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CN111334086A - Maotai-red reactive dye composition and preparation method and application thereof - Google Patents

Maotai-red reactive dye composition and preparation method and application thereof Download PDF

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Publication number
CN111334086A
CN111334086A CN202010281518.2A CN202010281518A CN111334086A CN 111334086 A CN111334086 A CN 111334086A CN 202010281518 A CN202010281518 A CN 202010281518A CN 111334086 A CN111334086 A CN 111334086A
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component
reactive dye
dye composition
parts
fibers
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CN111334086B (en
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柳长江
史佩今
郝雪梅
叶宝珠
刘晓
阮方平
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Zhejiang Ruihua Chemical Co ltd
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Zhejiang Ruihua 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
    • C09B67/0033Blends 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
    • C09B67/0052Mixtures of two or more reactive monoazo dyes
    • C09B67/0054Mixtures of two or more reactive monoazo dyes all the reactive groups not being directly attached to a heterocyclic system
    • 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
    • C09B67/0072Preparations with anionic dyes or reactive 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
    • D06P1/38General 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 reactive dyes
    • D06P1/384General 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 reactive dyes reactive group not directly attached to heterocyclic group
    • 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
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/24Polyamides; Polyurethanes
    • D06P3/248Polyamides; Polyurethanes using reactive 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
    • D06P3/58Material containing hydroxyl groups
    • D06P3/60Natural or regenerated cellulose
    • D06P3/66Natural or regenerated cellulose using reactive dyes
    • D06P3/666Natural or regenerated cellulose using reactive dyes reactive group not directly attached to heterocyclic group

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

Abstract

A mauve reactive dye composition and a preparation method and application thereof, the mauve reactive dye composition comprises a component A shown in a formula (I), a component B shown in a formula (II), a component C shown in a formula (III) and optional auxiliary agents; 10-90 parts of component A, 1-40 parts of component B, 1-40 parts of component C and 0-80 parts of auxiliary agent. When the dye is used as a dark red reactive dye for dyeing, the dye has high absolute fixation rate, high solubility and excellent color fastness performanceDifferent comprehensive properties.

Description

Maotai-red reactive dye composition and preparation method and application thereof
Technical Field
The invention relates to a composition, in particular to a mauve reactive dye composition.
Background
The reactive dye is very popular for dyeing cellulose fiber, and has the characteristics of bright color, good fastness performance, convenient use and the like; however, with the continuous development of dye technology, dyes with high fixation rate, high solubility and high performance become the main development direction. However, the comprehensive effect of many of the currently developed red-brown reactive dyes is difficult to achieve the expectation of people, and the performance and cost performance of the dyes cannot meet the increasing market demand, such as the published patent CN 102433023A, CN 102504578A. The reason is that the market competition of the reactive dye is more and more intense recently, and the requirements of people on the cost performance and the performance of the reactive dye are higher and higher; therefore, the development of reactive dye varieties with better performance and more advantageous cost has more and more important significance.
Disclosure of Invention
The invention provides a dark reddish brown reactive dye composition which has the advantages of high color fixation rate, high solubility, bright color, good washing fastness and perspiration fastness and the like.
The invention provides a dark reddish brown reactive dye composition which comprises a component A shown in a formula (I), a component B shown in a formula (II), a component C shown in a formula (III) and optional auxiliaries; 10-90 parts of component A, 1-40 parts of component B, 1-40 parts of component C, 0-80 parts of auxiliary agent:
Figure BDA0002446750450000011
Figure BDA0002446750450000021
wherein D is1、D2Each independently is
Figure BDA0002446750450000022
M1、M2、M3Each independently hydrogen, potassium, sodium, lithium or ammonium; r1、R2Each independently is (C)1-C4) -alkyl or phenyl, R3is-CH ═ CH2or-C2H4OSO3M3,R4、R5Each independently is hydrogen, (C)1-C4) -alkyl, (C)1-C4) -alkoxy, sulfo, carboxyl, amido or ureido groups; x1is-SO2CH=CH2or-SO2C2H4OSO3M,D1Wherein M is M1,D2Wherein M is M2
The mauve reactive dye composition optionally comprises one or more compounds selected from formulas (I-1) to (I-10).
Figure BDA0002446750450000023
Figure BDA0002446750450000031
Figure BDA0002446750450000041
The mauve reactive dye composition optionally comprises one or more compounds selected from formulas (II-1) to (II-11).
Figure BDA0002446750450000042
Figure BDA0002446750450000051
Figure BDA0002446750450000061
The mauve reactive dye composition optionally comprises one or more compounds selected from formulas (III-1) to (III-7).
Figure BDA0002446750450000071
Figure BDA0002446750450000081
After the composition forms a dye, the synergistic effect of the three components enables the composition to have the advantages of high solubility, high color fixing rate, good washing fastness and good perspiration fastness, and meets the requirements of modern high-grade reactive dyes. The composite dye is used for dyeing cellulose fiber materials, such as printing and dyeing of cotton, hemp, viscose fiber and textile fabrics thereof, and is also suitable for direct printing of wool, silk and wool fabrics and direct printing of vinylon blended fabrics.
In the present invention, the selection of the above-mentioned auxiliary is not particularly limited, and may be a conventional auxiliary. Preferably, the above-mentioned auxiliary agent is selected from one or more of a dispersant, a filler, and other performance-improving auxiliary agents.
Preferably, the dispersant is selected from one or more of dispersant MF and dispersant NNO.
Preferably, the filler is anhydrous sodium sulphate.
Preferably, the other performance-improving auxiliary is one or more selected from a dust-proofing agent and a solubility-improving agent.
Preferably, in the above-mentioned magenta dye composition, the content of the component a is 10 to 90 parts by weight, preferably 15 to 85 parts by weight, more preferably 20 to 80 parts by weight, and even more preferably 25 to 75 parts by weight.
Preferably, in the above-mentioned magenta dye composition, the content of the component B is 1 to 40 parts by weight, preferably 2 to 38 parts by weight, more preferably 3 to 36 parts by weight, and still more preferably 4 to 34 parts by weight.
Preferably, in the above-mentioned magenta dye composition, the content of the component C is 1 to 40 parts by weight, preferably 1 to 35 parts by weight, more preferably 1 to 30 parts by weight, and still more preferably 1 to 25 parts by weight.
Preferably, in the above-mentioned magenta dye composition, the content of the auxiliary agent is 0 to 80 parts by weight, preferably 0 to 75 parts by weight, more preferably 0 to 70 parts by weight, and still more preferably 0 to 65 parts by weight.
The invention also provides a preparation method of the mauve reactive dye composition, which is characterized by comprising the step of mixing the component A, the component B, the component C and optional auxiliary agents.
Preferably, the above preparation method comprises: mixing the dry powder or slurry of the component A, the dry powder or slurry of the component B, the dry powder or slurry of the component C and optional auxiliary agents according to the proportion, and preparing the composite material through an optional drying process.
Preferably, the above preparation method comprises: and mixing the dry powder of the component A, the dry powder of the component B, the dry powder of the component C and optional auxiliary agents according to the proportion, and preparing the product through an optional drying process.
Optionally, the preparation method comprises mixing the slurry of the component A, the slurry of the component B, the slurry of the component C and optional auxiliary agents according to the proportion and preparing the mixture through an optional drying process.
In the present invention, the apparatus for mixing the dry powder is not particularly limited, and preferably, the dry powder is mixed by a conical, roller or pear cutter type mixer, mixed uniformly, and then packaged after test analysis is qualified. The method for mixing the slurry is not particularly limited, and preferably, the slurry is stirred and mixed in a vessel. In the present invention, the equipment used in the drying process is not particularly limited, and it is preferable to dry the product in the form of granules or powder by using a spray tower, a drying room, a flash dryer, or the like.
Optionally, the mauve reactive dye composition is used for printing and dyeing fibers or textiles thereof, and optionally, the printing and dyeing comprises dyeing or printing.
Alternatively, the mauve reactive dye composition is used for printing and dyeing of cellulose fibers, protein fibers, polyamide fibers or textiles thereof.
Optionally, the cellulose fiber comprises cotton fiber, hemp fiber, and regenerated fiber.
Optionally, the cellulosic fibers are cotton fibers or regenerated fibers.
Optionally, the protein fibers include wool, silk, and wool fabrics.
The dark reddish brown reactive dye composition has the following advantages: high solubility, high color fixing rate, bright color, good fastness and the like. The red-brown reactive dye composition is suitable for printing and dyeing cellulose fiber materials, such as cotton, hemp, regenerated fibers and textiles thereof, and is also suitable for printing and dyeing protein fibers, polyamide fibers and textiles thereof.
Detailed Description
The present invention will be further described with reference to the following specific examples, but the scope of the present invention is not limited thereto.
The reactive gray dye compositions according to the invention, component A, component B and component C, can be conveniently synthesized in a manner known to the person skilled in the art, for example by conventional diazotization and coupling processes, or by using commercially available products.
Figure BDA0002446750450000101
Example 1
62.5 parts by weight of the component A of the formula (I-1), 15.5 parts by weight of the component B of the formula (II-5), 8.5 parts by weight of the component C of the formula (III-1) and 13.5 parts by weight of anhydrous sodium sulphate are mixed by a mixing machine to obtain a composition 1, and the composition is used as a red-reddish active dye and can dye cotton fabrics into a red-reddish brown color.
Figure BDA0002446750450000111
Example 2
The composition 2 is obtained by mixing 60.5 parts by weight of the component A of the formula (I-2), 15.5 parts by weight of the component B of the formula (II-5), 8.5 parts by weight of the component C of the formula (III-3) and 15.5 parts by weight of anhydrous sodium sulphate in a dry powder manner through a mixing machine, and the cotton fabric can be printed and dyed into a dark reddish brown color by taking the composition as a dark red reactive dye.
Figure BDA0002446750450000121
Example 3
61.5 parts by weight of the component A of the formula (I-1), 16.5 parts by weight of the component B of the formula (II-2), 6.5 parts by weight of the component C of the formula (III-1) and 15.5 parts by weight of anhydrous sodium sulphate are mixed by a mixing machine to obtain a composition 3, and the composition is used as a red-reddish active dye and can dye cotton fabrics into a red-reddish brown color.
Figure BDA0002446750450000122
Figure BDA0002446750450000131
Dyeing examples
To 1000g each of dye liquors prepared from 2g each of the reddish-brown reactive dye compositions 1 to 3 obtained in examples 1 to 3 and 45g of sodium chloride, 100g of cotton fabric was added, the temperature was raised to 60 ℃ at 1 ℃ per minute, 100g of a sodium carbonate solution having a concentration of 20g/L was added to each of the dye liquors, and dyeing was carried out at this temperature for 1 hour, and then the dyed fabric was rinsed, soaped with a nonionic detergent for 15 minutes, rinsed and dried. The color fixing rate, the rubbing resistance, the washing resistance, the perspiration color fastness and the solubility are tested according to the methods of GB/T2391 2014, GB/T3920 2008, GB/T3921 2008, GB/T3922 2013 and GB/T3671.1-1996 respectively, and the test results are shown in Table 1:
table 1:
Figure BDA0002446750450000132
Figure BDA0002446750450000141
from the above table, when the red-covered reactive composition is used as a red-covered reactive dye for dyeing, the absolute color fixing rate is high, the solubility is high, various color fastness properties are excellent, especially the perspiration color fastness property is excellent, and the comprehensive properties are excellent.

Claims (9)

1. A dark reddish-brown reactive dye composition is characterized by comprising a component A shown in a formula (I), a component B shown in a formula (II), a component C shown in a formula (III) and optional auxiliaries; 10-90 parts of component A, 1-40 parts of component B, 1-40 parts of component C, 0-80 parts of auxiliary agent:
Figure FDA0002446750440000011
wherein D is1、D2Each independently is
Figure FDA0002446750440000012
M1、M2、M3Each independently hydrogen, potassium, sodium, lithium or ammonium; r1、R2Each independently is (C)1-C4) -alkyl or phenyl, R3is-CH ═ CH2or-C2H4OSO3M3,R4、R5Each independently is hydrogen, (C)1-C4) -alkyl, (C)1-C4) -alkoxy, sulfo, carboxyl, amido or ureido groups; x1is-SO2CH=CH2or-SO2C2H4OSO3M,D1Wherein M is M1,D2Wherein M is M2
2. The mauve reactive dye composition according to claim 1, wherein the component A is selected from one or more compounds of formulae (I-1) to (I-10),
Figure FDA0002446750440000021
Figure FDA0002446750440000031
3. the mauve reactive dye composition according to any one of claims 1 to 2, wherein the component B is selected from one or more compounds of formulae (II-1) to (II-11),
Figure FDA0002446750440000041
Figure FDA0002446750440000051
4. the mauve reactive dye composition according to any one of claims 1 to 3, wherein the component C is selected from one or more compounds of formulae (III-1) to (III-7),
Figure FDA0002446750440000061
Figure FDA0002446750440000071
5. the black reactive dye composition according to any one of claims 1 to 4, wherein the auxiliary agent is selected from one or more of a dispersant, a filler and other performance improvement auxiliary agents;
optionally, the dispersant is selected from one or more of dispersant MF and dispersant NNO, the filler is anhydrous sodium sulphate, and the other performance improvement auxiliary agent is selected from one or more of dust-proof agent and solubility improvement agent.
6. The process for preparing a crimson-colored reactive dye composition according to any one of claims 1 to 5, which is prepared by mixing component A, component B, component C and optional auxiliaries;
optionally, the dry powder or slurry of the component A, the dry powder or slurry of the component B, the dry powder or slurry of the component C and optional auxiliary agents are mixed according to the proportion and prepared by an optional drying process;
optionally, the preparation method comprises mixing the dry powder of the component A, the dry powder of the component B, the dry powder of the component C and optional auxiliary agents in proportion, and preparing the mixture through an optional drying process;
optionally, the preparation method comprises mixing the slurry of the component A, the slurry of the component B, the slurry of the component C and optional auxiliary agents according to the proportion and preparing the mixture through an optional drying process.
7. Use of the magenta reactive dye composition according to any one of claims 1 to 6 as a magenta reactive dye.
8. Use according to claim 7, wherein the magenta reactive dye composition is used in printing of fibres or textiles thereof, optionally including dyeing or printing.
9. The use of claim 8, wherein the mauve reactive dye composition is used for printing and dyeing cellulose fibers, protein fibers, polyamide fibers or textile fabrics and blended fabrics thereof;
optionally, the cellulosic fibers include cotton fibers, hemp fibers, and regenerated fibers;
optionally, the cellulosic fibers are cotton fibers or regenerated fibers;
optionally, the protein fibers include wool, silk, and wool fabrics.
CN202010281518.2A 2020-04-10 2020-04-10 Maotai-red reactive dye composition and preparation method and application thereof Active CN111334086B (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113755027A (en) * 2021-09-23 2021-12-07 浙江亿得新材料股份有限公司 Active yellow dye composition, yellow dye, and preparation method and application thereof

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CN1486348A (en) * 2001-02-14 2004-03-31 科莱恩有限公司 colorant composition
CN103266507A (en) * 2013-05-22 2013-08-28 东华大学 Reactive dye cosolvent staining method for cellulose fabric
CN103525123A (en) * 2013-10-14 2014-01-22 东华大学 Nylon sea-island microfiber leather fabric composite dye and application thereof
CN103952014A (en) * 2014-05-12 2014-07-30 浙江亿得化工有限公司 Composite reactive blue dye and application thereof
CN105778560A (en) * 2016-03-17 2016-07-20 浙江瑞华化工有限公司 Red active dye composition and preparation method and use thereof

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Publication number Priority date Publication date Assignee Title
CN1486348A (en) * 2001-02-14 2004-03-31 科莱恩有限公司 colorant composition
RU2223997C2 (en) * 2002-03-20 2004-02-20 Гершбейн Александр Михайлович Printing ink composition and a method for preparation thereof
CN103266507A (en) * 2013-05-22 2013-08-28 东华大学 Reactive dye cosolvent staining method for cellulose fabric
CN103525123A (en) * 2013-10-14 2014-01-22 东华大学 Nylon sea-island microfiber leather fabric composite dye and application thereof
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CN105778560A (en) * 2016-03-17 2016-07-20 浙江瑞华化工有限公司 Red active dye composition and preparation method and use thereof

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113755027A (en) * 2021-09-23 2021-12-07 浙江亿得新材料股份有限公司 Active yellow dye composition, yellow dye, and preparation method and application thereof
CN113755027B (en) * 2021-09-23 2023-10-10 浙江亿得新材料股份有限公司 Reactive yellow dye composition, yellow dye and preparation method and application thereof

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