Inkjet ink composition, inkjet ink, method for producing dyed article, and dyed article

The inkjet ink composition, containing specific compounds and low molecular weight organic compounds, addresses the lightfastness issue of cyan ink by enhancing lightfastness and color development, particularly with preferred compounds having bromine or chlorine atoms and methyl groups, and optionally using CI Solvent Blue 63 for improved results.

JP2025151789APending Publication Date: 2025-10-09SEIKO EPSON CORP
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Patent Information

Application Number
JP2024053379
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2024-03-28
Publication Date
2025-10-09

AI Technical Summary

Technical Problem

The cyan ink described in Patent Document 1 does not provide sufficient lightfastness to dyed products.

Method used

The inkjet ink composition contains a compound represented by formula (1) and a low molecular weight organic compound, without CI Disperse Blue 359, which enhances lightfastness and minimizes color difference.

Benefits of technology

The ink composition achieves better lightfastness and color development compared to conventional compositions, with preferred compounds being those where X is a bromine atom and A is a hydrogen atom or a methyl group, and optionally includes CI Solvent Blue 63 to further improve lightfastness and color similarity to DB359.

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Abstract

To provide an inkjet ink composition capable of producing a dyed article having excellent light resistance.SOLUTION: An inkjet ink composition according to the present invention contains a compound represented by formula (1), a low molecular organic compound, and water, and does not contain C.I. Disperse Blue 359. (In formula (1), X1 represents a bromine atom or a chlorine atom, and A represents a hydrogen atom or a methyl group.)SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to an inkjet ink composition, an inkjet ink, a method for producing a dyed article, and a dyed article. [Background technology]

[0002] Inkjet recording methods are used to dye (print) fabrics such as woven fabrics and nonwoven fabrics. One type of printing is a transfer printing method using sublimation dyes. In this printing method, an ink composition is not directly applied to a medium such as a fabric to be printed, but rather the ink composition is applied to another medium such as paper as a transfer source, and then the dye is transferred from the other medium to the medium to be printed, thereby dyeing the material.

[0003] With the objective of providing an ink set that exhibits excellent color development in such dyeing, for example, Patent Document 1 describes an ink set that includes a cyan ink containing CI Disperse Blue 359 as a dye. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] Japanese Patent Application Laid-Open No. 2016-190936 Summary of the Invention [Problem to be solved by the invention]

[0005] However, the cyan ink contained in the ink set described in Patent Document 1 does not provide sufficient lightfastness to dyed products. [Means for solving the problem]

[0006] The inkjet ink composition of the present invention contains a compound represented by the following formula (1), a low molecular weight organic compound, and water, but does not contain CI Disperse Blue 359. [ka] (In formula (1), X 1 represents a bromine atom or a chlorine atom, and A represents a hydrogen atom or a methyl group. [Brief explanation of the drawings]

[0007] [Figure 1] 1 is a flowchart showing an example of a method for producing a dyed product according to the present embodiment. [Figure 2] 1 is a table showing the results of examples. [Figure 3] 1 is a table showing the results of examples. [Figure 4] 1 is a table showing the results of examples. DETAILED DESCRIPTION OF THE INVENTION

[0008] Hereinafter, an embodiment of the present invention (hereinafter referred to as "the present embodiment") will be described in detail, but the present invention is not limited to this and various modifications are possible within the scope of the gist thereof. In this specification, "having sublimability" means having the property of sublimating when heated.

[0009] 1. Inkjet ink composition The inkjet ink composition of this embodiment (hereinafter also simply referred to as the "ink composition") contains a compound represented by the following formula (1) (hereinafter also simply referred to as the "compound (1)"), a low molecular weight organic compound, and water, but does not contain CI Disperse Blue 359. [ka] Here, in formula (1), X 1 represents a bromine atom or a chlorine atom, and A represents a hydrogen atom or a methyl group.

[0010] Such an ink composition has excellent lightfastness, particularly due to the inclusion of compound (1). In particular, the ink composition of this embodiment has better lightfastness than a conventional ink composition containing CI Disperse Blue 359 (hereinafter also simply referred to as "DB359"). The reason for this is not clear, but it is believed that compound (1) is X 1 By having such X 1 It is believed that the dyed product obtained using the ink composition has excellent lightfastness compared to the ink composition containing DB359, which does not have the above-mentioned characteristic, although the reason for this is not limited to this.

[0011] In addition, the ink composition of this embodiment can minimize the color difference from DB359, and also tends to have good color development properties.

[0012] 1.1.Colorants As described above, the ink composition of this embodiment contains the dye compound (1) as a coloring material, but does not contain DB359. Here, "does not contain DB359" also includes cases where DB359 is unavoidably contained as an impurity.

[0013] 1.1.1. Compound represented by formula (1) Compound (1) includes X 1 A compound in which X is a bromine atom and A is a hydrogen atom 1 A compound in which X is a chlorine atom and A is a hydrogen atom 1 is a bromine atom and A is a methyl group, and 1 In order to more effectively and reliably achieve the effects of the present invention, compounds in which X in formula (1) is a chlorine atom and A is a methyl group are exemplified. 1 is preferably a bromine atom, and A is preferably a hydrogen atom. 1 is a bromine atom and A is a hydrogen atom or a methyl group, 1 More preferred is a compound in which A is a bromine atom and A is a hydrogen atom. Compound (1) is sublimable and usually has a molecular weight of 500 or less.

[0014] 1.1.2. Compound represented by formula (2) The ink composition of this embodiment may contain a compound represented by the following formula (2) (hereinafter also referred to as "compound (2)"), which is a dye, as a coloring material. This tends to make the color closer to that of an ink composition containing DB359, and also to further improve the color development (chroma) and lightfastness of the dyed product. Compound (2) is preferably sublimable. [ka] In the formula (2), R represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms which may have a hydroxyl group, or an alkoxyalkyl group having 1 to 24 carbon atoms which may have a hydroxyl group; 2 represents an oxygen atom or an imino group.

[0015] In this specification, examples of the imino group include NH and N(CH3).

[0016] Examples of the alkyl group having 1 to 18 carbon atoms and optionally having a hydroxyl group represented by R include linear alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, decyl, and dodecyl groups; branched alkyl groups such as isopropyl, isobutyl, tertiary butyl, neopentyl, 2-hexyl, 2-octyl, 2-decyl, and 2-dodecyl groups; cyclic alkyl groups such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclooctyl, cyclodecyl, and cyclododecyl groups; and monovalent groups in which a hydrogen atom of any of these alkyl groups has been substituted with a hydroxyl group.

[0017] When R is an alkyl group which may have a hydroxyl group, the number of carbon atoms is 1 to 18, and from the viewpoint of more effectively and reliably achieving the effects of the present invention, it is preferably 1 to 6, more preferably 3 to 6, and even more preferably 4 or 5.

[0018] Furthermore, examples of the alkoxyalkyl group having 1 to 24 carbon atoms which may have a hydroxyl group represented by R include a group represented by the following formula (3) and a monovalent group in which a hydrogen atom of the group has been substituted with a hydroxyl group. -R 1 -R 2 …(3) Here, in equation (3), R 1 R represents an alkylene group having 1 to 18 carbon atoms, and from the viewpoint of more effectively and reliably achieving the effects of the present invention, preferably represents an alkylene group having 1 to 6 carbon atoms, more preferably represents an alkylene group having 3 to 6 carbon atoms. 2 represents an alkyl group having 1 to 6 carbon atoms, and from the viewpoint of more effectively and reliably achieving the effects of the present invention, preferably represents an alkyl group having 1 to 3 carbon atoms, more preferably represents an alkyl group having 1 or 2 carbon atoms, i.e., a methyl group or an ethyl group.

[0019] In formula (3), R 1 Examples of the group represented by the formula (I) include divalent groups in which a hydrogen atom has been eliminated from the groups exemplified as the alkyl group having 1 to 18 carbon atoms which may have a hydroxyl group. 2 Examples of the group represented by the formula (I) include linear alkyl groups such as a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, and a hexyl group; branched alkyl groups such as an isopropyl group, an isobutyl group, a tertiary butyl group, a neopentyl group, and a 2-hexyl group; and a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, and a cyclohexyl group.

[0020] In addition, in formula (2), R may be a group represented by the following formula (4). [ka] Here, in equation (4), R 3 , R 4 , and R 5 (Hereafter, simply "R 3 ~R 5 ") each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and R 3 ~R 5At least two of the above are alkyl groups having 1 to 4 carbon atoms, and R 3 ~R 5 The total number of carbon atoms is 4 to 12.

[0021] In the above formula (4), R 3 ~R 5 It is preferable that any two of R are alkyl groups having 1 to 4 carbon atoms and the other is a hydrogen atom. 3 ~R 5 It is more preferable that any two of these are ethyl groups and the remaining one is a hydrogen atom. Examples of the alkyl group having 1 to 4 carbon atoms include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an isobutyl group, an n-butyl group, a sec-butyl group, a tert-butyl group, a cyclopropyl group, and a cyclobutyl group.

[0022] Examples of the compound (2) include compounds represented by the following formula (I A ) and a compound represented by the following formula (I B ), a compound represented by the following formula (I C), as well as compounds represented by CI Disperse Blue 3, 5, 6, 7, 9, 14, 16, 19, 20, 24, 26, 26:1, 27, 35, 43, 44, 52, 54, 55, 56, 58, 60, 61, 62, 64, 64:1, 71, 72, 72:1, 73, 75, 77, 77:1, 79, 81, 81:1, 82, 83, 85, 87, 88, 90, 91, 93, 94, 95, 96, 99, 102, 106, 108, 112, 113, 115, 118, 120, 122, 125, 128, 130, 131, 139, 141, 142, 143, 145, 146, 148, 149, 153, 154, 158, 165, 167, 171, 173, 174, 176, 181, 183, 185, 186, 187, 189, 197, 198, 200, 201, 205, 207, 21 1, 214, 224, 225, 241, 257, 259, 267, 268, 270, 284, 285, 287, 288, 291, 293, 295, 297, 301, 315, 330, 333, 354, 360, 367, CISolvent Among Blue 2, 11, 14, 24, 25, 35, 36, 38, 48, 55, 59, 67, 68, 70, 73, 83, 105, 111, and 132, those corresponding to compound (2) can be mentioned.

[0023] [ka]

[0024] [ka]

[0025] [ka]

[0026] Among these, the compound of formula (I A ), a compound represented by formula (I B ), a compound represented by (I C ) and a compound represented by formula (I DCI Disperse Blue 60, a compound represented by the formula (I C ) and CI Disperse Blue 60. By using such a compound, the light fastness of the dyed product is further improved, the color development of the dyed product is also improved, and the color of the dyed product can be made closer to that of DB359, and the color difference from DB359 can be made smaller.

[0027] [ka]

[0028] 1.1.3.CI Solvent Blue 63 The ink composition of this embodiment may contain CI Solvent Blue 63 (hereinafter also referred to as "SB63"), a sublimable dye, as a coloring material. This makes it possible to bring the color closer to DB359 in dyed products, further reducing the color difference with DB359, and also makes it possible to improve the lightfastness of dyed products.

[0029] 1.1.4.Other colorants The ink composition of this embodiment may contain various coloring materials other than SB359 in addition to the above-mentioned coloring materials. Such coloring materials are not particularly limited as long as they are coloring materials used in cyan inks, and examples thereof include CI Disperse Blue. 3, 5, 6, 7, 9, 14, 16, 19, 20, 24, 26, 26:1, 27, 35, 43, 44, 52, 54, 55, 56, 58, 61, 62, 64, 64:1, 71, 72, 72:1, 73, 75, 77, 77:1, 79, 81, 81:1, 82, 83, 85, 87, 88, 90, 91, 93, 94, 95, 96, 99, 102, 106, 108, 112, 113, 115, 118, 120, 122, 125, 128, 130, 131, 139, 141, 142, 1 43, 145, 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, 241, 257, 259, 267, 268, 270, 284, 285, 287, 288, 291, 293, 295, 297, 301, 315, 330, 333, 354, 360, 367, CISolvent Examples of the other coloring materials include those not corresponding to compound (2) among Blue 2, 11, 14, 24, 25, 35, 36, 38, 48, 55, 59, 67, 68, 70, 73, 83, 105, 111, and 132. One of the other coloring materials may be used alone, or two or more may be used in combination. It is also preferable that the other coloring material has sublimation properties.

[0030] 1.1.5. Content of each colorant In the ink composition of this embodiment, the content of the colorant is preferably 0.2% by mass to 15.0% by mass, more preferably 0.5% by mass to 13.0% by mass, even more preferably 1.0% by mass to 10.0% by mass, even more preferably 3.0% by mass to 6.0% by mass, and particularly preferably 4.0% by mass to 5.0% by mass, based on 100% by mass of the ink composition. By having the content of the colorant within this range, sufficient color development of the dyed product tends to be achieved while reducing the amount of ink applied, and the effects of the present invention can be more effectively and reliably achieved. From a similar perspective, the content of the colorant may be the total content of compound (1), SB63, and compound (2).

[0031] In the ink composition of this embodiment, the mass ratio of the content of one or more selected from the group consisting of SB63 and compound (2) to the content of compound (1) is preferably 0 / 100 or more and 60 / 40 or less, and more preferably 10 / 90 or more and 55 / 45 or less. In particular, from the viewpoint of improving the lightfastness of dyed products, the mass ratio of the content of compound (2) to the content of compound (1) is preferably 30 / 70 or more and 60 / 40 or less, and more preferably 35 / 65 or more and 55 / 45 or less. In particular, from the viewpoint of further reducing the color difference from DB359 in dyed products, the mass ratio of the content of SB63 to the content of compound (1) is preferably 5 / 95 or more and 25 / 75 or less, and more preferably 10 / 90 or more and 20 / 80 or less.

[0032] 1.2.Low molecular organic compounds The ink composition of this embodiment contains a low molecular weight organic compound. The low molecular weight organic compound may be used alone or in combination of two or more types, and is preferably water-soluble. In this specification, a "low molecular weight organic compound" refers to an organic compound having a molecular weight of 300 or less. The molecular weight of the low molecular weight organic compound is preferably 30 to 250, more preferably 50 to 200, and even more preferably 70 to 150. Furthermore, "water-soluble" refers to the property of being easily soluble in water, and specifically refers to the property of having a solubility of 0.1 g or more in 1000 mL of water (20°C).

[0033] Examples of low molecular weight organic compounds include 1,2-pentanediol, glycerin, ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, triethylene glycol (methyl triglycol), triethylene glycol monomethyl ether, triethylene glycol monobutyl ether, dipropylene glycol monopropyl ether tripropylene glycol, polypropylene glycol, polyoxyethylene polyoxypropylene glycol, 1,2-hexanediol, 1,2-heptanediol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 2,3-butanediol, 2-methyl-3 polyols, including glycols such as 2-phenoxy-1,2-propanediol, 3-(3-methylphenoxy)-1,2-propanediol, 3-hexyloxy-1,2-propanediol, 2-hydroxymethyl-2-phenoxymethyl-1,3-propanediol, 3-methyl-1,3-butanediol, 1,3-propanediol, 1,2-butanediol, 1,2-pentanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 2-methyl-2,4-pentanediol, and 3-methyl-1,5-pentanediol; lactams such as 2-pyrrolidone, N-methyl-2-pyrrolidone, ε-caprolactam, and hydroxyethylpyrrolidone; sorbitol; and xylitol.

[0034] The content of the low-molecular-weight organic compound is preferably 0.2% by mass or more and 70.0% by mass or less, more preferably 1.0% by mass or more and 60.0% by mass or less, even more preferably 5.0% by mass or more and 50.0% by mass or less, and even more preferably 10.0% by mass or more and 40.0% by mass or less, relative to 100% by mass of the ink composition. By ensuring that the content of the low-molecular-weight organic compound is within the above range, the viscosity of the ink composition tends to be easily adjusted to be more suitable for inkjet printing. Furthermore, a moisturizing effect is more easily achieved, which tends to reduce clogging of the ejection nozzles, for example.

[0035] 1.3.Water The ink composition of this embodiment contains water. The ink composition is a water-based ink, and is a composition containing water as one of the main solvent components. By using a water-based ink, it is possible to reduce the environmental impact and, for example, to perform recording with little odor.

[0036] Water is a component that evaporates and dissipates upon drying. It is preferable that the water be pure water or ultrapure water, such as ion-exchanged water, ultrafiltered water, reverse osmosis water, or distilled water, from which ionic impurities have been removed as much as possible. Furthermore, using water that has been sterilized by ultraviolet irradiation or the addition of hydrogen peroxide is preferable, as this can prevent the growth of mold and bacteria when the ink is stored for a long period of time.

[0037] In the ink composition of this embodiment, the water content is preferably 40.0% by mass to 90.0% by mass, and more preferably 50.0% by mass to 85.0% by mass, relative to 100% by mass of the ink composition. When the water content is within this range, it tends to be easier to adjust the viscosity of the ink to one more suitable for the inkjet method.

[0038] 1.4. Dispersants The ink composition of this embodiment may contain a dispersant. The dispersant may be used alone or in combination of two or more types. The dispersant has the function of stably dispersing compound (1) and other colorants in the ink. Examples of dispersants include anionic dispersants, nonionic dispersants, and polymer dispersants. Among these, anionic dispersants are preferred because they provide superior dispersion stability to the ink composition.

[0039] As the anionic dispersant, a formalin condensate of aromatic sulfonic acid is preferred. Examples of the "aromatic sulfonic acid" in the formalin condensate of aromatic sulfonic acid include naphthalene sulfonic acid, creosote oil sulfonic acid, cresol sulfonic acid, phenol sulfonic acid, alkylnaphthalene sulfonic acids such as β-naphthol sulfonic acid, methylnaphthalene sulfonic acid, and butylnaphthalene sulfonic acid, a mixture of β-naphthalene sulfonic acid and β-naphthol sulfonic acid, a mixture of cresol sulfonic acid and 2-naphthol-6-sulfonic acid, and lignin sulfonic acid.

[0040] The anionic dispersant is preferably one or more selected from the group consisting of a formalin condensate of β-naphthalenesulfonic acid, a formalin condensate of alkylnaphthalenesulfonic acid, and a formalin condensate of creosote oil sulfonic acid. Of these, the formalin condensate of alkylnaphthalenesulfonic acid is more preferred.

[0041] Examples of nonionic dispersants include ethylene oxide adducts of phytosterol and ethylene oxide adducts of cholestanol.

[0042] Examples of polymer dispersants include partial alkyl esters of polyacrylic acid, polyalkylene polyamines, polyacrylates, styrene-acrylic acid copolymers, and vinylnaphthalene-maleic acid copolymers.

[0043] In the ink composition of this embodiment, the content of the dispersant is preferably 0.1% by mass to 30.0% by mass, more preferably 0.5% by mass to 20.0% by mass, and even more preferably 1.0% by mass to 10.0% by mass, relative to 100% by mass of the ink composition. By having the content of the dispersant within this range, the dispersion stability of compound (1) and other colorants can be more reliably ensured, and the viscosity of the ink composition tends to be more easily adjusted to be more suitable for the inkjet method.

[0044] 1.5.Surfactants The ink composition of this embodiment may contain a surfactant. The surfactant may be used alone or in combination of two or more types. Examples of the surfactant include silicone-based surfactants, acetylene glycol-based surfactants, and fluorine-based surfactants. Among these, silicone-based surfactants, which have high surface activity and little foaming, are preferred.

[0045] Examples of silicone surfactants include polysiloxane compounds and polyether-modified organosiloxanes (polyether-modified silicone surfactants). The silicone surfactants may be used alone or in combination of two or more.

[0046] The acetylene glycol surfactant is preferably one or more selected from the group consisting of 2,4,7,9-tetramethyl-5-decyne-4,7-diol, alkylene oxide adducts of 2,4,7,9-tetramethyl-5-decyne-4,7-diol, and alkylene oxide adducts of 2,4-dimethyl-5-decyne-4-ol and alkylene oxide adducts of 2,4-dimethyl-5-decyne-4-ol. The acetylene glycol surfactant may be used alone or in combination of two or more.

[0047] Examples of fluorine-based surfactants include perfluoroalkyl sulfonates, perfluoroalkyl carboxylates, perfluoroalkyl phosphates, perfluoroalkyl ethylene oxide adducts, perfluoroalkyl betaines, and perfluoroalkyl amine oxide compounds. One type of fluorine-based surfactant may be used alone, or two or more types may be used in combination.

[0048] In the ink composition of this embodiment, the content of the surfactant is preferably 0.01% by mass to 2.0% by mass, and more preferably 0.1% by mass to 1.5% by mass, based on 100% by mass of the ink composition. When the content of the surfactant is within this range, the dispersion stability of compound (1) and other coloring materials can be more reliably ensured, and the viscosity of the ink composition tends to be easily adjusted to be more suitable for the inkjet method.

[0049] 1.6. pH adjusters The ink composition of this embodiment may contain a pH adjuster. The pH adjuster may be used alone or in combination of two or more. Examples of pH adjusters include acids, bases, weak acids, and weak bases.

[0050] Examples of acids include inorganic acids such as sulfuric acid, hydrochloric acid, and nitric acid; and organic acids such as adipic acid, citric acid, succinic acid, lactic acid, N,N-bis(2-hydroxyethyl)-2-aminoethanesulfonic acid (BES), 4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid (HEPES), morpholinoethanesulfonic acid (MES), carbamoylmethyliminobisacetic acid (ADA), piperazine-1,4-bis(2-ethanesulfonic acid) (PIPES), N-(2-acetamido)-2-aminoethanesulfonic acid (ACES), cholamine hydrochloride, and N-tris(hydroxymethyl)methyl-2-aminoethanesulfonic acid (TES).

[0051] Examples of the base include inorganic bases such as lithium hydroxide, sodium hydroxide, potassium hydroxide, potassium dihydrogen phosphate, disodium hydrogen phosphate, potassium carbonate, sodium carbonate, sodium hydrogen carbonate, and ammonia; and organic bases such as triethanolamine, diethanolamine, monoethanolamine, tripropanolamine, triisopropanolamine, diisopropanolamine, and trishydroxymethylaminomethane (THAM).

[0052] Furthermore, as the base, Good's buffers such as acetamidoglycine, tricine, glycineamide, and bicine, phosphate buffer, citrate buffer, and Tris buffer may be used.

[0053] Among these, one or more selected from the group consisting of triethanolamine, triisopropanolamine, adipic acid, citric acid, succinic acid, and lactic acid are preferred because they provide a more stable pH buffering effect.

[0054] In the ink composition of this embodiment, the content of the pH adjuster is preferably 0.01% by mass to 5.0% by mass, and more preferably 0.1% by mass to 1.5% by mass, based on 100% by mass of the ink composition. When the content of the pH adjuster is within this range, the dispersion stability of compound (1) and other coloring materials can be more reliably ensured, and the viscosity of the ink composition tends to be more easily adjusted to be more suitable for the inkjet method.

[0055] 1.7.Other Ingredients In addition to the components described above, the ink composition of this embodiment may contain one or more optional components that can be used in conventional inkjet ink compositions. Examples of such optional components include solubilizers, viscosity modifiers, antioxidants, preservatives, antifungal agents, corrosion inhibitors, chelating agents for capturing metal ions that affect dispersion, other additives, and solvents other than the above-mentioned solvents. Each of these may be used alone or in combination of two or more.

[0056] 1.8. Physical properties and preparation of ink composition The surface tension of the ink composition of this embodiment at 25.0°C is preferably 10.0 mN / m or more and 40.0 mN / m or less, and more preferably 20.0 mN / m or more and 35.0 mN / m or less. The surface tension can be measured by wetting a platinum plate with the composition in an environment of 25.0°C using an automatic surface tensiometer CBVP-Z manufactured by Kyowa Interface Science Co., Ltd.

[0057] The viscosity of the ink composition of this embodiment at 20.0°C is preferably 1.5 mPa·s or more and 10.0 mPa·s or less, and more preferably 2.0 mPa·s or more and 8.0 mPa·s or less. The surface tension and viscosity can be adjusted to fall within the above ranges by, for example, appropriately adjusting the types of low-molecular-weight organic compounds and surfactants described above, and the amounts of these and water added. The viscosity can be measured using a viscoelasticity tester MCR-300 manufactured by Anton Paar Japan Ltd. at 20.0°C by increasing the shear rate from 10 to 1000 and reading the viscosity at a shear rate of 200.

[0058] The ink composition of this embodiment preferably has a pH of 5.8 to 10.5, and more preferably 6.0 to 10.0. If the pH of the ink composition is in this range, corrosion of components of the recording head and inkjet recording device can be suppressed, for example.

[0059] The ink composition of this embodiment can be prepared by mixing a colorant such as compound (1), a low-molecular-weight organic compound, water, and, if necessary, other components in any order, and then removing impurities and foreign matter by filtration or other means as necessary. Regarding the mixing order described above, each component may be mixed at once, or the colorant, dispersion, and water may be mixed first to prepare a colorant dispersion, and then the colorant dispersion may be mixed with the other components and water. The components may be mixed by sequentially adding each component to a container equipped with a stirring device such as a mechanical stirrer or a magnetic stirrer, stirring, and mixing the components. Filtration methods include, for example, centrifugal filtration and filter filtration.

[0060] 2. Inkjet ink set The inkjet ink set of this embodiment (hereinafter also simply referred to as "ink set") is not particularly limited as long as it contains the ink composition of this embodiment. Such an ink set has excellent lightfastness, particularly due to the use of the first cyan ink containing compound (1). In particular, the ink set of this embodiment has better lightfastness than ink compositions containing conventional DB359. The reason for this is not clear, but it is believed that compound (1) is X 1 By having such X 1 It is thought that dyed items obtained using this ink set will have better lightfastness than items containing DB359, which does not have this characteristic.

[0061] The ink composition of this embodiment may be an inkjet ink set comprising a first cyan ink composition (hereinafter simply referred to as the "first cyan ink") and a second cyan ink composition (hereinafter simply referred to as the "second cyan ink"), wherein the first cyan ink composition comprises the compound (1), a low-molecular-weight organic compound, and water, but does not contain DB359, and the second cyan ink composition comprises one or more compounds selected from the group consisting of SB63 and the compound (2), but does not contain DB359. The first cyan ink and second cyan ink may be different from each other.

[0062] By using the first cyan ink and the second cyan ink in combination, such an ink set can achieve the same effects as those achieved by using the ink composition of the present embodiment. Therefore, the first cyan ink does not need to contain SB63 and compound (2), and the second cyan ink does not need to contain compound (1).

[0063] 2.1. First Cyan Ink Composition The first cyan ink included in the ink set of this embodiment may be the same as the ink composition of this embodiment described above, and therefore a detailed description thereof will be omitted here. However, the first cyan ink may or may not contain SB63 and compound (2).

[0064] 2.2. Second Cyan Ink Composition The second cyan ink included in the ink set of this embodiment may be the same as the ink composition of this embodiment described above, except that it contains one or more components selected from the group consisting of SB63 and the above-mentioned compound (2) as essential components, but does not contain compound (1). Therefore, a detailed description will be omitted here. The second cyan ink may or may not contain compound (1).

[0065] 2.3. Other cyan ink compositions The ink set of this embodiment may also include a cyan ink composition other than the first cyan ink and the second cyan ink. Such a cyan ink composition may have a different colorant composition from the first cyan ink and the second cyan ink. Examples of colorants that may be included in the cyan ink composition include those exemplified as colorants used in the cyan inks.

[0066] 2.4. Yellow ink composition The ink set of this embodiment may include a yellow ink composition (hereinafter simply referred to as "yellow ink.") The yellow ink includes a yellow colorant, a low-molecular organic compound, and water.

[0067] 2.4.1.Yellow colorant The yellow ink according to this embodiment contains a yellow colorant. The yellow colorant may be used alone or in combination of two or more types.

[0068] Examples of yellow colorants include CI Disperse Yellow 3, 4, 5, 7, 9, 13, 23, 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, 108, 114, 116, 118, 119, 120, 121, 122, 123, 124, 125, 126, 127, 128, 129, 130, 131, 132, 133, 134, 135, 136, 137, 138, 139, 140, 141, 142, 143, 144, 145, 146, 147, 148, 149, 150, 151, 152, 153, 154, 155, 156, 157, 158, 159, 160, 161, 162, 163, 164, 165, 166, 167, 168, 169, 170, 171, 172, 173, 174, 175, 176, 177, 178, 179, 180, 181, 182, 1 9, 122, 124, 126, 135, 140, 141, 149, 160, 162, 163, 164, 165, 179, 180, 182, 183, 184, 186, 192, 198, 199, 202, 204, 210, 211, 215, 216, 218, 224, 227, 231, and 232. Among these, CI Disperse Yellow 54 is preferred. By using such a yellow colorant, the color development of the dyed product tends to be further improved. It is preferable that the yellow colorant has sublimation properties.

[0069] The content of the yellow colorant is preferably 1.0% by mass to 4.0% by mass, more preferably 1.5% by mass to 3.5% by mass, and even more preferably 2.0% by mass to 3.0% by mass, relative to 100% by mass of the yellow ink. By keeping the content of the yellow colorant within the above range, sufficient color development of the dyed product tends to be obtained while reducing the amount of ink applied.

[0070] 2.4.2. Components other than colorants The types of low-molecular-weight organic compound and water contained in the yellow ink, as well as the types of dispersant, surfactant, pH adjuster, and other components that may be contained, may be the same as those contained in the inkjet ink composition of this embodiment described above, and therefore further description thereof will be omitted here.

[0071] The water content is preferably 50% by mass or more and 90% by mass or less, more preferably 55% by mass or more and 85% by mass or less, and even more preferably 60% by mass or more and 80% by mass or less, relative to 100% by mass of the yellow ink. When the water content is within the above range, the viscosity of the ink can be more easily adjusted and the water can be easily removed after ejection, resulting in superior productivity of the recorded matter.

[0072] The content of the low-molecular-weight organic compound is preferably 5.0% by mass to 40.0% by mass, more preferably 10.0% by mass to 30.0% by mass, and even more preferably 15.0% by mass to 25.0% by mass, relative to 100% by mass of the yellow ink. By keeping the content of the low-molecular-weight organic compound within this range, it tends to be possible to suppress an increase in the viscosity of the ink due to evaporation of water in the ink near the nozzles.

[0073] The content of the dispersant is preferably 50 parts by mass or more and 200 parts by mass or less, and more preferably 100 parts by mass or more and 150 parts by mass or less, relative to 100 parts by mass of the yellow colorant contained in the yellow ink. When the content of the dispersant is within the above range, the dispersion stability of the colorant tends to be further improved.

[0074] 2.5. Magenta ink composition The ink set of this embodiment may include a magenta ink composition (hereinafter simply referred to as "magenta ink.") The magenta ink includes a magenta colorant, a low-molecular-weight organic compound, and water.

[0075] 2.5.1.Magenta colorant The magenta ink according to this embodiment contains a magenta coloring material. The magenta coloring material may be used alone or in combination of two or more types.

[0076] Examples of magenta colorants include CI 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, 92, 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, and 152. , 153, 154, 157, 159, 164, 167, 169, 177, 179, 181, 183, 184, 185, 188, 189, 190, 191, 192, 200, 201, 202, 203, 205, 206, 207, 210, 221, 224, 225, 227, 229, 239, 240, 257, 258, 266, 277, 278, 279, 281, 288, 298, 302, 303, 310, 311, 312, 320, 324, 328. Among these, CI Disperse Red 60 is preferred. By using such a magenta coloring material, the color development of the dyed product tends to be further improved. It is preferable that the magenta coloring material has sublimation properties.

[0077] The content of the magenta colorant is preferably 4.0% by mass to 8.0% by mass, more preferably 4.5% by mass to 7.0% by mass, and even more preferably 5.0% by mass to 6.0% by mass, relative to 100% by mass of the magenta ink. By keeping the content of the magenta colorant within this range, sufficient color development of the dyed product tends to be achieved while reducing the amount of ink applied.

[0078] 2.5.2. Components other than colorants The types of low-molecular-weight organic compound and water contained in the magenta ink, as well as the types of dispersant, surfactant, pH adjuster, and other components that may be contained, may be the same as those contained in the inkjet ink composition of this embodiment described above, and therefore a description thereof will be omitted here.Furthermore, the contents of water, low-molecular-weight organic compound, and dispersant contained in the magenta ink may be the same as those in the yellow ink composition described above, and therefore a description thereof will be omitted here.

[0079] 2.6. Other ink compositions In addition to the ink compositions described above, the ink set of this embodiment may also include one or more ink compositions that exhibit other known colors, more specifically, ink compositions that exhibit other known colors that are used in sublimation transfer.

[0080] 2.7. Physical properties and production of ink compositions in ink sets The surface tension, viscosity, and pH of the ink composition according to this embodiment, as well as the production of the ink composition, may be the same as those described in "1.8. Physical properties and production of ink composition," and therefore a description thereof will be omitted here.

[0081] 3. Manufacturing method of dyed goods 3.1. Method for producing dyed items using inkjet ink composition The method for producing a dyed product using the inkjet ink composition of this embodiment includes an ink deposition step of depositing the ink composition onto an intermediate transfer medium by an inkjet method, and a transfer step of heating the intermediate transfer medium to which the ink composition has been deposited while arranging the surface to be dyed of the medium to be dyed so that the surface to which the ink composition has been deposited faces the surface to be dyed of the medium to be dyed, thereby transferring the colorant containing compound (1) to the medium to be dyed, as shown in Figure 1. Examples of production methods using transfer include a method in which printing is performed on an intermediate transfer medium by an inkjet method using the ink composition to form a transferred image, and then the intermediate transfer medium is overlaid on a medium to be dyed such as a fabric, and the transferred image obtained by heating is subjected to sublimation transfer.

[0082] 3.1.1. Ink deposition process In the ink deposition step according to this embodiment, the ink composition is deposited on the intermediate transfer medium using an inkjet method. The ink composition can be ejected using a droplet ejection device such as an inkjet recording device.

[0083] In the ink application step, the nozzle open time is preferably 1 minute or longer. The nozzle open time is the time during which the nozzle remains open from the time the ink composition is ejected from the nozzle of the inkjet head until the nozzle is subjected to suction cleaning.

[0084] The inkjet recording device is not particularly limited as long as it has at least an ink container, such as a cartridge or tank, that contains an ink composition, and a recording head connected to the ink container, and is capable of ejecting the ink composition from the recording head to form an image on an intermediate transfer medium, such as transfer paper. Furthermore, either a serial type or a line type inkjet recording device can be used. These types of inkjet recording devices are equipped with a recording head, and while changing the relative positional relationship between the intermediate transfer medium and the recording head, droplets of the ink composition are ejected intermittently and in a predetermined volume from the nozzle holes of the recording head at predetermined timing. This allows the ink composition to adhere to the intermediate transfer medium, forming a predetermined transfer image.

[0085] Generally, in a serial inkjet recording device, the transport direction of the intermediate transfer medium and the direction of the reciprocating motion of the recording head intersect, and the relative positional relationship between the intermediate transfer medium and the recording head is changed by combining the reciprocating motion of the recording head and the transport motion of the transfer paper. In this case, the recording head generally has multiple nozzle holes arranged therein, and a row of the nozzle holes, i.e., a nozzle row, is formed along the transport direction of the intermediate transfer medium. In some cases, the recording head has multiple nozzle rows.

[0086] Generally, in a line-type inkjet recording device, the recording head does not reciprocate, but changes the relative positional relationship between the intermediate transfer medium and the recording head as the intermediate transfer medium is transported. Even in this case, the recording head generally has a plurality of nozzle holes arranged therein, and a nozzle row is formed along a direction intersecting the transport direction of the intermediate transfer medium.

[0087] The inkjet recording method is not particularly limited as long as it can eject an ink composition as droplets from fine nozzle holes and cause the droplets to adhere to an intermediate transfer medium. For example, the inkjet recording method can be a piezo method or a method in which the ink composition is ejected by bubbles generated by heating the ink composition. In this embodiment, it is preferable to use the piezo method from the viewpoint of preventing deterioration of the ink composition.

[0088] The inkjet recording apparatus may employ known components such as a heating unit, a drying unit, a roll unit, and a winding unit.

[0089] In this embodiment, an example of the intermediate transfer medium is transfer paper. Examples of transfer paper that can be used include recording media with an ink-receiving layer, such as plain paper, inkjet paper, and coated paper. However, paper with an ink-receiving layer made of inorganic fine particles such as silica is preferred. This makes it possible to obtain an intermediate recorded product in which bleeding and other issues are suppressed on the recording surface during the drying process of the ink composition applied to the intermediate transfer medium. Furthermore, such a medium makes it easier to retain coloring materials such as compound (1) on the surface of the recording surface, allowing for more efficient sublimation of coloring materials such as compound (1) in the subsequent transfer process.

[0090] 3.1.2. Transfer process In the transfer step according to this embodiment, the intermediate transfer medium to which the ink composition has been applied is heated with the surface to which the ink composition has been applied (hereinafter also referred to as the "recording surface") facing the surface to be dyed of the medium to be dyed, i.e., with the medium to be dyed placed on the recording surface, to transfer the coloring material such as compound (1) to the medium to be dyed. This allows the coloring material such as compound (1) contained in the ink composition to be sublimated and transferred to the medium to be dyed, thereby obtaining a dyed product.

[0091] The heating temperature in the transfer step is, for example, preferably 150° C. or higher and 220° C. or lower, and more preferably 180° C. or higher and 210° C. or lower. This allows more sufficient energy to be applied to transfer the coloring material such as compound (1) to the medium to be dyed, thereby further improving the productivity of the dyed product.

[0092] The heating time in the transfer step, although depending on the heating temperature, is preferably from 30 to 120 seconds, more preferably from 30 to 90 seconds, which allows for more sufficient energy to be obtained for transferring the coloring material such as compound (1) to the medium to be dyed, thereby further improving the productivity of the dyed product.

[0093] The transfer step may be carried out by heating the intermediate transfer medium to which the ink composition has been applied while facing the medium to be dyed, but it is preferable to carry out the transfer step by heating the intermediate transfer medium and the medium to be dyed while they are in close contact with each other, thereby obtaining, for example, a dyed product in which a clearer image is recorded on fabric or the like.

[0094] The medium to be dyed may be, for example, a fabric. Examples of the fabric include polyester fabric, which is a hydrophobic fiber fabric. The medium to be dyed may also be a sheet-like object such as a resin film, or a three-dimensional object other than a sheet, such as a spherical object, a rectangular object, or an object with a curved surface.

[0095] 3.2.Method for producing dyed products using inkjet ink set The method for producing a dyed product using the inkjet ink set of this embodiment comprises an ink deposition step of depositing the ink compositions contained in the ink set onto an intermediate transfer medium by an inkjet method, and a transfer step of heating the intermediate transfer medium to which the ink compositions have been deposited while arranging the surface to be dyed of the medium to be dyed so that the surface to which the ink compositions have been deposited faces the surface to be dyed of the medium to be dyed, thereby transferring the colorant containing compound (1) to the medium to be dyed. Examples of production methods using such transfer include a method in which printing is performed on an intermediate transfer medium by an inkjet method using the ink compositions contained in the ink set to form a transferred image, and then the intermediate transfer medium is overlaid on a medium to be dyed such as a fabric, and the transferred image obtained by heating is subjected to sublimation transfer.

[0096] 3.2.1. Ink deposition process The ink deposition process according to this embodiment may be the same as that described in "3.1.1. Ink Deposition Process," except that multiple ink compositions, such as the first cyan ink and the second cyan ink, contained in the ink set are used. In this ink deposition process, it is preferable to deposit the first cyan ink and the second cyan ink on the intermediate transfer medium so that they at least partially overlap. This provides the same effects as depositing the ink compositions of this embodiment. In particular, even if the first cyan ink does not contain SB63 or compound (2) and the second cyan ink does not contain compound (1), the same effects as depositing the ink compositions of this embodiment can be obtained, which is preferable in this respect.

[0097] 3.2.2. Transfer process The transfer step according to this embodiment may be the same as that described in "3.1.2. Transfer step" except that multiple ink compositions such as the first cyan ink and second cyan ink contained in the ink set are used.

[0098] 3.3.Other processes The method for producing a dyed product using the inkjet ink composition and the method for producing a dyed product using the inkjet ink set described above may include a step of heating the intermediate transfer medium after the ink application step. This step involves heating the ink composition after ejecting and applying it to transfer paper. By performing this step, the drying of the ink composition applied in the ink application step is promoted, and image bleeding is suppressed, and set-off may also be suppressed. Note that set-off refers to a phenomenon in which components of the ink composition migrate to the back side in contact with the recording surface when the intermediate transfer medium is stacked, for example, by being wound up on a roll.

[0099] The temperature reached by the intermediate transfer medium in this step is preferably 60° C. or higher, and more preferably 70° C. or higher and 120° C. or lower. Within this range, coloring materials such as compound (1) are less likely to sublimate, and a good drying rate can be obtained.

[0100] 4. Dyed items The dyed product of this embodiment is obtained by the method for producing a dyed product using the inkjet ink composition and the method for producing a dyed product using the inkjet ink set described above. The dyed product of this embodiment contains a medium to be dyed and compound (1) as a colorant, and preferably does not contain DB359. The dyed product of this embodiment has excellent lightfastness. Furthermore, the dyed product of this embodiment has improved color development, and the color difference from DB359 can be made smaller. [Example]

[0101] The present invention will be specifically described below with reference to examples, but the present invention is not limited to these examples.

[0102] 1. Preparation of colorant dispersion 15.0 parts by mass of colorant, 10.33 parts by mass of dispersant, and 74.7 parts by mass of pure water were dispersed for 3 hours in a rocking mill (product name "RM-10", manufactured by Seiwa Giken Co., Ltd.) using 1.0 mm zirconia beads, and then dispersed for 3 hours in the same rocking mill using 0.1 mm zirconia beads to obtain a colorant dispersion.

[0103] 2. Preparation of Ink Composition 30.0 parts by mass of the obtained colorant dispersion, 20.0 parts by mass of glycerin, 4.5 parts by mass of propylene glycol, 0.8 parts by mass of surfactant, and 1.0 part by mass of pH adjuster were mixed, and pure water was added to make 100 parts by mass. The resulting mixture was stirred for 60 minutes and then filtered through a membrane filter with a pore size of 8.0 μm to obtain ink compositions of Examples and Comparative Examples. The composition of the colorant in the ink composition is shown in Figure 2, and the composition of the ink composition is shown in Figure 3. The values ​​in Figures 2 and 3 are in mass%.

[0104] The abbreviations and product components used in Figures 2 and 3 are as follows: [Colorant] Compound (1)...In formula (1), X 1 A compound where is a bromine atom and A is a hydrogen atom SB63…CI Solvent Blue 63 Compound (2)-1...In formula (2), X 2 A compound where is an oxygen atom and R is -C3H6OCH3 Compound (2)-2...In formula (2), X 2 is an oxygen atom, R is -CH 11 A compound that is DB359…CI Disperse Blue 359

[0105] [Dispersant] Methylnaphthalenesulfonate sodium formalin condensate (trade name "Labelin MN-40", manufactured by K&D Fine Chemical Co., Ltd.) [Gly] Glycerin [PG] Propylene glycol [Surfactant] Polyether-modified silicone surfactant (product name "BYK-348", manufactured by BYK Japan Co., Ltd.) [pH adjuster] Triethanolamine

[0106] 3. Preparation of dyed objects 3.1.Ink application process An ink jet printer (product name "PX-G930", manufactured by Seiko Epson Corporation) was filled with the ink composition. The ink jet printer was then used to eject the ink composition by an ink jet method onto the surface of an ink-receiving layer of coated paper (product name "TRANSJET Sportsline 1254", manufactured by Cham Paper Co.) serving as an intermediate transfer medium, forming images in which the ink compositions were individually applied to the surface without overlapping. Each image had a resolution of 720 dpi horizontally and 720 dpi vertically, and a gradation pattern with a duty of 100% to 10% in 10% increments (100% to 10%). 3.2.Transfer process After the ink application step, the side of the intermediate transfer medium to which the ink composition had been applied was brought into close contact with a white recording medium, fabric (100% polyester, curl dry, manufactured by Toray Industries, Inc.) In this state, the intermediate transfer medium was heated at 200°C for 40 seconds using a heat press machine (product name "AF-54TEN", manufactured by Itsumi Co., Ltd.) to sublimate and transfer the colorant to the fabric, thereby obtaining a dyed product as a recorded matter.

[0107] 4. Evaluation Method 4.1.Color difference The dyed product was left for 3 days in a laboratory at room temperature (25°C). Then, using a spectrodensitometer (product name "FD-7", manufactured by Konica Minolta, Inc.), the area of ​​the dyed product at 100% duty was measured under conditions of a D65 light source and a viewing angle of 2 degrees, and the color difference (ΔLab) from DB359 was calculated. The results are shown in Figure 4.

[0108] 4.2. Saturation (coloring) The dyed product was left for 3 days in a laboratory at room temperature (25°C). Thereafter, a spectrodensitometer (product name "FD-7", manufactured by Konica Minolta, Inc.) was used to measure the 70% duty ratio under conditions of a D65 light source and a viewing angle of 2 degrees, and the results were evaluated according to the following criteria. The results are shown in Figure 4. A larger value indicates better color development. (Evaluation criteria) A:C * Value is 60.0 or higher B:C * Value is 50.0 or greater and less than 60.0 C:C * Value less than 50.0

[0109] 4.3.Lightfastness Using a xenon laser meter (product name "XL-75", manufactured by Suga Test Instruments Co., Ltd.), the obtained dyed product was irradiated with an illuminance of 70,000 lux for 7 days under conditions of 24°C and relative humidity of 60%RH. The color difference between the irradiated dyed product and the unirradiated area in the 100% duty region was measured as ΔE 1 in the CIE DE2000 color difference formula. 2000 The evaluation criteria are as follows. The results are shown in Figure 4. A smaller value indicates better light resistance. (Evaluation criteria) A:ΔE 2000 is 1.50 or less B:ΔE 2000 is greater than 1.50 and less than or equal to 2.00 C:ΔE 2000 is greater than 2.00

[0110] A comparison between the Examples and Comparative Examples shown in FIG. 4 reveals that the use of the ink composition of the present embodiment makes it possible to achieve a well-balanced and excellent dyed product in terms of lightfastness and color development, as well as color difference from DB359, compared to the use of an ink composition that does not contain compound (1).

[0111] Comparison between Example 2 and Comparative Example 2 revealed that when the ink composition contains not only SB63 but also compound (1) as a colorant, the color difference from DB359 in dyed products is particularly reduced, and the color development of dyed products is also improved.

[0112] Comparison of Examples 3 and 4 with Comparative Examples 3 and 4 revealed that when the ink composition contains not only compound (2) but also compound (1) as a colorant, the color difference from DB359 in dyed products is particularly reduced, and the color development of dyed products is also improved.

[0113] Comparison between Example 1 and Example 2 revealed that when the ink composition contains SB63 in addition to compound (1), the lightfastness of the dyed product is maintained at a high level, and in particular, the color difference between the dyed product and DB359 is reduced.

[0114] Comparison of Example 1 with Examples 3 and 4 revealed that by including compound (2) in the ink composition in addition to compound (1), the color development of the dyed product is maintained at a high level, and in particular, the color difference between the dyed product and DB359 is reduced, and the lightfastness of the dyed product is improved.

[0115] Comparing Example 2 with Examples 3 and 4, it was found that when the ink composition contains SB63 in addition to compound (1), the color difference from DB359 in dyed products is particularly smaller than when the ink composition contains compound (2) in addition to compound (1). On the other hand, it was found that when the ink composition contains compound (2) in addition to compound (1), the color development and lightfastness of dyed products are particularly better than when the ink composition contains SB63 in addition to compound (1).

Claims

1. An inkjet ink composition comprising a compound represented by the following formula (1), a low molecular weight organic compound, and water, and not containing C.I. Disperse Blue 359: 【Chemical 1】 (In formula (1), X 1 represents a bromine atom or a chlorine atom, and A represents a hydrogen atom or a methyl group.

2. 2. The ink-jet ink composition according to claim 1, further comprising at least one compound selected from the group consisting of C. I. Solvent Blue 63 and a compound represented by the following formula (2): 【Chemistry 2】 (In formula (2), R represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms which may have a hydroxyl group, or an alkoxyalkyl group having 1 to 24 carbon atoms which may have a hydroxyl group; X 2 represents an oxygen atom or an imino group.

3. 3. The ink-jet ink composition according to claim 2, wherein the mass ratio of the content of the one or more compounds selected from the group consisting of C.I. Solvent Blue 63 and the compound represented by formula (2) to the content of the compound represented by formula (1) is 0 / 100 or more and 60 / 40 or less.

4. 1. An inkjet ink set comprising: a first cyan ink composition; and a second cyan ink composition, the first cyan ink composition is an ink-jet ink composition containing a compound represented by the following formula (1), a low-molecular organic compound, and water, and not containing C.I. Disperse Blue 359, the second cyan ink composition is an ink-jet ink composition containing one or more compounds selected from the group consisting of C.I. Solvent Blue 63 and compounds represented by the following formula (2), and does not contain C.I. Disperse Blue 359: Inkjet ink set. 【Chemistry 3】 (In formula (1), X 1 represents a bromine atom or a chlorine atom, and A represents a hydrogen atom or a methyl group. 【Chemistry 4】 (In formula (2), R represents a hydrogen atom, an alkyl group having 1 to 18 carbon atoms which may have a hydroxyl group, or an alkoxyalkyl group having 1 to 24 carbon atoms which may have a hydroxyl group; X 2 represents an oxygen atom or an imino group.

5. 10. A method for producing a dyed product, comprising: an ink applying step of applying the inkjet ink composition according to claim 1 to an intermediate transfer medium by using an inkjet method; and a transfer step of heating the intermediate transfer medium to which the inkjet ink composition has been applied, with the surface to which the inkjet ink composition has been applied facing a surface to be dyed of a medium to be dyed, thereby transferring a colorant containing a compound represented by the following formula (1) to the medium to be dyed: 【Chemistry 5】 (In formula (1), X 1 represents a bromine atom or a chlorine atom, and A represents a hydrogen atom or a methyl group.

6. 10. A method for producing a dyed product, comprising: an ink applying step of applying an ink composition included in the inkjet ink set according to claim 4 to an intermediate transfer medium by using an inkjet method; and a transfer step of heating the intermediate transfer medium to which the ink composition has been applied, in a state in which the surface to which the ink composition has been applied faces a surface to be dyed of a medium to be dyed, thereby transferring a colorant containing a compound represented by the following formula (1) to the medium to be dyed: 【Chemistry 6】 (In formula (1), X 1 represents a bromine atom or a chlorine atom, and A represents a hydrogen atom or a methyl group.

7. The method for producing a dyed product according to claim 5 or 6, wherein the heating temperature in the transfer step is 150°C or higher and 220°C or lower.

8. A dyed product obtained using the inkjet ink composition according to claim 1.

Citation Information

Patent Citations

  • Ink set and dyeing method using the same

    JP2016190936A