KR101050157B1 - Reactive Dye Composition for Inkjet Printing - Google Patents

Abstract

The present invention has excellent color development and color fastness in the printing of fabrics such as cotton, silk, nylon, knit, and blended fibers, and a wide range of color implementations. The present invention relates to a composition, the present invention includes 10 to 25% of the reactive dyes of Formulas 1 to 3, 1 to 20% of organic solvents, 1 to 20% of a moisturizer, 1 to 5% of pH stabilizer, and the remaining amount of distilled water. It is characterized by what is done.

Inkjet, printing, reactive ink

Description

Reactive dye mixture for ink-jet printing

The present invention provides a reactive dye of Chemical Formulas 1, 2, and 3, which can improve the product value of textile printing products because of excellent color development and color fastness and wide range of colors in printing cotton, silk, nylon, textiles, knits, and blended fibers. It relates to a reactive ink composition for inkjet printing comprising.

Various printing technologies have been proposed and developed to realize high added value of fiber, and efforts to integrate inkjet printer technology into fiber have begun to be visualized. This is not only an advantage that can be printed in a single process because the combination of colors is automatically possible in the printing process, and it is possible to design very complex and detailed parts without a screen process using a computer or peripheral equipment. It is recognized as a next generation printing facility sufficient to attract attractiveness due to side effects that can improve work environment or actively overcome environmental burden.

In the case of cotton fiber printing, an ink made of a reactive dye is mainly used. A monochlorotriazine dye, a vinylsulfone dye, or a bifunctional dye is used according to the purpose. US Patent Publication No. 6007611 proposes an inkjet ink manufacturing method using a monochlorotriazine dye used in general screen printing.

However, this dye is excellent in the rate of absorption, overall fastness, and shelf life in the general screen printing method, but in the inkjet ink in which various solvents are used, there is a disadvantage in that the rate of absorption and wet fastness are inferior. In US Patent No. 6015454, a method for preparing an inkjet ink using the following dyes in order to increase the rate of absorption and the fastness.

However, the dye has a disadvantage in that the molecular weight is too large, it is difficult to high concentration of the ink and the color reproducibility is bad due to the molecular size difference between the dyes.

The present invention was developed in order to solve the above problems, the purpose of showing a combination of organic solvents that can introduce a new dye structure and increase the long-term storage stability to exhibit excellent color development and high color fastness than conventional reactive ink do.

The object of the present invention as described above is to include 10 to 25% of the reactive dyes of Formulas 1 to 3, 1 to 20% of organic solvent, 1 to 20% of moisturizer, 1 to 5% of pH stabilizer, and the remaining amount of distilled water. It is achieved by a reactive ink composition for inkjet printing characterized in that.

As described above, the present invention provides an inkjet printing ink composition which can improve the product value of textile printing products by excellent color development and color fastness and a wide range of colors in the printing of cotton, silk, nylon, fabrics, knits, blended fibers. can do.

The present inventors developed an ink composition for textile printing by selecting organic solvents suitable for inkjet heads and satisfying long-term storage stability of dyes and selecting reactive dyes dissolved therein. The present invention uses ink consisting of distilled water, one or more organic solvents and additives, and one or more reactive dyes dissolved in the organic solvents to print textiles such as cotton, silk and nylon, knit and blended fibers. To provide a composition.

The ink composition according to the present invention preferably comprises 10 to 25% reactive dye, 1 to 20% organic solvent, 1 to 20% moisturizer, 0.1 to 5% pH stabilizer and distilled water in the remaining amount. Where% means% by weight.

The chemical formula of a reactive dye suitable for the present invention is as follows.

[Formula 1]

[Formula 2]

(3)

As shown in the above formula, the inkjet ink has a smaller proportion of distilled water as compared to the screen printing ink, and thus, the inkjet ink should be concentrated at a considerably high concentration during manufacture. In this case, the smaller the molecular weight of the dye, the more favorable the solubility, and in order to increase the color development, monofluorotriazine-based dye is advantageous. At this time, the amount of the reactive dye is 10 ~ 25% is appropriate, less than 10% of the color is thin, more than 25% is likely to precipitate.

The solvent used in the inkjet ink may be divided into water and an organic solvent. In the present invention, the organic solvent may be used by mixing any one or more of ethanol, isopropyl alcohol, ethylene glycol, diethylene glycol, thiodiglycol, and polyethylene glycol. It is possible. In addition, the moisturizers, surfactants, pH stabilizers and the like are all commonly used to those of ordinary skill in the art, the moisturizers function to maintain a constant water content of the ink composition, surfactants Adjusts the surface tension of the ink to control the wetting of the fabric and the wettability of the nozzle, so that it can be properly absorbed as soon as it passes through the nozzle and touches the fabric, and the pH adjuster is used to increase the long-term storage stability of the ink. Are things. Preferably, the moisturizing agent is one selected from the group consisting of glycerin, diglycol ether, pyrrolidone and butanediol. In addition, nonionic surfactants such as polyoxyethylene ether and the like may be used as the surfactant. The pH adjusting agent may be a salt of a strong base of a group consisting of lithium hydroxide, sodium phosphate, potassium hydroxide, or the like, or a salt of a weak base such as sodium acetate, potassium acetate, sodium borate, potassium borate, or a weak base such as triethanolamine. have.

It is preferable that the viscosity of the ink composition of this invention is 1-30 cP, More preferably, it is 5-20 cP, The said range is a value suitable for the nozzle of a general printer head. At this time, if the viscosity is lower than the above range, the ink spreads at the printer nozzle inlet, and if the viscosity is large, there is a problem that proper ejection does not occur, which is not suitable.

In addition, the surface tension of the ink composition of the present invention is preferably 30 ~ 50 dyn / cm ² , the above range is a value suitable for a nozzle of a general printer head. At this time, if the surface tension is lower than the above range, the boundary of the printed output surface is not clear, and if the surface tension is high, the ink is agglomerated and dried, so the friction fastness is inadequate.

In addition, the pH of the ink composition of the present invention is preferably 5.5 to 7.5, the range is a suitable value for maintaining a general liquid dye composition. At this time, if the pH is too low or higher than the above range, there is a problem that the reactor portion of the dye is hydrolyzed and a large amount of dye is not fixed in the washing process and is detached.

Hereinafter, the present invention will be described in detail through production examples and examples.

However, the following Preparation Examples and Examples are merely provided to more easily understand the present invention, and the present invention is not limited by the following Preparation Examples and Examples.

[Manufacturing Example]

[Production of Formula 1]

After dispersing 38 parts of 2-aminonaphthalene-3,6,8-trisulfonic acid in 300 parts of water, 10 parts of 35% hydrochloric acid and 50 parts of ice were added, and an aqueous solution of 7 parts of sodium nitrite dissolved in 30 parts of water was gradually added to the diazo reaction. Do it. When the reaction is complete, sulfamic acid is used to remove excess nitrite. 15 parts of m-ureidoaniline is dispersed in 60 parts of water, neutralized to pH 7.0 with 15% aqueous sodium carbonate solution, and then slowly added to the diazo solution. The temperature is an orange pigment when neutralized to pH 6.5 with an aqueous 15% sodium carbonate solution maintained at 5 ° C. 100 ice is added to the dye solution, and 14 parts of 1,3,5-trifluorotriazine are slowly added. The temperature was adjusted to pH 6.0 with a 15% aqueous sodium carbonate solution maintained at 3 ° C to complete the reaction. After confirming the reaction by TLC, 17.5 parts of methacrylic acid was added, and the reaction was completed by adjusting to pH 7.0 at 25 ° C. The reaction solution was desalted to a final salt concentration of 0.5% or less using a membrane filter and spray dried to obtain 90 parts of powder.

[Production of Formula 2]

30 parts of 2-aminonaphthalene-1,5-disulfonic acid are dispersed in 250 parts of water, and then 10 parts of 35% hydrochloric acid and 40 parts of ice are added, and an aqueous solution of 7 parts of sodium nitrite dissolved in 30 parts of water is gradually added to undergo a diazo reaction. . When the reaction is complete, sulfamic acid is used to remove excess nitrite. 31 parts of 1-amino-8-hydroxynaphthalene-3,6-disulfonic acid were dispersed in 200 parts of water, dissolved in pH 7.0 with 15% aqueous sodium carbonate solution and 70 parts of ice was added, followed by 1,3,5-trifluoro Add 14 parts of rotriazine slowly. After confirming the completion of the reaction by the aldehyde reaction, 13 parts of N-ethylaniline was added and adjusted to pH 7.5 at 30 ° C to complete the reaction. After adding the diazo solution to the coupler solution, the red solution is completed by adjusting the pH to 7.5 at 10 ° C. The reaction solution was desalted to a final salt concentration of 0.5% or less using a membrane filter, and then spray dried to obtain 93 parts of powder.

[Production of Formula 3]

55 parts of the blue pigment prepared by reacting bromic acid and mesitylene acid in a conventional manner are dispersed in 350 parts of water, and then dissolved in pH 6.0 with an aqueous 15% sodium carbonate solution. After 80 parts of ice is added, 14 parts of 1,3,5-trifluorotriazine are added slowly. The temperature was adjusted to pH 6.0 with a 15% aqueous sodium carbonate solution maintained at 3 ° C to complete the reaction. After confirming the reaction by TLC, 17.5 parts of methacrylic acid was added, and the reaction was completed by adjusting the pH to 30 at 30 ° C. The reaction solution was desalted to a final salt concentration of 0.5% or less using a membrane filter, and then spray dried to obtain 85 parts of powder.

[Examples and Comparative Examples]

Example 1, Comparative Examples 1 and 2

The ink compositions of the dyes of the present invention and the dyes of the present invention were prepared under the same organic solvent and additive conditions as shown in Table 1 below.

division Example 1 Comparative Example 1 Comparative Example 2 Dye (g) 15 (Formula 1) 15 (Formula 4) 25 (Formula 7) Thiodiglycol (g) 12 12 12 Diethyleneglycol (g) 10 10 10 2-Pyrolidone (g) 3 3 3 Glycerine (g) 3 3 3 Sodium borate (g) 0.3 0.3 0.3 Distilled water balance balance balance

Example 2, Comparative Examples 3 and 4

The ink compositions of the dyes of the present invention and the dyes of the present invention were prepared under the same organic solvent and additive conditions as shown in Table 2 below.

division Example 2 Comparative Example 3 Comparative Example 4 Dye (g) 14 (Formula 2) 14 (Formula 5) 20 (Formula 8) Thiodiglycol (g) 10 10 10 Diethyleneglycol (g) 10 10 10 2-Pyrolidone (g) 4 4 4 Glycerine (g) 3 3 3 Sodium borate (g) 0.3 0.3 0.3 Distilled water balance balance balance

Example 3, Comparative Examples 5 and 6

The ink compositions of the dyes of the present invention and the dyes of the present invention were prepared under the same organic solvent and additive conditions as shown in Table 3 below.

division Example 3 Comparative Example 5 Comparative Example 6 Dye (g) 13 (Formula 3) 13 (Formula 6) 22 (Formula 9) Thiodiglycol (g) 12 12 12 Diethyleneglycol (g) 12 12 12 2-Pyrolidone (g) 4 4 4 Glycerine (g) 3.5 3.5 3.5 Sodium borate (g) 0.3 0.3 0.3 Distilled water balance balance balance

In the above examples and comparative examples, the ink compositions of the dyes used in the present invention and the dyes of the present invention are prepared under the same organic solvent and additive conditions. The surface was printed on the FP-740 printer of Taeil Systems, and after the treatment, the color density and color fastness were measured.

The pretreatment cotton used was pre-treated cotton fabric provided by Taeil Systems, and the post-treatment process was cold water washed and then dried with cold water after soaping using a small amount of neutral surfactant in 100 ℃ water.

In Table 4 below, color difference and color were used for DATACOLOR's SF-600 colorimeter and color fastness was ISO 105-C06 C2S standard.

division Color value Viscosity
(cP) Surface tension
(dyn / cm ² ) pH Color fastness L a b K / S (Color) Dirty Cannon ^{* 1} Example 1 91.136 -11.114 70.388 3.873 8 42 6.5 5 Comparative Example 1 91.234 -11.146 68.361 3.500 8 42 6.5 4-5 Comparative Example 2 91.280 -11.132 67.705 3.381 8 42 6.5 4-5 Example 2 52.767 54.559 -4.994 5.332 10 35 6.6 5 Comparative Example 3 53.652 53.826 -5.525 4.876 10 35 6.6 4-5 Comparative Example 4 53.749 53.529 -5.639 4.791 10 35 6.6 4-5 Example 3 60.597 -2.355 -36.732 2.020 9 37 6.5 5 Comparative Example 5 61.722 -2.545 -35.933 1.839 9 37 6.5 4 Comparative Example 6 62.102 -2.719 -35.483 1.790 9 37 6.5 4-5

* 1: A contaminated cloth is an undyed white cloth contacted with a printout during color fastness measurement to measure the color of the original printout with a colorimeter.

In Table 1, L is brightness, a is positive intensity red, negative is green intensity, b is positive yellow, and negative is blue intensity. Composition, Experimental Example 2 shows a red ink composition, and Experimental Example 3 shows a blue ink composition. The larger the absolute value of a and b, the clearer the color. The chromaticity is the value representing the color concentration of the chloride as a reflectance of light. The color is darker. As shown in Table 4, it can be seen that the ink compositions of Examples 1 to 3 are superior in color density and color fastness to the comparative examples.

Claims (7)

Reactive inkjet printing, characterized in that it comprises distilled water in 10 to 25% of the reactive dye of the formula 1 to 3, 1 to 20% organic solvent, 1 to 20% moisturizer, 1 to 5% pH stabilizer and the remaining amount Ink composition. [Formula 1]

[Formula 2]

(3)

The reactive ink composition for inkjet printing according to claim 1, wherein the viscosity is 1 to 30 cP. The reactive ink composition for inkjet printing according to claim 1, wherein the viscosity is 5 to 20 cP. The inkjet printing reactive ink composition of claim 1, wherein the surface tension is 30 to 50 dyn / cm ² . The inkjet printing reactive ink composition of claim 1, wherein the pH is 5.5 to 7.5. The inkjet printing reactive ink composition of claim 1, wherein the organic solvent is mixed with any one or more of ethanol, isopropyl alcohol, ethylene glycol, diethylene glycol, thiodiglycol, and polyethylene glycol. The pH adjusting agent is a salt of a strong base of a group consisting of lithium hydroxide, sodium phosphate, potassium hydroxide and the like, or a salt of a weak base such as sodium acetate, potassium acetate, sodium borate, potassium borate, or triethanolamine; Inkjet printing reactive ink composition, characterized in that the same weak base.