CN112724705B - Blue-to-black disperse dye composition and dye product - Google Patents

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

Info

Publication number
CN112724705B
CN112724705B CN202011613718.XA CN202011613718A CN112724705B CN 112724705 B CN112724705 B CN 112724705B CN 202011613718 A CN202011613718 A CN 202011613718A CN 112724705 B CN112724705 B CN 112724705B
Authority
CN
China
Prior art keywords
component
blue
disperse dye
alkyl
dye composition
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
CN202011613718.XA
Other languages
Chinese (zh)
Other versions
CN112724705A (en
Inventor
何旭斌
陶建国
杨日升
王海丰
陈玉良
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
ZHEJIANG LONGSHENG CHEMICAL RESEARCH CO LTD
Zhejiang Longsheng Dye Chemical Co ltd
Zhejiang Longsheng Group Co Ltd
Original Assignee
ZHEJIANG LONGSHENG CHEMICAL RESEARCH CO LTD
Zhejiang Longsheng Dye Chemical Co ltd
Zhejiang Longsheng Group Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by ZHEJIANG LONGSHENG CHEMICAL RESEARCH CO LTD, Zhejiang Longsheng Dye Chemical Co ltd, Zhejiang Longsheng Group Co Ltd filed Critical ZHEJIANG LONGSHENG CHEMICAL RESEARCH CO LTD
Priority to CN202011613718.XA priority Critical patent/CN112724705B/en
Publication of CN112724705A publication Critical patent/CN112724705A/en
Application granted granted Critical
Publication of CN112724705B publication Critical patent/CN112724705B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

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
    • C09B67/0033—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
    • 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
    • D06P3/34—Material containing ester groups
    • D06P3/52—Polyesters
    • D06P3/54—Polyesters using dispersed dyestuffs
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/54—Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids

Landscapes

  • 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, which comprises a component A, a component B, a component C and a component D, wherein the component A is selected from at least one of the following formulas (I), the component B is selected from at least one of the following formulas (II), the component C is selected from at least one of the following formulas (III), and the component D is selected from at least one of the following formulas (IV) to (V). The dye is excellent in various color fastness, economical and environment-friendly when being applied to dyeing of polyester and blended fabrics.

Description

Blue-to-black disperse dye composition and dye product
Field of the art
The invention relates to a blue-to-black dye composition and a dye product, in particular to an environment-friendly blue-to-black disperse dye composition and a dye product which are suitable for dyeing and printing hydrophobic fiber materials.
(II) background art
The maximum amount of blue-black series dye is used in disperse dyes, and the traditional dye composition of blue-black by C.I. disperse blue 291:1, C.I. disperse violet 93 and C.I. disperse orange 76 is classified as forbidden dye by European countries such as Germany because the C.I. disperse orange 76 can be cracked under certain specific conditions to generate aromatic amine harmful to human body, generate allergy to human body. In recent years, there have been many disperse blue-black dye compositions replacing c.i. disperse orange 76, such as documents CN1230575A, CN101798472a and CN105111785, etc., but there is room for further improvement in dye color fastness.
(III) summary of the invention
The invention provides a blue-to-black disperse dye composition and a dye product, which have high lifting power, good deep dyeing property and excellent color fastness, and are environment-friendly novel blue-black series dye compositions.
The technical scheme adopted by the invention is as follows:
a blue-to-black disperse dye composition comprises a component A, a component B, a component C and a component D, wherein the component A is selected from at least one of the following formulas (I), the component B is selected from at least one of the following formulas (II), the component C is selected from at least one of the following formulas (III), the component D is selected from at least one of the following formulas (IV) to (V), the mass percent of the component A is 20-85%, the mass percent of the component B is 5-50%, the mass percent of the component C is 5-60%, the mass percent of the component D is 5-60% based on the total weight of the components A to D,
Figure BDA0002875800380000011
Figure BDA0002875800380000021
in formula (I):
X 1 is Cl, br or cyano; r is R 1 、R 2 Each independently is C 1 ～C 4 Preferably methyl or ethyl; r is R 3 、R 4 Each independently is C 1 ～C 4 Alkyl, allyl, or cyano, C 1 ～C 4 Alkoxy, -COOR 10 、-OCOR 11 Substituted C 1 ～C 4 Alkyl, wherein R is 10 、R 11 Each independently is C 1 ～C 4 Alkyl of (a);
in formula (II):
X 2 is Cl or Br, R 5 Is methyl, ethyl or amino, R 6 、R 7 Each independently is ethyl, propyl, isopropyl, butyl or methoxyethylA base.
In formula (III):
X 3 、X 4 each independently is hydrogen, halogen or nitro, R 7 、R 8 Each independently is C 1 ～C 4 Alkyl, cyanoethyl, benzyl or phenethyl, preferably R 7 、R 8 One of which is ethyl or cyanoethyl and the other of which is cyanoethyl or benzyl.
In formula (IV):
X 5 、X 6 one of hydrogen, halogen or C 1 ～C 4 Alkyl, the other being-SO 2 NHR 12 ，R 12 Is C 1 ～C 18 Alkyl of R 9 Is C 1 ～C 8 Alkyl or substituted C 1 ～C 8 Alkyl, wherein the substituents are C 1 ～C 4 Alkoxy or phenyl;
in formula (V):
X 7 、X 8 each independently is hydrogen, C 1 ～C 4 Alkyl, C 1 ～C 4 Alkoxy, halogen, nitro or-COOCH 3 。
As a further preference, the component a is one of the following formulae or a mixture of two or more thereof:
Figure BDA0002875800380000031
Figure BDA0002875800380000041
even more preferably, component A is at least one of the formulae (I-1) to (I-4).
As a further preference, the component B is one of the following formulae or a mixture of two or more thereof:
Figure BDA0002875800380000042
Figure BDA0002875800380000051
Figure BDA0002875800380000061
still more preferably, component B is at least one of the formulae (II-1) to (II-5).
As a further preference, the component C is one of the following formulae or a mixture of two or more thereof:
Figure BDA0002875800380000062
Figure BDA0002875800380000071
still more preferably, component C is at least one of the formulae (III-1) to (III-4).
As a further preference, the component D is one of the following formulae or a mixture of two or more thereof:
Figure BDA0002875800380000072
Figure BDA0002875800380000081
Figure BDA0002875800380000091
Figure BDA0002875800380000101
even more preferably, component D is at least one of the formulae (IV-1) to (IV-7) and/or the formulae (V-1) to (V-3).
Preferably, the blue-to-black disperse dye composition consists of a component A, a component B, a component C and a component D, wherein the mass percent of the component A is 20-85%, the mass percent of the component B is 5-50%, the mass percent of the component C is 5-60% and the mass percent of the component D is 5-60% based on the total weight of the components A-D.
The disperse blue to black disperse dye composition according to the invention preferably comprises a component A, a component B, a component C and a component D, wherein:
component A is selected from at least one of the formulae (I-1) to (I-4),
the component B is at least one selected from formulas (II-1) to (II-5),
the component C is at least one selected from formulas (III-1) to (III-4),
the component D is at least one selected from the formulas (IV-1) to (IV-7) and/or the formulas (V-1) to (V-3).
Based on the total weight of the components A to D, the mass percent of the component A is 20 to 85 percent, the mass percent of the component B is 5 to 50 percent, the mass percent of the component C is 5 to 60 percent, and the mass percent of the component D is 5 to 60 percent.
Still further preferred, the disperse blue to black disperse dye composition according to the present invention consists of component a, component B, component C and component D, wherein:
component A is selected from at least one of the formulae (I-1) to (I-4),
the component B is at least one selected from formulas (II-1) to (II-5),
the component C is at least one selected from formulas (III-1) to (III-4),
the component D is at least one selected from the formulas (IV-1) to (IV-7) and/or the formulas (V-1) to (V-3).
Based on the total weight of the components A to D, the mass percent of the component A is 20 to 85 percent, the mass percent of the component B is 5 to 50 percent, the mass percent of the component C is 5 to 60 percent, and the mass percent of the component D is 5 to 60 percent.
The blue to black disperse dye composition of the invention is usually added with an auxiliary agent for post-treatment when sold as a commodity or applied to coloring textile materials. Therefore, the invention also provides a blue-to-black disperse dye product, which consists of 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. The auxiliary agent is a dispersing agent, other surfactants and the like which are commonly used in disperse dye compounding, and is preferably one or a mixture of more than two of the following components: naphthalene sulfonic acid formaldehyde condensate, lignin sulfonate, alkyl naphthalene sulfonic acid formaldehyde condensate (such as methyl naphthalene sulfonic acid formaldehyde condensate (dispersant MF)), naphthalene sulfonic acid formaldehyde condensate (diffusant NNO), benzyl naphthalene sulfonic acid formaldehyde condensate (diffusant CNF), sodium lignin sulfonate (lignin 85A, lignin 83A), sodium sulfate, polycarboxylate, and the like.
The preparation method of the blue-to-black disperse dye product comprises the following steps:
mixing the dye monomer compounds (raw dye, dye filter cake) of the component A, the component B, the component C and the component D according to a proportion, and then carrying out micropellet formation by using a pulverizer such as a sand mill or a grinding machine in the presence of an auxiliary agent and water; alternatively, the dye monomer compounds may be subjected to a fine particle formation treatment by a pulverizer such as a sand mill or a grinding machine in the presence of an auxiliary agent and water, respectively, and then mixed in proportion. The blue to black disperse dye product is liquid after being ground by a sand mill or a grinding machine, can be powder or granular after being spray dried, and is a preparation method well known to a person skilled in the art.
In the present invention, the dye compounds of the formulae (I) to (V) can be conveniently synthesized by diazotisation, coupling, known to those skilled in the art, and can be prepared by the methods described in the patent CN104059377A, GB2123845A, CN103881412A, JP05093044, CN104087008, US4194882 or the like, and commercially available products can be used.
The dye prepared by the dye composition can be used for dyeing hydrophobic fiber materials (such as polyester and blended fabrics thereof) in a manner conventional in industry, such as 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 pretreated hydrophobic fiber material into a dye vat for dip dyeing, washing the dyed hydrophobic fiber material to be neutral by cold water, wringing the hydrophobic fiber material, carrying out reduction washing and drying the hydrophobic fiber material; and (3) directly printing, namely, carrying out dyeing pretreatment on the fabric, drying, setting, printing disperse dye color paste on a printing machine, steaming, fixing the dye on the fabric by utilizing a steaming mode, washing with water, and tentering and setting.
The blue-to-black disperse dye composition and the dye product provided by the invention are excellent in sublimation resistance and washing color fastness when applied to dyeing of hydrophobic fiber materials, and are environment-friendly novel black-blue series dye products.
(IV) detailed description of the invention
The invention will be further described with reference to the following specific examples, but the scope of the invention is not limited thereto:
example 1:
20 g of component A shown in the formulas (I-1) and (20 g of component A shown in the formulas (I-2), 10 g of component B shown in the formulas (II-1) and (10 g of component B shown in the formulas (II-2), 30 g of component C shown in the formulas (III-7) and 10 g of component D shown in the formulas (IV-1), 200 g of dispersing agent MF and 1000 g of water are added for blending, and then the mixture is ground, dispersed and dried, so that a finished product is obtained, and the dye can provide black with excellent fastness properties for polyester fabrics.
Figure BDA0002875800380000121
Example 2:
30 g of component A shown in the formula (I-3) and 30 g of component A shown in the formula (I-4), 10 g of component B shown in the formula (II-5) and 10 g of component B shown in the formula (II-6), 5 g of component C shown in the formula (III-4) and 10 g of component D shown in the formula (V-1), 200 g of dispersing agent MF and 3000 g of water are added for blending, and then the mixture is ground, dispersed and dried, so that a finished product is obtained, and the dye can provide navy blue with excellent fastness performance for polyester fabrics.
Figure BDA0002875800380000131
Examples 3 to 50:
according to the method described in example 1 or 2, except that the structures and weights of the components A to D in Table 1 are adopted, 200 g of an auxiliary agent (150 g of dispersing agent MF, 50 g of sodium lignin sulfonate) is added, 2500 g of water is added and mixed to prepare slurry, grinding, dispersing and drying are carried out, and the finished product is obtained, wherein the dye can provide blue to black with excellent fastness properties for polyester fabrics.
TABLE 1
Figure BDA0002875800380000141
/>
Figure BDA0002875800380000151
/>
Figure BDA0002875800380000161
Comparative example 1
Example 12, closest to patent CN105111785a, was taken as comparative example 1, the dye composition was as follows:
Figure BDA0002875800380000162
comparative example 2
The dye composition of example 1 closest to that of patent CN1230575a was taken as comparative example 2 as follows:
Figure BDA0002875800380000163
/>
Figure BDA0002875800380000171
comparative example 3
The dye composition closest to example 1 of patent CN101798472a was taken as comparative example 3 as follows:
Figure BDA0002875800380000172
comparative example 4
As comparative example 4, comparative example 9, which is more similar to that of patent CN101798472a, has the following dye composition:
Figure BDA0002875800380000173
/>
Figure BDA0002875800380000181
dyeing examples:
2 g of the disperse dye prepared in examples 1-50 and the dye prepared in comparative examples 1-4 are respectively weighed, polyester fabrics are treated by adopting a conventional high-temperature high-pressure dyeing method and heat setting, in the treatment process, the dyeing depth (o.w.f) is controlled to be 6.0%, the bath ratio is 1:25, the pH value of the dyeing bath is regulated to be 4-5, the dyeing is carried out at room temperature, the temperature is increased to 125 ℃ at 1 ℃/min, the temperature is kept for 45min, and the dyed fabrics are obtained by reducing, washing, drying and heat setting at 180 ℃ for 30 seconds according to the conventional method. The fastness to rubbing, washing and sublimation was measured according to ISO 105-X12, AATCC 61-2A, ISO 105X 11P 01, respectively, and the results are given in Table 2 below:
TABLE 2
Figure BDA0002875800380000182
/>
Figure BDA0002875800380000191
/>
Figure BDA0002875800380000201
In conclusion, when the blue-to-black disperse dye composition provided by the invention is applied to dyeing of polyester fabrics, various color fastness is excellent, and the dyeing and finishing of various middle-to-high grade polyesters and blended fabrics thereof can be satisfied.

Claims (10)

1. A blue-to-black disperse dye composition comprises a component A, a component B, a component C and a component D, wherein the component A is selected from at least one of the following formulas (I), the component B is selected from at least one of the following formulas (II), the component C is selected from at least one of the following formulas (III), the component D is selected from at least one of the following formulas (IV) to (V), the mass percent of the component A is 20-85%, the mass percent of the component B is 5-50%, the mass percent of the component C is 5-60%, the mass percent of the component D is 5-60% based on the total weight of the components A to D,
Figure QLYQS_1
in formula (I):
X 1 is Cl, br or cyano, R 1 、R 2 Each independently is C 1 ～C 4 Alkyl of R 3 、R 4 Each independently is C 1 ～C 4 Alkyl, allyl, or cyano, C 1 ～C 4 Alkoxy, -COOR 10 、-OCOR 11 Substituted C 1 ～C 4 Alkyl, wherein R is 10 、R 11 Each independently is C 1 ～C 4 Alkyl of (a);
in formula (II):
X 2 is Cl or Br, R 5 Is methyl, ethyl or amino, R 6 、R 7 Each independently is ethyl, propyl, isopropyl, butyl or methoxyethyl;
in formula (III):
X 3 、X 4 each independently is hydrogen, halogen or nitro, R 7 、R 8 Each independently is C 1 ～C 4 Alkyl, cyanoethyl, benzeneMethyl or phenethyl;
in formula (IV):
X 5 、X 6 one of hydrogen, halogen or C 1 ～C 4 Alkyl, the other being-SO 2 NHR 12 ，R 12 Is C 1 ～C 18 Alkyl of R 9 Is C 1 ～C 8 Alkyl or substituted C 1 ～C 8 Alkyl, wherein the substituents are C 1 ～C 4 Alkoxy or phenyl;
in formula (V):
X 7 、X 8 each independently is hydrogen, C 1 ～C 4 Alkyl, C 1 ～C 4 Alkoxy, halogen, nitro or-COOCH 3 。
2. A blue to black disperse dye composition according to claim 1, consisting of said component a, component B, component C and component D.
3. A blue to black disperse dye composition according to claim 1, wherein component a is selected from one or a mixture of two or more of the following formulas in any proportion:
Figure QLYQS_2
Figure QLYQS_3
Figure QLYQS_4
4. a blue to black disperse dye composition according to claim 1, wherein component B is selected from one of the following formulas or a mixture of two or more of them in any proportion:
Figure QLYQS_5
Figure QLYQS_6
5. a blue to black disperse dye composition according to claim 1, wherein component C is selected from one or a mixture of two or more of the following formulas in any proportion:
Figure QLYQS_7
6. a blue to black disperse dye composition according to claim 1, wherein component D is selected from one or a mixture of two or more of the following formulas in any proportion:
Figure QLYQS_8
Figure QLYQS_9
Figure QLYQS_10
Figure QLYQS_11
Figure QLYQS_12
7. a blue to black disperse dye composition according to claim 1, comprising component a, component B, component C and component D, wherein:
component A is selected from at least one of the formulae (I-1) to (I-4),
the component B is at least one selected from formulas (II-1) to (II-5),
the component C is at least one selected from formulas (III-1) to (III-4),
component D is selected from at least one of formulas (IV-1) to (IV-7) and/or formulas (V-1) to (V-3),
Figure QLYQS_13
/>
Figure QLYQS_14
/>
Figure QLYQS_15
/>
Figure QLYQS_16
based on the total weight of the components A to D, the mass percent of the component A is 20 to 85 percent, the mass percent of the component B is 5 to 50 percent, the mass percent of the component C is 5 to 60 percent, and the mass percent of the component D is 5 to 60 percent.
8. A disperse dye preparation comprising a blue to black disperse dye composition according to any one of claims 1 to 7 and an auxiliary agent in a weight ratio of 0.2 to 5:1.
9. A disperse dye preparation according to claim 8, wherein 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 sulfate and polycarboxylic acid polymer dispersant.
10. Use of the disperse dye article according to claim 9 for dyeing polyester and its blend fabrics.
CN202011613718.XA 2020-12-31 2020-12-31 Blue-to-black disperse dye composition and dye product Active CN112724705B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202011613718.XA CN112724705B (en) 2020-12-31 2020-12-31 Blue-to-black disperse dye composition and dye product

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202011613718.XA CN112724705B (en) 2020-12-31 2020-12-31 Blue-to-black disperse dye composition and dye product

Publications (2)

Publication Number Publication Date
CN112724705A CN112724705A (en) 2021-04-30
CN112724705B true CN112724705B (en) 2023-06-30

Family

ID=75611267

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202011613718.XA Active CN112724705B (en) 2020-12-31 2020-12-31 Blue-to-black disperse dye composition and dye product

Country Status (1)

Country Link
CN (1) CN112724705B (en)

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101307191B (en) * 2008-06-28 2011-11-30 浙江龙盛集团股份有限公司 Disperse dye composition and disperse dyes
CN103194095B (en) * 2013-03-29 2014-08-13 浙江龙盛集团股份有限公司 Dispersed blue-to-black dye composition
CN103194093B (en) * 2013-03-29 2014-10-15 浙江龙盛集团股份有限公司 Composition of blue to black disperse dyes
CN104788994A (en) * 2015-03-16 2015-07-22 太湖亚太精化有限公司 Dispersed azo dye mixture, product thereof, and use of product in printing and dyeing of hydrophobic synthetic materials
CN106752080B (en) * 2016-12-30 2020-09-01 浙江闰土研究院有限公司 Disperse dye composition and preparation method and application thereof
CN110373042B (en) * 2019-06-10 2021-02-02 浙江龙盛染料化工有限公司 Dark blue to black disperse dye composition and dye product
CN110373041B (en) * 2019-06-10 2021-04-09 浙江龙盛染料化工有限公司 Blue-to-black disperse dye composition and dye product
CN111334087B (en) * 2020-04-15 2021-07-30 浙江龙盛集团股份有限公司 Dark blue to black dye composition and dye product

Also Published As

Publication number Publication date
CN112724705A (en) 2021-04-30

Similar Documents

Publication Publication Date Title
CN111117289B (en) Blue-to-black disperse dye composition and dye product
CN112574595B (en) Blue-to-black disperse dye composition and dye product
CN113583474B (en) Blue-to-black disperse dye composition and dye product
CN109957259B (en) Yellow-orange disperse dye composition and dye product
CN109705618B (en) Disperse brilliant red dye composition and dye product
CN110922786B (en) Black disperse dye composition, disperse dye, preparation method and application thereof
CN109401359B (en) Blue-to-black disperse dye composition and dye product
CN113563737B (en) Blue-to-black disperse dye composition and dye product
CN114106585B (en) Blue-to-black disperse dye composition and dye product
CN112724707B (en) Disperse orange dye composition and dye product
CN112708286B (en) Blue-to-black disperse dye composition and dye product
CN109535769B (en) Disperse red dye composition and dye product
CN112048190B (en) Disperse blue-to-black dye composition and dye product thereof
CN112724705B (en) Blue-to-black disperse dye composition and dye product
CN108329716B (en) Disperse blue dye composition and dye product
CN112876876A (en) Disperse yellow-orange dye composition and dye product thereof
CN112608622B (en) Blue-to-black disperse dye composition and dye product
CN112708287A (en) Disperse yellow dye composition, and product and application thereof
CN112574594A (en) Disperse yellow-orange dye composition and product thereof
CN112679985B (en) Blue-to-black disperse dye composition and dye product
CN112646390B (en) Dark blue to black disperse dye composition and dye product
CN112724704B (en) Disperse red jade dye composition and dye product
CN112500717B (en) Disperse blue dye composition and dye product thereof
CN115124858B (en) Disperse orange dye composition and product thereof
CN112552706A (en) Disperse dark blue-to-black dye composition and dye product

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant