JPS61241371A - Ink for ink jet printing - Google Patents

Abstract

PURPOSE:To provide the titled ink containing a specific water-insoluble reactive disperse dye and a mixture of a nonionic surfactant and an anionic surfactant, neutralized to nearly neutral pH with an organic acid salt and capable of printing a blended fabric of polyester fiber and cellulosic fiber at the same time. CONSTITUTION:The objective ink contains (A) 1-30(wt)%, preferably 3-15% water-insoluble or hardly soluble reactive disperse dye of formula I {D is water- insoluble pigment residue; X is O or -NH-; Y is OR<3> or NR<4>R<5> [R<3>-R<5> are H, (substituted) alkyl, aryl, etc.]} and (B) 0.2-75%, preferably 0.5-40% mixture of (i) a nonionic surfactant [preferably the compound of formula II (R<1> and R<2> are H or alpha-methylbenzyl; R<3> is H or methyl; R<4> is, methyl or alpha- methylbenzyl; m is 7-150)] and (ii) and anionic surfactant [preferably the compound of formula III (M is Na, K or NH4)] and adjusted to 6.5-7.5pH with an organic acid salt.

Description

DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to an inkjet printing ink using a reactive disperse dye.

More specifically, the present invention relates to an inkjet printing ink using a reactive disperse dye, a specific nonionic surfactant, an anionic surfactant, and an organic acid salt.

2. Description of the Related Art So-called inkjet recording methods have been known in which recording is performed by ejecting ink droplets from a minute ejection orifice.

Furthermore, the disperse dye is dissolved in a solution containing an organic solvent, water, and a water-soluble resin that can dissolve the disperse dye.J) The disperse dye is dissolved in a solution having a surface tension of 4IOdyne/cm or more.

An ink for inkjet printing of polyester cloth has been proposed (Japanese Unexamined Patent Application, First Publication No. 1973).

However, simultaneous inkjet printing of a blended fabric of polyester fibers and cellulose fibers has not yet been solved.

Problems to be Solved by the Invention The present invention provides an inkjet printing ink that can simultaneously inkjet print a blended fabric of polyester fibers and cellulose fibers using a reactive disperse dye, a specific surfactant, and an organic acid salt. Its purpose is to provide.

Means to Solve the Problems, That is, 1 The present invention has the general formula CI '
R", and R- and R@ represent a hydrogen atom or an alkyl group, an aryl group, or an aralkyl group that may have a substituent, or are formed by connecting R4 and 1-so% by weight of a water-insoluble or sparingly soluble reactive disperse dye represented by j-membered or 1-membered nitrogen-containing heterocycle) and a mixture of a nonionic surfactant and an anionic surfactant. Contains 2 to 7j weight factor,
The gist of the invention is an inkjet textile ink whose pH is adjusted to 64 to jK using an organic acid salt.

In the ink of the present invention, examples of the above-mentioned general F, (Ill TE) D, which is a sparingly soluble reactive disperse dye, include anthraquinone series, azo series, quinophthalone series, methine series, hetero-fused ring systems, etc. Can be mentioned.

The amount of reactive disperse dye used in the ink of the present invention is 7
The range is 30 to 30% by weight, and preferably the range is dJ-ts weight.

As the nonionic surfactant in the ink of the present invention,
The following general formulas (1) and [1] R'-R" (wherein R and R represent a hydrogen atom or α-. methylbenzyl group &R" represents a hydrogen atom or a methyl group, Represents a hydrogen atom, methyl 2m or α-methylbenzyl group.However, R'.

Either one of R and O represents an α-methylbenzyl group. And it is an integer from 1m beam to iso] 0 & O + O & O & o + H * * * * * fist * e fist (1, 1
Examples include nonionic surfactants represented by the formula (wherein n represents A-30).

In the nonionic surfactant represented by the above general formula [11], the number m of added moles of ethylene oxide is ~
A range of iso is mentioned, preferably a range of 10 to ioo is mentioned.

The nonionic surfactant represented by the above general formula (113) is
For example, it is easily produced by reacting a mixture of cy, meta and para-cresol or phenol with styrene, ethylene oxide, etc. by a known method.

First, the amount used in the ink is 0. A range of a to ls weight % is mentioned, and preferably a range of 0.3-/0 weight % is mentioned.

In the nonionic surfactant represented by the above general formula (13), the number n of added moles of ethylene oxide is 6 to 3.
A range of 0 is mentioned, preferably a range of 7 to 10 is mentioned.

The nonionic surfactant represented by the general formula CI) can be easily produced by reacting methanol with ethylene oxide or the like.

Further, the amount used in the ink may be in the range of 10 to 100% by weight, preferably in the range of t-4IO.

The ionic surfactant in the ink of the present invention includes:
Examples include anionic surfactants represented by the following general formula CIVI (wherein 1M represents sodium, potassium or ammonium salt).

And, it is easily produced by reacting with the anion represented by the above general formula [IV].

The amount used in the ink is 0.2 to 13% by weight, preferably 0.1 to 10% by weight.

The amount of the mixture of the nonionic surfactant and anionic surfactant in the ink of the present invention ranges from Oo to 75% by weight, preferably from 0 to 5-4Io by weight. can be mentioned.

Examples of the organic acid salts represented by the general formula (V) include the following organic acids ML, lia, and K.

Examples include groups such as N(OHa)n.

Formic acid HOOOH Acetic acid OH*0OOH Benzoic acid 0・■・0OOH 7 Talic acid Oa Hs (OOOH)*Lactic acid 0HsOH(OH)OOOH Siewic acid
(OOOH).

Succinic acid (0 & 0OOH) Tartaric acid 1!0-0H-0001i Rich 1O-OH-0001yo[OH, -0001yo[Carba #)'II Ammonium H, NooOH And shown by the above general formula [V]! The pH prepared using the organic acid salt is 6. The range of s to 7.5 is mentioned (
゛・Preferably 4. The range of ff and - is listed.

The ink of the present invention can be obtained by dispersing or dissolving the above-mentioned greyish-type disperse dye, nonionic surfactant, anionic surfactant, and organic acid salt in water. The amount of water used in the ink of the present invention is more than 30% by weight, preferably in the range of j0 to tS.

Furthermore, there is no problem in adding an anti-drying agent, an antifoaming agent, a human a) g-prop agent, etc. in an amount of 10 weight q11 or less of the ink IICFi of the present invention.

Since the ink of the present invention passes through a fine nozzle with a diameter of io to 100 μm, even better results can be obtained by performing a filtration step after production to remove coarse particles.

For example, the ink of the present invention may include a finely ground reactive disperse dye that is insoluble or sparingly soluble in water, a nonionic surfactant represented by the above general formulas (1) and CI), and a nonionic surfactant represented by the above general formula C.
anionic surfactants and organic acid salts represented by IT],
Furthermore, if necessary, add anti-drying agents, anti-foaming agents, hydrotropes, etc. to the water, and use a fine grinder such as Sandog 2 Inder or Paint Conditioner to reduce the dye to 0.0%.
0! tA-10μ, preferably o, o o s ~ lμ
By pulverizing it into particles and dispersing it, you can obtain K.

Functions and Effects The reactive disperse dye in the ink of the present invention has a group that reacts with cellulose fibers, so it can dye cellulose fibers, and has a disperse dye structure that is insoluble or poorly soluble in water. Because of this, polyester fibers can be dyed. That is, #dye can dye cellulose fibers and polyester fibers.

In the present invention, a nonionic surfactant represented by the general formula CI) is used as a dye solubilizer, and an organic acid salt represented by the general formula (V) is used as a dye/fiber activator to achieve a pH of ~7.
．． It is thought that the dyeing of CEL P's fibers is improved by adjusting the amount to J.

In addition, by using the nonionic surfactant represented by the general formula (II) and the anionic surfactant represented by CIV) of the present invention, the dye can be made into fine particles efficiently and the dispersion can be stabilized for a long time. It is believed that an ink for inkjet textile printing can be obtained in which ink can be obtained, and furthermore, nozzle clogging, dry adhesion to the periphery of the nozzle tip, and bleeding of printed fabrics are suppressed.

EXAMPLE 11 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.

In addition, various evaluation methods in Examples are as follows.

(1) Viscosity The viscosity of the ink was measured using a BI viscometer manufactured by Tokyo Keiki Seisaku Co., Ltd. under the following conditions.

Measuring temperature! °C Rotor used: Al Rotor rotation speed: A Orpm (2) Particle size Manufactured by Toyo F Paper Co., Ltd. Ω For viscosity Fig: After filtering the ink using JK60, the particle size was measured using the following device. .

Particle size measuring device: Submicron particle analyzer N-4!
(Manufactured by Coulter Inc.) Measured particle size range: 0.00j to 3μ After standing at room temperature for a day, 101111 from the upper part and 10- from the lower part were extracted.

This extracted ink ostt was diluted with water to 100-
An aqueous dye solution was prepared, 1-1 of this dye aqueous solution was collected, and diluted with a 10 thiacetone aqueous solution (0,/acidic acetic acid) to give a solution of 1001
11. The maximum absorption wavelength of this solution, the absorbance at 1 ml LX, is measured.

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

(4) Stability The following tests were conducted using the ink.

(IL) 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: 60℃ Cooling temperature knee is℃ The following evaluation was carried out.

0 Δ × Good → Poor (Out) Stability over time The ink was stored at room temperature for 110 days, and the presence or absence of sedimentation of dye particles was observed and evaluated as follows.

○ Δ 21 after printing on /I/■-s blended broad cloth (A j / j!! weight ratio)
, dried for 3θ seconds at ioo°C.

Next, this was fixed using a high temperature and normal pressure stay-on fixing method (/fj℃X7
After treatment with 10 minutes), alkali washing was performed 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 (IL) method in (6) above was observed under a microscope at 100x magnification, and the degree of bleeding was evaluated as follows. did.

0 Δ × No bleeding ÷ - ◆ Large amount of bleeding (0) Dark color measurement method The surface reflectance of the polyester/cellulose blend printed fabric obtained by the aJ method (5) above was measured using a color difference meter (Nippon Denshoku Kogyo Co., Ltd.) (Manufactured).

Further, one side of the mixed #printed fabric was dissolved in the following manner, and the surface reflectance of the undissolved remaining fabric was similarly measured using a color difference meter.

Dissolution of polyester side: Immerse in Hexa70 leusogelobanol and treat at room temperature for a period of time.

Dissolution of cellulose side: Immerse in an aqueous solution of Tactical Sulfur #1:Water (JJ:DaS volume ratio) and treat at room temperature for 72 hours.

(6) Evaluation method of dry adhesion around the nozzle eye and nozzle tip The ink was used for the following evaluation.

(a) Method for evaluating nozzle clogging Ink was fed into a nozzle with a diameter of 100 μ at a speed of 3.3 mj/hr, and the state of ejection from the tip of the nozzle was observed.

After ejecting for 1 hour, it was stopped for 1 hour, and ejecting was performed again, and the ejection 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 × 0 seconds ← 10 seconds → No discharge (b) Evaluation method of dry adhesion around the nozzle tip (O According to the (aj method) in (2) above After discharging for 1 hour, stopping for 1 hour, and discharging again for 1 hour, 100
It was observed under a microscope with high magnification, and the dry adhesion amount was evaluated as follows.

Dry adhesion OΔ
tOTi*O+aBaOBaCkf*Ti
:1! r I0HsOOONa aqueous solution
pH7 adjuster 10
The mixture of No. 01 was ground in a sand grinder at room temperature to prepare an ink.

(Red color) (Actual color) (Dark blue color) (Yellow color) Using the ink obtained above, various physical properties of the ink, bleeding of printed fabric, and dark color property were determined according to the methods (1) to (6) above. As a result of investigating nozzle clogging and dry adhesion around the nozzle tip, as shown in Table 1, all results were positive.

Claims (5)

[Claims] (1) General formula [I] ▲There are mathematical formulas, chemical formulas, tables, etc.▼・・・・・・・・・
[I] (In the formula, D represents a water-insoluble dye residue, X represents an oxygen atom or -NH- group, and Y represents OR^3 or NR
^4R^6 represents R^3, R^4 and R^6 represent a hydrogen atom or an alkyl group, aryl group, or aralkyl group which may have a substituent, or R
5-membered or 6-membered member formed by connecting ^4 and R^6
1 to 30% by weight of a water-insoluble or sparingly soluble reactive disperse dye represented by a nitrogen-containing heterocycle (representing a nitrogen-containing heterocycle) and 0.2 to 30% by weight of a mixture of a nonionic surfactant and an anionic surfactant.
75% by weight and pH 6.0 using an organic acid salt.
Inkjet textile ink adjusted to 5 to 7.5. (2) In the inkjet textile printing ink described in claim 1, the nonionic surfactant has the general formula [II] ▲ There are mathematical formulas, chemical formulas, tables, etc. , R^1 and R^2 represent a hydrogen atom or an α-methylbenzyl group, R^3 represents a hydrogen atom or a methyl group, R^4 represents a hydrogen atom, a methyl group or an α-methylbenzyl group, Any one of R^1, R^2 and R^4 represents an α-methylbenzyl group, and m represents an integer of 7 to 150) and the general formula [III] CH_3O-(CH_2CH_2O)-_nH・・・・・・
... An ink that is a nonionic surfactant represented by [III] (in the formula, n represents 6 to 30). (3) In the inkjet textile printing ink described in claim 1, the anionic surfactant has the general formula [IV] ▲There are numerical formulas, chemical formulas, tables, etc.▼... [IV] (In the formula, M represents a sodium, potassium or ammonium salt). (4) In the inkjet textile printing ink described in claim 1, the organic acid salt has a general formula [V]▲a numerical formula, a chemical formula, a table, etc.▼・・・・・・・・・[V] (in the formula, R represents a hydrogen atom, an aliphatic group having 1 to 6 carbon atoms, or an aromatic group; X represents a hydroxyl group or an amino group;
represents NH_4, K, Na, (CH_3)_3N,
and a represents 0 to 1, b represents 0 to 2, and C represents 0 to 2)
An ink that is an organic acid salt represented by (5) In the inkjet textile printing ink according to claim 1, the pH adjusted using the organic acid salt is 6.
．． An ink having a rating of 8 to 7.2.