong ruddiness navy on cotton.
The mixed ratio of this dye composite (mol ratio) is formula VII: formula VIII: formula XI: formula XII equals 4.7:5:0.2:0.1.
Claims (6)
1, a kind of navy dye composite, it is characterized in that: said composition is mixed by the reactive dyestuffs VI that meets general structure I or VII, the reactive dyestuffs VIII, the IX that meet general structure II or X, the reactive dyestuffs XII that meets the reactive dyestuffs XI of general structure III and meet general structure IV and combines
Formula I
Formula II
Formula III
Formula IV
Described general formula I I is following several structure-activity dyestuff:
Formula VIII
Formula IX
Formula X
Described general formula III is the compound of following structure:
Formula XI
Described general formula I V is the compound of following structure:
Formula XII
2, navy dye composite according to claim 1 is characterized in that: the weight proportion that said composition is formed is I:II:(III+IV)=40～60:60～40:0～5.
3, navy dye composite according to claim 1 and 2 is characterized in that: said composition is pulverulent solids or waterborne liquid.
4, a kind of preparation method of the navy dye composite of stating as claimed in claim 1 is characterized in that: preparation earlier is by each required single dyestuff of the combination formula that is mixed, and by the requirement of the combination formula that is mixed each single dyestuff being mixed then combines.
5, a kind of navy dye composite preparation method as claimed in claim 1, it is characterized in that: in the preparation feedback process of dyestuff, requirement by the combination formula that is mixed, adjust and control the proportioning raw materials and the reaction conditions of reaction, in the preparation feedback process, produce the mixed ratio composition of expection simultaneously.
6, a kind of application of navy dye composite as claimed in claim 1 is characterized in that: said composition is used for dyeing and the stamp that cotton, hair, silk, leather, polymeric amide are closed fibre and other mixed fiber fabric.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB021607419A CN100467546C (en) | 2002-12-27 | 2002-12-27 | navy blue dye composition and preparation and application thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB021607419A CN100467546C (en) | 2002-12-27 | 2002-12-27 | navy blue dye composition and preparation and application thereof |
Publications (2)
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|---|---|
| CN1511888A CN1511888A (en) | 2004-07-14 |
| CN100467546C true CN100467546C (en) | 2009-03-11 |
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| CNB021607419A Expired - Fee Related CN100467546C (en) | 2002-12-27 | 2002-12-27 | navy blue dye composition and preparation and application thereof |
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Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101368008B (en) * | 2007-08-15 | 2012-10-17 | 上海雅运纺织化工股份有限公司 | Navy blue reactive dye composition and dyeing uses in fibrous material thereof |
| CN102408743B (en) * | 2011-08-10 | 2013-04-17 | 吴江梅堰三友染料化工有限公司 | Production process of direct blending navy blue D-R dye |
| CN103627206A (en) * | 2013-11-21 | 2014-03-12 | 天津德凯化工股份有限公司 | Novel active navy blue dye |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0612817A1 (en) * | 1993-02-23 | 1994-08-31 | Bayer Ag | Blue mixtures of reactive dyes with an improved metamerism |
| EP0982374A1 (en) * | 1998-08-27 | 2000-03-01 | DyStar Textilfarben GmbH & Co. Deutschland KG | Black dye mixtures of fiber-reactive azo dyes and use thereof for dyeing hydroxy-and/or carboxamido-containing fiber material |
| US6126700A (en) * | 1999-01-20 | 2000-10-03 | Everlight Usa, Inc. | Black dye composition |
-
2002
- 2002-12-27 CN CNB021607419A patent/CN100467546C/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0612817A1 (en) * | 1993-02-23 | 1994-08-31 | Bayer Ag | Blue mixtures of reactive dyes with an improved metamerism |
| EP0982374A1 (en) * | 1998-08-27 | 2000-03-01 | DyStar Textilfarben GmbH & Co. Deutschland KG | Black dye mixtures of fiber-reactive azo dyes and use thereof for dyeing hydroxy-and/or carboxamido-containing fiber material |
| US6126700A (en) * | 1999-01-20 | 2000-10-03 | Everlight Usa, Inc. | Black dye composition |
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