WO2021039410A1 - 硬化性組成物、硬化物、カラーフィルタ、固体撮像素子及び画像表示装置 - Google Patents

硬化性組成物、硬化物、カラーフィルタ、固体撮像素子及び画像表示装置 Download PDF

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WO2021039410A1
WO2021039410A1 PCT/JP2020/030730 JP2020030730W WO2021039410A1 WO 2021039410 A1 WO2021039410 A1 WO 2021039410A1 JP 2020030730 W JP2020030730 W JP 2020030730W WO 2021039410 A1 WO2021039410 A1 WO 2021039410A1
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group
mass
curable composition
pigment
compound
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English (en)
French (fr)
Japanese (ja)
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明夫 水野
金子　祐士
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Fujifilm Corp
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Fujifilm Corp
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Priority to JP2021542727A priority Critical patent/JPWO2021039410A1/ja
Publication of WO2021039410A1 publication Critical patent/WO2021039410A1/ja
Priority to US17/680,309 priority patent/US12421340B2/en
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Priority to JP2023127056A priority patent/JP7674424B2/ja
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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
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/04—Polymerisation in solution
    • C08F2/06—Organic solvent
    • C08F2/08—Organic solvent with the aid of dispersing agents for the polymer
    • 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
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • 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
    • C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/123—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/127—Acids containing aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0025—Crosslinking or vulcanising agents; including accelerators
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0041—Optical brightening agents, organic pigments
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/10—Esters; Ether-esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/32—Compounds containing nitrogen bound to oxygen
    • C08K5/33—Oximes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3415—Five-membered rings
    • C08K5/3417—Five-membered rings condensed with carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/56—Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
    • C09J151/003—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/20—Filters
    • G02B5/22—Absorbing filters
    • G02B5/223—Absorbing filters containing organic substances, e.g. dyes, inks or pigments
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10F—INORGANIC SEMICONDUCTOR DEVICES SENSITIVE TO INFRARED RADIATION, LIGHT, ELECTROMAGNETIC RADIATION OF SHORTER WAVELENGTH OR CORPUSCULAR RADIATION
    • H10F39/00—Integrated devices, or assemblies of multiple devices, comprising at least one element covered by group H10F30/00, e.g. radiation detectors comprising photodiode arrays
    • H10F39/10—Integrated devices
    • H10F39/12—Image sensors
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
    • C08G63/688—Polyesters containing atoms other than carbon, hydrogen and oxygen containing sulfur

Definitions

  • the present disclosure relates to a curable composition, a cured product, a color filter, a solid-state image sensor, and an image display device.
  • a color filter usually includes pixels (coloring patterns) of the three primary colors of red, green, and blue, and plays a role of decomposing transmitted light into the three primary colors.
  • the color filter is formed by using a composition containing a colorant such as a pigment.
  • a dispersant used in a conventional pigment composition for example, those described in Patent Document 1 are known.
  • a conventional composition for a color filter for example, a cured composition described in Patent Documents 2 or 3 is known.
  • Patent Document 1 Japanese Patent Application Laid-Open No. 2008-246469
  • Patent Document 2 Japanese Patent Application Laid-Open No. 2019-788878
  • Patent Document 3 Japanese Patent Application Laid-Open No. 2013-254127
  • An object to be solved by the embodiment according to the present disclosure is to provide a curable composition having excellent dispersion stability and moisture resistance of the obtained cured product.
  • Another problem to be solved by the embodiment of the present disclosure is a cured product of the curable composition, a color filter including the cured product, or a solid-state image sensor or an image display device including the color filter. Is to provide.
  • the means for solving the above problems include the following aspects. ⁇ 1> A pigment, a curable compound, a structural unit represented by the formula (1), a structural unit represented by the formula (2), a molecular weight of 1,000 or less, and a configuration represented by the formula (3). A curable composition containing a resin A having a unit.
  • X 1 represents a (m + 2) valent organic group
  • X 2 and X 3 represent a trivalent organic group
  • m represents an integer of 1 to 4.
  • L 2 independently represent O or NR
  • L 3 independently represent a carbonyl group, O or NR
  • R represents a hydrogen atom, an alkyl group or an aryl group
  • P 1 is a polymer chain.
  • R 1 represents a substituent having an independent group
  • R 3 represents a group having a polymerizable group.
  • ⁇ 2> The curable composition according to ⁇ 1>, wherein R 1 is an acid group or a salt of an acid group independently.
  • ⁇ 3> The curable composition according to ⁇ 1> or ⁇ 2>, wherein R 1 is independently a carboxy group or a salt of a carboxy group.
  • ⁇ 4> The curable composition according to any one of ⁇ 1> to ⁇ 3>, wherein X 1 is a (m + 2) valent organic group having an aromatic ring.
  • ⁇ 5> The curable composition according to any one of ⁇ 1> to ⁇ 4>, wherein m is 2.
  • ⁇ 6> The curable composition according to any one of ⁇ 1> to ⁇ 5>, wherein L 2 is O or NH.
  • ⁇ 7> The curable composition according to any one of ⁇ 1> to ⁇ 6>, wherein X 2 is a trivalent aliphatic hydrocarbon group having a thioether bond.
  • X 2 is a trivalent aliphatic hydrocarbon group having a thioether bond.
  • P 1 is a group having a polyacrylic resin chain, a polyester chain, or a polyether chain.
  • L 3 is O or NR and X 3 is a trivalent aliphatic hydrocarbon group.
  • ⁇ 10> The curable composition according to any one of ⁇ 1> to ⁇ 8>, wherein L 3 is a carbonyl group and X 3 is a trivalent organic group having an aromatic ring.
  • L 3 is a carbonyl group and X 3 is a trivalent organic group having an aromatic ring.
  • R 3 is a group having an ethylenically unsaturated group.
  • ⁇ 12> The curable composition according to any one of ⁇ 1> to ⁇ 11>, which further contains a polymerization initiator.
  • ⁇ 13> The curable composition according to ⁇ 12>, wherein the polymerization initiator contains an oxime compound.
  • ⁇ 14> The curable composition according to any one of ⁇ 1> to ⁇ 13>, which further contains a pigment derivative.
  • ⁇ 15> A cured product obtained by curing the curable composition according to any one of ⁇ 1> to ⁇ 14>.
  • ⁇ 16> A color filter comprising the cured product according to ⁇ 15>.
  • ⁇ 17> A solid-state image sensor having the color filter according to ⁇ 16>.
  • ⁇ 18> An image display device having the color filter according to ⁇ 16>.
  • a curable composition having excellent dispersion stability and moisture resistance of the obtained cured product. Further, according to another embodiment according to the present disclosure, a cured product of the curable composition, a color filter including the cured product, or a solid-state image sensor or an image display device including the color filter is provided.
  • the amount of each component in the composition is the total amount of the plurality of applicable substances present in the composition unless otherwise specified, when a plurality of substances corresponding to each component are present in the composition. Means.
  • the notation that does not describe substitution and non-substitution includes those having no substituent as well as those having a substituent.
  • the "alkyl group” includes not only an alkyl group having no substituent (unsubstituted alkyl group) but also an alkyl group having a substituent (substituted alkyl group).
  • the term "process” is included in this term as long as the intended purpose of the process is achieved, not only in an independent process but also in the case where it cannot be clearly distinguished from other processes. Is done.
  • the “total solid content” refers to the total mass of the components excluding the solvent from the total composition of the composition.
  • the “solid content” is a component excluding the solvent as described above, and may be, for example, a solid or a liquid at 25 ° C.
  • the "main chain” represents a relatively longest binding chain among the molecules of the polymer compound constituting the resin, and when the binding chain has a ring structure, the entire ring structure is used as the main chain.
  • the "side chain” represents an atomic group branched from the main chain.
  • “% by mass” and “% by weight” are synonymous, and “parts by mass” and “parts by weight” are synonymous.
  • a combination of two or more preferred embodiments is a more preferred embodiment.
  • Mw weight average molecular weight
  • Mn number average molecular weight
  • the pigment means a colorant that is difficult to dissolve in a solvent.
  • the solubility of the pigment in 100 g of water at 23 ° C. and 100 g of propylene glycol monomethyl ether acetate at 23 ° C. is preferably 0.1 g or less, and more preferably 0.01 g or less.
  • the curable composition according to the present disclosure has a pigment, a curable compound, a structural unit represented by the formula (1), a structural unit represented by the formula (2), a molecular weight of 1,000 or less, and a formula ( Includes resin A having a structural unit represented by 3).
  • X 1 represents a (m + 2) valent organic group
  • X 2 and X 3 represent a trivalent organic group
  • m represents an integer of 1 to 4.
  • L 2 independently represent O or NR
  • L 3 independently represent a carbonyl group, O or NR
  • R represents a hydrogen atom, an alkyl group or an aryl group
  • P 1 is a polymer chain.
  • R 1 represents a substituent having an independent group
  • R 3 represents a group having a polymerizable group.
  • the curable composition according to the present disclosure can be preferably used as a curable composition for a solid-state image sensor. Moreover, the curable composition according to the present disclosure can be preferably used as a curable composition for a color filter. Specifically, it can be preferably used as a curable composition for forming pixels of a color filter, and more preferably as a curable composition for forming pixels of a color filter used in a solid-state image sensor.
  • the present inventors have found that the conventional curable composition containing a pigment may not have sufficient dispersion stability and moisture resistance of the obtained cured product. Therefore, as a result of diligent studies by the present inventors, it has been found that the above-mentioned embodiment is excellent in dispersion stability and moisture resistance of the obtained cured product. Includes a resin A having a structural unit represented by the above formula (1), a structural unit represented by the above formula (2), and a structural unit having a molecular weight of 1,000 or less and represented by the above formula (3). Therefore, it is presumed that the moisture resistance is excellent without impairing the dispersibility.
  • the resin A has a structural unit having a polymerizable group (a structural unit represented by the above formula (3)) inside the main chain of the resin, and the structural unit represented by the above formula (3). It is estimated that when the molecular weight is 1,000 or less, the easily hydrolyzable groups in the main chain, the polymerizable group, etc. are relatively located inside the resin, and the obtained cured product has excellent moisture resistance.
  • the curable composition according to the present disclosure has a structural unit represented by the above formula (1), a structural unit represented by the above formula (2), a molecular weight of 1,000 or less, and the above formula (3). It is presumed that by including the resin A having the structural unit represented by the resin A, the developability is excellent and the adhesion of the obtained cured product is also excellent due to each polar structure of the resin A.
  • the curable composition according to the present disclosure has a structural unit represented by the above formula (1), a structural unit represented by the above formula (2), a molecular weight of 1,000 or less, and is represented by the above formula (3). Contains resin A having a constituent unit.
  • the resin A has a structural unit represented by the following formula (1).
  • X 1 represents an organic group having a (m + 2) valence
  • m represents an integer of 1 to 4
  • R 1 independently represents a substituent.
  • R 1 in the formula (1) is preferably an acid group or a salt of an acid group independently from the viewpoint of developability, dispersion stability, moisture resistance and adhesion of the obtained cured product.
  • an acid group a carboxy group, a sulfo group, or a phosphonic acid group is preferable, and a carboxy group or a sulfo group is used from the viewpoint of developability, dispersion stability, moisture resistance and adhesion of the obtained cured product. Is more preferable, and a carboxy group is particularly preferable.
  • the counter cation forming the salt in the salt of the acid group is not particularly limited, but an alkali metal ion, an alkaline earth metal ion, or a primary to quaternary ammonium ion is preferable, and an alkali metal ion or an alkali metal ion or. , Quaternary ammonium ions are more preferred, and alkali metal ions are particularly preferred.
  • the counter cation may be a monovalent cation or a divalent or higher cation as long as the compound as a whole is electrically neutral, but it is preferably a monovalent cation.
  • R 1 is particularly preferably a carboxy group or a salt of a carboxy group from the viewpoints of developability, dispersion stability, moisture resistance and adhesion of the obtained cured product.
  • m in the formula (1) is preferably an integer of 1 to 3, and more preferably 1 or 2. It is preferably 2, and particularly preferably 2.
  • X 1 in the formula (1) is preferably an organic group having an aliphatic ring or an aromatic ring (m + 2) valence, and has an aromatic ring (m + 2) valence. More preferably, it is a (m + 2) valent hydrocarbon group having a cyclohexane ring structure or a benzene ring structure, and more preferably it is a (m + 2) valent hydrocarbon group having a benzene ring structure. Is particularly preferable.
  • the (m + 2) valent hydrocarbon group having an aliphatic ring structure or an aromatic ring structure for example, the groups shown below are preferably mentioned. Note that wavy line portion represents a carbonyl group in the formula (1), or represents a bonding position to R 1.
  • a structural unit formed from an aromatic tricarboxylic acid anhydride a structural unit formed from an aromatic tetracarboxylic acid anhydride, and the like are preferably mentioned.
  • the aromatic tricarboxylic acid anhydride and the aromatic tetracarboxylic acid anhydride include compounds having the following structures.
  • Q 1 is represented by a single bond, -O-, -CO-, -COOCH 2 CH 2 OCO-, -SO 2- , -C (CF 3 ) 2- , and the following formula (Q-1). Represents a group to be used or a group represented by the following formula (Q-2).
  • aromatic tricarboxylic acid anhydrides include benzenetricarboxylic acid anhydrides (1,2,3-benzenetricarboxylic acid anhydrides, trimellitic acid anhydrides [1,2,4-benzenetricarboxylic acid anhydrides], etc.).
  • Naphthalenetricarboxylic acid anhydride (1,2,4-naphthalenetricarboxylic acid anhydride, 1,4,5-naphthalenetricarboxylic acid anhydride, 2,3,6-naphthalenetricarboxylic acid anhydride, 1,2,8-naphthalene (Tricarboxylic acid anhydride, etc.), 3,4,4'-benzophenone tricarboxylic acid anhydride, 3,4,4'-biphenyl ether tricarboxylic acid anhydride, 3,4,4'-biphenyl tricarboxylic acid anhydride, 2,3 , 2'-biphenyltricarboxylic acid anhydride, 3,4,4'-biphenylmethanetricarboxylic acid anhydride, or 3,4,4'-biphenylsulfonetricarboxylic acid anhydride.
  • aromatic tetracarboxylic acid anhydrides include pyromellitic dianhydride, ethylene glycol dianhydride trimellitic acid ester, propylene glycol dianhydride trimellitic acid ester, butylene glycol dianhydride trimellitic acid ester, 3,3.
  • Specific examples of the group obtained by removing the two carbonyl groups from the structural unit represented by the formula (1) include a group represented by the formula (Ar-1) and a group represented by the formula (Ar-2). , A group represented by the formula (Ar-3) and the like.
  • 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-). It represents a group represented by 1) or a group represented by the above formula (Q-2).
  • the resin A may have one type of the structural unit represented by the above formula (1) alone, or may have two or more types.
  • the content of the structural unit represented by the above formula (1) is 0.1 with respect to the total mass of the resin A from the viewpoint of developability, dispersion stability, moisture resistance and adhesion of the obtained cured product. It is preferably from mass% to 50% by mass, more preferably from 1% by mass to 30% by mass, further preferably from 2% by mass to 20% by mass, and from 6% by mass to 15% by mass. Is particularly preferable.
  • the resin A has a structural unit represented by the following formula (2).
  • X 2 represents a trivalent organic group
  • L 2 independently represents O or NR
  • R represents a hydrogen atom, an alkyl group or an aryl group
  • P 1 is a polymer. Represents a group with a chain.
  • L 2 in the formula (2) is preferably O or NH, and more preferably O, independently from the viewpoint of moisture resistance and adhesion of the obtained cured product. Further, the two L 2 in formula (2) is preferably the same group.
  • X 2 in the formula (2) may be an aliphatic group, an aromatic group, or a group in which these are combined, but from the viewpoint of moisture resistance and adhesion of the obtained cured product. , It is preferably an aliphatic group.
  • X 2 in the formula (2) is preferably a trivalent group having a sulfur atom, and is a trivalent group having a thioether bond, from the viewpoint of moisture resistance and adhesion of the obtained cured product.
  • the carbon number of X 2 in the formula (2) is preferably 1 to 30, more preferably 2 to 15, and 3 to 8 from the viewpoint of moisture resistance and adhesion of the obtained cured product. Is more preferably, 3 to 6 is particularly preferable, and 3 is most preferable.
  • X 2 in the formula (2) is preferably a group represented by the following formula (X-1) from the viewpoint of moisture resistance and adhesion of the obtained cured product, and the following formula (X-2). It is more preferable that the group is represented by.
  • L X represents an alkylene group having 1 to 8 carbon atoms
  • the wavy line portion represents a bonding position to L 2 or P 1.
  • P 1 in the formula (2) and a sulfur atom are bonded.
  • the group having the polymer chain combined as described above is preferable, the group having an acrylic resin chain, the polyester chain, or the polyether chain is more preferable, and the group having an acrylic resin chain is particularly preferable.
  • the acrylic resin chain is an acrylic resin chain obtained by copolymerizing two or more kinds of alkyl (meth) acrylate compounds from the viewpoints of developability, dispersion stability, moisture resistance and adhesion of the obtained cured product.
  • the acrylic resin chain is a copolymer of n-butyl (meth) acrylate and another alkyl (meth) acrylate compound, and n-butyl (meth) acrylate and methyl (meth) acrylate or Acrylic resin chains copolymerized with ethyl (meth) acrylate are particularly preferable.
  • the weight average molecular weight of the polymer chain in P 1 of the formula (2) is, developability, dispersion stability, as well, from the viewpoint of moisture resistance and adhesion of the cured product obtained is preferably 500 to 20,000.
  • the lower limit is more preferably 600 or more, and even more preferably 1,000 or more.
  • the upper limit is more preferably 10,000 or less, further preferably 5,000 or less, and particularly preferably 3,000 or less.
  • the X 2 in the formula (2) polymer chain of the formula (2) in the P 1 of may be bonded via a linking group, it may be bonded directly be bonded directly preferable.
  • the number of atoms of the linking group is preferably 1 to 30, and more preferably 2 to 20.
  • the polymer chain in P 1 of the formula (2) is preferably a polymer chain having a structural unit represented by any of the following formulas (P-1) to (P-5), and the following formula (P-). It is more preferable that the polymer chain has the structural unit represented by 5).
  • RP1 and RP2 each represent an alkylene group.
  • the alkylene group represented by RP1 and RP2 a linear or branched alkylene group having 1 to 20 carbon atoms is preferable, and a linear or branched alkylene group having 2 to 16 carbon atoms is more preferable. , A linear or branched alkylene group having 3 to 12 carbon atoms is more preferable.
  • RP3 represents a hydrogen atom or a methyl group.
  • L P1 represents a single bond or an arylene group
  • L P2 represents a single bond or a divalent linking group.
  • L P1 is preferably a single bond.
  • 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
  • RP4 represents a hydrogen atom or a substituent.
  • Substituents include hydroxy group, carboxy group, alkyl group, aryl group, heteroaryl group, alkoxy group, aryloxy group, heteroaryloxy group, alkylthioether group, arylthioether group, heteroarylthioether group and ethylenically unsaturated group.
  • the group etc. can be mentioned.
  • the polymer chains in P 1 of the formula (2) preferably also includes a structural unit having an acid group.
  • the acid group include a carboxy group, a phosphoric acid group, a sulfo group, and a phenolic hydroxy group.
  • the dispersibility of the pigment in the composition can be further improved.
  • the developability can be further improved.
  • the content of the structural unit having an acid group is preferably 1% by mass to 30% by mass, more preferably 2% by mass to 20% by mass, and 3% by mass to the total mass of the polymer chain. It is more preferably 10% by mass.
  • the resin A may have one type of the structural unit represented by the above formula (2) alone, or may have two or more types.
  • the content of the structural unit represented by the above formula (2) is 50% by mass with respect to the total mass of the resin A from the viewpoint of developability, dispersion stability, moisture resistance and adhesion of the obtained cured product. It is preferably ⁇ 98% by mass, more preferably 60% by mass to 95% by mass, and particularly preferably 70% by mass to 90% by mass.
  • the resin A has a molecular weight of 1,000 or less and has a structural unit represented by the following formula (3).
  • X 3 represents a trivalent organic group
  • L 3 independently represents a carbonyl group, O or NR
  • R represents a hydrogen atom, an alkyl group or an aryl group
  • R 3 Represents a group having a polymerizable group.
  • L 3 is O or NR, and is preferably X 3 is a trivalent aliphatic group, L 3, O or is NH, and more preferably X 3 is a trivalent aliphatic radical having a thioether bond, L 3 is particularly preferably an O.
  • L 3 in the formula (3) is preferably O or NR, more preferably O or NH, and particularly preferably O, from the viewpoint of manufacturing suitability.
  • the resin A has a structural unit represented by the formula (3) in which L 3 is O or NR and a formula (3) in which L 3 is a carbonyl group from the viewpoint of moisture resistance of the obtained cured product. It is preferred to have both of the represented building blocks.
  • L 3 is a carbonyl group and X 3 is a trivalent organic group having an aromatic ring.
  • a preferred embodiment of X 3 is a (m + 2) -valent hydrocarbon group in which m in the formula (1) is 1 and X 1 has an aromatic ring structure. it is the same as the preferred embodiment of X 1 in the case where.
  • R 3 in the formula (3) is preferably a group having an ethylenically unsaturated group from the viewpoint of moisture resistance of the obtained cured product.
  • the ethylenically unsaturated group include a (meth) acryloxy group, a styryl group (vinylaryl group), a (meth) acrylamide group, an allyl group, a vinyl ether group, a vinyl ester group and the like.
  • the obtained cured product it is preferably a (meth) acryloxy group, a styryl group, a (meth) acrylamide group, or an allyl group, and a (meth) acryloxy group, a styryl group, or ( It is more preferably a (meth) acrylamide group, and particularly preferably a (meth) acryloxy group or a styryl group.
  • the number of polymerizable groups of R 3 in the formula (3) is not particularly limited, but is preferably 1 to 10 from the viewpoint of moisture resistance and adhesion of the obtained cured product, and is preferably 1 to 6. More preferably, it is more preferably 1 or 2, and particularly preferably 1.
  • the polymerizable group may be directly bonded to X 3 in the formula (3) or may be bonded via a linking group.
  • the carbon number of the linking group is not particularly limited, but is preferably 1 to 40, preferably 1 to 20, from the viewpoint of developability, dispersion stability, and moisture resistance of the obtained cured product. More preferably, it is more preferably 2 to 9, and particularly preferably 3 to 5.
  • the linking group is preferably an aliphatic group, and is composed of a divalent aliphatic hydrocarbon group or one or more divalent aliphatic hydrocarbon groups with an ether bond, an ester bond, an amide bond, or urethane.
  • the linking group may have a substituent such as a hydroxy group or an amino group.
  • a hydroxy group is preferably mentioned as the substituent from the viewpoints of developability, dispersion stability, and moisture resistance of the obtained cured product.
  • the minimum number of atoms connecting the main chain of the resin A and the polymerizable group is not particularly limited, but is preferably 1 to 40 from the viewpoint of developability and dispersion stability. It is more preferably 1 to 15, further preferably 1 to 9, and particularly preferably 1 to 5.
  • the molecular weight of the structural unit represented by the above formula (3) is preferably 100 to 1,000, preferably 100 to 1,000, from the viewpoints of developability, dispersion stability, moisture resistance and adhesion of the obtained cured product. It is more preferably to 700, and particularly preferably 100 to 500.
  • the resin A may have one type of the structural unit represented by the above formula (3) alone, or may have two or more types.
  • the content of the structural unit represented by the above formula (3) is 0.1 with respect to the total mass of the resin A from the viewpoint of developability, dispersion stability, moisture resistance and adhesion of the obtained cured product. It is preferably from mass% to 50% by mass, more preferably from 0.5% by mass to 20% by mass, further preferably from 1% by mass to 15% by mass, and from 2% by mass to 10% by mass. It is particularly preferable to have.
  • the resin A may have other structural units other than the structural units represented by the above formulas (1) to (3).
  • the other structural unit is not particularly limited, and examples thereof include a structural unit formed of a polyvalent carboxylic acid compound, a polyhydric alcohol compound, a polyvalent amine compound, a hydroxycarboxylic acid compound, a polyvalent isocyanate compound, and the like.
  • the resin A may or may not have the above-mentioned other structural units of one type alone, two or more types, or not.
  • the total content of the structural units represented by the above formulas (1) to (3) is the developability, dispersion stability, moisture resistance and adhesion of the obtained cured product with respect to the total mass of the resin A. From the viewpoint, it is preferably 50% by mass or more, more preferably 80% by mass or more, further preferably 90% by mass or more, and particularly preferably 95% by mass to 100% by mass.
  • the terminal structure of the resin A is not particularly limited, and is a known terminal structure depending on the reaction termination conditions (quenching conditions) and isolation conditions at the time of producing the resin A.
  • a hydrogen atom, a hydroxy group, an alkoxy group, a carboxy group, an amino group and the like can be mentioned.
  • resin A examples include, for example, those shown below, but it goes without saying that the resin A is not limited to these.
  • the mass ratio of the structural unit represented by the formula (3) in the resin is that all the polymerizable groups were introduced into the structural unit. Calculated assuming that.
  • the structural units 3-A to 3-H are not limited to the structural units in which a group having a polymerizable group is introduced into one of the two carboxy groups on the aromatic ring. It may further have a structural unit in which a group having a polymerizable group is introduced into both of the two carboxy groups on the aromatic ring. Further, in the dispersants A1 to A20, B1 to B23 and C1 to C3, it is presumed that the structural units 3-A to 3-H are a mixture of the structural units shown above.
  • the weight average molecular weight (Mw) of the resin A is preferably 3,000 or more, preferably 3,000 to 30,000, from the viewpoint of developability, dispersion stability, and adhesion of the obtained cured product. More preferably, it is more preferably 3,000 to 15,000, and particularly preferably 5,000 to 10,000.
  • the ethylenically unsaturated bond value of the resin A represents the molar amount of the ethylenically unsaturated bond per 1 g of the solid content of the resin A, and is measured by the following method.
  • Sample preparation method >> Weigh 0.2 g of propyl benzoate (164-04893 manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) and mix it with 50 g of deuterated dimethyl sulfoxide (heavy DMSO) (534-74585 manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.). Adjust the internal standard heavy DMSO. Next, 0.03 g of resin A (in terms of solid content) is weighed and mixed with 1.7 g of heavy DMSO containing an internal standard to prepare a measurement sample.
  • Measurement method of nuclear magnetic resonance spectroscopy >> The measurement sample is transferred to a sample tube for NMR, and NMR is measured ( 1 H-NMR, 400 MHz, DMSO, method integration number 16 times).
  • ⁇ NMR spectrum analysis method >> The internal standard peak (propyl benzoate) was obtained from 7.90 ppm to 8.04 ppm, and the bias (Bias) and slope (Slop) were adjusted to set the integrated value to 2. The peak of the ethylenically unsaturated group was obtained at 6.25 ppm to 6.38 ppm, the Bias and Slop were adjusted, and the integrated value was recorded.
  • the acid value of the resin A is preferably 20 mgKOH / g to 100 mgKOH / g, more preferably 30 mgKOH / g to 80 mgKOH / g, and 30 mgKOH / g to 60 mgKOH / g from the viewpoint of developability. Is particularly preferable.
  • the acid value of the resin A represents the mass of potassium hydroxide required to neutralize the acidic component per 1 g of the solid content.
  • A 56.11 x Vs x 0.5 x f / w
  • Vs Amount of 0.1 mol / L sodium hydroxide aqueous solution required for titration (mL)
  • f Titer of 0.1 mol / L sodium hydroxide aqueous solution
  • w Measurement sample mass (g) (solid content conversion)
  • the curable composition according to the present disclosure may contain one type of resin A alone, or may contain two or more types of resin A.
  • the content of the resin A is preferably 1% by mass to 50% by mass with respect to the total solid content of the curable composition.
  • the lower limit is more preferably 3% by mass or more, further preferably 5% by mass or more, and particularly preferably 10% by mass or more.
  • the upper limit is more preferably 45% by mass or less, and particularly preferably 40% by mass or less.
  • the curable composition according to the present disclosure contains a pigment.
  • pigments include white pigments, black pigments, chromatic pigments, and near-infrared absorbing pigments.
  • the white pigment includes not only pure white pigment but also a light gray pigment (for example, grayish white, light gray, etc.) close to white.
  • the pigment may be either an inorganic pigment or an organic pigment, and is preferably an organic pigment because it is easy to improve the dispersion stability.
  • the pigment preferably has a maximum absorption wavelength in the wavelength range of 400 nm to 2,000 nm, and more preferably has a maximum absorption wavelength in the wavelength range of 400 nm to 700 nm.
  • the curable composition according to the present disclosure is a curable composition for forming a colored layer in a color filter. It can be preferably used as a product.
  • the colored layer include a red colored layer, a green colored layer, a blue colored layer, a magenta colored layer, a cyan colored layer, and a yellow colored layer.
  • the average primary particle size of the pigment is preferably 1 nm 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 size of the pigment can be determined from a photograph obtained by observing the primary particles of the pigment with a transmission electron microscope. Specifically, the projected area of the primary particles of the pigment is obtained, and the corresponding circle-equivalent diameter is calculated as the primary particle diameter of the pigment.
  • the average primary particle size in the present disclosure is an arithmetic mean value of the primary particle size for the primary particles of 400 pigments.
  • the primary particles of the pigment refer to independent particles without aggregation.
  • the chromatic pigment is not particularly limited, and a known chromatic pigment can be used.
  • the chromatic pigment include pigments having a maximum absorption wavelength in the wavelength range of 400 nm to 700 nm.
  • yellow pigments, orange pigments, red pigments, green pigments, purple pigments, blue pigments and the like can be mentioned. Specific examples of these include, for example, the following.
  • a halogenated zinc phthalocyanine compound having an average of 10 to 14 halogen atoms in one molecule, an average of 8 to 12 bromine atoms, and an average of 2 to 5 chlorine atoms. It can also be used.
  • the compound described in International Publication No. 2015/118720, the compound described in China Patent Application Publication No. 1069090227, a phthalocyanine compound having a phosphate ester as a ligand, and the like can also be used.
  • the green pigment the green pigment described in JP-A-2019-8014 or JP-A-2018-180023 may be used.
  • An aluminum phthalocyanine compound having a phosphorus atom can also be used as the blue pigment.
  • Specific examples include the compounds described in paragraphs 0022 to 0030 of JP2012-247591A and paragraphs 0047 of JP2011-157478A.
  • the pigment described in JP-A-2017-201003 and the pigment described in JP-A-2017-197719 can be used.
  • the yellow pigment at least one anion selected from the group consisting of an azo compound represented by the following formula (Y) and an azo compound having a tautomeric structure thereof, two or more kinds of metal ions, and a melamine compound.
  • Y an azo compound represented by the following formula (Y)
  • azo compound having a tautomeric structure thereof two or more kinds of metal ions
  • a melamine compound a metal azo pigment containing the above can also be used.
  • RY1 and RY2 independently represent -OH or -NR Y5 RY6
  • Y7 independently represents a hydrogen atom or an alkyl group.
  • the number of carbon atoms of the alkyl group represented by RY5 to RY7 is preferably 1 to 10, more preferably 1 to 6, and even more preferably 1 to 4.
  • the alkyl group may be linear, branched or cyclic, and is preferably linear or branched, more preferably linear.
  • the alkyl group may have a substituent. Preferred examples of the substituent include a halogen atom, a hydroxy group, an alkoxy group, a cyano group and an amino group.
  • paragraphs 0011 to 0062, 0137 to 0276 of JP-A-2017-171912, paragraphs 0010 to 0062, 0138-0295, JP-A-2017-171914 of JP-A-2017-171913, and JP-A-2017-171914 paragraphs 0011 to 0062, 0139 to 0190, and paragraphs 0010 to 0065 and 0142 to 0222 of JP-A-2017-171915 can be referred to, and these contents are incorporated in the present specification.
  • a quinophthalone dimer represented by the following formula (Q) can also be preferably used.
  • the quinophthalone dimer described in Japanese Patent No. 6443711 can also be preferably used.
  • X 1 to X 16 independently represent a hydrogen atom or a halogen atom, and Z represents an alkylene group having 1 to 3 carbon atoms.
  • Examples of the yellow pigment include JP-A-2018-2013798, JP-A-2018-62578, Patent No. 6432077, Patent No. 6432076, JP-A-2018-155881, JP-A-2018-11757, and JP-A. 2018-40835, 2017-197640, 2016-145282, 2014-85565, 2014-21139, 2013-209614, 2013- 209435, 2013-181015, 2013-61622, 2013-54339, 2013-32486, 2012-226110, 2008-74987 Japanese Patent Application Laid-Open No. 2008-81565, Japanese Patent Application Laid-Open No. 2008-79486, Japanese Patent Application Laid-Open No. 2008-74985, Japanese Patent Application Laid-Open No. 2008-50420, Japanese Patent Application Laid-Open No. 2008-31281, or JP-A-48-32765
  • the quinophthalone pigments described in the publication can also be preferably used.
  • the yellow pigment the quinophthalone compounds described in paragraphs 0011 to 0034 of JP2013-54339, the quinophthalone compounds described in paragraphs 0013 to 0058 of JP2014-26228, and JP-A-2019-8014.
  • the compound described in Japanese Patent Application Laid-Open No. 6607427, the compound described in Japanese Patent No. 6607427, and the like can also be used.
  • the compound described in JP-A-2018-62644 can also be used.
  • this compound can also be used as a pigment derivative.
  • C.I. I. Pigment Yellow 129 may be added for the purpose of improving weather resistance.
  • red pigment a diketopyrrolopyrrole pigment in which at least one bromine atom is substituted in the structure described in JP-A-2017-2013384, and a diketopyrrolopyrrole-based pigment described in paragraphs 0016 to 0022 of Patent No. 6248838.
  • Pigments, diketopyrrolopyrrole compounds described in WO2012 / 102399, diketopyrrolopyrrole compounds described in WO2012 / 117965, naphtholazo compounds described in JP2012-229344A, and the like are used. You can also do it.
  • the red pigment the red pigment described in Japanese Patent No. 6516119 or Japanese Patent No. 6525101 can also be preferably used.
  • red pigment a compound having a structure in which an aromatic ring group having an oxygen atom, a sulfur atom or a nitrogen atom bonded to the aromatic ring is bonded to a diketopyrrolopyrrole skeleton can also be used. It can.
  • a compound represented by the formula (DPP1) is preferable, and a compound represented by the formula (DPP2) is more preferable.
  • R 11 and R 13 each independently represent a substituent
  • R 12 and R 14 each independently represent a hydrogen atom, an alkyl group, an aryl group or a heteroaryl group
  • n 11 and n 13 are independent of each other.
  • X 12 and X 14 independently represent an oxygen atom, a sulfur atom or a nitrogen atom
  • m12 represents 1 and X.
  • m12 represents 2 when X 14 is a nitrogen atom.
  • the substituents represented by R 11 and R 13 include an alkyl group, an aryl group, a halogen atom, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a heteroaryloxycarbonyl group, an amide group, a cyano group, a nitro group and a trifluoro group.
  • Preferred specific examples include a methyl group, a sulfoxide group and a sulfo group.
  • two or more kinds of chromatic pigments may be used in combination.
  • black may be formed by a combination of two or more kinds of chromatic pigments. Examples of such a combination include the following aspects (1) to (7).
  • the curable composition according to the present disclosure can be used as an infrared transmission filter. It can be preferably used, and can be more preferably used as a near infrared transmission filter.
  • An embodiment containing a red pigment and a blue pigment An embodiment containing a red pigment, a blue pigment, and a yellow pigment.
  • An embodiment containing a red pigment, a blue pigment, a yellow pigment, and a purple pigment (3) An embodiment containing a red pigment, a blue pigment, a yellow pigment, and a purple pigment. (4) An embodiment containing a red pigment, a blue pigment, a yellow pigment, a purple pigment, and a green pigment. (5) An embodiment containing a red pigment, a blue pigment, a yellow pigment, and a green pigment. (6) An embodiment containing a red pigment, a blue pigment, and a green pigment. (7) An embodiment containing a yellow pigment and a purple pigment.
  • the pigment used is C.I. I. Pigment Blue 15: 3 and C.I. I. It is preferable to contain at least one phthalocyanine pigment selected from the group consisting of Pigment Blue 15: 4.
  • the average secondary particle size of the specific phthalocyanine pigment is preferably 50 nm to 100 nm because it enhances the transparency of visible light and makes it easy to obtain a cured film having spectral characteristics suitable for cyan color.
  • the lower limit is preferably 55 nm or more, and more preferably 60 nm or more from the viewpoint of light resistance.
  • the upper limit is preferably 95 nm or less, and more preferably 90 nm or less from the viewpoint of spectral characteristics.
  • the average secondary particle size of the pigment was measured by directly measuring the size of the secondary particles of the pigment from an electron micrograph using a transmission electron microscope (TEM). Specifically, the minor axis diameter and the major axis diameter of the secondary particles of each pigment are measured, and the average is taken as the particle size of the pigment. Next, for each of the 100 pigments, the volume of each pigment is obtained by approximating it to a cube having the obtained particle size, and the volume average particle size is defined as the average secondary particle size.
  • TEM transmission electron microscope
  • the pigment preferably contains 50% by mass or more of the specific phthalocyanine pigment, more preferably 55% by mass or more, and 60% by mass or more, based on the total mass of the pigment. It is more preferable to contain it, and it is particularly preferable to contain it in an amount of 65% by mass or more.
  • the upper limit may be 100% by mass, 95% by mass or less, or 90% by mass or less.
  • the pigment used in the curable composition according to the present disclosure is C.I. I. Pigment Blue 15: 3 and C.I. I.
  • the mass ratio with Pigment Blue 15: 4 is C.I. I. Pigment Blue 15: 3 with respect to 100 parts by mass of C.I. I. Pigment Blue 15: 4 is preferably 10 parts by mass to 1,000 parts by mass, more preferably 25 parts by mass to 400 parts by mass, and further preferably 50 parts by mass to 200 parts by mass.
  • White pigment-White pigments include titanium oxide, strontium titanate, barium titanate, zinc oxide, magnesium oxide, zirconium oxide, aluminum oxide, barium sulfate, silica, talc, mica, aluminum hydroxide, calcium silicate, aluminum silicate, hollow. Examples include resin particles and zinc sulfide.
  • the white pigment is preferably particles having a titanium atom, and more preferably titanium oxide. Further, the white pigment is preferably particles having a refractive index of 2.10 or more with respect to light having a wavelength of 589 nm. The above-mentioned refractive index is preferably 2.10 to 3.00, and more preferably 2.50 to 2.75.
  • titanium oxide described in "Titanium Oxide Physical Properties and Applied Technology, by Manabu Kiyono, pp. 13-45, published on June 25, 1991, published by Gihodo Publishing" can also be used.
  • the white pigment not only those composed of a single inorganic substance but also particles compounded with other materials may be used. For example, particles having pores or other materials inside, particles in which a large number of inorganic particles are attached to core particles, core particles composed of core particles composed of polymer particles, and shell composite particles composed of a shell layer composed of inorganic nanoparticles are used. Is preferable.
  • the core and shell composite particles composed of the core particles composed of the polymer particles and the shell layer composed of the inorganic nanoparticles for example, the description in paragraphs 0012 to 0042 of JP2015-047520 can be referred to. The contents are incorporated herein by reference.
  • Hollow inorganic particles can also be used as the white pigment.
  • Hollow inorganic particles are inorganic particles having a structure having cavities inside, and are inorganic particles having cavities surrounded by an outer shell.
  • Examples of the hollow inorganic particles include the hollow inorganic particles described in JP-A-2011-075786, International Publication No. 2013/061621, JP-A-2015-164881, and the like, and the contents thereof are incorporated in the present specification. Is done.
  • the black pigment is not particularly limited, and known ones can be used.
  • carbon black, titanium black, graphite and the like can be mentioned, with carbon black and titanium black being preferable, and titanium black being more preferable.
  • Titanium black is black particles containing a titanium atom, and low-order titanium oxide or titanium oxynitride is preferable.
  • the surface of titanium black can be modified as needed for the purpose of improving dispersibility and suppressing cohesiveness.
  • Titanium black preferably has a small primary particle size and an average primary particle size of each particle. Specifically, the average primary particle size is preferably 10 to 45 nm. Titanium black can also be used as a dispersion. For example, a dispersion containing titanium black particles and silica particles and having a content ratio of Si atoms and Ti atoms in the dispersion adjusted to a range of 0.20 to 0.50 can be mentioned. Regarding the above dispersion, the description in paragraphs 0020 to 0105 of JP2012-169556A can be referred to, and the content thereof is incorporated in the present specification.
  • CI Color Index
  • Titanium black preferably has a small primary particle size and an average primary particle size of each particle. Specifically, the average primary particle size is preferably 10 to 45 nm. Titanium black can also be used as a dispersion. For example, a dispersion containing titanium black particles and silica particles and having a content ratio of Si atoms and Ti atoms in the dispersion
  • titanium black products examples include titanium black 10S, 12S, 13R, 13M, 13M-C, 13RN, 13MT (trade name: manufactured by Mitsubishi Materials Corporation), Tilak D (Tilak) D ( Product name: Ako Kasei Co., Ltd.) and the like.
  • the near-infrared absorbing pigment is preferably an organic pigment. Further, the near-infrared absorbing pigment preferably has a maximum absorption wavelength in a range of more than 700 nm and 1,400 nm or less. The maximum absorption wavelength of the near-infrared absorbing pigment is preferably 1,200 nm or less, more preferably 1,000 nm or less, and further preferably 950 nm or less. Further, the near-infrared absorbing pigment preferably has A 550 / A max, which is the ratio of the absorbance A 550 at a wavelength of 550 nm to the absorbance A max at the maximum absorption wavelength, of 0.1 or less, and preferably 0.05 or less.
  • the lower limit is not particularly limited, but can be, for example, 0.0001 or more, or 0.0005 or more.
  • the maximum absorption wavelength of the near-infrared absorbing pigment and the value of the absorbance at each wavelength are values obtained from the absorption spectrum of the film formed by using the curable composition containing the near-infrared absorbing pigment.
  • the near-infrared absorbing pigment is not particularly limited, but is pyrolopyrrole compound, lilene compound, oxonol compound, squarylium compound, cyanine compound, croconium compound, phthalocyanine compound, naphthalocyanine compound, pyrylium compound, azulenium compound, indigo compound and pyrromethene compound.
  • a pigment having an X-ray diffraction pattern by a specific CuK ⁇ ray is preferably mentioned.
  • the phthalocyanine pigment described in Japanese Patent No. 6561862 the diketopyrrolopyrrole pigment described in Japanese Patent No. 6413872, and the azo pigment described in Japanese Patent No. 6281345 (CI Pigment Red269). And so on.
  • the content of the pigment in the total solid content of the curable composition is preferably 5% by mass or more, more preferably 10% by mass or more, further preferably 20% by mass or more, and 30% by mass. The above is even more preferable, and 40% by mass or more is particularly preferable.
  • the upper limit is preferably 80% by mass or less, more preferably 70% by mass or less, and further preferably 60% by mass or less.
  • the curable composition according to the present disclosure may contain a dye.
  • the dye is not particularly limited, and a known dye can be used.
  • the dye may be a chromatic dye or a near-infrared absorbing dye.
  • the chromatic dyes include pyrazole azo compounds, anilino azo compounds, triarylmethane compounds, anthraquinone compounds, anthrapylidene compounds, benzylidene compounds, oxonor compounds, pyrazorotriazole azo compounds, pyridone azo compounds, cyanine compounds, phenothiazine compounds, and pyropyrazole azomethine compounds.
  • Xanthene compound phthalocyanine compound
  • benzopyran compound indigo compound
  • pyromethene compound pyromethene compound
  • the thiazole compound described in JP2012-158649A the azo compound described in JP2011-184493, and the azo compound described in JP2011-145540 can also be used.
  • the yellow dye the quinophthalone compounds described in paragraphs 0011 to 0034 of JP2013-054339A, the quinophthalone compounds described in paragraphs 0013 to 0058 of JP2014-026228, and the like can also be used.
  • Examples of the near-infrared absorbing dye include pyrrolopyrrole compounds, lilene compounds, oxonor compounds, squarylium compounds, cyanine compounds, croconium compounds, phthalocyanine compounds, naphthalocyanine compounds, pyririum compounds, azulenium compounds, indigo compounds and pyromethene compounds.
  • the squarylium compound described in JP-A-2017-197437 the squarylium compound described in paragraphs 0090 to 0107 of International Publication No. 2017/213047, and the pyrrol ring described in paragraphs 0019 to 0075 of JP-A-2018-054760.
  • the phthalocyanine compound described in Japanese Patent No. 6251530, and the like can also be used.
  • the methine dyes described in the publication can also be used.
  • the content of the dye in the total solid content of the curable composition is preferably 1% by mass or more, more preferably 5% by mass or more, and particularly preferably 10% by mass or more.
  • the upper limit is not particularly limited, but is preferably 70% by mass or less, more preferably 65% by mass or less, and further preferably 60% by mass or less.
  • the content of the dye is preferably 5 to 50 parts by mass with respect to 100 parts by mass of the pigment.
  • the upper limit is preferably 45 parts by mass or less, and more preferably 40 parts by mass or less.
  • the lower limit is preferably 10 parts by mass or more, and more preferably 15 parts by mass or more.
  • the curable composition according to the present disclosure may be substantially free of dyes.
  • the content of the dye in the total solid content of the curable composition according to the present disclosure is preferably 0.1% by mass or less, and is 0. It is more preferably 0.05% by mass or less, and particularly preferably not contained.
  • the curable composition according to the present disclosure may also use a dye multimer.
  • the dye multimer is preferably a dye that is used by dissolving it in a solvent.
  • the dye multimers may form particles.
  • the pigment multimer in the particle state can be obtained by, for example, emulsion polymerization, and specific examples thereof include the compounds and production methods described in JP-A-2015-214682.
  • the dye multimer has two or more dye structures in one molecule, and preferably has three or more dye structures. The upper limit is not particularly limited, but may be 100 or less.
  • the plurality of dye structures contained in one molecule may have the same dye structure or different dye structures.
  • the weight average molecular weight (Mw) of the dye multimer is preferably 2,000 to 50,000.
  • the lower limit is more preferably 3,000 or more, and even more preferably 6,000 or more.
  • the upper limit is more preferably 30,000 or less, further preferably 20,000 or less.
  • Dye multimers are described in JP-A-2011-213925, JP-A-2013-041097, JP-A-2015-028144, JP-A-2015-030742, International Publication No. 2016/031442, and the like. Compounds can also be used.
  • the curable composition according to the present disclosure preferably contains a curable compound, contains a curable compound from the viewpoint of film strength and pattern forming property, and further contains a polymerization initiator described later, and is a curable compound. It is more preferable to further contain a photopolymerization initiator described later.
  • the reaction mechanism when the curable compound is cured is not particularly limited. Examples thereof include radical polymerization reaction, cationic polymerization reaction, polycondensation reaction, nucleophilic addition reaction, and cross-linking reaction by substitution reaction.
  • the curable compound is preferably a compound that is cured by a radical polymerization reaction. Examples of the polymerizable group include an ethylenically unsaturated group and an epoxy group.
  • Examples of the ethylenically unsaturated group include a vinyl group, a vinyloxy group, an allyl group, a metallicyl group, a (meth) acryloyl group, a styrene group, a cinnamoyl group and a maleimide group, and a (meth) acryloyl group, a styrene group or a maleimide group.
  • Groups are preferred, (meth) acryloyl groups are more preferred, and acryloyl groups are particularly preferred.
  • the curable compound preferably contains an ethylenically unsaturated compound.
  • the curable compound may be a monomer or a resin such as a polymer.
  • a monomer-type curable compound and a resin-type curable compound can also be used in combination.
  • the molecular weight of the curable compound is preferably less than 3,000.
  • the upper limit is more preferably 2,000 or less, and even more preferably 1,500 or less.
  • the lower limit is preferably 100 or more, more preferably 150 or more, and even more preferably 250 or more.
  • the curable compound is preferably a compound having 3 or more ethylenically unsaturated groups, more preferably a compound having 3 to 15 ethylenically unsaturated groups, and 3 ethylenically unsaturated groups. It is more preferable that the compound has up to 6 elements.
  • the curable compound is preferably a trifunctional to 15-functional (meth) acrylate compound, and more preferably a trifunctional to 6-functional (meth) acrylate compound.
  • polymerizable monomer examples include paragraphs 0905 to 0108 of JP2009-288705, paragraphs 0227 of JP2013-209760, paragraphs 0254 to 0257 of JP2008-292970, and paragraphs 0254 to 0257 of JP2008-292970.
  • examples thereof include the compounds described in paragraphs 0034 to 0038 of Japanese Patent Application Laid-Open No. 253224, paragraphs 0477 of Japanese Patent Application Laid-Open No. 2012-208494, Japanese Patent Application Laid-Open No. 2017-048367, Japanese Patent No. 6057891, and Japanese Patent No. 6031807. The contents of are incorporated herein by reference.
  • the curable compounds are dipentaerythritol triacrylate (commercially available KAYARAD D-330; manufactured by Nippon Kayaku Co., Ltd.) and dipentaerythritol tetraacrylate (commercially available KAYARAD D-320; Nippon Kayaku Co., Ltd.).
  • Dipentaerythritol penta (meth) acrylate (commercially available KAYARAD D-310; manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol hexa (meth) acrylate (commercially available KAYARAD DPHA; Japanese chemical (manufactured) NK ester A-DPH-12E manufactured by Shin-Nakamura Chemical Industry Co., Ltd., and compounds having a structure in which these (meth) acryloyl groups are bonded via ethylene glycol and / or propylene glycol residues.
  • SR454 and SR499 commercially available from Sartmer
  • a compound having an acid group can also be used.
  • the curable composition layer in the unexposed portion can be easily removed during development, and the generation of development residue can be suppressed.
  • the acid group include a carboxy group, a sulfo group, a phosphoric acid group and the like, and a carboxy group is preferable.
  • the curable compound having an acid group include succinic acid-modified dipentaerythritol penta (meth) acrylate.
  • Examples of commercially available products of the polymerizable monomer having an acid group include Aronix M-510, M-520, and Aronix TO-2349 (manufactured by Toagosei Co., Ltd.).
  • the acid value of the polymerizable monomer having an acid group is preferably 0.1 mgKOH / g to 40 mgKOH / g, and more preferably 5 mgKOH / g to 30 mgKOH / g.
  • the acid value of the curable compound is 0.1 mgKOH / g or more, the solubility in a developing solution is good, and when it is 40 mgKOH / g or less, it is advantageous in production and handling.
  • a compound having a caprolactone structure is also a preferable embodiment.
  • the curable compound having a caprolactone structure is commercially available from Nippon Kayaku Co., Ltd. as the KAYARAD DPCA series, and examples thereof include DPCA-20, DPCA-30, DPCA-60, and DPCA-120.
  • a compound having an alkyleneoxy group can also be used.
  • the curable compound having an alkyleneoxy group is preferably a compound having an ethyleneoxy group and / or a propyleneoxy group, more preferably a compound having an ethyleneoxy group, and having 4 to 20 ethyleneoxy groups. It is more preferably a trifunctional to hexafunctional (meth) acrylate compound having.
  • Commercially available products of curable compounds having an alkyleneoxy group include SR-494, which is a tetrafunctional (meth) acrylate having four ethyleneoxy groups manufactured by Sartmer, and trifunctional (meth) having three isobutyleneoxy groups. Examples thereof include KAYARAD TPA-330, which is an acrylate.
  • the curable compound it is also preferable to use a compound that does not substantially contain an environmentally regulated substance such as toluene.
  • an environmentally regulated substance such as toluene.
  • commercially available products of such compounds include KAYARAD DPHA LT and KAYARAD DPEA-12 LT (manufactured by Nippon Kayaku Co., Ltd.).
  • curable compound examples include urethane acrylates as described in Japanese Patent Publication No. 48-041708, Japanese Patent Application Laid-Open No. 51-037193, Japanese Patent Application Laid-Open No. 02-032293, and Japanese Patent Application Laid-Open No. 02-016765.
  • Urethane compounds having an ethylene oxide-based 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 are also suitable.
  • the curable 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, and AH-600. , T-600, AI-600, LINK-202UA (manufactured by Kyoeisha Chemical Co., Ltd.) and the like can also be used.
  • a compound having an epoxy group used as a curable compound (hereinafter, also referred to as an epoxy compound), a compound having two or more epoxy groups in one molecule is preferably used.
  • the upper limit of the epoxy group of the epoxy compound is preferably 100 or less, more preferably 10 or less, and further preferably 5 or less.
  • the epoxy compound may be a low molecular weight compound (for example, a molecular weight of less than 1,000) or a high molecular weight compound (macromolecule) (for example, a molecular weight of 1,000 or more, and in the case of a polymer, a weight average molecular weight of 1,000 or more). There may be.
  • the molecular weight of the epoxy compound (in the case of a polymer, the weight average molecular weight) is preferably 200 to 100,000, more preferably 500 to 50,000.
  • the upper limit of the molecular weight (in the case of a polymer, the weight average molecular weight) is preferably 3,000 or less, more preferably 2,000 or less, and even more preferably 1,500 or less.
  • the curable compound may be used alone or in combination of two or more.
  • the content of the curable compound is preferably 0.1% by mass to 40% by mass with respect to the total solid content of the curable composition.
  • the lower limit is preferably 1% by mass or more, and more preferably 2% by mass or more.
  • the upper limit is preferably 30% by mass or less, more preferably 20% by mass or less, and further preferably 10% by mass or less.
  • the content of the epoxy compound is preferably 0.1% by mass to 40% by mass with respect to the total solid content of the curable composition.
  • the lower limit is, for example, more preferably 1% by mass or more, further preferably 2% by mass or more.
  • the upper limit is, for example, more preferably 30% by mass or less, further preferably 20% by mass or less.
  • the curable composition according to the present disclosure preferably further contains a polymerization initiator, and more preferably further contains a photopolymerization initiator.
  • a polymerization initiator when an ethylenically unsaturated compound is used as the curable compound, it is particularly preferable that the curable composition according to the present disclosure further contains a photopolymerization initiator.
  • the polymerization initiator is not particularly limited and may be appropriately selected from known photopolymerization initiators and thermal polymerization initiators.
  • the photopolymerization initiator for example, a compound having photosensitivity to light rays in the ultraviolet region to the visible region is preferable.
  • the photopolymerization initiator is preferably a photoradical polymerization initiator.
  • photopolymerization initiator examples include halogenated hydrocarbon derivatives (for example, compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.), acylphosphine compounds, hexaarylbiimidazoles, oxime compounds, organic peroxides, and thio compounds. , Ketone compounds, aromatic onium salts, ⁇ -hydroxyketone compounds, ⁇ -aminoketone compounds and the like.
  • the photopolymerization initiator includes trihalomethyltriazine compound, benzyldimethylketal compound, ⁇ -hydroxyketone compound, ⁇ -aminoketone compound, acylphosphine compound, phosphine oxide compound, metallocene compound, oxime compound, and triarylimidazole.
  • Trihalomethyltriazine compound includes dimer, onium compound, benzothiazole compound, benzophenone compound, acetophenone compound, cyclopentadiene-benzene-iron complex, halomethyloxaziazole compound and 3-aryl substituted coumarin compound.
  • the photopolymerization initiator it is more preferable to contain at least one compound selected from the group consisting of an oxime compound, an ⁇ -hydroxyketone compound, an ⁇ -aminoketone compound, and an acylphosphine compound, and it is further preferable to contain an oxime compound.
  • JP-A-2019-043864 examples thereof include the photopolymerization initiator described in JP-A-2019-044030, the photopolymerization initiator described in JP-A-2019-167313, and the contents thereof are described in the present specification. Be incorporated.
  • Examples of commercially available ⁇ -hydroxyketone compounds include IRGACURE-184, DAROCUR-1173, IRGACURE-500, IRGACURE-2959, and IRGACURE-127 (all manufactured by BASF).
  • Examples of commercially available ⁇ -aminoketone compounds include IRGACURE-907, IRGACURE-369, IRGACURE-379, and IRGACURE-379EG (all manufactured by BASF).
  • Examples of commercially available acylphosphine compounds include IRGACURE-819 and DAROCUR-TPO (all manufactured by BASF).
  • Examples of the oxime compound include the compounds described in JP-A-2001-233842, the compounds described in JP-A-2000-080068, the compounds described in JP-A-2006-342166, and J. Am. C. S. The compound according to Perkin II (1979, pp. 1653-1660), J. Mol. C. S. The compound described in Perkin II (1979, pp. 156-162), the compound described in Journal of Photopolymer Science and Technology (1995, pp. 202-232), the compound described in JP-A-2000-066385.
  • oxime compound examples include 3-benzoyloxyiminobutane-2-one, 3-acetoxyiminovtan-2-one, 3-propionyloxyiminovtan-2-one, 2-acetoxyimiminopentane-3-one, 2-Acetoxyimimino-1-phenylpropan-1-one, 2-benzoyloxyimino-1-phenylpropan-1-one, 3- (4-toluenesulfonyloxy) iminobutane-2-one, and 2-ethoxycarbonyloxy Examples thereof include imino-1-phenylpropane-1-one.
  • IRGACURE OXE01 IRGACURE OXE02, IRGACURE OXE03, IRGACURE OXE04 (above, manufactured by BASF), TR-PBG-304 (manufactured by Joshu Powerful Electronics New Materials Co., Ltd.), ADEKA PTOMER N-1919 (Co., Ltd.)
  • examples thereof include a photopolymerization initiator 2) manufactured by ADEKA and described in JP2012-014502A.
  • the oxime compound it is also preferable to use a compound having no coloring property or a compound having high transparency and being hard to discolor.
  • Examples of commercially available products include ADEKA ARKULS NCI-730, NCI-831, and NCI-930 (all manufactured by ADEKA Corporation).
  • an oxime compound having a fluorene ring can also be used as the photopolymerization initiator.
  • Specific examples of the oxime compound having a fluorene ring include the compounds described in JP-A-2014-137466. This content is incorporated herein.
  • an oxime compound having a fluorine atom can also be used as the photopolymerization initiator.
  • Specific examples of the oxime compound having a fluorine atom are described in the compounds described in JP-A-2010-262028, compounds 24, 36-40 described in JP-A-2014-500852, and JP-A-2013-164471. Compound (C-3) and the like. This content is incorporated herein.
  • an oxime compound having a nitro group can be used as the photopolymerization initiator.
  • the oxime compound having a nitro group is also preferably a dimer.
  • Specific examples of the oxime compound having a nitro group include the compounds described in paragraphs 0031 to 0047 of JP2013-114249A, paragraphs 0008 to 0012 and 0070 to 0079 of JP2014-137466, and Patents 4223071. Examples thereof include the compounds described in paragraphs 0007 to 0025 of Japanese Patent Publication No. Adeca Arcurus NCI-831 (manufactured by ADEKA Corporation).
  • An oxime compound having a benzofuran skeleton can also be used as the photopolymerization initiator.
  • Specific examples include OE-01 to OE-75 described in International Publication No. 2015/036910.
  • the oxime compound is preferably a compound having a maximum absorption wavelength in the wavelength range of 350 nm to 500 nm, and more preferably a compound having a maximum absorption wavelength in the wavelength range of 360 nm to 480 nm.
  • the molar extinction coefficient of the oxime compound at a wavelength of 365 nm or a wavelength of 405 nm is preferably high, more preferably 1,000 to 300,000, and more preferably 2,000 to 300,000 from the viewpoint of sensitivity. Is more preferable, and 5,000 to 200,000 is particularly preferable.
  • the molar extinction coefficient of a compound can be measured using a known method. For example, it is preferable to measure at a concentration of 0.01 g / L using an ethyl acetate solvent with a spectrophotometer (Cary-5 spectrophotometer manufactured by Varian).
  • thermal polymerization initiator or a polymerization initiator that can be polymerized with both light and heat
  • MATERIAL STAGE 37-60p vol. 19, No. Examples thereof include the peroxide compounds described in 3, 2019, International Publication No. 2018/221177, International Publication No. 2018/110179, or JP-A-2019-43864.
  • a bifunctional or trifunctional or higher functional photoradical polymerization initiator may be used as the photopolymerization initiator.
  • a photoradical polymerization initiator two or more radicals are generated from one molecule of the photoradical polymerization initiator, so that good sensitivity can be obtained.
  • the crystallinity is lowered, the solubility in a solvent or the like is improved, the precipitation is less likely to occur with time, and the stability of the curable composition with time is improved. it can.
  • Specific examples of the bifunctional or trifunctional or higher functional photo-radical polymerization initiators include JP-A-2010-527339, JP-A-2011-524436, International Publication No.
  • the content of the polymerization initiator in the total solid content of the curable composition according to the present disclosure is preferably 0.1% by mass to 30% by mass.
  • the lower limit is preferably 0.5% by mass or more, and 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 polymerization initiator 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 thereof is within the above range.
  • the curable composition according to the present disclosure preferably further contains a pigment derivative.
  • the pigment derivative include compounds having a structure in which a part of the pigment is replaced with an acid group, a basic group or a phthalimide methyl group.
  • the pigment derivative include JP-A-56-118462, JP-A-63-246674, JP-A-01-2170777, JP-A-03-009961, JP-A-03-026767, and JP-A-03.
  • the compounds described in paragraph 0171 of JP-A-2015-151530, JP-A-2019-133154, etc. can be used, and the contents thereof are incorporated in the present specification.
  • pigment derivatives quinoline skeleton, benzoimidazolone skeleton, diketopyrrolopyrrole skeleton, azo skeleton, phthalocyanine skeleton, anthracinone skeleton, quinacridone skeleton, dioxazine skeleton, perinone
  • the system skeleton, the perylene system skeleton, the thioindigo system skeleton, the isoindolin system skeleton, the isoindolinone system skeleton, the quinophthalone system skeleton, the slene system skeleton, the metal complex system skeleton and the like have a pigment skeleton.
  • quinoline skeleton, benzoimidazolone skeleton, diketopyrrolopyrrole skeleton, azo skeleton, quinophthalone skeleton, isoindoline skeleton or phthalocyanine skeleton are preferable, and azo skeleton or benzoimidazolone skeleton is more preferable.
  • acid group contained in the pigment derivative a sulfo group and a carboxy group are preferable, and a sulfo group is more preferable.
  • an amino group is preferable, and a tertiary amino group is more preferable.
  • the pigment derivative preferably contains a pigment derivative having a basic group (also referred to as "basic pigment derivative"). Further, the curable compound according to the present disclosure more preferably contains a binder polymer (dispersant) having an acid group and a pigment derivative having a basic group from the viewpoint of developability and dispersion stability.
  • the content of the pigment derivative is preferably 1 part by mass to 50 parts by mass with respect to 100 parts by mass of the pigment.
  • the lower limit is preferably 3 parts by mass or more, and more preferably 5 parts by mass or more.
  • the upper limit is preferably 40 parts by mass or less, more preferably 30 parts by mass or less.
  • the curable composition according to the present disclosure preferably contains a binder polymer.
  • the weight average molecular weight (Mw) of the binder polymer is preferably 2,000 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 3,000 or more, and more preferably 5,000 or more.
  • Binder polymers include (meth) acrylic resin, en-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, polyimide resin, and polyamideimide.
  • Examples thereof include resins, polyolefin resins, cyclic olefin resins, polyester resins, and styrene resins. One of these resins may be used alone, or two or more thereof may be mixed and used.
  • the binder polymer may have an acid group.
  • the acid group include a carboxy group, a phosphoric acid group, a sulfo group, a phenolic hydroxy group and the like, and a carboxy group is preferable. These acid groups may be only one type or two or more types.
  • the resin having an acid group can also be used as an alkali-soluble resin.
  • a polymer having a carboxy group in the side chain is preferable.
  • Specific examples include alkali-soluble methacrylic acid copolymers, acrylic acid copolymers, itaconic acid copolymers, crotonic acid copolymers, maleic acid copolymers, partially esterified maleic acid copolymers, and novolak resins.
  • examples thereof include a phenol resin, an acidic cellulose derivative having a carboxy group in the side chain, and a resin in which an acid anhydride is added to a polymer having a hydroxy group.
  • a copolymer of (meth) acrylic acid and another monomer copolymerizable therewith is suitable as the alkali-soluble resin.
  • Examples of other monomers copolymerizable with (meth) acrylic acid include alkyl (meth) acrylates, aryl (meth) acrylates, vinyl compounds and the like.
  • alkyl (meth) acrylate and aryl (meth) acrylate include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, and pentyl (meth) acrylate.
  • the vinyl compound include styrene, ⁇ -methylstyrene, vinyltoluene, acrylonitrile, vinyl acetate, N-vinylpyrrolidone, polystyrene macromonomer, polymethylmethacrylate macromonomer and the like.
  • N-substituted maleimide monomers described in JP-A-10-300922 for example, N-phenylmaleimide, N-cyclohexylmaleimide and the like can also be used.
  • the other monomers copolymerizable with these (meth) acrylic acids may be only one kind or two or more kinds.
  • Resins having an acid group are benzyl (meth) acrylate / (meth) acrylic acid copolymer, benzyl (meth) acrylate / (meth) acrylic acid / 2-hydroxyethyl (meth) acrylate copolymer, and benzyl (meth).
  • a multi-polymer copolymer composed of acrylate / (meth) acrylic acid / other monomer can be preferably used.
  • the polymer described in paragraphs 0153 to 0167 of JP-A-2018-173660 is also preferably mentioned.
  • the acid value of the resin having an acid group is preferably 30 mgKOH / g to 200 mgKOH / g.
  • the lower limit is preferably 50 mgKOH / g or more, and more preferably 70 mgKOH / g or more.
  • the upper limit is preferably 150 mgKOH / g or less, and more preferably 120 mgKOH / g or less.
  • the curable composition according to the present disclosure may contain one kind of binder polymer alone or two or more kinds.
  • the content of the binder polymer is preferably 1% by mass to 50% by mass with respect to the total solid content of the curable composition.
  • the lower limit is preferably 3% by mass or more, more preferably 5% by mass or more, and further preferably 10% by mass or more.
  • the upper limit is preferably 45% by mass or less, and more preferably 40% by mass or less.
  • the curable composition according to the present disclosure may contain a silane coupling agent.
  • the silane coupling agent means a silane compound having a hydrolyzable group and other functional groups.
  • the hydrolyzable group refers to a substituent that is directly linked to a silicon atom and can form a siloxane bond by 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 the like, and an alkoxy group is preferable. That is, the silane coupling agent is preferably a compound having an alkoxysilyl group.
  • Examples of the functional group other than the hydrolyzable group include a vinyl group, a (meth) allyl group, a (meth) acryloyl group, a mercapto group, an epoxy group, an oxetanyl group, an amino group, a ureido group, a sulfide group and an isocyanate group.
  • a phenyl group and the like preferably an amino group, a (meth) acryloyl group and an epoxy group.
  • Specific examples of the silane coupling agent include the compounds described in paragraphs 0018 to 0036 of JP2009-288703A and the compounds described in paragraphs 0056 to 0066 of JP2009-242604A, and the contents thereof. Is incorporated herein.
  • the content of the silane coupling agent in the total solid content of the curable composition is preferably 0.1% by mass to 5% by mass.
  • the upper limit is preferably 3% by mass or less, and more preferably 2% by mass or less.
  • the lower limit is preferably 0.5% by mass or more, and more preferably 1% by mass or more.
  • the silane coupling agent may be only one kind or two or more kinds. In the case of two or more types, the total amount is preferably in the above range.
  • the curable composition according to the present disclosure may contain a solvent.
  • the solvent include organic solvents.
  • the solvent is basically not particularly limited as long as it satisfies the solubility of each component and the coatability of the curable composition.
  • the organic solvent include ester solvents, ketone solvents, alcohol solvents, amide solvents, ether solvents, hydrocarbon solvents and the like.
  • paragraph 0223 of WO 2015/166779 can be referred to, the contents of which are incorporated herein by reference.
  • an ester solvent substituted with a cyclic alkyl group and a ketone solvent substituted with a cyclic alkyl group can also be preferably used.
  • organic solvent examples 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, cyclohexanone, 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 , N-Dimethylpropanamide and the like.
  • aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.) as a solvent may need to be reduced for environmental reasons (for example, 50 parts by mass ppm (parts) with respect to the total amount of the organic solvent. Per million) or less, 10 mass ppm or less, or 1 mass ppm or less).
  • the metal content of the solvent is preferably, for example, 10 mass ppb (parts per parts) or less. If necessary, a solvent at the mass ppt (parts per trillion) level may be used, and such a high-purity solvent is provided by, for example, Toyo Gosei Co., Ltd. (The Chemical Daily, November 2015). 13th).
  • Examples of the method for removing impurities such as metals from the solvent 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 filter material is preferably polytetrafluoroethylene, polyethylene or nylon.
  • the solvent may contain isomers (compounds having the same number of atoms but different structures). Further, only one kind of isomer may be contained, or a plurality of kinds may be contained.
  • the content of peroxide in the organic solvent is preferably 0.8 mmol / L or less, and more preferably substantially free of peroxide.
  • the content of the solvent in the curable composition is preferably 10% by mass to 95% by mass, more preferably 20% by mass to 90% by mass, and preferably 30% by mass to 90% by mass. More preferred.
  • the curable composition according to the present disclosure does not substantially contain an environmentally regulated substance from the viewpoint of environmental regulation.
  • substantially no environmentally regulated substance means that the content of the environmentally regulated substance in the coloring composition is 50 mass ppm or less, and preferably 30 mass ppm or less. It is more preferably 10 mass ppm or less, and particularly preferably 1 mass ppm or less.
  • the curable composition according to the present disclosure preferably further contains a polymerization inhibitor.
  • Polymerization inhibitors include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, 2,2,6,6-tetramethylpiperidin-1-oxyl, 2,2,6,6-tetramethyl- 4-Hydroxypiperidin-1-oxyl, pyrogallol, tert-butylcatechol, benzoquinone, 4,4'-thiobis (3-methyl-6-tert-butylphenol), 2,2'-methylenebis (4-methyl-6-t) -Butylphenol), N-nitrosophenylhydroxyamine salt (ammonium salt, primary cerium salt, etc.).
  • the content of the polymerization inhibitor in the total solid content of the curable composition is preferably 0.0001% by mass to 5% by mass.
  • the curable composition according to the present disclosure may contain a surfactant.
  • a surfactant various surfactants such as a fluorine-based surfactant, a nonionic surfactant, a cationic surfactant, an anionic surfactant, and a silicon-based surfactant can be used.
  • paragraphs 0238 to 0245 of International Publication No. 2015/166779 and paragraphs 0253 to 0260 of JP-A-2018-173660 can be referred to, and the contents thereof are incorporated in the present specification.
  • the surfactant is preferably a fluorine-based surfactant.
  • a fluorine-based surfactant in the curable composition, the liquid properties (particularly, fluidity) can be further improved, and the liquid saving property can be further improved. It is also possible to form a film having a small thickness unevenness.
  • the fluorine atom content in the fluorine-based surfactant is preferably 3% by mass to 40% by mass, more preferably 5% by mass to 30% by mass, and particularly preferably 7% by mass to 25% by mass.
  • a fluorine-based surfactant having a fluorine atom content within this range is effective in terms of uniformity of coating film thickness and liquid saving property, and has good solubility in a curable composition.
  • the content of the surfactant in the total solid content of the curable composition is preferably 0.001% by mass to 5.0% by mass, more preferably 0.005% by mass to 3.0% by mass.
  • the surfactant may be only one kind or two or more kinds. In the case of two or more types, the total amount is preferably in the above range.
  • the curable composition according to the present disclosure preferably contains an ultraviolet absorber.
  • an ultraviolet absorber a conjugated diene compound, an aminodiene compound, a salicylate compound, a benzophenone compound, a benzotriazole compound, an acrylonitrile compound, a hydroxyphenyltriazine compound, an indol compound, a triazine compound and the like can be used.
  • the description of paragraphs 0052 to 0072 of JP2012-208374A, paragraphs 0317 to 0334 of JP2013-068814, and paragraphs 0061 to 0080 of JP2016-162946 can be referred to. These contents are incorporated herein by reference.
  • Examples of commercially available ultraviolet absorbers include UV-503 (manufactured by Daito Kagaku Co., Ltd.).
  • Examples of the benzotriazole compound include the MYUA series (The Chemical Daily, February 1, 2016) manufactured by Miyoshi Oil & Fat Co., Ltd.
  • the ultraviolet absorber the compounds described in paragraphs 0049 to 0059 of Japanese Patent No. 6268967 can also be used.
  • the content of the ultraviolet absorber in the total solid content of the curable composition is preferably 0.01% by mass to 10% by mass, more preferably 0.01% by mass to 5% by mass. Only one kind of ultraviolet absorber may be used, or two or more kinds may be used. When two or more types are used, the total amount is preferably in the above range.
  • the curable composition according to the present disclosure may contain an antioxidant.
  • the antioxidant include phenol compounds, phosphite ester compounds, thioether compounds and the like.
  • the phenol compound any phenol compound known as a phenolic antioxidant can be used.
  • Preferred phenolic compounds include hindered phenolic compounds.
  • a compound having a substituent at a site (ortho position) adjacent to the phenolic hydroxy group is preferable.
  • a substituted or unsubstituted alkyl group having 1 to 22 carbon atoms is preferable.
  • the antioxidant a compound having a phenol group and a phosphite ester group in the same molecule is also preferable.
  • a phosphorus-based antioxidant can also be preferably used.
  • a phosphorus-based antioxidant tris [2-[[2,4,8,10-tetrakis (1,1-dimethylethyl) dibenzo [d, f] [1,3,2] dioxaphosfepine-6 -Il] Oxy] Ethyl] amine, Tris [2-[(4,6,9,11-tetra-tert-butyldibenzo [d, f] [1,3,2] dioxaphosfepin-2-yl] ) Oxy] ethyl] amine, ethylbis phosphite (2,4-di-tert-butyl-6-methylphenyl) 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 (above, manufactured by ADEKA Corporation) and the like. Further, as the antioxidant, the compounds described in paragraphs 0023 to 0048 of Japanese Patent No. 6268967, the compounds described in Japanese Patent No. 10-2019-0059371, and the like can also be used.
  • the content of the antioxidant in the total solid content of the curable composition is preferably 0.01% by mass to 20% by mass, and more preferably 0.3% by mass 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, the total amount is preferably in the above range.
  • the curable composition according to the present disclosure is, if necessary, a sensitizer, a curing accelerator, a filler, a thermosetting accelerator, a plasticizer and other auxiliary agents (for example, conductive particles, a filler, a defoaming agent). Agents, flame retardants, leveling agents, peeling accelerators, fragrances, surface tension modifiers, chain transfer agents, etc.) may be included. By appropriately containing these components, properties such as film physical characteristics can be adjusted. These components are described in, for example, paragraphs 0183 and later of JP2012-003225A (paragraph 0237 of the corresponding US Patent Application Publication No. 2013/0034812), paragraphs 0101 to JP2008-250074.
  • the curable composition according to the present disclosure may contain a latent antioxidant, if necessary.
  • the latent antioxidant is a compound whose site that functions as an antioxidant is protected by a protecting group and is heated at 100 ° C. to 250 ° C. or at 80 to 200 ° C. in the presence of an acid / base catalyst. Examples thereof include compounds in which the protecting group is eliminated by the action and functions as an antioxidant. Examples of the latent antioxidant include compounds described in International Publication No. 2014/021023, International Publication No. 2017/030005, and JP-A-2017-008219. Examples of commercially available products include ADEKA ARKULS GPA-5001 (manufactured by ADEKA Corporation) and the like.
  • the curable composition according to the present disclosure may contain a metal oxide in order to adjust the refractive index of the obtained film.
  • the metal oxide include TiO 2 , ZrO 2 , Al 2 O 3 , SiO 2 and the like.
  • the primary particle size of the metal oxide is preferably 1 nm to 100 nm, more preferably 3 nm to 70 nm, and most preferably 5 nm to 50 nm.
  • the metal oxide may have a core-shell structure, and at this time, the core portion may be hollow.
  • the curable composition according to the present disclosure may contain a light resistance improving agent.
  • the viscosity (25 ° C.) of the curable composition according to the present disclosure is preferably 1 mPa ⁇ s to 100 mPa ⁇ s, for example, when a film is formed by coating.
  • the lower limit is more preferably 2 mPa ⁇ s or more, and further preferably 3 mPa ⁇ s or more.
  • the upper limit is more preferably 50 mPa ⁇ s or less, further preferably 30 mPa ⁇ s or less, and particularly preferably 15 mPa ⁇ s or less.
  • the curable composition according to the present disclosure preferably has a free metal content of 100 ppm or less, more preferably 50 ppm or less, and 10 ppm or less, which is not bonded or coordinated with a pigment or the like. More preferably, it is particularly preferably not contained substantially.
  • the pigment dispersibility is stabilized (aggregation suppression), the spectral characteristics are improved due to the improvement in dispersibility, the curable component is stabilized, and the conductivity fluctuation due to the elution of metal atoms and metal ions is suppressed. , Improvement of display characteristics can be expected.
  • the curable composition according to the present disclosure does not substantially contain a terephthalic acid ester.
  • substantially free means that the content of the terephthalic acid ester is 1,000 mass ppb or less with respect to the total mass of the curable composition, and is 100 mass ppb or less. Is more preferable, and zero is particularly preferable.
  • the water content of the curable composition in the present disclosure is preferably 3% by mass or less, more preferably 0.01% by mass to 1.5% by mass, and 0.1% by mass to 1.0% by mass. Is particularly preferable.
  • the water content can be measured by the Karl Fischer method.
  • the storage container for the curable composition according to the present disclosure is not particularly limited, and a known storage container can be used.
  • a storage container a multi-layer bottle composed of 6 types and 6 layers of resin and 6 types of resin have a 7-layer structure for the purpose of suppressing impurities from being mixed into the raw materials and the curable composition. It is also preferable to use a bottle. Examples of such a container include the container described in Japanese Patent Application Laid-Open No. 2015-123351.
  • the curable composition according to the present disclosure and the composition used for producing an image sensor have the purpose of preventing metal elution from the inner wall of the container, enhancing the storage stability of the composition, and suppressing the alteration of components. It is also preferable that the inner wall of the storage container is made of glass or stainless steel.
  • the curable composition according to the present disclosure can be produced by mixing the above-mentioned components.
  • all the components may be simultaneously dissolved and / or dispersed in a solvent to produce the curable composition, or if necessary, each component may be appropriately dissolved in two or more solutions or dispersed.
  • a curable composition may be produced as a liquid by mixing them at the time of use (at the time of application).
  • the mechanical force used for dispersing the pigment includes 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.
  • the pulverization of the pigment in the sand mill it is preferable to use beads having a small diameter and to process the pigment under the condition that the pulverization efficiency is increased by increasing the filling rate of the beads. Further, it is preferable to remove coarse particles by filtration, centrifugation or the like after the pulverization treatment.
  • any filter that has been conventionally used for filtration or the like can be used without particular limitation.
  • a fluororesin such as polytetrafluoroethylene (PTFE), a polyamide resin such as nylon (for example, nylon-6, nylon-6,6), and a polyolefin resin such as polyethylene and polypropylene (PP) (high density, ultrahigh molecular weight).
  • PP polypropylene
  • a filter using a material such as (including a polyolefin resin) can be mentioned.
  • polypropylene (including high-density polypropylene) and nylon are preferable.
  • the pore size of the filter is preferably 0.01 ⁇ m to 7.0 ⁇ m, more preferably 0.01 ⁇ m to 3.0 ⁇ m, and even more preferably 0.05 ⁇ m to 0.5 ⁇ m. If the pore size of the filter is within the above range, fine foreign matter can be removed more reliably.
  • the nominal value of the filter manufacturer can be referred to.
  • various filters provided by Nippon Pole Co., Ltd. (DFA4201NIEY, etc.), Advantech Toyo Co., Ltd., Japan Entegris Co., Ltd. (formerly Nippon Microlith Co., Ltd.), Kitts Microfilter Co., Ltd., etc. can be used. it can.
  • fibrous filter medium examples include polypropylene fiber, nylon fiber, glass fiber and the like.
  • examples of commercially available products include SBP type series (SBP008, etc.), TPR type series (TPR002, TPR005, etc.), and SHPX type series (SHPX003, etc.) manufactured by Loki Techno Co., Ltd.
  • filters for example, a first filter and a second filter
  • the filtration with each filter may be performed only once or twice or more.
  • filters having different pore diameters may be combined within the above-mentioned range.
  • the filtration with the first filter may be performed only on the dispersion liquid, and after mixing the other components, the filtration with the second filter may be performed.
  • the cured product according to the present disclosure is a cured product obtained by curing the curable composition according to the present disclosure.
  • the cured product according to the present disclosure can be suitably used for a color filter or the like. Specifically, it can be preferably used as a colored layer (pixel) of a color filter.
  • the cured product according to the present disclosure is preferably a film-like cured product (cured film), and the film thickness thereof can be appropriately adjusted according to the intended 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 further preferably 0.3 ⁇ m or more.
  • the color filter according to the present disclosure has the cured product according to the present disclosure, and has the cured product according to the present disclosure as the pixels of the color filter.
  • the color filter according to the present disclosure can be used for a solid-state image sensor such as a CCD (charge-coupled device) or CMOS (complementary metal oxide semiconductor), an image display device, or the like.
  • the pixels of the color filter are not particularly limited, and examples thereof include red pixels, green pixels, blue pixels, cyan pixels, yellow pixels, magenta pixels, and the like.
  • the film thickness of the film made of the cured product according to the present disclosure can be appropriately adjusted according to 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 further preferably 0.3 ⁇ m or more.
  • the color filter according to the present disclosure preferably has a pixel width of 0.5 ⁇ m to 20.0 ⁇ m.
  • the lower limit is preferably 1.0 ⁇ m or more, and more preferably 2.0 ⁇ m or more.
  • the upper limit is preferably 15.0 ⁇ m or less, and more preferably 10.0 ⁇ m or less.
  • the Young's modulus of the pixel is preferably 0.5 GPa to 20 GPa, more preferably 2.5 GPa to 15 GPa.
  • each pixel included in the color filter according to the present disclosure has high flatness.
  • the surface roughness Ra of the pixel is preferably 100 nm or less, more preferably 40 nm or less, and further preferably 15 nm or less.
  • the lower limit is not specified, but it is preferably 0.1 nm or more, for example.
  • the surface roughness of the pixels can be measured using, for example, AFM (Atomic Force Microscope) Measurement 3100 manufactured by Veeco.
  • the contact angle of water on the pixel can be appropriately set to a preferable value, but is typically in the range of 50 to 110 °.
  • the contact angle can be measured using, for example, a contact angle meter CV-DT ⁇ A type (manufactured by Kyowa Interface Science Co., Ltd.). Further, it is preferable that the volume resistance value of the pixel is high. Specifically, it is preferred that the volume resistivity value of the pixel is 10 9 ⁇ ⁇ cm or more, and more preferably 10 11 ⁇ ⁇ cm or more. The upper limit is not specified, but it is preferably 10 14 ⁇ ⁇ cm or less, for example.
  • the volume resistance value of the pixel can be measured using, for example, an ultra-high resistance meter 5410 (manufactured by Advantest). Further, the pixels obtained by curing the curable composition according to the present disclosure can be suitably used for the pixel configuration described in International Publication No. 2019/1028887.
  • the color filter according to the present disclosure may be provided with a protective layer on the surface of the cured product according to the present disclosure.
  • a protective layer By providing the protective layer, various functions such as oxygen blocking, low reflection, hydrophobicization, 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 ⁇ m to 10 ⁇ m, more preferably 0.1 ⁇ m to 5 ⁇ m.
  • Examples of the method for forming the protective layer include a method of applying a resin composition dissolved in an organic solvent to form the protective layer, a chemical vapor deposition method, and a method of attaching the molded resin with an adhesive.
  • the components constituting the protective layer include (meth) acrylic resin, en-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 thereof include resins, polycarbonate resins, polyacrylonitrile resins, cellulose resins, 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, for example.
  • the protective layer preferably contains a polyol resin, SiO 2 , and Si 2 N 4 . Further, in the case of a protective layer for the purpose of reducing reflection, the protective layer preferably contains a (meth) acrylic resin or a fluororesin.
  • the resin composition When the resin composition is applied to form the protective layer, a known method such as a spin coating method, a casting method, a screen printing method, or an inkjet method can be used as the application method of the resin composition.
  • a known method such as a spin coating method, a casting method, a screen printing method, or an inkjet method can be used as the application method of the resin composition.
  • a known organic solvent for example, propylene glycol-1-monomethyl ether-2-acetate, cyclopentanone, ethyl lactate, etc.
  • the protective layer is formed by a chemical vapor deposition method
  • the chemical vapor deposition method is a known chemical vapor deposition method (thermochemical vapor deposition method, plasma chemical vapor deposition method, photochemical vapor deposition method). Can be used
  • the protective layer contains organic or inorganic particles, an absorbent of a specific wavelength (for example, ultraviolet rays, near infrared rays, etc.), a refractive index adjuster, an antioxidant, an adhesive, a surfactant, and other additives, if necessary.
  • organic or inorganic particles include, for example, polymer particles (eg, silicone resin particles, polystyrene particles, melamine resin 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.
  • a known absorber can be used as the absorber having a specific wavelength.
  • the ultraviolet absorber and the near-infrared absorber include the above-mentioned materials.
  • the content of these additives can be adjusted as appropriate, but is preferably 0.1% by mass to 70% by mass, more preferably 1% by mass to 60% by mass, based on the total weight of the protective layer.
  • the protective layer described in paragraphs 0073 to 0092 of JP-A-2017-151176 can also be used.
  • the color filter may have a base layer.
  • the base layer can be formed, for example, by using the composition obtained by removing the colorant from the curable composition according to the present disclosure described above, and the composition forming the base layer is the binder polymer described above. It is preferable to contain at least one selected from the group consisting of a surfactant and a curable compound.
  • the surface contact angle of the base layer in a color filter preferably a color filter having red, green and blue (RGB) pixels, is preferably 20 to 70 degrees when measured with diiodomethane, and water. It is preferably 30 to 80 degrees when measured in.
  • the coatability at the time of forming the color filter is appropriate, and the coatability of the composition forming the base layer is also excellent.
  • a method such as addition of a surfactant can be mentioned.
  • the color filter according to the present disclosure is a step of forming a curable composition layer on a support using the curable composition according to the present disclosure, and a photolithography method or a dry etching method for the curable composition layer. It can be suitably manufactured through a step of forming a pattern.
  • Pattern formation by the photolithography method includes a step of forming a curable composition layer on a support using the curable composition according to the present disclosure, a step of exposing the curable composition layer in a pattern, and curability. It is preferable to include a step of developing and removing an unexposed portion of the composition layer to form a pattern (pixel). If necessary, a step of baking the curable composition layer (pre-baking step) and a step of baking the developed pattern (pixels) (post-baking step) may be provided.
  • the colored composition layer is formed on the support using the curable composition according to the present disclosure.
  • the support is not particularly limited and may be appropriately selected depending on the intended use.
  • a glass substrate, a silicon substrate, and the like can be mentioned, and a silicon substrate is preferable.
  • a charge-coupled device (CCD), a complementary metal oxide semiconductor (CMOS), a transparent conductive film, or the like may be formed on the silicon substrate.
  • CMOS complementary metal oxide semiconductor
  • a black matrix that separates each pixel may be formed on the silicon substrate.
  • the silicon substrate may be provided with an undercoat layer for improving the adhesion with the upper layer, preventing the diffusion of substances, or flattening the surface of the substrate.
  • a known method can be used as a method for applying the curable composition.
  • a drop method drop cast
  • a slit coating method for example, a spray method; a roll coating method; a rotary coating method (spin coating); a casting coating method; a slit and spin method; a pre-wet method (for example, JP-A-2009-145395).
  • Methods described in the publication Inkjet (for example, on-demand method, piezo method, thermal method), ejection system printing such as nozzle jet, flexographic printing, screen printing, gravure printing, reverse offset printing, metal mask printing, etc.
  • Various printing methods; transfer method using a mold or the like; nanoimprint method and the like can be mentioned.
  • the application method for inkjet is not particularly limited, and for example, the method shown in "Expandable / Usable Inkjet-Infinite Possibilities Seen in Patents-, Issued in February 2005, Sumi Betechno Research" (especially from page 115). (Page 133), and the methods described in JP-A-2003-262716, JP-A-2003-185831, JP-A-2003-261827, JP-A-2012-126830, JP-A-2006-169325, and the like. Can be mentioned. Further, regarding the method of applying the curable composition, the description of International Publication No. 2017/030174 and International Publication No. 2017/018419 can be referred to, and these contents are incorporated in the present specification.
  • the curable composition layer formed on the support may be dried (prebaked).
  • 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 prebaking time is preferably 10 seconds to 300 seconds, more preferably 40 seconds to 250 seconds, and even more preferably 80 seconds to 220 seconds. Pre-baking can be performed on a hot plate, an oven, or the like.
  • the curable composition layer is exposed in a pattern (exposure step).
  • the curable composition layer can be exposed in a pattern by exposing the curable composition layer through a mask having a predetermined mask pattern using a stepper exposure machine, a scanner exposure machine, or the like. As a result, the exposed portion can be cured.
  • Examples of radiation (light) that can be used for exposure include g-line and i-line. Further, light having a wavelength of 300 nm or less (preferably light having a wavelength of 180 nm to 300 nm) can also be used. Examples of the light having a wavelength of 300 nm or less include KrF line (wavelength 248 nm), ArF line (wavelength 193 nm), and KrF line (wavelength 248 nm) is preferable. Further, a long wave light source having a diameter of 300 nm or more can also be used.
  • Irradiation dose is preferably 0.03J / cm 2 ⁇ 2.5J / cm 2, 0.05J / cm 2 ⁇ 1.0J / cm 2 is more preferable.
  • the oxygen concentration at the time of exposure can be appropriately selected, and in addition to the operation in the atmosphere, for example, in a low oxygen atmosphere having an oxygen concentration of 19% by volume or less (for example, 15% by volume, 5% by volume, or substantially It may be exposed in an oxygen-free environment), or may be exposed in a high oxygen atmosphere (for example, 22% by volume, 30% by volume, or 50% by volume) in which the oxygen concentration exceeds 21% by volume.
  • the exposure illuminance can be set as appropriate, preferably 1,000 W / m 2 to 100,000 W / m 2 (for example, 5,000 W / m 2 , 15,000 W / m 2 , or 35, It can be selected from the range of 000 W / m 2).
  • Oxygen concentration and exposure illuminance may appropriately combined conditions, for example, illuminance 10,000 W / m 2 at an oxygen concentration of 10 vol%, oxygen concentration of 35 vol% can be such illuminance 20,000W / m 2.
  • the unexposed portion of the curable composition layer is developed and removed to form a pattern (pixel).
  • Development and removal of the unexposed portion of the curable composition layer can be performed using a developing solution.
  • the curable composition layer of the unexposed portion in the exposure step is eluted in the developer, and only the photocured portion remains.
  • the developer an organic alkaline developer that does not damage the underlying elements or circuits is desirable.
  • the temperature of the developing solution is preferably, for example, 20 ° C to 30 ° C.
  • the development time is preferably 20 seconds to 180 seconds. Further, in order to improve the residue removability, the steps of shaking off the developing solution every 60 seconds and further supplying a new developing solution may be repeated several times.
  • the developer is preferably an alkaline aqueous solution (alkaline developer) obtained by diluting an alkaline agent with pure water.
  • alkaline agent include ammonia, ethylamine, diethylamine, dimethylethanolamine, diglycolamine, diethanolamine, hydroxyamine, ethylenediamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, and tetrabutylammonium hydroxide.
  • Ethyltrimethylammonium hydroxide Ethyltrimethylammonium hydroxide, benzyltrimethylammonium hydroxide, dimethylbis (2-hydroxyethyl) ammonium hydroxide, choline, pyrrole, piperidine, 1,8-diazabicyclo [5.4.0] -7-undecene and other organic substances.
  • alkaline compounds examples include alkaline compounds and inorganic alkaline compounds such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium hydrogencarbonate, sodium silicate and sodium metasilicate.
  • the alkaline agent a compound having a large molecular weight is preferable in terms of environment and safety.
  • the concentration of the alkaline agent in the alkaline aqueous solution is preferably 0.001 to 10% by mass, more preferably 0.01 to 1% by mass.
  • the developer may further contain a surfactant.
  • the surfactant include the above-mentioned surfactants, and nonionic surfactants are preferable.
  • Additional exposure treatment and post-baking are post-development curing treatments to complete the curing.
  • the heating temperature in the post-bake is, for example, preferably 100 ° C. to 240 ° C., more preferably 200 ° C. to 240 ° C.
  • Post-baking can be performed on the developed film in a continuous or batch manner by using a heating means such as a hot plate, a convection oven (hot air circulation dryer), or a high frequency heater so as to meet the above conditions. ..
  • the light used for the exposure is preferably light having a wavelength of 400 nm or less. Further, the additional exposure process may be performed by the method described in Korean Patent Publication No. 201701122130.
  • a curable composition layer is formed on the support using the curable composition according to the present disclosure, and the entire curable composition layer is cured to form a cured product layer.
  • the photoresist layer it is preferable to further perform a prebaking treatment.
  • a prebaking treatment it is desirable to carry out a heat treatment after exposure and a heat treatment (post-baking treatment) after development.
  • a heat treatment after exposure and a heat treatment (post-baking treatment) after development.
  • the description in paragraphs 0010 to 0067 of JP2013-064993A can be referred to, and this content is incorporated in the present specification.
  • the solid-state image sensor according to the present disclosure includes the cured product according to the present disclosure and has the color filter according to the present disclosure.
  • a preferred embodiment of the solid-state image sensor according to the present disclosure is an embodiment in which at least one pixel selected from the group consisting of red pixels, green pixels, and blue pixels is a cured product according to the present disclosure (RGB). Pixel).
  • at least one pixel selected from the group consisting of cyan-colored pixels, yellow-colored pixels, and magenta-colored pixels is the cured product according to the present disclosure.
  • a certain aspect is mentioned (CMY pixel).
  • the configuration of the solid-state image sensor according to the present disclosure is not particularly limited as long as it includes the cured product according to the present disclosure and functions as a solid-state image sensor, and examples thereof include the following configurations.
  • 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.
  • the configuration has a color filter on the device protective film.
  • the color filter may have a structure in which each colored pixel is embedded in a space partitioned by a partition wall, for example, in a grid pattern.
  • the partition wall preferably has a low refractive index for each colored pixel. Examples of the imaging apparatus having such a structure include the apparatus described in JP-A-2012-227478, JP-A-2014-179757, and International Publication No. 2018/043654.
  • the image pickup device provided with the solid-state image pickup device according to the present disclosure can be used not only for digital cameras and electronic devices having an image pickup function (mobile phones and the like), but also for in-vehicle cameras and surveillance cameras. Further, as described in Japanese Patent Application Laid-Open No. 2019-21159, the solid-state image sensor according to the present disclosure is provided with an ultraviolet absorbing layer (UV cut filter) in the structure of the solid-state image sensor, whereby the light resistance of the color filter is reduced. The sex may be improved.
  • UV cut filter ultraviolet absorbing layer
  • the image display device according to the present disclosure includes the cured product according to the present disclosure and has the color filter according to the present disclosure.
  • the image display device include a liquid crystal display device and an organic electroluminescence display device.
  • electroluminescence display device For details on the definition of image display devices and details of each image display device, see, for example, “Electronic Display Device (Akio Sasaki, Kogyo Chosakai Co., Ltd., published in 1990)”, “Display Device (by Junaki Ibuki, Industrial Books) Co., Ltd. (issued in 1989) ”.
  • liquid crystal display device is described in, for example, "Next Generation Liquid Crystal Display Technology (edited by Tatsuo Uchida, Kogyo Chosakai Co., Ltd., published in 1994)".
  • the liquid crystal display device is not particularly limited, and examples thereof include various types of liquid crystal display devices described in the above-mentioned "next-generation liquid crystal display technology".
  • % and “part” mean “mass%” and “part by mass”, respectively, unless otherwise specified.
  • Mw weight average molecular weight
  • C C value
  • the acid value of the resin represents the mass of potassium hydroxide required to neutralize the acidic component per 1 g of solid content.
  • A 56.11 x Vs x 0.5 x f / w
  • Vs Amount of 0.1 mol / L sodium hydroxide aqueous solution required for titration (mL)
  • f Titer of 0.1 mol / L sodium hydroxide aqueous solution
  • w Measurement sample mass (g) (solid content conversion)
  • Derivative 1 A compound having the following structure (Et represents an ethyl group in the following structural formula)
  • G pigments listed in Table 3 below are mass parts listed in Table 3 below, and the Y pigments of the types listed in Table 3 below are mass parts listed in Table 3 below, and the pigment derivatives listed in Table 3 below.
  • 230 parts by mass of zirconia beads having a diameter of 0.3 mm was added, and dispersion treatment was performed for 5 hours using a paint shaker, and the beads were separated by filtration to produce a dispersion liquid.
  • Dispersants A1 to A20, B1 to B23, C1 to C3 PGMEA 30% by mass solution of the above-mentioned dispersants A1 to A20, B1 to B23, C1 to C3
  • Comparative dispersants 1 to 4 Dispersants synthesized by the methods shown below.
  • ⁇ Manufacturing method of comparative dispersant 1> In a reaction vessel equipped with a gas introduction tube, a thermometer, a condenser, and a stirrer, 75 parts by mass of methyl methacrylate, 75 parts by mass of n-butyl acrylate, and 68.1 parts by mass of propylene glycol monomethyl ether acetate (PGMEA) were charged, and nitrogen gas was charged. The inside of the reaction vessel was replaced with. The inside of the reaction vessel is heated to 70 ° C., 9 parts by mass of 3-mercapto-1,2-propanediol is added, 0.18 parts by mass of AIBN (azobisisobutyronitrile) is further added, and the mixture is reacted for 12 hours. It was.
  • PMEA propylene glycol monomethyl ether acetate
  • ⁇ Manufacturing method of comparative dispersant 2> In a reaction vessel equipped with a gas introduction tube, a thermometer, a condenser, and a stirrer, 372 parts of n-butyl acrylate, 372 parts of methyl methacrylate, and 1,236 parts of propylene glycol monomethyl ether acetate (PGMAc) were charged and replaced with nitrogen gas. .. The inside of the reaction vessel was heated to 80 ° C., 80 parts of 1-thioglycerol and 0.75 parts of 2,2′-azobisisobutyronitrile were added, and the reaction was carried out for 12 hours (first step). It was confirmed by solid content measurement that 95% had reacted.
  • PGMAc propylene glycol monomethyl ether acetate
  • MMA methyl methacrylate
  • tBA t-butyl acrylate
  • EA ethyl acrylate
  • MAA methacrylic acid
  • BzMA benzyl methacrylate
  • 2-hydroxyethyl methacrylate 35 parts of (HEMA) was charged, the inside of the reaction vessel was heated to 80 ° C., 1 part of 2,2'-azobis (2,4-dimethylvaleronitrile) was added, and the reaction was carried out for 12 hours. It was confirmed by solid content measurement that 95% had reacted.
  • HEMA 2,2'-azobis (2,4-dimethylvaleronitrile
  • the compound obtained in the first step was 523 parts in terms of solid content, 100 parts of 2-hydroxypropyl methacrylate, 50 parts of ethyl acrylate, 300 parts of methyl methacrylate, 300 parts of n-butyl methacrylate, 200 parts of benzyl methacrylate, and methacrylic acid. 50 parts of acid and 663 parts of PGMAc were charged, the inside of the reaction vessel was heated to 80 ° C., 1.2 parts of 2,2'-azobis (2,4-dimethylvaleronitrile) was added, and the reaction was carried out for 12 hours (second). Process). It was confirmed by solid content measurement that 95% had reacted.
  • Resin C1 The numerical values added to the resin, Mw 10,000, and main chain shown below are molar ratios, and the numerical values in the lower right of the parentheses in ethyleneoxy units represent the average number of repetitions.
  • Photopolymerization initiator F3 A compound having the following structure.
  • Resin C2 The numerical value added to the resin, Mw11,000, and main chain shown below is the molar ratio, and the numerical value in the lower right of the parentheses in the ethyleneoxy unit represents the average number of repetitions.
  • E5 Aronix TO-2349 (manufactured by Toagosei Co., Ltd.)
  • F1 IRGACURE-OXE01 (manufactured by BASF), a compound having the following structure.
  • F2 IRGACURE-OXE02 (manufactured by BASF), a compound having the following structure.
  • F4 IRGACURE 369 (manufactured by BASF), a compound having the following structure.
  • F5 A compound having the following structure.
  • Viscosity increase rate (%) [(Viscosity after standing (V1) -Initial viscosity (V0)) / Initial viscosity (V0)] x 100
  • E 15% ⁇ Viscosity increase rate
  • CT-4000 (manufactured by FUJIFILM Electronics Materials Co., Ltd.) is applied on a silicon wafer by the spin coating method so that the film thickness is 0.1 ⁇ m, and heated at 220 ° C. for 1 hour using a hot plate. Formed a stratum.
  • Each curable composition was applied onto the silicon wafer with a base layer by a spin coating method, and then heated at 100 ° C. for 2 minutes using a hot plate to obtain a composition layer having a film thickness of 0.5 ⁇ m. ..
  • composition layer an i-line stepper FPA-3000i5 + (manufactured by Canon Inc.) was used, and square pixels having a side of 1.1 ⁇ m were arranged in a 4 mm ⁇ 3 mm region on the substrate via a mask pattern. Then, light having a wavelength of 365 nm was irradiated with an exposure amount of 500 mJ / cm 2 for exposure.
  • the composition layer after exposure was paddle-developed at 23 ° C. for 60 seconds using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide. Then, it was rinsed with water in a spin shower, and further washed with pure water.
  • the obtained patterns were observed using an optical microscope, and the patterns that were in close contact with each other were counted to evaluate the adhesion.
  • C The patterns that are in close contact are 90% or more and less than 95% of all patterns.
  • D The patterns that are in close contact with each other are 85% or more and less than 90% of all patterns.
  • CT-4000 (manufactured by FUJIFILM Electronics Materials Co., Ltd.) is applied on a silicon wafer by the spin coating method so that the film thickness is 0.1 ⁇ m, and heated at 220 ° C. for 1 hour using a hot plate. Formed a stratum.
  • Each curable composition was applied onto the silicon wafer with a base layer by a spin coating method, and then heated at 100 ° C. for 2 minutes using a hot plate to obtain a composition layer having a film thickness of 1 ⁇ m.
  • composition layer an i-line stepper FPA-3000i5 + (manufactured by Canon Inc.) was used, and square pixels having a side of 1.1 ⁇ m were arranged in a 4 mm ⁇ 3 mm region on the substrate via a mask pattern. Then, light having a wavelength of 365 nm was irradiated with an exposure amount of 200 mJ / cm 2 for exposure.
  • the composition layer after exposure was paddle-developed at 23 ° C. for 60 seconds using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide. Then, it was rinsed with water in a spin shower, and further washed with pure water.
  • the curable compositions of Examples were superior in dispersion stability and moisture resistance of the obtained cured product as compared with the curable compositions of Comparative Examples. Further, as shown in Tables 7 to 12, the curable compositions of Examples were excellent in developability and adhesion of the obtained cured product.
  • Example Y1 In Example G23, the same effect can be obtained by using the dispersion liquid Y1 instead of the dispersion liquid G23.
  • Example G101 to G183, R101 to R112 and B101 to B106 In Examples G101 to G183, R101 to R112 and B101 to B106, the curable compositions of Examples G1 to G83, R1 to R12 and B1 to B6 were used, respectively.
  • the Red composition, the Green composition, and the Blue composition, which will be described later, are used in place of the curable composition so that the colors do not overlap with the curable composition. ..
  • the color of the curable composition of Examples G1 to G83 is Green
  • the color of the curable composition of Examples R1 to R12 is Red
  • the color of the curable composition of Examples B1 to B6 is Red.
  • the color of is Blue.
  • the Red composition was applied onto a silicon wafer by a spin coating method so that the film thickness after film formation was 1.0 ⁇ m. Then, using a hot plate, it was heated at 100 ° C. for 2 minutes. Next, using an i-line stepper exposure apparatus FPA-3000i5 + (manufactured by Canon Inc.), exposure was performed at 1,000 mJ / cm 2 through a mask with a 2 ⁇ m square dot pattern. Then, paddle development was carried out at 23 ° C. for 60 seconds using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH). Then, it was rinsed with a spin shower and further washed with pure water.
  • TMAH tetramethylammonium hydroxide
  • the Red composition was then patterned on the infrared cut filter pattern by heating at 200 ° C. for 5 minutes using a hot plate.
  • the Green composition and the Blue composition were sequentially patterned to form red, green and blue coloring patterns (Bayer patterns).
  • the Bayer pattern is a red element, two green elements, and one blue element, as disclosed in US Pat. No. 3,971,065. ) This is a pattern in which a 2 ⁇ 2 array of color filter elements having an element is repeated. This was incorporated into a solid-state image sensor according to a known method.
  • the obtained solid-state image sensor was irradiated with infrared rays by an infrared light emitting diode (infrared LED) in a low illuminance environment (0.001 lux), and an image was captured to evaluate the image performance.
  • infrared LED infrared light emitting diode
  • a solid-state image sensor having suitable image recognition ability and moisture resistance was obtained.
  • Red pigment dispersion 51.7 parts by mass Resin 4 (40% by mass PGMEA solution): 0.6 parts by mass Polymerizable compound 4: 0.6 parts by mass Photopolymerization initiator 1: 0.3 parts by mass Surfactant 1 : 4.2 parts by mass PGMEA: 42.6 parts by mass
  • Green pigment dispersion 73.7 parts by mass Resin 4 (40% by mass PGMEA solution): 0.3 parts by mass Polymerizable compound 1: 1.2 parts by mass Photopolymerization initiator 1: 0.6 parts by mass Surface active agent 1 : 4.2 parts by mass UV absorber (UV-503, manufactured by Daito Kagaku Co., Ltd.): 0.5 parts by mass PGMEA: 19.5 parts by mass
  • Blue pigment dispersion 44.9 parts by mass Resin 4 (40% by mass PGMEA solution): 2.1 parts by mass Polymerizable compound 1: 1.5 parts by mass Polymerizable compound 4: 0.7 parts by mass Photoinitiator 1 : 0.8 parts by mass Surfactant 1: 4.2 parts by mass PGMEA: 45.8 parts by mass
  • the raw materials used for the Red composition, the Green composition, and the Blue composition are as follows.
  • a high-pressure disperser with a decompression mechanism NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) was used to perform dispersion treatment at a flow rate of 500 g / min under a pressure of 2,000 kg / cm 3. This dispersion treatment was repeated 10 times to obtain a Red pigment dispersion.
  • -Green pigment dispersion C. I. Pigment Green 36 at 6.4 parts by mass
  • C.I. I. A mixed solution consisting of 5.3 parts by mass of Pigment Yellow 150, 5.2 parts by mass of a dispersant (Disperbyk-161, manufactured by BYK Chemie), and 83.1 parts by mass of PGMEA, bead mill (zirconia beads 0.3 mm diameter).
  • a pigment dispersion was prepared by mixing and dispersing for 3 hours. After that, a high-pressure disperser with a decompression mechanism NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.) was used to perform dispersion treatment at a flow rate of 500 g / min under a pressure of 2,000 kg / cm 3. This dispersion treatment was repeated 10 times to obtain a Green pigment dispersion.
  • -Polymerizable compound 1 KAYARAD DPHA (mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate, manufactured by Nippon Kayaku Co., Ltd.)
  • -Polymerizable compound 4 The following structure
  • Polymerizable compound 5 The following structure (a mixture of the left compound and the right compound having a molar ratio of 7: 3)
  • Example 201 ⁇ Manufacturing of curable composition> The following raw materials were mixed to prepare a curable composition.
  • C. I. Pigment Blue 15: 3 is mixed with 2.1 parts by mass, dispersant B1 with 3.5 parts by mass, and propylene glycol monomethyl ether acetate are mixed, and 230 parts by mass of zirconia beads having a diameter of 0.3 mm are added to a paint shaker.
  • the obtained pigment dispersion liquid and propylene glycol monomethyl ether acetate were added in an amount of 90.0 parts by mass in total, and the dispersant B1 was added in 1.1 parts by mass.
  • 2.7 parts by mass of M2 (the following compound) 0.5 parts by mass of the photopolymerization initiator I2 (the following compound), 0.10 parts by mass of the ultraviolet absorber U1 (the following compound), and the surfactant 1 (The above compound) was mixed with 0.01 parts by mass to prepare a curable composition (cyan color).
  • Dispersion liquid G301> A dispersion was produced in the same manner as the dispersion G23 except that the G pigment was changed to pigment 1.
  • Dispersion liquid G302> A dispersion was produced in the same manner as the dispersion G23 except that the G pigment was changed to pigment 2.
  • Pigment 1 and Pigment 2 are as follows.
  • Example G301 A curable composition was produced in the same manner except that the dispersion liquid G1 of Example G1 was changed to the dispersion liquid G301, and the obtained curable composition was used to perform the same evaluation as described above. The same evaluation result as G23 was obtained.
  • Example G302 A curable composition was produced in the same manner except that the dispersion liquid G1 of Example G1 was changed to the dispersion liquid G302, and the obtained curable composition was used to perform the same evaluation as described above. The same evaluation result as G23 was obtained.

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