CN101177547B - Acid grey dye composition - Google Patents
Acid grey dye composition Download PDFInfo
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- CN101177547B CN101177547B CN 200710164443 CN200710164443A CN101177547B CN 101177547 B CN101177547 B CN 101177547B CN 200710164443 CN200710164443 CN 200710164443 CN 200710164443 A CN200710164443 A CN 200710164443A CN 101177547 B CN101177547 B CN 101177547B
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- 239000000203 mixture Substances 0.000 title claims abstract description 37
- 239000002253 acid Substances 0.000 title claims abstract description 30
- 150000001875 compounds Chemical class 0.000 claims description 23
- 239000012752 auxiliary agent Substances 0.000 claims description 14
- 229910052708 sodium Inorganic materials 0.000 claims description 11
- 125000003368 amide group Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 239000000835 fiber Substances 0.000 abstract description 8
- 238000002156 mixing Methods 0.000 abstract description 8
- 229920002647 polyamide Polymers 0.000 abstract description 6
- 239000004952 Polyamide Substances 0.000 abstract description 5
- 102000004169 proteins and genes Human genes 0.000 abstract description 4
- 108090000623 proteins and genes Proteins 0.000 abstract description 4
- 239000002657 fibrous material Substances 0.000 abstract 1
- 230000008542 thermal sensitivity Effects 0.000 abstract 1
- 239000000975 dye Substances 0.000 description 53
- 229940056729 sodium sulfate anhydrous Drugs 0.000 description 15
- AOMZHDJXSYHPKS-DROYEMJCSA-L Amido Black 10B Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC2=CC(S([O-])(=O)=O)=C(\N=N\C=3C=CC=CC=3)C(O)=C2C(N)=C1\N=N\C1=CC=C(N(=O)=O)C=C1 AOMZHDJXSYHPKS-DROYEMJCSA-L 0.000 description 11
- 238000004043 dyeing Methods 0.000 description 10
- 239000000843 powder Substances 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 239000004744 fabric Substances 0.000 description 5
- 239000012535 impurity Substances 0.000 description 5
- AOMZHDJXSYHPKS-UHFFFAOYSA-L disodium 4-amino-5-hydroxy-3-[(4-nitrophenyl)diazenyl]-6-phenyldiazenylnaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC2=CC(S([O-])(=O)=O)=C(N=NC=3C=CC=CC=3)C(O)=C2C(N)=C1N=NC1=CC=C([N+]([O-])=O)C=C1 AOMZHDJXSYHPKS-UHFFFAOYSA-L 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 238000007639 printing Methods 0.000 description 4
- 239000002131 composite material Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000010186 staining Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 239000004677 Nylon Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229920001778 nylon Polymers 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- ZIUSSTSXXLLKKK-KOBPDPAPSA-N (1e,4z,6e)-5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,4,6-trien-3-one Chemical compound C1=C(O)C(OC)=CC(\C=C\C(\O)=C\C(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 ZIUSSTSXXLLKKK-KOBPDPAPSA-N 0.000 description 1
- VFLDPWHFBUODDF-FCXRPNKRSA-N Curcumin Natural products C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-FCXRPNKRSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- IURGIPVDZKDLIX-UHFFFAOYSA-M [7-(diethylamino)phenoxazin-3-ylidene]-diethylazanium;chloride Chemical compound [Cl-].C1=CC(=[N+](CC)CC)C=C2OC3=CC(N(CC)CC)=CC=C3N=C21 IURGIPVDZKDLIX-UHFFFAOYSA-M 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000010009 beating Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- VFLDPWHFBUODDF-UHFFFAOYSA-N diferuloylmethane Natural products C1=C(O)C(OC)=CC(C=CC(=O)CC(=O)C=CC=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- SXQCTESRRZBPHJ-UHFFFAOYSA-M lissamine rhodamine Chemical compound [Na+].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=C(S([O-])(=O)=O)C=C1S([O-])(=O)=O SXQCTESRRZBPHJ-UHFFFAOYSA-M 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
Landscapes
- Coloring (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention discloses an acid gray dye composition, which comprises one or a plurality of the components A whose structure is shown by formula (I) as well as one or a plurality of the components B whose structure is shown by formula (II), wherein the weight of components A accounts for 60% to 95% and the weight of components B accounts for 5% to 40%. The acid gray dye prepared by the acid gray dye composition according to the invention has the advantages that the toughness is dramatic and the thermal sensitivity is excellent, displaying outstanding dying firmness and rate of dye-uptake whendying such fiber materials as protein fiber and the blending as well as polyamide fiber and the blending.
Description
(1) technical field
The present invention relates to a kind of acid grey dye composition, the acid grey dye composition of protein fibre such as particularly a kind of suitable printing and dyeing wool and blending thereof, silk, polyamide fibre and blending and tynex and BLENDED FABRIC thereof.
(2) background technology
At present, printing and dyeing mill generally all adopts by C.I. Basic Blue 3 24 the employed gray dyes of middle light-colored dyeing of tynex lining such as polyamide fibre and nylon-type lining, C.I. turmeric yellow 199, C.I. Xylene Red 337 mixes the A-BL ash composition of piecing together, though this kind weak-type dyestuff low price, its defective is a lot of, and not only thermo-sensitivity is poor, and light fastness and wet fastness are also lower, press for raising.Chinese patent 200610088065.1 and 200410041035.6 has been introduced the acid compound grey dyestuff of the middle light-colored dyeing of two kinds of suitable polyamide fibres and nylon facing material respectively, and it has improved the staining fastness of thermo-sensitivity and polyamide-based lining to a certain extent.
(3) summary of the invention
The invention provides a kind of acid grey dye composition, by its acid grey dye that is configured to, every fastness is good, the thermo-sensitivity excellence, and to protein fibre and blending and these filamentary material dyeing such as tynex and blending thereof the time, all have good staining fastness and dye uptake.
The present invention solves the method that its technical problem takes: a kind of acid grey dye composition, mainly contain one or more structures suc as formula the component A shown in (I) and one or more structures suc as formula the B component shown in (II); Based on described component A and B component, the weight percentage of described component A is 60~95%, and the weight percentage of described B component is 5~40%;
Formula (I)
Formula (II)
In the formula (I), R
1, R
2Independent separately is H or NO
2M
1, M
2Independent separately is K, Na, Li or H; R
3Be H or C
1~C
4Alkyl amido;
In the formula (II), R
4, R
5Independent separately is H or OH; R
6, R
7Independent separately is H, C
1~C
10Alkyl or cycloalkyl; M
3, M
4Independent separately is K, Na, Li or H.
Preferably, M in the formula (I)
1, M
2Independent separately is Na or H; M in the formula (II)
3, M
4Independent separately is Na or H.M in the more preferably described formula (I), in the formula (II)
1, M
2, M
3, M
4Be Na or H simultaneously.
Preferably, described acid grey dye composition, mainly contain one or more structures suc as formula the component A shown in (I) and one or more structures suc as formula the B component shown in (II), based on described component A and B component, the weight percentage of described component A is 70~95%, and the weight percentage of described B component is 5~30%.
Above-mentioned acid grey dye composition mainly contains component A and B component, when dyestuff is prepared, is to prepare to contain the electrolytical dye powder of being with of dye component A, B usually, can have partial impurities inevitably.With electrolytical dye powder is the saying of being accustomed in the dye industry, because dyestuff in routine is synthetic, have add earlier acid, after the process that adds alkali and saltout, therefore the dyestuff filter cake that is synthesized generally speaking contains inorganic salt, this salt is said ionogen, so the raw material dyestuff of usefulness all is to be with electrolytical dye powder usually, prepare by the content of compound wherein during batching, can't influence effect of the present invention.
Inventive point of the present invention is component A and B component are used for the composite of gray dyes; these two kinds of array modes are key points of the present invention; in addition; in scope well known to those skilled in the art; the present composition also can add a small amount of other and can be applicable to grey to the composite dye monomer of black dyes; for example international Colour Index C.I. Acid Black 1 07; C.I. Acid Black 1 21; C.I. Acid Black 1 22; C.I. Acid Black 1 40; C.I. Acid Black 1 68; C.I. Acid Black 1 70; C.I. Acid Black 1 80; C.I. Acid Black 1 87; C.I. acid black 2 15; C.I. acid black 2 20; C.I. acid black 2 22 etc.; by the acid grey dye composition that this change obtained, equally within protection scope of the present invention.
In addition, acid grey dye composition of the present invention, need when being applied to dye to handle through commercialization, generally can add a certain amount of auxiliary agent well known in the art, recommend described composition to form suc as formula B component and auxiliary agent shown in (II) suc as formula the component A shown in (I) and one or more structures by one or more structures basically, based on described component A and B component, described component A weight fraction is 60~95%, described B component weight fraction is 5~40%, and the amount of described auxiliary agent is 0.3~2: 1 with the ratio of the gross weight of component A and B component.
Preferably, described acid grey dye composition is made up of suc as formula B component and auxiliary agent shown in (II) suc as formula the component A shown in (I) and one or more structures one or more structures basically; Based on described component A and B component, the weight percentage of described component A is 70~95%, and the weight percentage of described B component is 5~30%; The weight of described auxiliary agent and component A are 0.3~2: 1 with the ratio of B component gross weight.
The implication of said here " basically " is meant and also has some impurity in the composition inevitably that as the electrolytic salt of itself being with in the raw material, the existence of these impurity does not influence effect of the present invention.
Further, the mixture of one or both in the compound shown in the preferred following formula of described component A (I-1)~(I-4):
Formula (I-1)
Formula (I-2)
Formula (I-3)
Formula (I-4)
The mixture of one or more shown in the preferred following formula of described B component (II-1)~(II-5) in the compound:;
Formula (II-1)
Formula (II-2)
Formula (II-3)
Formula (II-4)
Formula (II-5).
Prepare acid grey dye composition of the present invention, the dye composition of employed formula (I-1)~(I-4), formula (II-1)~(II-5) is known dyestuff, can prepare by mode well known to those skilled in the art easily or obtain from dyestuff commodity market buying, thus synthetic gray acid dye composition of the present invention.
Among the present invention, the auxiliary agent that is adopted is Sodium sulfate anhydrous.min(99) or sodium metnylene bis-naphthalene sulfonate NNO or both mixtures.The weight of institute's adding assistant is 0.3~2: 1 with the ratio of the gross weight of component A and B component, and is preferred, the weight of institute's adding assistant and the gross weight of component A and B component ratio be 0.3~1.5: 1.
Because the singularity of dye industry is difficult to also there is no need to make pure product, can have the impurity in some preparation process usually, dye ligand compound of the present invention also allows to contain the physics impurity of a spot of moisture and trace when making finished product.
Acid grey dye composition of the present invention, after commercialization is handled, the liquid state after can corpusculed, emulsifiable paste attitude or with spray-drying process etc. carry out dried powdery, graininess is supplied with dyeing.The combination of acidic ash dyestuff that makes with of the present invention be particularly suitable for printing and dyeing protein fibre and blending and tynex and BLENDED FABRIC thereof such as wool and blending thereof, silk, polyamide fibre, when the above-mentioned filamentary material of printing and dyeing, by adjusting proportion among different, can obtain to have that thermo-sensitivity is stable, the grey dyeing and weaving thing of premium propertiess such as sun-proof, washable, perspiration resistance, they all have good staining fastness and dye uptake.
(4) embodiment
The present invention is described further below in conjunction with specific embodiment, but protection scope of the present invention is not limited in this:
The dye monomer consumption that is identified among the embodiment to be to roll over hundred amounts, and promptly according to the content meter of this dye monomer compound in the dye powder, each dye monomer mass content in dye powder separately is as follows: Compound I-1,70%; Compound I-2,65%; Compound I-3,60%; Compound I-4,65%; Compound I I-1,85%; Compound I I-2,75%; Compound I I-3,80%; Compound I I-4,80%; Compound I I-5,80%; According to compound amount,, be converted into the dye powder consumption and get final product during the operation amount of getting according to compounds content.
Embodiment 1:
Component structure formula folding hundred amounts (g)
Component A I-1 72
B component II-1 9
Auxiliary agent Sodium sulfate anhydrous.min(99) 45
Get above-mentioned each component, add water 200g, the making beating colorant match, check and correction coloured light, spraying drying, this dyestuff can offer fabric evenly and the good grey of fastness ability.
Embodiment 2~16:
According to data shown in the table 1, after component A, B component, auxiliary agent added water and piece together to mix, grind dispersion with shredder, spraying drying makes finished product then.
Table 1
Embodiment | The contained structural formula of component A | The contained structural formula of B component | Other micro-dye components (g) | Auxiliary agent (g) | A/B folding hundred amounts (g) |
2 | I-1 | II-2 | Sodium sulfate anhydrous.min(99): 60 | 95/5 | |
3 | I-3 | II-3 | NNO:85 | 90/10 | |
4 | I-2 | II-4 | Sodium sulfate anhydrous.min(99): 80 | 80/20 | |
5 | I-4 | II-5 | Sodium sulfate anhydrous.min(99): 75 | 88/12 | |
6 | I-2 | II-3 | Sodium sulfate anhydrous.min(99): 45 NNO:45 | 83/17 | |
7 | I-1 | (II-2)+(II- 3) | C.I. Acid Black 1 07:0.1 | Sodium sulfate anhydrous.min(99): 45 NNO:95 | 91/(3+6) |
Embodiment | The contained structural formula of component A | The contained structural formula of B component | Other micro-dye components (g) | Auxiliary agent (g) | A/B folding hundred amounts (g) |
8 | I-2 | (II-1)+(II- 3) | Sodium sulfate anhydrous.min(99): 45 NNO:55 | 75/(10+15) | |
9 | I-1 | (II-1)+(II- 3) | Sodium sulfate anhydrous.min(99): 100 NNO:55 | 70/(10+20) | |
10 | I-2 | (II-2)+(II- 3) | Sodium sulfate anhydrous.min(99): 30 | 65/(20+15) | |
11 | I-1 | (II-1)+(II- 2)+(II-3) | C.I. Acid Black 1 70:0.15 | NNO:100 | 60/ (15+15+10) |
12 | I-3 | (II-1)+(II- | Sodium sulfate anhydrous.min(99): | 77/(10+6+7) | |
2)+(II-3) | 120 | ||||
13 | (I-1)+(I -2) | (II-1)+(II- 2) | C.I. acid black 2 20:0.14 | Sodium sulfate anhydrous.min(99): 100 NNO:100 | (30+42)/ (10+18) |
14 | (I-1)+(I -4) | (II-2)+(II- 3) | Sodium sulfate anhydrous.min(99): 120 NNO:65 | (35+33)/ (15+17) | |
15 | (I-1)+(I -2) | (II-1)+(II- 3) | Sodium sulfate anhydrous.min(99): 100 NNO:50 | (35+39)/ (12+14) | |
16 | (I-1)+(I -2) | (II-1)+(II- 2)+(II-3) | C.I. Acid Black 1 87:0.05 | Sodium sulfate anhydrous.min(99): 50 NNO:50 | (30+33)/ (17+20) |
Dyeing embodiment:
Get the dyestuff that 1g the foregoing description 1~16 makes, place the beaker of 150ml, add 85 ℃ distilled water 100ml, stirring is fully dissolved it, and it being configured to dye level is 2% again, and bath raio is 1: 50 a dye liquor, separately put into nylon facing material and silk fabrics respectively, dye vat normal temperature is placed in the proof press, be heated to 40 ℃, be incubated 15 minutes, speed with 1 ℃/min is warming up to 100 ℃ then, is incubated 30 minutes, dyes to finish dye vat is taken out, cooled off 10~15 minutes, and took out fabric through the washing oven dry.
Adopt that GB GB/T3921-1997, GB/T3920-1997, GB/T3922-1997, GB/T8427-1998 test respectively that it is washable, rub resistance, perspiration resistance, sun-resistant fastness, the results are shown in following table 2:
Table 2
As can be seen from the above table, acid composite dye of the present invention is functional, and every fastness is good.
Claims (8)
1. an acid grey dye composition mainly contains the component A and one or more structures B component suc as formula (II) shown in compound of one or more structures suc as formula compound shown in (I); Based on described component A and B component, the weight percentage of described component A is 60~95%, and the weight percentage of described B component is 5~40%;
Formula (I)
Formula (II)
In the formula (I), R
1, R
2Independent separately is H or NO
2M
1, M
2Independent separately is K, Na, Li or H; R
3Be H or C
1~C
4Alkyl amido;
In the formula (II), R
4, R
5Independent separately is H or OH; R
6, R
7Independent separately is H, C
1~C
10Alkyl or cycloalkyl; M
3, M
4Independent separately is K, Na, Li or H.
2. acid grey dye composition as claimed in claim 1 is characterized in that M in the described formula (I)
1, M
2Independent separately is Na or H; M in the formula (II)
3, M
4Independent separately is Na or H.
3. acid grey dye composition as claimed in claim 2 is characterized in that in the described formula (I), M in the formula (II)
1, M
2, M
3, M
4Be Na or H simultaneously.
4. acid grey dye composition as claimed in claim 1 is characterized in that described acid grey dye composition mainly contains the component A and one or more structures B component suc as formula (II) shown in compound of one or more structures suc as formula compound shown in (I); Based on described component A and B component, the weight percentage of described component A is 70~95%, and the weight percentage of described B component is 5~30%.
5. acid grey dye composition as claimed in claim 1, it is characterized in that described composition is made up of suc as formula B component and auxiliary agent shown in (II) suc as formula the component A shown in (I) and one or more structures one or more structures basically, based on described component A and B component, described component A weight fraction is 60~95%, described B component weight fraction is 5~40%, and the amount of described auxiliary agent is 0.3~2: 1 with the ratio of the gross weight of component A and B component.
6. acid grey dye composition as claimed in claim 1 is characterized in that described acid grey dye composition is made up of suc as formula B component and auxiliary agent shown in (II) suc as formula the component A shown in (I) and one or more structures one or more structures basically; Based on described component A and B component, the weight percentage of described component A is 70~95%, and the weight percentage of described B component is 5~30%; The weight of described auxiliary agent and component A are 0.3~2: 1 with the ratio of B component gross weight.
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Applications Claiming Priority (1)
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CN 200710164443 CN101177547B (en) | 2007-11-30 | 2007-11-30 | Acid grey dye composition |
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CN101177547A CN101177547A (en) | 2008-05-14 |
CN101177547B true CN101177547B (en) | 2010-06-09 |
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CN102206429B (en) * | 2011-04-06 | 2013-07-03 | 浙江大井化工有限公司 | Acidic gray dye mixture |
CN114874643B (en) * | 2022-06-24 | 2023-08-29 | 约克夏(浙江)染化有限公司 | Green acid dye composition, green acid dye, and preparation method and application thereof |
Citations (6)
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CN1459445A (en) * | 2002-05-21 | 2003-12-03 | 拜尔公司 | Process for preparing N,N-twice substituted 1,4-diamino anthraquinone |
CN1594444A (en) * | 2004-06-18 | 2005-03-16 | 吴江市绿洲染料化工有限公司 | Dye mixtures |
EP1593709A1 (en) * | 2003-02-13 | 2005-11-09 | Orient Chemical Industries, Ltd. | Laser light trnasmitting colored polyolefin resin compositions and process for laser welding |
WO2007085572A2 (en) * | 2006-01-26 | 2007-08-02 | Dystar Textilfarben Gmbh & Co Deutschland Kg | Mixtures of fibre reactive dyes production and use thereof |
CN101027348A (en) * | 2004-09-03 | 2007-08-29 | 亨斯迈先进材料(瑞士)有限公司 | Compositions containing anthraquinone dyes |
EP1847375A1 (en) * | 2005-02-09 | 2007-10-24 | Orient Chemical Industries, Ltd. | Laser welded material of laser beam permeable member containing alkaline earth metal salt of anthraquinone acid dye |
-
2007
- 2007-11-30 CN CN 200710164443 patent/CN101177547B/en not_active Expired - Fee Related
Patent Citations (7)
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CN1459445A (en) * | 2002-05-21 | 2003-12-03 | 拜尔公司 | Process for preparing N,N-twice substituted 1,4-diamino anthraquinone |
EP1593709A1 (en) * | 2003-02-13 | 2005-11-09 | Orient Chemical Industries, Ltd. | Laser light trnasmitting colored polyolefin resin compositions and process for laser welding |
EP1860148A1 (en) * | 2003-02-13 | 2007-11-28 | Orient Chemical Industries, Ltd. | Laser ray transmitting colored polyolefin resin composition and method of laser welding |
CN1594444A (en) * | 2004-06-18 | 2005-03-16 | 吴江市绿洲染料化工有限公司 | Dye mixtures |
CN101027348A (en) * | 2004-09-03 | 2007-08-29 | 亨斯迈先进材料(瑞士)有限公司 | Compositions containing anthraquinone dyes |
EP1847375A1 (en) * | 2005-02-09 | 2007-10-24 | Orient Chemical Industries, Ltd. | Laser welded material of laser beam permeable member containing alkaline earth metal salt of anthraquinone acid dye |
WO2007085572A2 (en) * | 2006-01-26 | 2007-08-02 | Dystar Textilfarben Gmbh & Co Deutschland Kg | Mixtures of fibre reactive dyes production and use thereof |
Non-Patent Citations (1)
Title |
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JP特开2005-139445A 2005.06.02 |
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