Spectacle lens

Abstract

To provide a spectacle lens which is superior in terms of an anti-fogging property and scratch resistance.SOLUTION: A spectacle lens comprising a base material and a water-absorbing anti-fogging layer is provided, the water-absorbing anti-fogging layer being the outermost layer of the spectacle lens, and the water-absorbing anti-fogging layer containing a resin having a siloxane bond unit.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present disclosure relates to eyeglass lenses having an anti-fog layer. [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. [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 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, in the anti-fogging layer described in Patent Document 1, the water-repellent layer is easily worn away with use, and the abrasion resistance is insufficient. An object of one embodiment of the present disclosure is to provide a spectacle lens that is excellent in anti-fogging properties and abrasion resistance. [Means for solving the problem]

[0005] The embodiments of the present disclosure relate to the following [1] to [7]. [1] A spectacle lens having a substrate and a water-absorbing anti-fogging layer, the water-absorbing anti-fogging layer is the outermost layer of the eyeglass lens, An eyeglass lens, wherein the water-absorbing anti-fogging layer contains a resin having a siloxane bond unit. [2] The eyeglass lens according to [1] above, wherein the water-absorbing anti-fogging layer has a thickness of 6 μm or more. [3] The eyeglass lens according to [1] or [2] above, wherein the water-absorbing anti-fogging layer is laminated directly on the substrate. [4] The spectacle lens according to any one of the above [1] to [3], wherein the water-absorbing antifogging layer has water-repellent properties. [5] The spectacle lens according to any one of the above [1] to [4], wherein the water-absorbing anti-fogging layer is a cured film of a coating composition containing a structural unit derived from a siloxane compound and a structural unit derived from acrylamide. [6] The spectacle lens according to [5] above, wherein the solid content concentration of the coating composition is 10.0 to 40.0% by mass. [7] The spectacle lens according to any one of the above [1] to [6], wherein the anti-fogging layer is made of a cured film of a coating composition containing the following components (A) to (C): Component (A): 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): Component (B): Polyol compound (B) Component (C): Polyfunctional isocyanate compound (C) [ka] [In general formula (1), R1 is a hydrogen atom or a methyl group, and R2 and R3 are each independently a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and R2 and R3 may be the same or different.] [ka] [In general formula (2), R4 is a hydrogen atom or a methyl group, and n is an integer of 1 to 5.] [ka] [In general formula (3), R5 is a hydrogen atom or a methyl group, R6 is a divalent organic group, and n is an integer of 0 or 1 or more.] [Effects of the Invention]

[0006] According to one embodiment of the present disclosure, a spectacle lens with excellent anti-fogging properties can be provided. DETAILED DESCRIPTION OF THE INVENTION

[0007] 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.

[0008] 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)."

[0009] The "solid content" of a 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.

[0010] [Eyeglass lenses] A spectacle lens according to an embodiment of the present disclosure is a spectacle lens having a substrate and a water-absorbent anti-fogging layer, the water-absorbent anti-fogging layer being the outermost layer of the spectacle lens, and the water-absorbent anti-fogging layer containing a resin having a siloxane bond unit. In the eyeglass lens according to the embodiment of the present disclosure, the water-absorbent anti-fogging layer is the outermost layer of the eyeglass lens and is not covered by a water-repellent layer, so the water-absorbent anti-fogging layer is able to fully exhibit its water-absorbing performance, resulting in excellent anti-fogging properties. Furthermore, the eyeglass lens according to the embodiment of the present disclosure contains a resin having a siloxane bond unit, which improves the slipperiness of the anti-fogging water-absorbing layer, resulting in excellent abrasion resistance. In the present disclosure, the water-absorbing anti-fogging layer may be simply referred to as the anti-fogging layer.

[0011] <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, acrylic allyl resins, and allyl carbonate 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.

[0012] 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 the allyl carbonate-based plastic lens "HILUX1.50" (manufactured by HOYA Corporation, refractive index 1.50), the thiourethane-based plastic lens "MERIA" (manufactured by HOYA Corporation, refractive index 1.60), the thiourethane-based plastic lens "EYAS" (manufactured by HOYA Corporation, refractive index 1.60), the thiourethane-based plastic lens "EYNOA" (manufactured by HOYA Corporation, refractive index 1.67), the polysulfide-based plastic lens "EYRY" (manufactured by HOYA Corporation, refractive index 1.70), and the polysulfide-based plastic lens "EYVIA" (manufactured by HOYA Corporation, refractive index 1.74).

[0013] The thickness and outer diameter of the substrate are not particularly limited, but the thickness is usually about 0.5 to 30 mm, for example, 1 to 30 mm, and the outer 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.

[0014] <Anti-fogging layer> The anti-fogging layer is a layer having water absorption properties from the viewpoint of obtaining an eyeglass lens with excellent anti-fogging properties. Here, water absorption refers to the property of a material to absorb moisture. The water absorption of an eyeglass lens having an anti-fogging layer 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 an eyeglass lens without an anti-fogging layer. The anti-fogging layer is provided as the outermost layer of the spectacle lens from the viewpoint of fully exhibiting anti-fogging properties. 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 antifogging durability, it is preferable that the antifogging layer is provided directly on the substrate. That is, it is preferable that the spectacle lens according to this embodiment has the antifogging layer directly on the substrate.

[0015] From the viewpoint of ease of production, the thickness of the anti-fogging layer is preferably 1 to 100 μm, more preferably 3 to 60 μm, even more preferably 6 to 50 μm, still more preferably 8 to 40 μm, even more preferably 8 to 40 μm, and still more preferably 12 to 30 μm.

[0016] From the viewpoint of improving anti-fogging properties, the thickness of the anti-fogging layer is preferably 1 μm or more, more preferably 3 μm or more, even more preferably 6 μm or more, still more preferably 8 μm or more, and even more preferably 12 μm or more, and from the viewpoint of ease of production, it is preferably 100 μm or less, more preferably 60 μm or less, even more preferably 50 μm or less, still more preferably 40 μm or less, and even more preferably 30 μm or less.

[0017] The anti-fogging layer preferably has water-repellent properties, which further improves the anti-fogging properties.

[0018] <<Coating composition>> The anti-fogging layer is preferably a cured film of a coating composition containing a structural unit derived from a siloxane compound and a structural unit derived from an acrylamide. The anti-fog layer contains structural units derived from a siloxane compound, which improves the slipperiness of the anti-fog layer and, as a result, improves the abrasion resistance of the anti-fog layer. Furthermore, the anti-fog layer contains amide groups derived from acrylamide, which increases the hydrophilicity of the anti-fog layer and, as a result, improves the water absorption performance and, as a result, improves the anti-fog properties.

[0019] The solids concentration of the coating composition is preferably 10.0 to 40.0% by mass. When it is 10.0% by mass or more, the thickness of the anti-fogging layer can be increased. When it is 40.0% by mass or less, an anti-fogging layer with a uniform thickness can be obtained. From this viewpoint, the solids concentration of the coating composition is more preferably 12.0 to 30.0% by mass, even more preferably 15.0 to 30.0% by mass, and even more preferably 16.5 to 24.5% by mass.

[0020] The anti-fogging layer preferably comprises a cured film of a coating composition containing the following components (A) to (C): Component (A): 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): Component (B): Polyol compound (B) Component (C): Polyfunctional isocyanate compound (C) [ka] [In general formula (1), R1 is a hydrogen atom or a methyl group, and R2 and R3 each independently represent a hydrogen atom or a linear or branched alkyl group having 1 to 3 carbon atoms.] [ka] [In general formula (2), R4 is a hydrogen atom or a methyl group, and n is an integer of 1 to 5.] [ka] [In general formula (3), R5 is a hydrogen atom or a methyl group, R6 is a divalent organic group, and n is an integer of 0 or 1 or more.]

[0021] 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.

[0022] 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.

[0023] 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.

[0024] 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):

[0025] 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.

[0026] 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.

[0027] 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.

[0028] 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.

[0029] 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.

[0030] 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 resin, more preferably 35 to 60 mass%, and even more preferably 40 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.

[0031] 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.

[0032] When the content of the structural unit 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).

[0033] 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.

[0034] 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.

[0035] 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.

[0036] The hydroxyl value of the (meth)acrylic resin is preferably from 40 to 150 mgKOH / g, more preferably from 70 to 140 mgKOH / g, and even more preferably from 90 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. This makes it easier to achieve a high level of abrasion resistance, reduced friction resistance, and solvent resistance for 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.

[0037] The monomer (a-4) is not particularly limited as long as it has the structure of the above-mentioned general formula (3).

[0038] 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 (meth)acrylic resin contains structural units derived from the monomer (a-4) in an amount of 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 resin.

[0039] 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.

[0040] 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).

[0041] 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.

[0042] 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 3 to 30 mass %, and even more preferably 5 to 20 mass %, based on all structural units of the (meth)acrylic resin.

[0043] The mass 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 mass average molecular weight is 10,000 or more, the desired anti-fogging performance is easily achieved, and if it is 100,000 or less, the resin tends to have excellent paintability when applied to substrates such as eyeglass lenses. The mass average molecular weight can be determined by gel permeation chromatography (GPC) using polystyrene as a standard substance.

[0044] The glass transition temperature of the (meth)acrylic resin is not particularly limited, but is preferably 20 to 120°C, more preferably 30 to 110°C, and even more preferably 35 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.]

[0045] 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.

[0046] 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.

[0047] Known polymerization initiators for radical polymerization can be used. Examples include azo initiators such as 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-butylperoxy-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.

[0048] 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.

[0049] (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.

[0050] The polyol compound preferably contains at least one polyol compound selected from the group consisting of polycaprolactone polyol, polycarbonate polyol, and polyether polyol. These polyol compounds have a chemical structure that is moderately flexible and elastic. This can further enhance the flexibility and elasticity of the cured film.

[0051] The polycaprolactone polyol can be used without any particular limitation as long as it is a compound having a caprolactone ring-opening structure and two or more hydroxyl groups in one molecule.

[0052] 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 cured film, 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.

[0053] 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.

[0054] 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.

[0055] 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 adjusting the amount of hydroxyl groups to a suitable level, the crosslinked structure formed by the reaction with the polyfunctional isocyanate compound described below can be controlled, and the flexibility, elasticity, etc. of the cured film can be further improved.

[0056] In the present embodiment, the mass 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 cured film due to improved flexibility and elasticity, and durability of the cured film, such as gasoline resistance.

[0057] 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.

[0058] 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 the polyol compound tends to have good compatibility with the resin, and also tends to improve anti-fogging performance without excessively increasing the crosslink density.

[0059] (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.

[0060] 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.

[0061] 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.

[0062] 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 occur within the cured film.

[0063] 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 cured film has sufficient functions such as anti-fogging properties and solvent resistance. From this viewpoint, the equivalent ratio (NCO) / (OH) is preferably 0.25 to 0.50, and more preferably 0.35 to 0.45.

[0064] (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 the present 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, and Liquid A and Liquid B may be stored in separate containers and mixed together immediately before use (coating). In this case, components (additives, etc.) other than the (meth)acrylic resin, polyol compound, and polyfunctional isocyanate compound 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.

[0065] (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, isopropyl alcohol, 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, ethyl acetate, and propylene glycol monomethyl ether acetate are preferred from the viewpoints of low reactivity with isocyanate, solubility, drying properties, and the like.

[0066] The content of the solvent in the coating composition is preferably 20 to 90% by mass, more preferably 30 to 85% by mass, and even more preferably 35 to 80% by mass, from the viewpoint of controlling the film thickness of the anti-fogging layer.

[0067] From the viewpoint of improving anti-fogging properties and scratch resistance, the total content of components (A), (B), and (C) 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 still more preferably 95% by mass or more, and is preferably 100% by mass or less, for example 100% by mass.

[0068] (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.

[0069] 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.

[0070] <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.

[0071] [Method of manufacturing eyeglass lenses] The method for manufacturing a spectacle lens according to this embodiment includes step 1 of forming an anti-fogging layer. In one embodiment, first, the above-mentioned components used as needed are dissolved or dispersed in a solvent to prepare a coating composition for an anti-fogging layer. Next, an anti-fogging layer is formed using the obtained Coating Composition 1 (Step 1). In Step 1, the coating composition is applied to a substrate or another layer formed on the substrate, and then pre-cured at preferably 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. Step 1 may be performed once or twice or more times. By performing step 1 twice or more times, it becomes easier to increase the thickness of the anti-fogging layer.

[0072] 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 thinner in the portion pulled out first from the dipping tank (coating composition tank), and thicker in the portion pulled out last from the dipping tank. Therefore, when coating Coating Composition 2, it is preferable to rotate the substrate upside down by 180° compared to when coating Coating Composition 1. This makes it easier to obtain eyeglass lenses with an anti-fogging layer of uniform thickness.

[0073] After the anti-fogging layer is formed, it is preferably dried and cured for 10 to 140 minutes at 20 to 160° C., and more 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.

[0074] In the present invention, 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.

[0075] In the present invention, 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]

[0076] Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples in any way.

[0077] <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 shown in Table 1.

[0078] (Hydroxyl value) Measurements and calculations were made in accordance with the method specified in "7.1 Neutralization titration method" of JIS K 0070:1992 "Testing 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.

[0079] (Number average molecular weight (Mn), mass average molecular weight (Mw), polydispersity (Mw / Mn)) Measurements and calculations were carried out by gel permeation chromatography (GPC) using the following equipment 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

[0080] (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.

[0081] (Anti-fogging evaluation) An "AFA-2" manufactured by Kyowa Interface Science Co., Ltd. was used as an anti-fogging evaluation device. The resulting eyeglass lens was placed in a sample chamber with the surface on which the anti-fogging layer was formed facing up, and the atmosphere in the sample chamber was maintained at its initial state (temperature 24°C, humidity 20%) for 10 minutes. Next, the atmospheric setting conditions were switched so that the atmosphere was in the measurement state (temperature 5°C, humidity 70%), and the anti-fogging layer was photographed every 30 seconds from the start of the switching, and the compression anti-fogging index was obtained. The time required from the start of the switching until the compression anti-fogging index began to decrease was defined as the fogging onset time. (Scratch resistance evaluation) An abrasion test was carried out under the following conditions, and the state after the abrasion test was evaluated visually. Device name: Reciprocating wear tester TRIBOGEAR 30S (manufactured by Shinto Scientific Co., Ltd.) Abrasives: Lens cleaning paper, Dasper K3 (Ozu Sangyo Co., Ltd.) Support: Eraser, semi-sand (Lion Office Machine Co., Ltd.), cut cross section 12 x 5 mm Travel distance (one way): 30mm ·Travel speed: 1,600mm / min Load capacity: 2kg / cm 2 Number of trips: 1,000 (Contact angle measurement) Before and after the above-mentioned evaluation of scratch resistance, the contact angle with water was measured under the following conditions. Device name: Fully automatic contact angle meter DM700 (Kyowa Interface Science Co., Ltd.) ·Method: Droplet method Method: Ellipse fitting method ·Water drop: 20μL ·Measurement: 20 seconds after dropping Number of measurements: Average of 3 measurements

[0082] (Synthesis of (meth)acrylic resin A) 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 allowed to react for 5 hours. Heating was stopped and the mixture was cooled to room temperature, yielding a resin solution containing (meth)acrylic resin A (solid content: 40% by mass). The resulting (meth)acrylic resin A had a hydroxyl value of 57 mgKOH / g, a number average molecular weight (Mn) of 12,000, a mass average molecular weight (Mw) of 44,000, and a polydispersity index (Mw / Mn) of 3.67. The glass transition temperature (Tg) of (meth)acrylic resin A, calculated from the blending ratio of the monomers used based on the Fox equation, was 32.8°C.

[0083] (Preparation of Coating Composition 1) A mixture of 38 mass % of t-butanol, 24 mass % of diacetone alcohol, 18 mass % of methyl ethyl ketone, 10 mass % of ethyl acetate, and 10 mass % of propylene glycol monomethyl ether acetate was prepared as a solvent. 100 parts by mass of the (meth)acrylic resin A obtained above, 30 parts by mass of polycaprolactone diol (manufactured by Daicel Corporation, PLACCEL 205U, molecular weight 530, hydroxyl value 207 to 217 mgKOH / g), and 23.5 parts by mass of a polyfunctional isocyanate compound (manufactured by Asahi Kasei Corporation, 24A-100, biuret type of hexamethylene diisocyanate, isocyanate group content 23.5% by mass, solids content 100% by mass) were mixed with the above solvent to prepare Coating Composition 1 with a solids concentration of 16.5% by mass. The amount of (meth)acrylic resin A 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 the polyfunctional isocyanate compound also represents the amount as a solid content. Furthermore, when the (meth)acrylic resin A 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.

[0084] (Preparation of Coating Compositions 2 to 4) Coating Compositions 2 to 4 having solid content concentrations of 18.5 mass %, 20.5 mass %, and 24.5 mass %, respectively, were prepared in the same manner as Coating Composition 1, except that the amount of solvent was changed.

[0085] (Synthesis of (meth)acrylic resin B) 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 (Placcel FA2D, manufactured by Daicel Corporation), 10 parts by mass of 2-hydroxyethyl methacrylate (HEMA), 25 parts by mass of methyl methacrylate, and 1 part by mass of 1,1'-azobis(cyclohexane-1-carbonitrile) (V-40, manufactured by Wako Pure Chemical Industries, Ltd.) were mixed. This mixed monomer mixture was added dropwise to the 500 ml flask over 2 hours with stirring, and allowed to react for 5 hours. Heating was stopped and the mixture was cooled to room temperature, yielding a resin solution containing (meth)acrylic resin B (solid content: 40% by mass).

[0086] (Preparation of Coating Composition 5) A mixture of 38 mass % of t-butanol, 24 mass % of diacetone alcohol, 18 mass % of methyl ethyl ketone, 10 mass % of ethyl acetate, and 10 mass % of propylene glycol monomethyl ether acetate was prepared as a solvent. 100 parts by mass of the (meth)acrylic resin B obtained above, 30 parts by mass of polycaprolactone diol (manufactured by Daicel Corporation, PLACCEL 205U, molecular weight 530, hydroxyl value 207 to 217 mgKOH / g), and 23.5 parts by mass of a polyfunctional isocyanate compound (manufactured by Asahi Kasei Corporation, 24A-100, biuret type of hexamethylene diisocyanate, isocyanate group content 23.5% by mass, solids content 100% by mass) were mixed with the above solvent to prepare Coating Composition 5 with a solids concentration of 19.5% by mass.

[0087] [Example 1] A thiourethane-based plastic lens MERIA (manufactured by HOYA Corporation, refractive index 1.60, diopter S-4.00D, thickness 1.0 mm, outer diameter 75 mm) was used as a substrate, and the obtained coating composition 1 was applied onto this substrate using a dipping method (pull-up speed: 5 mm / sec), then heated at a temperature of 100°C for 20 minutes and then allowed to cool. Thereafter, the substrate was heated at 120° C. for 120 minutes to produce a spectacle lens having an anti-fogging layer on the substrate. The evaluation results of the obtained spectacle lens are shown in Table 1.

[0088] [Examples 2 to 4] Spectacle lenses were produced in the same manner as in Example 1, except that the coating composition was changed to one shown in Table 1. The evaluation results of the obtained spectacle lenses are shown in Tables 1 and 2.

[0089] [Example 5] A thiourethane-based plastic lens MERIA (manufactured by HOYA Corporation, refractive index 1.60, diopter S-4.00D, thickness 1.0 mm, outer diameter 75 mm) was used as a substrate, and the obtained coating composition 4 was applied onto this substrate by dipping (withdrawal speed: 5 mm / sec), followed by heating at a temperature of 100°C for 20 minutes and then allowing to cool (coating step). This coating step was performed twice. Thereafter, the substrate was heated at 120° C. for 120 minutes to produce a spectacle lens having an anti-fogging layer on the substrate. The evaluation results of the obtained spectacle lens are shown in Table 1.

[0090] [Example 6] Spectacle lenses were manufactured in the same manner as in Example 5, except that the coating step was carried out three times. The evaluation results of the obtained spectacle lenses are shown in Table 1.

[0091] [Comparative Example 1] An eyeglass lens consisting only of a base material, a thiourethane-based plastic lens MERIA (manufactured by HOYA Corporation, refractive index 1.60, diopter S-4.00D, thickness 1.0 mm, outer diameter 75 mm), was used as the eyeglass lens of Comparative Example 1. The evaluation results of this eyeglass lens are shown in Table 1.

[0092] Comparative Example 2 A thiourethane-based plastic lens MERIA (manufactured by HOYA Corporation, refractive index 1.60, diopter S-4.00D, thickness 1.0 mm, outer diameter 75 mm) was used as a substrate, and the obtained coating composition 5 was applied onto this substrate using a dipping method (pull-up speed: 5 mm / sec), then heated at a temperature of 100°C for 20 minutes and then allowed to cool. Thereafter, the substrate was heated at 120° C. for 120 minutes to form an anti-fogging layer on the substrate. Next, the substrate with the anti-fogging layer formed thereon was immersed in pure water and washed for 30 minutes using an ultrasonic cleaner under conditions of 200 W and 35 kHz. After washing, the substrate was taken out and heated at a temperature of 80°C for 10 minutes to dry. Next, the substrate was treated in a plasma treatment device with oxygen gas at a flow rate of 50 ml / min and 250 W for 40 seconds. Next, the substrate with the anti-fogging layer formed thereon was immersed in a solution of amino-modified silicone processed material (HF-869 manufactured by Shin-Etsu Chemical Co., Ltd.) diluted to 0.3 weight percent with n-hexane, and then removed and heated at a temperature of 100°C for 15 minutes to cure. After curing, excess adhesion was wiped off with acetone.

[0093] [Table 1]

[0094] [Table 2]

[0095] From the results of the Examples and Comparative Examples, it can be seen that the eyeglass lenses according to the Examples have excellent anti-fogging properties and abrasion resistance.

[0096] 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 a water-absorbent anti-fogging layer, the water-absorbing anti-fogging layer is the outermost layer of the eyeglass lens, The water-absorbing anti-fogging layer is a spectacle lens containing a resin having siloxane bond units. According to the above-described embodiment, it is possible to provide a spectacle lens having excellent anti-fogging properties.

[0097] The embodiments disclosed herein should be considered to be illustrative in all respects and not restrictive. The scope of the present invention 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 a water-absorbing anti-fogging layer, the water-absorbing anti-fogging layer is the outermost layer of the eyeglass lens, An eyeglass lens, wherein the water-absorbing anti-fogging layer contains a resin having a siloxane bond unit.

2. 2. The eyeglass lens according to claim 1, wherein the water-absorbing anti-fogging layer has a thickness of 6 μm or more.

3. The eyeglass lens according to claim 1 or 2, wherein the water-absorbing anti-fogging layer is laminated directly on the substrate.

4. The spectacle lens according to any one of claims 1 to 3, wherein the water-absorbing anti-fogging layer has water-repellent properties.

5. 5. The eyeglass lens according to claim 1, wherein the water-absorbing anti-fogging layer is a cured film of a coating composition containing a structural unit derived from a siloxane compound and a structural unit derived from acrylamide.

6. The eyeglass lens according to claim 5, wherein the solids concentration of the coating composition is 10.0 to 40.0% by mass.

7. The eyeglass lens according to any one of claims 1 to 6, wherein the anti-fogging layer comprises a cured film of a coating composition containing the following components (A) to (C): 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) 【Chemical 1】 [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.] 【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. 【Chemistry 3】 [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 0 or an integer of 1 or more.

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