Light-absorbing filter and display device

A light absorption filter with unlinked dipyromethene boron and anthraquinone dyes in a resin layer addresses light resistance and synthesis complexity, ensuring improved durability and brightness in display devices.

WO2026121144A1PCT designated stage Publication Date: 2026-06-11FUJIFILM CORP

Patent Information

Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
FUJIFILM CORP
Filing Date
2025-11-28
Publication Date
2026-06-11

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Abstract

Provided is a light-absorbing filter comprising a light-absorbing layer, the light-absorbing layer containing: a resin; a boron-dipyrromethene dye represented by general formula (1); and an anthraquinone dye represented by general formula (2). The boron-dipyrromethene dye represented by the general formula (1) and the anthraquinone dye represented by the general formula (2) are not connected to each other. Also provided is a display device comprising the light-absorbing filter. In the formula (1), X1 and X2 each represent a fluorine atom or an alkoxy group. R1 to R7 each represent a hydrogen atom or a substituent and may contain a quencher part. R1 and R5 may be connected to each other to form a hydrocarbon ring or a heterocyclic ring, and R4 and R6 may be connected to each other to form a hydrocarbon ring or a heterocyclic ring. In the formula (2), A represents -OH or -NH-R62. R61 and R62 each represent a hydrogen atom or a substituent.
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Description

Light absorption filter and display device 【0001】 The present invention relates to a light-absorbing filter and a display device. 【0002】 Organic electroluminescent (OLED) displays, inorganic electroluminescent (inorganic EL) displays, liquid crystal displays, quantum dot displays, micro-light-emitting diode (micro-LED) displays, mini-light-emitting diode (mini-LED) displays, and the like are used as display devices. 【0003】 In the development of display devices, light-absorbing filters are incorporated into the optical system to suppress deterioration of visibility due to external light reflection, etc. For example, when an OLED display device is used in an outdoor or other environment with external light, external light is reflected by the metal electrodes and other components that make up the OLED display device, resulting in display defects such as a decrease in contrast. A technique to suppress external light reflection by providing a circular polarizer is known, but this technique has been criticized for causing a decrease in brightness. Therefore, in OLED display devices and the like, a technique is being investigated that uses a light-absorbing filter containing a dye with a sharp absorption waveform to absorb light in wavelength ranges other than transmitted light, thereby suppressing external light reflection while suppressing a decrease in brightness. 【0004】 Furthermore, color filters using dyes as colorants are also known for use in display devices. For example, Patent Document 1 describes a color filter containing a compound formed by linking a residue (A) of a dipyromene-based metal complex compound in which a dipyromene-based compound of a specific structure is coordinated to a metal or metal compound, with one arbitrary hydrogen atom removed, and a residue (B) of a compound selected from tetracyanoquinodimethane-based compounds, viologen-based compounds, anthraquinone-based compounds, and tetraazaporphyrin-based compounds, with one arbitrary hydrogen atom removed, by a single bond or a divalent linking group. Patent Document 1 describes that the above color filter has high color purity, a high absorption coefficient when made into a thin film, and excellent durability (especially lightfastness). 【0005】 Japanese Patent Publication No. 2012-077154 【0006】Compounds having a dipyrromethene-based ligand (referred to as "dipyrromethene dyes") have sharp absorption waveforms, but have problems in terms of light resistance, and as described in Patent Document 1 above, development for improving light resistance has been underway. However, the compound described in Patent Document 1 above requires linking a residue (A) obtained by removing any one hydrogen atom of a dipyrromethene-based metal complex compound and a residue (B) obtained by removing any one hydrogen atom of a compound selected from a tetracyanoquinodimethane-based compound, a viologen-based compound, an anthraquinone-based compound, and a tetraazaporphyrin-based compound, and there was a problem that its synthesis (manufacture) was difficult. An object of the present invention is to provide a light absorption filter having excellent light resistance while using a dipyrromethene dye that can be synthesized more simply, and a display device provided with the same. 【0007】 The above problems have been solved by the following means. <1> A light absorption filter containing a light absorption layer containing a resin, a dipyrromethene boron dye represented by the following general formula (1), and an anthraquinone dye represented by the following general formula (2), wherein the dipyrromethene boron dye represented by the above general formula (1) and the anthraquinone dye represented by the above general formula (2) are not linked, the light absorption filter. In the above formula, X 1 and X 2 represents a fluorine atom or an alkoxy group. R 1 to R 4 represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, a carbamoyl group, or an aryl group. R 5 and R 6 represents a hydrogen atom, a cyano group, a nitro group, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an acyl group, or an aryl group. R 1 and R 5 may be linked to each other to form a hydrocarbon ring or a heterocyclic ring, and R 4 and R 6 may be linked to each other to form a hydrocarbon ring or a heterocyclic ring. R 7 represents a hydrogen atom, an alkyl group, or an aryl group. R 1 to R 7 may contain a quencher moiety. In the above formula, A is a hydroxyl group or -NH-R 62 This indicates R 61 and R 62 This represents a hydrogen atom, an aliphatic hydrocarbon group having 1 to 10 carbon atoms, an alicyclic hydrocarbon group having 3 to 10 carbon atoms, or a group represented by the following general formula (2b). In the above formula, R 63 These are alkyl groups having 1 to 6 carbon atoms, halogen atoms, and -SO 3 H, -CO 2 H, -CO 2 R 64 ,-NHCOR 64 , -SO 3 R 64 or -SO 2 NR 64 R 65 This indicates R 64 R represents a saturated hydrocarbon group having 1 to 10 carbon atoms. 65 represents a hydrogen atom or a saturated hydrocarbon group having 1 to 10 carbon atoms. r is an integer from 0 to 5. X 61 represents a single bond or an alkanediyl group having 1 to 6 carbon atoms. * represents a bond. <2> The light absorption filter according to <1>, wherein the molar ratio of the content of the anthraquinone dye represented by the general formula (2) to the content of the dipyrometheneboron dye represented by the general formula (1) is 0.20 to 10.00. <3> The above R 61 The light-absorbing filter according to <1> or <2>, wherein the group is a secondary or tertiary alkyl group having 1 to 10 carbon atoms, an alicyclic hydrocarbon group having 3 to 10 carbon atoms, or a group represented by the general formula (2b) above. <4> The light-absorbing filter according to any one of <1> to <3>, further comprising a gas barrier layer disposed on at least one side of the light-absorbing layer. <5> A display device comprising the light-absorbing filter according to any one of <1> to <4>. 【0008】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, each substituent, etc. may be the same as or different from the others. The same applies to the specification of the number of substituents, etc. Furthermore, when multiple substituents, etc. are in close proximity (especially when adjacent), unless otherwise specified, they may be linked to each other to form a ring. Furthermore, unless otherwise specified, a ring, such as an alicyclic ring, aromatic ring, or heterocyclic ring, may be further fused to form a fused ring. In the present invention, unless otherwise specified, the components constituting the light-absorbing layer (dyes, resins, and other components, etc.) may be contained in the light-absorbing layer one type or two or more types. In the present invention, the polymer may be either a chain polymer or a condensation polymer, and may be either a homopolymer or a copolymer. Furthermore, if it is a copolymer, it may be any of the following: random polymer, block polymer, etc. In the present invention, unless otherwise specified, with respect to double bonds, if E-type and Z-type double bonds exist within the molecule, either type or a mixture thereof may be used. In the present invention, the term "compound (including complex)" is used to mean not only the compound itself, but also its salts and ions. It also means that a part of the structure has been altered to the extent that it does not impair the effects of the present invention. Furthermore, for compounds where substitution or unsubstituted is not specified, it means that any substituent may be present to the extent that it does not impair the effects of the present invention. The same applies to substituents and linking groups. In addition, in the present invention, when describing physical properties, etc., by indicating numerical ranges, if the upper and lower limits of the numerical range are described separately, either upper and lower limit can be appropriately combined to form a specific numerical range. On the other hand, when multiple numerical ranges expressed using "~" are set and described, the upper and lower limits forming the numerical range are not limited to the specific combination of upper and lower limits written before and after "~" as a specific numerical range, but can be a numerical range formed by appropriately combining the upper and lower limits of each numerical range.In this invention, a numerical range expressed using "~" means a range that includes the values ​​written before and after "~" as the lower and upper limits. In this invention, a composition includes not only mixtures in which the component concentration is constant (each component is uniformly dispersed), but also mixtures in which the component concentration fluctuates within a range that does not impair the desired function. In this invention, having a main absorption wavelength band in the wavelength range of XX to YY nm means that the wavelength exhibiting maximum absorption (i.e., the maximum absorption wavelength) exists in the wavelength range of XX to YY nm. Therefore, if this maximum absorption wavelength is within the above wavelength range, the entire absorption band including this wavelength may be within the above wavelength range, or it may extend outside the above wavelength range. Also, if there are multiple maximum absorption wavelengths, it is sufficient that the maximum absorption wavelength exhibiting the largest absorbance exists in the above wavelength range. That is, maximum absorption wavelengths other than the maximum absorption wavelength exhibiting the largest absorbance may be located either inside or outside the above wavelength range of XX to YY nm. In this invention, the main absorption wavelength band of a dye is the main absorption wavelength band of the dye measured in the state of a light absorption filter. Specifically, in the examples described later, the measurement is taken with the light-absorbing filter attached to the substrate, under the conditions described in the section on the absorption maximum value of the light-absorbing filter. In the present invention, "(meth)acrylate" represents either acrylate or methacrylate, or both; "(meth)acrylic acid" represents either acrylic acid or methacrylic acid, or both; and "(meth)acryloyl" represents either acryloyl or methacryloyl, or both. 【0009】 The light-absorbing filter of the present invention exhibits excellent lightfastness while using a dipyromethene dye that can be synthesized more easily. Furthermore, the display device of the present invention is equipped with a light-absorbing filter that exhibits excellent lightfastness while using the above-mentioned dipyromethene dye that can be synthesized more easily. 【0010】[Light Absorption Filter] The light absorption filter of the present invention is a light absorption filter containing a resin and a light absorption layer containing a dipyromethenboron dye represented by the general formula (1) below and an anthraquinone dye represented by the general formula (2) below, wherein the dipyromethenboron dye represented by the general formula (1) and the anthraquinone dye represented by the general formula (2) below are not linked. The inventors have found that by including the dipyromethenboron dye represented by the general formula (1) below and the anthraquinone dye represented by the general formula (2) below in the light absorption layer as independent molecules, rather than linking them by chemical bonds, the dipyromethenboron dye represented by the general formula (1) below and the anthraquinone dye represented by the general formula (2) below, the dipyromethenboron dye represented by the general formula (1) below and the anthraquinone dye represented by the general formula (2) below, the dipyromethenboron dye is shown to exhibit excellent lightfastness. The reason why the light-absorbing filter of the present invention exhibits excellent lightfastness for the dipyromethenboron dye represented by the general formula (1) described below is not entirely clear, but it is thought to be as follows. That is, when the dipyromethenboron dye represented by the general formula (1) described below, contained in the light-absorbing layer, is excited by light irradiation, energy is transferred from the excited state of the dipyromethenboron dye represented by the general formula (1) described below to the anthraquinone dye represented by the general formula (2) described below via a dipole-dipole mechanism (Förster mechanism), causing it to return to the ground state and become inactive. Furthermore, the anthraquinone dye represented by the general formula (2) described below, which was excited by the above energy transfer, is also thermally inactivated, resulting in excellent lightfastness. Furthermore, the energy transfer by the above-mentioned dipole-dipole mechanism (Förster mechanism) does not require collision (contact) between molecules, and can occur even when the intermolecular distance between the dipyromene boron dye molecule represented by general formula (1) and the anthraquinone dye molecule represented by general formula (2) is relatively long (approximately 1 to 10 nm). For this reason, unlike the complex dyes in which the dipyromene ligand is coordinated to Zn, as described in the examples section of Patent Document 1, the dipyromene boron dye represented by general formula (1) is thought to exhibit excellent lightfastness even when not linked to the anthraquinone dye represented by general formula (2).This is further supported by the fact that, as shown in the Examples section below, the combined use of dipyromethene Zn complex dye and anthraquinone dye represented by general formula (2) below could not improve lightfastness to the desired level (No. c14 compared to No. c15), while the combined use of dipyromethene boron dye represented by general formula (1) below and anthraquinone dye represented by general formula (2) below improved lightfastness to the desired level (Nos. 107-115, 119-121 and 124-125 compared to No. c12). Furthermore, the dipyromethene boron dye represented by general formula (1) below has different optical properties compared to complex dyes in which the dipyromethene ligand is coordinated to Zn, in that its absorption waveform is sharper, which is advantageous from the viewpoint of achieving both display light transmittance and prevention of external light reflection in display devices. Furthermore, from the viewpoint of absorption wavelength, it is thought that energy transfer from the excited state of the dipyromethenboron dye represented by general formula (1) is more likely to occur in the squarylium dye, which has an absorption wavelength closer to that of the dipyromethenboron dye represented by general formula (1) than in the anthraquinone dye represented by general formula (2) described below. However, as shown in the Examples section below, the light absorption filter No. c13 containing the dipyromethenboron dye represented by general formula (1) described below and the squarylium dye in the light absorption layer does not sufficiently improve lightfastness. 【0011】[Light-absorbing layer] <Dye> The above light-absorbing layer contains a dipyromethenboron dye represented by the following general formula (1) and an anthraquinone dye represented by the following general formula (2). Note that the dipyromethenboron dye represented by the following general formula (1) and the anthraquinone dye represented by the following general formula (2) are not linked in the above light-absorbing layer. The above light-absorbing layer may further contain dyes other than the dipyromethenboron dye represented by the following general formula (1) and the anthraquinone dye represented by the following general formula (2), to the extent that they do not impair the effects of the present invention. In this case as well, it is preferable that the dipyromethenboron dye represented by the following general formula (1) is not linked (not chemically linked) to any of the dyes other than the dipyromethenboron dye represented by the following general formula (1) and the anthraquinone dye represented by the following general formula (2), and in this case, the dipyromethenboron dye represented by the following general formula (1) can be easily synthesized. In addition to the dipyromethenboron dye represented by the following general formula (1) and the anthraquinone dye represented by the following general formula (2), dyes described in dyes A to D below are preferred. In the light-absorbing filter of the present invention, the dyes, including the dipyromethenboron dye represented by the following general formula (1) and the anthraquinone dye represented by the following general formula (2), are preferably dispersed (preferably dissolved) in the resin constituting the light-absorbing layer. This dispersion may be random, regular, or otherwise. 【0012】 (Dipyrometheneboron dye represented by general formula (1)) 【0013】 In the above formula, X 1 and X 2 R represents a fluorine atom or an alkoxy group. 1 ~R 4 R represents a hydrogen atom, halogen atom, alkyl group, alkoxy group, alkoxycarbonyl group, carbamoyl group, or aryl group. 5 and R 6 R represents a hydrogen atom, a cyano group, a nitro group, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an acyl group, or an aryl group. 1 and R 5They may be linked to each other to form a hydrocarbon ring or heterocycle, R 4 and R 6 These may be linked together to form a hydrocarbon ring or heterocycle. 7 R represents a hydrogen atom, an alkyl group, or an aryl group. 1 ~R 7 It may contain a quenching agent. Note that the dipyrometheneboron dye represented by the above general formula (1) is not a complex with other compounds such as Y3Al5O12:Ce. 【0014】 X 1 and X 2 X represents a fluorine atom or an alkoxy group. 1 and X 2 The alkoxy group that can be selected has a carbon number of 1 to 12, more preferably 1 to 6, and even more preferably 1 to 3. Examples include methoxy, ethoxy, 1-butoxy, 2-butoxy, isopropoxy, t-butoxy, dodecyloxy, and cycloalkyloxy groups. 1 and X 2 If X is an alkoxy group, 1 and X 2 These may be linked together to form a catechol ligand. 1 and X 2 The catechol ligands formed by the linking of these elements may be unsubstituted or substituted. Examples of substituents include alkyl groups such as tert-butyl. 1 and X 2 From the viewpoint of suppressing the broadening of the absorption base, it is preferable that they do not link to each other and form catechol ligands. 1 and X 2 Preferably, all of them are fluorine atoms, or all are alkoxy groups, and more preferably, all are fluorine atoms. 【0015】 R 1 ~R 4 R represents a hydrogen atom, halogen atom, alkyl group, alkoxy group, alkoxycarbonyl group, carbamoyl group, or aryl group. 1 ~R4 Examples of halogen atoms that can be used include fluorine atoms, chlorine atoms, and bromine atoms, with chlorine atoms or bromine atoms being preferred. 1 ~R 4 The alkyl group that can be selected has 1 to 12 carbon atoms, more preferably 1 to 6, and even more preferably 1 to 3 carbon atoms. Examples include methyl, ethyl, propyl, isopropyl, butyl, t-butyl, pentyl, hexyl, heptyl, octyl, 2-ethylhexyl, dodecyl, hexadecyl, cyclopropyl, cyclopentyl, cyclohexyl, 1-norbornyl, and 1-adamantyl. 1 ~R 4 The alkyl group that can be selected may have substituents, and examples of substituents that may be present include carboxyl groups and alkoxycarbonyl groups such as ethoxycarbonyl groups. 1 ~R 4 The alkoxy group that can be adopted is X 1 and X 2 The description of possible alkoxy groups can be applied. 1 ~R 4 The alkoxycarbonyl group that can be selected has 2 to 12 carbon atoms, and more preferably 2 to 6 carbon atoms. Examples include methoxycarbonyl and ethoxycarbonyl. 1 ~R 4 The carbamoyl group that can be selected has a carbon number of 1 to 12, and more preferably 1 to 6. For example, N-alkyl or N,N-dialkylcarbamoyl groups such as N,N-dimethylcarbamoyl and N,N-diethylcarbamoyl are examples. 1 ~R 4 The aryl group that can be used has a carbon number of 6 to 48, and more preferably 6 to 24. Examples include phenyl, naphthyl, and anthryl. 1 ~R 4 The aryl group that can be chosen may have substituents, and examples of substituents that may be present include alkoxy groups. 1 ~R 4 As for combinations, R 1 ~R4 are all alkyl groups, or R 1 and R 4 is a hydrogen atom, and R 2 and R 3 are preferably an alkyl group (preferably an alkoxycarbonylalkyl group), an alkoxy group, a halogen atom, an alkoxycarbonyl group or a carbamoyl group, and it is more preferable that all of R 1 to R 4 are alkyl groups. 【0016】 R 5 and R 6 represent a hydrogen atom, a cyano group, a nitro group, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an acyl group, or an aryl group. The alkyl group, alkoxy group and aryl group that can be taken as R 5 and R 6 can respectively apply the descriptions of the alkyl group, alkoxy group and aryl group that can be taken as R 1 to R 4 . Note that the aryl group that can be taken as R 5 and R 6 preferably has an arylalkynyl group as a substituent. The alkyl group in the alkoxycarbonyl group that can be taken as R 5 and R 6 can apply the description of the alkyl group that can be taken as R 1 to R 4 . For example, methoxycarbonyl, ethoxycarbonyl can be mentioned. The acyl group that can be taken as R 5 and R 6 preferably has 2 to 12 carbon atoms, more preferably 2 to 6 carbon atoms. For example, alkylcarbonyl groups such as acetyl and pivaloyl can be mentioned. R 5 and R 6Preferably, the group is a hydrogen atom, an alkyl group, a cyano group, a nitro group, an alkoxycarbonyl group, or an acyl group. More preferably, all are hydrogen atoms, all are alkyl groups, all are cyano groups, all are nitro groups, all are alkoxycarbonyl groups, or all are acyl groups. Even more preferably, all are hydrogen atoms, all are alkyl groups, or all are alkoxycarbonyl groups. 【0017】 R 1 and R 5 They may be linked to each other to form a hydrocarbon ring or heterocycle, R 4 and R 6 These may be linked together to form a hydrocarbon ring or heterocycle. 1 and R 5 , or R 4 and R 6 The hydrocarbon rings and heterocycles formed by the linkage of these elements may have five, six, or seven members, be saturated or unsaturated, and be monocyclic or polycyclic. The way the rings constituting the polycyclic ring are bonded may be fused rings, or bridging rings such as bicyclo and tricyclo rings, or both. 1 and R 5 , or R 4 and R 6 The hydrocarbon ring formed by the linkage of these atoms preferably has 5 to 20 carbon atoms, more preferably 5 to 16, and even more preferably 5 to 12. For example, benzene, naphthalene, cyclopentane, cyclohexane, cycloheptane, indan, 1,2,3,4-tetrahydronaphthalene, bicyclo[2.2.1]heptane (also known as norbornane), bicyclo[2.2.2]octane, bicyclo[2.2.2]octaene, bicyclo[2.2.2]octadiene, and tricyclo[3.3.1.1 3,7 Decane (also known as adamantane) is one example. 1 and R 5 , or R 4 and R 6The heteroring formed by the linkage of these atoms preferably consists of nitrogen atoms and oxygen atoms, with a carbon number of 3 to 20, more preferably 3 to 16, and even more preferably 3 to 12. 1 , R 4 ~R 6 Both are alkyl groups, R 1 R 5 They are linked to each other to form a hydrocarbon ring, R 4 R 6 It is preferable that these elements are linked to each other to form a hydrocarbon ring. 【0018】 R 7 R represents a hydrogen atom, an alkyl group, or an aryl group. 7 The alkyl and aryl groups that can be taken as are R 1 ~R 4 The descriptions of alkyl groups and aryl groups that can be taken as such can be applied, respectively. 7 The alkyl group that can be selected may have substituents, and it is also preferable that it has a halogen atom as a substituent. 7 The aryl group that can be used may have substituents, and it is also preferable that the substituents include at least one of the following: halogen atoms, alkyl groups, alkoxy groups, aryl groups, alkoxycarbonyl groups, hydroxyl groups, cyano groups, amino groups, and nitro groups. Among these, a phenyl group having at least one of the alkyl group and alkoxy groups at at least one (preferably both) of the ortho positions relative to the bond of the phenyl group is preferred. 7Examples of aryl groups having substituents that can be adopted as such include 2-alkoxyphenyl, 3-nitrophenyl, 4-alkylphenyl, 4-aminophenyl, 4-alkoxycarbonylphenyl, 4-cyanophenyl, 2,4-dialkoxyphenyl, 2-alkoxy-5-nitrophenyl, 2-alkyl-5-nitrophenyl, 2,6-dialkylphenyl, 2,6-dihalophenyl, 3,5-diaminophenyl, 3,5-diarylphenyl, 3-alkoxy-6-hydroxyphenyl, 2,4-dialkoxy-5-nitrophenyl, 2,4,6-trialkylphenyl, 2,4,6-trialkoxyphenyl, 3,4,5-trialkoxyphenyl, 2,6-dialkyl-3,5-dinitrophenyl, perhalophenyl, and 6-hydroxynaphthyl. 7 The group is preferably an alkyl group or an aryl group, more preferably an alkyl group or an aryl group substituted with an alkyl group or an alkoxy group, and even more preferably an aryl group substituted with an alkyl group or an alkoxy group. 【0019】 R 1 ~R 7 As for the above R 1 ~R 7 In addition to the descriptions relating to the above, forms including the quenching agent portion described below are also preferred. 1 ~R 7 It may contain a quencher. 1 ~R 7 The fact that it contains a quenching agent means that R 1 ~R 7 At least one of them is the quenching agent part itself, or R 1 ~R 7 This means that at least one of them is a substituent substituted with a quenching agent. For example, R 1 ~R 7It is preferable that at least one of these is either the ferrocenyl group represented by the general formula (2M) described below, or a phenyl group whose 4-position is substituted with the ferrocenyl group represented by the general formula (2M) described below. When the dipyrometheneboron dye represented by general formula (1) contains a quenching agent portion, the substituent containing the quenching agent portion (either the quenching agent portion itself or a substituent substituted with the quenching agent portion) is R 1 ~R 7 It may be any of the following, R 5 ~R 7 Preferably, it is at least one of the following, R 7 It is more preferable that the R includes a quenching agent. 7 A preferred example is a phenyl group in which the 4th position is substituted with a ferrocenyl group represented by the general formula (2M) described below. 【0020】 Examples of quenching agents include electron-donating quenching agents and electron-accepting quenching agents. An electron-donating quenching agent is a structural component that inactivates the excited dipyromethene dye to the ground state by donating electrons to the lower energy level SOMO of the two SOMOs (Singly Occupied Molecular Orbitals) of the excited dipyromethene dye, and then accepting electrons from the higher energy level SOMO of the dipyromethene dye. An electron-accepting quenching agent is a structural component that inactivates the excited dipyromethene dye to the ground state by accepting electrons from the higher energy level SOMO of the two SOMOs of the excited dipyromethene dye, and then donating electrons to the lower energy level SOMO of the dipyromethene dye. As shown in the mechanism described above, when the dipyromethene boron dye represented by general formula (1) contains a quenching agent portion, the quenching agent portion linked to the dipyromethene dye can effectively suppress the decrease in absorbance and the generation of fluorescence associated with light absorption by the dipyromethene dye. For this reason, the quenching agent portion is defined as a portion that can quench the fluorescence of the dipyromethene dye, and it is not important which part of the chemical structure of the dipyromethene boron dye represented by general formula (1) represents the quenching agent portion relative to the dipyromethene dye. 【0021】The electron-donating quenching agent portion mentioned above may include, for example, a ferrocenyl group represented by the following general formula (2M), as described in paragraphs

[0199] to

[0212] and

[0234] to

[0287] of International Publication No. 2019 / 066043, Aurore Loudet and Kevin Burgess, Chemical Reviews, 2007, Vol. 107, No. 11, pp. 4891-4932, specifically pages 4896-4898, and Hisato Sunahara et al., Journal of the American Chemical Society, 2007, Vol. 129, No. 17, Examples of the quenching agent portion in the quenching agent compounds described on pages 5597-5604 include a ferrocenyl group represented by the following general formula (2M), or an aryl group having at least one of the amino group, alkoxy group, hydroxyl group, and nitro group as a substituent, and a ferrocenyl group represented by the following general formula (2M) is more preferred. Furthermore, examples of the electron-accepting quenching agent portion include the quenching agent portion in the quenching agent compounds described in paragraphs

[0288] to

[0310] of International Publication No. 2019 / 066043. As for the quenching agent portion, an electron-donating quenching agent portion is preferred, and is a ferrocenyl group represented by the following general formula (2M), or an aryl group having at least one of the amino group, alkoxy group, hydroxyl group, and nitro group as a substituent, and a ferrocenyl group represented by the following general formula (2M) is even more preferred. 【0022】 - Ferrocenyl group represented by general formula (2M) 【0023】 In general formula (2M), L represents a single bond or a divalent linking group that is not conjugated with the dipyromethenboron dye in the dipyromethenboron dye represented by general formula (1) (hereinafter referred to as the "dipyromethenboron dye portion"). 1m ~R 9mEach represents a hydrogen atom or a substituent. M is an atom that can constitute a metallocene compound and represents Fe, Co, Ni, Ti, Cu, Zn, Zr, Cr, Mo, Os, Mn, Ru, Sn, Pd, Rh, V, or Pt. * indicates the bond with the dipyrometheneboron dye portion. In this invention, when L in general formula (2M) is a single bond, the cyclopentadienyl ring (R in general formula (2M)) bonded to the dipyrometheneboron dye portion 1m The ring having ( ) is not included in the conjugated structure conjugated with the dipyrometheneboron dye portion. 【0024】 The divalent linking group that can be taken as L is not particularly limited as long as it is a linking group that is not conjugated to the dipyrometheneboron dye portion, and may contain the above-mentioned conjugated structure inside it or at the cyclopentadiene ring end in general formula (2M). Examples of divalent linking groups include alkylene groups having 1 to 20 carbon atoms, arylene groups having 6 to 20 carbon atoms, divalent heterocyclic groups obtained by removing two hydrogen atoms from a heterocycle, -CH=CH-, -CO-, -CS-, -NR- (where R represents a hydrogen atom or a monovalent substituent), -O-, -S-, -SO 2 Examples include - or -N=CH-, or divalent linking groups formed by combining multiple (preferably 2 to 6) of these. Preferably, alkylene groups having 1 to 8 carbon atoms, arylene groups having 6 to 12 carbon atoms, -CH=CH-, -CO-, -NR- (R is as described above), -O-, -S-, -SO 2 A divalent linking group formed by combining a group selected from the group consisting of - and -N=CH- or two or more (preferably 2 to 6) groups selected from this group, most preferably an alkylene group having 1 to 4 carbon atoms, a phenylene group, -CO-, -NH-, -O-, and -SO- 2 -A linking group is a group selected from the group consisting of - or a combination of two or more (preferably 2 to 6) groups selected from this group. The combined divalent linking group is not particularly limited, but may be -CO-, -NH-, -O-, or -SO 2 Groups containing - are preferred, such as -CO-, -NH-, -O-, or -SO 2 A linking group formed by combining two or more of the following: -CO-, -NH-, -O-, and -SO 2Examples of linking groups include those formed by combining at least one of the following with an alkylene group or an arylene group: -CO-, -NH-, -O-, or -SO 2 Examples of linking groups formed by combining two or more of the hyphens include -COO-, -OCO-, -CONH-, -NHCOO-, -NHCONH-, and -SO 2 NH- is one example. -CO-, -NH-, -O-, and -SO- 2 Linking groups formed by combining at least one of the following with an alkylene group or an arylene group include groups formed by combining -CO-, -COO-, or -CONH- with an alkylene group or an arylene group. The substituents that can be taken as R are not particularly limited and are synonymous with the substituents in the substituent group T described later. 【0025】 L is either a single bond, or an alkylene group with 1 to 8 carbon atoms, an arylene group with 6 to 12 carbon atoms, -CH=CH-, -CO-, -NR- (R is as described above), -O-, -S-, -SO 2 A group selected from the group consisting of - and -N=CH-, or a group formed by combining two or more groups selected from this group, is preferred. 【0026】 L may have one or more substituents. The substituents that L may have are not particularly limited and are, for example, synonymous with the substituents in the substituent group T described later. If L has multiple substituents, substituents bonded to adjacent atoms may bond to each other to further form a ring structure. 【0027】The alkylene group that can be taken as L can be any group with 1 to 20 carbon atoms, for example, methylene, ethylene, propylene, methylethylene, methylmethylene, dimethylmethylene, 1,1-dimethylethylene, butylene, 1-methylpropylene, 2-methylpropylene, 1,2-dimethylpropylene, 1,3-dimethylpropylene, 1-methylbutylene, 2-methylbutylene, 3-methylbutylene, 4-methylbutylene, 2,4-dimethylbutylene, 1,3-dimethylbutylene, pentylene, hexylene, hep Examples include ethylene, octylene, ethane-1,1-diyl, propane-2,2-diyl, cyclopropane-1,1-diyl, cyclopropane-1,2-diyl, cyclobutane-1,1-diyl, cyclobutane-1,2-diyl, cyclopentane-1,1-diyl, cyclopentane-1,2-diyl, cyclopentane-1,3-diyl, cyclohexane-1,1-diyl, cyclohexane-1,2-diyl, cyclohexane-1,3-diyl, cyclohexane-1,4-diyl, methylcyclohexane-1,4-diyl, etc. As L, the alkylene group may contain -CO-, -CS-, -NR- (R is as described above), -O-, -S-, -SO 2 When a linking group is adopted that includes at least one of - and -N=CH-, groups such as -CO- may be incorporated at any position in the alkylene group, and the number of incorporated groups is not particularly limited. 【0028】 The arylene group that can be taken as L is not particularly limited as long as it has 6 to 20 carbon atoms. For example, from the aryl groups in the substituent group T described later, groups obtained by removing one more hydrogen atom from each of the exemplified aryl groups with 6 to 20 carbon atoms. The heterocyclic group that can be taken as L is not particularly limited. For example, from each of the exemplified heterocyclic groups in the substituent group T described later, groups obtained by removing one more hydrogen atom. 【0029】In general formula (2M), the remaining substructure after removing the linking group L corresponds to a structure obtained by removing one hydrogen atom from a metallocene compound (metallocene structure portion). In the present invention, the metallocene compound that becomes the metallocene structure portion can be any known metallocene compound without particular limitation, as long as it is a compound that conforms to the substructure defined by general formula (2M) above (a compound in which a hydrogen atom is bonded in place of L). The metallocene structure portion defined by general formula (2M) will be described in detail below. 【0030】 In general formula (2M), R 1m ~R 9m Each of these represents either a hydrogen atom or a substituent. 1m ~R 9m The substituents that can be chosen are not particularly limited, but for example, they can be selected from the substituents in the substituent group T described later. 1m ~R 9m Each of these is preferably a hydrogen atom, a halogen atom, an alkyl group, an acyl group, an alkoxy group, an amino group, or an amide group; more preferably a hydrogen atom, a halogen atom, an alkyl group, an acyl group, or an alkoxy group; even more preferably a hydrogen atom, a halogen atom, an alkyl group, or an acyl group; particularly preferably a hydrogen atom, a halogen atom, or an alkyl group; and most preferably a hydrogen atom. 【0031】 R 1m ~R 9m The alkyl groups that can be taken as are the aforementioned R 1 Among the alkyl groups that can be selected, alkyl groups having 1 to 8 carbon atoms are preferred, for example, methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, tert-butyl, isobutyl, pentyl, tert-pentyl, hexyl, octyl, and 2-ethylhexyl. These alkyl groups may have halogen atoms as substituents. Examples of alkyl groups substituted with halogen atoms include chloromethyl, dichloromethyl, trichloromethyl, bromomethyl, dibromomethyl, tribromomethyl, fluoromethyl, difluoromethyl, trifluoromethyl, 2,2,2-trifluoroethyl, perfluoroethyl, perfluoropropyl, and perfluorobutyl. Also, R1m ~R 9m The alkyl groups that can be selected as such may have at least one methylene group forming the carbon chain substituted with -O- or -CO-. Examples of alkyl groups in which the methylene group is substituted with -O- include methoxy, ethoxy, propoxy, isopropoxy, isobutoxy, sec-butoxy, tert-butoxy, 2-methoxyethoxy, chloromethyloxy, dichloromethyloxy, trichloromethyloxy, bromomethyloxy, dibromomethyloxy, tribromomethyloxy, fluoromethyloxy, difluoromethyloxy, trifluoromethyloxy, 2,2,2-trifluoroethyloxy, perfluoroethyloxy, perfluoropropyloxy, and perfluorobutyloxy, in which the end methylene groups are substituted, as well as alkyl groups in which the internal methylene groups of the carbon chain, such as 2-methoxyethyl, are substituted. Examples of alkyl groups in which the methylene group is substituted with -CO- include acetyl, propionyl, monochloroacetyl, dichloroacetyl, trichloroacetyl, trifluoroacetyl, propan-2-on-1-yl, and butan-2-on-1-yl. 【0032】 In general formula (2M), M is an atom that can constitute a metallocene compound, and represents Fe, Co, Ni, Ti, Cu, Zn, Zr, Cr, Mo, Os, Mn, Ru, Sn, Pd, Rh, V, or Pt. Among these, M is preferably Fe, Ti, Co, Ni, Zr, Ru, or Os, more preferably Fe, Ti, Ni, Ru, or Os, even more preferably Fe or Ti, and most preferably Fe. 【0033】 Furthermore, 2-hydroxy-5-methoxyphenyl group, 3,4,5-trimethoxyphenyl group, 2,4,6-trimethoxyphenyl group, 2,6-dimethoxyphenyl group, 6-hydroxynaphthyl group, 4-methoxynaphthyl group, 2,4,6-trimethylphenyl group, and 9-phenylanthracenyl group are also preferred as the electron-donating quencher portion. 【0034】On the other hand, the electron-accepting quenching agent portion is preferably a structure having electron-withdrawing substituents such as halogen atoms and nitro groups. For example, 3-nitrophenyl group, 3,5-dinitrophenyl group, 2-methoxy-5-nitrophenyl group, nitro group, and iodine atom are preferred. 【0035】 The ferrocenyl groups represented by the general formula (2M) are L and R. 1m ~R 9m A group formed by combining preferred elements of M is preferred, for example, L may be a single bond, or an alkylene group having 2 to 8 carbon atoms, an arylene group having 6 to 12 carbon atoms, -CH=CH-, -CO-, -NR- (R is as described above), -O-, -S-, -SO 2 A group selected from the group consisting of - and -N=CH-, or a group formed by combining two or more groups selected from this group, and R 1m ~R 9m Examples include groups formed by combining a hydrogen atom, a halogen atom, an alkyl group, an acyl group, or an alkoxy group with Fe as M. In particular, L is a single bond, or an arylene group having 6 to 12 carbon atoms, and R 1m ~R 9m Preferably, the group is formed by combining a hydrogen atom, a halogen atom, an alkyl group, an acyl group or an alkoxy group with Fe as M, and L is a single bond or an arylene group having 6 to 12 carbon atoms, and R 1m ~R 9m A group consisting of a hydrogen atom as M and Fe as M is more preferable. 【0036】- Substituent Group T - In the present invention, if a substituent is described only as such, the description of the corresponding substituent in this substituent group T can be referred to and applied. For example, if only "alkyl group" is described, the description of "alkyl group" in this substituent group T can be referred to and applied. The same applies to substituents other than "alkyl group". Furthermore, in the present invention, substituents that a substituent such as an "alkyl group" may have are examples of substituents selected from the substituent group T below. Furthermore, if a substituent such as an "alkyl group" has a substituent and also has another substituent, examples of substituents that a substituent such as an "alkyl group" may have are examples of substituents formed by combining two or more substituents selected from the substituent group T below. Furthermore, in the present invention, when an alkyl group is described separately from a cyclic (cyclo) alkyl group, the term alkyl group is used to encompass linear alkyl groups and branched alkyl groups. On the other hand, when an alkyl group is not described separately from a cyclic alkyl group, and unless otherwise specified, the term alkyl group is used to encompass linear alkyl groups, branched alkyl groups, and cycloalkyl groups. This also applies to groups that can form a cyclic structure (alkyl groups, alkenyl groups, alkynyl groups, etc.) and groups that can form a cyclic structure (alkoxy groups, alkylthio groups, alkenyloxy groups, etc.), as well as compounds that contain groups that can form a cyclic structure. When a group can form a cyclic skeleton, the lower limit of the number of atoms in the group forming the cyclic skeleton is 3 or more, preferably 4 or more, and more preferably 5 or more, regardless of the lower limit of the number of atoms specifically described below for groups that can form this structure. In the description of the substituent group T below, groups with linear or branched structures and groups with cyclic structures are sometimes described separately to clarify them, for example, alkyl groups and cycloalkyl groups. 【0037】The substituent group T includes the following groups: halogen atoms (e.g., fluorine, chlorine, bromine), alkyl groups (preferably linear, branched, or cyclic alkyl groups having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, for example, methyl, ethyl, propyl, isopropyl, butyl, t-butyl, pentyl, hexyl, heptyl, octyl, 2-ethylhexyl, dodecyl, hexadecyl, cyclopropyl, cyclopentyl, cyclohexyl, 1-norbornyl, 1-adamantyl), alkenyl groups (preferably alkenyl groups having 2 to 48 carbon atoms, more preferably 2 to 18 carbon atoms, for example) For example, vinyl, allyl, 3-buten-1-yl), aryl group (preferably an aryl group having 6 to 48 carbon atoms, more preferably 6 to 24 carbon atoms, for example phenyl, naphthyl), heterocyclic group (preferably a heterocyclic group having 1 to 32 carbon atoms, more preferably 1 to 18 carbon atoms, for example 2-thienyl, 4-pyridyl, 2-furyl, 2-pyrimidinyl, 1-pyridyl, 2-benzothiazolyl, 1-imidazolyl, 1-pyrazolyl, benzotriazole-1-yl), silyl group (preferably a silyl group having 3 to 38 carbon atoms, more preferably 3 to 18 carbon atoms) For example, trimethylsilyl, triethylsilyl, tributylsilyl, t-butyldimethylsilyl, t-hexyldimethylsilyl), hydroxyl group, cyano group, nitro group, alkoxy group (preferably alkoxy groups having 1 to 48 carbon atoms, more preferably alkoxy groups having 1 to 24 carbon atoms, for example methoxy, ethoxy, 1-butoxy, 2-butoxy, isopropoxy, t-butoxy, dodecyloxy, cycloalkyloxy group, for example cyclopentyloxy, cyclohexyloxy), aryloxy group (preferably 6 to 48 carbon atoms, more preferably (1) is an aryloxy group having 6 to 24 carbon atoms, for example, phenoxy, 1-naphthoxy), a heterocyclic oxy group (preferably having 1 to 32 carbon atoms, more preferably a heterocyclic oxy group having 1 to 18 carbon atoms, for example, 1-phenyltetrazole-5-oxy, 2-tetrahydropyranyloxy), a silyloxy group (preferably having 1 to 32 carbon atoms, more preferably a silyloxy group having 1 to 18 carbon atoms, for example, trimethylsilyloxy, t-butyldimethylsilyloxy, diphenylmethylsilyloxy), an acyloxy group (preferably having 2 to 48 carbon atoms,More preferably, acyloxy groups having 2 to 24 carbon atoms, for example, acetoxy, pivaloyloxy, benzoyloxy, dodecanoyloxy), alkoxycarbonyloxy groups (preferably alkoxycarbonyloxy groups having 2 to 48 carbon atoms, more preferably 2 to 24 carbon atoms, for example, ethoxycarbonyloxy, t-butoxycarbonyloxy, cycloalkyloxycarbonyloxy groups, for example, cyclohexyloxycarbonyloxy), aryloxycarbonyloxy groups (preferably aryloxycarbonyloxy groups having 7 to 32 carbon atoms, more preferably 7 to 24 carbon atoms, for example, phenoxycarbonyloxy), 【0038】Carbamoyloxy group (preferably having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, for example, N,N-dimethylcarbamoyloxy, N-butylcarbamoyloxy, N-phenylcarbamoyloxy, N-ethyl-N-phenylcarbamoyloxy), sulfamoyloxy group (preferably having 1 to 32 carbon atoms, more preferably 1 to 24 carbon atoms, for example, N,N-diethylsulfamoyloxy, N-propylsulfamoyloxy), alkylsulfonyloxy group (preferably having 1 to 3 carbon atoms) 8. More preferably alkylsulfonyloxy groups having 1 to 24 carbon atoms, for example methylsulfonyloxy, hexadecylsulfonyloxy, cyclohexylsulfonyloxy), arylsulfonyloxy groups (preferably arylsulfonyloxy groups having 6 to 32 carbon atoms, more preferably arylsulfonyloxy groups having 6 to 24 carbon atoms, for example phenylsulfonyloxy), acyl groups (preferably acyl groups having 1 to 48 carbon atoms, more preferably acyl groups having 1 to 24 carbon atoms, for example formyl, acetyl, pivaloyl, benzoyl, tetradecanoyl, cyclohexanoyl), alkoxycarbonyl alkoxycarbonyl groups (preferably alkoxycarbonyl groups having 2 to 48 carbon atoms, more preferably 2 to 24 carbon atoms, for example methoxycarbonyl, ethoxycarbonyl, octadecyloxycarbonyl, cyclohexyloxycarbonyl, 2,6-di-tert-butyl-4-methylcyclohexyloxycarbonyl), aryloxycarbonyl groups (preferably aryloxycarbonyl groups having 7 to 32 carbon atoms, more preferably 7 to 24 carbon atoms, for example phenoxycarbonyl), carbamoyl groups (preferably carbamoyl groups having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms) Iyl groups, for example, carbamoyl, N,N-diethylcarbamoyl, N-ethyl-N-octylcarbamoyl, N,N-dibutylcarbamoyl, N-propylcarbamoyl, N-phenylcarbamoyl, N-methylN-phenylcarbamoyl, N,N-dicyclohexylcarbamoyl), amino groups (preferably amino groups with 32 or fewer carbon atoms, more preferably amino groups with 24 or fewer carbon atoms, for example, amino, methylamino, N,N-dibutylamino, tetradecylamino, 2-ethylhexylamino, cyclohexylamino), anilino groups (preferably with 6 to 32 carbon atoms,More preferably, anilino groups with 6 to 24 carbon atoms, for example, anilino, N-methylanilino), heterocyclic amino groups (preferably heterocyclic amino groups with 1 to 32 carbon atoms, more preferably 1 to 18 carbon atoms, for example, 4-pyridylamino), carbonamide groups (preferably carbonamide groups with 2 to 48 carbon atoms, more preferably 2 to 24 carbon atoms, for example, acetamide, benzamide, tetradecaneamide, pivaloylamide, cyclohexaneamide), ureido groups (preferably carbon 1 to 32 carbon atoms, more preferably carbon 1 to 24 carbon atoms, for example, ureido, N,N-di Methyl ureide, N-phenylureide), imide group (preferably an imide group having 36 or fewer carbon atoms, more preferably an imide group having 24 or fewer carbon atoms, for example, N-succinimide, N-phthalimide), alkoxycarbonylamino group (preferably an alkoxycarbonylamino group having 2 to 48 carbon atoms, more preferably an alkoxycarbonylamino group having 2 to 24 carbon atoms, for example, methoxycarbonylamino, ethoxycarbonylamino, t-butoxycarbonylamino, octadecyloxycarbonylamino, cyclohexyloxycarbonylamino), aryloxycarbonylamino group (preferably (1) is an aryloxycarbonylamino group having 7 to 32 carbon atoms, more preferably 7 to 24 carbon atoms, for example, phenoxycarbonylamino; (2) is a sulfonamide group (preferably 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, for example, methanesulfonamide, butanesulfonamide, benzenesulfonamide, hexadecanesulfonamide, cyclohexanesulfonamide); (3) is a sulfamoylamino group (preferably 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, for example, N,N-dipropylsulfa Moylamino, N-ethyl-N-dodecylsulfamoylamino), azo group (preferably an azo group having 1 to 32 carbon atoms, more preferably an azo group having 1 to 24 carbon atoms, for example phenylazo, 3-pyrazolylazo), alkylthio group (preferably an alkylthio group having 1 to 48 carbon atoms, more preferably an alkylthio group having 1 to 24 carbon atoms, for example methylthio, ethylthio, octylthio, cyclohexylthio), arylthio group (preferably an arylthio group having 6 to 48 carbon atoms, more preferably an arylthio group having 6 to 24 carbon atoms, for example phenylthio), heterocyclic thio group (preferably one to 32 carbon atoms,More preferably a heterocyclic thio group having 1 to 18 carbon atoms, for example 2-benzothiazolylthio, 2-pyridylthio, 1-phenyltetrazolylthio), alkylsulfinyl group (preferably an alkylsulfinyl group having 1 to 32 carbon atoms, more preferably 1 to 24 carbon atoms, for example dodecanesulfinyl), arylsulfinyl group (preferably an arylsulfinyl group having 6 to 32 carbon atoms, more preferably 6 to 24 carbon atoms, for example phenylsulfinyl), alkylsulfonyl group (preferably an alkylsulfonyl group having 1 to 48 carbon atoms, more preferably 1 to 24 carbon atoms, for example methylsulfonyl, ethylsulfonyl, propylsulfonyl, butylsulfonyl, isopropylsulfonyl, 2-ethylhexylsulfonyl, hexadecylsulfonyl, octylsulfonyl, cyclohexylsulfonyl), arylsulfonyl group (preferably 6 carbon atoms) Examples include aryl sulfonyl groups (C6-C24, preferably phenylsulfonyl, 1-naphthylsulfonyl), sulfamoyl groups (preferably C32 or less, more preferably C24 or less, for example, sulfamoyl, N,N-dipropylsulfamoyl, N-ethyl-N-dodecylsulfamoyl, N-ethyl-N-phenylsulfamoyl, N-cyclohexylsulfamoyl), sulfo groups, phosphonyl groups (preferably C1-C32, more preferably C1-C24, for example, phenoxyphosphonyl, octyloxyphosphonyl, phenylphosphonyl), and phosphinoylamino groups (preferably C1-C32, more preferably C1-C24, for example, diethoxyphosphinoylamino, dioctyloxyphosphinoylamino). The aforementioned electron-donating quenching agent portion is also included. 【0039】 Examples of dipyrometheneboron dyes represented by the general formula (1) above include the dyes (1-1) to (1-58) shown below. In the following, Me represents a methyl group and Et represents an ethyl group. However, the dipyrometheneboron dyes represented by the general formula (1) above are not limited to these. 【0040】 【0041】 【0042】 【0043】 【0044】 The dipyrometheneboron dye represented by the above general formula (1) can be synthesized by conventional methods, for example, referring to the descriptions in Dalton Trans., 2010, Vol. 39, pp. 9929-9935, Japanese Patent Publication No. 2023-051753, and the methods described in the examples below. Commercially available products can also be used. 【0045】 (Anthraquinone dye represented by general formula (2)) 【0046】 In the above formula, A is a hydroxyl group or -NH-R 62 This indicates R 61 and R 62 This represents a hydrogen atom, an aliphatic hydrocarbon group having 1 to 10 carbon atoms, an alicyclic hydrocarbon group having 3 to 10 carbon atoms, or a group represented by the following general formula (2b). 【0047】 【0048】 In the above formula, R 63 These are alkyl groups having 1 to 6 carbon atoms, halogen atoms, and -SO 3 H, -CO 2 H, -CO 2 R 64 ,-NHCOR 64 , -SO 3 R 64 or -SO 2 NR 64 R 65 This indicates R 64 R represents a saturated hydrocarbon group having 1 to 10 carbon atoms. 65 represents a hydrogen atom or a saturated hydrocarbon group having 1 to 10 carbon atoms. r is an integer from 0 to 5. X 61 * indicates a single bond or an alkanediyl group having 1 to 6 carbon atoms. * indicates a bond. 【0049】 R 61 and R 62As long as the aliphatic hydrocarbon group having 1 to 10 carbon atoms can be an alkyl group, an alkenyl group, or an alkynyl group, it is preferable to be an alkyl group. As long as the alkyl group has 1 to 10 carbon atoms, it can be any primary to tertiary alkyl group, and from the viewpoint of further improving the lightfastness of the anthraquinone dye represented by general formula (2) in addition to the lightfastness of the dipyrometheneboron dye represented by general formula (1) described above, it is preferable to be a secondary or tertiary alkyl group. 61 and R 62 Examples of aliphatic hydrocarbon groups having 1 to 10 carbon atoms that can be used include methyl group, ethyl group, n-propyl group, n-butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-octyl group, n-nonyl group, n-decyl group, isopropyl group, isobutyl group, sec-butyl group, tert-butyl group, 1,1-dimethylethyl group, 1-methylpropyl group, 1-methylbutyl group, 1,1-dimethylpropyl group, isopentyl group, neopentyl group, and 1-methylethyl group. Examples include the lupentyl group, 1,1-dimethylbutyl group, 1-methylhexyl group, 1-ethylethyl group, 1-propylbutyl group, 1,3-dimethylbutyl group, 1,1,3,3-tetramethylbutyl group, and 2-ethylhexyl group, with isopropyl group, 1,1-dimethylethyl group, 1-methylbutyl group, 1,1-dimethylpropyl group, sec-butyl group, tert-butyl group, 1-methylpentyl group, 1,1-dimethylbutyl group, or 1-methylhexyl group being preferred. 61 and R 62 Examples of alicyclic hydrocarbon groups having 3 to 10 carbon atoms that can be selected include cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and tricyclodecyl groups, with cyclohexyl being preferred. 61 and R 62The aliphatic hydrocarbon group having 1 to 10 carbon atoms and the alicyclic hydrocarbon group having 3 to 10 carbon atoms that can be taken as R may have substituents, and examples of substituents that may be present include hydroxyl groups, halogen atoms, alkyl groups and alkoxy groups. From the viewpoint of further improving the lightfastness of the anthraquinone dye represented by general formula (2) in addition to the lightfastness of the dipyrometheneboron dye represented by general formula (1) described above, 61 It is preferably a secondary or tertiary alkyl group having 1 to 10 carbon atoms, an alicyclic hydrocarbon group having 3 to 10 carbon atoms, or a group represented by the above general formula (2b), where A is -NH-R 62 And R 61 and R 62 It is more preferable that each of these is a secondary or tertiary alkyl group having 1 to 10 carbon atoms, an alicyclic hydrocarbon group having 3 to 10 carbon atoms, or a group represented by the above general formula (2b). In this more preferred embodiment, R 61 and R 62 These substituents may be the same or different, but it is preferable that they be the same substituent. 【0050】 R 63 Examples of C1-C6 alkyl groups that can be used include methyl, ethyl, propyl, butyl, pentyl, hexyl, isopropyl, isobutyl, sec-butyl, tert-butyl, isopentyl, and neopentyl groups. 63 It can be adopted as -SO 3 H and -CO 2 H may exist as an ionic structure with each hydrogen ion dissociated, or as a salt structure. That is, "-CO 2 "H" represents the base of the carboxylate ion or its salt, and "-SO 3 The "H" is used to indicate the presence of a sulfonate ion or its salt base. Examples of salts include salts with alkali metals such as sodium and potassium; salts with alkaline earth metals such as calcium and magnesium; and ammonium salts. 【0051】 R 64 and R 65Examples of saturated hydrocarbon groups having 1 to 10 carbon atoms that can be selected include linear alkyl groups such as methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, and decyl groups; branched alkyl groups such as isopropyl, isobutyl, isopentyl, neopentyl, and 2-ethylhexyl groups; and saturated alicyclic hydrocarbon groups such as cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, and tricyclodecyl groups. 64 and R 65 At least one hydrogen atom in a saturated hydrocarbon group having 1 to 10 carbon atoms that can be selected as such may be replaced by a halogen atom, a hydroxyl group, or an amino group. 【0052】 -CO 2 R 64 Examples include methoxycarbonyl groups, ethoxycarbonyl groups, propoxycarbonyl groups, tert-butoxycarbonyl groups, hexyloxycarbonyl groups, and eicosyloxycarbonyl groups. 【0053】 - NHCOR 64 Examples include N-acetylamino groups, N-propanoylamino groups, N-butyrylamino groups, N-isobutyrylamino groups, and N-pivaloylamino groups. 【0054】 -SO 3 R 64 Examples include methoxysulfonyl groups, ethoxysulfonyl groups, propoxysulfonyl groups, tert-butoxysulfonyl groups, hexyloxysulfonyl groups, and eicosyloxysulfonyl groups. 【0055】 -SO 2 NR 64 R 65Examples include N-methylsulfamoyl group, N-ethylsulfamoyl group, N-propylsulfamoyl group, N-isopropylsulfamoyl group, N-butylsulfamoyl group, N-isobutylsulfamoyl group, N-sec-butylsulfamoyl group, N-tert-butylsulfamoyl group, N-pentylsulfamoyl group, N-(1-ethylpropyl)sulfamoyl group, N-(1,1-dimethylpropyl)sulfamoyl group, N-(1,2-dimethylpropyl)sulfamoyl group, N-(2,2-dimethylpropyl)sulfamoyl group, N-(1-methylbutyl)sulfamoyl group, N-(2-methylbutyl)sulfamoyl group, N-(3-methylbutyl N-1 substituted sulfamoyl groups such as N-(1,3-dimethylbutyl)sulfamoyl group, N-cyclopentylsulfamoyl group, N-cyclohexylsulfamoyl group, N-hexylsulfamoyl group, N-(1,3-dimethylbutyl)sulfamoyl group, N-(3,3-dimethylbutyl)sulfamoyl group, N-heptylsulfamoyl group, N-(1-methylhexyl)sulfamoyl group, N-(1,4-dimethylpentyl)sulfamoyl group, N-octylsulfamoyl group, N-(2-ethylhexyl)sulfamoyl group, N-(1,5-dimethyl)hexylsulfamoyl group, N-(1,1,2,2-tetramethylbutyl)sulfamoyl group, N-(5-aminopentyl)sulfamoyl group, etc. Examples of N,N-substituted sulfamoyl groups include N,N-dimethylsulfamoyl group, N-ethyl-N-methylsulfamoyl group, N,N-diethylsulfamoyl group, N-propyl-N-methylsulfamoyl group, N-isopropyl-N-methylsulfamoyl group, N-tert-butyl-N-methylsulfamoyl group, N-butyl-N-ethylsulfamoyl group, N,N-bis(1-methylpropyl)sulfamoyl group, N-heptyl-N-methylsulfamoyl group, and other N,N-2 substituted sulfamoyl groups. 【0056】 X 61Examples of C1-C6 alkanediyl groups that can be selected include methylene group, ethylene group, ethane-1,1-diyl group, propane-1,3-diyl group, propane-1,2-diyl group, butane-1,4-diyl group, pentane-1,5-diyl group, hexane-1,6-diyl group, ethane-1,1-diyl group, butane-1,3-diyl group, 2-methylpropane-1,3-diyl group, 2-methylpropane-1,2-diyl group, pentane-1,4-diyl group, and 2-methylbutane-1,4-diyl group. 【0057】 Examples of anthraquinone dyes represented by the above general formula (2) include the following exemplary compounds (2-1) to (2-30). However, the anthraquinone dyes represented by the above general formula (2) are not limited to these. 【0058】 【0059】 【0060】 【0061】 【0062】 【0063】 Among the anthraquinone dyes represented by the above general formula (2), there are C.I. (Color Index International) Solvent Blue 36 (example compound (2-3)), C.I. Solvent Blue 45 (example compound (2-14)), C.I. Solvent Blue 63, C.I. Solvent Blue 97, C.I. Acid Blue 80 (example compound (2-11)), C.I. Solvent Blue 101 (example compound (2-8)), C.I. Solvent Blue 104 (example compound (2-12)), and C.I. Solvent Blue 122 (example compound (2-13)), C.I. Solvent Blue 97 (example compound (2-15)), C.I. Solvent blue 63 (example compound (2-16)) and example compounds (2-20) to (2-22) are preferred. 【0064】Anthraquinone dyes represented by the above general formula (2) can be synthesized by conventional methods, for example, referring to the descriptions in "Organic Chemistry in Colour" by Paul Francis Gordon and Peter Gregor, Springer-Verlag, 1986, p. 74; "Bull. Chem. Soc. Jpn.", 1982, Vol. 55, pp. 1209-1212; and the "Journal of Synthetic Organic Chemistry, Japan," 1990, Vol. 48, pp. 157-163. Commercially available products can also be used. 【0065】 The molar ratio of the content of the anthraquinone dye represented by the general formula (2) to the content of the dipyrometheneboron dye represented by the general formula (1) is preferably 0.20 to 10.00, more preferably 0.40 to 10.00, even more preferably 0.40 to 5.00, and particularly preferably 0.60 to 1.50, from the viewpoint of superior lightfastness. 【0066】 The total content of the dipyrometheneboron dye represented by the general formula (1) in the light-absorbing layer is preferably 0.1 to 20% by mass, more preferably 0.3 to 15.0% by mass, even more preferably 0.5 to 10.0% by mass, particularly preferably 0.7 to 10.0% by mass, and especially preferably 1.0 to 10.0% by mass. Furthermore, the total content of the anthraquinone dye represented by the general formula (2) in the light-absorbing layer is preferably 0.1 to 20.0% by mass, more preferably 0.3 to 15.0% by mass, even more preferably 0.5 to 15.0% by mass, particularly preferably 0.7 to 10.0% by mass, and especially preferably 1.0 to 10.0% by mass. 【0067】From the viewpoint of the main absorption wavelength band, the above light-absorbing layer preferably contains at least one of the following dyes A to D: Dye A: A dye having a main absorption wavelength band in the wavelength range of 390 to 435 nm. Dye B: A dye having a main absorption wavelength band in the wavelength range of 480 to 530 nm. Dye C: A dye having a main absorption wavelength band in the wavelength range of 580 to 620 nm. Dye D: A dye having a main absorption wavelength band in the wavelength range of 640 to 780 nm. Dye A is not particularly limited as long as it has a main absorption wavelength band in the wavelength range of 390 to 435 nm in the light-absorbing filter of the present invention, and various dyes can be used. Dye B is not particularly limited as long as it has a main absorption wavelength band in the wavelength range of 480 to 530 nm in the light-absorbing filter of the present invention, and various dyes can be used. Dye C is not particularly limited as long as it has a main absorption wavelength band in the wavelength range of 580 to 620 nm in the light-absorbing filter of the present invention, and various dyes can be used. Dye D is not particularly limited as long as it has a main absorption wavelength band in the wavelength range of 630 to 780 nm in the light-absorbing filter of the present invention, and various dyes can be used. The wavelength range in which dye A has its main absorption wavelength band is preferably 400 to 435 nm, and more preferably 405 to 435 nm. The wavelength range in which dye B has its main absorption wavelength band is preferably 490 to 530 nm, and more preferably 490 to 525 nm. The wavelength range in which dye C has its main absorption wavelength band is preferably 580 to 615 nm, and more preferably 585 to 610 nm. The wavelength range in which dye D has its main absorption wavelength band is preferably 630 to 750 nm, and more preferably 630 to 700 nm. However, at least one of the above dyes A to D contains a dipyrometheneboron dye represented by the above general formula (1), and among these, it is preferable that the dye corresponding to dye B contains a dipyrometheneboron dye represented by the above general formula (1). Furthermore, at least one of the above dyes A to D includes an anthraquinone dye represented by the above general formula (2), and it is preferable that the dye corresponding to dye D includes an anthraquinone dye represented by the above general formula (2). 【0068】Specific examples of dye A include, for example, porphyrin, squaline, cyanine (CY), pyrrolemethine, and indoaniline dyes. Preferred pyrrolemethine dyes include pyrrolemethine-based dyes represented by general formula (A1) or (A2) as described in paragraphs

[0022] to

[0066] of International Publication No. 2022 / 138925 and the following compound (E-42). 【0069】 【0070】 The dye A described above preferably includes a pyrrolemethine-based dye represented by general formula (A1) of International Publication No. 2022 / 138925, given that its absorption waveform in the main absorption wavelength band is sharp. 【0071】 Specific examples of dye B include, for example, pyrrole methine (PM), rhodamine (RH), boron dipyrromethene (BODIPY), and squaline (SQ, also called squalirium). Dipyromethene boron dye represented by the above general formula (1) is also preferred as dye B. Specific examples of dye C include, for example, tetraazaporphyrin (TAP), squaline, and cyanine (CY). Preferred examples include squaline-based dyes and quencher-containing dyes represented by any of the general formulas (1) to (9) described in paragraphs

[0072] to

[0169] of International Publication No. 2021 / 221122, as well as the following compounds (C-121) and (C-122). 【0072】 【0073】Among these, dyes B and C are preferably squaline dyes, and more preferably squaline dyes represented by general formula (1) described in International Publication No. 2021 / 221122, because their absorption waveforms in the main absorption wavelength band are sharp. By using dyes with sharp absorption waveforms as described above for dyes B and C, the original color of the image in the OLED display device can be preserved at a better level. 【0074】 Specific examples of dye D include, for example, porphyrin, squaline, cyanine (CY), and indoaniline dyes. As squaline dyes, squaline-based dyes represented by general formula (14) described in paragraphs

[0089] to

[0099] of International Publication No. 2023 / 228799 are preferred. As indoaniline dyes, indoaniline-based dyes represented by general formula (v) or (v-a) described in paragraphs

[0064] to

[0072] of International Publication No. 2023 / 234353 are preferred. 【0075】 The total content of the dye in the light-absorbing layer is preferably 0.1 to 50.0% by mass, more preferably 0.3 to 40.0% by mass, even more preferably 0.5 to 30.0% by mass, particularly preferably 0.7 to 20.0% by mass, and especially preferably 1.0 to 15.0% by mass. 【0076】<Resin> The resin contained in the light-absorbing layer (hereinafter also referred to as the "matrix resin") is not particularly limited as long as it can disperse (preferably dissolve) the above-mentioned dye and has the desired light transmittance (preferably 80% or more in the visible region with a wavelength of 400 to 800 nm). Among these, a resin that can satisfy the suppression of external light reflection and the suppression of brightness reduction is preferred. The matrix resin is preferably a low-polarity matrix resin that allows the above-mentioned dye to exhibit sharper absorption. Here, low polarity means that the fd value defined by the following relational expression I is preferably 0.45 or more. Relational expression I: fd = δd / (δd + δp + δh) In relational expression I, δd, δp, and δh represent terms corresponding to the London dispersion force, the inter-dipole force, and the hydrogen bonding force, respectively, with respect to the solubility parameter δt calculated by the Hoy method. The specific calculation method is as described in paragraphs

[0131] to

[0133] of International Publication No. 2022 / 138925. That is, fd represents the ratio of δd to the sum of δd, δp, and δh. By setting the fd value to 0.45 or higher, it becomes easier to obtain a sharper absorption waveform. Furthermore, if the light absorption layer contains two or more types of matrix resin, the fd value is calculated as follows: fd = Σ(w) i ・fd i ) Here, lol i is the mass fraction of the i-th matrix resin, fd i This indicates the fd value of the i-th matrix resin. 【0077】 Furthermore, if the matrix resin is a resin exhibiting a certain degree of hydrophobicity, the water content of the light-absorbing layer can be reduced to a low water content, for example, 0.5% or less, which is preferable in terms of improving the light resistance of the light-absorbing filter of the present invention, including the light-absorbing layer. Note that the resin may contain any conventional components in addition to the polymer. However, the fd of the matrix resin is a calculated value for the polymer constituting the matrix resin. 【0078】Preferred examples of the matrix resin include, for example, polystyrene resin and cyclic polyolefin resin. Typically, the fd value of polystyrene resin is 0.45 to 0.60, and the fd value of cyclic polyolefin resin is 0.45 to 0.70. In addition to these preferred resins, it is also preferable to use resin components that impart functionality to the light-absorbing layer, such as the stretchable resin component and the release-controlling resin component described later. That is, in the present invention, the matrix resin is used to mean that, in addition to the resins mentioned above, the stretchable resin component and the release-controlling resin component are included. It is preferable that the matrix resin contains polystyrene resin from the viewpoint of sharpening the absorption waveform of the dye. 【0079】 (Polystyrene Resin) The polystyrene contained in the above polystyrene resin refers to a polymer containing a styrene component. It is preferable that the polystyrene contains 50% by mass or more of the styrene component. The above light-absorbing layer may contain one type of polystyrene or two or more types. Here, the styrene component is a structural unit derived from a monomer having a styrene skeleton in its structure. From the viewpoint of controlling the photoelastic coefficient and hygroscopicity to a desirable range for a light-absorbing layer, it is more preferable that the polystyrene contains 70% by mass or more of the styrene component, and even more preferable that it contains 85% by mass or more. It is also preferable that the polystyrene is composed only of the styrene component. As the above polystyrene resin, the description of the polystyrene resin described in

[0106] to

[0110] of International Publication No. 2023 / 228799 can be applied as is. 【0080】The light-absorbing layer may also preferably contain a polyphenylene ether resin in addition to the polystyrene resin. By including both polystyrene resin and polyphenylene ether resin, the toughness of the light-absorbing layer can be improved, and the occurrence of defects such as cracks can be suppressed even in harsh environments such as high temperature and high humidity. As the polyphenylene ether resin, Asahi Kasei's Zylon S201A, S202A, S203A (all trade names) can be preferably used. Alternatively, a resin that has been pre-mixed with polystyrene resin and polyphenylene ether resin may be used. As the mixed resin of polystyrene resin and polyphenylene ether resin, for example, Asahi Kasei's Zylon 1002H, 1000H, 600H, 500H, 400H, 300H, 200H (all trade names) can be preferably used. In the above-mentioned light-absorbing layer, when polystyrene resin and polyphenylene ether resin are included, the mass ratio of the two is preferably 99 / 1 to 50 / 50, more preferably 98 / 2 to 60 / 40, and even more preferably 95 / 5 to 70 / 30, in terms of polystyrene resin / polyphenylene ether resin. By setting the blending ratio of the polyphenylene ether resin within the above preferred range, the light-absorbing layer has sufficient toughness, and when a solution film is formed, the solvent can be appropriately volatilized. 【0081】(Cyclic Polyolefin Resin) The cyclic olefin compounds that form the cyclic polyolefin contained in the above-mentioned cyclic polyolefin resin (also called polycycloolefin resin) are not particularly limited as long as they are compounds having a ring structure containing a carbon-carbon double bond. Examples include norbornene compounds, monocyclic cyclic olefin compounds other than norbornene compounds, cyclic conjugated diene compounds, and vinyl alicyclic hydrocarbon compounds. Examples of cyclic polyolefins include (1) polymers containing structural units derived from norbornene compounds, (2) polymers containing structural units derived from monocyclic cyclic olefin compounds other than norbornene compounds, (3) polymers containing structural units derived from cyclic conjugated diene compounds, (4) polymers containing structural units derived from vinyl alicyclic hydrocarbon compounds, and hydrides of polymers containing structural units derived from each of the compounds in (1) to (4). In the present invention, polymers containing structural units derived from norbornene compounds and polymers containing structural units derived from monocyclic cyclic olefin compounds include ring-opening polymers of each compound. As the cyclic polyolefin resin described above, the description of the cyclic polyolefin resin in International Publication No. 2023 / 228799

[0112] to

[0125] can be applied as is. 【0082】 (Stretchable Resin Component) The above light-absorbing layer may contain a stretchable component (also referred to as an stretchable resin component) as a resin component, selected as appropriate. Specifically, examples include acrylonitrile-butadiene-styrene resin (ABS resin), styrene-butadiene resin (SB resin), isoprene resin, butadiene resin, polyether-urethane resin, and silicone resin. Furthermore, these resins may be further hydrogenated as appropriate. As the stretchable resin component, it is preferable to use ABS resin or SB resin, and more preferable to use SB resin. 【0083】The above-mentioned SB resin can be, for example, a commercially available product. Examples of such commercially available products include TR2000, TR2003, TR2250 (all product names, manufactured by JSR Corporation), Clearlen 210M, 220M, 730V (all product names, manufactured by Denka Corporation), Asaflex 800S, 805, 810, 825, 830, 840 (all product names, manufactured by Asahi Kasei Corporation), and Eporex SB2400, SB2610, SB2710 (all product names, manufactured by Sumitomo Chemical Corporation). 【0084】 When the above-mentioned light-absorbing layer contains an extendable resin component, the content of the extendable resin component in the matrix resin is preferably 15 to 95% by mass, more preferably 20 to 50% by mass, and even more preferably 25 to 45% by mass. 【0085】 As for the above-mentioned stretchable resin component, it is preferable that the stretchable resin component is used alone to prepare a sample with a thickness of 30 μm and a width of 10 mm, and when the elongation at break at 25°C is measured according to JIS 7127, it shows an elongation at break of 10% or more, and more preferably 20% or more. 【0086】 The weight-average molecular weight (Mw) of the polymer constituting the above resin is preferably 5,000 to 500,000, more preferably 10,000 to 200,000, and even more preferably 15,000 to 150,000. In this invention, the weight-average molecular weight of the polymer can be measured as the molecular weight in terms of polystyrene by gel permeation chromatography (GPC). Specifically, a GPC instrument HLC-8220 (trade name, manufactured by Tosoh Corporation) is used, tetrahydrofuran is used as the eluent, and the columns are G3000HXL + G2000HXL (both trade names, manufactured by Tosoh Corporation), and detection can be performed using differential refractive index (RI) at 23°C with a flow rate of 1 mL / min. 【0087】 The content of the matrix resin in the above light-absorbing layer is preferably 50% by mass or more and less than 100% by mass, more preferably 60% by mass or more and less than 100% by mass, and even more preferably 65% ​​by mass or more and less than 100% by mass. The upper limit is also preferably 99% by mass or less. The matrix resin may be used alone or two or more types may be used in combination. 【0088】 <Other Components> The above light-absorbing layer may contain leveling agents (surfactants), anti-fading agents described in paragraphs

[0245] to

[0261] of International Publication No. 2021 / 014973, matting agents described in paragraphs

[0262] to

[0264] of International Publication No. 2021 / 014973, etc. Furthermore, if the above light-absorbing layer is used as a resin to apply the description of the matrix resin described in paragraphs

[0145] to

[0189] of International Publication No. 2021 / 132674, it may also contain the following association inhibitors. 【0089】 (Association Inhibitor) The light-absorbing layer preferably contains an association inhibitor in order to suppress or prevent the association of dye molecules within the light-absorbing layer by interacting with the dye. It is preferable to include an association inhibitor as a compound that sharpens the absorption waveform of the dye contained in the light-absorbing layer and improves its lightfastness. As the association inhibitor used in the present invention, the association inhibitor described in paragraphs

[0177] to

[0228] of International Publication No. 2022 / 138925 can be used. 【0090】 If the light-absorbing layer contains an association inhibitor, the content of the association inhibitor in the light-absorbing layer is preferably 0.1 to 30% by mass, more preferably 1 to 20% by mass, and even more preferably 2 to 15% by mass. The association inhibitor is preferably contained in the light-absorbing layer in a proportion of 10 to 1000 parts by mass, more preferably 20 to 700 parts by mass, and even more preferably 30 to 500 parts by mass, based on 100 parts by mass of the total content of the dye. 【0091】(Leveling agent) A leveling agent (surfactant) can be appropriately mixed into the above light-absorbing layer. Commonly used compounds can be used as leveling agents, and fluorine-containing surfactants are particularly preferred. Specifically, for example, the compounds described in paragraphs

[0028] to

[0056] of Japanese Patent Application Publication No. 2001-330725 can be cited, and copolymers consisting of a constituent unit having a fluorine-substituted alkyl group in the copolymer represented by formula (IV) described in paragraph

[0054] of Japanese Patent Application Publication No. 2001-330725 and a constituent unit derived from alkyl (meth)acrylate can also be cited. In addition, the MegaFac F (trade name) series manufactured by DIC Corporation can be used as a commercially available product. The content of the leveling agent in the above light-absorbing layer can be appropriately adjusted according to the purpose. 【0092】 In addition to the above components, the light-absorbing layer may also contain low molecular weight plasticizers, oligomer-based plasticizers, retardation modifiers, ultraviolet absorbers, degradation inhibitors, peeling accelerators, infrared absorbers, antioxidants, fillers, and compatibilizers. 【0093】 <Method for Manufacturing the Light-Absorbing Layer> The above light-absorbing layer can be manufactured by conventional methods, such as a solution film formation method, a melt extrusion method, or a method of forming a coating layer on a base film (release film) by any method (coating method), and stretching may be combined as appropriate. The above light-absorbing layer is preferably manufactured by the coating method. For the above solution film formation method and melt extrusion method, the descriptions of the solution film formation method and melt extrusion method in International Publication No. 2021 / 014973

[0268] to

[0274] can be applied as is. 【0094】(Coating Method) In the coating method, a solution of the light-absorbing layer material is applied to the release film to form a coating layer. A release agent or the like may be applied to the surface of the release film in advance to control the adhesion to the coating layer. The coating layer can be used after lamination with other components via an adhesive layer in a subsequent process, and then the release film is peeled off. Any adhesive can be used as the adhesive that constitutes the adhesive layer. The release film can be stretched together with the release film as appropriate, either with the solution of the light-absorbing layer material applied to it or with the coating layer laminated on it. 【0095】 The solvent used in the solution of the light-absorbing layer material can be appropriately selected from the viewpoint of being able to dissolve or disperse the light-absorbing layer material, easily forming a uniform surface in the coating and drying processes, ensuring liquid storage properties, and having an appropriate saturated vapor pressure. 【0096】 - Addition of dye (pigment) - The timing of adding the dye to the material of the light-absorbing layer is not particularly limited, as long as it is added at the time of film formation. For example, it may be added at the time of synthesis of the polymer constituting the matrix resin, or it may be mixed with the material of the light-absorbing layer when preparing the coating solution for the material of the light-absorbing layer. 【0097】 -Release Film- The release film used to form the above light-absorbing layer 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. If the film thickness is above the above preferred lower limit, it is easier to ensure sufficient mechanical strength and failures such as curling, wrinkling, and buckling are less likely to occur. Also, if the film thickness is below the above preferred upper limit, when the multilayer film of the light-absorbing layer and the release film is stored, for example, in a long roll form, it is easier to adjust the surface pressure on the multilayer film to an appropriate range and adhesion failures are less likely to occur. 【0098】The surface energy of the release film is not particularly limited, but the adhesive strength between the light-absorbing layer and the release film can be adjusted by adjusting the relationship between the surface energy of the light-absorbing layer material and coating solution and the surface energy of the surface of the release film on which the light-absorbing layer is formed. Reducing the surface energy difference tends to increase the adhesive strength, while increasing the surface energy difference tends to decrease the adhesive strength, and this can be set as appropriate. 【0099】 The surface energy of the release film can be calculated from the contact angle values ​​of water and methylene iodide using Owens' method. For measuring the contact angle, for example, a DM901 (contact angle meter manufactured by Kyowa Interface Science Co., Ltd.) can be used. The surface energy of the side of the release film that forms the light-absorbing layer is preferably 41.0 to 48.0 mN / m, and more preferably 42.0 to 48.0 mN / m. If the surface energy is above the preferred lower limit, the uniformity of the thickness of the light-absorbing layer can be improved, and if it is below the preferred upper limit, the peeling force between the light-absorbing layer and the release film can be easily controlled within an appropriate range. 【0100】 Furthermore, while the surface irregularities of the release film are not particularly limited, they can be adjusted, for example, to prevent adhesive failure when storing a multilayer film of the light-absorbing layer and release film in a long roll form, depending on the relationship between the surface energy, hardness, and surface irregularities of the surface of the light-absorbing layer and the surface energy and hardness of the surface of the release film opposite to the side on which the light-absorbing layer is formed. Increasing the surface irregularities tends to suppress adhesive failure, while decreasing the surface irregularities tends to reduce the surface irregularities of the light-absorbing layer and thus reduce the haze of the light-absorbing filter, and can be set as appropriate. 【0101】Any material and film can be used as such a release film. Specific materials include polyester polymers (including polyethylene terephthalate polymers), olefin polymers, cycloolefin polymers, (meth)acrylic polymers, cellulose polymers, and polyamide polymers. Furthermore, surface treatments can be applied as appropriate to adjust the surface properties of the release film. To lower the surface energy, for example, corona treatment, room temperature plasma treatment, or saponification treatment can be performed, while to increase the surface energy, silicone treatment, fluorine treatment, or olefin treatment can be performed. 【0102】 - Peeling force between the light-absorbing layer and the release film - When the light-absorbing layer is formed by a coating method, the peeling force between the light-absorbing layer and the release film can be controlled by adjusting the material of the light-absorbing layer, the material of the release film, the internal strain of the light-absorbing layer, etc. This peeling force can be measured, for example, by a test in which the release film is peeled in a 90° direction, and when measured at a speed of 300 mm / min, the peeling force is preferably 0.001 to 5 N / 25 mm, more preferably 0.01 to 3 N / 25 mm, and even more preferably 0.05 to 1 N / 25 mm. If it is above the preferred lower limit, peeling outside the release film peeling process can be prevented, and if it is below the preferred upper limit, peeling defects in the peeling process (e.g., zipping and cracking of the light-absorbing layer) can be prevented. 【0103】 <Thickness of the Light-Absorbing Layer> The thickness of the light-absorbing layer is not particularly limited, but is preferably 1 to 18 μm, more preferably 1 to 12 μm, and even more preferably 1 to 8 μm. If it is below the above preferred upper limit, the decrease in polarization degree due to fluorescence emitted by the dye (pigment) can be suppressed by adding a high concentration of dye to a thin film. On the other hand, if it is above the above preferred lower limit, it becomes easier to maintain uniformity of absorbance within the plane. In this invention, a thickness of 1 to 18 μm means that the thickness of the light-absorbing layer is within the range of 1 to 18 μm no matter where it is measured. This is also true for thicknesses of 1 to 12 μm and 1 to 8 μm. The thickness can be measured using an electronic micrometer (for example, manufactured by Anritsu Corporation). 【0104】 <Absorbance of Light-Absorbing Filter> In the light-absorbing filter of the present invention, the maximum absorbance exhibited by the dipyromethenboron dye represented by the above-mentioned general formula (1) and the anthraquinone dye represented by the above-mentioned general formula (2) is usually preferably 0.01 to 1, and more preferably 0.1 to 0.6. In the light-absorbing filter of the present invention, the absorbance of the dipyromethenboron dye represented by the above-mentioned general formula (1) and the anthraquinone dye represented by the above-mentioned general formula (2) can be adjusted by the type of dipyromethenboron dye represented by the above-mentioned general formula (1) and the type of anthraquinone dye represented by the above-mentioned general formula (2), as well as the amount of these added (content in the light-absorbing layer), etc. 【0105】 <Moisture Content of Light-Absorbing Layer> From the viewpoint of durability, the moisture content of the light-absorbing layer is preferably 0.5% by mass or less, and more preferably 0.3% by mass or less, under conditions of 25°C and 80% relative humidity, regardless of the film thickness. In this specification, the moisture content of the light-absorbing layer can be measured using a sample with a thicker film thickness as needed. After humidifying the sample for 24 hours or more, the moisture content can be measured by the Karl Fischer method using a moisture meter and a sample drying device (for example, "CA-03" and "VA-05" (both manufactured by Mitsubishi Chemical Corporation)), and calculated by dividing the moisture content (g) by the sample mass (g, including moisture content). 【0106】<Glass transition temperature (Tg) of the light-absorbing layer> The glass transition temperature of the light-absorbing layer is preferably 50 to 140°C, more preferably 60 to 130°C, and even more preferably 70 to 120°C. If the glass transition temperature is above the preferred lower limit, degradation when used at high temperatures can be suppressed, and if the glass transition temperature is below the preferred upper limit, the likelihood of the organic solvent used in the coating solution remaining in the light-absorbing layer can be suppressed. The glass transition temperature of the light-absorbing layer can be measured by the following method. Using a differential scanning calorimetry device (X-DSC7000 (manufactured by IT Measurement Control Co., Ltd.)), 20 mg of the light-absorbing layer was placed in a measurement pan, heated from 30°C to 120°C in a nitrogen stream at a rate of 10°C / min and held for 15 minutes, and then cooled to 30°C at -20°C / min. After this, the temperature was heated again from 30°C to 250°C at a rate of 10°C / min, and the temperature at which the baseline began to shift from the lower temperature side was defined as the glass transition temperature Tg. The glass transition temperature of the light-absorbing layer can be adjusted by mixing two or more polymers with different glass transition temperatures, or by changing the amount of low-molecular-weight compounds such as anti-fading agents added. 【0107】 <Treatment of the light-absorbing layer> The light-absorbing layer may be subjected to hydrophilic treatment by any glow discharge treatment, corona discharge treatment, or alkali saponification treatment, with corona discharge treatment being preferred. In the present invention, it is preferable to laminate the gas barrier layer after hydrophilic treatment of the light-absorbing layer. It is also preferable to apply methods disclosed in Japanese Patent Application Publication No. 6-94915 or No. 6-118232, etc. 【0108】 The resulting film can be subjected to heat treatment, superheated steam contact, organic solvent contact, and other processes as needed. Surface treatment may also be performed as appropriate. 【0109】 Furthermore, as an adhesive layer, a layer consisting of an adhesive composition with a base polymer such as (meth)acrylic resin, styrene resin, or silicone resin, to which a crosslinking agent such as an isocyanate compound, epoxy compound, or aziridine compound is added, can also be applied. Preferably, the description of the adhesive layer in the OLED display device described later can be applied. 【0110】 [Gas Barrier Layer] In the light-absorbing filter of the present invention, it is also preferable that a gas barrier layer is provided on at least one side of the light-absorbing layer. The light-absorbing filter of the present invention can further suppress the decrease in the light absorption intensity of the dyes in the light-absorbing layer (in particular, the dipyrometheneboron dye represented by the above general formula (1) and the anthraquinone dye represented by the above general formula (2)) by having the gas barrier layer on at least one side of the light-absorbing layer that comes into contact with air when the light-absorbing filter of the present invention is used. In the light-absorbing filter of the present invention, as long as the gas barrier layer is provided at the interface of the light-absorbing layer that comes into contact with air, the gas barrier layer may be provided on only one side of the light-absorbing layer or on both sides. 【0111】 The material forming the gas barrier layer is not particularly limited and can include, for example, organic materials such as polyvinyl alcohol and polyvinylidene chloride, organic-inorganic hybrid materials such as sol-gel materials, and SiO 2 SiO x , SION, SIN x and Al 2 O 3 Examples of inorganic materials include the following. The gas barrier layer may be single-layer or multilayer. If it is multilayer, examples of configurations include an inorganic dielectric multilayer film and a multilayer film in which organic and inorganic materials are alternately layered. The method for forming the gas barrier layer is not particularly limited and can be done by conventional methods. For example, in the case of organic materials, methods such as spin coating or slit coating (casting method) and a method of laminating a resin gas barrier film to the light absorption layer can be used. In the case of inorganic materials, examples of methods include plasma CVD (Plasma Enhanced Chemical Vapor Deposition), sputtering, and vapor deposition. 【0112】 In particular, when the gas barrier layer contains a crystalline resin, the gas barrier layer contains a crystalline resin, has a thickness of 0.1 μm to 10 μm, and has an oxygen permeability of 60 cc / m². 2- Preferably, the temperature is 7 days atm or less. In the above gas barrier layer, the "crystalline resin" is a resin that has a melting point in which it undergoes a phase transition from crystal to liquid when the temperature is raised, and which can impart oxygen gas barrier properties to the gas barrier layer. Examples of the above crystalline resin include polyvinyl alcohol and polyvinylidene chloride, and polyvinyl alcohol is preferred from the viewpoint that the crystalline portion can effectively suppress gas permeation. The above "crystalline resin" is contained, the thickness of the layer is 0.1 μm to 10 μm, and the oxygen permeability of the layer is 60 cc / m 2 The gas barrier layer having a pressure of 7 days atm or less is the same as the gas barrier layer described in International Publication No. 2022 / 149510

[0180] to

[0184] , and these descriptions can be applied as is. 【0113】The light-absorbing filter of the present invention may be further laminated with any optical film, as long as the effects of the present invention are not impaired. There are no particular restrictions on the optical properties or materials of the above-mentioned optical film, but films containing (or primarily composed of) at least one of cellulose ester resin, acrylic resin, cyclic olefin resin, and polyethylene terephthalate resin are preferably used. Furthermore, either an optically isotropic film or an optically anisotropic phase difference film may be used. As an example of an optical film containing cellulose ester resin, Fujitac TD80UL (manufactured by Fujifilm Corporation) can be used. Regarding the above-mentioned arbitrary optical film, those containing an acrylic resin include an optical film containing a (meth)acrylic resin containing a styrene-based resin as described in Japanese Patent Publication No. 4570042, an optical film containing a (meth)acrylic resin having a glutarimide ring structure in its main chain as described in Japanese Patent Publication No. 5041532, an optical film containing a (meth)acrylic resin having a lactone ring structure as described in Japanese Patent Application Publication No. 2009-122664, and an optical film containing a (meth)acrylic resin having glutaric acid anhydride units as described in Japanese Patent Application Publication No. 2009-139754. Furthermore, regarding the above-mentioned arbitrary optical film, those containing a cyclic olefin resin include a cyclic olefin resin film described in paragraph

[0029] and subsequent paragraphs of Japanese Patent Application Publication No. 2009-237376, a cyclic olefin resin film containing an additive that reduces Rth as described in Japanese Patent Publication No. 4881827 and Japanese Patent Application Publication No. 2008-063536. 【0114】 When the light-absorbing filter of the present invention is applied to the display device of the present invention, the dipyrometheneboron dye represented by the above general formula (1) in the light-absorbing filter of the present invention exhibits excellent lightfastness. Therefore, when the light-absorbing filter of the present invention, in which the combination and content of dyes have been adjusted to achieve both suppression of ambient light reflection and suppression of brightness reduction, is applied to the display device of the present invention, the light-absorbing filter of the present invention can achieve both suppression of ambient light reflection and suppression of brightness reduction, while the dipyrometheneboron dye represented by the above general formula (1) exhibits excellent lightfastness. 【0115】 [Display Device] The display device of the present invention includes the light-absorbing filter of the present invention. As for the display device of the present invention, as long as the light-absorbing filter of the present invention is included in a configuration in which, if the gas barrier layer is present, the gas barrier layer is located on the side of the light-absorbing layer that is closer to the ambient light, other configurations can be used without particular limitation on the configuration of a commonly used display device. In particular, it is preferable that the light-absorbing filter of the present invention is included in a position that provides an anti-reflection function for ambient light. The display device is not particularly limited, but can be used in self-emissive display devices such as inorganic electroluminescent display devices (inorganic EL display devices), organic electroluminescent (OLED) display devices, micro light-emitting diode (microLED) display devices, mini light-emitting diode (miniLED) display devices, quantum dot display devices, liquid crystal display devices, etc. Among these, it is preferable that the self-emissive display device includes the light-absorbing filter of the present invention so that the excellent light resistance exhibited by the light-absorbing filter of the present invention can be more effectively demonstrated. Examples of the configuration of the above self-emissive display device are not particularly limited, but for example, a display device including, in order from the side opposite to ambient light, glass, a layer including a TFT (thin film transistor), a light-emitting element, the light-absorbing filter of the present invention, and a surface film. In the present invention, mini-LED refers to an LED with a chip size of approximately 100 to 200 μm square, and micro-LED refers to an LED with a chip size of less than 100 μm square. As micro-LEDs, for example, those described in International Publication No. 2014 / 204694 are preferred. Even when the above-mentioned self-emissive display device is configured to include the light-absorbing filter of the present invention as an anti-reflective means instead of a circular polarizing plate, the absorbance of the dyes contained in the light-absorbing filter of the present invention (particularly the dipyrometheneboron dye represented by the above-mentioned general formula (1) and the anthraquinone dye represented by the above-mentioned general formula (2)) can be maintained at an excellent level. It should be noted that the configuration of the display device of the present invention does not preclude the use of an anti-reflective film, as long as it does not impair the effects of the present invention. 【0116】<Adhesive Layer> In the display device of the present invention, the light-absorbing filter of the present invention is preferably bonded to the glass via an adhesive layer, and more preferably bonded to the glass via an adhesive layer on the surface facing away from the ambient light. As the adhesive layer, the description of the adhesive layer and method of forming it in an OLED display device described in International Publication No. 2021 / 014973

[0296] to

[0347] can be applied as is. 【0117】 The method for forming the adhesive layer described above is not particularly limited. For example, a method in which the adhesive composition is applied to the light-absorbing filter of the present invention by conventional means such as a bar coater, and then dried and cured; or a method in which the adhesive composition is first applied to the surface of a release substrate, dried, and then the adhesive layer is transferred to the light-absorbing filter of the present invention using the release substrate, and then aged and cured. The release substrate is not particularly limited, and any release substrate can be used. For example, the release film in the method for manufacturing the light-absorbing filter of the present invention described above can be used. In addition, the conditions for application, drying, aging, and curing can be adjusted as appropriate based on conventional methods. 【0118】 The present invention will be described in more detail below based on examples. The materials, amounts used, proportions, processing content, and processing procedures shown in the following examples can be modified as appropriate, as long as they do not depart from the spirit of the present invention. Therefore, the scope of the present invention is not limited to the examples shown below. In the following examples, "parts" and "%" representing the composition are based on mass unless otherwise specified. Also, λ max This refers to the maximum absorption wavelength that exhibits the highest absorbance. 【0119】 (Example of synthesis) 【0120】(1) Synthesis of intermediate 1-21M In a 200 mL three-necked flask, at room temperature (25°C), add 3.3 g (12.6 mmol) of bromoferrocene (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.), 2.8 g (18.9 mmol, 1.5 eq.) of 4-formylphenylboronic acid (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.), 6.9 g (65.5 mmol, 5.2 eq.) of sodium carbonate (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.), 148 mg (0.66 mmol, 0.05 eq.) of palladium acetate (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.), 314 mg (0.66 mmol, 0.05 eq.) of 2-(dicyclohexylphosphino)-2',4',6'-triisopropyl-1,1'-biphenyl (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.), and 45 ml of tetrahydrofuran (without stabilizer) (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.), H 2 24 ml of oxygen was added, and the mixture was refluxed and stirred under a nitrogen atmosphere for 7 hours. After cooling to room temperature, the mixture was filtered by Celite filtration, and the organic components were extracted with ethyl acetate using a separatory funnel. The organic layer was washed twice with water. The organic layer was dried over magnesium sulfate, filtered by suction, and the filtrate was concentrated. The residue was purified by silica gel column chromatography (eluent: ethyl acetate + hexane) to obtain 1.60 g of intermediate 1-21M (yield 44%). The result was an orange solid. 1 H-NMR (solvent: deuterated chloroform, δ in ppm): 9.97 (1H, s), 7.79 (2H, d, J = 8.4Hz), 7.59 (2H, d, J = 8.4Hz), 4.74 (2H, t, J = 1.8Hz), 4.44 (2H, t, J = 1.8Hz), 4.05 (5H, s) 【0121】 (2) Synthesis of dye 1-21 530 mg (1.8 mmol) of intermediate 1-21M and 100 ml of methylene chloride (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) were added to a 300 mL three-necked flask. 370 mg (3.9 mmol) of 2,4-dimethylpyrrole (manufactured by Tokyo Chemical Industries, Ltd.) and 50 μL of trifluoroacetic acid (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) were added at room temperature. After stirring at room temperature for 1 hour under light shielding, 460 mg (2.0 mmol) of 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ, manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) was added at room temperature and stirred for 4 hours. Subsequently, triethylamine (NET) was added at room temperature. 33 ml (21.6 mmol) of boron trifluoride diethyl ether complex (BF) (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd.) was added and stirred at room temperature for 10 minutes. Then, at room temperature, the mixture was heated. 3 Et 2 O, 3 ml (23.7 mmol) of Fujifilm Wako Pure Chemical Industries, Ltd. was added, stirred for 2 hours, and then left overnight. After that, H was added while stirring. 2 100 ml of solution O was added, and the organic components were extracted with chloroform using a separatory funnel. The organic layer was washed twice with water. The organic layer was dried over magnesium sulfate, filtered by suction, and the filtrate was concentrated. The residue was purified by silica gel column chromatography (eluent: ethyl acetate + chloroform) to obtain 310 mg of dye 1-21 (yield 34%). Red solid. 1 H-NMR (solvent: deuterated chloroform, δ in ppm): 7.65 (2H, d, J = 8.4Hz), 7.23 (2H, d, J = 8.4Hz), 6.00 (2H, s), 4.74 (2H, t, J=1.8Hz), 4.39 (2H, t, J=1.8Hz), 4.00 (5H, s), 2.57 (6H, s), 1.56 (6H, s) 【0122】 [Fabrication of Light Absorption Filter] The materials used to fabricate the light absorption filter are as follows: <Matrix Resin> (Resin 1) Arton R5000 (trade name, manufactured by JSR Corporation, norbornene-based polymer, Tg: 137°C), a cyclic polyolefin resin, was used as resin 1. 【0123】 <Dyes> The following dyes were used as dyes. Note that the λ described in the dye section below max This refers to the λ exhibited by each dye in the light absorption filter, as measured by the method described later. max This means that... Also, in the structural formula, Me represents a methyl group and Et represents an ethyl group. 【0124】 (Dipyromethene Boron Dye) The dye (1-1) whose structure is shown below is pyromethene 546 (manufactured by Tokyo Chemical Industry Co., Ltd., λ max (=501 nm) was used as the dye (1-3) whose structure is shown below: pyromethene 567 (manufactured by Tokyo Chemical Industry Co., Ltd., λ maxA λ of (=522 nm) was used. Dyes (1-7), (1-50), and (1-51), whose structures are shown below, were synthesized by conventional methods with reference to the description in Dalton Trans., 2010, Vol. 39, pp. 9929-9935, and Japanese Patent Publication No. 2023-051753. Dyes (1-21), whose structure is shown below, were synthesized as described above. λ of dye (1-7) max = 504 nm, and the λ of the dye (1-21) max = 504 nm, and the λ of the dye (1-50) max = 503 nm, and the λ of the dye (1-51) max This corresponds to 508 nm. 【0125】 (Anthraquinone dye) The dyes shown below (2-3) are 1,4-bis(isopropylamino)-9,10-anthraquinone (manufactured by Tokyo Chemical Industry Co., Ltd., λ max (λ = 648 nm) was used as the dye (2-4) whose structure is shown below: Solvent Blue 35 (manufactured by Fujifilm Wako Pure Chemical Industries, Ltd., λ max (λ = 650 nm) was used as the dye (2-15) whose structure is shown below: Plast Blue 8590 (manufactured by Arimoto Chemical Industry Co., Ltd., λ max (λ = 632 nm) was used as the dye (2-16) whose structure is shown below: Plast Blue 8540 (manufactured by Arimoto Chemical Industry Co., Ltd., λ max The λ of each dye was used. The dyes (2-20) to (2-22) whose structures are shown below were synthesized according to the methods described in Bull. Chem. Soc. Jpn., 1982, Vol. 55, pp. 1209-1212, and Journal of Synthetic Organic Chemistry, 1990, Vol. 48, pp. 157-163. max The wavelengths are 653 nm for dye (2-20), 652 nm for dye (2-21), and 640 nm for dye (2-22), respectively. 【0126】 (Comparative dye) Also, as a dipyromethene Zn complex dye for comparison, the following comparative dye A (λ max Using (λ = 490 nm), the following comparative dye B (λ) is used as a squarylium dye for comparison. max (=589 nm) was used. 【0127】 (Leveling agent 1) A polymer surfactant composed of the following components was used as leveling agent 1. In the following structural formula, the proportion of each component is expressed as a molar ratio, and t-Bu represents a tert-butyl group. 【0128】 (Base material 1) Polyethylene terephthalate film (manufactured by Toray Industries, Ltd., product name: Lumirror XD-510P, film thickness 50 μm) 【0129】 <Preparation of Light Absorption Filter No. 101> (1) Preparation of Light Absorption Layer Forming Solution A Each component was mixed in the composition shown below to prepare Light Absorption Layer Forming Solution A. -------------------------------------------------- Composition of Light Absorption Layer Forming Solution A -------------------------------------------------- Resin 1 97.1 parts by mass Leveling agent 1 0.2 parts by mass Dye (1-1) 1.2 parts by mass Dye (2-3) 1.5 parts by mass Toluene (solvent) 660.0 parts by mass Cyclohexanone (solvent) 73.3 parts by mass -------------------------------------------------- 【0130】 Next, the obtained light-absorbing layer-forming liquid A was filtered using filter paper with an absolute filtration accuracy of 10 μm (#63, manufactured by Toyo Filter Paper Co., Ltd.), and then filtered again using a metal sintered filter with an absolute filtration accuracy of 2.5 μm (FH025, manufactured by Pall Corporation). 【0131】 (2) Preparation of a light-absorbing layer with a substrate The light-absorbing layer forming liquid A after the filtration treatment was applied to the substrate 1 using a bar coater so that the film thickness after drying was 2.4 μm, and dried at 130°C to prepare a light-absorbing layer with a substrate. 【0132】 (3) Fabrication of light absorption filter No. 101 Light absorption filter No. 101 was fabricated by laminating a gas barrier layer on top of the light absorption layer in the light absorption layer with substrate as shown below. 【0133】(3-1) Preparation of Substrate 3 The light-absorbing layer side of the substrate-attached light-absorbing layer was treated using a corona treatment device (product name: Corona-Plus, manufactured by VETAPHONE) with a discharge rate of 1000 W・min / m 2 Corona treatment was performed under conditions of a processing speed of 3.2 m / min, and this was used as substrate 3. 【0134】 (3-2) Preparation of Resin Solution The components were mixed in the composition shown below and stirred in a constant temperature bath at 90°C for 1 hour to dissolve Kuraray Exceval AQ-4105 (trade name, manufactured by Kuraray Co., Ltd., modified polyvinyl alcohol, degree of saponification 98-99 mol%) to prepare a gas barrier layer forming solution. -------------------------------------------------- Composition of Gas Barrier Layer Forming Solution -------------------------------------------------- Kuraray Exceval 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 -------------------------------------------------- 【0135】 Next, the obtained gas barrier layer forming solution was filtered using a filter with an absolute filtration accuracy of 5 μm (product name: HydrophobicFluorepore Membrane, manufactured by Millex). 【0136】 (3-3) Lamination of the gas barrier layer The gas barrier layer forming solution after the filtration treatment described above was applied to the corona-treated side (light absorption layer) of the substrate 3 using a bar coater so that the film thickness after drying would be 1.6 μm, and the gas barrier layer was laminated by drying at 120°C for 60 seconds to produce light absorption filter No. 101. This light absorption filter No. 101 has a structure in which the substrate 1, the light absorption layer and the gas barrier layer are laminated in this order. 【0137】<Preparation of Light Absorption Filters No. 102-125, No. c11-c15 and r01> Light absorption filters No. 102-125 and c11-c15 were prepared in the same manner as light absorption filter No. 101, except that at least one of the following was changed to the type and amount of dye, or the presence or absence of a gas barrier layer, as described in Table 1 below. In addition, the amount of leveling agent 1 in light absorption filter No. 101 was fixed, and the amount of resin was changed in accordance with the change in the amount of dye, so as to ensure that the mass of the light absorption layer remained unchanged. Furthermore, light absorption filter No. r01 was prepared by fixing the amount of leveling agent 1 in light absorption filter No. 101, omitting the amount of dye, and adjusting the amount of resin 1 so that the mass of the light absorption layer remained unchanged. 【0138】 Light absorption filters No. 101 to 125 are the light absorption filters of the present invention, light absorption filters No. c11 to c15 are comparative light absorption filters, and light absorption filter No. r01 is a reference light absorption filter that does not contain dye. 【0139】 <Maximum Absorption Values ​​of the Light Absorption Filter> Using a UV3150 spectrophotometer (product name) manufactured by Shimadzu Corporation, the absorbance of the light absorption filter in the wavelength range of 380 to 780 nm was measured at 1 nm intervals. Absorbance Ab of the light absorption filter at each wavelength λ nm x (λ) and the absorbance Ab of a light absorption filter that does not contain dye (i.e., reference light absorption filter No. r01) 0 Absorbance difference with (λ), Ab x (λ)-Ab 0 (λ) was calculated, and the maximum value of this absorbance difference was defined as the absorption maximum. For each of the obtained light absorption filters, the following lightfastness and fluorescence quenching evaluations were performed. These results are summarized in Table 1. 【0140】<Lightfastness> (Preparation of lightfastness evaluation film) A TAC film (triacetylcellulose film) containing ultraviolet (UV) absorbent 1 (product name: TINUVIN328, manufactured by Ciba-Gayki (now Novartis Pharma), concentration relative to TAC: 0.98 phr (parts by mass per 100 parts by mass of TAC)) and UV absorbent 2 (product name: TINUVIN326, manufactured by Ciba-Gayki (now Novartis Pharma), concentration relative to TAC: 0.24 phr (parts by mass per 100 parts by mass of TAC)) was laminated to the gas barrier layer side of light absorption filters No. 101-106, 116-118, 122, 123 and c11 via an adhesive 1 (product name: SK2057, manufactured by Soken Chemical Co., Ltd.) with a thickness of approximately 20 μm. Next, the substrate 1 was peeled off, and glass was bonded to the light-absorbing layer side to which the substrate 1 had been attached, via the adhesive 1, to produce lightfastness evaluation films No. 101-106, 116-118, 122, 123 and c11. Similarly, for light-absorbing filters No. 107-115, 119-121, 124, 125, c12-c15 and r01, to which a gas barrier layer is not laminated on the light-absorbing layer, a TAC film containing the UV absorber 1 and UV absorber 2 was bonded to the side of the light-absorbing layer without the substrate 1. Then, the substrate 1 was peeled off, and glass was bonded to the light-absorbing layer side to which the substrate 1 had been attached, via the adhesive 1, to produce lightfastness evaluation films No. 107-115, 119-121, 124, 125, c12-c15 and r01. 【0141】(Absorption Maximum Value of Lightfastness Evaluation Film) The absorbance of the lightfastness evaluation film in the wavelength range of 200 to 1000 nm was measured at 1 nm intervals using a UV1800 spectrophotometer (product name) manufactured by Shimadzu Corporation. The absorbance difference between the absorbance of the lightfastness evaluation film at each wavelength and the absorbance of lightfastness evaluation film No. r01, which has the same composition except for not containing dyes, was calculated, and the maximum value of this absorbance difference was defined as the absorption maximum value. (Lightfastness) The above lightfastness evaluation film was irradiated with light for 68 hours in an environment of 60°C and 50% relative humidity using a Super Xenon Weather Meter SX75 (product name) manufactured by Suga Test Instruments Co., Ltd., and the absorption maximum value before and after this light irradiation was measured. The retention rate of the absorbance of each dye was calculated using the following formula, and the lightfastness of each dye was evaluated according to the following evaluation criteria. [Absorbance retention rate (%)] = ([Maximum absorption value after 68 hours of light irradiation] / [Maximum absorption value before light irradiation]) × 100 - Evaluation criteria (lightfastness) - A: Absorbance retention rate is 90% or more. B: Absorbance retention rate is 80% or more and less than 90%. C: Absorbance retention rate is 60% or more and less than 80%. D: Absorbance retention rate is 40% or more and less than 60%. E: Absorbance retention rate is less than 40%. 【0142】 <Fluorescence Quenching> (Preparation of Samples for Fluorescence Quenching Evaluation) For a sample consisting of a light-absorbing filter prepared above inserted between two polarizing plates arranged in crossed nicols, the transmittance in the wavelength range of 450 to 800 nm (hereinafter referred to as "cross transmittance") was measured using a UV1800 spectrophotometer (product name) manufactured by Shimadzu Corporation, and the fluorescence quenching of the light-absorbing filter was evaluated according to the following evaluation criteria. - Evaluation Criteria (Fluorescence Quenching) - A: The maximum value of the cross transmittance is less than 0.01%. B: The maximum value of the cross transmittance is 0.01% or more and less than 0.02%. C: The maximum value of the cross transmittance is 0.02% or more and less than 0.04%. D: The maximum value of the cross transmittance is 0.04% or more. Note that the maximum value of the cross transmittance for a sample without a light-absorbing filter was less than 0.01%. A smaller cross transmittance indicates lower fluorescence intensity and better fluorescence quenching. 【0143】 【0144】 (Notes to the table) Types of dyes: As described in <Dyes> above. Amount of dyes: This refers to the amount of dye in 100 parts by mass of the light-absorbing layer, and the unit is parts by mass. Comparative dye A is a dipyromethene Zn complex dye, and comparative dye B is a squarylium dye, but for convenience, they are listed under the items for dipyromethene boron dye or anthraquinone dye, respectively. Dye ratio: This refers to the molar ratio of the content of anthraquinone dye or comparative dye B to the content of dipyromethene boron dye or comparative dye A. If a gas barrier layer is present, it is indicated as "present," and if there is no gas barrier layer, it is indicated as "absent." "-" in Nos. c11, c12 and c15 indicates that it is not possible to calculate or evaluate because it does not contain anthraquinone dye or comparative dye B. 【0145】From the results in Table 1 above, the following can be seen. In the form of a light-absorbing filter having a light-absorbing layer and a gas barrier layer disposed on one side of the light-absorbing layer, light-absorbing filters No. 101-106, 116-118 and 122-123, in which the light-absorbing layer contains a dipyromethenboron dye represented by general formula (1) and an anthraquinone dye represented by general formula (2) in an unlinked state, showed superior lightfastness of the dipyromethenboron dye compared to comparative light-absorbing filter No. c11, in which the light-absorbing layer contains only the dipyromethenboron dye represented by general formula (1). Furthermore, in the form of a light-absorbing filter having a light-absorbing layer but not a gas barrier layer, light-absorbing filters No. 101-106, 116-118 and 122-123, in which the light-absorbing layer contains a dipyromethenboron dye represented by general formula (1) and an anthraquinone dye represented by general formula (2) in an unlinked state, showed superior lightfastness of the dipyromethenboron dye compared to comparative light-absorbing filter No. c11, in which the light-absorbing layer contains a dipyromethenboron dye represented by general formula (1) and an anthraquinone dye represented by general formula (2). Filters 107-115, 119-121, and 124-125 showed superior lightfastness of the dipyromethenboron dye compared to comparative light absorption filter No. c12, which contained only the dipyromethenboron dye represented by general formula (1) in its light absorption layer. Furthermore, the following can be considered regarding the effect of lightfastness on combinations of pyromethene dye and other dyes in an unbonded state. Comparative light absorption filter No. c13, which contained both the dipyromethenboron dye represented by general formula (1) and a squarylium dye in its light absorption layer, received the same E rating for lightfastness of the dipyromethenboron dye as comparative light absorption filter No. c12, which contained only the dipyromethenboron dye represented by general formula (1) in its light absorption layer, and failed to improve lightfastness to the desired level. In contrast, light absorption filter No. Light absorption filters No. 107 and 110-112, which were identical in type, dye ratio, and presence or absence of a gas barrier layer to c13 and the dipyromethenboron dye represented by general formula (1), were found to have excellent lightfastness of the dipyromethenboron dye when combined with anthraquinone dye represented by general formula (2).Furthermore, comparative light absorption filter No. c14, whose light absorption layer contains both a dipyromethene Zn complex dye and an anthraquinone dye represented by general formula (2), received the same E rating for lightfastness of the dipyromethene boron dye as comparative light absorption filter No. c15, whose light absorption layer contains only the dipyromethene Zn complex dye, indicating that the lightfastness could not be improved to the desired level. In contrast, light absorption filters No. 107-109, 124, and 125, which had the same type of anthraquinone dye represented by general formula (2), the ratio of dyes, and the presence or absence of a gas barrier layer as light absorption filter No. c14, received a B rating or higher for lightfastness of the dipyromethene boron dye when combined with the dipyromethene boron dye represented by general formula (1), demonstrating excellent lightfastness of the dipyromethene boron dye. In particular, comparisons between light absorption filters with the same dye ratio and the presence or absence of a gas barrier layer show that R in general formula (2) is... 61 However, light absorption filters No. 107-109, 111, 112, 119-121 and 124-125 containing any of the anthraquinone dyes (2-3), (2-15), (2-16), and (2-20)-(2-22), which are secondary or tertiary alkyl groups having 1 to 10 carbon atoms, alicyclic hydrocarbon groups having 3 to 10 carbon atoms, or groups represented by general formula (2b), are R 61 Compared to light absorption filter No. 110 containing anthraquinone dyes (2-4) in which is a primary alkyl group, the dipyrometheneboron dye exhibited superior lightfastness, as well as better lightfastness of the anthraquinone dye. Furthermore, when A in general formula (2) is -NH-R 62 And R in the compound 61 and R 62 Light absorption filters No. 107-109, 111, 119-121 and 124-125 all contain one of the anthraquinone dyes (2-3), (2-15), and (2-20)-(2-22), which are a secondary or tertiary alkyl group having 1 to 10 carbon atoms, an alicyclic hydrocarbon group having 3 to 10 carbon atoms, or a group represented by general formula (2b). 62 However, R in the compound 61 and R 62Only one of the two components exhibited superior lightfastness to the dipyrometheneboron dye, as well as even greater lightfastness to the anthraquinone dye, compared to light absorption filter No. 112 containing an anthraquinone dye (2-16) which is a secondary or tertiary alkyl group having 1 to 10 carbon atoms, an alicyclic hydrocarbon group having 3 to 10 carbon atoms, or a group represented by general formula (2b). 【0146】 Although we have described the present invention along with its embodiments, we do not intend to limit our invention in any detail of the description unless specifically designated, and we believe that it should be interpreted broadly without contradicting the spirit and scope of the invention as set forth in the appended claims. 【0147】 This application claims priority under Japanese Patent Application No. 2024-212093, filed in Japan on December 5, 2024, and Japanese Patent Application No. 2025-176368, filed in Japan on October 20, 2025, which are incorporated herein by reference as part of the description herein.

Claims

1. A light absorption filter containing a light absorption layer comprising a resin, a dipyrromethene boron dye represented by the following general formula (1), and an anthraquinone dye represented by the following general formula (2), wherein the dipyrromethene boron dye represented by the general formula (1) and the anthraquinone dye represented by the general formula (2) are not linked, the light absorption filter. In the above formula, X 1 and X 2 represent a fluorine atom or an alkoxy group. R 1 to R 4 represent a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, a carbamoyl group, or an aryl group. R 5 and R 6 represent a hydrogen atom, a cyano group, a nitro group, an alkyl group, an alkoxy group, an alkoxycarbonyl group, an acyl group, or an aryl group. R 1 and R 5 may be linked to each other to form a hydrocarbon ring or a heterocyclic ring, and R 4 and R 6 may be linked to each other to form a hydrocarbon ring or a heterocyclic ring. R 7 represents a hydrogen atom, an alkyl group, or an aryl group. R 1 to R 7 may contain a quencher part. In the above formula, A represents a hydroxy group or -NH-R 62 . R 61 and R 62 represent a hydrogen atom, an aliphatic hydrocarbon group having 1 to 10 carbon atoms, an alicyclic hydrocarbon group having 3 to 10 carbon atoms, or a group represented by the following general formula (2b). In the above formula, R 63 represents an alkyl group having 1 to 6 carbon atoms, a halogen atom, -SO 3 H, -CO 2 H, -CO 2 R 64 , -NHCOR 64 , -SO 3 R 64 or -SO 2 NR 64 R 65 represents. R 64 R represents a saturated hydrocarbon group having 1 to 10 carbon atoms. 65 represents a hydrogen atom or a saturated hydrocarbon group having 1 to 10 carbon atoms. r is an integer from 0 to 5. X 61 * indicates a single bond or an alkanediyl group having 1 to 6 carbon atoms. * indicates a bond.

2. The light-absorbing filter according to claim 1, wherein the molar ratio of the content of the anthraquinone dye represented by general formula (2) to the content of the dipyrometheneboron dye represented by general formula (1) is 0.20 to 10.

00.

3. The aforementioned R 61 The light-absorbing filter according to claim 1, wherein the group is a secondary or tertiary alkyl group having 1 to 10 carbon atoms, an alicyclic hydrocarbon group having 3 to 10 carbon atoms, or a group represented by the general formula (2b).

4. The light-absorbing filter according to claim 1, further comprising a gas barrier layer disposed on at least one side of the light-absorbing layer.

5. A display device comprising a light-absorbing filter according to any one of claims 1 to 4.