CN102702788A - Dispersed azo dye mixture - Google Patents
Dispersed azo dye mixture Download PDFInfo
- Publication number
- CN102702788A CN102702788A CN2012101753396A CN201210175339A CN102702788A CN 102702788 A CN102702788 A CN 102702788A CN 2012101753396 A CN2012101753396 A CN 2012101753396A CN 201210175339 A CN201210175339 A CN 201210175339A CN 102702788 A CN102702788 A CN 102702788A
- Authority
- CN
- China
- Prior art keywords
- alkyl
- dyestuff
- formula
- hydrogen
- dye
- 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.)
- Pending
Links
- 0 *c(cc1*)ccc1N=Nc(c(*)c1)c(*)cc1[N+]([O-])=O Chemical compound *c(cc1*)ccc1N=Nc(c(*)c1)c(*)cc1[N+]([O-])=O 0.000 description 5
Images
Landscapes
- Coloring (AREA)
Abstract
The invention discloses a dispersed azo dye mixture, which contains a compound shown as at least one formula (1) and a compound shown as at least one formula (II), wherein substituent groups in the formulas are defined in the specification. The dispersed azo dye mixture can be used for dyeing by micronized liquid and dried powder and granules. When polyester fiber materials are subjected to printing and dyeing by the dye, dark black dyed fabrics which are gorgeous in color and luster, high in level-dyeing property and dispersibility, sunproof, washable, resistant to perspiration and the like can be obtained by adjusting ratios of different components.
Description
One technical field
The present invention relates to a kind of Dispers ozoic dyestuff mixture and preparation method thereof, belong to the chemical material preparing technical field.
Two background technologies
Azoic dyestuff (azo dyes; The azo-group two ends connect one type of organic cpds of aryl) be fabric clothing most widely used one type of synthetic dyestuff in dyeing and printing process; The dyeing and the stamp that are used for multiple natural and synthon, also be used to paint, plastics, rubber etc. painted.Advantage such as that azoic dyestuff has is bright-colored, fastness is good, color and luster is various in style.Wherein black azo dispersion dyes purposes is very extensive, but often there are shortcomings such as depth, lifting force is not enough, and fastness is relatively poor in the dispersed black dye of one-component, during especially for textile printing, can cause white background staining serious.
Method about the public reported of improvement in performance has U.S. Pat 6159249, Korean Patent KR0156834, KR95029349, KR2000060609, Taiwan patent TW444047B, Chinese patent CN100503740C, Chinese patent CN1113941C and Chinese patent CN1304490C etc.; The technical scheme that wherein adopts is the composite of one group of azoic dyestuff; The application performance of the composite black disperse dye that obtains makes moderate progress, but still has the shortcoming of level-dyeing property difference.
Three summary of the invention
The object of the present invention is to provide a kind of a kind of Dispers ozoic dyestuff mixture with excellent dyeing behavior.
The technical solution that realizes the object of the invention is:
A kind of Dispers ozoic dyestuff mixture, it contains the dye mixture of dyestuff of dyestuff and at least a formula (II) of at least a formula (I), and said formula (I) is:
In the formula: R
1Be hydrogen, C
1-C
4Alkyl,
Said formula (II) is:
In the formula:
X is halogen (particularly Cl and Br) or CN,
R
2And R
5Be hydrogen or C independently of each other
1-C
4Alkyl and
R
3And R
4Be hydrogen, C independently of each other
2-C
4Straight-chain alkenyl or optional substituted C
1-C
4Alkyl, wherein the possible substituting group of alkyl preferably from-OH ,-CN ,-OCOC
6H
5,-OCOOR ,-COOR ,-OC
6H
5, wherein R is hydrogen or C
1-C
4Alkyl.
Preferred mixture contains the dyestuff of formula (II), and wherein X is halogen, especially Cl or Br.The dyestuff of the preferred formula of Te Te (II) is: R wherein
3And R
4Be hydrogen, C independently of each other
2-C
4Straight-chain alkenyl, unsubstituted C
1-C
4The substituted C of alkyl or ROCO-, NC-or ROOC-
1-C
4Alkyl, the dyestuff of the as above defined formula of R (II).
Particularly in formula (II), R
2And R
5Be C independently of each other
1-C
4Alkyl, be preferably CH
3
Mixture according to the present invention particularly preferably is those and contains at least a formula (I) dyestuff that is selected from following compound:
And the mixture of the dyestuff of at least a formula (II) that is selected from following compound:
Also preferred mixture of the present invention contains a kind of following formula (III), (IV) and/or other dyestuff (V) in addition:
In the formula:
X
1Be halogen (particularly Cl and Br) or CN,
X
2Be halogen (particularly Cl and Br), hydrogen, NO
2Or CN,
R
6Be C
1-C
4Alkyl,
R
7And R
8Be hydrogen, unsubstituted or independently of each other by HO-, NC-, ROCO-, H5C6OCO-, ROOC-, H
5C
6-and/or C
1-C
4Alkyl, wherein R is hydrogen or C
1-C
4Alkyl,
Y
1And Y
2Be hydrogen or halogen (particularly Cl and Br) independently of each other,
R
9And R
10Be hydrogen, unsubstituted or independently of each other by HO-, NC-, ROCO-, H
5C
6OCO-and/or C
1-C
4The substituted C of oxygen base
1-C
4Alkyl, wherein R is hydrogen, C
1-C
4Alkyl or C
2-C
4Thiazolinyl,
R
11Be C
1-C
4Alkyl, and R
12Be hydrogen, C
1-C
4Alkyl or C
1-C
4Alkoxyl group.
Preferred especially mixture is that those contain the dyestuff of a kind of formula (III) and the dyestuff of formula (I) and formula (II), particularly is selected from the mixture of the dyestuff of following (IIIa) and formula (IIIb) (III):
Preferred equally especially mixture is those dyestuff and formula (I) and dyestuffs (II) that contain a kind of formula (IV), particularly is selected from the mixture of the dyestuff of following (IVa), (IVb) and formula (IVc) (IV):
Preferred especially mixture also comprises the mixture of the dyestuff of those dyestuffs that contain a kind of formula V and formula (I) and dyestuff (II), particularly following formula (Va):
Based on the total amount meter of dyestuff, dye mixture of the present invention preferably contain 1-80% (mass percent), especially be preferably dyestuff and the 10-80% (mass percent) of at least a formula (I) of 5-60% (mass percent), be preferably the dyestuff of at least a formula (II) of 40-70% (mass percent) especially.
Based on the total amount meter of dyestuff, the consumption of preferred formula (III) dyestuff is 0-80% (mass percent), is preferably 2-60% (mass percent) especially.
Based on the total amount meter of dyestuff, the consumption of preferred formula (IV) dyestuff is 0-40% (mass percent), is preferably 5-30% (mass percent) especially.
Based on the total amount meter of dyestuff, the consumption of preferred formula V dyestuff is 0-40% (mass percent), is preferably 5-30% (mass percent) especially.
Dye mixture of the present invention particularly when having above-mentioned specific blending ratio, will obtain black to atroceruleous tone.
Mixture of the present invention is because excellent sublimation fastness and good affinity, and dyeability is good in pH scope widely, is particularly suitable for the dyeing of under the pH8-11 alkaline condition, polyester being carried out.
Dye mixture of the present invention can comprise other dispersed dye.
Because the singularity of dye industry is difficult to also there is no need to process pure article, can have some impurity usually in the preparation process, the black azoic dyestuff of composite dispersion of the present invention also allows to contain the physics impurity of a spot of moisture and trace when processing finished product.
When preparing the black azoic dyestuff of dispersion of the present invention; Employed dye monomer: formula (I), (II), (III), (IV) and/or (V) can be synthetic by mode well known to those skilled in the art easily; In addition, (II), (III), (IV) and/or (V) also can purchase the commercial goods.
The invention still further relates to the method for preparation dye mixture of the present invention; It is characterized in that: in the presence of dispersion agent; With independent dyestuff (I) and (II) and other dyestuff of optional dye mixture in water, carry out corpusculed with disintegrating apparatus such as sand mill or ball mills; The drying of mixing then and choosing wantonly; Or it is characterized in that: with dyestuff (I) and (II) and optional dyestuff mix earlier in proportion, in the presence of dispersion agent, in water, carry out corpusculed then, and optionally drying with disintegrating apparatus such as sand mill or ball mills.
Can be through for example various compositions being mixed to come the dyestuff of preparation formula (I), formula (II) simply and choosing any one kind of them or the new dye mixture of the dyestuff of multiple general formula (III)-(V).Said mixing can be mixed in the dye liquor through the separate constituent that will process separately and accomplish, or preferred through the filter cake mixing with separate constituent, then mixture is united processing and accomplishes.Processing is characterised in that: the corpusculed that in the presence of auxiliary agent, water or other wetting agent, carries out dyestuff with disintegrating apparatus such as sand mill or ball mills; Be translated into liquid; Or changing into the powder dye goods after the drying, indivedual dyestuffs can be processed at first respectively, mix then; Perhaps can at first the discrete dyestuff be mixed, and then unite processing.The particle size of dyestuff is preferably the 0.1-10 micron, is preferably 1 micron especially.Grind and preferably in the presence of dispersion agent (non-ionic type or anionic), carry out.Non-ionic dispersing agent can be the reaction product of ethylene oxide or propylene oxide and Fatty Alcohol(C12-C14 and C12-C18), aliphatic amide, lipid acid, alkylphenol and methane amide.Anionic dispersing agent is Dispers ozoic dyestuff dispersion agent commonly used, diffusant etc. when composite, one of preferred following or wherein any several kinds mixture: anionic dispersing agents such as naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl naphthalene sulfonic formaldehyde condensation compound, sulfonated lignin.Particularly; Naphthalene sulfonic acidformaldehyde condensation product such as dispersing agent NNO; Alkyl naphthalene sulfonic acid formaldehyde condensation products such as Dispersant MF (condensation compound of methyl naphthalene sulfonic acid and formaldehyde); Benzyl naphthalene sulfonic formaldehyde condensation compound such as dispersing agent CNF etc., sulfonated lignin such as sodium lignosulfonate (like commercial dispersants Reax 83A, Reax 85A) etc.
The present invention also provides various dye preparations, and they comprise:
The dye mixture of the present invention of mass percent 10-60% and mass percent are the dispersion agent of 40-90%.
Said dye preparations can exist with the form of liquid or solid, and wherein, flowing product is preferably the water dispersion of dyestuff, and solid articles then is powder or particle.
Based on the mass percent meter of dye preparations, preferred moisture dye preparations comprises the dye mixture of the present invention of 15-50%, the dispersion agent of 10-25% and the water of surplus.
Dye preparations of the present invention can comprise other auxiliary agent, like oxygenant, sterilant, sanitas, wetting agent, frostproofer, anti-settling agent or hydrophilizing agent etc.
In application facet, preferred solid articles such as Powdered or particulate state goods.Preferred solid dye goods comprise the dye mixture of the present invention of 30-50% mass percent and the dispersion agent of 50-70% mass percent.
The preferred method of producing solid articles comprises from the aforesaid liquid dye preparations removes moisture, for example through vacuum-drying, lyophilize, but the preferably spray drying method.
Disperse black azo dyes based on Compositional type of the present invention, can adopt common dip method to dye, also can be used for direct printing.Wherein, common dip method is as carrying out pre-treatment with polyester textile, and after putting into dye vat and contaminating, to neutral, strand is done, and carries out reduction clearing again with cold wash, oven dry; Direct printing is as dying pre-treatment with fabric, and oven dry is finalized the design, and seal dispersed dye mill base evaporates again on printing machine, vapour steaming colour fixing, washing at last, stentering forming.
Compositional type of the present invention disperses black azoic dyestuff, the liquid state after can corpusculed, emulsifiable paste attitude or with spray-drying process etc. carry out dried powdery, graininess is supplied with dyeing.When disperseing black azo dye printing and dyeing Polyester Fibers,, can obtain to have that beautiful in colour, good dispersivity, level-dyeing property are excellent through the adjustment proportion among different with Compositional type of the present invention, the aterrimus dyeing and weaving thing of premium propertiess such as sun-proof, washable, perspiration resistance.
Four description of drawings
Accompanying drawing is the schema of a kind of Dispers ozoic dyestuff mixture preparation of the present invention.
Five embodiments
Below in conjunction with specific embodiment the present invention is further described, these embodiment only are clear open the present invention, but protection scope of the present invention is not limited in this.
Embodiment 1
With the dyestuff of 13.3 gram formulas (Ia), the dyestuff of 11 gram formulas (IIa), the dyestuff of 13.7 gram formulas (IIIa), the dyestuff of 6 gram formulas (Va), the sodium lignosulfonate of 44 grams; After adding the mixing of 300 ml waters; Grind dispersion with shredder; Spraying drying (130 ℃ of inlet temperatures, 60 ℃ of temperature outs), 100 grams get product.0.4 these goods of gram are dyeed to 10 gram trevira under pH4.5 and 130 ℃ handled 60 minutes, obtain the good bright black dyeing of each item fastness ability after washing then, rinsing, the drying.
Embodiment 2
With the dyestuff of the dyestuff of 12 gram formulas (Ia), 11 gram formulas (IIa), the dyestuff of 13 gram formulas (IIIa), the dyestuff of 6 gram formulas (Va), the sodium lignosulfonate of 98 grams, after adding 300 ml waters and mixing, make dye mixture according to the method for embodiment 1.
Embodiment 3
With the dyestuff of the dyestuff of 5 gram formulas (Ia), 10 gram formulas (IIb), the sodium lignosulfonate of 10 grams, after adding 75 ml waters and mixing, grind with shredder and to disperse, obtain aqueous dye preparations.1 these goods of gram are dyeed to 10 gram trevira according to embodiment 1 method, obtain having the bright atroceruleous dyeing of good washing and each item fastness ability.
Embodiment 4
With the dyestuff of the dyestuff of 15 gram formulas (Ia), 35 gram formulas (IIb), the sodium lignosulfonate of 25 grams, after adding 25 ml waters and mixing, grind with shredder and to disperse, obtain aqueous dye preparations.1 these goods of gram are dyeed to 10 gram trevira according to embodiment 1 method, obtain having the bright atroceruleous dyeing of good washing and each item fastness ability.
Embodiment 5-11
Adopt the dyestuff (Ib) of embodiment 1 and the dyestuff (wherein various substituting groups are defined in the table 1) of 11 gram general formulas (II), make other dye mixture according to the method for embodiment 1.Can use it for trevira dyeing.
Formula (II) dyestuff that table 1 is used.
| Embodiment | X | R 2 | R 3 | R 4 | R 5 |
| 5 | Cl | C 2H 5 | CH 2CH 2CN | CH 2CH 2COOCH 3 | C 2H 5 |
| 6 | Br | CH 3 | CH 2CH 2OCH 3 | CH 2CH 2OCH 3 | CH 3 |
| 7 | Br | CH 3 | CH 2CH 2OCOC 6H 5 | CH 2CH 2OCOC 6H 5 | C 2H 5 |
| 8 | Br | CH 3 | CH 2CH 2OCOCH 3 | CH 2CH 2OCOCH 3 | CH 3 |
| 9 | Br | CH 3 | CH 2CH 2CN | CH 2C 6H 5 | CH 3 |
| 10 | Cl | CH 3 | CH 2CH 2CN | H | C 2H 5 |
| 11 | Br | CH 3 | CH 2CH 2COOCH 3 | CH 2CH 2COOCH 3 | CH 3 |
Embodiment 12
With the dyestuff of the dyestuff of 5 gram formulas (Ia), 39 gram formulas (IIb), the sodium lignosulfonate of 66 grams, after adding 300 ml waters and mixing, according to the method mill-drying of embodiment 1.0.1 these goods of gram are dyeed to 10 gram trevira according to embodiment 1 method, obtain having the bright atroceruleous dyeing of good washing and each item fastness ability.
Embodiment 13-24
Adopt the dyestuff (Ia) of embodiment 9 and the dyestuff (wherein various substituting groups are defined in the table 2) of 39 gram general formulas (II), according to the method mill-drying of embodiment 1, must other dye mixture, and according to the method system of dyeing of embodiment 9.Obtain with green to red navy printing product.
Formula (II) dyestuff that table 2 is used.
| Embodiment | X | R 2 | R 3 | R 4 | R 5 |
| 13 | Cl | CH 3 | CH 2CH 2OCOCH 3 | CH 2CH 2OCOCH 3 | CH 3 |
| 14 | Br | CH 3 | CH 2CH 2OCOCH 3 | CH 2CH 2OCOCH 3 | CH 3 |
| 15 | Cl | C 2H 5 | CH 2CH 2OCOCH 3 | CH 2CH 2COOCH 3 | CH 3 |
| 16 | Br | C 2H 5 | CH 2CH 2OCOCH 3 | CH 2CH 2OCOCH 3 | CH 3 |
| 17 | Cl | CH 3 | C 2H 5 | C 2H 5 | CH 3 |
| 18 | Br | CH 3 | C 2H 5 | C 2H 5 | CH 3 |
| 19 | Cl | CH 3 | CH 2CH＝CH 2 | CH 2CH＝CH 2 | CH 3 |
| 20 | Br | CH 3 | CH 2CH＝CH 2 | CH 2CH＝CH 2 | CH 3 |
| 21 | Br | CH 3 | CH 2CH＝CH 2 | H | CH 3 |
| 22 | Cl | CH 3 | CH 2CH＝CH 2 | H | CH 3 |
| 23 | Br | C 2H 5 | C 2H 5 | C 2H 5 | CH 3 |
| 24 | Cl | C 2H 5 | C 2H 5 | C 2H 5 | CH 3 |
Embodiment 25
With the dyestuff of the dyestuff of 24 gram formulas (Ia), 22 gram formulas (IIb), the dyestuff of 8.0 gram formulas (IIIa), the sodium lignosulfonate of 36 grams, after adding 300 ml waters and mixing, to grind with shredder and to disperse, spraying drying gets product.When the method that adopts this dye mixture of 0.35 gram with embodiment 1 dyes to trevira, obtain gorgeous redly black printing product.
Embodiment 26-
, get product with embodiment 22 with (IIb), remaining dyestuff, dispersion agent, water consumption and preparation method among dyestuff (wherein various substituting groups are defined in the table 3) the replacement embodiment 22 of 22 gram general formulas (II).
Formula (II) dyestuff that table 3 is used.
| Embodiment | X | R 2 | R 3 | R 4 | R 5 |
| 26 | Cl | CH 3 | CH 2CH 2OCOCH 3 | CH 2CH 2OCOCH 3 | CH 3 |
| 27 | Br | CH 3 | CH 2CH 2OCOCH 3 | CH 2CH 2OCOCH 3 | C 2H 5 |
| 28 | Cl | C 2H 5 | CH 2CH 2OCOCH 3 | CH 2CH 2COOCH 3 | CH 3 |
| 29 | Br | C 2H 5 | CH 2CH 2OCOCH 3 | CH 2CH 2OCOCH 3 | CH 3 |
| 30 | Cl | CH 3 | CH 2CH 2OCOCH 3 | CH 2CH 2OCOCH 3 | C 2H 5 |
| 31 | Br | CH 3 | CH 2CH 2OCOC 2H 5 | CH 2CH 2OCOC 2H 5 | CH 3 |
| 32 | Cl | CH 3 | CH 2CH 2OCOC 2H 5 | CH 2CH 2OCOC 2H 5 | CH 3 |
| 33 | Cl | CH 3 | CH 2CH 2COOCH 3 | CH 2CH 2COOCH 3 | CH 3 |
| 34 | Br | CH 3 | CH 2CH 2CN | CH 2CH 2CN | CH 3 |
| 35 | Br | CH 3 | CH 2CH 2OCH 3 | CH 2CH 2OCH 3 | CH 3 |
| 36 | Cl | CH 3 | CH 2CH 2CN | CH 2C 6H 5 | CH 3 |
Embodiment 37
With the dyestuff of the dyestuff of 17.6 gram formulas (Ic), 9.4 gram formulas (IIa), the dyestuff of 11 gram formulas (IIIa), the dispersion agent sodium lignosulfonate of 62 grams, after adding 300 ml waters and mixing, to grind according to the method for embodiment 1 and to disperse, spraying drying gets product.The dyestuff that makes is got 0.6 gram 10 gram trevira are dyeed, obtain black printing product.
Embodiment 38
, get product with embodiment 34 with (IIa), remaining dyestuff, dispersion agent, water consumption and preparation method among dyestuff (wherein various substituting groups are defined in the table 4) the replacement embodiment 34 of 9.4 gram general formulas (II).
Formula (II) dyestuff that table 4 is used.
| Embodiment | X | R 2 | R 3 | R 4 | R 5 |
| 38 | Cl | CH 3 | C 2H 5 | C 2H 5 | CH 3 |
| 39 | Br | C 2H 5 | C 2H 5 | C 2H 5 | C 2H 5 |
| 40 | Cl | C 2H 5 | C 2H 5 | C 2H 5 | CH 3 |
| 41 | Cl | CH 3 | CH 2CH＝CH 2 | CH 2CH＝CH 2 | CH 3 |
| 42 | Br | CH 3 | CH 2CH＝CH 2 | CH 2CH＝CH 2 | CH 3 |
| 43 | Cl | CH 3 | CH 2CH＝CH 2 | H | CH 3 |
| 44 | Br | CH 3 | CH 2CH＝CH 2 | H | CH 3 |
| 45 | Cl | C 2H 5 | CH 2CH＝CH 2 | CH 2CH＝CH 2 | CH 3 |
| 46 | Br | C 2H 5 | CH 2CH＝CH 2 | CH 2CH＝CH 2 | CH 3 |
| 47 | Cl | CH 3 | CH 2CH＝CH 2 | CH 2CH＝CH 2 | C 2H 5 |
| 48 | Br | CH 3 | CH 2CH＝CH 2 | CH 2CH＝CH 2 | C 2H 5 |
| 49 | Cl | CH 3 | C 2H 5 | C 2H 5 | C 2H 5 |
| 50 | Br | CH 3 | C 2H 5 | C 2H 5 | C 2H 5 |
Embodiment 51
With the dyestuff of 16.7 gram formulas (Id), the dyestuff of 11.9 gram formulas (IIc), the dyestuff of 15.3 gram formulas (IIIc), the dyestuff of 6.1 gram formulas (IVb), the dispersion agent sodium lignosulfonate of 50 grams; After adding the mixing of 650 ml waters; Method according to embodiment 1 is ground dispersion, and spraying drying gets product.The dyestuff that makes is got 0.1 gram 5 gram trevira are dyeed, obtain the printing product of black.
Embodiment 52
With the dyestuff of the dyestuff of the dyestuff of the dyestuff of the dyestuff of 10.7 gram formulas (Id), 11.9 gram formulas (IIc), 15.3 gram formulas (IIIc), 6.1 gram formulas (IVb), 6 gram formulas (Va), the dispersion agent sodium lignosulfonate of 50 grams; After adding the mixing of 350 ml waters; Method according to embodiment 1 is ground dispersion; Spraying drying gets product.The dyestuff that makes is got 0.1 gram 5 gram trevira are dyeed, obtain the printing product of black.
Embodiment 53
With the dyestuff of the dyestuff of the dyestuff of the dyestuff of the dyestuff of 10.7 gram formulas (Id), 11.9 gram formulas (IIc), 15.3 gram formulas (IIIc), 6.1 gram formulas (IVb), 6 gram formulas (Va), the dispersion agent sodium lignosulfonate of 50 grams; After adding the mixing of 300 ml waters; Grind dispersion with shredder, obtain aqueous dye preparations.The dyestuff that makes is got 0.5 gram 5 gram trevira are dyeed, obtain the printing product of black.
Claims (8)
1. Dispers ozoic dyestuff mixture, it contains the compound of at least a formula (I) expression:
In the formula: R
1Be hydrogen, C
1-C
4Alkyl,
And the compound of at least a following formula (II) expression:
In the formula:
X is halogen or CN,
R
2And R
5Be hydrogen or C independently of each other
1-C
4Alkyl,
R
3And R
4Be hydrogen, C independently of each other
2-C
4Straight-chain alkenyl, optional substituted C
1-C
4Alkyl, said substituting group is selected from-OH ,-CN ,-OCOC
6H
5,-OCOOR ,-COOR ,-OC
6H
5, wherein R is hydrogen or C
1-C
4Alkyl.
2. mixture according to claim 1, it contains wherein that X is the compound of the formula (II) of halogen.
3. mixture according to claim 1, it contains the compound of formula (II), wherein, R
3And R
4Be hydrogen, C independently of each other
2-C
4Straight-chain alkenyl, unsubstituted C
1-C
4Alkyl or by the substituted C of ROCO-, NC-or ROOC-
1-C
4Alkyl, wherein R is hydrogen or C
1-C
4Alkyl.
4. mixture according to claim 1 is characterized in that, the compound that it contains a kind of formula (III), (IV) and/or (V) representes:
In the formula:
X
1Be halogen or CN,
X
2Be halogen, hydrogen, NO
2Or CN,
R
6Be C
1-C
4Alkyl,
R
7And R
8Be hydrogen, unsubstituted or independently of each other by HO-, NC-, ROCO-, H
5C
6OCO-, ROOC-, H
5C
6-and/or C
1-C
4Alkyl, wherein R is hydrogen or C
1-C
4Alkyl,
Y
1And Y
2Be hydrogen or halogen independently of each other,
R
9And R
10Be hydrogen, unsubstituted or independently of each other by HO-, NC-, ROCO-, H
5C
6OCO-and/or C
1-C
4The substituted C of oxygen base
1-C
4Alkyl, wherein R is hydrogen or C
1-C
4Alkyl,
R
11Be C
1-C
4Alkyl, and R
12Be hydrogen, C
1-C
4Alkyl or C
1-C
4Alkoxyl group.
5. mixture according to claim 1; Total amount meter based on dyestuff; It contains the particularly compound of at least a formula (I) of 1-80% mass percent of 1-99% mass percent, and the 1-99% compound of at least a formula (II) of 10-80% mass percent particularly.
6. dye preparations, it contains the described dye mixture of claim 1 of 10-60% mass percent and the dispersion agent of 40-90% mass percent.
7. the working method of dye preparations according to claim 5; It is characterized in that, in the presence of dispersion agent, the azo cpd of claim 1 is ground in water respectively; Mix then and drying; Perhaps in the presence of dispersion agent, the dye mixture of claim 1 is ground in water, carry out drying then.
8. with the described dye mixture of claim 1 be used to dye and print and dye hydrophobicity synthetic materials or be used for the solution dyed purposes of hydrophobicity synthetic materials.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012101753396A CN102702788A (en) | 2012-05-31 | 2012-05-31 | Dispersed azo dye mixture |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2012101753396A CN102702788A (en) | 2012-05-31 | 2012-05-31 | Dispersed azo dye mixture |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102702788A true CN102702788A (en) | 2012-10-03 |
Family
ID=46895859
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2012101753396A Pending CN102702788A (en) | 2012-05-31 | 2012-05-31 | Dispersed azo dye mixture |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102702788A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102863821A (en) * | 2012-10-17 | 2013-01-09 | 江苏之江化工有限公司 | Dispersing azo dye mixture |
| CN102964876A (en) * | 2012-12-20 | 2013-03-13 | 江苏之江化工有限公司 | Dispersed black azo dye mixture |
| CN106147291A (en) * | 2015-04-08 | 2016-11-23 | 上海汇友精密化学品有限公司 | A kind of disperse dye composition |
| CN106905719A (en) * | 2017-02-15 | 2017-06-30 | 董源 | A kind of azo-type is grey to black disperse dye composition |
| CN106928748A (en) * | 2017-03-10 | 2017-07-07 | 温州德业化工有限公司 | A kind of disperse dyes |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1466947A1 (en) * | 2001-04-03 | 2004-10-13 | Clariant Finance (BVI) Limited | AZO compound |
| CN1793240A (en) * | 2005-09-28 | 2006-06-28 | 杭州吉华化工有限公司 | Dispersing dye mixture and dye products |
-
2012
- 2012-05-31 CN CN2012101753396A patent/CN102702788A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1466947A1 (en) * | 2001-04-03 | 2004-10-13 | Clariant Finance (BVI) Limited | AZO compound |
| CN1793240A (en) * | 2005-09-28 | 2006-06-28 | 杭州吉华化工有限公司 | Dispersing dye mixture and dye products |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102863821A (en) * | 2012-10-17 | 2013-01-09 | 江苏之江化工有限公司 | Dispersing azo dye mixture |
| CN102964876A (en) * | 2012-12-20 | 2013-03-13 | 江苏之江化工有限公司 | Dispersed black azo dye mixture |
| CN106147291A (en) * | 2015-04-08 | 2016-11-23 | 上海汇友精密化学品有限公司 | A kind of disperse dye composition |
| CN106905719A (en) * | 2017-02-15 | 2017-06-30 | 董源 | A kind of azo-type is grey to black disperse dye composition |
| CN106928748A (en) * | 2017-03-10 | 2017-07-07 | 温州德业化工有限公司 | A kind of disperse dyes |
| CN106928748B (en) * | 2017-03-10 | 2019-03-15 | 绍兴金祥惠纺织印染有限公司 | A kind of disperse dyes |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102702790B (en) | Disperse black azo dye mixture | |
| CN100503740C (en) | Disperse black dye composition | |
| CN101338081B (en) | Dispersed deep blue dye composition | |
| CN101735664B (en) | Disperse scarlet dye composition | |
| CN101323712B (en) | Dispersed black dye composition | |
| CN100558822C (en) | Disperse blue dye composition | |
| CN1995154A (en) | Disperse orange dye composition and disperse dye | |
| CN101307191A (en) | Disperse dye composition and disperse dye | |
| CN106893358B (en) | It is a kind of blue to black disperse dye composition, dye preparations and application | |
| CN101094895A (en) | Disperse azo dye mixtures | |
| CN110373043A (en) | It is a kind of blue to black disperse dye composition and dye preparations | |
| CN102604426A (en) | Compound disperse black azo dye | |
| CN107418249A (en) | A kind of economy composite type disperses bright blue dyestuff | |
| CN102702788A (en) | Dispersed azo dye mixture | |
| CN107815141A (en) | A kind of disperse blue is to black dye composition and dye preparations | |
| CN101760046A (en) | Dispersive black dye composition | |
| CN102372932B (en) | Disperse red dye composition | |
| CN102964876A (en) | Dispersed black azo dye mixture | |
| CN102863821A (en) | Dispersing azo dye mixture | |
| CN106883641A (en) | A kind of dispersed ruby dye composition and dye preparations | |
| CN100383193C (en) | Disperse red dye composition | |
| CN107312357B (en) | A kind of dark color azoic dye disperse dye composition | |
| CN106833019B (en) | A kind of high fastness indigo plant is to black disperse dye composition and dye preparations | |
| CN102653635A (en) | Printing black disperse dyes | |
| CN109535769A (en) | A kind of dispersion red dye composition and dye preparations |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20121003 |