Ophthalmic lens

Abstract

Provided is an ophthalmic lens having an excellent brightening effect. This spectacle lens has a lens substrate and a resin layer disposed on the lens substrate, and is characterized in that the resin layer contains a compound represented by formula (A) and a resin, and the resin contains a repeating unit (1) derived from a silsesquioxane having a polymerizable group and a repeating unit (2) derived from a monofunctional monomer. The mass ratio of the repeating unit 1 to the repeating unit 2 is 60 / 40 to 95 / 5, and the transmittance of the ophthalmic lens at a wavelength of 556 nm is 65 to 80%.

Description

[0001] The present disclosure relates to ophthalmic lenses. Background Art

[0002] Patent Document 1 discloses a photochromic curable composition, characterized in that it contains a silsesquioxane component (A1) having a radical polymerizable group and a difunctional radical polymerizable monomer (A2) represented by the general formula (1) as a radical polymerizable component (A), and further contains a photochromic compound (B).

[0003] Prior art literature

[0004] Patent Literature

[0005] Patent Document 1: International Publication No. 2013 / 008825 Summary of the invention

[0006] The present disclosure relates to an eyeglass lens having a lens substrate and a resin layer arranged on the lens substrate, wherein the resin layer comprises a compound represented by formula (A) and a resin, the resin comprises a repeating unit 1 derived from a silsesquioxane having a polymerizable group and a repeating unit 2 derived from a monofunctional monomer, the mass ratio of the repeating unit 1 to the repeating unit 2 is 60 / 40 to 95 / 5, and the transmittance of the eyeglass lens at a wavelength of 556 nm is 65 to 80%. BRIEF DESCRIPTION OF THE DRAWINGS

[0007] Figure 1 An example of a cross section of a spectacle lens is shown. DETAILED DESCRIPTION

[0008] Hereinafter, the spectacle lens of the present disclosure will be described in detail.

[0009] The eyeglass lens of the present disclosure has an excellent brightening effect by making the transmittance at the wavelength of 556 nm fall within a predetermined range.

[0010] The brightening effect refers to at least one of the following effects: when the subject wears glasses with spectacle lenses, for example, in a room that is substantially not irradiated with the above-mentioned photosensitizing light, the observed object appears brighter and more vivid (in particular, red is brighter without losing the vividness of red); and white (for example, the white screen of a personal computer (especially LED backlight)) appears whiter.

[0011] In addition, the spectacle lens of the present disclosure is reduced in coloration by irradiation with the above-mentioned photosensitizing light and becomes closer to colorless.

[0012] In the present specification, "to" means that the numerical values ​​described before and after it are included as the lower limit and the upper limit.

[0013] In the present specification, “(meth)acrylic acid” is a concept including both acrylic acid and methacrylic acid, and “(meth)acryloyl” is a concept including both acryloyl and methacryloyl.

[0014] In this specification, ultraviolet light refers to light with a wavelength of 100 to 400 nm, visible light refers to light with a wavelength of 380 to 780 nm, and infrared light refers to light with a wavelength of 780 to 1000 nm.

[0015] In this specification, the transmittance can be measured using, for example, a spectrophotometer (U-4100, manufactured by Hitachi, Ltd.).

[0016] In this specification, solid content refers to components other than solvents, and even if the properties of the components are liquid at normal temperature and pressure (25°C, 101.3 kPa), they are calculated as solid content. In addition, the solid content may be a component that undergoes chemical changes during the curing process.

[0017] Figure 1 is a cross-sectional view of one embodiment of an ophthalmic lens.

[0018] Figure 1 The eyeglass lens 10 shown includes a lens substrate 12 and a resin layer 14 disposed on the lens substrate 12 .

[0019] exist Figure 1 In the embodiment, the resin layer 14 is arranged in direct contact with the lens substrate 12, but the present invention is not limited to this form, and other layers (such as a primer layer, etc.) may be arranged between the lens substrate 12 and the resin layer 14. That is, the resin layer 14 may be arranged directly on the lens substrate 12, or may be arranged indirectly on the lens substrate 12 via other layers.

[0020] In addition, Figure 1 In the embodiment, the resin layer 14 is disposed on one surface of the lens substrate 12 , but the resin layer 14 may be disposed on both surfaces of the lens substrate 12 .

[0021] [Spectacle lenses]

[0022] The lens substrate comprises a lens substrate and a resin layer disposed on the lens substrate.

[0023] The spectacle lens preferably has a transmittance increased at a wavelength of 556 nm by irradiation with light to which the compound represented by formula (A) (hereinafter also referred to as “compound A”) is sensitive (hereinafter also referred to as “specific light”).

[0024] The compound A contained in the resin layer is a compound having the characteristics of showing a weak red color before irradiation with specific light, and fading or showing a weaker red color after irradiation with specific light. Therefore, if the spectacle lens is irradiated with specific light, the compound A will fade or show a weaker red color, and the spectacle lens will also undergo the same color change as compound A, and as a result, the transmittance of the spectacle lens at a wavelength of 556nm will increase. In addition, if the spectacle lens after irradiation with specific light is stored without irradiation with specific light, it will gradually return to the state before irradiation with specific light, that is, the color change of the spectacle lens caused by specific light can occur reversibly.

[0025] The specific light is light to which compound A is sensitive.

[0026] The light to which compound A is sensitive refers to light that causes a structural change in compound A when irradiated to compound A. Specifically, compound A is a compound that can change from a closed-ring structure to an open-ring structure by irradiation with specific light, and is a retrophotochromic compound in which the color of compound A fades with the structural change. The specific light is not particularly limited as long as it causes a chemical structural change (e.g., a ring-opening reaction) in compound A, and may be ultraviolet light, visible light, and infrared light, preferably ultraviolet light.

[0027] For example, when the specific light is ultraviolet light, the eyeglass lens of the present disclosure can obtain a brightening effect indoors where ultraviolet light is not substantially irradiated, while outdoors where ultraviolet light is irradiated, the eyeglass lens loses color and can be used as a normal non-tinted eyeglass lens.

[0028] The transmittance of the eyeglass lens at a wavelength of 556nm is 65-80%.

[0029] The transmittance is 65 to 80%, preferably 67 to 80%, and more preferably 68 to 79%.

[0030] It should be noted that the transmittance of the above-mentioned eyeglass lens at a wavelength of 556 nm refers to the value obtained by measuring the transmittance of the eyeglass lens after placing it under a fluorescent lamp indoors for 30 minutes. In the above environment, the structural change from a closed-loop body to an open-loop body of compound A does not occur. That is, the transmittance of the above-mentioned eyeglass lens at a wavelength of 556 nm refers to the transmittance of compound A in a closed-loop body.

[0031] Use halogen lamp at 90W / cm 2 When the eyeglass lens is irradiated with an illumination of 90 W / cm for 240 seconds, the difference in average transmittance (ΔT) before and after irradiation in each wavelength range preferably satisfies at least one of the following equations (1) to (4), and more preferably satisfies at least the relationship of equation (3). 2 Irradiation with an illumination of 240 seconds is called specific irradiation.

[0032] ΔT1=T 12 -T 11 Formula (1)

[0033] ΔT2=T 22 -T 21 Formula (2)

[0034] ΔT3=T 32 -T 31 Formula (3)

[0035] ΔT4=T 42 -T 41 Formula (4)

[0036] The average transmittance of the spectacle lens in the wavelength range of 380 to 780 nm before specific irradiation is defined as T. 11 (%), the average transmittance of the spectacle lens in the wavelength range of 380 to 780 nm after specific irradiation is defined as T 12 (%), the spectacle lens preferably satisfies the relationship of formula (1).

[0037] T 11 It is preferably 70 to 90%, more preferably 72 to 87%. 12 It is preferably 80 to 90%, more preferably 85 to 90%.

[0038] ΔT1 is preferably 2.0 to 20.0%, more preferably 2.0 to 18.0%.

[0039] The average transmittance of the spectacle lens in the wavelength range of 380 to 780 nm before specific irradiation is a value obtained by measuring the transmittance of the spectacle lens after leaving it under a fluorescent lamp indoors for 30 minutes, similarly to the measurement of the transmittance of the spectacle lens at a wavelength of 556 nm.

[0040] The average transmittance of the spectacle lens in the wavelength range of 430 to 470 nm before the specific irradiation is defined as T. 21 (%), the average transmittance of the spectacle lens in the wavelength range of 430 to 470 nm after specific irradiation is defined as T 22 (%), the spectacle lens preferably satisfies the relationship of formula (2).

[0041] T 21 It is preferably 75 to 90%, more preferably 84 to 90%. 22 It is preferably 82 to 90%, more preferably 85 to 90%.

[0042] ΔT2 is preferably 0.0 to 6.0%, more preferably 0.0 to 3.0%.

[0043] The average transmittance of the spectacle lens in the wavelength range of 430 to 470 nm before specific irradiation is a value obtained by measuring the transmittance of the spectacle lens after leaving it under a fluorescent lamp indoors for 30 minutes, similarly to the measurement of the transmittance of the spectacle lens at a wavelength of 556 nm.

[0044] The average transmittance of the spectacle lens in the wavelength range of 530 to 570 nm before specific irradiation is defined as T. 31 (%), the average transmittance of the spectacle lens in the wavelength range of 530 to 570 nm after specific irradiation is defined as T 32 (%), the spectacle lens preferably satisfies the relationship of formula (3).

[0045] T 31 It is preferably 70 to 90%, more preferably 72 to 87%. 32 It is preferably 80 to 90%, more preferably 85 to 90%.

[0046] ΔT3 is preferably 7.0 to 20.0%, more preferably 7.0 to 18.0%.

[0047] The average transmittance of the spectacle lens in the wavelength range of 530 to 570 nm before specific irradiation is a value obtained by measuring the transmittance of the spectacle lens after leaving it under a fluorescent lamp indoors for 30 minutes, similarly to the measurement of the transmittance of the spectacle lens at a wavelength of 556 nm.

[0048] The average transmittance of the spectacle lens in the wavelength range of 630 to 670 nm before specific irradiation is defined as T. 41 (%), the average transmittance of the spectacle lens in the wavelength range of 630 to 670 nm after specific irradiation is defined as T 42 (%), the spectacle lens preferably satisfies the relationship of formula (4).

[0049] T 41 It is preferably 80 to 92%, more preferably 85 to 92%. 42 It is preferably 85 to 92%, more preferably 87 to 92%.

[0050] ΔT4 is preferably 0.0 to 7.0%, more preferably 0.0 to 4.0%.

[0051] The average transmittance of the spectacle lens in the wavelength range of 630 to 670 nm before specific irradiation is a value obtained by measuring the transmittance of the spectacle lens after leaving it under a fluorescent lamp indoors for 30 minutes, similarly to the measurement of the transmittance of the spectacle lens at a wavelength of 556 nm.

[0052] Examples of methods for adjusting the values ​​of ΔT1 to ΔT4 include methods of adjusting the content of the compound A relative to the total mass of the resin layer and the thickness of the resin layer.

[0053] Hereinafter, each component that may be included in the eyeglass lens will be described in detail.

[0054] <Lens substrate>

[0055] An eyeglass lens has a lens substrate.

[0056] Examples of the types of lens substrates include lens substrates made of organic materials or inorganic materials, and lens substrates made of inorganic materials (eg, glass substrates) are preferred.

[0057] As lens substrates, for example, there can be listed finished lenses whose convex and concave surfaces are both optically polished and shaped according to the desired diopter, semi-finished lenses whose convex surfaces only are polished into optical surfaces (such as spherical surfaces, rotational aspherical surfaces, and progressive surfaces, etc.), and semi-finished lenses whose concave surfaces are processed and ground according to the wearer's prescription.

[0058] As organic materials, for example, resins can be listed, specifically, (meth)acrylic resins, thiol carbamate resins, allyl resins, episulfide resins, polycarbonate resins, polyurethane resins, polyester resins, polystyrene resins, polyether sulfone resins, poly-4-methyl-1-pentene resins and diethylene glycol bisallyl carbonate resins (CR-39).

[0059] Examples of the inorganic material include silicon, ceramics, and glass, and glass is preferred.

[0060] From the viewpoint of workability, the thickness of the lens substrate is often 1 to 30 mm.

[0061] The transmittance of the lens substrate at a wavelength of 556 nm is preferably 80% or more, more preferably 90% or more. The upper limit may be less than 100%.

[0062] <Resin layer>

[0063] The eyeglass lens has a resin layer disposed on a lens substrate.

[0064] The resin layer contains compound A and resin X which will be described later.

[0065] (Compound represented by formula (A))

[0066] Compound A has the property of showing a weak red color before irradiation with a specific light, and fading or showing a weaker red color after irradiation with the specific light. In other words, the eyeglass lens having a resin layer containing compound A shows a weak red color before irradiation with a specific light, and fading or showing a weaker red color after irradiation with the specific light. By showing a weak red color before irradiation with the specific light, a brightening effect can be easily obtained.

[0067] As long as the resin layer contains the compound A, it may further contain other dyes.

[0068]

[0069] In formula (A), R represents a methyl group, a methoxy group or a dialkylamino group, and n represents an integer of 0-5.

[0070] The alkyl group constituting the dialkylamino group may be linear, branched, or cyclic. The alkyl group preferably has 1 to 10 carbon atoms.

[0071] As n, an integer of 0 to 2 is preferable, and 0 is more preferable.

[0072] When there are a plurality of R, R may be the same as or different from each other.

[0073] The compound A may be used alone or in combination of two or more.

[0074] The content of the compound A is preferably 0.01 to 20% by mass, more preferably 0.05 to 10% by mass, and even more preferably 1 to 5% by mass, based on the total mass of the resin layer.

[0075] (Resin X)

[0076] The resin layer contains resin X.

[0077] The resin X contains a repeating unit 1 derived from a silsesquioxane having a polymerizable group and a repeating unit 2 derived from a monofunctional monomer, and the mass ratio of the repeating unit 1 to the repeating unit 2 is 60 / 40 to 95 / 5.

[0078] The mass ratio of the repeating unit 1 to the repeating unit 2 (mass of the repeating unit 1 / mass of the repeating unit 2) is preferably 60 / 40 to 80 / 20, more preferably 60 / 40 to 70 / 35.

[0079] The content of the repeating unit 1 is preferably 10 to 90% by mass, more preferably 30 to 80% by mass, and even more preferably 50 to 70% by mass based on all the repeating units of the resin.

[0080] The content of the repeating unit 2 is preferably 10 to 90% by mass, more preferably 20 to 70% by mass, and even more preferably 30 to 50% by mass based on all the repeating units of the resin.

[0081] The repeating unit 1 is a repeating unit derived from silsesquioxane having a polymerizable group. In other words, the repeating unit 1 is a repeating unit obtained by polymerizing silsesquioxane having a polymerizable group.

[0082] Examples of polymerizable groups include free radical polymerizable groups and cationic polymerizable groups. Examples of free radical polymerizable groups include (meth)acryloyl groups. Examples of cationic polymerizable groups include alicyclic ether groups such as epoxy groups and oxetanyl groups, cyclic acetal groups, cyclic lactone groups, cyclic thioether groups, spirocyclic orthoester groups, and vinyloxy groups.

[0083] As the polymerizable group, a radical polymerizable group is preferred, and a (meth)acryloyl group is more preferred.

[0084] The number of polymerizable groups contained in silsesquioxane may be 1 or 2 or more.

[0085] Silsesquioxane refers to a silane compound obtained by hydrolyzing a trifunctional silane compound such as alkoxysilane, chlorosilane, and silanol.

[0086] Examples of the structure of silsesquioxane include irregular forms such as a random structure, a ladder structure, a cage-type (completely condensed cage-type) structure, and an incomplete cage-type structure (a partially cleaved structure of a cage-type structure, a structure in which a part of silicon atoms is missing from the cage-type structure, and a structure in which a part of silicon-oxygen bonds in the cage-type structure are cut).

[0087] As the silsesquioxane having a polymerizable group, a silane compound having a basic skeleton represented by formula (Q) is preferred.

[0088] R Q -SiO 3 / 2 (Q)

[0089] In formula (Q), R Q Represents a monovalent organic group. Q At least one of them represents a polymerizable group.

[0090] The above-mentioned polymerizable group is as described above.

[0091] Examples of the silsesquioxane include SQ series (eg, AC-SQ series and MAC-SQ series, etc., manufactured by Toagosei Co., Ltd.).

[0092] The repeating unit 1 may be used alone or in combination of two or more.

[0093] The repeating unit 2 is a repeating unit derived from a monofunctional monomer. In other words, the repeating unit 2 is a repeating unit obtained by polymerizing a monofunctional monomer.

[0094] A monofunctional monomer is a monomer having one polymerizable group.

[0095] Examples of the polymerizable group include the groups exemplified as the polymerizable groups possessed by the silsesquioxane, and a radical polymerizable group is preferred, and a (meth)acryloyl group is more preferred.

[0096] The monofunctional monomer may have other functional groups besides the polymerizable group.

[0097] As the monofunctional monomer, for example, ethylene glycol monoethyl ether methacrylate, (meth)acrylic acid, 2-(2-ethoxyethoxy)ethyl acrylate, methoxypolyethylene glycol monoacrylate, methoxypolyethylene glycol monomethacrylate, phenoxypolyethylene glycol acrylate, 2-acryloyloxyethyl succinate, 2-ethylhexyl acrylate, 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, tetrahydrofurfuryl acrylate, 2-ethylhexyl carbitol acrylate, 3-methoxybutyl acrylate, benzyl acrylate, cyclohexyl acrylate, isopentyl acrylate, isobutyl acrylate, methoxytriethylene glycol acrylate, phenoxytetraethylene glycol acrylate, hexadecyl acrylate, isostearyl acrylate, stearyl acrylate and styrene monomer can be listed.

[0098] As the monofunctional monomer, a monofunctional acrylate monomer is preferred.

[0099] The repeating unit 2 may be used alone or in combination of two or more.

[0100] The resin X may be used alone or in combination of two or more.

[0101] The content of the resin X is preferably 80 to 99.99% by mass, more preferably 85 to 99.95% by mass, and even more preferably 90 to 99% by mass, based on the total mass of the resin layer.

[0102] The resin layer may contain other components in addition to the compound A and the resin X.

[0103] Examples of other components include a pH adjuster, a surfactant, a viscosity adjuster, and a leveling agent.

[0104] The thickness of the resin layer is preferably 1 to 150 μm, more preferably 2 to 40 μm, and even more preferably 5 to 25 μm.

[0105] <Other floors>

[0106] The spectacle lens may have other layers in addition to the lens substrate and the resin layer.

[0107] As other layers, for example, a primer layer and an antireflection layer can be cited.

[0108] (Base coating)

[0109] The primer layer is a layer that improves the adhesion of the resin layer to the lens substrate.

[0110] As an example of the position of the primer layer, there can be mentioned between the lens substrate and the resin layer.

[0111] Examples of the material constituting the primer layer include resins, and specifically, polyurethane resins, epoxy resins, phenolic resins, polyimide resins, polyester resins, bismaleimide resins, and polyolefin resins.

[0112] (Anti-reflective layer)

[0113] The structure of the anti-reflection layer may be any of a single-layer structure and a multi-layer structure.

[0114] As the antireflection layer, an inorganic antireflection layer is preferred. The inorganic antireflection layer refers to an antireflection layer composed of an inorganic compound.

[0115] The multi-layer antireflection layer may be a structure in which low-refractive index layers and high-refractive index layers are alternately stacked.

[0116] Examples of the material constituting the high refractive index layer include titanium, zircon, aluminum, niobium, tantalum, and lanthanum oxides, and examples of the material constituting the low refractive index layer include silicon dioxide oxides.

[0117] [Method for manufacturing eyeglass lenses]

[0118] As a method for producing a spectacle lens, for example, a known production method can be mentioned.

[0119] Specifically, there can be mentioned a method for producing an eyeglass lens including the step of applying a resin layer-forming composition on a lens substrate and curing the composition.

[0120] Examples of a method for coating the resin layer-forming composition include a dip coating method, a roll coating method, a bar coating method, a spin coating method, a spray coating method, a die coating method, and a gravure coating method.

[0121] As a curing method, an exposure treatment can be mentioned, for example.

[0122] The exposure light in the exposure treatment is not particularly limited, but ultraviolet rays are preferred. Examples of the light source for exposure include an electrodeless UV lamp.

[0123] The conditions for the exposure treatment can be appropriately selected according to the type of polymerization initiator used.

[0124] The illuminance of the exposure light is preferably 1 to 100 mW / cm 2 .

[0125] The irradiation time of the exposure light is preferably 5 to 60 seconds.

[0126] In addition, a drying treatment may be performed, and heating may or may not be used during the drying.

[0127] The heating time is preferably 10 to 180 minutes.

[0128] The heating temperature is preferably 70 to 180°C.

[0129] <Resin layer forming composition>

[0130] The resin layer forming composition is a composition for forming a resin layer.

[0131] The resin layer forming composition preferably contains compound A, silsesquioxane having a polymerizable group, a monofunctional monomer, a polymerization initiator, and a solvent.

[0132] The compound A, the silsesquioxane having a polymerizable group, and the monofunctional monomer are as described in the resin layer, respectively.

[0133] (Polymerization initiator)

[0134] Examples of the polymerization initiator include photopolymerization initiators and thermal polymerization initiators, and the polymerization initiator may be a radical polymerization initiator or a photopolymerization initiator.

[0135] Examples of the polymerization initiator include Omnirad 127, 184, 907, 651, 1700, 1800, 819, 369 and TPO (manufactured by IGM Resins BV); DAROCUR 1173 (manufactured by Sigma-Aldrich); Aceura KIP150 and TZT (manufactured by SiberHegner Co., Ltd.); Kayaku BMS and Kayaku DMBI (manufactured by Nippon Kayaku Co., Ltd.); Tinuvin 400, Tinuvin 405, Tinuvin 460, Tinuvin 477, Tinuvin 479 and Tinuvin 1577 (manufactured by BASF).

[0136] Examples of the cationic polymerization initiator include an aromatic sulfonium, an aromatic iodine, , Aromatic diazo and pyridine One or more cations selected from the group consisting of BF4 - PF 6- , SbF 6- , AsF 6- CF3SO 3- 、(CF3SO2)2N- and B(C6F5) 4- Composed of more than one anion in the group Salts; thermal cationic polymerization initiators such as aluminum complexes such as aluminum chloride.

[0137] The polymerization initiator may be used alone or in combination of two or more.

[0138] The content of the polymerization initiator is preferably 0.001 to 5% by mass, more preferably 0.01 to 5% by mass, based on the total solid content of the resin layer forming composition.

[0139] (Solvent)

[0140] Examples of the solvent include alcohol solvents, ketone solvents, ether solvents, and ester solvents.

[0141] Examples of the ether solvent include diethyl ether, tetrahydrofuran, propylene glycol monobutyl ether, and propylene glycol monomethyl ether.

[0142] As a ketone solvent, methyl ethyl ketone is mentioned, for example.

[0143] As an ester solvent, butyl acetate is mentioned, for example.

[0144] The solvent may be used alone or in combination of two or more.

[0145] The resin layer forming composition may contain other components that may be contained in the resin layer.

[0146] Example

[0147] Hereinafter, the spectacle lens of the present disclosure will be described in more detail by way of examples and comparative examples, but the spectacle lens of the present disclosure is not limited to these examples at all.

[0148] [Various ingredients]

[0149] <Compound A>

[0150] Compound A1 was synthesized according to the following scheme.

[0151]

[0152] First, compounds A1-3 were synthesized with reference to Melmy et al., Photoswitching Using Visible Light: A New Class of Organic Photochromic Molecules, J. Am. Chem. Soc., 2014.

[0153] Specifically, compound A1-2 (793 mg, 5.5 mmol) and water (40 mL) were mixed, and compound A1-1 (480 mg, 5 mmol) was further added and stirred at 75° C. for 2 hours. The obtained mixed solution was then cooled to room temperature, filtered, and washed with cold water to obtain compound A1-3.

[0154]

[0155] Next, with reference to Hemmer et al, Tunable Visible and Near Infrared Photoswitches, J. Am. Chem. Soc., 2016., compound A1 was synthesized from compound A1-3.

[0156] Specifically, the obtained compound A1-3 (106 mg) and compound A1-4 (104 μL) were stirred at room temperature for 1 hour to obtain a mixed solution, which was filtered, and the filtrate was washed with hexane and ultrasonically treated in tetrahydrofuran, and then diluted with diethyl ether and filtered again to obtain compound A1.

[0157] Furthermore, the obtained compound A1 was diluted with tetrahydrofuran so as to have the concentration shown in the following table.

[0158] <Preparation of Resin Layer Forming Composition>

[0159] The various components shown in the following table were mixed to prepare respective resin layer-forming compositions.

[0160] It should be noted that the "parts by mass" in "Compound A1" refers to parts by mass of a tetrahydrofuran solution containing Compound A1. Specifically, in Example 1, 10 parts by mass of a tetrahydrofuran solution containing 6% by mass of Compound A1 was used.

[0161]

[0162] MAC-SQ-HDM: silsesquioxane having a polymerizable group, 50% by mass propylene glycol monobutyl ether solution, manufactured by Toagosei Co., Ltd.

[0163] EOEMA: Ethylene glycol monoethyl ether methacrylate

[0164] AA: Acrylic acid

[0165] Compound A1: the above compound A1

[0166] DAROCUR1173: manufactured by BASF

[0167] [Example 1]

[0168] As the lens substrate 1, a plano-convex lens (manufactured by Nikon Essilor: NL3-AS, 0.00D, refractive index 1.60) was used.

[0169] On the convex side of the lens substrate 1, the resin layer forming composition 1 was spin-coated at 200 rpm for 60 seconds to a thickness of 5.7 μm after drying. Next, the obtained coating was dried in an oven at 80°C for 20 minutes to obtain a sample. Furthermore, while the sample was conveyed by a belt conveyor (conveyance speed 4 m / min), a FusionUV Light Hammer 6 was used at an output of 50% (illuminance of about 60 mW / cm 2 ) to produce the eyeglass lens of Example 1.

[0170] [Example 2, Comparative Examples 2 to 4]

[0171] In Example 2 and Comparative Examples 2 to 4, eyeglass lenses of Example 2 and Comparative Examples 2 to 4 were produced by the same procedure as in Example 1 except that the resin layer-forming composition was changed as shown in the table.

[0172] [Comparative Example 1]

[0173] A spectacle lens of Comparative Example 1 was prepared by the same procedure as in Example 1 except that a lens (manufactured by Nikon Essilor: NL5-AS, refractive index 1.74) was used as the lens substrate 2 and the resin layer forming composition 3 was used as the resin layer forming composition. It should be noted that although the above-mentioned lens was not curved, the shape of the lens had no influence on the evaluation of the rear stage.

[0174] [evaluate]

[0175] <Transmittance at a wavelength of 556nm>

[0176] The transmittance of each of the obtained eyeglass lenses at a wavelength of 556 nm was measured using a spectrophotometer (U-4100, manufactured by Hitachi, Ltd.) In addition, in the above measurement, the eyeglass lenses were left under a fluorescent lamp indoors for 30 minutes.

[0177] <Difference in transmittance before and after specific irradiation (ΔT)>

[0178] First, the average transmittance of each eyeglass lens before specific irradiation in the wavelength region of 380 to 780 nm, the wavelength region of 430 to 470 nm, the wavelength region of 530 to 570 nm, and the wavelength region of 630 to 670 nm was measured using a spectrophotometer (U-4100, manufactured by Hitachi, Ltd.) It should be noted that in the above measurement, the eyeglass lenses were placed under indoor fluorescent lights for 30 minutes.

[0179] Next, using a slide projector (CABIN CS-15, manufactured by Iwasaki Electric Co., Ltd., using a halogen lamp), each eyeglass lens was fixed at a distance of 10 cm from the light source and illuminated at 90 mW / cm 2 The ultraviolet rays were irradiated for 240 seconds. Then, the average transmittance in each wavelength region after specific irradiation was measured using a spectrophotometer (U-4100, manufactured by Hitachi), and the difference in average transmittance before and after specific irradiation in each wavelength region was calculated (ΔT1 to ΔT4, the results are shown in the average ΔT column in the table).

[0180] <Brightening effect>

[0181] Each of the obtained spectacle lenses was put into a frame, and a wearing test was conducted as spectacles with subjects aged 40 to 60 years, and a sensory evaluation was performed.

[0182] Regarding sensory evaluation, ordinary people aged 40 to 60 were selected as subjects. In order to avoid preconceived ideas, they wore glasses using the spectacle lenses of the present invention in a blind test. A questionnaire was used to confirm whether colors looked brighter and more vivid and whether white looked whiter. The brightening effect was evaluated according to the following evaluation criteria.

[0183] Regarding whether colors appear brighter and more vivid, a questionnaire was conducted on whether the subjects felt that the screen was whiter when working on a white screen of a personal computer (especially when working in Excel files).

[0184] Regarding whether white looks whiter, the subjects were asked to wear the glasses indoors and outdoors in the dim light from dusk to night, and a questionnaire survey was conducted on whether they felt brighter compared with the non-tinted transparent lenses. It should be noted that the non-tinted transparent lenses are the lens substrates (lens substrates 1 or lens substrates 2) used in each of the eyeglasses of the Examples and Comparative Examples.

[0185] A: Clearly different from untinted clear lenses, it has at least one of the following effects: making scenery or objects (especially red) look vivid and bright in dim environments and making the white screen of a personal computer look whiter.

[0186] B: There is no difference from the case of the non-tinted clear lens, red appears dim, and the white screen of the personal computer does not seem whiter.

[0187] The meaning of each entry in the table is shown below.

[0188] The thickness of the resin layer was measured using a microspectrometer (USPM, manufactured by Olympus Corporation).

[0189] The "X ratio" represents the mass ratio of the repeating unit 1 to the repeating unit 2 (mass of the repeating unit 1 / mass of the repeating unit 2).

[0190]

[0191] As shown in Table 1, it was confirmed that the spectacle lens of the present disclosure achieved the desired effect.

[0192] Explanation of symbols

[0193] 10. Eyeglasses

[0194] 12 Lens substrate

[0195] 14 Resin layer

Claims

1. A spectacle lens comprising a lens substrate and a resin layer disposed on the lens substrate, wherein: The resin layer comprises a compound represented by formula (A) and a resin, The resin comprises a repeating unit 1 derived from a silsesquioxane having a polymerizable group and a repeating unit 2 derived from a monofunctional monomer, The mass ratio of the repeating unit 1 to the repeating unit 2 is 60 / 40 to 95 / 5, The transmittance of the spectacle lens at a wavelength of 556 nm is 65 to 80%. In the formula (A), R represents a methyl group, a methoxy group or a dialkylamino group, and n represents an integer of 0-5.

2. The eyeglass lens according to claim 1, wherein: The transmittance at the wavelength of 556 nm is 68-79%.

3. The spectacle lens according to claim 1 or 2, wherein: Use halogen lamp at 90W / cm 2 The eyeglass lens is irradiated with an illumination of 240 seconds, and the average transmittance of the eyeglass lens in the range of wavelength 530 to 570 nm before the irradiation is set as T 31 (%), the average transmittance of the spectacle lens in the wavelength range of 530 to 570 nm after the irradiation is defined as T 32 (%), ΔT3 shown in formula (3) is 10-20%, ΔT3=T 32 -T 31 Formula (3).

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