Curable composition for Anti-glare lenses with high refractive index

A curable composition using a Cu-complex of heterocyclic dye with polythiourethane or polyepisulfide materials addresses glare from LED lights by blocking specific wavelengths while maintaining low yellowness, enhancing spectacle lens transparency and suitability for ophthalmic use.

WO2026064336A1PCT designated stage Publication Date: 2026-03-26CARL ZEISS VISION INTERNATIONAL GMBH +1
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Patent Information

Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Filing Date
2025-09-17
Publication Date
2026-03-26

AI Technical Summary

Technical Problem

Existing anti-reflective coatings and optical filters for spectacle lenses fail to effectively reduce glare from LED lights without causing significant yellowness, and conventional dyes used in high refractive index lenses shift absorption peaks or require excessive amounts, making them unsuitable for ophthalmic use.

Method used

A curable composition comprising a Cu-complex of heterocyclic dye compound combined with polythiourethane or polyepisulfide spectacle lens materials, which blocks light in the 418-442 nm range while maintaining minimal yellowness, achieved by casting and curing the composition together.

Benefits of technology

The composition effectively reduces glare from LED lights with a transmission notch peak at 418-442 nm and maintains a yellowness index suitable for ophthalmic lenses, ensuring high transparency and minimal color distortion.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention relates to a curable composition suitable for producing an anti-glare spectacle lens having a high refractive index, an anti-glare spectacle lens having a high refractive index, and a method for producing thereof.
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Description

[0001] CURABLE COMPOSITION FOR ANTI-GLARE LENSES WITH HIGH REFRACTIVE INDEX

[0002] SPECIFICATION

[0003] The present invention relates to a curable composition suitable for producing an antiglare spectacle lens with a high refractive index, an anti-glare spectacle lens with a high refractive index, and a method for producing thereof.

[0004] There has been a rising concern that LED based light sources may cause more glare to drivers and pedestrians. Glare is considered as a severe issue for traffic safety because it increases the detection threshold of objects’ motion nearby and decreases the luminance contrast between objects and their background. The method of glare control is becoming a hot topic as the widespread applications of the LEDs.

[0005] It has been repeatedly reported by the spectacle lens consumers that glare from LED headlights in road traffic, which has the wavelength between 420nm and 460nm distorts the sight. Coating spectacle lenses with anti-reflective coatings or optical filter can be one solution, however, currently available anti-reflective coatings turned out to be problematic because of distracting reflex. Adding an optical filter containing dyes developed to provide selective light filtering can be cumbersome and less economical as additional and separate process steps are required. In addition, both of these alternative methods were less economical as significantly large amount of dye, which is extremely expensive, is required for a separate coating layer or an optical filter. For example, WO 2018 / 008179 needs very high amount of dyes because it suggests to prepare the lens material and the functional layer separately.

[0006] Under the circumstances, casting spectacle lens materials together with the dyes which can selectively block light with a wavelength between 420 nm and 460 nm, was considered as the most economical way of production by the present inventors. However, the development process did not turn out to be smooth. Especially for high refractive index spectacle lenses, it was not possible to obtain spectacle lenses which block light at a target wavelength after being cured together with the conventional dyes used in the coatings or filters. This is attributed to monomers or polymerization initiators contained in high refractive index spectacle lenses. When the dyes are cured with the monomers and / or polymerization initiators, the monomers shift the original absorption peak of the dyes to a range which is not targeted or a range of no interest or even get rid of the peak. Therefore, it was concluded that most of the conventional dyes developed for a separate coating or an optical filter to provide selective light filtering is not predictable for use as an anti-glare purpose or even cannot be used as they stand when producing lenses by casting and curing. Moreover, said dyes tend to increase the yellowness index in general, and even extensively increase yellowness index when cured. Cured spectacle lens with a high yellowness index is not suitable for an ophthalmic use, and thus significantly limits the usage thereof. As such, it was difficult to provide cured spectacle lenses with a transmission notch peak at a desired wavelength range which can reduce glare from LED light of which the wavelength is between 420 nm and 460 nm, without exhibiting too much yellowness at the same time. The inventors found that the desired wavelength of the transmission notch peak should be between 418 nm and 442 nm, preferably between 420 nm 440 nm, more preferably between 422 nm and 438 nm, in order to reduce glare from LED light of 420 nm and 460 nm.

[0007] Therefore, there was a need to find a specific dye for blue light absorption which can absorb light at an effective wavelength range for reducing glare even after being cured with high reflective index spectacle lenses, while not significantly increasing yellowness index.

[0008] US 10,605,970 B2 controls light exposure to a visible spectrum range of 400nm and 700nm using an optical filter comprising FL-41 tint for the purpose of easing migraines, photophobia light sensitivity by providing a notch peak from 454nm to 506 nm. However, as noted in the specification of this patent document, said filter does not aim to prevent the LED glare and thus light transmission takes place in a different wavelength range. Further, as admitted in the specification of this patent document, this optical layer has a yellow hue, which is a yellowness that is not acceptable for ophthalmic lenses.

[0009] US 8,360,574 B2 is directed to an ophthalmic lens which comprises a filter that transmits at least 80% of light having a wavelength in the range of 460-700 nm. As evident from the wavelength range, this lens does not aim to reduce glare from LED light or light sources. Further, like other prior art documents, a wide range of dyes are disclosed and only the system of polycarbonate glasses which has a different polymerization process from polythiourethane and polyepisulfide has been verified. No results of a specific combination of high refractive index lenses and a specific dye have been provided.

[0010] US 7,556,376 B2 relates to a polycarbonate ophthalmic system comprising a film containing a dye that has an 85% or greater scotopic luminous transmission of visible light. Just like US 8,360,574 B2, this patent document is directed to polycarbonate lenses, and thus cannot be applied to high refractive index lenses either.

[0011] EP 3 296 799 A1 discloses a transparent optical article, comprising a selective filter at least partially blocking light in a wavelength range between 400 and 460 nm and a high-pass filter partially blocking blue light in the 400 to 500 nm range. In this patent document, only the polycarbonate lenses were verified to work with this system, meaning that it is unpredictable whether the system will also work in high refractive index lenses such as polythiourethane or polyepisulfide lenses or in cured spectacle lenses.

[0012] JP 7535595 B2 discloses a spectacle lens for aiding a user to distinguish red and green colors, and thus requires two absorption peaks at 560 nm to 610 nm and 400 and 520 nm. This lens exhibits a certain ratio of the integral value of these two peaks to distinguish red and green colors. Because of this essential feature, the lens of JP 7535595 B2 inevitably is a colored lens and due to its color, it cannot be used as an ophthalmic spectacle lens.

[0013] US 9,683,102 B2 discloses a selective light wavelength filter comprising a Cu- porphyrin compound as a dye which blocks 5 to 50% of light having a wavelength in the range between 400 and 500nm and transmits at least 80% of light across the visible spectrum. That is, this document is not directed to reducing glare from LED light at the specific wavelength. Further, the ophthalmic system uses spectacle lens materials which are not high refractive index materials, such as polycarbonate or poly allyl diglycol carbonate (CR39). Furthermore, although this document defines the yellowness index to be under a certain value, the working examples do not mention the yellowness of the filter prepared for ophthalmic lenses. Starting from US 9,683,102 B2, it is an object of the present invention to provide a high refractive index spectacle lens which provides a reduced glare from LED light and an acceptable yellowness index for a spectacle lens and blocks harmful UV light.

[0014] The first aspect of the present invention is directed to a curable composition suitable for manufacturing high refractive index spectacle lenses for anti-glare by curing. Through intensive tests and experiments, the present inventors discovered that the specific combination of high refractive index lens materials and a Cu-complex of heterocyclic dye compound as a blue light absorbent can provide a compromise where the glare from LED light is improved by a transmission notch peak at a specific wavelength, and an yellowness index in an acceptable range. The core technical idea of the present invention resides in providing reduced glare from LED light together with a proper balance with yellowness index which can be used as an ophthalmic lens.

[0015] The curable composition of the present invention comprises a Cu-complex of heterocyclic dye compound a polymeric spectacle lens material which is a polythiourethane spectacle lens material or a polyepisulfide spectacle lens material.

[0016] The terms "polymer" and "polymeric" refer to natural or synthetic substances composed of macromolecules composed of many repeating subunits. They comprise homopolymers and copolymers. The term “polymeric material” as used herein encompasses different polymers of a particular class of material, e.g., the material polythiourethane may consist of a number of chemically distinct polythiourethanes.

[0017] The term “polythiourethane” refers to a class of polymers composed of organic units joined by thiourethane links -S-(C=O)-(NH)-. Polythiourethane is typically produced by reacting polyisocyanate and polythiol. In one embodiment, the polythiouretane spectacle lens material of the present invention comprises at least one thiol compound and at least one isocyanate compound. In a preferred embodiment, the polythiouretane spectacle lens material of the present invention consists essentially of at least one thiol compound and at least one isocyanate compound. In a further preferred embodiment, the polythiouretane spectacle lens material of the present invention consists of at least one thiol compound and at least one isocyanate compound.

[0018] The term “polyepisulfide” refers to a group of polymers manufactured by polymerization of monomers that contain at least one episulfide group. In one embodiment, the polyepisulfide spectacle lens material of the present invention comprises at least one thiol compound and at least one episulfide compound. In a preferred embodiment, the polyepisulfide spectacle lens material of the present invention consists essentially of at least one thiol compound and at least one episulfide compound. In a further preferred embodiment, the polyepisulfide spectacle lens material of the present invention consists of at least one thiol compound and at least one episulfide compound.

[0019] In contrast, for example, JP 2024057814 requires a special compound including polyethylene oxide chains for polymerization of the spectacle lens. However, the present invention does not require such a compound. In this sense, the polyepisulfide spectacle lens material and the polythiourethane spectacle lens material according to the present invention do not comprise alkylene oxide compound or poly(alkylene oxide) chain. Furthermore, the curable composition of the present invention also does not comprise alkylene oxide compound. The curable composition consists essentially of or consists of a Cu-complex of heterocyclic dye compound which has a light absorption peak at 430 ± 12 nm or at 430 ± 10 nm or at 430 ± 8 nm, and a polythiourethane spectacle lens material and / or a polyepisulfide spectacle lens material.

[0020] The term “thiol compound” refers to a compound that contain at least one thiol group (-SH) in the structure, including monothiol and polythiol. If there are two or more groups in the compound, they can be the same or different.

[0021] The term “isocyanate compound” refers to a compound that contain at least one isocyanate group (-NCO) in the structure, including monoisocyanate and polyisocyanate. If there are two or more groups in the compound, they can be the same or different. The term “episulfide compound” refers to a compound that contain at least one episulfide group in the structure, including monoepisulfide and polyepisulfide. If there are two or more groups in the compound, they can be the same or different.

[0022] In one embodiment, the spectacle lens material comprises (i) at least one polythiol compound and at least one polyisocyanate compound or (ii) at least one thiol compound and at least one polyepisulfide compound. The “at least one” compound can be the same or different compounds.

[0023] The term “curable” means that the composition can be cured by UV radiation and / or heat. The curable spectacle lens composition according to the present invention is put into a casting mould and then is cured, typically with the application of heat or radiation, preferably with a thermal cure and a suitable catalysts or initiator known in the art. For the subsequent curing process, the composition may further comprise at least one catalyst or initiator, preferably, a catalyst or an initiator activated by heat and / or light (UV, visible light, infrared, etc.). The curable composition according to the present invention may further comprise free radically polymerizable diluents, for example but not limited thereto, vinyl, allylic monomers or oligomers, etc.

[0024] The term “spectacle lens” refers to an ophthalmic lens worn in front of, but not in contact with, the eyeball (ISO 13666:2019(E), section 3.5.2), where ophthalmic lens is a lens intended to be used for purposes of measurement, correction and / or protection of the eye, or for changing its appearance (ISO 13666:2019(E), section 3.5.1). Here, a spectacle lens includes, but not limited thereto, a corrective lens, protective lens, absorptive lens, clear lens, tinted lens, uniformly tinted lens, gradient tinted lens, double gradient-tinted lens, photochromic lens, polarizing lens, balancing lens, matching lens, etc. as defined in Section 3.5.3 to 3.5.13 of DIN ISO 13666:2019. Further, according to Section 3.6 of DIN ISO 13666:2019, a spectacle lens can have various lens shapes including, but not limited thereto, curved-form lens, piano lens, spherical lens, cylindrical lens, spherocylindrical lens, toric lens, aspheric lens, atoric lens, etc. The term “spectacle lens material” refers to any material suitable for manufacturing the spectacle lens, including monomers / oligomers / compounds used for manufacturing the spectacle lens. The spectacle lens material is the optical material defined according to section 3.3.1 of DIN EN ISO 13666:2019-12 as transparent material capable of being manufactured into optical components. The spectacle lens material may be made of a thermosetting hard resin according to section 3.3.3 of DIN EN ISO 13666:2019-12. High refractive index spectacle lens material may comprise thiol compound, isocyanate compound and / or episulfide compound, and in a preferred embodiment can be polythiourethane or polyepisulfide. The term “high refractive index” according to the present invention refers to a refractive index 1 .59 or higher, preferably between 1 .59 and 1.76, more preferably between 1 .59 and 1 .80.

[0025] Various blue light absorbers having an absorption peak at a range of 400 nm to 460 nm have been widely used for blocking blue light. The examples are azo dye, aryl dye (e.g., auramine O), hydrocarbon dye (e.g., lutein, zeaxanthin), aromatic dye (e.g., coumarin 343, coumarin 314), and heterocyclic dye, etc.

[0026] The present inventors discovered through intensive testing and experiments that among the broad spectrum of blue light absorbers, heterocyclic dye compounds; among the heterocyclic dye compounds, the metal complexes thereof; and among the metal complexes of heterocyclic dye compounds, copper complexes can provide sufficient blocking of the light in an effective range to reduce glare in high refractive index spectacle lenses produced by curing with a yellow index suitable for spectacle lenses.

[0027] Finding a balance between the wavelength range and the blue light amount effective to be blocked to enable reduction of LED glare has been difficult. This is even more unpredictable as the monomers and / or initiators and / or catalysts of high refractive index spectacle lens materials significantly shift and distort or even get rid of the original absorption peak of blue light absorbents after curing. Further, blocking and / or inhibiting blue light affects color balance and color vision, i.e. , yellowness index of spectacle lenses.

[0028] Specifically, one common technique for blue light blocking involves tinting or dyeing lenses with blue light absorbers. These absorbers have a yellow or even a red color and thus impart a yellow or amber tint to the lenses. The tint thus may interfere with the normal color perception of a spectacle lens user, making it difficult, for example, to correctly perceive the color of a traffic light or sign, thereby making the spectacle lenses produced therefrom useless. Further, improper combination of a blue light absorber and a spectacle lens material may lead to unwanted and undesirable reduction of the overall transmission of light wavelengths other than blue light wavelengths. This unwanted reduction may in turn result in reduced visual acuity for a lens user. The present invention overcame the above difficulties and discovered that Cu-complex of heterocyclic dye compounds can block a wavelength range from 418 nm to 442 nm, preferably from 420 nm to 440 nm, more preferably from 422 nm to 438 nm, which is effective for reducing glare from LED light of 420 nm to 460 nm, even after curing and without significantly harming the yellowness. It was found that a wavelength lower than said range will not be effective for anti-glare from LED light, while a wavelength higher than said range will result in too high yellowness index. Therefore, a wavelength range from 418 nm to 442 nm, preferably from 420 nm to 440 nm, more preferably from 422 nm to 438 nm, needs to be blocked to provide anti-glare from LED light.

[0029] Heterocyclic dye compound according to the present invention is a dye compound with one or more heterocycle. A heterocycle is a compound that has atoms of at least two different elements as members of its ring(s). In general, the first element is carbon, and the other elements can be selected from the group consisting of oxygen, nitrogen, sulfur, phosphor, etc. Other than this, a chemical nature of heterocyclic dye compounds that may act as a means for at least partially inhibiting light having a wavelength ranging from 418 nm to 442 nm, preferably from 420 nm to 440 nm, more preferably 422 nm to 438 nm, is not particularly limited, provided that it shows a maximum absorption peak, within the 418 nm to 442 nm range, preferably within the 420 nm to 440 nm range, more preferably within the 422 nm to 438 nm range after being cured together with a high refractive index spectacle lens material. In one embodiment, the Cu-complex of heterocyclic dye compound is a Cu-complex of a porphyrin dye.

[0030] Heterocyclic compound may be a coordination complex or may be a non-coordination complex. When a central atom or ion is metallic, it is a metal complex. A metal complex is a coordination complex which is a chemical compound consisting of a central atom or ion which is metallic and is bonded to one or more ligands, which are ions or molecules that contain one or more pair of electrons that can be shared with the metal. Generally, the metal can be selected from the group consisting of Cu, Ni, V, Or, Ag, In, Mn, Sn, Fe, Co, Mg, Pt, Pd, Ru, and Zn, etc. Among the unduly broad scope of metal complexes, the present inventors found that Cu-complex of heterocyclic dye compound is suitable for curable anti-glare spectacle lens composition, while other metal complexes cannot achieve the anti-glare function along with the proper yellowness.

[0031] Comparable to an antireflective coating or an optical filter comprising a Cu-complex of heterocyclic dye compound, the present composition enables sufficient blocking of light in a wavelength range effective for reducing glare from LED light even with a minimal amount of a Cu-complex of heterocyclic dye compound. This is cost effective and also advantageous in terms of yellowness index of spectacle lenses. This was possible by selecting a casting and curing method for preparing an anti-glare spectacle lens, and casting and curing a spectacle lens material together with a Cu- complex of heterocyclic dye compound being dissolved in the spectacle lens material. For instance, the optical filter of US 9,683,102 B2 comprises a Cu-complex of heterocyclic dye compound at a concentration of 1% by weight dye / primer of the optical filter to obtain the desired effect. On the contrary, the present curable composition contains only a minimal concentration of a Cu-complex of heterocyclic dye compound. In one embodiment, the amount of the Cu-complex of heterocyclic dye compound in the present composition is 0.1 to 10 ppm, i.e., 0.00001 to 0.001 % by weight of the entire composition, preferably 0.1 to 8 ppm, i.e., 0.00001 to 0.0008%. In another embodiment, the amount of the Cu-complex of heterocyclic dye compound in the present composition is 0.5 to 6 ppm, i.e., 0.00005 to 0.0006% by weight of the entire composition, preferably 0.5 to 3 ppm, i.e., 0.00005 to 0.0003%

[0032] Further, the transmission of the present composition was measured using a liquid cell with a path length of 2 mm with a tolerance of ±0.05 mm or ±0.02mm. The curable composition according to the present invention has a light transmission of at least 75% or at least 80% across the wavelength range between 550 nm and 600 nm, or between 500 and 700 nm. This means that the light transmission over the wavelength range of 550 nm to 600 nm or over the wavelength range of 500 nm to 600 nm or over the wavelength range of 500 nm to 700 nm is maintained to be at least 75% or at least 80%. With this feature, the curable composition is superior in its transparency, which is absolutely required for ophthalmic lenses. The light transmission of the curable composition was also measured across the wavelength range of 380 nm to 780 nm according to Section 3.4 of ISO 8980-3 (Third edition). It turned out that the curable composition of the present invention has at least 80% of a light transmission over the wavelength range of 380 nm to 780 nm.

[0033] In addition, it is necessary to block ultraviolet light to remove the harmful influence on the eye of a wearer of the lens. For the ultraviolet bands, UVB wavelengths are from 290 nm to 320 nm, and UVA wavelengths are from 320 nm to 400 nm. In light of this, the present composition aims to prepare an anti-glare spectacle lens which substantially blocks light having a wavelength shorter than 400 nm, preferably from 290nm to 400nm, as well as has an transmission notch peak between 418 nm and 442 nm, preferably between 420 nm and 440 nm, more preferably between 422 nm and 438 nm.

[0034] For this purpose, the composition further comprises a UV absorber that has the ability to at least partially block light having a wavelength shorter than 400 nm. Any known UV absorbers having said ability can be used, including benzotriazole derivatives. It was found that benzotriazole and / or benzophenone UV absorbers exhibit the most desirable properties as a spectacle lens when cured in combination with a high index refractive spectacle lens material and a Cu-complex heterocyclic dye compound. In one embodiment, the UV absorber comprises a benzotriazole and / or benzophenone compound.

[0035] In one embodiment, an amount of a UV absorber may be 3% by weight or less, preferably 2% by weight or less of the entire composition.

[0036] In an optional embodiment, a bluing agent can be used to further lower the yellowness of the spectacle lens for cosmetic reasons. For this purpose, the present composition may comprise a bluing agent. A bluing agent is a compound having an absorption band in the visible light spectrum in the orange to yellow wavelength region with a color from blue to violet. Any conventional bluing agent known to be suitable for optical use can be used.

[0037] The second aspect of the present invention is a spectacle lens prepared by curing the curable composition of the present invention described with respect to the first aspect. All features explained with regard to the first aspect apply to the second aspect unless specifically described otherwise. The present spectacle lens is an antiglare spectacle lens which is a polythiourethane spectacle lens or a polyepisulfide spectacle lens and comprises a Cu-complex of heterocyclic dye compound.

[0038] The present spectacle lens prepared by casting and curing the present curable composition has a light transmission notch peak at 430 ± 12 nm, preferably at 430 ± 10 nm, more preferably at 430 ± 8 nm. In a further embodiment, the spectacle lens has a light transmission at the light transmission notch peak from 80% to 20%, from 70% to 30%, or 70% to 40%, or 70% to 50%. If the light transmission notch peak goes lower than this range like the other prior art documents, it would cause yellowness to the lenses, and thus is detrimental to be used a spectacle lens. The transmission in the present invention is measured for a sample thickness of 1 .5 mm to 2.5 mm, preferably about 2 mm with a tolerance of ±0.05 mm or ±0.02mm.

[0039] The spectacle lens further comprises a UV absorber, thereby blocks the harmful ultra-violet light of 400nm or below, or preferably from 290 nm to 400 nm. The spectacle lens according to the present invention blocks the light of 400nm or below, preferably from 290 nm to 400 nm. In one embodiment, the spectacle lens blocks at least 90%, or at least 95%, or at least 98% of light with a wavelength of 400nm or below, preferably from 290 nm to 400 nm.

[0040] This is also a unique feature of the present spectacle lens. On the contrary, for example, the optical article of EP 3 296 799 A1 blocks at least 66% of light with a wavelength less than or equal to about 410 nm, at each wavelength in the wavelength range between 350 and 410 nm. As the light blockage at 400nm of the present spectacle lens is nearly 100% and there is a transmission notch peak at between 420 nm and 440 nm which is from 20% to 80%, a light blockage at around In a further embodiment, at a wavelength of 450nm, the present spectacle lens shows a light transmission of 80% or greater. This reflects low yellowness and high transparency of the spectacle lens, which are suitable for ophthalmic use.

[0041] In a further embodiment, the present spectacle lens has a light transmission of at least 75% or at least 80% across the wavelength range between 550 nm and 600 nm, or between 500 nm and 600 nm, or between 500 nm and 700 nm. This means that the light transmission over the wavelength range of 550 nm to 600 nm or over the wavelength range of 500 nm to 600 nm or over the wavelength range of 500 nm to 700 nm is maintained to be at least 75% or at least 80%.

[0042] The light transmission of the present spectacle lens was also measured across the wavelength range of 380 nm to 780 nm according to Section 3.4 of ISO 8980-3 (Third edition) as noted in Table 1 . The measurement was done by Hunterlab UltraScan PRO. It turned out that the spectacle lens of the present invention has at least 80% of a light transmission over the wavelength range of 380 nm to 780 nm. It turned out that the anti-glare spectacle lens of the present invention has at least 80% of light transmission over the wavelength range of 380 nm to 780 nm, which reflects high transparency of the lens required for ophthalmic use.

[0043] The anti-glare spectacle lens of the present invention can be further defined as an antiglare spectacle lens having a yellowness index (Yl) of 9 or less, preferably 8 or less, more preferably 7 or less. The yellowness index in the present invention is measured according to ASTM D1925.

[0044] Besides yellowness index, the anti-glare spectacle lens of the present invention can be characterized by the subjective perception of the color shown by CIE LAB color space, also referred to as L*a*b*, is a color space defined by CIE and expresses color as three values, L* for perceptual lightness and a* and b* for the four unique colors of human vision: red, green, blue and yellow. The lightness value, L*, defines black at 0 and white at 100. The a* axis is relative to the green-red opponent colors, with negative values toward green and positive values toward red. The b* axis represents the blue-yellow opponents, with negative numbers toward blue and positive toward yellow. The present invention calculated CIELAB using CIE Standard illuminant D65.

[0045] In one embodiment, the present spectacle lens has a color defined in CIE L*a*b* space by the parameters -4 < a* < -1 , 3 < b* < 5 and 90 < L*< 100.

[0046] In a further embodiment, the present spectacle lens comprises a hard coating and / or an antireflective coating. Light transmission can be further influenced by the subsequent application of such coatings. The spectacle lens which comprises a hard coating and / or an antireflective coating has a yellowness index of 12 or less, or 11 or less, or 10 or less. Further, the spectacle lens which comprises a hard coating and / or an antireflective coating has a light transmission of 90% or greater at a wavelength 450 nm. This shows that the present spectacle lens has a proper yellowness index suitable for an optical use.

[0047] A third aspect of the present invention relates to a method of producing an anti-glare spectacle lens according to the second aspect of the present invention by curing a curable composition according to the first aspect of the present invention. All features explained with regard to the first and second aspects apply to the third aspect unless specifically described otherwise.

[0048] The present method comprises preparing a curable composition by mixing a polythiourethane spectacle lens material and / or polyepisulfide spectacle lens material and a Cu-complex of heterocyclic dye compound; and curing the curable composition.

[0049] In one embodiment, the spectacle lens material comprises (i) at least one thiol compound and at least one isocyanate compound or (ii) at least one thiol compound and at least one episulfide compound. In a preferred embodiment, the spectacle lens material consists essentially of (i) at least one thiol compound and at least one isocyanate compound or (ii) at least one thiol compound and at least one episulfide compound. In a further preferred embodiment, the spectacle lens material consists of (i) at least one thiol compound and at least one isocyanate compound or (ii) at least one thiol compound and at least one episulfide compound. For example, JP 2024057814 requires a special compound including polyethylene oxide chains when polymerization of the spectacle lens. However, the present invention does not require such a compound. In this sense, the polyepisulfide spectacle lens material and the polythiourethane spectacle lens material according to the present invention do not comprise a compound including polyethylene oxide chains.

[0050] In one embodiment, the present method comprises mixing the spectacle lens material, the Cu-complex of heterocyclic dye compound, and a UV absorber.

[0051] In an optional embodiment, the present method comprises mixing the spectacle lens material, the Cu-complex of heterocyclic dye compound, a UV absorber, and a bluing agent.

[0052] In one embodiment, the present method further comprises applying a hard coating and / or an antireflective coating to a surface of the cured spectacle lens.

[0053] A fourth aspect of the present invention relates to the use of a polythiourethane or polyepisulfide spectacle lens for reducing glare, wherein the spectacle lens has a light transmission notch peak at 430 ± 12 nm or at 430 ± 10 nm or at 430 ± 8 nm, and a light transmission of at least 75% or at least 80% across the wavelength range between 550 nm to 600 nm. All features explained with regard to the second aspect apply to the fourth aspect unless specifically described otherwise.

[0054] BRIEF DESCRIPTION OF DRAWINGS

[0055] Embodiments of the present invention will be described based on Figures 1 to 14.

[0056] FIG. 1 shows a transmission graph of the uncoated spectacle lens prepared according to Example 1.

[0057] FIG. 2 shows a transmission graph of the coated spectacle lens prepared according to Example 1 . FIG. 3 shows a transmission graph of the uncoated spectacle lens prepared according to Example 2.

[0058] FIG. 4 shows a transmission graph of the coated spectacle lens prepared according to Example 2.

[0059] FIG. 5 shows a transmission graph of the uncoated spectacle lens prepared according to Example 3.

[0060] FIG. 6 shows transmission graph comparison of the uncoated spectacle lens prepared according to Example 4 and Example 5, respectively.

[0061] FIG. 7 shows transmission graph comparison of the uncoated spectacle lens prepared according to Example 6 and Example 7, respectively.

[0062] FIG. 8 shows transmission graph comparison of the uncoated spectacle lens prepared according to Example 8 and Example 9, respectively.

[0063] FIG. 9 shows the transmission graph of the uncoated spectacle lens prepared according to Example 10.

[0064] FIG. 10 shows a transmission graph of the coated spectacle lens prepared according to Example 10.

[0065] FIG. 11 shows the transmission graph of the uncoated spectacle lens prepared according to Comparison Example 1.

[0066] FIG. 12 shows the transmission of the Cu-complex of heterocyclic dye compound depending on its concentration.

[0067] FIG. 13 shows the transmission graph of the uncoated spectacle lens prepared according to Comparison Example 5. FIG. 14 shows the transmission graph of the uncoated spectacle lens prepared according to Comparison Example 6.

[0068] EXAMPLES

[0069] Hereinafter, the embodiments of the present invention will be described in further detail. It should be understood, however, that the following examples are only for illustrative purposes and do not in any way restrict the present invention.

[0070] EXAMPLE 1

[0071] The monomers / oligomers of the polythiourethane spectacle lens material (MR8, Mitsui Chemicals) were mixed with 2 ppm Cu-complex of heterocyclic dye compound (FDB-001 , Yamada Chemical Co., Ltd.). FDB-001 has been reported to be red and have the absorption peak (Amax) at 420 nm. A conventional benzotriazole UV absorber of 0.77 % by weight was added. The mixture was filled into the spectacle lens moulds and then cured by heat in a curing oven. A spectacle lens with a 2.0 mm thickness and a refractive index of 1 .60 was obtained.

[0072] As shown in Fig. 1 , transmission at 400 nm or lower was lower than 2%, indicating that harmful UV light is almost completely blocked by the UV absorber. A notch peak at about 426 nm, showing 53% of transmission was observed due to FDB-001 . The light transmission (%T) in the present invention is measured by HunterLab UltraScan Pro within the wavelength range of 380 to 780 nm according to Section 3.4 of ISO 8980-3 (Third Edition). This shows that the monomers / oligomers and / or polymerization process of polythiourethane shifted the peak of the Cu-complex of heterocyclic dye compound about 6 nm, to an extent which is still within the effective range for anti-glare effect, and thus despite the shift, glare from LED light has been successfully reduced. As noted from Fig. 1 , the transmission at a wavelength of 450 nm was about 87% and as noted from Table 1 below the light transmission (%T) within the wavelength range of 380 to 780 nm was 85.78% for an uncoated sample showing that low yellowness and high transparency have been achieved. The produced spectacle lens has a yellowness index of 5.52 and a haze of 0.23%, which are within a suitable range to be used as a spectacle lens.

[0073] Subsequently, the cured spectacle lens was coated with a hard coating (CrystalCoat ® IM-9060) and an antireflective coating (DuraVision Platinum (DVP), Zeiss). As shown in Fig. 2, the coated lens was still able to reduce glare from LED light, showing a notch peak at 426 nm, showing 58% of transmission. Meanwhile the yellowness index increased to 7.41 , presumably due to the AR coating and the haze decreased to 0.11%, presumably due to the cleaning process before the coating process. As noted from Fig. 2, the transmission at a wavelength of 450 nm increased to 94 % and as noted from Table 1 below (%T), the light transmission within the wavelength range of 380 to 780 nm was 94.76%.

[0074] Example 2

[0075] The monomers / oligomers of the polythiourethane spectacle lens material (MR7, Mitsui Chemicals) were mixed with 2 ppm Cu-complex of heterocyclic dye compound (FDB-001 , Yamada Chemical Co., Ltd.). A conventional benzotriazole UV absorber of 0.51 % by weight was added. The mixture was casted into the spectacle lens moulds and then cured thermally in a curing oven. A spectacle lens with a 2 mm thickness and a refractive index of 1.67 was obtained.

[0076] As shown in Fig. 3, transmission at 400 nm or lower was 2% or less, indicating that harmful UV light is nearly all blocked. A notch peak at about 428 nm, showing 52% of transmission was observed. This shows that the monomers / oligomers and / or polymerization process of polythiourethane shifted the peak of the Cu-complex of heterocyclic dye compound about 8 nm, to an extent which is still within the effective range for anti-glare effect, and thus despite the shift, glare from LED light can be successfully reduced. As noted from Fig. 3, the transmission at a wavelength of 450 nm was 84% and as noted from Table 1 below (%T), the light transmission within the wavelength range of 380 to 780 nm was 83.66%.

[0077] The produced spectacle lens has a yellowness index of 6.14 and a haze of 0.16%, which are within a suitable range to be used as a spectacle lens. Subsequently, the cured spectacle lens was coated with a hard coating (CrystalCoat ® IM-9060) and an antireflective coating (DuraVision Platinum (DVP), Zeiss). As shown in Fig. 4, the coated lens was still able to reduce glare from LED light, showing a notch peak at 428 nm, showing 57% of transmission. Meanwhile, the yellowness index increased to 8.79 and the haze decreased to 0.04%. As can be seen from Fig. 4, the transmission at a wavelength of 450 nm increased to 92% and as noted from Table 1 below (%T), the light transmission within the wavelength range of 380 to 780 nm was 93.75%.

[0078] Example 3

[0079] The monomers / oligomers of the polythiourethane spectacle lens material (MR7, Mitsui Chemicals) were mixed with 1 .5 ppm Cu-complex of heterocyclic dye compound (FDB-001 , Yamada Chemical Co., Ltd.). A conventional benzotriazole UV absorber of 0.51 % by weight was added. The mixture was casted into the spectacle lens moulds and then cured thermally in a curing oven. A spectacle lens with a 2 mm thickness and a refractive index of 1 .67 was obtained.

[0080] As shown in Fig. 5, transmission at 400 nm or lower was 2% or lower, indicating that harmful UV light is nearly completely blocked. A notch peak at about 428 nm, showing 65% of transmission was observed. This shows that the monomers / oligomers and / or polymerization process of polythiourethane shifted the peak of the Cu-complex of heterocyclic dye compound about 8 nm, to an extent which is still within the effective range for anti-glare effect. Therefore, despite the shift, glare from LED light has been successfully reduced. The transmission at a wavelength of 450 nm was 85% and as noted from Table 1 below (%T), the light transmission within the wavelength range of 380 to 780 nm was 85.75%.

[0081] The produced spectacle lens has a yellowness index of 6.08 and a haze of 0.55%, which are within a suitable range to be used as a spectacle lens.

[0082] Example 4 The monomers / oligomers of the polythiourethane spectacle lens material (MR7, Mitsui Chemicals) were mixed with 1 .5 ppm Cu-complex of heterocyclic dye compound (FDB-001 , Yamada Chemical Co., Ltd.). A conventional benzotriazole UV absorber of 0.51 % by weight was added. The mixture was casted into the spectacle lens moulds and then thermally cured in a curing oven and went through polymerization. A spectacle lens with a 2.03 mm thickness and a refractive index of 1 .67 was prepared.

[0083] The transmission at 400 nm or lower was 2% or lower, indicating that harmful UV light is nearly completely blocked. A notch peak at about 428 nm, showing 59% of transmission was observed. This shows that the monomers / oligomers and / or polymerization process of polythiourethane shifted the peak of the Cu-complex of heterocyclic dye compound about 8 nm, to an extent which is still within the effective range for anti-glare effect. Therefore, despite this, glare from LED light has been successfully reduced. As noted from Fig. 6, the transmission at a wavelength of 450 nm was 85% and as noted from Table 1 below (%T), the light transmission within the wavelength range of 380 to 780 nm was 85.16%.

[0084] The produced spectacle lens has a yellowness index of 6.36 and a haze of 0.18%, which are within a suitable range to be used as a spectacle lens.

[0085] Example 5

[0086] The monomers / oligomers of the polythiourethane spectacle lens material (MR7, Mitsui Chemicals) were mixed with 1 ppm Cu-complex of heterocyclic dye compound (FDB-001 , Yamada Chemical Co., Ltd.). A conventional benzotriazole UV absorber of 0.51 % by weight was added. The mixture was casted into spectacle lens moulds and then cured in a curing oven and went through polymerization. A spectacle lens with a 2 mm thickness and a refractive index of 1 .67 was obtained.

[0087] The transmission at 400 nm or lower was 2%, indicating that harmful UV light is nearly completely blocked. A notch peak at about 428 nm, showing 66% of transmission was observed. This shows that the monomers / oligomers and / or polymerization process of polythiourethane shifted the peak of the Cu-complex of heterocyclic dye compound about 8 nm, to an extent which is still within the effective range for anti-glare effect. Therefore, despite this, glare from LED light has been successfully reduced. The transmission at a wavelength of 450 nm was 85% and as noted from Table 1 below (%T), the light transmission within the wavelength range of 380 to 780 nm was 85.96%.

[0088] The produced spectacle lens has a yellowness index of 5.27 and a haze of 0.23%, which are within a suitable range to be used as a spectacle lens.

[0089] The transmission curve of Example 4 and Example 5 are compared in Fig. 6. It is noted that increased amount of the Cu-complex of heterocyclic dye compound in Example 4 allows to block more light at the target wavelength, thereby leading to improved anti-glare effect. On the other hand, the yellowness index was higher in Example 4 compared to Example 5, where more dye was used. This clearly shows the difficulties in finding appropriate amount of the Cu-complex of heterocyclic dye compound which can achieve the balance between the anti-glare effect and yellowness index suitable for spectacle lenses.

[0090] Example 6

[0091] The monomers / oligomers of the polythiourethane spectacle lens material (MR7, Mitsui Chemicals) were mixed with 1 .5 ppm Cu-complex of heterocyclic dye compound (FDB-001 , Yamada Chemical Co., Ltd.). A conventional benzotriazole UV absorber of 0.51 % by weight was added. The mixture was casted into the spectacle lens moulds and then thermally cured in a curing oven and went through polymerization. A spectacle lens with a 2 mm thickness and a refractive index of 1 .67 was obtained.

[0092] The transmission at 400 nm or lower was 2% or lower, indicating that harmful UV light is completely blocked. A notch peak at about 428 nm, showing 59% of transmission was observed. This shows that the monomers / oligomers and / or polymerization process of polythiourethane shifted the peak of the Cu-complex of heterocyclic dye compound about 8 nm, to an extent which is still within the effective range for anti-glare effect. Therefore, despite this, glare from LED light has been successfully reduced. The transmission at a wavelength of 450 nm was 85% and as noted from Table 1 below (%T), the light transmission within the wavelength range of 380 to 780 nm was 85.31 %.

[0093] The produced spectacle lens has a yellowness index of 6.68 and a haze of 0.23%, which are within a suitable range to be used as a spectacle lens.

[0094] Example 7

[0095] The monomers / oligomers of the polythiourethane spectacle lens material (MR7, Mitsui Chemicals) were mixed with 1 .0 ppm Cu-complex of heterocyclic dye compound (FDB-001 , Yamada Chemical Co., Ltd.). A conventional benzotriazole UV absorber of 0.51 % by weight was added. The monomer mixture was filled into the spectacle lens moulds and then thermally cured in a curing oven and went through polymerization. A spectacle lens with a 2.01 mm thickness and a refractive index of 1 .67 was prepared.

[0096] The transmission at 400 nm or lower was 2% or less, indicating that harmful UV light is nearly completely blocked. A notch peak at about 428 nm, showing 65% of transmission was observed. This shows that the monomers / oligomers and / or polymerization process of polythiourethane shifted the peak of the Cu-complex of heterocyclic dye compound about 8 nm, to an extent which is still within the effective range for anti-glare effect. Therefore, despite this, glare from LED light has been successfully reduced. The transmission at a wavelength of 450 nm was 85% as noted from Table 1 below (%T), the light transmission within the wavelength range of 380 to 780 nm 85.85%.

[0097] The produced spectacle lens has a yellowness index of 5.73 and a haze of 0.63%, which are within a suitable range to be used as a spectacle lens.

[0098] The transmission curve of Example 6 and Example 7 are compared in Fig. 7. It is noted that increased amount of Cu-complex of heterocyclic dye compound in Example 6 allows to block more light at the target wavelength, thereby leading to improved anti-glare effect. On the other hand, the yellowness index was higher in Example 6 compared to Example 7, in which more dye was used. This clearly shows that it is difficult to find the amount of the Cu-complex of heterocyclic dye compound which can achieve the balance between the anti-glare effect and yellowness index suitable for spectacle lenses.

[0099] Example 8

[0100] The monomers / oligomers of the polythiourethane spectacle lens material (MR8, Mitsui Chemicals) were mixed with 1 .5 ppm Cu-complex of heterocyclic dye compound (FDB-001 , Yamada Chemical Co., Ltd.). A conventional benzotriazole UV absorber of 0.77 % by weight was added. The mixture was filled into the spectacle lens moulds and then thermally cured in a curing oven and went through polymerization. A spectacle lens with a 2.01 mm thickness and a refractive index of 1 .60 was prepared.

[0101] The transmission at 400 nm or lower was 2% or lower, indicating that harmful UV light is completely blocked. A notch peak at about 426 nm, showing 58% of transmission was observed. This shows that the monomers / oligomers and / or polymerization process of polythiourethane shifted the peak of the Cu-complex of heterocyclic dye compound about 6 nm, to an extent which is still within the effective range for anti-glare effect. Therefore, despite this, glare from LED light has been successfully reduced. The transmission at a wavelength of 450 nm was 87% and as noted from Table 1 below (%T), the light transmission within the wavelength range of 380 to 780 nm was 87.37%.

[0102] The produced spectacle lens has a yellowness index of 5.76 and a haze of 0.17%, which are within a suitable range to be used as a spectacle lens.

[0103] Example 9

[0104] The monomers / oligomers of the polythiourethane spectacle lens material (MR8, Mitsui Chemicals) were mixed with 1 .0 ppm Cu-complex of heterocyclic dye compound (FDB-001 , Yamada Chemical Co., Ltd.). A conventional benzotriazole UV absorber of 0.77 % by weight was added. The mixture was filled into the spectacle lens moulds and then thermally cured in a curing oven and went through polymerization. A spectacle lens with a 2.01 mm thickness and a refractive index of 1 .60 was obtained.

[0105] The transmission at 400 nm or lower was 2%, indicating that harmful UV light is almost completely blocked. A notch peak at about 426 nm, showing 66.5% of transmission was observed. This shows that the monomers / oligomers and / or polymerization process of polythiourethane shifted the peak of the Cu-complex of heterocyclic dye compound about 6 nm, to an extent which is still within the effective range for anti-glare effect. Therefore, despite this, glare from LED light has been successfully reduced. The transmission at a wavelength of 450 nm was 88% and as noted from Table 1 below (%T), the light transmission within the wavelength range of 380 to 780 nm was 87.85%.

[0106] The produced spectacle lens has a yellowness index of 4.38 and a haze of 0.28%, which are within a suitable range to be used as a spectacle lens.

[0107] The transmission curve of Example 8 and Example 9 are compared in Fig. 8. It is noted that increased amount of Cu-complex of heterocyclic dye compound in Example 8 allows to block more light at the target wavelength, thereby leading to improved anti-glare effect. On the other hand, the yellowness index was higher in Example 8 compared to Example 9, in which more dye (FDB-001 ) was used. This clearly shows difficulties in finding the amount of the Cu-complex of heterocyclic dye compound which can achieve the balance between the anti-glare effect and yellowness index suitable for spectacle lenses.

[0108] Example 10

[0109] The monomers / oligomers of the polyepisulfide spectacle lens material (MR174, Mitsui Chemicals) were mixed with 1 .5 ppm Cu-complex of heterocyclic dye compound (FDB-001 , Yamada Chemical Co., Ltd.). A conventional benzotriazole UV absorber of 1 .35 % by weight was added. The mixture was filled into the spectacle lens moulds after degassing and then thermally cured in a curing oven. A spectacle lens with a 2.02 mm thickness and a refractive index of 1 .74 was obtained. As shown in Fig. 9, the transmission at 400 nm or lower was 2% or lower, indicating that harmful UV light is almost blocked. A notch peak at about 432 nm, showing 56% of transmission was observed. This shows that the monomers / oligomers and / or polymerization process of polyepisulfide shifted the peak of the Cu-complex of heterocyclic dye compound about 12 nm, to an extent which is still within the effective range for anti-glare effect. Therefore, despite this, glare from LED light has been successfully reduced. The transmission at a wavelength of 450 nm was about 82% and as noted from Table 1 below (%T), the light transmission within the wavelength range of 380 to 780 nm was 82.48%.

[0110] The produced spectacle lens has a yellowness index of 7.23 and a haze of 0.15%, which are within a suitable range to be used as a spectacle lens.

[0111] Subsequently, the cured spectacle lens was coated with a hard coating (CrystalCoat ® IM-9060) and an antireflective coating (DuraVision Platinum (DVP), Zeiss). As shown in Fig. 10, the coated lens was still able to reduce glare from LED light, showing a notch peak at 432 nm, showing 64% of transmission. Meanwhile the yellowness index increased to 7.41 , presumably due to the AR coating and the haze decreased to 0.11 %, presumably due to the cleaning process before the coating process. The transmission at a wavelength of 450 nm increased to 94 % as noted from Table 1 below (%T), the light transmission within the wavelength range of 380 to 780 nm was 94.01 %.

[0112] The experimental results are summarized in Table 1 below.

[0113] Table 1 . Experimental results

[0114] Comparative Example 1

[0115] The monomers / oligomers of the poly allyl diglycol carbonate spectacle lens material (CR39) were mixed with 1 ppm Cu-complex of heterocyclic dye compound (FDB-001 , Yamada Chemical Co., Ltd.). The monomers / oligomers were mixed with a peroxide free radical initiator for polymerization. A conventional benzophenone type UV absorber of 0.085 % by weight was added. Despite the presence of the Cu-complex of heterocyclic dye compound, FDB-001 , no notch peak was observed in the transmission curve shown in Fig. 11 for the liquid monomer in a liquid cell. No notch peak was observed in the transmission curve as shown in Fig. 11 for the liquid monomer in a liquid cell.

[0116] After degassing, the mixture was then casted into the spectacle lens moulds and subsequently cured by thermal polymerization initiated by the peroxide free radical initiator. A spectacle lens with a 2.21 mm thickness and a refractive index of 1.498, which is a relatively lower refractive index compared to Examples 1 to 10, was obtained. After the curing, despite the presence of the Cu-complex of heterocyclic dye compound, FDB-001 , again, no notch peak was observed in the transmission curve as shown in Fig. 11 . This spectacle lens was not able to reduce the glare from the LED light. It is presumed that the dye compound failed to stay intact while being mixed with the poly ally diglycol carbonate spectacle lens material.

[0117] Comparative Example 2

[0118] Instead of the Cu-complex of heterocyclic dye compound used in the examples, a dye which is not a heterocyclic dye compound was used for various combinations of curable composition to verify the significant role of Cu-complex of heterocyclic dye compound.

[0119] FDB-004, a solvent dye from Yamada Chemical Co., Ltd. was selected. FDB-004 is reported to be yellow and have the absorption peak (Amax) at 445 nm. The effective amount of FDB-004 was tested. As shown in Fig. 12, it was found that FDB-004 provides effective light blocking when used in an amount of 6 ppm or greater.

[0120] Therefore, 6 ppm was selected for the standard amount in the relevant comparative examples.

[0121] The monomers / oligomers of the poly allyl diglycol carbonate spectacle lens material (RAV7AX) was mixed with 6 ppm FDB-004. A conventional benzophenone type UV absorber of 0.085 % by weight was added. The mixture was casted into spectacle lens moulds and then thermally cured in a curing oven and went through polymerization initiated by a peroxide initiator. A relatively lower refractive index spectacle lens with a refractive index of 1 .51 was obtained.

[0122] Although the notch peak in the monomer liquid mix was observed, after curing, this notch peak disappeared. It suggests that the dye compound has been destroyed during the polymerization of poly ally diglycol carbonate spectacle lens material.

[0123] Comparative Example 3 The monomers / oligomers of the polythiourethane spectacle lens material (MR7, Mitsui Chemicals) were mixed with 6 ppm FDB-004. A conventional benzotriazole UV absorber of 0.51 % by weight was added. The mixture was filled into the spectacle lens moulds after degassing and then cured thermally in a curing oven and went through polymerization. A high refractive index spectacle lens with a refractive index of 1 .67 was obtained.

[0124] A notch peak at about 460 nm, showing 57% of transmission was observed. This shows that the monomers / oligomers of polythiourethane shifted the peak of the non- heterocyclic dye compound about 15 nm, resulting in the notch peak outside the effective range for anti-glare effect. As it transmits light at 460 nm, the thus-prepared spectacle lens looked very yellow. It was not acceptable as a clear spectacle lens with a good quality.

[0125] Comparative Example 4

[0126] The monomers / oligomers of the polythiourethane spectacle lens material (MR7, Mitsui Chemicals) were mixed with 6 ppm FDB-004. A conventional benzotriazole UV absorber of 0.51 % by weight was added. After degassing, the mixture was filled into the spectacle lens moulds and then thermally cured in a curing oven and went through polymerization. A high refractive index spectacle lens with a refractive index of 1 .67 was obtained.

[0127] A notch peak at about 460 nm, showing 57% of transmission was observed. This shows that the monomers / oligomers of polythiourethane shifted the peak of the non- heterocyclic dye compound about 15 nm, resulting in the notch peak outside the effective range for anti-glare effect. Since 460 nm is a very long wavelength, the lens appears very yellow.

[0128] Comparative Example 5

[0129] Instead of the Cu-complex of heterocyclic dye compound dye used in the above examples and comparative examples, heterocyclic dye compound complex with a different metal was used to verify the significant role of Cu-complex dye. FDB-002, Vanadium-complex dye from Yamada Chemical Co., Ltd. was selected. FDB-002 is reported to be red just like FDB-001 and has the absorption peak (Amax) at 431 nm.

[0130] The monomers / oligomers of the polythiourethane spectacle lens material (MR7, Mitsui Chemicals) were mixed with 2 ppm V-porphyrin dye (FDB-002, Yamada Chemical Co., Ltd.). A conventional benzotriazole UV absorber of 0.51 % by weight was added. The mixture was filled into the spectacle lens moulds and then thermally cured in a curing oven and went through polymerization. A spectacle lens with a refractive index of 1.67 was obtained.

[0131] As shown in Fig. 13, transmission at 400 nm or lower was 2% or lower, indicating that harmful UV light is almost blocked. A notch peak at about 440 nm, showing 57% of transmission was observed. This shows that the monomers of polythiourethane shifted the peak of V-complex dye compound about 9 nm, resulting in the notch peak outside the effective range for anti-glare effect. Due to this shift, the notch dye peak causes the spectacle lens to be too yellow.

[0132] As such, the produced spectacle lens has a yellowness index of 12.5, which is not suitable for a use as a spectacle lens.

[0133] Given this, it is clear that the combination of a high refractive spectacle lens material and a heterocyclic dye compound of which the coordinating metal is not Cu results in unacceptable yellowness index for spectacle lenses.

[0134] Comparative Example 6

[0135] The monomers / oligomers of the poly allyl diglycol carbonate spectacle lens material (CR39) were mixed with 1 .25 ppm V-porphyrin dye (FDB-004) and peroxide as a catalyst for polymerization. A conventional benzophenone type UV absorber of 0.085% by weight was added. As shown in Fig. 14, a notch peak was observed at 430 nm showing 70% of transmission in liquid form before curing, using 2 mm thick liquid cell. The mixture was then filled into spectacle lens the moulds and then cured by thermal curing in a curing oven and went through polymerization. A low refractive index spectacle lens with a refractive index of 1 .498 was obtained. However, after curing, the notch peak at 430 nm disappeared as can be confirmed from Fig. 14. It is clear that the combination of a low refractive spectacle lens material with a peroxide and V- complex of dye compound cannot reduce the glare from LED light.

Claims

CLAIMS1 . A curable composition suitable for producing an anti-glare spectacle lens comprising: a Cu-complex of heterocyclic dye compound which has a light absorption peak at 430 ± 12 nm or at 430 ± 10 nm or at 430 ± 8 nm, and a polythiourethane spectacle lens material and / or a polyepisulfide spectacle lens material, characterized in that the amount of the Cu-complex of heterocyclic dye compound is 0.1 to 8 ppm or 0.5 to 6 ppm, and the curable composition has a light transmission of at least 75% or at least 80% across the wavelength range between 550 nm to 600 nm.

2. The curable composition according to claim 1 , characterized in that the polythiourethane spectacle lens material consists of at least one thiol compound and at least one isocyanate compound.

3. The curable composition according to claim 1 , characterized in that the polyepisulfide spectacle lens material consists of at least one thiol compound and at least one episulfide compound.

4. The curable composition according to any one of the preceding claims, characterized in that the composition has a yellowness index (Yl) of 9 or less, or 8 or less, or 7 or less.

5. The curable composition according to any one of the preceding claims, characterized in that the spectacle lens material does not comprise ethylene oxide compound.

6. The curable composition according to any one of the preceding claims, characterized in that a light transmission at the light transmission notch peak is from 80% to 20%, from 70% to 30%, or from 70% to 40%, or from 70% to 50%.

7. The curable composition according to any one of the preceding claims,characterized in that a light transmission over the wavelength range of 380 nm to 780 nm is at least 80%.

8. The curable composition according to any one of the preceding claims, characterized in that the Cu-complex of heterocyclic dye compound is a Cu-complex of a porphyrin dye.

9. An anti-glare spectacle lens which is a polythiourethane or polyepisulfide spectacle lens comprising a Cu-complex of heterocyclic dye compound which has a light absorption peak at 430 ± 12 nm or at 430 ± 10 nm or at 430 ± 8 nm, characterized in that the anti-glare spectacle lens has a light transmission notch peak at 430 ± 12 nm or at 430 ± 10 nm or at 430 ± 8 nm, and a light transmission of at least 75% or at least 80% across the wavelength range between 550 nm to 600 nm.

10. The anti-glare spectacle lens according to claim 9, characterized in that a light transmission at the light transmission notch peak is from 80% to 20%, from 70% to 30%, or from 70% to 40%, or from 70% to 50%.11 .The anti-glare spectacle lens according to claim 9 or 10, characterized in that a light transmission over the wavelength range of 380 nm to 780 nm is at least 80%.

12. The anti-glare spectacle lens according to any one of claims 9 to 11 , characterized in that the anti-glare spectacle lens has a high refractive index of 1 .59 or higher.

13. The anti-glare spectacle lens according to any one of claims 9 to 12, characterized by blocking at least 90%, or at least 95%, or at least 98% of light with a wavelength of 400nm or below, or with a wavelength from 290 nm to 400 nm.

14. The anti-glare spectacle lens according to any one of claims 9 or 13, characterized by having a yellowness index (Yl) of 9 or less, or 8 or less, or 7 or less.

15. The anti-glare spectacle lens according to any one of claims 9 to 14,characterized by having a light transmission greater than 80% at a wavelength of 450 nm.

16. The anti-glare spectacle lens according to any one of claims 9 to 15, characterized by blocking lower than 60% of light at a wavelength of 410 nm.

17. The anti-glare spectacle lens according to claim 16, characterized by comprising the Cu-complex of heterocyclic dye compound in an amount of from 0.1 to 8 ppm or from 0.5 to 6 ppm.

18. The anti-glare spectacle lens according to any one of claims 9 to 17, characterized in that the Cu-complex of heterocyclic dye compound is a Cu-complex of a porphyrin dye.

19. The anti-glare spectacle lens produced by curing the curable composition according to any one of claims 1 to 8.

20. A method of producing the anti-glare spectacle lens according to any one of claims 9 to 19 comprising, casting molding or injection molding the curable composition according to any one of claims 1 to 8, and curing the composition.21 . Use of a polythiourethane or polyepisulfide spectacle lens for reducing glare from LED light, characterized in that the spectacle lens has a light transmission notch peak at 430 ± 12 nm or at 430 ± 10 nm or at 430 ± 8 nm, and a light transmission of at least 75% or at least 80% across the wavelength range between 550 nm to 600 nm.

22. Use of the polythiourethane or polyepisulfide spectacle lens according to any one of claims 10 to 18 for reducing glare from LED light.

Citation Information

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