Solvent-resistant resin capable of blocking yellow glare and middle-aged and elderly lenses made therefrom

By adding yellow-resistance dye with absorption peaks in the wavelength range of 540-630nm to the resin of reading glasses, the problem that existing reading glasses cannot effectively solve the yellow glare, and the effect of effectively filtering yellow light, improving the authenticity of visual images and reducing visual fatigue is achieved.

CN115449028BActive Publication Date: 2025-06-27WEIXING OPTICAL CO LTD
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Patent Information

Application Number
CN202211111207.7
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2022-09-13
Publication Date
2025-06-27
Estimated Expiration
2042-09-13

AI Technical Summary

Technical Problem

Existing reading glasses cannot effectively solve the problem of yellow glare, resulting in visual image distortion and visual fatigue.

Method used

A resin that can block yellow glare with a solvent is used to add yellow-resistant dye with absorption peaks in the wavelength range of 540-630nm to the resin to form a stable chemical bond and bind to the matrix resin to effectively filter yellow light.

Benefits of technology

Effectively reduce the possibility of yellow glare, improve the authenticity of visual images, and reduce visual fatigue.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention relates to the technical field of lenses, and particularly to a solvent-resistant resin capable of blocking yellow glare and a middle-aged and elderly lens prepared therefrom. Aiming at the problem in the prior art that the generation of yellow glare cannot be solved, the present invention provides a solvent-resistant resin capable of blocking yellow glare and a middle-aged and elderly lens prepared therefrom, which includes a matrix resin, and also includes styrene, trimethylolpropane trimethacrylate, an initiator, a light stabilizer, an antioxidant, and a yellow glare blocking dye, and the yellow glare blocking dye has an absorption peak in the wavelength range of 540-630 nm. The present invention adds a yellow glare blocking dye having an absorption peak in the wavelength range of 540-630 nm to the resin, which can effectively filter out a large amount of yellow light, thereby reducing the possibility of generating yellow glare.
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Description

Technical Field

[0001] The present invention relates to the technical field of lenses, and in particular to a solvent-resistant resin capable of blocking yellow glare and a middle-aged and elderly lens made therefrom. Background Art

[0002] Glare refers to the visual condition in which, due to an inappropriate brightness distribution in the field of vision, or an extreme brightness contrast in space or time, visual discomfort is caused and the visibility of an object is reduced. There is a feeling of light in the field of vision that the human eye cannot adapt to, which may cause disgust, discomfort or even loss of visual acuity, and there is an excessive brightness or a large brightness change before and after in a certain local area of the field of vision. Glare is one of the important causes of visual fatigue. Yellow glare is a type of glare that has recently received attention. The human lens turns yellow with age. When light enters the eyeball, especially when there is more yellow light with a wavelength of 585 nm in the light, the light white balance deviates and the visual image is distorted, that is, yellow glare is generated. However, most of the existing presbyopic glasses correct the clarity of the field of vision by adjusting the diopter and cannot solve the problem of yellow glare.

[0003] For example, a Chinese invention patent application discloses a pair of glasses and a use method for middle-aged and elderly people to delay the presbyopia process and prevent fatigue [Application No.: 201910638703.X]. The invention application includes a frame and lenses. The lenses are integrally made of a concave lens and a prism lens. The concave lens is located above the prism lens. The prism lens is composed of a near-vision diopter lens and three prisms compounded together. The base directions of the three prisms all face the temporal side. The volume of the concave lens accounts for two-thirds of the volume of the lens, and the volume of the prism lens accounts for one-third of the volume of the lens.

[0004] This invention application has the advantage of helping to maintain the inward rotation ability of the eyeball and effectively relieving visual fatigue caused by long-term wearing, but it still does not solve the above problems. Summary of the Invention

[0005] The purpose of the present invention is to provide a solvent-resistant resin capable of effectively preventing the problem of yellow glare for the above problems.

[0006] The purpose of the present invention is to provide a middle-aged and elderly lens made of a solvent-resistant resin capable of effectively preventing the problem of yellow glare for the above problems.

[0007] A solvent-resistant resin capable of blocking yellow glare includes a matrix resin, and also includes styrene, trimethylolpropane trimethacrylate, an initiator, a light stabilizer, an antioxidant and a yellow-blocking dye. The yellow-blocking dye has an absorption peak in the wavelength range of 540 - 630 nm.

[0008] In the above-mentioned solvent-resistant yellow glare-blocking resin, the matrix resin includes ethoxy(n) bisphenol A diacrylate, polypropylene glycol(m) diacrylate, and / or allyl diglycol carbonate resin.

[0009] In the above-mentioned solvent-resistant yellow glare-blocking resin, the value range of n in the ethoxy(n) bisphenol A diacrylate is 4 - 10.

[0010] In the above-mentioned solvent-resistant yellow glare-blocking resin, the value range of m in the polypropylene glycol(m) diacrylate is 200 - 1400.

[0011] In the above-mentioned solvent-resistant yellow glare-blocking resin, the solvent-resistant yellow glare-blocking resin includes allyl diglycol carbonate resin in an amount of 0 - 75 parts by mass, ethoxy(n) bisphenol A diacrylate in an amount of 30 - 50 parts by mass, polypropylene glycol(m) diacrylate in an amount of 15 - 35 parts by mass, styrene in an amount of 20 - 30 parts by mass, trimethylolpropane trimethacrylate in an amount of 12 - 25 parts by mass, initiator in an amount of 0.2 - 1 part, light stabilizer in an amount of 1 - 2 parts, antioxidant in an amount of 3.5 - 5.2 parts, and anti-yellowing dye in an amount of 0.5 - 1.3 parts.

[0012] In the above-mentioned solvent-resistant yellow glare-blocking resin, the solvent-resistant yellow glare-blocking resin includes allyl diglycol carbonate resin in an amount of 10 parts by mass, ethoxy(n) bisphenol A diacrylate in an amount of 40 parts by mass, polypropylene glycol(m) diacrylate in an amount of 25 parts by mass, styrene in an amount of 28 parts by mass, trimethylolpropane trimethacrylate in an amount of 18 parts by mass, initiator in an amount of 0.8 part, light stabilizer in an amount of 1.2 parts, antioxidant in an amount of 3.9 parts, and anti-yellowing dye in an amount of 0.8 part.

[0013] In the above-mentioned solvent-resistant yellow glare-blocking resin, the general molecular structure formula of the anti-yellowing dye is as follows:

[0014]

[0015] Among them, R1 is hydrogen or methyl, and R2 is hydrogen, fluorine, chlorine, bromine, iodine, methoxy, ethoxy, nitro, or an alkyl group having 1 to 3 carbon atoms.

[0016] The preparation reaction of this dye is shown by the following formula and is carried out under classical acylation reaction conditions.

[0017]

[0018] In the above-mentioned solvent-resistant yellow glare-blocking resin, the initiator includes azobisisoheptonitrile or diisopropyl peroxydicarbonate.

[0019] In the above solvent-resistant yellow glare-blocking resin, the light stabilizer includes light stabilizer 770 or light stabilizer 944; the antioxidant includes antioxidant 1076 or antioxidant 1010.

[0020] An intermediate and old-age lens is made of the above solvent-resistant yellow glare-blocking resin.

[0021] Compared with the prior art, the advantages of the present invention are as follows:

[0022] 1. The present invention adds a yellow-blocking dye with an absorption peak in the wavelength range of 540 - 630 nm to the resin. In the most preferred scheme, the maximum absorption wavelength is at 585 nm, which can effectively filter out a large amount of yellow light, thereby reducing the possibility of generating yellow glare.

[0023] 2. The yellow-blocking dye adopted by the present invention can copolymerize with the double-bond-containing monomer to form a stable chemical bond, so as to be firmly combined in the matrix resin, thereby ensuring that the dye performance is stable and not easily extracted by solvents. Specific Embodiments

[0024] The following further elaborates on the present invention in conjunction with specific embodiments.

[0025] Example 1

[0026] This example provides a solvent-resistant yellow glare-blocking resin, which includes 50 parts by mass of ethoxy(4)bisphenol A diacrylate, 35 parts by mass of polypropylene glycol(200)diacrylate, 30 parts by mass of styrene, 25 parts by mass of trimethylolpropane trimethacrylate, 1 part by mass of azobisisobutyronitrile, 2 parts by mass of light stabilizer 770, 5.2 parts by mass of antioxidant 1076, and 1.3 parts by mass of yellow-blocking dye.

[0027] Among them, the molecular structure of the yellow-blocking dye is as follows:

[0028]

[0029] The yellow-blocking dye is prepared by the following method:

[0030] Take 3.26 g (0.01 mol) of 1,4-bis(hydroxyethylamino)-9,10-anthraquinone and add it to a reactor containing 50 ml of tetrahydrofuran solution with 5% triethylamine, dissolve it fully, slowly dropwise add 1.98 g (0.022 mol) of acryloyl chloride at 10°C, and then react at room temperature for 10 hours. After the reaction is completed, carry out silica gel column chromatography (gradient elution with ethyl acetate / petroleum ether) to obtain a brown-yellow oil (R1 = H, R2 = H), MS: 435.1 (M + H).

[0031] Ethoxy(4)bisphenol A diacrylate, i.e., ethoxylated(4)bisphenol A diacrylate, can be purchased as a commercially available product; polypropylene glycol(200)diacrylate can also be purchased as a commercially available product.

[0032] Example 2

[0033] This example provides a solvent-resistant resin that can block yellow glare, including 75 parts by mass of allyl diglycol carbonate resin, 30 parts of ethoxy(10)bisphenol A diacrylate, 15 parts of polypropylene glycol(1400)diacrylate, 20 parts of styrene, 12 parts of trimethylolpropane trimethacrylate, 0.2 part of diisopropyl peroxydicarbonate, 1 part of light stabilizer 944, 3.5 parts of antioxidant 1010, and 0.5 part of yellow-blocking dye.

[0034] Among them, the molecular structure of the yellow-blocking dye is as follows:

[0035]

[0036] This yellow-blocking dye is prepared by the following method:

[0037] The preparation method of the yellow-blocking dye in this example is similar to that in Example 1. It can be prepared with reference to the preparation reaction in Example 1 and the content of the invention, and the reaction raw materials are adjusted adaptively. The confirmation data of the structure of the obtained yellow-blocking dye (R1 = CH3, R2 = H) are as follows: MS: 463.2 (M + H).

[0038] Example 3

[0039] This example provides a solvent-resistant resin that can block yellow glare, including 40 parts by mass of allyl diglycol carbonate resin, 40 parts of ethoxy(7)bisphenol A diacrylate, 25 parts of polypropylene glycol(800)diacrylate, 25 parts of styrene, 20 parts of trimethylolpropane trimethacrylate, 0.5 part of 2,2'-azobis(2,4-dimethylvaleronitrile), 1.5 parts of light stabilizer 770, 4.2 parts of antioxidant 1076, and 1.0 part of yellow-blocking dye.

[0040] The structure and preparation method of the yellow-blocking dye in this example are the same as those in Example 1.

[0041] Example 4

[0042] This embodiment provides a solvent-resistant resin capable of blocking yellow glare, comprising 40 parts by mass of allyl diglycol carbonate resin, 40 parts of ethoxy(10) bisphenol A diacrylate, 25 parts of polypropylene glycol(400) diacrylate, 28 parts of styrene, 18 parts of trimethylolpropane trimethacrylate, 0.8 part of azodiisooctanenitrile, 1.2 parts of light stabilizer 770, 3.9 parts of antioxidant 1076, and 0.8 part of yellowing inhibitor dye.

[0043] The structure and preparation method of the yellowing inhibitor dye in this embodiment are the same as those in Example 1.

[0044] Example 5

[0045] This embodiment provides a solvent-resistant resin capable of blocking yellow glare, comprising 40 parts by mass of allyl diglycol carbonate resin, 40 parts of ethoxy(10) bisphenol A diacrylate, 25 parts of polypropylene glycol(400) diacrylate, 28 parts of styrene, 18 parts of trimethylolpropane trimethacrylate, 0.8 part of azodiisooctanenitrile, 1.2 parts of light stabilizer 770, 3.9 parts of antioxidant 1076, and 0.8 part of yellowing inhibitor dye.

[0046] The structure and preparation method of the yellowing inhibitor dye in this embodiment are the same as those in Example 2.

[0047] Example 6

[0048] This embodiment provides a solvent-resistant resin capable of blocking yellow glare, comprising 72 parts by mass of allyl diglycol carbonate resin, 28 parts of styrene, 18 parts of trimethylolpropane trimethacrylate, 0.8 part of azodiisooctanenitrile, 1.2 parts of light stabilizer 770, 3.9 parts of antioxidant 1076, and 0.8 part of yellowing inhibitor dye.

[0049] The structure and preparation method of the yellowing inhibitor dye in this embodiment are the same as those in Example 2.

[0050] Example 7

[0051] This embodiment provides a pair of middle-aged and elderly lenses. The components are stirred thoroughly according to the proportion recorded in Example 4 until completely dissolved and evenly mixed, and stirring is continued for one hour. The mixed solution is filtered and degassed, then poured into a glass mold that has been cleaned and prepared in advance, and placed in a curing furnace for primary curing according to the conventional lens curing procedure (curing temperature and time). After cooling, it is taken out, demolded, edge-ground, and ultrasonically cleaned, and then subjected to secondary curing to complete the production of the lens substrate. The substrate is subjected to conventional hardening and coating, with a hardening layer, an anti-reflection layer, and a waterproof and anti-fouling layer attached to obtain a pair of middle-aged and elderly lenses 1. The maximum absorption wavelength of the pair of middle-aged and elderly lenses 1 is measured to be 610 nm.

[0052] Example 8

[0053] This example provides a pair of middle-aged and elderly glasses lenses. Using the component ratios described in Example 5 and the same method as described in Example 7, a pair of middle-aged and elderly glasses lenses 2 was prepared.

[0054] The maximum absorption wavelength of the pair of middle-aged and elderly glasses lenses 2 was measured to be 585 nm.

[0055] Example 9

[0056] This example provides a pair of middle-aged and elderly glasses lenses. Using the component ratios described in Example 6 and the same method as described in Example 7, a pair of middle-aged and elderly glasses lenses 3 was prepared.

[0057] The maximum absorption wavelength of the pair of middle-aged and elderly glasses lenses 3 was measured to be 575 nm.

[0058] Comparative Example 1

[0059] This comparative example provides a pair of middle-aged and elderly glasses lenses. Its component ratios include 40 parts by mass of allyl diglycol carbonate resin, 40 parts of ethoxy(10) bisphenol A diacrylate, 25 parts of polypropylene glycol (400) diacrylate, 28 parts of styrene, 18 parts of trimethylolpropane trimethacrylate, 0.8 part of azobisisoheptonitrile, 1.2 parts of light stabilizer 770, 3.9 parts of antioxidant 1076, and 0.8 part of anti-yellowing dye.

[0060] Among them, the anti-yellowing dye is 1,4-bis(butylamino)-9,10-anthraquinone. Its structural formula is as follows:

[0061]

[0062] Then, using the same method as described in Example 7, a pair of middle-aged and elderly glasses lenses 4 was prepared. The maximum absorption wavelength of the pair of middle-aged and elderly glasses lenses 4 was measured to be 625 nm.

[0063] Application Example 1

[0064] Take the pair of middle-aged and elderly glasses lenses 2 and the pair of middle-aged and elderly glasses lenses 4, and place them in methanol, ethanol, gasoline, and acetic acid liquids with the same volume concentration respectively. After soaking for the same time at the same temperature, use high-performance liquid chromatography to measure the concentration of anti-yellowing dye in the soaked liquid. The results are shown in the following table:

[0065]

[0066]

[0067] Result analysis: From the above experimental data, it can be seen that after the pair of middle-aged and elderly glasses lenses 2 was soaked in the solvent, no anti-yellowing dye was dissolved out, achieving the expected purpose of the present invention.

[0068] The specific embodiments described herein are merely illustrative of the spirit of the present invention. Those skilled in the art to which the present invention pertains may make various modifications or supplements to the described specific embodiments or use similar means for substitution, but will not deviate from the spirit of the present invention or exceed the scope defined by the appended claims.

Claims

1. A solvent-resistant resin capable of blocking yellow glare, comprising a matrix resin, characterized in that: It also includes styrene, trimethylolpropane trimethacrylate, initiator, light stabilizer, antioxidant and yellowing inhibitor dye, and the yellowing inhibitor dye has an absorption peak in the wavelength range of 540 - 630 nm; The matrix resin includes ethoxylated (n) bisphenol A diacrylate, polypropylene glycol (m) diacrylate and / or allyl diglycol carbonate resin; The value range of n in the ethoxylated (n) bisphenol A diacrylate is 4 - 10; The value range of m in the polypropylene glycol (m) diacrylate is 200 - 1400; The general molecular structure formula of the yellowing inhibitor dye is as follows: Wherein, R1 is hydrogen or methyl, and R2 is hydrogen, fluorine, chlorine, bromine, iodine, methoxy, ethoxy, nitro or an alkyl group having 1 to 3 carbon atoms.

2. The solvent-resistant resin capable of blocking yellow glare according to claim 1, wherein: The solvent-resistant yellow glare-blocking resin includes 0 - 75 parts by mass of allyl diglycol carbonate resin, 30 - 50 parts by mass of ethoxylated (n) bisphenol A diacrylate, 15 - 35 parts by mass of polypropylene glycol (m) diacrylate, 20 - 30 parts by mass of styrene, 12 - 25 parts by mass of trimethylolpropane trimethacrylate, 0.2 - 1 part by mass of initiator, 1 - 2 parts by mass of light stabilizer, 3.5 - 5.2 parts by mass of antioxidant and 0.5 - 1.3 parts by mass of yellowing inhibitor dye.

3. The solvent-resistant resin capable of blocking yellow glare according to claim 2, wherein: The solvent-resistant yellow glare-blocking resin includes 10 parts by mass of allyl diglycol carbonate resin, 40 parts by mass of ethoxylated (n) bisphenol A diacrylate, 25 parts by mass of polypropylene glycol (m) diacrylate, 28 parts by mass of styrene, 18 parts by mass of trimethylolpropane trimethacrylate, 0.8 part by mass of initiator, 1.2 parts by mass of light stabilizer, 3.9 parts by mass of antioxidant and 0.8 part by mass of yellowing inhibitor dye.

4. The solvent-resistant resin capable of blocking yellow glare according to claim 1, characterized in that: The initiator includes azobisisoheptonitrile or diisopropyl peroxydicarbonate.

5. The solvent-resistant resin capable of blocking yellow glare according to claim 1, characterized in that: The light stabilizer includes light stabilizer 770 or light stabilizer 944; the antioxidant includes antioxidant 1076 or antioxidant 1010.

6. A lens for middle-aged and elderly people, characterized in that: It is prepared by using the solvent-resistant yellow glare-blocking resin according to any one of claims 1 - 5.

Citation Information

Patent Citations

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