WO2022075025A1 - 着色液、着色液セット、記録物及び疎水性繊維の捺染方法 - Google Patents

着色液、着色液セット、記録物及び疎水性繊維の捺染方法 Download PDF

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WO2022075025A1
WO2022075025A1 PCT/JP2021/033996 JP2021033996W WO2022075025A1 WO 2022075025 A1 WO2022075025 A1 WO 2022075025A1 JP 2021033996 W JP2021033996 W JP 2021033996W WO 2022075025 A1 WO2022075025 A1 WO 2022075025A1
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Prior art keywords
coloring liquid
compound
polyoxyethylene
coloring
examples
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PCT/JP2021/033996
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English (en)
French (fr)
Japanese (ja)
Inventor
里麻 赤沼
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日本化薬株式会社
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Priority to JP2022555333A priority Critical patent/JPWO2022075025A1/ja
Publication of WO2022075025A1 publication Critical patent/WO2022075025A1/ja

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41J—TYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS
    • B41J2/00—Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed
    • B41J2/005—Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed characterised by bringing liquid or particles selectively into contact with a printing material
    • B41J2/01—Ink jet
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B44—DECORATIVE ARTS
    • B44C—PRODUCING DECORATIVE EFFECTS; MOSAICS; TARSIA WORK; PAPERHANGING
    • B44C1/00—Processes, not specifically provided for elsewhere, for producing decorative surface effects
    • B44C1/16—Processes, not specifically provided for elsewhere, for producing decorative surface effects for applying transfer pictures or the like
    • B44C1/165—Processes, not specifically provided for elsewhere, for producing decorative surface effects for applying transfer pictures or the like for decalcomanias; sheet material therefor
    • B44C1/17—Dry transfer
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/28—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/006—Preparation of organic pigments
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/30—Inkjet printing inks
    • C09D11/32—Inkjet printing inks characterised by colouring agents
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/30—Inkjet printing inks
    • C09D11/40—Ink-sets specially adapted for multi-colour inkjet printing
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/16—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dispersed, e.g. acetate, dyestuffs
    • D06P1/20—Anthraquinone dyes
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/003—Transfer printing

Definitions

  • the present invention relates to a coloring liquid, and a coloring liquid set using the coloring liquid, a recorded material, and a method for printing hydrophobic fibers.
  • the hydrophobic fiber cloth such as polyester fiber is generally dyed with a coloring material insoluble in water. Therefore, as a water-based ink for printing hydrophobic fibers by an inkjet recording method, it is generally necessary to disperse a water-insoluble coloring material in water and use a dispersed ink having good performance such as dispersion stability.
  • Inkjet printing methods for hydrophobic fibers typified by polyester fibers are roughly classified into the following two methods.
  • a direct printing method in which the dye in the ink is dyed on the fibers by heat treatment such as high-temperature steaming after directly applying (printing) ink to the fibers, and applying ink (printing) to an intermediate recording medium (dedicated transfer paper, etc.).
  • This is a sublimation transfer method in which the ink-applied surface of the intermediate recording medium and the hydrophobic fiber are overlapped with each other, and then the dye is transferred from the intermediate recording medium to the fiber side by heat.
  • the sublimation transfer method is mainly used for printing of banners and the like, and an easy sublimation type dye having excellent transfer suitability to polyester by heat treatment is used in the ink.
  • a processing process (1) Printing process: A process of applying dye ink to an intermediate recording medium by an inkjet printer.
  • Ink ejection stability is one of the performance requirements for ink used in inkjet printing.
  • it is necessary to eject ink as small droplets from a thin nozzle, and there is a demand for a coloring liquid that does not cause ejection defects even in continuous operation for a long time and can obtain a high-quality printed matter. ..
  • a water-soluble organic solvent as a moisturizing agent and a surfactant as a surface tension adjusting agent are used for a dye dispersion liquid in which a water-insoluble colorant selected from a dispersion dye and an oil-soluble dye is dispersed in water.
  • additives pH adjusters, antiseptic and antifungal agents, antifoaming agents, etc.
  • Disperse Blue 359 As a colorant used for cyan ink in the sublimation transfer method, C.I. I. Disperse Blue 359 is known, and C.I. I. By using Disperse Blue 359, it is possible to obtain a good hue of blue with high saturation. However, there is a problem that the discharge stability of the coloring liquid is lowered when the colorant is used alone, and improvement of the discharge stability is required.
  • An object of the present invention is to provide a coloring liquid having a wide hue expression range in the cyan to blue region and excellent in color development and ejection stability.
  • the water-insoluble colorant contains at least a water-insoluble colorant.
  • A Compound A, in which any one of the substituents R1 to R6 in the following formula ( 1 ) is a cyano group and the other five are hydrogen atoms.
  • B Compound B in which at least two of the substituents R1 to R6 in the following formula (1) are cyano groups and all the substituents other than the cyano group are hydrogen atoms, in the following formula (1).
  • the total mass X of the above (a) and the total mass Y of the above (b) include at least one compound selected from the group consisting of the compound C in which the substituents R 1 to R 6 are all hydrogen atoms. , X / Y ⁇ 7.4, and found that the coloring liquid satisfying the above-mentioned problem solves the above-mentioned problems, and completed the present invention.
  • compound A which is a main colorant
  • compound B which is a main colorant
  • compound C by containing at least one compound selected from the group consisting of specific compound B and compound C having an anthraquinone skeleton in the molecule. It was possible to suppress crystal growth and contribute to the storage stability of the coloring liquid. By achieving this performance, it is possible to effectively prevent head filters, nozzle clogging, and the like when the coloring liquid is used as ink for an inkjet printer, which has a good effect on ink ejection stability.
  • compound A In order to obtain a printed matter having high color development and saturation, it is preferable to use compound A alone, but from the viewpoint of the above-mentioned ejection stability, it is necessary to add compound B and / or compound C, and the compound It has been found that it is necessary to blend compound B and / or compound C in a specific ratio in order not to reduce the color development and saturation of the printed matter obtained from the coloring liquid using A. As a result, it was possible to obtain a printed material having good ejection stability and high color development and saturation.
  • the present invention relates to the following 1) to 12).
  • the water-insoluble colorant contains at least a water-insoluble colorant.
  • A Compound A, in which any one of the substituents R1 to R6 in the following formula ( 1 ) is a cyano group and the other five are hydrogen atoms.
  • B Compound B in which at least two of the substituents R1 to R6 in the following formula (1) are cyano groups and all the substituents other than the cyano group are hydrogen atoms, in the following formula (1).
  • the total mass X of the above (a) and the total mass Y of the above (b) include at least one compound selected from the group consisting of the compound C in which the substituents R 1 to R 6 are all hydrogen atoms. , X / Y ⁇ 7.4, a coloring liquid.
  • the coloring solution according to 4 which comprises at least one selected from the group.
  • the coloring solution according to 5 wherein the formalin condensate of aromatic sulfonic acid or a salt thereof contains a formalin condensate of creosote oil sulfonic acid or a salt thereof.
  • the polyoxyethylene arylphenyl ether is described in 5) or 6), wherein the polyoxyethylene arylphenyl ether is a polyoxyethylene styrylphenyl ether and / or the polyoxyethylene arylphenyl ether sulfate is a polyoxyethylene styrylphenyl ether sulfate. Coloring liquid.
  • hydrophobic fiber comprising a transfer step of transferring the recorded image to the hydrophobic fiber by contacting the hydrophobic fiber with the adhering surface of the droplet of the coloring liquid or the coloring liquid set in the above and heat-treating. Printing method.
  • the colorant of the present invention contains at least a water-insoluble colorant, and the water-insoluble colorant is a water-insoluble colorant.
  • A Compound A in which any one of the substituents R1 to R6 in the above formula ( 1 ) is a cyano group and the other five are hydrogen atoms.
  • B Compound B in which at least two of the substituents R1 to R6 in the above formula (1) are cyano groups and all the substituents other than the cyano group are hydrogen atoms, in the above formula (1).
  • the total mass X of the above (a) and the total mass Y of the above (b) include at least one compound selected from the group consisting of the compound C in which the substituents R 1 to R 6 are all hydrogen atoms. , X / Y ⁇ 7.4, which is a coloring liquid.
  • the compound A is not particularly limited as long as any one of the substituents R1 to R6 in the above formula ( 1 ) is a cyano group and the other five are hydrogen atoms, and the above formula (1). It is preferable that R 1 in the above is a cyano group.
  • Compound A includes C.I. I. Disperse blue 359 is preferred. Compound A may be used alone or in combination of two or more.
  • the compound B is not particularly limited as long as it is a compound in which at least two of the substituents R1 to R6 in the above formula (1) are cyano groups and all the substituents other than the cyano group are hydrogen atoms. Instead, it is preferable that R 1 and R 2 in the above formula (1) are cyano groups. Compound B may be used alone or in combination of two or more.
  • the compound C is a compound in which all of R 1 to R 6 in the above formula (1) are hydrogen atoms.
  • the compound represented by the above formula (1) is, for example, the above C.I. I. It can be obtained as a commercially available dye such as Disperse Blue 359.
  • the compound B can be obtained by referring to, for example, Japanese Patent Publication No. 5-065358.
  • the compound C can be obtained by referring to, for example, the non-patent document Zhurnal Organicheskoi Khimii Volume18 Issue7 Pages1539-49.
  • the total mass X of the above (a) and the total mass Y of the above (b) satisfy the relationship of X / Y ⁇ 7.4, and it is preferable that X / Y ⁇ 10. It is more preferable that Y ⁇ 11. Further, from the viewpoint of discharge stability, X / Y ⁇ 1000 is preferable, X / Y ⁇ 500 is more preferable, X / Y ⁇ 490 is more preferable, and X / Y ⁇ 100. It is particularly preferable that there is, and it is extremely preferable that X / Y ⁇ 60.
  • the content of the water-insoluble colorant in the coloring liquid is preferably 0.01% or more, preferably 40% or less, more preferably 0.1% or more and 20% or less, and more preferably 0.5. It is more preferably% or more and 15% or less.
  • the coloring liquid may further contain a dispersant.
  • the dispersant examples include styrene- (meth) acrylic copolymer, formalin condensate of aromatic sulfonic acid or a salt thereof, polyoxyethylene arylphenyl ether, polyoxyethylene phenyl ether sulfate, polyoxyethylene naphthyl ether and the like. Can be used.
  • the styrene- (meth) acrylic copolymer is a copolymer of a styrene-based monomer and a (meth) acrylic-based monomer.
  • (meth) acrylic means "acrylic" and / or "methacrylic".
  • copolymers include ( ⁇ -methyl) styrene-acrylic acid copolymer, ( ⁇ -methyl) styrene-acrylic acid-acrylic acid ester copolymer, and ( ⁇ -methyl) styrene-methacrylic acid copolymer.
  • Polymers ( ⁇ -methyl) styrene-methacrylic acid-acrylic acid ester copolymers, ( ⁇ -methyl) styrene- (anhydrous) maleic acid copolymers, acrylic acid esters- (anhydrous) maleic acid copolymers, ( ⁇ -Methyl) styrene-acrylic acid ester- (anhydrous) maleic acid copolymer, acrylic acid ester-allylsulfonic acid ester copolymer, acrylic acid ester-styrenesulfonic acid copolymer, ( ⁇ -methyl) styrene-methacryl Examples thereof include sulfonic acid copolymers, polyester-acrylic acid copolymers, polyester-acrylic acid-acrylic acid ester copolymers, polyester-methacrylic acid copolymers, polyester-methacrylic acid-acrylic acid ester copolymers; and the like.
  • the compound containing an aromatic hydrocarbon group is preferably styrene.
  • ( ⁇ -methyl) styrene is used in the present specification as a meaning including ⁇ -methylstyrene and styrene.
  • the dispersant is a styrene- (meth) acrylic copolymer, a formarin condensate of aromatic sulfonic acid or a salt thereof, polyoxyethylene aryl phenyl ether, polyoxyethylene phenyl ether.
  • Those containing at least one dispersant selected from the group consisting of sulfate and polyoxyethylene naphthyl ether are preferable.
  • the content of the dispersant in the coloring liquid (dye dispersion liquid) is usually 1 to 36%, preferably 1 to 30%, more preferably 1 to 20%, still more preferably 1 to 15%.
  • dispersant examples include Joncryl RTM 52J, 57J, 60J, 63J, 70J, JDX-6180, HPD-196, HPD96J, PDX-6137A, 6610, JDX-6500, JDX-6339, PDX-6102B, PDX. 6124, 67, 678, 680, 682, 683, 690 (manufactured by BASF) and the like can be mentioned, but the present invention is not limited thereto.
  • the superscript RTM means a registered trademark.
  • the dispersant in the coloring liquid preferably has a weight average molecular weight of 1,000 to 20,000, more preferably 2,000 to 19,000, and particularly preferably 5,000 to 17,000.
  • the weight average molecular weight of the dispersant (styrene- (meth) acrylic copolymer, etc.) is measured by a GPC (gel permission chromatograph) method.
  • the acid value of the styrene- (meth) acrylic copolymer used as the dispersant is preferably 50 to 250 mgKOH / g, more preferably 100 to 250 mgKOH / g, and particularly preferably 150 to 250 mgKOH / g. preferable.
  • the acid value of the dispersant (resin) represents the number of mg of KOH required to neutralize 1 g of the dispersant (resin), and is measured according to JIS-K3054.
  • the glass transition temperature of the styrene- (meth) acrylic copolymer used as the dispersant is preferably 45 ° C to 135 ° C, more preferably 55 ° C to 120 ° C, and particularly preferably 60 to 110 ° C.
  • styrene- (meth) acrylic copolymer which is a preferable dispersant in the above coloring liquid
  • Dispersion of the colorant can be performed by, for example, the following method.
  • a dispersant styrene- (meth) acrylic copolymer, etc.
  • a water-soluble organic solvent e.g., ethylene glycol dimethacrylate, ethylene glycol dimethacrylate, ethylene glycol dimethacrylate, ethylene glycol dimethacrylate, ethylene glycol dimethacrylate, ethylene glycol dimethacrylate, etc.
  • a dispersant solution styrene- (meth) acrylic copolymer, etc.
  • an alkaline compound and water are added thereto. It is added to lower the temperature to obtain an emulsified (emulsion or microemulsion) liquid, and the prepared emulsion liquid and a colorant are mixed and dispersed.
  • the formalin condensate of the aromatic sulfonic acid or a salt thereof is an anionic surfactant obtained by the condensation reaction of the aromatic sulfonic acid and formalin.
  • the "salt” include salts such as sodium salt, potassium salt and lithium salt.
  • the formalin condensate of aromatic sulfonic acid or a salt thereof is referred to as a formalin condensate of aromatic sulfonic acid or a salt thereof or a mixture thereof (hereinafter, unless otherwise specified, "formalin condensate of sulfonic acid”. , "The salt, or a mixture thereof" is also included) and the like are preferable.
  • cleosort oil sulfonic acid cresol sulfonic acid, phenol sulfonic acid, ⁇ -naphthalen sulfonic acid, ⁇ -naphthol sulfonic acid, ⁇ -naphthalen sulfonic acid and ⁇ -naphthol sulfonic acid, benzene sulfonic acid, cresol sulfonic acid, 2-
  • examples thereof include formarin condensates such as naphthol-6-sulfonic acid, lignin sulfonic acid and methylnaphthalene sulfonic acid.
  • each formarin condensate of cleosort oil sulfonic acid, ⁇ -naphthalene sulfonic acid, lignin sulfonic acid, and methylnaphthalene sulfonic acid is preferable.
  • These are available as commercial products with various trade names.
  • Demor N is used as a formalin condensate of ⁇ -naphthalene sulfonic acid
  • Demor C is used as a formalin condensate of creosote oil sulfonic acid
  • Demor SN-B is used as a formalin condensate of special aromatic sulfonic acid. Kao Co., Ltd.); etc.
  • Examples of the formalin condensate of creosote oil sulfonic acid include Laberin W series, and examples of the formalin condensate of methylnaphthalene sulfonic acid include Laberin AN series (both manufactured by Daiichi Kogyo Seiyaku Co., Ltd.). Among these, Demor N, Laberin AN series, and Laberin W series are preferable, Demor N and Laberin W are more preferable, and Labelin W is further preferable.
  • Examples of the lignin sulfonic acid include Vanillex N, Vanillex RN, Vanillex G, Pearllex DP (all manufactured by Nippon Paper Industries, Ltd.) and the like. Among these, Vanillex RN, Vanillex N, and Vanillex G are preferable.
  • polyoxyethylene arylphenyl ether examples include styrylphenol compounds such as polyoxyethylene styrylphenyl ether, polyoxyethylene distyrylphenyl ether, polyoxyethylene tristylylphenyl ether, and polyoxyethylene tetrastyrylphenyl ether; polyoxy.
  • styrylphenol compounds such as polyoxyethylene styrylphenyl ether, polyoxyethylene distyrylphenyl ether, polyoxyethylene tristylylphenyl ether, and polyoxyethylene tetrastyrylphenyl ether
  • polyoxy. Benzylphenol compounds such as ethylenebenzylphenyl ether, polyoxyethylenedibenzylphenyl ether, polyoxyethylene tribenzylphenyl ether; cumylphenol compounds such as polyoxyethylene cumylphenyl ether; polyoxyethylene naphthylphenyl ether, polyoxyethylene Examples thereof include biphenyl ether and polyoxyethylene
  • the number of repetitions of the polyoxyethylene group in the polyoxyethylene arylphenyl ether is preferably 1 to 30, more preferably 15 to 30.
  • the number of repetitions is 1 or more, the compatibility with an aqueous solvent or the like tends to be excellent. Further, when the number of repetitions is 30 or less, the viscosity tends not to be too high.
  • polyoxyethylene arylphenyl ethers polyoxyethylene styrylphenyl ether is preferable.
  • polyoxyethylene styrylphenyl ether examples include, for example, Pionin D-6112, Pionin D-6115, Pionin D-6120, Pionin D-6131, Pionin D-6512, Takesurf D-6413, DTD-51, Pionin D. -6112, Pionin D-6320 (above, manufactured by Takemoto Oil & Fat Co., Ltd.); TS-1500, TS-2000, TS-2600, SM-174N (above, manufactured by Toho Chemical Industry Co., Ltd.); Emargen A-60, Emargen A- 90, Emalgen A-500 (all manufactured by Kao Corporation); and the like.
  • polyoxyethylene aryl phenyl ether sulfate examples include the above-mentioned polyoxyethylene styryl phenyl ether sulfate and the like.
  • polyoxyethylene styrylphenyl ether sulfate examples include SM-57, SM-210 (all manufactured by Toho Chemical Industry Co., Ltd.) and the like.
  • Examples of the commercially available polyoxyethylene naphthyl ether include Neugen EN series (manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) and Pionin D-7240 (manufactured by Takemoto Oil & Fats Co., Ltd.).
  • the polyoxyethylene arylphenyl ether is polyoxyethylene styrylphenyl ether and / or the polyoxyethylene arylphenyl ether sulfate is polyoxyethylene styrylphenyl ether sulfate.
  • the coloring liquid may further contain a conventionally known nonionic dispersant in addition to the dispersant.
  • the nonionic dispersant include alkylene oxide adducts of cholestanols, polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene fatty acid ester, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, and polyoxyethylene.
  • examples thereof include alkylamines, glycerin fatty acid esters, oxyethylene oxypropylene block polymers, and substituted derivatives thereof.
  • the alkylene oxide adduct of cholestanols the C2-C4 alkylene oxide adduct of cholestanols is preferable, and the ethylene oxide adduct is more preferable.
  • “cholestanols” is used as a meaning including both "cholestanol” and "hydrogenated cholestanol”.
  • examples of ethylene oxide adducts of cholestanols include ethylene oxide adducts of cholestanol and ethylene oxide adducts of hydrogenated cholestanol.
  • the amount of alkylene oxide (preferably C2-C4 alkylene oxide, more preferably ethylene oxide) added per mol of cholestanols is preferably about 10 to 50 mol, and the HLB is preferably about 13 to 20 mol.
  • the above dispersants may be used alone or in combination of two or more.
  • the coloring liquid may further contain water.
  • the above water is preferably water with few impurities such as ion-exchanged water and distilled water.
  • the colored liquid can be subjected to microfiltration using a membrane filter or the like.
  • the colorant is used for inkjet printing ink, it is preferable to perform microfiltration for the purpose of preventing nozzle clogging and the like.
  • the pore size of the filter used for microfiltration is usually 1 ⁇ m to 0.1 ⁇ m, preferably 0.8 ⁇ m to 0.1 ⁇ m.
  • the coloring liquid may further contain a phytosterol-based compound.
  • the phytosterol-based compound represents a compound having a phytosterol skeleton in the molecule, and examples thereof include alkylene oxide adducts of phytosterols.
  • the phytosterol alkylene oxide adduct the C2-C4 alkylene oxide adduct of the phytosterols is preferable, and the ethylene oxide adduct is more preferable.
  • phytosterols is used as a meaning including both "phytosterols” and "hydrogenated phytosterols”.
  • examples of the ethylene oxide adducts of phytosterols include ethylene oxide adducts of phytosterols and ethylene oxide adducts of hydrogenated phytosterols.
  • the amount of alkylene oxide (preferably C2-C4 alkylene oxide, more preferably ethylene oxide) added per mol of phytosterols is preferably about 10 to 50 mol, and the HLB is preferably about 13 to 20 mol.
  • Commercially available products of phytosterol alkylene oxide adducts include, for example, NIKKOL BPS-20, NIKKOL BPS-30 (all manufactured by Nikko Chemicals Co., Ltd., phytosterol ethylene oxide adduct), and NIKKOL BPSH-25 (hydrogenated).
  • Phytosterol ethylene oxide adduct and the like.
  • Examples of commercially available products of alkylene oxide adducts of cholestanols include NIKKOL DHC-30 (manufactured by Nikko Chemicals Co., Ltd., ethylene oxide adducts of cholestanol), and NIKKOL BPS-30 is preferable.
  • the coloring liquid can further contain additives.
  • the additive examples include a surfactant, a water-soluble organic solvent, a preservative, a pH adjuster, a chelating reagent, a rust preventive, a water-soluble ultraviolet absorber, a water-soluble polymer compound, a viscosity regulator, and a dye-dissolving agent. , Anti-fading agents, antioxidants and the like.
  • surfactant examples include known surfactants such as anionic type, cationic type, amphoteric type, nonionic type, silicone type and fluorine type.
  • anionic surfactant examples include alkyl sulfonates, alkyl carboxylates, ⁇ -olefin sulfonates, polyoxyethylene alkyl ether acetates, N-acylamino acids and salts thereof, N-acylmethyl taurine salts, and alkyl sulfates.
  • Examples of the commercially available products include, for example, High Tenor LA-10, LA-12, LA-16, Neo High Tenor ECL-30S, and ECL-45 manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.
  • Examples of the cationic surfactant include a 2-vinylpyridine derivative and a poly4-vinylpyridine derivative.
  • amphoteric tenside examples include lauryldimethylaminoacetic acid betaine, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, coconut oil fatty acid amide propyldimethylaminoacetic acid betaine, polyoctylpolyaminoethylglycine, and imidazoline derivatives. Can be mentioned.
  • nonionic surfactant examples include ethers such as polyoxyethylene nonylphenyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene dodecylphenyl ether, polyoxyethylene oleyl ether, polyoxyethylene lauryl ether, and polyoxyethylene alkyl ether; Esters such as polyoxyethylene oleic acid ester, polyoxyethylene distearate, sorbitan laurate, sorbitan monostearate, sorbitan monooleate, sorbitan sesquioleate, polyoxyethylene monooleate, polyoxyethylene stearate; 2,4,7,9-Tetramethyl-5-decine-4,7-diol, 3,6-dimethyl-4-octin-3,6-diol, 3,5-dimethyl-1-hexin-3-ol Etc.
  • ethers such as polyoxyethylene nonylphenyl ether, polyoxyethylene octylphenyl ether, poly
  • acetylene glycol (alcohol) -based Nisshin Chemical Co., Ltd., trade names Surfinol 104, 105, 82, 465, Orphine STG, etc .; Polyglycol ether-based (for example, Tergitol 15-S-7 manufactured by SIGMA-ALDRICH), etc. ); And so on.
  • silicone-based surfactant examples include polyether-modified siloxane, polyether-modified polydimethylsiloxane, and the like. Specific examples of commercially available products include BYK-347 (polyether-modified siloxane); BYK-345, BYK-348 (polyether-modified polydimethylsiloxane), all of which are manufactured by Big Chemie.
  • fluorine-based surfactant examples include a perfluoroalkyl sulfonic acid compound, a perfluoroalkyl carboxylic acid compound, a perfluoroalkyl phosphate ester compound, a perfluoroalkyl ethylene oxide adduct, and a perfluoroalkyl ether group.
  • examples thereof include a polyoxyalkylene ether polymer compound contained in.
  • Specific examples of commercially available products include, for example, Zonyl TBS, FSP, FSA, FSN-100, FSN, FSO-100, FSO, FS-300, Capstone FS-30, FS-31 (manufactured by DuPont); PF-151N. , PF-154N (manufactured by Omniova) and the like.
  • the water-soluble organic solvent is not particularly limited, and examples thereof include glycol-based solvents, polyhydric alcohols, and pyrrolidones.
  • Glycer-based solvents include glycerin, polyglycerin (# 310, # 750, # 800,), diglycerin, triglycerin, tetraglycerin, pentaglycerin, hexaglycerin, heptaglycerin, octaglycerin, nonaglycerin, decaglycerin, and un. Examples thereof include compounds such as decaglycerin, dodecaglycerin, tridecaglycerin, tetradecaglycerin, and mixtures thereof.
  • polyhydric alcohols examples include C2-C6 polyhydric alcohols having 2 to 3 alcoholic hydroxyl groups, di or tri-C2-C3 alkylene glycols, or poly-C2 having 4 or more repeating units and a molecular weight of about 20,000 or less.
  • ⁇ C3 alkylene glycol, preferably liquid polyalkylene glycol and the like can be mentioned.
  • Specific examples thereof include ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, polyethylene glycol, polypropylene glycol, 1,3-propanediol, 1,2-butanediol, thiodiglycol, and 1,3-butanediol.
  • pyrrolidones examples include 2-pyrrolidone, N-methyl-2-pyrrolidone, 1- (2-hydroxyethyl) -2-pyrrolidone and the like.
  • the water-soluble organic solvent preferably contains at least either glycerin or diglycerin.
  • compounds that dissolve in water and serve as a wetting agent are also included in the water-soluble organic solvent in the present invention for convenience, and examples thereof include urea, ethylene urea, and saccharides.
  • the water-insoluble colorant is a disperse dye or an oil-soluble dye
  • a solvent having a low solubility thereof is preferable, and among these, a solvent other than glycerin and a solvent other than glycerin (preferably a polyhydric substance other than glycerin) is preferable. It is preferable to use it in combination with alcohol).
  • the total content of the water-soluble organic solvent in the total mass of the coloring liquid is usually 5 to 50%, and it is preferable to add 10 to 40%.
  • preservative examples include organic sulfur-based, organic nitrogen-sulfur-based, organic halogen-based, haloallyl sulfone-based, iodopropagil-based, N-haloalkylthio-based, nitrile-based, pyridine-based, 8-oxyquinolin-based, and benzo.
  • organic halogen-based compound examples include pentachlorophenol sodium
  • specific examples of the pyridine oxide-based compound include, for example, 2-pyridinethiol-1-oxide sodium
  • specific examples of the isothiazolinone-based compound examples include 1,2-benzisothiazolin-3-one, 2-n-octyl-4-isothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3-one, 5-chloro.
  • -2-Methyl-4-isothiazolin-3-onemagnesium chloride 5-chloro-2-methyl-4-isothiazolin-3-onecalcium chloride, 2-methyl-4-isothiazolin-3-onecalcium chloride and the like can be mentioned.
  • Specific examples of other preservatives include acetic anhydride, sodium sorbate or sodium benzoate, manufactured by Ronza, trade names Proxel RTM GXL (S) and Proxel RTM XL-2 (S). Can be mentioned.
  • any substance can be used as long as the pH of the solution can be controlled in the range of approximately 5 to 11 without adversely affecting the adjusted coloring liquid.
  • alkanolamines such as diethanolamine, triethanolamine and N-methyldiethanolamine
  • alkali metal hydroxides such as lithium hydroxide, sodium hydroxide and potassium hydroxide
  • ammonium hydroxide ammonia water
  • Alkali metal carbonates such as lithium carbonate, sodium carbonate, sodium hydrogencarbonate, potassium carbonate
  • alkali metal salts of organic acids such as potassium acetate
  • inorganic bases such as sodium silicate and disodium phosphate, etc. Ethanolamine is preferred.
  • the chelating reagent examples include sodium ethylenediamine tetraacetate, sodium nitrilo triacetate, sodium hydroxyethylethylenediamine triacetate, sodium diethylenetriamine pentaacetate, sodium uracil diacetate and the like.
  • rust preventive examples include acidic sulfite, sodium thiosulfate, ammonium thioglucolate, diisopropylammonium nitrate, pentaerythritol tetranitrate, dicyclohexylammonium nitrate and the like.
  • water-soluble ultraviolet absorber examples include sulfonated benzophenone compounds, benzotriazole compounds, salicylic acid compounds, cinnamic acid compounds, and triazine compounds.
  • water-soluble polymer compound examples include polyvinyl alcohol, cellulose derivatives, polyamines, polyimines and the like.
  • examples of the viscosity modifier include water-soluble polymer compounds in addition to water-soluble organic solvents, and examples thereof include polyvinyl alcohol, cellulose derivatives, polyamines, and polyimines.
  • dye-dissolving agent examples include urea, ⁇ -caprolactam, ethylene carbonate and the like.
  • the above anti-fading agent is used for the purpose of improving the storage stability of the image.
  • various organic and metal complex-based anti-fading agents can be used.
  • the organic system include hydroquinones, alkoxyphenols, dialkoxyphenols, phenols, anilines, amines, indans, chromanes, alkoxyanilines, heterocyclics and the like.
  • the metal complex system include nickel complexes and zinc complexes.
  • antioxidants for example, various organic and metal complex-based antioxidants can be used.
  • organic antioxidants include hydroquinones, alkoxyphenols, dialkoxyphenols, phenols, anilines, amines, indans, chromans, alkoxyanilines, heterocycles and the like. ..
  • the coloring liquid preferably contains at least one selected from the group consisting of a water-soluble organic solvent, a preservative, and a pH adjuster as the additive.
  • the coloring liquid may further contain a resin emulsion.
  • the resin emulsion examples include acrylic resin, epoxy resin, urethane resin, polyether resin, polyamide resin, unsaturated polyester resin, phenol resin, silicone resin, fluororesin, and polyvinyl resin (eg, polyvinyl chloride and polyvinyl acetate). , Polyvinyl alcohol, etc.), alkyd resin, polyester resin, or amino material (melanin resin, urea resin, urea resin, melanin formaldehyde resin, etc.).
  • those emulsions may be composed of two or more kinds of resins.
  • a composite resin in which two or more kinds of resins form a core / shell structure may be used.
  • urethane resin is preferable for use in the above-mentioned coloring liquid.
  • urethane resins are sold in the form of latex (emulsion), and most of them are emulsions having a solid content of 30 to 60%. Specific examples thereof include Permarin UA-150, 200, 310, 368, 3945, Eucoat UX-320 (all manufactured by Sanyo Chemical Industries, Ltd.), Hydran WLS-201, 210, and HW-312B latex (all above. DIC Corporation), Superflex 150, 170, 470 (all manufactured by Daiichi Kogyo Seiyaku Co., Ltd.), and the like.
  • examples of the polycarbonate-based urethane resin include Permarin UA-310, 3945, U-coat UX-320, and the like.
  • examples of the polyether urethane resin include Permarin UA-150 and 200, and Eucoat UX-340. These urethane resins can be used alone or in combination.
  • the urethane resin emulsion preferably has an SP value (solubility parameter) of 8 to 24, more preferably 8 to 17, and particularly preferably 8 to 11.
  • SP value solubility parameter
  • the SP value of the resin before neutralization is used when the emulsion is produced by neutralizing the acidic group.
  • Alkaline chloride can be carried out by, for example, the following method. Examples thereof include a method in which a urethane resin emulsion having an acidic group is added to water and stirred to prepare an aqueous solution, and an alkaline compound is added to the aqueous solution to prepare a solution having a pH adjusted to 6.0-12.0.
  • alkaline compound examples include hydroxides of alkali metals such as lithium hydroxide, sodium hydroxide and potassium hydroxide, and alkaline earth metals such as beryllium hydroxide, magnesium hydroxide, calcium hydroxide and strontium hydroxide. Hydroxides, triethylamine and the like can be mentioned. Only one kind of these alkaline compounds may be used, or two or more kinds thereof may be used in combination.
  • Examples of the method for preparing the coloring liquid include a method of mixing the above-mentioned components.
  • the order in which the components are mixed is not particularly limited.
  • the coloring liquid may be used as it is as an ink, or water, a dispersant, a surfactant, a pH adjusting agent, an additive, etc. may be added to the coloring liquid as it is, or an amount may be added to make an ink. You can also do it.
  • a sand mill (bead mill), a roll mill, a ball mill, a paint shaker, an ultrasonic disperser, a high-pressure emulsifier, or the like is used to stir and mix each component constituting the coloring liquid.
  • Method can be mentioned.
  • a sand mill first, each component and beads as a dispersion medium are charged into the sand mill.
  • the beads glass beads having a particle diameter of 0.01 to 1 mm, zirconia beads and the like can be used.
  • the amount of beads used is preferably 2 to 6 parts by mass with respect to 1 part by mass of the dispersion target.
  • the dispersion treatment conditions are preferably about 1000 to 2000 rpm for 1 to 20 hours. Then, by removing the beads by filtration or the like after the dispersion treatment, a dispersed coloring liquid can be obtained.
  • the colorant may be mixed and dispersed at the time of dispersion to obtain a coloring liquid, or a liquid in which water-insoluble colorants are dispersed may be mixed.
  • the dyeing bath for dyeing containing the above coloring liquid is also included in the present invention.
  • the prepared coloring liquid may be microfiltered using a membrane filter or the like.
  • a membrane filter or the like it is preferable to perform microfiltration for the purpose of preventing nozzle clogging and the like.
  • the pore size of the filter used for microfiltration is usually 0.1 to 1 ⁇ m, preferably 0.1 to 0.8 ⁇ m.
  • the above-mentioned inkjet printing ink (hereinafter, may be abbreviated as ink) has a viscosity at 25 ° C., which is usually 3 to 3 when measured with an E-type viscometer, from the viewpoint of high-speed ejection response. It is preferably about 20 mPa ⁇ s.
  • the surface tension is preferably in the range of 20 to 45 mN / m when measured by the plate method. It is preferable to adjust each of these values so as to be an appropriate value in consideration of the ejection amount of the printer to be used, the response speed, the ink droplet flight characteristics, and the like.
  • the including ink set is also included in the present invention.
  • the above-mentioned other inks represent inks having a composition and hue different from those of the above-mentioned inks, and are, for example, yellow ink, magenta ink, black ink, orange ink, violet ink, turquoise ink, blue ink, fluorescent pink ink, and fluorescent yellow ink. Etc., but not as shown here.
  • a low-concentration ink or a high-concentration ink in which the total concentration of the colorant in the ink is changed may be used with respect to the above-mentioned ink or the above-mentioned other ink, and examples of the low-concentration ink include light yellow ink and light. Examples thereof include magenta ink, light cyan ink, and light black ink.
  • one kind of colorant may be contained in the ink of each color, or two or more kinds may be used in combination.
  • the colorant contained in each ink constituting the ink set may be known and is not particularly limited.
  • Examples of the colorant that may be contained in the above-mentioned other inks include disperse dyes and oil-soluble dyes, and specific examples of the disperse dyes include C.I. I. Disperse Yellow 3, 4, 5, 7, 9, 13, 24, 30, 33, 34, 42, 44, 49, 50, 51, 54, 56, 58, 60, 63, 64, 66, 68, 71 , 74, 76, 79, 82, 83, 85, 86, 88, 90, 91, 93, 98, 99, 100, 104, 114, 116, 118, 119, 122, 124, 126, 135, 140, 141.
  • disperse dyes include C.I. I. Disperse Yellow 3, 4, 5, 7, 9, 13, 24, 30, 33, 34, 42, 44, 49, 50, 51, 54, 56, 58, 60, 63, 64, 66, 68, 71 , 74, 76, 79, 82, 83, 85, 86,
  • C.I. Disperse Orange 1, 3, 5, 7, 11, 13, 17, 20, 21, 25, 26, 29, 30, 31, 32, 33, 37, 38, 42, 43, 44, 45, 47, 48 , 50, 53, 54, 55, 56, 57, 58, 59, 61, 66, 76, 78, 80, 89, 90, 91, 93, 96, 97, 119, 127, 130, 139, 142, etc.; C. I.
  • oil-soluble dye examples include C.I. I. Solvent Yellow 2, 6, 14, 16, 21, 25, 29, 30, 33, 51, 56, 77, 80, 82, 88, 89, 93, 116, 150, 163, 179, etc .: C.I. I. Solvent orange 1, 2, 14, 45, 60, etc .: C.I. I. Solvent Red 1, 3, 7, 8, 9, 18, 19, 23, 24, 25, 27, 49, 100, 109, 121, 122, 125, 127, 130, 132, 135, 218, 225, 230, etc. : C. I. Solvent Violet 13, 31, etc .: C.I. I. Solvent green 3rd grade: C.I. I. Solvent Braun 3, 5 etc .: C.I. I.
  • Solvent Blue 2 11, 14, 24, 25, 35, 36, 38, 48, 55, 59, 63, 67, 68, 70, 73, 83, 105, 111, 132, etc .: C.I. I. Solvent black 3, 5, 7, 23, 27, 28, 29, 34, etc .: and the like.
  • the colorants that may be contained in the other inks described above may be used alone or in combination of two or more.
  • the present invention also includes a recorded material obtained by using (for example, attaching) the coloring liquid or the coloring liquid set to a recording medium.
  • the recording medium is not particularly limited as long as it can be recorded using the coloring liquid or an ink containing the coloring liquid, and examples thereof include paper, cloth, and the like, and the cloth, particularly hydrophobic fiber. Is preferable.
  • hydrophobic fibers include polyester fibers, nylon fibers, triacetate fibers, diacetate fibers, polyamide fibers, and blended fibers using two or more of these fibers. Further, a blended fiber of these and a regenerated fiber such as rayon or a natural fiber such as cotton, silk and wool is also included in the hydrophobic fiber in the present specification.
  • these hydrophobic fibers those having an ink receiving layer (bleeding prevention layer) are also known, and such hydrophobic fibers are also included.
  • the method for forming the ink receiving layer is a known technique, and fibers having an ink receiving layer are also available as commercial products.
  • the material and structure of the ink receiving layer are not particularly limited, and can be appropriately used depending on the purpose and the like.
  • the coloring liquid can be used in various fields, it is suitable for water-based writing inks, water-based printing inks, information recording inks, printing, etc., and is particularly preferably used as inkjet printing inks.
  • the present invention also includes a transfer step of transferring the recorded image to the hydrophobic fiber by bringing the hydrophobic fiber into contact with the surface and heat-treating the surface, and a method for printing the hydrophobic fiber including the transfer step. Further, the present invention also includes an intermediate recording medium to which the coloring liquid or the droplets of the coloring liquid set are attached.
  • the above-mentioned method for printing hydrophobic fibers is roughly classified into two types.
  • the first method is a method called direct printing or direct printing, in which the coloring liquid or the droplets of the coloring liquid set are attached to the hydrophobic fibers by an inkjet printer.
  • Step A for forming image information such as characters and patterns on hydrophobic fibers, and the coloring liquid attached by the step A, or the sublimating dye (water-insoluble coloring agent) in the droplets of the coloring liquid set.
  • It is a method for printing a hydrophobic fiber, which comprises at least three steps of a step B of fixing to the fiber by heat and a step C of cleaning the unfixed sublimation dye remaining in the fiber.
  • Step B is generally performed by known steaming or baking.
  • the steaming includes, for example, a high temperature steamer usually at 170 to 180 ° C. for about 10 minutes; and a high pressure steamer usually at 120 to 130 ° C. for about 20 minutes; a sublimation dye by a method for treating hydrophobic fibers. Is dyed on the fiber (also called moist heat fixation). As baking (thermosol), a sublimation dye is dyed on the fiber by a method of treating the hydrophobic fiber, for example, usually at 190 ° C to 210 ° C, usually about 60 to 120 seconds (also called dry heat fixation). The method can be mentioned.
  • Step C is a step of washing the obtained fibers with warm water and, if necessary, water. The warm water or water used for washing may contain a surfactant.
  • the second method is a method called sublimation transfer printing, sublimation transfer printing, etc., in which the coloring liquid or droplets of the coloring liquid set are adhered to an intermediate recording medium by an inkjet printer. After obtaining a recorded image such as characters and patterns, the hydrophobic fiber is brought into contact with the adhesion surface of the coloring liquid or the droplet of the coloring liquid set in the intermediate recording medium and heat-treated to be intermediate.
  • This is a method for printing hydrophobic fibers, in which recorded images such as characters and patterns recorded on a recording medium are transferred to hydrophobic fibers.
  • the coloring liquid adhering to the intermediate recording medium or the sublimation dye (water-insoluble colorant) in the coloring liquid set does not aggregate on the surface of the intermediate recording medium, and the image is recorded on hydrophobic fibers. Those that do not interfere with the sublimation of the dye during transfer are preferred.
  • An example of such an intermediate recording medium is a paper having a dye dispersion receiving layer formed on the surface of inorganic fine particles such as silica, and a special paper for inkjet can be used.
  • Examples of the heat treatment for transferring the recorded image from the intermediate recording medium to the hydrophobic fiber include a dry heat treatment at about 190 to 200 ° C.
  • the hydrophobic fiber is immersed in the coloring liquid of the present invention and dyed under pressure at preferably 105 ° C. or higher, more preferably 110 to 140 ° C., preferably 30 minutes to 1 hour. can. Particularly preferably, it can be stained at 120 to 130 ° C. for 30 to 45 minutes. It can also be dyed in the presence of carriers such as o-phenylphenol and trichlorobenzene, for example, in the boiling state of water. Alternatively, dyeing by a so-called thermosol method, in which the coloring liquid of the present invention is padded on hydrophobic fibers and subjected to a dry heat treatment at 150 to 230 ° C., is also possible.
  • the above printing method may further include a fiber pretreatment step for the purpose of preventing bleeding and the like.
  • a fiber pretreatment step for the purpose of preventing bleeding and the like.
  • Examples of the adhesive include natural gums such as guar and locust beans, starches, sodium alginate, seaweeds such as furinate, plant skins such as pectic acid, methyl fiber, ethyl fiber, hydroxyethyl cellulose, carboxymethyl cellulose and the like.
  • Examples thereof include fiber element derivatives of the above, processed starches such as carboxymethyl starch, synthetic glues such as polyvinyl alcohol and polyacrylic acid esters, and the like.
  • Preferred is sodium alginate.
  • alkaline substance examples include alkali metal salts of inorganic or organic acids, alkaline earth metal salts, and compounds that liberate alkali when heated, and include inorganic or organic alkali metal hydroxides and alkalis.
  • Metal salts are preferable, and examples thereof include sodium compounds and potassium compounds. Specific examples include alkali metal hydroxides such as sodium hydroxide and calcium hydroxide, and inorganic compounds such as sodium carbonate, sodium hydrogencarbonate, potassium carbonate, sodium dihydrogen phosphate, disodium hydrogenphosphate, and sodium phosphate.
  • Alkali metal salts, alkali metal salts of organic compounds such as sodium formate, sodium trichloracetate; and the like. Preferred is sodium hydrogen carbonate.
  • sodium metanitrobenzenesulfonate is preferable.
  • the hydrotropy agent include ureas such as urea and dimethylurea, and urea is preferable.
  • urea such as urea and dimethylurea
  • urea is preferable.
  • the above-mentioned adhesive, alkaline substance, antioxidant, and hydrotropy agent a single compound may be used, or a plurality of compounds may be used in combination.
  • the mixing ratio of each pretreatment agent in the total mass of the pretreatment liquid is, for example, 0.5 to 5% for the sizing agent and 0.5 to 5% for the alkaline substance (sodium hydrogen carbonate, etc.) based on the mass.
  • Anti-reduction agent sodium metanitrobenzene sulfonate, etc.
  • hydrotropy agent urea, etc.
  • the balance is water.
  • the application of the pretreatment agent to the cellulosic fiber may be, for example, a padding method.
  • the squeezing ratio of the padding is preferably about 40 to 90%, more preferably about 60 to 80%.
  • parts means parts by mass and “%” means parts by mass.
  • the inks in each embodiment are included in the coloring liquid.
  • Preparation Example 2 Preparation of Aqueous Dispersion Solution 1
  • a colorant commercially available C.I. I. Disperse Blue 359 (10 parts), Laberin W-40 (Aqueous solution of sodium sulfonic acid sulfonic acid polycondensate, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) (15 parts), NIKKOL BPS-30 (ethylene oxide adduct of phytosterol) , Nikko Chemicals Co., Ltd. (0.8 parts), Surfinol 104PG50 (Surfinol 104 (acetylene glycol surfactant, manufactured by Air Products Japan Co., Ltd.) diluted with propylene glycol to a concentration of 50%) (0.
  • C.I. I. Disperse Blue 359 10 parts
  • Laberin W-40 Aqueous solution of sodium sulfonic acid sulfonic acid polycondensate, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.
  • Preparation Example 5 Preparation of Aqueous Dispersion Liquid 4] C. as a colorant.
  • 0.2 mm diameter glass beads were added to the mixture consisting of (0.2 parts), Propylene GXL (S) (manufactured by Ronza) (0.1 parts), and ion-exchanged water (59.7 parts).
  • the dispersion treatment was carried out for about 15 hours under cooling with a sand mill.
  • the obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 ⁇ m) to obtain an aqueous dispersion liquid 4.
  • Preparation Example 7 Preparation of Aqueous Dispersion Solution 6] C. as a colorant.
  • SM-57 manufactured by Toho Chemical Industry Co., Ltd., polyoxyethylene styrylphenyl ether sulfate-based dispersant
  • Surfinol 104PG50 Surfinol 104 (acetylene glycol surfactant,) Air
  • 0.2 mm diameter glass beads were added to the mixture consisting of 7 parts), and the mixture was subjected to dispersion treatment for about 15 hours under cooling with a sand mill.
  • the obtained liquid was filtered through a glass fiber filter paper GC-50 (manufactured by ADVANTEC, filter pore size: 0.5 ⁇ m) to obtain an aqueous dispersion liquid 6.
  • Preparation Example 8 Preparation of Aqueous Dispersion Liquid 7
  • An aqueous dispersion 7 was obtained in the same manner as in Preparation Example 7 except that the colorant was changed to the compound (10 parts) represented by the formula (B-1).
  • evaluation was performed according to the following evaluation criteria.
  • the prepared inks of Examples 1 to 12 have higher saturation, better ejection stability, and higher color development than the inks of Comparative Examples 1 to 4. ing.
  • the coloring liquid of the present invention can obtain a high-quality cyan to blue dyed product having high color development and saturation and good ejection stability, and is required as various printing inks, especially inkjet printing inks. It is extremely useful as a cyan ink for inkjet printing for sublimation transfer because it can maintain printability.

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  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
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JPS60234893A (ja) * 1984-05-07 1985-11-21 Sumitomo Chem Co Ltd 昇華転写体
WO2005121263A1 (ja) * 2004-06-09 2005-12-22 Nippon Kayaku Kabushiki Kaisha 水性分散液、インク組成物及びそれを用いるインクジェット記録方法
JP2007514870A (ja) * 2003-10-15 2007-06-07 チバ　スペシャルティ　ケミカルズ　ホールディング　インコーポレーテッド インクジェット印刷プロセスによる織物繊維材料の印刷方法
CN103965648A (zh) * 2013-01-31 2014-08-06 江苏道博化工有限公司 一种制备分散兰359的方法
CN107011701A (zh) * 2017-05-24 2017-08-04 上海贝通色彩科技有限公司 一种耐碱性分散染料组合物
CN107501124A (zh) * 2017-08-26 2017-12-22 宁波德欣科技有限公司 一种1‑氨基‑4(乙基氨基)蒽醌‑2‑甲腈的制备方法
JP2019206665A (ja) * 2018-05-30 2019-12-05 日本化薬株式会社 アンスラキノン系化合物及び染色方法
CN110565403A (zh) * 2019-09-12 2019-12-13 杭州卓达染整有限公司 一种涤锦复合丝面料染色方法

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60234893A (ja) * 1984-05-07 1985-11-21 Sumitomo Chem Co Ltd 昇華転写体
JP2007514870A (ja) * 2003-10-15 2007-06-07 チバ　スペシャルティ　ケミカルズ　ホールディング　インコーポレーテッド インクジェット印刷プロセスによる織物繊維材料の印刷方法
WO2005121263A1 (ja) * 2004-06-09 2005-12-22 Nippon Kayaku Kabushiki Kaisha 水性分散液、インク組成物及びそれを用いるインクジェット記録方法
CN103965648A (zh) * 2013-01-31 2014-08-06 江苏道博化工有限公司 一种制备分散兰359的方法
CN107011701A (zh) * 2017-05-24 2017-08-04 上海贝通色彩科技有限公司 一种耐碱性分散染料组合物
CN107501124A (zh) * 2017-08-26 2017-12-22 宁波德欣科技有限公司 一种1‑氨基‑4(乙基氨基)蒽醌‑2‑甲腈的制备方法
JP2019206665A (ja) * 2018-05-30 2019-12-05 日本化薬株式会社 アンスラキノン系化合物及び染色方法
CN110565403A (zh) * 2019-09-12 2019-12-13 杭州卓达染整有限公司 一种涤锦复合丝面料染色方法

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