CN100503738C - Disperse yellow-brown dye composition and disperse dye - Google Patents
Disperse yellow-brown dye composition and disperse dye Download PDFInfo
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- CN100503738C CN100503738C CNB2006101550837A CN200610155083A CN100503738C CN 100503738 C CN100503738 C CN 100503738C CN B2006101550837 A CNB2006101550837 A CN B2006101550837A CN 200610155083 A CN200610155083 A CN 200610155083A CN 100503738 C CN100503738 C CN 100503738C
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- Prior art keywords
- component
- disperse yellow
- formula
- disperse
- yellow brown
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- 239000000203 mixture Substances 0.000 title claims abstract description 23
- 239000001049 brown dye Substances 0.000 title claims abstract description 22
- 239000000986 disperse dye Substances 0.000 title abstract description 4
- 239000000975 dye Substances 0.000 claims description 41
- 239000002131 composite material Substances 0.000 claims description 22
- VGKYEIFFSOPYEW-UHFFFAOYSA-N 2-methyl-4-[(4-phenyldiazenylphenyl)diazenyl]phenol Chemical compound Cc1cc(ccc1O)N=Nc1ccc(cc1)N=Nc1ccccc1 VGKYEIFFSOPYEW-UHFFFAOYSA-N 0.000 claims description 20
- 150000001875 compounds Chemical class 0.000 claims description 20
- 239000012752 auxiliary agent Substances 0.000 claims description 12
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
- 125000001731 2-cyanoethyl group Chemical group [H]C([H])(*)C([H])([H])C#N 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229920005552 sodium lignosulfonate Polymers 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 239000002994 raw material Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 9
- 238000004043 dyeing Methods 0.000 abstract description 7
- 239000004744 fabric Substances 0.000 abstract description 7
- 229920000728 polyester Polymers 0.000 abstract description 3
- 239000007788 liquid Substances 0.000 abstract description 2
- 239000001045 blue dye Substances 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 239000002657 fibrous material Substances 0.000 abstract 1
- 239000008187 granular material Substances 0.000 abstract 1
- 239000002245 particle Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 230000001105 regulatory effect Effects 0.000 abstract 1
- 210000004243 sweat Anatomy 0.000 abstract 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 239000002270 dispersing agent Substances 0.000 description 5
- 239000007859 condensation product Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 238000005507 spraying Methods 0.000 description 4
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- KTHUKEZOIFYPEH-UHFFFAOYSA-N 1-benzylnaphthalene Chemical compound C=1C=CC2=CC=CC=C2C=1CC1=CC=CC=C1 KTHUKEZOIFYPEH-UHFFFAOYSA-N 0.000 description 2
- 229920001732 Lignosulfonate Polymers 0.000 description 2
- 229920004935 Trevira® Polymers 0.000 description 2
- -1 alkyl naphthalene sulfonic acid formaldehyde Chemical compound 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 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 description 2
- 239000012535 impurity Substances 0.000 description 2
- 235000019357 lignosulphonate Nutrition 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000005070 sampling Methods 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- 239000003643 water by type Substances 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
- 229920004933 Terylene® Polymers 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000007812 deficiency Effects 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
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 230000001360 synchronised effect Effects 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000009941 weaving Methods 0.000 description 1
Abstract
The disperse yellow-brown dye composition and corresponding disperse dye are provided. The disperse yellow-brown dye composition consists of component A in 1-99 wt% and component B in 1-99 wt% basically, with the structures of component A and component B being shown. The disperse yellow-brown dye composition may be treated into liquid state with particle, emulsion, powder or granule. The disperse yellow-brown dye based on the disperse blue dye composition is used in dyeing polyester fiber material, and through regulating the ratio of different components, excellent yellow to orange dyed fabric with bright color, excellent dispersivity, sunfast property, water resistance, sweat resistance and other advantages may be obtained.
Description
(1) technical field
The present invention relates to a kind of disperse yellow brown dye composite and dispersed dye, relate in particular to the disperse yellow brown dye composite 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 dyestuff that high lifting force and every fastness of dyeing are arranged.
With regard to dispersed dye, the work of large-scale development new dye structure is rare, and a large amount of work has turned between the application performance, dyestuff of dyestuff and in the research of the compound synergic of dyestuff and auxiliary agent.But from existing composite dye species, application performances such as its dyeing compatibleness and circulation ratio still can not satisfy the demands fully.
(3) summary of the invention
Be to solve the deficiency of dispersed dye compatibleness and poor reproducibility in the prior art, the invention provides that a kind of synchronous colouring is good, compatibleness is good, the disperse dye composition of favorable reproducibility and dispersed dye thereof.
For reaching goal of the invention the technical solution used in the present invention be:
A kind of disperse yellow brown dye composite, basically by one or more structures suc as formula the component A shown in (I) and one or more structures suc as formula (II) or/and (III) or/and the B component (IV) form, based on described component A and B component, described component A weight fraction is 1～99%, and described B component weight fraction is 1～99%;
In the formula (I), X, Y independently are hydrogen or halogen separately;
R
1, R
2Independent separately is ethyl or cyanoethyl;
In the formula (II), R
3Be methyl or ethyl; R
4, R
5Independently separately be-H or-NO
2, or
-Cl or-Br or-O-SO
2-Ph;
In the formula (III), R
6For-H or-Br;
In the formula (IV), R
7Be methyl or ethyl;
When described composition only is made up of suc as formula the B component shown in (III) suc as formula component A shown in (I) and structure structure, and X, Y be hydrogen, R
1Be ethyl, R
2During cyanoethyl, R
6Must be-Br.
Preferably, based on described component A and B component, described component A weight fraction is 50～99%, and described B component weight fraction is 1～50%.
More preferred, based on described component A and B component, described component A weight fraction is 70～99%, and described B component weight fraction is 1～30%.
Preferably, the described disperse yellow brown dye composite component A that is weight fraction 70～99% and the mixture of weight fraction 1～30% B component.
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:
When described B component only was compound (III-1), component A was the mixture of two or more structure suc as formula compound shown in (I).
Preferably, the mixture of the compound (I-2) of the described disperse yellow brown dye composite compound (I-1) that is weight fraction 70～95%, weight fraction 1～10% and 1～25% compound (II-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, also allows to contain the physics impurity of a spot of moisture content and trace when dispersed dye of the present invention are made finished product.
Prepare dispersed dye of the present invention, the dye composition of employed formula (I)～formula (IV) can be synthetic by mode well known to those skilled in the art easily, wherein B component also can also can adopt the commercial goods with reference to the method preparation of introducing among the patent DE3246949.
Dispersed dye of the present invention need when being applied to dye to handle through commercialization, as need to add auxiliary agent and disperse.After for example component A, the represented former dyestuff of B component being 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; Also component A, the represented former dyestuff of B component can be carried out mixing with above-mentioned ratio after corpusculed is handled with pulverizers such as sand mill or shredders respectively in the presence of auxiliary agent, water or other wetting agent in addition.Usually, auxiliary agent is 0.8～5:1 with the ratio of former dyestuff weight.
Described auxiliary agent is dispersed dye dispersion agent commonly used, diffusants etc. when composite, one of preferred following or its several mixture arbitrarily: 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 (as commercial dispersants Reax 83A, Reax 85A) etc.
The invention still further relates to a kind of disperse yellow brown dyestuff, add auxiliary agent by described disperse yellow brown dye composite and make, described auxiliary agent is 0.8～5:1 with the ratio of described dye composite weight.
Preferably, it is composed as follows to prepare the raw material weight of described dispersed dye:
80～85 parts of compounds (I-1)
3～6 parts of compounds (I-2)
10～15 parts of compounds (II-1)
100～200 parts of sodium lignosulfonates.
Disperse yellow brown dye composite 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.When the dyestuff that makes with disperse dye composition of the present invention dyes Polyester Fibers,, can obtain to have that coloured light is gorgeous by adjusting proportion among different, the Huang of premium propertiess such as good dispersity, sun-proof, washable, perspiration resistance is to orange 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 component A of 84 gram formulas (I-1), the component A of 5 gram formulas (I-2), the B component of 11 gram formulas (II-1), the sodium lignosulfonate of 195 grams, after adding water and piece together mixing, grind with shredder and to disperse spraying drying, get product, this dyestuff can offer fabric evenly and good orange of fastness ability.
Embodiment 2:
With the component A of 84 gram formulas (I-1), the component A of 5 gram formulas (I-2), the B component of 11 gram formulas (II-2), the sodium lignosulfonate of 195 grams, after adding water and piece together mixing, grind with shredder and to disperse spraying drying, get product, this dyestuff can offer fabric evenly and good orange of fastness ability.
Embodiment 3～6:
According to data shown in the table 1, with component A, B component, 195 gram auxiliary agents, add water piece together mix after, grind dispersion with shredder, spraying drying makes finished product then.
Table 1
Embodiment 7:
Respectively getting 0.5 dispersed dye that make of gram embodiment 1～6 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/T3922-1997, 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
Test result shows: the every fastness excellent property of gained dispersed dye, composite effect is remarkable.
Embodiment 8～32:
According to data shown in the table 2, with component A, B component, auxiliary agent, add water and piece together to mix after, grind dispersion with shredder, spraying drying makes finished product then, can offer the fabric Huang to hues of orange.
Table 2
Embodiment 33:
Respectively getting 0.5 dispersed dye that make of gram embodiment 7～32 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/T3922-1997, GB/T8427-1998 test respectively that it is washable, rub resistance, perspiration resistance, sun-resistant fastness, wherein, fastness to washing reaches more than 4 grades, wear-resisting wiping, fastness to perspiration are more than 4～5 grades, sun-resistant fastness is more than 6 grades, uniform hue.
Claims (9)
1. disperse yellow brown dye composite, by one or more structures suc as formula the component A shown in (I) and one or more structures suc as formula (II) or/and (III) or/and the B component (IV) form, based on described component A and B component, described component A weight fraction is 1～99%, and described B component weight fraction is 1～99%;
In the formula (I), X, Y independently are hydrogen or halogen separately;
R
1, R
2Independent separately is ethyl or cyanoethyl;
In the formula (II), R
3Be methyl or ethyl; R
4, R
5Independently separately be-H or-NO
2, or-Cl or-Br or-O-SO
2-Ph;
In the formula (III), R
6For-H or-Br;
In the formula (IV), R
7Be methyl or ethyl;
When described composition only is made up of suc as formula the B component shown in (III) suc as formula component A shown in (I) and structure structure, and X, Y be hydrogen, R
1Be ethyl, R
2During cyanoethyl, R
6Must be-Br.
2. disperse yellow brown dye composite as claimed in claim 1 is characterized in that: based on described component A and B component, described component A weight fraction is 50～99%, and described B component weight fraction is 1～50%.
3. disperse yellow brown dye composite as claimed in claim 2 is characterized in that: based on described component A and B component, described component A weight fraction is 70～99%, and described B component weight fraction is 1～30%.
4. as the described disperse yellow brown dye composite of one of claim 1～3, it is characterized in that described component A is one of following or two or more mixture wherein:
5. as the described disperse yellow brown dye composite of one of claim 1～3, it is characterized in that described B component is one of following or two or more mixture wherein:
6. as the described disperse yellow brown dye composite of one of claim 1～3, when it is characterized in that described B component only for compound (III-1), component A is the mixture of two or more structure suc as formula compound shown in (I):
In the formula (I), X, Y independently are hydrogen or halogen separately;
R
1, R
2Independent separately is ethyl or cyanoethyl.
7. disperse yellow brown dye composite as claimed in claim 1 is characterized in that described disperse yellow brown dye composite is the compound (I-2) of the compound of weight fraction 70～95% (I-1), weight fraction 1～10% and the mixture of 1～25% compound (II-1):
8. a disperse yellow brown dyestuff is made by adding auxiliary agent as the described disperse yellow brown dye composite of one of claim 1～3, and described auxiliary agent is 0.8～5:1 with the ratio of described dye composite weight.
9. disperse yellow brown dyestuff as claimed in claim 8, the raw material weight that it is characterized in that preparing described dispersed dye is composed as follows:
80～85 parts of compounds (I-1)
3～6 parts of compounds (I-2)
10～15 parts of compounds (II-1)
100～200 parts of sodium lignosulfonates
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006101550837A CN100503738C (en) | 2006-12-07 | 2006-12-07 | Disperse yellow-brown dye composition and disperse dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006101550837A CN100503738C (en) | 2006-12-07 | 2006-12-07 | Disperse yellow-brown dye composition and disperse dye |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1974680A CN1974680A (en) | 2007-06-06 |
| CN100503738C true CN100503738C (en) | 2009-06-24 |
Family
ID=38125047
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2006101550837A Expired - Fee Related CN100503738C (en) | 2006-12-07 | 2006-12-07 | Disperse yellow-brown dye composition and disperse dye |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN100503738C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101775236A (en) * | 2010-01-29 | 2010-07-14 | 陶国来 | Disperse dye |
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| CN101100560B (en) * | 2007-07-24 | 2010-08-11 | 浙江龙盛染料化工有限公司 | Deep color dispersion dyes composition |
| CN101591477B (en) * | 2009-06-01 | 2013-05-01 | 浙江山峪染料化工有限公司 | Disperse dye |
| CN101880476B (en) * | 2010-06-29 | 2013-09-11 | 浙江龙盛染料化工有限公司 | Yellow-to-orange disperse dye composition |
| CN101864197A (en) * | 2010-07-07 | 2010-10-20 | 陶国来 | Yellow disperse dye with high sublimation fastness |
| CN101979442A (en) * | 2010-07-30 | 2011-02-23 | 江苏亚邦染料股份有限公司 | Golden yellow disperse dye for direct printing on polyester fibers |
| CN103173038B (en) * | 2013-03-08 | 2014-10-08 | 浙江吉华集团股份有限公司 | Environmentally-friendly composite disperse yellow dye |
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| CN104088165B (en) * | 2013-05-16 | 2017-02-08 | 上海安诺其集团股份有限公司 | Use of disperse dye in polyester fiber dyeing |
| CN104087010B (en) * | 2013-05-16 | 2016-06-01 | 上海安诺其集团股份有限公司 | A kind of admixture of disperse dyes |
| CN104371363B (en) * | 2013-12-30 | 2016-12-28 | 阮偶娟 | A kind of Yellow disperse dye, its preparation method and purposes |
| CN104371361B (en) * | 2013-12-30 | 2017-02-15 | 阮偶娟 | Yellow disperse dye composition and disperse dye and preparation method and use thereof |
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| CN105315719A (en) * | 2014-06-19 | 2016-02-10 | 太湖亚太精化有限公司 | Low-temperature environment-friendly dispersed dye |
| CN104292884B (en) * | 2014-10-13 | 2016-02-17 | 浙江山峪染料化工有限公司 | A kind of mixed crystal type yellow disperse dye composition |
| CN104497629B (en) * | 2014-12-31 | 2017-09-22 | 浙江闰土股份有限公司 | Yellow liquid disperse dyes and its preparation method and purposes |
| CN106380892A (en) * | 2016-08-16 | 2017-02-08 | 上海贝通色彩科技有限公司 | A dispersed dye composition used for triacetate fibers |
| CN108250795B (en) * | 2017-12-31 | 2019-11-05 | 浙江龙盛化工研究有限公司 | A kind of disperse yellow dye composition |
| CN110982300A (en) * | 2020-01-15 | 2020-04-10 | 浙江博澳染料工业有限公司 | Environment-friendly disperse golden dye and application thereof |
| CN112457688A (en) * | 2020-11-09 | 2021-03-09 | 菲诺染料化工(无锡)有限公司 | Disperse dye composition and environment-friendly disperse yellow-brown dye |
| CN113980487A (en) * | 2021-11-03 | 2022-01-28 | 菲诺染料化工(无锡)有限公司 | High-fastness yellow-brown disperse dye mixture |
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| US4194882A (en) * | 1977-05-07 | 1980-03-25 | Hoechst Aktiengesellschaft | Process for the dyeing or printing of polyester fibers |
| CN1696204A (en) * | 2005-06-07 | 2005-11-16 | 浙江闰土股份有限公司 | Composite environmental protection type grey disperse dyes |
-
2006
- 2006-12-07 CN CNB2006101550837A patent/CN100503738C/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4194882A (en) * | 1977-05-07 | 1980-03-25 | Hoechst Aktiengesellschaft | Process for the dyeing or printing of polyester fibers |
| CN1696204A (en) * | 2005-06-07 | 2005-11-16 | 浙江闰土股份有限公司 | Composite environmental protection type grey disperse dyes |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN101775236A (en) * | 2010-01-29 | 2010-07-14 | 陶国来 | Disperse dye |
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|---|---|
| CN1974680A (en) | 2007-06-06 |
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