Optical lens with function of preventing harmful light and manufacturing process thereof

Abstract

The invention relates to the technical field of optical lenses, and discloses an optical lens with a function of preventing harmful light and a manufacturing process thereof.The optical lens comprises a resin lens base body and a functional coating coated on the outer side of the lens base body, and the functional coating is formed by curing functional slurry. A reinforcing monomer in the functional coating can be subjected to cross-linking polymerization with other acrylic monomers in the subsequent heating and curing process, so that the functional coating with a compact structure is formed on the surface of the resin lens matrix, the impact performance of the resin lens matrix is enhanced, and the reinforcing monomer structurally contains a rigid benzothiophene ring and an oleic acid long aliphatic chain, so that the impact resistance of the resin lens matrix is improved. In addition, the blue light absorbent is added into the slurry and participates in curing of the coating, so that the coating can absorb blue light, and then the lens is endowed with a good blue light prevention effect.

Description

TECHNICAL FIELD

[0001] The present application relates to the technical field of optical lenses, in particular to an optical lens with harmful light prevention function and a manufacturing process thereof. BACKGROUND

[0002] Modern optical research has confirmed that high-energy blue light with a wavelength of 380-500nm in the visible spectrum has significant biological hazards. The energy intensity of this band of blue light is more than 10 times that of red light, which can penetrate the cornea and lens and reach the macular area of the retina, causing retinal pigment epithelial cell atrophy and photoreceptor cell death. Therefore, whether modern optical lenses have blue light prevention performance has gradually become one of the important factors for consumers when choosing lenses.

[0003] At present, blue light prevention lenses mainly include substrate absorption type lenses, film layer reflection type lenses and composite protection type lenses. The substrate absorption type lenses mainly incorporate silica, titanium pentoxide and other high-purity special oxides into the lens substrate to achieve blue light absorption. However, the absorption range of this kind of optical lens is limited by the refractive index of the substrate, and the absorption rate of beneficial blue light at 450-500nm is insufficient. Moreover, the substrate is prone to yellowing due to photochemical reaction after long-term use, resulting in a decrease in light transmittance. The film layer reflection type lenses are deposited with optical thin film on the surface of the lens to achieve reflection of specific wavebands through the principle of coherent interference of light. However, this kind of lens has the defect of insufficient film layer wear resistance.

[0004] Based on this, the present application provides an optical lens which not only has good blue light prevention effect, but also solves the problems existing in the prior art. SUMMARY

[0005] In order to solve the problems mentioned in the background art, the purpose of the present application is to provide an optical lens with harmful light prevention function and a manufacturing process thereof.

[0006] The purpose of the present application can be achieved by the following technical solutions:

[0007] An optical lens with harmful light prevention function, comprising a resin lens substrate and a functional coating coated on the outer side of the lens substrate;

[0008] The functional coating is formed by immersing the lens substrate in a functional slurry and curing;

[0009] The functional slurry is made of the following raw materials in the amount of parts by weight:

[0010] Methyl methacrylate 45-55 parts;

[0011] Butyl acrylate 20-30 parts;

[0012] Blue light absorber 0.5-1 part;

[0013] Reinforcing monomer 1-2 parts;

[0014] Initiator 0.5-1 part;

[0015] Organic solvent 160-180 parts.

[0016] As a further scheme of the present application, the functional slurry is prepared by the following method:

[0017] Methyl methacrylate, butyl acrylate, blue light absorber and reinforcing monomer are added to the organic solvent, after addition, after stirring uniformly, initiator is continuously added, after addition, after stirring, the functional slurry is formed.

[0018] As a further scheme of the present application, the blue light absorber is 2-cyano-3-(1-methyl-2-phenyl-1H-indol-3-yl) ethyl acrylate; the initiator is benzoyl peroxide or dicumyl peroxide; the organic solvent is N,N-dimethylformamide or N,N-dimethylacetamide.

[0019] As a further scheme of the present application, the reinforcing monomer is prepared by the following method:

[0020] 2,8-dibromodibenzothiophene and toluene are added to the polymerization kettle, nitrogen is introduced to discharge air, then stirring is started, after forming a uniform mixture, oleic acid-based chain extender derivative is added to the polymerization kettle, after addition, heating is started, the temperature is increased to 60-70℃ at a rate of 3-5℃ / min, after maintaining the temperature for 3-6h, acid binding agent is added, after addition, the temperature is further increased to 70-80℃, after maintaining the temperature for 6-12h, nitrogen is removed, the solvent is evaporated and removed, the temperature is lowered to discharge, the product is collected and purified to obtain the reinforcing monomer.

[0021] As a further scheme of the present application, the molar ratio of 2,8-dibromodibenzothiophene and oleic acid-based chain extender derivative is 1:1.05-1.1.

[0022] As a further scheme of the present application, the oleic acid-based chain extender derivative is prepared by the following method:

[0023] Oleic acid is added to acetone, mechanical stirring is carried out to form a uniform reaction solution, then promoter and condensing agent are added to the reaction solution, after addition, stirring is carried out at room temperature for 30-60min, then tris(2-aminoethyl)amine is continuously added to the reaction solution, after addition, the temperature is set to 30-40℃, after maintaining the temperature and stirring for 2-4h, the solvent is evaporated and removed, the product is collected to obtain the oleic acid-based chain extender derivative.

[0024] As a further scheme of the present application, the molar ratio of the oleic acid and the tris(2-aminoethyl)amine is 1:0.8-1.

[0025] As a further scheme of the present application, the promoter is N-hydroxysuccinimide or 4-dimethylaminopyridine; and the condensing agent is dicyclohexyl carbodiimide or 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide.

[0026] As a further scheme of the present application, the acid-binding agent is triethylamine.

[0027] In the above technical scheme, first, the oleic acid is used as a raw material, the carboxyl in the structure thereof is activated by using a promoter and a condensing agent, then the amide reaction is carried out with the amino in the structure of the tris(2-aminoethyl)amine, and by controlling the molar ratio, the oleic acid-based chain extender derivative containing two active amino substituents in the structure can be prepared.

[0028] Then, the 2,8-dibromodibenzothiophene and the oleic acid-based chain extender derivative are used as raw materials, under the action of an acid-binding agent, the halogen substituents in the structures thereof can undergo a continuous substitution reaction with the active amino groups, and a macromolecular substance with an oleic acid-benzothiophene alternating connection structure, i.e., a reinforcing monomer, is prepared.

[0029] A manufacturing process of an optical lens with a harmful light prevention function, comprising the following steps:

[0030] Firstly, the resin lens base is cleaned and dried with nitrogen, then vertically placed in a functional slurry, immersed for 10-20s, and taken out to form a pretreated optical lens.

[0031] Secondly, the pretreated optical lens is placed in an oven, the temperature is raised to 75-78℃ at a rate of 2-3℃ / min, and then kept for 1-2h, and then the temperature is raised to 80-83℃, and kept for 4-6h to form a functional coating, and then taken out and naturally cooled.

[0032] In the above technical scheme, after the resin lens base is immersed in the functional slurry, the slurry layer adheres to the surface of the resin lens base, and the acrylic monomer and the functional monomer in the slurry layer can undergo free radical polymerization under the action of the initiator and high temperature, and then solidified into a film, i.e., a functional coating.

[0033] The beneficial effects of the present application are:

[0034] The application can form a functional coating on the surface of the resin lens base by preparing a reinforcing monomer as one of the raw materials of the functional slurry, and in the subsequent heat curing process, the abundant unsaturated alkenyl functional groups in the structure of the reinforcing monomer can act as a crosslinking agent to realize the crosslinking polymerization of other monomers, thereby improving the impact performance of the coating structure, preventing the coating from being damaged due to slight impact. In addition, the rigid benzothiophene ring in the structure of the reinforcing monomer can greatly enhance the rigidity of the coating and improve the mechanical properties of the coating, such as hardness. Furthermore, the long fatty chain of oleic acid in the structure of the reinforcing monomer can form a lubricating molecular film, thereby reducing the friction coefficient of the coating and improving the wear resistance of the coating.

[0035] The application can make the coating absorb blue light by adding a blue light absorber in the slurry to participate in the curing of the coating, thereby imparting good anti-blue light effect to the lens.

[0036] Of course, any product implementing the present application does not necessarily need to achieve all the advantages described above. DETAILED DESCRIPTION

[0037] The technical solutions of the present application will be described below in conjunction with the embodiments, and obviously, the described embodiments are only a part of the embodiments of the present application, rather than all the embodiments. Based on the embodiments in the present application, all other embodiments obtained by those skilled in the art without creative labor fall within the scope of protection of the present application.

[0038] Preparation Example

[0039] Preparation of the reinforcing monomer:

[0040] Step 1, 1.2g of oleic acid was added to acetone and mechanically stirred to form a uniform reaction solution. Then, 0.1g of N-hydroxysuccinimide and 0.3g of dicyclohexyl carbodiimide were added to the reaction solution. After addition, the solution was stirred at room temperature for 40min. Then, 0.6g of tris(2-aminoethyl)amine was added to the reaction solution. After addition, the temperature was set to 35℃ and the solution was stirred for 3h. Then, the solvent was evaporated to collect the product, i.e. the oleic acid-based chain extender derivative.

[0041] Step 2, 0.8g of 2,8-dibromodibenzothiophene and toluene were added to a polymerization kettle, and nitrogen was introduced to remove air. Then, stirring was started, and after a uniform mixture was formed, 1.02g of the oleic acid-based chain extender derivative was added to the polymerization kettle. After addition, heating was started, and the temperature was increased to 65℃ at a rate of 5℃ / min. After 4h of incubation, an acid binding agent was added. After addition, the temperature was further increased to 75℃, and after 9h of continuous incubation, the nitrogen was removed, the solvent was evaporated, and the product was collected after cooling and discharging. The product was purified to obtain the reinforcing monomer.

[0042] Example 1

[0043] Preparation of functional slurry:

[0044] Step A, according to the weight fraction, 45 parts of methyl methacrylate, 20 parts of butyl acrylate, 0.5 parts of 2-cyano-3-(1-methyl-2-phenyl-1H-indol-3-yl) acrylate, 1 part of reinforcing monomer, 0.5 parts of benzoyl peroxide and 160 parts of N,N-dimethylformamide were weighed and prepared;

[0045] Step B, methyl methacrylate, butyl acrylate, 2-cyano-3-(1-methyl-2-phenyl-1H-indol-3-yl) acrylate and reinforcing monomer were added to N,N-dimethylformamide, after adding, stirring was uniform, then benzoyl peroxide was continuously added, after adding, stirring was uniform, then functional slurry was formed.

[0046] The preparation method of the reinforcing monomer is shown in the preparation example, which is the same below.

[0047] Example 2

[0048] Preparation of functional slurry:

[0049] Step A, according to the weight fraction, 48 parts of methyl methacrylate, 24 parts of butyl acrylate, 0.8 parts of 2-cyano-3-(1-methyl-2-phenyl-1H-indol-3-yl) acrylate, 1.8 parts of reinforcing monomer, 0.6 parts of benzoyl peroxide and 170 parts of N,N-dimethylformamide were weighed and prepared;

[0050] Step B, methyl methacrylate, butyl acrylate, 2-cyano-3-(1-methyl-2-phenyl-1H-indol-3-yl) acrylate and reinforcing monomer were added to N,N-dimethylformamide, after adding, stirring was uniform, then benzoyl peroxide was continuously added, after adding, stirring was uniform, then functional slurry was formed.

[0051] Example 3

[0052] Preparation of functional slurry:

[0053] Step A, according to the weight fraction, 55 parts of methyl methacrylate, 30 parts of butyl acrylate, 1 part of 2-cyano-3-(1-methyl-2-phenyl-1H-indol-3-yl) acrylate, 2 parts of reinforcing monomer, 1 part of benzoyl peroxide and 180 parts of N,N-dimethylformamide were weighed and prepared;

[0054] Step B, methyl methacrylate, butyl acrylate, 2-cyano-3-(1-methyl-2-phenyl-1H-indol-3- yl) acrylate and the reinforcing monomer are added into N,N-dimethylformamide, after adding, stirring is uniform, then benzoyl peroxide is continuously added, after adding, stirring is uniform, then functional slurry is formed.

[0055] Comparative Example 1

[0056] Preparation of functional slurry:

[0057] Step A, according to weight fraction, 48 parts of methyl methacrylate, 24 parts of butyl acrylate, 0.8 parts of 2-cyano-3-(1-methyl-2-phenyl-1H-indol-3-yl) acrylate, 1.8 parts of oleic acid, 0.6 parts of benzoyl peroxide and 170 parts of N,N-dimethylformamide are weighed and prepared;

[0058] Step B, methyl methacrylate, butyl acrylate, 2-cyano-3-(1-methyl-2-phenyl-1H-indol-3- yl) acrylate and the reinforcing monomer are added into N,N-dimethylformamide, after adding, stirring is uniform, then benzoyl peroxide is continuously added, after adding, stirring is uniform, then functional slurry is formed.

[0059] Comparative Example 2

[0060] Preparation of functional slurry:

[0061] Step A, according to weight fraction, 48 parts of methyl methacrylate, 24 parts of butyl acrylate, 0.8 parts of 2-cyano-3-(1-methyl-2-phenyl-1H-indol-3-yl) acrylate, 1.8 parts of oleic acid, 0.6 parts of benzoyl peroxide and 170 parts of N,N-dimethylformamide are weighed and prepared;

[0062] Step B, methyl methacrylate, butyl acrylate, 2-cyano-3-(1-methyl-2-phenyl-1H-indol-3- yl) acrylate and the reinforcing monomer are added into N,N-dimethylformamide, after adding, stirring is uniform, then benzoyl peroxide is continuously added, after adding, stirring is uniform, then functional slurry is formed.

[0063] Test Example

[0064] The flat PMMA resin lens is vertically placed in the functional slurry of the examples and comparative examples, and after 15s of immersion, it is taken out and placed in an oven, and after 1h of incubation at a temperature of 76℃, the temperature is increased to 82℃, and after 6h of incubation, it is taken out and naturally cooled to form a test sample that meets the specifications, and various performance tests are carried out, and the results are recorded in Table 1:

[0065] Table 1 - Test results

[0066] Impact performance (500 g, 500 mm) Hardness / H Wear resistance (750 g / 500 r) Blue light transmittance / % Example 1 No significant phenomenon 6 0.08 2.1 Example 2 No significant phenomenon 6 0.07 2.0 Example 3 No significant phenomenon 6 0.08 2.1 Comparative Example 1 Significant crack 2 0.12 2.2 Comparative Example 2 Significant crack 2 0.20 2.1

[0067] The impact performance test method refers to the standard GB / T 1732-2020; the pencil hardness test method refers to the standard GB / T 6739-20066; the wear resistance test method refers to the standard GB / T 1768-2006, and the blue light transmittance is directly tested by a spectrophotometer.

[0068] It can be known from the analysis test result that the functional coating formed by curing the functional slurry prepared in the embodiment has good mechanical properties and blue light resistance.

[0069] After the reinforcing monomer in the functional slurry is replaced by oleic acid, the cross-linking effect cannot be achieved, so the compactness of the coating is low, and the coating does not contain a rigid structure, which greatly affects the mechanical properties of the coating, but due to the presence of oleic acid, the coating still has good wear resistance.

[0070] An optical lens with harmful light prevention function is prepared by using the functional slurry in the embodiment, including the following steps:

[0071] Firstly, the resin lens substrate is cleaned and dried by nitrogen, then the cleaned and dried resin lens substrate is vertically placed in the functional slurry, and after being immersed for 15 s, the pretreated optical lens is taken out;

[0072] Secondly, the pretreated optical lens is placed in an oven, the temperature is increased to 76℃ at a rate of 2℃ / min, and after being kept at 76℃ for 1 h, the temperature is increased to 85℃, and the functional coating is formed after being kept at 85℃ for 6 h, and then the functional coating is taken out and naturally cooled.

[0073] In this paper, specific examples are applied to explain the principles and implementation modes of the present application, and the above examples are only used to help understand the method and its core idea of the present application, including the best mode, and also enable any person skilled in the art to practice the present application, including manufacturing and using any device or system, and implementing any combined method. It should be noted that for ordinary skilled persons in the art, without departing from the principles of the present application, some improvements and modifications can be made to the present application, and these improvements and modifications also fall within the protection scope of the claims of the present application. The scope of protection of the present application is defined by the claims, and can include other embodiments that can be thought of by those skilled in the art. If these other embodiments have structural elements similar to the wording of the claims, or if they include equivalent structural elements to the wording of the claims, then these other embodiments should also be included in the scope of the claims.

[0074] The above examples are only used to illustrate the technical solutions of the present application, and are not intended to limit the present application; although the present application has been described in detail with reference to the foregoing examples, those skilled in the art should understand that the technical solutions recorded in the foregoing examples can be modified, or some technical features can be replaced by equivalent features; and these modifications or replacements will not cause the essence of the corresponding technical solutions to deviate from the spirit and scope of the technical solutions of the embodiments of the present application.

Claims

1. An optical lens with the function of preventing harmful light, characterized in that, Includes a resin lens substrate and a functional coating applied to the outer side of the lens substrate; The functional coating is formed by immersing the lens substrate in a functional slurry and then curing it. The functional slurry is made from the following raw materials measured in parts by weight: 45-55 parts of methyl methacrylate; 20-30 parts of butyl acrylate; Blue light absorber 0.5-1 part; 1-2 parts of reinforcing monomer; Initiator 0.5-1 part; 160-180 parts organic solvent.

2. The optical lens with the function of preventing harmful light according to claim 1, characterized in that, The functional slurry is prepared using the following method: Methyl methacrylate, butyl acrylate, blue light absorber, and reinforcing monomer are added to an organic solvent. After the addition is complete, the mixture is stirred until homogeneous. Then, the initiator is added. After the addition is complete, the mixture is stirred until homogeneous to form a functional slurry.

3. An optical lens with the function of preventing harmful light according to claim 1, characterized in that, The blue light absorber is ethyl 2-cyano-3-(1-methyl-2-phenyl-1H-indol-3-yl)acrylate; the initiator is benzoyl peroxide or dicumyl peroxide; and the organic solvent is N,N-dimethylformamide or N,N-dimethylacetamide.

4. An optical lens with the function of preventing harmful light according to claim 1, characterized in that, The reinforcing monomer is prepared using the following method: 2,8-Dibromodibenzothiophene and toluene were added to a polymerization reactor, and nitrogen gas was introduced to purge the air. Then, stirring was started, and after a homogeneous mixture was formed, the oleic acid chain extender derivative was added to the polymerization reactor. After the addition was complete, heating was started, and the temperature was raised to 60-70°C at a rate of 3-5°C / min. The temperature was held for 3-6 hours, and then an acid-binding agent was added. After the addition was complete, the temperature was further raised to 70-80°C and held for 6-12 hours. Then, the nitrogen gas was removed, the solvent was evaporated, the product was cooled and discharged, and the product was collected and purified to obtain the reinforcing monomer.

5. An optical lens with the function of preventing harmful light according to claim 4, characterized in that, The molar ratio of the 2,8-dibromodibenzothiophene and the oleic acid-based chain-extended derivative is 1:1.05-1.

1.

6. An optical lens with the function of preventing harmful light according to claim 4, characterized in that, The oleic acid-based chain-extended derivative was prepared using the following method: Oleic acid is added to acetone and mechanically stirred until a homogeneous reaction solution is formed. Then, an accelerator and a condensing agent are added to the reaction solution. After the addition is complete, the mixture is stirred at room temperature for 30-60 minutes. Tris(2-aminoethyl)amine is then added to the reaction solution. After the addition is complete, the temperature is set to 30-40℃ and stirred for 2-4 hours. The solvent is then evaporated and the product is collected to obtain the oleic acid chain-extended derivative.

7. An optical lens with the function of preventing harmful light according to claim 6, characterized in that, The molar ratio of oleic acid to tri(2-aminoethyl)amine is 1:0.8-1.

8. An optical lens with the function of preventing harmful light according to claim 6, characterized in that, The accelerator is N-hydroxysuccinimide or 4-dimethylaminopyridine; the condensing agent is dicyclohexylcarbodiimide or 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide.

9. An optical lens with the function of preventing harmful light according to claim 4, characterized in that, The acid-binding agent is triethylamine.

10. A manufacturing process for an optical lens with the function of preventing harmful light as described in claim 1, characterized in that, Includes the following steps: Step 1: After cleaning the resin lens substrate, dry it with nitrogen gas, then place it vertically in the functional slurry, immerse it for 10-20 seconds, and then remove it to form a pre-treated optical lens. The second step is to place the pretreated optical lens in an oven and control the heating rate to 2-3℃ / min. Raise the temperature to 75-78℃ and keep it at that temperature for 1-2 hours. Then raise the temperature to 80-83℃ and keep it at that temperature for 4-6 hours to form a functional coating. Remove the lens and allow it to cool naturally.