CN113444381B - Disperse deep blue dye composition and dye product - Google Patents
Disperse deep blue dye composition and dye product Download PDFInfo
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- CN113444381B CN113444381B CN202110732444.4A CN202110732444A CN113444381B CN 113444381 B CN113444381 B CN 113444381B CN 202110732444 A CN202110732444 A CN 202110732444A CN 113444381 B CN113444381 B CN 113444381B
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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
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- 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
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
-
- 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
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
- D06P3/8214—Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing ester and amide groups
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- 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
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention discloses a disperse deep blue dye composition and a dye product. The disperse deep blue dye composition comprises a component A, a component B and a component C, wherein the component A is selected from one or more of compounds shown in a formula (I), the component B is selected from one or more of compounds shown in a formula (II), and the component C is selected from one or more of compounds shown in a formula (III). The invention also provides a disperse deep blue dye product, which comprises the disperse deep blue dye composition and an auxiliary agent, wherein the weight ratio of the auxiliary agent to the disperse deep blue dye composition is 0.2-5:1. The disperse deep blue dye product provided by the invention is applied to dyeing of polyester and blended fabrics thereof, in particular to dyeing of polyester-ammonia blended fabrics, and has the characteristics of water resistance, excellent sublimation fastness, excellent blister staining and dropping performance and the like.
Description
1. Technical field
The invention relates to a disperse deep blue dye composition and a dye product.
2. Background art
The polyester/cotton blended fabric and the polyester dyeing are increasingly outstanding in the problems of color fall and color fading of the polyester dyeing of sportswear, internal fabrics of automobiles and the like, and the proportion of the color fastness problem is increased. The method analyzes the reasons for the color fastness problems such as discoloration, color fading and the like, selects and uses the disperse dye, improves the quality of the terylene and the blended fabric dye, and has positive effects on enhancing the market competitiveness of the terylene and the blended fabric and coping with various technical barriers and trade barriers which are continuously arranged in the United states.
The polyester spandex knitted fabric has the advantages of good drapability, comfortable coating, rich soft hand feeling, comfortable wearing, ventilation and the like, meets various demands of people on clothing fabric products, and reaches the wearability which is not comparable with that of common fabrics at present, so that the polyester spandex knitted fabric has gained a wide market. The color fastness to washing of the printing and dyeing polyester/spandex products is also highly required, such as six-fiber staining grade 4. C.i. disperse blue 284 is a dye with vivid color, excellent lifting power and better water washing and light fastness, but there is room for further improvement as measured by the comprehensive requirements of color fastness, dyeing property and the like.
3. Summary of the invention
In order to solve the problems, the invention provides a disperse deep blue dye composition and a dye product, which have good sublimation fastness, washing fastness, bubble fastness, drop color and other excellent performances when applied to dyeing or printing of a hydrophobic fiber material.
The technical scheme adopted by the invention is as follows:
in a first aspect, the present invention provides a disperse deep blue dye composition comprising a component a, a component B and a component C, wherein component a is selected from one or more of the compounds of formula (I), component B is selected from one or more of the compounds of formula (II), and component C is selected from one or more of the compounds of formula (III):
in formula (I):
X 1 is nitro, halogen or trifluoromethyl, preferably nitro, chloro, bromo or trifluoromethyl；
m and n are 1 or 2;
R 1 is hydrogen or C 1 ～C 4 An alkoxy group;
R 2 is C 1 ～C 4 An alkyl group;
R 3 、R 4 each independently is hydrogen, C 1 ～C 4 Alkyl, C 1 ～C 4 Alkoxy or halogen, preferably hydrogen, methyl, methoxy or chlorine;
in formula (II):
X 2 is halogen;
R 5 is C 1 ～C 4 An alkyl group;
R 6 、R 7 each independently is C 1 ～C 4 An alkyl group;
in formula (III):
X 3 is halogen;
R 8 、R 9 each independently is C 1 ～C 4 An alkyl group;
R 10 、R 11 each independently is-CH 2 COOK 1 or-C 2 H 4 COOK 2 Wherein K is 1 、K 2 Each independently is C 1 ～C 4 An alkyl group.
Preferably, in the disperse deep blue dye composition, the mass percentage of the component A is 1-60%, more preferably 1-50%; the mass percentage of the component B is 1-50%, more preferably 1-30%; the mass percentage of the component C is 30-95%, more preferably 30-90%.
In the invention, the C 1 ～C 4 The alkyl group may be methyl, ethyl, straight or branched propyl, straight or branched butyl. The C is 1 ～C 4 The alkoxy group may be methoxy, ethoxy, straight or branched propoxy, straight or branched butoxy. The halogen can be F, cl or Br.
Preferably, the component A is selected from one of the following formulas or a mixture of two or more of the following formulas in any proportion:
more preferably, component A is at least one of formulas (I-1), (I-4).
Preferably, the component B is selected from one of the following formulas or a mixture of two or more of the following formulas in any proportion:
more preferably, component B is at least one of formulas (II-1), (II-2).
Preferably, the component C is selected from one of the following formulas or a mixture of two or more of the following formulas in any proportion:
more preferably, component C is at least one of formulas (III-1), (III-2).
As a further preferred aspect, the disperse deep blue dye composition comprises a component a, a component B and a component C, wherein:
component A is selected from at least one of formulas (I-1) and (I-2);
the component B is at least one selected from the formulas (II-1) and (II-2);
the component C is selected from at least one of the formulas (III-1) and (III-2).
As a further preferred aspect, the disperse deep blue dye composition comprises component a, component B and component C, wherein the mass percentage of component a is 1-60%, more preferably 1-50%; the mass percentage of the component B is 1-50%, more preferably 1-30%; the mass percentage of the component C is 30-95%, more preferably 30-90%.
Because of the particularities of the dye industry, it is difficult or unnecessary to make pure products, often with some impurities and small amounts of by-products from the manufacturing process, the disperse blue dye compositions of the present invention also allow for small amounts of moisture, impurities and by-products to be made into finished products.
The disperse deep blue dye composition of the invention can be further compounded with a toning component, such as C.I. disperse blue 165, C.I. disperse blue 366, C.I. disperse blue 354 and the like, with the mass percent of which is not more than 20 percent, preferably not more than 10 percent of the total weight of the disperse dye composition, so as to obtain more dye products with excellent performance.
In the above schemes, c.i. refers to the dye INDEX number (COLOR INDEX), which is an international compilation of dye pigment varieties published by the united kingdom dyeing association (SDC) and the american society for textile chemists and dyeing agents (AATCC). The total weight of the disperse dye composition refers to the sum of the mass of each dye compound filter cake (raw dye), does not comprise any after-finishing auxiliary agent, but allows the composition to contain a small amount of impurities brought in synthesis, wherein the impurities do not affect the service performance of the dye, and the mass percent or the mass parts of the dye components are calculated according to the corresponding dry quantity of the dye filter cake.
The disperse deep blue dye composition of the present invention is sold as a commodity or directly applied to textile material for coloring, and conventional auxiliary agents are generally required to be added.
Thus, in a second aspect, the present invention also provides a disperse deep blue dye preparation for commercial sale or direct application to the coloration of textile materials, comprising said disperse deep blue dye composition and an auxiliary agent in a weight ratio of 0.2 to 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: lignosulfonate (such as sodium lignosulfonate (lignin 85A, lignin 83A)), alkyl naphthalene sulfonate formaldehyde condensate (such as methyl naphthalene sulfonate formaldehyde condensate (dispersant MF)), naphthalene sulfonate formaldehyde condensate (dispersant NNO), benzyl naphthalene sulfonate formaldehyde condensate (dispersant CNF), sodium sulfate (sodium sulfate).
The disperse deep blue dye product can be prepared by the following method: mixing the raw dye compounds corresponding to the component A, the component B and the component C according to the proportion, and then carrying out micropellet formation by using a grinder such as a sand mill or a grinding machine in the presence of an auxiliary agent and water; the raw dye compounds corresponding to the component A, the component B and the component C may be mixed in the above ratio after being subjected to the 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. The disperse dye blue material product may be liquid after being ground in sand mill or grinder, powder or granule after being spray dried.
Preferably, the disperse deep blue dye product consists of the disperse deep blue dye composition and an auxiliary agent.
In the present invention, the dye compounds of the formulae (I), (II) and (III) can be conveniently synthesized by diazotisation and coupling methods well known to those skilled in the art, and can be prepared by the methods described in patent CN 1208057A, CN103275512A, GB1326124A or the like, and can also be commercially available.
The dye product prepared by the disperse deep blue dye composition can be used for dyeing hydrophobic fiber materials such as polyester fibers and terylene/spandex fabrics in a conventional manner in industry, such as dyeing by a common dip dyeing method or a high-temperature high-pressure dyeing method, and can also be directly used for printing. Among them, common dip dyeing methods are as follows: pretreating a hydrophobic fiber material, putting the pretreated hydrophobic fiber material into a dye vat for dip dyeing, washing the dye vat with cold water until the dye vat is neutral, wringing the dye vat to dryness, and then carrying out reduction washing and drying; direct printing such as: and (3) carrying out dyeing pretreatment on the fabric, drying, shaping, printing disperse dye color paste on a printing machine, steaming, fixing the color of the dye on the fabric by utilizing a steaming mode, washing with water, and tentering and shaping.
Compared with the prior art, the invention has the beneficial effects that: the disperse deep blue dye product provided by the invention is applied to dyeing of polyester and blended fabrics thereof, in particular to dyeing of polyester-ammonia blended fabrics, and has the characteristics of water resistance, excellent sublimation fastness, excellent blister staining and dropping performance and the like.
4. Detailed description of the preferred embodiments
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 the compound of the formula (I-1), 10 g of the compound of the formula (II-1), 70 g of the compound of the formula (III-1) and 200 g of dispersing agent MF are mixed together by adding 1000 g of water, and then the mixture is ground, dispersed and spray-dried to obtain a finished product, and the finished product can provide deep blue color tone for polyester and blended fabrics thereof.
Example 2:
10 g of the compound of the formula (I-1), 5g of the compound of the formula (II-2), 85 g of the compound of the formula (III-1) and 200 g of dispersing agent MF are mixed together by adding 1000 g of water, and then the mixture is ground, dispersed and spray-dried to obtain a finished product, and the finished product can provide deep blue color tone for polyester and blended fabrics thereof.
Examples 3 to 25
According to the method described in examples 1-2, except that the structures and weights of the component A, the component B and the component C in Table 1 are adopted, 200 g of an auxiliary agent (150 g of dispersing agent MF and 50 g of sodium lignin sulfonate) is added, 2000 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 deep blue color tone with excellent fastness properties for polyester and blended fabrics thereof.
TABLE 1
/>
Example 26:
19 g of a compound of formula (I-1), 3 g of a compound of formula (II-1), 78 g of a compound of formula (III-1), 5g of C.I. disperse blue 354 of formula (V) and 250 g of dispersing agent MF are mixed together by adding 1200 g of water, and then the mixture is ground, dispersed and spray-dried, so that a finished product is obtained, and the finished product can provide deep blue color tone for polyester and blended fabrics thereof.
Example 27:
19 g of a compound of formula (I-1), 3 g of a compound of formula (II-1), 78 g of a compound of formula (III-1), 10 g of C.I. disperse blue 366 of formula (VI) and 250 g of dispersing agent MF are mixed with 1200 g of water, and then are ground, dispersed and spray-dried, so that a finished product is obtained, and the finished product can provide deep blue color tone for polyester and blended fabrics thereof.
Dyeing examples:
2g of the disperse dye prepared in examples 1-27 are weighed respectively, the polyester-polyurethane fabric is treated by a conventional high-temperature high-pressure dyeing method, in the treatment process, the dyeing depth (o.w.f) is controlled to be 4.0%, 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 130 ℃ at 1 ℃/min, the temperature is kept for 60min, and the dyed fabric is obtained by washing, reduction cleaning, neutralization and shaping (180 ℃ for 30 s) according to the conventional method. The color light of the sample cloth is observed, and the sublimation-resistant and washing-resistant color fastness of the sample cloth is respectively tested by adopting ISO105-X11 and AATCC 61-2A, and the results are shown in Table 2;
TABLE 2
/>
Bubble drop color fastness test
2g of polyester fabric dyed by the dye of examples 1-27 and 2g of white cloth with the same specification are respectively put into 60 ℃ (clean water), 60 ℃ (washing powder 5 g/L), 95 ℃ (clean water) and 95 ℃ (washing powder 5 g/L) after being soaked for 15min, and then washed, the bath ratio is 1:50, the light and heavy color dropping and the white cloth staining rating are judged, and the result is shown in Table 3:
TABLE 3 Table 3
/>
Therefore, when the disperse deep blue dye disclosed by the invention is applied to dyeing of polyester and blended fabrics thereof, the dye has excellent sublimation fastness, water washing staining and bubble dropping fastness, and meanwhile, the disperse deep blue dye can be further compounded with magenta and dark blue disperse dyes, so that the dye variety is enriched.
Claims (12)
1. A disperse deep blue dye composition comprises a component A, a component B and a component C, wherein the component A is selected from one or more of compounds shown in a formula (I), the component B is selected from one or more of compounds shown in a formula (II), and the component C is selected from one or more of compounds shown in a formula (III):
in formula (I):
X 1 is nitro, halogen or trifluoromethyl;
m and n are 1 or 2;
R 1 is hydrogen or C 1 ～C 4 An alkoxy group;
R 2 is C 1 ～C 4 An alkyl group;
R 3 、R 4 each independently is hydrogen, C 1 ～C 4 Alkyl, C 1 ～C 4 Alkoxy or halogen;
in formula (II):
X 2 is halogen;
R 5 is C 1 ～C 4 An alkyl group;
R 6 、R 7 each independently is C 1 ～C 4 An alkyl group;
in formula (III):
X 3 is halogen;
R 8 、R 9 each independently is C 1 ～C 4 An alkyl group;
R 10 、R 11 each independently is-CH 2 COOK 1 or-C 2 H 4 COOK 2 Wherein K is 1 、K 2 Each independently is C 1 ～C 4 An alkyl group.
2. The disperse deep blue dye composition according to claim 1, wherein: in the disperse deep blue dye composition, the mass percentage of the component A is 1-60%; the mass percentage of the component B is 1-50%; the mass percentage of the component C is 30-95%.
3. The disperse deep blue dye composition according to claim 1, wherein: in the disperse deep blue dye composition, the mass percentage of the component A is 1-50%; the mass percentage of the component B is 1-30%; the mass percentage of the component C is 30-90%.
4. A disperse deep blue dye composition according to any one of claims 1 to 3, wherein: x is X 1 Is nitro, chloro, bromo or trifluoromethyl.
5. A disperse deep blue dye composition according to any one of claims 1 to 3, wherein: r is R 3 、R 4 Each independently is hydrogen, methyl, methoxy or chlorine.
6. A disperse deep blue dye composition according to any one of claims 1 to 3, wherein: the component A is selected from one of the following formulas or a mixture of two or more of the following formulas in any proportion:
7. a disperse deep blue dye composition according to any one of claims 1 to 3, wherein: the component B is selected from one of the following formulas or a mixture of two or more of the following formulas in any proportion:
8. a disperse deep blue dye composition according to any one of claims 1 to 3, wherein: the component C is selected from one of the following formulas or a mixture of two or more of the following formulas in any proportion:
9. a disperse deep blue dye composition according to any one of claims 1 to 3, wherein: the disperse deep blue dye composition comprises a component A, a component B and a component C, wherein:
component A is selected from at least one of formulas (I-1) and (I-2);
the component B is at least one selected from the formulas (II-1) and (II-2); component C is selected from at least one of formulas (III-1) and (III-2);
10. the disperse deep blue dye composition according to claim 9, wherein: the disperse deep blue dye composition consists of a component A, a component B and a component C.
11. A disperse deep blue dye article comprising a disperse deep blue dye composition according to any one of claims 1 to 3 and an auxiliary agent in a weight ratio of auxiliary agent to disperse deep blue dye composition of 0.2 to 5:1.
12. The disperse deep blue dye article of claim 11, wherein: the auxiliary agent is selected from one or a mixture of more than two of the following: lignosulfonate, alkyl naphthalene sulfonic acid formaldehyde condensate, benzyl naphthalene sulfonic acid formaldehyde condensate, and anhydrous sodium sulfate.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104088166A (en) * | 2013-12-25 | 2014-10-08 | 上海安诺其纺织化工股份有限公司 | Application of navy blue or black disperse dye |
| CN105111786A (en) * | 2015-07-27 | 2015-12-02 | 杭州吉华江东化工有限公司 | Environmentally-friendly blue disperse dye mixture and applications |
| CN111073340A (en) * | 2019-11-29 | 2020-04-28 | 浙江龙盛染料化工有限公司 | Blue-to-black disperse dye composition and dye product |
| CN111117289A (en) * | 2019-11-29 | 2020-05-08 | 浙江龙盛染料化工有限公司 | Blue-to-black disperse dye composition and dye product |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104088166A (en) * | 2013-12-25 | 2014-10-08 | 上海安诺其纺织化工股份有限公司 | Application of navy blue or black disperse dye |
| CN105111786A (en) * | 2015-07-27 | 2015-12-02 | 杭州吉华江东化工有限公司 | Environmentally-friendly blue disperse dye mixture and applications |
| CN111073340A (en) * | 2019-11-29 | 2020-04-28 | 浙江龙盛染料化工有限公司 | Blue-to-black disperse dye composition and dye product |
| CN111117289A (en) * | 2019-11-29 | 2020-05-08 | 浙江龙盛染料化工有限公司 | Blue-to-black disperse dye composition and dye product |
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