Light absorber, composition, optical component, and method for producing a light absorber

Abstract

To provide a light absorbent characterized by superior compatibility with resin and a method for producing the same, a composition characterized by superior dispersion of the light absorbent, and an optical member characterized by superior transmittance of visible light and shielding against near-infrared radiation.SOLUTION: A light absorbent comprises a compound represented by formula (1), and copper ions, where, R1 is a group represented by formula (2), R10 is an optionally substituted alkylene group or arylene group, R12 is an optionally substituted alkylene group or arylene group, and other symbols are as defined in the specifications.SELECTED DRAWING: Figure 1

Description

[Technical Field]

[0001] The present invention relates to a light absorber, a composition, an optical component, and a method for producing a light absorber. [Background technology]

[0002] Digital cameras and other devices use image sensors such as CCDs and CMOS sensors. Because these image sensors are sensitive to near-infrared light, a near-infrared absorbing film is placed on the light-receiving side of the image sensor to block near-infrared light. Examples of near-infrared absorbing films include films in which a near-infrared absorbing agent is dispersed in a resin.

[0003] For example, Patent Document 1 discloses a near-infrared absorber containing a specific phosphonic acid compound, a specific phosphate ester compound, and copper ions, and a specific optical material containing the near-infrared absorber.

[0004] Furthermore, Patent Document 2 discloses a specific light-absorbing composition containing a light-absorbing agent formed by a specific phosphonic acid and copper ions, and an alkoxysilane monomer. [Prior art documents] [Patent Documents]

[0005] [Patent Document 1] Japanese Patent Publication No. 2011-99038 [Patent Document 2] International Publication No. 2019 / 93076 [Overview of the project] [Problems that the invention aims to solve]

[0006] Light absorbers containing copper ions and phosphonic acid had limited compatibility with the resins they could be used with. Insufficient compatibility between the light absorber and the resin can lead to a decrease in the visible light transmittance of the film.

[0007] The present invention has been made in view of the above circumstances, and an object thereof is to provide a light absorber excellent in compatibility with a resin, a method for producing the same, a composition excellent in dispersibility of the light absorber, and an optical member excellent in visible light transmittance and near-infrared shielding property.

Means for Solving the Problems

[0008] The light absorber according to one aspect of the present invention contains a compound represented by the following formula (1) and copper ions.

Chemical formula

Chemical formula

[0009] The above-mentioned light absorber may have a molecular weight of 5,000 or less of the group represented by formula (2).

[0010] In any of the above light absorbers, the molar ratio of the compound represented by formula (1) to copper ions may be 1 / 4 to 4 / 1.

[0011] Any of the above light absorbers may have n = 1.

[0012] A composition according to one aspect of the present invention contains any of the above-mentioned light absorbers and a resin.

[0013] The above composition may contain, in addition to the resin, an acrylic resin, an epoxy resin, a silicone resin, a cellulose resin, a polyimide resin, a polycarbonate resin, a cycloolefin polymer, or a precursor thereof.

[0014] The weight-average molecular weight of the resin in any of the above compositions may be 100,000 or less.

[0015] Any of the above compositions may further contain an organic solvent.

[0016] An optical component according to one aspect of the present invention has any of the above-mentioned light-absorbing agents dispersed in a matrix resin.

[0017] A method for producing a light absorber according to one aspect of the present invention includes preparing a solution containing a copper ion source, a compound represented by formula (1), and a solvent, and reacting copper ions with the compound represented by formula (1) in the solution. [Effects of the Invention]

[0018] According to the present invention, it is possible to provide a light absorber with excellent compatibility with resins, a method for producing the same, a composition of the light absorber with excellent dispersibility, and an optical component with excellent visible light transmittance and near-infrared shielding properties. [Brief explanation of the drawing]

[0019] [Figure 1] This is the transmittance spectrum for Example 1. [Modes for carrying out the invention]

[0020] The following describes, in order, the light-absorbing agent, the method for producing the light-absorbing agent, the composition, and the optical component of this disclosure. In this disclosure, "compound represented by formula (1)" may be referred to as "compound (1)." Similarly, "group represented by formula (2)" may be referred to as "group (2)." The same applies to other compounds, etc. Furthermore, unless otherwise specified, the "~" symbol indicating a numerical range includes both the lower and upper limits.

[0021] [Light absorber] The light absorber disclosed herein is characterized by containing a compound represented by the following formula (1) and copper ions. [ka] however, R 1 This is a group represented by the following formula (2), R 2 is a hydroxyl group, -R 3 ,-Ar 1 , -OR 3 ,-OAr 1 , -OR 4 -Ar 1 , -OCOR 3 ,-OCOAr 1 , -R 4 -N(R 5 )2, or -R 1 And, R 3 is an alkyl group which may have substituents, Ar 1 is an aryl group which may have substituents, R 4 This is an alkylene group which may have substituents, R 5 is a hydrogen atom, or an alkyl group which may have substituents, [ka] R 10 This is a group consisting of an optionally substituted alkylene group, an optionally substituted arylene group, or a combination thereof. R 11 This is a single bond or an alkylene group which may have substituents, R 12 R is a group consisting of an optionally substituted alkylene group, an optionally substituted arylene group, or a combination thereof, provided that R 13 R that joins 12 It is a single bond, R 13 is a hydrogen atom, or -R 14 , -R 15 It is OH, R 14 is an alkyl group which may have substituents, R 15 This is a single bond or an alkylene group which may have substituents, n is an integer greater than or equal to 1, * is a bond with P, If there are multiple identical signs in an expression, these multiple identical signs may represent the same group or different groups.

[0022] The above compound (1) has a structure in which one or two groups containing a polyester structure represented by formula (2) are bonded to a phosphorus atom. The light absorber of this disclosure is presumed to exist as a complex in which compound (1) is coordinated to a copper ion. Therefore, the group (2) of the light absorber of this disclosure is more likely to be positioned outside the copper ion. As a result, it is presumed that the compatibility of this light absorber with various resins is significantly improved. The light absorber disclosed herein contains at least compound (1) and copper ions, and may further contain other compounds, etc., to the extent that it achieves the effects of the present invention. Each component will be described below.

[0023] <Compound (1)> R in equation (1) 1 is base (2). R in base (2) 11 R is an alkylene group which may have a single bond or substituent. 11 In the case of a single bond, the oxygen atom bonds with the phosphorus atom in formula (1). R 11 If it is an alkylene group, R 11 The carbon atom inside bonds with the phosphorus atom in formula (1). R 11The alkylene group is preferably a linear alkylene group having 1 to 12 carbon atoms, more preferably having 1 to 6 carbon atoms, and even more preferably having 1 to 3 carbon atoms, from the viewpoint of compatibility with the resin and ease of synthesis. Specific examples of alkylene groups include methylene, ethylene, propylene, butylene, and hexylene groups. The alkylene group may be substituted with a hydrogen atom. Substituents include alkyl groups having 1 to 6 carbon atoms, halogen atoms, and hydroxyl groups. The alkyl group in the substituent may be linear or branched. Specific examples of alkyl groups include methyl, ethyl, propyl, n-butyl, and tert-butyl groups, and the hydrogen atom may be substituted with a halogen atom or a hydroxyl group. Examples of halogen atoms include F, Cl, Br, and I.

[0024] R 10 and R 12 Each of these groups is independently an alkylene group which may have substituents, an arylene group which may have substituents, or a combination thereof. The alkylene group which may have substituents is the above R 11 Examples similar to those in [the relevant context] include [the relevant context]. In an arylene group which may have substituents, the arylene group is a residue obtained by removing two hydrogen atoms from a monocyclic or bicyclic to hexacyclic polycyclic aromatic hydrocarbon. From the viewpoint of improving visible light transmittance, monocyclic or bicyclic to tricyclic polycyclic aromatic hydrocarbons are preferred as the arylene group, and a phenylene group or a naphthylene group is more preferred. The position of the hydrogen atoms removed in the arylene group (the position to which the ester is bonded) is not particularly limited. In the case of a phenylene group, it may be at the ortho, meta, or para position, but the para position is preferred from the viewpoint of raw material availability and compound stability. In the case of a naphthylene group, the 2,6, 1,5, 1,4, 2,3, or 2,7 positions are preferred from the viewpoint of the stable position of the compound. The arylene group may be further substituted with hydrogen atoms. Examples of substituents include alkyl groups having 1 to 6 carbon atoms, halogen atoms, and hydroxyl groups. Specifically, the above R 11 This is similar to the substituents in [the given expression]. Furthermore, groups consisting of a combination of an optionally substituted alkylene group and an optionally substituted arylene group include structures such as *-alkylene group-arylene group-*, *-arylene group-alkylene group-arylene group, and *-alkylene group-arylene group-alkylene group-*, specifically the groups represented by formulas (A1) to (A2) below. Here, * represents a bond to the ester.

[0025] [ka]

[0026] R 10 From the viewpoint of improving compatibility with the resin, an arylene group or a group consisting of a combination of an alkylene group and an arylene group is preferred, and an arylene group is more preferred. R 12 From the viewpoint of imparting flexibility to group (2) and improving compatibility, an alkylene group or a group consisting of an alkylene group and an arylene group is preferred, and an alkylene group is more preferred.

[0027] R 13 The - represents the terminal end of group (2), which is a hydrogen atom or -R 14 , -R 15 It is OH. Also, the above R 14 is an alkyl group which may have substituents, and the R 15 This is an alkylene group which may have a single bond or substituent. R 14 The alkyl group is preferably a linear or branched alkyl group having 1 to 12 carbon atoms, more preferably 1 to 6 carbon atoms, and even more preferably 1 to 3 carbon atoms, from the viewpoint of compatibility with the resin and ease of synthesis. Specific examples of alkyl groups include methyl, ethyl, propyl, n-butyl, tert-butyl, and hexyl groups. The alkylene group may be substituted with a hydrogen atom. Substituents include halogen atoms and hydroxyl groups. R 15 The alkylene group which may have substituents is the above R11 Those similar to those in

[0028] In formula (2), n is the number of repeating units. n may be 1 or more, and may be appropriately adjusted according to the resin to be combined or the like. From the viewpoint of the infrared absorption ability of the light absorber, n is preferably 30 or less, more preferably 20 or less, and still more preferably 15 or less. Also, from the viewpoint of compatibility with the resin, n may be 1 or more, and sufficient compatibility is recognized even when n is 1.

[0029] The (partial) molecular weight of group (2) may be appropriately adjusted according to the resin to be combined or the like. From the viewpoint of the infrared absorption ability of the light absorber, the molecular weight of group (2) is preferably 5,000 or less, more preferably 3,000 or less, and still more preferably 2,000 or less. On the other hand, from the viewpoint of compatibility with the resin, the molecular weight of group (2) is preferably 150 or more, more preferably 200 or more.

[0030] R in formula (1) 2 is a hydroxyl group, -R 3 , -Ar 1 , -OR 3 , -OAr 1 , -OR 4 -Ar 1 , -OCOR 3 , -OCOAr 1 , -R 4 -N(R 5 )2, or -R 1 . Further, the R 3 is an alkyl group which may have a substituent, the Ar 1 is an aryl group which may have a substituent, the R 4 is an alkylene group which may have a substituent, and the R 5 is a hydrogen atom or an alkyl group which may have a substituent. When R 2 is R 1 , compound (1) has two groups (2). The two groups (2) in one molecule may be the same or different. The structure of group (2) is as described above. R 3The alkyl group which may have a substituent in the above may be the same as that in the above R 14 The same ones as those in the above may be mentioned.

[0031] Ar 1 is an aryl group which may have a substituent. The aryl group is a residue obtained by removing one hydrogen atom from a monocyclic or bicyclic to hexacyclic polycyclic aromatic hydrocarbon. From the viewpoint of improving the visible light transmittance, the aryl group is preferably a monocyclic or bicyclic to tricyclic polycyclic aromatic hydrocarbon, and more preferably a phenyl group or a naphthyl group. The aryl group may further have a hydrogen atom substituted thereon. Examples of the substituent include an alkyl group having 1 to 6 carbon atoms, a halogen atom, a hydroxyl group, etc., and specifically, it is the same as the substituent in the above R 11 The same ones as those in the above may be mentioned.

[0032] R 4 The alkylene group which may have a substituent of R may be the same as that in the above R 11 The same ones as those in the above may be mentioned. R 5 is a hydrogen atom or an alkyl group which may have a substituent. The alkyl group which may have a substituent in R 5 is the same as that in the above R 14 The same ones as those in the above may be mentioned.

[0033] <Copper ion> The light absorber of the present disclosure contains copper ions. The copper ions are preferably supplied from a copper compound (also referred to as a copper ion source) that can generate copper ions. As the copper ion source, a dissociable copper compound (copper salt) is preferable. The copper compound may contain monovalent copper ions or divalent copper ions, but among them, a copper salt capable of supplying divalent copper ions is preferable. Examples of copper compounds include organic salts such as copper acetate, copper citrate, copper gluconate, copper acetate anhydride, copper formate anhydride, copper stearate anhydride, copper benzoate anhydride, copper ethylacetoacetate anhydride, copper pyrophosphate anhydride, copper naphthenate anhydride, copper citrate anhydride, and copper acetylacetonate, or hydrates of the said organic salts; and inorganic salts such as copper oxide, copper chloride, copper bromide, copper iodide, copper sulfate, copper nitrate, and basic copper carbonate, or hydrates of the said inorganic salts. The copper ion source can be used alone or in combination of two or more types.

[0034] The molar ratio of the compound represented by formula (1) to copper ions (compound (1) / copper ions) is preferably 1 / 4 to 4 / 1, and more preferably 1 / 2 to 2 / 1. If the molar ratio of compound (1) to copper ions is equal to or greater than the lower limit mentioned above, then the main component of the light absorber will be compound (1) coordinated to one or more copper ions. Therefore, if the ratio is equal to or greater than the lower limit mentioned above, it exhibits excellent compatibility with the resin. Although not limited to these cases, compound (1) has been observed to coordinate monodentately and bidentately with copper ions.

[0035] <Other ligands> The light absorber disclosed herein may contain other ligands to the extent that it achieves the effects of the present invention. Known compounds that can coordinate to copper ions can be used as other ligands. In particular, from the viewpoint of the infrared absorption capacity of the light absorber, it is preferable to include other phosphorus compounds different from compound (1). From the viewpoint of infrared absorption capacity, phosphorus compounds such as phosphonic acid and phosphinic acid are preferred as the other phosphorus compounds.

[0036] Specific examples of phosphoric acid compounds include alkylphosphonic acids such as ethylphosphonic acid, propylphosphonic acid, butylphosphonic acid, pentylphosphonic acid, hexylphosphonic acid, heptylphosphonic acid, octylphosphonic acid, nonylphosphonic acid, decylphosphonic acid, undecylphosphonic acid, dodecylphosphonic acid, tridecylphosphonic acid, tetradecylphosphonic acid, pentadecylphosphonic acid, hexadecylphosphonic acid, heptadecylphosphonic acid, and octadecylphosphonic acid, as well as phenylphosphonic acid, phenoxyphosphonic acid, dimethylphosphonic acid, dibutylphosphonic acid, diphenylphosphinic acid, diphenoxyphosphinic acid, dibutyl phosphonate, dimethyl phosphonate, and ethylene oxide-modified long-chain alkylphosphonic acids. Phosphonic acid compounds can be used individually or in combination of two or more types.

[0037] The molar ratio (compound (1) / other ligand) of the compound represented by formula (1) above to the other ligand is preferably 15 to 1, and more preferably 10 to 1, from the viewpoint of compatibility and infrared absorption capacity. Furthermore, the molar ratio (ligand / copper ion) of the compound represented by formula (1), the total amount of ligands including other ligands, and copper ions is preferably 1 to 6.

[0038] [Method for manufacturing light absorbers] The method for producing the light absorber described above is not particularly limited, but the light absorber can be obtained in a good yield in a simple manner by the following method. That is, the method for producing the light absorber of the present disclosure is characterized by preparing a solution containing a copper ion source, the compound (1), and a solvent, and reacting the copper ions with the compound (1) in the solution.

[0039] In this manufacturing method, first, a copper ion source, the compound (1), and a solvent are prepared. Specific examples of the copper ion source are as described above, and commercially available products can be used. Compound (1) can be synthesized, for example, according to Scheme 1 below.

[0040] [ka] However, R 22 is the R of compound (1) 13 It corresponds to this.

[0041] In the above scheme 1, compound (21) is synthesized by dehydration condensation of a dicarboxylic acid (compound (11)) and an alcohol (compound (12)) (step (i)), and then compound (21) is reacted with tetraphosphorus decoxide (diphosphorus pentoxide; compound (13)) to obtain compound (2A) corresponding to compound (1) (step (ii)). The reaction conditions for each step are known dehydration condensation reactions, and carboxylic acid You can refer to the reaction conditions for the reaction of phosphorus pentoxide.

[0042] Furthermore, when synthesizing compound (1) where n is 2 or greater, compound (12) in scheme 1 above should be changed to a dialcohol (compound (14)) (see scheme 2 below).

[0043] [ka] However, R 23 is the R of compound (1) 12 This corresponds to the terminal R 23 OH is the R of compound (1) 13 It corresponds to this.

[0044] Furthermore, the solvent may be appropriately selected from among solvents capable of dissolving or dispersing the copper ion source and the compound (1). Examples of solvents include aromatic compounds such as benzene, toluene, and xylene; alcohols such as methanol, ethanol, and propanol; glycol ethers such as methyl cellosolve and ethyl cellosolve; ethers such as diethyl ether, diisopropyl ether, and dibutyl ether; ketones such as acetone and methyl ethyl ketone; esters such as ethyl acetate; and hydrocarbon solvents such as hexane. These can be used individually or as mixed solvents of two or more. In this manufacturing method, a mixed solvent of alcohols and the above aromatic compounds is preferred. Cyclic ester solvents such as γ-butyrolactone may also be added.

[0045] The above solvent can be reacted by adding the copper ion source, compound (1), and other ligands as needed, and heating. The reaction conditions are not particularly limited; for example, a complex is formed by heating and stirring at 40 to 120°C for about 1 to 24 hours. The solution after the reaction may be purified by removing the solvent by heating or other means as needed. By the above method, a light absorber can be suitably produced.

[0046] [Composition] The composition of this disclosure is characterized by containing the above-mentioned light absorber and a resin. By using the above-mentioned light absorber, the compatibility between the light absorber and the resin is excellent, and the dispersion stability of the light absorber is excellent. Therefore, the optical component obtained using this composition is of high quality with the light absorber uniformly dispersed.

[0047] <Resin> The resin in the composition will serve as the matrix resin in the optical component described later, and can be appropriately selected depending on the application of the optical component. Furthermore, the resin here may be a monomer component (matrix resin precursor) such as a curable resin. Examples of resins that can be suitably used in this composition include polyimide resins, polyester resins, acrylic resins, epoxy resins, polyurethane resins, silicone resins, cellulose resins, polycarbonate resins, polyethylene terephthalate (PET) resins, polycarbonate resins (PC), and cycloolefin copolymers (COP). Among these, acrylic resins, epoxy resins, silicone resins, cellulose resins, polyimide resins, polycarbonate resins, or cycloolefin copolymers are preferred, with acrylic resins, silicone resins, cellulose resins, or polyimide resins being more preferred due to their superior compatibility, and polyimide resins or cellulose resins being preferred in terms of impact resistance.

[0048] Furthermore, the weight-average molecular weight of the resin is preferably 100,000 or less, more preferably 50,000 or less, and even more preferably 30,000 or less, from the viewpoint of improving compatibility. The lower limit of the weight-average molecular weight of the resin is not particularly limited, but from the viewpoint of the mechanical strength of the optical component, it is usually 1,000 or more, and preferably 2,000 or more.

[0049] This composition may further contain an organic solvent, for example, to facilitate the mixing of the resin and the light absorber. The organic solvent should be selected appropriately from the viewpoint of its affinity with the resin. For example, if the material contains a polyimide resin or a polyimide precursor, it is preferable to use a mixed solvent containing an aromatic ring compound and an ester or carbonate compound as the organic solvent. Compounds containing aromatic rings include benzene, toluene, xylene, and anisole. Compounds containing esters or carbonates include ester-based solvents such as ethyl acetate and carbonate-based solvents such as dimethyl carbonate. Polyimide precursors include polyamic acid.

[0050] The proportion of light absorber in the resin can be adjusted as appropriate depending on the intended use of the resulting optical component. To achieve both the dispersibility of the light absorber and the infrared absorption capacity of the optical component, the proportion of the light absorber is preferably 10 to 90% by mass, and more preferably 30 to 80% by mass, relative to the total amount of the composition.

[0051] <Other ingredients> The compositions disclosed herein may contain other components to the extent that they achieve the effects of the present invention. Other components that may be included in the compositions include, for example, antioxidants and surfactants. Antioxidants can be appropriately selected from known algae. Specific examples include hindered phenol antioxidants, hindered amine antioxidants, phosphorus antioxidants, sulfur antioxidants, and the like. Examples of surfactants include anionic, cationic, nonionic, or amphoteric surfactants. From the viewpoint of compatibility with the light absorber described herein, phosphate ester type anionic surfactants are preferred.

[0052] The method for preparing the above composition is limited to any method that allows for the uniform dispersion of the light absorber in the resin, and can be appropriately selected from known methods. For example, the light absorber can be dispersed in an organic solvent, a varnish-like resin can be added to the solution, the mixture can be uniformly stirred using various stirring devices, and the solvent can be removed as necessary to obtain the varnish-like composition.

[0053] [Optical components] The optical component of this disclosure is a molded article characterized in that the above-mentioned light-absorbing agent is dispersed in a matrix resin. This optical component exhibits excellent optical performance due to the high compatibility and uniform dispersion of the light-absorbing agent and matrix resin.

[0054] The matrix resin is the resin in the composition, and if the resin in the composition is a precursor, the matrix resin represents the resin obtained through the reaction of the precursor. For example, if the resin is a polyimide precursor, the matrix resin is a polyimide resin.

[0055] The shape of this optical component may be designed as appropriate depending on the application. For example, it may be a lens shape such as a convex lens or a concave lens, or a prism shape, or it may be a sheet shape with fine irregularities such as a prism sheet or a Fresnel lens, or it may be a film shape consisting of a flat surface.

[0056] The manufacturing method for optical components can be appropriately selected according to the shape of the optical component. For example, in the case of lenses and prisms, various molding methods such as injection molding can be used. A flat film-like optical component can be obtained, for example, by applying the varnish-like composition onto a substrate to form a flat coating, drying it, and curing it as needed. A sheet shape with fine irregularities can be obtained, for example, by shaping the coating using a mold or the like.

[0057] Because this optical component possesses excellent optical properties, it can be suitably used, for example, as a near-infrared absorbing film placed on the light-receiving side of an image sensor such as a CCD or CMOS. Furthermore, due to its excellent infrared absorption capacity and high visible light transmittance, it can also be suitably used as a heat-absorbing component. In addition, optical components using polyimide resin as the resin can be suitably used in the above applications due to their excellent mechanical strength and heat resistance. [Examples]

[0058] The present invention will be specifically described below with reference to examples and comparative examples, but the present invention is not limited to these examples.

[0059] [Example 1: Manufacturing of light absorbers, compositions, and optical components] 1.56 g of copper acetate monohydrate (Wako Pure Chemicals) was dissolved in a mixed solvent of 75 g of 1 propanol and 75 g of toluene, and the mixture was stirred at room temperature to prepare solution a. 17.5 g of compound (a) below was added to this solution and dissolved, then 8.2 g of γ-butyrolactone was added. The mixture was heated and stirred at 100°C for 3 hours, and then a portion of the solvent was removed to obtain 14.5 g of light absorber solution. 1.8 g of the light-absorbing agent solution was added to 0.58 g of liquid polyimide resin (SPIXAREA VR0161, manufactured by Somar), and the mixture was stirred at room temperature for 30 minutes to obtain 2.38 g of the light-absorbing agent-containing composition. 1.9 g of this near-infrared absorber-containing resin was applied to a glass substrate and heated in a firing furnace at 100°C for 24 hours to obtain an optical component (infrared absorbing film) with a thickness of 0.43 mm.

[0060] [ka]

[0061] [Examples 2-8: Manufacturing of light absorbers, compositions, and optical components] In Example 1, the light absorbers, compositions, and optical components of Examples 2 to 8 were obtained in the same manner as in Example 1, except that a mixture of compound (a) and compounds (b) to (h) listed below (the molar ratios are shown in Table 1) was used instead of compound (a). • Compound (b): Butylphosphonic acid (CH3(CH2)3-P(=O)(-OH)2) • Compound (c): Dibutyl phosphate ([CH3(CH2)3O-]2P(=O)(-OH)) • Compound (d): Phenylephosphonic acid (Ph-P(=O)(-OH)2) • Compound (e): Diphenylphosphinic acid ((Ph-)2P(=O)(-OH)) • Compound (f): Phenyl phosphate (PhO-P(=O)(-OH)2) • Compound (g): Diphenyl phosphate ((PhO-)2P(=O)(-OH)) • Compound (h): Ethylphosphonic acid (CH3CH2-P(=O)(-OH)2)

[0062] [Examples 9-16: Manufacturing of light absorbers and optical components] Except for using compounds (b) to (i) respectively instead of compound (a) in Example 1, the light absorbers, compositions, and optical components of Examples 9 to 16 were obtained in the same manner as in Example 1. ·Compound (i):(C 15 H 31(OCH2CH2)6O-P(=O)(-OH)2)

[0063] [Example 17: Manufacturing of light absorbers and optical components] In Example 1, the light absorber, composition, and optical component of Example 17 were obtained in the same manner as in Example 1, except that a mixture of compound (h) and compound (i) (the molar ratio is shown in Table 1) was used instead of compound (a).

[0064] [Examples 18-21: Manufacturing of light absorbers and optical components] In Examples 1, 4, 11, and 17, the light absorbers, compositions, and optical components of Examples 18-21 were obtained in the same manner as in Examples 1, 4, 11, and 17, except that a cellulose (EASTMAN, CAP-504-0.2) solution was used instead of liquid polyimide resin.

[0065] <Spectroscopic Measurement> The spectral transmittance of the optical components obtained in each of the above examples was measured. The transmittances at wavelengths of 500 nm and 800 nm are shown in Table 1. Figure 1 shows the transmittance spectrum of Example 1.

[0066] [Table 1]

[0067] As shown in Table 1, the optical components in Examples 1 to 21 all exhibit low transmittance of light at a wavelength of 800 nm, indicating good shielding of near-infrared light. On the other hand, comparing Examples 1 to 8 with Examples 9 to 17, the wavelength 5 A difference was observed in the transmittance of 00 nm light (visible light). In the optical components of Examples 1 to 8, which used a light absorber containing compound (a) corresponding to the compound represented by formula (1), the compatibility between the light absorber and the resin was excellent, and haze was suppressed, resulting in optical components with excellent visible light transmittance. On the other hand, in Examples 9 to 17, which did not contain the compound represented by formula (1), haze occurred and the visible light transmittance decreased. Similar results were obtained in Examples 18 to 21, in which the resin was changed to cellulose. Thus, it has been shown that the light absorber of this embodiment, which contains the compound represented by formula (1) and copper ions, provides an optical component with excellent compatibility with resins and excellent visible light transmittance and near-infrared shielding properties.

[0068] It should be noted that the present invention is not limited to the embodiments described above, and can be modified as appropriate without departing from the spirit of the invention.

Claims

1. A light absorber containing a compound represented by the following formula (1) and copper ions. 【Chemistry 1】 however, R １ This is a group represented by the following formula (2), R ２ is a hydroxyl group, -R ３ , -Ar １ , -OR ３ , -OAr １ , -OR ４ -Ar １ , -OCOR ３ , -OCOAr １ , -R ４ -N(R ５ ), or -R ２ and is １ ​ R ３ is an alkyl group which may have substituents, Ar １ is an aryl group which may have substituents, R ４ This is an alkylene group which may have substituents, R ５ is a hydrogen atom, or an alkyl group which may have substituents, 【Chemistry 2】 R １０ This is an alkylene group or arylene group which may have substituents, R １１ It is a single bond, R １２ is an alkylene group or an arylene group which may have substituents, however R １３ R that binds １２ It is a single bond, R １３ is a hydrogen atom, or -R １４ , -R １５ OH, R １４ is an alkyl group which may have substituents, R １５ This is a single bond or an alkylene group which may have substituents, n is an integer greater than or equal to 1, * represents a bonding with P, If there are multiple identical signs in an expression, these multiple identical signs may represent the same group or different groups.

2. The light absorber according to claim 1, wherein the molecular weight of the group represented by formula (2) is 5,000 or less.

3. The light absorber according to claim 1, wherein the molar ratio of the compound represented by formula (1) to copper ions is 1 / 4 to 4 / 1.

4. The light absorber according to claim 1, wherein n is 1.

5. A composition comprising a light absorber according to any one of claims 1 to 4 and a resin.

6. The aforementioned resin is acrylic resin, epoxy resin, silicone resin, cellulose resin, poly Claims for mid-resin, polycarbonate resin, cycloolefin polymer, or precursors thereof. The composition described in item 5.

7. The composition according to claim 6, wherein the weight-average molecular weight of the resin is 100,000 or less.

8. The composition according to claim 6, further containing an organic solvent.

9. An optical component in which a light-absorbing agent according to any one of claims 1 to 4 is dispersed in a matrix resin.

10. Prepare a solution containing a copper ion source, a compound represented by the following formula (1), and a solvent. A method for producing a light absorber according to any one of claims 1 to 4, comprising reacting copper ions with a compound represented by the following formula (1) in the aforementioned solution. 【Transformation 3】 however, R １ This is a group represented by the following formula (2), R ２ is a hydroxyl group, -R ３ ,-Ar １ , -OR ３ , -OAr １ , -OR ４ -Ar １ , -OCOR ３ , -OCOAr １ , -R ４ -N(R) ５ ) ２ , or -R １ And, R ３ is an alkyl group which may have substituents, Ar １ is an aryl group which may have substituents, R ４ This is an alkylene group which may have substituents, R ５ is a hydrogen atom, or an alkyl group which may have substituents, 【Chemistry 4】 R １０ This is an alkylene group or an arylene group which may have substituents. R １１ It is a single bond, R １２ is an alkylene group or an arylene group which may have substituents, however R １３ R that binds １２ It is a single bond, R １３ is a hydrogen atom, or -R １４ , -R １５ OH, R １４ is an alkyl group which may have substituents, R １５ This is a single bond or an alkylene group which may have substituents, n is an integer greater than or equal to 1, * represents a bonding with P, If there are multiple identical signs in an expression, these multiple identical signs may represent the same group or different groups.

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