High-hardness resin lens and preparation method thereof

By adding modified nanozirconia and a specific anti-wear film layer to the resin lens matrix, the problems of low hardness and easy wear of the resin lens are solved, the high hardness and scratch resistance of the lens are achieved, and the service life and anti-fog effect of the lens are improved.

CN120248405AActive Publication Date: 2025-07-04SHOUGUANG LUYUAN SALINIZATION CO LTD
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Patent Information

Application Number
CN202510761552.2
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-06-09
Publication Date
2025-07-04
Estimated Expiration
2045-06-09

AI Technical Summary

Technical Problem

The resin lens has low hardness, easy to wear on the surface, and poor scratch resistance, resulting in limited service life.

Method used

Modified nanozirconia and an anti-wear film layer are added to the lens matrix. The anti-wear film layer is composed of sulfobetaine methacrylate, vinyl triethoxysilane and 2-hydroxy-4-acryloyloxybenzophenone. It forms a strong combination through UV curing and high-temperature curing to improve the hardness and anti-fog effect of the lens.

Benefits of technology

It significantly improves the hardness and scratch resistance of the resin lens, enhances the bonding strength between the lens matrix and the anti-wear film, improves the anti-fog performance, and solves the problem of easy wear of the resin lens.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention belongs to the technical field of resin lenses, and particularly relates to a high-hardness resin lens and a preparation method thereof. The lens matrix is prepared from the following components in parts by weight: 50 to 60 parts of bisphenol A epoxy acrylate, 3 to 5 parts of modified nano zirconium oxide, 30 to 35 parts of tripropylene glycol diacrylate, 0.5 to 1 part of an initiator azodiisobutyronitrile, 1 to 1.5 parts of a release agent and 3 to 3.5 parts of an ultraviolet light absorber; the wear-resistant film layer is prepared from the following components in parts by weight: 20 to 30 parts of sulfobetaine methacrylate, 10 to 15 parts of vinyltriethoxysilane, 3 to 8 parts of 2-hydroxy-4-acryloyloxybenzophenone, and 0.3 to 0.5 part of azodiisobutyronitrile. According to the invention, the wear-resistant film is coated outside the lens base body, so that the bonding strength of the wear-resistant film and the lens base body is improved.
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Description

Technical Field

[0001] The present invention belongs to the technical field of resin lenses, and particularly relates to a high-hardness resin lens and a preparation method thereof. Background Art

[0002] As "one of the most widely used optical treatment drugs for humans", glasses mainly play their role through spectacle lenses. Initially, lenses were all ground from glass, which were heavy, uncomfortable and fragile, and wearers often got their eyes injured because of this. Optical resin lenses are light and have strong impact resistance, and are good substitutes for glass lenses. However, the biggest defect of resin lenses is that the hardness of the lens itself is low, the surface is easily worn, and the scratch resistance is poor, which has become a basic problem restricting the service life of resin lenses.

[0003] In order to improve the hardness of resin lenses, the prior art generally treats the surface of resin lens materials to form a high-hardness anti-wear film to improve the wear resistance of resin lenses.

[0004] However, the adhesion between the anti-wear film and the lens resin substrate is a key factor in the functional effect and service life of the anti-wear film. If the adhesion between the anti-wear film and the substrate is not good, the service life of the anti-wear film will be reduced, and the anti-wear effect is not good enough. Summary of the Invention

[0005] The purpose of the present invention is to provide a high-hardness resin lens and a preparation method thereof to solve the above technical problems.

[0006] To achieve the above technical purpose, the technical solution of the present invention is as follows: A high-hardness resin lens, comprising a lens substrate and an anti-wear film layer; By weight, the lens substrate comprises the following components: 50-60 parts of bisphenol A epoxy acrylate, 3-5 parts of modified nano-zirconia, 30-35 parts of dipropylene glycol diacrylate, 0.5-1 part of initiator azobisisobutyronitrile, 1-1.5 parts of demolding agent, 3-3.5 parts of ultraviolet absorber; By weight, the anti-wear film layer comprises the following components: 20-30 parts of sulfobetaine methacrylate, 10-15 parts of vinyltriethoxysilane, 3-8 parts of 2-hydroxy-4-acryloyloxybenzophenone, 0.3-0.5 part of azobisisobutyronitrile.

[0007] As a further improvement, the ultraviolet absorber is UV329 or UV326, and the demolding agent is glycerol monostearate or polyethylene wax.

[0008] The present invention also provides a preparation method of the high-hardness resin lens, comprising the following steps: S1. Prepare the lens substrate; Mix bisphenol A epoxy acrylate, modified nano-zirconia, dipropylene glycol diacrylate, mold release agent and ultraviolet absorber, then add initiator azobisisobutyronitrile, evacuate under vacuum at 30 °C for 30 - 40 min, and continuously shake during this process to mix evenly to obtain a viscous prepolymer. Then pour the viscous prepolymer into a glass mold, after one-time curing and forming, open the mold, trim the edges, and clean, and perform secondary curing to obtain a lens substrate; S2. Mix sulfobetaine methacrylate, vinyltriethoxysilane and 2-hydroxy-4-acryloyloxybenzophenone, add anhydrous ethanol to dissolve it, then add initiator azobisisobutyronitrile, and deoxygenate with argon for 30 min, react at 70 - 80 °C for 10 - 12 h. After the reaction is completed, centrifuge at 3000 rpm for 15 min, remove the supernatant, redisperse the precipitate in anhydrous ethanol again, repeat centrifugation 3 times, and finally dry the precipitate and dissolve it in trifluoroethanol to obtain a solution; S3. Place the lens substrate in the solution, take it out after standing for 5 min, first cure it with UV light of 365 nm and 100 w for 30 min. After the UV light curing is completed, cure it at 115 °C - 120 °C to obtain a resin lens.

[0009] As a further improvement, in step S1, the one-time curing and forming is specifically as follows: the initial temperature is 25 - 35 °C, raise the temperature to 40 - 45 °C in 0.5 h, raise the temperature to 45 - 50 °C in 2.5 h, raise the temperature to 52 - 54 °C in 9 h, raise the temperature to 65 - 70 °C in 3 h, raise the temperature to 75 - 80 °C in 2 h; the secondary curing is specifically as follows: raise the temperature to 120 - 125 °C and cure for 2 - 2.5 h.

[0010] As a further improvement, in step S1, the preparation method of the modified nano-zirconia is as follows: weigh the dried nano-zirconia, add it to toluene, ultrasonically disperse it at 25 °C for 40 min, then add an aqueous solution of 10% mass fraction of γ-methacryloyloxypropyltrimethoxysilane, ultrasonically disperse for 10 min, and react at 80 - 85 °C for 25 - 30 min. After the reaction is completed, cool, then centrifuge at 16000 rpm for 20 min, ultrasonically disperse for 10 min again, filter the solid matter, wash and dry to obtain modified nano-zirconia.

[0011] As a further improvement, for every 2 g of dried nano-zirconia added, the dosage of the aqueous solution of γ-methacryloyloxypropyltrimethoxysilane is 10 mL.

[0012] As a further improvement, in step S2, the concentration of the precipitate in the solution is 2 g / mL.

[0013] Due to the adoption of the above technical solution, the beneficial effects of the present invention: A high-hardness resin lens and a preparation method thereof provided by the present invention coat an anti-wear film on the outside of a lens substrate. The 2-hydroxy-4-acryloyloxy benzophenone in the anti-wear film contains a hydroxyl group. During the UV curing and high-temperature curing processes, the hydroxyl group and the epoxy group on the bisphenol A epoxy acrylate of the lens substrate form a β-hydroxy ether structure, improving the bonding strength between the anti-wear film and the lens substrate.

[0014] Vinyltriethoxysilane is used in the anti-wear film. The presence of siloxane can improve the hardness of the anti-wear film and enhance the effect of the anti-wear film.

[0015] In the present invention, modified nano-zirconia is added to the lens substrate. Nano-zirconia can improve the hardness of the lens substrate, forming a high-hardness lens substrate. And nano-zirconia is modified by γ-methacryloxypropyltrimethoxysilane. γ-methacryloxypropyltrimethoxysilane forms a hydrogen bond with nano-zirconia. On the one hand, it can inhibit the agglomeration of nano-zirconia. On the other hand, during the curing process of the lens substrate, the acrylene group on γ-methacryloxypropyltrimethoxysilane cross-links with bisphenol A epoxy acrylate and dipropylene glycol diacrylate, improving the dispersibility of nano-zirconia and optical resin, and making nano-zirconia evenly distributed in the lens substrate, so that the hardness of the lens substrate is uniform.

[0016] In the present invention, sulfobetaine methacrylate is added to the anti-wear film. This substance is a strong hydrophilic substance, which can improve the anti-fogging effect of the lens substrate. When entering a warm room in cold winter, it will not form a fog film on the lens, affecting the transparency. At the same time, sulfobetaine methacrylate and vinyltriethoxysilane cross-link to form an amphiphilic polymer. The hydrophilic chain segment endows the coating with hygroscopicity, and the hydrophobic chain segment can inhibit the swelling of the coating caused by excessive moisture absorption, solving the problem that the anti-fogging effect is poor due to the swelling of the strong hydrophilic substance caused by moisture absorption. Description of the Drawings

[0017] Figure 1 is a picture of the resin lens prepared in Example 1; Figure 2 is the ATR-FTIR spectrum of the resin lens and the lens substrate in Example 1. Detailed Embodiments

[0018] The technical solution of the present invention will be clearly and completely described below in conjunction with specific embodiments. However, those skilled in the art will understand that the following described embodiments are some embodiments of the present invention, rather than all embodiments, and are only used to illustrate the present invention, and should not be regarded as limiting the scope of the present invention. Based on the embodiments of the present invention, all other embodiments obtained by those of ordinary skill in the art without creative efforts belong to the scope of protection of the present invention. For those conditions not specified in the embodiments, they are carried out according to conventional conditions or conditions recommended by the manufacturer. The reagents or instruments not specified by the manufacturer can be obtained as conventional products through commercial purchase.

[0019] Example 1 A high-hardness resin lens, comprising a lens substrate and an anti-wear film layer.

[0020] By weight, the lens substrate comprises the following components: 50 parts of bisphenol A epoxy acrylate, 3 parts of modified nano-zirconia, 30 parts of dipropylene glycol diacrylate, 0.5 part of initiator azobisisobutyronitrile, 1 part of demolding agent glycerol monostearate, and 3 parts of ultraviolet absorber UV329.

[0021] By weight, the anti-wear film layer comprises the following components: 20 parts of sulfobetaine methacrylate, 10 parts of vinyltriethoxysilane, 3 parts of 2-hydroxy-4-acryloyloxybenzophenone, and 0.3 part of azobisisobutyronitrile.

[0022] This embodiment also provides a preparation method of the above resin lens, which specifically comprises the following steps: S1. Preparation of modified nano-zirconia; The nano-zirconia powder is dried at 60 °C for 6 h to obtain the dried nano-zirconia powder; γ-Methacryloyloxypropyltrimethoxysilane is configured into a 10% mass fraction aqueous solution of γ-methacryloyloxypropyltrimethoxysilane; Weigh 2 g of the dried nano-zirconia, add it to 15 mL of toluene, ultrasonically disperse it at 25 °C for 40 min, then add 10 mL of a 10% mass fraction aqueous solution of γ-methacryloyloxypropyltrimethoxysilane thereto, ultrasonically disperse it for 10 min, react at 80 °C for 30 min, cool after the reaction is completed, then centrifuge at 16000 rpm for 20 min, ultrasonically disperse it for 10 min again, filter the solid matter, wash it, and dry it at 100 °C for 5 h to obtain the modified nano-zirconia; S2. Preparation of the lens substrate; Mix 5 g of bisphenol A epoxy acrylate, 0.3 g of modified nano-zirconia oxide, 3 g of dipropylene glycol diacrylate, 0.1 g of glyceryl stearate, and 0.3 g of UV329. Then add 0.05 g of initiator azobisisobutyronitrile, evacuate under vacuum at 30 °C for 30 min, and continuously shake during this process to mix evenly to obtain a viscous prepolymer. Then pour the viscous prepolymer into a glass mold. After one-time curing and forming, open the mold, trim the edges, and clean it, and then perform secondary curing to obtain a lens substrate. Among them, the one-time curing is specifically as follows: the initial temperature is 25 °C, it is heated to 40 °C in 0.5 h, heated to 45 °C in 2.5 h, heated to 52 °C in 9 h, heated to 65 °C in 3 h, and heated to 75 °C in 2 h; the secondary curing is specifically as follows: heated to 120 °C and cured for 2.5 h. Among them, the processes of opening the mold, trimming the edges, and cleaning adopt the techniques commonly used in the preparation of resin lenses, which will not be elaborated here; S3. Preparation of resin lenses; Mix 2 g of sulfobetaine methacrylate, 1 g of vinyltriethoxysilane, and 0.3 g of 2-hydroxy-4-acryloyloxy benzophenone, add 30 mL of absolute ethanol to dissolve it, then add 0.03 g of initiator azobisisobutyronitrile, and deoxygenate with argon for 30 min. React at 70 °C for 12 h. After the reaction is completed, centrifuge at 3000 rpm for 15 min. After removing the supernatant, redisperse the precipitate in absolute ethanol and repeat centrifugation 3 times. Finally, dry the precipitate at 45 °C for 24 h and then dissolve it in trifluoroethanol to obtain a solution with a concentration of 2 g / mL; Place the lens substrate in the solution, take it out after standing for 5 min, and cure it with UV light of 365 nm and 100 w for 30 min. After the UV light curing is completed, cure it at 120 °C to obtain a resin lens.

[0023] As Figure 1 shown, it is a sample diagram of the resin lens prepared in this example.

[0024] Example 2 This example provides a high-hardness resin lens, which includes a lens substrate and an anti-wear film layer.

[0025] By weight, the lens substrate includes the following components: 60 parts of bisphenol A epoxy acrylate, 5 parts of modified nano-zirconia oxide, 35 parts of dipropylene glycol diacrylate, 1 part of initiator azobisisobutyronitrile, 1.5 parts of release agent polyethylene wax, and 3.5 parts of ultraviolet absorber UV326.

[0026] By weight, the anti-wear film layer includes the following components: 30 parts of sulfobetaine methacrylate, 15 parts of vinyltriethoxysilane, 8 parts of 2-hydroxy-4-acryloyloxy benzophenone, and 0.5 part of azobisisobutyronitrile.

[0027] This embodiment also provides a preparation method for the above resin lens, which specifically includes the following steps: S1. Preparation of modified nano-zirconia; The nano-zirconia powder is dried at 60°C for 6 h to obtain the dried nano-zirconia powder; γ-Methacryloxypropyltrimethoxysilane is configured into an aqueous solution of γ-methacryloxypropyltrimethoxysilane with a mass fraction of 10%; Weigh 4 g of the dried nano-zirconia, add it to 30 mL of toluene, ultrasonically disperse it at 25°C for 40 min, then add 20 mL of the 10% mass fraction aqueous solution of γ-methacryloxypropyltrimethoxysilane thereto, ultrasonically disperse it for 10 min and then react at 85°C for 25 min. After the reaction is completed, it is cooled, then centrifuged at 16000 rpm for 20 min, ultrasonically dispersed for 10 min again, the solid matter is filtered and washed, and dried at 100°C for 5 h to obtain the modified nano-zirconia; S2. Preparation of the lens substrate; Mix 6 g of bisphenol A epoxy acrylate, 0.5 g of modified nano-zirconia, 3.5 g of dipropylene glycol diacrylate, 0.15 g of polyethylene wax and 0.35 g of UV326, then add 0.1 g of initiator azobisisobutyronitrile, evacuate under vacuum at 30°C for 40 min, and continuously shake and mix evenly during this process to obtain a viscous prepolymer. Then pour the viscous prepolymer into a glass mold, after one-time curing and forming, open the mold, trim the edges, and clean it, and perform secondary curing to obtain the lens substrate. Among them, the one-time curing is specifically: the initial temperature is 35°C, it is heated to 45°C in 0.5 h, heated to 50°C in 2.5 h, heated to 54°C in 9 h, heated to 70°C in 3 h, and heated to 80°C in 2 h; the secondary curing is specifically: heated to 125°C and cured for 2 h; S3. Preparation of the resin lens; Mix 3 g of sulfobetaine methacrylate, 1.5 g of vinyltriethoxysilane and 0.8 g of 2-hydroxy-4-acryloxybenzophenone, add 40 mL of absolute ethanol to dissolve it, then add 0.05 g of initiator azobisisobutyronitrile thereto, and deoxygenate with argon for 30 min, react at 80°C for 10 h. After the reaction is completed, centrifuge at 3000 rpm for 15 min, remove the supernatant, redisperse the precipitate in absolute ethanol, repeat centrifugation 3 times, and finally dry the precipitate at 45°C for 24 h and then dissolve it in trifluoroethanol to obtain a solution with a concentration of 2 g / mL; Place the lens substrate in the solution, take it out after standing for 5 min, cure it with UV light of 365 nm and 100 w for 30 min. After the UV light curing is completed, cure it at 115°C to obtain the resin lens.

[0028] Example 3. This example provides a high-hardness resin lens, including a lens substrate and an anti-wear film layer.

[0029] By weight, the lens substrate includes the following components: 55 parts of bisphenol A epoxy acrylate, 4 parts of modified nano-zirconia, 33 parts of dipropylene glycol diacrylate, 0.8 part of initiator azobisisobutyronitrile, 1.3 parts of demolding agent glycerol monostearate, and 3.3 parts of ultraviolet absorber UV329.

[0030] By weight, the anti-wear film layer includes the following components: 25 parts of sulfobetaine methacrylate, 13 parts of vinyltriethoxysilane, 5 parts of 2-hydroxy-4-acryloyloxybenzophenone, and 0.4 part of azobisisobutyronitrile.

[0031] This example also provides a preparation method of the above resin lens, specifically including the following steps: S1. Preparation of modified nano-zirconia; Dry nano-zirconia powder at 60 °C for 6 h to obtain dried nano-zirconia powder; Prepare an aqueous solution of γ-methacryloxypropyltrimethoxysilane with a mass fraction of 10%; Weigh 2 g of dried nano-zirconia, add it to 15 mL of toluene, ultrasonically disperse it at 25 °C for 40 min, then add 10 mL of the 10% mass fraction aqueous solution of γ-methacryloxypropyltrimethoxysilane, ultrasonically disperse for 10 min, react at 85 °C for 25 min, cool after the reaction, then centrifuge at 16000 rpm for 20 min, ultrasonically disperse for 10 min again, filter the solid matter and wash it, and dry it at 100 °C for 5 h to obtain modified nano-zirconia; S2. Preparation of the lens substrate; Mix 5.5 g of bisphenol A epoxy acrylate, 0.4 g of modified nano-zirconia, 3.3 g of dipropylene glycol diacrylate, 0.13 g of polyethylene wax, and 0.33 g of UV326, then add 0.08 g of initiator azobisisobutyronitrile, evacuate at 30 °C for 35 min, continuously shake and mix evenly during this process to obtain a viscous prepolymer, then pour the viscous prepolymer into a glass mold, after one-time curing and molding, open the mold, trim the edges, and clean, and perform secondary curing to obtain the lens substrate. Among them, the one-time curing is specifically: the initial temperature is 30 °C, raise the temperature to 43 °C in 0.5 h, raise the temperature to 48 °C in 2.5 h, raise the temperature to 53 °C in 9 h, raise the temperature to 68 °C in 3 h, raise the temperature to 78 °C in 2 h; the secondary curing is specifically: raise the temperature to 123 °C and cure for 2.3 h; S3. Preparation of the resin lens; Mix 2.5 g of sulfobetaine methacrylate, 1.3 g of vinyltriethoxysilane, and 0.5 g of 2-hydroxy-4-acryloyloxybenzophenone. Add 35 mL of absolute ethanol to dissolve them, then add 0.04 g of initiator azobisisobutyronitrile, and deoxygenate with argon for 30 min. React at 75 °C for 11 h. After the reaction is completed, centrifuge at 3000 rpm for 15 min. After removing the supernatant, redisperse the precipitate in absolute ethanol and repeat centrifugation 3 times. Finally, dry the precipitate at 45 °C for 24 h and then dissolve it in trifluoroethanol to obtain a solution with a concentration of 2 g / mL; Place the lens substrate in the solution, take it out after standing for 5 min, and cure it with UV light of 365 nm and 100 w for 30 min. After UV curing is completed, cure it at 118 °C to obtain a resin lens.

[0032] The present invention performs ATR-FTIR characterization on the lens substrate prepared in Example 1 and the resin lens with an anti-wear film layer. The results are as Figure 2 shown, where a is the ATR-FTIR spectrum of the lens substrate, and b is the ATR-FTIR spectrum of the resin lens. It can be Figure 2 seen that there is a characteristic absorption peak of Si-O-Zr at 980 cm -1 in the absorption curve of the lens substrate, and there is a characteristic absorption peak of an asymmetric epoxy group at 1250 cm -1 . In the ATR-FTIR spectrum of the resin lens, the characteristic absorption peak of the epoxy group at 1250 cm -1 disappears, a characteristic absorption peak of C-O-C appears at 1050 cm -1 , and a characteristic absorption peak of a hydroxyl group appears at 3300 cm -1 . This indicates that in the present invention, the hydroxyl group on 2-hydroxy-4-acryloyloxybenzophenone in the anti-wear film forms a β-hydroxy ether structure with the epoxy group on bisphenol A epoxy acrylate of the lens substrate during UV curing and high-temperature curing.

[0033] Comparative Example 1 This comparative example provides a resin lens and its preparation method.

[0034] In this comparative example, the resin lens includes a lens substrate. By weight, the components of the lens substrate include: 50 parts of bisphenol A epoxy acrylate, 30 parts of dipropylene glycol diacrylate, 0.5 part of initiator azobisisobutyronitrile, 1 part of mold release agent glycerol monostearate, and 3 parts of ultraviolet absorber UV329.

[0035] The preparation method of the lens substrate in this comparative example is the same as that in Example 1, except that the components of the above lens substrate are different from those in Example 1.

[0036] Comparative Example 2 This comparative example provides a resin lens and a preparation method thereof.

[0037] In this comparative example, the resin lens includes a lens substrate and an anti-wear film layer, and the components and preparation method of the lens substrate are the same as those in Example 1.

[0038] The difference is that the anti-wear film layer in this comparative example includes the following components by weight: 20 parts of sulfobetaine methacrylate, 10 parts of vinyltriethoxysilane, and 0.3 part of azobisisobutyronitrile.

[0039] In this comparative example, the preparation method of the resin lens is the same as that in Example 1, and the difference is only that the components of the above anti-wear film layer are different from those in Example 1.

[0040] Comparative Example 3 This comparative example provides a resin lens and a preparation method thereof.

[0041] In this comparative example, the resin lens includes a lens substrate and an anti-wear film layer, and the components and preparation method of the lens substrate are the same as those in Example 1.

[0042] The difference is that the anti-wear film layer in this comparative example includes the following components by weight: 20 parts of sulfobetaine methacrylate, 3 parts of 2-hydroxy-4-acryloyloxybenzophenone, and 0.3 part of azobisisobutyronitrile.

[0043] Comparative Example 4 This comparative example provides a resin lens and a preparation method thereof.

[0044] In this comparative example, the resin lens includes a lens substrate, and the components and preparation method of the lens substrate are the same as those in Example 1.

[0045] The hardness and scratch resistance were measured by the steel wool test. The specific method is as follows: 000# steel wool was folded into 5 layers, with a size of 40 mm × 40 mm, a single-layer thickness of 5 mm, and a mass of 8 g. The initial haze values of the resin lenses obtained in Examples 1-3 and Comparative Examples 1-4 were measured respectively. Then, the 7 samples were reciprocally rubbed 1000 times with the steel wool under a frictional pressure of 7.35 N. Then, the haze values of the 7 samples were measured respectively. The haze value of each sample was measured 4 times, and the arithmetic mean was taken. Then, the difference between the haze value of the lens after friction and the haze value of the lens before friction was calculated as the friction haze value of the lens. The experimental results are shown in Table 1.

[0046] Table 1 Friction haze value results of the resin lenses of Examples 1-3 and Comparative Examples 1-4

[0047] The surface hardness of the resin lenses obtained in Examples 1-3 and Comparative Examples 1-4 was measured by a microhardness tester. The measuring load force of the microhardness tester was 5 g (0.049 N), and the measurement results are shown in Table 2.

[0048] Table 2 Microhardness results of the resin lenses in Examples 1-3 and Comparative Examples 1-4

[0049] As can be seen from Table 1 and Table 2, the friction haze values of the resin lenses in Examples 1-3 of the present invention are all lower than those of the comparative examples. By comparing the results of Examples 1-3 with those of Comparative Example 1 and Comparative Example 4, it shows that adding modified nano-zirconia to the lens matrix of the present invention can improve the hardness and scratch resistance of the lens matrix. By comparing the results of Examples 1-3 with those of Comparative Example 2 and Comparative Example 3, it shows that adding vinyltriethoxysilane to the anti-wear film layer of the present invention can greatly improve the hardness and scratch resistance of the resin lens, and adding 2-hydroxy-4-acryloyloxybenzophenone to the anti-wear film layer can also improve the hardness and scratch resistance of the resin lens to a certain extent. This is because the decrease in the bonding strength will also affect the hardness and scratch resistance.

[0050] According to the national standard GB / T 33049-2016, the bonding strength between the anti-wear film layer and the lens matrix in the resin lenses obtained in Examples 1-3 and Comparative Examples 2-3 was measured, and the proportion of the peeled area on the coating surface was recorded. The experimental results are shown in Table 3.

[0051] Table 3 Bonding strength between the anti-wear film layer and the lens matrix in Examples 1-3 and Comparative Examples 2-3

[0052] As can be seen from Table 3, comparing the data of Examples 1-3 in the present application with those of Comparative Example 2, it shows that adding 2-hydroxy-4-acryloyloxybenzophenone to the anti-wear film layer of the present application forms a β-hydroxy ether structure between the hydroxyl group and the epoxy group on the bisphenol A epoxy acrylate of the lens matrix during the UV curing and high-temperature curing processes, improving the bonding strength between the anti-wear film layer and the lens matrix.

[0053] The resin lens samples obtained in Examples 1-3 and Comparative Examples 1-4 were transferred from room temperature to 3 cm above an 80 °C water bath and kept for 10 s, and the transparency of the samples was measured; then the resin lens samples in Examples 1-3 and Comparative Examples 1-4 were transferred from room temperature to 3 cm above an 80 °C water bath and kept for 300 s, and the transparency of the samples was measured. The results are shown in Table 4.

[0054] Table 4 Transparency results of Examples 1-3 and Comparative Examples 1-4

[0055] As can be seen from Table 4, by comparing the data of Examples 1-3 with those of Comparative Example 1 and Comparative Example 4, it can be seen that the anti-wear film layer in the present invention can greatly improve the anti-fogging effect of the lens substrate. The transparencies of Examples 1-3 and Comparative Example 2 and Comparative Example 3 at 10 s are relatively high, indicating that adding sulfobetaine methacrylate to the anti-wear film layer in the present invention can effectively improve the short-term anti-fogging performance of the anti-wear film layer. However, the anti-fogging performance of the resin lens in Comparative Example 3 drops significantly at 300 s, indicating that vinyltriethoxysilane in the present invention can not only improve the hardness and scratch resistance of the anti-wear film layer, but also inhibit the coating swelling caused by excessive moisture absorption of sulfobetaine methacrylate, solving the problem of poor anti-fogging effect caused by the hygroscopic swelling of strongly hydrophilic substances.

[0056] The specific embodiments of the present invention described above do not constitute a limitation on the protection scope of the present invention. Any other corresponding changes and deformations made according to the technical concept of the present invention should be included in the protection scope of the claims of the present invention.

Claims

1. A high-hardness resin lens, characterized in that, It includes a lens substrate and an anti-wear film layer; By weight, the lens substrate includes the following components: 50-60 parts of bisphenol A epoxy acrylate, 3-5 parts of modified nano-zirconia, 30-35 parts of dipropylene glycol diacrylate, 0.5-1 part of initiator azobisisobutyronitrile, 1-1.5 parts of demolding agent, and 3-3.5 parts of ultraviolet absorber; By weight, the anti-wear film layer includes the following components: 20-30 parts of sulfobetaine methacrylate, 10-15 parts of vinyltriethoxysilane, 3-8 parts of 2-hydroxy-4-acryloyloxy benzophenone, and 0.3-0.5 part of azobisisobutyronitrile.

2. The high-hardness resin lens according to claim 1, wherein The ultraviolet absorber is UV329 or UV326, and the demolding agent is glyceryl stearate or polyethylene wax.

3. A method for preparing the high-hardness resin lens according to claim 1, characterized in that, It includes the following steps: S1. Prepare the lens substrate; Mix bisphenol A epoxy acrylate, modified nano-zirconia, dipropylene glycol diacrylate, demolding agent, and ultraviolet absorber, then add initiator azobisisobutyronitrile, evacuate under vacuum at 30 °C for 30-40 min, continuously shake and mix evenly during this process to obtain a viscous prepolymer, then pour the viscous prepolymer into a glass mold, after one-time curing and molding, open the mold, trim the edges, and clean, and perform secondary curing to obtain the lens substrate; S2. Mix sulfobetaine methacrylate, vinyltriethoxysilane, and 2-hydroxy-4-acryloyloxy benzophenone, add absolute ethanol to dissolve it, then add initiator azobisisobutyronitrile, and deoxygenate with argon for 30 min, react at 70-80 °C for 10-12 h, after the reaction is completed, centrifuge at 3000 rpm for 15 min, remove the supernatant, redisperse the precipitate in absolute ethanol, repeat centrifugation 3 times, and finally dry the precipitate and dissolve it in trifluoroethanol to obtain a solution; S3. Place the lens substrate in the solution, take it out after standing for 5 min, first cure it with 365 nm, 100 w UV light for 30 min, after UV light curing is completed, cure it at 115 °C - 120 °C to obtain a resin lens.

4. The preparation method of the high-hardness resin lens according to claim 3, characterized in that, In step S1, the one-time curing and molding is specifically: the initial temperature is 25-35 °C, it is heated to 40-45 °C in 0.5 h, heated to 45-50 °C in 2.5 h, heated to 52-54 °C in 9 h, heated to 65-70 °C in 3 h, and heated to 75-80 °C in 2 h; the secondary curing is specifically: heated to 120-125 °C and cured for 2-2.5 h.

5. The preparation method of the high-hardness resin lens according to claim 3, characterized in that, In step S1, the preparation method of the modified nano-zirconia is: weigh the dried nano-zirconia, add it to toluene, ultrasonically disperse it at 25 °C for 40 min, then add a 10% mass fraction aqueous solution of γ-methacryloxypropyltrimethoxysilane, ultrasonically disperse it for 10 min and then react at 80-85 °C for 25-30 min, after the reaction is completed, cool it, then centrifuge at 16000 rpm for 20 min, ultrasonically disperse it for 10 min again, filter the solid matter, wash and dry it to obtain the modified nano-zirconia.

6. The preparation method of the high-hardness resin lens according to claim 5, characterized in that, For every 2 g of dried nano-zirconia added, the dosage of the γ-methacryloyloxypropyltrimethoxysilane aqueous solution is 10 mL.

7. The preparation method of the high-hardness resin lens according to claim 3, characterized in that, In step S2, the concentration of the precipitate in the dissolution solution is 2 g / mL.

Citation Information

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