Composition, cured product, optical filter, and method for producing the cured product

Abstract

The purpose of the present invention is to provide a composition that enables easy formation of a cured product that has excellent adhesive properties and, if a coloring agent is contained, exhibits little change in light absorbing properties.　The composition according to the present invention contains cation-polymerizable components, a photoacid generator, and a carbazole-based sensitizer. The cation-polymerizable components include an alicyclic epoxy compound and an oxetane compound. The alicyclic epoxy compound has at least one alicyclic epoxy group in the molecule, thus has a cycloalkene oxide structure, and is preferably a compound having a structure in which two cycloalkene oxide structures are fused directly or via a cycloalkane structure, or a compound having a structure in which two cycloalkene oxide structures are linked by a linkage group.

Description

[Technical Field]

[0001] The present invention relates to a composition, a cured product thereof, an optical filter using the same, and a method for producing the cured product. [Background technology]

[0002] As a method for forming an optical filter that absorbs light of a specific wavelength, a colored composition containing a colorant and a curable compound is applied to a substrate by various coating methods such as photolithography and inkjet printing, and then cured to form a colored pattern. As such a colored composition, for example, a composition combining a radically polymerizable compound and a colorant is known. For example, Patent Document 1 describes a composition containing a dye and a radically polymerizable compound.

[0003] However, when an optical filter is formed using a radically polymerizable coloring composition containing a dye as a colorant, there is a problem in that an optical filter having excellent light absorption properties in a desired wavelength region may not be obtained. [Prior art documents] [Patent documents]

[0004] [Patent Document 1] U.S. Patent No. 9,720,319 Summary of the Invention

[0005] The present inventors have found and proposed that a cured product having excellent light absorption properties in a desired wavelength range can be obtained by using a cationically polymerizable compound as the curable compound.

[0006] However, when a cationically polymerizable compound is used together with a colorant, there is a problem that the light absorption property may change over time. Furthermore, the resulting cured product does not have sufficient adhesion to the substrate, and the formed colored pattern may peel off from the substrate.

[0007] The present invention has been made in consideration of the above problems, and a main object of the present invention is to provide a composition that has excellent adhesion and, when a colorant is contained, can easily form a cured product with little change in light absorption.

[0008] As a result of extensive research, the present inventors have found that by using a composition containing an alicyclic epoxy compound and an oxetane compound as cationically polymerizable compounds, and further combining a specific sensitizer, it is possible to form a cured product that has excellent adhesion and, when a colorant is contained, has little change in light absorption properties.

[0009] That is, the present invention is a composition comprising a cationically polymerizable component, a photoacid generator, and a carbazole-based sensitizer, wherein the cationically polymerizable component comprises an alicyclic epoxy compound and an oxetane compound.

[0010] In the present invention, it is preferred that the alicyclic epoxy compound contains at least one selected from compounds represented by the following formulas (1-1), (1-2), (1-3), (1-4), and (1-5), and that the oxetane compound contains a polyfunctional oxetane compound, because the composition has excellent adhesion and, when a colorant is contained, a cured product with little change in light absorption can be obtained.

[0011] [ka]

[0012] In formula (1-1), R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and R 10 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms. In formula (1-2), R 11 , R12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 , R 21 , R 22 , R 23 , R 24 , R 25 and R 26 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms. In formula (1-3), R 31 , R 32 , R 33 , R 34 , R 35 , R 36 , R 37 , R 38 , R 39 , R 40 , R 41 , R 42 , R 43 , R 44 , R 45 , R 46 , R 47 and R 48 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms. In formula (1-4), R 51 , R 52 , R 53 , R 54 , R 55 , R 56 , R 57 , R 58 , R 59 , R 60 , R 61 , R 62 , R 63 , R 64 , R 65 , R 66 , R 67 and R 68 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms. In formula (1-5), R 71 , R 72 , R 73 , R 74 , R 75 , R 76 , R 77 , R 78 , R 79 , R 80 , R 81 , R 82 , R 83 , R 84 , R 85 , R 86 , R 87 and R 88 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms; X represents a single bond, an alkylene group having 1 to 4 carbon atoms, a carbonyl group, an ether bond, an ester bond, a carbonate group, an amide group, or a group in which a plurality of these groups are linked together.

[0013] In the present invention, the alicyclic epoxy compound preferably contains at least one of the compounds represented by the formulas (1-1), (1-2), and (1-5), because the composition has excellent adhesion and, when a colorant is contained, a cured product with little change in light absorption can be obtained.

[0014] In the present invention, the content of the alicyclic epoxy compound is preferably 1 part by mass or more and 80 parts by mass or less per 100 parts by mass of the total of the alicyclic epoxy compound and the oxetane compound. This is because the composition has excellent adhesion and, when a colorant is included, a cured product with little change in light absorption can be obtained. In addition, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0015] In the present invention, the total content of the alicyclic epoxy compound and the oxetane compound is preferably 40 to 95 parts by mass per 100 parts by mass of the cationically polymerizable component. This is because the composition has excellent adhesion and, when a colorant is included, a cured product with minimal change in light absorption can be obtained. Furthermore, the composition can be easily made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0016] In the present invention, it is preferable that the cationically polymerizable component further contains an aliphatic epoxy compound. This is because the composition has excellent adhesion and, when a colorant is contained, a cured product with little change in light absorption can be obtained. Furthermore, this is because the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0017] In the present invention, the carbazole-based sensitizer preferably contains a compound represented by the following formula (4-1), (4-2), (4-3), or (4-4). This is because the composition has excellent adhesion and, when a colorant is included, a cured product with minimal change in light absorption can be obtained. Furthermore, the composition can be easily made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0018] [ka]

[0019] In formula (4-1), R 201 represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, a vinyl group, or an aryl group having 6 to 30 carbon atoms, R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , R 208 and R 209each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, a cyano group, a hydroxyl group, or a carboxyl group.

[0020] [ka]

[0021] In formula (4-2), R 211 represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, a vinyl group, or an aryl group having 6 to 30 carbon atoms, R 212 , R 213 , R 214 , R 215 , R 216 , R 217 , R 218 , R 219 , R 220 and R 221 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, a cyano group, a hydroxyl group, or a carboxyl group.

[0022] [ka]

[0023] In formula (4-3), R 231 represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, a vinyl group, or an aryl group having 6 to 30 carbon atoms, R 232 , R 233 , R 234 , R 235 , R 236 , R 237 , R 238 , R 239 , R 240 and R 241 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, a cyano group, a hydroxyl group, or a carboxyl group.

[0024] [ka]

[0025] In formula (4-4), R 251 represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, a vinyl group, or an aryl group having 6 to 30 carbon atoms, R 252 , R 253 , R 254 , R 255 , R 256 , R 257 , R 258 , R 259 , R 260 and R 261 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, a cyano group, a hydroxyl group, or a carboxyl group.

[0026] The present invention provides a cured product of the above composition. According to the present invention, the cured product is obtained by curing the composition described above, and therefore exhibits, for example, excellent adhesion and, when a colorant is contained, exhibits little change in light absorption. Therefore, by using such a cured product, an optical filter in which change in light absorption over time is suppressed can be easily obtained.

[0027] The present invention provides an optical filter having a light-absorbing layer containing a cured product of the above composition. According to the present invention, the light absorbing layer contains the above-mentioned cured product, and therefore exhibits excellent adhesion to the member on which the light absorbing layer is formed, and also exhibits excellent stability of light absorption over time.

[0028] The present invention is a method for producing a cured product, which comprises a step of curing the above-mentioned composition. According to the present invention, the method for producing the cured product involves curing the composition, and therefore, for example, it is possible to easily obtain a cured product that exhibits excellent adhesion and, when a colorant is contained, exhibits little change in light absorption. Furthermore, by using such a cured product, it is possible to use it as an optical filter or the like that has excellent stability of light absorption over time. DETAILED DESCRIPTION OF THE INVENTION

[0029] The present invention relates to a composition, a cured product using the same, and a method for producing the cured product. The composition, cured product, and method for producing the cured product of the present invention will be described in detail below.

[0030] A. Composition The composition of the present invention is a composition comprising a cationically polymerizable component, a photoacid generator, and a carbazole-based sensitizer, wherein the cationically polymerizable component comprises an alicyclic epoxy compound and an oxetane compound.

[0031] The composition of the present invention contains an alicyclic epoxy compound and an oxetane compound as cationically polymerizable compounds, and by further combining a specific sensitizer, it is possible to form a cured product that has excellent adhesion and, when a colorant is contained, has little change in light absorption.

[0032] Here, the reason why the inclusion of an alicyclic epoxy compound and an oxetane compound as a cationically polymerizable compound in combination with a specific sensitizer makes it possible to form a cured product that has excellent adhesion and, when a colorant is included, exhibits little change in light absorption is not clear, but is presumed to be as follows.

[0033] Combining an alicyclic epoxy compound and an oxetane compound with a specific sensitizer allows the curing reaction to proceed at a moderate rate, resulting in the formation of a cured product with a sufficient crosslinked structure. Furthermore, the combination of an alicyclic epoxy compound and an oxetane compound reduces cure shrinkage. This moderate rate of curing reaction and reduced cure shrinkage suppresses aggregation, bleed-out, and other problems of the colorant in the cured product, ensuring stable retention of the colorant in the cured product. Furthermore, the alicyclic structure of the alicyclic epoxy compound effectively blocks moisture penetration into the cured product. This effectively blocks moisture penetration into the cured product, particularly under high-temperature and high-humidity conditions. As a result, the composition also suppresses degradation over time, such as decomposition and modification of the colorant, due to the presence of moisture. Even under harsh conditions, such as humid and hot conditions, this suppresses aggregation, bleed-out, and other problems of the colorant, as well as degradation over time, such as decomposition and modification. As a result, cured products using the composition exhibit minimal change in light absorption. Furthermore, a sufficient crosslinked structure is formed by the curing reaction, and curing shrinkage is small, so that the cured product has excellent adhesion to the adherend. For these reasons, the composition has excellent adhesion and, when a colorant is contained, can easily form a cured product with little change in light absorption.

[0034] Furthermore, when the composition is cured, aggregation, bleed-out, etc. of the additives used are suppressed, and the additives are stably retained in the cured product. For example, when a colorant is used as an additive, the dispersibility of the colorant is excellent even with a small amount of solvent added. As a result, it is easy to form a cured product with little color unevenness. By reducing the amount of solvent added, the drying process is short, the process is easy to complete, there is little impact on the environment and human body, and there is also excellent freedom in selecting materials to be coated. Furthermore, the rapid curing reaction and excellent initial curing properties result in, for example, excellent processability. As described above, the cured product of the composition can effectively block moisture penetration under high-temperature and high-humidity conditions, and therefore has excellent water resistance and moist heat resistance. As described above, the cured product formed using the composition has excellent adhesion, and when a colorant is contained, the change in light absorption is small. Furthermore, the composition has an excellent balance of initial curability, dispersibility of the colorant, water resistance, moist heat resistance, etc.

[0035] Each component constituting the composition of the present invention will be described in detail below.

[0036] 1. Cationic polymerizable component The cationically polymerizable component is a compound that undergoes a polymerization or crosslinking reaction in the presence of an acid. In the present invention, the cationically polymerizable component includes both an alicyclic epoxy compound and an oxetane compound.

[0037] Examples of the cationically polymerizable component include cationically polymerizable compounds having a cationically polymerizable group such as an epoxy group, an oxetanyl group, a cyclic lactone group, a cyclic acetal group, a cyclic thioether group, or a spiroorthoester group, and a vinyl ether group.

[0038] Examples of the cationically polymerizable compound include cyclic ether compounds such as epoxy compounds, oxetane compounds, cyclic lactone compounds, cyclic acetal compounds, cyclic thioether compounds and spiroorthoester compounds, and vinyl ether compounds. Here, the epoxy compound is a compound having only an epoxy group as a cationically polymerizable group. The oxetane compound refers to all compounds having an oxetanyl group as a cationically polymerizable group, that is, a compound having both an epoxy group and an oxetanyl group falls under the category of oxetane compound. The cationically polymerizable compound other than the epoxy compound and the oxetane compound is a compound having neither an epoxy group nor an oxetanyl group.

[0039] (1) Alicyclic epoxy compounds The alicyclic epoxy compound is a compound having at least one alicyclic epoxy group, i.e., a cycloalkene oxide structure, in the molecule and not having an oxetanyl group, and may have multiple alicyclic epoxy groups in one molecule or may have an epoxy group other than the alicyclic epoxy group. Furthermore, two or more of the alicyclic epoxy compounds may be used in combination. The cycloalkene oxide structure is a structure in which an aliphatic ring and an epoxy ring share a part of the ring structure, such as a cyclohexene oxide structure or a cyclopentene oxide structure, which is obtained by epoxidizing a cyclohexene ring-containing compound or a cyclopentene ring-containing compound with an oxidizing agent.

[0040] Among the above-mentioned alicyclic epoxy compounds, examples of compounds having one cycloalkene oxide structure include 3,4-epoxycyclohexylmethyl acrylate, 3,4-epoxycyclohexylmethyl methacrylate, dicyclopentadiene diepoxide, dioctyl epoxyhexahydrophthalate, di-2-ethylhexyl epoxyhexahydrophthalate, 1-epoxyethyl-3,4-epoxycyclohexane, and 1,2-epoxy-2-epoxyethylcyclohexane.

[0041] Further, examples of the compound having two cycloalkene oxide structures include a compound having a structure in which two cycloalkene oxide structures are condensed directly or via a cycloalkane structure, and a compound having a structure in which two cycloalkene oxide structures are linked by a linking group. Specific examples of compounds having a structure in which two cycloalkene oxide structures are condensed directly or via a cycloalkane structure include compounds represented by the following formulas (1-1) to (1-4), and specific examples of compounds having a structure in which two cycloalkene oxide structures are linked by a linking group include a compound represented by the following formula (1-5).

[0042] [ka]

[0043] In formula (1-1), R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and R 10 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms. In formula (1-2), R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 , R 21 , R 22 , R 23 , R 24 , R 25 and R 26 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms. In formula (1-3), R 31 , R 32 , R 33 , R 34 , R 35 , R 36 , R 37 , R 38 , R 39 , R 40 , R 41 , R 42 , R 43 , R 44 , R 45 , R 46 , R 47 and R 48 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms. In formula (1-4), R 51 , R 52 , R 53 , R54 , R 55 , R 56 , R 57 , R 58 , R 59 , R 60 , R 61 , R 62 , R 63 , R 64 , R 65 , R 66 , R 67 and R 68 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms. In formula (1-5), R 71 , R 72 , R 73 , R 74 , R 75 , R 76 , R 77 , R 78 , R 79 , R 80 , R 81 , R 82 , R 83 , R 84 , R 85 , R 86 , R 87 and R 88 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms; X represents a single bond, an alkylene group having 1 to 4 carbon atoms, a carbonyl group, an ether bond, an ester bond, a carbonate group, an amide group, or a group in which a plurality of these groups are linked together.

[0044] R in the above formula (1-1) 1 ~R 10 , R in the above formula (1-2) 11 ~R 26 , R in the above formula (1-3) 31 ~R 48 , R in the above formula (1-4) 51 ~R 68 and R in the above formula (1-5) 71 ~R 88 Examples of the halogen atom represented by the formula include fluorine, chlorine, bromine, and iodine.

[0045] R in the above formula (1-1) 1 ~R 10 , R in the above formula (1-2) 11 ~R 26 , R in the above formula (1-3) 31 ~R 48 , R in the above formula (1-4) 51 ~R 68 and R in the above formula (1-5) 71 ~R 88 Examples of the alkyl group having 1 to 10 carbon atoms represented by the formula (I) include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, an s-butyl group, a t-butyl group, an amyl group, an isoamyl group, a t-amyl group, a hexyl group, a heptyl group, an octyl group, an isooctyl group, a 2-ethylhexyl group, a t-octyl group, a nonyl group, an isononyl group, a decyl group, and an isodecyl group.

[0046] R in the above formula (1-1) 1 ~R 10 , R in the above formula (1-2) 11 ~R 26 , R in the above formula (1-3) 31 ~R 48 , R in the above formula (1-4) 51 ~R 68 and R in the above formula (1-5) 71 ~R 88 Examples of the alkoxy group having 1 to 10 carbon atoms represented by the formula (I) include a methoxy group, an ethoxy group, a propoxy group, a butoxy group, an isobutoxy group, an s-butoxy group, a t-butoxy group, an amyloxy group, an isoamyloxy group, a t-amyloxy group, a hexyloxy group, a heptyloxy group, an octyloxy group, an isooctyloxy group, a 2-ethylhexyloxy group, a t-octyloxy group, a nonyloxy group, an isononyloxy group, a decyloxy group, and an isodecyloxy group.

[0047] The alkylene group having 1 to 4 carbon atoms represented by X in the above formula (1-5) includes a group in which one hydrogen atom has been removed from an alkyl group having 1 to 4 carbon atoms, and examples of such an alkyl group include R1 ~R 10 Among the alkyl groups listed as the alkyl groups represented by the formula (I), those having a specific number of carbon atoms can be mentioned. Specific examples include a methylene group, a methylmethine group, an isopropylidene group, an ethylene group, a propylene group, and a trimethylene group. When the above X is a group in which a plurality of groups selected from alkylene groups having 1 to 4 carbon atoms, carbonyl groups, ether bonds, ester bonds, carbonate groups, and amide groups are linked together, the total number of carbon atoms in X can be 2 or more and 20 or less. The single bond means that the carbon atoms connected to X are directly bonded to each other. Examples of compounds in which two cycloalkene oxide rings are bonded by such a single bond include compounds represented by the following formula (A1-4):

[0048] Examples of methods for producing the compounds represented by the above formulas (1-1) to (1-5) include the production method described in JP-A-2019-189844. Among the compounds represented by the above formula (1-1), commercially available examples include THI-DE (manufactured by JXTG Energy). Among the compounds represented by the above formula (1-2), commercially available examples include DE-102 (manufactured by JXTG Energy). Among the compounds represented by the above formula (1-3), commercially available examples include DE-103 (manufactured by JXTG Energy). Among the compounds represented by the above formula (1-5), commercially available examples include Celloxide 2021P and Celloxide 8000 (manufactured by Daicel).

[0049] In the present invention, the alicyclic epoxy compound preferably contains a polyfunctional alicyclic epoxy compound having two or more cycloalkene oxide structures. This is because the composition has excellent adhesion and, when a colorant is included, a cured product with minimal change in light absorption can be obtained. In addition, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0050] The number of functional groups is preferably 2 or more and 5 or less, more preferably 2 or more and 3 or less, and particularly preferably 2. This is because the composition has excellent adhesion and, when a colorant is contained, a cured product with little change in light absorption can be obtained. Also, this is because the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0051] In the present invention, the alicyclic epoxy compound preferably contains a compound having a structure in which two cycloalkene oxide structures are condensed directly or via a cycloalkane structure. This is because the composition has excellent adhesion and, when a colorant is included, a cured product with little change in light absorption can be obtained. In particular, the composition facilitates the formation of a cured product with excellent water resistance. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0052] In the present invention, the alicyclic epoxy compound preferably contains at least one selected from the compounds represented by the formulas (1-1), (1-2), (1-3), (1-4), and (1-5), more preferably at least one selected from the compounds represented by the formulas (1-1), (1-2), and (1-5), and particularly preferably at least one selected from the compounds represented by the formulas (1-1) and (1-2). This is because the composition has excellent adhesion, and when a colorant is included, a cured product with minimal change in light absorption can be obtained. This is also because the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, and the like. This is also because when a colorant is included, the composition can easily form a cured product with minimal color unevenness even when a small amount of solvent is added.

[0053] R in the above formula (1-1) 1 ~R 10 , R in the above formula (1-2) 11 ~R 26 , R in the above formula (1-3) 31 ~R 48 , R in the above formula (1-4) 51 ~R 68 and R in the above formula (1-5) 71 ~R 88 are each independently preferably a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and particularly preferably a hydrogen atom. This is because the composition has excellent adhesion, and when a colorant is contained, a cured product with little change in light absorption can be obtained. In addition, this composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc. In addition, when a colorant is contained, this composition can easily form a cured product with little color unevenness even when a small amount of solvent is added. X in the above formula (1-5) is preferably a single bond, an alkylene group having 1 to 4 carbon atoms, an ester bond, or a group in which an alkylene group having 1 to 4 carbon atoms is linked to an ester bond; more preferably a single bond or a group in which an alkylene group having 1 to 4 carbon atoms is linked to an ester bond; even more preferably a single bond or a group in which an alkylene group having 1 to 2 carbon atoms is linked to an ester bond; and particularly preferably a single bond. This is because the composition has excellent adhesion and, when a colorant is included, a cured product with minimal change in light absorption can be obtained. This is also because the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, and the like. This is also because, when a colorant is included, the composition can easily form a cured product with minimal color unevenness even when a small amount of solvent is added.

[0054] The molecular weight of the alicyclic epoxy compound may be any value that provides the desired durability and adhesion, but is preferably 100 to 400, more preferably 120 to 300, and particularly preferably 150 to 250. This molecular weight allows the composition to have excellent adhesion, and when a colorant is included, a cured product with minimal change in light absorption can be obtained. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, and the like. Furthermore, when a colorant is included, the composition can easily form a cured product with minimal color unevenness even when a small amount of solvent is added.

[0055] The epoxy equivalent of the alicyclic epoxy compound may be any value that provides the desired durability and adhesion, but is preferably 50 to 200, more preferably 60 to 150, and particularly preferably 70 to 130. This epoxy equivalent allows the composition to have excellent adhesion, and when a colorant is included, a cured product with minimal change in light absorption can be obtained. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, and the like. Furthermore, when a colorant is included, the composition can easily form a cured product with minimal color unevenness even when a small amount of solvent is added.

[0056] The content of the alicyclic epoxy compound is preferably 1 part by mass or more and 80 parts by mass or less, more preferably 5 parts by mass or more and 70 parts by mass or less, even more preferably 10 parts by mass or more and 60 parts by mass or less, particularly preferably 12 parts by mass or more and 40 parts by mass or less, and most preferably 15 parts by mass or more and 30 parts by mass or less, per 100 parts by mass of the total of the alicyclic epoxy compound and the oxetane compound. By having the content within the above range, the composition can obtain a cured product with excellent adhesion and, when a colorant is included, with minimal change in light absorption. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0057] The content of the alicyclic epoxy compound is preferably 1 to 70 parts by mass, more preferably 5 to 50 parts by mass, even more preferably 8 to 40 parts by mass, and particularly preferably 10 to 30 parts by mass, per 100 parts by mass of the cationically polymerizable component. By ensuring that the content is within the above range, the composition can provide a cured product with excellent adhesion and, when a colorant is included, minimal change in light absorption. Furthermore, the composition can be easily provided with an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0058] The content of the alicyclic epoxy compound is preferably 1 part by mass or more and 70 parts by mass or less, more preferably 5 parts by mass or more and 50 parts by mass or less, even more preferably 8 parts by mass or more and 40 parts by mass or less, and particularly preferably 10 parts by mass or more and 30 parts by mass or less, per 100 parts by mass of the solid content of the composition. By ensuring that the content is within the above range, the composition can obtain a cured product with excellent adhesion and, when a colorant is included, with minimal change in light absorption. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc. The solid content of the composition refers to the total of all components of the composition other than the solvent.

[0059] The content of the alicyclic epoxy compound is preferably 1 part by mass or more and 70 parts by mass or less, more preferably 5 parts by mass or more and 50 parts by mass or less, even more preferably 8 parts by mass or more and 40 parts by mass or less, and particularly preferably 10 parts by mass or more and 30 parts by mass or less, per 100 parts by mass of the composition. This is because, when the content is within the above range, the composition has excellent adhesion, and when a colorant is contained, a cured product with little change in light absorption can be obtained. Furthermore, this is because the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0060] The total content of the alicyclic epoxy compound and oxetane compound is preferably 40 to 95 parts by mass, more preferably 50 to 95 parts by mass, even more preferably 60 to 92 parts by mass, and particularly preferably 70 to 90 parts by mass, per 100 parts by mass of the composition. By ensuring that the content is within the above range, the composition can provide a cured product with excellent adhesion and, when a colorant is included, minimal change in light absorption. Furthermore, the composition can be easily provided with an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, and the like.

[0061] (2) Oxetane compounds As described above, the oxetane compound refers to all compounds having an oxetanyl group as a cationically polymerizable group. The oxetane compound is a compound having at least one oxetanyl group in the molecule, and may have multiple oxetanyl groups or an epoxy group in one molecule. Two or more of the oxetane compounds may be used in combination.

[0062] Among the above oxetane compounds, examples of compounds having one oxetanyl group include compounds represented by the following formula (2-1).

[0063] [ka]

[0064] In the above formula (2-1), R 91 and R 92 each independently represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms.

[0065] R in the above formula (2-1) 91 and R 92 The alkyl group having 1 to 10 carbon atoms represented by the formula (1-1) is 1 ~R 10 The alkyl group is the same as the alkyl group having 1 to 10 carbon atoms represented by the following formula: Above R 91 The alkyl group is preferably an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, and particularly preferably an alkyl group having 1 to 3 carbon atoms. This is because the composition has excellent adhesion, and when a colorant is contained, a cured product with little change in light absorption can be obtained. In addition, the composition can be easily made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc. Above R 92is preferably a hydrogen atom or an alkyl group having 3 to 10 carbon atoms, more preferably a hydrogen atom or an alkyl group having 5 to 10 carbon atoms, and particularly preferably a hydrogen atom or an alkyl group having 6 to 9 carbon atoms. This is because the composition has excellent adhesion, and when a colorant is contained, a cured product with little change in light absorption can be obtained. Also, this is because the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0066] Specific examples of the compound represented by the above formula (2-1) include 3-ethyl-3-(hydroxymethyl)oxetane, 3-ethyl-3-(methoxymethyl)oxetane, 3-ethyl-3-(hexyloxymethyl)oxetane, 3-ethyl-3-(2-ethylhexyloxymethyl)oxetane, 3-ethyl-3-(cyclohexyloxymethyl)oxetane, and 3-ethyl-3-(4-hydroxybutyloxymethyl)oxetane.

[0067] Furthermore, examples of compounds having two oxetanyl groups include compounds represented by the following formula (2-2).

[0068] [ka]

[0069] In the above formula (2-2), R 93 and R 94 each independently represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; Z represents a linking group having 2 to 20 carbon atoms; and n represents an integer of 0 to 3.

[0070] R in the above formula (2-1) 93 and R 94 The alkyl group having 1 to 10 carbon atoms represented by the formula (1-1) is 1 ~R 10 The alkyl group is the same as the alkyl group having 1 to 10 carbon atoms represented by the following formula: Examples of the linking group having 2 to 20 carbon atoms represented by Z in the above formula (2-2) include alkylene groups having 2 to 10 carbon atoms and aromatic ring-containing groups having 8 to 20 carbon atoms. Above R 93 and R 94 are each independently preferably an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, and particularly preferably an alkyl group having 1 to 3 carbon atoms. This is because the composition has excellent adhesion, and when a colorant is contained, a cured product with little change in light absorption can be obtained. Also, this is because the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc. The above n is preferably an integer of 0 to 2, and more preferably an integer of 0 to 1. This is because the composition has excellent adhesion and, when a colorant is contained, a cured product with little change in light absorption can be obtained. Also, this is because the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0071] The alkylene group having 2 to 10 carbon atoms represented by Z in the above formula (2-2) includes a group in which one hydrogen atom has been removed from an alkyl group having 2 to 10 carbon atoms, and examples of such an alkyl group include R 1 ~R 10 Among the alkyl groups listed as the alkyl groups represented by the formula (I), those having a specific number of carbon atoms can be mentioned. Specific examples include a methylmethine group, an isopropylidene group, an ethylene group, a propylene group, and a trimethylene group.

[0072] Examples of the aromatic ring-containing group having 8 to 20 carbon atoms represented by Z in the above formula (2-2) include groups combining 1 to 2 benzene rings with an alkylene group, a carbonate group, an amide group, or a group in which multiple of these are linked together, and specific examples include groups represented by the following formulas (2a) to (2d).

[0073] [ka]

[0074] Specific examples of the compound represented by the above formula (2-2) include 3,7-bis(3-oxetanyl)-5-oxa-nonane, 1,4-bis[(3-ethyl-3-oxetanylmethoxy)methyl]benzene, 1,2-bis[(3-ethyl-3-oxetanylmethoxy)methyl]ethane, 1,3-bis[(3-ethyl-3-oxetanylmethoxy)methyl]propane, ethylene glycol bis(3-ethyl-3-oxetanylmethyl)ether, Examples include triethylene glycol bis(3-ethyl-3-oxetanylmethyl) ether, tetraethylene glycol bis(3-ethyl-3-oxetanylmethyl) ether, 1,4-bis(3-ethyl-3-oxetanylmethoxy)butane, 1,6-bis(3-ethyl-3-oxetanylmethoxy)hexane, 3-ethyl-3-(3-ethyl-3-oxetanylmethyloxymethyl)oxetane, and xylylene bisoxetane.

[0075] Commercially available oxetane compounds include, for example, Aron Oxetane OXT-101, OXT-212, OXT-121, and OXT-221 (manufactured by Toagosei Co., Ltd.), Ethanacol EHO, HBOH, OXBP, and OXIPA (manufactured by Ube Industries, Ltd.), and the like.

[0076] In the present invention, the oxetane compound preferably includes a polyfunctional oxetane compound having two or more oxetanyl groups. This is because the composition has excellent adhesion and, when a colorant is included, a cured product with minimal change in light absorption can be obtained. In addition, the composition can be easily made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0077] The number of functional groups is preferably 2 or more and 5 or less, more preferably 2 or more and 3 or less, and particularly preferably 2. This is because the composition has excellent adhesion and, when a colorant is contained, a cured product with little change in light absorption can be obtained. Also, this is because the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0078] In the present invention, the oxetane compound preferably contains at least one selected from the compounds represented by formula (2-2). This is because the composition has excellent adhesion and, when a colorant is included, a cured product with minimal change in light absorption can be obtained. This is also because the composition can be easily made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0079] The molecular weight of the oxetane compound may be any value that provides the desired durability and adhesion, but is preferably 100 to 400, more preferably 120 to 300, and particularly preferably 150 to 250. This molecular weight allows the composition to have excellent adhesion, and when a colorant is included, a cured product with minimal change in light absorption can be obtained. Furthermore, when a colorant is included, the composition can easily form a cured product with minimal color unevenness even with a small amount of solvent added. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0080] The oxetane equivalent of the oxetane compound may be any value that provides the desired durability and adhesion, but is preferably 50 to 200, more preferably 60 to 150, and particularly preferably 70 to 130. This oxetane equivalent allows the composition to have excellent adhesion and, when a colorant is included, to produce a cured product with minimal change in light absorption. Furthermore, when the composition includes a colorant, it is easy to form a cured product with minimal color unevenness even with a small amount of solvent added. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, and the like.

[0081] The content of the oxetane compound is preferably 5 to 90 parts by mass, more preferably 30 to 85 parts by mass, even more preferably 40 to 80 parts by mass, and particularly preferably 50 to 75 parts by mass, per 100 parts by mass of the cationically polymerizable component. By ensuring that the content is within the above range, the composition can provide a cured product with excellent adhesion and, when a colorant is included, minimal change in light absorption. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, and the like.

[0082] The content of the oxetane compound is preferably 5 to 90 parts by mass, more preferably 30 to 85 parts by mass, even more preferably 40 to 80 parts by mass, and particularly preferably 50 to 70 parts by mass, per 100 parts by mass of the solid content of the composition. By ensuring that the content is within the above range, the composition can provide a cured product that has excellent adhesion and exhibits minimal change in light absorption when a colorant is included. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc. The solid content of the composition refers to the total of all components of the composition other than the solvent.

[0083] The content of the oxetane compound is preferably 5 to 90 parts by mass, more preferably 30 to 85 parts by mass, even more preferably 40 to 80 parts by mass, and particularly preferably 50 to 70 parts by mass, per 100 parts by mass of the composition. By ensuring that the content is within the above range, the composition can provide a cured product with excellent adhesion and, when a colorant is included, minimal change in light absorption. Furthermore, the composition can be easily provided with an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, and the like.

[0084] (3) Other epoxy compounds The cationically polymerizable compound may contain an epoxy compound other than the above-mentioned alicyclic epoxy compound, such as an aliphatic epoxy compound or an aromatic epoxy compound.

[0085] In the present invention, it is preferable that the epoxy compound contains an aliphatic epoxy compound. This is because the composition has excellent adhesion, and when a colorant is contained, a cured product with little change in light absorption can be obtained. In addition, this is because the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc. Furthermore, when the composition contains a colorant, it is easy to form a cured product with little color unevenness even if a small amount of solvent is added.

[0086] (3-1) Aliphatic epoxy compounds The aliphatic epoxy compound is a compound that has an epoxy group but does not have an oxetanyl group, an alicyclic epoxy group, or an aromatic ring. The aliphatic epoxy compound is a compound having at least one epoxy group in the molecule, and may have multiple epoxy groups in one molecule. Two or more of the aliphatic epoxy compounds may be used in combination.

[0087] Examples of the aliphatic epoxy compound include linear aliphatic epoxy compounds that do not contain an aliphatic hydrocarbon ring, and aliphatic ring-containing epoxy compounds that contain an aliphatic hydrocarbon ring.

[0088] Examples of the chain aliphatic epoxy compound include compounds represented by the following formula (I).

[0089] [ka]

[0090] In the above formula (I), Y 1 represents an alkylene group having 1 to 10 carbon atoms, or a group having a structure in which one or more methylene groups in an alkylene group having 1 to 10 carbon atoms have been substituted with an oxygen atom.

[0091] Y in the above formula (I) 1 The alkylene group having 1 to 10 carbon atoms represented by the formula (1-1) is 1 ~R 10 Examples of such groups include groups in which one hydrogen atom has been removed from an alkyl group having 1 to 10 carbon atoms, represented by the following formula: Above Y 1 is preferably an alkylene group having 2 to 8 carbon atoms, and more preferably an alkylene group having 3 to 6 carbon atoms. This is because the composition has excellent adhesion, and when a colorant is contained, a cured product with little change in light absorption can be obtained. Also, this is because the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc. The alkylene group used for Y1 may be linear or branched, but is preferably branched. This is because the composition has excellent adhesion and, when a colorant is included, a cured product with minimal change in light absorption can be obtained. In addition, this is because the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0092] Examples of the aliphatic ring-containing epoxy compound include compounds represented by the following formula (II).

[0093] [ka]

[0094] In the above formula (II), Y 2 represents a divalent aliphatic hydrocarbon group having a cycloalkyl ring.

[0095] Above Y 2 Examples of the cycloalkyl ring in the divalent aliphatic hydrocarbon group having a cycloalkyl ring represented by the formula: include a cycloalkylene group in which one hydrogen atom has been removed from a cycloalkyl group.

[0096] Examples of the cycloalkyl group include monocyclic aliphatic hydrocarbon groups such as a cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, cyclononyl group, cyclodecyl group, methylcyclopentyl group, methylcyclohexyl group, dimethylcyclohexyl group, trimethylcyclohexyl group, tetramethylcyclohexyl group, pentamethylcyclohexyl group, ethylcyclohexyl group, and methylcycloheptyl group; and polycyclic aliphatic hydrocarbon groups such as a bicyclo[2.1.1]hexyl group, bicyclo[2.2.1]heptyl group, bicyclo[2.2.2]octyl group, bicyclo[4.3.1]decyl group, bicyclo[3.3.1]nonyl group, bornyl group, bornenyl group, norbornyl group, norbornenyl group, 6,6-dimethylbicyclo[3.1.1]heptyl group, tricyclobutyl group, and adamantyl group.

[0097] Above Y 2 Examples of the divalent aliphatic hydrocarbon group having a cycloalkyl ring represented by the following formula also include a group formed by combining an alkylene group with a cycloalkylene group formed by removing one hydrogen atom from the above cycloalkyl group. Above Y 2The number of carbon atoms in the alkyl group is preferably 3 to 20, more preferably 6 to 18, and particularly preferably 10 to 15. This is because the composition has excellent adhesion and, when a colorant is contained, a cured product with little change in light absorption can be obtained. Also, this is because the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0098] Further, the aliphatic ring-containing epoxy compound also includes a compound represented by the following formula (III).

[0099] [ka]

[0100] In the above formula (III), R is a t-valent aliphatic hydrocarbon group having 1 to 10 carbon atoms, s represents an integer of 1 to 30, and t represents an integer of 1 to 10. When t is 2 or greater, the multiple s's may be different from one another.

[0101] Examples of the t-valent aliphatic hydrocarbon group having 1 to 10 carbon atoms represented by R in the above formula (III) include groups in which t-1 hydrogen atoms have been removed from an alkyl group having 1 to 10 carbon atoms. The alkyl group having 1 to 10 carbon atoms is R 1 ~R 10 The alkyl group is the same as the alkyl group having 1 to 10 carbon atoms represented by the following formula:

[0102] R is preferably an alkyl group having 2 to 10 carbon atoms, and particularly preferably a branched alkyl group having 3 to 8 carbon atoms. This is because the composition has excellent adhesion and, when a colorant is contained, a cured product with little change in light absorption can be obtained. In addition, the composition can be easily made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc. In terms of ease of availability of the compound, t is preferably an integer of 1 or more and 10 or less, more preferably an integer of 2 or more and 8 or less, and particularly preferably an integer of 2 or more and 6 or less. This is because the composition has excellent adhesion and, when a colorant is contained, a cured product with little change in light absorption can be obtained. Also, this is because the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0103] The molecular weight of the compound represented by formula (III) may be any molecular weight that can form a cured product with excellent stability of light absorption over time, and is preferably from 1,000 to 5,000, more preferably from 1,500 to 4,000, and particularly preferably from 2,000 to 3,000. This molecular weight allows the composition to have excellent adhesion, and when a colorant is included, a cured product with minimal change in light absorption can be obtained. Furthermore, this molecular weight allows the composition to be easily formed with an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc. When the compound represented by formula (III) has a polymerized portion of a monomer or oligomer, the molecular weight refers to the weight-average molecular weight (Mw). The weight-average molecular weight can be measured by gel permeation chromatography (GPC) using a standard polystyrene equivalent. The weight average molecular weight can be obtained, for example, by measurement using a GPC (LC-2000plus series) manufactured by JASCO Corporation, using tetrahydrofuran as an elution solvent, polystyrene standards for calibration curves of Mw 1,110,000, 707,000, 397,000, 189,000, 98,900, 37,200, 13,700, 9,490, 5,430, 3,120, 1,010, and 589 (TSKgel standard polystyrene manufactured by Tosoh Corporation), and measurement columns KF-804, KF-803, and KF-802 (manufactured by Showa Denko KK). The measurement temperature can be 40° C., and the flow rate can be 1.0 mL / min. The sample concentration during measurement can be set to 0.1% by mass to 0.2% by mass.

[0104] The number of functional groups in the aliphatic epoxy compound may be any number that provides the desired durability and adhesion, and is preferably 1 to 5, more preferably 1 to 3, even more preferably 2 to 3, and particularly preferably 2. This is because the composition provides excellent adhesion and, when a colorant is included, a cured product with little change in light absorption. This is also because the composition can be easily made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0105] In the present invention, the aliphatic epoxy compound preferably includes a linear aliphatic epoxy compound. It is particularly preferable that the aliphatic epoxy compound includes at least one compound selected from the compounds represented by formula (I). This is because the composition has excellent adhesion, and when a colorant is included, a cured product with minimal change in light absorption can be obtained. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, and the like. Furthermore, when the composition includes a colorant, it is easy to form a cured product with minimal color unevenness even with a small amount of solvent added.

[0106] The molecular weight of the aliphatic epoxy compound may be any value that provides the desired durability and adhesion, but is preferably 100 to 400, more preferably 120 to 300, and particularly preferably 150 to 250. This molecular weight allows the composition to have excellent adhesion, and when a colorant is included, a cured product with minimal change in light absorption can be obtained. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, and the like. Furthermore, when a colorant is included, the composition can easily form a cured product with minimal color unevenness even when a small amount of solvent is added.

[0107] The epoxy equivalent of the aliphatic epoxy compound may be any value that provides the desired durability and adhesion, but is preferably 50 to 200, more preferably 60 to 150, and particularly preferably 70 to 130. This epoxy equivalent allows the composition to have excellent adhesion, and when a colorant is included, a cured product with minimal change in light absorption can be obtained. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, and the like. Furthermore, when a colorant is included, the composition can easily form a cured product with minimal color unevenness even when a small amount of solvent is added.

[0108] The content of the aliphatic epoxy compound is preferably 1 to 70 parts by mass, more preferably 5 to 50 parts by mass, even more preferably 8 to 40 parts by mass, and particularly preferably 10 to 30 parts by mass, per 100 parts by mass of the cationically polymerizable component. By ensuring that the content is within the above range, the composition can provide a cured product with excellent adhesion and, when a colorant is included, minimal change in light absorption. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0109] The content of the aliphatic epoxy compound is preferably 1 part by mass or more and 70 parts by mass or less, more preferably 5 parts by mass or more and 50 parts by mass or less, even more preferably 8 parts by mass or more and 40 parts by mass or less, and particularly preferably 10 parts by mass or more and 30 parts by mass or less, per 100 parts by mass of the solid content of the composition. By ensuring that the content is within the above range, the composition can obtain a cured product with excellent adhesion and, when a colorant is included, with minimal change in light absorption. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc. The solid content of the composition refers to the total of all components of the composition other than the solvent.

[0110] The content of the aliphatic epoxy compound is preferably 1 part by mass or more and 70 parts by mass or less, more preferably 5 parts by mass or more and 50 parts by mass or less, even more preferably 8 parts by mass or more and 40 parts by mass or less, and particularly preferably 10 parts by mass or more and 30 parts by mass or less, per 100 parts by mass of the composition. By ensuring that the content is within the above range, the composition can obtain a cured product with excellent adhesion and, when a colorant is included, with minimal change in light absorption. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0111] (3-2) Aromatic epoxy compounds The aromatic epoxy compound is a compound that has an aromatic ring and an epoxy group, but does not have an oxetanyl group or a cycloalkene oxide structure.

[0112] Examples of such aromatic epoxy compounds include glycidyl ethers of monohydric phenols such as phenol, cresol, and butylphenol, and their alkylene oxide adducts; polyhydric phenols having two or more aromatic rings, and their alkylene oxide adducts; phenol novolac epoxy compounds; glycidyl ethers of phenols having two or more phenolic hydroxyl groups such as resorcinol, hydroquinone, and catechol; polyglycidyl ethers of aromatic compounds having two or more alcoholic hydroxyl groups such as benzenedimethanol, benzenediethanol, and benzenedibutanol; polyglycidyl esters of polybasic aromatic compounds having two or more carboxylic acids such as phthalic acid, terephthalic acid, and trimellitic acid; glycidyl esters of benzoic acids such as benzoic acid, toluic acid, and naphthoic acid; and epoxidized products of styrene oxide and divinylbenzene.

[0113] (3-3) Epoxy compounds The content of the epoxy compound including the alicyclic epoxy compound is preferably 5 to 70 parts by mass, more preferably 10 to 60 parts by mass, and particularly preferably 20 to 50 parts by mass, per 100 parts by mass of the cationically polymerizable component. By ensuring that the content is within the above range, the composition can provide a cured product with excellent adhesion and, when a colorant is included, minimal change in light absorption. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0114] The total content of the epoxy compound and oxetane compound is preferably 90 parts by mass or more, more preferably 95 parts by mass or more, and particularly preferably 99 parts by mass or more, per 100 parts by mass of the cationically polymerizable component. By having the content within the above range, the composition can obtain a cured product with excellent adhesion and, when a colorant is included, with minimal change in light absorption. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0115] (4) Other cationically polymerizable compounds Examples of cationically polymerizable compounds other than the above-mentioned epoxy compounds and oxetane compounds include vinyl ether compounds, cyclic lactone compounds, cyclic acetal compounds, cyclic thioether compounds, and spiroorthoester compounds.

[0116] (a) Vinyl ether compounds The vinyl ether compound is a compound that has a vinyl ether structure and does not have an epoxy group. Examples of vinyl ether compounds include diethylene glycol monovinyl ether, triethylene glycol divinyl ether, n-dodecyl vinyl ether, cyclohexyl vinyl ether, 2-ethylhexyl vinyl ether, 2-chloroethyl vinyl ether, ethyl vinyl ether, isobutyl vinyl ether, triethylene glycol vinyl ether, 2-hydroxyethyl vinyl ether, 4-hydroxybutyl vinyl ether, 1,6-cyclohexanedimethanol monovinyl ether, ethylene glycol divinyl ether, 1,4-butanediol divinyl ether, and 1,6-cyclohexanedimethanol divinyl ether.

[0117] Commercially available vinyl ether compounds include, for example, 2-hydroxyethyl vinyl ether, diethylene glycol monovinyl ether, and 4-hydroxybutyl vinyl ether (manufactured by Maruzen Petrochemicals).

[0118] (5) Other The content of the cationically polymerizable component is preferably 50 to 99 parts by mass, more preferably 70 to 97 parts by mass, and particularly preferably 80 to 95 parts by mass, per 100 parts by mass of the solid content of the composition. By ensuring that the content is within the above range, the composition can provide a cured product with excellent adhesion and, when a colorant is included, minimal change in light absorption. Furthermore, the composition can be easily provided with an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0119] The content of the cationically polymerizable component is preferably 50 to 99 parts by mass, more preferably 70 to 97 parts by mass, and particularly preferably 80 to 95 parts by mass, per 100 parts by mass of the composition. This content range ensures that the composition has excellent adhesion and, when a colorant is included, a cured product with minimal change in light absorption. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, and the like.

[0120] 2. Photoacid generator The photoacid generator is a compound capable of generating an acid when irradiated with active energy rays (hereinafter simply referred to as "energy rays") such as visible light, ultraviolet light, X-rays, electron beams, and high frequency waves.

[0121] Examples of the photoacid generator include double salts that are onium salts or derivatives thereof, oxime sulfonate compounds, halogen-containing compounds, diazoketone compounds, sulfone compounds, sulfonic acid compounds, diazomethane compounds, nitrobenzyl compounds, benzoin tosylate compounds, iron arene complexes, and acetophenone derivative compounds, which can be used alone or in combination of two or more. In the present invention, the photoacid generator is preferably an onium salt double salt or a derivative thereof, because the use of such a photoacid generator enables the composition to give a cured product having excellent sensitivity and adhesion.

[0122] Examples of double salts that are onium salts or derivatives thereof include salts of a cation and anion represented by the following formula (i). [A] m+ [B] m- (i)

[0123] where cation [A] m+ is an onium, and its structure can be represented, for example, by the following formula: [(R 95 ) a Q]m+ (ii) In the above formula (ii), R 95 represents an organic group having 1 to 60 carbon atoms and may contain any number of atoms other than carbon atoms. a represents an integer of 1 to 5. a R 95 are each independently the same or different. a R 95 At least one of these represents the organic group having an aromatic ring. Q represents an atom or an atomic group selected from the group consisting of S, N, Se, Te, P, As, Sb, Bi, O, I, Br, Cl, F, and N=N. Also, a cation [A] m+ When the valence of Q in the formula is q, the relationship m=aq must hold. However, N=N is treated as having a valence of 0.

[0124] Also, anions [B] m- is preferably a halide complex, and the structure thereof can be represented, for example, by the following formula (iii). [LX b ] m- (iii) In the above formula (iii), L represents a metal or metalloid that is the central atom of the halide complex, and is B, P, As, Sb, Fe, Sn, Bi, Al, Ca, In, Ti, Zn, Sc, V, Cr, Mn, or Co. X represents a halogen atom. b represents an integer of 3 to 7. In addition, the anion [B] m- When the valence of L in the formula is p, the relationship m=bp must hold.

[0125] The anion [LX b ] m- A specific example is tetrakis(pentafluorophenyl)borate [(C6F5)4B] - , tetrafluoroborate (BF4) - , hexafluorophosphate (PF6) - , hexafluoroantimonate (SbF6) -, hexafluoroarsenate (AsF6) - , hexachloroantimonate (SbCl6) - , tris(pentafluoromethyl)trifluorophosphate ion (FAP anion), and the like.

[0126] Also, anions [B] m- may be a structure represented by the following formula (iv): [LX b-1 (OH)] m- (iv) Here, L, X, and b are the same as above.

[0127] Other anions include perchlorate ions (ClO4) - , trifluoromethyl sulfite ion (CF3SO3) - , fluorosulfonate ion (FSO3) - , toluenesulfonate anion, trinitrobenzenesulfonate anion, camphorsulfonate, nonafluorobutanesulfonate, hexadecafluorooctane sulfonate, tetraarylborate, tetrakis(pentafluorophenyl)borate, and the like.

[0128] In the present invention, among these onium salts, the following aromatic onium salts (A) to (C) are particularly effective, and one of these may be used alone, or two or more may be used in combination.

[0129] (a) Aryldiazonium salts such as phenyldiazonium hexafluorophosphate, 4-methoxyphenyldiazonium hexafluoroantimonate, and 4-methylphenyldiazonium hexafluorophosphate

[0130] (b) Diaryl iodonium salts such as diphenyliodonium hexafluoroantimonate, di(4-methylphenyl)iodonium hexafluorophosphate, di(4-tert-butylphenyl)iodonium hexafluorophosphate, and tolylcumyliodonium tetrakis(pentafluorophenyl)borate.

[0131] (c) Sulfonium cations represented by the following Group I or Group II and sulfonium salts such as hexafluoroantimony ion and tetrakis(pentafluorophenyl)borate ion

[0132] [ka]

[0133] [ka]

[0134] Other examples of the photoacid generator include iron-arene complexes such as (η5-2,4-cyclopentadien-1-yl)[(1,2,3,4,5,6-η)-(1-methylethyl)benzene]-iron-hexafluorophosphate, and mixtures of aluminum complexes such as tris(acetylacetonato)aluminum, tris(ethylacetonatoacetato)aluminum, and tris(salicylaldehydato)aluminum with silanols such as triphenylsilanol.

[0135] Among these, from the viewpoints of practicality and photosensitivity, aromatic iodonium salts, aromatic sulfonium salts, and iron-arene complexes are preferred as photoacid generators, with aromatic sulfonium salts being preferred, and triarylsulfonium salts having a structure in which three aromatic rings are bonded to a sulfur atom (S) being more preferred, and triarylsulfonium salts represented by the following formula (3) being particularly preferred. This is because the above composition can yield a cured product with excellent sensitivity and adhesion. Furthermore, the above composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0136] [ka] In formula (3), R 101 , R 102 , R 103 , R 104 , R 105 , R 106 , R 107 , R 108 , R 109 , R 110 , R 111 , R 112 , R 113 and R 114 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms; R 115 represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or any substituent selected from the following formulae (3a) to (3c): An q- represents a q-valent anion, p represents the charge neutralization coefficient.

[0137] [ka] In formulas (3a) to (3c), R 116 , R 117 , R 118 , R 119 , R120 , R 121 , R 122 , R 123 , R 124 , R 125 , R 126 , R 127 , R 128 , R 129 , R 130 , R 131 , R 132 , R 133 , R 134 , R 135 , R 136 , R 137 , R 138 , R 139 , R 140 , R 141 , R 142 and R 143 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms; * indicates the bonding position with S.

[0138] R in the above formula (3) 101 , R 102 , R 103 , R 104 , R 105 , R 106 , R 107 , R 108 , R 109 , R 110 , R 111 , R 112 , R 113 , R 114 and R 115 and R in the above formulas (3a) to (3c) 116 , R 117 , R 118 , R 119 , R 120 , R 121 , R 122 , R 123 , R 124 , R 125 , R 126 , R 127 , R 128 , R 129 , R 130 , R 131 , R 132 , R 133, R 134 , R 135 , R 136 , R 137 , R 138 , R 139 , R 140 , R 141 , R 142 and R 143 The halogen atom represented by the formula (1-1) is the same as the "halogen atom" in the formula (1-1) described in the above section "1. Cationic polymerizable component."

[0139] R in the above formula (3) 101 , R 102 , R 103 , R 104 , R 105 , R 106 , R 107 , R 108 , R 109 , R 110 , R 111 , R 112 , R 113 , R 114 and R 115 and R in the above formulas (3a) to (3c) 116 , R 117 , R 118 , R 119 , R 120 , R 121 , R 122 , R 123 , R 124 , R 125 , R 126 , R 127 , R 128 , R 129 , R 130 , R 131 , R 132 , R 133 , R 134 , R 135 , R 136 , R 137 , R 138 , R 139 , R 140 , R 141 , R 142 and R 143 The alkyl group having 1 to 10 carbon atoms represented by the formula (1-1) is the same as the "alkyl group having 1 to 10 carbon atoms" described in the above section "1. Cationic polymerizable component."

[0140] R in the above formula (3) 101 , R 102 , R 103 , R 104 , R 105 , R 106 , R 107 , R 108 , R 109 , R 110 , R 111 , R 112 , R 113 and R 114 and R in the above formulas (3a) to (3c) 116 , R 117 , R 118 , R 119 , R 120 , R 121 , R 122 , R 123 , R 124 , R 125 , R 126 , R 127 , R 128 , R 129 , R 130 , R 131 , R 132 , R 133 , R 134 , R 135 , R 136 , R 137 , R 138 , R 139 , R 140 , R 141 , R 142 and R 143 The alkoxy group having 1 to 10 carbon atoms represented by the following formula is the same as the "alkoxy group having 1 to 10 carbon atoms" in formula (1-1) described in the above section "1. Cationic polymerizable component."

[0141] pAn in the above formula (3) q- The q-valent anion represented by the formula [B] is m- Among the above, anions having a predetermined valence can be mentioned. pAn q- Examples of the q-valent anion represented by the formula include tetrakis(pentafluorophenyl)borate [(C6F5)4B] -, tetrafluoroborate (BF4) - , hexafluorophosphate (PF6) - , hexafluoroantimonate (SbF6) - , hexafluoroarsenate (AsF6) - , hexachloroantimonate (SbCl6) - , tris(pentafluoromethyl)trifluorophosphate ion (FAP anion), perchlorate ion (ClO4) - , trifluoromethyl sulfite ion (CF3SO3) - , fluorosulfonate ion (FSO3) - , toluenesulfonate anion, trinitrobenzenesulfonate anion, camphorsulfonate, nonafluorobutanesulfonate, hexadecafluorooctane sulfonate, tetraarylborate, tetrakis(pentafluorophenyl)borate, and the like.

[0142] In the present invention, R 115 is preferably selected from the above formulas (3a) to (3c), and more preferably is the above formula (3a) or (3c). 35 By having the above structure, the composition can give a cured product having excellent sensitivity and adhesion, and the composition can easily be made to have an excellent balance of initial curability, dispersibility of the colorant, water resistance, moist heat resistance, etc.

[0143] R 101 , R 102 , R 103 , R 104 , R 105 , R 106 , R 107 , R 108 , R 109 , R 110 , R 111 , R 112 , R 113 and R 114is preferably a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms, and is particularly preferably a hydrogen atom or a halogen atom. This is because the composition can provide a cured product having excellent sensitivity and adhesion. In addition, the composition can easily be made to have an excellent balance of initial curability, dispersibility of the colorant, water resistance, moist heat resistance, etc.

[0144] R 116 , R 117 , R 118 , R 119 , R 120 , R 121 , R 122 , R 123 , R 124 , R 125 , R 126 , R 127 , R 128 , R 129 , R 130 , R 131 , R 132 , R 133 , R 134 , R 135 , R 136 , R 137 , R 138 , R 139 , R 140 , R 141 , R 142 and R 143 is preferably a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms, or an alkoxy group having 1 to 10 carbon atoms, and is particularly preferably a hydrogen atom or a halogen atom. This is because the composition can provide a cured product having excellent sensitivity and adhesion. In addition, the composition can easily be made to have an excellent balance of initial curability, dispersibility of the colorant, water resistance, moist heat resistance, etc.

[0145] The content of the photoacid generator, either singly or in combination of multiple types, is preferably 0.1 to 10 parts by mass, more preferably 0.5 to 7 parts by mass, and particularly preferably 1 to 5 parts by mass, per 100 parts by mass of the solid content of the composition. This is because the composition produces a cured product with excellent sensitivity and adhesion. Furthermore, the composition can be easily made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc. Commercially available photoacid generators are sometimes sold in a state dispersed or dissolved in a solvent, but the content of the acid generator in the present invention represents the content as a solid content excluding the solvent.

[0146] The content of the photoacid generator, either singly or in combination of multiple types, is preferably 0.1 to 10 parts by mass, more preferably 0.5 to 7 parts by mass, and particularly preferably 1 to 5 parts by mass, per 100 parts by mass of the cationically polymerizable component. By setting the content within this range, the composition can be cured to provide a cured product with excellent sensitivity and adhesion. Furthermore, the composition can be easily made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0147] 3. Carbazole sensitizers The carbazole sensitizer is a compound having a carbazole skeleton. Furthermore, the compound having a carbazole skeleton used as the carbazole sensitizer is preferably one that, when used in combination with a photoacid generator, can improve the amount of acid generated from the photoacid generator and provide a composition with high sensitivity, when compared at the same exposure dose. The carbazole sensitizer may contain two or more compounds having a carbazole skeleton. Examples of compounds having a carbazole skeleton include compounds represented by the following formulae (4-1), (4-2), (4-3) and (4-4).

[0148] [ka] In formula (4-1), R 201 represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, a vinyl group, or an aryl group having 6 to 30 carbon atoms, R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , R 208 and R 209 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, a cyano group, a hydroxyl group, or a carboxyl group.

[0149] [ka] In formula (4-2), R 211 represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, a vinyl group, or an aryl group having 6 to 30 carbon atoms, R 212 , R 213 , R 214 , R 215 , R 216 , R 217 , R 218 , R 219 , R 220 and R 221 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, a cyano group, a hydroxyl group, or a carboxyl group.

[0150] [ka] In formula (4-3), R 231 represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, a vinyl group, or an aryl group having 6 to 30 carbon atoms, R 232 , R 233 , R 234 , R 235 , R 236 , R237 , R 238 , R 239 , R 240 and R 241 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, a cyano group, a hydroxyl group, or a carboxyl group.

[0151] [ka] In formula (4-4), R 251 represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, a vinyl group, or an aryl group having 6 to 30 carbon atoms, R 252 , R 253 , R 254 , R 255 , R 256 , R 257 , R 258 , R 259 , R 260 and R 261 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, a cyano group, a hydroxyl group, or a carboxyl group.

[0152] R in the above formula (4-1) 201 , R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , R 208 and R 209 Examples of the alkyl group having 1 to 30 carbon atoms represented by the formula (1-3) include, in addition to the examples of the "alkyl group having 1 to 10 carbon atoms" in formula (1-1) described in the above section "1. Cationic polymerizable component," a 4-ethyloctyl group, an n-undecyl group, a 1-methyldecyl group, an n-dodecyl group, a 1,3,5,7-tetramethyloctyl group, an n-tridecyl group, a 1-hexylheptyl group, an n-tetradecyl group, an n-pentadecyl group, an n-hexadecyl group, an n-heptadecyl group, an n-octadecyl group, an n-eicosyl group, an n-tricosyl group, and an n-tetracosyl group.

[0153] R in the above formula (4-1) 201 , R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , R 208 and R 209 Examples of the aryl group having 6 to 30 carbon atoms represented by the formula (I) include a phenyl group, a tolyl group, a 3,4,5-trimethoxyphenyl group, a 4-tert-butylphenyl group, a biphenyl group, a naphthyl group, a methylnaphthyl group, an anthracenyl group, and a phenanthryl group.

[0154] R in the above formula (4-1) 201 , R 202 , R 203 , R 204 , R 205 , R 206 , R 207 , R 208 and R 209 Examples of the alkoxy group having 1 to 30 carbon atoms represented by the formula (1-3) include, in addition to the examples of the "alkoxy group having 1 to 10 carbon atoms" in formula (1-1) described in the above section "1. Cationic polymerizable component," a 4-ethyloctyloxy group, an n-undecyloxy group, a 1-methyldecyloxy group, an n-dodecyloxy group, a 1,3,5,7-tetramethyloctyloxy group, an n-tridecyloxy group, a 1-hexylheptyloxy group, an n-tetradecyloxy group, an n-pentadecyloxy group, an n-hexadecyloxy group, an n-heptadecyloxy group, an n-octadecyloxy group, an n-eicosyloxy group, an n-tricosyloxy group, and an n-tetracosyloxy group.

[0155] R in the above formula (4-2) 211 , R 212 , R 213 , R 214 , R 215 , R 216 , R 217 , R 218 , R 219 , R 220 and R221 The alkyl group having 1 to 30 carbon atoms represented by the formula (4-1) is R 201 It is the same as the alkyl group having 1 to 30 carbon atoms represented by the following formula:

[0156] R in the above formula (4-2) 211 , R 212 , R 213 , R 214 , R 215 , R 216 , R 217 , R 218 , R 219 , R 220 and R 221 The aryl group having 6 to 30 carbon atoms represented by the formula (4-1) is 201 It is the same as the aryl group having 6 to 30 carbon atoms represented by the following formula:

[0157] R in the above formula (4-3) 231 , R 232 , R 233 , R 234 , R 235 , R 236 , R 237 , R 238 , R 239 , R 240 and R 241 The alkyl group having 1 to 30 carbon atoms represented by the formula (4-1) is R 201 It is the same as the alkyl group having 1 to 30 carbon atoms represented by the following formula:

[0158] R in the above formula (4-3) 231 , R 232 , R 233 , R 234 , R 235 , R 236 , R 237 , R 238 , R 239 , R 240 and R 241 The aryl group having 6 to 30 carbon atoms represented by the formula (4-1) is 201 It is the same as the aryl group having 6 to 30 carbon atoms represented by the following formula:

[0159] R in the above formula (4-4) 251, R 252 , R 253 , R 254 , R 255 , R 256 , R 257 , R 258 , R 259 , R 260 and R 261 The alkyl group having 1 to 30 carbon atoms represented by the formula (4-1) is R 201 It is the same as the alkyl group having 1 to 30 carbon atoms represented by the following formula:

[0160] R in the above formula (4-4) 251 , R 252 , R 253 , R 254 , R 255 , R 256 , R 257 , R 258 , R 259 , R 260 and R 261 The aryl group having 6 to 30 carbon atoms represented by the formula (4-1) is 201 It is the same as the aryl group having 6 to 30 carbon atoms represented by the following formula:

[0161] R in the above formula (4-1) 201 is preferably a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, more preferably a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and particularly preferably an alkyl group having 1 to 5 carbon atoms. This is because the composition can provide a cured product having excellent sensitivity and adhesion. Furthermore, when a colorant is contained, a cured product having little change in light absorption can be easily formed. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0162] R in the above formula (4-2) 211 , R in the above formula (4-3) 231 and R in the above formula (4-4) 251is preferably an alkyl group having 1 to 30 carbon atoms, more preferably an alkyl group having 3 to 15 carbon atoms, and particularly preferably an alkyl group having 5 to 12 carbon atoms. This is because the composition can provide a cured product having excellent sensitivity and adhesion. Furthermore, when a colorant is contained, a cured product having little change in light absorption can be easily formed. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0163] R in the above formula (4-1) 202 , R 203 , R 204 and R 205 and at least one of R 206 , R 207 , R 208 and R 209 At least one of R is preferably an alkoxy group having 1 to 30 carbon atoms. 203 and R 208 are each independently preferably an alkoxy group having 1 to 30 carbon atoms, more preferably an alkoxy group having 1 to 10 carbon atoms, even more preferably an alkoxy group having 1 to 5 carbon atoms, and particularly preferably an alkoxy group having 1 to 3 carbon atoms. 203 and R 208 When R is an alkoxy group, 202 , R 204 , R 205 , R 206 , R 207 and R 209 is preferably a hydrogen atom. This is because the composition can provide a cured product with excellent sensitivity and adhesion. In addition, when a colorant is contained, a cured product with little change in light absorption can be easily formed. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0164] R in the above formula (4-2) 212 , R 213 , R 214 , R215 , R 216 , R 217 , R 218 , R 219 , R 220 and R 221 , R in the above formula (4-3) 232 , R 233 , R 234 , R 235 , R 236 , R 237 , R 238 , R 239 , R 240 and R 241 , and R in the above formula (4-4) 252 , R 253 , R 254 , R 255 , R 256 , R 257 , R 258 , R 259 , R 260 and R 261 is preferably a hydrogen atom or an alkyl group having 1 to 30 carbon atoms, and particularly preferably a hydrogen atom. This is because the composition can provide a cured product having excellent sensitivity and adhesion. Furthermore, when a colorant is contained, a cured product having little change in light absorption can be easily formed. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0165] In the present invention, it is preferable to contain a compound represented by formula (4-1) or a compound represented by formula (4-2), and it is particularly preferable to contain a compound represented by formula (4-2). This is because the composition can provide a cured product with excellent sensitivity and adhesion. Furthermore, when a colorant is contained, a cured product with little change in light absorption can be easily formed. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0166] The content of the carbazole sensitizer is preferably 0.1 to 5 parts by mass, more preferably 0.2 to 3 parts by mass, and particularly preferably 0.5 to 2 parts by mass, per 100 parts by mass of the solid content of the composition. This is because the composition produces a cured product with excellent sensitivity and adhesion. Furthermore, when a colorant is included, a cured product with minimal change in light absorption can be easily formed. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0167] The content of the carbazole-based sensitizer is preferably 1 part by mass or more and 70 parts by mass or less, more preferably 5 parts by mass or more and 50 parts by mass or less, and particularly preferably 10 parts by mass or more and 30 parts by mass or less, relative to 100 parts by mass of the acid generator. This is because the composition produces a cured product with excellent sensitivity and adhesion. Furthermore, when a colorant is included, a cured product with little change in light absorption can be easily formed. Furthermore, the composition can easily be made to have an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc.

[0168] 4. Solvent The composition may contain a solvent as needed. The solvent is a liquid at room temperature (25°C) under atmospheric pressure, capable of dispersing or dissolving each component in the composition, and does not react with the cationically polymerizable component due to the action of the acid generator. Therefore, the cationically polymerizable compounds described in the above section "1. Cationically polymerizable component" are not included in the above solvents, even if they are liquid at room temperature (25°C) and atmospheric pressure. Furthermore, since the solvent is used to disperse or dissolve each component of the composition, the photoacid generator described in "2. Photoacid generator" and the carbazole-based sensitizer described in "3. Carbazole-based sensitizer" are not included in the solvent even if they are liquid at room temperature and atmospheric pressure.

[0169] As such a solvent, either water or an organic solvent can be used, but the organic solvent is preferably used.

[0170] Examples of the organic solvent include ketones such as methyl ethyl ketone, methyl amyl ketone, diethyl ketone, acetone, methyl isopropyl ketone, methyl isobutyl ketone, cyclohexanone, and 2-heptanone; ether-based solvents such as ethyl ether, dioxane, tetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethoxyethane, and dipropylene glycol dimethyl ether; ester-based solvents such as methyl acetate, ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, cyclohexyl acetate, ethyl lactate, dimethyl succinate, and Texanol; cellosolve-based solvents such as ethylene glycol monomethyl ether and ethylene glycol monoethyl ether; alcohol-based solvents such as methanol, ethanol, iso- or n-propanol, iso- or n-butanol, amyl alcohol, and diacetone alcohol; ethylene glycol monomethyl acetate, ethylene glycol monoethyl acetate, propylene glycol-1-monomethyl ether-2-acetate (PGMEA), and dipropylene glycol monomethyl ether acetate. Ether ester solvents such as butyl acetate, 3-methoxybutyl acetate, ethoxyethyl propionate, 1-t-butoxy-2-propanol, 3-methoxybutyl acetate, and cyclohexanol acetate; aromatic solvents such as benzene, toluene, and xylene; aliphatic hydrocarbon solvents such as hexane, heptane, octane, and cyclohexane; terpene hydrocarbon oils such as turpentine oil, D-limonene, and pinene; mineral spirits, Swazol #310 (Cosmo Matsuyama Oil Co., Ltd.), and Solvesso #100 (Exxon Chemical Co., Ltd.). halogenated aliphatic hydrocarbon solvents such as carbon tetrachloride, chloroform, trichloroethylene, methylene chloride, 1,2-dichloroethane, etc.; halogenated aromatic hydrocarbon solvents such as chlorobenzene, etc.; carbitol-based solvents, aniline, triethylamine, pyridine, acetic acid, acetonitrile, carbon disulfide, N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, dimethyl sulfoxide, water, etc., and these solvents can be used alone or in combination as a mixed solvent of two or more thereof.Among these, ketones, ether ester solvents, and the like, particularly propylene glycol-1-monomethyl ether-2-acetate, cyclohexanone, and the like can be mentioned, and these solvents can be used alone or as a mixed solvent of two or more kinds. Among the above organic solvents, ketones, alcohol-based solvents, ether ester-based solvents, aromatic solvents, etc. are preferred, and ether ester-based solvents and alcohol-based solvents are particularly preferred, as these provide the composition with superior curing sensitivity and dispersion stability.

[0171] The content of the solvent may be any content that allows for curing sensitivity and dispersion stability, and may be from 1 to 99 parts by mass, preferably from 10 to 80 parts by mass, more preferably from 15 to 50 parts by mass, and particularly preferably from 20 to 40 parts by mass, per 100 parts by mass of the composition. This is because, when the content is within the above range, the composition has better curing sensitivity and dispersion stability. Furthermore, when the composition contains a colorant, from the viewpoint of more effectively demonstrating the effect of excellent colorant dispersibility even with a small amount of solvent added and facilitating the formation of a cured product with little color unevenness, the content of the solvent is preferably small, preferably 10 parts by mass or less per 100 parts by mass of the composition, more preferably 5 parts by mass or less, and particularly preferably 3 parts by mass or less. A small solvent content can more effectively demonstrate the effect of excellent colorant dispersibility, and can also suppress deterioration of peripheral components due to heating and volatilized solvent during the drying process, and can improve productivity by shortening the drying process. Furthermore, the composition is excellent in safety for the human body.

[0172] 5. Additives The composition of the present invention contains a cationically polymerizable component, an acid generator, and a carbazole-based sensitizer, and further contains a solvent as needed, but may also contain other components in addition to these. Other components include various additives such as inorganic fillers, organic fillers, silane coupling agents, colorants, photosensitizers, antifoaming agents, thickeners, thixotropic agents, surfactants, leveling agents, flame retardants, plasticizers, stabilizers, polymerization inhibitors, ultraviolet absorbers, antioxidants, antistatic agents, flow adjusters, and adhesion promoters.

[0173] The composition of the present invention preferably contains a colorant as an additive. This is because the effects of obtaining a cured product with little change in light absorption and the effects of excellent colorant dispersibility can be more effectively exhibited. Examples of the colorant include dyes and pigments, but dyes are preferred in the present invention. This is because when a colorant is contained, the effects of excellent colorant dispersibility and easy formation of a cured product with little change in light absorption can be more effectively exhibited.

[0174] Examples of the dye include anthraquinone dyes, indigoid dyes, alizarin dyes, acridine dyes, stilbene dyes, thiazole dyes, naphthol dyes, quinoline dyes, nitro dyes, indamine dyes, oxazine dyes, phthalocyanine dyes, cyanine dyes, merocyanine dyes, pyrromethene dyes, azo dyes, tetraazaporphyrin dyes, xanthene dyes, triarylmethane dyes, and the like, and these may be used in combination.As such dyes, for example, those described in JP-A-2017-68221 can be used.

[0175] From the viewpoint of more effectively exhibiting the effects of excellent dispersibility of the colorant and easy formation of a cured product with little change in light absorption, the dye is preferably a triarylmethane-based dye, a xanthene-based dye, or a tetraazaporphyrin-based dye, and more preferably a xanthene-based dye or a tetraazaporphyrin-based dye.

[0176] Examples of the xanthene dye include compounds represented by the following formula (5).

[0177] [ka] In formula (5), R 301 , R 302 , R 303 , R 304 , R 305 , R 306 , R 307 , R 308 , R 309 and R 310 each independently represents a hydrogen atom or a halogen atom, R 311 , R 312 , R 313 , R 314 , R 315 and R 316 each independently represents an alkyl group having 1 to 10 carbon atoms, An q1- represents a q1-valent anion, q1 represents 1 or 2, and p1 represents a coefficient for keeping the charge neutral.

[0178] R in the above formula (5) 311 , R 312 , R 313 , R 314 , R 315 and R 316 The alkyl group having 1 to 10 carbon atoms represented by the formula (1-1) is the same as the "alkyl group having 1 to 10 carbon atoms" described in the above section "1. Cationic polymerizable component."

[0179] An in the above formula (5) q1- Examples of the anion represented by the formula (I) include a monovalent organic sulfonic acid anion, a bistrifluoromethylsulfonylimide ion, a bisperfluorobutanesulfonylimide ion, a perfluoro-4-ethylcyclohexanesulfonate ion, a benzenedisulfonate ion, and a naphthalenedisulfonate ion. In the present invention, bistrifluoromethylsulfonylimide ions are preferred because they can more effectively exhibit the effects of excellent dispersibility of colorants and easy formation of cured products with little change in light absorption properties.

[0180] In the present invention, R 301 , R 302 , R 303 , R 304 , R 305 , R 306 , R 307 , R 308 , R 309 and R 310 is a hydrogen atom, and R 304 and R 307 is preferably a halogen atom, because this more effectively exhibits the effects of enabling the easy formation of a cured product that exhibits excellent dispersibility of the colorant and little change in light absorption.

[0181] Also, R 311 , R 312 , R 313 , R 314 , R 315 and R 316 However, the alkyl group is preferably an alkyl group having 1 to 6 carbon atoms, and more preferably an alkyl group having 1 to 4 carbon atoms, because this more effectively exhibits the effects of allowing excellent dispersibility of the colorant and easily forming a cured product with little change in light absorption.

[0182] An example of the tetraazaporphyrin dye is a compound represented by the following formula (6).

[0183] [ka] In formula (6), R 321 , R 322 , R 323 , R 324 , R 325 , R 326 , R 327 and R 328 each independently represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, or an aryl group having 6 to 30 carbon atoms, in which one or more hydrogen atoms may be substituted with a halogen atom; R 1 ~R8 cannot all be hydrogen atoms. M represents a divalent metal atom.

[0184] R in the above formula (6) 321 , R 322 , R 323 , R 324 , R 325 , R 326 , R 327 and R 328 The aryl group having 6 to 30 carbon atoms represented by the formula (4-1) is the same as the "aryl group having 6 to 30 carbon atoms" in the above section "3. Carbazole-based sensitizers."

[0185] In the present invention, R 321 , R 322 , R 323 , R 324 , R 325 , R 326 , R 327 and R 328 is preferably an alkyl group having 1 to 10 carbon atoms or a halogenated aryl group having 6 to 30 carbon atoms. 321 , R 323 , R 325 and R 327 is an alkyl group having 1 to 6 carbon atoms, and R 322 , R 324 , R 326 and R 328 is preferably a halogenated aryl group having 6 carbon atoms, because this more effectively exhibits the effects of allowing excellent dispersibility of the colorant and easily forming a cured product with little change in light absorption.

[0186] The content of the colorant may be any content that can provide a cured product with excellent adhesion and little change in light absorption, and is preferably 0.01 to 10 parts by mass, more preferably 0.1 to 5 parts by mass, and more preferably 0.5 to 3 parts by mass, per 100 parts by mass of the solid content of the composition. This is because the composition can easily form a cured product with little change in light absorption, and can easily provide a composition with an excellent balance of initial curability, colorant dispersibility, water resistance, moist heat resistance, etc. The total content of the other components is not particularly limited as long as it is sufficient to obtain a cured product with excellent adhesion and little change in light absorption, but is preferably from 0.01 to 20 parts by mass, more preferably from 0.1 to 10 parts by mass, and more preferably from 0.5 to 5 parts by mass, per 100 parts by mass of the solid content of the composition. This is because the composition can easily form a cured product with little change in light absorption, and can easily provide a composition with an excellent balance of initial curability, dispersibility of the colorant, water resistance, moist heat resistance, etc.

[0187] 6. Composition The method for producing the composition may be any method that can form a composition containing the desired amounts of the above components, and examples thereof include methods that use known mixing means.

[0188] The composition can be used in a variety of applications, such as applications requiring an excellent balance of properties such as adhesion, initial curing properties, water resistance, and moist heat resistance, and, when a colorant is further contained, applications requiring effects such as obtaining a cured product with little change in light absorption, excellent dispersibility of the colorant, and ease of forming a cured product with little color unevenness. Specific uses of the above compositions include optical filters, paints, coatings, linings, adhesives, printing plates, insulating varnishes, insulating sheets, laminates, printed circuit boards, sealants for semiconductor devices, LED packages, liquid crystal injection ports, organic electroluminescence (EL), optical elements, electrical insulation, electronic components, and separation membranes, molding compounds, putties, glass fiber impregnating agents, fillers, passivation films for semiconductors and solar cells, interlayer insulating films, protective films, printed circuit boards, color televisions, PC monitors, personal digital assistants, color filters for CCD image sensors, electrode materials for plasma display panels, printing inks, dental compositions, resins for stereolithography, both liquid and dry films, micromachine parts, glass fiber cable coatings, and holographic recording materials.

[0189] The optical filter may be one that is required to change the spectral shape of light that passes through it, and can be used, for example, for image display devices such as liquid crystal displays (LCDs), plasma display panels (PDPs), electroluminescent displays (ELDs), cathode ray tube displays (CRTs), CCD image sensors, CMOS sensors, fluorescent display tubes, and field emission displays, as well as for analytical devices, semiconductor device manufacturing, astronomical observation, optical communications, eyeglass lenses, windows, and the like. The adhesive may be any adhesive that is required to have durability, adhesion, water resistance, etc., and examples thereof include adhesives for bonding components that make up image display devices such as liquid crystal displays (LCDs), plasma display panels (PDPs), electroluminescent displays (ELDs), cathode ray tube displays (CRTs), CCD image sensors, CMOS sensors, fluorescent display tubes, and field emission displays.

[0190] The composition can be suitably used as a material for forming an optical filter, an adhesive, and a sealant, and specifically, can be suitably used as a material for forming an optical filter of an image display device, an adhesive for components constituting an image display device, and a sealant for an organic electroluminescence (EL) element. Among others, it can be suitably used as a material for forming optical filters for image display devices, and in particular, for forming color adjustment filters for image display devices.

[0191] Here, examples of the color adjustment filter include filters that adjust light of each color. More specifically, examples of the color adjustment filter include filters that are used as optical filters and are arranged so as to overlap a color filter in a planar view in order to further adjust the color of light transmitted through the color filter in which pixels of R (red), G (green), B (blue) and other colors are arranged, and filters that are arranged so as to overlap a light emitter of each color in a planar view in order to further adjust the color of light irradiated from the light emitter of each color, such as an electroluminescence element of each color. This is because the above-mentioned applications can more effectively exhibit the effect of being able to produce a cured product that has excellent adhesion and colorant dispersibility and exhibits little change in light absorption properties.

[0192] The material of the adherend on which the cured product of the composition is formed is not particularly limited, and commonly used materials can be used, for example, metal substrates such as aluminum, titanium, stainless steel, mild steel, plated steel, etc., inorganic materials such as glass, cellulose esters such as diacetyl cellulose, triacetyl cellulose (TAC), propionyl cellulose, butyryl cellulose, acetylpropionyl cellulose, nitrocellulose, etc., polyamides, polyimides, polyurethanes, epoxy resins, polycarbonates, polyethylene terephthalate, polyethylene naphthalate, polybutylene terephthalate, poly-1,4-cyclohexene, etc. Examples of polymeric materials include polyesters such as dimethylene terephthalate, polyethylene-1,2-diphenoxyethane-4,4'-dicarboxylate, and polybutylene terephthalate; polystyrene; polyolefins such as polyethylene, polypropylene, and polymethylpentene; vinyl compounds such as polyvinyl acetate, polyvinyl chloride, and polyvinyl fluoride; acrylic resins such as polymethyl methacrylate and polyacrylate; polycarbonate; polysulfone; polyethersulfone; polyetherketone; polyetherimide; polyoxyethylene, norbornene resin, and cycloolefin polymer (COP).

[0193] B. Cured product Next, the cured product of the present invention will be described. The cured product of the present invention is characterized by being a cured product of the above-mentioned composition. The cured product is obtained by curing the composition described above, and therefore exhibits, for example, excellent adhesion and, when a colorant is contained, exhibits little change in light absorption. Therefore, by using such a cured product, an optical filter in which change in light absorption over time is suppressed can be easily obtained.

[0194] The cured product of the present invention uses the above-mentioned composition. The cured product of the present invention will be described in detail below. The composition is the same as that described in the section "A. Composition" above.

[0195] The cured product generally contains a polymer of a cationically polymerizable component.

[0196] The planar shape, thickness, etc. of the cured product can be appropriately set depending on the intended use of the cured product, etc. The thickness can be, for example, 0.05 μm or more and 300 μm or less.

[0197] The method for producing the cured product is not particularly limited as long as it is a method that can form the cured product of the composition into a desired shape. Such a production method is similar to that described in the section "D. Production method of the cured product" below, and therefore a detailed description thereof will be omitted here.

[0198] The uses of the cured product are the same as those described in the section "A. Composition" above.

[0199] C. Optical Filters Next, the optical filter of the present invention will be described. The optical filter of the present invention is characterized by having a light absorbing layer containing the above-mentioned cured product. When the light absorbing layer contains the above-mentioned cured product, the light absorbing layer exhibits excellent adhesion to the member on which it is formed, and also exhibits excellent stability of light absorption over time.

[0200] The optical filter of the present invention has the above light absorbing layer. The light absorbing layer included in the optical filter of the present invention will be described in detail below.

[0201] 1. Light absorption layer The light absorbing layer contains the above-mentioned cured product. The content of the cured product in the light-absorbing layer is usually 100 parts by mass per 100 parts by mass of the light-absorbing layer. That is, the light-absorbing layer is usually made of the cured product. The above cured product is the same as that described in the above section "B. Cured product." The cured product contained in the light absorbing layer usually contains a colorant, the details of which are the same as those described in the section "A. Composition" above.

[0202] The shape, area, thickness, and other aspects of the light absorbing layer in plan view can be appropriately set depending on the intended use of the optical filter. The light absorbing layer may be formed by any known coating film forming method as long as it can form a light absorbing layer of the desired shape and thickness. The forming method is the same as that described in the section "D. Method for producing a cured product" below.

[0203] 2. Optical filters The optical filter may include only the light absorbing layer, or may include layers other than the light absorbing layer. Examples of the other layers include a transparent support, an undercoat layer, an anti-reflection layer, a hard coat layer, a lubricating layer, and an adhesive layer. The contents of each of these layers and the method of forming them may be those generally used in optical filters, and may be similar to those described in, for example, JP 2011-144280 A and WO 2016 / 158639 A. The light absorbing layer may be used, for example, as an adhesive layer that bonds the transparent support and any other layer. In this case, the optical filter may be provided with a known separator film such as a polyethylene terephthalate film that is easily adhered to the surface of the light absorbing layer serving as an adhesive layer.

[0204] When used in an image display device, the optical filter can usually be placed in front of the display. For example, there is no problem in directly attaching the optical filter to the surface of the display, and when a front panel or an electromagnetic wave shield is provided in front of the display, the optical filter may be attached to the front side (outside) or back side (display side) of the front panel or electromagnetic wave shield. The optical filter may be used as, for example, each component included in an image display device, such as an optical component such as a color filter or a polarizing plate. The optical filter may be directly laminated on each member included in the image display device.

[0205] D. Manufacturing method of cured product Next, the method for producing the cured product of the present invention will be described. The method for producing a cured product of the present invention is characterized by comprising a step of curing the above-described composition.

[0206] According to the present invention, the method for producing the cured product involves curing the composition, and therefore, for example, it is possible to easily obtain a cured product that exhibits excellent adhesion and, when a colorant is contained, exhibits little change in light absorption. Furthermore, by using such a cured product, it is possible to use it as an optical filter or the like that has excellent stability of light absorption over time.

[0207] The method for producing a cured product of the present invention includes the above-mentioned curing step. Each step of the method for producing a cured product of the present invention will be described in detail below. The composition is the same as that described in the above section "A. Composition," and therefore, a description thereof will be omitted here.

[0208] 1. Hardening process The curing step is a step of curing the above-mentioned composition. The composition may be cured by any method that can polymerize the cationically polymerizable components. Examples of the polymerization method include a method of irradiating a coating film of the composition with energy rays and a method of heating a coating film of the composition. When the composition contains an acid generator, the polymerization method is preferably determined depending on the type of the acid generator. Specifically, when the composition contains a photoacid generator as the acid generator, a method of irradiating with energy rays can be preferably used, and when the composition contains a thermal acid generator as the acid generator, a method of heating can be preferably used. This is because the polymerization of the cationically polymerizable component is easy.

[0209] In this step, the light source of the energy rays used for polymerizing the cationically polymerizable component can be high-energy rays such as electromagnetic wave energy having a wavelength of 2000 angstroms to 7000 angstroms, electron beams, X-rays, and radioactive rays obtained from ultra-high pressure mercury lamps, high pressure mercury lamps, medium pressure mercury lamps, low pressure mercury lamps, mercury vapor arc lamps, xenon arc lamps, carbon arc lamps, metal halide lamps, fluorescent lamps, tungsten lamps, excimer lamps, germicidal lamps, light-emitting diodes, CRT light sources, etc. Preferably, ultra-high pressure mercury lamps, mercury vapor arc lamps, carbon arc lamps, xenon arc lamps, light-emitting diodes, etc. that emit light with a wavelength of 300 to 450 nm are used, as this facilitates polymerization of the cationically polymerizable component.

[0210] The irradiation dose of the energy ray is not particularly limited and can be determined appropriately depending on the composition of the composition. From the viewpoint of preventing deterioration of the components in the composition, the irradiation dose is set to 100 mJ / cm. 2 ~2000mJ / cm 2 is preferred.

[0211] The method for heating the coating film of the composition in this step includes using a hot plate or other hot plate, an atmospheric oven, an inert gas oven, a vacuum oven, a hot air circulation oven, or the like. The heating temperature when heating the coating film is not particularly limited, but from the viewpoint of facilitating polymerization of the cationically polymerizable component, it is preferably 70°C or higher and 200°C or lower, and more preferably 90°C or higher and 150°C or lower. The heating time for heating the coating film is not particularly limited, but from the viewpoint of improving productivity, it is preferably 1 to 60 minutes, more preferably 1 to 30 minutes.

[0212] In this step, the curing method is preferably a method in which an energy ray irradiation method and a heating method are used in combination, and more specifically, it is preferable to perform the energy ray irradiation method and the heating method in this order, because this allows the polymerization of the cationically polymerizable component to proceed efficiently.

[0213] 2. Other processes The above manufacturing method may include other steps as required. Such a step may include a step of applying the composition before a step of curing the composition. The composition can be applied by any known method such as using a spin coater, roll coater, bar coater, die coater, curtain coater, various printing methods, or dipping. The substrate can be appropriately selected depending on the intended use of the cured product, and examples thereof include soda glass, quartz glass, semiconductor substrates, metals, paper, plastics, and the like. After being formed on a substrate, the cured product may be peeled off from the substrate and used, or may be transferred from the substrate to another adherend and used.

[0214] 3.Cured product The cured product produced by the production method of the present invention and its uses are the same as those described in the section "B. Cured product" above.

[0215] The present invention is not limited to the above-described embodiments. The above-described embodiments are merely examples, and any configuration that is substantially identical to the technical idea described in the claims of the present invention and that provides similar effects is included within the technical scope of the present invention. [Example]

[0216] EXAMPLES The present invention will be explained in more detail below with reference to examples and comparative examples, but the present invention is not limited to these examples.

[0217] [Manufacturing Example 1] A compound represented by the following formula (E1) was obtained by the method for producing an azaporphyrin compound described in JP-A-2006-189751.

[0218] [Manufacturing Example 2] A compound represented by the following formula (E2) was obtained by the method described in WO 2014 / 196464.

[0219] [Examples 1 to 35 and Comparative Examples 1 to 6] Compositions were obtained by blending the components according to the formulations shown in Tables 1 to 4 below. The following materials were used for each component. The blending amounts in the table represent parts by mass of each component. The blending amount of the acid generator represents the blending amount including the solvent.

[0220] (cationically polymerizable component) A1-1: Alicyclic epoxy compound (bifunctional, compound represented by the following formula (A1-1), epoxy equivalent 80 g / eq., THI-DE manufactured by JXTG Energy) A1-2: Alicyclic epoxy compound (bifunctional, compound represented by the following formula (A1-2), epoxy equivalent 122 g / eq., DE-102 manufactured by JXTG Energy) A1-3: Alicyclic epoxy compound (bifunctional, compound represented by the following formula (A1-3), epoxy equivalent 128 to 145 g / eq., Daicel Celloxide 2021P) A1-4: Alicyclic epoxy compound (bifunctional, epoxy equivalent 100g / eq., Daicel Celloxide 8000)

[0221] [ka]

[0222] A2-1: Oxetane compound (bifunctional, compound represented by the following formula (A2-1), OXT-221 manufactured by Toagosei) A2-2: Oxetane compound (monofunctional, compound represented by the following formula (A2-2), OXT-101 manufactured by Toagosei) A2-3: Oxetane compound (monofunctional, compound represented by the following formula (A2-3), OXT-212 manufactured by Toagosei)

[0223] [ka]

[0224] A3-1: Aliphatic epoxy compound (multifunctional, containing an aliphatic ring, epoxy equivalent weight 170-190g / eq., Daicel EHPE3150, 1,2-epoxy-4-(2-oxiranyl)cyclohexane adduct of 2,2-bis(hydroxymethyl)-1-butanol) A3-2: Aliphatic epoxy compound (bifunctional, linear, compound represented by the following formula (A3-2)) A3-3: Aliphatic epoxy compound (bifunctional, aliphatic ring-containing compound represented by the following formula (A3-3)) A4: Aromatic epoxy compound (difunctional, bisphenol A type, epoxy equivalent 190 g / eq., ADEKA EP-4100E)

[0225] [ka]

[0226] (Photoacid generator) B1: Photoacid generator (50% by mass propylene carbonate solution containing a compound represented by the following formula (B1)) B2: Photoacid generator (50% by mass propylene carbonate solution containing a compound represented by the following formula (B2))

[0227] [ka]

[0228] (sensitizer) C1: Carbazole-based sensitizer (a compound represented by the following formula (C1), N-(2-ethylhexyl)-1,2-benzocarbazole) C2: Carbazole-based sensitizer (a compound represented by the following formula (C2), N-ethyl-3,6-dimethoxycarbazole) C3: Naphthalene-based sensitizer (compound represented by the following formula (C3), 1,4-diethoxynaphthalene)

[0229] [ka]

[0230] (additives) D1: Antioxidant (compound represented by the following formula (D1)) D2: Antioxidant (compound represented by the following formula (D2))

[0231] [ka]

[0232] E1: Tetraazaporphyrin dye (dye, compound represented by the following formula (E1)) E2: Xanthene colorant (dye, compound represented by the following formula (E2))

[0233] [ka]

[0234] F1: Leveling agent (Toray Dow Corning SH-29PA)

[0235] [evaluation] The resulting compositions were evaluated for initial curing properties, moist heat resistance, water resistance, adhesion, and color unevenness according to the following procedures. The results are shown in Tables 1 to 4.

[0236] 1.Initial curing property Each composition was irradiated with 1500 mJ of 365 nm light using a photorheometer, and the increase in elastic modulus after 30 seconds was measured and evaluated according to the following criteria. <Evaluation criteria> ++: Elastic modulus increase of 1.0×10 5 More than Pa + : Increase in elastic modulus is 1.0×10 3 Pa or more 1.0×10 5 Less than Pa - : Elastic modulus increase of 1.0 x 10 3 Less than Pa A large increase in modulus indicates excellent curability.

[0237] 2. Moisture and heat resistance Each composition was spin-coated onto a 10 cm x 10 cm glass substrate, and each composition was cured by irradiating it with 3000 mJ of 365 nm light using a UV-LED light source to form a test film. The test film was left in a thermo-hygroscopic tester at 60°C and 90% RH for one week, and then the surface of the test film was observed under a microscope. The proportion of the area covered with deposits derived from the colorant in a 1 cm x 1 cm area on the test film surface was measured and evaluated according to the following evaluation criteria. <Evaluation criteria> ++: Less than 10% + : 10% or more but less than 30% - : 30% or more The small proportion of the area covered with precipitates derived from the colorant indicates that the colorant is stably retained in the cured product and that the change in light absorption of the cured product is small.

[0238] 3.Water resistant A test film was formed in the same manner as in "Evaluation 2. Moisture and heat resistance." The test film was left in a thermo-hygroscopic tester at 60°C and 90% RH for one week, and then the weight increase was measured. This was taken as the moisture content and evaluated according to the following criteria. <Evaluation criteria> ++: Moisture content less than 0.03% +: Moisture content 0.03% or more and less than 0.05% - :Moisture content 0.05% or more A low water content indicates that the cured product has excellent water resistance. It also indicates that deterioration over time, such as decomposition and denaturation of the colorant due to the presence of moisture, is suppressed, and indicates that it is easier to form a cured product with little change in light absorption.

[0239] 4. Adhesion A test film was formed in the same manner as in "Evaluation 2. Moisture and heat resistance." The test film was cut using a cutter knife, with the cutter knife cutting 40 mm long, at an angle of 30° to each other and reaching the glass substrate. Next, cellophane tape was attached from above the two intersecting cuts so that the length of the adhesive part was 50 mm, and the cellophane tape was rubbed from above with an eraser to adhere to the test film. Two minutes after the cellophane tape was attached, the edge of the cellophane tape was held and pulled perpendicular to the test film to peel it off. The state of the test film after peeling off the cellophane tape was observed and evaluated according to the following evaluation criteria. <Evaluation criteria> ++: No peeling of the test film was observed +: Peeling of the test film was observed in part of the cut area. - : Peeling of the test film was observed in most of the cut area. The fact that no peeling of the test film was observed indicates high adhesion.

[0240] 5. Color unevenness Each composition was spin-coated onto a 10 cm x 10 cm glass substrate, and the solvent was dried and removed by heating on a hot plate at 80°C for 3 minutes to prepare a test film for evaluating foreign matter. The test film was observed under an optical microscope to count the number of foreign particles with a maximum length of 50 μm or more within a 1 cm × 1 cm area, and evaluated according to the following criteria: The maximum length here refers to the length of the longest line that intersects the image of the foreign particle in a plan view. The hatched areas in the color unevenness evaluation column indicate that no evaluation was performed. <Evaluation criteria> ++: 5 or fewer foreign objects +: Number of foreign objects is 5 or more but less than 20 - : 20 or more foreign objects A small number of foreign matters indicates that aggregation of the colorant is suppressed, that is, the dispersibility of the colorant is excellent.

[0241] [Table 1]

[0242] [Table 2]

[0243] [Table 3]

[0244] [Table 4]

[0245] From the results in Tables 1 to 4, it was confirmed that the compositions of the examples had excellent adhesion and, when a colorant was included, could easily form cured products with little change in light absorption. Furthermore, it was confirmed that the compositions of the examples were excellent in initial curing properties, moist heat resistance, and water resistance, as well as adhesion. Furthermore, it was confirmed that the compositions of the examples had excellent dispersibility of the colorant even when the amount of solvent was small. As described above, it was confirmed that the compositions of the examples easily formed cured products with excellent adhesion and minimal change in light absorption, and also had an excellent balance of initial curability, colorant dispersibility, moist heat resistance, and water resistance. [Industrial Applicability]

[0246] The composition of the present invention makes it possible to easily form a cured product that has excellent adhesion and, when a colorant is contained, exhibits little change in light absorption.

Claims

1. a cationically polymerizable component; and a photoacid generator; a carbazole-based sensitizer; A composition comprising: the cationically polymerizable component comprises an alicyclic epoxy compound and an oxetane compound, The alicyclic epoxy compound includes at least one selected from the compounds represented by the following formulas (1-1), (1-2), (1-3), and (1-4): The composition, wherein the oxetane compound comprises a polyfunctional oxetane compound. 【Chemical 1】 In formula (1-1), R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and R 10 each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 10 carbon atoms. In formula (1-2), R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , R 20 , R 21 , R 22 , R 23 , R 24 , R 25 and R 26 each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 10 carbon atoms. In formula (1-3), R 31 , R 32 , R 33 , R 34 , R 35 , R 36 , R 37 , R 38 , R 39 , R 40 , R 41 , R 42 , R 43 , R 44 , R 45 , R 46 , R 47 and R 48 each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 10 carbon atoms. In formula (1-4), R 51 , R 52 , R 53 , R 54 , R 55 , R 56 , R 57 , R 58 , R 59 , R 60 , R 61 , R 62 , R 63 , R 64 , R 65 , R 66 , R 67 and R 68 each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 10 carbon atoms or an alkoxy group having 1 to 10 carbon atoms.

2. The composition according to claim 1, wherein the alicyclic epoxy compound comprises at least one of the compounds represented by formulas (1-1) and (1-2).

3. The composition according to claim 1 or 2, wherein the content of the alicyclic epoxy compound is 1 part by mass or more and 80 parts by mass or less per 100 parts by mass of the alicyclic epoxy compound and the oxetane compound combined.

4. 4. The composition according to claim 1, wherein the total content of the alicyclic epoxy compound and the oxetane compound is 40 parts by mass or more and 95 parts by mass or less per 100 parts by mass of the cationically polymerizable component.

5. The composition of claim 1 , wherein the cationically polymerizable component further comprises an aliphatic epoxy compound.

6. The composition according to any one of claims 1 to 5, wherein the carbazole-based sensitizer comprises a compound represented by the following formula (4-1), (4-2), (4-3), or (4-4): 【Chemistry 2】 In formula (4-1), R ２０１ represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, a vinyl group, or an aryl group having 6 to 30 carbon atoms, R ２０２ , R ２０３ , R ２０４ , R ２０５ , R ２０６ , R ２０７ , R ２０８ and R ２０９ each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, a cyano group, a hydroxyl group, or a carboxyl group. 【Chemistry 3】 In formula (4-2), R ２１１ represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, a vinyl group, or an aryl group having 6 to 30 carbon atoms, R ２１２ , R ２１３ , R ２１４ , R ２１５ , R ２１６ , R ２１７ , R ２１８ , R ２１９ , R ２２０ and R ２２１ each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, a cyano group, a hydroxyl group, or a carboxyl group. 【Chemistry 4】 In formula (4-3), R ２３１ represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, a vinyl group, or an aryl group having 6 to 30 carbon atoms, R ２３２ , R ２３３ , R ２３４ , R ２３５ , R ２３６ , R ２３７ , R ２３８ , R ２３９ , R ２４０ and R ２４１ each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, a cyano group, a hydroxyl group, or a carboxyl group. 【Chemistry 5】 In formula (4-4), R ２５１ represents a hydrogen atom, an alkyl group having 1 to 30 carbon atoms, a vinyl group, or an aryl group having 6 to 30 carbon atoms, R ２５２ , R ２５３ , R ２５４ , R ２５５ , R ２５６ , R ２５７ , R ２５８ , R ２５９ , R ２６０ and R ２６１ each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, a cyano group, a hydroxyl group, or a carboxyl group.

7. A cured product of the composition according to any one of claims 1 to 6.

8. An optical filter having a light-absorbing layer comprising a cured product of the composition according to claim 1 .

9. A method for producing a cured product, comprising the step of curing the composition according to claim 1 .

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