WO2020066468A1 - Dispersion de pigment, composition d'encre pour jet d'encre et jeu d'encres obtenu à l'aide de ladite dispersion de pigment, et image formée à l'aide de ladite composition d'encre pour jet d'encre, et procédé de formation de ladite image - Google Patents

Dispersion de pigment, composition d'encre pour jet d'encre et jeu d'encres obtenu à l'aide de ladite dispersion de pigment, et image formée à l'aide de ladite composition d'encre pour jet d'encre, et procédé de formation de ladite image Download PDF

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Publication number
WO2020066468A1
WO2020066468A1 PCT/JP2019/034322 JP2019034322W WO2020066468A1 WO 2020066468 A1 WO2020066468 A1 WO 2020066468A1 JP 2019034322 W JP2019034322 W JP 2019034322W WO 2020066468 A1 WO2020066468 A1 WO 2020066468A1
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Prior art keywords
pigment
group
ink composition
polymer
meth
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PCT/JP2019/034322
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English (en)
Japanese (ja)
Inventor
祥平 片岡
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富士フイルム株式会社
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Publication of WO2020066468A1 publication Critical patent/WO2020066468A1/fr

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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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00—Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/36—Compounds of titanium
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09C—TREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C3/00—Treatment in general of inorganic materials, other than fibrous fillers, to enhance their pigmenting or filling properties
    • C09C3/10—Treatment with macromolecular organic compounds
    • 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
    • C09D11/324—Inkjet printing inks characterised by colouring agents containing carbon black
    • C09D11/326—Inkjet printing inks characterised by colouring agents containing carbon black characterised by the pigment dispersant
    • 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
    • C09D11/54—Inks based on two liquids, one liquid being the ink, the other liquid being a reaction solution, a fixer or a treatment solution for the ink
    • 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
    • C09D17/00—Pigment pastes, e.g. for mixing in paints

Definitions

  • the present invention relates to a pigment dispersion, an ink-jet ink composition and an ink set using the pigment dispersion, an image formed using the ink-jet ink composition, and a method for forming the image.
  • One of the image recording methods for forming an image on a recording medium such as paper based on an image data signal is an ink jet method.
  • a printer that is an ink jet recording apparatus generally uses three colors of red, blue, and yellow or four colors of ink obtained by adding black to white paper as a recording medium.
  • white ink is used as the ink in addition to the above-described colored ink.
  • a white ink is applied in advance to a region of the recording medium to which the colored ink is to be applied (so-called white pressing) to reduce the sharpness of the formed image. Enhancing is done.
  • White ink applied to such a colored recording medium or a transparent or light-colored recording medium is required to have a high concealing property.
  • a white pigment which is a coloring material for white ink
  • a metal oxide is generally used.
  • titanium oxide which is a white pigment having high shielding properties
  • metal oxides generally have a large specific gravity
  • white ink in which titanium oxide particles having a large average primary particle diameter of about 250 nm are dispersed tends to settle, and once the pigment has settled, it is likely to be redispersed.
  • ink jet method ink is ejected from an extremely fine ejection port. Therefore, when particles settle in the ink tank, clogging of the nozzle or ink mist due to solidification of the ink near the nozzle ejection port, nozzle missing, etc. There is a possibility that a flight bend or the like may occur.
  • Patent Literatures 1 and 2 disclose an ink composition containing metal oxide particles having a small average particle diameter and a polyvalent metal ion or a cationic polymer as an aggregating agent for aggregating the particles. According to Patent Documents 1 and 2, these ink compositions suppress the sedimentation of particles, and also enhance the light-shielding properties of a film formed using this composition.
  • an ink composition in which a pigment is dispersed is provided on a substrate having a layer provided with a coagulant (for example, an acidic undercoat layer), and the ink composition is coagulated on the substrate by the action of the coagulant.
  • a coagulant for example, an acidic undercoat layer
  • a binder resin is added to an ink composition using a pigment as a coloring material in order to impart abrasion resistance or the like to a formed image area.
  • the binder resin resin fine particles capable of realizing low viscosity even when the solid content concentration is high are frequently used from the viewpoint of enhancing the characteristics such as storage stability and ejection stability of the ink. These resin fine particles also coagulate together with the pigment by the action of the coagulant, and the mechanical properties of the image area are enhanced.
  • Patent Documents 1 and 2 when a white pigment having a smaller particle size is used, it is advantageous for improving the dispersion stability of the pigment. On the other hand, the concealability of the formed image portion tends to decrease.
  • the hiding power is also affected by the cohesiveness of the binder particles. That is, when the white pigment and the binder particles are aggregated at one time, the pigment concentration per unit volume of the image area decreases, and as a result, the concealing property (color density) also decreases.
  • the description has been made focusing on the white pigment.
  • the improvement of the color density of the colored pigment is also an issue.
  • the present invention has been made in view of the above circumstances, and a pigment dispersion capable of sufficiently increasing the color density of a formed image portion when used in an ink, and an ink-jet ink composition using the dispersion And an ink set, and an image formed using the inkjet ink composition and an image forming method.
  • a pigment dispersion containing a pigment dispersant (A) comprising a polymer having an anionic group, a pigment and an aqueous medium, wherein the pKa of the polymer before neutralization of the pigment dispersant (A) in a DMSO solution is: 14.
  • the sulfonamide salt type group is represented by the following general formula (I) or (II).
  • R 1 represents a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms
  • R 2 represents a hydrocarbon group having 1 to 20 carbon atoms
  • Ar 1 and Ar 2 each independently represent a carbon group having 6 to 10 carbon atoms
  • 20 represents an arylene group or a heteroarylene group
  • L 1 and L 2 each independently represent a single bond or a divalent linking group
  • M + represents an alkali metal ion or an ammonium ion. * Indicates a linking site with the polymer.
  • ⁇ 4> The pigment dispersion according to ⁇ 3>, wherein the pigment dispersant (A) includes a structural unit derived from a vinyl monomer having a sulfonamide salt type group represented by the general formula (I).
  • ⁇ 5> The pigment dispersion according to any one of ⁇ 1> to ⁇ 4>, wherein the pigment contains titanium oxide having an average particle size of 1 to 100 nm.
  • ⁇ 6> The pigment dispersion according to any one of ⁇ 1> to ⁇ 5>, containing binder particles.
  • An inkjet ink composition comprising the pigment dispersion according to any one of ⁇ 1> to ⁇ 6>.
  • An ink set comprising the inkjet ink composition according to ⁇ 7> and a treating agent for coagulating the ink composition.
  • An image forming method comprising a step of applying the inkjet ink composition to a recording medium to which a treatment agent for aggregating the inkjet ink composition according to ⁇ 7> is applied.
  • the term “compound” includes not only the compound itself but also its salt and its ion.
  • a structure in which a part of the structure is changed is included as long as an intended effect is not impaired.
  • a compound having an arbitrary substituent is included as long as a desired effect is not impaired.
  • a substituent, a linking group, a ring structure and the like hereinafter, referred to as a substituent and the like.
  • each substituent and the like when there are a plurality of substituents and the like represented by specific symbols, or when simultaneously defining a plurality of substituents and the like, each substituent and the like may be the same as each other, unless otherwise specified. It may be different. This holds true for the definition of the number of substituents and the like. When a plurality of substituents and the like are close to each other (particularly adjacent to each other), they may be connected to each other to form a ring unless otherwise specified. In the present invention, when a polymer has a plurality of repeating units represented by the same chemical structure, each repeating unit present in the polymer may be the same or different. This is the same for each group forming the repeating unit.
  • the number of carbon atoms of the group means the total number of carbon atoms including the substituent unless otherwise specified.
  • this group when a group can form a non-cyclic skeleton and a cyclic skeleton, this group includes a non-cyclic skeleton group and a cyclic skeleton group unless otherwise specified.
  • the alkyl group includes a linear alkyl group, a branched alkyl group, and a cyclic (cyclo) alkyl group.
  • the lower limit of the number of atoms of the group forming the cyclic skeleton is 3 or more, preferably 5 or more, irrespective of the lower limit of the number of atoms specifically described for this group.
  • “(meth) acrylate” is used to mean both acrylate and methacrylate.
  • the term “vinyl monomer” is used in a broader sense than usual.
  • a monomer having a polymerizable group is also included in the vinyl monomer.
  • a numerical range represented by using “to” means a range including numerical values described before and after “to” as a lower limit and an upper limit.
  • the mass average molecular weight and the number average molecular weight were measured by GPC.
  • TSKgeL Super HZ2000 TSKgeL Super HZ4000
  • TSKgeL Super HZ-H manufactured by Tosoh Corporation, 4.6 mm ⁇ 15 cm
  • THF tetrahydrofuran
  • the sample concentration was 0.3% by mass
  • the flow rate was 0.35 ml / min
  • the sample injection amount was 10 ⁇ L
  • the measurement temperature was 40 ° C.
  • an IR detector was used as a detector.
  • the calibration curve is “Standard sample TSK standard, polystyrene” manufactured by Tosoh Corporation: “F-80”, “F-20”, “F-4”, “F-2”, “A-5000”, “A -1000 ".
  • the pigment dispersion, the inkjet ink composition and the ink set of the present invention can be applied to an inkjet recording method to form an image portion, thereby increasing the color density of the formed image portion.
  • the color density of the image portion is sufficiently increased.
  • the color density of the formed image portion can be sufficiently increased.
  • the pigment dispersion of the present invention (hereinafter, also simply referred to as “pigment dispersion”) is a pigment dispersant (A) composed of a polymer having an anionic group (hereinafter, also referred to as “pigment dispersant (A)”).
  • pigment dispersant (A) a pigment dispersant composed of a polymer having an anionic group
  • the pKa in the DMSO solution at 25 ° C. is 14 or more.
  • the pigment dispersion of the present invention has excellent dispersion stability without sedimentation even when the ink is stored for a long period of time, and can further enhance the color density of the formed image.
  • the reason for this is not necessarily clear, but is presumed as follows.
  • the pigment dispersant (A) is effective as a dispersant for dispersing a pigment as a coloring material in an aqueous medium due to charge repulsion between anionic groups of the pigment dispersant (A). Functioning.
  • the charge repulsion is rapidly weakened by the action of the coagulant (coagulation inducing component described later), and the coagulation of the pigment occurs quickly.
  • the pigment dispersant (A) has a higher priority (selective) than the aggregation of the binder that is usually compounded. It is thought that the pigment concentration in the image area can be further increased by aggregating quickly. This is because the pigment dispersant (A) has an anionic group which is different from a dissociative group (an acidic group such as a carboxylic acid group, a sulfonic acid group, and a phosphoric acid group) which the binder has for affinity with an aqueous medium. Is considered to be more easily and quickly protonated.
  • a dissociative group an acidic group such as a carboxylic acid group, a sulfonic acid group, and a phosphoric acid group
  • the pigment dispersant (A) is a polymer that functions as a pigment dispersant in the pigment dispersion of the present invention.
  • pKa (acid dissociation constant; hereinafter simply referred to as “pKa (DMSO)”) of the polymer before neutralization of the pigment dispersant (A) in a DMSO (dimethyl sulfoxide) solution is 14 or more.
  • the term “polymer before neutralization of the pigment dispersant (A)” refers to a polymer (a) in which all counter cations in the anionic group of the pigment dispersant (A) are hydrogen atoms (hereinafter simply referred to as “polymer”). "Polymer (a)”).
  • the pKa (DMSO) is a pKa in a DMSO solution at 25 ° C.
  • pKa (DMSO) can be measured by titrating a 1% by mass DMSO solution at 25 ° C. with a 0.1 mol% (concentration) aqueous potassium hydroxide solution.
  • a 1 mol% aqueous hydrochloric acid solution is dissolved after dissolving the pigment dispersant (A) in DMSO.
  • the pKa (DMSO) is preferably 15 or more, and more preferably 16 or more, from the viewpoint of increasing the color density of an image.
  • liquid-repellent film resistance when used as an inkjet ink composition, from the viewpoint of suppressing hydrolysis of the silicone resin film at the nozzle discharge portion (hereinafter referred to as “liquid-repellent film resistance”), it is preferably 20 or less, more preferably 19 or less. It is preferably 18 or less, more preferably 17 or less.
  • the pKa (DMSO) means the largest pKa that the polymer (a) has. At least the largest pKa of the polymer (a) satisfies the above-mentioned pKa (DMSO), whereby the aggregation of the pigment by the aggregating agent can be quickly caused.
  • the polymer (a) does not have a clear pKa (for example, since the polymer (a) has a plurality of pKas and the values of the plurality of pKas are close to each other, a broad neutralization curve is obtained when the polymer (a) is neutralized.
  • the pKa (DMSO) of the polymer (a) means the end point of the neutralization curve.
  • the pigment dispersant (A) is a polymer that functions as a pigment dispersant in the pigment dispersion of the present invention by having an anionic group in the polymer.
  • the anionic group contained in the pigment dispersant (A) means a salt-type group in which a group contributing to the polymer (a) exhibiting the above-mentioned pKa (DMSO) is neutralized. Of the cation.
  • DMSO pKa
  • the counter cation may be monovalent or divalent or higher, but is preferably a monovalent counter cation, more preferably an alkali metal ion or an ammonium ion, and further preferably an alkali metal ion.
  • alkali metal ion include a lithium ion, a sodium ion, a potassium ion, and a cesium ion, and a sodium ion or a potassium ion is preferable.
  • ammonium ion examples include an ammonium ion (NH 4 + ), an alkyl group (the number of carbon atoms is preferably 1 to 10, more preferably 1 to 6, and still more preferably 1 to 3) and an aryl group (the number of carbon atoms is 1 to 3). , 6 to 20, preferably 6 to 18, more preferably 6 to 12), and a quaternary ammonium ion substituted with a nitrogen atom.
  • a tetramethylammonium ion, a triethylammonium ion, and a dimethyl 2-hydroxyethylammonium ion are more preferable.
  • the anionic group is not particularly limited as long as the polymer (a) satisfies the above-mentioned pKa (DMSO). And a benzimidazolium salt type group.
  • a sulfonamide salt type group or an imide salt type group is preferable from the viewpoint of liquid repellent film resistance, and a sulfonamide salt type group is more preferable from the viewpoint of visibility.
  • the sulfonamide salt-type group preferably has a structure represented by the following general formula (I) or (II).
  • the structure represented by the general formula (I) In the case where the polymer has a sulfonamide salt type group in the polymer side chain (preferably, the case where a chain polymerization type polymer described later has a sulfonamide salt type group in the side chain), the structure represented by the general formula (I) In the case where the polymer has a sulfonamide salt type group in the polymer main chain (preferably, the case where the sequential polymerization type polymer described later has a sulfonamide salt type group in the main chain), the general formula ( It preferably has a structure represented by II).
  • R 1 represents a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms
  • R 2 represents a hydrocarbon group having 1 to 20 carbon atoms
  • Ar 1 and Ar 2 each independently represent a carbon group having 6 to 10 carbon atoms
  • 20 represents an arylene group or a heteroarylene group
  • L 1 and L 2 each independently represent a single bond or a divalent linking group
  • M + represents an alkali metal ion or an ammonium ion. * Indicates a linking site with the polymer.
  • the hydrocarbon group having 1 to 10 carbon atoms for R 1 is preferably an alkyl group (preferably 1 to 6 carbon atoms, more preferably 1 to 3) and an alkenyl group (preferably 2 to 6 carbon atoms). And an alkyl group having 1 to 10 carbon atoms is more preferable.
  • R 1 is preferably a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, further preferably a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and more preferably a hydrogen atom. Particularly preferred.
  • R 2 As the hydrocarbon group having 1 to 20 carbon atoms for R 2 , an alkyl group (preferably having 1 to 10 carbon atoms, more preferably 1 to 6) and an alkenyl group (preferably having 2 to 6 carbon atoms) are preferable. And an alkyl group having 1 to 20 carbon atoms is more preferable.
  • R 2 is preferably a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and even more preferably a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
  • the arylene group having 6 to 20 carbon atoms in Ar 1 and Ar 2 preferably has 6 to 12 carbon atoms.
  • a 5-membered aromatic heterocycle a fused heterocycle containing a 5-membered aromatic heterocycle, a 6-membered aromatic heterocycle, or a 6-membered aromatic A group consisting of a condensed heterocycle including an aromatic heterocycle is preferred.
  • these aromatic heterocycles or condensed heterocycles may have a substituent (for example, a substituent Z described later, among which an alkyl group is preferable, and an alkyl group having 1 to 3 carbon atoms is preferable. Is more preferable.).
  • the number of ring-constituting atoms of the heteroarylene group is preferably 5 to 20, more preferably 5 to 13.
  • the ring-constituting atom preferably has at least one of an oxygen atom, a nitrogen atom and a sulfur atom.
  • the 5-membered aromatic hetero ring and the fused hetero ring including the 5-membered aromatic hetero ring include a pyrrole ring, an imidazole ring, a pyrazole ring, an oxazole ring, a thiazole ring, an isoxazole ring, Examples include an isothiazole ring, a triazole ring, an oxadiazole ring, a thiodiazole ring, a furan ring, a thiophene ring, a benzimidazole ring, a benzoxazole ring, a benzothiazole ring, and an indazole ring.
  • Examples of the 6-membered aromatic hetero ring and the fused hetero ring including the 6-membered aromatic hetero ring include a pyridine ring, a pyrimidine ring, a pyrazine ring, a pyridazine ring, a triazine ring, a quinoline ring, and an isoquinoline. Ring, quinoxaline ring, phthalazine ring, cinnoline ring, and quinazoline ring.
  • the heteroarylene group in Ar 1 and Ar 2 is preferably dibenzofuran-diyl, benzofuran-diyl, benzothiophen-diyl, or dibenzothiophen-diyl, and more preferably dibenzofuran-diyl.
  • Ar 1 is preferably an arylene group having 6 to 20 carbon atoms, more preferably an arylene group having 6 to 12 carbon atoms, and further preferably phenylene.
  • Ar 2 is preferably an arylene group having 6 to 12 carbon atoms or a heteroarylene group having 5 to 20 ring atoms, more preferably phenylene, naphthylene, benzofuran-diyl, dibenzofuran-diyl, benzothiophen-diyl, and dibenzothiophen-diyl.
  • phenylene or dibenzofuran-diyl is more preferred.
  • the divalent linking group in L 1 and L 2 is an alkylene group (preferably having 1 to 6 carbon atoms, more preferably 1 to 3), an ether bond, an ester bond or an amide bond, or a group (bond) of these groups.
  • a group obtained by combining two or more of the above examples include ether-alkylene-amide and ether-alkylene-ester.
  • L 1 is preferably an ester bond, an amide bond, or an ether-alkylene-amide.
  • L 2 is preferably a single bond.
  • the alkali metal ion and ammonium ion for M + the description of the alkali metal ion and ammonium ion described in the above anionic group can be preferably applied.
  • the pigment dispersant (A) may have one kind of the above-described anionic group, or may have two or more kinds of the anionic group.
  • the content of the anionic group in the pigment dispersant (A) is preferably 0.01 to 6.0 mmol / g, more preferably 0.02 to 5.0 mmol / g, and more preferably 0.03 to 4.5 mmol / g. / G is more preferred.
  • the pigment dispersant (A) has an anionic group (for example, a carboxylate group, a sulfonate group, or a phosphate group) having a pKa (DMSO) of less than 14, as long as the effects of the present invention are not impaired. You may.
  • the ratio of the anionic group contained in the pigment dispersant (A) to the total amount of the groups exhibiting pKa (DMSO) in the polymer (a) (that is, the pigment dispersant (A)
  • the practical lower limit of the neutralization ratio of the anionic group therein is 5 mol% or more, preferably 7 mol% or more, more preferably 10 mol% or more.
  • the base number of the pigment dispersant (A) is preferably from 0.01 to 4.0 mmol / g, more preferably from 0.02 to 3.0 mmol / g, and more preferably from 0.02 to 3.0 mmol / g, from the viewpoint of compatibility between dispersion stability and color density. ⁇ 2.5 mmol / g is more preferred.
  • the base number can be measured by dissolving 0.1 g of the pigment dispersant (A) in DMSO to form a 1% by mass solution, and then titrating the solution at 25 ° C. using a 0.1 mol% hydrochloric acid aqueous solution.
  • the acid value of the pigment dispersant (A) is determined by dissolving 0.1 g of the pigment dispersant (A) in DMSO to form a 1% by mass solution, and then titrating the solution at 25 ° C. using a 0.1 mol% aqueous sodium hydroxide solution. Can be measured.
  • the pigment dispersant (A) preferably has an adsorptive group for the pigment in addition to the anionic group, in that it functions as a pigment dispersant in the pigment dispersion of the present invention. Since the adsorptivity varies depending on the surface of the pigment, the structure cannot be specified as an adsorptive group.For example, an alkyl group, an aryl group, a heteroaryl group, an ether group, a carbonate group, a hydroxyl group, an amide group, a carbonyl group And a phosphate group.
  • the pigment dispersant (A) may be a chain polymerization type polymer composed of a structural unit derived from a vinyl monomer, or may be a sequential polymerization type (that is, a polyaddition type or polycondensation type) polymer.
  • Examples of the structure in which the pigment dispersant (A) has an anionic group include a structure in which at least one of structural units derived from a vinyl monomer has an anionic group, a monomer constituting a sequential polymerization type polymer (at least bifunctional or more) Or a compound having at least any one of the bonding parts of the monomers constituting the sequential polymerization type polymer has an anionic group.
  • the pigment dispersant (A) preferably contains a structural unit derived from a vinyl monomer having a sulfonamide salt type group represented by the above general formula (I) from the viewpoint of liquid repellent film resistance.
  • the structural unit of the pigment dispersant (A) will be specifically described with reference to a monomer-derived structural unit before neutralization.
  • the pigment dispersant (A) is a chain-polymerizable polymer composed of a vinyl monomer-derived structural unit, it preferably has the following monomer-derived structural unit.
  • structural unit (a1) examples include N- (4-sulfamoylphenyl) (meth) acrylamide, N- [4- (N′-ethylsulfamoyl) phenyl] (meth) acrylate, maleimide, 4-hydroxystyrene, N- [2- (4-sulfamoylphenoxy) ethyl] (meth) acrylamide and N- (4-hydroxyphenyl) And (meth) acrylamide-derived structural units.
  • the alkyl group has 1 to 20, preferably 1 to 18, carbon atoms.
  • 1 to 12 alkyl (meth) acrylates more specifically methyl (meth) acrylate, ethyl (meth) acrylate, isopropyl (meth) acrylate, n-propyl (meth) acrylate, n-butyl (meth) acrylate
  • Alkyl (meth) acrylates such as isobutyl (meth) acrylate, t-butyl (meth) acrylate, hexyl (meth) acrylate, ethylhexyl (meth) acrylate, and octadecyl (meth) acrylate; hydroxymethyl (meth) acrylate, 2-hydroxy Ethyl (meth) acryle Hydr
  • the structural unit (a1) may be one type or two or more types, and the structural unit (a2) may be one type or two or more types.
  • the total content of the structural unit (a1) in the pigment dispersant (A) is not particularly limited, but is preferably 5 to 95% by mass, more preferably 5 to 90% by mass, and still more preferably 10 to 80% by mass.
  • the total content of the structural unit (a2) in the pigment dispersant (A) is not particularly limited, but is preferably from 5 to 95% by mass, more preferably from 10 to 95% by mass, and still more preferably from 20 to 90% by mass.
  • the pigment dispersant (A) which is a chain polymerization type polymer
  • a commonly used method can be used.
  • radical polymerization can be mentioned, and as a polymerization initiator, a reaction terminator, a solvent and the like, an agent usually used in combination with a monomer, an oligomer and the like to be used can be appropriately used.
  • a commercially available polymer can also be used as the polymer.
  • the polymerization initiator is not particularly limited, and may be an inorganic persulfate (eg, potassium persulfate, sodium persulfate, ammonium persulfate, etc.), an azo-based initiator (eg, 2,2′-azobis (2-amidinopropane) ) Dihydrochloride, 2,2′-azobis [2-methyl-N- (2-hydroxyethyl) -propionamide], 4,4′-azobis (4-cyanovaleric acid), etc.), organic peroxides ( For example, t-butyl peroxypivalate, t-butyl hydroperoxide, disuccinic peroxide and the like, or a salt thereof can be used.
  • an inorganic persulfate eg, potassium persulfate, sodium persulfate, ammonium persulfate, etc.
  • an azo-based initiator eg, 2,2′-azobis (2-amidinopropane)
  • the pigment dispersant (A) which is a chain polymerization type polymer may have a polymerization initiator residue on at least one of both terminals.
  • the pigment dispersant (A), which is a chain polymerizable polymer may be a block polymer or a random polymer.
  • chain transfer agent known compounds such as carbon tetrahalide, styrene dimers, (meth) acrylate dimers, mercaptans, and sulfides can be used. Among them, dimers of styrenes and mercaptans described in JP-A-5-17510 can be suitably used.
  • the anionic group in the pigment dispersant (A) can be introduced by neutralizing the corresponding group, but the introduction may be performed before, during or after the polymerization.
  • the pigment dispersant (A) can be obtained by performing the polymerization using a neutralization type monomer of the monomer described in the above structural unit, and during or after the polymerization.
  • the pigment dispersant (A) can be obtained by neutralizing the polymer (a) obtained by polymerizing the monomers mentioned in the above structural units. Neutralization can be performed by a conventional method.
  • a method of adding a solution of a basic substance such as potassium hydroxide to an object to be neutralized (either a monomer, an oligomer or a polymer, preferably a solution thereof).
  • a method of adding a solution of a basic substance such as potassium hydroxide to an object to be neutralized (either a monomer, an oligomer or a polymer, preferably a solution thereof).
  • the counter cation of the anionic group, the neutralization ratio, and the like of the pigment dispersant (A) can be adjusted by the neutralization conditions. From the viewpoint of inhibiting hydrolysis, the neutralization is preferably performed after the polymerization.
  • the polymer (a) is preferably a polysulfonamide or a polyamide.
  • the polymer structure has both a sulfonamide bond and an amide bond as a repeating unit, it is classified as polysulfonamide in the present specification.
  • the polysulfonamide preferably has a structural unit represented by the above general formula (II), and can be synthesized, for example, with reference to a method for synthesizing a polysulfonamide described in WO2017 / 061561.
  • the polyamide can be synthesized by a conventional method.
  • the anionic group in the pigment dispersant (A), which is a sequentially polymerizable polymer, can also be neutralized according to the neutralization method described for the chain polymer. From the viewpoint of inhibiting hydrolysis, the neutralization is preferably performed after the polymerization of the polymer (a).
  • the terminal structures of the pigment dispersant (A) and the polymer (a) are not particularly limited, and the presence or absence of other structural units, the type of substrate used during synthesis, or the type of quenching agent (reaction terminator) during synthesis. Is not uniquely determined.
  • the terminal structure is, for example, a hydrogen atom, a hydroxy group, a halogen atom, an ethylenically unsaturated group, an alkyl group, an aromatic heterocyclic group (preferably a thiophene ring) or an aromatic hydrocarbon group (preferably a benzene ring). ).
  • the mass average molecular weight (Mw) of the pigment dispersant (A) is preferably from 3,000 to 100,000, more preferably from 4,000 to 50,000, and more preferably from 5,000 to 25,000 from the viewpoint of dispersion stability. Is more preferred.
  • the molecular weight distribution of the pigment dispersant (A), that is, the ratio (Mw / Mn) of the mass average molecular weight (Mw) to the number average molecular weight (Mn) is preferably from 1.0 to 6.0, and more preferably from 1.2 to 5 0.0 is more preferable, and 1.5 to 4.5 is more preferable.
  • the pigment dispersion of the present invention may contain one kind of the pigment dispersant (A), or may contain two or more kinds thereof.
  • the pigment used in the present invention is not particularly limited, and includes special pigments in addition to ordinary organic pigments and inorganic pigments.
  • the organic pigment include an azo pigment, a polycyclic pigment, a lake pigment, a nitro pigment, a nitroso pigment, and aniline black. Among these, azo pigments or polycyclic pigments are preferred.
  • the azo pigment include an azo lake, an insoluble azo pigment, a condensed azo pigment, and a chelate azo pigment.
  • polycyclic pigment examples include phthalocyanine pigment, perylene pigment, perinone pigment, anthraquinone pigment, quinacridone pigment, dioxazine pigment, diketopyrrolopyrrole pigment, indigo pigment, thioindigo pigment, isoindolinone pigment, and quinophthalone pigment.
  • lake pigment examples include a basic dye type lake pigment and an acidic dye type lake pigment.
  • Inorganic pigments include synthetic inorganic pigments and natural mineral pigments.
  • Examples of the synthetic inorganic pigment include metal oxides such as titanium oxide, iron oxide, zinc oxide, antimony oxide and zirconium oxide; metal sulfides such as zinc sulfide and cadmium sulfide; metal hydroxides such as aluminum hydroxide; Carbonates and sulfates of alkaline earth metals such as calcium and barium sulfate, barium yellow (barium chromate), cadmium red, chrome yellow (graphite), and furnace carbon black, lamp black, acetylene black, channel black, etc. Carbon black.
  • Natural inorganic pigments include, for example, loess, ultramarine and navy blue.
  • Examples of the special pigment include a fluorescent pigment, a metal powder pigment, a hollow resin pigment, and a polymer pigment.
  • Examples of the fluorescent pigment include, for example, an organic fluorescent pigment obtained by fixing a fluorescent dye in a polymer in the form of a solid solution and then pulverizing (refining), zinc sulfide, zinc silicate, cadmium sulfide, calcium tungstate and cadmium tungstate. And the like, and an inorganic fluorescent pigment obtained by heat-treating the same.
  • Examples of the metal powder pigment include metal powder pigments such as cobalt, iron, chromium, copper, zinc, lead, titanium, vanadium, manganese, and nickel.
  • an organic pigment, an inorganic pigment, and a metal powder pigment are preferable, and a white pigment, an azo raw material, and a polycyclic pigment are more preferable.
  • Examples of the white pigment include C.I. I. Pigment White 1 (basic lead carbonate), 4 (zinc oxide), 5 (mixture of zinc sulfide and barium sulfate), 6 (titanium oxide), 6: 1 (titanium oxide containing other metal oxides), 7 (Zinc sulfide), 18 (calcium carbonate), 19 (clay), 20 (titanium mica), 21 (barium sulfate), 22 (natural barium sulfate), 23 (gloss white), 24 (alumina white), 25 (gypsum) ), 26 (magnesium oxide / silicon oxide), 27 (silica), 28 (anhydrous calcium silicate) and the like.
  • pigments described in paragraphs 0142 to 0145 of JP-A-2007-10071 include the pigments described in paragraphs 0142 to 0145 of JP-A-2007-10071.
  • the pigment dispersant (A) is an aqueous medium of an inorganic pigment having a large specific gravity (for example, a white pigment such as titanium oxide, barium sulfate, and zinc oxide) having an average particle diameter of 1 to 100 nm. Suitable as a dispersant in it.
  • An inorganic pigment having a large specific gravity is excellent in dispersion stability, but if the increase in particle size due to aggregation is not sufficient, the concealing property tends to be poor.
  • the pigment dispersion of the present invention contains such an inorganic pigment having a small average particle size, the aggregation of the inorganic pigment can be promoted, so that the shielding property can be enhanced.
  • the white pigment contained in the pigment dispersion of the present invention is more preferably titanium oxide.
  • the particle shape of the titanium oxide is not particularly limited, and may be any shape such as a granular shape and a needle shape.
  • the crystal structure of titanium oxide is not particularly limited, and may be any of rutile type (tetragonal), anatase type (tetragonal), and brookite type (orthogonal).
  • Titanium oxide can be produced by a gas phase method or a liquid phase method. Titanium oxide is preferably surface-treated from the viewpoint of obtaining good dispersibility. The surface treatment only needs to be at least partially or entirely treated.
  • the surface treatment of titanium oxide is not particularly limited.
  • titanium oxide used as the white pigment is preferably a titanium oxide surface-treated with at least one of silica, alumina and an organic substance.
  • the average primary particle size of the pigment in the pigment dispersion of the present invention is not particularly limited, but from 1 to 200 nm in terms of color reproducibility, droplet ejection characteristics, and light resistance. Is preferably 1 to 150 nm, more preferably 1 to 100 nm.
  • a pigment having a large specific gravity and easily settling in water has an average particle diameter of preferably 1 to 100 nm, more preferably 10 to 80 nm, and more preferably 20 to 80 to suppress the sedimentation of the pigment. 60 nm is more preferred.
  • the particle size distribution of the pigment in the pigment dispersion of the present invention is not particularly limited, and may be either a wide particle size distribution or a monodisperse particle size distribution. Further, two or more pigments having a monodisperse particle size distribution may be used in combination.
  • the average primary particle size of the pigment can be measured by the following method. The average primary particle diameter is determined by directly photographing titanium oxide at a magnification of 10,000 to 100,000 by electron microscopy (JEM-1200FX, manufactured by JEOL Ltd.), and observing the particle size from the photographed image. , And the arithmetic average value obtained by measuring the size of 1,000 pieces is adopted.
  • the particle diameter is calculated as a circle equivalent diameter, that is, a diameter when the photographed particles are assumed to be circles having the same area.
  • a circle equivalent diameter that is, a diameter when the photographed particles are assumed to be circles having the same area.
  • diameters such as vertical, horizontal, and oblique angles are measured, the average value thereof is calculated, and the diameter converted into a circle may be calculated.
  • the pigment contained in the pigment dispersion of the present invention may be one type or a mixture of two or more types.
  • the content of the pigment in the pigment dispersion of the present invention is preferably 1 to 20% by mass, more preferably 1 to 15% by mass.
  • the aqueous medium used in the present invention is an aqueous medium containing at least water, and may contain a water-soluble organic solvent as needed.
  • Preferred examples of the water used in the present invention include water containing no ionic impurities such as ion-exchanged water and distilled water.
  • the water-soluble organic solvent used in the present invention may be one kind or two or more kinds.
  • the content of the aqueous medium in the pigment dispersion is appropriately selected according to the purpose, but is usually preferably from 10 to 95% by mass, more preferably from 10 to 80% by mass, and more preferably from 20 to 70% by mass. More preferably, it is mass%.
  • the content of water in the aqueous medium is appropriately selected according to the purpose, but is usually preferably from 10 to 100% by mass, more preferably from 30 to 100% by mass, and more preferably from 50 to 100% by mass. More preferably, it is mass%.
  • Water-soluble organic solvents As the above-mentioned water-soluble organic solvent, a solvent which can obtain the effect of preventing drying, wetting or promoting penetration is preferable.
  • prevention of drying means that the ink is prevented from adhering and drying to the ink discharge port of the ejection nozzle to form an aggregate and clogging.
  • a water-soluble organic solvent having a lower vapor pressure than water is preferable.
  • the water-soluble organic solvent can be used as a penetration enhancer for enhancing the permeability of the ink into paper.
  • water-soluble organic solvent examples include, for example, alkanediols (polyhydric alcohols) such as glycerin, 1,2,6-hexanetriol, trimethylolpropane, ethylene glycol and propylene glycol; sugar alcohols; ethanol, methanol, C 1-4 alkyl alcohols such as butanol, propanol and isopropanol; ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monomethyl ether acetate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol mono -N-propyl ether, ethylene glycol mono-iso-propyl ether, diethylene glyco Rumono-iso-propyl ether, ethylene glycol mono-n-butyl ether, ethylene glycol mono-t-butyl ether, diethylene glycol mono-t-butyl ether
  • Polyhydric alcohols are useful for the purpose of preventing drying and wetting, for example, glycerin, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, 1,3-butanediol, , 3-butanediol and the like.
  • a polyol compound is preferred, and an aliphatic diol is preferred.
  • the aliphatic diol include 2-ethyl-2-methyl-1,3-propanediol, 3,3-dimethyl-1,2-butanediol, 2,2-diethyl-1,3-propanediol, -Ethyl-1,3-hexanediol, 2,2,4-trimethyl-1,3-pentanediol and the like. Of these, 2-ethyl-1,3-hexanediol and 2,2,4-trimethyl-1,3-pentanediol are preferred examples.
  • the pigment dispersion of the present invention also preferably contains binder particles.
  • the binder particles unlike the pigment dispersant (A), do not have a function as a dispersant in the pigment dispersion, and are polymer particles that function as a binder when forming an image. That is, the binder particles do not contain a pigment inside the particles.
  • the binder particles mean particles having a low aggregation rate with respect to the pigment dispersant (A) when treated with a treatment agent described below. Examples of the binder particles include, for example, binder particles applied for improving image quality in an inkjet ink composition.
  • the binder particles are preferably dispersed in an aqueous medium, and are more preferably self-dispersing binder particles.
  • the self-dispersing binder particles refer to fine particles made of a water-insoluble polymer that can be dispersed in an aqueous medium due to a functional group (particularly, an acidic group or a salt thereof) of the binder particles themselves.
  • the dispersed state refers to an emulsified state (emulsion) in which a water-insoluble polymer is dispersed in a liquid state in an aqueous medium, and a dispersed state (suspension) in which a water-insoluble polymer is dispersed in a solid state in an aqueous medium. It includes both states.
  • water-insoluble means that the amount of water dissolved in 100 parts by mass of water (25 ° C.) is 5.0 parts by mass or less.
  • the polymer constituting the binder particles preferably has an acid group having a pKa (DMSO) of less than 14, more preferably has a carboxylic acid group, a sulfonic acid group or a phosphoric acid group, and has a carboxylic acid group. More preferred.
  • the content of the acid group having a pKa (DMSO) less than 14 in the polymer constituting the binder particles is preferably 0.05 to 3.0 mmol / g, more preferably 0.07 to 2.0 mmol / g, and 0 to 2.0 mmol / g. More preferably, it is from 1 to 1.5 mmol / g.
  • the polymer constituting the binder particles may have a small amount of an acid group having a pKa (DMSO) of 14 or more as long as the effects of the present invention are not impaired.
  • the content of the acid group having a pKa (DMSO) of 14 or more in the polymer constituting the binder particles is preferably 0 to 0.5 mmol / g, more preferably 0 to 0.3 mmol / g, and 0 to 0.1 mmol. / G is more preferred.
  • the polymer constituting the binder particles preferably does not have an acid group having a pKa (DMSO) of 14 or more.
  • These acid groups are preferably neutralized salt-type groups, and the counter cation in this salt-type group is not particularly limited.
  • the counter cation in the anionic group of the pigment dispersant (A) may be used.
  • the description of the cation can be preferably applied.
  • the neutralization rate of these acid groups suppresses the neutralization reaction between the acid groups of the binder particles and the anionic groups of the pigment dispersant (A), and the anionic group in the pigment dispersant (A) is reduced.
  • the practical lower limit is 95 mol% or more, and preferably 97 mol% or more, It is more preferably at least 99 mol%, further preferably at least 99.5 mol%.
  • Examples of the structural unit constituting the binder particles include those described in JP-A-2001-181549 and JP-A-2002-88294.
  • Specific examples of the structural unit constituting the binder particles include alkyl (meth) acrylates having 1 to 20, preferably 1 to 15, and more preferably 1 to 12 carbon atoms in the alkyl group, and more specifically, methyl (meth) acrylate.
  • Alicyclic (meth) acrylate N-hydroxyalkyl (meth) acrylamide such as N-hydroxymethyl (meth) acrylamide, N-hydroxyethyl (meth) acrylamide, N-hydroxybutyl (meth) acrylamide; N-methoxymethyl ( (Meth) acrylamide, N-ethoxymethyl (meth) acrylamide, N- (n-, iso) butoxymethyl (meth) acrylamide, N-methoxyethyl (meth) acrylamide, N-ethoxyethyl (methyl (T) Structural units derived from monomers selected from N-alkoxyalkyl (meth) acrylamides such as acrylamide and N- (n-, iso) butoxyethyl (meth) acrylamide, (meth) acrylonitrile, (meth) acrylate and the like.
  • N-alkoxyalkyl (meth) acrylamides such as acrylamide and N- (n-,
  • the binder particles may have one type of these structural units, or may have two or more types of these structural units.
  • the content of these structural units is preferably from 5 to 100% by mass, more preferably from 10 to 100% by mass, and still more preferably from 20 to 100% by mass.
  • the weight average molecular weight (Mw) of the polymer constituting the binder particles is preferably 10,000 or more, more preferably 10,000 to 1,000,000, and further preferably 20,000 to 800,000. By setting the mass average molecular weight within the above range, the color density of an image can be further improved.
  • the mass average molecular weight is measured using a gel permeation chromatograph (GPC) by a method described in Examples described later.
  • the polymer constituting the binder particles may be a block copolymer or a random copolymer.
  • the binder particles When binder particles are contained in the pigment dispersion of the present invention, the binder particles may be of one type or a mixture of two or more types.
  • the content of the binder particles in the pigment dispersion of the present invention is preferably 1 to 20% by mass, more preferably 1 to 15% by mass.
  • the particle size of the binder particles used in the present invention is preferably 1 to 400 nm, more preferably 1 to 300 nm, and more preferably 1 to 200 nm, from the viewpoint of ink dischargeability. More preferably, it is more preferably from 1 to 150 nm, even more preferably from 50 to 120 nm.
  • the above particle size of the binder particles means a volume average particle size. This volume average particle size can be measured by the method described in Examples described later.
  • the polymer constituting the binder particles can be synthesized by a conventional method.
  • the method of synthesizing the polymer in the pigment dispersant (A) can be applied.
  • a step of adding an aqueous solution containing a basic substance to a mixture of a polymer constituting the binder particles and an organic solvent dissolving or dispersing the polymer (mixing and hydration steps)
  • a step of removing the organic solvent (solvent removal) Step E) and phase inversion emulsification to produce a dispersion of binder particles.
  • the organic solvent needs to be capable of dissolving or dispersing the polymer constituting the binder particles.
  • the organic solvent preferably has a certain affinity for water.
  • the organic solvent include a water-soluble organic solvent. Of these, isopropanol, acetone and methyl ethyl ketone are preferred, and methyl ethyl ketone is particularly preferred.
  • the organic solvent may be used alone or in combination of two or more.
  • the basic substance is used for neutralizing the acid group of the binder particles.
  • the method of removing the organic solvent in the production process of the binder particle dispersion is not particularly limited, and the organic solvent can be removed by a known method such as distillation under reduced pressure.
  • the pigment dispersion of the present invention may further contain, if necessary, a drying inhibitor (swelling agent), a coloring inhibitor, a penetration enhancer, an ultraviolet absorber, a preservative, a rust inhibitor, a defoaming agent, a viscosity modifier, It may contain additives such as a regulator and a chelating agent.
  • the blending amount of the pigment dispersant (A) with respect to the pigment is determined based on 100 parts by mass of the pigment with respect to the pigment dispersant (A) from the viewpoint of the dispersibility of the pigment, the ink coloring property, and the dispersion stability. Is preferably 10 to 90 parts by mass, more preferably 20 to 70 parts by mass, and particularly preferably 30 to 50 parts by mass.
  • the blending amount of the pigment dispersant (A) with respect to the pigment is within the above range, the pigment is coated with an appropriate amount of the pigment dispersant (A), and a pigment dispersion having a small particle size and excellent stability over time is obtained. It is preferable because it tends to be easily obtained.
  • the pigment dispersion of the present invention can be obtained, for example, by dispersing a mixture containing a pigment, a pigment dispersant (A), an aqueous solvent, and the like using a disperser.
  • a disperser When dispersing, it is preferable to use crushed beads such as zirconia beads.
  • the prepared pigment dispersion is filtered using a mesh filter cloth or the like to remove the crushed beads.
  • the pigment dispersion of the present invention contains binder particles, a pigment dispersion containing at least a pigment and a pigment dispersant (A), a dispersion of binder particles, and, if necessary, an aqueous solvent are mixed. It is preferable to prepare the pigment dispersion of the present invention containing binder particles. Further, in the pigment dispersion of the present invention, additives described as the above other components may be dispersed.
  • the liquid property of the pigment dispersion of the present invention is preferably, for example, one having a pH (25 ° C.) of 4.5 to 10.
  • the inkjet ink composition of the present invention may be the pigment dispersion of the present invention itself, but is usually prepared using the pigment dispersion of the present invention as a raw material. More specifically, it is preferable to prepare the ink composition of the present invention by mixing at least the pigment dispersion of the present invention and an aqueous medium (hereinafter, referred to as an aqueous medium (b)).
  • an aqueous medium hereinafter, referred to as an aqueous medium (b)
  • the ink composition of the present invention may contain, if necessary, a surfactant, a drying inhibitor (swelling agent), a coloring inhibitor, a penetration enhancer, an ultraviolet absorber, a preservative, a rust inhibitor, a defoamer, and a viscosity.
  • Additives such as a regulator, a pH regulator, and a chelating agent may be mixed.
  • the mixing method is not particularly limited, and a commonly used mixing method can be appropriately selected to obtain the aqueous ink composition of the present invention.
  • the ink composition of the present invention may contain a surfactant as a surface tension modifier.
  • a surfactant any of an anionic surfactant, a cationic surfactant, an amphoteric surfactant, a nonionic surfactant, and a betaine surfactant can be used.
  • anionic surfactant examples include, for example, sodium dodecylbenzenesulfonate, sodium lauryl sulfate, sodium alkyldiphenyletherdisulfonate, sodium alkylnaphthalenesulfonate, sodium dialkylsulfosuccinate, sodium stearate, potassium oleate, sodium dioctyl Sulfosuccinate, sodium polyoxyethylene alkyl ether sulfate, sodium polyoxyethylene alkyl ether sulfate, sodium polyoxyethylene alkyl phenyl ether sulfate, sodium dialkyl sulfosuccinate, sodium stearate, sodium oleate, t-octylphenoxyethoxy polyethoxyethyl Sodium sulfate and the like, and one or more of these can be selected.
  • Rukoto can.
  • nonionic surfactant examples include, for example, acetylene diol derivatives such as acetylene diol ethylene oxide adduct, polyoxyethylene lauryl ether, polyoxyethylene octyl phenyl ether, polyoxyethylene oleyl phenyl ether, and polyoxyethylene nonyl.
  • examples include phenyl ether, block copolymers of polyoxyethylene and polyoxypropylene, t-octylphenoxyethyl polyethoxyethanol, nonylphenoxyethyl polyethoxyethanol, and the like, and one or more of these can be selected.
  • the cationic surfactant examples include a tetraalkylammonium salt, an alkylamine salt, a benzalkonium salt, an alkylpyridium salt, an imidazolium salt, and the like. Specifically, for example, dihydroxyethylstearylamine, 2-heptadecenyl -Hydroxyethylimidazoline, lauryldimethylbenzylammonium chloride, cetylpyridinium chloride, stearamidomethylpyridium chloride and the like.
  • a nonionic surfactant is preferred from the viewpoint of stability, and an acetylene diol derivative is more preferred.
  • the aqueous ink composition of the present invention is used in an ink jet recording method, it is preferable to adjust the amount of the surfactant so that the surface tension of the aqueous ink composition is 20 to 60 mN / m from the viewpoint of ink ejection properties. More preferably, the amount is 20 to 45 mN / m, and further preferably, the amount is 25 to 40 mN / m.
  • the surface tension of the aqueous ink composition is measured at a temperature of 25 ° C. using an Automatic Surface Tensiometer CBVP-Z (manufactured by Kyowa Interface Science Co., Ltd.).
  • the content of the surfactant in the ink composition is preferably an amount that allows the ink composition to fall within the above range of the surface tension. More specifically, the content of the surfactant in the ink composition is preferably 0.1% by mass or more, more preferably 0.1 to 10% by mass, and still more preferably 0.2 to 3% by mass. It is.
  • the viscosity of the aqueous ink composition of the present invention is not particularly limited, but the viscosity at 25 ° C. is preferably from 1.2 mPa ⁇ s to 15.0 mPa ⁇ s, more preferably from 2 mPa ⁇ s to 13 mPa ⁇ s. s, more preferably 2.5 mPa ⁇ s or more and less than 10 mPa ⁇ s.
  • the pH (25 ° C.) of the aqueous ink composition of the present invention is preferably pH 6 to 11 from the viewpoint of dispersion stability.
  • a treating agent containing an aggregation component such as an acidic compound.
  • the ink set of the present invention includes at least a part made of the inkjet ink composition (containing a pigment) of the present invention, and a treating agent that comes into contact with the ink composition to aggregate the ink composition. Further, the ink set of the present invention may include a maintenance liquid used for removing the ink composition (for example, dried and solidified ink solids) attached to the inkjet recording head. An image having excellent image quality can be formed by forming an image using the inkjet ink composition of the present invention and the treatment agent.
  • the processing agents constituting the ink set will be described.
  • the treatment agent constituting the ink set of the present invention contains an aggregation-inducing component (hereinafter, also referred to as “aggregation component” for short) that aggregates the ink composition when it comes into contact with the ink composition of the present invention.
  • the aggregation component include components selected from an acidic compound, a polyvalent metal salt, and a cationic polymer, and the aggregation component is preferably an acidic compound.
  • the treating agent may contain other components as necessary, in addition to the agglomerated components.
  • the treating agent constituting the ink set of the present invention is usually in the form of an aqueous solution.
  • the acidic compound is capable of coagulating (fixing) the ink composition by coming into contact with the ink composition on the recording medium, and functions as a fixing agent.
  • a treatment agent containing an acidic compound is applied to a recording medium (preferably, coated paper) and the ink composition is dropped on the recording medium, the ink composition can be aggregated, An object can be immobilized on a recording medium.
  • Examples of the acidic compound include sulfuric acid, hydrochloric acid, nitric acid, phosphoric acid, polyacrylic acid, acetic acid, glycolic acid, malonic acid, malic acid, maleic acid, ascorbic acid, succinic acid, glutaric acid, fumaric acid, phthalic acid, and citric acid.
  • Acid tartaric acid, lactic acid, sulfonic acid, orthophosphoric acid, metaphosphoric acid, pyrrolidonecarboxylic acid, pyronecarboxylic acid, pyrrolecarboxylic acid, furancarboxylic acid, pyridinecarboxylic acid, coumaric acid, thiophenecarboxylic acid, nicotinic acid, oxalic acid, acetic acid and Benzoic acid is mentioned.
  • the acidic compound is preferably an acid having a molecular weight of 35 to 1,000, more preferably an acid having a molecular weight of 50 to 500, and still more preferably an acid having a molecular weight of 50 to 200.
  • an acid of ⁇ 10 to 7 is preferable, an acid of 1 to 7 is more preferable, and an acid of 1 to 7 is more preferable, from the viewpoint of preventing ink bleeding and achieving photocurability.
  • Particularly preferred are acids of 5 or less.
  • pKa in H 2 O, 25 ° C.
  • ACD / Labs Advanced Chemistry Development
  • Software V11.02 (1994-2014 ACD / Labs) or a literature value for example, J. Phys. Chem. A 201115). , 6641-6645, etc. can be used.
  • acidic compounds having high water solubility are preferred. Further, from the viewpoint of fixing the whole ink by reacting with the ink composition, a trivalent or less acidic compound is preferable, and a divalent or trivalent acidic compound is more preferable.
  • the treating agent one acidic compound may be used alone, or two or more acidic compounds may be used in combination.
  • the pH (25 ° C.) of the treating agent is preferably 0.1 to 6.8, more preferably 0.1 to 6.0, and More preferably, it is from 0.1 to 5.0.
  • the content of the acidic compound in the treating agent is preferably 40% by mass or less, more preferably 0.01 to 40% by mass, and more preferably 0.01 to 35% by mass. Is more preferably, and particularly preferably 0.05 to 30% by mass.
  • the amount of the treating agent applied to the recording medium is not particularly limited as long as the amount is sufficient to coagulate the ink composition, but if the ink composition is easily fixed.
  • the treating agent it is preferable to apply the treating agent so that the applied amount of the acidic compound is 0.5 g / m 2 to 4.0 g / m 2, and 0.9 g / m 2 to 3.75 g / m 2 . It is preferable to apply a treating agent so that
  • a form containing one or more polyvalent metal salts as an aggregation component is also preferable.
  • a polyvalent metal salt as an aggregation component, high-speed aggregation can be improved.
  • the polyvalent metal salt include salts of alkaline earth metals belonging to Group 2 of the periodic table (for example, magnesium and calcium), salts of transition metals belonging to Group 3 of the periodic table (for example, lanthanum), and salts of the 13th group of the periodic table. Salts of cations from the genus (eg, aluminum) and lanthanides (eg, neodymium) can be mentioned.
  • carboxylate formic acid, acetic acid, benzoate, etc.
  • nitrate chloride, and thiocyanate
  • the content of the polyvalent metal salt in the treating agent is preferably 0.01 to 10% by mass, more preferably 0.01 to 10% by mass, from the viewpoint of the aggregating effect. To 7% by mass, more preferably 0.05 to 6% by mass.
  • the treating agent contains one or more cationic polymers as an aggregation component.
  • the cationic polymer includes a homopolymer of a cationic monomer having a primary to tertiary amino group or a quaternary ammonium group as a cationic group, or a copolymer of the cationic monomer and a non-cationic monomer. Those obtained as a polymer or a condensation polymer are preferred.
  • the cationic polymer any of a water-soluble polymer and a water-dispersible latex particle may be used.
  • cationic polymer examples include poly (vinylpyridine) salt, polyalkylaminoethyl acrylate, polyalkylaminoethyl methacrylate, poly (vinylimidazole), polyethyleneimine, polybiguanide, polyguanide, and polyallylamine and derivatives thereof.
  • Cationic polymers can be mentioned.
  • the weight average molecular weight of the cationic polymer is preferably smaller from the viewpoint of the viscosity of the treating agent.
  • the range is preferably from 1,000 to 500,000, more preferably from 1,500 to 200,000, and further preferably from 2,000 to 100,000. Range.
  • the mass average molecular weight is 1,000 or more, it is advantageous from the viewpoint of aggregation speed, and when it is 500,000 or less, it is advantageous in terms of ejection reliability.
  • the treatment agent is applied to the recording medium by a method other than the inkjet method, this is not always the case.
  • the content of the cationic polymer in the treating agent is preferably from 0.01 to 50% by mass, more preferably from 0.01 to 30% by mass, from the viewpoint of the aggregating effect. %, More preferably in the range of 0.05 to 20% by mass.
  • the image forming method of the present invention includes a step of applying the inkjet ink composition of the present invention on a recording medium to which a processing agent has been applied.
  • the treatment agent the description of the treatment agent in the ink set of the present invention is preferably applied.
  • the image forming method of the present invention preferably includes an ink applying step of forming an image by applying an inkjet ink composition of the present invention containing a pigment onto a recording medium to which a processing agent has been applied by an inkjet method.
  • the recording medium is not particularly limited, and may be a permeable recording medium that is a paper medium or a low permeable recording medium represented by coated paper (coated paper), and may be a non-permeable recording medium such as plastic, metal, or glass. It is also preferably a recording medium.
  • the aqueous ink composition of the present invention can be dried quickly even when an image portion is formed on a low-permeability or non-permeability recording medium, and forms a desired image at high speed and with high accuracy. be able to.
  • the “low-permeability recording medium” means a recording medium having a water absorption coefficient Ka of 0.05 to 0.5 mL / m 2 ⁇ ms 1/2 .
  • the “non-permeable recording medium” means a recording medium having a water absorption coefficient Ka of less than 0.05 mL / m 2 ⁇ ms 1/2 .
  • the water absorption coefficient Ka has the same meaning as that described in JAPAN TAPPI Paper and Pulp Test Method No. 51: 2000 (issued by Japan Society of Paper and Pulp Technology). Calculated from the difference in the amount of water transferred between the contact time of 100 ms and the contact time of 900 ms.
  • the permeable recording medium or the low permeable recording medium commercially available ones can be used.
  • Oji Paper's "OK Prince Fine”, Nippon Paper's “Shiraoi”, and Fine paper (A) such as "New NPI Fine” manufactured by Nippon Paper Co., Ltd.
  • high quality coated paper such as "Silver Diamond” manufactured by Nippon Paper, "OK Everlight Coat” manufactured by Oji Paper, and Nippon Paper Fine coated paper such as "Aurora S”, lightweight coated paper (A3) such as "OK Coat L” manufactured by Oji Paper Co., Ltd. and “Aurora L” manufactured by Nippon Paper Co., Ltd .
  • coated papers such as "Aurora Coat” manufactured by Nippon Paper Co., Ltd.
  • art papers such as "OK Kinto +” manufactured by Oji Paper Co., Ltd. and "Torishi Art” manufactured by Mitsubishi Paper Mills, etc. Is mentioned.
  • photographic paper for ink jet recording.
  • so-called coated paper (coated paper) used for general offset printing and the like is preferable.
  • Coated paper is a paper in which a coating material is applied to the surface of high quality paper or neutral paper or the like, which is mainly cellulose and has not been subjected to surface treatment, and is generally provided with a coating layer.
  • Coated paper is likely to cause quality problems, such as gloss and abrasion resistance of the image, in image formation by ordinary aqueous inkjet, but when using the ink composition or ink set, uneven gloss is suppressed. Thus, an image having good gloss and scratch resistance can be obtained.
  • coated paper having base paper and a coat layer containing kaolin and / or calcium bicarbonate. More specifically, art paper, coated paper, lightweight coated paper or lightly coated paper is more preferred.
  • the non-permeable base material is not particularly limited, but a resin base material is preferred.
  • the resin substrate is not particularly limited, and includes, for example, a substrate formed by molding a thermoplastic resin into a sheet.
  • the resin substrate preferably contains polyester such as polyethylene, polypropylene, and polyethylene terephthalate, nylon, or polyimide.
  • the resin base material may be a transparent resin base material or a colored resin base material, and at least a part thereof may be subjected to a metal deposition treatment or the like.
  • the shape of the resin substrate is not particularly limited.
  • the resin substrate is usually a sheet-shaped resin substrate, and is more preferably a sheet-shaped resin substrate capable of forming a roll by winding from the viewpoint of productivity of a recording medium.
  • the thickness of the resin substrate is preferably from 10 ⁇ m to 200 ⁇ m, more preferably from 10 ⁇ m to 100 ⁇ m.
  • the resin substrate may be surface-treated from the viewpoint of improving the surface energy.
  • the surface treatment include, but are not limited to, corona treatment, plasma treatment, flame treatment, heat treatment, abrasion treatment, light irradiation treatment (UV treatment), and flame treatment.
  • the corona treatment can be performed using, for example, a corona master (PS-10S, manufactured by Shinko Electric Meter Co., Ltd.).
  • Conditions for the corona treatment may be appropriately selected depending on the case, such as the type of the resin base material and the composition of the ink. As an example, the following processing conditions are given.
  • -Processing voltage 10 to 15.6 kV ⁇
  • Processing speed 30 to 100 mm / s
  • ⁇ Treatment agent application step> the treatment agent is applied on a recording medium.
  • the treating agent is usually applied on a recording medium in the form of an aqueous solution.
  • the application of the treatment agent onto the recording medium can be performed by any known method for applying a liquid without particular limitation, and any method such as spray application, application using an application roller, application using an inkjet method, and immersion can be selected. it can.
  • a size press method represented by a horizontal size press method, a roll coater method, a calendar size press method, and the like; a size press method represented by an air knife coater method; Knife coater method; transfer roll coater method such as gate roll coater method, roll coater method represented by direct roll coater method, reverse roll coater method, squeeze roll coater method; bill blade coater method, short dwell coater method; Blade coater method represented by a stream coater method; bar coater method represented by a rod bar coater method; bar coater method represented by a rod bar coater method; cast coater method; gravure coater method; Coater method; die coater method; brush coater method; and the like transfer method.
  • a method in which the amount of application is controlled and applied by using an application device having a liquid amount limiting member, such as the application device described in JP-A-10-230201, may be used.
  • the area to which the treatment agent is applied may be an entire area applied to the entire recording medium or a partial area applied to an area to which ink is applied in the ink applying step.
  • a recording medium is applied by using an application roller or the like. Is preferably applied to the entire image forming surface.
  • the anilox roller is a roller in which the surface of the roller on which the ceramic has been sprayed is processed by a laser to have a shape such as a pyramid shape, a diagonal line, and a turtle shape.
  • the treatment liquid enters into the concave portion provided on the roller surface, is transferred when it comes into contact with the paper surface, and is applied at an application amount controlled by the concave portion of the anilox roller.
  • the ink composition is applied on a recording medium by an inkjet method.
  • image formation by an ink jet method an ink composition is ejected onto a recording medium by applying energy to form an image portion.
  • the method described in paragraphs 0093 to 0105 of JP-A-2003-306623 can be applied.
  • the inkjet method is not particularly limited, and is a known method, for example, a charge control method for discharging ink using electrostatic attraction, a drop-on-demand method using a vibration pressure of a piezo element (pressure pulse method), Either an acoustic ink jet method in which an electric signal is converted into an acoustic beam and the ink is ejected by irradiating the ink using radiation pressure, or a thermal ink jet method in which the ink is heated to form bubbles and the generated pressure is used. You may.
  • the ink jet head used in the ink jet system may be either an on-demand system or a continuous system.
  • the inkjet method includes a method of ejecting a large number of low-density inks called photo inks in a small volume, a method of improving image quality using a plurality of inks having substantially the same hue and different densities, and a method of colorless and transparent ink. The method used is included.
  • a shuttle system that uses a short serial head and performs recording while scanning the head in the width direction of the recording medium, and a line head in which recording elements are arranged corresponding to the entire area of one side of the recording medium.
  • a line method using the In the line system an image can be recorded on the entire surface of the recording medium by scanning the recording medium in a direction orthogonal to the arrangement direction of the recording elements, and a transport system such as a carriage for scanning a short head is not required. Further, complicated scanning control between the movement of the carriage and the recording medium is not required, and only the recording medium moves, so that a higher recording speed can be realized as compared with the shuttle method.
  • the ink application step is performed after the processing agent application step. That is, the ink applying step is preferably a step of applying the inkjet ink composition of the present invention onto the recording medium to which the treating agent has been applied.
  • the droplet amount of the ink composition discharged by the inkjet method is preferably from 1.5 to 3.0 pL, more preferably from 1.5 to 2.5 pL.
  • the amount of the ink composition to be ejected can be adjusted by appropriately adjusting the ejection conditions.
  • the image forming method of the present invention may include, if necessary, an ink drying step of drying and removing a solvent (for example, water, the above-described aqueous medium, etc.) in the aqueous ink composition applied on the recording medium.
  • a solvent for example, water, the above-described aqueous medium, etc.
  • the ink drying step is not particularly limited as long as at least a part of the ink solvent can be removed, and a commonly used method can be applied.
  • the image forming method of the present invention preferably includes a heat fixing step after the ink drying step, if necessary.
  • a heat fixing step By performing the heat fixing process, the image on the recording medium is fixed, and the resistance to scratching of the image can be further improved.
  • the heat fixing step for example, the heat fixing steps described in paragraphs ⁇ 0112> to ⁇ 0120> of JP-A-2010-221415 can be employed.
  • the ink jet recording method using the ink jet ink composition of the present invention is an ink for removing an aqueous ink composition (for example, an ink solid that has solidified by drying) attached to an ink jet recording head with a maintenance liquid, if necessary.
  • a removing step may be included.
  • the maintenance liquid and ink removing step described in International Publication No. 2013/180074 can be preferably applied.
  • M means a hydrogen atom or a potassium ion.
  • M means a hydrogen atom
  • P-1 in the case of a polymer after neutralization (for example, polymer P-1), M is potassium depending on the neutralization rate. Ion, or potassium ion and hydrogen atom.
  • the numbers of the respective structural units of the following polymers represent mass ratios. “*” Shown in each structural unit indicates a linking site to be incorporated into the polymer.
  • Example 1 Preparation of white ink composition
  • TiO oxide dispersion A titanium oxide mixture having the following composition was placed in a 2 ml container, and a dispersion operation was performed for 5 hours using Delta Mixer Se-08 (manufactured by TAITEC). The obtained dispersion was filtered using an 80 ⁇ m mesh filter cloth to prepare a titanium oxide dispersion. In this dispersion, the content of titanium oxide was 45% by mass, the average particle size of titanium oxide was 50 nm, and the content of the pigment dispersant was 0.11% by mass.
  • composition of titanium oxide mixture 0.6 g of fine particle titanium oxide (trade name: TTO-55 (C), manufactured by Ishihara Sangyo Co., Ltd.) 0.6 g of 0.3 mm diameter zirconia beads (manufactured by Nikkato) 0.5 g of pigment dispersant solution 0.6 g of water
  • a binder (polymer) dispersion having a solid content of 20% by mass and a neutralization ratio of 100 mol% was prepared.
  • the volume average particle diameter of the binder particles in the obtained binder dispersion was 5 nm.
  • the volume average particle size was measured with a Microtrac UPA EX-150 (manufactured by Nikkiso Co., Ltd.).
  • PY74 ink composition Except that Pigment Yellow 74 was used in place of the fine particle titanium oxide as the pigment in the titanium oxide mixture, the PY74 ink composition Y-1 having the composition shown in Table 3 below was prepared in the same manner as in the preparation of the white ink composition. ⁇ Y-3 and cY-11 were prepared. The average particle size of Pigment Yellow 74 in the PY74 ink composition was 100 nm.
  • Test Example 1 Color density (1) Preparation of solid coated sample On a polyester film (manufactured by Toyobo Co., Ltd., trade name: A4300), a pretreatment aqueous solution containing 0.1% by mass of a pretreatment additive described in Table 2 or 3 described below was adjusted to 10 g / m 2. And a 100 ⁇ m bar coater, and placed on a hot plate at 60 ° C. with the coated side facing up, and dried with a dryer for 15 minutes to produce a pretreated polyester film. On the prepared pretreated polyester film, apply the ink composition prepared above so that the thickness of the coating film after drying is 10 ⁇ m, and dry with a dryer for 30 minutes to obtain a solid-coated sample of the ink composition. Produced.
  • the applied ink composition is an ink composition within one hour after preparation.
  • Evaluation criteria The L value of the solid sample prepared above was measured using a spectrophotometer (trade name: X-Rite 938, manufactured by X-Rite), and the color density was evaluated according to the following evaluation criteria. (Evaluation criteria) 7: L value is 70 or more 6: L value is 65 or more and less than 70 5: L value is 60 or more and less than 65 4: L value is 55 or more and less than 60 3: L value is 50 or more and less than 55 2: L value is 40 or more and less than 50 1: L value is less than 40
  • the comparative white ink compositions cW-11 and cW-12 containing no pigment dispersant (A) had low color densities and poor concealing properties.
  • all of the ink compositions W-1 to W-15 containing the pigment dispersant (A) had high color density and excellent shielding properties.
  • the comparative PY ink composition cY-11 containing no pigment dispersant (A) had a low color density and a poor concealing property.
  • the PY ink compositions Y-1 to Y-3 containing the pigment dispersant (A) all had high color density and excellent concealability.
  • Test Example 2 Liquid repellent film resistance A 100 ⁇ m-thick silicone resin film was formed on a glass substrate by baking at 250 ° C. using KS-700 (trade name, release agent, manufactured by Shin-Etsu Silicone Co., Ltd.) to prepare a sample substrate.
  • the prepared sample substrate was immersed in the ink composition prepared above at 60 ° C. for 72 hours. After washing the ink composition adhering to the immersed sample substrate with water, the sample substrate is dried under reduced pressure at 120 ° C. for 3 hours, and a silicone resin film remaining on the sample substrate (hereinafter referred to as “residual film”). Was measured for thickness.
  • the thickness of the remaining film was applied to the following evaluation criteria, and the liquid-repellent film resistance was evaluated.
  • the white ink compositions W-1 to W-15 containing the pigment dispersant (A) were excellent in liquid repellent film resistance. That is, when the pKa (DMSO) of the polymer before neutralization of the pigment dispersant (A) is 20 or less, the ink composition of the present invention can be used in addition to high color density when forming an image by an inkjet method. It is considered that the hydrolysis of the silicone resin film applied to the discharge port of the nozzle can also be suppressed.
  • DMSO pKa

Abstract

L'invention concerne : une dispersion de pigment qui, par son utilisation dans une encre, peut augmenter de manière adéquate la densité de couleur d'une partie d'image formée ; une composition d'encre pour jet d'encre et un jeu d'encres obtenu à l'aide de la dispersion ; et une image formée à l'aide de la composition d'encre pour jet d'encre, et un procédé de formation d'image. Cette dispersion de pigment contient un milieu aqueux, un pigment et un dispersant de pigment comprenant un polymère ayant un groupe anionique, la pKa (DMSO) du polymère avant la neutralisation du dispersant de pigment étant de 14 ou plus. La composition d'encre pour jet d'encre et le jeu d'encres utilisent la dispersion de pigment. L'image est formée et le procédé de formation d'image forme une image à l'aide de la composition d'encre pour jet d'encre.
PCT/JP2019/034322 2018-09-26 2019-09-02 Dispersion de pigment, composition d'encre pour jet d'encre et jeu d'encres obtenu à l'aide de ladite dispersion de pigment, et image formée à l'aide de ladite composition d'encre pour jet d'encre, et procédé de formation de ladite image WO2020066468A1 (fr)

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JP2018-180444 2018-09-26
JP2018180444A JP2022001610A (ja) 2018-09-26 2018-09-26 顔料分散物、この顔料分散物を用いてなるインクジェットインク組成物及びインクセット、並びに、このインクジェットインク組成物を用いて形成された画像及びその形成方法

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WO2023190162A1 (fr) * 2022-03-31 2023-10-05 日本化薬株式会社 Encre pour jet d'encre

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040006156A1 (en) * 2001-10-25 2004-01-08 Timothy Bowles Preparation of polymeric aryl sulfonamide
JP2006249301A (ja) * 2005-03-11 2006-09-21 Fuji Photo Film Co Ltd インク組成物およびインクジェット記録方法
US20130164681A1 (en) * 2011-12-26 2013-06-27 Cheil Industries Inc. Pigment Dispersion Composition, Photosensitive Resin Composition Including the Same and Color Filter Using the Same
JP2014177613A (ja) * 2012-08-31 2014-09-25 Fujifilm Corp 分散組成物、これを用いた硬化性組成物、透明膜、マイクロレンズ、及び固体撮像素子
JP2016117240A (ja) * 2014-12-22 2016-06-30 株式会社リコー インクジェット記録方法及びインクセット
JP2020004095A (ja) * 2018-06-28 2020-01-09 株式会社Ｓｏｋｅｎ 自律移動体制御装置及び自律移動体

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040006156A1 (en) * 2001-10-25 2004-01-08 Timothy Bowles Preparation of polymeric aryl sulfonamide
JP2006249301A (ja) * 2005-03-11 2006-09-21 Fuji Photo Film Co Ltd インク組成物およびインクジェット記録方法
US20130164681A1 (en) * 2011-12-26 2013-06-27 Cheil Industries Inc. Pigment Dispersion Composition, Photosensitive Resin Composition Including the Same and Color Filter Using the Same
JP2014177613A (ja) * 2012-08-31 2014-09-25 Fujifilm Corp 分散組成物、これを用いた硬化性組成物、透明膜、マイクロレンズ、及び固体撮像素子
JP2016117240A (ja) * 2014-12-22 2016-06-30 株式会社リコー インクジェット記録方法及びインクセット
JP2020004095A (ja) * 2018-06-28 2020-01-09 株式会社Ｓｏｋｅｎ 自律移動体制御装置及び自律移動体

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