CN111117289A - Blue-to-black disperse dye composition and dye product - Google Patents

Blue-to-black disperse dye composition and dye product Download PDF

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Publication number
CN111117289A
CN111117289A CN201911198897.2A CN201911198897A CN111117289A CN 111117289 A CN111117289 A CN 111117289A CN 201911198897 A CN201911198897 A CN 201911198897A CN 111117289 A CN111117289 A CN 111117289A
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component
blue
disperse dye
dye composition
black disperse
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CN111117289B (en
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高怀庆
陈东
孟明
陶建国
赵广明
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Zhejiang Longsheng Dye Chemical Co ltd
Zhejiang Longsheng Group Co Ltd
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Zhejiang Longsheng Dye Chemical Co ltd
Zhejiang Longsheng Group Co Ltd
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    • 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
    • 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
    • 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
    • D06P1/19—Nitro 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
    • D06P3/34—Material containing ester groups
    • D06P3/52—Polyesters
    • D06P3/54—Polyesters using dispersed dyestuffs

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  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

The invention discloses a blue-to-black disperse dye composition and a dye product. The disperse dye composition comprises a component A and a component B, wherein the component A is selected from at least one compound shown in a formula (I), the component B is selected from at least one compound shown in a formula (II) and/or a formula (III), based on the component A and the component B, the mass percentage of the component A is 5-95%, and the mass percentage of the component B is 5-95%. The invention discloses a blue-to-black disperse dye product which contains a blue-to-black disperse dye composition and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse dye composition is 0.2-5: 1. When the disperse dye product prepared by the invention is applied to dyeing of hydrophobic fiber materialsGood stability, excellent color fastness, especially excellent fastness to washing and sublimation.

Description

Blue-to-black disperse dye composition and dye product
(I) technical field
The invention relates to a blue-to-black disperse dye composition and a dye product, in particular to an environment-friendly blue-to-black disperse dye composition and a dye product suitable for printing and dyeing hydrophobic fiber materials.
(II) background of the invention
In recent years, in order to improve the additional performance of textiles in export foreign sales bills in Europe and America, special after-treatment such as heat setting operation is usually carried out on the textiles, and due to the fact that the conventional disperse dyes are poor in heat migration resistance, when deep color polyester textiles are dyed, the dyes migrate from the interior of the fibers to the surface layers of the fibers through fiber capillaries in the after-treatment high-temperature tentering setting process, so that the dyes are accumulated on the surfaces of the fibers, other textiles are stained, the color fastness to washing is obviously reduced, and particularly the blue-black series dyes with the largest usage amount in the disperse dyes are used.
The prior documents CN105102547A, CN105038314A and the like provide a disperse dye composition which, although each fastness is excellent, has room for further improvement.
Disclosure of the invention
The invention aims to solve the problem of poor color fastness of the conventional blue-to-black disperse dye, and provides a high-fastness blue-to-black disperse dye composition and a dye product prepared from the composition, wherein the composition has good stability and excellent color fastness when being applied to dyeing of hydrophobic fiber materials, and particularly has outstanding washing fastness and sublimation fastness.
The technical scheme adopted by the invention is as follows:
a blue-to-black disperse dye composition comprises a component A and a component B, wherein the component A is selected from at least one compound shown in a formula (I), the component B is selected from at least one compound shown in a formula (II) and/or a formula (III), based on the component A and the component B, the mass percent of the component A is 5-95%, and the mass percent of the component B is 5-95%:
Figure BDA0002295355940000011
Figure BDA0002295355940000021
in formula (I):
X1is nitro, halogen or trifluoromethyl;
m and n are 1 or 2;
R1is hydrogen or C1～C4An alkoxy group;
R2is C1～C4An alkyl group;
R3、R4each independently is hydrogen, C1～C4Alkyl radical, C1～C4Alkoxy or halogen;
in formula (II):
X2、X3each independently is hydrogen, halogen, nitro, C1～C4Alkoxy, -COOC2H4OC2H4OCH3or-OSO2-Ph, wherein Ph is phenyl;
R5is C1～C4An alkyl group;
in the formula (III):
X4is hydrogen or halogen;
X5is nitro or cyano, and when X is5When being nitro, X4Is hydrogen;
R6is hydrogen or C1～C4An alkoxy group;
R7is C1～C4An alkyl group;
R8、R9each independently is-CH2COOK3or-C2H4COOK4In which K is3、K4Each independently is C1～C4An alkyl group.
In the present invention, said C1～C4The alkyl group may be methyl, ethyl, linear or branched propyl, linear or branched butyl. Said C1～C4Alkoxy can be methoxy, ethoxy, linear or branched propoxy, linear or branched butoxy. The halogen can be F, Cl, Br and I.
Preferably, X is1Is nitro, chlorine, bromine or trifluoromethyl.
Preferably, R1Is hydrogen, methoxy or ethoxy.
Preferably, R2Is methyl or ethyl.
Preferably, R3、R4Each independently hydrogen, methyl, methoxy or chlorine.
Preferably, X is2、X3Each independently of the other being nitro, methoxy or-COOC2H4OC2H4OCH3or-OSO2-Ph, wherein Ph is phenyl.
Preferably, R5Is methyl or ethyl.
Preferably, X is4Is hydrogen, chlorine or bromine.
Preferably, R6Is hydrogen, methoxy or ethoxy.
Preferably, R7Is methyl or ethyl.
As a further preference, the component a is selected from one of the following formulae or a mixture of two or more thereof:
Figure BDA0002295355940000031
Figure BDA0002295355940000041
Figure BDA0002295355940000051
as a further preference, the component B is selected from one of the following formulae or a mixture of two or more thereof:
Figure BDA0002295355940000061
Figure BDA0002295355940000071
Figure BDA0002295355940000081
as a further preference, in the blue-to-black disperse dye composition, the component A is selected from at least one of formulas (I-1) to (I-6); the component B is at least one selected from formulas (II-1) to (II-4) and formulas (III-1) to (III-4).
In the blue-to-black disperse dye composition, based on the component A and the component B, the mass percentage of the component A is preferably 20-80%, and the mass percentage of the component B is preferably 20-80%.
The blue-to-black disperse dye composition particularly preferably comprises a component A and a component B, wherein:
the component A is at least one selected from formulas (I-1) to (I-6);
the component B is at least one selected from formulas (II-1) to (II-4) and formulas (III-1) to (III-4);
based on the component A and the component B, the mass percentage of the component A is 20-80%, and the mass percentage of the component B is 20-80%.
The blue to black disperse dye composition can only consist of the component A and the component B. It is particularly preferred here for the blue to black disperse dye composition to consist of component a and component B, where:
the component A is at least one selected from formulas (I-1) to (I-6);
the component B is selected from at least one of formulas (II-1) to (II-4) and at least one of formulas (III-1) to (III-4);
based on the component A and the component B, the mass percentage of the component A is 20-80%, and the mass percentage of the component B is 20-80%.
The blue to black disperse dye composition of the invention can also comprise, besides the component A and the component B, disperse dyes such as disperse blue, disperse yellow, disperse orange, disperse red and the like which are conventional in the market, such as at least one of formulas (IV-1) to (IV-6), and the addition amount of the disperse dyes is not more than 50 percent of the total weight of the component A and the component B, and preferably not more than 40 percent of the total weight of the component A and the component B:
Figure BDA0002295355940000091
Figure BDA0002295355940000101
when the blue-to-black disperse dye composition is sold as a commodity or applied to coloring textile materials, an auxiliary agent is usually added for post-treatment. Therefore, the invention also provides a blue-to-black disperse dye product which is sold as a commodity or applied to textile material coloring, and the blue-to-black disperse dye product comprises the blue-to-black disperse dye composition and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse dye composition is 0.2-5: 1. Preferably, the blue-black disperse dye product consists of the blue-black disperse dye composition and an auxiliary agent. The auxiliary agent is a dispersing agent, other surfactants and the like which are commonly used in the process of compounding disperse dyes, and is preferably selected from one or a mixture of more than two of the following components: naphthalenesulfonic acid-formaldehyde condensates, lignosulfonates, alkylnaphthalenesulfonic acid-formaldehyde condensates (e.g., methylnaphthalenesulfonic acid-formaldehyde condensate (dispersant MF)), naphthalenesulfonic acid-formaldehyde condensate (dispersant NNO), benzylnaphthalenesulfonic acid-formaldehyde condensate (dispersant CNF), sodium lignosulfonates (lignin 85A, lignin 83A), and the like.
The preparation method of the blue-black disperse dye product comprises the following steps:
mixing the dye monomer compounds (crude dyes) which form the blue-to-black disperse dye composition according to a ratio, and then carrying out microparticulation by using a grinder such as a sand mill or a grinding machine in the presence of an auxiliary agent and water; alternatively, the dye monomer compound may be subjected to a pulverization treatment using a pulverizer such as a sand mill or a grinder in the presence of an auxiliary agent or water, and then mixed in a certain proportion. The disperse deep blue dye product of the present invention is liquid after being ground in a sand mill or a grinder, and may be powder or granule after being spray dried, which is a well-known preparation method for those skilled in the art.
In the present invention, the dye compounds represented by the formula (I), formula (II) and formula (III) can be conveniently synthesized in a manner well known to those skilled in the art, and can be prepared by a method described in patents US3821195A, GB1326124A, US5550217A or the like, or a commercially available product can be used.
The dye prepared by the dye composition can dye hydrophobic fiber materials (such as polyester and blended fabrics thereof) in a conventional mode in the industry, such as dyeing by a common dip dyeing method or a high-temperature high-pressure dyeing method, and can also be used for direct printing. Wherein, the common dip-dyeing method comprises the steps of pretreating the hydrophobic fiber material, putting the hydrophobic fiber material into a dye vat for dip-dyeing, washing the hydrophobic fiber material to be neutral by cold water after dyeing, wringing, reducing, washing and drying; the direct printing is to carry out dyeing pretreatment, drying and setting on the fabric, print disperse dye color paste on a printing machine, then carry out steaming, fix the color of the dye on the fabric by using a steaming mode, finally wash and tenter setting.
When the blue-black disperse dye composition and the dye product provided by the invention are applied to dyeing of hydrophobic fiber materials, the stability is good, various color fastness is excellent, and especially the fastness to washing and the fastness to sublimation are outstanding.
(IV) detailed description of the preferred embodiments
The invention will be further described with reference to specific examples, but the scope of the invention is not limited thereto:
example 1:
35 g of a compound of a formula (I-1), 40 g of a compound of a formula (II-1), 25 g of a compound of a formula (III-1) and 200 g of a dispersing agent MF are mixed with 650 g of water, and then the mixture is ground, dispersed and dried to obtain a finished product, wherein the dye can provide black with excellent fastness performance for polyester fabrics.
Figure BDA0002295355940000111
Example 2:
60 g of a compound of a formula (I-1), 20 g of a compound of a formula (II-3), 20 g of a compound of a formula (III-3) and 200 g of a dispersing agent MF are mixed with 650 g of water, and then the mixture is ground, dispersed and dried to obtain a finished product, wherein the dye can provide blue with excellent fastness performance for polyester fabrics.
Figure BDA0002295355940000112
Figure BDA0002295355940000121
Examples 3 to 30:
according to the method described in the example 1 or 2, except that the structure and weight of the component A and the component B in the table 1 are adopted, 250 g of the auxiliary agent (200 g of the dispersing agent MF and 50 g of the sodium lignosulfonate) is added, 800 g of water is added to be mixed to prepare slurry, and the slurry is ground, dispersed and dried to prepare the finished product, wherein the dye can provide blue to black with excellent fastness properties for fabrics.
TABLE 1
Figure BDA0002295355940000122
Figure BDA0002295355940000131
Example 31:
adding 650 g of water into 35 g of a compound of a formula (I-1), 30 g of a compound of a formula (II-3), 25 g of a compound of a formula (III-2), 10 g of a compound of a formula (IV-1) and 200 g of a dispersing agent MF, mixing, grinding, dispersing and drying to obtain a finished product, wherein the dye can provide black with excellent fastness properties for fabrics.
Figure BDA0002295355940000132
Figure BDA0002295355940000141
Example 32:
50 g of a compound of a formula (I-4), 20 g of a compound of a formula (II-4), 15 g of a compound of a formula (III-4), 10 g of a compound of a formula (IV-2), 5 g of a compound of a formula (IV-5) and 200 g of a dispersing agent MF are mixed with 650 g of water, and then the mixture is ground, dispersed and dried to obtain a finished product, wherein the dye can provide blue with excellent fastness properties for fabrics.
Figure BDA0002295355940000142
Figure BDA0002295355940000151
Comparative examples 1 to 4:
patent CN105102547A example 3 and example 6, and patent CN105038314A example 6 and example 18 are respectively used as comparative examples 1 to 4.
Dyeing example:
respectively weighing 2 g of the disperse dyes prepared in the examples 1-32 and the dyes in the comparative examples 1-4, treating the polyester fabric by adopting a conventional high-temperature high-pressure dyeing method and heat setting, controlling the dyeing depth (o.w.f) to be 6.0% and the bath ratio to be 1: 25, adjusting the pH value of a dyeing bath to be 4-5, dyeing at room temperature, heating to 125 ℃ at 1 ℃/min, keeping the temperature for 45min, reducing, cleaning, washing and drying according to a conventional method, and carrying out heat setting at 180 ℃ for 60 seconds to obtain the blue-to-black dyed fabric. The sublimation and washing fastness was tested according to ISO 105-P01, AATCC 61-2A, respectively, and the results are shown in Table 2 below:
TABLE 2
Figure BDA0002295355940000152
Figure BDA0002295355940000161
Therefore, when the disperse blue-black dye composition provided by the invention is applied to dyeing of polyester fabrics, compared with the disperse dyes of comparative examples, the disperse blue-black dye composition has obvious improvement on the sublimation resistance and washing fastness.

Claims (10)

1. A blue-to-black disperse dye composition comprises a component A and a component B, wherein the component A is selected from at least one compound shown in a formula (I), the component B is selected from at least one compound shown in a formula (II) and/or a formula (III), based on the component A and the component B, the mass percent of the component A is 5-95%, and the mass percent of the component B is 5-95%:
Figure FDA0002295355930000011
in formula (I):
X1is nitro, halogen or trifluoromethyl, preferably nitro, chlorine, bromine or trifluoromethyl;
m and n are 1 or 2;
R1is hydrogen or C1～C4Alkoxy, preferably hydrogen, methoxy or ethoxy;
R2is C1～C4Alkyl, preferably methyl or ethyl;
R3、R4each independently is hydrogen, C1～C4Alkyl radical, C1～C4Alkoxy or halogen, preferably hydrogen, methyl, methoxy or chlorine;
in formula (II):
X2、X3each independently is hydrogen, halogen, nitro, C1～C4Alkoxy, -COOC2H4OC2H4OCH3or-OSO2-Ph, preferably nitreRadical, methoxy radical, -COOC2H4OC2H4OCH3or-OSO2-Ph, wherein Ph is phenyl;
R5is C1～C4Alkyl, preferably methyl or ethyl;
in the formula (III):
X4is hydrogen or halogen, preferably hydrogen, chlorine or bromine;
X5is nitro or cyano, and when X is5When being nitro, X4Is hydrogen;
R6is hydrogen or C1～C4Alkoxy, preferably hydrogen, methoxy or ethoxy;
R7is C1～C4Alkyl, preferably methyl or ethyl;
R8、R9each independently is-CH2COOK3or-C2H4COOK4In which K is3、K4Each independently is C1～C4An alkyl group.
2. A blue to black disperse dye composition according to claim 1, wherein: the blue-black disperse dye composition consists of a component A and a component B.
3. The blue-to-black disperse dye composition according to claim 1 or 2, wherein: the component A is selected from one of the following formulas or a mixture of more than two of the following formulas:
Figure FDA0002295355930000021
Figure FDA0002295355930000031
Figure FDA0002295355930000041
Figure FDA0002295355930000051
4. the blue-to-black disperse dye composition according to claim 1 or 2, wherein: the component B is selected from one of the following formulas or a mixture of more than two of the following formulas:
Figure FDA0002295355930000052
Figure FDA0002295355930000061
Figure FDA0002295355930000071
5. the blue-to-black disperse dye composition according to claim 1 or 2, wherein: in the blue-black disperse dye composition, the component A is selected from at least one of formulas (I-1) to (I-6); the component B is at least one selected from formulas (II-1) to (II-4) and formulas (III-1) to (III-4);
Figure FDA0002295355930000081
Figure FDA0002295355930000091
Figure FDA0002295355930000101
6. the blue-to-black disperse dye composition according to claim 1 or 2, wherein: in the blue-to-black disperse dye composition, based on the component A and the component B, the mass percentage of the component A is 20-80%, and the mass percentage of the component B is 20-80%.
7. The blue-to-black disperse dye composition according to claim 5, wherein: in the blue-to-black disperse dye composition, based on the component A and the component B, the mass percentage of the component A is 20-80%, and the mass percentage of the component B is 20-80%.
8. A blue-to-black disperse dye product, which contains the blue-to-black disperse dye composition as claimed in claim 1 and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse dye composition is 0.2-5: 1.
9. The blue-to-black disperse dye preparation according to claim 8, wherein: the blue-black disperse dye product consists of the blue-black disperse dye composition and an auxiliary agent.
10. A blue to black disperse dye preparation according to claim 8 or 9, wherein: the auxiliary agent is selected from one of the following or a mixture of more than two of the following: naphthalene sulfonic acid formaldehyde condensate, lignosulfonate, alkyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonic acid formaldehyde condensate, and sodium lignosulfonate.
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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112679985A (en) * 2020-12-07 2021-04-20 浙江龙盛染料化工有限公司 Blue-to-black disperse dye composition and dye product
CN113072820A (en) * 2021-04-07 2021-07-06 江苏华尔化工有限公司 Dark blue to black disperse dye composition and preparation method thereof
CN113136114A (en) * 2021-03-23 2021-07-20 王羽蘅 High-fastness disperse dye composition and dye product
CN113444381A (en) * 2021-06-30 2021-09-28 浙江龙盛染料化工有限公司 Disperse dark blue dye composition and dye product
CN113527908A (en) * 2021-06-30 2021-10-22 浙江龙盛集团股份有限公司 Disperse blue dye composition and dye product
CN113563737A (en) * 2021-06-30 2021-10-29 浙江龙盛集团股份有限公司 Blue-to-black disperse dye composition and dye product
CN114106585A (en) * 2021-08-13 2022-03-01 浙江龙盛集团股份有限公司 Blue-to-black disperse dye composition and dye product

Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1326124A (en) * 1970-03-28 1973-08-08 Cassella Farbwerke Mainkur Ag Process for preparing water-insoluble azo dyes containing 3-cyano-5-azo-6-hydroxy-pyridone-2-residues
US3816388A (en) * 1968-11-05 1974-06-11 Eastman Kodak Co Azo compounds from alkyl alpha-anilino toluates
CN101020789A (en) * 2007-02-14 2007-08-22 浙江龙盛染料化工有限公司 Azo disperse dye composition
CN101094895A (en) * 2005-01-04 2007-12-26 克莱里安特财务(Bvi)有限公司 Disperse azo dye mixtures
CN101735663A (en) * 2009-12-31 2010-06-16 上虞市金冠化工有限公司 Composite black disperse dye
CN101798472A (en) * 2010-03-26 2010-08-11 浙江闰土股份有限公司 Black and blue disperse dye composition
CN102149775A (en) * 2008-10-21 2011-08-10 亨斯迈先进材料（瑞士）有限公司 Azo dyes, a process for the preparation thereof and the use thereof
CN103819933A (en) * 2014-01-28 2014-05-28 杭州福莱蒽特精细化工有限公司 Dispersive dark blue dye composition for superfine fiber
CN105038314A (en) * 2015-07-10 2015-11-11 浙江迪邦化工有限公司 Environment-friendly type composite disperse green dye composition and dye
CN105102547A (en) * 2013-01-14 2015-11-25 德司达染料分销有限公司 High wet fast disperse dye mixtures
CN106479221A (en) * 2015-08-24 2017-03-08 杭州福莱蒽特精细化工有限公司 A kind of dark blue to black disperse dye mixture
CN106479220A (en) * 2015-08-24 2017-03-08 杭州福莱蒽特精细化工有限公司 A kind of dark blue to black disperse dye composition

Patent Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3816388A (en) * 1968-11-05 1974-06-11 Eastman Kodak Co Azo compounds from alkyl alpha-anilino toluates
GB1326124A (en) * 1970-03-28 1973-08-08 Cassella Farbwerke Mainkur Ag Process for preparing water-insoluble azo dyes containing 3-cyano-5-azo-6-hydroxy-pyridone-2-residues
CN101094895A (en) * 2005-01-04 2007-12-26 克莱里安特财务(Bvi)有限公司 Disperse azo dye mixtures
CN101020789A (en) * 2007-02-14 2007-08-22 浙江龙盛染料化工有限公司 Azo disperse dye composition
CN102149775A (en) * 2008-10-21 2011-08-10 亨斯迈先进材料（瑞士）有限公司 Azo dyes, a process for the preparation thereof and the use thereof
CN101735663A (en) * 2009-12-31 2010-06-16 上虞市金冠化工有限公司 Composite black disperse dye
CN101798472A (en) * 2010-03-26 2010-08-11 浙江闰土股份有限公司 Black and blue disperse dye composition
CN105102547A (en) * 2013-01-14 2015-11-25 德司达染料分销有限公司 High wet fast disperse dye mixtures
CN103819933A (en) * 2014-01-28 2014-05-28 杭州福莱蒽特精细化工有限公司 Dispersive dark blue dye composition for superfine fiber
CN105038314A (en) * 2015-07-10 2015-11-11 浙江迪邦化工有限公司 Environment-friendly type composite disperse green dye composition and dye
CN106479221A (en) * 2015-08-24 2017-03-08 杭州福莱蒽特精细化工有限公司 A kind of dark blue to black disperse dye mixture
CN106479220A (en) * 2015-08-24 2017-03-08 杭州福莱蒽特精细化工有限公司 A kind of dark blue to black disperse dye composition

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
张玉兰等: "分散深蓝新染料的合成及性能 ", 《华东理工大学学报》 *

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112679985A (en) * 2020-12-07 2021-04-20 浙江龙盛染料化工有限公司 Blue-to-black disperse dye composition and dye product
CN112679985B (en) * 2020-12-07 2023-05-23 浙江龙盛染料化工有限公司 Blue-to-black disperse dye composition and dye product
CN113136114A (en) * 2021-03-23 2021-07-20 王羽蘅 High-fastness disperse dye composition and dye product
CN113072820A (en) * 2021-04-07 2021-07-06 江苏华尔化工有限公司 Dark blue to black disperse dye composition and preparation method thereof
CN113444381A (en) * 2021-06-30 2021-09-28 浙江龙盛染料化工有限公司 Disperse dark blue dye composition and dye product
CN113527908A (en) * 2021-06-30 2021-10-22 浙江龙盛集团股份有限公司 Disperse blue dye composition and dye product
CN113563737A (en) * 2021-06-30 2021-10-29 浙江龙盛集团股份有限公司 Blue-to-black disperse dye composition and dye product
CN113444381B (en) * 2021-06-30 2023-08-22 浙江龙盛染料化工有限公司 Disperse deep blue dye composition and dye product
CN113527908B (en) * 2021-06-30 2023-11-21 浙江龙盛集团股份有限公司 Disperse blue dye composition and dye product
CN113563737B (en) * 2021-06-30 2023-11-21 浙江龙盛集团股份有限公司 Blue-to-black disperse dye composition and dye product
CN114106585A (en) * 2021-08-13 2022-03-01 浙江龙盛集团股份有限公司 Blue-to-black disperse dye composition and dye product
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