CN112724707A - Disperse orange dye composition and dye product - Google Patents

Disperse orange dye composition and dye product Download PDF

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Publication number
CN112724707A
CN112724707A CN202011509357.4A CN202011509357A CN112724707A CN 112724707 A CN112724707 A CN 112724707A CN 202011509357 A CN202011509357 A CN 202011509357A CN 112724707 A CN112724707 A CN 112724707A
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component
formula
dye composition
mass percentage
disperse orange
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CN112724707B (en
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宋瑜
赵广明
汤亦军
章广芬
刘秋红
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ZHEJIANG LONGSHENG CHEMICAL RESEARCH CO LTD
Zhejiang Longsheng Dye Chemical Co ltd
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ZHEJIANG LONGSHENG CHEMICAL RESEARCH CO LTD
Zhejiang Longsheng Dye Chemical Co ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing 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
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/008Preparations of disperse dyes or solvent dyes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing 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
    • C09B67/0033Blends of pigments; Mixtured crystals; Solid solutions
    • C09B67/0046Mixtures of two or more azo dyes
    • C09B67/0051Mixtures of two or more azo dyes mixture of two or more monoazo dyes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing 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
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0079Azoic dyestuff preparations
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/16General 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
    • D06P1/18Azo dyes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34Material containing ester groups
    • D06P3/52Polyesters
    • D06P3/54Polyesters using dispersed dyestuffs
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/82Textiles which contain different kinds of fibres

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

Abstract

The invention discloses a disperse orange dye composition which comprises a component A, a component B and a component C, wherein the component A is selected from one or more compounds shown in a formula (I) and/or a formula (II), the component B is selected from one or more compounds shown in a formula (III), and the component C is selected from one or more compounds shown in a formula (IV). When the disperse orange dye composition provided by the invention is applied to dyeing of hydrophobic fiber materials such as polyester and blended fabrics thereof, the dye composition has excellent sublimation resistance, washing resistance and water bubble color fastness:

Description

Disperse orange dye composition and dye product
(I) technical field
The invention relates to a disperse orange dye composition and a dye product, in particular to a disperse orange dye composition and a dye product which are suitable for printing and dyeing hydrophobic fiber materials.
(II) background of the invention
C.i. disperse orange 30 is a reddish-brown powdery solid, and has been widely used because of its superiority in terms of low price, leveling property, hiding property, light fastness and the like, and is one of the essential basic hues in polyester fibers. However, textiles dyed with c.i. disperse orange 30 dye were tested for severe over-standard tetrachlorophenol and pentachlorophenol, while it was poorly alkali-resistant, greatly limiting the amount of c.i. disperse orange 30 used, and dutch C & a company has placed c.i. disperse orange 30 on the forbidden dye list. Some patents such as CN101275039A and CN101265370A also introduce substitutes similar to environment-friendly dispersed orange 30, but neither the color light nor the fastness index can meet the requirements of c.i. dispersed orange 30, and cannot be directly substituted. Therefore, a dye product capable of directly replacing C.I. disperse orange 30 is urgently needed in the market, and the color light of the dye under various light sources is required to be consistent, and the fastness of the dye to washing, sublimation and water bubble is also equal to or even better so as to meet the continuously changing customer requirements.
Disclosure of the invention
In order to solve the problems, the invention provides a disperse orange dye composition and a dye product, which have the characteristics of excellent washing fastness and sublimation fastness, good water bubble staining performance and the like when being applied to dyeing or printing of hydrophobic fiber materials.
The technical scheme adopted by the invention is as follows:
a disperse orange dye composition comprises a component A, a component B and a component C, wherein the component A is selected from one or more compounds shown in a formula (I) and/or a formula (II), the component B is selected from one or more compounds shown in a formula (III), the component C is selected from one or more compounds shown in a formula (IV), based on the components A to C, the mass percentage of the component A is 20-75%, the mass percentage of the component B is 20-75%, and the mass percentage of the component C is 5-30%:
Figure BDA0002844381900000011
Figure BDA0002844381900000021
in formula (I):
R1is cyanoethyl, C1~C4Alkyl or CH2-CH=CH2
n is 1 or 2.
In the formula (II):
X1、X2each independently is hydrogen or halogen;
R2、R3each independently is C1~C4Alkyl or substituted C1~C4Alkyl, said substituted C1~C4The substituent of the alkyl group is selected from-CN or-OCOC6H5
In the formula (III):
X3、X4each independently is NO2H, halogen, C1~C4Alkoxy group, -SO2-Ph、-COOC2H4OC2H4OCH3or-OCH2-Ph, Ph being phenyl;
R4is C1~C4Alkyl group of (1).
In the formula (IV):
X5is H, NO2Halogen or CN;
R5is C1~C4Alkyl groups of (a);
R6、R7each independently is hydrogen, C1~C4Alkyl or substituted C1~C4Alkyl, said substituted C1~C4The substituents for the alkyl groups being selected from-OCOR8、-COOR9,R8、R9Each independently is C1~C4Alkyl group of (1).
The above-mentioned formulas (I), (II), (III)) (IV) wherein C is1~C4The alkyl group may be methyl, ethyl, linear or branched propyl, or linear or branched butyl. Said C1~C4Alkoxy can be methoxy, ethoxy, linear or branched propoxy, linear or branched butoxy. Halogen is preferably Cl or Br.
Preferably, the component A is selected from one of the following formulas or a mixture of two or more of the following formulas in any proportion:
Figure BDA0002844381900000031
preferably, the component B is selected from one of the following formulas or a mixture of two or more of the following formulas in any proportion:
Figure BDA0002844381900000041
Figure BDA0002844381900000051
preferably, the component C is selected from one of the following formulas or a mixture of two or more of the following formulas in any ratio:
Figure BDA0002844381900000052
Figure BDA0002844381900000061
as a further preferred, the disperse orange dye composition comprises:
component A is selected from formula (I-1), (II-1) and/or (II-3);
component B is selected from the formulae (III-1), (III-2), (III-6) and/or (III-7);
the component C is at least one selected from formulas (IV-1) to (IV-4).
Based on the components A to C, the mass percentage of the component A is 20-75%, the mass percentage of the component B is 20-75%, and the mass percentage of the component C is 5-30%.
Furthermore, the disperse orange dye composition comprises a component A, a component B and a component C, wherein based on the component A to the component C, the mass percentage of the component A is 20-75%, the mass percentage of the component B is 20-75%, and the mass percentage of the component C is 5-30%.
Furthermore, the disperse orange dye composition provided by the invention comprises a component A, a component B and a component C, wherein:
component A is selected from formula (I-1), (II-1) and/or (II-3);
component B is selected from the formulae (III-1), (III-2), (III-6) and/or (III-7);
the component C is at least one selected from formulas (IV-1) to (IV-4).
Based on the components A to C, the mass percentage of the component A is 20-75%, the mass percentage of the component B is 20-75%, and the mass percentage of the component C is 5-30%.
The disperse orange dye composition provided by the invention usually needs to be added with conventional auxiliaries in a commercial process. Therefore, the invention also provides a disperse dye product which contains the disperse orange dye composition and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse orange dye composition is (0.2-5): 1, preferably (0.5-2): 1. Preferably, the disperse dye product consists of a disperse orange 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 particularly preferably selected from one or a mixture of more than two of the following components: lignosulfonate (e.g., commercially available dispersant Reax 83A, Reax 8A), methyl naphthalenesulfonic acid formaldehyde condensate (dispersant MF), naphthalenesulfonic acid formaldehyde condensate (dispersant NNO), benzylnaphthalenesulfonic acid formaldehyde condensate (dispersant CNF), anhydrous sodium sulfate, polycarboxylic acid polymer dispersant, and the like.
The disperse dye product can be obtained by the following method: mixing A, B, C monomer compound (crude dye) at a certain ratio, and micronizing with a grinder such as a sand mill or a grinder in the presence of adjuvant and water; alternatively, the monomeric dye compounds of component A, B, C may be subjected to particle formation treatment in the presence of an auxiliary agent and water by a pulverizer such as a sand mill or a grinder, and then mixed in a certain proportion. The disperse dye preparations according to the invention, which are liquid after grinding with a sand mill or a grinding mill and can be in the form of powder or granules after spray drying, are known to the person skilled in the art and, since 100% removal of water is not possible during spray drying, even in the case of pulverulent or granular dye preparations a certain amount of water is still allowed, preferably not more than 10% by weight of the total dye preparation.
In addition, when the dye product is applied to printing and dyeing of textile fibers, the technical characteristics which contribute to the improvement of the dyeing effect are the components and the proportion of the dye contained in the product.
The disperse orange dye composition disclosed by the invention can be further compounded with other dyes to be synergistic to prepare new orange, blue or black dye products. The dye compounds of the formulae (I), (II), (III) and (IV) according to the invention can be synthesized conveniently in a manner known to the person skilled in the art, and commercially available products can also be used.
The invention provides an application of the disperse orange dye composition and a dye product in dyeing of hydrophobic fiber materials. 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.
The disperse orange dye composition and the dye product provided by the invention meet the requirements of ecological environment-friendly Standard Oeko-Tex Standard l00 on textiles when being applied to dyeing or printing of hydrophobic fiber materials, and have the characteristics of excellent washing and sublimation fastness, good water bubble staining performance and the like.
Fourth, detailed description of the invention
The invention will be further described with reference to specific examples, but the scope of the invention is not limited thereto:
example 1
25 g of dye compound shown in formula (I-1), 10 g of dye compound shown in formula (II-3), 45 g of dye compound shown in formula (-III 1), 10 g of dye compound shown in formula (IV-1), 250 g of dispersing agent MF, 2500 g of water are mixed, ground, dispersed and spray-dried to obtain a finished product, and the finished product can provide orange color tone of polyester and blended fabrics thereof.
Figure BDA0002844381900000081
Figure BDA0002844381900000091
Example 2
20 g of dye compound of formula (I-1), 10 g of dye compound of formula (II-1), 50 g of dye compound of formula (III-2), 20 g of dye compound of formula (IV-2), 200 g of dispersing agent MF and 30 g of sodium lignosulfonate, adding 2500 g of water, mixing, grinding, dispersing, and spray drying to obtain the finished product, wherein the finished product can provide orange color tone of polyester and blended fabrics thereof.
Figure BDA0002844381900000092
Example 3
15 g of the dye compound of the formula (II-1), 15 g of the dye compound of the formula (II-3), 40 g of the dye compound of the formula (II-7), 30 g of the dye compound of the formula (IV-1) and 150 g of a dispersing agent MF are mixed with 500 g of water, and then the mixture is ground, dispersed and spray-dried to obtain a finished product, wherein the finished product can provide orange color tone for polyester and blended fabrics thereof.
Figure BDA0002844381900000101
Examples 4 to 25
According to the method described in the embodiment 1-3, except that 200 g of auxiliary agent (150 g of dispersing agent MF and 50 g of sodium lignosulfonate) is added and mixed with 2650 g of water to prepare slurry according to the structure and weight of the component A, the component B and the component C in the table 1, and the slurry is ground, dispersed and dried to prepare a finished product, and the dye can provide orange color tone with excellent fastness performance for polyester and blended fabrics thereof.
TABLE 1
Figure BDA0002844381900000102
Figure BDA0002844381900000111
Example 26
20 g of dye compound of formula (I-1), 10 g of dye compound of formula (II-3), 45 g of dye compound of formula (-III 1), 10 g of dye compound of formula (IV-1), 5g of C.I. disperse orange 25 shown in formula (V), 250 g of dispersing agent MF, 2500 g of water are mixed, ground, dispersed and spray-dried to obtain the finished product, and the finished product can provide orange tone for polyester and blended fabrics thereof.
Figure BDA0002844381900000121
Comparative example 1:
a commercially available disperse yellow brown S-4RL 150% (c.i. disp. ora 30) dye was used as comparative example 1.
Comparative example 2:
example 2 in CN 101880476B was taken as comparative example 2, and the dye composition was as follows:
Figure BDA0002844381900000131
dyeing examples
The disperse dyes prepared in the embodiments 1-26 and the comparative examples 1-2 are respectively weighed, the polyester fabric is treated by a conventional high-temperature high-pressure dyeing method, in the treatment process, the dyeing depth (o.w.f) is controlled to be 2.6%, the bath ratio is 1: 25, the pH value of a dyeing bath is adjusted to be 4-5, the polyester fabric is dyed at room temperature, the temperature is increased to 130 ℃ at 1 ℃/min, the temperature is kept for 60min, and the polyester fabric is washed, reduced, cleaned, neutralized in acid and shaped (180 ℃ multiplied by 30s) according to the conventional method to obtain the dyed fabric. The fastness to sublimation and washing is respectively tested by adopting ISO 105-X11 and AATCC 61-2A, and the fastness to sublimation and washing is specifically shown in Table 2:
TABLE 2
Figure BDA0002844381900000132
Figure BDA0002844381900000141
Colour fastness to water blister test
2g of the polyester fabric dyed by the dyes in the examples 1-26 and the comparative examples 1-2 is sewn with 2g of white cloth of the same specification, and then is respectively soaked in 60 ℃ (clear water), 60 ℃ (washing powder 5g/L), 95 ℃ (clear water) and 95 ℃ (washing powder 5g/L) for 15min, the bath ratio is 1:50, the color fall weight and the white cloth staining rating are judged, and the results are shown in a table 3:
TABLE 3
Figure BDA0002844381900000151
Figure BDA0002844381900000161
Therefore, when the disperse orange dye product is applied to dyeing of terylene and blended fabrics, the sublimation fastness and washing fastness are outstanding, the color fastness of water bubbles is excellent, the disperse orange dye product can be further compounded with magenta and dark blue disperse dyes, and the dye variety is enriched.

Claims (10)

1. A disperse orange dye composition comprises a component A, a component B and a component C, wherein the component A is selected from one or more compounds shown in a formula (I) and/or a formula (II), the component B is selected from one or more compounds shown in a formula (III), the component C is selected from one or more compounds shown in a formula (IV), based on the component A to the component C, the mass percentage of the component A is 20-75%, the mass percentage of the component B is 20-75%, and the mass percentage of the component C is 5-30%:
Figure FDA0002844381890000011
in formula (I):
R1is cyanoethyl, C1~C4Alkyl or CH2-CH=CH2
n is 1 or 2.
In the formula (II):
X1、X2each independently is hydrogen or halogen;
R2、R3each independently is C1~C4Alkyl or substituted C1~C4Alkyl, said substituted C1~C4The substituent of the alkyl group is selected from-CN or-OCOC6H5
In the formula (III):
X3、X4each independently is NO2H, halogen, C1~C4Alkoxy group, -SO2-Ph、-COOC2H4OC2H4OCH3or-OCH2-Ph, Ph being phenyl;
R4is C1~C4Alkyl group of (1).
In the formula (IV):
X5is H, NO2Halogen or CN;
R5is C1~C4Alkyl groups of (a);
R6、R7each independently is hydrogen, C1~C4Alkyl or substituted C1~C4Alkyl, said substituted C1~C4The substituents for the alkyl groups being selected from-OCOR8、-COOR9,R8、R9Each independently is C1~C4Alkyl group of (1).
2. A disperse orange dye composition according to claim 1, said C1~C4Alkyl is methyl or ethyl, X3、X4Each independently is NO2、H、C1~C4Alkoxy or-SO of2-Ph, Ph is phenyl, X5Is NO2Or CN.
3. A disperse orange dye composition according to claim 1, wherein component a is selected from one of the following formulae or a mixture of two or more thereof in any ratio:
Figure FDA0002844381890000021
Figure FDA0002844381890000031
4. a disperse orange dye composition according to claim 1, wherein component B is selected from one of the following formulae or a mixture of two or more thereof in any ratio:
Figure FDA0002844381890000032
Figure FDA0002844381890000041
Figure FDA0002844381890000051
5. a disperse orange dye composition according to claim 1, wherein component C is selected from one of the following formulae or a mixture of two or more thereof in any ratio:
Figure FDA0002844381890000052
Figure FDA0002844381890000061
6. the disperse orange dye composition according to claim 1, comprising component a, component B and component C:
component A is selected from formula (I-1), (II-1) and/or (II-3);
component B is selected from the formulae (III-1), (III-2), (III-6) and/or (III-7);
the component C is selected from at least one of formulas (IV-1) to (IV-4);
based on the components A to C, the mass percentage of the component A is 20-75%, the mass percentage of the component B is 20-75%, and the mass percentage of the component C is 5-30%.
Figure FDA0002844381890000062
Figure FDA0002844381890000071
Figure FDA0002844381890000081
7. The disperse orange dye composition as claimed in claim 1, wherein the disperse orange dye composition comprises a component A, a component B and a component C, and based on the component A to the component C, the mass percentage of the component A is 20-75%, the mass percentage of the component B is 20-75%, and the mass percentage of the component C is 5-30%.
8. The disperse orange dye composition according to claim 6, which is composed of component A, component B and component C, wherein:
component A is selected from formula (I-1), (II-1) and/or (II-3);
component B is selected from the formulae (III-1), (III-2), (III-6) and/or (III-7);
the component C is selected from at least one of formulas (IV-1) to (IV-4);
based on the components A to C, the mass percentage of the component A is 20-75%, the mass percentage of the component B is 20-75%, and the mass percentage of the component C is 5-30%.
9. A disperse dye product comprising the disperse orange dye composition as claimed in any one of claims 1 to 8 and an auxiliary agent, wherein the weight ratio of the disperse orange dye composition to the auxiliary agent is 0.2-5: 1, and the auxiliary agent is one or a combination of any of the following: naphthalene sulfonic acid formaldehyde condensate, methyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonate formaldehyde condensate, anhydrous sodium sulphate and polycarboxylic acid polymer dispersant.
10. Use of a disperse dye preparation according to claim 9 for dyeing polyester and polyester blend fabrics.
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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
CN116396625A (en) * 2022-06-30 2023-07-07 浙江龙盛集团股份有限公司 Disperse orange dye composition and product thereof

Citations (6)

* Cited by examiner, † Cited by third party
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
KR20130130966A (en) * 2012-05-23 2013-12-03 공명도 Black and navy blue disperse dye composition having excellent moisture resistance
CN104087010A (en) * 2013-05-16 2014-10-08 上海安诺其纺织化工股份有限公司 Disperse dye mixture
CN104087017A (en) * 2013-05-16 2014-10-08 上海安诺其纺织化工股份有限公司 Preparation method of orange disperse dye
CN104088165A (en) * 2013-05-16 2014-10-08 上海安诺其纺织化工股份有限公司 Use of disperse dye in polyester fiber dyeing
CN111662569A (en) * 2020-07-10 2020-09-15 约克夏(浙江)染化有限公司 Orange disperse dye composition, orange disperse dye, and preparation method and application thereof

Patent Citations (6)

* Cited by examiner, † Cited by third party
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
KR20130130966A (en) * 2012-05-23 2013-12-03 공명도 Black and navy blue disperse dye composition having excellent moisture resistance
CN104087010A (en) * 2013-05-16 2014-10-08 上海安诺其纺织化工股份有限公司 Disperse dye mixture
CN104087017A (en) * 2013-05-16 2014-10-08 上海安诺其纺织化工股份有限公司 Preparation method of orange disperse dye
CN104088165A (en) * 2013-05-16 2014-10-08 上海安诺其纺织化工股份有限公司 Use of disperse dye in polyester fiber dyeing
CN111662569A (en) * 2020-07-10 2020-09-15 约克夏(浙江)染化有限公司 Orange disperse dye composition, orange disperse dye, and preparation method and application thereof

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
CN116396625A (en) * 2022-06-30 2023-07-07 浙江龙盛集团股份有限公司 Disperse orange dye composition and product thereof

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