JP2009024310A - Quick dyeing and deep dyeing method with natural indigo and indigo dye - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a quick dyeing and deep dyeing method with a natural indigo or an indigo dye, which is capable of improving deep dyeing effect on a textile structure for a short time by carrying out a heat-treatment process in an alkaline dye bath in the presence of a dihalogenotriazine compound having a hydrophilic substituent group and a natural indigo or an indigo dye, achieving the shortening of the dyeing process time by the natural indigo and the indigo dye compared with the conventional dyeing process with a natural indigo or an indigo dye, improving the efficiency of dyeing process, suppressing the thermal energy, and reducing the consumption of the dye and a reducing agent in the dyeing by the oxidation reduction function of the natural indigo and the indigo dye and the quantity of exhaust water (biochemical oxygen demand). <P>SOLUTION: The method for quick dyeing and deep dyeing of a textile structure includes a heat-treatment process at 20-80°C in an alkaline dye bath in the presence of a dihalogenotriazine-based compound having a hydrophilic substituent group and a natural indigo or an indigo dye. <P>COPYRIGHT: (C)2009,JPO&INPIT

Description

  The present invention is characterized in that the effect of deep dyeing is improved in a short time in a fiber structure by carrying out a heat treatment step in the presence of a dihalogenotriazine compound having a hydrophilic substituent and an indigo dye and an indigo dye. Yes, this quick dyeing and dark dyeing process shortens the processing time of existing indigo and indigo dyes, improves the efficiency of dyeing, suppresses heat energy, and dyes with indigo and indigo dyes by the redox function This is related to rapid dyeing and deep dyeing methods for indigo and indigo dyes that reduce the amount of dyes and reducing agents and reduce the wastewater (biological oxygen demand) generated in the dyeing process.

  There are two types of indigo dyes: natural indigo and synthesized indigo. Natural indigo is generally indigo and is said to be an indigo component of 3 to 8%, but its pure content varies in the production area and manufacturing method, but recently, the output is drastically reduced and expensive. Synthetic indigo has extremely high purity and contains nearly 100% indigo, and can be dyed in large quantities with a small amount of use, and most of current dyeing methods use synthetic indigo.

  Indigo and indigo dyes are a kind of vat dyes and cannot be dyed unless they are oxidized and reduced.

    Indigo and indigo dyes have the same structural formula, but indigo has two keto groups (> C = 0), and it is this group that forms redox.

  This keto group (> C = 0) is reduced to (bad acid) by (H) emitted from the reducing agent.

  When caustic soda (NaOH), which is an alkaline agent, is added to dissolve bad acid in water, the hydroxyl group (OH) (H) is replaced with a sodium salt (O.Na group) to form a leuco body.

  The leuco body dissolves in water and turns yellow, and adsorption dyeing is performed on the fiber structure by reduction.

  The above is an analytical explanation of the reaction of the indigo dye, and the usual dyeing conditions are that the indigo dye is dissolved in a water temperature bath around 60 ° C., and hydrosulfite and alkali (caustic soda) are used as the reducing agent. When it coexists, it immediately replaces the bad acid with the leuco body, and gives affinity to the fiber structure.

  After the leuco body adsorbed on the fiber structure is squeezed and drained, oxidation and reduction is carried out with water or air (H) to become an oxidant of an indigo dye to become a blue dye and dyeing is completed.

  Indigo and indigo dyes are dyeing methods using an adsorption method for fiber structures, and there is a drawback that it is very difficult to manage the dye solution in order to carry out quick dyeing and dark dyeing.

  When using practical machines (rope dyeing machine, washer dyeing machine, cheese dyeing machine, beam dyeing machine, kase dyeing machine, zicker dyeing machine) in indigo and indigo dyeing, control of pH, control of reducibility, and control of dye density・ If liquid color management / temperature management is not carried out, there will be problems such as poor adsorption dyeing and reduced indigo and indigo fastness.

  In indigo and indigo dyeing, there is a dense reduction method as a method of dark dyeing. By using the reducing properties of the dye and reducing the amount of the reducing solution to increase the concentration of hydrosulfite caustic soda, an effective deep dyeing effect can be obtained, but the solubility of leuco bodies in water is limited and the expected value is improved. It is a level that can not be obtained.

  Indigo and indigo dyeing requires redox in the air, followed by water washing and hot water washing, which increases the load of wastewater (biological oxygen demand) generated by unadsorbed dye during the dyeing process. There's a problem.

  Traditionally, indigo and indigo dyes have affinity for cotton, a natural fiber structure, and have been widely dyed on denim materials. However, denim was the main workwear at first, but now it is diversified as fashion wear and is strongly demanded in the market from light to dark colors.

In the present invention, there has been proposed a processing method in which a two-stage heat treatment is performed on an organic natural fiber material using a dihalogenotriazine compound, thereby performing a shape stabilization process.
(Patent Document 1)

However, the prior art described in Patent Document 1 differs from the quick dyeing / dark dyeing method of the indigo dyeing indigo dye of the present invention in any of the purpose, configuration, and effect.
Japanese Patent No. 3415576 (publication) (Claims)

The present invention is characterized in that a deep dyeing effect is improved in a short time in a fiber structure by carrying out a heat treatment step in which a dihalogenotriazine compound having a hydrophilic substituent and an indigo dye and an intigo dye coexist. Yes, this quick dyeing and dark dyeing process shortens the dyeing time of existing indigo and indigo dyes, improves the efficiency of the dyeing process, and suppresses thermal energy. The speed of indigo dyes and indigo dyes reduces the load of wastewater (biological oxygen demand) generated by unresorbed dyes during the dyeing process and reduces the amount of dyes and reducing agents when dyeing with the redox function of indigo dyes and indigo dyes. It relates to dyeing and deep dyeing methods.

Means to solve the problem

  In order to solve the above-mentioned problems, the rapid dyeing / dark dyeing method of the indigo and indigo dyes of the present invention is characterized in that a dihalogenotriazine compound having a hydrophilic substituent is allowed to coexist.

In the present invention, the dihalogenotriazine compound having a hydrophilic substituent is 2.6-dichloro-4-oxy-S-triazine Na salt 2.6-dichloro-4-thio-S-triazine Na salt 2.6 -Dichloro-4- (3-sulfoanilino) -S-triazine Na salt coexists with at least one kind.

  There are two methods of quick dyeing and dark dyeing of indigo and indigo dyes according to the present invention, namely “dry heat method” and “exhaust in bath method”, and a dihalogenotriazine compound having a hydrophilic substituent. The conditions for reacting with the fiber structure using can be processed under conditions similar to those for the monochlorotriazine reactive dye. As a result, the amount of dye used can be reduced, energy saving and drainage (bioscientific oxygen demand) can be reduced, and the economics and environmental adaptability of dyeing can be significantly improved.

  In the dry heat method, the method of the present invention comprises a dichlorotriazine compound having a hydrophilic substituent, indigo dye, indigo dye, hydrosulfite, and caustic soda. After that, the fiber structure has a treatment step of heat-treating at 20 ° C. to 80 ° C.

  In the bath exhaustion method, the method of the present invention is a method in which a dichlorotriazine compound having a hydrophilic substituent and caustic soda are charged in the same bath, and the temperature of the aqueous solution is raised from 60 ° C. to 65 ° C. over about 15 minutes. Then, the fiber structure is impregnated in a bath, and indigo and indigo dyes and hydrosulfite are added, and when it becomes a leuco body, a heat treatment is performed at 20 ° C. to 80 ° C. for about 2 minutes to 60 minutes. Is characterized by things

  In the bath exhaustion method, when the indigo dye and the indigo dye become a leuco body, a dichlorotriazine compound having a hydrophilic substituent may be charged to prepare a fiber structure. However, in order to uniformly coat the fibrous structure with a dichlorotriazine-based compound having a hydrophilic substituent, impregnation for 15 minutes or more is desirable. Thereafter, heat treatment for 2 to 60 minutes may be performed at 20 to 80 ° C.

The invention's effect

  The quick dyeing / dark dyeing method in which the dihalogenotriazine compound having a hydrophilic substituent of the present invention and an indigo dye and an intigo dye coexist is a dramatic improvement compared to the conventional dyeing method in which the treatment of the present invention is not performed. The dyeing time can be shortened and the effect of deep dyeing can be obtained.

  A feature of the present invention is that a conventional adsorption dyeing method of indigo dyeing and indigo dyeing is not used.

  The features of the present invention will be described analytically.

  The dihalogenotriazine-based compound having a hydrophilic substituent is a raw material base. The chlorine substitution reaction of cyanuric chloride is carried out at a primary chlorine reaction temperature of 0 to 10 ° C. and a secondary chlorine reaction temperature of 20 ° C. to 50 ° C. It is publicly known that the electron-donating substituent is sequentially substituted at a reaction temperature of 60 ° C. to 100 ° C. at 3 ° C.

  In order to obtain a dihalogenotriazine compound having a hydrophilic substituent, alkaline hydrolysis is performed using an acid binder such as sodium bicarbonate (NaHCO3), sodium carbonate (Na2CO3), sodium hydroxide (NaOH), etc. Then, a dihalogenotriazine-based compound having a hydrophilic substituent is obtained.

  The dihalogenotriazine-based compound having a hydrophilic substituent of the present invention is disclosed in German Patent No. 2357252. Gazette, or US Pat. No. 5,601,971. As described in the specification and the like, it can be synthesized according to a known synthesis method, but the outline is as follows.

  For example, 1.00 mol of cyanuric chloride is charged into ice water at 5 ° C. or lower, and then, for example, 1.02 mol of m-sulfanilic acid and about 1 mol of sodium carbonate are gradually charged with good stirring. The preparation of m-sulfanilic acid and sodium carbonate takes about 3 hours at PH = 7 ± 1, and it is charged at 5 to 1 ° C. and analyzed by high performance liquid chromatography (HPLC). If cyanuric chloride is almost disappeared, The reaction is completed by stirring for 1 hour with moisturizing. During this time, the pH is maintained at 6-8, the composition is analyzed by HPLC, and the reaction is terminated when the monosulfanyl compound is 90% or more. After the reaction, a trace amount of insoluble matter is removed by filtration, and finally the pH is adjusted to 7. In this way, an aqueous 26-dichloro-4- (3-sulfoanilino) -S-triazine Na salt solution is obtained in high yield. This compound is stable for about one month when stored at 5 ° C. or lower in a refrigerator.

  In the dihalogenotriazine-based compound having a hydrophilic substituent of the present invention, the primary chlorine of cyanuric chloride of the dihalogenotriazine ring is O.D. It is characterized by having Na substituted.

  By coating the dihalogenotriazine Na salt with indigo and intigo dye, the fiber structure is coated, and the fiber structure is made by using an alkali and forced salt-forming bond of caustic soda (NaOH) used in the production process to form a leuco body. And indigo dyes are converted into OH groups by electronic substitution reaction. By using this salt-forming bond, quick dyeing and deep dyeing can be performed.

    Furthermore, the feature of the present invention is that it achieves shortening and efficiency of dyeing processing compared to the existing indigo and indigo dye adsorption dyeing methods by quick dyeing and dark dyeing, without using enormous energy. Contributes to the reduction of carbon dioxide and nitrogen oxides, contributes to the reduction of dyes and reducing agents, and reduces wastewater (biological scientific oxygen demand). Furthermore, production in the field of indigo and indigo-dyed clothing can be expanded with excellent economic efficiency without installing new equipment.

  As described above, the method for rapid dyeing and deep dyeing of indigo and indigo dyes according to the present invention has a hydrophilic substituent. It has high technical value and practical value, and can respond to recent health problems and global environmental problems, and can greatly contribute to the processing industry using indigo and indigo dyes. is there.

  Hereinafter, the present invention will be described in detail together with preferred embodiments.

  The dihalogenotriazine-based compound having a hydrophilic substituent of the present invention and an indigo dye and an indigo dye are coexisted and heat treatment is performed to impart quick dyeing / dark dyeing to the fiber structure.

  Here, the “dry heat method” and “exhaust in bath method” means that the fiber structure is immersed in the presence of a dihalogenotriazine compound having a hydrophilic substituent and an indigo dye and an indigo dye. It means having a reaction process of heat treatment by regulating time.

  The dihalogenotriazine-based compound having a hydrophilic substituent has a function of performing salt-forming by heat treatment at the time when the indigo dye and the indigo dye are converted into a leuco form and dissolved in water.

  The fast and dark dyeing methods for fiber structures in which dihalogenotriazine compounds having hydrophilic substituents and indigo dyes and indigo dyes coexist and salt formation is carried out are used as heat treatments as "dry heat method" and "in bath" The “exhaust method” is the main processing method.

  The function of salt formation bonding to the fiber structure in the “dry heat method” will be described. Indigo dyes and indigo dyes are replaced with leuco bodies at temperatures around 60 ° C. using existing caustic soda and hydrosulfite. A dihalogenotriazine-based compound having a hydrophilic substituent is charged into the leuco dyeing liquor and stirred well. What is necessary is just to heat-process in 20 degreeC-80 degreeC in a dryer or in air, charging and impregnating a fiber structure in this dyeing liquid. The ONa group of the indigo and indigo dyes in the leuco form is continuously formed by heat treatment with the cl group of the dihalogenotriazine compound having a hydrophilic substituent, the amino terminal group of the fiber structure, and the halogen (H) site of the hydroxyl group. Further, it is considered that a salt-forming bond of caustic soda (NaOH) and Nacl + H 2 O is carried out to form an OH group, and the triazine ring, indigo and indigo dye form a coating on the fiber structure, and a quick dyeing / dark dyeing effect is obtained.

  The function of the salt-forming bond to the fiber structure in the “bath exhaust method” will be described. A dihalogenotriazine compound having a hydrophilic substituent and caustic soda are charged into an aqueous solution, and then the temperature is raised to soak the fiber structure at about 50 ° C. Thereafter, indigo dyes and indigo dyes are charged in the vicinity of 60 ° C. to replace the leuco body, and a heat treatment is performed at a bath temperature of 20 ° C. to 80 ° C. for 2 minutes to 60 minutes. The ONa group of the indigo and indigo dyes in the leuco form is a dihalogenotriazine compound having a hydrophilic substituent filmed on the fiber structure, the amino terminal group of the fiber structure, and the halogen of the hydroxyl group (H) By the site and heat treatment, the salt formation of caustic soda (NaOH) and Nacl + H2O is carried out to form an OH group, and the triazine ring and indigo dye form a coating on the fiber structure. What is obtained is that by carrying out heat treatment using these “dry heat method” and “exhaust in bath method”, the amino terminal group of the fiber structure, the halogen (H) site of the hydroxyl group, and the indigo dyes are indigo aligned. Caustic soda (NaOH) via the Cl group of the triazine ring of the dihalogenotriazine having a hydrophilic substituent as the reactive site ONa group under the situation of being a leuco body It is considered that the fiber structure is coated with an electron-substituted salt-forming bond under the acid binder, and is different from the existing dyeing method using the indigo dye adsorption method. .

  In the present invention, unlike an existing method of dyeing indigo and isidigo dyes, and a processing method using a redox method in air or water, dihalogenotriazine compounds having hydrophilic substituents and indigo This is a fast dyeing / dark dyeing method that performs salt formation forcibly in the state of a leuco body in which the indigo dye is dissolved in water, and completes the dyeing process by oxidation and reduction by heat treatment. It has high practical value and contributes greatly to the existing indigo and indigo dyeing industry, such as reducing the consumption of indigo and indigo dyes, reducing economics and reducing drainage (bioscientific oxygen demand).

What is a dihalogenotriazine-based compound having a hydrophilic substituent that can be used in the present invention 2.6-Dichloro-4-oxy-S-triazine Na salt 2.6-Dichloro-4-thio-S-triazine Na salt 2.6-Dichloro-4- (3-sulfoanilino) -S-triazine Na salt

  The condition that these compounds should have is a compound having a hydrophilic substituent having a substituent that forms a salt-forming bond with caustic soda (NaOH) when the indigo and indigo dyes become leuco.

  In the present invention, the fiber structure can be processed at the stage of cotton or yarn, after weaving or knitting, and then at the stage of non-woven fabric, semi-finished product, finished product, dyed product, etc. Furthermore, it is possible to carry out salt-forming bonds on synthetic fibers as long as the effects of the present invention are not inhibited.

  In the present invention, an outline of the processing conditions of the quick dyeing / dark dyeing processing method will be described in which a dihalogenotriazine compound having a hydrophilic substituent and an indigo dye and an indigo dye are allowed to coexist and salt formation is carried out. In the “dry heat method”, the aqueous solution in the dyeing bath is heated to about 60 ° C., and then the indigo dye and the indigo dye are added in an amount of 0.1 to 10% (owf) in terms of dye purity of 100%. Charge and stir. Caustic soda (NaOH) is added in an amount of 0.1 to 10% (ows). Subsequently, hydrosulfite (Na 2 S 2 O 4) is added in an amount of 0.1% to 20% (ows) to replace the indigo dye and the indigo dye with a leuco body having an ONa group as a terminal group. Thereafter, the dihalogenotriazine-based compound having a hydrophilic substituent is dyed, and 0.1 to 10% (owf) in terms of 100% purity is added according to the concentration purpose, and stirring is performed in the dyeing solution. . The fiber structure is impregnated into this dyeing bath, taken out and squeezed within a time according to the purpose. It is left in the air, the number of dyeings is increased according to the density, heat treatment is performed in dry heat at 20 ° C. to 80 ° C., water washing is performed, dehydration and drying are completed, and the dyeing process is completed.

  In the “bath exhaust method”, the amount of water is adjusted into the dyeing bath so that the bath ratio is 1:40 or less with respect to the total weight of the fiber structure, and caustic soda (NaOH) is added in an amount of 0.1 to 10% (o .W)). After stirring to make an alkaline bath, 0.1 to 10% (owf) of a dihalogenotriazine-based compound having a hydrophilic substituent is added in terms of 100% purity in accordance with the purpose of dyeing concentration. Then, start the temperature rise in the dyeing bath. At this time, the temperature is slowly raised and stirred over about 15 to 20 minutes, and if the temperature is raised rapidly, the dihalogenotriazine-based compound may aggregate and it may be difficult to form a uniform coating on the fiber structure. is there. A fiber structure is introduced at around 60 ° C., and the dihalogenotriazine compound is uniformly coated for 2 to 60 minutes in that state, and the indigo dye is inlined into the dyeing bath and converted to 100% dye purity. At 0.1 to 10% (ow) and stirred, and then hydrosulfite (Na2S2O4) is added at 0.1 to 20% (ow) and heat-treated for 2 to 60 minutes. carry out. After draining, the water is again poured into the dyeing bath, washed with water, dehydrated and the dyeing process is completed.

Moreover, in this invention, the heat processing process to 20 to 80 degreeC should just be included.

  EXAMPLES Hereinafter, although an Example demonstrates this invention further in detail, this invention is not restrict | limited to these Examples.

Example 1
After preparing 5000 cc of an aqueous solution and raising the temperature to 60 ° C., 25 g (5 g / L 0.5% ows) of synthetic indigo was added and 40 g (8 g / L 0.8) of caustic soda was added. % Ows) Hydrosulphite (Na2S2O4) 50 g (10 g / L 1% ows) was added and stirred well, and after confirming that it became a leuco body, 2.6-dichloro- 4- (3-sulfoanilino) -S-triazine Na salt 50 cc (10 cc / L 1% ows) was added and allowed to coexist for 10 minutes. After that, the temperature was raised again to 65 ° C., a 100% cotton plain weave fabric, and a fabric weight of 80 g were added, impregnated, soaked in a dye bath for 2 minutes, drawn at 120% squeezing temperature and 20 ° C. at room temperature. For 20 minutes in the air. Thereafter, washing with water was carried out, and an aqueous solution of PH 5.5 was prepared with acetic acid. A woven fabric was impregnated therein, acid neutralization was carried out, further washing with water, dehydration and drying were carried out. The color degree of the woven fabric is shown in the color photograph of Table 1.

Comparative Example 1
The same woven fabric as that used in Example 1 was subjected to a dyeing process in the absence of 2.6 dichloro-4- (3-sulfoanilino) -S-triazine Na salt. The color degree of the woven fabric is shown in the color photograph of Table 1.

Example 2
An aqueous solution of 5000 cc was prepared and 50 g of caustic soda (NaOH) (10 g / L 1% ows) 2.6-dichloro-4-thio-S-triazine Na salt 100 cc (20 cc / L 2% ow) .S) and the temperature of the aqueous solution was raised over 20 minutes. 25 g (5 g / L 0.5% ows) of synthetic indigo was added, and 50 g (10 / L 1% ows) of hydrosulfite (Na2S2O4) was added and stirred well. 250 g of 100% cotton 30/2 was put into 60 ° C. in the form of a cake. Immerse and heat for 5 minutes in the dye bath. It was allowed to stand for 1 hour in a dryer heated to 80 ° C. with a drawing rate of 100% until it was substantially dried, then washed with water, dehydrated and dried. The casket-like cotton is shown in the color photograph of Table 2.

Comparative Example 2
The dye-like surface 100% 30/2 used in Example 2 was dyed without the presence of 2.6-dichloro-4-thio-S-triazine Na salt. The cotton 100% 30/2 is shown in the color photograph of Table 2.

Example 3
Using the same dyeing method as in Example 2, 100% nylon socks were introduced and impregnated for 10 minutes, then washed in a water bath, then rinsed with water, dehydrated and dehydrated at 20 ° C. In the room until it was substantially dry. The 100% nylon socks are shown in the color photographs in Table 3.

Comparative Example 3
As in Example 2, the dyeing process was carried out without the presence of 2.6-dichloro-4-thio-S-triazine Na salt. Thereafter, a 100% nylon woven fabric is shown in the color photograph of Table 3.

Example 4
After preparing 5000 cc of an aqueous solution and raising the temperature to 60 ° C., 25 g (5 g / L 0.5% ows) of indigo indigo was added and 40 g (8 g / L 0.8) of caustic soda (NaOH) was added. % Ow.s) Hydrosulfite (Na 2 S 2 O 4) 50 g (10 g / L 1% ows) was added and stirred well, and then 2.6-dichloro-4- (3-sulfoanilino) -S-triazine Na salt (50 cc (10 cc / L 1% ows)) was added and allowed to coexist for 10 minutes. Thereafter, the temperature was raised again to 60 ° C., a knitted fabric of 100% cotton fabric was put in and impregnated, immersed in a dyeing bath for 10 minutes, drawn at a drawing rate of 120% in air at a room temperature of 20 ° C. Left for a minute. Thereafter, it was washed with water, dehydrated and dried. The color degree of the knitted fabric is shown in the color photograph of Table 4.

Comparative Example 4
The same knitted fabric as that used in Example 4 was dyed and processed in the absence of 2.6-dichloro-4- (3-sulfoanilino) -S-triazine Na salt. The knitted fabric is shown as a color photograph in Table 4.

Example 5
Using the same dyeing method used in Example 4, silk 100% MC120 / 2 was crushed and impregnated for 10 minutes. Then, it was left in water for 10 minutes to dehydrate and dry. The color degree of 100% of the silky silk is shown in the color photograph of Table 5.

Comparative Example 5
The same 100% silk as used in Example 4 was dyed without the presence of 2.6-dichloro-4- (3-sulfoanilino) -S-triazine Na salt. The dyeing process was carried out without the presence of 2.6-dichloro-4- (3-sulfoanilino) -S-triazine Na salt. The color degree of 100% of the silky silk is shown in the color photograph of Table 5.

Example 6
Using the same dyeing method as that used in Example 4, cotton and polyester mixed socks were impregnated for 2 minutes, dehydrated, dried in a baking dryer at a temperature of 60 ° C. for 30 minutes, and then heated. Washed with water, neutralized with vinegar and dried. The degree of staining is shown in the color photographs in Table 6.

Comparative Example 6
The same cotton and polyester mixed socks as those used in Example 4 were subjected to dyeing without using 2.6-dichloro-4- (3-sulfoanilino) -S-triazine Na salt. The degree of staining is shown in the color photographs in Table 6.

Example 7
Into 2000 cc of natural indigo dyeing liquor prepared under the guidance of Kyoto Textile and Mechanical Metal Promotion Center 2.6 cc-4-Lio-thio-S-triazine Na salt 20 cc (10 cc / L 1% ow. s) and the temperature was raised over 20 minutes. Thereafter, the temperature was lowered to 30 ° C., and then 100% wool 30/2 wool scoured with an enzyme was immersed in the dyeing bath and milled for 2 minutes. Thereafter, acid neutralization was forcibly performed in an aqueous solution prepared to pH 5.5 with acetic acid. Thereafter, washing with water, dehydration and drying were performed. The degree of staining is shown in the color photograph of Table 7.

Comparative Example 7
In the same manner as in Example 7, dyeing processing was performed on 100% wool 30/2 wool in the absence of 2.6-dichloro-4-thio-S-triazine Na salt. The degree of staining is shown in the color photograph of Table 7.

  As can be seen from the color photographs in Table 1, good results were obtained in Example 1 and Comparative Example 1 to which deep dyeing was applied.

  As can be seen from the color photographs in Table 2, good results were obtained in Example 2 and Comparative Example 2 in which deep dyeing was applied.

    As can be seen from the color photographs in Table 3, in Example 3 and Comparative Example 3, good results were obtained in which the deep dyeing was applied.

    As can be seen from the color photographs in Table 4, good results were obtained in Example 4 and Comparative Example 4 in which deep dyeing was applied.

    As can be seen from the color photographs in Table 5, good results were obtained in Example 5 and Comparative Example 5 in which deep dyeing was applied.

    As can be seen from the color photographs in Table 6, good results were obtained in Example 6 and Comparative Example 6 in which deep dyeing was applied.

    As can be seen from the color photographs in Table 7, good results were obtained in Example 7 and Comparative Example 7 in which deep dyeing was applied.

Claims (6)

  A method for dyeing a fiber structure in which a dihalogenotriazine compound having a hydrophilic substituent and an indigo dye and an indigo dye are allowed to coexist, and quick dyeing and dark dyeing are imparted in an alkaline dye bath.   A dihalogenotriazine compound having a hydrophilic substituent is derived from cyanuric chloride, and coexists with indigo and indigo dyes to impart fast dyeing and dark dyeing in an alkaline dye bath. A method for dyeing fiber structures. Dyeing of fiber structures for imparting quick dyeing and dark dyeing of indigo and indigo dyes, characterized in that at least one dihalogenotriazine compound having a hydrophilic substituent is selected from the following compounds: Processing method.
2.6-Dichloro-4-oxy-S-triazine Na salt 2.6-Dichloro-4-thio-S-triazine Na salt 2.6-Dichloro-4- (3-sulfoanilino) -S-triazine Na salt   A dyeing treatment step in which a dihalogenotriazine-based compound having a hydrophilic substituent and an indigo dye and an indigo dye are allowed to coexist and heat-treated at 20 to 80 ° C. in an alkaline dye bath using a dry heat method; A method for dyeing and processing a fiber structure for imparting quick dyeing and dark dyeing.   A treatment in which a dihalogenotriazine compound having a hydrophilic substituent and an indigo dye and an indigo dye are impregnated and impregnated, followed by heat treatment at 20 to 80 ° C. in an alkaline dye bath using a bath exhaust method. A process for dyeing a fiber structure that imparts quick dyeing and dark dyeing, comprising a step.   Textile structures include animal protein fiber structures such as silk, wool, mohair, Angola, alpaca, cashmere, animal hair, cellulosic fiber structures such as cotton and hemp, viscose, rayon, cupra, tencel, lyocell, The dyeing method according to any one of claims 1 to 5, wherein the regenerated fiber structure is a synthetic fiber structure such as nylon or polyester.