Composition, light absorption filter, optical filter and manufacturing method therefor, organic electroluminescent display device, inorganic electroluminescent display device, liquid crystal display device, and compound

Abstract

Provided are: a composition or a light absorption filter that contains a resin, a compound generating a radical by being irradiated with ultraviolet light, and an azo dye represented by general formula (i); a compound that is used for the composition or the light absorption filter; an optical filter using the light absorption filter and a manufacturing method for the optical filter; an organic electroluminescent display device; an inorganic electroluminescent display device; and a liquid crystal display device. In the formula, R23-R26, R110, and R111 indicate hydrogen atoms or specific substituents, and A indicates an aromatic hydrocarbon group or an aromatic heterocyclic group having a 5- or 6-membered ring.

Description

Composition, light-absorbing filter, optical filter and manufacturing method thereof, organic electroluminescent display device, inorganic electroluminescent display device and liquid crystal display device, compound

[0001] The present invention relates to a composition, a light-absorbing filter, an optical filter and a method for producing the same, an organic electroluminescent display device, an inorganic electroluminescent display device, a liquid crystal display device, and a compound.

[0002] 2. Description of the Related Art In recent years, organic electroluminescence (OLED) display devices, inorganic electroluminescence display devices (inorganic EL display devices), liquid crystal display devices, and the like have become mainstream as image display devices and are widely used.

[0003] Liquid crystal display devices (LCDs) are becoming increasingly popular as space-saving, low-power image display devices. Because the LCD panel that displays images is a non-emissive element, LCDs are equipped with a backlight unit located behind the LCD panel to supply light to the LCD panel. OLED display devices utilize the spontaneous emission of OLED elements to display images. Therefore, compared to various display devices such as LCDs and plasma display devices, they offer advantages such as a high contrast ratio, excellent color reproducibility, a wide viewing angle, fast response, and a thin, lightweight design. In addition to these advantages, they are also being actively researched and developed as next-generation display devices due to their flexibility. Inorganic EL display devices utilize the spontaneous emission of inorganic EL elements as a fluorescent material to display images, replacing the OLED elements used in OLED display devices. Recent research has raised hopes for the realization of display devices superior to OLED display devices in terms of larger screen sizes and longer lifespans.

[0004] In the development of image display devices, a technique of incorporating a light-absorbing filter as a component is known. For example, in a liquid crystal display device, when a white light-emitting diode (LED) is used as a light source for a backlight unit, an attempt has been made to provide a light-absorbing filter in order to block light of unnecessary wavelengths emitted from the white LED.

[0005] As another form of light-absorbing filter incorporated into an image display device, research is also being conducted on optical filters that have both light-absorbing portions that have a light-absorbing effect and portions where light absorption has been eliminated by eliminating the light absorption properties in desired portions (hereinafter simply referred to as "light-absorption-eliminated portions"). In particular, when an optical filter is incorporated into an image display device, the light-absorption-eliminated portions of the optical filter are required to have light absorption characteristics that are close to colorless. For example, Patent Document 1 describes a light-absorbing filter that contains a resin, a dye having a main absorption wavelength band in the wavelength range of 400 to 700 nm, and a compound that generates radicals upon ultraviolet irradiation, wherein the dye includes a squaraine-based dye represented by general formula (1) described in Patent Document 1, or a benzylidene-based dye or cinnamylidene-based dye represented by general formula (V). The light-absorbing filter described in Patent Document 1 is said to exhibit a high decolorization rate due to ultraviolet irradiation, and to produce almost no absorption due to a new colored structure accompanying decomposition of a dye due to ultraviolet irradiation (hereinafter also referred to as "secondary absorption"), thereby achieving high decolorization properties.

[0006] International Publication No. 2021 / 132674

[0007] However, while the light-absorbing filter described in Patent Document 1 exhibits high decolorization properties, the use of a benzylidene dye or a cinnamylidene dye represented by general formula (V) requires heating the light-absorbing filter during UV irradiation, leaving room for improvement in terms of productivity of the optical filter. As a result of extensive research, the present inventors have found that a light-absorbing filter containing an azo dye can exhibit excellent decolorization properties even when irradiated with UV light at room temperature. On the other hand, it has also been found that azo dyes contain dye decomposition products in the light-absorption-eliminating portion obtained by UV irradiation, which can undergo structural changes upon exposure to heat, resulting in a certain degree of secondary light absorption. Therefore, there is room for improvement in terms of suppressing heat-induced coloration over time, i.e., heat resistance, during storage or use of an optical filter obtained by irradiating a light-absorbing filter containing an azo dye with UV light, or an image display device equipped with the optical filter.

[0008] That is, an object of the present invention is to provide a composition that contains a dye, is decolorized by ultraviolet irradiation, and exhibits excellent heat resistance after decolorization. Another object of the present invention is to provide a light-absorbing filter that can be used to obtain an optical filter in which the light-absorption loss site obtained by ultraviolet irradiation exhibits excellent heat resistance. Another object of the present invention is to provide the above composition and a compound used in the light-absorbing filter. A further object of the present invention is to provide an optical filter that uses the above light-absorbing filter, having a light-absorption site and a light-absorption loss site that exhibits excellent heat resistance in desired positions, as well as OLED display devices, inorganic electroluminescent display devices, and liquid crystal display devices that include this optical filter, and a method for manufacturing an optical filter.

[0009] As a result of intensive research in view of the above problems, the present inventors have found that by configuring a light-absorbing filter containing an azo dye of a specific structure, an optical filter can be obtained in which the light-absorption-disappearing portion formed by ultraviolet irradiation exhibits excellent heat resistance. Based on this finding, the present invention has been completed through further research.

[0010] That is, the above-mentioned problems have been solved by the following means: <1> A composition containing a resin, a compound that generates radicals upon irradiation with ultraviolet light, and an azo dye represented by the following general formula (i): In the above formula, R ２３ is a hydrogen atom, -C(=O)R １０１ , -S(=O) ２ R １０１ , acyclic hydrocarbon group, monocyclic hydrocarbon group, condensed polycyclic hydrocarbon group, or heterocyclic group. １０１ represents an alkyl group, an alkoxy group, an amino group, or a phenyl group. ２４ ~R ２６ is a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxy group, a sulfo group, -OR １０８ , -SR １０９ , -NR １１０ R １１１ , -S(=O) ２ NR １１２ R １１３ , —C(═O)NR１１４ R １１５ , -NHC(=O)R １１６ , -C(=O)OR １１７ , -O(CH ２ CH ２ O) ｎ R １１８ , -O(CH ２ CH ２ S) ｎ R １１９ , -S(CH ２ CH ２ O) ｎ R １２０ , -S(CH ２ CH ２ S) ｎ R １２１ , acyclic hydrocarbon group, monocyclic hydrocarbon group, condensed polycyclic hydrocarbon group, or heterocyclic group. １０８ ~R １２１ represents a hydrogen atom, an acyclic hydrocarbon group, a monocyclic hydrocarbon group, a condensed polycyclic hydrocarbon group, or a heterocyclic group, and n is a positive integer. ２５ and R ２６ may be linked together to form a hydrocarbon ring, R １１０ and R １１１ may be linked together to form a saturated heterocycle, R ２３ and R ２４ may be linked together to form a heterocycle, R ２４ and R １１０ may be linked together to form a heterocycle, R ２６ and R １１１may be linked to each other to form a heterocycle. A represents a 5- or 6-membered aromatic hydrocarbon group or an aromatic heterocyclic group. <2> The composition according to <1>, wherein the compound that generates radicals upon irradiation with ultraviolet light includes a combination of compound A having an acid group and compound B having a structure that can form a hydrogen bond with the acid group contained in compound A. <3> The composition according to <2>, wherein compound A having an acid group is chemically bonded to a polymer that constitutes the resin. <4> The composition according to any one of <1> to <3>, wherein the azo dye is discolored upon irradiation with ultraviolet light. <5> A light-absorbing filter containing a resin, a compound that generates radicals upon irradiation with ultraviolet light, and an azo dye represented by the following general formula (i): In the above formula, R ２３ is a hydrogen atom, -C(=O)R １０１ , -S(=O) ２ R １０１ , acyclic hydrocarbon group, monocyclic hydrocarbon group, condensed polycyclic hydrocarbon group, or heterocyclic group. １０１ represents an alkyl group, an alkoxy group, an amino group, or a phenyl group. ２４ ~R ２６ is a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxy group, a sulfo group, -OR １０８ , -SR １０９ , -NR １１０ R １１１ , -S(=O) ２ NR １１２ R １１３ , —C(═O)NR １１４ R １１５ , -NHC(=O)R １１６ , -C(=O)OR １１７ , -O(CH ２ CH ２ O) ｎ R １１８ , -O(CH ２ CH ２ S) ｎ R １１９ , -S(CH ２ CH ２ O) ｎ R １２０ , -S(CH ２ CH ２ S) ｎR １２１ , acyclic hydrocarbon group, monocyclic hydrocarbon group, condensed polycyclic hydrocarbon group, or heterocyclic group. １０８ ~R １２１ represents a hydrogen atom, an acyclic hydrocarbon group, a monocyclic hydrocarbon group, a condensed polycyclic hydrocarbon group, or a heterocyclic group, and n is a positive integer. ２５ and R ２６ may be linked together to form a hydrocarbon ring, R １１０ and R １１１ may be linked together to form a saturated heterocycle, R ２３ and R ２４ may be linked together to form a heterocycle, R ２４ and R １１０ may be linked together to form a heterocycle, R ２６ and R １１１may be linked to each other to form a heterocycle. A represents a 5- or 6-membered aromatic hydrocarbon group or aromatic heterocyclic group. <6> The light-absorbing filter according to <5>, wherein the compound that generates radicals upon ultraviolet irradiation includes a combination of a compound A having an acid group and a compound B having a structure capable of forming a hydrogen bond with the acid group contained in the compound A. <7> The light-absorbing filter according to <6>, wherein the compound A having an acid group is chemically bonded to a polymer that constitutes the resin. <8> The light-absorbing filter according to any one of <5> to <7>, wherein the azo dye in the light-absorbing filter is bleached upon ultraviolet irradiation. <9> An optical filter obtained by exposing the light-absorbing filter according to any one of <5> to <8> using a mask and ultraviolet irradiation. <10> An organic electroluminescent display device, an inorganic electroluminescent display device, or a liquid crystal display device, comprising the optical filter according to <9>. <11> The organic electroluminescent display device, inorganic electroluminescent display device, or liquid crystal display device according to <10>, further comprising a layer for inhibiting light absorption by the compound that generates radicals upon ultraviolet irradiation, on the viewer's side of the optical filter. <12> A method for producing an optical filter, comprising irradiating the light-absorbing filter according to any one of <5> to <8> with ultraviolet light and subjecting it to masked exposure. <13> A compound represented by the following general formula (i-1): In the above formula, R ２３ is a hydrogen atom, -C(=O)R １０１ , -S(=O) ２ R １０１ , acyclic hydrocarbon group, monocyclic hydrocarbon group, condensed polycyclic hydrocarbon group, or heterocyclic group. １０１ represents an alkyl group, an alkoxy group, an amino group, or a phenyl group. ２４ ~R ２６ is a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxy group, a sulfo group, -OR １０８ , -SR １０９ , -NR １１０ R １１１ , -S(=O) ２ NR １１２ R １１３ , —C(═O)NR１１４ R １１５ , -NHC(=O)R １１６ , -C(=O)OR １１７ , -O(CH ２ CH ２ O) ｎ R １１８ , -O(CH ２ CH ２ S) ｎ R １１９ , -S(CH ２ CH ２ O) ｎ R １２０ , -S(CH ２ CH ２ S) ｎ R １２１ , acyclic hydrocarbon group, monocyclic hydrocarbon group, condensed polycyclic hydrocarbon group, or heterocyclic group. １０８ ~R １２１ represents a hydrogen atom, an acyclic hydrocarbon group, a monocyclic hydrocarbon group, a condensed polycyclic hydrocarbon group, or a heterocyclic group, and n is a positive integer. ２５ and R ２６ may be linked together to form a hydrocarbon ring, R １１０ and R １１１ may be linked together to form a saturated heterocycle, R ２３ and R ２４ may be linked together to form a heterocycle, R ２４ and R １１０ may be linked together to form a heterocycle, R ２６ and R １１１ may be linked to each other to form a heterocycle. １ represents a group represented by any one of the following formulas (A1) to (A3). In the above formula, R ２７ represents an unsubstituted methyl group or an aromatic ring group. ２８ R represents a hydrogen atom, a methanesulfonyl group, a sulfo group, or a sulfamoyl group which may be substituted with an alkyl group. ２９ represents an alkyl group, a cyano group, or an alkylsulfanyl group. X and Y represent CH or a nitrogen atom. * represents a bond.

[0011] In the present invention, when there are multiple substituents or linking groups, etc. (hereinafter referred to as substituents, etc.) represented by a specific symbol or formula, or when multiple substituents, etc. are specified simultaneously, unless otherwise specified, the respective substituents, etc. may be the same or different from one another. The same applies to the specification of the number of substituents, etc. Furthermore, when multiple substituents, etc. are adjacent to one another (especially when they are adjacent), they may be linked to each other to form a ring, unless otherwise specified. Furthermore, unless otherwise specified, rings, such as alicyclic rings, aromatic rings, and heterocyclic rings, may be further condensed to form a condensed ring. In the present invention, unless otherwise specified, the components constituting the composition and the components constituting the light-absorbing filter (such as the azo dye represented by general formula (i), the compound that generates radicals upon ultraviolet irradiation, and other components that may be appropriately contained) may each be contained in the composition in one type or in two or more types, and the light-absorbing filter in one type or in two or more types. The same applies to an optical filter produced using the light-absorbing filter of the present invention. Unless otherwise specified, the description of the light-absorbing filter of the present invention can be preferably applied to the optical filter of the present invention, except that the optical filter has a light-absorption-disappearing site formed by ultraviolet irradiation. In the present invention, unless otherwise specified, the double bond may be either E-type or Z-type in the molecule, or a mixture thereof. In the present invention, the term "compound" (including complex) is used to refer to not only the compound itself, but also its salts and ions. It also includes compounds with partially modified structures, provided that the effects of the present invention are not impaired. Furthermore, compounds that are not specified as substituted or unsubstituted may have any substituent, provided that the effects of the present invention are not impaired. The same applies to substituents and linking groups. In the present invention, a numerical range expressed using "to" refers to a range that includes the numerical values ​​before and after "to" as the lower and upper limits. In the present invention, the term "composition" encompasses not only mixtures with constant component concentrations (each component uniformly dispersed) but also mixtures with component concentrations that vary within a range that does not impair the intended function.In the present invention, having a main absorption wavelength band in the wavelength range of XX to YY nm means that the wavelength showing maximum absorption (i.e., the maximum absorption wavelength) is present in the wavelength range of XX to YY nm. Therefore, as long as this maximum absorption wavelength is within the above wavelength range, the entire absorption band including this wavelength may be within the above wavelength range, or may extend outside the above wavelength range. Furthermore, when there are multiple maximum absorption wavelengths, it is sufficient that the maximum absorption wavelength showing the greatest absorbance is present in the above wavelength range. In other words, maximum absorption wavelengths other than the maximum absorption wavelength showing the greatest absorbance may be present either inside or outside the above wavelength range of XX to YY nm. In the present invention, "(meth)acrylate" refers to either or both of acrylate and methacrylate, "(meth)acrylic acid" refers to either or both of acrylic acid and methacrylic acid, and "(meth)acryloyl" refers to either or both of acryloyl and methacryloyl.

[0012] The composition of the present invention contains a dye and is bleached by ultraviolet irradiation, and can exhibit excellent heat resistance after bleaching. The light-absorbing filter of the present invention can be an optical filter in which the light-absorption loss site obtained by ultraviolet irradiation exhibits excellent heat resistance. The compound of the present invention is also suitable for use in the above composition and light-absorbing filter. The optical filter of the present invention can have a light-absorbing site and a light-absorption loss site exhibiting excellent heat resistance at desired positions. The OLED display device, inorganic electroluminescence display device, and liquid crystal display device of the present invention are equipped with the optical filter of the present invention. The optical filter of the present invention can be preferably produced by the production method of the present invention.

[0013] Fig. 1 is a schematic diagram showing an outline of one embodiment of a liquid crystal display device having an optical filter of the present invention, and Fig. 2 is a schematic diagram showing a simulation configuration for external light reflection using a light-absorbing filter of the present invention.

[0014] [Composition and Light-Absorbing Filter] The composition of the present invention contains a resin, a compound that generates radicals upon UV irradiation, and an azo dye represented by the following general formula (i). The composition of the present invention has a compound that generates radicals upon UV irradiation dispersed (preferably dissolved) in the resin. When irradiated with UV rays, the compound generates radicals. The generated radicals react with the azo dye represented by the following general formula (i). The azo dye represented by the following general formula (i) undergoes a chemical change, typically decomposition, thereby fading and decolorizing the azo dye represented by the following general formula (i). That is, the azo dye represented by the following general formula (i) undergoes a chemical change, typically decomposition, upon UV irradiation, resulting in decolorization. By utilizing the effects of the composition of the present invention, the composition can be used for purposes other than decolorization, without any particular limitations. Typically, the composition of the present invention is preferably in the form of a light-absorbing filter (light-absorbing film). That is, the light-absorbing filter of the present invention contains a resin, a compound that generates radicals upon UV irradiation, and an azo dye represented by the following general formula (i). The optical filter of the present invention can be suitably produced by exposing the light-absorbing filter of the present invention to ultraviolet light through a mask.

[0015] The composition and light-absorbing filter of the present invention may contain a dye (pigment) other than the azo dye represented by the general formula (i) described below. By using the azo dye represented by the general formula (i) described below in combination with the other dye (pigment), a desired color such as black can be adjusted. Furthermore, by using the azo dye represented by the general formula (i) described below in combination with the other dye (pigment), it is possible to suppress a change in the color of the reflected light from the light-absorbing portion in the light-absorbing filter of the present invention and the optical filter of the present invention compared to when no dye is contained (hereinafter referred to as "adjusting the color of the reflected light to a neutral color"), which is preferable. The dyes (pigments) other than the azo dyes represented by the general formula (i) described below that may be contained in the composition and light-absorbing filter of the present invention can be used without any particular limitation as long as they do not impair the effects of the present invention, and examples thereof include tetraazaporphyrin (TAP)-based, squaraine (SQ)-based, cyanine (CY)-based, benzylidene-based, cinnamylidene-based, azo-based, and indoaniline-based dyes (dyes).It is believed that the mechanism of fading and decolorization due to ultraviolet irradiation for dyes (pigments) other than the azo dyes represented by the general formula (i) described below also occurs in the same way as the mechanism of fading and decolorization due to ultraviolet irradiation for the azo dyes represented by the general formula (i) described above. In the following description, when the term "dye" is simply referred to, it is used to mean including not only the azo coloring matter represented by the general formula (i) described below, but also dyes (coloring matters) other than the azo coloring matter represented by the general formula (i) described below that may be contained in the composition and light-absorbing filter of the present invention.

[0016] In the composition of the present invention, the "dye" is dispersed (preferably dissolved) in the resin, thereby making the composition a composition that exhibits a specific absorption spectrum derived from the dye. This dispersion may be random, regular, or the like. In the light-absorbing filter of the present invention, the "dye" is dispersed (preferably dissolved) in the resin, thereby making the light-absorbing filter a layer that exhibits a specific absorption spectrum derived from the dye. This dispersion may be random, regular, or the like.

[0017] The composition and light-absorbing filter of the present invention contain a resin, a compound that generates radicals upon ultraviolet irradiation, and an azo dye represented by general formula (i) described below, and are thereby able to be decolorized by ultraviolet irradiation and exhibit excellent heat resistance after decolorization. The reason why the azo dye represented by general formula (i) is decolorized by ultraviolet irradiation is thought to be as follows, based on the results of the inventors' previous studies. The effect of stabilizing a radical by substituting both an electron-donating group and an electron-withdrawing group for the radical center is generally known as the "Captodative Effect," and is described, for example, in Acc. Chem. Res., Vol. 18 (1985), pp. 148-154. The azo dye represented by general formula (i) has an electron-donating group (-NR) at one end of the chromophore. １１０ R １１１ Since the azo dye represented by general formula (i) has a structure in which an amino group represented by the general formula (i) is substituted with an -NHR group, it is believed that the dye can be decolorized by ultraviolet irradiation based on the same concept as the "Captodative Effect" described above. In particular, when A in the azo dye represented by general formula (i) is an electron-withdrawing group such as a thiazole group or an isothiazole group, it is believed that an excellent decolorization rate can be obtained even when ultraviolet irradiation is performed in a mild environment near room temperature (meaning 10 to 37°C) due to the "Captodative Effect" described above. Furthermore, since the azo dye represented by general formula (i) itself hardly generates secondary absorption associated with dye decomposition, the portion of the composition and light-absorbing filter of the present invention irradiated with ultraviolet light can exhibit light transmittance that is nearly colorless. Furthermore, the reason why the azo dye represented by general formula (i) exhibits excellent heat resistance after decolorization by ultraviolet irradiation is speculatively considered to be as follows. The azo dye represented by general formula (i) has -NHR at the ortho position of the azo group. ２３ and the dye decomposition product produced by the decolorization of the azo dye represented by general formula (i) by ultraviolet irradiation has a group represented by the above -NHR ２３It is believed that the NH groups in the compound form intramolecular and / or intermolecular hydrogen bonds, resulting in the dye decomposition products having a stable structure. Therefore, even when the composition and light-absorbing filter of the present invention are exposed to heat after bleaching by ultraviolet irradiation, coloration due to structural changes in the dye decomposition products is suppressed, and the composition and light-absorbing filter of the present invention can exhibit excellent heat resistance.

[0018] In the composition and light-absorbing filter of the present invention, when the compound that generates radicals upon UV irradiation contains, as described below, a compound A having an acid group and a compound B having a structure capable of forming a hydrogen bond with the acid group contained in compound A, the efficiency of generating radical species upon UV irradiation is improved compared to when a commonly used photoradical generator such as a benzophenone compound is used. Therefore, even when UV irradiation is performed under mild temperature conditions, such as around room temperature, sufficient radical species are generated, and these radical species react directly or indirectly with the dye, causing the dye to decompose, resulting in fading and decolorization of the dye, thereby achieving a superior decolorization rate. Furthermore, in the composition and light-absorbing filter of the present invention, when compound A having an acid group is bonded to a polymer that constitutes the resin, radicals are generated near the dye upon UV irradiation, thereby achieving the effect of making the radicals more likely to react with the dye. Furthermore, the "compound A having an acid group" described below may be bonded to a polymer that constitutes the resin. Furthermore, "compound B having a structure capable of forming a hydrogen bond with the acid group contained in compound A" described below forms a hydrogen bond with compound A and is dispersed (preferably dissolved) in the resin, or when compound A containing the acid group is bonded to a polymer constituting the resin, forms a hydrogen bond with compound A in the resin, and when irradiated with ultraviolet light, generates a radical, and the generated radical reacts with a nearby dye, making the radical more likely to react with the dye, thereby more efficiently fading and decolorizing the dye.

[0019] The azo dye represented by general formula (i) described below contained in the composition and light-absorbing filter of the present invention may be one type or two or more types. Furthermore, when the composition and light-absorbing filter of the present invention contain a dye (pigment) other than the azo dye represented by general formula (i) described below, the dye (pigment) other than the azo dye represented by general formula (i) described below may be one type or two or more types.

[0020] <Azo dye represented by general formula (i)>

[0021] In the above formula, R ２３ is a hydrogen atom, -C(=O)R １０１ , -S(=O) ２ R １０１ , acyclic hydrocarbon group, monocyclic hydrocarbon group, condensed polycyclic hydrocarbon group, or heterocyclic group. １０１ represents an alkyl group, an alkoxy group, an amino group, or a phenyl group. ２４ ~R ２６ is a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxy group, a sulfo group, -OR １０８ , -SR １０９ , -NR １１０ R １１１ , -S(=O) ２ NR １１２ R １１３ , —C(═O)NR １１４ R １１５ , -NHC(=O)R １１６ , -C(=O)OR １１７ , -O(CH ２ CH ２ O) ｎ R １１８ , -O(CH ２ CH ２ S) ｎ R １１９ , -S(CH ２ CH ２ O) ｎ R １２０ , -S(CH ２ CH ２ S) ｎ R １２１ , acyclic hydrocarbon group, monocyclic hydrocarbon group, condensed polycyclic hydrocarbon group, or heterocyclic group. １０８ ~R １２１represents a hydrogen atom, an acyclic hydrocarbon group, a monocyclic hydrocarbon group, a condensed polycyclic hydrocarbon group, or a heterocyclic group, and n is a positive integer. ２５ and R ２６ may be linked together to form a hydrocarbon ring, R １１０ and R １１１ may be linked together to form a saturated heterocycle, R ２３ and R ２４ may be linked together to form a heterocycle, R ２４ and R １１０ may be linked together to form a heterocycle, R ２６ and R １１１ may be linked to each other to form a heterocyclic ring. A represents a 5- or 6-membered aromatic hydrocarbon group or aromatic heterocyclic group.

[0022] R ２３ ~R ２６ and R １０８ ~R １２１ The acyclic hydrocarbon group that can be taken as R means an acyclic alkyl group in which one hydrogen atom has been removed from an acyclic alkane, and may be linear or branched. However, the acyclic alkyl group may have a ring structure as a substituent. The number of carbon atoms in the acyclic alkyl group is preferably 1 to 30, more preferably 1 to 20, even more preferably 1 to 12, particularly preferably 1 to 8, and of these, 1 to 6 is preferred. Specific examples include a methyl group, an ethyl group, a propyl group, a butyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group, and an octyl group. R ２３ ~R ２６ and R １０８ ~R １２１The monocyclic hydrocarbon group that can be taken as R means a monocyclic cycloalkyl group, a monocyclic cycloalkenyl group, a monocyclic cycloalkynyl group, or a monocyclic aryl group, which is a group in which one hydrogen atom has been removed from a monocyclic aliphatic hydrocarbon ring (which may be a monocyclic cycloalkane, a monocyclic cycloalkene, or a monocyclic cycloalkyne) or a monocyclic aromatic hydrocarbon ring. The number of carbon atoms in the monocyclic cycloalkyl group, the monocyclic cycloalkenyl group, and the monocyclic cycloalkynyl group is not particularly limited as long as the structure allows, but is preferably 3 to 30, more preferably 3 to 20, and even more preferably 3 to 16. The number of carbon atoms in the monocyclic aryl group is more preferably 6 to 30, more preferably 6 to 20, and even more preferably 6 to 16. Specific examples include a 1,3-cyclohexadienyl group, a 2-cyclopenten-1-yl group, a 2,4-cyclopentadien-1-ylidenyl group, and a phenyl group. R ２３ ~R ２６ and R １０８ ~R １２１ The fused polycyclic hydrocarbon group that can be adopted as the above means a fused polycyclic cycloalkyl group, a fused polycyclic cycloalkenyl group, a fused polycyclic cycloalkynyl group, or a fused polycyclic aryl group, which is a group in which one hydrogen atom has been removed from a fused polycyclic aliphatic hydrocarbon ring (which may be a fused polycyclic cycloalkane, a fused polycyclic cycloalkene, or a fused polycyclic cycloalkyne) or a fused polycyclic aromatic hydrocarbon ring. The number of carbon atoms in the fused polycyclic cycloalkyl group, the fused polycyclic cycloalkenyl group, and the fused polycyclic cycloalkynyl group is not particularly limited as long as it is structurally possible, but is preferably 8 to 30, and more preferably 8 to 20. The number of carbon atoms in the fused polycyclic aryl group is more preferably 12 to 30, and more preferably 12 to 20. Specific examples include a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an acenaphthylenyl group, a phenalenyl group, a fluorenyl group, an anthryl group, a phenanthryl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a picenyl group, a perylenyl group, a tetraphenylenyl group, a hexaphenyl group, a hexacenyl group, a rubicenyl group, a coronenyl group, a trinaphthylenyl group, a heptaphenyl group, a heptacenyl group, a pyrantrenyl group, and an ovalenyl group. ２３ ~R２６ and R １０８ ~R １２１ The heterocyclic group may be a saturated or unsaturated aliphatic ring group or an aromatic ring group, preferably an aromatic heterocyclic group. The ring-constituting atoms constituting the heterocyclic group include those containing at least one heteroatom such as a nitrogen atom, a sulfur atom, or an oxygen atom, and may further have a substituent. The heterocyclic group is preferably a heterocyclic group having a total of 1 to 30 carbon atoms, more preferably a heterocyclic group having a total of 1 to 15 carbon atoms. Specific examples include a thienyl group, a furyl group, a pyrrolyl group, an imidazolyl group, a pyrazolyl group, a pyridyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an indolyl group, a quinolyl group, an isoquinolyl group, a phthalazinyl group, a quinoxalinyl group, a quinazolinyl group, a carbazolyl group, an acridinyl group, a phenazinyl group, a furfuryl group, an isothiazolyl group, an isoxazolyl group, a furazanyl group, a phenoxazinyl group, a benzothiazolyl group, a benzoxazolyl group, a benzimidazolyl group, a 2-methylpyridyl group, and a 3-cyanopyridyl group. ２４ ~R ２６ The halogen atom which can be taken as n is a fluorine atom, a chlorine atom, a bromine atom or an iodine atom, and a chlorine atom is preferred. n is preferably an integer of 1 to 12, more preferably an integer of 1 to 6, and even more preferably an integer of 1 to 3. The acyclic hydrocarbon group, the monocyclic hydrocarbon group, the condensed polycyclic hydrocarbon group and the heterocyclic group can be a halogen atom, a cyano group, a nitro group, a carboxy group, a sulfo group, -OR １０８ , -SR １０９ , -NR １１０ R １１１ , -S(=O) ２ NR １１２ R １１３ , —C(═O)NR １１４ R １１５ , -NHC(=O)R １１６ , -C(=O)OR １１７ , -O(CH ２ CH ２ O) ｎ R １１８ , -O(CH ２ CH ２ S) ｎ R １１９, -S(CH ２ CH ２ O) ｎ R １２０ , -S(CH ２ CH ２ S) ｎ R １２１ n and R may have one or more substituents selected from the group consisting of acyclic hydrocarbon groups, monocyclic hydrocarbon groups, condensed polycyclic hydrocarbon groups, and heterocyclic groups, and the number of substituents that may be had is preferably 1 to 3, and more preferably 1 or 2. １０８ ~R １２１ is the above n and R １０８ ~R １２１ is synonymous with.

[0023] R ２３ is -C(=O)R １０１ , -S(=O) ２ R １０１ , acyclic hydrocarbon groups, monocyclic hydrocarbon groups, condensed polycyclic hydrocarbon groups or heterocyclic groups are preferred, and —C(═O)R １０１ is more preferred. １０１ The alkyl group that can be taken as R ２３ ~R ２６ and R １０８ ~R １２１ The descriptions of the acyclic alkyl group and monocyclic cycloalkyl group that can be taken as R can be applied, and the acyclic alkyl group is preferred. １０１ The alkoxy group that can be used as the alkyl group in the alkoxy group is R １０１ Preferred examples of the alkyl group include R １０１ The amino group that can be used as the amino group is an unsubstituted amino group (-NH ２ ), and the above-mentioned R １１０ and R １１１ Examples of the amino group include a mono- or di-substituted amino group substituted with any of acyclic hydrocarbon groups, monocyclic hydrocarbon groups, condensed polycyclic hydrocarbon groups, and heterocyclic groups that can be taken as R, and a mono- or di-substituted amino group substituted with an acyclic alkyl group is preferred. １０１ is preferably an alkyl group. ２４ and R ２５ is preferably a hydrogen atom.２６ represents a hydrogen atom, -OR １０８ , -SR １０９ , -NR １１０ R １１１ , -NHC(=O)R １１６ , -O(CH ２ CH ２ O) ｎ R １１８ , -O(CH ２ CH ２ S) ｎ R １１９ , -S(CH ２ CH ２ O) ｎ R １２０ , -S(CH ２ CH ２ S) ｎ R １２１ or a non-cyclic hydrocarbon group (preferably a non-cyclic alkyl group), and a hydrogen atom, -OR １０８ , -SR １０９ or an acyclic alkyl group is more preferred, and a hydrogen atom or an acyclic alkyl group is even more preferred. １０８ ~R １１１ , R １１６ and R １１８ ~R １２１ is preferably an acyclic alkyl group. ２４ and R ２６ -NR located at the ortho position relative to １１０ R １１１ In this case, R １１０ and R １１１ is preferably an acyclic alkyl group, and is preferably an unsubstituted acyclic alkyl group or —OR １０８ More preferred is an acyclic alkyl group having as a substituent group R １０８ is preferably a hydrogen atom or an acyclic alkyl group. The acyclic alkyl group is preferably not substituted with a phenyl group, and more preferably not substituted with an aryl group.

[0024] In addition, R ２５ and R ２６ may be linked together to form a hydrocarbon ring, R １１０ and R １１１ may be linked together to form a saturated heterocycle, R ２３ and R２４ may be linked together to form a heterocycle, R ２４ and R １１０ may be linked together to form a heterocycle, R ２６ and R １１１ may be linked to each other to form a heterocyclic ring. The number of these formed rings may be one or two or more in the compound. ２５ and R ２６ The hydrocarbon ring formed by linking R to each other is preferably a 5- or 6-membered ring, more preferably a 6-membered ring. １１０ and R １１１ The saturated heterocyclic ring formed by combining R is preferably a 5- or 6-membered ring, more preferably a 6-membered ring. １１０ and R １１１ The saturated heterocyclic ring formed by combining these rings has ring-constituting atoms R １１０ and R １１１ R may or may not contain a heteroatom (preferably an atom selected from a nitrogen atom, an oxygen atom, and a sulfur atom) other than the nitrogen atom to which R is bonded. １１０ and R １１１ Examples of the saturated heterocyclic ring formed by combining R with each other include a piperidine ring, a piperazine ring, a morpholine ring, a thiomorpholine ring, and a piperidone ring, and a morpholine ring is preferred. ２３ and R ２４ and R are bonded to each other to form a heterocycle. ２４ and R １１０ and R ２６ and R １１１ The heterocyclic ring formed by combining R with R is preferably a 5- or 6-membered ring, more preferably a 6-membered ring. ２４ and R １１０ and R ２６ and R １１１ The heterocyclic ring formed by combining these atoms has ring-constituting atoms R １１０ and R １１１ is bonded to a nitrogen atom other than the nitrogen atom (preferably an atom selected from a nitrogen atom, an oxygen atom, and a sulfur atom), or may contain such a heteroatom. ２３ and R ２４The heterocyclic ring formed by combining these atoms has ring-constituting atoms R ２３ R may or may not contain a heteroatom (preferably an atom selected from a nitrogen atom, an oxygen atom, and a sulfur atom) other than the nitrogen atom to which R is bonded. ２３ and R ２４ and R are bonded to each other to form a heterocycle. ２４ and R １１０ and R ２６ and R １１１ Examples of the heterocyclic ring formed by combining R with each other include a pyrroline ring, a piperidine ring, a tetrahydropyridine ring, a piperazine ring, a morpholine ring, a thiomorpholine ring, a piperidone ring, a triazole ring, and a diazole ring, and a pyrroline ring, a piperidine ring, a tetrahydropyridine ring, or a piperidone ring is preferred. ２５ and R ２６ and R are bonded to each other to form a hydrocarbon ring. １１０ and R １１１ and R ２６ and R １１１ The heterocyclic ring formed by linking these may be unsubstituted or may have a substituent. Examples of the substituent that these rings may have include an alkyl group, an oxo group (═O), and an acyl group.

[0025] A represents a 5- or 6-membered aromatic hydrocarbon group or aromatic heterocyclic group. The aromatic hydrocarbon ring constituting the 6-membered aromatic hydrocarbon group that can be taken as A (hereinafter simply referred to as "aromatic hydrocarbon group that can be taken as A") may be a 6-membered monocyclic ring or a fused ring. In the case of a fused ring group, it is preferably a fused ring group of 2 to 6 rings, and each ring constituting the fused ring group has 6 members. The number of carbon atoms in the aromatic hydrocarbon group that can be taken as A is preferably 6 to 30, more preferably 6 to 16. Specifically, the aromatic hydrocarbon group that can be taken as A is preferably a phenyl group.

[0026] The 5- or 6-membered aromatic heterocyclic group that can be taken as A (hereinafter simply referred to as "aromatic heterocyclic group that can be taken as A") may be an aromatic ring group containing at least one heteroatom such as a nitrogen atom, a sulfur atom, or an oxygen atom as a ring-constituting atom that constitutes the heterocyclic group. The aromatic heterocycle that constitutes the aromatic heterocyclic group that can be taken as A may be a monocyclic ring or a fused ring. In the case of a fused ring group, it is preferable that it is a fused ring group of 2 to 6 rings. The number of ring members in the ring in the monocyclic group and each ring that constitutes the fused ring group may be 5 or 6. The number of carbon atoms in the aromatic heterocyclic group that can be taken as A is preferably 1 to 25, more preferably 1 to 15. Specific examples of the aromatic heterocyclic group that can be taken as A include a pyrazole group, a 1,2,4-triazole group, an isothiazole group, a benzisothiazole group, a thiazole group, a benzothiazole group, an oxazole group, and a 1,2,4-thiadiazole group.

[0027] The aromatic hydrocarbon group that can be taken as A and the aromatic heterohydrogen group that can be taken as A may have a substituent. Examples of the substituent that can be taken as a substituent include a halogen atom, a cyano group, a nitro group, a carboxy group, a sulfo group, an -OR １０８ , -SR １０９ , -NR １１０ R １１１ , -S(=O) ２ NR １１２ R １１３ , —C(═O)NR １１４ R １１５ , -NHC(=O)R １１６ , -C(=O)OR １１７ , -O(CH ２ CH ２ O) ｎ R １１８ , -O(CH ２ CH ２ S) ｎ R １１９ , -S(CH ２ CH ２ O) ｎ R １２０ , -S(CH ２ CH ２S) ｎ R １２１ , acyclic hydrocarbon groups, monocyclic hydrocarbon groups, condensed polycyclic hydrocarbon groups and heterocyclic groups, and -S(=O) ２ R １２２ and a cyano group, a sulfo group, an alkylsulfanyl group (—SR １０９ , R １０９ is an alkyl group; a sulfamoyl group (-S(=O) ２ NR １１２ R １１３ , R １１２ and R １１３ is a hydrogen atom or an alkyl group. Preferred examples of the alkyl group include an alkyl group, an aromatic hydrocarbon group, and an aromatic heterocyclic group. １２２ is the above-mentioned R １０８ ~R １２１ and represents a hydrogen atom, an acyclic hydrocarbon group, a monocyclic hydrocarbon group, a fused polycyclic hydrocarbon group, or a heterocyclic group. When the aromatic hydrocarbon group that can be taken as A and the aromatic heterohydrogen group that can be taken as A have a substituent, adjacent substituents may be bonded to each other to form a ring, and examples of the ring that may be formed include an unsaturated hydrocarbon ring.

[0028] From the viewpoint that an excellent decolorization rate can be obtained even when irradiated with ultraviolet light in a mild environment around room temperature, A is preferably an electron-withdrawing group, more preferably a monocyclic or fused-ring aromatic heterocyclic group having an electron-withdrawing 5- or 6-membered aromatic heterocyclic ring as a constituent ring, and even more preferably a monocyclic or fused-ring aromatic heterocyclic group having an electron-withdrawing 5-membered aromatic heterocyclic ring as a constituent ring, and is particularly preferably a 1,2,4-triazole group, an isothiazole group, a thiazole group, an oxazole group, a 1,2,4-thiadiazole group, or a benzisothiazole group, and among these, an isothiazole group or a benzisothiazole group is preferred.

[0029] In particular, the azo dye represented by the above general formula (i) is preferably represented by the following general formula (ia).

[0030]

[0031] In the above formula, R ２１ and R ２２ represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxy group, a sulfo group, -OR １０８ , -SR １０９ , -NR １１０ R １１１ , -S(=O) ２ NR １１２ R １１３ , —C(═O)NR １１４ R １１５ , -NHC(=O)R １１６ , -C(=O)OR １１７ , -O(CH ２ CH ２ O) ｎ R １１８ , -O(CH ２ CH ２ S) ｎ R １１９ , -S(CH ２ CH ２ O) ｎ R １２０ , -S(CH ２ CH ２ S) ｎ R １２１ , acyclic hydrocarbon group, monocyclic hydrocarbon group, condensed polycyclic hydrocarbon group, or heterocyclic group. ２３ ~R ２６ , R １０８ ~R １２１ and n is the above-mentioned R ２３ ~R ２６ , R １０８ ~R １２１ and n.

[0032] R ２１ is preferably a cyano group, and R ２２ is preferably an alkyl group, an aromatic hydrocarbon group, or an aromatic heterocyclic group. ２１ and R ２２ are bonded to form an unsaturated hydrocarbon ring, more preferably a 5- or 6-membered unsaturated hydrocarbon ring. The ring thus formed may have a substituent, and the substituents that may be possessed by the aromatic hydrocarbon group that can be taken as A and the aromatic heterohydrogen group that can be taken as A can be applied to the substituents that may be possessed by the aromatic hydrocarbon group that can be taken as A.

[0033] (Compound Represented by General Formula (i-1)) In the present invention, the azo dye represented by the above general formula (i) is preferably a compound represented by the following general formula (i-1).

[0034]

[0035] In the above formula, R ２３ ~R ２６ , R １１０ and R １１１ represents R in the above general formula (i). ２３ ~R ２６ , R １１０ and R １１１ It is synonymous with: １ represents a group represented by any one of the following formulas (A1) to (A3).

[0036] In the above formula, R ２７ represents an unsubstituted methyl group or an aromatic ring group. ２８ R represents a hydrogen atom, a methanesulfonyl group, a sulfo group, or a sulfamoyl group which may be substituted with an alkyl group. ２９ represents an alkyl group, a cyano group, or an alkylsulfanyl group. X and Y represent CH or a nitrogen atom. * represents a bond.

[0037] R ２７ is preferably an unsubstituted methyl group or an aromatic hydrocarbon group, more preferably an unsubstituted methyl group or a phenyl group, and even more preferably an unsubstituted methyl group or an unsubstituted phenyl group. ２８ is a hydrogen atom, a methanesulfonyl group, -S(=O) ２ NH ２ , or a dialkylsulfamoyl group is preferred, and a hydrogen atom, a methanesulfonyl group, -S(=O) ２ NH ２ or a dimethylsulfamoyl group is more preferred.

[0038] Specific examples of the azo dye represented by general formula (i) include the compounds used in the examples described later, as well as the compounds described below. However, the present invention is not limited to these. In the structural formulas below, Me represents a methyl group, Ac represents an acetyl group, Ph represents a phenyl group, n- represents normal, and i- represents iso.

[0039]

[0040]

[0041]

[0042]

[0043]

[0044]

[0045]

[0046] <Azo dye represented by the following general formula (ii)> Even when used in combination with an azo dye represented by the following general formula (ii) as a dye (coloring matter) other than the azo dye represented by the above general formula (i), for example, the azo dye represented by the following general formula (ii) can be decolorized by ultraviolet irradiation and exhibit excellent heat resistance after decolorization. The azo dye represented by the following general formula (ii) exhibits excellent decolorization rate even when irradiated with ultraviolet light under mild temperature conditions, such as around room temperature, because the hydroxy group on the pyridine ring bonded to the azo group contributes to the generation of radical species, and secondary absorption associated with dye decomposition hardly occurs, thereby exhibiting excellent decolorization properties. As shown in the comparative examples described below, the azo dye represented by the general formula (ii) decolorizes by ultraviolet irradiation and does not exhibit excellent heat resistance after decolorization when not used in combination with the azo dye represented by the above general formula (i).

[0047]

[0048] In the above formula, R １７ and R １８ R each independently represents a hydrogen atom or a monovalent substituent. １９represents a hydrogen atom, an aliphatic group, an aryl group, a heterocyclic group, a carbamoyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an acyl group, an alkylsulfonyl group, an arylsulfonyl group, or a sulfamoyl group. Q represents a diazo component residue. １７ ~R １９ and Q do not have a squaraine structure. The squaraine structure refers to the structure of a squaraine dye. A squaraine dye is a dye having a structure in which a skeleton derived from squaric acid is located at the center of a π-conjugated system.

[0049] R １７ and R １８ Examples of the monovalent substituent that can be taken as the substituent include a halogen atom, an aliphatic group, an aryl group, a heterocyclic group, a cyano group, a carboxy group, a carbamoyl group, an aliphatic oxycarbonyl group, an aryloxycarbonyl group, an acyl group, a hydroxy group, an aliphatic oxy group, an aryloxy group, an acyloxy group, a carbamoyloxy group, a heterocyclic oxy group, an amino group (-NH ２ ), an aliphatic amino group, an arylamino group, a heterocyclic amino group, an acylamino group, a carbamoylamino group, a sulfamoylamino group, an aliphatic oxycarbonylamino group, an aryloxycarbonylamino group, an aliphatic sulfonylamino group, an arylsulfonylamino group, a nitro group, an aliphatic thio group, an arylthio group, an aliphatic sulfonyl group, an arylsulfonyl group, a sulfamoyl group, a sulfo group, an imido group, and a heterocyclic thio group. Among these, mainly from the viewpoint of imparting solubility, an aliphatic group, an aryl group, a heterocyclic group, a cyano group, a carbamoyl group, an aliphatic oxycarbonyl group, an aryloxycarbonyl group, an acyl group, an aliphatic oxy group, an aryloxy group, an aliphatic amino group, or an arylamino group is preferred. １７ and R １８ The substituents which may be taken as may be further substituted.

[0050] R １７ ~R １９The aliphatic group which can be taken as the group may further have a monovalent substituent, and may be saturated or unsaturated, or may be cyclic. Specific examples include alkyl groups, substituted alkyl groups, alkenyl groups, substituted alkenyl groups, alkynyl groups, substituted alkynyl groups, aralkyl groups, and substituted aralkyl groups. The total number of carbon atoms in the aliphatic group is preferably 1 to 30, and more preferably 1 to 16. Specific examples of the aliphatic group include a methyl group, an ethyl group, a butyl group, an isopropyl group, a t-butyl group, a hydroxyethyl group, a methoxyethyl group, a cyanoethyl group, a trifluoromethyl group, a 3-sulfopropyl group, a 4-sulfobutyl group, a 2-(2-hydroxyethoxy)ethyl group, a 2-(2-(acetyloxy)ethoxy)ethyl group, a cyclohexyl group, a benzyl group, a 2-phenethyl group, a vinyl group, and an allyl group.

[0051] R １７ ~R １９ The aryl group which can be taken as may further have a monovalent substituent, and is preferably an aryl group having a total of 6 to 30 carbon atoms, more preferably an aryl group having a total of 6 to 16 carbon atoms. Specific examples include a phenyl group, a 4-tolyl group, a 4-methoxyphenyl group, a 2-chlorophenyl group, a 3-(3-sulfopropylamino)phenyl group, a 4-sulfamoylphenyl group, a 4-(ethoxyethylsulfamoyl)phenyl group, and a 3-(dimethylcarbamoyl)phenyl group.

[0052] R １７ ~R １９ The heterocyclic group that can be used as the heterocyclic group may be a saturated or unsaturated aliphatic ring group or an aromatic ring group, with an aromatic heterocyclic group being preferred. Examples of ring-constituting atoms that constitute the heterocyclic group include those containing at least one heteroatom such as a nitrogen atom, a sulfur atom, or an oxygen atom, and may further have a substituent. The heterocyclic group is preferably a heterocyclic group having a total of 1 to 30 carbon atoms, and more preferably a heterocyclic group having 1 to 15 carbon atoms. Specific examples include a 2-pyridyl group, a 2-thienyl group, a 2-thiazolyl group, a 2-benzothiazolyl group, a 2-benzoxazolyl group, and a 2-furyl group.

[0053] R１７ ~R １９ The carbamoyl group that can be taken as the ２ ), and also includes carbamoyl groups substituted with aliphatic groups, aryl groups, etc. １７ ~R １９ The carbamoyl group which can be taken as may further have a monovalent substituent, and is preferably a carbamoyl group having a total of 1 to 30 carbon atoms, more preferably a carbamoyl group having a total of 1 to 16 carbon atoms. Specific examples include a methylcarbamoyl group, a dimethylcarbamoyl group, a phenylcarbamoyl group, and an N-methyl-N-phenylcarbamoyl group.

[0054] R １７ and R １８ The aliphatic group in the aliphatic oxycarbonyl group that can be taken as R １７ ~R １９ The description of the aliphatic groups that can be taken as R １７ and R １８ The aliphatic oxycarbonyl group which can be taken as R may further have a monovalent substituent, may be saturated or unsaturated, or may be cyclic, and is preferably an aliphatic oxycarbonyl group having a total of 2 to 30 carbon atoms, more preferably an aliphatic oxycarbonyl group having a total of 2 to 16 carbon atoms. Specific examples include a methoxycarbonyl group, an ethoxycarbonyl group, and a 2-methoxyethoxycarbonyl group. １９ The alkoxycarbonyl group which can be taken as may further have a monovalent substituent, may be saturated or unsaturated, may be cyclic, and is preferably an alkoxycarbonyl group having a total of 2 to 30 carbon atoms, more preferably an alkoxycarbonyl group having a total of 2 to 16 carbon atoms. Specific examples include a methoxycarbonyl group, an ethoxycarbonyl group, and a 2-methoxyethoxycarbonyl group.

[0055] R １７ ~R １９The aryloxycarbonyl group represented by the formula (I) may further have a monovalent substituent, and is preferably an aryloxycarbonyl group having a total of 7 to 30 carbon atoms, more preferably an aryloxycarbonyl group having a total of 7 to 16 carbon atoms. Specific examples include a phenoxycarbonyl group, a 4-methylphenoxycarbonyl group, and a 3-chlorophenoxycarbonyl group.

[0056] R １７ ~R １９ The acyl group that can be taken as (III) includes an aliphatic carbonyl group, an arylcarbonyl group, and a heterocyclic carbonyl group, and preferably has a total of 1 to 30 carbon atoms, more preferably has a total of 1 to 16 carbon atoms. Specific examples include an acetyl group, a methoxyacetyl group, a thienoyl group, and a benzoyl group.

[0057] R １７ and R １８ The aliphatic group in the aliphatic sulfonyl group that can be taken as R １７ ~R １９ The description of the aliphatic groups that can be taken as R １７ and R １８ The aliphatic sulfonyl group which can be taken as R may further have a monovalent substituent, may be saturated or unsaturated, may be cyclic, and preferably has a total of 1 to 30 carbon atoms, more preferably 1 to 16 carbon atoms. Specific examples include a methanesulfonyl group, a methoxymethanesulfonyl group, and an ethoxyethanesulfonyl group. １９ The alkylsulfonyl group which can be taken as may further have a monovalent substituent, may be saturated or unsaturated, may be cyclic, and preferably has a total of 1 to 30 carbon atoms, more preferably 1 to 16. Specific examples include a methanesulfonyl group, a methoxymethanesulfonyl group, and an ethoxyethanesulfonyl group.

[0058] R １７ ~R １９The arylsulfonyl group which can be taken as may further have a monovalent substituent, and preferably has a total of 6 to 30 carbon atoms, more preferably 6 to 18 carbon atoms. Specific examples include a benzenesulfonyl group and a toluenesulfonyl group.

[0059] R １７ ~R １９ The sulfamoyl group that can be taken as the ２ NH ２ ), and also sulfamoyl groups substituted with aliphatic groups, aryl groups, etc. １７ ~R １９ The sulfamoyl group which can be taken as may further have a monovalent substituent, and preferably has a total of 0 to 30 carbon atoms, more preferably 0 to 16 carbon atoms. Specific examples include an unsubstituted sulfamoyl group, a dimethylsulfamoyl group, and a di-(2-hydroxyethyl)sulfamoyl group.

[0060] R １７ and R １８ The imido group may further have a monovalent substituent, and is preferably a 5- or 6-membered ring imido group. The imido group preferably has a total of 4 to 30 carbon atoms, more preferably 4 to 20 carbon atoms. Specific examples include a succinimide group and a phthalimide group.

[0061] R １７ and R １８ The aliphatic groups in the aliphatic oxy group, aliphatic amino group, aliphatic oxycarbonylamino group, aliphatic sulfonylamino group and aliphatic thio group that can be taken as R １７ ~R １９ The description of the aliphatic groups that can be taken as R １７ and R １８ The aryl group in the aryloxy group, arylamino group, aryloxycarbonylamino group, arylsulfonylamino group and arylthio group that can be taken as R １７ ~R １９ The description of the aryl group that can be taken as R can be applied.１７ and R １８ The acyl group in the acyloxy group and acylamino group that can be taken as R １７ ~R １９ The description of the acyl group that can be taken as R １７ and R １８ The carbamoyl group in the carbamoyloxy group and carbamoylamino group that can be taken as R １７ ~R １９ The description of the carbamoyl group that can be taken as R １７ and R １８ The heterocyclic group in the heterocyclic oxy group, heterocyclic amino group and heterocyclic thio group that can be taken as R １７ ~R １９ The description of the heterocyclic group that can be taken as R can be applied. １７ and R １８ The sulfamoyl group in the sulfamoylamino group that can be taken as R １７ ~R １９ The description of the sulfamoyl group that can be taken as the above can be applied.

[0062] The diazo component residue represented by Q is the diazo component "Q-NH ２ " means that the residue "Q" of the diazo component "Q-NH ２ " obtained from the diazonium ion "Q-N ＋ An azo dye represented by the above general formula (ii) can be obtained by a diazo coupling reaction using "≡N". In particular, from the viewpoint of the target color reproducibility, Q is preferably an aryl group or an aromatic heterocyclic group. The aromatic hydrocarbon ring constituting the aryl group that can be taken as Q may be a monocyclic or fused ring, and is preferably a monocyclic ring. An aryl group having a total of 6 to 30 carbon atoms is preferred, and an aryl group having a total of 6 to 16 carbon atoms is more preferred. Specifically, a phenyl group is preferred. The aryl group that can be taken as Q may have a substituent, and preferred examples of the substituent that may be taken as Q include a sulfamoyl group (preferably an alkylsulfamoyl group or a dialkylsulfamoyl group), a sulfonyl group (preferably an alkylsulfonyl group), and a cyano group.

[0063] The aromatic heterocyclic group that can be taken as Q is an aromatic ring group containing at least one heteroatom such as a nitrogen atom, a sulfur atom, or an oxygen atom as a ring-constituting atom constituting the heterocyclic group, and is preferably constituted by a 5- or 6-membered ring. The total number of carbon atoms in the aromatic heterocyclic group is preferably 1 to 25, and more preferably 1 to 15. The aromatic heterocycle constituting the aromatic heterocyclic group may be a monocycle or a fused ring, and is preferably a monocycle. Specific examples of the aromatic heterocyclic group include a pyrazole group, a 1,2,4-triazole group, an isothiazole group, a benzisothiazole group, a thiazole group, a benzothiazole group, an oxazole group, and a 1,2,4-thiadiazole group.

[0064] Examples of the azo dye represented by the general formula (ii) include the following exemplary compounds (B-12) to (B-16), (B-18), and (B-19), although the present invention is not limited to these.

[0065]

[0066] (Synthesis Method) The azo dye represented by the above general formula (i) and the azo dye represented by the general formula (ii) can be produced by a conventional method. For example, the azo dye represented by the above general formula (i) can be obtained by azo coupling of an amino-substituted isothiazole derivative and an amide-substituted aniline derivative as shown below. For example, the amino-substituted isothiazole derivative can be synthesized by the method described in JP-A-2009-132639. Furthermore, the amide-substituted aniline derivative can be synthesized by the method described in Journal of Materials Chemistry, 2006, Vol. 16, No. 4, pp. 345-347. The conditions for azo coupling can be determined by reference to the conditions described in JP-A-2008-88198, for example. In this synthesis method using azo coupling, a desired azo dye can be obtained by appropriately adjusting the raw materials in accordance with the chemical structures of the target azo dye represented by the general formula (i) and the azo dye represented by the general formula (ii).

[0067]

[0068] The total content of the dyes in the composition and light-absorbing filter of the present invention is preferably 0.10 to 50% by mass, more preferably 0.15 to 40% by mass, even more preferably 0.20 to 30% by mass, particularly preferably 0.25 to 15% by mass, and especially preferably 0.30 to 10% by mass, from the viewpoint of obtaining good light absorption properties such as antireflection effect.

[0069] The content of the azo dye represented by the general formula (i) in the composition and light-absorbing filter of the present invention is preferably 0.01 to 30% by mass, more preferably 0.1 to 10% by mass, and even more preferably 0.5 to 7.5% by mass. When the composition and light-absorbing filter of the present invention contain the azo dye represented by the general formula (ii), the content of the azo dye represented by the general formula (ii) in the composition and light-absorbing filter of the present invention is preferably 0.01 to 30% by mass, more preferably 0.1 to 10% by mass, and even more preferably 0.5 to 7.5% by mass. In the composition and light-absorbing filter of the present invention, all of the dyes may be azo dyes represented by the general formula (i), or azo dyes represented by the general formula (i) and azo dyes represented by the general formula (ii) may be combined.

[0070] <Compound that generates radicals upon irradiation with ultraviolet light> The composition and light-absorbing filter of the present invention contain a compound that generates radicals upon irradiation with ultraviolet light (also simply referred to as a "radical generator" in the present invention.) The radical generator is not particularly limited as long as it is a compound that generates radicals upon irradiation with ultraviolet light and has the function of decolorizing the dye. For example, a photoradical generator that may be used in combination with compound B described below can be used as the radical generator.

[0071] The radical generator is preferably a combination of two or more compounds, and a combination in which two or more compounds interact with each other, such as by complex formation, in the composition and the light-absorbing filter to generate radicals upon UV irradiation is also preferred. The types of compounds to be combined may be two or more compounds that exhibit different functions in the mechanism of generating radicals upon UV irradiation, and two types are preferred. A preferred example of such a combination is a combination of a compound A having an acid group and a compound B having a structure capable of forming a hydrogen bond with the acid group contained in compound A. When the composition and light-absorbing filter of the present invention contain a compound A having an acid group and a compound B having a structure capable of forming a hydrogen bond with the acid group contained in compound A, the efficiency of generating radical species upon UV irradiation is improved compared to when the photoradical generator is used. Therefore, even when UV irradiation is performed under mild temperature conditions, such as around room temperature, sufficient radical species are generated, and these radical species react directly or indirectly with the dye, causing the dye to decompose, resulting in fading and decolorization of the dye. In particular, the azo dye represented by the above-mentioned general formula (i) contained in the composition and light-absorbing filter of the present invention is decolorized with almost no secondary absorption due to decomposition of the dye. Compound A having an acid group and compound B having a structure capable of forming a hydrogen bond with the acid group contained in compound A will be described in detail below.

[0072] (1) Compound A Having an Acid Group The composition and light-absorbing filter of the present invention preferably contain, as the radical generator, Compound A having an acid group (also simply referred to as "Compound A" in the present invention), together with Compound B having a structure capable of forming a hydrogen bond with the acid group contained in Compound A, which will be described later. The acid group contained in Compound A is preferably a proton-dissociating group having a pKa of 12 or less. Specific examples of the acid group include a carboxy group, a sulfonamide group, and a phosphonic acid group (-P(=O)(OH) ２ ), phosphate group (-OP(=O)(OH) ２), sulfo group, phenolic hydroxyl group, sulfonylimide group, etc., with a carboxy group being preferred. Note that pKa refers to the negative common logarithm (-logKa) of the acid dissociation constant (Ka) in water at 25°C, and can be calculated in the same manner as in the pKa of Compound B described below, except that the 50 / 50 (volume ratio) water / methanol mixed solvent is replaced with water. Compound A may be a low molecular weight compound or a high molecular weight compound (hereinafter also referred to as a "polymer"), and is preferably a polymer. Compound A being a polymer means that compound A is chemically bonded to a polymer constituting the resin contained in the composition and light-absorbing filter of the present invention. When compound A is a low molecular weight compound, the molecular weight of compound A is less than 5,000, preferably 2,000 or less, more preferably 1,000 or less, even more preferably 500 or less, and particularly preferably 400 or less. There is no particular restriction on the lower limit, but a value of 100 or more is practical, and 200 or more is preferred. That is, a molecular weight of 100 or more but less than 5,000 is practical, with 200 to 2,000 being preferred, 200 to 1,000 being more preferred, 200 to 500 being even more preferred, and 200 to 400 being particularly preferred. When compound A is a polymer, the lower limit of the weight-average molecular weight of compound A is 5,000 or more, and from the viewpoint of the physical properties of the optical filter, 10,000 or more is preferred, and 15,000 or more is more preferred. The upper limit is not particularly limited, but from the viewpoint of solubility in solvents, 500,000 or less is preferred, 200,000 or less is more preferred, and 150,000 or less is even more preferred. That is, a molecular weight of 5,000 to 500,000 is practical and preferred, 10,000 to 200,000 is more preferred, and 15,000 to 150,000 is more preferred.

[0073] Furthermore, some or all of the acid groups contained in compound A may or may not be anionized in the composition and the light-absorbing filter, and in the present invention, both anionized and non-anionized acid groups are referred to as acid groups. In other words, compound A may or may not be anionized in the light-absorbing filter.

[0074] From the viewpoint of excellent film-forming properties of the light-absorbing filter, the compound A is preferably a compound having a carboxy group. The compound having a carboxy group is preferably a monomer containing a carboxy group (hereinafter also referred to as a "carboxy group-containing monomer") or a polymer containing a carboxy group (hereinafter also referred to as a "carboxy group-containing polymer"), and from the viewpoint of film-forming properties of the light-absorbing filter, it is more preferably a carboxy group-containing polymer.

[0075] In addition, a part or all of the carboxy groups (—COOH) possessed by the carboxy group-containing monomer and the carboxy group-containing polymer may be anionized or not in the composition and the light-absorbing filter of the present invention, and the anionized carboxy groups (—COOH － In other words, the carboxy group-containing polymer may be anionized or not in the composition and light-absorbing filter of the present invention, and the carboxy group-containing polymer refers to both anionized and not anionized carboxy group-containing polymers.

[0076] The content of compound A in the composition and light-absorbing filter of the present invention is preferably 1% by mass or more, more preferably 25% by mass or more, even more preferably 30% by mass or more, particularly preferably 45% by mass or more, and especially preferably 50% by mass or more. The upper limit of the content of compound A is preferably less than 100% by mass, more preferably 99% by mass or less, and even more preferably 97% by mass or less. That is, it is preferably 1% by mass or more but less than 100% by mass, more preferably 25 to 99% by mass, even more preferably 30 to 97% by mass, particularly preferably 45 to 97% by mass, and especially preferably 50 to 97% by mass. In particular, when compound A is a polymer, the content of compound A in the composition and light-absorbing filter of the present invention is preferably 50% by mass or more but less than 100% by mass, more preferably 60% by mass or more but less than 100% by mass, and even more preferably 70% by mass or more but less than 100% by mass. The upper limit is preferably 99% by mass or less, more preferably 97% by mass or less, even more preferably 95% by mass or less, and particularly preferably 90% by mass or less. Compound A may be used alone or in combination of two or more types.

[0077] (Carboxy Group-Containing Monomer) Examples of the carboxy group-containing monomer include polymerizable compounds containing a carboxy group and one or more (e.g., 1 to 15) ethylenically unsaturated groups. Examples of the ethylenically unsaturated group include a (meth)acryloyl group, a vinyl group, and a styryl group, with a (meth)acryloyl group being preferred. When the ethylenically unsaturated group is a (meth)acryloyl group, the carbonyl bond in the (meth)acryloyl group and the carbonyl bond in the carboxy group may share one carbonyl bond. From the viewpoint of superior film-forming properties, the carboxy group-containing monomer is preferably a bifunctional or higher functional monomer containing a carboxy group. Note that a bifunctional or higher functional monomer refers to a polymerizable compound having two or more (e.g., 2 to 15) ethylenically unsaturated groups in one molecule. The number of carboxy groups contained in the carboxy group-containing monomer may be one or more, for example, preferably 1 to 8, more preferably 1 to 4, and even more preferably 1 to 2. The carboxyl group-containing monomer may further have an acid group other than a carboxyl group, such as a phenolic hydroxyl group, a phosphoric acid group, or a sulfonic acid group.

[0078] The difunctional or higher functional monomer containing a carboxy group is not particularly limited and can be appropriately selected from known compounds. Examples of the difunctional or higher functional monomer containing a carboxy group include trade names Aronix M-520 and Aronix M-510 (both manufactured by Toagosei Co., Ltd.).

[0079] Examples of difunctional or higher functional monomers containing a carboxy group include trifunctional to tetrafunctional polymerizable compounds having a carboxy group (compounds having a carboxy group introduced into a pentaerythritol triacrylate and pentaerythritol tetraacrylate [PETA] skeleton (acid value = 80 to 120 mg KOH / g)), and pentafunctional to hexafunctional polymerizable compounds having a carboxy group (compounds having a carboxy group introduced into a dipentaerythritol pentaacrylate and dipentaerythritol hexaacrylate [DPHA] skeleton (acid value = 25 to 70 mg KOH / g)). When using the above-mentioned trifunctional or higher functional monomers containing a carboxy group, it is also preferable to use a difunctional or higher functional monomer containing a carboxy group in combination, from the viewpoint of better film-forming properties.

[0080] Examples of the difunctional or higher functional monomer containing a carboxy group and the difunctional or higher functional monomer containing an acid group include the polymerizable compounds having an acid group described in paragraphs 0025 to 0030 of JP-A No. 2004-239942, the contents of which are incorporated herein by reference.

[0081] (Carboxy group-containing polymer) The carboxy group-containing polymer may further have an acid group other than a carboxy group as the acid group. Examples of the acid group other than a carboxy group include a phenolic hydroxyl group, a phosphoric acid group, and a sulfonic acid group. When the carboxy group-containing polymer is a copolymer, the polymer structure may be a random polymer or a regular polymer such as a block polymer.

[0082] <<Constituent Unit Having Carboxy Group>> The carboxyl group-containing polymer preferably has a constituent unit having a carboxyl group. Examples of the constituent unit having a carboxyl group include constituent units derived from (meth)acrylic acid, crotonic acid, itaconic acid, maleic acid, or fumaric acid. Among these, constituent units derived from (meth)acrylic acid are preferred because of their excellent decolorization properties.

[0083] The content of the structural unit having a carboxy group in the carboxy group-containing polymer is preferably 1 to 100 mol %, more preferably 3 to 65 mol %, even more preferably 5 to 45 mol %, and particularly preferably 10 to 45 mol %, when the total of all structural units of the carboxy group-containing polymer is 100 mol %. The structural unit having a carboxy group may be used alone or in combination of two or more types.

[0084] <Constituent Unit Having Aromatic Ring> In addition to the above-mentioned constituent units, the carboxyl group-containing polymer also preferably has a constituent unit having an aromatic ring (preferably an aromatic hydrocarbon ring). For example, a constituent unit derived from a (meth)acrylate having an aromatic ring (specifically, benzyl (meth)acrylate, phenethyl (meth)acrylate, phenoxyethyl (meth)acrylate, etc.) can be mentioned.

[0085] The content of the aromatic ring-containing structural unit in the carboxy group-containing polymer is preferably 0 to 97 mol %, more preferably 0 to 95 mol %, and even more preferably 0 to 90 mol %, when the total of all structural units in the carboxy group-containing polymer is taken as 100 mol %. The aromatic ring-containing structural unit may be used alone or in combination of two or more types.

[0086] <Constituent Unit Having Alicyclic Structure> In addition to the above-mentioned constituent units, the carboxy group-containing polymer also preferably has a constituent unit having an alicyclic structure. Examples of the alicyclic structure include tricyclo[5.2.1.0 ２，６ ] decane ring structure (also called tetrahydrodicyclopentadiene. The monovalent group is dicyclopentanyl), tricyclo[5.2.1.0 ２，６] decan-3-ene ring structure (also called 5,6-dihydrodicyclopentadiene; the monovalent group is dicyclopentenyl), isobornane ring structure (the monovalent group is isobornyl), adamantane ring structure (the monovalent group is adamantyl), and cyclohexane ring structure (the monovalent group is cyclohexyl). Examples of structural units having an alicyclic structure include structural units derived from (meth)acrylates having an alicyclic structure (specifically, dicyclopentanyl (meth)acrylate, dicyclopentenyl (meth)acrylate, isobornyl (meth)acrylate, adamantyl (meth)acrylate, cyclohexyl (meth)acrylate, etc.).

[0087] The content of the structural unit having an alicyclic structure in the carboxy group-containing polymer is preferably 0 to 97 mol %, more preferably 0 to 95 mol %, and even more preferably 0 to 90 mol %, when the total of all structural units of the carboxy group-containing polymer is taken as 100 mol %. The structural unit having an alicyclic structure may be used alone, or two or more types may be used in combination.

[0088] <Other Structural Units> The carboxyl group-containing polymer may have other structural units in addition to the structural units described above. Examples of such other structural units include structural units derived from methyl (meth)acrylate. The content of the other structural units in the carboxyl group-containing polymer is preferably 0 to 70 mol%, more preferably 0 to 50 mol%, and even more preferably 0 to 20 mol%, when the total of all structural units in the carboxyl group-containing polymer is taken as 100 mol%. The other structural units may be used alone or in combination of two or more.

[0089] (2) Compound B The composition and light-absorbing filter of the present invention preferably contain, as the radical generator, compound B (also referred to simply as "compound B" in the present invention) having a structure capable of forming a hydrogen bond with the acid group contained in compound A, together with compound A described above. Compound B is preferably a compound having a structure whose basicity increases when it absorbs ultraviolet light and enters an excited state. The increased basicity of compound B in the excited state allows the acid group contained in compound A to form a complex with compound B in which it interacts more strongly, thereby increasing the efficiency of radical generation. The structure of compound B capable of forming a hydrogen bond with the acid group contained in compound A may be the entire structure of compound B or a partial structure constituting a part of compound B. Compound B may be a polymer compound (meaning a compound with a molecular weight of 5,000 or more) or a low molecular weight compound (meaning a compound with a molecular weight of less than 5,000), and is preferably a low molecular weight compound. The molecular weight of compound B, which is a low molecular weight compound, is less than 5,000, preferably less than 1,000, more preferably 500 or less, and even more preferably 350 or less. Although there is no particular restriction on the lower limit, it is preferably at least 65, more preferably at least 75. A preferred range of the molecular weight of compound B, which is a low molecular weight compound, is, for example, 65 to 500, more preferably 75 to 350.

[0090] Compound B is preferably an aromatic compound because it has a large molar extinction coefficient with respect to ultraviolet light. Here, an aromatic compound is a compound having one or more aromatic rings. Compound B may contain only one aromatic ring, or multiple aromatic rings. When multiple aromatic rings are present, for example, the aromatic rings may be present in a side chain of a polymer constituting the resin. The aromatic ring may be either an aromatic hydrocarbon ring or an aromatic heterocycle. In the case of an aromatic heterocycle (also referred to as a heteroaromatic ring), the compound has one or more (e.g., 1 to 4) heteroatoms (at least one of nitrogen atom, oxygen atom, sulfur atom, etc.) as ring-membering atoms (ring-constituting atoms), and preferably has one or more (e.g., 1 to 4) nitrogen atoms as ring-membering atoms. Note that unsubstituted aromatic hydrocarbons do not have a structure capable of forming hydrogen bonds with the acid groups contained in compound A, and therefore do not have the function of generating radicals upon ultraviolet irradiation, and therefore do not fall under compound B. Furthermore, the unsubstituted aromatic hydrocarbon ring in the form in which the unsubstituted aromatic hydrocarbon ring is bonded to the side chain of the polymer constituting the resin does not have a structure capable of forming a hydrogen bond with the acid group contained in compound A, and therefore does not have the function of generating radicals upon ultraviolet irradiation, and does not correspond to compound B. The number of ring-member atoms of the aromatic ring is preferably 5 to 15.

[0091] Examples of the aromatic ring include monocyclic aromatic rings such as a pyridine ring, a pyrazine ring, a pyrimidine ring, and a triazine ring; aromatic rings fused with two rings such as a quinoline ring, an isoquinoline ring, a quinoxaline ring, and a quinazoline ring; and aromatic rings fused with three rings such as an acridine ring, a phenanthridine ring, a phenanthroline ring, and a phenazine ring.

[0092] The aromatic ring may have one or more (e.g., 1 to 5) substituents, and examples of the substituents include an alkyl group, an aryl group, a halogen atom, an acyl group, an alkoxycarbonyl group, an arylcarbonyl group, a carbamoyl group, a hydroxy group, a cyano group, and a nitro group. Furthermore, when the aromatic ring has two or more substituents, the multiple substituents may be bonded to each other to form a non-aromatic ring. Note that when multiple aromatic rings (e.g., 2 to 5 aromatic rings) form a series of aromatic ring structures bonded by a structure selected from single bonds, carbonyl bonds, and multiple bonds (e.g., an optionally substituted vinylene group, -C≡C-, -N=N-, etc.), the entire series of aromatic ring structures is considered to be one specific structure. Furthermore, it is preferable that one or more of the multiple aromatic rings constituting the series of aromatic ring structures be the heteroaromatic ring.

[0093] Specific examples of compound B include monocyclic aromatic compounds such as pyridine compounds (pyridine and pyridine derivatives), pyrazine compounds (pyrazine and pyrazine derivatives), pyrimidine compounds (pyrimidine and pyrimidine derivatives), and triazine compounds (triazine and triazine derivatives); compounds in which two rings are fused to form an aromatic ring, such as quinoline compounds (quinoline and quinoline derivatives), isoquinoline compounds (isoquinoline and isoquinoline derivatives), quinoxaline compounds (quinoxaline and quinoxaline derivatives), and quinazoline compounds (quinazoline and quinazoline derivatives); and compounds in which three or more rings are fused to form an aromatic ring, such as acridine compounds (acridine and acridine derivatives), phenanthridine compounds (phenanthridine and phenanthridine derivatives), phenanthroline compounds (phenanthroline and phenanthroline derivatives), and phenazine compounds (phenazine and phenazine derivatives). In these specific examples of compound B, the term "compound" is used to mean not only the compound itself, but also compounds having a substituent (referred to as "derivatives"), including unsubstituted compounds whose structure has been partially modified to the extent that the effects of the present invention are not impaired. It is believed that these compounds B form complexes with the aforementioned compound A, and generate two radical molecules through the following mechanism when irradiated with ultraviolet light: 1) Compound B in an excited state is generated by absorbing ultraviolet light. 2) A hole moves from excited compound B to compound A in the ground state (an electron from compound A moves to the lower-energy orbital of the two half-occupied orbitals of excited compound B). 3) A proton moves from compound A to compound B, generating a radical in which a hydrogen radical is added to compound B and a radical in which a hydrogen radical is released from compound A. When compound A is a compound having a carboxy group, the following reaction further occurs, generating a radical by photodecarboxylation: 4) Carbon dioxide is released from the radical resulting from the release of a hydrogen radical from compound A.

[0094] Among these, compound B is preferably one or more of quinoline compounds (quinoline and quinoline derivatives) and isoquinoline compounds (isoquinoline and isoquinoline derivatives). Preferred substituents that these compounds may have are alkyl groups, aryl groups, halogen atoms, acyl groups, alkoxycarbonyl groups, arylcarbonyl groups, carbamoyl groups, hydroxy groups, cyano groups, and nitro groups.

[0095] When compound B is a polymer, the specific structure may be bonded to the polymer main chain via a single bond or a linking group. Compound B, which is a polymer, can be obtained, for example, by polymerizing a monomer having a heteroaromatic ring (specifically, a heteroaromatic ring having a vinyl group and / or a (meth)acrylate monomer having a specific structure (preferably a heteroaromatic ring)). If necessary, compound B may be copolymerized with other monomers.

[0096] Specific examples of compound B include quinoline, 2-methylquinoline, 4-methylquinoline, 2,4-dimethylquinoline, 2-methyl-4-phenylquinoline, isoquinoline, 1-methylisoquinoline, 3-methylisoquinoline, and 1-phenylisoquinoline.

[0097] From the viewpoint of achieving both the decolorization property of the UV-irradiated portion and the durability of the dye in the UV-unirradiated portion, the content of compound B is preferably 0.1 to 50 mass%, more preferably 2.0 to 40 mass%, even more preferably 4 to 35 mass%, and particularly preferably 8 to 30 mass%, relative to the total mass of the composition and light-absorbing filter of the present invention. Furthermore, from the viewpoint of achieving both the decolorization property of the UV-irradiated portion and the durability of the dye in the UV-unirradiated portion, the pKaH (pKa of the conjugate acid), which is a measure of the basicity of compound B, is preferably 2.0 to 7.0, more preferably 3.0 to 6.0, and even more preferably 4.3 to 5.5. In the present invention, pKa refers to the negative common logarithm (-logKa) of the acid dissociation constant (Ka) in a mixed solvent of water / methanol = 50 / 50 (volume ratio) at 25°C. The pKa can be calculated by adding 0.01 mol / L of aqueous sodium hydroxide solution dropwise to a 50 / 50 (volume ratio) water / methanol mixed solution of a measurement sample (conjugate acid of compound B) and reading the amount of aqueous sodium hydroxide added dropwise up to the half-equivalent point. Compound B may be used singly or in combination of two or more types.

[0098] The composition and light-absorbing filter of the present invention may contain, in addition to Compound B, a compound that generates radicals upon irradiation with ultraviolet light (also referred to as a "photoradical generator" in the present invention). The photoradical generator is not particularly limited as long as it is a compound that generates radicals upon irradiation with ultraviolet light and has the function of decolorizing the dye. The radical generated may be a biradical in addition to a normal radical. As the photoradical generator, compounds commonly used as photoradical polymerization initiators or photoradical generators can be used without particular limitation, and examples thereof include acetophenone generators, benzoin generators, benzophenone generators, phosphine oxide generators, oxime generators, ketal generators, anthraquinone generators, thioxanthone generators, azo compound generators, peroxide generators, disulfide generators, lophine dimer generators, onium salt generators, borate salt generators, active ester generators, active halogen generators, inorganic complex generators, and coumarin generators. Note that the "XX generator" in the specific examples of the photoradical generators may be referred to as "XX compound" or "XX type", etc., and will hereinafter be referred to as "XX compound". Specific examples, preferred forms, commercially available products, etc. of photoradical generators are described in paragraphs

[0133] to

[0151] of JP 2009-098658 A as specific examples, preferred forms, commercially available products, etc. of photoradical initiators, and these can also be suitably used in the present invention.

[0099] The photoradical generator is preferably a compound that generates radicals by intramolecular cleavage, or a compound that generates radicals by abstracting a hydrogen atom from a nearby compound. From the viewpoint of further improving the decolorization rate, a compound that generates radicals by abstracting a hydrogen atom from a nearby compound is more preferable. The compound that generates radicals by intramolecular cleavage (hereinafter also referred to as "intramolecular cleavage-type photoradical generator") refers to a compound that generates radicals by homolytic bond cleavage of a compound that absorbs light. Examples of intramolecular cleavage-type photoradical generators include acetophenone compounds, benzoin compounds, phosphine oxide compounds, oxime compounds, ketal compounds, azo compounds, peroxide compounds, disulfide compounds, onium salt compounds, borate salt compounds, active ester compounds, active halogen compounds, inorganic complex compounds, and coumarin compounds. Among these, carbonyl compounds such as acetophenone compounds, benzoin compounds, or phosphine oxide compounds are preferred. The Norrish type I reaction is known as a photodecomposition reaction of intramolecular cleavage-type carbonyl compounds, and this reaction can be used as a reference for the radical generation mechanism.

[0100] The compound that generates radicals by abstracting hydrogen atoms from nearby compounds (hereinafter also referred to as "hydrogen abstraction photoradical generators") refers to a compound in which a carbonyl compound in an excited triplet state obtained by light absorption abstracts hydrogen atoms from nearby compounds, thereby generating radicals. Known examples of hydrogen abstraction photoradical generators include carbonyl compounds, such as benzophenone compounds, anthraquinone compounds, and thioxanthone compounds. The Norrish II reaction is known as a photodecomposition reaction of hydrogen abstraction carbonyl compounds, and this reaction can be used to explain the radical generation mechanism. Examples of nearby compounds include various components present in the composition of the present invention and the light-absorbing filter, such as resins, dyes, and radical generators. Nearby compounds become compounds containing radicals by abstracting hydrogen atoms. Dyes that have had hydrogen atoms abstracted by a hydrogen abstraction photoradical generator become active compounds containing radicals. Therefore, reactions such as decomposition of the dye containing these radicals can also cause fading or discoloration of the dye. Furthermore, when a hydrogen abstraction photoradical generator abstracts a hydrogen atom within a molecule, a biradical is generated. As the hydrogen abstraction type photoradical generator, a benzophenone compound is preferred from the viewpoint of the quantum yield of the hydrogen abstraction reaction.

[0101] Various examples of photoradical generators are described in "Latest UV Curing Technology," published by Technical Information Association, Inc., 1991, p. 159, and "Ultraviolet Curing System," by Kiyomi Kato, published by the General Technology Center, 1989, pp. 65-148, and these can also be suitably used in the present invention.

[0102] In the photoradical generator, the maximum absorption wavelength of the ultraviolet light to be absorbed is preferably in the range of 250 to 400 nm, more preferably in the range of 240 to 400 nm, and even more preferably in the range of 270 to 400 nm. When the photoradical generator is a benzophenone compound, the maximum absorption wavelength of the ultraviolet light to be absorbed is in the range of n-π ＊The wavelength of the absorption maximum attributable to the transition is preferably in the range of 260 to 400 nm, more preferably in the range of 285 to 345 nm. ＊ The wavelength of the absorption maximum attributable to is preferably in the range of 240 to 380 nm, more preferably in the range of 270 to 330 nm. By setting the absorption maximum wavelength within the above range, the compound can effectively absorb light from a light source such as a metal halide lamp used during exposure, while being less likely to absorb ultraviolet light entering from the outside when incorporated into a display device, thereby achieving both light resistance in the unexposed area and decolorization in the exposed area. Among benzophenone compounds, examples of photoradical generators having absorption in the longer wavelength region include alkoxybenzophenone compounds.

[0103] The maximum absorption wavelength of ultraviolet light absorbed by the photoradical generator and the main absorption wavelength band of the dye having a main absorption wavelength band in the wavelength range of 400 to 700 nm are usually preferably at least 30 nm apart, with no particular upper limit.

[0104] Commercially available photocleavage type photoradical generators include, by trade name, "Irgacure 651," "Irgacure 184," "Irgacure 819," "Irgacure 907," "Irgacure 1870" (CGI-403 / Irgacure 184 = 7 / 3 mixed initiator), "Irgacure 500," "Irgacure 369," "Irgacure 1173," "Irgacure 2959," "Irgacure 4265," "Irgacure 4263," "Irgacure 127," and "OXE01," all of which are manufactured by BASF (formerly Chiba Specialty Chemicals). Examples include "Kayacure DETX-S," "Kayacure BP-100," "Kayacure BDMK," "Kayacure CTX," "Kayacure BMS," "Kayacure 2-EAQ," "Kayacure ABQ," "Kayacure CPTX," "Kayacure EPD," "Kayacure ITX," "Kayacure QTX," "Kayacure BTC," and "Kayacure MCA," all manufactured by Kayaku Co., Ltd., and also "Esacure (KIP100F, KB1, EB3, BP, X33, KTO46, KT37, KIP150, or TZT)" manufactured by Sartomer Co., Ltd. Combinations of two or more of these are also preferred examples.

[0105] When the composition and the light-absorbing filter of the present invention contain a photoradical generator, the content of the photoradical generator in the composition and the light-absorbing filter of the present invention is preferably 0.01 to 30 mass %, and more preferably 0.1 to 20 mass %.

[0106] The amount of radical generator in the composition and light-absorbing filter of the present invention is preferably 0.1 to 20 mol per mol of dye, from the viewpoint of further improving the decolorization rate. The lower limit is more preferably 0.25 mol or more, and even more preferably 0.50 mol or more. The upper limit is more preferably 17.5 mol or less, and even more preferably 15 mol or less. The amount of radical generator referred to here means the amount of the above-mentioned photoradical generator or the amount of compound B, and does not include the amount of compound A. The composition and light-absorbing filter of the present invention may contain one type of radical generator, or two or more types of radical generators.

[0107] <Resin> The resin (hereinafter also referred to as "matrix resin") contained in the composition and light-absorbing filter of the present invention is not particularly limited, as long as it can disperse (preferably dissolve) the dye, can exert the dye decolorizing action by radicals generated from a compound that generates radicals upon ultraviolet irradiation (preferably compound B that is hydrogen-bonded with an acid group contained in compound A), and has the desired light transmittance (a light transmittance of 80% or more is preferred in the visible region of a wavelength of 400 to 800 nm).

[0108] Various polymers can be used as the polymer constituting the resin, but from the viewpoint of preventing the molecular weight of the resin from decreasing due to ultraviolet irradiation, polymers having an aromatic ring or alicyclic structure in the side chain are preferred, and (meth)acrylic polymers containing structural units having an aromatic ring or alicyclic structure are more preferred. Among them, from the viewpoint of further improving the decolorization rate and further improving heat resistance and light resistance, (meth)acrylic polymers containing structural units having an alicyclic structure are even more preferred. Here, (meth)acrylic polymer refers to a polymer containing at least one structural unit derived from (meth)acrylic acid and a structural unit derived from a (meth)acrylic acid ester. Note that when the polymer contains a structural unit derived from (meth)acrylic acid, the structural unit derived from (meth)acrylic acid becomes a structural unit having a carboxy group as the acid group in the above-mentioned compound A, and corresponds to the above-mentioned polymer in which the above-mentioned compound A is chemically bonded to the polymer constituting the resin. Furthermore, in the present disclosure, the "main chain" refers to the relatively longest bonded chain in the molecule of the polymer compound, and the "side chain" refers to an atomic group branched from the main chain.

[0109] Examples of monomers that derive structural units having an aromatic ring include benzyl acrylate, benzyl methacrylate, naphthyl acrylate, naphthyl methacrylate, naphthyl methyl acrylate, naphthyl methyl methacrylate, etc. When the polymer does not contain a structural unit derived from (meth)acrylic acid, the content of the structural unit having an aromatic ring is preferably 5 to 100% by mass, more preferably 10 to 100% by mass, and even more preferably 20 to 100% by mass, relative to the total mass of the polymer.

[0110] Examples of monomers that derive a structural unit having an alicyclic structure include dicyclopentanyl (meth)acrylate, cyclohexyl (meth)acrylate, isobornyl (meth)acrylate, etc. When the polymer contains a structural unit having an alicyclic structure, the content of the structural unit having an alicyclic structure is preferably 1 to 90 mass%, more preferably 5 to 90 mass%, and even more preferably 5 to 80 mass%, relative to the total mass of the polymer.

[0111] Furthermore, in the composition and light-absorbing filter of the present invention, the polymer constituting the resin may contain a structural unit bonded to a compound A having an acid group. The structural unit bonded to a compound A having an acid group is preferably a structural unit derived from (meth)acrylic acid. The content of the structural unit derived from (meth)acrylic acid is preferably 1 to 70 mass% and more preferably 1 to 60 mass% relative to the total mass of the polymer. More preferably, the description of the content of the structural unit having a carboxy group in the carboxy group-containing polymer of compound A described above applies. When the polymer constituting the resin contains a structural unit bonded to a compound A having an acid group, the content of the structural unit having an aromatic ring, and the content of the structural unit having an alicyclic structure in the carboxy group-containing polymer of compound A described above apply to the content of the structural unit bonded to a compound A having an acid group, the content of the structural unit having an aromatic ring, and the content of the structural unit having an alicyclic structure.

[0112] The polymer constituting the resin may contain a structural unit having an alkyl group having 1 to 14 carbon atoms from the viewpoint of adjusting the glass transition temperature, etc. Examples of structural units having an alkyl group having 1 to 14 carbon atoms include structural units derived from alkyl (meth)acrylates such as methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, t-butyl (meth)acrylate, sec-butyl (meth)acrylate, pentyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, 2-ethylbutyl (meth)acrylate, n-octyl (meth)acrylate, isooctyl (meth)acrylate, isononyl (meth)acrylate, lauryl (meth)acrylate, and tetradecyl (meth)acrylate. In the present invention, structural units having an alkyl group having 1 to 14 carbon atoms may be used alone, or two or more types may be used in combination. The content of the structural unit having an alkyl group having 1 to 14 carbon atoms is preferably 0 to 95% by mass relative to the total mass of the polymers constituting the resin.

[0113] The weight average molecular weight (Mw) of the polymer constituting the resin is preferably 10,000 or more, more preferably 10,000 to 200,000, and even more preferably 15,000 to 150,000.

[0114] <Other Components> The composition and light-absorbing filter of the present invention may contain, in addition to the dye containing at least the azo dye represented by the above-mentioned general formula (i), the above-mentioned compound that generates radicals upon irradiation with ultraviolet light, and the above-mentioned resin (matrix polymer), an anti-fading agent, a matting agent, a leveling agent (surfactant), and the like.

[0115] <Anti-fading Agent> In the composition and light-absorbing filter of the present invention, the anti-fading agent is preferably one that does not inhibit discoloration due to ultraviolet irradiation, and that has the effect of suppressing decomposition of the dye due to visible light.

[0116] As the anti-fading agent, a compound represented by the following general formula (IV) can be preferably used.

[0117]

[0118] In formula (IV), R １０ is an alkyl group, an alkenyl group, an aryl group, a heterocyclic group, or R １８ CO-, R １９ SO ２ - or R ２０ represents a group represented by NHCO-. １８ , R １９ and R ２０ R each independently represents an alkyl group, an alkenyl group, an aryl group, or a heterocyclic group. １１ and R １２ each independently represents a hydrogen atom, a halogen atom, an alkyl group, an alkenyl group, an alkoxy group, or an alkenyloxy group; R １３ , R １４ , R １５ , R １６ and R １７ each independently represents a hydrogen atom, an alkyl group, an alkenyl group, or an aryl group, provided that R １０ ~R ２０ The alkyl group in the formula (I) includes an aralkyl group.

[0119] The compound represented by the general formula (IV) is the same as the compound represented by the general formula (IV) described in

[0215] to

[0221] of WO 2021 / 221122. Therefore, for the description of each substituent in the general formula (IV) and specific examples of the compound represented by the general formula (IV), the description of

[0217] to

[0221] of WO 2021 / 221122 can be applied as is.

[0120] As the above-mentioned anti-fading agent, a compound represented by the following general formula [III] can also be preferably used.

[0121]

[0122] In general formula [III], R ３１ represents an aliphatic group or an aromatic group, and Y represents a group of non-metallic atoms necessary to form a 5- to 7-membered ring together with the nitrogen atom.

[0123] The compound represented by the general formula [III] is the same as the compound represented by the general formula [III] described in

[0223] to

[0227] of WO 2021 / 221122. Therefore, for the description of each substituent in the general formula [III], and specific examples of compounds represented by the general formula [III], the description of

[0225] to

[0227] of WO 2021 / 221122 can be applied as is. In addition to the above specific examples, specific examples of the compound represented by the general formula [III] include the exemplary compounds B-1 to B-65 described on pages 8 to 11 of JP-A-2-167543, and the exemplary compounds (1) to (120) described on pages 4 to 7 of JP-A-63-95439.

[0124] The content of the antifading agent in the composition and light-absorbing filter of the present invention is preferably 1 to 15 mass %, more preferably 5 to 15 mass %, even more preferably 5 to 12.5 mass %, and particularly preferably 10 to 12.5 mass %. By containing the antifading agent within the above preferred range, the light resistance of the dye (pigment) can be improved without causing side effects such as discoloration.

[0125] (Matting Agent) Fine particles may be added to the surface of the light-absorbing filter of the present invention to provide slipperiness and prevent blocking, within the range that does not impair the effects of the present invention. These fine particles include silica (silicon dioxide, SiO ) whose surface is coated with hydrophobic groups and which takes the form of secondary particles. ２ ) is preferably used. As the fine particles, fine particles such as titanium dioxide, aluminum oxide, zirconium oxide, calcium carbonate, talc, clay, calcined kaolin, calcined calcium silicate, hydrated calcium silicate, aluminum silicate, magnesium silicate, and calcium phosphate may be used together with or instead of silica. Examples of commercially available fine particles include R972 and NX90S (both manufactured by Nippon Aerosil Co., Ltd., trade names).

[0126] These fine particles function as a so-called matting agent, and by adding the fine particles, minute irregularities are formed on the surface of the light-absorbing filter of the present invention, and due to these irregularities, even when the light-absorbing filters of the present invention are overlapped with each other or with other films, etc., they do not stick to each other, and smoothness is ensured. When the light-absorbing filter of the present invention contains a matting agent as fine particles, the minute irregularities caused by the protrusions of the fine particles protruding from the filter surface are such that the number of protrusions of 30 nm or more in height is 10 or more. ４ pieces / mm ２ When the above amount is present, the effect of improving the slipperiness and blocking properties is particularly great.

[0127] It is particularly preferable to apply the matting agent (fine particles) to the surface layer in terms of improving blocking properties and slip properties. Methods for applying fine particles to the surface layer include multilayer casting and coating. The content of the matting agent in the composition and light-absorbing filter of the present invention is appropriately adjusted depending on the purpose. However, when the light-absorbing filter of the present invention is provided with a gas barrier layer described below, it is preferable to apply the above-mentioned matting agent fine particles to the surface of the light-absorbing filter that comes into contact with the gas barrier layer, within a range that does not impair the effects of the present invention.

[0128] (Leveling Agent) A leveling agent (surfactant) can be appropriately mixed into the composition and light-absorbing filter of the present invention. Commonly used compounds can be used as the leveling agent, and fluorine-containing surfactants are particularly preferred. Specific examples include the compounds described in paragraphs

[0028] to

[0056] of JP-A No. 2001-330725. Furthermore, as a commercially available product, the Megafac F (trade name) series manufactured by DIC Corporation can also be used. The content of the leveling agent in the composition and light-absorbing filter of the present invention is appropriately adjusted depending on the purpose.

[0129] In addition to the above components, the composition and light-absorbing filter of the present invention may contain a low-molecular-weight plasticizer, an oligomeric plasticizer, a retardation regulator, a deterioration inhibitor, a release promoter, an infrared absorber, an antioxidant, a filler, a compatibilizer, etc. Furthermore, the composition and light-absorbing filter of the present invention may contain a reaction accelerator or a reaction retarder described in paragraphs

[0020] and

[0021] of JP-A-09-286979.

[0130] <Method for manufacturing a light-absorbing filter> The light-absorbing filter of the present invention can be produced by a conventional method, such as a solution film-forming method, a melt extrusion method, or a method (coating method) of forming a coating layer on a substrate film (support film) by any method, and stretching can also be combined as appropriate. The light-absorbing filter of the present invention is preferably produced by a coating method. As the above-mentioned solution film-forming method and melt extrusion method, the descriptions of the solution film-forming method and melt extrusion method in

[0197] to

[0203] of WO 2021 / 132674 can be applied as is.

[0131] (Coating Method) In the coating method, a solution of the material of the light-absorbing filter is applied to a support film to form a coating layer. A release agent or the like may be applied in advance to the surface of the support film as needed to control adhesion to the coating layer. The coating layer can be used by laminating it to another member via an adhesive layer in a later step, and then peeling off the support film. Any adhesive can be used as the adhesive constituting the adhesive layer. The support film can be stretched as needed with the solution of the material of the light-absorbing filter applied to it or with the coating layer laminated on it.

[0132] The solvent used for the solution of the material of the light-absorbing filter can be appropriately selected from the viewpoints of being able to dissolve or disperse the material of the light-absorbing filter, being able to easily form a uniform surface in the coating step and drying step, being able to ensure liquid preservation properties, having an appropriate saturated vapor pressure, etc.

[0133] -Addition of dye (pigment) and radical generator- The timing of adding the dye containing at least the azo dye represented by the general formula (i) and the radical generator to the light-absorbing filter material is not particularly limited as long as they are added at the time of film formation. For example, they may be added at the time of synthesis of the matrix polymer, or they may be mixed with the light-absorbing filter material when preparing a coating solution for the light-absorbing filter material. Note that when the radical generator contains a combination of compound A and compound B, and compound A is bonded to the polymer that constitutes the resin, compound A is added when the polymer that constitutes the resin is added.

[0134] -Support Film- The support film used to form the light-absorbing filter of the present invention by a coating method or the like preferably has a film thickness of 5 to 100 μm, more preferably 10 to 75 μm, and even more preferably 15 to 55 μm. When the film thickness is equal to or greater than the above-mentioned preferable lower limit, sufficient mechanical strength is easily ensured, and defects such as curling, wrinkling, and buckling are unlikely to occur. Furthermore, when the film thickness is equal to or less than the above-mentioned preferable upper limit, when a multilayer film of the light-absorbing filter of the present invention and a support film is stored, for example, in the form of a long roll, the surface pressure applied to the multilayer film is easily adjusted to an appropriate range, and adhesion defects are unlikely to occur.

[0135] The surface energy of the support film is not particularly limited, but the adhesive strength between the light-absorbing filter of the present invention and the support film can be adjusted by adjusting the relationship between the surface energies of the material and coating solution of the light-absorbing filter of the present invention and the surface energy of the surface of the support film on which the light-absorbing filter of the present invention is formed. If the difference in surface energy is reduced, the adhesive strength tends to increase, and if the difference in surface energy is increased, the adhesive strength tends to decrease, and can be set appropriately.

[0136] In addition, the surface unevenness of the support film is not particularly limited, but can be adjusted according to the relationship between the surface energy, hardness, and surface unevenness of the light-absorbing filter of the present invention and the surface energy and hardness of the surface opposite to the side where the light-absorbing filter of the present invention is formed of the support film, for example, for the purpose of preventing adhesion failure when storing the multilayer film of the light-absorbing filter of the present invention and the support film in a long roll form.If the surface unevenness is increased, adhesion failure tends to be suppressed, and if the surface unevenness is reduced, the surface unevenness of the light-absorbing filter of the present invention tends to be reduced, and the haze of the light-absorbing filter of the present invention tends to be reduced, and can be set appropriately.

[0137] Any material or film can be used as the support film. Specific examples of the material include polyester polymers (including polyethylene terephthalate), olefin polymers, cycloolefin polymers, (meth)acrylic polymers, cellulose polymers, and polyamide polymers. Furthermore, the support film can be subjected to a surface treatment to adjust its surface properties. For example, corona treatment, room temperature plasma treatment, saponification treatment, etc. can be performed to reduce the surface energy, and silicone treatment, fluorine treatment, olefin treatment, etc. can be performed to increase the surface energy.

[0138] <Film Thickness of the Light-Absorption Filter of the Present Invention> The film thickness of the light-absorbing filter of the present invention is not particularly limited, but is preferably 1 to 18 μm, more preferably 1 to 12 μm, and even more preferably 2 to 8 μm. When the film thickness is equal to or less than the above-mentioned preferred upper limit, adding a dye at a high concentration to a thin film can suppress a decrease in polarization degree due to fluorescence emitted by the dye (pigment). The effect of the quencher is also easily manifested. On the other hand, when the film thickness is equal to or greater than the above-mentioned preferred lower limit, it becomes easier to maintain uniformity of in-plane absorbance. In the present invention, a film thickness of 1 to 18 μm means that the thickness of the light-absorbing filter of the present invention is within the range of 1 to 18 μm regardless of the location where it is measured. This also applies to film thicknesses of 1 to 12 μm and 2 to 8 μm. The film thickness can be measured using an electronic micrometer manufactured by Anritsu Corporation.

[0139] <Absorbance of the Light-Absorbing Filter of the Present Invention> In the light-absorbing filter of the present invention, the absorbance at the maximum absorption wavelength (hereinafter simply referred to as "Ab(λ")) exhibiting the largest absorbance in the wavelength range of 400 to 700 nm is ｍａｘ ) is preferably 0.3 or more, more preferably 0.5 or more, and even more preferably 0.7 or more. However, the absorbance of the light-absorbing filter of the present invention can be adjusted by the type of dye, the amount added, or the film thickness. The light-absorbing filter of the present invention preferably has a decolorization rate of 85% or more, more preferably 87% or more, and even more preferably 90% or more, when irradiated with ultraviolet light at 25 to 37°C. There is no particular upper limit, and 100% is also preferable. The decolorization rate is determined by the above Ab(λ) before and after the ultraviolet light irradiation test. ｍａｘ ) is calculated by the following formula: Decolorization rate (%) = 100 - (Ab(λ) after ultraviolet irradiation) ｍａｘ ) / Ab(λ ｍａｘ )) × 100 Here, the ultraviolet irradiation test is carried out under atmospheric pressure (101.33 kPa) using an ultra-high pressure mercury lamp (for example, manufactured by HOYA Corporation, product name: UL750) at an illuminance of 100 mW / cm ２ , irradiation amount 750-3000mJ / cm ２ The light-absorbing filter is irradiated with ultraviolet light at about room temperature (10 to 37° C.) The absorbance, ultraviolet irradiation test, and decolorization rate can be measured and calculated by the methods described in the Examples.

[0140] Furthermore, it is preferable that the light-absorbing filter of the present invention hardly generates absorption (secondary absorption) derived from a new colored structure accompanying decomposition of the dye. For example, the presence or absence of absorption derived from a new colored structure accompanying decomposition of the dye can be determined by the above-mentioned Ab(λ ｍａｘ The specific wavelength is selected at which the dye before UV irradiation shows almost no absorption and at which new absorption due to decomposition of the dye is observed. As a specific example, as described in the Examples below, the presence or absence of absorption due to the new colored structure accompanying decomposition of the dye can be confirmed based on the ratio of the absorbance at the specific wavelength to the absorbance at the specific wavelength Ab(λ ｍａｘThe specific wavelength is selected at which the dye before UV irradiation shows almost no absorption and at which new absorption due to decomposition of the dye is observed. As a specific example, as described in the Examples below, the presence or absence of absorption due to a new colored structure accompanying decomposition of the dye can be confirmed based on the ratio of the absorbance at the specific wavelength to the Ab(λ ｍａｘ The absorbance at a wavelength of 450 nm (hereinafter also referred to simply as "Ab(450)") to the ... ｍａｘ )} × 100% (II) {Ab(450) after ultraviolet irradiation / Ab(λ ｍａｘ )}×100% The presence or absence of absorption due to a new colored structure accompanying the decomposition of the dye can be confirmed by measurement and calculation using the method described in the Examples. Furthermore, as described in the Examples below, the absorbance at a wavelength of 650 nm (hereinafter also referred to simply as "Ab(650)") can be used instead of the absorbance at a wavelength of 450 nm, and the evaluation can also be performed based on the value obtained by subtracting the ratio of (III) below from the ratio of (IV) below. The preferred range of the value obtained by subtracting the ratio of (III) below from the ratio of (IV) below is the same as the value obtained by subtracting the ratio of (I) from the ratio of the above formula (II). (III) {Ab(650) before ultraviolet irradiation / Ab(λ) before ultraviolet irradiation ｍａｘ )} × 100% (IV) {Ab(650) after ultraviolet irradiation / Ab(λ ｍａｘ)}×100% Here, the description of the ultraviolet irradiation test for the quenching rate can be preferably applied to the ultraviolet irradiation test. The presence or absence of absorption due to the new colored structure accompanying the decomposition of the dye can be measured and calculated by the method described in the Examples.

[0141] The light-absorbing filter of the present invention can exhibit excellent decolorization properties when the above-mentioned decolorization rate and the value confirming the presence or absence of absorption derived from a new colored structure accompanying decomposition of the dye both fall within preferred ranges.

[0142] The light-absorbing portion having a light-absorbing effect in the optical filter of the present invention is Ab(λ ｍａｘ ) is preferably satisfied.

[0143] <Treatment of the Light-Absorbing Filter of the Present Invention> The light-absorbing filter of the present invention may be subjected to hydrophilization treatment by any of glow discharge treatment, corona discharge treatment, alkaline saponification treatment, etc., and corona discharge treatment is preferably used. It is also preferable to apply the methods disclosed in JP-A-6-94915 or JP-A-6-118232, etc.

[0144] The obtained film may be subjected to a heat treatment step, a superheated steam contact step, an organic solvent contact step, etc., as required. In addition, a surface treatment may be appropriately performed.

[0145] Furthermore, the pressure-sensitive adhesive layer may be a layer made of a pressure-sensitive adhesive composition having a base polymer such as a (meth)acrylic resin, a styrene resin, a silicone resin, or the like, to which a crosslinking agent such as an isocyanate compound, an epoxy compound, or an aziridine compound has been added. Preferably, the description of the pressure-sensitive adhesive layer in the OLED display device described below can be applied.

[0146] <Gas barrier layer> The light-absorbing filter of the present invention may have a gas barrier layer on at least one side. When the light-absorbing filter of the present invention has a gas barrier layer, the light-absorbing filter of the present invention can be a light-absorbing filter that achieves both excellent light resistance and excellent heat resistance shown by the light-absorption-disappearing portion obtained by ultraviolet irradiation, and can be suitably used for producing an optical filter, which will be described later. The material for forming the gas barrier layer is not particularly limited, and examples thereof include organic materials (preferably crystalline resins) such as polyvinyl alcohol and polyvinylidene chloride, organic-inorganic hybrid materials such as sol-gel materials, SiO ２ , SiO ｘ , SiON, SiN ｘ and Al ２ O ３ The gas barrier layer may be a single layer or a multilayer, and in the case of a multilayer, examples of the gas barrier layer include an inorganic dielectric multilayer film and a multilayer film in which organic materials and inorganic materials are alternately laminated.

[0147] The light-absorbing filter of the present invention has a gas barrier layer at least on the surface that comes into contact with air when the light-absorbing filter of the present invention is used, thereby making it possible to suppress a decrease in the absorption intensity of the dye in the light-absorbing filter of the present invention. As long as a gas barrier layer is provided on the interface of the light-absorbing filter of the present invention that comes into contact with air, the gas barrier layer may be provided on only one surface of the light-absorbing filter of the present invention or on both surfaces.

[0148] In particular, when the gas barrier layer contains a crystalline resin, the gas barrier layer contains a crystalline resin, has a layer thickness of 0.1 μm to 10 μm, and has an oxygen permeability of 60 cc / m ２ In the gas barrier layer, the "crystalline resin" is a resin that has a melting point at which it undergoes a phase transition from crystal to liquid when the temperature is increased, and is capable of imparting gas barrier properties related to oxygen gas to the gas barrier layer. ２The "gas barrier layer having a viscosity of 1000 psi / day atm or less" is the same as the gas barrier layer described in paragraphs

[0180] to

[0184] of WO 2022 / 149510, and the description of the gas barrier layer described in paragraphs

[0180] to

[0184] of WO 2022 / 149510 can be applied as is.

[0149] <Method for manufacturing gas barrier layer> The method for forming the gas barrier layer is not particularly limited, but may be a conventional method, for example, in the case of an organic material, a casting method such as spin coating or slit coating may be used. Also, a method of laminating a commercially available resin gas barrier film or a pre-prepared resin gas barrier film to the light-absorbing filter of the present invention may be used. Furthermore, in the case of an inorganic material, a plasma CVD (Plasma Enhanced Chemical Vapor Deposition) method, a sputtering method, a vapor deposition method, etc. may be used.

[0150] When providing the above-mentioned gas barrier layer on the light-absorbing filter of the present invention, for example, a method of directly forming the above-mentioned gas barrier layer on the light-absorbing filter of the present invention produced by the above-mentioned production method can be mentioned.In this case, it is also preferable to subject the surface of the light-absorbing filter of the present invention on which the gas barrier layer is to be provided to a corona treatment.In addition, when providing any of the above-mentioned optically functional films, it is also preferable to attach them via an adhesive layer.For example, it is also preferable to provide a gas barrier layer on the light-absorbing filter of the present invention, and then further attach an optically functional film via an adhesive layer.

[0151] <Optical Functional Film> The light-absorbing filter of the present invention may appropriately have the gas barrier layer or any optical functional film as long as the effects of the present invention are not impaired. The optical properties and materials of the optional optical functional film are not particularly limited, but a film containing (or having as its main component) at least one of cellulose ester resin, acrylic resin, cyclic olefin resin, and polyethylene terephthalate resin can be preferably used. An optically isotropic film or an optically anisotropic retardation film may be used. As the optional optical functional film containing a cellulose ester resin, for example, Fujitac TD80UL (trade name, manufactured by Fujifilm Corporation) can be used. Examples of the optically functional film containing an acrylic resin include an optical film containing a (meth)acrylic resin containing a styrene-based resin as described in Japanese Patent No. 4,570,042, an optical film containing a (meth)acrylic resin having a glutarimide ring structure in the main chain as described in Japanese Patent No. 5,041,532, an optical film containing a (meth)acrylic resin having a lactone ring structure as described in Japanese Patent Laid-Open No. 2009-122664, and an optically functional film containing a (meth)acrylic resin having a glutaric anhydride unit as described in Japanese Patent Laid-Open No. 2009-139754. Examples of the optically functional film containing a cyclic olefin resin include a cyclic olefin resin film as described in paragraph

[0029] and subsequent paragraphs of Japanese Patent Laid-Open No. 2009-237376, and a cyclic olefin resin film containing an additive that reduces Rth as described in Japanese Patent No. 4,881,827 and Japanese Patent Laid-Open No. 2008-063536.

[0152] [Optical Filter] The optical filter of the present invention can be obtained by masked exposure of the light-absorbing filter of the present invention with ultraviolet irradiation. The optical filter of the present invention has light-absorbing portions having a light-absorbing effect and portions in which the light-absorbing property has been eliminated (light-absorbency-eliminated portions) that exhibit excellent heat resistance, according to the pattern of masked exposure (hereinafter also referred to as "mask pattern"). That is, by masked exposure of the light-absorbing filter of the present invention with ultraviolet irradiation, the masked portions of the light-absorbing filter of the present invention are not exposed and exist as light-absorbing portions having a light-absorbing effect, while the unmasked portions are exposed and become light-absorbency-eliminated portions. The light-absorbing portions can exhibit a desired absorbance. Furthermore, the azo dye represented by the above-mentioned general formula (i) contained in the light-absorbing filter of the present invention exhibits an excellent decolorization rate, and the light-absorbency-eliminated portions exhibit almost no secondary absorption associated with dye decomposition, thereby exhibiting optical properties close to colorless. Furthermore, the optical filter of the present invention exhibits excellent heat resistance, allowing it to exhibit light transmittance close to colorless even when exposed to heat.

[0153] <Method for Manufacturing Optical Filter> The optical filter of the present invention can be obtained by irradiating the light-absorbing filter of the present invention with ultraviolet light and exposing it to a mask. The mask pattern can be adjusted appropriately so as to obtain an optical filter of the present invention having a desired pattern composed of light-absorbing portions and light-absorbency-eliminating portions. The conditions for ultraviolet irradiation can be adjusted appropriately so as to obtain an optical filter of the present invention having light-absorbency-eliminating portions. For example, the pressure conditions can be atmospheric pressure (101.33 kPa), and the temperature conditions can be mild, such as near room temperature (10 to 37°C) without heating or by heating at a low temperature. The lamp output can be 10 to 320 W / cm, and the lamp used can be an air-cooled metal halide lamp, a mercury lamp such as an ultra-high pressure mercury lamp, or the like. The irradiation dose can be 200 to 3500 mJ / cm. ２ It can be said that:

[0154] The optical filter of the present invention may have an optically functional film as described in the light-absorbing filter of the present invention. The optical filter of the present invention may also have a layer containing an ultraviolet absorber. As the ultraviolet absorber, any commonly used compound can be used without any particular limitation, and examples thereof include the ultraviolet absorbers in the ultraviolet absorbing layer described below. The resin constituting the layer containing an ultraviolet absorber is also without any particular limitation, and examples thereof include the resins in the ultraviolet absorbing layer described below. The content of the ultraviolet absorber in the layer containing the ultraviolet absorber is appropriately adjusted depending on the purpose.

[0155] [OLED Display Device] The organic electroluminescence display device of the present invention (also referred to as an organic EL (electroluminescence) display device or OLED (organic light-emitting diode) display device, and in the present invention, also abbreviated as an OLED display device) includes the optical filter of the present invention. The OLED display device of the present invention can be configured with any commonly used OLED display device, without any particular limitations, as long as it includes the optical filter of the present invention. Examples of the configuration of the OLED display device of the present invention are not particularly limited, and include, for example, a display device including, from the side opposite to external light, glass, a layer including a TFT (thin film transistor), an OLED display element, a barrier film, a color filter, glass, an adhesive layer, and the optical filter and surface film of the present invention. The OLED display element has a configuration in which an anode electrode, a light-emitting layer, and a cathode electrode are laminated in this order. In addition to the light-emitting layer, a hole injection layer, a hole transport layer, an electron transport layer, an electron injection layer, etc. are included between the anode electrode and the cathode electrode. In addition, for example, the description in JP 2014-132522 A can be referred to. Furthermore, as the color filter, in addition to a normal color filter, a color filter in which quantum dots are laminated can also be used. A resin film can also be used instead of the glass.

[0156] <Adhesive Layer> In the OLED display device of the present invention, the surface of the optical filter of the present invention facing the external light may be bonded to an optically functional film having an antireflection layer or the like, or a polarizing plate including a polarizer and a polarizing plate protective film, via an adhesive layer. The surface of the optical filter of the present invention facing the external light is preferably bonded to glass (substrate) via an adhesive layer. The adhesive layer may be the same as described in paragraphs

[0239] to

[0290] of WO 2021 / 132674, which relate to the adhesive layer and forming method for the OLED display device. The adhesive composition described in WO 2021 / 132674 preferably contains the aforementioned ultraviolet absorber in terms of the light resistance of the optical filter.

[0157] <Substrate> In the OLED display device of the present invention, the optical filter of the present invention may be bonded to an optically functional film via a pressure-sensitive adhesive layer on the surface facing the external light side. Also, the optical filter of the present invention is preferably bonded to glass (substrate) via a pressure-sensitive adhesive layer on the surface facing the external light side.

[0158] The method for forming the pressure-sensitive adhesive layer is not particularly limited, and for example, a method of applying a pressure-sensitive adhesive composition to the light-absorbing filter or optical filter of the present invention by a conventional means such as a bar coater, followed by drying and curing; a method of first applying the pressure-sensitive adhesive composition to the surface of a release substrate, drying, and then transferring the pressure-sensitive adhesive layer to the light-absorbing filter of the present invention using the release substrate, followed by aging and curing, etc. can be used.The release substrate is not particularly limited, and any release substrate can be used, such as the support film in the above-mentioned method for producing the light-absorbing filter of the present invention.In addition, the conditions for application, drying, aging and curing can also be appropriately adjusted based on conventional methods.

[0159] [Inorganic Electroluminescence Display Device] The inorganic electroluminescence display device of the present invention (referred to as an inorganic EL (electroluminescence) display device, and in the present invention, also abbreviated as inorganic EL display device) includes the optical filter of the present invention. As the inorganic EL display device of the present invention, as long as it includes the optical filter of the present invention, the configuration of a commonly used inorganic EL display device can be used as other configuration without particular limitation. For example, the description of the inorganic EL element and inorganic electroluminescence display device described in JP 2005-338640 A can be preferably applied.

[0160] [Liquid Crystal Display Device] The liquid crystal display device of the present invention includes the optical filter of the present invention. The optical filter of the present invention may be used as at least one of a polarizing plate protective film and a pressure-sensitive adhesive layer, as described below, or may be included in a backlight unit used in the liquid crystal display device.

[0161] The liquid crystal display device preferably includes the optical filter of the present invention, a polarizing plate including a polarizer and a polarizing plate protective film, a pressure-sensitive adhesive layer, and a liquid crystal cell, and the polarizing plate is preferably attached to the liquid crystal cell via the pressure-sensitive adhesive layer. In this liquid crystal display device, the optical filter of the present invention may also serve as the polarizing plate protective film or the pressure-sensitive adhesive layer. That is, the liquid crystal display device can be divided into a case where the liquid crystal display device includes a polarizing plate including a polarizer and the optical filter of the present invention (polarizing plate protective film), a pressure-sensitive adhesive layer, and a liquid crystal cell, and a case where the liquid crystal display device includes a polarizing plate including a polarizer and a polarizing plate protective film, the optical filter of the present invention (pressure-sensitive adhesive layer), and a liquid crystal cell.

[0162] Fig. 1 is a schematic diagram showing an example of a liquid crystal display device of the present invention. In Fig. 1, the liquid crystal display device 10 comprises a liquid crystal cell having a liquid crystal layer 5 and a liquid crystal cell upper electrode substrate 3 and a liquid crystal cell lower electrode substrate 6 arranged above and below the liquid crystal layer 5, and an upper polarizing plate 1 and a lower polarizing plate 8 arranged on either side of the liquid crystal cell. A color filter layer may be laminated on the upper electrode substrate 3 or the lower electrode substrate 6. A backlight is arranged on the rear of the liquid crystal display device 10. The light source for the backlight can be the same as that described above for the backlight unit.

[0163] The upper polarizing plate 1 and the lower polarizing plate 8 each have a laminated structure in which a polarizer is sandwiched between two polarizing plate protective films. In the liquid crystal display device 10, at least one of the polarizing plates preferably includes the optical filter of the present invention. Furthermore, in the liquid crystal display device 10, the liquid crystal cell and the polarizing plate (upper polarizing plate 1 and / or lower polarizing plate 8) may be bonded together via an adhesive layer (not shown). In this case, the optical filter of the present invention may also serve as the adhesive layer. The liquid crystal display device 10 may be of a direct-view type, an image projection type, or an optical modulation type. The present invention is effective for active matrix liquid crystal displays using three-terminal or two-terminal semiconductor elements such as TFTs (Thin Film Transistors) or MIMs (Metal Insulator Metals). Of course, the present invention is also effective for passive matrix liquid crystal displays, typified by the STN (Super Twisted Nematic) mode, known as time-division driving. When the optical filter of the present invention is included in a backlight unit, the polarizing plate of the liquid crystal display device may be a normal polarizing plate (a polarizing plate not including the optical filter of the present invention) or a polarizing plate including the optical filter of the present invention, and the pressure-sensitive adhesive layer may be a normal pressure-sensitive adhesive layer (not including the optical filter of the present invention) or a pressure-sensitive adhesive layer including the optical filter of the present invention.

[0164] The IPS (In Plane Switching) mode liquid crystal display device described in paragraphs 0128 to 0136 of JP-A No. 2010-102296 is preferable as the liquid crystal display device of the present invention, except that it uses the optical filter of the present invention.

[0165] <Polarizing Plate> The polarizing plate used in the present invention includes a polarizer and at least one polarizing plate protective film. The polarizing plate used in the present invention preferably includes a polarizer and polarizing plate protective films on both sides of the polarizer, and preferably includes the optical filter of the present invention as a polarizing plate protective film on at least one side. In this case, a conventional polarizing plate protective film may be provided on the side of the polarizer opposite to the side having the optical filter of the present invention (polarizing plate protective film of the present invention). The thickness of the polarizing plate protective film is preferably 5 to 120 μm, more preferably 10 to 100 μm. A thinner film is preferred because it is less likely to cause display unevenness after aging at high temperature and high humidity when incorporated into a liquid crystal display device. On the other hand, if the film is too thin, it becomes difficult to stably transport the film during film production and polarizing plate production. When the optical filter of the present invention also serves as a polarizing plate protective film, the thickness of the optical filter preferably satisfies the above range. The polarizing plate used in the present invention can be the same as described in paragraphs

[0299] to

[0309] of International Publication No. 2021 / 132674, including the performance, shape, configuration, polarizer, lamination method of polarizer and polarizing plate protective film, and functionalization of polarizing plate.

[0166] <Adhesive Layer> In the liquid crystal display device of the present invention, the polarizing plate is preferably bonded to the liquid crystal cell via an adhesive layer. The optical filter of the present invention may also serve as the adhesive layer. When the optical filter of the present invention does not also serve as the adhesive layer, a conventional adhesive layer can be used. The adhesive layer is not particularly limited as long as it can bond the polarizing plate and the liquid crystal cell, but for example, acrylic, urethane, polyisobutylene, etc. are preferred. When the optical filter of the present invention also serves as the adhesive layer, this adhesive layer contains the dye and the base polymer and further contains a crosslinking agent, coupling agent, etc. to impart adhesive properties. When the optical filter of the present invention also serves as the adhesive layer, the adhesive layer preferably contains 90 to 100% by mass, and more preferably 95 to 100% by mass, of the base polymer. The dye content is as described above. The thickness of the adhesive layer is not particularly limited, but is preferably 1 to 50 μm, and more preferably 3 to 30 μm.

[0167] <Liquid Crystal Cell> The liquid crystal cell is not particularly limited, and a conventional one can be used.

[0168] <Ultraviolet absorbing layer> An organic electroluminescent display device, inorganic electroluminescent display device, or liquid crystal display device including the optical filter of the present invention preferably has a layer (hereinafter also referred to as "ultraviolet absorbing layer") that inhibits light absorption (ultraviolet absorption) of the compound that generates radicals upon ultraviolet irradiation on the viewer side of the optical filter of the present invention. By providing the ultraviolet absorbing layer, it is possible to prevent fading of the optical filter of the present invention due to external light. The ultraviolet absorbing layer used in the present invention will be described below.

[0169] (Ultraviolet Absorber) The ultraviolet absorbing layer usually contains a resin and an ultraviolet absorber. Specific examples of the ultraviolet absorber preferably used in the present invention include hindered phenol compounds, benzophenone compounds such as hydroxybenzophenone compounds, benzotriazole compounds, salicylic acid ester compounds, cyanoacrylate compounds, and nickel complex salt compounds. Examples of hindered phenol compounds include 2,6-di-tert-butyl-p-cresol, pentaerythrityl-tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate], N,N'-hexamethylenebis(3,5-di-tert-butyl-4-hydroxy-hydrocinnamide), 1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene, and tris-(3,5-di-tert-butyl-4-hydroxybenzyl)isocyanurate. Examples of benzotriazole compounds include 2-(2'-hydroxy-5'-methylphenyl)benzotriazole, 2,2-methylenebis(4-(1,1,3,3-tetramethylbutyl)-6-(2H-benzotriazol-2-yl)phenol), 2,4-bis(n-octylthio)-6-(4-hydroxy-3,5-di-tert-butylanilino)-1,3,5-triazine, triethylene glycol-bis[3-(3-tert-butyl-5-methyl-4-hydroxyphenyl)propionate], N,N'-hexamethylenebis(3,5-di-tert-butyl) Examples of such ultraviolet absorbers include 2-(2'-hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole, 2-(2'-hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole, 2-(2'-hydroxy-3',5'-di-tert-amylphenyl)-5-chlorobenzotriazole, 2,6-di-tert-butyl-p-cresol, and pentaerythrityl-tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate]. The amount of these ultraviolet absorbers added is preferably 0.1 to 30.0 parts by mass per 100 parts by mass of the resin.

[0170] In addition, from the viewpoint of further improving the light resistance of the optical filter of the present invention, it is also preferable to use the compound (1) represented by formula (1) described in paragraphs

[0229] to

[0283] of WO 2023 / 068235 as an ultraviolet absorber. Regarding the absorption characteristics, synthesis method, and content of the compound (1) represented by formula (1) described in WO 2023 / 068235, the descriptions in paragraphs

[0279] to

[0283] of WO 2023 / 068235 can also be suitably used in the present invention.

[0171] (Resin) The resin used in the ultraviolet absorbing layer may be any known resin, and is not particularly limited as long as it does not deviate from the spirit of the present invention. Examples of the resin include cellulose acylate resin, acrylic resin, cycloolefin resin, polyester resin, and epoxy resin.

[0172] (Position of ultraviolet absorbing layer) The position of the ultraviolet absorbing layer is not particularly limited as long as it is on the viewer side of the optical filter of the present invention, and it can be installed at any position. For example, it is possible to add an ultraviolet absorber to a member such as a protective film of a polarizing plate or an anti-reflection film to give it the function of an ultraviolet absorbing layer. In addition, it is also possible to add an ultraviolet absorber to the above-mentioned pressure-sensitive adhesive layer.

[0173] The present invention will be described in more detail below based on examples. The materials, amounts used, ratios, processing details, processing procedures, etc. shown in the following examples can be changed as appropriate without departing from the spirit of the present invention. Therefore, the scope of the present invention is not limited to the examples shown below. In the following examples, "parts" and "%" representing the composition are based on mass unless otherwise specified. In addition, all steps from the preparation process of the light-absorbing filter-forming solution to the production process of the light-absorbing filter using the light-absorbing filter-forming solution and the use in the ultraviolet irradiation test were carried out under yellow light to prevent ultraviolet irradiation.

[0174] [Preparation of Light-Absorption Filter] The materials used in preparing the light-absorbing filter are as follows: <Matrix Polymer (Resin)> (Resin 1) Cyclohexyl methacrylate-methacrylic acid random copolymer, methacrylic acid content 29 mol%, weight average molecular weight 26,300. The methacrylic acid portion of Resin 1 corresponds to Compound A having an acid group as defined in the present invention.

[0175] <Compound B> 4-methylquinoline (Tokyo Chemical Industry Co., Ltd., Lepidine, pKaH 5.1) <Dye> In the following structural formula, Me represents a methyl group, Ac represents an acetyl group, Ph represents a phenyl group, C ８ H １７ and represent an n-octyl group, respectively.

[0176]

[0177] The above compounds (1) to (5), (10) and (11) were synthesized by azo coupling of the above amino-substituted isothiazole derivative and amide-substituted aniline derivative. １ The results of H-NMR are as follows:

[0178] <NMR data of compound (1)> １ H-NMR (CDCl ３ -d) δ = 1.30-1.34 (t, 6H), 2.31 (s, 0.9H), 2.37 (s, 2.1H), 2.60-2.63 (s, 3H), 3.53-3.59 (q, 4H), 6.49 (d, 0.3H) , 6.56 (d, 0.7H), 7.54 (d, 0.7H), 7.94 (d, 0.3H), 8.07 (s, 0.3H), 8.30 (s, 0.7H), 9.04 (s, 0.3H), 12.6 (s, 0.7H)

[0179] <NMR data of compound (2)> １ H-NMR (CDCl ３-d) δ = 1.31 - 1.35 (t, 6H), 2.31 (s, 0.7H), 2.40 (s, 2.3H), 3.55 - 3.60 (q, 4H), 6.52 (m, 0.3H), 6.57 - 6.60 (d, 0.7H), 7.49 - 7.57 (m, 3H), 7.98 (d, 0.3H), 8.07 (s, 2H), 8.33 (s, 0.7H), 9.07 (s, 0.3H), 12.5 (s, 0.7H)

[0180] <1H-NMR data of compound (3)> １ 1H-NMR (CDCl ３ -d) δ = 1.31 - 1.35 (t, 6H), 2.31 (s, 0.7H), 2.40 (s, 2.3H), 3.56 - 3.61 (q, 4H), 6.51 - 6.53 (d, 0.2H), 6.59 - 6.61 (d, 0.8H), 7.44 - 7.47 (m, 1H), 7.52 - 7.57 (d, 0.8H), 7.98 - 8.00 (d, 0.2H), 8.08 (m, 0.3H), 8.34 - 8.37 (d, 0.7H), 8.37 - 8.40 (d, 1H), 8.72 - 8.74 (d, 2H), 9.05 (s, 0.2H), 9.30 (s, 0.3H), 9.32 (s, 0.7H), 12.6 (s, 0.7H)

[0181] <1H-NMR data of compound (4)> １ 1H-NMR (CDCl ３ -d) δ = 1.25 - 1.32 (t, 6H), 2.35 (s, 3H), 3.50 - 3.56 (q, 4H), 6.50 - 6.53 (m, 1H), 7.22 - 7.25 (m, 2H), 7.41 - 7.45 (m, 1H), 7.68 - 7.71 (d, 1H), 7.83 (brs, 1H), 8.06 - 8.08 (d, 1H), 8.13 (s, 1H)

[0182] <1H-NMR data of compound (5)> １ 1H-NMR (CDCl ３ -d) δ = 2.35 (s, 3H), 3.38 (s, 6H), 3.64 - 3.67 (t, 4H), 3.74 - 3.77 (t, 4H), 6.59 - 6.62 (m, 1H), 7.24 - 7.28 (m, 1H), 7.41 - 7.56 (m, 1H), 7.70 - 7.72 (d, 1H), 7.83 - 7.86 (d, 1H), 8.07 - 8.09 (d, 1H), 8.15 (s, 1H)

[0183] <NMR data of compound (10)> １ H-NMR (CDCl ３ -d) δ = 0.88-0.91 (m, 3H), 1.25-1.86 (m, 23H), 2.30 (s, 0.7H), 2.39 (s, 2.3H), 2.84-2.87 (m, 1H), 3.34-3.42 (m, 1H), 3.46-3.54 (m, 1H) ), 7.36 (s, 0.8H), 7.48-7.54 (m, 3H), 7.83 (s, 0.2H), 7.99 (s, 0.3H), 8.07-8.09 (m, 2H), 8.25 (s, 0.7H), 9.05 (s, 0.2H), 12.7 (s, 0.8H)

[0184] <NMR data of compound (11)> １ H-NMR (CDCl ３ -d) δ = 0.86-0.91 (m, 3H), 1.25-1.86 (m, 32H), 2.82-2.86 (m, 1H), 3.37-3.44 (m, 1H), 3.48-3.56 (m, 1H), 7.36 (s, 0.3H) ), 7.49-7.54 (m, 3H), 7.87 (s, 0.7H), 7.99 (s, 0.7H), 8.04-8.09 (m, 2H), 8.32 (s, 0.3H), 9.45 (s, 0.7H), 12.0 (s, 0.3H)

[0185] (Leveling Agent 1) A polymer surfactant composed of the following components was used as leveling agent 1. In the following structural formula, the ratio of each component is a molar ratio, and t-Bu means a tert-butyl group.

[0186]

[0187] (Substrate 1) Polyethylene terephthalate film (manufactured by Toray Industries, Inc., product name: Lumirror XD-510P, film thickness 50 μm)

[0188] Example 1. Preparation of Light Absorption Filter No. 101

[0189] (1) Preparation of resin solution (light-absorbing filter forming liquid) The components were mixed in the composition shown below to prepare light-absorbing filter forming liquid (composition) 1. ---------------------------------------------------------------- Composition of light-absorbing filter forming liquid 1 ---------------------------------------------------------------- Resin 1 81.1 parts by mass Leveling agent 1 0.08 parts by mass Compound (9) 2.73 parts by mass Compound (1) 2.12 parts by mass Compound B (4-methylquinoline (Tokyo Chemical Industry Co., Ltd.)) 17.2 parts by mass Methyl ethyl ketone (solvent) 566.7 parts by mass ----------------------------------------------------------------

[0190] Subsequently, the obtained light-absorbing filter-forming liquid (composition) 1 was filtered using filter paper (#63, manufactured by Toyo Roshi Kaisha, Ltd.) having an absolute filtration accuracy of 10 μm, and further filtered using a sintered metal filter (trade name: Pall Filter PMF, media code: FH025, manufactured by Pall Corporation) having an absolute filtration accuracy of 2.5 μm.

[0191] (2) Preparation of Light-Absorbing Filter The light-absorbing filter-forming liquid (composition) 1 after the above-mentioned filtration treatment was applied to a substrate 1 using a bar coater so that the film thickness after drying would be 2.2 μm, and the applied film was dried at 120° C. to prepare light-absorbing filter No. 101.

[0192] <2. Preparation of Light-Absorbing Filters Nos. 102 to 107 and c11 to c13> Light-absorbing filters Nos. 102 to 107 and c11 to c13 were prepared in the same manner as light-absorbing filter No. 101, except that the type and blending amount of dye in light-absorbing filter No. 101 were changed as shown in Table 1. The blending amounts of leveling agent 1 and compound B in light-absorbing filter No. 101 were fixed, and the blending amount of resin was changed in accordance with the change in the blending amount of dye, adjusting the weight of the filter as a whole. Furthermore, light-absorbing filter No. r201 was prepared in the same manner as light-absorbing filter No. 101, except that compound B and dye were not blended, and the blending amount of resin was changed so that the weight of the filter as a whole remained unchanged. Here, light-absorbing filters Nos. 101 to 107 are light-absorbing filters of the present invention, and light-absorbing filter No. c11 to c13 are light-absorbing filters for comparison, and light-absorbing filter No. r201 is a reference light-absorbing filter.

[0193] [Preparation of Light-Absorbing Filter Having Gas Barrier Layer] For light-absorbing filters Nos. 101 to 107, c11 to c13, and r201, a light-absorbing filter (light-absorbing filter having a gas barrier layer) was prepared by further laminating a gas barrier layer on the light-absorbing filter in the manner described below, and the evaluation described below was carried out.

[0194] (1) Preparation of Substrate 3 The light-absorbing filter side (opposite to the substrate 1) of the light-absorbing filter having the substrate prepared above was treated with a corona treatment device (product name: Corona-Plus, manufactured by VETAPHONE) at a discharge rate of 1000 W min / m ２ The substrate was subjected to a corona treatment under the conditions of a treatment speed of 3.2 m / min and used as a substrate 3.

[0195] (2) Preparation of resin solution The components were mixed in the composition shown below and stirred in a thermostatic bath at 90°C for 1 hour to dissolve Kuraray Exeval AQ-4105 (trade name, manufactured by Kuraray Co., Ltd., modified polyvinyl alcohol, saponification degree 98-99 mol%), preparing a gas barrier layer-forming liquid. ---------------------------------------------------------------- Composition of gas barrier layer-forming liquid ---------------------------------------------------------------- Kuraray Exeval AQ-4105 (trade name, manufactured by Kuraray Co., Ltd.) 4.0 parts by mass Pure water 88.5 parts by mass Isopropyl alcohol 7.5 parts by mass ----------------------------------------------------------------

[0196] Subsequently, the resulting gas barrier layer-forming liquid was filtered using a filter with an absolute filtration accuracy of 5 μm (trade name: Hydrophobic Fluorepore Membrane, manufactured by Millex Corporation).

[0197] (3) Lamination of Gas Barrier Layer The gas barrier layer-forming liquid after the filtration treatment was applied to the corona-treated surface of the substrate 3 using a bar coater so as to give a film thickness of 1.6 μm after drying, and dried at 120° C. for 60 seconds to produce a light-absorbing filter having a gas barrier layer. This light-absorbing filter having a gas barrier layer has a configuration in which the substrate 1, the light-absorbing filter, and the gas barrier layer are laminated in this order.

[0198] <Evaluation of Physical Properties of Gas Barrier Layer> The physical properties of the gas barrier layer measured by the method described in

[0182] to

[0184] of WO 2022 / 149510 were a crystallinity of 53% and an oxygen permeability of 0.4 cc / m ２ ·day·atm, and the thickness was 1.6 μm.

[0199] <Absorbance of Light-Absorbing Filter (Before UV Irradiation)> (1) Measurement of Absorbance Using a UV3600 spectrophotometer (trade name) manufactured by Shimadzu Corporation, the absorbance in the wavelength range of 380 to 800 nm was measured in 1 nm increments for the light-absorbing filter having a gas barrier layer and the standard filter. The standard filter for light-absorbing filters Nos. 101 to 107 and c11 to c13 containing Resin 1 was light-absorbing filter No. r201, which was modified so as not to contain dye and compound B.

[0200] (2) Calculation of absorbance The absorbance value Ab of the light-absorbing filter having a gas barrier layer measured above at each wavelength λ nm ｘ (λ) and the absorbance value Ab of a standard filter containing the same resin at each wavelength λ nm ０ Using the absorbance Ab(λ) of the light-absorbing filter before ultraviolet irradiation, the absorbance Ab(λ) of the light-absorbing filter before ultraviolet irradiation was calculated according to the following formula: Ab(λ)=Ab ｘ (λ)-Ab ０ (λ) Hereinafter, the wavelength showing the largest absorbance Ab(λ) among the wavelengths showing maximum absorption in the absorbance Ab(λ) of the light absorption filter in the wavelength range of 380 to 800 nm will be referred to as the maximum absorption wavelength (hereinafter simply referred to as "λ"). ｍａｘ "), and this λ ｍａｘ The absorbance at the absorption maximum (hereinafter simply referred to as "Ab(λ ｍａｘ ) is also called.

[0201] <<Evaluation>> Each light-absorbing filter was evaluated for color tone of reflected light, decolorization property (decolorization rate and presence or absence of secondary absorption due to decomposition of dye), and heat resistance. The results are summarized in Tables 2 and 3 below (Tables 3A and 3B are collectively referred to as "Table 3").

[0202] [1. Evaluation of Color of Reflected Light] <Simulation of Color of Reflected Light> For the light-absorbing filter before laminating the gas barrier layer produced above, a simulation of the reflection of external light on the aluminum foil substrate was performed in a configuration in which the light-absorbing filter was transferred to an aluminum foil substrate via an adhesive and then the base material 1 was peeled off, and the color of the reflected light (a ＊ and b ＊Specifically, in the configuration shown in FIG. 2, white light having the spectrum of standard illuminant D65 specified by the International Commission on Illumination (CIE) is transmitted through a light-absorbing filter 91, reflected by an aluminum foil substrate 11 with a reflectance of 85%, and then transmitted through the light-absorbing filter 91 again. The intensity of the light (reflected light R) is calculated at intervals of 1 nm in the wavelength range of 380 to 780 nm, and this is multiplied by the standard relative luminosity factor for photopic vision to obtain the sum (luminosity correction), thereby obtaining the color tone (a ＊ , b ＊ ) was calculated. ＊ and b ＊ From the viewpoint of adjusting the color tone of the reflected light to a neutral color, it is preferable that the absolute values ​​of each of these be close to 0. For example, a preferable level is 13 or less, and a more preferable level is 4 or less.

[0203] (Ultraviolet Irradiation Test for Evaluating Decolorization and Heat Resistance) Under atmospheric pressure (101.33 kPa), an ultra-high pressure mercury lamp (manufactured by HOYA Corporation, product name: UL750) was used at 35°C, and an illuminance of 100 mW / cm was applied to a light-absorbing filter having a gas barrier layer and a standard filter. ２ A predetermined amount of ultraviolet (UV) light was irradiated from the gas barrier layer side (the side opposite to the substrate 1).

[0204] [2-1. Evaluation of decolorization rate] The maximum absorption value (Ab(λ)) before and after the ultraviolet irradiation test ｍａｘ )) was used to calculate the decolorization rate according to the following formula: Decolorization rate (%) = 100 - (Ab(λ) after ultraviolet irradiation) ｍａｘ ) / Ab(λ ｍａｘ )) × 100 In addition, the ultraviolet irradiation was carried out at an ultraviolet irradiation dose of 1330 mJ / cm in the above-mentioned ultraviolet irradiation test. ２ I set it to .

[0205] [2-2. Evaluation of the Presence or Absence of Secondary Absorption Due to Decomposition of Dye] The presence or absence of absorption (secondary absorption) due to a new colored structure due to decomposition of the dye was evaluated by measuring the absorption maximum (Ab(λ ｍａｘThe evaluation was based on the ratio of the absorbance at a wavelength of 650 nm (hereinafter also referred to simply as "Ab(650)") to the absorbance at a wavelength of 650 nm (hereinafter also referred to simply as "Ab(650)"). The smaller the value obtained by subtracting the ratio of (III) below from the ratio of (IV) below, the less absorption resulting from the new colored structure associated with the decomposition of the dye is generated. (III) {Ab(650) before UV irradiation / Ab(λ ｍａｘ )} × 100% (IV) {Ab(650) after ultraviolet irradiation / Ab(λ ｍａｘ )} × 100%. In the ultraviolet irradiation test described above, the ultraviolet irradiation amount was 1330 mJ / cm ２ I set it to .

[0206] [3. Evaluation of heat resistance] Heat resistance under high humidity conditions was evaluated by a heat resistance test in which a light-absorbing filter (filter after UV bleaching) after UV irradiation was left standing for 168 hours in an environment of 60°C and a relative humidity of 90%, and the change in transmittance at 400 nm, 500 nm, and 600 nm was measured before and after the heat resistance test. Heat resistance in a dry environment was evaluated by a heat resistance test in which a light-absorbing filter (filter after UV bleaching) after UV irradiation was left standing for 168 hours in an 80°C, dry environment (meaning a state without humidity control and a relative humidity of 20%), and the change in transmittance at 400 nm, 500 nm, and 600 nm was measured before and after the heat resistance test. Note that the UV irradiation was performed at an ultraviolet irradiation dose of 3000 mJ / cm in the above-mentioned UV irradiation test. ２ The transmittance at 400 nm, 500 nm, and 600 nm was measured by the method described in the absorbance measurement section above, and the transmittance T (%) was calculated using the obtained absorbance according to the following formula: Absorbance = -log １０ (T / 100)

[0207]

[0208]

[0209]

[0210] (Notes for Table 1) The dye, resin, and compound B are as described above. The blending amounts of the dye and compound B mean the blending amounts (parts by mass) in the resin solution (light-absorbing filter-forming liquid).

[0211] (Note for Table 2) λ ｍａｘ means the maximum absorption wavelength of the light absorption filter in the wavelength range of 380 to 800 nm, and Ab(λ ｍａｘ ) is λ ｍａｘ λ ｍａｘ λ described in column (i) ｍａｘ The absorbance (maximum absorption value) and decolorization rate at ｍａｘ ) and the decolorization rate are shown in column (i). ｍａｘ λ described in column (ii) ｍａｘ The absorbance (maximum absorption value) and decolorization rate at ｍａｘ ) and the decolorization rate are shown in column (ii). ＊ , b ＊ : Color (a) calculated by the above-mentioned simulation of the color of reflected light ＊ , b ＊ ) before UV irradiation. ｍａｘ Among the ratios of Ab(650) to Ab(650), the ratio of (III) above is shown in the column before ultraviolet irradiation, and the ratio of (IV) above is shown in the column after ultraviolet irradiation.

[0212] (Notes for Table 3) Transmittance: Unit is %. Change in transmittance due to heat resistance test (T Ｂ -T Ａ ): Transmittance T before heat resistance test Ｂ Transmittance T after heat resistance test Ａ This value is obtained by subtracting the value of the transmittance of the light-absorbing filter after ultraviolet irradiation (UV bleached filter) due to heat. The unit is %.

[0213] The results in Tables 1 to 3 above reveal the following. Comparative example light-absorbing filters Nos. c11 to c13, which did not contain an azo dye represented by general formula (i) but contained at least one of the comparative azo dyes (6) to (9), all showed large changes in transmittance (the extent of heat-induced decrease in transmittance) at wavelengths of 400 nm, 500 nm, and 600 nm in the heat resistance test when the films were decolorized by ultraviolet irradiation. In contrast, light-absorbing filters Nos. 101 to 107 of the present invention, which contained any of the azo dyes (1) to (5), (10), and (11) represented by general formula (i), all showed small changes in transmittance (the extent of heat-induced decrease in transmittance) at wavelengths of 400 nm, 500 nm, and 600 nm in the heat resistance test when the films were decolorized by ultraviolet irradiation, suppressing coloration and demonstrating excellent heat resistance.

[0214] This application claims priority based on Japanese Patent Application No. 2023-170302, filed in Japan on September 29, 2023, the contents of which are incorporated herein by reference.

[0215] REFERENCE SIGNS LIST 1 Upper polarizer 2 Direction of absorption axis of upper polarizer 3 Upper electrode substrate of liquid crystal cell 4 Alignment control direction of upper substrate 5 Liquid crystal layer 6 Lower electrode substrate of liquid crystal cell 7 Alignment control direction of lower substrate 8 Lower polarizer 9 Direction of absorption axis of lower polarizer B Backlight unit 10 Liquid crystal display device 11 Aluminum foil substrate 91 Light-absorbing filter D65 White light having the spectrum of standard illuminant D65 defined by the International Commission on Illumination (CIE) R Reflected light

Claims

1. A composition containing a resin, a compound that generates radicals when irradiated with ultraviolet light, and an azo dye represented by the following general formula (i): In the above formula, R ２３ is a hydrogen atom, -C(=O)R １０１ , -S(=O) ２ R １０１ R represents a non-cyclic hydrocarbon group, a monocyclic hydrocarbon group, a condensed polycyclic hydrocarbon group, or a heterocyclic group. １０１ R represents an alkyl group, an alkoxy group, an amino group, or a phenyl group. ２４ ~R ２６ is a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxy group, a sulfo group, -OR １０８ , -SR １０９ , -NR １１０ R １１１ , -S(=O) ２ N.R. １１２ R １１３ , -C(=O)NR １１４ R １１５ , -NHC(=O)R １１６ , -C(=O)OR １１７ , -O(CH ２ CH ２ O) ｎ R １１８ , -O(CH ２ CH ２ S) ｎ R １１９ , -S(CH ２ CH ２ O) ｎ R １２０ , -S(CH ２ CH ２ S) ｎ R １２１ R represents a non-cyclic hydrocarbon group, a monocyclic hydrocarbon group, a condensed polycyclic hydrocarbon group, or a heterocyclic group. １０８ ~R １２１ represents a hydrogen atom, an acyclic hydrocarbon group, a monocyclic hydrocarbon group, a condensed polycyclic hydrocarbon group, or a heterocyclic group, and n is a positive integer. ２５ and R ２６ may be linked together to form a hydrocarbon ring, R １１０ and R １１１ may be linked together to form a saturated heterocycle, R ２３ and R ２４ may be linked together to form a heterocycle, R ２４ and R １１０ may be linked together to form a heterocycle, R ２６ and R １１１ may be linked to each other to form a heterocycle. A represents a 5- or 6-membered aromatic hydrocarbon group or aromatic heterocyclic group.

2. The composition according to claim 1, wherein the compound that generates radicals when irradiated with ultraviolet light comprises a combination of compound A having an acid group and compound B having a structure capable of forming a hydrogen bond with the acid group contained in compound A.

3. The composition according to claim 2, wherein said compound A having an acid group is chemically bonded to a polymer constituting said resin.

4. The composition according to any one of claims 1 to 3, wherein the azo dye is decolorized by irradiation with ultraviolet light.

5. A light-absorbing filter comprising a resin, a compound that generates radicals upon irradiation with ultraviolet light, and an azo dye represented by the following general formula (i): In the above formula, R ２３ is a hydrogen atom, -C(=O)R １０１ , -S(=O) ２ R １０１ R represents a non-cyclic hydrocarbon group, a monocyclic hydrocarbon group, a condensed polycyclic hydrocarbon group, or a heterocyclic group. １０１ R represents an alkyl group, an alkoxy group, an amino group, or a phenyl group. ２４ ~R ２６ is a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxy group, a sulfo group, -OR １０８ , -SR １０９ , -NR １１０ R １１１ , -S(=O) ２ N.R. １１２ R １１３ , -C(=O)NR １１４ R １１５ , -NHC(=O)R １１６ , -C(=O)OR １１７ , -O(CH ２ CH ２ O) ｎ R １１８ , -O(CH ２ CH ２ S) ｎ R １１９ , -S(CH ２ CH ２ O) ｎ R １２０ , -S(CH ２ CH ２ S) ｎ R １２１ R represents a non-cyclic hydrocarbon group, a monocyclic hydrocarbon group, a condensed polycyclic hydrocarbon group, or a heterocyclic group. １０８ ~R １２１ represents a hydrogen atom, an acyclic hydrocarbon group, a monocyclic hydrocarbon group, a condensed polycyclic hydrocarbon group, or a heterocyclic group, and n is a positive integer. ２５ and R ２６ may be linked together to form a hydrocarbon ring, R １１０ and R １１１ may be linked together to form a saturated heterocycle, R ２３ and R ２４ may be linked together to form a heterocycle, R ２４ and R １１０ may be linked together to form a heterocycle, R ２６ and R １１１ may be linked to each other to form a heterocycle. A represents a 5- or 6-membered aromatic hydrocarbon group or aromatic heterocyclic group.

6. The light absorption filter according to claim 5, wherein the compound that generates radicals when irradiated with ultraviolet light comprises a combination of compound A having an acid group and compound B having a structure capable of forming a hydrogen bond with the acid group contained in compound A.

7. The light absorbing filter according to claim 6, wherein said compound A having an acid group is chemically bonded to a polymer constituting said resin.

8. The light-absorbing filter according to claim 5, wherein said azo dye in said light-absorbing filter is decolorized by irradiation with ultraviolet light.

9. An optical filter obtained by exposing the light absorbing filter according to any one of claims 5 to 8 to ultraviolet light through a mask.

10. An organic electroluminescent display device, an inorganic electroluminescent display device, or a liquid crystal display device comprising the optical filter according to claim 9.

11. The organic electroluminescent display device, inorganic electroluminescent display device, or liquid crystal display device according to claim 10, further comprising a layer for inhibiting light absorption by the compound that generates radicals when irradiated with ultraviolet light, on the viewer side of the optical filter.

12. A method for producing an optical filter, comprising irradiating the light absorption filter according to any one of claims 5 to 8 with ultraviolet light and exposing the same through a mask.

13. A compound represented by the following general formula (i-1): In the above formula, R ２３ is a hydrogen atom, -C(=O)R １０１ , -S(=O) ２ R １０１ R represents a non-cyclic hydrocarbon group, a monocyclic hydrocarbon group, a condensed polycyclic hydrocarbon group, or a heterocyclic group. １０１ R represents an alkyl group, an alkoxy group, an amino group, or a phenyl group. ２４ ~R ２６ is a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxy group, a sulfo group, -OR １０８ , -SR １０９ , -NR １１０ R １１１ , -S(=O) ２ N.R. １１２ R １１３ , -C(=O)NR １１４ R １１５ , -NHC(=O)R １１６ , -C(=O)OR １１７ , -O(CH ２ CH ２ O) ｎ R １１８ , -O(CH ２ CH ２ S) ｎ R １１９ , -S(CH ２ CH ２ O) ｎ R １２０ , -S(CH ２ CH ２ S) ｎ R １２１ R represents a non-cyclic hydrocarbon group, a monocyclic hydrocarbon group, a condensed polycyclic hydrocarbon group, or a heterocyclic group. １０８ ~R １２１ represents a hydrogen atom, an acyclic hydrocarbon group, a monocyclic hydrocarbon group, a condensed polycyclic hydrocarbon group, or a heterocyclic group, and n is a positive integer. ２５ and R ２６ may be linked together to form a hydrocarbon ring, R １１０ and R １１１ may be linked together to form a saturated heterocycle, R ２３ and R ２４ may be linked together to form a heterocycle, R ２４ and R １１０ may be linked together to form a heterocycle, R ２６ and R １１１ may be linked to each other to form a heterocycle. １ represents a group represented by any one of the following formulas (A1) to (A3). In the above formula, R ２７ R represents an unsubstituted methyl group or an aromatic ring group. ２８ R represents a hydrogen atom, a methanesulfonyl group, a sulfo group, or a sulfamoyl group which may be substituted with an alkyl group. ２９ represents an alkyl group, a cyano group, or an alkylsulfanyl group. X and Y represent CH or a nitrogen atom. * represents a bond.

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