CN112266629A - High-fastness disperse black and blue dye mixture and application thereof - Google Patents
High-fastness disperse black and blue dye mixture and application thereof Download PDFInfo
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- CN112266629A CN112266629A CN202011147267.5A CN202011147267A CN112266629A CN 112266629 A CN112266629 A CN 112266629A CN 202011147267 A CN202011147267 A CN 202011147267A CN 112266629 A CN112266629 A CN 112266629A
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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
- C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
- C09B67/008—Preparations of disperse dyes or solvent 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
- C09B67/0033—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
- C09B67/0079—Azoic dyestuff preparations
-
- 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
- D06P3/004—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated using dispersed dyes
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Abstract
The invention discloses a high-fastness disperse black and blue dye mixture, which comprises the following components in percentage by weight: 10-70% of a component A, 2-45% of a component B, 3-45% of a component C and 0.1-25% of a component D. The dye mixture provided by the invention has excellent fastness to washing (wet treatment), sublimation fastness and light fastness, good color grade, good lifting power, ideal environmental protection performance (especially the forbidden contents of aromatic amine, chlorobenzene chlorotoluene and chlorophenol substances are low), and low price, and can obtain disperse black and blue dye mixtures with various colors by adjusting the proportion of each component.
Description
Technical Field
The invention relates to the technical field of dyes, in particular to a high-fastness disperse black and blue dye mixture and application thereof.
Background
With the improvement of living standard and the enhancement of health consciousness of people, people put forward higher requirements on various performances of hydrophobic garment materials, the hydrophobic garment materials are mainly dyed by disperse dyes, people want the garment materials to have good washing fastness, sublimation resistance fastness and light fastness, the forbidden content of aromatic amine, chlorobenzene, chlorotoluene and chlorophenol substances is low, but the price is as low as possible, and the higher requirements are put forward on the synthesis of the disperse dyes.
Patent No. CN103113758B discloses a disperse dye mixture, which is prepared by mixing a component A and a component B, wherein the component A2, 4-dinitroaniline is used as a purple dye component of a diazo raw material, and the component B is used as an orange component. However, the orange component of the formula disclosed by the patent is less in variety, poor in lifting power, poor in color fastness (sublimation fastness and sunlight resistance), small in adjustable range of color light, and prone to exceeding the standard of aniline and parachloroaniline, so that the improvement is needed.
Disclosure of Invention
In order to solve the problems of poor color fastness, poor lifting force, small adjustable range of color light, unsatisfactory environmental protection performance, easy overproof of forbidden aromatic amine, chlorobenzene, chlorotoluene or chlorophenol and the like of the existing products, the invention provides a high-fastness disperse black blue dye mixture, which has excellent fastness to washing (wet treatment), sublimation fastness and light fastness, good color change grade, good lifting force and ideal environmental protection performance (particularly the forbidden aromatic amine, chlorobenzene chlorotoluene and chlorophenol contents are low), has low price, and can obtain disperse black blue dye mixtures of various color lights by adjusting the proportion of the components.
In order to achieve the purpose, the invention adopts the following technical scheme:
a high-fastness disperse black and blue dye mixture comprises the following components in percentage by weight: 10-70% of a component A, 2-45% of a component B, 3-45% of a component C and 0.1-25% of a component D;
the structural formula of the component A is shown as (I):
in the formula (I), X1Selected from halogen or-H, R1Is selected from C1-C4Alkoxy or-H; r2And R3Are each independently selected from C2-C4Alkenyl radical, C1-C4Alkyl or optionally substituted C1-C4Wherein the alkyl substituent is-OCOR, wherein R is selected from hydrogen or C1-C4Alkyl groups of (a); r4Is selected from C1-C4An alkyl group; at least one of the components A has a structural formula in which X is1is-H;
the structural formula of the component B is shown as (II):
the structural formula of the component C is shown as (III-1) and/or (III-2), and at least one of the following components is contained:
the structural formula of the component D is shown as (IV):
in the structural formula (IV), R5Is selected from-NHCOCH3or-NHCOCH2CH3。
According to the invention, the deep color dye synthesized by using the 2, 4-dinitroaniline can be compounded and synergized, so that the dye composition with good deep dyeing effect and excellent sublimation fastness and light fastness can be obtained, the contents of chlorobenzene chlorotoluene substances and chlorophenol in the commercial dye are well reduced, the environmental protection performance of the commercial dye is improved, and the social requirements are well met.
Preferably, the component A is selected from two or more than two mixtures in any proportion in the following structural formula, and at least one component A has the structural formula X1Is a compound of the formula-H,
the component C at least contains one of structural formulas (III-1) and (III-2);
the component D at least contains one of the following structural formulas,
preferably, the high-fastness disperse black and blue dye mixture comprises the following components in percentage by weight: 35-60% of a component A, 2-30% of a component B, 3-30% of a component C and 0.1-15% of a component D.
The invention also discloses application of the high-fastness disperse black and blue dye mixture in dyeing and printing hydrophobic synthetic materials.
The disperse dye mixture is prepared into a dye product, and the dye product can be a powdery or granular dye mixture and also can be a high-strength pulp dye mixture.
Preferably, 15-85 wt% of the disperse black and blue dye mixture and 15-85 wt% of the auxiliary agent are prepared into a powdery or granular dye product.
Preferably, the weight percentage of the auxiliary agent in the powdery or granular dye product is 25-65%.
Preferably, the auxiliary agent in the powdery or granular dye product is one or more selected from a dispersing agent, a dispersing agent and a surfactant.
Preferably, the auxiliary agent in the powdery or granular dye product is one or more selected from naphthalene sulfonic acid formaldehyde condensate, methyl naphthalene sulfonic acid formaldehyde condensate, alkyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonic acid formaldehyde condensate and lignosulfonate.
Naphthalene sulfonic acid formaldehyde condensates such as the dispersant NNO, methyl naphthalene sulfonic acid formaldehyde condensates such as the dispersant MF, benzyl naphthalene sulfonic acid formaldehyde condensates such as CNF, lignosulfonates such as lignin S-29, 85A, and the like.
The preparation method of the powdery or granular dye mixture can adopt the following two methods:
1. weighing the component A, the component B, the component C, the component D and the auxiliary agent in a dry form, mixing according to an optimized proportion, and performing dry blending through a blending machine to prepare the disperse black dye mixture finished product.
2. Respectively weighing a component A, a component B, a component C, a component D and an auxiliary agent in a dry or wet form, adding water or other wetting agents, and carrying out microparticulation by using a grinder such as a sand mill or a grinder, or firstly microparticulating each single component and the auxiliary agent and then mixing together according to a proportion, wherein the weight ratio of the auxiliary agent to the original dye is 0.8-5: 1, drying or spray drying in a drying room to obtain powder and granules.
Preferably, the disperse black and blue dye mixture, the assistant and water are prepared into a slurry dye product, and the disperse black and blue dye mixture comprises, by weight, 28-45% of the assistant and 6-12% of the water.
Preferably, the assistant in the pulp dye product comprises the following components in percentage by weight: 20-35% of solvent, 20-50% of anionic surfactant and 25-50% of nonionic surfactant.
Preferably, the solvent includes one or more of methanol, ethanol, ethylene glycol, diethylene glycol, glycerol, ethylene glycol phenyl ether, diethylene glycol monophenyl ether, propylene glycol phenyl ether, dipropylene glycol monophenyl ether, benzyl alcohol, anisole, diethylene glycol, triethylene glycol, diethylene glycol monobutyl ether, 2-amino-2-methyl-1-propanol, dimethyl sulfoxide, N-dimethylformamide, N-dimethylacetamide.
Preferably, the anionic surfactant comprises one or more of naphthalene sulfonic acid formaldehyde condensate, methyl naphthalene sulfonic acid formaldehyde condensate, alkyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonic acid formaldehyde condensate, lignosulfonate, sodium p-nitrobenzenesulfonate, sodium m-nitrobenzenesulfonate, sodium p-methylbenzenesulfonate, sodium sulfonate or sulfate ester salt or phosphate ester salt of cardanol polyoxyethylene ether, polyoxyethylene ether sulfonate or sulfate ester salt or phosphate ester salt of decaol or dodecanol, and sodium dodecyl benzene sulfonate.
Preferably, the nonionic surfactant comprises one or more of polyoxyethylene ether of deca-or dodeca-alcohol, polyethylene glycol, cardanol polyoxyethylene ether, glycerol polyoxyethylene ether, sorbitan fatty acid ester and propylene glycol/polyoxypropylene polymer.
The preparation method of the pulp dye mixture comprises the following steps:
the first step is as follows: weighing the raw materials according to the mass percentage in the scheme;
the second step is that: mixing the disperse black and blue dye mixture, an auxiliary agent and water according to a certain proportion to form a mixture, and carrying out sanding dispersion on the mixture by using sanding beads, wherein the sanding time is 3-20 hours;
and thirdly, sanding the particle size of each raw material to 0.1-1 micron, and filtering to obtain a slurry dye mixture.
The invention uses a plurality of components to replace a single orange component in the prior product, and compared with the prior art, the invention has the following advantages:
1. the dye has good environmental protection property, and the forbidden contents of aromatic amine, chlorobenzene, chlorotoluene and chlorophenol substances meet the requirement of Bluesign.
2. The composition of the invention has low cost.
3. The color fastness to washing, the fastness to perspiration, the fastness to rubbing, the fastness to sunlight and the fastness to sublimation of the dye can reach more than 4 grades, wherein the fastness to sunlight can reach more than 5 grades, and more importantly, the color change grade of the fastness to sublimation reaches 4-5 grades.
4. The composition of the invention has good lifting power.
5. The adjustable range of color light is large, and the color fastness can be ensured.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Examples 1 to 20
Mixing the component A, the component B, the component C, the component D and the auxiliary agent according to a certain proportion, adding a certain amount of water, grinding and dispersing by using a grinder, and drying to obtain a finished product, wherein the powdery or granular disperse black and blue dye mixture is obtained by 1-20, and is shown in Table 1.
The dye can provide blue or black with good fabric color fastness, high environmental protection and good lifting power. Of course, the disperse black-and-blue dye mixture of the present invention can also be prepared into a paste-like dye mixture having the same strength as the powdered or granular dye mixture by the above-mentioned preparation method.
Table 1: examples 1 to 20 component ratios
Examples testing
1. Various color fastness tests
The commercially available product, disperse black ECT, was used as comparative example 1 and the patent formulation with patent number CN103113758B was used as comparative example 2. The dye samples prepared in the examples of comparative examples 2 and 1 to 20 were dyed with a folding strength according to a commercially available product, namely, disperse black ECT 4% (o.w.f.) so that the value of the Integ after dyeing of the dye of each example was substantially identical to the value of the Integ after dyeing of the disperse black ECT 4% (o.w.f.) of a commercially available product, and the cloth was dyed by a conventional high-temperature high-pressure dyeing method (130 ℃ X45 min) under a dye liquor pH of 4.5, subjected to reduction washing, and heat-set (180 ℃ X1 min) (no-setting for sublimation fastness). The fastnesses were tested and the results are shown in Table 2.
The detection method comprises the following steps:
fastness to washing: GB/T3921.3-1997, eqv ISO 105-C03: 1989;
fastness to perspiration: GB/T3922-1995, eqv ISO 105/E04-1994;
fastness to rubbing: GB/T3920-1997, eqv ISO 105-X12: 1993;
fastness to sublimation: GB/T5718-1997, eqv ISO 105-901: 1993;
light fastness: GB/T8427-2008, eqv ISO 105-B02: 1994.
TABLE 2 results of various fastness tests
2. Lifting force test
The disperse dye mixtures prepared in the above examples 1 to 20, comparative example 1 and comparative example 2 were dyed at each concentration. Dyeing conditions are as follows: pH 4.5, bath ratio 20:1, temperature time 130 ℃ x 45min, and reduction washing, the lifting power of each dye was compared. The lifting power was compared with the cloth cover Integ values measured by a computer colorimeter, and the results are shown in Table 3.
TABLE 3 Dip lift results
3. Environmental protection Performance test
The commercially available disperse black ECT is used as a comparative example 1, the strength of the disperse black ECT is used as a standard, and the dye samples prepared in the examples of the comparative examples 2 and 1-20 are weighed. The environmental protection performance is tested, and the result is shown in table 4.
The detection method comprises the following steps:
aniline and 24 forbidden aromatic amines:
the limit and determination of 23 aromatic amines in dye products GB 19601-2013;
the limit of the para-aminoazobenzene in the dye product and GB/T24101-;
chlorophenol: GB/T24166-2009;
chlorotoluene species: DIN 54232-2010;
TABLE 4 environmental protection Performance test results (ppm)
Remarking: ND means not detected.
As can be seen from Table 4, compared with comparative example 1 and comparative example 2, the environmental protection performance of the invention is greatly improved, the requirement of Bluesign can be completely met by using common raw materials, the additional value of the dye is increased, aniline and forbidden aromatic amine can even meet the requirement of ECOPASSPORT certification of Oeko TeX (the requirement of ECOPASSPORT certification is very strict, and the requirement of Bluesign can already meet the requirement of most environmental protection certifications), and chlorophenols are also in an acceptable range of 5 times of quantity.
In summary, the high-fastness disperse black and blue dye mixture provided by the invention has excellent fastness to washing (wet treatment), perspiration fastness, sublimation fastness and light fastness, good sublimation fastness discoloration grade, good lifting power, ideal environmental protection performance (mainly the contents of aromatic amine, chlorobenzene chlorotoluene and chlorophenol are forbidden), is low in price, can obtain disperse black and blue dye mixtures with various colors by adjusting the proportion of each component on the premise of ensuring the color fastness, and well meets the social requirements.
The embodiments in the present description are described in a progressive manner, each embodiment focuses on differences from other embodiments, and the same and similar parts among the embodiments are referred to each other. The device disclosed by the embodiment corresponds to the method disclosed by the embodiment, so that the description is simple, and the relevant points can be referred to the method part for description.
The previous description of the disclosed embodiments is provided to enable any person skilled in the art to make or use the present invention. Various modifications to these embodiments will be readily apparent to those skilled in the art, and the generic principles defined herein may be applied to other embodiments without departing from the spirit or scope of the invention. Thus, the present invention is not intended to be limited to the embodiments shown herein but is to be accorded the widest scope consistent with the principles and novel features disclosed herein.
Claims (8)
1. A high-fastness disperse black and blue dye mixture is characterized by comprising the following components in percentage by weight: the composition comprises, by weight, 10-70% of a component A, 2-45% of a component B, 3-45% of a component C and 0.1-25% of a component D;
the structural formula of the component A is shown as (I):
in the formula (I), X1Selected from halogen or-H, R1Is selected from C1-C4Alkoxy or-H; r2And R3Are each independently selected from C2-C4Alkenyl radical, C1-C4Alkyl or optionally substituted C1-C4Wherein the alkyl substituent is-OCOR, wherein R is selected from hydrogen or C1-C4Alkyl groups of (a); r4Is selected from C1-C4An alkyl group; at least one of the components A has a structural formula in which X is1is-H;
the structural formula of the component B is shown as (II):
the structural formula of the component C is shown as (III-1) and/or (III-2), and at least one of the following components is contained:
the structural formula of the component D is shown as (IV):
in the structural formula (IV), R5Is selected from-NHCOCH3or-NHCOCH2CH3。
2. The high-fastness disperse black and blue dye mixture according to claim 1, which comprises, in weight percent: 35-60% of a component A, 2-30% of a component B, 3-30% of a component C and 0.1-15% of a component D.
3. Use of a high-fastness disperse black-and-blue dye mixture as claimed in claim 1 or 2 for dyeing and printing hydrophobic synthetic materials.
4. The application of the high-fastness disperse black and blue dye mixture as claimed in claim 3, wherein 15-85% by weight of the disperse black and blue dye mixture and 15-85% by weight of the auxiliary agent are made into a powdery or granular dye product.
5. The use of the high-fastness disperse black and blue dye mixture according to claim 4, wherein the auxiliary agent is one or more selected from naphthalene sulfonic acid formaldehyde condensate, methyl naphthalene sulfonic acid formaldehyde condensate, alkyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonic acid formaldehyde condensate and lignosulfonate.
6. The application of the high-fastness disperse black and blue dye mixture as claimed in claim 3, wherein the disperse black and blue dye mixture, the assistant and water are prepared into a pulp-like dye product, and the weight percentage of the disperse black and blue dye mixture is 28-45%, the weight percentage of the assistant is 6-12%, and the balance is water.
7. The use of the high-fastness disperse black and blue dye mixture according to claim 6, wherein the auxiliary agent is one or more selected from a dispersant, a diffusant and a surfactant.
8. The use of a high-fastness disperse black and blue dye mixture according to claim 7, wherein the auxiliary agent comprises the following components in percentage by weight: 20-35% of solvent, 20-50% of anionic surfactant and 25-50% of nonionic surfactant.
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CN113621252A (en) * | 2021-09-02 | 2021-11-09 | 菲诺染料化工(无锡)有限公司 | Environment-friendly high-fastness disperse navy blue dye composition and preparation method thereof |
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CN103937291A (en) * | 2014-04-02 | 2014-07-23 | 上海贝通色彩科技有限公司 | Printing disperse black azo dye mixture and preparation method thereof |
CN105255216A (en) * | 2015-11-04 | 2016-01-20 | 浙江闰土股份有限公司 | Disperse dye composition, disperse dye as well as preparation method and application of disperse dye |
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CN101307191A (en) * | 2008-06-28 | 2008-11-19 | 浙江龙盛集团股份有限公司 | Disperse dye composition and disperse dyes |
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CN103937291A (en) * | 2014-04-02 | 2014-07-23 | 上海贝通色彩科技有限公司 | Printing disperse black azo dye mixture and preparation method thereof |
CN105255216A (en) * | 2015-11-04 | 2016-01-20 | 浙江闰土股份有限公司 | Disperse dye composition, disperse dye as well as preparation method and application of disperse dye |
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CN113621252A (en) * | 2021-09-02 | 2021-11-09 | 菲诺染料化工(无锡)有限公司 | Environment-friendly high-fastness disperse navy blue dye composition and preparation method thereof |
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