Eyeglass lenses and their manufacturing method

The eyeglass lens with a 5 to 50 μm anti-fogging layer containing a resin and antibacterial agent addresses durability and antibacterial issues, achieving effective antifogging and antibacterial performance through a cured coating composition.

JP7812911B2Active Publication Date: 2026-02-10HOYA LENS THAILAND LTD
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Patent Information

Application Number
JP2024509900
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2022-03-23
Filing Date
2023-03-02
Publication Date
2026-02-10
Estimated Expiration
2043-03-02

AI Technical Summary

Technical Problem

Existing eyeglass lenses with anti-fogging layers face issues of durability, insufficient anti-fogging performance, and lack of antibacterial properties, particularly when surfactant-based layers are wiped with water, and existing multi-layer coatings exhibit poor durability and limited antibacterial activity.

Method used

A spectacle lens with a 5 to 50 μm anti-fogging layer containing a resin and antibacterial agent, preferably a (meth)acrylic resin, and a coating composition comprising components (A) to (D): (meth)acrylic resin, polyol compound, polyfunctional isocyanate compound, and antibacterial agent, which is cured to form a layer with excellent antibacterial properties.

Benefits of technology

The eyeglass lens achieves enhanced antifogging and antibacterial performance, with the anti-fogging layer being durable and effective in retaining the antibacterial agent, providing improved moisture absorption and scratch resistance.

✦ Generated by Eureka AI based on patent content.

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Abstract

A spectacle lens comprising a base material and an antifogging layer, wherein the thickness of the antifogging layer is 5-50 μm, and the antifogging layer contains a resin and an antimicrobial agent.
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Description

[Technical Field]

[0001] The present disclosure relates to eyeglass lenses and methods for manufacturing the same. [Background technology]

[0002] BACKGROUND ART Techniques for forming an anti-fogging layer on the surface of a lens substrate to prevent fogging (anti-fogging) of eyeglass lenses are conventionally known. For example, a technique is known in which a surfactant is coated on the surface of a lens substrate. Also known is a technique for forming a water-absorbent resin layer and a water-repellent layer on the surface of a lens. For example, Patent Document 1 describes an anti-fogging optical article in which a water-absorbent layer containing a urethane or acrylic resin having a specific polyoxyethylene chain as a main component is formed on the surface of a glass or plastic substrate, and a water-repellent layer containing at least one of an amino-modified silicone or a mercapto-modified silicone as a main component is formed on the surface of the water-absorbent layer. Furthermore, a technique is also known in which a hard coat layer, an anti-reflection layer (AR layer), and an anti-fogging layer containing a surfactant and an antibacterial agent are formed in this order on the surface of a lens substrate. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] International Publication No. 2013 / 005710 Summary of the Invention [Problem to be solved by the invention]

[0004] In eyeglass lenses having an anti-fogging layer made of a surfactant formed on the surface of a lens substrate, the surfactant easily peels off from the lens surface when the surfactant is wiped with water, resulting in insufficient durability of the anti-fogging layer and insufficient anti-fogging performance. Furthermore, in the anti-fogging layer described in Patent Document 1, the water-absorbing layer is covered with the water-repellent layer that forms the outermost surface, so the water-absorbing layer does not fully exhibit its water-absorbing performance. Furthermore, the anti-fogging layer described in Patent Document 1 does not exhibit any antibacterial performance at all. Furthermore, eyeglass lenses having a hard coat layer, an anti-reflection layer (AR layer), and an anti-fogging layer containing a surfactant and an antibacterial agent formed on the surface of a lens substrate exhibited poor anti-fogging durability and only slight antibacterial activity, failing to provide sufficient antibacterial activity. An object of one embodiment of the present disclosure is to provide a spectacle lens that has excellent antifogging and antibacterial properties. [Means for solving the problem]

[0005] The embodiments of the present disclosure relate to the following [1] to

[13] . [1] A spectacle lens having a substrate and an anti-fogging layer, wherein the thickness of the anti-fogging layer is 5 to 50 μm, and the anti-fogging layer contains a resin and an antibacterial agent. [2] The eyeglass lens according to [1] above, wherein the anti-fogging layer is a layer formed from a coating composition containing a resin and an antibacterial agent. [3] The eyeglass lens according to [1] or [2] above, wherein the resin constituting the anti-fogging layer includes a (meth)acrylic resin.

[0006] [4] The spectacle lens according to any one of the above [1] to [3], wherein the anti-fogging layer is a cured product of a coating composition containing the following components (A) to (D): Component (A): A (meth)acrylic resin (A) having a structural unit derived from a monomer (a-1) represented by the following general formula (1), a structural unit derived from a monomer (a-2) represented by the following general formula (2), a structural unit derived from a hydroxyalkyl (meth)acrylate (a-3), and a structural unit derived from a monomer (a-4) represented by the following general formula (3): Component (B): Polyol compound (B) Component (C): Polyfunctional isocyanate compound (C) Ingredient (D): Antibacterial agent (D)

[0007] [ka] [In general formula (1), R 1 is a hydrogen atom or a methyl group, and R 2 and R 3 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R 2 and R 3 may be the same or different.]

[0008] [ka] [In general formula (2), R 4 is a hydrogen atom or a methyl group, and n is an integer of 1 to 5.

[0009] [ka] [In general formula (3), R 5 is a hydrogen atom or a methyl group, and R 6 is a divalent organic group, and n is an integer of 0 or 1 or more.

[0010] [5] The spectacle lens according to any one of the above [1] to [4], wherein the antibacterial agent is a cationic organic compound. [6] The eyeglass lens according to [5] above, wherein the antibacterial agent is a quaternary ammonium salt. [7] The spectacle lens according to any one of the above [1] to [6], wherein the content of the antibacterial agent in the antifogging layer is less than 22.73% by mass. [8] The spectacle lens according to any one of the above [1] to [7], wherein the substrate and the anti-fogging layer are directly laminated together. [9] The eyeglass lens according to any one of the above [1] to [7], wherein the substrate, a primer layer provided on the substrate, and the anti-fogging layer provided on the primer layer are laminated.

[10] The spectacle lens according to any one of the above [1] to [9], wherein the antifogging layer is the outermost layer.

[0011]

[11] A method for manufacturing a spectacle lens according to any one of [1] to

[10] above, comprising a curing step of curing a coating composition containing a curable resin and an antibacterial agent on a substrate.

[12] The method for producing a spectacle lens according to

[11] above, wherein the coating composition contains the following components (A) to (D): Component (A): A (meth)acrylic resin (A) having a structural unit derived from a monomer (a-1) represented by the following general formula (1), a structural unit derived from a monomer (a-2) represented by the following general formula (2), a structural unit derived from a hydroxyalkyl (meth)acrylate (a-3), and a structural unit derived from a monomer (a-4) represented by the following general formula (3): Component (B): Polyol compound (B) Component (C): Polyfunctional isocyanate compound (C) Ingredient (D): Antibacterial agent (D)

[0012] [ka] [In general formula (1), R 1 is a hydrogen atom or a methyl group, and R 2 and R 3 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R 2 and R 3 may be the same or different.]

[0013] [ka] [In general formula (2), R 4 is a hydrogen atom or a methyl group, and n is an integer of 1 to 5.

[0014] [ka] [In general formula (3), R 5is a hydrogen atom or a methyl group, and R 6 is a divalent organic group, and n is an integer of 0 or 1 or more.

[13] The method for manufacturing a spectacle lens according to

[11] or

[12] above, wherein the content of the antibacterial agent in the total amount of the coating composition (100% by mass) is less than 5% by mass. [Effects of the Invention]

[0015] According to one embodiment of the present disclosure, it is possible to provide an eyeglass lens that has antifogging properties and excellent antibacterial properties. DETAILED DESCRIPTION OF THE INVENTION

[0016] Hereinafter, embodiments and examples of the present disclosure will be described. Identical or corresponding parts will be designated by the same reference numerals, and their description may not be repeated. In the embodiments and examples described below, when numbers, amounts, etc. are mentioned, the scope of the present disclosure is not necessarily limited to those numbers, amounts, etc., unless otherwise specified. In the following embodiments, each component is not necessarily essential to the embodiments and examples of the present disclosure, unless otherwise specified.

[0017] In the present specification, when a group (atomic group) is represented without specifying whether it is substituted or unsubstituted, it includes both unsubstituted and substituted groups. For example, the term "alkyl group" includes both an alkyl group without a substituent (an unsubstituted alkyl group) and an alkyl group with a substituent (a substituted alkyl group). In this specification, the term "(meth)acrylic" refers to a concept that encompasses both acrylic and methacrylic. The same applies to similar terms such as "(meth)acrylate." In this specification, a structural unit derived from monomer (a-1) may be referred to as "structural unit (a-1)," a structural unit derived from monomer (a-2) may be referred to as "structural unit (a-2)," a structural unit derived from monomer (a-3) may be referred to as "structural unit (a-3)," and a structural unit derived from monomer (a-4) may be referred to as "structural unit (a-4)."

[0018] The "solid content" of the coating composition means the amount of components other than the solvent. The "number of carbon atoms" of a group having a substituent refers to the number of carbon atoms excluding the substituent.

[0019] [Eyeglass lenses] A spectacle lens according to an embodiment of the present disclosure is a spectacle lens having a substrate and an anti-fogging layer, the anti-fogging layer having a thickness of 5 to 50 μm and containing a resin and an antibacterial agent. The eyeglass lenses according to the embodiments of the present disclosure have excellent antibacterial properties because the antifogging layer contains an antibacterial agent.

[0020] <Base material> The substrate can be made of resins made from various types of raw materials. Examples of resins that form the substrate include polycarbonate resins, urethane urea resins, (thio)urethane resins, polysulfide resins, polyamide resins, polyester resins, and acrylic allyl resins. The (thio)urethane resin refers to at least one selected from thiourethane resins and urethane resins. Among these, (thio)urethane resins and polysulfide resins are preferred.

[0021] The substrate used in the spectacle lens of this embodiment preferably has a refractive index of 1.50 or more, and is more preferably a plastic substrate with a refractive index of 1.60 or more. Preferred commercially available plastic substrates include an allyl polycarbonate plastic lens "HILUX1.50" (manufactured by HOYA Corporation, refractive index 1.50), a thiourethane plastic lens "MERIA" (manufactured by HOYA Corporation, refractive index 1.60), a thiourethane plastic lens "EYAS" (manufactured by HOYA Corporation, refractive index 1.60), a thiourethane plastic lens "EYNOA" (manufactured by HOYA Corporation, refractive index 1.67), a polysulfide plastic lens "EYRY" (manufactured by HOYA Corporation, refractive index 1.70), and a polysulfide plastic lens "EYVIA" (manufactured by HOYA Corporation, refractive index 1.74).

[0022] The thickness and diameter of the substrate are not particularly limited, but the thickness is usually about 0.5 to 30 mm, for example, about 1 to 30 mm, and the diameter is usually about 50 to 100 mm. The substrate may be either a finished lens or a semi-finished lens. The surface shape of the substrate is not particularly limited, and may be flat, convex, concave, or the like. The spectacle lens of the present disclosure may be any of a single-vision lens, a multifocal lens, a progressive-power lens, etc. In the case of a progressive-power lens, the near-vision area (near vision area) and the progressive-power area (intermediate area) are usually included in the lower area, and the distance-vision area (distance vision area) is included in the upper area.

[0023] <Anti-fogging layer> In the eyeglass lens of the present disclosure, the anti-fogging layer contains a resin and an antibacterial agent. Because the anti-fogging layer contains the antibacterial agent in this manner, the anti-fogging layer has excellent antibacterial properties. Here, it is preferable that the anti-fogging layer has excellent antiviral properties in addition to antibacterial properties. Note that, since the size (diameter) of viruses is smaller than the size (diameter) of bacteria, antiviral properties are generally less readily exhibited than antibacterial properties. From the viewpoint of obtaining a spectacle lens with excellent anti-fogging properties, the anti-fogging layer preferably has water absorption. Here, water absorption refers to the property of a material to absorb moisture. Whether a spectacle lens with an anti-fogging layer has water absorption or not can also be determined by whether the time required for the lens to start fogging after being exposed to a humid atmosphere is longer than that of a spectacle lens without an anti-fogging layer. From the viewpoint of fully exhibiting anti-fogging properties, the anti-fogging layer is preferably provided as the outermost layer of the spectacle lens. The anti-fogging layer may be provided on only one of the main surfaces or on both surfaces. In one aspect of this embodiment, from the viewpoint of anti-fogging durability, it is preferable that the anti-fogging layer is provided directly on the substrate. That is, from the viewpoint of anti-fogging durability, it is preferable that the spectacle lens according to this embodiment has an anti-fogging layer directly on the substrate. The spectacle lens according to this embodiment does not need to have an anti-fogging layer directly on the substrate, and may have an anti-fogging layer on a functional layer such as a primer layer provided on the substrate, for example.

[0024] The thickness (film thickness) of the anti-fogging layer is 5 to 50 μm, and from the viewpoint of ease of production, it is preferably 6 to 15 μm, and more preferably 7 to 11 μm.

[0025] The thickness (film thickness) of the anti-fogging layer is 5 μm or more, preferably 6 μm or more, and more preferably 7 μm or more from the viewpoint of improving anti-fogging properties, and is 50 μm or less, more preferably 15 μm or less, and even more preferably 11 μm or less from the viewpoint of ease of production.

[0026] The anti-fogging layer preferably has water-repellent properties, which further improves the anti-fogging properties. The resin constituting the anti-fogging layer preferably contains a (meth)acrylic resin, which further improves the anti-fogging properties.

[0027] The antibacterial agent is not particularly limited as long as it has antibacterial properties, but is preferably at least one of a cationic organic compound and a metal nanocolloid, and more preferably a cationic organic compound. The cationic organic compound is preferably a quaternary ammonium salt, and the metal constituting the metal nanocolloid is preferably silver, copper, or zinc. Details of the antibacterial agent will be described later. The content of the antibacterial agent in the anti-fogging layer is not particularly limited, but is preferably less than 22.73 mass %, more preferably 0.23 to 11.37 mass %, and even more preferably 2.27 to 11.37 mass %. From the viewpoint of achieving both anti-fogging properties and antibacterial properties, the resin content in the anti-fogging layer is preferably 77.27% by mass or more, more preferably 88.63 to 99.77% by mass, and even more preferably 88.63 to 97.73% by mass. From the same viewpoint, the (meth)acrylic resin content in the anti-fogging layer is preferably 77.27% by mass or more, more preferably 88.63 to 99.77% by mass, and even more preferably 88.63 to 97.73% by mass.

[0028] The anti-fogging layer may further contain metal oxide particles, provided that the effects of the present disclosure are not impaired. The metal oxide particles have the effect of improving the scratch resistance of the anti-fogging layer. Examples of metal oxide particles include silica, alumina, zirconia, titania, zinc oxide, strontium titanate, iron oxide, tungsten oxide, iron titanate, bismuth oxide, zinc oxide, silver oxide, copper oxide, cobalt oxide, and nickel oxide, with silica being preferred. The average primary particle size of the metal oxide particles is preferably 5 to 300 nm. When the anti-fogging layer further contains metal oxide particles, the content thereof is preferably 5 to 50 mass %, more preferably 10 to 40 mass %, and even more preferably 15 to 35 mass %.

[0029] <<Coating composition>> The anti-fogging layer is preferably a layer formed from a coating composition containing a resin and an antibacterial agent, and in such a layer, the antibacterial agent is well dispersed within the anti-fogging layer, and the anti-fogging layer appropriately retains the antibacterial agent, thereby improving the antibacterial properties.

[0030] The anti-fogging layer is preferably a cured film of a coating composition containing a (meth)acrylic resin having a structural unit derived from a siloxane compound and a structural unit derived from acrylamide, and an antibacterial agent. The anti-fogging layer has excellent antibacterial properties because it contains an antibacterial agent that is well dispersed and appropriately retained within the anti-fogging layer and can exhibit good antibacterial performance. The anti-fogging layer contains siloxane bonds derived from a siloxane compound, which improves the slipperiness of the anti-fogging layer, thereby improving the abrasion resistance of the anti-fogging layer.The anti-fogging layer contains amide groups derived from acrylamide, which increases the hydrophilicity of the anti-fogging layer, thereby improving the water absorption performance and, as a result, improving the anti-fogging properties.

[0031] The anti-fogging layer preferably comprises a cured film of a coating composition containing the following components (A) to (D): Component (A): A (meth)acrylic resin (A) having a structural unit derived from a monomer (a-1) represented by the following general formula (1), a structural unit derived from a monomer (a-2) represented by the following general formula (2), a structural unit derived from a hydroxyalkyl (meth)acrylate (a-3), and a structural unit derived from a monomer (a-4) represented by the following general formula (3): Component (B): Polyol compound (B) Component (C): Polyfunctional isocyanate compound (C) Ingredient (D): Antibacterial agent (D)

[0032] [ka] [In general formula (1), R 1 is a hydrogen atom or a methyl group, and R 2 and R 3 are each independently a hydrogen atom or a linear or branched alkyl group having 1 to 3 carbon atoms.

[0033] [ka] [In general formula (2), R 4 is a hydrogen atom or a methyl group, and n is an integer of 1 to 5.

[0034] [ka] [In general formula (3), R 5 is a hydrogen atom or a methyl group, and R6 is a divalent organic group, and n is an integer of 0 or 1 or more.

[0035] The structural unit (a-1) contained in component (A) (also referred to as a (meth)acrylic resin) has an amide group, which is highly hydrophilic and easily holds moisture. Therefore, it is believed that moisture adhering to the surface of the anti-fog layer obtained by curing the coating composition is easily absorbed into the cured interior. Furthermore, it is believed that the incorporation of polyol compound (B) allows the formation of gaps that allow sufficient moisture absorption while maintaining the crosslinking density required for an anti-fog layer. These reasons are believed to impart anti-fog properties.

[0036] Furthermore, the structural unit (a-2) contained in component (A) is a structural unit with a polycaprolactone structure, and its flexible chemical skeleton contributes to improving the flexibility and elasticity of the anti-fogging layer. Additionally, the inclusion of structural unit (a-3), which is more rigid than structural unit (a-2), ensures a balance between flexibility and elasticity. Meanwhile, the polydimethylsiloxane chain of structural unit (a-4) contributes to improving the slipperiness of the anti-fogging layer. Therefore, when an external force is applied to the anti-fogging layer, the flexibility and elasticity of the anti-fogging layer absorb the external force, while the slipperiness allows the external force to escape outside the anti-fogging layer. These two effects synergistically manifest, resulting in the anti-fogging layer being more scratch-resistant.

[0037] In the coating composition, the proportion of structural units derived from monomer (a-1) is from 20% to 65% by mass, the proportion of structural units derived from monomer (a-2) is from 10% to 40% by mass, and the proportion of structural units derived from monomer (a-4) is from 1% to 10% by mass, relative to 100% by mass of all structural units constituting component (A). It is preferred that the ratio (NCO) / (OH) of the number of isocyanate groups (NCO) contained in component (C) to the total amount (OH) obtained by adding the number of hydroxyl groups contained in component (A) and the number of hydroxyl groups contained in component (B) is from 0.15 to 0.55. It is believed that by formulating the coating composition in this way, the hardness of the anti-fog layer can be increased to a degree that improves friction resistance, while maintaining a balance (quantitative ratio) between the hydroxyl-containing structural unit (a-2) and the structural unit (a-3) in component (A) and setting the equivalent ratio (NCO / OH) in a specific range less than 1. In addition, it is believed that the crosslink density of the anti-fog layer is increased, and the solvent resistance of the anti-fog layer is improved, while maintaining a structural balance between the hydroxyl-containing structural unit (a-2) and the structural unit (a-3) in component (A) and setting the equivalent ratio (NCO / OH) in a specific range less than 1.

[0038] The components contained in the coating composition of this embodiment will be described below. (Component (A): (meth)acrylic resin) The coating composition of the present embodiment preferably contains a (meth)acrylic resin as component (A), that is, a (meth)acrylic resin having a structural unit derived from a monomer (a-1) represented by the following general formula (1), a structural unit derived from a monomer (a-2) represented by the following general formula (2), a structural unit derived from a hydroxyalkyl (meth)acrylate (a-3), and a structural unit derived from a monomer (a-4) represented by the following general formula (3):

[0039] As mentioned above, it is believed that the structural unit (a-1) is primarily involved in absorbing water (moisture). The (meth)acrylic resin can typically be obtained by polymerizing the monomers (a-1), (a-2), (a-3), and (a-4). The polymerization method will be described in detail later.

[0040] In this embodiment, it is not necessary that 100% of the structural units constituting the (meth)acrylic resin are structural units derived from (meth)acrylic monomers, i.e., the (meth)acrylic resin may contain some (but not all) structural units derived from monomers that are not (meth)acrylic. To fully obtain the effects derived from the (meth)acrylic structure, it is preferable that 50% by mass or more of all the structural units of the (meth)acrylic resin are structural units derived from (meth)acrylic monomers. More preferably, 80% by mass or more of all the structural units of the (meth)acrylic resin are structural units derived from (meth)acrylic monomers. Even more preferably, all (100%) of the structural units of the (meth)acrylic resin are structural units derived from (meth)acrylic monomers.

[0041] The monomer (a-1) is not particularly limited as long as it has the structure of the above-mentioned general formula (1). Specific examples include (meth)acrylamide, N-methylacrylamide, N,N-dimethyl(meth)acrylamide, N-ethyl(meth)acrylamide, N,N-diethyl(meth)acrylamide, Nn-propyl(meth)acrylamide, and N-isopropyl(meth)acrylamide.

[0042] The monomer (a-1) may be at least one kind, or may be a combination of two or more kinds. For example, the (meth)acrylic resin may be obtained by carrying out a polymerization reaction using two or more kinds of the above-mentioned monomers.

[0043] From the viewpoint of improving anti-fogging performance, it is particularly preferable that the monomer (a-1) contains N,N-dimethyl(meth)acrylamide or N,N-diethyl(meth)acrylamide.

[0044] In this embodiment, the (meth)acrylic resin preferably contains 20 to 65 mass% of structural units derived from monomer (a-1) relative to all structural units of the component, more preferably 22 to 60 mass%, and even more preferably 25 to 55 mass%. When the structural units derived from monomer (a-1) are 20 mass% or more, it becomes easier to form an anti-fogging layer that exhibits anti-fogging performance suitable for practical use, while when they are 65 mass% or less, it is possible to avoid a relative decrease in the proportion of structural units derived from other monomers, making it easier to maintain a balance in the composition as a whole.

[0045] The monomer (a-2) is not particularly limited as long as it has the structure of the above-mentioned general formula (2). In this embodiment, the (meth)acrylic resin contains structural units derived from the monomer (a-2) in an amount of preferably 10 to 40 mass %, more preferably 20 to 38 mass %, and even more preferably 25 to 35 mass %, based on the total structural units of the resin.

[0046] When the content of the structural units derived from the monomer (a-2) is 10% by mass or more, the flexibility of the anti-fogging layer is easily ensured, and when it is 40% by mass or less, the elasticity of the anti-fogging layer is easily ensured. The (meth)acrylic resin may contain multiple types of repeating units derived from the monomer (a-2).

[0047] Monomer (a-3) is a hydroxyalkyl(meth)acrylate. Specific examples thereof include hydroxyethyl(meth)acrylate, hydroxypropyl(meth)acrylate, and hydroxybutyl(meth)acrylate. In this embodiment, hydroxyethyl(meth)acrylate is preferred. In this embodiment, the content of the structural units derived from the monomer (a-3) in the (meth)acrylic resin is preferably 1 to 30 mass %, more preferably 2 to 20 mass %, and even more preferably 3 to 15 mass %, based on the total structural units of the (meth)acrylic resin.

[0048] The monomer (a-3) has a hydroxyl group similar to the monomer (a-2), and undergoes a crosslinking reaction with a polyfunctional isocyanate compound described below to form an anti-fogging layer. In this embodiment, instead of forming an anti-fogging layer by crosslinking only with the monomer (a-2), a crosslinking reaction is caused to occur between the monomer (a-2) and a polyfunctional isocyanate compound together with the monomer (a-3), thereby forming an anti-fogging layer having various physical properties.

[0049] As described above, the (meth)acrylic resin contains structural units derived from the monomers (a-2) and (a-3), and therefore has hydroxyl groups as a whole, i.e., is a resin having a hydroxyl value. Therefore, it can react with a polyfunctional isocyanate compound described below together with a polyol compound described below to form a crosslinked structure.

[0050] The hydroxyl value of the (meth)acrylic resin is preferably from 40 to 150 mgKOH / g, more preferably from 50 to 140 mgKOH / g, and even more preferably from 55 to 130 mgKOH / g. By setting the value within this range, the anti-fog layer reacts with the polyol compound (described below) and the polyfunctional isocyanate compound (described below), making it easier to appropriately control the crosslinking structure. This makes it possible to harden the anti-fog layer while maintaining its flexibility and elasticity, and to increase the content of the antibacterial agent in the anti-fog layer. This makes it easier to achieve a high level of abrasion resistance, reduced friction resistance, solvent resistance, and antibacterial properties in the anti-fog layer. The hydroxyl value means the number of milligrams of potassium hydroxide required to neutralize the acetic acid bonded to the hydroxyl group when 1 g of a sample is acetylated.

[0051] The monomer (a-4) is not particularly limited as long as it has the structure of the above-mentioned general formula (3).

[0052] The (meth)acrylic resin may contain multiple repeating units derived from the monomer (a-4). For example, the (meth)acrylic resin may be obtained by carrying out a polymerization reaction using two or more of the above-mentioned monomers. In this embodiment, the content of the structural units derived from the monomer (a-4) in the (meth)acrylic resin is preferably 1 to 10 mass %, more preferably 2 to 8 mass %, and even more preferably 3 to 7 mass %, based on the total structural units of the component (A).

[0053] When the content of the structural unit derived from the monomer (a-4) is 1% by mass or more, an anti-fogging layer having satisfactory scratch resistance is easily obtained, and when it is 10% by mass or less, a homogeneous (meth)acrylic resin is easily synthesized.

[0054] The (meth)acrylic resin may or may not contain any structural unit (structural unit (a-5)) other than the structural unit (a-1), the structural unit (a-2), the structural unit (a-3), and the structural unit (a-4). Examples of the structural unit (a-5) include structural units derived from the monomers shown below. By including such structural units in the (meth)acrylic resin, it is possible to adjust and optimize the glass transition temperature of the (meth)acrylic resin and the physical properties of the anti-fog layer (such as the hardness and softness of the anti-fog layer).

[0055] Examples of the structural unit (a-5) include structural units derived from monomers of the general formula CH═CR-COO-R′, where R is a hydrogen atom or a methyl group, and R′ is an alkyl group, a monocyclic or polycyclic cycloalkyl group, an aryl group, or an aralkyl group. Specific examples of this monomer include methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, tert-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, isodecyl (meth)acrylate, n-lauryl (meth)acrylate, n-stearyl (meth)acrylate, phenyl (meth)acrylate, and benzyl (meth)acrylate. Among these, those in which R' is an alkyl group having 1 to 8 carbon atoms are preferred, those in which R' is an alkyl group having 1 to 6 carbon atoms are more preferred, and those in which R' is an alkyl group having 1 to 4 carbon atoms are even more preferred.

[0056] The (meth)acrylic resin may contain multiple repeating units corresponding to the structural unit (a-5). For example, the (meth)acrylic resin may be obtained by carrying out a polymerization reaction using two or more of the monomers listed above as specific examples. When the (meth)acrylic resin contains the structural unit (a-5), the content thereof is preferably 1 to 40 mass %, more preferably 10 to 35 mass %, and even more preferably 20 to 30 mass %, based on all structural units of the (meth)acrylic resin.

[0057] The weight-average molecular weight (Mw) of the (meth)acrylic resin is not particularly limited, but is preferably 10,000 to 100,000, more preferably 20,000 to 70,000, and even more preferably 30,000 to 60,000. If the weight-average molecular weight is 10,000 or more, the desired anti-fogging performance is likely to be obtained, and if it is 100,000 or less, the resin tends to have excellent coatability when applied to a substrate such as an eyeglass lens. The weight average molecular weight can be determined by gel permeation chromatography (GPC) using, for example, standard polystyrene to prepare a calibration curve and then determine the weight average molecular weight in terms of polystyrene.

[0058] The glass transition temperature of the (meth)acrylic resin is not particularly limited, but is preferably 20 to 120°C, more preferably 25 to 110°C, and even more preferably 30 to 100°C. The glass transition temperature of a (meth)acrylic resin can be determined by various methods, but for example, it can be determined based on the following Fox equation. 1 / Tg=(W1 / Tg1)+(W2 / Tg2)+(W3 / Tg3)+····+(W n / Tg n ) [Wherein, Tg is the glass transition temperature (K) of the (meth)acrylic resin, W1, W2, W3...W n are the mass fractions of the respective monomers, Tg1, Tg2, Tg3, Tg n indicates the glass transition temperature (K) of a homopolymer composed of monomers corresponding to the mass fraction of each monomer.]

[0059] In this specification, the glass transition temperature of the (meth)acrylic resin (not the glass transition temperature of the anti-fogging layer, but the glass transition temperature of the (meth)acrylic resin alone) means the glass transition temperature calculated based on the above formula. Note that for monomers whose glass transition temperatures are unknown, such as special monomers and polyfunctional monomers, the glass transition temperature is calculated using only monomers whose glass transition temperatures are known.

[0060] The (meth)acrylic resin can typically be obtained by a polymerization reaction. The polymerization reaction may be carried out by any of various methods, such as radical polymerization, cationic polymerization, and anionic polymerization, with radical polymerization being preferred. The polymerization may be carried out by any of solution polymerization, suspension polymerization, and emulsion polymerization. Of these, solution polymerization is preferred from the viewpoint of precise control of the polymerization.

[0061] Known polymerization initiators for radical polymerization can be used. Examples include azo initiators such as 1,1'-azobis(cyclohexane-1-carbonitrile), azobisisobutyronitrile, 2,2-azobis(2-methylbutyronitrile), 2,2-azobis(2-methylpropionitrile), and 2,2-azobis(2,4-dimethylvaleronitrile); peroxide initiators such as benzoyl peroxide, t-butyl peroxyoctanoate, diisobutyl peroxide, di(2-ethylhexyl) peroxypivalate, decanoyl peroxide, t-butyl peroxy-2-ethylhexanoate, and t-butyl peroxybenzoate; and redox initiators combining an oxidizing agent and a reducing agent, such as hydrogen peroxide and an iron(II) salt, or a persulfate and sodium hydrogen sulfite. These initiators may be used alone or in combination. The amount of the polymerization initiator to be added is not particularly limited, but is preferably 0.001 to 10 parts by mass when the total mixed solution of the monomers to be polymerized is 100 parts by mass.

[0062] In addition, during the polymerization reaction, known chain transfer agents, polymerization inhibitors, molecular weight modifiers, etc. may be used as appropriate. Furthermore, the polymerization reaction may be carried out in one stage or in two or more stages. The temperature of the polymerization reaction is not particularly limited, but is typically within the range of 50°C to 200°C, preferably 80°C to 150°C.

[0063] (Component (B): Polyol compound) The coating composition of this embodiment preferably contains a polyol compound. By containing the polyol compound, it reacts with the (meth)acrylic resin and the polyfunctional isocyanate compound described below, making it possible to form an anti-fogging layer with better anti-fogging durability. The number of hydroxyl groups contained in one molecule of the polyol compound is 2 or more, preferably 2 to 6, and more preferably 2 to 4.

[0064] The polyol compound preferably contains at least one polyol compound selected from the group consisting of polycaprolactone polyol, polycarbonate polyol, and polyether polyol. These compounds have a chemical structure that is moderately flexible and elastic. This can further enhance the flexibility and elasticity of the anti-fogging layer.

[0065] The polycaprolactone polyol can be used without any particular limitation as long as it is a compound having a caprolactone ring-open structure and two or more hydroxyl groups in one molecule.

[0066] Any polycarbonate polyol can be used without particular limitations as long as it is a compound having a carbonate group represented by -O-(C=O)-O- and two or more hydroxyl groups in one molecule. Polycarbonate polyol can be obtained by reacting one or more polyol raw materials (polyhydric alcohols) with a carbonate ester or phosgene. The polyol raw material is not particularly limited, and examples thereof include aliphatic polyols, polyols having an alicyclic structure, aromatic polyols, etc. In the present embodiment, from the viewpoint of flexibility of the anti-fogging layer, aliphatic polyols not having an alicyclic structure are preferred. Examples of carbonate esters include aliphatic carbonate esters such as dimethyl carbonate and diethyl carbonate, aromatic carbonate esters such as diphenyl carbonate, and cyclic carbonate esters such as ethylene carbonate. Among these, aliphatic carbonate esters are preferred in terms of availability and ease of production, and dimethyl carbonate is particularly preferred.

[0067] The polyether polyol can be used without any particular limitation as long as it is a compound having an ether bond (—O—) and two or more hydroxyl groups in one molecule. Specific compounds include, for example, ethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, 1,8-octanediol, 1,9-nonanediol, 3-methyl-1,5-pentanediol, 3,3-dimethylolheptane, diethylene glycol, dipropylene glycol, neopentyl glycol, cyclohexane-1,4-diol, cyclohexane-1,4-dimethanol, dimer acid diol, bisphenol A, bis(β-hydroxyethyl)benzene, xylylene glycol, glycerin, trimethylolpropane, and pentaerythritol. Examples of suitable polyether polyols include polyether polyols obtained by addition polymerization of alkylene oxides such as ethylene oxide, propylene oxide, and butylene oxide using as an initiator a compound having two or more, preferably two to three, active hydrogen groups, such as low molecular weight polyols such as ethylene diamine, propylene diamine, toluene diamine, metaphenylenediamine, diphenylmethane diamine, and xylylene diamine; and polyether polyols obtained by ring-opening polymerization of cyclic ether monomers such as alkyl glycidyl ethers, aryl glycidyl ethers, and tetrahydrofuran.

[0068] In the present embodiment, the polyol compound may be a compound that corresponds to two or more of polycaprolactone polyol, polycarbonate polyol, and polyether polyol. For example, the polyol compound may be a polyether polyester polyol having an ether bond and an ester bond. The polyol compound may contain two or more of polycaprolactone polyol, polycarbonate polyol, and polyether polyol.

[0069] The hydroxyl value of the polyol compound is preferably 50 to 500 mgKOH / g, more preferably 100 to 350 mgKOH / g, and even more preferably 150 to 250 mgKOH / g. By selecting an appropriate amount of hydroxyl groups, the crosslinked structure formed by the reaction with the polyfunctional isocyanate compound described below is controlled, making it easier to further improve the flexibility, elasticity, etc. of the anti-fog layer and allowing the content of the antibacterial agent in the anti-fog layer to be increased.

[0070] In the present embodiment, the weight-average molecular weight (Mw) of the polyol compound is preferably 450 to 2,500, more preferably 500 to 1,500, and even more preferably 500 to 700. By selecting an appropriate molecular weight, it becomes easier to achieve a high level of both suppression of changes in the appearance of the anti-fog layer due to improved flexibility and elasticity, and durability of the anti-fog layer.

[0071] The content of the polyol compound in the coating composition is preferably 5 to 200 parts by mass, more preferably 15 to 180 parts by mass, even more preferably 20 to 150 parts by mass, still more preferably 20 to 100 parts by mass, even more preferably 20 to 50 parts by mass, and even more preferably 20 to 40 parts by mass, relative to 100 parts by mass of the (meth)acrylic resin. By setting the content within this range, it becomes easier to obtain the performance derived from the polyol compound and to achieve a good balance with other components.

[0072] In the present embodiment, the polyol compound preferably includes a polycaprolactone polyol from among the polycaprolactone polyols, polycarbonate polyols, and polyether polyols described above, and among the polycaprolactone polyols, it is particularly preferable to include a polycaprolactone diol (a compound having a caprolactone structure and two hydroxyl groups). This is because the (meth)acrylic resin, which is component (A), has the structure of the above-mentioned general formula (2), i.e., a caprolactone structure, and therefore tends to have good compatibility with the resin as a polyol compound, and also tends to improve anti-fogging performance and antibacterial performance without excessively increasing the crosslink density.

[0073] (Component (C): Polyfunctional isocyanate compound) The coating composition of this embodiment preferably contains a polyfunctional isocyanate compound as component (C). When the coating composition contains the polyfunctional isocyanate compound, a crosslinking reaction occurs between the hydroxyl groups of the structural units (a-2) and (a-3) contained in the (meth)acrylic resin (component (A)) and the hydroxyl groups of the polyol compound (component (B)) and the polyfunctional isocyanate compound, resulting in an anti-fogging layer with excellent anti-fogging durability. The polyfunctional isocyanate compound is a compound having two or more isocyanate groups (including isocyanate groups protected with leaving groups) in one molecule. The number of functional groups in the polyfunctional isocyanate compound is preferably 2 to 6, more preferably 2 to 4 per molecule.

[0074] Examples of polyfunctional isocyanate compounds include aliphatic diisocyanates such as lysine isocyanate, hexamethylene diisocyanate, and trimethylhexane diisocyanate; alicyclic diisocyanates such as hydrogenated xylylene diisocyanate, isophorone diisocyanate, methylcyclohexane-2,4-(or 2,6)-diisocyanate, 4,4'-methylenebis(cyclohexyl isocyanate), and 1,3-(isocyanatomethyl)cyclohexane; and tri- or higher functional isocyanates such as lysine triisocyanate.

[0075] The polyfunctional isocyanate compound of component (C) may be any of the above-mentioned compounds, as well as their polymers such as biuret, isocyanurate, and adduct types. Among these, biuret polyfunctional isocyanate compounds having appropriate rigidity are preferred.

[0076] In this embodiment, the content of the polyfunctional isocyanate compound in the coating composition is not particularly limited as long as it is blended in accordance with the equivalent ratio (NCO) / (OH) described below, but is usually 5 to 100 parts by mass, preferably 7 to 75 parts by mass, more preferably 10 to 60 parts by mass, even more preferably 10 to 50 parts by mass, still more preferably 15 to 40 parts by mass, and even more preferably 20 to 30 parts by mass, per 100 parts by mass of the (meth)acrylic resin. By setting the content within this numerical range, it is believed that necessary and sufficient crosslinking will be achieved within the anti-fogging layer.

[0077] The molar amount of isocyanate groups (including blocked isocyanate groups) contained in the polyfunctional isocyanate compound relative to the hydroxyl groups contained in the (meth)acrylic resin and polyol compound (i.e., the equivalent ratio (NCO) / (OH)) is preferably in the range of 0.15 to 0.55. When the equivalent ratio (NCO) / (OH) is within this range, the crosslinking density becomes sufficiently high, and as a result, the anti-fog layer has sufficient functions such as anti-fog properties, solvent resistance, and antibacterial properties. From this viewpoint, the equivalent ratio (NCO) / (OH) is preferably 0.25 to 0.50, and more preferably 0.35 to 0.45.

[0078] (Component (D): Antibacterial agent) The coating composition of this embodiment preferably contains an antibacterial agent as component (D). The type of antibacterial agent is not particularly limited as long as it has antibacterial properties, and examples include organic antibacterial agents such as aldehydes, carboxylic acids, phenols, organic iodines, benzimidazoles, isothiazolinones, nitriles, pyridines, triazines, N-haloalkylthios, quaternary ammonium salts, pyrithiones, organic coppers, and organic arsenics; and inorganic antibacterial agents such as phosphates, silicates (e.g., zeolites and silica gels), or chelate complexes carrying metal ions such as silver, copper, or zinc, colloids of simple metals, titanium oxide, and metal oxides of calcium or magnesium. These antibacterial agents may be dissolved or dispersed in an organic solvent.

[0079] Considering the safety of the antibacterial agent itself, its antibacterial performance and its durability, its thermal stability when processed into eyeglass lenses, and the balance of the transparency and other general physical properties of the eyeglass lenses, among other factors, cationic organic compounds are preferred among organic antibacterial agents, and metal nanocolloids are preferred among inorganic antibacterial agents, and at least one of these is preferred, with cationic organic compounds being more preferred. The term "transparency" used here is synonymous with the transparency in the "appearance evaluation" in the examples described below, and an evaluation standard of 3 or 2 is within the acceptable range. Furthermore, the term "cationic organic compound" as used herein refers to an organic compound that can be ionized to become a cation (positive ion) and can function as an antibacterial agent. Therefore, an anti-fogging layer containing a cationic organic compound as an antibacterial agent can contribute to the antibacterial properties of the eyeglass lenses of the present disclosure. In the anti-fogging layer, the cationic organic compound may be contained partially or entirely in the form of a salt, or partially or entirely in the form of an ionized cation. Furthermore, the inventors have conducted studies and found that eyeglass lenses having an anti-fogging layer containing a cationic organic compound are excellent in light resistance as well as antibacterial properties. Among the above-mentioned organic antibacterial agents, ammonium salts are preferred as the cationic organic compounds, and silver, copper, and zinc are preferred as the metals constituting the metal nanocolloids. These may be used alone or in combination of two or more.

[0080] An ammonium salt is a salt of the ammonium ion. The ammonium ion is called "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 remaining 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 remaining 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 remaining 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 multiple Rs, the multiple Rs are the same or different substituents. From the viewpoint of exhibiting better antibacterial properties, the cationic organic compound is preferably a quaternary ammonium salt.

[0081] Examples of the quaternary ammonium salts include didecyldimethylammonium salt, stearyldimethylbenzylammonium salt, cetylpyridinium salt, octadecyltrimethylammonium salt, hexadecyltrimethylammonium salt, octadecyltriethylammonium salt, dodecyldimethylhydroxyethylammonium salt, tetradecyldimethylhydroxyethylammonium salt, dodecyldimethylhydroxyethylammonium salt, tetradecyldimethylhydroxyethylammonium salt, alkoxysilane-based quaternary ammonium salts such as methoxysilane-based quaternary ammonium salts and ethoxysilane-based quaternary ammonium salts. Examples of the anions constituting the salts include halogen ions, alkyl sulfate ions, and alkyl phosphate ester ions. Among these, alkoxysilane-based quaternary ammonium salts such as methoxysilane-based quaternary ammonium salts and ethoxysilane-based quaternary ammonium salts are preferred, with methoxysilane-based quaternary ammonium salts being more preferred. The alkoxysilane-based quaternary ammonium salt is a quaternary ammonium salt having an alkoxysilyl group. The alkoxysilyl group is represented by "(R 11 A monovalent group represented by "O)3Si-" and having three R 11 each independently represents an alkyl group. The alkoxysilyl group can be, for example, a methoxysilyl group (CH3O)3Si-, an ethoxysilyl group (CH3CHO)3Si-, or the like.

[0082] Methoxysilane-based quaternary ammonium salts contain an ammonium group with a relatively long-chain alkyl group in the molecule, which exhibits antibacterial or antiviral properties. The methoxysilane-based quaternary ammonium salts are well dispersed in the anti-fogging layer and are appropriately retained in the anti-fogging layer, which is thought to enable them to exhibit antibacterial properties for a long period of time. A specific example of the methoxysilane-based quaternary ammonium salt is a compound represented by the following general formula (4). [(CH3O)3Si-(CH2)3](R 7 )(R 8 )(R 9 )N + X - (4) (In general formula (4), R 7 represents an alkyl group having 12 to 24 carbon atoms, and R 8 and R 9 each independently represents an alkyl group having 1 to 6 carbon atoms, and X represents a halogen ion or an organic carbonyloxy ion (organic carboxylate ion).

[0083] Examples of the halogen ion represented by X in general formula (4) include a chlorine ion and a bromine ion, and examples of the organic carbonyloxy ion (organic carboxylate ion) include a methylcarbonyloxy ion (acetate ion), an ethylcarbonyloxy ion (propionate ion), and a phenylcarbonyloxy ion (benzoate ion). R in general formula (4) 7 Examples 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, an uneicosyl group, a doeicosyl group, a trieicosyl group, and a tetraeicosyl group. R in general formula (4) 8 and R 9 Examples of the alkyl group having 1 to 6 carbon atoms represented by each of the above include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a pentyl group, a hexyl group, and a cyclohexyl group.

[0084] Specific examples of the methoxysilane-based quaternary ammonium salt represented by the above general formula (4) include octadecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, dodecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, dodecyldiisopropyl(3-trimethoxysilylpropyl)ammonium chloride, tetradecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, tetradecyldiethyl(3-trimethoxysilylpropyl)ammonium chloride, tetradecyldi-n-propyl(3-trimethoxysilylpropyl)ammonium chloride, pentadecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, ) 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, octadecyldi-n-propyl(3-trimethoxysilylpropyl)ammonium chloride, etc. Among these, octadecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride (formula (5)) is preferred from the viewpoint of exhibiting good antibacterial and antiviral properties.

[0085] [ka] Formula (5)

[0086] Commercially available cationic organic compounds can also be used. Examples include "Niccanon (registered trademark) RB" and "Niccanon (registered trademark) RB-40" (all product names, manufactured by Nicca Chemical Co., Ltd.), "Sanisol (registered trademark) B-50: alkyl (C12-C16) benzyl dimethyl ammonium chloride" and "Sanisol (registered trademark) C: alkyl (C12-C16) benzyl dimethyl ammonium chloride" (all product names, manufactured by Kao Chemical Co., Ltd.). Compounds synthesized by known methods can also be used as cationic organic compounds.

[0087] When both a quaternary ammonium salt and a metal nanocolloid are contained as the antibacterial agent, the mass ratio of the quaternary ammonium salt to the metal nanocolloid (quaternary ammonium salt:metal nanocolloid) is preferably 100:1 to 1:100, more preferably 100:5 to 5:100, and even more preferably 100:10 to 10:100.

[0088] The content of the antibacterial agent in the total amount of the coating composition (100% by mass) is not particularly limited, but is preferably less than 5% by mass, more preferably 0.23 to 4.80% by mass, even more preferably 0.45 to 4.80% by mass, even more preferably 0.90 to 4.80% by mass, even more preferably 2.27 to 4.80% by mass, even more preferably 3.00 to 4.80% by mass, and even more preferably 4.00 to 4.80% by mass.

[0089] (Form of coating composition) The coating composition of the present embodiment may be a one-component type, i.e., a state in which all components other than the solvent are substantially uniformly mixed (dissolved or dispersed) in the solvent. When the polyfunctional isocyanate compound is a blocked isocyanate, the one-component type is preferred. In another embodiment, the coating composition of the present embodiment may be a two-component type, which can improve the storage stability of the coating composition. For example, the coating composition of this embodiment may be composed of (1) Liquid A containing a (meth)acrylic resin and / or a polyol compound but not containing a polyfunctional isocyanate compound, and (2) Liquid B containing a polyfunctional isocyanate compound but not containing a (meth)acrylic resin or a polyol compound, with Liquid A and Liquid B being stored in separate containers and mixed together immediately before use (coating).The antibacterial agent may be added to either Liquid A or Liquid B, or may be in the form of a dispersion as Liquid C, or may be mixed with Liquid A and Liquid B immediately before use (coating). In this case, components (additives, etc.) other than the (meth)acrylic resin, polyol compound, polyfunctional isocyanate compound, and antibacterial agent may be contained in liquid A, liquid B, or may be prepared in other containers. In particular, when the polyfunctional isocyanate compound is not a blocked isocyanate (that is, when the isocyanate group is present in the form of —NCO in the system), the coating composition is preferably a two-component type.

[0090] (solvent) The coating composition of the present embodiment may contain a solvent. By using a solvent, it becomes easier to adjust the viscosity and solid content of the coating composition. Examples of the solvent include aromatic hydrocarbon solvents such as toluene and xylene; alcohol solvents such as methanol, ethanol, isopropanol, n-butanol, t-butanol, isobutanol, and diacetone alcohol; ketone solvents such as acetone, methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone; ester solvents such as ethyl acetate, propyl acetate, butyl acetate, and isobutyl acetate; and glycol ether solvents such as propylene glycol monomethyl acetate, propylene glycol monomethyl ether, and propylene glycol monomethyl ether acetate. Among these, t-butanol, diacetone alcohol, methyl ethyl ketone, methyl isobutyl ketone, ethyl acetate, and propylene glycol monomethyl ether acetate are preferred from the viewpoints of low reactivity with isocyanate, solubility, drying properties, and the like.

[0091] The content of the solvent in the coating composition is preferably 40 to 90% by mass, more preferably 50 to 85% by mass, and even more preferably 55 to 80% by mass, from the viewpoint of controlling the film thickness of the anti-fogging layer.

[0092] From the viewpoint of obtaining a spectacle lens with excellent antifogging and antibacterial properties, the solids content of the coating composition is preferably 10% by mass or more, more preferably 15% by mass or more, and even more preferably 20% by mass or more, and from the viewpoint of obtaining a spectacle lens with excellent antifogging properties, it is preferably 60% by mass or less, more preferably 50% by mass or less, and even more preferably 45% by mass or less. From these viewpoints, the solids content of the coating composition is preferably 10 to 60% by mass, more preferably 15 to 50% by mass, and even more preferably 20 to 45% by mass. From the viewpoint of improving antifogging properties and antibacterial properties, the total content of components (A) to (D) in the solid content of the coating composition is preferably 60% by mass or more, more preferably 80% by mass or more, even more preferably 90% by mass or more, and even more preferably 95% by mass or more, and is preferably 100% by mass or less, for example 100% by mass.

[0093] (Other additives) The coating composition may contain additives such as a curing catalyst, an ultraviolet absorber, a light stabilizer, a surfactant, a leveling agent, and an antifoaming agent, as needed. The content of the additives is, for example, preferably 0.001 to 5 mass %, more preferably 0.01 to 4 mass %, and even more preferably 0.1 to 3 mass %, relative to the total mass of the coating composition. Furthermore, from the viewpoint of improving the scratch resistance and surface smoothness of the resulting eyeglass lens, the lens may contain metal oxide colloidal particles including silica, alumina, zirconia, titania, zinc oxide, strontium titanate, iron oxide, tungsten oxide, iron titanate, bismuth oxide, zinc oxide, silver oxide, copper oxide, cobalt oxide, nickel oxide, and the like.

[0094] The coating composition can be prepared by dissolving or dispersing the above-mentioned components, which are used as needed, in a solvent. The components can be dissolved or dispersed in a solvent simultaneously or sequentially in any order. There are no particular limitations on the specific dissolving or dispersing method, and any known method can be used without any limitations.

[0095] <Other layers> The eyeglass lens may be provided with a functional layer other than the anti-fogging layer. Examples of the functional layer include a hard coat layer, an anti-reflection layer, and a primer layer. The functional layer may be provided on the first principal surface of the lens substrate, on the second principal surface of the lens substrate, or on both the first and second principal surfaces of the lens substrate. Furthermore, the functional layer may be provided on the lens substrate, and then the anti-fogging layer may be provided on the functional layer, or the functional layer may be provided on the lens substrate, and then the anti-fogging layer may be provided on the lens substrate. Examples of the primer in the primer layer include a urethane-based primer, an epoxy-based primer, a polyester-based primer, and a polyurethane-urea-based primer.

[0096] [Method of manufacturing eyeglass lenses] The method for manufacturing a spectacle lens according to this embodiment includes a curing step of curing a coating composition containing a curable resin and an antibacterial agent on a substrate. This manufacturing method makes it possible to easily manufacture the spectacle lens according to this embodiment. The "coating composition on a substrate" may be a "coating composition applied directly to a substrate" or a "coating composition applied to a functional layer provided on a substrate." In one embodiment, first, the above-mentioned components used as needed are dissolved or dispersed in a solvent to prepare a coating composition for coating. Subsequently, an anti-fogging layer is formed (curing step) using the obtained Coating Composition 1. In the curing step, the coating composition is applied onto a substrate or another layer formed on the substrate, and then pre-cured preferably at 70 to 120°C, more preferably 75 to 110°C, and even more preferably 80 to 100°C, for preferably 10 to 60 minutes, more preferably 15 to 50 minutes, and even more preferably 20 to 40 minutes.

[0097] The method for applying the anti-fog layer is not particularly limited, and examples thereof include air spraying, airless spraying, electrostatic coating, roll coating, flow coating, spin coating, dipping, etc. From the viewpoint of productivity, dipping is preferred. When the dipping method is used as the coating method, the film thickness is usually thin in the portion pulled out first from the dipping tank (coating composition tank), and thick in the portion pulled out last from the dipping tank. Therefore, when the coating composition is applied multiple times, it is preferable to rotate the substrate upside down by 180° between each application. This makes it easier to obtain eyeglass lenses with an anti-fogging layer of uniform thickness.

[0098] After the anti-fogging layer is formed, it is preferably dried and cured for 10 to 180 minutes at 20 to 160° C., and preferably for 20 to 150 minutes at 60 to 130° C. The temperature and time for drying and curing may be adjusted as appropriate, taking into consideration the type of solvent and the heat resistance of the lens substrate. Furthermore, if necessary, the above-mentioned functional layer (hard coat layer, primer layer, antireflection layer, etc.) may be provided on the lens substrate, and then an anti-fog layer may be provided on the functional layer, or an anti-fog layer may be provided on the lens substrate, and then a functional layer may be provided on the anti-fog layer.

[0099] In the present disclosure, the examples, contents, and various physical properties of the above-mentioned components may be arbitrarily combined with the items described as examples or preferred ranges in the detailed description of the invention. Furthermore, by adjusting the compositions described in the examples to those described in the detailed description of the invention, the invention can be practiced in the same manner as in the examples over the entire range of the claimed compositions. [Example]

[0100] Next, the present disclosure will be described in more detail with reference to examples, but the present disclosure is not limited to these examples in any way.

[0101] <Measurement evaluation> The coating compositions and spectacle lenses obtained in the following examples and comparative examples were subjected to the following measurement and evaluation. The results of these measurements and evaluations are summarized in Table 1.

[0102] (Hydroxyl value) The hydroxyl values ​​of the resin components ((meth)acrylic resin, polyol compound, mixture of (meth)acrylic resin and polyol compound) constituting the coating composition were measured and calculated in accordance with the method specified in "7.1 Neutralization titration method" of JIS K 0070:1992 "Test methods for acid value, saponification value, ester value, iodine value, hydroxyl value and unsaponifiable matter of chemical products." The acid value used to calculate the hydroxyl value was measured and calculated according to the method specified in "3.1 Neutralization titration method" of the above JIS standard.

[0103] (Number average molecular weight (Mn), weight average molecular weight (Mw), polydispersity (Mw / Mn)) The Mn, Mw, and Mw / Mn of the (meth)acrylic resin, which is a resin component constituting the coating composition, were measured and calculated by gel permeation chromatography (GPC) using the following apparatus and conditions. Equipment used: HLC8220GPC (manufactured by Tosoh Corporation) Columns used: TSKgel SuperHZM-M, TSKgel GMHXL-H, TSKgel G2500HXL, TSKgel G5000HXL (manufactured by Tosoh Corporation) Column temperature: 40℃ Standard material: TSKgel standard polystyrene A1000, A2500, A5000, F1, F2, F4, F10 (manufactured by Tosoh Corporation) Detector: RI (differential refractive index) detector Eluent: tetrahydrofuran ·Flow rate: 1ml / min

[0104] (Dispersibility evaluation) The dispersibility of the antibacterial agent in the resulting coating composition was evaluated by visually observing the turbidity of the coating composition and according to the following evaluation criteria. 4: No muddiness at all 3: A slight decrease in transparency can be seen 2: A clear decrease in transparency is observed, but no aggregation or sedimentation is observed 1: Cloudy, coagulation and sedimentation are observed

[0105] (Measurement of anti-fogging layer thickness) The thickness of the anti-fogging layer of the obtained eyeglass lens was measured using a non-contact film thickness measuring system FF8 manufactured by System Road Co., Ltd.

[0106] (Appearance evaluation) The resulting eyeglass lenses were visually observed under fluorescent light, and the appearance was evaluated according to the following evaluation criteria. 3: Good transparency 2: Slight film cloudiness (decreased transparency) 1: Significant film cloudiness (decreased transparency)

[0107] (Lightfastness evaluation) The YI value of the obtained eyeglass lens was measured, and after 200 hours of irradiation with 0.32 kW using a xenon weather meter XA25 manufactured by Suga Test Instruments Co., Ltd., the YI value was measured again and the difference was obtained as ΔYI (change), and the light resistance of the anti-fog layer was evaluated according to the following evaluation criteria. 4: ΔYI value is 0.5 or less 3: ΔYI value is greater than 0.5 and less than 1 2: ΔYI value is greater than 1 and less than 2 1: ΔYI value is greater than 2

[0108] (Scratch resistance evaluation) The surface of the anti-fogging layer of the obtained eyeglass lens was rubbed back and forth 20 times with steel wool #0000 (manufactured by Japan Steel Wool Co., Ltd.) at a load of 500 g, and the scratch resistance of the anti-fogging layer was evaluated visually according to the following evaluation criteria. 5: Virtually scratch-resistant 4: 1 to 10 scratches 3: 11 to 30 scratches 2: The surface becomes cloudy 1: The anti-fog layer peels off

[0109] (Antibacterial evaluation) In accordance with JIS Z 2801:2012, antibacterial tests were carried out on the eyeglass lenses of each of the examples and comparative examples as follows. A 50mm x 50mm test piece (cut out from each eyeglass lens) was placed in a sterilized petri dish and then 1.0 x 10 5 pieces~4.0×10 5 0.4 mL of a bacterial solution containing 1 test bacterium (Staphylococcus aureus or Escherichia coli) was dropped onto the center of the test piece and covered with a polyethylene film cut into 40 mm x 40 mm. After culturing this petri dish at a relative humidity of 90% or more for 24 hours, 2 The number of viable bacteria per unit area was measured, the following antibacterial activity value was calculated, and the antibacterial activity of the antifogging layer of the obtained eyeglass lens was evaluated according to the following evaluation criteria. Antibacterial activity value = Ut1 - At1 Ut1: 1 cm of the unprocessed test piece (for reference: test piece of Comparative Example 1) after 24 hours of culture 2 Average logarithm of viable bacteria count per At1: 1 cm of the antibacterial treated test piece (test piece of each example) after 24 hours of culture 2 Average logarithm of viable bacteria count per In addition, the Society of International Antibacterial Articles (SIAA) stipulates that a product has antibacterial effects if its antibacterial activity value is 2.0 or higher. 4: Antibacterial activity value 3 or higher 3: Antibacterial activity value 2 or more but less than 3 2: Antibacterial activity value 1 or more but less than 2 Less than 1:1

[0110] (Antiviral evaluation) In accordance with ISO21702:2019, the antiviral test for the eyeglass lenses of each example and comparative example was carried out as follows. 0.4 ml of the test virus solution was inoculated onto the surface of a 50 mm x 50 mm test piece (cut out from each eyeglass lens) and then covered with a covering film. Hereafter, the test piece covered with the covering film will be referred to as the sample. Two virus strains were used: influenza virus (H3N2) and feline calicivirus. Feline calicivirus was used as a surrogate for norovirus. After inoculation with the virus solution, the sample was left to stand (contact) for 24 hours in an environment at a temperature of 25±1°C and a relative humidity of 90% or higher. After 24 hours, the virus was collected from the sample and the viral infectivity was measured by the plaque method. The following antiviral activity values ​​were calculated, and the antiviral properties of the anti-fogging layer of the obtained eyeglass lens were evaluated according to the following evaluation criteria. Antiviral activity value = Ut 2- At2 Ut2: Virus infectivity of unprocessed test piece (for reference: test piece of Comparative Example 1) At2: Viral infectivity of antibacterial treated test specimens (test specimens of each example) In addition, the Society of International Antibacterial Articles (SIAA) stipulates that a product has antiviral effects if its antiviral activity value is 2.0 or higher. 4: Antiviral activity value of 2 or more against both influenza virus (H3N2) and feline calicivirus 3: Antiviral activity value of 2 or higher against either influenza virus (H3N2) or feline calicivirus 2: Antiviral activity value against at least one of influenza virus (H3N2) and feline calicivirus is 1 or more and less than 2 (other than 3 (〇) above) 1: Antiviral activity value against both influenza virus (H3N2) and feline calicivirus is less than 1

[0111] (Anti-fogging evaluation) Breath was blown onto the surface of the anti-fog layer of the resulting eyeglass lens for 10 seconds under conditions of room temperature 25°C and humidity 40%. The state of the anti-fog layer was visually observed from the start of breath blowing to the end of breath blowing, and evaluated according to the following evaluation criteria. 3: No fogging observed (excellent anti-fogging properties) 2: Slight fogging is observed and it takes more than 5 seconds for the fogging to disappear (medium anti-fogging effect) 1: Fogging is observed and takes more than 10 seconds to clear (poor anti-fogging properties)

[0112] (Synthesis of (meth)acrylic resin) A 500 mL flask equipped with a stirrer, a thermometer, a condenser, and a nitrogen gas inlet tube was charged with 150 parts by mass of propylene glycol monomethyl acetate (PGMAC), and the temperature was raised to 110°C. Separately, 25 parts by mass of dimethylacrylamide (DMAA), 35 parts by mass of polycaprolactone-modified hydroxyethyl acrylate (Daicel Corporation, Plaxel FA2D), 10 parts by mass of 2-hydroxyethyl methacrylate (HEMA), 5 parts by mass of one-end methacrylate-modified polydimethylsiloxane (JNC Corporation, Silaplane FM-0721, molecular weight 5000), 25 parts by mass of methyl methacrylate, and 1 part by mass of 1,1'-azobis(cyclohexane-1-carbonitrile) (Wako Pure Chemical Industries, Ltd., V-40) were mixed. This mixed monomer mixture was added dropwise to the 500 mL flask over 2 hours with stirring, and reacted at 110 °C for 5 hours. Heating was stopped and the mixture was cooled to room temperature (23° C.), yielding a resin solution containing a (meth)acrylic resin (solid content: 40% by mass). The resulting (meth)acrylic resin had a hydroxyl value of 57 mgKOH / g, a number average molecular weight (Mn) of 12,000, a weight average molecular weight (Mw) of 44,000, and a polydispersity index (Mw / Mn) of 3.67. The glass transition temperature (Tg) of the (meth)acrylic resin, calculated from the blending ratio of the monomers used based on the Fox equation, was 32.8°C.

[0113] (Preparation of Resin Composition 1) Resin composition 1 was prepared by mixing the following components. Propylene glycol monomethyl ether acetate: 29% by mass Diacetone alcohol: 19% by mass Methyl ethyl ketone: 14% by mass t-butanol: 8% by mass Ethyl acetate: 8% by mass Resin: 22% by mass The resin has the following composition: The (meth)acrylic resin obtained above: 100 parts by mass Polyol compound (Daicel Corporation's "Placcel 205U", polycaprolactone diol, molecular weight 530, hydroxyl value 207 to 217 mg KOH / g): 30 parts by mass Polyfunctional isocyanate compound (Asahi Kasei Corporation's "24A-100", biuret type of hexamethylene diisocyanate, isocyanate group content 23.5% by mass, solid content 100% by mass): 23.5 parts by mass The amount of (meth)acrylic resin does not represent the amount as a resin solution (solid content: mass %), but represents the amount of resin (solid content) contained in the resin solution, and the amount of polyfunctional isocyanate compound also represents the amount as a solid content. Furthermore, when the (meth)acrylic resin and the polyol compound were uniformly mixed in the amounts described above, the hydroxyl value of the mixture was measured to be 93 mgKOH / g.

[0114] (Preparation of Coating Composition 1) To the resin composition 1, an organic solvent dispersion of a quaternary ammonium salt as an antibacterial agent ("Nikkanon (registered trademark) RB-40", manufactured by Nicca Chemical Co., Ltd.; hereinafter simply referred to as "antibacterial agent dispersion 1") was added to obtain a coating composition 1. At this time, antibacterial agent dispersion 1 was gradually added to resin composition 1 using a dropper so that the content of the quaternary ammonium salt as an antibacterial agent in 100 mass% of the total amount of coating composition 1 was 0.05 mass% (the content of the quaternary ammonium salt as an antibacterial agent in 100 mass% of the anti-fogging layer was 0.23 mass%). Furthermore, coating composition 1 was stirred at 700 rpm for 1 hour using a magnetic stirrer (manufactured by Asone).

[0115] (Preparation of Coating Composition 2) The antibacterial agent dispersion liquid 1 was added to the resin composition 1 to obtain a coating composition 2. At this time, antibacterial agent dispersion 1 was gradually added to resin composition 1 using a dropper so that the content of the quaternary ammonium salt as an antibacterial agent in 100 mass% of the total amount of coating composition 2 was 0.1 mass% (the content of the quaternary ammonium salt as an antibacterial agent in 100 mass% of the anti-fogging layer was 0.45 mass%). Furthermore, coating composition 2 was stirred at 700 rpm for 1 hour using a magnetic stirrer (manufactured by Asone).

[0116] (Preparation of Coating Composition 3) The antibacterial agent dispersion liquid 1 was added to the resin composition 1 to obtain a coating composition 3. At this time, antibacterial agent dispersion 1 was gradually added to resin composition 1 using a dropper so that the content of the quaternary ammonium salt as an antibacterial agent in 100 mass% of the total amount of coating composition 3 was 0.2 mass% (the content of the quaternary ammonium salt as an antibacterial agent in 100 mass% of the anti-fogging layer was 0.90 mass%). Furthermore, coating composition 3 was stirred at 700 rpm for 1 hour using a magnetic stirrer (manufactured by Asone).

[0117] (Preparation of Coating Composition 4) The antibacterial agent dispersion liquid 1 was added to the resin composition 1 to obtain a coating composition 4. At this time, antibacterial agent dispersion 1 was gradually added to resin composition 1 using a dropper so that the content of the quaternary ammonium salt as an antibacterial agent in 100 mass% of the total amount of coating composition 4 was 0.5 mass% (the content of the quaternary ammonium salt as an antibacterial agent in 100 mass% of the anti-fogging layer was 2.27 mass%). Furthermore, coating composition 4 was stirred at 700 rpm for 1 hour using a magnetic stirrer (manufactured by Asone).

[0118] (Preparation of Coating Composition 5) The antibacterial agent dispersion liquid 1 was added to the resin composition 1 to obtain a coating composition 5. At this time, antibacterial agent dispersion 1 was gradually added to resin composition 1 using a dropper so that the content of the quaternary ammonium salt as an antibacterial agent in 100 mass% of the total amount of coating composition 5 was 1 mass% (the content of the quaternary ammonium salt as an antibacterial agent in 100 mass% of the anti-fogging layer was 4.54 mass%). Furthermore, coating composition 5 was stirred at 700 rpm for 1 hour using a magnetic stirrer (manufactured by Asone).

[0119] (Preparation of Coating Composition 6) The antibacterial agent dispersion liquid 1 was added to the resin composition 1 to obtain a coating composition 6. At this time, antibacterial agent dispersion 1 was gradually added to resin composition 1 using a dropper so that the content of the quaternary ammonium salt as an antibacterial agent in 100 mass% of the total amount of coating composition 6 was 5 mass% (the content of the quaternary ammonium salt as an antibacterial agent in 100 mass% of the anti-fogging layer was 22.73 mass%). Furthermore, coating composition 6 was stirred at 700 rpm for 1 hour using a magnetic stirrer (manufactured by Asone).

[0120] (Preparation of Coating Composition 7) The above resin composition 1 was used as a coating composition 7.

[0121] (Preparation of Coating Composition 8) To the resin composition 1, an aqueous dispersion of Ag nanocolloid as an antibacterial agent (a water dispersion containing silver particles with a particle size of 2 to 5 nm at a concentration of 5000 mass ppm; hereinafter simply referred to as "antibacterial agent dispersion 2") was added to obtain a coating composition 8. At this time, antibacterial agent dispersion 2 was gradually added to resin composition 1 using a dropper so that the content of Ag nanocolloid as an antibacterial agent in 100 mass% of the total amount of coating composition 1 was 0.05 mass% (the content of Ag nanocolloid as an antibacterial agent in 100 mass% of the anti-fogging layer was 0.23 mass%). Furthermore, coating composition 8 was stirred at 700 rpm for 1 hour using a magnetic stirrer (manufactured by Asone).

[0122] (Preparation of Coating Composition 9) To the resin composition 1, the antibacterial agent dispersion 1 and the antibacterial agent dispersion 2 were added to obtain a coating composition 9. At this time, antibacterial agent dispersion 1 and antibacterial agent dispersion 2 were gradually added to resin composition 9 using a dropper so that the content of the quaternary ammonium salt as an antibacterial agent in 100% by mass of the total amount of coating composition 9 was 0.80% by mass (the content of the quaternary ammonium salt as an antibacterial agent in 100% by mass of the anti-fogging layer was 3.65% by mass) and the content of the Ag nanocolloid as an antibacterial agent in 100% by mass of the total amount of coating composition 9 was 0.14% by mass (the content of the Ag nanocolloid as an antibacterial agent in 100% by mass of the anti-fogging layer was 0.89% by mass). Furthermore, coating composition 9 was stirred at 700 rpm for 1 hour using a magnetic stirrer (manufactured by Asone).

[0123] [Example 1] A thiourethane-based plastic lens "EYAS" (manufactured by HOYA Corporation, refractive index 1.60, center thickness 2.0 mm, diameter 75 mm) was used as a substrate, and the obtained coating composition 1 was applied to this substrate using a dipping method (pull-up speed: 5 mm / sec), followed by heating at a temperature of 100°C for 20 minutes and then allowing to cool. Thereafter, Coating Composition 1 was cured by heating at 120°C for 140 minutes (curing step), thereby producing an eyeglass lens having an anti-fogging layer on the above substrate. The evaluation results of the obtained eyeglass lens are shown in Table 1.

[0124] [Example 2] Spectacle lenses were produced in the same manner as in Example 1, except that Coating Composition 2 was used instead of Coating Composition 1. The evaluation results of the obtained spectacle lenses are shown in Table 1.

[0125] [Example 3] Spectacle lenses were produced in the same manner as in Example 1, except that Coating Composition 3 was used instead of Coating Composition 1. The evaluation results of the obtained spectacle lenses are shown in Table 1.

[0126] [Example 4] Spectacle lenses were produced in the same manner as in Example 1, except that Coating Composition 4 was used instead of Coating Composition 1. The evaluation results of the obtained spectacle lenses are shown in Table 1.

[0127] [Example 5] Spectacle lenses were produced in the same manner as in Example 1, except that Coating Composition 5 was used instead of Coating Composition 1. The evaluation results of the obtained spectacle lenses are shown in Table 1.

[0128] [Example 6] Spectacle lenses were produced in the same manner as in Example 1, except that Coating Composition 6 was used instead of Coating Composition 1. Table 1 shows the evaluation results of the obtained spectacle lenses.

[0129] [Comparative Example 1] Spectacle lenses were produced in the same manner as in Example 1, except that Coating Composition 7 was used instead of Coating Composition 1. Table 1 shows the evaluation results of the obtained spectacle lenses.

[0130] [Example 7] Spectacle lenses were produced in the same manner as in Example 1, except that Coating Composition 8 was used instead of Coating Composition 1. Table 1 shows the evaluation results of the obtained spectacle lenses.

[0131] [Example 8] Spectacle lenses were produced in the same manner as in Example 1, except that Coating Composition 9 was used instead of Coating Composition 1. Table 1 shows the evaluation results of the obtained spectacle lenses.

[0132] [Example 9] In Example 5, instead of the thiourethane-based plastic lens "EYAS" (manufactured by HOYA Corporation, refractive index 1.60, center thickness 2.0 mm, diameter 75 mm) used as the substrate, a thiourethane-based plastic lens "EYAS" (manufactured by HOYA Corporation, refractive index 1.60, center thickness 2.0 mm, diameter 75 mm) was used, which was then coated with a urethane-based primer (trade name: Evaphanol HA-50C, manufactured by NICCA Chemical Co., Ltd.) using a dipping method (pull-up speed: 5 mm / sec), heated at a temperature of 100°C for 20 minutes, and then allowed to cool. Spectacle lenses were manufactured using the same procedures. The evaluation results of the resulting spectacle lenses are shown in Table 1.

[0133] [Table 1]

[0134] From the results of the Examples and Comparative Examples, it can be seen that the eyeglass lenses according to the Examples have excellent antifogging and antibacterial properties. Among Examples 1 to 9, Examples 5 and 9 are most preferred, as they are excellent in dispersibility, appearance, light resistance, scratch resistance, and antiviral properties in addition to antifogging and antibacterial properties. Examples 8 and 4 are next most preferred, as they have properties equivalent to Examples 5 and 9 except for the antiviral property being rated "3" instead of "4." Examples 3, 2, and 1 are even next most preferred, as they have properties equivalent to Examples 5 and 9 except for the antiviral property being rated "1." Example 7 is even next most preferred, as they have properties equivalent to Examples 5 and 9 except for the light resistance being rated "1." Example 6 is even next most preferred, as they have properties equivalent to Examples 5 and 9 except for the appearance being rated "2" and the scratch resistance being rated "1."

[0135] Finally, the embodiments of the present disclosure will be summarized. A spectacle lens according to an embodiment of the present disclosure is a spectacle lens having a substrate and an anti-fogging layer, the anti-fogging layer including a resin and an antibacterial agent. According to the above-described embodiment, it is possible to provide a spectacle lens that has antifogging properties and excellent antibacterial properties.

[0136] The embodiments disclosed herein should be considered to be illustrative in all respects and not restrictive. The scope of the present disclosure is defined by the claims, not by the above description, and is intended to include all modifications within the meaning and scope of the claims. In the present disclosure, the examples, contents, and various physical properties of the above-mentioned components may be arbitrarily combined with the items described as examples or preferred ranges in the detailed description of the invention. Furthermore, by adjusting the compositions described in the examples to those described in the detailed description of the invention, the disclosed embodiments can be practiced in the same manner as the examples over the entire range of the claimed compositions.

Claims

1. A spectacle lens having a substrate and an anti-fogging layer, the anti-fogging layer having a thickness of 5 to 50 μm, and the anti-fogging layer containing a resin and an antibacterial agent; The anti-fogging layer is a cured product of a coating composition containing the following components (A) to (D): the antibacterial agent is a cationic organic compound and a quaternary ammonium salt; A spectacle lens, wherein the content of the antibacterial agent in the antifogging layer is 0.23 to 11.37% by mass. Component (A): A (meth)acrylic resin (A) having a structural unit derived from a monomer (a-1) represented by the following general formula (1), a structural unit derived from a monomer (a-2) represented by the following general formula (2), a structural unit derived from a hydroxyalkyl (meth)acrylate (a-3), and a structural unit derived from a monomer (a-4) represented by the following general formula (3): Component (B): Polyol compound (B) Component (C): Polyfunctional isocyanate compound (C) Component (D): Antibacterial agent (D) 【Chemistry 1】 [In general formula (1), R 1 is a hydrogen atom or a methyl group, R 2 and R 3 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R 2 and R 3 may be the same or different.] 【Chemistry 2】 [In general formula (2), R 4 is a hydrogen atom or a methyl group, and n is an integer of 1 to 5.] 【Transformation 3】 [In general formula (3), R 5 represents a hydrogen atom or a methyl group, R 6 represents a divalent organic group, and n represents 0 or an integer of 1 or more.]

2. The eyeglass lens according to claim 1 , wherein the substrate and the anti-fogging layer are directly laminated together.

3. The eyeglass lens according to claim 1 , wherein the substrate, a primer layer provided on the substrate, and the anti-fogging layer provided on the primer layer are laminated together.

4. The eyeglass lens according to claim 1 or 2, wherein the anti-fogging layer is the outermost layer.

5. A method for manufacturing the eyeglass lens according to claim 1 or 2, comprising the steps of: A method for manufacturing a spectacle lens, comprising a curing step of curing a coating composition containing a curable resin and an antibacterial agent on a substrate.

6. The method for manufacturing a spectacle lens according to claim 5 , wherein the content of the antibacterial agent in the total amount of the coating composition (100% by mass) is less than 5% by mass.

Citation Information

Patent Citations

  • Organic-inorganic hybrid anti-fog coating and preparation method thereof

    CN111574899A

  • Ampholytic surfactant containing quaternary ammonium salt as well as preparation method and application of ampholytic surfactant

    CN111841437A

  • Coating composition, cured film, and article having the cured film

    JP2019094468A

  • Multilayer anti-fogging composition and method of manufacturing the same

    JP2020522731A

  • Haze-proof optical article and method for producing same

    WO2013005710A1