JPS6149432B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to a dyeing and printing method using an aqueous dispersion of water-insoluble azo pigment particles with a particle size of 0.05μ or less, and its main purpose is to dye a mixture of polyester synthetic fibers and other fibers in the same The objective is to dye or print vividly and uniformly with dyes that have excellent fastness. Conventionally, in the case of blended, interwoven, or interwoven fabrics of polyester synthetic fibers and natural fibers or other synthetic fibers, for example, in the case of mixtures of polyester fibers and cotton or viscose rayon, disperse dyes have been used to dye the polyester fiber side. were used, and direct dyes, reactive dyes, architectural dyes, or naphthol dyes were used on the fiber side, such as cotton. Further, in the case of a mixture of polyester fiber and wool or nylon synthetic fiber, disperse dyes, acid dyes, or metal-containing complex salt dyes have been used. Therefore, dyeing or printing methods were used that matched the properties of the fibers and dyes. There are many practical problems when dyeing or printing blended fabrics, mixed fabrics, etc. made of different types of fibers using these several types of different dyes. For example, the dye fixation method is complicated, and reproducibility is poor due to decomposition and insufficient dyeing, making management difficult; the color tone of different dyes is difficult to obtain uniformity and is unclear; and the mixing ratio of each dye. There is the complexity of changing the blending ratio of different dyes depending on the mixing ratio, especially in textile printing, which requires an excessive amount of dye (approximately twice the amount in total) regardless of the blending ratio, and the fact that it contaminates other fibers and causes white spots. It had drawbacks such as causing inconvenient problems such as contamination and deterioration of light resistance. On the other hand, according to the pigment resin dyeing method, it is possible to simultaneously dye the same color in one coloring operation using the same dye, but the dispersed particle size of the pigment used is limited to 0.5 to 5μ, which is coarse. . Therefore, the hue is unclear and it is impossible to penetrate into the inside of the fiber microstructure, so synthetic resins, especially those that form a relatively flexible film, such as emulsion of polyacrylic ester, are used to adhere the pigment. used as an agent. However, in this case, the texture of the fibers is not a little affected and the value of the product is significantly lowered, and this drawback is particularly noticeable in the case of dark colors. Additionally, a method is known in which cellulose fibers are treated and dyed with ordinary water-insoluble organic dyes (including azo and anthraquinone dyes) together with water and water-soluble organic solvents at high temperatures; Difficulties in moisture management, the need to select only from very specific low molecular weight organic dyes, and the need for an abnormally large amount of water-soluble organic solvent, roughly ten times as large as the dye, resulting in a decrease in sharpness. It is difficult to implement industrially because it has various disadvantages such as white field contamination, low dyeing yield, uneconomical washing process and pollution generation. As a result of various studies to solve such problems, the present inventor found that ultrafine water-insoluble azo organic pigments with a particle size of 0.01μ or less are suitable for cellulose fibers such as cotton, rayon, acetate, and similar fibers. The organic pigment has a remarkable directness, easily penetrates into the fiber microstructure, and can be dyed with a good yield.Moreover, because the organic pigment has a high melting point, it is difficult to thermally sublimate, and it behaves like a disperse dye. They have found that even those that do not exhibit this property have a remarkable affinity for synthetic fibers, especially polyester fibers and nylon fibers, and are easily dissolved and dyed at high temperatures. Conventionally, a method for producing an aqueous dispersion of pigment particles has been to mix a diazo compound and a coupling component, couple them to precipitate the pigment, separate it, and then disperse it in water together with a dispersant using a mill. I was worried. However, even though this method requires a long dispersion process as well as processes such as filtration, washing, and dehydration, the pigment particle size does not become less than 0.05 μm, and the water-insoluble organic pigments that undergo secondary aggregation are absorbed by the dispersant in the water. It is said that it is almost impossible to stably and finely subdivide it in a high concentration using a water-soluble organic solvent. As a method for improving this, for example, a method is known in which a diazotide and a coupling agent are coupled in the presence of a large excess of a nonionic dispersant (especially a high EO adduct). Although it is possible to obtain fine particles in a much more homogeneous manner compared to the pulverization method using other methods, using a dispersant alone results in only a suspended coupling state, and the 0.5 to 0.1
The limit is approximately μ, and fundamentally it is impossible to obtain fine pigment particles that approximate a monomolecular shape. In order to obtain a highly concentrated and uniform aqueous dispersion of a water-insoluble organic pigment with a particle size of 0.05μ or less,
As a result of various studies, the method of the present invention was completed. Next, the configuration of the present invention will be explained. The present invention combines a diazo compound of aromatic amines and a coupling component such as a phenol, an amine, or an active methylene compound in a mixed aqueous solution of a polyethylene glycol type nonionic surfactant, urea, and a water-soluble organic solvent. , natural fibers, regenerated fibers, semi-synthetic fibers, synthetic fibers, or mixtures thereof are dyed or printed using a fine particle aqueous dispersion of a water-insoluble pigment with a particle size of 0.05μ or less obtained by coupling. This is a dyeing and printing method. The polyethylene glycol type nonionic surfactants used in the present invention include higher alcohol ethylene oxide adducts, alkylphenol ethylene oxide adducts, fatty acid ethylene oxide adducts, fatty acid amide ethylene oxide adducts, and higher alkylamine ethylene oxide adducts. , polyhydric alcohol ethylene oxide adducts, fat and oil ethylene oxide adducts, polypropylene glycol ethylene oxide adducts, etc. For stable dispersion and maintenance of pigment primary fine particles or single molecules with a particle size of 0.05μ or less in water, It is an essential component and acts to block the large cohesive force between pigment monomolecules produced immediately after coupling. Therefore, the amount used is determined as appropriate depending on the structure of the target pigment, based on 1 part by weight of the produced pigment.
The amount is preferably 0.2 to 4 parts by weight, particularly 1 to 2 parts by weight. That is, in order to economically obtain a pigment fine particle aqueous dispersion with a high concentration, it is generally desirable that the pigment concentration be 8 to 20%, but it may be increased or decreased depending on the pigment concentration, and This is considered in relation to the significant increase in viscosity (due to the significant increase in surface area). Furthermore, the blending ratio of urea and water-soluble organic solvent, which will be described later, is important, and increasing these ratios can generally reduce the blending amount of the nonionic surfactant. Furthermore, due to the structure of the pigment, it is desirable to reduce the amount of nonionic surfactants in pigments that contain hydrophilic groups, especially acylamide groups and alkoxy groups, while pigments that contain nitro and halogen groups,
It is necessary to increase this. Even so, if the amount of polyethylene glycol type nonionic surfactant used is less than 0.2 parts by weight, the dispersion state becomes unstable and secondary aggregation occurs.
It is extremely difficult to convert them into primary particles or single molecules by any means. In addition, at 4 parts by weight or more,
The viscosity increases due to hydration of the surfactant itself,
It tends to make stirring operations difficult, interfere with the cohesive force inside the fibers, and lower the dyeing rate. The surfactant is preferably one with low foaming properties, and the number of moles of ethylene oxide added is 15 to 1.
A range of 100 moles is selected. Next, urea is used to alleviate the high viscosity hydration state caused by the vast surface area of pigment primary particles or single molecules of 0.05μ or less in water, promote viscosity reduction, and impart an appropriate hydrotropic effect. Although necessary, the most important action is to prevent the polyethylene glycol nonionic surfactant from existing in an unstable suspended state in a strongly alkaline aqueous solution of phenols and from coupling together as aggregates. That is, the point is to eliminate suspension and obtain a uniform solution state. This effect is probably due to the fact that it neutralizes strong acids and strong alkalis as a buffer and stably maintains the surfactant and coupling component as a true solution in water.
In addition, urea increases moisture retention when dyeing fibers,
It also has the effect of making color development more vivid. The amount of urea used is per 1 part by weight of the pigment produced.
A preferable amount is 0.2 to 4 parts by weight, but generally the more it is used within that range, the more effective it is. In the present invention, water-soluble organic solvents used together with the polyethylene glycol type nonionic surfactant and urea include alcohols such as ethyl alcohol and isopropyl alcohol, glycols such as ethylene glycol, diethylene glycol, and polyethylene glycol, glycerin, and pentyl alcohol. Polyhydric alcohols such as erythritol, methyl cellosolve, amino alcohols, thiodiethylene glycol, dimethylformamide,
Examples include dimethyl sulfoxide, N-methylpyrrolidone, etc., which are used to stabilize diazotized products, dissolve coupling agents,
Effects such as making the pigment obtained by coupling into fine particles or dissolving it immediately and stably dispersing the pigment particles, and acting as a leveling agent or dye accelerating agent when dyeing fibers. has. Therefore, it is appropriate to use the water-soluble organic solvent in an amount of 0.2 to 4 parts by weight per 1 part by weight of the produced pigment. However, in general, a range of 0.5 to 1 part by weight based on the pigment produced is most suitable. The polyethylene glycol type nonionic surfactant, urea, and water-soluble organic solvent described above are essential for producing the aqueous dispersion of fine pigment particles with a particle size of 0.05μ or less used in the present invention. The reason why ultrafine pigment particles or single molecules are obtained is not necessarily clear, but it is probably because the diazo component and coupling component of completely different stable systems combine extremely rapidly in the coupling reaction system. This is thought to be due to the fact that it suppresses growth and aggregation, exhibits a covering action similar to a multilayered capsule membrane, and separates each single molecule. In particular, when a nonionic surfactant is used alone, a significant amount of heat is generated in the ultrafine system immediately after coupling, which inevitably destroys the dispersion ability.
Therefore, it is interpreted that urea and the water-soluble organic solvent in particular prevent the pigment monomolecules from aggregating. In short, the aqueous dispersion of pigment fine particles in the present invention is obtained only due to the concerted action of the three components mentioned above. Next, the aromatic amines used here are preferably those that do not contain water-soluble groups such as sulfonic acid groups and carboxyl groups, such as halogen-substituted anilines, nitro-substituted toluidines, carbamide-substituted anisidines, substituted Specific examples include common water-insoluble azo dyes such as paranitroorthotoluidine, 2.5-dichloroaniline, dianisidine, dichlorobenzidine, aminoanthraquinone, naphthylamine, methacarbamide orthoanisidine, etc. Intermediates are used and are selected taking into consideration hue, fastness, dyeing rate, sharpness, etc. The diazotization reaction of aromatic amines is carried out by a conventional method, but it may also be carried out in the presence of a polyethylene glycol type nonionic surfactant and a water-soluble organic solvent. In particular, in the case of poorly water-soluble diazo compounds, the reaction is carried out in a dissolved state. It is desirable because it can be obtained with However, it is necessary to incorporate urea after diazotization. Further, as the diazotide of aromatic amine, a stabilized diazotide in the form of a double salt of a diazotide and zinc chloride, boron fluoride, etc. may be used, such as a diazotide of aminodiphenylamines,
Black K salt etc. are used. In addition, the component to be coupled to the diazo compound is selected from phenol, naphthol, derivatives thereof, amines, amine derivatives, phenylpyrasolones, imidazoles, triazoles, etc., such as salicylic acid anilide, β - Naphthol, β-hydroxynaphthoic acid anilide, β-hydroxynaphthoic acid amide, metaacetylaminoaniline, resorcin ethylene glycol ether, 4
Examples include methoxy-1 naphthol, acetoacetanilide, phenylmethylpyrazolone, benzimidazole, and 4-hydroxybenztriazole. By combining these coupling components and the diazo component, an aqueous dispersion having a hue ranging from yellow to orange to red to purple to navy blue to black to green can be obtained. In the coupling reaction in the present invention, the formation of fine particles and the dispersion of the resulting fine particles or monomolecular dye are performed simultaneously with or immediately after the coupling of the diazotide and the coupling component, resulting in rapid heat generation and viscosity increase. However, when the pigment concentration is high, local heat generation often occurs, and the desired particle size may not be obtained. Therefore, in order to carry out the coupling reaction of the present invention smoothly, it is necessary to pay particular attention to reaction conditions such as temperature, pH, concentration of each component, mixing method, and stirring method during the reaction. In this case, in particular with respect to the pigment content concentration, 8 to 20% is preferred. This is because if it is less than 8%, it is less economical, and because it promotes free movement between pigment particles, it tends to aggregate, requiring a large amount of surfactant, etc. On the other hand, if it is more than 20%, the viscosity becomes higher than expected. This is unsuitable because it tends to cause agitation and cause the entire system to solidify. Using the thus obtained aqueous dispersion of fine azo pigment particles with a particle size of 0.05 μm or less, a dyeing liquid or a printing paste is prepared. In addition, the dyeing liquid or printing paste may contain PH if necessary.
Regulators, leveling agents, accelerators, thickeners, sequestering agents, etc. can be added and used together, and synthetic rubber latex, polyacrylic acid ester emulsion, methylolated melamine, methylolated urea, formalin, etc. can also be added. Can be used together. The aqueous dispersion of pigment fine particles in the present invention has a low temperature
It can withstand long-term storage at 15 to -20℃, but at high temperatures,
At temperatures above 60 to 80°C, fine particles tend to aggregate, which may cause secondary aggregation and impair dyeability, so care must be taken. Furthermore, since it becomes extremely stable about 25 hours after coupling, the dispersion should not be diluted with water until about 24 hours have passed immediately after coupling. Next, in the present invention, a dyeing solution or a printing paste is prepared using the dispersion, and the dye is processed into fibers by a known dyeing method or printing method. Then, if necessary, washing and soaping are performed. The fibers targeted in the present invention include cotton, linen,
Examples include natural fibers such as silk and wool, recycled or semi-synthetic fibers such as rayon, Kyupra, polynosic, and acetate, and synthetic fibers such as polyester, nylon, polyacrylic, and polyvinyl, and yarns made of these fibers, Woven fabrics, knitted fabrics, blended yarns, blended fabrics, mixed woven fabrics, etc. can be processed, and it is especially effective for cotton and polyester fibers and fabrics made of these blends. A special effect of the present invention is that fiber mixtures having different physical and physical properties can be uniformly and vividly colored in the same color at the same time by a single coloring operation using the same dye. Therefore, organic pigment fine particles with a particle size that approximates a primary particle or monomolecular state are released from a strong cohesive force, easily and efficiently penetrate into the fiber microstructure, adsorb or dissolve, and diffuse. This is thought to be due to the secondary aggregation occurring again inside. Next, the effects of the present invention will be listed. (1) According to the present invention, natural fibers, regenerated fibers, semi-synthetic fibers, and synthetic fibers can be dyed or printed using various known dyeing methods or printing methods, respectively. (2) According to the present invention, fiber mixtures such as blended yarns, blended fabrics, and mixed-woven fabrics can be uniformly and vividly dyed or printed in the same color at the same time by a single coloring operation using the same dye. (3) According to the present invention, the steps such as filtration, dispersion, and wastewater treatment that are required in the conventional production of azo dyes and pigments are no longer necessary, and the production time is significantly shortened, increasing production efficiency. expensive. (4) The pigment particle aqueous dispersion of the present invention can be applied to pigment resin dyeing methods and pigment resin printing methods, and significantly reduces the amount of adhesive used in combination compared to cases where conventional pigments are used. can be reduced. In addition, the clarity and coloring power are improved, and the texture of the processed product is significantly improved. (5) The pigment fine particle aqueous dispersion of the present invention is extremely stable without sedimentation or coagulation during storage unlike conventional pigments, and the water-soluble organic solvent and urea do not cause pigment fine particles to dye fibers. Demonstrates level dyeing and accelerated dyeing effects when dyeing. Example 1 4-Benzylsulfonyl orthoanisidine
160 parts by weight (hereinafter, parts by weight are abbreviated as parts), 155 parts by weight of hydrochloric acid
Thoroughly knead with 180 parts of Liponox LCR (trade name) and 70 parts of ethylene glycol, and then add 400 parts of water.
120 parts of a 40% sodium nitrite aqueous solution was added over 30 minutes under stirring at a temperature of 10°C or less.
Diazotization is completed in a further 40 minutes, 50 parts of urea is added, and the mixture is stored at 0°C. Separately, 180 parts of beta-hydroxynaphthoic acid paraanisidide, 144 parts of 20% caustic soda aqueous solution, 80 parts of urea, Liponox LCR210
100 parts of ethylene glycol and 150 parts of water are uniformly and transparently dissolved, and while keeping the same temperature at 0°C, the diazotized viscous liquid is added and coupled to form red pigment fine particles (particle size 0.008~ 0.05μ)
An aqueous dispersion was obtained (viscosity 8000c.ps). 10 parts of the obtained red pigment fine particle aqueous dispersion, 2 parts of Demol N (trade name, anionic dispersant), 1 part of sodium alginate, and 87 parts of water were mixed, padded with cotton broadcloth, and squeezed with a mangle. After draining and drying, heat treatment was performed at 180° C. for 2 minutes, soaping, washing with water, and drying to obtain a plain dyed cotton broad cloth in bright vermilion. The washing fastness of this dyed product was 5th grade, the rubbing fastness was 5th grade, and the light fastness was also 5th to 6th grade. On the other hand, for comparison, when similar coupling was performed using the same sample as in Example 1 except for urea, the coupling component was in an oily state that could be separated into two layers, and it lacked coupling suitability at all. Coupling was performed using a material that can be diluted with approximately twice the amount of water, but the resulting particle size was 3 to 3.
It was a coarse product of 0.5 μm in size, and when it was similarly dyed on cotton broadcloth, it became a pastel colored product, and most of the color was bleached by soaping, and no dyeing occurred at all. Furthermore, for comparison, when coupling was carried out in a conventional manner using those in Example 1 except for urea and ethylene glycol, the coupling components were
2.5 times as much water had to be added, and the extremely high viscosity made stirring difficult (unmeasurable at viscosity of 200,000 or more). The particle size of the pigment thus obtained is approximately 0.5~
It was 1.0μ, and was almost non-dyed even though it was dyed in the same manner as above. Furthermore, we added calculated amounts of ethylene glycol and urea to the dyeing solution and performed the same heat treatment, but there was no effect at all, and the treatment temperature was lowered to 230℃.
When the temperature was lowered to °C, the coloration was considerably improved, but the cotton broadwood was significantly browned and the strength was decreased. Example 2 70 parts of dianisidine, 155 parts of hydrochloric acid, glycerin
100 copies, 40 copies of Neugen ET-170 (product name) and water
360 parts were mixed, and diazotization was carried out by gradually adding 200 parts of a 40% sodium nitrite aqueous solution at -5°C.
Thereafter, 40 parts of urea and a small amount of sulfamic acid were added to obtain a brown transparent diazotized solution. Separately, 132 parts of acetoacetoorthotortodide, 145 parts of caustic soda aqueous solution
part, 50 parts of glycerin, 50 parts of Neugen ET-170,
82 parts of urea and 600 parts of water were mixed to form a colorless transparent liquid, and the above diazotized liquid was mixed and coupled at -2°C to form orange pigment fine particles (particle size
(0.01 μ or less) an aqueous dispersion was obtained (viscosity 2000 c.ps). Two parts of the obtained orange aqueous dispersion were dissolved in 98 parts of water to obtain a dyeing solution, and this dyeing solution was used to dye an acetate shantane cloth for 40 minutes at 50 to 80°C, followed by soaping and washing with water. , and drying to obtain a plain dyed acetate shantane cloth dyed in a clear orange-yellow color. In addition, 5 parts of the obtained orange aqueous dispersion, 5 parts of Yodozol MR-96 (trade name, polyacrylic acid ester emulsion, resin content 38%), 40 parts of mineral spirits, 40 parts of water, and 5 parts of emulsifier were added. By mixing and stirring, a pigment resin printing paste of an oil-in-water emulsion was obtained.Using this, polyester and cotton blended broadcloth was screen printed, and heat treated at 200℃ for 2 minutes to create a clear deep orange pattern. A printed product was obtained. The acetate cloth and the polyester/cotton blend fabric had a washing fastness of 4th to 5th grade, a dry cleaning fastness of 5th grade, a light fastness of 4th grade, and the prints had a good texture. For comparison, Matsumin Neo Color Orange MGD (trade name, particle size 2 to 0.8μ), which has the same structure of a dispersed pigment produced by the conventional coupling method on polyester/cotton broadcloth, was used.
When using the resin, it required four times the amount of resin used in Example 2, the washing fastness was 3rd to 4th grade, and the texture was significantly inferior, and although it was pastel-like and bright, the fiber itself lost its photoselectivity. I was doing it. However, the light resistance was the same as in the example. Example 3 90 parts of orthonitroparachloroaniline, hydrochloric acid
155 parts, acetic acid 10 parts, polyethylene glycol #200
(Product name) 20 parts, Emulgen 985 (Product name) 60 parts and 350 parts of water were mixed and diazotized with 95 parts of a 40% sodium nitrite aqueous solution at 0 to 5°C to form a pale brown transparent liquid. , separately, acetoacetanilide 100
parts, 120 parts of 20% caustic soda aqueous solution, 30 parts of polyethylene glycol, 100 parts of dimethylformamide,
Mix 60 parts of urea and 790 parts of water, maintain the colorless and transparent coupling liquid at 0°C, mix and couple the diazotized liquid with stirring, and further add 10 parts of sodium monophosphate and sodium bicarbonate. and neutralize it to produce fine yellowish-brown pigment particles (particle size 0.01μ or less).
An aqueous dispersion was obtained (viscosity 2000 c.ps). A printing paste was obtained by mixing 5 parts of the obtained yellow-brown aqueous dispersion and 95 parts of a 7% aqueous solution of etherified locust bean gum, and a pattern was printed on a polyester knit cloth by screen printing. After high-pressure steaming for minutes, soaping, washing, and drying,
A colored polyester knit cloth with a bright green-yellow pattern was obtained. The print had a light resistance of 5th to 6th grade, a washing fastness of 5th grade, and a rub fastness of 5th grade. Incidentally, the coupling treated product excluding urea and polyethylene glycol in the above example has a particle size of 2 to 1 μm, and is considerably stained by the same dyeing process, but as a result of reflectance measurement, only 38% was dyed. Only 42% of the respondents were able to double the time. However, the various fastnesses of the dyed product are almost the same as those of the examples and are good. Example 4 Fast-stretched salt AL containing a diazotide of alpha-aminoanthraquinone as a double salt with zinc chloride
(Product name) 336 parts, glacial acetic acid 36 parts, Liponox
Carefully heat 240 parts of NCT (trade name), 50 parts of urea, and 670 parts of water to make a homogeneous transparent brown liquid, and separately add 54 parts of beta-naphthylamine to 108 parts of glacial acetic acid, 60 parts of Liponox NOT, and 400 parts of polyethylene glycol (trade name). 60 copies, Liponox LCR (product name) 40
1 part and 346 parts of water to make a clear brown liquid,
The above diazotized solution was added and coupled at 0 to -2°C while stirring well to obtain an aqueous dispersion of yellow-orange pigment fine particles (particle size: 0.05μ or less) (viscosity:
10500c.ps). 5 parts of the resulting yellow-orange aqueous dispersion and etherified locust bean gum 7% aqueous solution 94
1 part and 1 part of sodium metanitrobenzene sulfonate to obtain a printing paste, and using this, a pattern was printed on a polyester/cotton blend (mixing ratio of 65:35) broad cloth using the screen printing method. at °C
Polyester that is heated at high temperature for 10 minutes, soaped, washed, and dried to create a bright yellow-orange pattern.
A printed cotton blend broadcloth was obtained. The washing fastness of this print was 5th grade, the rubbing fastness was 5th grade, and the light fastness was 5th grade, and the polyester side and cotton side were uniformly dyed in the same hue. In addition, the pigment particles obtained from those excluding urea and water-soluble organic solvents in the above examples were extremely coarse, and even after being finely pulverized in a three-roll mill, they did not become smaller than about 2 μm, and even after the same dyeing process. The cotton side was not dyed at all and remained white, giving it a marbled print. Example 5 140 parts of 4-amino-1-benzoylamino-3,6-diethoxybenzene, 110 parts of hydrochloric acid and 400 parts of water were mixed, and a 40% sodium nitrite aqueous solution was added at 110°C at 15°C to form a greenish yellow-brown transparent mixture. Obtain the diazotized solution, cool it to -5°C and keep it, and separately add 120 parts of beta-hydroxynaphthoic acid orthotruidide, 160 parts of caustic soda aqueous solution, and 50% emulsion #49 (trade name).
A coupling liquid obtained by mixing and dissolving 200 parts of an aqueous solution, 60 parts of urea, 60 parts of triethylene glycol, and 400 parts of water is kept at -5°C, and the viscous liquid of the diazotide is added thereto for coupling. An aqueous dispersion of fine particles (particle size 0.02 to 0.01 μ) was obtained. A padding solution was made with 10 parts of the obtained aqueous dispersion, 2 parts of urea, 2 parts of ethylene glycol, and 86 parts of water, and a nylon taffeta cloth was soaked at room temperature, dried, and then heated to 180°C.
The fabric was steamed at high temperature for 12 minutes, soaped, and dried to obtain a nylon taffeta fabric dyed with a bright reddish blue color. Washing fastness of the dyed product is grade 4, and light fastness is grade 5.
It was classy. On the other hand, in this example, experiments were conducted on samples in which the water-soluble organic solvent and urea were removed, and those in which both were removed, and their performances are shown in Table 1.

【table】

[Table] Note: The dyeing properties are ranked in order from the best to the best.
Displayed as ◎, △, and ×.
From Table 1 above, it is extremely clear that this example is superior. In addition, in the case of the nonionic surfactant in Table 1, speck-like agglomeration was partially observed on the nylon taffeta cloth, but
When soaping, it completely came off, so it was only lightly colored. In addition, the grades in the examples above were expressed in accordance with JIS standards, and the light resistance was expressed based on L-0801.

Claims (1)

[Claims] 1. Coupling a diazotized aromatic amine with a coupling component such as a phenol, an amine, or an active methylene compound in a mixed aqueous solution of a polyethylene glycol type nonionic surfactant, urea, and a water-soluble organic solvent. Using the aqueous dispersion of pigment fine particles with a particle size of 0.05μ or less obtained by
A dyeing and printing method characterized by dyeing or printing natural fibers, recycled fibers, semi-synthetic fibers, synthetic fibers, or mixtures thereof.