JPS6211780A - Ink for ink jet printing - Google Patents

Abstract

PURPOSE:The titled ink having improved long-term dispersion stability, improved dyeing properties, no oozing at printed parts, improved clogging of nozzle, etc., containing water-insoluble or slightly water-soluble disperse dye and a specific anionic surface active agent in specific ratios, respectively. CONSTITUTION:(A) 1-30wt% (preferably 3-15wt%) water-insoluble or slightly water-soluble disperse dye (e.g., anthraquinone disperse dye, etc.,), (B) 0.2-15wt% (preferably 0.5-10wt%) anionic surface active agent [e.g., compound shown by the formula II (n=14), etc.,] shown by the formula I(R<1> and R<2> are H or alpha-methylbenzyl; R<3> is H or CH3; R<4> is H, CH3, alpha-methylbenzyl and one of R<1>, R<2> and R<4> is alpha-methylbenzyl; n is 10-150; M is NH4, K or Na), and, if necessary (C) a drying inhibitor (e.g., ethylene glycol, etc.,) are dispersed into 50-95wt% solvent (e.g., water, etc.), to give the aimed ink.

Description

[Detailed description of the invention] Industrial applications The present invention relates to an ink for inkjet textile printing.

More specifically, the present invention relates to an inkjet textile printing ink using a specific surfactant as a dispersant.

2. Description of the Related Art Conventionally, so-called inkjet recording methods have been known in which recording is performed by causing ink droplets to fly from minute ejection orifices.

In addition, an ink for inkjet printing of polyester cloth has been proposed in which the disperse dye is dissolved in a solution containing an organic solvent, water, and a water-soluble resin that can dissolve the disperse dye, and has a surface tension of at least 7Q. (Tokkai Sho! 10
-3? /It issue).

This publication states that in the method of dispersing disperse dyes in an aqueous system using a surfactant, since a large amount of surfactant is used, the surface tension of the ink is about J OdyD/cm. It is described as inappropriate.

The present inventor has first discovered that by using a specific surfactant), whether it is aqueous or organic solvent-based,
A patent application was filed for an inkjet printing ink that can be used for inkjet printing of synthetic fibers (Japanese Patent Application No. 3G-Kori 13-1993).

However, with regard to the jet textile printing ink, there are still issues to be considered regarding blurring of the image outline of the resulting printed fabric, clogging of the nozzle, and dry adhesion around the nozzle tip.

Problems to be Solved by the Invention According to the present invention, by using a specific surfactant, synthetic fibers, etc. can be sufficiently inkjet printed regardless of whether it is aqueous or organic solvent-based. To provide an inkjet textile printing ink which can obtain a printed cloth without blurring in the outline of an image and which is further improved in terms of nozzle clogging and dry adhesion to the periphery of the nozzle tip. Its purpose is to

Means for solving the problem, that is, the present invention solves the problem of water-insoluble or sparingly soluble disperse dye l~SOZ amount relationship and eating damage general formula (1) I Hs R1 (wherein R1 and R1 are hydrogen atoms or represents an α-methylbenzyl group, R1 represents a hydrogen atom or a methyl group, and R4 represents a hydrogen atom, a methyl group, or an α-methylbenzyl group.However, any one of R'%R1 and R6 is α- represents a methylbenzyl group, n represents an integer from lO to ISO, and M represents NH4, K s Na
represents. ) Anionic surfactant O0-~/
The gist of the invention is an inkjet textile printing ink containing a material with heavy corrosion.

Examples of the water-insoluble or sparingly soluble disperse dyes used in the present invention include anthraquinone-based, azo-based, quinophthalone-based, methine-based, and heterofused ring-based disperse dyes.

Yellow dyes include greenish dyes such as pyridone, pyrazolone, quinophthalone, methine, and azo dyes, while magenta dyes include anthraquinone, azo, heteroazo, and methine dyes. As cyan-colored dyes, greenish dyes such as anthraquinone-based, naphthoquinone-based, and heteroazo-based dyes are preferably used.

By ink-jet printing these three primary colors, it is possible to print a full-color, natural-color print in combination with the black obtained from these three primary colors.

The amount of disperse dye used in the ink of the present invention is from l to s.
oMjirs range, preferably 3
The range of ~/triple f-dou can be mentioned.

The anionic surfactant represented by the above general formula [I] can be obtained by reacting a mixture of cy, meta and para-cresol or phenol with styrene, ethylene oxide, etc., using a known method, and It is easily produced by sulfuric esterification with acid.

Furthermore, the anionic surfactant represented by the general formula (1) is
It is also possible to use one kind or a mixture of two or more, and the amount used in the ink of the present invention is Oo-
~/! *The range of i#To can be mentioned. Preferably, the range of o, 5-io weight % can be mentioned.

The ink of the present invention can be prepared by combining the above-mentioned disperse dye and an anionic surfactant represented by the general formula [■] with water, methanol, ethylene glycol, acetone, tetrahydrofuran, dimethylformamide, chlorobenzene, quidylol, carbon tetrachloride, etc. These organic solvents can be obtained by dispersing them alone or in a mixed solution, or in a mixed solution of water and a solvent that is compatible with water among these organic solvents.

The amount of the above-mentioned solvent used is JO weight s or more, preferably jO ~ 97! A range of ft% may be mentioned.

Further, the ink of the present invention may contain tOtits or less of an anti-drying agent, an antifoaming agent, a hydrotrope, other anionic surfactants, nonionic surfactants, and the like.

Anti-drying agents include ethylene glycol, propylene glycol, diethylene glycol, glycerin,
Examples include j-bentanediol and low molecular weight polyethylene glycol having a molecular weight of about 200 to 1100.

As antifoaming agents, silicone antifoaming agents such as F8 anti-7ohm and t9t4t (manufactured by Dow Corning, trademark);
Pluronic antifoaming agents such as 7decanol LG-Col (manufactured by Asahi Denka Kogyo Co., Ltd., trademark), ? -Finol 104
! Examples include alcohol-based antifoaming agents such as E (manufactured by Nissin Chemical Industry Co., Ltd., trademark).

Hydrotropic agents include urea, dimethylurea, sodium toluenesulfonate, etc. Anionic surfactants include lignin sulfonates, sulfonate salts of phenol-formaldehyde low condensates, and naphthalene-formaldehyde low condensates. Examples include sulfonate salts.

In addition, as nonionic surfactants, β-naphthol,
Examples include ethylene oxide adducts of styrenated cresol.

Since the ink of the present invention passes through a fine nozzle with a diameter of 10 to 700 μm, even better results can be obtained by passing it through a filter after production to remove coarse particles.

For example, the ink of the present invention may contain a finely ground water-insoluble or sparingly soluble disperse dye, an anionic surfactant represented by the general formula C1), and, if necessary, an anti-drying agent, an antifoaming agent, etc. Add anionic surfactants, nonionic surfactants, hydrotropes, etc. to water, and use a pulverizer such as a sand grinder or paint conditioner to grind the dye to 0.00! ! -10μ, preferably o, o
It can be obtained by crushing and dispersing into particles of os~/μ.

Effect: Due to the unique structure of the anionic surfactant represented by the general formula [I] of the present invention, dyes and efficient microparticles can be produced with as little amount as possible, resulting in long-term dispersion stability and excellent dyeability. It becomes expensive.

Furthermore, the anionic surfactant represented by the general formula [I] is in a solid state at room temperature and has an appropriate melting point (II).

It is thought that this property has a temperature of 100 to 100° C.), which improves the bleeding of the printed fabric, as well as the clogging of the nozzle and dry adhesion around the nozzle tip.

EXAMPLES Next, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited to the following Examples.

The methods for testing various physical properties of ink, the dyeing method for inkjet textile printing, and the methods for measuring dark color and flattening properties of printed fabrics in Examples and Comparative Examples are as follows.

(1) Ink concentration Ink 0.4r I is diluted with water to make 100ml dye aqueous solution, take im ml of this dye aqueous solution and diluted with 10q6 acetone aqueous solution (o, i @ acetic acid acidic) to obtain lθorr.
Let it be tt. The absorbance at the maximum absorption wavelength, λmar, of this solution was measured, and the υ color density was determined by relative comparison.

(The comparative example was taken as the standard (ioo).) (2) Viscosity The viscosity of the ink was measured under the following conditions using a BL type viscometer manufactured by Tokyo Keiki Co., Ltd.

Measurement degree Knee J℃ Rotor used: &/ Rotor rotation speed: A Orpm (3) Grain size f' Ill A 60 for viscosity manufactured by Toyo F Paper Co., Ltd.
After e-overtreatment of the ink using the following method, the particle size was measured using the apparatus described below.

Particle size measuring device: Submicron particle analyzer N-da (
(Manufactured by Coulter Inc.) Measured particle size range: 20, θOJ ~ 3μ (4) Dispersion rate Transfer the ink to a 100-meter measuring cylinder, let stand at room temperature for 7 days, and then remove the upper portion of each cylinder.

d and remove the filterttl from the bottom.

The absorbance at λmaz of this extracted aqueous dye solution is measured according to the method (1) above.

Then, the dispersion rate was calculated using the following formula.

(5) Safety The following test was carried out using the ink.

(a) Heating stability and cooling stability The fluidity and particle stability of the ink after it was kept in a constant temperature bath for 1 hour under the following temperature conditions were observed.

Heating temperature: Aθ℃ Cooling temperature: −/, t’(: It was evaluated as follows.

OΔ × Good ← → Poor (b) Stability over time The ink was stored at room temperature for several days, and the presence or absence of sedimentation of the dye particles was observed and evaluated as follows.

○ ∆ After printing on polyester tack cloth using on-demand inkjet printing equipment, it was printed at 100℃ for 30
Dry for seconds.

Next, this was treated with a high temperature normal pressure steam fixing method (/7j°C x minutes) and then subjected to reduction cleaning to obtain a printed cloth.

(1)) Method for evaluating bleeding of printed fabric The outline of the image of the printed fabric obtained by the (al method) described in (6) above was observed under a microscope with a magnification of 100, and the degree of bleeding was evaluated as follows.

OΔ The surface reflectance of the dyed fabric obtained in the comparative example was taken as 100 (standard) and a relative value was calculated.

(7) Method for evaluating nozzle clogging and dry adhesion around the nozzle tip The following evaluations were made using the aqueous dye solution prepared directly in the method (a) of (6) above.

(al) Method for evaluating nozzle clogging Using a nozzle with a diameter of 100 μm, an aqueous dye solution was fed into the nozzle at a speed of r, and the discharge status from the nozzle tip was observed.

After discharging for 1 hour, it was stopped for 1 hour, and discharge was performed again, and the discharge response time at this time was measured.

The ejection stability was examined from the change in the ejection speed during the first hour and the change in the re-ejection speed after stopping for one hour.

Nozzle clogging was evaluated from the above-mentioned ejection response time and ejection stability.

Discharge stability OΔ × Good ← − Bad Discharge response time OΔ × θ seconds ← qθ seconds → No discharge + 1)) Evaluation method of dry adhesion around the nozzle tip 1 hour according to method (a) in (7) above After discharging, stopping for 1 hour, and redischarging for 1 hour, 100% of the area around the nozzle tip was
It was observed under a microscope with high magnification, and the dry adhesion amount was evaluated as follows.

Dry adhesion ○ Δ × None ← Small amount → Large amount Example/-4 and Comparative Example/-3 Ink was prepared by grinding a mixture having the following composition in a sand glider at room temperature.

The dyes and anionic surfactants used are shown in Table 1 below.

Composition dye [shown in Table 1] (Usage amount shown in Table 1)
Silicone antifoaming agent [Shin-Etsu Silicone xs, rθ Note 1]
O0θjI ethylene glycol
is y silicic acid [Aero Zirco 00 Note 23
0.111 total
ioo y Note 1 = Manufactured by Shin-Etsu Chemical Co., Ltd., Trademark Law 2 = Manufactured by Nippon Aerosil Co., Ltd.
Trademark No. 1 Dye A: Quinophthalone disperse dye (powder λ) represented by the following structural formula Dye B: Andone quinone disperse dye (powder) represented by the following structural formula.

East Surfactant 0-G: Compound shown in Table 2 below.

Claims (1)

[Claims] (1) 1 to 30% by weight of disperse dyes that are insoluble or poorly soluble in water
and general formula [I] ▲Mathematical formulas, chemical formulas, tables, etc.▼・・・・・・[I] (In the formula, R^1 and R^2 represent a hydrogen atom or an α-methylbenzyl group, and R^3 represents a hydrogen atom or a methyl group, and R^4 represents a hydrogen atom, a methyl group, or an α-methylbenzyl group.However, any one of R^1, R^3, and R^4 is α-methylbenzyl. group, where n represents an integer of 10 to 150, and M represents NH
_4, K, represents Na. ) An ink for inkjet textile printing containing 0.2 to 15% by weight of an anionic surfactant.