A method for preparing an infrared blocking allyl resin lens

By utilizing the in-situ reaction of polyurethane acrylate, quinone dyes, and penta-nitrogen toothed porphyrin metal complexes during the preparation of infrared blocking allyl resin lenses, the fusion between infrared absorbing materials and lens resin was improved, the problem of poor compatibility was solved, and the infrared absorption rate was increased.

CN116476286BActive Publication Date: 2026-01-20WEIXING OPTICAL CO LTD
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Patent Information

Application Number
CN202310479444.7
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2023-04-28
Publication Date
2026-01-20
Estimated Expiration
2043-04-28

AI Technical Summary

Technical Problem

In existing infrared protective lenses, the poor compatibility between nanomaterials and resins results in a low proportion of infrared absorbing materials, poor infrared protection performance, and easy peeling.

Method used

By reacting polyurethane acrylate, quinone dyes and pentazo-dental porphyrin metal complexes under specific conditions, and adding acrylates with phenoxy groups, the fusion of infrared absorbing materials and lens resin is enhanced through in-situ reaction, forming infrared blocking allyl resin lenses with good infrared blocking effect.

Benefits of technology

It improves the infrared absorption rate, solves the problem of poor compatibility between infrared absorbing materials and lens resin, and enhances infrared blocking performance.

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Abstract

The present application relates to the technical field of lens production, and particularly relates to a preparation method of infrared blocking allyl resin lens, and provides the preparation method of infrared blocking allyl resin lens aiming at the problems of unstable or unsatisfactory infrared blocking effect in the prior art, which comprises the following steps: mixing polyurethane acrylate, quinoid dye and pentaazamacrocyclic porphyrin metal complex for reaction, adding auxiliary materials after the reaction is completed, stirring at room temperature, putting into a curing oven, curing the resin according to a curing program, then removing the mold, and obtaining the infrared blocking resin lens after the obtained resin lens is edge polished and cleaned. In the manufacturing process of the lens, the in-situ reaction is carried out between the quinoid dye and the pentaazamacrocyclic porphyrin complex in the curing process of the allyl resin, the fusion of the infrared absorption material and the lens resin is improved, the problem of poor compatibility between the infrared absorption material and the lens resin is solved, the infrared blocking range is effectively improved, and the blocking rate reaches more than 95%.
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Description

TECHNICAL FIELD

[0001] The application belongs to the technical field of lens production, and particularly relates to a preparation method of an infrared blocking allyl resin lens. BACKGROUND

[0002] Allyl resin is a polymer formed by cross-linking reaction of allyl group monomers as basic components. In the heating process, the active functional groups between the functional groups or in other system resins, such as acrylic acid resin, amino resin, epoxy resin, polyurethane, etc., can further react to form a cross-linked structure. The thermosetting allyl resin generally has excellent color, high hardness, good solvent resistance and weather resistance, excellent wear resistance and scratch resistance, and is generally one of the main materials of resin lenses. In order to improve the optical performance of the allyl resin lens, antioxidants and UV can improve the UV absorption performance, blue light resistance and anti-aging performance of the lens.

[0003] Patent CN201711267874.3 relates to a kind of anti-blue light and near infrared resistance combined coating and its preparation method, and a kind of protective lens prepared by using the coating and its preparation method, the anti-blue light and near infrared resistance combined coating includes the following weight percentage components: photochromic powder 1.0~3.0%, polyol compound 15.0~20.5%, IPDI:7.5~8.5%, nano Cs2WO4 powder 15.0~28.0%, anti-blue light powder 0.01~0.03%, solvent 23.0~25.0%, auxiliary agent 1.5~2.0%. The application combines the anti-blue light function with the anti-infrared performance, not only can effectively alleviate the feeling of red acid swelling caused by long time use of eyes, but also can block infrared rays and reduce the absorption of infrared rays by eyeball, to protect the health of eyes.

[0004] Patent CN201820888794.3 relates to a kind of anti-near infrared resin lens, including resin lens substrate, the surface of the positive and negative of the substrate is provided with hard layer, the outer surface of each hard layer is provided with anti-near infrared film layer, the surface of anti-near infrared film layer is provided with anti-reflection film layer. The utility model discloses a layer of anti-near infrared film layer is arranged between the hard layer and the anti-reflection film layer, so as to achieve the purpose of anti-near infrared. The anti-near infrared film layer does not need vacuum plating, reduces the film layer and material of vacuum plating, and the processing method is simple, convenient and easy to operate, saves the cost, and has good anti-near infrared effect, while ensuring the visible light transmittance, the near infrared absorption rate of 700~1000nm can reach 70%, and the visible light transmittance can reach more than 90%.

[0005] Patent CN202220005170.9, anti-laser anti-infrared eyewear, the utility model provides an anti-laser anti-infrared eyewear, including the base sheet, the base sheet one side is provided with the adhesion layer, the adhesion layer side away from the base sheet is provided with the radiation line barrier layer, the radiation line barrier layer side away from the adhesion layer is provided with the laser barrier layer, the laser barrier layer side away from the radiation line barrier layer is provided with the infrared barrier layer, the infrared barrier layer side away from the laser barrier layer is provided with the reinforcing layer, the reinforcing layer side away from the infrared barrier layer is provided with the anticorrosive anti-fog wear layer, and the base sheet side away from the adhesion layer is provided with the anticorrosive anti-fog wear layer, the utility model can effectively block laser and infrared light, and can block radiation, and the eye protection effect is excellent.

[0006] Patent CN202210556564.8, an infrared protective lens and a preparation method thereof, the present application discloses an infrared protective lens, which comprises a base sheet layer, the base sheet layer is made of optical additives and optical injection molding material, the base sheet layer is used to absorb and shield ultraviolet and adjust visible light, a bottom coating layer is arranged on the upper end surface of the base sheet layer, the bottom coating layer is used to increase the surface adhesion of the base sheet layer, an infrared prevention film layer is arranged on the upper end surface of the bottom coating layer, the infrared prevention film layer is made of optical processing liquid immersion pull-up type, the infrared prevention film layer is uniformly and densely distributed, a hardening layer is arranged on the upper end of the infrared prevention film layer, the hardening layer is used to improve the overall hardness of the lens, and a reflection layer is arranged on the upper end of the hardening layer. The present application combines the functions of preventing ultraviolet, preventing near-infrared and adjusting visible light, solves the problem of deep color and single color of existing lenses, adopts the process method of liquid coating, greatly improves the production efficiency, reduces the labor cost, has good optical performance and high reliability.

[0007] From the previous patents, it can be seen that all the patents and documents provide infrared materials, which are nano materials or infrared protective films. The infrared protective film has the problem of easy peeling after long-term use. The simple mixing of nano materials and resin materials results in low compatibility of nano materials and resin, which ultimately leads to narrow anti-infrared wave band of the lens and low anti-infrared performance index. SUMMARY

[0008] The purpose of the present application is to provide a preparation method of an infrared blocking allyl resin lens with stable performance and good infrared blocking effect.

[0009] To achieve the above purpose, the following technical scheme is adopted in the present application:

[0010] The method comprises the following steps:

[0011] Step one: mix polyurethane acrylate, quinoid dye and five nitrogen teeth porphyrin metal complex, stir at 100-1500 rpm / min, then react at 1.5-3 standard atmosphere and 100-300℃ for 2-3h;

[0012] Step two: after the reaction is completed, restore to room temperature and normal pressure, then add phenoxy group acrylate, dicyclopentenyl ethoxylated acrylate, trimethylolpropane trimethyl acrylate, aliphatic polyurethane acrylate, UV absorber, pigment, antioxidant and azo catalyst, stir at room temperature for 2-3h, then filter with 0.5μm filter core after defoaming;

[0013] Step three: pour the filtrate into a mold after filtration, put it into a curing oven, and cure the resin according to the curing program, then remove the mold, and get the infrared blocking resin lens after edging and cleaning.

[0014] In the above method for preparing an infrared blocking allyl resin lens, the mass fraction of polyurethane acrylate is 20-30 parts, the mass fraction of quinoid dye is 0.1-10 parts, the mass fraction of five nitrogen teeth porphyrin metal complex is 0.1-10 parts, the mass fraction of phenoxy group acrylate is 10-35 parts, the mass fraction of dicyclopentenyl ethoxylated acrylate is 10-40 parts, the mass fraction of trimethylolpropane trimethyl acrylate is 10-35 parts, the mass fraction of aliphatic polyurethane acrylate is 10-30 parts, the mass fraction of UV absorber is 0.02-1 part, the mass fraction of pigment is 0.01-0.5 part, the mass fraction of antioxidant is 0.01-0.5 part, and the mass fraction of azo catalyst is 0.06-1 part.

[0015] In the above method for preparing an infrared blocking allyl resin lens, the mass fraction of polyurethane acrylate is 25 parts, the mass fraction of quinoid dye is 0.6 part, the mass fraction of five nitrogen teeth porphyrin metal complex is 0.8 part, the mass fraction of phenoxy group acrylate is 20 parts, the mass fraction of dicyclopentenyl ethoxylated acrylate is 15 parts, the mass fraction of trimethylolpropane trimethyl acrylate is 20 parts, the mass fraction of aliphatic polyurethane acrylate is 20 parts, the mass fraction of UV absorber is 0.5 part, the mass fraction of pigment is 0.4 part, the mass fraction of antioxidant is 0.4 part, and the mass fraction of azo catalyst is 0.7 part.

[0016] In the above method for preparing an infrared blocking allyl resin lens, the quinoid dye includes one or a combination of 1,8-dichloroanthraquinone, 2-ethylanthraquinone, 2-aminoanthraquinone, 1,5-dihydroxyanthraquinone, 1,4-dihydroxyanthraquinone and β-aminoanthraquinone.

[0017] In the method for preparing the infrared blocking allyl resin lens, the UV absorber comprises one or a combination of 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole, 2-(2-hydroxy-5-tert-octylphenyl)benzotriazole, 2-hydroxy-4-methoxybenzophenone and 2,2'-dimethyl-4-methylaminobenzophenone.

[0018] In the method for preparing the infrared blocking allyl resin lens, the antioxidant comprises one or a combination of 2,6-di-tert-butyl-p-cresol, N,N'-di-sec-butyl-p-phenylenediamine and 2,2'-methylene-bis-(methyl-6-tert-butyl)phenol.

[0019] In the method for preparing the infrared blocking allyl resin lens, the pigment comprises equal mass of pigment blue and pigment red.

[0020] In the method for preparing the infrared blocking allyl resin lens, the azo catalyst is azobisisobutyronitrile.

[0021] In the method for preparing the infrared blocking allyl resin lens, the curing procedure is as follows: curing at a uniform temperature rising rate from 20 to 25 DEG C for 1 to 3 hours, then curing at a uniform temperature rising rate from 25 to 40 DEG C for 3 to 5 hours, then curing at a uniform temperature rising rate from 40 to 80 DEG C for 3 to 6 hours, then curing at a uniform temperature rising rate from 80 to 95 DEG C for 1 to 3 hours, then curing at a uniform temperature rising rate from 95 to 110 DEG C for 1 to 3 hours, then curing at 110 DEG C for 2 to 3 hours, then curing at a uniform temperature falling rate from 110 to 70 DEG C for 1 to 2 hours, and then keeping at 70 DEG C.

[0022] During the keeping at 70 DEG C, edge beautification and cleaning are performed; then the cleaned lens is subjected to secondary curing at 110 DEG C for 1 to 3 hours.

[0023] Compared with the prior art, the present application has the following advantages:

[0024] In the present application, the in-situ reaction of the quinoid dye and the pentazol porphyrin complex is carried out during the curing of the allyl resin in the lens manufacturing process, so that the fusion of the infrared absorbing material and the lens resin is improved, the problem of poor compatibility between the infrared absorbing material and the lens resin is solved, and the infrared absorption rate is effectively improved. DETAILED DESCRIPTION

[0025] The present application will be further described in detail in combination with specific embodiments.

[0026] Example 1

[0027] The embodiment provides a preparation method of an infrared blocking allyl resin lens, and specific steps are as follows:

[0028] Step 1: polyurethane acrylate, 1,8-dichloroanthraquinone and a five-nitrogen porphyrin metal complex are mixed, stirred at 100 rpm / min, and then reacted at 1.5 standard atmospheres and 100 DEG C for 2h;

[0029] Step 2: after the reaction is completed, the temperature is restored to room temperature and the pressure is restored to normal, then 2-phenoxy acrylate, dicyclopentenyl ethoxylate acrylate, trimethylolpropane trimethacrylate, aliphatic polyurethane acrylate, 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole, equal-mass mixed pigment blue and pigment red, 2,6-di-tert-butyl-p-cresol and azobisisobutyronitrile are added, stirred at room temperature for 2h, and then filtered by using a filter core with a pore size of 0.5 microns after degassing;

[0030] Step 3: the filtrate after filtration is poured into a mold, placed into a curing oven, and cured according to a curing program, then the mold is removed, and the obtained resin lens is ground and cleaned to obtain an infrared blocking resin lens.

[0031] In the embodiment, the mass fraction of the polyurethane acrylate is 20 parts, the mass fraction of the 1,8-dichloroanthraquinone is 10 parts, the mass fraction of the five-nitrogen porphyrin metal complex is 10 parts, the mass fraction of the 2-phenoxy acrylate is 35 parts, the mass fraction of the dicyclopentenyl ethoxylate acrylate (CAS No. 65983-31-5) is 40 parts, the mass fraction of the trimethylolpropane trimethacrylate is 35 parts, the mass fraction of the aliphatic polyurethane acrylate is 30 parts, the mass fraction of the 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole is 1 part, the mass fraction of the pigment is 0.5 part, the pigment is equal-mass mixed pigment blue (CAS No. 1325-87-7) and pigment red (CAS No. 51920-11-7), the mass fraction of the 2,6-di-tert-butyl-p-cresol is 0.5 part, and the mass fraction of the azobisisobutyronitrile is 1 part.

[0032] The polyurethane acrylate is a six-functional polyurethane acrylate produced by Wuhan Kemik Biomedical Technology Co., Ltd.; the five-nitrogen porphyrin metal complex is an asymmetric five-nitrogen porphyrin metal europium complex, and a related synthesis method can be referred to the related description in Organic Chemistry, 1994, No. 1, pages 28-33; and the aliphatic polyurethane acrylate is a UCECOAT 7177 aliphatic polyurethane acrylate produced by Zannan New Materials Co., Ltd.

[0033] The curing procedure is as follows: cure at a constant temperature of 20℃ to 25℃ within 1 hour, cure at a constant temperature of 25℃ to 40℃ within 3 hours, cure at a constant temperature of 40℃ to 80℃ within 3 hours, cure at a constant temperature of 80℃ to 95℃ within 1 hour, cure at a constant temperature of 95℃ to 110℃ within 1 hour, cure at 110℃ for 2 hours, cure at a constant temperature of 110℃ to 70℃ within 1 hour, and then maintain the temperature at 70℃.

[0034] While maintaining a temperature of 70℃, edge beautification and cleaning are performed; then the cleaned lens is subjected to a second curing process at a temperature of 110℃ for 1 hour.

[0035] The test data of the infrared absorption rate of the resin lens prepared in this embodiment under light sources of 700nm, 860nm and 1050nm are shown in Table 1.

[0036] Example 2

[0037] This embodiment provides a method for preparing an infrared blocking allyl resin lens, the specific steps of which are as follows:

[0038] Step 1: Mix polyurethane acrylate, 1,8-dichloroanthraquinone and penta-nitrogen toothed porphyrin metal complex, stir at 1500 rpm / min, and then react for 2-3 hours under 3 standard atmospheres and 300°C.

[0039] Step 2: After the reaction is complete, restore the temperature to room temperature and normal pressure, then add 2-phenoxy acrylate, dicyclopentenyl ethoxy acrylate, trimethylolpropane trimethacrylate, aliphatic polyurethane acrylate, 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole, equal masses of pigment blue and pigment red, 2,6-di-tert-butyl-p-cresol and azobisisobutyronitrile. Stir at room temperature for 2-3 hours, then remove bubbles and filter with a 0.5μm filter cartridge.

[0040] Step 3: After filtration, the filtrate is poured into the mold, placed in the curing oven, and the resin is cured according to the curing program. Then the mold is removed, and the resulting resin lens is ground and cleaned to obtain an infrared blocking resin lens.

[0041] The composition includes 30 parts by weight of polyurethane acrylate, 0.1 parts by weight of 1,8-dichloroanthraquinone, 0.1 parts by weight of pentazobenzene porphyrin metal complex, 10 parts by weight of 2-phenoxy acrylate, 10 parts by weight of dicyclopentenyl ethoxyacrylate (CAS No.: 65983-31-5), 10 parts by weight of trimethylolpropane trimethacrylate, and aliphatic polyurethane acrylate. The total amount of pigments is 10 parts, 0.02 parts by mass of 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole, 0.01 parts by mass of pigment, which is an equal mixture of pigment blue (CAS No.: 1325-87-7) and pigment red (CAS No.: 51920-11-7), 0.01 parts by mass of 2,6-di-tert-butyl-p-cresol, and 0.06 parts by mass of azobisisobutyronitrile.

[0042] The polyurethane acrylate used was a hexafunctional polyurethane acrylate produced by Wuhan Kemike Biomedical Technology Co., Ltd.; the penta-nitrogen toothed porphyrin metal complex used was an asymmetric penta-nitrogen toothed porphyrin metal europium complex, and the relevant synthesis method can be found in the relevant records on pages 28-33 of "Organic Chemistry" Vol. 1, No. 1, 1994; the aliphatic polyurethane acrylate used was Zhanxin UCECOAT 7177 aliphatic polyurethane acrylate.

[0043] The curing process is as follows: cure at a constant temperature of 20℃ to 25℃ within 3 hours, cure at a constant temperature of 25℃ to 40℃ within 5 hours, cure at a constant temperature of 40℃ to 80℃ within 6 hours, cure at a constant temperature of 80℃ to 95℃ within 3 hours, cure at a constant temperature of 95℃ to 110℃ within 3 hours, cure at 110℃ for 3 hours, cure at a constant temperature of 110℃ to 70℃ within 2 hours, and then maintain the temperature at 70℃.

[0044] While maintaining a temperature of 70℃, edge beautification and cleaning are performed; then the cleaned lens is subjected to a second curing process at a temperature of 110℃ for 3 hours.

[0045] The test data of the infrared absorption rate of the resin lens prepared in this embodiment under light sources of 700nm, 860nm and 1050nm are shown in Table 1.

[0046] Example 3

[0047] This embodiment provides a method for preparing an infrared blocking allyl resin lens, the specific steps of which are as follows:

[0048] Step 1: Mix polyurethane acrylate, 1,8-dichloroanthraquinone and penta-nitrogen toothed porphyrin metal complex, stir at 1000 rpm / min, and then react for 3 h at 2 standard atmospheres and 200 °C.

[0049] Step 2: After the reaction is complete, restore the temperature to room temperature and normal pressure, then add 2-phenoxy acrylate, dicyclopentenyl ethoxy acrylate, trimethylolpropane trimethacrylate, aliphatic polyurethane acrylate, 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole, equal masses of pigment blue and pigment red, 2,6-di-tert-butyl-p-cresol and azobisisobutyronitrile. After stirring at room temperature for 3 hours, remove the bubbles and filter with a 0.5 μm filter.

[0050] Step 3: After filtration, the filtrate is poured into the mold, placed in the curing oven, and the resin is cured according to the curing program. Then the mold is removed, and the resulting resin lens is ground and cleaned to obtain an infrared blocking resin lens.

[0051] The composition includes 25 parts by weight of polyurethane acrylate, 0.6 parts by weight of 1,8-dichloroanthraquinone, 0.8 parts by weight of pentazobenzene porphyrin metal complex, 20 parts by weight of 2-phenoxy acrylate, 15 parts by weight of dicyclopentenyl ethoxyacrylate (CAS No.: 65983-31-5), 20 parts by weight of trimethylolpropane trimethacrylate, and aliphatic polyurethane acrylate. The total mass fraction is 20 parts, the mass fraction of 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole is 0.5 parts, the mass fraction of pigment is 0.4 parts, the pigment is an equal mass mixture of pigment blue (CAS No.: 1325-87-7) and pigment red (CAS No.: 51920-11-7), the mass fraction of 2,6-di-tert-butyl-p-cresol is 0.4 parts, and the mass fraction of azobisisobutyronitrile is 0.7 parts.

[0052] The polyurethane acrylate used was a hexafunctional polyurethane acrylate produced by Wuhan Kemike Biomedical Technology Co., Ltd.; the penta-nitrogen toothed porphyrin metal complex used was an asymmetric penta-nitrogen toothed porphyrin metal europium complex, and the relevant synthesis method can be found in the relevant records on pages 28-33 of "Organic Chemistry" Vol. 1, No. 1, 1994; the aliphatic polyurethane acrylate used was Zhanxin UCECOAT 7177 aliphatic polyurethane acrylate.

[0053] The curing procedure is as follows: cure at a constant temperature of 20℃ to 25℃ within 2 hours, cure at a constant temperature of 25℃ to 40℃ within 4 hours, cure at a constant temperature of 40℃ to 80℃ within 4 hours, cure at a constant temperature of 80℃ to 95℃ within 2 hours, cure at a constant temperature of 95℃ to 110℃ within 2 hours, cure at 110℃ for 3 hours, cure at a constant temperature of 110℃ to 70℃ within 2 hours, and then maintain the temperature at 70℃.

[0054] While maintaining a temperature of 70℃, edge beautification and cleaning are performed; then the cleaned lens is subjected to a second curing process at a temperature of 110℃ for 2 hours.

[0055] The test data of the infrared absorption rate of the resin lens prepared in this embodiment under light sources of 700nm, 860nm and 1050nm are shown in Table 1.

[0056] Comparative Example 1

[0057] This comparative example provides a method for preparing an allyl resin lens, the specific steps of which are as follows:

[0058] Step 1: Mix polyurethane acrylate and pentanitrogen toothed porphyrin metal complex, stir at 1000 rpm / min, and then react for 3 hours under 2 standard atmospheres and 200°C.

[0059] Step 2: After the reaction is complete, restore the temperature to room temperature and normal pressure, then add 2-phenoxy acrylate, dicyclopentenyl ethoxy acrylate, trimethylolpropane trimethacrylate, aliphatic polyurethane acrylate, 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole, equal masses of pigment blue and pigment red, 2,6-di-tert-butyl-p-cresol and azobisisobutyronitrile. After stirring at room temperature for 3 hours, remove the bubbles and filter with a 0.5 μm filter.

[0060] Step 3: After filtration, the filtrate is poured into the mold, placed in the curing oven, and the resin is cured according to the curing program. Then the mold is removed, and the resulting resin lens is ground and cleaned to obtain an infrared blocking resin lens.

[0061] The composition includes 25 parts by weight of polyurethane acrylate, 0.8 parts by weight of pentazodendropentonite porphyrin metal complex, 20 parts by weight of 2-phenoxy acrylate, 15 parts by weight of dicyclopentenyl ethoxyacrylate (CAS No.: 65983-31-5), 20 parts by weight of trimethylolpropane trimethacrylate, 20 parts by weight of aliphatic polyurethane acrylate, 0.5 parts by weight of 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole, 0.4 parts by weight of pigment (the pigment being an equal mass mixture of Pigment Blue (CAS No.: 1325-87-7) and Pigment Red (CAS No.: 51920-11-7), 0.4 parts by weight of 2,6-di-tert-butyl-p-cresol, and 0.7 parts by weight of azobisisobutyronitrile.

[0062] The polyurethane acrylate used was a hexafunctional polyurethane acrylate produced by Wuhan Kemike Biomedical Technology Co., Ltd.; the penta-nitrogen toothed porphyrin metal complex used was an asymmetric penta-nitrogen toothed porphyrin metal europium complex, and the relevant synthesis method can be found in the relevant records on pages 28-33 of "Organic Chemistry" Vol. 1, No. 1, 1994; the aliphatic polyurethane acrylate used was Zhanxin UCECOAT 7177 aliphatic polyurethane acrylate.

[0063] The curing procedure is as follows: cure at a constant temperature of 20℃ to 25℃ within 2 hours, cure at a constant temperature of 25℃ to 40℃ within 4 hours, cure at a constant temperature of 40℃ to 80℃ within 4 hours, cure at a constant temperature of 80℃ to 95℃ within 2 hours, cure at a constant temperature of 95℃ to 110℃ within 2 hours, cure at 110℃ for 3 hours, cure at a constant temperature of 110℃ to 70℃ within 2 hours, and then maintain the temperature at 70℃.

[0064] While maintaining a temperature of 70℃, edge beautification and cleaning are performed; then the cleaned lens is subjected to a second curing process at a temperature of 110℃ for 2 hours.

[0065] Table 1 shows the test data of the infrared absorption rate of the resin lens prepared in this comparative example under light sources of 700nm, 860nm and 1050nm.

[0066] Comparative Example 2

[0067] This comparative example provides a method for preparing an allyl resin lens, the specific steps of which are as follows:

[0068] Step 1: Mix polyurethane acrylate and 1,8-dichloroanthraquinone, stir at 1000 rpm / min, and then react for 3 hours under 2 standard atmospheres and 200°C.

[0069] Step 2: After the reaction is complete, restore the temperature to room temperature and normal pressure, then add 2-phenoxy acrylate, dicyclopentenyl ethoxy acrylate, trimethylolpropane trimethacrylate, aliphatic polyurethane acrylate, 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole, equal masses of pigment blue and pigment red, 2,6-di-tert-butyl-p-cresol and azobisisobutyronitrile. After stirring at room temperature for 3 hours, remove the bubbles and filter with a 0.5 μm filter.

[0070] Step 3: After filtration, the filtrate is poured into the mold, placed in the curing oven, and the resin is cured according to the curing program. Then the mold is removed, and the resulting resin lens is ground and cleaned to obtain an infrared blocking resin lens.

[0071] The composition includes 25 parts by weight of polyurethane acrylate, 0.6 parts by weight of 1,8-dichloroanthraquinone, 20 parts by weight of 2-phenoxy acrylate, 15 parts by weight of dicyclopentenyl ethoxyacrylate (CAS No.: 65983-31-5), 20 parts by weight of trimethylolpropane trimethacrylate, 20 parts by weight of aliphatic polyurethane acrylate, 0.5 parts by weight of 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole, 0.4 parts by weight of pigment (the pigment being an equal mass mixture of Pigment Blue (CAS No.: 1325-87-7) and Pigment Red (CAS No.: 51920-11-7), 0.4 parts by weight of 2,6-di-tert-butyl-p-cresol, and 0.7 parts by weight of azobisisobutyronitrile.

[0072] The polyurethane acrylate used is a hexafunctional polyurethane acrylate produced by Wuhan Kemike Biomedical Technology Co., Ltd.; the aliphatic polyurethane acrylate used is Zhanxin UCECOAT 7177 aliphatic polyurethane acrylate.

[0073] The curing procedure is as follows: cure at a constant temperature of 20℃ to 25℃ within 2 hours, cure at a constant temperature of 25℃ to 40℃ within 4 hours, cure at a constant temperature of 40℃ to 80℃ within 4 hours, cure at a constant temperature of 80℃ to 95℃ within 2 hours, cure at a constant temperature of 95℃ to 110℃ within 2 hours, cure at 110℃ for 3 hours, cure at a constant temperature of 110℃ to 70℃ within 2 hours, and then maintain the temperature at 70℃.

[0074] While maintaining a temperature of 70℃, edge beautification and cleaning are performed; then the cleaned lens is subjected to a second curing process at a temperature of 110℃ for 2 hours.

[0075] Table 1 shows the test data of the infrared absorption rate of the resin lens prepared in this comparative example under light sources of 700nm, 860nm and 1050nm.

[0076] Comparative Example 3

[0077] This comparative example provides a method for preparing an allyl resin lens, the specific steps of which are as follows:

[0078] Step 1: Take polyurethane acrylate;

[0079] Step 2: Add 2-phenoxy acrylate, dicyclopentenyl ethoxy acrylate, trimethylolpropane trimethacrylate, aliphatic polyurethane acrylate, 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole, equal mass of pigment blue and pigment red, 2,6-di-tert-butyl-p-cresol and azobisisobutyronitrile, stir at room temperature for 3 hours, degas and filter with a 0.5 μm filter cartridge;

[0080] Step 3: After filtration, the filtrate is poured into the mold, placed in the curing oven, and the resin is cured according to the curing program. Then the mold is removed, and the resulting resin lens is ground and cleaned to obtain an infrared blocking resin lens.

[0081] The composition includes 25 parts by weight of polyurethane acrylate, 20 parts by weight of 2-phenoxy acrylate, 15 parts by weight of dicyclopentenyl ethoxyacrylate (CAS No.: 65983-31-5), 20 parts by weight of trimethylolpropane trimethacrylate, 20 parts by weight of aliphatic polyurethane acrylate, 0.5 parts by weight of 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole, 0.4 parts by weight of pigment, which is an equal mass mixture of pigment blue (CAS No.: 1325-87-7) and pigment red (CAS No.: 51920-11-7), 0.4 parts by weight of 2,6-di-tert-butyl-p-cresol, and 0.7 parts by weight of azobisisobutyronitrile.

[0082] The polyurethane acrylate used is a hexafunctional polyurethane acrylate produced by Wuhan Kemike Biomedical Technology Co., Ltd.; the aliphatic polyurethane acrylate used is Zhanxin UCECOAT 7177 aliphatic polyurethane acrylate.

[0083] The curing procedure is as follows: cure at a constant temperature of 20℃ to 25℃ within 2 hours, cure at a constant temperature of 25℃ to 40℃ within 4 hours, cure at a constant temperature of 40℃ to 80℃ within 4 hours, cure at a constant temperature of 80℃ to 95℃ within 2 hours, cure at a constant temperature of 95℃ to 110℃ within 2 hours, cure at 110℃ for 3 hours, cure at a constant temperature of 110℃ to 70℃ within 2 hours, and then maintain the temperature at 70℃.

[0084] While maintaining a temperature of 70℃, edge beautification and cleaning are performed; then the cleaned lens is subjected to a second curing process at a temperature of 110℃ for 2 hours.

[0085] Table 1 shows the test data of the infrared absorption rate of the resin lens prepared in this comparative example under light sources of 700nm, 860nm and 1050nm.

[0086] Comparative Example 4

[0087] This comparative example provides a method for preparing an allyl resin lens, the specific steps of which are as follows:

[0088] Step 1: Mix polyurethane acrylate, 1,8-dichloroanthraquinone and penta-nitrogen toothed porphyrin metal complex, stir at 1000 rpm / min, and then react for 3 h at 2 standard atmospheres and 200 °C.

[0089] Step 2: After the reaction is complete, restore the temperature to room temperature and normal pressure, then add 2-phenoxy acrylate, dicyclopentenyl ethoxy acrylate, trimethylolpropane trimethacrylate, aliphatic polyurethane acrylate, 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole, equal masses of pigment blue and pigment red, 2,6-di-tert-butyl-p-cresol and azobisisobutyronitrile. After stirring at room temperature for 3 hours, remove the bubbles and filter with a 0.5 μm filter.

[0090] Step 3: After filtration, the filtrate is poured into the mold, placed in the curing oven, and the resin is cured according to the curing program. Then the mold is removed, and the resulting resin lens is ground and cleaned to obtain an infrared blocking resin lens.

[0091] The composition includes 25 parts by weight of polyurethane acrylate, 0.6 parts by weight of 1,8-dichloroanthraquinone, 0.8 parts by weight of pentazobenzene porphyrin metal complex, 20 parts by weight of 2-phenoxy acrylate, 15 parts by weight of dicyclopentenyl ethoxyacrylate (CAS No.: 65983-31-5), 20 parts by weight of trimethylolpropane trimethacrylate, and aliphatic polyurethane acrylate. The total mass fraction is 20 parts, the mass fraction of 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole is 0.5 parts, the mass fraction of pigment is 0.4 parts, the pigment is an equal mass mixture of pigment blue (CAS No.: 1325-87-7) and pigment red (CAS No.: 51920-11-7), the mass fraction of 2,6-di-tert-butyl-p-cresol is 0.4 parts, and the mass fraction of azobisisobutyronitrile is 0.7 parts.

[0092] The polyurethane acrylate used was a hexafunctional polyurethane acrylate produced by Wuhan Kemike Biomedical Technology Co., Ltd.; the penta-nitrogen toothed porphyrin metal complex used was an asymmetric penta-nitrogen toothed porphyrin metal europium complex, and the relevant synthesis method can be found in the relevant records on pages 28-33 of "Organic Chemistry" Vol. 1, No. 1, 1994; the aliphatic polyurethane acrylate used was Zhanxin UCECOAT 7177 aliphatic polyurethane acrylate.

[0093] The curing process is as follows: cure at a constant temperature of 20℃ to 25℃ within 2 hours, then cure at a constant temperature of 25℃ to 40℃ within 4 hours, then cure at a constant temperature of 40℃ to 80℃ within 4 hours, then cure at a constant temperature of 80℃ to 95℃ within 2 hours, then cure at a constant temperature of 95℃ to 110℃ within 2 hours, then cure at 110℃ for 3 hours, then cure at a constant temperature of 110℃ to 70℃ within 2 hours, and finally maintain the temperature at 70℃.

[0094] Table 1 shows the test data of the infrared absorption rate of the resin lens prepared in this comparative example under light sources of 700nm, 860nm and 1050nm.

[0095] Table 1 Infrared Absorption Rate of Resin Lenses

[0096]

[0097] The above results were obtained using a HunterLab UltraScan PRO spectrophotometer (USA).

[0098] Results Analysis: The experimental results above show that the resin lens prepared in the examples has a higher infrared absorption rate, thus achieving the expected purpose of the present invention.

[0099] The specific embodiments described herein are merely illustrative of the spirit of the invention. Those skilled in the art to which this invention pertains may make various modifications or additions to the described specific embodiments or use similar methods to substitute them, without departing from the spirit of the invention or exceeding the scope defined by the appended claims.

Claims

1. A method for preparing an infrared-blocking allyl resin lens, characterized in that, Includes the following steps: Step 1: Mix polyurethane acrylate, quinone dye and pentazobenzene porphyrin metal complex, stir at 100-1500 rpm / min, and then react for 2-3 hours under 1.5-3 standard atmospheres and 100-300℃. Step 2: After the reaction is complete, restore the temperature to room temperature and normal pressure, then add phenoxy acrylate, dicyclopentenyl ethoxy acrylate, trimethylolpropane trimethacrylate, aliphatic polyurethane acrylate, UV absorber, pigment, antioxidant and azo catalyst. Stir at room temperature for 2-3 hours, then degas and filter with a 0.5μm filter. Step 3: After filtration, the filtrate is poured into the mold, placed in the curing oven, and the resin is cured according to the curing program. Then the mold is removed, and the resulting resin lens is ground and cleaned to obtain an infrared blocking resin lens. The polyurethane acrylate comprises 20-30 parts by weight, the quinone dye comprises 0.1-10 parts by weight, the pentazodendropentonite porphyrin metal complex comprises 0.1-10 parts by weight, the phenoxy acrylate comprises 10-35 parts by weight, the dicyclopentenyl ethoxyacrylate comprises 10-40 parts by weight, the trimethylolpropane trimethacrylate comprises 10-35 parts by weight, the aliphatic polyurethane acrylate comprises 10-30 parts by weight, the UV absorber comprises 0.02-1 part by weight, the pigment comprises 0.01-0.5 parts by weight, the antioxidant comprises 0.01-0.5 parts by weight, and the azo catalyst comprises 0.06-1 part by weight.

2. The method for preparing an infrared blocking allyl resin lens as described in claim 1, characterized in that: The polyurethane acrylate comprises 25 parts by weight, the quinone dye comprises 0.6 parts by weight, the pentazo-dentate porphyrin metal complex comprises 0.8 parts by weight, the phenoxy-based acrylate comprises 20 parts by weight, the dicyclopentenyl ethoxyacrylate comprises 15 parts by weight, the trimethylolpropane trimethacrylate comprises 20 parts by weight, the aliphatic polyurethane acrylate comprises 20 parts by weight, the UV absorber comprises 0.5 parts by weight, the pigment comprises 0.4 parts by weight, the antioxidant comprises 0.4 parts by weight, and the azo catalyst comprises 0.7 parts by weight.

3. The method for preparing an infrared blocking allyl resin lens as described in claim 1, characterized in that: The quinone dyes include one or more combinations of 1,8-dichloroanthraquinone, 2-ethylanthraquinone, 2-aminoanthraquinone, 1,5-dihydroxyanthraquinone, 1,4-dihydroxyanthraquinone, and β-aminoanthraquinone.

4. The method for preparing an infrared blocking allyl resin lens as described in claim 1, characterized in that: The UV absorber includes one or more combinations of 2-(2-hydroxy-3-tert-butyl-5-methylphenyl)-5-chlorobenzotriazole, 2-(2-hydroxy-5-tert-octylphenyl)benzotriazole, 2-hydroxy-4-methoxybenzophenone, and 2,2'-dimethyl-4-methylaminobenzophenone.

5. The method for preparing an infrared blocking allyl resin lens as described in claim 1, characterized in that: The antioxidants include one or more combinations of 2,6-di-tert-butyl-p-cresol, N,N'-di-sec-butyl-p-phenylenediamine, and 2,2'-methylene-bis-(methyl-6-tert-butyl)phenol.

6. The method for preparing an infrared blocking allyl resin lens as described in claim 1, characterized in that: The pigments comprise equal masses of pigment blue and pigment red.

7. The method for preparing an infrared blocking allyl resin lens as described in claim 1, characterized in that: The azo catalyst is azobisisobutyronitrile.

8. The method for preparing an infrared blocking allyl resin lens as described in claim 1, characterized in that: The curing process is as follows: curing at a constant temperature of 20°C to 25°C within 1-3 hours, curing at a constant temperature of 25°C to 40°C within 3-5 hours, curing at a constant temperature of 40°C to 80°C within 3-6 hours, curing at a constant temperature of 80°C to 95°C within 1-3 hours, curing at a constant temperature of 95°C to 110°C within 1-3 hours, curing at 110°C for 2-3 hours, curing at a constant temperature of 110°C to 70°C within 1-2 hours, and then maintaining the temperature at 70°C. While maintaining a temperature of 70℃, perform edge beautification and cleaning; The cleaned lenses are then subjected to a second curing process at 110°C for 1–3 hours.

Citation Information

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