Isoindoline pigment-containing aqueous coloring composition and colored body

Abstract

To provide an aqueous coloring composition that has high dispersibility of coloring material and also has excellent transparency.SOLUTION: A coloring composition contains an isoindoline pigment, a dispersant and an aqueous dispersion medium. The dispersant contains a block copolymer that contains an A block containing a structural unit represented by the formula (1) and a B block containing a structural unit represented by the formula (3) and a nitrogen-containing heterocycle group [where n1 is an integer of 2-30; R11 is H or an alkyl group; R12 is an alkylene group; R13 is H or a methyl group; R31 is an alicyclic hydrocarbon group; Z3 is O or NH; R32 is H or the like].SELECTED DRAWING: None

Description

[Technical field]

[0001] The present invention relates to a coloring composition containing an isoindoline pigment, a dispersant, and an aqueous dispersion medium. [Background technology]

[0002] The recording method using an inkjet printer involves generating ink droplets from fine nozzles, ejecting them onto a recording material such as paper, film, fabric, etc. This method allows images to be created easily and inexpensively, and is therefore applied to a variety of printing fields, including photography, various types of printing, and special printing such as color filters.

[0003] The ink (coloring composition) used in an inkjet printer is composed of a colorant, a dispersion medium, and additives such as surfactants that are blended as necessary. As the colorant, two types of colorants are known: water-soluble dyes and colorants that are substantially insoluble in water, such as pigments, disperse dyes, and oil-soluble dyes. Of these, images recorded using water-soluble dyes as colorants are excellent in image quality such as clarity, while images recorded using water-insoluble colorants (especially pigments) are excellent in various fastness against light, ozone, water, and the like. Due to the advantage of excellent fastness in various types, the use of inkjet inks containing water-insoluble colorants is spreading. On the other hand, water-based inks are required from environmental and safety perspectives. However, when a water-insoluble colorant is used in an inkjet ink, it is necessary to disperse the colorant uniformly in the ink after finely granulating it. For this reason, the selection of a dispersant is important for uniform dispersion.

[0004] Ink is generally used in four basic colors: yellow, magenta, cyan, and black. Among them, azo pigments such as Pigment Yellow 74 are generally used as yellow pigments that exhibit yellow. However, in consideration of the impact on the environment, it is necessary to use non-azo pigments as yellow pigments. In particular, from the viewpoints of weather resistance, color development, and hue, the use of isoindoline pigments such as Pigment Yellow 185 has been considered (see Patent Document 1). [Prior art documents] [Patent documents]

[0005] [Patent Document 1] JP 2020-143207 A Summary of the Invention [Problem to be solved by the invention]

[0006] Isoindoline pigments have poor dispersibility in aqueous media, and therefore, when they are used as colorants in aqueous coloring compositions, there is a problem that sufficient ink properties (viscosity, transparency, etc.) cannot be obtained.

[0007] The present invention has been made in consideration of the above circumstances, and an object of the present invention is to provide an aqueous coloring composition containing an isoindoline pigment, which has high dispersibility of a colorant and excellent transparency. [Means for solving the problem]

[0008] The coloring composition of the present invention, which has been able to solve the above problems, contains an isoindoline pigment, a dispersant, and an aqueous dispersion medium, and is characterized in that the dispersant contains a block copolymer having an A block containing a structural unit represented by formula (1) and a B block containing a structural unit represented by formula (3) and a structural unit having a nitrogen-containing heterocyclic group.

[0009] [ka] In formula (1), n1 represents an integer of 2 to 30. 11 R represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. 12 R represents an alkylene group having 1 to 3 carbon atoms. 13 represents a hydrogen atom or a methyl group. 12 may be the same or different.

[0010] [ka] [In formula (3), R 31 represents an alicyclic hydrocarbon group. 3 represents O or NH. 32 represents a hydrogen atom or a methyl group.

[0011] In the block copolymer contained as a dispersant in the coloring composition of the present invention, the structural unit represented by formula (1) contained in the A block has high affinity with an aqueous dispersion medium, and the structural unit represented by formula (3) and the structural unit having a nitrogen-containing heterocyclic group contained in the B block are adsorbed to the isoindoline-based pigment. Therefore, the coloring composition of the present invention has high dispersibility of the isoindoline-based pigment. Effect of the Invention

[0012] The coloring composition of the present invention is an aqueous coloring composition containing an isoindoline pigment, and has high dispersibility of the coloring material and excellent transparency. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0013] Hereinafter, an example of a preferred embodiment of the present invention will be described. However, the following embodiment is merely an example, and the present invention is not limited to the following embodiment.

[0014] <Coloring composition> The coloring composition of the present invention contains a colorant, a dispersant (block copolymer), and a dispersion medium.

[0015] (Coloring material) The colorant used in the present invention contains an isoindoline pigment. The isoindoline pigment is a pigment having an isoindoline structure represented by the formula (10) in the molecule.

[0016] [ka] [In formula (10), * represents a bond.]

[0017] Examples of the isoindoline pigment include isoindoline yellow pigments such as CI Pigment Yellow 185 (formula (10-1)), CI Pigment Yellow 139 (formula (10-2)), CI Pigment Yellow 109 (formula (10-3)), and CI Pigment Yellow 110 (formula (10-4)); isoindoline orange pigments such as CI Pigment Orange 66 and CI Pigment Orange 69; and isoindoline red pigments such as CI Pigment Red 260, among which isoindoline yellow pigments are preferred. In this specification, "CI" is an abbreviation for Color Index.

[0018] [ka]

[0019] Among isoindoline yellow pigments, CI Pigment Yellow 185 is preferred as it has a wide range of color reproducibility and high coloring power and exhibits the effects of the present invention more prominently.

[0020] In the present invention, the isoindoline pigments may be used alone or in combination of two or more kinds.

[0021] (Other colorants) The coloring composition of the present invention may be used in combination with other colorants other than the isoindoline pigments as necessary for the purpose of adjusting the hue, etc. Examples of the other colorants include organic pigments, inorganic pigments, extender pigments, disperse dyes, etc. The other colorants may be used alone or in combination of two or more kinds.

[0022] Examples of organic pigments include insoluble azo pigments such as toluidine red, toluidine maroon, Hansa yellow, benzidine yellow, and pyrazolone red; soluble azo pigments such as lithol red, heliobordeaux, pigment scarlet, and permanent red 2B; derivatives of vat dyes such as alizarin, indanthrone, and thioindigo maroon; phthalocyanine pigments such as phthalocyanine blue and phthalocyanine green; quinacridone pigments such as quinacridone red and quinacridone magenta; perylene red, perylene scar, and other pigments. imidazolone pigments such as benzimidazolone yellow, benzimidazolone orange, and benzimidazolone red; pyranthrone pigments such as pyranthrone red and pyranthrone orange; thioindigo pigments; condensed azo pigments; and other pigments such as flavanthrone yellow, acylamide yellow, quinophthalone yellow, nickel azo yellow, copper azomethine yellow, perinone orange, anthrone orange, dianthraquinonyl red, and dioxazine violet.

[0023] Examples of inorganic pigments include carbon black, metal oxides, metal hydroxides, metal sulfides, metal ferrocyanides, and metal chlorides.

[0024] Examples of extender pigments include silica, calcium carbonate, talc, clay, barium sulfate, and white carbon. These extender pigments are not used alone, but are usually used in combination with inorganic or organic pigments. The purpose of using them in combination is to improve flowability.

[0025] Examples of disperse dyes include azobenzene-based and anthraquinone-based disperse dyes.

[0026] The colorant is preferably a colorant that is substantially insoluble in water. In this specification, the term "substantially insoluble in water" refers to a colorant that has a solubility of usually 0.5 g or less, preferably 0.1 g or less, and more preferably about 0.03 g or less per liter of water.

[0027] The content of the coloring material in the coloring composition is not particularly limited as long as it is a concentration that gives a sufficient coloring density to the recording medium, and may be appropriately adjusted. The content of the coloring material is usually 5% by mass or more, preferably 20% by mass or more, and more preferably 30% by mass or more, based on the total solid content of the coloring composition. The content of the coloring material in the coloring composition is usually 90% by mass or less, preferably 85% by mass or less, and more preferably 80% by mass or less, based on the total solid content of the coloring composition. Here, the solid content refers to components other than the dispersion medium described below.

[0028] The content of the dispersant relative to the colorant in the coloring composition is preferably 5 parts by mass or more, more preferably 10 parts by mass or more, and even more preferably 15 parts by mass or more, relative to 100 parts by mass of the colorant, and is preferably 200 parts by mass or less, more preferably 100 parts by mass or less, and even more preferably 80 parts by mass or less.

[0029] (Dispersant) The dispersant used in the present invention contains a block copolymer having an A block containing a structural unit represented by formula (1) and a B block containing a structural unit represented by formula (3) and a structural unit having a nitrogen-containing heterocyclic group. The dispersant contains the block copolymer as a main component (50% by mass or more), preferably contains the block copolymer in an amount of 75% by mass or more, and more preferably is composed only of the block copolymer.

[0030] (Block Copolymer) In the present invention, the "A block" can be rephrased as the "A segment", and the "B block" can be rephrased as the "B segment". In the present invention, the "vinyl monomer" refers to a monomer having a radically polymerizable carbon-carbon double bond in the molecule. The "structural unit derived from a vinyl monomer" refers to a structural unit in which the radically polymerizable carbon-carbon double bond of a vinyl monomer is polymerized to become a carbon-carbon single bond. "(Meth)acrylic" refers to "at least one of acrylic and methacrylic". "(Meth)acrylate" refers to "at least one of acrylate and methacrylate". "(Meth)acryloyl" refers to "at least one of acryloyl and methacryloyl".

[0031] (A Block) The A block contains a structural unit represented by formula (1).

[0032] (Structural unit represented by formula (1)) The structural unit represented by formula (1) in the A block may be of only one type, or of two or more types.

[0033] [ka] In formula (1), n1 represents an integer of 2 to 30. 11 R represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. 12 R represents an alkylene group having 1 to 3 carbon atoms. 13 represents a hydrogen atom or a methyl group. 12 may be the same or different.

[0034] In the formula (1), n1 is 2 or more, preferably 5 or more, and 30 or less, preferably 20 or less, more preferably 15 or less.

[0035] R 11 The alkyl group having 1 to 3 carbon atoms represented by the formula (I) may be either linear or branched, but is preferably linear. 11Specific examples of the alkyl group having 1 to 3 carbon atoms include a methyl group, an ethyl group, an n-propyl group, and an isopropyl group.

[0036] R 12 The alkylene group having 1 to 3 carbon atoms represented by may be either linear or branched, but is preferably linear. 12 Specific examples of the alkylene group having 1 to 3 carbon atoms represented by the formula (I) include a methylene group, an ethylene group, a trimethylene group, and a propane-1,2-diyl group. 12 is preferably an ethylene group or a trimethylene group.

[0037] Examples of the monomer constituting the structural unit represented by formula (1) include (meth)acrylates having a polyalkylene glycol structure. The polyalkylene glycol portion may be, for example, a mixture of ethylene oxide and propylene oxide. Examples of the (meth)acrylates having a polyalkylene glycol structure include (meth)acrylates having a polyethylene glycol structure such as polyethylene glycol (degree of polymerization = 2-30) methyl ether (meth)acrylate, polyethylene glycol (degree of polymerization = 2-30) ethyl ether (meth)acrylate, and polyethylene glycol (degree of polymerization = 2-30) propyl ether (meth)acrylate; and (meth)acrylates having a polypropylene glycol structural unit such as polypropylene glycol (degree of polymerization = 2-30) methyl ether (meth)acrylate, polypropylene glycol (degree of polymerization = 2-30) ethyl ether (meth)acrylate, and polypropylene glycol (degree of polymerization = 2-30) propyl ether (meth)acrylate.

[0038] The content of the structural unit represented by formula (1) is preferably 20% by mass or more, more preferably 35% by mass or more, and even more preferably 50% by mass or more, and is preferably 95% by mass or less, more preferably 90% by mass or less, and even more preferably 80% by mass or less, in 100% by mass of the A block. If the content is 20% by mass or more, the affinity with the aqueous dispersion medium is further improved, and if it is 95% by mass or less, the viscosity stability of the colored composition is further improved.

[0039] (Structural unit represented by formula (2)) It is preferable that the A block further contains a structural unit represented by formula (2). The structural unit represented by formula (2) in the A block may be of only one type, or may have two or more types. When the A block has a structural unit represented by formula (2), the viscosity stability of the coloring composition is further improved.

[0040] [ka] [In formula (2), R 21 R represents a chain hydrocarbon group which may have a substituent, or an aromatic hydrocarbon group which may have a substituent. 22 represents a hydrogen atom or a methyl group.

[0041] R 21 Examples of the chain hydrocarbon group represented by the formula (1) include a linear alkyl group and a branched alkyl group. The linear alkyl group preferably has 1 to 20 carbon atoms, more preferably 1 to 10 carbon atoms, and even more preferably 1 to 5 carbon atoms. Examples of the linear alkyl group include a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-hexyl group, an n-octyl group, an n-nonyl group, an n-decyl group, and an n-lauryl group.

[0042] The branched alkyl group preferably has 3 to 20 carbon atoms, more preferably 3 to 10 carbon atoms, and further preferably 3 to 5 carbon atoms. Examples of the branched alkyl group include an isopropyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a 2-ethylhexyl group, a neopentyl group, and an isooctyl group.

[0043] The aromatic hydrocarbon group may include an aryl group. It may also have a chain portion such as an alkylaryl group, an aralkyl group, or an aryloxyalkyl group. The aromatic group preferably has 6 to 12 carbon atoms, more preferably 6 to 8 carbon atoms. Specific examples of the aromatic group include a phenyl group and a naphthyl group.

[0044] R 21 The substituents of the chain hydrocarbon group and aromatic hydrocarbon group represented by the formula (I) are halogen groups, alkoxy groups, benzoyl groups (-COC 6 H 5 ), hydroxyl groups, etc.

[0045] Examples of the vinyl monomer that forms the structural unit represented by formula (2) include (meth)acrylates having a chain alkyl group (straight-chain alkyl group or branched-chain alkyl group), (meth)acrylates having an aromatic hydrocarbon group, etc. Among these, (meth)acrylates having a chain alkyl group (straight-chain alkyl group or branched-chain alkyl group) are preferred.

[0046] Examples of the (meth)acrylate having a linear alkyl group include methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, n-butyl (meth)acrylate, n-pentyl (meth)acrylate, n-hexyl (meth)acrylate, n-octyl (meth)acrylate, n-nonyl (meth)acrylate, decyl (meth)acrylate, n-lauryl (meth)acrylate, and n-stearyl (meth)acrylate.

[0047] Examples of the (meth)acrylate having a branched alkyl group include isopropyl (meth)acrylate, isobutyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, isooctyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, isononyl (meth)acrylate, and isodecyl (meth)acrylate.

[0048] Specific examples of the (meth)acrylate having an aromatic group include benzyl (meth)acrylate, phenyl (meth)acrylate, and phenoxyethyl (meth)acrylate.

[0049] When the structural unit represented by formula (2) is contained, the content thereof is preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 20% by mass or more, and is preferably 80% by mass or less, more preferably 65% ​​by mass or less, and even more preferably 50% by mass or less, in 100% by mass of the A block. If the content is 5% by mass or more, the viscosity stability of the coloring composition is further improved, and if it is 80% by mass or less, the affinity with the aqueous dispersion medium is further improved.

[0050] The A block may be composed of only the structural unit represented by formula (1), or may be composed of only the structural unit represented by formula (1) and the structural unit represented by formula (2), or may contain other structural units. The total content of the structural unit represented by formula (1) and the structural unit represented by formula (2) in the A block is preferably 70% by mass or more, more preferably 80% by mass or more, and even more preferably 90% by mass or more.

[0051] (Other structural units) Specific examples of vinyl monomers that can form other structural units of the A block include (meth)acrylates having a hydroxy group, (meth)acrylates having a lactone-modified hydroxy group, (meth)acrylates having an alkoxy group, (meth)acrylates having an acidic group, (meth)acrylamides having an acidic group, (meth)acrylic acid, and (meth)acrylates having a cyclic ether group.

[0052] Examples of (meth)acrylates having a hydroxy group include 2-hydroxyethyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, 8-hydroxyoctyl (meth)acrylate, 10-hydroxydecyl (meth)acrylate, 12-hydroxylauryl (meth)acrylate, etc. Among these, (meth)acrylates having a hydroxyalkyl group having 1 to 5 carbon atoms are more preferred.

[0053] Examples of the (meth)acrylate having a lactone-modified hydroxyl group include (meth)acrylates having the above-mentioned hydroxyl group to which lactone has been added, and those having caprolactone are preferred. The amount of caprolactone added is preferably 1 mol to 20 mol, and more preferably 1 mol to 10 mol. Examples of the (meth)acrylate having a lactone-modified hydroxyl group include 1 mol caprolactone adduct of 2-hydroxyethyl (meth)acrylate, 2 mol caprolactone adduct of 2-hydroxyethyl (meth)acrylate, 3 mol caprolactone adduct of 2-hydroxyethyl (meth)acrylate, 4 mol caprolactone adduct of 2-hydroxyethyl (meth)acrylate, 5 mol caprolactone adduct of 2-hydroxyethyl (meth)acrylate, and 10 mol caprolactone adduct of 2-hydroxyethyl (meth)acrylate.

[0054] Examples of the (meth)acrylate having an alkoxy group include methoxyethyl (meth)acrylate and ethoxyethyl (meth)acrylate.

[0055] The acidic groups include carboxyl groups (-COOH) and sulfonic acid groups (-SO 3 H), phosphate group (-OPO 3 H 2 ), phosphonic acid group (-PO 3 H 2), phosphinic acid group (-PO 2 H 2 ) can be mentioned. The (meth)acrylate having an acidic group can be mentioned (meth)acrylate having a carboxy group, (meth)acrylate having a phosphoric acid group, or (meth)acrylate having a sulfonic acid group. The (meth)acrylamide having an acidic group can be mentioned (meth)acrylamide having a sulfonic acid group.

[0056] Examples of (meth)acrylates having a carboxy group include monomers obtained by reacting (meth)acrylates having a hydroxy group, such as carboxyethyl (meth)acrylate, carboxypentyl (meth)acrylate, 2-(meth)acryloyloxyethyl succinate, 2-(meth)acryloyloxyethyl maleate, and 2-(meth)acryloyloxyethyl phthalate, with acid anhydrides, such as maleic anhydride, succinic anhydride, and phthalic anhydride. Examples of (meth)acrylates having a phosphoric acid group include 2-(phosphonooxy)ethyl (meth)acrylate. Examples of (meth)acrylates having a sulfonic acid group include ethyl sulfonate (meth)acrylate. Examples of (meth)acrylamides having a sulfonic acid group include acrylamido t-butylsulfonic acid.

[0057] Examples of (meth)acrylates having a cyclic ether group include glycidyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, (3-ethyloxetan-3-yl)methyl (meth)acrylate, (2-methyl-2-ethyl-1,3-dioxolan-4-yl)methyl (meth)acrylate, cyclic trimethylolpropane formal (meth)acrylate, 2-[(2-tetrahydropyranyl)oxy]ethyl (meth)acrylate, and 1,3-dioxane-(meth)acrylate.

[0058] It is preferable that the A block does not substantially contain a structural unit represented by the formula (3) described later, a structural unit having a nitrogen-containing heterocyclic group, a structural unit having a basic group, and a structural unit having a basic group that forms a salt. That is, the content of the structural unit represented by the formula (3), the structural unit having a nitrogen-containing heterocyclic group, the structural unit having a basic group, and the structural unit having a basic group that forms a salt is preferably 3% by mass or less, more preferably 1% by mass or less, and even more preferably 0.1% by mass or less, in 100% by mass of the A block, and it is particularly preferable that the A block does not contain a structural unit represented by the formula (3), a structural unit having a nitrogen-containing heterocyclic group, a structural unit having a basic group, and a structural unit having a basic group that forms a salt.

[0059] When two or more types of structural units are contained in the A block, the various structural units contained in the A block may be contained in the A block in any form such as random copolymerization, block copolymerization, etc., and from the viewpoint of uniformity, it is preferable that they are contained in the A block in the form of random copolymerization. For example, the A block may be formed of a copolymer of structural units consisting of the a1 block and structural units consisting of the a2 block.

[0060] (Block B) The B block is a block containing a structural unit represented by the formula (3) and a structural unit having a nitrogen-containing heterocyclic group.

[0061] (Structural unit represented by formula (3)) The structural unit represented by formula (3) in the B block may be of only one type, or of two or more types.

[0062] [ka] [In formula (3), R 31 represents an alicyclic hydrocarbon group. 3 represents O or NH. 32 represents a hydrogen atom or a methyl group.

[0063] R 31 Examples of the alicyclic hydrocarbon group represented by the formula (1) include a cyclic alkyl group having a monocyclic structure and an alkyl group having a polycyclic structure. The alicyclic hydrocarbon group preferably has 4 to 18 carbon atoms, more preferably 6 to 12 carbon atoms, and further preferably 6 to 10 carbon atoms.

[0064] Examples of the cyclic alkyl group having a monocyclic structure include a cyclohexyl group, a methylcyclohexyl group, a cyclododecyl group, a 3,3,5-trimethylcyclohexyl group, a 4-tert-butylcyclohexyl group, etc. Examples of the alkyl group having a polycyclic structure include a bornyl group, an isobornyl group, a 1-adamantyl group, a 2-adamantyl group, a 2-methyl-2-adamantyl group, a 2-ethyl-2-adamantyl group, a norbornyl group, a dicyclopentanyl group, a dicyclopentenyl group, etc.

[0065] Specific examples of the vinyl monomer that forms the structural unit represented by formula (3) include (meth)acrylates having a cyclic alkyl group with a monocyclic structure, and (meth)acrylates having a cyclic alkyl group with a polycyclic structure.

[0066] Examples of (meth)acrylates having a cyclic alkyl group with a monocyclic structure include compounds in which a cyclic alkyl group is directly bonded to a (meth)acryloyloxy group.Specific examples include cyclohexyl (meth)acrylate, methylcyclohexyl (meth)acrylate, cyclododecyl (meth)acrylate, 3,3,5-trimethylcyclohexyl (meth)acrylate, and 4-tert-butylcyclohexyl (meth)acrylate.

[0067] Examples of (meth)acrylates having a cyclic alkyl group with a polycyclic structure include compounds in which a cyclic alkyl group with a bridged ring structure is directly bonded to a (meth)acryloyloxy group.Specific examples include bornyl (meth)acrylate, isobornyl (meth)acrylate, 1-adamantyl (meth)acrylate, 2-adamantyl (meth)acrylate, 2-methyl-2-adamantyl (meth)acrylate, 2-ethyl-2-adamantyl (meth)acrylate, norbornyl (meth)acrylate, dicyclopentanyl (meth)acrylate, dicyclopentenyl (meth)acrylate, dicyclopentanyloxyethyl (meth)acrylate, and dicyclopentenyloxyethyl (meth)acrylate.

[0068] The content of the structural unit represented by formula (3) is preferably 5% by mass or more, more preferably 10% by mass or more, and even more preferably 15% by mass or more, and is preferably 80% by mass or less, more preferably 65% ​​by mass or less, and even more preferably 50% by mass or less, in 100% by mass of the B block. If the content is 5% by mass or more, the dispersibility of the coloring material is further improved, and if it is 80% by mass or less, an increase in the viscosity of the coloring composition can be suppressed.

[0069] (Structural unit having a nitrogen-containing heterocyclic group) The structural unit having a nitrogen-containing heterocyclic group in the B block may be of only one type, or of two or more types.

[0070] The nitrogen-containing heterocyclic group includes aromatic heterocycles such as 4-pyridyl group, 1-imidazole group, 2-pyridyl group, 9-carbazole group, etc., and non-aromatic heterocycles such as 1-piperidyl group, 4-morpholino group, 1-pyrrolidyl group, etc., and is preferably an aromatic heterocycle, more preferably a 4-pyridyl group or 1-imidazole group. The nitrogen-containing heterocyclic group is preferably a group exhibiting basicity.

[0071] The structural unit having a nitrogen-containing heterocyclic group is preferably a structural unit represented by formula (4).

[0072] [ka] In the formula (4), A represents a nitrogen-containing heterocyclic group which may have a substituent. 4 R represents a single bond or a divalent linking group. 41 , R 42 and R 43 are the same or different and represent a hydrogen atom or a methyl group.

[0073] In formula (4), Z 4 Examples of the divalent linking group represented by the formula (I) include an alkylene group having 1 to 10 carbon atoms (preferably 1 to 6, more preferably 1 to 3 carbon atoms), a -CO- group (carbonyl group), a -COO-R 44 - group (ester group), preferably -CO- group. The bonding direction of the ester group is not particularly limited.

[0074] R 44 is a single bond or an alkylene group having 1 to 10 carbon atoms (preferably 1 to 6, more preferably 1 to 3), more preferably a single bond. Specific examples of the alkylene group having 1 to 10 carbon atoms include a methylene group, an ethylene group, a trimethylene group, a tetramethylene group, a pentamethylene group, a hexamethylene group, and a heptamethylene group.

[0075] Examples of vinyl monomers forming the structural unit represented by formula (4) include 4-vinylpyridine, 4-allylpyridine, 4-(3-butenyl)pyridine, 1-vinyl-1H-imidazole, 1-allyl-1H-imidazole, 2-vinylpyridyl, 9-vinylcarbazole, etc. Among these, 4-vinylpyridine and 1-vinyl-1H-imidazole are preferred.

[0076] The content of the structural unit having the nitrogen-containing heterocyclic group is preferably 20% by mass or more, more preferably 30% by mass or more, and even more preferably 40% by mass or more, and is preferably 95% by mass or less, more preferably 90% by mass or less, and even more preferably 85% by mass or less, in 100% by mass of the block B. If the content is 20% by mass or more, the dispersibility of the coloring material is further improved, and if it is 95% by mass or less, an increase in the viscosity of the color composition can be suppressed.

[0077] In the B block, the mass ratio of the structural unit represented by the formula (3) to the structural unit having a nitrogen-containing heterocyclic group (structural unit represented by the formula (3) / structural unit having a nitrogen-containing heterocyclic group) is preferably 0.05 or more, more preferably 0.10 or more, even more preferably 0.15 or more, and is preferably 4.0 or less, more preferably 3.0 or less, even more preferably 2.5 or less, and particularly preferably 0.5 or less.

[0078] The B block may contain other structural units in addition to the structural unit represented by formula (3) and the structural unit having a nitrogen-containing heterocyclic group. The total content of the structural unit represented by formula (3) and the structural unit having a nitrogen-containing heterocyclic group is preferably 70 mass% or more, more preferably 80 mass% or more, and even more preferably 90 mass% or more in 100 mass% of the B block. The B block may be composed only of the structural unit represented by formula (3) and the structural unit having a nitrogen-containing heterocyclic group.

[0079] (Structural unit having another basic group) The B block may contain a structural unit having a basic group in addition to the structural unit having the nitrogen-containing heterocyclic group.

[0080] The structural unit having a basic group may be a structural unit derived from a vinyl monomer having a basic group. The basic group is preferably an amino group in view of availability of raw materials and ease of synthesis. In this specification, the amino group refers to a general amino group structure (-NH 2 ) plus -NHR, where H is replaced by a hydrocarbon group.51 , -NR 51 R 52 (R 51 , R 52 Each independently represents a chain or cyclic hydrocarbon group. 51 and R 52 may be bonded to each other to form a cyclic structure.

[0081] The structural unit having a basic group is preferably a structural unit represented by formula (5). The structural unit represented by formula (5) in the B block may be of one type or of two or more types.

[0082] [ka] [In formula (5), R 51 and R 52 R each independently represents a chain or cyclic hydrocarbon group which may have a substituent. 53 represents a divalent hydrocarbon group. 5 represents O or NH. 54 represents a hydrogen atom or a methyl group.

[0083] R 51 and R 52 Examples of the chain-like hydrocarbon group represented by the formula (1) include linear alkyl groups and branched alkyl groups. The linear alkyl group preferably has 1 to 20 carbon atoms, more preferably has 1 to 10 carbon atoms, and even more preferably has 1 to 5 carbon atoms. Examples of the linear alkyl group include methyl, ethyl, n-propyl, n-butyl, n-hexyl, n-octyl, n-nonyl, n-decyl, and n-lauryl. The branched alkyl group preferably has 3 to 20 carbon atoms, more preferably has 3 to 10 carbon atoms, and even more preferably has 3 to 5 carbon atoms. Examples of the branched alkyl group include isopropyl, isobutyl, sec-butyl, tert-butyl, 2-ethylhexyl, neopentyl, and isooctyl.

[0084] R 51 and R 52 The substituents of the chain hydrocarbon group represented by the formula (I) include halogen groups, alkoxy groups, and benzoyl groups (-COC 6 H 5 ), hydroxyl groups, etc.

[0085] R 51 and R 52 Examples of the cyclic hydrocarbon group represented by the formula (I) include a cyclic alkyl group and an aromatic group, and the cyclic alkyl group and the aromatic group may have a chain portion. The number of carbon atoms of the cyclic alkyl group is preferably 4 to 18, more preferably 6 to 12, and even more preferably 6 to 10. Examples of the cyclic alkyl group include a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, and a cyclooctyl group. The number of carbon atoms of the aromatic group is preferably 6 to 18, more preferably 6 to 12, and even more preferably 6 to 8. Examples of the aromatic group include a phenyl group, a tolyl group, a xylyl group, and a mesityl group. Examples of the cyclic alkyl group having a chain portion and the chain portion of the aromatic group having a chain portion include an alkylene group having 1 to 12 carbon atoms, preferably an alkylene group having 1 to 6 carbon atoms, and more preferably an alkylene group having 1 to 3 carbon atoms.

[0086] R 51 and R 52 Examples of the substituent that the cyclic hydrocarbon group represented by the formula (I) has include a halogen group, an alkoxy group, a chain alkyl group, and a hydroxy group.

[0087] R 53Examples of the divalent hydrocarbon group represented by the formula (I) include an alkylene group having 1 to 10 carbon atoms, an alkenylene group having 1 to 10 carbon atoms, and an arenediyl group having 6 to 10 carbon atoms. Among these, an alkylene group having 1 to 10 carbon atoms is preferred. The alkylene group may be either linear or branched, but linear is preferred. The number of carbon atoms in the alkylene group is more preferably 1 to 4. Examples of the alkylene group include a methylene group, an ethylene group, a trimethylene group, a tetramethylene group, a pentamethylene group, a hexamethylene group, and a heptamethylene group.

[0088] Specific examples of vinyl monomers forming the structural unit represented by formula (5) include dimethylaminoethyl (meth)acrylate, dimethylaminopropyl (meth)acrylate, dimethylaminobutyl (meth)acrylate, diethylaminoethyl (meth)acrylate, diethylaminopropyl (meth)acrylate, diethylaminobutyl (meth)acrylate, ethylaminoethyl (meth)acrylate, ethylaminopropyl (meth)acrylate, ethylaminobutyl (meth)acrylate, propylaminoethyl (meth)acrylate, propylaminopropyl (meth)acrylate, propylaminobutyl (meth)acrylate, and dimethylaminopropyl (meth)acrylamide.

[0089] In the structural unit having a basic group, a part of the basic group may form a salt. Examples of the salt of the basic group include inorganic salts such as halide salts (F, Cl, Br, I, etc.) and sulfate salts of the basic group; and sulfonates, sulfates, phosphates, or carboxylates of organic compounds. In view of the availability of raw materials and ease of synthesis, the salt of the basic group is preferably an amino group. In this specification, the salt of the amino group includes a quaternary ammonium group (-NH 4 + , -NR 4 + etc.) salts (e.g., halides, etc.) of the above-mentioned compounds are also included.

[0090] Specific examples of vinyl monomers capable of forming other structural units of the B block include the same monomers as those exemplified as specific examples of monomers capable of forming other structural units of the A block.

[0091] The content of the structural unit represented by formula (1) in the B block is preferably 15 mass % or less, more preferably 10 mass % or less, and even more preferably 8 mass % or less, and it is particularly preferable that the B block does not contain the structural unit represented by formula (1).

[0092] When two or more types of structural units are contained in the B block, the various structural units contained in the B block may be contained in the B block in any form such as random copolymerization, block copolymerization, etc., and from the viewpoint of uniformity, it is preferable that they are contained in the B block in the form of random copolymerization. For example, the B block may be formed of a copolymer of structural units consisting of the b1 block and structural units consisting of the b2 block.

[0093] (Block Copolymer) The structure of the block copolymer is preferably a linear block copolymer. The linear block copolymer may have any structure (arrangement), but from the viewpoint of the physical properties of the linear block copolymer or the physical properties of the composition, when the A block is represented as A and the B block is represented as B, the structure (arrangement) of the linear block copolymer is preferably (AB) m Type, (AB) m -A type and (BA) m It is preferable that the block copolymer has at least one structure selected from the group consisting of -B type (m is an integer of 1 or more, for example, an integer of 1 to 3). Among these, from the viewpoints of handling during processing and physical properties of the composition, it is preferable that the block copolymer is an AB type diblock copolymer. It is considered that by forming an AB type diblock copolymer, the structural unit represented by formula (1) is localized in the A block, and the structural unit represented by formula (3) and the structural unit having a nitrogen-containing heterocyclic group are localized in the B block, and the block copolymer can efficiently and suitably interact with the pigment and the dispersion medium (solvent). The block copolymer may have other blocks than the A block and the B block.

[0094] The content of the A block is preferably 50% by mass or more, more preferably 55% by mass or more, even more preferably 60% by mass or more, and preferably 95% by mass or less, more preferably 90% by mass or less, and even more preferably 85% by mass or less, based on 100% by mass of the entire block copolymer. The content of the B block is preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 15% by mass or more, and preferably 50% by mass or less, more preferably 45% by mass or less, and even more preferably 40% by mass or less, based on 100% by mass of the entire block copolymer. By adjusting the contents of the A block and the B block within the above ranges, the dispersing performance when used as a dispersant is further improved.

[0095] The mass ratio of the A block to the B block in the block copolymer (A block / B block) is preferably 50 / 50 or more, more preferably 55 / 45 or more, and even more preferably 60 / 40 or more, and is preferably 95 / 5 or less, more preferably 90 / 10 or less, and even more preferably 85 / 15 or less. If the mass ratio of the A block to the B block is within the above range, the dispersing performance when used as a dispersant is further improved.

[0096] The content of the structural unit represented by formula (1) in 100% by mass of the entire block copolymer is preferably 10% by mass or more, more preferably 20% by mass or more, even more preferably 30% by mass or more, and is preferably 90% by mass or less, more preferably 85% by mass or less, even more preferably 80% by mass or less, and particularly preferably 75% by mass or less.

[0097] The content of the structural unit represented by formula (2) is preferably 2.5% by mass or more, more preferably 5% by mass or more, and even more preferably 10% by mass or more, based on 100% by mass of the entire block copolymer; and is preferably 76% by mass or less, more preferably 62% by mass or less, even more preferably 50% by mass or less, and particularly preferably 47.5% by mass or less.

[0098] The content of the structural unit represented by formula (3) is preferably 0.25% by mass or more, more preferably 2.5% by mass or more, and even more preferably 5% by mass or more, based on 100% by mass of the entire block copolymer, and is preferably 40% by mass or less, more preferably 35% by mass or less, and even more preferably 30% by mass or less.

[0099] The content of the structural unit having a nitrogen-containing heterocyclic group is, in 100% by mass of the entire block copolymer, preferably 1% by mass or more, more preferably 2% by mass or more, and even more preferably 4% by mass or more, and is preferably 48% by mass or less, more preferably 45% by mass or less, and even more preferably 42% by mass or less.

[0100] The molecular weight of the block copolymer is measured by gel permeation chromatography (hereinafter referred to as "GPC"). The weight average molecular weight (Mw) of the block copolymer is preferably 3,000 or more, more preferably 5,000 or more, and even more preferably 7,000 or more, and is preferably 40,000 or less, more preferably 35,000 or less, and even more preferably 30,000 or less. If the weight average molecular weight is within the above range, the dispersion performance when used as a dispersant will be better.

[0101] The molecular weight distribution (Mw / Mn) of the block copolymer is preferably 2.5 or less, more preferably 2.0 or less, and even more preferably 1.7 or less. In the present invention, the molecular weight distribution (Mw / Mn) is calculated by (weight average molecular weight (Mw) of the block copolymer) / (number average molecular weight (Mn) of the block copolymer). The smaller the Mw / Mn, the narrower the width of the molecular weight distribution, and the copolymer has a uniform molecular weight, and when the value is 1.0, the width of the molecular weight distribution is the narrowest. In other words, the lower limit of Mw / Mn is 1.0. When the molecular weight distribution (Mw / Mn) of the block copolymer exceeds 2.5, it includes both low molecular weight and high molecular weight ones.

[0102] The amine value of the block copolymer is preferably 10 mgKOH / g or more, more preferably 20 mgKOH / g or more, and even more preferably 30 mgKOH / g or more, and is preferably 200 mgKOH / g or less, more preferably 150 mgKOH / g or less, and even more preferably 120 mgKOH / g or less. If the amine value is 10 mgKOH / g or more, the dispersibility of the colorant is further improved, and if it is 200 mgKOH / g or less, the viscosity increase of the coloring composition can be suppressed.

[0103] (Method of Producing Block Copolymer) Examples of methods for producing a block copolymer include a method in which an A block is first produced by a polymerization reaction of a vinyl monomer and then a monomer for a B block is polymerized onto the A block; a method in which a B block is first produced and then a monomer for an A block is polymerized onto the B block; and a method in which the A block and the B block are produced separately and then the A block and the B block are coupled together.

[0104] The polymerization method is not particularly limited, but living radical polymerization is preferred. That is, the block copolymer is preferably one polymerized by living radical polymerization. The living radical polymerization method is preferred in that it maintains the simplicity and versatility of conventional radical polymerization methods, while being less susceptible to termination reactions and chain transfer, and grows without being hindered by side reactions that deactivate the growing end, making it easy to precisely control the molecular weight distribution and produce a polymer with a uniform composition.

[0105] Living radical polymerization methods include, depending on the method of stabilizing the polymer growing end, a method using a transition metal catalyst (ATRP method), a method using a sulfur-based reversible chain transfer agent (RAFT method), a method using an organic tellurium compound (TERP method), etc. Among these methods, the TERP method is preferred from the viewpoints of the variety of monomers that can be used, molecular weight control in the polymer region, uniform composition, and coloring.

[0106] The TERP method is a method in which an organic tellurium compound is used as a chain transfer agent to polymerize a radically polymerizable compound (vinyl monomer), and is a method described, for example, in WO 2004 / 14848, WO 2004 / 14962, WO 2004 / 072126, and WO 2004 / 096870.

[0107] Specific polymerization methods of the TERP method include the following (a) to (d). (a) A method of polymerizing a vinyl monomer using an organotellurium compound represented by formula (6): (b) A method of polymerizing a vinyl monomer using a mixture of an organotellurium compound represented by formula (6) and an azo-based polymerization initiator. (c) A method of polymerizing a vinyl monomer using a mixture of an organotellurium compound represented by formula (6) and an organoditelluride compound represented by formula (7). (d) A method of polymerizing a vinyl monomer using a mixture of an organotellurium compound represented by formula (6), an azo-based polymerization initiator, and an organoditelluride compound represented by formula (7).

[0108] [ka] [In formula (6), R 61 R represents an alkyl group having 1 to 8 carbon atoms, an aryl group, or an aromatic heterocyclic group. 62 and R 63 R each independently represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms. 64 represents an alkyl group having 1 to 8 carbon atoms, an aryl group, a substituted aryl group, an aromatic heterocyclic group, an alkoxy group, an acyl group, an amido group, an oxycarbonyl group, a cyano group, an allyl group, or a propargyl group. In formula (7), R 61 represents an alkyl group having 1 to 8 carbon atoms, an aryl group, or an aromatic heterocyclic group.]

[0109] Specific examples of the organic tellurium compound represented by formula (6) include ethyl-2-methyl-2-n-butyltellanyl-propionate, ethyl-2-n-butyltellanyl-propionate, (2-hydroxyethyl)-2-methyl-methyltellanyl-propionate, and the organic tellurium compounds described in WO 2004 / 14848, WO 2004 / 14962, WO 2004 / 072126, and WO 2004 / 096870. Specific examples of the organic ditelluride compound represented by formula (7) include dimethyl ditelluride, dibutyl ditelluride, and the like. The azo polymerization initiator can be any azo polymerization initiator used in normal radical polymerization without any particular limitation. Examples of the azo polymerization initiator include 2,2'-azobis(isobutyronitrile) (AIBN), 2,2'-azobis(2,4-dimethylvaleronitrile) (ADVN), 1,1'-azobis(1-cyclohexanecarbonitrile) (ACHN), 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile) (V-70), and the like.

[0110] In the polymerization step, a vinyl monomer and an organic tellurium compound of formula (6) are mixed in a vessel purged with an inert gas, and for the purpose of promoting the reaction and controlling the molecular weight and molecular weight distribution according to the type of vinyl monomer, an azo-based polymerization initiator and / or an organic ditelluride compound of formula (7) are further mixed. Examples of the inert gas include nitrogen, argon, and helium. Argon and nitrogen are preferable. The amount of the vinyl monomer used in the above (a), (b), (c), and (d) may be appropriately adjusted depending on the physical properties of the desired copolymer.

[0111] The polymerization reaction can be carried out without a solvent, but may be carried out by stirring the mixture using an aprotic solvent or a protic solvent generally used in radical polymerization. Examples of aprotic solvents that can be used include anisole, benzene, toluene, propylene glycol monomethyl ether acetate, ethyl acetate, and tetrahydrofuran (THF). Examples of protic solvents include water, methanol, and 1-methoxy-2-propanol. The solvent may be used alone or in combination of two or more. The amount of the solvent used may be appropriately adjusted, and is preferably 0.01 ml to 50 ml per 1 g of vinyl monomer. The reaction temperature and reaction time may be appropriately adjusted depending on the molecular weight or molecular weight distribution of the resulting copolymer, but the mixture is usually stirred at 0°C to 150°C for 1 minute to 100 hours. After the polymerization reaction is completed, the solvent used and the remaining vinyl monomer are removed from the resulting reaction mixture by a conventional separation and purification means, and the target copolymer can be separated.

[0112] The growing end of the copolymer obtained by the polymerization reaction is -TeR derived from the tellurium compound. 61 (In the formula, R 61 is the same as above), and is deactivated by handling in air after the polymerization reaction is completed, but tellurium atoms may remain. Since copolymers with tellurium atoms remaining at the terminals are colored and have poor thermal stability, it is preferable to remove the tellurium atoms. Methods for removing tellurium atoms include radical reduction methods, adsorption methods using activated carbon, and adsorption of metals using ion exchange resins, and these methods can also be used in combination. The other end of the copolymer obtained by the polymerization reaction (the end opposite to the growing end) is formed of -CR derived from the tellurium compound. 62 R 63 R 64 (In the formula, R 62 , R 63 and R 64 is R in Eq. (6). 62 , R 63 and R 64 (same as above.)

[0113] The dispersant used in the present invention is composed of the block copolymer, and may be dissolved in a solution to be used as a dispersant solution. By preparing the dispersant in advance as a solution before preparing the coloring composition, the coloring material can be easily dispersed.

[0114] The solvent used in the dispersant solution can be appropriately selected and used, for example, an aqueous solvent can be used. As the aqueous solvent, water and water-soluble organic solvents (organic solvents miscible with water) can be used, and one or more of these may be mixed. As the water, it is preferable to use pure water or ion-exchanged water (deionized water). Examples of the water-soluble organic solvent that can be used include alcohols such as methyl alcohol, ethyl alcohol, n-propyl alcohol, isopropyl alcohol, n-butyl alcohol, sec-butyl alcohol, and tert-butyl alcohol; glycols such as ethylene glycol, propylene glycol, butylene glycol, triethylene glycol, 1,2,6-hexanetriol, thiodiglycol, hexylene glycol, and diethylene glycol; glycol ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, diethylene glycol methyl ether, diethylene glycol ethyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, and triethylene glycol monobutyl ether; polyhydric alcohols such as glycerin; and nitrogen-containing compounds such as N-methyl-2-pyrrolidone, 2-pyrrolidone, and 1,3-dimethyl-2-imidazolidinone.

[0115] It is believed that the block copolymer constituting the dispersant used in the present invention can provide excellent dispersion stability and storage stability to the pigment in an aqueous medium. In other words, the dispersant of the present invention is a component that disperses isoindoline-based pigments well due to this effect, and therefore can be suitably used as a dispersant for inkjet printer inks.

[0116] (dispersion medium) The dispersion medium used in the present invention is an aqueous dispersion medium. The aqueous dispersion medium can be appropriately selected and used as long as it disperses or dissolves other components, does not react with these components, and has moderate volatility, and examples of the aqueous solvents exemplified as the solvent for the dispersant solution include the aqueous solvents exemplified above.

[0117] The content of the dispersion medium in the coloring composition is not particularly limited and can be adjusted appropriately.The upper limit of the content of the dispersion medium in the coloring composition is usually 99% by mass.In addition, the lower limit of the content of the dispersion medium in the coloring composition is usually 70% by mass, preferably 80% by mass, in consideration of the viscosity suitable for the inkjet recording method.

[0118] (Other combination agents) In the coloring composition of the present invention, other compounding agents can be added in addition to the dispersant, colorant and dispersion medium, as long as the effect of the present invention is not impaired. Examples of other compounding agents include anionic surfactants, nonionic surfactants, cationic surfactants, amphoteric surfactants, silicone surfactants, fluorine surfactants, mildew inhibitors, preservatives, pH adjusters, chelating agents, rust inhibitors, water-soluble ultraviolet absorbers, water-soluble polymer compounds (excluding the block copolymers), water-dispersible resins, antioxidants, and defoamers.

[0119] Examples of anionic surfactants include alkyl sulfocarboxylates, α-olefin sulfonates, polyoxyethylene alkyl ether acetates, polyoxyethylene alkyl ether sulfates, polyoxyethylene dinonyl phenyl ether sulfates, polyoxyethylene lauryl ether sulfates, N-acyl amino acids or salts thereof, N-acyl methyl taurines, alkyl sulfates polyoxyalkyl ether sulfates, alkyl sulfates polyoxyethylene alkyl ether phosphates, rosin acid soaps, castor oil sulfates, lauryl alcohol sulfates, alkyl phenol phosphates, alkyl phosphates, alkylaryl sulfonates, diethyl sulfosuccinates, diethylhexyl sulfosuccinates, dioctyl sulfosuccinates, etc. Among these, polyoxyethylene dinonyl phenyl ether sulfates, polyoxyethylene lauryl ether sulfates, and dioctyl sulfosuccinates are preferred.

[0120] Examples of nonionic surfactants include ether surfactants such as polyoxyethylene nonylphenyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene dodecylphenyl ether, polyoxyethylene oleyl ether, polyoxyethylene lauryl ether, polyoxyethylene alkyl ether, polyoxyethylene acetylene glycol ether, and polyoxyethylene distyrenated phenyl ether; ester surfactants such as polyoxyethylene oleate, polyoxyethylene distearate, sorbitan laurate, sorbitan monostearate, sorbitan monooleate, sorbitan sesquioleate, polyoxyethylene monooleate, and polyoxyethylene stearate; and acetylene glycol (alcohol) surfactants such as 2,4,7,9-tetramethyl-5-decyne-4,7-diol, 3,6-dimethyl-4-octyne-3,6-diol, and 3,5-dimethyl-1-hexyne-3-ol. Among these, polyoxyethylene acetylene glycol ether and polyoxyethylene distyrenated phenyl ether are preferred.

[0121] Examples of the cationic surfactant include 2-vinylpyridine derivatives and poly(4-vinylpyridine) derivatives.

[0122] Examples of amphoteric surfactants include lauryl dimethylaminoacetate betaine, 2-alkyl-N-carboxymethyl-N-hydroxyethyl imidazolinium betaine, coconut oil fatty acid amidopropyl dimethylaminoacetate betaine, polyoctyl polyaminoethyl glycine, and imidazoline derivatives.

[0123] Examples of the silicone surfactant include polyether-modified siloxane and polyether-modified polydimethylsiloxane.

[0124] Examples of fluorine-based surfactants include perfluoroalkyl sulfonic acid compounds, perfluoroalkyl carboxylic acid compounds, perfluoroalkyl phosphate compounds, perfluoroalkyl ethylene oxide adducts, and polyoxyalkylene ether polymer compounds having perfluoroalkyl ether groups on the side chains.

[0125] Examples of the fungicide include sodium dehydroacetate, sodium benzoate, sodium pyridinethione-1-oxide, p-hydroxybenzoic acid ethyl ester, 1,2-benzisothiazolin-3-one and its salts.

[0126] Examples of preservatives include organic sulfur compounds, organic nitrogen sulfur compounds, organic halogen compounds, haloarylsulfone compounds, iodopropargyl compounds, haloalkylthio compounds, nitrile compounds, pyridine compounds, 8-oxyquinoline compounds, benzothiazole compounds, isothiazolin compounds, dithiol compounds, pyridine oxide compounds, nitropropane compounds, organic tin compounds, phenol compounds, quaternary ammonium salt compounds, triazine compounds, thiazine compounds, anilide compounds, adamantane compounds, dithiocarbamate compounds, brominated indanone compounds, benzyl bromoacetate compounds, inorganic salt compounds, and the like. A specific example of an organic halogen compound is sodium pentachlorophenol. A specific example of a pyridine oxide compound is sodium 2-pyridinethiol-1-oxide. Specific examples of isothiazoline compounds include 1,2-benzisothiazolin-3-one, 2-n-octyl-4-isothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3-one, 5-chloro-2-methyl-4-isothiazolin-3-one magnesium chloride, 5-chloro-2-methyl-4-isothiazolin-3-one calcium chloride, and 2-methyl-4-isothiazolin-3-one calcium chloride.

[0127] As the pH adjuster, any substance can be used as long as it can control the pH of the coloring composition to, for example, a range of 5 to 11 without adversely affecting the coloring composition to be prepared. Specific examples thereof include alkanolamines such as monoethanolamine, diethanolamine, triethanolamine, monopropanolamine, dipropanolamine, tripropanolamine, N-methyldiethanolamine, 2-methylaminoethanol, and 2-dimethylaminoethanol; alkylamines such as monomethylamine, dimethylamine, trimethylamine, monoethylamine, diethylamine, and triethylamine; alkali metal hydroxides such as lithium hydroxide, sodium hydroxide, and potassium hydroxide; ammonium hydroxide (aqueous ammonia); 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; and inorganic bases such as disodium phosphate.

[0128] Examples of the chelating agent include disodium ethylenediaminetetraacetate, sodium nitrilotriacetate, sodium hydroxyethylethylenediaminetriacetate, sodium diethylenetriaminepentaacetate, and sodium uracildiacetate.

[0129] Examples of the rust inhibitor include acid sulfite, sodium thiosulfate, ammonium thioglycolate, diisopropylammonium nitrite, pentaerythritol tetranitrate, and dicyclohexylammonium nitrite.

[0130] Examples of the water-soluble ultraviolet absorber include sulfonated benzophenone compounds, benzotriazole compounds, salicylic acid compounds, cinnamic acid compounds, and triazine compounds.

[0131] The water-soluble polymer compound (excluding the block copolymer) is not particularly limited as long as it is a polymer that dissolves in water, but anionic polymers and nonionic polymers are preferred from the viewpoint of dispersion stability. Specific examples of anionic polymers include cellulose derivatives such as carboxymethyl cellulose, acrylic acid derivatives such as polyacrylic acid, and polystyrene derivatives such as polystyrene sulfonate. Specific examples of nonionic polymers include polyethylene glycol, polyvinyl alcohol, polyvinylpyrrolidone, gelatin, etc.

[0132] The water-dispersible resin has a function of fixing the coloring material in the coloring composition to the recording material by forming a film at room temperature. The resin used for the water-dispersible resin is not particularly limited, and examples thereof include urethane resin, polyester resin, acrylic resin, vinyl acetate resin, vinyl chloride resin, acrylic styrene resin, acrylic silicone resin, and styrene butadiene resin.

[0133] As the antioxidant, various organic and metal complex-based discoloration inhibitors can be used. Examples of the organic discoloration inhibitors include hydroquinones, alkoxyphenols, dialkoxyphenols, phenols, anilines, amines, indanes, chromans, alkoxyanilines, heterocycles, etc.

[0134] Examples of the defoaming agent include silicone-based, silica mineral oil-based, olefin-based, and acetylene-based agents.

[0135] When the coloring composition is used for inkjet recording, it is preferable that the content of inorganic impurities such as chlorides (e.g., sodium chloride) and sulfates (e.g., sodium sulfate) of metal cations in the coloring composition is low. Inorganic impurities are often mixed in the bulk powder of the coloring material, and it is also preferable to purify the bulk powder as necessary. The content of inorganic impurities is approximately 1% by mass or less relative to the total mass of the coloring material, and the lower limit may be below the detection limit of the analytical instrument, that is, 0% by mass. Methods for removing inorganic impurities from the coloring material include, for example, a method of stirring a dried product or wet cake of the dye in a suitable water-soluble organic solvent (e.g., an alcohol having 1 to 4 carbon atoms such as methanol) and, if necessary, a mixed solvent of the water-soluble organic solvent and water, filtering and separating the precipitate, and drying it; a method of exchanging and adsorbing inorganic impurities with an ion exchange resin, or the like, may be used to perform desalting treatment.

[0136] The pH of the coloring composition is preferably 7.0 or more, more preferably 7.3 or more, and even more preferably 8.0 or more, for the purpose of improving storage stability and compatibility with inkjet printer components, and is preferably 11.0 or less, more preferably 10.5 or less, and even more preferably 10.0 or less.

[0137] The coloring composition has a surface tension of usually 10 mN / m to 50 mN / m, preferably 20 mN / m to 40 mN / m, and a viscosity (25° C.) of usually 2 mPa·s to 30 mPa·s, preferably 3 mPa·s to 20 mPa·s.

[0138] <Method of producing colored composition> The coloring composition can be prepared by mixing a coloring material, a dispersant, a dispersion medium, and, if necessary, other compounding agents. For mixing, a mixer / disperser such as a paint shaker, a bead mill, a ball mill, a dissolver, or a kneader can be used. The coloring composition is preferably filtered after mixing.

[0139] The number average particle diameter of the colorant in the coloring composition is usually 200 nm or less, preferably 50 nm to 200 nm, more preferably 70 nm to 170 nm, and further preferably 80 nm to 130 nm, from the viewpoints of storage stability and dischargeability of the coloring composition.

[0140] The coloring composition can be used in various fields, such as writing, printing, information recording, and textile printing, and is particularly suitable for inkjet recording.

[0141] <Colored body> The colored body of the present invention means a substance colored by the coloring composition. The material of the colored body is not particularly limited as long as it is a substance that can be colored by the coloring composition. Examples of the colored body include a colored body (recorded material) colored by the inkjet recording method described below.

[0142] <Inkjet recording method> The coloring composition of the present invention (hereinafter, sometimes referred to as "ink") can be suitably used as an inkjet ink for use in an inkjet recording method in which droplets are ejected in response to a recording signal and attached to a recording material to perform recording. There are no particular limitations on the ink nozzles and the like used during recording, and they can be appropriately selected depending on the purpose.

[0143] The method used in the recording method may be any of the known methods, such as a charge control method that utilizes electrostatic attraction to eject ink; a drop-on-demand method (pressure pulse method) that utilizes the vibration pressure of a piezoelectric element; an acoustic inkjet method in which an electric signal is converted into an acoustic beam and irradiated onto the ink, and the ink is ejected using the radiation pressure; and a thermal inkjet method, i.e., a bubble jet (registered trademark) method, in which ink is heated to form bubbles and the resulting pressure is utilized.

[0144] Other examples include a method of ejecting a large number of inks with low pigment content, known as photo inks, in a small volume; a method of using multiple inks of substantially the same hue but different pigment concentrations in combination to improve image quality; and a method of using colorless, transparent ink.

[0145] The recording material (substrate) is not particularly limited, and examples thereof include information transmission sheets such as paper and film, fibers and cloths (cellulose, nylon, wool, etc.), leather, color filter substrates, etc. Among these, information transmission sheets are preferred.

[0146] Examples of communication sheets include those in which an ink-receiving layer is provided on a substrate such as paper, synthetic paper, or film. The ink-receiving layer is provided, for example, by a method of impregnating or coating the substrate with a cationic polymer, or by a method of coating the substrate surface with inorganic fine particles such as porous silica, alumina sol, or special ceramics together with a hydrophilic polymer such as polyvinyl alcohol or polyvinylpyrrolidone. Such substrates provided with an ink-receiving layer are usually called inkjet paper, inkjet film, glossy paper, glossy film, or the like.

[0147] These sheets have high surface gloss and excellent water resistance, making them suitable for recording photographic images. Examples of commercially available information transmission sheets having such ink receiving layers include Canon Inc.'s product names: Professional Photo Paper, Super Photo Paper, Glossy Gold, and Matte Photo Paper; Seiko Epson Corp.'s product names: Photo Paper Crispia (registered trademark) (high gloss), Photo Paper (gloss), and Photo Matte Paper; Hewlett-Packard Japan Ltd.'s product name: Advanced Photo Paper (gloss); Fujifilm Corp.'s product name: Painting Photo Finishing Pro, etc.

[0148] Examples of information transmission sheets that do not have an ink-receiving layer include various papers such as coated paper and art paper used for applications such as gravure printing and offset printing (for example, OK Topcoat (registered trademark) manufactured by Oji Paper Co., Ltd., Aurora Coat (registered trademark) manufactured by Nippon Paper Industries Co., Ltd., Pearl Coat (registered trademark) manufactured by Mitsubishi Paper Mills Co., Ltd.), etc.); and cast coated paper used for label printing applications.

[0149] In addition, examples of communication sheets that do not have an ink receiving layer include plain paper such as Npi70 manufactured by Nippon Paper Industries Co., Ltd. and PD-W70 manufactured by Mitsubishi Paper Mills Co., Ltd. In general, plain paper is prone to ink bleeding (feathering) along the fiber direction of the pulp exposed on the surface. Therefore, in many cases, a sizing agent of about 0.1% by mass relative to the mass of the pulp is added to suppress bleeding of water-based ink.

[0150] When a communication sheet having no ink receiving layer is used, it is also preferable to carry out a surface modification treatment.

[0151] The surface modification treatment is preferably a known surface modification treatment selected from corona discharge treatment, plasma treatment, and flame treatment. Here, it is generally known that the effect of the surface modification treatment decreases over time. For this reason, it is preferable to carry out the surface modification treatment step and the inkjet recording step consecutively, and it is preferable to carry out the surface modification treatment step immediately before the inkjet recording step.

[0152] Corona discharge treatment is a method of generating corona discharge by applying a high voltage of several thousand volts between a grounded metal roll and a wire-shaped electrode placed several mm apart from it. By placing an information transmission sheet between the electrode and roll during corona discharge and treating it, the surface is made hydrophilic.

[0153] In the plasma treatment, the communication sheet is placed in a container containing argon, neon, helium, nitrogen, nitrogen dioxide, oxygen, air, etc., and exposed to plasma generated by glow discharge, and functional groups containing oxygen, nitrogen, etc. are introduced to the surface of the communication sheet to perform hydrophilic treatment. When an inert gas such as argon or neon is present at low pressure, it is believed that radicals are generated on the surface of the communication sheet by the plasma. It is believed that the radicals are then combined with oxygen by exposure to air, and carboxyl groups, carbonyl groups, amino groups, etc. are introduced to the surface of the sheet.

[0154] Flame treatment is also called flame treatment, and refers to a treatment in which an oxidizing gas flame, etc., ejected from a burner or the like is sprayed onto the surface of the information transmission sheet to oxidize the surface and thereby improve its hydrophilicity.

[0155] The above surface modification treatment can be carried out by appropriately adjusting the number of treatments, the treatment time, the applied voltage, and the like so as to obtain the desired effect.

[0156] <Inkjet printer> The coloring composition of the present invention can be suitably used in an inkjet printer. The inkjet printer includes a recording head that ejects ink (coloring composition) to record an image, and a container for storing the ink, and the container is provided with a supply unit that supplies ink to the recording head. The inkjet printer also includes a control device, and a recording operation is performed by transmitting a recording signal from the control device to the recording head. When recording on a recording material by the inkjet recording method, for example, an inkjet printer equipped with a container that stores the coloring composition is used. The container that stores the coloring composition is loaded at a predetermined position of the inkjet printer.

[0157] The coloring composition can be made into a coloring composition of each color by selecting the coloring material contained therein. For example, full-color recording can be performed as an ink set having at least four types of inks, black, cyan, magenta, and yellow. The ink set is an ink set in which at least one of these four types of inks is the ink composition. In addition, the ink set may further contain coloring compositions of each color, such as green, blue (or violet), red (or orange), etc., as necessary, in order to express richer colors, etc. The coloring compositions of each color are poured into their respective containers, and the containers are loaded into a predetermined position of an inkjet printer to perform inkjet recording. The coloring composition of the present invention can provide a printed matter with excellent coloring power. EXAMPLES

[0158] The present invention will be described in more detail below based on specific examples. The present invention is not limited to the following examples, and can be modified as appropriate within the scope of the present invention. The polymerization rate, weight average molecular weight (Mw), molecular weight distribution (Mw / Mn) and amine value of the block copolymer, the viscosity of the coloring composition, and the physical properties of the coating film were evaluated according to the following methods.

[0159] The meanings of the abbreviations are as follows: BTEE: Ethyl 2-methyl-2-n-butyltellanyl-propionate AIBN: 2,2'-azobis(isobutyronitrile) BA: Butyl acrylate M11EGA: Polyethylene glycol (degree of polymerization = 11) methyl ether acrylate (Green, KOMERATE-A040TT) CHA: Cyclohexyl acrylate IBXA: Isobornyl acrylate DCPA: dicyclopentanyl acrylate BzA: benzyl acrylate THFA: Tetrahydrofurfuryl acrylate DMAEMA: Dimethylaminoethyl methacrylate 4VPy: 4-vinylpyridine VI: 1-Vinylimidazole PMA: Propylene glycol monomethyl ether acetate MeOH: Methanol

[0160] (Polymerization rate) Using a nuclear magnetic resonance (NMR) measuring device (Bruker Biospin, model: AVANCE500 (frequency 500 MHz)), 1 H-NMR measurement (solvent: CDCl 3 (Internal standard: TMS (tetramethylsilane)) For the obtained NMR spectrum, the integral ratio of the peaks of the vinyl group derived from the monomer and the ester side chain derived from the polymer was obtained, and the polymerization rate of the monomer was calculated.

[0161] (Weight average molecular weight (Mw) and molecular weight distribution (Mw / Mn)) The molecular weight was determined by gel permeation chromatography (GPC) using a high performance liquid chromatograph (Tosoh, model HLC-8320). A column of SHODEX KF-603 (φ6mm×150mm) (SHODEX) was used, and a lithium bromide (10mmol / L)-acetic acid (10mmol / L)-methylpyrrolidone solution was used as the mobile phase, and a differential refractometer was used as the detector. The measurement conditions were: column temperature 40°C, sample concentration 20mg / mL, sample injection volume 10μm, and flow rate 0.2mL / min. A calibration curve was created using polystyrene (molecular weight 70,500, 37,900, 19,920, 10,200, 4,290, 2,630, 1,150) as the standard substance, and the weight average molecular weight (Mw) and number average molecular weight (Mn) were measured. From the measured values, the molecular weight distribution (Mw / Mn) was calculated.

[0162] (amine value) The amine value represents the mass of potassium hydroxide (KOH) equivalent to the basic component per 1 g of solid content. The measurement sample was dissolved in tetrahydrofuran, and the resulting solution was neutralized with hydrochloric acid (0.1 mol / L)-propanol solution using a potentiometric titrator (product name: GT-06, manufactured by Mitsubishi Chemical Corporation). The inflection point of the titration pH curve was used as the titration end point, and the amine value (B) was calculated using the following formula. B=56.11×Vs×0.1×f / w B: Amine value (mgKOH / g) Vs: Amount of hydrochloric acid (0.1 mol / L)-propanol solution required for titration (mL) f: Potency of hydrochloric acid (0.1 mol / L)-propanol solution w: Mass of the measurement sample (g) (solid content equivalent)

[0163] (viscosity) Using an E-type viscometer (product name: TVE-25L, manufactured by Toki Sangyo Co., Ltd.) and a cone rotor (1°34' x R24 or 3° x R9.7), the viscosity was measured at 25°C and a rotor rotation speed of 60 rpm. Measurements were performed on yellow dispersions that had been stored at 25°C for 1 hour after preparation, and on yellow dispersions that had been stored at 25°C for 4 weeks.

[0164] (Paint film) The coloring composition was applied to a 100 μm transparent film using a 52 μm bar, pre-dried at 60 ° C, and dried at 140 ° C for 10 minutes to form a coating film, and a test piece was prepared. The haze of the coating film-formed surface of the obtained test piece was measured using a haze meter (manufactured by Nippon Denshoku Industries, model NDH-5000). The evaluation was performed on the coloring composition immediately after preparation and on the coloring composition after being left at room temperature (25 ° C) for 4 weeks after preparation.

[0165] <Synthesis of block copolymer> (Block Copolymer No. 1) In a flask equipped with an argon gas inlet tube and a stirrer, 9.0 g of BA, 18.0 g of M11EGA, 0.05 g of AIBN, and 6.8 g of PMA were charged, and after replacing with nitrogen, 0.45 g of BTEE was added and reacted at 60°C for 21 hours to polymerize the A block. The polymerization rate was 96%.

[0166] A mixed solution of 1.5 g of CHA, 6.0 g of 4VPy, 0.05 g of AIBN, and 1.9 g of PMA, which had been previously purged with argon, was added to the reaction solution, and the mixture was reacted at 60° C. for 48 hours to polymerize the B block. The polymerization rate was 95%.

[0167] After the reaction was completed, the reaction solution was poured into stirred n-heptane. The precipitated polymer was filtered by suction and dried to obtain block copolymer No. 1. The obtained block copolymer No. 1 had an Mw of 15,564, an Mw / Mn of 1.52, and an amine value of 66 mgKOH / g. The content of each structural unit in the copolymer was calculated from the charge ratio of the monomers used in the polymerization reaction and the polymerization rate.

[0168] (Block copolymer No. 2-10) Block copolymers No. 2 to 10 were produced in the same manner as in the production of block copolymer No. 1. Table 1 shows the monomers, organotellurium compounds, azo-based polymerization initiators, solvents, reaction conditions, and polymerization rates used. Table 2 shows the composition, Mw, Mw / Mn, and amine value of each block copolymer. The content of each structural unit in the copolymer was calculated from the charge ratio and polymerization rate of the monomers used in the polymerization reaction.

[0169] [Table 1]

[0170] [Table 2]

[0171] (Yellow dispersion No.1~12) Yellow dispersions were prepared using the block copolymers No. 1 to 10 obtained above as dispersants. Specifically, each component was added to a 50 mL mayonnaise bottle so as to obtain the composition shown in Table 3, and the pH was adjusted with 2-dimethylaminoethanol as necessary. 66 g of zirconia beads (φ0.3 mm) were then added, and the mixture was stirred for 3 hours using a disperser (SKANDEX DISPERSER BA-S20, manufactured by O-Well Corporation). After stirring was completed, the beads were filtered off to prepare yellow dispersions No. 1 to 12. The pH and viscosity of the obtained yellow dispersions No. 1 to 12 were measured.

[0172] (Colored composition) A clear coating material was mixed with the obtained yellow dispersion liquid so as to obtain the composition shown in Table 3, thereby preparing colored compositions Nos. 1 to 12.

[0173] [Table 3] PY-185: Product name "Paliotol Yellow D1155", manufactured by BASF, CI Pigment Yellow 185 Defoamer: Product name "BYK-024", manufactured by BYK-Chemie, silicone surfactant Acrylic resin: product name "WATERSOL (registered trademark) ACD-2001", manufactured by DIC Corporation, non-volatile content; 40% by mass, solvent; water, propylene glycol-n-butyl ether Melamine resin: product name "Cymel (registered trademark) 303LF", manufactured by Allnex, methylated melamine resin, non-volatile content: 100% by mass

[0174] Yellow Dispersion Nos. 1 to 6 contain an isoindoline pigment as a pigment, and a block copolymer having an A block containing a structural unit represented by formula (1) and a B block containing a structural unit represented by formula (3) and a structural unit having a nitrogen-containing heterocyclic group as a dispersant. These Yellow Dispersion Nos. 1 to 6 have low viscosity after adjustment and high pigment dispersibility. In addition, when comparing Yellow Dispersion Nos. 1 to 3 using the same dispersant, Yellow Dispersion Nos. 1 and 3, which have an adjusted pH of 7.4 or higher, have particularly low viscosity.

[0175] In addition, the colored compositions Nos. 1 to 6 prepared using these yellow dispersions Nos. 1 to 6 had low haze values ​​and high transparency in the coating films formed immediately after preparation and after 4 weeks had passed. In addition, when comparing colored compositions Nos. 1 and 3 using yellow dispersions Nos. 1 and 3, colored composition No. 1 had a lower haze value after 4 weeks had passed.

[0176] Yellow dispersions Nos. 7 to 10 are cases where the block copolymer used as the dispersant does not contain a structural unit represented by formula (3). Yellow dispersions Nos. 11 and 12 are cases where the block copolymer used as the dispersant does not contain a structural unit having a nitrogen-containing heterocyclic group. In these yellow dispersions Nos. 7, 9 to 12, the pigment separated and could not be dispersed. In addition, yellow dispersion No. 8 had poor pigment dispersibility and high viscosity. In addition, colored compositions Nos. 8 and 9 prepared using yellow dispersions Nos. 8 and 9, the coating films formed had high haze values ​​and low transparency. [Industrial Applicability]

[0177] The coloring composition of the present invention can be suitably used in ink-jet inks.

Claims

1. The ink contains an isoindoline pigment, a dispersant, and an aqueous dispersion medium, The coloring composition, characterized in that the dispersant contains a block copolymer having an A block containing a structural unit represented by formula (1) and a B block containing a structural unit represented by formula (3) and a structural unit having a nitrogen-containing heterocyclic group. 【Chemistry 1】 [In formula (1), n1 represents an integer of 2 to 30. 11 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. 12 represents an alkylene group having 1 to 3 carbon atoms. 13 represents a hydrogen atom or a methyl group. 12 may be the same or different. 【Chemistry 2】 [In formula (3), R 31 represents an alicyclic hydrocarbon group. 3 represents O or NH. 32 represents a hydrogen atom or a methyl group.

2. The colored composition according to claim 1, wherein the content of the structural unit represented by the formula (1) is 20% by mass to 95% by mass in 100% by mass of the A block.

3. 3. The colored composition according to claim 1, wherein the content of the structural unit represented by the formula (3) is 5% by mass to 80% by mass in 100% by mass of the B block.

4. The coloring composition according to any one of claims 1 to 3, wherein in the B block, a mass ratio of the structural unit represented by formula (3) to the structural unit having a nitrogen-containing heterocyclic group (structural unit represented by formula (3) / structural unit having a nitrogen-containing heterocyclic group) is 0.05 to 4.

0.

5. The colored composition according to any one of claims 1 to 4, wherein the A block further contains a structural unit represented by formula (2). 【Chemistry 3】 [In formula (2), R 21 R represents a chain hydrocarbon group which may have a substituent, or an aromatic hydrocarbon group which may have a substituent. 22 represents a hydrogen atom or a methyl group.

6. The colored composition according to any one of claims 1 to 5, wherein the block copolymer has an amine value of 10 mg KOH / g to 200 mg KOH / g.

7. The colored composition according to any one of claims 1 to 6, wherein the structural unit having a nitrogen-containing heterocyclic group is a structural unit represented by formula (4): 【Chemistry 4】 In formula (4), A represents a nitrogen-containing heterocyclic group which may have a substituent. 4 R represents a single bond or a divalent linking group. 41 , R 42 and R 43 are the same or different and represent a hydrogen atom or a methyl group.

8. The colored composition according to any one of claims 1 to 7, wherein a mass ratio of the A block to the B block (A block / B block) in the block copolymer is from 50 / 50 to 95 / 5.

9. The colored composition according to any one of claims 1 to 8, wherein the molecular weight distribution (Mw / Mn) of the block copolymer is 2.5 or less.

10. The colored composition according to any one of claims 1 to 9, wherein the block copolymer has a weight average molecular weight (Mw) of 3,000 to 40,000.

11. The colored composition according to any one of claims 1 to 10, wherein the block copolymer is polymerized by living radical polymerization.

12. The coloring composition according to any one of claims 1 to 11, having a pH of 7.0 to 11.

0.

13. A colored body, characterized by being colored with the coloring composition according to any one of claims 1 to 12.

14. The coloring composition according to any one of claims 1 to 12, wherein the coloring composition is an inkjet ink.

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