Spectacle lens

Abstract

The present disclosure addresses the problem of providing a spectacle lens having excellent transparency and excellent impact resistance. A spectacle lens according to the present disclosure has a spectacle lens base material, a primer layer, and a hard coat layer in the stated order. The primer layer is a layer formed by using a composition containing first resin particles containing polyurethane and second resin particles containing urethane (meth)acrylate. The ratio of the mass of the second resin particles to the total mass of the first resin particles and the second resin particles in the composition is 0.1-0.3.

Description

eyeglass lenses

[0001] The present disclosure relates to eyeglass lenses.

[0002] Patent Document 1 discloses an optical article having a primer layer and a hard coat layer.

[0003] JP 2010-066740 A

[0004] The present disclosure relates to a spectacle lens having, in this order, a spectacle lens substrate, a primer layer, and a hard coat layer, wherein the primer layer is a layer formed using a composition containing first resin particles containing polyurethane and second resin particles containing urethane (meth)acrylate, and wherein the ratio of the mass of the second resin particles to the total mass of the first resin particles and the second resin particles in the composition is 0.1 to 0.3.

[0005] 1 is an example showing a cross section of a spectacle lens.

[0006] The spectacle lenses of the present disclosure are described in detail below. The spectacle lenses of the present disclosure have excellent transparency and impact resistance.

[0007] In this specification, the word "to" means that the numerical values ​​before and after it are included as the lower and upper limits. In this specification, "(meth)acrylate" is a concept that encompasses both acrylate and methacrylate, and "(meth)acryloyl group" is a concept that encompasses both acryloyl group and methacryloyl group. In this specification, the solid content refers to components other than the solvent, and even if the component is liquid at room temperature and normal pressure (25°C, 101.3 kPa), it is calculated as the solid content. In addition, the solid content may be a component that chemically changes during the curing process. In this specification, the thickness of each layer is an average thickness, and the measurement method is a method of measuring the thickness at any five points on each layer and calculating the arithmetic average.

[0008] [Eyeglass Lens] An eyeglass lens has an eyeglass lens substrate, a primer layer, and a hard coat layer, in this order. FIG. 1 is a cross-sectional view of one embodiment of an eyeglass lens. The eyeglass lens 10 shown in FIG. 1 has an eyeglass lens substrate 12, a primer layer 14 disposed on both sides of the eyeglass lens substrate 12, and a hard coat layer 16 disposed on the primer layer 14. In FIG. 1, the layers are arranged so as to be in direct contact with each other, but they may be arranged via another layer. Also, in FIG. 1, the primer layer 14 and the hard coat layer 16 are arranged in this order on both sides of the eyeglass lens substrate 12, but the primer layer 14 and the hard coat layer 16 may be arranged in this order on only one side of the eyeglass lens substrate 12. Furthermore, the thickness of each layer is not limited to the size relationship shown in FIG. 1.

[0009] Various components that may be included in the eyeglass lens will be described in detail below.

[0010] <Eyeglass Lens Substrate> Examples of the eyeglass lens substrate include eyeglass lens substrates made of organic or inorganic materials, with eyeglass lens substrates made of inorganic materials (e.g., glass substrates, etc.) being preferred. Examples of eyeglass lens substrates include finished lenses in which both the convex and concave surfaces are optically finished and molded to the desired dioptric power, semi-finished lenses in which only the convex surface is finished as an optical surface (e.g., spherical, rotationally symmetric aspherical, progressive, etc.), and semi-finished lenses in which the concave surface is processed and polished to match the wearer's prescription. Examples of organic materials include acrylic resins, methacrylic resins, thiourethane resins, allyl resins, episulfide resins, polycarbonate resins, polyurethane resins, polyester resins, polystyrene resins, polyethersulfone resins, poly(4-methylpentene-1) resins, diethylene glycol bisallyl carbonate resins (CR-39), and polyvinyl chloride resins.

[0011] The thickness of the spectacle lens substrate is preferably 1 to 30 mm from the viewpoint of ease of handling. The refractive index of the spectacle lens substrate is not particularly limited. The spectacle lens substrate may be opaque or colored as long as it has light-transmitting properties.

[0012] <Primer Layer> The primer layer is a layer formed using a composition containing first resin particles containing polyurethane and second resin particles containing urethane (meth)acrylate.

[0013] The primer layer is a layer formed using a composition and preferably contains components derived from the composition, such as various components other than the solvent that the composition may contain, as well as cured products thereof and / or decomposition products thereof.

[0014] In the composition, the ratio of the mass of the second resin particles to the total mass of the first resin particles and the second resin particles (mass of the second resin particles / total mass of the first resin particles and the second resin particles) is 0.1 to 0.3, and preferably 0.1 to 0.2.

[0015] The various components that may be included in the composition are described in detail below.

[0016] (First Resin Particles) The first resin particles contain polyurethane. Polyurethane is a resin having a urethane bond, and examples thereof include a urethane resin obtained by reacting a compound having an isocyanate group with a compound having a hydroxyl group.

[0017] Examples of compounds having an isocyanate group include xylene diisocyanate, toluene diisocyanate, diphenylmethane diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, and tetramethylxylene diisocyanate. Examples of compounds having a hydroxyl group include polycarbonate diol, polyester diol, polycaprolactone diol, and polyalkylene glycol.

[0018] The first resin particles may have a group selected from a radically polymerizable group and a cationically polymerizable group. Examples of the radically polymerizable group include a (meth)acryloyl group. Examples of the cationically polymerizable group include an alicyclic ether group such as an epoxy group or an oxetanyl group, a cyclic acetal group, a cyclic lactone group, a cyclic thioether group, a spiro orthoester group, and a vinyloxy group. In particular, in terms of improving impact resistance, it is preferable that the first resin particles do not have a radically polymerizable group or a cationically polymerizable group.

[0019] Examples of the dispersion liquid containing the first resin particles include Evaphanol HA170 (manufactured by Nicca Chemical Co., Ltd.) and UW-1013D-C1 (manufactured by UBE Co., Ltd.).

[0020] The first resin particles may further contain other resins as long as they contain polyurethane. It is particularly preferred that the first resin particles consist solely of polyurethane. The content of polyurethane is preferably 30 to 100% by mass, more preferably 50 to 100% by mass, even more preferably 90 to 100% by mass, and particularly preferably 99 to 100% by mass, based on the total mass of the first resin particles.

[0021] The average particle size of the first resin particles is preferably 10 nm to 1 μm, more preferably 10 to 500 nm, and even more preferably 20 to 100 nm. The average particle size can be measured, for example, by using a catalog value or by the method for measuring the average particle size of an inorganic compound described below.

[0022] The content of the first resin particles is preferably 60 to 99 mass %, more preferably 70 to 95 mass %, and even more preferably 70 to 80 mass %, based on the total solid content of the composition.

[0023] (Second Resin Particles) The second resin particles contain urethane (meth)acrylate, which is a compound having a urethane bond formed by the reaction of an isocyanate group with a hydroxyl group, and a (meth)acryloyl group.

[0024] The urethane (meth)acrylate is preferably obtained by reacting a polyol, a diisocyanate, and a (meth)acrylate having a hydroxyl group. Examples of polyols include 1,6-hexane diglycidyl ether, polyethylene glycol, polypropylene glycol, polytetramethylene glycol, polycaprolactone diol, polycarbonate diol, polybutadiene polyol, and polyester diol. Examples of diisocyanates include toluene diisocyanate, xylene diisocyanate, diphenylmethane diisocyanate, tetramethylxylene diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, and dicyclohexylmethane diisocyanate.

[0025] The urethane (meth)acrylate is preferably a compound represented by formula (I).

[0026]

[0027] In formula (I), m represents a number from 0 to 9. R represents a bifunctional polyester polyol residue or a bifunctional polyether polyol residue. １ R each independently represents a hydrogen atom or a methyl group. ２ each independently represents an alkylene group having 2 to 4 carbon atoms, and L represents a group represented by any one of formulas (I-1) to (I-3).

[0028] In formula (I), R represents a bifunctional polyester polyol residue or a bifunctional polyether polyol residue. The bifunctional polyester polyol residue is a group obtained by removing two hydroxyl groups (OH) from a polyester polyol having two hydroxyl groups. Examples of the polyester polyol include polyester polyols obtained by dehydration condensation of adipic acid or phthalic acid with a glycol having 2 to 6 carbon atoms. The bifunctional polyether polyol residue is a group obtained by removing two hydroxyl groups (OH) from a polyether polyol having two hydroxyl groups. Examples of the polyether polyol include polyethylene glycol and polypropylene glycol.

[0029] In formula (I), R ２ represents an alkylene group having 2 to 4 carbon atoms. The alkylene group may be either linear or branched.

[0030] L represents a group represented by any one of formulas (I-1) to (I-3), in which * represents a bonding position.

[0031] When a plurality of groups represented by the same symbol are present in formula (I), the plurality of groups represented by the same symbol may be the same or different.

[0032] The tensile strain ε of the cured product of urethane (meth)acrylate is preferably 2% or more, more preferably 5% or more, and even more preferably 10% or more. The upper limit is preferably 100% or less, more preferably 40% or less. The tensile strain ε is a value as described in JIS-K-7161, and is the value (%) obtained by dividing the increase in the gauge length by the gauge length. The tensile strength σm of the cured product of urethane (meth)acrylate is preferably 25 MPa or more. The upper limit is preferably 100 MPa or less, more preferably 70 MPa or less, and even more preferably 50 MPa or less. The tensile strength σm is a value as described in JIS-K-7161, and is the first maximum stress (MPa) observed during testing. The tensile strain ε and tensile strength σm may be catalog values ​​or values ​​obtained by the measurement method shown in the Examples section.

[0033] The second resin particles (e.g., urethane (meth)acrylate) have a (meth)acryloyl group. The second resin particles may further have a group selected from a radical polymerizable group and a cationically polymerizable group other than a (meth)acryloyl group. Examples of the radical polymerizable group and the cationically polymerizable group include the groups that the first resin particles may have. In particular, it is preferable that the second resin particles do not have a group selected from a radical polymerizable group and a cationically polymerizable group other than a (meth)acryloyl group.

[0034] Examples of dispersions containing second resin particles include ETERNACOLL UW-9102 (manufactured by UBE), ACRYT WBR-8519D (manufactured by Taisei Fine Chemical Co., Ltd.), and the UCECOAT series (e.g., 7655, 7788, 7850, etc., manufactured by Daicel-Allnex Co., Ltd.). The tensile strain ε and tensile strength σm of each commercially available product were UCECOAT 7850 (tensile strain ε: 10%, tensile strength σm: 45 MPa), UCECOAT 7788 (tensile strain ε: 35%, tensile strength σm: 25 MPa), and UCECOAT 7655 (tensile strain ε: 1%, tensile strength σm: 25 MPa).

[0035] The second resin particles may further contain other resins as long as they contain urethane (meth)acrylate. It is particularly preferred that the second resin particles consist solely of urethane (meth)acrylate. The content of the urethane (meth)acrylate is preferably 30 to 100% by mass, more preferably 50 to 100% by mass, even more preferably 90 to 100% by mass, and particularly preferably 99 to 100% by mass, based on the total mass of the second resin particles.

[0036] The average particle size of the second resin particles is preferably 3 nm to 1 μm, more preferably 10 to 100 nm, and even more preferably 5 to 100 nm. The average particle size can be measured, for example, by using a catalog value or by the method for measuring the average particle size of an inorganic compound described below.

[0037] The content of the second resin particles is preferably 1 to 40% by mass, more preferably 5 to 30% by mass, and even more preferably 5 to 20% by mass, based on the total solid content of the composition.

[0038] The total content of the first resin particles and the second resin particles is preferably 70 to 100% by mass, more preferably 90 to 100% by mass, and even more preferably 99.5 to 100% by mass, based on the total solid content of the composition.

[0039] (Surfactant) The composition may contain a surfactant. Examples of the surfactant include silicone compounds such as silicone oil. Examples of the surfactant include the DOWSIL series (manufactured by Dow Chemical). The surfactant may be used alone or in combination of two or more types. When the composition contains a surfactant, the content of the surfactant is preferably 0.001 to 5 mass %, more preferably 0.01 to 0.5 mass %, based on the total solid content of the composition.

[0040] (Carbodiimide Compound) The composition preferably further contains a carbodiimide compound. Examples of the carbodiimide compound include Carbodilite SV-02 (manufactured by Nisshinbo Chemical Inc.), Carbodilite V-04 (manufactured by Nisshinbo Chemical Inc.), and Carbodilite V-02 (manufactured by Nisshinbo Chemical Inc.). The carbodiimide compounds may be used alone or in combination of two or more. When the composition contains a carbodiimide compound, the content of the carbodiimide compound is preferably 0.1 to 20 mass%, more preferably 0.2 to 15 mass%, and even more preferably 1 to 10 mass%.

[0041] (Solvent) The composition may contain a solvent. Examples of the solvent include water and organic solvents. Examples of the organic solvent include alcohol solvents, ketone solvents, ether solvents, ester solvents, hydrocarbon solvents, halogenated hydrocarbon solvents, amide solvents, sulfone solvents, and sulfoxide solvents. The solvent may be used alone or in combination of two or more. When the composition contains a solvent, the content of the solvent is preferably 10.0 to 90.0 mass %, and more preferably 20.0 to 70.0 mass %, relative to the total mass of the composition.

[0042] (Polymerization initiator) The composition preferably further contains a polymerization initiator. Examples of the polymerization initiator include a photopolymerization initiator and a thermal polymerization initiator. Examples of the polymerization initiator include Omnirad 127, 184, 907, 651, 1700, 1800, 819, 369, 2959 and TPO (manufactured by IGM Resins B.V.); DAROCUR 1173 (manufactured by Sigma-Aldrich); Ezacure KIP150 and TZT (manufactured by Nippon SiberHegner KK); Kayacure BMS and Kayacure DMBI (manufactured by Nippon Kayaku Co., Ltd.); Tinuvin 400, Tinuvin 405, Tinuvin 460, Tinuvin 477, Tinuvin 479 and Tinuvin 1577 (manufactured by BASF).

[0043] The polymerization initiator may be used alone or in combination of two or more. When the composition contains a polymerization initiator, the content of the polymerization initiator is preferably 0.001 to 5 mass %, more preferably 0.01 to 5 mass %, based on the total solid content of the composition.

[0044] The composition may contain other components in addition to the above-mentioned various components, such as other components that may be contained in the composition for forming a hard coat layer.

[0045] The thickness of the primer layer is preferably 0.3 to 2.0 μm.

[0046] Examples of methods for forming a primer layer include a method in which a composition is applied to a spectacle lens substrate to form a coating film, and then the coating film is subjected to a curing treatment such as light irradiation and heat treatment. After forming the coating film, if necessary, a drying treatment such as heat treatment may be performed to remove the solvent from the coating film. Methods for applying the composition include known methods (e.g., dipping coating, spin coating, spray coating, inkjet coating, and flow coating). For example, when using the dipping coating method, a coating film of a predetermined thickness can be formed on the spectacle lens substrate by immersing the spectacle lens substrate in the composition, then pulling it out and drying it. In particular, it is preferable to simultaneously perform a curing treatment on a coating film formed using the composition and a coating film formed using a hard coat layer-forming composition described below. In other words, it is preferable to simultaneously form a primer layer and a hard coat layer by the curing treatment.

[0047] <Hard Coat Layer> The hard coat layer is a layer disposed on a primer layer and is a layer that imparts scratch resistance to the eyeglass lens substrate. The hard coat layer is preferably a layer formed from a hard coat layer-forming composition. The hard coat layer can be formed using a hard coat layer-forming composition and contains components of the hard coat layer-forming composition. Examples of components derived from the hard coat layer-forming composition include various components other than the solvent that the hard coat layer-forming composition may contain, as well as cured products and / or decomposition products thereof.

[0048] Various components that may be contained in the composition for forming a hard coat layer will be described in detail below.

[0049] (Inorganic Compound) The composition for forming a hard coat layer may contain an inorganic compound. The inorganic compound is an inorganic compound selected from the group consisting of inorganic oxides and silsesquioxanes. In this specification, silsesquioxanes are not included in the inorganic oxides.

[0050] The inorganic oxide is preferably a metal oxide particle. Examples of the metal oxide particle include oxide particles of one or more metals selected from the group consisting of Ti, Zr, Si, Al, Sn, Sb, Ta, Ce, La, Fe, Zn, W, and In, as well as composite metal oxide particles thereof. Composite metal oxide particles are oxide particles containing two or more metals (metal atoms). The inorganic oxide particle is preferably a SiO ２ (silicon oxide), Al ２ O ３ (aluminum oxide), SnO ２ (tin oxide), ZrO ２ (zirconium oxide) and TiO ２ (titanium oxide), and SiO ２ and ZrO ２ More preferably, the material contains one or more selected from the group consisting of SiO ２ It is more preferable that the inorganic oxide particles contain SiO. Commercially available inorganic oxide particles may be used. ２ , Al ２ O ３ , SnO ２ , ZrO ２ , TiO ２ and composite oxide particles thereof, dispersed in water or an organic solvent.

[0051] Silsesquioxanes are silane compounds having a basic skeleton represented by formula (Q) that can be obtained by hydrolyzing trifunctional silane compounds such as alkoxysilanes, chlorosilanes, and silanols. Examples of silsesquioxane structures include irregular structures such as random structures, ladder structures, cage (fully condensed cage) structures, and incomplete cage structures (partially cleaved cage structures in which some silicon atoms are missing from the cage structure and some silicon-oxygen bonds in the cage structure are cleaved).

[0052] R Ｑ -SiO ３／２ (Q) In formula (Q), R Ｑ represents a monovalent organic group.

[0053] Examples of silsesquioxanes include the SQ series (eg, AC-SQ series and MAC-SQ series, manufactured by Toagosei Co., Ltd.).

[0054] The inorganic compound may be surface-treated. Examples of the surface treatment include the introduction of various functional groups and treatment using a known surface modifier. Examples of the functional group introduced onto the surface of the inorganic compound include a polymerizable group, and a (meth)acryloyl group is preferred. When the inorganic compound has a (meth)acryloyl group on the surface, it is preferred because it easily reacts with the second resin particles contained in the composition.

[0055] The average particle size of the inorganic compound is preferably 0.5 to 200 nm, more preferably 1 to 50 nm. Examples of methods for measuring the average particle size include a method of measuring the particle size of 100 particles of any inorganic compound using a scanning electron microscope and calculating the arithmetic average, and a method of measuring the average particle size using dynamic light scattering under the following conditions. Measuring device: Zeta potential / particle size measurement system ELS-Z2 (manufactured by Otsuka Electronics Co., Ltd.) Measuring cell: Particle size cell unit (scattering angle 165°) Measuring temperature: 25°C Particle size analysis method: Contin method During measurement, the inorganic compound to be measured or a dispersion containing the inorganic compound to be measured is diluted with a dilution solvent as needed. Examples of dilution solvents include MEK (methyl ethyl ketone). If the use of MEK causes problems such as aggregation of the inorganic compound, other appropriate dilution solvents are used. Furthermore, in this specification, unless otherwise specified, the average particle size refers to the average particle size based on volume distribution.

[0056] When the composition for forming a hard coat layer contains an inorganic compound, the content of the inorganic compound is preferably 10.0 to 99.0 mass %, more preferably 50.0 to 95.0 mass %, and still more preferably 80.0 to 95.0 mass %, based on the total solid content of the composition for forming a hard coat layer.

[0057] (Other Components) The composition for forming a hard coat layer may contain other components in addition to the various components described above. Examples of the other components include various components that can be contained in the composition (e.g., surfactants, etc.), sensitizers (e.g., Anthracure series (manufactured by Kawasaki Chemical Industries, Ltd.)), ultraviolet absorbers (e.g., triazine compounds and benzotriazole compounds), deterioration inhibitors, coating film modifiers, light stabilizers, antioxidants, coloring inhibitors, dyes, fillers, and internal mold release agents.

[0058] The thickness of the hard coat layer is preferably 1 μm or more, more preferably 5 μm or more, and even more preferably 10 μm or more. The upper limit is preferably 30 μm or less.

[0059] Examples of methods for forming a hard coat layer include a method in which a hard coat layer-forming composition is applied to a primer layer or a coating film formed using the composition to form a coating film, and then the coating film is subjected to a curing treatment such as light irradiation treatment and heat treatment. After forming the coating film, if necessary, a drying treatment such as heat treatment may be performed to remove the solvent from the coating film. Methods for applying the hard coat layer-forming composition include known methods (e.g., dipping coating, spin coating, spray coating, inkjet coating, flow coating, etc.). For example, when using the dipping coating method, a coating film of a predetermined thickness can be formed on the eyeglass lens substrate by immersing the eyeglass lens substrate in the hard coat layer-forming composition, and then pulling out and drying the eyeglass lens substrate. Furthermore, as described above, it is preferable to form a coating film using the hard coat layer-forming composition on a coating film formed using the composition, and then simultaneously curing the coating films.

[0060] The conditions for the light irradiation treatment can be selected appropriately depending on the type of polymerization initiator used. The type of light used for light irradiation can be, for example, ultraviolet light or visible light. The light source can be, for example, a high-pressure mercury lamp. The cumulative light amount used for light irradiation can be 100 to 10,000 mJ / cm from the viewpoints of productivity and curability of the coating film. ２ is preferred, and 100 to 5,000 mJ / cm ２is more preferred.

[0061] <Method for Producing Each Composition> Examples of methods for producing each composition (the composition and the composition for forming a hard coat layer) include a method for mixing various components that may be contained in each composition all at once, and a method for mixing various components in stages in separate batches.

[0062] <Anti-Reflection Film> The spectacle lens may have an anti-reflection film. The anti-reflection film may have a single-layer structure or a multi-layer structure. The anti-reflection film is preferably an inorganic anti-reflection film. An inorganic anti-reflection film refers to an anti-reflection film made of an inorganic compound. An anti-reflection film having a multi-layer structure may have a structure in which low-refractive-index layers and high-refractive-index layers are alternately laminated. Examples of materials constituting the high-refractive-index layers include titanium, zirconium, aluminum, niobium, tantalum, and lanthanum oxide. Examples of materials constituting the low-refractive-index layers include silica oxide. Examples of methods for producing an anti-reflection film include dry methods such as vacuum deposition, sputtering, ion plating, ion-beam assisted deposition, and CVD.

[0063] The spectacle lenses of the present disclosure will be explained in more detail below using examples and comparative examples, but the present disclosure is not limited by these examples in any way.

[0064] Example 1 Preparation of Composition A living polymerization composition was prepared by mixing pure water (0.69 parts by mass), a 10% by mass aqueous solution of DOWSIL 501W Additive (0.16 parts by mass) and a 10% by mass aqueous solution of DOWSIL L-7604 (0.16 parts by mass) as surfactants, Evaphanol HA170 (manufactured by Nicca Chemical Co., Ltd., solids concentration 37% by mass) (35.31 parts by mass) and UCECOAT 7850 (manufactured by Daicel-Allnex Corporation, solids concentration 36.0% by mass, 3.99 parts by mass) as aqueous urethane dispersions, and Omnirad 2959 (manufactured by IGM Resin B.V.) (0.015 parts by mass) as a polymerization initiator. The living polymerization composition was stirred at 25°C to prepare Composition 1 having a solids concentration of 36.0% by mass.

[0065] 10% by mass DOWSIL 501W Additive aqueous solution (B)—This was obtained by mixing pure water (9 parts by mass) and a surfactant, DOWSIL 501W Additive (manufactured by Dow Chemical) (1 part by mass).

[0066] 10% by mass DOWSIL L-7604 aqueous solution (C)—This solution was obtained by mixing pure water (9 parts by mass) and a surfactant, DOWSIL L-7604 (manufactured by Dow Chemical) (1 part by mass).

[0067] <Preparation of composition for forming hard coat layer> (Meth)acryloyl group-coated SiO ２ A nanoparticle dispersion (MEK-AC-4130Y) (manufactured by Nissan Chemical Industries, Ltd., solid content concentration 31% by mass) (129.0 parts by mass), ACSQ-TA100 (manufactured by Toagosei Co., Ltd.) (58.5 parts by mass), Omnirad 369E (manufactured by IGM Rseins B.V.) (1.0 part by mass), Omnirad 127 (manufactured by IGM Rseins B.V.) (0.5 part by mass), and L-7001 (DOWSIL L-7001, manufactured by Dow Chemical) (0.08 part by mass) were mixed to prepare a hard coat layer-forming composition 1 having a solid content concentration of 52.9% by mass.

[0068] <Preparation of Spectacle Lenses> As the spectacle lens substrate, a lens with a refractive index of 1.60 (Nikon Lite 3AS Material S0.00D, manufactured by Nikon-Essilor) or a lens with a refractive index of 1.74 (Nikon-Essilor S-1.50) was used. Specifically, when preparing spectacle lenses for evaluating transparency (haze), the lens with a refractive index of 1.60 was used as the spectacle lens substrate, and when preparing spectacle lenses for evaluating impact resistance, the lens with a refractive index of 1.74 was used as the spectacle lens substrate. Composition 1 (1.0 mL) was dropped onto one surface of the spectacle lens substrate, and spin-coated. In the spin-coating, the spectacle lens substrate coated with Composition 1 was rotated in this order at 500 rpm for 10 seconds, at 2000 rpm for 0.5 seconds, and finally, to 0 rpm over 1 second. The obtained substrate was then heated at 90°C for 20 minutes to prepare a spectacle lens substrate 1 with a first coating film. Furthermore, a first coating film was formed on the other surface of the obtained eyeglass lens substrate 1 with the first coating film in the same manner as above, to obtain a laminate.

[0069] A hard coat layer-forming composition 1 (2.0 mL) was dropped onto one surface of the first coating film of the obtained laminate, and spin-coated. In the spin-coating, the laminate coated with the hard coat layer-forming composition 1 was rotated in this order at 500 rpm for 10 seconds, at 2000 rpm for 0.5 seconds, and finally at 0 rpm over 1 second. Next, the obtained substrate was heated at 90°C for 20 minutes. Thereafter, a high-pressure mercury lamp (100 mW / cm) was used as a light source. ２ ) was used to irradiate the second coating film and the first coating film formed using the hard coat layer-forming composition 1 with ultraviolet light (cumulative light amount: 0.8 J / cm ２ ) and then baked at 100°C for 10 minutes to form a primer layer and a hard coat layer. Furthermore, a hard coat layer was formed on the surface side of the other first coating film using the same procedure as above, thereby obtaining the eyeglass lens of Example 1.

[0070] When preparing eyeglass lenses for evaluating impact resistance, a multilayer inorganic anti-reflection layer (thickness: 400 nm, component: SiO) was further formed on the surfaces of both hard coat layers of the obtained eyeglass lenses of Example 1 by vacuum deposition (electron beam method). ２ and ZrO ２ ) and an organic antifouling layer (thickness 20 nm, component: fluorine-based organic compound) were formed in this order to obtain a spectacle lens for evaluating impact resistance.

[0071] [Examples 2 to 4 and Comparative Examples 1 and 2] In Examples 2 to 4 and Comparative Examples 1 and 2, each spectacle lens was produced using the same procedure as in Example 1, except that the contents of the various components were changed as shown in the table below. Furthermore, each spectacle lens for impact resistance evaluation was obtained using the same procedure as in Example 1.

[0072] [Evaluation] <Tensile strain ε and tensile strength σm> A coating film was formed using a solution containing each of the second resin particles (a commercially available product containing the second resin particles shown in Table 1), and then dried and cured to obtain a test piece. Further, the obtained test piece was molded in accordance with JIS-K-7127, and the tensile strain ε and tensile strength σm were measured in accordance with JIS-K-7161.

[0073] <Transparency (Haze)> To evaluate transparency, the eyeglass lens was placed on the light receiver side of a haze meter (NDH7000II, manufactured by Nippon Denshoku Industries Co., Ltd.), and measurements were taken three times. The average of the measurements (based on JIS K7136) was calculated and used as the haze value to evaluate transparency according to the following evaluation criteria: "A": Haze value less than 0.50% "B": Haze value 0.50% or more

[0074] <Impact Resistance> Each eyeglass lens for impact resistance evaluation was placed on the lens support stage of a drop ball tester in accordance with FDA Regulation 21 CFR 801.410, and a steel ball (16.2 g, outer diameter 15.9 mm) was dropped from a height of 1270 mm onto the geometric center of the convex surface of the eyeglass lens. The drop position was within a circle 15.9 mm in diameter from the geometric center of the lens. After the steel ball was dropped, the eyeglass lens was visually inspected for scratches and the shape of the scratches, and the impact resistance was evaluated according to the following evaluation criteria: "A": The steel ball did not penetrate the eyeglass lens. "B": The steel ball penetrated the eyeglass lens.

[0075] A: Pure water B: 10 mass % DOWSIL 501W Additive aqueous solution C: 10 mass % DOWSIL L-7604 aqueous solution D: Dispersion containing first resin particles Evaphanol HA170 (dispersion of first resin particles containing polyurethane particles, average particle size of 10 to 500 nm, manufactured by Nicca Chemical Co., Ltd., solid content concentration 37 mass %) E: Dispersion containing second resin particles UCECOAT 7850 (dispersion of second resin particles containing urethane (meth)acrylate, average particle size of 10 to 100 nm, manufactured by Daicel-Allnex Co., Ltd.) UCECOAT 7788 (dispersion of second resin particles containing urethane (meth)acrylate, average particle size of 10 to 100 nm, manufactured by Daicel-Allnex Co., Ltd.) F: Omnirad 2959 (IGM Resin B.V. Co., Ltd.) G: Dispersion containing first resin particles UW-1013D-C1 (dispersion containing polyurethane particles, average particle size was 10 to 500 nm, manufactured by UBE Co., Ltd., solid content concentration 34% by mass) H: Carbodilite V-02 (manufactured by Nisshinbo Chemical Inc., solid content concentration 39.9% by mass) I: Solid content concentration of each composition (% by mass)

[0076]

[0077] The "Ratio X" column indicates the ratio of the mass of the second resin particles to the total mass of the first resin particles and the second resin particles in the composition used to form the primer layer (mass of second resin particles / total mass of first resin particles and second resin particles). HA170: Evaphanol HA170 as described above. 1013D: UW-1013D-C1 as described above. UCECOAT 7850: As described above. UCECOAT 7788: As described above.

[0078]

[0079] As shown in Table 1, it was confirmed that the spectacle lenses of the present disclosure provide the desired effects.

[0080] 10 eyeglass lens 12 eyeglass lens substrate 14 primer layer 16 hard coat layer

Claims

1. A spectacle lens having, in this order, a spectacle lens substrate, a primer layer, and a hard coat layer, the primer layer being a layer formed using a composition containing first resin particles containing polyurethane and second resin particles containing urethane (meth)acrylate, and the ratio of the mass of the second resin particles to the total mass of the first resin particles and the second resin particles in the composition is 0.1 to 0.

3.

2. The eyeglass lens according to claim 1, wherein the average particle size of the first resin particles is 10 to 500 nm.

3. The eyeglass lens according to claim 1 or 2, wherein the average particle size of the second resin particles is 10 to 100 nm.

4. The eyeglass lens according to any one of claims 1 to 3, wherein the tensile strain ε of the cured product of the urethane (meth)acrylate is 5% or more.

5. The eyeglass lens according to any one of claims 1 to 4, wherein the tensile strength σm of the cured product of the urethane (meth)acrylate is 25 MPa or more.

6. The eyeglass lens according to any one of claims 1 to 5, wherein the composition further comprises a carbodiimide compound.

7. The eyeglass lens according to any one of claims 1 to 6, wherein the composition further comprises a polymerization initiator.

Images