WO2022025034A1

WO2022025034A1 - Colored fluid, ink set, recording medium, and textile printing method for hydrophobic fibers

Info

Publication number: WO2022025034A1
Application number: PCT/JP2021/027675
Authority: WO
Inventors: 里麻赤沼; 真理子梅田; 諒寺西; 由桂永塚
Original assignee: 日本化薬株式会社
Priority date: 2020-07-31
Filing date: 2021-07-27
Publication date: 2022-02-03
Also published as: JPWO2022025034A1; TW202212484A

Abstract

Provided are: a colored fluid containing a water-insoluble colorant which has a maximum-absorption wavelength in a range of wavelengths exceeding 640 nm but not higher than 700 nm and in which, when the absorbance at the maximum-absorption wavelength is taken as 1, then b^* expressed by the CIE color space is within the range of -30 to -20, and further containing, for example, a water-insoluble colorant which has a maximum-absorption wavelength in the wavelength range of 410 nm to 450 nm; and an ink set including the colored fluid as an ink. Also provided are: a recording medium to which the colored fluid or each ink included in the ink set was adhered; and a textile printing method for hydrophobic fibers which includes using the colored fluid or the ink set.

Description

Printing methods for colorants, ink sets, recording media, and hydrophobic fibers

The present invention relates to a coloring liquid, an ink set containing the coloring liquid as ink, a recording medium to which each ink contained in the coloring liquid or the ink set is attached, and a hydrophobic fiber using the coloring liquid or the ink set. Regarding the printing method.

In recent years, a recording method for plate-free printing by inkjet has been proposed, and printing by inkjet printing (inkjet printing) is also performed in textile printing including cloth and the like. Printing by inkjet printing has various advantages over conventional printing methods such as screen printing, such as plate-free; resource saving; energy saving; easy high-definition expression; etc. There is.

Here, hydrophobic fibers typified by polyester fibers are generally dyed with a water-insoluble coloring material. Therefore, as a water-based ink for printing hydrophobic fibers by inkjet printing, it is generally necessary to use a dispersed ink in which a water-insoluble coloring material is dispersed in water and has good performance such as dispersion stability.

The inkjet printing method for hydrophobic fibers is roughly divided into a direct printing method and a sublimation transfer method. The direct printing method is a printing method in which an ink is directly applied (printed) to a hydrophobic fiber and then a dye in the ink is dyed on the hydrophobic fiber by a heat treatment such as high temperature steaming. On the other hand, in the sublimation transfer method, ink is applied (printed) to an intermediate recording medium (dedicated transfer paper, etc.), the ink-applied surface of the intermediate recording medium is superposed on the hydrophobic fiber, and then the dye is intermediated by heat. This is a printing method for transferring from a recording medium to hydrophobic fibers.

The sublimation transfer method is mainly used for printing of banners and the like, and an easy sublimation type dye having excellent transfer suitability to hydrophobic fibers by heat treatment is used in the ink. The processing steps include (1) printing step: applying dye ink to the intermediate recording medium by an inkjet printer, and (2) transfer step: transferring and dyeing the dye from the intermediate recording medium to the fiber by heat treatment. Since two steps are included and commercially available transfer paper can be widely used, pretreatment of fibers is not required and the cleaning step is omitted.

As the ink for the sublimation transfer method, a water-based ink in which a water-insoluble dye is dispersed in water is generally used. For example, Patent Document 1 describes a water-soluble organic solvent as a moisturizing agent (anti-drying agent) for a dye dispersion liquid in which a water-insoluble dye selected from a disperse dye and an oil-soluble dye is dispersed in water with a dispersant. , Surfactant as a surface tension adjuster, and other additives (pH adjuster, antiseptic dye, defoamer, etc.) are added, and physical properties (physical properties) such as particle size, viscosity, surface tension, pH, etc. It is described that the water-based ink is prepared by optimizing.

On the other hand, as an intermediate recording medium for the sublimation transfer method, an inkjet paper having an ink receiving layer formed on the surface by inorganic fine particles such as silica and having a relatively large basis weight and capable of applying a large amount of ink is generally used. It is used. In recent years, transfer papers having a smaller basis weight and transfer papers having a smaller ink receiving layer have been used, and there is a strong demand for achieving high transfer efficiency and dyeing density (color development) with a small amount of ink.

International Publication No. 2005/121263

The present invention is a novel coloring liquid suitably used for a sublimation transfer method, an ink set containing the coloring liquid as ink, the coloring liquid or a recording medium to which each ink contained in the ink set is attached, and the coloring liquid or the coloring liquid. An object of the present invention is to provide a method for printing hydrophobic fibers using the ink set.

Specific means for solving the above problems include the following embodiments.
1)
The following (i) and (ii):
(I) The b ^* represented by the CIE color space is in the range of -30 to -20 when the maximum absorption wavelength is in the wavelength range of more than 640 nm and 700 nm or less and the absorbance at the maximum absorption wavelength is 1. ;
(Ii) The polarity term of the Hansen solubility parameter is 11 MPa ^0.5 or more and less than 12.6 MPa ^0.5 ;
Contains the water-insoluble colorant A satisfying at least one of the following conditions (a) to (d):
(A) The following formula, which has a maximum absorption wavelength in the wavelength range of 380 nm or more and 500 nm or less, and b ^* represented by the CIE color space when the absorbance at the maximum absorption wavelength is 1 is in the range of 65 to 80. (B1):

[In the formula, RB represents a hydrogen atom, a cyano group, a nitro group, a halogen atom, an alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted amino group, an alkoxy group, or an aryloxy ^{group, and X B} ^is Indicates a hydrogen atom or a halogen atom. ]
Contains the water-insoluble colorant B represented by;
(B) Contains a water-insoluble colorant C different from the water-insoluble colorant B, which has a maximum absorption wavelength in the wavelength range of 410 nm or more and 450 nm or less;
(C) Contains at least two water-insoluble colorants other than the water-insoluble colorant A;
(D) Contains a phytosterol compound;
A coloring liquid that satisfies at least one of the above conditions.

2)
The coloring liquid according to 1), wherein the water-insoluble colorant A has an anthraquinone structure.

3)
The coloring liquid according to 1) or 2), wherein the water-insoluble colorant A has a molecular weight of 340 or more.

4)
The polar term of the Hansen solubility parameter of the water-insoluble colorant A is 11 MPa ^0.5 or more and less than 12.6 MPa ^0.5 , and the hydrogen bond term is 7 MPa ^0.5 or more and 10 MPa ^0.5 or less 1) to 3 ). The coloring liquid according to any one of the items.

5)
It contains the water-insoluble colorant C, the water-insoluble colorant D having a maximum absorption wavelength in the wavelength range of more than 450 nm and 590 nm or less, and the water-insoluble colorant E having a maximum absorption wavelength in the wavelength range of more than 590 nm and 640 nm or less. The coloring liquid according to any one of 1) to 4).

6)
When the mass-based content of the water-insoluble colorant A is (A) and the mass-based content of the water-insoluble colorant C and the water-insoluble colorant E is (C + E), (A) / ( The coloring liquid according to 5), wherein the value calculated by C + E) is less than 0.8.

7)
When the absorbance of the water-insoluble colorant C at the maximum absorption wavelength is 1, the a ^* value represented by the CIE color space is in the range of -25 to -10, and the maximum absorption of the water-insoluble colorant D is achieved. The coloring solution according to 5) or 6), wherein the a ^* value represented by the CIE color space is in the range of 15 to 35 when the absorbance at the wavelength is 1.

8)
C. I. The coloring liquid according to any one of 1) to 7), which contains Disperse Yellow 54.

9)
The coloring liquid according to any one of 1) to 4), which contains the water-insoluble colorant B.

10)
The coloring liquid according to 9), wherein RB represents a substituted or unsubstituted amino ^{group and X B} ^represents a halogen atom in the above formula (B1).

11)
The coloring solution according to any one of 1) to 4), which contains a water-insoluble colorant F having a maximum absorption wavelength in a wavelength range of 560 nm or more and 600 nm or less and a phytosterol compound.

12)
11. The coloring liquid according to 11), wherein the water-insoluble colorant F has an anthraquinone structure.

13)
When the absorbance of the water-insoluble colorant F at the maximum absorption wavelength is 1, b ^* represented by the CIE color space is in the range of -65 to -55, and the molecular weight is in the range of 300 to 400. , 11) or 12).

14)
The water-insoluble colorant F has the following formula (F1):

The coloring liquid according to any one of 11) to 13), which comprises the compound represented by.

15)
The coloring liquid according to any one of 1) to 14), further containing a dispersant, a surfactant, and water.

16)
The dispersant comprises a styrene- (meth) acrylic copolymer, a formarin condensate of aromatic sulfonic acid or a salt thereof, polyoxyethylene arylphenyl ether, polyoxyethylene arylphenyl ether sulfate, and polyoxyethylene naphthyl ether. The coloring solution according to 15), which comprises at least one selected from the group.

17)
16) The coloring solution according to 16), wherein the formalin condensate of aromatic sulfonic acid or a salt thereof contains a formalin condensate of creosote oil sulfonic acid or a salt thereof.

18)
The coloring solution according to 16) or 17), wherein the polyoxyethylene arylphenyl ether is polyoxyethylene styrylphenyl ether and / or the polyoxyethylene arylphenyl ether sulfate is polyoxyethylene styrylphenyl ether sulfate. ..

19)
The following (i) and (ii):
(I) The b ^* represented by the CIE color space is in the range of -30 to -20 when the maximum absorption wavelength is in the wavelength range of more than 640 nm and 700 nm or less and the absorbance at the maximum absorption wavelength is 1. ;
(Ii) The polarity term of the Hansen solubility parameter is 11 MPa ^0.5 or more and less than 12.6 MPa ^0.5 ;
Contains ink A containing a water-insoluble colorant A satisfying at least one of the following conditions (e) to (g):
(E) The ink A contains a phytosterol compound, and C.I. I. Includes Ink B containing Disperse Yellow 54 and phytosterol compounds;
(F) The following formula, which has a maximum absorption wavelength in the wavelength range of 380 nm or more and 500 nm or less, and b ^* represented by the CIE color space when the absorbance at the maximum absorption wavelength is 1 is in the range of 65 to 80. (B1):

[In the formula, RB represents a hydrogen atom, a cyano group, a nitro group, a halogen atom, an alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted amino group, an alkoxy group, or an aryloxy ^{group, and X B} ^is Indicates a hydrogen atom or a halogen atom. ]
Contains ink C containing a water-insoluble colorant B represented by;
(G) Ink D containing a water-insoluble colorant G having a maximum absorption wavelength in a wavelength range of 560 nm or more and less than 660 nm (provided that CI Disperse Violet 27 or CI Disperse Violet 28 is contained. Includes);
An ink set that meets at least one of the conditions.

20)
The ink set according to 19), which comprises the ink B.

21)
The ink set according to 19) or 20), wherein the phytosterol compound is an alkylene oxide adduct of phytosterol.

22)
The ink set according to 19), which comprises the ink C.

23)
22) The ink set according to 22), wherein in the formula (B1), RB represents a substituted or unsubstituted amino ^{group and X B} ^represents a halogen atom.

24)
The ink set according to 19), which comprises the ink D.

25)
24) The ink set according to 24), wherein the water-insoluble colorant G has an anthraquinone structure.

26)
The ink set according to 24) or 25), wherein b ^* represented by the CIE color space is in the range of −70 to −40 when the absorbance of the water-insoluble colorant G at the maximum absorption wavelength is 1.

27)
The item according to any one of 24) to 26), wherein a ^* represented by the CIE color space is in the range of −20 to 40 when the absorbance of the water-insoluble colorant G at the maximum absorption wavelength is 1. Ink set.

28)
The ink set according to any one of 24) to 27), wherein the water-insoluble colorant G has a molecular weight of 250 to 340.

29)
A recording medium to which the coloring liquid according to any one of 1) to 18) or each ink contained in the ink set according to any one of claims 19) to 28) is adhered.

30)
29) The recording medium according to 29), wherein the recording medium is a hydrophobic fiber.

31)
The droplets of the coloring liquid according to any one of 1) to 18) or the droplets of each ink contained in the ink set according to any one of 19) to 28) are attached to the intermediate recording medium. And the printing process to obtain the recorded image
A transfer step of transferring the recorded image to the hydrophobic fiber by bringing the hydrophobic fiber into contact with the adhering surface of the coloring liquid or the ink in the intermediate recording medium and heat-treating it.
Method for printing hydrophobic fibers including.

According to the present invention, a novel coloring liquid suitably used for a sublimation transfer method, an ink set containing the coloring liquid as ink, a recording medium to which the coloring liquid or each ink contained in the ink set is attached, and the coloring. It is possible to provide a method for printing hydrophobic fibers using a liquid or the ink set.

Hereinafter, specific embodiments to which the present invention is applied will be described in detail.
In the present specification, the maximum absorption wavelength and chromaticity of the water-insoluble colorant are set so that the water-insoluble colorant is dissolved or dispersed in dimethylformamide (DMF) so that the absorbance of the maximum absorption wavelength in ultraviolet-visible spectroscopic absorption becomes 1. Measure the concentration-adjusted solution.
Further, in the present specification, each component such as a water-insoluble colorant may be used alone or in combination of two or more.
In this specification, "CI" is an abbreviation for Color Index.

≪Coloring liquid≫
The coloring liquid according to this embodiment includes the following (i) and (ii):
(I) The b ^* represented by the CIE color space is in the range of -30 to -20 when the maximum absorption wavelength is in the wavelength range of more than 640 nm and 700 nm or less and the absorbance at the maximum absorption wavelength is 1. ;
(Ii) The polarity term of the Hansen solubility parameter is 11 MPa ^0.5 or more and less than 12.6 MPa ^0.5 ;
Contains the water-insoluble colorant A satisfying at least one of the following conditions (a) to (d):
(A) The following formula, which has a maximum absorption wavelength in the wavelength range of 380 nm or more and 500 nm or less, and b ^* represented by the CIE color space when the absorbance at the maximum absorption wavelength is 1 is in the range of 65 to 80. Contains the water-insoluble colorant B represented by (B1);
(B) Contains a water-insoluble colorant C different from the water-insoluble colorant B, which has a maximum absorption wavelength in the wavelength range of 410 nm or more and 450 nm or less;
(C) Contains at least two water-insoluble colorants other than the water-insoluble colorant A;
(D) Contains a phytosterol compound;
At least one of the conditions is satisfied.

[In the formula, RB represents a hydrogen atom, a cyano group, a nitro group, a halogen atom, an alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted amino group, an alkoxy group, or an aryloxy ^{group, and X B} ^is Indicates a hydrogen atom or a halogen atom. ]

Examples of the water-insoluble colorant in the present embodiment include pigments, disperse dyes, oil-soluble dyes, and the like, and disperse dyes and oil-soluble dyes are preferable.

In the following, the water-insoluble colorant A will be described first, then the conditions (a) to (d) will be described, and then other matters will be described.

<Water-insoluble colorant A>
The water-insoluble colorant A has the following (i) and (ii):
(I) The b ^* represented by the CIE color space is in the range of -30 to -20 when the maximum absorption wavelength is in the wavelength range of more than 640 nm and 700 nm or less and the absorbance at the maximum absorption wavelength is 1. ;
(Ii) The polarity term of the Hansen solubility parameter is 11 MPa ^0.5 or more and less than 12.6 MPa ^0.5 ;
At least one of the conditions is satisfied.

When the water-insoluble colorant A satisfies the above condition (i), the water-insoluble colorant A preferably has a maximum absorption wavelength in the wavelength range of 660 nm or more and 700 nm or less, and has a maximum absorption wavelength in the wavelength range of 660 nm or more and 690 nm or less. It is more preferable to have.

The Hansen solubility parameter is a solubility parameter introduced by Hildebrand divided into three components: a dispersion term delta D, a polar term delta P, and a hydrogen bond term delta H. The Hansen solubility parameter can be estimated from the contents and average molecular weights of hydrogen atoms, carbon atoms, oxygen atoms and the like constituting the molecule using Hansen Solubility Parameters in Practice (HSPiP), which is computer software.

When the water-insoluble colorant A satisfies the above condition (ii), the hydrogen bond term of the Hansen solubility parameter is preferably 7 MPa ^0.5 or more and 10 MPa ^0.5 or less.

The water-insoluble colorant A is not particularly limited as long as it satisfies at least one (preferably both) of the above conditions (i) and (ii), but one having an anthraquinone structure is preferable, and one having a molecular weight of 340 or more is more preferable. preferable.

Specific examples of the water-insoluble colorant A satisfying the above conditions (i) and (ii) include, for example, C.I. I. Disperse Blue 60, 87, 143, 181, 334; C.I. I. Solvent blue 67; a compound represented by the following formula (A1); and the like.

[In the formula, R ^1A to R ^3A each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms. The alkyl group may have an alkoxy group as a substituent. ]

Among the water-insoluble colorants A, C.I. I. Disperse blue 60 and compounds represented by the following formulas (A1-1) to (A1-3) are preferable, and compounds represented by the following formulas (A1-1) or (A1-2) are more preferable, and the following compounds are more preferable. The compound represented by the formula (A1-2) is more preferable. The compound represented by the following formula (A1-1) is C.I. I. Also known as Disperse Blue 334.

The compound represented by the above formula (A1) can be obtained by a known method. For example, the compound represented by the following formula (A2) and the compound represented by the following formula (A3) are mixed in an organic solvent such as sulfolane and reacted at 70 to 170 ° C, preferably 100 to 160 ° C. Therefore, the compound represented by the above formula (A1) can be obtained. This reaction may be carried out under normal pressure or under pressure using an autoclave or the like.

The water-insoluble colorant A and other water-insoluble colorants described below (water-insoluble colorants B to F, etc.) may be powdery or lumpy dry colorants, or may be wet cakes or slurries. .. Further, a dispersant such as a surfactant may be contained in a small amount for the purpose of suppressing the aggregation of the coloring material particles during or after the coloring material synthesis. Commercially available dyes have grades for industrial dyeing, resin coloring, ink, toner, inkjet, etc., and their manufacturing methods, purity, particle size, etc. are different from each other. In order to suppress the cohesiveness after pulverization, a color material having smaller particles is preferable, and a material having as few impurities as possible is preferable from the viewpoint of the influence on the dispersion stability and the ejection accuracy of the ink.

<Condition (a)>
The above condition (a) is represented by a CIE color space when the coloring liquid according to the present embodiment has a maximum absorption wavelength in a wavelength range of 380 nm or more and 500 nm or less, and the absorbance at the maximum absorption wavelength is 1. ^* Contains the water-insoluble colorant B represented by the following formula (B1), which is in the range of 65 to 80. By containing the water-insoluble colorants A and B in the coloring liquid according to the present embodiment, for example, a highly saturated green can be expressed.

In the above formula (B1), examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom, and a chlorine atom is preferable.

Examples of the alkyl group having 1 to 8 carbon atoms include a linear alkyl group such as a methyl group, an ethyl group, an n-propyl group, an n-butyl group and an n-octyl group; an isopropyl group, a sec-butyl group and a tert. -A branched chain alkyl group such as a butyl group; a cyclic alkyl group such as a cyclopentyl group or a cyclohexyl group; and the like.

Examples of the substituted or unsubstituted amino group include an amino group, a methylamino group, an ethylamino group, a phenylamino group, a dimethylamino group, a diethylamino group, a diphenylamino group, a methylphenylamino group and the like, which are diethylamino groups. Is preferable. The above-mentioned substituted amino group may further have an arbitrary substituent.

Examples of the alkoxy group include a methoxy group, an ethoxy group, a propoxy group, an n-butoxy group, a sec-butoxy group, a tert-butoxy group and the like. The alkoxy group may have any substituent.

Examples of the aryloxy group include a phenoxy group and a naphthoxy group. The aryloxy group may have any substituent.

Among the water-insoluble colorants ^{B represented by the above formula (B1), those in which RB is a substituted or unsubstituted amino group and X B} ^is a halogen atom are preferable, and are represented by the following formula (B1-1). Compounds are more preferred. The compound represented by the following formula (B1-1) is C.I. I. Disperse Yellow 232, C.I. I. Solvent Yellow 160: 1, C.I. I. Disperse Yellow 184: 1 etc.

The compound represented by the above formula (B1) is, for example, Ayyangar N. et al. According to the method of R et al. (Ayyangar N.R. et al., Days and Pigments, 991, 16 (3), 197-204), the compound represented by the following formula (B2) and the compound represented by the following formula (B3) are represented. It can be obtained by subjecting the compound to a condensation reaction.

The content of the water-insoluble colorant B is preferably, for example, 1 to 200 parts by mass, and more preferably 1 to 150 parts by mass, when the content of the water-insoluble colorant A is 100 parts by mass. preferable.

The total content of the water-insoluble colorant under the condition (a) is preferably 0.1 to 40% by mass, preferably 0.5 to 25% by mass, based on the total amount of the coloring liquid according to the present embodiment. It is more preferable to have.

<Condition (b)>
The above condition (b) is that the coloring liquid according to the present embodiment contains a water-insoluble coloring agent C different from the water-insoluble coloring agent B, which has a maximum absorption wavelength in the wavelength range of 410 nm or more and 450 nm or less. .. By containing the water-insoluble colorants A and C in the coloring liquid according to the present embodiment, for example, a highly saturated green can be expressed.

Specific examples of the water-insoluble colorant C include, for example, C.I. I. Disperse Yellow 5, 42, 49, 50, 51, 54, 58, 60, 64, 71, 82, 83, 88, 93, 99, 100, 103, 114, 119, 126, 149, 160, 162, 164 , 165, 180, 182, 183, 184: 1, 186, 192, 198, 202, 204, 211, 215, 216, 218, 224, 226, 231; 232, 234; I. Solvent Yellow 16, 29, 33, 44, 56, 77, 79, 93, 98, 103, 104, 105, 112, 116, 117, 122, 126, 144, 145, 157, 160, 160: 1, 163, 200; C.I. I. Solvent green 5; etc. Among these, C.I. I. Disperse Yellow 54, 82, 232 is preferred, and C.I. I. Disperse Yellow 54 is more preferable.

Further, as the water-insoluble colorant C, it is preferable that the a ^* value represented by the CIE color space is in the range of -25 to -10 when the absorbance at the maximum absorption wavelength is 1.

The content of the water-insoluble colorant C is preferably, for example, 1 to 200 parts by mass, and more preferably 1 to 150 parts by mass, when the content of the water-insoluble colorant A is 100 parts by mass. preferable.

The total content of the water-insoluble colorant under the condition (b) is preferably 0.1 to 40% by mass, preferably 0.5 to 25% by mass, based on the total amount of the coloring liquid according to the present embodiment. It is more preferable to have.

<Condition (c)>
The above condition (c) is that the coloring liquid according to the present embodiment contains at least two kinds of water-insoluble coloring agents other than the water-insoluble coloring agent A, and at least three kinds other than the water-insoluble coloring agent A. It preferably contains a water-insoluble colorant. The coloring liquid satisfying the above condition (c) is, for example, a water-insoluble colorant D having a maximum absorption wavelength in a wavelength range of more than 450 nm and 590 nm or less, and a water-insoluble colorant having a maximum absorption wavelength in a wavelength range of more than 590 nm and 640 nm or less. It is preferable to contain E, and it is more preferable to contain the water-insoluble colorant C described above and the water-insoluble colorants D and E. When the coloring liquid according to the present embodiment contains the water-insoluble colorants A, D, and E, for example, a printed material having excellent color-developing property can be obtained. Further, by containing the water-insoluble colorants A, C, D, and E in the coloring liquid according to the present embodiment, for example, the hue change due to the influence of the color rendering property is suppressed, and the black color is excellent in color rendering property. You can get the printed material.

Specific examples of the water-insoluble colorant D include, for example, C.I. I. Disperse Orange 21, 25, 42, 44, 45, 56, 72, 76, 80, 88, 96, 145; C.I. I. Disperse Brown 26, 27; C.I. I. Disperse Red 11, 50, 53, 54, 55, 56, 65, 72, 73, 74, 75, 76, 81, 82, 86, 90, 91, 92, 96, 111, 117, 121, 122, 126, 127, 131, 132, 134, 135, 145, 146, 151, 152, 153, 154, 159, 164, 167, 177, 181, 185, 188, 191, 192, 200, 202, 206, 207, 221 224, 225, 229, 239, 257, 258, 277, 283, 288, 303, 307, 312, 320, 323, 324, 328, 329, 338, 341, 343, 349; I. Disperse Violet 8,26,27,28,38,48,56,77,97,98; C.I. I. Disperse Blue 72; C.I. I. Solvent Orange 68, 72, 86; C.I. I. Solvent violet 13, 14, 31, 36; and the like. Among these, C.I. I. Disperse Orange 25; C.I. I. Disperse thread 60; C.I. I. Disperse Brown 27; C.I. I. Disperse Violet 17, 27, 28; C.I. I. Disperse Blue 72; C.I. I. Solvent Violet 13 is preferred, and C.I. I. Disperse brown 27 is more preferable. In addition, C.I. I. Disperse Blue 72 is C.I. I. Also called Solvent Violet 13.

The water-insoluble colorant D preferably has an a ^* value in the range of 15 to 35 in the CIE color space when the absorbance at the maximum absorption wavelength is 1.

Specific examples of the water-insoluble colorant E include, for example, C.I. I. Disperse Blue 19, 26, 27, 54, 55, 56, 64, 73, 77, 81, 128, 148, 149, 153, 158, 165, 165: 1, 165: 2, 183, 197, 224, 225 257, 268, 287, 337, 345, 360; C.I. I. Solvent Blue 35, 36, 78, 111, 112; C.I. I. Solvent Violet 13; etc. may be mentioned. Among these, C.I. I. Disperse Blue 360, C.I. I. Solvent Violet 13 is preferred, and C.I. I. Disperse blue 360 is more preferable.

When the coloring liquid according to the present embodiment contains the water-insoluble colorants A, C, D, and E, the content of the water-insoluble colorant C is when the content of the water-insoluble colorant A is 100 parts by mass. In addition, for example, it is preferably 3 to 70 parts by mass, and more preferably 35 to 45 parts by mass. Further, the content of the water-insoluble colorant D is preferably, for example, 150 to 400 parts by mass, preferably 240 to 320 parts by mass, when the content of the water-insoluble colorant A is 100 parts by mass. Is more preferable. Further, the content of the water-insoluble colorant E is preferably, for example, 80 to 350 parts by mass, and 180 to 280 parts by mass, when the content of the water-insoluble colorant A is 100 parts by mass. Is more preferable. Further, the content of the water-insoluble colorant A, C, D, and other water-insoluble colorants other than E is, for example, 500 parts by mass or less when the content of the water-insoluble colorant A is 100 parts by mass. It is preferably 300 parts by mass or less, and more preferably 300 parts by mass or less.

Further, when the mass-based content of the water-insoluble colorant A is (A) and the mass-based content of the water-insoluble colorants C and E is (C + E), it is calculated by (A) / (C + E). The value is preferably less than 0.8, more preferably 0.03 or more and less than 0.8, further preferably more than 0.03 and 0.75 or less, and 0.05 or more and 0. It is particularly preferably 75 or less, and extremely preferably 0.1 or more and 0.7 or less.

The total content of the water-insoluble colorant under the condition (c) is preferably 0.1 to 40% by mass, preferably 0.5 to 25% by mass, based on the total amount of the coloring liquid according to the present embodiment. It is more preferable to have.

<Condition (d)>
The above condition (d) is that the coloring liquid according to the present embodiment contains a phytosterol compound. The coloring liquid satisfying the above condition (d) preferably contains, for example, a water-insoluble colorant F having a maximum absorption wavelength in a wavelength range of 560 nm or more and 600 nm or less, and a phytosterol compound. By containing the water-insoluble colorant F and the phytosterol compound in the coloring liquid according to the present embodiment, for example, a cyan-colored printed material having good light fastness, suppression of streaks and unevenness, and excellent color development. Can be obtained.

The water-insoluble colorant F is not particularly limited, but one having an anthraquinone structure is preferable, and b ^* represented by the CIE color space when the absorbance at the maximum absorption wavelength is 1 is within the range of -65 to -55. It is more preferable that the molecular weight is in the range of 300 to 400.

Specific examples of the water-insoluble colorant F include a compound represented by the following formula (F1); C.I. I. Disperse Blue 72; C.I. I. Disperse Violet 8, 27, 28, 47, 77, 97, 98; C.I. I. Solvent violet 13, 14, 31, 36; and the like. Among these, the compound represented by the following formula (F1) is preferable. The compound represented by the following formula (F1) is C.I. I. Disperse Blue 72, C.I. I. Also called Solvent Violet 13 etc.

When the coloring liquid according to the present embodiment contains the water-insoluble colorant F, the content of the water-insoluble colorant F is, for example, 10 to 150 when the content of the water-insoluble colorant A is 100 parts by mass. It is preferably parts by mass, more preferably 20 to 80 parts by mass.

The total content of the water-insoluble colorant under the condition (d) is preferably 0.1 to 40% by mass, preferably 0.5 to 25% by mass, based on the total amount of the coloring liquid according to the present embodiment. It is more preferable to have.

Examples of the phytosterol compound include an alkylene oxide adduct of phytosterol or hydrogenated phytosterol (hereinafter, both are collectively referred to as "phytosterols").

As the phytosterol alkylene oxide adduct, the phytosterol C2-C4 alkylene oxide adduct is preferable, and the ethylene oxide adduct is more preferable. The amount of alkylene oxide (preferably C2-C4 alkylene oxide, more preferably ethylene oxide) added per mol of phytosterols is preferably about 10 to 50 mol, and the HLB is preferably about 13 to 20 mol.

Commercially available phytosterol compounds include, for example, NIKKOL BPS-20, NIKKOL BPS-30 (both manufactured by Nikko Chemicals Co., Ltd., phytosterol ethylene oxide adduct), and NIKKOL BPSH-25 (hydrogenated phytosterol ethylene oxide adduct). Things) and the like, and NIKKOL BPS-30 is preferable.

The content of the phytosterol compound is preferably 0.001 to 10% by mass, more preferably 0.01 to 7% by mass, and 0.1 to 0.1% by mass, based on the total amount of the coloring liquid according to the present embodiment. It is more preferably to 3% by mass, particularly preferably 0.2 to 1% by mass, and extremely preferably 0.3 to 0.6% by mass.

<Dispersant>
The coloring liquid according to this embodiment preferably further contains a dispersant. Dispersants include, for example, styrene- (meth) acrylic copolymers, formalin condensates of aromatic sulfonic acids or salts thereof, polyoxyethylene arylphenyl ethers, polyoxyethylene arylphenyl ether sulfates, and polyoxyethylene naphthyl ethers. It is preferable to contain at least one selected from the group.

The styrene- (meth) acrylic copolymer is a copolymer of a styrene-based monomer and a (meth) acrylic-based monomer. Specific examples of the copolymer include (α-methyl) styrene-acrylic acid copolymer, (α-methyl) styrene-acrylic acid-acrylic acid ester copolymer, and (α-methyl) styrene-methacrylic acid copolymer. Combined, (α-methyl) styrene-methacrylic acid-acrylic acid ester copolymer, (α-methyl) styrene-acrylic acid ester- (anhydrous) maleic acid copolymer, acrylic acid ester-styrene sulfonic acid copolymer, Examples thereof include a (α-methyl) styrene-methacrylic sulfonic acid copolymer. In addition, in this specification, "(meth) acrylic" is used as a meaning including "acrylic" and "methacryl". Further, "(α-methyl) styrene" is used as a meaning including "α-methylstyrene" and "styrene".

The mass average molecular weight of the styrene- (meth) acrylic copolymer is, for example, preferably 1000 to 20000, more preferably 2000 to 19000, and even more preferably 5000 to 17000. The mass average molecular weight of the styrene- (meth) acrylic copolymer can be measured by a GPC (gel permeation chromatograph) method.

The acid value of the styrene- (meth) acrylic copolymer is, for example, preferably 50 to 250 mgKOH / g, more preferably 100 to 250 mgKOH / g, and even more preferably 150 to 250 mgKOH / g. By setting the acid value to 50 mgKOH / g or more, the solubility in water tends to be improved and the dispersion stabilizing power tends to be improved. Further, by setting the acid value to 250 mgKOH / g or less, it tends to be possible to suppress the occurrence of blurring in the image after printing due to the increase in affinity with the aqueous medium. The acid value of the resin represents the number of mg of KOH required to neutralize 1 g of the resin, and can be measured according to JIS-K3054.

The glass transition temperature of the styrene- (meth) acrylic copolymer is, for example, preferably 45 to 135 ° C, more preferably 55 to 120 ° C, still more preferably 60 to 110 ° C.

Commercially available products of the styrene- (meth) acrylic copolymer include, for example, Joncryl 67, 678, 680, 682, 683, 690, 52J, 57J, 60J, 63J, 70J, JDX-6180, HPD-196, HPD96J, Examples thereof include PDX-6137A, 6610, JDX-6500, JDX-6369, PDX-6102B, PDX-6124 (all manufactured by BASF) and the like. Among these, Joncryl 67 (mass average molecular weight: 12500, acid value: 213 mgKOH / g), 678 (mass average molecular weight: 8500, acid value: 215 mgKOH / g), 682 (mass average molecular weight: 1700, acid value: 230 mgKOH / g). g), 683 (mass average molecular weight: 4900, acid value: 215 mgKOH / g), 690 (mass average molecular weight: 16500, acid value: 240 mgKOH / g) are preferable, and Joncryl 678 is more preferable.

Examples of the formalin condensate of aromatic sulfonic acid or a salt thereof include cleosort oil sulfonic acid, cresol sulfonic acid, phenol sulfonic acid, β-naphthalene sulfonic acid, β-naphthol sulfonic acid, β-naphthalin sulfonic acid, and benzene sulfonic acid. Examples thereof include formalin condensates such as acid, cresol sulfonic acid, 2-naphthol-6-sulfonic acid, lignin sulfonic acid, and methylnaphthalene sulfonic acid, or salts thereof (sodium salt, potassium salt, lithium salt, etc.). Among these, cleosort oil sulfonic acid, β-naphthalene sulfonic acid, lignin sulfonic acid, methylnaphthalene sulfonic acid formalin condensates or salts thereof are preferable.

The formalin condensate of aromatic sulfonic acid or a salt thereof can also be obtained as a commercial product. For example, examples of the formalin condensate of β-naphthalene sulfonic acid or a salt thereof include Demor N (manufactured by Kao Corporation). Examples of the formalin condensate of creosote oil sulfonic acid or a salt thereof include Demor C (manufactured by Kao Corporation) and Laberin W series (manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.). Examples of the formalin condensate of the special aromatic sulfonic acid or a salt thereof include Demor SN-B (manufactured by Kao Corporation). Examples of the formalin condensate of methylnaphthalene sulfonic acid or a salt thereof include Laberin AN series (manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) and the like. Among these, Demor N, Laberin AN series, and Labelin W series are preferable, Demor N and Labelin W series are more preferable, and Labelin W series is further preferable. Examples of the lignin sulfonic acid include Vanillex N, Vanillex RN, Vanillex G, Pearllex DP (all manufactured by Nippon Paper Industries, Ltd.) and the like. Of these, Vanillex RN, Vanillex N, and Vanillex G are preferred.

Examples of the polyoxyethylene arylphenyl ether include styrylphenol compounds such as polyoxyethylene styrylphenyl ether, polyoxyethylene distyrylphenyl ether, polyoxyethylene tristylylphenyl ether, and polyoxyethylene tetrastyrylphenyl ether; polyoxyethylene. Benzylphenol compounds such as benzylphenyl ether, polyoxyethylene dibenzylphenyl ether, polyoxyethylene tribenzylphenyl ether; cumylphenol compounds such as polyoxyethylene cumylphenyl ether; polyoxyethylene naphthylphenyl ether, polyoxyethylene biphenyl Examples include ether, polyoxyethylene phenoxyphenyl ether; and the like.

The number of repetitions of the polyoxyethylene group in the polyoxyethylene arylphenyl ether is preferably 1 to 30, more preferably 15 to 30. When the number of repetitions is 1 or more, the compatibility with an aqueous solvent or the like tends to be excellent. Further, when the number of repetitions is 30 or less, the viscosity tends not to be too high.

Among the polyoxyethylene arylphenyl ethers, polyoxyethylene styrylphenyl ether is preferable. Commercially available products of polyoxyethylene styrylphenyl ether include, for example, Pionin D-6112, Pionin D-6115, Pionin D-6120, Pionin D-6131, Pionin D-6512, Takesurf D-6413, DTD-51, Pionin D. -6112, Pionin D-6320 (above, manufactured by Takemoto Oil & Fat Co., Ltd.); TS-1500, TS-2000, TS-2600, SM-174N (above, manufactured by Toho Chemical Industry Co., Ltd.); Emargen A-60, Emargen A- 90, Emargen A-500 (all manufactured by Kao Corporation); and the like.

Examples of the polyoxyethylene aryl phenyl ether sulfate include the above-mentioned sulfate of polyoxyethylene aryl phenyl ether.

Among the polyoxyethylene arylphenyl ether sulfates, polyoxyethylene styrylphenyl ether sulfate is preferable. Examples of commercially available products of polyoxyethylene styrylphenyl ether sulfate include SM-57 and SM-210 (all manufactured by Toho Chemical Industry Co., Ltd.).

Examples of commercially available products of polyoxyethylene naphthyl ether include Neugen EN series (manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) and Pionin D-7240 (manufactured by Takemoto Oil & Fat Co., Ltd.).

In addition to the above, the coloring liquid according to the present embodiment may further contain a conventionally known nonionic dispersant. Examples of the nonionic dispersant include alkylene oxide adducts of cholestanol or hydrogenated cholestanol (hereinafter, both are collectively referred to as “cholestanols”), polyoxyethylene alkyl ethers, polyoxyethylene alkyl phenyl ethers, and the like. Examples thereof include polyoxyethylene fatty acid ester, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene alkylamine, glycerin fatty acid ester, oxyethyleneoxypropylene block polymer, and substituted derivatives thereof. As the alkylene oxide adduct of cholestanols, the C2-C4 alkylene oxide adduct of cholestanols is preferable, and the ethylene oxide adduct is more preferable. The amount of alkylene oxide (preferably C2-C4 alkylene oxide, more preferably ethylene oxide) added per mol of cholestanols is preferably about 10 to 50 mol, and the HLB is preferably about 13 to 20 mol.

When the coloring liquid according to the present embodiment contains a dispersant, the content thereof is preferably 1 to 36% by mass, preferably 1 to 30% by mass, based on the total amount of the coloring liquid according to the present embodiment. It is more preferably 1 to 20% by mass, and particularly preferably 1 to 15% by mass.

<Surfactant>
The coloring liquid according to this embodiment preferably further contains a surfactant. Examples of the surfactant include known surfactants such as anion, cation, amphoteric, nonionic, silicone-based, and fluorine-based.

Examples of the anionic surfactant include an alkyl sulfonate, an alkyl carboxylate, an α-olefin sulfonate, a polyoxyethylene alkyl ether acetate, an N-acyl amino acid and a salt thereof, an N-acylmethyl taurine salt, and an alkyl. Sulfonate Polyoxyalkyl Ether Sulfate, Alkyl Sulfate Polyoxyethylene Alkyl Ether Phosphate, Loginic Acid Soap, Himasi Oil Sulfonate, Lauryl Alcohol Sulfonate, Alkylphenol Phosphate, Alkyl Phosphate, Alkyl Examples thereof include aryl sulfonates, diethyl sulfo sulphates, diethyl hexyl sulfo sulphates, dioctyl sulfo sulphates and the like. Examples of commercially available products include High Tenor LA-10, LA-12, LA-16, Neo High Tenor ECL-30S, and ECL-45 manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.

Examples of the cationic surfactant include 2-vinylpyridine derivatives, poly4-vinylpyridine derivatives and the like.

Examples of the amphoteric surfactant include lauryldimethylaminoacetic acid betaine, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, coconut oil fatty acid amide propyldimethylaminoacetic acid betaine, polyoctylpolyaminoethylglycine, and imidazoline. Examples include derivatives.

Examples of the nonionic surfactant include ethers such as polyoxyethylene nonylphenyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene dodecylphenyl ether, polyoxyethylene oleyl ether, polyoxyethylene lauryl ether, and polyoxyethylene alkyl ether. System: Esters such as polyoxyethylene oleic acid ester, polyoxyethylene distearate, sorbitan laurate, sorbitan monostearate, sorbitan monooleate, sorbitan sesquioleate, polyoxyethylene monooleate, polyoxyethylene stearate, etc. System; 2,4,7,9-tetramethyl-5-decine-4,7-diol, 3,6-dimethyl-4-octin-3,6-diol, 3,5-dimethyl-1-hexin-3 -Acetylene glycol (alcohol) type such as oar; Surfinol 104, 105, 82, 465 manufactured by Air Products Japan Co., Ltd., Orfin STG, etc .; Polyglycol ether type (for example, Tergitol 15-S manufactured by SIGMA-ALDRICH) 7 etc.); etc. Among the above, non-ethylene oxide-modified acetylene-based nonionic surfactants such as Surfinol 104 and 105 and ethylene oxide-modified acetylene-based nonionic surfactants such as Surfinol 465 are preferable, and ethylene oxide-modified acetylene-based nonionic compounds such as Surfinol 465 are preferable. It is more preferably a surfactant, and even more preferably Surfinol 465.

Examples of the silicone-based surfactant include polyether-modified siloxane, polyether-modified polydimethylsiloxane, and the like. Examples of commercially available products include BYK-347 (polyether-modified siloxane); BYK-345, BYK-348 (polyether-modified polydimethylsiloxane), all manufactured by Big Chemie.

Examples of the fluorine-based surfactant include a perfluoroalkyl sulfonic acid compound, a perfluoroalkyl carboxylic acid compound, a perfluoroalkyl phosphate ester compound, a perfluoroalkyl ethylene oxide adduct, and a perfluoroalkyl ether group as side chains. Examples thereof include polyoxyalkylene ether polymer compounds having. Examples of commercially available products include Zonyl TBS, FSP, FSA, FSN-100, FSN, FSO-100, FSO, FS-300, Capstone FS-30, FS-31 (all manufactured by DuPont); PF-151N, PF-154N (all manufactured by Omniova Co., Ltd.); and the like.

When the coloring liquid according to the present embodiment contains a surfactant, the content thereof is preferably 0.01 to 10% by mass, preferably 0.03, based on the total amount of the coloring liquid according to the present embodiment. More preferably, it is ~ 5% by mass.

<Water>
The coloring liquid according to this embodiment preferably further contains water. As the water, water having few impurities such as ion-exchanged water and distilled water is preferable.

When the coloring liquid according to the present embodiment contains water, the content thereof is preferably 0.1 to 90% by mass, preferably 10 to 80% by mass, based on the total amount of the coloring liquid according to the present embodiment. Is more preferable.

<Additives>
The coloring liquid according to this embodiment may contain additives other than the above. Additives include, for example, water-soluble organic solvents, preservatives, pH regulators, chelating reagents, rust inhibitors, water-soluble UV absorbers, water-soluble polymer compounds, viscosity regulators, dye solubilizers, antioxidants, etc. Examples include resin emulsions. The coloring liquid according to the present embodiment preferably contains at least one selected from the group consisting of a water-soluble organic solvent, a preservative, and a pH adjuster.

Examples of the water-soluble organic solvent include glycol-based solvents, polyhydric alcohols, pyrrolidones and the like. Examples of the glycol-based solvent include glycerin, polyglycerin (# 310, # 750, # 800), diglycerin, triglycerin, tetraglycerin, pentaglycerin, hexaglycerin, heptaglycerin, octaglycerin, nonaglycerin, decaglycerin, and the like. Examples thereof include undecaglycerin, dodecaglycerin, tridecaglycerin, and tetradecaglycerin. Examples of polyhydric alcohols include C2-C6 polyhydric alcohol having 2 to 3 alcoholic hydroxyl groups; di or tri-C2-C3 alkylene glycol; poly-C2-C3 having 4 or more repeating units and a molecular weight of about 20000 or less. Examples thereof include alkylene glycol, preferably liquid polyalkylene glycol and the like. Specific examples thereof include ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, polyethylene glycol, polypropylene glycol, 1,3-propanediol, 1,2-butanediol, thiodiglycol, and 1,3-butanediol. 1,4-Butanediol, 2,3-Butanediol, 3-Methyl-1,3-Butanediol, 1,2-Pentanediol, 1,5-Pentanediol, 2-Methyl-2,4-Pentanediol, Examples thereof include 3-methyl-1,5-pentanediol, 1,2-hexanediol, 1,6-hexanediol, glycerin, trimethylolpropane, 1,3-pentanediol, and 1,5-pentanediol. Examples of pyrrolidones include 2-pyrrolidone, N-methyl-2-pyrrolidone and the like. In addition, a compound that dissolves in water and acts as a wetting agent is also included in the water-soluble organic solvent for convenience. Examples of such a compound include urea, ethylene urea, saccharides and the like.

Considering the storage stability of the colored dispersion according to the present embodiment, the water-soluble organic solvent is preferably a solvent having a low solubility of the colorant, and in particular, a solvent other than glycerin and glycerin (preferably a polyhydric alcohol other than glycerin). ) And is preferable.

When the coloring liquid according to the present embodiment contains a water-soluble organic solvent, the content thereof is preferably 5 to 50% by mass, preferably 10 to 40% by mass, based on the total amount of the coloring liquid according to the present embodiment. % Is more preferable.

Examples of the preservative include organic sulfur-based, organic nitrogen-sulfur-based, organic halogen-based, haloallyl sulfone-based, iodopropagil-based, N-haloalkylthio-based, nitrile-based, pyridine-based, 8-oxyquinolin-based, and benzothiazole. System, Isothiazolin system, Dithiol system, Pyridine oxide system, Nitropropane system, Organic tin system, Phenol system, Tetraammonium salt system, Triazine system, Thiadine system, Anilide system, Adamantine system, Dithiocarbamate system, Brominated indanone system, Examples thereof include benzyl bromacetate-based compounds and inorganic salt-based compounds. Specific examples of the organic halogen-based compound include sodium pentachlorophenol and the like. Specific examples of the pyridine oxide-based compound include 2-pyridinethiol-1-oxide sodium. Specific examples of the isothiazolinone compound include 1,2-benzisothiazolin-3-one, 2-n-octyl-4-isothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3-one, and the like. 5-Chloro-2-methyl-4-isothiazolin-3-onemagnesium chloride, 5-chloro-2-methyl-4-isothiazolin-3-oncalcium chloride, 2-methyl-4-isothiazolin-3-onecalcium chloride, etc. Can be mentioned. Specific examples of other antiseptic and antifungal agents include anhydrous sodium acetate, sodium sorbate, sodium benzoate, trade names Proxel GXL (S) and Proxel XL-2 (S) manufactured by Ronza.

As the pH adjuster, any substance can be used as long as the pH of the coloring liquid can be controlled in the range of approximately 5 to 11 without adversely affecting the prepared coloring liquid. Specific examples thereof include alkanolamines such as diethanolamine, triethanolamine and N-methyldiethanolamine; alkali metal hydroxides such as lithium hydroxide, sodium hydroxide and potassium hydroxide; ammonium hydroxide (ammonia water). Alkali metal carbonates such as lithium carbonate, sodium carbonate, sodium hydrogencarbonate and potassium carbonate; alkali metal salts of organic acids such as potassium acetate; inorganic bases such as sodium silicate and disodium phosphate; etc. Triethanolamine is preferred.

Examples of the chelating reagent include sodium ethylenediamine tetraacetate, sodium nitrilotriacetate, sodium hydroxyethylethylenediamine triacetate, sodium diethylenetriamine pentaacetate, sodium uracil diacetate and the like.

Examples of the rust preventive include acidic sulfite, sodium thiosulfate, ammonium thioglucolate, diisopropylammonium nitrate, pentaerythritol tetranitrate, dicyclohexylammonium nitrate and the like.

Examples of the water-soluble ultraviolet absorber include sulfonated benzophenone-based compounds, benzotriazol-based compounds, salicylic acid-based compounds, cinnamic acid-based compounds, and triazine-based compounds.

Examples of the water-soluble polymer compound include polyvinyl alcohol, cellulose derivatives, polyamines, polyimines and the like.

Examples of the viscosity modifier include water-soluble polymer compounds in addition to water-soluble organic solvents, and examples thereof include polyvinyl alcohol, cellulose derivatives, polyamines, and polyimines.

Examples of the dye-dissolving agent include urea, ε-caprolactam, ethylene carbonate and the like.

As the antioxidant, various organic and metal complex-based anti-fading agents can be used. Examples of the organic anti-fading agent include hydroquinones, alkoxyphenols, dialkoxyphenols, phenols, anilines, amines, indans, chromans, alkoxyanilines, heterocycles and the like. Examples of the metal complex-based anti-fading agent include nickel complexes and zinc complexes.

Examples of the resin emulsion include acrylic resin, epoxy resin, urethane resin, polyether resin, polyamide resin, unsaturated polyester resin, phenol resin, silicone resin, fluororesin, and polyvinyl resin (vinyl chloride, vinyl acetate, polyvinyl alcohol, etc.). , Alkido resin, polyester resin, amino material (melanin resin, urea resin, urea resin, melanin formaldehyde resin, etc.) and the like. The resin emulsion may contain two or more kinds of resins. Further, two or more kinds of resins may form a core / shell structure. Among the resin emulsions, urethane resin emulsions are preferable.

Urethane resin emulsions can be obtained as commercial products, and most of them are emulsions having a solid content concentration of 30 to 60% by mass. Commercially available urethane resin emulsions include, for example, Permarin UA-150, 200, 310, 368, 3945, U-Coat UX-320 (all manufactured by Sanyo Chemical Industries, Ltd.); Hydran WLS-201, 210, HW-312B Latex. (The above is manufactured by DIC Corporation); Superflex 150, 170, 470 (above, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.); and the like. Among these, examples of the polycarbonate-based urethane resin include Permarin UA-310, 3945; U-coat UX-320; and the like. Examples of the polyether urethane resin include permarin UA-150 and 200; U-coat UX-340; and the like.

The urethane resin in the urethane resin emulsion preferably has an SP value of 8 to 24 (cal / cm ³ ) ^1/2 , more preferably 8 to 17 (cal / cm ³ ) ^1/2 , and 8 It is more preferably ~ 11 (cal / cm ³ ) ^1/2 . The SP value of the urethane resin is calculated by the Fedors method. When the urethane resin has an acidic group and the acidic group is neutralized to prepare an emulsion, the SP value of the urethane resin before neutralization is used.

When the urethane resin in the urethane resin emulsion has an acidic group such as a carboxy group, a sulfo group, and a hydroxy group, the acidic group may be alkaline chloride. For example, a urethane resin having an acidic group is added to water and stirred to prepare an aqueous solution, and an alkaline compound is added thereto to adjust the pH to 6.0 to 12.0 to make the acidic group alkaline chloride. can do. Examples of the alkaline compound include hydroxides of alkali metals such as lithium hydroxide, sodium hydroxide and potassium hydroxide; and water of alkaline earth metals such as beryllium hydroxide, magnesium hydroxide, calcium hydroxide and strontium hydroxide. Oxides; etc.

<Preparation method of coloring liquid, etc.>
As a method for preparing the coloring liquid according to the present embodiment, for example, a sand mill (bead mill), a roll mill, a ball mill, a paint shaker, an ultrasonic disperser, a high-pressure emulsifier, or the like is used to stir and mix each component constituting the coloring liquid. Known methods such as The order in which each component is added is not particularly limited. For example, when using a sand mill, first, each component and beads as a dispersion medium are charged into the sand mill. As the beads, glass beads having a particle diameter of 0.01 to 1 mm, zirconia beads and the like can be used. The amount of beads used is preferably 2 to 6 parts by mass with respect to 1 part by mass of the dispersion target. Next, the sand mill is operated to perform the distributed processing. The dispersion treatment conditions are preferably about 1000 to 2000 rpm for 1 to 20 hours. Then, the colored liquid is obtained by removing the beads by filtration or the like after the dispersion treatment.

When the coloring liquid according to the present embodiment contains two or more kinds of water-insoluble coloring agents, the coloring liquid may be prepared by mixing two or more kinds of water-insoluble coloring agents together with other components. Alternatively, each water-insoluble colorant may be dispersed to prepare an aqueous dispersion, and the obtained two or more aqueous dispersions may be mixed with other components to prepare a coloring liquid.

The prepared coloring liquid may be microfiltered using a membrane filter or the like. In particular, when the coloring liquid is used as an ink for inkjet printing, it is preferable to perform microfiltration for the purpose of preventing nozzle clogging and the like. The pore size of the filter used for microfiltration is usually 0.1 to 1 μm, preferably 0.1 to 0.8 μm.

The viscosity of the coloring liquid according to this embodiment at 25 ° C. is preferably about 3 to 20 mPa · s as measured by an E-type viscometer from the viewpoint of high-speed discharge response. Further, the surface tension of the coloring liquid according to the present embodiment at 25 ° C. is preferably about 20 to 45 mN / m when measured by the plate method. Actually, it is adjusted so as to have an appropriate physical property value in consideration of the ejection amount, the response speed, the ink droplet flight characteristics, etc. of the inkjet printer to be used.

The coloring liquid according to this embodiment can be used in various fields and is suitable for water-based writing ink, water-based printing ink, information recording ink, printing and the like. It is particularly preferable to use the coloring liquid according to the present embodiment as an ink for inkjet printing.

The coloring liquid according to the present embodiment has excellent storage stability without solid precipitation, physical characteristic change, color change, etc. after long-term storage. Further, the coloring liquid according to the present embodiment has good initial filling property to the inkjet head, and also has good continuous printing stability and intermittent ejection property. In addition, the printed matter printed using the coloring liquid according to the present embodiment is excellent in light resistance, color development, and sharpness, so that a good image and a printed matter can be obtained.

≪Ink set≫
The ink set according to the present embodiment contains the ink A containing the water-insoluble colorant A described above, and the following (e) to (g):
(E) Ink A contains a phytosterol compound, and C.I. I. Includes Ink B containing Disperse Yellow 54 and phytosterol compounds;
(F) Ink C containing the water-insoluble colorant B described above;
(G) Ink D containing a water-insoluble colorant G having a maximum absorption wavelength in a wavelength range of 560 nm or more and less than 660 nm (provided that CI Disperse Violet 27 or CI Disperse Violet 28 is contained. Includes);
At least one of the conditions is satisfied.

In the following, ink A will be described first, then conditions (e) to (g) will be described, and then other matters will be described.

<Ink A>
The ink A contains the above-mentioned water-insoluble colorant A. The content of the water-insoluble colorant A is preferably 0.1 to 40% by mass, more preferably 0.5 to 25% by mass, based on the total amount of the ink A.

Ink A may further contain a phytosterol compound, a dispersant, a surfactant, water, and other additives, similarly to the coloring liquid according to the present embodiment described above.

<Condition (e)>
In the above condition (e), the ink A contains the phytosterol compound, and the ink set according to the present embodiment is C.I. I. It contains ink B containing Disperse Yellow 54 and a phytosterol compound. By including the inks A and B in the ink set according to the present embodiment, for example, a high-quality green-colored printed matter having high saturation and excellent leveling property can be obtained.

Since the phytosterol compound contained in the inks A and B is the same as the phytosterol compound which may be contained in the coloring liquid according to the present embodiment described above, detailed description thereof will be omitted.

C. in ink B. I. The content of Disperse Yellow 54 is preferably 0.1 to 40% by mass, more preferably 0.5 to 25% by mass, based on the total amount of ink B.

The inks A and B may further contain a dispersant, a surfactant, water, and other additives, as in the coloring liquid according to the present embodiment described above. In particular, the inks A and B preferably contain a formalin condensate of aromatic sulfonic acid or a salt thereof, and water.

<Condition (f)>
The above condition (f) is that the ink set according to the present embodiment contains the ink C containing the water-insoluble colorant B described above. By including the inks A and C in the ink set according to the present embodiment, for example, a high-quality green-colored printed matter having high saturation and excellent leveling property can be obtained.

The content of the water-insoluble colorant B in the ink C is preferably 0.5 to 25% by mass, more preferably 0.1 to 40% by mass, based on the total amount of the ink C.

The inks A and C may further contain a phytosterol compound, a dispersant, a surfactant, water, and other additives, as in the coloring liquid according to the present embodiment described above.

<Condition (g)>
The above condition (g) is that the ink set according to the present embodiment contains an ink D containing a water-insoluble colorant G having a maximum absorption wavelength in a wavelength range of 560 nm or more and less than 660 nm (however, CI Disperse Violet 27). Or, excluding those containing CI Disperse Violet 28). By including the inks A and D in the ink set according to the present embodiment, for example, a high-quality printed matter having a wide range of expression of cyan to blue hue can be obtained.

The water-insoluble colorant G is not particularly limited, but one having an anthraquinone structure is preferable, and one having a molecular weight in the range of 250 to 340 is more preferable.

Specific examples of the water-insoluble colorant G include, for example, C.I. I. Disperse Blue 19, 26, 27, 54, 55, 56, 64, 72, 73, 81, 77, 128, 148, 149, 153, 158, 165, 165: 1, 165: 2, 183, 197, 224 , 225, 257, 268, 287, 337, 345, 359, 360; C.I. I. Solvent Blue 35, 36, 78, 111, 112; C.I. I. Solvent Violet 13; etc. may be mentioned. Among these, C.I. I. Disperse blue 359, a compound represented by the following formula (G1) is preferable. The compound represented by the following formula (G1) is C.I. I. Disperse Blue 72, C.I. I. Also called Solvent Violet 13 etc.

As the water-insoluble colorant G, b ^* represented by the CIE color space is in the range of −70 to −40 and a ^* is in the range of −20 to 40 when the absorbance at the maximum absorption wavelength is 1. The one inside is preferable.

The content of the water-insoluble colorant G in the ink D is preferably 0.1 to 40% by mass, more preferably 0.5 to 25% by mass, based on the total amount of the ink D.

<Other inks>
The ink set according to the present embodiment may further contain inks other than the above. Examples of other inks include yellow ink, magenta ink, cyan ink, black ink, orange ink, violet ink, green ink, turquoise ink, blue ink and the like. Further, light yellow ink, light magenta ink, light cyan ink, light black ink and the like in which the total concentration of the colorant in the ink is changed can also be mentioned.

Examples of the colorant contained in other inks include water-insoluble colorants such as disperse dyes and oil-soluble dyes.

Specific examples of the disperse dye include, for example, C.I. I. Disperse Yellow 3, 4, 5, 7, 9, 13, 24, 30, 33, 34, 42, 44, 49, 50, 51, 54, 56, 58, 60, 63, 64, 66, 68, 71 , 74, 76, 79, 82, 83, 85, 86, 88, 90, 91, 93, 98, 99, 100, 104, 114, 116, 118, 119, 122, 124, 126, 135, 140, 141. 149, 160, 162, 163, 164, 165, 179, 180, 182, 183, 184, 186, 192, 198, 199, 201, 202, 204, 210, 211, 215, 216, 218, 224, 231 232, 241 etc .; C.I. I. Disperse Orange 1, 3, 5, 7, 11, 13, 17, 20, 21, 25, 26, 29, 30, 31, 32, 33, 37, 38, 42, 43, 44, 45, 47, 48 , 50, 53, 54, 55, 56, 57, 58, 59, 61, 66, 76, 78, 80, 89, 90, 91, 93, 96, 97, 119, 127, 130, 139, 142, etc.; C. I. Disperse red 1, 4, 5, 7, 11, 12, 13, 15, 17, 27, 43, 44, 50, 52, 53, 54, 55, 56, 58, 59, 60, 65, 72, 73, 74, 75, 76, 78, 81, 82, 86, 88, 90, 91, 93, 96, 103, 105, 106, 107, 108, 110, 111, 113, 117, 118, 121, 122, 126, 127, 128, 131, 132, 134, 135, 137, 143, 145, 146, 151, 152, 153, 154, 157, 159, 164, 167, 169, 177, 179, 181, 183, 184, 184: 1,185,188,189,190,191,192,200,201,202,203,205,206,207,210,221,224,225,227,229,239,240,257,258,277, 278, 279, 281, 288, 289, 298, 302, 303, 310, 311, 312, 320, 324, 328, 343, 362, 364, etc .; C.I. I. Disperse Violet 1, 4, 8, 17, 23, 26, 27, 28, 31, 33, 35, 36, 38, 40, 43, 46, 48, 50, 51, 52, 56, 57, 59, 61 , 63, 69, 77, etc .; C.I. I. Disperse green 6: 1, 9 etc .; C.I. I. Disperse brown 1, 2, 4, 9, 13, 19, 26, 27, etc .; C.I. I. Disperse Blue 3, 7, 9, 14, 16, 19, 20, 26, 27, 35, 43, 44, 54, 55, 56, 58, 60, 62, 64, 71, 72, 73, 75, 79 , 81, 82, 83, 87, 91, 93, 94, 95, 96, 102, 106, 108, 112, 113, 115, 118, 120, 122, 125, 128, 130, 139, 141, 142, 143. 146, 148, 149, 153, 154, 158, 165, 167, 171, 173, 174, 176, 181, 183, 185, 186, 187, 189, 197, 198, 200, 201, 205, 207, 211. , 214, 224, 225, 257, 259, 267, 268, 270, 284, 285, 287, 288, 291, 293, 295, 297, 301, 315, 330, 332, 333, 334, 343, 359, 360. Etc.; C.I. I. Disperse Black 1, 3, 10, 24, etc .; etc.

Specific examples of oil-soluble dyes include, for example, C.I. I. Solvent Yellow 2, 6, 14, 16, 21, 25, 29, 30, 33, 51, 56, 77, 80, 82, 88, 89, 93, 116, 150, 160: 1, 163, 179, etc .; C .. I. Solvent orange 1, 2, 14, 45, 60, etc .; C.I. I. Solvent Red 1, 3, 7, 8, 9, 18, 19, 23, 24, 25, 27, 49, 100, 109, 121, 122, 125, 127, 130, 132, 135, 218, 225, 230, etc. C. I. Solvent Violet 13, 31, etc .; C.I. I. Solvent green 3rd grade; C.I. I. Solvent brown 3, 5 mag; C.I. I. Solvent Blue 2, 11, 14, 24, 25, 35, 36, 38, 48, 55, 59, 63, 67, 68, 70, 73, 83, 105, 111, 132, etc .; I. Solvent black 3, 5, 7, 23, 27, 28, 29, 34, etc .; and the like.

≪Recording media≫
The recording medium according to the present embodiment is the one to which the coloring liquid according to the above-mentioned embodiment or the inks contained in the ink set according to the above-mentioned embodiment are attached. The recording medium is not particularly limited as long as it can be recorded with a coloring liquid or ink, and examples thereof include fibers and paper (plain paper, inkjet paper, etc.). In particular, the recording medium according to the present embodiment is preferably hydrophobic fibers.

Examples of the hydrophobic fiber include polyester fiber, nylon fiber, triacetate fiber, diacetate fiber, polyamide fiber, and blended fiber using two or more of these fibers. Further, a blended fiber of these hydrophobic fibers and a regenerated fiber such as rayon or a natural fiber such as cotton, silk and wool is also included in the hydrophobic fiber in the present specification. Some of these fibers are known to have an ink receiving layer (bleeding prevention layer), and such fibers are also included in the hydrophobic fibers. The method for forming the ink receiving layer is a known technique, and fibers having an ink receiving layer are also available as commercial products. The material, structure, and the like of the ink receiving layer are not particularly limited, and can be appropriately used depending on the purpose and the like.

≪Stencil printing method for hydrophobic fibers≫
The method for printing hydrophobic fibers according to the present embodiment is a method for printing hydrophobic fibers using the above-mentioned coloring liquid according to the present embodiment or each ink contained in the above-mentioned ink set according to the present embodiment. .. The printing method of hydrophobic fibers is roughly classified into a direct printing method and a sublimation transfer method.

In the direct printing method, a droplet of a coloring liquid or ink is attached to a hydrophobic fiber by an inkjet printer to obtain a recorded image of characters, patterns, etc., and the ink droplet is attached to the hydrophobic fiber in the printing step. It includes a fixing step of fixing the dye in the coloring liquid or the ink to the hydrophobic fiber by heat, and a cleaning step of cleaning the unfixed dye remaining in the hydrophobic fiber.

The fixing step is generally performed by known steaming or baking. The steaming includes, for example, treating the hydrophobic fibers with a high-temperature steamer at 170 to 180 ° C. for about 10 minutes, or using a high-pressure steamer at 120 to 130 ° C. for about 20 minutes, respectively, to change the dye into hydrophobic fibers. There is a method of dyeing (also called moist heat fixation). As baking (thermosol), for example, a method of dyeing a dye on hydrophobic fibers (also called dry heat sterilization) by treating the hydrophobic fibers at 190 to 210 ° C. for about 6 to 120 seconds is used. Can be mentioned.

The washing step is a step of washing the obtained fibers with warm water and, if necessary, water. The warm water or water used for washing may contain a surfactant. It is also preferable to dry the washed hydrophobic fibers at 50 to 120 ° C. for 5 to 30 minutes.

On the other hand, in the sublimation transfer method, a printing step of obtaining a recorded image of characters, patterns, etc. by adhering droplets of a coloring liquid or ink to an intermediate recording medium by an inkjet printer, and a coloring liquid or ink in the intermediate recording medium. It includes a transfer step of transferring a recorded image to the hydrophobic fiber by bringing the hydrophobic fiber into contact with the adhesion surface and heat-treating it.

The intermediate recording medium is preferably one in which the adhered coloring liquid or the dye in the ink does not aggregate on the surface thereof and does not interfere with the sublimation of the dye when the recorded image is transferred to the hydrophobic fiber. An example of such an intermediate recording medium is a paper having an ink receiving layer formed on the surface of inorganic fine particles such as silica, and a special paper for inkjet can be used.

Examples of the heat treatment in the transfer step include dry heat treatment at about 190 to 200 ° C.

The method for printing hydrophobic fibers according to the present embodiment may further include a pretreatment step for hydrophobic fibers for the purpose of preventing bleeding and the like. Examples of this pretreatment step include a step of applying an aqueous solution (pretreatment liquid) containing a glue material, an alkaline substance, an antioxidant, and a hydrotropy agent to the hydrophobic fiber before adhering the coloring liquid or ink. Be done.

Examples of the adhesive include natural gums such as guar and locust beans; starches; seaweeds such as sodium alginate and furinate; plant skins such as pectic acid; methyl fiber, ethyl fiber, hydroxyethyl cellulose and carboxymethyl cellulose. And the like; processed starch such as carboxymethyl starch; synthetic glue such as polyvinyl alcohol and polyacrylic acid ester; and the like, and sodium alginate is preferable.

Examples of the alkaline substance include alkali metal salts of inorganic acids or organic acids; salts of alkaline earth metals; compounds that liberate alkali when heated; and the like, and alkali metal hydroxides and alkali metal salts are preferable. .. Specific examples include, for example, alkali metal hydroxides such as sodium hydroxide and calcium hydroxide; inorganic substances such as sodium carbonate, sodium hydrogencarbonate, potassium carbonate, sodium dihydrogen phosphate, disodium hydrogenphosphate, and sodium phosphate. Examples thereof include alkali metal salts of compounds; alkali metal salts of organic compounds such as sodium formate and sodium trichloroacetate; and sodium hydrogencarbonate is preferable.

As the anti-reduction agent, sodium metanitrobenzene sulfonate is preferable.
Examples of the hydrotropy agent include ureas such as urea and dimethylurea, and urea is preferable.

The mixing ratio of each component in the pretreatment liquid is, for example, 0.5 to 5% by mass of glutinous agent, 0.5 to 5% by mass of sodium hydrogen carbonate, 0 to 5% by mass of sodium metanitrobenzene sulfonate, and urea. Is 1 to 20% by mass, and the balance is water.

As a method of adhering the pretreatment liquid to the hydrophobic fiber, for example, a padding method can be mentioned. The padding ratio is preferably about 40 to 90%, more preferably about 60 to 80%.

Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited to Examples. Unless otherwise specified in the examples, "parts" means parts by mass and "%" means parts by mass. The inks in each embodiment are included in the coloring liquid.

Table 1 shows the results of measuring the solutions of the water-insoluble colorants used in Examples and Comparative Examples, which were dissolved or dispersed in DMF and adjusted in concentration so that the absorbance at the maximum absorption wavelength in ultraviolet-visible spectroscopic absorption was 1.

The compounds represented by the formulas (A1-1) to (A1-3), (B1-1), (F1), and (G1) are JP-A-2018-178038 and JP-A No. 40-4222. , Ayyangar N. et al. R. Et al. (Ayyangar N.R. et al., Days and Pigments, 991, 16 (3), 197-204), Synthesized based on the description of Chinese Patent Application Publication No. 105237417.

<Preparation of Joncryl 678 emulsion>
Joncryl 678 (manufactured by BASF) (20 parts) was added to a mixture of 25% sodium hydroxide (6 parts), ion-exchanged water (54 parts), and propylene glycol (20 parts), and the temperature was raised to 90 to 120 ° C. Then, the mixture was stirred for 5 hours to obtain an emulsion solution of Joncryl 678.

<Preparation Example 1a: Preparation of Aqueous Dispersion Liquid 1a>
C. I. Disperse Blue 60 (4.4 parts), compound represented by the formula (B1-1) (5.6 parts), Laberin W-40 (Aqueous solution of sodium sulphonic acid formalinated polycondensate in creosote, Daiichi Kogyo Seiyaku Co., Ltd.) (15 parts), NIKKOL BPS-30 (0.8 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol. 0.2 mm diameter glass beads were added to the mixture consisting of (0.2 parts), Proxel GXL (S) (manufactured by Ronza) (0.1 parts), and ion-exchanged water (73.9 parts). The dispersion treatment was carried out for about 15 hours under cooling with a sand mill. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 1a.

<Preparation Example 2a: Preparation of Aqueous Dispersion Liquid 2a>
Same as Preparation Example 1a except that the colorant is changed to the compound represented by the formula (A1-1) (5.3 parts) and the compound represented by the formula (B1-1) (4.7 parts). To obtain an aqueous dispersion 2a.

<Preparation Example 3a: Preparation of Aqueous Dispersion Liquid 3a>
The compound represented by the formula (A1-1) (5.3 parts), the compound represented by the formula (B1-1) (4.7 parts), SM-57 (polyoxyethylene styrylphenyl ether sulfate-based dispersant). , Toho Chemical Industry Co., Ltd.) (10 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol) (0.2) Part), Propylene GXL (S) (manufactured by Ronza) (0.1 part), and ion-exchanged water (79.7 part), 0.2 mm diameter glass beads were added, and cooled with a sand mill, about The dispersion treatment was performed for 15 hours. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion 3a.

<Preparation Example 4a: Preparation of Aqueous Dispersion Liquid 4a>
Same as Preparation Example 1a except that the colorant is changed to the compound represented by the formula (A1-2) (5.6 parts) and the compound represented by the formula (B1-1) (4.4 parts). To obtain an aqueous dispersion 4a.

<Preparation Example 5a: Preparation of Aqueous Dispersion Liquid 5a>
Same as Preparation Example 3a except that the colorant is changed to the compound represented by the formula (A1-2) (5.6 parts) and the compound represented by the formula (B1-1) (4.4 parts). To obtain an aqueous dispersion 5a.

<Preparation Example 6a: Preparation of Aqueous Dispersion Liquid 6a>
The compound represented by the formula (A1-2) (5.6 parts), the compound represented by the formula (B1-1) (4.4 parts), the emulsion solution of Joncryl 678 (30 parts), and the surfactant 104PG50. (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted to a concentration of 50% with propylene glycol) (0.2 part), Proxel GXL (S) (manufactured by Ronza Co., Ltd.) (0. 0.2 mm diameter glass beads were added to a mixture consisting of 1 part) and ion-exchanged water (59.7 parts), and the mixture was dispersed under cooling with a sand mill for about 15 hours. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 6a.

<Preparation Example 7a: Preparation of Aqueous Dispersion Liquid 7a>
Same as Preparation Example 1a except that the colorant is changed to the compound represented by the formula (A1-3) (5.4 parts) and the compound represented by the formula (B1-1) (4.6 parts). To obtain an aqueous dispersion 7a.

<Preparation Example 8a: Preparation of Aqueous Dispersion Liquid 8a>
Coloring agent C.I. I. An aqueous dispersion 8a was obtained in the same manner as in Preparation Example 1a except that the mixture was changed to Disperse Blue 359 (6.0 parts) and the compound represented by the formula (B1-1) (4.0 parts). ..

<Preparation Example 9a: Preparation of Aqueous Dispersion Liquid 9a>
Coloring agent C.I. I. An aqueous dispersion 9a was obtained in the same manner as in Preparation Example 3a except that the mixture was changed to Disperse Blue 359 (6.0 parts) and the compound represented by the formula (B1-1) (4.0 parts). ..

<Preparation Example 10a: Preparation of Aqueous Dispersion Liquid 10a>
Coloring agent C.I. I. An aqueous dispersion 10a was obtained in the same manner as in Preparation Example 6a except that the mixture was changed to Disperse Blue 359 (6.0 parts) and the compound represented by the formula (B1-1) (4.0 parts). ..

<Preparation Example 11a: Preparation of Aqueous Dispersion Liquid 11a>
Coloring agent C.I. I. An aqueous dispersion 11a was obtained in the same manner as in Preparation Example 1a except that the mixture was changed to Disperse Blue 72 (4.7 parts) and the compound represented by the formula (B1-1) (5.3 parts). ..

<Examples 1a to 7a and Comparative Examples 1a to 4a: Preparation of ink>
The aqueous dispersions 1a to 11a obtained above were mixed with each component shown in Tables 2 and 3 below, and after stirring for 30 minutes, the glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore diameter: 0. Each ink of Examples 1a to 7a and Comparative Examples 1a to 4a was prepared by filtering with 5 μm). In the table, the numerical value of each component indicates the number of copies added.

The abbreviations, etc. in Tables 2 and 3 indicate the following, respectively.
Surfinol 465: Air Products Japan Co., Ltd., nonionic surfactant TEA80: 80% aqueous solution of triethanolamine

<Evaluation>
Each of the prepared inks is filled in an inkjet printer (manufactured by EPSON Co., Ltd., trade name PX-504A), and a 100% Duty monochromatic solid image is printed using TRANSJET EcoII 8385 (95 g / m ² ) as an intermediate recording medium. Each of the intermediate recording media was obtained. After superimposing the ink-adhered surface of each of the obtained intermediate recording media and the polyester cloth (Teijin Tropical), a desktop automatic flat press machine (AF-65TEN manufactured by Asahi Textile Machinery Co., Ltd.) was used at 200 ° C. for 30 seconds. By heat treatment under the above conditions, the dyed products dyed by the sublimation transfer method were obtained. The following evaluations were performed on each of the obtained dyed products. The evaluation results are shown in Table 4.

[Evaluation of hue]
The dyed portion of 100% Duty of each of the obtained dyed products was color-measured using a spectrophotometer "Ci62 (manufactured by X-Rite)". Color measurement was performed under the conditions of D65 light source, viewing angle 2 °, and status T. Then, the saturation (value of C ^* ) in a range of a constant hue angle (145 ° to 150 °) was measured, and the hue was evaluated according to the following evaluation criteria. The higher the C ^* , the more highly saturated green can be expressed.
-Evaluation criteria-
A: C ^* is 75 or more B: C ^* is 71 or more and less than 75 C: C ^* is 67 or more and less than 71 D: C ^* is less than 67

As is clear from the evaluation results in Table 4, the inks of Examples 1a to 7a were able to express green with higher saturation than the inks of Comparative Examples 1a to 4a.

<Preparation Example 1b: Preparation of aqueous dispersion 1b>
C. I. Disperse Blue 60 (3.3 parts), Kayaset Yellow AG (manufactured by Nippon Kayaku Co., Ltd., CI Disperse Yellow 54) (6.7 parts), Labelin W-40 (Cleosort Oil Soda Sulfate) Formalin polycondensate aqueous solution, manufactured by Daiichi Kogyo Seiyaku Co., Ltd. (15 parts), NIKKOL BPS-30 (0.8 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) ) (Diluted to a concentration of 50% with propylene glycol) (0.2 parts), Proxel GXL (S) (manufactured by Ronza) (0.1 parts), and ion-exchanged water (73.9 parts). 0.2 mm diameter glass beads were added to the mixture, and the mixture was subjected to dispersion treatment for about 15 hours under cooling with a sand mill. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 12.

<Preparation Example 2b: Preparation of Aqueous Dispersion Liquid 2b>
Colorants were added to the compound represented by the formula (A1-1) (4.2 parts) and Kayaset Yellow AG (manufactured by Nippon Kayaku Co., Ltd., CI Disperse Yellow 54) (5.8 parts). An aqueous dispersion 1b was obtained in the same manner as in Preparation Example 1b except that it was changed.

<Preparation Example 3b: Preparation of Aqueous Dispersion Liquid 3b>
Compound represented by the formula (A1-1) (4.2 parts), Kayaset Yellow AG (manufactured by Nippon Kayaku Co., Ltd., CI Disperse Yellow 54) (5.8 parts), SM-57 ( Polyoxyethylene styrylphenyl ether sulfate-based dispersant manufactured by Toho Chemical Industry Co., Ltd. (10 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.)) 50% with propylene glycol 0.2 mm diameter glass beads in a mixture consisting of (0.2 parts) (diluted to a concentration) (0.2 parts), Proxel GXL (S) (manufactured by Ronza) (0.1 parts), and ion-exchanged water (79.7 parts). Was added, and the dispersion treatment was carried out for about 15 hours under cooling with a sand mill. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 3b.

<Preparation Example 4b: Preparation of Aqueous Dispersion Liquid 4b>
Colorants were added to the compound represented by the formula (A1-2) (4.2 parts) and Kayaset Yellow AG (manufactured by Nippon Kayaku Co., Ltd., CI Disperse Yellow 54) (5.8 parts). An aqueous dispersion 4b was obtained in the same manner as in Preparation Example 1b except that it was changed.

<Preparation Example 5b: Preparation of Aqueous Dispersion Liquid 5b>
Colorants were added to the compound represented by the formula (A1-2) (4.2 parts) and Kayaset Yellow AG (manufactured by Nippon Kayaku Co., Ltd., CI Disperse Yellow 54) (5.8 parts). An aqueous dispersion 5b was obtained in the same manner as in Preparation Example 3b except for the modification.

<Preparation Example 6b: Preparation of Aqueous Dispersion Liquid 6b>
The compound represented by the formula (A1-2) (4.2 parts), Kayaset Yellow AG (manufactured by Nippon Kayaku Co., Ltd., CI Disperse Yellow 54) (5.8 parts), Joncryl 678 above. Emulsion solution (30 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol) (0.2 parts), Proxel GXL ( S) 0.2 mm diameter glass beads were added to a mixture consisting of (0.1 part) (manufactured by Ronza) and ion-exchanged water (59.7 parts), and the mixture was dispersed for about 15 hours under cooling with a sand mill. rice field. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 6b.

<Preparation Example 7b: Preparation of Aqueous Dispersion Liquid 7b>
Colorants were added to the compound represented by the formula (A1-3) (4.6 parts) and Kayaset Yellow AG (manufactured by Nippon Kayaku Co., Ltd., CI Disperse Yellow 54) (5.4 parts). An aqueous dispersion 7b was obtained in the same manner as in Preparation Example 1b except that it was changed.

<Preparation Example 8b: Preparation of Aqueous Dispersion Liquid 8b>
Coloring agent C.I. I. Same as Preparation Example 1b except that it is changed to Disperse Blue 359 (5.0 copies) and Kayaset Yellow AG (C.I. Disperse Yellow 54) (5.0 copies) manufactured by Nippon Kayaku Co., Ltd. To obtain an aqueous dispersion 8b.

<Preparation Example 9b: Preparation of Aqueous Dispersion Liquid 9b>
Coloring agent C.I. I. Same as Preparation Example 3b except that it is changed to Disperse Blue 359 (5.0 copies) and Kayaset Yellow AG (C.I. Disperse Yellow 54) (5.0 copies) manufactured by Nippon Kayaku Co., Ltd. To obtain an aqueous dispersion 9b.

<Preparation Example 10b: Preparation of Aqueous Dispersion Liquid 10b>
Coloring agent C.I. I. Same as Preparation Example 6b except that it is changed to Disperse Blue 359 (5.0 copies) and Kayaset Yellow AG (C.I. Disperse Yellow 54) (5.0 copies) manufactured by Nippon Kayaku Co., Ltd. To obtain an aqueous dispersion 10b.

<Preparation Example 11b: Preparation of Aqueous Dispersion Liquid 11b>
Coloring agent C.I. I. Same as Preparation Example 1b except that it is changed to Disperse Blue 72 (5.3 parts) and Kayaset Yellow AG (CI Disperse Yellow 54) (4.7 parts) manufactured by Nippon Kayaku Co., Ltd. To obtain an aqueous dispersion 11b.

<Examples 1b to 7b and Comparative Examples 1b to 4b: Preparation of ink>
The aqueous dispersions 1b to 11b obtained above were mixed with each component shown in Tables 5 and 6 below, and after stirring for 30 minutes, the glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore diameter: 0. Each ink of Examples 1b to 7b and Comparative Examples 1b to 4b was prepared by filtering with 5 μm). In the table, the numerical value of each component indicates the number of copies added.

The abbreviations, etc. in Tables 5 and 6 below indicate the following, respectively.
Surfinol 465: Air Products Japan Co., Ltd., nonionic surfactant TEA80: 80% aqueous solution of triethanolamine

<Evaluation>
Each of the prepared inks is filled in an inkjet printer (manufactured by EPSON Co., Ltd., trade name PX-504A), and a 100% Duty monochromatic solid image is printed using TRANSJET EcoII 8385 (95 g / m ² ) as an intermediate recording medium. Each of the intermediate recording media was obtained. After superimposing the ink-adhered surface of each of the obtained intermediate recording media and the polyester cloth (Teijin Tropical), a desktop automatic flat press machine (AF-65TEN manufactured by Asahi Textile Machinery Co., Ltd.) was used at 200 ° C. for 30 seconds. By heat treatment under the above conditions, the dyed products dyed by the sublimation transfer method were obtained. The following evaluations were performed on each of the obtained dyed products. The evaluation results are shown in Table 7.

[Evaluation of hue]
The dyed portion of 100% Duty of each of the obtained dyed products was color-measured using a spectrophotometer "Ci62 (manufactured by X-Rite)". Color measurement was performed under the conditions of D65 light source, viewing angle 2 °, and status T. Then, the saturation (value of C ^* ) in a range of a constant hue angle (150 ° to 155 °) was measured, and the hue was evaluated according to the following evaluation criteria. The higher the C ^* , the more highly saturated green can be expressed.
-Evaluation criteria-
A: C ^* is 72 or more B: C ^* is 65 or more and less than 72 C: C ^* is 58 or more and less than 65 D: C ^* is less than 58

As is clear from the evaluation results in Table 7, the inks of Examples 1b to 7b were able to express green with higher saturation than the inks of Comparative Examples 1b to 4b.

<Preparation Example 1c: Preparation of Aqueous Dispersion Liquid 1c>
Kayaset Yellow AG (manufactured by Nippon Kayaku Co., Ltd., CI Disperse Yellow 54) (10 parts), Laberin W-40 (Aqueous solution of sodium sulphonate polycondensate in creoseto oil, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) (15 parts), NIKKOL BPS-30 (0.8 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol) Add 0.2 mm diameter glass beads to a mixture consisting of (0.2 part), Proxel GXL (S) (manufactured by Ronza) (0.1 part), and ion-exchanged water (73.9 parts), and use a sand mill. The dispersion treatment was carried out for about 15 hours under cooling. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 1c.

<Preparation Example 2c: Preparation of Aqueous Dispersion Liquid 2c>
Coloring agent C.I. I. An aqueous dispersion 2c was obtained in the same manner as in Preparation Example 1c except that it was changed to Disperse Brown 27.

<Preparation Example 3c: Preparation of Aqueous Dispersion Liquid 3c>
An aqueous dispersion 3c was obtained in the same manner as in Preparation Example 1c except that the colorant was changed to the compound represented by the formula (A1-1).

<Preparation Example 4c: Preparation of Aqueous Dispersion Liquid 4c>
Coloring agent C.I. I. An aqueous dispersion 4c was obtained in the same manner as in Preparation Example 1c except that the mixture was changed to Disperse Blue 60.

<Preparation Example 5c: Preparation of Aqueous Dispersion Liquid 5c>
An aqueous dispersion 5c was obtained in the same manner as in Preparation Example 1c except that the colorant was changed to the compound represented by the formula (A1-2).

<Preparation Example 6c: Preparation of Aqueous Dispersion Liquid 6c>
Coloring agent C.I. I. An aqueous dispersion 6c was obtained in the same manner as in Preparation Example 1c except that the mixture was changed to Disperse Blue 359.

<Preparation Example 7c: Preparation of Aqueous Dispersion Liquid 7c>
Coloring agent C.I. I. An aqueous dispersion 7c was obtained in the same manner as in Preparation Example 1c except that the mixture was changed to Disperse Blue 360.

<Preparation Example 8c: Preparation of Aqueous Dispersion Liquid 8c>
Kayaset Yellow AG (manufactured by Nippon Kayaku Co., Ltd., CI Disperse Yellow 54) (10 parts), Joncryl 678 emulsion (30 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant)) , Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol) (0.2 parts), Proxel GXL (S) (manufactured by Ronza Co., Ltd.) (0.1 parts), and ion-exchanged water (59 parts). 0.2 mm diameter glass beads were added to the mixture consisting of (7 parts), and the mixture was subjected to dispersion treatment for about 15 hours under cooling with a sand mill. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 8c.

<Preparation Example 9c: Preparation of Aqueous Dispersion Liquid 9c>
Coloring agent C.I. I. An aqueous dispersion 9c was obtained in the same manner as in Preparation Example 8c except that it was changed to Disperse Brown 27.

<Preparation Example 10c: Preparation of Aqueous Dispersion Liquid 10c>
An aqueous dispersion 10c was obtained in the same manner as in Preparation Example 8c except that the colorant was changed to the compound represented by the formula (A1-1).

<Preparation Example 11c: Preparation of Aqueous Dispersion Liquid 11c>
Coloring agent C.I. I. An aqueous dispersion 11c was obtained in the same manner as in Preparation Example 8c except that the mixture was changed to Disperse Blue 360.

<Preparation Example 12c: Preparation of Aqueous Dispersion Liquid 12c>
Kayaset Yellow AG (manufactured by Nippon Kayaku Co., Ltd., CI Disperse Yellow 54) (10 parts), SM-57 (manufactured by Toho Chemical Industry Co., Ltd., polyoxyethylene styrylphenyl ether sulfate-based dispersant) (10) Part), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol) (0.2 part), Proxel GXL (S) (Lonza) 0.2 mm diameter glass beads were added to a mixture consisting of (0.1 part) and ion-exchanged water (79.7 parts), and the dispersion treatment was carried out for about 15 hours under cooling with a sand mill. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 12c.

<Preparation Example 13c: Preparation of Aqueous Dispersion Liquid 13c>
Coloring agent C.I. I. An aqueous dispersion 13c was obtained in the same manner as in Preparation Example 12c except that it was changed to Disperse Brown 27.

<Preparation Example 14c: Preparation of Aqueous Dispersion Solution 14c>
An aqueous dispersion 14c was obtained in the same manner as in Preparation Example 12c except that the colorant was changed to the compound represented by the formula (A1-1).

<Preparation Example 15c: Preparation of Aqueous Dispersion Liquid 15c>
Coloring agent C.I. I. An aqueous dispersion 15c was obtained in the same manner as in Preparation Example 12c except that the mixture was changed to Disperse Blue 360.

<Examples 1c to 14c and Comparative Example 1c: Ink preparation>
After mixing the aqueous dispersions 1c to 15c obtained above with each component shown in Tables 8 and 9 below and stirring for 30 minutes, the glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore diameter: 0. Each ink of Examples 1c to 14c and Comparative Example 1c was prepared by filtering with 5 μm). In the table, the numerical value of each component indicates the number of copies added.

The abbreviations and the like in Tables 8 and 9 indicate the following, respectively.
Surfinol 465: Air Products Japan Co., Ltd., nonionic surfactant TEA80: 80% aqueous solution of triethanolamine

In Table 8, the mass-based content of the water-insoluble colorant A is (A), and the mass-based contents of the water-insoluble colorant C and the water-insoluble colorant E are (C + E). The values calculated by (A) / (C + E) are also shown.

<Evaluation>
Each of the prepared inks is filled in an inkjet printer (manufactured by EPSON Co., Ltd., trade name PX-504A), and using TRANSJET EcoII 8385 (95 g / m ² ) as an intermediate recording medium, 100% Duty and 40% Duty single colors. Intermediate recording media on which solid images were printed were obtained. After superimposing the ink-adhered surface of each of the obtained intermediate recording media and the polyester cloth (Teijin Tropical), a desktop automatic flat press machine (AF-65TEN manufactured by Asahi Textile Machinery Co., Ltd.) was used at 200 ° C. for 30 seconds. By heat treatment under the above conditions, the dyed products dyed by the sublimation transfer method were obtained. The following evaluations were performed on each of the obtained dyed products (for the inks of Examples 10c to 14c, only the evaluation of color development was performed). The evaluation results are shown in Tables 10 and 11.

[Evaluation of color development]
The dyed portion of 100% Duty of each of the obtained dyed products was color-measured using a spectrophotometer "Ci62 (manufactured by X-Rite)". Color measurement was performed under the conditions of D65 light source, viewing angle 2 °, and status T. The reflectance R of each dyed product at a wavelength of 400 to 700 nm was measured, and the K / S value was calculated by the formula of Kubelka-Munk: K / S = (1-R) ² / 2R. Then, the sigma K / S value, which is the total of the K / S values at each wavelength, was calculated, and the color development property was evaluated according to the following evaluation criteria. The larger the sigma K / S value, the higher the color density and the higher the quality.
-Evaluation criteria-
S: Sigma K / S value is 360 or more A: Sigma K / S value is 350 or more and less than 360 B: Sigma K / S value is 340 or more and less than 350 C: Sigma K / S value is 330 or more and less than 340 D: Sigma K / S value is less than 330

[Evaluation of color rendering]
The dyed portion of 40% Duty of each of the obtained dyed products was color-measured using a spectrophotometer "Ci62 (manufactured by X-Rite)". Color measurement was performed under the conditions of a viewing angle of 2 ° and status T, and the values of L ^* , a ^* , and b ^* of the D65 light source and the A light source were obtained. From the values of L ^* , a ^* , and b ^* of each of the obtained light sources, the color difference ΔE _D65-A in the D65 light source and the A light source was obtained from the following formula (I). In the equation, L ^* _D65 is the L ^* value in the D65 light source, L ^* _A is the L ^* value in the A light source, a ^* _D65 is the a ^* value in the D65 light source, and a ^* _A is the a ^* value in the A light source, b ^* _D65 . Indicates the b ^* value in the D65 light source, and b ^* _A indicates the b ^* value in the A light source.
ΔE _D65-A = [(L ^* _D65 -L ^* _A ) ² + (a ^* _D65 -a ^* _A ) ² + (b ^* _D65 -b ^* _A ) ² ] ^0.5 ... (I)

Then, the color rendering property was evaluated from the value of _ΔED65-A according to the following evaluation criteria. When the value of _ΔED65-A is smaller, it means that the hue change due to the influence of the color rendering property is suppressed and the quality is high.
-Evaluation criteria-
A: Color difference ΔE _D65-A value is less than 1.5 B: Color difference ΔE _D65-A value is 1.5 or more and less than 1.8 C: Color difference ΔE _D65-A value is 1.8 or more 2 Less than 1. D: Color difference ΔE The value of _D65-A is 2.1 or more.

As is clear from the results in Tables 10 and 11, the inks of Examples 1c to 14c were superior in color development to the inks of Comparative Example 1c. Further, the inks of Examples 1c to 9c were also excellent in the performance of suppressing the hue change due to the influence of the color rendering property as compared with the inks of Comparative Example 1c.

<Preparation Example 1d: Preparation of aqueous dispersion 1d>
Kayaset Yellow AG (manufactured by Nippon Kayaku Co., Ltd., CI Disperse Yellow 54) (10 parts), Laberin W-40 (Aqueous solution of sodium sulphonate polycondensate in creoseto oil, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) (15 parts), NIKKOL BPS-30 (0.8 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol) Add 0.2 mm diameter glass beads to a mixture consisting of (0.2 part), Proxel GXL (S) (manufactured by Ronza) (0.1 part), and ion-exchanged water (73.9 parts), and use a sand mill. The dispersion treatment was carried out for about 15 hours under cooling. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 1d.

<Preparation Example 2d: Preparation of aqueous dispersion 2d>
Coloring agent C.I. I. An aqueous dispersion 2d was obtained in the same manner as in Preparation Example 1d except that the mixture was changed to Disperse Brown 27.

<Preparation Example 3d: Preparation of Aqueous Dispersion Liquid 3d>
An aqueous dispersion 3d was obtained in the same manner as in Preparation Example 1d except that the colorant was changed to the compound represented by the formula (A1-1).

<Preparation Example 4d: Preparation of aqueous dispersion 4d>
Coloring agent C.I. I. An aqueous dispersion 4d was obtained in the same manner as in Preparation Example 1d except that the mixture was changed to Disperse Blue 60.

<Preparation Example 5d: Preparation of Aqueous Dispersion Liquid 5d>
An aqueous dispersion 5d was obtained in the same manner as in Preparation Example 1d except that the colorant was changed to the compound represented by the formula (A1-2).

<Preparation Example 6d: Preparation of aqueous dispersion 6d>
Coloring agent C.I. I. An aqueous dispersion 6d was obtained in the same manner as in Preparation Example 1d except that the mixture was changed to Disperse Blue 359.

<Preparation Example 7d: Preparation of aqueous dispersion 7d>
Coloring agent C.I. I. An aqueous dispersion 7d was obtained in the same manner as in Preparation Example 1d except that the mixture was changed to Disperse Blue 360.

<Preparation Example 8d: Preparation of aqueous dispersion 8d>
Kayaset Yellow AG (manufactured by Nippon Kayaku Co., Ltd., CI Disperse Yellow 54) (10 parts), Joncryl 678 emulsion (30 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant)) , Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol) (0.2 parts), Proxel GXL (S) (manufactured by Ronza Co., Ltd.) (0.1 parts), and ion-exchanged water (59 parts). 0.2 mm diameter glass beads were added to the mixture consisting of (7 parts), and the mixture was subjected to dispersion treatment for about 15 hours under cooling with a sand mill. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 8d.

<Preparation Example 9d: Preparation of aqueous dispersion 9d>
Coloring agent C.I. I. An aqueous dispersion 9d was obtained in the same manner as in Preparation Example 8d except that it was changed to Disperse Brown 27.

<Preparation Example 10d: Preparation of Aqueous Dispersion Liquid 10d>
An aqueous dispersion 10d was obtained in the same manner as in Preparation Example 8d except that the colorant was changed to the compound represented by the formula (A1-1).

<Preparation Example 11d: Preparation of Aqueous Dispersion Liquid 11d>
Coloring agent C.I. I. An aqueous dispersion 11d was obtained in the same manner as in Preparation Example 8d except that the mixture was changed to Disperse Blue 359.

<Preparation Example 12d: Preparation of Aqueous Dispersion Liquid 12d>
Coloring agent C.I. I. An aqueous dispersion 12d was obtained in the same manner as in Preparation Example 8d except that the mixture was changed to Disperse Blue 360.

<Preparation Example 13d: Preparation of Aqueous Dispersion Liquid 13d>
Kayaset Yellow AG (manufactured by Nippon Kayaku Co., Ltd., CI Disperse Yellow 54) (10 parts), SM-57 (manufactured by Toho Chemical Industry Co., Ltd., polyoxyethylene styrylphenyl ether sulfate-based dispersant) (10) Part), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol) (0.2 part), Proxel GXL (S) (Lonza) 0.2 mm diameter glass beads were added to a mixture consisting of (0.1 part) and ion-exchanged water (79.7 parts), and the dispersion treatment was carried out for about 15 hours under cooling with a sand mill. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 13d.

<Preparation Example 14d: Preparation of Aqueous Dispersion Liquid 14d>
Coloring agent C.I. I. An aqueous dispersion 14d was obtained in the same manner as in Preparation Example 13d except that it was changed to Disperse Brown 27.

<Preparation Example 15d: Preparation of Aqueous Dispersion Liquid 15d>
An aqueous dispersion 15d was obtained in the same manner as in Preparation Example 13d except that the colorant was changed to the compound represented by the formula (A1-1).

<Preparation Example 16d: Preparation of Aqueous Dispersion Liquid 16d>
Coloring agent C.I. I. An aqueous dispersion 16d was obtained in the same manner as in Preparation Example 13d except that the mixture was changed to Disperse Blue 359.

<Preparation Example 17d: Preparation of Aqueous Dispersion Liquid 17d>
Coloring agent C.I. I. An aqueous dispersion 17d was obtained in the same manner as in Preparation Example 13d except that the mixture was changed to Disperse Blue 360.

<Examples 1d to 10d and Comparative Example 1d: Preparation of ink>
After mixing the aqueous dispersions 1d to 17d obtained above with each component shown in Table 12 below and stirring for 30 minutes, the glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm). Each ink of Examples 1d to 10d and Comparative Example 1d was prepared by filtering with. In the table, the numerical value of each component indicates the number of copies added.

The abbreviations and the like in Table 12 indicate the following.
Surfinol 465: Air Products Japan Co., Ltd., nonionic surfactant TEA80: 80% aqueous solution of triethanolamine

<Evaluation>
Each of the prepared inks is filled in an inkjet printer (manufactured by EPSON Co., Ltd., trade name PX-504A), and using TRANSJET EcoII 8385 (95 g / m ² ) as an intermediate recording medium, 100% Duty and 40% Duty single colors. Intermediate recording media on which solid images were printed were obtained. After superimposing the ink-adhered surface of each of the obtained intermediate recording media and the polyester cloth (Teijin Tropical), a desktop automatic flat press machine (AF-65TEN manufactured by Asahi Textile Machinery Co., Ltd.) was used at 200 ° C. for 30 seconds. By heat treatment under the above conditions, the dyed products dyed by the sublimation transfer method were obtained. The following evaluations were performed on each of the obtained dyed products. The evaluation results are shown in Table 13.

[Evaluation of color development]
The dyed portion of 100% Duty of each of the obtained dyed products was color-measured using a spectrophotometer "Ci62 (manufactured by X-Rite)". Color measurement was performed under the conditions of D65 light source, viewing angle 2 °, and status T. The reflectance R of each dyed product at a wavelength of 400 to 700 nm was measured, and the K / S value was calculated by the formula of Kubelka-Munk: K / S = (1-R) ² / 2R. Then, the sigma K / S value, which is the total of the K / S values at each wavelength, was calculated, and the color development property was evaluated according to the following evaluation criteria. The larger the sigma K / S value, the higher the color density and the higher the quality.
-Evaluation criteria-
A: Sigma K / S value is 350 or more B: Sigma K / S value is 340 or more and less than 350 C: Sigma K / S value is 330 or more and less than 340 D: Sigma K / S value is less than 330

As is clear from the results in Table 13, the inks of Examples 1d to 10d were superior in color development and in performance of suppressing hue change due to the influence of color rendering as compared with the inks of Comparative Example 1d.

<Preparation Example 1e: Preparation of Aqueous Dispersion Liquid 1e>
C. I. Disperse Blue 60 (10 parts), Laberin W-40 (Aqueous solution of sodium sulfonic acid sulfonic acid polycondensate, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) (15 parts), NIKKOL BPS-30 (0.8 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol) (0.2 part), Proxel GXL (S) (manufactured by Ronza) 0.2 mm diameter glass beads were added to a mixture consisting of (0.1 part) and ion-exchanged water (73.9 parts), and the mixture was subjected to dispersion treatment under cooling with a sand mill for about 15 hours. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 1e.

<Preparation Example 2e: Preparation of Aqueous Dispersion Liquid 2e>
An aqueous dispersion 2e was obtained in the same manner as in Preparation Example 1e except that the colorant was changed to the compound represented by the formula (A1-1).

<Preparation Example 3e: Preparation of Aqueous Dispersion Liquid 3e>
An aqueous dispersion 3e was obtained in the same manner as in Preparation Example 1e except that the colorant was changed to the compound represented by the formula (A1-2).

<Preparation Example 4e: Preparation of Aqueous Dispersion Liquid 4e>
An aqueous dispersion 4e was obtained in the same manner as in Preparation Example 1e except that the colorant was changed to the compound represented by the formula (A1-3).

<Preparation Example 5e: Preparation of Aqueous Dispersion Liquid 5e>
An aqueous dispersion 5e was obtained in the same manner as in Preparation Example 1e except that the colorant was changed to the compound represented by the formula (F1).

<Preparation Example 6e: Preparation of Aqueous Dispersion Liquid 6e>
Coloring agent C.I. I. An aqueous dispersion 6e was obtained in the same manner as in Preparation Example 1e except that the mixture was changed to Disperse Blue 359.

<Preparation Example 7e: Preparation of Aqueous Dispersion Liquid 7e>
C. I. Disperse Blue 60 (10 parts), Laberin W-40 (Aqueous solution of sodium sulfonate formalin polycondensate of cleosort oil, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) (15 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant)) Activator, manufactured by Air Products Japan Co., Ltd. diluted to a concentration of 50% with propylene glycol) (0.2 parts), Proxel GXL (S) (manufactured by Ronza Co., Ltd.) (0.1 parts), and ion-exchanged water. 0.2 mm diameter glass beads were added to the mixture consisting of (74.7 parts), and the mixture was subjected to dispersion treatment under cooling with a sand mill for about 15 hours. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion 7e.

<Preparation Example 8e: Preparation of Aqueous Dispersion Liquid 8e>
An aqueous dispersion 8e was obtained in the same manner as in Preparation Example 7e except that the colorant was changed to the compound represented by the formula (A1-1).

<Preparation Example 9e: Preparation of Aqueous Dispersion Liquid 9e>
An aqueous dispersion 9e was obtained in the same manner as in Preparation Example 7e except that the colorant was changed to the compound represented by the formula (F1).

<Preparation Example 10e: Preparation of Aqueous Dispersion Liquid 10e>
The compound represented by the formula (A1-1) (10 parts), the emulsion solution of Joncryl 678 (30 parts), NIKKOL BPS-30 (0.8 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant surface activity)). Agent, manufactured by Air Products Japan Co., Ltd. diluted to 50% concentration with propylene glycol) (0.2 parts), Proxel GXL (S) (manufactured by Ronza Co., Ltd.) (0.1 parts), and ion-exchanged water (0.1 parts). 0.2 mm diameter glass beads were added to the mixture consisting of 58.9 parts), and the mixture was dispersed under cooling with a sand mill for about 15 hours. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 10e.

<Preparation Example 11e: Preparation of Aqueous Dispersion Liquid 11e>
An aqueous dispersion 11e was obtained in the same manner as in Preparation Example 10e except that the colorant was changed to the compound represented by the formula (F1).

<Preparation Example 12e: Preparation of Aqueous Dispersion Liquid 12e>
Compound represented by the formula (A1-1) (10 parts), SM-57 (polyoxyethylene styrylphenyl ether sulfate-based dispersant manufactured by Toho Chemical Industry Co., Ltd.) (10 parts), NIKKOL BPS-30 (0. 8 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol) (0.2 parts), Proxel GXL (S) ( 0.2 mm diameter glass beads were added to a mixture consisting of (0.1 part) of Ronza (manufactured by Ronza) and ion-exchanged water (78.9 parts), and the mixture was subjected to dispersion treatment under cooling with a sand mill for about 15 hours. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 12e.

<Preparation Example 13e: Preparation of Aqueous Dispersion Liquid 13e>
An aqueous dispersion 13e was obtained in the same manner as in Preparation Example 12e except that the colorant was changed to the compound represented by the formula (F1).

<Examples 1e to 22e and Comparative Examples 1e to 3e: Preparation of ink>
The aqueous dispersions 1e to 13e obtained above were mixed with each component shown in Tables 14 and 15 below, and after stirring for 30 minutes, the glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore diameter: 0. Each ink of Examples 1e to 22e and Comparative Examples 1e to 3e was prepared by filtering with 5 μm). In the table, the numerical value of each component indicates the number of copies added.

The abbreviations and the like in Tables 14 and 15 indicate the following, respectively.
Surfinol 465: Air Products Japan Co., Ltd., nonionic surfactant TEA80: 80% aqueous solution of triethanolamine

In Tables 14 and 15, (F) / when the mass-based content of the water-insoluble colorant A is (A) and the mass-based content of the water-insoluble colorant F is (F). The value calculated in (A) is also shown.

<Evaluation>
Each of the prepared inks is filled in an inkjet printer (manufactured by EPSON Co., Ltd., trade name PX-504A), and a 100% Duty monochromatic solid image is printed using TRANSJET EcoII 8385 (95 g / m ² ) as an intermediate recording medium. Each of the intermediate recording media was obtained. After superimposing the ink-adhered surface of each of the obtained intermediate recording media and the polyester cloth (Teijin Tropical), a desktop automatic flat press machine (AF-65TEN manufactured by Asahi Textile Machinery Co., Ltd.) was used at 200 ° C. for 60 seconds. By heat treatment under the above conditions, the dyed products dyed by the sublimation transfer method were obtained. The following evaluations were performed on each of the obtained dyed products. The evaluation results are shown in Tables 16 and 17.

[Evaluation of color development]
The dyed portion of 100% Duty of each of the obtained dyed products was color-measured using a spectrophotometer "Ci62 (manufactured by X-Rite)". Color measurement was performed under the conditions of D65 light source, viewing angle 2 °, and status T. The reflectance R of each dyed product at a wavelength of 400 to 700 nm was measured, and the K / S value was calculated by the formula of Kubelka-Munk: K / S = (1-R) ² / 2R. Then, the sigma K / S value, which is the total of the K / S values at each wavelength, was calculated, and the color development property was evaluated according to the following evaluation criteria. The larger the sigma K / S value, the higher the color density and the higher the quality.
-Evaluation criteria-
A: Sigma K / S value is 120 or more B: Sigma K / S value is 90 or more and less than 120 C: Sigma K / S value is 60 or more and less than 90 D: Sigma K / S value is less than 60

[Evaluation of hue]
The dyed portion of 100% Duty of each of the obtained dyed products was color-measured using a spectrophotometer "Ci62 (manufactured by X-Rite)". Color measurement was performed under the conditions of a D65 light source and a viewing angle of 2 °. Then, the hue angle (value of H ^* ) of each dyed product was measured, and the hue was evaluated according to the following evaluation criteria. Evaluation A is the most C. I. If the color is similar to Disperse Blue 359 and the evaluation is in the range of A to C, C.I. I. It means that a color close to Disperse Blue 359 is obtained.
-Evaluation criteria-
A: H ^* is 285 or more and less than 295 B: H ^* is 282 or more and less than 285, or 295 or more and less than 298 C: H ^* is 280 or more and less than 282, or 298 or more and less than 300 D: H ^* is 300 or more or less than 280

[Evaluation of light robustness]
The light robustness test was performed according to the JIS L0843A method. That is, under the conditions of black panel temperature: 63 ° C, tank temperature: 38 ° C, relative humidity: 50%, irradiance: 50 W / m ² (wavelength 300 to 400 nm), inner filter: quartz, outer filter: soda lime glass. , Xenon Weather Meter SUGA NX75 (manufactured by Suga Test Instruments Co., Ltd.) was used to irradiate each dyed product of 100% Duty obtained with a light source Xenon arc for 39.4 hours. Each dyed cloth after this light irradiation was visually judged according to the grade of blue scale specified in JIS L-0841, and the judgment grade of light resistance was determined and evaluated according to the following evaluation criteria. The larger the value of the light resistance grade, the better the light resistance.
-Evaluation criteria-
A: 5th grade B: 4-5th grade C: 4th grade D: 3-4th grade

[Evaluation of image quality]
The dyed portion of 100% Duty of each of the obtained dyed products was visually confirmed, and the image quality was evaluated according to the following evaluation criteria. A and B have a good evaluation, and C has a poor evaluation.
-Evaluation criteria-
A: A dyed product with no streaks or unevenness was obtained.
B: Slight streaks and unevenness were seen.
C: Streaks and unevenness were significantly observed.

As is clear from the results in Tables 16 and 17, the inks of Examples 1e to 22e were compared with the inks of Comparative Examples 1e to 3e, and C.I. I. I was able to express a hue similar to Disperse Blue 359. Further, according to the inks of Examples 1e to 22e, it was possible to obtain a high-quality dyed product having excellent color development and light fastness and no streaks or unevenness.

<Preparation Example 1f: Preparation of aqueous dispersion 1f>
C. I. Disperse Blue 60 (10 parts), Laberin W-40 (Aqueous solution of sodium sulfonic acid sulfonic acid polycondensate, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) (15 parts), NIKKOL BPS-30 (0.8 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol) (0.2 part), Proxel GXL (S) (manufactured by Ronza) 0.2 mm diameter glass beads were added to a mixture consisting of (0.1 part) and ion-exchanged water (73.9 parts), and the mixture was subjected to dispersion treatment under cooling with a sand mill for about 15 hours. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 1f.

<Preparation Example 2f: Preparation of aqueous dispersion 2f>
An aqueous dispersion 2f was obtained in the same manner as in Preparation Example 1f except that the colorant was changed to the compound represented by the formula (A1-1).

<Preparation Example 3f: Preparation of Aqueous Dispersion Liquid 3f>
An aqueous dispersion 3f was obtained in the same manner as in Preparation Example 1f except that the colorant was changed to the compound represented by the formula (A1-2).

<Preparation Example 4f: Preparation of aqueous dispersion 4f>
An aqueous dispersion 4f was obtained in the same manner as in Preparation Example 1f except that the colorant was changed to the compound represented by the formula (A1-3).

<Preparation Example 5f: Preparation of Aqueous Dispersion Liquid 5f>
Compound represented by the formula (A1-1) (10 parts), Laberin W-40 (Aqueous solution of sodium sulfonic acid sulfonic acid polycondensate, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) (15 parts), Surfinol 104PG50 ( Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted with propylene glycol to a concentration of 50% (0.2 part), Proxel GXL (S) (manufactured by Ronza) (0.1) 0.2 mm diameter glass beads were added to the mixture consisting of ion-exchanged water (73.9 parts), and the mixture was subjected to dispersion treatment under cooling with a sand mill for about 15 hours. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 5f.

<Preparation Example 6f: Preparation of aqueous dispersion 6f>
An aqueous dispersion 6f was obtained in the same manner as in Preparation Example 5f except that the colorant was changed to the compound represented by the formula (A1-2).

<Preparation Example 7f: Preparation of aqueous dispersion 7f>
Coloring agent C.I. I. An aqueous dispersion 7f was obtained in the same manner as in Preparation Example 1f except that the mixture was changed to Disperse Blue 359 (10 parts).

<Preparation Example 8f: Preparation of aqueous dispersion 8f>
An aqueous dispersion 8f was obtained in the same manner as in Preparation Example 1f except that the colorant was changed to Kayaset Yellow AG (CI Disperse Yellow 54, manufactured by Nippon Kayaku Co., Ltd.) (10 parts).

<Preparation Example 9f: Preparation of aqueous dispersion 9f>
An aqueous dispersion 9f was obtained in the same manner as in Preparation Example 5f except that the colorant was changed to Kayaset Yellow AG (CI Disperse Yellow 54, manufactured by Nippon Kayaku Co., Ltd.) (10 parts).

<Preparation Examples 10f-18f: Ink Preparation>
After mixing the aqueous dispersions 1f to 9f obtained above with each component shown in Table 18 below and stirring for 30 minutes, the glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm). Inks 1f to 9f were prepared by filtering with. In the table, the numerical value of each component indicates the number of copies added.

The abbreviations and the like in Table 18 indicate the following.
Surfinol 465: Air Products Japan Co., Ltd., nonionic surfactant TEA80: 80% aqueous solution of triethanolamine

<Examples 1f to 4f and Comparative Examples 1f to 5f: Preparation of ink set>
The inks obtained above were combined as shown in Table 19 below and filled into a cyan ink cartridge and a yellow ink cartridge, respectively, to obtain ink sets of Examples 1f to 4f and Comparative Examples 1f to 5f. In the case of Example 1f in Table 19, the cyan ink cartridge was filled with ink 1f, and the yellow ink cartridge was filled with ink 8f.

<Evaluation 1>
A cyan ink cartridge and a yellow ink cartridge are loaded into an inkjet printer (manufactured by EPSON Co., Ltd., trade name PX-504A), and using TRANSJET EcoII 8385 (95 g / m ² ) as an intermediate recording medium, 10 levels of each ink are used. Intermediate recording media on which a total of 100 patches were printed were obtained so as to form a matrix in which the key (print density) patterns were combined. More specifically, the printing Duties of the two types of inks constituting the ink set (cyan ink printing Duty / yellow ink printing Duty) are 100% / 10 to 100% and 90% / 10 to 100%, respectively. 80% / 10-100%, 70% / 10-100%, 60% / 10-100%, 50% / 10-100%, 40% / 10-100%, 50% / 10-100%, 40% / 10-100%, 30% / 10-100%, 20% / 10-100%, 10% / 10-100% ("10-100%" is 10%, 20%, 30%, 40%, 50 %, 60%, 70%, 80%, 90%, 100%), and an intermediate recording medium on which a total of 100 patches were printed was obtained.

After superimposing the ink-adhered surface of each of the obtained intermediate recording media and the polyester cloth (Teijin Tropical), a desktop automatic flat press machine (AF-65TEN manufactured by Asahi Textile Machinery Co., Ltd.) was used at 200 ° C. for 30 seconds. By heat treatment under the above conditions, the dyed products dyed by the sublimation transfer method were obtained. The following evaluations were performed on each of the obtained dyed products. The evaluation results are shown in Table 20.

[Evaluation of hue]
The colors of 100 patches of each of the obtained dyed products were measured using a spectrophotometer "Ci62 (manufactured by X-Rite)". Color measurement was performed under the conditions of D65 light source, viewing angle 2 °, and status T. Then, the saturation (value of C ^* ) in a range of a constant hue angle (150 ° to 155 °, 165 ° to 170 °, or 190 ° to 195 °) was measured, and the hue was evaluated according to the following evaluation criteria. .. The higher the C ^* , the higher the saturation and the higher the quality in the same hue. A and B have good evaluations, and C and D have poor evaluations.
-Evaluation criteria (when the hue angle is 150 ° to 155 °)-
A: C ^* is 70 or more B: C ^* is 65 or more and less than 70 C: C ^* is 60 or more and less than 65 D: C ^* is less than 60-Evaluation criteria (when the hue angle is 165 ° to 170 °)-
S: C ^* is 63 or more A: C ^* is 58 or more and less than 63 B: C ^* is 53 or more and less than 58 C: C ^* is 48 or more and less than 53 D: C ^* is less than 48-Evaluation criteria (hue angle 190 ° ~ In the case of 195 °)-
S: C ^* is 52 or more A: C ^* is 47 or more and less than 52 B: C ^* is 42 or more and less than 47 C: C ^* is 37 or more and less than 42 D: C ^* is less than 37

[Evaluation of color development]
The colors of 100 patches of each of the obtained dyed products were measured using a spectrophotometer "Ci62 (manufactured by X-Rite)". Color measurement was performed under the conditions of D65 light source, viewing angle 2 °, and status T. Then, the Dc value in a range of a constant hue angle (150 ° to 155 °, 165 ° to 170 °, or 190 ° to 195 °) was measured, and the color development property was evaluated according to the following evaluation criteria. The higher the Dc value, the higher the color density in the same hue, which means that the quality is high. S, A, B, and C have a good evaluation, and D has a poor evaluation.
-Evaluation criteria-
S: Dc value is 1.25 or more A: Dc value is 1.10 or more and less than 1.25 B: Dc value is 0.95 or more and less than 1.10 C: Dc value is 0.80 or more and less than 0.95 D: Dc value is less than 0.80

[Evaluation of image quality]
100 patches of each of the obtained dyed products were visually observed, and the image quality was evaluated according to the following evaluation criteria. A and B have a good evaluation, and C has a poor evaluation.
-Evaluation criteria-
A: There were no streaks or unevenness in any of the 100 patches.
B: Of the 100 patches, there were 1 to 5 patches with streaks or unevenness.
C: Of the 100 patches, there were 6 or more patches with streaks or unevenness.

<Evaluation 2>
A cyan ink cartridge and a yellow ink cartridge are loaded into an inkjet printer (manufactured by EPSON Co., Ltd., trade name PX-504A), and a solid image with 50% / 50% printing duty and an intermittent portion is printed on glossy inkjet paper. did. The following evaluations were performed on each of the obtained printed matter. The evaluation results are shown in Table 20.

[Evaluation of intermittent discharge]
The printed portion of re-ejection after intermittent ejection was visually observed, and the intermittent ejection property was evaluated according to the following evaluation criteria. A and B have a good evaluation, and C has a poor evaluation.
-Evaluation criteria-
A: No rubbing is observed on the printed portion of re-ejection after intermittent.
B: Slight rubbing is observed in the printed portion of re-ejection after intermittent.
C: Rubbing is clearly observed in the printed portion of re-ejection after intermittent.

As is clear from the results in Table 20, when the ink sets of Examples 1f to 4f are used, a highly saturated green can be expressed, the intermittent ejection property is good, and the dyeing is performed. The image quality of the object was also good. On the other hand, when the ink set of Comparative Example 1f was used, although the intermittent ejection property and the image quality of the dyed product were good, it was not possible to express green with high saturation. Further, when the ink sets of Comparative Examples 2f to 5f were used, although highly saturated green could be expressed, the intermittent ejection property and the image quality of the dyed product were poor.

<Preparation Example 1 g: Preparation of 1 g of aqueous dispersion>
C. I. Disperse Blue 60 (10 parts), Laberin W-40 (Aqueous solution of sodium sulfonic acid sulfonic acid polycondensate, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) (15 parts), NIKKOL BPS-30 (0.8 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol) (0.2 part), Proxel GXL (S) (manufactured by Ronza) 0.2 mm diameter glass beads were added to a mixture consisting of (0.1 part) and ion-exchanged water (73.9 parts), and the mixture was subjected to dispersion treatment under cooling with a sand mill for about 15 hours. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain 1 g of an aqueous dispersion.

<Preparation Example 2g: Preparation of aqueous dispersion 2g>
An aqueous dispersion (2 g) was obtained in the same manner as in Preparation Example 1 g except that the colorant was changed to the compound represented by the formula (A1-1).

<Preparation Example 3 g: Preparation of aqueous dispersion 3 g>
An aqueous dispersion (3 g) was obtained in the same manner as in Preparation Example 1 g except that the colorant was changed to the compound represented by the formula (A1-2).

<Preparation Example 4 g: Preparation of aqueous dispersion 4 g>
An aqueous dispersion (4 g) was obtained in the same manner as in Preparation Example 1 g except that the colorant was changed to the compound represented by the formula (A1-3).

<Preparation Example 5 g: Preparation of aqueous dispersion 5 g>
Compound represented by the formula (A1-1) (10 parts), SM-57 (polyoxyethylene styrylphenyl ether sulfate-based dispersant manufactured by Toho Chemical Industry Co., Ltd.) (10 parts), Surfinol 104PG50 (Surfinol 104). (Acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol) (0.2 parts), Proxel GXL (S) (manufactured by Ronza Co., Ltd.) (0.1 parts), 0.2 mm diameter glass beads were added to the mixture consisting of ion-exchanged water (79.7 parts), and the mixture was subjected to dispersion treatment under cooling with a sand mill for about 15 hours. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain 5 g of an aqueous dispersion.

<Preparation Example 6 g: Preparation of 6 g of aqueous dispersion>
An aqueous dispersion (6 g) was obtained in the same manner as in Preparation Example 5 g except that the colorant was changed to the compound represented by the formula (A1-2).

<Preparation Example 7 g: Preparation of 7 g of aqueous dispersion>
The compound represented by the formula (A1-1) (10 parts), the emulsion solution of Joncryl 678 (30 parts), and Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) are propylene. 0. To a mixture consisting of glycol (diluted to a concentration of 50%) (0.2 parts), Proxylene GXL (S) (manufactured by Ronza) (0.1 parts), and ion-exchanged water (59.7 parts). 2 mm diameter glass beads were added, and the mixture was subjected to dispersion treatment for about 15 hours under cooling with a sand mill. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain 7 g of an aqueous dispersion.

<Preparation Example 8 g: Preparation of 8 g of aqueous dispersion>
8 g of an aqueous dispersion was obtained in the same manner as in Preparation Example 7 g except that the colorant was changed to the compound represented by the formula (A1-2).

<Preparation Example 9 g: Preparation of aqueous dispersion 9 g>
Coloring agent C.I. I. An aqueous dispersion (9 g) was obtained in the same manner as in Preparation Example 1 g except that the mixture was changed to Disperse Blue 359.

<Preparation Example 10 g: Preparation of 10 g of aqueous dispersion>
Coloring agent C.I. I. An aqueous dispersion (10 g) was obtained in the same manner as in Preparation Example 5 g except that the mixture was changed to Disperse Blue 359.

<Preparation Example 11 g: Preparation of aqueous dispersion 11 g>
Coloring agent C.I. I. 11 g of the aqueous dispersion was obtained in the same manner as in Preparation Example 7 g except that the mixture was changed to Disperse Blue 359.

<Preparation Example 12 g: Preparation of aqueous dispersion 12 g>
An aqueous dispersion (12 g) was obtained in the same manner as in Preparation Example 1 g except that the colorant was changed to the compound represented by the formula (B1-1).

<Preparation Example 13 g: Preparation of aqueous dispersion 13 g>
An aqueous dispersion (13 g) was obtained in the same manner as in Preparation Example 5 g except that the colorant was changed to the compound represented by the formula (B1-1).

<Preparation Example 14 g: Preparation of aqueous dispersion 14 g>
An aqueous dispersion (14 g) was obtained in the same manner as in Preparation Example 7 g except that the colorant was changed to the compound represented by the formula (B1-1).

<Preparation Examples 15f to 28f: Ink Preparation>
After mixing 1 g to 14 g of the aqueous dispersion obtained above with each component shown in Tables 21 and 22 below and stirring for 30 minutes, the glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore diameter: 0. By filtering with 5 μm), 1 g to 14 g of ink was prepared respectively. In the table, the numerical value of each component indicates the number of copies added.

The abbreviations and the like in Tables 21 and 22 indicate the following, respectively.
Surfinol 465: Air Products Japan Co., Ltd., nonionic surfactant TEA80: 80% aqueous solution of triethanolamine

<Examples 1 g to 14 g and Comparative Examples 1 g to 3 g: Preparation of ink set>
The inks obtained above were combined as shown in Tables 23 and 24 below and filled into a cyan ink cartridge and a yellow ink cartridge, respectively, to obtain ink sets of Examples 1 g to 14 g and Comparative Examples 1 g to 3 g. In the case of Example 1g in Table 23, the cyan ink cartridge was filled with 1 g of ink, and the yellow ink cartridge was filled with 12 g of ink.

<Evaluation>
A cyan ink cartridge and a yellow ink cartridge are loaded into an inkjet printer (manufactured by EPSON Co., Ltd., trade name PX-504A), and using TRANSJET EcoII 8385 (95 g / m ² ) as an intermediate recording medium, 10 levels of each ink are used. Intermediate recording media on which a total of 100 patches were printed were obtained so as to form a matrix in which the key (print density) patterns were combined. More specifically, the printing Duties of the two types of inks constituting the ink set (cyan ink printing Duty / yellow ink printing Duty) are 100% / 10 to 100%, 90% / 10 to 100%, respectively. 80% / 10-100%, 70% / 10-100%, 60% / 10-100%, 50% / 10-100%, 40% / 10-100%, 50% / 10-100%, 40% / 10-100%, 30% / 10-100%, 20% / 10-100%, 10% / 10-100% ("10-100%" is 10%, 20%, 30%, 40%, 50 %, 60%, 70%, 80%, 90%, 100%), and an intermediate recording medium on which a total of 100 patches were printed was obtained.

After superimposing the ink-adhered surface of each of the obtained intermediate recording media and the polyester cloth (Teijin Tropical), a desktop automatic flat press machine (AF-65TEN manufactured by Asahi Textile Machinery Co., Ltd.) was used at 200 ° C. for 30 seconds. By heat treatment under the above conditions, the dyed products dyed by the sublimation transfer method were obtained. The following evaluations were performed on each of the obtained dyed products. The evaluation results are shown in Tables 25 and 26.

[Evaluation of hue]
The color of 100 patches of each of the obtained dyes was measured using a spectrophotometer "Ci62 (manufactured by X-Rite)", and the concentration of each patch was measured. Color measurement was performed under the conditions of D65 light source, viewing angle 2 °, and status T. Saturation (value of C ^* ) in a range of constant hue angle (145 ° to 150 °) was measured, and the hue was evaluated according to the following evaluation criteria. The higher the C ^* , the higher the saturation and the higher the quality in the same hue. A and B have good evaluations, and C and D have poor evaluations.
-Evaluation criteria-
A: C ^* is 76 or more B: C ^* is 72 or more and less than 76 C: C ^* is 68 or more and less than 72 D: C ^* is less than 68

As is clear from the results in Tables 25 and 26, when the ink sets of Examples 1 g to 14 g were used, it was possible to express highly saturated green in each case. On the other hand, when the ink sets of Comparative Examples 1 g to 3 g were used, it was not possible to express highly saturated green.

<Preparation Example 1h: Preparation of aqueous dispersion 1h>
Kayaset Yellow AG (manufactured by Nippon Kayaku Co., Ltd., CI Disperse Yellow 54) (10 parts), Laberin W-40 (Aqueous solution of sodium sulphonate polycondensate in creoseto oil, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) (15 parts), NIKKOL BPS-30 (0.8 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol) Add 0.2 mm diameter glass beads to a mixture consisting of (0.2 part), Proxel GXL (S) (manufactured by Ronza) (0.1 part), and ion-exchanged water (73.9 parts), and use a sand mill. The dispersion treatment was carried out for about 15 hours under cooling. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 1h.

<Preparation Example 2h: Preparation of Aqueous Dispersion Liquid 2h>
Coloring agent C.I. I. An aqueous dispersion 2h was obtained in the same manner as in Preparation Example 1h except that the mixture was changed to Disperse Blue 359.

<Preparation Example 3h: Preparation of Aqueous Dispersion Liquid 3h>
An aqueous dispersion 3h was obtained in the same manner as in Preparation Example 1h except that the colorant was changed to the compound represented by the formula (G1).

<Preparation Example 4h: Preparation of Aqueous Dispersion Liquid 4h>
An aqueous dispersion 4h was obtained in the same manner as in Preparation Example 1h except that the colorant was changed to the compound represented by the formula (A1-1).

<Preparation Example 5h: Preparation of Aqueous Dispersion Liquid 5h>
An aqueous dispersion 5h was obtained in the same manner as in Preparation Example 1h except that the colorant was changed to the compound represented by the formula (A1-2).

<Preparation Example 6h: Preparation of Aqueous Dispersion Liquid 6h>
C. I. Disperse Blue 359 (10 parts), Joncryl 678 emulsion (30 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol). 0.2 mm diameter glass beads were added to the mixture consisting of (0.2 parts), Propylene GXL (S) (manufactured by Ronza) (0.1 parts), and ion-exchanged water (59.7 parts). The dispersion treatment was carried out for about 15 hours under cooling with a sand mill. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 6h.

<Preparation Example 7h: Preparation of Aqueous Dispersion Liquid 7h>
An aqueous dispersion 7 was obtained in the same manner as in Preparation Example 6h except that the colorant was changed to the compound represented by the formula (A1-1).

<Preparation Example 8h: Preparation of Aqueous Dispersion Liquid 8h>
C. I. Disperse Blue 359 (10 parts), SM-57 (manufactured by Toho Chemical Industry Co., Ltd., polyoxyethylene styrylphenyl ether sulfate-based dispersant) (10 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant,) Air Products Japan Co., Ltd.) diluted to 50% concentration with propylene glycol) (0.2 parts), Proxel GXL (S) (manufactured by Ronza Co., Ltd.) (0.1 parts), and ion-exchanged water (79. 0.2 mm diameter glass beads were added to the mixture consisting of 7 parts), and the mixture was subjected to dispersion treatment for about 15 hours under cooling with a sand mill. The obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm) to obtain an aqueous dispersion liquid 8h.

<Preparation Example 9h: Preparation of Aqueous Dispersion Liquid 9h>
An aqueous dispersion 9h was obtained in the same manner as in Preparation Example 8h except that the colorant was changed to the compound represented by the formula (A1-1).

<Preparation Examples 10h to 18h: Ink Preparation>
The aqueous dispersions 1h to 9h obtained above and each component shown in Table 27 below are mixed and stirred for 30 minutes, and then glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 μm). Inks 1h to 9h were prepared by filtering with. In the table, the numerical value of each component indicates the number of copies added.

The abbreviations and the like in Table 27 indicate the following.
Surfinol 465: Air Products Japan Co., Ltd., nonionic surfactant TEA80: 80% aqueous solution of triethanolamine

<Examples 1h to 9h and Comparative Example 1h: Preparation of ink set>
The inks obtained above were combined as shown in Table 28 below and filled into a magenta ink cartridge and a cyan ink cartridge, respectively, to obtain ink sets of Examples 1h to 9h and Comparative Example 1h, respectively. In the case of Example 1h in Table 28, the magenta ink cartridge was filled with ink 2h, and the cyan ink cartridge was filled with ink 4h.

<Evaluation>
A magenta ink cartridge and a cyan ink cartridge are loaded into an inkjet printer (manufactured by EPSON Co., Ltd., trade name PX-504A), and using TRANSJET EcoII 8385 (95 g / m ² ) as an intermediate recording medium, 10 levels of each ink are used. Intermediate recording media on which a total of 100 patches were printed were obtained so as to form a matrix in which the key (print density) patterns were combined. More specifically, the printing Duties of the two types of inks constituting the ink set (magenta ink printing Duty / cyan ink printing Duty) are 100% / 10 to 100% and 90% / 10 to 100%, respectively. 80% / 10-100%, 70% / 10-100%, 60% / 10-100%, 50% / 10-100%, 40% / 10-100%, 50% / 10-100%, 40% / 10-100%, 30% / 10-100%, 20% / 10-100%, 10% / 10-100% ("10-100%" is 10%, 20%, 30%, 40%, 50 %, 60%, 70%, 80%, 90%, 100%), and an intermediate recording medium on which a total of 100 patches were printed was obtained.

After superimposing the ink-adhered surface of each of the obtained intermediate recording media and the polyester cloth (Teijin Tropical), a desktop automatic flat press machine (AF-65TEN manufactured by Asahi Textile Machinery Co., Ltd.) was used at 200 ° C. for 30 seconds. By heat treatment under the above conditions, the dyed products dyed by the sublimation transfer method were obtained. The following evaluations were performed on each of the obtained dyed products. The evaluation results are shown in Table 29.

[Evaluation of hue]
The color of 100 patches of each of the obtained dyes was measured using a spectrophotometer "Ci62 (manufactured by X-Rite)", and the concentration of each patch was measured. Color measurement was performed under the conditions of D65 light source, viewing angle 2 °, and status T. Saturation (value of C ^* ) in a range of constant hue angle (250 ° to 255 °) was measured, and the hue was evaluated according to the following evaluation criteria. The higher the C ^* , the higher the saturation and the higher the quality in the same hue. A and B have good evaluations, and C and D have poor evaluations.
-Evaluation criteria-
A: C ^* is 45 or more and B: C ^* is 40 or more and less than 45 C: C ^* is 35 or more and less than 40 D: C ^* is less than 35

As is clear from the results in Table 29, when the ink sets of Examples 1h to 9h were used, highly saturated cyan could be expressed. On the other hand, when the ink set of Comparative Example 1h was used, highly saturated cyan could not be expressed.

Claims

The following (i) and (ii):
(I) The b * represented by the CIE color space is in the range of -30 to -20 when the maximum absorption wavelength is in the wavelength range of more than 640 nm and 700 nm or less and the absorbance at the maximum absorption wavelength is 1. ;
(Ii) The polarity term of the Hansen solubility parameter is 11 MPa 0.5 or more and less than 12.6 MPa 0.5 ;
Contains the water-insoluble colorant A satisfying at least one of the following conditions (a) to (d):
(A) The following formula, which has a maximum absorption wavelength in the wavelength range of 380 nm or more and 500 nm or less, and b * represented by the CIE color space when the absorbance at the maximum absorption wavelength is 1 is in the range of 65 to 80. (B1):

[In the formula, RB represents a hydrogen atom, a cyano group, a nitro group, a halogen atom, an alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted amino group, an alkoxy group, or an aryloxy group, and X B is Indicates a hydrogen atom or a halogen atom. ]
Contains the water-insoluble colorant B represented by;
(B) Contains a water-insoluble colorant C different from the water-insoluble colorant B, which has a maximum absorption wavelength in the wavelength range of 410 nm or more and 450 nm or less;
(C) Contains at least two water-insoluble colorants other than the water-insoluble colorant A;
(D) Contains a phytosterol compound;
A coloring liquid that satisfies at least one of the above conditions.
The coloring liquid according to claim 1, wherein the water-insoluble colorant A has an anthraquinone structure.
The coloring liquid according to claim 1 or 2, wherein the water-insoluble colorant A has a molecular weight of 340 or more.
Claims 1 to 1, wherein the polar term of the Hansen solubility parameter of the water-insoluble colorant A is 11 MPa 0.5 or more and less than 12.6 MPa 0.5 , and the hydrogen bond term is 7 MPa 0.5 or more and 10 MPa 0.5 or less. The coloring liquid according to any one of 3.
It contains the water-insoluble colorant C, the water-insoluble colorant D having a maximum absorption wavelength in the wavelength range of more than 450 nm and 590 nm or less, and the water-insoluble colorant E having a maximum absorption wavelength in the wavelength range of more than 590 nm and 640 nm or less. , The coloring liquid according to any one of claims 1 to 4.
When the mass-based content of the water-insoluble colorant A is (A) and the mass-based content of the water-insoluble colorant C and the water-insoluble colorant E is (C + E), (A) / ( The coloring liquid according to claim 5, wherein the value calculated by C + E) is less than 0.8.
When the absorbance of the water-insoluble colorant C at the maximum absorption wavelength is 1, the a * value represented by the CIE color space is in the range of -25 to -10, and the maximum absorption of the water-insoluble colorant D is achieved. The coloring solution according to claim 5 or 6, wherein the a * value represented by the CIE color space is in the range of 15 to 35 when the absorbance at the wavelength is 1.
C. I. The coloring liquid according to any one of claims 1 to 7, which contains Disperse Yellow 54.
The coloring liquid according to any one of claims 1 to 4, which contains the water-insoluble coloring agent B.
The coloring liquid according to claim 9, wherein in the formula (B1), RB represents a substituted or unsubstituted amino group and X B represents a halogen atom.
The coloring solution according to any one of claims 1 to 4, which contains a water-insoluble colorant F having a maximum absorption wavelength in a wavelength range of 560 nm or more and 600 nm or less and a phytosterol compound.
The coloring liquid according to claim 11, wherein the water-insoluble colorant F has an anthraquinone structure.
When the absorbance of the water-insoluble colorant F at the maximum absorption wavelength is 1, b * represented by the CIE color space is in the range of -65 to -55, and the molecular weight is in the range of 300 to 400. , The coloring liquid according to claim 11 or 12.
The water-insoluble colorant F has the following formula (F1):

The coloring liquid according to any one of claims 11 to 13, which comprises the compound represented by.
The coloring liquid according to any one of claims 1 to 14, further containing a dispersant, a surfactant, and water.
The dispersant comprises a styrene- (meth) acrylic copolymer, a formarin condensate of aromatic sulfonic acid or a salt thereof, polyoxyethylene arylphenyl ether, polyoxyethylene arylphenyl ether sulfate, and polyoxyethylene naphthyl ether. The coloring solution according to claim 15, which comprises at least one selected from the group.
The coloring liquid according to claim 16, wherein the formalin condensate of the aromatic sulfonic acid or a salt thereof contains the formalin condensate of creosote oil sulfonic acid or a salt thereof.
The coloring solution according to claim 16 or 17, wherein the polyoxyethylene arylphenyl ether is polyoxyethylene styrylphenyl ether and / or the polyoxyethylene arylphenyl ether sulfate is polyoxyethylene styrylphenyl ether sulfate. ..
The following (i) and (ii):
(I) The b * represented by the CIE color space is in the range of -30 to -20 when the maximum absorption wavelength is in the wavelength range of more than 640 nm and 700 nm or less and the absorbance at the maximum absorption wavelength is 1. ;
(Ii) The polarity term of the Hansen solubility parameter is 11 MPa 0.5 or more and less than 12.6 MPa 0.5 ;
Contains ink A containing a water-insoluble colorant A satisfying at least one of the following conditions (e) to (g):
(E) The ink A contains a phytosterol compound, and C.I. I. Includes Ink B containing Disperse Yellow 54 and phytosterol compounds;
(F) The following formula, which has a maximum absorption wavelength in the wavelength range of 380 nm or more and 500 nm or less, and b * represented by the CIE color space when the absorbance at the maximum absorption wavelength is 1 is in the range of 65 to 80. (B1):

[In the formula, RB represents a hydrogen atom, a cyano group, a nitro group, a halogen atom, an alkyl group having 1 to 8 carbon atoms, a substituted or unsubstituted amino group, an alkoxy group, or an aryloxy group, and X B is Indicates a hydrogen atom or a halogen atom. ]
Contains ink C containing a water-insoluble colorant B represented by;
(G) Ink D containing a water-insoluble colorant G having a maximum absorption wavelength in a wavelength range of 560 nm or more and less than 660 nm (provided that CI Disperse Violet 27 or CI Disperse Violet 28 is contained. Includes);
An ink set that meets at least one of the conditions.
The ink set according to claim 19, which includes the ink B.
The ink set according to claim 19 or 20, wherein the phytosterol compound is an alkylene oxide adduct of phytosterol.
The ink set according to claim 19, which includes the ink C.
22. The ink set according to claim 22, wherein in the formula (B1), RB represents a substituted or unsubstituted amino group and X B represents a halogen atom.
The ink set according to claim 19, which includes the ink D.
The ink set according to claim 24, wherein the water-insoluble colorant G has an anthraquinone structure.
The ink set according to claim 24 or 25, wherein b * represented by the CIE color space is in the range of −70 to −40 when the absorbance of the water-insoluble colorant G at the maximum absorption wavelength is 1.
The invention according to any one of claims 24 to 26, wherein a * represented by the CIE color space is in the range of −20 to 40 when the absorbance of the water-insoluble colorant G at the maximum absorption wavelength is 1. Ink set.
The ink set according to any one of claims 24 to 27, wherein the water-insoluble colorant G has a molecular weight of 250 to 340.
A recording medium to which the coloring liquid according to any one of claims 1 to 18 or each ink contained in the ink set according to any one of claims 19 to 28 adheres.
The recording medium according to claim 29, wherein the recording medium is a hydrophobic fiber.
A droplet of the coloring liquid according to any one of claims 1 to 18 or a droplet of each ink contained in the ink set according to any one of claims 19 to 28 is attached to an intermediate recording medium. And the printing process to obtain the recorded image
A transfer step of transferring the recorded image to the hydrophobic fiber by bringing the hydrophobic fiber into contact with the adhering surface of the coloring liquid or the ink in the intermediate recording medium and heat-treating it.
Method for printing hydrophobic fibers including.