CN103382314B - A kind of Dark azo type disperse dye composition - Google Patents
A kind of Dark azo type disperse dye composition Download PDFInfo
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- 239000000203 mixture Substances 0.000 title claims abstract description 36
- 239000000986 disperse dye Substances 0.000 title claims abstract description 19
- 239000000975 dye Substances 0.000 claims abstract description 50
- 150000001875 compounds Chemical class 0.000 claims description 23
- 239000012752 auxiliary agent Substances 0.000 claims description 13
- 239000002131 composite material Substances 0.000 claims description 7
- 238000004043 dyeing Methods 0.000 abstract description 16
- 230000002209 hydrophobic effect Effects 0.000 abstract description 6
- 239000000463 material Substances 0.000 abstract description 6
- 238000005406 washing Methods 0.000 abstract description 4
- 239000002657 fibrous material Substances 0.000 abstract description 3
- 229920000728 polyester Polymers 0.000 abstract description 3
- 239000002270 dispersing agent Substances 0.000 description 14
- 238000000034 method Methods 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 239000004744 fabric Substances 0.000 description 12
- 238000002156 mixing Methods 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- 229920005552 sodium lignosulfonate Polymers 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- 238000009826 distribution Methods 0.000 description 8
- 238000000227 grinding Methods 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 5
- 239000002002 slurry Substances 0.000 description 5
- 239000004753 textile Substances 0.000 description 5
- ROPYWXVRNREIQD-UHFFFAOYSA-N 2-[n-(2-cyanoethyl)-4-[(2,6-dichloro-4-nitrophenyl)diazenyl]anilino]ethyl acetate Chemical compound C1=CC(N(CCC#N)CCOC(=O)C)=CC=C1N=NC1=C(Cl)C=C([N+]([O-])=O)C=C1Cl ROPYWXVRNREIQD-UHFFFAOYSA-N 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000007639 printing 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
- 0 CCN(*)c(cc1)ccc1N=Nc(cc1)ccc1[N+]([O-])=O Chemical compound CCN(*)c(cc1)ccc1N=Nc(cc1)ccc1[N+]([O-])=O 0.000 description 2
- 229920001732 Lignosulfonate Polymers 0.000 description 2
- -1 alkyl naphthalene sulfonic acid formaldehyde Chemical compound 0.000 description 2
- 238000010017 direct printing Methods 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
- 238000002203 pretreatment Methods 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 238000012360 testing method 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
- 239000013543 active substance Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 238000009980 pad dyeing Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000000135 prohibitive effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000007974 sodium acetate buffer Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
Abstract
The invention provides a kind of Dark azo type disperse dye composition, mainly comprise the component A(I of 20 ~ 85 mass parts), the B component (II) of 5 ~ 50 mass parts, the component C(III of 1 ~ 45 mass parts) and the component D((IV-1 of 1 ~ 45 mass parts) and/or (IV-2)); Dark azo type disperse dye composition of the present invention, when being applied to hydrophobic fiber material dyeing, every dyeing behavior and colour fastness particularly washing fastness are given prominence to.Be specially adapted to polyester material dyeing, the feature such as there is the interdependent scope of pH wide (can dye under the condition of pH value 3.5 ~ 9.5), tinctorial yield is high, lifting force is excellent.
Description
(1) technical field
The present invention relates to a kind of Dark azo type disperse dye composition, especially a kind of blueness of applicable printing hydrophobic filamentary material is to black disperse dye composition.
(2) background technology
The serial kind maximum as usage quantity in deep color dispersion dyes of blue-black, C.I. DISPERSE ORANGE 30 200 76 is because of its colour fastness excellence, and colorant match excellent property, normal and C.I. 63 ,DIS,PER,SE ,Vio,let, 63 93, C.I. EX-SF DISPERSE BLUE EX-SF 300 291:1 blending obtain the blue-black series dispersed dye of excellent property.But because C.I. DISPERSE ORANGE 30 200 76 under given conditions can cracking and produce harmful arylamine, human body is produced irritated, therefore by C.I. DISPERSE ORANGE 30 200 76 blending blue-black series dispersed dye be classified as prohibitive dye by European Union member countries, seek environment-friendly type, colour fastness excellence blue-black series dispersed dye become the task of top priority.Patent CN102702790A discloses and is undertaken composite by novel orange structure replacement C.I. DISPERSE ORANGE 30 200 76, can obtain new disperse black dye composition, but this disperse black dye composition particularly still has the space promoted further in washing fastness in dyeing behavior.Along with the minimizing of monogenetic dyestuff mechanical development and the limitation in deep colour dyeing thereof, the compound synergic between dyestuff and dyestuff has become trend and the emphasis of industry research in recent years.
(3) summary of the invention
For improving the performance of deep color dispersion dyes particularly black-and-blue dyestuff further, the invention provides a kind of Dark azo type disperse dye composition, when being applied to hydrophobic fiber material dyeing, every dyeing behavior and colour fastness particularly washing fastness are given prominence to.
The technical solution used in the present invention is:
A kind of Dark azo type disperse dye composition, mainly comprises the component D of the component A of 20 ~ 85 mass parts, the B component of 5 ~ 50 mass parts, the component C of 1 ~ 45 mass parts and 1 ~ 45 mass parts; Described component A is selected from least one in formula (I-1) ~ (I-2) compound; Described B component is selected from least one in formula (II-1) ~ (II-2) compound; Described component C is selected from least one in formula III compound; Described component D is selected from least one in formula (IV-1) ~ formula (IV-2) compound;
In above-mentioned formula III and (IV-1), n1 ~ n3 is independently 1 or 2, m1 ~ m3 separately
Respective be independently 0,1,2 or 3(be preferably 0).
The preferred structure of formula III is:
The preferred structure of formula (IV-1) is:
Preferably, the mass percentage based on described component A, B component, component C and combination D, component A is 25 ~ 85%, the mass percentage of B component be 5 ~ 50%, component C mass percentage be 1 ~ 45%, component D mass percentage be 1 ~ 45%.
Preferably, described composition is made up of component A, B component, component C and component D, and the mass percentage of component A is 25 ~ 80%, and the mass percentage of B component is 5 ~ 45%, the mass percentage of component C be 1 ~ 40%, component D mass percentage be 1 ~ 40%.
Preferably, also comprise the component E of 1 ~ 30 mass parts in described composition, described component E is selected from least one in compound shown in formula (V-1) ~ formula (V-10);
In formula (V-6), n4 be 1 or 2, m4 be 0,1,2 or 3(be preferably 0).
The preferred structure of formula (V-6) is:
Preferably, described composition is made up of component A, B component, component C, component D and component E, the mass percentage of component A is 25 ~ 80%, the mass percentage of B component is 5 ~ 50%, the mass percentage of component C is 1 ~ 45%, the mass percentage of component D be 1 ~ 45%, component E mass percentage be 1 ~ 25%.
Disperse dye composition of the present invention, preferably composed as follows:
Component A: formula (I-1) and/or formula (I-2) compound;
B component: formula (II-1) and/or formula (II-2) compound;
Component C: formula (III-1) and/or formula (III-2) compound;
Component D: at least one in formula (IV-1.1), (IV-1.2), (IV-2) compound;
Disperse dye composition of the present invention, particularly preferably composed as follows:
Component A: formula (I-1) and/or formula (I-2) compound;
B component: formula (II-1) and/or formula (II-2) compound;
Component C: formula (III-1) and/or formula (III-2) compound;
Component D: at least one in formula (IV-1.1), (IV-1.2), (IV-2) compound;
Component E: at least one in formula (V-3), formula (V-7) ~ (V-10) compound.
Due to the singularity of dye industry, be difficult to also there is no need to make sterling, usually can with the impurity in some preparation process, also allow the physical impurity of moisture containing a small amount of and trace when dye composite of the present invention makes finished product.
Disperse dye composition of the present invention, when selling as product or apply, usually need to carry out conventional commercialization Final finishing processing, exist with the form of dye formulations, described dye formulations comprises dye composite and auxiliary agent two portions.
The present invention also comprises a kind of Dark azo type disperse dye, is made up of described dye composite (A+B+C+D or A+B+C+D+E) and auxiliary agent, and the mass ratio of auxiliary agent and dye composite is 0.3 ~ 5:1.
When disperse dye composition of the present invention is processed into dye formulations, can carry out in known manner, such as, by the filter cake of dye component A ~ E by after the mixing of above-mentioned proportioning, corpusculed is carried out with the pulverizer such as sand mill or shredder under the existence of auxiliary agent, water or other wetting agent, and can be dry further; Also mix with above-mentioned ratio after dye component A ~ E can being carried out corpusculed process with the pulverizer such as sand mill or shredder respectively under the existence of auxiliary agent, water or other wetting agent in addition, and dry further.
Dispersion agent, diffusant and tensio-active agent etc. conventional when described auxiliary agent is dispersed dye commercialization, preferably one of following or its mixture several arbitrarily: the 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 is as dispersing agent NNO, alkyl naphthalene sulfonic acid formaldehyde condensation products is as Dispersant MF (condensation compound of methyl naphthalene sulfonic acid and formaldehyde), benzyl naphthalene sulfonic formaldehyde condensation compound is as dispersing agent CNF etc., and sulfonated lignin are as sodium lignosulfonate (as commercial dispersants Reax83A, Reax85A) etc.
Disperse dye composition of the present invention, the component A used ~ component E, can synthesize by mode well known to those skilled in the art easily, as diazotization conveniently, couling process preparation, or according to the method described in publication EP0038527A, GB2123845A, CN101117446A, JP58-109561A, CN102702790A and GB1326124A or the preparation of similar method, also can commercially available prod be adopted.
According to the dispersed dye preparation made of the present invention, common dip method can be adopted, pad-dyeing method dyes, also can be used for direct printing.Wherein, common dip method, as polyester textile is carried out pre-treatment, is put into dye vat and is contaminated, and dye finishes, and cold water cleaning is to neutral, and strand is dry, then carries out reduction clearing, dries; Direct printing, as fabric is carried out dye pre-treatment, is dried, and setting, printing machine prints dispersed dye mill base, then evaporates, and utilizes the dye fixing that decatize mode makes on fabric, finally washes, stentering forming.
Disperse dye composition of the present invention, after commercial treatment, the dye formulations of gained can liquid state, emulsifiable paste state after corpusculed or carry out dried powdery, graininess supply dyeing by spray-drying process etc., with aforementioned specific blending ratio preparation, black or blue color can be obtained.This disperse dye composition is specially adapted to the printing and dyeing of hydrophobic textile material, comprise dyeing and the stamp of the textile materials of hydrophobic fibre blending that is semi-synthetic or that synthesize, this kind of textile materials can dye in any one form, comprises fiber, yarn or nonwoven fabric or textile fabric or knit goods.
Beneficial effect of the present invention is mainly reflected in: Dark azo type disperse dye composition of the present invention, and when being applied to hydrophobic fiber material dyeing, every dyeing behavior and colour fastness particularly washing fastness are given prominence to.Be specially adapted to polyester material dyeing, the feature such as there is the interdependent scope of pH wide (can dye under the condition of pH value 3.5 ~ 9.5), tinctorial yield is high, lifting force is excellent.
(4) embodiment
Below in conjunction with specific embodiment, the present invention is described further, but protection scope of the present invention is not limited in this:
Embodiment 1:
By 17 grams of formulas (I-1) and the component A of 17 grams (I-2), the B component of 18 grams of formulas (II-1), the component C of 10 grams of formulas (III-1), 28 grams of formulas (IV-1.1) and the component D of 10 grams of formulas (IV-2), the Dispersant MF of 150 grams, the sodium lignosulfonate (Reax85A) of 30 grams, add water 750 grams and stir, grinding distribution is also dry, get product, this dyestuff can be supplied to the excellent black of the every fastness ability of fabric.
Embodiment 2:
By 35 grams of formulas (I-1) and the component A of 35 grams (I-2), the B component of 10 grams of formulas (II-2), the component C of 5 grams of formulas (III-1), 10 grams of formulas (IV-1.2) and the component D of 5 grams of formulas (IV-2), the Dispersant MF of 150 grams, the sodium lignosulfonate (Reax85A) of 30 grams, add water 750 grams and stir, grinding distribution is also dry, get product, this dyestuff can be supplied to the excellent blueness of the every fastness ability of fabric.
Embodiment 3:
By 35 grams of formulas (I-1) and the component A of 35 grams (I-2), the B component of 10 grams of formulas (II-2), the component C of 5 grams of formulas (III-2), 10 grams of formulas (IV-1.2) and the component D of 5 grams of formulas (IV-2), the Dispersant MF of 150 grams, the sodium lignosulfonate (Reax85A) of 30 grams, add water 750 grams and stir, grinding distribution is also dry, get product, this dyestuff can be supplied to the excellent blueness of the every fastness ability of fabric.
Embodiment 4 ~ 37:
According to the method described in embodiment 1, unlike the structure and the weight that adopt component A, B component, component C, component D and component E in table 1, add auxiliary agent 200 grams (Dispersant MF is 150 grams, and sodium lignosulfonate Reax85A is 50 grams), after the 750 grams of blendings that add water, stir, make slurries, grinding distribution, dry, obtained finished product, this dyestuff can be supplied to the excellent blueness of the every fastness ability of fabric or black tone.
Table 1
Embodiment 38 ~ 74:
According to the method described in embodiment 1, unlike the structure and the weight that adopt component A, B component, component C, component D and component E in table 2, add auxiliary agent 200 grams (Dispersant MF is 150 grams, and sodium lignosulfonate Reax85A is 50 grams), after the 750 grams of blendings that add water, stir, make slurries, grinding distribution, dry, obtained finished product, this dyestuff can be supplied to the excellent blueness of the every fastness ability of fabric or black tone.
Table 2
Embodiment 75 ~ 79:
According to the method described in embodiment 1, unlike the structure and the weight that adopt component A, B component, component C, component D and component E in table 3, add auxiliary agent 200 grams (Dispersant MF is 150 grams, and sodium lignosulfonate Reax85A is 50 grams), after the 750 grams of blendings that add water, stir, make slurries, grinding distribution, dry, obtained finished product, this dyestuff can be supplied to the excellent blueness of the every fastness ability of fabric or black tone.
Table 3
Embodiment 80 ~ 84:
According to the method described in embodiment 1, unlike the structure and the weight that adopt component A, B component, component C, component D and component E in table 4, add auxiliary agent 200 grams (Dispersant MF is 150 grams, and sodium lignosulfonate Reax85A is 50 grams), after the 750 grams of blendings that add water, stir, make slurries, grinding distribution, dry, obtained finished product, this dyestuff can be supplied to the excellent blueness of the every fastness ability of fabric or black tone.
Table 4
Embodiment 85 ~ 89:
According to the method described in embodiment 1, unlike the structure and the weight that adopt component A, B component, component C, component D and component E in table 5, add auxiliary agent 200 grams (Dispersant MF is 150 grams, and sodium lignosulfonate Reax85A is 50 grams), after the 750 grams of blendings that add water, stir, make slurries, grinding distribution, dry, obtained finished product, this dyestuff can be supplied to the excellent blueness of the every fastness ability of fabric or black tone.
Table 5
Comparative example 1 ~ 4:
Immediate prior art, by embodiment 41 disclosed in patent CN102702790A, embodiment 42, disclosed in patent CN102863821A, embodiment 41, embodiment 42 are respectively as comparative example 1 ~ 4.
Dyeing Example:
Take the dispersed dye that the obtained dispersed dye of 2 grams of embodiments 1 ~ 89, comparative example 1 ~ 4 are obtained, be dispersed in 500 ml waters separately, add 1 gram of dispersing agent NNO to stir, mix with the water of 100 milliliters after drawing 20 milliliters, adjust pH to 4.0 ~ 5.0 with acetic acid/sodium-acetate buffer, put into poly-vinegar fabric, respectively at dye level 1.5%(C), 3%(2C), 6%(4C) condition under be warming up to 70 DEG C, continue with about 2 DEG C/min gradient increased temperature to 130 DEG C, insulation dyeing 45 minutes.Then be cooled to about 80 DEG C and use hot water wash 10min, dry.GB GB/T3921 is adopted to test its fastness to soaping result as following table 6:
Table 6
Adopt GB GB/T2397 to test its lifting force performance, result is as following table 7:
Table 7
| Embodiment | Lifting force |
| Embodiment 1 | A |
| Embodiment 2 | A |
| Embodiment 3 | A |
| Embodiment 4 | A |
| Embodiment 5 | A |
| Embodiment 6 | A |
| Embodiment 7 | A |
| Embodiment 8 ~ 89 | A |
| Comparative example 1 | A-B |
| Comparative example 2 | B |
| Comparative example 3 | A-B |
| Comparative example 4 | A-B |
To sum up, from above-mentioned table 6, table 7, the dyestuff that dyestuff of the present invention provides compared to prior art, it is along with the increase of dye level, and fastness to soaping change is less, and fastness to sublimation is more excellent, and show that dyeing performance of the present invention is more stable, lifting force is better.
Claims (6)
1. a Dark azo type disperse dye composition, mainly comprises the component D of the component A of 20 ~ 85 mass parts, the B component of 5 ~ 50 mass parts, the component C of 1 ~ 45 mass parts and 1 ~ 45 mass parts; Described component A is selected from least one in formula (I-1) ~ (I-2) compound; Described B component is selected from least one in formula (II-1) ~ (II-2) compound; Described component C is selected from least one in formula III compound; Described component D is selected from least one in formula (IV-1) ~ formula (IV-2) compound;
In above-mentioned formula III and (IV-1), n1 ~ n3 be independently separately 1 or 2, m1 ~ m3 be independently 0,1,2 or 3 separately.
2. composition as claimed in claim 1, it is characterized in that: based on described component A, B component, component C and combination D, the mass percentage of component A is 25 ~ 85%, the mass percentage of B component is 5 ~ 50%, the mass percentage of component C be 1 ~ 45%, component D mass percentage be 1 ~ 45%.
3. composition as claimed in claim 1, it is characterized in that described composition is made up of component A, B component, component C and component D, the mass percentage of component A is 25 ~ 80%, the mass percentage of B component is 5 ~ 45%, the mass percentage of component C be 1 ~ 40%, component D mass percentage be 1 ~ 40%.
4. composition as claimed in claim 1, is characterized in that the component E also comprising 1 ~ 30 mass parts in described composition, and described component E is selected from least one in compound shown in formula (V-1) ~ formula (V-10);
In formula (V-6), n4 be 1 or 2, m4 be 0,1,2 or 3.
5. composition as claimed in claim 4, it is characterized in that described composition is made up of component A, B component, component C, component D and component E, the mass percentage of component A is 25 ~ 80%, the mass percentage of B component is 5 ~ 50%, the mass percentage of component C is 1 ~ 45%, the mass percentage of component D be 1 ~ 45%, component E mass percentage be 1 ~ 25%.
6. a Dark azo type disperse dye, is made up of the dye composite described in any one of Claims 1 to 5 and auxiliary agent, and the mass ratio of auxiliary agent and dye composite is 0.3 ~ 5:1.
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| CN105131648A (en) * | 2015-07-03 | 2015-12-09 | 浙江亿得化工有限公司 | Novel composite black disperse dye |
| CN106349753A (en) * | 2016-08-22 | 2017-01-25 | 九江富达实业有限公司 | Novel disperse dye composition |
| KR20220013364A (en) * | 2019-05-23 | 2022-02-04 | 닛뽄 가야쿠 가부시키가이샤 | Method for printing colored dispersions, recording media, and hydrophobic fibers |
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| CN100999619A (en) * | 2007-01-05 | 2007-07-18 | 浙江龙盛染料化工有限公司 | Dispersed black dye composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3930080B2 (en) * | 1996-10-18 | 2007-06-13 | ダイスター・テクステイルフアルベン・ゲゼルシヤフト・ミト・ベシユレンクテル・ハフツング・ウント・コンパニー・ドイツチユラント・コマンデイトゲゼルシヤフト | Black disperse dye mixture |
| CN102702790B (en) * | 2012-06-07 | 2014-06-18 | 江苏之江化工有限公司 | Disperse black azo dye mixture |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN1995154A (en) * | 2006-12-21 | 2007-07-11 | 浙江龙盛集团股份有限公司 | Dispersing orange dye composition and dispersing dye |
| CN100999619A (en) * | 2007-01-05 | 2007-07-18 | 浙江龙盛染料化工有限公司 | Dispersed black dye composition |
| CN101307191A (en) * | 2008-06-28 | 2008-11-19 | 浙江龙盛集团股份有限公司 | Disperse dye composition and disperse dyes |
| CN102344695A (en) * | 2011-11-14 | 2012-02-08 | 浙江闰土股份有限公司 | Composite dye composition, composite disperse dye and preparation method thereof |
| CN102344694A (en) * | 2011-11-14 | 2012-02-08 | 浙江闰土股份有限公司 | Composite dye composition, composite disperse dye and preparation method thereof |
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