WO2023228791A1 - Composition colorante, film, filtre optique, élément d'imagerie à semi-conducteurs et dispositif d'affichage d'image - Google Patents

Composition colorante, film, filtre optique, élément d'imagerie à semi-conducteurs et dispositif d'affichage d'image Download PDF

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WO2023228791A1
WO2023228791A1 PCT/JP2023/018084 JP2023018084W WO2023228791A1 WO 2023228791 A1 WO2023228791 A1 WO 2023228791A1 JP 2023018084 W JP2023018084 W JP 2023018084W WO 2023228791 A1 WO2023228791 A1 WO 2023228791A1
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group
compound
compounds
resin
formula
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PCT/JP2023/018084
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Japanese (ja)
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英知 古山
拓也 鶴田
信哉 西
祐一 安原
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富士フイルム株式会社
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    • 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
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/02—Polyamines
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
    • C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00—Compositions of unspecified macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B55/00—Azomethine dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/006—Preparation of organic pigments
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G02B5/22—Absorbing filters

Definitions

  • the present invention relates to a colored composition containing a coloring agent.
  • the present invention also relates to a film, an optical filter, a solid-state image sensor, and an image display device using the colored composition.
  • a color filter is used as key devices for displays and optical elements.
  • a color filter usually includes pixels of three primary colors, red, green, and blue, and serves to separate transmitted light into the three primary colors.
  • Patent Document 1 discloses that a color is produced using a coloring composition containing a pigment containing an azomethine metal complex pigment, a pigment derivative in which two sulfonic acid groups are introduced into the azomethine metal complex pigment, a resin, and a solvent. It is described that the pixels of the filter are formed.
  • an object of the present invention is to provide a colored composition that can form a film with excellent heat and humidity resistance. Further, the present invention provides a film, an optical filter, a solid-state image sensor, and an image display device.
  • the present invention provides the following.
  • a colored composition containing a colorant and a resin includes a compound Y in which a compound represented by formula (1) is coordinated to a metal atom, A colored composition in which the content of the compound Y in the total solid content of the colored composition is 1% by mass or more and less than 10% by mass;
  • R 1 represents a hydrogen atom, an alkyl group or an aryl group
  • R 2 to R 11 each independently represent a hydrogen atom or a substituent
  • the above substituents include a nitro group, a cyano group, -NR 101 R 102 , -OR 103 , -SR 104 , -COOR 105 , -OCOR 106 , -SO 2 R 107 , -SO 2 NR 108 R 109 , -SO 2 OR 110 , -CONR 111 R 112 or -NR 113 COR 114 , R 101 and R 102 each independently represent a hydrogen atom, an alkyl group, or
  • R 103 to R 114 each independently represent an alkyl group or an aryl group, Among R 2 to R 11 , two adjacent ones may be bonded to form a ring; However, at least one of R 2 to R 11 is the above substituent.
  • ⁇ 4> The colored composition according to any one of ⁇ 1> to ⁇ 3>, wherein the maximum absorption wavelength of the compound Y is in a wavelength range of 400 to 700 nm.
  • ⁇ 5> The colored composition according to any one of ⁇ 1> to ⁇ 4>, wherein the coloring agent further includes a green coloring agent.
  • ⁇ 6> The colored composition according to any one of ⁇ 1> to ⁇ 5>, further comprising a polymerizable compound and a photopolymerization initiator.
  • ⁇ 7> The colored composition according to any one of ⁇ 1> to ⁇ 6>, which is used for color filters or infrared transmission filters.
  • ⁇ 8> A film obtained from the colored composition according to any one of ⁇ 1> to ⁇ 7>.
  • ⁇ 9> An optical filter having the film according to ⁇ 8>.
  • ⁇ 10> A solid-state imaging device having the film according to ⁇ 8>.
  • ⁇ 11> An image display device comprising the film according to ⁇ 8>.
  • a colored composition that can form a film with excellent heat and humidity resistance. Furthermore, a film, an optical filter, a solid-state image sensor, and an image display device can be provided.
  • ⁇ is used to include the numerical values described before and after it as a lower limit and an upper limit.
  • the description that does not indicate substituted or unsubstituted includes a group having a substituent (atomic group) as well as a group having no substituent (atomic group).
  • the term "alkyl group” includes not only an alkyl group without a substituent (unsubstituted alkyl group) but also an alkyl group having a substituent (substituted alkyl group).
  • exposure includes not only exposure using light but also drawing using particle beams such as electron beams and ion beams, unless otherwise specified.
  • the light used for exposure include actinic rays or radiation such as the bright line spectrum of a mercury lamp, far ultraviolet rays typified by excimer laser, extreme ultraviolet rays (EUV light), X-rays, and electron beams.
  • EUV light extreme ultraviolet rays
  • (meth)acrylate” represents acrylate and/or methacrylate
  • (meth)acrylic represents both acrylic and/or methacrylic
  • (meth)acrylate” represents acrylic and/or methacrylate.
  • Acryloyl refers to either or both of acryloyl and methacryloyl.
  • Me in the structural formula represents a methyl group
  • Et represents an ethyl group
  • Bu represents a butyl group
  • Ph represents a phenyl group.
  • the weight average molecular weight and number average molecular weight are polystyrene equivalent values measured by GPC (gel permeation chromatography).
  • the total solid content refers to the total mass of all components of the composition excluding the solvent.
  • pigment means a compound that is difficult to dissolve in a solvent.
  • the term "process” is used not only to refer to an independent process, but also to include a process in which the intended effect of the process is achieved even if the process cannot be clearly distinguished from other processes. .
  • the colored composition of the present invention is a colored composition containing a coloring agent and a resin, wherein the coloring agent contains a compound Y in which a compound represented by formula (1) is coordinated to a metal atom. , the content of the compound Y in the total solid content of the coloring composition is 1% by mass or more and less than 10% by mass.
  • a film with excellent heat and humidity resistance can be formed.
  • the detailed reason for this effect is unknown, but since Compound Y has moderate hydrophobicity, even if water enters the membrane, the interaction between Compound Y is not disrupted by the water and the association state is maintained. It is assumed that this is due to the fact that it can be maintained.
  • the colored composition of the present invention is preferably used as a colored composition for color filters or infrared transmission filters. More specifically, it can be preferably used as a coloring composition for forming pixels of a color filter or a coloring composition for forming an infrared transmission filter, and more preferably used as a coloring composition for forming pixels of a color filter.
  • Types of pixels include red pixels, green pixels, blue pixels, magenta pixels, cyan pixels, yellow pixels, etc., and preferably red pixels, green pixels, or yellow pixels; More preferably, it is a green pixel, and even more preferably it is a green pixel.
  • the wavelength at which the light transmittance of the film becomes 50% is preferably in the wavelength range of 470 to 520 nm, and preferably 475 to 520 nm. It is more preferable that it exists in the wavelength range of 520 nm, and even more preferably that it exists in the wavelength range of 480 to 520 nm. Among these, it is preferable that the wavelength at which the light transmittance is 50% exists in the wavelength range of 470 to 520 nm and the wavelength range of 575 to 625 nm.
  • the short wavelength at which the light transmittance is 50% is preferably in the wavelength range of 475 to 520 nm, more preferably in the wavelength range of 480 to 520 nm.
  • the wavelength on the long wavelength side at which the light transmittance is 50% is preferably in the wavelength range of 580 to 620 nm, more preferably in the wavelength range of 585 to 615 nm.
  • a colored composition capable of forming a film having such spectral characteristics is preferably used as a colored composition for forming green pixels of a color filter.
  • the colored composition of the present invention contains a coloring agent.
  • the coloring agent one containing a compound Y in which a compound represented by formula (1) is coordinated to a metal atom is used.
  • Compound Y is an azomethine metal complex.
  • the content of compound Y in the total solid content of the coloring composition is 1% by mass or more and less than 10% by mass.
  • the lower limit of the content of compound Y in the total solid content of the coloring composition is preferably 2% by mass or more, more preferably 3% by mass or more, and even more preferably 4% by mass or more.
  • the upper limit of the content is preferably 8% by mass or less, more preferably 6% by mass or less.
  • R 1 represents a hydrogen atom, an alkyl group or an aryl group
  • R 2 to R 11 each independently represent a hydrogen atom or a substituent
  • the above substituents include a nitro group, a cyano group, -NR 101 R 102 , -OR 103 , -SR 104 , -COOR 105 , -OCOR 106 , -SO 2 R 107 , -SO 2 NR 108 R 109 , -SO 2 OR 110 , -CONR 111 R 112 or -NR 113 COR 114
  • R 101 and R 102 each independently represent a hydrogen atom, an alkyl group, or an aryl group
  • R 101 and R 102 combine to form a ring.
  • R 103 to R 114 each independently represent an alkyl group or an aryl group, Among R 2 to R 11 , two adjacent ones may be bonded to form a ring; However, at least one of R 2 to R 11 is
  • the number of carbon atoms in the alkyl group represented by R 1 in formula (1) is preferably 1 to 30, more preferably 1 to 15, and even more preferably 1 to 8.
  • the alkyl group may be linear, branched, or cyclic, preferably linear or branched, and more preferably linear.
  • the alkyl group may have a substituent. Examples of the substituent include the substituent T described below.
  • the number of carbon atoms in the aryl group represented by R 1 in formula (1) is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 12.
  • the aryl group may have a substituent. Examples of the substituent include the substituent T described below.
  • R 1 in formula (1) is preferably a hydrogen atom or an alkyl group, more preferably a hydrogen atom.
  • R 2 to R 11 in formula (1) each independently represent a hydrogen atom or a substituent.
  • the above substituents represented by R 2 to R 11 include a nitro group, a cyano group, -NR 101 R 102 , -OR 103 , -SR 104 , -COOR 105 , -OCOR 106 , -SO 2 R 107 , -SO 2 NR 108 R 109 , -SO 2 OR 110 , -CONR 111 R 112 or -NR 113 COR 114 , and a nitro group, cyano group, -NR 101 R 102 , -OR 103 , -SR 104 , -COOR 105 or -CONR 111 R 112 is preferred.
  • R 101 and R 102 each independently represent a hydrogen atom, an alkyl group, or an aryl group, R 101 and R 102 may be combined to form a ring, and R 103 to R 114 each independently represent a hydrogen atom, an alkyl group, or an aryl group; , represents an alkyl group or an aryl group.
  • the number of carbon atoms in the alkyl group represented by R 101 to R 114 is preferably 1 to 10, more preferably 1 to 5, even more preferably 1 to 3, and particularly preferably 1 or 2.
  • the alkyl group may be linear, branched, or cyclic, preferably linear or branched, and more preferably linear.
  • the alkyl group may have a substituent.
  • the substituent examples include the substituent T described below.
  • the alkyl group represented by R 101 to R 114 is preferably a methyl group or an ethyl group.
  • the number of carbon atoms in the aryl group represented by R 101 to R 114 is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 12.
  • the aryl group may have a substituent.
  • Examples of the substituent include the substituent T described below.
  • R 101 and R 102 may be combined to form a ring. Examples of the ring formed by combining R 101 and R 102 include a pyrrolidine ring, a piperidine ring, a piperazine ring, and a morpholine ring.
  • R 101 and R 102 are each independently preferably a hydrogen atom or an alkyl group, more preferably a hydrogen atom, a methyl group, or an ethyl group.
  • R 103 to R 114 are each independently preferably an alkyl group, more preferably a methyl group or an ethyl group.
  • the ring formed may be a hydrocarbon ring or a heterocycle.
  • the hydrocarbon ring may be an aliphatic hydrocarbon ring or an aromatic hydrocarbon ring.
  • the heteroatom contained in the heterocycle include a nitrogen atom, a sulfur atom, and an oxygen atom.
  • the heterocycle is a 5- or 6-membered ring.
  • the rings formed include hydrocarbon rings such as benzene rings and naphthalene rings, dioxane rings, pyrrole rings, furan rings, thiophene rings, pyridine rings, imidazole rings, pyrazole rings, oxazole rings, thiazole rings, imidazoline ring, pyridazine ring, pyrimidine ring, pyrazine ring, indole ring, isoindole ring, benzimidazole ring, benzoxazole ring, benzothiazole ring, benzotriazole ring, purine ring, quinoline ring, isoquinoline ring, quinazoline ring, quinoxaline ring, Examples include heterocycles such as a cinnoline ring, a pteridine ring, a pyrrolidine ring, a piperidine ring, a tetrahydrofuran ring, a te
  • At least one of R 2 to R 11 in formula (1) is the above-mentioned substituent, and 1 to 4 (more preferably 1 or 2 , still more preferably 1 or 2, even more preferably 1 or 2) of R 2 to R 11 in formula (1) are It is preferred that one) is the above-mentioned substituent.
  • at least one of R 3 , R 4 , R 5 , R 6 , R 9 and R 10 is preferably the above-mentioned substituent.
  • At least one of R 3 , R 4 , R 5 , R 6 , R 9 and R 10 (preferably, It is preferable that at least one of R 9 and R 10 (more preferably R 9 ) is the above-mentioned substituent, and the remaining are hydrogen atoms.
  • the metal atoms coordinated by the compound represented by formula (1) include copper atom, zinc atom, iron atom, titanium atom, aluminum atom, tin atom, magnesium atom, chromium atom, calcium atom, and silicon atom. Examples include atoms, preferably copper atoms and zinc atoms, more preferably copper atoms.
  • one compound represented by formula (1) may be coordinated to the metal atom, or two or more compounds may be coordinated to the metal atom.
  • a ligand other than the compound represented by formula (1) may be further coordinated to the metal atom.
  • Ligands include heterocyclic compounds (for example, pyridine, pyrimidine, imidazole, pyrazole, triazole, tetrazole, quinoline, 1,10-phenanthroline, etc.), protic compounds (for example, water, methanol, ethanol, etc.), amine compounds ( For example, triethylamine, N,N,N',N'-tetramethylenediamine, ethylenediaminetetraacetic acid N,N,N',N'',N''-pentamethyldiethylenetriamine, etc.), amide compounds (for example, N,N- dimethylacetamide, N-methylpyrrolidone, etc.), dimethylsulfoxide, sulfolane, and nitrile compounds (eg, acetonitrile, etc.).
  • heterocyclic compounds for example, pyridine, pyrimidine, imidazole, pyrazole, triazole, tetrazole, quinoline, 1,
  • compound Y may be a dinuclear complex.
  • examples of compound Y include a compound represented by formula (1-1) below, and a compound represented by formula (1-2).
  • Examples include compounds represented by formula (1-3) and compounds represented by formula (1-4).
  • M 1 to M 5 each independently represent a metal atom.
  • Compound Y is a compound in which a ligand is coordinated to a metal atom in a ratio of 1:3, a compound in which a ligand is coordinated to a metal atom in a ratio of 1:4, a metal atom It may be a compound in which the ligand is coordinated to the metal atom in a ratio of 2:3, or a compound in which the ligand is coordinated to the metal atom in a ratio of 3:3. Further, a part of the ligand may be separated from the metal atom, or a compound other than the ligand may be coordinated to the metal atom.
  • substituent T examples include the following groups.
  • Halogen atom e.g. fluorine atom, chlorine atom, bromine atom, iodine atom
  • alkyl group preferably an alkyl group having 1 to 30 carbon atoms
  • alkenyl group preferably an alkenyl group having 2 to 30 carbon atoms
  • alkynyl group preferably an alkynyl group having 2 to 30 carbon atoms
  • an aryl group preferably an aryl group having 6 to 30 carbon atoms
  • a heterocyclic group preferably a heterocyclic group having 1 to 30 carbon atoms
  • an amino group preferably an amino group having 0 to 30 carbon atoms
  • an alkoxy group preferably an alkoxy group having 1 to 30 carbon atoms
  • an aryloxy group preferably an aryloxy group having 6 to 30 carbon atoms
  • a heterocyclic oxy group preferably a carbon acyl group (preferably an acyl group having 2
  • Compound Y may be a pigment or a dye.
  • the maximum absorption wavelength of compound Y is preferably in the wavelength range of 400 to 700 nm, more preferably in the wavelength range of 400 to 600 nm.
  • the average primary particle diameter of compound Y is preferably 1 to 200 nm.
  • the lower limit is preferably 5 nm or more, more preferably 10 nm or more.
  • the upper limit is preferably 180 nm or less, more preferably 150 nm or less, and even more preferably 100 nm or less.
  • the primary particle diameter of a pigment can be calculated
  • the average primary particle diameter in the present invention is the arithmetic mean value of the primary particle diameters of 400 pigment primary particles.
  • the primary particles of pigment refer to independent particles without agglomeration.
  • the crystallite size determined from the half-width of the peak derived from any crystal plane in the X-ray diffraction spectrum when CuK ⁇ rays are used as the X-ray source must be 0.1 to 100 nm. is preferable, and more preferably 0.5 to 50 nm.
  • the organic solvent for dissolving the raw materials methanol, acetone, methyl ethyl ketone, acetonitrile, tetrahydrofuran, cyclopentanone, N-methyl-2-pyrrolidone, etc. are preferably used. After the adsorbent is filtered off, the organic solvent is distilled off, and a purified raw material can be obtained by crystallization by adding a poor solvent.
  • compound Y examples include compounds (Y-1) to (Y-48) described in Examples below.
  • the coloring agent contained in the coloring composition of the present invention can further contain a coloring agent other than the above compound Y.
  • other coloring agents used in combination include chromatic coloring agents such as green coloring agents, red coloring agents, yellow coloring agents, purple coloring agents, blue coloring agents, and orange coloring agents, and black coloring agents.
  • the other colorant is preferably at least one selected from green colorants, red colorants, and orange colorants, and more preferably at least one selected from green colorants and red colorants. , more preferably a green colorant.
  • the other coloring agent may be a pigment or a dye, but is preferably a pigment.
  • the average primary particle diameter of the pigment is preferably 1 to 200 nm.
  • the lower limit is preferably 5 nm or more, more preferably 10 nm or more.
  • the upper limit is preferably 180 nm or less, more preferably 150 nm or less, and even more preferably 100 nm or less. When the average primary particle diameter of the pigment is within the above range, the dispersion stability of the pigment in the resin composition is good.
  • red colorants include C.I. I. (Color Index) Pigment Red 1, 2, 3, 4, 5, 6, 7, 9, 10, 14, 17, 22, 23, 31, 38, 41, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 52:1, 52:2, 53:1, 57:1, 60:1, 63:1, 66, 67, 81:1, 81:2, 81:3, 83, 88, 90, 105, 112, 119, 122, 123, 144, 146, 149, 150, 155, 166, 168, 169, 170, 171, 172, 175, 176, 177, 178, 179, 184, 185, 187, 188, 190, 200, 202, 206, 207, 208, 209, 210, 216, 220, 224, 226, 242, 246, 254, 255, 264, 269, 270, 272, Examples include red pigments such as 279, 291, 294, 295, 296, 297, and the like
  • a red coloring agent a diketopyrrolopyrrole compound having at least one bromine atom substituted in the structure described in JP 2017-201384A, a diketopyrrolopyrrole compound described in paragraph numbers 0016 to 0022 of Patent No. 6248838, Pyrrole compounds, diketopyrrolopyrrole compounds described in International Publication No. 2012/102399, diketopyrrolopyrrole compounds described in International Publication No.
  • JP-A-2020 Perylene compounds described in JP-A-079396, diketopyrrolopyrrole compounds described in paragraphs 0025 to 0041 of JP-A-2020-066702, and the like can also be used.
  • a red colorant a compound having a structure in which an aromatic ring group into which a group to which an oxygen atom, sulfur atom, or nitrogen atom is bonded is bonded to a diketopyrrolopyrrole skeleton may be used. You can also do it.
  • C. I. Pigment Red 122, 177, 254, 255, 264, 269, 272 are preferred, and C.I. I. Pigment Red 254, 264, and 272 are more preferred, and C.I. I. Pigment Red 254 and 264 are more preferred.
  • the green coloring agent examples include phthalocyanine compounds and squarylium compounds, and phthalocyanine compounds are preferred because they facilitate the formation of a film with better light resistance. Moreover, it is preferable that the green coloring agent is a pigment.
  • green colorants include C.I. I.
  • examples include green pigments such as Pigment Green 7, 10, 36, 37, 58, 59, 62, 63, 64, 65, and 66.
  • halogenated zinc phthalocyanine has an average number of 10 to 14 halogen atoms, an average of 8 to 12 bromine atoms, and an average of 2 to 5 chlorine atoms in one molecule. Pigments can also be used. Specific examples include compounds described in International Publication No. 2015/118720.
  • a green colorant a compound described in Chinese Patent Application No. 106909027, a phthalocyanine compound having a phosphoric acid ester as a ligand described in International Publication No.
  • JP 2012/102395 and a phthalocyanine compound described in JP-A No. 2019-008014 Phthalocyanine compounds described in JP 2018-180023, compounds described in JP 2019-038958, aluminum phthalocyanine compounds described in JP 2020-070426, JP 2020-076995 It is also possible to use core-shell type dyes described in , diarylmethane compounds described in Japanese Patent Publication No. 2020-504758, and the like.
  • C. I. Pigment Green 7, 36, 58, 62, and 63 are preferred. used.
  • orange colorants include C.I. I. Pigment Orange 2, 5, 13, 16, 17: 1, 31, 34, 36, 38, 43, 46, 48, 49, 51, 52, 55, 59, 60, 61, 62, 64, 71, 73, etc. orange pigments.
  • yellow colorants examples include azo compounds, azomethine compounds, isoindoline compounds, pteridine compounds, quinophthalone compounds, and perylene compounds.
  • Specific examples of yellow colorants include C.I. I. Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35: 1, 36, 36:1, 37, 37:1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 125, 126, 127, 128, 129, 137, 138, 139, 147, 148, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166
  • an azobarbituric acid nickel complex having the following structure can also be used.
  • X 1 to X 16 each independently represent a hydrogen atom or a halogen atom
  • Z 1 represents an alkylene group having 1 to 3 carbon atoms.
  • Specific examples of the compound represented by formula (QP1) include the compound described in paragraph number 0016 of Japanese Patent No. 6443711.
  • Y 1 to Y 3 each independently represent a halogen atom.
  • n and m represent integers from 0 to 6, and p represents an integer from 0 to 5.
  • (n+m) is 1 or more.
  • Specific examples of the compound represented by formula (QP2) include compounds described in paragraph numbers 0047 to 0048 of Japanese Patent No. 6432077.
  • purple colorants include C.I. I.
  • Examples include purple pigments such as Pigment Violet 1, 19, 23, 27, 32, 37, 42, 60, and 61.
  • blue colorants include C.I. I. Pigment Blue 1, 2, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 22, 29, 60, 64, 66, 79, 80, 87, 88, etc.
  • examples include pigments.
  • an aluminum phthalocyanine compound having a phosphorus atom can also be used as a blue colorant.
  • Specific examples include compounds described in paragraph numbers 0022 to 0030 of JP-A No. 2012-247591 and paragraph number 0047 of JP-A No. 2011-157478.
  • triarylmethane dye polymers described in Korean Patent Publication No. 10-2020-0028160, xanthene compounds described in JP 2020-117638, and International Publication No. 2020/174991 are also used.
  • the phthalocyanine compound described in JP-A No. 2020-160279 or a salt thereof, the compound represented by formula 1 described in Korean Published Patent No. 10-2020-0069442, Korean Published Patent No. 10 Compounds represented by formula 1 described in -2020-0069730, compounds represented by formula 1 described in Korean published patent No. 10-2020-0069070, Korean published patent No. 10-2020-0069067 Compounds represented by formula 1 described in Korean Patent Publication No.
  • 10-2020-0069062 halogenated zinc phthalocyanine pigments described in Patent No. 6809649, JP-A-2020- Isoindoline compounds described in JP 180176, phenothiazine compounds described in JP 2021-187913, halogenated zinc phthalocyanine described in WO 2022/004261, halogens described in WO 2021/250883 Zinc phthalocyanine can be used.
  • the pigment or dye may be a rotaxane, and the dye backbone may be used in the cyclic structure of the rotaxane, in the rod-like structure, or in both structures.
  • black colorant examples include bisbenzofuranone compounds, azomethine compounds, perylene compounds, and azo compounds, with bisbenzofuranone compounds and perylene compounds being preferred.
  • bisbenzofuranone compounds include compounds described in Japanese Patent Application Publication No. 2010-534726, Japanese Patent Application Publication No. 2012-515233, and Japanese Patent Application Publication No. 2012-515234, and for example, as "Irgaphor Black” manufactured by BASF. available.
  • perylene compounds include compounds described in paragraph numbers 0016 to 0020 of JP-A No. 2017-226821, C.I. I. Pigment Black 31, 32, etc.
  • Examples of the azomethine compound include compounds described in JP-A-01-170601 and JP-A-02-034664, and are available as "Chromofine Black A1103" manufactured by Dainichiseika Kaisha, Ltd., for example.
  • the crystallite size determined from the half-value width of the peak derived from any crystal plane in the X-ray diffraction spectrum when the CuK ⁇ ray of the pigment is used as the X-ray source is preferably 0.1 to 100 nm, and preferably 0.1 to 100 nm. It is more preferably from 5 to 50 nm, even more preferably from 1 to 30 nm, and particularly preferably from 5 to 25 nm.
  • the specific surface area of the pigment is preferably 1 to 300 m 2 /g.
  • the lower limit is preferably 10 m 2 /g or more, more preferably 30 m 2 /g or more.
  • the upper limit is preferably 250 m 2 /g or less, more preferably 200 m 2 /g or less.
  • the value of the specific surface area is determined according to DIN 66131: determination of the specific surface area of solids by gas adsorption according to the BET (Brunauer, Emmett and Teller) method. (Measurement of specific surface area of solids by adsorption).
  • the coloring composition of the present invention contains a green colorant, it is preferably used as a coloring composition for forming green pixels of a color filter. Moreover, when the coloring composition of the present invention contains a red colorant, it is preferably used as a coloring composition for forming red pixels of a color filter.
  • the coloring agent contained in the coloring composition may include two or more types of chromatic coloring agents, and black may be formed by a combination of two or more types of chromatic coloring agents.
  • a colored composition is preferably used as a colored composition for forming an infrared transmission filter.
  • combinations of chromatic colorants in the case where black color is formed by a combination of two or more chromatic colorants include the following. (1) Embodiment containing a red colorant, a blue colorant, and a yellow colorant. (2) An embodiment containing a red colorant, a blue colorant, a yellow colorant, and a purple colorant.
  • the content of the coloring agent in the total solid content of the coloring composition is preferably 40% by mass or more, more preferably 50% by mass or more, and even more preferably 55% by mass or more.
  • the upper limit is preferably 80% by mass or less, more preferably 75% by mass or less, and even more preferably 70% by mass or less.
  • the content of compound Y in the colorant is preferably 1 to 25% by mass.
  • the lower limit is preferably 2% by mass or more, more preferably 4% by mass or more.
  • the upper limit is preferably 20% by mass or less.
  • the coloring composition of the present invention is used as a coloring composition for forming green pixels of a color filter, it is preferable to use a colorant containing a yellow colorant and a green colorant.
  • compound Y is a yellow coloring agent. That is, it is preferable that the yellow colorant contains compound Y.
  • the mass ratio of the yellow colorant to the green colorant is preferably 1 to 100 parts by mass of the yellow colorant to 100 parts by mass of the green colorant.
  • the upper limit is preferably 90 parts by mass or less, more preferably 80 parts by mass or less.
  • the lower limit is preferably 5 parts by mass or more, more preferably 10 parts by mass or more.
  • the content of compound Y is preferably 1 to 60 parts by weight based on 100 parts by weight of the green colorant.
  • the lower limit is preferably 5 parts by mass or more, more preferably 10 parts by mass or more.
  • the upper limit is preferably 50 parts by mass or less, more preferably 40 parts by mass or less.
  • the coloring composition of the present invention When using the coloring composition of the present invention as a coloring composition for forming red pixels of a color filter, it is preferable to use a colorant containing a yellow colorant and a red colorant. Moreover, it is preferable that compound Y is a yellow coloring agent. That is, it is preferable that the yellow colorant contains compound Y.
  • the mass ratio of the yellow colorant to the red colorant is preferably 1 to 100 parts by mass of the yellow colorant to 100 parts by mass of the red colorant.
  • the upper limit is preferably 90 parts by mass or less, more preferably 80 parts by mass or less.
  • the lower limit is preferably 5 parts by mass or more, more preferably 10 parts by mass or more.
  • the content of compound Y is preferably 1 to 60 parts by weight based on 100 parts by weight of the red colorant.
  • the lower limit is preferably 5 parts by mass or more, more preferably 10 parts by mass or more.
  • the upper limit is preferably 50 parts by mass or less, more preferably 40 parts by mass or less.
  • the content of the yellow colorant in the colorant is preferably 30% by mass or more, and preferably 40% by mass or more. is more preferable, and even more preferably 50% by mass or more.
  • compound Y is a yellow coloring agent. That is, it is preferable that the yellow colorant contains compound Y.
  • the colored composition of the present invention contains a resin.
  • the resin is blended, for example, for dispersing pigments in a coloring composition or for use as a binder.
  • a resin used mainly for dispersing pigments and the like in a coloring composition is also referred to as a dispersant.
  • this use of the resin is just one example, and the resin can also be used for purposes other than this use.
  • the weight average molecular weight (Mw) of the resin is preferably 3,000 to 2,000,000.
  • the upper limit is preferably 1,000,000 or less, more preferably 500,000 or less.
  • the lower limit is preferably 4000 or more, more preferably 5000 or more.
  • the resin examples include (meth)acrylic resin, epoxy resin, (meth)acrylamide resin, ene thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, and polyarylene.
  • examples include ether phosphine oxide resin, polyimide resin, polyamideimide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, and siloxane resin.
  • the resins include the resin described in the examples of International Publication No.
  • Polyisocyanate resin resin described in JP 2020-122052, resin described in JP 2020-111656, resin described in JP 2020-139021, JP 2017-138503 Resin containing a structural unit having a ring structure in the main chain and a structural unit having a biphenyl group in the side chain described in JP-A-2020-186373, resin described in paragraphs 0199 to 0233 of JP-A No. 2020-186325 Alkali-soluble resins described in the publication and resins represented by formula 1 described in Korean Patent Publication No. 10-2020-0078339 can also be used.
  • the resin it is preferable to use a resin having acid groups.
  • the acid group include a carboxy group, a phosphoric acid group, a sulfo group, and a phenolic hydroxy group.
  • the acid value of the resin having acid groups is preferably 30 to 500 mgKOH/g.
  • the lower limit is more preferably 40 mgKOH/g or more, particularly preferably 50 mgKOH/g or more.
  • the upper limit is more preferably 400 mgKOH/g or less, even more preferably 300 mgKOH/g or less, and particularly preferably 200 mgKOH/g or less.
  • the weight average molecular weight (Mw) of the resin having acid groups is preferably 5,000 to 100,000, more preferably 5,000 to 50,000. Further, the number average molecular weight (Mn) of the resin having acid groups is preferably 1,000 to 20,000.
  • the resin having an acid group preferably contains a repeating unit having an acid group in its side chain, and more preferably contains 5 to 70 mol% of repeating units having an acid group in its side chain based on the total repeating units of the resin.
  • the upper limit of the content of repeating units having acid groups in their side chains is preferably 50 mol% or less, more preferably 30 mol% or less.
  • the lower limit of the content of repeating units having acid groups in their side chains is preferably 10 mol% or more, more preferably 20 mol% or more.
  • the colored composition of the present invention contains a resin having a basic group.
  • the resin having a basic group is preferably a resin containing a repeating unit having a basic group in its side chain, and a resin having a repeating unit having a basic group in its side chain and a repeating unit not containing a basic group.
  • a polymer is more preferable, and a block copolymer having a repeating unit having a basic group in its side chain and a repeating unit not containing a basic group is even more preferable.
  • a resin having a basic group can also be used as a dispersant.
  • the amine value of the resin having a basic group is preferably 5 to 300 mgKOH/g.
  • the lower limit is preferably 10 mgKOH/g or more, more preferably 20 mgKOH/g or more.
  • the upper limit is preferably 200 mgKOH/g or less, more preferably 100 mgKOH/g or less.
  • resins having basic groups include DISPERBYK-161, 162, 163, 164, 166, 167, 168, 174, 182, 183, 184, 185, 2000, 2001, 2050, 2150, 2163, 2164, BYK-LPN6919 (manufactured by BYK Chemie), Solsperse 11200, 13240, 13650, 13940, 24000, 26000, 28000, 32000, 32500, 32550, 32600, 33000, 34750, 35100, 35200, 37500, 3 8500, 39000, 53095, 56000, 7100 (all manufactured by Japan Lubrizol), Efka PX 4300, 4330, 4046, 4060, 4080 (all manufactured by BASF), and the like.
  • the resin having a basic group is the block copolymer (B) described in paragraph numbers 0063 to 0112 of JP2014-219665A, and the block copolymer (B) described in paragraphs 0046 to 0076 of JP2018-156021A. It is also possible to use block copolymer A1, a vinyl resin having a basic group described in paragraphs 0150 to 0153 of JP-A No. 2019-184763, the contents of which are incorporated herein.
  • the colored composition of the present invention contains a resin having an acid group and a resin having a basic group. According to this aspect, the storage stability of the colored composition can be further improved.
  • the content of the resin having a basic group is preferably 20 to 500 parts by mass per 100 parts by mass of the resin having an acid group.
  • the amount is preferably 30 to 300 parts by weight, more preferably 50 to 200 parts by weight.
  • the resin is derived from a monomer component containing a compound represented by the following formula (ED1) and/or a compound represented by the following formula (ED2) (hereinafter, these compounds may be referred to as "ether dimer”). It is also preferable to use a resin containing repeating units.
  • R 1 and R 2 each independently represent a hydrogen atom or a hydrocarbon group having 1 to 25 carbon atoms which may have a substituent.
  • R represents a hydrogen atom or an organic group having 1 to 30 carbon atoms.
  • R 1 represents a hydrogen atom or a methyl group
  • R 21 and R 22 each independently represent an alkylene group
  • n represents an integer of 0 to 15.
  • the alkylene group represented by R 21 and R 22 preferably has 1 to 10 carbon atoms, more preferably 1 to 5 carbon atoms, even more preferably 1 to 3 carbon atoms, and particularly 2 or 3 carbon atoms.
  • n represents an integer of 0 to 15, preferably an integer of 0 to 5, more preferably an integer of 0 to 4, even more preferably an integer of 0 to 3.
  • Examples of the compound represented by formula (X) include ethylene oxide- or propylene oxide-modified (meth)acrylate of paracumylphenol.
  • Commercially available products include Aronix M-110 (manufactured by Toagosei Co., Ltd.).
  • the resin it is also preferable to use a resin having a crosslinkable group.
  • the crosslinkable group include ethylenically unsaturated bond-containing groups and cyclic ether groups.
  • Examples of the ethylenically unsaturated bond-containing group include a vinyl group, a styrene group, a (meth)allyl group, and a (meth)acryloyl group.
  • Examples of the cyclic ether group include an epoxy group and an oxetanyl group, with an epoxy group being preferred.
  • the epoxy group may be a cycloaliphatic epoxy group. Note that the alicyclic epoxy group means a monovalent functional group having a cyclic structure in which an epoxy ring and a saturated hydrocarbon ring are condensed.
  • the cyclic ether group is preferably at least one selected from a group represented by formula (e-1) and a group represented by formula (e-2); More preferably, it is a group in which When n in formula (e-1) is 0, the group represented by formula (e-1) is an epoxy group, and when n is 1, the group represented by formula (e-1) is The group is an oxetanyl group. Furthermore, the group represented by formula (e-2) is an alicyclic epoxy group.
  • R E1 represents a hydrogen atom or an alkyl group, n represents 0 or 1, and * represents a bond; in formula (e-2), ring A E1 represents an aliphatic hydrocarbon It represents a ring, and * represents a bond.
  • the number of carbon atoms in the alkyl group represented by R E1 is preferably 1 to 20, more preferably 1 to 10, even more preferably 1 to 5, and particularly preferably 1 to 3.
  • the alkyl group represented by R E1 is preferably linear or branched, more preferably linear.
  • R E1 is preferably a hydrogen atom.
  • R E1 is preferably a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
  • formula (e-1) is a group represented by the following formula (e-1a).
  • the aliphatic hydrocarbon ring represented by ring A E1 in formula (e-2) may be a monocyclic aliphatic hydrocarbon ring or a fused aliphatic hydrocarbon ring. Further, the aliphatic hydrocarbon ring represented by ring A E1 may have a crosslinked structure. Among these, a condensed aliphatic hydrocarbon ring is preferred because it facilitates the formation of a membrane with excellent moisture resistance, and a condensed aliphatic hydrocarbon ring having a crosslinked structure is preferred. Specific examples of the aliphatic hydrocarbon ring represented by ring A E1 include the groups shown below, including the group represented by formula (e-2-3) and the group represented by formula (e-2-4). Groups are preferred. In the following formula, * represents a bond.
  • the resin having a cyclic ether group it is preferable to use a resin containing a repeating unit having a cyclic ether group.
  • the repeating unit having a cyclic ether group include a repeating unit represented by formula (A1).
  • X a1 represents a trivalent linking group
  • L a1 represents a single bond or a divalent linking group
  • Z a1 represents a cyclic ether group.
  • the trivalent linking group represented by X a1 in formula (A1) includes a poly(meth)acrylic linking group, a polyalkyleneimine linking group, a polyester linking group, a polyurethane linking group, a polyurea linking group, and a polyamide linking group.
  • Examples include linking groups, polyether linking groups, polystyrene linking groups, bisphenol linking groups, novolac linking groups, and poly(meth)acrylic linking groups, polyether linking groups, polyester linking groups, bisphenol linking groups, etc.
  • a linking group and a novolak-based linking group are preferred, a polyether-based linking group, a novolak-based linking group, and a poly(meth)acrylic-based linking group are more preferred, and a poly(meth)acrylic-based linking group is even more preferred.
  • the divalent linking group represented by L a1 in formula (A1) includes an alkylene group (preferably an alkylene group having 1 to 12 carbon atoms), an arylene group (preferably an arylene group having 6 to 20 carbon atoms), -NH- , -SO-, -SO 2 -, -CO-, -O-, -COO-, -OCO-, -S-, and groups formed by combining two or more of these.
  • the alkylene group may be linear, branched, or cyclic, and preferably linear or branched. Further, the alkylene group may have a substituent or may be unsubstituted. Examples of the substituent include a hydroxy group and an alkoxy group.
  • the cyclic ether group represented by Z a1 in formula (A1) includes an epoxy group and an oxetanyl group, with an epoxy group being preferred. Further, the cyclic ether group represented by Z a1 is preferably a group represented by formula (e-1) or a group represented by formula (e-2); More preferably, it is a group in which
  • the content of repeating units having a cyclic ether group in the resin having a cyclic ether group is preferably 1 to 100 mol% of all repeating units in the resin having a cyclic ether group.
  • the upper limit is preferably 90 mol% or less, more preferably 80 mol% or less.
  • the lower limit is preferably 2 mol% or more, more preferably 3 mol% or more.
  • the resin having a cyclic ether group may have other repeating units in addition to the repeating unit having a cyclic ether group.
  • Other repeating units include a repeating unit having an acid group (hereinafter also referred to as repeating unit B-1) and a repeating unit having a group whose acid group is protected with a protective group (hereinafter also referred to as repeating unit B-2). , a repeating unit having an ethylenically unsaturated bond-containing group (hereinafter also referred to as repeating unit B-3), and the like.
  • Examples of the acid group possessed by the repeating unit B-1 and the acid group protected by the protecting group in the repeating unit B-2 include a phenolic hydroxy group, a carboxy group, a sulfo group, and a phosphoric acid group. , a phenolic hydroxy group or a carboxy group, and more preferably a carboxy group.
  • R Y1 to R Y3 each independently represent an alkyl group, and two of R Y1 to R Y3 may be bonded to form a ring;
  • R Y4 to R Y6 each independently represent an alkyl group, and two of R Y4 to R Y6 may be bonded to form a ring;
  • R Y7 and R Y8 each independently represent a hydrogen atom, an alkyl group, or an aryl group, at least one of R Y7 and R Y8 is an alkyl group or an aryl group, and R Y9 is an alkyl group.
  • R Y7 or R Y8 and R Y9 may be bonded to form a ring
  • Ar Y1 represents an aryl group
  • R Y10 represents an alkyl group or an aryl group
  • R Y11 represents an alkyl group or an aryl group.
  • the number of carbon atoms in the alkyl group represented by R Y1 to R Y3 in formula (Y1) is preferably 1 to 12, more preferably 1 to 6, and even more preferably 1 to 4.
  • the alkyl group may be linear, branched, or cyclic, but is preferably linear or branched. In formula (Y1), two of R Y1 to R Y3 may be combined to form a ring.
  • the ring formed by combining two of R Y1 to R Y3 includes monocyclic cycloalkyl groups such as cyclopentyl group and cyclohexyl group, norbornyl group, tetracyclodecanyl group, tetracyclododecanyl group, and adamantyl group.
  • monocyclic cycloalkyl groups such as groups, and monocyclic cycloalkyl groups having 5 to 6 carbon atoms are preferred.
  • one of the methylene groups constituting the ring may be replaced with a hetero atom such as an oxygen atom, or a group having a hetero atom such as a carbonyl group.
  • the number of carbon atoms in the alkyl group represented by R Y4 to R Y6 in formula (Y2) is preferably 1 to 12, more preferably 1 to 6, and even more preferably 1 to 4.
  • the alkyl group may be linear, branched, or cyclic, but is preferably linear or branched. At least two of R Y4 to R Y6 in formula (Y2) are preferably methyl groups. In formula (Y2), two of R Y4 to R Y6 may be bonded to form a ring. Examples of the ring formed include the ring described in formula (Y1).
  • R Y7 and R Y8 each independently represent a hydrogen atom, an alkyl group, or an aryl group, at least one of R Y7 and R Y8 is an alkyl group or an aryl group, and R Y9 is an alkyl group. represents a group or an aryl group, and R Y7 or R Y8 and R Y9 may be bonded to form a ring.
  • the alkyl group may be linear, branched, or cyclic.
  • the alkyl group preferably has 1 to 12 carbon atoms, more preferably 1 to 6 carbon atoms, and even more preferably 1 to 4 carbon atoms.
  • the number of carbon atoms in the aryl group is preferably 6 to 20, more preferably 6 to 12.
  • Examples of the ring formed by bonding R Y7 or R Y8 and R Y9 include a tetrahydrofuranyl group, a tetrahydropyranyl group, and the like.
  • R Y7 or R Y8 and R Y9 are preferably bonded to form a ring.
  • Ar Y1 represents an aryl group
  • R Y10 represents an alkyl group or an aryl group
  • Ar Y1 and R Y10 may be bonded to each other to form a ring.
  • the alkyl group preferably has 1 to 12 carbon atoms, more preferably 1 to 6 carbon atoms, and even more preferably 1 to 4 carbon atoms.
  • the number of carbon atoms in the aryl group is preferably 6 to 20, more preferably 6 to 12.
  • R Y10 is preferably an alkyl group.
  • R Y11 represents an alkyl group or an aryl group, and is preferably an alkyl group.
  • the alkyl group preferably has 1 to 12 carbon atoms, more preferably 1 to 6 carbon atoms, and even more preferably 1 to 4 carbon atoms.
  • the number of carbon atoms in the aryl group is preferably 6 to 20, more preferably 6 to 12.
  • the molecular weight of the protecting group is preferably 40 to 200, more preferably 40 to 150, even more preferably 40 to 120. If the molecular weight of the protecting group is within the above range, it is possible to obtain a colored composition that has excellent storage stability and excellent curability at low temperatures.
  • protecting groups include 1-methoxyethyl group, 1-ethoxyethyl group, 1-n-propoxyethyl group, 1-n-butoxyethyl group, 1-t-butoxyethyl group, 1-cyclopentyloxyethyl group.
  • a 2-tetrahydropyranyl group is preferred, and a 1-ethoxyethyl group and a 1-cyclohexyloxyethyl group are more preferred.
  • Examples of the ethylenically unsaturated bond-containing group possessed by the repeating unit B-3 include a vinyl group, a styrene group, a (meth)allyl group, a (meth)acryloyl group, and the like.
  • Examples of the repeating unit B-1 include a repeating unit represented by the following formula (B1). Furthermore, examples of the repeating unit B-2 include a repeating unit represented by the following formula (B2). Furthermore, examples of the repeating unit B-3 include a repeating unit represented by the following formula (B3).
  • X b1 represents a trivalent linking group
  • L b1 represents a single bond or a divalent linking group
  • Z b1 represents an acid group.
  • X b2 represents a trivalent linking group
  • L b2 represents a single bond or a divalent linking group
  • Z b2 represents a group whose acid group is protected with a protecting group.
  • Formula (B3) In, X b3 represents a trivalent linking group, L b3 represents a single bond or a divalent linking group, and Z b3 represents an ethylenically unsaturated bond-containing group.
  • the trivalent linking group represented by X b1 in formula (B1), the trivalent linking group represented by X b2 in formula (B2), and the trivalent linking group represented by X b3 in formula (B3) are not particularly limited. do not have.
  • Examples include poly(meth)acrylic linking groups, novolac linking groups, poly(meth)acrylic linking groups, polyether linking groups, polyester linking groups, bisphenol linking groups, and novolak linking groups.
  • a system linking group is more preferred.
  • the divalent linking group represented by L b1 in formula (B1), the divalent linking group represented by L b2 in formula (B2), and the divalent linking group represented by L b3 in formula (B3) include an alkylene group ( (preferably an alkylene group having 1 to 12 carbon atoms), an arylene group (preferably an arylene group having 6 to 20 carbon atoms), -NH-, -SO-, -SO 2 -, -CO-, -O-, -COO -, -OCO-, -S-, and groups formed by combining two or more of these are included.
  • the alkylene group may be linear, branched, or cyclic, and preferably linear or branched. Further, the alkylene group may have a substituent or may be unsubstituted. Examples of the substituent include a hydroxy group and an alkoxy group.
  • the acid group represented by Z b1 in formula (B1) includes a phenolic hydroxy group, a carboxy group, a sulfo group, and a phosphoric acid group, preferably a phenolic hydroxy group or a carboxy group, and a carboxy group. is more preferable.
  • Examples of the group in which the acid group represented by Z b2 in formula (B2) is protected with a protecting group include groups in which the acid group is protected with a group represented by any of the above-mentioned formulas (Y1) to (Y5).
  • the acid group represented by formula (Y3) or formula (Y5) is preferably a group protected by a group represented by formula (Y3) or formula (Y5).
  • Examples of the acid group include a phenolic hydroxy group, a carboxy group, a sulfo group, and a phosphoric acid group, preferably a phenolic hydroxy group or a carboxy group, and more preferably a carboxy group.
  • Examples of the ethylenically unsaturated bond-containing group represented by Z b3 in formula (B3) include a vinyl group, a styrene group, a (meth)allyl group, and a (meth)acryloyl group.
  • the content of the unit B-1 in the resin having a cyclic ether group is 5 to 85 mol% of the total repeating units of the resin having a cyclic ether group. It is preferable that there be.
  • the upper limit is preferably 60 mol% or less, more preferably 40 mol% or less.
  • the lower limit is preferably 8 mol% or more, more preferably 10 mol% or more.
  • the content of the unit B-2 in the resin having a cyclic ether group is 1 to 65 mol% of the total repeating units of the resin having a cyclic ether group. It is preferable that there be.
  • the upper limit is preferably 45 mol% or less, more preferably 30 mol% or less.
  • the lower limit is preferably 2 mol% or more, more preferably 3 mol% or more.
  • the resin having a cyclic ether group contains each of repeating unit B-1 and repeating unit B-2
  • the resin having a cyclic ether group contains 0 repeating unit B-2 per mole of repeating unit B-1.
  • the content is preferably 0.4 to 3.2 moles, more preferably 0.8 to 2.8 moles, and even more preferably 1.2 to 2.4 moles.
  • the content of the unit B-3 in the resin having a cyclic ether group is 1 to 65 mol% of the total repeating units of the resin having a cyclic ether group. It is preferable that there be.
  • the upper limit is preferably 45 mol% or less, more preferably 30 mol% or less.
  • the lower limit is preferably 2 mol% or more, more preferably 3 mol% or more.
  • the resin having a cyclic ether group further contains a repeating unit having an aromatic hydrocarbon ring.
  • the aromatic hydrocarbon ring is preferably a benzene ring or a naphthalene ring, and preferably a benzene ring.
  • the aromatic hydrocarbon ring may have a substituent. Examples of the substituent include an alkyl group.
  • the content of the repeating unit having an aromatic hydrocarbon ring is 1 to 65% of the total repeating units of the resin having a cyclic ether group. Preferably it is mol%.
  • the upper limit is preferably 45 mol% or less, more preferably 30 mol% or less.
  • the lower limit is preferably 2 mol% or more, more preferably 3 mol% or more.
  • the repeating unit having an aromatic hydrocarbon ring include repeating units derived from monofunctional polymerizable compounds having an aromatic hydrocarbon ring such as vinyltoluene and benzyl (meth)acrylate.
  • Examples of commercially available resins having a cyclic ether group include EPICLON HP5000 and EPICLON HP4032D (manufactured by DIC Corporation) as naphthalene-modified epoxy resins.
  • Examples of the alkyl diphenol type epoxy resin include EPICLON 820 (manufactured by DIC Corporation).
  • jER825, jER827, jER828, jER834, jER1001, jER1002, jER1003, jER1055, jER1007, jER1009, jER1010 (above, Mitsubishi Ke Mical Co., Ltd.), EPICLON860, EPICLON1050, EPICLON1051, EPICLON1055 (manufactured by DIC Co., Ltd.), etc.
  • Bisphenol F type epoxy resins include jER806, jER807, jER4004, jER4005, jER4007, jER4010 (manufactured by Mitsubishi Chemical Corporation), EPICLON830, EPICLON835 (manufactured by DIC Corporation), LCE-21, RE-602S ( The above examples include those manufactured by Nippon Kayaku Co., Ltd.).
  • Examples of phenol novolac type epoxy resins include jER152, jER154, jER157S70, jER157S65 (manufactured by Mitsubishi Chemical Corporation), EPICLON N-740, EPICLON N-770, and EPICLON N-775 (manufactured by DIC Corporation). ) etc. Can be mentioned.
  • EPICLON N-660 As cresol novolac type epoxy resin, EPICLON N-660, EPICLON N-665, EPICLON N-670, EPICLON N-673, EPICLON N-680, EPICLON N-690, EPICLON N-6 95 (manufactured by DIC Corporation) , EOCN-1020 (manufactured by Nippon Kayaku Co., Ltd.).
  • ADEKA RESIN EP-4080S, EP-4085S, EP-4088S manufactured by ADEKA Co., Ltd.
  • Celoxide 2021P Celoxide 2081, Celoxide 2083, Celoxide 2085, EHPE3150, EPOLEAD PB 3600, EPOLEAD Examples
  • PB 4700 manufactured by Daicel Corporation
  • Denacol EX-212L, EX-214L, EX-216L, EX-321L, and EX-850L manufactured by Nagase ChemteX Corporation.
  • resins having a cyclic ether group include resins described in paragraph numbers 0034 to 0036 of JP-A No.
  • the resin it is also preferable to use a resin having an aromatic carboxy group (hereinafter also referred to as resin Ac).
  • the aromatic carboxy group may be included in the main chain of the repeating unit, or may be included in the side chain of the repeating unit.
  • the aromatic carboxy group is preferably contained in the main chain of the repeating unit.
  • an aromatic carboxy group refers to a group having a structure in which one or more carboxy groups are bonded to an aromatic ring.
  • the number of carboxy groups bonded to the aromatic ring is preferably 1 to 4, more preferably 1 to 2.
  • the resin Ac is preferably a resin containing at least one type of repeating unit selected from a repeating unit represented by formula (Ac-1) and a repeating unit represented by formula (Ac-2).
  • Ar 1 represents a group containing an aromatic carboxy group
  • L 1 represents -COO- or -CONH-
  • L 2 represents a divalent linking group
  • Ar 10 represents a group containing an aromatic carboxy group
  • L 11 represents -COO- or -CONH-
  • L 12 represents a trivalent linking group
  • P 10 represents a polymer Represents a chain.
  • Examples of the group containing an aromatic carboxy group represented by Ar 1 in formula (Ac-1) include a structure derived from an aromatic tricarboxylic acid anhydride, a structure derived from an aromatic tetracarboxylic acid anhydride, and the like.
  • Examples of the aromatic tricarboxylic anhydride and aromatic tetracarboxylic anhydride include compounds having the following structures.
  • Q 1 is a single bond, -O-, -CO-, -COOCH 2 CH 2 OCO-, -SO 2 -, -C(CF 3 ) 2 -, represented by the following formula (Q-1). or a group represented by the following formula (Q-2).
  • the aromatic carboxy group-containing group represented by Ar 1 may have a crosslinkable group.
  • the crosslinkable group is preferably an ethylenically unsaturated bond-containing group and a cyclic ether group, and more preferably an ethylenically unsaturated bond-containing group.
  • Specific examples of the group containing an aromatic carboxy group represented by Ar 1 include a group represented by formula (Ar-11), a group represented by formula (Ar-12), and a group represented by formula (Ar-13). Examples include groups such as
  • n1 represents an integer of 1 to 4, preferably 1 or 2, and more preferably 2.
  • n2 represents an integer of 1 to 8, preferably an integer of 1 to 4, more preferably 1 or 2, and even more preferably 2.
  • n3 and n4 each independently represent an integer of 0 to 4, preferably an integer of 0 to 2, more preferably 1 or 2, and preferably 1. More preferred. However, at least one of n3 and n4 is an integer of 1 or more.
  • Q 1 is a single bond, -O-, -CO-, -COOCH 2 CH 2 OCO-, -SO 2 -, -C(CF 3 ) 2 -, the above formula (Q- Represents a group represented by 1) or a group represented by the above formula (Q-2).
  • *1 represents the bonding position with L 1 .
  • L 1 represents -COO- or -CONH-, and preferably represents -COO-.
  • the divalent linking group represented by L 2 includes an alkylene group, an arylene group, -O-, -CO-, -COO-, -OCO-, -NH-, -S-, and these. Examples include groups combining two or more of the following.
  • the alkylene group preferably has 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, and still more preferably 1 to 15 carbon atoms.
  • the alkylene group may be linear, branched, or cyclic.
  • the number of carbon atoms in the arylene group is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 10.
  • the alkylene group and arylene group may have a substituent.
  • the divalent linking group represented by L 2 is preferably a group represented by -L 2a -O-.
  • L 2a is an alkylene group; an arylene group; a group combining an alkylene group and an arylene group; at least one selected from an alkylene group and an arylene group, and -O-, -CO-, -COO-, -OCO-, Examples include a group combining at least one selected from -NH- and -S-, and an alkylene group is preferred.
  • the alkylene group preferably has 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, and still more preferably 1 to 15 carbon atoms.
  • the alkylene group may be linear, branched, or cyclic.
  • the alkylene group and arylene group may have a substituent. Examples of the substituent include a hydroxy group.
  • the aromatic carboxy group-containing group represented by Ar 10 in formula (Ac-2) has the same meaning as Ar 1 in formula (Ac-1), and the preferred range is also the same.
  • L 11 represents -COO- or -CONH-, preferably -COO-.
  • the trivalent linking group represented by L 12 in formula (Ac-2) includes a hydrocarbon group, -O-, -CO-, -COO-, -OCO-, -NH-, -S-, and these two groups. Examples include groups that combine more than one species.
  • Examples of the hydrocarbon group include an aliphatic hydrocarbon group and an aromatic hydrocarbon group. The number of carbon atoms in the aliphatic hydrocarbon group is preferably 1 to 30, more preferably 1 to 20, and even more preferably 1 to 15.
  • the aliphatic hydrocarbon group may be linear, branched, or cyclic.
  • the aromatic hydrocarbon group preferably has 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, and even more preferably 6 to 10 carbon atoms.
  • the hydrocarbon group may have a substituent. Examples of the substituent include a hydroxy group.
  • the trivalent linking group represented by L 12 is preferably a group represented by formula (L12-1), more preferably a group represented by formula
  • L 12b represents a trivalent linking group
  • X 1 represents S
  • *1 represents the bonding position with L 11 of formula (Ac-2)
  • *2 represents the bonding position of formula (Ac-2). It represents the bonding position of Ac-2) with P10 .
  • the trivalent linking group represented by L 12b is a hydrocarbon group; a hydrocarbon group and at least one kind selected from -O-, -CO-, -COO-, -OCO-, -NH- and -S-.
  • a hydrocarbon group or a group consisting of a hydrocarbon group and -O- is preferable.
  • L 12c represents a trivalent linking group
  • X 1 represents S
  • *1 represents the bonding position with L 11 of formula (Ac-2)
  • *2 represents formula ( It represents the bonding position of Ac-2) with P10 .
  • the trivalent linking group represented by L 12c is a hydrocarbon group; a hydrocarbon group and at least one kind selected from -O-, -CO-, -COO-, -OCO-, -NH- and -S-.
  • a hydrocarbon group is preferable.
  • P 10 represents a polymer chain.
  • the polymer chain represented by P 10 preferably has at least one repeating unit selected from poly(meth)acrylic repeating units, polyether repeating units, polyester repeating units, and polyol repeating units.
  • the weight average molecular weight of the polymer chain P 10 is preferably 500 to 20,000.
  • the lower limit is preferably 1000 or more.
  • the upper limit is preferably 10,000 or less, more preferably 5,000 or less, and even more preferably 3,000 or less. If the weight average molecular weight of P 10 is within the above range, the pigment will have good dispersibility in the composition.
  • the resin having an aromatic carboxyl group is a resin having a repeating unit represented by formula (Ac-2), this resin is preferably used as a dispersant.
  • the polymer chain represented by P 10 may contain a crosslinkable group.
  • the crosslinkable group include ethylenically unsaturated bond-containing groups and cyclic ether groups.
  • the colored composition of the present invention preferably contains a resin as a dispersant.
  • the dispersant include acidic dispersants (acidic resins) and basic dispersants (basic resins).
  • the acidic dispersant (acidic resin) refers to a resin in which the amount of acid groups is greater than the amount of basic groups.
  • the acidic dispersant (acidic resin) is preferably a resin in which the amount of acid groups is 70 mol % or more when the total amount of acid groups and basic groups is 100 mol %.
  • the acid group that the acidic dispersant (acidic resin) has is preferably a carboxy group.
  • the acid value of the acidic dispersant (acidic resin) is preferably 10 to 105 mgKOH/g.
  • the basic dispersant refers to a resin in which the amount of basic groups is greater than the amount of acid groups.
  • the basic dispersant (basic resin) is preferably a resin in which the amount of basic groups exceeds 50 mol% when the total amount of acid groups and basic groups is 100 mol%.
  • the basic group that the basic dispersant has is preferably an amino group.
  • the resin used as a dispersant is a graft resin.
  • the descriptions in paragraphs 0025 to 0094 of JP-A No. 2012-255128 can be referred to, the contents of which are incorporated herein.
  • the resin used as a dispersant is a polyimine-based dispersant containing a nitrogen atom in at least one of the main chain and the side chain.
  • the polyimine dispersant has a main chain having a partial structure having a functional group with a pKa of 14 or less, a side chain having 40 to 10,000 atoms, and a basic nitrogen atom in at least one of the main chain and the side chain.
  • the resin has The basic nitrogen atom is not particularly limited as long as it exhibits basicity.
  • the description in paragraphs 0102 to 0166 of JP-A-2012-255128 can be referred to, and the contents thereof are incorporated herein.
  • the resin used as the dispersant has a structure in which a plurality of polymer chains are bonded to the core portion.
  • resins include dendrimers (including star-shaped polymers).
  • specific examples of dendrimers include polymer compounds C-1 to C-31 described in paragraph numbers 0196 to 0209 of JP-A No. 2013-043962.
  • the resin used as a dispersant is also preferably a resin containing a repeating unit having an ethylenically unsaturated bond-containing group in its side chain.
  • the content of the repeating unit having an ethylenically unsaturated bond-containing group in its side chain is preferably 10 mol% or more, more preferably 10 to 80 mol%, and more preferably 20 to 70 mol% of the total repeating units of the resin. More preferably, it is mol%.
  • resins described in JP 2018-087939, block copolymers (EB-1) to (EB-9) described in paragraph numbers 0219 to 0221 of Patent No. 6432077, and international publication Polyethyleneimine having a polyester side chain described in No. 2016/104803, block copolymer described in International Publication No. 2019/125940, block polymer having an acrylamide structural unit described in JP 2020-066687, A block polymer having an acrylamide structural unit described in JP-A No. 2020-066688, a dispersant described in International Publication No. 2016/104803, etc. can also be used.
  • Dispersants are also available as commercial products, and specific examples include the Disperbyk series manufactured by Byk Chemie (for example, Disperbyk-111, 161, 2001, etc.), Solsperse manufactured by Nippon Lubrizol Co., Ltd. series (for example, Solsperse 20000, 76500, etc.), Ajisperse series manufactured by Ajinomoto Fine Techno, Inc., and the like. Further, the product described in paragraph number 0129 of JP 2012-137564A and the product described in paragraph number 0235 of JP 2017-194662A can also be used as a dispersant.
  • the content of resin in the total solid content of the coloring composition is preferably 1 to 50% by mass.
  • the upper limit is preferably 40% by mass or less, more preferably 30% by mass or less.
  • the lower limit is preferably 5% by mass or more, more preferably 10% by mass or more.
  • the colored composition of the present invention may contain only one type of resin, or may contain two or more types of resin. When two or more types of resin are included, the total amount thereof is preferably within the above range.
  • the colored composition of the present invention preferably contains a polymerizable compound.
  • the polymerizable compound include compounds having an ethylenically unsaturated bond-containing group.
  • the ethylenically unsaturated bond-containing group include a vinyl group, (meth)allyl group, and (meth)acryloyl group.
  • the polymerizable compound used in the present invention is preferably a radically polymerizable compound.
  • the polymerizable compound may be in any chemical form such as a monomer, prepolymer, or oligomer, but monomers are preferred.
  • the molecular weight of the polymerizable compound is preferably 100 to 3,000.
  • the upper limit is preferably 2000 or less, more preferably 1500 or less.
  • the lower limit is preferably 150 or more, more preferably 250 or more.
  • the ethylenically unsaturated bond-containing group value (hereinafter referred to as C ⁇ C value) of the polymerizable compound is preferably 2 to 14 mmol/g from the viewpoint of stability of the coloring composition over time.
  • the lower limit is preferably 3 mmol/g or more, more preferably 4 mmol/g or more, and even more preferably 5 mmol/g or more.
  • the upper limit is preferably 12 mmol/g or less, more preferably 10 mmol/g or less, and even more preferably 8 mmol/g or less.
  • the C ⁇ C value of a polymerizable compound is a value calculated by dividing the number of ethylenically unsaturated bond-containing groups contained in one molecule of the polymerizable compound by the molecular weight of the polymerizable compound.
  • the polymerizable compound is preferably a compound containing three or more ethylenically unsaturated bond-containing groups, and more preferably a compound containing four or more ethylenically unsaturated bond-containing groups.
  • the upper limit of the ethylenically unsaturated bond-containing groups is preferably 15 or less, more preferably 10 or less, and even more preferably 6 or less from the viewpoint of the stability of the coloring composition over time.
  • the polymerizable compound is preferably a trifunctional or higher functional (meth)acrylate compound, more preferably a trifunctional to 15 functional (meth)acrylate compound, and a trifunctional to 10 functional (meth)acrylate compound. More preferably, it is a tri- to hexa-functional (meth)acrylate compound.
  • polymerizable compounds examples include dipentaerythritol tri(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, and modified products of these compounds.
  • modified product examples include compounds having a structure in which the (meth)acryloyl groups of the above compounds are bonded via an alkyleneoxy group, such as ethoxylated dipentaerythritol hexa(meth)acrylate.
  • Specific examples include compounds represented by formula (Z-4) and compounds represented by formula (Z-5).
  • E is each independently -((CH 2 ) y CH 2 O)-, or -((CH 2 ) y CH(CH 3 )O)- , each y independently represents an integer of 0 to 10, and each X independently represents a (meth)acryloyl group, a hydrogen atom, or a carboxy group.
  • the total number of (meth)acryloyl groups is 3 or 4
  • each m independently represents an integer of 0 to 10
  • the total of each m is an integer of 0 to 40.
  • the total number of (meth)acryloyl groups is 5 or 6
  • each n independently represents an integer of 0 to 10, and the total of each n is an integer of 0 to 60.
  • m is preferably an integer of 0 to 6, more preferably an integer of 0 to 4. Further, the sum of each m is preferably an integer of 2 to 40, more preferably an integer of 2 to 16, and particularly preferably an integer of 4 to 8.
  • n is preferably an integer of 0 to 6, more preferably an integer of 0 to 4. Further, the sum of each n is preferably an integer of 3 to 60, more preferably an integer of 3 to 24, and particularly preferably an integer of 6 to 12.
  • polypentaerythritol poly(meth)acrylate as shown in the following formula (Z-6) can also be used.
  • X 1 to X 6 each independently represent a hydrogen atom or a (meth)acryloyl group, and n represents an integer of 1 to 10. However, at least one of X 1 to X 6 is a (meth)acryloyl group.
  • the polymerizable compound used in the present invention is at least one selected from the group consisting of dipentaerythritol hexa(meth)acrylate, dipentaerythritol penta(meth)acrylate, polypentaerythritol poly(meth)acrylate, and modified products thereof. Preferably it is a seed.
  • Commercially available products include KAYARAD D-310, DPHA, DPEA-12 (manufactured by Nippon Kayaku Co., Ltd.), NK Ester A-DPH-12E, and TPOA-50 (manufactured by Shin-Nakamura Chemical Industry Co., Ltd.). Can be mentioned.
  • diglycerin EO (ethylene oxide) modified (meth)acrylate commercially available product is M-460; manufactured by Toagosei
  • pentaerythritol tetra(meth)acrylate manufactured by Shin Nakamura Chemical Co., Ltd.
  • NK ester A-TMMT 1,6-hexanediol diacrylate
  • RP-1040 Nippon Kayaku Co., Ltd.
  • Aronix TO-2349 Toagosei Co., Ltd.
  • NK Oligo UA-7200 manufactured by Shin-Nakamura Chemical Co., Ltd.
  • 8UH-1006, 8UH-1012 manufactured by Taisei Fine Chemical Co., Ltd.
  • Light Acrylate POB-A0 manufactured by Kyoeisha Chemical Co., Ltd.
  • trimethylolpropane tri(meth)acrylate trimethylolpropanepropylene oxide modified tri(meth)acrylate, trimethylolpropane ethylene oxide modified tri(meth)acrylate, isocyanuric acid ethylene oxide modified tri(meth)acrylate
  • trifunctional (meth)acrylate compounds such as pentaerythritol tri(meth)acrylate.
  • Commercially available trifunctional (meth)acrylate compounds include Aronix M-309, M-310, M-321, M-350, M-360, M-313, M-315, M-306, M-305.
  • M-303, M-452, M-450 (manufactured by Toagosei Co., Ltd.), NK ester A9300, A-GLY-9E, A-GLY-20E, A-TMM-3, A-TMM-3L, A -TMM-3LM-N, A-TMPT, TMPT (manufactured by Shin Nakamura Chemical Co., Ltd.), KAYARAD GPO-303, TMPTA, THE-330, TPA-330, PET-30 (manufactured by Nippon Kayaku Co., Ltd.) Examples include.
  • a compound having an acid group such as a carboxy group, a sulfo group, or a phosphoric acid group can also be used.
  • Commercially available products of such compounds include Aronix M-305, M-510, M-520, Aronix TO-2349 (manufactured by Toagosei Co., Ltd.), and the like.
  • a compound having a caprolactone structure can also be used as the polymerizable compound.
  • the description in paragraphs 0042 to 0045 of JP-A No. 2013-253224 can be referred to, the contents of which are incorporated herein.
  • Examples of compounds having a caprolactone structure include DPCA-20, DPCA-30, DPCA-60, and DPCA-120, which are commercially available from Nippon Kayaku Co., Ltd. as the KAYARAD DPCA series.
  • a polymerizable compound having a fluorene skeleton can also be used.
  • Commercially available products include Ogsol EA-0200 and EA-0300 (manufactured by Osaka Gas Chemical Co., Ltd., (meth)acrylate monomer having a fluorene skeleton).
  • the polymerizable compound it is also preferable to use a compound that does not substantially contain environmentally controlled substances such as toluene.
  • environmentally controlled substances such as toluene.
  • Commercially available products of such compounds include KAYARAD DPHA LT, KAYARAD DPEA-12 LT (manufactured by Nippon Kayaku Co., Ltd.), and the like.
  • urethane acrylates such as those described in Japanese Patent Publication No. 48-041708, Japanese Patent Application Laid-open No. 51-037193, Japanese Patent Publication No. 02-032293, and Japanese Patent Publication No. 02-016765 are used. Also suitable are urethane compounds having an ethylene oxide skeleton described in Japanese Patent Publication No. 58-049860, Japanese Patent Publication No. 56-017654, Japanese Patent Publication No. 62-039417, and Japanese Patent Publication No. 62-039418.
  • polymerizable compounds having an amino structure or a sulfide structure in the molecule described in JP-A-63-277653, JP-A-63-260909, and JP-A-01-105238.
  • the polymerizable compounds include UA-7200 (manufactured by Shin Nakamura Chemical Industry Co., Ltd.), DPHA-40H (manufactured by Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, AH-600, Commercially available products such as T-600, AI-600, LINC-202UA (manufactured by Kyoeisha Chemical Co., Ltd.) can also be used.
  • the content of the polymerizable compound in the total solid content of the coloring composition is preferably 1 to 35% by mass.
  • the upper limit is preferably 30% by mass or less, more preferably 25% by mass or less.
  • the lower limit is preferably 2% by mass or more, more preferably 5% by mass or more.
  • the colored composition of the present invention may contain only one kind of polymerizable compound, or may contain two or more kinds of polymerizable compounds. When two or more types of polymerizable compounds are included, it is preferable that the total amount thereof falls within the above range.
  • the colored composition of the present invention can contain a photopolymerization initiator.
  • the colored composition of the present invention contains a polymerizable compound, it is preferable that the colored composition of the present invention further contains a photopolymerization initiator.
  • the photopolymerization initiator is not particularly limited and can be appropriately selected from known photopolymerization initiators. For example, compounds having photosensitivity to light in the ultraviolet to visible range are preferred.
  • the photopolymerization initiator is preferably a radical photopolymerization initiator.
  • photopolymerization initiators include halogenated hydrocarbon derivatives (e.g., compounds with a triazine skeleton, compounds with an oxadiazole skeleton, etc.), acylphosphine compounds, hexaarylbiimidazole compounds, oxime compounds, organic peroxides, thio compounds, ketone compounds, aromatic onium salts, ⁇ -hydroxyketone compounds, ⁇ -aminoketone compounds, and the like.
  • halogenated hydrocarbon derivatives e.g., compounds with a triazine skeleton, compounds with an oxadiazole skeleton, etc.
  • acylphosphine compounds e.g., acylphosphine compounds, hexaarylbiimidazole compounds, oxime compounds, organic peroxides, thio compounds, ketone compounds, aromatic onium salts, ⁇ -hydroxyketone compounds, ⁇ -aminoketone compounds, and the like.
  • photopolymerization initiators include trihalomethyltriazine compounds, benzyl dimethyl ketal compounds, ⁇ -hydroxyketone compounds, ⁇ -aminoketone compounds, acylphosphine compounds, phosphine oxide compounds, metallocene compounds, oxime compounds, and hexaarylbylene compounds.
  • imidazole compounds onium compounds, benzothiazole compounds, benzophenone compounds, acetophenone compounds, cyclopentadiene-benzene-iron complexes, halomethyloxadiazole compounds and 3-aryl substituted coumarin compounds, oxime compounds, ⁇ -hydroxyketones
  • the compound is more preferably a compound selected from a compound, an ⁇ -aminoketone compound, and an acylphosphine compound, and even more preferably an oxime compound.
  • photopolymerization initiators compounds described in paragraphs 0065 to 0111 of JP-A-2014-130173, compounds described in Japanese Patent No. 6301489, MATERIAL STAGE 37 to 60p, vol. 19, No.
  • hexaarylbiimidazole compounds include 2,2',4-tris(2-chlorophenyl)-5-(3,4-dimethoxyphenyl)-4,5-diphenyl-1,1'-biimidazole, etc. can be mentioned.
  • ⁇ -hydroxyketone compounds include Omnirad 184, Omnirad 1173, Omnirad 2959, Omnirad 127 (manufactured by IGM Resins B.V.), Irgacure 184, and Irgacure 1. 173, Irgacure 2959, Irgacure 127 (all BASF (manufactured by a company).
  • Commercially available ⁇ -aminoketone compounds include Omnirad 907, Omnirad 369, Omnirad 369E, Omnirad 379EG (manufactured by IGM Resins B.V.), Irgacure 907, and Irgacure.
  • acylphosphine compounds include Omnirad 819, Omnirad TPO (manufactured by IGM Resins B.V.), Irgacure 819, Irgacure TPO (manufactured by BASF), and the like.
  • Examples of oxime compounds include the compounds described in JP-A No. 2001-233842, the compounds described in JP-A No. 2000-080068, the compounds described in JP-A No. 2006-342166, and the compounds described in J. C. S. Perkin II (1979, pp. 1653-1660); C. S. Perkin II (1979, pp. 156-162), Journal of Photopolymer Science and Technology (1995, pp. 202-232), JP-A-2000 - Compounds described in Publication No. 066385, Compounds described in Japanese Patent Publication No. 2004-534797, compounds described in Japanese Patent Application Publication No. 2006-342166, compounds described in Japanese Patent Application Publication No. 2017-019766, compounds described in Japanese Patent No.
  • oxime compounds include 3-benzoyloxyiminobutan-2-one, 3-acetoxyiminobutan-2-one, 3-propionyloxyiminobutan-2-one, 2-acetoxyiminopentan-3-one, 2-acetoxyimino-1-phenylpropan-1-one, 2-benzoyloxyimino-1-phenylpropan-1-one, 3-(4-toluenesulfonyloxy)iminobutan-2-one, 2-ethoxycarbonyloxyimino -1-phenylpropan-1-one, 1-[4-(phenylthio)phenyl]-3-cyclohexyl-propane-1,2-dione-2-(O-acetyloxime), and the like.
  • an oxime compound having a fluorene ring can also be used.
  • oxime compounds having a fluorene ring include compounds described in JP-A No. 2014-137466, compounds described in Japanese Patent No. 6636081, compounds described in Korean Patent Publication No. 10-2016-0109444, Examples include fluorenylaminoketone photoinitiators described in Japanese Patent Publication No. 2020-507664 and oxime ester compounds described in International Publication No. 2021/023144.
  • an oxime compound having a skeleton in which at least one benzene ring of the carbazole ring is a naphthalene ring is also possible.
  • Specific examples of such oxime compounds include compounds described in International Publication No. 2013/083505.
  • an oxime compound having a fluorine atom can also be used as a photopolymerization initiator.
  • oxime compounds having a fluorine atom include compounds described in JP-A No. 2010-262028, compounds 24, 36 to 40 described in Japanese Patent Application Publication No. 2014-500852, and compounds described in JP-A No. 2013-164471. Examples include compound (C-3).
  • an oxime compound having a nitro group can be used as the photopolymerization initiator. It is also preferable that the oxime compound having a nitro group is in the form of a dimer.
  • Specific examples of oxime compounds having a nitro group include compounds described in paragraph numbers 0031 to 0047 of JP 2013-114249, paragraphs 0008 to 0012, and 0070 to 0079 of JP 2014-137466, Examples include compounds described in paragraph numbers 0007 to 0025 of Japanese Patent No. 4223071, and Adeka Arcles NCI-831 (manufactured by ADEKA Corporation).
  • an oxime compound having a benzofuran skeleton can also be used.
  • Specific examples include OE-01 to OE-75 described in International Publication No. 2015/036910.
  • photopolymerization initiator it is also possible to use an oxime compound in which a substituent having a hydroxy group is bonded to a carbazole skeleton.
  • photopolymerization initiators include compounds described in International Publication No. 2019/088055.
  • oxime compound OX an oxime compound having an aromatic ring group Ar OX1 (hereinafter also referred to as oxime compound OX) in which an electron-withdrawing group is introduced into the aromatic ring.
  • Examples of the electron-withdrawing group possessed by the aromatic ring group Ar OX1 include an acyl group, a nitro group, a trifluoromethyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, and a cyano group,
  • An acyl group and a nitro group are preferred, an acyl group is more preferred because a film with excellent light resistance can be easily formed, and a benzoyl group is even more preferred.
  • the benzoyl group may have a substituent.
  • substituents include halogen atoms, cyano groups, nitro groups, hydroxy groups, alkyl groups, alkoxy groups, aryl groups, aryloxy groups, heterocyclic groups, heterocyclic oxy groups, alkenyl groups, alkylsulfanyl groups, arylsulfanyl groups, It is preferably an acyl group or an amino group, and more preferably an alkyl group, an alkoxy group, an aryl group, an aryloxy group, a heterocyclic oxy group, an alkylsulfanyl group, an arylsulfanyl group, or an amino group. More preferably, it is a sulfanyl group or an amino group.
  • the oxime compound OX is preferably at least one selected from a compound represented by formula (OX1) and a compound represented by formula (OX2), and more preferably a compound represented by formula (OX2). preferable.
  • R X3 to R X14 each independently represent a hydrogen atom or a substituent; However, at least one of R X10 to R X14 is an electron-withdrawing group.
  • electron-withdrawing groups include acyl groups, nitro groups, trifluoromethyl groups, alkylsulfinyl groups, arylsulfinyl groups, alkylsulfonyl groups, arylsulfonyl groups, and cyano groups, with acyl groups and nitro groups being preferred;
  • An acyl group is more preferable, and a benzoyl group is even more preferable because it facilitates the formation of a film with excellent properties.
  • R X12 is preferably an electron-withdrawing group
  • R X10 , R X11 , R X13 , and R X14 are preferably hydrogen atoms.
  • oxime compound OX examples include compounds described in paragraph numbers 0083 to 0105 of Japanese Patent No. 4,600,600.
  • oxime compounds preferably used in the present invention are shown below, but the present invention is not limited thereto.
  • the oxime compound is preferably a compound having a maximum absorption wavelength in a wavelength range of 350 to 500 nm, more preferably a compound having a maximum absorption wavelength in a wavelength range of 360 to 480 nm.
  • the molar extinction coefficient of the oxime compound at a wavelength of 365 nm or 405 nm is preferably high, more preferably from 1000 to 300,000, even more preferably from 2000 to 300,000, and even more preferably from 5000 to 200,000. It is particularly preferable that there be.
  • the molar extinction coefficient of a compound can be measured using a known method. For example, it is preferable to measure with a spectrophotometer (Cary-5 spectrophotometer manufactured by Varian) using an ethyl acetate solvent at a concentration of 0.01 g/L.
  • the photopolymerization initiator it is also preferable to use a combination of Irgacure OXE01 (manufactured by BASF) and/or Irgacure OXE02 (manufactured by BASF) and Omnirad 2959 (manufactured by IGM Resins B.V.).
  • a difunctional, trifunctional or more functional photoradical polymerization initiator may be used as the photopolymerization initiator.
  • a radical photopolymerization initiator two or more radicals are generated from one molecule of the radical photopolymerization initiator, so that good sensitivity can be obtained.
  • the crystallinity decreases and the solubility in solvents improves, making it difficult to precipitate over time, thereby improving the stability of the resin composition over time.
  • Specific examples of bifunctional or trifunctional or more functional photoradical polymerization initiators include those listed in Japanese Patent Publication No. 2010-527339, Japanese Patent Publication No. 2011-524436, International Publication No.
  • the content of the photopolymerization initiator in the total solid content of the colored composition is preferably 0.1 to 30% by mass.
  • the lower limit is preferably 0.5% by mass or more, more preferably 1% by mass or more.
  • the upper limit is preferably 20% by mass or less, more preferably 15% by mass or less.
  • only one type of photopolymerization initiator may be used, or two or more types may be used. When two or more types are used, it is preferable that their total amount falls within the above range.
  • the colored composition of the present invention contains a solvent.
  • the solvent include organic solvents.
  • the type of solvent is basically not particularly limited as long as it satisfies the solubility of each component and the coatability of the composition.
  • the organic solvent include ester solvents, ketone solvents, alcohol solvents, amide solvents, ether solvents, and hydrocarbon solvents.
  • paragraph number 0223 of International Publication No. 2015/166779 can be referred to, the contents of which are incorporated herein.
  • Ester solvents substituted with a cyclic alkyl group and ketone solvents substituted with a cyclic alkyl group can also be preferably used.
  • organic solvents include polyethylene glycol monomethyl ether, dichloromethane, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2 -Heptanone, 2-pentanone, 3-pentanone, 4-heptanone, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, 4-methylcyclohexanone, cycloheptanone, cyclooctanone, cyclohexyl acetate, cyclopentanone, ethyl carbitol Acetate, butyl carbitol acetate, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, 3-methoxy-N,N-dimethylpropanamide, 3-butoxy-N
  • aromatic hydrocarbons benzene, toluene, xylene, ethylbenzene, etc.
  • organic solvents for environmental reasons (for example, 50 mass ppm (parts) based on the total amount of organic solvents). per million), 10 mass ppm or less, and 1 mass ppm or less).
  • an organic solvent with a low metal content it is preferable to use an organic solvent with a low metal content. It is preferable that the metal content of the organic solvent is, for example, 10 mass ppb (parts per billion) or less. If necessary, an organic solvent at a mass ppt (parts per trillion) level may be used, and such an organic solvent is provided by Toyo Gosei Co., Ltd. (Kagaku Kogyo Nippo, November 13, 2015). .
  • Examples of methods for removing impurities such as metals from organic solvents include distillation (molecular distillation, thin film distillation, etc.) and filtration using a filter.
  • the filter pore diameter of the filter used for filtration is preferably 10 ⁇ m or less, more preferably 5 ⁇ m or less, and even more preferably 3 ⁇ m or less.
  • the material of the filter is preferably polytetrafluoroethylene, polyethylene, or nylon.
  • the organic solvent may contain isomers (compounds with the same number of atoms but different structures). Moreover, only one type of isomer may be included, or multiple types may be included.
  • the content of peroxide in the organic solvent is 0.8 mmol/L or less, and it is more preferable that the organic solvent contains substantially no peroxide.
  • the content of the solvent in the coloring composition is preferably 10 to 95% by mass, more preferably 20 to 90% by mass, and even more preferably 30 to 90% by mass.
  • the colored composition of the present invention does not substantially contain environmentally regulated substances.
  • "not substantially containing environmentally controlled substances” means that the content of environmentally controlled substances in the coloring composition is 50 mass ppm or less, preferably 30 mass ppm or less. , more preferably 10 mass ppm or less, particularly preferably 1 mass ppm or less.
  • environmentally controlled substances include benzene; alkylbenzenes such as toluene and xylene; and halogenated benzenes such as chlorobenzene.
  • REACH Registration Evaluation Authorization and Restriction of CHemicals
  • PRTR Policy Release and It is registered as an environmentally regulated substance under the Transfer Register Act
  • VOC Volatile Organic Compounds
  • VOC Volatile Organic Compounds
  • the method is strictly regulated.
  • These compounds may be used as a solvent when producing each component used in the coloring composition, and may be mixed into the coloring composition as a residual solvent. From the viewpoint of human safety and environmental considerations, it is preferable to reduce the amount of these substances as much as possible.
  • methods for reducing environmentally controlled substances include a method of heating or reducing pressure in the system to raise the temperature above the boiling point of the environmentally controlled substance to distill off the environmentally controlled substances from the system.
  • distillation methods can be used at the stage of raw materials, at the stage of products obtained by reacting raw materials (for example, resin solution or polyfunctional monomer solution after polymerization), or at the stage of colored compositions prepared by mixing these compounds. This is possible at any stage.
  • the colored composition of the present invention can further contain an infrared absorber.
  • an infrared absorber For example, when forming an infrared transmitting filter using the colored composition of the present invention, the wavelength of light transmitted through the film obtained by incorporating an infrared absorber into the colored composition is shifted to a longer wavelength side. can be done.
  • the infrared absorber is preferably a compound having a maximum absorption wavelength on the longer wavelength side than the wavelength of 700 nm.
  • the infrared absorber is preferably a compound having a maximum absorption wavelength in a range of more than 700 nm and less than 1800 nm.
  • the ratio A 1 /A 2 between the absorbance A 1 at a wavelength of 500 nm and the absorbance A 2 at the maximum absorption wavelength of the infrared absorbent is preferably 0.08 or less, and more preferably 0.04 or less.
  • Infrared absorbers include pyrrolopyrrole compounds, cyanine compounds, squarylium compounds, phthalocyanine compounds, naphthalocyanine compounds, quaterylene compounds, merocyanine compounds, croconium compounds, oxonol compounds, iminium compounds, dithiol compounds, triarylmethane compounds, pyrromethene compounds, and azomethine. compounds, anthraquinone compounds, dibenzofuranone compounds, dithiolene metal complexes, metal oxides, metal borides, and the like.
  • JP-077153 oxytitanium phthalocyanine described in JP-A 2006-343631, and paragraphs 0013 to 0029 of JP-A 2013-195480.
  • Examples of naphthalocyanine compounds include compounds described in paragraph number 0093 of JP-A No. 2012-077153.
  • dithiolene metal complex include compounds described in Japanese Patent No. 5733804.
  • metal oxide examples include indium tin oxide, antimony tin oxide, zinc oxide, Al-doped zinc oxide, fluorine-doped tin dioxide, niobium-doped titanium dioxide, and tungsten oxide.
  • metal borides include lanthanum boride.
  • Commercially available lanthanum boride products include LaB 6 -F (manufactured by Nippon Shinkinzoku Co., Ltd.).
  • a metal boride the compound described in International Publication No. 2017/119394 can also be used.
  • commercially available indium tin oxide products include F-ITO (manufactured by DOWA Hitech Co., Ltd.).
  • infrared absorbers examples include squarylium compounds described in JP 2017-197437, squarylium compounds described in JP 2017-025311, squarylium compounds described in International Publication No. 2016/154782, and Japanese Patent No. 5884953.
  • squarylium compounds described in Japanese Patent No. 6036689 examples include squarylium compounds described in Japanese Patent No. 5810604, squarylium compounds described in paragraphs 0090 to 0107 of International Publication No. 2017/213047, Japanese Patent Publication No.
  • tungsten oxide represented by the following formula described in paragraph number 0025 of European Patent No. 3,628,645 can also be used.
  • M 1 and M 2 represent ammonium cations or metal cations, a is 0.01 to 0.5, b is 0 to 0.5, c is 1, and d is 2.5 to 3.
  • e is 0.01 to 0.75, n is 1, 2 or 3, m is 1, 2 or 3, and R represents a hydrocarbon group which may have a substituent. represent.
  • the content of the infrared absorber in the total solid content of the coloring composition is preferably 1 to 40% by mass.
  • the lower limit is preferably 2% by mass or more, more preferably 5% by mass or more, and even more preferably 10% by mass or more.
  • the upper limit is preferably 30% by mass or less, more preferably 25% by mass or less.
  • the colored composition of the present invention may contain only one type of infrared absorber, or may contain two or more types of infrared absorbers. When two or more types of infrared absorbers are included, the total amount thereof is preferably within the above range.
  • the colored composition of the present invention can contain a pigment derivative.
  • Pigment derivatives are used, for example, as dispersion aids.
  • a dispersion aid is a material for improving the dispersibility of pigments in a coloring composition.
  • the pigment derivative include compounds having at least one structure selected from the group consisting of a pigment structure and a triazine structure, and an acid group or a basic group.
  • Examples of the acid group that the pigment derivative has include a carboxy group, a sulfo group, a phosphoric acid group, a boronic acid group, an imide acid group, and salts thereof.
  • Atoms or atomic groups constituting the salt include alkali metal ions (Li + , Na + , K + , etc.), alkaline earth metal ions (Ca 2+ , Mg 2+ , etc.), ammonium ions, imidazolium ions, pyridinium ions, Examples include phosphonium ions.
  • the imide acid group is preferably a group represented by -SO 2 NHSO 2 R X1 , -CONHSO 2 R X2 , -CONHCOR X3 or -SO 2 NHCOR , or -SO 2 NHCOR X4 is more preferred, and -SO 2 NHSO 2 R X1 or -CONHSO 2 R X2 is even more preferred.
  • R X1 to R X4 each independently represent an alkyl group or an aryl group.
  • the alkyl group and aryl group represented by R X1 to R X4 may have a substituent.
  • the substituent is preferably a halogen atom, more preferably a fluorine atom.
  • R X1 to R X4 are each independently preferably an alkyl group containing a fluorine atom or an aryl group containing a fluorine atom, and more preferably an alkyl group containing a fluorine atom.
  • the number of carbon atoms in the alkyl group containing a fluorine atom is preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 to 3.
  • the number of carbon atoms in the aryl group containing a fluorine atom is preferably 6 to 20, more preferably 6 to 12, and even more preferably 6.
  • Examples of the basic group that the pigment derivative has include an amino group, a pyridinyl group and its salts, an ammonium group salt, and a phthalimidomethyl group.
  • Examples of atoms or atomic groups constituting the salt include hydroxide ions, halogen ions, carboxylate ions, sulfonate ions, and phenoxide ions.
  • Examples of the amino group include a group represented by -NR x11 R x12 and a cyclic amino group.
  • R x11 and R x12 each independently represent a hydrogen atom, an alkyl group, or an aryl group, and preferably an alkyl group. That is, the amino group is preferably a dialkylamino group.
  • the number of carbon atoms in the alkyl group is preferably 1 to 10, more preferably 1 to 5, and even more preferably 1 to 3.
  • the alkyl group may be linear, branched, or cyclic, preferably linear or branched, and more preferably linear.
  • the alkyl group may have a substituent. Examples of the substituent include the substituent T described below.
  • the number of carbon atoms in the aryl group is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 12.
  • the aryl group may have a substituent. Examples of the substituent include the substituent T described below.
  • cyclic amino group examples include a pyrrolidine group, a piperidine group, a piperazine group, and a morpholine group. These groups may further have a substituent.
  • a pigment derivative having excellent visible transparency (hereinafter also referred to as a transparent pigment derivative) can be used.
  • the maximum molar extinction coefficient ( ⁇ max) of the transparent pigment derivative in the wavelength region of 400 to 700 nm is preferably 3000 L ⁇ mol ⁇ 1 ⁇ cm ⁇ 1 or less, and preferably 1000 L ⁇ mol ⁇ 1 ⁇ cm ⁇ 1 or less. is more preferable, and even more preferably 100 L ⁇ mol ⁇ 1 ⁇ cm ⁇ 1 or less.
  • the lower limit of ⁇ max is, for example, 1 L ⁇ mol ⁇ 1 ⁇ cm ⁇ 1 or more, and may be 10 L ⁇ mol ⁇ 1 ⁇ cm ⁇ 1 or more.
  • the content of the pigment derivative is preferably 1 to 30 parts by weight, more preferably 2 to 15 parts by weight, and even more preferably 4 to 10 parts by weight, based on 100 parts by weight of the pigment. Further, the content of the pigment derivative is preferably 5 to 50 parts by weight, more preferably 10 to 40 parts by weight, and even more preferably 15 to 30 parts by weight based on 100 parts by weight of compound Y. Only one type of pigment derivative may be used, or two or more types may be used in combination. When two or more types are used in combination, it is preferable that the total amount is within the above range.
  • the colored composition of the present invention can also contain polyalkyleneimine.
  • Polyalkyleneimines are used, for example, as dispersion aids for pigments.
  • a dispersion aid is a material for improving the dispersibility of pigments in a coloring composition.
  • Polyalkyleneimine is a polymer obtained by ring-opening polymerization of alkyleneimine.
  • Polyalkyleneimine is a polymer having a branched structure containing a primary amino group, a secondary amino group, and a tertiary amino group, respectively.
  • the alkyleneimine preferably has 2 to 6 carbon atoms, more preferably 2 to 4 carbon atoms, even more preferably 2 or 3 carbon atoms, and particularly preferably 2 carbon atoms.
  • the value of the number average molecular weight measured by the viscosity method is used. If the viscosity method cannot be used or it is difficult to measure, the number average molecular weight in terms of polystyrene measured by GPC (gel permeation chromatography) is used.
  • the amine value of the polyalkyleneimine is preferably 5 mmol/g or more, more preferably 10 mmol/g or more, and even more preferably 15 mmol/g or more.
  • alkyleneimine examples include ethyleneimine, propyleneimine, 1,2-butyleneimine, 2,3-butyleneimine, etc. Ethyleneimine or propyleneimine is preferable, and ethyleneimine is more preferable. preferable. It is particularly preferred that the polyalkyleneimine is polyethyleneimine. Further, the polyethyleneimine preferably contains 10 mol% or more, more preferably 20 mol% or more of primary amino groups based on the total of primary amino groups, secondary amino groups, and tertiary amino groups. , more preferably 30 mol% or more.
  • Commercial products of polyethyleneimine include Epomin SP-003, SP-006, SP-012, SP-018, SP-200, and P-1000 (all manufactured by Nippon Shokubai Co., Ltd.).
  • the content of polyalkyleneimine in the total solid content of the coloring composition is preferably 0.1 to 5% by mass.
  • the lower limit is preferably 0.2% by mass or more, more preferably 0.5% by mass or more, and even more preferably 1% by mass or more.
  • the upper limit is preferably 4.5% by mass or less, more preferably 4% by mass or less, and even more preferably 3% by mass or less.
  • the content of polyalkyleneimine is preferably 0.5 to 20 parts by weight per 100 parts by weight of the pigment.
  • the lower limit is preferably 0.6 parts by mass or more, more preferably 1 part by mass or more, and even more preferably 2 parts by mass or more.
  • the upper limit is preferably 10 parts by mass or less, more preferably 8 parts by mass or less. Only one type of polyalkylene imine may be used, or two or more types may be used. When two or more types are used, the total amount thereof is preferably within the above range.
  • the colored composition of the present invention may also contain a curing accelerator.
  • the curing accelerator include thiol compounds, methylol compounds, amine compounds, phosphonium salt compounds, amidine salt compounds, amide compounds, base generators, isocyanate compounds, alkoxysilane compounds, onium salt compounds, and the like.
  • Specific examples of the curing accelerator include compounds described in paragraph numbers 0094 to 0097 of International Publication No. 2018/056189, compounds described in paragraph numbers 0246 to 0253 of JP 2015-034963, and JP 2013-041165. Compounds described in paragraph numbers 0186 to 0251 of JP-A No.
  • the content of the curing accelerator in the total solid content of the colored composition is preferably 0.3 to 8.9% by mass, more preferably 0.8 to 6.4% by mass.
  • the colored composition of the present invention can contain an ultraviolet absorber.
  • the ultraviolet absorber include conjugated diene compounds, aminodiene compounds, salicylate compounds, benzophenone compounds, benzotriazole compounds, acrylonitrile compounds, hydroxyphenyltriazine compounds, indole compounds, triazine compounds, dibenzoyl compounds, and the like. Specific examples of such compounds include paragraph numbers 0038 to 0052 of JP2009-217221A, paragraphs 0052 to 0072 of JP2012-208374A, and paragraphs 0317 to 0317 of JP2013-068814A.
  • UV absorbers include compounds having the following structures.
  • Examples of commercially available UV absorbers include UV-503 (manufactured by Daito Kagaku Co., Ltd.), Tinuvin series and Uvinul series manufactured by BASF, and Sumisorb series manufactured by Sumika Chemtex Co., Ltd. .
  • examples of the benzotriazole compound include the MYUA series manufactured by Miyoshi Yushi (Kagaku Kogyo Nippo, February 1, 2016).
  • the ultraviolet absorbers include compounds described in paragraph numbers 0049 to 0059 of Patent No. 6268967, compounds described in paragraph numbers 0059 to 0076 of International Publication No. 2016/181987, and compounds described in International Publication No. 2020/137819. It is also possible to use the thioaryl group-substituted benzotriazole type ultraviolet absorber described in , and the reactive triazine ultraviolet absorber described in JP-A-2021-178918.
  • the colored composition of the present invention can contain a polymerization inhibitor.
  • Polymerization inhibitors include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, tert-butylcatechol, benzoquinone, 4,4'-thiobis(3-methyl-6-tert-butylphenol), Examples include 2,2'-methylenebis(4-methyl-6-t-butylphenol) and N-nitrosophenylhydroxyamine salts (ammonium salts, cerous salts, etc.). Among them, p-methoxyphenol is preferred.
  • the content of the polymerization inhibitor in the total solid content of the coloring composition is preferably 0.0001 to 5% by mass.
  • the number of polymerization inhibitors may be one, or two or more. In the case of two or more types, it is preferable that the total amount falls within the above range.
  • the colored composition of the present invention can contain a silane coupling agent.
  • the silane coupling agent means a silane compound having a hydrolyzable group and other functional groups.
  • the term "hydrolyzable group" refers to a substituent that is directly bonded to a silicon atom and can form a siloxane bond through at least one of a hydrolysis reaction and a condensation reaction. Examples of the hydrolyzable group include a halogen atom, an alkoxy group, an acyloxy group, and an alkoxy group is preferred. That is, the silane coupling agent is preferably a compound having an alkoxysilyl group.
  • Examples of functional groups other than hydrolyzable groups include vinyl groups, (meth)allyl groups, (meth)acryloyl groups, mercapto groups, epoxy groups, oxetanyl groups, amino groups, ureido groups, sulfide groups, and isocyanate groups. , phenyl group, etc., and amino group, (meth)acryloyl group and epoxy group are preferable.
  • silane coupling agents include N- ⁇ -aminoethyl- ⁇ -aminopropylmethyldimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-602), N- ⁇ -aminoethyl- ⁇ -amino Propyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-603), N- ⁇ -aminoethyl- ⁇ -aminopropyltriethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBE-602), ⁇ -Aminopropyltrimethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-903), ⁇ -aminopropyltriethoxysilane (manufactured by Shin-Etsu Chemical Co., Ltd., trade name KBM-
  • silane coupling agents include compounds described in paragraph numbers 0018 to 0036 of JP-A No. 2009-288703 and compounds described in paragraph numbers 0056 to 0066 of JP-A No. 2009-242604. , the contents of which are incorporated herein.
  • the content of the silane coupling agent in the total solid content of the colored composition is preferably 0.01 to 15.0% by mass, more preferably 0.05 to 10.0% by mass. Only one type of silane coupling agent may be used, or two or more types may be used. In the case of two or more types, it is preferable that the total amount falls within the above range.
  • the colored composition of the present invention can contain a surfactant.
  • a surfactant various surfactants such as fluorine surfactants, nonionic surfactants, cationic surfactants, anionic surfactants, and silicone surfactants can be used.
  • the surfactant is preferably a silicone surfactant or a fluorine surfactant.
  • the fluorine content in the fluorine surfactant is preferably 3 to 40% by mass, more preferably 5 to 30% by mass, and particularly preferably 7 to 25% by mass.
  • a fluorine-based surfactant having a fluorine content within this range is effective in terms of uniformity of coating film thickness and liquid saving, and has good solubility in the coloring composition.
  • fluorine-based surfactants examples include surfactants described in paragraph numbers 0060 to 0064 of JP 2014-041318 (corresponding paragraph numbers 0060 to 0064 of WO 2014/017669), and the like; Examples include the surfactants described in paragraph numbers 0117 to 0132 of Publication No. 132503 and the surfactants described in JP-A-2020-008634, the contents of which are incorporated herein.
  • Commercially available fluorosurfactants include Megafac F-171, F-172, F-173, F-176, F-177, F-141, F-142, F-143, F-144.
  • Fluorine-based surfactants include acrylic compounds that have a molecular structure with a functional group containing a fluorine atom, and when heated, the functional group containing a fluorine atom is severed and the fluorine atom volatizes. Can be used.
  • fluorine-based surfactants include Megafac DS series manufactured by DIC Corporation (Kagaku Kogyo Nippo (February 22, 2016), Nikkei Sangyo Shimbun (February 23, 2016)); Fuck DS-21 is an example.
  • fluorine-based surfactant it is also preferable to use a polymer of a fluorine atom-containing vinyl ether compound having a fluorinated alkyl group or a fluorinated alkylene ether group and a hydrophilic vinyl ether compound.
  • fluorine-based surfactants include the fluorine-based surfactants described in JP-A No. 2016-216602, the content of which is incorporated herein.
  • a block polymer can also be used as the fluorosurfactant.
  • the fluorine-based surfactant has a repeating unit derived from a (meth)acrylate compound having a fluorine atom and two or more (preferably five or more) alkyleneoxy groups (preferably ethyleneoxy group, propyleneoxy group) (meth).
  • a fluorine-containing polymer compound containing a repeating unit derived from an acrylate compound can also be preferably used.
  • the fluorine-containing surfactants described in paragraph numbers 0016 to 0037 of JP-A-2010-032698 and the following compounds are also exemplified as the fluorine-containing surfactant used in the present invention.
  • the weight average molecular weight of the above compound is preferably 3,000 to 50,000, for example 14,000. In the above compound, % indicating the proportion of repeating units is mol%.
  • a fluorine-based surfactant a fluorine-containing polymer having an ethylenically unsaturated bond-containing group in its side chain can also be used.
  • Specific examples include compounds described in paragraph numbers 0050 to 0090 and paragraph numbers 0289 to 0295 of JP-A No. 2010-164965, Megafac RS-101, RS-102, RS-718K manufactured by DIC Corporation, Examples include RS-72-K.
  • compounds described in paragraph numbers 0015 to 0158 of JP-A No. 2015-117327 can also be used.
  • a fluorine-containing imide salt compound represented by formula (fi-1) is also preferable to use as a surfactant.
  • m represents 1 or 2
  • n represents an integer of 1 to 4
  • a represents 1 or 2
  • X a+ represents an a-valent metal ion, a primary ammonium ion, or Represents a secondary ammonium ion, tertiary ammonium ion, quaternary ammonium ion or NH 4 + .
  • nonionic surfactants include glycerol, trimethylolpropane, trimethylolethane, and their ethoxylates and propoxylates (e.g., glycerol propoxylate, glycerol ethoxylate, etc.), polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, Polyoxyethylene oleyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene nonylphenyl ether, polyethylene glycol dilaurate, polyethylene glycol distearate, sorbitan fatty acid ester, Pluronic L10, L31, L61, L62, 10R5, 17R2, 25R2 (BASF Tetronic 304, 701, 704, 901, 904, 150R1 (manufactured by BASF), Solsperse 20000 (manufactured by Japan Lubrizol Co., Ltd.), NCW-101, NCW-1001, NCW-1002 (Fujifilm Wa
  • silicone surfactants examples include DOWSIL SH8400, SH8400 FLUID, FZ-2122, 67 Additive, 74 Additive, M Additive, SF 8419 OIL (manufactured by Dow Toray Industries, Inc.), and TS.
  • F-4300, TSF-4445, TSF-4460, TSF-4452 (manufactured by Momentive Performance Materials), KP-341, KF-6000, KF-6001, KF-6002, KF-6003 (manufactured by Shin-Etsu Chemical Co., Ltd.) , BYK-307, BYK-322, BYK-323, BYK-330, BYK-333, BYK-3760, BYK-UV3510 (manufactured by BYK Chemie), and the like.
  • a compound having the following structure can also be used as the silicone surfactant.
  • the content of the surfactant in the total solid content of the coloring composition is preferably 0.001% by mass to 5.0% by mass, more preferably 0.005% to 3.0% by mass.
  • the number of surfactants may be one, or two or more. In the case of two or more types, it is preferable that the total amount falls within the above range.
  • the colored composition of the present invention can contain an antioxidant.
  • antioxidants include phenol compounds, phosphite compounds, thioether compounds, and the like.
  • the phenol compound any phenol compound known as a phenolic antioxidant can be used.
  • Preferred phenol compounds include hindered phenol compounds.
  • a compound having a substituent at a site adjacent to the phenolic hydroxy group (ortho position) is preferred.
  • the above-mentioned substituents are preferably substituted or unsubstituted alkyl groups having 1 to 22 carbon atoms.
  • a compound having a phenol group and a phosphorous acid ester group in the same molecule is also preferable.
  • phosphorus-based antioxidants can also be suitably used.
  • a phosphorus antioxidant tris[2-[[2,4,8,10-tetrakis(1,1-dimethylethyl)dibenzo[d,f][1,3,2]dioxaphosphepine-6 -yl]oxy]ethyl]amine, tris[2-[(4,6,9,11-tetra-tert-butyldibenzo[d,f][1,3,2]dioxaphosphepin-2-yl )oxy]ethyl]amine, ethylbis(2,4-di-tert-butyl-6-methylphenyl) phosphite, and the like.
  • antioxidants include, for example, Adekastab AO-20, Adekastab AO-30, Adekastab AO-40, Adekastab AO-50, Adekastab AO-50F, Adekastab AO-60, Adekastab AO-60G, Adekastab AO-80. , ADEKA STAB AO-330 (manufactured by ADEKA Co., Ltd.).
  • antioxidants include compounds described in paragraph numbers 0023 to 0048 of Patent No. 6268967, compounds described in International Publication No. 2017/006600, compounds described in International Publication No. 2017/164024, Compounds described in Korean Patent Publication No. 10-2019-0059371 can also be used.
  • the content of the antioxidant in the total solid content of the coloring composition is preferably 0.01 to 20% by mass, more preferably 0.3 to 15% by mass. Only one type of antioxidant may be used, or two or more types may be used. When two or more types are used, it is preferable that the total amount falls within the above range.
  • the coloring composition of the present invention may contain sensitizers, curing accelerators, fillers, thermosetting accelerators, plasticizers, and other auxiliary agents (e.g., conductive particles, antifoaming agents, flame retardants, (leveling agents, peeling accelerators, fragrances, surface tension regulators, chain transfer agents, etc.) may also be included.
  • auxiliary agents e.g., conductive particles, antifoaming agents, flame retardants, (leveling agents, peeling accelerators, fragrances, surface tension regulators, chain transfer agents, etc.
  • the colored composition of the present invention may contain a latent antioxidant, if necessary.
  • a latent antioxidant is a compound whose moiety that functions as an antioxidant is protected with a protecting group, and is heated at 100 to 250°C or heated at 80 to 200°C in the presence of an acid/base catalyst. Examples include compounds that function as antioxidants by removing protective groups. Examples of the latent antioxidant include compounds described in WO 2014/021023, WO 2017/030005, and JP 2017-008219. Commercially available latent antioxidants include Adeka Arcles GPA-5001 (manufactured by ADEKA Co., Ltd.).
  • the colored composition of the present invention may contain a metal oxide in order to adjust the refractive index of the resulting film.
  • metal oxides include TiO 2 , ZrO 2 , Al 2 O 3 , and SiO 2 .
  • the primary particle diameter of the metal oxide is preferably 1 to 100 nm, more preferably 3 to 70 nm, even more preferably 5 to 50 nm.
  • the metal oxide may have a core-shell structure. Further, in this case, the core portion may be hollow.
  • the colored composition of the present invention may also contain a lightfastness improver.
  • a lightfastness improver compounds described in paragraph numbers 0036 to 0037 of JP 2017-198787, compounds described in paragraph numbers 0029 to 0034 of JP 2017-146350, JP 2017-129774, Compounds described in paragraph numbers 0036 to 0037, 0049 to 0052 of JP 2017-129674, compounds described in paragraph numbers 0031 to 0034, 0058 to 0059 of JP 2017-122803, paragraph numbers 0036 to 0037 of JP 2017-122803. , compounds described in paragraph numbers 0025 to 0039 of International Publication No.
  • the colored composition of the present invention is substantially free of terephthalic acid ester.
  • substantially not containing means that the content of terephthalic acid ester is 1000 mass ppb or less in the total amount of the coloring composition, more preferably 100 mass ppb or less, Particularly preferred is zero.
  • perfluoroalkyl sulfonic acids and their salts may be regulated.
  • perfluoroalkylsulfonic acids particularly perfluoroalkylsulfonic acids whose perfluoroalkyl group has 6 to 8 carbon atoms
  • salts thereof and perfluoroalkylsulfonic acids
  • the content of fluoroalkylcarboxylic acid (particularly perfluoroalkylcarboxylic acid whose perfluoroalkyl group has 6 to 8 carbon atoms) and its salt is 0.01 ppb to 1,000 ppb based on the total solid content of the coloring composition.
  • the coloring composition of the present invention may be substantially free of perfluoroalkylsulfonic acid and its salt, and perfluoroalkylcarboxylic acid and its salt.
  • a coloring composition that is substantially free of and salts thereof.
  • Compounds that can be substituted for regulated compounds include, for example, compounds that are excluded from regulated targets due to differences in the number of carbon atoms in perfluoroalkyl groups.
  • the colored compositions of the present invention may include perfluoroalkyl sulfonic acids and salts thereof, and perfluoroalkyl carboxylic acids and salts thereof, to the maximum extent permissible.
  • the water content of the colored composition of the present invention is usually 3% by mass or less, preferably 0.01 to 1.5% by mass, and more preferably 0.1 to 1.0% by mass.
  • the water content can be measured by the Karl Fischer method.
  • the colored composition of the present invention can be used by adjusting the viscosity for the purpose of adjusting the film surface condition (flatness, etc.), adjusting the film thickness, etc.
  • the value of viscosity can be appropriately selected as required, but for example, at 25° C., 0.3 mPa ⁇ s to 50 mPa ⁇ s is preferable, and 0.5 mPa ⁇ s to 20 mPa ⁇ s is more preferable.
  • the viscosity can be measured using, for example, a cone plate type viscometer with the temperature adjusted to 25°C.
  • the container for storing the coloring composition is not particularly limited, and any known container can be used.
  • any known container can be used.
  • the inner wall of the container is preferably made of glass, stainless steel, etc. for the purpose of preventing metal elution from the inner wall of the container, increasing the storage stability of the coloring composition, and suppressing component deterioration.
  • the colored composition of the present invention can be prepared by mixing the above-mentioned components.
  • the colored composition may be prepared by dissolving and/or dispersing all components in a solvent at the same time, or, if necessary, each component may be prepared as two or more solutions or dispersions as appropriate.
  • a colored composition may be prepared by mixing these at the time of use (at the time of application).
  • a process of dispersing pigments when preparing the colored composition.
  • mechanical forces used for dispersing pigments include compression, squeezing, impact, shearing, cavitation, and the like.
  • Specific examples of these processes include bead mills, sand mills, roll mills, ball mills, paint shakers, microfluidizers, high speed impellers, sand grinders, flow jet mixers, high pressure wet atomization, ultrasonic dispersion, and the like.
  • any filter that has been conventionally used for filtration and the like can be used without particular limitation.
  • fluororesins such as polytetrafluoroethylene (PTFE) and polyvinylidene fluoride (PVDF)
  • polyamide resins such as nylon (for example, nylon-6, nylon-6,6)
  • polyolefin resins such as polyethylene and polypropylene (PP).
  • filters using materials such as (including high-density, ultra-high molecular weight polyolefin resin).
  • polypropylene (including high-density polypropylene) and nylon are preferred.
  • the pore diameter of the filter is preferably 0.01 to 7.0 ⁇ m, more preferably 0.01 to 3.0 ⁇ m, and even more preferably 0.05 to 0.5 ⁇ m. If the pore diameter of the filter is within the above range, fine foreign matter can be removed more reliably.
  • the pore size value of the filter reference can be made to the nominal value of the filter manufacturer.
  • various filters provided by Nippon Pole Co., Ltd. DFA4201NXEY, DFA4201NAEY, DFA4201J006P, etc.
  • Advantech Toyo Co., Ltd., Nippon Entegris Co., Ltd. (formerly Nippon Microlith Co., Ltd.), Kitz Microfilter Co., Ltd., etc. can be used. .
  • fibrous filter media include polypropylene fibers, nylon fibers, and glass fibers.
  • Commercially available products include the SBP type series (SBP008, etc.), the TPR type series (TPR002, TPR005, etc.), and the SHPX type series (SHPX003, etc.) manufactured by Loki Techno.
  • filters When using filters, different filters (for example, a first filter and a second filter, etc.) may be combined. At that time, filtration with each filter may be performed only once, or may be performed two or more times. Further, filters having different pore diameters within the above-mentioned range may be combined. Alternatively, only the dispersion liquid may be filtered with the first filter, and then filtered with the second filter after other components are mixed. Further, a filter can be appropriately selected depending on the hydrophilicity and hydrophobicity of the composition.
  • the film of the present invention is a film obtained from the colored composition of the present invention described above.
  • the film of the present invention can be used for optical filters such as color filters and infrared transmission filters.
  • the film thickness of the film of the present invention can be adjusted as appropriate depending on the purpose.
  • the film thickness is preferably 20 ⁇ m or less, more preferably 10 ⁇ m or less, and even more preferably 5 ⁇ m or less.
  • the lower limit of the film thickness is preferably 0.1 ⁇ m or more, more preferably 0.2 ⁇ m or more, and even more preferably 0.3 ⁇ m or more.
  • the film of the present invention When the film of the present invention is used as a color filter, the film of the present invention preferably has a green, red, blue, cyan, magenta, or yellow hue, more preferably a green, red, or yellow hue. preferable. Further, the film of the present invention can be preferably used as a colored pixel of a color filter. Examples of colored pixels include red pixels, green pixels, blue pixels, magenta pixels, cyan pixels, yellow pixels, etc., and preferably red pixels, green pixels, and yellow pixels, and red pixels or green pixels. More preferably, it is a green pixel, and even more preferably a green pixel.
  • the wavelength at which the light transmittance is 50% is preferably in the wavelength range of 470 to 520 nm, more preferably in the wavelength range of 475 to 520 nm, and more preferably in the wavelength range of 480 to 520 nm. More preferably, it exists within the wavelength range. Among these, it is preferable that the wavelength at which the light transmittance is 50% exists in the wavelength range of 470 to 520 nm and the wavelength range of 575 to 625 nm. In this embodiment, the short wavelength at which the light transmittance is 50% is preferably in the wavelength range of 475 to 520 nm, more preferably in the wavelength range of 480 to 520 nm.
  • the wavelength on the long wavelength side at which the light transmittance is 50% is preferably in the wavelength range of 580 to 620 nm, more preferably in the wavelength range of 585 to 615 nm.
  • a film having such spectral characteristics is preferably used as a green pixel.
  • the film of the present invention preferably has, for example, any one of the following spectral properties (1) to (4).
  • the maximum value of the light transmittance in the thickness direction of the film in the wavelength range of 400 to 640 nm is 20% or less (preferably 15% or less, more preferably 10% or less), and the light transmission in the thickness direction of the film is
  • the minimum value of the ratio in the wavelength range of 800 to 1300 nm is 70% or more (preferably 75% or more, more preferably 80% or more).
  • a film having such spectral characteristics can block light in the wavelength range of 400 to 640 nm and transmit light with wavelengths exceeding 700 nm.
  • the maximum value of the light transmittance in the thickness direction of the film in the wavelength range of 400 to 750 nm is 20% or less (preferably 15% or less, more preferably 10% or less), and the light transmission in the thickness direction of the film is A film having a minimum value of 70% or more (preferably 75% or more, more preferably 80% or more) in the wavelength range of 900 to 1300 nm.
  • a film having such spectral characteristics can block light in the wavelength range of 400 to 750 nm and transmit light with a wavelength exceeding 850 nm.
  • the maximum value of the light transmittance in the thickness direction of the film in the wavelength range of 400 to 830 nm is 20% or less (preferably 15% or less, more preferably 10% or less), and the light transmission in the thickness direction of the film is A film having a minimum value of 70% or more (preferably 75% or more, more preferably 80% or more) in the wavelength range of 1000 to 1300 nm.
  • a film having such spectral characteristics can block light in the wavelength range of 400 to 830 nm and transmit light with a wavelength exceeding 940 nm.
  • the maximum value of the light transmittance in the thickness direction of the film in the wavelength range of 400 to 950 nm is 20% or less (preferably 15% or less, more preferably 10% or less), and the light transmission in the thickness direction of the film is A film having a minimum value of 70% or more (preferably 75% or more, more preferably 80% or more) in the wavelength range of 1100 to 1300 nm.
  • a film having such spectral characteristics can block light in a wavelength range of 400 to 950 nm and transmit light with a wavelength exceeding 1040 nm.
  • the film of the present invention can be manufactured through a step of applying the colored composition of the present invention.
  • the film manufacturing method preferably further includes a step of forming a pattern (pixel). Examples of methods for forming patterns (pixels) include photolithography and dry etching, with photolithography being preferred.
  • Pattern formation by the photolithography method includes a step of forming a colored composition layer on a support using the colored composition of the present invention, a step of exposing the colored composition layer to light in a pattern, and a step of exposing the colored composition layer to light. It is preferable to include a step of developing and removing the exposed portion to form a pattern (pixel). If necessary, a step of baking the colored composition layer (pre-bake step) and a step of baking the developed pattern (pixel) (post-bake step) may be provided.
  • a colored composition layer is formed on a support using the colored composition of the present invention.
  • the support is not particularly limited and can be appropriately selected depending on the application.
  • a glass substrate, a silicon substrate, etc. may be mentioned, and a silicon substrate is preferable.
  • a charge coupled device (CCD), a complementary metal oxide semiconductor (CMOS), a transparent conductive film, etc. may be formed on the silicon substrate.
  • CMOS complementary metal oxide semiconductor
  • a black matrix that isolates each pixel may be formed on the silicon substrate.
  • the silicon substrate may be provided with a base layer for improving adhesion with the upper layer, preventing substance diffusion, or flattening the substrate surface.
  • the base layer may be formed using a composition obtained by removing the coloring agent from the colored composition described herein, or a composition containing the resin described herein, a polymerizable compound, a surfactant, etc. good.
  • the surface contact angle of the underlayer is preferably 20 to 70° when measured with diiodomethane. Further, it is preferable that the angle is 30 to 80° when measured with water.
  • a known method can be used to apply the coloring composition.
  • dropping method drop casting
  • slit coating method spray method; roll coating method; spin coating method; casting coating method; slit and spin method;
  • inkjet for example, on-demand method, piezo method, thermal method
  • ejection printing such as nozzle jet, flexo printing, screen printing, gravure printing, reverse offset printing, metal mask printing, etc.
  • Examples include various printing methods; transfer method using a mold, etc.; nanoimprint method, etc.
  • the application method for inkjet is not particularly limited, and for example, the method shown in "Expanding and Usable Inkjet - Infinite Possibilities Seen in Patents," Published February 2005, Sumibe Techno Research (especially from page 115).
  • the colored composition layer formed on the support may be dried (prebaked). If the film is manufactured by a low-temperature process, prebaking may not be performed.
  • the prebaking temperature is preferably 150°C or lower, more preferably 120°C or lower, and even more preferably 110°C or lower.
  • the lower limit can be, for example, 50°C or higher, or 80°C or higher.
  • the prebake time is preferably 10 to 300 seconds, more preferably 40 to 250 seconds, even more preferably 80 to 220 seconds. Prebaking can be performed on a hot plate, oven, or the like.
  • the colored composition layer is exposed in a pattern (exposure step).
  • the colored composition layer can be exposed in a pattern by exposing it to light through a mask having a predetermined mask pattern using a stepper exposure machine, a scanner exposure machine, or the like. This allows the exposed portion to be cured.
  • Radiation (light) that can be used during exposure includes g-line, i-line, etc. Furthermore, light with a wavelength of 300 nm or less (preferably light with a wavelength of 180 to 300 nm) can also be used. Examples of light with a wavelength of 300 nm or less include KrF rays (wavelength 248 nm), ArF rays (wavelength 193 nm), and KrF rays (wavelength 248 nm). Furthermore, a long-wave light source of 300 nm or more can also be used. As a light source, an electrodeless ultraviolet lamp system, a hybrid ultraviolet and infrared curing can be used.
  • pulse exposure is an exposure method in which exposure is performed by repeating light irradiation and pauses in short cycles (for example, on the millisecond level or less).
  • the irradiation amount is, for example, preferably 0.03 to 2.5 J/cm 2 , more preferably 0.05 to 1.0 J/cm 2 .
  • the oxygen concentration during exposure can be appropriately selected, and in addition to being carried out in the atmosphere, for example, in a low oxygen atmosphere with an oxygen concentration of 19% by volume or less (for example, 15% by volume, 5% by volume, or substantially
  • the exposure may be performed in an oxygen-free atmosphere (without oxygen), or in a high oxygen atmosphere where the oxygen concentration exceeds 21 volume % (for example, 22 volume %, 30 volume %, or 50 volume %).
  • the exposure illuminance can be set as appropriate, and is usually selected from the range of 1000W/m 2 to 100000W/m 2 (for example, 5000W/m 2 , 15000W/m 2 , or 35000W/m 2 ). I can do it.
  • the oxygen concentration and the exposure illuminance may be appropriately combined.
  • the illuminance may be 10,000 W/m 2 when the oxygen concentration is 10% by volume, and 20,000 W/m 2 when the oxygen concentration is 35% by volume.
  • the unexposed portions of the colored composition layer are developed and removed to form a pattern (pixel).
  • the unexposed areas of the colored composition layer can be removed by development using a developer.
  • the unexposed portions of the colored composition layer in the exposure step are eluted into the developer, leaving only the photocured portions.
  • the temperature of the developer is preferably, for example, 20 to 30°C.
  • the development time is preferably 20 to 180 seconds. Furthermore, in order to improve the ability to remove residues, the process of shaking off the developer every 60 seconds and supplying a new developer may be repeated several times.
  • Examples of the developer include organic solvents, alkaline developers, and alkaline developers are preferably used.
  • an alkaline aqueous solution (alkaline developer) prepared by diluting an alkaline agent with pure water is preferable.
  • alkaline agents include ammonia, ethylamine, diethylamine, dimethylethanolamine, diglycolamine, diethanolamine, hydroxyamine, ethylenediamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, and tetrabutylammonium hydroxide.
  • ethyltrimethylammonium hydroxide ethyltrimethylammonium hydroxide
  • benzyltrimethylammonium hydroxide dimethylbis(2-hydroxyethyl)ammonium hydroxide
  • choline pyrrole
  • piperidine 1,8-diazabicyclo-[5.4.0]-7-undecene
  • alkali agent compounds with a large molecular weight are preferable from the environmental and safety standpoints.
  • the concentration of the alkaline agent in the alkaline aqueous solution is preferably 0.001 to 10% by mass, more preferably 0.01 to 1% by mass.
  • the developer may further contain a surfactant.
  • the developing solution may be manufactured as a concentrated solution and then diluted to a required concentration before use.
  • the dilution ratio is not particularly limited, but can be set, for example, in the range of 1.5 to 100 times. It is also preferable to wash (rinse) with pure water after development. Further, rinsing is preferably performed by supplying a rinsing liquid to the developed colored composition layer while rotating the support on which the developed colored composition layer is formed.
  • the nozzle that discharges the rinsing liquid from the center of the support it is also preferable to move the nozzle that discharges the rinsing liquid from the center of the support to the peripheral edge of the support.
  • the nozzle may be moved while gradually decreasing its moving speed.
  • Additional exposure processing and post-bake are post-development curing processing to complete curing.
  • the heating temperature in post-baking is, for example, preferably 100 to 240°C, more preferably 200 to 240°C.
  • Post-baking can be carried out in a continuous or batch manner using a heating means such as a hot plate, convection oven (hot air circulation dryer), or high-frequency heater to maintain the developed film under the above conditions.
  • the light used for exposure is preferably light with a wavelength of 400 nm or less. Further, the additional exposure process may be performed by the method described in Korean Patent Publication No. 10-2017-0122130.
  • Pattern formation by the dry etching method includes the steps of forming a colored composition layer on a support using the colored composition of the present invention, and curing the entire colored composition layer to form a cured product layer; A step of forming a photoresist layer on this cured material layer, a step of exposing the photoresist layer in a pattern and then developing it to form a resist pattern, and etching the cured material layer using this resist pattern as a mask. It is preferable to include a step of dry etching using gas. In forming the photoresist layer, it is preferable to further perform a prebaking process.
  • optical filter of the present invention has the film of the present invention described above.
  • Types of optical filters include color filters and infrared transmission filters, and color filters are preferred.
  • As a color filter it is preferable to have the film of the present invention as a colored pixel of the color filter.
  • a protective layer may be provided on the surface of the film of the present invention.
  • various functions such as oxygen blocking, low reflection, hydrophilic and hydrophobic properties, and shielding of light of a specific wavelength (ultraviolet rays, near infrared rays, etc.) can be imparted.
  • the thickness of the protective layer is preferably 0.01 to 10 ⁇ m, more preferably 0.1 to 5 ⁇ m. Examples of methods for forming the protective layer include a method of coating a resin composition dissolved in an organic solvent, a chemical vapor deposition method, and a method of pasting a molded resin with an adhesive.
  • Components constituting the protective layer include (meth)acrylic resin, ene thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, and polyimide.
  • Resin polyamideimide resin, polyolefin resin, cyclic olefin resin, polyester resin, styrene resin, polyol resin, polyvinylidene chloride resin, melamine resin, urethane resin, aramid resin, polyamide resin, alkyd resin, epoxy resin, modified silicone resin, fluorine Examples include resin, polycarbonate resin, polyacrylonitrile resin, cellulose resin, Si, C, W, Al 2 O 3 , Mo, SiO 2 , Si 2 N 4 and the like, and two or more of these components may be contained.
  • the protective layer preferably contains a polyol resin, SiO 2 and Si 2 N 4 .
  • the protective layer preferably contains a (meth)acrylic resin and a fluororesin.
  • a protective layer by applying a resin composition known methods such as a spin coating method, a casting method, a screen printing method, an inkjet method, etc. can be used as a method for applying the resin composition.
  • organic solvent contained in the resin composition known organic solvents (eg, propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate, etc.) can be used.
  • chemical vapor deposition methods thermal chemical vapor deposition, plasma enhanced chemical vapor deposition, photochemical vapor deposition
  • photochemical vapor deposition can be used as the chemical vapor deposition method.
  • the protective layer may contain organic/inorganic fine particles, absorbers for light of specific wavelengths (e.g., ultraviolet rays, near-infrared rays, etc.), refractive index adjusters, antioxidants, adhesives, surfactants, and other additives, as necessary. It may contain.
  • organic/inorganic fine particles include polymer fine particles (e.g., silicone resin fine particles, polystyrene fine particles, melamine resin fine particles), titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, titanium oxynitride. , magnesium fluoride, hollow silica, silica, calcium carbonate, barium sulfate, and the like.
  • the absorber for light of a specific wavelength a known absorber can be used.
  • the content of these additives can be adjusted as appropriate, but is preferably 0.1 to 70% by weight, more preferably 1 to 60% by weight, based on the total weight of the protective layer.
  • the protective layer the protective layers described in paragraph numbers 0073 to 0092 of JP-A No. 2017-151176 can also be used.
  • the optical filter may have a structure in which each pixel is embedded in a space partitioned into a lattice shape by partition walls, for example.
  • the solid-state imaging device of the present invention has the film of the present invention described above.
  • the structure of the solid-state image sensor is not particularly limited as long as it includes the film of the present invention and functions as a solid-state image sensor, but examples include the following structure.
  • the substrate has a plurality of photodiodes that constitute the light receiving area of a solid-state image sensor (CCD (charge-coupled device) image sensor, CMOS (complementary metal oxide semiconductor) image sensor, etc.) and a transfer electrode made of polysilicon or the like.
  • a device protective film made of silicon nitride or the like is formed on the light-shielding film to cover the entire surface of the light-shielding film and the light-receiving part of the photodiode. It has a configuration in which a color filter is provided on the device protective film.
  • the color filter may have a structure in which each colored pixel is embedded in a space partitioned into, for example, a lattice shape by partition walls.
  • the partition wall preferably has a lower refractive index than each colored pixel. Examples of imaging devices having such a structure include devices described in Japanese Patent Application Publication No. 2012-227478, Japanese Patent Application Publication No. 2014-179577, and International Publication No.
  • an ultraviolet absorbing layer may be provided within the structure of the solid-state image sensor to improve light resistance.
  • An imaging device equipped with the solid-state imaging device of the present invention can be used not only as a digital camera or an electronic device having an imaging function (such as a mobile phone), but also as a vehicle-mounted camera or a surveillance camera.
  • the image display device of the present invention has the film of the present invention described above.
  • Examples of the image display device include a liquid crystal display device and an organic electroluminescence display device.
  • Examples of image display devices and details of each image display device see, for example, “Electronic Display Devices (written by Akio Sasaki, Kogyo Chosenkai Co., Ltd., published in 1990)” and “Display Devices (written by Junsho Ibuki, published by Sangyo Tosho)". Co., Ltd., issued in 1989).
  • liquid crystal display devices are described, for example, in "Next Generation Liquid Crystal Display Technology (edited by Tatsuo Uchida, Kogyo Chosenkai Co., Ltd., published in 1994)".
  • Next Generation Liquid Crystal Display Technology (edited by Tatsuo Uchida, Kogyo Chosenkai Co., Ltd., published in 1994)
  • the present invention can be applied to various types of liquid crystal display devices described in the above-mentioned "Next Generation Liquid Crystal Display Technology.”
  • Compounds (Y-28) to Compounds (Y-34) and Compounds (Y-40) to Compounds (Y-44) are compounds in which the compound described in the compound S column of the table below is coordinated to the zinc atom. .
  • the maximum absorption wavelengths of Compound (Y-28) to Compound (Y-34) and Compound (Y-40) to Compound (Y-44) existed in the wavelength range of 400 to 600 nm.
  • Compounds (Y-35) to (Y-39) are compounds in which the compound listed in the compound S column of the table below is coordinated to the metal atom listed in the metal atom column of the table below.
  • the maximum absorption wavelengths of Compounds (Y-35) to Compounds (Y-39) were in the wavelength range of 400 to 600 nm.
  • CY-1 Compound with the following structure (compound synthesized by the synthesis method described in paragraph number 0073 of JP-A-2009-035671)
  • Pigment Red 264 (diketopyrrolopyrrole compound, red pigment) PR272: C. I. Pigment Red 272 (diketopyrrolopyrrole compound, red pigment) PY139: C. I. Pigment Yellow 139 (isoindoline compound, yellow pigment) PY150: C. I. Pigment Yellow 150 (azo compound, yellow pigment) PY185: C. I. Pigment Yellow 185 (isoindoline compound, yellow pigment) PO71: C. I. Pigment Orange 71 (diketopyrrolopyrrole compound, orange pigment) PB15:6: C. I. Pigment Blue 15:6 (phthalocyanine compound, blue pigment) PV23: C. I. Pigment Violet 23 (dioxazine compound, purple pigment)
  • B-1 Resin with the following structure (the numerical value appended to the main chain is the molar ratio, and the numerical value appended to the side chain is the number of repeating units.
  • B-2 Resin with the following structure (the numerical value appended to the main chain is the molar ratio, and the numerical value appended to the side chain is the number of repeating units.
  • B-3 Resin with the following structure (the numerical value appended to the main chain is the molar ratio, and the numerical value appended to the side chain is the number of repeating units.
  • Weight average molecular weight 20,000) B-4 Resin with the following structure (the numerical value appended to the main chain is the molar ratio, and the numerical value appended to the side chain is the number of repeating units. Weight average molecular weight 16,000) B-5: Resin with the following structure (the numerical value appended to the main chain is the molar ratio, and the numerical value appended to the side chain is the number of repeating units. Weight average molecular weight 20,000) B-6: Resin with the following structure (the numerical value appended to the main chain is the molar ratio, and the numerical value appended to the side chain is the number of repeating units. Weight average molecular weight 7000) B-7: Resin synthesized by the following method.
  • a colored composition was produced by mixing the raw materials listed in the table below.
  • the content of compound Y in the total solid content of the coloring composition is also written in the column of content of compound Y in the table below.
  • Dispersion liquid Dispersion liquids 1 to 106
  • comparative dispersion liquid 1 Dispersion liquids 1 to 106 described above, comparative dispersion liquid 1
  • D-1 Compound with the following structure
  • D-2 A mixture of compounds with the following structure (a mixture in which the molar ratio of the compound on the left (a hexafunctional (meth)acrylate compound) and the compound on the right (a pentafunctional (meth)acrylate compound) is 7:3)
  • D-3 Compound with the following structure
  • D-4 Trimethylolpropane ethylene oxide modified triacrylate (manufactured by Toagosei Co., Ltd., Aronix M-350)
  • D-5 EBECRYL80 (manufactured by Daicel Allnex, amine-containing tetrafunctional acrylate)
  • D-6 Ethoxylated dipentaerythritol hexamethacrylate
  • D-7 Compound with the following structure
  • F-1 KF-6001 (manufactured by Shin-Etsu Chemical Co., Ltd., silicone surfactant, carbinol-modified polydimethylsiloxane at both ends, hydroxyl value 62 mgKOH/g)
  • F-2 Compound with the following structure (weight average molecular weight 14,000). In the formula below, % indicating the proportion of repeating units is mol%.
  • F-3 Ftergent 208G (manufactured by NEOS, fluorine-based surfactant)
  • F-4 BYK-330 (manufactured by BYK Chemie, silicone surfactant)
  • F-5 DOWSIL SH8400 FLUID (manufactured by Dow Toray Industries, Inc., silicone surfactant)
  • F-6 KF-6000 (manufactured by Shin-Etsu Chemical Co., Ltd., silicone surfactant, carbinol-modified polydimethylsiloxane at both ends, hydroxyl value 120 mgKOH/g)
  • G-1 Compound with the following structure (ultraviolet absorber)
  • G-2 Compound with the following structure (compound having an epoxy group, weight average molecular weight 3500)
  • G-3 EHPE3150 (manufactured by Daicel Corporation, 1,2-epoxy-4-(2-oxiranyl)cyclohexane adduct of 2,2'-bis(hydroxymethyl)-1-butanol)
  • G-4 Compound with the following structure (silane coupling agent)
  • G-5 3-methacryloxypropyltrimethoxysilane (KBM-503, manufactured by Shin-Etsu Chemical Co., Ltd., silane coupling agent)
  • G-6 p-methoxyphenol (polymerization inhibitor)
  • G-7 ADEKA STAB AO-80 (manufactured by ADEKA Co., Ltd., antioxidant)
  • CT-4000 manufactured by Fujifilm Electronics Materials Co., Ltd. was applied onto a glass substrate by spin coating to a film thickness of 0.1 ⁇ m, and heated at 220°C for 1 hour using a hot plate. Formed geological strata. Each colored composition was applied onto the glass substrate with the underlayer by spin coating, and then heated at 100° C. for 2 minutes using a hot plate to obtain a coating film. The obtained coating film was exposed to light having a wavelength of 365 nm at an exposure dose of 500 mJ/cm 2 . Next, it was heated at 220° C. for 5 minutes using a hot plate to obtain a film with a thickness of 0.5 ⁇ m.
  • the obtained film was left for 1000 hours under high temperature and high humidity conditions of 85° C. and 95% relative humidity to conduct a heat and humidity resistance test.
  • the absorbance at wavelengths of 350 to 500 nm was measured using a spectrophotometer (U-4100, manufactured by Hitachi High-Tech Corporation), and the rate of change in absorbance at each wavelength (
  • the colored compositions of Examples were able to form films with excellent heat and humidity resistance. Films formed from the colored compositions of Examples can be suitably used for optical filters, solid-state imaging devices, and image display devices.

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Abstract

La présente invention concerne une composition colorante contenant un agent colorant et une résine, dans laquelle : l'agent colorant contient un composé Y dans lequel un composé de formule (1) est coordonné à un atome de métal ; et la teneur du composé Y dans le contenu solide total de la composition colorante est supérieure ou égale à 1 % en masse mais inférieure à 10 % en masse. Dans la formule (1), R1 représente un atome d'hydrogène, un groupe alkyle ou un groupe aryle ; chacun des R2 à R11 représente indépendamment un atome d'hydrogène ou un substituant, et deux groupements adjacents l'un à l'autre parmi les groupements R2 à R11 peuvent se combiner pour constituer un anneau ; et au moins un groupement parmi les groupements R2 à R11 représente un substituant. La présente invention concerne également un film, un filtre optique, un élément d'imagerie à l'état solide et un dispositif d'affichage d'image, qui utilisent chacun cette composition colorante.
PCT/JP2023/018084 2022-05-25 2023-05-15 Composition colorante, film, filtre optique, élément d'imagerie à semi-conducteurs et dispositif d'affichage d'image WO2023228791A1 (fr)

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JPH0429157A (ja) * 1990-05-24 1992-01-31 Mitsubishi Kasei Corp 静電荷像現像用トナー
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