WO2022172937A1 - Encre pour jet d'encre, ensemble d'encres, ensemble de support d'encre et support d'impression - Google Patents

Encre pour jet d'encre, ensemble d'encres, ensemble de support d'encre et support d'impression Download PDF

Info

Publication number
WO2022172937A1
WO2022172937A1 PCT/JP2022/005008 JP2022005008W WO2022172937A1 WO 2022172937 A1 WO2022172937 A1 WO 2022172937A1 JP 2022005008 W JP2022005008 W JP 2022005008W WO 2022172937 A1 WO2022172937 A1 WO 2022172937A1
Authority
WO
WIPO (PCT)
Prior art keywords
ink
mass
inkjet
water
inkjet ink
Prior art date
Application number
PCT/JP2022/005008
Other languages
English (en)
Japanese (ja)
Inventor
圭史朗 吉田
俊太 三澤
麻衣子 岩見
Original Assignee
日本化薬株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 日本化薬株式会社 filed Critical 日本化薬株式会社
Priority to JP2022580645A priority Critical patent/JPWO2022172937A1/ja
Publication of WO2022172937A1 publication Critical patent/WO2022172937A1/fr

Links

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
    • 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

Definitions

  • the present invention relates to inkjet inks, ink sets, ink media sets, and printing media.
  • a printing method using an inkjet printer is one of the representative methods.
  • droplets of ink are generated and deposited on a print medium such as paper for printing.
  • the inkjet printing method has been applied to industrial applications, and is required to be compatible with various printing media.
  • non-ink-absorbing media represented by films.
  • solvent inks using organic solvents as main solvents, curable inks containing polymerizable monomers, and the like have been developed.
  • these inks have many safety problems against the natural environment and living organisms, and their applications are limited.
  • the ink In order to improve the water resistance of the printed image, it is necessary to make the film formed by the ink strong. However, when such ink dries in the inkjet head and solid matter is produced, the ink cannot be stably ejected, resulting in a problem of deterioration in image quality of the printed image. For this reason, the ink is also required to have the ability to easily dissolve and remove solid matter, even if it occurs in the inkjet head. However, the improvement in water resistance due to the formation of a film conflicts with the ability to be easily dissolved and washed, and an ink that satisfies both of these effects has not yet been proposed.
  • the present invention provides an inkjet ink capable of obtaining a printed image with excellent water resistance even on non-ink-absorbing media and having excellent resolubility when dried, an ink set comprising the inkjet ink,
  • An object of the present invention is to provide an ink media set including the inkjet ink or the ink set and a print medium, and a print medium to which the inkjet ink or each inkjet ink included in the ink set is adhered.
  • the fixing resin is a resin obtained by polymerizing a monomer mixture containing butyl acrylate and at least one monomer selected from methyl methacrylate and methyl acrylate in the presence of a reactive emulsifier, An inkjet ink containing 0.1% by mass or more and less than 31.5% by mass of butyl acrylate in a monomer mixture.
  • An ink media set comprising the inkjet ink according to any one of 1) to 3) or the ink set according to 4) and a print medium.
  • an inkjet ink that can obtain a printed image with excellent water resistance even on a non-ink-absorbing medium and has excellent resolubility when dried, and an ink comprising the inkjet ink.
  • a set, an ink media set comprising the inkjet ink or ink set and print media, and a print media having the inkjet ink or each inkjet ink of the ink set deposited thereon can be provided.
  • C.I means "color index.”
  • alkylene alkylene
  • propylene alkyl
  • the inkjet ink according to the present embodiment (hereinafter also simply referred to as "ink”) contains a water-insoluble colorant, a dispersant, a fixing resin, and water, and the fixing resin contains butyl acrylate and methyl methacrylate. and at least one monomer selected from methyl acrylate, in the presence of a reactive emulsifier, by polymerizing a monomer mixture, wherein the content of butyl acrylate in the monomer mixture is 0.5. It is 1% by mass or more and less than 31.5% by mass.
  • the ink according to the present embodiment can obtain a printed image with excellent water resistance even on non-ink-absorbing media, and is also excellent in resolubility when dried. The reason is not necessarily clear, but is presumed as follows.
  • the ink according to the present embodiment by using a specific resin as the fixing resin, the balance between the flexibility and hardness of the dried and coated ink becomes appropriate, and the desired performance is exhibited. presumed to have been possible.
  • each component demonstrated below may be used individually by 1 type of them, and may use 2 or more types together.
  • the water-insoluble colorant means a colorant whose solubility in water at 25°C is usually 5 g/L or less, preferably 3 g/L or less, more preferably 1 g/L or less, and still more preferably 0.5 g/L or less. . Lower limits of solubility include 0 g/L.
  • water-insoluble colorant known colorants such as pigments, disperse dyes and solvent dyes can be used. Among these, pigments are preferred.
  • pigments examples include inorganic pigments, organic pigments, extender pigments, and hollow particles.
  • inorganic pigments include carbon black, metal oxides, metal hydroxides, metal sulfides, metal ferrocyanides, and metal chlorides.
  • the inorganic pigments contained in the black ink include thermal black, acetylene black, oil furnace black, gas furnace black, Carbon blacks such as lamp black, gas black and channel black are preferred.
  • Specific examples of carbon black include, for example, Raven series manufactured by Columbia Carbon; Monarch series, Regal series, and Mogul series manufactured by Cabot Corporation; ColorBlack series, Printex series, and SpecIalBlack series manufactured by Orion Engineered Carbons; and Nerox series; Mitsubishi Chemical Corporation MA series, MCF series, No. 25, No. 33, No. 40, No. 47, No. 52, No. 900, and No. 2300;
  • the inorganic pigment contained in the white ink includes metals such as zinc, silicon, aluminum, titanium, strontium, and zirconium. oxides, nitrides, or oxynitrides of; inorganic compounds such as glass and silica; and the like. Among these, titanium dioxide and zinc oxide are preferred.
  • organic pigments examples include various pigments such as azo, disazo, phthalocyanine, quinacridone, isoindolinone, dioxazine, perylene, perinone, thioindigo, anthraquinone, and quinophthalone.
  • disazo pigments are preferred.
  • organic pigments include C.I. I. Pigment Yellow 1, 2, 3, 12, 13, 14, 16, 17, 24, 55, 73, 74, 75, 83, 93, 94, 95, 97, 98, 108, 114, 128, 129, 138, 139, 150, 151, 154, 155, 180, 185, 193, 199, 202, 213; I. Pigment Red 5, 7, 12, 48, 48: 1, 57, 88, 112, 122, 123, 146, 149, 150, 166, 168, 177, 178, 179, 184, 185, 202, 206, 207, 254, 255, 257, 260, 264, 269, 272; C.I. I.
  • extender pigments examples include silica, calcium carbonate, talc, clay, barium sulfate, and white carbon. These extender pigments are often used in combination with other colorants.
  • Hollow particles are described in, for example, US Pat. No. 4,880,465, US Pat. No. 3,562,754, US Pat.
  • a known hollow particle can be used, and it is particularly preferable to use it as a white pigment.
  • Disperse dyes include, for example, C.I. I. Dyes selected from Dispers are preferred. Specific examples include, for example, C.I. I. Dispers Yellow 9, 23, 33, 42, 49, 54, 58, 60, 64, 66, 71, 76, 79, 83, 86, 90, 93, 99, 114, 116, 119, 122, 126, 149, yellow dyes such as C.I. I. Red dyes such as Dispers Red 60, 73, 88, 91, 92, 111, 127, 131, 143, 145, 146, 152, 153, 154, 167, 179, 191, 192, 206, 221, 258, 283; C. I.
  • Orange dyes such as Dispers Orange 9, 25, 29, 30, 31, 32, 37, 38, 42, 44, 45, 53, 54, 55, 56, 61, 71, 73, 76, 80, 96, 97; C. I. Violet dyes such as Dispers Violet 25, 27, 28, 54, 57, 60, 73, 77, 79, 79:1; C.I. I. Dispers Blue 27, 56, 60, 79:1, 87, 143, 165, 165:1, 165:2, 181, 185, 197, 202, 225, 257, 266, 267, 281, 341, 353, 354, blue dyes such as 358, 364, 365, 368;
  • solvent dye for example, C.I. I. Dyes selected from Solvent are preferred.
  • the average particle size of the water-insoluble colorant is preferably 30-300 nm, more preferably 50-250 nm.
  • the average particle size refers to the average particle size of particles measured using a laser light scattering method.
  • the content of the water-insoluble colorant is usually 1 to 30% by mass, preferably 1 to 10% by mass, more preferably 2 to 7% by mass, relative to the total mass of the ink according to this embodiment.
  • Dispersants include, for example, styrene and its derivatives; vinylnaphthalene and its derivatives; ⁇ , ⁇ -ethylenically unsaturated carboxylic acid aliphatic alcohol esters; (meth)acrylic acid and its derivatives; maleic acid and its derivatives; itaconic acid and its derivatives; faric acid and its derivatives; vinyl acetate, vinyl alcohol, vinylpyrrolidone, acrylamide, and derivatives thereof; and hydrophilic monomers).
  • Hydrophilic monomers include monomers such as acrylic acid and methacrylic acid, in which a carboxyl group remains after polymerization.
  • Such copolymers include, for example, styrene-(meth)acrylic acid copolymer, styrene-(meth)acrylic acid-(meth)acrylic acid ester copolymer, (meth)acrylic acid ester-(meth) Examples include acrylic acid copolymers, polyethylene glycol (meth)acrylate-(meth)acrylic acid copolymers, styrene-maleic acid copolymers, and the like.
  • styrene-(meth)acrylic acid copolymer styrene-(meth)acrylic acid-(meth)acrylic acid ester copolymer, (meth)acrylic acid ester-(meth)acrylic acid copolymer, and Polyethylene glycol (meth) acrylate - (meth) acrylic acid copolymer is preferred, styrene - (meth) acrylic acid copolymer, styrene - (meth) acrylic acid - (meth) acrylic acid ester copolymer, and (meth) ) acrylic acid ester-(meth)acrylic acid copolymer is more preferred, (meth)acrylic acid ester-(meth)acrylic acid copolymer is more preferred, and methacrylic acid ester-(meth)acrylic acid copolymer is particularly preferred.
  • Types of copolymers include, for example, block copolymers, random copolymers, and graft copo
  • (meth)acryl used in this specification includes both “acryl” and “methacryl”. The same applies to “(meth)acrylate” and the like.
  • Dispersants can be synthesized or obtained as commercial products.
  • Dispersants obtained by synthesis include, for example, AB block polymers disclosed in WO 2013/115071.
  • Monomers constituting the A block of the AB block polymer disclosed in WO 2013/115071 are selected from (meth) acrylic acid and linear or branched C4 alkyl (meth) acrylates At least one type of monomer is preferably used, and at least one type of monomer selected from methacrylic acid and n-butyl methacrylate is preferred, and it is more preferred to use these two types of monomers together.
  • the monomer constituting the B block of the AB block polymer disclosed in WO 2013/115071 is at least one monomer selected from benzyl methacrylate and benzyl acrylate, preferably benzyl methacrylate.
  • Specific examples of AB block polymers include block copolymers disclosed in Synthesis Examples 3-8 of WO 2013/115071.
  • dispersants include, for example, Joncyl 62, 67, 68, 678, 687 (styrene-acrylic copolymer manufactured by BASF); acrylic acid);
  • the mass average molecular weight (MW) of the dispersant is, for example, 3000-50000, preferably 7000-25000.
  • the mass average molecular weight of the dispersant can be measured by gel permeation chromatography (GPC method). Specifically, HLC-8320GPC (manufactured by Tosoh Corporation) is used as the GPC apparatus, and two columns of TSK gel Super Multipore HZ-H (manufactured by Tosoh Corporation, inner diameter 4.6 mm ⁇ 15 cm) are used for elution. It can be measured using tetrahydrofuran as a liquid and TSK Standard (manufactured by Tosoh Corporation) as a standard sample.
  • GPC method gel permeation chromatography
  • the acid value of the dispersant is, for example, 50-300 mgKOH/g, preferably 80-275 mgKOH/g, more preferably 80-250 mgKOH/g.
  • the dispersant can be used in a state of being mixed with the water-insoluble colorant.
  • the water-insoluble colorant may be used in a state in which part or all of the surface is coated with a dispersant. Alternatively, both of these states may be used together.
  • the ratio of the total mass of the dispersant to the total mass of the water-insoluble colorant is usually 0.1 to 1.0, preferably 0.1 to 0.6, more preferably 0.2 to 0.5.
  • the fixing resin a resin obtained by polymerizing a monomer mixture containing butyl acrylate and at least one monomer selected from methyl methacrylate and methyl acrylate in the presence of a reactive emulsifier is used. .
  • At least one monomer selected from methyl methacrylate and methyl acrylate may contain either one or both of them. From the viewpoint of improving resolubility, it preferably contains at least methyl methacrylate, and more preferably contains only methyl methacrylate.
  • the content of butyl acrylate is 0.1% by mass or more and less than 31.5% by mass, preferably 0.1 to 25% by mass, more preferably 1 to 25% by mass, based on the total mass of the monomer mixture. , more preferably 3 to 25% by mass, particularly preferably 4 to 22% by mass.
  • the total content of at least one monomer selected from methyl methacrylate and methyl acrylate is usually 0.1% by mass or more, preferably 10% by mass or more, and more, relative to the total mass of the monomer mixture. It is preferably 30 to 95% by mass, more preferably 50 to 90% by mass, particularly preferably 60 to 90% by mass, and most preferably 67 to 85% by mass.
  • the monomer mixture preferably further contains at least one monomer selected from the group consisting of allyl methacrylate, butyl methacrylate, and sodium styrenesulfonate, and more preferably contains at least two monomers. .
  • a combination of allyl methacrylate, butyl methacrylate and sodium styrenesulfonate, and a combination of allyl methacrylate and sodium styrenesulfonate are preferred.
  • the total content thereof is usually 0 relative to the total mass of the monomer mixture. .1 to 20% by mass, preferably 0.1 to 15% by mass, more preferably 0.2 to 10% by mass, still more preferably 0.5 to 7% by mass, particularly preferably 1 to 5% by mass. be.
  • the monomer mixture may further contain other monomers than the above.
  • Other monomers include, for example, methacrylic acid.
  • the monomer mixture contains methacrylic acid
  • its content is usually 1 to 50% by mass, preferably 1 to 25% by mass, more preferably 1 to 15% by mass, based on the total mass of the monomer mixture. .
  • the fixing resin is obtained by polymerizing the above monomer mixture in the presence of a reactive emulsifier.
  • a reactive emulsifier By polymerizing the monomer mixture in the presence of a reactive emulsifier, an emulsion of the fixing resin can be obtained.
  • a reactive emulsifier is an emulsifier that has a radically polymerizable double bond in its molecule.
  • the number of radically polymerizable double bonds is usually one.
  • reactive emulsifiers include polyoxyalkylene alkenyl ether ammonium sulfate, ether sulfate type ammonium, phosphoric acid ester, bis(polyoxyethylene polycyclic phenyl ether) methacrylate sulfate, 2-sodium sulfoethyl methacrylate, and alkoxypolyethylene glycol. maleic acid esters, and salts thereof.
  • reactive emulsifiers include sodium alkylallylsulfosuccinate (manufactured by Sanyo Chemical Industries, Ltd., Eleminol JS-20), dipotassium alkenylsuccinate (manufactured by Kao Corporation, Latemul ASK), polyoxyethylene alkylpropenylphenyl Ether sulfate (Daiichi Kogyo Seiyaku Co., Ltd., Aqualon HS-10), ⁇ -[1-[(allyloxy)methyl]-2-(nonylphenoxy)ethyl]- ⁇ -polyoxyethylene sulfate ( ADEKA Co., Ltd., Adekaria Soap SE series such as Adekaria Soap SE-10N), polyoxyethylene-1-(allyloxymethyl) alkyl ether sulfate ester ammonium salt (Daiichi Kogyo Seiyaku Co., Ltd., Aqualon KH -1025, etc.
  • Aqualon KH series styrene sulfonate (manufactured by Tosoh Finechem Co., Ltd., Spinomer NaSS), ⁇ -[2-[(allyloxy)-1-(alkyloxymethyl)]ethyl]- ⁇ -poly Oxyethylene sulfate (made by ADEKA Co., Ltd., Adekari Soap SR series such as Adekari Soap SR-1025), polyoxyethylene polyoxybutylene (3-methyl-3-butenyl) ether sulfate (Kao ( Co., Ltd., Latemul PD-104) and the like.
  • the amount of reactive emulsifier used when synthesizing the fixing resin is not particularly limited. As a standard of the amount to be used, it is usually 0.1 to 10% by mass, preferably 0.3 to 5% by mass, more preferably 0.5 to 3% by mass, more preferably 0.5 to 3% by mass, based on the total mass of the monomer mixture. It is 1 to 3% by mass.
  • the reactive emulsifier within the above range, the fixing resin can be stably synthesized, and the viscosity of the fixing resin emulsion tends to be adjusted within a suitable range.
  • an emulsifier other than the reactive emulsifier may be used.
  • Other emulsifiers include, for example, alkyl sulfates, alkyl allyl sulfates, alkyl sulfonates, alkyl allyl sulfonates, dialkyl sulfosuccinates, sodium dodecylbenzene sulfonate, sodium polyoxyethylene alkyl ether sulfate, alkyl sulfonic acid anionic surfactants such as sodium; nonionic surfactants such as polyoxyethylene alkylphenyl ethers, polyoxyethylene alkyl ethers, polyoxyethylene carboxylic acid esters, polyoxyethylene glycol types, and polyoxyethylene propylene glycol types;4 secondary ammonium salts (alkyltrimethylammonium bromide, alkylpyridinium bromide, alkyltrimethylammonium chloride, alkylbenzy
  • a polymerization initiator can be used when synthesizing the fixing resin.
  • polymerization initiators include persulfates such as ammonium persulfate, potassium persulfate and sodium persulfate; 2,2′-azobis[N-(2-hydroxyethyl)-2-methyl-propionamidine] dihydrochloride , 2,2′-azobis(2-amidinopropane) dihydrochloride, 2,2′-azobis[2-(2-imidazolin-2-yl)propane]dihydrochloride, 2,2′-azobis[2- (2-imidazolin-2-yl)propane], water-soluble azo polymerization initiators such as 4,4′-azobis(4-cyanovaleric acid);
  • persulfates are preferred, ammonium persulfate and potassium persulfate are more preferred, and potassium persulfate is even more preferred.
  • the glass transition point (Tg) of the fixing resin is, for example, 0 to 200.degree. C., preferably 80 to 150.degree. C., more preferably 90 to 145.degree.
  • the content of the fixing resin is usually 0.1 to 30% by mass, preferably 1 to 20% by mass, more preferably 2 to 15% by mass, and still more preferably 0.1 to 30% by mass, relative to the total mass of the ink according to the present embodiment. is 3 to 10% by weight, particularly preferably 7 to 9% by weight.
  • water water having a low content of impurities such as metal ions, that is, ion-exchanged water, distilled water, or the like is preferable.
  • the water content is usually 30 to 80% by mass, preferably 35 to 80% by mass, more preferably 40 to 80% by mass, relative to the total mass of the ink according to this embodiment.
  • the ink according to this embodiment may further contain an organic solvent.
  • organic solvents include C1-C6 alkanols such as methanol, ethanol, propanol, isopropanol, butanol, isobutanol, sec-butanol and tert-butanol; carboxylic acids such as N,N-dimethylformamide and N,N-dimethylacetamide; acid amides; lactams such as 2-pyrrolidone, N-methyl-2-pyrrolidone and N-methylpyrrolidin-2-one; 1,3-dimethylimidazolidin-2-one or 1,3-dimethylhexahydropyrimid-2 - Cyclic ureas such as acetone, 2-methyl-2-hydroxypentan-4-one, ketones such as ethylene carbonate, ketoalcohols, or carbonates; Cyclic ethers such as tetrahydrofuran and dioxane; Ethylene
  • the organic solvent content is usually 0 to 60% by mass, preferably 1 to 60% by mass, more preferably 2 to 50% by mass, still more preferably 3 to 45% by mass, relative to the total mass of the ink according to the present embodiment. % by weight, particularly preferably 5 to 40% by weight.
  • the ink according to this embodiment may further contain a surfactant.
  • Surfactants include anionic, nonionic, silicone, and fluorine surfactants. Among these, surfactants selected from silicone-based surfactants and fluorine-based surfactants are preferred, and silicone-based surfactants are more preferred from the viewpoint of safety to the living body and the environment.
  • anionic surfactants include alkylsulfocarboxylates, ⁇ -olefin sulfonates, polyoxyethylene alkyl ether acetates, polyoxyethylene alkyl ether sulfates, N-acyl amino acids or salts thereof, N-acyl Methyl taurate, alkyl sulfate polyoxyalkyl ether sulfate, alkyl sulfate polyoxyethylene alkyl ether phosphate, rosin acid soap, castor oil sulfate, lauryl alcohol sulfate, alkylphenol type phosphate, alkyl type phosphate , alkylarylsulfonate, diethylsulfosuccinate, diethylhexylsulfosuccinate, dioctylsulfosuccinate, and the like.
  • nonionic surfactants include polyoxyethylene nonylphenyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene dodecylphenyl ether, polyoxyethylene oleyl ether, polyoxyethylene lauryl ether, polyoxyethylene alkyl ether, poly Ethers such as oxyethylene distyrenated phenyl ether (e.g.
  • Emulgen A-60, A-90, A-500 manufactured by Kao Corporation polyoxyethylene oleate, polyoxyethylene distearate, sorbitan lau sorbitan monostearate, sorbitan monooleate, sorbitan sesquioleate, polyoxyethylene monooleate, esters such as polyoxyethylene stearate; , 7-diol, 3,6-dimethyl-4-octyne-3,6-diol, 3,5-dimethyl-1-hexyn-3-ol and other acetylene glycol (or acetylene alcohol) systems (for example, Evonik Japan ( Surfynol 104, 104PG50, 82, 420, 440, 465, 485; Olfine STG; etc.); polyglycol ether;
  • silicone-based surfactants include polyether-modified siloxane and polyether-modified polydimethylsiloxane.
  • examples include Dynol 960 and 980 manufactured by Air Products; Silface SAG001, SAG002, SAG003, SAG005, SAG503A, SAG008, SAG009, and SAG010 manufactured by Nissin Chemical Industries; BYK-345 manufactured by BYK; 347, 348, 349, 3455, LP-X23288, LP-X23289, LP-X23347; Evonic Tego Chemie TEGO Twin 4000, TEGO Wet KL 245, 250, 260, 265, 270, 280;
  • fluorine-based surfactants include perfluoroalkylsulfonic acid compounds, perfluoroalkylcarboxylic acid compounds, perfluoroalkylphosphoric acid ester compounds, perfluoroalkylethylene oxide adducts, and perfluoroalkyl ether groups in side chains.
  • polyoxyalkylene ether polymer compounds having Examples of commercially available products include Capstone FS-30 and FS-31 manufactured by Chemours.
  • the ink according to the present embodiment may contain antifungal agents, preservatives, pH adjusters, chelating reagents, rust inhibitors, antifoaming agents, water-soluble ultraviolet absorbers, antioxidants, resin emulsions, waxes, etc., as necessary. of ink preparation agents.
  • the content of each ink preparation agent can be arbitrarily set according to the use of the ink.
  • Antifungal agents include, for example, sodium dehydroacetate, sodium benzoate, sodium pyridinethione-1-oxide, ethyl p-hydroxybenzoate, 1,2-benzisothiazolin-3-one and salts thereof.
  • antiseptics examples include organic sulfur, organic nitrogen sulfur, organic halogen, haloarylsulfone, iodopropargyl, haloalkylthio, nitrile, pyridine, 8-oxyquinoline, benzothiazole, Isothiazolines, dithiols, pyridine oxides, nitropropanes, organic tins, phenols, quaternary ammonium salts, triazines, thiazines, anilides, adamantanes, dithiocarbamates, brominated indanones, benzyl bromide Acetate-based compounds, inorganic salt-based compounds, and the like can be mentioned.
  • organic halogen compounds include sodium pentachlorophenol.
  • pyridine oxide compounds include sodium 2-pyridinethiol-1-oxide.
  • isothiazoline compounds include 1,2-benzisothiazolin-3-one, 2-n-octyl-4-isothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3- on, 5-chloro-2-methyl-4-isothiazolin-3-one magnesium chloride, 5-chloro-2-methyl-4-isothiazolin-3-one calcium chloride, 2-methyl-4-isothiazolin-3-one calcium chloride and the like.
  • antiseptic and antifungal agents include anhydrous sodium acetate, sodium sorbate, sodium benzoate, trade names Proxel GXL (S), Proxel LV, and Proxel XL-2 (S) manufactured by Arch Chemicals. are mentioned.
  • pH adjuster examples include alkanolamines such as diethanolamine, triethanolamine and N-methyldiethanolamine; alkali metal hydroxides such as lithium hydroxide, sodium hydroxide and potassium hydroxide; ammonium hydroxide (ammonia water). alkali metal carbonates such as lithium carbonate, sodium carbonate, sodium hydrogencarbonate and potassium carbonate; alkali metal salts of organic acids such as sodium silicate and potassium acetate; inorganic bases such as disodium phosphate;
  • Chelating agents include, for example, disodium ethylenediaminetetraacetate, sodium nitrilotriacetate, sodium hydroxyethylethylenediaminetriacetate, sodium diethylenetriaminepentaacetate, sodium uracil diacetate and the like.
  • rust preventives include acidic sulfites, sodium thiosulfate, ammonium thioglycolate, diisopropylammonium nitrite, pentaerythritol tetranitrate, and dicyclohexylammonium nitrite.
  • Antifoaming agents include, for example, silicone-based, silica-mineral oil-based, olefin-based, and acetylene-based compounds.
  • Commercially available antifoaming agents include, for example, Surfynol DF37, DF58, DF110D, DF220, MD-20, Olefin SK-14 and the like manufactured by Shin-Etsu Chemical Co., Ltd.
  • Water-soluble UV absorber examples include sulfonated benzophenone-based compounds, benzotriazole-based compounds, salicylic acid-based compounds, cinnamic acid-based compounds, and triazine-based compounds.
  • Antioxidants include, for example, various organic and metal complex antifading agents.
  • organic anti-fading agents include hydroquinones, alkoxyphenols, dialkoxyphenols, phenols, anilines, amines, indanes, chromans, alkoxyanilines, and heterocycles.
  • the ink according to the present embodiment contains a resin emulsion in addition to the fixing resin, the image fastness of the printed image, such as water resistance, scratch resistance, and alcohol resistance, tends to be improved.
  • the resin emulsion at least one selected from polymer emulsions and wax emulsions is preferable.
  • polymer emulsions include emulsions containing urethane, polyester, acrylic, vinyl acetate, vinyl chloride, styrene-acrylic, acrylic-silicone, and styrene-butadiene polymers. Among these, emulsions of polymers selected from urethane, acrylic, and styrene-butadiene systems are preferred.
  • polymer emulsions include, for example, Superflex 420, 470, 890 (the above are urethane-based resin emulsions manufactured by Daiichi Kogyo Seiyaku Co., Ltd.); Hydran HW-350, HW-178, HW-163, HW- 171, AP-20, AP-30, WLS-201, WLS-210 (the above are urethane resin emulsions manufactured by DIC Corporation); 0569, 0850Z, 2108 (the above are styrene-butadiene-based resin emulsion); AE980, AE981A, AE982, AE986B, AE104 (these are acrylic resin emulsions manufactured by ETEC Co., Ltd.);
  • wax emulsion an emulsion in which natural wax or synthetic wax is dispersed in an aqueous medium can be used.
  • Natural wax emulsions include, for example, petroleum waxes such as paraffin wax and microcrystalline wax; lignite waxes such as montan wax; plant waxes such as carnauba wax and candelia wax; animal and plant waxes such as beeswax and lanolin; and emulsions of each wax.
  • Examples of synthetic wax emulsions include emulsions of polyalkylene wax (preferably poly-C2-C4 alkylene wax), polyalkylene oxide wax (preferably poly-C2-C4 alkylene oxide oxide), and paraffin wax.
  • polyalkylene wax preferably poly-C2-C4 alkylene wax
  • polyalkylene oxide wax preferably poly-C2-C4 alkylene oxide oxide
  • paraffin wax emulsions of waxes selected from polyethylene wax, polypropylene wax, oxidized polyethylene wax, oxidized polypropylene wax, and paraffin wax are preferred.
  • the average particle size of the wax is preferably 50 nm to 5 ⁇ m, more preferably 100 nm to 1 ⁇ m, in order to prevent clogging of the inkjet head.
  • Commercial wax emulsion products include, for example, CERAFLOUR 925, 929, 950, 991, AQUACER 498, 515, 526, 531, 537, 539, 552, 1547, AQUAMAT 208, 263, 272; Mitsui Hi-Wax NL100, NL200, NL500, 4202E, 1105A, 2203A, NP550, NP055, NP505 (manufactured by Mitsui Chemicals, Inc.); KUE-100, 11 (manufactured by Sanyo Chemical Industries, Ltd.) HYTEC E-6500, 9015, 6400 (manufactured by Toho Chemical Industry Co., Ltd.);
  • the total content of the solid content of the resin emulsion and the fixing resin is preferably 1 to 20% by mass, more preferably 3 to 10% by mass, with respect to the total mass of the ink according to the present embodiment. .
  • the total content of the solid content of the resin emulsion and the fixing resin is preferably 1 to 20% by mass, more preferably 3 to 10% by mass, with respect to the total mass of the ink according to the present embodiment. .
  • a method for preparing the ink according to the present embodiment is not particularly limited, and a known preparation method can be employed. For example, an aqueous dispersion containing a water-insoluble colorant and a dispersant is prepared, and an emulsion of a fixing resin, water, an organic solvent, and, if necessary, an ink preparation agent are added to the aqueous dispersion. a method of mixing with
  • Methods for preparing the aqueous dispersion include, for example, a phase inversion emulsification method, an acid precipitation method, an interfacial polymerization method, an in-situ polymerization method, an in-liquid curing coating method, a coacervation (phase separation) method, an in-liquid drying method, Examples include a melting dispersion cooling method, an air suspension coating method, a spray drying method, and the like.
  • the phase inversion emulsification method, the acid precipitation method, and the interfacial polymerization method are preferable, and the phase inversion emulsification method is more preferable.
  • a dispersant is dissolved in an organic solvent such as 2-butanone, and an aqueous solution of a neutralizer is added to prepare an emulsion.
  • a water-insoluble colorant is added to the obtained emulsified liquid for dispersion treatment.
  • the desired aqueous dispersion can be obtained by distilling off the organic solvent and part of the water from the thus obtained liquid under reduced pressure.
  • Dispersion treatment can be performed using a sand mill (bead mill), roll mill, ball mill, paint shaker, ultrasonic disperser, microfluidizer, or the like.
  • a sand mill bead mill
  • beads having a particle size of about 0.01 to 1 mm can be used, and the filling rate of the beads can be appropriately set for dispersion treatment.
  • the particle size of the particles contained in the aqueous dispersion can be uniformed by subjecting the aqueous dispersion obtained as described above to operations such as filtration and centrifugation. If foaming occurs during the preparation of the aqueous dispersion, a very small amount of known silicone-based or acetylene glycol-based antifoaming agents can be added.
  • the ink according to the present embodiment preferably has a low content of inorganic impurities such as metal cation chlorides (eg, sodium chloride) and metal cation sulfates (eg, sodium sulfate).
  • inorganic impurities are often contained in commercially available water-insoluble colorants.
  • a guideline for the content of inorganic impurities is approximately 1% by mass or less relative to the total amount of the water-insoluble colorant, and the lower limit is ideally below the detection limit of the analytical instrument, that is, 0% by mass.
  • Methods for obtaining a water-insoluble colorant with less inorganic impurities include, for example, a method using a reverse osmosis membrane; A method of separating and drying the water-insoluble colorant by filtration; a method of exchanging and adsorbing inorganic impurities with an ion-exchange resin;
  • the ink according to the present embodiment is preferably fine filtered.
  • Membrane filters, glass filter paper and the like can be used for precision filtration.
  • the pore size of a filter or the like for microfiltration is usually 0.5 to 20 ⁇ m, preferably 0.5 to 10 ⁇ m.
  • the ink according to the present embodiment is also excellent in storage stability, redispersibility, various abrasion resistance, color developability, and chroma.
  • printed images recorded using the ink according to the present embodiment are excellent in various fastnesses such as water resistance, light resistance, heat resistance, oxidation gas resistance (for example, ozone gas resistance).
  • the ink according to the present embodiment has little coating unevenness during image formation, and is excellent in image formability.
  • the ink set according to this embodiment includes the ink according to this embodiment described above and another ink different from the ink.
  • the other ink is not particularly limited as long as it has a different composition from the ink according to the present embodiment, but preferably has a different hue from the ink according to the present embodiment.
  • the ink set according to this embodiment includes the ink or ink set according to this embodiment described above, and printing media.
  • the print media are not particularly limited, but preferably print media that hardly absorb ink, and more preferably print media that do not absorb ink.
  • the ink-poor printing media include plain paper having no ink-receiving layer, media used for gravure printing and offset printing, art paper, coated paper, matte paper, cast paper, and the like.
  • non-ink-absorbing printing media include PET (polyethylene terephthalate) film, PP (polypropylene) film, vinyl chloride sheet, glass, and rubber.
  • the ink according to the present embodiment described above or droplets of each ink included in the ink set according to the present embodiment described above are ejected according to a print signal, and adhered to the print medium.
  • printing is performed by There are no particular restrictions on the ink nozzles and the like of the inkjet printer for ejecting ink, and they can be appropriately selected according to the purpose.
  • the inkjet printing method includes a method of ejecting a large number of inks with a low content of water-insoluble colorant in the ink in a small volume to improve image quality; A method for improving image quality by using multiple inks with different colorant content; By using both a colorless and transparent ink and an ink containing a water-insoluble colorant, the fixability of the water-insoluble colorant to the printing medium and the like.
  • a known method can be adopted as the inkjet printing method. Examples thereof include a charge control method, a drop-on-demand method (also referred to as a pressure pulse method), an acoustic inkjet method, a thermal inkjet method, and the like.
  • the inkjet printing method may be either a multi-pass method or a single-pass method (one-pass printing method).
  • single-pass printing using a line head type inkjet printer is also preferably performed for the purpose of increasing the printing speed. According to the ink according to the present embodiment, even under such printing conditions, it is possible to obtain a printed image with good coating properties and excellent abrasion resistance.
  • a container (ink tank) containing ink is loaded in a predetermined position of an inkjet printer, and the print media is printed by the above printing method.
  • Full-color printing can also be achieved by loading containers containing inks of respective colors into predetermined positions of an inkjet printer and printing on printing media by the above-described printing method.
  • the printing medium When using a printing medium that does not have an ink-receiving layer, it is preferable to subject the printing medium to surface modification treatment for the purpose of improving the fixability of the water-insoluble colorant.
  • surface modification treatment include corona discharge treatment, plasma treatment, and flame treatment. It is generally known that the effect of surface modification treatment decreases over time. Therefore, it is preferable to perform the surface modification treatment step and the inkjet recording step continuously, and it is more preferable to perform the surface modification treatment step immediately before the inkjet recording step.
  • a combination of preferable items is more preferable, and a combination of more preferable items is even more preferable.
  • part means parts by mass and “%” means % by mass, unless otherwise specified. Unless otherwise specified, all operations such as various syntheses in Examples were carried out under stirring. Further, when it was necessary to quantify the pigment solid content in the pigment dispersion, it was determined by the dry weight method using MS-70 manufactured by A&D Co., Ltd. The pigment solid content is a conversion value obtained by calculating only the pigment solid content from the total amount of solid content.
  • Preparation Example 1 Preparation of Pigment Dispersion Liquid DP1>
  • a block copolymer (dispersant) was obtained by repeating Synthesis Example 3 of International Publication No. 2013/115071.
  • the resulting block copolymer (6 parts) was dissolved in 2-butanone (30 parts) to form a homogeneous solution.
  • Pigment Yellow 155 (manufactured by Clariant) (20 parts) was added and dispersed in a sand grinder at 1500 rpm for 15 hours to obtain a liquid. Ion-exchanged water (100 parts) was added dropwise to the obtained liquid, and after filtering to remove the dispersing beads, 2-butanone and part of the water were distilled off under reduced pressure using an evaporator to obtain a pigment solid content of 12.8%. was obtained. The obtained pigment dispersion is designated as "DP1".
  • Adekaria Soap SR-1025 that is, [( ⁇ -[2-(allyloxy)-1-( ⁇ C10-C14 alkyloxy ⁇ methyl)ethyl]- Oxiranes of ⁇ reaction
  • Table 1 below shows the solid content (%) and the glass transition point (Tg) of the fixing resin emulsions PEM-1 to PEM-9.
  • the glass transition point was measured with a differential scanning calorimeter DSC Q2000 (TA Instruments) at a heating rate of 10°C/min. value.
  • the inks of Examples 1 to 5 were able to obtain printed images with excellent water resistance even on PET films, and were also excellent in resolubility when dried.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)

Abstract

L'invention concerne une encre pour jet d'encre qui contient un colorant insoluble dans l'eau, un dispersant, une résine de fixation et de l'eau, la résine de fixation étant une résine obtenue par polymérisation d'un mélange de monomères comprenant au moins un monomère choisi parmi l'acrylate de butyle, le méthacrylate de méthyle et l'acrylate de méthyle en présence d'un émulsifiant réactif, et la teneur en acrylate de butyle dans le mélange de monomères étant de 0,1 % en masse ou plus et inférieure à 31,5 % en masse. La présente invention concerne également : un ensemble d'encres comprenant l'encre pour jet d'encre ; un ensemble de support d'encre comprenant l'encre pour jet d'encre ou l'ensemble d'encres et un support d'impression ; et un support d'impression avec l'encre pour jet d'encre ou chacune des encres pour jet d'encre incluses dans l'ensemble d'encres adhérant à celui-ci.
PCT/JP2022/005008 2021-02-15 2022-02-09 Encre pour jet d'encre, ensemble d'encres, ensemble de support d'encre et support d'impression WO2022172937A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2022580645A JPWO2022172937A1 (fr) 2021-02-15 2022-02-09

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2021021687 2021-02-15
JP2021-021687 2021-02-15

Publications (1)

Publication Number Publication Date
WO2022172937A1 true WO2022172937A1 (fr) 2022-08-18

Family

ID=82837609

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2022/005008 WO2022172937A1 (fr) 2021-02-15 2022-02-09 Encre pour jet d'encre, ensemble d'encres, ensemble de support d'encre et support d'impression

Country Status (2)

Country Link
JP (1) JPWO2022172937A1 (fr)
WO (1) WO2022172937A1 (fr)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11302583A (ja) * 1998-04-20 1999-11-02 Sanyo Chem Ind Ltd 顔料捺染用バインダー及び顔料捺染方法
US6184268B1 (en) * 1999-08-30 2001-02-06 Xerox Corporation Ink jet ink compositions and processes thereof
JP2003238849A (ja) * 2002-02-15 2003-08-27 Hitachi Maxell Ltd インクジェットプリンタ用インク
JP2013027979A (ja) * 2011-07-26 2013-02-07 Toyo Ink Sc Holdings Co Ltd インクジェット印刷物
JP2020055267A (ja) * 2018-10-04 2020-04-09 セイコーエプソン株式会社 インクジェット記録方法及び記録装置

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH11302583A (ja) * 1998-04-20 1999-11-02 Sanyo Chem Ind Ltd 顔料捺染用バインダー及び顔料捺染方法
US6184268B1 (en) * 1999-08-30 2001-02-06 Xerox Corporation Ink jet ink compositions and processes thereof
JP2003238849A (ja) * 2002-02-15 2003-08-27 Hitachi Maxell Ltd インクジェットプリンタ用インク
JP2013027979A (ja) * 2011-07-26 2013-02-07 Toyo Ink Sc Holdings Co Ltd インクジェット印刷物
JP2020055267A (ja) * 2018-10-04 2020-04-09 セイコーエプソン株式会社 インクジェット記録方法及び記録装置

Also Published As

Publication number Publication date
JPWO2022172937A1 (fr) 2022-08-18

Similar Documents

Publication Publication Date Title
JP6588891B2 (ja) インク組成物、インクジェット記録方法及び着色体
JP6469007B2 (ja) インクセット、インクジェット記録方法及び着色体
JP6893404B2 (ja) 擦過性の向上方法
CN114080432B (zh) 油墨及喷墨记录方法
JP7376974B2 (ja) インクセット及びインクジェット記録方法
JP2022155890A (ja) インク、インクメディアセット及び耐擦性の向上方法
WO2022172937A1 (fr) Encre pour jet d'encre, ensemble d'encres, ensemble de support d'encre et support d'impression
JP7220334B1 (ja) インクジェット用インク、インクセット、インクメディアセット、及び印刷メディア
JP7247428B2 (ja) インクジェット用インク、インクジェット記録方法、インクセット、インクメディアセット、及び印刷メディア
JP7281020B2 (ja) 記録用インク、インクセット、インクメディアセット、及び印刷メディア
WO2024034369A1 (fr) Encre pour jet d'encre, ensemble d'encres, ensemble de support d'encre et support d'impression
JP7266762B2 (ja) インクジェット用インク、インクセット、インクメディアセット、及び印刷メディア
JP7447233B2 (ja) インク及びインクジェット記録方法
JP2022124473A (ja) ホワイトインク及びインクジェット記録方法
JP7042684B2 (ja) インクセット及びインクジェット記録方法
WO2024034313A1 (fr) Composition d'encre et procédé d'impression par jet d'encre
WO2022124249A1 (fr) Encre, ensemble d'encres, ensemble de supports d'encres et support d'impression
JP6851766B2 (ja) インク及びインクジェット記録方法
WO2021157418A1 (fr) Encre, procédé d'impression à jet d'encre et support d'impression
JP2023159039A (ja) インク及びインクジェット記録方法
JP6666055B2 (ja) インク、インクジェット記録方法及び記録メディア
JP2024058037A (ja) インクジェット用インク、インクジェット記録方法、インクセット、インクメディアセット、及び印刷メディア
JP6632027B2 (ja) インク及びインクジェット記録方法
JP2023159038A (ja) インク及びインクジェット記録方法
JP2022023921A (ja) インク及びインクジェット記録方法

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 22752760

Country of ref document: EP

Kind code of ref document: A1

ENP Entry into the national phase

Ref document number: 2022580645

Country of ref document: JP

Kind code of ref document: A

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 22752760

Country of ref document: EP

Kind code of ref document: A1