WO2015152291A1 - Composition d'encre, procédé d'impression par jet d'encre et corps coloré - Google Patents

Composition d'encre, procédé d'impression par jet d'encre et corps coloré Download PDF

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Publication number
WO2015152291A1
WO2015152291A1 PCT/JP2015/060251 JP2015060251W WO2015152291A1 WO 2015152291 A1 WO2015152291 A1 WO 2015152291A1 JP 2015060251 W JP2015060251 W JP 2015060251W WO 2015152291 A1 WO2015152291 A1 WO 2015152291A1
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Prior art keywords
ink composition
group
wax
block
composition according
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PCT/JP2015/060251
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English (en)
Japanese (ja)
Inventor
麻衣子 井内
彬 川口
波 崔
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日本化薬株式会社
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Priority to JP2016511960A priority Critical patent/JP6588891B2/ja
Publication of WO2015152291A1 publication Critical patent/WO2015152291A1/fr

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    • 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
    • C09C1/44—Carbon
    • C09C1/48—Carbon black
    • C09C1/56—Treatment of carbon black ; Purification
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/12—Polymerisation in non-solvents
    • C08F2/16—Aqueous medium
    • C08F2/20—Aqueous medium with the aid of macromolecular dispersing agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
    • C08F293/005—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00—Polymerisation catalysts
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00—Polymerisation catalysts
    • C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
    • C08F4/72—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from metals not provided for in group C08F4/44
    • 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
    • C09C1/22—Compounds of iron
    • 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
    • C09D11/02—Printing inks
    • C09D11/10—Printing inks based on artificial resins
    • C09D11/106—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C09D11/107—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds from unsaturated acids or derivatives thereof
    • 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
    • C09D11/02—Printing inks
    • C09D11/12—Printing inks based on waxes or bitumen
    • 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
    • C09D11/322—Pigment inks
    • 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
    • C09D153/00—Coating compositions based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00—Particle morphology
    • C01P2004/60—Particles characterised by their size
    • C01P2004/62—Submicrometer sized, i.e. from 0.1-1 micrometer
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00—Physical properties of inorganic compounds
    • C01P2006/22—Rheological behaviour as dispersion, e.g. viscosity, sedimentation stability

Definitions

  • the present invention relates to an ink composition excellent in ejection stability and redispersibility and excellent in scratch resistance, an ink jet recording method using the ink composition, and a colored body colored with the ink composition.
  • a recording method using an ink jet printer which is one of the representative methods among various color recording methods, generates ink droplets and attaches them to a recording material such as paper to perform recording.
  • a recording material such as paper to perform recording.
  • Patent Documents 1 and 2 for example, by adding a resin to the ink, adhesion with a recording material is imparted to improve the scratch resistance. Yes.
  • pigments and other water-insoluble dyes are known to be excellent in various fastness properties such as light, ozone, and water, but they are insoluble in water. Once aggregated, it is difficult to disperse in water again. Due to such properties, there has been a drawback that troubles such as clogging of the recording head of the printer are likely to occur. For this reason, there is a strong demand for the ability to disperse in water again even when the ink is dry.
  • An object of the present invention is to provide an ink composition excellent in ejection stability and redispersibility and excellent in scratch resistance, an ink jet recording method using the ink composition, and a colored body colored with the ink composition. To do.
  • the ink composition contains at least a colorant, a polymer dispersant, a wax agent, and a liquid medium.
  • the present inventors have found that the problems can be solved and completed the present invention.
  • the present invention relates to the following 1) to 14).
  • the polymer dispersant is an AB block polymer obtained by copolymerization by a living radical polymerization method using a polymerization initiator,
  • the polymerization initiator is a mixture of an organic tellurium compound represented by the following formula (1) and an organic ditellurium compound represented by the following formula (2), or an organic tellurium compound represented by the following formula (1), azo A system polymerization initiator and a mixture of organic ditellurium compounds represented by the following formula (2):
  • the AB block polymer has an A block and a B block
  • An ink composition wherein the monomer constituting the A block is one or more types of monomers represented by the following formula (3), and the monomer constituting the B block is benzyl methacrylate and / or benzyl acrylate.
  • R 1 represents a C 1 -C 8 alkyl group, aryl group, substituted aryl group or aromatic heterocyclic group.
  • R 2 and R 3 are a hydrogen atom or C 1 -C Represents an alkyl group of 8.
  • R 4 represents an aryl group, a substituted aryl group, an aromatic heterocyclic group, an acyl group, an amide group, an oxycarbonyl group or a cyano group.
  • R 1 is the same as R 1 in the above formula (1).
  • R 5 represents a hydrogen atom or an alkyl group which may have 4 carbon atoms
  • R 6 represents a hydrogen atom or a methyl group.
  • the ink composition according to 1) wherein the polymer dispersant has an acid value of 90 mgKOH / g or more and 200 mgKOH / g or less.
  • the monomer represented by the one or more formulas (3) is a monomer in which R 5 is a hydrogen atom, R 6 is a methyl group, and R 5 is an n-butyl group.
  • the polymer dispersant is an AB block polymer; Copolymerization by a living radical polymerization method using a polymerization initiator to obtain the AB block polymer; Preparing a colored dispersion from the colorant and the polymer dispersant; and Furthermore, a wax agent and a liquid medium are blended to obtain an ink composition
  • the polymerization initiator is a mixture of an organic tellurium compound represented by the following formula (1) and an organic ditellurium compound represented by the following formula (2), or an organic tellurium compound represented by the following formula (1), azo A system polymerization initiator and a mixture of organic ditellurium compounds represented by the following formula (2):
  • the AB block polymer has an A block and a B block,
  • the monomer constituting the A block is one or more monomers represented by the following formula (3), and the monomer constituting the B block is benzyl methacrylate and / or benzyl acrylate,
  • R 1 represents a C 1 -C 8 alkyl group, aryl group, substituted aryl group or aromatic heterocyclic group.
  • R 2 and R 3 are a hydrogen atom or C 1 -C Represents an alkyl group of 8.
  • R 4 represents an aryl group, a substituted aryl group, an aromatic heterocyclic group, an acyl group, an amide group, an oxycarbonyl group or a cyano group.
  • R 1 is the same as R 1 in the above formula (1).
  • R 5 represents a hydrogen atom or an alkyl group which may have 4 carbon atoms
  • R 6 represents a hydrogen atom or a methyl group.
  • the colored dispersion is prepared by adding the colorant to an emulsion obtained by mixing a solution of a hydrophobic organic solvent in which the polymer dispersant is dissolved and a liquid mainly containing water containing a neutralizing agent.
  • the method for producing an ink composition according to claim 10 wherein the ink composition is prepared by adding water and removing the solvent after dispersion.
  • 12) 10.
  • the inkjet recording method according to 12) wherein the recording material is an information transmission sheet.
  • 16) An inkjet printer loaded with a container containing the ink composition according to any one of 1) to 9) above.
  • an ink composition excellent in ejection stability and redispersibility and excellent in scratch resistance, an ink jet recording method using the ink composition, and a colored body colored with the ink composition can be provided.
  • CI means “color index”.
  • % and “parts” including examples and the like are described on a mass basis unless otherwise specified.
  • the ink composition is preferably a water-based ink composition, more preferably a water-based ink composition used for inkjet recording.
  • the colorant is not particularly limited, and known pigments, disperse dyes and the like can be used. A colorant can be used in combination as necessary.
  • Examples of the pigment mainly include inorganic pigments, organic pigments and extender pigments.
  • Examples of the inorganic pigment include carbon black, metal oxide, hydroxide, sulfide, ferrocyanide, and metal chloride.
  • Examples of carbon black include thermal black, acetylene black, oil furnace black, gas furnace black, lamp black, gas black, and channel black.
  • carbon black pigments such as furnace black, lamp black, acetylene black and channel black are preferable.
  • Specific examples of carbon black include Raven760ULTRA, Raven780ULTRA, Raven790ULTRA, Raven1060ULTRA, Raven1080ULTRA, Raven1170, Raven1190ULTRAII, Raven1200, Raven1250, Raven1255, Raven1500, Raven2000, Raven2500ULTRA, Raven3500, Raven5000ULTRAII, Raven5250, Raven5750, Raven7000 (Columbia Carbon Co., Ltd.
  • organic pigments examples include soluble azo pigments, insoluble azo pigments, insoluble diazo pigments, condensed azo pigments, phthalocyanine pigments, quinacridone pigments, isoindolinone pigments, dioxazine pigments, perylene pigments, perinone pigments, thioindigo pigments, anthoraquinone pigments and quinophthalone pigments. Can be mentioned.
  • 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, 180, 185, 193, 199, 202, 213, etc. yellow; 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, Red such as 254, 255, 257, 260, 264, 272; I.
  • extender pigments examples include silica, calcium carbonate, talc, clay, barium sulfate, and white carbon. These extender pigments are not used alone and are usually used in combination with an inorganic pigment or an organic pigment.
  • disperse dye examples include known disperse dyes such as azobenzene disperse dyes and anthraquinone disperse dyes.
  • Suitable disperse dyes 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, 160, 163, 165, 180, 183, 186, 198, 200, 211, 224, 226, 227, 231, 237; I. Dispers Red 60, 73, 88, 91, 92, 111, 127, 131, 143, 145, 146, 152, 153, 154, 167, 179, 191, 192, 206, 221, 258, 283; I.
  • the content of the colorant in the total mass of the ink composition is usually preferably 1 to 30%, and 1 to 10%, more preferably 2 to 7%.
  • the polymer dispersant is represented by a mixture of an organic tellurium compound represented by the above formula (1) and an organic ditellurium compound represented by the above formula (2), or the above formula (1) as a polymerization initiator.
  • the AB block polymer means a polymer in which the A polymer and the B polymer are chemically bonded, and A and B mean polymerized polymers of different monomers.
  • the part (block) derived from the A polymer may be referred to as A block
  • the part (block) derived from the B polymer may be referred to as B block.
  • R 1 represents a C 1 -C 8 alkyl group, aryl group, substituted aryl group or aromatic heterocyclic group.
  • R 2 and R 3 represent a hydrogen atom or a C 1 -C 8 alkyl group.
  • R 4 represents an aryl group, a substituted aryl group, an aromatic heterocyclic group, an acyl group, an amide group, an oxycarbonyl group or a cyano group.
  • examples of the C 1 -C 8 alkyl group in R 1 include methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, sec-butyl, tert-butyl, cyclobutyl , N-pentyl, n-hexyl, n-heptyl, n-octyl, etc., straight chain, branched chain, or cyclic C 1 -C 8 alkyl group, specifically, 1 to carbon atoms It may be a linear alkyl group having 8 carbon atoms, a branched or cyclic alkyl group having 3 to 8 carbon atoms, and preferably a straight chain or branched chain having 1 to 4 carbon atoms.
  • a chain C 1 -C 4 alkyl group, and the branched chain alkyl group specifically has 3 or 4 carbon atoms, more preferably a straight chain having 1 to 4 carbon atoms.
  • Chain alkyl group More preferably, methyl, ethyl or n-butyl can be mentioned.
  • aryl group phenyl, naphthyl and the like can be mentioned, and preferably phenyl can be mentioned.
  • Examples of the substituted aryl group include a phenyl group having a substituent and a naphthyl group having a substituent.
  • substituents examples include a halogen atom, a hydroxy group, an alkoxy group, an amino group, a nitro group, a cyano group, a carbonyl-containing group represented by —CORa (Ra ⁇ C 1 -C 8 alkyl group, aryl group, C 1 -C 8 alkoxy group, aryloxy group), sulfonyl group, trifluoromethyl group and the like, preferably trifluoromethyl-substituted phenyl group.
  • substituents may be substituted, preferably substituted at the para-position or ortho-position, and more preferably substituted at the para-position.
  • aromatic heterocyclic group examples include a pyridyl group, a pyrrole group, a furyl group, and a thienyl group.
  • examples of the C 1 -C 8 alkyl group include the same alkyl groups as those described above for R 1 .
  • Examples of the aryl group, substituted aryl group, and aromatic heterocyclic group in R 4 in the above formula (1) include the same groups as those represented by R 1 in the above formula (1). it can.
  • Examples of the acyl group include a formyl group, an acetyl group, and a benzoyl group.
  • amide group examples include carboxylic acid amides such as acetamide, malonamide, succinamide, maleamide, benzamide, and 2-fluamide, thioamides such as thioacetamide, hexanedithioamide, thiobenzamide, and methanethiosulfonamide, selenoacetamide, hexanediselenoamide, Examples include selenoamides such as selenobenzamide and methaneselenosulfonamide, N-substituted amides such as N-methylacetamide, benzanilide, cyclohexanecarboxanilide, and 2,4′-dichloroacetanilide.
  • carboxylic acid amides such as acetamide, malonamide, succinamide, maleamide, benzamide, and 2-fluamide
  • thioamides such as thioacetamide, hexanedithioamide, thiobenzamide, and methanethi
  • the oxycarbonyl group examples include an alkoxycarbonyl group and an aryloxycarbonyl group, preferably a group represented by —COORb (Rb ⁇ H, C 1 -C 8 alkyl group, aryl group).
  • a carboxy group an alkoxy group such as a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, an n-butoxycarbonyl group, a sec-butoxycarbonyl group, a tert-butoxycarbonyl group, and an n-pentoxycarbonyl group
  • an aryl group such as a phenoxycarbonyl group is the number of carbon atoms 1 to 10 carbon atoms, preferably 1 to carbon atoms
  • an alkoxycarbonyl group whose alkoxy group is a C1-C4 linear or branched alkoxy group can be mentioned, More preferably, a methoxycarbonyl group and an ethoxycarbonyl group can be mentioned. Can be mentioned.
  • R 1 represents a C 1 -C 4 alkyl group
  • R 2 and R 3 represent a C 1 -C 4 alkyl group
  • R 4 represents an aryl group.
  • R 1 represents a C 1 -C 4 alkyl group
  • R 3 and R 4 represent a hydrogen atom or a C 1 -C 4 alkyl group
  • R 5 represents a phenyl group, a substituted phenyl group, a methoxy group
  • a carbonyl group and an ethoxycarbonyl group are preferable.
  • organic tellurium compounds are as follows. (Methylterranylmethyl) benzene, (1-methylterranylethyl) benzene, 1-chloro-4- (1-methylterranylethyl) benzene, 1-trifluoromethyl-4- (1-methylterranylethyl) Benzene, 3,5-bis-trifluoromethyl-1- (1-methylterranylethyl) benzene, 1,2,3,4,5-pentafluoro-6- (1-methylterranylethyl) benzene, 2 -Methyl teranyl propionitrile, (2-methyl teranyl propyl) benzene, methyl 2-methyl teranyl-2-methyl-propionate, ethyl 2-methyl teranyl-2-methyl-propionate, 2-methyl teranyl-2-methyl-propio A nitrile etc.
  • the above-mentioned organic tellurium compound can be used to obtain a desired number average molecular weight polymer by appropriately adjusting the amount used.
  • the preferred amount used is a value obtained by dividing the mass (unit is gram) of the raw material vinyl monomer by the number average molecular weight of the target polymer (the unit of the amount used is the number of moles). It is preferable to use an amount of about 3 to 3 times.
  • the organic ditellurium compound represented by the above formula (2) (ditelluride compound). May be further added.
  • a preferable organic ditellurium compound is a compound in which R 1 represents an alkyl group having 1 to 4 carbon atoms, an aryl group, a substituted aryl group, or an aromatic heterocyclic group.
  • a preferred organic ditellurium compound is a compound in which R 1 represents an alkyl group or aryl group having 1 to 4 carbon atoms, and a more preferred organic ditellurium compound is R 1 having 1 to carbon atoms. It is a compound representing an alkyl group having 4 atoms.
  • examples of the alkyl group having 1 to 4 carbon atoms include linear, branched or cyclic alkyl groups having 1 to 4 carbon atoms.
  • a linear or branched alkyl group having 4 atoms is exemplified, and a linear alkyl group having 1 to 4 carbon atoms is more preferred.
  • ditelluride compound examples include dimethylditelluride, diethylditelluride, di-n-propylditelluride, diisopropylditelluride, dicyclopropylditelluride, di-n-butylditelluride, di-sec- Butyl ditelluride, di-tert-butyl telluride, dicyclobutyl telluride, diphenyl ditelluride, bis- (p-methoxyphenyl) ditelluride, bis- (p-aminophenyl) ditelluride, bis- (p-nitrophenyl) ditelluride, bis -(P-cyanophenyl) ditelluride, bis- (p-sulfonylphenyl) ditelluride, dinaphthyl ditelluride, dipyridyl ditelluride and the like.
  • dimethyl ditelluride diethyl ditelluride, di-n-propyl ditelluride, di-n-butyl ditelluride, and diphenyl ditelluride. Particularly preferred are dimethyl ditelluride, diethyl ditelluride, di-n-propyl ditelluride and di-n-butyl ditelluride.
  • the ditelluride compound represented by the above formula (2) is used, it is preferably 0.01 to 100 mol, more preferably 0 with respect to 1 mol of the organic tellurium compound represented by the above formula (1) used as the polymerization initiator. .1 to 10 mol, more preferably 0.1 to 5 mol.
  • an azo polymerization initiator may be used in addition to the organic tellurium compound.
  • the azo polymerization initiator is not particularly limited as long as it is an initiator used for usual radical polymerization.
  • AIBN 2,2′-azobis (isobutyronitrile)
  • AMBN 2,2′-azobis (2- Methylbutyronitrile)
  • ADVN 2,2′-azobis (2,4-dimethylvaleronitrile)
  • 1,1′-azobis (1-cyclohexanecarbonitrile) ACHN
  • 1,1'-azobis (1-acetoxy-1-phenylethane 2,2'- Azobis (2-methylbutyramide
  • 2,2'-azobis (4-methoxy-2,4-dimethylvaleronitrile)
  • 2,2'-azobis (2-methylami) 2,
  • azo polymerization initiators are preferably selected as appropriate according to the reaction conditions.
  • low temperature polymerization 40 ° C. or lower
  • 2,2′-azobis (2,4-dimethylvaleronitrile) ADVN
  • 2,2′-azobis (4-methoxy-2,4-dimethylvaleronitrile) In the case of medium temperature polymerization (40 to 80 ° C.), 2,2′-azobis (isobutyronitrile) (AIBN), 2,2′-azobis (2-methylbutyronitrile) (AMBN), dimethyl-2,2
  • '-azobisisobutyrate MAIB
  • 1,1'-azobis (1-acetoxy-1-phenylethane high temperature polymerization (over 80 ° C), 1,1'-azobis (1-cyclohexanecarbonitrile) ) (ACHN), 2-cyano-2-propylazoformamide, 2,2′-azobis (N-butyl-2-methylpropionamide),
  • the azo polymerization initiator When used, it is preferably 0.01 to 100 mol, more preferably 0.1 to 10 mol, still more preferably relative to 1 mol of the organic tellurium compound of the above formula (1) used as the polymerization initiator. It is desirable to use at a ratio of 0.1 to 5 mol.
  • a polymer dispersant is prepared using any of the mixture of organic ditellurium compounds represented by (2) as a polymerization initiator, it is characterized by containing an organic tellurium compound in the polymer dispersant component.
  • the total amount of tellurium in the dispersant can be measured by using a known metal measuring method such as an analytical method or an atomic absorption method.
  • the ink composition containing the polymer dispersant may have a tellurium total amount of, for example, 1 to 65 ppm, preferably 1 to 40 ppm, depending on the content of the polymer dispersant and the method for preparing the pigment dispersion described below. Can be measured.
  • the monomer constituting the A polymer (A block) is a monomer represented by the above formula (3)
  • the monomer constituting the B polymer (B block) is benzyl methacrylate and / or benzyl acrylate.
  • R 5 represents a hydrogen atom or an alkyl group that may have 4 carbon atoms
  • R 6 represents a hydrogen atom or a methyl group.
  • R 5 is a hydrogen atom and R 6 is a monomer (methacrylic acid) having a methyl group
  • R 5 is an n-butyl group and R 6 is a monomer having a methyl group (butyl methacrylate) It is particularly preferable that these two types of monomers are used in combination.
  • the mass ratio of butyl methacrylate to methacrylic acid is preferably 1.3 to 2.2, more preferably 1.5 to 2.0, and 1.6 to 1 .8 is more preferred.
  • the monomer constituting the B polymer is at least one monomer selected from benzyl methacrylate and benzyl acrylate, preferably benzyl methacrylate.
  • the B block contains, in addition to at least one monomer selected from benzyl methacrylate and benzyl acrylate, a monomer represented by the above formula (3), preferably acrylic acid and / or methacrylic acid, more preferably methacrylic acid, It may be a polymer containing 1% by mass or less, preferably 0.5% by mass or less, more preferably 0.2% by mass or less, of at least one monomer selected from methacrylate and benzyl acrylate.
  • the mass% of the A block relative to the B block is preferably 60 to 90 mass%, more preferably 65 to 85 mass%, and further preferably 70 to 80 mass%.
  • the acid value of the polymer dispersant is preferably 90 to 200 mgKOH / g. More preferably, it is 100 to 150 mgKOH / g, still more preferably 100 to 120 mgKOH / g, and most preferably 100 to 110 mgKOH / g.
  • the acid value is too small, there is a problem that the solubility in water or a liquid medium is lowered. On the contrary, when the acid value is too large, the color developability may be lowered.
  • the weight average molecular weight of the polymer dispersant is preferably 10,000 to 60,000. More preferably, it is 10,000 to 40,000, and most preferably 15,000 to 30,000. If the weight average molecular weight is too small, the stability of the dispersion is lowered.
  • the weight average molecular weight (Mw) is a value determined in terms of polystyrene by gel permeation chromatography (GPC) using an N-methylpyrrolidone (NMP) buffer solution as a solvent.
  • the limiting ratio is preferably 0.1 to 1.0, more preferably 0.1 to 0.6, and particularly preferably 0.2 to 0.4. If the limiting ratio is too small, the stability of the dispersion may be reduced, or the image of the printed matter may be deteriorated.
  • neutralizing agent examples include alkali metal hydroxides, alkaline earth metal hydroxides, aliphatic amine compounds, and alcohol amine compounds.
  • alkali metal hydroxide examples include lithium hydroxide, sodium hydroxide, and potassium hydroxide.
  • alkaline earth metal hydroxide examples include beryllium hydroxide, magnesium hydroxide, calcium hydroxide, and strontium hydroxide, but are preferably alkaline earth metal hydroxides, more preferably hydroxide. Lithium and sodium hydroxide.
  • Examples of the alcohol amine compound include monoethanolamine, diethanolamine, triethanolamine, monopropanolamine, dipropanolamine, tripropanolamine, methylethanolamine, dimethylethanolamine and N-methyldiethanolamine, preferably tertiary amine. More preferably, it is triethanolamine.
  • Examples of the aliphatic amine compound include ammonia, monomethylamine, dimethylamine, trimethylamine, monoethylamine, dimethylamine and trimethylamine, preferably ammonia or triethylamine.
  • neutralizers can be used alone or in combination.
  • the desired amount of the neutralizing agent can be used.
  • the degree of neutralization is 100%, and the neutralizing agent may be used in excess of the theoretical amount.
  • the neutralization degree is preferably from 50 to 200%, more preferably from 80 to 150%, and most preferably from 100 to 120%.
  • the method for producing the ink composition is not particularly limited. As an example, there is a method in which a colored dispersion is prepared from a colorant and a polymer dispersant, and this is used for preparing an ink composition.
  • the colored dispersion can be a microencapsulated pigment in which the surface of the colorant is coated with a polymer dispersant, or a non-microencapsulated dispersion. The former is preferred.
  • the surface precipitation method is a method for precipitating a polymer dispersant on the pigment surface by utilizing pH adjustment or a difference in solubility in a medium, and includes an acid precipitation method, a phase inversion emulsification method, and the like.
  • the interfacial polymerization method is a method in which a monomer, oligomer, or pigment derivative is adsorbed on the pigment surface and then a polymerization reaction is performed, and is also called a surface polymerization method.
  • the surface precipitation method is preferable, and a colored dispersion obtained by a phase inversion emulsification method is more preferable.
  • a solution of a hydrophobic organic solvent in which a polymer dispersant is dissolved and a liquid containing water as a main component containing a neutralizing agent are mixed and emulsified (emulsion or micro-particle).
  • a production method in which a colorant is added and mixed / dispersed therein, and then water is further added to remove the solvent.
  • an average particle diameter means the average particle diameter of the particle
  • Examples of the method for dispersing the pigment include a method using a sand mill (bead mill), a roll mill, a ball mill, a paint shaker, an ultrasonic disperser, a microfluidizer, and the like.
  • a sand mill is preferable.
  • an extremely small amount of the above-mentioned antifoaming agent such as silicone or acetylene glycol can be added.
  • an antifoaming agent that does not affect the dispersion, micronization, and stability after dispersion.
  • the wax agent is preferably a wax emulsion, and more preferably an aqueous wax emulsion.
  • Natural wax and chemically synthesized wax can be used as the wax.
  • Natural waxes include petroleum waxes such as paraffin wax and microcrystalline wax, lignite waxes such as montan wax, plant waxes such as carnauba wax and canderia waxes, beeswax and lanolin as animal and plant waxes, etc. And an emulsion in which is dispersed in an aqueous medium.
  • Chemically synthesized waxes include homopolymer waxes such as polyethylene, polypropylene, and Fischer-Trop, and emulsions in which copolymer waxes such as ethylene vinyl acetate and ethylene acrylic acid are dispersed in an aqueous medium. These waxes can be used alone or in combination.
  • the wax emulsion is preferably at least one wax selected from polyethylene wax and polypropylene wax, or a mixed wax of these and paraffin wax; more preferably polyethylene wax or polyethylene wax and paraffin wax And an emulsion in which a mixed wax is dispersed in an aqueous medium.
  • the particle size of the wax emulsion is preferably 5 ⁇ m or less, more preferably 1 ⁇ m or less in order to prevent clogging of the inkjet head.
  • polyethylene wax includes CERAFLOUR 925, 929, 950, 991; AQUACER 507, 515, 552, 1547; AQUAMAT 208, 263, 272; MINEPOL 221; Mitsui High Wax NL100, NL200, NL500; KUE-100; Can be mentioned.
  • AQUACER 531 is mentioned as a mixed wax of polyethylene wax and paraffin wax.
  • paraffin wax include AQUACER 498, 537; KUE11; and the like.
  • the polypropylene wax include AQUACER 593; Mitsui High Wax NP055, NP505, and the like.
  • AQUACER 539 etc. are mentioned as a mixed wax of polypropylene wax and paraffin wax.
  • the content of the wax agent in the total mass of the ink composition is preferably 0.1% to 5%, particularly preferably 0.1% to 2%. If it is less than this, the effect of scratch resistance cannot be obtained.
  • the liquid medium means water or a water-soluble organic solvent containing water.
  • the water-soluble organic solvent can be used alone or in combination.
  • Examples of the water-soluble organic solvent include C1-C1 such as methanol, ethanol, propanol, isopropanol, butanol, isobutanol, sec-butanol or tert-butanol, 1,2-hexanediol, 1,6-hexanediol, trimethylolpropane and the like.
  • C6 alkanol carboxylic acid amide such as N, N-dimethylformamide or N, N-dimethylacetamide; lactam such as 2-pyrrolidone, N-methyl-2-pyrrolidone or N-methylpyrrolidin-2-one; Cyclic ureas such as dimethylimidazolidin-2-one or 1,3-dimethylhexahydropyrimido-2-one; ketones such as acetone, 2-methyl-2-hydroxypentan-4-one, ethylene carbonate; Ketoalcohol; tetrahydrofuran, dioxane Cyclic ethers of ethylene glycol, diethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butylene glycol, 1,4-butylene glycol, 1,6-hexylene glycol, diethylene glycol, triethylene glycol , Tetraethylene glycol, dipropylene glycol, mono-, oligo- or polyalkylene glycols or
  • the ink composition may contain a water-insoluble organic solvent as one of the ink preparation agents in a range that does not cause layer separation of the ink composition.
  • a water-insoluble organic solvent examples include C8-C16 (preferably C8-12) alkyl having a hydroxy group and an acyloxy group. Specific examples thereof include texanol.
  • the ink composition contains a colorant, a polymer dispersant, a wax agent, and a liquid medium, and the balance is water.
  • the pH of the ink composition is usually preferably 5 to 11 and preferably 7 to 10 for the purpose of improving storage stability.
  • the surface tension is usually preferably 10 to 50 mN / m and 20 to 40 mN / m.
  • the viscosity is usually preferably 30 mPa ⁇ s or less and 20 mPa ⁇ s or less.
  • the pH and surface tension of the ink composition can be appropriately adjusted with an ink preparation agent such as a pH adjuster or a surfactant.
  • the ink preparation agent examples include an antifungal agent, an antiseptic agent, a pH adjuster, a chelating reagent, an antirust agent, a water-soluble ultraviolet absorber, a water-soluble polymer compound, an antioxidant, and / or a surfactant.
  • the total content of the ink preparation agent in the total mass of the ink composition is about 0 to 30%. .
  • antifungal agent examples include sodium dehydroacetate, sodium benzoate, sodium pyridinethione-1-oxide, ethyl p-hydroxybenzoate, 1,2-benzisothiazolin-3-one or a salt thereof. .
  • preservatives include organic sulfur, organic nitrogen sulfur, organic halogen, haloaryl sulfone, iodopropargyl, haloalkylthio, nitrile, pyridine, 8-oxyquinoline, benzothiazole , Isothiazoline, dithiol, pyridine oxide, nitropropane, organotin, phenol, quaternary ammonium salt, triazine, thiazine, anilide, adamantane, dithiocarbamate, brominated indanone, benzyl Examples thereof include bromoacetate-based or inorganic salt-based compounds.
  • the organic halogen compound include, for example, sodium pentachlorophenol.
  • pyridine oxide compound examples include sodium 2-pyridinethiol-1-oxide.
  • isothiazoline compound examples include 1,2-benzisothiazolin-3-one, 2-n-octyl-4-isothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3-one, 5- And 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 It is done.
  • antiseptic / antifungal agents include anhydrous sodium acetate, sodium sorbate or sodium benzoate, trade names Proxel GXL (S) and Proxel XL-2 (S) manufactured by Arch Chemical Co., Ltd.
  • any substance can be used as long as it can control the pH of the ink in the range of, for example, 5 to 11 without adversely affecting the prepared ink.
  • 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 hydrogen carbonate, and potassium carbonate
  • alkali metal salts of organic acids such as sodium silicate and potassium acetate
  • inorganic bases such as disodium phosphate, and the like.
  • chelating reagent examples include, for example, disodium ethylenediaminetetraacetate, sodium nitrilotriacetate, sodium hydroxyethylethylenediaminetriacetate, sodium diethylenetriaminepentaacetate or sodium uracil diacetate.
  • rust inhibitor examples include acidic sulfite, sodium thiosulfate, ammonium thioglycolate, diisopropylammonium nitrite, pentaerythritol tetranitrate, dicyclohexylammonium nitrite, and the like.
  • water-soluble UV absorbers examples include sulfonated benzophenone compounds, benzotriazole compounds, salicylic acid compounds, cinnamic acid compounds, and triazine compounds.
  • water-soluble polymer compound examples include polyethylene glycol, polyvinyl alcohol, cellulose derivatives, polyamine or polyimine.
  • antioxidant for example, various organic and metal complex anti-fading agents can be used.
  • organic anti-fading agent include hydroquinones, alkoxyphenols, dialkoxyphenols, phenols, anilines, amines, indanes, chromans, alkoxyanilines or heterocyclic rings. .
  • surfactant examples include known surfactants such as an anionic surfactant, a cationic surfactant, a nonionic surfactant, an amphoteric surfactant, a silicone surfactant, and a fluorine surfactant. It is done.
  • anionic surfactant examples include alkyl sulfocarboxylates, ⁇ -olefin sulfonates, polyoxyethylene alkyl ether acetates, polyoxyethylene alkyl ether sulfates, N-acyl amino acids or salts thereof, N-acyl methyl taurate salts, Alkyl sulfate polyoxyalkyl ether sulfate, alkyl sulfate polyoxyethylene alkyl ether phosphate, rosin acid soap, castor oil sulfate ester, lauryl alcohol sulfate ester, alkylphenol type phosphate ester, alkyl type phosphate ester, alkylaryl sulfone Acid salts, diethylsulfosuccinate, diethylhexylsulfosuccinate, dioctylsulfosuccinate and the like.
  • cationic surfactants examples include 2-vinylpyridine derivatives and poly-4-vinylpyridine derivatives.
  • amphoteric surfactants include lauryldimethylaminoacetic acid betaine, 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, coconut oil fatty acid amidopropyldimethylaminoacetic acid betaine, polyoctylpolyaminoethylglycine, and imidazoline derivatives. Can be mentioned.
  • Nonionic surfactants include ethers such as polyoxyethylene nonylphenyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene dodecylphenyl ether, polyoxyethylene oleyl ether, polyoxyethylene lauryl ether, polyoxyethylene alkyl ether; Ester systems such as polyoxyethylene oleate, polyoxyethylene distearate, sorbitan laurate, sorbitan monostearate, sorbitan monooleate, sorbitan sesquioleate, polyoxyethylene monooleate, polyoxyethylene stearate; 2,4,7,9-tetramethyl-5-decyne-4,7-diol, 3,6-dimethyl-4-octyne-3,6-diol, 3,5-dimethyl Acetylene glycol (alcohol) type such as lu-1-hexyn-3-ol; trade name Surfynol 104, 105PG50, 82,
  • silicone surfactants include polyether-modified siloxane and polyether-modified polydimethylsiloxane.
  • examples thereof include BYK-345, BYK-348 (manufactured by Big Chemie, polyether-modified polydimethylsiloxane), BYK-347 (same as polyether-modified siloxane), BYK-349, BYK-3455, and the like.
  • fluorosurfactant examples include a perfluoroalkyl sulfonic acid compound, a perfluoroalkyl carboxylic acid compound, a perfluoroalkyl phosphate ester compound, a perfluoroalkyl ethylene oxide adduct, and a perfluoroalkyl ether group as a side chain.
  • polyoxyalkylene ether polymer compounds examples include Zonyl TBS, FSP, FSA, FSN-100, FSN, FSO-100, FSO, FS-300, Capstone FS-30, FS-31 manufactured by DuPont; PF-151N, PF manufactured by Omninova -154N; F-114, F-410, F-444, EXP.
  • TF-2066 EXP. TF-2148, EXP. TF-2149, F-430, F-477, F-552, F-553, F-554, F-555, F-556, F-557, F-558, F-559, F-561, F- 562, R-40, R-41, RS-72-K, RS-75, RS-76-E, RS-76-NS, RS-77, EXP. TF-1540, EXP. TF-1760; BYK-3440 and BYK-3441 manufactured by BYK Chemie.
  • silicone surfactants and fluorine surfactants are preferable, and silicone surfactants are more preferable in consideration of environmental load and the like.
  • the ink composition When the ink composition is used for ink jet recording, it is preferable to use a material containing a small amount of inorganic impurities such as metal cation chloride (for example, sodium chloride) and sulfate (for example, sodium sulfate) contained in the colored ink.
  • metal cation chloride for example, sodium chloride
  • sulfate for example, sodium sulfate
  • the standard of the content of inorganic impurities is approximately 1% by mass or less with respect to the total mass of the colorant, and the lower limit may be equal to or less than the detection limit of the analytical instrument, that is, 0%.
  • a method for obtaining a colorant having a small amount of inorganic impurities for example, a method using a reverse osmosis membrane; a method in which a colorant is suspended and purified in a mixed solvent of C1-C4 alcohol such as methanol and water; Examples include purification methods such as a method of exchanging and adsorbing impurities.
  • the above ink composition can be used in various fields. Examples thereof include water-based ink for writing, water-based printing ink, information recording ink, textile printing and the like, and it is preferably used for ink-jet recording.
  • the ink jet recording method is a method of recording by ejecting droplets of the ink composition in accordance with a recording signal and attaching them to a recording material.
  • the ink nozzles used for recording are not particularly limited and can be appropriately selected according to the purpose.
  • a charge control method that ejects ink using electrostatic attraction force
  • a drop-on-demand method that uses the vibration pressure of a piezo element
  • Irradiation and acoustic ink jet method that ejects ink using the radiation pressure
  • thermal ink jet that heats ink to form bubbles and uses the generated pressure
  • bubble jet registered trademark
  • a method is mentioned.
  • a method called a photo ink in which a large number of inks having a small pigment content in the ink are ejected in a small volume; a plurality of pigments having substantially the same hue and different pigment contents in the ink.
  • a method for improving image quality by using ink together; a method using a colorless and transparent ink, and the like are also included.
  • the colored body examples include substances colored with the ink composition.
  • the recording material colored by the ink jet recording method is used.
  • the substance is not particularly limited as long as it can be colored.
  • information transmission sheets such as paper and a film, a fiber, cloth (cellulose, nylon, wool, etc.), leather, a base material for color filters, etc. are mentioned. Among these, an information transmission sheet is preferable.
  • Information transmission sheets include plain paper without an ink receiving layer, media used for gravure printing, offset printing, etc .; dedicated ink jet paper, ink jet exclusive film, glossy paper, or glossy film with ink receiving layer; Cloth (cellulose, nylon, wool, etc.); leather; base material for color filter;
  • the ink receiving layer may be formed by, for example, impregnating or coating the base material with a cationic polymer; or inorganic fine particles capable of absorbing pigments in ink such as porous silica, alumina sol, and special ceramics such as polyvinyl alcohol and polyvinyl pyrrolidone.
  • plain paper that has not been surface-treated can be suitably used.
  • plain paper is not coated on both sides, and water-based ink bleeding (feathering) tends to occur along the fiber direction of the pulp exposed on the surface. Therefore, in many cases, a sizing agent of about 0.1% by mass is added to the pulp mass in order to suppress bleeding of the aqueous ink.
  • the above plain paper has the effect of suppressing the bleeding of aqueous ink by adding a sizing agent and improving the image quality, but has the property of lowering the penetration speed of aqueous ink, and is basically an ink jet recording that uses the osmotic drying method.
  • it is one of the important characteristics of the ink composition of the present invention that suitable scratch resistance can be obtained even for these media.
  • a non-hardly absorbable recording material can be suitably used as the information transmission sheet.
  • a non-hardly absorbable recording material includes coated paper, and examples include finely coated paper, art paper, coated paper, matte paper, and cast paper.
  • Coated paper is paper whose surface is coated with a paint to enhance aesthetics and smoothness.
  • the paint include a mixture of various clays such as talc, pyrophyllite, and kaolin, titanium oxide, magnesium carbonate, calcium carbonate, and the like, and starch and / or polyvinyl alcohol. The paint can be applied to the paper using a coater in the paper manufacturing process, for example.
  • the finely coated paper refers to a recording paper having a coating amount of paint of 12 g / m 2 or less.
  • Art paper refers to recording paper obtained by applying a coating of about 40 g / m 2 to high-grade recording paper (quality paper, paper with a chemical pulp usage rate of 100%).
  • Coated paper and matte paper refer to recording paper coated with a paint of about 20 to 40 g / m 2 .
  • the cast paper refers to a recording paper obtained by finishing art paper or coated paper by applying pressure to the surface with a machine called a cast drum so that the gloss and the recording effect are further enhanced.
  • a container containing the ink composition When recording on a recording material by the inkjet recording method, for example, a container containing the ink composition may be set at a predetermined position of an inkjet printer, and recording may be performed on the recording material by the recording method. it can.
  • the ink jet recording method is used in combination with ink compositions of various colors such as black, green, blue (or violet) and red (or orange) as well as the three primary colors of yellow, cyan, and magenta as necessary. You can also record.
  • the ink composition of each color is poured into each container, and each container can be loaded into a predetermined position of the ink jet printer and used for ink jet recording.
  • Preparation Example 1 Preparation of magenta aqueous dispersion 1.
  • a block copolymer described in Synthesis Example 3 of International Publication No. 2013/115071 was prepared, and the obtained polymer dispersant was dissolved in 6 parts and 30 parts of 2-butanone to obtain a uniform solution.
  • a solution obtained by dissolving 0.44 parts of sodium hydroxide in 41 parts of ion-exchanged water was added thereto, and the mixture was stirred for 1 hour to prepare an emulsified solution in which the polymer dispersant was dissolved. At this time, there was no precipitation of crystals.
  • Examples 1 to 4 and Comparative Examples 1 to 6 Preparation of ink compositions.
  • the components shown in Table 1 below were mixed and stirred for about 1 hour, and then impurities were filtered off with a 3 ⁇ m membrane filter to obtain ink compositions of Examples and Comparative Examples.
  • Each ink composition was prepared such that the content of the colorant contained in the total mass was 5%.
  • the ink composition of the present invention is extremely useful as various recording inks, particularly ink jet recording inks, because it satisfies all of ejection stability, scratch resistance and redispersibility.

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  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
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Abstract

L'invention a pour objet une composition d'encre qui a d'excellentes stabilité d'éjection et de redispersibilité et qui a une excellente solidité au frottement, un procédé d'impression par jet d'encre qui utilise ladite composition d'encre et un corps coloré qui est coloré à l'aide de ladite composition d'encre. À cet effet la composition d'encre selon l'invention contient un agent colorant, un agent dispersant polymère, un agent paraffinique et un milieu liquide, ledit agent dispersant polymère étant un polymère séquencé A-B obtenu par copolymérisation selon un procédé de polymérisation radicalaire vivante utilisant un initiateur de polymérisation, ledit initiateur de polymérisation étant soit un mélange d'un composé organique du tellure représenté par la formule (1) mentionnée ci-dessous et d'un composé organique de ditellure représenté par la formule (2) mentionnée ci-dessous, soit un mélange d'un composé organique du tellure représenté par la formule (1) mentionnée ci-dessous, d'un initiateur de polymérisation azoïque et d'un composé organique de ditellure représenté par la formule (2) mentionnée ci-dessous, et le polymère séquencé A-B ayant une séquence A et une séquence B, le monomère dont la séquence A est constituée étant au moins un type de monomère représenté par la formule (3) mentionnée ci-dessous et le monomère dont la séquence B est composée étant le méthacrylate de benzyle et/ou l'acrylate de benzyle. (Dans la formule, R1 représente un groupe alkyle en C1-C8 ou similaire et R2 et R3 représentent des atomes d'hydrogène ou similaire.) (Dans la formule, R5 représente un atome d'hydrogène ou similaire et R6 représente un groupe méthyle ou similaire.)
PCT/JP2015/060251 2014-03-31 2015-03-31 Composition d'encre, procédé d'impression par jet d'encre et corps coloré WO2015152291A1 (fr)

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US11098214B2 (en) 2016-10-31 2021-08-24 Kornit Digital Ltd. Dye-sublimation inkjet printing for textile
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US11447648B2 (en) 2004-05-30 2022-09-20 Kornit Digital Ltd. Process and system for printing images on absorptive surfaces
US10472533B2 (en) 2009-08-10 2019-11-12 Kornit Digital Ltd. Inkjet compositions and processes for stretchable substrates
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