Compound and method for producing the same, polymerizable composition, resin composition, polymer, cured product, and laminate

Abstract

Provided are a compound represented by formula (X), a method for producing same, a polymerizable composition, a resin composition, a polymer, a cured product, and a laminate [In formula (X), R1, R3, R5, and R7 each independently represent a hydrogen atom or a substituent. R1 and R3, R3 and R5, and R5 and R7 may each bond to form a ring. Ring A represents an aromatic ring. Herein, at least one of substituents in formula (X) represents a group containing a polymerizable group having an ethylenically unsaturated bond.].

Description

[Technical Field]

[0001] The present disclosure relates to a compound and a method for producing the same, a polymerizable composition, a resin composition, a polymer, a cured product, and a laminate. [Background technology]

[0002] Liquid crystal display devices are finding increasing applications as space-saving, low-power image display devices. In markets where high-quality images are required, such as televisions, there is a growing demand for improved color reproducibility in addition to improved resolution. Liquid crystal display devices have non-emissive elements in which the liquid crystal panel itself that displays images does not emit light. Therefore, a backlight unit is placed behind the liquid crystal panel to supply light to the liquid crystal panel.

[0003] In recent years, white light-emitting diodes (LEDs) have come to be used as light sources for backlight units. One known method of emitting white LEDs is to create white light by mixing blue light emitted from a blue LED with light emitted from a yellow phosphor or green and red phosphors. However, white LEDs using this method have a problem in that they have a narrow color reproduction range compared to organic light-emitting diodes (OLEDs), which are attracting attention as light sources for next-generation displays. To address this problem, a technology has been proposed that blocks light of unwanted wavelengths emitted by white LEDs by providing a dye-containing layer on a diffusion film in the backlight unit. For example, Japanese Patent Application Laid-Open No. 2008-145480, International Publication No. 2008 / 090757, and Japanese Patent Application Laid-Open No. 2019-12159 disclose color adjustment filters or color correction filters that use squarylium compounds with specific structures to selectively block light in the wavelength range around 600 nm that has poor color purity and passes through the color filter. Summary of the Invention [Problem to be solved by the invention]

[0004] Conventional squarylium compounds tend to have poor solubility in organic solvents. In the manufacturing process of optical filters, a photosensitive resin composition may be semi-cured by light irradiation and then completely cured by heating. The present inventors have noticed that, when manufacturing an optical filter using a squarylium compound, the optical properties of the resulting optical filter may be impaired when the photosensitive resin composition containing the squarylium compound is semi-cured by light irradiation and then completely cured by heating.

[0005] The present disclosure has been made in consideration of the above circumstances. An object of one embodiment of the present disclosure is to provide a novel compound that has superior solubility in organic solvents compared to conventional squarylium compounds. Another problem to be solved by another embodiment of the present disclosure is to provide a method for producing the above compound. A problem to be solved by still another embodiment of the present disclosure is to provide a polymerizable composition and a resin composition containing the above-mentioned compound, as well as a polymer, a cured product, and a laminate using the above-mentioned compound. [Means for solving the problem]

[0006] Specific means for solving the above problems include the following embodiments. <1> A compound represented by the following formula (X):

[0007] [ka]

[0008] In formula (X), R 1 , R 3 , R 5 and R 7 R each independently represents a hydrogen atom or a substituent. 1 and R 3 , R 3 and R 5 , and R 5 and R 7may be bonded to each other to form a ring. Ring A represents an aromatic ring. However, at least one of the substituents in formula (X) represents a group containing a polymerizable group having an ethylenically unsaturated bond.

[0009] <2> The compound represented by the formula (X) is a compound represented by the following formula (1): <1> The compound described in

[0010] [ka]

[0011] In formula (1), R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 R each independently represents a hydrogen atom or a substituent. 1 and R 3 , R 2 and R 4 , R 3 and R 5 , R 4 and R 6 , R 5 and R 7 , and R 6 and R 8 may be bonded to each other to form a ring. 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 At least one of represents a group containing a polymerizable group having an ethylenically unsaturated bond.

[0012] <3> In the above formula (1), R 1 , R 2 , R 3 , R 4 , R 5 and R 6are each independently a hydrogen atom, a halogen group, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a carbamoyl group, an acylamino group, an alkoxycarbonylamino group, a carbamoylamino group, or a cyano group; R 7 and R 8 are each independently a hydrogen atom, an alkyl group, or an aryl group, and R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 At least one of the groups contains a polymerizable group having an ethylenically unsaturated bond. <2> The compound described in

[0013] <4> In the above formula (1), R 3 and R 4 At least one of the groups is a group represented by the following formula (8): <2> The compound described in

[0014] [ka]

[0015] In formula (8), X a represents a single bond, an alkylene group, -O-, -S-, or -NR 9 - represents R 9 represents a hydrogen atom or an alkyl group, and R 20 represents a hydrogen atom or an alkyl group. * represents a bonding position.

[0016] <5> The group containing a polymerizable group having an ethylenically unsaturated bond is a group containing a group represented by the following formula (2) or a group containing a group represented by the following formula (3): <1> ~ <4> 1. The compound according to any one of claims 1 to 9.

[0017] [ka]

[0018] In formula (2), X represents a single bond or an alkylene group, and Y represents a single bond, -O-, or -NR 16 - represents R 16 represents a hydrogen atom or an alkyl group, and R 10 represents a hydrogen atom or an alkyl group. * represents a bonding position. In formula (3), R 11 , R 12 , R 13 , R 14 and R 15 each independently represents a hydrogen atom, a halogen group, an alkyl group, an alkoxy group, or a vinyl group, and Z represents a single bond or an alkylene group. * represents a bonding position. 11 , R 12 , R 13 , R 14 and R 15 At least one of represents a vinyl group.

[0019] <6> It is a squarylium dye <1> ~ <5> 1. The compound according to any one of claims 1 to 9. <7> <1> ~ <6> 10. A polymerizable composition comprising the compound according to any one of 1 to 9 above and a polymerizable compound. <8> The polymerizable compound is at least one selected from the group consisting of (meth)acrylic acid, (meth)acrylic acid amide compounds, (meth)acrylic acid ester compounds, and styrene compounds. <7> The polymerizable composition according to claim 1. <9> Further containing an ultraviolet absorber <7> or <8> The polymerizable composition according to claim 1. <10> Further containing a polymer compound <7> ~ <9> 10. The polymerizable composition according to claim 9, wherein the polymerizable composition is a polymerizable composition having a molecular weight of 100 or more. <11> <1> ~ <6> A resin composition comprising the compound according to any one of the above items and a resin.

[0020] <12> <1> ~ <6> A polymer comprising a structural unit derived from the compound according to any one of the above items. <13> <7> ~ <10> A cured product of the polymerizable composition according to any one of the above items. <14> It is an optical filter <13> The cured product according to claim 1. <15> The maximum absorption wavelength is in the range of 550nm to 610nm <13> or <14> The cured product according to claim 1. <16> A support; <13> ~ <15> and a cured product according to any one of the above. <17> The maximum absorption wavelength is in the range of 550nm to 610nm <16> The laminate according to claim 1.

[0021] <18> <1> A method for producing the compound according to A method for producing a compound, comprising reacting a compound represented by the following formula (4) with an aromatic compound in a solvent containing an alcohol:

[0022] [ka]

[0023] In formula (4), R 1a , R 3a , R 5a and R 7a R each independently represents a hydrogen atom or a substituent. 1a and R 3a , R 3a and R 5a , and R 5a and R 7a may be bonded to each other to form a ring. 1a , R 3a , R 5a and R 7a At least one of represents a group containing a polymerizable group having an ethylenically unsaturated bond.

[0024] <19> <2> ~ <6> A method for producing the compound according to any one of the above items, A method for producing a compound, comprising reacting a compound represented by the following formula (4) with a compound represented by the following formula (5) in a solvent containing an alcohol:

[0025] [ka]

[0026] In formula (4) and formula (5), R 1a , R 2a , R 3a , R 4a , R 5a , R 6a , R 7a and R 8a R each independently represents a hydrogen atom or a substituent. 1a and R 3a , R 2a and R 4a , R 3a and R 5a , R 4a and R 6a , R 5a and R 7a , and R 6a and R 8a may be bonded to each other to form a ring. 1a , R 2a , R 3a , R 4a , R 5a , R 6a , R 7a and R 8a At least one of represents a group containing a polymerizable group having an ethylenically unsaturated bond.

[0027] <20> <2> ~ <6> A method for producing the compound according to any one of the above, A method for producing a compound, comprising reacting a compound represented by the following formula (6) with a compound represented by the following formula (7) in a solvent containing alcohol:

[0028] [ka]

[0029] In formula (6), R 1b , R 3b , R 5b and R 7b R each independently represents a hydrogen atom or a substituent. 1b and R 3b , R 3b and R 5b , and R 5b and R 7bmay be bonded to each other to form a ring. 1b , R 3b , R 5b and R 7a At least one of represents a group containing a polymerizable group having an ethylenically unsaturated bond. [Effects of the Invention]

[0030] According to one embodiment of the present disclosure, a novel compound is provided that has superior solubility in organic solvents compared to conventional squarylium compounds. According to another embodiment of the present disclosure, there is provided a method for preparing the above compounds. According to still another embodiment of the present disclosure, there are provided a polymerizable composition and a resin composition containing the compound, as well as a polymer, a cured product, and a laminate using the compound. [Brief explanation of the drawings]

[0031] [Figure 1] 1 is a graph showing the absorption spectrum of cured film E1. [Figure 2] 1 is a graph showing the absorption spectrum of cured film E2. [Figure 3] 1 is a graph showing the absorption spectrum of cured film E3. DETAILED DESCRIPTION OF THE INVENTION

[0032] The present disclosure will be described in detail below. The following description of the requirements may be based on typical embodiments of the present disclosure, but the present disclosure is not limited to such embodiments and can be implemented by making appropriate modifications within the scope of the purpose of the present disclosure.

[0033] In the present disclosure, a numerical range indicated using "to" means a range that includes the numerical values ​​before and after "to" as the lower and upper limits, respectively. In the numerical ranges described in stages in the present disclosure, the upper or lower limit value described in a certain numerical range may be replaced with the upper or lower limit value of another numerical range described in stages. Furthermore, in the numerical ranges described in the present disclosure, the upper or lower limit value described in a certain numerical range may be replaced with a value shown in the examples.

[0034] In the present disclosure, when referring to the amount of each component in a composition, if there are multiple substances corresponding to each component in the composition, it means the total amount of the multiple components present in the composition, unless otherwise specified.

[0035] In the present disclosure, a combination of two or more preferred embodiments is a more preferred embodiment.

[0036] In the present disclosure, the term "semi-cured" refers to a state in which the material has not yet been completely cured, and the term "semi-cured product" refers to a cured product in which the material has not yet been completely cured.

[0037] In the present disclosure, "solid content" means components excluding solvent, and "solvent" means water and organic solvents.

[0038] In the present disclosure, the term "process" includes not only an independent process but also a process that cannot be clearly distinguished from other processes, as long as the intended purpose of the process is achieved.

[0039] In the present disclosure, "(meth)acrylic" is a term that encompasses both "acrylic" and "methacrylic," "(meth)acrylate" is a term that encompasses both "acrylate" and "methacrylate," "(meth)acryloyl" is a term that encompasses both "acryloyl" and "methacryloyl," and "(meth)allyl" is a term that encompasses both "methallyl" and "allyl."

[0040] In this disclosure, "n-" means normal and "t-" means tertiary.

[0041] In the present disclosure, when there is a molecular weight distribution, the molecular weight refers to the weight average molecular weight (Mw; the same applies hereinafter) unless otherwise specified.

[0042] The weight average molecular weight (Mw) in the present disclosure is a value measured by gel permeation chromatography (GPC). The GPC measurement was performed using an HLC®-8220GPC (manufactured by Tosoh Corporation) as the measuring device, three columns connected in series: a TSKgel® Super HZ2000 (4.6 mm ID × 15 cm, manufactured by Tosoh Corporation), a TSKgel® Super HZ4000 (4.6 mm ID × 15 cm, manufactured by Tosoh Corporation), and a TSKgel® Super HZ-H (4.6 mm ID × 15 cm, manufactured by Tosoh Corporation), and N-methylpyrrolidone (NMP) as the eluent. The measurement conditions were a sample concentration of 0.3% by mass, a flow rate of 0.35 mL / min, a sample injection volume of 10 μL, and a measurement temperature of 40°C. A refractive index (RI) detector was used as the detector. The calibration curve is prepared from six samples of "Standard Sample TSK Standard, Polystyrene" manufactured by Tosoh Corporation: "F-80", "F-20", "F-4", "F-2", "A-5000", and "A-1000".

[0043] In the description of groups (atomic groups) in the present disclosure, descriptions that do not specify whether they are substituted or unsubstituted include those that have a substituent as well as those that do not have a substituent. For example, the term "alkyl group" includes not only alkyl groups that do not have a substituent (also referred to as "unsubstituted alkyl groups"), but also alkyl groups that have a substituent (also referred to as "substituted alkyl groups").

[0044] The "substituent" in the present disclosure is not particularly limited, and examples thereof include a halogen group, a hydroxy group, an alkyl group, a cycloalkyl group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an aryl group, a heterocyclic group, an alkoxy group, an aryloxy group, a heterocyclicoxy group, a sulfo group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a carboxy group, a carbamoyl group, an acyloxy group, a carbamoyloxy group, an alkoxycarbonyloxy group, an aryloxycarbonyloxy group, a cyano group, a nitro group, an amino group (including an anilino group), an acylamino group, an alk ... The substituent can be arbitrarily selected from the group consisting of an oxycarbonylamino group, a carbamoylamino group, an aryloxycarbonylamino group, a sulfamoylamino group, an alkylsulfonylamino group, an arylsulfonylamino group, a mercapto group, an alkylthio group, an arylthio group, a heterocyclic thio group, a sulfamoyl group, an alkylsulfinyl group, an arylsulfinyl group, an alkylsulfonyl group, an arylsulfonyl group, an arylazo group, a heterocyclic azo group, an imido group, a phosphino group, a phosphinyl group, a phosphinyloxy group, and a phosphinylamino group.

[0045] More specifically, examples of the substituent in the present disclosure include a halogen group (e.g., a fluoro group, a chloro group, a bromo group, and an iodo group), an alkyl group (a linear, branched, or cyclic alkyl group having 1 to 10, preferably 1 to 6, carbon atoms; e.g., a methyl group, an ethyl group, an n-propyl group, an isopropyl group, a t-butyl group, an n-octyl group, a 2-chloroethyl group, a 2-cyanoethyl group, and a 2-ethylhexyl group), a cycloalkyl group (preferably, a cyclopropyl group, and a cyclohexyl group), and a cyclohexyl group (preferably, a cyclohexyl group, a cyclohexyl group, and a cyclohexyl group). a cyclopentyl group), an alkenyl group (a straight-chain, branched, or cyclic alkenyl group having 2 to 10, preferably 2 to 6, carbon atoms; for example, a vinyl group, an allyl group, and a prenyl group), a cycloalkenyl group (preferably a cyclopenten-1-yl group), an alkynyl group (an alkynyl group having 2 to 10, preferably 2 to 6, carbon atoms; for example, an ethynyl group and a propargyl group), an aryl group (an aryl group having 6 to 12, preferably 6 to 8, carbon atoms; for example, a fluoro group), phenyl group, p-tolyl group, naphthyl group, 3-chlorophenyl group, and 2-aminophenyl group), heterocyclic groups (monovalent groups having 1 to 12, preferably 2 to 6, carbon atoms obtained by removing one hydrogen atom from a 5- or 6-membered aromatic or non-aromatic heterocyclic compound; for example, 1-pyrazolyl group, 1-imidazolyl group, 2-furyl group, 2-thienyl group, 4-pyrimidinyl group, and 2-benzothiazolyl group), cyano group, hydroxy group, nitro group, alkoxy groups (linear, branched, or cyclic alkoxy groups having 1 to 10, preferably 1 to 6, carbon atoms; for example, a methoxy group, an ethoxy group, an isopropoxy group, a t-butoxy group, a cyclopentyloxy group, a 2-buten-1-yloxy group, and a 2-methoxyethoxy group), aryloxy groups (aryloxy groups having 6 to 12, preferably 6 to 8, carbon atoms; for example, a phenoxy group, a 2-methylphenoxy group, a 4-t-butylphenoxy group, and a 3-nitrophenoxy group),

[0046] Heterocyclic oxy groups (heterocyclic oxy groups having 1 to 12, preferably 2 to 6 carbon atoms; for example, 1-phenyltetrazole-5-oxy-2-tetrahydropyranyloxy group), acyloxy groups (acyloxy groups having 1 to 12, preferably 1 to 8 carbon atoms; for example, formyloxy group, acetyloxy group, pivaloyloxy group, benzoyloxy group, and p-methoxyphenylcarbonyloxy group), carbamoyloxy groups (heterocyclic oxy groups having 1 to 10, preferably 1 to 6 carbon atoms; for example, 1-phenyltetrazole-5-oxy-2-tetrahydropyranyloxy group), carbamoyloxy groups having a carbon atom; for example, an N,N-dimethylcarbamoyloxy group, an N,N-diethylcarbamoyloxy group, a morpholinocarbonyloxy group, and an N,N-octylcarbamoyloxy group), alkoxycarbonyloxy groups (alkoxycarbonyloxy groups having 2 to 10, preferably 2 to 6, carbon atoms; for example, a methoxycarbonyloxy group, an ethoxycarbonyloxy group, a t-butoxycarbonyloxy group, and an n-octyloxycarbonyloxy group), ), an aryloxycarbonyloxy group (an aryloxycarbonyloxy group having 7 to 12, preferably 7 to 10, carbon atoms; for example, a phenoxycarbonyloxy group and a p-methoxyphenoxycarbonyloxy group), an amino group (an amino group; an alkylamino group having 1 to 10, preferably 1 to 6, carbon atoms; an anilino group having 6 to 12, preferably 6 to 8, carbon atoms; or a heterocyclic amino group having 1 to 12, preferably 2 to 6, carbon atoms; For example, an amino group, a methylamino group, a dimethylamino group, an anilino group, an N-methyl-anilino group, a diphenylamino group, an imidazol-2-ylamino group, and a pyrazol-3-ylamino group), an acylamino group (an alkylcarbonylamino group having 1 to 10, preferably 1 to 6, carbon atoms; an arylcarbonylamino group having 6 to 12, preferably 6 to 8, carbon atoms; or a heterocyclic carbonylamino group having 2 to 12, preferably 2 to 6, carbon atoms;For example, a formylamino group, an acetylamino group, a pivaloylamino group, a benzoylamino group, a pyridine-4-carbonylamino group, and a thiophene-2-carbonylamino group), an aminocarbonylamino group (an aminocarbonylamino group having 1 to 12, preferably 1 to 6 carbon atoms; for example, a carbamoylamino group, an N,N-dimethylaminocarbonylamino group, an N,N-diethylaminocarbonylamino group, and a morpholin-4-ylcarbonylamino group), an alkoxycarbonylamino group (an alkoxycarbonylamino group having 2 to 10, preferably 2 to 6 carbon atoms; for example, a methoxycarbonylamino group, an ethoxycarbonylamino group, and a t-butoxycarbonylamino group);

[0047] Aryloxycarbonylamino groups (aryloxycarbonylamino groups having 7 to 12, preferably 7 to 9, carbon atoms; for example, phenoxycarbonylamino groups, p-chlorophenoxycarbonylamino groups, and 4-methoxyphenoxycarbonylamino groups), sulfamoylamino groups (sulfamoylamino groups having 0 to 10, preferably 0 to 6, carbon atoms; for example, sulfamoylamino groups, N,N-dimethylaminosulfonylamino groups, and N-(2-hydroxyethyl)sulfamoyl amino group), alkylsulfonylamino group (an alkylsulfonylamino group having 1 to 10, preferably 1 to 6, carbon atoms; for example, a methylsulfonylamino group and a butylsulfonylamino group), arylsulfonylamino group (an arylsulfonylamino group having 6 to 12, preferably 6 to 8, carbon atoms; for example, a phenylsulfonylamino group, a 2,3,5-trichlorophenylsulfonylamino group, and a p-methylphenylsulfonylamino group), a mercapto group, an alkylthio group (1 to 10, alkylthio groups preferably having 1 to 6 carbon atoms; for example, a methylthio group, an ethylthio group, and a butylthio group), arylthio groups (arylthio groups having 6 to 12, preferably 6 to 8 carbon atoms; for example, a phenylthio group, a p-chlorophenylthio group, and a m-methoxythio group), heterocyclic thio groups (heterocyclic thio groups having 2 to 10, preferably 1 to 6 carbon atoms; for example, a 2-benzothiazolylthio group and a 1-phenyltetrazol-5-ylthio group), sulfamoyl groups (0 to 10, preferably Preferably, a sulfamoyl group having 0 to 6 carbon atoms; for example, a sulfamoyl group, an N-ethylsulfamoyl group, an N,N-dimethylsulfamoyl group, an N-acetylsulfamoyl group, and an N-benzoylsulfamoyl group), an alkylsulfinyl group (an alkylsulfinyl group having 1 to 10, preferably 1 to 6, carbon atoms; for example, a methylsulfinyl group and an ethylsulfinyl group), an arylsulfinyl group (an arylsulfinyl group having 6 to 12, preferably 6 to 8, carbon atoms;For example, a phenylsulfinyl group and a p-methylphenylsulfinyl group), an alkylsulfonyl group (an alkylsulfonyl group having 1 to 10, preferably 1 to 6 carbon atoms; for example, a methylsulfonyl group and an ethylsulfonyl group), an arylsulfonyl group (an arylsulfonyl group having 6 to 12, preferably 6 to 8 carbon atoms; for example, a phenylsulfonyl group and a p-chlorophenylsulfonyl group), a sulfo group, an acyl group (a formyl group; an alkylcarbonyl group having 2 to 10, preferably 2 to 6 carbon atoms; or an arylcarbonyl group having 7 to 12, preferably 7 to 9 carbon atoms; for example, an acetyl group, a pivaloyl group, a 2-chloroacetyl group, a benzoyl group, and a 2,4-dichlorobenzoyl group);

[0048] Alkoxycarbonyl groups (alkoxycarbonyl groups having 2 to 10, preferably 2 to 6, carbon atoms; for example, methoxycarbonyl, ethoxycarbonyl, t-butoxycarbonyl, and isobutyloxycarbonyl groups), aryloxycarbonyl groups (aryloxycarbonyl groups having 7 to 12, preferably 7 to 9, carbon atoms; for example, phenoxycarbonyl-2-chlorophenoxycarbonyl, 3-nitrophenoxycarbonyl, and 4-t-butylphen ... a carbamoyl group (a carbamoyl group having 1 to 10, preferably 1 to 6, carbon atoms; for example, a carbamoyl group, an N-methylcarbamoyl group, an N,N-dimethylcarbamoyl group, an N-(2-hydroxyethyl)carbamoyl group, and an N-(methylsulfonyl)carbamoyl group), an arylazo group (an arylazo group having 6 to 12, preferably 6 to 8, carbon atoms; for example, a phenylazo group and a p-chlorophenylazo group), a heterocyclic azo group (a heterocyclic azo group having 1 to 10, preferably 1 to 6, carbon atoms), for example, a pyrazol-3-ylazo group, a thiazol-2-ylazo group, and a 5-methylthio-1,3,4-thiadiazol-2-ylazo group), an imido group (an imido group having 2 to 10, preferably 4 to 8 carbon atoms; for example, a succinimido group and a phthalimido group), a phosphino group (a phosphino group having 2 to 12, preferably 2 to 6 carbon atoms; for example, a dimethylphosphino group, a diphenylphosphino group, and a methylphenoxyphosphino group), a phosphinyl group (a phosphinyl group having 2 to 12, preferably 2 to 6 carbon atoms; for example, a dimethylphosphino group, a diphenylphosphino group, and a methylphenoxyphosphino group), a phosphinyl group (a phosphinyl group having 2 to 12, preferably 2 to 6 carbon atoms; for example, a dimethylphosphino group, a diphenylphosphino group, and a methylphenoxyphosphino group), a phosphinyl group (a phosphinyl group having 2 to 12 carbon atoms ... and phosphinyl groups having 2 to 12, preferably 2 to 6, carbon atoms; for example, a phosphinyl group and a diethoxyphosphinyl group, phosphinyloxy groups having 2 to 12, preferably 2 to 6, carbon atoms; for example, a diphenoxyphosphinyloxy group and a dibutoxyphosphinyloxy group, and phosphinylamino groups having 2 to 12, preferably 2 to 6, carbon atoms; for example, a dimethoxyphosphinylamino group and a dimethylaminophosphinylamino group.

[0049] When these groups are groups that can be further substituted, these groups can further contain substituents. When these groups are substituted with two or more substituents, these substituents may be the same or different.

[0050] [Compound] The compound according to the present disclosure is a compound represented by the following formula (X): When the compound represented by formula (X) has tautomers and / or geometric isomers, the existing tautomers and / or geometric isomers are included in the compound represented by formula (X). The term "tautomer" refers to, for example, a compound that exists as two or more isomers that can be easily converted from one to the other. Examples of tautomers include isomers that are formed when a proton bonded to one atom in a molecule moves to another atom, and isomers that are formed when an electric charge localized on a specific atom in a molecule moves to another atom.

[0051] [ka]

[0052] In formula (X), R 1 , R 3 , R 5 and R 7 R each independently represents a hydrogen atom or a substituent. 1 and R 3 , R 3 and R 5 , and R 5 and R 7 may be bonded to each other to form a ring. Ring A represents an aromatic ring. However, at least one of the substituents in formula (X) represents a group containing a polymerizable group having an ethylenically unsaturated bond. In the present disclosure, the "polymerizable group having an ethylenically unsaturated bond" is also simply referred to as a "polymerizable group."

[0053] When producing an optical filter using a squarylium compound, if a photosensitive resin composition containing the squarylium compound is irradiated with light to semi-cure the photosensitive resin composition and then heated to completely cure it, the optical properties of the resulting optical filter may be impaired. The present inventors have found that the above problem can be solved by selecting a squarylium compound having a pyrrole ring as the basic nucleus as the squarylium compound and introducing a polymerizable group into this squarylium compound. Conventionally, squarylium compounds having a pyrrole ring substituted with a polymerizable group as the basic nucleus have not been known. The reason for this is presumably that it has been difficult to introduce a polymerizable group into a squarylium compound having a pyrrole ring as the basic nucleus.

[0054] One possible cause of the impairment of the optical properties of the optical filter is bleed-out of the squarylium compound. Since the compound according to the present disclosure has a polymerizable group, it is fixed to a cured film during curing by a polymerization reaction, and bleed-out is thought to be unlikely to occur. Furthermore, the compound according to the present disclosure has superior solubility in organic solvents compared to conventional squarylium compounds. Excellent solubility in organic solvents is also thought to be one of the reasons why bleed-out is unlikely to occur when the compound according to the present disclosure is used. It is presumed that the excellent solubility of the compound according to the present disclosure in organic solvents is due to the specific structure of the compound according to the present disclosure, i.e., a specific structure having a polymerizable group and a pyrrole ring as a basic nucleus. As described above, the present inventors have succeeded in introducing a polymerizable group into a squarylium compound having a pyrrole ring as a basic nucleus, and have further discovered new effects resulting from the introduction of this polymerizable group, leading to the invention of the present disclosure.

[0055] The compound represented by formula (X) will be described in detail below. In formula (X), R 1 , R 3 , R 5 and R 7 R each independently represents a hydrogen atom or a substituent. 1 and R 3 , R 3 and R 5, and R 5 and R 7 may be bonded to each other to form a ring. Ring A represents an aromatic ring. However, at least one of the substituents in formula (X) represents a group containing a polymerizable group having an ethylenically unsaturated bond. Note that "substituents in formula (X)" refers to R 1 , R 3 , R 5 and R 7 and the substituent on ring A.

[0056] A preferred embodiment of formula (X) is R 1 , R 3 and R 5 are each independently a hydrogen atom, a halogen group, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a carbamoyl group, an acylamino group, an alkoxycarbonylamino group, a carbamoylamino group, or a cyano group, and R 7 is a hydrogen atom, an alkyl group, or an aryl group, ring A is an aromatic ring, and at least one of the substituents in formula (X) is a group containing a polymerizable group having an ethylenically unsaturated bond.

[0057] R 1 , R 3 and R 5 The halogen group represented by the formula (I) is preferably, for example, a fluoro group, a chloro group or a bromo group.

[0058] R 1 , R 3 and R 5 The alkyl group represented by the formula (I) may or may not have a substituent. R 1 , R 3 and R 5 The alkyl group represented by the formula (I) may be a straight-chain alkyl group, a branched alkyl group, or an alkyl group having a cyclic structure. R 1 , R 3 and R 5The alkyl group represented by the formula (I) is preferably an alkyl group having 1 to 30 carbon atoms, and more preferably an alkyl group having 1 to 12 carbon atoms. R 1 , R 3 and R 5 Examples of the alkyl group represented by the formula (I) include, for example, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a t-butyl group, an n-octyl group, a 2-cyanoethyl group, a benzyl group, a 2-ethylhexyl group, an allyl group, a prenyl group, a geranyl group, an oleyl group, a propargyl group, a cyclohexyl group, a cyclopentyl group, a 2-hydroxyethyl group, a 2-hydroxypropyl group, an acetoxymethyl group, an acryloyloxymethyl group, a methacryloyloxymethyl group, an N-(2-acryloyloxyethyl)carbamoyloxymethyl group, and an N-(2-methacryloyloxyethyl)carbamoyloxymethyl group, and more preferably a methyl group or an ethyl group.

[0059] R 1 , R 3 and R 5 The aryl group represented by the following formula (I) may or may not have a substituent. R 1 , R 3 and R 5 The aryl group represented by the following formula is preferably an aryl group having 6 to 30 carbon atoms, and more preferably an aryl group having 6 to 10 carbon atoms. R 1 , R 3 and R 5 The aryl group represented by the formula (I) is preferably, for example, a phenyl group, a p-tolyl group, or a naphthyl group.

[0060] R 1 , R 3 and R 5 The alkoxy group represented by the formula (I) may be a straight-chain alkoxy group, a branched alkoxy group, or an alkoxy group having a cyclic structure. R 1 , R 3 and R 5The alkoxy group represented by the following formula is preferably an alkoxy group having 1 to 30 carbon atoms. R 1 , R 3 and R 5 The alkoxy group represented by the formula (I) is preferably, for example, a methoxy group or an ethoxy group.

[0061] R 1 , R 3 and R 5 The aryloxy group represented by the following formula may or may not have a substituent. R 1 , R 3 and R 5 The aryloxy group represented by the following formula is preferably an aryloxy group having 6 to 30 carbon atoms. R 1 , R 3 and R 5 The aryloxy group represented by the following formula is preferably, for example, a phenoxy group, a 2-methylphenoxy group, a 4-tert-butylphenoxy group, a 3-nitrophenoxy group or a 2-tetradecanoylaminophenoxy group.

[0062] R 1 , R 3 and R 5 The acyl group represented by the formula (I) is preferably an acyl group having 2 to 30 carbon atoms, and more preferably an acyl group having 2 to 15 carbon atoms. R 1 , R 3 and R 5 The acyl group represented by the formula (I) is preferably, for example, an acetyl group, a propionyl group, a butyryl group, an isobutyryl group, a pivaloyl group, a benzoyl group, or a 4-methoxybenzoyl group.

[0063] R 1 , R 3 and R 5 The alkoxycarbonyl group represented by the following formula is preferably an alkoxycarbonyl group having 1 to 30 carbon atoms in the alkoxy moiety. R 1 , R 3 and R 5Preferred examples of the alkoxycarbonyl group represented by the formula (I) include a methoxycarbonyl group, an ethoxycarbonyl group, a 2-hydroxyethoxycarbonyl group, an allyloxycarbonyl group, a 3-butenyloxycarbonyl group, a 2-acryloyloxyethoxycarbonyl group, a 2-methacryloyloxyethoxycarbonyl group, a 2-hydroxy-3-methacryloyloxypropyloxycarbonyl group, a 4-vinylbenzyloxycarbonyl group, and a 3-vinylbenzyloxycarbonyl group.

[0064] R 1 , R 3 and R 5 The aryloxycarbonyl group represented by the following formula may or may not have a substituent. R 1 , R 3 and R 5 The aryloxycarbonyl group represented by the following formula is preferably an aryloxycarbonyl group having 6 to 30 carbon atoms in the aryloxy moiety. R 1 , R 3 and R 5 The aryloxycarbonyl group represented by the following formula is preferably, for example, phenoxycarbonyl or 4-methylphenoxycarbonyl.

[0065] R 1 , R 3 and R 5 The carbamoyl group represented by the following formula may or may not have a substituent. R 1 , R 3 and R 5 The carbamoyl group represented by the following formula is preferably a carbamoyl group having 1 to 30 carbon atoms, and more preferably a carbamoyl group having 1 to 15 carbon atoms. R 1 , R 3 and R 5Preferred examples of the carbamoyl group represented by the formula (I) include an unsubstituted carbamoyl group, an N-methylcarbamoyl group, an N-(2-hydroxyethyl)carbamoyl group, an N-allylcarbamoyl group, an N,N-diallylcarbamoyl group, an N-(2-acryloyloxyethyl)carbamoyl group, an N-(2-methacryloyloxyethyl)carbamoyl group, a morpholinocarbonyl group, and an N,N-bis(2-hydroxyethyl)carbamoyl group.

[0066] R 1 , R 3 and R 5 The acylamino group represented by the following formula may or may not have a substituent. R 1 , R 3 and R 5 The acylamino group represented by the following formula is preferably an acylamino group having 2 to 30 carbon atoms. R 1 , R 3 and R 5 The acylamino group represented by the formula (I) is preferably, for example, an acetylamino group, a propionylamino group, an acryloylamino group or a methacryloylamino group.

[0067] R 1 , R 3 and R 5 The alkoxycarbonylamino group represented by the following formula may or may not have a substituent. R 1 , R 3 and R 5 The alkoxycarbonylamino group represented by the following formula is preferably an alkoxycarbonylamino group having 2 to 30 carbon atoms in the alkoxycarbonyl moiety. R 1 , R 3 and R 5 The alkoxycarbonylamino group represented by the following formula is preferably, for example, a methoxycarbonylamino group or an ethoxycarbonylamino group.

[0068] R 1 , R 3 and R5 The carbamoylamino group represented by the following formula may or may not have a substituent. R 1 , R 3 and R 5 The carbamoylamino group represented by the following formula is preferably a carbamoylamino group having 1 to 30 carbon atoms. R 1 , R 3 and R 5 The carbamoylamino group represented by the formula (I) is, for example, preferably an unsubstituted carbamoylamino group, an N,N-dimethylcarbamoylamino group, an N-(2-acryloyloxyethyl)carbamoylamino group, or an N-(2-methacryloyloxyethyl)carbamoylamino group.

[0069] R 1 , R 3 and R 5 are each independently more preferably a hydrogen atom, an alkyl group, or an alkoxycarbonyl group, and particularly preferably a methyl group or an ethyl group, from the viewpoint of further improving the solubility in organic solvents and the polymerizable compound described below, for example.

[0070] R 3 is preferably a group represented by the following formula (8).

[0071] [ka]

[0072] In formula (8), X a represents a single bond, an alkylene group, -O-, -S-, or -NR 9 - represents R 9 represents a hydrogen atom or an alkyl group, and R 20 represents a hydrogen atom or an alkyl group. * indicates the bond position.

[0073] X aThe alkylene group represented by the formula (I) may be a straight-chain alkylene group, a branched alkylene group, or an alkylene group having a cyclic structure. X a The alkylene group represented by the following formula is preferably an alkylene group having 1 to 20 carbon atoms, and more preferably an alkylene group having 1 to 8 carbon atoms. X a The alkylene group represented by the formula (I) may be unsubstituted, or may have a substituent such as a methyl group, an ethyl group, or a hydroxy group, and may be interrupted by an oxygen atom and / or a sulfur atom, for example. X a Examples of the alkylene group represented by the formula (I) include a methylene group, an ethylene group, a methylethylene group, an n-propylene group, a 2-hydroxypropylene group, a tetramethylene group, a hexamethylene group, an octamethylene group, and -(OCH2CH2) n - or -(OCH2CHCH3) n n represents an integer of 1 to 4.

[0074] R 9 The alkyl group represented by the formula (I) may or may not have a substituent. R 9 The alkyl group represented by the formula (I) may be a straight-chain alkyl group, a branched alkyl group, or an alkyl group having a cyclic structure. R 9 The alkyl group represented by the following formula is preferably an alkyl group having 1 to 8 carbon atoms. R 9 The alkyl group represented by the formula (I) is preferably, for example, a methyl group, an ethyl group, an n-propyl group, an n-butyl group, a hexyl group or an n-octyl group.

[0075] R 20 The alkyl group represented by the formula (I) may or may not have a substituent. R 20 The alkyl group represented by the formula (I) may be a straight-chain alkyl group, a branched alkyl group, or an alkyl group having a cyclic structure. R 20 The alkyl group represented by the following formula is preferably an alkyl group having 1 to 8 carbon atoms. R 20 The alkyl group represented by the formula (I) is preferably, for example, a methyl group or a methoxymethyl group. R 20 is preferably a hydrogen atom or a methyl group, for example, from the viewpoint of further improving the polymerization reactivity.

[0076] R 7 The alkyl group represented by the formula (I) may or may not have a substituent. R 7 The alkyl group represented by the formula (I) may be a straight-chain alkyl group, a branched alkyl group, or an alkyl group having a cyclic structure. R 7 The alkyl group represented by the following formula is preferably an alkyl group having 1 to 22 carbon atoms. R 7 The alkyl group represented by the formula (I) is preferably, for example, a methyl group, an ethyl group, an n-propyl group, a 2-methacryloyloxyethyl group, a 3-methacryloyloxypropyl group, a benzyl group, a 4-fluorobenzyl group, a 4-vinylbenzyl group, or a 3-vinylbenzyl group.

[0077] R 7 The aryl group represented by the following formula (I) may or may not have a substituent. R 7 The aryl group represented by the following formula is preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 10 carbon atoms. R 7 The aryl group represented by the following formula is preferably, for example, a phenyl group, a 4-chlorophenyl group, or a 4-methoxyphenyl group.

[0078] R 7 is preferably a hydrogen atom or an aryl group, for example, from the viewpoint of further improving the solubility in organic solvents and the polymerizable compound described below.

[0079] R 1 and R 3 , R 3 and R 5 , and R 5 and R 7 may be bonded to each other to form a ring. The ring formed may be a saturated ring or an unsaturated ring. The ring formed is preferably a 5- or 6-membered ring, more preferably a 5- or 6-membered unsaturated ring. The 5- or 6-membered ring may be further condensed. The ring formed is preferably, for example, a cyclopentene ring, a cyclohexene ring, or a benzene ring.

[0080] The aromatic ring represented by ring A may be an aromatic hydrocarbon ring or an aromatic heterocyclic ring. The aromatic ring represented by ring A may be a monocyclic ring or a polycyclic ring. The aromatic ring represented by ring A may be formed by condensing two or more aromatic hydrocarbon rings, two or more aromatic heterocycles, or one or more aromatic hydrocarbon rings and one or more aromatic heterocycles. The aromatic ring represented by ring A may or may not have a substituent. When the aromatic ring represented by ring A is an aromatic hydrocarbon ring, the aromatic hydrocarbon ring preferably has 6 to 20 carbon atoms, and more preferably has 6 to 10 carbon atoms. When the aromatic ring represented by ring A is an aromatic hydrocarbon ring, the aromatic hydrocarbon ring is preferably, for example, a benzene ring. When the aromatic ring represented by ring A is an aromatic heterocycle, the aromatic heterocycle is preferably a 5- or 6-membered ring. When the aromatic ring represented by ring A is an aromatic heterocycle, the aromatic heterocycle preferably contains at least one heteroatom selected from the group consisting of an oxygen atom, a sulfur atom, and a nitrogen atom, more preferably contains at least one heteroatom selected from a sulfur atom and a nitrogen atom, and further preferably contains a nitrogen atom, in the ring. When the aromatic ring represented by ring A is an aromatic heterocycle, the aromatic heterocycle is preferably, for example, a thiophene ring, an imidazole ring, or a pyridine ring.

[0081] At least one of the substituents in formula (X) represents a group containing a polymerizable group having an ethylenically unsaturated bond. The polymerizable group having an ethylenically unsaturated bond is not particularly limited, and examples thereof include a vinyl group, a (meth)allyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acryloylamino group, and a vinylphenyl group.

[0082] The group containing a polymerizable group having an ethylenically unsaturated bond is not particularly limited, but is preferably, for example, a group containing a group represented by the following formula (2) or a group represented by the following formula (3):

[0083] [ka]

[0084] In formula (2), X represents a single bond or an alkylene group, and Y represents a single bond, -O-, or -NR 16 - represents R 16 represents a hydrogen atom or an alkyl group, and R 10 represents a hydrogen atom or an alkyl group. * represents a bonding position. In formula (3), R 11 , R 12 , R 13 , R 14 and R 15 each independently represents a hydrogen atom, a halogen group, an alkyl group, an alkoxy group, or a vinyl group, and Z represents a single bond or an alkylene group. * represents a bonding position. 11 , R 12 , R 13 , R 14 and R 15 At least one of represents a vinyl group.

[0085] In formula (2), X represents a single bond or an alkylene group. The alkylene group represented by X may be a straight-chain alkylene group, a branched alkylene group, or an alkylene group having a cyclic structure. The alkylene group represented by X is preferably an alkylene group having 1 to 20 carbon atoms, and more preferably an alkylene group having 1 to 8 carbon atoms. The alkylene group represented by X may be, for example, unsubstituted, or may have a substituent such as a methyl group, an ethyl group, or a hydroxy group, and may be interrupted by an oxygen atom and / or a sulfur atom. Examples of the alkylene group represented by X include a methylene group, an ethylene group, a methylethylene group, an n-propylene group, a 2-hydroxypropylene group, a tetramethylene group, a hexamethylene group, an octamethylene group, and -(OCH2CH2) n - or -(OCH2CHCH3) n n represents an integer of 1 to 4.

[0086] In formula (2), Y is a single bond, —O—, or —NR 16 - represents R 16 represents a hydrogen atom or an alkyl group. R 16 The alkyl group represented by the formula (I) may or may not have a substituent. R 16 The alkyl group represented by the formula (I) may be a straight-chain alkyl group, a branched alkyl group, or an alkyl group having a cyclic structure. R 16 The alkyl group represented by the following formula is preferably an alkyl group having 1 to 8 carbon atoms. R 16 The alkyl group represented by the formula (I) is preferably, for example, a methyl group, an ethyl group, an n-propyl group, an n-butyl group, a hexyl group or an n-octyl group.

[0087] In formula (2), R 10 represents a hydrogen atom or an alkyl group. R 10The alkyl group represented by the formula (I) may or may not have a substituent. R 10 The alkyl group represented by the formula (I) may be a straight-chain alkyl group, a branched alkyl group, or an alkyl group having a cyclic structure. R 10 The alkyl group represented by the following formula is preferably an alkyl group having 1 to 8 carbon atoms. R 10 The alkyl group represented by the formula (I) is preferably, for example, a methyl group or a methoxymethyl group. R 10 is preferably a hydrogen atom or a methyl group, for example, from the viewpoint of further improving the polymerization reactivity.

[0088] In formula (3), R 11 , R 12 , R 13 , R 14 and R 15 each independently represents a hydrogen atom, a halogen group, an alkyl group, or an alkoxy group. 11 , R 12 , R 13 , R 14 and R 15 At least one of represents a vinyl group.

[0089] R 11 , R 12 , R 13 , R 14 and R 15 The halogen group represented by the formula (I) is preferably, for example, a fluoro group, a chloro group, a bromo group or an iodo group, and more preferably a fluoro group, a chloro group or a bromo group.

[0090] R 11 , R 12 , R 13 , R 14 and R 15 The alkyl group represented by the formula (I) may or may not have a substituent. R 11 , R 12 , R 13 , R 14and R 15 The alkyl group represented by the formula (I) may be a straight-chain alkyl group, a branched alkyl group, or an alkyl group having a cyclic structure. R 11 , R 12 , R 13 , R 14 and R 15 The alkyl group represented by the following formula is preferably an alkyl group having 1 to 8 carbon atoms. R 11 , R 12 , R 13 , R 14 and R 15 The alkyl group represented by the formula (I) is preferably, for example, a methyl group or an ethyl group.

[0091] R 11 , R 12 , R 13 , R 14 and R 15 The alkoxy group represented by the formula (I) may be a straight-chain alkoxy group, a branched alkoxy group, or an alkoxy group having a cyclic structure. R 11 , R 12 , R 13 , R 14 and R 15 The alkoxy group represented by the following formula is preferably an alkoxy group having 1 to 30 carbon atoms. R 11 , R 12 , R 13 , R 14 and R 15 The alkoxy group represented by the formula (I) is preferably, for example, a methoxy group, an ethoxy group, or a methylenedioxy group.

[0092] R 11 , R 12 , R 13 , R 14 and R 15 At least one of represents a vinyl group. R 11 , R 12 , R 13 , R 14 and R 15It is preferable that one of the groups is a vinyl group and the other four groups are hydrogen atoms.

[0093] In formula (3), Z represents a single bond or an alkylene group. The alkylene group represented by Z may be a straight-chain alkylene group, a branched alkylene group, or an alkylene group having a cyclic structure. The alkylene group represented by Z is preferably an alkylene group having 1 to 20 carbon atoms, and more preferably an alkylene group having 1 to 8 carbon atoms. The alkylene group represented by Z may be, for example, unsubstituted, or may have a substituent such as a methyl group, an ethyl group, or a hydroxy group, and may be interrupted by an oxygen atom and / or a sulfur atom. Examples of the alkylene group represented by Z include a methylene group, an ethylene group, a methylethylene group, an n-propylene group, a 2-hydroxypropylene group, a tetramethylene group, a hexamethylene group, an octamethylene group, and -(OCH2CH2) n - or -(OCH2CHCH3) n n represents an integer of 1 to 4.

[0094] The compound represented by formula (X) is preferably a compound represented by the following formula (1).

[0095] [ka]

[0096] In formula (1), R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 R each independently represents a hydrogen atom or a substituent. 1 and R 3 , R 2 and R 4 , R 3 and R 5 , R4 and R 6 , R 5 and R 7 , and R 6 and R 8 may be bonded to each other to form a ring. 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 At least one of represents a group containing a polymerizable group having an ethylenically unsaturated bond.

[0097] The compound represented by formula (1) will be described in detail below. A preferred embodiment of formula (1) is R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are each independently a hydrogen atom, a halogen group, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a carbamoyl group, an acylamino group, an alkoxycarbonylamino group, a carbamoylamino group, or a cyano group, and R 7 and R 8 are each independently a hydrogen atom, an alkyl group, or an aryl group, and R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 In this embodiment, at least one of the above contains a polymerizable group having an ethylenically unsaturated bond. A more preferred embodiment of formula (1) is R 1 , R 2 , R 3 , R 4 , R 5 and R 6are each independently a halogen group, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an acylamino group, an alkoxycarbonylamino group, a carbamoylamino group, or a cyano group, and R 7 and R 8 are each independently a hydrogen atom or an alkyl group, and R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8 In this embodiment, at least one of the above contains a polymerizable group having an ethylenically unsaturated bond.

[0098] R in Equation (1) 1 , R 3 , R 5 and R 7 are R in formula (X), respectively. 1 , R 3 , R 5 and R 7 Since the definition and preferred embodiments are also the same, the explanation will be omitted here.

[0099] R 2 , R 4 and R 6 The halogen group represented by the formula (I) is preferably, for example, a fluoro group, a chloro group or a bromo group.

[0100] R 2 , R 4 and R 6 The alkyl group represented by the formula (I) may or may not have a substituent. R 2 , R 4 and R 6 The alkyl group represented by the formula (I) may be a straight-chain alkyl group, a branched alkyl group, or an alkyl group having a cyclic structure. R 2 , R 4 and R 6The alkyl group represented by the formula (I) is preferably an alkyl group having 1 to 30 carbon atoms, and more preferably an alkyl group having 1 to 12 carbon atoms. R 2 , R 4 and R 6 Examples of the alkyl group represented by the formula (I) include, for example, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a t-butyl group, an n-octyl group, a 2-cyanoethyl group, a benzyl group, a 2-ethylhexyl group, an allyl group, a prenyl group, a geranyl group, an oleyl group, a propargyl group, a cyclohexyl group, a cyclopentyl group, a 2-hydroxyethyl group, a 2-hydroxypropyl group, an acetoxymethyl group, an acryloyloxymethyl group, a methacryloyloxymethyl group, an N-(2-acryloyloxyethyl)carbamoyloxymethyl group, and an N-(2-methacryloyloxyethyl)carbamoyloxymethyl group, and more preferably a methyl group or an ethyl group.

[0101] R 2 , R 4 and R 6 The aryl group represented by the following formula (I) may or may not have a substituent. R 2 , R 4 and R 6 The aryl group represented by the following formula is preferably an aryl group having 6 to 30 carbon atoms, and more preferably an aryl group having 6 to 10 carbon atoms. R 2 , R 4 and R 6 The aryl group represented by the formula (I) is preferably, for example, a phenyl group, a p-tolyl group, or a naphthyl group.

[0102] R 2 , R 4 and R 6 The alkoxy group represented by the formula (I) may be a straight-chain alkoxy group, a branched alkoxy group, or an alkoxy group having a cyclic structure. R 2 , R 4 and R 6The alkoxy group represented by the following formula is preferably an alkoxy group having 1 to 30 carbon atoms. R 2 , R 4 and R 6 The alkoxy group represented by the formula (I) is preferably, for example, a methoxy group or an ethoxy group.

[0103] R 2 , R 4 and R 6 The aryloxy group represented by the following formula may or may not have a substituent. R 2 , R 4 and R 6 The aryloxy group represented by the following formula is preferably an aryloxy group having 6 to 30 carbon atoms. R 2 , R 4 and R 6 The aryloxy group represented by the following formula is preferably, for example, a phenoxy group, a 2-methylphenoxy group, a 4-tert-butylphenoxy group, a 3-nitrophenoxy group or a 2-tetradecanoylaminophenoxy group.

[0104] R 2 , R 4 and R 6 The acyl group represented by the formula (I) is preferably an acyl group having 2 to 30 carbon atoms, and more preferably an acyl group having 2 to 15 carbon atoms. R 2 , R 4 and R 6 The acyl group represented by the formula (I) is preferably, for example, an acetyl group, a propionyl group, a butyryl group, an isobutyryl group, a pivaloyl group, a benzoyl group, or a 4-methoxybenzoyl group.

[0105] R 2 , R 4 and R 6 The alkoxycarbonyl group represented by the following formula is preferably an alkoxycarbonyl group having 1 to 30 carbon atoms in the alkoxy moiety. R 2 , R 4 and R 6Preferred examples of the alkoxycarbonyl group represented by the formula (I) include a methoxycarbonyl group, an ethoxycarbonyl group, a 2-hydroxyethoxycarbonyl group, an allyloxycarbonyl group, a 3-butenyloxycarbonyl group, a 2-acryloyloxyethoxycarbonyl group, a 2-methacryloyloxyethoxycarbonyl group, a 2-hydroxy-3-methacryloyloxypropyloxycarbonyl group, a 4-vinylbenzyloxycarbonyl group, and a 3-vinylbenzyloxycarbonyl group.

[0106] R 2 , R 4 and R 6 The aryloxycarbonyl group represented by the following formula may or may not have a substituent. R 2 , R 4 and R 6 The aryloxycarbonyl group represented by the following formula is preferably an aryloxycarbonyl group having 6 to 30 carbon atoms in the aryloxy moiety. R 2 , R 4 and R 6 The aryloxycarbonyl group represented by the following formula is preferably, for example, phenoxycarbonyl or 4-methylphenoxycarbonyl.

[0107] R 2 , R 4 and R 6 The carbamoyl group represented by the following formula may or may not have a substituent. R 2 , R 4 and R 6 The carbamoyl group represented by the following formula is preferably a carbamoyl group having 1 to 30 carbon atoms, and more preferably a carbamoyl group having 1 to 15 carbon atoms. R 2 , R 4 and R 6Preferred examples of the carbamoyl group represented by the formula (I) include an unsubstituted carbamoyl group, an N-methylcarbamoyl group, an N-(2-hydroxyethyl)carbamoyl group, an N-allylcarbamoyl group, an N,N-diallylcarbamoyl group, an N-(2-acryloyloxyethyl)carbamoyl group, an N-(2-methacryloyloxyethyl)carbamoyl group, a morpholinocarbonyl group, and an N,N-bis(2-hydroxyethyl)carbamoyl group.

[0108] R 2 , R 4 and R 6 The acylamino group represented by the following formula may or may not have a substituent. R 2 , R 4 and R 6 The acylamino group represented by the following formula is preferably an acylamino group having 2 to 30 carbon atoms. R 2 , R 4 and R 6 The acylamino group represented by the formula (I) is preferably, for example, an acetylamino group, a propionylamino group, an acryloylamino group or a methacryloylamino group.

[0109] R 2 , R 4 and R 6 The alkoxycarbonylamino group represented by the following formula may or may not have a substituent. R 2 , R 4 and R 6 The alkoxycarbonylamino group represented by the following formula is preferably an alkoxycarbonylamino group having 2 to 30 carbon atoms in the alkoxycarbonyl moiety. R 2 , R 4 and R 6 The alkoxycarbonylamino group represented by the following formula is preferably, for example, a methoxycarbonylamino group or an ethoxycarbonylamino group.

[0110] R 2 , R 4 and R6 The carbamoylamino group represented by the following formula may or may not have a substituent. R 2 , R 4 and R 6 The carbamoylamino group represented by the following formula is preferably a carbamoylamino group having 1 to 30 carbon atoms. R 2 , R 4 and R 6 The carbamoylamino group represented by the formula (I) is, for example, preferably an unsubstituted carbamoylamino group, an N,N-dimethylcarbamoylamino group, an N-(2-acryloyloxyethyl)carbamoylamino group, or an N-(2-methacryloyloxyethyl)carbamoylamino group.

[0111] R 2 , R 4 and R 6 are each independently more preferably a hydrogen atom, an alkyl group, or an alkoxycarbonyl group, and particularly preferably a methyl group or an ethyl group, from the viewpoint of further improving the solubility in organic solvents and the polymerizable compound described below, for example.

[0112] R 8 The alkyl group represented by the formula (I) may or may not have a substituent. R 8 The alkyl group represented by the formula (I) may be a straight-chain alkyl group, a branched alkyl group, or an alkyl group having a cyclic structure. R 8 The alkyl group represented by the following formula is preferably an alkyl group having 1 to 22 carbon atoms. R 8 The alkyl group represented by the formula (I) is preferably, for example, a methyl group, an ethyl group, an n-propyl group, a 2-methacryloyloxyethyl group, a 3-methacryloyloxypropyl group, a benzyl group, a 4-fluorobenzyl group, a 4-vinylbenzyl group, or a 3-vinylbenzyl group.

[0113] R 8The aryl group represented by the following formula (I) may or may not have a substituent. R 8 The aryl group represented by the following formula is preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 10 carbon atoms. R 8 The aryl group represented by the following formula is preferably, for example, a phenyl group, a 4-chlorophenyl group, or a 4-methoxyphenyl group.

[0114] R 3 and R 4 From the viewpoints of raw material availability and manufacturability, it is preferable that at least one of the above is a group represented by the above formula (8). The group represented by formula (8) is as described above, and therefore, further explanation will be omitted here.

[0115] R 1 and R 3 , R 2 and R 4 , R 3 and R 5 , R 4 and R 6 , R 5 and R 7 , and R 6 and R 8 may be bonded to each other to form a ring. The ring formed may be a saturated ring or an unsaturated ring. The ring formed is preferably 5- or 6-membered, and more preferably a 5- or 6-membered unsaturated ring. The 5- or 6-membered ring may be further condensed. The ring formed is preferably, for example, a cyclopentene ring, a cyclohexene ring, or a benzene ring.

[0116] R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 and R 8At least one of represents a group containing a polymerizable group having an ethylenically unsaturated bond. The polymerizable group having an ethylenically unsaturated bond is not particularly limited, and examples thereof include a vinyl group, a (meth)allyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acryloylamino group, and a vinylphenyl group.

[0117] The group containing a polymerizable group having an ethylenically unsaturated bond is not particularly limited, but is preferably, for example, a group containing a group represented by formula (2) or a group containing a group represented by formula (3). The group containing a group represented by formula (2) or the group containing a group represented by formula (3) is as described above, and therefore further explanation will be omitted here.

[0118] In one embodiment of the compound represented by formula (1), R 1 is a hydrogen atom or an unsubstituted alkyl group, and R 2 is a hydrogen atom or an unsubstituted alkyl group, and R 3 is a group containing a polymerizable group having an ethylenically unsaturated bond, and R 4 is a group containing a polymerizable group having an ethylenically unsaturated bond, and R 5 is a hydrogen atom, an unsubstituted alkyl group, or an unsubstituted aryl group, and R 6 is a hydrogen atom, an unsubstituted alkyl group, or an optionally substituted aryl group, and R 7 is an unsubstituted alkyl group, and R 8 is an unsubstituted alkyl group. In addition, in one embodiment of the compound represented by formula (1), R 1 is a hydrogen atom or an unsubstituted alkyl group, and R 2 is a hydrogen atom or an unsubstituted alkyl group, and R 3 is an unsubstituted alkyl group, and R 4 is an unsubstituted alkyl group, and R 5 is a group containing a polymerizable group having an ethylenically unsaturated bond, and R 6 is a group containing a polymerizable group having an ethylenically unsaturated bond, and R 7 is an unsubstituted alkyl group, and R 8is an unsubstituted alkyl group. In addition, in one embodiment of the compound represented by formula (1), R 1 is a hydrogen atom or an unsubstituted alkyl group, and R 2 is a hydrogen atom or an unsubstituted alkyl group, and R 3 is an unsubstituted alkyl group, and R 4 is an unsubstituted alkyl group, and R 5 is a hydrogen atom, an unsubstituted alkyl group, or an unsubstituted aryl group, and R 6 is a hydrogen atom, an unsubstituted alkyl group, or an optionally substituted aryl group, and R 7 is a group containing a polymerizable group having an ethylenically unsaturated bond, and R 8 is a group containing a polymerizable group having an ethylenically unsaturated bond.

[0119] A preferred embodiment of the compound represented by formula (1) is R 1 is an unsubstituted alkyl group, and R 2 is an unsubstituted alkyl group, and R 3 is an unsubstituted alkyl group or a group containing a group represented by formula (2), and R 4 is an unsubstituted alkyl group or a group containing a group represented by formula (2), and R 5 is an unsubstituted alkyl group, and R 6 is an unsubstituted alkyl group, and R 7 is a hydrogen atom or a group containing a group represented by formula (3), and R 8 is a hydrogen atom or a group containing a group represented by formula (3). In addition, a more preferred embodiment of the compound represented by formula (1) is R 1 is an unsubstituted alkyl group having 1 to 4 carbon atoms, and R 2 is an unsubstituted alkyl group having 1 to 4 carbon atoms, and R 3 is a group containing a methyl group, an ethyl group, or a group represented by formula (2), and R 4 is a group containing a methyl group, an ethyl group, or a group represented by formula (2), and R 5 is a hydrogen atom or a methyl group, and R 6 is a hydrogen atom or a methyl group, and R 7 is a group containing a group represented by formula (3), and R8 is a group containing a group represented by formula (3).

[0120] Specific examples of compounds represented by formula (X) (so-called exemplary compounds) are listed below, but the present disclosure is not limited to these examples. Note that "Me" represents a methyl group, "Et" represents an ethyl group, and "tBu" represents a t-butyl group (the same applies hereinafter).

[0121] [ka]

[0122] [ka]

[0123] [ka]

[0124] [ka]

[0125] [ka]

[0126] [ka]

[0127] [ka]

[0128] [ka]

[0129] [ka]

[0130] [ka]

[0131] The maximum absorption wavelength of the compound according to the present disclosure is preferably in the range of 550 nm to 610 nm, and more preferably in the range of 555 nm to 605 nm.

[0132] The molar absorption coefficient at the maximum absorption wavelength of the compound according to the present disclosure is preferably 20,000 L / (mol cm) or more, more preferably 50,000 L / (mol cm) or more, and even more preferably 100,000 L / (mol cm) or more.

[0133] In the visible absorption spectrum of the compound according to the present disclosure, the width of the absorption spectrum at an absorbance equivalent to half of the maximum absorbance (so-called half-width) is preferably 60 nm or less, more preferably 40 nm or less. Furthermore, in the visible absorption spectrum of the compound according to the present disclosure, the width of the absorption spectrum at an absorbance corresponding to 1 / 8 of the maximum absorbance is preferably 100 nm or less, and more preferably 80 nm or less.

[0134] The maximum absorption wavelength, molar absorption coefficient, and absorption spectrum width are measured using a spectrophotometer. For specific measurement methods, see the methods described in the Examples below.

[0135] The compound according to the present disclosure has the property of excellent solubility in organic solvents and the polymerizable compound described below. For example, the compound according to the present disclosure preferably has a solubility in ethyl acetate at 40°C of 0.1% by mass or more, more preferably 1% by mass or more.

[0136] The molecular weight of the compound according to the present disclosure is not particularly limited, but is preferably 300 to 1,000, and more preferably 400 to 800, for example.

[0137] [Method of manufacturing the compound] The method for producing the compound according to the present disclosure (hereinafter also referred to as the "production method according to the present disclosure") is not particularly limited. The compound according to the present disclosure can be more suitably produced by the production method according to the present disclosure shown below. Exemplary embodiments (first embodiment, second embodiment, and third embodiment) of the manufacturing method according to the present disclosure will be described.

[0138] First Embodiment The production method according to the first embodiment includes reacting a compound represented by the following formula (4) with an aromatic compound in a solvent containing an alcohol.

[0139] [ka]

[0140] In formula (4), R 1a , R 3a , R 5a and R 7a R each independently represents a hydrogen atom or a substituent. 1a and R 3a , R 3a and R 5a , and R 5a and R 7a may be bonded to each other to form a ring. 1a , R 3a , R 5a and R 7a At least one of represents a group containing a polymerizable group having an ethylenically unsaturated bond.

[0141] R in Equation (4) 1a , R 3a , R 5a and R 7a are R in formula (X), respectively. 1 , R 3 , R5 and R 7 Since the definition and preferred embodiments are also the same, the explanation will be omitted here. 3a and R 7a At least one of the groups is preferably a group containing a polymerizable group having an ethylenically unsaturated bond.

[0142] The aromatic compound may be an aromatic hydrocarbon compound or a heteroaromatic compound. The aromatic compound may be appropriately selected depending on the structure of the desired compound represented by formula (X).

[0143] In the production method according to the first embodiment, the compound represented by formula (4) is reacted with an aromatic compound in a solvent containing an alcohol. The solvent used to react the compound represented by formula (4) with the aromatic compound contains an alcohol, and the alcohol contained in the solvent may be one type only or two or more types. The alcohol is not particularly limited, but is preferably, for example, a monohydric alcohol, and more preferably at least one selected from the group consisting of methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 2-methylpropyl alcohol, 2-butanol, 1-pentanol, and 2-pentanol. Among these, from the viewpoint of boiling point, the alcohol is preferably at least one selected from the group consisting of 1-butanol, 2-methylpropyl alcohol, 2-butanol, 1-pentanol, and 2-pentanol. For compounds that may undergo solvolysis, such as compounds having an alkoxycarbonyl group, it is preferable to use a secondary alcohol, i.e., at least one selected from the group consisting of 2-propanol, 2-butanol, and 2-pentanol.

[0144] The solvent used to react the compound represented by formula (4) with the aromatic compound may contain only alcohol, or may contain a solvent other than alcohol (so-called other solvent). The other solvent is preferably a hydrophobic solvent, more preferably at least one selected from the group consisting of aliphatic hydrocarbon solvents and aromatic hydrocarbon solvents, and even more preferably at least one selected from aromatic hydrocarbon solvents. Among aromatic hydrocarbon solvents, the other solvent is preferably at least one selected from the group consisting of benzene, toluene, and xylene (for example, o-xylene, m-xylene, and p-xylene), and more preferably toluene.

[0145] The reaction ratio of the compound represented by formula (4) and the aromatic compound can be appropriately set depending on the structure of the desired compound represented by formula (X). For example, the reaction ratio of the compound represented by formula (4) to the aromatic compound [compound represented by formula (4): aromatic compound] is preferably 1.0:0.9 to 1.0:1.1.

[0146] The reaction temperature is not particularly limited, but is preferably, for example, from room temperature (25°C) to the boiling point of the reaction solvent, more preferably from 60°C to the boiling point of the reaction solvent, and even more preferably the boiling point of the reaction solvent. The reaction time is not particularly limited, but can be, for example, 1 hour to 24 hours.

[0147] The reaction of the compound represented by formula (4) with the aromatic compound is preferably carried out under reflux of the organic solvent while azeotropically dehydrating the water produced.

[0148] In the production method according to the first embodiment, for example, by controlling conditions such as the reaction ratio of the compound represented by formula (4) and the aromatic compound, the reaction time, etc., it is possible to produce a compound represented by formula (X) having a desired structure, and the method has excellent production suitability.

[0149] <Second embodiment> The production method according to the second embodiment is an example of a suitable production method when the compound according to the present disclosure is a compound represented by formula (1). The production method according to the second embodiment includes reacting a compound represented by the following formula (4) with a compound represented by the following formula (5) in a solvent containing alcohol.

[0150] [ka]

[0151] In formula (4) and formula (5), R 1a , R 2a , R 3a , R 4a , R 5a , R 6a , R 7a and R 8a R each independently represents a hydrogen atom or a substituent. 1a and R 3a , R 2a and R 4a , R 3a and R 5a , R 4a and R 6a , R 5a and R 7a , and R 6a and R 8a may be bonded to each other to form a ring. 1a , R 2a , R 3a , R 4a , R 5a , R 6a , R 7a and R 8a At least one of represents a group containing a polymerizable group having an ethylenically unsaturated bond.

[0152] R in Equation (4) and Equation (5) 1a , R 2a , R 3a , R 4a , R 5a , R 6a , R 7a and R 8a are R in Equation (1), respectively. 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R7 and R 8 Since the definition and preferred embodiments are also the same, the explanation will be omitted here. From the viewpoint of manufacturability, R 3a , R 4a , R 7a and R 8a It is preferable that at least one of R is a group containing a polymerizable group having an ethylenically unsaturated bond. 1a , R 3a , R 5a and R 7a and at least one of R 2a , R 4a , R 6a and R 8a It is also preferable that at least one of the above is a group containing a polymerizable group having an ethylenically unsaturated bond.

[0153] In the production method according to the second embodiment, a compound represented by formula (4) and a compound represented by formula (5) are reacted in a solvent containing alcohol. The solvent used to react the compound represented by formula (4) with the compound represented by formula (5) contains an alcohol, and the alcohol contained in the solvent may be one type only or two or more types. The alcohol in the production method according to the second embodiment has the same meaning as the alcohol in the production method according to the first embodiment, and preferred embodiments are also the same, so a description thereof will be omitted here.

[0154] The solvent used to react the compound represented by formula (4) with the compound represented by formula (5) may contain only alcohol, or may contain a solvent other than alcohol (so-called other solvent). The other solvents in the production method according to the second embodiment have the same meaning as the other solvents in the production method according to the first embodiment, and preferred embodiments are also the same, so a description thereof will be omitted here.

[0155] The reaction ratio of the compound represented by formula (4) and the compound represented by formula (5) can be appropriately set depending on the structure of the desired compound represented by formula (1). For example, the reaction ratio of the compound represented by formula (4) to the compound represented by formula (5) [compound represented by formula (4):compound represented by formula (5)] is preferably 1.0:0.9 to 1.0:1.1.

[0156] The reaction temperature and reaction time in the production method according to the second embodiment are the same as those in the production method according to the first embodiment, and preferred embodiments are also the same, so a description thereof will be omitted here.

[0157] The reaction of the compound represented by formula (4) with the compound represented by formula (5) is preferably carried out under reflux of the organic solvent while azeotropically dehydrating the generated water.

[0158] In the production method according to the second embodiment, for example, by controlling conditions such as the reaction ratio of the compound represented by formula (4) and the compound represented by formula (5), the reaction time, etc., it is possible to produce a compound represented by formula (1) having a desired structure, and the method has excellent production suitability.

[0159] <Third embodiment> The production method according to the third embodiment is also an example of a suitable production method when the compound according to the present disclosure is a compound represented by formula (1). The production method according to the third embodiment includes reacting a compound represented by the following formula (6) with a compound represented by the following formula (7) in a solvent containing alcohol.

[0160] [ka]

[0161] In formula (6), R 1b , R 3b , R 5b and R 7b R each independently represents a hydrogen atom or a substituent. 1b and R 3b , R 3b and R 5b , and R 5b and R 7bmay be bonded to each other to form a ring. 1b , R 3b , R 5b and R 7b At least one of represents a group containing a polymerizable group having an ethylenically unsaturated bond.

[0162] R in Equation (6) 1b , R 3b , R 5b and R 7b are R in Equation (1), respectively. 1 , R 3 , R 5 and R 7 Since the definition and preferred embodiments are also the same, the explanation will be omitted here. From the viewpoint of manufacturability, R 3b and R 7b At least one of the groups is preferably a group containing a polymerizable group having an ethylenically unsaturated bond.

[0163] In the production method according to the third embodiment, a compound represented by formula (6) and a compound represented by formula (7) are reacted in a solvent containing alcohol. The solvent used to react the compound represented by formula (6) with the compound represented by formula (7) contains an alcohol, and the alcohol contained in the solvent may be one type only or two or more types. The alcohol in the production method according to the third embodiment has the same meaning as the alcohol in the production method according to the first embodiment, and preferred embodiments are also the same, so a description thereof will be omitted here.

[0164] The solvent used to react the compound represented by formula (6) with the compound represented by formula (7) may contain only alcohol, or may contain a solvent other than alcohol (so-called other solvent). The other solvents in the production method according to the third embodiment have the same meanings as the other solvents in the production method according to the first embodiment, and preferred embodiments are also the same, so a description thereof will be omitted here.

[0165] The reaction ratio of the compound represented by formula (6) and the compound represented by formula (7) can be appropriately set depending on the structure of the desired compound represented by formula (1).

[0166] The reaction temperature and reaction time in the production method according to the third embodiment are the same as those in the production method according to the first embodiment, and preferred embodiments are also the same, so a description thereof will be omitted here.

[0167] The reaction of the compound represented by formula (6) with the compound represented by formula (7) is preferably carried out under reflux of the organic solvent while azeotropically dehydrating the water produced.

[0168] In the production method according to the third embodiment, for example, by controlling conditions such as the reaction ratio of the compound represented by formula (6) and the compound represented by formula (7) and the reaction time, a compound represented by formula (1) having a desired structure can be produced, and the method has excellent production suitability.

[0169] <Application> The compound according to the present disclosure is preferably a compound used as a dye. The compounds according to the present disclosure can be particularly suitably used as dyes. The compound according to the present disclosure has a maximum absorption wavelength around 600 nm and can therefore be suitably used as a material for blocking light in the wavelength range around 600 nm. Here, "blocking light in the wavelength range around 600 nm" means completely blocking light in the wavelength range around 600 nm, or blocking part of the light in the wavelength range around 600 nm and reducing the transmittance of light in the wavelength range around 600 nm. Specific applications of the compounds according to the present disclosure include, for example, optical filters (e.g., color correction filters for displays) and eyeglass lenses.

[0170] [Polymerizable composition] The polymerizable composition according to the present disclosure includes a compound according to the present disclosure and a polymerizable compound. According to the polymerizable composition according to the present disclosure, when a cured product is formed by a polymerization reaction, the compound according to the present disclosure is immobilized in the cured product, thereby making it possible to obtain a cured product in which bleeding out of the compound according to the present disclosure is suppressed.

[0171] Compounds according to the present disclosure The polymerizable composition according to the present disclosure comprises a compound according to the present disclosure. Details of the compounds according to the present disclosure have been described above, and therefore will not be explained further.

[0172] The polymerizable composition according to the present disclosure may contain only one type of compound according to the present disclosure, or may contain two or more types of compounds according to the present disclosure.

[0173] The content of the compound according to the present disclosure in the polymerizable composition according to the present disclosure is not particularly limited and can be set appropriately depending on the purpose. The content of the compound according to the present disclosure in the polymerizable composition according to the present disclosure is, for example, preferably 0.01% by mass to 90% by mass relative to the total solid content of the polymerizable composition. The lower limit is more preferably 0.05% by mass or more, and even more preferably 0.1% by mass or more. The upper limit is more preferably 85% by mass or less, and even more preferably 50% by mass or less.

[0174] [Polymerizable compound] The polymerizable composition according to the present disclosure contains a polymerizable compound (excluding the compound according to the present disclosure). The polymerizable compound is not particularly limited as long as it can be polymerized and cured by applying energy. Known polymerizable compounds can be used as the polymerizable compound. The polymerizable compound is preferably a compound having a polymerizable group. The polymerizable group is preferably a group having an ethylenically unsaturated bond. Specific examples of the polymerizable group include a vinyl group, a (meth)allyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acryloylamino group, and a vinylphenyl group. The polymerizable compound is preferably a compound having one or more terminal ethylenically unsaturated bonds.

[0175] The polymerizable compound may be, for example, a monomer (i.e., a monomer), a prepolymer (i.e., a dimer, a trimer, or an oligomer), or a combination of a monomer and a prepolymer. It may be a mixture, a (co)polymer of a monomer, a (co)polymer of a prepolymer, or a copolymer of a monomer and a prepolymer. Monomers include, for example, unsaturated carboxylic acids, esters of unsaturated carboxylic acids, and amides of unsaturated carboxylic acids. Specific examples of unsaturated carboxylic acids include (meth)acrylic acid, itaconic acid, crotonic acid, isocrotonic acid, and maleic acid.

[0176] The polymerizable compound is preferably at least one selected from the group consisting of (meth)acrylic acid, a (meth)acrylic acid amide compound, a (meth)acrylic acid ester compound, and a styrene compound.

[0177] Specific examples of the (meth)acrylic acid amide compound include (meth)acrylic acid amide, N,N-dimethylacrylamide, N-isopropylacrylamide, methylenebis(acrylamide), 2-acrylamido-2-methylpropanesulfonic acid, and N-(3-dimethylaminopropyl)methacrylamide.

[0178] Specific examples of the (meth)acrylic acid ester compound include methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, glycidyl (meth)acrylate, benzyl (meth)acrylate, 2-(2-phenoxy)ethyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, n-octyl (meth)acrylate, isooctyl (meth)acrylate, n-nonyl (meth)acrylate, isononyl (meth)acrylate, and n-decyl (meth)acrylate. , isodecyl (meth)acrylate, n-dodecyl (meth)acrylate, n-tridecyl (meth)acrylate, n-tetradecyl (meth)acrylate, n-hexadecyl (meth)acrylate, stearyl (meth)acrylate, isobornyl (meth)acrylate, dicyclopentenyl (meth)acrylate, dicyclopentanyl (meth)acrylate, dicyclopentenyloxyethyl (meth)acrylate, 1-hydroxyheptyl (meth)acrylate, 1-hydroxybutyl (meth)acrylate, 1-hydroxypentyl, 2-hydroxy Ethoxybutyl (meth)acrylate, ethylene glycol diacrylate, ethylene glycol dimethacrylate, polyethylene glycol diacrylate, polyethylene glycol dimethacrylate, ethoxylated bisphenol A diacrylate, ethoxylated bisphenol A dimethacrylate, ethoxylated trimethylolpropane triacrylate, ethoxylated trimethylolpropane trimethacrylate, ethoxylated glycerin triacrylate, ethoxylated glycerin trimethacrylate, ethoxylated pentaerythritol tetraacrylate , ethoxylated pentaerythritol tetramethacrylate, ethoxylated dipentaerythritol hexaacrylate, polyglycerin monoethylene oxide polyacrylate, polyglycerin polyethylene glycol polyacrylate, dipentaerythritol hexaacrylate, dipentaerythritol hexamethacrylate, neopentyl glycol diacrylate, neopentyl glycol dimethacrylate, pentaerythritol triacrylate, pentaerythritol trimethacrylate, trimethylolpropane triacrylate,Examples of the acrylate include trimethylolpropane trimethacrylate, tricyclodecane dimethanol diacrylate, tricyclodecane dimethanol dimethacrylate, 1,6-hexanediol diacrylate, and 1,6-hexanediol dimethacrylate.

[0179] Specific examples of styrene compounds include styrene, methylstyrene, dimethylstyrene, trimethylstyrene, ethylstyrene, fluorostyrene, chlorostyrene, methoxystyrene, tert-butoxystyrene, and divinylbenzene.

[0180] Regarding the polymerizable compound, details of the method of use, such as what structure the polymerizable compound has, whether the polymerizable compound is used alone or in combination of two or more kinds, and the content, can be arbitrarily set in accordance with the final performance design of the polymerizable composition. For example, from the viewpoint of sensitivity, a polymerizable compound is preferably a compound having a structure with a large number of polymerizable groups per molecule, and in many cases, a bifunctional or higher functional compound is preferred. For example, from the viewpoint of film strength, a compound having three or more functionalities (for example, a hexafunctional (meth)acrylic acid ester compound) may be used as the polymerizable compound. For example, it is also effective to select a polymerizable compound taking into consideration compatibility, dispersibility, and the like with each component contained in the composition. As the polymerizable compound, compounds having different functionalities and / or different polymerizable groups (for example, a (meth)acrylic acid ester compound, a styrene compound, and a vinyl ether compound) may be used in combination.

[0181] The molecular weight of the polymerizable compound is not particularly limited, but is preferably 100 to 3,000, more preferably 100 to 2,600, and even more preferably 100 to 2,200, for example.

[0182] The polymerizable composition according to the present disclosure may contain only one type of polymerizable compound, or may contain two or more types of polymerizable compounds.

[0183] The content of the polymerizable compound in the polymerizable composition according to the present disclosure is not particularly limited, but is, for example, preferably 30% by mass or more and less than 100% by mass, more preferably 50% by mass or more and less than 100% by mass, and even more preferably 60% by mass or more and less than 100% by mass, relative to the total solid content by mass of the polymerizable composition.

[0184] [Polymerization initiator] The polymerizable composition according to the present disclosure can include a polymerization initiator. The polymerization initiator is not particularly limited as long as it is a compound that can generate an initiation species necessary for a polymerization reaction when energy is applied. Known polymerization initiators can be used as the polymerization initiator. Examples of the polymerization initiator include a photopolymerization initiator and a thermal polymerization initiator.

[0185] The photopolymerization initiator is preferably one that is photosensitive to light in the ultraviolet to visible light range, and may also be an activator that reacts with a photoexcited sensitizer to generate active radicals.

[0186] Examples of the photopolymerization initiator include halogenated hydrocarbon derivatives (e.g., compounds having a triazine skeleton and compounds having an oxadiazole skeleton), acylphosphine compounds, hexaarylbiimidazole, oxime compounds (e.g., oxime ester compounds), organic peroxides, thio compounds, ketone compounds, aromatic onium salts, aminoacetophenone compounds, and hydroxyacetophenone compounds. Examples of the acylphosphine compound include the acylphosphine initiators described in Japanese Patent No. 4225898. Examples of oxime compounds include compounds described in JP-A-2001-233842, JP-A-2000-080068, JP-A-2006-342166, and JP-A-2016-006475, paragraphs

[0073] to

[0075] . Among the oxime compounds, oxime ester compounds are preferred. Examples of the aminoacetophenone compound include compounds described in JP-A-2009-191179 and aminoacetophenone-based initiators described in JP-A-10-291969.

[0187] Examples of the thermal polymerization initiator include azo compounds, organic peroxides, and inorganic peroxides. Specific examples of azo compounds include 2,2'-azobis(isobutyrate)dimethyl, 2,2'-azobisisobutyronitrile, 2,2'-azobis(2,4-dimethyl-4-methoxyvaleronitrile), 2,2'-azobis(2,4-dimethylvaleronitrile), dimethyl-2,2'-azobis(2-methylpropionate), 2,2'-azobis(2-methylbutyronitrile), 1,1'-azobis(cyclohexane-1-carbonitrile), 2,2'-azobis(N-butyl-2-methylpropionamide), dimethyl-1,1'-azobis(1-cyclohexanecarboxylate), and 2,2'-azobis[2-(2-imidazolin-2-yl)propane]dihydrochloride. Specific examples of organic peroxides include 1,1-di(tert-hexylperoxy)cyclohexane, 1,1-di(tert-butylperoxy)cyclohexane, 2,2-di(4,4-di-(tert-butylperoxy)cyclohexyl)propane, tert-hexylperoxyisopropyl monocarbonate, tert-butylperoxy-3,5,5-trimethylhexanoate, tert-butylperoxylaurate, dicumyl peroxide, di-tert-butyl peroxide, tert-butylperoxy-2-ethylhexanoate, tert-hexylperoxy-2-ethylhexanoate, cumene hydroperoxide, and tert-butyl hydroperoxide. Specific examples of inorganic peroxides include potassium persulfate, ammonium persulfate, and hydrogen peroxide.

[0188] The polymerization initiator may be a synthetic product or a commercially available product. Examples of commercially available photopolymerization initiators include IRGACURE (registered trademark) OXE01 (both manufactured by BASF), TR-PBG-304 (manufactured by Changzhou Strong Electronic New Materials Co., Ltd.), and ADEKA ARCLES (registered trademark) NCI-831 and ADEKA ARCLES (registered trademark) NCI-930 (both manufactured by ADEKA). Other commercially available examples of photopolymerization initiators that are hydroxyacetophenone compounds include Omnirad® 184, Omnirad® 1173, Omnirad® 2959, and Omnirad® 127 (all manufactured by IGM Resins BV). Commercially available examples of photopolymerization initiators that are aminoacetophenone compounds include Omnirad® 907, Omnirad® 369, Omnirad® 369E, and Omnirad® 379EG (all manufactured by IGM Resins BV). Examples of commercially available photopolymerization initiators that are acylphosphine compounds include Omnirad (registered trademark) 819 and Omnirad (registered trademark) TPO (both manufactured by IGM Resins BV). Examples of commercially available photopolymerization initiators that are oxime compounds include Irgacure (registered trademark) OXE01, Irgacure (registered trademark) OXE02 (manufactured by BASF), and Irgacure (registered trademark) OXE03 (all manufactured by BASF).

[0189] When the polymerizable composition according to the present disclosure contains a polymerization initiator, it may contain only one type of polymerization initiator or may contain two or more types of polymerization initiators.

[0190] When the polymerizable composition according to the present disclosure contains a polymerization initiator, the content of the polymerization initiator is not particularly limited, but is, for example, preferably 0.1% by mass to 20% by mass, more preferably 0.3% by mass to 15% by mass, and even more preferably 0.4% by mass to 10% by mass, relative to the total solid mass of the polymerizable composition.

[0191] [Ultraviolet absorber] The polymerizable composition according to the present disclosure may further comprise an ultraviolet absorber. The ultraviolet absorber is not particularly limited, and examples thereof include aminobutadiene compounds, dibenzoylmethane compounds, benzotriazole compounds, benzophenone compounds, and hydroxyphenyltriazine compounds. Among these, the ultraviolet absorber is preferably at least one selected from the group consisting of benzotriazole-based compounds, benzophenone-based compounds, and hydroxyphenyltriazine-based compounds.

[0192] In the present disclosure, the term "aminobutadiene-based compound" refers to a "compound containing an aminobutadiene skeleton within the molecule," the term "dibenzoylmethane-based compound" refers to a "compound containing a dibenzoylmethane skeleton within the molecule," the term "benzotriazole-based compound" refers to a "compound containing a benzotriazole skeleton within the molecule," the term "benzophenone-based compound" refers to a "compound containing a benzophenone skeleton within the molecule," and the term "hydroxyphenyltriazine-based compound" refers to a "compound containing a hydroxyphenyltriazine skeleton within the molecule."

[0193] The ultraviolet absorber may or may not have a polymerizable group in the molecule. Specific examples of the polymerizable group include a vinyl group, a (meth)allyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acryloylamino group, and a vinylphenyl group.

[0194] Examples of ultraviolet absorbers include those described in JP 2003-128730 A, JP 2003-129033 A, JP 2014-077076 A, JP 2015-164994 A, JP 2015-168822 A, JP 2018-135282 A, JP 2018-168089 A, JP 2018-168278 A, JP 2018-188589 A, JP 2019-001767 A, JP 2020-023697 A, JP 2020-041013 A, Japanese Patent No. 5518613 A, and Japanese Patent No. 586846 5, Japanese Patent No. 6301526, Japanese Patent No. 6354665, JP 2017-503905 A, WO 2015 / 064674, WO 2015 / 064675, WO 2017 / 102675, WO 2017 / 122503, WO 2018 / 190281, WO 2018 / 216750, WO 2019 / 087983, WO 2021 / 029146, European Patent No. 2379512, and compounds described in European Patent No. 2951163 can be used.

[0195] Commercially available ultraviolet absorbers include benzotriazole compounds such as Tinuvin® P, Tinuvin® 234, Tinuvin® 326, Tinuvin® 571, and Tinuvin® 970 (all manufactured by BASF), and triazine compounds such as Tinuvin® 1577 and Tinuvin® 1600 (all manufactured by BASF). Another commercially available ultraviolet absorber is RUVA-93 (trade name, component: 2-[2-hydroxy-5-(2-methacryloyloxyethyl)phenyl]2H-benzo[d][1,2,3]triazole, manufactured by Otsuka Chemical Co., Ltd.).

[0196] When the polymerizable composition according to the present disclosure contains an ultraviolet absorber, it may contain only one type of ultraviolet absorber, or may contain two or more types of ultraviolet absorbers.

[0197] When the polymerizable composition according to the present disclosure contains an ultraviolet absorber, the content of the ultraviolet absorber is not particularly limited, but is preferably 0.01% by mass to 10% by mass, and more preferably 0.01% by mass to 5% by mass, relative to the total solid content by mass of the polymerizable composition.

[0198] [Polymer compound] The polymerizable composition according to the present disclosure may further contain a polymer compound. The polymer compound is not particularly limited, but is preferably, for example, a resin. The resin is not particularly limited, and examples thereof include (meth)acrylic resins, polyester resins, polycarbonate resins, vinyl polymers (e.g., polydiene resins, polyalkene resins, polystyrene resins, polyvinyl ether resins, polyvinyl alcohol resins, polyvinyl ketone resins, polyfluorovinyl resins, and polyvinyl bromide resins), polythioether resins, polyphenylene resins, polyurethane resins, polysulfonate resins, nitrosopolymer resins, polysiloxane resins, polysulfide resins, polythioester resins, polysulfone resins, polysulfonamide resins, polyamide resins, polyimine resins, polyurea resins, polyphosphazene resins, polysilane resins, polysilazane resins, polyfuran resins, and polybenzoxazole. resins, polyoxadiazole resins, polybenzothiazinophenothiazine resins, polybenzothiazole resins, polypyrazinoquinoxaline resins, polypyromellitimide resins, polyquinoxaline resins, polybenzimidazole resins, polyoxoisoindoline resins, polydioxoisoindoline resins, polytriazine resins, polypyridazine resins, polypiperazine resins, polypyridine resins, polypiperidine resins, polytriazole resins, polypyrazole resins, polypyrrolidine resins, polycarborane resins, polyoxabicyclononane resins, polydibenzofuran resins, polyphthalide resins, polyacetal resins, polyimide resins, olefin resins, cyclic olefin resins, epoxy resins, and cellulose acylate resins. For details of the resin, reference can be made to, for example, paragraphs

[0075] to

[0097] of Japanese Patent Application Laid-Open No. 2009-263616, the contents of which are incorporated herein by reference.

[0199] The resin is preferably at least one resin selected from the group consisting of (meth)acrylic resin, polyester resin, polystyrene resin, polyurethane resin, polycarbonate resin, epoxy resin, and cellulose acylate resin, from the viewpoints of having good compatibility with the compound represented by formula (1) and easily obtaining a film with suppressed surface unevenness when formed, and more preferably at least one resin selected from the group consisting of (meth)acrylic resin, polyester resin, polystyrene resin, polyurethane resin, epoxy resin, and cellulose acylate resin.

[0200] Examples of commercially available (meth)acrylic resins include the SK Dyne series (product example: SK Dyne (registered trademark) SF2147) from Soken Chemical & Engineering Co., Ltd.

[0201] An example of a commercially available polyester resin is the Vylon series (product example: Vylon 500) manufactured by Toyobo Co., Ltd.

[0202] The polystyrene resin is preferably a resin containing repeating units derived from a styrene compound (also called a "styrene-based monomer") in an amount of 50% by mass or more, more preferably 70% by mass or more, and even more preferably 85% by mass or more, of all repeating units. Specific examples of styrene-based monomers include styrene and its derivatives. Here, "styrene derivative" refers to a compound in which another group is bonded to styrene. Specific examples of styrene derivatives include alkylstyrenes (e.g., o-methylstyrene, m-methylstyrene, p-methylstyrene, 2,4-dimethylstyrene, o-ethylstyrene, and p-ethylstyrene), and substituted styrenes in which a hydroxy group, an alkoxy group, a carboxyl group, a halogen, or the like has been introduced into the benzene nucleus of styrene (e.g., hydroxystyrene, tert-butoxystyrene, vinylbenzoic acid, o-chlorostyrene, and p-chlorostyrene). The polystyrene resin may contain repeating units derived from monomers other than styrene-based monomers, such as alkyl (meth)acrylates, unsaturated carboxylic acid monomers, unsaturated dicarboxylic acid anhydride monomers, unsaturated nitrile monomers, and conjugated dienes. Specific examples of alkyl(meth)acrylates include methyl(meth)acrylate, cyclohexyl(meth)acrylate, methylphenyl(meth)acrylate, and isopropyl(meth)acrylate. Specific examples of unsaturated carboxylic acid monomers include methacrylic acid, acrylic acid, itaconic acid, maleic acid, fumaric acid, and cinnamic acid. Specific examples of unsaturated dicarboxylic acid anhydride monomers include maleic anhydride, and the anhydrides of itaconic acid, ethylmaleic acid, methylitaconic acid, and chloromaleic acid. Specific examples of unsaturated nitrile monomers include acrylonitrile and methacrylonitrile. Specific examples of conjugated dienes include 1,3-butadiene, 2-methyl-1,3-butadiene (isoprene), 2,3-dimethyl-1,3-butadiene, 1,3-pentadiene, and 1,3-hexadiene. Examples of commercially available polystyrene resins include AS-70 (an acrylonitrile-styrene copolymer resin, manufactured by Nippon Steel Chemical & Material Co., Ltd.) and SMA2000P (a styrene-maleic acid copolymer, manufactured by Kawahara Oil Chemical Co., Ltd.).

[0203] Examples of epoxy resins include bisphenol A type epoxy resins, bisphenol F type epoxy resins, phenol novolac type epoxy resins, cresol novolac type epoxy resins, and aliphatic epoxy resins. Examples of commercially available bisphenol A epoxy resins include JER827, JER828, JER834, JER1001, JER1002, JER1003, JER1055, JER1007, JER1009, and JER1010 (all manufactured by Mitsubishi Chemical Corporation), and PICLON (registered trademark) 860, EPICLON (registered trademark) 1050, EPICLON (registered trademark) 1051, and EPICLON (registered trademark) 1055 (all manufactured by DIC Corporation). Commercially available examples of bisphenol F epoxy resins include JER806, JER807, JER4004, JER4005, JER4007, and JER4010 (all manufactured by Mitsubishi Chemical Corporation), EPICLON (registered trademark) 830 and EPICLON (registered trademark) 835 (all manufactured by DIC Corporation), and LCE-21 and RE-602S (all manufactured by Nippon Kayaku Co., Ltd.). Commercially available examples of phenol novolac epoxy resins include JER152, JER154, JER157S70, and JER157S65 (all manufactured by Mitsubishi Chemical Corporation), and EPICLON (registered trademark) N-740, EPICLON (registered trademark) N-770, and EPICLON (registered trademark) N-775 (all manufactured by DIC Corporation). Commercially available examples of cresol novolac epoxy resins include EPICLON (registered trademark) N-660, EPICLON (registered trademark) N-665, EPICLON (registered trademark) N-670, EPICLON (registered trademark) N-673, EPICLON (registered trademark) N-680, EPICLON (registered trademark) N-690, and EPICLON (registered trademark) N-695 (all manufactured by DIC Corporation), and EOCN-1020 (all manufactured by Nippon Kayaku Co., Ltd.).

[0204] As the cellulose acylate resin, for example, the cellulose acylate described in paragraphs

[0016] to

[0021] of JP-A No. 2012-215689 is preferred.

[0205] The resin is preferably an alkali-soluble resin. In the present disclosure, "alkali-soluble" means soluble in a 1 mol / L sodium hydroxide solution at 25° C. Additionally, "soluble" means that 0.1 g or more can be dissolved in 100 mL of solvent. The alkali-soluble resin is preferably a resin having a group that promotes alkali solubility (hereinafter also referred to as an "acid group"). Examples of the acid group include a carboxy group, a phosphoric acid group, a sulfonic acid group, and a phenolic hydroxy group. Of these, the acid group is preferably a carboxy group. When the resin has an acid group, it may have only one type of acid group, or two or more types of acid groups.

[0206] The alkali-soluble resin is preferably a polymer having a carboxy group in the side chain. Examples of the alkali-soluble resin include alkali-soluble phenolic resins such as (meth)acrylic acid copolymers, itaconic acid copolymers, crotonic acid copolymers, maleic acid copolymers, partially esterified maleic acid copolymers, and novolac resins; acidic cellulose derivatives having a carboxy group in the side chain; and polymers having a hydroxy group to which an acid anhydride is added.

[0207] The alkali-soluble resin is particularly preferably a copolymer of (meth)acrylic acid and another monomer copolymerizable with this (meth)acrylic acid (i.e., a (meth)acrylic acid copolymer). Other monomers copolymerizable with (meth)acrylic acid include, for example, alkyl (meth)acrylates, aryl (meth)acrylates, and vinyl compounds. Specific examples of other monomers copolymerizable with (meth)acrylic acid include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, butyl (meth)acrylate, isobutyl (meth)acrylate, pentyl (meth)acrylate, hexyl (meth)acrylate, octyl (meth)acrylate, phenyl (meth)acrylate, benzyl (meth)acrylate, tolyl (meth)acrylate, naphthyl (meth)acrylate, cyclohexyl (meth)acrylate, styrene, α-methylstyrene, vinyltoluene, glycidyl methacrylate, acrylonitrile, vinyl acetate, N-vinylpyrrolidone, tetrahydrofurfuryl methacrylate, polystyrene macromonomer, and polymethyl methacrylate macromonomer. Furthermore, other monomers copolymerizable with (meth)acrylic acid include, for example, N-substituted maleimides (for example, N-phenylmaleimide and N-cyclohexylmaleimide) described in JP-A-10-300922. In the (meth)acrylic acid copolymer, the other monomer copolymerizable with (meth)acrylic acid may be of only one type, or may be of two or more types.

[0208] Other preferred examples of the alkali-soluble resin include a benzyl (meth)acrylate / (meth)acrylic acid copolymer, a benzyl (meth)acrylate / (meth)acrylic acid / 2-hydroxyethyl (meth)acrylate copolymer, and a multi-component copolymer consisting of benzyl (meth)acrylate / (meth)acrylic acid / other monomer. Preferred examples of the alkali-soluble resin include copolymers of 2-hydroxyethyl(meth)acrylate, and copolymers of 2-hydroxypropyl(meth)acrylate / polystyrene macromonomer / benzyl methacrylate / methacrylic acid, 2-hydroxy-3-phenoxypropyl acrylate / polymethyl methacrylate macromonomer / benzyl methacrylate / methacrylic acid, 2-hydroxyethyl methacrylate / polystyrene macromonomer / methyl methacrylate / methacrylic acid, and 2-hydroxyethyl methacrylate / polystyrene macromonomer / benzyl methacrylate / methacrylic acid, which are described in JP-A-7-140654.

[0209] For details about alkali-soluble resins, refer to, for example, the descriptions in JP-A-2012-208494 and JP-A-2012-198408, the contents of which are incorporated herein by reference.

[0210] The acid value of the alkali-soluble resin is not particularly limited, but is preferably, for example, 30 mgKOH / g to 200 mgKOH / g. The lower limit is more preferably 50 mgKOH / g or more, and even more preferably 70 mgKOH / g or more. The upper limit is more preferably 150 mgKOH / g or less, and even more preferably 120 mgKOH / g or less. In the present disclosure, the acid value is a value measured according to the method described in JIS K0070:1992.

[0211] The resin may have a polymerizable group. When the polymerizable composition according to the present disclosure contains a resin having a polymerizable group, it can form a film having higher hardness. Specific examples of the polymerizable group include a vinyl group, a (meth)allyl group, a (meth)acryloyl group, a (meth)acryloyloxy group, a (meth)acryloylamino group, and a vinylphenyl group.

[0212] Examples of commercially available resins having polymerizable groups include the Dianal BR series (resin type: polymethyl methacrylate (PMMA), product examples: Dianal (registered trademark) BR-80, BR-83, and BR-87, manufactured by Mitsubishi Chemical Corporation), Photomer 6173 (resin type: COOH-containing polyurethane acrylic oligomer, manufactured by Diamond Shamrock), Viscoat R-264 and KS Resist 106 (both manufactured by Osaka Organic Chemical Industry Co., Ltd.), Cyclomer P series (product example: Cyclomer (registered trademark) P (ACA) Z230AA), and Placcel CF200 series (both manufactured by Daicel Corporation), EBECRYL (registered trademark) 3800 (manufactured by Daicel-Allnex Corporation), and Acrycure (registered trademark) RD-F8 (manufactured by Nippon Shokubai Co., Ltd.).

[0213] The weight average molecular weight of the resin is not particularly limited. The weight-average molecular weight of the epoxy resin is, for example, preferably 100 or more, and more preferably 200 or more. The weight-average molecular weight of the epoxy resin is, for example, preferably 2,000,000 or less, more preferably 1,000,000 or less, and even more preferably 500,000 or less. The weight-average molecular weight of the resin other than the epoxy resin is, for example, preferably 3,000 or more, more preferably 4,000 or more, and even more preferably 5,000 or more.The weight-average molecular weight of the resin other than the epoxy resin is, for example, preferably 2,000,000 or less, more preferably 1,000,000 or less, and even more preferably 500,000 or less.

[0214] The total light transmittance of the resin is preferably 80% or more, more preferably 85% or more, and even more preferably 90% or more. In this disclosure, the total light transmittance of the resin is a value measured based on the contents described on pages 225 to 232 of "4th Edition Experimental Chemistry Lectures 29 Polymer Material Media" (Maruzen, 1992), edited by the Chemical Society of Japan.

[0215] When the polymerizable composition according to the present disclosure contains a polymer compound (preferably a resin; the same applies hereinafter), it may contain only one type of polymer compound or may contain two or more types of polymer compounds.

[0216] When the polymerizable composition according to the present disclosure contains a polymer compound, the content of the polymer compound is not particularly limited, but is preferably, for example, 1% by mass to 99.9% by mass relative to the total solid mass of the polymerizable composition. The lower limit is more preferably 5% by mass or more, and even more preferably 7% by mass or more. The upper limit is more preferably 99% by mass or less, and even more preferably 95% by mass or less.

[0217] 〔solvent〕 The polymerizable composition according to the present disclosure may contain a solvent. In the polymerizable composition according to the present disclosure, the solvent can contribute to, for example, adjusting the viscosity. The solvent can adjust the viscosity of the polymerizable composition to, for example, a viscosity suitable for use as a coating liquid. When the polymerizable composition according to the present disclosure contains a low-molecular-weight monomer as the polymerizable compound, the monomer may function as a solvent. In this case, the polymerizable composition according to the present disclosure may not contain a solvent, but may further contain a solvent to adjust physical properties, etc.

[0218] The solvent is not particularly limited and can be appropriately selected in consideration of, for example, the coatability of the polymerizable composition according to the present disclosure and the solubility of each component contained in the polymerizable composition according to the present disclosure. For example, the solvent is preferably selected in consideration of not only the solubility or dispersibility of the compound according to the present disclosure and the polymerizable compound, but also the solubility or dispersibility of components (e.g., polymerization initiator, polymer compound, ultraviolet absorber, surfactant, colorant, etc.) optionally contained in the polymerizable composition, the coated surface state upon coating, ease of handling, etc. Examples of the solvent include water and organic solvents. The solvent is preferably an organic solvent. The compound according to the present disclosure contained in the polymerizable composition according to the present disclosure has excellent solubility in organic solvents, and therefore, when the solvent is an organic solvent, bleeding out is less likely to occur.

[0219] The organic solvent is not particularly limited, and examples thereof include ester compounds, ether compounds, ketone compounds, and aromatic hydrocarbon compounds.

[0220] Examples of the ester compound include ethyl acetate, n-butyl acetate, isobutyl acetate, amyl formate, isoamyl acetate, isobutyl acetate, butyl propionate, isopropyl butyrate, ethyl butyrate, butyl butyrate, methyl lactate, ethyl lactate, oxyacetic acid alkyl ester compounds, 3-oxypropionic acid alkyl ester compounds, 2-oxypropionic acid alkyl ester compounds, methyl 2-oxy-2-methylpropionate (e.g., methyl 2-methoxy-2-methylpropionate), ethyl 2-oxy-2-methylpropionate (e.g., ethyl 2-ethoxy-2-methylpropionate), methyl pyruvate, ethyl pyruvate, propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, methyl 2-oxobutanoate, ethyl 2-oxobutanoate, cyclohexyl acetate, and 1-methyl-2-methoxyethyl propionate. Examples of alkyl oxyacetate compounds include methyl oxyacetate, ethyl oxyacetate, and butyl oxyacetate, and specific examples thereof include methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, and ethyl ethoxyacetate. Examples of alkyl 3-oxypropionate compounds include methyl 3-oxypropionate and ethyl 3-oxypropionate, and specific examples thereof include methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, and ethyl 3-ethoxypropionate. Examples of alkyl 2-oxypropionate compounds include methyl 2-oxypropionate, ethyl 2-oxypropionate, and propyl 2-oxypropionate, and specific examples thereof include methyl 2-methoxypropionate, ethyl 2-methoxypropionate, propyl 2-methoxypropionate, methyl 2-ethoxypropionate, and ethyl 2-ethoxypropionate.

[0221] Examples of ether compounds include diethylene glycol dimethyl ether, tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, methyl cellosolve acetate, ethyl cellosolve acetate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate (also referred to as "ethyl carbitol acetate"), diethylene glycol monobutyl ether acetate (also referred to as "butyl carbitol acetate"), propylene glycol monoethyl ether acetate, and propylene glycol monopropyl ether acetate.

[0222] Examples of ketone compounds include methyl ethyl ketone, cyclohexanone, 2-heptanone, and 3-heptanone.

[0223] Suitable examples of aromatic hydrocarbon compounds include toluene and xylene.

[0224] When the polymerizable composition according to the present disclosure contains a solvent, it may contain only one type of solvent. However, for example, from the viewpoint of further improving the solubility of the components contained in the polymerizable composition and the coated surface state when coated, it may contain two or more types of solvents. When the polymerizable composition according to the present disclosure contains two or more solvents, the polymerizable composition according to the present disclosure preferably contains two or more solvents selected from the group consisting of methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, ethyl cellosolve acetate, ethyl lactate, diethylene glycol dimethyl ether, butyl acetate, methyl 3-methoxypropionate, 2-heptanone, cyclohexanone, ethyl carbitol acetate, butyl carbitol acetate, propylene glycol methyl ether, and propylene glycol methyl ether acetate.

[0225] When the polymerizable composition according to the present disclosure contains a solvent, the content of the solvent is not particularly limited and can be set appropriately depending on the purpose. When the polymerizable composition according to the present disclosure contains an organic solvent as a solvent, the content of the organic solvent is, for example, preferably 10% by mass to 80% by mass, and more preferably 15% by mass to 60% by mass, relative to the total mass of the polymerizable composition.

[0226] [Surfactant] The polymerizable composition according to the present disclosure may also include a surfactant. When the polymerizable composition according to the present disclosure contains a surfactant, for example, the coating surface condition when applied and the adhesion to a substrate when a film is formed can be further improved in some cases.

[0227] Examples of surfactants include those described in paragraph

[0017] of Japanese Patent No. 4502784 and paragraphs

[0060] to

[0071] of JP-A-2009-237362. Examples of surfactants include fluorine-based surfactants, silicone-based surfactants, nonionic surfactants, anionic surfactants, cationic surfactants, and amphoteric surfactants. Among these, the surfactant is preferably at least one selected from the group consisting of fluorine-based surfactants, silicone-based surfactants, nonionic surfactants, and anionic surfactants.

[0228] As the fluorosurfactant, for example, an acrylic compound having a molecular structure with a functional group containing a fluorine atom, in which the fluorine atom-containing functional group is cleaved upon heating, causing the fluorine atom to volatilize, can be preferably used. Furthermore, as the fluorosurfactant, for example, a copolymer of a fluorine atom-containing vinyl ether compound having a fluorinated alkyl group or a fluorinated alkylene ether group with a hydrophilic vinyl ether compound can also be preferably used. Furthermore, as the fluorosurfactant, for example, a block polymer can also be used. Furthermore, as the fluorosurfactant, for example, a fluorine-containing polymer compound containing a repeating unit derived from a (meth)acrylate compound having a fluorine atom and a repeating unit derived from a (meth)acrylate compound having two or more (preferably five or more) alkyleneoxy groups [preferably ethyleneoxy groups and / or propyleneoxy groups] can also be preferably used. Furthermore, as the fluorosurfactant, for example, a fluorine-containing polymer having an ethylenically unsaturated bond-containing group in a side chain can also be used.

[0229] As the fluorine-based surfactant, commercially available products can be used. Examples of commercially available fluorine-based surfactants include Megafac (registered trademark) F-171, F-172, F-173, F-176, F-177, F-141, F-142, F-143, F-144, F-437, F-475, F-477, F-479, F-482, F-551-A, F-552, F-554, F-555-A, F-556, F-557, F-558, F-559, F-560, F-561, F-562, F-563, F-564, F-565, F-566, F-567, F-568, F-569, F-570, F-571, F-572, F-573, F-574, F-575, F-576, F-577, F-579, F-580, F-581, F-582, F-583, F-584, F-585, F-586, F-587, F-588, F-589, F-590, F-591, F-592, F-593, F-594, F-595, F-596, F-597, F-598, F-599, F-600, F-601, F-602, F-603, F-604, F-605, F-606, F-607, F-608, F-609, F-610, F-611, F-612, F-613, F-614, F-615, F-616, F-617, F-618, F-619, F 565, F-563, F-568, F-575, F-780, EXP.MFS-330, R-41, R-41-LM, R-01, R-40, R-40-LM, RS-43, TF-1956, RS-90, R-94, RS-718K, RS-72-K, RS-101, RS-102, and DS-21 (all manufactured by DIC Corporation), Fluorad FC430, FC431, and FC171 (all manufactured by Sumitomo 3M Limited), Surflon (registered trademark) S-382, SC-101, SC-103, SC-104, SC-105, SC-1068, SC-381, SC-383, S-393, and KH-40 (all manufactured by AGC Inc.), PolyFox PF636, PF656, PF6320, PF6520, and PF7002 (all manufactured by OMNOVA), and Futergent (registered trademark) Examples include 710FM, 610FM, 601AD, 601ADH2, 602A, 215M, 245F, 251, 212M, 250, 209F, 222F, 208G, 710LA, 710FS, 730LM, 650AC, and 681 (all manufactured by NEOS Corporation).

[0230] Examples of silicone surfactants include linear polymers consisting of siloxane bonds, and modified siloxane polymers in which organic groups have been introduced into the side chains and / or terminals.

[0231] As the silicone surfactant, commercially available products can be used. Examples of commercially available silicone surfactants include DC3PA, SH7PA, DC11PA, SH21PA, SH28PA, SH29PA, SH30PA, SH8400, and DOWSIL (registered trademark) 8032 ADDITIVE (all manufactured by DuPont-Toray Specialty Materials Co., Ltd.), X-22-4952, X-22-4272, X-22-6266, KF-351A, K354L, KF-355A, KF-945, KF-640, KF-642, KF-643, X-22-6191, X-22-4515, KF-6004, and KP-341. , KF-6001, and KF-6002 (all manufactured by Shin-Etsu Chemical Co., Ltd.), F-4440, TSF-4300, TSF-4445, TSF-4460, and TSF-4452 (all manufactured by Momentive Performance Materials), and BYK307, BYK323, and BYK330 (all manufactured by BYK-Chemie).

[0232] Examples of nonionic surfactants include glycerol, trimethylolpropane, and trimethylolethane, as well as ethoxylates (eg, glycerol ethoxylate) and propoxylates (eg, glycerol propoxylate) thereof. Examples of nonionic surfactants include polyoxyethylene alkyl ethers, polyoxyethylene alkylaryl ethers, polyoxyethyleneoxypropylene block copolymers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitol fatty acid esters, glycerin fatty acid esters, polyoxyethylene fatty acid esters, and polyoxyethylene alkylamines.

[0233] As the nonionic surfactant, commercially available products can be used. Examples of commercially available nonionic surfactants include Pluronic (registered trademark) L10, L31, L61, L62, 10R5, 17R2, and 25R2 (all manufactured by BASF), Tetronic (registered trademark) 304, 701, 704, 901, 904, and 150R1 (all manufactured by BASF), Solsperse (registered trademark) 20000 (all manufactured by Lubrizol Japan Co., Ltd.), NCW-101, NCW-1001, and NCW-1002 (all manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.), Paionin D-6112, D-6112-W, and D-6315 (all manufactured by Takemoto Oil & Fat Co., Ltd.), and Olfine (registered trademark). E1010 (all manufactured by Nissin Chemical Industry Co., Ltd.), and Surfynol (registered trademark) 104, 400, and 440 (all manufactured by Nissin Chemical Industry Co., Ltd.).

[0234] Examples of anionic surfactants include fatty acid salts, alkyl sulfate ester salts, alkylbenzenesulfonates, alkylnaphthalenesulfonates, dialkylsulfosuccinates, alkyl diaryl ether disulfonates, alkyl phosphates, polyoxyethylene alkyl ether sulfates, polyoxyethylene alkylaryl ether sulfates, naphthalenesulfonate-formalin condensates, polyoxyethylene alkyl phosphate ester salts, glycerol borate fatty acid esters, and polyoxyethylene glycerol fatty acid esters.

[0235] When the polymerizable composition according to the present disclosure contains a surfactant, it may contain only one type of surfactant, or may contain two or more types of surfactant.

[0236] When the polymerizable composition according to the present disclosure contains a surfactant, the content of the surfactant is, for example, preferably 0.01% by mass to 3% by mass, more preferably 0.05% by mass to 1% by mass, and even more preferably 0.1% by mass to 0.8% by mass, relative to the total solid mass of the polymerizable composition.

[0237] [Other ingredients] The polymerizable composition according to the present disclosure may contain components other than the components described above (so-called other components) as needed, as long as the effects of the composition are not impaired. Other components include various additives. Examples of the additives include colorants, preservatives, antifungal agents, and antistatic agents.

[0238] [Resin composition] The resin composition according to the present disclosure includes the compound according to the present disclosure and a resin.

[0239] Compounds according to the present disclosure The resin composition according to the present disclosure includes the compound according to the present disclosure. Details of the compounds according to the present disclosure have been described above, and therefore will not be explained further.

[0240] The resin composition according to the present disclosure may contain only one type of compound according to the present disclosure, or may contain two or more types of compounds according to the present disclosure.

[0241] The content of the compound according to the present disclosure in the resin composition according to the present disclosure is not particularly limited and can be set appropriately depending on the purpose. The content of the compound according to the present disclosure in the resin composition according to the present disclosure is, for example, preferably 0.01% by mass to 90% by mass relative to the total solid mass of the resin composition. The lower limit is more preferably 0.05% by mass or more, and even more preferably 0.1% by mass or more. The upper limit is more preferably 85% by mass or less, and even more preferably 50% by mass or less.

[0242] 〔resin〕 The resin composition according to the present disclosure contains a resin. The resin in the resin composition according to the present disclosure has the same meaning as the resin as the polymer compound in the polymerizable composition according to the present disclosure, and preferred embodiments are also the same, so description thereof will be omitted here.

[0243] The resin composition according to the present disclosure may contain only one type of resin, or may contain two or more types of resin.

[0244] The resin content in the resin composition according to the present disclosure is not particularly limited, but is preferably 1% by mass to 99.9% by mass, based on the total solid mass of the resin composition. The lower limit is more preferably 5% by mass or more, and even more preferably 7% by mass or more. The upper limit is more preferably 99% by mass or less, and even more preferably 95% by mass or less.

[0245] [Other ingredients] The resin composition according to the present disclosure may contain components other than the compound and resin according to the present disclosure (so-called other components) as needed. Examples of other components include the components described above in the polymerizable composition according to the present disclosure. Specific examples include polymerizable compounds, polymerization initiators, ultraviolet absorbers, solvents, surfactants, etc. Details of these components are as described above, and therefore will not be described here. Furthermore, the resin composition according to the present disclosure may contain various additives as needed, as long as the effects of the composition are not impaired. Examples of additives include colorants, preservatives, antifungal agents, and antistatic agents.

[0246] [Polymer] The polymer according to the present disclosure comprises constitutional units derived from the compound according to the present disclosure. The polymer according to the present disclosure may be a homopolymer of the compound according to the present disclosure, or may be a copolymer of the compound according to the present disclosure with another compound. The polymer according to the present disclosure may be, for example, a copolymer of the compound according to the present disclosure and a polymerizable compound obtained by using the polymerizable composition according to the present disclosure described above, which contains the compound according to the present disclosure and a polymerizable compound, or may be a copolymer of the compound according to the present disclosure, a polymerizable compound, and an ultraviolet absorber obtained by using the polymerizable composition according to the present disclosure described above, which contains the compound according to the present disclosure, a polymerizable compound, and an ultraviolet absorber. Details of the compound, polymerizable compound, and ultraviolet absorber according to the present disclosure are as described above, and therefore will not be described here.

[0247] The weight average molecular weight of the polymer according to the present disclosure is not particularly limited, but is preferably 5,000 to 80,000, more preferably 10,000 to 60,000, and even more preferably 10,000 to 40,000.

[0248] The polymer according to the present disclosure may contain only one type of constitutional unit derived from the compound according to the present disclosure, or may contain two or more types.

[0249] The content of the structural units derived from the compound according to the present disclosure in the polymer according to the present disclosure is not particularly limited, but is preferably 0.01% by mass to 100% by mass, for example, relative to all structural units of the polymer. The lower limit is more preferably 0.02% by mass or more, and even more preferably 0.1% by mass or more. The upper limit is more preferably 50% by mass or less, and even more preferably 10% by mass or less.

[0250] When the polymer according to the present disclosure contains a structural unit derived from a polymerizable compound, the content of the structural unit derived from the polymerizable compound is not particularly limited, but is preferably, for example, 20% by mass to less than 100% by mass relative to all structural units of the polymer. The lower limit is more preferably 30% by mass or more, and even more preferably 50% by mass or more. The upper limit is more preferably 99.99% by mass or less, and even more preferably 99.9% by mass or less. When the polymer according to the present disclosure contains a structural unit derived from an ultraviolet absorber, the content of the structural unit derived from the ultraviolet absorber is not particularly limited, but is preferably, for example, 0.01% to 90% by mass relative to all structural units of the polymer. The lower limit is more preferably 0.02% by mass or more, and even more preferably 0.1% by mass or more. The upper limit is more preferably 50% by mass or less, and even more preferably 10% by mass or less.

[0251] [Cured product] The cured product according to the present disclosure is a cured product of the polymerizable composition according to the present disclosure.

[0252] The cured product according to the present disclosure preferably has a maximum absorption wavelength in the range of 550 nm to 610 nm, more preferably in the range of 555 nm to 605 nm, and even more preferably in the range of 560 nm to 605 nm. In the visible absorption spectrum of the cured product according to the present disclosure, the width of the absorption spectrum at an absorbance equivalent to half of the maximum absorbance (so-called half-value width) is preferably 60 nm or less, and more preferably 40 nm or less. Furthermore, in the visible absorption spectrum of the cured product according to the present disclosure, the width of the absorption spectrum at an absorbance level corresponding to 1 / 8 of the maximum absorbance is preferably 100 nm or less, and more preferably 80 nm or less. The maximum absorption wavelength and absorption spectrum width of the cured product according to the present disclosure are measured using a spectrophotometer. For specific measurement methods, see the methods described in the Examples below.

[0253] The cured product according to the present disclosure can be obtained by curing the polymerizable composition according to the present disclosure. The method for forming the cured product according to the present disclosure is not particularly limited, and known methods can be applied. The cured product according to the present disclosure can be obtained, for example, by forming a polymerizable composition layer using the polymerizable composition according to the present disclosure, and then applying energy to the formed polymerizable composition layer to cure the polymerizable composition layer. The polymerizable composition layer may be formed on a desired support. The method for applying energy to the polymerizable composition layer is not particularly limited, and examples thereof include light irradiation and heating. Among these, light irradiation is preferred, and ultraviolet irradiation is more preferred, as the method for applying energy to the polymerizable composition layer. When light irradiation is used for energy application, the polymerizable composition according to the present disclosure preferably contains a photopolymerization initiator.

[0254] When the polymerizable composition layer is cured by ultraviolet irradiation, for example, an ultraviolet lamp can be used for the ultraviolet irradiation. The amount of ultraviolet light irradiation is not particularly limited, but may be, for example, 10 mJ / cm2 ~1000mJ / cm 2 When the amount of ultraviolet light irradiation is within the above range, the polymerizable composition layer tends to be cured more suitably. During ultraviolet irradiation, in order to suppress inhibition of curing by oxygen and further promote surface curing of the polymerizable composition layer, an inert gas such as nitrogen gas may be fed into the spatial region where ultraviolet irradiation is performed, replacing the air in the ultraviolet irradiation region with the inert gas and reducing the oxygen concentration. The oxygen concentration in the spatial region where ultraviolet irradiation is performed is not particularly limited, but is preferably, for example, 1% or less.

[0255] For the purpose of accelerating the curing reaction of the polymerizable composition layer, the temperature when curing the polymerizable composition layer may be increased. For example, the temperature when curing the polymerizable composition layer is preferably 25°C to 100°C, more preferably 30°C to 80°C, and even more preferably 40°C to 70°C.

[0256] When the polymerizable composition according to the present disclosure contains a solvent, it is preferable to dry the polymerizable composition layer in advance to reduce the amount of solvent before applying energy to the polymerizable composition layer, from the viewpoint of improving the curability of the polymerizable composition layer. The method for drying the polymerizable composition layer is not particularly limited, and any known drying method can be used. Examples of methods for drying the polymerizable composition layer include a method of blowing hot air onto the layer, a method of passing the layer through a drying zone controlled at a predetermined temperature, and a method of conveying the layer with conveying rolls equipped with a heater.

[0257] The cured product according to the present disclosure can also be obtained by, for example, filling a desired mold with the polymerizable composition and then applying energy to the filled polymerizable composition to cure the polymerizable composition. In this case, the energy application method is preferably heating. When applying heat to apply energy, the polymerizable composition according to the present disclosure preferably contains a thermal polymerization initiator.

[0258] When applying heating to apply energy, the heating time is not particularly limited, but is preferably 30 to 1000 seconds, more preferably 30 to 500 seconds, and even more preferably 60 to 300 seconds. The atmosphere in which the polymerizable composition is thermally polymerized by heating may be an air atmosphere or an inert gas atmosphere such as nitrogen gas. However, from the viewpoint of, for example, the curability of the polymerizable composition, an inert gas atmosphere is preferable, and an inert gas atmosphere having an oxygen concentration of 1% or less is more preferable.

[0259] The cured product according to the present disclosure can also be obtained, for example, by the following method. After forming a polymerizable composition layer using the polymerizable composition according to the present disclosure, energy is applied to the formed polymerizable composition layer under conditions that result in a semi-cured product before complete curing, thereby obtaining a semi-cured product of the polymerizable composition layer. The obtained semi-cured product is then placed in a desired mold, and energy is applied under conditions that result in complete curing, thereby obtaining a cured product according to the present disclosure. Such a method is preferred from the viewpoint of making it easier to obtain a cured product of any shape.

[0260] Examples of applications of the cured product according to the present disclosure include optical filters (e.g., color correction filters for displays) and eyeglass lenses. The cured product according to the present disclosure is preferably an optical filter. When the cured product according to the present disclosure is an optical filter, it is preferable that the cured product according to the present disclosure has no absorption maximum in a wavelength range other than 550 nm to 610 nm. An optical filter having such properties is suitable as an optical filter for a liquid crystal display device having a wide color reproduction range and high brightness.

[0261] When the cured product according to the present disclosure is an optical filter, the thickness of the cured product according to the present disclosure is not particularly limited, but is preferably, for example, 5 μm to 2500 μm, and more preferably 20 μm to 1000 μm. When the thickness of the cured product according to the present disclosure is within the above range, the desired visible light transmittance is easily obtained, and handling as an optical filter is also easy.

[0262] When the cured product according to the present disclosure is an optical filter, the content of the compound according to the present disclosure in the cured product according to the present disclosure is not particularly limited, but may be, for example, 0.005 mmol / m 2 ~0.1mmol / m 2 is preferably 0.01 mmol / m 2 ~0.05mmol / m 2 It is more preferable that: The content of the compound according to the present disclosure in the cured product according to the present disclosure can be controlled by preparing the polymerizable composition according to the present disclosure.

[0263] The shape of the cured product according to the present disclosure can be controlled by using a molding die when curing the polymerizable composition according to the present disclosure. The shape of the cured product according to the present disclosure can be easily controlled depending on the application, location of use, etc., and therefore the product can be applied to products in various fields. For example, the cured product according to the present disclosure can be applied to dome-shaped optical filters, eyeglass lenses, goggles, etc.

[0264] [Laminate] The laminate according to the present disclosure includes a support and a cured product according to the present disclosure. The laminate according to the present disclosure has a cured product according to the present disclosure, i.e., a cured product formed from the polymerizable composition according to the present disclosure containing the compound according to the present disclosure, and therefore is less likely to suffer from bleeding out of the compound according to the present disclosure.

[0265] The support may be transparent or non-transparent, but is preferably transparent. In the present disclosure, "transparent" means that the average transmittance of visible light with a wavelength of 450 nm to 750 nm is 80% or more, and preferably 90% or more. In the present disclosure, the average transmittance of visible light is a value calculated from the amount of transmitted light relative to the amount of incident light of visible light in the above wavelength range, measured by a spectrophotometer. As the spectrophotometer, for example, an ultraviolet-visible spectrophotometer (model number: UV-1800) manufactured by Shimadzu Corporation can be suitably used. However, the spectrophotometer is not limited to this.

[0266] The support is not particularly limited, and examples thereof include glass and resin films. Resins that can be used as materials for the resin film include ester resins (e.g., polyethylene terephthalate (PET), polyethylene naphthalate (PEN), polybutylene terephthalate (PBT), and polycyclohexane dimethylene terephthalate (PCT)), olefin resins (e.g., polypropylene (PP) and polyethylene (PE)), polyvinyl chloride (PVA), tricellulose acetate (TAC), polymethyl methacrylate (PMM), and polyisoprene (PP). A), polystyrene (PS), polycarbonate (PC), etc. Among them, PET is preferred as a resin material for the resin film in terms of versatility.

[0267] The thickness of the support is not particularly limited and can be appropriately selected depending on the application or purpose. The thickness of the support can be, for example, in the range of 100 μm to 10 mm.

[0268] The shape of the support is not particularly limited and can be appropriately selected depending on the application or purpose. For example, the laminate according to the present disclosure may be a laminate having an optical filter, which is a lens-shaped cured product according to the present disclosure, on a lens-shaped support.

[0269] The support may be releasable. Examples of supports having releasability include supports that have been surface-treated with a release agent on one or both sides (so-called easy-release treatment). Examples of release agents include silicone-based release agents (e.g., silicone), wax-based release agents (e.g., paraffin wax), and fluorine-based release agents (e.g., fluorine-based resins).

[0270] The laminate according to the present disclosure preferably has a maximum absorption wavelength in the range of 550 nm to 610 nm, and more preferably in the range of 580 nm to 605 nm. In the laminate according to the present disclosure, the width of the absorption spectrum at an absorbance equivalent to half of the maximum absorbance in the visible absorption spectrum (so-called half-value width) is preferably 60 nm or less, more preferably 40 nm or less. Furthermore, in the laminate according to the present disclosure, the width of the absorption spectrum at an absorbance level corresponding to 1 / 8 of the maximum absorbance in the visible absorption spectrum is preferably 100 nm or less, and more preferably 80 nm or less. The maximum absorption wavelength and the width of the absorption spectrum of the laminate according to the present disclosure are measured using a spectrophotometer. For a specific measurement method, see the method described in the Examples below.

[0271] The laminate according to the present disclosure may have a two-layer structure consisting of a support and a cured product according to the present disclosure, or may have a three-layer or more structure having other layers in addition to the support and the cured product according to the present disclosure. Examples of the other layers include an adhesive layer, a surface protection layer (for example, an overcoat layer and a hard coat layer), a reflective layer (for example, a dielectric multilayer film and a photonic crystal film), and a colored layer.

[0272] The method for producing the laminate according to the present disclosure is not particularly limited, and any known production method can be used. The laminate according to the present disclosure can be produced, for example, by applying the polymerizable composition according to the present disclosure onto a support to form a polymerizable composition layer, and then applying energy to the formed polymerizable composition layer to cure the polymerizable composition layer. Furthermore, the laminate according to the present disclosure can be produced, for example, by the following method: After filling a desired mold with a polymerizable composition, energy is applied to the filled polymerizable composition to cure the polymerizable composition, thereby obtaining a cured product according to the present disclosure. Next, the obtained cured product according to the present disclosure is attached to a support, thereby producing the laminate according to the present disclosure. [Example]

[0273] The present disclosure will be described in detail below with reference to examples, although the present disclosure is not limited to the following examples.

[0274] Example 1: Synthesis of exemplary compounds 1-13 Exemplary Compound 1-13 was synthesized as follows.

[0275] [ka]

[0276] A 50 mL recovery flask equipped with a Dean-Stark trap was charged with 0.53 g of 3-(2-methacryloyloxyethoxycarbonyl)-2,4-dimethylpyrrole, 0.55 g of 3-(3-ethyl-2,4-dimethylpyrrol-2-yl)-4-hydroxy-3-cyclobutene-1,2-dione, 4 mL of 2-butanol, and 8 mL of toluene. The Dean-Stark trap was then filled with a 1 / 2 (volume ratio) 2-butanol / toluene solution. The mixture in the recovery flask was heated under reflux for 3 hours, and the resulting water was distilled off into the Dean-Stark trap. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was purified by silica gel chromatography. 3 mL of methanol was added to the resulting compound, and the mixture was stirred at room temperature (25°C) for 30 minutes. The precipitate was collected by filtration and dried to obtain 0.47 g of Exemplified Compound 1-13.

[0277] 1 The structure of Exemplary Compound 1-13 was confirmed to be the above structure by 1 H-NMR. The NMR data of Exemplary Compound 1-13 are shown below.

[0278] (Example Compound 1-13) 1 H-NMR(DMSO-d6) δ = 1.03 (t, 3H), 1.89 (s, 3H), 2.41 (q, 2H), 2.43 (s, 3H), 2.53 (s, 3H), 2.58 (s, 3H), 2.72 (s, 3H), 4.42 (m, 4H), 5.71 (s, 1H), 6.05 (s, 1H), 11.55 (s, 1H), 11.91 (s, 1H)

[0279] Example 2: Synthesis of exemplary compounds 1-30 Exemplary Compound 1-30 was synthesized as follows.

[0280] [ka]

[0281] A 50 mL recovery flask equipped with a Dean-Stark trap was charged with 1.0 g of 3-ethyl-2,4-dimethyl-1-(4-vinylbenzyl)pyrrole, 250 mg of 3,4-dihydroxy-3-cyclobutene-1,2-dione, 3 mL of n-butanol, and 6 mL of toluene. The Dean-Stark trap was then filled with a solution of n-butanol and toluene (volume ratio: 1 / 2). The mixture in the recovery flask was heated under reflux for 2 hours, and the resulting water was distilled off into the Dean-Stark trap. The reaction mixture was cooled to room temperature (25°C) and concentrated under reduced pressure. The residue was purified by silica gel chromatography. 10 mL of methanol was added to the resulting compound, and the mixture was heated under reflux for 10 minutes. After cooling to room temperature (25°C), the precipitate was collected by filtration and dried, yielding 0.5 g of Exemplified Compound 1-30.

[0282] 1 The structure of Exemplary Compound 1-30 was confirmed to be the above structure by 1 H-NMR. The NMR data of Exemplary Compound 1-30 are shown below.

[0283] (Example Compound 1-30) 1 H-NMR(CDCl3) δ = 1.04 (t, 6H), 2.18 (s, 6H), 2.42 (q, 4H), 2.61 (s,6H), 5.18 (d, 2H), 5.65 (d, 2H), 5.96 (s, 4H), 6.61 (dd, 2H), 6.76 (d, 4H), 7.17 (d, 4H)

[0284] Example 3: Synthesis of exemplary compounds 1-53 First, intermediate 1-53a was synthesized as follows.

[0285] [ka]

[0286] To a 50 mL recovery flask were added 0.83 g of 3-(2-methacryloyloxyethoxycarbonyl)-2,4-dimethylpyrrole, 0.42 g of 3,4-dimethoxy-3-cyclobutene-1,2-dione, and 4 mL of acetic acid. The mixture in the recovery flask was stirred at 40°C for 6 hours. The reaction mixture was cooled to room temperature (25°C). Ethyl acetate and water were added to the cooled reaction mixture, and the mixture was separated. The organic layer was washed with aqueous sodium bicarbonate and then concentrated under reduced pressure. The residue was purified by silica gel chromatography to obtain 0.27 g of intermediate 1-53a.

[0287] Intermediate 1-53b was then synthesized as follows.

[0288] [ka]

[0289] To a 50 mL recovery flask were added 0.25 g of 1-53a, 2 mL of acetic acid, 1 mL of water, and 100 μL of concentrated hydrochloric acid. The mixture in the recovery flask was stirred at 60°C for 3 hours. The reaction mixture was cooled to room temperature (25°C). Ethyl acetate and water were added to the cooled reaction mixture, and the mixture was separated. The organic layer was washed with aqueous sodium bicarbonate and then concentrated under reduced pressure. The residue was purified by silica gel chromatography to obtain 0.10 g of intermediate 1-53b.

[0290] Next, Exemplary Compound 1-53 was synthesized as follows.

[0291] [ka]

[0292] A 50 mL recovery flask equipped with a Dean-Stark trap was charged with 0.10 g of I-53b, 0.04 g of phloroglucinol, 4 mL of 2-butanol, and 8 mL of toluene. The Dean-Stark trap was then filled with a 2-butanol / toluene solution (volume ratio: 1 / 2). The mixture in the recovery flask was heated under reflux for 3 hours, and the resulting water was distilled off into the Dean-Stark trap. The reaction mixture was cooled to room temperature (25°C) and concentrated under reduced pressure. The residue was purified by silica gel chromatography. 3 mL of methanol was added to the resulting compound, and the mixture was stirred at room temperature (25°C) for 30 minutes. The precipitate was collected by filtration and dried to obtain 0.02 g of exemplary compound I-53. MS(m / z)=456.1([M+1] + )

[0293] (Comparative Example 1: Comparative Compound R-1) Exemplary compound No. 3 described in JP 2019-12159 A was synthesized and used as comparative compound R-1. The structure and NMR data of comparative compound R-1 are shown below.

[0294] [ka]

[0295] 1 H-NMR(CDCl3) δ = 1.08 (t, 6H), 2.34 (s, 6H), 2.43 (q, 4H), 2.56 (s,6H), 9.94 (br.s, 2H)

[0296] (Comparative Example 2: Comparative Compound R-2) Example compound XXIIa described in JP-A-2013-535558 was synthesized and used as comparative compound R-2. The structure and NMR data of comparative compound R-2 are shown below.

[0297] [ka]

[0298] 1 H-NMR(CDCl3) δ = 1.92 (s, 12H), 2.36 (s, 6H), 3.89 (t, 8H), 4.43 (t, 8H), 5.59 (s, 4H), 6.09 (s, 4H), 6.62 (dd, 2H), 8.41 (d, 2H), 8.49 (d, 2H), 12.11 (s, 2H)

[0299] (Comparative Example 3: Comparative Compound R-3) The following compound, which does not have a polymerizable group, was synthesized as the compound described in Comparative Example 2 (i.e., comparative compound R-2) and used as comparative compound R-3. The structure and NMR data of comparative compound R-3 are shown below.

[0300] [ka]

[0301] 1 H-NMR(CDCl3) δ = 12.11 (s, 2H), 8.43 (d, 2H), 8.26 (d, 2H), 6.46 (dd, 2H), 3.53(q, 8H), 2.36 (s, 6H), 1.29 (t, 12H)

[0302] <Spectral characteristics> The absorption spectrum of each compound of Examples 1 to 3 and Comparative Examples 1 to 3 was measured according to the following procedure, and the maximum absorption wavelength (λmax), molar absorption coefficient (ε), and width of the absorption spectrum at absorbance corresponding to half of the maximum absorbance (i.e., half-width) were determined. The results are shown in Table 1. Chloroform was used as the solvent, and the concentration in chloroform was 5 × 10 -6 The compounds were dissolved in solutions to give a concentration of 1000 mol / L (liters; the same applies hereinafter). Each of the prepared solutions was placed in a 1 cm cell, and the absorption spectrum was measured using a spectrophotometer (trade name: U-4100, manufactured by Hitachi, Ltd.) as a measuring device.

[0303] [Table 1]

[0304] <Solubility> The solubility of each compound of Examples 1 to 3 and Comparative Examples 1 to 3 in an organic solvent was measured according to the following procedure. 20.0 mg of the compound was weighed into a container, 2 mL of ethyl acetate was added, and the mixture was stirred at 40° C. for 10 minutes. After stirring, the presence or absence of undissolved compound was confirmed visually. The absence of undissolved compound indicates that the solubility of the compound is 1% by mass or more.

[0305] Exemplary Compounds 1-13, 1-30, and 1-53, which are compounds according to the present disclosure, were completely dissolved in ethyl acetate, an organic solvent, and no residue was observed. On the other hand, Comparative Compounds R-1, R-2, and R-3 were not completely dissolved in ethyl acetate, an organic solvent, and no residue was observed. From the above results, it was confirmed that the compounds according to the present disclosure have superior solubility in organic solvents compared to conventional squarylium compounds that do not have a polymerizable group. It was also confirmed that the compounds according to the present disclosure have superior solubility in organic solvents compared to known squarylium compounds that have a polymerizable group.

[0306] Example 4 1. Preparation of Polymerizable Composition P1 A polymerizable composition P1 having the following composition was prepared. The following components were mixed to obtain a polymerizable composition P1.

[0307] -Composition of polymerizable composition P1- Exemplified compound 1-13 0.3 parts by mass ·Resin 10.6 parts by mass [Benzyl methacrylate / acrylic acid copolymer (monomer mass ratio: 70 / 30)] ·Polymerizable compound 31.7 parts by mass [Dipentaerythritol hexaacrylate, manufactured by Tokyo Chemical Industry Co., Ltd.] Photopolymerization initiator (1) 6.3 parts by mass [IRGACURE (registered trademark) OXE01, manufactured by BASF] Photopolymerization initiator (2) 2.1 parts by mass [2,4-Diethylthioxanthone, manufactured by Tokyo Chemical Industry Co., Ltd.] Solvent (1) 28.6 parts by mass [Propylene glycol monomethyl ether acetate, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.] Solvent (2) 20.4 parts by mass [Cyclohexanone, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.]

[0308] 2. Preparation of Cured Film E1 The polymerizable composition P1 was applied by spin coating onto a glass substrate measuring 20 mm × 20 mm to form a polymerizable composition layer C1, which was a coating film of the polymerizable composition P1. The formed polymerizable composition layer C1 was dried at 80°C for 3 minutes. Next, the dried polymerizable composition layer C1 was exposed to UV-LED black light (product name: LLHA 165×25-22UV365YS1C, emission wavelength: 365 nm, manufactured by ITEC Systems Co., Ltd.) to obtain a semi-cured photocured film D1. The exposure dose was 20 mJ / cm2 averaged over the exposed area. 2 A gap of 100 μm was provided between the coating and the substrate, and the substrate was irradiated with light for 5 seconds, with an integrated exposure of 85 mJ / cm 365 nm. 2 The light intensity was set to be: Next, the photocured film D1 was heated at 190° C. for 20 minutes to completely cure it, thereby obtaining a cured film E1.

[0309] <Comparative Example 4> 1. Preparation of Polymerizable Composition P2 A polymerizable composition P2 was obtained in the same manner as in the preparation of the polymerizable composition P1, except that "exemplified compound 1-13" was changed to "comparative compound R-1".

[0310] 2. Preparation of Cured Film E2 A cured film E2 was obtained in the same manner as in the preparation of the cured film E1, except that the "polymerizable composition P1" was changed to the "polymerizable composition P2".

[0311] <Comparative Example 5> 1. Preparation of Polymerizable Composition P3 A polymerizable composition P3 was obtained in the same manner as in the preparation of the polymerizable composition P1, except that "exemplified compound 1-13" was changed to "comparative compound R-2".

[0312] 2. Preparation of Cured Film E3 A cured film E3 was obtained in the same manner as in the preparation of the cured film E1, except that the "polymerizable composition P1" was changed to the "polymerizable composition P3".

[0313] <Comparative Example 6> 1. Preparation of Polymerizable Composition P4 A polymerizable composition P4 was obtained in the same manner as in the preparation of the polymerizable composition P1, except that "exemplified compound 1-13" was changed to "comparative compound R-3".

[0314] 2. Preparation of Cured Film E4 Cured film E4 was obtained in the same manner as in the preparation of cured film E1, except that "polymerizable composition P1" was replaced with "polymerizable composition P4." However, "comparative compound R-3" had very low solubility in organic solvents (i.e., solvents (1) and (2)). Therefore, the obtained photocured film D4 and cured film E4 were not films for which spectroscopic properties could be evaluated, and therefore the following evaluation tests were not performed.

[0315] <Spectral characteristics> The absorption spectra of photocured films D1 to D3 and cured films E1 to E3 were measured using a spectrophotometer (product name: U-4100, manufactured by Hitachi, Ltd.) The maximum absorption wavelength (λmax), absorbance at the maximum absorption wavelength (λmax), and half-value width were determined. The absorption spectra of cured films E1, E2, and E3 are shown in Figures 1, 2, and 3, respectively. Table 2 shows the maximum absorption wavelength (λmax), absorbance at the maximum absorption wavelength (λmax), and half-width for photocured films D1 to D3 and cured films E1 to E3. Photocured film D3 had very low absorbance at the maximum absorption wavelength (λmax), making it difficult to determine the half-value width and making it impossible to evaluate. In Table 2, this is indicated by "-".

[0316] [Table 2]

[0317] As shown in Table 2 and FIG. 1, when the compound according to the present disclosure was used, no significant changes were observed in the absorbance and half-width of the cured film before and after curing by heating. On the other hand, as shown in Table 2 and Figure 2, when a conventional squarylium compound having a pyrrole ring without a polymerizable group as the basic nucleus was used, a significant decrease in absorbance and a widening of the half-value width of the cured film were confirmed before and after curing by heating. Furthermore, as shown in Table 2 and Figure 3, when a known squarylium compound having a polymerizable group was used, the absorbance of the cured film was confirmed to be significantly lower. Furthermore, when a known squarylium compound without a polymerizable group was used, the solubility in organic solvents was so low that a film whose spectroscopic properties could be evaluated could not be obtained. The compound according to the present disclosure has a specific structure with polymerizable group, and therefore has excellent solubility in organic solvent, and therefore it is considered that the bleeding out from the formed film is suppressed.In addition, the compound according to the present disclosure has polymerizable group, and is fixed to the cured film by polymerization reaction caused by light irradiation, and therefore, in the process of being completely cured by heating, it is considered that the bleeding out from the film is suppressed compared with the conventional squarylium compound that has no polymerizable group and has a pyrrole ring as basic nucleus.From the above, it is estimated that when the compound according to the present disclosure is used, the deterioration of spectroscopic properties is unlikely to occur.

[0318] The disclosures of Japanese Patent Application No. 2022-054280, filed on March 29, 2022, and Japanese Patent Application No. 2022-122246, filed on July 29, 2022, are incorporated herein by reference in their entireties. All publications, patent applications, and technical standards mentioned in this specification are herein incorporated by reference to the same extent as if each individual publication, patent application, or technical standard was specifically and individually indicated to be incorporated by reference.

Claims

1. A compound represented by the following formula (X): 【Chemistry 1】 In formula (X), R １ , R ３ , and R5 each independently represent an alkyl group or a polymerizable group having an ethylenically unsaturated bond, and R7 represents a hydrogen atom, an alkyl group, or a polymerizable group having an ethylenically unsaturated bond. １ and R ３ , R ３ and R ５ , and R ５ and R ７ may be bonded to each other to form a ring. Ring A represents a benzene ring which may be unsubstituted or substituted with a substituent selected from the group consisting of an alkyl group, a hydroxy group, and a polymerizable group having an ethylenically unsaturated bond. However, at least one of the substituents in formula (X) represents a group containing a polymerizable group having an ethylenically unsaturated bond. The group containing a polymerizable group having an ethylenically unsaturated bond is a group containing a group represented by the following formula (2) or a group containing a group represented by the following formula (3): 【Chemistry 2】 In formula (2), X represents a single bond or an alkylene group, Y represents a single bond, —O— or —NR 16 —, R 16 represents a hydrogen atom or an alkyl group, and R 10 represents a hydrogen atom or an alkyl group. * represents a bonding position. In formula (3), R 11 , R 12 , R 13 , R 14 and R 15 each independently represent a hydrogen atom, a halogen group, an alkyl group, an alkoxy group or a vinyl group, and Z represents a single bond or an alkylene group. * represents a bonding position, provided that at least one of R 11 , R 12 , R 13 , R 14 and R 15 represents a vinyl group.

2. A compound represented by the following formula (1): 【Transformation 3】 In formula (1), R １ , R ３ , R ５ , and R7 each independently represent a substituent selected from the group consisting of a hydrogen atom or an alkyl group, a hydroxy group, and a polymerizable group having an ethylenically unsaturated bond, R2, R4, and R6 each independently represent an alkyl group or a polymerizable group having an ethylenically unsaturated bond, and R8 represents a hydrogen atom, an alkyl group, or a polymerizable group having an ethylenically unsaturated bond. １ and R ３ , R ２ and R ４ , R ３ and R ５ , R ４ and R ６ , R ５ and R ７ , and R ６ and R ８ may be bonded to each other to form a ring. １ , R ２ , R ３ , R ４ , R ５ , R ６ , R ７ and R ８ at least one of represents a group containing a polymerizable group having an ethylenically unsaturated bond, The group containing a polymerizable group having an ethylenically unsaturated bond is a group containing a group represented by the following formula (2) or a group containing a group represented by the following formula (3): 【Chemistry 4】 In formula (2), X represents a single bond or an alkylene group, Y represents a single bond, —O— or —NR 16 —, R 16 represents a hydrogen atom or an alkyl group, and R 10 represents a hydrogen atom or an alkyl group. * represents a bonding position. In formula (3), R 11 , R 12 , R 13 , R 14 and R 15 each independently represent a hydrogen atom, a halogen group, an alkyl group, an alkoxy group or a vinyl group, and Z represents a single bond or an alkylene group. * represents a bonding position, provided that at least one of R 11 , R 12 , R 13 , R 14 and R 15 represents a vinyl group.

3. 2. The compound of claim 1 which is a squarylium dye.

4. A polymerizable composition comprising the compound according to any one of claims 1 to 3 and a polymerizable compound.

5. 5. The polymerizable composition according to claim 4, wherein the polymerizable compound is at least one selected from the group consisting of (meth)acrylic acid, a (meth)acrylic acid amide compound, a (meth)acrylic acid ester compound, and a styrene compound.

6. The polymerizable composition of claim 4 further comprising an ultraviolet absorber.

7. The polymerizable composition according to claim 4 , further comprising a polymer compound.

8. A resin composition comprising the compound according to any one of claims 1 to 3 and a resin.

9. A polymer comprising a structural unit derived from the compound according to any one of claims 1 to 3.

10. A cured product of the polymerizable composition according to claim 4.

11. The cured product according to claim 10, which is an optical filter.

12. The cured product according to claim 10, wherein the maximum absorption wavelength is in the range of 550 nm to 610 nm.

13. A laminate comprising a support and the cured product according to claim 10.

14. The laminate according to claim 13, wherein the maximum absorption wavelength is in the range of 550 nm to 610 nm.

15. A method for producing the compound of claim 1, A method for producing a compound, comprising reacting a compound represented by the following formula (4) with an aromatic compound in a solvent containing an alcohol: 【Transformation 5】 In formula (4), R １ａ , R ３ａ and R5a each independently represent an alkyl group or a polymerizable group having an ethylenically unsaturated bond, and R7a represents a hydrogen atom, an alkyl group, or a polymerizable group having an ethylenically unsaturated bond. １ａ and R ３ａ , R ３ａ and R ５ａ , and R ５ａ and R ７ａ may be bonded to each other to form a ring. １ａ , R ３ａ , R ５ａ and R ７ａ At least one of the above represents a group containing a polymerizable group having an ethylenically unsaturated bond, and the polymerizable group having an ethylenically unsaturated bond is a group containing a group represented by the above formula (2) or a group containing a group represented by the above formula (3).

16. A method for producing the compound according to claim 2, A method for producing a compound, comprising reacting a compound represented by the following formula (4) with a compound represented by the following formula (5) in a solvent containing alcohol: 【Transformation 6】 In formula (4) and formula (5), R １ａ , R ３ａ , R ５ａ and R7a each independently represent a substituent selected from the group consisting of a hydrogen atom or an alkyl group, a hydroxy group, and a polymerizable group having an ethylenically unsaturated bond, R2a, R4a, and R6a each independently represent an alkyl group or a polymerizable group having an ethylenically unsaturated bond, and R8a represents a hydrogen atom, an alkyl group, or a polymerizable group having an ethylenically unsaturated bond. １ａ and R ３ａ , R ２ａ and R ４ａ , R ３ａ and R ５ａ , R ４ａ and R ６ａ , R ５ａ and R ７ａ , and R ６ａ and R ８ａ may be bonded to each other to form a ring. １ａ , R ２ａ , R ３ａ , R ４ａ , R ５ａ , R ６ａ , R ７ａ and R ８ａ At least one of the above represents a group containing a polymerizable group having an ethylenically unsaturated bond, and the polymerizable group having an ethylenically unsaturated bond is a group containing a group represented by the above formula (2) or a group containing a group represented by the above formula (3).

17. A method for producing the compound according to claim 2, A method for producing a compound, comprising reacting a compound represented by the following formula (6) with a compound represented by the following formula (7) in a solvent containing alcohol: 【Transformation 7】 In formula (6), R １ｂ , R ３ｂ and R5b each independently represent an alkyl group or a polymerizable group having an ethylenically unsaturated bond, and R7b represents a hydrogen atom, an alkyl group, or a polymerizable group having an ethylenically unsaturated bond. １ｂ and R ３ｂ , R ３ｂ and R ５ｂ , and R ５ｂ and R ７ｂ may be bonded to each other to form a ring. １ｂ , R ３ｂ , R ５ｂ and R ７ａ At least one of the above represents a group containing a polymerizable group having an ethylenically unsaturated bond, and the polymerizable group having an ethylenically unsaturated bond is a group containing a group represented by the above formula (2) or a group containing a group represented by the above formula (3).

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