CURABLE COMPOSITION, FILM, COLOR FILTER, METHOD FOR PRODUCING COLOR FILTER, SOLID-STATE IMAGING DEVICE, IMAGE DISPLAY DEVICE, AND POLYMER COMPOUND

Abstract

The present invention also provides a curable composition that forms a film that has excellent adhesion to a support, a film formed from the curable composition, a color filter, a method for producing a color filter using the curable composition, a solid-state imaging device and an image display device that include the film or the color filter, and a novel polymer compound. The curable composition includes a pigment and a resin that satisfies at least one of the following conditions 1 and 2: Condition 1: the resin contains a structural unit having an anionic structure, a quaternary ammonium cation structure that forms an ionically bond with the anionic structure, and a radically polymerizable group on the same side chain; Condition 2: The resin contains a structural unit having a quaternary ammonium cation structure and a group to which a radically polymerizable group is linked on the side chain.

Description

[Technical field]

[0001] The present invention relates to a curable composition, a film, a color filter, a method for producing a color filter, a solid-state imaging device, an image display device, and a polymer compound. [Background technology]

[0002] In recent years, the demand for solid-state imaging devices such as charge-coupled device (CCD) image sensors has increased significantly due to the widespread use of digital cameras, camera-equipped mobile phones, etc. Color filters are used as key devices in displays and optical elements.

[0003] A color filter is manufactured using a curable composition containing a colorant and a resin. In addition, when a pigment is used as a colorant, the pigment is generally dispersed in the curable composition using a dispersant or the like.

[0004] Patent Document 1 describes a polymerizable polymer having a weight average molecular weight of 3×10 4 The following invention is disclosed, which relates to a radiation-sensitive coloring composition containing a copolymer at least consisting of a monofunctional macromonomer, a quaternary ammonium salt monomer having a specific structure, and a monomer having at least one acid amide group of a specific structure in the molecule, (B) a radiation-sensitive compound, and (C) a pigment. Patent Document 2 describes an electrodeposition coating composition that contains 0.5 to 30% by mass of a carboxylic acid compound selected from the group consisting of acrylic acid, methacrylic acid, maleic acid, and the like, 0.5 to 30% by mass of a reaction product of glycidyl acrylate or glycidyl methacrylate having a specific structure with a quaternary ammonium salt, 10 to 40% by mass of a monomer containing at least one hydroxyl group selected from the group consisting of hydroxyalkyl acrylates and hydroxyalkyl methacrylates having 2 to 5 carbon atoms, and 10 to 70% by mass of an unsaturated monomer selected from the group consisting of alkyl acrylates and alkyl methacrylates having 2 to 5 carbon atoms at 60 to 120° C., and has a weight average molecular weight of 3,000 to 30,000 and a dielectric constant of 3.0 to 6.0 when the dried coating film has a thickness of 1 to 2.5 μm. An electrodeposition coating composition containing 1 to 5% by weight is described. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Japanese Patent Application Publication No. 10-254133 [Patent Document 2] Korean Patent Publication No. 2001-0066314 Summary of the Invention [Problem to be solved by the invention]

[0006] With regard to a film formed using a curable composition, further improvement in adhesion to a support is desired. The object of the present invention is to provide a curable composition capable of forming a film having excellent adhesion to a support, a film formed from the curable composition, a color filter, a method for producing a color filter using the curable composition, a solid-state imaging device and an image display device including the film or the color filter, and a novel polymer compound. [Means for solving the problem]

[0007] A representative embodiment of the present invention is as follows. <1> The pigment includes a resin that satisfies at least one of the following conditions 1 and 2: curable composition; Condition 1: the resin contains a structural unit having an anionic structure, a quaternary ammonium cation structure which is ionically bonded to the anionic structure, and a radically polymerizable group in the same side chain; Condition 2: The resin contains a constituent unit having a quaternary ammonium cation structure and a group to which a radically polymerizable group is linked, at the side chain. <2> The resin contains at least one of a structural unit represented by the following formula (A1) and a structural unit represented by the following formula (B1): <1> The curable composition according to claim 1. [ka] In formula (A1), R A1 represents a hydrogen atom or an alkyl group, A A1 represents a structure containing a group in which a proton is dissociated from an acid group, and R A2 and R A3 each independently represents an alkyl group or an aralkyl group; L A1 represents a monovalent substituent when mA is 1, represents a mA-valent linking group when mA is 2 or more, L A2 represents a nA+1-valent linking group, L A3 represents a divalent linking group, R A4 represents a hydrogen atom or an alkyl group, nA represents an integer of 1 or more, mA represents an integer of 1 or more, and when mA is 2 or more, R A2 , R 2 or more A3 and 2 or more L A2 may be the same or different, and when mA is 2 or more, R included in a structure among mA structures that contain a quaternary ammonium cation A2 and R A3 At least one selected from the group consisting of R A2 and RA3 and nA and mA are each independently selected from the group consisting of nA and mA, and nA and mA are each independently selected from the group consisting of nA and mA. A3 and 2 or more R A4 may be the same or different, R A2 , R A3 and L A2 at least two of may be linked to form a ring; In formula (B1), R B1 represents a hydrogen atom or an alkyl group, L B1 represents a divalent linking group, R B2 and R B3 each independently represents an alkyl group; L B2 represents a nB+1-valent linking group, L B3 represents a divalent linking group, R B4 represents a hydrogen atom or an alkyl group, nB represents an integer of 1 or more, and when nB is 2 or more, L B3 and 2 or more R B4 may be the same or different, R B2 , R B3 , L B1 and L B2 At least two of these may be bonded to form a ring. <3> In the above formula (A1), nA is 1, and L A2 and L A3 represents any one of the groups represented by the following formula (C1) to the following formula (C4), or nB in the above formula (B1) is 1, and L B2 and L B3 represents any one of the groups represented by the following formulas (C1) to (C4): <2> The curable composition according to claim 1 ; [ka] In formulas (C1) to (C4), L C1 , L C2 and L C3 each independently represents a single bond or a divalent linking group, the wavy line represents a bonding site with a nitrogen atom in formula (A1) or formula (B1), * represents RA4 or the carbon atom to which R in formula (B1) is bonded B4 Each represents a bonding site with the carbon atom to which it is bonded. <4> The content of the structural unit represented by formula (A1) and the structural unit represented by formula (B1) in the resin is 1% by mass to 60% by mass. <1> ~ <3> 13. The curable composition according to claim 12, <5> The resin further contains a structural unit D having a radical polymerizable group and different from the structural unit represented by formula (A1) and the structural unit represented by formula (B1). <1> ~ <4> 13. The curable composition according to claim 12, <6> The resin further contains a structural unit represented by the following formula (D1) as the structural unit D: <5> The curable composition according to claim 1. [ka] In formula (D1), R D1 ~R D3 each independently represents a hydrogen atom or an alkyl group; X D1 -COO-, -CONR D6 - or an arylene group; R D6 represents a hydrogen atom, an alkyl group, or an aryl group; R D4 represents a divalent linking group, L D1 represents a group represented by the following formula (D2), formula (D3) or formula (D3′), and R D5 represents a (n+1)-valent linking group, X D2 is an oxygen atom or NR D7 - represents R D7 represents a hydrogen atom, an alkyl group, or an aryl group; R D represents a hydrogen atom or a methyl group, nD represents an integer of 1 or more, and when nD is 2 or more, 2 or more X D2 and 2 or more R D may be the same or different. [ka] In formula (D2), formula (D3) and formula (D3′), X D3represents an oxygen atom or -NH-; X D4 represents an oxygen atom or COO-; R e1 ~R e3 each independently represents a hydrogen atom or an alkyl group; R e1 ~R e3 At least two of X may be bonded to form a ring structure; D5 represents an oxygen atom or -COO-; R e4 ~R e6 each independently represents a hydrogen atom or an alkyl group; R e4 ~R e6 At least two of the may be bonded to form a ring structure, and the * and wavy line represent the bonding position to other structures. <7> The resin further contains a structural unit represented by the following formula (D5): <1> ~ <6> 13. The curable composition according to claim 12, [ka] In formula (D5), R D9 represents a hydrogen atom or an alkyl group; X D6 is an oxygen atom or NR C - represents R C represents a hydrogen atom, an alkyl group, or an aryl group; L D3 represents a divalent linking group, Y D1 represents an alkyleneoxy group or an alkylenecarbonyloxy group; Z D1 represents an aliphatic hydrocarbon group having 1 to 20 carbon atoms or an aromatic hydrocarbon group having 6 to 20 carbon atoms; p represents an integer of 1 or more; when p is 2 or more, p Y D1 may be the same or different. <8> As a photopolymerization initiator, an oxime compound is included. <1> ~ <7> 13. The curable composition according to claim 12, <9> Further comprising a polymerizable compound, <1> ~ <8> 13. The curable composition according to claim 12, <10> For forming a colored layer or an infrared absorbing layer of a color filter, <1> ~ <9> 13. The curable composition according to claim 12, <11> <1> ~ <10> A film formed from the curable composition according to any one of claims 1 to 5. <12> <1> ~ <10> 2. A color filter formed from the curable composition according to claim 1. <13> <1> ~ <10> applying the curable composition according to any one of the above onto a support to form a composition layer; a step of patternwise exposing the composition layer to light; and developing and removing the unexposed areas to form a colored pattern. A method for manufacturing a color filter. <14> <1> ~ <10> applying the curable composition according to any one of the above onto a support to form a composition layer, and curing the composition layer to form a cured layer; forming a photoresist layer on the cured layer; patterning the photoresist layer by exposure and development to obtain a resist pattern; Etching the cured layer using the resist pattern as an etching mask. A method for manufacturing a color filter. <15> <11> or <12> A solid-state imaging device comprising the color filter according to claim 1. <16> <11> or <12> An image display device comprising the color filter according to claim 1. <17> A polymer compound comprising at least one of a constitutional unit represented by the following formula (A1) and a constitutional unit represented by the following formula (B1): [ka] In formula (A1), R A1 represents a hydrogen atom or an alkyl group, A A1 represents a structure containing a group in which a proton is dissociated from an acid group, and R A2 and R A3 each independently represents an alkyl group or an aralkyl group; L A1 represents a monovalent substituent when mA is 1, represents a mA-valent linking group when mA is 2 or more, L A2represents a nA+1-valent linking group, L A3 represents a divalent linking group, R A4 represents a hydrogen atom or an alkyl group, nA represents an integer of 1 or more, mA represents an integer of 1 or more, and when mA is 2 or more, R A2 , R 2 or more A3 and 2 or more L A2 may be the same or different, and when mA is 2 or more, R included in a structure among mA structures that contain a quaternary ammonium cation A2 and R A3 At least one selected from the group consisting of R A2 and R A3 and nA and mA are each independently selected from the group consisting of nA and mA, and nA and mA are each independently selected from the group consisting of nA and mA. A3 and 2 or more R A4 may be the same or different, R A2 , R A3 and L A2 at least two of may be linked to form a ring; In formula (B1), R B1 represents a hydrogen atom or an alkyl group, L B1 represents a divalent linking group, R B2 and R B3 each independently represents an alkyl group; L B2 represents a nB+1-valent linking group, L B3 represents a divalent linking group, R B4 represents a hydrogen atom or an alkyl group, nB represents an integer of 1 or more, and when nB is 2 or more, L B3 and 2 or more R B4 may be the same or different, R B2 , R B3 , L B1 and L B2 At least two of these may be bonded to form a ring. <18> In the above formula (A1), nA is 1, and L A2 and L A3represents any one of the groups represented by the following formula (C1) to the following formula (C4), or nB in the above formula (B1) is 1, and L B2 and L B3 represents any one of the groups represented by the following formulas (C1) to (C4): <17> A polymer compound according to the above; [ka] In formulas (C1) to (C4), L C1 , L C2 and L C3 each independently represents a divalent linking group, the wavy line represents a bonding site with a nitrogen atom in formula (A1) or formula (B1), * represents R A4 or the carbon atom to which R in formula (B1) is bonded B4 Each represents a bonding site with the carbon atom to which it is bonded. Effect of the Invention

[0008] According to the present invention, there is provided a curable composition capable of forming a film having excellent adhesion to a support. Also provided are a film formed from the curable composition, a color filter, a method for producing a color filter using the curable composition, a solid-state imaging device and an image display device including the film or the color filter, and a novel polymer compound. [Brief description of the drawings]

[0009] [Figure 1] FIG. 2 is a schematic diagram showing measurement positions of an undercut width in a cured product on a pattern in the Examples. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0010] The present invention will be described in detail below. In this specification, the symbol "to" is used to mean that the numerical values ​​before and after it are included as the lower limit and upper limit. In the description of groups (atomic groups) in this specification, when there is no indication of whether they are substituted or unsubstituted, the term encompasses both unsubstituted groups (atomic groups) and substituted groups (atomic groups). For example, the term "alkyl group" encompasses not only alkyl groups without a substituent (unsubstituted alkyl groups) but also alkyl groups with a substituent (substituted alkyl groups). In this specification, unless otherwise specified, "exposure" includes not only exposure using light but also drawing using particle beams such as electron beams and ion beams. Examples of light used for exposure include the bright line spectrum of a mercury lamp, far ultraviolet light represented by an excimer laser, extreme ultraviolet light (EUV light), X-rays, active rays or radiation such as electron beams. In this specification, "(meth)acrylate" refers to both or either of acrylate and methacrylate, "(meth)acryl" refers to both or either of acryl and methacryl, and "(meth)acryloyl" refers to both or either of acryloyl and methacryloyl. In this specification, Me in the structural formulae represents a methyl group, Et represents an ethyl group, Bu represents a butyl group, and Ph represents a phenyl group. In this specification, the weight average molecular weight (Mw) and the number average molecular weight (Mn) are values ​​calculated in terms of polystyrene measured by a GPC (gel permeation chromatography) method. In this specification, near-infrared light refers to light with a wavelength of 700 to 2,500 nm. In this specification, the solid content refers to the mass of all components of the composition excluding the solvent. In this specification, the pigment means a compound that is difficult to dissolve in a solvent. For example, 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, more preferably 0.01 g or less. In this specification, the term "process" refers not only to an independent process, but also to a process that cannot be clearly distinguished from other processes, as long as the intended effect of the process is achieved. In this specification, unless otherwise specified, the composition may contain, as each component contained in the composition, two or more compounds corresponding to that component. Furthermore, unless otherwise specified, the content of each component in the composition means the total content of all compounds corresponding to that component. In this specification, unless otherwise specified, a wavy line or an * (asterisk) in a structural formula represents a bonding site to another structure. As used herein, combinations of preferred aspects are more preferred aspects.

[0011] (Curable composition) The curable composition of the present invention comprises The ink contains a pigment and a resin (hereinafter, also referred to as a "specific resin") that satisfies at least one of the following conditions 1 and 2. Condition 1: the resin contains a structural unit having an anionic structure, a quaternary ammonium cation structure which is ionically bonded to the anionic structure, and a radically polymerizable group in the same side chain; Condition 2: The resin contains a constituent unit having a quaternary ammonium cation structure and a group to which a radically polymerizable group is linked, at the side chain.

[0012] According to the curable composition of the present invention, a film having excellent adhesion to a support can be obtained. The reason for the above-mentioned effect is presumed to be as follows.

[0013] The specific resin in the curable composition of the present invention satisfies at least one of the above condition 1 and the above condition 2, and thereby contains a quaternary ammonium cation structure and a radically polymerizable group in the same side chain. Due to the electrostatic interaction between these quaternary ammonium structures, the polymerization of the radically polymerizable group contained in the same side chain as the quaternary ammonium cation structure is suppressed in the polymerization of the radically polymerizable group within the molecule of the specific resin (intramolecular crosslinking), and it is presumed that polymerization (intermolecular crosslinking) is more likely to occur between a specific resin molecule and another specific resin molecule, for example, between molecules of the specific resin, resulting in a film with excellent adhesion to the support. Here, neither Patent Document 1 nor Patent Document 2 describes or suggests a curable composition containing a resin that satisfies at least one of the above-mentioned conditions 1 and 2.

[0014] It is considered that the curable composition of the present invention is likely to have an excellent pattern shape when a pattern is obtained by using the curable composition. This is presumably because the electrostatic interaction between the quaternary ammonium structures easily causes the intermolecular crosslinking, thereby improving the curability of the curable composition. In addition, when the curable composition of the present invention further contains a polymerizable compound described later, it is considered that, due to the electrostatic interaction between the above-mentioned quaternary ammonium structures, polymerization between a resin and a polymerizable compound occurs more easily than polymerization between resins themselves, so that the curable composition tends to have excellent curability and the pattern shape of a pattern obtained by curing the curable composition is likely to be even more excellent. The inclusion of the specific resin in the curable composition of the present invention also tends to improve the storage stability of the curable composition, which is presumably due to the fact that the aggregation of the pigment is suppressed by the electrostatic interaction described above. The curable composition of the present invention contains the specific resin, which tends to suppress the generation of development residues during the formation of the pattern. This is presumably because the specific resin has improved hydrophilicity due to the inclusion of the quaternary ammonium structure in the side chain, making it easier to remove the development residues. The curable composition of the present invention contains a specific resin, which makes it easy to suppress storage defects. The term "storage defects" refers to a phenomenon in which, after a certain period of time (e.g., 12 hours to 3 days) has passed between application of the curable composition to a support or the like to form a composition layer and patterning by exposure, development, or the like, defects are observed in the resulting pattern (e.g., granular aggregates occur in the composition layer over time. Such components are difficult to remove through development, so they remain on the support and cause defects, etc.). In the curable composition of the present invention, the occurrence of pigment aggregation is suppressed even in the composition layer due to the electrostatic interaction described above, and it is therefore assumed that storage defects are easy to suppress.

[0015] The curable composition of the present invention can be preferably used as a curable composition for a color filter. Specifically, it can be preferably used as a composition for forming pixels of a color filter. The curable composition of the present invention can be preferably used as a curable composition for a solid-state imaging device, and more preferably used as a curable composition for forming pixels of a color filter used in a solid-state imaging device. The curable composition of the present invention can also be preferably used as a curable composition for display devices, and more preferably used as a coloring composition for forming pixels of a color filter used in a display device. The curable composition of the present invention can also be used as a composition for forming a color microlens. Examples of a method for producing a color microlens include the method described in JP 2018-010162 A.

[0016] The curable composition of the present invention will be described in detail below.

[0017] <Pigments> The curable composition of the present invention contains a pigment. Examples of the pigment include white pigments, black pigments, chromatic pigments, transparent pigments, and near-infrared absorbing pigments. In the present invention, the white pigment includes not only pure white pigments but also light gray pigments close to white (e.g., grayish white, light gray, etc.). The pigment may be either an inorganic pigment or an organic pigment, but is preferably an organic pigment because it is easier to improve the dispersion stability. The pigment preferably has a maximum absorption wavelength in the wavelength range of 400 to 2,000 nm, and more preferably has a maximum absorption wavelength in the wavelength range of 400 to 700 nm. In addition, in the case where a pigment (preferably a chromatic pigment) having a maximum absorption wavelength in the wavelength range of 400 to 700 nm is used, the curable composition of the present invention can be preferably used as a curable composition for forming a colored layer or an infrared absorbing layer in a color filter. Examples of 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.

[0018] The average primary particle diameter of the pigment is preferably 1 to 200 nm. The lower limit is preferably 5 nm or more, more preferably 10 nm or more. The upper limit is preferably 180 nm or less, more preferably 150 nm or less, and even more preferably 100 nm or less. If the average primary particle diameter of the pigment is within the above range, the dispersion stability of the pigment in the curable composition is good. In the present invention, the primary particle diameter of the pigment can be obtained by observing the primary particles of the pigment with a transmission electron microscope and obtaining an image photograph. Specifically, the projected area of ​​the primary particles of the pigment is obtained, and the diameter (circle equivalent diameter) of a perfect circle having the same area as the projected area is calculated as the primary particle diameter of the pigment. In addition, the average primary particle diameter in the present invention is the arithmetic average value of the primary particle diameters of 400 primary particles of the pigment. In addition, the primary particles of the pigment refer to independent particles without aggregation.

[0019] [Chromatic pigments] The chromatic pigment is not particularly limited, and known chromatic pigments can be used. Examples of chromatic pigments include pigments having a maximum absorption wavelength in the wavelength range of 400 to 700 nm. Examples include yellow pigments, orange pigments, red pigments, green pigments, purple pigments, and blue pigments. Specific examples of these include the following.

[0020] Color Index (CI) Pigment Yellow (hereinafter referred to simply as "PY") 1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35:1, 36, 36:1, 37, 37:1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 125, 12 6,127,128,129,137,138,139,147,148,150,151,152,153,154,155,156,161,162,164,166,167,168,169,170,171,172,173,174,175,176,177,179,180,181,182,185,187,188,193,194,199,213,214,231,232 (methine / polymethine), 233 (quinoline), etc. (above, yellow pigments), CI Pigment Orange (hereinafter simply referred to as "PO") 2, 5, 13, 16, 17:1, 31, 34, 36, 38, 43, 46, 48, 49, 51, 52, 55, 59, 60, 61, 62, 64, 71, 73, etc. (orange pigments), CIPigment Red (hereinafter referred to simply as "PR") 1, 2, 3, 4, 5, 6, 7, 9, 10, 14, 17, 22, 23, 31, 38, 41, 48:1, 48:2, 48:3, 48:4, 49, 49:1, 49:2, 52:1, 52:2, 53:1, 57:1, 60:1, 63:1, 66, 67, 81:1, 81:2, 81:3, 83, 88, 90, 105, 112, 119, 122, 123, 144, 146, 149, 150,155,166,168,169,170,171,172,175,176,177,178,179,184,185,187,188,190,200,202,206,207,208,209,210,216,220,224,226,242,246,254,255,264,270,272,279,294 (Xanthene, Organo Ultramarine, Bluish Red), 295 (Azo), 296 (Azo), etc. (above, red pigments), CI Pigment Green (hereinafter simply referred to as "PG") 7, 10, 36, 37, 58, 59, 62, 63, etc. (all green pigments), CI Pigment Violet (hereinafter simply referred to as "PV") 1, 19, 23, 27, 32, 37, 42, 60 (triarylmethane type), 61 (xanthene type), etc. (all purple pigments), CI Pigment Blue (hereinafter referred to simply as "PB") 1, 2, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 22, 29, 60, 64, 66, 79, 80, 87 (monoazo type), 88 (methine / polymethine type), etc. (above, blue pigments).

[0021] From the viewpoint of more easily achieving the effects of the present invention, the curable composition of the present invention preferably contains a green pigment as a pigment, more preferably contains a halogenated phthalocyanine, and further preferably contains PG 36 and / or PG 58. The curable composition of the present invention preferably contains the above-mentioned green pigment and a yellow pigment at the same time. In this case, preferred examples of the yellow pigment include PY 150 and / or PY 185.

[0022] -Green pigment- Also usable as the green pigment is a halogenated zinc phthalocyanine pigment having an average of 10 to 14 halogen atoms, an average of 8 to 12 bromine atoms, and an average of 2 to 5 chlorine atoms in one molecule. Specific examples include the compounds described in International Publication No. 2015 / 118720. Also usable as the green pigment are the compounds described in China Patent Publication No. 106909027, phthalocyanine compounds having a phosphate ester as a ligand, and the like.

[0023] -Blue pigment- In addition, an aluminum phthalocyanine compound having a phosphorus atom can also be used as a blue pigment. Specific examples include the compounds described in paragraphs 0022 to 0030 of JP-A No. 2012-247591 and paragraph 0047 of JP-A No. 2011-157478.

[0024] -Yellow pigment- In addition, as the yellow pigment, the pigments described in JP-A-2017-201003 and the pigments described in JP-A-2017-197719 can be used. In addition, as the yellow pigment, a metal azo pigment containing at least one anion selected from the group consisting of azo compounds represented by the following formula (I) and azo compounds having a tautomeric structure thereof, two or more metal ions, and a melamine compound can also be used. [ka] In the formula, R 1 and R 2 each independently represents -OH or NR 5 R 6 and R 3 and R 4 each independently represents ═O or ═NR 7 and R 5 ~R 7 Each independently represents a hydrogen atom or an alkyl group. 5 ~R 7The number of carbon atoms in the alkyl group represented by is preferably 1 to 10, more preferably 1 to 6, and further preferably 1 to 4. The alkyl group may be linear, branched, or cyclic, preferably linear or branched, and more preferably linear. The alkyl group may have a substituent. The substituent is preferably a halogen atom, a hydroxy group, an alkoxy group, a cyano group, or an amino group.

[0025] For the above metal azo pigments, please refer to the descriptions in paragraphs 0011 to 0062 and 0137 to 0276 of JP 2017-171912 A, paragraphs 0010 to 0062 and 0138 to 0295 of JP 2017-171913 A, paragraphs 0011 to 0062 and 0139 to 0190 of JP 2017-171914 A, and paragraphs 0010 to 0065 and 0142 to 0222 of JP 2017-171915 A, the contents of which are incorporated herein by reference.

[0026] -Red pigment- As the red pigment, a diketopyrrolopyrrole pigment having at least one bromine atom substituted in the structure described in JP 2017-201384 A, a diketopyrrolopyrrole pigment described in paragraphs 0016 to 0022 of Japanese Patent No. 6248838, etc. can also be used. In addition, as the 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 an aromatic ring is bonded to a diketopyrrolopyrrole skeleton can also be used. As such a compound, a compound represented by formula (DPP1) is preferable, and a compound represented by formula (DPP2) is more preferable. [ka]

[0027] In the above formula, R 11 and R 13 each independently represents a substituent, R 12 and R 14 each independently represents a hydrogen atom, an alkyl group, an aryl group, or a heteroaryl group; n11 and n13 each independently represent an integer of 0 to 4; X12 and X 14 each independently represents an oxygen atom, a sulfur atom, or a nitrogen atom; X 12 When is an oxygen atom or a sulfur atom, m12 represents 1, and X 12 When is a nitrogen atom, m12 represents 2, and X 14 When is an oxygen atom or a sulfur atom, m14 represents 1, and X 14 When is a nitrogen atom, m14 is 2. 11 and R 13 Examples of the substituent represented by the formula (I) include the groups exemplified as the substituent T described above. Preferred specific examples thereof include an alkyl group, an aryl group, a halogen atom, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a heteroaryloxycarbonyl group, an amido group, a cyano group, a nitro group, a trifluoromethyl group, a sulfoxide group, and a sulfo group.

[0028] In the present invention, two or more chromatic pigments may be used in combination. When two or more chromatic pigments are used in combination, the combination of two or more chromatic pigments may form a black color. Examples of such combinations include the following embodiments (1) to (7). When the curable composition contains two or more chromatic pigments and exhibits a black color by the combination of two or more chromatic pigments, the curable composition of the present invention can be preferably used as a near-infrared transmission filter. (1) An embodiment containing a red pigment and a blue pigment. (2) An embodiment containing a red pigment, a blue pigment, and a yellow 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.

[0029] [White pigment] Examples of the white pigment 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 resin particles, and zinc sulfide. The white pigment is preferably a particle having a titanium atom, and more preferably titanium oxide. The white pigment is preferably a particle having a refractive index of 2.10 or more at 25°C for light with a wavelength of 589 nm. The refractive index is preferably 2.10 to 3.00, and more preferably 2.50 to 2.75.

[0030] In addition, the titanium oxide described in "Titanium Oxide: Physical Properties and Application Technology, by Manabu Seino, pages 13-45, published June 25, 1991, by Gihodo Publishing Co., Ltd." can also be used as the white pigment.

[0031] The white pigment may be not only a single inorganic substance, but also a particle composited with other materials. For example, it is preferable to use a particle having a void or other material inside, a particle having a large number of inorganic particles attached to a core particle, or a core-shell composite particle composed of a polymer particle and a shell layer composed of inorganic nanoparticles. For the core-shell composite particle composed of a polymer particle and a shell layer composed of inorganic nanoparticles, the description in paragraphs 0012 to 0042 of JP 2015-047520 A can be referred to, and the contents of this specification are incorporated herein.

[0032] The white pigment can also be hollow inorganic particles. The hollow inorganic particles are inorganic particles with a structure having a cavity inside, and refer to inorganic particles with a cavity surrounded by an outer shell. Examples of the hollow inorganic particles include the hollow inorganic particles described in JP2011-075786A, WO2013 / 061621A, JP2015-164881A, etc., the contents of which are incorporated herein by reference.

[0033] [Black pigment] The black pigment is not particularly limited, and known pigments can be used. Examples include carbon black, titanium black, graphite, etc., with carbon black and titanium black being preferred, and titanium black being more preferred. Titanium black is a black particle containing titanium atoms, and low-order titanium oxide or titanium oxynitride is preferred. Titanium black can be surface-modified as necessary for the purpose of improving dispersibility, suppressing aggregation, etc. For example, the surface of titanium black can be coated with silicon oxide, titanium oxide, germanium oxide, aluminum oxide, magnesium oxide, or zirconium oxide. In addition, treatment with a water-repellent substance such as that shown in JP-A-2007-302836 can also be performed. Examples of black pigments include Color Index (CI) Pigment Black 1,7, etc. It is preferable that both the primary particle size and the average primary particle size of the individual particles of titanium black are small. 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 the ratio of Si atoms to Ti atoms in the dispersion is adjusted to a range of 0.20 to 0.50, can be mentioned. For the above dispersion, the description in paragraphs 0020 to 0105 of JP 2012-169556 A can be referred to, and the contents thereof are incorporated herein. Examples of commercially available titanium black products include titanium black 10S, 12S, 13R, 13M, 13M-C, 13R-N, and 13M-T (trade names: manufactured by Mitsubishi Materials Corporation), Tilack D (trade name: manufactured by Ako Kasei Co., Ltd.), and the like.

[0034] [Near infrared absorbing pigment] The near infrared absorbing pigment is preferably an organic pigment. The near infrared absorbing pigment preferably has a maximum absorption wavelength in the range of more than 700 nm to 1,400 nm. 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 even more preferably 950 nm or less. The near infrared absorbing pigment has an absorbance A at a wavelength of 550 nm. 550and absorbance A at the maximum absorption wavelength max A is the ratio of 550 / A max is preferably 0.1 or less, more preferably 0.05 or less, even more preferably 0.03 or less, and particularly preferably 0.02 or less. The lower limit is not particularly limited, but can be, for example, 0.0001 or more, or can be 0.0005 or more. If the above-mentioned absorbance ratio is within the above range, the near-infrared absorbing pigment can be excellent in visible light transparency and near-infrared shielding. In the present invention, the maximum absorption wavelength and the absorbance value at each wavelength of the near-infrared absorbing pigment are values ​​obtained from the absorption spectrum of a film formed using a curable composition containing the near-infrared absorbing pigment.

[0035] The near-infrared absorbing pigment is not particularly limited, but examples thereof include a pyrrolopyrrole compound, a rylene compound, an oxonol compound, a squarylium compound, a cyanine compound, a croconium compound, a phthalocyanine compound, a naphthalocyanine compound, a pyrylium compound, an azulenium compound, an indigo compound, and a pyrromethene compound. At least one selected from the group consisting of a pyrrolopyrrole compound, a squarylium compound, a cyanine compound, a phthalocyanine compound, and a naphthalocyanine compound is preferred, a pyrrolopyrrole compound or a squarylium compound is more preferred, and a pyrrolopyrrole compound is particularly preferred.

[0036] [Transparent pigment] Examples of transparent pigments include titanium oxide, zirconium oxide, silica, zinc oxide, barium sulfate, barium carbonate, alumina white, calcium carbonate, and calcium stearate. Among these, those with low coloring power are preferred, titanium oxide or zirconium oxide are more preferred, and zirconium oxide is even more preferred.

[0037] 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, even more preferably 20% by mass or more, even more preferably 30% by mass or more, particularly preferably 40% by mass or more, and most preferably 50% by mass or more. The upper limit is preferably 80% by mass or less, more preferably 70% by mass or less, and even more preferably 60% by mass or less.

[0038] [Pigment Derivatives] The curable composition of the present invention may contain a pigment derivative. In the present invention, it is also a preferred embodiment to use a pigment and a pigment derivative in combination. Examples of the pigment derivative include compounds having a structure in which a part of a chromophore is substituted with an acid group, a basic group, or a phthalimidomethyl group. Examples of the chromophore constituting the pigment derivative include a quinoline skeleton, a benzimidazolone skeleton, a diketopyrrolopyrrole skeleton, an azo skeleton, a phthalocyanine skeleton, an anthraquinone skeleton, a quinacridone skeleton, a dioxazine skeleton, a perinone skeleton, a perylene skeleton, a thioindigo skeleton, an isoindoline skeleton, an isoindolinone skeleton, a quinophthalone skeleton, a threne skeleton, and a metal complex skeleton. Among these, a quinoline skeleton, a benzimidazolone skeleton, a diketopyrrolopyrrole skeleton, an azo skeleton, a quinophthalone skeleton, an isoindoline skeleton, and a phthalocyanine skeleton are preferred, and an azo skeleton and a benzimidazolone skeleton are more preferred. The acid group of the pigment derivative is preferably a sulfo group or a carboxy group, more preferably a sulfo group. The basic group of the pigment derivative is preferably an amino group, more preferably a tertiary amino group. Specific examples of the pigment derivative include the compounds described in the examples below and the compounds described in paragraphs 0162 to 0183 of JP-A No. 2011-252065. The content of the pigment derivative is preferably 1 to 30 parts by mass, more preferably 3 to 20 parts by mass, relative to 100 parts by mass of the pigment. Only one type of pigment derivative may be used, or two or more types may be used in combination.

[0039] <Specific resin> The curable composition of the present invention contains a resin (specific resin) that satisfies at least one of the following condition 1 and condition 2. Condition 1: The resin contains a constituent unit having an anionic structure, a quaternary ammonium cation structure which is ionically bonded to the anionic structure, and a radically polymerizable group on the same side chain. Condition 2: The resin contains a constituent unit having a quaternary ammonium cation structure and a group to which a radically polymerizable group is linked, at the side chain.

[0040] The specific resin in the present invention may be any one of a linear polymer compound, a star-shaped polymer compound, and a comb-shaped polymer compound, or may be a star-shaped polymer compound having a plurality of branching points and a specific end group as described in JP-A-2007-277514, etc., and the form of the resin is not limited. In condition 1 or condition 2, the molecular weight of the side chain (weight average molecular weight when the polymer has a molecular weight distribution) is preferably 50 to 1,500, and more preferably 100 to 1,000. In addition, the specific resin is preferably an addition polymerization type resin, more preferably an acrylic resin. When the specific resin is an addition polymerization type resin, the side chain in condition 1 or condition 2 may be a molecular chain bonded to a molecular chain formed by addition polymerization, and may be a molecular chain formed by a method other than addition polymerization.

[0041] The specific resin may also be a dispersant. In this specification, a resin used mainly for dispersing particles such as pigments is also referred to as a dispersant. However, such uses of the specific resin are merely examples, and the specific resin may also be used for purposes other than such uses.

[0042] [Condition 1] In the structural unit having the anion structure in Condition 1, the quaternary ammonium cation structure ionically bonded to the anion structure, and a radical polymerizable group on the same side chain, the anion structure and the quaternary ammonium cation structure may be ionically bonded or dissociated. In addition, the side chain in condition 1 is required to have at least one each of an anionic structure, a quaternary ammonium cation structure, and a radically polymerizable group, and may have multiple structures of at least one type selected from the group consisting of an anionic structure, a quaternary ammonium cation structure, and a radically polymerizable group in one side chain.

[0043] -Anion structure- The anion structure in the above condition 1 is not particularly limited, but examples thereof include anions derived from an acid group, such as a carboxylate anion, a sulfonate anion, a phosphonate anion, a phosphinate anion, and a phenolate anion, with a carboxylate anion being preferred. The anion structure in the above condition 1 may be directly bonded to the main chain of the resin. For example, when a carboxy group (side group) contained in a structural unit derived from acrylic acid in an acrylic resin is anionized, the anion structure is directly bonded to the main chain of the resin. When the anion structure and the quaternary ammonium cation structure are bonded together, the distance (number of atoms) between the main chain and the quaternary ammonium cation structure is preferably 4 to 70 elements, more preferably 4 to 50 elements, and even more preferably 4 to 30 elements. In this specification, the distance between two structures in a polymer compound refers to the number of atoms in the linking group that connects the two structures at the shortest distance. The distance between the quaternary ammonium cation structure and the radically polymerizable group is preferably from 2 to 30 elements, more preferably from 3 to 20 elements, and further preferably from 4 to 15 elements. The distance between the radically polymerizable group and the main chain is preferably from 6 to 100 elements, more preferably from 6 to 70 elements, and even more preferably from 6 to 50 elements.

[0044] -Quaternary ammonium cation structure (condition 1)- The quaternary ammonium cation structure in the above condition 1 is preferably a structure in which at least three of the four groups containing four carbon atoms bonded to a nitrogen atom are hydrocarbon groups, and more preferably at least three are alkyl groups. Of the four groups containing four carbon atoms bonded to the nitrogen atom, at least one is a linking group containing a bonding site with a radical polymerizable group. The linking group is preferably a divalent to hexavalent linking group, more preferably a divalent to tetravalent linking group, and even more preferably a divalent or trivalent linking group. Examples of the linking group include L in formula (A1) described below. A2 Examples of the groups include those represented by the following formula: It is also preferred that only one of the four groups containing four carbon atoms bonded to the nitrogen atom is the linking group. Of the four groups containing four carbon atoms, it is preferable that two or three are alkyl groups having 1 to 4 carbon atoms, and it is preferable that two are alkyl groups having 1 to 4 carbon atoms and that one of the remaining two groups is a hydrocarbon group having 4 to 20 carbon atoms. Moreover, the two or three alkyl groups may be the same group or different groups. The alkyl group having 1 to 4 carbon atoms is preferably a methyl group or an ethyl group, and more preferably a methyl group. The hydrocarbon group having 4 to 20 carbon atoms is preferably an alkyl group having 4 to 20 carbon atoms or a benzyl group. In the above condition 1, when the side chain contains multiple quaternary ammonium cation structures, the quaternary ammonium cation structures are bonded to each other via a linking group, and the quaternary ammonium cation structures may form a ring structure. Examples of the ring structure that may be formed include ring structures represented by the following formula. In the following formula, * represents a bonding site with a linking group that contains a bonding site with a radical polymerizable group. [ka]

[0045] -Radically polymerizable group (condition 1)- The radical polymerizable group is preferably a group having an ethylenically unsaturated group. Examples of the group having an ethylenically unsaturated group include a vinyl group, a (meth)allyl group, a (meth)acrylamide group, a (meth)acryloxy group, and a vinylphenyl group, and from the viewpoint of reactivity, a (meth)acryloxy group or a vinylphenyl group is preferred, and a (meth)acryloxy group is more preferred.

[0046] [Condition 2] In the side chain in the above condition 2, the quaternary ammonium cation structure and the radical polymerizable group are linked together. That is, one side chain has both at least one quaternary ammonium cation structure and at least one radical polymerizable group. The side chain in the above condition 2 is required to have at least one quaternary ammonium cation structure and at least one radically polymerizable group, and may have multiple members of at least one type selected from the group consisting of quaternary ammonium cation structures and radically polymerizable groups in one side chain. Furthermore, the distance (number of atoms) between the main chain and the quaternary ammonium cation structure is preferably 4 to 20 elements, more preferably 4 to 15 elements, and most preferably 4 to 10 elements. The distance between the quaternary ammonium cation structure and the polymerizable group is preferably from 2 to 30 elements, more preferably from 3 to 20 elements, and further preferably from 4 to 15 elements. The distance between the polymerizable group and the main chain is preferably from 6 to 50 elements, more preferably from 6 to 30 elements, and further preferably from 6 to 20 elements.

[0047] -Quaternary ammonium cation structure (condition 2)- As the quaternary ammonium cation structure in the above condition 2, a structure in which at least two of the four groups containing four carbon atoms bonded to a nitrogen atom are hydrocarbon groups is preferable, and at least two of the groups are more preferably alkyl groups. The hydrocarbon group is preferably an alkyl group or an aryl group, more preferably an alkyl group or a phenyl group. The alkyl group is preferably an alkyl group having 1 to 4 carbon atoms, more preferably a methyl group or an ethyl group, and even more preferably a methyl group. The two alkyl groups may be the same group or different groups. Of the four groups containing four carbon atoms bonded to the nitrogen atom, at least one is a linking group containing a bonding site with a radical polymerizable group, and at least one is a linking group containing a bonding site with the main chain of the specific resin. The linking group to the radical polymerizable group is preferably a divalent to hexavalent linking group, more preferably a divalent to tetravalent linking group, and even more preferably a divalent or trivalent linking group. B2 Examples of the groups include those represented by the following formula: The linking group having a bonding site with the main chain in the specific resin is preferably a divalent linking group. B1 Examples of the groups include those represented by the following formula: The counter anion of the quaternary ammonium cation structure in the above condition 2 may be present in the specific resin or in another component contained in the curable composition, but is preferably present in the specific resin.

[0048] -Radically polymerizable group (condition 2)- The radical polymerizable group is preferably a group having an ethylenically unsaturated group. Examples of the group having an ethylenically unsaturated group include a vinyl group, a (meth)allyl group, a (meth)acrylamide group, a (meth)acryloxy group, and a vinylphenyl group, and from the viewpoint of reactivity, a (meth)acryloxy group or a vinylphenyl group is preferred, and a (meth)acryloxy group is more preferred.

[0049] [Constituent unit represented by formula (A1) and constituent unit represented by formula (B1)] The resin preferably contains at least one of a constitutional unit represented by the following formula (A1) and a constitutional unit represented by the following formula (B1). A resin containing a constitutional unit represented by the following formula (A1) is a resin that satisfies condition 1, and a resin containing a constitutional unit represented by the following formula (B1) is a resin that satisfies condition 2. [ka] In formula (A1), R A1 represents a hydrogen atom or an alkyl group, A A1 represents a structure containing a group in which a proton is dissociated from an acid group, and R A2 and R A3 each independently represents an alkyl group or an aralkyl group; L A1 represents a monovalent substituent when mA is 1, represents a mA-valent linking group when mA is 2 or more, L A2 represents a nA+1-valent linking group, L A3 represents a divalent linking group, R A4 represents a hydrogen atom or an alkyl group, nA represents an integer of 1 or more, mA represents an integer of 1 or more, and when mA is 2 or more, R A2 , R 2 or more A3 and 2 or more L A2 may be the same or different, and when mA is 2 or more, R included in a structure among mA structures that contain a quaternary ammonium cation A2 and R A3 At least one selected from the group consisting of R A2 and R A3 and nA and mA are each independently selected from the group consisting of nA and mA, and nA and mA are each independently selected from the group consisting of nA and mA. A3 and 2 or more R A4 may be the same or different, R A2 , R A3 and L A2 at least two of may be linked to form a ring; In formula (B1), R B1 represents a hydrogen atom or an alkyl group, L B1 represents a divalent linking group, R B2 and R B3each independently represents an alkyl group; L B2 represents a nB+1-valent linking group, L B3 represents a divalent linking group, R B4 represents a hydrogen atom or an alkyl group, nB represents an integer of 1 or more, and when nB is 2 or more, L B3 and 2 or more R B4 may be the same or different, R B2 , R B3 , L B1 and L B2 At least two of these may be bonded to form a ring.

[0050] In formula (A1), R A1 is preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and more preferably a hydrogen atom or a methyl group. In formula (A1), A A1 represents a structure containing a group in which a proton is dissociated from an acid group, and examples of the acid group include a carboxy group, a sulfo group, a phosphoric acid group, a phosphonic acid group, and a phenolic hydroxy group, with a carboxy group being preferred. A1 The number of acid groups contained in A may be one or more, and it is preferable that the number of acid groups contained in A is one. A1 The acid group in formula (A1) is R A1 The carbon atom to which the amide bond is bonded may be directly bonded or may be bonded via a linking group. The linking group is preferably a hydrocarbon group, an ether bond (-O-), an ester bond (-COO-), an amide bond (-CONH-), or a group in which two or more of these are bonded. The hydrocarbon group may be a divalent hydrocarbon group, preferably an alkylene group or an arylene group, more preferably an alkylene group or a phenylene group having 1 to 20 carbon atoms. In addition, unless otherwise specified in this specification, the hydrogen atom in the amide bond may be substituted with a known substituent such as an alkyl group or an aryl group. In formula (A1), R A2 and R A3 are each independently preferably an alkyl group, more preferably an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms, further preferably a methyl group or an ethyl group, and particularly preferably a methyl group. In formula (A1), R A2 or R A3 When is an aralkyl group, it is preferably an aralkyl group having 7 to 22 carbon atoms, more preferably an aralkyl group having 7 to 10 carbon atoms, and further preferably a benzyl group. In formula (A1), L A1 When mA is 2 or more, L is preferably a hydrocarbon group having a valence of mA, and more preferably a group in which mA hydrogen atoms have been removed from a saturated aliphatic hydrocarbon, an aromatic hydrocarbon, or a structure in which 2 or more of these are bonded. When mA is 1, L A1 is preferably an alkyl group, an aryl group, or an aralkyl group, and more preferably an alkyl group having 4 to 20 carbon atoms or a benzyl group. In formula (A1), L A2 is preferably any one of the groups represented by formulae (C1-1) to (C4-1) described later. In formula (A1), L A3 is preferably an ether bond (-O-), an ester bond (-COO-), an amide bond (-NHCO-), an alkylene group, or an arylene group, and more preferably an ester bond or a phenylene group. In formula (A1), R A4 is preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and more preferably a hydrogen atom or a methyl group. In formula (A1), nA is preferably 1 to 10, more preferably 1 to 4, further preferably 1 or 2, and particularly preferably 1. In formula (A1), mA is preferably 1-10, more preferably 1-4, and further preferably 1-3.

[0051] In formula (B1), R B1 is preferably a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and more preferably a hydrogen atom or a methyl group. In formula (B1), L B1represents a divalent linking group, and is preferably a hydrocarbon group, an ether bond (-O-), an ester bond (-COO-), an amide bond (-CONH-), or a group in which two or more of these are bonded. The hydrocarbon group includes a divalent hydrocarbon group, and is preferably an alkylene group or an arylene group, and more preferably an alkylene group or a phenylene group having 1 to 20 carbon atoms. In formula (B1), R B2 and R B3 are each independently preferably an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 4 carbon atoms, further preferably a methyl group or an ethyl group, and particularly preferably a methyl group. In formula (B1), L B2 is preferably any one of the groups represented by formulae (C1-1) to (C4-1) described later. In formula (B1), L B3 is preferably an ether bond (-O-), an ester bond (-COO-), an amide bond (-NHCO-), an alkylene group, or an arylene group, and more preferably an ester bond or a phenylene group. In formula (B1), nB is preferably an integer of 1 to 10, more preferably an integer of 1 to 4, further preferably 1 or 2, and particularly preferably 1.

[0052] L in formula (A1) A2 Or, L in formula (B1) B2 is preferably any one of the groups represented by the following formulae (C1-1) to (C4-1). [ka] In formula (C1-1) to formula (C4-1), L C11 represents a linking group having a valence of nC1+1; L C21 represents a linking group having a valence of nC2+1; L C31 represents an nC3+1-valent hydrocarbon group, nC1 to nC3 each independently represent an integer of 1 or more, the wavy line represents a bonding site with a nitrogen atom in formula (A1) or formula (B1), * represents R in formula (A1), A4 or the carbon atom to which R in formula (B1) is bondedB4 Each represents a bonding site with the carbon atom to which it is bonded. In addition, L in formula (C3-1) C21 represents that it may be bonded to any carbon atom of the cyclohexane ring in formula (C3-1).

[0053] In formula (C1-1) or formula (C2-1), L C11 is preferably an nC1+1 valent hydrocarbon group, an ether bond, an ester bond, or a group in which two or more of these are bonded, and more preferably a group in which nC1+1 hydrogen atoms have been removed from a saturated aliphatic hydrocarbon, an aromatic hydrocarbon, an ether bond, an ester bond, or a structure in which two or more of these are bonded. In formula (C1-1) or formula (C2-1), nC1 is preferably 1 to 10, more preferably 1 to 4, and more preferably 1 or 2.

[0054] In formula (C3-1), L C21 is preferably an nC2+1 valent hydrocarbon group, an ether bond, an ester bond, or a group in which two or more of these are bonded, and more preferably a group in which nC2+1 hydrogen atoms have been removed from a saturated aliphatic hydrocarbon, an aromatic hydrocarbon, an ether bond, an ester bond, or a structure in which two or more of these are bonded. In formula (C3-1), nC2 is preferably an integer of 1 to 10, more preferably an integer of 1 to 4, and more preferably 1 or 2.

[0055] In formula (C4-1), L C31 is preferably a group in which nC3+1 hydrogen atoms have been removed from a saturated aliphatic hydrocarbon, an aromatic hydrocarbon, or a structure in which two or more of these are bonded. In formula (C4-1), nC3 is preferably 1 to 10, more preferably 1 to 4, and more preferably 1 or 2.

[0056] In formula (A1), L A2 is a group represented by formula (C1-1), formula (C2-1) or formula (C3-1), L A3 is preferably an ester bond. In formula (A1), L A2 When is a group represented by formula (C4-1), L A3 is preferably a phenylene group. In formula (B1), L B2 is a group represented by formula (C1-1), formula (C2-1) or formula (C3-1), L B3 is preferably an ester bond. In formula (B1), L B2 When is a group represented by formula (C4-1), L B3 is preferably a phenylene group.

[0057] In the case where the specific resin contains at least one of a constitutional unit represented by formula (A1) and a constitutional unit represented by formula (B1), nA in formula (A1) is 1, L A2 and L A3 represents any one of the groups represented by the following formulas (C1) to (C4), or nB in formula (B1) is 1, and L B2 and L B3 represents any one of the groups represented by the following formulae (C1) to (C4): [ka] In formulas (C1) to (C4), L C1 , L C2 and L C3 each independently represents a single bond or a divalent linking group, the wavy line represents a bonding site with a nitrogen atom in formula (A1) or formula (B1), * represents R A4 or the carbon atom to which R in formula (B1) is bonded B4 Each represents a bonding site with the carbon atom to which it is bonded. In addition, L in formula (C3) C2 represents that it may be bonded to any carbon atom of the cyclohexane ring in formula (C3).

[0058] In formula (C1) or formula (C2), L C1is preferably a divalent hydrocarbon group, an ether bond, an ester bond, or a group having two or more of these bonded together, more preferably an alkylene group, an arylene group, an ether bond, an ester bond, or a group having two or more of these bonded together, and more preferably an alkylene group having 1 to 20 carbon atoms, a phenylene group, an ether bond, or a group having two or more of these bonded together. In formula (C3), L C2 is preferably a divalent hydrocarbon group, an ether bond, an ester bond, or a group having two or more of these bonded together, more preferably an alkylene group, an arylene group, an ether bond, an ester bond, or a group having two or more of these bonded together, and more preferably an alkylene group having 1 to 20 carbon atoms, a phenylene group, an ether bond, or a group having two or more of these bonded together. In formula (C4), L C3 is preferably a divalent hydrocarbon group, an ether bond, an ester bond, or a group in which two or more of these are bonded, more preferably an alkylene group, an arylene group, an ether bond, an ester bond, or a group in which two or more of these are bonded, and more preferably an alkylene group having 1 to 20 carbon atoms.

[0059] Preferred examples of the constitutional unit represented by formula (A1) include the structures shown below, but are not limited to these. In the following specific examples, n represents an integer of 1 or more. [ka] [ka] [ka] [ka]

[0060] Other examples of the structure of the cationic moiety containing a quaternary ammonium cation structure and a radical polymerizable group include the following structure. [ka]

[0061] Preferred examples of the constitutional unit represented by formula (B1) include the structures shown below, but it goes without saying that the constitutional unit is not limited to these. [ka] [ka] In these structures, at least a portion of the structural units having a quaternary ammonium cation structure may have a structure represented by formula (A1-1-1') with respect to the following formula (A1-1-1) (which is a partial structure in formula (A-1)). Specifically, the structure represented by the above formula (C1) contained in the structural unit having a quaternary ammonium cation structure may be the structure represented by the above formula (C2). For example, a structure such as that of formula (A1-1-1') exists as a structural isomer in the reaction between an amine compound and a compound having an epoxy group and an acryloyl group. [ka]

[0062] The specific resin may have one type of structural unit represented by formula (A1) on its own, or may have two or more types. Furthermore, the specific resin may have one type of structural unit represented by formula (B1) on its own, or may have two or more types. The content of the structural unit represented by formula (A1) and the structural unit represented by formula (B1) (when two or more types are included, the total content) is preferably 1 mass % to 60 mass %, more preferably 5 mass % to 40 mass %, and even more preferably 5 mass % to 20 mass %, relative to the total mass of the specific resin.

[0063] [Structural unit D] It is also preferable that the specific resin further contains a structural unit D which has a radically polymerizable group and is different from the structural unit represented by formula (A1) and the structural unit represented by formula (B1). The radical polymerizable group in the structural unit D is preferably a group having an ethylenically unsaturated group. Examples of the group having an ethylenically unsaturated group include a vinyl group, a (meth)allyl group, a (meth)acrylamide group, a (meth)acryloxy group, and a vinylphenyl group. From the viewpoint of reactivity, a (meth)acryloxy group or a vinylphenyl group is preferred, and a (meth)acryloxy group is more preferred.

[0064] [Structural unit represented by formula (D1)] It is preferable that the specific resin further contains, as the structural unit D, a structural unit represented by the following formula (D1). [ka] In formula (D1), R D1 ~R D3 each independently represents a hydrogen atom or an alkyl group; X D1 -COO-, -CONR D6 - or an arylene group; R D6 represents a hydrogen atom, an alkyl group, or an aryl group; R D4 represents a divalent linking group, L D1 represents a group represented by the following formula (D2), formula (D3) or formula (D3′), and R D5 represents a (n+1)-valent linking group, X D2 is an oxygen atom or NR D7 - represents R D7 represents a hydrogen atom, an alkyl group, or an aryl group; R D represents a hydrogen atom or a methyl group, nD represents an integer of 1 or more, and when nD is 2 or more, 2 or more X D2 and 2 or more R D may be the same or different. [ka] In formula (D2), formula (D3) and formula (D3′), X D3 represents an oxygen atom or -NH-; X D4 represents an oxygen atom or COO-; R e1 ~R e3 each independently represents a hydrogen atom or an alkyl group; R e1 ~R e3 At least two of X may be bonded to form a ring structure; D5 represents an oxygen atom or -COO-; R e4 ~R e6 each independently represents a hydrogen atom or an alkyl group; R e4 ~R e6 At least two of the may be bonded to form a ring structure, and the * and wavy line represent the bonding position to other structures.

[0065] In the curable composition, by using the specific resin containing the constitutional unit represented by the above formula (D1), the obtained film tends to have excellent deep curing properties. The reason why the above effect is obtained is unclear, but is presumed to be as follows. In the resin having the structural unit represented by formula (D1), by having a polar group represented by formula (D2), formula (D3) or formula (D3') in the side chain, the range of movement of the (meth)acryloyl group in the composition is increased, and it is considered to be excellent in reactivity. In addition, by having a group represented by formula (D2), formula (D3) or formula (D3'), it is considered that the aggregation of the resins is suppressed, the dispersibility is excellent, and the (meth)acryloyl group is more easily reacted, so that it is easy to obtain a curable composition having excellent deep curing properties. In addition, by including a structural unit represented by formula (D1), a highly reactive (meth)acryloyl group can be introduced into a position away from the main chain via a group represented by formula (D2), formula (D3), or formula (D3'). This increases the probability that (meth)acryloyl groups in a resin molecule will react with each other, but will react with each other in the resin molecule or with other crosslinking components (e.g., polymerizable compounds, etc.) in the composition, and the crosslinking reaction proceeds efficiently even in a composition with a high pigment concentration, improving deep section curing and pattern shape. In addition, the structural unit represented by formula (D1) has a relatively long side chain structure and has a polar group represented by formula (D2), formula (D3), or formula (D3') in the side chain, which is believed to enhance the adsorption to the pigment and to exert a steric repulsion that suppresses the aggregation of pigment particles, thereby improving the dispersibility of the pigment. Furthermore, since the specific resin has a structural unit represented by formula (D4) described later, it is possible to introduce a carboxylic acid that serves as an adsorptive group into a position away from the main chain, which is thought to enhance pigment adsorption and improve dispersion stability. In addition, by introducing the structural unit represented by formula (D1), the substrate adhesion and pattern shape are also improved due to the excellent deep curing property. Furthermore, it is considered that the dispersion stability of the curable composition is improved by having the structural unit represented by formula (D4) described later.

[0066] R in formula (D1) D1 ~R D3 are each independently preferably a hydrogen atom or a methyl group, more preferably a hydrogen atom, from the viewpoint of deep section curing. D1 is a hydrogen atom or a methyl group, and R D2 and R D3 More preferably, L is a hydrogen atom. D1 is a group represented by formula (D2), R D1 More preferably, L is a methyl group. D1 is a group represented by formula (D3) or formula (D3′), R D1 is more preferably a hydrogen atom. X in formula (D1) D1 From the viewpoint of deep curing, -COO- or CONR D6 X is preferably -, and more preferably -COO-. D1 When X is an arylene group, it is preferably a divalent aromatic hydrocarbon group having 6 to 20 carbon atoms, more preferably a phenylene group or a naphthylene group, and further preferably a phenylene group. D1is -COO-, the carbon atom in -COO- is R D1 It is preferable that the carbon atom to which X is bonded is the same as the carbon atom to which X is bonded. D1 -CONR D6 -CONR D6 - is R in formula (D1). D1 It is preferred that the carbon atom to which the group is bonded be bonded. R D6 is preferably a hydrogen atom or an alkyl group, and more preferably a hydrogen atom. R in formula (D1) D4 From the viewpoint of deep section curing, is preferably a hydrocarbon group or a group in which two or more hydrocarbon groups are bonded to one or more structures selected from the group consisting of ether bonds and ester bonds, and is more preferably a hydrocarbon group or a group in which two or more hydrocarbon groups are bonded to one or more ester bonds. Also, R in formula (D1) D4 is preferably a group formed by bonding two or more groups selected from the group consisting of an alkylene group, an ether group, a carbonyl group, a phenylene group, a cycloalkylene group, and an ester bond, and more preferably a group formed by bonding two or more groups selected from the group consisting of an alkylene group, an ether group, and an ester bond. In addition, R in formula (D1) D4 From the viewpoint of deep section curing, preferably a group having a total of 2 to 60 atoms, more preferably a group having a total of 2 to 50 atoms, and particularly preferably a group having a total of 2 to 40 atoms. Furthermore, from the viewpoint of deep hardening, R D4 is a group selected from the group consisting of a hydrocarbon group, an alkyleneoxy group, an alkylenecarbonyloxy group, and any group represented by the following structure, and D5 is particularly preferably an alkylene group or a group in which two or more alkylene groups are bonded to one or more structures selected from the group consisting of an ether bond and an ester bond. [ka]

[0067] In the above formula, * and the wavy line represent the bonding position with other structures, and * represents X in formula (D1). D1 The wavy line indicates the binding site with L D1 It is preferable that the bond position be represented by the formula (I). In addition, in the above formula, L F1 and L F2 each independently represents a hydrocarbon group, and n represents an integer of 0 or more. L F1 and L F2 are also preferably each independently an alkylene group having 2 to 20 carbon atoms. L F1 and L F2 and are also preferably the same group. An embodiment in which n is 0 to 100 is also preferred.

[0068] In the formula (D1), nD is preferably an integer of 1 to 6, more preferably an integer of 1 to 3, and even more preferably 1, from the viewpoint of deep section curability. R in formula (D1) D5 From the viewpoint of deep section curing, is preferably a divalent linking group, more preferably an alkylene group or a group in which two or more alkylene groups are bonded to one or more structures selected from the group consisting of ether bonds and ester bonds, further preferably an alkyleneoxyalkylene group, and particularly preferably a methyleneoxy-n-butylene group. In addition, R in formula (D1) D5 From the viewpoint of deep section curing, preferably a group having a total of 2 to 40 atoms, more preferably a group having a total of 2 to 30 atoms, and particularly preferably a group having a total of 2 to 20 atoms. X in formula (D1) D2 From the viewpoint of deep curing, is preferably an oxygen atom. R D7 is preferably a hydrogen atom or an alkyl group, and more preferably a hydrogen atom. R D is preferably a hydrogen atom.

[0069] L in formula (D1) D1 is preferably a group represented by the above formula (D2) from the viewpoint of dispersibility, and is preferably a group represented by the above formula (D3) or formula (D3') from the viewpoint of pattern shape and suppression of development residues. In the above formula (D2), formula (D3) and formula (D3′), * is R D4 The wavy line indicates the binding site of R D5 It is preferred that the binding site is X in formula (D2) D3 is preferably an oxygen atom from the viewpoints of deep curing and dispersibility. Also, L D1 is a group represented by formula (D2), from the viewpoints of deep curability and dispersibility, R D4 is a group selected from the group consisting of an ethylene group, an n-propylene group, an isopropylene group, an n-butylene group, and an isobutylene group, and R D5 However, an ethylene group is particularly preferred. X in formula (D3) or formula (D3') D4 From the viewpoints of deep curing, pattern shape, and suppression of development residues, X is preferably -COO-. D4 is the above-mentioned -COO-, the oxygen atom in -COO- and R e1 It is preferable that the carbon atom to which is bonded is bonded to. R in formula (D3) or formula (D3′) e1 ~R e3 is preferably a hydrogen atom from the viewpoints of deep curing properties, pattern shape, and suppression of development residues. Also, L D1 is a group represented by formula (D3) or formula (D3′), from the viewpoints of deep curing, pattern shape, and suppression of development residues, R D4 is a hydrocarbon group, a group in which two or more hydrocarbon groups are bonded to one or more structures selected from the group consisting of an ether bond and an ester bond, or any group represented by the following structure, and R D5 is particularly preferably an alkylene group or a group in which two or more alkylene groups are bonded to one or more structures selected from the group consisting of an ether bond and an ester bond.

[0070] Preferred examples of the group represented by formula (D2) include groups represented by the following formula (D2-1) or formula (D2-2). Preferred examples of the group represented by formula (D3) include groups represented by the following formula (D3-1) or formula (D3-2). [ka]

[0071] The * and wavy line portions in formulae (D2-1), (D2-2), (D3-1), and (D3-2) have the same meanings as the * and wavy line portions in formula (D2) or (D3), and the preferred embodiments are also the same. In addition, at least a part of the structures of formula (D3-1) and formula (D3-2) may be a structure represented by formula (D3-1') for the following formula (D3-1) and formula (D3-2') for the following formula (D3-2). For example, a structure such as formula (D3-1') exists as a structural isomer in a reaction between a carboxylic acid compound and a compound having an epoxy group and an acryloyl group. For example, a structure such as formula (D3-2') exists as a structural isomer in a reaction between a phenol compound and a compound having an epoxy group and an acryloyl group. [ka]

[0072] Preferred examples of the structural unit represented by formula (D1) include the structures shown below, but needless to say, are not limited to these. In the following specific examples, m represents an integer of 2 or more, and n represents an integer of 1 or more. [ka] [ka] [ka]

[0073] The specific resin may have one type of structural unit represented by formula (D1) on its own, or may have two or more types. From the viewpoints of developability, pattern shape, dispersion stability, and deep curing ability, the content of the structural unit represented by formula (D1) is preferably 1 to 80 mass %, more preferably 1 to 70 mass %, and particularly preferably 1 to 60 mass %, relative to the total mass of the specific resin.

[0074] [Structural unit represented by formula (D4)] From the viewpoints of dispersion stability and developability, it is preferable that the specific resin further has a structural unit represented by the following formula (D4). [ka] In formula (D4), R D8 represents a hydrogen atom or an alkyl group; X D5 -COO-, -CONR B - or an arylene group; R B represents a hydrogen atom, an alkyl group, or an aryl group; L D2 represents an aliphatic hydrocarbon group having 1 to 10 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms, or a group in which two or more groups selected from the group consisting of an aliphatic hydrocarbon group having 1 to 10 carbon atoms and an aromatic hydrocarbon group having 6 to 20 carbon atoms are bonded to one or more groups selected from the group consisting of an ether bond and an ester bond; D2 X D5 When is an arylene group, it may be a single bond.

[0075] R in formula (D4) D8 is preferably a hydrogen atom. X in formula (D4) D5 From the viewpoint of dispersion stability, -COO- or -CONR B X is preferably -, and more preferably -COO-. D5is -COO-, the carbon atom in -COO- is R D8 It is preferable that the carbon atom to which X is bonded is the same as the carbon atom to which X is bonded. D5 -CONR DB -CONR DB - is R in formula (D4). D8 It is preferred that the carbon atom to which the group is bonded be bonded. R B is preferably a hydrogen atom or an alkyl group, and more preferably a hydrogen atom. L in formula (D4) D2 From the viewpoint of dispersion stability, is preferably an aliphatic hydrocarbon group having 1 to 10 carbon atoms or a group in which two or more aliphatic hydrocarbon groups having 1 to 10 carbon atoms are bonded to one or more ester bonds, is more preferably an aliphatic hydrocarbon group having 1 to 10 carbon atoms, and is particularly preferably an alkylene group having 1 to 10 carbon atoms.

[0076] Preferred examples of the constitutional unit represented by formula (D4) include the structures shown below, but it goes without saying that the invention is not limited to these. In the following specific examples, n represents an integer of 1 or more. [ka]

[0077] The specific resin may have one type of structural unit represented by formula (D4) on its own, or may have two or more types. From the viewpoints of developability, pattern shape, and dispersion stability, the content of the structural unit represented by formula (D4) is preferably 20% by mass to 80% by mass, more preferably 20% by mass to 70% by mass, and particularly preferably 20% by mass to 60% by mass, relative to the total mass of the specific resin.

[0078] [Structural unit represented by formula (D5)] From the viewpoint of dispersion stability, it is preferable that the specific resin further has a structural unit represented by the following formula (D5), and from the viewpoints of dispersion stability and developability, it is more preferable that the specific resin further has a structural unit represented by the above formula (D4) and a structural unit represented by the following formula (D5). [ka]

[0079] In formula (D5), R D9 represents a hydrogen atom or an alkyl group; X D6 is an oxygen atom or NR C - represents R C represents a hydrogen atom, an alkyl group, or an aryl group; L D3 represents a divalent linking group, Y D1 represents an alkyleneoxy group or an alkylenecarbonyloxy group; Z D1 represents an aliphatic hydrocarbon group having 1 to 20 carbon atoms or an aromatic hydrocarbon group having 6 to 20 carbon atoms; p represents an integer of 1 or more; when p is 2 or more, p Y D1 may be the same or different.

[0080] R in formula (D5) D9 is preferably a hydrogen atom or a methyl group, and more preferably a methyl group. X in formula (D5) D6 is preferably an oxygen atom from the viewpoint of dispersion stability. R C is preferably a hydrogen atom or an alkyl group, and more preferably a hydrogen atom. L in formula (D5) D3 From the viewpoint of dispersion stability, is preferably a group having a total of 2 to 30 atoms, more preferably a group having a total of 3 to 20 atoms, and particularly preferably a group having a total of 4 to 10 atoms. In addition, L in formula (D5) D3From the viewpoint of dispersion stability, is preferably a group having a urethane bond or a urea bond, more preferably a group having a urethane bond, and particularly preferably a group in which an alkylene group is bonded to a urethane bond.

[0081] Y in formula (D5) D1 From the viewpoint of dispersion stability, it is preferable that p Y D1 When contains a plurality of structures, these structures may be arranged randomly or in blocks. The alkylenecarbonyloxy group preferably has 2 to 30 carbon atoms, more preferably 3 to 10 carbon atoms, and particularly preferably 5 to 8 carbon atoms, from the viewpoint of dispersion stability. From the viewpoint of dispersion stability, p is an integer of 1 or more, and preferably an integer of 3 or more. Furthermore, p is preferably 100 or less, more preferably 60 or less, and particularly preferably 40 or less. Z in formula (D5) D1 From the viewpoint of dispersion stability, is preferably an aliphatic hydrocarbon group having 1 to 20 carbon atoms, more preferably an alkyl group having 4 to 20 carbon atoms, and particularly preferably an alkyl group having 6 to 20 carbon atoms. Also, Z D1 From the viewpoint of dispersion stability, the alkyl group in the above formula (I) is preferably a branched alkyl group.

[0082] Preferred examples of the structural unit represented by formula (D5) include the structures shown below, but needless to say, are not limited thereto. In the following specific examples, n represents an integer of 1 or more, and a and b each independently represent an integer of 1 or more. In addition, it is preferable that the a oxyalkylenecarbonyl structures or alkyleneoxy structures and the b oxyalkylenecarbonyl structures or alkyleneoxy structures are arranged randomly. [ka]

[0083] The specific resin may have one type of structural unit represented by formula (D5) on its own, or two or more types. From the viewpoints of developability and dispersion stability, the content of the structural unit represented by formula (D5) is preferably 5% by mass to 80% by mass, more preferably 5% by mass to 70% by mass, and particularly preferably 5% by mass to 60% by mass, relative to the total mass of the specific resin.

[0084] [Other structural units] The specific resin may have other structural units in addition to the structural units represented by the above-mentioned formulae (A1), (B1), (D1), (D4) and (D5). The other structural units are not particularly limited, and may include known structural units.

[0085] [Physical properties of specific resin] -Weight average molecular weight- The weight average molecular weight (Mw) of the specific resin is preferably 1,000 or more, more preferably 1,000 to 200,000, and particularly preferably 1,000 to 100,000.

[0086] -Ethylenically unsaturated bond valence- The ethylenically unsaturated bond valence of the specific resin is preferably 0.01 mmol / g to 2.5 mmol / g, more preferably 0.05 mmol / g to 2.3 mmol / g, further preferably 0.1 mmol / g to 2.2 mmol / g, and particularly preferably 0.1 mmol / g to 2.0 mmol / g, from the viewpoints of deep curing ability, pattern shape, and substrate adhesion. The ethylenically unsaturated bond value of the specific resin represents the molar amount of ethylenically unsaturated groups per gram of solid content of the specific resin, and is measured by the method described in the examples.

[0087] -Acid value- From the viewpoint of developability, the acid value of the specific resin is preferably from 30 to 110 mgKOH / g, and more preferably from 40 to 90 mgKOH / g. The acid value is measured by the method described in the Examples.

[0088] -Amine value- From the viewpoint of adhesion to the support, the amine value of the specific resin is preferably from 0.03 to 0.8 mmol / g, and more preferably from 0.1 to 0.5 mmol / g. The amine value is measured by the method described in the Examples.

[0089] The curable composition may contain one type of specific resin alone, or may contain two or more types of specific resins. From the viewpoints of adhesion to the support and storage stability, the content of the specific resin is preferably 10 to 45 mass %, more preferably 12 to 40 mass %, and particularly preferably 14 to 35 mass %, relative to the total solid content of the curable composition. In addition, from the viewpoints of adhesion to the support and storage stability, the content of the specific resin is preferably 20 to 60 parts by mass, more preferably 22 to 55 parts by mass, and particularly preferably 24 to 50 parts by mass, per 100 parts by mass of the pigment content.

[0090] The method for synthesizing the specific resin is not particularly limited, and the specific resin can be synthesized by a known method or by applying a known method. For example, a method may be mentioned in which a precursor of the specific resin is synthesized by a known method, and then a group having a radical polymerizable group in the structural unit represented by formula (A1) or formula (B1) is introduced by a polymer reaction. The structural unit represented by the above formula (A1) is introduced by a reaction between a carboxy group contained in the precursor of the specific resin, an amine compound, and a compound having an epoxy group and an acryloyl group, etc. The structural unit represented by the above formula (A1) is introduced by a reaction between an amine compound contained in the precursor of the specific resin, and a compound having a halogeno group and an acryloyl group. The structural unit represented by the above formula (B1) is introduced by reacting the amino group of the precursor of the specific resin with a compound having an epoxy group and an acryloyl group. The structural unit represented by the above formula (B1) is introduced by reacting the amino group of the precursor of the specific resin with a compound having a halogeno group and an acryloyl group. The structural unit represented by the above formula (D1) is introduced by, for example, reacting a carboxy group in the precursor of the specific resin with a compound having an epoxy group and an acryloyl group, and reacting a hydroxy group in the precursor of the specific resin with a compound having an isocyanato group and an acryloyl group. These synthesis methods are merely examples, and the synthesis method of the specific resin is not particularly limited. Furthermore, when the specific resin is a star-shaped polymer compound or a star-shaped polymer compound having a specific terminal group, these polymer compounds can be synthesized with reference to the synthesis method described in, for example, JP-A-2007-277514.

[0091] Furthermore, the specific resin is composed of different structural units, such as a structural unit responsible for developability, a structural unit responsible for dispersibility, and a structural unit responsible for curing property, and in order to effectively exert the different functions, it is preferable that the composition of the specific resin is uniform. As a method for homogenizing the composition of the specific resin, for example, a method of dropping monomers into a reaction system so as to match the consumption rates of different monomer species can be mentioned. In general, the reaction rates can be matched by increasing the initial concentration of a monomer species with a slow consumption rate in the reaction system and dropping a monomer species with a fast consumption rate to create a concentration difference in the reaction system.

[0092] Specific examples of the specific resin in the present invention include PA-1 to PA-22 and PB-1 to PB-18 in the examples described below.

[0093] [Content] The content of the specific resin in the total solid content of the curable composition is preferably 5 to 50 mass%. The lower limit is preferably 8 mass% or more, and more preferably 10 mass% or more. The upper limit is preferably 40 mass% or less, more preferably 35 mass% or less, and even more preferably 30 mass% or less. The content of the specific resin having an acid group in the total solid content of the curable composition is preferably 5 to 50 mass%. The lower limit is preferably 10 mass% or more, and more preferably 15 mass% or more. The upper limit is preferably 40 mass% or less, more preferably 35 mass% or less, and even more preferably 30 mass% or less.

[0094] In addition, the total content of the polymerizable compound and the specific resin, which will be described later, in the total solid content of the curable composition is preferably 10 to 65% by mass from the viewpoints of curability, developability, and film formability. The lower limit is preferably 15% by mass or more, more preferably 20% by mass or more, and even more preferably 30% by mass or more. The upper limit is preferably 60% by mass or less, more preferably 50% by mass or less, and even more preferably 40% by mass or less. In addition, it is preferable that the specific resin is contained in an amount of 30 to 300 parts by mass per 100 parts by mass of the polymerizable compound. The lower limit is preferably 50 parts by mass or more, and more preferably 80 parts by mass or more. The upper limit is preferably 250 parts by mass or less, and more preferably 200 parts by mass or less.

[0095] <Polymerizable compound> The curable composition of the present invention preferably contains a polymerizable compound. The compounds corresponding to the above-mentioned specific resins are not considered to be polymerizable compounds. As the polymerizable compound, a known compound capable of crosslinking by radicals, acid or heat can be used. In the present invention, the polymerizable compound is preferably, for example, a compound having an ethylenically unsaturated group. Examples of the ethylenically unsaturated group include a vinyl group, a (meth)allyl group, and a (meth)acryloyl group. The polymerizable compound used in the present invention is preferably a radical polymerizable compound.

[0096] The polymerizable compound may be in any chemical form such as a monomer, a prepolymer, or an oligomer, but is preferably a monomer. The molecular weight of the polymerizable compound is preferably 100 to 3,000. The upper limit is more preferably 2,000 or less, and even more preferably 1,500 or less. The lower limit is more preferably 150 or more, and even more preferably 250 or more.

[0097] The polymerizable compound is preferably a compound containing 3 or more ethylenically unsaturated groups, more preferably a compound containing 3 to 15 ethylenically unsaturated groups, and even more preferably a compound containing 3 to 6 ethylenically unsaturated groups. The polymerizable compound is preferably a 3-15 functional (meth)acrylate compound, and more preferably a 3-6 functional (meth)acrylate compound. Specific examples of the polymerizable compound include compounds described in paragraphs 0095 to 0108 of JP 2009-288705 A, paragraph 0227 of JP 2013-029760 A, paragraphs 0254 to 0257 of JP 2008-292970 A, paragraphs 0034 to 0038 of JP 2013-253224 A, paragraph 0477 of JP 2012-208494 A, JP 2017-048367 A, Japanese Patent No. 6057891, and Japanese Patent No. 6031807, the contents of which are incorporated herein by reference.

[0098] Preferred polymerizable compounds include dipentaerythritol triacrylate (commercially available product: KAYARAD D-330, manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol tetraacrylate (commercially available product: KAYARAD D-320, manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol penta(meth)acrylate (commercially available product: KAYARAD D-310, manufactured by Nippon Kayaku Co., Ltd.), dipentaerythritol hexa(meth)acrylate (commercially available products: KAYARAD DPHA, manufactured by Nippon Kayaku Co., Ltd., and NK Ester A-DPH-12E, manufactured by Shin-Nakamura Chemical Co., Ltd.), and compounds having a structure in which these (meth)acryloyl groups are bonded via ethylene glycol and / or propylene glycol residues (e.g., SR454 and SR499, commercially available from Sartomer). In addition, examples of the polymerizable compound that can be used include diglycerol EO (ethylene oxide) modified (meth)acrylate (commercially available product is M-460; manufactured by Toagosei Co., Ltd.), pentaerythritol tetraacrylate (manufactured by Shin-Nakamura Chemical Co., Ltd., NK Ester A-TMMT), 1,6-hexanediol diacrylate (manufactured by Nippon Kayaku Co., Ltd., KAYARAD HDDA), RP-1040 (manufactured by Nippon Kayaku Co., Ltd.), Aronix TO-2349 (manufactured by Toagosei Co., Ltd.), NK Oligo UA-7200 (manufactured by Shin-Nakamura Chemical Co., Ltd.), 8UH-1006, 8UH-1012 (manufactured by Taisei Fine Chemical Co., Ltd.), and light acrylate POB-A0 (manufactured by Kyoeisha Chemical Co., Ltd.).

[0099] In addition, it is also preferable to use, as the polymerizable compound, a trifunctional (meth)acrylate compound such as trimethylolpropane tri(meth)acrylate, trimethylolpropane propyleneoxy-modified tri(meth)acrylate, trimethylolpropane ethyleneoxy-modified tri(meth)acrylate, isocyanuric acid ethyleneoxy-modified tri(meth)acrylate, or pentaerythritol tri(meth)acrylate. Commercially available trifunctional (meth)acrylate compounds include ARONIX M-309, M-310, M-321, M-350, M-360, M-313, M-315, M-306, M-305, M-303, M-452, and M-450 (manufactured by Toagosei Co., Ltd.), NK Ester A9300, A-GLY-9E, A-GLY-20E, A-TMM-3, A-TMM-3L, A-TMM-3LM-N, A-TMPT, and TMPT (manufactured by Shin-Nakamura Chemical Co., Ltd.), KAYARAD GPO-303, TMPTA, THE-330, TPA-330, and PET-30 (manufactured by Nippon Kayaku Co., Ltd.).

[0100] The polymerizable compound may also be a compound having an acid group. By using a polymerizable compound having an acid group, the polymerizable compound in the unexposed area is easily removed during development of the film formed from the curable composition, and the generation of development residues can be suppressed. Examples of the acid group include a carboxy group, a sulfo group, and a phosphate group, and a carboxy group is preferred. Examples of commercially available polymerizable compounds having an acid group include ARONIX M-510, M-520, and ARONIX TO-2349 (manufactured by Toagosei Co., Ltd.). The preferred acid value of the polymerizable compound having an acid group is 0.1 to 40 mgKOH / g, and more preferably 5 to 30 mgKOH / g. If the acid value of the polymerizable compound is 0.1 mgKOH / g or more, the solubility of the film in the developer is good, and if it is 40 mgKOH / g or less, it is advantageous in terms of production and handling.

[0101] In a preferred embodiment, the polymerizable compound is a compound having a caprolactone structure. Polymerizable compounds having a caprolactone structure are commercially available as the KAYARAD DPCA series from Nippon Kayaku Co., Ltd., and examples thereof include DPCA-20, DPCA-30, DPCA-60, and DPCA-120.

[0102] The polymerizable compound may also be a polymerizable compound having an alkyleneoxy group. The polymerizable compound having an alkyleneoxy group is preferably a polymerizable compound having an ethyleneoxy group and / or a propyleneoxy group, more preferably a polymerizable compound having an ethyleneoxy group, and even more preferably a trifunctional to hexafunctional (meth)acrylate compound having 4 to 20 ethyleneoxy groups. Commercially available polymerizable compounds having an alkyleneoxy group include, for example, SR-494, a tetrafunctional (meth)acrylate having four ethyleneoxy groups manufactured by Sartomer, and KAYARAD TPA-330, a trifunctional (meth)acrylate having three isobutyleneoxy groups.

[0103] The polymerizable compound may also be a polymerizable compound having a fluorene skeleton. Commercially available polymerizable compounds having a fluorene skeleton include OGSOL EA-0200 and EA-0300 (manufactured by Osaka Gas Chemicals Co., Ltd., (meth)acrylate monomers having a fluorene skeleton).

[0104] It is also preferable to use a polymerizable compound that does not substantially contain environmentally regulated substances such as toluene. Examples of commercially available products of such compounds include KAYARAD DPHA LT and KAYARAD DPEA-12 LT (manufactured by Nippon Kayaku Co., Ltd.).

[0105] As the polymerizable compound, urethane acrylates as described in JP-B-48-041708, JP-A-51-037193, JP-B-02-032293, and JP-B-02-016765, and urethane compounds having an ethylene oxide skeleton as described in JP-B-58-049860, JP-B-56-017654, JP-B-62-039417, and JP-B-62-039418 are also suitable. In addition, it is also preferable to use polymerizable compounds having an amino structure or a sulfide structure in the molecule as described in JP-A-63-277653, JP-A-63-260909, and JP-A-01-105238. In addition, commercially available products such as UA-7200 (manufactured by Shin-Nakamura Chemical Co., Ltd.), DPHA-40H (manufactured by Nippon Kayaku Co., Ltd.), UA-306H, UA-306T, UA-306I, AH-600, T-600, AI-600, and LINC-202UA (manufactured by Kyoeisha Chemical Co., Ltd.) can also be used as the polymerizable compound.

[0106] The content of the polymerizable compound in the total solid content of the curable composition is preferably 0.1 to 50% by mass. The lower limit is more preferably 0.5% by mass or more, and even more preferably 1% by mass or more. The upper limit is more preferably 45% by mass or less, and even more preferably 40% by mass or less. The polymerizable compound may be used alone or in combination of two or more kinds. When two or more kinds are used in combination, the total of them is preferably within the above range.

[0107] <Photopolymerization initiator> The curable composition of the present invention preferably contains a photopolymerization initiator. The photopolymerization initiator is not particularly limited and can be appropriately selected from known photopolymerization initiators. For example, a compound having photosensitivity to light rays in the ultraviolet to visible regions is preferred. The photopolymerization initiator is preferably a photoradical polymerization initiator.

[0108] Examples of the photopolymerization initiator include halogenated hydrocarbon derivatives (e.g., compounds having a triazine skeleton, compounds having an oxadiazole skeleton, etc.), acylphosphine compounds, hexaarylbiimidazole, oxime compounds, organic peroxides, thio compounds, ketone compounds, aromatic onium salts, α-hydroxyketone compounds, and α-aminoketone compounds. From the viewpoint of exposure sensitivity, the photopolymerization initiator is preferably a trihalomethyltriazine compound, a benzyl dimethyl ketal compound, an α-hydroxyketone compound, an α-aminoketone compound, an acylphosphine compound, a phosphine oxide compound, a metallocene compound, an oxime compound, a triaryl imidazole dimer, an onium compound, a benzothiazole compound, a benzophenone compound, an acetophenone compound, a cyclopentadiene-benzene-iron complex, a halomethyloxadiazole compound, and a 3-aryl substituted coumarin compound, more preferably a compound selected from the group consisting of an oxime compound, an α-hydroxyketone compound, an α-aminoketone compound, and an acylphosphine compound, and from the viewpoint of easily obtaining the effects of the present invention, it is even more preferable to be an oxime compound. For the photopolymerization initiator, the descriptions in paragraphs 0065 to 0111 of JP 2014-130173 A and Japanese Patent No. 6301489 A can be referred to, and the contents thereof are incorporated herein.

[0109] Commercially available α-hydroxyketone compounds include IRGACURE-184, DAROCUR-1173, IRGACURE-500, IRGACURE-2959, and IRGACURE-127 (all manufactured by BASF). Commercially available α-aminoketone compounds include IRGACURE-907, IRGACURE-369, IRGACURE-379, and IRGACURE-379EG (all manufactured by BASF). Commercially available acylphosphine compounds include IRGACURE-819 and DAROCUR-TPO (all manufactured by BASF).

[0110] Examples of the oxime compound include compounds described in JP-A-2001-233842, compounds described in JP-A-2000-080068, compounds described in JP-A-2006-342166, compounds described in J.C.S. Perkin II (1979, pp. 1653-1660), compounds described in J.C.S. Perkin II (1979, pp. 156-162), compounds described in Journal of Photopolymer Science and Technology (1995, pp. 202-232), compounds described in JP 2000-066385 A, compounds described in JP 2000-080068 A, compounds described in JP-T-2004-534797 A, compounds described in JP 2006-342166 A, compounds described in JP 2017-019766 A, compounds described in Japanese Patent No. 6065596, compounds described in WO 2015 / 152153, compounds described in WO 2017 / 051680, compounds described in JP 2017-198865 A, compounds described in paragraphs 0025 to 0038 of WO 2017 / 164127, compounds described in WO 2013 / 167515, and the like. Specific examples of the oxime compound include 3-benzoyloxyiminobutan-2-one, 3-acetoxyiminobutan-2-one, 3-propionyloxyiminobutan-2-one, 2-acetoxyiminopentan-3-one, 2-acetoxyimino-1-phenylpropan-1-one, 2-benzoyloxyimino-1-phenylpropan-1-one, 3-(4-toluenesulfonyloxy)iminobutan-2-one, and 2-ethoxycarbonyloxyimino-1-phenylpropan-1-one. Examples of commercially available products include IRGACURE OXE01, IRGACURE OXE02, IRGACURE OXE03, and IRGACURE OXE04 (all manufactured by BASF), TR-PBG-304 (manufactured by Changzhou Strong Electronic New Materials Co., Ltd.), and Adeka Optomer N-1919 (manufactured by ADEKA Corporation, photopolymerization initiator 2 described in JP 2012-014052 A). In addition, it is also preferable to use, as the oxime compound, a compound with low colorability or a compound with high transparency and low discoloration.Commercially available products include ADEKA Arcles NCI-730, NCI-831, and NCI-930 (all manufactured by ADEKA Corporation).

[0111] In the present invention, an oxime compound having a fluorene ring can also be used as a photopolymerization initiator. Specific examples of the oxime compound having a fluorene ring include the compounds described in JP-A-2014-137466, the contents of which are incorporated herein by reference.

[0112] In the present invention, an oxime compound having a fluorine atom can also be used as a photopolymerization initiator.Specific examples of the oxime compound having a fluorine atom include the compounds described in JP-A-2010-262028, compounds 24, 36 to 40 described in JP-T-2014-500852, and compound (C-3) described in JP-A-2013-164471.The contents of these compounds are incorporated herein by reference.

[0113] In the present invention, an oxime compound having a nitro group can be used as a photopolymerization initiator. It is also preferable that the oxime compound having a nitro group is a dimer. Specific examples of the oxime compound having a nitro group include the compounds described in paragraphs 0031 to 0047 of JP 2013-114249 A, paragraphs 0008 to 0012, and 0070 to 0079 of JP 2014-137466 A, the compounds described in paragraphs 0007 to 0025 of Japanese Patent No. 4223071 A, and Adeka Arcles NCI-831 (manufactured by ADEKA Corporation).

[0114] In the present invention, 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 WO 2015 / 036910.

[0115] Specific examples of oxime compounds that can be preferably used in the present invention are shown below, but the present invention is not limited to these.

[0116] [ka] [ka]

[0117] The photopolymerization initiator used in the present invention is preferably a compound having a maximum absorption wavelength in the wavelength range of 350 to 500 nm, and more preferably a compound having a maximum absorption wavelength in the wavelength range of 360 to 480 nm. In addition, the molar absorption coefficient at a wavelength of 365 nm of the photopolymerization initiator used in the present invention is set to 1,000 L mol -1 ·cm -1 It is preferable that the value is 3,000 L·mol or more. -1 ·cm -1 More preferably, it is 5,000 L·mol -1 ·cm -1 More preferably, the maximum value is 100,000 L·mol -1 ·cm -1 The molar absorption coefficient of the photopolymerization initiator can be measured by a known method. For example, it is preferable to measure it with a spectrophotometer (Varian Cary-5 spectrophotometer) using ethyl acetate as a solvent at a concentration of 0.01 g / L.

[0118] As the photopolymerization initiator, a bifunctional or trifunctional or more photoradical polymerization initiator may be used. By using such 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. In addition, when a compound having an asymmetric structure is used, the crystallinity is reduced and the solubility in a solvent or the like is improved, so that precipitation is less likely to occur over time, and the temporal stability of the curable composition can be improved. Specific examples of bifunctional or trifunctional or more photoradical polymerization initiators include dimers of oxime compounds described in JP-T-2010-527339, JP-T-2011-524436, WO-P-2015 / 004565, WO-P-2016-532675, paragraphs 0412 to 0417, and WO-P-2017 / 033680, paragraphs 0039 to 0055, and compounds described in JP-T-2013-522445. Examples of the photoinitiator include the compound (E) and the compound (G), Cmpd1 to 7 described in International Publication No. 2016 / 034963, the oxime ester photoinitiator described in paragraph 0007 of JP-T2017-523465, the photoinitiator described in paragraphs 0020 to 0033 of JP-A2017-167399, and the photopolymerization initiator (A) described in paragraphs 0017 to 0026 of JP-A2017-151342.

[0119] The content of the photopolymerization initiator in the total solid content of the curable composition of the present invention is preferably 0.1 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, and more preferably 15% by mass or less. In the curable composition of the present invention, only one type of photopolymerization initiator may be used, or two or more types may be used. When two or more types are used, the total amount thereof is preferably within the above range.

[0120] <Other resins> The curable composition of the present invention may further contain other resins. In the present invention, the compounds corresponding to the above-mentioned specific resins are not considered to be other resins. The other resins are blended, for example, for dispersing particles such as pigments in the curable composition or for use as binders. However, such uses of the other resins are merely examples, and the other resins can also be used for purposes other than these uses.

[0121] The weight average molecular weight (Mw) of the other resin is preferably 3,000 to 2,000,000. The upper limit is preferably 1,000,000 or less, and more preferably 500,000 or less. The lower limit is preferably 4,000 or more, and more preferably 5,000 or more.

[0122] Other resins include (meth)acrylic resins, enethiol resins, polycarbonate resins, polyether resins, polyarylate resins, polysulfone resins, polyethersulfone resins, polyphenylene resins, polyarylene ether phosphine oxide resins, polyimide resins, polyamideimide resins, polyolefin resins, cyclic olefin resins, polyester resins, and styrene resins. One of these resins may be used alone, or two or more may be mixed and used. In addition, the resins described in paragraphs 0041 to 0060 of JP 2017-206689 A and the resins described in paragraphs 0022 to 0071 of JP 2018-010856 A may also be used.

[0123] [Resin having an acid group] The curable composition of the present invention preferably contains a resin having an acid group as another resin. According to this embodiment, the developability of the curable composition can be improved, and pixels with excellent rectangularity can be easily formed. Examples of the acid group include a carboxy group, a phosphoric acid group, a sulfo group, and a phenolic hydroxy group, and the like, and a carboxy group is preferred. The resin having an acid group can be used, for example, as an alkali-soluble resin.

[0124] The resin having an acid group preferably contains a structural unit having an acid group on a side chain, and more preferably contains 5 to 70 mol% of the structural unit having an acid group on a side chain in all structural units of the resin. The upper limit of the content of the structural unit having an acid group on a side chain is preferably 50 mol% or less, more preferably 30 mol% or less. The lower limit of the content of the structural unit having an acid group on a side chain is preferably 10 mol% or more, more preferably 20 mol% or more. In this specification, when the content of a structural unit is described in terms of mol %, the structural unit is considered to be synonymous with the monomer unit.

[0125] It is also preferable that the resin having an acid group contains a structural unit derived from a monomer component including a compound represented by the following formula (ED1) and / or a compound represented by the following formula (ED2) (hereinafter, these compounds may be referred to as "ether dimers").

[0126] [ka]

[0127] In formula (ED1), R 1 and R 2 each independently represents a hydrogen atom or a hydrocarbon group having 1 to 25 carbon atoms which may have a substituent. [ka] In formula (ED2), R represents a hydrogen atom or an organic group having a carbon number of 1 to 30. For details of formula (ED2), the disclosure of JP-A-2010-168539 can be referred to, the contents of which are incorporated herein by reference.

[0128] Specific examples of ether dimers can be found in, for example, paragraph 0317 of JP2013-029760A, the contents of which are incorporated herein by reference.

[0129] It is also preferable that the resin used in the present invention contains a structural unit derived from a compound represented by the following formula (X). [ka] In formula (X), R1 represents a hydrogen atom or a methyl group, R2 represents an alkylene group having 2 to 10 carbon atoms, R3 represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms which may contain a benzene ring, and n represents an integer of 1 to 15.

[0130] For the resin having an acid group, the description in paragraphs 0558 to 0571 of JP 2012-208494 A (corresponding to paragraphs 0685 to 0700 of U.S. Patent Application Publication No. 2012 / 0235099 A) and the description in paragraphs 0076 to 0099 of JP 2012-198408 A can be referred to, the contents of which are incorporated herein by reference. In addition, a commercially available product can be used as the resin having an acid group.

[0131] The acid value of the resin having an acid group is preferably 30 to 500 mgKOH / g. The lower limit is preferably 50 mgKOH / g or more, more preferably 70 mgKOH / g or more. The upper limit is preferably 400 mgKOH / g or less, more preferably 300 mgKOH / g or less, and even more preferably 200 mgKOH / g or less. The weight average molecular weight (Mw) of the resin having an acid group is preferably 5,000 to 100,000. The number average molecular weight (Mn) of the resin having an acid group is preferably 1,000 to 20,000.

[0132] Examples of resins having an acid group include resins having the following structure: In the following structure, the subscripts in parentheses indicate the content (mol %) of each structural unit. [ka]

[0133] [Dispersant] The curable composition of the present invention may also contain a resin as a dispersant. Examples of dispersants include acidic dispersants (acidic resins) and basic dispersants (basic resins). Here, the acidic dispersant (acidic resin) refers to a resin in which the amount of acid groups is greater than the amount of basic groups. The acidic dispersant (acidic resin) is preferably a resin in which the amount of acid groups is 70 mol% or more when the total amount of the acid groups and the basic groups is 100 mol%, and more preferably a resin substantially composed of only acid groups. The acid group possessed by the acidic dispersant (acidic resin) is preferably a carboxy group. The acid value of the acidic dispersant (acidic resin) is preferably 20 to 180 mgKOH / g, more preferably 30 to 150 mgKOH / g, and even more preferably 50 to 100 mgKOH / g. The basic dispersant (basic resin) refers to a resin in which the amount of basic groups is greater than the amount of acid groups. The basic dispersant (basic resin) is preferably a resin having a basic group content of more than 50 mol % when the total amount of the acid group and the basic group is taken as 100 mol %. The basic group possessed by the basic dispersant is preferably an amino group.

[0134] The resin used as the dispersant preferably contains a structural unit having an acid group. By containing a structural unit having an acid group in the resin used as the dispersant, the generation of development residues can be further suppressed when forming a pattern by a photolithography method.

[0135] The resin used as the dispersant is preferably a graft resin. For details of the graft resin, refer to paragraphs 0025 to 0094 of JP2012-255128A, the contents of which are incorporated herein by reference.

[0136] The resin used as the dispersant is preferably a polyimine-based dispersant containing nitrogen atoms in at least one of the main chain and the side chain. The polyimine-based dispersant is preferably a resin having a main chain with a partial structure having a functional group with a pKa of 14 or less, a side chain with 40 to 10,000 atoms, and having a basic nitrogen atom in at least one of the main chain and the side chain. There is no particular limitation on the basic nitrogen atom as long as it is a nitrogen atom that exhibits basicity. For the polyimine-based dispersant, the description in paragraphs 0102 to 0166 of JP 2012-255128 A can be referred to, and the contents thereof are incorporated herein.

[0137] The resin used as the dispersant is preferably a resin having a structure in which a plurality of polymer chains are bonded to a core portion. Examples of such resins include dendrimers (including star-shaped polymers). Specific examples of dendrimers include polymer compounds C-1 to C-31 described in paragraphs 0196 to 0209 of JP2013-043962A.

[0138] Furthermore, the above-mentioned resin having an acid group (alkali-soluble resin) can also be used as a dispersant.

[0139] The resin used as the dispersant is also preferably a resin containing a structural unit having an ethylenically unsaturated group in a side chain. The content of the structural unit having an ethylenically unsaturated group in a side chain is preferably 10 mol % or more, more preferably 10 to 80 mol %, and even more preferably 20 to 70 mol %, of all structural units of the resin.

[0140] Dispersants are also available as commercially available products, and specific examples thereof include the DISPERBYK series (e.g., DISPERBYK-111, 161, etc.) manufactured by BYKChemie and the Solsperse series (e.g., Solsperse 76500, etc.) manufactured by Lubrizol Japan Co., Ltd. In addition, pigment dispersants described in paragraphs 0041 to 0130 of JP-A-2014-130338 can also be used, the contents of which are incorporated herein. The resins described as dispersants above can also be used for purposes other than dispersants. For example, they can also be used as binders.

[0141] -Resin having a curable group- The dispersant used in the present invention also preferably includes a resin having a curable group. The curable group in the dispersant is preferably an ethylenically unsaturated group, more preferably at least one selected from the group consisting of a vinyl group, a vinylphenyl group, an allyl group, a (meth)acryloyl group, a (meth)acrylamide group, and a maleimide group, further preferably a (meth)acryloyl group, and particularly preferably an acryloyl group. Furthermore, the resin having a curable group preferably has the curable group on a side chain, and more preferably has the curable group on a molecular terminal of the side chain. The weight average molecular weight of the dispersant is preferably 10,000 to 100,000. The resin having a curable group may be a resin containing a structural unit represented by the above formula (D1). A resin containing a structural unit represented by the above formula (D1), and at least one selected from the group consisting of a structural unit represented by the above formula (D4) and a structural unit represented by the above formula (D5) is preferred, and a resin containing a structural unit represented by the above formula (D1), a structural unit represented by the above formula (D4), and a structural unit represented by the above formula (D5) is more preferred. The resin having the curable group is a resin that does not satisfy either of the above-mentioned conditions 1 and 2.

[0142] [Content] When the curable composition of the present invention contains other resins, the content of the other resins in the total solid content of the curable composition is preferably 0.5 to 50 mass%. The lower limit is preferably 1 mass% or more, more preferably 2 mass% or more. The upper limit is preferably 40 mass% or less, more preferably 35 mass% or less, and even more preferably 30 mass% or less. In addition, the content of the resin having an acid group in the total solid content of the curable composition is preferably 0.5 to 50 mass%. The lower limit is preferably 1 mass% or more, more preferably 2 mass% or more. The upper limit is preferably 40 mass% or less, more preferably 35 mass% or less, and even more preferably 30 mass% or less.

[0143] <Compounds having a cyclic ether group> The curable composition of the present invention may contain a compound having a cyclic ether group. Examples of the cyclic ether group include an epoxy group and an oxetanyl group. The compound having a cyclic ether group is preferably a compound having an epoxy group. Examples of the compound having an epoxy group include a compound having one or more epoxy groups in one molecule, and a compound having two or more epoxy groups is preferred. The epoxy group is preferably 1 to 100 in one molecule. The upper limit of the number of epoxy groups can be, for example, 10 or less, or 5 or less. The lower limit of the number of epoxy groups is preferably 2 or more. As the compound having an epoxy group, the compounds described in paragraphs 0034 to 0036 of JP 2013-011869 A, paragraphs 0147 to 0156 of JP 2014-043556 A, paragraphs 0085 to 0092 of JP 2014-089408 A, and the compounds described in JP 2017-179172 A can also be used. The contents of these are incorporated herein by reference.

[0144] The compound having an epoxy group may be either a low molecular weight compound (for example, a molecular weight less than 2000, or even 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). The weight average molecular weight of the compound having an epoxy group is preferably 200 to 100,000, and more preferably 500 to 50,000. The upper limit of the weight average molecular weight is preferably 10,000 or less, more preferably 5,000 or less, and even more preferably 3,000 or less.

[0145] As the compound having an epoxy group, an epoxy resin can be preferably used. Examples of the epoxy resin include an epoxy resin which is a glycidyl ether of a phenolic compound, an epoxy resin which is a glycidyl ether of various novolac resins, an alicyclic epoxy resin, an aliphatic epoxy resin, a heterocyclic epoxy resin, a glycidyl ester epoxy resin, a glycidyl amine epoxy resin, an epoxy resin obtained by glycidylating halogenated phenols, a condensate of a silicon compound having an epoxy group and another silicon compound, a copolymer of a polymerizable unsaturated compound having an epoxy group and another polymerizable unsaturated compound, and the like. The epoxy equivalent of the epoxy resin is preferably 310 to 3,300 g / eq, more preferably 310 to 1,700 g / eq, and even more preferably 310 to 1,000 g / eq.

[0146] Examples of commercially available compounds having a cyclic ether group include EHPE3150 (manufactured by Daicel Corporation), EPICLON N-695 (manufactured by DIC Corporation), Marproof G-0150M, G-0105SA, G-0130SP, G-0250SP, G-1005S, G-1005SA, G-1010S, G-2050M, G-01100, and G-01758 (all manufactured by NOF Corporation, epoxy group-containing polymers).

[0147] When the curable composition of the present invention contains a compound having a cyclic ether group, the content of the compound having a cyclic ether group in the total solid content of the curable composition is preferably 0.1 to 20% by mass. The lower limit is, for example, preferably 0.5% by mass or more, and more preferably 1% by mass or more. The upper limit is, for example, preferably 15% by mass or less, and more preferably 10% by mass or less. The compound having a cyclic ether group may be one type or two or more types. In the case of two or more types, the total amount thereof is preferably within the above range.

[0148] <Silane coupling agent> The curable composition of the present invention may contain a silane coupling agent. According to this embodiment, the adhesion of the obtained film to the support can be further improved. In the present invention, the silane coupling agent means a silane compound having a hydrolyzable group and a functional group other than the hydrolyzable group. The hydrolyzable group refers to a substituent that is directly bonded to a silicon atom and can generate 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, and an acyloxy group, and an alkoxy group is preferable. That is, the silane coupling agent is preferably a compound having an alkoxysilyl group. Examples of functional groups 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, an isocyanate group, and a phenyl group, and an amino group, a (meth)acryloyl group, and an epoxy group are preferable. Specific examples of the silane coupling agent include the compounds described in paragraphs 0018 to 0036 of JP-A No. 2009-288703 and the compounds described in paragraphs 0056 to 0066 of JP-A No. 2009-242604, the contents of which are incorporated herein by reference.

[0149] The content of the silane coupling agent in the total solid content of the curable composition is preferably 0.1 to 5 mass%. The upper limit is preferably 3 mass% or less, more preferably 2 mass% or less. The lower limit is preferably 0.5 mass% or more, more preferably 1 mass% or more. The silane coupling agent may be one type or two or more types. In the case of two or more types, the total amount is preferably within the above range.

[0150] <Solvent> The curable composition of the present invention may contain a solvent. Examples of the solvent include organic solvents. Basically, the solvent is not particularly limited as long as it satisfies the solubility of each component and the coatability of the curable composition. Examples of the organic solvent include ester-based solvents, ketone-based solvents, alcohol-based solvents, amide-based solvents, ether-based solvents, and hydrocarbon-based solvents. For details of these, reference can be made to paragraph number 0223 of International Publication No. 2015 / 166779, the contents of which are incorporated herein by reference. In addition, ester-based solvents substituted with a cyclic alkyl group and ketone-based solvents substituted with a cyclic alkyl group may also be preferably used. Specific examples of organic solvents include polyethylene glycol monomethyl ether, dichloromethane, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, 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, etc. However, aromatic hydrocarbons (benzene, toluene, xylene, ethylbenzene, etc.) as solvents may be reduced for environmental reasons (for example, the amount of the total organic solvent may be 50 mass ppm (parts per million) or less, 10 mass ppm or less, or 1 mass ppm or less).

[0151] In the present invention, it is preferable to use a solvent with a low metal content, and the metal content of the solvent is preferably 10 mass ppb (parts per billion) or less. If necessary, a solvent with a mass ppt (parts per trillion) level may be used, and such a high purity solvent is provided, for example, by Toyo Gosei Co., Ltd. (The Chemical Daily, November 13, 2015).

[0152] Methods for removing impurities such as metals from a solvent include, for example, distillation (molecular distillation, thin film distillation, etc.) and filtration using a filter. The filter used for filtration has a filter pore size of preferably 10 μm or less, more preferably 5 μm or less, and even more preferably 3 μm or less. The filter material is preferably polytetrafluoroethylene, polyethylene, or nylon.

[0153] The solvent may contain isomers (compounds with the same number of atoms but different structures). In addition, the solvent may contain only one type of isomer or multiple types of isomers.

[0154] In the present invention, the content of peroxide in the organic solvent is preferably 0.8 mmol / L or less, and more preferably contains substantially no peroxide.

[0155] The content of the solvent in the curable composition is preferably from 10 to 95% by mass, more preferably from 20 to 90% by mass, and further preferably from 30 to 90% by mass.

[0156] In addition, the curable composition of the present invention preferably does not substantially contain environmentally regulated substances from the viewpoint of environmental regulations. In the present invention, "substantially does not contain environmentally regulated substances" means that the content of the environmentally regulated substances in the curable composition is 50 mass ppm or less, preferably 30 mass ppm or less, more preferably 10 mass ppm or less, and particularly preferably 1 mass ppm or less. Examples of the environmentally regulated substances include benzene; alkylbenzenes such as toluene and xylene; and halogenated benzenes such as chlorobenzene. These substances are registered as environmentally regulated substances under the REACH (Registration Evaluation Authorization and Restriction of CHemicals) regulations, the PRTR (Pollutant Release and Transfer Register) Act, and the VOC (Volatile Organic Compounds) regulations, and their usage and handling methods are strictly regulated. These compounds may be used as solvents when producing each component used in the curable composition of the present invention, and may be mixed into the curable composition as a residual solvent. From the viewpoint of human safety and environmental consideration, it is preferable to reduce these substances as much as possible. A method for reducing the environmentally regulated substances includes a method of heating or reducing the pressure in the system to a temperature equal to or higher than the boiling point of the environmentally regulated substances, and distilling off the environmentally regulated substances from the system. In addition, when a small amount of the environmentally regulated substances is distilled off, it is also useful to perform azeotropy with a solvent having a boiling point equivalent to that of the corresponding solvent in order to increase efficiency. In addition, when a compound having radical polymerizability is contained, a polymerization inhibitor or the like may be added and distilled off under reduced pressure in order to suppress crosslinking between molecules caused by the progress of radical polymerization reaction during distillation under reduced pressure. These distillation methods are possible at any stage, that is, at the stage of the raw materials, at the stage of the product obtained by reacting the raw materials (for example, a resin solution or a polyfunctional monomer solution after polymerization), or at the stage of the curable composition prepared by mixing these compounds.

[0157] <Polymerization inhibitor> The curable composition of the present invention may contain a polymerization inhibitor. Examples of the polymerization inhibitor include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, tert-butylcatechol, benzoquinone, 4,4'-thiobis(3-methyl-6-tert-butylphenol), 2,2'-methylenebis(4-methyl-6-t-butylphenol), and N-nitrosophenylhydroxylamine salts (ammonium salts, cerous salts, etc.). Among these, p-methoxyphenol is preferred. The content of the polymerization inhibitor in the total solid content of the curable composition is preferably 0.0001 to 5 mass%.

[0158] <Surfactant> The curable composition of the present invention may contain a surfactant. As the surfactant, various surfactants such as fluorine-based surfactants, nonionic surfactants, cationic surfactants, anionic surfactants, and silicone surfactants may be used. For details of the surfactant, refer to paragraphs 0238 to 0245 of International Publication No. 2015 / 166779, the contents of which are incorporated herein by reference.

[0159] In the present invention, the surfactant is preferably a fluorosurfactant. By including a fluorosurfactant in the curable composition, the liquid properties (particularly, fluidity) can be further improved, and the liquid saving can be further improved. In addition, a film with less unevenness in thickness can be formed.

[0160] The fluorine content in the fluorosurfactant is preferably 3 to 40 mass%, more preferably 5 to 30 mass%, and particularly preferably 7 to 25 mass%. A fluorosurfactant having a fluorine content within this range is effective in terms of uniformity of the coating film thickness and liquid saving properties, and also has good solubility in the curable composition.

[0161] Examples of fluorine-based surfactants include those described in JP2014-041318A, paragraphs 0060 to 0064 (corresponding to WO2014 / 017669, paragraphs 0060 to 0064) and those described in JP2011-132503A, paragraphs 0117 to 0132, the contents of which are incorporated herein by reference. Commercially available fluorine-based surfactants include, for example, Megafac F171, F172, F173, F176, F177, F141, F142, F143, F144, R30, F437, F475, F479, F482, F554, F780, EXP, and MFS-330 (all manufactured by DIC Corporation), Fluorad FC430, FC431, and FC171 (all manufactured by Sumitomo 3M Limited), Surflon S-382, SC-101, SC-103, SC-104, SC-105, SC-1068, SC-381, SC-383, S-393, and KH-40 (all manufactured by Asahi Glass Co., Ltd.), and PolyFox. Examples include PF636, PF656, PF6320, PF6520, and PF7002 (all manufactured by OMNOVA).

[0162] In addition, the fluorosurfactant may be an acrylic compound that has a molecular structure with a functional group containing a fluorine atom, and when heat is applied, the functional group containing the fluorine atom is cut and the fluorine atom is volatilized. Examples of such fluorosurfactants include the Megafac DS series manufactured by DIC Corporation (The Chemical Daily, February 22, 2016) (The Nikkei Business Daily, February 23, 2016), such as Megafac DS-21.

[0163] In addition, it is also preferable to use a polymer of a fluorine atom-containing vinyl ether compound having a fluorinated alkyl group or a fluorinated alkylene ether group and a hydrophilic vinyl ether compound as the fluorine-based surfactant. For such a fluorine-based surfactant, the description in JP 2016-216602 A can be referred to, and the contents of this specification are incorporated herein.

[0164] As the fluorosurfactant, a block polymer can also be used. For example, the compounds described in JP 2011-089090 A can be mentioned. As the fluorosurfactant, a fluorine-containing polymer compound containing a constitutional unit derived from a (meth)acrylate compound having a fluorine atom and a constitutional unit derived from a (meth)acrylate compound having two or more (preferably five or more) alkyleneoxy groups (preferably ethyleneoxy groups, propyleneoxy groups) can also be preferably used. The following compounds are also exemplified as the fluorosurfactant used in the present invention. [ka] The weight average molecular weight of the above compound is preferably 3,000 to 50,000, for example, 14,000. In the above compound, % indicating the proportion of the structural units is mol %.

[0165] In addition, the fluorine-based surfactant may be a fluorine-containing polymer having an ethylenically unsaturated group in a side chain. Specific examples include compounds described in paragraphs 0050 to 0090 and 0289 to 0295 of JP 2010-164965 A, such as Megafac RS-101, RS-102, RS-718K, and RS-72-K manufactured by DIC Corporation. The fluorine-based surfactant may be compounds described in paragraphs 0015 to 0158 of JP 2015-117327 A.

[0166] Examples of nonionic surfactants include glycerol, trimethylolpropane, trimethylolethane, and their ethoxylates and propoxylates (e.g., glycerol propoxylate, glycerol ethoxylate, etc.), polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene oleyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene nonylphenyl ether, polyethylene glycol dilaurate, polyethylene glycol distearate, and sorbitan fat. Examples of the fatty acid ester include Pluronic L10, L31, L61, L62, 10R5, 17R2, and 25R2 (manufactured by BASF), Tetronic 304, 701, 704, 901, 904, and 150R1 (manufactured by BASF), Solsperse 20000 (manufactured by Lubrizol Japan Co., Ltd.), NCW-101, NCW-1001, and NCW-1002 (manufactured by Wako Pure Chemical Industries, Ltd.), Paionin D-6112, D-6112-W, and D-6315 (manufactured by Takemoto Oil Co., Ltd.), Olfin E1010, and Surfynol 104, 400, and 440 (manufactured by Nissin Chemical Industry Co., Ltd.).

[0167] Examples of silicone surfactants include Toray Silicone DC3PA, Toray Silicone SH7PA, Toray Silicone DC11PA, Toray Silicone SH21PA, Toray Silicone SH28PA, Toray Silicone SH29PA, Toray Silicone SH30PA, Toray Silicone SH8400 (all manufactured by Toray Dow Corning Co., Ltd.), TSF-4440, TSF-4300, TSF-4445, TSF-4460, TSF-4452 (all manufactured by Momentive Performance Materials, Inc.), KP-341, KF-6001, KF-6002 (all manufactured by Shin-Etsu Silicone Co., Ltd.), BYK307, BYK323, BYK330 (all manufactured by BYK-Chemie).

[0168] 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 one type or two or more types. In the case of two or more types, the total amount is preferably within the above range.

[0169] <Other colorants> The curable composition of the present invention may contain a colorant other than the above-mentioned pigment. Examples of the other colorant include a dye. 〔dye〕 The dye is not particularly limited, and known dyes can be used. The dye may be a chromatic dye or a near infrared absorbing dye. Examples of chromatic dyes include pyrazole azo compounds, anilino azo compounds, triarylmethane compounds, anthraquinone compounds, anthrapyridone compounds, benzylidene compounds, oxonol compounds, pyrazolotriazole azo compounds, pyridone azo compounds, cyanine compounds, phenothiazine compounds, pyrrolopyrazole azomethine compounds, xanthene compounds, phthalocyanine compounds, benzopyran compounds, indigo compounds, and pyrromethene compounds. In addition, thiazole compounds described in JP-A-2012-158649, azo compounds described in JP-A-2011-184493, and azo compounds described in JP-A-2011-145540 can also be used. In addition, as the yellow dye, the quinophthalone compounds described in JP-A-2013-054339, paragraphs 0011 to 0034, and the quinophthalone compounds described in JP-A-2014-026228, paragraphs 0013 to 0058, etc. can also be used. Examples of the near-infrared absorbing dye include pyrrolopyrrole compounds, rylene compounds, oxonol compounds, squarylium compounds, cyanine compounds, croconium compounds, phthalocyanine compounds, naphthalocyanine compounds, pyrylium compounds, azulenium compounds, indigo compounds, and pyrromethene compounds.Further, squarylium compounds described in JP 2017-197437 A, squarylium compounds described in paragraphs 0090 to 0107 of WO 2017 / 213047 A, pyrrole ring-containing compounds described in paragraphs 0019 to 0075 of JP 2018-054760 A, pyrrole ring-containing compounds described in paragraphs 0078 to 0082 of JP 2018-040955 A, pyrrole ring-containing compounds described in paragraphs 0043 to 0069 of JP 2018-002773 A, squarylium compounds having an aromatic ring at the amide α-position described in paragraphs 0024 to 0086 of JP 2018-041047 A compounds, amide-linked squarylium compounds described in JP 2017-179131 A, compounds having a pyrrole bis-type squarylium skeleton or a croconium skeleton described in JP 2017-141215 A, dihydrocarbazole bis-type squarylium compounds described in JP 2017-082029 A, asymmetric compounds described in paragraphs 0027 to 0114 of JP 2017-068120 A, pyrrole ring-containing compounds (carbazole type) described in JP 2017-067963 A, and phthalocyanine compounds described in Japanese Patent No. 6251530 can also be used.

[0170] The curable composition of the present invention may also contain a dye multimer as another colorant. The dye multimer is preferably a dye dissolved in a solvent for use, but may form particles, and when the dye multimer is a particle, it is usually used in a state of being dispersed in a solvent. The dye multimer in a particle state can be obtained, for example, by emulsion polymerization, and specific examples include the compounds and manufacturing 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 can be 100 or less. The multiple dye structures in one molecule may be 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, and even more preferably 20,000 or less. As the dye multimer, compounds described in JP-A-2011-213925, JP-A-2013-041097, JP-A-2015-028144, JP-A-2015-030742, WO 2016 / 031442, and the like can also be used.

[0171] When the curable composition contains another colorant, the content of the other colorant 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. There is no particular upper limit, but it is preferably 70% by mass or less, more preferably 65% ​​by mass or less, and even more preferably 60% by mass or less. The content of the other colorant is preferably 5 to 50 parts by mass relative 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. In addition, the curable composition of the present invention may be substantially free of other colorants. When the curable composition of the present invention is substantially free of other colorants, the content of the other colorants in the total solid content of the curable composition of the present invention is preferably 0.1 mass% or less, more preferably 0.05 mass% or less, and particularly preferably free of other colorants.

[0172] <Ultraviolet absorbing agent> The curable composition of the present invention may contain an ultraviolet absorber. As the 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 indole compound, a triazine compound, or the like may be used. For details, the descriptions in paragraphs 0052 to 0072 of JP 2012-208374 A, paragraphs 0317 to 0334 of JP 2013-068814 A, and paragraphs 0061 to 0080 of JP 2016-162946 A may be referred to, and the contents of these may be incorporated herein. Specific examples of ultraviolet absorbers include compounds having the following structures. Commercially available ultraviolet absorbers include, for example, UV-503 (manufactured by Daito Chemical Co., Ltd.). Further, examples of benzotriazole compounds include the MYUA series manufactured by Miyoshi Oil & Fat (The Chemical Daily, February 1, 2016). [ka]

[0173] The content of the ultraviolet absorbent in the total solid content of the curable composition is preferably 0.01 to 10 mass%, more preferably 0.01 to 5 mass%. In the present invention, only one type of ultraviolet absorbent may be used, or two or more types may be used. When two or more types are used, the total amount is preferably within the above range.

[0174] <Antioxidants> The curable composition of the present invention may contain an antioxidant. Examples of the antioxidant include phenolic compounds, phosphite compounds, and thioether compounds. As the phenolic compound, any phenolic compound known as a phenolic antioxidant may be used. Examples of preferred phenolic compounds include hindered phenolic compounds. Compounds having a substituent at the site (ortho position) adjacent to the phenolic hydroxy group are preferred. As the aforementioned substituent, a substituted or unsubstituted alkyl group having 1 to 22 carbon atoms is preferred. In addition, as the antioxidant, a compound having a phenolic group and a phosphite group in the same molecule is also preferred. As the antioxidant, a phosphorus-based antioxidant may also be suitably used. Examples of phosphorus-based antioxidants include tris[2-[[2,4,8,10-tetrakis(1,1-dimethylethyl)dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl]oxy]ethyl]amine, tris[2-[(4,6,9,11-tetra-tert-butyldibenzo[d,f][1,3,2]dioxaphosphepin-2-yl)oxy]ethyl]amine, and ethyl bis(2,4-di-tert-butyl-6-methylphenyl)phosphite. Examples of commercially available antioxidants include ADK STAB AO-20, ADK STAB AO-30, ADK STAB AO-40, ADK STAB AO-50, ADK STAB AO-50F, ADK STAB AO-60, ADK STAB AO-60G, ADK STAB AO-80, and ADK STAB AO-330 (all manufactured by ADEKA CORPORATION).

[0175] The content of the antioxidant in the total solid content of the curable composition is preferably 0.01 to 20 mass%, more preferably 0.3 to 15 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 within the above range.

[0176] <Oxidizing agent> The curable composition of the present invention may contain an oxidizing agent. The oxidizing agent may include compounds that also act as polymerization inhibitors as described above. Examples of the oxidizing agent include quinone compounds and quinodimethane compounds. Examples of the quinone compounds that can be used include benzoquinone, naphthoquinone, anthraquinone, chloranil, and dichlorodicyanobenzoquinone (DDQ). Examples of the quinodimethane compounds that can be used include 7,7,8,8-tetracyanoquinodimethane (TCNQ), 2-fluoro-7,7,8,8-tetracyanoquinodimethane (FTCNQ), 2,5-difluoro-7,7,8,8-tetracyanoquinodimethane (F2TCNQ), and tetrafluorotetracyanoquinodimethane (F4TCNQ). The oxidizing agent preferably has a lower lowest unoccupied molecular orbital (LUMO) than the pigment or dye it contains. The LUMO of the oxidizing agent is preferably −3.5 eV or less, more preferably −3.8 eV or less, and most preferably −4.0 eV or less. The content of the oxidizing agent in the total solid content of the curable composition is preferably 0.0001 to 10 mass%, more preferably 0.0005 to 5 mass%, and most preferably 0.001 to 1 mass%. Only one type of oxidizing agent may be used, or two or more types may be used. When two or more types are used, the total amount is preferably within the above range.

[0177] <Other ingredients> The curable composition of the present invention may contain, as necessary, a sensitizer, a curing accelerator, a filler, a heat curing accelerator, a plasticizer, and other auxiliaries (for example, conductive particles, a filler, an antifoaming agent, a flame retardant, a leveling agent, a peeling accelerator, a fragrance, a surface tension modifier, a chain transfer agent, etc.). By appropriately incorporating these components, it is possible to adjust properties such as film properties. For these components, for example, the description in paragraphs 0183 and after of JP-A-2012-003225 (corresponding to paragraph 0237 of US Patent Application Publication No. 2013 / 0034812) and the description in paragraphs 0101-0104, 0107-0109, etc. of JP-A-2008-250074 can be referred to, and the contents of these are incorporated herein. In addition, the curable composition of the present invention may contain, as necessary, a latent antioxidant. Examples of the latent antioxidant include compounds in which the site functioning as an antioxidant is protected by a protecting group, and the protecting group is removed by heating at 100 to 250° C. or at 80 to 200° C. in the presence of an acid / base catalyst, thereby functioning 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 No. 2017-008219. Examples of commercially available latent antioxidants include ADEKA ARCLES GPA-5001 (manufactured by ADEKA Corporation).

[0178] The curable composition of the present invention may contain a metal oxide to adjust the refractive index of the resulting film. Examples of the metal oxide include TiO2, ZrO2, Al2O3, and SiO2. The primary particle size of the metal oxide is preferably 1 to 100 nm, more preferably 3 to 70 nm, and even more preferably 5 to 50 nm. The metal oxide may have a core-shell structure. In this case, the core may be hollow.

[0179] The curable composition of the present invention may also contain a light resistance improver. Examples of the light resistance improver include the compounds described in paragraphs 0036 to 0037 of JP-A-2017-198787, the compounds described in paragraphs 0029 to 0034 of JP-A-2017-146350, the compounds described in paragraphs 0036 to 0037 and 0049 to 0052 of JP-A-2017-129774, the compounds described in paragraphs 0031 to 0034 and 0058 to 0059 of JP-A-2017-129674, the compounds described in paragraphs 0036 to 0037 and 0051 to 0054 of JP-A-2017-122803, the compounds described in paragraphs 0025 to 0039 of WO 2017 / 164127, and the compounds described in paragraphs 0025 to 0039 of JP-A-2017-186546. JP-A-2015-025116, JP-A-2012-145604, JP-A-2012-103475, JP-A-2012-103475, JP-A-2012-103475, JP-A-2011-257591, JP-A-2011-257591, JP-A-2011-191483, JP-A-2011-145668, JP-A-2011-145668, JP-A-2011-253174 ...7591, JP-A-2011-257591, JP-A-2011-253174, JP-A-2011-253174, JP-A-2011-253174, JP-A-2011-253174, JP-A-2011-253174,

[0180] The viscosity (25°C) of the curable composition of the present invention is preferably 1 to 100 mPa·s, for example, when forming a film by coating. The lower limit is more preferably 0.1 mPa·s or more, and even more preferably 0.2 mPa·s or more. The upper limit is more preferably 10 mPa·s or less, even more preferably 5 mPa·s or less, and particularly preferably 3 mPa·s or less.

[0181] In the curable composition of the present invention, the content of free metals not bonded or coordinated to pigments or the like is preferably 100 ppm or less, more preferably 50 ppm or less, even more preferably 10 ppm or less, and particularly preferably substantially free. In this specification, ppm is based on mass. According to this embodiment, effects such as stabilization of pigment dispersibility (suppression of aggregation), improvement of spectral characteristics due to improved dispersibility, stabilization of curable components, suppression of conductivity fluctuation due to elution of metal atoms and metal ions, and improvement of display characteristics can be expected. In addition, the effects described in JP 2012-153796 A, JP 2000-345085 A, JP 2005-200560 A, JP 08-043620 A, JP 2004-145078 A, JP 2014-119487 A, JP 2010-083997 A, JP 2017-090930 A, JP 2018-025612 A, JP 2018-025797 A, JP 2017-155228 A, JP 2018-036521 A, and the like can also be obtained. The above-mentioned free metals include Na, K, Ca, Sc, Ti, Mn, Cu, Zn, Fe, Cr, Co, Mg, Al, Sn, Zr, Ga, Ge, Ag, Au, Pt, Cs, Ni, Cd, Pb, Bi, etc. In addition, the content of free halogens not bonded or coordinated with pigments, etc. in the curable composition of the present invention is preferably 100 ppm or less, more preferably 50 ppm or less, even more preferably 10 ppm or less, and particularly preferably substantially free. Examples of halogens include F, Cl, Br, I, and anions thereof. Methods for reducing free metals and halogens in the curable composition include washing with ion-exchanged water, filtration, ultrafiltration, purification with ion-exchange resin, etc.

[0182] It is also preferred that the curable compositions of the present invention are substantially free of terephthalic acid esters.

[0183] <Containment Container> The container for storing the curable composition of the present invention is not particularly limited, and a known container can be used. In addition, it is also preferable to use a multi-layer bottle whose inner wall is made of six types of six-layer resin or a bottle with a seven-layer structure made of six types of resin as the container, in order to suppress impurities from being mixed into the raw materials or the curable composition. Examples of such containers include the container described in JP-A-2015-123351. In addition, as a container for storing the curable composition of the present invention or the composition used for producing an image sensor, it is also preferable that the inner wall of the container is made of glass, stainless steel, or the like, for the purposes of preventing metal elution from the inner wall of the container, improving the storage stability of the composition, and suppressing deterioration of the components. The storage conditions of the curable composition of the present invention are not particularly limited, and a conventionally known method can be used. In addition, the method described in JP-A-2016-180058 can also be used.

[0184] <Method of preparing curable composition> The curable composition of the present invention can be prepared by mixing the above-mentioned components. When preparing the curable composition, all the components may be simultaneously dissolved and / or dispersed in a solvent to prepare the curable composition, or, if necessary, each component may be appropriately prepared as two or more solutions or dispersions, which are mixed at the time of use (at the time of application) to prepare the curable composition.

[0185] In addition, the preparation of the curable composition preferably includes a process for dispersing the pigment. In the process for dispersing the pigment, mechanical forces used for dispersing the pigment include compression, squeezing, impact, shear, and cavitation. Specific examples of these processes include a bead mill, a sand mill, a roll mill, a ball mill, a paint shaker, a microfluidizer, a high-speed impeller, a sand grinder, a flow jet mixer, high-pressure wet atomization, and ultrasonic dispersion. In addition, in the grinding of the pigment in a sand mill (bead mill), it is preferable to use beads with a small diameter, increase the bead packing rate, and perform the treatment under conditions that increase the grinding efficiency. In addition, it is preferable to remove coarse particles by filtration, centrifugation, or the like after the grinding treatment. In addition, the process and dispersing machine for dispersing the pigment may be suitably used as described in "Dispersion Technology Encyclopedia, published by Joho Kiko Co., Ltd., July 15, 2005" or "Dispersion Technology and Industrial Applications Focused on Suspension (Solid / Liquid Dispersion System) Comprehensive Data Collection, published by Management Development Center Publishing Department, October 10, 1978" and in paragraph number 0022 of JP2015-157893A. In addition, in the process for dispersing the pigment, a salt milling process may be performed to refine the particles. For the materials, equipment, processing conditions, etc. used in the salt milling process, the descriptions in, for example, JP2015-194521A and JP2012-046629A may be referred to.

[0186] In preparing the curable composition, it is preferable to filter the curable composition with a filter for the purpose of removing foreign matter and reducing defects. As the filter, any filter that has been used for filtering purposes can be used without any particular limitation. For example, there are filters using materials such as fluororesins such as polytetrafluoroethylene (PTFE), polyamide resins such as nylon (e.g., nylon-6, nylon-6,6), and polyolefin resins such as polyethylene and polypropylene (PP) (including high-density and ultra-high-molecular-weight polyolefin resins). Among these materials, polypropylene (including high-density polypropylene) and nylon are preferred.

[0187] The pore size of the filter is preferably 0.01 to 7.0 μm, more preferably 0.01 to 3.0 μm, and even more preferably 0.05 to 0.5 μm. When 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 for the pore size value of the filter. Various filters provided by Nippon Pall Corporation (DFA4201NIEY, etc.), Advantech Toyo Co., Ltd., Nippon Integris Co., Ltd. (formerly Nippon Microlith Co., Ltd.), Kitz Microfilter Co., Ltd., etc. can be used.

[0188] It is also preferable to use a fibrous filter medium as the filter. Examples of fibrous filter medium include polypropylene fiber, nylon fiber, glass fiber, etc. Commercially available products include SBP type series (SBP008, etc.), TPR type series (TPR002, TPR005, etc.), and SHPX type series (SHPX003, etc.) manufactured by ROKI TECHNO CO., LTD.

[0189] When using a filter, different filters (for example, a first filter and a second filter, etc.) may be combined. In this case, filtration with each filter may be performed only once or two or more times. Filters having different pore sizes within the above-mentioned range may be combined. Filtration with the first filter may be performed only on the dispersion liquid, and filtration with the second filter may be performed after mixing with other components.

[0190] (film) The film of the present invention is a film formed from the above-mentioned curable composition of the present invention. The film of the present invention is preferably a cured film obtained by curing the curable composition of the present invention. Also, the film of the present invention is preferably a film made of a cured product of the curable composition of the present invention. The film of the present invention can be used as a color filter, a near-infrared transmitting filter, a near-infrared cutting filter, a black matrix, a light-shielding film, a refractive index adjusting film, etc. For example, it can be preferably used as a colored layer of a color filter. The thickness of the film of the present invention can be appropriately adjusted depending on the purpose. For example, the thickness is preferably 20 μm or less, more preferably 10 μm or less, and even more preferably 5 μm or less. The lower limit of the thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

[0191] (Color filter) The color filter of the present invention is a color filter formed from the curable composition of the present invention. The color filter of the present invention preferably has the above-mentioned film of the present invention. When the film of the present invention is used for a color filter, it is preferable to use a chromatic pigment as the pigment. The thickness of the color filter of the present invention is preferably 20 μm or less, more preferably 10 μm or less, and even more preferably 5 μm or less. The lower limit of the thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more. The color filter of the present invention can be used in solid-state imaging devices such as CCDs (charge-coupled devices) and CMOSs ​​(complementary metal-oxide semiconductors), image display devices, etc.

[0192] The color filter of the present invention may also include the film of the present invention and a protective layer. The protective layer and the film of the present invention may be in contact with each other, or may have another layer therebetween, or may have a gap therebetween. By including a protective layer, various functions such as oxygen blocking, low reflection, hydrophilicity / hydrophobicity, and shielding of light of a specific wavelength (ultraviolet rays, near infrared rays, infrared rays, etc.) can be imparted. The thickness of the protective layer is preferably 0.01 to 10 μm, and more preferably 0.1 to 5 μm. Methods for forming the protective layer include a method of forming the protective layer by applying a resin composition dissolved in a solvent, a chemical vapor deposition method, and a method of attaching a molded resin with an adhesive. The components constituting the protective layer include (meth)acrylic resin, ene-thiol resin, polycarbonate resin, polyether resin, polyarylate resin, polysulfone resin, polyethersulfone resin, polyphenylene resin, polyarylene ether phosphine oxide resin, 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 resin, polyacrylonitrile resin, cellulose resin, Si, C, W, Al2O3, Mo, SiO2, Si2N4, etc., and may contain two or more of these components. For example, in the case of a protective layer intended for oxygen blocking, the protective layer preferably contains a polyol resin, SiO2, and Si2N4. In addition, in the case of a protective layer intended for low reflection, the protective layer preferably contains a (meth)acrylic resin and a fluorine resin.

[0193] When the protective layer is formed by applying a resin composition, known methods such as spin coating, casting, screen printing, and inkjet can be used as the method for applying the resin composition. Known solvents (e.g., propylene glycol 1-monomethyl ether 2-acetate, cyclopentanone, ethyl lactate, etc.) can be used as the solvent contained in the resin composition. When the protective layer is formed by chemical vapor deposition, known chemical vapor deposition methods (thermal chemical vapor deposition, plasma chemical vapor deposition, photochemical vapor deposition) can be used as the chemical vapor deposition method.

[0194] The protective layer may contain additives such as organic particles, inorganic particles, absorbents of specific wavelengths (e.g., ultraviolet, near infrared, infrared, etc.), refractive index adjusters, antioxidants, adhesion agents, and surfactants, as necessary. Examples of organic and inorganic particles include polymeric fine particles (e.g., silicone resin fine particles, polystyrene fine particles, melamine resin fine particles), titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, titanium oxynitride, magnesium fluoride, hollow silica, silica, calcium carbonate, and barium sulfate. Known absorbents can be used as absorbents of specific wavelengths. For example, conjugated diene compounds, aminodiene compounds, salicylate compounds, benzophenone compounds, benzotriazole compounds, acrylonitrile compounds, hydroxyphenyltriazine compounds, indole compounds, and triazine compounds can be used as ultraviolet absorbents. For details, refer to paragraphs 0052 to 0072 of JP 2012-208374 A, paragraphs 0317 to 0334 of JP 2013-068814 A, and paragraphs 0061 to 0080 of JP 2016-162946 A, the contents of which are incorporated herein by reference. Examples of infrared absorbing agents that can be used include cyclic tetrapyrrole dyes, oxocarbon dyes, cyanine dyes, quaterrylene dyes, naphthalocyanine dyes, nickel complex dyes, copper ion dyes, iminium dyes, subphthalocyanine dyes, xanthene dyes, azo dyes, dipyrromethene dyes, and pyrrolopyrrole dyes. For details, refer to paragraphs 0020 to 0072 of JP 2018-054760 A, JP 2009-263614 A, and WO 2017 / 146092, the contents of which are incorporated herein by reference. The content of these additives can be appropriately adjusted, but is preferably 0.1 to 70% by mass, more preferably 1 to 60% by mass, based on the total mass of the protective layer.

[0195] In addition, as the protective layer, the protective layers described in paragraphs 0073 to 0092 of JP2017-151176A can also be used.

[0196] <First embodiment of the method for producing a color filter> The method for producing a color filter of the present invention includes a step of applying a curable composition onto a support to form a composition layer (composition layer forming step), a step of exposing the composition layer to light in a pattern (exposure step), and a step of developing and removing the unexposed areas to form a colored pattern (development step). Each step will be described below.

[0197] [Composition layer forming process] In the composition layer forming step, a curable composition layer is formed on a support using the curable composition of the present invention. The support is not particularly limited and can be appropriately selected depending on the application. For example, a glass substrate, a silicon substrate, etc. can be mentioned, and a silicon substrate is preferable. In addition, a charge-coupled device (CCD), a complementary metal oxide semiconductor (CMOS), a transparent conductive film, etc. may be formed on the silicon substrate. In addition, a black matrix that isolates each pixel may be formed on the silicon substrate. In addition, an undercoat layer may be provided on the silicon substrate to improve adhesion with the upper layer, prevent diffusion of substances, or flatten the substrate surface.

[0198] In the step of forming the curable composition layer, the curable composition is applied to a support. The curable composition can be applied by any known method, including, for example, a dropping method (drop casting), a slit coating method, a spray method, a roll coating method, a spin coating method, a casting coating method, a slit and spin method, a pre-wetting method (for example, a method described in JP-A-2009-145395), various printing methods such as ejection printing such as inkjet (for example, on-demand method, piezo method, thermal method) and nozzle jet, flexographic printing, screen printing, gravure printing, reverse offset printing, and metal mask printing, a transfer method using a mold, and a nanoimprint method. The application method by inkjet is not particularly limited, and examples thereof include the method described in "Expanding and Usable Inkjet - Infinite Possibilities Seen in Patents -, published in February 2005, Sumibe Techno Research" (particularly pages 115 to 133), and the methods described in JP 2003-262716 A, JP 2003-185831 A, JP 2003-261827 A, JP 2012-126830 A, JP 2006-169325 A, etc. In addition, for the application method of the curable composition, the descriptions in WO 2017 / 030174 and WO 2017 / 018419 can be referred to, and the contents of these are incorporated herein by reference.

[0199] The curable composition layer formed on the support may be dried (prebaked). When a film is produced by a low-temperature process, prebaking may not be performed. When prebaking is 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, and can also be 80° C. or higher. The prebaking time is preferably 10 to 300 seconds, more preferably 40 to 250 seconds, and even more preferably 80 to 220 seconds. Prebaking can be performed using a hot plate, an oven, or the like.

[0200] [Exposure process] Next, the curable composition layer is exposed to light in a pattern (exposure step). For example, the curable composition layer can be exposed to light in a pattern by using a stepper exposure machine or a scanner exposure machine through a mask having a predetermined mask pattern. This allows the exposed portion to be cured.

[0201] As radiation (light) that can be used for exposure, g-line, i-line, etc. are preferably used. Also, light having a wavelength of 300 nm or less (preferably light having a wavelength of 180 to 300 nm) can be used. Examples of light having a wavelength of 300 nm or less include KrF line (wavelength 248 nm) and ArF line (wavelength 193 nm), and KrF line (wavelength 248 nm) is preferred. Also, a long-wavelength light source of 300 nm or more can be used.

[0202] In addition, during exposure, light may be continuously irradiated or may be irradiated in pulses (pulse exposure). Pulse exposure is an exposure method in which light irradiation and pauses are repeated in a short cycle (for example, millisecond level or less). In the case of pulse exposure, the pulse width is preferably 100 nanoseconds (ns) or less, more preferably 50 nanoseconds or less, and even more preferably 30 nanoseconds or less. There is no particular limit to the lower limit of the pulse width, but it can be 1 femtosecond (fs) or more, and can also be 10 femtoseconds or more. The frequency is preferably 1 kHz or more, more preferably 2 kHz or more, and even more preferably 4 kHz or more. The upper limit of the frequency is preferably 50 kHz or less, more preferably 20 kHz or less, and even more preferably 10 kHz or less. The maximum instantaneous irradiance is 50,000,000 W / m 2 Preferably, it is 100,000,000 W / m or more. 2 More preferably, it is 200,000,000 W / m or more. 2 It is more preferable that the maximum instantaneous illuminance is 1,000,000,000 W / m or more. 2 Preferably, it is less than 800,000,000 W / m 2More preferably, it is 500,000,000 W / m or less. 2 It is more preferable that the pulse width is equal to or less than 1000 s. The pulse width refers to the time during which light is irradiated in a pulse period. The frequency refers to the number of pulse periods per second. The maximum instantaneous irradiance refers to the average irradiance during the time during which light is irradiated in a pulse period. The pulse period refers to a period in which light irradiation and pause in pulse exposure constitute one cycle.

[0203] The irradiation amount (exposure amount) is, for example, 0.03 to 2.5 J / cm 2 is preferable, and 0.05 to 1.0 J / cm 2 is more preferable. The oxygen concentration during exposure can be appropriately selected. In addition to exposure in air, exposure may be performed in a low-oxygen atmosphere with an oxygen concentration of 19 volume% or less (e.g., 15 volume%, 5 volume%, or substantially oxygen-free), or in a high-oxygen atmosphere with an oxygen concentration of more than 21 volume% (e.g., 22 volume%, 30 volume%, or 50 volume%). The exposure illuminance can be appropriately set, and is usually 1,000 W / m 2 ~100,000W / m 2 (For example, 5,000 W / m 2 , 15,000W / m 2 , or 35,000 W / m 2 The oxygen concentration and exposure illuminance may be appropriately combined. For example, the oxygen concentration is 10% by volume and the illuminance is 10,000 W / m 2 , oxygen concentration 35% by volume, illuminance 20,000 W / m 2 etc.

[0204] [Development process] Next, the unexposed portion of the curable composition layer is developed and removed to form a pattern (pixels). The unexposed portion of the curable composition layer can be developed and removed using a developer. As a result, the curable composition layer in the unexposed portion in the exposure step is dissolved into the developer, and only the photocured portion remains. The developer is preferably an organic alkaline developer that does not damage the underlying elements or circuits. The temperature of the developer is preferably, for example, 20 to 30°C. The development time is preferably 20 to 180 seconds. In order to improve the removability of residues, the process of shaking off the developer every 60 seconds and supplying new developer may be repeated several times.

[0205] The developer is preferably an alkaline aqueous solution (alkaline developer) in which an alkaline agent is diluted with pure water. Examples of the alkaline agent include organic alkaline compounds such as ammonia, ethylamine, diethylamine, dimethylethanolamine, diglycolamine, diethanolamine, hydroxylamine, ethylenediamine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, tetrabutylammonium hydroxide, ethyltrimethylammonium hydroxide, benzyltrimethylammonium hydroxide, dimethylbis(2-hydroxyethyl)ammonium hydroxide, choline, pyrrole, piperidine, and 1,8-diazabicyclo[5.4.0]-7-undecene, and inorganic alkaline compounds such as sodium hydroxide, potassium hydroxide, sodium carbonate, sodium hydrogencarbonate, sodium silicate, and sodium metasilicate. From the viewpoints of environment and safety, the alkaline agent is preferably a compound having a large molecular weight. The concentration of the alkaline agent in the alkaline aqueous solution is preferably 0.001 to 10% by mass, and more preferably 0.01 to 1% by mass. The developer may further contain a surfactant. Examples of the surfactant include the surfactants mentioned above, and nonionic surfactants are preferred. The developer may be prepared as a concentrated solution from the viewpoint of convenience of transportation and storage, and then diluted to a required concentration when used. The dilution ratio is not particularly limited, but can be set in the range of, for example, 1.5 to 100 times. It is also preferred to wash (rinse) with pure water after development. It is also preferred to rinse by supplying a rinsing liquid to the developed curable composition layer while rotating the support on which the developed curable composition layer is formed. It is also preferred to perform the rinsing by moving the nozzle for ejecting the rinsing liquid from the center of the support to the periphery of the support. In this case, when moving the nozzle from the center of the support to the periphery, the nozzle may be moved while gradually decreasing the moving speed. By performing the rinsing in this manner, the in-plane variation of the rinse can be suppressed. The same effect can be obtained by gradually decreasing the rotation speed of the support while moving the nozzle from the center of the support to the periphery.

[0206] After development, it is preferable to carry out additional exposure treatment or heating treatment (post-baking) after drying. Additional exposure treatment and post-baking are post-development treatments for completing hardening, and the heating temperature is, for example, preferably 100 to 240° C., more preferably 200 to 240° C. Post-baking can be carried out continuously or batchwise using a heating means such as a hot plate, a convection oven (hot air circulation dryer), or a high-frequency heater to the developed film under the above conditions. When the additional exposure process is performed, the light used for exposure is preferably light having a wavelength of 400 nm or less. The additional exposure process may be performed by the method described in Korean Patent Publication No. 10-2017-0122130.

[0207] The pixel width is preferably 0.5 to 20.0 μm. The lower limit is preferably 1.0 μm or more, and more preferably 2.0 μm or more. The upper limit is preferably 15.0 μm or less, and more preferably 10.0 μm or less.

[0208] The Young's modulus of the pixel is preferably from 0.5 to 20 GPa, and more preferably from 2.5 to 15 GPa.

[0209] It is preferable that the pixels have high flatness. Specifically, the surface roughness Ra of the pixels is preferably 100 nm or less, more preferably 40 nm or less, and even more preferably 15 nm or less. Although there is no lower limit, it is preferable that the surface roughness is, for example, 0.1 nm or more. The surface roughness can be measured, for example, using an AFM (atomic force microscope) Dimension3100 manufactured by Veeco. The contact angle of water on the pixel can be set to any desired value, but is typically in the range of 50 to 110°. The contact angle can be measured, for example, using a contact angle meter CV-DT·A (manufactured by Kyowa Interface Science Co., Ltd.).

[0210] It is desirable for the pixel to have a high volume resistance. Specifically, the pixel volume resistance is 10 9 It is preferable that the resistance is 10 Ω·cm or more.11 It is more preferable that the resistivity is Ω·cm or more. There is no upper limit, but for example, 10 14 The volume resistance of the pixel can be measured, for example, by using an ultra-high resistance meter 5410 (manufactured by Advantest Corporation).

[0211] The above-described composition layer forming step, exposure step, and development step (and additional exposure treatment and heat treatment, if necessary) are repeated for the desired number of hues to form a color filter composed of desired color layers. The above-mentioned manufacturing method is a method for manufacturing pixels of a color filter, but the curable composition of the present invention can also be used to manufacture, for example, a black matrix provided between pixels of a color filter. The black matrix can be manufactured by carrying out pattern exposure and development in the same manner as in the above-mentioned pixel manufacturing method, and further carrying out post-baking as necessary, except that the curable composition of the present invention to which a black pigment is added is used as a pigment.

[0212] (Second embodiment of the method for producing a color filter) A second aspect of the method for producing a color filter of the present invention includes a step of applying the curable composition of the present invention onto a support to form a composition layer, and curing the composition layer to form a cured layer (cured layer forming step), a step of forming a photoresist layer on the cured layer (photoresist layer forming step), a step of patterning the photoresist layer by exposure and development to obtain a resist pattern (resist pattern forming step), and a step of etching the cured layer using the resist pattern as an etching mask (etching step). Each step will be described below.

[0213] <Hardened layer formation process> In the cured layer forming step, the curable composition of the present invention is applied onto a support and cured to form a cured layer. As the support, the support used in the above-mentioned composition layer forming step is preferably used. As a method for applying the curable composition, the above-mentioned method for applying the composition film in the step of forming the composition is preferably used. The method for curing the applied curable composition is not particularly limited, and curing by light or heat is preferred. When curing is performed by light, the light may be appropriately selected depending on the initiator contained in the curable composition, but for example, ultraviolet rays such as g-rays and i-rays are preferably used. The exposure dose is 5 to 1,500 mJ / cm. 2 is preferable, and 10 to 1,000 mJ / cm 2 More preferably, 10 to 500 mJ / cm 2 is more preferred. When curing is performed by heat, the heating temperature is preferably 120 to 250° C., and more preferably 160 to 230° C. The heating time varies depending on the heating means, but when heating on a hot plate, for example, 3 to 30 minutes is preferable, and when heating in an oven, for example, 30 to 90 minutes is preferable.

[0214] <Photoresist layer formation process> In the photoresist layer forming step, a photoresist layer is formed on the hardened layer. In forming the photoresist layer, for example, a known negative or positive photosensitive composition is used, with a positive photosensitive composition being preferred. The photosensitive composition is applied onto the cured layer, and then dried as necessary to obtain a photoresist layer. The method for forming the photoresist layer is not particularly limited, and may be a known method. The thickness of the photoresist layer is preferably from 0.1 to 3 μm, more preferably from 0.2 to 2.5 μm, and even more preferably from 0.3 to 2 μm.

[0215] <Resist pattern formation process> In the resist pattern forming step, the photoresist layer is exposed to light in a pattern and developed to form a resist pattern. The above exposure and development are not particularly limited and can be carried out by known methods.

[0216] <Etching process> In the etching step, the hardened layer is etched through the resist pattern. The etching method is not particularly limited and may be a known method, for example, a dry etching method.

[0217] <Step of Stripping Resist Pattern> The second embodiment of the method for producing a color filter in the present invention may further include a step of peeling off the resist pattern after the etching step. The method for removing the resist pattern is not particularly limited, and any known method can be used.

[0218] (Solid-state imaging element) The solid-state imaging device of the present invention includes the above-mentioned film of the present invention or the color filter of the present invention. The configuration of the solid-state imaging device of the present invention is not particularly limited as long as it includes the film of the present invention and functions as a solid-state imaging device, and examples thereof include the following configurations.

[0219] The substrate has a plurality of photodiodes constituting a light receiving area of ​​a solid-state imaging device (such as a CCD (charge-coupled device) image sensor or a CMOS (complementary metal oxide semiconductor) image sensor) and a transfer electrode made of polysilicon or the like, a light-shielding film having an opening only for the light receiving portion of the photodiode on the photodiode and the transfer electrode, a device protection film made of silicon nitride or the like formed on the light-shielding film so as to cover the entire light-shielding film and the light receiving portion of the photodiode, and a color filter on the device protection film. Furthermore, the device protection film may have a light-collecting means (e.g., a microlens, etc.; the same applies below) on the device protection film and below the color filter (on the side closer to the substrate), or a light-collecting means on the color filter. The color filter may have a structure in which each colored pixel is embedded in a space partitioned by partitions, for example, in a lattice shape. In this case, the partitions preferably have a low refractive index with respect to each colored pixel. Examples of imaging devices having such a structure include those described in JP 2012-227478 A, JP 2014-179577 A, and WO 2018 / 043654 A. An imaging device including the solid-state imaging element of the present invention can be used for digital cameras, electronic devices having an imaging function (such as mobile phones), as well as vehicle-mounted cameras and surveillance cameras.

[0220] (Image display device) The image display device of the present invention includes the above-mentioned film of the present invention or the color filter of the present invention. Examples of the image display device include liquid crystal display devices and organic electroluminescence display devices. The definition of the image display device and details of each image display device are described, for example, in "Electronic Display Devices" (written by Akio Sasaki, published by Kogyo Chosakai Co., Ltd. in 1990) and "Display Devices" (written by Nobuaki Ibuki, published by Sangyo Tosho Co., Ltd. in 1989). Liquid crystal display devices are described, for example, in "Next Generation Liquid Crystal Display Technology" (edited by Tatsuo Uchida, published by Kogyo Chosakai Co., Ltd. in 1994). There is no particular limitation on the liquid crystal display device to which the present invention can be applied, and the present invention can be applied to various types of liquid crystal display devices described in the above "Next Generation Liquid Crystal Display Technology", for example.

[0221] (polymer compound) The polymer compound of the present invention contains at least one of a constitutional unit represented by the above formula (A1) and a constitutional unit represented by the above formula (B1). The polymer compound of the present invention is the same as the specific resin in the curable composition of the present invention described above, and preferred embodiments are also the same. EXAMPLES

[0222] The present invention will be described in more detail below with reference to examples. The materials, amounts, ratios, processing contents, processing procedures, etc. shown in the following examples can be appropriately changed without departing from the spirit of the present invention. Therefore, the scope of the present invention is not limited to the specific examples shown below.

[0223] <Synthesis of specific resin PA-1> A macromonomer B-1 solution having a concentration (solid content) of 50% by mass as monomer 2, which will be described later, and monomer A-1 and PGMEA (propylene glycol 1-monomethyl ether 2-acetate) as monomer 1 were introduced into a three-neck flask to obtain a mixture. The mixture was stirred while blowing in nitrogen. Next, the mixture was heated to 75°C while flowing nitrogen into the flask. Next, dodecyl mercaptan (0.82g) was added to the mixture, followed by 0.43g of 2,2'-azobis(methyl 2-methylpropionate) (hereinafter also referred to as "V-601") to initiate the polymerization reaction. The mixture was heated at 75° C. for 2 hours, after which an additional 0.43 g of V-601 was added to the mixture. After 2 hours, an additional 0.43 g of V-601 was added to the mixture. After reacting for an additional 2 hours, the mixture was heated to 90° C. and stirred for 3 hours. The polymerization reaction was then completed. After the reaction was completed, dimethyldodecylamine (F-1) as an amine compound and 2,2,6,6-tetramethylpiperidine 1-oxyl (Q-1, TEMPO) as a polymerization inhibitor were added under air, and then 4-hydroxybutyl acrylate glycidyl ether (monomer C-1) as a reactive compound was added dropwise. After the dropwise addition, the reaction was continued in air at 90°C for 24 hours, and then the completion of the reaction was confirmed by measuring the acid value. PGMEA was added to the resulting mixture to make a 30% by mass solution, to obtain Resin PA-1. The amounts of Monomer B-1 (solid content in the solution), Monomer A-1, Monomer C-1, F-1 and Q-1 used were as shown in Table 1 below. The weight average molecular weight of the obtained specific resin PA-1 was 17,200, and the acid value was 70 mgKOH / mg. The specific resin PA-1 is a resin that satisfies the above-mentioned condition 1, and also has a structural unit represented by the above-mentioned formula (A1).

[0224] -Method for measuring weight average molecular weight- The weight average molecular weight (Mw) of each macromonomer and resin was calculated by GPC (gel permeation chromatography) measurement under the following measurement conditions. The weight average molecular weight of the resin is shown in Table 1 or Table 2. Equipment: HLC-8220GPC (Tosoh Corporation) Detector: Differential refractometer (RI detector) Precolumn TSKGUARDCOLUMN MP(XL)6mm×40mm (Tosoh Corporation) Sample column: The following four columns are directly connected (all manufactured by Tosoh Corporation) TSK-GEL Multipore-HXL-M 7.8mm×300mm Reference column: Same as sample column Constant temperature bath temperature: 40℃ Mobile phase: Tetrahydrofuran Sample side mobile phase flow rate: 1.0 mL / min Reference mobile phase flow rate: 0.3 mL / min Sample concentration: 0.1% by mass Sample injection volume: 100 μL Data collection time: 16 to 46 minutes after sample injection Sampling pitch: 300 ms (milliseconds)

[0225] -Method of measuring acid value- The acid value of each resin was determined by neutralization titration using an aqueous sodium hydroxide solution. Specifically, the resulting resin was dissolved in a solvent, and the solution was titrated with an aqueous sodium hydroxide solution using potentiometric measurement to calculate the number of millimoles of acid contained in 1 g of solid resin, and then multiplied by the molecular weight of potassium hydroxide (KOH), 56.1, to determine the acid value. The acid value of the resin is shown in the "Acid Value" column of Table 1 or Table 2. In Table 1 or Table 2, the unit of acid value is (mgKOH / g).

[0226] -Method for measuring C=C value (ethylenically unsaturated bond value)- The C=C value of each resin was measured by the following method. A low molecular weight component (a) having an ethylenically unsaturated group site (for example, acrylic acid when the structural unit of the specific resin represented by formula D1 has an acryloxy group) was extracted from the specific resin by alkali treatment, and the content thereof was measured by high performance liquid chromatography (HPLC). Based on the measured value, the ethylenically unsaturated bond value (C=C value) was calculated from the following formula. Specifically, 0.1 g of the specific resin was dissolved in a tetrahydrofuran / methanol mixed solution (50 mL / 15 mL), 10 mL of 4 mol / L sodium hydroxide aqueous solution was added, and the mixture was reacted at 40 ° C. for 2 hours. The reaction solution was neutralized with 10.2 mL of 4 mol / L methanesulfonic acid aqueous solution, and then the mixture was added with 5 mL of ion-exchanged water and 2 mL of methanol, transferred to a 100 mL measuring flask, and the HPLC measurement sample was prepared by filling up with methanol, and measured under the following conditions. The content of the low molecular weight component (a) was calculated from a separately prepared calibration curve of the low molecular weight component (a), and the ethylenically unsaturated bond value was calculated from the following formula. The C=C value of the specific resin is listed in the "C=C value" column of Table 1 or Table 2. In Table 1 or Table 2, the unit of C=C value is (mmol / g).

[0227] <<Calculation formula for ethylenically unsaturated bond value>> Ethylenically unsaturated bond value (mmol / g) = (Low molecular weight component (a) content (ppm) / Molecular weight of low molecular weight component (a) (g / mol)) / (Weight of prepared polymer solution (g) × (Solids concentration of polymer solution (%) / 100) × 10) -HPLC measurement conditions- Measurement equipment: Agilent-1200 (Agilent Technologies, Inc.) Column: Phenomenex Synergi 4u Polar-RP 80A, 250mm x 4.60mm (inner diameter) + guard column Column temperature: 40℃ Analysis time: 15 minutes Flow rate: 1.0mL / min (Max. liquid delivery pressure: 182bar (18.2MPa)) Injection volume: 5μl Detection wavelength: 210nm Eluent: tetrahydrofuran (for HPLC without stabilizers) / buffer solution (ion exchange aqueous solution containing 0.2% by volume of phosphoric acid and 0.2% by volume of triethylamine) = 55 / 45 (volume%) In this specification, the volume percentages are values ​​at 25°C.

[0228] -Method for measuring amine value- Approximately 0.5 g of sample was precisely weighed, dissolved in 50 mL of acetic acid, and titrated with 0.1 mol / L perchloric acid-acetic acid solution by electrometric titration (potentiometric titration) using an automatic potentiometric titrator (AT-710M; Kyoto Electronics Manufacturing Co., Ltd.). A blank test was also performed in the same manner to correct the value. Amine value = a x 5.611 / c a: 0.1 mol / L perchloric acid consumption (mL) c: amount of sample (g) The amine value of the resin is shown in the "amine value" column of Table 1 or Table 2. In Table 1 or Table 2, the unit of the amine value is (mmol / g).

[0229] <Synthesis of specific resins PA-2 to PA-25> PA-2 to PA-22 were synthesized in the same manner as for PA-1, except that the monomer 1, monomer 2, monomer 3, reactive compound, amine compound, and polymerization inhibitor used were changed to those shown in Table 1. When monomer 3 was added, monomer 3 was further added to the mixture of monomer 1 and monomer 2. In Table 1, the unit of values ​​in the "Content" column is "g." In Table 1, ingredients marked with "-" were not used. PA-2 to PA-22 are resins that satisfy the above-mentioned condition 1, and also have a constitutional unit represented by the above-mentioned formula (A1). In Table 1, the entries in the column "Structural unit A1" indicate the structural units represented by any one of the above formulas (A1-1) to (A1-17) and contained in each resin.

[0230] <Synthesis of resin PZ-1> PZ-1 was synthesized in the same manner as PA-1, except that the monomer 1, monomer 2, monomer 3, reactive compound, amine compound, and polymerization inhibitor used were changed to those shown in Table 1. Resin PZ-1 uses F-8 as the amine compound, and therefore is unable to form a structure in which a quaternary ammonium cation structure and a radically polymerizable group are linked, and is therefore a resin that does not satisfy either of the above-mentioned conditions 1 or 2.

[0231] [Table 1]

[0232] Details of each component listed in Table 1 are shown below. [Monomer 1] A-1: Aronix M-5300, ω-carboxy-polycaprolactone monoacrylate (manufactured by Toagosei Co., Ltd.) A-2: Light Ester HO-MS, 2-methacryloyloxyethyl succinate (Kyoeisha Chemical) A-3: Light Ester HOA-HH, 2-acryloyloxyethyl hexahydrophthalic acid (Kyoeisha Chemical) A-4: βCEA, β-carboxyethyl acrylate (manufactured by Daicel Allnex) A-5: Vinyl benzoic acid (Tokyo Chemical Industry Co., Ltd.) A-6: CB-12-methacryloyloxyethyl phthalate (manufactured by Shin-Nakamura Chemical Co., Ltd.) A-7: 12-methacrylamidododecanoic acid (synthetic product, synthesized by a known method) A-8: 4-(4-(acryloyloxy)butoxy)benzoic acid (synthetic product, synthesized by a known method) A-9: Methacrylic acid A-10: Vinyl sulfonic acid (Tokyo Chemical Industry Co., Ltd.) A-11: Vinylphosphonic acid (Tokyo Chemical Industry Co., Ltd.) A-12: 10-(Phosphonooxy)decyl Methacrylate (FUJIFILM Wako Pure Chemical Industries, Ltd.)

[0233] [Monomer 2] B-1: A synthetic product according to the following synthesis example B1 B-2: A synthetic product according to the following synthesis example B2 B-3: A synthetic product according to the following synthesis example B3 B-4: Blenmar PSE1300 (NOF Corp.), stearoxy polyethylene glycol monomethacrylate B-5: Blenmer 75ANEP-600 (NOF Corp.) Nonylphenoxy (ethylene glycol-polypropylene glycol) monoacrylate B-6: Blenmer 50POEP800B (NOF Corp.) Octoxy polyethylene glycol-polypropylene glycol monomethacrylate By using at least one of the compounds B-1 to B-6 as the monomer 2, the constitutional unit represented by the above formula (D5) is introduced into the specific resin.

[0234] -Synthesis of B-1- A method for synthesizing macromonomer B-1 (also simply referred to as "B-1"), which is monomer 2 and contains a structural unit consisting of an oxyalkylenecarbonyl group, is shown below. Into a flask, ε-caprolactone (1256.62 parts, corresponding to a cyclic compound) and 2-ethyl-1-hexanol (143.38 parts, corresponding to a ring-opening polymerization initiator) were introduced to obtain a mixture. Next, the mixture was stirred while blowing in nitrogen. Monobutyltin oxide (0.63 parts) was then added to the mixture and the resulting mixture was heated to 90° C. After 6 hours 1 After confirming the disappearance of the signal derived from 2-ethyl-1-hexanol in the mixture using H-NMR (nuclear magnetic resonance), the mixture was heated to 110° C. After the polymerization reaction was continued at 110° C. for 2 hours under nitrogen, 1 After confirming the disappearance of the signal derived from ε-caprolactone by H-NMR, the temperature was lowered to 80° C., and 2,6-di-t-butyl-4-methylphenol (0.78 parts) was added to the mixture containing the above compound, and then 2-methacryloyloxyethyl isocyanate (174.15 parts) was added dropwise to the resulting mixture over 30 minutes. 1 After confirming the disappearance of the signal derived from 2-methacryloyloxyethyl isocyanate (MOI) by H-NMR, propylene glycol monomethyl ether acetate (PGMEA) (1575.57 parts) was added to the mixture to obtain a macromonomer B-1 solution with a concentration of 50% by mass. The structure of macromonomer B-1 is as follows: 1 The weight average molecular weight of the obtained macromonomer B-1 was confirmed by H-NMR, and was found to be 3,000. [ka]

[0235] -Synthesis of B-2- B-2 was synthesized in the same manner as in the synthesis of B-1, except that 2-ethyl-1-hexanol (143.38 g) was changed to stearyl alcohol (297.88 g). The structure of B-2 (shown in formula (B-2)) is 1 The weight average molecular weight of the resulting B-2 was confirmed by H-NMR, and was found to be 3,400. [ka]

[0236] -Synthesis of B-3- Into a flask, ε-caprolactone (243.45 parts, corresponding to a cyclic compound), δ-valerolactone (60.86 parts, corresponding to a cyclic compound), and 2-ethyl-1-hexanol (35.69 parts, corresponding to a ring-opening polymerization initiator) were introduced to obtain a mixture. Next, the mixture was stirred while blowing in nitrogen. Monobutyltin oxide (0.156 parts) was then added to the mixture and the resulting mixture was heated to 90° C. After 6 hours 1 After confirming the disappearance of the signal derived from 2-ethyl-1-hexanol in the mixture using H-NMR (nuclear magnetic resonance), the mixture was heated to 110° C. After the polymerization reaction was continued at 110° C. for 12 hours under nitrogen, 1 After confirming the disappearance of the signals derived from ε-caprolactone and δ-valerolactone by H-NMR, the temperature was lowered to 80° C., and 2,6-di-t-butyl-4-methylphenol (0.19 parts) was added to the mixture containing the above compound, and then 2-methacryloyloxyethyl isocyanate (42.52 parts) was added dropwise to the resulting mixture over 30 minutes. 1 After confirming the disappearance of the signal derived from 2-methacryloyloxyethyl isocyanate (MOI) by H-NMR, propylene glycol monomethyl ether acetate (PGMEA) (382.87 parts) was added to the mixture to obtain a macromonomer B-3 solution with a concentration of 50% by mass. The structure of macromonomer B-3 is as follows: 1 The weight average molecular weight of the obtained macromonomer B-3 was confirmed by H-NMR, and was found to be 3,000. [ka]

[0237] [Monomer 3] E-1: Benzyl methacrylate (Tokyo Chemical Industry Co., Ltd.) E-3: 2-Ethylhexyl methacrylate (Tokyo Chemical Industry Co., Ltd.) ·E-4: Aronix M120 (manufactured by Toagosei Co., Ltd.) 2-(2-((2-ethylhexyl)oxy)ethoxy)ethyl acrylate E-5: Dicyclopentanyl methacrylate (Tokyo Chemical Industry Co., Ltd.) E-6: 2-Methoxyethyl acrylate (Tokyo Chemical Industry Co., Ltd.) E-7: 2-(methacryloyloxy)ethyltrimethylammonium chloride (Tokyo Chemical Industry Co., Ltd.)

[0238] [Reactive Compounds] C-1: 4HBAGE, 4-hydroxybutyl acrylate glycidyl ether (manufactured by Nippon Kasei Chemical Industry Co., Ltd.) C-2: 3,4-epoxycyclohexylmethyl acrylate (manufactured by Daicel Corporation) C-3: Glycidyl acrylate (Tokyo Chemical Industry Co., Ltd.) C-4: 9-(oxiran-2-yl)nonyl acrylate (synthetic product below) C-5: 3-(oxiran-2-ylmethoxy)-3-oxopropyl acrylate (synthetic product below) C-6: 2-methyl-2-(((oxiran-2-ylmethoxy)carbonyl)amino)propane-1,3-diyl diacrylate (synthetic product below) C-7: GMA, glycidyl methacrylate (Tokyo Chemical Industry Co., Ltd.) C-8: Allyl glycidyl ether (Tokyo Chemical Industry Co., Ltd.) C-9: Chloromethylstyrene (Tokyo Chemical Industry Co., Ltd.)

[0239] -Synthesis of C-4- A flask containing 200 g of 10-undecen-1-ol (manufactured by Tokyo Chemical Industry Co., Ltd.) and 1,378 g of DMAc (dimethylacetamide) was cooled on ice, and 153.65 g of 3-chloropropionyl chloride (manufactured by Tokyo Chemical Industry Co., Ltd.) was added dropwise thereto, followed by stirring for 1.5 hours under ice cooling. 1 The disappearance of the raw material alcohol and the target product were confirmed by H-NMR, and stirring was stopped. 2,000 ml of ethyl acetate was added, and the mixture was washed twice with 2,000 ml of 3.5% by mass hydrochloric acid aqueous solution and twice with 2,000 ml of 5% by mass sodium bicarbonate aqueous solution. The organic layer was dried over magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain 296 g of intermediate. 200 g of metachloroperbenzoic acid (mCPBA) was added in five portions at 1-hour intervals in a water bath to a flask containing 192 g of the intermediate and 918 g of dichloromethane, and the mixture was stirred overnight. 1 After confirming the disappearance of the peak of the terminal double bond of the raw material by H-NMR, 1,487 g of 5 mass% sodium bicarbonate water was added to the reaction solution and stirred for 2 hours. Then, 500 ml of ethyl acetate was added for extraction, 500 ml of 5 mass% sodium thiosulfate aqueous solution was added and stirred for 1 hour, the aqueous layer was discarded, and the organic layer was concentrated under reduced pressure to obtain 211.5 g of an intermediate. 210 g of the above intermediate, 822 g of methylene chloride, and 182.3 mg of p-methoxyphenol were added, and a mixture of 231 g of diazabicycloundecene and 441 g of methylene chloride was added dropwise under ice cooling while maintaining the temperature at 10° C. or less. 1 The product was confirmed by 1 H-NMR, and a mixture of 91.1 g of acetic acid and 147 g of methylene chloride was added dropwise while maintaining the temperature at 10° C. or below, and the mixture was stirred at room temperature for 2 hours. Methylene chloride was concentrated under reduced pressure, 1,050 g of hexane was added, and the mixture was washed with 420 g of water and then with 420 g of 5% by mass sodium bicarbonate water to obtain 137.9 g of the target product, C-4.

[0240] -Synthesis of C-5- 23.3g of β-carboxyethyl acrylate, 87mg of p-methoxyphenol, 117g of chloroform, 16.8g of glycidol, and 1.98g of N,N-dimethylaminopyridine were added to a flask, and 37.26g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride was added in portions under ice cooling and stirred for 1 hour. After that, the mixture was washed with 150ml of 0.1N (0.1mol / L) hydrochloric acid solution, and then with 150ml of water. The organic layer was concentrated under reduced pressure to obtain 20g of the target product, C-5.

[0241] -Synthesis of C-6- 5.0 g of glycidol (manufactured by Aldrich), 53 g of butyl acetate, 0.04 g of p-methoxyphenol, 14.5 g of Karenz BEI (manufactured by Showa Denko K.K.), and 0.04 g of Neostan U600 (manufactured by Nitto Kasei K.K.) were added to the flask, and the temperature was slowly raised to 60° C. The polymerization reaction was continued at 60° C. for 4 hours, and then, 1 The disappearance of the signal derived from Karenz BEI was confirmed by H-NMR, and 50 g of water was added and stirred. The organic layer obtained by separating and discarding the aqueous layer was washed again with 50 g of water. 3 g of magnesium sulfate was added to the washed organic layer, which was then filtered. After that, 2,6-di-t-butyl-4-methylphenol (0.4 g) was added and concentrated to obtain 12 g of C-6.

[0242] [Amine Compound] F-1: Dimethyldodecylamine (Tokyo Chemical Industry Co., Ltd.) F-2: Dimethylbutylamine (Tokyo Chemical Industry Co., Ltd.) F-3: Dimethylbenzylamine (Tokyo Chemical Industry Co., Ltd.) F-4: 2,4,6-tris(dimethylaminomethyl)phenol (Tokyo Chemical Industry Co., Ltd.) F-5: 2-(Dimethylaminomethyl)phenol F-6: N,N-Dimethylpiperazine (Tokyo Chemical Industry Co., Ltd.) F-7: Triethylamine (Tokyo Chemical Industry Co., Ltd.) F-8: TBAB (Tetrabutylammonium bromide) (Tokyo Chemical Industry Co., Ltd.)

[0243] [Polymerization inhibitor] Q-1: TEMPO free radical: 2,2,6,6-tetramethylpiperidine 1-oxyl Q-2: 4-hydroxy-TEMPO free radical: 4-hydroxy-2,2,6,6-tetramethylpiperidine 2-oxyl Q-3: p-Methoxyphenol

[0244] <Synthesis of specific resin PA-26> A mixed solution of 36.25 parts by mass of a 20% by mass solution of chain transfer agent CTA-1 (structure shown below) obtained by the synthesis method described in JP 2007-277514 A, 18 parts by mass of methacrylic acid, and 20 parts by mass of methyl methacrylate was prepared to give a 30% by mass solution in 1-methoxy-2-propanol, and heated to 75° C. under a nitrogen stream. 0.5 parts by mass of azobisisobutyronitrile (AIBN, manufactured by Wako Pure Chemical Industries, Ltd., initiator) was added thereto and heated for 3 hours, after which 0.5 parts by mass of AIBN was added again and reacted under a nitrogen stream at 90° C. for 3 hours. Thereafter, the mixture was cooled to room temperature (25° C., the same applies below) and replaced with air, after which 20 parts by mass of 4-hydroxybutyl acrylate glycidyl ether, 4.02 parts by mass of dimethyldodecylamine, and 0.023 parts by mass of TEMPO (2,2,6,6-tetramethylpiperidine 1-oxyl) were added and heated and stirred at 90° C. for 36 hours. Then, the mixture was cooled to room temperature and diluted with acetone. After reprecipitation using a large amount of methanol, the mixture was dried in a vacuum to obtain 65.1 parts by mass of a polymer compound PA-26 (specific resin PA-26) having a weight average molecular weight of 18,600 in terms of polystyrene, an acid value of 88.5 mgKOH / g, a C=C value of 1.44 mmol / g, and an amine value of 0.27 mmol / g. PA-26 is a resin that satisfies the above-mentioned condition 1, and is a resin that has a constitutional unit represented by the above-mentioned formula (A1).

[0245] [ka]

[0246] <Synthesis of specific resin PA-27> A mixed solution of 24.17 parts by mass of a 30% by mass solution of chain transfer agent CTA-15 (structure shown below) obtained by the synthesis method described in JP 2007-277514 A, 10 parts by mass of methacrylic acid, and 29.59 parts by mass of methyl methacrylate was prepared to give a 30% by mass 1-methoxy-2-propanol solution, and heated to 75° C. under a nitrogen stream. 0.5 parts by mass of V-601 was added to this and heated for 3 hours, after which 0.5 parts by mass of V-601 was added again and reacted under a nitrogen stream at 90° C. for 3 hours. Thereafter, the mixture was cooled to room temperature and replaced with air, after which 14.21 parts by mass of glycidyl methacrylate, 4 parts by mass of dimethyldodecylamine, and 0.023 parts by mass of TEMPO were added and heated and stirred at 90° C. for 36 hours. Then, the mixture was cooled to room temperature and diluted with acetone. A large amount of methanol was used for reprecipitation, followed by vacuum drying to obtain 51.5 parts by mass of a solid of polymer compound PA-27: weight average molecular weight in terms of polystyrene of 13,800, acid value of 21 mgKOH / g, C=C value of 1.54 mmol / g, and amine value of 0.29 mmol / g. PA-27 is a resin that satisfies the above-mentioned condition 1, and is a resin that has a constitutional unit represented by the above-mentioned formula (A1).

[0247] [ka]

[0248] <Synthesis of specific resin PB-2> A macromonomer B-1 solution having a concentration (solid content) of 50% by mass as monomer 2, ω-carboxy-polycaprolactone monoacrylate as monomer 1, 2-(dimethylamino)ethyl acrylate as monomer 4, and 171 g of PGMEA were introduced into a three-neck flask to obtain a mixture. The mixture was stirred while blowing in nitrogen. The mixture was then heated to 75° C. while flowing nitrogen into the flask. 1.34 g of dodecyl mercaptan was then added to the mixture, followed by 0.7 g of V-601 to initiate the polymerization reaction. The mixture was heated at 75° C. for 2 hours, after which an additional 0.7 g of V-601 was added to the mixture. After 2 hours, an additional 0.7 g of V-601 was added to the mixture. After reacting for an additional 2 hours, the mixture was heated to 90° C. and stirred for 3 hours. The polymerization reaction was then completed. After the reaction was completed, TEMPO (Q-1) was added under air, and then 4-hydroxybutyl acrylate glycidyl ether (C-1) was added dropwise. After the dropwise addition was completed, the reaction was continued in air for 24 hours at 90° C. PGMEA was added to the resulting mixture so as to make a 30% by mass solution, thereby obtaining resin PB-2. The amounts of Monomer 2 (solid content in the solution), Monomer 1, Monomer 4, C-1, and Q-1 used were as shown in Table 2 below. The weight average molecular weight of the resulting resin PB-2 was 17,800, the acid value was 75 mgKOH / mg, and the acid value was 60 mgKOH / mg. The specific resin PB-2 is a resin that satisfies the above-mentioned condition 2, and is a resin that has a constitutional unit represented by the above-mentioned formula (B1).

[0249] <Synthesis of specific resins PB-1, PB-3 to PB-18> PB-1 and PB-3 to PB-18 were synthesized in the same manner as PA-1, except that the monomer 1, monomer 2, monomer 3, monomer 4, reactive compound, and polymerization inhibitor used were changed to those shown in Table 1. When monomer 3 was added, it was further added to a mixture of monomer 1, monomer 2, and monomer 4. In Table 2, the units of values ​​in the "Content" column are "mass %." In Table 2, components marked with "-" were not used. In Table 2, the entries in the column "Structural unit B1" indicate the structural units represented by any one of the above formulas (B1-1) to (B1-12) and contained in each resin. PB-1 and PB-3 to PB-18 are resins that satisfy the above-mentioned condition 2, and also have a constitutional unit represented by the above-mentioned formula (B1).

[0250] <Synthesis of resin PZ-2> PZ-2 was synthesized in the same manner as PB-2, except that the monomer 1, monomer 2, monomer 3, monomer 4, reactive compound, and polymerization inhibitor used were changed to those shown in Table 2. Resin PZ-2 uses E-1 and E-7 as monomer 4, and therefore is unable to form a structure in which a quaternary ammonium cation structure and a radically polymerizable group are linked, and is therefore a resin that does not satisfy either of the above-mentioned conditions 1 or 2.

[0251] [Table 2]

[0252] Among the components shown in Table 2, the components other than those mentioned above are shown below.

[0253] [Monomer 4] D-1: 2-(dimethylamino)ethyl acrylate (Tokyo Chemical Industry Co., Ltd.) D-2: 2-(diethylamino)ethyl methacrylate (Tokyo Chemical Industry Co., Ltd.) D-3: 2-(((2-(dimethylamino)ethoxy)carbonyl)amino)ethyl acrylate (synthetic product, synthesized with reference to Bulletin of the Chemical Society of Japan, 2011, vol. 84, # 11, p. 1215 - 1226) D-4: N,N-dimethyl-1-(4-vinylphenyl)methanamine (synthetic product, synthesized with reference to Angewandte Chemie - International Edition, 2007, vol. 46, # 46, p. 8869 - 8871)

[0254] <Synthesis of specific resin PB-19> A mixed solution of 36.25 parts by mass of a 20% by mass solution of the chain transfer agent CTA-1 (structure shown above) obtained by the synthesis method described in JP 2007-277514 A, 12 parts by mass of methacrylic acid, 5.46 parts by mass of 2-(dimethylamino)ethyl methacrylate, and 14 parts by mass of methyl methacrylate was prepared to give a 30% by mass solution in 1-methoxy-2-propanol, and heated to 75° C. under a nitrogen stream. 0.5 parts by mass of AIBN was added to this and heated for 3 hours, after which 0.5 parts by mass of AIBN was added again and reacted for 3 hours at 90° C. under a nitrogen stream. Thereafter, the mixture was cooled to room temperature (25° C., hereinafter the same) and replaced with air, after which 15 parts by mass of 4-hydroxybutyl acrylate glycidyl ether and 0.023 parts by mass of TEMPO were added and heated and stirred at 90° C. for 36 hours. The mixture was then cooled to room temperature and diluted with acetone. A large amount of methanol was used to reprecipitate the mixture, followed by vacuum drying to obtain 62.9 parts by mass of a polymer compound PB-19 (specific resin PB-19) having a weight average molecular weight of 14,600 in terms of polystyrene, an acid value of 67.4 mgKOH / g, a C=C value of 1.39 mmol / g, and an amine value of 0.71 mmol / g. PB-19 is a resin that satisfies the above-mentioned condition 2, and is a resin that has a constitutional unit represented by the above-mentioned formula (B1).

[0255] <Synthesis of specific resin PB-20> A mixed solution of 24.17 parts by mass of a 30% by mass solution of chain transfer agent CTA-24 (structure shown below) obtained by the synthesis method described in JP 2007-277514 A, 14.32 parts by mass of 2-(dimethylamino)ethyl methacrylate, and 6.51 parts by mass of 2-hydroxyethyl methacrylate was prepared to give a 30% by mass 1-methoxy-2-propanol solution, and heated to 75° C. under a nitrogen stream. 0.5 parts by mass of V-601 was added to this and heated for 3 hours, after which 0.5 parts by mass of V-601 was added again and reacted under nitrogen gas flow at 90°C for 3 hours. After that, it was cooled to room temperature (25°C, the same below) and replaced with air, then 20.02 parts by mass of 4-hydroxybutyl acrylate glycidyl ether and 0.023 parts by mass of TEMPO were added and heated and stirred at 90°C for 36 hours. After that, it was cooled to room temperature and replaced with air, then 11.96 parts by mass of Karenz BEI manufactured by Showa Denko K.K., 0.61 parts by mass of Neostan U600 manufactured by Nitto Kasei K.K., and 0.023 parts by mass of TEMPO were added and heated and stirred at 90°C for 36 hours. Then, the mixture was cooled to room temperature and diluted with acetone. After reprecipitation using a large amount of methanol, the mixture was dried in a vacuum to obtain 57.4 parts by mass of a polymer compound PB-20 (specific resin PB-20) having a weight average molecular weight of 19500 in terms of polystyrene, an acid value of 12.5 mgKOH / g, a C=C value of 3.33 mmol / g, and an amine value of 1.67 mmol / g. PB-20 is a resin that satisfies the above-mentioned condition 2, and is a resin that has a constitutional unit represented by the above-mentioned formula (B1).

[0256] <Preparation of pigment dispersion> The pigment, dispersion aid (pigment derivative), resin, polymerization inhibitor, and solvent shown in Tables 3 to 5 were mixed, and then 230 parts by mass of zirconia beads with a diameter of 0.3 mm were added, and the mixture was dispersed for 5 hours using a paint shaker, and the beads were separated by filtration to produce a dispersion. The numerical values ​​showing the contents shown in Tables 3 to 5 are parts by mass. For example, an entry such as PA-12 / P1=1 / 1 in the “Type” column of “Resin” for pigment dispersion R-12 indicates that the resins used are PA-12 and P1 in a ratio of 1 / 1 (by mass), with the total amount used being 4.2 parts by mass. In addition, in Tables 3 to 5, the notation "-" indicates that the corresponding compound is not contained.

[0257] [Table 3]

[0258] [Table 4]

[0259] [Table 5]

[0260] Details of the materials indicated by the abbreviations in the above table are as follows:

[0261] [Pigments] ·PR254: CI Pigment Red 254 ·PR264: CI Pigment Red 264 ·PR272: CI Pigment Red 272 PY139: CI Pigment Yellow 139 PY150: CI Pigment Yellow 150 PB15:6:CI Pigment Blue 15:6 ·PV23:CI Pigment Violet 23 PG58: CI Pigment Green 58 PG36: CI Pigment Green 36 PY185: CI Pigment Yellow 185 ·TiON: Titanium oxynitride ·TiN: Titanium nitride K1: Compound with the following structure K2: Compound with the following structure [ka]

[0262] [Dispersion aid (pigment derivative)] B1 to B3: Compounds having the following structures K3 to K4: Compounds with the following structure [ka]

[0263] [Resin (specific resin)] PA-1 to PA-27: Synthetic products in the above synthesis examples PB-1 to PB-20: Synthetic products in the above synthesis examples PZ-1 to PZ-2: Synthetic products in the above synthesis examples

[0264] [Polymerization inhibitor] Q1: TEMPO free radical: 2,2,6,6-tetramethylpiperidine 1-oxyl Q2: 4-hydroxy-TEMPO free radical: 4-hydroxy-2,2,6,6-tetramethylpiperidine 2-oxyl Q3: p-Methoxyphenol

[0265] 〔solvent〕 · J1: PGMEA (propylene glycol monomethyl ether acetate) J2: Cyclohexanone J3: Cyclopentanone J4: PGME (propylene glycol monomethyl ether)

[0266] (Examples 1 to 76, Comparative Examples 1 to 2) In each of the Examples and Comparative Examples, the raw materials shown in Tables 6 to 8 below were mixed to prepare a curable composition. In Tables 6 to 8, the entries "R-1", "Y-1", etc. in the "Pigment Dispersion 1" or "Pigment Dispersion 2" columns mean that the above-mentioned "Pigment Dispersion R-1", "Pigment Dispersion Y-1", etc. were used. Furthermore, for example, an entry such as "R-13 / R-19=9 / 1" in a column such as "Pigment dispersion 1" indicates that the pigment dispersion contains a total of 44.8 parts by mass of "R-13" and "R-19" and that the mass ratio of "R-13" to "R-19" is 9:1. In Tables 6 to 8, the notation "-" indicates that the corresponding compound is not contained.

[0267] [Table 6]

[0268] [Table 7]

[0269] [Table 8]

[0270] In Tables 6 to 8, details of compounds indicated by abbreviations other than those mentioned above are as follows.

[0271] [Other resins] P1: Resin with the following structure. The numbers next to the main chain are molar ratios. Mw=11,000. P2: Resin with the following structure. The numbers next to the main chain are molar ratios. Mw=30,000. [ka]

[0272] [Photopolymerization initiator] I1: IRGACURE OXE02 (BASF) I2: IRGACURE OXE03 (BASF) I3: IRGACURE OXE04 (BASF) I4: A compound having a structure represented by the following formula (I4): I5: Adeka Arcles NCI-831 (manufactured by ADEKA Corporation) I6: IRGACURE 369 (BASF) [ka]

[0273] [Polymerizable compound] M1: a compound represented by the following formula (M), where a+b+c=3 M2: a compound represented by the following formula (M), where a+b+c=4 M3: A compound represented by the following formula (M), a mixture of a compound where a+b+c=5 and a compound where a+b+c=6 are mixed in a ratio of 1:3 (by mass) M4: Dipentaerythritol hexaacrylate (DPHA) M5: a compound represented by the following formula (M5): M6: a compound represented by the following formula (M6) [ka]

[0274] [Surfactant] H1: Megafac F-781F (DIC Corporation)

[0275] <Adhesion sensitivity (adhesion) evaluation> The curable compositions obtained in each Example or Comparative Example were each applied using a spin coater onto an 8-inch (1 inch is 2.54 cm) silicon wafer that had been sprayed with hexamethyldisilazane in advance, so that the film thickness after drying would be 0.8 μm, and the coating was prebaked at 100° C. for 120 seconds. The coated substrate is exposed to light at a wavelength of 365 nm through a mask having an island pattern of 1.1 μm square using an i-line stepper exposure system FPA-i5+ (Canon Inc.), with 50 to 1,700 mJ / cm 2 After exposure, the film was developed at 25°C for 40 seconds using an alkaline developer CD-2000 (manufactured by FUJIFILM Electronic Materials Co., Ltd.). After rinsing with running water for 30 seconds, the film was spray-dried to obtain a colored pattern. The colored pattern corresponds to a film formed using the curable composition. The obtained colored patterns were observed from above the patterns using a scanning electron microscope (S-9220 manufactured by Hitachi, Ltd.) and the pattern size was measured. Adhesion was also evaluated using an optical microscope. The pattern size when all patterns were in close contact was evaluated on a 5-point scale according to the following evaluation criteria. The evaluation results are shown in the "Adhesion Sensitivity" column in Tables 6 to 8. It can be said that the closer the evaluation result is to 5, the better the adhesion to the support. The evaluation result is preferably 3, 4 or 5, more preferably 4 or 5, and most preferably 5. [Evaluation Criteria] 5: The pattern size is 0.9 μm or more and less than 1.0 μm and is in close contact. 4: The pattern size is 1.0 μm or more and less than 1.05 μm and is in close contact. 3: The pattern size is 1.05 μm or more and less than 1.1 μm and is in close contact. 2: The pattern size is 1.1 μm or more and less than 1.2 μm and is in close contact. 1: Adhesion will not occur unless the pattern size is 1.2 μm or larger.

[0276] <Evaluation of pattern shape> A patterned cured product was formed using the curable composition obtained in each of the Examples and Comparative Examples by the following method, and the edge shape (pattern shape) of the cured product was evaluated. The patterned cured product corresponds to a film formed using the curable composition.

[0277] [Curable composition layer forming step] A curable composition layer (composition film) was formed on a silicon wafer so that the film thickness after drying was 0.9 μm. The curable composition layer was formed by spin coating. The rotation speed of the spin coater was adjusted so that the film thickness was as described above. The applied curable composition layer was placed on a hot plate with the silicon wafer facing down and dried. The surface temperature of the hot plate was 100° C., and the drying time was 120 seconds.

[0278] [Exposure process] The obtained curable composition layer was exposed under the following conditions. The exposure was performed using an i-line stepper (product name "FPA-3000iS+", manufactured by Canon Inc.). The curable composition film was exposed to 400 mJ / cm 2 through a mask having a linear shape of 20 μm (width 20 μm, length 4 mm). 2 The sample was irradiated (exposed) with i-rays at an exposure dose of 0.5 sec (exposure time 0.5 sec).

[0279] [Development process] The cured curable composition layer was developed under the following conditions to obtain a patterned cured film. The cured curable composition layer was subjected to paddle development for 60 seconds at 23° C., five times, using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH), to obtain a patterned cured product. The patterned cured product was then rinsed using a spin shower and further washed with pure water.

[0280] [Post-bake process] The patterned cured product obtained above was heated at 220° C. for 300 seconds in a clean oven CLH-21CDH (manufactured by Koyo Thermo Co., Ltd.). Furthermore, the patterned cured product after heating was placed on a hot plate with a surface temperature of 220° C. and heated for 300 seconds.

[0281] 〔evaluation〕 The above patterned cured product was photographed with a scanning electron microscope, and the edge shape of the 1.5 μm pattern cross section was evaluated according to the following criteria. As shown in Figure 1, the length T of the bottom notch at the pattern edge portion 2 of the pattern-shaped cured product 1 formed on a wafer 4 was measured. In Figure 1, L1 corresponds to the exposed region, and L2 corresponds to the unexposed region. Evaluation was performed according to the following criteria. The evaluation results are shown in the "Pattern shape" column of Tables 6 to 8. It can be said that the smaller the undercut width, the better the pattern shape. The evaluation result is preferably A or AA, and more preferably AA. -Evaluation criteria- "AA": The undercut width (length T above) was greater than 0 μm and less than 0.05 μm. "A": The undercut width was greater than 0.05 μm and less than 0.15 μm. "B": The undercut width was greater than 0.15 μm and less than 0.25 μm. "C": The undercut width exceeded 0.25 μm.

[0282] <Evaluation of storage stability> [1. Exposure sensitivity of curable composition (initial stage)] In each of the Examples and Comparative Examples, each of the curable compositions immediately after preparation was applied onto a glass substrate by spin coating, and then dried to form a curable composition layer having a thickness of 1.0 μm. The spin coating conditions were first a rotation speed of 300 rpm (rotation per minute) for 5 seconds, and then 800 rpm for 20 seconds. The drying conditions were 100° C. for 80 seconds. The coating film obtained above was exposed to light with a wavelength of 365 nm at 10 to 1,600 mJ / cm through a pattern mask having 1 μm lines and spaces using an i-line stepper exposure system FPA-3000i5+ (Canon Corporation). 2 The film was exposed to light at an exposure dose of 1000 nm. The exposed curable composition film was then developed at 25° C. for 60 seconds using a 60% CD-2000 (manufactured by Fujifilm Electronic Materials Co., Ltd.) developer to obtain a patterned cured film. The patterned cured film was then rinsed with running water for 20 seconds and air-dried. The patterned cured film corresponds to a film formed using a curable composition. In the above exposure, the minimum exposure amount at which the pattern line width of the light-irradiated area after development was 1.0 μm or more was defined as the exposure sensitivity, and this exposure sensitivity was defined as the initial exposure sensitivity.

[0283] 2. Exposure sensitivity of curable composition (after aging: after 30 days at 45°C) The curable composition immediately after preparation was sealed in an airtight container, kept in an incubator (EYELA / LTI-700) with the temperature inside the container set at 45°C, and taken out after 30 days. The taken-out curable composition was used to carry out the same test as that carried out using the curable composition immediately after preparation, and the exposure sensitivity was determined. This was defined as the exposure sensitivity after aging.

[0284] 〔evaluation〕 The fluctuation rate (%) of the exposure sensitivity was calculated from the initial exposure sensitivity and the exposure sensitivity after aging according to the following formula. The smaller the fluctuation rate (%), the more excellent the storage stability of the curable composition. (Formula) Fluctuation rate = [(Exposure sensitivity after aging - Initial exposure sensitivity) / Initial exposure sensitivity] x 100 The evaluation results are shown in the "storage stability" column in Tables 6 to 8. The evaluation result is preferably 3, 4 or 5, more preferably 4 or 5, and most preferably 5.

[0285] -Evaluation criteria- ``5'': The fluctuation rate was 0% to 3%. ``4'': The fluctuation rate was greater than 3% and less than 6%. ``3'': The fluctuation rate was more than 6% but less than 10%. ``2'': The fluctuation rate was greater than 10% and less than 15%. “1”: The fluctuation rate exceeded 15%.

[0286] <Evaluation of development residue (residue in unexposed areas)> In the above test of [1. Exposure sensitivity (initial)], the cured film obtained with the minimum exposure dose that resulted in a pattern line width of 1.0 μm or more after development was heated together with the glass substrate in an oven at 220° C. for 1 hour. After heating the cured film, the number of residues present in the regions on the glass substrate that were not irradiated with light in the exposure process (unexposed areas) was observed with a SEM (Scanning Electron Microscope, magnification: 20,000 times) to evaluate the residues in the unexposed areas. The evaluation was performed according to the following criteria, and the results are shown in the "Development Residue" column in Tables 6 to 8. It can be said that the fewer the number of residues, the more the generation of development residues is suppressed. The evaluation result is preferably 3, 4 or 5, more preferably 4 or 5, and most preferably 5.

[0287] -Evaluation criteria- “5”: A pattern was formed, and no residue was observed in the unexposed areas. "4": A pattern was formed, and 1 to 3 residues were observed in an unexposed area of ​​1.0 μm square. "3": A pattern was formed, and 4 to 10 residues were observed in an unexposed area of ​​1.0 μm square. “2”: A pattern was formed, and 11 or more residues were observed within a 1.0 μm square area of ​​the unexposed area. "1": No pattern was formed due to poor development.

[0288] <Evaluation of storage defects (defects)> The curable compositions in each of the Examples and Comparative Examples were applied onto a glass substrate by spin coating so that the film thickness after drying would be 0.9 μm, and then the glass substrate onto which the curable composition had been applied was heated on a hot plate at 100° C. for 2 minutes to obtain a coating film. After 24 hours, exposure, development, and post-baking processes were carried out under the same conditions as in the above-mentioned "Evaluation of pattern shape", to obtain a patterned cured product. The patterned cured product was observed using an optical microscope MT-3600LW (manufactured by FLOVEL) to evaluate storage defects (presence or absence of foreign matter). The fewer the foreign matters, the better the storage stability is, and the more the storage defects are suppressed. The evaluation result is preferably 3, 4, or 5, more preferably 4 or 5, and most preferably 5.

[0289] [Evaluation Criteria] "5": No foreign matter was observed on the patterned cured product. "4": Less than 5 foreign objects were found on the patterned cured product. "3": 5 to 10 foreign bodies are found on the patterned cured product. "2": 11 to 50 foreign bodies are found on the patterned cured product. "1": 51 to 100 foreign bodies were found on the patterned cured product.

[0290] (Examples 77 to 78, Comparative Examples 3 to 4) In each of the Examples and Comparative Examples, the raw materials shown in Table 9 below were mixed to prepare a curable composition. In Table 9, the entries "R-1", "Y-1", etc. in the "Pigment Dispersion 1" or "Pigment Dispersion 2" columns mean that the above-mentioned "Pigment Dispersion R-1", "Pigment Dispersion Y-1", etc. were used. In addition, in Table 9, the notation "-" indicates that the corresponding compound is not contained.

[0291] [Table 9]

[0292] <Glass substrate adhesion sensitivity (adhesion) evaluation> [Preparation of Glass Substrate with Undercoat Layer] A glass substrate (Corning 1737) was ultrasonically cleaned with a 0.5% by mass aqueous solution of sodium hydroxide, then washed with water and dehydrated and baked (200°C / 20 minutes). Next, CT-4000 (manufactured by FUJIFILM Electronic Materials Co., Ltd.) was applied to the cleaned glass substrate using a spin coater so that the film thickness after drying would be 0.1 μm, and the substrate was dried by heating at 220°C for 1 hour using a hot plate to prepare a glass substrate with an undercoat layer.

[0293] [Evaluation of Adhesion Sensitivity] Except for using the above-mentioned glass substrate with undercoat layer, the evaluation was performed in the same manner as described above in "Evaluation of Adhesion Sensitivity (Adhesion)". The evaluation results are shown in the "Glass Substrate Adhesion Sensitivity" column in Table 9.

[0294] As shown above in the Examples and Comparative Examples, according to the curable compositions of the Examples, films having excellent adhesion to the support were formed. The curable composition in Comparative Example 1 did not contain a resin satisfying at least one of the conditions 1 and 2, and a film having excellent adhesion to the support was not formed. The curable composition in Comparative Example 2 did not contain a resin satisfying at least one of the conditions 1 and 2, and a film having excellent adhesion to the support was not formed.

[0295] (Examples 101 to 164) Any one of the green composition, blue composition, and red composition was applied by spin coating so that the film thickness after film formation would be 1.0 μm so as not to overlap with the color of the curable composition. For example, the color of the curable composition in Examples 1 to 50 is red, the color of the curable composition in Examples 51 to 56 is blue, and the color of the curable composition in Examples 57 to 64 is green. Three color compositions were prepared: either the Red composition of Examples 1 to 50, the Green composition of Examples 57 to 64, or the Blue composition of Examples 51 to 56, and two compositions selected from the group consisting of the Red composition, the Green composition, and the Blue composition described below, so that the colors did not overlap with the above compositions (one of the Red composition, Green composition, and Blue composition was the composition of Examples 1 to 64). Next, the film was heated at 100° C. for 2 minutes using a hot plate. Then, an i-line stepper exposure apparatus FPA-3000i5+ (Canon Inc.) was used to expose the film at 1,000 mJ / cm 2 The substrate was exposed to light at 1000 nm through a mask with a dot pattern of 2 μm square. Next, paddle development was performed at 23° C. for 60 seconds using a 0.3% by mass aqueous solution of tetramethylammonium hydroxide (TMAH). After that, the substrate was rinsed with a spin shower and further washed with pure water. Next, the substrate was heated at 200° C. for 5 minutes using a hot plate to pattern the red composition, green composition, and blue composition, respectively, to form red, green, and blue colored patterns (Bayer patterns). The Bayer pattern is a repeated 2 x 2 array of color filter elements, each having one red element, two green elements, and one blue element, as disclosed in U.S. Pat. No. 3,971,065. The solid-state imaging device thus obtained was used to capture images, and image performance was evaluated. When any of the compositions obtained in Examples 1 to 64 was used, the images were clearly recognizable even in a low-illumination environment.

[0296] The red composition, green composition, blue composition, and composition for forming an infrared transmission filter used in Examples 101 to 164 are as follows.

[0297] -Red composition- The following components were mixed and stirred, and then filtered through a nylon filter having a pore size of 0.45 μm (manufactured by Nippon Pall Co., Ltd.) to prepare a Red composition. Red pigment dispersion: 51.7 parts by weight 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 weight Surfactant 1: 4.2 parts by weight PGMEA: 42.6 parts by mass

[0298] -Green composition- The following components were mixed and stirred, and then filtered through a nylon filter having a pore size of 0.45 μm (manufactured by Nippon Pall Co., Ltd.) to prepare a Green composition. 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 weight Surfactant 1: 4.2 parts by weight Ultraviolet absorber (UV-503, manufactured by Daito Chemical Co., Ltd.): 0.5 parts by mass PGMEA: 19.5 parts by mass

[0299] -Blue composition- The following components were mixed and stirred, and then filtered through a nylon filter having a pore size of 0.45 μm (manufactured by Nippon Pall Co., Ltd.) to prepare a Blue composition. 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 Photopolymerization initiator 1: 0.8 parts by weight Surfactant 1: 4.2 parts by weight PGMEA: 45.8 parts by mass

[0300] -Composition for forming infrared transmission filter- The components in the following composition were mixed and stirred, and then filtered through a nylon filter having a pore size of 0.45 μm (manufactured by Nippon Pall Co., Ltd.) to prepare a composition for forming an infrared transmission filter.

[0301] <Composition 100> Pigment dispersion 1-1: 46.5 parts by weight Pigment dispersion 1-2: 37.1 parts by weight Polymerizable compound 5: 1.8 parts by mass Resin 4: 1.1 parts by mass Photopolymerization initiator 2: 0.9 parts by mass Surfactant 1: 4.2 parts by weight Polymerization inhibitor (p-methoxyphenol): 0.001 parts by mass Silane coupling agent: 0.6 parts by mass PGMEA: 7.8 parts by mass

[0302] <Composition 101> Pigment dispersion 2-1: 1,000 parts by weight Polymerizable compound (dipentaerythritol hexaacrylate): 50 parts by mass Resin: 17 parts by mass Photopolymerization initiator (1-[4-(phenylthio)]-1,2-octanedione-2-(O-benzoyloxime)): 10 parts by mass PGMEA: 179 parts by mass Alkali-soluble polymer FA-1: 17 parts by mass (solid content: 35 parts by mass)

[0303] <Synthesis Example of Alkali-Soluble Polymer FA-1> In a reaction vessel, 14 parts of benzyl methacrylate, 12 parts of N-phenylmaleimide, 15 parts of 2-hydroxyethyl methacrylate, 10 parts of styrene, and 20 parts of methacrylic acid were dissolved in 200 parts of propylene glycol monomethyl ether acetate, and 3 parts of 2,2'-azoisobutyronitrile and 5 parts of α-methylstyrene dimer were further added. After purging the reaction vessel with nitrogen, the mixture was heated at 80°C for 5 hours while stirring and bubbling with nitrogen to obtain a solution containing an alkali-soluble polymer FA-1 (solid concentration 35% by mass). This polymer had a weight average molecular weight of 9,700 and a number average molecular weight of 5,700 in terms of polystyrene, and Mw / Mn was 1.70.

[0304] <Pigment dispersion 2-1> 60 parts of CI Pigment Black 32, 20 parts of CI Pigment Blue 15:6, 20 parts of CI Pigment Yellow 139, 80 parts of Solsperse 76500 manufactured by Lubrizol Japan Co., Ltd. (solids concentration: 50% by mass), 120 parts of a solution containing alkali-soluble polymer F-1 (solids concentration: 35% by mass), and 700 parts of propylene glycol monomethyl ether acetate were mixed and dispersed for 8 hours using a paint shaker to obtain colorant dispersion 2-1.

[0305] The raw materials used for the Red composition, the Green composition, the Blue composition, and the composition for forming an infrared transmission filter are as follows.

[0306] ·Red pigment dispersion A mixture of 9.6 parts by mass of CI Pigment Red 254, 4.3 parts by mass of CI Pigment Yellow 139, 6.8 parts by mass of a dispersant (Disperbyk-161, manufactured by BYK Chemie), and 79.3 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads, 0.3 mm diameter) to prepare a pigment dispersion. Thereafter, the mixture was mixed and dispersed at 2,000 kg / cm using a high-pressure disperser NANO-3000-10 equipped with a pressure reducing mechanism (manufactured by Japan BEE Co., Ltd.). 3The dispersion treatment was carried out at a flow rate of 500 g / min under a pressure of 1000 g / min. This dispersion treatment was repeated 10 times to obtain a red pigment dispersion liquid.

[0307] ·Green pigment dispersion 6.4 parts by weight of CI Pigment Green 36, CI Pigment A mixture of 5.3 parts by mass of Yellow 150, 5.2 parts by mass of a dispersant (Disperbyk-161, manufactured by BYK Chemie), and 83.1 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads, 0.3 mm diameter) to prepare a pigment dispersion. Thereafter, the mixture was mixed and dispersed at 2,000 kg / cm using a high-pressure disperser NANO-3000-10 equipped with a pressure reducing mechanism (manufactured by Japan BEE Co., Ltd.). 3 The dispersion treatment was carried out at a flow rate of 500 g / min under a pressure of 1000 g / min. This dispersion treatment was repeated 10 times to obtain a green pigment dispersion.

[0308] ·Blue pigment dispersion A mixture of 9.7 parts by mass of CI Pigment Blue 15:6, 2.4 parts by mass of CI Pigment Violet 23, 5.5 parts of a dispersant (Disperbyk-161, manufactured by BYK Chemie), and 82.4 parts of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads, 0.3 mm diameter) to prepare a pigment dispersion. Thereafter, the mixture was mixed and dispersed at 2,000 kg / cm using a high-pressure disperser NANO-3000-10 equipped with a pressure reducing mechanism (manufactured by Japan BEE Co., Ltd.). 3 The dispersion treatment was carried out at a flow rate of 500 g / min under a pressure of 1000 g / min. This dispersion treatment was repeated 10 times to obtain a blue pigment dispersion.

[0309] Pigment Dispersion 1-1 A mixture of the following composition was mixed and dispersed for 3 hours using zirconia beads with a diameter of 0.3 mm in a bead mill (high pressure disperser with pressure reducing mechanism NANO-3000-10 (manufactured by Japan BEE Co., Ltd.)) to prepare pigment dispersion 1-1. Mixed pigment consisting of red pigment (CI Pigment Red 254) and yellow pigment (CI Pigment Yellow 139): 11.8 parts by weight Resin (Disperbyk-111, manufactured by BYK Chemie): 9.1 parts by weight ·PGMEA: 79.1 parts by mass

[0310] Pigment Dispersion 1-2 The mixture of the following composition was mixed and dispersed for 3 hours in a bead mill (high pressure disperser with pressure reducing mechanism NANO-3000-10 (manufactured by Nippon BEE Co., Ltd.)) using zirconia beads with a diameter of 0.3 mm to prepare pigment dispersion 1-2. Mixed pigment consisting of blue pigment (CI Pigment Blue 15:6) and purple pigment (CI Pigment Violet 23): 12.6 parts by weight Resin (Disperbyk-111, manufactured by BYK Chemie): 2.0 parts by weight ·Resin A: 3.3 parts by mass Cyclohexanone: 31.2 parts by weight ·PGMEA: 50.9 parts by mass

[0311] Resin A: Structure shown below (Mw=14,000, the ratio of each structural unit is a molar ratio.)

[0312] [ka]

[0313] Polymerizable compound 1: KAYARAD DPHA (a mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate, manufactured by Nippon Kayaku Co., Ltd.) Polymerizable compound 4: structure shown below

[0314] [ka]

[0315] Polymerizable compound 5: Structure shown below (a mixture of the compound on the left and the compound on the right in a molar ratio of 7:3)

[0316] [ka]

[0317] Resin 4: Structure shown below (acid value: 70 mg KOH / g, Mw=11,000, ratio of each structural unit is molar ratio)

[0318] [ka]

[0319] Photopolymerization initiator 1: IRGACURE-OXE01 (1-[4-(phenylthio)]-1,2-octanedione-2-(O-benzoyloxime), manufactured by BASF) Photopolymerization initiator 2: Structure shown below

[0320] [ka]

[0321] Surfactant 1: 1 mass % PGMEA solution of the following mixture (Mw = 14,000). In the following formula, the units of % (62% and 38%) indicating the proportion of the constituent units are % by mass.

[0322] [ka]

[0323] Silane coupling agent: a compound having the following structure: In the following structural formula, Et represents an ethyl group.

[0324] [ka] [Explanation of symbols]

[0325] 1: Cured product 2: Pattern edge of the cured product 4: Support (wafer) L1: Exposure area L2: Unexposed area T: Length of the bottom notch at the edge of the pattern of the cured product

Claims

1. The composition includes a pigment and a resin that satisfies the following condition 2: The resin contains a structural unit represented by the following formula (B1): The resin further contains a structural unit represented by the following formula (D5): The amine value of the resin is 0.30 to 0.60 mmol / g. Curable composition; Condition 2: the resin contains a structural unit having a quaternary ammonium cation structure and a group to which a radical polymerizable group is linked, at a side chain, In the condition 2, the counter anion of the quaternary ammonium cation structure is present in the resin, The radical polymerizable group in the condition 2 is a (meth)allyl group, a (meth)acrylamide group, or a (meth)acryloxy group. 【Chemistry 1】 In formula (B1), R B1 represents a hydrogen atom or an alkyl group, L B1 represents a divalent linking group, R B2 and R B3 each independently represent an alkyl group, L B2 represents an nB+1 valent linking group, L B3 represents a divalent linking group, R B4 represents a hydrogen atom or an alkyl group, nB represents an integer of 1 or more, and when nB is 2 or more, two or more L B3 and two or more R B4 may be the same or different, and at least two of R B2, R B3, L B1, and L B2 may be bonded to form a ring. 【Chemistry 2】 In formula (D5), R Ｄ９ represents a hydrogen atom or an alkyl group; X Ｄ６ is an oxygen atom or NR Ｃ - represents R Ｃ represents a hydrogen atom, an alkyl group or an aryl group; L Ｄ３ represents a divalent linking group; Y Ｄ１ represents an alkylenecarbonyloxy group; Z Ｄ１ represents an aliphatic hydrocarbon group having 1 to 20 carbon atoms or an aromatic hydrocarbon group having 6 to 20 carbon atoms; p represents an integer of 1 or more; when p is 2 or more, p Y Ｄ１ may be the same or different.

2. In the formula (B1), nB is 1, and L Ｂ２ and L Ｂ３ The curable composition according to claim 1, wherein represents any one of groups represented by the following formulas (C1) to (C3): 【Chemistry 3】 In formulas (C1) to (C3), L Ｃ１ and L Ｃ２ each independently represents a single bond or a divalent linking group, the wavy line represents a bonding site with the nitrogen atom in formula (B1), * represents R Ｂ４ Each represents a bonding site with the carbon atom to which it is bonded.

3. The curable composition according to claim 1 or 2, wherein the content of the structural unit represented by formula (B1) in the resin is 1% by mass to 60% by mass.

4. The curable composition according to any one of claims 1 to 3, wherein the content of the structural unit represented by formula (B1) in the resin is 5 mass% or more relative to the total mass of the resin.

5. A curable composition described in any one of claims 1 to 4, wherein the resin further contains a structural unit represented by the following formula (D4), and the acid value of the resin is 40 to 90 mg KOH / g. 【Chemistry 4】 In formula (D4), R Ｄ８ represents a hydrogen atom or an alkyl group; X Ｄ５ is -COO-, -CONR Ｂ - or an arylene group; R Ｂ represents a hydrogen atom, an alkyl group or an aryl group; L Ｄ２ represents an aliphatic hydrocarbon group having 1 to 10 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms, or a group in which two or more groups selected from the group consisting of an aliphatic hydrocarbon group having 1 to 10 carbon atoms and an aromatic hydrocarbon group having 6 to 20 carbon atoms are bonded to one or more groups selected from the group consisting of an ether bond and an ester bond; Ｄ２ , X Ｄ５ When is an arylene group, it may be a single bond.

6. The resin further comprises a structural unit D having a radical polymerizable group and different from the structural unit represented by formula (A1) and the structural unit represented by formula (B1). The curable composition according to any one of claims 1 to 5. 【Chemistry 5】 In formula (A1), R A1 represents a hydrogen atom or an alkyl group, A A1 represents a structure containing a group in which a proton has been dissociated from an acid group, R A2 and R A3 each independently represent an alkyl group or an aralkyl group, L A1 represents a monovalent substituent when mA is 1, and represents a mA-valent linking group when mA is 2 or more, L A2 represents a nA+1-valent linking group, L A3 represents a divalent linking group, R A4 represents a hydrogen atom or an alkyl group, nA represents an integer of 1 or more, mA represents an integer of 1 or more, when mA is 2 or more, two or more R A2 s, two or more R A3 s, and two or more L A2 s may be the same or different, and when mA is 2 or more, R A2 included in a certain structure out of mA structures that are structures containing a quaternary ammonium cation may be a quaternary ammonium cation. and R A3 may form a ring structure with at least one selected from the group consisting of R A2 and R A3 contained in another structure, and when at least one selected from the group consisting of nA and mA is 2 or more, two or more L A3 and two or more R A4 may be the same or different, and at least two of R A2 , R A3 and L A2 may be bonded to form a ring;

7. The curable composition according to claim 6 , wherein the resin further contains, as the structural unit D, a structural unit represented by the following formula (D1): 【Chemistry 6】 In formula (D1), R Ｄ１ ~R Ｄ３ each independently represents a hydrogen atom or an alkyl group; X Ｄ１ is -COO-, -CONR Ｄ６ - or an arylene group; R Ｄ６ represents a hydrogen atom, an alkyl group or an aryl group; R Ｄ４ represents a divalent linking group; L Ｄ１ represents a group represented by the following formula (D2), formula (D3) or formula (D3′), and R Ｄ５ represents a (n+1)-valent linking group; X Ｄ２ is an oxygen atom or NR Ｄ７ - represents R Ｄ７ represents a hydrogen atom, an alkyl group or an aryl group; R Ｄ represents a hydrogen atom or a methyl group; nD represents an integer of 1 or more; when nD is 2 or more, two or more X Ｄ２ and 2 or more R Ｄ may be the same or different. 【Chemistry 7】 In formula (D2), formula (D3) and formula (D3′), X Ｄ３ represents an oxygen atom or -NH-; X Ｄ４ represents an oxygen atom or COO—, R ｅ１ ~R ｅ３ each independently represents a hydrogen atom or an alkyl group; R ｅ１ ~R ｅ３ At least two of X may be bonded to form a ring structure; Ｄ５ represents an oxygen atom or -COO-; R ｅ４ ~R ｅ６ each independently represents a hydrogen atom or an alkyl group; R ｅ４ ~R ｅ６ At least two of the above may be bonded to form a ring structure, and the * and wavy line indicate the bonding position to other structures.

8. The curable composition according to any one of claims 1 to 7, comprising an oxime compound as a photopolymerization initiator.

9. The curable composition according to any one of claims 1 to 8, further comprising a polymerizable compound.

10. The curable composition according to any one of claims 1 to 9, which is for forming a colored layer or an infrared absorbing layer of a color filter.

11. A film formed from the curable composition according to any one of claims 1 to 10.

12. A color filter formed from the curable composition according to any one of claims 1 to 10.

13. A step of applying the curable composition according to any one of claims 1 to 10 onto a support to form a composition layer; patternwise exposing the composition layer to light; and developing and removing the unexposed areas to form a colored pattern. A method for manufacturing a color filter.

14. A step of applying the curable composition according to any one of claims 1 to 10 onto a support to form a composition layer, and curing the composition layer to form a cured layer; forming a photoresist layer on the hardened layer; patterning the photoresist layer by exposure and development to obtain a resist pattern; Etching the cured layer using the resist pattern as an etching mask. A method for manufacturing a color filter.

15. A solid-state imaging device comprising the film according to claim 11 or the color filter according to claim 12.

16. An image display device comprising the film according to claim 11 or the color filter according to claim 12.

17. A polymerizable composition comprising a structural unit represented by the following formula (B1) and a structural unit represented by the following formula (D5): The counter anion of the quaternary ammonium cation structure exists in the polymer compound, Further comprising a structural unit D having a radical polymerizable group and different from the structural unit represented by formula (A1) and the structural unit represented by formula (B1), The amine value is 0.30 to 0.60 mmol / g. High molecular compound; 【Chemistry 8】 In formula (A1), R Ａ１ represents a hydrogen atom or an alkyl group; A Ａ１ represents a structure containing a group in which a proton is dissociated from an acid group, R Ａ２ and R Ａ３ each independently represents an alkyl group or an aralkyl group; L Ａ１ represents a monovalent substituent when mA is 1, and represents a mA-valent linking group when mA is 2 or more; L Ａ２ represents a nA+1-valent linking group; L Ａ３ represents a divalent linking group, R Ａ４ represents a hydrogen atom or an alkyl group, nA represents an integer of 1 or more, mA represents an integer of 1 or more, and when mA is 2 or more, R Ａ２ , 2 or more R Ａ３ and 2 or more L Ａ２ may be the same or different, and when mA is 2 or more, R included in a certain structure among mA structures that contain a quaternary ammonium cation Ａ２ and R Ａ３ At least one selected from the group consisting of R Ａ２ and R Ａ３ and when at least one selected from the group consisting of nA and mA is 2 or more, two or more L Ａ３ and 2 or more R Ａ４ may be the same or different, R Ａ２ , R Ａ３ and L Ａ２ at least two of may be linked to form a ring; In formula (B1), R Ｂ１ represents a hydrogen atom or an alkyl group; L Ｂ１ represents a divalent linking group, R Ｂ２ and R Ｂ３ each independently represents an alkyl group; L Ｂ２ represents a nB+1-valent linking group; L Ｂ３ represents an ether bond (-O-), an ester bond (-COO-), an amide bond (-NHCO-), or an alkylene group; R Ｂ４ represents a hydrogen atom or an alkyl group; nB represents an integer of 1 or more; when nB is 2 or more, two or more L Ｂ３ and 2 or more R Ｂ４ may be the same or different, R Ｂ２ , R Ｂ３ , L Ｂ１ and L Ｂ２ At least two of these may be bonded to form a ring. 【Chemistry 9】 In formula (D5), R Ｄ９ represents a hydrogen atom or an alkyl group; X Ｄ６ is an oxygen atom or NR Ｃ - represents R Ｃ represents a hydrogen atom, an alkyl group or an aryl group; L Ｄ３ represents a divalent linking group; Y Ｄ１ represents an alkylenecarbonyloxy group; Z Ｄ１ represents an aliphatic hydrocarbon group having 1 to 20 carbon atoms or an aromatic hydrocarbon group having 6 to 20 carbon atoms; p represents an integer of 1 or more; when p is 2 or more, p Y Ｄ１ may be the same or different.

18. In the formula (B1), nB is 1, and L Ｂ２ and L Ｂ３ represents any one of groups represented by the following formulas (C1) to (C3): 【Chemistry 10】 In formulas (C1) to (C3), L Ｃ１ and L Ｃ２ each independently represents a divalent linking group, the wavy line represents a bonding site with the nitrogen atom in formula (B1), * represents R Ｂ４ Each represents a bonding site with the carbon atom to which it is bonded.

19. The polymer compound according to claim 17 or 18, further comprising a structural unit represented by formula (D4) and having an acid value of 40 to 90 mg KOH / g. 【Chemistry 11】 In formula (D4), R Ｄ８ represents a hydrogen atom or an alkyl group; X Ｄ５ is -COO-, -CONR Ｂ - or an arylene group; R Ｂ represents a hydrogen atom, an alkyl group or an aryl group; L Ｄ２ represents an aliphatic hydrocarbon group having 1 to 10 carbon atoms, an aromatic hydrocarbon group having 6 to 20 carbon atoms, or a group in which two or more groups selected from the group consisting of an aliphatic hydrocarbon group having 1 to 10 carbon atoms and an aromatic hydrocarbon group having 6 to 20 carbon atoms are bonded to one or more groups selected from the group consisting of an ether bond and an ester bond; Ｄ２ , X Ｄ５ When is an arylene group, it may be a single bond.

20. A polymer compound according to any one of claims 17 to 19, wherein the content of the structural unit represented by formula (B1) is 5 mass% or more relative to the total mass of the polymer compound.

Images