CN1995154A - Disperse orange dye composition and disperse dye - Google Patents
Disperse orange dye composition and disperse dye Download PDFInfo
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- CN1995154A CN1995154A CN 200610155382 CN200610155382A CN1995154A CN 1995154 A CN1995154 A CN 1995154A CN 200610155382 CN200610155382 CN 200610155382 CN 200610155382 A CN200610155382 A CN 200610155382A CN 1995154 A CN1995154 A CN 1995154A
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- Prior art keywords
- component
- dye composition
- disperse orange
- orange dye
- alkyl
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Links
- 239000000203 mixture Substances 0.000 title claims abstract description 38
- ZLCUIOWQYBYEBG-UHFFFAOYSA-N 1-Amino-2-methylanthraquinone Chemical compound C1=CC=C2C(=O)C3=C(N)C(C)=CC=C3C(=O)C2=C1 ZLCUIOWQYBYEBG-UHFFFAOYSA-N 0.000 title claims abstract description 23
- 239000001048 orange dye Substances 0.000 title claims abstract description 23
- 239000000986 disperse dye Substances 0.000 title abstract description 10
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 12
- 239000012752 auxiliary agent Substances 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 8
- 239000007859 condensation product Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 238000009833 condensation Methods 0.000 claims description 4
- 230000005494 condensation Effects 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 4
- KTHUKEZOIFYPEH-UHFFFAOYSA-N 1-benzylnaphthalene Chemical compound C=1C=CC2=CC=CC=C2C=1CC1=CC=CC=C1 KTHUKEZOIFYPEH-UHFFFAOYSA-N 0.000 claims description 3
- 229920001732 Lignosulfonate Polymers 0.000 claims description 3
- -1 alkyl naphthalene sulfonic acid formaldehyde Chemical compound 0.000 claims description 3
- NVVZQXQBYZPMLJ-UHFFFAOYSA-N formaldehyde;naphthalene-1-sulfonic acid Chemical compound O=C.C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 NVVZQXQBYZPMLJ-UHFFFAOYSA-N 0.000 claims description 3
- 235000019357 lignosulphonate Nutrition 0.000 claims description 3
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 abstract description 10
- 239000004744 fabric Substances 0.000 abstract description 4
- 238000000034 method Methods 0.000 abstract description 4
- 229920000728 polyester Polymers 0.000 abstract description 3
- 239000007788 liquid Substances 0.000 abstract description 2
- 238000001694 spray drying Methods 0.000 abstract description 2
- 238000005406 washing Methods 0.000 abstract description 2
- 239000006071 cream Substances 0.000 abstract 1
- 239000002657 fibrous material Substances 0.000 abstract 1
- 239000002245 particle Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 210000004243 sweat Anatomy 0.000 abstract 1
- 239000000975 dye Substances 0.000 description 23
- 239000002131 composite material Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000002270 dispersing agent Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- ONTQJDKFANPPKK-UHFFFAOYSA-L chembl3185981 Chemical compound [Na+].[Na+].CC1=CC(C)=C(S([O-])(=O)=O)C=C1N=NC1=CC(S([O-])(=O)=O)=C(C=CC=C2)C2=C1O ONTQJDKFANPPKK-UHFFFAOYSA-L 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 229920005552 sodium lignosulfonate Polymers 0.000 description 2
- STZCRXQWRGQSJD-UHFFFAOYSA-N sodium;4-[[4-(dimethylamino)phenyl]diazenyl]benzenesulfonic acid Chemical compound [Na+].C1=CC(N(C)C)=CC=C1N=NC1=CC=C(S(O)(=O)=O)C=C1 STZCRXQWRGQSJD-UHFFFAOYSA-N 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 239000000080 wetting agent Substances 0.000 description 2
- WODGMMJHSAKKNF-UHFFFAOYSA-N 2-methylnaphthalene-1-sulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(C)=CC=C21 WODGMMJHSAKKNF-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229920004933 Terylene® Polymers 0.000 description 1
- 229920004935 Trevira® Polymers 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
Landscapes
- Coloring (AREA)
Abstract
The invention provides a disperse orange dye composition which basically comprises one or more components A with a structure shown in a formula and one or more components B with a structure shown in a formula (II), wherein based on the components A or B, the weight percentage of the component A is 1-99%, and the weight percentage of the component B is 1-99%; the disperse dye composition can be commercialized to be used for dyeing in a liquid state or a cream state after being micronized or in a powder state or a particle state after being dried by a spray drying method and the like. When the disperse dye prepared by the disperse dye composition is used for dyeing polyester fiber materials, yellow to orange to red dyed fabrics with excellent performances such as bright color, good dispersibility, sun resistance, washing resistance, sweat resistance and the like can be obtained by adjusting the proportion of different components.
Description
(1) technical field
The present invention relates to a kind of disperse orange dye composition and dispersed dye, relate in particular to the disperse dye composition and the dispersed dye of a kind of terylene and BLENDED FABRIC thereof printing and dyeing usefulness.
(2) background technology
Along with the fast development of the new fiber of polyester in recent years and people to the raising that textiles requires, correspondingly, dyeing behavior, environmental-protecting performance that dyestuff itself has are also had higher requirement.Promptly require the good and every fastness of dyeing excellence of the heat-resisting transport property of dyestuff.
Azoic dyestuff is synthetic simple relatively with it, realizes that easily advantage such as large-scale industrial production occupied the maximum market share.It is very common that assembly between its dyestuff mixes application, all is that dyestuff is pieced together the application that mixes as patent EP0491386, JP10251534, JP08100132, and purpose is to promote the printing and dyeing performance of dyestuff.But piece together union dyeing material kind from existing azo, still can not satisfy the demands fully aspect the application performances such as lifting force and dyefastness.
(3) summary of the invention
The present invention promptly is for the disperse orange dye composition and the dispersed dye of a kind of good level-dyeing property, dyefastness excellence are provided.
For reaching goal of the invention the technical solution used in the present invention be:
A kind of disperse orange dye composition, basically form suc as formula the B component shown in (II) suc as formula the component A shown in (I) and one or more structures by one or more structures, based on described component A or B, described component A weight percentage is 1~99%, and described B component weight percentage is 1~99%; The connotation of said here " basically " is this disperse orange dye composition by component A and B constitutes or mainly be made of component A and B, but also may contain other component that some auxiliary agent or a spot of impurity etc. do not influence its dominant hue;
In the formula (I),
X
1Be hydrogen or halogen;
Y
1Be hydrogen or C
1~C
4Alkyl;
R
1Be C
1~C
4Alkyl or cyanoethyl;
R
2For-(CH
2)
n-Ph or-(CH
2)
n-OCO-Ph, wherein n is 1 or 2;
In the formula (II),
X
3For-H ,-NO
2Or-COOR
5, wherein, R
5Be C
1~C
4Alkyl; X
4, X
5Independently be separately-H ,-NO
2Or halogen; Y
2For-H, C
1~C
4Alkyl or alkyl amido;
R
3, R
4Independent separately is C
1~C
4Alkyl or substituted alkyl, the substituting group of described substituted alkyl be cyano group, phenyl ,-OCO-Ph ,-COOR
6, or-OCOR
7, wherein, R
6, R
7Be C
1~C
4Alkyl, and work as X
3For-NO
2, X4 is C
l, R
3For-(CH
2)
n-Ph or-(CH
2)
nDuring-OCO-Ph, R
4Only be-(CH
2)
n-Ph or-(CH
2)
n-OCO-Ph, wherein n is 1 or 2.
Preferably, based on described component A or B, described component A weight percentage is 20~80%, and described B component weight percentage is 20~80%.
Preferred, based on described component A or B, described component A weight percentage is 40~60%, and described B component weight percentage is 40~60%.
More preferred, based on described component A or B, described component A weight content 40%, described B component weight content 60%.
Described disperse orange dye composition is made up of suc as formula the B component shown in (II) suc as formula the component A shown in (I) and one or more structures one or more structures, described component A weight percentage is 1~99%, and described B component weight percentage is 1~99%.
Concrete, described component A is one of following or two or more mixture wherein:
Described B component is one of following or two or more mixture wherein:
Especially, described component A is compound (I-1), and described B component is compound (II-1).
When preparing composite disperse dye composition of the present invention, employed dye monomer A, dye monomer B can be synthetic by mode well known to those skilled in the art easily, also can also can purchase commercial goods dye monomer A, dye monomer B with reference to method of introducing among patent JP58160355A and the CN1844260A or similarly method preparation.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, also allow to contain the physics impurity of a spot of moisture content and trace during composite disperse dye composition commercialization of the present invention.
Composite disperse dye composition of the present invention generally needs to add auxiliary agent and disperses during application.After for example with structural formula (I) and (II) represented component is mixed by above-mentioned proportioning, in the presence of auxiliary agent, water or other wetting agent, carry out corpusculed with pulverizers such as sand mill or shredders; In addition also can with structural formula (I) and (II) represented component in the presence of auxiliary agent, water or other wetting agent, carry out corpusculed respectively and handle the back and mix with above-mentioned ratio with pulverizers such as sand mill or shredders.
The invention still further relates to a kind of disperse orange dye, be made up of described disperse orange dye composition and auxiliary agent, described auxiliary agent is 0.8~5: 1 with the ratio of component A and B gross weight.
Described auxiliary agent is dispersed dye dispersion agent commonly used, diffusants etc. when composite, is preferably one of following or its several mixture arbitrarily: naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl naphthalene sulfonic formaldehyde condensation compound, sulfonated lignin.Concrete, 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 (as commercial dispersants Reax 83A, Reax 85A) etc.
Disperse dye composition of the present invention, the liquid state after can corpusculed after the commercialization, emulsifiable paste attitude or with spray-drying process etc. carry out dried powdery, graininess is supplied with dyeing.When the dispersed dye that make with disperse dye composition of the present invention dye Polyester Fibers, by adjusting proportion among different, can obtain to have that coloured light is gorgeous, the Huang of premium propertiess such as good dispersity, sun-proof, washable, perspiration resistance is to orange to red dyeing and weaving thing.
(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:
Embodiment 1:
With the B component of the component A of 40 gram formulas (I-1), 60 gram formulas (II-1), the sodium lignosulfonates of 195 grams, add water piece together mix after, grind with shredder and to disperse, spraying drying gets product, this dyestuff can offer fabric evenly and the good hues of orange of fastness ability.
Embodiment 2~10:
According to data shown in the table 1, with component A, B component, auxiliary agent 195 grams, add water piece together mix after, grind dispersion with shredder, spraying drying makes finished product then.
Table 1
Embodiment | Dye composite | Auxiliary agent | Weight (g) | Tone | ||
Component A | B component | Component A | B component | |||
2 | (I-1) (I-2) | (II-1) | MF | 35 35 | 30 | Orange |
3 | (I-3) | (II-2) | CNF | 70 | 30 | Red |
4 | (I-4) | (II-3) (II-10) | MF | 1 | 49 50 | Orange |
5 | (I-5) | (II-4) | 83A | 20 | 80 | Dark orange |
6 | (I-6) | (II-5) | CNF | 99 | 1 | Orange |
7 | (I-7) | (II-6) (II-11) | 83A | 40 | 30 30 | Orange |
8 | (I-8) | (II-7) | 83A | 1 | 99 | Orange |
9 | (I-2) (I-8) | (II-8) | 83A | 50 30 | 20 | Orange |
10 | (I-3) (I-5) | (II-9) (II-12) | NNO | 5 10 | 10 75 | Yellow |
Embodiment 11
Respectively getting 0.5 dispersed dye that make of gram embodiment 1~10 is dispersed in 500 ml waters, mix with 60 milliliters water after drawing 20 milliliters, transferring dye bath PH with acetic acid is 5, be warming up to 70 ℃ put into simultaneously 2 the gram trevira dye, in 30 minutes, be warmed up to 130 ℃ by 70 ℃, be incubated 30 minutes, begin sampling when being cooled to 90 ℃.Observe sample cloth coloured light, adopt that GB GB/T3921-1997, GB/T3920-1997, GB/T5718-1997, GB/T8427-1998 test respectively that it is washable, rub resistance, perspiration resistance, sun-resistant fastness, the results are shown in Table 2.
Table 2
Embodiment | Fastness to washing (60 ℃) | Fastness to rubbing | Fastness to sublimation | Sun-resistant fastness | ||
Variable color | Nylon is stained with | Do | Wet | |||
Embodiment 1 | 4~5 grades | 4~5 grades | 5 grades | 4~5 grades | 5 grades | 6~7 grades |
Embodiment 2 | 4~5 grades | 4~5 grades | 5 grades | 4~5 grades | 5 grades | 6~7 grades |
Embodiment 3 | 4 grades | 4~5 grades | 4~5 grades | 4~5 grades | 4~5 grades | 6 grades |
Embodiment 4 | 4~5 grades | 4~5 grades | 4~5 grades | 4~5 grades | 4~5 grades | 6~7 grades |
Embodiment 5 | 4~5 grades | 4~5 grades | 4~5 grades | 4~5 grades | 4~5 grades | 6~7 grades |
Embodiment 6 | 4 grades | 4~5 grades | 4~5 grades | 4~5 grades | 4~5 grades | 6 grades |
Embodiment 7 | 4~5 grades | 4~5 grades | 4~5 grades | 4~5 grades | 4~5 grades | 6~7 grades |
Embodiment 8 | 4~5 grades | 4~5 grades | 4~5 grades | 4~5 grades | 4~5 grades | 6 grades |
Embodiment 9 | 4 grades | 4~5 grades | 4~5 grades | 4~5 grades | 4~5 grades | 6 grades |
Embodiment | 4~5 grades | 4~5 grades | 4~5 grades | 4~5 grades | 4~5 grades | 6~7 grades |
Test result shows: the every fastness excellent property of disperse orange dye composition provided by the invention, composite effect is remarkable.
Claims (10)
1. disperse orange dye composition, basically form suc as formula the B component shown in (II) suc as formula the component A shown in (I) and one or more structures by one or more structures, based on described component A or B, described component A weight percentage is 1~99%, and described B component weight percentage is 1~99%;
In the formula (I),
X
1Be hydrogen or halogen;
Y
1Be hydrogen or C
1~C
4Alkyl;
R
1Be C
1~C
4Alkyl or cyanoethyl;
R
2For-(CH
2)
n-Ph or-(CH
2)
n-OCO-Ph, wherein n is 1 or 2;
In the formula (II),
X
3For-H ,-NO
2Or-COOR
5, wherein, R
5Be C
1~C
4Alkyl;
X
4, X
5Independently be separately-H ,-NO
2Or halogen;
Y
2For-H, C
1~C
4Alkyl or alkyl amido;
R
3, R
4Independent separately is C
1~C
4Alkyl or substituted alkyl, the substituting group of described substituted alkyl be cyano group, phenyl ,-OCO-Ph ,-COOR
6, or-OCOR
7, wherein, R
6, R
7Be C
1~C
4Alkyl, and work as X
3For-NO
2, X
4Be Cl, R
3For-(CH
2)
n-Ph or-(CH
2)
nDuring-OCO-Ph, R
4Only be-(CH
2)
n-Ph or-(CH
2)
n-OCO-Ph, wherein n is 1 or 2.
2. disperse orange dye composition as claimed in claim 1 is characterized in that: based on described component A or B, described component A weight percentage is 20~80%, and described B component weight percentage is 20~80%.
3. disperse orange dye composition as claimed in claim 2 is characterized in that: based on described component A or B, described component A weight percentage is 40~60%, and described B component weight percentage is 40~60%.
4. disperse orange dye composition as claimed in claim 3 is characterized in that: based on described component A or B, and described component A weight content 40%, described B component weight content 60%.
5. disperse orange dye composition as claimed in claim 1, it is characterized in that described disperse orange dye composition is made up of suc as formula the B component shown in (II) suc as formula the component A shown in (I) and one or more structures one or more structures, described component A weight percentage is 1~99%, and described B component weight percentage is 1~99%.
9. disperse orange dye, by forming as described disperse orange dye composition of one of claim 1~5 and auxiliary agent, described auxiliary agent is 0.8~5: 1 with the ratio of component A and B gross weight.
10. disperse orange dye as claimed in claim 9 is characterized in that described auxiliary agent is one of following or its several mixture arbitrarily: naphthalene sulfonic acidformaldehyde condensation product, alkyl naphthalene sulfonic acid formaldehyde condensation products, benzyl naphthalene sulfonic formaldehyde condensation compound, sulfonated lignin.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200610155382 CN1995154B (en) | 2006-12-21 | 2006-12-21 | Dispersing orange dye composition and dispersing dye |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN 200610155382 CN1995154B (en) | 2006-12-21 | 2006-12-21 | Dispersing orange dye composition and dispersing dye |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1995154A true CN1995154A (en) | 2007-07-11 |
CN1995154B CN1995154B (en) | 2010-05-19 |
Family
ID=38250362
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN 200610155382 Expired - Fee Related CN1995154B (en) | 2006-12-21 | 2006-12-21 | Dispersing orange dye composition and dispersing dye |
Country Status (1)
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CN (1) | CN1995154B (en) |
Cited By (19)
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CN102153889A (en) * | 2011-02-24 | 2011-08-17 | 浙江万丰化工有限公司 | Orange disperse dye compound |
CN102229757A (en) * | 2011-04-29 | 2011-11-02 | 浙江闰土股份有限公司 | Disperse dye composition with a color range of yellow to golden yellow |
CN102516815A (en) * | 2011-12-30 | 2012-06-27 | 吴江市绿洲染料化工有限公司 | Disperse orange dye mixture |
CN102618078A (en) * | 2012-03-07 | 2012-08-01 | 浙江万丰化工有限公司 | Disperse dye composition, dyeing method and preparation method of disperse dye composition |
CN103044963A (en) * | 2012-12-11 | 2013-04-17 | 苏州大学 | Dye composition and method for polyester fiber fabric short process alkaline dyeing using the same |
CN103382314A (en) * | 2013-06-21 | 2013-11-06 | 浙江龙盛集团股份有限公司 | Dark azo type disperse dye composition |
CN103602100A (en) * | 2013-11-19 | 2014-02-26 | 江苏盛吉化工有限公司 | Mixture of orange to yellowish-brown disperse dyes |
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2006
- 2006-12-21 CN CN 200610155382 patent/CN1995154B/en not_active Expired - Fee Related
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CN102153889B (en) * | 2011-02-24 | 2013-04-17 | 浙江万丰化工有限公司 | Orange disperse dye compound |
CN102153889A (en) * | 2011-02-24 | 2011-08-17 | 浙江万丰化工有限公司 | Orange disperse dye compound |
CN102229757A (en) * | 2011-04-29 | 2011-11-02 | 浙江闰土股份有限公司 | Disperse dye composition with a color range of yellow to golden yellow |
CN102516815A (en) * | 2011-12-30 | 2012-06-27 | 吴江市绿洲染料化工有限公司 | Disperse orange dye mixture |
CN102618078B (en) * | 2012-03-07 | 2014-02-12 | 浙江万丰化工有限公司 | Disperse dye composition, dyeing method and preparation method of disperse dye composition |
CN102618078A (en) * | 2012-03-07 | 2012-08-01 | 浙江万丰化工有限公司 | Disperse dye composition, dyeing method and preparation method of disperse dye composition |
CN103044963A (en) * | 2012-12-11 | 2013-04-17 | 苏州大学 | Dye composition and method for polyester fiber fabric short process alkaline dyeing using the same |
CN103382314A (en) * | 2013-06-21 | 2013-11-06 | 浙江龙盛集团股份有限公司 | Dark azo type disperse dye composition |
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