CN106084888B - A kind of disperse orange dye composition - Google Patents
A kind of disperse orange dye composition Download PDFInfo
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- CN106084888B CN106084888B CN201610442686.9A CN201610442686A CN106084888B CN 106084888 B CN106084888 B CN 106084888B CN 201610442686 A CN201610442686 A CN 201610442686A CN 106084888 B CN106084888 B CN 106084888B
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- 239000000203 mixture Substances 0.000 title claims abstract description 20
- 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 16
- 239000001048 orange dye Substances 0.000 title claims abstract description 16
- 239000012752 auxiliary agent Substances 0.000 claims description 12
- 239000007859 condensation product Substances 0.000 claims description 6
- 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
- NMDKWAQVRNUKQH-UHFFFAOYSA-N 2-benzylnaphthalene-1-sulfonic acid formaldehyde Chemical compound C=O.C(C1=CC=CC=C1)C1=C(C2=CC=CC=C2C=C1)S(=O)(=O)O NMDKWAQVRNUKQH-UHFFFAOYSA-N 0.000 claims description 2
- 229920001732 Lignosulfonate Polymers 0.000 claims description 2
- -1 alkyl naphthalene sulfonic acid formaldehyde Chemical compound 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 abstract description 18
- 150000001875 compounds Chemical class 0.000 abstract description 17
- 238000005406 washing Methods 0.000 abstract description 7
- 239000002657 fibrous material Substances 0.000 abstract description 5
- 230000002209 hydrophobic effect Effects 0.000 abstract description 5
- 238000004821 distillation Methods 0.000 abstract description 4
- 239000000975 dye Substances 0.000 description 16
- 238000000034 method Methods 0.000 description 11
- 229920002334 Spandex Polymers 0.000 description 9
- 239000000986 disperse dye Substances 0.000 description 9
- 239000004744 fabric Substances 0.000 description 9
- 239000004759 spandex Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000002270 dispersing agent Substances 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 239000000835 fiber Substances 0.000 description 4
- 238000000227 grinding Methods 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 238000007639 printing Methods 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 238000010017 direct printing Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 229920005610 lignin Polymers 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 238000009941 weaving Methods 0.000 description 2
- VGKYEIFFSOPYEW-UHFFFAOYSA-N 2-methyl-4-[(4-phenyldiazenylphenyl)diazenyl]phenol Chemical compound Cc1cc(ccc1O)N=Nc1ccc(cc1)N=Nc1ccccc1 VGKYEIFFSOPYEW-UHFFFAOYSA-N 0.000 description 1
- 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
- 125000005466 alkylenyl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001049 brown dye Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000000306 component Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000011109 contamination Methods 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
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/0079—Azoic dyestuff preparations
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/008—Preparations of disperse dyes or solvent dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
- D06P1/18—Azo dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8276—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing ester groups
Abstract
The invention discloses a kind of disperse orange dye compositions, mainly it is made of component A, component B, component C, wherein component A is selected from one or more in compound shown in formula (I), component B is selected from one or more in compound shown in formula (II), component C is selected from one or more in compound shown in formula (III), based on the component A, component B and component C, the mass percentage of component A is 1~30%, the mass percentage of component B is 30~90%, and the mass percentage of component C is 5~50%；The disperse orange dye composition of the present invention when being applied to hydrophobic fiber material dyeing, has the characteristics that resistance to distillation, rub resistance and washing fastness are excellent.
Description
Technical field：
The present invention relates to a kind of disperse orange dye composition, the height jail of especially a kind of suitable printing hydrophobic fibrous material
Spend disperse orange dye composition.
Background technology：
Currently, the dyeing of polyester fibre/spandex stockinette mainly uses disperse dyes.Since disperse dyes are to the affinity of spandex
Height, stainability are good, therefore disperse dyes are serious to the contamination of spandex.When carrying out wet fastness test applied to dyeing textile clothes,
The disperse dyes being infected on spandex are easy to migrate out from fiber, influence the wet process color fastness of polyester fibre/spandex textile.
During much disperse dyes have good washable equal wet colour fastnesses on terylene, but the fastness to washing on spandex can only achieve
Etc. levels, this to require high product in dyeing process to there is a problem of color fastness to washing larger.Therefore, there is an urgent need to
Exploitation is smaller to spandex affinity, or to disperse dyes of the spandex dyeing with preferable staining fastness.
Although the applicant provide in the early time it is a kind of be applied to wash/polyurethane fabric dyeing after the excellent disperse yellow of every fastness
There are still larger rooms for promotion for brown dye composition, Patent No. ZL201010262645.4, but the dyestuff composite article.
Invention content：
To solve the above problems, the present invention provides a kind of high fastness disperse orange dye composition, it is fine to be applied to hydrophobicity
When tieing up dyeing material, have the characteristics that resistance to distillation, rub resistance and washing fastness are excellent, it is particularly suitable more demanding to color fastness
Wash/the dyeing of ammonia stockinette.
The technical solution adopted by the present invention is：
A kind of disperse orange dye composition is mainly made of component A, component B, component C, and wherein component A is selected from formula (I) institute
Show one or more in compound, component B is selected from one or more in compound shown in formula (II), and component C is selected from formula
(III) one or more in compound shown in, based on the component A, component B and component C, the mass percentage of component A
It is 1~30%, the mass percentage of component B is 30~90%, and the mass percentage of component C is 5~50%；
In formula (I)：
R1For C1~C4Alkyl or phenyl；R2、R3Respectively stand alone as C1~C4Alkyl；M, n is 1 or 2；
In formula (II) and formula (III)：X1For nitro ,-OSO2-Ph、-OSO2-CH3Or-CO-Ph, wherein Ph is phenyl；R4、
R5For C1~C4Alkyl.
Preferably, the mass percentage based on the component A, component B and component C, the component A is 1~20%,
The mass percentage of component B is 40~80%, and the mass percentage of component C is 5~40%.
Further, the component A is selected from one of following formula or in which two or more mixtures：
The component B preferably is selected from one of following formula or two kinds of mixture：
The component C preferably is selected from one of following formula or two or more mixtures：
Further, the disperse orange dye composition further includes having auxiliary agent, auxiliary agent and component A~C in combination weight it
Than being 0.2~5:1；The auxiliary agent is common dispersant, diffusant and other surfactants etc. when disperse dyes compound,
It preferably is selected from one of following or in which two or more mixture：Naphthalene sulfonic acid-formaldehyde condensation product, lignosulfonates, alkyl naphthalene sulfonic acid
Formaldehyde condensation products (such as condensation compound of methyl naphthalene sulfonic acid and formaldehyde (Dispersant MF)), naphthalene sulfonic acid-formaldehyde condensation product (dispersing agent NNO), benzyl
Naphthalene sulfonic acid-formaldehyde condensation product (dispersing agent CNF), sodium lignin sulfonate (lignin 85A, lignin 83A) etc..
Further, disperse orange dye composition of the present invention is made of component A, component B, component C and auxiliary agent,
Wherein：
Component A is selected from formula (I -1) or (I -2) or combinations thereof
Component B is selected from the combination of formula (II -1) and (II -2)
Component C is selected from one kind or its arbitrary combination in formula (III -1)~(III -3)
Based on the above component A to component C, the mass percentage of component A is 1~30%, the mass percentage of component B
It is 30~90%, the mass percentage of component C is 5~50%, and auxiliary agent is 0.2~5 with component A~C in combination weight ratio:1.
It should be noted that due to the particularity of dye industry, described component A, B and C are difficult also It is not necessary to be made
Sterling usually will produce a small amount of by-product in its synthesis, without being separately separated, can be used for the compounding of dyestuff, amount together
It is preferably controlled within 10% and (is based on dye component weight, disregard auxiliary agent).
The preparation method of disperse orange dye of the present invention is as follows：
After dye monomer compound above-mentioned (former dyestuff) is mixed according to the ratio, sand mill in the presence of auxiliary agent, water
Or the pulverizers such as grinder carry out corpusculed；In addition dye monomer compound can also be used in the presence of auxiliary agent, water respectively
The pulverizers such as sand mill or grinder are mixed in proportion after carrying out corpusculed processing.Disperse orange dye of the present invention
Material can be powdery, graininess after spray drying, this is those skilled in the art with being liquid after sand mill or grinder grinding
Well known preparation method.
In the present invention, it is ripe that dye composition shown in formula (I), (II) and (III) can easily press those skilled in the art
The mode known synthesizes, and can also be prepared with reference to the method introduced in patent US5550217, DE19647869 or similar method,
Commercial goods can also be used.
Dyestuff made of dye composite using the present invention, can be by ways customary in industry to hydrophobic fiber material
(such as polyester and its blended fabric) is dyed, and is such as dyed using common dip method or high-temperature and high pressure dyeing process, also may be used
For direct printing.Wherein, common dip method such as pre-processes hydrophobic fiber material, is put into dye vat and is disseminated,
Dye finishes, and cold water wash to neutrality squeezes out, and restores again cleaning, drying；Fabric is such as carried out dye pre-treatment by direct printing, is dried
Dry, setting prints disperse dyes mill base on printing machine, then is evaporated, and the dye fixing on fabric is made in the way of decatize, most
After wash, stentering forming.
The beneficial effects of the present invention are：
When using contaminating hydrophobic fiber material on disperse orange dye of the present invention, dyeing residual liquid is clear, loose colour is few；By adjusting not
It with the ratio between component, can get that tinctorial yield is high, dyeing speed is fast, have resistance to distillation, rub resistance and washing fastness excellent etc.
The dyeing and weaving object of feature, it is particularly suitable more demanding to color fastness to wash the/dyeing of ammonia stockinette.
Specific implementation mode：
With reference to specific embodiment, the present invention is described further, but protection scope of the present invention is not limited in
This：
Embodiment 1：
By 10 grams of formulas (I -1) compound, 55 grams of formula (II -1) compounds, 35 grams of formula (III -1) compounds and 170 grams of point
Powder MF, after adding 400 grams of blendings of water, grinding distribution is simultaneously dry to get finished product, which can be supplied to fabric items fastness ability
Excellent is orange.
Embodiment 2：
By 10 grams of formulas (I -1) compound, 30 grams of formula (II -1) compounds, 30 grams of formula (II -2) compounds, 30 grams of formulas (III -
2) compound and 160 grams of Dispersant MF, after adding 450 grams of blendings of water, grinding distribution is simultaneously dry to get finished product, which can carry
Supply excellent orange of fabric items fastness ability.
Embodiment 3~20：
According to the method described in embodiment 1 or 2, the difference is that using the structure and weight of component A, B, C in table 1, it is added
Slurries are made after adding 400 grams of blendings of water in auxiliary agent, and grinding distribution is dry, finished product, which can be supplied to the every jail of fabric
Spend the orange of function admirable.
Table 1
Comparative example：
By the embodiment 1 in patent CN101289414A as a comparison case 1；
By the embodiment 1 in patent CN1916083A as a comparison case 2；
By the embodiment 1 in patent ZL201010262645.4 as a comparison case 3.
Dyeing Example：
Disperse dyes made from above-described embodiment 1~20, comparative example 1~3 are chosen, at conventional high temperature high-pressure dyeing
Manage polyester fibre/spandex fabric, in processing procedure, control dye level (o.w.f) 4.0%, bath raio 1: 50, adjust Value in Dyeing Process 4.5~
5, room temperature enters dye, is warming up to 125 DEG C with 1 DEG C/min, keeps the temperature 35min, by well-established law reduction washing, washing, drying, obtains orange
Dyeing and weaving object.Resistance to distillation, rub resistance and water-fastness color are tested respectively according to ISO 105-P01, ISO 105-X12, ISO 105-C10
As a result fastness see the table below 2：
Table 2
As can be seen from the above table：Disperse orange dye composition prepared by the present invention, water-fastness staining fastness are substantially better than
Comparative example 1,2 and 3 disclosure satisfy that high fastness requires the printing and dyeing of fabric.
Claims (2)
1. a kind of disperse orange dye composition is made of component A, component B, component C and auxiliary agent, wherein：Component A is selected from formula（Ⅰ-
1）Or（Ⅰ-2）Or combinations thereof；Component B is selected from formula（Ⅱ-1）With（Ⅱ-2）Combination；Component C is selected from formula（Ⅲ-1）-（Ⅲ-3）In
One kind or its arbitrary combine；
（Ⅰ-1）
（Ⅰ-2）
（Ⅱ-1）
（Ⅱ-2）
（Ⅲ-1）
（Ⅲ-2）
（Ⅲ-3）
Based on the above component A to component C, the mass percentage of component A is 1~30%, and the mass percentage of component B is 30
The mass percentage of~90%, component C are 5 ~ 50%, and the weight ratio of auxiliary agent and component A ~ C in combination is 0.2~5:1.
2. a kind of disperse orange dye composition according to claim 1, it is characterised in that：The auxiliary agent, selected from following
One of or in which two or more mixtures：Naphthalene sulfonic acid-formaldehyde condensation product, lignosulfonates, alkyl naphthalene sulfonic acid formaldehyde condensation
Object, benzyl naphthalene sulfonic acid-formaldehyde condensation product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610442686.9A CN106084888B (en) | 2016-06-17 | 2016-06-17 | A kind of disperse orange dye composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610442686.9A CN106084888B (en) | 2016-06-17 | 2016-06-17 | A kind of disperse orange dye composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN106084888A CN106084888A (en) | 2016-11-09 |
| CN106084888B true CN106084888B (en) | 2018-10-09 |
Family
ID=57237063
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610442686.9A Active CN106084888B (en) | 2016-06-17 | 2016-06-17 | A kind of disperse orange dye composition |
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Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109957259B (en) * | 2019-03-02 | 2020-07-17 | 浙江龙盛集团股份有限公司 | Yellow-orange disperse dye composition and dye product |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101880476A (en) * | 2010-06-29 | 2010-11-10 | 浙江龙盛染料化工有限公司 | Yellow-to-orange disperse dye composition |
| CN101935465A (en) * | 2010-08-26 | 2011-01-05 | 浙江龙盛集团股份有限公司 | Disperse yellow brown dye composition |
| CN103073921A (en) * | 2012-12-30 | 2013-05-01 | 浙江龙盛集团股份有限公司 | Dispersed dark dye composition |
| CN105062137A (en) * | 2015-07-31 | 2015-11-18 | 杭州福莱蒽特精细化工有限公司 | Disperse yellow brown dye composition with high dyeing degree |
-
2016
- 2016-06-17 CN CN201610442686.9A patent/CN106084888B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101880476A (en) * | 2010-06-29 | 2010-11-10 | 浙江龙盛染料化工有限公司 | Yellow-to-orange disperse dye composition |
| CN101935465A (en) * | 2010-08-26 | 2011-01-05 | 浙江龙盛集团股份有限公司 | Disperse yellow brown dye composition |
| CN103073921A (en) * | 2012-12-30 | 2013-05-01 | 浙江龙盛集团股份有限公司 | Dispersed dark dye composition |
| CN105062137A (en) * | 2015-07-31 | 2015-11-18 | 杭州福莱蒽特精细化工有限公司 | Disperse yellow brown dye composition with high dyeing degree |
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| CN106084888A (en) | 2016-11-09 |
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