Eyeglass lenses and eyeglasses
Eyeglass lenses with a cationic organic compound layer address the lack of antibacterial properties, offering improved functionality and durability.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- HOYA LENS THAILAND LTD
- Filing Date
- 2021-11-05
- Publication Date
- 2026-05-11
AI Technical Summary
Existing eyeglass lenses lack antibacterial properties, which could enhance their value and user safety.
Incorporating a cationic organic compound, such as a quaternary ammonium salt, into an organic layer on the lens substrate to provide antibacterial properties and improve light resistance.
The eyeglass lenses exhibit excellent antibacterial properties and light resistance, enhancing their functionality and appearance.
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Abstract
Description
[Technical Field]
[0001] This invention relates to eyeglass lenses and eyeglasses. [Background technology]
[0002] Patent Document 1 discloses an antibacterial synthetic resin molded article obtained by coating the surface of a synthetic resin with an antibacterial surface coating agent comprising a polymerizable compound having at least two (meth)acryloyloxy groups in its molecule and a zeolite mainly ion-substituted with silver ions, and then curing the coating. [Prior art documents] [Patent Documents]
[0003] [Patent Document 1] Japanese Patent Application Publication No. 9-327622 [Overview of the Initiative] [Problems that the invention aims to solve]
[0004] Patent Document 1 discloses that antibacterial properties are imparted to a synthetic resin molded body used in building materials, various indoor structural materials, signs, displays, lighting fixtures, etc., by the above-mentioned surface coating agent.
[0005] In recent years, the need for antibacterial properties has been increasing. Under these circumstances, if eyeglass lenses can be given a function that suppresses the growth of bacteria (i.e., antibacterial properties), the added value of eyeglass lenses can be increased.
[0006] One aspect of the present invention aims to provide spectacle lenses that have antibacterial properties. [Means for solving the problem]
[0007] One aspect of the present invention is, Eyeglass lens having a lens substrate and an organic layer containing a cationic organic compound, Regarding.
[0008] The above eyeglass lenses can exhibit antibacterial properties because cationic organic compounds function as antibacterial agents. [Effects of the Invention]
[0009] According to one aspect of the present invention, it is possible to provide eyeglass lenses that have antibacterial properties. [Modes for carrying out the invention]
[0010] [Eyeglass lenses] The following provides a more detailed explanation of the above-mentioned eyeglass lenses.
[0011] In the present invention and this specification, "organic layer" refers to a layer containing an organic substance, preferably a layer mainly composed of an organic substance. Here, the main component is the component that makes up the largest amount in the layer, and can be a component that accounts for, for example, 50% or more by mass, 60% or more by mass, 70% or more by mass, 80% or more by mass, or 90% or more by mass, relative to the mass of the layer. Such a main component can be a component that accounts for, for example, 100% or less by mass, less than 100% by mass, 99% or less by mass, 98% or less by mass, 97% or less by mass, 96% or less by mass, or 95% or less by mass, relative to the mass of the layer. The same applies to the main component of the inorganic layer described later. One form of the organic layer is a hardened layer called a so-called hard coat layer, and another form of the organic layer is a base layer described later. Details of these layers will be described later.
[0012] <Cationic organic compounds> The above spectacle lens has an organic layer containing a cationic organic compound. A "cationic organic compound" is an organic compound that can ionize to become a cation (positive ion). The cationic organic compound can function as an antibacterial agent. Therefore, the organic layer containing the cationic organic compound can contribute to the spectacle lens exhibiting antibacterial properties as an antibacterial layer. Furthermore, as a result of the inventor's investigation, it was confirmed that a spectacle lens having an organic layer containing a cationic organic compound can exhibit excellent light resistance in addition to excellent antibacterial properties. In the above organic layer, the cationic organic compound may be contained in part or in whole in the form of a salt, or may be contained in part or in whole in the form of an ionized cation. Also, the above organic layer can contain only one kind of cationic organic compound, or can contain two or more kinds of cationic organic compounds in an arbitrary mixing ratio.
[0013] Specific examples of the cationic organic compound include ammonium salts. An ammonium salt is a salt of an ammonium ion. An ammonium ion is a monovalent cation represented by "NR4" + ", and the four Rs each independently represent a hydrogen atom or a substituent. A salt of an ammonium ion in which three of the four Rs are hydrogen atoms and the other one is a substituent is a primary ammonium salt, a salt of an ammonium ion in which two of the four Rs are hydrogen atoms and the other two are substituents is a secondary ammonium salt, a salt of an ammonium ion in which three of the four Rs are substituents and the other one is a hydrogen atom is a tertiary ammonium salt, and a salt of an ammonium ion in which all four Rs are substituents is a quaternary ammonium salt. In an ammonium ion containing a plurality of Rs, the plurality of Rs are the same or different substituents. From the viewpoint of being able to exhibit more excellent antibacterial properties, the cationic organic compound contained in the above organic layer is preferably a quaternary ammonium salt.
[0014] Specific examples of the quaternary ammonium salt include alkoxysilane-based quaternary ammonium salts. An alkoxysilane-based quaternary ammonium salt is a quaternary ammonium salt having an alkoxysilyl group. The alkoxysilyl group is a monovalent group represented by “(R 11 O)3Si-”, and the three Rs 11 each independently represent an alkyl group. The alkoxysilyl group can be, for example, a methoxysilyl group “(CH3O)3Si-”, an ethoxysilyl group “(CH3CH2O)3Si-”, etc.
[0015] In one form, the organic layer can contain a methoxysilane-based quaternary ammonium salt, that is, an ammonium salt having a methoxysilyl group. Specific examples of the methoxysilane-based quaternary ammonium salt include methoxysilane-based quaternary ammonium salts represented by the following general formula (1).
[0016] [Chemical formula]
[0017] In general formula (1), R 1 represents an alkyl group having 12 to 24 carbon atoms, R 2 and R 3 each independently represent an alkyl group having 1 to 6 carbon atoms, and X represents a halogen ion or an organic carbonyloxy ion (organic carboxylate ion).
[0018] Examples of X in general formula (1) include halogen ions such as chloride ion and bromide ion, and organic carbonyloxy ions (organic carboxylate ions) such as methylcarbonyloxy ion (acetate ion), ethylcarbonyloxy ion (propionate ion), and phenylcarbonyloxy ion (benzoate ion).
[0019] R 1Examples of the alkyl group having 12 to 24 carbon atoms represented by include a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, a nonadecyl group, an eicosyl group, a heneicosyl group, a docosyl group, a tricosyl group, a tetracosyl group, and the like.
[0020] R 2 or R 3 Examples of the alkyl group having 1 to 6 carbon atoms represented by include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a pentyl group, a hexyl group, a cyclohexyl group, and the like.
[0021] Specific examples of the methoxysilane quaternary ammonium salt represented by the general formula (1) include octadecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, dodecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, dodecyldiisopropyl(3-trimethoxysilylpropyl)ammonium chloride, tetradecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, tetra Examples include sildiethyl(3-trimethoxysilylpropyl)ammonium chloride, tetradecyldi-n-propyl(3-trimethoxysilylpropyl)ammonium chloride, pentadecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, pentadecyldiethyl(3-trimethoxysilylpropyl)ammonium chloride, pentadecyldi-n-propyl(3-trimethoxysilylpropyl)ammonium chloride, hexadecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, hexadecyldiethyl(3-trimethoxysilylpropyl)ammonium chloride, hexadecyldi-n-propyl(3-trimethoxysilylpropyl)ammonium chloride, octadecyldiethyl(3-trimethoxysilylpropyl)ammonium chloride, and octadecyldi-n-propyl(3-trimethoxysilylpropyl)ammonium chloride. Among these, octadecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride (formula (1) below) is preferred from the viewpoint of providing even better antibacterial properties to eyeglass lenses.
[0022] [ka]
[0023] As cationic organic compounds, commercially available products can be used, as well as compounds synthesized by known methods. Examples of commercially available quaternary ammonium salts include the Nikkanon RB series manufactured by Nikka Chemical Co., Ltd.
[0024] In the organic layer containing a cationic organic compound, the content of the cationic organic compound is preferably 0.04% by mass or more, and more preferably 0.10% by mass or more, based on 100% by mass of the total mass of the organic layer. A higher content of the cationic organic compound in the organic layer is preferable for the eyeglass lens to exhibit superior antibacterial properties. Furthermore, the content of the cationic organic compound in the organic layer can be, for example, 3.00% by mass or less, preferably 2.50% by mass or less from the viewpoint of improving the appearance quality of the eyeglass lens (e.g., suppression of fogging), and more preferably 2.20% by mass or less from the viewpoint of further improving light resistance and film strength.
[0025] In one embodiment, the organic layer may contain one or more inorganic particles. The inorganic particles can contribute to increasing the film strength of the organic layer and improving scratch resistance. Specific examples of inorganic particles include various inorganic particles contained in the curable composition described later, and metal oxide particles contained in the interference fringe suppression layer. When the organic layer containing a cationic organic compound further contains inorganic particles, the content of the cationic organic compound in this organic layer may be 0.5 parts by mass or more, and may also be 0.7 parts by mass or more, per 100 parts by mass of inorganic particles. Furthermore, the content of the cationic organic compound in the above organic layer may be, for example, 20.0 parts by mass or less per 100 parts by mass of inorganic particles, preferably 18.0 parts by mass or less from the viewpoint of improving the appearance quality of eyeglass lenses (e.g., suppressing fogging), and more preferably 15.0 parts by mass or less from the viewpoint of further improving light resistance and film strength.
[0026] One method for forming an organic layer containing a cationic organic compound is to apply a composition containing a cationic organic compound (hereinafter also referred to as "composition for forming an organic layer containing a cationic organic compound") directly or indirectly via another layer onto a lens substrate to form a coating layer, and then to subject this coating layer to curing treatment, drying treatment, etc. In the preparation of the composition for forming an organic layer containing a cationic organic compound, the various components can be mixed simultaneously or sequentially in any order. In one embodiment, it is preferable to add the cationic organic compound to a mixture of all components other than the cationic organic compound. From the viewpoint of suppressing clouding of the organic layer-forming composition, it is preferable to add the cationic organic compound at a rate of 0.5 g / min or less to a composition containing one or more other components (e.g., inorganic particles). This is because adding the cationic organic compound at a relatively low speed is considered preferable in suppressing the aggregation of various components due to the addition of the cationic organic compound. Suppressing clouding of the organic layer-forming composition is preferable because it leads to suppressing clouding in the organic layer formed from this composition, and as a result can contribute to improving the appearance quality (suppression of clouding) of eyeglass lenses. The above addition rate can be, for example, 0.1 g / min or more, or it may be lower than the values exemplified herein.
[0027] The layer containing the cationic organic compound described above may be one or more layers selected from the group consisting of, for example, a cured layer, an interference fringe suppression layer, and a primer layer, as described below.
[0028] <Hardened layer> The above-mentioned spectacle lens may include a hardened layer obtained by curing a curable composition. Such a hardened layer is generally called a hard coat layer. In one embodiment, the organic layer containing a cationic organic compound can be a hardened layer obtained by curing a curable composition. By curing a curable composition containing a cationic organic compound, an organic layer (hardened layer) containing a cationic organic compound can be formed.
[0029] The above-mentioned cured layer can be obtained, for example, by curing a curable composition containing silicon oxide particles (hereinafter also referred to as "component (A)") and a silane compound (hereinafter also referred to as "component (B)"). The above-mentioned curable composition may further contain a polyfunctional epoxy compound (hereinafter also referred to as "component (C)").
[0030] The particle size of the silicon oxide particles in component (A) is preferably in the range of 5 to 30 nm, from the viewpoint of achieving both scratch resistance and optical properties.
[0031] Component (B) is a silane compound, preferably a silane compound having a hydrolyzable group, and more preferably a silane coupling agent having an organic group bonded to a silicon atom and a hydrolyzable group.
[0032] Examples of hydrolyzable groups include alkoxy groups, aryloxy groups, or hydroxyl groups, with alkoxy groups being preferred.
[0033] The silane compound is preferably an organosilicon compound represented by the following general formula (I) or a hydrolysate thereof. (R 21 ) a (R 23 ) b Si(OR 22 ) 4-(a+b) ...(I)
[0034] In general formula (I), a is 0 or 1, and b is 0 or 1, preferably a is 1 and b is 0 or 1.
[0035] R 21 This represents an organic group having a functional group such as an epoxy group like a glycidoxy group, a vinyl group, a methacrylate group, an acrylic group, a mercapto group, an amino group, or a phenyl group, and preferably an organic group having an epoxy group. The above functional group may be directly bonded to the silicon atom, or it may be indirectly bonded via a linking group such as an alkylene group.
[0036] R 22This is, for example, a hydrogen atom, an alkyl group, an acyl group, or an aryl group, and is preferably an alkyl group.
[0037] R 22 The alkyl group represented by is, for example, a linear or branched alkyl group having 1 to 4 carbon atoms. Specific examples include methyl, ethyl, propyl, and butyl groups, with methyl or ethyl groups being preferred.
[0038] R 22 The acyl group represented by is, for example, an acyl group having 1 to 4 carbon atoms, and specific examples include the acetyl group, propionyl group, oleyl group, benzoyl group, etc.
[0039] R 22 The aryl group represented by is, for example, an aryl group having 6 to 10 carbon atoms, and specific examples include the phenyl group, xylyl group, and tolyl group.
[0040] R 23 This is an alkyl group or an aryl group.
[0041] R 23 The alkyl group represented by is, for example, a linear or branched alkyl group having 1 to 6 carbon atoms, and specific examples include a methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, etc.
[0042] R 23 Examples of aryl groups represented by this symbol include aryl groups having 6 to 10 carbon atoms, and specific examples include phenyl groups, xylyl groups, and tolyl groups.
[0043] Specific examples of component (B) include the following silane compounds. Glycidoxymethyltrimethoxysilane, glycidoxymethyltriethoxysilane, α-glycidoxyethyltriethoxysilane, β-glycidoxyethyltrimethoxysilane, β-glycidoxyethyltriethoxysilane, α-glycidoxypropyltrimethoxysilane, α-glycidoxypropyltriethoxysilane, β-glycidoxypropyltrimethoxysilane, β-glycidoxypropyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane, γ-glycidoxypropyltriethoxysilane, γ-glycidoxypropyltripropoxysilane, γ-glycidoxypropyltributoxysilane, γ-glycidoxypropyltriphenoxysilane, α-glycidoxybutyltrimethoxysilane, α-glycidoxybutyltriethoxysilane, β-glycidoxybutyltrimethoxysilane, β-glycidoxybutyltriethoxysilane, γ-glycidoxybutyl Dimethoxysilane, γ-glycidoxybutyltriethoxysilane, δ-glycidoxybutyltrimethoxysilane, δ-glycidoxybutyltriethoxysilane, (3,4-epoxycyclohexyl)methyltrimethoxysilane, (3,4-epoxycyclohexyl)methyltriethoxysilane, β-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, β-(3,4-epoxycyclohexyl)ethyltriethoxysilane, β- (3,4-Epoxycyclohexyl)ethyltripropoxysilane, β-(3,4-Epoxycyclohexyl)ethyltributoxysilane, β-(3,4-Epoxycyclohexyl)ethyltriphenoxysilane, γ-(3,4-Epoxycyclohexyl)propyltrimethoxysilane, γ-(3,4-Epoxycyclohexyl)propyltriethoxysilane, δ-(3,4-Epoxycyclohexyl)butyltrimethoxysilane, δ-(3,4-Epoxycyclohexyl)butyltriethoxysilane, glycidoxymethylmethyldimethoxysilane, glycidoxymethylmethyldiethoxysilane, α-glycidoxyethylmethyldimethoxysilane, α-glycidoxyethylmethyldiethoxysilane, β-glycidoxyethylmethyldimethoxysilane, β-glycidoxyethylmethyldiethoxysilane, α-glycidoxypropylmethyldimethoxysilane, α-glycidoxypropylmethyldiethoxysilane, β-glycidoxypropylmethyldimethoxysilane β-glycidoxypropylmethyldiethoxysilane, γ-glycidoxypropylmethyldimethoxysilane, γ-glycidoxypropylmethyldiethoxysilane, γ-glycidoxypropylmethyldipropoxysilane, γ-glycidoxypropylmethyldibutoxysilane, γ-glycidoxypropylmethyldiphenoxysilane, γ-glycidoxypropylethyldimethoxysilane, γ-glycidoxypropylethyldiethoxysilane, γ-glycidoxypropylvinyldimethoxysilane, γ-glycidoxypropylvinyl Diethoxysilane, γ-glycidoxypropylphenyldimethoxysilane, γ-glycidoxypropylphenyldiethoxysilane, methyl silicate, ethyl silicate, n-propyl silicate, i-propyl silicate, n-butyl silicate, sec-butyl silicate, t-butyl silicate, tetraacetoxysilane, methyltrimethoxysilane, methyltriethoxysilane, methyltripropoxysilane, methyltriacetoxysilane, methyltributoxysilane, methyltripropoxysilane, methyl Triamyloxysilane, methyltriphenoxysilane, methyltribenzyloxysilane, methyltriphenethyloxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, vinyltrimethoxysilane, vinyltriacetoxysilane, vinyltrimethoxyethoxysilane, phenyltrimethoxysilane, phenyltriethoxysilane, phenyltriacetoxysilane, γ-chloropropyltrimethoxysilane, γ-chloropropyltriethoxysilane, γ-chloropropyltriacetoxysilane, 3,3,3-Trifluoropropyltrimethoxysilane, γ-Methacryloxypropyltrimethoxysilane, γ-Mercaptopropyltrimethoxysilane, γ-Mercaptopropyltriethoxysilane, β-Cyanoethyltriethoxysilane, Chloromethyltrimethoxysilane, Chloromethyltriethoxysilane, N-(β-Aminoethyl)γ-Aminopropyltrimethoxysilane, N-(β-Aminoethyl)γ-Aminopropylmethyldimethoxysilane, γ-Aminopropylmethyldimethoxysilane, N-(β-Aminoethyl)γ-Aminopropyltriethoxysilane, N-(β-Aminoethyl )γ-aminopropylmethyldiethoxysilane, dimethyldimethoxysilane, phenylmethyldimethoxysilane, dimethyldiethoxysilane, phenylmethyldiethoxysilane, γ-chloropropylmethyldimethoxysilane, γ-chloropropylmethyldiethoxysilane, dimethyldiacetoxysilane, γ-methacryloxypropylmethyldimethoxysilane, γ-methacryloxypropylmethyldiethoxysilane, γ-mercaptopropylmethyldimethoxysilane, γ-mercaptopropylmethyldiethoxysilane, methylvinyldimethoxysilane, methylvinyldiethoxysilane, etc. As silane compounds, commercially available silane coupling agents can also be used. Specific examples of commercially available products include KBM-303, KBM-402, KBM-403, KBE402, KBE403, KBM-1403, KBM-502, KBM-503, KBE-502, KBE-503, KBM-5103, KBM-602, KBM-603, KBM-903, KBE-903, KBE-9103, KBM-573, KBM-575, KBM-9659, KBE-585, KBM-802, KBM-803, KBE-846, KBE-900, etc., manufactured by Shin-Etsu Chemical Co., Ltd.
[0044] Component (C) is a polyfunctional epoxy compound. A polyfunctional epoxy compound is a compound containing two or more epoxy groups in one molecule. Preferably, the polyfunctional epoxy compound contains two or three epoxy groups in one molecule.
[0045] Specific examples of component (C) include the following polyfunctional epoxy compounds. 1,6-Hexanediol diglycidyl ether, ethylene glycol diglycidyl ether, diethylene glycol diglycidyl ether, triethylene glycol diglycidyl ether, tetraethylene glycol diglycidyl ether, nonaethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, dipropylene glycol diglycidyl ether, tripropylene glycol diglycidyl ether, tetrapropylene glycol diglycidyl ether, nonapropylene glycol diglycidyl ether, neopentyl glycol diglycidyl ether, neopentyl glycol hydroxyhibaric acid diglycidyl ether, trimethylolpropane diglycidyl ether, trimethylolpropane triglycidyl ether, glycerol diglycidyl ether, glycerol triglycidyl ether, diglycerol diglycidyl ether, diglycerol triglycidyl ether, diglycerol Aliphatic epoxy compounds such as cerol tetraglycidyl ether, pentaerythritol diglycidyl ether, pentaerythritol triglycidyl ether, pentaerythritol tetraglycidyl ether, dipentaerythritol tetraglycidyl ether, sorbitol tetraglycidyl ether, tris(2-hydroxyethyl) isocyanurate diglycidyl ether, tris(2-hydroxyethyl) isocyanurate triglycidyl ether, etc. Alicyclic epoxy compounds such as isophorone diol diglycidyl ether, bis-2,2-hydroxycyclohexylpropane diglycidyl ether, resorcinol diglycidyl ether, bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, bisphenol S diglycidyl ether, orthophthalic acid diglycidyl ester, phenol novolac polyglycidyl ether, cresol novolac polyglycidyl ether, etc. As for component (C), a compound containing two or three epoxy groups (a bifunctional or trifunctional epoxy compound) is preferred from the viewpoint of adhesion to adjacent layers or lens substrates.
[0046] Examples of commercially available polyfunctional epoxy compounds include the Denacol series from Nagase ChemteX Corporation, such as EX-201, EX-211, EX-212, EX-252, EX-313, EX-314, EX-321, EX-411, EX-421, EX-512, EX-521, EX-611, EX-612, EX-614, and EX-614B.
[0047] The above-mentioned curable composition can be prepared by mixing the above-mentioned components (A) to (C) with any other components as needed, such as organic solvents, surfactants (leveling agents), and curing catalysts.
[0048] The content of component (A) is preferably 20% by mass or more, more preferably 30% by mass or more, even more preferably 40% by mass or more, preferably 80% by mass or less, more preferably 70% by mass or less, and even more preferably 60% by mass or less, with the total amount of solids in the curable composition (i.e., the sum of all components excluding the solvent) being 100% by mass. The content of component (B) is preferably 5% by mass or more, more preferably 10% by mass or more, even more preferably 15% by mass or more, preferably 80% by mass or less, more preferably 70% by mass or less, and even more preferably 60% by mass or less, based on the total amount of solids in the curable composition as 100% by mass. The content of component (C) is, for example, 0% by mass or more, preferably 10% by mass or more, more preferably 15% by mass or more, preferably 50% by mass or less, more preferably 40% by mass or less, and even more preferably 30% by mass or less, based on the total amount of solids in the curable composition as 100% by mass. The filler / matrix ratio (hereinafter also simply referred to as the "F / M ratio") is preferably 0.5 or higher, more preferably 0.6 or higher, even more preferably 0.7 or higher, and also preferably 2.0 or lower, more preferably 1.8 or lower, and even more preferably 1.5 or lower. The F / M ratio refers to the mass ratio of component (A) to the total mass of component (B) and component (C) [component (A) / (component (B) + component (C))].
[0049] Furthermore, an example of a curable composition is a curable composition containing composite particles of stannic oxide and zirconium oxide. For details on such a curable composition, please refer to the entire description in WO2005 / 088352, and for details on the various components contained in the curable composition, please refer to paragraphs 0007 to 0045 and the Examples section of the same publication.
[0050] By using a curable composition containing a cationic organic compound, an organic layer containing the cationic organic compound can be formed as a cured layer when the curable composition has hardened. When preparing such a curable composition, it is preferable to set the rate of addition of the cationic organic compound within the above range for the reasons described above. For example, the rate of addition of the cationic organic compound to a curable composition containing inorganic particles can be within the above range.
[0051] Known coating methods such as spin coating, dip coating, and spray coating can be used to apply the curable composition. This also applies to the coating of compositions used to form various layers, which will be described later. From the viewpoint of mass production of spectacle lenses, the dip coating method is preferred. The curing treatment can be light irradiation and / or heat treatment. The curing treatment conditions should be determined according to the types of various components contained in the curable composition and the composition of the curable composition. The film thickness of the cured layer obtained by curing the curable composition is, for example, 1 μm or more and 100 μm or less. From the viewpoint of improving the scratch resistance of the surface, the film thickness of the cured layer is preferably 3 μm or more, more preferably 5 μm or more, and from the viewpoint of significantly improving scratch resistance, reducing the amplitude of ripples, and significantly obtaining the effect of suppressing interference fringes, it is even more preferably 8 μm or more, even more preferably 10 μm or more, and also preferably 80 μm or less, more preferably 60 μm or less, and even more preferably 50 μm or less.
[0052] <Underlayer> The above-described spectacle lens may have one or more underlayers between the lens substrate and other layers. The underlayer may be located, for example, between the lens substrate and the hardened layer, or between the hardened layer and the inorganic layer described later. The above-described spectacle lens may contain one or more such underlayers. Specific examples of underlayers include a layer that functions as an interference fringe suppression layer (for example, an interference fringe suppression layer called a λ / 4 layer) and a primer layer for improving adhesion. The above-described spectacle lens may have one or both of the interference fringe suppression layer and the primer layer between the lens substrate and the hardened layer, or between the hardened layer and the inorganic layer.
[0053] Interference fringe suppression layer An interference fringe suppression layer is a layer that can suppress the generation of interference fringes compared to a layer that is not present. A layer with an optical film thickness of 0.2λ to 0.3λ for light with a wavelength λ of 450 to 650 nm can function as an interference fringe suppression layer. The film thickness of the interference fringe suppression layer can be, for example, in the range of 50 nm to 100 nm as a physical film thickness.
[0054] The interference fringe suppression layer can be formed, for example, by applying a dispersion containing at least metal oxide particles and resin to the surface of the lens substrate.
[0055] Metal oxide particles can play a role in adjusting the refractive index of the interference fringe suppression layer. Examples of metal oxide particles include tungsten oxide (e.g., WO3), zinc oxide (e.g., ZnO), aluminum oxide (e.g., Al2O3), titanium oxide (e.g., TiO2), zirconium oxide (e.g., ZrO2), tin oxide (e.g., SnO2), beryllium oxide (e.g., BeO), and antimony oxide (e.g., Sb2O5). These can be used individually or in combination of two or more metal oxide particles. Composite oxide particles of two or more metal oxides can also be used. From the viewpoint of optical properties, the particle size of the metal oxide particles is preferably in the range of 5 to 30 nm. When the interference fringe suppression layer is the above-mentioned metal-containing layer and contains zinc oxide and / or zirconium oxide, these oxides can play a role in adjusting the refractive index and controlling the progression of silver oxidation.
[0056] As the resin for the interference fringe suppression layer, at least one can be selected from polyurethane resin, acrylic resin, epoxy resin, etc., preferably polyurethane resin, and more preferably an aqueous resin composition containing polyurethane resin, i.e., an aqueous polyurethane resin composition. An aqueous polyurethane resin composition can be prepared, for example, by urethane-forming a polyol compound and an organic polyisocyanate compound together with a chain extender as needed in a solvent that is inert to the reaction and has a high affinity for water to form a prepolymer, neutralizing this prepolymer, and then dispersing it in an aqueous solvent containing a chain extender to increase its molecular weight. For such an aqueous polyurethane resin composition and a method for preparing it, see, for example, paragraphs 0009 to 0013 of the specification of Japanese Patent No. 3588375, paragraphs 0012 to 0021 of the unexamined patent application No. 8-34897, paragraphs 0010 to 0033 of the unexamined patent application No. 11-92653, paragraphs 0010 to 0033 of the unexamined patent application No. 11-92655, etc. Furthermore, commercially available water-based polyurethane resin compositions can be used as is or diluted with an aqueous solvent as needed. Examples of commercially available water-based polyurethane resin compositions include the Evaphanol series from Nikka Chemical Co., Ltd., the Superflex series from Daiichi Kogyo Seiyaku Co., Ltd., the Adekabontiter series from ADEKA Corporation, the Olestar series from Mitsui Chemicals, the Bondic series and Hydran series from DIC Corporation, the Impranil series from Bayer AG, the Sofranate series from Nippon Sofran Co., Ltd., the Poise series from Kao Corporation, the Sunprene series from Sanyo Chemical Industries, Ltd., the Izelax series from Hodogaya Chemical Co., Ltd., and the Neolets series from Zeneca Corporation.
[0057] The dispersion used to form the interference fringe suppression layer may contain an aqueous solvent. An aqueous solvent means a solvent containing water, such as water, a mixed solvent of water and a polar solvent, and preferably water. The solid content concentration in the aqueous resin composition is preferably 1 to 60% by mass, more preferably 5 to 40% by mass, from the viewpoint of liquid stability and film-forming properties. In addition to the resin component, the aqueous resin composition may optionally contain additives such as antioxidants, dispersants, and plasticizers. Furthermore, commercially available aqueous resin compositions may be diluted with solvents such as water, alcohol, or propylene glycol monomethyl ether (PGM) before use.
[0058] By using an aqueous resin composition containing a cationic organic compound, an organic layer containing the cationic organic compound can be formed as a base layer (interference fringe suppression layer) from such an aqueous resin composition. The aqueous resin composition can be applied to a surface to be coated (e.g., the surface of a lens substrate) to form a coating layer, and at least a portion of the aqueous solvent can be dried off by drying treatment or the like to solidify the coating layer, thereby forming a base layer (interference fringe suppression layer).
[0059] Primer layer The primer layer can be, for example, an aqueous resin layer formed from an aqueous resin composition containing a resin and an aqueous solvent. The aqueous solvent contained in the aqueous resin composition is, for example, water, a mixed solvent of water and a polar solvent, and is preferably water. The solid content concentration in the aqueous resin composition is preferably 1 to 60% by mass, and more preferably 5 to 40% by mass, from the viewpoint of liquid stability and film-forming properties. In addition to the resin component, the aqueous resin composition may optionally contain additives such as antioxidants, dispersants, and plasticizers. Alternatively, commercially available aqueous resin compositions may be diluted with solvents such as water, alcohol, or propylene glycol monomethyl ether (PGM) before use.
[0060] The aqueous resin composition may contain resin components dissolved in an aqueous solvent or dispersed as particles (preferably colloidal particles). In particular, it is desirable that the resin components be dispersed in particulate form in an aqueous solvent (preferably in water). In this case, the particle size of the resin components is preferably 0.3 μm or less from the viewpoint of dispersion stability of the composition. Furthermore, the pH of the aqueous resin composition is preferably around 5.5 to 9.0 at 25°C from the viewpoint of stability. The viscosity at a liquid temperature of 25°C is preferably 5 to 500 mPa·s, and more preferably 10 to 50 mPa·s, from the viewpoint of suitability for coating. Regarding the resin, refer to the previous description concerning the resin for the interference fringe suppression layer.
[0061] By using an aqueous resin composition containing a cationic organic compound, an organic layer containing the cationic organic compound can be formed as a base layer (primer layer) from such an aqueous resin composition. The aqueous resin composition can be applied to a surface to be coated (e.g., the surface of an interference fringe suppression layer or the surface of a lens substrate) to form a coating layer, and at least some of the aqueous solvent can be dried off by drying treatment or the like to solidify the coating layer and form a base layer (primer layer). The thickness of the primer layer can be, for example, in the range of 0.01 to 2.0 μm.
[0062] <Lens substrate> The lens substrate for eyeglass lenses can be a plastic lens substrate or a glass lens substrate. A glass lens substrate can be, for example, an inorganic glass lens substrate. As a lens substrate, a plastic lens substrate is preferred from the viewpoint of being lightweight, less prone to breakage, and easy to handle. Examples of plastic lens substrates include styrene resins such as (meth)acrylic resin, polycarbonate resin, allyl resin, allyl carbonate resin such as diethylene glycol bisallyl carbonate resin (CR-39), vinyl resin, polyester resin, polyether resin, urethane resin obtained by the reaction of an isocyanate compound with a hydroxyl compound such as diethylene glycol, thiourethane resin obtained by the reaction of an isocyanate compound with a polythiol compound, and cured products (generally called transparent resins) obtained by curing a curable composition containing a (thio)epoxy compound having one or more disulfide bonds in the molecule. As a lens substrate, an undyed one (colorless lens) or a dyed one (dyed lens) may be used. The refractive index of the lens substrate can be, for example, about 1.60 to 1.75. However, the refractive index of the lens substrate is not limited to the above range, and may be within the above range or outside of it. In the present invention and this specification, refractive index refers to the refractive index for light with a wavelength of 500 nm. Furthermore, the lens substrate may be a lens with refractive power (a so-called prescription lens) or a lens without refractive power (a so-called non-prescription lens).
[0063] Eyeglass lenses can be various types of lenses, such as single-vision lenses, multi-vision lenses, and progressive lenses. The type of lens is determined by the surface shape of both sides of the lens substrate. The surface of the lens substrate may be convex, concave, or flat. In typical lens substrates and eyeglass lenses, the surface facing the object is convex, and the surface facing the eyeball is concave. However, the present invention is not limited to this.
[0064] <Inorganic layer> The above-described eyeglass lens has an inorganic layer on a lens substrate. In the present invention and this specification, "inorganic layer" means a layer containing an inorganic substance, preferably a layer mainly composed of an inorganic substance. Here, the main component is the component that makes up the largest amount in the layer, and the main component is as described above for the organic layer. The inorganic layer can be a layer laminated on the surface of the lens substrate via an organic layer containing at least a cationic organic compound.
[0065] The inorganic layer described above can be, in one embodiment, a multilayer film of two or more inorganic layers. Such a multilayer film may include one or more high-refractive-index layers and one or more low-refractive-index layers. Such a multilayer film can be an anti-reflective film having the property of preventing the reflection of light of a specific wavelength or light in a specific wavelength range, or a reflective film having the property of reflecting light of a specific wavelength or light in a specific wavelength range. In this invention and specification, "high" and "low" in relation to "high-refractive-index" and "low-refractive-index" are relative terms. That is, a high-refractive-index layer refers to a layer with a higher refractive index than a low-refractive-index layer included in the same multilayer film. In other words, a low-refractive-index layer refers to a layer with a lower refractive index than a high-refractive-index layer included in the same multilayer film. The refractive index of the high-refractive-index material constituting the high-refractive-index layer can be, for example, 1.60 or higher (for example, in the range of 1.60 to 2.40), and the refractive index of the low-refractive-index material constituting the low-refractive-index layer can be, for example, 1.59 or lower (for example, in the range of 1.37 to 1.59). However, as stated above, the terms "high" and "low" in relation to high and low refractive indices are relative; therefore, the refractive indices of high and low refractive index materials are not limited to the ranges mentioned above.
[0066] Specifically, high refractive index materials for forming a high refractive index layer include one or more oxides selected from the group consisting of zirconium oxide (e.g., ZrO2), tantalum oxide (e.g., Ta2O5), titanium oxide (e.g., TiO2), aluminum oxide (e.g., Al2O3), yttrium oxide (e.g., Y2O3), hafnium oxide (e.g., HfO2), and niobium oxide (e.g., Nb2O5). On the other hand, low refractive index materials for forming a low refractive index layer include one or more oxides or fluorides selected from the group consisting of silicon oxide (e.g., SiO2), magnesium fluoride (e.g., MgF2), and barium fluoride (e.g., BaF2). In the above examples, for convenience, oxides and fluorides are shown in stoichiometric composition, but materials with oxygen deficiencies or excesses in their stoichiometric composition can also be used as high or low refractive index materials.
[0067] Preferably, the high refractive index layer is a film mainly composed of a high refractive index material, and the low refractive index layer is a film mainly composed of a low refractive index material. Such a film (e.g., a vapor-deposited film) can be formed by depositing a film using a film-forming material (e.g., a vapor deposition material) mainly composed of the high refractive index material or the low refractive index material. The film and film-forming material may contain impurities that are inevitably mixed in, and may also contain other components, such as other inorganic substances or known additive components that play a role in assisting film formation, to the extent that they do not impair the function performed by the main component. Film formation can be carried out by known film formation methods, and from the viewpoint of ease of film formation, it is preferable to carry out the process by vapor deposition, and more preferably by vacuum deposition. The anti-reflective film can be, for example, a multilayer film in which a total of 3 to 10 layers of high refractive index layers and low refractive index layers are alternately stacked. The film thickness of the high refractive index layer and the film thickness of the low refractive index layer can be determined according to the layer configuration. More specifically, the combination of layers included in the multilayer film, and the film thickness of each layer, can be determined by optical design simulation using known methods, based on the refractive index of the film-forming material for creating the high-refractive-index and low-refractive-index layers, and the desired reflection and transmission characteristics to be brought to the spectacle lens by providing the multilayer film. Furthermore, the multilayer film may include, at any position, one or more layers of conductive oxide (conductive oxide layers), preferably deposited conductive oxide films formed by deposition using a deposition material primarily composed of conductive oxide. The film thickness of each high-refractive-index and low-refractive-index layer included in the multilayer film can be, for example, 3 to 500 nm, and the total thickness of the multilayer film can be, for example, 100 to 900 nm. Unless otherwise specified, the film thickness in this invention and specification refers to the physical film thickness.
[0068] The inorganic layer described above can, for example, function as an anti-reflective coating, thereby providing spectacle lenses with anti-reflective properties for light of a specific wavelength or a specific wavelength range.
[0069] The above-mentioned spectacle lens may include one or more layers that are typically found in spectacle lenses, at any position. An example of such a layer is a water-repellent layer. A water-repellent layer is defined as a layer that contributes to the spectacle lens surface exhibiting water repellency, or contributes to exhibiting better water repellency compared to a case without such a layer. An example of a water-repellent layer is a coating film containing an antimicrobial agent (e.g., silver particles) and a water-repellent agent as described in WO2021 / 060664. For details on such a water-repellent layer, refer to the entire description in WO2021 / 060664, and for details on the antimicrobial agent and water-repellent agent, as well as the method of forming the coating film, refer to paragraphs 0032 to 0061 of the same publication, as well as the section on examples in the same publication.
[0070] In the above-described eyeglass lens, the organic layer containing a cationic organic compound can function as an antibacterial layer, thereby enabling the eyeglass lens to exhibit antibacterial properties. Furthermore, in one embodiment, the organic layer containing a cationic organic compound can also function as an antiviral layer.
[0071] [glasses] One aspect of the present invention relates to eyeglasses equipped with the above-mentioned spectacle lenses. Details of the spectacle lenses included in these eyeglasses are as previously described. Regarding the frame and other components of these eyeglasses, known technologies can be applied. [Examples]
[0072] The present invention will be further described below with reference to examples. However, the present invention is not limited to the embodiments shown in the examples.
[0073] [Comparative Example 1] <Plastic lens substrate> As the plastic lens base material, we used HOYA Corporation's eyeglass plastic lens (product name EYNOA, refractive index 1.67).
[0074] <Interference fringe suppression layer (λ / 4 layer)> To 305.0 g of methanol, 126 g of 4-hydroxy-4-methyl-2-pentanone (DAA) and 350.5 g of water were added. Further, 217.5 g of thermoplastic resin (Superflex 170, Daiichi Kogyo Seiyaku Co., Ltd.), 90.0 g of a sol material (ZrO2 sol) obtained by dispersing 40% by mass of HZ-407MH, manufactured by Nissan Chemical Industries, Ltd., in methanol, and 1.0 g of a leveling agent (Y-7006, manufactured by Toray Dow Corning Co., Ltd.) were added. The mixture was stirred at a liquid temperature of 20°C for 1 hour, filtered, and a λ / 4 layer solution was obtained. The obtained λ / 4 layer solution was applied to the surface of a cleaned plastic lens substrate by a dip method, and dried and solidified in a drying apparatus at an internal ambient temperature of 100°C for 20 minutes, forming a λ / 4 layer with a thickness (physical thickness, hereafter the same) of 85 nm on both sides of the lens substrate.
[0075] <Primer layer> 305.0 g of methanol was mixed with 126 g of 4-hydroxy-4-methyl-2-pentanone (DAA) and 350.5 g of water. Then, 217.5 g of thermoplastic resin (Superflex 170, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) and 1.0 g of leveling agent (Y-7006, manufactured by Toray Dow Corning Co., Ltd.) were added, and the mixture was stirred at a liquid temperature of 20°C for 24 hours to obtain a primer solution. The obtained primer solution was applied to the surface of the λ / 4 layer by the dip method and dried and solidified in a drying apparatus at an internal ambient temperature of 100°C for 20 minutes, forming a primer layer with a thickness of 1 μm on both sides of the lens substrate.
[0076] <Hard coat layer> A hard coat solution was prepared by mixing 52 parts by mass of silica particles, 24 parts by mass of a silane coupling agent (KBM-403, manufactured by Shin-Etsu Chemical Co., Ltd., γ-glycidoxypropyltrimethoxysilane), and 24 parts by mass of a polyfunctional epoxy compound (Denacol EX-321, manufactured by Nagase ChemteX Corporation, trimethylolpropane polyglycidyl ether). The prepared hard coat solution was applied by spray coating to the surface of the primer layer on both sides of the lens substrate, pre-cured by heating in a furnace with an internal atmosphere temperature of 75°C for 20 minutes, and then the internal atmosphere temperature of the furnace was raised to 110°C and heated at the same temperature for 2 hours to perform the final curing, forming a hard coat layer with a thickness of 5 μm on both sides of the lens substrate.
[0077] <Inorganic layer (multilayer anti-reflection coating)> Next, the lens substrate on which the hard coat layer was formed was placed in a vacuum deposition apparatus, and a multilayer anti-reflective film was formed on the surface of the hard coat layer by vacuum deposition, consisting of eight alternating layers of SiO2 and ZrO2 (total thickness: approximately 400-600 nm). The SiO2 layer is a vapor-deposited film formed using silicon oxide as the deposition material, and the ZrO2 layer is a vapor-deposited film formed using zirconium oxide as the deposition material. Each deposition material consists only of the oxides described, excluding impurities that inevitably become mixed in.
[0078] Through the above process, an eyeglass lens was fabricated having a λ / 4 layer, a primer layer, a hard coat layer, and a multilayer anti-reflective coating on both sides of the lens substrate, in that order.
[0079] [Example 1] The hard coat solution was prepared using the method described for Comparative Example 1. While stirring the prepared hard coat solution at a stirring speed of 500 rpm, a quaternary ammonium salt (Nikkanon RB-40, manufactured by Nikka Chemical Co., Ltd.) was added to the hard coat solution at an addition rate of 0.5 g / min, and stirring was continued for 24 hours to prepare a hard coat solution containing the quaternary ammonium salt. The amount of quaternary ammonium salt added was such that the quaternary ammonium salt content in the formed hard coat layer was 0.11% by mass, and the ammonium salt content was 0.81 parts by mass per 100 parts by mass of silica particles. Except for the points mentioned above, the spectacle lenses were manufactured using the method described for Comparative Example 1.
[0080] [Example 2] An eyeglass lens was manufactured using the same method as described in Example 1, except that the amount of quaternary ammonium salt added to the hard coat solution was such that the quaternary ammonium salt content in the formed hard coat layer was 0.42% by mass, and the ammonium salt content per 100 parts by mass of silica particles was 2.96 parts by mass.
[0081] [Antibacterial test] In accordance with JIS Z 2801:2012, antimicrobial tests were conducted on the spectacle lenses of Example 1 and Example 2. The spectacle lens of Comparative Example 1 was used as a reference sample. After placing 50mm x 50mm test pieces (test pieces cut from each eyeglass lens) into a sterile petri dish, 1.0 x 10 5 pieces~4.0×10 5 Place 0.4 mL of bacterial suspension containing one test bacterium (Staphylococcus aureus or Escherichia coli) in the center of the test piece and cover with a polyethylene film cut to 40 mm x 40 mm. After culturing this petri dish at a relative humidity of 90% or higher for 24 hours, measure 1 cm. 2 The number of viable bacteria per unit is measured, and the following antibacterial activity values are calculated. Antimicrobial activity value = Ut - At ≥ 2.0 Ut: 1 cm after 24 hours of incubation of unprocessed test specimen (reference sample) 2 The average of the logarithmic values of the number of viable bacteria per unit area. At: 1 cm after 24 hours of incubation of antibacterial treated test piece (example sample) 2 The average value of the logarithm of the number of viable bacteria per unit area. The SIAA (Society of International Antimicrobial Agents) stipulates that a product has antibacterial effects if its antibacterial activity value is 2.0 or higher. The eyeglass lenses of Example 1 and Example 2 showed antibacterial activity values of 2.0 or higher against Staphylococcus aureus and Escherichia coli.
[0082] An eyeglass lens was fabricated in the same manner as in Example 1, except that a plastic lens for eyeglasses manufactured by HOYA Corporation (product name CR-39, refractive index 1.50) was used as the lens substrate, and an interference fringe suppression layer (λ / 4 layer) was not formed. The eyeglass lens thus fabricated has an organic layer containing a cationic organic compound as a hard coat layer, similar to the eyeglass lens of Example 1, and therefore can function as an antibacterial lens, similar to the eyeglass lens of Example 1.
[0083] [Example 3] An eyeglass lens was manufactured using the same method as described in Example 1, except that the amount of quaternary ammonium salt added to the hard coat solution was such that the quaternary ammonium salt content in the formed hard coat layer was 1.66% by mass, and the ammonium salt content per 100 parts by mass of silica particles was 11.83 parts by mass. A water-repellent layer containing silver particles with a thickness of 15 nm was formed on the inorganic layer (multilayer anti-reflective coating) on both sides of the formed spectacle lens, using the method described in paragraphs 0066 to 0067 of WO2021 / 060554.
[0084] [Comparative Example 2] Except for forming a water-repellent layer on the inorganic layer using the method described for Example 3, the eyeglass lens was manufactured using the method described for Comparative Example 1.
[0085] [Antiviral testing] An antiviral test was conducted on the spectacle lens of Example 3 in accordance with ISO 21702. The spectacle lens of Comparative Example 2 was used as a reference sample. 0.4 ml of the test virus solution is inoculated onto the surface of a 50 mm x 50 mm test piece (a test piece cut from each eyeglass lens), and then covered with a protective film. Hereafter, the test piece covered with the protective film will be referred to as the sample. After inoculation with the virus solution, the sample is left to stand (in contact with) an environment with a temperature of 25±1°C and a relative humidity of 90% or higher for 24 hours. After 24 hours, the virus is collected from the sample and the viral infectivity titer is measured using the plaque assay method. The following antiviral activity values are calculated. Antiviral activity value = Ut - At ≥ 2.0 Ut: Viral infectivity titer of unprocessed test specimen (reference sample) At: Viral infectivity titer of antibacterial treated test specimen (example sample) The SIAA (Society of International Antimicrobial Agents) stipulates that a product has antiviral effects if its antiviral activity value is 2.0 or higher. The eyeglass lens in Example 3 showed an antiviral activity value of 2.0 or higher in an antiviral test using influenza virus (H3N2) as the virus strain.
[0086] [Example 4] An eyeglass lens was manufactured using the same method as described in Example 1, except that the amount of quaternary ammonium salt added to the hard coat solution was set to an amount such that the quaternary ammonium salt content in the formed hard coat layer was 2.26% by mass, and the ammonium salt content per 100 parts by mass of silica particles was 16.14 parts by mass.
[0087] [Example 5] An eyeglass lens was manufactured using the same method as described in Example 1, except that the amount of quaternary ammonium salt added to the hard coat solution was set to an amount such that the quaternary ammonium salt content in the formed hard coat layer was 2.64% by mass, and the ammonium salt content per 100 parts by mass of silica particles was 18.83 parts by mass.
[0088] [Example 6] The hard coat solution was prepared by the method described for Example 1 in paragraph 0091 of WO2005 / 088352. While stirring the prepared hard coat solution at a stirring speed of 500 rpm, a quaternary ammonium salt (Nikkanon RB-40, manufactured by Nikka Chemical Co., Ltd.) was added to the hard coat solution at an addition rate of 0.5 g / min, and stirring was continued for 24 hours to prepare a hard coat solution containing the quaternary ammonium salt. The amount of quaternary ammonium salt added was such that the quaternary ammonium salt content in the formed hard coat layer was 2.26% by mass, and the ammonium salt content was 3.30 parts by mass per 100 parts by mass of inorganic particles. Except for the points mentioned above, the spectacle lenses were manufactured using the method described for Comparative Example 1.
[0089] [Reference example 1] Except for adding silver particles with a particle size of 2-5 nm instead of quaternary ammonium salts during the preparation of the hard coat solution, eyeglass lenses were manufactured using the same method as described in Example 1. The amount of silver particles added to the hard coat solution was such that the silver particle content in the formed hard coat layer was 1.89% by mass, and the silver particle content was 3.79 parts by mass per 100 parts by mass of silica particles.
[0090] [Membrane Strength (Steel Wool Test)] The steel wool test was performed on the surface of the hard coat layers prepared by the methods described in Examples 1 to 6 and Reference Example 1, using the following method. A reciprocating friction abrasion test was performed using a Shinto Scientific Co., Ltd. machine with a load of 2.0 kg and steel wool (Bonstar #00000) for 20 reciprocating cycles. After the test, the surface of the hard coat layer was visually observed, and the film strength was evaluated according to the following evaluation criteria. (Evaluation Criteria) A: No or almost no scratches are visible. B: Slight scratches are visible. C: Obvious damage is observed. More severe damage than D:C was observed.
[0091] [Exterior evaluation] The appearance of each spectacle lens from Examples 1-6 and Reference Example 1 was visually observed, and the presence or absence of fogging was evaluated.
[0092] [Lightfastness (resistance to yellowing)] The lightfastness of the spectacle lenses in Examples 1-4 and Reference Example 1 was evaluated by the following method. The initial YI value of each spectacle lens was measured, and after 300 hours of 0.32kW irradiation using a Xenon Weather Meter XA25 manufactured by Suga Test Instruments Co., Ltd., the YI value (after irradiation) was measured again, and the difference between these values (after irradiation - initial = change) was obtained as the ΔYI value. The YI value was measured using the following method. The direct incident reflection spectral characteristics are measured from the object side of the spectacle lens at the optical center of the object-side surface (convex side). Using the measurement results of the direct incident transmission spectral characteristics obtained in this way, the YI value is determined in accordance with JIS K 7373:2006. Specifically, from the transmission spectrum obtained by measuring the direct incident transmission spectral characteristics, X, Y, and Z are calculated according to equation (3) of JIS Z 8701:1999, and the YI value for a D65 light source is calculated using the calculation formula in Section 6.1 of JIS K 7373:2006. A smaller YI value indicates less yellowing. Lightfastness (resistance to yellowing) was evaluated according to the following criteria. (Evaluation Criteria) A: ΔYI value is 0.5 or less B: ΔYI value greater than 0.5 and less than or equal to 1 C: ΔYI value greater than 1 and less than or equal to 2 D: ΔYI value is greater than 2
[0093] The results are shown in Table 1.
[0094] [Table 1]
[0095] An antibacterial test was performed on the eyeglass lens of Reference Example 1 using the method described above. As a result, the antibacterial activity value of the eyeglass lens of Reference Example 1 was 2.0 or higher. However, as shown in Table 1, cloudiness was observed in the appearance evaluation of the eyeglass lens of Reference Example 1, and the lightfastness evaluation result was D. Comparing the examples, in the hard coat layer, Example 5 had a quaternary ammonium salt content of 2.64% by mass and an ammonium salt content of 18.83 parts by mass per 100 parts by mass of silica particles. Compared to Example 5, the eyeglass lenses of Examples 1-4 and 6, which had a lower amount of quaternary ammonium salt in the hard coat layer than Example 5, showed superior results in appearance evaluation and film hardness.
[0096] Finally, we will summarize each of the aforementioned aspects.
[0097] According to one embodiment, an eyeglass lens is provided having a lens substrate and an organic layer containing a cationic organic compound.
[0098] The above eyeglass lenses can exhibit antibacterial properties.
[0099] In one embodiment, the cationic organic compound can be a quaternary ammonium salt.
[0100] In one embodiment, the organic layer may further contain inorganic particles.
[0101] In one embodiment, the content of the cationic organic compound in the organic layer can be 0.5 parts by mass or more per 100 parts by mass of the inorganic particles.
[0102] In one embodiment, the content of the cationic organic compound in the organic layer can be 0.5 parts by mass or more and 18.0 parts by mass or less per 100 parts by mass of the inorganic particles.
[0103] In one embodiment, the content of the cationic organic compound in the organic layer can be 0.04% by mass or more.
[0104] In one embodiment, the content of the cationic organic compound in the organic layer can be 0.04% by mass or more and 2.50% by mass or less.
[0105] In one embodiment, the spectacle lens may have the above-mentioned organic layer on the lens substrate, and further have an inorganic layer on the organic layer.
[0106] According to one embodiment, eyeglasses equipped with the above-mentioned eyeglass lenses are provided.
[0107] The embodiments disclosed herein should be considered in all respects to be illustrative and not restrictive. The scope of the present invention is indicated by the claims rather than by the foregoing description, and all modifications within the meaning and scope equivalent to the claims are intended to be included. [Industrial applicability]
[0108] One aspect of the present invention is useful in the field of manufacturing eyeglass lenses and eyeglasses.
Claims
1. It comprises a lens substrate and an organic layer, The organic layer is a cured layer obtained by curing a curable composition containing at least inorganic particles, a cationic organic compound, and an organosilane compound. The inorganic particles include silicon oxide particles, The cationic organic compound is a methoxysilane-based quaternary ammonium salt represented by the following general formula (1), in the eyeglass lens. 【Chemistry 1】 (In general formula (1), R 1 R represents an alkyl group with 12 to 24 carbon atoms. 2 and R 3 Each of these independently represents an alkyl group having 1 to 6 carbon atoms, X - (This represents a halogen ion or an organic carbonyl oxyion.)
2. The spectacle lens according to claim 1, wherein the content of the cationic organic compound in the organic layer is 0.5 parts by mass or more per 100 parts by mass of the inorganic particles.
3. The spectacle lens according to claim 1 or 2, wherein the content of the cationic organic compound in the organic layer is 0.5 parts by mass or more and 18.0 parts by mass or less per 100 parts by mass of the inorganic particles.
4. The spectacle lens according to any one of claims 1 to 3, wherein the content of the cationic organic compound in the organic layer is 0.04% by mass or more.
5. The spectacle lens according to any one of claims 1 to 4, wherein the content of the cationic organic compound in the organic layer is 0.04% by mass or more and 2.50% by mass or less.
6. An eyeglass lens according to any one of claims 1 to 5, wherein the lens substrate has the organic layer, and the organic layer further has an inorganic layer.
7. Eyeglasses equipped with eyeglass lenses according to any one of claims 1 to 6.