Light absorption filter, optical filter and method for producing same, organic electroluminescent display device, inorganic electroluminescent display device, and liquid crystal display device

Abstract

Provided are: a light absorption filter comprising a quinoline compound that is unsubstituted at position 2 and has a substituent at at least one of positions 3 to 8, and that has a molecular weight of at least 200, a polymer that has a carboxy group, and a dye; and an optical filter and a method for producing the same, an organic electroluminescent display device, an inorganic electroluminescent display device, and a liquid crystal display device, in all of which the light absorption filter is used.

Description

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

[0001] The present invention relates to a light-absorbing filter, an optical filter and a manufacturing method thereof, an organic electroluminescent display device, an inorganic electroluminescent display device, and a liquid crystal display device.

[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 been used as image display devices.

[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 the potential for thinness and lightness. 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 that display devices superior to OLED display devices in terms of larger screen sizes and longer lifespans may be realized.

[0004] In the development of image display devices, techniques for incorporating light-absorbing filters as components are known. For example, in liquid crystal display devices, when white light-emitting diodes (LEDs) are used as light sources for backlight units, attempts have been made to provide light-absorbing filters to block light of unnecessary wavelengths emitted from the white LEDs. Also, in OLED display devices, attempts have been made to provide light-absorbing filters to suppress external light reflection.

[0005] As another form of light-absorbing filter incorporated into image display devices, research is also being conducted on optical filters that combine light-absorbing portions with light-absorbing effects and portions where light absorption has been eliminated (hereinafter simply referred to as "light-absorbing-eliminated portions") by eliminating the light-absorbing properties of desired portions. In particular, when incorporating an optical filter into an image display device, the light-absorbing-eliminated portions of the optical filter are required to have light-absorbing properties that are nearly colorless. For example, Patent Document 1 describes a light-absorbing filter containing a resin, a compound A having an acid group, a compound B that forms a hydrogen bond with the acid group contained in compound A and generates radicals upon ultraviolet irradiation, and a dye having a main absorption wavelength band in the wavelength range of 400 to 700 nm. The light-absorbing filter described in Patent Document 1 exhibits a high decolorization rate upon ultraviolet irradiation even at room temperature, and is said to exhibit high decolorization properties with almost no absorption due to new colored structures associated with decomposition of the dye upon ultraviolet irradiation (hereinafter also referred to as "secondary absorption").

[0006] International Publication No. 2023 / 068235

[0007] However, the inventors' further investigations revealed that the light-absorbing filter described in Patent Document 1 suffers from the volatilization of decolorization catalysts such as 2,4-dimethylquinoline and 4-methylquinoline during the film drying process during fabrication, resulting in a significant decrease or fluctuation in the decolorization rate. On the other hand, it has also been found that drying at a low temperature or for a short time to prevent the volatilization of 2,4-dimethylquinoline and 4-methylquinoline leaves the solvent in the film, resulting in a decrease in film strength. An object of the present invention is to provide a light-absorbing filter that achieves both a reduction in residual solvent in the film and excellent decolorization properties. Another object of the present invention is to provide an optical filter using the above-mentioned light-absorbing filter, which has light-absorbing portions and light-absorbency-eliminating portions at desired positions, as well as OLED display devices, inorganic electroluminescent display devices, and liquid crystal display devices equipped with this optical filter, and a method for manufacturing the optical filter.

[0008] 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 a polymer having a carboxy group, a quinoline compound that is unsubstituted at the 2-position and has a substituent at at least one of the 3- to 8-positions and has a molecular weight of 200 or more, and a dye, even when the film is sufficiently dried during production of the light-absorbing filter to reduce the amount of residual solvent in the film, the obtained light-absorbing filter exhibits excellent decolorization properties when irradiated with ultraviolet light.The present invention was completed through further research based on this finding.

[0009] That is, the above-mentioned problems have been solved by the following means. <1> A light-absorbing filter comprising a quinoline compound that is unsubstituted at the 2-position and has a substituent at at least one of the 3- to 8-positions, and that has a molecular weight of 200 or more, a polymer having a carboxy group, and a dye. <2> The light-absorbing filter according to <1>, wherein the quinoline compound is a compound represented by the following general formula (Q): In the above formula, R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, or a monovalent heterocyclic group; L represents any one of -O-, -C(=O)-, -NH-, -S-, and an alkylene group, or a divalent linking group formed by combining two or more of these; and m is an integer from 1 to 6. The second position of the compound is unsubstituted. <3> The light-absorbing filter according to <2>, wherein the compound represented by general formula (Q) has a substituent represented by -L-R at least at the fourth position. <4> The light-absorbing filter according to <2> or <3>, wherein at least one of L's in general formula (Q) is a divalent linking group containing an alkylene group or *-O-alkylene as a bonding site with the quinoline ring in general formula (Q); and the *-O-alkylene is bonded to the quinoline ring in general formula (Q) on the * side. <5> The light-absorbing filter according to any one of <1> to <4>, in which the molecular weight of the compound represented by the general formula (Q) is 200 to 1,000. <6> The light-absorbing filter according to <5>, in which the molecular weight of the compound represented by the general formula (Q) is 250 to 400. <7> The light-absorbing filter according to any one of <1> to <6>, in which the acid value of the polymer having a carboxy group is 80 to 570 mg KOH / g. <8> The light-absorbing filter according to <4>, in which at least one L in the general formula (Q) is a divalent linking group containing *-O-alkylene as a bonding site to the quinoline ring in the general formula (Q), and in which the glass transition temperature of the polymer having a carboxy group is 80°C or lower, with the proviso that the *-O-alkylene bonds to the quinoline ring in the general formula (Q) on the * side. <9> The light-absorbing filter according to any one of <1> to <8>, wherein the polymer having a carboxy group comprises a structural unit having a carboxy group, and a structural unit having an alkyl group or a polyalkyleneoxy group having 2 to 30 carbon atoms and not having a cyclic structure. <10> The light-absorbing filter according to <9>, wherein the polymer having a carboxy group comprises a structural unit having a carboxy group, and a structural unit having an alkyl group or a polyalkyleneoxy group having 6 to 12 carbon atoms and not having a cyclic structure.<11> The light-absorbing filter according to any one of <1> to <10>, wherein the dye in the light-absorbing filter undergoes a chemical change and loses color when irradiated with ultraviolet light. <12> An optical filter obtained by masked exposure of the light-absorbing filter according to any one of <1> to <11> with ultraviolet light. <13> An organic electroluminescent display device, an inorganic electroluminescent display device, or a liquid crystal display device, comprising the optical filter according to <12>. <14> The organic electroluminescent display device, the inorganic electroluminescent display device, or the liquid crystal display device according to <13>, which has, on the viewer's side of the optical filter, a layer that inhibits light absorption of the quinoline compound. <15> A method for producing an optical filter, comprising masked exposure of the light-absorbing filter according to any one of <1> to <11> with ultraviolet light.

[0010] 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 condensed rings. In the present invention, unless otherwise specified, the components constituting the light-absorbing filter (such as dyes, polymers having a carboxy group, quinoline compounds having a molecular weight of 200 or more that are unsubstituted at the 2-position and have a substituent at at least one of the 3- to 8-positions, and other components that may be appropriately contained) may each be contained in the light-absorbing filter in one type or in two or more types. The same applies to optical filters produced using the light-absorbing filter of the present invention. The optical filter of the present invention preferably applies the same description of the light-absorbing filter of the present invention unless otherwise specified, except that it has a light-absorption-disappearing site formed by ultraviolet irradiation. In the present invention, the polymer may be either a chain polymerization polymer or a condensation polymerization polymer, and may be either a homopolymer or a copolymer. Furthermore, in the case of a copolymer, it may be either a random polymer, a block polymer, or the like. In the present invention, unless otherwise specified, the double bond may be either an E-type or a Z-type in the molecule, or a mixture thereof. In the present invention, the term "compound" (including complex) is used to mean not only the compound itself, but also its salts and ions. Furthermore, it is meant to include compounds whose structure has been partially modified, as long as the effects of the present invention are not impaired. Furthermore, compounds that are not specified as substituted or unsubstituted may have any substituent, as long as the effects of the present invention are not impaired. The same applies to substituents and linking groups.In addition, in the present invention, a numerical range expressed using "to" means a range including the numerical values ​​written before and after "to" as the lower and upper limits. In the present invention, "(meth)acrylate" represents either or both of acrylate and methacrylate, "(meth)acrylic acid" represents either or both of acrylic acid and methacrylic acid, and "(meth)acryloyl" represents either or both of acryloyl and methacryloyl. In the present invention, the composition encompasses not only a mixture with a constant component concentration (each component is uniformly dispersed) but also a mixture with component concentrations varying within a range that does not impair the intended function. In the present invention, the maximum absorption wavelength, which indicates the maximum absorbance of the dye in the light-absorbing filter, is measured in the light-absorbing filter state. Specifically, it is measured under the conditions described in the section on absorbance of the light-absorbing filter in the Examples described below.

[0011] The light-absorbing filter of the present invention can achieve both a reduction in residual solvent in the film and excellent decolorization properties. Furthermore, the optical filter of the present invention and the OLED display device, inorganic electroluminescence display device, and liquid crystal display device of the present invention each including the same can have a light-absorbing portion and a light-absorbency-eliminating portion at a desired position. Furthermore, the manufacturing method of the present invention can provide the optical filter of the present invention having a light-absorbing portion and a light-absorbency-eliminating portion at a desired position.

[0012] 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.

[0013] [Light-Absorption Filter] The light-absorbing filter of the present invention contains a quinoline compound that is unsubstituted at the 2-position and has a substituent at at least one of the 3- to 8-positions, has a molecular weight of 200 or more, a polymer having a carboxy group, and a dye.

[0014] In the light-absorbing filter of the present invention, the "dye" is dispersed (preferably dissolved) in the polymer having a carboxy group (hereinafter also referred to as a "carboxy group-containing polymer"), thereby making the light-absorbing filter a filter that exhibits a specific absorption spectrum derived from the dye. This dispersion may be random, regular, or the like. Furthermore, the quinoline compound is dispersed (preferably dissolved) in the light-absorbing filter of the present invention. The basicity of the quinoline compound increases in the excited state upon irradiation with ultraviolet light, allowing the carboxy group in the carboxy group-containing polymer to form a complex with the quinoline compound in a stronger interaction, thereby increasing the efficiency of radical generation. It is presumed that this generates two radical molecules through the following mechanism: 1) An excited-state quinoline compound is generated by absorbing ultraviolet light. 2) A hole moves from the excited-state quinoline compound to the ground-state carboxy group-containing polymer (an electron of the carboxy group-containing polymer moves to the lower-energy orbital of the two half-occupied orbitals of the excited-state quinoline compound). 3) A proton is transferred from the carboxyl group-containing polymer to the quinoline compound, generating a radical in which a hydrogen radical is added to the quinoline compound and a radical in which a hydrogen radical is released from the carboxyl group-containing polymer. 4) Carbon dioxide is released from the radical in which a hydrogen radical is released from the carboxyl group-containing polymer.

[0015] The light-absorbing filter of the present invention contains a quinoline compound having a molecular weight of 200 or more, which is unsubstituted at the 2-position and has a substituent at at least one of the 3- to 8-positions, a polymer having a carboxy group, and a dye. The light-absorbing filter of the present invention having such a configuration can achieve both a reduction in residual solvent in the film and excellent decolorization properties. The reason for this is speculative, but is thought to be as follows. In the light-absorbing filter of the present invention, the quinoline compound that contributes to radical generation through the above-mentioned interaction has a molecular weight of 200 or more, thereby suppressing volatilization of the quinoline compound during the film drying process when fabricating the light-absorbing filter. Furthermore, since the quinoline compound is unsubstituted at the 2-position and has a substituent at at least one of the 3- to 8-positions, steric hindrance, which occurs when a substituent is present at the 2-position, is not generated, thereby further increasing the radical generation efficiency. As a result, the light-absorbing filter of the present invention can decolorize with an excellent decolorization rate while reducing residual solvent in the film and causing almost no secondary absorption associated with dye decomposition.

[0016] In this way, the light-absorbing filter of the present invention undergoes a chemical change of the pigment when irradiated with light (ultraviolet rays), causing it to lose its color. That is, the light-absorbing filter of the present invention has the property that the pigment undergoes a chemical change and can be decolorized when irradiated with light (ultraviolet rays).

[0017] <Dye> The dye contained in the light-absorbing filter of the present invention is not particularly limited, and for example, a dye having a maximum absorption wavelength showing maximum absorbance at a wavelength of 400 to 700 nm can be used. As the dye, any dye used in a display device can be used without any particular limitation, and examples thereof include tetraazaporphyrin (TAP), squaraine (SQ), cyanine (CY), benzylidene, cinnamylidene, azo, and indoaniline dyes. The dye contained in the light-absorbing filter of the present invention may be one type or two or more types. The light-absorbing filter of the present invention may also contain dyes other than the above-mentioned dyes.

[0018] Squaraine dyes are preferably used because they have a sharp absorption waveform at the maximum absorption wavelength showing the maximum absorbance. Preferred examples include dyes represented by the following general formula (1).

[0019]

[0020] In general formula (1), A and B each independently represent an aryl group which may have a substituent, a heterocyclic group which may have a substituent, or -CH=G, where G represents a heterocyclic group which may have a substituent.

[0021] Unless otherwise specified, the definition and preferred range of each substituent in the general formula (1) are the same as those of the dye represented by the general formula (1) described in WO 2021 / 132674. Can be applied as is.

[0022] As the dye represented by the general formula (1), the description of the tautomeric structure described in paragraphs

[0020] to

[0114] of WO 2021 / 132674, the squaraine dyes and quencher-incorporated dyes represented by any of the general formulae (1) to (9) and specific examples thereof, and the description of the squaraine dyes represented by the general formula (14) and specific examples described in paragraphs

[0116] to

[0126] of WO 2022 / 138925 can be applied as is.

[0023] Furthermore, as the dye, a benzylidene or cinnamylidene dye represented by the following general formula (V) can also be used.

[0024]

[0025] In the above formula, A ６１ represents an acidic nucleus, and L ６１ , L ６２ and L ６３ each independently represents an optionally substituted methine group; L ６４ and L ６５ R each independently represents an alkylene group having 1 to 4 carbon atoms. ６２ and R ６３ each independently represents a cyano group, —COOR ６４ (i.e., -C(=O)OR ６４), -CONR ６５ R ６６ (i.e., —C(═O)NR ６５ R ６６ ), -COR ６４ (i.e., -C(=O)R ６４ ), -SO ２ R ６４ or -SO ２ NR ６５ R ６６ indicates R ６４ represents an alkyl group, an alkenyl group, a cycloalkyl group, or an aryl group; R ６５ and R ６６ R each independently represents a hydrogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, or an aryl group. ６１ represents a substituent, m ６１ is an integer of 0 or 1, and n ６１ is an integer from 0 to 4.

[0026] The compound (dye) represented by the general formula (V) is the same as the benzylidene or cinnamylidene dye represented by the general formula (V) described in

[0116] to

[0133] of WO 2021 / 132674. Therefore, for the description of each substituent in the general formula (V) and specific examples of the compound represented by the general formula (V), the descriptions in

[0118] to

[0133] of WO 2021 / 132674 can be applied as they are.

[0027] Furthermore, the dye may be an azo dye represented by any one of the general formulas (i) to (iv) described below or an indoaniline dye represented by the general formula (v) described below. When the light-absorbing filter of the present invention has such a configuration, it can exhibit excellent decolorization properties even when irradiated with ultraviolet light at room temperature (meaning 10 to 30°C), which is a mild environment. While the reason for this is speculation, it is believed that the azo dye represented by the general formula (i) described below exhibits excellent decolorization rates even when irradiated with ultraviolet light at mild temperatures, such as room temperature, because the hydroxy group on the pyridine ring bonded to the azo group (-N=N-) contributes to the generation of radical species. Furthermore, the azo dye represented by the general formula (i) described below itself exhibits excellent decolorization properties because it hardly exhibits secondary absorption associated with dye decomposition. The azo dye represented by any one of the general formulas (ii) to (iv) described below has a structure in which an electron-donating group (amino group) is substituted at one end of the chromophore and an electron-withdrawing group (thiazole group or isothiazole group) is substituted at the other end. In general, the effect of stabilizing a radical by substituting both an electron-donating group and an electron-withdrawing group for the radical center is known as the "Captodative Effect," and is described, for example, in Acc. Chem. Res., Vol. 18 (1985), pp. 148-154. It is believed that the azo dyes represented by any of the below-described general formulae (ii) to (iv) also easily generate radicals due to the "Captodative Effect," and therefore exhibit an excellent decolorization rate when irradiated with ultraviolet light. Furthermore, the indoaniline dye represented by the general formula (v) described below also has a structure in which an electron-donating group (amino group) is substituted at one end of the chromophore and an electron-withdrawing group (carbonyl group) is substituted at the other end, and due to the above-mentioned "Captodative Effect," an excellent decolorization rate can be obtained even when irradiated with ultraviolet light under a mild temperature condition such as room temperature. Furthermore, the azo dye represented by any of the general formulas (ii) to (iv) described below and the indoaniline dye represented by the general formula (v) described below themselves hardly cause secondary absorption associated with decomposition of the dye, and are therefore considered to exhibit excellent decolorization properties.

[0028]

[0029] In the above formula, R１７ and R １８ R each independently represents a hydrogen atom or a monovalent substituent. １９ represents 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. For example, a squaraine dye represented by the above-mentioned general formula (1) can be mentioned.

[0030] 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.

[0031] R１７ ~R １９ The aliphatic group which can be taken as 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. The monovalent substituent which may be taken as R １７ and R １８ The same applies to the following description of the monovalent substituent that may be possessed. Preferred examples of the monovalent substituent that may be possessed include an alkoxy group, an acyloxy group, and a hydroxy group. These substituents may further have a substituent, and preferred examples thereof include an alkoxy group, an acyloxy group, and a hydroxy group.

[0032] 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.

[0033] R １７ ~R １９The heterocyclic group that can be taken 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 monovalent 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.

[0034] R １７ ~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 1 to 16 carbon atoms. Specific examples include a methylcarbamoyl group, a dimethylcarbamoyl group, a phenylcarbamoyl group, and an N-methyl-N-phenylcarbamoyl group.

[0035] 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. １９The 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.

[0036] R １７ ~R １９ The 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 7 to 16 carbon atoms. Specific examples include a phenoxycarbonyl group, a 4-methylphenoxycarbonyl group, and a 3-chlorophenoxycarbonyl group.

[0037] 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.

[0038] 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. １９The 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.

[0039] R １７ ~R １９ The 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 benzenesulfonyl and toluenesulfonyl groups.

[0040] 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.

[0041] 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.

[0042] 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 ~R１９ 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.

[0043] The diazo component residue represented by Q is the diazo component "Q-NH ２". 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.

[0044] The aromatic heterocyclic group that can be taken as Q is preferably 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 number of carbon atoms in the aromatic heterocyclic group is preferably 1 to 25, 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 pyrazolyl group, a 1,2,4-triazolyl group, an isothiazolyl group, a benzoisothiazolyl group, a thiazolyl group, a benzothiazolyl group, an oxazolyl group, and a 1,2,4-thiadiazolyl group.

[0045] Examples of the azo dye represented by the general formula (i) include the following exemplary compounds (B-12) to (B-16), (B-18), and (B-19), although the present invention is not limited thereto.

[0046]

[0047]

[0048] In the above formula, R ２１ ~R ２４ , R ２６ and R ２７ represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxy group, a sulfo group, -OR １０８ , -SR１０９ , -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 １２１ represents a hydrogen atom, an acyclic hydrocarbon group, a monocyclic hydrocarbon group, a condensed polycyclic hydrocarbon group, or a heterocyclic group. n is a positive integer. The acyclic hydrocarbon group, the monocyclic hydrocarbon group, the condensed polycyclic hydrocarbon group, and the heterocyclic group may each be 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 ２ S) ｎ R １２１ The aryl group 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.

[0049] R ２１ ~R ２４ , R ２６ , R ２７ 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. 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. ２１ ~R ２４ , R ２６ , R ２７ and R １０８ ~R １２１ The 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 it is structurally possible, but is more 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. R ２１ ~R ２４ , R ２６ , R ２７ and R １０８ ~R １２１The fused polycyclic hydrocarbon group that can be taken as R 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 more 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. ２１ ~R ２４ , R ２６ , R ２７ and R １０８ ~R １２１ The heterocyclic group that can be used as the heterocyclic group is R １７ ~R １９ 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.

[0050] Specific groups of each substituent in the general formula (ii) are the same as those of R for the compound represented by the general formula [1] described in JP-A-5-257180, unless otherwise specified. １ ~R ４ , R ６ , R ７ , R ８ ~R ２１ The descriptions regarding R ２１ ~R ２４ , R ２６ , R ２７ , R １０８ ~R １２１ can be applied as is.

[0051] R ２１ represents a cyano group, a nitro group, -OR １０８, an acyclic hydrocarbon group (preferably an acyclic alkyl group or an acyclic alkenyl group) or a heterocyclic group is preferred, a cyano group or a nitro group, or an acyclic alkyl group substituted with a halogen atom (preferably an alkyl group substituted with a fluorine atom) is more preferred, and a cyano group is even more preferred. ２２ is preferably a hydrogen atom, a cyano group, an acyclic hydrocarbon group (preferably an acyclic alkyl group) or a monocyclic hydrocarbon group, more preferably a hydrogen atom, an alkyl group or an aryl group, and even more preferably an alkyl group or an aryl group. ２１ and R ２２ At least one of R is preferably a cyano group or a nitro group, or an acyclic alkyl group substituted with a halogen atom, a cyano group, or a nitro group. ２３ represents a hydrogen atom, -OR １０８ , -SR １０９ , -NR １１０ R １１１ , —C(═O)NR １１４ R １１５ , -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 , -NR １１０ R １１１ , -NHC(=O)R １１６ or acyclic alkyl groups are more preferred, -NHC(=O)R １１６ More preferably, R １０８ ~R １１１ , R １１６ , R １１８ ~R １２１is preferably an acyclic alkyl group. ２４ and R ２７ 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 or -SR １０９ is more preferred, and a hydrogen atom is even more preferred. １０８ ~R １１１ , R １１６ , 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 is preferably an acyclic alkyl group, and R １１１ is preferably an acyclic alkyl group, and is preferably an unsubstituted acyclic alkyl group or —OR １０８ , a non-cyclic alkyl group having a monocyclic hydrocarbon group or a condensed polycyclic hydrocarbon group as a substituent is more preferred. １０８ is preferably a hydrogen atom or an acyclic alkyl group.

[0052] Specific examples of the dye represented by general formula (ii) include the compounds used in the examples described later, as well as the compounds described in paragraphs

[0023] to

[0034] of JP-A No. 5-257180, and the compounds described in paragraphs

[0050] and

[0052] of JP-A No. 2013-129712, compound D-18 described in paragraph

[0055] , and the compound described in paragraph

[0056] . However, the present invention is not limited to these.

[0053]

[0054] In the above formula, R ３１ represents a hydrogen atom, an alkyl group, an alkoxy group, a cyano group, a carbonyl group (preferably an alkyloxycarbonyl group or an aryloxycarbonyl group), an aromatic group, or a heterocyclic group. ３２ represents a hydrogen atom, an alkyl group, an alkoxy group, a cyano group, a nitro group, a carbonyl group (preferably an alkyloxycarbonyl group or an aryloxycarbonyl group), an aromatic group, or a heterocyclic group. ３４ and R ３５ R each independently represents a hydrogen atom, an alkyl group, or an aromatic group. ３７ represents a hydrogen atom, an alkyl group, an alkoxy group, a cyano group, a carbonyl group (preferably an alkyloxycarbonyl group or an aryloxycarbonyl group), an acylamino group, or an aromatic group. ３４ and R ３５ may be bonded to each other to form a ring.

[0055] The definition and preferred range of each substituent in the general formula (iii) are the same as those of R in the general formula (1) described in JP-A-2013-129712, unless otherwise specified. １ and R ２ The descriptions regarding R ３１ and R ３２ R relating to general formula (3) described in JP-A-2013-129712 ４ , R ５ and R ７ The descriptions regarding R ３４ , R ３５ and R ３７ In the present invention, R３７ R in the general formula (3) described in JP-A-2013-129712 ７ In addition to the hydrogen atom, alkyl group, alkoxy group, cyano group, carbonyl group and aromatic group that R can take, it can also take the following acylamino group: ３７ The number of carbon atoms in the acylamino group that can be taken as R is preferably 1 to 12, more preferably 1 to 6. ３１ , R ３２ and R ３７ The number of carbon atoms in the alkyl group that can be taken as R is more preferably 1 to 20, further preferably 1 to 12, and particularly preferably 1 to 6. ３１ , R ３２ and R ３７ The number of carbon atoms in the alkoxy group that can be taken as R is more preferably 1 to 20, further preferably 1 to 12, and particularly preferably 1 to 6. ３１ , R ３２ and R ３７ The number of carbon atoms in the alkyloxycarbonyl group that can be taken as R is preferably 2 to 30, more preferably 2 to 20, even more preferably 2 to 12, and particularly preferably 2 to 7. ３４ and R ３５ The alkyl group that can be taken as the alkyl group preferably has 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, and even more preferably 1 to 12 carbon atoms.

[0056] R ３１ is preferably an alkyl group or an aryl group, more preferably an alkyl group. ３２ is preferably an alkyl group or a cyano group, more preferably a cyano group. ３４ and R ３５ is preferably a hydrogen atom or an alkyl group, more preferably an alkyl group. ３７ is preferably a hydrogen atom, an alkyl group, an acylamino group or an aromatic group, more preferably a hydrogen atom or an alkyl group, and even more preferably an alkyl group.

[0057] Specific examples of the dye represented by formula (iii) include the compounds shown below, although the present invention is not limited to these.

[0058]

[0059]

[0060]

[0061]

[0062] In the above formula, R ４１ ~R ４４ , R ４６ and R ４７ represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, a carboxy group, a sulfo group, -OR ２０８ , -SR ２０９ , -NR ２１０ R ２１１ , -S(=O) ２ NR ２１２ R ２１３ , —C(═O)NR ２１４ R ２１５ , -NHC(=O)R ２１６ , -C(=O)OR ２１７ , -O(CH ２ CH ２ O) ｎ R ２１８ , -O(CH ２ CH ２ S) ｎ R ２１９ , -S(CH ２ CH ２ O) ｎ R ２２０ , -S(CH ２ CH ２ S) ｎ R ２２１ , acyclic hydrocarbon group, monocyclic hydrocarbon group, condensed polycyclic hydrocarbon group, or heterocyclic group. ２０８ ~R ２２１ represents a hydrogen atom, an acyclic hydrocarbon group, a monocyclic hydrocarbon group, a condensed polycyclic hydrocarbon group, or a heterocyclic group. n is a positive integer. The acyclic hydrocarbon group, the monocyclic hydrocarbon group, the condensed polycyclic hydrocarbon group, and the heterocyclic group may each be a halogen atom, a cyano group, a nitro group, a carboxy group, a sulfo group, an -OR ２０８ , -SR ２０９ , -NR ２１０ R ２１１ , -S(=O) ２ NR ２１２ R ２１３ , —C(═O)NR２１４ R ２１５ , -NHC(=O)R ２１６ , -C(=O)OR ２１７ , -O(CH ２ CH ２ O) ｎ R ２１８ , -O(CH ２ CH ２ S) ｎ R ２１９ , -S(CH ２ CH ２ O) ｎ R ２２０ and -S(CH ２ CH ２ S) ｎ R ２２１ may have one or more of the following as substituents.

[0063] R in general formula (iv) ４１ ~R ４４ , R ４６ , R ４７ , R ２０８ ~R ２２１ and n are the same as R in the general formula (ii) above unless otherwise specified. ２１ ~R ２４ , R ２６ , R ２７ , R １０８ ~R １２１ The descriptions of R and n can be applied as they are. ４３ represents a hydrogen atom, -OR ２０８ , -SR ２０９ , -NR ２１０ R ２１１ , -NHC(=O)R ２１６ , -O(CH ２ CH ２ O) ｎ R ２１８ , -O(CH ２ CH ２ S) ｎ R ２１９ , -S(CH ２ CH ２ O) ｎ R ２２０ , -S(CH ２ CH ２ S) ｎ R ２２１or a non-cyclic hydrocarbon group (preferably a non-cyclic alkyl group), and a hydrogen atom, -OR ２０８ , -SR ２０９ , -NR ２１０ R ２１１ , -NHC(=O)R ２１６ or acyclic alkyl groups are more preferred, -NHC(=O)R ２１６ or acyclic alkyl group is more preferred. ２０８ ~R ２１１ , R ２１６ , R ２１８ ~R ２２１ is preferably an acyclic alkyl group. ４４ and R ４６ -NR located at the ortho position relative to ２１０ R ２１１ In this case, R ２１０ is preferably an acyclic alkyl group, and R ２１１ is preferably an acyclic alkyl group, and is preferably an unsubstituted acyclic alkyl group (including an acyclic alkyl group substituted with an acyclic alkyl group), or -OR ２０８ , a non-cyclic alkyl group having a monocyclic hydrocarbon group or a condensed polycyclic hydrocarbon group as a substituent is more preferred. ２０８ is preferably a hydrogen atom or an acyclic alkyl group. ４４ and / or R ４６ is R on the benzene ring ４４ and R ４６ -NR located at the ortho position relative to ２１０ R ２１１ R in ２１０ and / or R ２１１ and may be bonded to form a ring. The ring that may be formed is preferably a 5- or 6-membered ring, and may be saturated or unsaturated, and is preferably a saturated 6-membered ring. The ring that may be formed may further have a substituent, and preferably has, for example, an alkyl group. Among these, as a form of forming a ring, R ４６ and R on the benzene ring ４４ and R ４６ -NR located at the ortho position relative to ２１０ R ２１１ R in ２１１and preferably combine to form a saturated six-membered ring.

[0064] Specific examples of the dye represented by general formula (iv) include the compounds used in the examples described below, as well as the compounds described in paragraph

[0053] of JP-A-2013-129712, although the present invention is not limited thereto.

[0065]

[0066] In the above formula, Q １ represents a group of atoms necessary to form a 5- to 7-membered nitrogen-containing heterocyclic ring together with the carbon atom to which it is attached, including at least one nitrogen atom. ５１ represents an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, an aminocarbonyl group, or a sulfonyl group; R ５２ represents a hydrogen atom or an alkyl group, and R ５３ ~R ５７ represents a hydrogen atom, an alkyl group, an alkoxy group, an acylamino group, an alkylsulfonylamino group, or a halogen atom; R ５８ and R ５９ represents a hydrogen atom, an alkyl group, or an aryl group. ５１ and R ５３ But, R ５４ and R ５５ and / or R ５５ and R ５９ But, or R ５８ and R ５９ may be bonded to each other to form a ring. ５１ and R ５３ may be bonded to each other to form a ring, and R ５４ and R ５５ and / or R ５５ and R ５９ may be bonded to each other to form a ring, or R ５８ and R ５９ may be bonded to each other to form a ring.

[0067] The definition and preferred range of each substituent in the general formula (v) are the same as those of R relating to the general formula (I) described in JP-A-2-92686, unless otherwise specified. １~R ６ , R ８ , R ９ and Q １ The descriptions regarding R ５１ ~R ５６ , R ５８ , R ５９ and Q １ In the present invention, R ５３ ~R ５６ R in the general formula (I) described in JP-A-2-92686 ３ ~R ６ In addition to the hydrogen atom, alkyl group, alkoxy group, and halogen atom that R can take, R can take the following acylamino group and alkylsulfonylamino group. ５３ ~R ５７ The number of carbon atoms in the acylamino group that can be taken as R is preferably 1 to 12, and more preferably 1 to 6. ５３ ~R ５７ The number of carbon atoms in the alkylsulfonylamino group that can be taken as R is preferably 1 to 12, and more preferably 1 to 6. ５７ The alkyl group, alkoxy group and halogen atom that can be taken as R ５３ ~R ５６ The descriptions of the alkyl group, alkoxy group and halogen atom that can be taken as the alkyl group, alkoxy group and halogen atom can be applied as they are.

[0068] Q １ is preferably —NR １６ C(=O)-Q ２ It is expressed as -. ２ is -NR １６ C(=O)-Q ２ The carbon atom to which - is bonded and -NR １６ R represents a group of atoms necessary to form a 5- to 7-membered nitrogen-containing heterocycle together with C(═O)—, and examples thereof include a divalent amino group, an ether bond, a thioether bond, an alkylene bond, an ethylene bond, an imino bond, a sulfonyl bond, a carbonyl bond, an arylene bond, or a divalent heterocyclic group, or a group formed by combining two or more of these. １６ represents a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group, and preferably a hydrogen atom. １６The definition and preferred range of each substituent of R in general formula (I) described in JP-A-2-92686 are also the same as those described in １６ The descriptions regarding R can be applied as they are. ５１ is preferably an acyl group having 2 to 7 carbon atoms or an alkoxycarbonyl group having 2 to 7 carbon atoms. ５２ is preferably a hydrogen atom, and R ５３ ~R ５６ is preferably a hydrogen atom. ５７ is preferably an alkoxy group, an acylamino group, or an alkylsulfonylamino group, and more preferably an alkoxy group or an acylamino group. ５８ and R ５９ is preferably an alkyl group having 1 to 6 carbon atoms.

[0069] In particular, the indoaniline dye represented by the above general formula (v) is preferably represented by the following general formula (va):

[0070]

[0071] In the above formula, R ５１ , R ５３ , R ５７ ~R ５９ and Q ２ is R in the above general formula (v). ５１ , R ５３ , R ５７ ~R ５９ and Q ２ It is synonymous with: ２ is -CR １１ R １２ CR １３ R １４ -, -CR １１ R １２ -or-NR １１ - is preferred, and -CR １１ R １２ CR １３ R １４ - is more preferred. １１ ~R １４ represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and R １１ and R １２ is a hydrogen atom, and R １３ and R １４is preferably an alkyl group having 1 to 4 carbon atoms. １１ R １２ CR １３ R １４ - is R １１ and R １２ is preferably bonded to >C=O on the side of the carbon atom to which it is bonded.

[0072] Specific examples of the dye represented by formula (v) include the compounds used in the examples described later, as well as compounds No. 1 to 51 described on pages 5 and 6 of JP-A No. 2-92686, although the present invention is not limited to these.

[0073] The total content of the dyes in the 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.

[0074] <Quinoline Compound> The light-absorbing filter of the present invention contains a quinoline compound (also simply referred to as a quinoline compound) having a molecular weight of 200 or more, which is unsubstituted at the 2-position and has a substituent at at least one of the 3- to 8-positions. This quinoline compound may be used alone, or two or more types may be used in combination. "Unsubstituted at the 2-position" means that the quinoline compound does not have a substituent at the 2-position of the quinoline ring, but a hydrogen atom is bonded thereto. In the light-absorbing filter of the present invention, as described above, the quinoline compound exhibits enhanced interaction with the carboxy group in the carboxy group-containing polymer described below upon ultraviolet irradiation, thereby increasing the radical generation efficiency. The position of the substituent in the quinoline compound may be any of the 3- to 8-positions, and it is preferable that at least one of the 3-, 4-, 5-, 6-, and 7-positions be substituted with a substituent. From the viewpoint of further improving decolorization while reducing residual solvent in the film, it is more preferable that at least the 4-position be substituted with a substituent. In the quinoline compound, the total number of positions substituted with a substituent may be at least one of the 3- to 8-positions, and may be two or more. In the present invention, of the 3- to 8-positions, it is preferable that 1 to 6 are substituted with a substituent, more preferably 1 to 3 are substituted with a substituent, even more preferably 1 or 2 are substituted with a substituent, and particularly preferably 1 is substituted with a substituent. Among these, it is preferable that, of the 3- to 8-positions of the quinoline compound, at least 1 to 3 positions including the 4-position are substituted with a substituent, more preferably 1 or 2 positions including the 4-position are substituted with a substituent, and even more preferably only the 4-position is substituted with a substituent.

[0075] The quinoline compound is preferably a compound represented by the following general formula (Q), from the viewpoint of further improving the decolorization property while reducing the residual solvent in the film.

[0076]

[0077] In the above formula, R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, or a monovalent heterocyclic group, L represents any one of -O-, -C(=O)-, -NH-, -S-, and an alkylene group, or a divalent linking group formed by combining two or more of these, and m is an integer of 1 to 6. However, the 2-position of the above compound is unsubstituted.

[0078] When a quinoline compound is applied to general formula (Q), L and R are determined according to the following rules 1) and 2). 1) When the substituent bonded to the quinoline ring contains an aromatic hydrocarbon ring or a heterocyclic ring, L and R are determined so that the aromatic hydrocarbon ring or heterocyclic ring closest to the quinoline ring is an aryl group or a monovalent heterocyclic group that can be adopted as R. 2) In cases other than 1) above, L and R are determined so that the longest chain among the substituents bonded to the quinoline ring is the main chain of -L-R. In 2), when the main chain portion of -L-R determined above is an alkyl group, L is determined to be an alkylene group and R is determined to be a hydrogen atom. In 2), when the main chain portion of -L-R determined above is an alkyl group, L is determined to be an alkylene group and R is determined to be a hydrogen atom. Ｍ -R Ｍ (L Ｍ represents any one of —O—, —C(═O)—, —NH—, and —S—, or a group formed by combining two or more of these; R Ｍ represents an alkyl group.) When L is *-L Ｍ - an alkylene group (attached to the quinoline ring at the * side, Ｍ has the same meaning as above.) and R is determined so that it is a hydrogen atom. In 2) other than the above, L and R are determined so that the bonding site of L to R is -O-, -C(=O)-, -NH-, or -S- and the portion of L is the longest. In this case, R can be a hydrogen atom.

[0079] R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, or a monovalent heterocyclic group. The number of carbon atoms of the alkyl group (including an alkyl group having a ring structure) that can be taken as R is, for example, preferably 1 to 20, more preferably 1 to 16, even more preferably 1 to 12, and particularly preferably 1 to 8. The number of carbon atoms of the alkenyl group that can be taken as R is, for example, preferably 2 to 20, more preferably 2 to 16, even more preferably 2 to 12, and particularly preferably 2 to 8. The aryl group that can be taken as R may be a monocyclic or condensed ring, and the number of carbon atoms of the aryl group is, for example, preferably 6 to 26, more preferably 6 to 22, even more preferably 6 to 18, particularly preferably 6 to 14, and especially preferably 6 to 12. The monovalent heterocyclic group that can be taken as R may be a monocycle or a fused ring, and may be an aliphatic ring or an aromatic ring, and the number of ring members in each ring constituting the heterocycle is preferably 3 to 7, more preferably 5 to 7, and even more preferably 5 or 6. Examples of heteroatoms constituting the heterocycle of the monovalent heterocyclic group include an oxygen atom, a nitrogen atom, and a sulfur atom, and at least one of an oxygen atom and a nitrogen atom is preferred. The number of heteroatoms in the atoms constituting the heterocycle of the monovalent heterocyclic group is not particularly limited, but is preferably 1 to 3. The number of carbon atoms in the monovalent heterocyclic group is, for example, preferably 1 to 40, more preferably 1 to 30, even more preferably 1 to 20, and particularly preferably 1 to 16. Examples of the monovalent heterocyclic group include a glycidyl group, a furyl group, a thienyl group, a pyrrolyl group, an imidazolyl group, an isothiazolyl group, an isoxazolyl group, a pyridyl group, a pyrazinyl group, a benzofuranyl group, a benzothiazolyl group, a benzoxazolyl group, an indolyl group, an aziridinyl group, a piperazinyl group, a thiophenyl group, a pyrazolyl group, a benzimidazolyl group, a quinoxalinyl group, an acridinyl group, and a carbazolyl group. The alkyl group, alkenyl group, aryl group, and monovalent heterocyclic group that can be taken as R may further have a substituent.Examples of the substituents that may be present include a carboxy group, an amino group, an alkylcarbonyl group, an arylcarbonyl group, an acyloxy group, an alkoxycarbonyl group, an aryloxycarbonyl group, a halogen atom (preferably a fluorine atom or a chlorine atom), a cyano group, a hydroxy group, an alkyl group (including unsubstituted alkyl groups, as well as substituted alkyl groups such as halogenoalkyl groups and carboxyalkyl groups), an alkenyl group, an aryl group, an alkoxy group (including unsubstituted alkoxy groups, as well as substituted alkoxy groups such as alkoxy groups substituted with aryl groups), an aryloxy group, a ureido group, a urethane group, an amide group, a carbamoyl group, and an oxo group (=O). R is preferably a hydrogen atom, an alkyl group, an aryl group, or a monovalent heterocyclic group, more preferably a hydrogen atom, an alkyl group, or an aryl group, and even more preferably a hydrogen atom or an aryl group.

[0080] L represents any one of -O-, -C(=O)-, -NH-, -S- and alkylene groups, or a divalent linking group formed by combining two or more of these. Examples of divalent linking groups formed by combining two or more of -O-, -C(=O)-, -NH- and -S- that can be taken as L include -C(=O)O-, -C(=O)S-, -NHCO-, -NHCOO-, -NHCOS- and -NHCONH-, of which -C(=O)O-, -NHCO-, -NHCOO- or -NHCONH- are preferred, and -C(=O)O-, -NHCO- or -NHCOO- are more preferred. It should be noted that there are no limitations on which side of these linking groups is the quinoline ring side unless otherwise specified. This also applies to the following description. Preferred examples of the divalent linking group obtained by combining two or more of -O-, -C(=O)-, -NH-, -S-, and an alkylene group that can be taken as L include divalent linking groups obtained by combining two or more of an alkylene group, -O-, -C(=O)-, -C(=O)O-, -NHCO-, -NHCOO-, and -NHCONH-. The alkylene group that can be taken as L may be a chain alkylene group obtained by removing two hydrogen atoms from a linear or branched alkane, or a cyclic alkylene group obtained by removing two hydrogen atoms from a cycloalkane or a bridged cycloalkane, or a combination of a chain alkylene group and a cyclic alkylene group, with a chain alkylene group being preferred. The number of carbon atoms in the alkylene group that can be taken as L is, for example, preferably 1 to 20, more preferably 1 to 16, even more preferably 1 to 12, and particularly preferably 1 to 8, for a chain alkylene group, and for example, preferably 3 to 20, more preferably 5 to 16, and even more preferably 5 to 12, for a cyclic alkylene group. The alkylene group that can constitute L may further have a substituent. Examples of the substituent that may be possessed include the substituents that may be possessed by the alkyl group, alkenyl group, aryl group, and monovalent heterocyclic group that can be taken as the above-mentioned R.

[0081] Specific examples of L include the following groups: -O-, -C(=O)-, -C(=O)O-, -NH-, -NHCO-, -NHCOO-, and -NHCONH-. Divalent linking groups containing an alkylene group as the bonding site to the quinoline ring: -alkylene-, *-alkylene-O-, *-alkylene-C(=O)-, *-alkylene-C(=O)O-, *-alkylene-OC(=O)-, *-alkylene-C(=O)NH-, *-alkylene-NHC(=O)-, *-alkylene-OC(=O)NH-, *-alkylene-NHC(=O)O-, and *-alkylene-NHC(=O)NH-. A divalent linking group containing *-O-alkylene as the bonding site to the quinoline ring: *-O-alkylene-, -O-alkylene-O-, *-O-alkylene-C(=O)-, *-O-alkylene-C(=O)O-, *-O-alkylene-OC(=O)-, *-O-alkylene-C(=O)NH-, *-O-alkylene-NHC(=O)-, *-O-alkylene-OC(=O)NH-, *-O-alkylene-NHC(=O)O-, and *-O-alkylene-NHC(=O)NH-. Furthermore, in the divalent linking group containing *-O-alkylene as the bonding site to the quinoline ring, groups in which *-O- is replaced with *-C(=O)-, *-C(=O)O-, *-OC(=O)-, *-C(=O)NH-, *-NHC(=O)-, *-OC(=O)NH-, *NHC(=O)O-, or *-NHC(=O)NH- are also preferred. Examples of these substituted groups include *-C(=O)-alkylene-, *-C(=O)O-alkylene-, *-NHC(=O)-alkylene-, and *-OC(=O)NH-alkylene-OC(=O)-. * means that the divalent linking group is bonded to the quinoline ring on the * side. This has the same meaning in the following description.

[0082] In general formula (Q), at least one of L is preferably a divalent linking group containing an alkylene group as a bonding site with the quinoline ring, a divalent linking group containing *-O-alkylene as a bonding site with the quinoline ring, *-C(=O)-alkylene-, *-C(=O)O-alkylene-, *-NHC(=O)-alkylene-, or *-OC(=O)NH-alkylene-OC(=O)-, and a divalent linking group containing an alkylene group as a bonding site with the quinoline ring, or a divalent linking group containing *-O-alkylene as a bonding site with the quinoline ring (These are collectively referred to as "a divalent linking group containing an alkylene group or *-O-alkylene as the bonding site to the quinoline ring."), more preferably an alkylene group, *-O-alkylene-, -O-alkylene-O-, *-O-alkylene-C(=O)-, *-O-alkylene-C(=O)O-, *-O-alkylene-OC(=O)-, or *-O-alkylene-OC(=O)NH-, and particularly preferably an alkylene group, *-O-alkylene-, or -O-alkylene-O-. Of -L-R in general formula (Q), -L-R having an L other than the above-mentioned L that is preferably present in the compound is not particularly limited, and examples thereof include a hydroxy group.

[0083] m is an integer of 1 to 6, preferably an integer of 1 to 3, more preferably 1 or 2, and even more preferably 1. In the general formula (Q), the position at which the substituent represented by -L-R is present may be any of the 3- to 8-positions, preferably at least one of the 3- to 7-positions, and from the viewpoint of further improving the decolorization property while reducing the residual solvent in the film, more preferably at least the 4-position. Among these, the position at which the substituent represented by -L-R is present is preferably 1 to 3 of the 3- to 8-positions, including at least the 4-position, more preferably 1 or 2 of the 4-positions, including at least the 4-position, and even more preferably only the 4-position.

[0084] The compound represented by general formula (Q) may further have, in addition to the substituent represented by -L-R, one or more substituents other than the substituent represented by -L-R at any of positions 3 to 8. Examples of the substituent other than the substituent represented by -L-R include a halogen atom, a nitro group, a cyano group, and a halogenoalkyl group.

[0085] The quinoline compound has a molecular weight of 200 or more. The quinoline compound may be a low-molecular-weight compound having a molecular weight of 1000 or less, or may be a polymer (including oligomers; the same applies hereinafter) having a molecular weight of more than 1000. In particular, the quinoline compound is a low-molecular-weight compound, that is, preferably has a molecular weight of 200 to 1000, more preferably 210 to 500, even more preferably 250 to 500, and particularly preferably 250 to 400. By adjusting the molecular weight of the quinoline compound to fall within this range, volatilization of the quinoline compound during the film drying process when producing a light-absorbing filter can be suppressed, and the film will not become cloudy and / or precipitate, and will exhibit stable and good decolorization properties when irradiated with ultraviolet light.

[0086] The quinoline compound may be a polymer. In this case, the quinoline compound is preferably bonded to the polymer via a linking group, and more preferably, at least one of the structural units of the polymer is a structural unit having a quinoline structure in its side chain. When the quinoline compound is a polymer, a polymer in which one hydrogen atom is removed from one R in the compound represented by the general formula (Q) to have a bond and which is bonded to the side chain of at least one structural unit of the polymer is preferred, and a polymer bonded to the side chain of a vinyl group structural unit or a (meth)acrylate structural unit is more preferred. As the form in which one hydrogen atom is removed from one R in the compound represented by the general formula (Q), a form in which one hydrogen atom is removed from R at one of the 3-, 4-, 5-, 6-, and 7-positions in the compound represented by the general formula (Q) to have a bond is preferred, and a form in which one hydrogen atom is removed from R at the 4-position to have a bond is more preferred. When the quinoline compound is a polymer, the structural units other than the structural unit having a quinoline structure in its side chain are not particularly limited and include, for example, (meth)acrylate structural units, and preferably structural units derived from (meth)acrylic acid alkyl esters. Specific examples include methyl (meth)acrylate, as well as other structural units X in the carboxy group-containing polymer described below, structural units having an aromatic ring, and structural units having an alicyclic structure. The alkyl group in the (meth)acrylic acid alkyl ester may have a substituent, and examples thereof include a hydroxy group, an amino group, a cyano group, and a halogen atom. When the quinoline compound is a polymer, the content of the structural unit having a quinoline structure in the polymer is preferably 30 to 100% by mass, more preferably 50 to 90% by mass, and even more preferably 60 to 80% by mass. Furthermore, the content of structural units other than the structural unit having a quinoline structure in a side chain in the polymer is preferably 0 to 70% by mass, more preferably 10 to 50% by mass, and even more preferably 20 to 40% by mass. When the quinoline compound is a polymer, the weight-average molecular weight is preferably more than 1,000 and not more than 50,000, more preferably 2,000 to 30,000, and even more preferably 3,000 to 15,000.By setting the weight average molecular weight within this range, it is possible to obtain a suitable light-absorbing filter film that has good compatibility with the carboxyl group-containing polymer described below and has little turbidity.

[0087] Among the compounds represented by the general formula (Q), those in which L is an alkylene group can exhibit excellent decolorization properties while reducing residual solvent in the film, regardless of the glass transition temperature (Tg) of the carboxyl group-containing polymer described below. Furthermore, among the compounds represented by the general formula (Q), those in which at least one of L in the general formula (Q) is a divalent linking group containing the above-mentioned *-O-alkylene as the bonding site to the quinoline ring in the general formula (Q) can further improve decolorization properties while reducing residual solvent in the film by adjusting the Tg of the carboxyl group-containing polymer described below to a desired temperature, such as 80° C. or lower. In particular, among the compounds represented by the above general formula (Q), compounds in which at least one of L in general formula (Q) is a divalent linking group containing the above-mentioned *-O-alkylene as a bonding site to the quinoline ring in general formula (Q), and which have a molecular weight of 250 to 400, can achieve a higher level of both reduction in residual solvent in the film and decolorization properties by adjusting the Tg of the carboxy group-containing polymer described below to a desired temperature or lower, such as 80° C. or lower. As described above, the reason why the decolorization rate can be further improved by adjusting the Tg of the carboxy group-containing polymer to a desired temperature or lower, such as 80° C. or lower, is thought to be that when the glass transition temperature of the carboxy group-containing polymer is low, radicals generated by ultraviolet irradiation are more likely to come into contact with the dye, making the decolorization reaction more likely to proceed.

[0088] Specific examples of the quinoline compound are shown below. The content of the structural units in the polymer-type quinoline compound can be appropriately adjusted based on the above description of the content of each structural unit. However, the quinoline compound is not limited to these.

[0089]

[0090]

[0091]

[0092]

[0093]

[0094] The method for synthesizing the quinoline compound is not particularly limited, and the compound can be synthesized by a conventional method, for example, by referring to the method described in ChemMedChem, 2014, Vol. 9, No. 4, pp. 719-723.

[0095] The content of the quinoline compound in the light-absorbing filter of the present invention is preferably from 3 to 40% by mass, more preferably from 5 to 30% by mass, and even more preferably from 10 to 25% by mass.

[0096] <Carboxy group-containing polymer> The light-absorbing filter of the present invention contains a carboxy group-containing polymer. Here, the carboxy group may be anionized or not, and both may be included and referred to as the carboxy group. In the light-absorbing filter of the present invention, the carboxy group-containing polymer may be anionized or not.

[0097] The carboxyl group-containing polymer may be used alone or in a mixture or dispersion of two or more. The carboxyl group-containing polymer may have a linear, branched, or network structure. In the present disclosure, the term "main chain" refers to the relatively longest bond chain in the molecule of a polymer compound, and the term "side chain" refers to an atomic group branched from the main chain.

[0098] The carboxy groups may be present in the polymer in a regular or random manner, for example, in the form of a block copolymer or a graft polymer, or in the form of a random copolymer.

[0099] The carboxyl group-containing polymer of the present invention may be an addition polymerization type vinyl polymer obtained by polymerizing a polymerizable compound having an ethylenic double bond, or may be a condensation polymerization polymer such as polyester, polyether, polyurethane, polycarbonate, etc. Among these, from the viewpoints of solubility and physical properties of the film, vinyl polymers are preferred, and (meth)acrylate polymers are more preferred.

[0100] The carboxyl group-containing polymer 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.

[0101] <<Structural Unit Having a Carboxy Group>> The carboxy group-containing polymer preferably has a structural unit having a carboxy group. When the structural unit has a carboxy group, it is classified as a structural unit having a carboxy group. Examples of structural units having a carboxy group include structural units derived from (meth)acrylic acid, fumaric acid, crotonic acid, itaconic acid and itaconic acid half ester, maleic acid and maleic acid half ester, 2-carboxyethyl (meth)acrylate, 2-(meth)acryloyloxyethyl succinate, 2-(meth)acryloyloxyethyl hexahydrophthalate, 2-(meth)acryloyloxyethyl phthalate, 2-(2-carboxyethylcarbonyloxy)ethyl (meth)acrylate, 2-(2-carboxyphenylcarbonyloxy)ethyl (meth)acrylate, and 4-carboxystyrene. Among these, from the viewpoints of excellent dye decolorization properties and suppression of surface defects due to ultraviolet irradiation, structural units derived from acrylic acid, 2-carboxyethyl (meth)acrylate, or 2-(meth)acryloyloxyethylhexahydrophthalic acid are preferred, and structural units derived from acrylic acid are more preferred. The structural units having a carboxy group may be used alone or in combination of two or more types.

[0102] In the carboxy group-containing polymer, the content of the structural unit having a carboxy group is preferably adjusted appropriately so as to fall within the acid value range described below. For example, when the total of all structural units of the carboxy group-containing polymer is taken as 100 mass%, the content is preferably 1 to 100 mass%, more preferably 5 to 90 mass%, and even more preferably 10 to 65 mass%.

[0103] <<Other Structural Units X>> The carboxy group-containing polymer can have any structural unit other than the structural unit having a carboxy group described above. For example, from the viewpoint of adjusting the Tg of the carboxy group-containing polymer described below to a desired temperature, such as 80°C or lower, a structural unit having an alkyl group or polyalkyleneoxy group having 2 to 30 carbon atoms and no cyclic structure (hereinafter also referred to as "other structural unit X") can be mentioned. The terminal of the polyalkyleneoxy group is preferably a hydroxy group or an alkoxy group. The "structural unit having an alkyl group or polyalkyleneoxy group having 2 to 30 carbon atoms and no cyclic structure" refers to a structural unit having an alkyl group having 2 to 30 carbon atoms and no cyclic structure, or a structural unit having a polyalkyleneoxy group having 2 to 30 carbon atoms and no cyclic structure. This holds true even when the range of the specified number of carbon atoms is changed. For example, a "structural unit having an alkyl group or polyalkyleneoxy group having 6 to 12 carbon atoms and not having a cyclic structure" means a structural unit having an alkyl group having 6 to 12 carbon atoms and not having a cyclic structure, or a structural unit having a polyalkyleneoxy group having 6 to 12 carbon atoms and not having a cyclic structure. In a structural unit having an alkyl group or polyalkyleneoxy group having 2 to 30 carbon atoms and not having a cyclic structure, the number of carbon atoms in the alkyl group or polyalkyleneoxy group having 2 to 30 carbon atoms and not having a cyclic structure is preferably 6 to 20, more preferably 6 to 16, and even more preferably 6 to 12. Examples of the other structural unit X include a structural unit derived from a (meth)acrylate ester that has an alkyl group or polyalkyleneoxy group having 2 to 30 carbon atoms and not having a cyclic structure as a group that constitutes an ester with (meth)acrylic acid. Examples of the structural unit derived from a (meth)acrylate alkyl ester having the above-mentioned alkyl group having 2 to 30 carbon atoms and no cyclic structure as a group constituting an ester with (meth)acrylic acid include structural units derived from ethyl (meth)acrylate, butyl (meth)acrylate, hexyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, octyl (meth)acrylate, decyl (meth)acrylate, and lauryl (meth)acrylate.Examples of structural units derived from (meth)acrylate polyalkylene glycol esters having the above-mentioned polyalkyleneoxy group having 2 to 30 carbon atoms and no cyclic structure as a group constituting an ester with (meth)acrylic acid include structural units derived from alkoxypolyethylene glycol (meth)acrylate, alkoxypolypropylene glycol (meth)acrylate, alkoxypolybutylene glycol (meth)acrylate, hydroxypolyethylene glycol (meth)acrylate, hydroxypolypropylene glycol (meth)acrylate, and hydroxypolybutylene glycol (meth)acrylate. The above-mentioned other structural units X may further have a hydroxy group, an amino group, a cyano group, a halogen atom, or the like as a substituent.

[0104] In the carboxy group-containing polymer, the content of the other structural unit X is preferably 0 to 99% by mass, more preferably 10 to 90% by mass, even more preferably 20 to 80% by mass, particularly preferably 40 to 80% by mass, and especially preferably 60 to 80% by mass, when the total of all structural units of the carboxy group-containing polymer is taken as 100% by mass. As the other structural unit X, one type may be used, or two or more types may be used.

[0105] <<Structural Unit Having an Aromatic Ring>> The carboxy group-containing polymer may also have a structural unit having an aromatic ring (preferably an aromatic hydrocarbon ring) in addition to the structural unit having a carboxy group and the other structural unit X. For example, a structural unit derived from a (meth)acrylate having an aromatic ring (specifically, benzyl (meth)acrylate, phenethyl (meth)acrylate, phenoxyethyl (meth)acrylate, or the like) may be mentioned.

[0106] The content of the aromatic ring-containing structural unit in the carboxy group-containing polymer is preferably 0 to 99% by mass, more preferably 10 to 90% by mass, and even more preferably 20 to 80% by mass, when the total of all structural units in the carboxy group-containing polymer is taken as 100% by mass. The aromatic ring-containing structural unit may be used alone or in combination of two or more types.

[0107] <Constituent Unit Having Alicyclic Structure> The carboxyl group-containing polymer may also have a constituent unit having an alicyclic structure in addition to the constituent unit having a carboxyl group, the other constituent unit X, and the constituent unit having an aromatic ring. Examples of the alicyclic structure include tricyclo[5.2.1.0 ２，６ ] decane ring structure (also called tetrahydrodicyclopentadiene. The monovalent group is dicyclopentanyl or tetrahydrodicyclopentadienyl), tricyclo[5.2.1.0 ２，６ ] Examples of the structural unit having an alicyclic structure include a decan-3-ene ring structure (also referred to as 5,6-dihydrodicyclopentadiene; the monovalent group is dicyclopentenyl or 5,6-dihydrocyclopentadienyl), an isobornane ring structure (the monovalent group is isobornyl), an adamantane ring structure (the monovalent group is adamantyl), and a cyclohexane ring structure (the monovalent group is cyclohexyl). Examples of the structural unit having an alicyclic structure include a structural unit derived from a (meth)acrylate having an alicyclic structure (specifically, dicyclopentanyl (meth)acrylate, dicyclopentenyl (meth)acrylate, isobornyl (meth)acrylate, adamantyl (meth)acrylate, cyclohexyl (meth)acrylate, or the like).

[0108] The content of the structural unit having an alicyclic structure in the carboxy group-containing polymer is preferably 0 to 99% by mass, more preferably 10 to 90% by mass, and even more preferably 20 to 80% by mass, when the total of all structural units of the carboxy group-containing polymer is taken as 100% by mass. The structural unit having an alicyclic structure may be used alone, or two or more types may be used in combination.

[0109] The acid value of the carboxyl group-containing polymer is preferably 80 to 570 mgKOH / g, and from the viewpoint of further improving decolorization while reducing residual solvent in the film, it is more preferably 110 to 570 mgKOH / g, even more preferably 110 to 450 mgKOH / g, and particularly preferably 140 to 300 mgKOH / g. The acid value of the polymer is a value measured in accordance with Japanese Industrial Standards (JIS) K 0070-1992 "Testing methods for acid value, saponification value, ester value, iodine value, hydroxyl value and unsaponifiable matter of chemical products."

[0110] The weight-average molecular weight of the carboxyl group-containing polymer is preferably 5,000 to 200,000 from the viewpoint of the physical properties of the optical filter and solubility in solvents, and more preferably 10,000 to 100,000, and even more preferably 15,000 to 80,000 from the viewpoint of suppressing the occurrence of surface defects due to ultraviolet irradiation. The molecular weight distribution [weight-average molecular weight (Mw) / number-average molecular weight (Mn)] of the carboxyl group-containing polymer is preferably 1.0 to 5.0, more preferably 2.0 to 4.0, and even more preferably 2.2 to 4.0. The weight-average molecular weight and number-average molecular weight are values ​​measured by the following methods.

[0111] (Measurement of Weight Average Molecular Weight and Number Average Molecular Weight) In the present invention, the weight average molecular weight and number average molecular weight of a polymer refer to the weight average molecular weight and number average molecular weight in terms of polyethylene oxide measured by gel permeation chromatography (GPC). As a measurement method, the values ​​measured by the method under Measurement Condition 1 below are basically used. However, depending on the type of polymer, an appropriate eluent may be selected and used. (Measurement Condition 1) Measuring instrument: HLC-8320GPC (trade name, manufactured by Tosoh Corporation) Column: TOSOH TSKgel guard column Super HZ-L (trade name, manufactured by Tosoh Corporation), Super HZM-H (trade name, manufactured by Tosoh Corporation), Super HZ4000 (trade name, manufactured by Tosoh Corporation), and Super HZ2000 (trade name, manufactured by Tosoh Corporation) are connected. Carrier: THF (tetrahydrofuran, stabilizer included) Measurement temperature: 40°C Carrier flow rate: 0.35 ml / min Sample concentration: 0.1 mass% Detector: RI (refractive index) detector

[0112] The glass transition temperature (Tg) of the carboxy group-containing polymer is not particularly limited, and is usually sufficient as long as it is 300°C or lower, preferably 250°C or lower, and more preferably 200°C or lower. When the quinoline compound is a compound represented by the general formula (Q) and L is the above-mentioned *-O-alkylene, from the viewpoint of further improving the decolorization property while reducing the residual solvent in the film, the Tg of the carboxy group-containing polymer is preferably 80°C or lower, more preferably 60°C or lower, and even more preferably 30°C or lower. The substantial lower limit of the Tg of the carboxy group-containing polymer is -60°C or higher, and from the viewpoint of suppressing the occurrence of surface defects, it is preferably -30°C or higher. That is, the range of the Tg of the carboxy group-containing polymer is preferably -60 to 80°C, more preferably -60 to 60°C, even more preferably -60 to 30°C, and particularly preferably -30 to 30°C. By setting it within this range, the decolorization reaction by ultraviolet irradiation proceeds efficiently, and excellent transmittance can be exhibited even with a small amount of exposure. To adjust the Tg of a carboxy group-containing polymer to a desired temperature, the structure and content ratio of the structural units constituting the carboxy group-containing polymer may be adjusted. For example, when adjusting the Tg of a carboxy group-containing polymer to a desired temperature, such as 80°C or less, the carboxy group-containing polymer can be adjusted by a method such as configuring the polymer to consist of the structural unit having the above-mentioned carboxy group, or to contain the structural unit X in addition to the structural unit having the above-mentioned carboxy group. Furthermore, when adjusting the Tg of a carboxy group-containing polymer to a desired temperature exceeding 80°C and not exceeding 300°C, the carboxy group-containing polymer can be adjusted by a method such as configuring the polymer to contain at least the structural unit having an aromatic ring and / or a structural unit having an alicyclic structure in addition to the structural unit having the above-mentioned carboxy group. The glass transition temperature is a value measured by the following method.

[0113] The glass transition temperature (Tg) is calculated by measuring a dried sample of the polymer using a differential scanning calorimeter: X-DSC7000 (trade name, manufactured by SII Nano Technology Co., Ltd.) under the following measurement conditions. The measurement is performed twice on the same sample, and the result of the second measurement is used. (Measurement conditions) Atmosphere in the measurement chamber: Nitrogen gas (50 mL / min) Heating rate: 5°C / min Measurement start temperature: -80°C Measurement end temperature: 250°C Sample pan: Aluminum pan Measurement sample mass: 5 mg Calculation of Tg: Tg is calculated by rounding off the decimal point of the temperature at the start of the decline in the DSC (differential scanning calorimetry) chart.

[0114] Specific examples of the carboxyl group-containing polymer of the present invention are shown below: In the following structural formulas, the ratio of each structural unit is a mass ratio: However, the carboxyl group-containing polymer is not limited to these.

[0115]

[0116] The content of the carboxy group-containing polymer in the light-absorbing filter of the present invention is preferably 50% by mass or more but less than 100% by mass, more preferably 60 to 99% by mass, and even more preferably 70 to 97% by mass.

[0117] <Other Components> The absorption filter of the present invention may contain, in addition to the components described above, an anti-fading agent, a matting agent, a leveling agent (surfactant), and the like.

[0118] (Anti-fading agent) The light-absorbing filter of the present invention preferably contains an anti-fading agent to prevent fading of the dye. The anti-fading agent preferably does not inhibit decolorization due to ultraviolet irradiation, while having the effect of suppressing decomposition of the dye due to visible light. As the anti-fading agent used in the present invention, the anti-fading agents described in paragraphs

[0265] to

[0280] of WO 2022 / 210444 can be used by adjusting the amount used appropriately.

[0119] (Matting agent) To the surface of the light-absorbing filter of the present invention, fine particles may be added to impart slipperiness and prevent blocking, as long as the effects of the present invention are not impaired. As the matting agent used in the present invention, the matting agents described in paragraphs

[0155] to

[0157] of WO 2022 / 149510 can be used.

[0120] (Leveling Agent) A leveling agent (surfactant) can be appropriately mixed into the light-absorbing filter of the present invention. Commonly used compounds can be used as the leveling agent, with fluorine-containing surfactants being particularly preferred. Specific examples include the compounds described in paragraphs

[0028] to

[0056] of JP-A No. 2001-330725. Preferred examples include copolymers comprising a structural unit having a fluorine-substituted alkyl group in a copolymer represented by formula (IV) described in paragraph

[0054] of JP-A No. 2001-330725 and a structural unit derived from an alkyl (meth)acrylate ester. Furthermore, commercially available products such as the Megafac F (trade name) series manufactured by DIC Corporation can also be used. The content of the leveling agent in the light-absorbing filter of the present invention can be appropriately adjusted depending on the purpose.

[0121] In addition to the above components, the 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 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.

[0122] <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.

[0123] (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 to the surface of the support film in advance as appropriate to control adhesion to the coating layer. The coating layer may also be formed on the support film via an optional resin layer. The coating layer can be used by laminating it with another member via an adhesive layer in a subsequent process, 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 appropriate with the solution of the material of the light-absorbing filter applied to it or with the coating layer laminated on it.

[0124] 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.

[0125] -Addition of Dye, Carboxy Group-Containing Polymer, and Quinoline Compound- The timing of adding the dye, the carboxy group-containing polymer, and the quinoline compound to the material of the light-absorbing filter is not particularly limited as long as they are added at the time of film formation.

[0126] - Step of drying the coating film of the solution of the material for the light-absorbing filter - The step of drying the coating film of the solution of the material for the light-absorbing filter may be carried out from the viewpoint of achieving both a reduction in the residual solvent in the film and excellent decolorization properties. For example, drying is preferably carried out under conditions of 70 to 150°C for 1 to 30 minutes, and more preferably under conditions of 90 to 130°C for 10 to 20 minutes.

[0127] -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.

[0128] 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.

[0129] 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.

[0130] 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.

[0131] <Film Thickness of the Light-Absorbing 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, the addition of a dye at a high concentration to a thin film can suppress a decrease in polarization degree due to fluorescence emitted by the dye. Furthermore, the effect of the quencher is 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 position 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 (e.g., manufactured by Anritsu Corporation).

[0132] <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 due to ultraviolet irradiation at 25°C of 30% or more, more preferably 50% or more, and even more preferably 60% or more. There is no particular upper limit, and 100% is also preferable. The decolorization rate is determined by the Ab(λ) before and after the ultraviolet irradiation test. ｍａｘ ) is calculated by the following formula: Decolorization rate (%) = 100 - (Ab(λ) after ultraviolet irradiation) ｍａｘ ) / Ab(λ) before UV irradiation ｍａｘ )) × 100 Here, the ultraviolet irradiation test was carried out under atmospheric pressure (101.33 kPa) using an ultra-high pressure mercury lamp (manufactured by HOYA Corporation, product name: UL750) with an illuminance of 100 mW / cm ２ , irradiation amount 2000mJ / cm ２ The light-absorbing filter is irradiated with ultraviolet light at room temperature (25° C.) The absorbance, ultraviolet irradiation test, and decolorization rate can be measured and calculated by the methods described in the examples.

[0133] 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) before ultraviolet irradiation 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. Alternatively, 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 using 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 UV irradiation / Ab(λ) before UV irradiation ｍａｘ )) × 100% Here, the ultraviolet irradiation test can be preferably performed in the same manner as described above for the quenching rate. 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.

[0134] 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.

[0135] The light-absorbing portion having a light-absorbing effect in the optical filter of the present invention is Ab(λ ｍａｘ ) is preferably satisfied.

[0136] <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-6-094915 or JP-A-6-118232, etc.

[0137] 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.

[0138] 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.

[0139] <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 decolorization properties and excellent light resistance, and can be suitably used for producing optical filters, 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, SiNｘ 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.

[0140] 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 thereof.

[0141] 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. ２ The "gas barrier layer having a gas barrier density of 1000 psi or less per 1000 psi day atm" is the same as the gas barrier layer described in paragraphs

[0180] to

[0184] of WO 2022 / 149510, and the descriptions therein can be applied as they are.

[0142] <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.

[0143] 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 optically functional film as described below, it is also preferable to attach it 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.

[0144] <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 (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.

[0145] [Optical Filter] The optical filter of the present invention is 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) according to the pattern of the 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-absorbency-eliminated portions can exhibit a desired absorbance. Furthermore, the light-absorbency-eliminated portions allow the light-absorbing filter of the present invention to exhibit an excellent decolorization rate, and since secondary absorption associated with dye decomposition hardly occurs, the light-absorbency-eliminated portions can exhibit optical properties that are close to colorless.

[0146] <Method for Manufacturing Optical Filter> The optical filter of the present invention can be obtained by a method including 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 room temperature (10 to 30°C), without heating. The lamp output can be 10 to 320 W / cm. 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 5000 mJ / cm. ２ It can be said that:

[0147] 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.

[0148] [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.

[0149] <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.

[0150] <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.

[0151] 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.

[0152] [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.

[0153] [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.

[0154] 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.

[0155] 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.

[0156] 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.

[0157] 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.

[0158] <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. The polarizer may have a conventional polarizing plate protective film on the side 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.

[0159] <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, an 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, carboxyl group-containing polymer, and quinoline compound contained in the optical filter of the present invention, as well as the base polymer, and further contains a crosslinking agent, coupling agent, etc. to impart adhesiveness. When the optical filter of the present invention also serves as the adhesive layer, the adhesive layer preferably contains the base polymer in an amount of 90% by mass or more but less than 100% by mass, more preferably 95% by mass or more but less than 100% by mass. The contents of the dye, carboxyl group-containing polymer, and quinoline compound contained in the optical filter of the present invention are preferably as described above in the total content of the components in the pressure-sensitive adhesive layer excluding the base polymer. The thickness of the pressure-sensitive adhesive layer is not particularly limited, but is preferably, for example, 1 to 50 μm, and more preferably 3 to 30 μm.

[0160] <Liquid Crystal Cell> The liquid crystal cell is not particularly limited, and a conventional one can be used.

[0161] <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 quinoline compound 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.

[0162] (UV Absorber) The UV absorbing layer typically contains a resin and a UV absorber. Specific examples of UV absorbers 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. The hindered phenol compounds and benzotriazole compounds described in paragraph

[0188] of WO 2023 / 068235 can be used. For example, the amount of these UV absorbers added is preferably 0.1 to 30.0 parts by mass per 100 parts by mass of the resin.

[0163] Moreover, from the viewpoint of further improving the light resistance of the light-absorbing filter of the present invention, the resin composition for forming the ultraviolet-absorbing layer preferably contains a compound (1) represented by the following formula (1):

[0164]

[0165] In formula (1), R １ and R ２ each independently represents an alkyl group, an aryl group, or a heterocyclic group; R ３ and R ６ each independently represents an alkoxy group, an acyloxy group, a carbamoyloxy group, or an alkoxycarbonyloxy group; R ４ represents an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an acyloxy group, an alkylamino group, an anilino group, an acylamino group, an alkylsulfonylamino group, an arylsulfonylamino group, an alkylthio group, or an arylthio group; R ５ represents a hydrogen atom, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, an acyloxy group, an alkylamino group, an anilino group, an acylamino group, an alkylsulfonylamino group, an arylsulfonylamino group, an alkylthio group, or an arylthio group. １ and R ２ may be bonded to each other to form a ring, and R ３ and R ４ may be bonded to each other to form a ring, and R ４and R ５ may be bonded to each other to form a ring, and R ５ and R ６ may be bonded to each other to form a ring. The ring formed may or may not be aromatic. However, R ３ and R ６ are each independently an acyloxy group or a carbamoyloxy group, R ４ and R ５ At least one of the groups is an aryl group, an alkoxy group, an aryloxy group, an acyloxy group, an alkylamino group, an anilino group, an acylamino group, an alkylsulfonylamino group, an arylsulfonylamino group, an alkylthio group, or an arylthio group.

[0166] Unless otherwise specified, the definitions, preferred ranges, specific examples, and contents of each substituent in the general formula (1) are the same as those described in paragraphs

[0190] to

[0244] of WO 2023 / 068235. The descriptions regarding the compound represented by the general formula (1) (compound (1)) can be applied as they are.

[0167] (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.

[0168] (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.

[0169] 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, when "parts" or "%" are used to represent compositions, they are based on mass unless otherwise specified. Room temperature means "25°C." The weight-average molecular weight, glass transition temperature, and acid value are values ​​measured using the above-mentioned measurement methods. Note that all of the steps from the preparation of the light-absorbing filter-forming solution to the production of a light-absorbing filter with a substrate 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.

[0170] EXAMPLES [Fabrication of Light-Absorbing Filter] The materials used to fabricate the light-absorbing filter are shown below.

[0171] <Carboxy group-containing polymer>

[0172] (Synthesis of Polymer P-1) 9.0 g of methyl ethyl ketone (MEK) was placed in a 300 mL three-neck flask equipped with a stirring blade, a nitrogen inlet tube, a condenser, and a thermometer, and the mixture was heated to 80°C with stirring. Under a nitrogen flow (20 mL / min), a mixed solution of 22.2 g of lauryl methacrylate, 7.8 g of acrylic acid, 0.59 g of V-601 (trade name, manufactured by Fujifilm Corporation, azo polymerization initiator), and 36 g of MEK was added dropwise over 150 minutes. After stirring for an additional hour after the completion of the dropwise addition, a mixed solution of 0.3 g of V-601 (trade name, manufactured by Fujifilm Corporation, azo polymerization initiator) and 1.2 g of MEK was added. After stirring for an additional hour, a mixed solution of 0.3 g of V-601 (trade name, manufactured by Fujifilm Corporation, azo polymerization initiator) and 1.2 g of MEK was added. The mixture was then aged at 80°C for 2 hours and diluted with 15.4g of MEK to obtain 93.1g of a carboxyl group-containing polymer P-1. The resulting polymer P-1 had a weight average molecular weight of 53,400 and a molecular weight distribution (Mw / Mn) of 3.2.

[0173] (Synthesis of Polymers P-2 to P-18) Polymers P-2 to P-18 shown in Table 1 were obtained in the same manner as in the synthesis of Polymer P-1, except that the monomer components, amounts blended, reaction conditions, etc. were changed in the synthesis of Polymer P-1 so as to obtain polymers having the structures, weight-average molecular weights, acid values, and glass transition temperatures shown in Tables 1-1 to 1-3 below (collectively referred to as "Table 1"). The molecular weight distributions (Mw / Mn) of the obtained Polymers P-2 to P-18 were all in the range of 2.2 to 4.0.

[0174]

[0175]

[0176]

[0177] (Notes for the table) In the structural formula, the ratio of each structural unit is a mass ratio. Polymer P-11 is a polymer composed of two structural units in a mass ratio of 74:26, and the methyl-polyoxyethylene structure (repeating number 4) is a side chain structure in the structural unit shown on the left. Acid value: Unit is mgKOH / g. Glass transition temperature: Unit is °C.

[0178] <Quinoline compounds>

[0179] (Synthesis of Compound (Polymer) Q-5) (1) Synthesis of Compound A

[0180] 60 g (0.461 mol) of 2-hydroxyethyl methacrylate, 390 mL of ethyl acetate, and 51.3 g (0.507 mol) of triethylamine were placed in a 1 L three-neck flask, and while stirring at 0° C., 55.5 g (0.484 mol) of methanesulfonic acid chloride was added dropwise over 30 minutes, and the mixture was allowed to react for 1 hour at 0° C. Next, the mixture was separated and washed with 300 mL of pure water, and the organic layer was concentrated, yielding 90 g of intermediate A. A 500 mL three-neck flask was charged with 15 g (0.115 mol) of 4-hydroxyquinoline, 135 mL of tetrahydrofuran, 75 μL of nitrobenzene, 56.3 g (0.173 mol) of cesium carbonate, and 3.72 g (0.0115 mol) of tetrabutylammonium bromide, and the mixture was stirred at 60°C for 30 minutes. Then, 27.7 g (0.127 mol) of the above intermediate A was added dropwise over 15 minutes, the temperature was raised to 75°C, and the mixture was allowed to react for 1 hour. After cooling to room temperature, 180 mL of ethyl acetate was added, and the mixture was separated and washed with 180 mL of pure water, 180 mL of pure water, and 180 mL of 15% saline solution, in that order. The organic layer was concentrated and then purified by silica gel column chromatography to obtain 17.0 g of white crystals of compound A.

[0181] (2) Synthesis of Quinoline Compound (Polymer) Q-5 4.5 g of tetrahydrofuran (THF) was placed in a 200 mL three-necked flask equipped with a stirring blade, a nitrogen inlet tube, a condenser, and a thermometer, and the mixture was heated to 75 ° C. and stirred. Under a nitrogen flow (20 mL / min), a mixed solution of 10.5 g of Compound A, 4.5 g of lauryl methacrylate, 0.30 g of V-601 (trade name, manufactured by Fujifilm Corporation, azo polymerization initiator), and 18 g of THF was added dropwise over 150 minutes. After stirring for an additional hour after the completion of the dropwise addition, a mixed solution of 0.1 g of V-601 (trade name, manufactured by Fujifilm Corporation, azo polymerization initiator) and 0.6 g of THF was added. After stirring for an additional hour, a mixed solution of 0.1 g of V-601 (trade name, manufactured by Fujifilm Corporation, azo polymerization initiator) and 0.6 g of THF was added. The mixture was then aged at 80°C for 2 hours and diluted with 7.7 g of THF to obtain 44.9 g of quinoline compound (polymer) Q-5. The weight-average molecular weight of the resulting quinoline compound (polymer) Q-5 was 3500. In the following structural formula, the ratio of each structural unit is a mass ratio.

[0182] Quinoline compounds Q-1 to Q-4, Q-6 to Q-15:

[0183] <Dye> In the following structural formula, Bu represents a butyl group.

[0184] (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.

[0185]

[0186] (Substrate 1) Polyethylene terephthalate film (Lumirror XD-510P (product name, film thickness 50 μm), manufactured by Toray Industries, Inc.)

[0187] <1. Preparation of Light Absorption Filter No. 101>

[0188] (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) Ba-1. ------------------------------------------------ Composition of light-absorbing filter forming liquid Ba-1 ------------------------------------------------ Carboxy group-containing polymer P-1 82.8 parts by mass Leveling agent 1 0.08 parts by mass Dye C-73 1.57 parts by mass Quinoline compound Q-1 15.5 parts by mass Methyl ethyl ketone (solvent) 566.7 parts by mass ------------------------------------------------

[0189] Subsequently, the obtained light-absorbing filter-forming solution Ba-1 was filtered using a filter paper (#63, manufactured by Toyo Roshi Kaisha) 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.

[0190] (2) Preparation of Light-Absorbing Filter The light-absorbing filter-forming solution Ba-1 after the above-mentioned filtration treatment was applied to the substrate 1 using a bar coater so that the film thickness after drying would be 2.5 μm, and the applied film was dried at 120° C. for 15 minutes to prepare light-absorbing filter No. 101.

[0191] <2. Preparation of Light-Absorption Filters Nos. 102 to 125 and c11 to c17> Light-absorbing filters Nos. 102 to 125 and c11 to c17 were prepared in the same manner as in the preparation of light-absorbing filter No. 101, except that at least one of the type of carboxy group-containing polymer, the type of quinoline compound, the type of dye, and the drying conditions during preparation of the light-absorbing filters was changed to the contents shown in Tables 2-1 and 2-2 (hereinafter collectively referred to as "Table 2"). Here, Nos. 101 to 125 are light-absorbing filters of the present invention, and Nos. c11 to c17 are light-absorbing filters for comparison.

[0192] <Absorbance of Light-Absorbing Filter (Before UV Irradiation)> (1) Measurement of Absorbance Using a UV3600 spectrophotometer (trade name) manufactured by Shimadzu Corporation, the absorbance of the light-absorbing filter and the standard filter was measured in 1 nm increments in the wavelength range of 380 to 800 nm. The optical path length was 2.5 μm. The standard filter used for each light-absorbing filter was a filter prepared in the preparation of light-absorbing filter No. 101, but without containing any dye or quinoline compound. (2) Calculation of Absorbance The absorbance value Ab of the light-absorbing filter at each wavelength λ nm measured above was calculated. ｘ (λ) and the absorbance value Ab of the standard filter 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 of the light absorption filter in the wavelength range of 400 to 700 nm is 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.

[0193] <<Evaluation 1>> Each light-absorbing filter was evaluated for the decolorization rate, the amount of residual solvent, and the presence or absence of surface defects due to ultraviolet irradiation. The results are summarized in Table 2 below.

[0194] (Ultraviolet Irradiation Test) Under atmospheric pressure (101.33 kPa), an ultra-high pressure mercury lamp (manufactured by HOYA Corporation, product name: UL750) was used at room temperature to irradiate the light absorbing filter and the standard filter with an illuminance of 100 mW / cm. ２ , irradiation amount 2J / cm ２ The surface opposite to the substrate 1 was irradiated with ultraviolet (UV) rays.

[0195] <Absorbance of Light-Absorbing Filter (After UV Irradiation)> Using the light-absorbing filter after UV irradiation and the standard filter, the absorbance Ab(λ) of the light-absorbing filter after UV irradiation was calculated in the same manner as described above in <Absorbance of Light-Absorbing Filter (Before UV Irradiation)>.

[0196] [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, for all of light-absorbing filters No. 101 to 125, the value obtained by subtracting the ratio of (I) from the ratio of (II) specified in the above paragraph

[0133] was 5.0% or less, and secondary absorption due to decomposition of the dye by ultraviolet irradiation was suppressed.

[0197] [2. Evaluation of Residual Solvent Amount] A test to measure the residual solvent amount of the light-absorbing filter was simply performed using a dye film formed on a glass substrate. Specifically, 0.3 mL of the light-absorbing filter-forming solution used to prepare each light-absorbing filter was placed on a glass substrate (large slide glass, S9111, manufactured by Matsunami Glass Industry Co., Ltd.), and then spin-coated at 300 rpm (revolutions per minute) for 10 seconds, followed by spin-coating at 500 rpm for 20 seconds to form a film. Subsequently, the substrate was baked at the temperature and time listed in the drying conditions column in Table 2, after which 300 mg of the coating film was scraped off from the substrate and dissolved or suspended in 10 mL of dichloromethane to prepare a sample. Each sample was measured by gas chromatography (GC) under the following conditions. The amount of residual solvent in the coating film was quantified using the calibration curve of the solvent (methyl ethyl ketone) and evaluated according to the following criteria. (GC measurement conditions) Column: DB-624 (Agilent Technologies, 0.32 mmφ×60 m, film thickness 1.8 μm) Detector temperature: 260°C Vaporization chamber temperature: 170°C Analysis time: 15 minutes Sample injection amount: 0.5 μL - Evaluation criteria - A: The amount of residual solvent was less than 1 mass%. B: The amount of residual solvent was 1 mass% or more and less than 3 mass%. C: The amount of residual solvent was 3 mass% or more.

[0198] [3. Evaluation of the Presence or Absence of Surface Defects Due to UV Irradiation] After the above UV irradiation test, the light-absorbing filter was observed for the presence or absence of surface defects within an area of ​​8 cm length x 8 cm width, and the presence or absence of surface defects due to UV irradiation was evaluated according to the following criteria. Note that surface defects generally refer to cavities occurring in the film that are visible and are approximately several mm to 0.2 μm in size (a level observable with an optical microscope). - Evaluation criteria - A: Visual observation revealed that there were 5 or fewer surface defects. B: Visual observation revealed that there were 6 to 10 surface defects. C: Visual observation revealed that there were 11 to 15 surface defects. D: Visual observation revealed that there were 16 or more surface defects.

[0199]

[0200]

[0201] (Table notes) Quinoline compounds: As described above for quinoline compounds Q-1 to Q-15. Carboxy group-containing polymers: As described above for polymers P-1 to P-6, P-8, P-11, P-14, P-15, and P-18. Dyes: As described above for dyes C-73 and B-18. Acid value: Refers to the acid value of the carboxy group-containing polymer, expressed in mgKOH / g. Drying conditions: Indicates the drying conditions when producing the light-absorbing filter and the baking conditions when producing the film for evaluating the amount of residual solvent. 2J decolorization rate: Indicates the evaluation results of the decolorization rate described above, expressed in %. Surface failure due to UV: Indicates the evaluation results of the presence or absence of surface failure due to ultraviolet light irradiation described above.

[0202] The results in Table 2 above reveal the following. Comparative light-absorbing filters Nos. c11 to c14 are not light-absorbing filters of the present invention in that they contain a quinoline compound with a molecular weight of less than 200. These comparative light-absorbing filters Nos. c11 to c14 had a low decolorization rate regardless of the glass transition temperature of the carboxyl group-containing polymer when dried at 120°C for 15 minutes, and a large amount of residual solvent in the film when dried at 120°C for 2 minutes. Furthermore, comparative light-absorbing filters Nos. c16 and c17 are not light-absorbing filters of the present invention in that they contain a quinoline compound whose 2-position is not unsubstituted. Of these comparative light-absorbing filters Nos. c16 and c17, light-absorbing filter No. c16 had a low decolorization rate and a large amount of residual solvent in the film even when dried at 120°C for 2 minutes, and light-absorbing filter No. c17 had a decolorization rate of 0% when dried at 120°C for 15 minutes. Furthermore, comparative light-absorbing filter Nos. c16 and c17 had a low decolorization rate and a large amount of residual solvent in the film even when dried at 120°C for 2 minutes. c15 is not a light-absorbing filter of the present invention in that it contains a quinoline compound that is not unsubstituted at the 2-position and has a molecular weight of less than 200. This comparative light-absorbing filter No. c15 had a large amount of residual solvent in the film when dried at 120°C for 2 minutes. In contrast, light-absorbing filters Nos. 101 to 125 of the present invention, which contain the quinoline compound specified in the present invention, were able to reduce the residual solvent in the film and achieve an excellent decolorization rate when dried at 120°C for 15 minutes. In particular, when the quinoline compound was a compound represented by general formula (Q), the decolorization property could be further improved while reducing the residual solvent in the film (see light-absorbing filter No. 105 for light-absorbing filter No. 120). Furthermore, when the compound represented by general formula (Q) has a substituent represented by -L-R at least at the 4-position, the residual solvent in the film can be reduced and the decolorization property can be further improved (see light-absorbing filter No. 101 for light-absorbing filter No. 119, and light-absorbing filter No. 103 for light-absorbing filter No. 116). Furthermore, when the molecular weight of the quinoline compound is within a specific range, the residual solvent in the film can be reduced and the decolorization property can be further improved (see light-absorbing filter Nos. 101 for light-absorbing filters Nos. 103 and 115, and Nos. 124 and 125 for light-absorbing filters Nos. 105 and 106).Furthermore, when the acid value of the carboxy group-containing polymer was within a specific range, it was possible to further improve the decolorization property while reducing the residual solvent in the film (see No. 101 for light-absorbing filters Nos. 107 and 108). Furthermore, by substituting only the 4-position among the 3- to 8-positions of the quinoline compound with a substituent, it was possible to further improve the decolorization property (see No. 103 for light-absorbing filter No. 118). In particular, by combining a quinoline compound in which at least one L in general formula (Q) is a divalent linking group containing *-O-alkylene as the bonding site to the quinoline ring in general formula (Q), with a carboxy group-containing polymer exhibiting a Tg of not more than a specific temperature, it was possible to further improve the decolorization property while reducing the residual solvent in the film (see No. 101 for light-absorbing filter No. 102).

[0203] Reference Examples [Fabrication of Light-Absorption Filters] The materials used to fabricate light-absorbing filters are listed below. Note that the materials and filter numbers in this and subsequent paragraphs apply to the reference examples described in this and subsequent paragraphs. <Resins> (Resin 1) Cyclohexyl methacrylate-methacrylic acid random copolymer, methacrylic acid content of 29 mol%, weight-average molecular weight of 26,300. Note that Resin 1 corresponds to a carboxy group-containing polymer.

[0204] <Compound B> 4-methylquinoline (manufactured by Tokyo Chemical Industry Co., Ltd., Lepidine, pKaH 5.1) <Pigment (dye)>

[0205]

[0206]

[0207] (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.

[0208]

[0209] (Substrate 1) Polyethylene terephthalate film (manufactured by Toray Industries, Inc., product name: Lumirror XD-510P, film thickness 50 μm)

[0210] <1. Preparation of Light Absorption Filter No. 101>

[0211] (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) Ba-2. ------------------------------------------------ Composition of light-absorbing filter forming liquid Ba-2 ------------------------------------------------ Resin 1 81.1 parts by mass Leveling agent 1 0.08 parts by mass Dye B-19 1.56 parts by mass 4-methylquinoline (Tokyo Chemical Industry Co., Ltd.) 17.2 parts by mass Methyl ethyl ketone (solvent) 566.7 parts by mass ----------------------------------------------------------------

[0212] Subsequently, the obtained light-absorbing filter-forming solution Ba-2 was filtered using a filter paper (#63, manufactured by Toyo Roshi Kaisha) 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.

[0213] (2) Preparation of Light-Absorbing Filter The light-absorbing filter-forming solution Ba-2 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.

[0214] <2. Preparation of Light-Absorbing Filters Nos. 102-112, r201, and c202-c206> Light-absorbing filters Nos. 102-112 and c202-c206 were prepared in the same manner as light-absorbing filter No. 101, except that in the preparation of light-absorbing filter No. 101, at least one of the type and blending amount of dye was changed as shown in Table 3. 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, Nos. 101-112 are light-absorbing filters of reference examples, and No. c202 to c206 are light-absorbing filters for comparison, and No. r201 is a reference light-absorbing filter.

[0215] [Preparation of Light-Absorbing Filter Having Gas Barrier Layer] For light-absorbing filters Nos. 101 to 112, r201, and c202 to c206, 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 as described below, and the evaluations described below were carried out.

[0216] (1) Preparation of Substrate 3 The light-absorbing filter side of the substrate-attached light-absorbing filter 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.

[0217] (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 ----------------------------------------------------------------

[0218] 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).

[0219] (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.

[0220] <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.

[0221] <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 112 and c202 to c206 containing Resin 1 was light-absorbing filter No. r201, which was modified so as not to contain dye and compound B.

[0222] (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 of the light absorption filter in the wavelength range of 400 to 700 nm is 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 )). The maximum absorption wavelength and absorption maximum value were determined for each of dye A, dye B, and dye C, and the decolorization rate described below was evaluated for each dye. Here, dyes B-19 and B-18, which are azo dyes represented by the above-mentioned general formula (i), and comparative dyes 1 to 4 are classified as dye A; dye 7-23, dye F-1, which is an azo dye represented by the above-mentioned general formula (ii); dyes E-1 and E-2, which are azo dyes represented by the above-mentioned general formula (iii); dyes D-1 and D-2, which are azo dyes represented by the above-mentioned general formula (iv); and comparative dye 5 are classified as dye B; and dyes G-1 and G-2, which are indoaniline dyes represented by the above-mentioned general formula (v), and dye C-73 are classified as dye C.

[0223] <<Evaluation 1>> The decolorization rate of each light-absorbing filter was evaluated. The results are summarized in Table 4 below.

[0224] (Ultraviolet Irradiation Test) Under atmospheric pressure (101.33 kPa), an ultra-high pressure mercury lamp (manufactured by HOYA Corporation, product name: UL750) was used at room temperature to irradiate a light-absorbing filter having a gas barrier layer and a standard filter with an illuminance of 100 mW / cm. ２ The gas barrier layer side (opposite side to the substrate 1) was irradiated with ultraviolet (UV) rays in the amount shown in Table 3.

[0225] <Absorbance of Light-Absorbing Filter (After UV Irradiation)> Using the light-absorbing filter having a gas barrier layer after UV irradiation and the standard filter, the absorbance Ab(λ) of the light-absorbing filter after UV irradiation was calculated in the same manner as described above in <Absorbance of Light-Absorbing Filter (Before UV Irradiation)>.

[0226] [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) before UV irradiation ｍａｘ )) x 100

[0227] [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)) before ultraviolet irradiation. ｍａｘ The absorbance at a wavelength of 450 nm (hereinafter also referred to simply as "Ab(450)") and the absorption maximum value before ultraviolet irradiation (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 (I) below from the ratio of (II) below, and 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. Note that in the description of Table 4 below, a wavelength of 450 nm can be selected for evaluation of Nos. 101, 105, 106, 109 to 111, and c203, and a wavelength of 650 nm can be selected for evaluation of Nos. 101 to 109, 112, and c202 to c206, as the wavelength at which the presence or absence of secondary absorption associated with the decomposition of the dye can be evaluated, i.e., the wavelength at which the dye shows almost no absorption before UV irradiation and new absorption due to the decomposition of the dye is observed. (I) (Ab(450) before UV irradiation / Ab(λ ｍａｘ )) × 100% (II) (Ab(450) after ultraviolet irradiation / Ab(λ) before ultraviolet irradiation ｍａｘ )) × 100% (III) (Ab(650) before ultraviolet irradiation / Ab(λ ｍａｘ )) × 100% (IV) (Ab(650) after UV irradiation / Ab(λ) before UV irradiation ｍａｘ )) x 100%

[0228]

[0229]

[0230] (Table notes) λ ｍａｘ means the wavelength at which the light-absorbing filter exhibits the highest absorbance Ab(λ) among the maximum absorption wavelengths in the wavelength range of 400 to 700 nm, and is expressed in nm. The blending amounts of dye and compound B are expressed in parts by mass relative to 100 parts by mass of the filter. Ab(λ ｍａｘ ) is the maximum absorption wavelength λ ｍａｘ The "-" in the "decolorization rate" column indicates that the corresponding dye is not contained.

[0231] The results in Tables 3 and 4 above reveal the following. Comparative example light-absorbing filters Nos. c202 to c206, which did not contain any of the azo dyes represented by general formulas (i) to (iv) or the indoaniline dye represented by general formula (v) but contained any of comparative dyes 1 to 5, all had low decolorization rates upon irradiation with UV light. In contrast, Reference Example light-absorbing filters Nos. 101 and 104, which contained dye B-19 or B-18, an azo dye represented by general formula (i); Reference Example light-absorbing filters Nos. 105 and 106, which contained dye D-1 or D-2, an azo dye represented by general formula (iv); Reference Example light-absorbing filters Nos. 107 and 108, which contained dye E-1 or E-2, an azo dye represented by general formula (iii); and Reference Example light-absorbing filter No. 109, which contained dye F-1, an azo dye represented by general formula (ii), all had low decolorization rates upon irradiation with UV light. Reference Example light-absorbing filters Nos. 109, 110 and 111 containing dye G-1 or G-2, which is an indoaniline dye represented by general formula (v), and Reference Example light-absorbing filters Nos. 102, 103 and 112 containing two or more dyes including one of these dyes all had a high decolorization rate when irradiated with UV light, and almost no secondary absorption due to decomposition of the dye when irradiated with UV light occurred, indicating excellent decolorization properties.

[0232] This application claims priority based on Japanese Patent Application No. 2023-198679, filed on November 22, 2023, the contents of which are incorporated herein by reference as part of the present specification.

[0233] REFERENCE SIGNS LIST 1 Upper polarizer 2 Direction of absorption axis of upper polarizer 3 Liquid crystal cell upper electrode substrate 4 Alignment control direction of upper substrate 5 Liquid crystal layer 6 Liquid crystal cell lower electrode substrate 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

Claims

1. A light absorbing filter comprising a quinoline compound having a molecular weight of 200 or more, which is unsubstituted at the 2-position and has a substituent at at least one of the 3- to 8-positions, a polymer having a carboxy group, and a dye.

2. The light absorbing filter according to claim 1, wherein the quinoline compound is a compound represented by the following general formula (Q): In the above formula, R represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, or a monovalent heterocyclic group, L represents any one of -O-, -C(=O)-, -NH-, -S-, and an alkylene group, or a divalent linking group formed by combining two or more of these, and m is an integer of 1 to 6. However, the 2-position of the compound is unsubstituted.

3. The light-absorbing filter according to claim 2, wherein the compound represented by the general formula (Q) has a substituent represented by the -LR at least at the 4-position.

4. The light absorbing filter according to claim 2, wherein at least one of L in said general formula (Q) is a divalent linking group containing an alkylene group or *-O-alkylene as a bonding site with the quinoline ring in said general formula (Q), with the proviso that said *-O-alkylene bonds to the quinoline ring in said general formula (Q) on the * side.

5. The light absorbing filter according to claim 2, wherein the compound represented by general formula (Q) has a molecular weight of 200 to 1,000.

6. The light absorbing filter according to claim 5, wherein the compound represented by general formula (Q) has a molecular weight of 250 to 400.

7. The light-absorbing filter according to claim 1, wherein the acid value of the polymer having a carboxy group is 80 to 570 mg KOH / g.

8. The light absorbing filter according to claim 4, wherein at least one of L in said general formula (Q) is a divalent linking group containing *-O-alkylene as a bonding site with the quinoline ring in said general formula (Q), and the glass transition temperature of the polymer having a carboxy group is 80° C. or lower, with the proviso that said *-O-alkylene bonds to the quinoline ring in said general formula (Q) on the * side.

9. The light absorption filter according to claim 8, wherein the polymer having a carboxy group comprises a structural unit having a carboxy group, and a structural unit having an alkyl group or a polyalkyleneoxy group having 2 to 30 carbon atoms and no cyclic structure.

10. The light absorption filter according to claim 9, wherein the polymer having a carboxy group comprises a structural unit having a carboxy group, and a structural unit having an alkyl group or a polyalkyleneoxy group having 6 to 12 carbon atoms and not having a cyclic structure.

11. The light absorbing filter according to claim 1, wherein said pigment in said light absorbing filter undergoes a chemical change and loses its color when irradiated with ultraviolet light.

12. An optical filter obtained by exposing the light absorbing filter according to any one of claims 1 to 11 to ultraviolet light using a mask.

13. An organic electroluminescent display device, an inorganic electroluminescent display device, or a liquid crystal display device comprising the optical filter according to claim 12.

14. The organic electroluminescent display device, inorganic electroluminescent display device or liquid crystal display device according to claim 13, further comprising a layer for inhibiting light absorption by the quinoline compound on the viewer side of the optical filter.

15. A method for producing an optical filter, comprising irradiating the light absorption filter according to any one of claims 1 to 11 with ultraviolet light and exposing the same through a mask.

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