CN103619962A - Acid dye mixtures for polyamide and wool, containing dimer acid dyes - Google Patents

Acid dye mixtures for polyamide and wool, containing dimer acid dyes Download PDF

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Publication number
CN103619962A
CN103619962A CN201280029412.7A CN201280029412A CN103619962A CN 103619962 A CN103619962 A CN 103619962A CN 201280029412 A CN201280029412 A CN 201280029412A CN 103619962 A CN103619962 A CN 103619962A
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Prior art keywords
dyestuff
dye mixture
acid dye
formula
dyeing
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H·希波尔
R·努瑟
R·马拉兹
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Clariant International Ltd
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Clariant International Ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0033Blends of pigments; Mixtured crystals; Solid solutions
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/24Polyamides; Polyurethanes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/24Polyamides; Polyurethanes
    • D06P3/241Polyamides; Polyurethanes using acid dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form

Abstract

The invention relates to an acid dye mixture comprising a) between 70 and 95 wt. % of at least one dye A of general structure (A), and b) between 5 and 30 wt. % of at least one dye B of general structure (B).

Description

The acid dye mixture for polymeric amide and wool that comprises dimerization matching stain
Matching stain be mainly used in dyeing wool, other animal hair, silk and polymeric amide.Although the chemical property of these fibers similar (polyaminocarboxylic acid), especially between wool and hair, and the physical difference between polymeric amide and silk is very large on the other hand.Result is, the character of matching stain on polymeric amide can be obviously and its different in kind on wool.This is for example
-tone itself
-light fastness (conventionally poor on polymeric amide than on wool)
-accumulation property (conventionally poor on polymeric amide than on wool)
-wet fastness
Equally, wool when dyeing and when some arrange steps effect reduce, this can cause many to polymeric amide and " hard cook (Verkochen) " of stark suitable matching stain when dyeing and can cause the tonal variation when arrangement.
In addition be known that many matching stains paint to such an extent that be obviously different from root by the tip of wool fiber, this only can be corrected insufficiently with specific auxiliary agent.But for the beautiful outward appearance on wool fabric, precondition is extraordinary balance between root and tip.Therefore, often multiple matching stain is mixed in product, to obtain beautiful outward appearance on wool.But these mixtures to be not suitable for Dyeing of polyamide be medium or dark mixture colors because at this because different components produces blocking-up (Blockierungen), this results from the low accumulation of some necessary blending ingredients.Therefore the acid dye mixture for polymeric amide and wool and the mixture that forms in particular for these two by considerably less recommendation only.On market, known a few examples is " levelling dyestuff " for the low humidity fastness of dyed polyamide/wool-blanket yarn.For the garment fabric for being comprised of wool and polymeric amide dyes, especially lack and be suitable for not only wool but also the blue color component of polymeric amide being given to good appearance, it can and have essential washing firmness, sweat proof firmness and processing firmness for the reproducibility compound staining of yellow color component and red component.
Now have surprisingly been found that, acid dye mixture described below provides the good reproducible dyeing with good wet fastness on polymeric amide, wool and in polymeric amide/wool blend fiber.
Theme of the present invention is acid dye mixture, and it comprises
A) 70 to 95 % by weight, preferred 80 to 95 % by weight, particularly preferably at least one of 85 to 90 % by weight has the dyestuff A of formula (A)
Figure BDA0000438300010000021
Wherein
R1 represents H, C 1-C 6-alkyl; With
R2 represents H, C 1-C 6-alkyl;
B) 5 to 30 % by weight, preferred 5 to 20 % by weight, particularly preferably at least one of 10 to 15 % by weight has the dyestuff B of formula (B)
Figure BDA0000438300010000022
Wherein
R3 represents H, phenyl, and wherein phenyl is that be substituted or unsubstituted,
R4 represents H, sulfo group,
R5 represents H, C 1-C 4-alkoxyl group,
Or R4 and R5 form phenyl ring unsubstituted or that be substituted with together with adjacent two keys of C=C-,
R6 represents H, sulfo group;
M represents H, basic metal, ammonium or single negative charge,
Wherein wt per-cent is the gross weight meter based on acid dye mixture separately.
The negative charge of the sulfo group that the positive charge in formula (B) comprises conventionally in molecule or for example, by the negatively charged ion of monovalent, Cl-, 1/2SO 4 2-neutralize.
In above-mentioned definition, sulfo group expression SO 3the group of M.M is single negative charge, hydrogen, basic metal or ammonium preferably.
In above-mentioned definition, basic metal preferably represents Li, Na or K, especially Na.
In above-mentioned definition, ammonium preferably represents NH 4 +, (C 1-C 4-alkyl) NH 3 +.
In above-mentioned definition, " phenyl being substituted " or " phenyl ring being substituted " preferably represents phenyl, and it is monosubstituted or polysubstituted by one or more substituting groups, and preferably monosubstituted, two replacements or three replace, and described substituting group is selected from C 1-C 4-alkyl, halogen, C 1-C 4-alkoxyl group, hydroxyl, sulfo group, amino or nitro.Particularly preferred substituting group is methyl, Cl, amino, methoxyl group, oxyethyl group and sulfo group.
In preferred embodiments, R1 and R2 represent hydrogen or methyl independently of one another.
In preferred embodiments, R3 represents hydrogen, unsubstituted phenyl or the phenyl being replaced by amino, sulfo group and/or oxyethyl group.
In preferred embodiments, R5 represents hydrogen or methoxyl group, or in same preferred embodiment, R4 and R5 and the phenyl ring that forms unsubstituted phenyl or replaced by sulfo group together with adjacent two keys of C=C-.
The dyestuff of formula (A) preferably, wherein radicals R 1 and the R2 hydrogen of respectively doing for oneself.
In addition the dyestuff of those formulas (A) preferably, wherein R1 represents that methyl and R2 represent hydrogen.
The dyestuff of preferred formula (B) is those, wherein
R3 represents unsubstituted phenyl,
R4 and R5 form with together with adjacent two keys of C=C-the phenyl ring being replaced by sulfo group, and
R6 represents hydrogen, and
M is as definition above.
In addition the dyestuff of preferred formula (B) is those, wherein
R3 represents hydrogen or unsubstituted phenyl,
R4 represents hydrogen or sulfo group,
R5 represents hydrogen or methoxyl group, and
R6 represents hydrogen or sulfo group, and
M is as definition above.
In addition the dyestuff of preferred formula (B) is those, wherein
R3 represents the phenyl being replaced by amino, sulfo group and/or oxyethyl group,
R4 represents hydrogen or sulfo group,
R5 represents hydrogen,
R6 represents hydrogen, and
M is as definition above.
Formula (A) and dyestuff (B) they are own known and can prepare according to known method, for example, be described in Ullmann, the 6th edition, and 10.1002/14356007.a02_355,1-68 page; Ullmann, the 6th edition, 10.1002/14356007.a03_213.pub3, in 1-42 page.
Another theme of the present invention is the side for the preparation of acid dye mixture mentioned above
Method, by being mixed with each other at least one dyestuff A and at least one dyestuff B, for example, with their form of dried powder, filter cake or preferred aqueous solutions with weight ratio given above.Dyestuff A and B also can first be mixed with each other in dye bath.
For by fibrous dyeing material or be printed as blue cast, dye mixture according to the present invention is particularly suitable, and described fibrous material is comprised of natural and/or synthesizing polyamides.In order to prepare ink for ink-jet printer and to print fibrous material with it, dye mixture according to the present invention is also applicable to, and described fibrous material is by natural and/or synthesizing polyamides or for example, be comprised of Mierocrystalline cellulose (paper).
Another theme of the present invention is the purposes of described dye mixture for dyeing and/or printing fibrous material, and described fibrous material is by natural or synthesizing polyamides or its mixture, and for example polymeric amide/wool forms.
Another theme of the present invention is that described dye mixture is for the preparation of the purposes of ink for ink-jet printer and for printing the purposes of fibrous material, described fibrous material is by natural or synthesizing polyamides, or by the mixed textile product of these fibers, for example nylon/wool forms.
Dyeing is carried out in accordance with known methods, for example continuous processing, blind enema, foam dyeing method
Figure BDA0000438300010000051
and ink jet method.
Preferably, in blind enema, at 30 to 140 ℃, the temperature of 80 to 120 ℃ particularly preferably, very particularly preferably the temperature of 80 to 100 ℃, and dyes at the dye liquor ratio of 1:3 to 1:40.
Base material to be dyeed can be for example exists with the form of yarn, textiles, knitted fabrics or blanket.Even complete, be shaped dyeing at responsive base material, for example also can be very good on lamb's wool, cashmere, Aloysia gratissima alpaca and mohair.Specially suitable is that dye mixture according to the present invention is used to fine denier fiber (primitive fiber) dyeing.
Dye mixture according to the present invention demonstrates well compatible with known matching stain
Property.Therefore, dye mixture can be individually for dyeing process or dyeing method, or with other matching stain of same type, for example, together with thering is the matching stain of comparable dyeing property (fastness character and dye uptake (Ausziehraten) on from dye bath to base material) as the blue color component in compound staining composition or combination printing and dyeing composition.Dyestuff of the present invention especially can be used together with other matching stain.The ratio being used from compound staining composition or combination printing and dyeing composition according to dye mixture of the present invention and other matching stain one is determined by the tone that will obtain.
Dye mixture according to the present invention be particularly suitable for dyeing wool, silk and whole nylon-type, it should obtain has high fastness level, the dyeing of especially good light fastness and good wet fastness (sweat of washing, alkalescence).Dye mixture demonstrates high dye uptake.The accumulation ability of dye mixture is equally very good.Tone-on-Tone Dyeing on the base material of enumerating demonstrates excellent quality.All dyeing all also demonstrates fixing gradation under artificial light.Mention in addition good resistance to decatize and boiling resistance.
According to the decisive advantage of dye mixture of the present invention, be, its not containing metal with wool with very consistent dyeing is provided on polymeric amide equally.
Can also be as blue color component for trichrome staining or the three look methods of printing and dyeing according to dye mixture of the present invention.Trichrome stain or the printing and dyeing of three looks can utilize all routines and known dyeing process and dyeing method, for example continuous processing, blind enema, foam dyeing method and ink jet method.
The composition of the single dye component in the three look dye mixtures that use in the method according to the invention depends on the tone of expectation.For brown tone, can for example use the yellow color component of 20-40 % by weight, the acid dye mixture according to the present invention of the orange or red component of 40-60 % by weight and 10-20 % by weight is as blue color component.
In following examples, " part " represents weight part, and percentages represents weight percent.
Embodiment 1a (PA-dyeing):
In the dye bath of 40 ℃, add 100 parts of polyamide 6-textiless, by 2000 parts of water, 1 part, the weak cation activity based on ethoxylated amino propyl group fatty acid amide, the dye leveller of dyestuff affinity, 0.25 part of following dye mixture form in described dye bath, and described dye mixture is by 9 parts
Figure BDA0000438300010000061
With 1 part
Form, described dye bath is adjusted to pH5 with the acetic acid of 1-2 part 40%.After 10 minutes, at 40 ℃, dye bath is heated to 98 ℃ by the temperature increase of 1 ℃ of per minute, and at boiling temperature, keeps 45-60 minute afterwards.Then in 15 minutes, be cooled to 70 ℃.Dyed polymeric amide textiles is taken out from bathe, with warm water and afterwards by cold water flush dry.Produce blue levelling Dyeing of polyamide, it demonstrates good light fastness and wet fastness.
Embodiment 1b (woolen dyed):
In the dye bath of 40 ℃, add 100 parts of wool textile product, described dye bath by 4000 parts of water, 1 part there is the dye leveller of the weak dyestuff affinity based on Sulfated ethoxylated fatty acid acid amides of both sexes characteristic, 0.4 part of dye mixture from embodiment 1a forms, described dye bath is adjusted to pH5 with the acetic acid of 1-2 part 40%.After 10 minutes, at 40 ℃, dye bath is heated to boiling temperature by the temperature increase of 1 ℃ of per minute, and at boiling temperature, keeps 40-60 minute afterwards.Then in 20 minutes, be cooled to 70 ℃.Dyed wool textile product are taken out from bathe, with warm water and afterwards by cold water flush dry.Produce blue levelling woolen dyed, it has the excellent equalization at (root-tip) in good light fastness and wet fastness and fiber.
Embodiment 2 to 18:
Dyestuff B by the dyestuff of the embodiment listing in following table 2 to 18 with 1:9 or 2:8: dyestuff A ratio is mixed, and be similar to embodiment 1a and 1b for dyeing.Dye mixture according to the present invention provides the good reproducible levelling dyeing with extraordinary wet fastness and light fastness on each base material (polymeric amide or wool).
Figure BDA0000438300010000081
Figure BDA0000438300010000101
Embodiment 19
In the dye bath of 40 ℃, add 100 parts of polyamide 6s, 6-textiles, by 2000 parts of water, 1 part, the weak cation activity based on ethoxylated amino propyl group fatty acid amide, the dye leveller of dyestuff affinity, 0.3 part of dye mixture from embodiment 1a form in described dye bath, and described dye bath is adjusted to pH5.5 with the acetic acid of 1-2 part 40%.After 10 minutes, at 40 ℃, dye bath is heated to 120 ℃ by the temperature increase of 1.5 ℃ of per minutes, and in this temperature, keeps 15-25 minute afterwards.Then in 25 minutes, be cooled to 70 ℃.By dyed polymeric amide-6,6-textiles takes out from dye bath, with warm water and afterwards by cold water flush dry.Produce the blue Dyeing of polyamide of good equalization, it has good light fastness and wet fastness.
Embodiment 20
Dye liquor pad dyeing by 100 parts of polyamide 6-woven fabricss with 50 ℃, described dye liquor is comprised of following:
40 parts of dye mixtures from embodiment 1a,
100 parts of ureas,
20 parts of non-ionic solubilizers based on butyl glycol,
15-20 part acetic acid (pH value is adjusted to 4),
10 parts of weak cations based on ethoxylated amino propyl group fatty acid amide are active, the dye leveller of dyestuff affinity, and
810-815 part water (complementing to 1000 parts of pad dyeing dye liquors).
To through like this fabric of dipping, roll and in sweating room, under saturated steam conditions, at 85-98 ℃, stop 3-6 hour for fixation.Then by dyed used for textiles warm water and cold water flush dry.Acquisition has excellent planar equalization
Figure BDA0000438300010000111
and the blue Dyeing of polyamide of good light fastness and wet fastness.
Embodiment 21
The weaving velvet planar materials being comprised of polyamide 6 (it is comprised of cotton, polymeric amide or polyester) with tissue of the synthetic end is used dye liquor pad dyeing, and described dye liquor comprises in every 1000 parts:
1 part of dye mixture from embodiment 1a
4 parts of commercially available thickening materials based on carob bean flour ether
The ethylene oxide adduct of 2 parts of non-ionic type senior alkyl phenol
The acetic acid of 1 part 60%.
With dying slurry printing and dyeing, described paste comprises following component in every 1000 parts afterwards:
20 parts of commercially available oxyalkylated fat alkylamines (replacement product)
20 parts of commercially available thickening materials based on carob bean flour ether.
By dyeing material in saturation steam 100 ℃ of fixation 6 minutes, rinse and be dried.Obtain the blueness of levelling dyeing and the covering fabric of white pattern.
Embodiment 22(trichrome stain)
In the dye bath of 40 ℃, add 100 parts of polyamide 6s, 6-textiles, the dye leveller of described dye bath active, dyestuff affinity of the weak cation based on ethoxylated amino propyl group fatty acid amide by 2000 parts of water, 1 part, 0.2 part from the orchil of the embodiment 8 of WO2002/46318, the commercial preparation of 1.5 parts of C.I. acid yellow 23s 6 (
Figure BDA0000438300010000121
gelb F-L) and 0.5 part of blue dyes compositions of mixtures from embodiment 1a, described dye bath is adjusted to pH5 with the acetic acid of 1-2 part 40%.After 10 minutes, at 40 ℃, dye bath is heated to 98 ℃ by the temperature increase of 1 ℃ of per minute, and at boiling temperature, keeps 45-60 minute afterwards.Then in 15 minutes, be cooled to 70 ℃.Dyed textiles is taken out from bathe, with warm water and afterwards by cold water flush dry.The grey polyamide dyeing that produces levelling, it demonstrates good light fastness and wet fastness.
Embodiment 23
3 parts of dye mixtures from embodiment 1 are dissolved in to 82 parts at 60 ℃ to be gone in mineral water and 15 parts of Diethylene Glycols.After being cooled to room temperature, obtain blue printing and dyeing ink, it is particularly well adapted for ink-jet cloth printing on paper or polyamide fabric and wool fabric.
With the dye mixture of embodiment 2 to 9, carry out the comparable good result of embodiment 10 to 14 acquisition.
Embodiment 24 (wool/polymeric amide blended fabric dyeing)
In the dye bath of 40 ℃, add 100 parts of wool/polymeric amide BLENDED FABRIC, described dye bath by 4000 parts of water, 1 part there is the dye leveller of the weak dyestuff affinity based on Sulfated ethoxylated fatty acid acid amides of both sexes characteristic, 0.4 part of dye mixture from embodiment 1a forms, described dye bath is adjusted to pH5 with the acetic acid of 1-2 part 40%.After 10 minutes, at 40 ℃, dye bath is heated to boiling temperature by the temperature increase of 1 ℃ of per minute, and at boiling temperature, keeps 40-60 minute afterwards.Then in 20 minutes, be cooled to 70 ℃.Dyed wool/polymeric amide BLENDED FABRIC is taken out from bathe, with warm water and afterwards by cold water flush dry.Produce wool/polymeric amide blended fabric dyeing of blue levelling, it has on the excellent equalization at (root-tip) in good light fastness and wet fastness and wool fiber and tynex and wool fiber gradation uniformly.
Comparative example 25 (trichrome stain)
Prepare the dye bath of 40 ℃, it is by 4000 parts of water,
2 parts of C.I. von Muller's indicators 67,
1 part of C.I. Xylene Red 336, and
3 parts
Figure BDA0000438300010000131
blau MF-GL forms,
And polyamide 6-textiles is similar to embodiment 1a dyeing.Coloration result has poor reproducibility (blocking-up) and has poor wet fastness.On the contrary, on wool, realize the good dyeing with good wet fastness.
Comparative example 26 (trichrome stain)
Prepare the dye bath of 40 ℃, it is by 4000 parts of water,
2 parts of C.I. von Muller's indicators 67,
1 part of C.I. Xylene Red 336, and
3 parts of Basic Blue 3s 50 form,
And wool textile product are similar to embodiment 1b dyeing.Produce unstable outward appearance.On the contrary, on polyamide 6, realize good wet fastness and good reproducible good dyeing.
Embodiment 27 (trichrome stain)
Prepare the dye bath of 40 ℃, it is by 4000 parts of water,
2 parts of C.I. von Muller's indicators 67,
1 part of C.I. Xylene Red 336, and
3 parts from every according to dye mixture of the present invention in embodiment 1 to 9.
On polymeric amide, realize the good reproducible dyeing with good wet fastness.On wool, also produce the very beautiful outward appearance with good wet fastness.

Claims (13)

1. acid dye mixture, it comprises
A) at least one of 70 to 95 % by weight has the dyestuff A of formula (A)
Wherein
R1 represents H, C 1-C 6-alkyl; With
R2 represents H, C 1-C 6-alkyl;
B) at least one of 5 to 30 % by weight has the dyestuff B of formula (B)
Figure FDA0000438300000000012
Wherein
R3 represents H, phenyl, and wherein phenyl is that be substituted or unsubstituted,
R4 represents H, sulfo group,
R5 represents H, C 1-C 4-alkoxyl group,
Or R4 and R5 form phenyl ring unsubstituted or that be substituted with together with adjacent two keys of C=C-,
R6 represents H, sulfo group;
M represents H, basic metal, ammonium or single negative charge,
Wherein wt per-cent is the gross weight meter based on acid dye mixture separately.
2. according to the acid dye mixture of claim 1, the dyestuff B of the dyestuff A of at least one formula (A) that it comprises 80 to 95 % by weight and at least one formula (B) of 5 to 20 % by weight.
3. according to the acid dye mixture of claim 1 or 2, the dyestuff B of the dyestuff A of at least one formula (A) that it comprises 85 to 90 % by weight and at least one formula (B) of 10 to 15 % by weight.
4. according to any one in claims 1 to 3 or multinomial acid dye mixture, it is characterized in that, R1 and R2 are hydrogen or methyl independently of one another.
5. according to any one in claim 1 to 4 or multinomial acid dye mixture, it is characterized in that, R3 is hydrogen, unsubstituted phenyl, or the phenyl being replaced by amino, sulfo group and/or oxyethyl group.
6. according to any one in claim 1 to 5 or multinomial acid dye mixture, it is characterized in that, R5 represents hydrogen or methoxyl group.
7. according to any one in claim 1 to 6 or multinomial acid dye mixture, it is characterized in that, in the dyestuff of formula (B),
R3 represents unsubstituted phenyl,
R4 and R5 form with together with adjacent two keys of C=C-the phenyl ring being replaced by sulfo group, and
R6 represents hydrogen.
8. according to any one in claim 1 to 6 or multinomial acid dye mixture, it is characterized in that, in the dyestuff of formula (B),
R3 represents hydrogen or unsubstituted phenyl,
R4 represents hydrogen or sulfo group,
R5 represents hydrogen or methoxyl group, and
R6 represents hydrogen or sulfo group.
9. according to any one in claim 1 to 6 or multinomial acid dye mixture, it is characterized in that, in the dyestuff of formula (B),
R3 represents the phenyl being replaced by amino, sulfo group and/or oxyethyl group,
R4 represents hydrogen or sulfo group,
R5 represents hydrogen, and
R6 represents hydrogen.
10. for the preparation of according to the method for any one in claim 1 to 9 or multinomial acid dye mixture, by least one dyestuff A and at least one dyestuff B are mixed with each other.
11. according to any one in claim 1 to 9 or multinomial dye mixture the purposes for dyeing and/or printing fibrous material, described material is by natural or synthesizing polyamides or by its compositions of mixtures.
12. according to the purposes of claim 11, it is characterized in that, described filamentary material is by wool, silk, synthesizing polyamides or its compositions of mixtures.
13. according to the purposes of claim 11 or 12, in trichrome staining or the three look methods of printing and dyeing as blue color component.
CN201280029412.7A 2011-06-16 2012-06-13 Acid dye mixtures for polyamide and wool, containing dimer acid dyes Pending CN103619962A (en)

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CN110128847B (en) * 2019-05-18 2020-09-29 上海雅运新材料有限公司 Blue acid dye composition and dyeing application thereof on fibers

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WO2012171638A1 (en) 2012-12-20
JP2014519543A (en) 2014-08-14
EP2721113A1 (en) 2014-04-23

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