Resin, curable composition, cured product, color filter, solid-state imaging device, image display device, and polymer compound

Abstract

To provide a resin excellent in dispersibility and storage stability, and a curable composition and a cured product containing the resin, a color filter provided with the cured product, or a solid state imaging element or an image displaying device provided with the color filter.SOLUTION: Provided is a resin which is an acrylic resin, a polyester resin. a polyamide resin, or a polyamide resin having a graft structure represented by the formula (1). In the formula (1), P1 expresses a polymer chain, X1 expresses an alkylene group having a length of an atomic number of 3 or more, L expresses a monovalent or bivalent connection group, and * expresses a connection position to a structure including a main chain.SELECTED DRAWING: None

Description

[Technical field]

[0001] The present disclosure relates to a resin, a curable composition, a cured product, 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. 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. Known conventional dispersants are those described in JP-A-2007-321141 and WO-A-2008 / 00776. Summary of the Invention [Problem to be solved by the invention]

[0003] An object of one embodiment of the present disclosure is to provide a resin having excellent dispersibility and storage stability. Another problem to be solved by another embodiment of the present disclosure is to provide a curable composition and a cured product containing the above resin, a color filter including the above cured product, or a solid-state imaging element or an image display device including the above color filter. An object of still another embodiment of the present disclosure is to provide a novel polymer compound. [Means for solving the problem]

[0004] The present disclosure includes the following aspects. <1> A resin having a graft structure represented by the following formula (1): [ka]

[0005] In formula (1), P 1 represents the polymer chain, and X 1 represents an alkylene group having a length of 3 or more atoms, L represents a single bond or a divalent linking group, and * represents the linking position to the structure including the main chain.

[0006] <2> Above P 1 is a poly(meth)acrylate chain; <1> The resin described in <3> The above L is a linking group containing a urethane bond, a urea bond, an ester bond, an amide bond, or an ether bond. <1> or <2> The resin described in <4> Above X 1 The number of consecutive carbon atoms contained in is 3 or more and 20 or less. <1> ~ <3> 13. The resin according to claim 12, <5> The resin is an acrylic resin, a polyester resin, a polyamide resin, or a polyurethane resin. <1> ~ <4> 13. The resin according to claim 12, <6> A dispersant, <1> ~ <5> 13. The resin according to claim 12, <7> <1> ~ <6> A curable composition comprising the resin according to any one of claims 1 to 5. <8> <7> A cured product obtained by curing the curable composition described in claim 1. <9> <8> A color filter comprising the cured product according to claim 1. <10> <9> A solid-state imaging device having the color filter according to claim 1. <11> <9> An image display device comprising the color filter according to claim 1. <12> A polymer compound represented by the following formula (1a):

[0007] [ka]

[0008] Equation (1a), P 1 represents the polymer chain, and X1 represents a divalent linking group having 3 or more atoms in length, L represents a single bond or a divalent linkage, Z 1 represents an ethylenically unsaturated group, or a group having a diol structure, a diamine structure, or an aminoalcohol structure.

[0009] <13> Above P 1 is a poly(meth)acrylate chain; <12> The polymer compound according to claim 1, <14> The above L is a linking group containing a urethane bond, a urea bond, an ester bond, an amide bond, or an ether bond. <12> or <13> The polymer compound according to claim 1, <15> Above Z 1 The ethylenically unsaturated group in the formula (I) contains a (meth)acryloxy group. <12> ~ <14> 13. The polymer compound according to claim 12, <16> Above X 1 The number of consecutive carbon atoms contained in is 3 or more and 20 or less. <13> ~ <16> 13. The polymer compound according to claim 12, Effect of the Invention

[0010] According to one embodiment of the present disclosure, a resin having excellent dispersibility and storage stability is provided. Furthermore, according to another embodiment of the present disclosure, there is provided a curable composition and a cured product containing the above-described resin, a color filter including the above-described cured product, or a solid-state imaging device or an image display device including the above-described color filter. According to yet another embodiment of the present disclosure, there is provided a novel polymer compound. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0011] The contents of the present disclosure will be described in detail below. The following description of the components may be based on a representative embodiment of the present disclosure, but the present disclosure is not limited to such an embodiment. In the present disclosure, the use of "to" indicating a numerical range means that the numerical values ​​before and after it are included as the lower limit and upper limit. In the numerical ranges described in the present disclosure in stages, the upper or lower limit value described in one numerical range may be replaced with the upper or lower limit value of another numerical range described in stages. In addition, in the numerical ranges described in the present disclosure, the upper or lower limit value of the numerical range may be replaced with a value shown in the examples. Furthermore, in the present disclosure, when a plurality of substances corresponding to each component are present in the composition, the amount of each component in the composition means the total amount of the corresponding substances present in the composition, unless otherwise specified. In addition, in the description of groups (atomic groups) in the present disclosure, descriptions that do not indicate whether they are substituted or unsubstituted include those that have no substituents as well as those that have a substituent. For example, an "alkyl group" includes not only an alkyl group that has no substituents (unsubstituted alkyl groups) but also an alkyl group that has a substituent (substituted alkyl groups). In this disclosure, unless otherwise specified, "Me" represents a methyl group, "Et" represents an ethyl group, "Pr" represents a propyl group, "Bu" represents a butyl group, and "Ph" represents a phenyl group. In the present disclosure, "(meth)acrylic" is a term used as a concept that includes both acrylic and methacrylic, and "(meth)acryloyl" is a term used as a concept that includes both acryloyl and methacryloyl. In addition, in the present disclosure, 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 purpose of the process is achieved. In the present disclosure, the term "total solid content" refers to the total mass of the components excluding the solvent from the entire composition of the composition. Also, as described above, the "solid content" refers to the components excluding the solvent, and may be, for example, solid or liquid at 25°C. In the present disclosure, "mass %" and "weight %" are synonymous, and "parts by mass" and "parts by weight" are synonymous. Furthermore, in the present disclosure, combinations of two or more preferred embodiments are more preferred embodiments. In addition, unless otherwise specified, the weight average molecular weight (Mw) and number average molecular weight (Mn) in the present disclosure are molecular weights detected by a gel permeation chromatography (GPC) analyzer using columns of TSKgel GMHxL, TSKgel G4000HxL, or TSKgel G2000HxL (all product names manufactured by Tosoh Corporation) in a solvent of THF (tetrahydrofuran) and a differential refractometer, and converted using polystyrene as a standard substance. The present disclosure will be described in detail below.

[0012] (resin) The resin according to the present disclosure has a graft structure represented by the following formula (1). [ka]

[0013] In formula (1), P 1 represents the polymer chain, and X 1 represents an alkylene group having a length of 3 or more atoms, L represents a single bond or a divalent linking group, and * represents the linking position to the structure including the main chain.

[0014] In recent years, the number of pixels in image sensors has increased, leading to the miniaturization and thinning of patterns. This has resulted in a relative increase in the pigment concentration in color filters, and further development of dispersants is required. Dispersants generally adsorb to pigments via acid groups in the dispersing groups, and the steric repulsive groups in the dispersing groups ensure the dispersion stability of the pigment. After extensive research, the present inventors have found that a resin having a graft structure represented by the above formula (1) according to the present disclosure (hereinafter also referred to as "resin represented by formula (1) according to the present disclosure") has a P 1 It is presumed that by having a certain degree of length, the three-dimensional repulsion effect of the graft structure portion is easily exhibited, resulting in excellent dispersibility of pigments and the like and excellent storage stability. In addition, since the resin has the specific structure, the steric repulsion effect is easily exerted, and the ratio of hydrophobic parts in the resin can be reduced. Therefore, it is presumed that the curable composition containing the resin has excellent developability compared to the case where the resin contains a conventional dispersant. Hereinafter, each component of the resin represented by formula (1) according to the present disclosure will be described in detail.

[0015] The resin represented by formula (1) according to the present disclosure can be suitably used as a dispersant. The weight average molecular weight of the resin represented by formula (1) according to the present disclosure is preferably 500 to 20,000. The lower limit is preferably 600 or more, more preferably 1,000 or more. The upper limit is preferably 10,000 or less, more preferably 5,000 or less, and even more preferably 3,000 or less.

[0016] [P 1 〕 The resin represented by formula (1) according to the present disclosure has a graft structure, and in formula (1), P 1 represents a polymer chain. The resin represented by formula (1) according to the present disclosure has a graft structure of P 1 By having a polymer chain represented by the formula (I), the dispersibility and storage stability are excellent.

[0017] P 1 There is no particular limitation on the type of the polymer chain, and examples thereof include a vinyl polymer chain, an acrylic polymer chain, and a styrene polymer chain. Examples of the vinyl polymer include polyethylene, polypropylene, polystyrene, vinyl chloride copolymers, vinyl chloride-vinyl acetate copolymers, polyvinylpyrrolidone, polyvinyl butyral, and polyvinyl alcohol. The vinyl polymer refers to a polymer containing structural units formed from polyethylene, polypropylene, polystyrene, vinyl chloride copolymers, vinyl chloride-vinyl acetate copolymers, polyvinylpyrrolidone, polyvinyl butyral, polyvinyl alcohol, etc. Examples of the acrylic polymer include homopolymers and copolymers of acrylic acid monomers such as acrylic acid, methacrylic acid, acrylic acid esters, and methacrylic acid esters. The acrylic polymer refers to a polymer containing structural units formed from acrylic acid, methacrylic acid, acrylic acid esters, methacrylic acid esters, and the like. Examples of styrene-based polymers include polystyrene and acrylonitrile-styrene copolymers (AS resins). The styrene-based polymer refers to a polymer containing structural units formed from styrene.

[0018] Among these, P 1 From the viewpoints of dispersibility and storage stability, the polymer chain is preferably an acrylic polymer chain, more preferably a poly(meth)acrylate chain, and even more preferably a poly(meth)alkyl acrylate chain. The alkyl group in the polyalkyl (meth)acrylate chain is preferably an alkyl group having 1 to 12 carbon atoms, more preferably an alkyl group having 1 to 6 carbon atoms, and even more preferably an alkyl group having 1 to 4 carbon atoms.

[0019] P 1 The polymer chain represented by the formula (I) may be of only one type, or may contain two or more types of polymer chains. From the viewpoint of dispersibility and storage stability, P 1 The polymer chain represented by the formula (I) preferably contains two or more types of polymer chains, more preferably contains two to four types of polymer chains, further preferably contains two or three types of polymer chains, and particularly preferably contains two types of polymer chains.

[0020] From the viewpoint of dispersibility and storage stability, P 1As the alkyl group, it is preferable that the alkyl group contains 2 to 4 types of polyalkyl (meth)acrylate chains having 1 to 6 carbon atoms, it is more preferable that the alkyl group contains 2 or 3 types of polyalkyl (meth)acrylate chains having 1 to 6 carbon atoms, it is even more preferable that the alkyl group contains 2 types of alkyl (meth)acrylate chains having 1 to 4 carbon atoms, and it is particularly preferable that the alkyl group contains an alkyl acrylate chain having 1 to 4 carbon atoms and an alkyl methacrylate chain having 1 to 4 carbon atoms.

[0021] P 1 The Hansen solubility parameter of the polymer chain is 7.0 (cal / cm 3 ) 0.5 ~13.0(cal / cm 3 ) 0.5 The upper limit is preferably 12.5 (cal / cm 3 ) 0.5 It is preferable that the calorie content is 12.0 (cal / cm 3 ) 0.5 More preferably, the lower limit is 7.5 cal / cm 3 It is preferable that the calorie content is 8.0 (cal / cm 3 ) 0.5 More preferably, it is equal to or greater than this. When the Hansen solubility parameter of the polymer chain is within the above range, the dispersibility of the pigment is good and excellent storage stability is likely to be obtained. The Hansen solubility parameter is defined by three-dimensional parameters of the London dispersion force term, the molecular polarization term (dipole force term), and the hydrogen bond term, and is a value expressed by the following formula (H-1). Details regarding the Hansen solubility parameter are described in "PROPERTIES OF POLYMERS" (author: DWVAN KREVELEN, publisher: ELSEVIER SCIENTIFIC PUBLISHING COMPANY, 5th edition, published in 1989). δ 2 =(δD) 2 +(δP) 2 +(δH) 2 (H-1) δ: Hansen solubility parameter δD: London dispersion force term δP: Molecular polarization term (dipole force term) δH: Hydrogen bond term

[0022] In this specification, the Hansen solubility parameter of a polymer chain is calculated from the London dispersion force term (δD), molecular polarization term (dipole force term) (δP), and hydrogen bond term (δH) of the monomer corresponding to the repeating unit of the polymer chain using Ver. 4.1.07 of HSPiP (Hansen Solubility Parameters in Practice), a program developed by the group of Dr. Hansen, who proposed the Hansen solubility parameter, and calculated from the above formula (H-1). When the polymer chain is a copolymer, the sum of values ​​obtained by multiplying the Hansen solubility parameters of monomers corresponding to each repeating unit of the copolymer by the mass ratio of each repeating unit of the copolymer is used.

[0023] In addition, the solubility parameter (SP value) of the organic solvent described later is 1 is preferably within 2.3, and more preferably within 1.8. From the SP value of organic solvents 1 When the absolute value obtained by subtracting the SP value of the polymer chain represented by 1 Since the polymer chain represented by the formula (I) is easily spread in the organic solvent, the storage stability is further improved.

[0024] Here, the solubility parameter (SP value) is calculated by the Okitsu method (Okitsu Toshinao, Journal of the Adhesion Society of Japan, vol. 29 (5) (1993)). Specifically, the SP value is calculated by the following formula: where ΔF is a value given in the literature. SP value (δ) = ΣΔF (Molar Attraction Constants) / V (Molar Volume) In this specification, the unit of SP value is MPa. 1 / 2 It is. When a mixture of multiple organic solvents is used as the organic solvent, the SP value is calculated as a weighted average value according to the mass ratio of each organic solvent contained. Specifically, the weighted average value is "X" calculated by the following formula 1. Specifically, the SP value of organic solvent A containing two or more organic solvents is X, which is calculated by substituting the SP value of the i-th organic solvent (i is an integer of 1 or more) contained in Si and the mass content of the i-th organic solvent in the entire organic solvent A in Formula 1 below.

[0025]

number

[0026] [X 1 〕 In formula (1), X 1 represents an alkylene group having a length of three or more atoms. In the present disclosure, an alkylene group having a length of 3 or more atoms means that in formula (1), the number of atoms that constitutes the shortest chain length from the S atom to the L atom is 3 or more. For example, when formula (1) has the following structure, the number of atoms from the S atom to L that forms the shortest chain length is 6.

[0027] [ka]

[0028] In the above structure, L represents a single bond or a divalent linking group, and X 1 represents an alkylene group having a length of 3 or more atoms, P1 represents a polymer chain, and * represents the position of connection to a structure including the main chain.

[0029] In formula (1), X 1 The atom contained in X may be one type or two or more types. From the viewpoint of dispersibility and storage stability,1 It is preferable that only one type of atom is contained. The alkylene group may have a substituent, such as a hydroxy group, an amino group, or an alkoxy group.

[0030] In the formula (1), from the viewpoint of dispersibility and storage stability, X 1 The number of consecutive carbon atoms contained in is preferably 3 to 20, more preferably 4 to 20, further preferably 4 to 12, and particularly preferably 4 to 10.

[0031] In formula (1), X 1 From the viewpoints of dispersibility and storage stability, the alkylene group is preferably an alkylene group having 4 or more carbon atoms, which is unsubstituted or has a hydroxy group as a substituent, more preferably an alkylene group having 4 to 20 carbon atoms, which is unsubstituted or has a hydroxy group as a substituent, even more preferably an alkylene group having 4 to 12 atoms, which is unsubstituted or has a hydroxy group as a substituent, and particularly preferably an unsubstituted alkylene group having 4 to 10 carbon atoms.

[0032] In an alkylene group having a length of 3 or more atoms, the bond not bonded to the sulfur atom (S) is preferably bonded to a carbonyl group or a heteroatom, and more preferably bonded to a carbonyl group or an oxygen atom. The alkylene group having 3 or more atoms in length may further have a divalent alkylene group which may have a heteroatom between the sulfur atom (S). Examples of the divalent alkylene group which may have a heteroatom include -O-, -C(=O)-, and -C(=O)-O-, or groups formed by combining two or more of these groups. From the viewpoints of ease of synthesis, dispersibility, and storage stability, it is preferable that the alkylene group having 3 or more atoms in length does not have a divalent alkylene group which may have a heteroatom between the sulfur atom (S).

[0033] [L] In formula (1), L represents a single bond or a divalent linking group. Examples of the divalent linking group include an alkylene group and a linking group containing a urethane bond, a urea bond, an ester bond, an amide bond, or an ether bond. From the viewpoints of dispersibility and storage stability, the divalent linking group is preferably a linking group containing a urethane bond, a urea bond, an ester bond, an amide bond, or an ether bond, more preferably a linking group containing a urethane bond, a urea bond, an ester bond, or an ether bond, and even more preferably a linking group containing a urethane bond.

[0034] When L is a divalent linking group, it is preferable that it is a linking group having a structure represented by the following (L1).

[0035] [ka]

[0036] In the above (L1), L 1 represents an alkylene group, a urethane bond, a urea bond, an ester bond, an amide bond, or an ether bond; L 2 is an alkylene group having 1 to 10 carbon atoms, or -R L1 -OR L2 - represents R L1 and R L2 each independently represents an alkylene group having 1 to 4 carbon atoms, and ** represents X in formula (1). 1 represents the position of linkage to the structure containing the main chain, and * represents the position of linkage to the structure containing the main chain. L 2 The alkylene group having 1 to 10 carbon atoms represented by the following formula may be a linear, branched or cyclic alkylene group, and may have a substituent. L 2 From the viewpoints of dispersibility and storage stability, the alkylene group represented by the following formula (I) is preferably a linear or cyclic alkylene group, and more preferably a linear alkylene group. A suitable example of the substituent that the alkylene group having 1 to 10 carbon atoms has is a hydroxy group.

[0037] The alkylene group having 1 to 10 carbon atoms is preferably a linear alkylene group having 2 to 8 carbon atoms or a cyclic alkylene group having 4 to 8 carbon atoms, more preferably a linear alkylene group having 2 to 4 carbon atoms or a cyclic alkylene group having 4 to 6 carbon atoms, and even more preferably a linear alkylene group having 2 or 3 carbon atoms.

[0038] From the viewpoint of dispersibility and storage stability, L 1 is a urethane bond, a urea bond, an ester bond, an amide bond, or an ether bond, and L 2 is preferably a linear alkylene group having 2 to 8 carbon atoms or a cyclic alkylene group having 4 to 8 carbon atoms, and L 1 is a urethane bond, and L 2 is a linear alkylene group having 2 to 4 carbon atoms, or L 1 is an ether bond, and L 2 is more preferably a cyclic alkylene group having 4 to 6 carbon atoms, and L 1 is a urethane bond, and L 2 It is more preferable that is a linear alkylene group having 2 or 3 carbon atoms.

[0039] L in formula (L1) 1 and L 2 Examples of combinations with L include the following combinations, but it goes without saying that the present disclosure is not limited to these. 2 In the middle, the wavy lines indicate the connection positions with other components.

[0040] [ka]

[0041] The resin represented by formula (1) according to the present disclosure may be an addition polymerization resin, a polycondensation resin, or a polyaddition resin. In the present disclosure, a polycondensation resin refers to a resin obtained by a polycondensation reaction, and a polyaddition resin refers to a resin obtained by a polyaddition reaction. Examples of polycondensation resins include polyamide resins and polyester resins, while examples of polyaddition resins include polyurethane resins and polyurea resins. Examples of the addition polymerization type resin include acrylic resin and styrene resin.

[0042] From the viewpoints of dispersibility and storage stability, the resin represented by formula (1) according to the present disclosure is preferably an acrylic resin, a polyester resin, a polyamide resin, or a polyurethane resin, and more preferably an acrylic resin.

[0043] From the viewpoints of dispersibility and storage stability, the resin represented by formula (1) according to the present disclosure is 1 contains 2 to 4 types of polyalkyl(meth)acrylate chains having 1 to 6 carbon atoms (more preferably contains 2 or 3 types of polyalkyl(meth)acrylate chains having 1 to 6 carbon atoms, further preferably contains 2 types of alkyl(meth)acrylate chains having 1 to 4 carbon atoms, particularly preferably contains an alkyl acrylate chain having 1 to 4 carbon atoms and an alkyl methacrylate chain having 1 to 4 carbon atoms), and X 1 is preferably an alkylene group having 4 or more carbon atoms (more preferably an alkylene group having 4 to 20 carbon atoms, even more preferably an alkylene group having 4 to 12 carbon atoms, and particularly preferably an alkylene group having 4 to 10 carbon atoms), and L is preferably a divalent linking group (more preferably a linking group having the structure represented by (L1) above, and even more preferably in (L1), L 1 is a urethane bond, a urea bond, an ester bond, an amide bond, or an ether bond, and L 2 is a linear alkylene group having 2 to 8 carbon atoms or a cyclic alkylene group having 4 to 8 carbon atoms, and particularly preferably L 1 is a urethane bond, and L 2 is a linear alkylene group having 2 to 4 carbon atoms, or L 1 is an ether bond, and L2 is a cyclic alkylene group having 4 to 6 carbon atoms, and most preferably L 1 is a urethane bond, and L 2 is a straight-chain alkylene group having 2 or 3 carbon atoms.

[0044] The resin represented by formula (1) according to the present disclosure is preferably a resin obtained by a polymerization reaction of a polymer compound having a graft structure represented by the following formula (1a). Moreover, the polymer compound (macromonomer) represented by formula (1a) according to the present disclosure is a novel compound.

[0045] [ka]

[0046] In formula (1a), P 1 represents the polymer chain, and X 1 represents a divalent linking group having 3 or more atoms in length, L represents a single bond or a divalent linkage, Z 1 represents an ethylenically unsaturated group, or a group having a diol structure, a diamine structure, or an aminoalcohol structure.

[0047] In formula (1a), P 1 , X 1 , and L is P in the above formula (1). 1 , X 1 , and L, and the preferred ranges are also the same.

[0048] [Z 1 〕 In formula (1a), Z 1 represents an ethylenically unsaturated group, or a group having a diol structure, a diamine structure, or an aminoalcohol structure. The ethylenically unsaturated group is not particularly limited, and examples thereof include a vinyl group, an allyl group, a vinylphenyl group, a (meth)acrylamide group, a (meth)acryloxy group, etc. Among these, from the viewpoint of reactivity, the ethylenically unsaturated group is preferably a (meth)acryloxy group or a (meth)acrylamide group, and more preferably a (meth)acryloxy group.

[0049] Examples of the group having a diol structure include a group having a 1,2-diol structure and a group having a 1,3-diol structure. More specific examples include groups in which one hydrogen atom other than the hydroxy group has been removed from 1,2-ethanediol, 1,2-propanediol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,2-pentanediol, 1,2-hexanediol, 1,2-heptanediol, diethanolamine, etc. Among these, from the viewpoints of dispersibility and storage stability, the group having a diol structure is preferably 1,2-ethanediol, 1,2-propanediol, 1,3-propanediol, 1,2-butanediol, or a group in which one hydrogen atom other than the hydroxy group has been removed from 1,3-butanediol.

[0050] Examples of the group having a diamine structure include a group having a 1,2-diamine structure and a group having a 1,3-diamine structure. More specific examples include groups in which one hydrogen atom other than the amino group has been removed from ethylenediamine, 1,2-diaminopropane, 1,3-diaminopropane, 1,4-diaminobutane, etc. Among these, from the viewpoints of dispersibility and storage stability, the group having a diamine structure is preferably a group in which one hydrogen atom other than the amino group has been removed from ethylenediamine, 1,2-diaminopropane, 1,3-diaminopropane, or 1,4-diaminobutane.

[0051] Examples of groups having an amino alcohol structure include amino alcohols that do not have a diol structure, such as groups in which one hydrogen atom other than the hydroxy group and the amino group has been removed from aminoethoxyethanol, isopropanolamine, triethanolamine, monoethanolamine (2-aminoethanol), N,N-dimethylethanolamine, N,N-diethylethanolamine, N,N-dibutylethanolamine, N-methylethanolamine, and N-(2-aminoethyl)ethanolamine.

[0052] Z in formula (1a) 1 From the viewpoints of dispersibility and storage stability, the alkyl group is preferably an ethylenically unsaturated group or a group having a diol structure, more preferably an ethylenically unsaturated group, and even more preferably a (meth)acryloxy group.

[0053] The weight average molecular weight (Mw) of the polymer compound represented by formula (1a) according to the present disclosure is preferably 1,500 to 5,000, more preferably 2,000 to 4,000, and even more preferably 2,500 to 3,500, from the viewpoints of dispersibility and storage stability.

[0054] The content of the polymer compound represented by formula (1a) according to the present disclosure is preferably 10 parts by mass to 100 parts by mass, more preferably 20 parts by mass to 80 parts by mass, and even more preferably 30 parts by mass to 60 parts by mass, relative to 100 parts by mass of the total content including resins other than the resin represented by formula (1) according to the present disclosure described below.

[0055] Suitable examples of the polymer compound represented by formula (1a) according to the present disclosure include those shown below, but needless to say, are not limited to these. Furthermore, examples of the resin represented by formula (1) according to the present disclosure include, but are not limited to, those obtained by polymerizing the following exemplary compounds. In the following exemplary compounds, for example, X 1"-C6-" represents an alkylene group having 6 carbon atoms, for example, L 2 The "-C2-O-C2-" represented by the above formula represents "-C2H4-O-C2H4-". The wavy line represents the position of connection to other components.

[0056] [ka]

[0057] [ka]

[0058] The method for producing the polymer compound represented by formula (1a) according to the present disclosure is not particularly limited, and the polymer compound can be produced by various known methods. For example, as shown in the synthesis scheme below, a compound used for introducing S in formula (1a) and a compound containing P 1 The compound used for the introduction of Z is polymerized in a solvent using a polymerization initiator, and then the resulting compound is reacted with Z. 1 and then the resulting compound is further polymerized in a solvent using a polymerization initiator.

[0059] [ka]

[0060] P in formula (1a) 1 Compounds used for the introduction include vinyl monomers, acrylic monomers, and styrene monomers. Among these, P 1 From the viewpoints of dispersibility and storage stability, the compound used for the introduction is preferably an acrylic monomer, more preferably a (meth)acrylate, and even more preferably an alkyl (meth)acrylate. The alkyl(meth)acrylate is preferably an alkyl(meth)acrylate having 1 to 12 carbon atoms, more preferably an alkyl(meth)acrylate having 1 to 6 carbon atoms, and even more preferably an alkyl(meth)acrylate having 1 to 4 carbon atoms.

[0061] Suitable compounds used for introducing S into formula (1a) include compounds containing a hydroxyl group and a thiol group. Examples of compounds containing a hydroxyl group and a thiol group include mercaptoethanol, mercaptobutanol (3-mercapto-3-methyl-1-butanol), mercaptopropanol (3-mercapto-1-propanol), mercaptobenzoyl alcohol, mercaptohexanol, mercaptoundecanol, and mercaptophenol. Among these, mercaptobutanol, mercaptopropanol, mercaptohexanol, mercaptoundecanol, and the like are preferred.

[0062] Z in formula (1a) 1 The compound used for the introduction can be appropriately selected depending on the desired polymer compound, and examples thereof include compounds having an epoxy group and an ethylenically unsaturated group (e.g., glycidyl methacrylate, etc.), compounds having an isocyanate group and an ethylenically unsaturated group (2-isocyanatoethyl methacrylate, etc.), and the like.

[0063] The solvent is not particularly limited as long as it is a known organic solvent, and the solvents used in the curable composition according to the present disclosure described below are suitable. These may be used alone or in combination of two or more.

[0064] The polymerization reaction time may be, for example, Z 1 The reaction may be continued until all ethylenically unsaturated groups in the monomer derived from are gone, and the reaction time is preferably 1 hour to 24 hours. The reaction temperature is preferably 50°C to 95°C.

[0065] (Curable composition) The curable composition of the present disclosure preferably contains a resin represented by formula (1) according to the present disclosure. The resin represented by formula (1) according to the present disclosure may be contained alone or in combination of two or more kinds. The content of the resin represented by formula (1) according to the present disclosure in the total solid content of the curable composition is preferably 5% by mass to 50% by mass. The lower limit is more preferably 10% by mass or more, and particularly preferably 12% by mass or more. The upper limit is more preferably 40% by mass or less, further preferably 35% by mass or less, and particularly preferably 30% by mass or less.

[0066] <Resin> The curable composition according to the present disclosure preferably contains a resin other than the resin represented by formula (1) according to the present disclosure (hereinafter also referred to as "other resin"). Suitable examples of the other resins include dispersants and binder polymers. From the viewpoints of film-forming properties and dispersibility, the curable composition according to the present disclosure preferably contains a binder polymer other than the resin represented by formula (1) according to the present disclosure. Binder polymers are blended, for example, for the purpose of dispersing particles such as pigments in a composition or for the purpose of binders. Resins used mainly for dispersing particles such as pigments are also called dispersants. However, these uses of resins are only examples, and resins can also be used for purposes other than these uses.

[0067] The weight average molecular weight (Mw) of the binder polymer is preferably 2,000 to 2,000,000. The upper limit is preferably 1,000,000 or less, and more preferably 500,000 or less. The lower limit is preferably 3,000 or more, and more preferably 5,000 or more.

[0068] Examples of the binder polymer include (meth)acrylic resins, ene-thiol 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, styrene resins, etc. One of these resins may be used alone, or two or more of them may be used in combination.

[0069] The binder polymer may have an acid group. Examples of the acid group include a carboxy group, a phosphoric acid group, a sulfo group, and a phenolic hydroxy group, and the carboxy group is preferred. These acid groups may be one type or two or more types. The resin having an acid group can also be used as an alkali-soluble resin.

[0070] As the resin having an acid group, a polymer having a carboxyl group in a side chain is preferable.Specific examples include alkali-soluble phenolic resins such as methacrylic acid copolymers, acrylic acid copolymers, itaconic acid copolymers, crotonic acid copolymers, maleic acid copolymers, partially esterified maleic acid copolymers, novolac resins, acidic cellulose derivatives having a carboxyl group in a side chain, and resins obtained by adding an acid anhydride to a polymer having a hydroxyl group.In particular, a copolymer of (meth)acrylic acid and another monomer copolymerizable therewith is suitable as the alkali-soluble resin. Other monomers copolymerizable with (meth)acrylic acid include alkyl (meth)acrylates, aryl (meth)acrylates, vinyl compounds, etc. Examples of alkyl (meth)acrylates and aryl (meth)acrylates include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, butyl (meth)acrylate, isobutyl (meth)acrylate, pentyl (meth)acrylate, hexyl (meth)acrylate, octyl (meth)acrylate, phenyl (meth)acrylate, benzyl (meth)acrylate, tolyl (meth)acrylate, naphthyl (meth)acrylate, cyclohexyl (meth)acrylate, glycidyl (meth)acrylate, etc. Examples of vinyl compounds include styrene, α-methylstyrene, vinyltoluene, acrylonitrile, vinyl acetate, N-vinylpyrrolidone, polystyrene macromonomer, polymethyl methacrylate macromonomer, etc. As the other monomer, N-substituted maleimide monomers described in JP-A-10-300922, such as N-phenylmaleimide and N-cyclohexylmaleimide, can also be used. The other monomer copolymerizable with (meth)acrylic acid may be of only one type, or of two or more types.

[0071] The resin having an acid group can preferably be a benzyl (meth)acrylate / (meth)acrylic acid copolymer, a benzyl (meth)acrylate / (meth)acrylic acid / 2-hydroxyethyl (meth)acrylate copolymer, or a multi-component copolymer consisting of benzyl (meth)acrylate / (meth)acrylic acid / other monomer. Also, a copolymer of 2-hydroxyethyl (meth)acrylate, a 2-hydroxypropyl (meth)acrylate / polystyrene macromonomer / benzyl methacrylate / methacrylic acid copolymer, a 2-hydroxy-3-phenoxypropyl acrylate / polymethyl methacrylate macromonomer / benzyl methacrylate / methacrylic acid copolymer, a 2-hydroxyethyl methacrylate / polystyrene macromonomer / methyl methacrylate / methacrylic acid copolymer, or a 2-hydroxyethyl methacrylate / polystyrene macromonomer / benzyl methacrylate / methacrylic acid copolymer, as described in JP-A-07-140654, or the like, can be preferably used.

[0072] Preferred examples of the resin having an acid group include the polymers described in paragraphs 0153 to 0167 of JP-A-2018-173660.

[0073] 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.

[0074] The acid value of the resin having an acid group is preferably 30 mgKOH / g to 200 mgKOH / g. The lower limit is preferably 50 mgKOH / g or more, more preferably 70 mgKOH / g or more. The upper limit is preferably 150 mgKOH / g or less, more preferably 120 mgKOH / g or less.

[0075] The curable composition according to the present disclosure preferably contains a resin other than the resin represented by formula (1) according to the present disclosure (hereinafter also referred to as "other resin") as a dispersant. Other resins 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 amount of basic groups is 100 mol%, and more preferably a resin consisting essentially of 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 40 mgKOH / g to 105 mgH / g, more preferably 50 mgKOH / g to 105 mgKOH / g, and even more preferably 60 mgKOH / g to 105 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.

[0076] The other resin used as a dispersant preferably contains a repeating unit having an acid group. By containing a repeating unit having an acid group in the resin used as a dispersant, it is possible to further reduce residues generated on the base of pixels when forming a pattern by photolithography.

[0077] The other resin used as a dispersant is also preferably a graft resin other than the resin represented by formula (1) according to the present disclosure. The graft chains possessed by the graft resin preferably contain at least one type of constituent repeating unit selected from the group consisting of polyester constituent repeating units, polyether constituent repeating units, poly(meth)acrylic constituent repeating units, polyurethane constituent repeating units, polyurea constituent repeating units and polyamide constituent repeating units, more preferably contain at least one type of constituent repeating unit selected from the group consisting of polyester constituent repeating units, polyether constituent repeating units and poly(meth)acrylic constituent repeating units, and even more preferably contain poly(meth)acrylic constituent repeating units. For details of the graft resin, reference can be made to paragraphs 0025 to 0094 of JP2012-255128A, the contents of which are incorporated herein by reference.

[0078] The other resin used as the dispersant is preferably a polyimine-based dispersant containing a nitrogen atom 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 an atomic number of 40 to 10,000, 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.

[0079] The other 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.

[0080] From the viewpoints of dispersibility and storage stability, the other resin used as a dispersant preferably contains a polyester resin having a carboxy group and a graft chain. Also, from the viewpoints of edge shape, adhesion and defect suppression of the obtained pattern-like cured product, the polyester resin is preferably a polyester resin having a carboxy group in the main chain and a graft chain in the side chain. Furthermore, from the viewpoints of the edge shape, adhesion and suppression of defects in the resulting patterned cured product, the graft chain is preferably an addition polymerization type resin chain, and more preferably an acrylic resin chain.

[0081] From the viewpoint of dispersibility and storage stability, the other resin used as a dispersant preferably contains a resin having an aromatic carboxy group. In the resin having an aromatic carboxy group, the aromatic carboxy group may be contained in the main chain of the constituent repeating unit or in the side chain of the constituent repeating unit, but the aromatic carboxy group is preferably contained in the main chain of the constituent repeating unit. In the aromatic carboxy group, the number of carboxy groups bonded to the aromatic ring is preferably 1 to 4, more preferably 1 or 2.

[0082] From the viewpoint of edge shape, adhesion and defect suppression of the pattern-like cured product obtained, the resin having an aromatic carboxyl group is preferably a resin obtained by reacting a hydroxyl group in a vinyl polymer (a) having two hydroxyl groups at one terminal region, which is produced by radical polymerization of an ethylenically unsaturated monomer in the presence of a compound (a1) having two hydroxyl groups and one thiol group in the molecule, with an acid anhydride group in a tetracarboxylic anhydride (b). Suitable examples of the compound (a1) having two hydroxyl groups and one thiol group in the molecule, the vinyl polymer (a) having two hydroxyl groups at one terminal region, and the tetracarboxylic anhydride (b) include the compounds described below.

[0083] In addition, from the viewpoints of the edge shape, adhesion, and defect suppression of the resulting patterned cured product, the resin having an aromatic carboxy group is preferably a resin having a constitutional repeating unit represented by the following formula (b-10):

[0084] [ka]

[0085] In formula (b-10), Ar 10 represents a group containing an aromatic carboxy group, L 11 represents -COO- or -CONH-, and L 12 represents a trivalent linking group, P 10 represents a polymer chain having an ethylenically unsaturated group.

[0086] In formula (b-10), Ar 10 Examples of the group containing an aromatic carboxy group represented by the formula (1) include a structure derived from an aromatic tricarboxylic acid anhydride, a structure derived from an aromatic tetracarboxylic acid anhydride, etc. Examples of the aromatic tricarboxylic acid anhydride and the aromatic tetracarboxylic acid anhydride include compounds having the following structures.

[0087] [ka]

[0088] In the above formula, Q 1 represents a single bond, -O-, -CO-, -COOCH2CH2OCO-, -SO2-, -C(CF3)2-, a group represented by the following formula (Q-1), or a group represented by the following formula (Q-2).

[0089] [ka]

[0090] Specific examples of aromatic tricarboxylic anhydrides include benzenetricarboxylic anhydride (1,2,3-benzenetricarboxylic anhydride, trimellitic anhydride [1,2,4-benzenetricarboxylic anhydride], etc.), naphthalenetricarboxylic anhydride (1,2,4-naphthalenetricarboxylic anhydride, 1,4,5-naphthalenetricarboxylic anhydride, 2,3,6-naphthalenetricarboxylic anhydride, 1,2,8-naphthalenetricarboxylic anhydride, etc.), 3,4,4'-benzophenonetricarboxylic anhydride, 3,4,4'-biphenylethertricarboxylic anhydride, 3,4,4'-biphenyltricarboxylic anhydride, 2,3,2'-biphenyltricarboxylic anhydride, 3,4,4'-biphenylmethanetricarboxylic anhydride, and 3,4,4'-biphenylsulfonetricarboxylic anhydride. Specific examples of aromatic tetracarboxylic acid anhydrides include pyromellitic dianhydride, ethylene glycol ditrimellitic anhydride ester, propylene glycol ditrimellitic anhydride ester, butylene glycol ditrimellitic anhydride ester, 3,3',4,4'-benzophenone tetracarboxylic acid dianhydride, 3,3',4,4'-biphenylsulfone tetracarboxylic acid dianhydride, 1,4,5,8-naphthalene tetracarboxylic acid dianhydride, 2,3,6,7-naphthalene tetracarboxylic acid dianhydride, 3,3',4,4'-biphenyl ether tetracarboxylic acid dianhydride, 3,3',4,4'-dimethyldiphenylsilane tetracarboxylic acid dianhydride, 3,3',4,4'-tetraphenylsilane tetracarboxylic acid dianhydride, 1,2,3,4-furan tetracarboxylic acid dianhydride, 4,4'-bis(3,4-dicarboxyphenoxy)diphenyl sulfide dianhydride, 4,4'-bis(3,4-dicarboxyphenoxy)diphenylsulfone dianhydride. dianhydride, 4,4'-bis(3,4-dicarboxyphenoxy)diphenylpropane dianhydride, 3,3',4,4'-perfluoroisopropylidenediphthalic dianhydride, 3,3',4,4'-biphenyltetracarboxylic dianhydride, bis(phthalic acid)phenylphosphine oxide dianhydride, p-phenylene-bis(triphenylphthalic acid) dianhydride, m-phenylene-bis(triphenylphthalic acid) dianhydride, bis(triphenylphthalic acid)-4,4'-diphenyl ether dianhydride, bis(triphenylphthalic)-4,4'-diphenylmethane dianhydride, 9,9-bis(3,4-dicarboxyphenyl)fluorene dianhydride, 9,9-bis[4-(3,4-dicarboxyphenoxy)phenyl]fluorene dianhydride, 3,4-dicarboxy-1,2,3,4-tetrahydro-1-naphthalene succinic dianhydride, or 3,4-dicarboxy-1,2,3,4-tetrahydro-6-methyl-1-naphthalene succinic dianhydride.

[0091] Ar 10 Specific examples of the group containing an aromatic carboxy group represented by formula (Ar-1), (Ar-2), (Ar-3), and the like can be mentioned.

[0092] [ka]

[0093] In formula (Ar-1), n1 represents an integer of 1 to 4, preferably an integer of 1 or 2, and more preferably 2. In formula (Ar-2), n2 represents an integer of 1 to 8, preferably an integer of 1 to 4, more preferably 1 or 2, and even more preferably 2. In formula (Ar-3), n3 and n4 each independently represent an integer of 0 to 4, and are preferably an integer of 0 to 2, more preferably 1 or 2, and further preferably 1. However, at least one of n3 and n4 is an integer of 1 or greater. In formula (Ar-3), Q 1 represents a single bond, -O-, -CO-, -COOCH2CH2OCO-, -SO2-, -C(CF3)2-, a group represented by the above formula (Q-1) or a group represented by the above formula (Q-2).

[0094] In formula (b-10), L 11 represents -COO- or -CONH-, and preferably represents -COO-.

[0095] In formula (b-10), L 12 The trivalent linking group represented by may be a trivalent hydrocarbon group, or a trivalent group formed by combining two or more selected from a hydrocarbon group, -O-, -CO-, -COO-, -OCO-, -NH-, and -S-. Examples of the hydrocarbon group include an aliphatic hydrocarbon group and an aromatic hydrocarbon group. The number of carbon atoms in the aliphatic hydrocarbon group is preferably 1 to 30, more preferably 1 to 20, and even more preferably 1 to 15. The aliphatic hydrocarbon group may be linear, branched, or cyclic. The number of carbon atoms in the aromatic hydrocarbon group is preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 10. The hydrocarbon group may have a substituent. Examples of the substituent include a hydroxyl group.

[0096] In formula (b-10), P 10 represents a polymer chain having a (meth)acryloyl group. 10 The polymer chain represented by the formula (I) preferably has at least one repeating unit selected from the group consisting of poly(meth)acrylic repeating units, polyether repeating units, polyester repeating units, and polyol repeating units. 10 The weight average molecular weight of is preferably 500 to 20,000. The lower limit is preferably 600 or more, and more preferably 1,000 or more. The upper limit is preferably 10,000 or less, more preferably 5,000 or less, and even more preferably 3,000 or less. 10 If the weight average molecular weight is within the above range, the dispersibility of the pigment in the composition is good. This resin is preferably used as a dispersant.

[0097] In formula (b-10), P 10 The polymer chain represented by formula (P-1) is preferably a polymer chain containing constitutional repeating units represented by formula (P-5) below, and more preferably a polymer chain containing constitutional repeating units represented by formula (P-5).

[0098] [ka]

[0099] In the above formula, R P1 and R P2 Each of R represents an alkylene group. P1 and R P2 The alkylene group represented by the formula (I) is preferably a linear or branched alkylene group having 1 to 20 carbon atoms, more preferably a linear or branched alkylene group having 2 to 16 carbon atoms, and even more preferably a linear or branched alkylene group having 3 to 12 carbon atoms. In the above formula, R P3 represents a hydrogen atom or a methyl group. In the above formula, L P1 represents a single bond or an arylene group; L P2represents a single bond or a divalent linking group. P1 is preferably a single bond. P2 Examples of the divalent linking group represented by the formula (I) include an alkylene group (preferably an alkylene group having 1 to 12 carbon atoms), an arylene group (preferably an arylene group having 6 to 20 carbon atoms), -NH-, -SO-, -SO2-, -CO-, -O-, -COO-, -OCO-, -S-, -NHCO-, -CONH-, and groups formed by combining two or more of these. R P4 represents a hydrogen atom or a substituent, examples of which include a hydroxy group, a carboxy group, an alkyl group, an aryl group, a heteroaryl group, an alkoxy group, an aryloxy group, a heteroaryloxy group, an alkylthioether group, an arylthioether group, a heteroarylthioether group, and an ethylenically unsaturated group.

[0100] Also, P 10 The polymer chain represented by P is more preferably a polymer chain having a repeating unit containing an ethylenically unsaturated group in the side chain. 10 The proportion of the repeating units containing an ethylenically unsaturated group in the side chain in all the repeating units constituting the polymer is preferably 5% by mass or more, more preferably 10% by mass or more, and even more preferably 20% by mass or more. The upper limit can be set to 100% by mass, and is preferably 90% by mass or less, and even more preferably 60% by mass or less.

[0101] Also, P 10 It is also preferable that the polymer chain represented by has a repeating unit having an acid group. Examples of the acid group include a carboxy group, a phosphate group, a sulfo group, and a phenolic hydroxy group. According to this embodiment, the dispersibility of the pigment in the composition can be further improved. Furthermore, the developability can be further improved. The proportion of the repeating unit having an acid group is preferably 1% by mass to 30% by mass, more preferably 2% by mass to 20% by mass, and even more preferably 3% by mass to 10% by mass.

[0102] In addition, a resin having a constitutional repeating unit represented by formula (b-10) can be produced by reacting at least one acid anhydride selected from the group consisting of aromatic tetracarboxylic acid anhydrides and aromatic tricarboxylic acid anhydrides with a hydroxy group-containing compound. Examples of the aromatic tetracarboxylic anhydride and aromatic tricarboxylic anhydride include those mentioned above. The hydroxyl group-containing compound is not particularly limited as long as it has a hydroxyl group in the molecule, but is preferably a polyol having two or more hydroxyl groups in the molecule. In addition, it is also preferable to use a compound having two hydroxyl groups and one thiol group in the molecule as the hydroxyl group-containing compound.Examples of the compound having two hydroxyl groups and one thiol group in the molecule include 1-mercapto-1,1-methanediol, 1-mercapto-1,1-ethanediol, 3-mercapto-1,2-propanediol (thioglycerin), 2-mercapto-1,2-propanediol, 2-mercapto-2-methyl-1,3-propanediol, 2-mercapto-2-ethyl-1,3-propanediol, 1-mercapto-2,2-propanediol, 2-mercaptoethyl-2-methyl-1,3-propanediol, or 2-mercaptoethyl-2-ethyl-1,3-propanediol. Other hydroxy group-containing compounds include the compounds described in paragraphs 0084 to 0095 of JP 2018-101039 A, the contents of which are incorporated herein by reference. The molar ratio of the acid anhydride group in the acid anhydride to the hydroxy group in the hydroxy group-containing compound (acid anhydride group / hydroxy group) is preferably 0.5 to 1.5.

[0103] Furthermore, the resin having the constitutional repeating unit represented by the above formula (b-10) can be synthesized by the following synthesis method (1) or (2), or the like.

[0104] [Synthesis method (1)] This method comprises the steps of: radically polymerizing a polymerizable monomer having an ethylenically unsaturated group in the presence of a hydroxyl group-containing thiol compound (preferably a compound having two hydroxyl groups and one thiol group in the molecule) to synthesize a vinyl polymer having two hydroxyl groups at one terminal region; and reacting this synthesized vinyl polymer with one or more aromatic acid anhydrides selected from aromatic tetracarboxylic acid anhydrides and aromatic tricarboxylic acid anhydrides.

[0105] [Synthesis method (2)] This method comprises reacting a hydroxyl-containing compound (preferably a compound having two hydroxyl groups and one thiol group in the molecule) with one or more aromatic acid anhydrides selected from aromatic tetracarboxylic acid anhydrides and aromatic tricarboxylic acid anhydrides, and then radically polymerizing a polymerizable monomer having an ethylenically unsaturated group in the presence of the resulting reactant. In synthesis method (2), after radical polymerization of the polymerizable monomer having a hydroxyl group, it may be further reacted with a compound having an isocyanate group (for example, a compound having an isocyanate group and the above-mentioned functional group A). ​​This results in a polymer chain P 10 A functional group A can be introduced into

[0106] In addition, a resin having a constitutional repeating unit represented by the above formula (b-10) can also be synthesized according to the method described in paragraphs 0120 to 0138 of JP2018-101039A.

[0107] The weight average molecular weight of the resin having the constitutional repeating unit represented by formula (b-10) is preferably 2,000 to 35,000. The upper limit is preferably 25,000 or less, more preferably 20,000 or less, and even more preferably 15,000 or less. The lower limit is preferably 4,000 or more, more preferably 6,000 or more, and even more preferably 7,000 or more.

[0108] The acid value of the resin having the constitutional repeating unit represented by formula (b-10) is preferably 5 to 200 mgKOH / g. The upper limit is preferably 150 mgKOH / g or less, more preferably 100 mgKOH / g or less, and even more preferably 80 mgKOH / g or less. The lower limit is preferably 10 mgKOH / g or more, more preferably 15 mgKOH / g or more, and even more preferably 20 mgKOH / g or more.

[0109] The above-mentioned resins having an aromatic carboxy group may be used alone or in combination of two or more kinds. The content of the resin having an aromatic carboxy group is preferably 1% by mass to 50% by mass based on the total solid content of the curable composition. The lower limit is preferably 3% by mass or more, more preferably 5% by mass or more, and even more preferably 10% by mass or more. The upper limit is preferably 45% by mass or less, and more preferably 40% by mass or less.

[0110] Specific examples of the resin having an aromatic carboxy group include the compounds described in JP 2017-156652 A, the contents of which are incorporated herein by reference.

[0111] Moreover, the curable composition according to the present disclosure preferably contains a resin (hereinafter also referred to as a 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.

[0112] The specific resin may be any 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 specific end group having multiple branching points as described in JP-A-2007-277514, etc., and the form of the resin is not important. 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.

[0113] 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 use of the specific resin is only an example, and the specific resin may also be used for purposes other than such use.

[0114] [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.

[0115] -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. Furthermore, 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 atoms, more preferably 4 to 50 atoms, and even more preferably 4 to 30 atoms. 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 2 atoms to 30 atoms, more preferably 3 atoms to 20 atoms, and further preferably 4 atoms to 15 atoms. The distance between the radically polymerizable group and the main chain is preferably from 6 to 100 atoms, more preferably from 6 to 70 atoms, and even more preferably from 6 to 50 atoms.

[0116] -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.

[0117] [ka]

[0118] -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.

[0119] [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 atoms, more preferably 4 to 15 atoms, and most preferably 4 to 10 atoms. The distance between the quaternary ammonium cation structure and the polymerizable group is preferably 2 to 30 atoms, more preferably 3 to 20 atoms, and further preferably 4 to 15 atoms. The distance between the polymerizable group and the main chain is preferably from 6 to 50 atoms, more preferably from 6 to 30 atoms, and even more preferably from 6 to 20 atoms.

[0120] -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.

[0121] -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.

[0122] [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.

[0123] [ka]

[0124] 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 A1represents 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 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.

[0125] 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 has been 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 this specification, unless otherwise specified, 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, still more preferably an alkyl group having 1 to 4 carbon atoms, particularly preferably a methyl group or an ethyl group, and most 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 A1is 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.

[0126] 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 B1 represents 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 1 to 10, and more preferably 1 to 4. It is more preferable that the number is 1 or 2, and particularly preferable that the number is 1.

[0127] 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.

[0128] [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.

[0129] [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).

[0130] [ka]

[0131] 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.

[0132] [ka]

[0133] 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; Re4 ~R e6 At least two of may be bonded to form a ring structure, and * and wavy lines indicate the bonding position to other structures.

[0134] 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. D1 is -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) D4From 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. In addition, 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. Also, R in the formula 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.

[0135] 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. RD is preferably a hydrogen atom.

[0136] 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 formula (D2), formula (D3) and formula (D3′), * is R D4 The wavy line is the binding site for 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 D5is 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.

[0137] 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 mass % to 80 mass %, more preferably 1 mass % to 70 mass %, and particularly preferably 1 mass % to 60 mass %, relative to the total mass of the specific resin.

[0138] [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).

[0139] [ka]

[0140] 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.

[0141] R in formula (D4) D8is 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-. D5 is -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.

[0142] 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.

[0143] [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).

[0144] [ka]

[0145] 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.

[0146] 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) D3 From 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.

[0147] Y in formula (D5) D1From 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.

[0148] The specific resin may have one type of structural unit represented by formula (D5) on its own, or may have 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.

[0149] [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.

[0150] 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.

[0151] The ethylenically unsaturated bond valence (C=C value) 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 valence of the specific resin represents the molar amount of the ethylenically unsaturated group per 1 g of the solid content of the specific resin. The ethylenically unsaturated bond valence can be determined from the amount of the raw material that forms the specific resin. From the viewpoint of developability, the acid value of the specific resin is preferably 30 mgKOH / g to 110 mgKOH / g, and more preferably 40 mgKOH / g to 90 mgKOH / g. The acid value is measured by the method described above. From the viewpoint of adhesion to the support, the amine value of the specific resin is preferably from 0.03 mmol / g to 0.8 mmol / g, and more preferably from 0.1 mmol / g to 0.5 mmol / g. The amine value is measured by the following method. Approximately 0.5 g of the 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 number (mmol / g) = a × 5.611 / c a: 0.1 mol / L perchloric acid consumption (mL) c: amount of sample (g)

[0152] In the present disclosure, a compound represented by the following formula (SP-1) (hereinafter also referred to as compound (SP-1)) can also be used as the polymerizable resin. Compound (SP-1) can be preferably used as a dispersant.

[0153] [ka]

[0154] In the formula, Z 1 represents a (m+n)-valent linking group, Y 1 and Y 2 each independently represents a single bond or a linking group, A 1 represents a group containing a pigment adsorbent moiety, P 1 represents the polymer chain, n represents 1 to 20, m represents 1 to 20, and m+n represents 3 to 21; n Y's 1 and A 1 may be the same or different, m Y's 2 and P 1 may be the same or different, Z 1 , A 1 and P 1 At least one of represents an ethylenically unsaturated group. Contains a functional group.

[0155] Examples of the ethylenically unsaturated group contained in the compound (SP-1) include a vinyl group, a vinyloxy group, an allyl group, a methallyl group, a (meth)acryloyl group, a styrene group, a cinnamoyl group, and a maleimide group. Among them, a (meth)acryloyl group, a styrene group, and a maleimide group are preferred, a (meth)acryloyl group is more preferred, and an acryloyl group is particularly preferred.

[0156] In the compound (SP-1), the ethylenically unsaturated group is Z 1 , A1 and P 1 However, it is sufficient if it is included in any of the above. 1 It is preferable that the compound is included in P. 1 When contains an ethylenically unsaturated group, P 1 is preferably a polymer chain having a repeating unit containing an ethylenically unsaturated group in the side chain.

[0157] In formula (SP-1), A 1 represents a group containing a pigment-adsorbing moiety. Examples of the pigment-adsorbing moiety include an organic dye structure, a heterocyclic structure, an acid group, a group having a basic nitrogen atom, a urea group, a urethane group, a group having a coordinating oxygen atom, a hydrocarbon group having 4 or more carbon atoms, an alkoxysilyl group, an epoxy group, an isocyanate group, and a hydroxy group. Of these, the heterocyclic structure, the acid group, the group having a basic nitrogen atom, the hydrocarbon group having 4 or more carbon atoms, and the hydroxy group are preferred, and from the viewpoint of dispersibility of the colorant, the acid group is more preferred. Examples of the acid group include a carboxy group, a sulfo group, and a phosphate group, and the carboxy group is preferred.

[0158] The pigment adsorption section is one A 1 It is sufficient that at least one is contained in the compound, but two or more may be contained. 1 Preferably, A contains 1 to 10 pigment adsorption moieties, and more preferably contains 1 to 6 pigment adsorption moieties. 1Examples of the group containing a pigment adsorption moiety represented by the formula (I) include groups formed by bonding the above-mentioned pigment adsorption moiety to a linking group consisting of 1 to 200 carbon atoms, 0 to 20 nitrogen atoms, 0 to 100 oxygen atoms, 1 to 400 hydrogen atoms, and 0 to 40 sulfur atoms. Examples include groups formed by bonding one or more pigment adsorption moieties via a linear saturated hydrocarbon group having 1 to 10 carbon atoms, a cyclic saturated hydrocarbon group having 3 to 10 carbon atoms, or an aromatic hydrocarbon group having 5 to 10 carbon atoms. The linear saturated hydrocarbon group, cyclic saturated hydrocarbon group, and aromatic hydrocarbon group may further have a substituent. Examples of the substituent include an alkyl group having 1 to 20 carbon atoms, an aryl group having 6 to 16 carbon atoms, a hydroxy group, an amino group, a carboxy group, a sulfonamide group, an N-sulfonylamido group, an acyloxy group having 1 to 6 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, a halogen atom, an alkoxycarbonyl group having 2 to 7 carbon atoms, a cyano group, a carbonate ester group, and a photocurable group. In addition, when the pigment adsorption portion itself can constitute a monovalent group, the pigment adsorption portion itself is A 1 may be also possible.

[0159] Also, A 1 The chemical formula weight of A is preferably 30 to 2,000. The upper limit is preferably 1,000 or less, and more preferably 800 or less. The lower limit is preferably 50 or more, and more preferably 100 or more. 1 If the chemical formula weight of A is within the above range, the adsorption property to the colorant is good. 1 The formula weight is a value calculated from the structural formula.

[0160] In formula (SP-1), Z 1 represents a (m+n)-valent linking group. Examples of the (m+n)-valent linking group include groups consisting of 1 to 100 carbon atoms, 0 to 10 nitrogen atoms, 0 to 50 oxygen atoms, 1 to 200 hydrogen atoms, and 0 to 20 sulfur atoms. Examples of the (m+n)-valent linking group include the following structural units or groups consisting of two or more of the following structural units combined together (which may form a ring structure).

[0161] [ka]

[0162] Z 1 The chemical formula weight of Z is preferably 20 to 3,000. The upper limit is preferably 2,000 or less, more preferably 1,500 or less. The lower limit is preferably 50 or more, more preferably 100 or more. 1 The formula weight is a value calculated from the structural formula. Specific examples of the (m+n)-valent linking group can be found in paragraphs 0043 to 0055 of JP2014-177613A, the contents of which are incorporated herein by reference.

[0163] In formula (SP-1), Y 1 and Y 2 Each of Y independently represents a single bond or a linking group. Examples of the linking group include groups consisting of 1 to 100 carbon atoms, 0 to 10 nitrogen atoms, 0 to 50 oxygen atoms, 1 to 200 hydrogen atoms, and 0 to 20 sulfur atoms. The above groups may further have the above-mentioned substituents. Y 1 and Y 2 Examples of the linking group represented by the formula (I) include the following structural units or groups formed by combining two or more of the following structural units.

[0164] [ka]

[0165] In formula (SP-1), P 1 represents a polymer chain. P 1The polymer chain represented by is preferably a polymer chain having at least one repeating unit selected from the group consisting of poly(meth)acrylic repeating units, polyether repeating units, polyester repeating units, polyamide repeating units, polyimide repeating units, polyimine repeating units, and polyurethane repeating units in the main chain. 1 The polymer chain represented by formula (P1-1) is preferably a polymer chain containing repeating units represented by the following formulas (P1-1) to (P1-5).

[0166] [ka]

[0167] In the above formula, R G1 and R G2 Each independently represents an alkylene group. G1 and R G2 The alkylene group represented by the formula (I) is preferably a linear or branched alkylene group having 1 to 20 carbon atoms, more preferably a linear or branched alkylene group having 2 to 16 carbon atoms, and even more preferably a linear or branched alkylene group having 3 to 12 carbon atoms. The alkylene group may have a substituent. Examples of the substituent include an aryl group, a heteroaryl group, an alkoxy group, an aryloxy group, a heteroaryloxy group, an alkylthioether group, an arylthioether group, a heteroarylthioether group, and ethylenically unsaturated groups. In the above formula, R G3 represents a hydrogen atom or a methyl group. In the above formula, Q G1 represents -O- or NH-; L G1 represents a single bond or an arylene group; L G2 represents a single bond or a divalent linking group. G1 is preferably -O-. G1 is preferably a single bond. G2Examples of the divalent linking group represented by the formula (I) include an alkylene group (preferably an alkylene group having 1 to 12 carbon atoms), an arylene group (preferably an arylene group having 6 to 20 carbon atoms), -NH-, -SO-, -SO2-, -CO-, -O-, -COO-, -OCO-, -S-, -NHCO-, -CONH-, and groups formed by combining two or more of these. R G4 represents a hydrogen atom or a substituent. Examples of the substituent include an alkyl group, an aryl group, a heteroaryl group, an alkoxy group, an aryloxy group, a heteroaryloxy group, an alkylthioether group, an arylthioether group, a heteroarylthioether group, an ethylenically unsaturated group, and an acid group.

[0168] P 1 The number of repetitions of the above-mentioned structural repeating units in is preferably 3 to 2,000. The upper limit is preferably 1,500 or less, and more preferably 1,000 or less. The lower limit is preferably 5 or more, and more preferably 7 or more. 1 is preferably a polymer chain having a repeating unit containing an ethylenically unsaturated group in a side chain. 1 The proportion of the repeating units containing an ethylenically unsaturated group in the side chain in all the repeating units constituting P is preferably 1 mol % or more, more preferably 2 mol % or more, and even more preferably 3 mol % or more. The upper limit can be set to 100 mol %. 1 is a polymer chain having a repeating unit containing an ethylenically unsaturated group in a side chain, 1 In addition to the repeating unit containing an ethylenically unsaturated group in the side chain, it is also preferable that the polymer contains other repeating units. Examples of the other repeating units include a repeating unit containing an acid group in the side chain. 1 By including a repeating unit containing an acid group in the side chain in addition to the repeating unit containing an ethylenically unsaturated group in the side chain, the generation of development residues can be more effectively suppressed when a pattern is formed by photolithography. 1 If the repeating unit contains an acid group in the side chain, P1 The proportion of constituent repeating units containing an acid group in the side chain among all constituent repeating units constituting the polymer is preferably 50 mol % or less, more preferably 2 mol % to 48 mol %, and even more preferably 4 mol % to 46 mol %.

[0169] P 1 The weight average molecular weight of the polymer chain represented by is preferably 1,000 or more, more preferably 1,000 to 10,000. The upper limit is preferably 9,000 or less, more preferably 6,000 or less, and even more preferably 3,000 or less. The lower limit is preferably 1,200 or more, and more preferably 1,400 or more. 1 The weight average molecular weight is a value calculated from the weight average molecular weight of the raw material used for introducing the polymer chain.

[0170] 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 by reference. In addition, the dispersant may be a compound described in JP-A-2018-150498, JP-A-2017-100116, JP-A-2017-100115, JP-A-2016-108520, JP-A-2016-108519, or JP-A-2015-232105. The resin described above as a dispersant can also be used for purposes other than as a dispersant, for example, as a binder polymer.

[0171] The curable composition according to the present disclosure may contain one type of binder polymer alone, or may contain two or more types of binder polymers. The content of the binder polymer is preferably 1% by mass to 50% by mass based on the total solid content of the curable composition. The lower limit is preferably 3% by mass or more, more preferably 5% by mass or more, and even more preferably 10% by mass or more. The upper limit is preferably 45% by mass or less, and more preferably 40% by mass or less.

[0172] Furthermore, in the case where the curable composition according to the present disclosure contains a resin other than the resin represented by formula (1) according to the present disclosure as a dispersant, the content of the dispersant which is the resin other than the resin represented by formula (1) is preferably 10 mass % or less, and more preferably 5 mass % or less, based on the total solid content of the curable composition. The content of the dispersant, which is a resin other than the resin represented by the above formula (1), is preferably 10 mass % or less, and more preferably 5 mass % or less, relative to the content of the resin represented by the formula (1) according to the present disclosure.

[0173] The total content of the polymerizable compound and the resin, which will be described later, in the total solid content of the curable composition is preferably 10% by mass to 65% by mass from the viewpoints of curability, developability, and film-formability. The lower limit is more preferably 15% by mass or more, even more preferably 20% by mass or more, and particularly preferably 30% by mass or more. The upper limit is more preferably 60% by mass or less, even more preferably 50% by mass or less, and particularly preferably 40% by mass or less. The resin is preferably contained in an amount of 30 to 300 parts by mass per 100 parts by mass of the polymerizable compound. The lower limit is more preferably 50 parts by mass or more, and particularly preferably 80 parts by mass or more. The upper limit is more preferably 250 parts by mass or less, and particularly preferably 200 parts by mass or less.

[0174] <Coloring agent> The curable composition according to the present disclosure preferably contains a colorant. As the colorant, known colorants can be used, including pigments and dyes.

[0175] <<Pigments>> The curable composition according to the present disclosure preferably contains a pigment. Examples of the pigment include white pigments, black pigments, chromatic pigments, and near-infrared absorbing pigments. In the present disclosure, the white pigment includes not only pure white 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, and 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 nm to 2,000 nm, and more preferably has a maximum absorption wavelength in the wavelength range of 400 nm to 700 nm. In addition, when a pigment (preferably a chromatic pigment) having a maximum absorption wavelength in the wavelength range of 400 nm to 700 nm is used, the curable composition according to the present disclosure can be preferably used as a curable composition for forming a colored 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.

[0176] The average primary particle diameter of the pigment is preferably 1 nm to 200 nm. The lower limit is preferably 5 nm or more, more preferably 10 nm or more. The upper limit is preferably 180 nm or less, more preferably 150 nm or less, and even more preferably 100 nm or less. 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 disclosure, the primary particle diameter of the pigment can be obtained from a photograph obtained by observing the primary particles of the pigment with a transmission electron microscope. Specifically, the projected area of ​​the primary particles of the pigment is obtained, and the corresponding circle equivalent diameter is calculated as the primary particle diameter of the pigment. In the present disclosure, the average primary particle diameter 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.

[0177] - 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 nm 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.

[0178] Color Index (CI) Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 11, 12, 13, 14, 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35:1, 36, 36:1, 37, 37:1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 125, 126, 127, 128, 129, 137 ,138,139,147,148,150,151,152,153,154,155,156,161,162,164,166,167,168,169,170,171,172,173,174,175,176,177,179,180,181,182,185,187,188,193,194,199,213,214,215,228 (direct-linked quinophthalone dimers described in International Publication No. 2013 / 098836), 231,232 (methine / polymethine system) and the like (all yellow pigments), CI Pigment Orange 2, 5, 13, 16, 17:1, 31, 34, 36, 38, 43, 46, 48, 49, 51, 52, 55, 59, 60, 61, 62, 64, 71, 73, etc. (orange pigments) CIPigment Red 1,2,3,4,5,6,7,9,10,14,17,22,23,31,38,41,48:1,48:2,48:3,48:4,49,49:1,49:2,52:1,52:2 ,53:1,57:1,60:1,63:1,66,67,81:1,81:2,81:3,83,88,90,105,112,119,122,123,144,146,149, 150,155,166,168,169,170,171,172,175,176,177,178,179,184,185,187,188,190,200,202,206,207,208,209,210,216,220,224,226,242,246,254,255,264,270,272,279,294 (Xanthene, Organo Ultramarine, Bluish Red), 295 (Monoazo), 296 (Diazo), etc. (above, red pigments), CI Pigment Green 7, 10, 36, 37, 58, 59, 62, 63, etc. (green pigments), CI Pigment Violet 1, 19, 23, 27, 32, 37, 42, 60 (triarylmethane type), 61 (xanthene type), etc. (purple pigments) CI Pigment Blue 1, 2, 15, 15:1, 15:2, 15:3, 15:4, 15:6, 16, 22, 60, 64, 66, 79, 80, 87 (monoazo type), 88 (methine type), etc. (above, blue pigments).

[0179] As the green pigment, a halogenated zinc phthalocyanine compound 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 can be used. Specific examples include compounds described in International Publication No. 2015 / 118720, compounds described in Chinese Patent Publication No. 106909027, and phthalocyanine compounds having a phosphate ester as a ligand. In addition, as the green pigment, the green pigment described in JP-A-2019-8014 or JP-A-2018-180023 may be used.

[0180] As the blue pigment, an aluminum phthalocyanine compound having a phosphorus atom can also be used. Specific examples thereof include the compounds described in paragraphs 0022 to 0030 of JP-A No. 2012-247591 and paragraph 0047 of JP-A No. 2011-157478.

[0181] In addition, as the yellow pigment, the pigments described in JP 2017-201003 A and the pigments described in JP 2017-197719 A 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 (Y) and azo compounds having a tautomeric structure thereof, two or more metal ions, and a melamine compound can also be used.

[0182] [ka]

[0183] In formula (Y), R Y1 and R Y2 each independently represents -OH or -NR Y5 R Y6 R Y3 and R Y4 each independently represents ═O or ═NR Y7 R Y5 ~R Y7 each independently represents a hydrogen atom or an alkyl group. R Y5 ~R Y7 The number of carbon atoms of 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. Preferred examples of the substituent include a halogen atom, a hydroxy group, an alkoxy group, a cyano group, and an amino group.

[0184] For the above metal azo pigments, reference can be made to paragraphs 0011 to 0062, 0137 to 0276 of JP 2017-171912 A, paragraphs 0010 to 0062, 0138 to 0295 of JP 2017-171913 A, paragraphs 0011 to 0062, 0139 to 0190 of JP 2017-171914 A, and paragraphs 0010 to 0065, 0142 to 0222 of JP 2017-171915 A, the contents of which are incorporated herein by reference.

[0185] As the yellow pigment, a quinophthalone dimer represented by the following formula (Q) can also be suitably used. Furthermore, the quinophthalone dimer described in Japanese Patent No. 6443711 can also be suitably used.

[0186] [ka]

[0187] In formula (Q), X1~X 16 each independently represents a hydrogen atom or a halogen atom, and Z represents an alkylene group having 1 to 3 carbon atoms.

[0188] As yellow pigments, JP 2018-203798 A, JP 2018-62578 A, Patent No. 6432077 A, Patent No. 6432076 A, JP 2018-155881 A, JP 2018-111757 A, JP 2018-40835 A, JP 2017-197640 A, JP 2016-145282 A, JP 2014-85565 A, JP 2014-21139 A, JP 2013-209614 A, JP 2013-209435 A Quinophthalone pigments described in JP-A-2013-181015, JP-A-2013-61622, JP-A-2013-54339, JP-A-2013-32486, JP-A-2012-226110, JP-A-2008-74987, JP-A-2008-81565, JP-A-2008-74986, JP-A-2008-74985, JP-A-2008-50420, JP-A-2008-31281, or JP-B-48-32765 can also be suitably used.

[0189] In addition, as the yellow pigment, the quinophthalone compounds described in paragraphs 0011 to 0034 of JP-A-2013-54339, the quinophthalone compounds described in paragraphs 0013 to 0058 of JP-A-2014-26228, the yellow pigments described in JP-A-2019-8014, and the like can also be used. In addition, the compound described in JP-A-2018-62644 can also be used as a yellow pigment. This compound can also be used as a pigment derivative. Furthermore, as described in JP 2018-155881 A, CI Pigment Yellow 129 may be added for the purpose of improving weather resistance.

[0190] As the red pigment, a diketopyrrolopyrrole pigment having at least one bromine atom substituted in the structure described in JP-A-2017-201384, or a diketopyrrolopyrrole pigment described in paragraphs 0016 to 0022 of Japanese Patent No. 6248838, can also be used. Furthermore, as the red pigment, the red pigments described in Japanese Patent No. 6516119 or Japanese Patent No. 6525101 can also be suitably used. In addition, as the red pigment, a compound having a structure in which an aromatic ring group, in which a group in which an oxygen atom, a sulfur atom or a nitrogen atom is 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.

[0191] [ka]

[0192] 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; X 12 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 Preferred specific examples of the substituent represented by the formula (I) 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.

[0193] In the present disclosure, 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 through the combination of two or more chromatic pigments, the curable composition according to the present disclosure 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.

[0194] In addition, in the case of a cyan curable composition, the colorant preferably contains at least one phthalocyanine pigment selected from the group consisting of CI Pigment Blue 15:3 and CI Pigment Blue 15:4. Hereinafter, CI Pigment Blue 15:3 and CI Pigment Blue 15:4 are collectively referred to as the specific phthalocyanine pigment.

[0195] The average secondary particle diameter of the specific phthalocyanine pigment is preferably 50 nm to 100 nm, because it increases the transmittance of visible light and makes it easier to obtain a cured film having spectral characteristics suitable for cyan color. The lower limit is preferably 55 nm or more, and more preferably 60 nm or more, from the viewpoint of light fastness. The upper limit is preferably 95 nm or less, and more preferably 90 nm or less, from the viewpoint of spectral characteristics.

[0196] In this specification, the average secondary particle diameter of the pigment is measured by directly measuring the size of the secondary particles of the pigment from an electron microscope photograph using a transmission electron microscope (TEM). Specifically, the minor axis diameter and major axis diameter of each secondary particle of the pigment are measured, and the average is taken as the particle diameter of the pigment. Next, for each of the 100 pigment particles, the volume of each pigment is calculated by approximating it to a cube of the calculated particle diameter, and the volume average particle diameter is taken as the average secondary particle diameter.

[0197] In the case of a cyan curable composition, the colorant contains the specific phthalocyanine pigment in an amount of preferably 50% by mass or more, more preferably 55% by mass or more, even more preferably 60% by mass or more, and particularly preferably 65% ​​by mass or more, based on the total mass of the colorant. The upper limit may be 100% by mass, 95% by mass or less, or 90% by mass or less.

[0198] When the colorant used in the curable composition according to the present disclosure contains CI Pigment Blue 15:3 and CI Pigment Blue 15:4, the mass ratio of CI Pigment Blue 15:3 to CI Pigment Blue 15:4 is preferably 10 parts by mass to 1,000 parts by mass, more preferably 25 parts by mass to 400 parts by mass, and even more preferably 50 parts by mass to 200 parts by mass, per 100 parts by mass of CI Pigment Blue 15:3.

[0199] -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 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.

[0200] 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.

[0201] 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.

[0202] 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.

[0203] -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.

[0204] - 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. 550 and absorbance A at the maximum absorption wavelengthmax 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 transparency and near-infrared shielding. In the present disclosure, 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.

[0205] 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 a pyrrolopyrrole compound, a squarylium compound, a cyanine compound, a phthalocyanine compound, and a naphthalocyanine compound is preferable, a pyrrolopyrrole compound or a squarylium compound is more preferable, and a pyrrolopyrrole compound is particularly preferable.

[0206] 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, and particularly preferably 40% 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.

[0207] <<dye>> The curable composition according to the present disclosure may contain a dye. The dye is not particularly limited, and a known dye may be used. The dye may be a chromatic dye or a near-infrared absorbing dye. Examples of the chromatic dye 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, the thiazole compounds described in JP-A-2012-158649, the azo compounds described in JP-A-2011-184493, and the azo compounds described in JP-A-2011-145540 may also be used. In addition, as the yellow dye, the quinophthalone compounds described in paragraphs 0011 to 0034 of JP-A-2013-054339 and the quinophthalone compounds described in paragraphs 0013 to 0058 of JP-A-2014-026228 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.In addition, the squarylium compounds described in JP 2017-197437 A, the squarylium compounds described in paragraphs 0090 to 0107 of WO 2017 / 213047 A, the pyrrole ring-containing compounds described in paragraphs 0019 to 0075 of JP 2018-054760 A, the pyrrole ring-containing compounds described in paragraphs 0078 to 0082 of JP 2018-040955 A, the pyrrole ring-containing compounds described in paragraphs 0043 to 0069 of JP 2018-002773 A, the squarylium compounds having an aromatic ring at the amide α-position described in paragraphs 0024 to 0086 of JP 2018-041047 A, It is also possible to use the amide-linked squarylium compound described in JP 2017-179131 A, the compound having a pyrrole bis-type squarylium skeleton or a croconium skeleton described in JP 2017-141215 A, the dihydrocarbazole bis-type squarylium compound described in JP 2017-082029 A, the asymmetric compound described in paragraphs 0027 to 0114 of JP 2017-068120 A, the pyrrole ring-containing compound (carbazole type) described in JP 2017-067963 A, and the phthalocyanine compound described in Japanese Patent No. 6251530.

[0208] The content of the dye in the total solid content of the curable composition is preferably 1% by mass or more, more preferably 5% by mass or more, and particularly preferably 10% by mass or more. 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 dye 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 according to the present disclosure may be substantially free of dye. When the curable composition according to the present disclosure is substantially free of dye, the content of the dye in the total solid content of the curable composition according to the present disclosure is preferably 0.1 mass% or less, more preferably 0.05 mass% or less, and particularly preferably free of dye.

[0209] <Polymerizable compound> From the viewpoints of film strength and pattern formability, the curable composition according to the present disclosure preferably further contains a polymerizable compound, and more preferably further contains a polymerizable compound and a photopolymerization initiator described below. The reaction mechanism when the polymerizable compound is cured is not particularly limited. Examples of the reaction mechanism include a radical polymerization reaction, a cationic polymerization reaction, a condensation polymerization reaction, a nucleophilic addition reaction, and a crosslinking reaction by a substitution reaction. The polymerizable compound is preferably a compound that is cured by a radical polymerization reaction. Examples of the polymerizable group include an ethylenically unsaturated group, an epoxy group, etc. Examples of the ethylenically unsaturated group include a vinyl group, a vinyloxy group, an allyl group, a methallyl group, a (meth)acryloyl group, a styrene group, a cinnamoyl group, and a maleimide group, of which a (meth)acryloyl group, a styrene group, or a maleimide group is preferred, a (meth)acryloyl group is more preferred, and an acryloyl group is particularly preferred.

[0210] The polymerizable compound may be a monomer or a resin such as a polymer, etc. A monomer-type polymerizable compound and a resin-type polymerizable compound may be used in combination. However, with regard to the content, the polymer having a polymerizable group is regarded as the above-mentioned binder polymer.

[0211] The molecular weight of the polymerizable compound is preferably less than 3,000. The upper limit is more preferably 2,000 or less, and even more preferably 1,500 or less. The lower limit is preferably 100 or more, more preferably 150 or more, and even more preferably 250 or more. The polymerizable compound is preferably a compound having 3 or more ethylenically unsaturated groups, more preferably a compound having 3 to 15 ethylenically unsaturated groups, and even more preferably a compound having 3 to 6 ethylenically unsaturated groups. In addition, the polymerizable compound is preferably a trifunctional to 15-functional (meth)acrylate compound, and more preferably a trifunctional to 6-functional (meth)acrylate compound. Specific examples of polymerizable monomers 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 A, and Japanese Patent No. 6031807 A, the contents of which are incorporated herein by reference.

[0212] 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, as the polymerizable compound, NK Ester A-TMMT (manufactured by Shin-Nakamura Chemical Co., Ltd.), KAYARAD RP-1040, DPCA-20 (manufactured by Nippon Kayaku Co., Ltd.) can also be used. In addition, as the polymerizable monomer, it is also preferable to use 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.).

[0213] The polymerizable compound may also be a compound having an acid group. By using a polymerizable compound having an acid group, the unexposed portion of the curable composition layer is easily removed during development, and development residue is easily removed. The occurrence of oxidative stress can be suppressed. Examples of the acid group include a carboxy group, a sulfo group, and a phosphate group, and the carboxy group is preferred. Examples of polymerizable compounds having an acid group include succinic acid modified dipentaerythritol penta(meth)acrylate. Examples of commercially available polymerizable monomers having an acid group include ARONIX M-510, M-520, and ARONIX TO-2349 (manufactured by Toagosei Co., Ltd.). The acid value of the polymerizable monomer having an acid group is preferably 0.1 mgKOH / g to 40 mgKOH / g, and more preferably 5 mgKOH / g to 30 mgKOH / g. If the acid value of the polymerizable compound is 0.1 mgKOH / g or more, the solubility in the developer is good, and if it is 40 mgKOH / g or less, it is advantageous in terms of production and handling.

[0214] A preferred embodiment of 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 of such compounds include DPCA-20, DPCA-30, DPCA-60, and DPCA-120.

[0215] The polymerizable compound may also be a compound having an alkyleneoxy group. The polymerizable compound having an alkyleneoxy group is preferably a compound having an ethyleneoxy group and / or a propyleneoxy group, more preferably a compound having an ethyleneoxy group, and 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 4 ethyleneoxy groups manufactured by Sartomer, and KAYARAD TPA-330, a trifunctional (meth)acrylate having 3 isobutyleneoxy groups.

[0216] 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.).

[0217] 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 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.

[0218] As a compound having an epoxy group (hereinafter also referred to as an epoxy compound) used as a polymerizable compound, a compound having two or more epoxy groups in one molecule is preferably used. The upper limit of the epoxy group of the epoxy compound is preferably 100 or less, more preferably 10 or less, and even more preferably 5 or less.

[0219] The epoxy equivalent of the epoxy compound (=molecular weight of compound having epoxy group / number of epoxy groups) is preferably 500 g / eq or less, more preferably 100 g / eq to 400 g / eq, and even more preferably 100 g / eq to 300 g / eq.

[0220] The epoxy compound may be a low molecular weight compound (e.g., molecular weight less than 1,000) or a high molecular weight compound (macromolecule) (e.g., molecular weight 1,000 or more, in the case of a polymer, weight average molecular weight 1,000 or more). The molecular weight of the epoxy compound (in the case of a polymer, weight average molecular weight) is preferably 200 to 100,000, more preferably 500 to 50,000. The upper limit of the molecular weight (in the case of a polymer, weight average molecular weight) is preferably 3,000 or less, more preferably 2,000 or less, and even more preferably 1,500 or less.

[0221] As the epoxy compound, compounds described in paragraphs 0034 to 0036 of JP 2013-011869 A, paragraphs 0147 to 0156 of JP 2014-043556 A, and paragraphs 0085 to 0092 of JP 2014-089408 A can also be used. The contents of these compounds are incorporated herein by reference. Commercially available epoxy compounds include, for example, bisphenol A type epoxy resins such as jER825, jER827, jER828, jER834, jER1001, jER1002, jER1003, jER1055, jER1007, jER1009, and jER1010 (all manufactured by Mitsubishi Chemical Corporation), EPICLON860, EPICLON1050, EPICLON1051, and EPICLON1055 (all manufactured by DIC Corporation), and bisphenol F type epoxy resins such as Examples of epoxy resins include jER806, jER807, jER4004, jER4005, jER4007, and jER4010 (all manufactured by Mitsubishi Chemical Corporation), EPICLON830 and EPICLON835 (all manufactured by DIC Corporation), LCE-21, and RE-602S (all manufactured by Nippon Kayaku Co., Ltd.), and examples of phenol novolac type epoxy resins include jER152, jER154, jER157S70, and jER157S65 (all manufactured by Mitsubishi Chemical Corporation), EPICLON Examples of the cresol novolac type epoxy resins include EPICLON N-660, EPICLON N-665, EPICLON N-670, EPICLON N-673, EPICLON N-680, EPICLON N-690, EPICLON N-695 (all manufactured by DIC Corporation), EOCN-1020 (manufactured by Nippon Kayaku Co., Ltd.), and examples of the aliphatic epoxy resins include ADEKA RESIN EP-4080S, EP-4085S, EP-4088S (all manufactured by ADEKA Corporation), CELLOXIDE 2021P, CELLOXIDE 2081, CELLOXIDE 2083, CELLOXIDE 2085, EHPE3150, EPOLEAD PB. PB 3600, PB 4700 (all manufactured by Daicel Corporation), Denacol EX-212L, EX-214L, EX-216L, EX-321L, EX-850L (all manufactured by Nagase ChemteX Corporation), etc.Other examples include ADEKA RESIN EP-4000S, EP-4003S, EP-4010S, and EP-4011S (all manufactured by ADEKA Corporation), NC-2000, NC-3000, NC-7300, XD-1000, EPPN-501, and EPPN-502 (all manufactured by ADEKA Corporation), and jER1031S (manufactured by Mitsubishi Chemical Corporation).

[0222] The polymerizable compounds may be used alone or in combination of two or more kinds. The content of the polymerizable compound is preferably 0.1% by mass to 40% by mass based on the total solid content of the curable composition. The lower limit is preferably 1% by mass or more, and more preferably 2% by mass or more. The upper limit is preferably 30% by mass or less, more preferably 20% by mass or less, and even more preferably 10% by mass or less. In addition, when an epoxy compound is used as the polymerizable compound, the content of the epoxy compound is preferably 0.1% by mass to 40% by mass based on the total solid content of the curable composition. The lower limit is, for example, more preferably 1% by mass or more, and even more preferably 2% by mass or more. The upper limit is, for example, more preferably 30% by mass or less, and even more preferably 20% by mass or less. The epoxy compound may be used alone or in combination of two or more kinds. In addition, when an ethylenically unsaturated compound and a compound having an epoxy group are used in combination, the ratio (mass ratio) of the two (mass of the ethylenically unsaturated compound:mass of the compound having an epoxy group) is preferably 100:1 to 100:400, more preferably 100:1 to 100:100, and even more preferably 100:1 to 100:50.

[0223] A preferred embodiment of the curable composition according to the present disclosure is as follows. The curable composition contains an ethylenically unsaturated compound and a resin, and the mass M of the ethylenically unsaturated compound contained in the curable composition 1 and the mass B of the binder polymer contained in the curable composition 1 M 1 / B 1is preferably 0.35 or less, more preferably 0.25 or less, and particularly preferably 0.15 or less. Within the above range, a cured film having better moisture resistance can be formed. Furthermore, film shrinkage during the formation of the cured film can be suppressed. In particular, when a polymerizable resin is used as the resin, the above effect is more pronounced. The above M 1 / B 1 The lower limit of the value is preferably 0.01 or more, more preferably 0.04 or more, and even more preferably 0.07 or more. In the above embodiment, the total content of the polymerizable compound and the binder polymer is preferably 1% by mass to 50% by mass based on the total solid content of the curable composition. The lower limit is preferably 3% by mass or more, more preferably 5% by mass or more, and even more preferably 10% by mass or more. The upper limit is preferably 45% by mass or less, and more preferably 40% by mass or less.

[0224] <Polymerization initiator> The curable composition according to the present disclosure preferably further comprises a polymerization initiator, and more preferably further comprises a photopolymerization initiator. In particular, when an ethylenically unsaturated compound is used as the curable compound, it is particularly preferable that the curable composition according to the present disclosure further comprises a photopolymerization initiator. The polymerization initiator is not particularly limited, and can be appropriately selected from known photopolymerization initiators and thermal polymerization initiators. As the photopolymerization initiator, for example, a compound having photosensitivity to light rays in the ultraviolet region to the visible region is preferable. In addition, the photopolymerization initiator is preferably a photoradical polymerization initiator.

[0225] 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, α-aminoketone compounds, etc. From the viewpoint of exposure sensitivity, the photopolymerization initiator is preferably a trihalomethyltriazine compound, a benzyldimethylketal compound, an α-hydroxyketone compound, an α-aminoketone compound, an acylphosphine compound, a phosphine oxide compound, a metallocene compound, an oxime compound, a triarylimidazole 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 an oxime compound, an α-hydroxyketone compound, an α-aminoketone compound, and an acylphosphine compound, and even more preferably 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, the contents of which are incorporated herein by reference.

[0226] 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).

[0227] 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, 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. 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-A-2012-014052), etc. In addition, it is also preferable to use, as the oxime compound, a compound that is not colorable or a compound that is highly transparent and does not easily discolor.Commercially available products include ADEKA Arcles NCI-730, NCI-831, and NCI-930 (all manufactured by ADEKA Corporation). In addition, as the oxime compound having a hydroxy group substituted on a carbazole skeleton used as a photopolymerization initiator, those described in WO 2019 / 088055 can also be used.

[0228] In addition, an oxime compound having a fluorene ring can also be used as a photopolymerization initiator. Specific examples of oxime compounds having a fluorene ring include compounds described in JP 2014-137466 A, the contents of which are incorporated herein by reference.

[0229] In addition, 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.

[0230] Furthermore, an oxime compound having a nitro group can be used as a photopolymerization initiator. The oxime compound having a nitro group is also preferably a dimer. Specific examples of the oxime compound having a nitro group include the compounds described in paragraphs 0031 to 0047 of 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 JP 4223071 A, and ADEKA ARCLES NCI-831 (manufactured by ADEKA Corporation).

[0231] As the photopolymerization initiator, an oxime compound having a benzofuran skeleton can also be used. Specific examples include OE-01 to OE-75 described in WO 2015 / 036910.

[0232] Specific examples of the oxime compound that can be preferably used are shown below, but the invention is not limited to these.

[0233] [ka]

[0234] [ka]

[0235] The oxime compound is preferably a compound having a maximum absorption wavelength in the wavelength range of 350 nm to 500 nm, more preferably a compound having a maximum absorption wavelength in the wavelength range of 360 nm to 480 nm. In addition, the molar absorption coefficient of the oxime compound at a wavelength of 365 nm or 405 nm is preferably high from the viewpoint of sensitivity, more preferably 1,000 to 300,000, even more preferably 2,000 to 300,000, and particularly preferably 5,000 to 200,000. The molar absorption coefficient of the compound can be measured using a known method. For example, it is preferable to measure using a spectrophotometer (Varian Cary-5 spectrophotometer) using ethyl acetate as a solvent at a concentration of 0.01 g / L.

[0236] Further, as a thermal polymerization initiator or a polymerization initiator capable of polymerizing by both light and heat, there can be mentioned peroxide compounds described in MATERIAL STAGE 37-60p, vol. 19, No. 3, 2019, WO 2018 / 221177, WO 2018 / 110179, or JP 2019-43864 A.

[0237] 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 stability over time 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-A-2010-527339, JP-A-2011-524436, WO-Publication No. 2015 / 004565, and WO-Publication No. 2016-532675, paragraphs 0407 to 0412, and WO-Publication No. 2017 / 033680, paragraphs 0039 to 0055, and compounds described in JP-A-2013-522445. Examples of the photoinitiator include compound (E) and compound (G), Cmpd1 to 7 described in WO 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.

[0238] The content of the photopolymerization initiator in the total solid content of the curable composition according to the present disclosure is preferably 0.1% by mass to 30% by mass. The lower limit is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The upper limit is preferably 20% by mass or less, and more preferably 15% by mass or less. In the curable composition according to the present disclosure, 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.

[0239] <Pigment derivatives> The curable composition according to the present disclosure may contain a pigment derivative. Examples of pigment derivatives include compounds having a structure in which a part of a pigment is substituted with an acid group, a basic group, or a phthalimidomethyl group. Examples of pigment derivatives include those described in JP-A-56-118462, JP-A-63-264674, JP-A-01-217077, JP-A-03-009961, JP-A-03-026767, JP-A-03-153780, JP-A-03-045662, JP-A-04-285669, JP-A-06-145546, JP-A-06-212088, JP-A-06-240158, Compounds described in JP-A-10-030063, JP-A-10-195326, paragraphs 0086 to 0098 of WO 2011 / 024896, paragraphs 0063 to 0094 of WO 2012 / 102399, paragraph 0082 of WO 2017 / 038252, paragraph 0171 of JP-A-2015-151530, and JP-A-2019-133154 can be used, the contents of which are incorporated herein by reference.

[0240] In addition, the pigment derivative preferably has 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, a metal complex skeleton, or the like as a chromophore. Among them, the quinoline skeleton, the benzimidazolone skeleton, the diketopyrrolopyrrole skeleton, an azo skeleton, a quinophthalone skeleton, an isoindoline skeleton, or a phthalocyanine skeleton is preferred, and the azo skeleton or the benzimidazolone skeleton is more preferred. As the acid group of the pigment derivative, a sulfo group or a carboxy group is preferred, and a sulfo group is more preferred. As the basic group of the pigment derivative, an amino group is preferred, and a tertiary amino group is more preferred. The pigment derivative preferably contains a pigment derivative having a basic group (also referred to as a "basic pigment derivative"). In addition, from the viewpoints of developability and dispersion stability, the curable compound according to the present disclosure more preferably contains a binder polymer (dispersant) having an acid group and a pigment derivative having a basic group.

[0241] The content of the pigment derivative is preferably 1 to 50 parts by mass relative to 100 parts by mass of the pigment. The lower limit is preferably 3 parts by mass or more, and more preferably 5 parts by mass or more. The upper limit is preferably 40 parts by mass or less, and more preferably 30 parts by mass or less. When the content of the pigment derivative is within the above range, the dispersibility of the pigment is improved, and aggregation of the pigment can be efficiently suppressed. Only one type of pigment derivative may be used, or two or more types may be used. When two or more types are used, it is preferable that the total amount thereof is within the above range.

[0242] <Silane coupling agent> The curable composition according to the present disclosure may contain a silane coupling agent. According to this aspect, the adhesion of the obtained cured film to the support can be improved. The silane coupling agent means a silane compound having a hydrolyzable group and a functional group other than the hydrolyzable group. The hydrolyzable group means 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.

[0243] The content of the silane coupling agent in the total solid content of the curable composition is preferably 0.1% by mass to 5% by mass. The upper limit is preferably 3% by mass or less, more preferably 2% by mass or less. The lower limit is preferably 0.5% by mass or more, more preferably 1% by 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.

[0244] <Solvent> The curable composition according to the present disclosure 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 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 can also be preferably used. Specific examples of organic solvents include polyethylene glycol monomethyl ether (PGMEA), 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 ppm (parts per million) by mass or less, 10 ppm by mass or less, or 1 ppm by mass or less).

[0245] The SP values ​​of representative organic solvents are as follows: PGMEA (SP value = 9.2), MFG (1-methoxy-2-propanol) (SP value = 11.5), cyclohexanone (SP value = 10.0), butyl acetate (SP value = 8.7)

[0246] In the curable composition according to the present disclosure, 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).

[0247] 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.

[0248] The solvent may contain isomers (compounds having the same number of atoms but different structures). In addition, the solvent may contain only one type of isomer or multiple types of isomers.

[0249] The content of peroxide in the organic solvent is preferably 0.8 mmol / L or less, and more preferably contains substantially no peroxide.

[0250] The content of the solvent in the curable composition is preferably from 10% by mass to 95% by mass, more preferably from 20% by mass to 90% by mass, and further preferably from 30% by mass to 90% by mass.

[0251] In addition, the curable composition according to the present disclosure is preferably substantially free of environmentally restricted substances from the viewpoint of environmental regulations. In the present disclosure, substantially free of environmentally restricted substances means that the content of the environmentally restricted substances in the colored 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 restricted substances include benzene; alkylbenzenes such as toluene and xylene; and halogenated benzenes such as chlorobenzene. These are registered as environmentally restricted 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 the amount of use and the handling method are strictly regulated. These compounds may be used as solvents when producing each component used in the curable composition according to the present disclosure, 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.

[0252] <Polymerization inhibitor> The curable composition according to the present disclosure preferably further contains a polymerization inhibitor. Examples of the polymerization inhibitor include hydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, 2,2,6,6-tetramethylpiperidine-1-oxyl, 2,2,6,6-tetramethyl-4-hydroxypiperidine-1-oxyl, pyrogallol, tert-butylcatechol, benzoquinone, 4,4'-thiobis(3-methyl-6-tert-butylphenol), 2,2'-methylenebis(4-methyl-6-t-butylphenol), and N-nitrosophenylhydroxyamine salts (ammonium salts, cerium salts, etc.). Among these, it is preferable to include at least one compound selected from the group consisting of 2,2,6,6-tetramethylpiperidine-1-oxyl and 2,2,6,6-tetramethyl-4-hydroxypiperidine-1-oxyl. The content of the polymerization inhibitor in the total solid content of the curable composition is preferably 0.0001% by mass to 5% by mass.

[0253] <Surfactant> The curable composition according to the present disclosure may contain a surfactant. As the surfactant, various surfactants such as fluorine-based surfactants, nonionic surfactants, cationic surfactants, anionic surfactants, silicon-based surfactants, etc. can be used. For details of the surfactant, refer to paragraphs 0238 to 0245 of International Publication No. 2015 / 166779 and paragraphs 0253 to 0260 of JP-A-2018-173660, the contents of which are incorporated herein by reference.

[0254] 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.

[0255] The fluorine atom content in the fluorine-based surfactant is preferably 3% by mass to 40% by mass, more preferably 5% by mass to 30% by mass, and particularly preferably 7% by mass to 25% by mass. A fluorine-based surfactant having a fluorine atom content within this range is effective in terms of uniformity of the thickness of the coating film and liquid saving properties, and also has good solubility in the curable composition.

[0256] 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.

[0257] <Ultraviolet absorbing agent> The curable composition according to the present disclosure preferably contains an ultraviolet absorber. The ultraviolet absorbent may be 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. For details, refer to paragraphs 0052-0072 of JP 2012-208374 A, paragraphs 0317-0334 of JP 2013-068814 A, and paragraphs 0061-0080 of JP 2016-162946 A, the contents of which are incorporated herein by reference. Examples of commercially available ultraviolet absorbents include UV-503 (manufactured by Daito Chemical Co., Ltd.). Examples of benzotriazole compounds include the MYUA series (The Chemical Daily, February 1, 2016) manufactured by Miyoshi Oil & Fat Co., Ltd. Furthermore, the compounds described in paragraphs 0049 to 0059 of Japanese Patent No. 6268967 can also be used as ultraviolet absorbents.

[0258] The content of the ultraviolet absorbent in the total solid content of the curable composition is preferably 0.01% by mass to 10% by mass, more preferably 0.01% by mass to 5% by mass. Only one 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.

[0259] <Antioxidants> The curable compositions according to the present disclosure may contain an antioxidant. Examples of the antioxidant include phenol compounds, phosphite compounds, and thioether compounds. As the phenol compound, any phenol compound known as a phenol-based antioxidant can be used. As a preferred phenol compound, a hindered phenol compound can be used. A compound having a substituent at the site (ortho position) adjacent to the phenolic hydroxy group is 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 phenol group and a phosphite group in the same molecule is also preferred. In addition, as the antioxidant, a phosphorus-based antioxidant can 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). In addition, the compounds described in paragraphs 0023 to 0048 of Japanese Patent No. 6268967 can also be used as the antioxidant.

[0260] The content of the antioxidant in the total solid content of the curable composition is preferably 0.01% by mass to 20% by mass, and more preferably 0.3% by mass to 15% by mass. Only one type of antioxidant may be used, or two or more types may be used. When two or more types are used, the total amount is preferably within the above range.

[0261] <Other ingredients> The curable composition according to the present disclosure may contain, as necessary, a sensitizer, a curing accelerator, a filler, a heat curing accelerator, a plasticizer, and other auxiliaries (e.g., conductive particles, fillers, defoamers, flame retardants, leveling agents, peeling accelerators, fragrances, surface tension modifiers, chain transfer agents, etc.). By appropriately incorporating these components, it is possible to adjust properties such as film properties. For these components, the descriptions in, for example, paragraphs 0183 and onward of JP 2012-003225 A (corresponding paragraph 0237 of the specification of US Patent Application Publication No. 2013 / 0034812), and paragraphs 0101-0104, 0107-0109, etc. of JP 2008-250074 A can be referred to, and the contents of these are incorporated herein by reference. In addition, the curable composition according to the present disclosure may contain a latent antioxidant as necessary. Examples of latent antioxidants include compounds in which a site functioning as an antioxidant is protected by a protecting group, and the protecting group is removed by heating at 100°C to 250°C or at 80°C to 200°C in the presence of an acid / base catalyst to function as an antioxidant. Examples of latent antioxidants include compounds described in International Publication No. 2014 / 021023, International Publication No. 2017 / 030005, and JP-A No. 2017-008219. Examples of commercially available products include ADEKA ARCLES GPA-5001 (manufactured by ADEKA Corporation).

[0262] The curable composition according to the present disclosure 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 nm to 100 nm, more preferably 3 nm to 70 nm, and most preferably 5 nm to 50 nm. The metal oxide may have a core-shell structure, in which case the core may be hollow.

[0263] The curable compositions according to the present disclosure may also include 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,

[0264] The curable composition according to the present disclosure may contain a dispersion aid. Examples of the dispersion aid include pigment derivatives (synergists) having an organic pigment as a base skeleton and an acidic group, a basic group, or an aromatic group as a substituent in a side chain. The dispersion aid is preferably added in an amount of 1 to 50 parts by mass per 100 parts by mass of the pigment.

[0265] The viscosity (25°C) of the curable composition according to the present disclosure is preferably 1 mPa·s to 100 mPa·s, for example, when forming a film by coating. The lower limit is more preferably 2 mPa·s or more, and even more preferably 3 mPa·s or more. The upper limit is more preferably 50 mPa·s or less, even more preferably 30 mPa·s or less, and particularly preferably 15 mPa·s or less.

[0266] In the curable composition according to the present disclosure, the content of free metal not bonded or coordinated to pigments, etc. is preferably 100 ppm or less, more preferably 50 ppm or less, even more preferably 10 ppm or less, and particularly preferably substantially free. According to this embodiment, it is possible to expect effects such as stabilization of pigment dispersibility (prevention of aggregation), improvement of spectral characteristics due to improved dispersibility, stabilization of curable components, prevention of conductivity fluctuation due to elution of metal atoms and metal ions, and improvement of display characteristics. 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 according to the present disclosure 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, and the like.

[0267] It is also preferred that the curable composition according to the present disclosure is substantially free of terephthalic acid esters. Here, "substantially free" means that the content of terephthalic acid esters is 1,000 ppb by mass or less, more preferably 100 ppb by mass or less, and particularly preferably zero, based on the total mass of the curable composition.

[0268] The water content of the curable composition of the present disclosure is preferably 3% by mass or less, more preferably 0.01% by mass to 1.5% by mass, and particularly preferably 0.1% by mass to 1.0% by mass. The water content can be measured by the Karl Fischer method.

[0269] <Containment Container> The container for storing the curable composition according to the present disclosure is not particularly limited, and any 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 prevent 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, for the curable composition according to the present disclosure and the composition used for producing an image sensor, it is also preferable that the inner wall of the storage container be 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.

[0270] <Method of producing curable composition> The curable composition according to the present disclosure can be produced by mixing the above-mentioned components. When producing the curable composition, all the components may be simultaneously dissolved and / or dispersed in a solvent to produce the curable composition, or, if necessary, each component may be appropriately prepared as two or more solutions or dispersions, which are mixed at the time of use (at the time of application) to produce the curable composition.

[0271] In addition, it is preferable that the production of the curable composition includes a process of dispersing the pigment. In the process of dispersing the pigment, mechanical forces used to disperse 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 0022 of JP2015-157893A. In addition, in the process for dispersing the pigment, a salt milling process may be used to perform a particle refinement process. 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.

[0272] In producing 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 (including high-density and ultra-high-molecular-weight polyolefin resins) such as polyethylene and polypropylene (PP). Among these materials, polypropylene (including high-density polypropylene) and nylon are preferred.

[0273] The pore size of the filter is preferably 0.01 μm to 7.0 μm, more preferably 0.01 μm to 3.0 μm, and even more preferably 0.05 μm 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 Co., Ltd. (DFA4201NIEY, etc.), Advantech Toyo Co., Ltd., Nippon Integris Co., Ltd. (formerly Nippon Microlith Co., Ltd.), Kitz Microfilter Co., Ltd., etc. can be used.

[0274] 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.

[0275] 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.

[0276] (cured product) The cured product according to the present disclosure is a cured product obtained by curing the curable composition according to the present disclosure. The cured product according to the present disclosure can be suitably used in color filters, etc. Specifically, it can be suitably used as a colored layer (pixel) of a color filter. The cured product according to the present disclosure is preferably a film-like cured product (cured film), and its film thickness can be appropriately adjusted according to the purpose. For example, the film 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 film thickness is preferably 0.1 μm or more, more preferably 0.2 μm or more, and even more preferably 0.3 μm or more.

[0277] (Color filter) Next, the color filter according to the present disclosure will be described. The color filter according to the present disclosure has the cured product according to the present disclosure, and preferably has the cured product according to the present disclosure as a pixel of the color filter. The color filter according to the present disclosure can be used in a solid-state image sensor such as a CCD (charge-coupled device) or a CMOS (complementary metal-oxide semiconductor), an image display device, etc. The pixels of the color filter are not particularly limited, but examples thereof include red pixels, green pixels, blue pixels, cyan pixels, yellow pixels, and magenta pixels.

[0278] In the color filter according to the present disclosure, the thickness of the film made of the cured product according to the present disclosure can be adjusted appropriately depending on the purpose. 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.

[0279] In the color filter according to the present disclosure, the pixel width is preferably 0.5 μm 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. The pixel Young's modulus is preferably 0.5 GPa to 20 GPa, and more preferably 2.5 GPa to 15 GPa.

[0280] Each pixel included in the color filter according to the present disclosure preferably has high flatness. Specifically, the surface roughness Ra of the pixel is preferably 100 nm or less, more preferably 40 nm or less, and even more preferably 15 nm or less. Although the lower limit is not specified, it is preferably 0.1 nm or more, for example. The surface roughness of the pixel can be measured, for example, using an AFM (atomic force microscope) Dimension3100 manufactured by Veeco. In addition, the contact angle of water on the pixel can be appropriately set to a preferred 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 type (manufactured by Kyowa Interface Science Co., Ltd.). In addition, the volume resistance value of the pixel is preferably high. Specifically, the volume resistance value of the pixel 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). In addition, pixels obtained by curing the curable composition according to the present disclosure can also be suitably used in the pixel configuration described in WO 2019 / 102887.

[0281] In addition, the color filter according to the present disclosure may have a protective layer on the surface of the cured product according to the present disclosure. By providing a protective layer, various functions such as oxygen blocking, low reflection, hydrophilicity / hydrophobicity, and blocking of light of a specific wavelength (ultraviolet rays, near infrared rays, etc.) can be imparted. The thickness of the protective layer is preferably 0.01 μm to 10 μm, more preferably 0.1 μm to 5 μm. Methods for forming the protective layer include a method of forming the protective layer by applying a resin composition dissolved in an organic 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, polycarbonate 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.

[0282] When the protective layer is formed by applying a resin composition, known methods such as spin coating, casting, screen printing, and ink jetting can be used as the method for applying the resin composition. Known organic solvents (e.g., propylene glycol-1-monomethyl ether-2-acetate, cyclopentanone, ethyl lactate, etc.) can be used as the organic 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.

[0283] The protective layer may contain additives such as organic or inorganic particles, absorbents of specific wavelengths (e.g., ultraviolet rays, near infrared rays, etc.), refractive index adjusters, antioxidants, adhesives, and surfactants, as necessary. Examples of organic or inorganic particles include polymer particles (e.g., silicone resin particles, polystyrene particles, melamine resin particles), titanium oxide, zinc oxide, zirconium oxide, indium oxide, aluminum oxide, titanium nitride, titanium oxynitride, magnesium fluoride, hollow silica, silica, calcium carbonate, and barium sulfate. Known absorbents can be used as absorbents of specific wavelengths. Examples of ultraviolet absorbents and near infrared absorbents include the above-mentioned materials. The content of these additives can be appropriately adjusted, but is preferably 0.1% by mass to 70% by mass, and more preferably 1% by mass to 60% by mass, based on the total weight of the protective layer.

[0284] In addition, as the protective layer, the protective layers described in paragraphs 0073 to 0092 of JP2017-151176A can also be used.

[0285] The color filter may have an underlayer. The underlayer may be formed, for example, using a composition obtained by removing the colorant from the curable composition according to the present disclosure. In addition, the composition forming the underlayer preferably contains at least one selected from the group consisting of the binder polymer, surfactant, and polymerizable compound. Furthermore, the surface contact angle of the undercoat layer in a color filter having red, green and blue (RGB) pixels is preferably 20 to 70 when measured with diiodomethane, and preferably 30 to 80 when measured with water. When the contact angle is in the above range, the wettability during color filter formation is appropriate, and the coatability of the composition forming the undercoat layer is also excellent. Methods for achieving the above contact angle range include the addition of a surfactant.

[0286] <Manufacturing method for color filters> Next, a method for producing a color filter according to the present disclosure will be described. The color filter according to the present disclosure can be suitably manufactured through a step of forming a curable composition layer on a support using the curable composition according to the present disclosure, and a step of forming a pattern in the curable composition layer by a photolithography method or a dry etching method.

[0287] -Photolithography method- First, a case where a color filter is manufactured by forming a pattern by photolithography will be described. The pattern formation by the photolithography method preferably includes a step of forming a curable composition layer on a support using the curable composition according to the present disclosure, a step of exposing the curable composition layer in a pattern, and a step of developing and removing the unexposed part of the curable composition layer to form a pattern (pixel). If necessary, a step of baking the curable composition layer (pre-baking step) and a step of baking the developed pattern (pixel) (post-baking step) may be provided.

[0288] In the step of forming a curable composition layer, a colored composition layer is formed on a support using the curable composition according to the present disclosure. 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 a substance, or flatten the substrate surface.

[0289] 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 (e.g., a method described in JP-A-2009-145395), various printing methods such as ejection printing such as inkjet (e.g., 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.

[0290] 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 seconds to 300 seconds, more preferably 40 seconds to 250 seconds, and even more preferably 80 seconds to 220 seconds. Prebaking can be performed using a hot plate, an oven, or the like.

[0291] <<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 an exposure machine such as 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.

[0292] Examples of radiation (light) that can be used for exposure include g-line and i-line. Light with a wavelength of 300 nm or less (preferably light with a wavelength of 180 nm to 300 nm) can also be used. Examples of light with a wavelength of 300 nm or less include KrF line (wavelength 248 nm) and ArF line (wavelength 193 nm), with KrF line (wavelength 248 nm) being preferred. Long-wave light sources with wavelengths of 300 nm or more can also be used.

[0293] 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 illuminance is 50 million W / m 2 More than 100 million W / m is preferable. 2 More preferably, it is 200 million W / m or more. 2 It is more preferable that the maximum instantaneous illuminance is 1 billion W / m or more. 2 Preferably less than 800 million W / m 2 More preferably, it is 500 million W / m or less. 2It 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.

[0294] The irradiation dose (exposure amount) is 0.03 J / cm 2 ~2.5J / cm 2 is preferred, and 0.05 J / cm 2 ~1.0J / 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 preferably 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.

[0295] Next, the unexposed portion of the curable composition layer is developed and removed to form a pattern (pixels). The unexposed portion of the colored composition layer can be developed and removed using a developer. As a result, the unexposed portion of the curable composition layer 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°C to 30°C. The development time is preferably 20 seconds 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.

[0296] 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.

[0297] After development and drying, it is preferable to perform additional exposure treatment or heating treatment (post-baking). Additional exposure treatment and post-baking are curing treatments after development to complete curing. The heating temperature in post-baking is, for example, preferably 100°C to 240°C, more preferably 200°C to 240°C. Post-baking can be performed 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 ensure that the developed film meets the above conditions. When additional exposure treatment is performed, it is preferable that the light used for exposure has a wavelength of 400 nm or less. The additional exposure treatment may be performed by the method described in Korean Patent Publication No. 20170122130.

[0298] -Dry etching method- Next, a case where a color filter is manufactured by forming a pattern by a dry etching method will be described. The pattern formation by the dry etching method preferably includes a step of forming a curable composition layer on a support using the curable composition according to the present disclosure, curing the entire curable composition layer to form a cured product layer, a step of forming a photoresist layer on the cured product layer, a step of exposing the photoresist layer in a pattern shape and developing it to form a resist pattern, and a step of dry etching the cured product layer using an etching gas with the resist pattern as a mask. In the formation of the photoresist layer, it is preferable to further perform a pre-bake treatment. In particular, as a process for forming the photoresist layer, a form in which a heat treatment after exposure and a heat treatment after development (post-bake treatment) are performed is desirable. For the pattern formation by the dry etching method, the description in paragraphs 0010 to 0067 of JP 2013-064993 A can be referred to, and the contents thereof are incorporated herein.

[0299] <Solid-state imaging element> The solid-state imaging device according to the present disclosure includes the cured product according to the present disclosure, and preferably has a color filter according to the present disclosure. A preferred embodiment of the solid-state imaging device according to the present disclosure includes an embodiment in which at least one pixel selected from the group consisting of red pixels, green pixels, and blue pixels is the cured product according to the present disclosure (RGB pixels). Another preferred embodiment of the solid-state imaging element according to the present disclosure is one in which at least one pixel selected from the group consisting of cyan pixels, yellow pixels, and magenta pixels is a cured product according to the present disclosure (CMY pixels). The configuration of the solid-state imaging device according to the present disclosure is not particularly limited as long as it comprises a cured product according to the present disclosure and functions as a solid-state imaging device, and examples thereof include the following configurations.

[0300] 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. Imaging devices including a solid-state imaging element according to the present disclosure can be used for digital cameras, electronic devices having imaging functions (such as mobile phones), as well as vehicle-mounted cameras and surveillance cameras.

[0301] (Image display device) The image display device according to the present disclosure preferably includes the cured product according to the present disclosure and the color filter according to the present disclosure. 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 in, for example, "Electronic Display Devices" (written by Akio Sasaki, published by Kogyo Chosakai Co., Ltd. in 1990) and "Display Devices" (written by Junsho Ibuki, published by Sangyo Tosho Co., Ltd. in 1989). In addition, liquid crystal display devices are described in, for example, "Next Generation Liquid Crystal Display Technology" (edited by Tatsuo Uchida, published by Kogyo Chosakai Co., Ltd. in 1994). There are no particular limitations on the liquid crystal display device, and examples thereof include various types of liquid crystal display devices described in the above "Next Generation Liquid Crystal Display Technology." EXAMPLES

[0302] The present disclosure will be described in detail below with reference to examples, but the present disclosure is not limited to these examples. In the present examples, "%" and "parts" mean "% by mass" and "parts by mass", respectively, unless otherwise specified. In addition, in polymer compounds, unless otherwise specified, the molecular weight is the weight average molecular weight (Mw), and the ratio of the constitutional units is the mole percentage.

[0303] -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. Column type: The following three columns were connected in series (all manufactured by Tosoh Corporation): TOSOH TSKgel Super HZM-H 6.0mm×150mm TOSOH TSKgel Super HZ4000 6.0mm×150mm TOSOH TSKgel Super HZ2000 6.0mm×150mm Developing solvent: Tetrahydrofuran Column temperature: 40℃ Flow rate (sample injection volume): 1.0 μL (sample concentration 0.1% by mass) Device name: Tosoh Corporation HLC-8220GPC Detector: RI (refractive index) detector Calibration curve base resin: polystyrene resin

[0304] -Method of measuring acid value- The acid value of each dispersion resin represents the mass of potassium hydroxide required to neutralize the acidic components per 1 g of solid content. Specifically, the obtained resin was dissolved in a mixed solvent of tetrahydrofuran / water = 9 / 1 (mass ratio), and the obtained solution was neutralized and titrated with a 0.1 mol / L aqueous sodium hydroxide solution at 25 ° C. using a potentiometric titrator (product name: AT-510, manufactured by Kyoto Electronics Manufacturing Co., Ltd.). The inflection point of the titration pH curve was set as the titration end point, and the acid value was calculated by the following formula.

[0305] A=56.11×Vs×0.5×f / w A: Acid value (mgKOH / g) Vs: Amount of 0.1 mol / L sodium hydroxide solution required for titration (mL) f: Potency of 0.1 mol / L sodium hydroxide solution w: Measurement sample mass (g) (solid content equivalent)

[0306] -Synthesis of macromonomer R1- 449 parts by mass of propylene glycol monomethyl ether acetate (PGMEA) was introduced into a three-neck flask, and the mixture was heated to 75° C. while flowing nitrogen into the flask. 1As monomers forming the above, 261 parts by mass of methyl methacrylate and 261 parts by mass of butyl acrylate were mixed with 38.9 parts by mass of 6-mercapto-1-hexanol as the S-introducing compound shown in Table 1, 2.93 parts by mass of 2,2'-azobis(methyl 2-methylpropionate) (product name: "V-601", Fujifilm Wako Pure Chemical Industries, Ltd.), and 257 parts by mass of PGMEA to prepare a drop solution. This drop solution was dropped over 2 hours. After completion of the drop, the mixture was heated and stirred at the same temperature for another hour. After adding 2.93 parts by mass of V-601, the mixture was heated at the same temperature for 2 hours. Further, 2.93 parts by mass of V-601 was added, the mixture was heated to 90°C and heated for 3 hours to complete the polymerization reaction. Next, to the obtained polymerization reaction product were added 46.3 parts by mass of 2-isocyanatoethyl methacrylate (product name: Karenz MOI, manufactured by Showa Denko K.K.), 2.46 parts by mass of bismuth tris(2-ethylhexanoate (product name: Neostan U-600, manufactured by Nitto Kasei K.K.), and 0.185 parts by mass of dibutylhydroxytoluene (BHT) as the introduction compounds shown in Table 1, and the mixture was heated at 75° C. for 4 hours. The reaction was terminated after it was confirmed by NMR that the MOI peak had disappeared. The resulting compound was confirmed to have Mw=3,200 by GPC measurement.

[0307] -Synthesis of macromonomers R2 to R4, R6, R9 to R15, R19 to R33, R50 to R54, and R57 to R67- In the synthesis of macromonomer R1, methyl methacrylate and butyl acrylate were used in the synthesis of macromonomer R2 in the form of P 1 Each macromonomer was synthesized in the same manner as macromonomer R1, except that the monomer forming the above was used as the monomer forming the macromonomer R2, 6-mercapto-1-hexanol was used as the S-introducing compound shown in Table 1 or Table 2, and 2-isocyanatoethyl methacrylate was used as the S-introducing compound shown in Table 1 or Table 2.

[0308] Each of the macromonomers R1 etc. synthesized above is the same compound as R1 etc. described above as an example compound of the polymer compound represented by formula (1a).

[0309] [Table 1]

[0310] [Table 2]

[0311] In Tables 1 and 2, "converted to NH2 group → MOI" means that the hydroxy group was converted to a leaving group (halogen group, mesyl group, tosyl group, etc.), which was further converted to an NH2 group by treatment with aqueous ammonia, and then reacted with MOI, and "converted to NH2 group" means that the hydroxy group was converted to a leaving group (halogen group, mesyl group, tosyl group, etc.), which was further converted to an NH2 group by treatment with aqueous ammonia. In Tables 1 and 2, the wavy lines represent the bonding sites with other structures. The abbreviations and details in Tables 1 and 2 are as follows: MOI: 2-isocyanatoethyl methacrylate (product name: Karenz MOI, manufactured by Showa Denko K.K.) 2-Bromoethyl methacrylate (Tokyo Chemical Industry Co., Ltd.) HEMA: 2-hydroxyethyl methacrylate, manufactured by Tokyo Chemical Industry Co., Ltd. MOI-EG: Methacryloyloxyethoxyethyl isocyanate, manufactured by Showa Denko K.K. AOI: 2-isocyanatoethyl acrylate, manufactured by Showa Denko K.K. Methacryloyl chloride (Tokyo Chemical Industry Co., Ltd.) Acryloyl chloride (Tokyo Chemical Industry Co., Ltd.) GMA: Glycidyl methacrylate (Tokyo Chemical Industry Co., Ltd.) GA: Glycidyl acrylate (Tokyo Chemical Industry Co., Ltd.) 4HBAGE: 4-Hydroxybutyl acrylate glycidyl ether (Mitsubishi Chemical Corporation) Cyclomer M100: 3,4-epoxycyclohexylmethyl methacrylate (manufactured by Daicel Corporation) N-(hydroxymethyl)acrylamide (Tokyo Chemical Industry Co., Ltd.) 4-(Chloromethyl)styrene (Tokyo Chemical Industry Co., Ltd.) 10-Undecenoyl chloride (Tokyo Chemical Industry Co., Ltd.) Vinyl chloroacetate (Tokyo Chemical Industry Co., Ltd.)

[0312] <Synthesis of Dispersion Resin> -Synthesis of Dispersion Resin P1-

[0313] Into a three-neck flask, 375 parts by mass of the PGMEA 40% solution of the macromonomer R1 synthesized above, 30 parts by mass of methacrylic acid, 120 parts by mass of benzyl methacrylate, and 455 parts by mass of PGMEA were introduced, and the mixture was heated to 75 ° C. while flowing nitrogen into the flask. Furthermore, 8.26 parts by mass of dodecyl mercaptan and 1.57 parts by mass of V-601 were added, and the mixture was heated at the same temperature for 2 hours. Further, 1.57 parts by mass of V-601 was added, and the mixture was heated at the same temperature for 2 hours. Further, 1.57 parts by mass of V-601 was added, and the mixture was heated to 90 ° C. and heated for 3 hours, and the polymerization reaction was terminated to synthesize a resin, and a dispersion resin P1 (PGMEA 30% by mass solution) was obtained. The weight average molecular weight of the obtained dispersion resin P1 was 18,000, and the acid value was 64 mgKOH / g.

[0314] [ka]

[0315] -Synthesis of dispersion resins P2 to P4, P6, P9 to P15, P19 to P33, P50 to P54, and P57 to P79- In the synthesis of dispersed resin P1, except that the macromonomer and monomer monomer 1 and 2 shown in Table 3 or Table 4 were used, dispersed resins 2 to P4, P6, P9 to P15, P19 to P33, P50 to P54, and P57 to P79 were synthesized in the same manner as dispersed resin P1.

[0316] -Synthesis of dispersion resin P17- 100 parts by mass of methyl methacrylate and 100 parts by mass of n-butyl acrylate were charged into a reaction vessel, and the atmospheric gas was replaced with nitrogen gas. The inside of the reaction vessel was heated to 80°C, 15.1 parts by mass of 5-mercapto-1,2-heptanediol was added, and the mixture was reacted for 12 hours to obtain macromonomer R17. It was confirmed that 95% had reacted by measuring the solid content. Next, 12 parts by mass of pyromellitic anhydride, 224 parts by mass of PGMEA, and 0.40 parts by mass of DBU (1,8-diazabicyclo-[5.4.0]-7-undecene) as a catalyst were added, and the mixture was reacted at 120°C for 7 hours. It was confirmed by measuring the acid value that 98% or more of the acid anhydride had been half-esterified, and the reaction was terminated to synthesize dispersion resin P17. PGMEA was added to the obtained P17 to adjust the solid content concentration to 30% by mass.

[0317] [ka]

[0318] -Synthesis of dispersion resin P18- The synthesis of the macromonomer R18 was carried out in the same manner as in the synthesis of the dispersion resin P17, except that in the synthesis of the dispersion resin P17, 5-mercapto-1,2-heptanediol was changed to 2-(3-mercaptopropyl)-1,3-propanediol to obtain the macromonomer R18.

[0319] [ka]

[0320] -Synthesis of dispersion resin P55- 100 parts by mass of methyl methacrylate and 100 parts by mass of n-butyl acrylate were charged into a reaction vessel, and the atmospheric gas was replaced with nitrogen gas. The inside of the reaction vessel was heated to 80°C, and 15.1 parts by mass of 5-mercapto-1,2-heptanediol was added and reacted for 12 hours to obtain a macromonomer R55 precursor. It was confirmed by measuring the solid content that 95% had reacted. Next, 11.8 parts by mass of triethylamine and 13.33 parts by mass of mesyl chloride were added, and the mixture was heated for 8 hours at 80° C. Furthermore, 800 parts by mass of aqueous ammonia (28% by mass) was added, and the mixture was heated at 80° C. for 24 hours to obtain macromonomer R55. Next, 12 parts by mass of pyromellitic anhydride, 224 parts by mass of PGMEA, and 0.40 parts by mass of DBU (1,8-diazabicyclo-[5.4.0]-7-undecene) as a catalyst were added and reacted at 120 ° C for 7 hours. The reaction was terminated after confirming that 98% or more of the acid anhydride was half-esterified by measuring the acid value, and dispersion resin P55 was synthesized. PGMEA was added to the obtained dispersion resin P55 to adjust the solid concentration to 30% by mass.

[0321] [ka]

[0322] -Synthesis of dispersion resin P56- The synthesis of the dispersion resin P55 was carried out in the same manner as the synthesis of the dispersion resin P55, except that in the synthesis of the dispersion resin P55, 5-mercapto-1,2-heptanediol was changed to 2-(3-mercaptopropyl)-1,3-propanediol to obtain the macromonomer R56.

[0323] [ka]

[0324] -Synthesis of Dispersion Resin P101- In a reaction vessel equipped with a gas inlet tube, a thermometer, a condenser, and a stirrer, 100 parts by mass of n-butyl methacrylate and 100 parts by mass of benzyl methacrylate were charged and replaced with nitrogen gas. The inside of the reaction vessel was heated to 80°C, 12 parts by mass of 3-mercapto-1,2-propanediol was added, and the reaction was carried out for 12 hours to obtain macromonomer R101. It was confirmed that 95% had reacted by measuring the solid content. Next, 12 parts by mass of pyromellitic anhydride, 224 parts by mass of cyclohexanone, and 0.40 parts by mass of 1,8-diazabicyclo-[5.4.0]-7-undecene as a catalyst were added, and the reaction was carried out at 120°C for 7 hours. It was confirmed by measuring the acid value that 98% or more of the acid anhydride had been half-esterified, and the reaction was terminated, and a dispersion resin P101 with an acid value of 28 mgKOH / g and a weight average molecular weight (Mw) of 5,800 was obtained. PGMEA was added to the obtained dispersion resin P101 to adjust the non-volatile content (solid content concentration) to 20 mass %, thereby obtaining a solution of dispersion resin P101.

[0325] [ka]

[0326] [Table 3]

[0327] [Table 4]

[0328] The abbreviations used in Tables 3 and 4 are as follows: Aronix M5300: ω-carboxypolycaprolactone (n≒2) monoacrylate, manufactured by Toagosei Co., Ltd. 3-Methacryloyloxyethyl phthalate: manufactured by Shin-Nakamura Chemical Co., Ltd. ·BBA-AE:(4-(4-(Acryloyloxy)butoxy)benzoic acid

[0329] The acid values ​​and weight average molecular weights (Mw) of the dispersion resins P17, P18, P55, P56, and P101 are as follows. ·P17: Acid value 28mgKOH / g, weight average molecular weight (Mw)=5,800 ·P18: Acid value 28mgKOH / g, weight average molecular weight (Mw)=5,800 ·P55: Acid value 27mgKOH / g, weight average molecular weight (Mw)=5,800 ·P56: Acid value 27mgKOH / g, weight average molecular weight (Mw)=5,800 ·P101: Acid value 28mgKOH / g, weight average molecular weight (Mw)=5,800

[0330] <Preparation of Dispersion> After mixing the raw materials shown in Tables 5 and 6 below, 230 parts by mass of zirconia beads with a diameter of 0.3 mm were added, and dispersion treatment was carried out for 5 hours using a paint shaker, and the beads were separated by filtration to produce a dispersion liquid. The values ​​shown in the tables below are parts by mass. The amounts of resin (dispersant) blended are the amounts blended in resin solutions with a solid content of 20% by mass.

[0331] [Table 5]

[0332] [Table 6]

[0333] The abbreviations used in Tables 5 and 6 above are as follows. (Pigments) PR254: CI Pigment Red 254 PG58: CI Pigment Green 58 PG36: CI Pigment Green 36 PY139: CI Pigment Yellow 139 PY150: CI Pigment Yellow 150 PY185: CI Pigment Yellow 185 PB15:6:CI Pigment Blue 15:6 PV23: CI Pigment Violet 23 TiON: Titanium black

[0334] K1, K2: Compounds having the following structure

[0335] [ka]

[0336] (Dispersion aid) B1: A compound having the following structure

[0337] [ka]

[0338] K3: Compound of the following structure

[0339] [ka]

[0340] (Polymerization inhibitor) Q1: 2,2,6,6-Tetramethylpiperidine 1-oxyl (TEMPO) (Tokyo Chemical Industry Co., Ltd.)

[0341] (solvent) J1: Propylene glycol monomethyl ether acetate (PGMEA) J2: Cyclopentanone

[0342] (Examples 1 to 50 and Comparative Example 1) <Preparation of Curable Composition> The raw materials shown in Table 7 or Table 8 below were mixed to prepare a curable composition.

[0343] [Table 7]

[0344] [Table 8]

[0345] The abbreviations used in Tables 7 and 8 other than those explained above are as follows.

[0346] (Pigment dispersion) Pigment dispersions R-1, Y-1, B-1, and Bk-1: the above-mentioned pigment dispersions R-1, Y-1, B-1, and Bk-1 Pigment dispersions G-1 to G-36, G-101, G-102, and G-1001: The above-mentioned pigment dispersions-1 to G-36, G-101, G-102, and G-1001 Pigment dispersions IR-1 to IR-3: The above-mentioned pigment dispersions IR-1 to IR-3

[0347] (Photopolymerization initiator) I2: IRGACURE OXE-03 (oxime polymerization initiator, manufactured by BASF) I3: IRGACURE OXE-04 (oxime polymerization initiator, manufactured by BASF) I4: ADEKA Arcles NCI-831 (oxime-based polymerization initiator, manufactured by ADEKA Corporation, containing a nitro group) I5: IRGACURE 369 (2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-1-butanone, manufactured by BASF)

[0348] (polymerizable compound) M1: the following compound where a+b+c=3 M2: the following compound where a+b+c=4

[0349] [ka]

[0350] M3: KAYARAD DPHA (a mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate, manufactured by Nippon Kayaku Co., Ltd.) M4: UA-7200 (urethane acrylate, manufactured by Shin-Nakamura Chemical Co., Ltd.) M5: The following compound

[0351] [ka]

[0352] (Surfactant) H1: Fluorosurfactant, Megafac F-781F (DIC Corporation).

[0353] <Performance evaluation> (Evaluation of storage stability) The viscosity of the curable composition obtained above was measured using "RE-85L" manufactured by Toki Sangyo Co., Ltd., and the curable composition was left to stand at 45°C for 3 days, after which the viscosity was measured again. The storage stability was evaluated based on the difference in viscosity (ΔVis) before and after standing according to the following evaluation criteria. The smaller the viscosity difference (ΔVis) value, the better the storage stability. The viscosity of the curable composition was measured at a temperature controlled at 25° C. The evaluation criteria were as follows, and the evaluation results are shown in Tables 7 and 8. A rating of "3" or higher is preferred, with ratings of "4" and "5" indicating excellent storage stability. [Evaluation Criteria] 5: ΔVis is 0.5 mPa·s or less. 4: ΔVis is greater than 0.5 mPa·s and less than or equal to 1.0 mPa·s. 3: ΔVis is greater than 1.0 mPa·s and less than 2.0 mPa·s. 2: ΔVis is greater than 2.0 mPa·s and less than or equal to 5.0 mPa·s. 1: ΔVis is greater than 5.0 mPa s.

[0354] (Evaluation of developability (dispersibility)) A CT-4000L solution (transparent undercoat agent manufactured by FUJIFILM Electronic Materials Co., Ltd.) was applied onto a silicon wafer so that the dry thickness was 0.1 μm, and the wafer was dried to form a transparent film, which was then heated at 220° C. for 5 minutes. The above curable composition was applied using a spin coater to a film thickness of 0.65 μm, and heat treatment (pre-baking) was performed using a hot plate at 100° C. for 120 seconds. Next, a mask pattern was formed on the substrate, in which square pixels with sides of 1.1 μm were arranged in an area of ​​4 mm × 3 mm. Using an i-line stepper exposure device (product name: FPA-3000i5+, manufactured by Canon Inc.), light with a wavelength of 365 nm was irradiated at 500 mJ / cm. 2 The sample was irradiated (exposed) with an exposure amount of 1000 μm. The composition layer after exposure was placed on the horizontal rotating table of a spin-shower developer (DW-30 type, manufactured by Chemitronics Co., Ltd.) and paddle-developed for 60 seconds at 23°C using CD-2000 (manufactured by Fujifilm Electronic Materials Co., Ltd.). The silicon wafer substrate was rotated at a rotation speed of 50 rpm by a rotating device, and pure water was supplied from above the center of rotation in a shower-like manner from a spray nozzle to perform a rinse treatment, and then spray-dried. The obtained colored pattern (pixels) was observed from above the silicon wafer at 30,000 times magnification using a length-measuring SEM (scanning electron microscope) (S-7800H, manufactured by Hitachi, Ltd.). Evaluation was performed according to the following criteria.

[0355] 5: No residue was observed in the unexposed areas. 4: One to three residues were observed within a 1.1 μm square area in the unexposed area. 3: 4 to 10 residues were observed within a 1.1 μm square area in the unexposed area. 2: 11 to 100 residues were observed within a 1.1 μm square area in the unexposed area. 1: 101 or more residues were observed within a 1.1 μm square area of ​​the unexposed area.

[0356] From the results shown in Tables 7 and 8, it can be seen that Examples 1 to 50, which are resin curable compositions according to the present disclosure, are superior in dispersibility and storage stability to the composition of Comparative Example 1. Furthermore, even when the dispersing resin P1 in the pigment dispersion G-1 of Example 1 was changed to any of the dispersing resins P50 to P79 shown in Table 4, dispersibility and storage stability similar to those of Examples 1 to 50 were obtained.

[0357] (Examples 101 to 146) In Examples 101 to 146, the curable compositions of Examples 1 to 46 were used, respectively. In order to avoid overlapping in color with the above curable composition, a composition of an overlapping color among the Red composition, Green composition, and Blue composition described below was used in place of the obtained curable composition of Examples 1 to 46. For example, the color of the curable composition of Examples 1 to 44 is Green, the color of the curable composition of Example 45 is Red, and the color of the curable composition of Example 46 is Blue.

[0358] The Red composition was applied onto a silicon wafer by spin coating so that the film thickness after formation would be 1.0 μm. Then, the wafer was heated at 100° C. for 2 minutes using a hot plate. Next, an i-line stepper exposure system FPA-3000i5+ (Canon Inc.) was used to apply 1,000 mJ / cm 2The substrate was exposed to light at 1000 nm through a mask with a dot pattern of 2 μm square. Then, 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 on the infrared cut filter pattern. Similarly, the green composition and the blue composition were patterned in sequence to form red, green and blue colored patterns (Bayer patterns). The Bayer pattern is a repeated 2×2 array of color filter elements, each having one red element, two green elements, and one blue element, as disclosed in U.S. Patent No. 3,971,065. This was incorporated into a solid-state imaging device according to a known method. The obtained solid-state imaging device was irradiated with infrared rays by an infrared light emitting diode (infrared LED) in a low illuminance environment (0.001 lux), an image was captured, and the image performance was evaluated. When any of the curable compositions obtained in Examples 1 to 46 was used, a solid-state imaging device having suitable image recognition ability and moisture resistance was obtained.

[0359] The Red composition, Green composition, and Blue composition used in Examples 101 to 146 other than the curable compositions of Examples 1 to 46 above are as follows.

[0360] -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

[0361] -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

[0362] -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

[0363] The raw materials used for the Red, Green, and Blue compositions are as follows:

[0364] ·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.). 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 red pigment dispersion liquid.

[0365] ·Green pigment dispersion A mixture of 6.4 parts by mass of CI Pigment Green 36, 5.3 parts by mass of CI Pigment Yellow 150, 5.2 parts by mass of a dispersant (Disperbyk-161, manufactured by BYK Chemie), and 83.1 parts by mass of PGMEA was mixed and dispersed for 3 hours using a bead mill (zirconia beads 0.3 mm in 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.

[0366] ·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.

[0367] Polymerizable compound 1: KAYARAD DPHA (a mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate, manufactured by Nippon Kayaku Co., Ltd.) Polymerizable compound 4: having the following structure

[0368] [ka]

[0369] 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)

[0370] [ka]

[0371] Resin 4: Structure shown below (acid value: 70 mg KOH / g, Mw=11,000, ratio of each structural unit is molar ratio)

[0372] [ka]

[0373] Photopolymerization initiator 1: IRGACURE-OXE01 (1-[4-(phenylthio)]-1,2-octanedione-2-(O-benzoyloxime), manufactured by BASF) 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.

[0374] [ka]

[0375] The disclosure of Japanese Patent Application No. 2019-158702, filed on August 30, 2019, is incorporated herein by reference in its entirety. All publications, patent applications, and technical standards mentioned in this specification are herein incorporated by reference to the same extent as if each individual publication, patent application, and technical standard was specifically and individually indicated to be incorporated by reference.

Claims

1. A resin which is an acrylic resin, a polyester resin, or a polyamide resin having a graft structure represented by the following formula (1): 【Chemistry 1】 In formula (1), P １ represents a polymer chain formed of 2 to 4 types of alkyl (meth)acrylate having 1 to 6 carbon atoms; X １ represents an alkylene group having a length of 3 or more atoms, L represents a single bond or a divalent linking group, and * represents the linking position to the structure containing the main chain.

2. The resin according to claim 1 , wherein L is a linking group containing a urethane bond, a urea bond, an ester bond, an amide bond, or an ether bond.

3. The X １ The resin according to claim 1 or 2, wherein the number of consecutive carbon atoms contained in is 3 or more and 20 or less.

4. The resin according to any one of claims 1 to 3, which is a dispersant.

5. The resin according to any one of claims 1 to 4 and a polymerizable compound are included, The curable composition, wherein the polymerizable compound comprises at least one selected from the group consisting of a compound represented by M1 below, a compound represented by M2 below, a compound represented by M3 below, a compound represented by M4 below, and a compound represented by M5 below. 【Chemistry 2】 M1: a+b+c=3 M2: a+b+c=4 M3: a mixture of dipentaerythritol hexaacrylate and dipentaerythritol pentaacrylate M4: Urethane acrylate 【Chemistry 3】

6. A cured product obtained by curing the curable composition according to claim 5.

7. A color filter comprising the cured product according to claim 6.

8. A solid-state imaging device comprising the color filter according to claim 7.

9. An image display device comprising the color filter according to claim 7.

10. A polymer compound represented by the following formula (1a): 【Chemistry 4】 Formula (1a), P １ represents a polymer chain formed of 2 to 4 types of alkyl (meth)acrylate having 1 to 6 carbon atoms; X １ represents an alkylene group having 3 or more atoms in length, L represents a single bond or a divalent linkage, Z １ represents an ethylenically unsaturated group, or a group having a diol structure or a diamine structure.

11. The polymer compound according to claim 10 , wherein the L is a linking group containing a urethane bond, a urea bond, an ester bond, an amide bond, or an ether bond.

12. Said Z １ The polymer compound according to claim 10 or 11, wherein the ethylenically unsaturated group in the formula (I) contains a (meth)acryloxy group.

13. The X １ The polymer compound according to any one of claims 10 to 12, wherein the number of consecutive carbon atoms contained in is 3 or more and 20 or less.

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