CN104194394A - Black reactive dye composition as well as preparation method and application thereof - Google Patents
Black reactive dye composition as well as preparation method and application thereof Download PDFInfo
- Publication number
- CN104194394A CN104194394A CN201410371381.4A CN201410371381A CN104194394A CN 104194394 A CN104194394 A CN 104194394A CN 201410371381 A CN201410371381 A CN 201410371381A CN 104194394 A CN104194394 A CN 104194394A
- Authority
- CN
- China
- Prior art keywords
- component
- black
- formula
- dye composition
- weight part
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Landscapes
- Coloring (AREA)
Abstract
The invention discloses a black reactive dye composition. The black reactive dye composition is characterized by comprising a component A shown by a formula (I), a component B shown by a formula (II), a component C shown by a formula (III) and a component D shown by a formula (IV). The invention also discloses a preparation method and an application of the black reactive dye composition. The black reactive dye composition disclosed by the invention is suitable for printing and dyeing cotton, hemp and regenerated fibers or textiles thereof, or printing and dyeing polyamide fibers, cellulose fibers and protein fibers or textiles thereof, is particularly suitable for dyeing cellulose or protein fibers, and has excellent rate of dye-uptake, promoting power, degree of fixation and dyeing reproducibility to ensure that the textiles have good hand feelings, and particularly the color fastness to rubbing is obviously improved.
Description
Technical field
The invention belongs to preparation of dyestuff technical field, specifically relate to a kind of printing and dyeing that are applicable to cotton, fiber crops, regenerated fibre or their yarn fabric, or the dyeing of tynex, protein fibre or their yarn fabric, is specially adapted to the black and active dye composition that Mierocrystalline cellulose or protein fibre dye.
Background technology
By dye property and application method, divide substantive dyestuff, reactive dyestuffs, vat dyes, thioxine dyes, sulphur vat dye, oxidation dye, dispersed dye, matching stain etc., wherein reactive dyestuffs one of the dyestuff of outbalance wherein.
Reactive dyestuffs, claim again chemically-reactive dyes.For the dye at when dyeing and fiber react with.In this class dye molecule, contain can with the group of fiber generation chemical reaction, dyestuff and fiber-reactive during dyeing, form covalent linkage between the two, become integral body, and washable and fastness to rubbing is improved.Reactive dyestuffs are class new dyes.First Britain in 1956 have produced the reactive dyestuffs of the Procion trade mark.Reactive dyestuff molecule comprises parent dyestuff and two chief components of active group, can be called active group with the group of fiber-reactive.
Along with the development with staining technique of being on the increase of fiber species, Dyestuff Market requires more and more higher to the dyeing behavior of reactive dyestuffs and dyeing, and this raising to the application performance of reactive dyestuffs has produced great challenge power.Reactive black dye is as the larger look kind of market share amount, not only requires to have good colour fastness, level-dyeing property, feel and reproducibility, and dye uptake, lifting force and degree of fixation are high while requiring dyeing.
Application number is that the patent documentation of CN200410066669.7 discloses a kind of composite active black dye, and mark meter by weight comprises 40～70% dyestuff A, 15～35% dyestuff B and 8～30% dyestuff C.
Application number is that CN200510061173.5 discloses a kind of composite active black dye for cellulose dyeing, according to weight fraction meter, comprises 60%～80% dyestuff A, 40%～15% dyestuff B; Surplus is auxiliary agent.
It is not all very high that above-mentioned reactive black dye kind does not still possess above-mentioned every all round properties, particularly colour fastness to rubbing, is difficult to meet the demand of various occasions.
Summary of the invention
The invention provides a kind of black and active dye composition, it is applicable to the dyeing of cellulosic fibre material, as the printing and dyeing of cotton, fiber crops, regenerated fibre and yarn fabric thereof, in addition be also applicable to the dyeing of tynex, protein fibre and yarn fabric thereof, every fastness abilities such as the dye uptake of this black and active dye composition, degree of fixation are all good, and particularly colour fastness to rubbing obviously improves.
Black and active dye composition of the present invention, mainly by suc as formula the component A shown in (I), suc as formula the B component shown in (II), suc as formula the component C shown in (III), form suc as formula the component D shown in (IV):
Wherein: M
1, M
2, M
3, M
4be hydrogen, potassium or sodium independently of one another; X
1for-CH=CH
2or-C
2h
4oSO
3m
1, X
2for-CH=CH
2or-C
2h
4oSO
3m
2, X
3for-CH=CH
2or-C
2h
4oSO
3m
3, X
4for-CH=CH
2or-C
2h
4oSO
3m
4; R
1, R
2, R
3be hydrogen, (C independently of one another
1～C
3)-alkyl or (C
1～C
3)-alkoxyl group; R
4for hydrogen or-SO
3m
3.
As preferably, according to 100 weight part meters, the content of component A is 10～90 weight parts, and the content of B component is 1～50 weight part, and the content of component C is 1～40 weight part, and the content of component D is 1～88 weight part, and the content of auxiliary agent is 0～40 weight part.
As further preferred, the content of component A is 20～80 weight parts, and the content of B component is 5～40 weight parts, and the content of component C is 5～35 weight parts, and the content of component D is 5～75 weight parts, and the content of auxiliary agent is 0～35 weight part.
Further be preferably: the content of component A is 25～75 weight parts, the content of B component is 10～35 weight parts, and the content of component C is 5～30 weight parts, and the content of component D is 10～70 weight parts, and the content of auxiliary agent is 0～30 weight part.
Further be preferably: the content of component A is 25～70 weight parts, the content of B component is 10～30 weight parts, and the content of component C is 5～20 weight parts, and the content of component D is that the content of 15～50 weight part auxiliary agents is 0～30 weight part.
In composition of the present invention, preferably, described component A comprises one or more in the compound of formula (I-1)～(I-7):
Described component B comprises one or more in the compound of formula (II-1)～(II-9):
Described component C comprises one or more in the compound of formula (III-1)～(III-9):
Described component D comprises one or more in the compound of formula (IV-1)～(IV-5):
As preferably, described black and active dye composition comprises that the component D shown in the component C shown in the B component shown in the component A shown in formula (I-1), formula (II-5), formula (III-6), formula (IV-1) forms, in weight part, the weight part of component A is 45-55 part, the weight part of B component is 10-20 part, the weight part of component C is 5-10 part, and the weight part of component D is 20-35 weight part.The colour fastness to rubbing of said composition, colour fastness to perspiration are all better.
As preferably, described black and active dye composition comprises that the component D shown in the component C shown in the B component shown in the component A shown in formula (I-4), formula (II-3), formula (III-3), formula (IV-2) forms, in weight part, the weight part of component A is 20-30 part, the weight part of B component is 20-30 part, the weight part of component C is 15-25 part, and the weight part of component D is 15-25 weight part.The degree of fixation of said composition, colour fastness to rubbing, water-fastness colour fastness are all better.
As preferably, described black and active dye composition comprises that the component D shown in the component C shown in the B component shown in the component A shown in formula (I-6), formula (II-7), formula (III-5), formula (IV-3) forms, in weight part, the weight part of component A is 20-30 part, the weight part of B component is 15-25 part, the weight part of component C is 15-25 part, and the weight part of component D is 30-35 weight part.The degree of fixation of said composition, colour fastness to rubbing, colour fastness to perspiration are all better.
In composition of the present invention, during actual use, can add as required auxiliary agent, described auxiliary agent comprises dispersion agent, diffusant, weighting agent can be used separately a kind ofly, also can use their mixture.Above auxiliary agent is commercially available conventional variety and the conventional kind of adding of dyestuff production.Described auxiliary agent comprises one or more in Sodium sulfate anhydrous.min(99), Dispersant MF, dispersing agent CNF, dispersion agent NNO etc.
In addition, the invention provides the preparation method of above-mentioned composition, comprise step:
(1) by the dry powder of the dry powder of component A, the dry powder of component B, the dry powder of component C, component D and optional auxiliary agent (as sodium sulfate), with mixing tank, be mixed to get product;
(2) by the slurry of the slurry of component A, the slurry of component B, the slurry of component C, component D and optional auxiliary agent (as sodium sulfate), add in container, stir subsequently, then through spray tower, drying room or flash distillation, be dried and obtain granular or powder-like product.Also the dry powder of certain (or a plurality of) component wherein can be joined in the slurry of other several components and optional auxiliary agent, add in container, stir subsequently, then through spray tower, drying room or flash distillation, be dried and obtain granular or powder-like product.
Preferably, the preparation method of above-mentioned composition is by the dry powder of component A, B component, component C, component D and auxiliary agent (if need to add auxiliary agent), as sodium sulfate (as Sodium sulfate anhydrous.min(99)) and dispersion agent after crushed first, then with mixing tank, mix, mixing tank can be taper, drum-type or pears cutter formula, mixes that rear test analysis is qualified to be packed again.
Preferably, the preparation method of above-mentioned composition is by the component A having produced, the slurry of B component, component C, component D and auxiliary agent (if need to add auxiliary agent), as Sodium sulfate anhydrous.min(99) (anhydrous sodium sulphate), dispersion agent and diffusant, the toning storage tank that adds in proportion band to stir, start stirrer and stir, test passes directly packing is made liquiform product; Or be dried and obtain granular or powder-like product through spray tower, drying room, flash distillation etc.
The present invention also provides composition described in a kind of above-mentioned arbitrary technical scheme to be used as the purposes of black and active dye.Particularly in the purposes of the printing and dyeing for Mierocrystalline cellulose or its yarn fabric.Particularly in the printing and dyeing of cotton, fiber crops, regenerated fibre or their yarn fabric, or the dyeing of tynex, protein fibre or their yarn fabric.
Composition of the present invention, while using as reactive black dye, has the following advantages: dye uptake is high, lifting force good, degree of fixation is high, reproducibility is good, and particularly colour fastness to rubbing obviously improves, and makes fabric have good feel.Product of the present invention is applicable to the printing and dyeing of cotton, fiber crops, regenerated fibre or their yarn fabrics, or the printing and dyeing of tynex, cellulosic fibre, protein fibre or their yarn fabric, is specially adapted to the dyeing of Mierocrystalline cellulose or protein fibre.
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
Active black dye composition of the present invention, the component A using, B component, component C and component D, can be synthetic by mode well known to those skilled in the art easily, as the diazotization according to conventional, couling process preparation, also can adopt commercially available prod.In embodiment, weight part all can adopt kgWei unit.
Take the component A of formula (I-1), the B component of formula (II-5), the component C of formula (III-6), the component D of (IV-1) are the preparation method of example explanation component A, B component, component C and component D:
Compound shown in formula (I-1) can be selected C.I. reactive black 5; Can adopt following method preparation simultaneously:
In reactor, add 7000 kg of water, open stirring, add 5854 kilograms of load weighted para-esters (mass percentage content is 96%) (4-sulfovinic acid sulfuryl aniline), add rear stir about 1 hour, add approximately 3000 kilograms～4000 kilograms ice, ice grinds approximately 0.5 hour.Then add (31%) 2400 kilogram of the hydrochloric acid that measures, supplement appropriate ice, under liquid, add sodium nitrite solution (1438 kilograms of industrial goods Sodium Nitrites (96%) are added to approximately 3500 kilograms of dissolvings of water), keep congo-red test paper vivid blue, micro-blue dropping of KI starch test paper, adds for approximately 2 hours.After adding, 5 ℃～10 ℃ stirring reactions approximately 2 hours, then with para-ester, eliminate excessive nitrite sodium, treat coupling.
3900 kilograms, H acid (1-amino-8-naphthol-3,6-disulfonic acid) dry powder is dropped in diazonium pot, within approximately 30 minutes～45 minutes, add.After adding, maintain 8 ℃～16 ℃ reactions approximately 4 hours, then add trash ice and be cooled to 3 ℃～5 ℃, with sodium bicarbonate dry powder, adjust pH to 5.0.Maintain pH=4.5～5.0 reaction approximately 1 hour, obtain dyestuff magma, magma enters to spray the dry component (I-1) that obtains of tower spray.
Compound shown in formula (II-5) is prepared by following method:
In doazo reaction pot, put into water and the ice of approximately 9100 kilograms, drop into load weighted para-ester (4-sulfovinic acid sulfuryl aniline) 2800 kilograms (content 96%) and pull an oar approximately 2 hours, then put into 1162 kilograms of concentrated hydrochloric acids (content 31%), stir about 10 minutes.0 ℃～10 ℃ left and right, drip the sodium nitrite solution has dissolved (718 kilograms of Sodium Nitrite industrial goods add approximately 1800 kg of water, stirring make it is entirely molten).Keep during this time congo-red test paper vivid blue, the micro-indigo plant of KI starch test paper.With para-ester balance excessive nitrite sodium, treat coupling.
The water and the ice that in coupling pot, add approximately 8400 kilograms, drop into 100 kilograms of naphthalidine-4-sodium sulfonate foldings, pulls an oar 30 minutes, para-ester diazonium salt is put into wherein coupling, maintain certain temperature and pH value condition, with sodium bicarbonate, controlling reaction PH is 6.0, until coupled reaction is complete, obtain coupling solution.Coupling solution is pumped into spray tower storage tank, and spraying is dried to obtain component (II-5).
The preparation method of formula (III-6):
In doazo reaction pot, put into water and the ice of approximately 7000 kilograms, drop into 2927 kilograms of load weighted para-esters (content 96%), pull an oar approximately 2 hours, then put into 1210 kilograms of concentrated hydrochloric acids (content 31%), stir about 10 minutes, (718 kilograms of Sodium Nitrite industrial goods add approximately 1800 kg of water slowly to splash into the sodium nitrite solution that prepared, stirring makes that it is complete molten), within approximately 60 minutes, add.Keep during this time congo-red test paper vivid blue, the micro-indigo plant of KI starch test paper.At the temperature of 5 ℃～10 ℃, stirring reaction approximately 90 minutes, eliminates excessive nitrite sodium with thionamic acid, treats coupling.In two dissolving pans, put the about 16000L of end water, open stirring, drop into 100 kilograms of 2,4-diamino benzene sulfonic acid sodium foldings, stir about is adjusted pH=6.0 to dissolving completely with dilute hydrochloric acid in 1 hour, and feed back is standby.
To mix up 2 of pH value, 4-diamino benzene sulfonic acid sodium solution is put into para-ester diazonium, controls 5 ℃～10 ℃ of temperature, stirring reaction 4 hours, and check weighing nitrogen salt disappearance situation, diazonium salt substantially disappears and arrives for terminal.Obtain conjugates one time.
In 4B acid doazo reaction pot, put into water and the ice of approximately 6000 kilograms, open stirring, drop into 100 kilograms of 4B acid (2-amino-5-toluene sulfonic acide) foldings, pull an oar approximately 2 hours, add 1210 kilograms of concentrated hydrochloric acids, on the rocksly cool to 0 ℃.Control 0 ℃～8 ℃ of temperature, add the sodium nitrite solution that dissolved (718 kilograms of Sodium Nitrite industrial goods add approximately 1800 kg of water, stir make it is entirely molten) in 5 minutes, maintenance congo-red test paper is vivid blue, the micro-indigo plant of potassium iodide starch test paper.Add 0 ℃～8 ℃ of rear maintenance temperature, stirring reaction approximately 1 hour, during keep potassium iodide starch test paper to be blue, congo-red test paper is vivid blue.After reaction finishes, on the rocksly cool to 2 ℃, with a small amount of 4B acid elimination excessive nitrite.Obtain 4B acid diazonium salt.
4B acid diazonium salt is put into conjugates one time, and by sodium bicarbonate adjust pH 5.5,5 ℃～10 ℃ of holding temperatures, stirring reaction is dried to obtain component (III-6) with the spraying of spray tower to diazonium salt disappearance.
Shown in formula (IV-1), compound is selected C.I. Reactive Blue 222; Or can adopt following method preparation:
In cyanuric chloride making beating pot, add approximately 400 kilograms, water, approximately 600 kilograms, ice, stir about 5 minutes, then drops into 300 kilograms of cyanuric chlorides, pulls an oar approximately 1 hour.Then 2,4-diamino benzene sulfonic acid sodium solution (2,4-diamino benzene sulfonic acid sodium folding 100 kilograms add 3500 kilograms of dissolvings of water form) thread is added wherein, within approximately 1.5 hours～2 hours, added.Dropwise, stirring reaction approximately 2.5 hours to primary condensation terminal arrives.After primary condensation terminal arrives, between input, position ester ((beta-sulfuric ester ethyl sulfonyl base) aniline) dry powder folding is 100 kilograms, then slowly with sodium bicarbonate, adjust pH=5.5, then maintain pH5.0～6.0,3 ℃～10 ℃ reactions of temperature three hours, material becomes shallow yellow transparent solution.And then be slowly warmed up to 25 ℃ with about 1 hour, then maintain pH5.0～6.0, reaction 6 hours.Now consecutive condensation completes, and obtains two contracting things.
Cool to 0 ℃ by two contracting things are on the rocks, add 390 kilograms of load weighted concentrated hydrochloric acids, then thread shape adds the sodium nitrite solution (113 kilograms of industrial goods Sodium Nitrites (96%) dissolve and form by approximately 350 kg of water) having dissolved at once, after Sodium Nitrite adds, keep potassium iodide starch test paper dark blue, congo-red test paper is vivid blue, 0～10 ℃ of stirring reaction of temperature approximately 2 hours.Then with thionamic acid, eliminate excessive nitrite, prepare coupling for the first time.
In H acid dissolving pan, put approximately 4500 kilograms, end water, drop into 100 kilograms of H acid foldings, slightly mix, then use liquid caustic soda adjust pH 6.5, feed back, after material is entirely molten, stand for standby use.
The H acid solution having dissolved is joined in two contracting thing diazonium by the loose mode adding, keep 5 ℃～10 ℃ droppings of temperature, within approximately 2 hours～2.5 hours, add.After adding, keep 5 ℃～15 ℃ stirring reactions of temperature approximately 6 hours, then cool to approximately 5 ℃, with sodium bicarbonate, slowly adjust pH to 2.4.Then maintain pH2.4 ± 0.1,5 ℃ of left and right stirring reactions of temperature to H acid disappears.After disappearing, H acid with sodium bicarbonate adjust pH 6.0, obtains acid coupling thing standby.
In diazonium pot, add approximately 800 kilograms, end water, approximately 1500 kilograms of trash ices, by load weighted Sulpho Tobias Acid, (2-amino-1,5-naphthalene disulfonic acid) (folding hundred) 480 kilograms drops into making beating approximately 2 hours, and then supplementary appropriate trash ice, put into (31%) 210 kilogram of the concentrated hydrochloric acid that measures, stir about 10 minutes, start the sodium nitrite solution (approximately 300 kilograms of dissolvings of 114 kilograms of (96%) waters of Sodium Nitrite form) having dissolved that adds first quick and back slow, keep 0 ℃～8 ℃ of temperature, congo-red test paper is vivid blue, and the micro-indigo plant of potassium iodide starch test paper adds.After adding, then keep 3 ℃～8 ℃ of temperature, congo-red test paper is vivid blue, and the micro-blue reaction of potassium iodide starch test paper approximately 2 hours, eliminates excessive nitrite sodium with thionamic acid, treats coupling.
Ready-made Sulpho Tobias Acid diazonium salt is put into acid coupling thing fast, then use sodium bicarbonate adjust pH 5.8～6.3, keep 5 ℃～12 ℃ of temperature, stirring reaction approximately 5 hours～8 hours, diazonium salt disappears and arrives for terminal.Terminal is adjusted back pH5.8～6.3 to the stable dyestuff magma that obtains of pH to rear with hydrochloric acid.The dry component (IV-1) that obtains of magma Direct spraying.
In compd A～D, other compounds all can adopt existing commercially available prod, or adopt above-mentioned similar method to prepare.
Embodiment 1
The component D of the component C of the B component of the component A of 55 weight part formulas (I-1), 15 weight part formulas (II-5), 10 weight part formulas (III-6) and 20 weight part formulas (IV-1) is carried out to dry powder blend by Mixed Pinyin machine, obtain composition 1, using described composition as reactive black dye, cotton dyeing can be become to black.
Embodiment 2
The component D of the component C of the B component of the component A of 47 weight part formulas (I-1), 10 weight part formulas (II-5), 8 weight part formulas (III-6) and 35 weight part formulas (IV-1) is carried out to dry powder blend by Mixed Pinyin machine, obtain composition 2, using described composition as reactive black dye, cotton dyeing can be become to black.
Embodiment 3
By the component D of the component C of the B component of the component A of 40 weight part formulas (I-1), 10 weight part formulas (II-5), 8 weight part formulas (III-6), 32 weight part formulas (IV-1) and 10 weight parts Sodium sulfate anhydrous.min(99) by Mixed Pinyin machine, carry out dry powder blend, obtain composition 3, using described composition as reactive black dye, cotton dyeing can be become to black.
Embodiment 4
By giving money as a gift containing the component A of 45 weight part formulas (I-1), give money as a gift containing the B component of 20 weight part formulas (II-5), give money as a gift and stir containing the component C of 10 weight part formulas (III-6) and the component D that gives money as a gift containing 25 weight part formulas (IV-1) after, in drying room, dry, obtain composition 4, using described composition as reactive black dye, cotton dyeing can be become to black.
Comparative example 1
The 80 component A of weight part formula (I-1) and the Sodium sulfate anhydrous.min(99) of 20 weight parts are carried out to dry powder blend by Mixed Pinyin machine, obtain composition 5, using described composition as reactive black dye, cotton dyeing can be become to black.
Comparative example 2
The B component of the component A of 80 weight part formulas (I-1), 20 weight part formulas (II-5) is carried out to dry powder blend by Mixed Pinyin machine, obtain composition 6, using described composition as reactive black dye, cotton dyeing can be become to black.
Dyeing embodiment
100g cotton fabric is put into 1000g 45g/L sodium-chlor and 2g according to the dye bath of embodiment 1～4 and the resulting composition 1-5 of comparative example 1, with 1 ℃/minute, be warmed up to after 60 ℃, add the sodium carbonate solution of 100g20g/L, and at this temperature, dye 1 hour, then dyeing and weaving thing is rinsed to post rinse dry after soaping 15 minutes with nonionic detergent.According to GB/T 2391-2006, GB/T3920-2008, GB/T 3921-2008 and GB/T 3922-1995, test its degree of fixation, rub resistance, water-fastness and colour fastness to perspiration, result is as following table 1:
Table 1
From upper table 1, composition of the present invention, while being applied to dye as reactive black dye, degree of fixation is high, and every fastness properties is excellent, has comparatively excellent performance; And friction dyefastness significantly improves.
Embodiment 5～10
According to table 2, feed intake, prepare black and active dye composition of the present invention:
Table 2
Dye composite embodiment 5-10 being prepared according to identical method carries out Performance Detection, and result is as shown in table 3:
Table 3
From upper table 3 equally, composition of the present invention, while being applied to dye as reactive black dye, degree of fixation is high, and every fastness properties is excellent, has comparatively excellent performance; And friction dyefastness significantly improves.
Claims (10)
1. a black and active dye composition, is characterized in that, comprises suc as formula the component A shown in (I), suc as formula the B component shown in (II), suc as formula the component C shown in (III), suc as formula the component D shown in (IV):
Wherein: M
1, M
2, M
3, M
4be hydrogen, potassium or sodium independently of one another; X
1for-CH=CH
2or-C
2h
4oSO
3m
1, X
2for-CH=CH
2or-C
2h
4oSO
3m
2, X
3for-CH=CH
2or-C
2h
4oSO
3m
3, X
4for-CH=CH
2or-C
2h
4oSO
3m
4; R
1, R
2, R
3be hydrogen, (C independently of one another
1～C
3)-alkyl or (C
1～C
3)-alkoxyl group; R
4for hydrogen or-SO
3m
3.
2. black and active dye composition according to claim 1, it is characterized in that, according to 100 weight part meters, the content of component A is 10～90 weight parts, the content of B component is 1～50 weight part, the content of component C is 1～40 weight part, and the content of component D is 1～88 weight part, and the content of auxiliary agent is 0～40 weight part.
3. black and active dye composition according to claim 1, it is characterized in that, according to 100 weight part meters, the content of component A is 20～80 weight parts, the content of B component is 5～40 weight parts, the content of component C is 5～35 weight parts, and the content of component D is 5～75 weight parts, and the content of auxiliary agent is 0～35 weight part.
4. black and active dye composition according to claim 1, is characterized in that, described component A is one or more in compound shown in formula (I-1)～(I-7):
5. black and active dye composition according to claim 1, is characterized in that, described component B is one or more in compound shown in formula (II-1)～(II-9):
6. black and active dye composition according to claim 1, is characterized in that, described component C is one or more in compound shown in formula (III-1)～(III-9):
7. black and active dye composition according to claim 1, is characterized in that, described component D is one or more in compound shown in formula (IV-1)～(IV-5):
8. according to the black and active dye composition described in claim 2 or 3, it is characterized in that, described auxiliary agent comprises one or more in dispersion agent, diffusant, weighting agent.
9. the preparation method of the black and active dye composition described in the arbitrary claim of claim 1-8, comprise dry powder or slurry and the optional auxiliary agent of the dry powder of the dry powder of the dry powder of component A or slurry, component B or slurry, component C or slurry, component D, mix, optionally drying process, obtains product.
10. the black and active dye composition described in the arbitrary claim of claim 1-8 is used as the purposes of black and active dye.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410371381.4A CN104194394B (en) | 2014-07-30 | 2014-07-30 | A kind of Black reactive dye composition, preparation method and application |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410371381.4A CN104194394B (en) | 2014-07-30 | 2014-07-30 | A kind of Black reactive dye composition, preparation method and application |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104194394A true CN104194394A (en) | 2014-12-10 |
| CN104194394B CN104194394B (en) | 2016-04-20 |
Family
ID=52079775
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410371381.4A Active CN104194394B (en) | 2014-07-30 | 2014-07-30 | A kind of Black reactive dye composition, preparation method and application |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104194394B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| CN106009774A (en) * | 2016-05-19 | 2016-10-12 | 杭州吉华江东化工有限公司 | Reactive black dye mixture and application |
| CN111440100A (en) * | 2020-04-23 | 2020-07-24 | 浙江瑞华化工有限公司 | Red reactive dye compound, red reactive dye composition, and preparation method and application thereof |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4530996A (en) * | 1981-06-15 | 1985-07-23 | Sumitomo Chemical Company, Limited | Bisazo blue-black dye having vinylsulfone type fiber-reactive group |
| CN1616551A (en) * | 2004-09-22 | 2005-05-18 | 上海科华染料工业有限公司 | Composite active black dye |
| JP2006045448A (en) * | 2004-08-09 | 2006-02-16 | Sumitomo Chemical Co Ltd | Reactive dye composition, and method for dyeing or printing with the composition |
| CN1746229A (en) * | 2005-10-18 | 2006-03-15 | 朱海根 | Composite active black dye with high levelling property |
| CN101143972A (en) * | 2007-10-31 | 2008-03-19 | 浙江瑞华化工有限公司 | Reactive dye composition and preparation method and application thereof |
| CN103073917A (en) * | 2012-12-31 | 2013-05-01 | 浙江瑞华化工有限公司 | Black reactive dye composition |
-
2014
- 2014-07-30 CN CN201410371381.4A patent/CN104194394B/en active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4530996A (en) * | 1981-06-15 | 1985-07-23 | Sumitomo Chemical Company, Limited | Bisazo blue-black dye having vinylsulfone type fiber-reactive group |
| JP2006045448A (en) * | 2004-08-09 | 2006-02-16 | Sumitomo Chemical Co Ltd | Reactive dye composition, and method for dyeing or printing with the composition |
| CN1616551A (en) * | 2004-09-22 | 2005-05-18 | 上海科华染料工业有限公司 | Composite active black dye |
| CN1746229A (en) * | 2005-10-18 | 2006-03-15 | 朱海根 | Composite active black dye with high levelling property |
| CN101143972A (en) * | 2007-10-31 | 2008-03-19 | 浙江瑞华化工有限公司 | Reactive dye composition and preparation method and application thereof |
| CN103073917A (en) * | 2012-12-31 | 2013-05-01 | 浙江瑞华化工有限公司 | Black reactive dye composition |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| CN106009774A (en) * | 2016-05-19 | 2016-10-12 | 杭州吉华江东化工有限公司 | Reactive black dye mixture and application |
| CN106009774B (en) * | 2016-05-19 | 2017-09-29 | 杭州吉华江东化工有限公司 | A kind of reactive black dye mixture and application |
| CN111440100A (en) * | 2020-04-23 | 2020-07-24 | 浙江瑞华化工有限公司 | Red reactive dye compound, red reactive dye composition, and preparation method and application thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN104194394B (en) | 2016-04-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN1296438C (en) | Black and active dye | |
| CN103073917B (en) | Black reactive dye composition | |
| CN104059387A (en) | Compound black reactive dye composition, and applications thereof and fiber or fiber textile made thereby | |
| CN105802278B (en) | A kind of Black reactive dye composition and its production and use | |
| CN104073024B (en) | A kind of Black reactive dye composition and its purposes | |
| CN105778561B (en) | A kind of Black reactive dye composition and its production and use | |
| CN102898869A (en) | Composite dark black reactive dye | |
| CN105176141B (en) | A kind of reactive navy blue is to black dye composition and dye preparations | |
| CN101555360A (en) | Active tricolor dye composition | |
| CN106752076B (en) | A kind of blue active dye composition and its preparation method and application | |
| CN100478403C (en) | Reactive dye composition and preparation method and application thereof | |
| CN102584794B (en) | Active light yellow LA and preparation process thereof | |
| CN105694530B (en) | A kind of orange active dye compound, a kind of orange active dye composition and its preparation method and application | |
| CN108102423B (en) | Black reactive dye composition and preparation method and application thereof | |
| CN106566281A (en) | Reactive navy blue-to-black dye composition and dye product | |
| CN104194394B (en) | A kind of Black reactive dye composition, preparation method and application | |
| CN104164097B (en) | Reactive dark blue dye composite, high-dissolvability reactive dark blue dyestuff and its preparation method and application | |
| CN102433030B (en) | Active yellow dye composition | |
| CN106634045A (en) | Dark red reactive dye and preparation method thereof | |
| CN104231668B (en) | A kind of Yellow active dye composition and its production and use, and the yarn fabric of the fiber obtained by its printing and dyeing or fiber | |
| CN103992659B (en) | A kind of Black reactive dye composition | |
| CN102504582B (en) | Reactive dark blue bisazo dye and preparation method thereof | |
| CN104194395B (en) | Reactive red dye composition, reactive red dye as well as preparation method and application of active red dye | |
| CN102504594B (en) | Reactive red dye composition | |
| CN105778563B (en) | A kind of Black reactive dye composition and its production and use |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C53 | Correction of patent of invention or patent application | ||
| CB02 | Change of applicant information |
Address after: 312368 Zhejiang Province, Shaoxing city Shangyu District Xu Zhen Du Pu Cun Tao said at the foot of the mountain Applicant after: Zhejiang Ruihua Chemical Co.Ltd Address before: 312368 Zhejiang city of Shaoxing province Shangyu City Road Town Du Pu said at the foot of the mountain Applicant before: Zhejiang Ruihua Chemical Co.Ltd |
|
| CB03 | Change of inventor or designer information |
Inventor after: Yang Guoqi Inventor after: Lu Jun Inventor after: Zhang Mingsheng Inventor after: Chen Feng Inventor before: Yang Guoqi Inventor before: Lu Jun Inventor before: Zhang Mingsheng Inventor before: Chen Feng |
|
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant |