KR910006135B1 - Dye for dyeing cotton yarn for denim dyeing method using the same and dyed product - Google Patents

Abstract

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Description

Dyeing method and dyeing using dye composition for dyeing cotton yarn for denim

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to dyeing of cotton yarn for denim, and in detail, dyes and dye compositions for dyeing cotton yarn, such as denim warp yarns, dyeing methods for cotton yarn using the dye or dye compositions, and dyes or dyes A dye is colored using a composition.

Denim is favored by the texture and texture of cotton as a cloth for clothing, and is widely used for work, women's pants, and children's clothes.

Jeans made of such denim are widely used as a cloth for clothing, which is called buljin. Blue jeans are used a lot in this way because the fabrics dyed with indigo dyes are unique in color and color change over time, making it possible to develop garments that emphasize the sensitivity.

However, in recent years, the demand for so-called color jeans such as yellow, green, and black has increased as the fashion diversification and individualization increase. For this reason, the color of denim, which is a woven cloth, is desired to be colored in various color tones such as yellow to green to black.

Sulfur dyes, vat dyes, reactive dyes or naphthol dyes are used for dyeing warp yarns for color denim, which is required by color jeans.

However, colored jeans dyed using these dyes are different from conventional bulgins in terms of their value as a commodity from dyeing cloth to clothing, unlike the dyeing by indigo, in which the various properties of the dyes are different.

As mentioned above, the characteristic color and various properties of bulgin are favored as a garment, and such production performance is similarly requested | required also in color jean. Such dyeing cannot be obtained with dyes such as sulfur dyes, vat dyes, reactive dyes or naphthol dyes.

For example, the rope dyeing equipment for bulgin is widely used for dyeing cotton yarns using indigo dyes, but since the dyeing behavior of the dyes and indigo dyes is very different from that of indigo dyes, the equipment is used to dye cotton yarns with the above dyes. It is difficult to do. And, these dyes can hardly expect bleaching and decolorizing effects due to chlorine. Therefore, when bleaching on black denim composed of a black dyeing gradient incorporating indigo and a conventional yellow trench dye, only blue is decolorized and yellow remains. The value of goods is significantly impaired. In other words, rope dyes obtained by blending indigo dyes with other sulfur dyes, vat dyes, naphthol dyes, reactive dyes, and the like are different from those of indigo, and thus the bleaching and decolorizing effects of chlorine are very small. Fading effects are not expected, and they fall significantly in terms of product value.

As described above, no dyes exhibiting the same dyeing behavior as the conventional indigo and having the same performance have yet been introduced. Therefore, there is no dyeing method of cotton yarn using a novel dye having such a performance, and dyed cotton denim or color jeans using such denim.

It is an object of the present invention to provide dyes and dye compositions which exhibit the same dyeing behavior as indigo dyes and exhibit the same performance as indigo dyes in terms of bleaching and decolorizing effects.

A second object of the present invention is to provide a method for dyeing warp ropes for denim using the above dyes or dye compositions.

A third object of the present invention is to provide a dyeing material such as a warp for color denim dyed in a color tone from green to black by blending with yellow or indigo using the dye or dye composition described above.

This object of the present invention has been achieved by using a quinophthalone derivative as a dye. That is, when the quinophthalone derivative is used alone, it can be colored in a unique color in a single color, and it can be colored from green to black by being used in combination with indigo. By using such a dye can be calculated by the same dyeing method as the indigo dye dyeing dyeing with a change over time in the dyeing state of the dye as well. Dyeing of cotton yarn using a quinophthalone derivative alone or a dye composition containing a quinophthalone derivative and indigo is possible by the following method. For example, a number of single yarns are arranged in a row and wound into a sphere. Simultaneously draw multiple rows of the inclined spheres and induce them into a pair of dye baths equipped with a dehydration roll and airing device to dye them gradually and repeat the dyeing and oxidation processes for a short time. That is, a continuous dyeing method is used. Rope-like denim warps are immersed in a dye bath containing a quinophthalone derivative, and dehydration and air oxidation are repeated. Yellow to black colorgins can be obtained by the above dyeing method.

In general, the inclination of the bulging denim is arranged in a single row of yarns and wound into a spherical shape, and a plurality of strings are simultaneously drawn from the incline of the spherical yarn to induce a reduction in indigo or several pairs of dye baths. It is dyed continuously by repeating the immersion, dehydration and oxidation processes.

The inventors of the present invention, such as the fact that the quinophthalone derivatives are generally dyed cotton by the method of dyeing cellulose fibers, but gradually dyed dark yellow by the repetition of the dyeing process of the slope for denim, that is, their It was found that the quinophthalone derivative exhibits the same dyeing behavior as indigo dyes and can be dyed rope dyeing for denim by repeating dipping, dehydration and air oxidation. In addition, it was found that the dyeings had good light resistance, and the bleaching and decolorizing effect by chlorine and the time change of the dyeings also showed the same properties as the indigo dyes. Since the dyeing characteristics are similar to indigo dyes, the present invention has been completed by discovering that combination with indigo dyes can produce a mixed color including black, and can respond to the needs of color jeans.

The quinophthalone derivative used in the present invention is a quinophthalone derivative represented by the following general formula (I) or (II), and the dye composition of the present invention is a dye comprising one or more of these derivatives and indigo. Composition.

(Wherein X represents H, Br or CI, Y represents H, -coor or -COOC ₂ H ₄ OR group, where R represents an alkyl group).

The dyeing method of the present invention comprises a dye composition composed of the quinophthalone derivative or the quinophthalone derivative and an indigo dye to form a warp for denim in a rope shape, and to the dye bath containing the derivative or composition. It is a rope dyeing method of denim warp, characterized in that the dye is repeatedly immersed, dehydrated, air oxidation.

In addition, the dyeing of the present invention is a dyeing colored by the method as described above.

The quinophthalone derivative of the present invention is represented by the above general formula, and specifically, the following compounds may be mentioned.

Namely, 2-phthaloylmethylidine-3-hydroxyquinol, 2-phthaloylmethylidine-3-hydroxy-4-bromoquinoline, 2- (ethoxyethoxycarbonylphthaloylmethylidine ) -3-hydroxyquinoline, 2- (methoxycarbonylphthaloylmethylidine) -3-hydroxyquinoline, 2-phthaloylmethylidine-3-hydroxy-4-chloroquinoline and 2-naphthalo Ylmethylidine-3-hypsishiquinoline.

These derivatives exhibit a yellowish color for photoluminescence, and when used alone can satisfy the requirements of yellow gin.

The dye composition of the present invention comprises the above quinophthalone derivative and an indigo dye, and the quinophthalone derivative may be used alone or in combination of two or more kinds according to a desired color tone.

In the composition comprising one or more of the above-described quinophthalone derivatives and indigo dyes, the content ratio is not particularly determined, and various compositions capable of coloring from yellow to green or black can be adjusted by various compounding ratios. . For example, in order to obtain a black cloth, a dye composition comprising 2-phthaloylmethylidine-3-hydroxy-4-bromoquinoline and indigo in a ratio of about 4: 6 may be applied.

The blending ratio of the indigo and the quinophthalone derivative is not particularly limited, but the ratio of the indigo and the quinophthalone derivative is 1: 9-9: 1 depending on the desired color. In addition to this, 20 to 20 parts of additives are contained in various dye compositions, for example, 1-20 parts of neutral inorganic salts, such as anhydrous salt cake, and anionic surfactant, such as a lignin type dispersing agent. The dye composition obtained by this method is usually provided as a powder, but the form of the composition can be provided in various forms as desired, such as powder and granular paste products, depending on the purpose of use.

In the dyeing method of the present invention using the derivative or composition described above, the dyeing bath containing the quinophthalone derivative or the quinophthalone derivative of the general formula (I) or (II) is inclined in a rope shape and contains indigo. It is immersed in, and dewatering and air oxidation are repeated, and the denim slope is dyed.

A dye bath containing a quinophthalone derivative is prepared by adding, for example, caustic soda or an alkali mixture of caustic soda and soda ash as the alkali agent. The concentration of the quinophthalone derivative in the dye bath is determined according to the concentration of the desired dye. Generally, a thick stock solution containing a quinophthalone derivative in the range of 10-50 g / L is used as a separate bath solution to prepare a dye bath having a concentration of 0.5-1.0 in the dye bath.

In addition, the amount of alkali used may be slightly higher than the amount capable of dissolving the quinophthalone derivative. However, it is not necessary to completely dissolve the quinophthalone derivative in the dye bath.

In the method of the present invention, in addition to obtaining a yellow dye by using the above quinophthalone derivative alone, in combination with an indigo dye, the color of the dye can be obtained, for example, from green to black.

To this end, a method of dyeing the quinophthalone derivative and an indigo dye together in the same dyeing bath, and a dyeing bath containing the quinophthalone derivative and a reducing bath containing indigo dye are separately prepared and dyed using two baths. How to do it.

In a dyeing bath in which a quinophthalone derivative and an indigo dye are co-existed in the same dyeing bath, a quinophthalone derivative and an indie dye may be used separately, or the dye composition of the present invention may be used.

When using separately prepared quinophthalone derivatives and indigo dyes, first, indigo dyes are used in the required amounts according to the desired color to reduce indigo dyes, for example alkalis such as caustic soda and hydrosulfite. After the addition, the indigo dye is reduced at room temperature or 70 ° C to prepare a reducing bath, and then a quinophthalone derivative is added to the reducing bath of the indigo dye to prepare a dyeing bath in which both are coexisted. Also, in the case of using the dye composition of the present invention, a dyeing bath is prepared by adding an amount of reducing agent and alkali necessary for reduction.

In addition, a dyeing bath containing only a quinophthalone derivative as a dye and a reducing bath containing only an indigo dye are separately prepared and dyed, wherein the dyeing bath containing a quinophthalone derivative is added with an alkali as described above. In addition to caustic soda and hydrosulfite, a concentrated reducing bath was prepared by adding caustic soda and hydrosulfite to a concentrated reducing bath separately from a reducing bath containing an indigo dye, and reducing the indigo dye at room temperature or 70 ° C. as described above. An appropriate concentration of dye bath is induced from the reducing bath.

Representative embodiments of the dyeing method of the present invention are as follows. That is, in general, a plurality of single yarns similar to the bulging inclination is arranged in a row of ropes, and a warp wound to a spherical tow shape is used. After being immersed in a pair of dye baths containing a bath or a reducing solution for a short time, the dyes are continuously dyed by repeating the process of dehydration and air oxidation.

In addition, when using separate baths each containing a dyeing bath containing a quinophthalone derivative and a reducing bath containing an indigo dye, the denim gradient was immersed in a dyeing bath containing only an indigo dye reducing solution and dehydrated with a pressing roller. After air oxidation, the process is repeated several times, and then dyed navy blue, and then immersed in a dye bath containing an alkali solution or an alkaline solution of a quinophthalone derivative and a hydrosulfite and then dyeing a yellow coating thereon. This method is repeated dyeing several times according to the desired color of the denim yarn. By this method, it is possible to produce a blended color of the denim slope. This method is preferable in view of workability.

In the method of the present invention, the quinophthalone derivative can be dyed darker by repeating the immersion of denim in an alkyl solution without the need for a special reduction operation, but by providing the same reduction operation as in the case of indigo, the dyeing effect is more effective. You can increase it.

Applying the method of the present invention in the continuous rope dyeing of cotton denim warp, it is possible to color even green and black by blending with yellow dye or indigo dye. The obtained dyeings have good light resistance and have a decolorizing function by chlorine bleaching, and there is almost no difference in color tone with time.

The dyed cotton yarn can be inclined, and can produce color denim using undyed yarn or dyed yarn, and can respond to the request of marketability as a color jeans using this.

It will be described below in accordance with an embodiment of the present invention. In addition, the part in an example shows a weight part.

Example 1

＂Mitsui Indigo Pure-Ex＂ (Indigo trade name of Mitsui Toatsu Dies Ltd.), 50 parts of solid caustic soda, 45 parts of hydrosulfite and water to 1000 parts were heated at 70 ° C for 15 minutes Obtain concentrated stock solution. 60 parts of the solution was added to 1 part of hydrosulfite, 0.5 part of caustic soda, and water to make 1000 parts to prepare an indigo dye bath. The cotton warp for denim washed with warm water in this dyed bath is immersed at room temperature for 30 seconds, dewatered with a pressing roller and then aired for 90 seconds. Repeat the dipping, dehydration, and airing six times. Then the slope

2.5 parts of dye III, 1.5 parts of solid caustic soda and water were added thereto, and the resultant was immersed in a quinophthalone dyeing bath (1000 parts) for 30 seconds at room temperature, followed by airing for 90 seconds after dehydration with a pressure roller. This process is continued twice. After washing with water, you can obtain a black denim cotton warp. The dyeings were excellent in light resistance and immersed in 3 g / l of sodium hypochlorite containing 10% effective chlorine and treated at 40 ° C. for 20 minutes to obtain a decolorizing effect.

Example 2

8 parts of quinolphthalone derivatives represented by the following formula (IV), 12 parts of Mitsui Indigo Pure-Ex® (Indigo brand name of Mitsui Toatsu Sudys Ltd.), 20 parts of hydrosulfite, 20 parts of solid caustic soda and water The obtained solution was heated to 70 parts at 70 ° C. for 15 minutes to obtain a concentrated reduced solution.

100 parts of the solution was added to 1 part of hydrosulfite, 0.5 part of caustic soda and water to make 1000 parts, and a dyeing bath was prepared. The cotton warp for denim washed with warm water in the bath is immersed at room temperature for 30 seconds, squeezed with a pressing roller, and then air-conditioned for 90 seconds. This immersion, dewatering, and airing process is repeated three times, followed by washing with water and drying to deepen the dark green denim slope.

This salt section is treated with 3 g / l of sodium hypochlorite solution having excellent light resistance and containing 10% of effective chlorine and treated at 40 ° C. for 20 minutes to obtain a decolorizing effect.

Example 3

In Example 2, when treated under the same conditions as in Example 2 except for "Mitsui Indigo Pure-Ex", a yellow cotton slope for denim was obtained. This dyeing is discolored to pale yellow when treated with 3 g / l of sodium hypochlorite containing 10% effective chlorine for 20 minutes at 40 ° C.

Example 4

A dye composition was prepared by combining 60 parts of Mitsui Indigo Pure-Ex®, 40 parts of 2-phthaloylmethylidine-3-hydroxy-4-bromoquinoline and 5 parts of anhydrous salt cake.

20 parts of this dye composition, 20 parts of solid caustic soda, 20 parts of hydrosulfite and water are added to make 1000 parts of solution, which is then heated at 70 ° C. for 15 minutes to prepare a concentrated reducing solution. 1 part of hydrosulfite and 0.5 part of solid caustic soda were added to the said solution, and the dyeing bath was prepared by setting it to 1000 parts with water. The cotton warp for denim washed with hot water in this dye bath is immersed at room temperature for 30 seconds, and dewatered with a pressing roller for 90 seconds. The process of immersion and dewatering air ring is repeated six times, and washed with water to obtain a black denim warp.

This dyeing product was discolored with 3 g / l of sodium hypochlorite solution containing 10% effective chlorine for 20 minutes at 40 ° C, resulting in a lighter color and a darker green color.

Example 5

Except for using 2-phthaloylmethylidine-3-hydroxy-4-bromoquinoline in place of the compound of formula (III) of Example 1, the same continuous dyeing as in Example 1 was carried out, washed with water and dried A cotton slope for denim was obtained, and the dyeing was excellent in light resistance, and treated with 3 g / l of sodium hypochlorite containing 10% effective chlorine at 40 ° C. for 20 minutes to give a decolorizing effect. Dark green.

Example 6

In Example 3, when treated under the same conditions using 2-phthaloylmethylidine-3-hydroxy-4-bromoquinoline in place of the compound of formula (IV), a yellow denim cotton slope was obtained. This dyeing product is discolored pale yellow after treatment at 40 ° C. for 20 minutes with 3 g / l of sodium hypochlorite, which has excellent light resistance and contains 10% effective chlorine, similarly to Example 2.

[Comparative Example]

Representative yellow tendonitis dye, C.I. Cotton yarns were dyed in the same manner as in Example 2 using Vat Yellow 2 (Mikethren Yellow GCN: MITSUI TOATSU DYES LTD.) And Mitsui Indigo Pure-Ex® (MITSUI TOATSU DYES LTD.). In order to compare with the cotton yarn obtained in Example 2, the dyeing state was observed and the discoloration test by the following method was performed.

Dyeing state: The cross section of the fiber was observed by cutting the dyed yarn with cutter knife.

Decolorization test: 3 g / ℓ of sodium hypochlorite containing 10% effective chlorine is treated for 20 minutes at 40 ℃.

The results are shown in Table 1.

TABLE 1

Claims (2)

(Iii) A salt bath containing one or more of the quinophthalone derivatives represented by the following general formula (I) or (II) with the warp for denim in the form of rope, or one or more of the above quinophthalone derivatives and indigo dyes; Immersing in: (ii) dehydrating cotton yarn: and (iii) exposing the cotton yarn to air to oxidize one or more quinophthalone derivatives contained in the cotton yarn and, if the indigo dye is contained in a salt bath, to the cotton yarn. Rope dyeing method of the cotton yarn for denim, characterized in that the step of oxidizing both at least one kind of quinophthalone derivative and indigo dye is continuously repeated: Wherein X is H, Br or Cl, and Y is H, -COOR or -COOC ₂ H ₄ OR, where R represents an alkyl group. Cotton yarn for denim, which is dyed by a dye composition containing at least one type of quinophthalone derivative represented by the following general formula (I) or (II) or containing at least one type of said quinophthalone derivative and an indigo dye: Wherein X is H, Br or Cl and Y is H, -COOR or -COOC ₂ H ₄ OR, where R is an alkyl group.