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WO2024010025A1 - Composition colorante, film, filtre de couleur, élément d'imagerie à l'état solide, dispositif d'affichage d'image et composé - Google Patents

Composition colorante, film, filtre de couleur, élément d'imagerie à l'état solide, dispositif d'affichage d'image et composé Download PDF

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Publication number
WO2024010025A1
WO2024010025A1 PCT/JP2023/024884 JP2023024884W WO2024010025A1 WO 2024010025 A1 WO2024010025 A1 WO 2024010025A1 JP 2023024884 W JP2023024884 W JP 2023024884W WO 2024010025 A1 WO2024010025 A1 WO 2024010025A1
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Prior art keywords
group
compound
compounds
formula
resin
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PCT/JP2023/024884
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English (en)
Japanese (ja)
Inventor
信哉 西
拓也 鶴田
英知 古山
祐一 安原
諒介 遠藤
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Fujifilm Corp
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Fujifilm Corp
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Priority to JP2024532604A priority Critical patent/JPWO2024010025A1/ja
Publication of WO2024010025A1 publication Critical patent/WO2024010025A1/fr
Anticipated expiration legal-status Critical
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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
    • C08F2/00—Processes of polymerisation
    • C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
    • 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
    • C08F20/00—Homopolymers and 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
    • 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
    • C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
    • C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L51/06—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond
    • 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

Definitions

  • the present invention relates to a colored composition containing a coloring agent.
  • the present invention also relates to a film, a color filter, a solid-state image sensor, an image display device, and a compound using the colored composition.
  • color filters are 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.
  • the colored pixels of each color of the color filter are manufactured using a colored composition containing a coloring agent.
  • Coloring compositions containing colorants are used in various fields other than color filters.
  • Patent Document 1 describes an electrophotographic toner containing a metal complex compound having a specific structure. Are listed.
  • An object of the present invention is to provide a colored composition capable of forming a film with excellent moisture resistance, a film obtained from the colored composition, a color filter having the above film, a solid-state imaging device having the above color filter, and an image display device. That's true.
  • Another object of the present invention is to provide novel compounds.
  • the present invention provides the following.
  • the coloring composition includes a compound Y in which the compound represented by formula (1) is coordinated to a metal atom.
  • R 1 represents a substituent
  • X 2 represents CR 2 or a nitrogen atom
  • R 2 represents a hydrogen atom or a substituent
  • R 1 and R 2 combine to form a ring structure.
  • X 3 to X 9 each independently represent a nitrogen atom, CH or CR x
  • R x represents a substituent, and when the total number of R 2 and R x is 2 or more, R 2 and At least two of R x may be combined to form a ring structure.
  • X 2 is CR 2 and the above R 1 and the above R 2 are bonded to form a ring structure, or the above R 1 is an aryl group, an aralkyl group, or an alkyl group having 2 or more carbon atoms.
  • ⁇ 3> The colored composition according to ⁇ 1>, wherein R 1 is a substituent containing an oxygen atom or a nitrogen atom.
  • R 1 is a substituent containing an oxygen atom or a nitrogen atom.
  • the metal atom contains Cu, Zn, Ni, Pd, Ti, Mn, Co, Al, or Fe.
  • ⁇ 5> The colored composition according to any one of ⁇ 1> to ⁇ 4>, further comprising at least one selected from a green colorant and a red colorant.
  • ⁇ 6> The colored composition according to any one of ⁇ 1> to ⁇ 5>, further comprising a polymerization initiator and a polymerizable compound.
  • ⁇ 7> The colored composition according to any one of ⁇ 1> to ⁇ 6>, which is for forming a color filter.
  • ⁇ 8> A film obtained from the colored composition according to any one of ⁇ 1> to ⁇ 7>.
  • ⁇ 9> A color filter having the film according to ⁇ 8>.
  • ⁇ 10> A solid-state image sensor or image display device having the color filter according to ⁇ 9>.
  • R 1 represents a substituent
  • X 2 represents CR 2 or a nitrogen atom
  • R 2 represents a hydrogen atom or a substituent
  • R 1 and R 2 combine to form a ring structure.
  • X 3 to X 9 each independently represent a nitrogen atom, CH or CR x
  • R x represents a substituent, and when the total number of R 2 and R x is 2 or more, R 2 and At least two of R x may be combined to form a ring structure.
  • a colored composition capable of forming a film with excellent moisture resistance, a film obtained from the colored composition, a color filter having the above film, a solid-state imaging device having the above color filter, and an image display device. be able to. Further, according to the present invention, a novel compound can be provided.
  • ⁇ is used to include the numerical values described before and after it as a lower limit value and an upper limit value.
  • 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 lasers, 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.
  • a 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 includes a coloring agent, a resin, and a solvent, and the coloring agent includes a compound Y in which a compound represented by formula (1) is coordinated to a metal atom.
  • a film with excellent moisture resistance can be formed.
  • Compound Y has a substituent at the R 1 position in formula (1). It is presumed that the introduction of this substituent produces effects such as suppressing the hydrolysis of Compound Y, thereby improving the moisture resistance.
  • R 1 is a group having a nitrogen atom or an oxygen atom
  • hydrolysis is thought to be further suppressed because these groups have high planarity.
  • the effects such as suppressing hydrolysis as described above are obtained, it is thought that the dispersion stability in the state of a dispersion liquid is also improved.
  • the colored composition of the present invention is preferably used as a colored composition for forming a color filter or an infrared transmission filter. 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, and red pixels or green 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.
  • a 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.
  • R 1 represents a substituent
  • X 2 represents CR 2 or a nitrogen atom
  • R 2 represents a hydrogen atom or a substituent
  • R 1 and R 2 combine to form a ring structure.
  • X 3 to X 9 each independently represent a nitrogen atom, CH or CR x , R x represents a substituent, and when the total number of R 2 and R x is 2 or more, R 2 and At least two of R x may be bonded to form a ring structure.
  • R 1 is preferably a substituent containing an oxygen atom or a nitrogen atom.
  • a group represented by the following formula (O-1) is preferable.
  • R O1 represents a hydrogen atom or a monovalent substituent
  • * represents a bonding site with the carbon atom to which R 1 in formula (1) is bonded.
  • R O1 is preferably a hydrogen atom or a hydrocarbon group, more preferably a hydrogen atom, an alkyl group or an aryl group, and more preferably a hydrogen atom.
  • the alkyl group preferably has 1 to 20 carbon atoms, more preferably 1 to 10 carbon atoms, and still more preferably 1 to 4 carbon atoms.
  • the aryl group may be either an aromatic hydrocarbon group or an aromatic heterocyclic group.
  • the aromatic hydrocarbon group is preferably an aromatic hydrocarbon group having 6 to 30 carbon atoms, more preferably an aromatic hydrocarbon group having 6 to 20 carbon atoms, even more preferably a phenyl group or a naphthyl group, and a phenyl group is more preferable. Particularly preferred.
  • the above-mentioned aromatic heterocyclic group includes, but is not particularly limited to, an aromatic heterocyclic group containing a nitrogen atom, an oxygen atom, or a sulfur atom as a hetero atom.
  • the aromatic heterocycle is preferably a 5-membered ring or a 6-membered ring.
  • the aromatic hydrocarbon group or the aromatic heterocyclic group may further form a polycyclic ring by condensation or the like with another aromatic hydrocarbon ring structure or aromatic heterocyclic structure.
  • the above alkyl group or aryl group may further have a substituent. Examples of the substituent include the substituent T described below.
  • R 1 is a group represented by formula (O-1)
  • the imide structure in the compound represented by formula (1) may be rearranged to become an amide structure.
  • R O1 is a hydrogen atom
  • an amide bond may be formed by the following transfer.
  • R N1 and R N2 each independently represent a hydrogen atom or a monovalent substituent, and * represents the bonding site with the carbon atom to which R 1 in formula (1) is bonded. .
  • An embodiment in which one of R N1 and R N2 in formula (N-1) is a monovalent substituent and the other is a hydrogen atom is also one of the preferred embodiments of the present invention.
  • the monovalent substituent in R N1 and R N2 is preferably a hydrocarbon group, more preferably an alkyl group or an aryl group.
  • Preferred embodiments of the alkyl group and aryl group are the same as the preferred embodiments of the alkyl group and aryl group in R O1 in the above-mentioned formula (O-1). Moreover, the above alkyl group or aryl group may further have a substituent. Examples of the substituent include the substituent T described below.
  • the above X 2 is CR 2 and the above R 1 and the above R 2 are bonded to form a ring structure, or the above R 1 is an aryl group, an aralkyl group, or a carbon Preferably, it is an alkyl group of number 2 or more.
  • the ring structure formed may be an aliphatic ring structure or an aromatic ring structure. Although it may exist, an aliphatic ring structure is preferable. Moreover, it may be a hydrocarbon ring structure or a heterocyclic structure. Examples of the heteroatom in the above heterocyclic structure include an oxygen atom, a nitrogen atom, a sulfur atom, and the like. Further, the ring structure is preferably a 5-membered ring structure or a 6-membered ring structure, and more preferably a 5-membered ring structure. Moreover, the above-mentioned ring structure may further form a double ring by condensation with another ring structure.
  • ring structure formed by combining the above R 1 and the above R 2 examples are shown below, but the present invention is not limited thereto.
  • a ring structure containing X 3 to X 5 as ring members and a hydroxy group respectively represent a ring structure containing X 3 to X 5 as ring members and a hydroxy group in formula (1)
  • Preferred embodiments of X 3 to X 5 in the following structure are the same as those of X 3 to X 5 in formula (1).
  • Preferred embodiments of the aryl group when R 1 is an aryl group, an aralkyl group, or an alkyl group having 2 or more carbon atoms are the same as the preferred embodiments of the aryl group in R O1 in the above formula (O-1). be.
  • the above-mentioned aryl group is not particularly limited, but includes, for example, a phenyl group, a furanyl group, and the like.
  • Preferred embodiments of the aryl group in the aralkyl group when R 1 is an aryl group, an aralkyl group, or an alkyl group having 2 or more carbon atoms are the preferred embodiments of the aryl group in R O1 in the above formula (O-1), Each is similar.
  • the alkyl group in the above aralkyl group is preferably an alkyl group having 1 to 20 carbon atoms, more preferably an alkyl group having 1 to 10 carbon atoms, and even more preferably an alkyl group having 1 to 4 carbon atoms.
  • the aralkyl group is not particularly limited, and examples thereof include a benzyl group and a phenylethyl group.
  • the alkyl group having 2 or more carbon atoms is preferably an alkyl group having 2 to 20 carbon atoms, more preferably an alkyl group having 2 to 10 carbon atoms, and even more preferably an alkyl group having 2 to 6 carbon atoms.
  • the above-mentioned alkyl group is not particularly limited, but includes, for example, an ethyl group, a propyl group, an isopropyl group, a butyl group, and the like.
  • R 1 is an aryl group, an aralkyl group, or an alkyl group having 2 or more carbon atoms, these groups may further have a substituent. Examples of the substituent include the substituent T described below.
  • X 2 represents CR 2 or a nitrogen atom
  • R 2 represents a hydrogen atom or a substituent. Examples of the above-mentioned substituent represented by R 2 include substituent T described below.
  • X 3 to X 9 each independently represent a nitrogen atom, CH or CR x .
  • X 3 to X 9 each independently represent a nitrogen atom, CH or CR x .
  • R x represents a substituent, and examples of the substituent include the substituent T described below.
  • R SO 2 R 107 , -SO 2 NR 108 R 109 , -SO 2 OR 110 , -CONR 111 R 112 or NR 113 COR 114 are preferable, and a nitro group, a cyano group, -NR 101 R 102 , -OR 103 , -SR 104 , -COOR 105 or CONR 111 R 112 are more preferred.
  • the number of carbon atoms in the alkyl group is preferably 1 to 10, more preferably 1 to 5, even more preferably 1 to 3, and particularly preferably 1 or 2.
  • halogen atom examples include a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, and the like, with a chlorine atom or a bromine atom being 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. Examples of the substituent 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.
  • R 101 and R 102 may be combined to form a ring.
  • 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.
  • rings formed include hydrocarbon rings such as benzene ring, naphthalene ring, pyrene ring, perylene ring, dioxane ring, pyrrole ring, furan ring, thiophene ring, pyridine ring, imidazole ring, pyrazole ring, Oxazole ring, thiazole ring, 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, Examples include heterocycles such as a quinazoline ring, a quinoxaline ring, a cinnoline ring, a pteridine ring, a pyrrolidine ring,
  • the metal atom to which the compound represented by formula (1) coordinates preferably contains Cu, Zn, Ni, Pd, Ti, Mn, Co, Al, or Fe, and the metal atom coordinates with the metal atom. It is more preferable to contain Cu, Zn, Ni, or Pd from the viewpoint of strengthening the bond with the child and making the metal part difficult to hydrolyze.
  • 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. Moreover, 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
  • compound Y may be a dinuclear complex.
  • the compound Y include a compound represented by the following formula (1-1), a compound represented by the formula (1-2), a compound represented by the formula (1-3), and a compound represented by the formula (1-4).
  • Examples include compounds represented by:
  • M 1 to M 5 each independently represent a metal atom.
  • Compound Y may be a compound having an acid group or a basic group.
  • the compound represented by formula (1) may have a structure having an acid group or a basic group.
  • the acid group or basic group is introduced into R 2 or R x in formula (1), for example.
  • Compound Y, in which the compound represented by formula (1) is coordinated to a metal atom, may be used, for example, as a dispersion aid.
  • a dispersion aid is a material for improving the dispersibility of pigments in a coloring composition.
  • Preferred embodiments of the acid group and basic group in the compound represented by formula (1) are the same as those of the acid group and basic group of the pigment derivative described later.
  • a ligand other than the compound represented by formula (1) and having an acid group or a basic group may further coordinate.
  • Such compound Y may also be used as the above-mentioned dispersion aid.
  • Preferred embodiments of the acid group and basic group in such a ligand are also the same as the preferred embodiments of the acid group and basic group of the pigment derivative described later.
  • the coloring composition of the present invention further contains a pigment.
  • the above-mentioned pigment may be a pigment that corresponds to compound Y, or may be a pigment that corresponds to "coloring agent other than compound Y", which will be described later.
  • 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 350 to 700 nm, more preferably in the wavelength range of 350 to 600 nm, and even more preferably in the wavelength range of 350 to 500 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 the pigment can be determined from a photograph obtained by observing the primary particles of the pigment using a transmission electron microscope. Specifically, the projected area of the primary particles of the pigment is determined, and the corresponding circular equivalent diameter is calculated as the primary particle diameter of the pigment.
  • 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 average primary particle diameter of the pigment can be adjusted, for example, by kneading and polishing, as described in the Examples below.
  • the kneading and polishing treatment is not particularly limited, and can be performed by a known method. Further, the average primary particle size of the pigment may be adjusted by other known methods during synthesis or use.
  • 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.
  • Compound Y can be synthesized, for example, by the method described in Examples below. However, the synthesis method of compound Y is not particularly limited, and compound Y may be obtained by any synthesis method as long as it is a compound in which the compound represented by formula (1) is coordinated to a metal atom. Good too.
  • synthesizing compound Y raw materials that have been purified using activated carbon, silica gel, or the like may be used. Adsorbents used for purification include activated carbon, silica gel, zeolite, synthetic adsorbents, and Florisil. These materials are preferably in the form of powder or pellets.
  • Suitable purification treatments include a method in which the raw material is dissolved in an organic solvent or water and the dissolved solution is passed through a filter-like adsorbent, or a method in which the adsorbent is introduced into the dissolved solution and stirred.
  • the amount of adsorbent used in the purification treatment is preferably 0.01 to 10 parts by mass per 1 part by mass of the raw material.
  • 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-46) described in Examples below.
  • the content of compound Y in the total solid content of the coloring composition is preferably 1 to 80% by mass or less.
  • 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 75% by mass or less, more preferably 70% by mass or less.
  • the coloring composition further contains a coloring agent other than Compound Y, which will be described later, the content of Compound Y may preferably be 1 to 30% by mass.
  • the lower limit of the content 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 20% by mass or less, more preferably 15% by mass or less.
  • the content of compound Y is 1 to 1. In some cases, the content is preferably 30% by mass.
  • the lower limit of the content 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 20% by mass or less, more preferably 15% by mass or less. Only one type of compound Y 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 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 colored resin composition is good.
  • red colorants examples include diketopyrrolopyrrole compounds, anthraquinone compounds, azo compounds, naphthol compounds, azomethine compounds, xanthene compounds, quinacridone compounds, perylene compounds, and thioindigo compounds, which form a film with better light resistance. Because they are easy to use, diketopyrrolopyrrole compounds, anthraquinone compounds, and azo compounds are preferred, and diketopyrrolopyrrole compounds are more preferred. Moreover, it is preferable that the red colorant is a pigment.
  • 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
  • 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.
  • 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.
  • 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.
  • a chromatic coloring agent a quinophthalone compound represented by formula 1 of Korean Patent Publication No.
  • 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. Further, as a black coloring material, a black organic pigment described in Japanese Patent No. 6985715, Lumogen Black FK4280, Paliogen Black S0084 (manufactured by BASF) may be used.
  • the crystallite size in the plane direction corresponding to the maximum peak in the X-ray diffraction pattern among the eight ( ⁇ 1 ⁇ 1 ⁇ 1) crystal lattice planes is 140 ⁇ or less. It is also preferable to use Furthermore, it is also preferable to set the physical properties of the pyrrolopyrrole pigment as described in paragraphs 0028 to 0073 of JP-A-2020-097744.
  • 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).
  • 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 an 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, resins represented by formula 1 described in Korean Patent Publication No. 10-2020-0078339, copolymers containing epoxy groups and acid groups described in International Publication No. 2022/030445 You can also use
  • 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, 385 00, 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 condensed 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.
  • Examples of the cyclic ether group represented by Z a1 in formula (A1) include an epoxy group and an oxetanyl group, and an epoxy group is preferred.
  • 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.
  • Examples of the protecting group that protects the acid group in the repeating unit B-2 include groups that are decomposed and eliminated by the action of an acid or a base.
  • the protecting group is preferably a group represented by any of formulas (Y1) to (Y5), and is preferably a group represented by formula (Y3) or formula (Y5) because it is easy to deprotect. is more preferable.
  • 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 combined 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.
  • a colored composition can be obtained which 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). Further, 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.
  • X b3 represents a trivalent linking group
  • L b3 represents a single bond or a divalent linking group
  • 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 exemplified.
  • 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 (the above, Mitsubishi Chemical 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 novolak type epoxy resin, EPICLON N-660, EPICLON N-665, EPICLON N-670, EPICLON N-673, EPICLON N-680, EPICLON N-690, EPICLON N-695 (The above are 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 chain. represents.
  • 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-, preferably -COO-.
  • the divalent linking group represented by L 2 in formula (Ac-1) 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 includes a hydrocarbon group, -O-, -CO-, -COO-, -OCO-, -NH-, -S-, and these two groups. Examples include groups that combine more than one species.
  • 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 (L12-2).
  • 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 formula ( It represents the bonding position of Ac-2) with P10 .
  • the trivalent linking group represented by L 12b includes a hydrocarbon group; a hydrocarbon group, and at least one selected from -O-, -CO-, -COO-, -OCO-, -NH-, and S-; Examples include a group in which a hydrocarbon group or a hydrocarbon group and an -O- are combined.
  • 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 the bonding position of formula (Ac-2). 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 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 type of 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 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. Moreover, it is preferable that the coloring composition of this invention contains the polymerization initiator and polymeric compound mentioned later.
  • the polymerizable compound include compounds having an ethylenically unsaturated bond-containing group. Examples of the ethylenically unsaturated bond-containing group include a vinyl group, a (meth)allyl group, a (meth)acryloyl group, and the like.
  • 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 117. 3, 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 36.
  • Irgacure 369E Irgacure 379EG (all manufactured by BASF) (manufactured by).
  • Commercially available 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 compound described in paragraph 0142 of International Publication No. 2022/085485, the compound described in Patent No. 5430746, the compound described in Patent No. 5647738, and the general formula (1 ) and the compounds described in paragraphs 0022 to 0024, and the compounds represented by the general formula (1) and the compounds described in paragraphs 0117 to 0120 of JP-A-2021-170089.
  • 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.
  • photopolymerization initiators include oxime compounds having a fluorene ring, oxime compounds having a skeleton in which at least one benzene ring of a carbazole ring is a naphthalene ring, oxime compounds having a fluorine atom, oxime compounds having a nitro group, and benzofuran skeleton.
  • Examples include oxime compounds having a carbazole skeleton with a substituent having a hydroxy group bonded to the carbazole skeleton, and compounds described in paragraphs 0143 to 0149 of International Publication No. 2022/085485.
  • 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 colored 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. Specific examples of these include compounds described in paragraph numbers 0114 to 0121 of International Publication No. 2022/065215.
  • the compound described in paragraph number 0121 of International Publication No. 2022/065215, the squarylium compound described in JP 2020-075959, and Korean Published Patent No. 10-2019-0135217 Copper complexes described in publications can also be used.
  • the croconic acid compound described in JP-A No. 2021-195515 and the near-infrared absorbing dye described in JP-A No. 2022-022070 can also be used.
  • 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 is 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.
  • the above dye structures include quinoline dye structure, benzimidazolone dye structure, benzisoindole dye structure, benzothiazole dye structure, iminium dye structure, squarylium dye structure, croconium dye structure, oxonol dye structure, pyrrolopyrrole dye structure, diketo Pyrrolopyrrole dye structure, azo dye structure, azomethine dye structure, phthalocyanine dye structure, naphthalocyanine dye structure, anthraquinone dye structure, quinacridone dye structure, dioxazine dye structure, perinone dye structure, perylene dye structure, thiazine indigo dye structure, thioindigo dye structure, isoindoline dye structure, isoindolinone dye structure, quinophthalone dye structure, dithiol dye structure, triarylmethane dye structure, pyrromethene dye structure, etc.
  • 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 imidic 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 substituent T.
  • 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 substituent T.
  • 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 range 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.
  • pigment derivatives include compounds described in the Examples below, JP-A-56-118462, JP-A-63-264674, JP-A-01-217077, and JP-A-03-009961. , JP 03-026767, JP 03-153780, JP 03-045662, JP 04-285669, JP 06-145546, JP 06-212088, JP-A-06-240158, JP-A-10-030063, JP-A-10-195326, paragraph numbers 0086 to 0098 of International Publication No. 2011/024896, paragraph numbers 0063 to 0094 of International Publication No. 2012/102399 , paragraph number 0082 of International Publication No.
  • 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 alkylene imine 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 molecular weight of the polyalkylene imine is preferably 200 or more, more preferably 250 or more.
  • the upper limit is preferably 100,000 or less, more preferably 50,000 or less, even more preferably 10,000 or less, and particularly preferably 2,000 or less.
  • the molecular weight of the polyalkylene imine if the molecular weight can be calculated from the structural formula, the molecular weight of the polyalkylene imine is the value calculated from the structural formula.
  • the molecular weight of a specific amine compound cannot be calculated from the structural formula or is difficult to calculate, the value of the number average molecular weight measured by the boiling point elevation method is used.
  • 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, and the like. Specific examples of such compounds include the compound described in paragraph number 0179 of International Publication No. 2022/085485, the reactive triazine ultraviolet absorber described in JP 2021-178918, and JP 2022-007884. It is also possible to use the ultraviolet absorbers described in .
  • the content of the ultraviolet absorber in the total solid content of the coloring composition is preferably 0.01 to 10% by mass, more preferably 0.01 to 5% by mass.
  • only one type of ultraviolet absorber 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 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 agent examples 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 surfactant compounds described in paragraph numbers 0167 to 0169 of International Publication No. 2022/085485 can be used.
  • 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 paragraphs 0016 to 0037 of JP-A No. 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 compounds, % indicating the proportion of repeating units is mol%.
  • 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. Further, as the fluorine-based surfactant, compounds described in paragraphs 0015 to 0158 of JP-A No. 2015-117327 and fluorine-containing copolymers described in JP-A No. 2022-000494 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, a tertiary ammonium ion, a quaternary ammonium ion, or NH 4 + .
  • nonionic surfactants examples include compounds described in paragraph 0174 of International Publication No. 2022/085485.
  • 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 TSF- 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 modifiers, 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 modifiers, chain transfer agents, etc.
  • properties such as film physical properties can be adjusted. Examples of these components include the compounds described in paragraph 0182 of International Publication No. 2022/085485.
  • 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, and 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 examples include compounds described in paragraph 0183 of International Publication No. 2022/085485.
  • the colored composition of the present invention is substantially free of terephthalate.
  • “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.
  • the colored resin composition of the present invention preferably has a free metal content of 100 ppm or less, more preferably 50 ppm or less. Further, the free halogen content is preferably 100 ppm or less, more preferably 50 ppm or less. Examples of methods for reducing free metals and halogens in the colored resin composition include methods such as washing with ion-exchanged water, filtration, ultrafiltration, and purification with emphasis on ion exchange.
  • 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. Further, as the storage container, the container described in paragraph 0187 of International Publication No. 2022/085485 can be used.
  • 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.
  • JP 2015-157893 A "Practical Application Comprehensive Data Collection, Published by Management Development Center Publishing Department, October 10, 1978" can be suitably used.
  • the particles may be made finer in a salt milling step.
  • the descriptions in JP-A No. 2015-194521 and JP-A No. 2012-046629 can be referred to, for example.
  • the colored composition In preparing the colored composition, it is preferable to filter the colored composition with a filter for the purpose of removing foreign substances and reducing defects.
  • a filter for the purpose of removing foreign substances and reducing defects.
  • Examples of the type of filter and filtration method used for filtration include the filters and filtration methods described in paragraph numbers 0196 to 0199 of International Publication No. 2022/085485.
  • 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.
  • the coating method described in paragraph number 0207 of International Publication No. 2022/085485 can be used.
  • 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, exposure may be carried out 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 carried out in an oxygen-free atmosphere (without oxygen), or in a high oxygen atmosphere with an oxygen concentration of more than 21% by volume (for example, 22% by volume, 30% by volume, or 50% by volume).
  • the exposure illuminance can be set appropriately, 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 ). Can be done.
  • 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.
  • the developer and cleaning method after development the developer and cleaning method described in paragraph number 0214 of International Publication No. 2022/085485 can be used.
  • 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.
  • the optical filter may be provided with a protective layer on the surface of the film of the present invention.
  • a protective layer By providing a protective layer, 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.
  • a solid-state image sensor CCD (charge-coupled device) image sensor, CMOS (complementary metal oxide semiconductor) image sensor, etc.
  • 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 so as 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 Junaki 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.”
  • the compound of the present invention is a compound in which a compound represented by formula (1) is coordinated to Cu, Zn, Pd, or Ni.
  • R 1 represents a substituent
  • X 2 represents CR 2 or a nitrogen atom
  • R 2 represents a hydrogen atom or a substituent
  • R 1 and R 2 combine to form a ring structure.
  • X 3 to X 9 each independently represent a nitrogen atom, CH or CR x
  • R x represents a substituent, and when the total number of R 2 and R x is 2 or more, R 2 and At least two of R x may be combined to form a ring structure.
  • the compound of the present invention is the same as the compound Y contained in the coloring composition of the present invention, except that the metal atomic species is limited to Cu, Zn, Pd, or Ni, and the preferred embodiments are also the same.
  • Compounds (Y-10) to Compounds (Y-15) and Compounds (Y-17) to Compounds (Y-29) are compounds in which the compound described in the compound S column of the table below is coordinated to the copper atom. be.
  • the maximum absorption wavelengths of Compound (Y-10) to Compound (Y-15) and Compound (Y-17) to Compound (Y-29) were in the wavelength range of 350 to 600 nm.
  • Synthesis Example 40-46 Synthesis of Compounds (Y-40) to Compounds (Y-46) Compound (a-1) and compound (b-1) in Synthesis Example 1 were converted to compound (a) in the table below, respectively.
  • Compound (Y- 40) - Compound (Y-46) was synthesized.
  • Compounds (Y-40) to (Y-46) are compounds in which a compound described in the compound S column of the table below is coordinated to a copper atom.
  • the maximum absorption wavelengths of Compound (Y-40) to Compound (Y-46) existed in the wavelength range of 350 to 500 nm.
  • the kneading and polishing treatment was performed under the following conditions.
  • Kneading and polishing treatment conditions 5.3 parts by mass of pigment, 74.7 parts by mass of grinding agent, and 14 parts by mass of binder were added to Laboplast Mill (manufactured by Toyo Seiki Seisakusho Co., Ltd.), and the temperature of the kneaded material in the device was brought to 70°C. The mixture was kneaded for 2 hours while the temperature was controlled so that the mixture was mixed.
  • Pigment Red 177 (anthraquinone compound, red pigment) PR224:C.
  • Pigment Red 224 (perylene compound, red pigment) PR254:C.
  • Pigment Red 254 (diketopyrrolopyrrole compound, red pigment) PR264:C.
  • Pigment Red 264 (diketopyrrolopyrrole compound, red pigment) PR272:C.
  • Pigment Red 272 (diketopyrrolopyrrole compound, red pigment)
  • 6432077 D8 Compound with the following structure, weight average molecular weight 11000 D9: DISPERBYK (registered trademark)-142 (manufactured by BYK Chemie) D10: Compound with the following structure, weight average molecular weight 6000 D11: Compound with the following structure, weight average molecular weight 7000
  • the numerical value appended to the main chain is the molar ratio
  • the numerical value appended to the side chain is the number of repeating units.
  • Dispersions G1 to G75, Y1, R1 to R6, g1 Dispersions G1 to G75, Y1, R1 to R6, g1 described above
  • M1 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)
  • M2 Compound with the following structure
  • M3 Compound with the following structure
  • M4 Succinic acid modified dipentaerythritol hexaacrylate (acid value 67mgKOH/g)
  • M5 Compound with the following structure. The numbers in parentheses represent the number of repetitions.
  • M6 Compound with the following structure
  • (surfactant) W1 Compound with the following structure (weight average molecular weight 14,000). In the formula below, % indicating the proportion of repeating units is mol%.
  • (Fluorine surfactant) W2 Compound with the following structure (weight average molecular weight 3000). n represents the number of repetitions.
  • UV1 to UV2 Compounds with the following structure
  • solvent S1 to S6 the above-mentioned solvents S1 to S6
  • the film was exposed to light having a wavelength of 365 nm at an exposure dose of 500 mJ/cm 2 to produce a film.
  • the glass substrate was placed on the horizontal rotary table of a spin shower developing machine (Model DW-30, manufactured by Chemitronics Co., Ltd.), and developed using a CD-2000 (manufactured by Fujifilm Electronics Materials Co., Ltd.). Paddle development was performed at 23° C. for 60 seconds, and the glass substrate was rotated at a rotation speed of 50 rpm using a rotating device. p. m.
  • Example 101 While rotating at revolutions per minute (revolutions per minute), pure water was supplied from above the center of rotation in the form of a shower from a jet nozzle to perform rinsing treatment, followed by post-baking at 200° C. for 3 minutes to produce a film.
  • Example 101 the above-mentioned exposure, development, and post-baking were omitted, and the film obtained after pre-baking was used as it was for the moisture resistance test.
  • the obtained film was subjected to a humidity resistance test in which it was left to stand for 96 hours in an atmosphere of a temperature of 110° C. and a relative humidity of 85% using a constant temperature and humidity chamber (manufactured by Yamada Kagaku Co., Ltd., IW222).
  • the transmittance in the wavelength range of 300 to 800 nm was measured using a spectrophotometer (UV3600, manufactured by Shimadzu Corporation, reference: glass substrate). Transmittance (%) - Transmittance of membrane after moisture resistance test (%)) / Transmittance of membrane before moisture resistance test (%)] ⁇ 100
  • the moisture resistance was evaluated using the following criteria. The evaluation results are listed in the "Moisture resistance" column of the table. A: The transmittance variation was less than 2% in the entire wavelength range of 300 to 800 nm.
  • the transmittance variation was less than 5% in the entire wavelength range of 300 to 800 nm, and the transmittance variation in at least some wavelengths was 2% or more and less than 5%.
  • C The transmittance variation was less than 10% in the entire wavelength range of 300 to 800 nm, and the transmittance variation in at least some wavelengths was 5% or more and less than 10%.
  • D The transmittance variation was 10% or more in at least a part of the wavelength range of 300 to 800 nm.
  • the colored compositions of Examples were able to form films with excellent moisture 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 comprenant un agent colorant, une résine et un solvant, dans laquelle l'agent colorant comprend un composé Y dans lequel un composé de formule (1) est coordonné à un atome de métal ; un film obtenu à partir de la composition colorante ; un filtre coloré présentant le film ; un élément d'imagerie à semi-conducteurs et un dispositif d'affichage d'images présentant le filtre coloré ; et un composé. Dans la formule (1), R1 représente un substituant ; X2 représente CR2 ou un atome d'azote ; R2 représente un atome d'hydrogène ou un substituant ; R1 et R2 peuvent se lier pour constituer une structure cyclique, X3 à X9 représentent chacun indépendamment un atome d'azote, CH, ou CRx ; Rx représente un substituant ; et lorsque le nombre total de R2 et de Rx n'est pas inférieur à deux, au moins deux des R2 et Rx peuvent se lier pour constituer une structure cyclique.
PCT/JP2023/024884 2022-07-07 2023-07-05 Composition colorante, film, filtre de couleur, élément d'imagerie à l'état solide, dispositif d'affichage d'image et composé Ceased WO2024010025A1 (fr)

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Citations (6)

* Cited by examiner, † Cited by third party
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JP2004158391A (ja) * 2002-11-08 2004-06-03 Sharp Corp 有機電界発光素子
WO2008123294A1 (fr) * 2007-03-29 2008-10-16 Nippon Steel Chemical Co., Ltd. Composition pour filtre coloré et filtre coloré
JP2009035671A (ja) * 2007-08-03 2009-02-19 Toray Ind Inc 顔料分散液、着色剤組成物、およびカラーフィルター
JP2011128181A (ja) * 2009-12-15 2011-06-30 Toray Ind Inc カラーフィルター用緑色着色剤組成物、カラーフィルター基板および液晶表示装置
JP2018123190A (ja) * 2017-01-30 2018-08-09 Dic株式会社 アゾメチン亜鉛錯体
WO2022168741A1 (fr) * 2021-02-03 2022-08-11 富士フイルム株式会社 Composition colorante, film, filtre optique, élément d'imagerie à l'état solide, dispositif d'affichage d'images, et composé

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004158391A (ja) * 2002-11-08 2004-06-03 Sharp Corp 有機電界発光素子
WO2008123294A1 (fr) * 2007-03-29 2008-10-16 Nippon Steel Chemical Co., Ltd. Composition pour filtre coloré et filtre coloré
JP2009035671A (ja) * 2007-08-03 2009-02-19 Toray Ind Inc 顔料分散液、着色剤組成物、およびカラーフィルター
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