Ink composition for inkjet printing

Abstract

Provided is an ink composition for inkjet printing that is excellent in water resistance and clogging reliability. An ink composition for inkjet printing contains a color material, a water-soluble organic solvent, and water, the color material containing a compound A represented by formula (1) and a compound B represented by formula (2), and the mass ratio (a / b) of the content a of the compound A to the content b of the compound B is 1.0 or greater but less than 99.

Description

Technical Field

[0001] This invention relates to an ink composition for inkjet printing and dyeing. Background Technology

[0002] Inkjet recording methods can record high-resolution images using relatively simple devices and have seen rapid development in various aspects. In particular, aspects such as color development and ejection stability have been extensively explored. For example, Patent Document 1 discloses an inkjet recording ink with excellent ejection reliability, characterized by less nozzle clogging and less ejection bend, containing CI Acid Orange 33 as a colorant. This colorant has at least two peaks when developed by liquid chromatography, and the ratio of the area of ​​the low-polarity second peak S2 to the area of ​​the high-polarity first peak S1, S2 / S1, is less than 0.90.

[0003] Existing technical documents

[0004] Patent documents

[0005] Patent Document 1: Japanese Patent Application Publication No. 2014-162863 Summary of the Invention

[0006] However, it is known that the ink composition containing CI Acid Orange 33 described in Patent Document 1 is difficult to balance water resistance and clogging reliability.

[0007] The ink composition for inkjet printing and dyeing of the present invention contains a pigment, a water-soluble organic solvent, and water. The pigment comprises compound A represented by formula (1) and compound B represented by formula (2). The mass ratio (a / b) of the content a of compound A to the content b of compound B is 1.0 or more and 99 or less.

[0008] [Chemical Formula 1]

[0009]

[0010] [Chemical Formula 2]

[0011]

[0012] In the formula, M 1 Each can be independently represented by Li, Na, K, or NH4. Additionally, M... 2 Each can be independently represented as Li, Na, K, or NH4. Attached Figure Description

[0013] Figure 1 This is a diagram illustrating an example of a recording apparatus used when recording with the composition of this embodiment.

[0014] Symbol Explanation

[0015] 10… Serial recording device, 120… Transport section, 130… Recording section, 131… Inkjet head, 134… Carriage, 135… Carriage moving mechanism, F… Recording medium, S1, S2… Main scanning direction, T1… Sub-scanning direction. Detailed Implementation

[0016] Hereinafter, embodiments of the present invention (hereinafter referred to as "this embodiment") will be described in detail with reference to the accompanying drawings, as needed. However, the present invention is not limited thereto, and various modifications can be made without departing from its spirit. It should be noted that in the drawings, the same reference numerals are used for the same components, and repeated descriptions are omitted. In addition, unless otherwise specified, the positional relationships such as up, down, left, and right are based on the positional relationships shown in the drawings. Furthermore, the scale of the drawings is not limited to the scale shown in the drawings.

[0017] 1. Ink composition for inkjet printing and dyeing

[0018] The ink composition for inkjet printing and dyeing involved in this embodiment (hereinafter also simply referred to as "ink composition" or "ink composition for printing and dyeing") contains a pigment, a water-soluble organic solvent, and water. The pigment includes compound A represented by formula (1) and compound B represented by formula (2). The mass ratio (a / b) of the content a of compound A to the content b of compound B is 1.0 or more and 99 or less.

[0019] [Chemical Formula 3]

[0020]

[0021] [Chemical Formula 4]

[0022]

[0023] In the formula, M 1 Each can be independently represented by Li, Na, K, or NH4. Additionally, M... 2 Each can be independently represented as Li, Na, K, or NH4.

[0024] Currently, compound A, represented by formula (1) (hereinafter also simply referred to as "compound A"), is an orange pigment. By using ink compositions containing such compound A, it is possible to obtain recordings with good lightfastness and water resistance. However, when using ink compositions containing compound A, there is a problem that the inkjet nozzles are prone to clogging. It has always been difficult to balance water resistance and clogging reliability, which have such a trade-off tendency.

[0025] Therefore, the inventors conducted in-depth research to solve the above-mentioned problems and found that by using compound A and compound B (hereinafter also referred to as "compound B") as pigments and adjusting the content of compound B to a specified amount, an ink composition with excellent water resistance and clogging reliability can be prepared.

[0026] It should be noted that the ink composition of this embodiment can be used as an orange ink composition, and can be used alone or mixed with ink compositions of other colors. The ink composition of the present invention will now be described in detail.

[0027] 1.1. Pigments

[0028] The ink composition of this embodiment includes compound A represented by formula (1) and compound B represented by formula (2) as pigments, and the mass ratio (a / b) of the content a of compound A to the content b of compound B is 1.0 or more and 99 or less. By adjusting the content of compound A and compound B to the above range, both the water resistance and clogging reliability of the ink composition can be taken into account. From the same point of view, the mass ratio (a / b) is preferably 1.0 or more and 60 or less, 1.0 or more and 30 or less, 1.0 or more and 10 or less, 1.0 or more and 5.0 or less, 1.0 or more and 2.7 or less, 1.0 or more and 2.3 or less, or 1.0 or more and 1.9 or less. It should be noted that substances other than compound A and compound B may also be included as pigments.

[0029] The content of the pigment is, for example, 1.0% by mass or more and 15% by mass or less relative to the total amount of the ink composition. From the viewpoint of more reliably achieving the effects of the present invention, the content of the pigment relative to the total amount of the ink composition is preferably 2.0% by mass or more and 12.5% ​​by mass or less, more preferably 3.0% by mass or more and 10% by mass or less.

[0030] When refining compounds used as pigments, reverse osmosis membrane refining, gel filtration chromatography refining, and high-performance liquid chromatography refining methods can be further applied as needed.

[0031] 1.1.1. Compound A of formula (1)

[0032] The ink composition contains compound A, represented by formula (1). Compound A is an orange pigment.

[0033] [Chemical Formula 5]

[0034]

[0035] In the formula, M 1 Each can be independently represented as Li, Na, K, or NH4.

[0036] The content of compound A, a, relative to the total amount of the ink composition is preferably 0.5% by mass or more and 12.5% ​​by mass or less, more preferably 1.0% by mass or more and 10% by mass or less, even more preferably 1.5% by mass or more and 7.5% by mass or less, and even more preferably 2.0% by mass or more and 5.0% by mass or less. By keeping the content of compound A within the above range, there is a tendency to improve the water resistance of the obtained record and the clogging reliability of the ink composition.

[0037] 1.1.2. Compound B of formula (2)

[0038] The ink composition contains compound B represented by formula (2).

[0039] [Chemical Formula 6]

[0040]

[0041] In the formula, M 2 Each can be independently represented as Li, Na, K, or NH4.

[0042] The content of compound B, b, relative to the total amount of the ink composition, is preferably 0.01% by mass or more and 10% by mass or less, more preferably 0.05% by mass or more and 8.0% by mass or less, even more preferably 0.08% by mass or more and 6.0% by mass or less, and even more preferably 0.1% by mass or more and 4.0% by mass or less. By keeping the content of compound B within the above range, there is a tendency to improve the water resistance of the obtained record and the clogging reliability of the ink composition.

[0043] 1.1.3. Compound C of formula (3)

[0044] The ink composition of this embodiment preferably contains compound C (hereinafter also simply referred to as "compound C") represented by formula (3). By including compound C, the tendency for metamerism in the obtained record is suppressed. It should be noted that, generally speaking, metamerism refers to the phenomenon that two colors with different spectral distributions appear to be the same color under certain lighting conditions, etc., but appear to be different colors if the lighting conditions are changed.

[0045] For example, illumination using a D50 or D65 light source is a light source with a mild wavelength distribution close to daytime sunlight, while the F11 light source (TL84), known as a three-wavelength white light source, is a light source with a sharp peak wavelength and is therefore considered to be a light source that is prone to metamerism.

[0046] In this specification, "suppressing metamerism of the obtained record" means that the degree of color change in the identified color is less when lighting conditions change. In particular, orange absorbs both yellow and red light and is prone to metamerism depending on the light source. If compound A, used as an orange dye, is used, it may appear yellowish due to differences in the light source. However, by using compound A and compound C in combination, this metamerism can be improved. Acid Orange 94 can also be used as compound C.

[0047] [Chemical Formula 7]

[0048]

[0049] In the formula, M 3 Each can be independently represented as Li, Na, K, or NH4.

[0050] When the ink composition contains compound C, the mass ratio ((a+b) / c) of the total content (a+b) of compounds A and B to the content c of compound C is preferably 1.0 or more and 15 or less. By keeping the mass ratio ((a+b) / c) within the above range, the tendency for metamerism in the obtained record is suppressed. From the same viewpoint, the mass ratio ((a+b) / c) is more preferably 3.0 or more and 12 or less, more preferably 4.0 or more and 10 or less, and even more preferably 5.0 or more and 9.0 or less.

[0051] When the ink composition contains compound C, the content c of compound C relative to the total amount of the ink composition is preferably 0.1% by mass or more and 10% by mass or less. By keeping the content c within the above range, the tendency for metamerism in the obtained record is more suppressed. From the same point of view, the content c is more preferably 0.3% by mass or more and 5.0% by mass or less, and even more preferably 0.5% by mass or more and 1.0% by mass or less.

[0052] 1.2. Water-soluble organic solvents

[0053] As a water-soluble organic solvent, it is not particularly limited, and examples include: glycerol; glycols such as ethylene glycol, diethylene glycol, triethylene glycol, 1,2-propanediol, dipropylene glycol, 1,3-propanediol, 1,2-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,3-butanediol, 1,5-pentanediol, and 1,6-hexanediol; ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, propylene glycol monomethyl ether, and propylene glycol. Diol monoethers such as monoethyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, triethylene glycol monomethyl ether, and triethylene glycol monobutyl ether; lactam compounds such as 2-pyrrolidone, N-methyl-2-pyrrolidone, N-ethyl-2-pyrrolidone, and N-(2-hydroxyethyl)-2-pyrrolidone (HEP); and alcohols such as methanol, ethanol, n-propanol, isopropanol, n-butanol, 2-butanol, tert-butanol, isobutanol, n-pentanol, 2-pentanol, 3-pentanol, and tert-pentanol. It should be noted that water-soluble organic solvents can be used alone or in combination of two or more.

[0054] The water-soluble organic solvent preferably comprises at least one compound selected from the group consisting of glycerol, glycols, glycol monoethers, and lactam compounds, and more preferably, glycerol, glycols, glycol monoethers, and lactam compounds. By including the above-mentioned compounds as water-soluble organic solvents, there is a tendency to improve the water resistance and / or clogging reliability of the ink composition. From the same viewpoint, it is preferable to include at least one compound selected from the group consisting of N-hydroxyethylpyrrolidone (HEP), triethylene glycol monobutyl ether, glycerol, and triethylene glycol, and more preferably, at least N-(2-hydroxyethyl)-2-pyrrolidone (HEP).

[0055] The ink composition of this embodiment contains a lactam compound as a water-soluble organic solvent, and the content of the lactam compound relative to the total amount of the ink composition is preferably 1.0% by mass or more and 10% by mass or less. By keeping the content of the lactam compound within the above range, there is a tendency to improve the water resistance and / or clogging reliability of the ink composition. From the same point of view, the content of the lactam compound relative to the total amount of the ink composition is more preferably 2.0% by mass or more and 9.0% by mass or less, and even more preferably 3.0% by mass or more and 8.0% by mass or less.

[0056] The total content of water-soluble organic solvents relative to the total amount of the ink composition is preferably 10% by mass or more and 50% by mass or less, more preferably 15% by mass or more and 40% by mass or less, and even more preferably 20% by mass or more and 35% by mass or less. By keeping the total content of water-soluble organic solvents within the above range, there is a tendency to improve the water resistance and / or clogging reliability of the ink composition.

[0057] 1.3. Water

[0058] The ink composition of this embodiment contains water. Examples of water include pure water and ultrapure water such as deionized water, ultrafiltered water, reverse osmosis water, and distilled water.

[0059] From the viewpoint of further reliably achieving the effects of the present invention, the water content relative to the total amount of the ink composition is preferably 30% by mass or more and 95% by mass or less, more preferably 40% by mass or more and 90% by mass or less, further preferably 50% by mass or more and 80% by mass or less, and even more preferably 55% by mass or more and 75% by mass or less.

[0060] 1.4. Surfactants

[0061] The ink composition may contain a surfactant. The surfactant is not particularly limited, and examples include acetylene glycol-based surfactants, fluorinated surfactants, and silicone surfactants. From the viewpoint of reliably achieving the effects of the present invention, acetylene glycol-based surfactants are preferred. It should be noted that a single surfactant or two or more surfactants may be used in combination.

[0062] As an acetylene glycol-based surfactant, it is not particularly limited, and examples include: epoxide adducts of 2,4,7,9-tetramethyl-5-decyn-4,7-diol and 2,4,7,9-tetramethyl-5-decyn-4,7-diol, as well as epoxide adducts of 2,4-dimethyl-5-decyn-4-ol and 2,4-dimethyl-5-decyn-4-ol, etc.

[0063] As fluorinated surfactants, they are not particularly limited and can be exemplified by: perfluoroalkyl sulfonates, perfluoroalkyl carboxylates, perfluoroalkyl phosphates, perfluoroalkyl ethylene oxide adducts, perfluoroalkyl betaines, and perfluoroalkyl amine oxide compounds.

[0064] Examples of organosilicon surfactants include: polysiloxane compounds and polyether-modified organosilicon compounds.

[0065] The surfactant content relative to the total amount of the ink composition is preferably 0.1% by mass or more and 3.0% by mass or less, more preferably 0.2% by mass or more and 2.0% by mass or less, and even more preferably 0.3% by mass or more and 1.0% by mass or less. By keeping the surfactant content within the above range, the effects of the present invention are further reliably achieved.

[0066] 1.5. pH adjuster

[0067] The ink composition may contain a pH adjuster. Examples of pH adjusters are not particularly limited and include, for example, inorganic acids (e.g., sulfuric acid, hydrochloric acid, nitric acid, etc.), inorganic bases (e.g., lithium hydroxide, sodium hydroxide, potassium hydroxide, ammonia, etc.), organic bases (triethanolamine, diethanolamine, monoethanolamine, triisopropanolamine), and organic acids (e.g., adipic acid, citric acid, succinic acid, etc.). From the viewpoint of further reliably achieving the effects of the present invention, triisopropanolamine is preferably included as the pH adjuster. A single pH adjuster may be used, or two or more may be used in combination.

[0068] The content of the pH adjuster relative to the total amount of the ink composition is preferably 0.05% by mass or more and 5.0% by mass or less, more preferably 0.10% by mass or more and 3.0% by mass or less, and even more preferably 0.15% by mass or more and 2.0% by mass or less. If the content of the pH adjuster is within the above range, the effects of the present invention will be more reliably achieved.

[0069] 1.6. Preservatives

[0070] The ink composition may contain a preservative. Examples of preservatives include Proxel CRL, Proxel BDN, Proxel GXL, Proxel XL-2, Proxel IB, or Proxel TN. From the viewpoint of further reliably achieving the effects of the present invention, Proxel XL-2 is preferably used as the preservative. A single preservative may be used, or two or more may be used in combination.

[0071] The content of the preservative relative to the total amount of the ink composition is preferably 0.05% by mass or more and 5.0% by mass or less, more preferably 0.1% by mass or more and 3.0% by mass or less, and even more preferably 0.2% by mass or more and 2.0% by mass or less. If the content of the pH adjuster is within the above range, the effects of the present invention will be more reliably achieved.

[0072] 1.7. Chelating agents

[0073] The ink composition may contain a chelating agent. The chelating agent has the property of trapping ions. Examples of chelating agents are not particularly limited, but include, for example: ethylenediaminetetraacetic acid (EDTA) or its salts (e.g., disodium EDTA), 3-hydroxy-2,2'-iminodisuccinic acid (3-hydroxy-2,2'-iminodisuccinic acid) or its salts (e.g., tetrasodium 3-hydroxy-2,2'-iminodisuccinic acid), and iminodisuccinic acid or its salts (e.g., tetrasodium iminodisuccinic acid). From the viewpoint of further reliably achieving the effects of the present invention, disodium EDTA is preferably used as the chelating agent.

[0074] The content of the chelating agent relative to the total amount of the ink composition is preferably 0.001% by mass or more and 1.0% by mass or less, more preferably 0.005% by mass or more and 0.5% by mass or less, and even more preferably 0.008% by mass or more and 0.1% by mass or less. By keeping the content of the pH adjuster within the above range, the effects of the present invention will be more reliably achieved.

[0075] 1.8. Other additives

[0076] The ink composition may also optionally include mildew inhibitors, antioxidants, UV absorbers, deoxidizers, or co-solvents, as well as various additives that can be used in ordinary inks. It should be noted that each additive may be used alone or in combination of two or more.

[0077] 1.9. Method for manufacturing ink compositions for printing and dyeing

[0078] The method for manufacturing the ink composition for printing and dyeing in this embodiment is not particularly limited, and examples include: a method of mixing compound A, compound B, a water-soluble organic solvent, water, and other optional components.

[0079] 2. Printing and dyeing methods

[0080] The printing and dyeing method of the ink composition is not particularly limited as long as it is a method that can color the ink composition of this embodiment onto the dyeing medium, and a known printing and dyeing method can be used. For example, a printing and dyeing method having the following steps can be listed: a treatment liquid adhesion step, in which the treatment liquid composition is adhered to the fabric; and a printing and dyeing ink adhesion step, in which the above-mentioned printing and dyeing ink composition is adhered to the above-mentioned fabric that has been adhered to the above-mentioned treatment liquid composition.

[0081] 2.1. Processing liquid adhesion procedure

[0082] The treatment liquid adhesion process is the process of adhering the treatment liquid composition to the fabric. The method for adhering the treatment liquid composition to the fabric is not particularly limited, and examples include: pad-dyeing, which immerses the treatment liquid composition in the fabric by pressing it with rollers; spraying the treatment liquid composition onto the fabric; and inkjet printing, which adheres the treatment liquid composition to the fabric.

[0083] The processing liquid composition comprises a polyvalent metal salt or cationic polymer and water, and may optionally contain other components. The polyvalent metal salt or cationic polymer, used as a coagulant in printing and dyeing ink compositions, can produce recordings with excellent color development.

[0084] 2.2. Printing and dyeing ink adhesion process

[0085] The printing ink adhesion process involves ejecting a printing ink composition from an inkjet head and adhering it to the fabric that has already been coated with the aforementioned treatment liquid composition. Specifically, a pressure generating mechanism located within the inkjet head is driven to eject the printing ink composition, which is filled in the pressure generating chamber of the inkjet head, from the nozzle. This ejection method is also called inkjet printing. It should be noted that one ink composition can be adhered to the same area of ​​the fabric, or a process can be performed to adhere two or more ink compositions to the same area of ​​the fabric in one or multiple applications.

[0086] In addition, the treatment liquid application process can also be performed simultaneously with the printing and dyeing ink application process. That is, it can be performed by applying the treatment liquid composition and the ink composition to the same scanning area of ​​the fabric through the same main scan.

[0087] When applying an ink composition to a recording surface using an inkjet recording device, the inkjet recording device used is not particularly limited and can be either serial or linear. As an example of an inkjet recording device... Figure 1 A perspective view of a serial recording device is shown. (For example...) Figure 1 As shown, the serial recording device 10 includes a conveying section 120 and a recording section 130. The conveying section 120 conveys the recording medium F supplied to the serial recording device to the recording section 130 and discharges the recorded recording medium outside the serial recording device. Specifically, the conveying section 120 has various feed rollers that convey the incoming recording medium F in the sub-scanning direction T1.

[0088] Furthermore, the recording unit 130 in the recording apparatus includes a carriage 134 and a carriage moving mechanism 135. The carriage 134 is equipped with an inkjet head 131, which has a nozzle that ejects an ink composition to the recording medium F fed from the transport unit 120. The carriage moving mechanism 135 moves the carriage 134 along the main scanning directions S1 and S2 of the recording medium F. The recording medium F can be a dyed medium or an intermediate transfer medium.

[0089] In addition, the recording unit 130 in the recording device has a nozzle for ejecting the ink composition.

[0090] In a serial recording device, an inkjet head 131 with a length shorter than the width of the recording medium is used. Recording is performed in multiple passes (multi-passes) by moving the head. Alternatively, in the serial recording device, the head 131 is mounted on a carriage 134 that moves in a predetermined direction. The head moves with the carriage, ejecting an ink composition onto the recording medium. Thus, adhesion is performed in two or more passes (multi-passes). It should be noted that each pass is also referred to as a main scan. Sub-scans, which transport the recording medium, are performed between passes. That is, main scans and sub-scans are performed alternately.

[0091] Example

[0092] The present invention will now be specifically described using examples and comparative examples. The present invention is not limited to the following examples.

[0093] 1. Production of printed materials

[0094] 1.1. Preparation of ink composition

[0095] The components were added to a mixing tank and mixed to form the compositions described in Tables 1-3. The mixtures were then filtered using a 10 μm membrane filter to obtain the inkjet ink compositions of each example. It should be noted that, unless otherwise specified, the values ​​for each component shown in the tables represent mass percent. Additionally, the values ​​for pH adjusters and chelating agents in the tables represent mass percent of the solid components.

[0096] The abbreviations used in Tables 1-3 and the detailed information on product ingredients are as follows.

[0097] [dye]

[0098] • Compound A (which can be obtained by the method described in the synthesis of compound A below).

[0099] (Synthesis of compound A)

[0100] The colorant (dye) represented by compound A can be obtained by the following methods.

[0101] While maintaining 4,4'-diaminodiphenylcyclohexane hydrochloride below 10°C, an aqueous solution of sodium nitrite was added to perform diazotization. Next, the resulting diazo compound was conjugated with an equimolar amount of 2-naphthol-6,8-disulfonic acid as 4,4'-diaminodiphenylcyclohexane hydrochloride. Then, phenol was added, and the mixture was reacted at 0–3°C for 1 hour. Sodium carbonate was then added until pH = 10, and the reaction was continued for 10 hours. After filtering the reactants, hot water was added to dissolve them, potassium carbonate was added to form a salt, which was then filtered at high temperature. The resulting salt was removed by ultrafiltration and dried to obtain compound A. It should be noted that in the formation of compound A, purification was performed using high-performance liquid chromatography (HPLC) to remove byproducts such as compounds without 2-naphthol-6,8-disulfonic acid addition and compounds with two 2-naphthol-6,8-disulfonic acids addition. Compound A is a potassium salt compound represented by formula (1).

[0102] • Compound B (which can be obtained by the method described in the synthesis of compound B below).

[0103] (Synthesis of compound B)

[0104] The colorant (dye) represented by compound B can be obtained by the following methods.

[0105] While maintaining 4,4'-diaminodiphenylcyclohexane hydrochloride below 10°C, an aqueous solution of sodium nitrite was added to perform diazotization. Then, the resulting diazo compound was conjugated with 2-naphthol-6,8-disulfonic acid in a molar amount twice that of 4,4'-diaminodiphenylcyclohexane hydrochloride until the endpoint was reached. After filtering the reaction mixture, hot water was added to dissolve it, potassium carbonate was added to form a salt, which was then filtered at high temperature. The salt was removed by ultrafiltration and dried to obtain compound B. It should be noted that in the formation of compound B, purification was performed using high-performance liquid chromatography (HPLC) to remove byproducts such as compounds that had not undergone 2-naphthol-6,8-disulfonic acid addition and compounds that had undergone 2-naphthol-6,8-disulfonic acid addition. Compound B is a potassium salt compound represented by formula (2).

[0106] Compound C (Acid Orange 94)

[0107] [Water-soluble organic solvents]

[0108] HEP (N-(2-hydroxyethyl)-2-pyrrolidone)

[0109] ·TEGmBE (triethylene glycol monobutyl ether)

[0110] ·glycerin

[0111] Triethylene glycol

[0112] [surfactant]

[0113] •Olfine PD002W (trade name, acetylene glycol surfactant, manufactured by Nissin Chemical Industry Co., Ltd.)

[0114] pH adjuster

[0115] Tripropanolamine

[0116] [preservative]

[0117] • Proxel XL-2 (Benzothiazolin-3-one, manufactured by SC Johnson Co., Ltd.)

[0118] [Chlorinating agents]

[0119] •EDTA (disodium dihydrogen ethylenediaminetetraacetic acid dihydrate)

[0120] 1.2. Preparation of the treatment solution

[0121] Five parts by weight of polyoxyethylene diisopropyl ether (ethylene oxide = 30 mol), five parts by weight of etherified carboxymethyl cellulose, 100 parts by weight of urea, and 10 parts by weight of sodium isobenzenesulfonate were thoroughly mixed. Then, 1000 parts by weight of deionized water were gradually added in small amounts while stirring at 60°C for 30 minutes. Next, 30 parts by weight of sodium carbonate were added to the stirred solution, and the mixture was stirred for 10 minutes. The solution was then filtered through a 10 μm membrane filter to obtain the treated solution.

[0122] 1.3. Printing Method

[0123] The treatment solution obtained above is applied to the fabric and dried by rolling with rollers at a 20% washout rate. Next, the various ink compositions prepared above are filled into the ink cartridge of an inkjet printer (manufactured by Seiko Epson, product name "PX-G930"). Using this printer, fabric (100% silk; 90 g / m²) pretreated with the treatment solution prepared above is dried. 2 Various ink compositions are applied to the fabric to record images. The printing resolution is 720×720 dpi. Images are formed on the fabric according to a solid pattern with 100% ink droplet duty, thus creating printed materials.

[0124] The fabric after printing the image is steamed at 100°C for 20 minutes, then washed at 55°C for 10 minutes with an aqueous solution containing 0.2 parts by weight of Laccol STA (a surfactant manufactured by Meisei Chemical Co., Ltd.), and then dried to obtain the printed material. Here, "solid pattern" refers to a pattern formed by all the recorded points in the pixel area, which is the smallest recording unit area defined by the recording resolution.

[0125] 2. Evaluation Methods

[0126] 2.1. Water resistance

[0127] For each of the obtained printed and dyed fabrics, a water resistance test was conducted according to the method described in JIS L 0846:2004. It should be noted that the first and second supplementary white fabrics used in the test were made of the same fabric, specifically cotton (3-3 grade) as described in JIS L 0803. These supplementary white fabrics were purchased from the Japan Standards Institute. The water resistance grade was evaluated according to the following evaluation criteria, based on the visual method of clause 10a) of JIS L 0801. The evaluation results based on the following criteria are shown in Tables 1-3. A water resistance grade of B or higher is considered good.

[0128] (Evaluation Criteria)

[0129] A: Water resistance level is 4 or above;

[0130] B: Water resistance is level 3 or higher but lower than level 4;

[0131] C: Water resistance is level 2 or higher but lower than level 3;

[0132] D: Water resistance is below level 2.

[0133] 2.2. Blocking Reliability

[0134] Each example of the manufactured water-based inkjet printing ink composition was filled into a row of printheads in an inkjet printer (product name "PX-G930", manufactured by Seiko Epson Corporation), and normal printhead output was confirmed. Then, the printhead was moved away from the standby position and stopped in the printing area, and placed in this state at 40°C and 20% RH for 14 days. After this period, the printhead was returned to the standby position, and a cleaning operation was performed. The number of cleaning cycles required to resume printhead output was counted. The evaluation results based on the following criteria are shown in Tables 1-3. A clogging reliability of D or higher is considered good.

[0135] (Evaluation Criteria)

[0136] A: All nozzles can be restored with less than one cleaning;

[0137] B: Restore all nozzles by cleaning 2 to 3 times;

[0138] C: Restore all nozzles by cleaning 4 to 5 times;

[0139] D: Restore all nozzles by cleaning 6 to 9 times;

[0140] E: It did not recover even after 10 cleanings.

[0141] 2.3. Metamerism

[0142] (Evaluation Method)

[0143] The fabric printed with each ink composition was illuminated sequentially by D65 light source and F11 light source, and the metamerism caused by the difference in light source was observed by visual inspection.

[0144] (Evaluation Criteria)

[0145] A: When the printed fabric is illuminated by D65 light source and F11 light source, almost no metamerism is found even through visual observation and comparison.

[0146] B: By illuminating the printed fabric with D65 and F11 light sources, and comparing the results through visual inspection, some differences in hue (metamery) were found.

[0147] C: By illuminating the fabric printed with various inks using D65 and F11 light sources, and comparing the results through visual inspection, differences in hue (metamery) were found, but were within acceptable levels.

[0148] D: By illuminating the fabric printed with various inks using D65 and F11 light sources, and comparing the results through visual inspection, differences in hue (metamery) were found, which were found to be at an unacceptable level.

[0149] 2.4.Lightfastness

[0150] Using a Xenon lightfastness tester (Sugatest, Inc., product name "XL-75s"), the printed and dyed materials of each example were exposed for 10 days at 23°C, 50% RH, and 70,000 lux. The hue of the samples before and after exposure was determined using a spectral densitometer (trade name "Spectrolino", manufactured by X-RITE) under the following conditions: light source: D65, condition: DIN_NB, viewing angle: 10 degrees, filter: UV. The L*, a*, and b* values ​​of each printed and dyed material were measured. Based on the following calculation formula, the hue difference (ΔE) of the printed material before and after printing (initial and 10th day) was calculated. * The lightfastness is evaluated according to the following evaluation criteria.

[0151] ΔE * ={(ΔL) * ) 2 +(Δa * ) 2 +(Δb * ) 2} 1 / 2 ...(Mathematical Formula 2)

[0152] ΔL * =L * 1-L * 2···(Mathematical Expression 3)

[0153] Δa * =a * 1-a * 2···(Mathematical Expression 4)

[0154] Δb * =b * 1-b * 2···(Mathematical Expression 5)

[0155] Among them, L * 1. a * 1. b * 1 represents the measured value of the initial printed and dyed material, L * 2. a *2. b * 2 represents the measurement value 10 days after exposure. The evaluation results based on the following criteria are shown in Tables 1-3.

[0156] (Evaluation Criteria)

[0157] A: ΔE * Below 10;

[0158] B: ΔE * A value between 10 and 12.5;

[0159] C: ΔE * It is 12.5 or higher and lower than 15;

[0160] D: ΔE * A value between 15 and 17.5;

[0161] E: ΔE * It is above 17.5.

[0162] [Table 1]

[0163] [Table 1]

[0164]

[0165] [Table 2]

[0166] [Table 2]

[0167]

[0168] [Table 3][Table 3]

[0169]

[0170] 3. Evaluation Results

[0171] Tables 1-3 show the composition of the inks used in each example and the evaluation results.

[0172] As can be seen from 1 to 3, the ink composition for inkjet printing and dyeing has excellent water resistance and clogging reliability. The ink composition for inkjet printing and dyeing contains pigment, water-soluble organic solvent, and water. The pigment is composed of the following: (1)

[0173] Compound A is represented by equation (2), and compound B is represented by equation (2), wherein the content a of compound A is related to...

[0174] The mass ratio (a / b) of the content of compound B is greater than 1.0 and less than 99.

Claims

1. An ink composition for inkjet printing and dyeing, characterized in that, It contains colorants, water-soluble organic solvents, and water. The colorant comprises compound A represented by formula (1) and compound B represented by formula (2). The mass ratio of the content a of compound A to the content b of compound B, a / b, is 1.0 or more and 99 or less. In the formula, M 1 Each can be independently represented by Li, Na, K, or NH4. Additionally, M... 2 Each can be independently represented as Li, Na, K, or NH4. The content a of compound A is 0.5% by mass or more and 12.5% ​​by mass or less.

2. The ink composition for inkjet printing and dyeing according to claim 1, wherein, The mass ratio a / b is greater than 1.0 and less than 2.

7.

3. The ink composition for inkjet printing and dyeing according to claim 1, wherein, The colorant comprises a compound represented by formula (3), In the formula, M 3 Each can be independently represented as Li, Na, K, or NH4.

4. The ink composition for inkjet printing and dyeing according to claim 3, wherein, The mass ratio (a+b) of the total content of compound A and compound B to the content c of compound C is 5.0 or more and 9.0 or less.

5. The ink composition for inkjet printing and dyeing according to claim 1, wherein, The water-soluble organic solvent contains a lactam compound. The content of the lactam compound is 1.0% by mass or more and 10% by mass or less relative to the total amount of the ink composition.

6. The ink composition for inkjet printing and dyeing according to claim 1, wherein, The water-soluble organic solvent contains N-hydroxyethylpyrrolidone.

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