Optical material, plastic lens, glasses, and sleep improvement method

Abstract

Provided are an optical material and applications thereof. The optical material contains one or more types of visible light-absorbing organic dyes, has an absorption maximum in the range of 440-475 nm, has a transmittance of 10-35% at a maximum absorption wavelength, has an absorption minimum in the range of 475-600 nm, has a transmittance of 50-90% at a minimum absorption wavelength, has a transmittance difference of 35-65% between an absorption minimum in the range of 400-440 nm and the absorption maximum in the range of 440-475 nm, and has a value of 1.5-8.0 when the transmittance difference is divided by the transmittance of the absorption maximum in the range of 440-475 nm.

Description

Optical materials, plastic lenses, glasses, and sleep improvement methods

[0001] The present disclosure relates to optical materials, plastic lenses, eyeglasses, and methods for improving sleep.

[0002] In recent years, optical materials have been used in a variety of applications. For example, optical materials containing a polymer compound and an organic dye are widely known. Various examples of the types and contents of the polymer compound and organic dye are known. Furthermore, examples of applications of optical materials include plastic lenses used in eyeglasses, lighting filters, and display filters for computers, tablet devices, etc.

[0003] In recent years, the impact of blue light contained in lighting and other sources on sleep has attracted attention, and the problem of sleep quality being impaired when exposed to blue light before bedtime has become a problem. Measures such as keeping commonly used devices such as tablet devices away from the eyes before bedtime or turning off commonly used lights early are not practical, and effective methods for improving sleep are needed. For example, Patent Document 1 (International Publication No. 2021 / 024962) describes an optical material whose transmittance curve, measured at a thickness of 2 mm, has a maximum value of transmittance at wavelengths of 400 nm to 445 nm, and minimum values ​​of transmittance at wavelengths of 445 nm to 485 nm and 650 nm to 800 nm, with each transmittance specified. The optical material described in Patent Document 1 is said to have good visibility and good blocking properties for specific wavelengths, but there is no mention of the optical material's effect on the quality of human sleep.

[0004] Patent Document 1: International Publication No. 2021 / 024962

[0005] An object of one embodiment of the present disclosure is to provide an optical material, a plastic lens, and eyeglasses using the optical material, which can improve sleep quality.An object of another embodiment of the present disclosure is to provide a method for improving sleep.

[0006] Means for solving the above problems include the following aspects: <1> An optical material having an absorption minimum in the range of 400 nm to 440 nm and an absorption maximum in the range of 440 nm to 475 nm, with a transmittance of 10% to 35% at the maximum absorption wavelength, a difference in transmittance between the absorption minimum in the range of 400 nm to 440 nm and the absorption maximum in the range of 440 nm to 475 nm of 35% to 65%, and a value obtained by dividing the difference in transmittance by the transmittance of the absorption maximum in the range of 440 nm to 475 nm of 1.5 to 8.0.

[0007] <2> The optical material according to <1>, having an average transmittance of 30% to 90% in the range of 520 nm to 630 nm. <3> The optical material according to <1> or <2>, having an absorption minimum in the range of 475 nm to 600 nm and having a transmittance of 50% to 90% at the minimum absorption wavelength. <4> The optical material according to any one of <1> to <3>, having a transmittance of 15% or less at 400 nm. <5> The optical material according to any one of <1> to <4>, having a transmittance of 10% to 35% at 460 nm.

[0008] <6> The optical material according to any one of <1> to <5>, wherein the peak half width of the absorption maximum in the range of 440 nm to 475 nm is 40 nm to 50 nm. <7> The optical material according to any one of <1> to <6>, wherein the transmittance of the absorption minimum in the range of 400 nm to 440 nm is 45% to 85%. <8> The optical material according to any one of <1> to <7>, wherein the visible light absorbing organic dye comprises a porphyrin-based compound. <9> The optical material according to any one of <1> to <8>, wherein the content of the visible light absorbing organic dye is 15 ppm to 35 ppm with respect to all components contained in the optical material.

[0009] <10> The optical material according to any one of <1> to <9>, wherein the visible light absorbing organic dye comprises at least one selected from porphyrin compounds represented by the following formula A:

[0010]

[0011] In formula A, X １ , X ２ , X ３ , X ４ , X５ , X ６ , X ７ , and X ８ (Hereinafter, X １ ~X ８ Each of the groups independently represents a hydrogen atom or a halogen atom. １ ~X ８ At least one of R is a halogen atom. １ , R ２ , R ３ , and R ４ (Hereinafter, R １ ~R ４ each independently represent a hydrogen atom or a linear or branched alkyl group, and M represents two hydrogen atoms, a divalent metal atom, a trivalent substituted metal atom, a tetravalent substituted metal atom, a metal hydroxide atom, or a metal oxide atom. <11> The optical material according to <10>, wherein M in the formula A represents Pd, V═O, Cu, or Co.

[0012] <12> The optical material according to any one of <1> to <11>, wherein the visible light absorbing organic dye comprises at least one compound selected from the group consisting of a porphyrin compound represented by the following formula D1 and a porphyrin compound represented by the following formula D2:

[0013]

[0014] <13> Saturation C ＊ <14> The optical material according to any one of <1> to <13>, having a yellowness index of -10 to 50. <15> The optical material according to any one of <8> to <12>, further containing an anthraquinone dye in an amount of 5 ppm to 75 ppm.

[0015] <16> The optical material according to any one of <1> to <15>, comprising at least one polymer selected from the group consisting of polyurethane, polythiourethane, polysulfide, polycarbonate, and poly(meth)acrylate. <17> The polythiourethane comprises a structural unit derived from a polyisocyanate compound (A) and a structural unit derived from a polythiol compound (B), and the polyisocyanate compound (A) is selected from the group consisting of hexamethylene diisocyanate, pentamethylene diisocyanate, xylylene diisocyanate, isophorone diisocyanate, bis(isocyanatomethyl)cyclohexane, dicyclohexylmethane diisocyanate, 2,5-bis(isocyanatomethyl)bicyclo[2.2.1 ]-heptane, 2,6-bis(isocyanatomethyl)bicyclo-[2.2.1]-heptane, tolylene diisocyanate, phenylene diisocyanate, and diphenylmethane diisocyanate, and the polythiol compound (B) is at least one selected from the group consisting of 5,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 4,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 4,8 -dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane, pentaerythritol tetrakis(2-mercaptoacetate), pentaerythritol tetrakis(3-mercaptopropionate), 2,5-bis(mercaptomethyl)-1,4-dithiane, bis(mercaptoethyl)sulfide, 1,1,3,3-tetrakis(mercaptomethylthio)propane, 4 1,6-bis(mercaptomethylthio)-1,3-dithiane, 2-(2,2-bis(mercaptomethylthio)ethyl)-1,3-dithietane, 1,1,2,2-tetrakis(mercaptomethylthio)ethane, 3-mercaptomethyl-1,5-dimercapto-2,4-dithiapentane, tris(mercaptomethylthio)methane, and ethylene glycol bis(3-mercaptopropionate).

[0016] <18> A plastic lens having a layer containing the optical material according to any one of <1> to <17> and a hard coat layer on at least one surface of the layer containing the optical material. <19> The plastic lens according to <18>, further having at least one of an antireflection layer and a water-repellent layer. <20> The plastic lens according to <18> or <19>, having a luminous transmittance of 30% to 95%. <21> Eyeglasses having the plastic lens according to any one of <18> to <20>.

[0017] <22> A sleep improvement method comprising wearing the eyeglasses according to <21> for at least one hour between five hours before going to bed and just before going to bed in a room equipped with a light-emitting diode (hereinafter referred to as LED) light source. <23> A sleep improvement method according to <22>, comprising wearing the eyeglasses continuously from at least two hours before going to bed until going to bed.

[0018] According to one embodiment of the present disclosure, an optical material capable of improving sleep quality, a plastic lens and eyeglasses using the optical material can be provided. According to another embodiment of the present disclosure, a method for improving sleep can be provided.

[0019] 1 is a graph showing transmittance curves for the plastic lenses of Examples 1, 2, and 3.

[0020] The present disclosure will be described in detail below. The following description of the components may be based on representative embodiments of the present disclosure, but the present disclosure is not limited to such embodiments.

[0021] In the present disclosure, the use of "to" indicating a numerical range means that the numerical values ​​before and after it are included as the upper and lower limits. In the numerical ranges described in stages in the present disclosure, the upper or lower limit value described in one numerical range may be replaced with the upper or lower limit value of another numerical range described in stages. Furthermore, in the numerical ranges described in the present disclosure, the upper or lower limit value of that numerical range may be replaced with a value shown in the examples.

[0022] In the present disclosure, when a layer contains a plurality of substances corresponding to each component, the amount of each component in the composition refers to the total amount of the plurality of substances present in the composition, unless otherwise specified. In the present disclosure, a combination of preferred embodiments is a more preferred embodiment. The optical properties of the optical material of the present disclosure are values ​​measured using an optical material with a thickness of 2 mm, unless otherwise specified.

[0023] [Optical Material] The optical material of the present disclosure comprises one or more visible light absorbing organic dyes and an ultraviolet absorber, and has an absorption minimum in the range of 400 nm to 440 nm, an absorption maximum in the range of 440 nm to 475 nm, a transmittance of the maximum absorption wavelength of 10% to 35%, a difference in transmittance between the absorption minimum in the range of 400 nm to 440 nm and the absorption maximum in the range of 440 nm to 475 nm of 35% to 65%, and a value obtained by dividing the difference in transmittance by the transmittance of the absorption maximum in the range of 440 nm to 475 nm of 1.5 to 8.0.

[0024] The optical material of the present disclosure, including the above-described configuration, improves sleep quality. Improved sleep quality is expected to lead to improved memory, improved metabolism, and other benefits. The following is speculated about the effects of improved sleep quality. It is known that non-REM sleep and REM sleep constitute a single unit (sleep cycle), and that this sleep cycle repeats several times during a night's extended sleep before awakening. A sleep cycle is composed of non-REM sleep (slow-wave sleep) or light non-REM sleep (spindle sleep), and REM sleep. Since different sleep stages have different effects on memory consolidation, maintaining an appropriate sleep rhythm throughout the entire nighttime sleep period is important for improving memory. Sleep is induced by melatonin, which is biosynthesized in the brain two to three hours before habitual bedtime. Because melatonin biosynthesis is suppressed by high illuminance or short-wavelength light stimuli, a pre-bedtime light environment with high illuminance or short-wavelength light stimuli may reduce sleep quality and ultimately lead to a decline in memory. The optical material of the present disclosure has an absorption maximum in the range of 440 nm to 475 nm, and by controlling its transmittance to 10% to 35%, the transmission of wavelengths that affect sleep quality is suppressed. By using the optical material of the present disclosure from a predetermined time before going to bed, light in the wavelength range that affects sleep quality is effectively prevented from reaching the eyes, preventing the inhibition of melatonin secretion. As a result, sleep quality is expected to improve, and memory and cognitive function can be improved. It is believed that improved sleep quality promotes neurogenesis, neurotransmitter secretion, waste product removal, and other processes in the brain, leading to improved cognitive function the next day. Furthermore, improved nighttime sleep quality is expected to affect food-eating hormones, insulin resistance, and other conditions caused by sleep deprivation, thereby contributing to improved metabolism.

[0025] The optical properties of the optical material of the present disclosure, such as the light absorption characteristics, absorption maximum, and absorption minimum, are measured using the optical properties in the transmittance curve when measured at a thickness of 2 mm. The optical properties of the optical material of the present disclosure are measured at a thickness of 2 mm using an ultraviolet-visible spectrophotometer (e.g., UV-1800 (manufactured by Shimadzu Corporation)).

[0026] The optical material of the present disclosure includes one or more visible light-absorbing organic dyes and an ultraviolet absorber. By including the visible light-absorbing organic dye in the optical material, the optical properties, appearance, and the like of the optical material can be controlled. Preferred visible light-absorbing organic dyes will be described later. Furthermore, by including the ultraviolet absorber in the optical material, the transmittance of light in the shorter wavelength region of less than 440 nm, such as ultraviolet light, can be suppressed.

[0027] (Optical Properties) The optical properties of the optical material of the present disclosure include: (a-1) an absorption minimum in the range of 400 nm to 440 nm; (b-1) an absorption maximum in the range of 440 nm to 475 nm; (b-2) a transmittance of the maximum absorption wavelength of 10% to 35%; (c-1) a difference in transmittance between the absorption minimum in the range of 400 nm to 440 nm and the absorption maximum in the range of 440 nm to 475 nm of 35% to 65%; and (c-2) a value obtained by dividing the difference in transmittance by the transmittance of the absorption maximum in the range of 440 nm to 475 nm of 1.5 to 8.0.

[0028] The optical properties of the optical material of the present disclosure include (a-1) the presence of an absorption minimum in the range of 400 nm to 440 nm. By having an absorption minimum in the range of 400 nm to 440 nm, the optical material exhibits a suitable color.

[0029] In particular, it is preferable that the absorption minimum is in the range of 400 nm to 440 nm, and the transmittance at the minimum absorption wavelength is 45% to 85%, more preferably 50% to 85%, and even more preferably 55% to 85%. When the transmittance at the minimum absorption wavelength is in the above range, the optical material of the present disclosure exhibits a better color tone.

[0030] The optical properties of the optical material of the present disclosure include (b-1) an absorption maximum in the range of 440 nm to 475 nm, and (b-2) a transmittance at the maximum absorption wavelength of 10% to 35%. By having a transmittance at the maximum absorption wavelength in the wavelength range of 440 nm to 475 nm of 10% to 35%, the optical material of the present disclosure can prevent light of wavelengths that affect sleep quality from reaching the eyes. From the viewpoint of improving sleep quality, the transmittance is 10% to 35%, preferably 10% to 30%, more preferably 10% to 27%, and even more preferably 10% to 25%.

[0031] The wavelength of visible light is broad, with a lower limit of 360 nm to 400 nm and an upper limit of 760 nm to 830 nm. However, according to the studies of the present inventors, when taking into consideration the wavelengths sensed by the photoreceptor cells of the human eye and the wavelengths of the light sources used for illumination, it has been found that, in consideration of the effect on sleep quality and the quality of the color and other aspects of the appearance of optical materials when viewed, it is effective to reduce the transmittance of wavelengths of 450 nm and 470 nm in the above wavelength range.

[0032] The half-width of the absorption maximum peak is preferably 40 nm to 50 nm, more preferably 42 nm to 50 nm, and even more preferably 43 nm to 49 nm. When the half-width of the absorption maximum peak is 40 nm or more, the blocking ability of wavelengths that affect sleep quality is good, and when the half-width is 50 nm or less, the optical material can achieve a suitable color. Here, the half-width of the absorption maximum peak refers to the full width at half maximum, and is expressed as the distance (nm) between the two intersections formed by the absorption peak and a line parallel to the horizontal axis drawn at 1 / 2 of the extinction coefficient value (εg) at the maximum absorption wavelength in the absorption spectrum. The transmittance at the absorption wavelength is 50% to 90%,

[0033] The optical properties of the optical material of the present disclosure include (c-1) a difference in transmittance between the absorption minimum in the range of 400 nm to 440 nm and the absorption maximum in the range of 440 nm to 475 nm of 35% to 65%, and (c-2) a value obtained by dividing the difference in transmittance by the transmittance of the absorption maximum in the range of 440 nm to 475 nm of 1.5 to 8.0. When the difference in transmittance between the absorption minimum in the range of 400 nm to 440 nm and the absorption maximum in the range of 440 nm to 475 nm as defined in (a-1) and (b-1) above is 35% to 65%, and the value obtained by dividing the difference in transmittance by the transmittance of the absorption maximum in the range of 440 nm to 475 nm is 1.5 to 8.0, the optical material of the present disclosure can achieve both the ability to block light that affects the eyes and good visibility and color when wearing the optical material.

[0034] From the above viewpoints, in the optical material of the present disclosure, the difference in transmittance between the absorption minimum in the range of 400 nm to 440 nm and the absorption maximum in the range of 440 nm to 475 nm is 35% to 65%, preferably 37% to 65%, and more preferably 40% to 65%. Furthermore, in the optical material of the present disclosure, the value obtained by dividing the difference in transmittance by the transmittance of the absorption maximum in the range of 440 nm to 475 nm is 1.5 to 8.0, preferably 1.5 to 7.0, more preferably 1.5 to 6.5, and even more preferably 1.5 to 6.0.

[0035] The optical material of the present disclosure preferably has an average transmittance of 30% to 90% in the range of 520 nm to 630 nm. With an average transmittance of 30% to 90% in the range of 520 nm to 630 nm, the optical material has a suitable color and provides good visibility when worn. The average transmittance in the range of 520 nm to 630 nm is preferably 30% to 90%, more preferably 35% to 90%, and even more preferably 40% to 90%.

[0036] Other preferred optical properties of the optical material of the present disclosure include (d-1) an absorption minimum in the range of 475 nm to 600 nm, and (d-2) a transmittance of 50% to 90% at the minimum absorption wavelength. By having an absorption minimum in the range of 475 nm to 600 nm and a transmittance of 50% to 90% at the minimum absorption wavelength, the optical material of the present disclosure exhibits better visibility when worn and a better appearance color of the optical material itself. From the viewpoint of improving sleep quality, the transmittance is 50% to 90%, preferably 52% to 90%, more preferably 54% to 90%, and even more preferably 56% to 90%.

[0037] The optical material of the present disclosure preferably has a luminous transmittance of 30% to 90%, more preferably 33% to 90%, and even more preferably 35% to 90%. Luminous transmittance refers to the transmittance of light of wavelengths visible to the human eye, i.e., visible light taking into account relative luminous efficiency. Having a luminous transmittance within the above range ensures the necessary visibility when wearing the optical material of the present disclosure. The luminous transmittance can be calculated in accordance with ISO 8980-3 based on spectral data obtained using an optical material with a thickness of 2 mm and an ultraviolet-visible spectrophotometer (e.g., UV-1800, manufactured by Shimadzu Corporation).

[0038] Another preferred optical property of the optical material of the present disclosure is a transmittance at 400 nm of 15% or less. From the viewpoint of applying the optical material of the present disclosure to plastic lenses for eyeglasses, the transmittance at 400 nm is more preferably 10% or less, and particularly preferably 8% or less.

[0039] As described above, the light absorption characteristics of the optical material of the present disclosure are the optical characteristics in the transmittance curve measured at a thickness of 2 mm. From the perspective of suppressing a decline in sleep quality, it is preferable for the optical material to have a transmittance at 460 nm of 10% to 35%, more preferably a transmittance at 460 nm of 10% to 33%, and even more preferably a transmittance at 460 nm of 10% to 30%. Like the other optical properties, the transmittance at 460 nm is a value measured at a thickness of 2 mm. LED light sources are an example of light sources that affect sleep quality, and it is believed that setting the transmittance at 460 nm, the peak wavelength of LED light sources, within the above range will be more effective in improving sleep quality in daily life.

[0040] (Visible Light-Absorbing Organic Dye) The optical material of the present disclosure contains one or more visible light-absorbing organic dyes. The visible light-absorbing organic dye refers to an organic dye that selectively absorbs light in a specific wavelength region of the above-mentioned visible light (for example, wavelengths of 360 nm to 830 nm, and another example, 400 nm to 760 nm). In the present disclosure, the visible light-absorbing organic dye may hereinafter be simply referred to as an "organic dye." As the organic dye, there are no particular limitations as long as it is a visible light-absorbing organic dye that can exhibit the properties of the optical material of the present disclosure. One type of organic dye may be used alone, or two or more types may be used.

[0041] Examples of organic dyes include porphyrin compounds and merocyanine compounds, and among these, the optical material of the present disclosure preferably contains a porphyrin compound as the organic dye. There are no particular limitations on the porphyrin compound, but it is preferable that the optical material contain at least one porphyrin compound selected from porphyrin compounds represented by the following formula A:

[0042]

[0043] In formula A, X １ ~X ８ each independently represents a hydrogen atom or a halogen atom. １ ~X ８ At least one of R is a halogen atom. １ ~R ４each independently represents a hydrogen atom or a linear or branched alkyl group, and M represents two hydrogen atoms, a divalent metal atom, a trivalent substituted metal atom, a tetravalent substituted metal atom, a metal hydroxide atom, or a metal oxide atom.

[0044] M includes Cu, Zn, Fe, Co, Ni, Pt, Pd, Mn, Mg, Mn(OH), Mn(OH) ２ , V═O, or TiO, and among these, M in the above formula A preferably represents Pd, V═O, Cu, or Co.

[0045] The organic dye more preferably contains at least one selected from the group consisting of a porphyrin-based compound represented by the following formula D1 and a porphyrin-based compound represented by the following formula D2.

[0046]

[0047] For details about porphyrin-based compounds, reference can be made to the descriptions in paragraphs

[0039] to

[0052] of International Publication No. 2021 / 024962, which descriptions can be applied to the present disclosure.

[0048] The content of the visible light-absorbing organic dye in the optical material of the present disclosure is preferably 15 ppm to 35 ppm relative to all components contained in the optical material. In the present disclosure, ppm means ppm by mass. The content of the organic dye is more preferably 15 ppm to 33 ppm, and even more preferably 15 ppm to 30 ppm, relative to all components contained in the optical material. When the content of the organic dye is within the above range, both the blocking of light with a target wavelength of 440 nm to 475 nm and the color of the optical material are improved, resulting in excellent visibility when the optical material is worn.

[0049] The optical material of the present disclosure can contain other organic dyes in addition to the porphyrin-based compound, which is the preferred organic dye. The optical material of the present disclosure preferably further contains 5 ppm to 75 ppm of an anthraquinone-based dye. By containing 5 ppm to 75 ppm of an anthraquinone-based dye in addition to the porphyrin-based compound, the optical material can have better color and visibility.

[0050] (Preferable physical properties of optical material) Preferred physical properties of the optical material of the present disclosure are listed below. ＊ is preferably 0 or more and 40 or less. ＊ is preferably 0 or more and 40 or less, more preferably 0 or more and 35 or less, and even more preferably 0 or more and 30 or less. ＊ By setting saturation C in the above range, the visibility of the optical material is improved, and sleep disturbance due to the deterioration of visibility can be prevented. ＊ is CIE1976(L ＊ , a ＊ , b ＊ ) a as a hue in color space ＊ and b ＊ From the viewpoint of being able to maintain the color of the optical material in a good condition, the optical material of the present disclosure is ＊ , a ＊ , b ＊ ) As the hue in the color space, a ＊ is −15 to 5, and b ＊ In the present disclosure, it is preferable that the value of the CIE 1976 (L ＊ , a ＊ , b ＊ The hue in the chromatic aberration (A) color space can be measured using a spectrophotometer (for example, a CM-5 manufactured by Konica Minolta) in accordance with JIS Z 8781-4.

[0051] The optical material of the present disclosure preferably has a yellowness index of -10 to 50. The yellowness index (YI) is more preferably -8 to 50, and even more preferably -5 to 50. When the yellowness index is within the above range, the optical material of the present disclosure exhibits a preferable hue in appearance. The yellowness index (YI) of the optical material of the present disclosure is measured by molding an optical material having a thickness of 2 mm and measuring it with a spectrophotometer CM-5 (manufactured by Konica Minolta, Inc.) under conditions of a C light source and a viewing angle of 2°.

[0052] (Polymer Compound) A specific embodiment of the optical material of the present disclosure is preferably an embodiment that contains a polymer compound in addition to the organic dye. By containing a polymer compound, the optical material can be molded into any shape, and it becomes easier to obtain an optical material having the above-mentioned preferable optical properties such as transmittance.

[0053] The optical material of the present disclosure preferably contains a polymer compound. In the present disclosure, the polymer compound may be a commercially available resin, or a polymer compound synthesized from a monomer. In the present disclosure, the polymer compound is not particularly limited and can be used, and it is preferable to use a resin with good transparency. As the polymer compound that can be used for the optical material, for example, the resins described in can be used. Among them, examples of the polymer compound include polyurethane, polythiourethane, polysulfide, polycarbonate, poly(meth)acrylate, polyolefin, cyclic polyolefin, polyallyl, polyurethane urea, polyene-polythiol polymer, ring-opening metathesis polymer, polyester, epoxy resin, etc.

[0054] The polymer compound is not particularly limited, and for example, the matters described in paragraphs

[0057] to

[0078] of WO 2021 / 024962 can be referred to, and these descriptions can also be applied to the present disclosure.

[0055] The optical material of the present disclosure preferably contains at least one polymer selected from the group consisting of polyurethane, polythiourethane, polysulfide, polycarbonate, and poly(meth)acrylate. The polymer compound in the optical material may be used alone or in combination of two or more.

[0056] The polythiourethane contains a structural unit derived from a polyisocyanate compound (A) and a structural unit derived from a polythiol compound (B), and the polyisocyanate compound (A) is selected from the group consisting of hexamethylene diisocyanate, pentamethylene diisocyanate, xylylene diisocyanate, isophorone diisocyanate, bis(isocyanatomethyl)cyclohexane, dicyclohexylmethane diisocyanate, 2,5-bis(isocyanatomethyl)bicyclo[2.2. and the polythiol compound (B) is at least one selected from the group consisting of 5,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 4,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 5 ... 4,8-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane, pentaerythritol tetrakis(2-mercaptoacetate), pentaerythritol tetrakis(3-mercaptopropionate), 2,5-bis(mercaptomethyl)-1,4-dithiane, bis(mercaptoethyl)sulfide, 1,1,3,3-tetrakis(mercaptomethylthio)propionate Preferably, the mercaptomethylthio is at least one selected from the group consisting of propane, 4,6-bis(mercaptomethylthio)-1,3-dithiane, 2-(2,2-bis(mercaptomethylthio)ethyl)-1,3-dithietane, 1,1,2,2-tetrakis(mercaptomethylthio)ethane, 3-mercaptomethyl-1,5-dimercapto-2,4-dithiapentane, tris(mercaptomethylthio)methane, and ethylene glycol bis(3-mercaptopropionate).

[0057] The optical material of the present disclosure contains an ultraviolet absorber. Examples of the ultraviolet absorber include benzophenone-based ultraviolet absorbers such as 2,2′-dihydroxy-4-methoxybenzophenone, 2-hydroxy-4-acryloyloxybenzophenone, 2-hydroxy-4-acryloyloxy-5-tert-butylbenzophenone, and 2-hydroxy-4-acryloyloxy-2′,4′-dichlorobenzophenone; 2-[4-[(2-hydroxy-3-dodecyloxypropyl)oxy]-2-hydroxyphenyl]4,6-bis(2, 4-dimethylphenyl)-1,3,5-triazine, 2-[4-(2-hydroxy-3-tridecyloxypropyl)oxy]-2-hydroxyphenyl]-4,6-bis(2,4dimethylphenyl)-1,3,5-triazine, 2-[4-[(2-hydroxy-3-(2'-ethyl)hexyl)oxy]-2-hydroxyphenyl]-4,6-bis(2,4-dimethylphenyl)-1,3,5-triazine, 2,4-bis(2-hydroxy-4-butyloxyphenyl) triazine-based ultraviolet absorbers such as 2-(2-hydroxy-4-[1-octyloxycarbonylethoxy]phenyl)-4,6-bis(4-phenylphenyl)-1,3,5-triazine, 2-(2H-benzotriazol-2-yl)-4-methylphenol, 2-(2H-benzotriazol-2-yl)-4-tert-octyl ... -4,6-bis(1-methyl-1-phenylethyl)phenol, 2-(2H-benzotriazol-2-yl)-4,6-di-tert-pentylphenol, 2-(5-chloro-2H-benzotriazol-2-yl)-4-methyl-6-tert-butylphenol, 2-(5-chloro-2H-benzotriazol-2-yl)-2,4-tert-butylphenol, 2,2'-methylenebis[6-(2H-benzotriazol-2-yl)-4-(1,1,3,Examples of suitable UV absorbers include benzotriazole-based UV absorbers such as 2-(2H-benzotriazol-2-yl)-4-tert-octylphenol and 2-(5-chloro-2H-benzotriazol-2-yl)-4-methyl-6-tert-butylphenol. These UV absorbers can be used alone or in combination of two or more.

[0058] The ultraviolet absorber may be a commercially available product, such as Tinuvin 326 (manufactured by BASF Japan Ltd.) or Tinuvin 329 (manufactured by BASF Japan Ltd.).

[0059] (Additives) The optical material of the present disclosure may contain additives as components other than those described above. Examples of the additives include polymerization catalysts, internal release agents, dyes, and ultraviolet absorbers. In the present disclosure, a polymerization catalyst may or may not be used when obtaining polyurethane and polythiourethane. Examples of the internal release agent include acidic phosphate esters. Examples of acidic phosphate esters include phosphoric acid monoesters and phosphoric acid diesters, which can be used alone or in combination of two or more. For example, the internal release agents exemplified in WO 2021 / 132559 can be used.

[0060] The optical material of the present disclosure may contain a color tone adjuster. When the optical material contains a color tone adjuster, the content of the color tone adjuster may be 3 ppm to 50 ppm, or may be 5 ppm to 40 ppm.

[0061] Examples of color tone adjusting agents include those that have an absorption band in the orange to yellow wavelength region of the visible light range and have the function of adjusting the hue of an optical material containing a resin. Examples of color tone adjusting agents include bluing agents. Examples of bluing agents include those that have an absorption band in the orange to yellow wavelength region of the visible light range and have the function of adjusting the hue of an optical material made of a resin material. The bluing agent may contain a substance that exhibits a blue to purple color.

[0062] <Applications of Optical Material> Applications of the optical material of the present disclosure include plastic lenses such as eyeglass lenses, sunglasses lenses, goggles, eyeglass lenses for vision correction, contact lenses, and lenses for wearable devices, as well as various lighting filters having light sources such as light-emitting diodes (LEDs) and fluorescent lights, and display filters. Among the above, the optical material of the present disclosure is preferably a plastic lens, and more preferably a plastic lens for eyeglasses. The optical material of the present disclosure is useful for improving sleep quality, and as a secondary effect of improving sleep quality, effects such as improved memory, improved metabolism, and improved cognitive function can be expected.

[0063] [Plastic Lens] The plastic lens of the present disclosure has a layer (hereinafter also referred to as substrate layer) containing the optical material of the present disclosure described above, and a hard coat layer (hereinafter also referred to as HC layer) on at least one surface of the layer containing the optical material. By having the HC layer on the surface of the substrate layer, the substrate layer is coated with the HC layer, and as described below, the surface having the HC layer has improved functions such as scratch resistance, abrasion resistance, moisture resistance, warm water resistance, heat resistance, and weather resistance. Furthermore, in addition to the substrate layer and HC layer described above, the plastic lens of the present disclosure may further have at least one layer selected from an antireflection layer (hereinafter also referred to as AR layer) and a water-repellent layer.

[0064] An example of the layer configuration of a plastic lens according to the present disclosure is given below. While the layer configuration given below is preferred for industrial production, the layer configuration of a plastic lens according to the present disclosure is not limited to the following example. In the following example, the left side is the incident light side. AR layer / HC layer / substrate layer / HC layer / AR layer Water-repellent layer / AR layer / HC layer / substrate layer / HC layer / AR layer / water-repellent layer Having HC layers on both sides of the substrate layer provides better protection for the substrate layer.

[0065] (Luminous Transmittance) From the viewpoint of achieving both visibility and light blocking properties for wavelengths that affect sleep quality, the plastic lens of the present disclosure preferably has a luminous transmittance of 30% to 95%, more preferably 32% to 95%, and even more preferably 35% to 95%. The luminous transmittance of a plastic lens can be measured using a spectrophotometer (e.g., a CM-5 manufactured by Konica Minolta) with the plastic lens as the measurement subject, in the same manner as in the method for the optical material described above. The substrate layer in the plastic lens of the present disclosure can be obtained by molding the optical material of the present disclosure, preferably containing a polymer compound, into a lens mold. The optical material constituting the substrate layer of the present disclosure has the configuration described above for the optical material of the present disclosure, and therefore detailed description of each component will be omitted.

[0066] The plastic lens of the present disclosure has a coating layer on one or both sides of a layer (substrate layer) containing the optical material of the present disclosure as a lens substrate.

[0067] The plastic lens of the present disclosure includes at least the above-described HC layer as a coating layer. Furthermore, other layers may be included as long as the effects of the present disclosure are not impaired. Examples of other layers include the AR layer and the water-repellent layer, which are any of the layers listed above as preferred layers, as well as a primer layer, an anti-fogging coating layer, and an anti-fouling layer. Each of these coating layers can be used alone, or multiple coating layers can be used in a multilayer configuration. When coating layers are applied to both surfaces, the same coating layer or different coating layers may be applied to each surface.

[0068] (Hard Coat Layer: HC Layer) The HC layer is a coating layer disposed on at least one surface of the lens substrate layer, and is intended to provide the substrate layer with functions such as scratch resistance, abrasion resistance, humidity resistance, warm water resistance, heat resistance, weather resistance, etc. To form the HC layer, a hard coat composition is generally used that contains a curable organosilicon compound and one or more fine particles composed of one or more oxide fine particles of an element selected from the group consisting of Si, Al, Sn, Sb, Ta, Ce, La, Fe, Zn, W, Zr, In, and Ti, and / or a composite oxide of two or more elements selected from this group.

[0069] In addition to the above components, the hard coat composition preferably contains at least one of amines, amino acids, metal acetylacetonate complexes, organic acid metal salts, perchloric acids, salts of perchloric acids, acids, metal chlorides, and polyfunctional epoxy compounds. The hard coat composition may be used in an appropriate solvent that does not affect the lens, or may be used without a solvent.

[0070] The HC layer is usually formed by applying a hard coat composition to a substrate layer by a known coating method such as spin coating or dip coating to form a hard coat composition layer, and then curing the hard coat composition layer. Examples of the curing method include thermal curing and curing by irradiation with energy rays such as ultraviolet rays or visible light. In order to suppress the occurrence of interference fringes in a plastic lens, it is preferable that the difference in refractive index between the HC layer and the lens substrate layer is within ±0.1.

[0071] (Anti-reflection layer: AR layer) An anti-reflection layer is usually formed on the surface of the HC layer opposite to the surface in contact with the substrate layer, as needed. The AR layer may be an inorganic AR layer or an organic AR layer, and either type of AR layer may be applied to the plastic lens of the present disclosure. The inorganic AR layer is an AR layer containing SiO ２ , TiO ２ The organic AR layer can be formed by a dry method such as vacuum deposition, sputtering, ion plating, ion beam assisted deposition, CVD, etc., using an inorganic oxide such as the above. The organic AR layer can be formed by a wet method using a composition containing an organosilicon compound and silica-based fine particles having internal cavities.

[0072] The AR layer may have a single layer or a multilayer structure. When the AR layer is a single layer, it is preferably a layer whose refractive index is at least 0.1 or more lower than the refractive index of the HC layer. In order to effectively exhibit anti-reflection function, it is preferable to use a multilayer film for the AR layer. The multilayer AR layer can be formed by alternately laminating low refractive index films and high refractive index films. When a low refractive index film and a high refractive index film are laminated to form an AR layer with a multilayer structure, the refractive index difference between the low refractive index film and the high refractive index film is preferably 0.1 or more. The high refractive index film used to form the AR layer can be made of ZnO, TiO ２ , CeO ２ , SbO ５ , SnO ２ , ZrO ２ , Ta ２ O ５ Examples of low refractive index films include SiO ２ Examples of such membranes include:

[0073] (Water-repellent layer) The water-repellent layer can be formed by subjecting one surface of the plastic lens to a water-repellent treatment. The water-repellent layer is formed on the surface opposite the layer containing the optical material of the antireflection layer or hard coat layer. Methods for forming the water-repellent layer include a method in which a fluorine-containing silane compound or the like is applied by vapor deposition or sputtering to the surface opposite the layer containing the optical material of the antireflection layer or hard coat layer to form a water-repellent layer, and a method in which a fluorine-containing silane compound is dissolved in a solvent and then coated on the surface opposite the layer containing the optical material of the antireflection layer or hard coat layer to form a water-repellent layer.

[0074] (Other Layers: Anti-Fog Layer, Anti-Stain Layer) An anti-fogging layer, an anti-staining layer, etc. may be further formed on the AR layer or the HC layer, if necessary. The method for forming the anti-fogging layer or the anti-staining layer is not particularly limited with respect to the treatment method, treatment material, etc., as long as it does not adversely affect the antireflection function, and known anti-fogging treatment methods and anti-staining treatment methods and materials can be used. Examples of anti-fogging treatment methods and anti-staining treatment methods include a method of covering the surface with a surfactant, a method of adding a hydrophilic film to the surface to make it water-absorbent, a method of covering the surface with fine irregularities to increase water-absorbency, a method of making it water-absorbent by utilizing photocatalytic activity, and a method of applying a super-water-repellent treatment to prevent adhesion of water droplets.

[0075] (Other Layers: Primer Layer) When a plastic lens has a primer layer, the primer layer is usually formed between the HC layer described above and the lens substrate layer. The primer layer is a coating layer intended to improve adhesion between the HC layer formed thereon and the lens substrate layer, and in some cases can also improve impact resistance. Any primer layer can be used without particular limitations as long as it has high adhesion to the substrate layer. Examples of primer layers include primer layers formed using primer compositions containing urethane-based resins, epoxy-based resins, polyester-based resins, melamine-based resins, and polyvinyl acetal as their main components. When preparing the primer composition, in addition to the resins described above, a solvent that does not affect the lens substrate may be used to adjust the viscosity of the composition, or no solvent may be used.

[0076] The primer layer can be formed by either a coating method or a dry method. When a coating method is used to form the primer layer, a method in which a primer composition is applied to a base layer that will serve as the base material of the lens by a known coating method such as spin coating or dip coating, and then the primer composition is solidified can be used. When a dry method is used to form the primer layer, known dry methods such as a CVD method or vacuum deposition method can be used. When forming the primer layer, for the purpose of improving adhesion, the surface of the base layer may be subjected to a pretreatment such as alkali treatment, plasma treatment, or ultraviolet treatment, as long as the optical properties of the lens are not impaired.

[0077] [Eyeglasses] Eyeglasses of the present disclosure have the plastic lenses of the present disclosure. The eyeglasses of the present disclosure can effectively block light of wavelengths that degrade sleep quality and have good transmittance for visible light. Therefore, by wearing the eyeglasses of the present disclosure for a few hours before going to bed, for example, it is possible to suppress a decline in sleep quality while continuing to use a tablet device and turn on the lights as part of daily life.

[0078] [Sleep Improvement Method] The sleep improvement method of the present disclosure includes wearing the eyeglasses of the present disclosure for at least one hour between five hours before going to bed and just before going to bed in a room equipped with an LED light source. From the perspective of further improving sleep quality, it is preferable to wear the eyeglasses of the present disclosure continuously from at least one hour before going to bed until just before going to bed, and it is even more preferable to wear the eyeglasses of the present disclosure continuously from two hours before going to bed until just before going to bed. According to the sleep improvement method of the present disclosure, for example, when working on a tablet device, personal computer, or the like before going to bed, wearing eyeglasses with plastic lenses with good luminous transmittance prevents a decrease in work efficiency due to reduced visibility and effectively prevents a decrease in sleep quality.

[0079] The present disclosure will be described in more detail below with reference to examples, but the present disclosure is not limited to the following examples as long as it does not deviate from the gist of the disclosure. Unless otherwise specified, "parts" and "%" are based on mass.

[0080] [Synthesis of Organic Dyes] Porphyrin dyes D1 and D2 having the following structures used in the examples and comparative examples were synthesized according to the methods described in WO 2015 / 037628 and WO 2021 / 024962.

[0081]

[0082] The components used in the Examples and Comparative Examples other than the organic dyes D1 and D2 are as follows: Each component is described in detail using the abbreviations shown in Tables 1 to 4. (Polyisocyanate Compound) A1: A composition containing 2,5-bis(isocyanatomethyl)bicyclo-[2.2.1]-heptane and 2,6-bis(isocyanatomethyl)bicyclo-[2.2.1]-heptane. (Polythiol Compound) B1: A composition containing pentaerythritol tetrakis(3-mercaptopropionate). B2: A composition containing 5,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 4,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, and 4,8-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane. B3: A composition containing 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane.

[0083] (Ultraviolet absorber) C1: Tinuvin 329 (manufactured by BASF) C2: Tinuvin 326 (manufactured by BASF)

[0084] (Visible light absorbing organic dyes) D3: ABS462 manufactured by Exciton Corporation D4: FDB-003 manufactured by Yamada Chemical Co., Ltd. D5: FDB-004 manufactured by Yamada Chemical Co., Ltd. E1: Anthraquinone organic dye (Plast Blue 8514 manufactured by Arimoto Chemical Industry Co., Ltd.) E2: Anthraquinone organic dye (Plast Red 8320 manufactured by Arimoto Chemical Industry Co., Ltd.)

[0085] Example 1 A mixed solution was prepared by charging 0.02 parts by mass of dibutyltin(II) dichloride, 0.1 parts by mass of an internal release agent for MR (manufactured by Mitsui Chemicals, Inc.), 1.5 parts by mass of an ultraviolet absorber Tinuvin 329 (manufactured by BASF), 49.7 parts by mass of a composition containing 2,5-bis(isocyanatomethyl)bicyclo-[2.2.1]-heptane and 2,6-bis(isocyanatomethyl)bicyclo-[2.2.1]-heptane, and 0.0017 parts by mass of the porphyrin dye D1. The mixed solution was stirred at 25°C for 1 hour to completely dissolve the components, and then 24.4 parts by mass of a composition containing pentaerythritol tetrakis(3-mercaptopropionate) and 25.9 parts by mass of a composition containing 5,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 4,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, and 4,8-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane were added and stirred at 25°C for 30 minutes to obtain a homogeneous solution. The resulting homogeneous solution was degassed at 400 Pa for 1 hour, filtered through a 1 µm PTFE (polytetrafluoroethylene) filter, and then poured into a 4-curve plano glass mold having a center thickness of 2 mm and a diameter of 77 mm. The temperature of the glass mold was raised from 25° C. to 120° C. over 16 hours. Thereafter, the glass mold was cooled and released, and then further heated at 120° C. for 1 hour to obtain a plano lens.

[0086] Example 2 A lens was obtained in the same manner as in Example 1, except that the amount of organic dye D1 added was changed to 0.0015 parts by mass, and 0.0052 parts by mass of Plast Blue 8514 (manufactured by Arimoto Chemical Industry Co., Ltd.) and 0.00144 parts by mass of Plast Red 8320 (manufactured by Arimoto Chemical Industry Co., Ltd.) were additionally charged as anthraquinone dyes.

[0087] (Example 3) A lens was obtained in the same manner as in Example 1, except that 0.0022 parts by mass of organic dye D2 was added instead of organic dye D1 in Example 1. (Example 4) A lens was obtained in the same manner as in Example 1, except that 0.00193 parts by mass of organic dye D2 was added instead of organic dye D1 in Example 1, and 0.00495 parts by mass of Plast Blue 8514 (manufactured by Arimoto Chemical Industry Co., Ltd.) and 0.0014 parts by mass of Plast Red 8320 (manufactured by Arimoto Chemical Industry Co., Ltd.) were additionally added as anthraquinone dyes.

[0088] (Example 5) A lens was obtained in the same manner as in Example 3, except that the amount of organic dye D2 added in Example 3 was changed to 0.00165 parts by mass. (Example 6) A lens was obtained in the same manner as in Example 3, except that the amount of organic dye D2 added in Example 3 was changed to 0.00318 parts by mass.

[0089] Example 7 A mixed solution was prepared by charging 0.02 parts by mass of dibutyltin(II) dichloride, 0.1 parts by mass of an internal release agent for MR (manufactured by Mitsui Chemicals, Inc.), 1.5 parts by mass of an ultraviolet absorber Tinuvin 329 (manufactured by BASF), 50.6 parts by mass of a composition containing 2,5-bis(isocyanatomethyl)bicyclo-[2.2.1]-heptane and 2,6-bis(isocyanatomethyl)bicyclo-[2.2.1]-heptane, and 0.00186 parts by mass of D1 as a porphyrin dye. The above mixed solution was stirred at 25°C for 1 hour to completely dissolve the components, and then 23.9 parts by mass of a composition containing pentaerythritol tetrakis(3-mercaptopropionate) and 25.5 parts by mass of a composition containing 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane were added and stirred at 25°C for 30 minutes to obtain a homogeneous solution. The obtained homogeneous solution was degassed at 400 Pa for 1 hour, filtered through a 1 μm PTFE filter, and then poured into a 4-curve plano glass mold with a center thickness of 2 mm and a diameter of 77 mm. The glass mold was then heated from 25°C to 120°C over 16 hours. The glass mold was then cooled and released, and then further heated at 120°C for 1 hour to obtain a plano lens.

[0090] Example 8 0.0017 parts by mass of D1 as a porphyrin dye was mixed with 100 parts by mass of polycarbonate resin pellets (Panlite L-1250VX manufactured by Teijin Chemicals), extruded using an extruder, and then dried at 120°C for 12 hours. This was injected into a four-curve plano mold with a center thickness of 2 mm and a diameter of 77 mm using an injection molding machine whose temperature was adjusted to 260°C to 300°C. The mold was cooled and released to obtain a plano lens.

[0091] Example 9 0.0022 parts by mass of D2 as a porphyrin dye was mixed with 100 parts by mass of polycarbonate resin pellets (Teijin Chemicals: Panlite L-1250VX), and the mixture was extruded using an extruder and then dried at 120°C for 12 hours. This was then injected into a four-curve plano mold with a center thickness of 2 mm and a diameter of 77 mm using an injection molding machine whose temperature was adjusted to 260°C to 300°C. The mold was cooled and released to obtain a plano lens.

[0092] ** (Comparative Example 1) A lens was obtained in the same manner as in Example 1, except that the amount of organic dye D1 added was changed to 0.00086 parts by mass. (Comparative Example 2) A lens was obtained in the same manner as in Example 1, except that the amount of organic dye D1 added was changed to 0.00367 parts by mass. (Comparative Example 3) A lens was obtained in the same manner as in Example 3, except that the amount of organic dye D2 added was changed to 0.00419 parts by mass.

[0093] Comparative Example 4 A mixed solution was prepared by charging 0.02 parts by mass of dibutyltin(II) dichloride, 0.1 parts by mass of an internal release agent for MR (manufactured by Mitsui Chemicals, Inc.), 1.5 parts by mass of an ultraviolet absorber Tinuvin 329 (manufactured by BASF), 50.6 parts by mass of a composition containing 2,5-bis(isocyanatomethyl)bicyclo-[2.2.1]-heptane and 2,6-bis(isocyanatomethyl)bicyclo-[2.2.1]-heptane, and 0.0012 parts by mass of D2 as a porphyrin dye. The above mixed solution was stirred at 25°C for 1 hour to completely dissolve the components, and then 23.9 parts by mass of a composition containing pentaerythritol tetrakis(3-mercaptopropionate) and 25.5 parts by mass of a composition containing 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane were added and stirred at 25°C for 30 minutes to obtain a homogeneous solution. The obtained homogeneous solution was degassed at 400 Pa for 1 hour, filtered through a 1 μm PTFE filter, and then poured into a 4-curve plano glass mold with a center thickness of 2 mm and a diameter of 77 mm. The glass mold was then heated from 25°C to 120°C over 16 hours. The glass mold was then cooled and released, and then further heated at 120°C for 1 hour to obtain a plano lens.

[0094] (Comparative Example 5) A lens was obtained in the same manner as in Example 1, except that 0.0010 parts by mass of ABS462 (manufactured by Exciton) was used instead of organic dye D1. (Comparative Example 6) A lens was obtained in the same manner as in Example 1, except that 0.00151 parts by mass of FDB-003 (manufactured by Yamada Chemical Co., Ltd.) was used instead of organic dye D1. (Comparative Example 7) A lens was obtained in the same manner as in Example 1, except that 0.0021 parts by mass of FDB-004 (manufactured by Yamada Chemical Co., Ltd.) was used instead of organic dye D1.

[0095] [Evaluation of Optical Materials and Plastic Lenses] (1. Absorption Wavelength and Transmittance of Plastic Lenses) Using a UV-1800 UV-visible spectrophotometer (manufactured by Shimadzu Corporation), the UV-visible spectrum of the plano lenses (thickness: 2 mm) obtained in the Examples and Comparative Examples was measured, and the absorption wavelength and transmittance were calculated from the results. From the above-mentioned Examples, the transmittance curves of the plastic lenses of Examples 1, 2, and 3 are shown in Figure 1. In Figure 1, the graph for Example 1 is shown by a solid line, the graph for Example 2 by a dashed-dotted line, and the graph for Example 3 by a dashed line. As is clear from Figure 1, the plastic lenses of Examples 1, 2, and 3 all had an absorption maximum in the range of 440 nm to 475 nm, and the transmittance at the maximum absorption wavelength was 10% to 35%. The plastic lens of Example 2, which contained an anthraquinone dye in addition to a porphyrin dye, had a lower average transmittance in the range of 520 nm to 630 nm and exhibited a more subdued color tone compared to the plastic lenses of Examples 1 and 3.

[0096] (2. Luminous Transmittance) Based on the above-mentioned spectral data, the luminous transmittance was calculated by a method conforming to ISO 8980-3:2022. The "luminous transmittance" of the "plastic lens" was measured on a lens having a layer structure of AR layer / HC layer / substrate layer / HC layer / AR layer, in which the plano lens obtained in the Examples and Comparative Examples was used as the substrate layer, and was subjected to a hard coat treatment (formation of an HC layer) and then an anti-reflection coating (formation of an AR layer). Formation of HC layer: The lenses obtained in the Examples and Comparative Examples were immersed in a bath of 10% caustic soda at a liquid temperature of 55°C for 5 minutes while applying ultrasonic waves. Next, the lenses were rinsed and washed for 15 minutes while applying ultrasonic waves in a pure water bath, and then dried with warm air at 70°C. The lenses were immersed in a hard coat solution Crystal Coat IM-9060 (manufactured by SDC Technologies) for 10 seconds, pulled out at a speed of 2 mm / second, and then dried at 80°C for 15 minutes. The lens was removed from the jig and further heated and cured at 120°C for 3 hours to form an HC layer. The absorption wavelength and transmittance of the lens were measured, and no significant change in optical properties due to the formation of the HC layer was observed. Formation of AR layer: Using the lens on which the above-mentioned HC layer was formed, an AR layer with a five-layer multilayer structure made of silicon oxide / zirconium oxide was formed in a vacuum deposition device. Note that, when visually inspected, no streaky spots (so-called streaky irregularities) were observed in the lens on which the HC layer and AR layer were formed on the substrate layer.

[0097] Using a spectrophotometer CM-5 (manufactured by Konica Minolta), the YI (ASTM E313-73) and L of the plano lenses (thickness 2 mm) obtained in the examples and comparative examples were measured. ＊ a ＊ b ＊ Color space (CIE 1976 a ＊ , b ＊ , saturation C ＊ was measured (Illuminant C, field of view 2°).

[0098] (3. Color) The plano lenses obtained in the examples and comparative examples were used as substrate layers, and were subjected to a hard coating treatment (formation of an HC layer) and then an anti-reflection coating (formation of an AR layer), resulting in lenses having a layer structure of AR layer / HC layer / substrate layer / HC layer / AR layer, which were then fitted into eyeglass frames to produce eyeglasses. The wearing comfort of the eyeglasses was evaluated according to the following criteria. A: Achromatic (monotone), can be worn for long periods of time without discomfort. B: There is a slight yellow tint, but this does not interfere with use. C: The strong yellow tint makes it difficult to distinguish the color of objects or causes discomfort, making it impossible to wear for long periods of time.

[0099] (4. Sleep) Five trained panelists were asked to wear the manufactured glasses for two consecutive hours, from two hours before going to bed until just before going to bed, and were interviewed about their sleep state that day, and the results were averaged and evaluated based on the following criteria: A: I was able to fall asleep more quickly than usual, or I felt like I slept more soundly than usual. B: It was the same as usual. C: It took me longer to fall asleep than usual, or I sometimes woke up during sleep, and I slept less than usual.

[0100] (5. Cognitive Function) Five trained panelists wore the manufactured eyeglasses from two hours before going to bed until just before going to bed, then went to sleep. The next morning, an evaluation test was conducted using an application on a smart device. As a control example, five trained panelists went to bed without wearing the eyeglasses before going to bed, and the next morning, an evaluation test was conducted using an application on a smart device. The test involved tapping characters displayed on the smart device screen in the instructed order, and cognitive function was evaluated based on the accuracy rate and response speed until tapping. The evaluation results were compared between those with and without wearing the eyeglasses before going to bed.

[0101] (5-1. Correct answer rate) The characters displayed on the screen of the smart device were tapped in the order instructed, and the correct answer rate was counted and evaluated according to the following criteria. A: The correct answer rate improved by 10% or more compared to when not wearing glasses. B: The correct answer rate improved by 5% or more but less than 10% compared to when not wearing glasses. C: The correct answer rate improved by less than 5% compared to when not wearing glasses.

[0102] (5-2. Response Speed) The characters displayed on the screen of the smart device were tapped in the order instructed, and the time it took to tap was measured to determine the response speed, which was evaluated according to the following criteria: A: The response speed improved by 10% or more compared to when not wearing glasses. B: The response speed improved by 5% or more but less than 10% compared to when not wearing glasses. C: The improvement in the rate of correct answers improved by less than 5% compared to when not wearing glasses. The results of the above evaluations are shown in Tables 1 to 4 below.

[0103]

[0104]

[0105]

[0106]

[0107] The results in Tables 1 to 4 show that the plastic lenses of Examples 1 to 9 had no color problems, and wearing them helped subjects fall asleep more easily and felt more soundly than usual, confirming improved sleep quality. Furthermore, improved cognitive function after sleep was observed. The color of the lenses was either acceptable as eyeglass lenses, or slightly yellowish, but at a level that was practically acceptable. On the other hand, the plastic lenses of Comparative Examples 1 to 7 failed to achieve the optical properties defined by the optical material of the present disclosure, and no improvement in sleep quality was observed or was reduced. Perhaps because no improvement in sleep quality was observed, no improvement in cognitive function was observed due to wearing eyeglasses. In particular, when the organic dye content was high, the lens color faded, and wearing eyeglasses tended to actually reduce sleep quality.

Claims

1. An optical material comprising one or more visible light absorbing organic dyes and an ultraviolet absorber, wherein the material has an absorption minimum in the range of 400 nm to 440 nm, an absorption maximum in the range of 440 nm to 475 nm, a transmittance of the maximum absorption wavelength of 10% to 35%, a difference in transmittance between the absorption minimum in the range of 400 nm to 440 nm and the absorption maximum in the range of 440 nm to 475 nm of 35% to 65%, and a value obtained by dividing the difference in transmittance by the transmittance of the absorption maximum in the range of 440 nm to 475 nm of 1.5 to 8.

0.

2. The optical material according to claim 1, which has an average transmittance of 30% to 90% in the range of 520 nm to 630 nm.

3. The optical material according to claim 1, which has an absorption minimum in the range of 475 nm to 600 nm and has a transmittance of 50% to 90% at the minimum absorption wavelength.

4. The optical material according to claim 1, which has a transmittance at 400 nm of 15% or less.

5. The optical material according to claim 1, which has a transmittance at 460 nm of 10% to 35%.

6. The optical material according to claim 1, wherein the half-width of the absorption maximum peak at 440 nm to 475 nm is 40 nm to 50 nm.

7. The optical material of claim 1, wherein the transmittance of said absorption minimum in the range of 400 nm to 440 nm is 45% to 85%.

8. The optical material according to claim 1, wherein the visible light absorbing organic dye comprises a porphyrin-based compound.

9. The optical material according to claim 1, wherein the content of the visible light absorbing organic dye is 15 ppm to 35 ppm based on all components contained in the optical material.

10. The optical material according to claim 1, wherein the visible light absorbing organic dye comprises at least one selected from the group consisting of porphyrin compounds represented by the following formula A: In formula A, X １ , X ２ , X ３ , X ４ , X ５ , X ６ , X ７ , and X ８ each independently represents a hydrogen atom or a halogen atom. １ , X ２ , X ３ , X ４ , X ５ , X ６ , X ７ , and X ８ At least one of R is a halogen atom. １ , R ２ , R ３ , and R ４ each independently represents a hydrogen atom or a linear or branched alkyl group, and M represents two hydrogen atoms, a divalent metal atom, a trivalent substituted metal atom, a tetravalent substituted metal atom, a metal hydroxide atom, or a metal oxide atom.

11. The optical material according to claim 10, wherein M in formula A represents Pd, V=O, Cu, or Co.

12. The optical material according to claim 1, wherein the visible light absorbing organic dye comprises at least one compound selected from the group consisting of a porphyrin compound represented by the following formula D1 and a porphyrin compound represented by the following formula D2:

13. Saturation C ＊ The optical material according to claim 1 , wherein 14. The optical material according to claim 1, which has a yellowness index of -10 to 50.

15. The optical material according to claim 8, further comprising 5 ppm to 75 ppm of an anthraquinone dye.

16. The optical material according to claim 1, comprising at least one polymer selected from the group consisting of polyurethane, polythiourethane, polysulfide, polycarbonate, and poly(meth)acrylate.

17. The polythiourethane contains structural units derived from a polyisocyanate compound (A) and structural units derived from a polythiol compound (B), wherein the polyisocyanate compound (A) is at least one selected from the group consisting of hexamethylene diisocyanate, pentamethylene diisocyanate, xylylene diisocyanate, isophorone diisocyanate, bis(isocyanatomethyl)cyclohexane, dicyclohexylmethane diisocyanate, 2,5-bis(isocyanatomethyl)bicyclo-[2.2.1]-heptane, 2,6-bis(isocyanatomethyl)bicyclo-[2.2.1]-heptane, tolylene diisocyanate, phenylene diisocyanate, and diphenylmethane diisocyanate, The polythiol compound (B) is selected from the group consisting of 5,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 4,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 4,8-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane, pentaerythritol tetrakis(2-mercaptoacetate), pentaerythritol tetrakis(3-mercaptopropionate), 2,5-bis(mercaptomethyl)-1,4-dithiaundecane, and the like.

17. The optical material according to claim 16, wherein the mercaptomethylthio group is at least one selected from the group consisting of 4,6-bis(mercaptomethylthio)-1,3-dithiane, 2-(2,2-bis(mercaptomethylthio)ethyl)-1,3-dithietane, 1,1,2,2-tetrakis(mercaptomethylthio)ethane, 3-mercaptomethyl-1,5-dimercapto-2,4-dithiapentane, tris(mercaptomethylthio)methane, and ethylene glycol bis(3-mercaptopropionate).

18. A plastic lens comprising a layer containing the optical material according to claim 1 and a hard coat layer on at least one surface of the layer containing the optical material.

19. The plastic lens according to claim 18, further comprising at least one of an anti-reflection layer and a water-repellent layer.

20. The plastic lens according to claim 18 or 19, having a luminous transmittance of 30% to 95%.

21. Eyeglasses having a plastic lens according to claim 18 or claim 19.

22. A method for improving sleep, comprising wearing the glasses according to claim 21 for at least one hour between five hours before going to bed and just before going to bed in a room equipped with a light-emitting diode light source.

23. The sleep improvement method of claim 22, wherein the glasses are worn continuously from at least two hours before going to bed until going to bed.

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