CN112574594A - Disperse yellow-orange dye composition and product thereof - Google Patents
Disperse yellow-orange dye composition and product thereof Download PDFInfo
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- CN112574594A CN112574594A CN202011614191.2A CN202011614191A CN112574594A CN 112574594 A CN112574594 A CN 112574594A CN 202011614191 A CN202011614191 A CN 202011614191A CN 112574594 A CN112574594 A CN 112574594A
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- component
- disperse yellow
- dye composition
- orange dye
- disperse
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
- D06P1/18—Azo dyes
Abstract
The invention discloses a disperse yellow to orange dye composition, a product and application thereof. The disperse yellow-orange dye composition comprises a component A, a component B and a component C, wherein the component A is selected from at least one compound shown in a formula (I), the component B is selected from at least one compound shown in a formula (II), the component C is selected from at least one compound shown in a formula (III), and based on the component A, the component B and the component C, the mass percentage of the component A is 5-90%, the mass percentage of the component B is 5-90%, and the mass percentage of the component C is 5-90%. The invention provides a disperse yellow to orange dye composition and application of a product in printing and dyeing of hydrophobic fiber materials, and the disperse yellow to orange dye composition has the characteristics of bright color light, excellent color fastness to washing and light fastness, acid-alkali bath dyeing resistance and the like.
Description
(I) technical field
The invention relates to a disperse yellow to orange dye composition, a product thereof and application in printing and dyeing of hydrophobic fiber materials.
(II) background of the invention
Yellow or orange disperse dyes are widely available in structure, and commonly used disperse yellow 23 of bisazo type and disperse orange 76 of monoazo type are forbidden due to easy decomposition of carcinogenic sensitizing components; the nitro diphenylamine has good color fastness and is suitable for various fibers, and the dyeing property needs to be improved; the quinoline-based disperse yellow 54 is bright in color, and recently, the amount thereof is increasingly used with the disablement of the disperse yellow 23. The three-branch disperse dye can be colored under the condition of weak alkalinity, but is sensitive to strong alkali.
In the traditional dyeing and finishing process of the polyester fabric, the processes of desizing, refining and alkali decrement are carried out under the alkaline condition, while the dyeing of disperse dyes is carried out in an acid bath, so that the sizing agent which is not cleaned in the pretreatment is separated out to generate defects.
Disclosure of the invention
The invention aims to provide a disperse yellow to orange dye composition which is bright in color light, excellent in color fastness to washing and light fastness and resistant to acid-alkaline bath dyeing, and a product thereof.
In order to achieve the purpose, the invention adopts the technical scheme that:
a disperse yellow-orange dye composition comprises a component A, a component B and a component C, wherein the component A is selected from at least one compound shown in a formula (I), the component B is selected from at least one compound shown in a formula (II), the component C is selected from at least one compound shown in a formula (III), based on the component A, the component B and the component C, the mass percent of the component A is 5-90%, the mass percent of the component B is 5-90%, and the mass percent of the component C is 5-90%;
in formulae (I) to (III):
R1is-SO2NHR11，R2Is C1～C4Alkyl radical, R11Is C1～C18Alkyl of (A), X1Is hydrogen, methyl or bromine;
R3、R4simultaneously being hydrogen, or R3、R4Each independently of the other being chlorine or bromine, R5Is hydrogen, C1～C4Alkyl of (C)1～C4Alkoxy or chloro, preferably R5Is hydrogen, methyl, methoxy or chlorine, R6Is cyanoethyl or C1～C4M is 1 or 2, preferably m is 2;
R7is chlorine or C1～C4Alkyl of (3), preferably methyl, R8、R9Each independently of the other being hydrogen, chlorine or bromine, R10Is cyanoethyl or C1～C4N is 1 or 2.
In the present invention, said C1～C4The alkyl group may be methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl. Said C1～C4The alkoxy group may be methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy, tert-butoxy.
Preferably, the component A is one of the following formulas or a mixture of two or more of the following formulas in any proportion:
further, component A is at least one selected from the group consisting of formulae (I-1) to (I-7).
Still further, component A is selected from formula (I-1).
Preferably, the component B is one of the following formulas or a mixture of two or more of the following formulas in any proportion:
further, component B is selected from at least one of formulae (II-1) to (II-4).
Preferably, the component C is one of the following formulas or a mixture of two or more of the following formulas in any proportion:
further, component C is selected from at least one of formulas (III-1) to (III-5).
Preferably, the disperse yellow to orange dye composition comprises a component A, a component B and a component C, wherein based on the component A, the component B and the component C, the mass percent of the component A is 10-80%, the mass percent of the component B is 10-80%, and the mass percent of the component C is 10-80%.
Further, the disperse yellow to orange dye composition consists of a component A, a component B and a component C.
Furthermore, the disperse yellow to orange dye composition is composed of a component A, a component B and a component C, wherein based on the component A, the component B and the component C, the mass percentage of the component A is 10-80%, the mass percentage of the component B is 10-80%, and the mass percentage of the component C is 10-80%.
The disperse yellow to orange dye composition according to the invention preferably comprises component a, component B and component C, wherein:
the component A is at least one selected from formulas (I-1) to (I-7);
the component B is at least one selected from formulas (II-1) to (II-4);
the component C is selected from at least one of formulas (III-1) to (III-5);
based on the component A, the component B and the component C, the mass percentage of the component A is 10-80%, the mass percentage of the component B is 10-80%, and the mass percentage of the component C is 10-80%.
Or the disperse yellow to orange dye compositions according to the invention preferably consist of component a, component B and component C, where:
the component A is at least one selected from formulas (I-1) to (I-7);
the component B is at least one selected from formulas (II-1) to (II-4);
the component C is selected from at least one of formulas (III-1) to (III-5);
based on the component A, the component B and the component C, the mass percentage of the component A is 10-80%, the mass percentage of the component B is 10-80%, and the mass percentage of the component C is 10-80%.
In addition to the above-mentioned component A, B, C, the disperse yellow to orange dye composition of the present invention may also include other dye components that do not substantially affect the properties of the disperse yellow dye composition, such as c.i. disperse yellow 126, c.i. disperse orange 73, etc., as required by those skilled in the art.
The disperse yellow to orange dye composition can be directly sold as a commodity, or can be sold as a commodity after being added with a conventional auxiliary agent or applied to coloring textile materials. Therefore, the invention also provides a disperse yellow to orange dye product, which contains the disperse yellow to orange dye composition and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse yellow to orange dye composition is 0.2-5: 1. Preferably, the disperse yellow to orange dye product consists of the disperse yellow to 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 preferably selected from one of the following or a mixture of two or more of the following in any proportion: lignosulfonates (e.g., sodium lignosulfonate (lignin 85A, lignin 83A)), alkylnaphthalenesulfonic acid-formaldehyde condensates [ e.g., methylnaphthalenesulfonic acid-formaldehyde condensate (dispersant MF) ], naphthalenesulfonic acid-formaldehyde condensate (dispersant NNO), benzylnaphthalenesulfonic acid-formaldehyde condensate (dispersant CNF), anhydrous sodium sulfate (sodium sulfate), polycarboxylates, and the like.
The preparation method of the disperse yellow to orange dye product comprises the following steps: mixing dye monomer compounds (crude dyes) for forming the disperse yellow to orange dye composition according to a ratio, and then carrying out microparticulation by a grinder such as a sand mill or a grinding machine in the presence of an auxiliary agent and water; alternatively, each of the dye monomer compounds may be subjected to a pulverization 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 ratio. The disperse yellow to orange dye products of the present invention are liquid after grinding with a sand mill or a grinder, and can be powdery or granular after spray drying, which is a preparation method well known to those skilled in the art.
In the present invention, the dye compounds of the formulae (I), (II) and (III) can be conveniently synthesized in a manner known to those skilled in the art, and commercially available ones can also be used.
The dye composition and the dye product can dye hydrophobic fiber materials (such as polyester and blended fabrics thereof) in a conventional mode in the industry, such as a common dip dyeing method, a high-temperature high-pressure dyeing method or a low-temperature carrier dyeing method, and can also be directly used for printing. Wherein, the common dip dyeing method comprises the following steps: pretreating a 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, carrying out reduction washing, and drying; direct printing is as follows: the method comprises the steps of carrying out dyeing pretreatment on the fabric, drying, setting, printing disperse dye color paste on a printing machine, carrying out steaming, fixing the color of the dye on the fabric by using a steaming mode, finally washing, and tentering and setting.
When the disperse yellow to orange dye composition and the dye product provided by the invention are applied to dyeing of hydrophobic fiber materials, the disperse yellow to orange dye composition and the dye product have the characteristics of good pH dependency, excellent color fastness, good promotion property and the like, overcome the defect of poor alkali resistance of conventional disperse yellow and disperse orange dyes, can realize refined one-bath dyeing, and have bright color light.
(IV) detailed description of the preferred embodiments
The invention will be further described with reference to specific examples, but the scope of the invention is not limited thereto:
example 1:
45 g of the compound of the formula (I-1), 30 g of the compound of the formula (II-1), 25 g of the compound of the formula (III-1) and 250 g of the dispersing agent MF are mixed with 2500 g of water, and then the mixture is ground, dispersed and dried to obtain the finished product, wherein the dye can provide yellow-brown color tone for polyester and blended fabrics thereof.
Examples 2 to 32:
according to the method described in example 1, except for adopting the structures and the weights of the components A-C in the table 1, 250 g of auxiliary agent (200 g of dispersing agent MF and 50 g of sodium lignosulfonate) is added, 2600 g of water is added to be blended to prepare slurry, and the slurry is ground, dispersed and dried to prepare the finished product, wherein the dye can provide yellow to orange color tone to polyester and blended fabrics thereof:
TABLE 1
pH dependence experiment:
0.5 g of the disperse dye prepared in the embodiments 1 to 32 is respectively weighed and dispersed in 500 ml of water, 20 ml of the disperse dye is absorbed and then mixed with 60 ml of water to prepare a dye solution, acetic acid or sodium carbonate solution is used for adjusting different pH values (the pH values are 3.0, 4.0, 5.0, 6.0, 7.0, 8.0, 9.0 and 10.0), 2 g of polyester fabric is put into the dye solution, the temperature is raised to 70 ℃, the temperature is raised to 130 ℃ continuously in a gradient of about 2 ℃/min, the temperature is kept and the dyeing is carried out for 40 minutes, after the dyeing is finished, the heating is stopped, the temperature of a dye bath is lowered to below 80 ℃, the cloth is taken out, the cloth is fully washed, and is dried. The dyed fabric samples at pH 5 were compared with each other using the shade and intensity of the dyed fabric samples at different pH conditions, and the shade was < 0.5 and the intensity was 100% ± 5% as acceptable, i.e., the dyeing was adapted under the pH conditions, and the results are shown in table 2 below (acceptable is indicated by "√" and unacceptable is indicated by "×"):
TABLE 2
Dyeing example:
the disperse dyes prepared in the above examples 1 to 32 were respectively selected, and the light fastness, the color fastness to washing and the color fastness to sublimation were respectively tested according to the standard AATCC 16-2004(40AFU) and AATCC 61-2A, ISO 105-X11, and the results are shown in table 3 below:
TABLE 3
In conclusion, the disperse yellow to orange dye composition has the advantages of good pH dependency, excellent sunlight resistance, sublimation resistance and washing fastness, and can meet the printing and dyeing requirements of high-performance fabrics.
Claims (10)
1. A disperse yellow-orange dye composition comprises a component A, a component B and a component C, wherein the component A is selected from at least one compound shown in a formula (I), the component B is selected from at least one compound shown in a formula (II), the component C is selected from at least one compound shown in a formula (III), based on the component A, the component B and the component C, the mass percent of the component A is 5-90%, the mass percent of the component B is 5-90%, and the mass percent of the component C is 5-90%,
in formulae (I) to (III):
R1is-SO2NHR11，R2Is C1～C4Alkyl radical, R11Is C1～C18Alkyl of (A), X1Is hydrogen, methyl or bromine; r3、R4Simultaneously being hydrogen, or R3、R4Each independently of the other being chlorine or bromine, R5Is hydrogen, C1～C4Alkyl of (C)1～C4Alkoxy or chlorine, R6Is cyanoethyl or C1～C4M is 1 or 2; r7Is chlorine or C1～C4Alkyl of R8、R9Each independently of the other being hydrogen, chlorine or bromine, R10Is cyanoethyl or C1～C4N is 1 or 2.
2. A disperse yellow to orange dye composition according to claim 1, wherein: consists of a component A, a component B and a component C.
3. A disperse yellow to orange dye composition according to claim 1 or 2, wherein component a is selected from one of the following formulae or a mixture of two or more thereof in any proportion:
4. a disperse yellow to orange dye composition according to claim 1 or 2, wherein component B is selected from one of the following formulae or a mixture of two or more thereof in any proportion:
5. a disperse yellow to orange dye composition according to claim 1 or 2 wherein component C is selected from one of the following formulae or a mixture of two or more thereof in any proportion:
6. a disperse yellow to orange dye composition according to claim 1 or 2, wherein: based on the component A, the component B and the component C, the mass percentage of the component A is 10-80%, the mass percentage of the component B is 10-80%, and the mass percentage of the component C is 10-80%.
7. A disperse yellow to orange dye composition according to claim 3, wherein component a is at least one member selected from the group consisting of formulae (i-1) to (i-7).
8. A disperse yellow to orange dye composition according to claim 4, wherein component B is at least one member selected from the group consisting of formulae (II-1) to (II-4).
9. A disperse yellow to orange dye composition according to claim 5, wherein component C is selected from at least one of the formulae (III-1) to (III-5).
10. A disperse yellow to orange dye product, which contains the disperse yellow to orange dye composition as claimed in claim 1 and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse dye composition is 0.2-5: 1, and the disperse yellow to orange dye product is suitable for printing or dyeing hydrophobic fiber materials.
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