Pressure-sensitive adhesive composition

Abstract

To provide an adhesive layer that has a sufficient ultraviolet absorbing ability even when reduced in thickness, reduces the occurrence of bleedout, and reduces the absorption of visible light around at a wavelength of 420 nm, and an adhesive composition for forming the adhesive layer.SOLUTION: An adhesive composition contains a resin (A), a light selection absorption compound (B) that has a merocyanine structure in the molecule and shows a maximum absorption at a wavelength of 360 nm or more, and a light selection absorption compound (C) that has a polymerizable group in the molecule and shows a maximum absorption at a wavelength of less than 360 nm. Preferably the adhesive composition further contains an initiator.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to a pressure-sensitive adhesive composition, a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition, and an optical laminate in which the pressure-sensitive adhesive layer is laminated. [Background technology]

[0002] Display devices (FPD: Flat Panel Displays) such as organic electroluminescence displays (organic EL display devices) and liquid crystal display devices use a variety of components, including display elements such as organic EL elements and liquid crystal cells, and optical films such as polarizing plates. Among these components, the liquid crystal compounds used in organic EL elements and liquid crystal cells often have relatively poor weather resistance, making deterioration due to ultraviolet (UV) rays a common problem. To solve this problem, Patent Document 1 describes an ultraviolet absorbing (shielding) pressure-sensitive adhesive composition containing an acrylic resin and a triazine-based ultraviolet absorber, and also describes a 15 μm-thick pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] Japanese Patent Application Laid-Open No. 2008-248131 Summary of the Invention [Problem to be solved by the invention]

[0004] In recent years, there has been a demand for organic electroluminescence (EL) display devices and liquid crystal display devices to be significantly thinner, and there has also been a demand for significantly thinner components used in these devices. Therefore, there is a demand for thinner ultraviolet-absorbing (shielding) pressure-sensitive adhesive layers themselves. However, simply thinning the ultraviolet-absorbing (shielding) pressure-sensitive adhesive layer (to less than 12 μm, for example) reduces the ultraviolet absorption performance of the pressure-sensitive adhesive layer. On the other hand, increasing the amount of ultraviolet absorber added in an attempt to thin the pressure-sensitive adhesive layer while maintaining the ultraviolet absorption performance can cause problems such as bleed-out of the ultraviolet absorber and coloration due to absorption of visible light with wavelengths of 420 nm or more. [Means for solving the problem]

[0005] The present invention includes the following inventions. [1] Resin (A), A photoselective absorption compound (B) containing a merocyanine structure in the molecule and showing a maximum absorption at wavelengths of 360 nm or more, and A pressure-sensitive adhesive composition comprising a photoselective absorption compound (C) that contains a polymerizable group in the molecule and exhibits a maximum absorption in the wavelength region of 300 nm or more and less than 360 nm. [2] The pressure-sensitive adhesive composition according to [1], further comprising an initiator (D). [3] The pressure-sensitive adhesive composition according to [2], wherein the initiator (D) is a radical generator. [4] The pressure-sensitive adhesive composition according to [2] or [3], wherein the initiator (D) is a photoradical generator. [5] The pressure-sensitive adhesive composition according to any one of [2] to [4], wherein the initiator (D) is an oxime ester-based photoradical generator. [6] The pressure-sensitive adhesive composition according to any one of [1] to [5], further comprising a radically curable component (E). [7] The pressure-sensitive adhesive composition according to [6], wherein the radical-curable component (E) is a (meth)acrylate compound. [8] The pressure-sensitive adhesive composition according to [6] or [7], wherein the radically curable component (E) is a polyfunctional (meth)acrylate compound. [9] The pressure-sensitive adhesive composition according to any one of [1] to [8], further comprising a crosslinking agent (F).

[10] The pressure-sensitive adhesive composition according to [9], wherein the crosslinking agent (F) is an isocyanate-based crosslinking agent.

[11] The pressure-sensitive adhesive composition according to any one of [1] to

[10] , wherein the resin (A) has a glass transition temperature of 40° C. or lower.

[12] The pressure-sensitive adhesive composition according to

[11] , wherein the resin (A) having a glass transition temperature of 40°C or lower is a (meth)acrylic resin.

[13] The pressure-sensitive adhesive composition according to any one of [1] to

[12] , wherein the light-selective absorption compound (B) contains a merocyanine structure in the molecule and exhibits maximum absorption at wavelengths of 360 nm or more, and satisfies the following formula (1): ε(380)≧ 25 (1) [In formula (1), ε(380) represents the gram absorption coefficient at a wavelength of 380 nm of the light-selective absorption compound (B), which contains a merocyanine structure in its molecule and exhibits a maximum absorption at wavelengths of 360 nm or greater. The unit of the gram absorption coefficient is L / (g cm)].

[14] The pressure-sensitive adhesive composition according to any one of [1] to

[13] , wherein the light-selective absorption compound (B) contains a merocyanine structure in the molecule and exhibits a maximum absorption at a wavelength of 360 nm or more, and satisfies the following formula (2): ε(380) / ε(420)≧ 20 (2) [In formula (2), ε(380) represents the gram absorption coefficient at a wavelength of 380 nm of a light-selective absorption compound (B) that contains a merocyanine structure in its molecule and exhibits a maximum absorption at a wavelength of 360 nm or more, ε(420) represents the gram absorption coefficient at a wavelength of 420 nm of the photoselective absorption compound (B) that contains a merocyanine structure in its molecule and exhibits a maximum absorption at wavelengths of 360 nm or more.

[15] The pressure-sensitive adhesive composition according to any one of [1] to

[14] , wherein the light-selective absorption compound (B) containing a merocyanine structure in the molecule and showing a maximum absorption at a wavelength of 360 nm or more is a compound represented by formula (Y): [ka] [In formula (Y), R Y3 , R Y4 and R Y5 each independently represents an electron-withdrawing group. R Y1 , R Y2 , R Y6 and R Y7 each independently represents a hydrogen atom, a heterocyclic group, a halogen atom, a nitro group, a cyano group, a hydroxy group, a thiol group, a carboxy group, -SCF3, -SF5, -SF3, -SO3H, -SO2H, an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, and -CH2- or -CH= contained in the aliphatic hydrocarbon group or the aromatic hydrocarbon group is not represented by -NR 1A -, -SO2-, -CO-, -O-, -COO-, -OCO-, -CONR 2A -, -NR 3A It may be substituted with -CO-, -S-, -SO-, -SO2-, -CF2- or -CHF-. R 1A , R 2A and R 3A each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. R Y1 and R Y2 may be linked to each other to form a ring. R Y1 and R Y6 may be linked to each other to form a ring. R Y4 and R Y5 may be linked to each other to form a ring.

[16] The pressure-sensitive adhesive composition according to any one of [1] to

[14] , wherein the light-selective absorption compound (B) containing a merocyanine structure in the molecule and showing a maximum absorption at a wavelength of 360 nm or more is a compound having a molecular weight of 3,000 or less and a partial structure represented by formula (X). [ka] [In formula (X), ring W 1 represents a ring structure that has at least one double bond as a ring component and does not have aromaticity. R 3represents a heterocyclic group, a halogen atom, a nitro group, a cyano group, a hydroxy group, a thiol group, a carboxy group, -SF5, -SF3, -SO3H, -SO2H, an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, and -CH2- or -CH= contained in the aliphatic hydrocarbon group or aromatic hydrocarbon group is not -O-, -S-, -NR 1xA -, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CONR 2xA -, -NR 3xA -CO-, -O-CO-NR 4xA -, -NR 5xA -CO-O-, -NR 6xA -CO-NR 7xA -, -CO-S-, -S-CO-S-, -S-CO-NR 8xA -, -NR 9xA -CO-S-, -CS-, -O-CS-, -CS-O-, -NR 10xA -CS-, -NR 11xA It may be substituted by -CS-S-, -S-CS-, -CS-S-, -S-CS-S-, -SO- or -SO2-. R 1xA , R 2xA , R 3xA , R 4xA , R 5xA , R 6xA , R 7xA , R 8xA , R 9xA , R 10xA and R 11xA each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.]

[17] The pressure-sensitive adhesive composition according to

[16] , wherein the compound having a molecular weight of 3,000 or less and a partial structure represented by formula (X) is any one of the compounds represented by formulas (I) to (VIII). [ka] [ka] [In formulas (I) to (VIII), Ring W 1 and R 3 represents the same meaning as above. Ring W 2 , Tamaki W 3 , Tamaki W 4 , Tamaki W 5 , Tamaki W 6 , Tamaki W 7 , Tamaki W 8 , Tamaki W 9 , Tamaki W 10 , Tamaki W 11 and Ring W 12 each independently represents a ring structure having at least one double bond as a ring component. Ring W 111 represents a ring having at least two nitrogen atoms as constituent elements. Ring W 112 and Ring W 113 each independently represents a ring having at least one nitrogen atom as a constituent element. R 1 , R 41 , R 51 , R 61 , R 91 , R 101 , R 111 , R 2 , R 12 , R 42 , R 52 , R 62 , R 72 , R 82 , R 92 , R 102 and R 112 each independently represents a hydrogen atom, a heterocyclic group, a halogen atom, a nitro group, a cyano group, a hydroxy group, a thiol group, a carboxy group, -SF5, -SF3, -SO3H, -SO2H, an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, and -CH2- or -CH= contained in the aliphatic hydrocarbon group or the aromatic hydrocarbon group is not represented by -NR 12A -, -SO2-, -CO-, -O-, -COO-, -OCO-, -CONR 13A -, -NR 14A It may be substituted with -CO-, -S-, -SO-, -CF2- or -CHF-. R 13 , R 23 , R 33 , R 43 , R 53 , R 63 , R 73 , R 83 , R 93 , R 103 and R 113 each independently represents a heterocyclic group, a halogen atom, a nitro group, a cyano group, a hydroxy group, a thiol group, a carboxy group, -SF5, -SF3, -SO3H, -SO2H, an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, and -CH2- or -CH= contained in the aliphatic hydrocarbon group or the aromatic hydrocarbon group is not -O-, -S-, -NR 1A -, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CONR 2A -, -NR 3A -CO-, -O-CO-NR 4A -, -NR 5A -CO-O-, -NR 6A -CO-NR 7A -, -CO-S-, -S-CO-S-, -S-CO-NR 8A -, -NR 9A -CO-S-, -CS-, -O-CS-, -CS-O-, -NR 10A -CS-, -NR 11A It may be substituted by -CS-S-, -S-CS-, -CS-S-, -S-CS-S-, -SO- or -SO2-. R 1A , R 2A , R 3A , R 4A , R 5A , R 6A , R 7A , R 8A , R 9A , R 10A , R 11A , R 12A , R 13A and R 14A each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. R 4 , R 14 , R24 , R 34 , R 44 , R 54 , R 64 , R 74 , R 84 , R 94 , R 104 , R 114 , R 5 , R 15 , R 25 , R 35 , R 75 and R 85 each independently represents an electron-withdrawing group. R 1 and R 2 may be bonded to each other to form a ring. R 41 and R 42 may be bonded to each other to form a ring. R 51 and R 52 may be bonded to each other to form a ring. R 61 and R 62 may be bonded to each other to form a ring. R 91 and R 92 may be bonded to each other to form a ring. R 101 and R 102 may be bonded to each other to form a ring. R 111 and R 112 may be bonded to each other to form a ring. R 2 and R 3 may be bonded to each other to form a ring. R 12 and R 13 may be bonded to each other to form a ring. R 42 and R 43 may be bonded to each other to form a ring. R 52 and R 53 may be bonded to each other to form a ring. R 62 and R 63 may be bonded to each other to form a ring. R 72 and R 73 may be bonded to each other to form a ring. R 82 and R 83 may be bonded to each other to form a ring. R 92 and R 93 may be bonded to each other to form a ring. R 102 and R 103 may be bonded to each other to form a ring. R 112 and R 113 may be bonded to each other to form a ring. R 4 and R 5 may be bonded to each other to form a ring. R 14 and R 15 may be bonded to each other to form a ring. R 24 and R 25 may be bonded to each other to form a ring. R 34 and R 35 may be bonded to each other to form a ring. R 74 and R 75 may be bonded to each other to form a ring. R 84 and R 85 may be bonded to each other to form a ring. R 6 and R 8 each independently represents a divalent linking group. R 7 represents a single bond or a divalent linking group. R 9 and R 10 each independently represents a trivalent linking group. R 11 represents a tetravalent linking group.

[18] A pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition according to any one of [1] to

[17] .

[19] The pressure-sensitive adhesive layer according to

[18] , wherein the pressure-sensitive adhesive layer satisfies the following formula (3): A(380)≧0.60 (3) [In formula (3), A(380) represents absorbance at a wavelength of 380 nm.]

[20] The pressure-sensitive adhesive layer according to

[18] or

[19] , further satisfying the following formula (4): A(380) / A(420)≧5 (4) [In formula (4), A(380) represents the absorbance at a wavelength of 380 nm, and A(420) represents the absorbance at a wavelength of 420 nm.]

[21] The pressure-sensitive adhesive layer according to any one of

[18] to

[20] , wherein the thickness of the pressure-sensitive adhesive layer is 10 μm or less.

[22] An optical film with a pressure-sensitive adhesive layer, comprising the pressure-sensitive adhesive layer according to any one of

[18] to

[21] and an optical film laminated on at least one surface of the pressure-sensitive adhesive layer.

[23] The pressure-sensitive adhesive layer-attached optical film according to

[22] , wherein the optical film is a polarizing plate.

[24] An image display device comprising the pressure-sensitive adhesive layer-attached optical film according to

[22] or

[23] . [Effects of the Invention]

[0006] The present invention provides a pressure-sensitive adhesive layer that has sufficient ultraviolet absorption performance even when the film thickness is thin (for example, less than 12 μm), and that exhibits little bleed-out and little absorption of visible light with a wavelength of around 420 nm, and a pressure-sensitive adhesive composition for forming the pressure-sensitive adhesive layer. [Brief explanation of the drawings]

[0007] [Figure 1] An example of the layer structure of the laminate of the present invention in which a release film is provided on the pressure-sensitive adhesive layer is shown below. [Figure 2] An example of the layer structure of the pressure-sensitive adhesive layer-attached optical film of the present invention is shown below. [Figure 3] An example of the layer structure of the pressure-sensitive adhesive layer-attached optical film of the present invention is shown below. [Figure 4] An example of the layer structure of the optical laminate of the present invention is shown below. [Figure 5] An example of the layer structure of the optical laminate of the present invention is shown below. DETAILED DESCRIPTION OF THE INVENTION

[0008] <Adhesive composition> The pressure-sensitive adhesive composition of the present invention contains the following (Z-1) to (Z-3). (Z-1): Resin (A) (Z-2): A light-selective absorbing compound (B) that contains a merocyanine structure in the molecule and exhibits a maximum absorption at wavelengths of 360 nm or more (hereinafter, sometimes referred to as light-selective absorbing compound (B)). (Z-3): A light-selective absorbing compound (C) that has a polymerizable group in the molecule and exhibits a maximum absorption in the wavelength region of 300 nm or more and less than 360 nm (hereinafter, may be referred to as light-selective absorbing compound (C)).

[0009] <Resin (A)> The resin (A) of the present invention is not particularly limited as long as it is a resin that can be used in a pressure-sensitive adhesive composition. The resin (A) preferably has a glass transition temperature (Tg) of 40°C or lower. The glass transition temperature (Tg) of the resin (A) is more preferably 20°C or lower, even more preferably 10°C or lower, and particularly preferably 0°C or lower. The glass transition temperature of the resin (A) is usually -80°C or higher, preferably -70°C or higher, more preferably -60°C or higher, even more preferably -55°C or higher, and particularly preferably -50°C or higher. A glass transition temperature of the resin (A) of 40°C or lower is advantageous in improving the adhesion of a pressure-sensitive adhesive layer formed from a pressure-sensitive adhesive composition containing the resin (A) to an adherend. A glass transition temperature of the resin (A) of -80°C or higher is advantageous in improving the durability of a pressure-sensitive adhesive layer formed from a pressure-sensitive adhesive composition containing the resin (A). The glass transition temperature can be measured by a differential scanning calorimeter (DSC). Furthermore, it is preferable that the resin (A) does not exhibit a maximum absorption in the wavelength range of 300 nm to 780 nm.

[0010] Examples of the resin (A) include (meth)acrylic resins, silicone resins, rubber resins, and urethane resins, with (meth)acrylic resins being preferred.

[0011] The (meth)acrylic resin is preferably a polymer containing structural units derived from (meth)acrylic acid esters as the main component (preferably containing 50% by mass or more). The structural units derived from (meth)acrylic acid esters may contain structural units derived from one or more monomers other than (meth)acrylic acid esters (for example, structural units derived from monomers having polar functional groups). In this specification, (meth)acrylic acid means either acrylic acid or methacrylic acid, and the "(meth)" in (meth)acrylate and the like has the same meaning.

[0012] Examples of the (meth)acrylic acid ester include (meth)acrylic acid esters represented by the following formula (a). [ka] [In formula (a), R 1A represents a hydrogen atom or a methyl group, and R 2A represents an alkyl group having 1 to 14 carbon atoms or an aromatic hydrocarbon group having 6 to 20 carbon atoms, and a hydrogen atom of the alkyl group or aromatic hydrocarbon group may be substituted with an alkoxy group having 1 to 10 carbon atoms.]

[0013] In formula (a), R 2A is preferably an alkyl group having 1 to 14 carbon atoms, and more preferably an alkyl group having 1 to 8 carbon atoms.

[0014] The (meth)acrylic acid ester represented by formula (a) includes: linear alkyl esters of (meth)acrylic acid, such as methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, n-butyl (meth)acrylate, n-pentyl (meth)acrylate, n-hexyl (meth)acrylate, n-heptyl (meth)acrylate, n-octyl (meth)acrylate, n-nonyl (meth)acrylate, n-decyl (meth)acrylate, n-dodecyl (meth)acrylate, lauryl (meth)acrylate, and stearyl (meth)acrylate; branched alkyl esters of (meth)acrylic acid, such as i-propyl (meth)acrylate, i-butyl (meth)acrylate, t-butyl (meth)acrylate, i-pentyl (meth)acrylate, i-hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, i-octyl (meth)acrylate, i-nonyl (meth)acrylate, i-stearyl (meth)acrylate, and i-amyl (meth)acrylate; alicyclic skeleton-containing alkyl esters of (meth)acrylic acid, such as cyclohexyl (meth)acrylate, isobornyl (meth)acrylate, adamantyl (meth)acrylate, dicyclopentanyl (meth)acrylate, cyclododecyl (meth)acrylate, methylcyclohexyl (meth)acrylate, trimethylcyclohexyl (meth)acrylate, tert-butylcyclohexyl (meth)acrylate, and cyclohexyl α-ethoxyacrylate; Aromatic ring skeleton-containing esters of (meth)acrylic acid, such as phenyl (meth)acrylate and benzyl (meth)acrylate; etc. Examples of the substituent-containing (meth)acrylic acid ester include 2-methoxyethyl (meth)acrylate, ethoxymethyl (meth)acrylate, phenoxyethyl (meth)acrylate, and 2-(2-phenoxyethoxy)ethyl (meth)acrylate. Examples of the (meth)acrylic acid ester include phenoxydiethylene glycol (meth)acrylate and phenoxypoly(ethylene glycol) (meth)acrylate.

[0015] These (meth)acrylic acid esters may be used alone or in combination of two or more different types.

[0016] The resin (A) of the present invention preferably contains structural units derived from (meth)acrylic acid alkyl ester (a1) of which the homopolymer has a glass transition temperature (Tg) of less than 0°C, and structural units derived from (meth)acrylic acid alkyl ester (a2) of which the homopolymer has a Tg of 0°C or higher, among (meth)acrylic acid alkyl esters. This is advantageous in terms of improving the high-temperature durability of the pressure-sensitive adhesive layer. For the Tg of the (meth)acrylic acid alkyl ester homopolymer, literature values ​​such as those in POLYMER HANDBOOK (Wiley-Interscience) can be used.

[0017] Specific examples of the (meth)acrylic acid alkyl ester (a1) include (meth)acrylic acid alkyl esters in which the alkyl group has about 2 to 12 carbon atoms, such as ethyl acrylate, n- and i-propyl acrylate, n- and i-butyl acrylate, n-pentyl acrylate, n- and i-hexyl acrylate, n-heptyl acrylate, n- and i-octyl acrylate, 2-ethylhexyl acrylate, n- and i-nonyl acrylate, n- and i-decyl acrylate, and n-dodecyl acrylate.

[0018] The (meth)acrylic acid alkyl ester (a1) may be used alone or in combination of two or more. Among them, n-butyl acrylate, n-octyl acrylate, 2-ethylhexyl acrylate, etc. are preferred from the viewpoints of conformability and reworkability when laminated on an optical film.

[0019] The (meth)acrylic acid alkyl ester (a2) is a (meth)acrylic acid alkyl ester other than the (meth)acrylic acid alkyl ester (a1). Specific examples of the (meth)acrylic acid alkyl ester (a2) include methyl acrylate, cyclohexyl acrylate, isobornyl acrylate, stearyl acrylate, t-butyl acrylate, etc.

[0020] The (meth)acrylic acid alkyl ester (a2) may be used alone or in combination of two or more. Among them, from the viewpoint of high temperature durability, the (meth)acrylic acid alkyl ester (a2) preferably contains methyl acrylate, cyclohexyl acrylate, isobornyl acrylate, or the like, and more preferably contains methyl acrylate.

[0021] The structural units derived from the (meth)acrylic acid ester represented by formula (a) preferably account for 50% by mass or more, more preferably 60 to 95% by mass, and even more preferably 65 to 95% by mass or more of all structural units contained in the (meth)acrylic resin.

[0022] The structural unit derived from a monomer other than a (meth)acrylic acid ester is preferably a structural unit derived from a monomer having a polar functional group, more preferably a structural unit derived from a (meth)acrylic acid ester having a polar functional group. Examples of the polar functional group include a hydroxyl group, a carboxyl group, a substituted or unsubstituted amino group, and a heterocyclic group such as an epoxy group. Examples of the monomer having a polar functional group include: 1-Hydroxymethyl (meth)acrylate, 1-hydroxyethyl (meth)acrylate, 1-hydroxyheptyl (meth)acrylate, 1-hydroxybutyl (meth)acrylate, 1-hydroxypentyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 2-hydroxypentyl (meth)acrylate, 2-hydroxyhexyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 3-hydroxybutyl (meth)acrylate, (meth)acrylate, p) 3-hydroxypentyl acrylate, 3-hydroxyhexyl (meth)acrylate, 3-hydroxyheptyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 4-hydroxypentyl (meth)acrylate, 4-hydroxyhexyl (meth)acrylate, 4-hydroxyheptyl (meth)acrylate, 4-hydroxyoctyl (meth)acrylate, 2-chloro-2-hydroxypropyl (meth)acrylate, 3-chloro-2-hydroxypropyl (meth)acrylate, 2-hydroxy-3-phenoxypropyl (meth)acrylate, 5-hydroxypentyl (meth)acrylate, 5-hydroxyhexyl (meth)acrylate, 5-hydroxyheptyl (meth)acrylate, 5-hydroxyoctyl (meth)acrylate, 5-hydroxynonyl (meth)acrylate, 6-hydroxyhexyl (meth)acrylate, 6-hydroxyheptyl (meth)acrylate, 6-hydroxyoctyl (meth)acrylate, 6-hydroxynonyl (meth)acrylate, 6-hydroxydecyl (meth)acrylate, 7-hydroxyheptyl (meth)acrylate, 7-hydroxyoctyl (meth)acrylate, 7-hydroxynonyl (meth)acrylate, 7-hydroxydecyl (meth)acrylate, 7-hydroxyundecyl (meth)acrylate, 8-hydroxyoctyl (meth)acrylate, 8-hydroxynonyl (meth)acrylate, 8-hydroxydecyl (meth)acrylate, 8-hydroxyundecyl (meth)acrylate, 8-hydroxydodecyl (meth)acrylate, 9-hydroxynonyl (meth)acrylate, 9-hydroxydecyl (meth)acrylate, 9-hydroxyundecyl (meth)acrylate, 9-hydroxydodecyl (meth)acrylate,9-Hydroxytridecyl (meth)acrylate, 10-hydroxydecyl (meth)acrylate, 10-hydroxyundecyl (meth)acrylate, 10-hydroxydodecyl (meth)acrylate, 10-hydroxytridecyl acrylate, 10-hydroxytetradecyl (meth)acrylate, 11-hydroxyundecyl (meth)acrylate, 11-hydroxydodecyl (meth)acrylate, 11-hydroxytridecyl (meth)acrylate, 11-hydroxytetradecyl (meth)acrylate, 11-hydroxypentadecyl (meth)acrylate, ) Monomers having a hydroxy group, such as 12-hydroxydodecyl acrylate, 12-hydroxytridecyl (meth)acrylate, 12-hydroxytetradecyl (meth)acrylate, 13-hydroxypentadecyl (meth)acrylate, 13-hydroxytetradecyl (meth)acrylate, 13-hydroxypentadecyl (meth)acrylate, 14-hydroxytetradecyl (meth)acrylate, 14-hydroxypentadecyl (meth)acrylate, 15-hydroxypentadecyl (meth)acrylate, and 15-hydroxyheptadecyl (meth)acrylate; Monomers having a carboxyl group, such as (meth)acrylic acid, carboxyalkyl (meth)acrylates (for example, carboxyethyl (meth)acrylate, carboxypentyl (meth)acrylate), maleic acid, maleic anhydride, fumaric acid, and crotonic acid; Monomers having a heterocyclic group, such as acryloylmorpholine, vinylcaprolactam, N-vinyl-2-pyrrolidone, vinylpyridine, tetrahydrofurfuryl (meth)acrylate, caprolactone-modified tetrahydrofurfuryl acrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, glycidyl (meth)acrylate, and 2,5-dihydrofuran; Examples include monomers having a substituted or unsubstituted amino group, such as aminoethyl (meth)acrylate, N,N-dimethylaminoethyl (meth)acrylate, and dimethylaminopropyl (meth)acrylate. Among these, from the viewpoint of the reactivity between the (meth)acrylic acid ester polymer and the crosslinking agent, a monomer having a hydroxy group and a monomer having a carboxyl group are preferred, and it is more preferred to include both a monomer having a hydroxy group and a monomer having a carboxyl group.

[0023] Preferred examples of the hydroxyl group-containing monomer include 2-hydroxyethyl acrylate, 3-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, 5-hydroxypentyl acrylate, and 6-hydroxyhexyl acrylate. In particular, good durability can be achieved by using 2-hydroxyethyl acrylate, 4-hydroxybutyl acrylate, and 5-hydroxypentyl acrylate. As the monomer having a carboxyl group, it is preferable to use acrylic acid.

[0024] From the viewpoint of preventing an increase in the peel strength of a separate film that can be laminated on the outer surface of the pressure-sensitive adhesive layer, it is preferable that the (meth)acrylic resin is substantially free of structural units derived from monomers having an amino group, where "substantially free" means that the amount of such structural units is 0.1 part by mass or less per 100 parts by mass of all structural units constituting the (meth)acrylic resin.

[0025] The content of the structural units derived from the monomers having polar functional groups is preferably 20 parts by mass or less, more preferably 0.5 parts by mass or more and 15 parts by mass or less, even more preferably 0.5 parts by mass or more and 10 parts by mass or less, and particularly preferably 1 part by mass or more and 7 parts by mass or less, relative to 100 parts by mass of all structural units of the (meth)acrylic resin.

[0026] Examples of structural units derived from monomers other than (meth)acrylic acid esters include structural units derived from monomers having an aromatic group. Examples of monomers having an aromatic group include (meth)acrylic acid esters having one (meth)acryloyl group and one or more aromatic rings (e.g., benzene ring, naphthalene ring, etc.) in the molecule, such as (meth)acrylic acid esters having a phenyl group, a phenoxyethyl group, or a benzyl group. The content of the structural units derived from the monomers having an aromatic group is preferably 20 parts by mass or less, more preferably 4 to 20 parts by mass, and even more preferably 4 to 16 parts by mass, relative to 100 parts by mass of all structural units of the (meth)acrylic resin.

[0027] Examples of structural units derived from monomers other than (meth)acrylic acid esters include structural units derived from styrene-based monomers, structural units derived from vinyl-based monomers, structural units derived from monomers having multiple (meth)acryloyl groups in the molecule, and structural units derived from (meth)acrylamide-based monomers.

[0028] Examples of styrene-based monomers include styrene; alkyl styrenes such as methylstyrene, dimethylstyrene, trimethylstyrene, ethylstyrene, diethylstyrene, triethylstyrene, propylstyrene, butylstyrene, hexylstyrene, heptylstyrene, and octylstyrene; halogenated styrenes such as fluorostyrene, chlorostyrene, bromostyrene, dibromostyrene, and iodostyrene; nitrostyrene; acetylstyrene; methoxystyrene; and divinylbenzene.

[0029] Examples of vinyl monomers include fatty acid vinyl esters such as vinyl acetate, vinyl propionate, vinyl butyrate, vinyl 2-ethylhexanoate, and vinyl laurate; vinyl halides such as vinyl chloride and vinyl bromide; vinylidene halides such as vinylidene chloride; nitrogen-containing heteroaromatic vinyls such as vinylpyridine, vinylpyrrolidone, and vinylcarbazole; conjugated dienes such as butadiene, isoprene, and chloroprene; and unsaturated nitriles such as acrylonitrile and methacrylonitrile.

[0030] Examples of monomers having multiple (meth)acryloyl groups in the molecule include monomers having two (meth)acryloyl groups in the molecule, such as 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, 1,9-nonanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, and tripropylene glycol di(meth)acrylate; and monomers having three (meth)acryloyl groups in the molecule, such as trimethylolpropane tri(meth)acrylate.

[0031] Examples of (meth)acrylamide monomers include N-methylol (meth)acrylamide, N-(2-hydroxyethyl) (meth)acrylamide, N-(3-hydroxypropyl) (meth)acrylamide, N-(4-hydroxybutyl) (meth)acrylamide, N-(5-hydroxypentyl) (meth)acrylamide, N-(6-hydroxyhexyl) (meth)acrylamide, N,N-dimethyl (meth)acrylamide, N,N-diethyl (meth)acrylamide, N-isopropyl (meth)acrylamide, N-(3-dimethylaminopropyl) (meth)acrylamide, N-(1,1-dimethyl-3-oxobutyl) (meth)acrylamide, N-[2-(2-oxo-1-imidazolidinyl)ethyl] (meth)acrylamide, 2-acryloylamino-2-methyl-1-propanesulfonic acid, N-(methoxymethyl)acrylamide, N-(ethoxymethyl) (meth)acrylamide, N-(propoxymethyl)(meth)acrylamide, N-(1-methylethoxymethyl)(meth)acrylamide, N-(1-methylpropoxymethyl)(meth)acrylamide, N-(2-methylpropoxymethyl)(meth)acrylamide, N-(butoxymethyl)(meth)acrylamide, N-(1,1-dimethylethoxymethyl)(meth)acrylamide, N-(2-methoxyethyl)(meth)acrylamide, N-(2-ethoxyethyl)(meth)acrylamide Examples of such acrylamide include N-(2-methylethoxy)ethyl (meth)acrylamide, N-(2-propoxyethyl) (meth)acrylamide, N-(2-(1-methylethoxy)ethyl) (meth)acrylamide, N-(2-(1-methylpropoxy)ethyl) (meth)acrylamide, N-(2-(2-methylpropoxy)ethyl) (meth)acrylamide, N-(2-butoxyethyl) (meth)acrylamide, and N-(2-(1,1-dimethylethoxy)ethyl) (meth)acrylamide. Among these, N-(methoxymethyl)acrylamide, N-(ethoxymethyl)acrylamide, N-(propoxymethyl)acrylamide, N-(butoxymethyl)acrylamide, and N-(2-methylpropoxymethyl)acrylamide are preferred.

[0032] The weight-average molecular weight (Mw) of the (meth)acrylic resin is preferably 500,000 to 2,500,000. A weight-average molecular weight of 500,000 or more improves the durability of the pressure-sensitive adhesive layer in high-temperature environments, and facilitates the prevention of defects such as peeling between the adherend and the pressure-sensitive adhesive layer and cohesive failure of the pressure-sensitive adhesive layer. A weight-average molecular weight of 2,500,000 or less is advantageous in terms of coatability. From the viewpoint of achieving both the durability of the pressure-sensitive adhesive layer and the coatability of the pressure-sensitive adhesive composition, the weight-average molecular weight is preferably 600,000 to 1,800,000, more preferably 700,000 to 1,700,000, and particularly preferably 1,000,000 to 1,600,000. The molecular weight distribution (Mw / Mn), expressed as the ratio of the weight-average molecular weight (Mw) to the number-average molecular weight (Mn), is usually 2 to 10, preferably 3 to 8, and more preferably 3 to 6. The weight-average molecular weight can be analyzed by gel permeation chromatography and is expressed as a value converted into standard polystyrene.

[0033] When the (meth)acrylic acid resin is dissolved in ethyl acetate to prepare a solution with a concentration of 20% by mass, the viscosity at 25°C is preferably 20 Pa·s or less, and more preferably 0.1 to 15 Pa·s. A viscosity in this range is advantageous from the viewpoint of coatability when the pressure-sensitive adhesive composition is applied to a substrate. The viscosity can be measured using a Brookfield viscometer.

[0034] (Meth)acrylic resins can be produced by known methods such as solution polymerization, bulk polymerization, suspension polymerization, and emulsion polymerization, with solution polymerization being particularly preferred. Examples of solution polymerization include mixing monomers and an organic solvent, adding a thermal polymerization initiator under a nitrogen atmosphere, and stirring the mixture for approximately 3 to 15 hours at a temperature of 40 to 90°C, preferably 50 to 80°C. To control the reaction, the monomers and the thermal polymerization initiator may be added continuously or intermittently during polymerization. The monomers and the thermal polymerization initiator may be added to the organic solvent. Examples of the organic solvent include aromatic hydrocarbons such as toluene and xylene; esters such as ethyl acetate and butyl acetate; aliphatic alcohols such as propyl alcohol and isopropyl alcohol; and ketones such as acetone, methyl ethyl ketone, and methyl isobutyl ketone. Known thermal polymerization initiators can be used as the thermal polymerization initiator. Alternatively, a photopolymerization initiator may be used instead of the thermal polymerization initiator, and polymerization using ultraviolet light or the like may be performed.

[0035] The content of the resin (A) is usually 50% by mass to 99.9% by mass, preferably 60% by mass to 95% by mass, and more preferably 70% by mass to 90% by mass, based on 100% by mass of the solid content of the adhesive composition.

[0036] <Light-selective absorption compound (B)> The light-selective absorption compound (B) is a compound having a merocyanine structure in the molecule. In the present invention, the merocyanine structure refers to a partial structure represented by NC=CC=C. However, the merocyanine structure in the present invention does not contain an indole ring. Furthermore, it is preferable that the merocyanine structure in the present invention does not contain an aromatic fused ring (e.g., a benzotriazole ring, a benzimidazole ring, an isoindole ring, a quinoline ring, etc.) in which all of the partial structures represented by NC=CC=C other than the indole ring are ring components.

[0037] The light-selective absorbing compound (B) exhibits an absorption maximum at a wavelength of 360 nm or more. The light-selective absorbing compound (B) preferably exhibits an absorption maximum at a wavelength of 360 nm or more and 420 nm or less, and more preferably exhibits an absorption maximum at a wavelength of 370 nm or more and 410 nm or less. By exhibiting an absorption maximum at a wavelength of 360 nm or more, even a small amount added can efficiently absorb light at a wavelength around 380 nm.

[0038] The selective light absorption compound (B) preferably satisfies the following formula (1), and more preferably satisfies formula (2): ε(380)≧25 (1) [In formula (1), ε(380) represents the gram absorption coefficient of the light-selective absorption compound (B) at a wavelength of 380 nm. The unit of the gram absorption coefficient is L / (g cm)]. ε(380) / ε(420)≧20 (2) [In formula (2), ε(380) represents the gram absorption coefficient of the light-selective absorbing compound (B) at a wavelength of 380 nm, and ε(420) represents the gram absorption coefficient of the light-selective absorbing compound (B) at a wavelength of 420 nm. The unit of gram extinction coefficient is L / (g·cm).

[0039] The ε(380) value is preferably 30 L / (g·cm) or more, more preferably 35 L / (g·cm) or more, even more preferably 50 L / (g·cm) or more, even more preferably 100 L / (g·cm) or more, and is usually 10,000 L / (g·cm) or less. Compounds with a higher ε(380) value are more likely to absorb light with a wavelength of 380 nm and more likely to exhibit UV degradation inhibition properties. The light-selective absorption compound (B) preferably has a value of ε(380) / ε(420) of 25 or more, more preferably 35 or more, even more preferably 50 or more, and particularly preferably 100 or more. A pressure-sensitive adhesive layer formed from a pressure-sensitive adhesive composition containing a compound having a large value of ε(380) / ε(420) absorbs ultraviolet light in the vicinity of 380 nm without impairing the color expression of a display device. In addition, photodegradation of a display device such as a laminated optical film (retardation film) or an organic EL element can be suppressed.

[0040] Examples of the light-selective absorption compound (B) include compounds having a merocyanine structure described in WO 2019 / 073869 and WO 2019 / 004046.

[0041] Furthermore, the light-selective absorbing compound (B) preferably has a structure in which a carbon atom contained in the merocyanine structure is bonded to an electron-withdrawing group. Specifically, the light-selective absorbing compound (B) is preferably a merocyanine structure having a structure in which a carbon atom contained in the merocyanine structure is bonded to an electron-withdrawing group. Y3 )-C=C (where R Y3 represents an electron-withdrawing group. NC=C(R Y3 Examples of the light-selective absorption compound (B) having a partial structure represented by —C═C include compounds represented by the following formula (Y): [ka] [In formula (Y), R Y3 , R Y4 and R Y5 each independently represents an electron-withdrawing group. R Y1 , R Y2 , R Y6 and R Y7each independently represents a hydrogen atom, a heterocyclic group, a halogen atom, a nitro group, a cyano group, a hydroxy group, a thiol group, a carboxy group, -SCF3, -SF5, -SF3, -SO3H, -SO2H, an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, and -CH2- or -CH= contained in the aliphatic hydrocarbon group or the aromatic hydrocarbon group is not represented by -NR 1A -, -SO2-, -CO-, -O-, -COO-, -OCO-, -CONR 2A -, -NR 3A It may be substituted with -CO-, -S-, -SO-, -SO2-, -CF2- or -CHF-. R 1A , R 2A and R 3A each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. R Y1 and R Y2 may be linked to each other to form a ring. R Y1 and R Y6 may be linked to each other to form a ring. R Y4 and R Y5 may be linked to each other to form a ring.

[0042] R Y3 , R Y4 and R Y5 Examples of the electron-withdrawing group represented by the formula (Y-1) include a halogen atom, a nitro group, a cyano group, a carboxy group, a halogenated alkyl group, a halogenated aryl group, -OCF3, -SCF3, -SF5, -SF3, -SO3H, -SO2H, and a group represented by the formula (Y-1). [ka] [In formula (Y-1), X 1 are -CO-, -COO-, -OCO-, -CS-, -CSS-, -COS-, -CSO-, -SO2-, and -NR 223 CO- or -CONR 224 - represents. R 222 represents a hydrogen atom, an optionally substituted alkyl group having 1 to 25 carbon atoms, or an optionally substituted aromatic hydrocarbon group having 6 to 18 carbon atoms. R 223 and R 224 each independently represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a phenyl group. * represents a bond.]

[0043] Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. Examples of halogenated alkyl groups include fluoroalkyl groups such as trifluoromethyl, perfluoroethyl, perfluoropropyl, perfluoroisopropyl, perfluorobutyl, perfluorosec-butyl, perfluorotert-butyl, perfluoropentyl, and perfluorohexyl, with perfluoroalkyl groups being preferred. The halogenated alkyl group typically has 1 to 25 carbon atoms, and preferably 1 to 12 carbon atoms. The halogenated alkyl group may be linear or branched. Examples of the halogenated aryl group include a fluorophenyl group, a chlorophenyl group, and a bromophenyl group, and the like, preferably a fluoroaryl group, and more preferably a perfluoroaryl group. The number of carbon atoms in the halogenated aryl group is usually 6 to 18, and preferably 6 to 12.

[0044] X 1 is preferably —COO— or —SO 2 —. R 222 Examples of the alkyl group having 1 to 25 carbon atoms represented by the formula (R) include linear or branched alkyl groups having 1 to 25 carbon atoms, such as a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a tert-butyl group, a sec-butyl group, an n-pentyl group, an n-hexyl group, a 1-methylbutyl group, a 3-methylbutyl group, an n-octyl group, an n-decyl group, and a 2-hexyl-octyl group. 222is preferably an alkyl group having 1 to 12 carbon atoms. R 222 Examples of the substituent that the alkyl group having 1 to 25 carbon atoms represented by the following formula may have include a halogen atom and a hydroxy group. R 222 Examples of the aromatic hydrocarbon group having 6 to 18 carbon atoms represented by the formula (I) include aryl groups having 6 to 18 carbon atoms such as a phenyl group, a naphthyl group, an anthracenyl group, and a biphenyl group; and aralkyl groups having 7 to 18 carbon atoms such as a benzyl group, a phenylethyl group, and a naphthylmethyl group. R 222 Examples of the substituent that the aromatic hydrocarbon group having 6 to 18 carbon atoms represented by the following formula may have include a halogen atom and a hydroxy group. R 223 and R 224 Examples of the alkyl group having 1 to 6 carbon atoms represented by the formula (I) include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a tert-butyl group, a sec-butyl group, an n-pentyl group, an n-hexyl group, a 1-methylbutyl group, and a 3-methylbutyl group.

[0045] R Y3 is a nitro group, cyano group, -F, -OCF3, -SCF3, -SF5, -SF3, -SO2-R 222 (R 222 represents a hydrogen atom, an alkyl group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent.), preferably a fluoroalkyl group (preferably a fluoroalkyl group having 1 to 25 carbon atoms) or a fluoroaryl group (preferably a fluoroaryl group having 6 to 18 carbon atoms), more preferably a cyano group, -F, -OCF3, -SCF3 or a fluoroalkyl group (preferably a fluoroalkyl group having 1 to 25 carbon atoms), and even more preferably a cyano group.

[0046] R Y4 and R Y5 At least one selected from the group consisting of a cyano group, a nitro group, -OCF3, -SCF3, -SF5, and -CO-OR 222 , -SO2-R222 (R 222 represents a hydrogen atom, an alkyl group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent.), a fluoroalkyl group (preferably a fluoroalkyl group having 1 to 25 carbon atoms) or a fluoroaryl group (preferably a fluoroaryl group having 6 to 18 carbon atoms) is preferred. A cyano group, a nitro group, -CO-OR 222 or -SO2-R 222 and more preferably a cyano group. R Y4 and R Y5 are preferably of the same structure.

[0047] R Y4 and R Y5 may be bonded to each other to form a ring. Y4 and R Y5 The ring formed by bonding together may be a monocyclic ring or a condensed ring, but is preferably a monocyclic ring. Y4 and R Y5 The ring formed by bonding together may contain a heteroatom (nitrogen atom, oxygen atom, sulfur atom) or the like as a ring component. R Y4 and R Y5 The ring formed by bonding to each other is usually a 3- to 10-membered ring, preferably a 5- to 7-membered ring, and more preferably a 5- or 6-membered ring. R Y4 and R Y5 Examples of the ring formed by bonding together include the structures shown below. [ka] [In the formula, * represents a bond to a carbon atom. 1E ~R 16E each independently represents a hydrogen atom or a substituent.

[0048] R Y4 and R Y5The ring formed by bonding together is a substituent (R 1E ~R 16E ) may be included. R 1E ~R 16E Examples of the substituent represented by the formula (I) include halogen atoms such as fluorine atom, chlorine atom, bromine atom, and iodine atom; alkyl groups having 1 to 12 carbon atoms such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and nonyl groups; halogenated alkyl groups having 1 to 12 carbon atoms such as fluoromethyl, difluoromethyl, trifluoromethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 1,1,2,2-tetrafluoroethyl, and 1,1,2,2,2-pentafluoroethyl groups; alkoxy groups having 1 to 12 carbon atoms such as methoxy, ethoxy, propoxy, butoxy, pentyloxy, and hexyloxy groups; methylthio, ethylthio, propylthio, butylthio, pentylthio, and hexylthio groups. alkylthio groups having 1 to 12 carbon atoms, such as the alkylthio group; fluorinated alkoxy groups having 1 to 12 carbon atoms, such as a monofluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, a 2-fluoroethoxy group, or a 1,1,2,2,2-pentafluoroethoxy group; amino groups which may be substituted with an alkyl group having 1 to 6 carbon atoms, such as an amino group, a methylamino group, an ethylamino group, a dimethylamino group, a diethylamino group, or a methylethyl group; alkylcarbonyloxy groups having 2 to 12 carbon atoms, such as a methylcarbonyloxy group or an ethylcarbonyloxy group; alkylsulfonyl groups having 1 to 12 carbon atoms, such as a methylsulfonyl group or an ethylsulfonyl group; arylsulfonyl groups having 6 to 12 carbon atoms, such as a phenylsulfonyl group; a cyano group; a nitro group; a hydroxyl group; a thiol group; a carboxy group; -SF3; -SF5, and the like. R 1E ~R 16E are each independently preferably an alkyl group having 1 to 12 carbon atoms, more preferably an alkyl group having 1 to 6 carbon atoms, and even more preferably a methyl group.

[0049] R Y1 , R Y2 , R Y6and R Y7 Examples of the aliphatic hydrocarbon group having 1 to 25 carbon atoms represented by the formula (I) include linear or branched alkyl groups having 1 to 25 carbon atoms, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, tert-butyl, sec-butyl, n-pentyl, isopentyl, n-hexyl, isohexyl, n-octyl, isooctyl, n-nonyl, isononyl, n-decyl, isodecyl, n-dodecyl, isododecyl, undecyl, lauryl, myristyl, cetyl, and stearyl; cycloalkyl groups having 3 to 25 carbon atoms, such as cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl; and cycloalkylalkyl groups having 4 to 25 carbon atoms, such as cyclohexylmethyl. R Y1 , R Y2 , R Y6 and R Y7 The aliphatic hydrocarbon groups having 1 to 25 carbon atoms represented by the following formula are each independently preferably an alkyl group having 1 to 15 carbon atoms, more preferably an alkyl group having 1 to 12 carbon atoms. R Y1 , R Y2 , R Y6 and R Y7 Examples of the substituent that the aliphatic hydrocarbon group having 1 to 25 carbon atoms represented by the following formula may have include a halogen atom, a hydroxyl group, a nitro group, a cyano group, -SO3H, a thiol group, and an amino group.

[0050] R Y1 , R Y2 , R Y6 and R Y7 -CH2- or -CH= contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms represented by the formula: 1A -, -SO2-, -CO-, -O-, -COO-, -OCO-, -CONR 2A -, -NR 3A It may be substituted with -CO-, -S-, -SO-, -CF2- or -CHF-. When the -CH2- or -CH= contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms is substituted, it is preferably substituted with -O-, -S-, -COO- or -SO2-. When —CH2— or —CH═ contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms is substituted with —O—, the aliphatic hydrocarbon group is represented by —OR 111 (R 111 is preferably an alkoxy group represented by an alkyl group having 1 to 24 carbon atoms which may have a halogen atom. Alternatively, it may be a polyalkyleneoxy group such as a polyethyleneoxy group or a polypropyleneoxy group. When —CH2— or —CH═ contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms is substituted with —S—, the aliphatic hydrocarbon group is represented by —SR 111 (R 111 is preferably an alkylthio group represented by an alkyl group having 1 to 24 carbon atoms which may have one or more halogen atoms. When —CH— or —CH═ contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms is substituted with —COO—, the aliphatic hydrocarbon group is represented by —COO—R 111 (R 111 is preferably a group represented by an alkyl group having 1 to 24 carbon atoms which may have a halogen atom). When —CH2— or —CH═ contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms is substituted with —SO2—, the aliphatic hydrocarbon group is represented by —SO2—R 111 (R 111 is preferably a group represented by an alkyl group having 1 to 24 carbon atoms which may have a halogen atom), and may be -SO2CHF2, -SO2CH2F, or the like.

[0051] R Y1 , R Y2 , R Y6 and R Y7Examples of the aromatic hydrocarbon group having 6 to 18 carbon atoms represented by the formula (I) include aryl groups having 6 to 18 carbon atoms, such as a phenyl group, naphthyl group, anthracenyl group, tetracenyl group, pentacenyl group, phenanthryl group, chrysenyl group, triphenylenyl group, tetraphenyl group, pyrenyl group, perylenyl group, coronenyl group, and biphenyl group; and aralkyl groups having 7 to 18 carbon atoms, such as a benzyl group, phenylethyl group, and naphthylmethyl group. An aryl group having 6 to 18 carbon atoms is preferred, and a phenyl group or a benzyl group is more preferred. R Y1 , R Y2 , R Y6 and R Y7 Examples of the substituent that the aromatic hydrocarbon group having 6 to 18 carbon atoms represented by the following formula may have include a halogen atom, a hydroxyl group, a thiol group, an amino group, a nitro group, a cyano group, and a -SO3H group.

[0052] R Y1 , R Y2 , R Y6 and R Y7 -CH2- or -CH= contained in the aromatic hydrocarbon group having 6 to 18 carbon atoms represented by the formula: 1A -, -SO2-, -CO-, -O-, -COO-, -OCO-, -CONR 2A -, -NR 3A It may be substituted with -CO-, -S-, -SO-, -CF2- or -CHF-. When the -CH2- or -CH= contained in the aromatic hydrocarbon group having 6 to 18 carbon atoms is substituted, it is preferably substituted with -O- or -SO2-. When -CH2- or -CH= contained in the aromatic hydrocarbon group having 6 to 18 carbon atoms is substituted with -O-, the aromatic hydrocarbon group is preferably an aryloxy group having 6 to 17 carbon atoms, such as a phenoxy group; or an arylalkoxy group such as a phenoxyethyl group, a phenoxydiethylene glycol group, or a phenoxypolyalkylene glycol group. When —CH2— or —CH═ contained in the aromatic hydrocarbon group having 6 to 17 carbon atoms is substituted with —SO2—, the aromatic hydrocarbon group is represented by —SO2-R 112 (R 112represents an aryl group having 6 to 17 carbon atoms or an aralkyl group having 7 to 17 carbon atoms.

[0053] R 1A , R 2A and R 3A Examples of the alkyl group having 1 to 6 carbon atoms represented by the formula: 223 Examples include the same alkyl groups having 1 to 6 carbon atoms as those represented by the following formula:

[0054] R Y1 , R Y2 , R Y6 and R Y7 Examples of the halogen atom represented by the formula (I) include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. R Y1 , R Y2 , R Y6 and R Y7 Examples of the heterocyclic group represented by the formula (I) include a pyridyl group, a pyrrolidyl group, a tetrahydrofurfuryl group, a tetrahydrothiophene group, a pyrrole group, a furyl group, a thiopheno group, a piperidine group, a tetrahydropyranyl group, a tetrahydrothiopyranyl group, a thiapyranyl group, an imidazolino group, a pyrazole group, an oxazole group, a thiazolyl group, a dioxanyl group, a morpholino group, a thiazinyl group, a triazole group, a tetrazole group, a dioxolanyl group, a pyridazinyl group, a pyrimidinyl group, a pyrazinyl group, an indolyl group, an isoindolyl group, a benzimidazolyl group, a propranolol group, a benzoyl group, a benzophenone ... Examples of heterocyclic groups include aliphatic heterocyclic groups having 3 to 16 carbon atoms and aromatic heterocyclic groups having 3 to 16 carbon atoms, such as a quinolinyl group, a benzotriazolyl group, a quinolinyl group, an isoquinolinyl group, a quinazolinyl group, a quinoxalinyl group, a cinnolinyl group, a pteridinyl group, a benzopyranyl group, an anthryl group, an acridinyl group, a xanthenyl group, a carbazolyl group, a tetracenyl group, a porphinyl group, a chlorinyl group, a cholinyl group, an adenyl group, a guanyl group, a cytosyl group, a thyminyl group, a uracil group, a quinolyl group, a thiophenyl group, an imidazolyl group, an oxazolyl group, and a thiazolyl group. 1 , R 2 , R 6 and R 7Preferably, the heterocyclic groups represented by the following formula (I) are each independently a pyrrolidyl group, a piperidyl group, a tetrahydrofurfuryl group, a tetrahydropyranyl group, a tetrahydrothiopheno group, a tetrahydrothiopyranyl group, or a pyridyl group.

[0055] R Y1 and R Y2 The ring formed by bonding together contains one nitrogen atom as a ring component. Y1 and R Y2 The ring formed by bonding together may be a monocyclic ring or a condensed ring, but is preferably a monocyclic ring. Y1 and R Y2 The ring formed by bonding together may further contain a heteroatom (oxygen atom, sulfur atom, nitrogen atom, etc.) as a ring component. Y1 and R Y2 The ring formed by bonding together preferably does not contain an unsaturated bond. R Y1 and R Y2 The ring formed by bonding to each other is usually a 3- to 10-membered ring, preferably a 5- to 7-membered ring, and more preferably a 5- or 6-membered ring. R Y1 and R Y2 The ring formed by bonding together may have a substituent. 1E The substituents include the same as those represented by the following formula: R Y1 and R Y2 Examples of the ring formed by bonding together include the rings shown below. [ka]

[0056] R Y1 and R Y2are each independently preferably an alkyl group having 1 to 25 carbon atoms, more preferably an alkyl group having 1 to 12 carbon atoms, further preferably a linear alkyl group having 1 to 6 carbon atoms, and particularly preferably a methyl group, an ethyl group, an n-propyl group, or an n-butyl group. R Y6 and R Y7 are each independently preferably an alkyl group having 1 to 25 carbon atoms, more preferably an alkyl group having 1 to 12 carbon atoms, further preferably a branched alkyl group having 1 to 6 carbon atoms, and particularly preferably an isopropyl group, an isobutyl group, or a t-butyl group.

[0057] Examples of the compound represented by formula (Y) include compounds represented by formulas (Y-1) to (Y-136) shown below. [ka]

[0058] [ka]

[0059] [ka]

[0060] [ka]

[0061] [ka]

[0062] [ka]

[0063] Compound (Y) can be obtained, for example, by reacting a compound represented by formula (YA) (hereinafter, sometimes referred to as compound (YA)) with a compound represented by formula (YB) (hereinafter, sometimes referred to as compound (YB)). [ka] [In the formula, R Y1 ~R Y7 has the same meaning as above.]

[0064] The reaction between compound (YA) and compound (YB) is usually carried out by mixing compound (YA) and compound (YB), and it is preferable to add compound (YB) to compound (YA). In addition, the reaction of compound (YA) with compound (YB) is preferably carried out by mixing compound (YA) with compound (YB) in the presence of a base and a methylating agent, It is preferable to mix compound (YA), compound (YB), a base and a methylating agent, It is more preferable to mix compound (YB) and a base with a mixture of compound (YA) and a methylating agent, It is more preferred to add a mixture of compound (YB) and a base to a mixture of compound (YA) and a methylating agent.

[0065] Examples of the base include metal hydroxides (preferably alkali metal hydroxides) such as sodium hydroxide, lithium hydroxide, potassium hydroxide, cesium hydroxide, rubidium hydroxide, calcium hydroxide, barium hydroxide, and magnesium hydroxide; metal alkoxides (preferably alkali metal alkoxides) such as sodium methoxide, potassium methoxide, lithium methoxide, sodium ethoxide, sodium isopropoxide, sodium t-butoxide, and potassium t-butoxide; metal hydrides such as lithium hydride, sodium hydride, potassium hydride, lithium aluminum hydride, sodium borohydride, aluminum hydride, and sodium aluminum hydride; metal oxides such as calcium oxide and magnesium oxide; metal carbonates (preferably alkaline earth metal carbonates) such as sodium bicarbonate, sodium carbonate, and potassium carbonate; and normal butyric acid. organic alkyl metal compounds such as alkyllithium, tertiary butyllithium, methyllithium, and Grignard reagents; amine compounds (preferably tertiary amines such as triethylamine and diisopropylethylamine) such as ammonia, triethylamine, diisopropylethylamine, ethanolamine, pyrrolidine, piperidine, diazabicycloundecene, diazabicyclononene, guanidine, tetramethylammonium hydroxide, tetraethylammonium hydroxide, pyridine, aniline, dimethoxyaniline, ammonium acetate, and β-alanine; metal amide compounds (preferably alkali metal amides) such as lithium diisopropylamide, sodium amide, and potassium hexamethyldisilazide; sulfonium compounds such as trimethylsulfonium hydroxide; iodonium compounds such as diphenyliodonium hydroxide; and phosphazene bases. The amount of the base used is usually 0.1 to 5 mol, and preferably 0.5 to 2 mol, per 1 mol of compound (YA).

[0066] Examples of the methylating agent include iodomethane, dimethyl sulfate, methyl methanesulfonate, methyl fluorosulfonate, methyl paratoluenesulfonate, methyl trifluoromethanesulfonate, and trimethyloxonium tetrafluoroborate. The amount of the methylating agent used is usually 0.1 to 5.0 mol, and preferably 0.5 to 2.0 mol, per 1 mol of compound (YA).

[0067] The reaction time of compound (YA) and compound (YB) is usually 0.1 to 10 hours, preferably 0.2 to 3 hours. The reaction temperature of the compound (YA) and the compound (YB) is usually from -50 to 150°C, and preferably from -20 to 100°C. The amount of compound (YB) used is usually 0.1 to 10 mol, preferably 0.5 to 5 mol, per 1 mol of compound (YA).

[0068] Examples of the compound (YA) include the compounds shown below. [ka]

[0069] As the compound (YB), a commercially available product may be used, and examples thereof include the compounds described below. [ka]

[0070] Compound (YA) can be obtained, for example, by reacting a compound represented by formula (YC) (hereinafter, sometimes referred to as compound (YC)) with a compound represented by formula (YD) (hereinafter, sometimes referred to as compound (YD)). [ka] [In formula (YC), R Y1 , R Y2 , R Y3 , R Y6 and R Y7 represents the same meaning as above. E1 represents a leaving group.]

[0071] Examples of the leaving group represented by E1 include a halogen atom, a p-toluenesulfonyl group, and a trifluoromethylsulfonyl group.

[0072] The reaction between compound (YC) and compound (YD) is carried out by mixing compound (YC) and compound (YD). The amount of compound (YD) used is usually 0.1 to 5 mol, preferably 0.5 to 2 mol, per 1 mol of compound (YC). The reaction of compound (YC) with compound (YD) may be carried out in the presence of a solvent. Examples of the solvent include acetonitrile, benzene, toluene, acetone, ethyl acetate, chloroform, dichloroethane, monochlorobenzene, methanol, ethanol, isopropanol, tert-butanol, 2-butanone, tetrahydrofuran, diethyl ether, dimethyl sulfoxide, N,N-dimethylacetamide, N,N-dimethylformamide, and water. Preferred are acetonitrile, tetrahydrofuran, chloroform, dichloromethane, and diethyl ether, more preferred are acetonitrile, tetrahydrofuran, and chloroform, and even more preferred are methanol, ethanol, isopropanol, and acetonitrile.

[0073] The reaction time of compound (YC) and compound (YD) is usually 0.1 to 10 hours. The reaction temperature of the compound (YC) and the compound (YD) is usually -50 to 150°C.

[0074] Examples of the compound (YC) include the compounds shown below. [ka]

[0075] Compound (YD) may be a commercially available product. Examples thereof include cyanogen chloride, cyanogen broide, paratoluenesulfonyl cyanide, trifluoromethanesulfonyl cyanide, 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate (also known as SelectFluoro (registered trademark of Air Products and Chemicals)), benzoyl(phenyliodonio)(trifluoromethanesulfonyl)methanide, 2,8-difluoro-5-(trifluoromethyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate, N-bromosuccinimide, N-chlorosuccinimide, and N-iodosuccinimide.

[0076] Compound (YC) can be obtained by reacting a compound represented by formula (YE) (hereinafter, sometimes referred to as compound (YE)) with a compound represented by formula (YF) (hereinafter, sometimes referred to as compound (YF)). [ka] [In the formula, R Y1 , R Y2 , R Y6 and R Y7 has the same meaning as above.]

[0077] The reaction between compound (YE) and compound (YF) is carried out by mixing compound (YE) and compound (YF). The amount of compound (YF) used is usually 0.1 to 5 mol, preferably 0.5 to 2 mol, per 1 mol of compound (YE). The reaction of compound (YE) with compound (YF) may be carried out in the presence of a solvent. Examples of the solvent include acetonitrile, benzene, toluene, acetone, ethyl acetate, chloroform, dichloroethane, monochlorobenzene, methanol, ethanol, isopropanol, tertiary butanol, 2-butanone, tetrahydrofuran, diethyl ether, dimethyl sulfoxide, N,N-dimethylacetamide, N,N-dimethylformamide, and water. Preferred are benzene, toluene, ethanol, and acetonitrile. The reaction time between compound (YE) and compound (YF) is usually 0.1 to 10 hours. The reaction temperature of the compound (YE) and the compound (YF) is usually from -50 to 150°C.

[0078] Examples of the compound (YE) include the compounds shown below. [ka]

[0079] Examples of the compound (YF) include primary amines such as methylamine, ethylamine, ethanolamine, and 4-hydroxybutylamine; and secondary amines such as dimethylamine, diethylamine, dibutylamine, pyrrolidine, piperidine, 3-hydroxypyrrolidine, and 4-hydroxypiperidine.

[0080] The light-selective absorption compound (B) is also preferably a compound having a part of a merocyanine structure as a ring component. Examples of the compound having a part of a merocyanine structure as a ring component include compounds in which the carbon-carbon bond structure in the merocyanine structure is a ring component. Examples of the light-selective absorption compound (B) having a part of a merocyanine structure as a ring component include a compound having a partial structure represented by the following formula (X) (hereinafter, sometimes referred to as compound (X)). [ka] [In formula (X), ring W1 represents a ring structure that has at least one double bond as a ring component and does not have aromaticity. R 3 represents a heterocyclic group, a halogen atom, a nitro group, a cyano group, a hydroxy group, a thiol group, a carboxy group, -SF5, -SF3, -SO3H, -SO2H, an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, and -CH2- and -CH= contained in the aliphatic hydrocarbon group or aromatic hydrocarbon group are not -O-, -S-, -NR 1xA -, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CONR 2xA -, -NR 3xA -CO-, -O-CO-NR 4xA -, -NR 5xA -CO-O-, -NR 6xA -CO-NR 7xA -, -CO-S-, -S-CO-S-, -S-CO-NR 8xA -, -NR 9xA -CO-S-, -CS-, -O-CS-, -CS-O-, -NR 10xA -CS-, -NR 11xA It may be substituted by -CS-S-, -S-CS-, -CS-S-, -S-CS-S-, -SO- or -SO2-. R 1xA , R 2xA , R 3xA , R 4xA , R 5xA , R 6xA , R 7xA , R 8xA , R 9xA , R 10xA and R 11xA each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.]

[0081] Ring W 1 is not particularly limited as long as it is a ring having one or more double bonds as a ring component and is not aromatic. 1 may be a single ring or a condensed ring. Ring W 1may be a heterocyclic ring containing a heteroatom (for example, an oxygen atom, a sulfur atom, a nitrogen atom, etc.) as a ring component, or may be an aliphatic hydrocarbon ring consisting of carbon atoms and hydrogen atoms. Ring W 1 has one or more double bonds as ring components, but the ring W 1 The number of double bonds contained in the formula is usually 1 to 4, preferably 1 to 3, more preferably 1 or 2, and even more preferably 1.

[0082] Ring W 1 is usually a ring having 5 to 18 carbon atoms, preferably a 5- to 7-membered ring structure, and more preferably a 6-membered ring structure. Ring W 1 is preferably a monocyclic ring.

[0083] Ring W 1The substituent may have a substituent, and examples of the substituent include halogen atoms such as a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom; alkyl groups having 1 to 12 carbon atoms such as a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, and a nonyl group; halogenated alkyl groups having 1 to 12 carbon atoms such as a fluoromethyl group, a difluoromethyl group, a trifluoromethyl group, a 2-fluoroethyl group, a 2,2-difluoroethyl group, a 2,2,2-trifluoroethyl group, a 1,1,2,2-tetrafluoroethyl group, and a 1,1,2,2,2-pentafluoroethyl group; alkoxy groups having 1 to 12 carbon atoms such as a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group, and a hexyloxy group; and alkoxy groups having 1 to 12 carbon atoms such as a methylthio group, an ethylthio group, a propylthio group, a butylthio group, a pentylthio group, and a hexylthio group. alkylthio groups having 1 to 12 carbon atoms; fluorinated alkoxy groups having 1 to 12 carbon atoms, such as monofluoromethoxy, difluoromethoxy, trifluoromethoxy, 2-fluoroethoxy, and 1,1,2,2,2-pentafluoroethoxy; amino groups which may be substituted with an alkyl group having 1 to 6 carbon atoms, such as amino, methylamino, ethylamino, dimethylamino, diethylamino, and methylethyl; alkylcarbonyloxy groups having 2 to 12 carbon atoms, such as methylcarbonyloxy and ethylcarbonyloxy; alkylsulfonyl groups having 1 to 12 carbon atoms, such as methylsulfonyl and ethylsulfonyl; arylsulfonyl groups having 6 to 12 carbon atoms, such as phenylsulfonyl; cyano; nitro; hydroxyl; thiol; carboxy; -SF3; and -SF5. Ring W 1 The substituent that may be possessed by is preferably an amino group optionally substituted by an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, an alkylthio group having 1 to 12 carbon atoms, or an alkyl group having 1 to 6 carbon atoms.

[0084] Ring W 1 Examples of the group include the groups described below. [ka]

[0085] [ka]

[0086] [ka] [In the formula, *1 represents a bond to the nitrogen atom, and *2 represents a bond to the carbon atom.]

[0087] R 3 The heterocyclic group represented by the formula (Y) is Y1 Examples of the heterocyclic group include the same as the heterocyclic group represented by the following formula: R 3 The heterocyclic group represented by the formula (I) is preferably a pyrrolidyl group, a piperidyl group, a tetrahydrofurfuryl group, a tetrahydropyranyl group, a tetrahydrothiopheno group, a tetrahydrothiopyranyl group, or a pyridyl group. R 3 As the aliphatic hydrocarbon group having 1 to 25 carbon atoms represented by the formula (Y), R Y1 Examples of the aliphatic hydrocarbon group include the same aliphatic hydrocarbon groups having 1 to 25 carbon atoms as those represented by the following formula: R 3 The aliphatic hydrocarbon group having 1 to 25 carbon atoms represented by the formula (I) is preferably an alkyl group having 1 to 15 carbon atoms, and more preferably an alkyl group having 1 to 12 carbon atoms. R 3 Examples of the substituent that the aliphatic hydrocarbon group represented by the formula (I) may have include a halogen atom, a hydroxyl group, a nitro group, a cyano group, and -SO3H.

[0088] R 3 -CH2- or -CH= contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms represented by the following formula is not limited to -O-, -S-, -NR 1xA -, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CONR 2xA -, -NR 3xA -CO-, -O-CO-NR 4xA -, -NR 5xA -CO-O-, -NR 6xA -CO-NR 7xA-, -CO-S-, -S-CO-S-, -S-CO-NR 8xA -, -NR 9xA -CO-S-, -CS-, -O-CS-, -CS-O-, -NR 10xA -CS-, -NR 11xA It may be substituted by -CS-S-, -S-CS-, -CS-S-, -S-CS-S-, -SO- or -SO2-. When the -CH2- or -CH= contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms is substituted, it is preferably substituted with -O-, -S-, -CO-O- or -SO2-. When -CH2- or -CH= contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms is substituted with -O-, the group is preferably an alkoxy group represented by -OR (R is an alkyl group having 1 to 24 carbon atoms which may have a halogen atom), polyethylene glycol, or polypropylene glycol. When -CH2- or -CH= contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms is substituted with -S-, the group is preferably an alkylthio group represented by -SR (R is an alkyl group having 1 to 24 carbon atoms which may have one or more halogen atoms). When —CH— or —CH═ contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms is replaced with —COO—, —COO-R 111 (R 111 is preferably a group represented by an alkyl group having 1 to 24 carbon atoms which may have a halogen atom). When —CH2— or —CH= contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms is replaced with —SO2—, —SO2-R 112 (R 112 is preferably a group represented by an alkyl group having 1 to 24 carbon atoms which may have a halogen atom).

[0089] R 1xA , R 2xA , R 3xA 、 R 4xA , R 5xA , R 6xA , R 7xA , R 8xA , R 9xA , R10xA and R 11xA Examples of the alkyl group having 1 to 6 carbon atoms represented by the formula (Y) include R 1A Examples include the same alkyl groups having 1 to 6 carbon atoms as those represented by the following formula:

[0090] R 3 As the aromatic hydrocarbon group having 6 to 18 carbon atoms represented by the formula (Y), R Y1 Examples of the aromatic hydrocarbon group include the same aromatic hydrocarbon groups having 6 to 18 carbon atoms as those represented by the following formula: R 3 The aromatic hydrocarbon group having 6 to 18 carbon atoms represented by the following formula is preferably an aryl group having 6 to 18 carbon atoms, more preferably a phenyl group or a benzyl group. R 3 Examples of the substituent that the aromatic hydrocarbon group having 6 to 25 carbon atoms represented by the following formula may have include a halogen atom, a hydroxyl group, a thiol group, an amino group, a nitro group, a cyano group, and a -SO3H group. R 3 -CH2- or -CH= contained in the aromatic hydrocarbon group having 6 to 18 carbon atoms represented by the following formula is not limited to -O-, -S-, -NR 1xA -, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CONR 2xA -, -NR 3xA -CO-, -O-CO-NR 4xA -, -NR 5xA -CO-O-, -NR 6xA -CO-NR 7xA -, -CO-S-, -S-CO-S-, -S-CO-NR 8xA -, -NR 9xA -CO-S-, -CS-, -O-CS-, -CS-O-, -NR 10xA -CS-, -NR 11xA It may be substituted by -CS-S-, -S-CS-, -CS-S-, -S-CS-S-, -SO- or -SO2-. When the -CH2- or -CH= contained in the aromatic hydrocarbon group having 6 to 18 carbon atoms is substituted, it is preferably substituted with -O- or -SO2-. When -CH2- or -CH= contained in the aromatic hydrocarbon group having 6 to 18 carbon atoms is substituted with -O-, it is preferably an aryloxy group having 6 to 26 carbon atoms such as a phenoxy group. When -CH2- or -CH= contained in the aromatic hydrocarbon group having 6 to 18 carbon atoms is substituted with -SO2-, the group is preferably represented by -SO2-R (R represents an aryl group having 6 to 18 carbon atoms or an aralkyl group having 7 to 18 carbon atoms).

[0091] R 3 is a nitro group; a cyano group; a halogen atom; -OCF3; -SCF3; -SF5; -SF3; a fluoroalkyl group having 1 to 25 carbon atoms; a fluoroaryl group having 6 to 18 carbon atoms; -CO-OR 111xA or -SO2-R 112xA (R 111xA and R 112xA each independently represents an alkyl group having 1 to 24 carbon atoms which may have a halogen atom), Cyano group; fluorine atom; chlorine atom; -OCF3; -SCF3; fluoroalkyl group having 1 to 12 carbon atoms; -CO-OR 111xA or -SO2-R 112xA (R 111xA and R 112xA each independently represents an alkyl group having 1 to 24 carbon atoms which may have a halogen atom), A cyano group is particularly preferred.

[0092] The molecular weight of compound (X) is preferably 2500 or less, more preferably 2000 or less, even more preferably 1500 or less, and particularly preferably 1000 or less. Also, it is preferably 100 or more, 150 or more, or 200 or more. The compound (X) may be a homopolymer or a copolymer as long as it has a molecular weight of 3000 or less, but is preferably a monomer.

[0093] Compound (X) is preferably any one of compounds represented by formula (I) to formula (VIII), and more preferably a compound represented by formula (I). [ka]

[0094] [ka] [In formulas (I) to (VIII), ring W 1 and R 3 represents the same meaning as above. Ring W 2 , Tamaki W 3 , Tamaki W 4 , Tamaki W 5 , Tamaki W 6 , Tamaki W 7 , Tamaki W 8 , Tamaki W 9 , Tamaki W 10 , Tamaki W 11 and Ring W 12 each independently represents a ring structure having at least one double bond as a ring component. Ring W 111 represents a ring having at least two nitrogen atoms as constituent elements. Ring W 112 and Ring W 113 each independently represents a ring having at least one nitrogen atom as a constituent element. R 1 , R 41 , R 51 , R 61 , R 91 , R 101 , R 111 , R 2 , R 12 , R 42 , R 52 , R 62 , R 72 , R 82 , R 92 , R 102 and R 112each independently represents a hydrogen atom, a heterocyclic group, a halogen atom, a nitro group, a cyano group, a hydroxy group, a thiol group, a carboxy group, -SF5, -SF3, -SO3H, -SO2H, an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, and -CH2- or -CH= contained in the aliphatic hydrocarbon group or the aromatic hydrocarbon group is not represented by -NR 12A -, -SO2-, -CO-, -O-, -COO-, -OCO-, -CONR 13A -, -NR 14A It may be substituted with -CO-, -S-, -SO-, -CF2- or -CHF-. R 13 , R 23 , R 33 , R 43 , R 53 , R 63 , R 73 , R 83 , R 93 , R 103 and R 113 each independently represents a heterocyclic group, a halogen atom, a nitro group, a cyano group, a hydroxy group, a thiol group, a carboxy group, -SF5, -SF3, -SO3H, -SO2H, an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, and -CH2- or -CH= contained in the aliphatic hydrocarbon group or the aromatic hydrocarbon group is not -O-, -S-, -NR 1A -, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CONR 2A -, -NR 3A -CO-, -O-CO-NR 4A -, -NR 5A -CO-O-, -NR 6A -CO-NR 7A -, -CO-S-, -S-CO-S-, -S-CO-NR 8A -, -NR 9A -CO-S-, -CS-, -O-CS-, -CS-O-, -NR 10A -CS-, -NR 11A It may be substituted by -CS-S-, -S-CS-, -CS-S-, -S-CS-S-, -SO- or -SO2-. R 1A , R 2A , R 3A , R 4A , R 5A , R 6A , R 7A , R 8A , R 9A , R 10A , R 11A , R 12A , R 13A and R 14A each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. R 4 , R 14 , R 24 , R 34 , R 44 , R 54 , R 64 , R 74 , R 84 , R 94 , R 104 , R 114 , R 5 , R 15 , R 25 , R 35 , R 75 and R 85 each independently represents an electron-withdrawing group. R 1 and R 2 may be bonded to each other to form a ring. R 41 and R 42 may be bonded to each other to form a ring. R 51 and R 52 may be bonded to each other to form a ring. R 61 and R 62 may be bonded to each other to form a ring. R 91 and R 92 may be bonded to each other to form a ring. R 101 and R 102 may be bonded to each other to form a ring. R 111 and R 112 may be bonded to each other to form a ring. R2 and R 3 may be bonded to each other to form a ring. R 12 and R 13 may be bonded to each other to form a ring. R 42 and R 43 may be bonded to each other to form a ring. R 52 and R 53 may be bonded to each other to form a ring. R 62 and R 63 may be bonded to each other to form a ring. R 72 and R 73 may be bonded to each other to form a ring. R 82 and R 83 may be bonded to each other to form a ring. R 92 and R 93 may be bonded to each other to form a ring. R 102 and R 103 may be bonded to each other to form a ring. R 112 and R 113 may be bonded to each other to form a ring. R 4 and R 5 may be bonded to each other to form a ring. R 14 and R 15 may be bonded to each other to form a ring. R 24 and R 25 may be bonded to each other to form a ring. R 34 and R 35 may be bonded to each other to form a ring. R 74 and R 75 may be bonded to each other to form a ring. R 84 and R 85 may be bonded to each other to form a ring. R 6 and R 8each independently represents a divalent linking group. R 7 represents a single bond or a divalent linking group. R 9 and R 10 each independently represents a trivalent linking group. R 11 represents a tetravalent linking group.

[0095] Ring W 2 , Tamaki W 3 , Tamaki W 4 , Tamaki W 5 , Tamaki W 6 , Tamaki W 7 , Tamaki W 8 , Tamaki W 9 , Tamaki W 10 , Tamaki W 11 and Ring W 12 are not particularly limited as long as they each independently have one or more double bonds as ring components. 2 ~Tamaki W 12 Each of the rings W may be a single ring or a condensed ring. 2 ~Tamaki W 12 may be an aliphatic ring or an aromatic ring. Ring W 2 ~Tamaki W 12 may be a heterocycle containing a heteroatom (for example, an oxygen atom, a sulfur atom, a nitrogen atom, etc.) as a ring component.

[0096] Ring W 2 ~Tamaki W 12 has one or more double bonds as ring components, but the ring W 2 ~Tamaki W 12 The double bonds contained in each of the formulas are each independently usually 1 to 4, preferably 1 to 3, more preferably 1 or 2, and even more preferably 1.

[0097] Ring W 2 ~Tamaki W 12 are each independently a ring usually having 5 to 18 carbon atoms, preferably a 5- to 7-membered ring structure, and more preferably a 6-membered ring structure. Ring W2 ~Tamaki W 12 Preferably, each of the rings W is independently a monocyclic ring. 2 ~Tamaki W 12 are preferably each independently a ring that does not have aromaticity. Ring W 2 ~Tamaki W 12 may have a substituent. The substituent may be a ring W 1 The substituents are the same as those that may be contained in the group.

[0098] Ring W 2 ~Tamaki W 12 The substituent that may be possessed by is preferably an amino group optionally substituted by an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, an alkylthio group having 1 to 12 carbon atoms, or an alkyl group having 1 to 6 carbon atoms.

[0099] Ring W 2 ~Tamaki W 12 A specific example of this is the ring W 1 The same specific examples as above can be cited.

[0100] Ring W 111 is a ring containing two nitrogen atoms as ring members. Ring W 111 may be a monocyclic ring or a condensed ring, but is preferably a monocyclic ring. Ring W 111 is usually a 5- to 10-membered ring, preferably a 5- to 7-membered ring, and more preferably a 5- or 6-membered ring. Ring W 111 The ring W may have a substituent. 111 Examples of the substituents that may be possessed by the group include a hydroxyl group, a thiol group, an aldehyde group, an alkyl group having 1 to 6 carbon atoms such as a methyl group or an ethyl group, an alkoxy group having 1 to 6 carbon atoms such as a methoxy group or an ethoxy group, an alkylthio group having 1 to 6 carbon atoms such as a methylthio group or an ethylthio group, an amino group that may be substituted with an alkyl group having 1 to 6 carbon atoms such as an amino group, a methylamino group, a dimethylamino group or a methylethyl group, and -CONR 1f R 2f (R 1f and R2f each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms; -COSR 3f (R 3f represents an alkyl group having 1 to 6 carbon atoms; );-CSSR 4f (R 4f represents an alkyl group having 1 to 6 carbon atoms; );-CSOR 5f (R 5f represents an alkyl group having 1 to 6 carbon atoms; -SO2R 6f (R 5f represents an aryl group having 6 to 12 carbon atoms or an alkyl group having 1 to 6 carbon atoms which may have a fluorine atom.)

[0101] Ring W 111 Examples of the ring include the rings shown below. [ka]

[0102] Ring W 112 and Ring W 113 are each independently a ring containing one nitrogen atom as a ring component. 112 and Ring W 113 may each independently be a monocyclic ring or a fused ring, but is preferably a monocyclic ring. Ring W 112 and Ring W 113 are each independently usually a 5- to 10-membered ring, preferably a 5- to 7-membered ring, and more preferably a 5- or 6-membered ring. Ring W 112 and Ring W 113 The ring W may have a substituent. 112 and Ring W 113 The substituents which may be present on the ring W include 1 The substituents are the same as those of the above.

[0103] Ring W 112 and Ring W 113 Examples of the ring include the rings shown below. [ka]

[0104] R 4 , R 14 , R 24 , R 34 , R 44 , R 54 , R 64 , R 74 , R 84 , R 94 , R 104 , R 114 , R 5 , R 15 , R 25 , R 35 , R 75 and R 85 Examples of the electron-withdrawing group represented by the formula (Y) include R Y3 The same can be mentioned.

[0105] R 4 , R 14 , R 24 , R 34 , R 44 , R 54 , R 64 , R 74 , R 84 , R 94 , R 104 , R 114 , R 5 , R 15 , R 25 , R 35 , R 75 and R 85 The electron-withdrawing groups represented by the formula (I) each independently include a nitro group, a cyano group, a halogen atom, -OCF3, -SCF3, -SF5, -SF3, a fluoroalkyl group (preferably having 1 to 25 carbon atoms), a fluoroaryl group (preferably having 6 to 18 carbon atoms), -CO-OR 222 , -SO2-R 222 or -CO-R 222 (R 222 represents a hydrogen atom, an alkyl group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent), Nitro group, cyano group, fluorine atom, chlorine atom, -OCF3, -SCF3, fluoroalkyl group, -CO-OR 222 or -SO2-R 222 (R 222 represents a hydrogen atom, an optionally substituted alkyl group having 1 to 25 carbon atoms, or an optionally substituted aromatic hydrocarbon group having 6 to 18 carbon atoms.) is more preferred, and a cyano group is even more preferred. R 4 and R 5 Preferably, at least one of R is a cyano group. 4 is a cyano group, and R 5 is a cyano group, -CO-OR 222 or -SO2-R 222 (R 222 each independently represents a hydrogen atom, an alkyl group having 1 to 25 carbon atoms which may have one or more halogen atoms, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have one or more halogen atoms.

[0106] R 4 and R 5 The ring formed by bonding together is R in formula (Y). Y4 and R Y5 are the same as the ring formed by bonding together. R 4 and R 5 The ring formed by bonding to each other is usually a 3- to 10-membered ring, preferably a 5- to 7-membered ring, and more preferably a 5- or 6-membered ring. R 4 and R 5 Examples of the ring formed by bonding together include the structures shown below. [ka] [In the formula, * represents a bond to a carbon atom. 1E ~R 16E each independently represents a hydrogen atom or a substituent. R 4 and R 5The ring formed by bonding together is a substituent (R 1E ~R 16E The substituent may have, for example, a ring W 1 The substituents that may be contained in the R 1E ~R 16E are each independently preferably an alkyl group having 1 to 12 carbon atoms, more preferably an alkyl group having 1 to 6 carbon atoms, and even more preferably a methyl group.

[0107] R 14 and R 15 The ring formed by bonding together is R 4 and R 5 are the same as the ring formed by bonding together. R 24 and R 25 The ring formed by bonding together is R 4 and R 5 are the same as the ring formed by bonding together. R 34 and R 35 The ring formed by bonding together is R 4 and R 5 are the same as the ring formed by bonding together. R 74 and R 75 The ring formed by bonding together is R 4 and R 5 are the same as the ring formed by bonding together. R 84 and R 85 The ring formed by bonding together is R 4 and R 5 are the same as the ring formed by bonding together.

[0108] R 1 , R 41 , R 51 , R 61 , R 91 , R 101 , R 111 , R 2 , R 12 , R 42 , R52 , R 62 , R 72 , R 82 、 R 92 , R 102 , R 112 , R 13 , R 23 , R 33 , R 43 , R 53 , R 63 , R 73 , R 83 , R 93 , R 103 and R 113 The heterocyclic group represented by the formula (Y) is Y1 Examples of the heterocyclic group include the same as the heterocyclic group represented by the following formula: R 1 , R 41 , R 51 , R 61 , R 91 , R 101 , R 111 , R 2 , R 12 , R 42 , R 52 , R 62 , R 72 , R 82 、 R 92 , R 102 , R 112 , R 13 , R 23 , R 33 , R 43 , R 53 , R 63 , R 73 , R 83 , R 93 , R 103 and R 113 Preferably, the heterocyclic groups represented by the following formula (I) are each independently a pyrrolidyl group, a piperidyl group, a tetrahydrofurfuryl group, a tetrahydropyranyl group, a tetrahydrothiopheno group, a tetrahydrothiopyranyl group, or a pyridyl group.

[0109] R 1 , R 41 , R 51 , R 61 , R 91 , R101 , R 111 , R 2 , R 12 , R 42 , R 52 , R 62 , R 72 , R 82 、 R 92 , R 102 , R 112 , R 13 , R 23 , R 33 , R 43 , R 53 , R 63 , R 73 , R 83 , R 93 , R 103 and R 113 As the aliphatic hydrocarbon group having 1 to 25 carbon atoms represented by the formula (Y), R Y1 Examples of the aliphatic hydrocarbon group include the same aliphatic hydrocarbon groups having 1 to 25 carbon atoms as those represented by the following formula: The aliphatic hydrocarbon group having 1 to 25 carbon atoms is preferably an alkyl group having 1 to 15 carbon atoms, and more preferably an alkyl group having 1 to 12 carbon atoms.

[0110] R 1 , R 41 , R 51 , R 61 , R 91 , R 101 , R 111 , R 2 , R 12 , R 42 , R 52 , R 62 , R 72 , R 82 、 R 92 , R 102 , R 112 , R 13 , R 23 , R 33 , R 43 , R 53 , R 63 , R 73 , R 83 , R 93 , R 103 and R 113Examples of the substituent that the aliphatic hydrocarbon group represented by the formula (I) may have include a halogen atom, a hydroxyl group, a nitro group, a cyano group, and -SO3H.

[0111] Also, R 1 , R 41 , R 51 , R 61 , R 91 , R 101 , R 111 , R 2 , R 12 , R 42 , R 52 , R 62 , R 72 , R 82 、 R 92 , R 102 , R 112 -CH2- or -CH= contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms represented by the formula: 12A -, -SO2-, -CO-, -O-, -COO-, -OCO-, -CONR 13A -, -NR 14A It may be substituted with -CO-, -S-, -SO-, -CF2- or -CHF-. R 13 , R 23 , R 33 , R 43 , R 53 , R 63 , R 73 , R 83 , R 93 , R 103 and R 113 -CH2- or -CH= contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms represented by the following formula is not limited to -O-, -S-, -NR 1A -, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CONR 2A -, -NR 3A -CO-, -O-CO-NR 4A -, -NR 5A -CO-O-, -NR 6A -CO-NR 7xA -, -CO-S-, -S-CO-S-, -S-CO-NR 8A -, -NR 9A-CO-S-, -CS-, -O-CS-, -CS-O-, -NR 10A -CS-, -NR 11A It may be substituted by -CS-S-, -S-CS-, -CS-S-, -S-CS-S-, -SO- or -SO2-. When the -CH2- or -CH= contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms is substituted, it is preferably substituted with -O-, -S-, -CO-O- or -SO2-. When -CH2- or -CH= contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms is substituted with -O-, the aliphatic hydrocarbon group is preferably an alkoxy group represented by -O-R' (R' is an alkyl group having 1 to 24 carbon atoms which may have a halogen atom). Alternatively, it may be a polyalkyleneoxy group such as a polyethyleneoxy group or a polypropyleneoxy group. Examples of the alkoxy group represented by -O-R' include a methoxy group, an ethoxy group, and an -OCF3 group. When -CH2- or -CH= contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms is substituted with -S-, the aliphatic hydrocarbon group is preferably an alkylthio group represented by -S-R' (R' is an alkyl group having 1 to 24 carbon atoms which may have a halogen atom). The aliphatic hydrocarbon group may also be a polyalkylenethio group such as a polyethylenethio group or a polypropylenethio group. Examples of the alkylthio group represented by -S-R' include a methylthio group, an ethylthio group, a -SCF3 group, a polyethylenethio group, and a polypropylenethio group. When -CH2- or -CH= contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms is substituted with -COO-, the aliphatic hydrocarbon group is preferably a group represented by -COO-R' (R' is an alkyl group having 1 to 24 carbon atoms which may have one or more halogen atoms). When -CH2- or -CH= contained in the aliphatic hydrocarbon group having 1 to 25 carbon atoms is substituted with -SO2-, the aliphatic hydrocarbon group is preferably a group represented by -SO2-R' (R' is an alkyl group having 1 to 24 carbon atoms which may have a halogen atom), and may be a -SO2CHF2 group, a -SO2CH2F group, etc.

[0112] R 1A , R 2A , and R 3A is as explained in formula (Y). R 4A , R 5A , R 6A , R 7A , R 8A , R 9A , R 10A , R 11A , R 12A , R 13A and R 14A Examples of the alkyl group having 1 to 6 carbon atoms represented by the formula (Y) include R 1A Examples include the same alkyl groups having 1 to 6 carbon atoms as those represented by the following formula:

[0113] R 1 , R 41 , R 51 , R 61 , R 91 , R 101 , R 111 , R 2 , R 12 , R 42 , R 52 , R 62 , R 72 , R 82 、 R 92 , R 102 , R 112 , R 13 , R 23 , R 33 , R 43 , R 53 , R 63 , R 73 , R 83 , R 93 , R 103 and R 113 As the aromatic hydrocarbon group having 6 to 18 carbon atoms represented by the formula (Y), R Y1 The aromatic hydrocarbon group may be the same as the aromatic hydrocarbon group having 6 to 18 carbon atoms represented by the following formula: and is preferably an aryl group having 6 to 18 carbon atoms, more preferably a phenyl group or a benzyl group. Examples of the substituent that the aromatic hydrocarbon group having 6 to 18 carbon atoms may have include a halogen atom, a hydroxyl group, a thiol group, an amino group, a nitro group, a cyano group, and a -SO3H group. R 1 , R 41 , R 51 , R 61 , R 91 , R 101 , R 111 , R 2 , R 12 , R 42 , R 52 , R 62 , R 72 , R 82 、 R 92 , R 102 , R 112 -CH2- or -CH= contained in the aromatic hydrocarbon group having 6 to 18 carbon atoms represented by the formula: 12A -, -SO2-, -CO-, -O-, -COO-, -OCO-, -CONR 13A -, -NR 14A It may be substituted with -CO-, -S-, -SO-, -CF2- or -CHF-. R 13 , R 23 , R 33 , R 43 , R 53 , R 63 , R 73 , R 83 , R 93 , R 103 and R 113 -CH2- or -CH= contained in the aromatic hydrocarbon group having 6 to 18 carbon atoms represented by the following formula is not limited to -O-, -S-, -NR 1A -, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CONR 2A -, -NR 3A -CO-, -O-CO-NR 4A -, -NR 5A -CO-O-, -NR 6A -CO-NR 7A -, -CO-S-, -S-CO-S-, -S-CO-NR 8A -, -NR 9A -CO-S-, -CS-, -O-CS-, -CS-O-, -NR10A -CS-, -NR 11A It may be substituted by -CS-S-, -S-CS-, -CS-S-, -S-CS-S-, -SO- or -SO2-. When the -CH2- or -CH= contained in the aromatic hydrocarbon group having 6 to 18 carbon atoms is substituted, it is preferably substituted with -O- or -SO2-. When -CH2- or -CH= contained in the aromatic hydrocarbon group having 6 to 18 carbon atoms is substituted with -O-, the aromatic hydrocarbon group is preferably an aryloxy group having 6 to 17 carbon atoms, such as a phenoxy group; or an arylalkoxy group such as a phenoxyethyl group, a phenoxydiethylene glycol group, or a phenoxypolyalkylene glycol group. When -CH2- or -CH= contained in the aromatic hydrocarbon group having 6 to 18 carbon atoms is substituted with -SO2-, the aromatic hydrocarbon group is preferably a group represented by -SO2-R" (R" represents an aryl group having 6 to 17 carbon atoms or an aralkyl group having 7 to 17 carbon atoms).

[0114] R 2 and R 3 may be linked to each other to form a ring. 2 and R 3 As a component of the ring formed by connecting 1 That is, R 2 and R 3 and ring W 1 R forms a condensed ring. 2 and R 3 and ring W 1 Specific examples of the fused ring formed by the above include the ring structures shown below. [ka]

[0115] R 12 and R 13 The ring formed by bonding together is R 2 and R 3are the same as the ring formed by bonding together. R 42 and R 43 The ring formed by bonding together is R 2 and R 3 are the same as the ring formed by bonding together. R 52 and R 53 The ring formed by bonding together is R 2 and R 3 are the same as the ring formed by bonding together. R 62 and R 63 The ring formed by bonding together is R 2 and R 3 are the same as the ring formed by bonding together. R 72 and R 73 The ring formed by bonding together is R 2 and R 3 are the same as the ring formed by bonding together. R 82 and R 83 The ring formed by bonding together is R 2 and R 3 are the same as the ring formed by bonding together. R 92 and R 93 The ring formed by bonding together is R 2 and R 3 are the same as the ring formed by bonding together. R 102 and R 103 The ring formed by bonding together is R 2 and R 3 are the same as the ring formed by bonding together. R 112 and R 113 The ring formed by bonding together is R 2 and R 3 are the same as the ring formed by bonding together.

[0116] R 1 and R 2The ring formed by bonding together is R in formula (Y). Y1 and R Y2 are the same as the ring formed by bonding together. R 1 and R 2 The ring formed by bonding to each other is usually a 3- to 10-membered ring, preferably a 5- to 7-membered ring, and more preferably a 5- or 6-membered ring. R 1 and R 2 The ring formed by bonding together may have a substituent. For example, the ring W 2 ~Tamaki W 12 The substituents are the same as those that may be contained in the group.

[0117] R 41 and R 42 The ring formed by bonding together is R 1 and R 2 are the same as the ring formed by bonding together. R 51 and R 52 The ring formed by bonding together is R 1 and R 2 are the same as the ring formed by bonding together. R 61 and R 62 The ring formed by bonding together is R 1 and R 2 are the same as the ring formed by bonding together. R 91 and R 92 The ring formed by bonding together is R 1 and R 2 are the same as the ring formed by bonding together. R 101 and R 102 The ring formed by bonding together is R 1 and R 2 are the same as the ring formed by bonding together. R 111 and R 112 The ring formed by bonding together is R 1 and R 2are the same as the ring formed by bonding together.

[0118] R 6 , R 7 and R 8 The divalent linking group represented by the formula (I) represents a divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms which may have a substituent, or a divalent aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent. The -CH2- contained in the divalent aliphatic hydrocarbon group and the divalent aromatic hydrocarbon group may be -O-, -S-, -NR 1B -(R 1B represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms), and may be substituted with -CO-, -SO2-, -SO-, or -PO3-. Furthermore, examples of the substituent that the divalent aliphatic hydrocarbon group and the divalent aromatic hydrocarbon group may have include a halogen atom, a hydroxyl group, a carboxy group, and an amino group.

[0119] R 6 , R 7 and R 8 Each of the divalent linking groups represented by the following formula (I) is preferably a divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms which may have a substituent, and more preferably a divalent aliphatic hydrocarbon group having 1 to 12 carbon atoms which may have a substituent.

[0120] R 6 , R 7 and R 8 Specific examples of the divalent linking group represented by the formula include the linking groups shown below: In the formula, * represents a bond. [ka]

[0121] [ka]

[0122] [ka]

[0123] [ka]

[0124] [ka]

[0125] [ka]

[0126] [ka]

[0127] R 6 and R 7 are each preferably an optionally substituted divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms or a linking group represented by the following formula, and more preferably an optionally substituted divalent aliphatic hydrocarbon group having 1 to 12 carbon atoms or a linking group represented by the following formula: [ka]

[0128] R 8 is preferably a divalent aliphatic hydrocarbon group having 1 to 18 carbon atoms which may have a substituent, or a linking group represented by the following formula: [ka]

[0129] R 9 and R 10Examples of the trivalent linking group represented by the formula (I) include, independently, a trivalent aliphatic hydrocarbon group having 1 to 18 carbon atoms which may have a substituent, or a trivalent aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent. The -CH2- contained in the trivalent aliphatic hydrocarbon group can be -O-, -S-, -CS-, -CO-, -SO-, -NR 11B -(R 11B represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. Examples of the substituent that the trivalent aliphatic hydrocarbon group and the trivalent aromatic hydrocarbon group may have include a halogen atom, a hydroxyl group, a carboxy group, and an amino group. R 9 and R 10 Preferably, the trivalent linking groups represented by the following formula are each independently a trivalent aliphatic hydrocarbon group having 1 to 12 carbon atoms which may have a substituent. R 9 and R 10 Specific examples of the trivalent linking group represented by the formula include the linking groups shown below. [ka]

[0130] R 11 Examples of the tetravalent linking group represented by the formula (I) include a tetravalent aliphatic hydrocarbon group having 1 to 18 carbon atoms which may have a substituent, and a tetravalent aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent. The -CH2- contained in the tetravalent aliphatic hydrocarbon group can be -O-, -S-, -CS-, -CO-, -SO-, -NR 11C -(R 11C represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. Examples of the substituent that the tetravalent aliphatic hydrocarbon group and the tetravalent aromatic hydrocarbon group may have include a halogen atom, a hydroxyl group, a carboxy group, and an amino group. R 11 Preferably, the tetravalent linking groups represented by the following formula are each independently a tetravalent aliphatic hydrocarbon group having 1 to 12 carbon atoms which may have a substituent. R 11 Specific examples of the tetravalent linking group represented by the formula: include the linking groups shown below. [ka]

[0131] R 1 is preferably an alkyl group having 1 to 15 carbon atoms, and more preferably an alkyl group having 1 to 10 carbon atoms. R 2 is preferably an alkyl group having 1 to 15 carbon atoms, and more preferably an alkyl group having 1 to 10 carbon atoms. R 1 and R 2 are preferably linked to each other to form a ring, more preferably to form an aliphatic ring, further preferably to be an aliphatic ring having no unsaturated bond, and particularly preferably to have a pyrrolidine ring or piperidine ring structure. R 3 is a nitro group, a cyano group, a halogen atom, -OCF3, -SCF3, -SF5, -SF3, a fluoroalkyl group (preferably having 1 to 25 carbon atoms), a fluoroaryl group (preferably having 6 to 18 carbon atoms), -CO-OR 111A or -SO2-R 112A (R 111A and R 112A each independently represents an alkyl group having 1 to 24 carbon atoms, Cyano group, fluorine atom, chlorine atom, -OCF3, -SCF3, fluoroalkyl group, -CO-OR 111A or -SO2-R 112A (R 111A and R 112A each independently represents an alkyl group having 1 to 24 carbon atoms which may have a halogen atom.) is more preferred, a cyano group or a fluorine atom is even more preferred, and a cyano group is particularly preferred.

[0132] R 4 and R 5are each independently a nitro group, a cyano group, a halogen atom, -OCF3, -SCF3, -SF5, -SF3, a fluoroalkyl group, a fluoroaryl group, or -CO-OR 222 or -SO2-R 222 (R 222 represents a hydrogen atom, an alkyl group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent), Nitro group, cyano group, fluorine atom, chlorine atom, -OCF3, -SCF3, fluoroalkyl group, -CO-OR 222 or -SO2-R 222 (R 222 represents a hydrogen atom, an alkyl group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent. Cyano group, -CO-OR 222 or -SO2-R 222 (R 222 represents a hydrogen atom, an optionally substituted alkyl group having 1 to 25 carbon atoms, or an optionally substituted aromatic hydrocarbon group having 6 to 18 carbon atoms.) is more preferred, and a cyano group is particularly preferred. R 4 and R 5 Preferably, at least one of R is a cyano group. 4 is a cyano group, and R 5 is a cyano group, -CO-OR 222 or -SO2-R 222 (R 222 represents a hydrogen atom, an optionally substituted alkyl group having 1 to 25 carbon atoms, or an optionally substituted aromatic hydrocarbon group having 6 to 18 carbon atoms. R 4 and R 5 Preferably, the groups have the same structure. R 4 and R 5 and are preferably both cyano groups.

[0133] R 41 , R51 , R 61 , R 91 , R 101 and R 111 are each independently preferably an alkyl group having 1 to 15 carbon atoms, more preferably an alkyl group having 1 to 10 carbon atoms. R 12、 R 42 , R 52 , R 62 , R 72 , R 82 , R 92 , R 102 and R 112 are each independently preferably an alkyl group having 1 to 15 carbon atoms, more preferably an alkyl group having 1 to 10 carbon atoms. R 41 and R 42 are preferably linked to each other to form a ring, more preferably to form an aliphatic ring, further preferably to be an aliphatic ring having no unsaturated bond, and particularly preferably to have a pyrrolidine ring or piperidine ring structure. R 51 and R 52 are preferably linked to each other to form a ring, more preferably to form an aliphatic ring, further preferably to be an aliphatic ring having no unsaturated bond, and particularly preferably to have a pyrrolidine ring or piperidine ring structure. R 61 and R 62 are preferably linked to each other to form a ring, more preferably to form an aliphatic ring, further preferably to be an aliphatic ring having no unsaturated bond, and particularly preferably to have a pyrrolidine ring or piperidine ring structure. R 91 and R 92 are preferably linked to each other to form a ring, more preferably to form an aliphatic ring, further preferably to be an aliphatic ring having no unsaturated bond, and particularly preferably to have a pyrrolidine ring or piperidine ring structure. R 101 and R 102are preferably linked to each other to form a ring, more preferably to form an aliphatic ring, further preferably to be an aliphatic ring having no unsaturated bond, and particularly preferably to have a pyrrolidine ring or piperidine ring structure. R 111 and R 112 are preferably linked to each other to form a ring, more preferably to form an aliphatic ring, further preferably to be an aliphatic ring having no unsaturated bond, and particularly preferably to have a pyrrolidine ring or piperidine ring structure.

[0134] R 13 , R 23 , R 33 , R 43 , R 53 , R 63 , R 73 , R 83 , R 93 , R 103 and R 113 are each independently a nitro group; a cyano group; a halogen atom; -OCF3; -SCF3; -SF5; -SF3; a fluoroalkyl group having 1 to 25 carbon atoms; a fluoroaryl group having 6 to 18 carbon atoms; or -CO-OR 111A or -SO2-R 112A (R 111A and R 112A each independently represents an alkyl group having 1 to 24 carbon atoms which may have a halogen atom, Cyano group; fluorine atom; chlorine atom; -OCF3; -SCF3; fluoroalkyl group having 1 to 12 carbon atoms; -CO-OR 111A or -SO2-R 112A (R 111A and R 112A each independently represents an alkyl group having 1 to 24 carbon atoms which may have a halogen atom, and A cyano group is particularly preferred.

[0135] R 14 , R 24 , R 34 , R 44 , R54 , R 64 , R 74 , R 84 , R 94 , R 104 , R 114 , R 15 , R 25 , R 35 , R 75 and R 85 are each independently a nitro group, a cyano group, a halogen atom, -OCF3, -SCF3, -SF5, -SF3, or -CO-OR 222 , -SO2-R 222 (R 222 represents an alkyl group having 1 to 25 carbon atoms which may have a halogen atom), a fluoroalkyl group having 1 to 25 carbon atoms, or a fluoroaryl group having 6 to 18 carbon atoms, Nitro group, cyano group, fluorine atom, chlorine atom, -OCF3, -SCF3, fluoroalkyl group, -CO-OR 222 or -SO2-R 222 (R 222 represents an alkyl group having 1 to 25 carbon atoms which may have a halogen atom), more preferably Cyano group, -CO-OR 222 or -SO2-R 222 (R 222 represents an alkyl group having 1 to 25 carbon atoms which may have a halogen atom), A cyano group is particularly preferred.

[0136] R 14 and R 15 It is preferable that the structure is the same as that of the R 24 and R 25 It is preferable that the structure is the same as that of the R 34 and R 35 It is preferable that the structure is the same as that of the R 74 and R 75 It is preferable that the structure is the same as that of the R 84 and R 85 It is preferable that the structure is the same as that of the

[0137] The compound represented by formula (I) (hereinafter sometimes referred to as compound (I)) is more preferably any one of a compound represented by formula (I-1A), a compound represented by formula (I-2A), and a compound represented by formula (I-3A). [ka] [In the formula, Rx1, Rx2, Rx3, Rx4, Rx5, Rx6, Rx7, and Rx8 each independently represent a hydrogen atom or a substituent.] The substituents represented by Rx1 to Rx8 include ring W 1 The substituents are the same as those that may be contained in the group.

[0138] Examples of Compound (I) include the compounds shown below. Compound (I) is preferably a compound represented by formula (1-1) to formula (1-4), formula (1-7), formula (1-8), formula (1-10), formula (1-12), formula (1-20) to formula (1-25), formula (1-54) to formula (1-57), formula (1-59), formula (1-63) to formula (1-68), formula (1-70) to formula (1-78), formula (1-80), formula (1-124) to formula (1-132), formula (1-135), formula (1-137) to formula (1-142), formula (1-158) to formula (1-172), or formula (1-218) to formula (1-228), More preferably, the compound is a compound represented by formula (1-4), formula (1-7), formula (1-10), formula (1-12), formula (1-20), formula (1-22), formula (1-54), formula (1-55), formula (1-56), formula (1-59), formula (1-63) to formula (1-65), formula (1-66), formula (1-71), formula (1-124), formula (1-125), formula (1-126), formula (1-128), formula (1-131), formula (1-158), formula (1-160), formula (1-164), formula (1-169), or formula (1-218) to formula (1-228), Compounds represented by formula (1-55), formula (1-56), formula (1-59), formula (1-64), formula (1-125), and formulas (1-218) to (1-228) are more preferred.

[0139] [ka]

[0140] [ka]

[0141] [ka]

[0142] [ka]

[0143] [ka]

[0144] [ka]

[0145] [ka]

[0146] [ka]

[0147] Examples of the compound represented by formula (II) (hereinafter sometimes referred to as compound (II)) include the compounds shown below. Compound (II) is preferably a compound represented by formula (2-1), formula (2-2), formula (2-5) to formula (2-12), formula (2-24) to formula (2-28), formula (2-32), formula (2-33), formula (2-38) to formula (2-44), formula (2-70), formula (2-71), formula (2-103), formula (2-104), formula (2-105), or formula (2-106), and more preferably a compound represented by formula (2-1), formula (2-2), formula (2-5) to formula (2-10), formula (2-103), formula (2-104), formula (2-105), or formula (2-106).

[0148] [ka]

[0149] [ka]

[0150] [ka]

[0151] [ka]

[0152] [ka]

[0153] [ka]

[0154] [ka]

[0155] Examples of the compound represented by formula (III) (hereinafter, sometimes referred to as compound (III)) include the compounds shown below. [ka]

[0156] Examples of the compound represented by formula (IV) (hereinafter sometimes referred to as compound (IV)) include the compounds shown below. [ka]

[0157] Examples of the compound represented by formula (V) (hereinafter sometimes referred to as compound (V)) include the compounds shown below. Compound (V) is preferably a compound represented by formula (5-1) to formula (5-3), formula (5-6), formula (5-7), formula (5-9), formula (5-15), formula (5-21), formula (5-23), formula (5-25), formula (5-26), formula (5-32), formula (5-36), or formula (5-38), and more preferably a compound represented by formula (5-1) to formula (5-3), formula (5-21), formula (5-25), or formula (5-36). [ka]

[0158] [ka]

[0159] [ka]

[0160] [ka]

[0161] [ka]

[0162] [ka]

[0163] Examples of the compound represented by formula (VI) (hereinafter sometimes referred to as compound (VI)) include the compounds shown below. Compound (VI) is preferably a compound represented by formula (6-1), formula (6-2), formula (6-4), formula (6-5), formula (6-7), formula (6-8), formula (6-9), formula (6-12), formula (6-15), formula (6-18), formula (6-19), formula (6-22), formula (6-23), formula (6-50), formula (6-57), formula (6-69), formula (6-80), formula (6-85), or formula (6-94), and more preferably a compound represented by formula (6-1), formula (6-2), formula (6-4), formula (6-8), formula (6-15), formula (6-22), or formula (6-80). [ka]

[0164] [ka]

[0165] [ka]

[0166] [ka]

[0167] [ka]

[0168] [ka]

[0169] [ka]

[0170] [ka]

[0171] [ka]

[0172] [ka]

[0173] Examples of the compound represented by formula (VII) (hereinafter, sometimes referred to as compound (VII)) include the compounds shown below. Compound (VII) is preferably a compound represented by formula (7-1) to formula (7-9), formula (7-12), formula (7-14), formula (7-17), formula (7-42) to formula (7-44), or formula (7-57), and more preferably a compound represented by formula (7-1) to formula (7-8). [ka]

[0174] [ka]

[0175] [ka]

[0176] [ka]

[0177] [ka]

[0178] [ka]

[0179] [ka]

[0180] [ka]

[0181] Examples of the compound represented by formula (VIII) (hereinafter, sometimes referred to as compound (VIII)) include the compounds shown below. Compound (VIII) is preferably a compound represented by formula (8-1), formula (8-2), formula (8-4), formula (8-5), formula (8-11), formulas (8-13) to (8-17), formula (8-25), formula (8-26), formula (8-47), or formula (8-48), and more preferably a compound represented by formula (8-1), formula (8-4), formula (8-5), formula (8-15), formula (8-17), or formula (8-25). [ka]

[0182] [ka]

[0183] [ka]

[0184] [ka]

[0185] [ka]

[0186] [ka]

[0187] [ka]

[0188] [ka]

[0189] [ka]

[0190] [ka]

[0191] <Method for producing compound (I)> Compound (I) can be produced in the same manner as compound (Y), except that compound (YA) is replaced with a compound represented by formula (IA) (hereinafter, sometimes referred to as compound (IA)). [ka] [In the formula, ring W 1 , R 1 ~R 3 has the same meaning as above.]

[0192] Examples of compound (IA) include the compounds shown below. [ka]

[0193] Compound (IA) can be obtained by reacting a compound represented by formula (IC) (hereinafter, sometimes referred to as compound (IC)) with a compound represented by formula (ID) (hereinafter, sometimes referred to as compound (ID)). [ka] [In the formula, ring W 1 , R 1 , R 2 and R 3 represents the same meaning as above. E1 represents a leaving group.]

[0194] Examples of the leaving group represented by E1 include a halogen atom, a p-toluenesulfonyl group, and a trifluoromethylsulfonyl group.

[0195] The reaction between compound (IC) and compound (ID) is carried out by mixing compound (IC) and compound (ID). The amount of compound (ID) used is usually 0.1 to 5 moles, preferably 0.5 to 2 moles, per mole of compound (IC). The reaction of compound (IC) with compound (ID) may be carried out in the presence of a solvent, such as the same solvent as used in the reaction of compound (YC) with compound (YD). The reaction time between compound (IC) and compound (ID) is usually 0.1 to 10 hours. The reaction temperature of compound (IC) and compound (ID) is usually -50 to 150°C.

[0196] Examples of the compound (IC) include the compounds shown below. [ka]

[0197] Compound (I-4) may be a commercially available product, and specific examples thereof include the same as those of compound (YD).

[0198] Compound (IC) can be obtained by reacting a compound represented by formula (IE) (hereinafter, sometimes referred to as compound (IE)) with a compound represented by formula (IF) (hereinafter, sometimes referred to as compound (IF)). [ka] [In the formula, W 1 , R 1 , and R 2 has the same meaning as above.]

[0199] The reaction between compound (IE) and compound (IF) is carried out by mixing compound (IE) and compound (IF). The amount of compound (IF) used is usually 0.1 to 5 mol, preferably 0.5 to 2 mol, per 1 mol of compound (IE). The reaction of compound (IE) with compound (IF) may be carried out in the presence of a solvent. Examples of the solvent include the same solvents as those used in the reaction of compound (YE) with compound (YF). The reaction time of compound (IE) and compound (IF) is usually 0.1 to 10 hours. The reaction temperature of the compound (IE) and the compound (IF) is usually -50 to 150°C.

[0200] Examples of the compound (IE) include the compounds shown below. [ka]

[0201] Examples of compound (IF) include the same as compound (YF).

[0202] Compound (I) can also be obtained by using a compound represented by formula (IG) (hereinafter sometimes referred to as compound (IG)) and compound (IF) instead of using the above-mentioned compound (IA) and compound (YB). [ka] [In formula (IG), ring W 1 , R 3 , R 4 and R 5 has the same meaning as above.]

[0203] Examples of compound (IG) include the compounds shown below. [ka]

[0204] <Method for producing compounds (II) to (VIII)> Compound (II) can be obtained, for example, by reacting 2 molar equivalents of compound (IG) with 1 molar equivalent of the compound represented by formula (II-1). [ka] [In the formula, R 2 , R 12 and R 6 has the same meaning as above.]

[0205] Examples of the compound represented by formula (II-1) include the compounds shown below. [ka]

[0206] Compound (III) can be obtained, for example, by reacting 2 molar equivalents of compound (IG) with 1 molar equivalent of the compound represented by formula (III-1). [ka] [In the formula, ring W 111 has the same meaning as above.]

[0207] Examples of the compound represented by formula (III-1) include the compounds shown below. [ka]

[0208] Compound (IV) can be obtained, for example, by reacting 2 molar equivalents of compound (IG) with 1 molar equivalent of the compound represented by formula (IV-1). [ka] [In the formula, ring W 112 , Tamaki W 113 , R 7 has the same meaning as above.]

[0209] Examples of the compound represented by formula (IV-1) include the compounds shown below. [ka]

[0210] Compound (V) can be obtained, for example, by reacting 2 molar equivalents of compound (IA) with 1 molar equivalent of the compound represented by formula (V-1). [ka] [In the formula, R 4 , R 8 and R 44 has the same meaning as above.]

[0211] Examples of the compound represented by formula (V-1) include the compounds shown below. [ka]

[0212] Compound (VI) can be obtained, for example, by reacting 3 molar equivalents of compound (IA) with 1 molar equivalent of the compound represented by formula (VI-1). [ka] [In the formula, R 4 , R 8 , R 54 and R 64 has the same meaning as above.]

[0213] Examples of the compound represented by formula (VI-1) include the compounds shown below. [ka]

[0214] Compound (VII) can be obtained, for example, by reacting 3 molar equivalents of compound (IG) with 1 molar equivalent of the compound represented by formula (VII-1). [ka] [In the formula, R 2 , R 10 , R 72 and R 82 has the same meaning as above.]

[0215] Examples of the compound represented by formula (VII-1) include the compounds shown below. [ka]

[0216] Compound (VIII) can be obtained, for example, by reacting 4 molar equivalents of compound (IA) with 1 molar equivalent of the compound represented by formula (VIII-1). [ka] [In the formula, R 4 , R 11 , R 94 , R 104 and R 114 has the same meaning as above.]

[0217] Examples of the compound represented by formula (VIII-1) include the compounds shown below. [ka]

[0218] The content of the light-selective absorption compound (B) is usually 0.01 to 50 parts by mass, preferably 0.1 to 20 parts by mass, more preferably 0.5 to 10 parts by mass, and particularly preferably 1.0 to 5 parts by mass, relative to 100 parts by mass of the resin (A).

[0219] <Light-selective absorption compound (C)> The light-selective absorbing compound (C) is a monomer having a polymerizable group in the molecule and exhibiting an absorption maximum at a wavelength of 300 nm or more and less than 360 nm. The light-selective absorbing compound (C) preferably exhibits an absorption maximum at a wavelength of 320 nm or more and 355 nm or less, and more preferably exhibits an absorption maximum at a wavelength of 330 nm or more and 350 nm or less.

[0220] The light-selective absorbing compound (C) has a polymerizable group. Examples of the polymerizable group include cationic polymerizable groups such as an epoxy group, an oxetanyl group, an oxazolino group, an aziridino group, and a vinyl ether group; and radically polymerizable groups such as an ethylenically unsaturated group. The polymerizable group of the light-selective absorbing compound (C) is preferably a radically polymerizable group such as an ethylenically unsaturated group. Specific examples of the ethylenically unsaturated group include a vinyl group, an α-methylvinyl group, an acryloyl group, a methacryloyl group, an allyl group, a styryl group, a (meth)acrylamide group, a vinyl sulfone group, and a (meth)acryloyloxy group.

[0221] Examples of the light-selective absorption compound (C) include a compound having a polymerizable group and a benzotriazole skeleton in the molecule, a compound having a polymerizable group and a benzimidazole skeleton in the molecule, a compound having a polymerizable group and a triazine skeleton in the molecule, a compound having a polymerizable group and a benzophenone skeleton in the molecule, and a compound having a polymerizable group and a non-polymerizable cyanoacrylate skeleton in the molecule.

[0222] Examples of the light-selective absorption compound (C) include the compounds described below. 2-[2-(2,4-dihydroxyphenyl)-2H-benzotriazol-5-yloxy]ethyl methacrylate, 2-[2-(4-ethoxy-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]ethyl methacrylate, 2-[2-(4-butoxy-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]ethyl methacrylate, 2-[2-(4-benzoyloxy-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]ethyl methacrylate, 4-[2-(2,4-dihydroxyphenyl)-2H-benzotriazol-5-yloxy]butyl methacrylate, 4-[2-(4-ethoxy-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]butyl methacrylate, 4-[2-(4-butoxy-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]butyl methacrylate, 4-[2-(2-hydroxy-4-octyloxyphenyl)-2H-benzotriazol-5-yloxy]butyl methacrylate, 4-[2-(4-benzoyloxy-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]butyl methacrylate, 2-[2-(2-hydroxy-4-octyloxyphenyl)-2H-benzotriazol-5-yloxy]ethyl methacrylate, 2-[2-(4-octyloxy-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]ethyl methacrylate, 2-[2-(4-methoxy-5-tert-butyl-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]ethyl methacrylate, 2-[2-(4-methoxy-3-tert-butyl-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]ethyl methacrylate, 2-[2-(4-methoxy-3-methyl-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]ethyl methacrylate, 2-[2-hydroxy-5-(methacryloyloxyethyl)phenyl]-2H-benzotriazole, 2-[2-hydroxy-5-(methacryloyl)phenyl]-2H-benzotriazole, 2-[2-hydroxy-5-(methacryloyloxypropyl)phenyl]-5-chloro-2H-benzotriazole, 2-[2-hydroxy-5-(methacryloyloxypropyl)phenyl]-2H-benzotriazole, N-[3-benzotriazol-2-yl-2-hydroxy-5-(1,1,3,3-tetramethylbutyl)-benzoyl]-2-methylmethacrylamide,

[0223] 2-[2-(2,4-dihydroxyphenyl)-2H-benzotriazol-5-yloxy]ethyl acrylate, 2-[2-(4-ethoxy-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]ethyl acrylate, 2-[2-(4-butoxy-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]ethyl acrylate, 2-[2-(4-benzoyloxy-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]ethyl acrylate, 4-[2-(2,4-dihydroxyphenyl)-2H-benzotriazol-5-yloxy]butyl acrylate, 4-[2-(4-ethoxy-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]butyl acrylate, 4-[2-(4-butoxy-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]butyl acrylate, 4-[2-(2-hydroxy-4-octyloxyphenyl)-2H-benzotriazol-5-yloxy]butyl acrylate, 2-[2-(2-hydroxy-4-octyloxyphenyl)-2H-benzotriazol-5-yloxy]ethyl acrylate, 4-[2-(4-benzoyloxy-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]butyl acrylate, 2-[2-(4-octyloxy-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]ethyl acrylate, 2-[2-(4-methoxy-5-tert-butyl-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]ethyl acrylate, 2-[2-(4-methoxy-3-tert-butyl-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]ethyl acrylate, 2-[2-(4-methoxy-3-methyl-2-hydroxyphenyl)-2H-benzotriazol-5-yloxy]ethyl acrylate, 2-[2-hydroxy-5-(acryloyloxyethyl)phenyl]-2H-benzotriazole, 2-[2-hydroxy-5-(acryloyl)phenyl]-2H-benzotriazole, 2-[2-hydroxy-5-(methacryloyloxypropyl)phenyl]-5-chloro-2H-benzotriazole, 2-[2-hydroxy-5-(methacryloyloxypropyl)phenyl]-2H-benzotriazole, N-[3-benzotriazol-2-yl-2-hydroxy-5-(1,1,3,3-tetramethylbutyl)-benzoyl]-2-methylacrylamide,

[0224] 2-hydroxy-4-acryloyloxybenzophenone, 2-hydroxy-4-methacryloyloxybenzophenone, 2-hydroxy-4-(2-acryloyloxy)ethoxybenzophenone, 2-hydroxy-4-(2-methacryloyloxy)ethoxybenzophenone, 2-hydroxy-4-(2-methyl-2-acryloyloxy)ethoxybenzophenone,

[0225] 2,4-diphenyl-6-[2-hydroxy-4-(2-methacryloyloxyethoxy)phenyl]-s-triazine, 2,4-diphenyl-6-[2-hydroxy-4-(2-acryloyloxyethoxy)phenyl]-s-triazine, 2,4-bis(2-methylphenyl)-6-[2-hydroxy-4-(3-methacryloyloxy-2-hydroxypropyloxy)phenyl]-s-triazine, 2,4-bis(2-methylphenyl)-6-[2-hydroxy-4-(3-acryloyloxy-2-hydroxypropyloxy)phenyl]-s-triazine, 2,4-bis(2-methoxyphenyl)-6-[2-hydroxy-4-(2-acryloyloxyethoxy)phenyl]-s-triazine, 2,4-bis(2-methoxyphenyl)-6-[2-hydroxy-4-(2-methacryloyloxyethoxy)phenyl]-s-triazine, 2,4-bis(2-ethylphenyl)-6-[2-hydroxy-4-(2-methacryloyloxyethoxy)phenyl]-s-triazine, 2,4-bis(2-ethylphenyl)-6-[2-hydroxy-4-(2-acryloyloxyethoxy)phenyl]-s-triazine, 2,4-bis(2-ethoxyphenyl)-6-[2-hydroxy-4-(2-methacryloyloxyethoxy)phenyl]-s-triazine, 2,4-bis(2-ethoxyphenyl)-6-[2-hydroxy-4-(2-acryloyloxyethoxy)phenyl]-s-triazine and the like.

[0226] Further, examples of the light-selective absorption compound (C) include the compounds shown below. [ka]

[0227] The light-selective absorption compound (C) may be a commercially available product, and specific examples include "RUV-93" (Otsuka Chemical Co., Ltd.), "CHISORB 5687" (Double Bond Chemical Co.), and "Tinuvin R 796" (BASF).

[0228] The light-selective absorption compound (C) is preferably a compound having a polymerizable group and a benzotriazole skeleton in the molecule, a compound having a polymerizable group and a triazine skeleton in the molecule, or a compound having a polymerizable group and a benzophenone skeleton in the molecule.

[0229] The content of the light-selective absorption compound (C) is usually 0.1 to 70 parts by mass, preferably 1 to 50 parts by mass, more preferably 5 to 30 parts by mass, even more preferably 7.5 to 25 parts by mass, and particularly preferably 10 to 20 parts by mass, relative to 100 parts by mass of the resin (A).

[0230] The content ratio (mass ratio) of the light-selective absorbing compound (C) to the light-selective absorbing compound (B), light-selective absorbing compound (C) / light-selective absorbing compound (B), is usually from 100 / 5 to 100 / 30, and preferably from 100 / 5 to 100 / 25.

[0231] The pressure-sensitive adhesive composition of the present invention may further contain an initiator (D), a radically curable component (E), and a crosslinking agent (F).

[0232] <Initiator (D)> The initiator (D) may be any compound that initiates a polymerization reaction of the light-selective absorption compound (C) or the optionally contained radical-curable component (E). The initiator (D) may be either a compound that initiates a polymerization reaction by absorbing thermal energy (thermal polymerization initiator) or a compound that initiates a polymerization reaction by absorbing light energy (photopolymerization initiator). Here, the light is preferably active energy rays such as visible light, ultraviolet light, X-rays, or electron beams.

[0233] Examples of the thermal polymerization initiator include a compound that generates radicals upon heating or the like (thermal radical generator), a compound that generates an acid upon heating or the like (thermal acid generator), and a compound that generates a base upon heating or the like (thermal base generator). Examples of the photopolymerization initiator include a compound that generates radicals by absorbing light energy (photoradical generator), a compound that generates acid by absorbing light energy (photoacid generator), and a compound that generates a base by absorbing light energy (photobase generator).

[0234] The initiator (D) is preferably selected from those suitable for the polymerization reaction of the light-selective absorption compound (C) or the radical-curable component (E), and is preferably a radical generator, more preferably a photoradical generator. Examples of the radical generator include a thermal radical generator and a photoradical generator. The initiator (D) may contain two or more types, and a photoradical generator and a thermal radical generator may be used in combination.

[0235] Examples of the radical generator include alkylphenone compounds, benzoin compounds, benzophenone compounds, oxime ester compounds, and phosphine compounds. The radical generator is preferably a photoradical generator, and from the viewpoint of the reactivity of the polymerization reaction, it is more preferably an oxime ester-based photoradical generator. By using an oxime ester-based radical generator, the reaction rate of the light-selective absorption compound (C) and the radical curing component (E) can be increased even under curing conditions with low illuminance or light quantity.

[0236] Examples of the alkylphenone compound include an α-aminoalkylphenone compound, an α-hydroxyalkylphenone compound, and an α-alkoxyalkylphenone compound. Examples of the α-aminoalkylphenone compound include 2-methyl-2-morpholino-1-(4-methylsulfanylphenyl)propan-1-one, 2-dimethylamino-1-(4-morpholinophenyl)-2-benzylbutan-1-one, 2-dimethylamino-1-(4-morpholinophenyl)-2-(4-methylphenylmethyl)butan-1-one, and the like, and preferred examples include 2-methyl-2-morpholino-1-(4-methylsulfanylphenyl)propan-1-one, 2-dimethylamino-1-(4-morpholinophenyl)-2-benzylbutan-1-one, and the like. As the α-aminoalkylphenone compound, commercially available products such as Irgacure (registered trademark) 127, 184, 369, 369E, 379EG, 651, 907, 1173, and 2959 (all manufactured by BASF Japan Ltd.) and Seikuol (registered trademark) BEE (manufactured by Seiko Chemical Co., Ltd.) may be used.

[0237] Examples of the benzoin compound include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzoin isobutyl ether.

[0238] Examples of the benzophenone compound include benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenyl sulfide, 3,3',4,4'-tetra(tert-butylperoxycarbonyl)benzophenone, 2,4,6-trimethylbenzophenone, etc. Commercially available benzophenone compounds may be used.

[0239] Examples of the oxime ester compound include N-benzoyloxy-1-(4-phenylsulfanylphenyl)butan-1-one-2-imine, N-benzoyloxy-1-(4-phenylsulfanylphenyl)octan-1-one-2-imine, N-acetoxy-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethan-1-imine, and N-acetoxy-1-[9-ethyl-6-{2-methyl-4-(3,3-dimethyl-2,4-dioxacyclopentanylmethyloxy)benzoyl}-9H-carbazol-3-yl]ethan-1-imine. As the oxime compound, commercially available products such as Irgacure OXE-01, OXE-02, and OXE-03 (all manufactured by BASF Japan Ltd.), N-1919, NCI-730, NCI-831, and NCI-930 (manufactured by ADEKA Corporation), and PBG3057 (manufactured by TRONLY Corporation) may be used.

[0240] Examples of the phosphine compound include acylphosphine oxides such as phenyl(2,4,6-trimethylbenzoyl)phosphine oxide and diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide. Examples of the phosphine compound include Irgacure (registered trademark) TPO and Irgacure 819 (manufactured by BASF Japan Ltd.).

[0241] Examples of the acid generator include onium salts such as aromatic iodonium salts and aromatic sulfonium salts; aromatic diazonium salts; and iron-arene complexes.

[0242] The aromatic iodonium salt is a compound having a diaryliodonium cation, and a typical example of the cation is a diphenyliodonium cation. The aromatic sulfonium salt is a compound having a triarylsulfonium cation, and a typical example of the cation is a triphenylsulfonium cation or a 4,4'-bis(diphenylsulfonio)diphenylsulfide cation. The aromatic diazonium salt is a compound having a diazonium cation, and a typical example of the cation is a benzenediazonium cation. The iron-arene complex is typically a cyclopentadienyliron(II) arene cation complex salt.

[0243] The cations shown above are paired with anions (negative ions) to form photocation generators. Examples of anions that form photocation generators include special phosphorus anions [(Rf) n PF 6-n ] - , hexafluorophosphate anion PF6 - , hexafluoroantimonate anion SbF6 - , pentafluorohydroxyantimonate anion SbF5(OH) - , hexafluoroarsenate anion AsF6 - , tetrafluoroborate anion BF4 - , tetrakis(pentafluorophenyl)borate anion B(C6F5)4 - Among them, from the viewpoint of the curability of the cationic polymerizable compound and the safety of the resulting adhesive layer, a special phosphorus-based anion [(Rf) n PF 6-n ] - , hexafluorophosphate anion PF6 - , tetrakis(pentafluorophenyl)borate anion B(C6F5)4 - , hexafluoroantimonate anion SbF6 - It is preferable that:

[0244] Examples of the photobase generator include carbamate compounds, α-aminoketone compounds, quaternary ammonium compounds, O-acyloxime compounds, and aminocyclopropenone compounds.

[0245] Examples of carbamate compounds include 1-(2-anthraquinonyl)ethyl 1-piperidinecarboxylate, 1-(2-anthraquinonyl)ethyl 1H-2-ethylimidazole-1-carboxylate, 9-anthrylmethyl 1-piperidinecarboxylate, 9-anthrylmethyl N,N-diethylcarbamate, 9-anthrylmethyl N-propylcarbamate, 9-anthrylmethyl N-cyclohexylcarbamate, 9-anthrylmethyl 1H-imidazole-1-carboxylate, 9-anthrylmethyl N,N-dioctylcarbamate, 9-anthrylmethyl 1-(4-hydroxypiperidine)carboxylate, 1-pyrenylmethyl 1-piperidinecarboxylate, bis[1-(2-anthraquinonyl)ethyl] 1,6-hexanediylbiscarbamate, and bis(9-anthrylmethyl) 1,6-hexanediylbiscarbamate. Known examples of α-aminoketone compounds include 1-phenyl-2-(4-morpholinobenzoyl)-2-dimethylaminobutane and 2-(4-methylthiobenzoyl)-2-morpholinopropane.

[0246] Examples of quaternary ammonium compounds that can be used as photobase generators include 1-(4-phenylthiophenacyl)-1-azonia-4-azabicyclo[2,2,2]octanetetraphenylborate, 5-(4-phenylthiophenacyl)-1-aza-5-azoniabicyclo[4,3,0]-5-nonenetetraphenylborate, and 8-(4-phenylthiophenacyl)-1-aza-8-azoniabicyclo[5,4,0]-7-undecenetetraphenylborate. Examples of aminocyclopropenone compounds that can be used as photobase generators include 2-diethylamino-3-phenylcyclopropenone, 2-diethylamino-3-(1-naphthyl)cyclopropenone, 2-pyrrolidinyl-3-phenylcyclopropenone, 2-imidazolyl-3-phenylcyclopropenone, and 2-isopropylamino-3-phenylcyclopropenone.

[0247] Examples of thermal base generators include carbamate derivatives such as 2-(4-biphenyl)-2-propyl carbamate and 1,1-dimethyl-2-cyanoethyl carbamate, urea derivatives such as urea and N,N,N'-trimethylurea, dihydropyridine derivatives such as 1,4-dihydronicotinamide, dicyandiamide, and salts of acids and bases such as organic salts and inorganic salts.

[0248] The content of the initiator (D) is usually 0.01 to 20 parts by mass, preferably 0.1 to 10 parts by mass, more preferably 0.5 to 5 parts by mass, and even more preferably 1 to 3 parts by mass, relative to 100 parts by mass of the resin (A).

[0249] <Radical curing component (E)> The radically curable component (E) may be a monomer or oligomer that is cured by a radical polymerization reaction. Examples of the radically curable component (E) include monofunctional or polyfunctional (meth)acrylate compounds, styrene compounds, vinyl compounds, and the like. The pressure-sensitive adhesive composition of the present invention may contain two or more types of radically curable components (E).

[0250] Examples of (meth)acrylate compounds include (meth)acrylate monomers having at least one (meth)acryloyloxy group in the molecule, (meth)acrylamide monomers, and (meth)acryl oligomers having at least two (meth)acryloyl groups in the molecule, and other (meth)acryl group-containing compounds. The (meth)acrylic oligomer is preferably a (meth)acrylate oligomer having at least two (meth)acryloyloxy groups in the molecule. The (meth)acrylic compounds may be used alone or in combination of two or more.

[0251] Examples of the (meth)acrylate monomer include a monofunctional (meth)acrylate monomer having one (meth)acryloyloxy group in the molecule, a bifunctional (meth)acrylate monomer having two (meth)acryloyloxy groups in the molecule, and a polyfunctional (meth)acrylate monomer having three or more (meth)acryloyloxy groups in the molecule.

[0252] Examples of monofunctional (meth)acrylate monomers include alkyl (meth)acrylates. In the case of alkyl (meth)acrylates, when the alkyl group has 3 or more carbon atoms, the alkyl group may be linear, branched, or cyclic. Examples of alkyl (meth)acrylates include methyl (meth)acrylate, ethyl (meth)acrylate, isopropyl (meth)acrylate, butyl (meth)acrylate, isobutyl (meth)acrylate, t-butyl (meth)acrylate, and 2-ethylhexyl (meth)acrylate. Examples of monofunctional (meth)acrylate monomers include aralkyl (meth)acrylates such as benzyl (meth)acrylate; (meth)acrylates of terpene alcohols such as isobornyl (meth)acrylate; (meth)acrylates having a tetrahydrofurfuryl structure such as tetrahydrofurfuryl (meth)acrylate; (meth)acrylates having a cycloalkyl group in the alkyl group moiety such as cyclohexyl (meth)acrylate, cyclohexylmethyl methacrylate, dicyclopentanyl acrylate, dicyclopentenyl (meth)acrylate, and 1,4-cyclohexanedimethanol monoacrylate; aminoalkyl (meth)acrylates such as N,N-dimethylaminoethyl (meth)acrylate; and (meth)acrylates having an ether bond in the alkyl group moiety such as 2-phenoxyethyl (meth)acrylate, dicyclopentenyloxyethyl (meth)acrylate, ethyl carbitol (meth)acrylate, and phenoxypolyethylene glycol (meth)acrylate.

[0253] Furthermore, examples of the monofunctional (meth)acrylate monomer include monofunctional (meth)acrylates having a hydroxyl group at the alkyl moiety and monofunctional (meth)acrylates having a carboxyl group at the alkyl moiety. Examples of the monofunctional (meth)acrylates having a hydroxyl group at the alkyl moiety include 2-hydroxyethyl (meth)acrylate, 2- or 3-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 2-hydroxy-3-phenoxypropyl (meth)acrylate, trimethylolpropane mono(meth)acrylate, and pentaerythritol mono(meth)acrylate. Examples of monofunctional (meth)acrylates having a carboxyl group in the alkyl moiety include 2-carboxyethyl (meth)acrylate, ω-carboxy-polycaprolactone (n=2) mono(meth)acrylate, 1-[2-(meth)acryloyloxyethyl]phthalic acid, 1-[2-(meth)acryloyloxyethyl]hexahydrophthalic acid, 1-[2-(meth)acryloyloxyethyl]succinic acid, 4-[2-(meth)acryloyloxyethyl]trimellitic acid, and N-(meth)acryloyloxy-N',N'-dicarboxymethyl-p-phenylenediamine.

[0254] The (meth)acrylamide monomer is preferably a (meth)acrylamide having a substituent at the N-position. A typical example of the N-position substituent is an alkyl group, but it may form a ring together with the nitrogen atom of the (meth)acrylamide, and this ring may have an oxygen atom as a ring member in addition to the carbon atom and the nitrogen atom of the (meth)acrylamide. Furthermore, a substituent such as an alkyl or oxo (=O) may be bonded to the carbon atom constituting the ring.

[0255] Examples of N-substituted (meth)acrylamides include N-alkyl(meth)acrylamides such as N-methyl(meth)acrylamide, N-ethyl(meth)acrylamide, N-isopropyl(meth)acrylamide, Nn-butyl(meth)acrylamide, Nt-butyl(meth)acrylamide, and N-hexyl(meth)acrylamide; and N,N-dialkyl(meth)acrylamides such as N,N-dimethyl(meth)acrylamide and N,N-diethyl(meth)acrylamide. The N-substituent may be an alkyl group having a hydroxyl group, examples of which include N-hydroxymethyl(meth)acrylamide, N-(2-hydroxyethyl)(meth)acrylamide, and N-(2-hydroxypropyl)(meth)acrylamide. Furthermore, specific examples of the N-substituted (meth)acrylamides forming the above-mentioned 5- or 6-membered ring include N-acryloylpyrrolidine, 3-acryloyl-2-oxazolidinone, 4-acryloylmorpholine, N-acryloylpiperidine, and N-methacryloylpiperidine.

[0256] As the bifunctional (meth)acrylate monomer, Alkylene glycol di(meth)acrylates such as ethylene glycol di(meth)acrylate, 1,3-butanediol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, 1,9-nonanediol di(meth)acrylate, and neopentyl glycol di(meth)acrylate; polyoxyalkylene glycol di(meth)acrylates such as diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, dipropylene glycol di(meth)acrylate, tripropylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, polypropylene glycol di(meth)acrylate, and polytetramethylene glycol di(meth)acrylate; di(meth)acrylates of halogen-substituted alkylene glycols such as tetrafluoroethylene glycol di(meth)acrylate; Di(meth)acrylates of aliphatic polyols such as trimethylolpropane di(meth)acrylate, ditrimethylolpropane di(meth)acrylate, and pentaerythritol di(meth)acrylate; hydrogenated dicyclopentadiene or tricyclodecane dialkanol di(meth)acrylates such as hydrogenated dicyclopentadienyl di(meth)acrylate and tricyclodecane dimethanol di(meth)acrylate; Di(meth)acrylates of dioxane glycol or dioxane dialkanol such as 1,3-dioxane-2,5-diyl di(meth)acrylate (also known as dioxane glycol di(meth)acrylate); Di(meth)acrylates of alkylene oxide adducts of bisphenol A or bisphenol F, such as bisphenol A ethylene oxide adduct diacrylate and bisphenol F ethylene oxide adduct diacrylate; Epoxy di(meth)acrylates of bisphenol A or bisphenol F, such as an acrylic acid adduct of bisphenol A diglycidyl ether and an acrylic acid adduct of bisphenol F diglycidyl ether; Silicone di(meth)acrylate; Hydroxypivalic acid neopentyl glycol ester di(meth)acrylate; 2,2-bis[4-(meth)acryloyloxyethoxyethoxyphenyl]propane; 2,2-bis[4-(meth)acryloyloxyethoxyethoxycyclohexyl]propane; Di(meth)acrylate of [2-(2-hydroxy-1,1-dimethylethyl)-5-ethyl-5-hydroxymethyl-1,3-dioxane]; tris(hydroxyethyl)isocyanurate di(meth)acrylate; and the like.

[0257] Examples of trifunctional or higher polyfunctional (meth)acrylate monomers include poly(meth)acrylates of trifunctional or higher aliphatic polyols such as glycerin tri(meth)acrylate, alkoxylated glycerin tri(meth)acrylate, trimethylolpropane tri(meth)acrylate, ditrimethylolpropane tri(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, and dipentaerythritol hexa(meth)acrylate; poly(meth)acrylates of trifunctional or higher halogen-substituted polyols; and tri(meth)acrylates of alkylene oxide adducts of glycerin; Examples thereof include tri(meth)acrylate of an alkylene oxide adduct of trimethylolpropane; 1,1,1-tris[(meth)acryloyloxyethoxyethoxy]propane; and tris(hydroxyethyl)isocyanurate tri(meth)acrylate. Commercially available products may also be used, such as A-DPH-12E, A-TMPT, and A-9300 (manufactured by Shin-Nakamura Chemical Co., Ltd.).

[0258] Examples of the (meth)acrylic oligomer include urethane (meth)acrylic oligomer, polyester (meth)acrylic oligomer, and epoxy (meth)acrylic oligomer.

[0259] The urethane (meth)acrylic oligomer is a compound having a urethane bond (-NHCOO-) and at least two (meth)acryloyl groups in the molecule. Specifically, it may be a urethane reaction product of a hydroxyl group-containing (meth)acrylic monomer having at least one (meth)acryloyl group and at least one hydroxyl group in the molecule with a polyisocyanate, or a urethane reaction product of a terminal isocyanato group-containing urethane compound obtained by reacting a polyol with a polyisocyanate with a (meth)acrylic monomer having at least one (meth)acryloyl group and at least one hydroxyl group in the molecule.

[0260] The hydroxyl group-containing (meth)acrylic monomer used in the urethanization reaction can be, for example, a hydroxyl group-containing (meth)acrylate monomer, specific examples of which include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 2-hydroxy-3-phenoxypropyl (meth)acrylate, glycerin di(meth)acrylate, trimethylolpropane di(meth)acrylate, pentaerythritol tri(meth)acrylate, and dipentaerythritol penta(meth)acrylate. Specific examples other than the hydroxyl group-containing (meth)acrylate monomer include N-hydroxyalkyl (meth)acrylamide monomers such as N-hydroxyethyl (meth)acrylamide and N-methylol (meth)acrylamide.

[0261] Examples of polyisocyanates that can be subjected to the urethanization reaction with the hydroxyl group-containing (meth)acrylic monomer include hexamethylene diisocyanate, lysine diisocyanate, isophorone diisocyanate, dicyclohexylmethane diisocyanate, tolylene diisocyanate, xylylene diisocyanate, diisocyanates obtained by hydrogenating aromatic isocyanates among these diisocyanates (e.g., hydrogenated tolylene diisocyanate, hydrogenated xylylene diisocyanate, etc.), di- or tri-isocyanates such as triphenylmethane triisocyanate and dibenzylbenzene triisocyanate, and polyisocyanates obtained by polymerizing the above diisocyanates.

[0262] Furthermore, the polyol used to produce a urethane compound containing a terminal isocyanato group by reaction with a polyisocyanate may be an aromatic, aliphatic, or alicyclic polyol, as well as a polyester polyol, a polyether polyol, etc. Examples of aliphatic and alicyclic polyols include 1,4-butanediol, 1,6-hexanediol, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, neopentyl glycol, trimethylolethane, trimethylolpropane, ditrimethylolpropane, pentaerythritol, dipentaerythritol, dimethylolheptane, dimethylolpropionic acid, dimethylolbutanoic acid, glycerin, and hydrogenated bisphenol A.

[0263] The polyester polyol is obtained by a dehydration condensation reaction between the above-mentioned polyol and a polybasic carboxylic acid or an anhydride thereof. Examples of the polybasic carboxylic acid or anhydride thereof, when expressed by adding "(anhydride)" to the anhydride, include succinic acid (anhydride), adipic acid, maleic acid (anhydride), itaconic acid (anhydride), trimellitic acid (anhydride), pyromellitic acid (anhydride), phthalic acid (anhydride), isophthalic acid, terephthalic acid, and hexahydrophthalic acid (anhydride).

[0264] The polyether polyol may be a polyalkylene glycol, or a polyoxyalkylene-modified polyol obtained by reacting the above-mentioned polyol or dihydroxybenzene with an alkylene oxide.

[0265] The polyester (meth)acrylate oligomer means an oligomer having an ester bond and at least two (meth)acryloyloxy groups in the molecule. The polyester (meth)acrylate oligomer can be obtained, for example, by subjecting (meth)acrylic acid, a polybasic carboxylic acid or anhydride thereof, and a polyol to a dehydration condensation reaction. Examples of polybasic carboxylic acids or anhydrides thereof include succinic anhydride, adipic acid, maleic anhydride, itaconic anhydride, trimellitic anhydride, pyromellitic anhydride, hexahydrophthalic anhydride, phthalic acid, succinic acid, maleic acid, itaconic acid, trimellitic acid, pyromellitic acid, hexahydrophthalic acid, phthalic acid, isophthalic acid, and terephthalic acid. Examples of polyols include 1,4-butanediol, 1,6-hexanediol, ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, neopentyl glycol, trimethylolethane, trimethylolpropane, ditrimethylolpropane, pentaerythritol, dipentaerythritol, dimethylolheptane, dimethylolpropionic acid, dimethylolbutanoic acid, glycerin, and hydrogenated bisphenol A.

[0266] Epoxy (meth)acrylic oligomers can be obtained by the addition reaction of polyglycidyl ether and (meth)acrylic acid. The epoxy (meth)acrylic oligomer has at least two (meth)acryloyloxy groups in the molecule. Examples of polyglycidyl ethers include ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, tripropylene glycol diglycidyl ether, 1,6-hexanediol diglycidyl ether, and bisphenol A diglycidyl ether.

[0267] Examples of styrene-based compounds include styrene; alkyl styrenes such as methylstyrene, dimethylstyrene, trimethylstyrene, ethylstyrene, diethylstyrene, triethylstyrene, propylstyrene, butylstyrene, hexylstyrene, heptylstyrene, and octylstyrene; halogenated styrenes such as fluorostyrene, chlorostyrene, bromostyrene, dibromostyrene, and iodostyrene; nitrostyrene; acetylstyrene; methoxystyrene; and divinylbenzene.

[0268] Examples of vinyl monomers include fatty acid vinyl esters such as vinyl acetate, vinyl propionate, vinyl butyrate, vinyl 2-ethylhexanoate, and vinyl laurate; vinyl halides such as vinyl chloride and vinyl bromide; vinylidene halides such as vinylidene chloride; nitrogen-containing heteroaromatic vinyls such as vinylpyridine, vinylpyrrolidone, and vinylcarbazole; conjugated dienes such as butadiene, isoprene, and chloroprene; and unsaturated nitriles such as acrylonitrile and methacrylonitrile.

[0269] The radically curable component (E) is preferably a (meth)acrylate compound, more preferably a polyfunctional (meth)acrylate compound, and the polyfunctional (meth)acrylate compound is preferably tri- or higher functional.

[0270] The content of the radically curable component (E) is usually 0.5 to 100 parts by mass, preferably 1 to 70 parts by mass, more preferably 3 to 50 parts by mass, even more preferably 5 to 30 parts by mass, and particularly preferably 7.5 to 20 parts by mass, relative to 100 parts by mass of the resin (A).

[0271] <Crosslinking agent (F)> Examples of the crosslinking agent (F) include an isocyanate-based crosslinking agent, an epoxy-based crosslinking agent, an aziridine-based crosslinking agent, and a metal chelate-based crosslinking agent. In particular, from the viewpoints of the pot life of the pressure-sensitive adhesive composition, the durability of the pressure-sensitive adhesive layer, the crosslinking rate, etc., an isocyanate-based crosslinking agent is preferred.

[0272] The isocyanate crosslinking agent is preferably a compound having at least two isocyanato groups (-NCO) in the molecule, and examples thereof include aliphatic isocyanate compounds (such as hexamethylene diisocyanate), alicyclic isocyanate compounds (such as isophorone diisocyanate, hydrogenated diphenylmethane diisocyanate, hydrogenated xylylene diisocyanate), and aromatic isocyanate compounds (such as tolylene diisocyanate, xylylene diisocyanate diphenylmethane diisocyanate, naphthalene diisocyanate, triphenylmethane triisocyanate, etc.). The crosslinking agent (F) may also be a derivative of an adduct of the isocyanate compound with a polyhydric alcohol compound (e.g., an adduct with glycerol, trimethylolpropane, etc.), an isocyanurate, a biuret-type compound, or a urethane prepolymer-type isocyanate compound obtained by addition reaction with a polyether polyol, polyester polyol, acrylic polyol, polybutadiene polyol, polyisoprene polyol, etc. The crosslinking agent (F) may be used alone or in combination of two or more. Representative examples of these include aromatic isocyanate compounds (e.g., tolylene diisocyanate, xylylene diisocyanate), aliphatic isocyanate compounds (e.g., hexamethylene diisocyanate), or their adducts with a polyhydric alcohol compound (e.g., glycerol, trimethylolpropane), or isocyanurates. When the crosslinking agent (F) is an aromatic isocyanate compound and / or an adduct thereof with a polyhydric alcohol compound or an isocyanurate, the durability of the pressure-sensitive adhesive layer can be improved, possibly because it is advantageous for forming an optimal crosslink density (or crosslinked structure). In particular, when the crosslinking agent (F) is a tolylene diisocyanate compound and / or an adduct thereof with a polyhydric alcohol compound, the durability can be improved even when the pressure-sensitive adhesive layer is applied to a polarizing plate, for example.

[0273] The content of the crosslinking agent (F) is usually 0.01 to 25 parts by mass, preferably 0.1 to 15 parts by mass, more preferably 0.15 to 7 parts by mass, even more preferably 0.2 to 5 parts by mass, and particularly preferably 0.25 to 2 parts by mass, relative to 100 parts by mass of the resin (A).

[0274] The pressure-sensitive adhesive composition of the present invention may further contain a silane compound (G). Examples of the silane compound (G) include vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris(2-methoxyethoxy)silane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropyltriethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropylethoxydimethylsilane, 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloyloxypropyltrimethoxysilane, and 3-mercaptopropyltrimethoxysilane. The silane compound (G) may be a silicone oligomer. Specific examples of silicone oligomers, expressed in the form of combinations of monomers, are as follows:

[0275] Mercaptopropyl group-containing oligomers such as 3-mercaptopropyltrimethoxysilane-tetramethoxysilane oligomer, 3-mercaptopropyltrimethoxysilane-tetraethoxysilane oligomer, 3-mercaptopropyltriethoxysilane-tetramethoxysilane oligomer, and 3-mercaptopropyltriethoxysilane-tetraethoxysilane oligomer; mercaptomethyl group-containing oligomers such as mercaptomethyltrimethoxysilane-tetramethoxysilane oligomer, mercaptomethyltrimethoxysilane-tetraethoxysilane oligomer, mercaptomethyltriethoxysilane-tetramethoxysilane oligomer, and mercaptomethyltriethoxysilane-tetraethoxysilane oligomer; 3-glycidyloxysilane copolymers containing 3-glycidoxypropyl groups, such as 3-glycidoxypropyltrimethoxysilane-tetramethoxysilane copolymer, 3-glycidoxypropyltriethoxysilane-tetramethoxysilane copolymer, 3-glycidoxypropyltriethoxysilane-tetramethoxysilane copolymer, 3-glycidoxypropyltriethoxysilane-tetraethoxysilane copolymer, 3-glycidoxypropylmethyldimethoxysilane-tetramethoxysilane copolymer, 3-glycidoxypropylmethyldimethoxysilane-tetraethoxysilane copolymer, 3-glycidoxypropylmethyldiethoxysilane-tetramethoxysilane copolymer, and 3-glycidoxypropylmethyldiethoxysilane-tetraethoxysilane copolymer;3-Methacryloyloxypropyltrimethoxysilane-tetramethoxysilane oligomer, 3-Methacryloyloxypropyltrimethoxysilane-tetraethoxysilane oligomer, 3-Methacryloyloxypropyltriethoxysilane-tetramethoxysilane oligomer, 3-Methacryloyloxypropyltriethoxysilane-tetraethoxysilane oligomer, 3-Methacryloyloxypropylmethyldimethoxysilane-tetramethoxysilane oligomer, 3-Methacryloyloxypropylmethyldimethoxysilane-tetraethoxysilane oligomer Methacryloyloxypropyl group-containing oligomers such as methacryloyloxypropyl methyldiethoxysilane-tetramethoxysilane oligomer, 3-methacryloyloxypropyl methyldiethoxysilane-tetraethoxysilane oligomer; 3-acryloyloxypropyl trimethoxysilane-tetramethoxysilane oligomer, 3-acryloyloxypropyl trimethoxysilane-tetraethoxysilane oligomer, 3-acryloyloxypropyl triethoxysilane-tetramethoxysilane oligomer acryloyloxypropyl group-containing oligomers such as 3-acryloyloxypropyltriethoxysilane-tetraethoxysilane oligomer, 3-acryloyloxypropylmethyldimethoxysilane-tetramethoxysilane oligomer, 3-acryloyloxypropylmethyldimethoxysilane-tetraethoxysilane oligomer, 3-acryloyloxypropylmethyldiethoxysilane-tetramethoxysilane oligomer, and 3-acryloyloxypropylmethyldiethoxysilane-tetraethoxysilane oligomer; vinyltrimethoxysilane Vinyl group-containing oligomers such as silane-tetramethoxysilane oligomer, vinyltrimethoxysilane-tetraethoxysilane oligomer, vinyltriethoxysilane-tetramethoxysilane oligomer, vinyltriethoxysilane-tetraethoxysilane oligomer, vinylmethyldimethoxysilane-tetramethoxysilane oligomer, vinylmethyldimethoxysilane-tetraethoxysilane oligomer, vinylmethyldiethoxysilane-tetramethoxysilane oligomer, and vinylmethyldiethoxysilane-tetraethoxysilane oligomer;Amino group-containing copolymers such as 3-aminopropyltrimethoxysilane-tetramethoxysilane copolymer, 3-aminopropyltrimethoxysilane-tetraethoxysilane copolymer, 3-aminopropyltriethoxysilane-tetramethoxysilane copolymer, 3-aminopropyltriethoxysilane-tetraethoxysilane copolymer, 3-aminopropylmethyldimethoxysilane-tetramethoxysilane copolymer, 3-aminopropylmethyldimethoxysilane-tetraethoxysilane copolymer, 3-aminopropylmethyldiethoxysilane-tetramethoxysilane copolymer, 3-aminopropylmethyldiethoxysilane-tetraethoxysilane copolymer, and the like;

[0276] The silane compound (G) may be a silane compound represented by the following formula (g1): [ka] [In the formula, A represents an alkanediyl group having 1 to 20 carbon atoms or a divalent alicyclic hydrocarbon group having 3 to 20 carbon atoms, and —CH— constituting the alkanediyl group or the alicyclic hydrocarbon group may be replaced by —O— or —CO—; R 41 represents an alkyl group having 1 to 5 carbon atoms, and R 42 , R 43 , R 44 , R 45 and R 46 each independently represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms.]

[0277] Examples of the alkanediyl group having 1 to 20 carbon atoms represented by A include methylene, 1,2-ethanediyl, 1,3-propanediyl, 1,4-butanediyl, 1,5-pentanediyl, 1,6-hexanediyl, 1,7-heptanediyl, 1,8-octanediyl, 1,9-nonanediyl, 1,10-decanediyl, 1,12-dodecanediyl, 1,14-tetradecanediyl, 1,16-hexadecanediyl, 1,18-octadecanediyl, and 1,20-icosanediyl. Examples of the divalent alicyclic hydrocarbon group having 3 to 20 carbon atoms include 1,3-cyclopentanediyl and 1,4-cyclohexanediyl. Examples of the alkanediyl group and the alicyclic hydrocarbon group in which -CH2- is replaced with -O- or -CO- include -CH2CH2-O-CH2CH2-, -CH2CH2-O-CH2CH2-O-CH2CH2-, -CH2CH2-O-CH2CH2-O-CH2CH2-O-CH2CH2-, -CH2CH2-CO-O-CH2CH2-, -CH2CH2-O-CH2CH2-CO-O-CH2CH2-, -CH2CH2CH2CH2-O-CH2CH2- and -CH2CH2CH2CH2-O-CH2CH2CH2-.

[0278] R 41 ~R 46 Examples of the alkyl group having 1 to 5 carbon atoms represented by the formula (I) include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a tert-butyl group, and a pentyl group. 42 ~R 46 Examples of the alkoxy group having 1 to 5 carbon atoms represented by the formula (I) include a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, an isobutoxy group, a tert-butoxy group, and a pentyloxy group.

[0279] Examples of the silane compound represented by formula (g1) include bis(triC1-5 alkyl) compounds such as (trimethoxysilyl)methane, 1,2-bis(trimethoxysilyl)ethane, 1,2-bis(triethoxysilyl)ethane, 1,3-bis(trimethoxysilyl)propane, 1,3-bis(triethoxysilyl)propane, 1,4-bis(trimethoxysilyl)butane, 1,4-bis(triethoxysilyl)butane, 1,5-bis(trimethoxysilyl)pentane, 1,5-bis(triethoxysilyl)pentane, 1,6-bis(trimethoxysilyl)hexane, 1,6-bis(triethoxysilyl)hexane, 1,6-bis(trippropoxysilyl)hexane, 1,8-bis(trimethoxysilyl)octane, 1,8-bis(triethoxysilyl)octane, and 1,8-bis(trippropoxysilyl)octane. bis(diC1-5 alkoxyC1-5 alkylsilyl)C1-10 alkanes such as bis(dimethoxymethylsilyl)methane, 1,2-bis(dimethoxymethylsilyl)ethane, 1,2-bis(dimethoxyethylsilyl)ethane, 1,4-bis(dimethoxymethylsilyl)butane, 1,4-bis(dimethoxyethylsilyl)butane, 1,6-bis(dimethoxymethylsilyl)hexane, 1,6-bis(dimethoxyethylsilyl)hexane, 1,8-bis(dimethoxymethylsilyl)octane, and 1,8-bis(dimethoxyethylsilyl)octane; and bis(monoC1-5 alkoxy-diC1-5 alkylsilyl)C1-10 alkanes such as 1,6-bis(methoxydimethylsilyl)hexane and 1,8-bis(methoxydimethylsilyl)octane. Of these, bis(triC1-3 alkoxysilyl)C1-10 alkanes such as 1,2-bis(trimethoxysilyl)ethane, 1,3-bis(trimethoxysilyl)propane, 1,4-bis(trimethoxysilyl)butane, 1,5-bis(trimethoxysilyl)pentane, 1,6-bis(trimethoxysilyl)hexane, and 1,8-bis(trimethoxysilyl)octane are preferred, and 1,6-bis(trimethoxysilyl)hexane and 1,8-bis(trimethoxysilyl)octane are particularly preferred.

[0280] The content of the silane compound (G) is usually 0.01 to 20 parts by mass, preferably 0.1 to 10 parts by mass, more preferably 0.15 to 7 parts by mass, even more preferably 0.2 to 5 parts by mass, and particularly preferably 0.25 to 2 parts by mass, relative to 100 parts by mass of the resin (A).

[0281] The pressure-sensitive adhesive composition may further contain one or more additives such as antistatic agents, solvents, crosslinking catalysts, tackifiers, plasticizers, softeners, pigments, rust inhibitors, inorganic fillers, and light-scattering fine particles.

[0282] The pressure-sensitive adhesive layer of the present invention can be formed, for example, by dissolving or dispersing the pressure-sensitive adhesive composition of the present invention in a solvent to prepare a solvent-containing pressure-sensitive adhesive composition, which is then applied to the surface of a substrate, dried, and then irradiated with active energy rays. The pressure-sensitive adhesive layer of the present invention can also be said to be a photocured product of the pressure-sensitive adhesive composition.

[0283] The substrate is preferably a plastic film, specifically a release film that has been subjected to a release treatment, such as a film made of a resin such as polyethylene terephthalate, polybutylene terephthalate, polycarbonate, or polyarylate, and one side of which has been subjected to a release treatment such as silicone treatment.

[0284] The conditions (drying temperature, drying time) for drying the coating film formed from the solvent-containing pressure-sensitive adhesive composition can be appropriately set depending on the composition and concentration, but are preferably 60 to 150° C. and 1 to 60 minutes. The irradiation of the coating film with active energy rays after drying is preferably ultraviolet irradiation. The illuminance of the ultraviolet light to be irradiated is 10 mW / cm. 2 ~3000mW / cm 2 In addition, the integrated light intensity of the ultraviolet light is preferably 10 mJ / cm. 2 ~5000mJ / cm 2 It is preferable that: The ultraviolet lamp for irradiating ultraviolet light may be a mercury lamp, a metal halide lamp, or an LED lamp.

[0285] The pressure-sensitive adhesive layer of the present invention is preferably a pressure-sensitive adhesive layer that satisfies the following formula (3), and more preferably a pressure-sensitive adhesive layer that satisfies formula (4). A(380)≧0.60 (3) [In formula (3), A(380) represents absorbance at a wavelength of 380 nm.] A(380) / A(420)≧5 (4) [In formula (4), A(380) represents the absorbance at a wavelength of 380 nm, and A(420) represents the absorbance at a wavelength of 420 nm.]

[0286] The larger the A(380) value, the higher the absorption at a wavelength of 380 nm. If the A(380) value is less than 0.60, the absorption at a wavelength of 380 nm is low, and components that are susceptible to deterioration by light near ultraviolet light (for example, display devices such as organic EL elements and liquid crystal retardation films) are likely to deteriorate. The A(380) value is preferably 0.75 or more, more preferably 0.85 or more, and particularly preferably 1.0 or more. There is no particular upper limit, but it is usually 10 or less. The value of A(380) / A(420) represents the magnitude of absorption at a wavelength of 380 nm relative to the magnitude of absorption at a wavelength of 420 nm, and a larger value indicates a specific absorption in the wavelength region near ultraviolet. The value of A(380) / A(420) is preferably 5 or more, more preferably 20 or more, even more preferably 50 or more, and particularly preferably 100 or more.

[0287] The thickness of the pressure-sensitive adhesive layer of the present invention is usually less than 200 μm, preferably 100 μm or less, more preferably 20 μm or less, even more preferably 12 μm or less or less than 12 μm, still more preferably 10 μm or less, particularly preferably 7 μm or less, and usually 0.1 μm or more, preferably 0.5 μm or more, more preferably 1 μm or more, and even more preferably 2 μm or more. According to the present invention, even a thin adhesive layer having a thickness of less than 12 μm can sufficiently absorb ultraviolet light, which is advantageous from the viewpoint of thinning of display devices.

[0288] The gel fraction of the pressure-sensitive adhesive layer of the present invention is usually 50 to 99.9% by mass, preferably 60 to 99% by mass, more preferably 70 to 95% by mass, and even more preferably 75 to 90% by mass.

[0289] <Optical film with adhesive layer> The pressure-sensitive adhesive composition of the present invention and a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition can be used, for example, for laminating optical films. The present invention also includes an optical film with a pressure-sensitive adhesive layer, in which an optical film is laminated on at least one surface of the pressure-sensitive adhesive layer of the present invention. The optical film with a pressure-sensitive adhesive layer of the present invention can be formed by dissolving or dispersing the pressure-sensitive adhesive composition in a solvent to prepare a solvent-containing pressure-sensitive adhesive composition, then applying the solvent-containing pressure-sensitive adhesive composition to the surface of an optical film, drying the composition, and then irradiating the composition with active energy rays. Alternatively, the optical film can also be obtained by forming a pressure-sensitive adhesive layer on a release film in the same manner, and then laminating (transferring) the pressure-sensitive adhesive layer onto the surface of the optical film.

[0290] An optical film is a film having optical functions such as transmitting, reflecting, and absorbing light. The optical film may be a single-layer film or a multi-layer film. Examples of the optical film include a polarizing film, a retardation film, a brightness-enhancing film, an anti-glare film, an anti-reflection film, a diffusion film, and a light-collecting film. A polarizing film, a retardation film, or a laminate film thereof is preferred.

[0291] The light-condensing film is used for the purpose of controlling the light path, and can be a prism array sheet, a lens array sheet, a dot-attached sheet, or the like.

[0292] Brightness enhancement films are used to improve the brightness of liquid crystal displays that use polarizing plates. Specific examples include reflective polarization separation sheets designed to generate anisotropy in reflectance by laminating multiple thin films with different anisotropies in refractive index, and circular polarization separation sheets in which an oriented film of a cholesteric liquid crystal polymer or an oriented liquid crystal layer of the cholesteric liquid crystal polymer is supported on a substrate film.

[0293] A polarizing film is a film that has the property of absorbing linearly polarized light with a vibration plane parallel to its absorption axis and transmitting linearly polarized light with a vibration plane perpendicular to the absorption axis (parallel to the transmission axis).For example, a film in which a dichroic dye is adsorbed and oriented on a polyvinyl alcohol-based resin film can be used. Examples of dichroic dyes include iodine and dichroic organic dyes. The saponification degree of the polyvinyl alcohol resin is usually 85 mol% to 100 mol%, preferably 98 mol% or more. The polyvinyl alcohol resin may be modified, for example, polyvinyl formal or polyvinyl acetal modified with an aldehyde. The polymerization degree of the polyvinyl alcohol resin is usually 1,000 to 10,000, preferably 1,500 to 5,000.

[0294] Typically, a film made from a polyvinyl alcohol-based resin is used as the raw film for the polarizing film. The polyvinyl alcohol-based resin can be formed into a film by a known method. The thickness of the raw film is typically 1 to 150 μm, and considering ease of stretching, it is preferably 10 μm or more.

[0295] A polarizing film is produced, for example, by subjecting a raw film to uniaxial stretching, dyeing the film with a dichroic dye to allow the dichroic dye to be adsorbed, treating the film with an aqueous boric acid solution, washing the film with water, and finally drying. The thickness of the polarizing film is usually 1 to 30 μm, and from the viewpoint of reducing the thickness of the pressure-sensitive adhesive layer-attached optical film, it is preferably 20 μm or less, more preferably 15 μm or less, and particularly preferably 10 μm or less.

[0296] It is preferable that the polarizing film be a polarizing plate having a protective film provided on at least one surface thereof via an adhesive. As the adhesive, a known adhesive may be used, and it may be a water-based adhesive or an active energy ray curable adhesive.

[0297] Examples of aqueous adhesives include conventional aqueous adhesives (e.g., adhesives made from aqueous polyvinyl alcohol resin solutions, aqueous two-component urethane emulsion adhesives, crosslinkers such as aldehyde compounds, epoxy compounds, melamine compounds, methylol compounds, isocyanate compounds, amine compounds, and polyvalent metal salts). Of these, aqueous adhesives made from aqueous polyvinyl alcohol resin solutions are preferred. When using an aqueous adhesive, it is preferable to carry out a drying step to remove water contained in the aqueous adhesive after laminating the polarizing film and the protective film. After the drying step, a curing step may be carried out, in which the adhesive is cured at a temperature of, for example, about 20 to 45°C. The adhesive layer formed from the aqueous adhesive is usually 0.001 to 5 μm thick.

[0298] The active energy ray-curable adhesive refers to an adhesive that is cured by irradiation with active energy rays such as ultraviolet rays or electron beams. Examples of such adhesives include a curable composition containing a polymerizable compound and a photopolymerization initiator, a curable composition containing a photoreactive resin, and a curable composition containing a binder resin and a photoreactive crosslinking agent, and preferably an ultraviolet ray-curable adhesive.

[0299] Examples of methods for laminating a polarizing film and a protective film include methods in which at least one of the laminating surfaces is subjected to a surface activation treatment such as saponification treatment, corona treatment, plasma treatment, etc. When protective films are laminated to both surfaces of a polarizing film, the adhesives used to laminate these resin films may be the same or different types of adhesives.

[0300] The protective film is preferably a film formed from a light-transmitting thermoplastic resin. Specific examples include films made of polyolefin resins, cellulose resins, polyester resins, (meth)acrylic resins, or mixtures or copolymers thereof. When protective films are provided on both sides of the polarizing film, the protective films used may be films made of different thermoplastic resins or films made of the same thermoplastic resin. When a protective film is laminated on at least one surface of the polarizing film, the protective film is preferably a protective film made of a polyolefin resin or a cellulose resin. The use of these films can effectively suppress the shrinkage of the polarizing film in a high-temperature environment without impairing the optical properties of the polarizing film. The protective film may also be an oxygen-shielding layer.

[0301] A preferred configuration of the polarizing plate is a polarizing plate in which a protective film is laminated on at least one surface of a polarizing film via an adhesive layer. When a protective film is laminated on only one surface of a polarizing film, it is more preferably laminated on the viewing side. The protective film laminated on the viewing side is preferably a protective film made of a triacetyl cellulose-based resin or a cycloolefin-based resin. The protective film may be an unstretched film, or may be stretched in any direction to have a retardation. A surface treatment layer such as a hard coat layer or an anti-glare layer may be provided on the surface of the protective film laminated on the viewing side. When protective films are laminated on both sides of the polarizing film, the protective film on the panel side (opposite the viewing side) is preferably a protective film or a retardation film made of a triacetyl cellulose resin, a cycloolefin resin, or an acrylic resin. The retardation film may be a zero retardation film, which will be described later.

[0302] The retardation film is an optical film that exhibits optical anisotropy, and examples thereof include stretched films obtained by stretching polymer films made of polyvinyl alcohol, polycarbonate, polyester, polyarylate, polyimide, polyolefin, polycycloolefin, polystyrene, polysulfone, polyethersulfone, polyvinylidene fluoride / polymethyl methacrylate, acetyl cellulose, saponified ethylene-vinyl acetate copolymer, polyvinyl chloride, etc., by approximately 1.01 to 6 times. Among stretched films, polymer films obtained by uniaxially or biaxially stretching acetyl cellulose, polyester, polycarbonate film, or cycloolefin resin film are preferred. Furthermore, the retardation film may be a retardation film in which optical anisotropy is exhibited by coating and orienting a liquid crystalline compound on a substrate. In this specification, the retardation film includes a zero retardation film, and also includes films called uniaxial retardation films, low photoelasticity retardation films, wide viewing angle retardation films, and the like.

[0303] Zero retardation film means that the front retardation R e and retardation R th The zero retardation film refers to an optically isotropic film in which both the retardation and the thickness are -15 to 15 nm. Examples of zero retardation films include resin films made of cellulose-based resins, polyolefin-based resins (such as linear polyolefin-based resins and polycycloolefin-based resins), or polyethylene terephthalate-based resins. Cellulose-based resins or polyolefin-based resins are preferred because they allow easy control of the retardation value and are readily available. Zero retardation films can also be used as protective films. Examples of zero retardation films include "Z-TAC" (trade name) sold by Fujifilm Corporation, "Zero Tack (registered trademark)" sold by Konica Minolta Opto, Inc., and "ZF-14" (trade name) sold by Zeon Corporation.

[0304] In the optical film of the present invention, the retardation film is preferably a retardation film in which optical anisotropy is exhibited by coating and aligning a liquid crystalline compound.

[0305] The films in which optical anisotropy is exhibited by coating and orienting a liquid crystal compound include the following first to fifth embodiments. First form: Retardation film in which rod-like liquid crystal compounds are aligned horizontally to the supporting substrate Second form: Retardation film in which rod-like liquid crystal compounds are aligned perpendicular to the substrate Third form: Retardation film in which the direction of the rod-like liquid crystal molecules changes in a helical orientation in the plane Fourth form: Retardation film in which discotic liquid crystal compounds are tilted Fifth form: Biaxial retardation film in which discotic liquid crystal compounds are aligned perpendicular to the substrate

[0306] For example, the first, second, and fifth types of retardation films are preferably used as optical films for organic electroluminescence displays. Alternatively, retardation films of these types may be laminated and used.

[0307] When the retardation film is a layer made of a polymer in an oriented state of a polymerizable liquid crystal compound (hereinafter, sometimes referred to as an "optically anisotropic layer"), the retardation film preferably has reverse wavelength dispersion. Reverse wavelength dispersion is an optical property in which the in-plane retardation value of liquid crystal alignment at short wavelengths is smaller than the in-plane retardation value of liquid crystal alignment at long wavelengths, and preferably, the retardation film satisfies the following formulas (7) and (8). Here, Re(λ) represents the in-plane retardation value for light with a wavelength of λ nm. Re(450) / Re(550)≦1 (7) 1≦Re(630) / Re(550) (8) In the optical film of the present invention, when the retardation film has the first type and reverse wavelength dispersion, coloration during black display on a display device is reduced, which is preferable, and in the formula (7), 0.82≦Re(450) / Re(550)≦0.93 is more preferable, and 120≦Re(550)≦150 is even more preferable.

[0308] When the retardation film is a film having an optically anisotropic layer, examples of the polymerizable liquid crystal compound include compounds having a polymerizable group among the compounds described in "3.8.6 Network (fully crosslinked)" and "6.5.1 Liquid Crystal Materials b. Polymerizable Nematic Liquid Crystal Materials" in Liquid Crystal Handbook (edited by Liquid Crystal Handbook Editorial Committee, published by Maruzen Co., Ltd. on October 30, 2000), as well as the polymerizable liquid crystal compounds described in JP 2010-31223 A, JP 2010-270108 A, JP 2011-6360 A, JP 2011-207765 A, JP 2011-162678 A, JP 2016-81035 A, WO 2017 / 043438 A and JP 2011-207765 A.

[0309] Examples of a method for producing a retardation film from a polymer in an aligned state of a polymerizable liquid crystal compound include the method described in JP-A-2010-31223.

[0310] In the second embodiment, the front retardation value Re(550) may be adjusted to a range of 0 to 10 nm, preferably 0 to 5 nm, and the thickness direction retardation value R th The retardation value R in the thickness direction, which means the refractive index anisotropy in the thickness direction, may be adjusted to a range of −10 to −300 nm, preferably −20 to −200 nm. th is the phase difference value R measured by tilting the in-plane fast axis by 50 degrees. 50 and the in-plane retardation value R0. That is, the retardation value R th is the in-plane retardation value R0, and the retardation value R measured at a 50-degree tilt with the fast axis as the tilt axis. 50 , the thickness d of the retardation film, and the average refractive index n0 of the retardation film, are calculated by the following equations (10) to (12):x , n y and n z and then substitute these into equation (9) to perform the calculation.

[0311] R th =[(n x +n y ) / 2-n z ]×d (9) R0=(n x -n y )×d (10) R 50 =(n x -n y ')×d / cos(φ) (11) (n x +n y +n z ) / 3=n0(12) where: φ=sin -1 [sin(40°) / n0] n y '=n y ×n z / 〔n y 2 ×sin 2 (φ)+n z 2 ×cos 2 (φ) 1 / 2

[0312] Examples of films that exhibit optical anisotropy by coating and aligning liquid crystal compounds or films that exhibit optical anisotropy by coating inorganic layer compounds include films called temperature-compensated retardation films, "NH film" (product name: film with obliquely aligned rod-shaped liquid crystals) sold by JX Nippon Oil & Energy Corporation, "WV film" (product name: film with obliquely aligned discotic liquid crystals) sold by Fujifilm Corporation, "VAC film" (product name: fully biaxially aligned film) sold by Sumitomo Chemical Co., Ltd., and "new VAC film" (product name: biaxially aligned film) sold by Sumitomo Chemical Co., Ltd.

[0313] The retardation film may be a multilayer film having two or more layers, such as a retardation film having a protective film laminated on one or both sides thereof, or a retardation film having two or more retardation films laminated together via a pressure-sensitive adhesive or adhesive.

[0314] 1 to 5 show examples of the layer structure of the laminate of the present invention in which a release film is provided on the pressure-sensitive adhesive layer, the pressure-sensitive adhesive layer-attached optical film of the present invention, and the optical laminate. The laminate 10 shown in FIG. 1, in which a release film is provided on the adhesive layer, has a release film (separate film) 2 attached to one surface of the adhesive layer formed from the adhesive composition of the present invention for temporary protection of that surface. The pressure-sensitive adhesive layer-attached optical film 10A shown in FIG. 2 is an optical film with a pressure-sensitive adhesive layer, including a protective film 3, an adhesive layer 4, a polarizing film 5, a pressure-sensitive adhesive layer 1 formed from the pressure-sensitive adhesive composition of the present invention, and a release film 2. The protective film 3, the adhesive layer 4, and the polarizing film 5 constitute a polarizing plate 100 (optical film 40). The protective film 3 may have a retardation. Furthermore, a hard coat layer or the like may be further laminated on the protective film 3. 3 is an optical film with a pressure-sensitive adhesive layer including a protective film 3, an adhesive layer 4, a polarizing film 5, an adhesive layer 7, a protective film 6, a pressure-sensitive adhesive layer 1 formed from the pressure-sensitive adhesive composition of the present invention, and a retardation film 8. The protective film 3, the adhesive layer 4, the polarizing film 5, the adhesive layer 7, and the protective film 6 constitute a polarizing plate 100 (optical film 40). The optical laminate 10C shown in FIG. 4 and the optical laminate 10D shown in FIG. 5 are optical laminates including a protective film 3, an adhesive layer 4, a polarizing film 5, a pressure-sensitive adhesive layer 1 formed from the pressure-sensitive adhesive composition of the present invention, a retardation film 110 (optical film 40), a pressure-sensitive adhesive layer 1a, and a light-emitting element 30 (liquid crystal cell, organic EL cell). The protective film 3, the adhesive layer 4, and the polarizing film 5 constitute a polarizing plate 100 (optical film 40). The pressure-sensitive adhesive layer 1a may be a pressure-sensitive adhesive layer formed from a known pressure-sensitive adhesive composition, or may be a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition of the present invention. 4 and 5, when the retardation film is a multilayer film, an example of the configuration includes a retardation film 110 (optical film 40) in which a quarter-wave retardation layer 70 that imparts a quarter-wave retardation to transmitted light and a half-wave retardation layer 50 that imparts a half-wave retardation to transmitted light are laminated via an adhesive layer or a pressure-sensitive adhesive layer 60, as shown in Fig. 4. Another example of the configuration includes a retardation film 110 (optical film 40) in which a quarter-wave retardation layer 50a and a positive C layer 80 are laminated via an adhesive layer or a pressure-sensitive adhesive layer 60, as shown in Fig. 5.

[0315] The quarter-wave retardation layer 70 that imparts a quarter-wave retardation to light and the half-wave retardation layer 50 that imparts a half-wave retardation to transmitted light in Fig. 4 may be the optical film of the first embodiment or the optical film of the fifth embodiment. In the configuration of Fig. 4, it is more preferable that at least one of them is the fifth embodiment. In the configuration of FIG. 5, the quarter-wave retardation layer 50a is preferably the optical film of the first embodiment, and more preferably satisfies the formulas (7) and (8).

[0316] <Liquid crystal display device> The pressure-sensitive adhesive composition of the present invention and an optical film with a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition can be used in display devices such as organic EL display devices and liquid crystal display devices as an optical laminate laminated on a display device such as an organic EL element or a liquid crystal cell. [Example]

[0317] The present invention will be described in more detail below with reference to examples and comparative examples, but the present invention is not limited to these examples. In the examples, % and parts representing the content or amount used are by mass unless otherwise specified.

[0318] (Synthesis Example 1) Synthesis of compound represented by formula (UVA-1) [ka] A 500 mL four-neck flask equipped with a Dimroth condenser and a thermometer was filled with nitrogen, and 20 parts of dimedone, 11.2 parts of pyrrolidine, and 200 parts of toluene were added, followed by reflux and stirring for 5 hours. The solvent was distilled off from the resulting mixture, and the mixture was purified to obtain 27.4 parts of the compound represented by formula (M-3). [ka] Under a nitrogen atmosphere, 1.0 part of the obtained compound represented by formula (M-3), 2.8 parts of paratoluenesulfonyl cyanide, and 10 parts of acetonitrile were mixed. The obtained mixture was stirred at 0 to 5°C for 5 hours. The solvent was distilled off from the obtained mixture, and the mixture was purified to obtain 0.6 parts of a compound represented by formula (M-4). [ka] Under a nitrogen atmosphere, 4.8 parts of the compound represented by formula (M-4), 4.6 parts of methyl triflate, and 24 parts of acetonitrile were mixed and stirred at 20 to 30° C. for 3 hours. To the resulting mixture, 1.9 parts of malononitrile, 3 parts of triethylamine, and 24 parts of acetonitrile were added, and the mixture was stirred at 20 to 30° C. for 3 hours. The solvent was distilled off from the resulting mixture, and the mixture was purified to obtain 2.9 parts of a compound represented by formula (UVA-1) (hereinafter, sometimes referred to as compound (UVA-1)).

[0319] LC-MS measurement and 1 H-NMR analysis confirmed that compound (UVA-1) was produced. 1 H-NMR(CDCl3)δ:0.99(s, 6H), 1.90-1.96(m, 4H), 2.48-2.51(m, 4H), 3.70-3.88(dt, 4H) LC-MS; [M+H] + =267.5

[0320] <Measurement of maximum absorption wavelength and gram absorption coefficient ε> The resulting 2-butanone solution (0.006 g / L) of compound UVA-1 was placed in a 1 cm quartz cell, and the cell was placed in a spectrophotometer UV-2450 (Shimadzu Corporation). The absorbance was measured in 1 nm steps over the wavelength range of 300-800 nm using the double beam method. The gram extinction coefficient for each wavelength was calculated from the absorbance value, the concentration of compound UVA-1 in the solution, and the optical path length of the quartz cell. ε(λ)=A(λ) / CL (where ε(λ) represents the gram absorption coefficient (L / (g cm)) of the compound (UVA-1) at a wavelength of λ nm, A(λ) represents the absorbance at a wavelength of λ nm, C represents the concentration of the compound (UVA-1) in the solution (g / L), and L represents the optical path length (cm) of the quartz cell.) The maximum absorption wavelength of the obtained compound (UVA-1) was 380.2 nm. The ε(380) of the obtained compound (UVA-1) was 184.8 L / (g·cm), the ε(420) was 0.5 L / (g·cm), and the ε(380) / ε(420) ratio was 369.6.

[0321] (Polymerization Example 1): Preparation of acrylic resin (A1) A reaction vessel equipped with a condenser, nitrogen inlet, thermometer, and stirrer was charged with a mixture of 81.8 parts ethyl acetate as solvent, 96 parts butyl acrylate, 3 parts 2-hydroxyethylmethyl acrylate, and 1 part acrylic acid. The air in the vessel was purged with nitrogen gas to remove oxygen, and the internal temperature was raised to 55°C. A solution of 0.14 parts azobisisobutyronitrile (polymerization initiator) in 10 parts ethyl acetate was then added in its entirety. After the initiator addition, the temperature was maintained at this level for 1 hour. Ethyl acetate was then added continuously to the reaction vessel at a rate of 17.3 parts / hour while maintaining the internal temperature at 54-56°C. When the acrylic resin concentration reached 35%, the ethyl acetate addition was stopped. The temperature was maintained for 12 hours. Finally, ethyl acetate was added to adjust the acrylic resin concentration to 20%, preparing an acrylic resin-ethyl acetate solution. The resulting acrylic resin had a weight average molecular weight (Mw) of 1.47 million as measured by GPC in terms of polystyrene, and an Mw / Mn ratio of 5.5. This is designated as acrylic resin (A1). The resulting acrylic resin (A1) did not exhibit a maximum absorption in the wavelength range of 300 nm to 780 nm.

[0322] Example 1: Preparation of adhesive composition (1) Relative to 100 parts solids of an ethyl acetate solution of acrylic resin (A1) as resin (A) (resin concentration: 20%), 0.3 parts of a crosslinking agent (F) (manufactured by Tosoh Corporation: trade name "Coronate L", isocyanate-based compound, solids content 75%), 0.28 parts of a silane compound (G) (manufactured by Shin-Etsu Chemical Co., Ltd.: trade name "KBM3066"), 10 parts of a radical-curing component (E) (manufactured by Shin-Nakamura Chemical Co., Ltd.: trade name "A-DPH-12E", hexafunctional (meth)acrylate-based compound), and an initiator (D) were used. 1.5 parts of a photoradical generator (manufactured by ADEKA Corporation: trade name "NCI-730", an oxime ester compound), 1.5 parts of a light-selective absorbing compound (B) (1.5 parts of compound (UVA-1)), and 10 parts of a light-selective absorbing compound (C) (manufactured by Otsuka Chemical Co., Ltd.: trade name "RUVA-93", 2-[2'-hydroxy-5'-(methacryloyloxyethyl)phenyl]benzotriazole) were mixed, and ethyl acetate was added to give a solids concentration of 14%, to obtain a pressure-sensitive adhesive composition (1). The amount of the crosslinking agent is expressed in parts by mass as the active ingredient.

[0323] Examples 2 to 12 and Comparative Examples 1 to 7 Pressure-sensitive adhesive compositions (2) to (19) were prepared in the same manner as in Example 1, except that the components and the amounts of the components were changed as shown in Table 1 or Table 2. The blending amount of the crosslinking agent is the number of parts by mass as the active ingredient, and the blending amount of the acrylic resin (A1) is the number of parts by mass of the solid content.

[0324] [Table 1]

[0325] [Table 2]

[0326] The abbreviations in Tables 1 and 2 are as follows: ε(380) and ε(420) for SB107, SB707, KB111, and EU-1990 were measured in the same manner as described above. <Resin (A)> Acrylic resin (A1): Acrylic resin (A1) prepared in Polymerization Example 1 <Light-selective absorption compound (B)> Compound (UVA-1): The compound represented by formula (UVA-1) synthesized in Synthesis Example 1 <Light-selective absorption resin (C)> RUVA-93: UV absorber manufactured by Otsuka Chemical Co., Ltd., product name: RUVA-93, maximum absorption wavelength λmax = 337 nm, compound having a polymerizable group and a benzotriazole skeleton in the molecule <Initiator (D)> NCI-730: ADEKA Corporation, product name: NCI-730, oxime ester photoradical generator PBG3057: TRONLY (Changzhou Strong Electronic New Materials Co., Ltd. (China)), product name: TR-PBG-3057, oxime ester photoradical generator <Radical curing component (E)> A-DPH-12E: Shin-Nakamura Chemical Co., Ltd., product name: A-DPH-12E, hexafunctional (meth)acrylate compound <Crosslinking agent (F)> Coronate L: manufactured by Tosoh Corporation, product name: Coronate L, isocyanate-based crosslinking agent <Silane Compound (G)> KBM3066: Shin-Etsu Chemical Co., Ltd., product name: KBM3066, silane coupling agent <UV absorber> SB107: UV absorber without a merocyanine structure, manufactured by Shipro Chemical Co., Ltd., trade name: SEESORB107, maximum absorption wavelength λmax=350 nm, ε(380)=22.4, ε(420)=1.6, ε(380) / ε(420)=14.0 SB707: UV absorber without a merocyanine structure, manufactured by Shipro Chemical Co., Ltd., trade name: SEESORB707, maximum absorption wavelength λmax=343 nm, ε(380)=5.8, ε(420)=0 KB111: UV absorber without a merocyanine structure, manufactured by Chemipro Chemical Co., Ltd., trade name: KEMISORB111, maximum absorption wavelength λmax=328 nm, ε(380)=9.8, ε(420)=0 EU-1990: EUTEC CHEMICAL, UV absorber without merocyanine structure, maximum absorption wavelength λmax = 373 nm, ε(380) = 123.9, ε(420) = 7.5, ε(380) / ε(420) = 16.5

[0327] <Preparation of adhesive layer> Each of the pressure-sensitive adhesive compositions prepared above was applied to the release-treated surface of a release-treated polyethylene terephthalate separate film (trade name "PLR-382190" obtained from Lintec Corporation) using an applicator to a dry thickness of 5 μm, and then dried for 1 minute at 100°C. A pressure-sensitive adhesive layer (pressure-sensitive adhesive sheet) was then produced by irradiating the separate film with UV-A (wavelength 320-390 nm) using an ultraviolet irradiation device ("Electrodeless UV Lamp System H Bulb" manufactured by Fusion UV Systems) at an illuminance of 500 mW and an integrated light dose of 500 mJ.

[0328] <Measurement of absorbance of adhesive layer> Each of the resulting pressure-sensitive adhesive layers was applied to glass, and after peeling off the separate film, a cycloolefin polymer (COP) film (ZF-14, manufactured by Zeon Corporation) was applied to the pressure-sensitive adhesive layer to produce a laminate with a COP film / pressure-sensitive adhesive layer / glass structure. The resulting laminate was placed in a UV-2450 spectrophotometer (manufactured by Shimadzu Corporation) and its absorbance was measured in 1-nm steps over a wavelength range of 300 to 800 nm using the double-beam method. The absorbances A(300) at 300 nm, A(330) at 330 nm, A(350) at 350 nm, A(380) at 380 nm, and A(420) at 420 nm for the pressure-sensitive adhesive layer are shown in Table 3. The absorbance of the glass and the COP film at wavelengths of 300 nm, 330 nm, 350 nm, 380 nm and 420 nm were all 0. The results are shown in Table 3.

[0329] <Evaluation of bleeding resistance of adhesive layer> A separate film was further laminated on the surface of the obtained pressure-sensitive adhesive layer to obtain a pressure-sensitive adhesive layer with double-sided separate films. The obtained pressure-sensitive adhesive layer with double-sided separate films was stored in air at 23 to 25°C for one month. After storage, the pressure-sensitive adhesive layer with double-sided separate films was examined using a microscope to check for the presence or absence of crystalline precipitation of the compound within the surface. If no crystalline precipitation was observed, it was marked as "○", and if crystalline precipitation was observed, it was marked as "×". The evaluation results are shown in Table 3.

[0330] [Table 3]

[0331] The pressure-sensitive adhesive compositions of the examples exhibited good absorbance of 0.60 or more at wavelengths of 300 nm, 330 nm, 350 nm, and 380 nm, demonstrating sufficient ultraviolet absorption performance. Furthermore, the absorbance at a wavelength of 420 nm was less than 0.1, demonstrating high transmittance. Furthermore, the pressure-sensitive adhesive compositions of the present invention exhibited good bleeding resistance without crystal precipitation.

[0332] The pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition of the present invention exhibits high absorbance at wavelengths of around 300 nm to 380 nm, while transmitting light at a wavelength of 420 nm, thereby providing good ultraviolet absorption performance without impairing the color expression of a display device.In addition, the pressure-sensitive adhesive layer also has good bleeding resistance. The pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition of the present invention has sufficient ultraviolet absorbing performance and good bleeding resistance even when it is a thin layer having a thickness of less than 12 μm. [Industrial Applicability]

[0333] The pressure-sensitive adhesive composition of the present invention and an optical film with a pressure-sensitive adhesive layer comprising a pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition are suitably used in liquid crystal panels and liquid crystal displays. [Explanation of symbols]

[0334] 1. Pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition of the present invention 1a Adhesive layer 2 Release film 10 Laminate 10A, 10B Optical film with adhesive layer 10C, 10D Optical laminate 3, 6 Protective film 4, 7 Adhesive layer 5. Polarizing film 8. Retardation film 30 Light-emitting element 40 Optical Film 70, 50a 1 / 4 wavelength retardation layer 60 Adhesive layer or pressure sensitive adhesive layer 50 1 / 2 wavelength retardation layer 80 Positive C Layer 100 Polarizer 110 Phase contrast film.

Claims

1. Resin (A), a light-selective absorption compound (B) containing a merocyanine structure in the molecule and showing a maximum absorption at wavelengths of 360 nm or more; A pressure-sensitive adhesive composition comprising a light-selective absorption compound (C) that contains a polymerizable group in the molecule and exhibits a maximum absorption in the wavelength range of 300 nm or more and less than 360 nm, the content of the resin (A) is 50 to 99 mass% based on 100 mass% of the solid content of the pressure-sensitive adhesive composition; the content of the light-selective absorption compound (B) which contains a merocyanine structure in the molecule and exhibits a maximum absorption at a wavelength of 360 nm or more is 0.01 to 50 parts by mass relative to 100 parts by mass of the resin (A); the content of the light-selective absorption compound (C) containing a polymerizable group in the molecule and showing an absorption maximum in the wavelength range of 300 nm or more and less than 360 nm is 0.1 to 70 parts by mass relative to 100 parts by mass of the resin (A); A light-selective absorption compound (B) containing a merocyanine structure in the molecule and showing a maximum absorption at a wavelength of 360 nm or more satisfies the following formulas (1) and (2): A pressure-sensitive adhesive composition, wherein a pressure-sensitive adhesive layer having a thickness of 5 μm formed from the pressure-sensitive adhesive composition has an absorbance of 0.60 or more at a wavelength of 380 nm and an absorbance of less than 0.1 at a wavelength of 420 nm. ε(380)≧25 (1) ε(380) / ε(420)≧20 (2) [In formula (1) and formula (2), ε(380) represents the gram absorption coefficient at a wavelength of 380 nm of the light-selective absorption compound (B) which contains a merocyanine structure in the molecule and exhibits maximum absorption at a wavelength of 360 nm or more. ε(420) represents the gram absorption coefficient at a wavelength of 420 nm of the light-selective absorption compound (B) which contains a merocyanine structure in the molecule and exhibits maximum absorption at a wavelength of 360 nm or more. The unit of gram extinction coefficient is L / (g cm).

2. The pressure-sensitive adhesive composition according to claim 1, further comprising an initiator (D).

3. The pressure-sensitive adhesive composition according to claim 2, wherein the initiator (D) is a radical generator.

4. The pressure-sensitive adhesive composition according to claim 2 or 3, wherein the initiator (D) is a photoradical generator.

5. The pressure-sensitive adhesive composition according to any one of claims 2 to 4, wherein the initiator (D) is an oxime ester-based photoradical generator.

6. The pressure-sensitive adhesive composition according to any one of claims 1 to 5, further comprising a radically curable component (E).

7. The pressure-sensitive adhesive composition according to claim 6, wherein the radical-curable component (E) is a (meth)acrylate compound.

8. 8. The pressure-sensitive adhesive composition according to claim 6, wherein the radically curable component (E) is a polyfunctional (meth)acrylate compound.

9. The pressure-sensitive adhesive composition according to any one of claims 1 to 8, further comprising a crosslinking agent (F).

10. The pressure-sensitive adhesive composition according to claim 9, wherein the crosslinking agent (F) is an isocyanate-based crosslinking agent.

11. The pressure-sensitive adhesive composition according to any one of claims 1 to 10, wherein the resin (A) has a glass transition temperature of 40°C or lower.

12. The pressure-sensitive adhesive composition according to claim 11, wherein the resin (A) having a glass transition temperature of 40°C or lower is a (meth)acrylic resin.

13. The pressure-sensitive adhesive composition according to any one of claims 1 to 12, wherein the light-selective absorption compound (C) contains a polymerizable group in the molecule and exhibits an absorption maximum in the wavelength range of 300 nm or more and less than 360 nm, and the polymerizable group in the molecule is a cationically polymerizable group or a radically polymerizable group.

14. Further, it contains an initiator (D) and a radical curable component (E), The initiator (D) is a radical generator, The pressure-sensitive adhesive composition according to any one of claims 1 to 13, wherein the light-selective absorption compound (C) contains a polymerizable group in its molecule and exhibits an absorption maximum in the wavelength range of 300 nm or more and less than 360 nm, and the polymerizable group in its molecule is an ethylenically unsaturated group.

15. The pressure-sensitive adhesive composition according to any one of claims 1 to 14, wherein the light-selective absorption compound (B) containing a merocyanine structure in the molecule and showing a maximum absorption at a wavelength of 360 nm or more is a compound represented by formula (Y): 【Chemistry 1】 [In formula (Y), R Ｙ３ , R Ｙ４ and R Ｙ５ each independently represents an electron-withdrawing group. R Ｙ１ , R Ｙ２ , R Ｙ６ and R Ｙ７ are each independently a hydrogen atom, a heterocyclic group, a halogen atom, a nitro group, a cyano group, a hydroxy group, a thiol group, a carboxy group, or —SCF ３ , -SF ５ , -SF ３ , -SO ３ H, -SO ２ H, an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, The —CH contained in the aliphatic hydrocarbon group or aromatic hydrocarbon group ２ - or -CH= is -NR １Ａ -, -SO ２ -, -CO-, -O-, -COO-, -OCO-, -CONR ２Ａ -, -NR ３Ａ -CO-, -S-, -SO-, -SO ２ -, -CF ２ It may be substituted with - or -CHF-. R １Ａ , R ２Ａ and R ３Ａ each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. R Ｙ１ and R Ｙ２ may be linked to each other to form a ring. R Ｙ１ and R Ｙ６ may be linked to each other to form a ring. R Ｙ４ and R Ｙ５ may be linked to each other to form a ring.

16. The pressure-sensitive adhesive composition according to any one of claims 1 to 14, wherein the light-selective absorption compound (B) which contains a merocyanine structure in the molecule and shows an absorption maximum at a wavelength of 360 nm or more is a compound having a molecular weight of 3,000 or less and having a partial structure represented by formula (X). 【Chemistry 2】 [In formula (X), ring W １ represents a ring structure having at least one double bond as a ring component and not having aromaticity. R ３ represents a heterocyclic group, a halogen atom, a nitro group, a cyano group, a hydroxy group, a thiol group, a carboxy group, -SF ５ , -SF ３ , -SO ３ H, -SO ２ H, an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, and —CH ２ - or -CH= is -O-, -S-, -NR １ｘＡ -, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CONR ２ｘＡ -, -NR ３ｘＡ -CO-, -O-CO-NR ４ｘＡ -, -NR ５ｘＡ -CO-O-, -NR ６ｘＡ -CO-NR ７ｘＡ -, -CO-S-, -S-CO-S-, -S-CO-NR ８ｘＡ -, -NR ９ｘＡ -CO-S-, -CS-, -O-CS-, -CS-O-, -NR １０ｘＡ -CS-, -NR １１ｘＡ -CS-S-, -S-CS-, -CS-S-, -S-CS-S-, -SO- or -SO ２ It may be substituted with -. R １ｘＡ , R ２ｘＡ , R ３ｘＡ , R ４ｘＡ , R ５ｘＡ , R ６ｘＡ , R ７ｘＡ , R ８ｘＡ , R ９ｘＡ , R １０ｘＡ and R １１ｘＡ each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.

17. The pressure-sensitive adhesive composition according to claim 16, wherein the compound having a molecular weight of 3,000 or less and having a partial structure represented by formula (X) is any one of the compounds represented by formulas (I) to (VIII). 【Transformation 3】 【Chemistry 4】 [In formulas (I) to (VIII), Ring W １ and R ３ represents the same meaning as above. Ring W ２ , Tamaki W ３ , Tamaki W ４ , Tamaki W ５ , Tamaki W ６ , Tamaki W ７ , Tamaki W ８ , Tamaki W ９ , Tamaki W １０ , Tamaki W １１ and Ring W １２ each independently represents a ring structure having at least one double bond as a ring component. Ring W １１１ represents a ring having at least two nitrogen atoms as constituent elements. Ring W １１２ and Ring W １１３ each independently represents a ring having at least one nitrogen atom as a constituent element. R １ , R ４１ , R ５１ , R ６１ , R ９１ , R １０１ , R １１１ , R ２ , R １２ , R ４２ , R ５２ , R ６２ , R ７２ , R ８２ , R ９２ , R １０２ and R １１２ are each independently a hydrogen atom, a heterocyclic group, a halogen atom, a nitro group, a cyano group, a hydroxyl group, a thiol group, a carboxyl group, or —SF ５ , -SF ３ , -SO ３ H, -SO ２ H, an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, and —CH ２ - or -CH= is -NR １２Ａ -, -SO ２ -, -CO-, -O-, -COO-, -OCO-, -CONR １３Ａ -, -NR １４Ａ -CO-, -S-, -SO-, -CF ２ It may be substituted with - or -CHF-. R １３ , R ２３ , R ３３ , R ４３ , R ５３ , R ６３ , R ７３ , R ８３ , R ９３ , R １０３ and R １１３ are each independently a heterocyclic group, a halogen atom, a nitro group, a cyano group, a hydroxy group, a thiol group, a carboxy group, or —SF ５ , -SF ３ , -SO ３ H, -SO ２ H, an aliphatic hydrocarbon group having 1 to 25 carbon atoms which may have a substituent, or an aromatic hydrocarbon group having 6 to 18 carbon atoms which may have a substituent, and —CH ２ - or -CH= is -O-, -S-, -NR １Ａ -, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -CONR ２Ａ -, -NR ３Ａ -CO-, -O-CO-NR ４Ａ -, -NR ５Ａ -CO-O-, -NR ６Ａ -CO-NR ７Ａ -, -CO-S-, -S-CO-S-, -S-CO-NR ８Ａ -, -NR ９Ａ -CO-S-, -CS-, -O-CS-, -CS-O-, -NR １０Ａ -CS-, -NR １１Ａ -CS-S-, -S-CS-, -CS-S-, -S-CS-S-, -SO- or -SO ２ It may be substituted with -. R １Ａ , R ２Ａ , R ３Ａ , R ４Ａ , R ５Ａ , R ６Ａ , R ７Ａ , R ８Ａ , R ９Ａ , R １０Ａ , R １１Ａ , R １２Ａ , R １３Ａ and R １４Ａ each independently represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. R ４ , R １４ , R ２４ , R ３４ , R ４４ , R ５４ , R ６４ , R ７４ , R ８４ , R ９４ , R １０４ , R １１４ , R ５ , R １５ , R ２５ , R ３５ , R ７５ and R ８５ each independently represents an electron-withdrawing group. R １ and R ２ may be bonded to each other to form a ring. R ４１ and R ４２ may be bonded to each other to form a ring. R ５１ and R ５２ may be bonded to each other to form a ring. R ６１ and R ６２ may be bonded to each other to form a ring. R ９１ and R ９２ may be bonded to each other to form a ring. R １０１ and R １０２ may be bonded to each other to form a ring. R １１１ and R １１２ may be bonded to each other to form a ring. R ２ and R ３ may be bonded to each other to form a ring. R １２ and R １３ may be bonded to each other to form a ring. R ４２ and R ４３ may be bonded to each other to form a ring. R ５２ and R ５３ may be bonded to each other to form a ring. R ６２ and R ６３ may be bonded to each other to form a ring. R ７２ and R ７３ may be bonded to each other to form a ring. R ８２ and R ８３ may be bonded to each other to form a ring. R ９２ and R ９３ may be bonded to each other to form a ring. R １０２ and R １０３ may be bonded to each other to form a ring. R １１２ and R １１３ may be bonded to each other to form a ring. R ４ and R ５ may be bonded to each other to form a ring. R １４ and R １５ may be bonded to each other to form a ring. R ２４ and R ２５ may be bonded to each other to form a ring. R ３４ and R ３５ may be bonded to each other to form a ring. R ７４ and R ７５ may be bonded to each other to form a ring. R ８４ and R ８５ may be bonded to each other to form a ring. R ６ and R ８ each independently represents a divalent linking group. R ７ represents a single bond or a divalent linking group. R ９ and R １０ each independently represents a trivalent linking group. R １１ represents a tetravalent linking group.

18. A pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition according to any one of claims 1 to 17.

19. The pressure-sensitive adhesive layer according to claim 18 , which satisfies the following formula (3): A(380)≧0.60 (3) [In formula (3), A(380) represents absorbance at a wavelength of 380 nm.]

20. The pressure-sensitive adhesive layer according to claim 18 or 19, further satisfying the following formula (4): A(380) / A(420)≧5 (4) [In formula (4), A(380) represents the absorbance at a wavelength of 380 nm, and A(420) represents the absorbance at a wavelength of 420 nm.]

21. The pressure-sensitive adhesive layer according to any one of claims 18 to 20, wherein the pressure-sensitive adhesive layer has a thickness of 10 µm or less.

22. An optical film with a pressure-sensitive adhesive layer, comprising the pressure-sensitive adhesive layer according to any one of claims 18 to 21 and an optical film laminated on at least one surface of the pressure-sensitive adhesive layer.

23. The pressure-sensitive adhesive layer-attached optical film according to claim 22, wherein the optical film is a polarizing plate.

24. An image display device comprising the pressure-sensitive adhesive layer-attached optical film according to claim 22 or 23.

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