JP2791662B2 - Synthetic resin lens - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[Industrial Application Field] The present invention relates to a synthetic resin lens having a relatively high refractive index and a hard coat layer made of a synthetic resin having excellent abrasion resistance, abrasion resistance and dyeing durability. [Prior art] Synthetic resin lenses, especially diethylene glycol bis (allyl carbonate) resin lenses, are superior to glass lenses in safety, workability, fashionability, and the like. With the development of technology, hard coat + anti-reflection technology, it is spreading rapidly. The use of plastic eyeglass lenses has increased the demand for higher-grade lenses, that is, thin plastic lenses made of high-refractive-index resin materials. The refractive index of diethylene glycol bis (allyl carbonate) resin is 1.50, and several technical proposals have been made to improve this defect. For example, JP-A-54-41965 discloses an example of a copolymer of diethylene glycol bis (allyl carbonate) and benzyl methacrylate, and JP-A-54-77686 discloses a copolymer of diethylene glycol bis (allyl carbonate) and 4-iodostyrene. In the case of examples of polymers, examples of copolymers of diallyl isophthalate or diallyl terephthalate and methyl methacrylate prepolymer described in JP-A-58-15513, allyl groups and (meth) acryl groups or vinyls having different reactivities are used. Since the groups are reacted, there is a problem in lens production. In other words, the (meth) acrylic group or vinyl group having a high reaction rate is polymerized first, and the allyl group having a low reaction rate is polymerized later, so that not only does not copolymerize but also the allyl compound does not completely polymerize, It may cause a decrease in solvent properties. Other examples include copolymers of bisphenol A dimethacrylate and phenyl methacrylate or benzyl methacrylate disclosed in JP-A-55-13747.
As described in JP-A-57-54901 and JP-A-58-18602, examples of copolymers of a styrene monomer and a di (meth) acrylate having a nucleus halogen-substituted aromatic ring and an allyl compound or di (meth) acrylate, The reaction between a (meth) acrylic group and a vinyl group, which have close reactivity, has a problem that it is very difficult to control the lens production. In other words, since the reaction is fast, it is difficult to control the casting conditions, distortion occurs inside the lens and on the surface, and optical defects are likely to occur.
In addition, the vinyl group and the (meth) acryl group are very sensitive in terms of reaction, are susceptible to external influences, and are very difficult to control under conditions other than polymerization conditions. Therefore, there was a disadvantage that the process had to be complicated in terms of difficulty of the polymerization reaction and completion of the polymerization reaction. In the above examples, when a monofunctional monomer is used as a main component, it is impossible to completely polymerize the monomer and incorporate it into the polymer chain. An adverse effect on solvent properties is also conceivable. Further, as an example in which the disadvantages in production are improved, there is an example of a copolymer of a diallyl compound having a nucleus halogen-substituted aromatic ring and diallyl isophthalate, diallyl terephthalate or diallyl orthophthalate. The technology in this example is relatively easy to control the reaction and all monomers are bifunctional, so process control from solution mixing to polymerization is easy, and high refractive index made of synthetic resin with excellent quality A lens is obtained. However, since the diallyl compound having a nucleus halogen-substituted aromatic ring as a main component has a large specific gravity (approximately 1.7 as a polymer), it has a disadvantage that the lens becomes heavy and the merit as a high refractive index lens is impaired. Also, diallyl compounds having a nuclear halogen-substituted aromatic ring are more expensive in synthesis and purification than diethylene glycol bis (allyl carbonate) and other synthetic resins for lenses.
Even considering the high refractive index, it is inferior in spreadability. Bisphenol A used in the above examples
A common problem with dimethacrylate and di (meth) acrylate or diallyl compounds having a halogen-substituted aromatic ring is that they are easy to precipitate. In many cases, these monomers are used by being dissolved in a monomer to be copolymerized. However, if they are dissolved in a certain amount or more, they are easily precipitated even at room temperature, so that the content is limited. In addition, it is necessary to maintain the temperature at a certain level or higher before the polymerization, and the type of the polymerization initiator is limited. Therefore, there is a production problem that it is difficult to control the process from solution mixing to polymerization. Further, as a technical proposal which has solved the above-mentioned disadvantages, there is an example of a copolymer of a fumarate compound having an aromatic ring and an acrylic compound or an allyl compound. However, in terms of the degree of polymerization, because it is inferior to the composition of the present invention, with respect to durability such as solvent resistance and impact resistance,
It could not exhibit sufficient performance even under severe conditions. [Problems to be Solved by the Invention] As described above, the conventional technology has problems such as lens quality, manufacturing process, management in lens manufacturing, and lens cost. The present invention solves the above-mentioned problems, and the object thereof is to have a relatively high refractive index, easy molding, little coloring, and durability of a film, and heat resistance and solvent resistance. Another object of the present invention is to provide a synthetic resin lens having improved durability such as impact resistance. More specifically, the reaction speed is relatively slow, the reaction is easy to control, and a lens with excellent durability and various characteristics as a lens is used, and its surface has heat resistance, hot water resistance, chemical resistance, weather resistance, BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a synthetic resin lens which is provided with a highly dyeable film having excellent chargeability and the like, and is widely used. [Means for Solving the Problems] The synthetic resin lens of the present invention has the following C, D, E and C on the surface of the synthetic resin lens obtained by copolymerizing the following comonomer consisting of A and B: A film obtained by heat-curing a composition containing F as a main component is formed. A. One or more monomers represented by the general formula [1]. (Wherein R ¹ and R ² are different groups, one is —H, the other is And X represents halogen or hydrogen excluding fluorine. B. One or more monomers represented by the general formula [2]. (Where R ³ is And n represents an integer of 1 to 3. C. One or more monomers represented by the general formula [3] or a hydrolysis product thereof. (Wherein, R ⁴ represents an organic group having a hydrocarbon group having 1 to 6 carbon atoms, a vinyl group, a methacryloxy group, or an epoxy group; R ⁵ represents a hydrocarbon group having 1 to 4 carbon atoms;
R ⁶ represents a hydrocarbon group having 1 to 5 carbon atoms, an alkoxyalkyl group, or hydrogen, and a represents 0 or 1. D. Colloidal silica with a particle size of 1 to 100 mm. E. One or more selected from polyfunctional epoxy compounds, polyhydric alcohols, polycarboxylic acids, and polycarboxylic anhydrides. F. amines, amino acids, metal acetylacetonate,
At least one selected from organic acid metal salts, perchloric acids or salts thereof, acids and metal chlorides. Next, the present invention will be described in detail. The composition ratio of the A component and the B component in the present invention is the refractive index of the synthetic resin lens to be obtained, Abbe number, heat resistance, impact resistance, solvent resistance, dyeability, coloring, deposition temperature of the A component, or It is preferable to determine in consideration of the balance of the decomposition temperature of the polymerization initiator. It is preferable that the weight ratio of the component A to the component B is 1: 9 to 8: 2 from the viewpoint that the objective lens is a high refractive index resin and the durability is improved. The component A can exhibit the highest refractive index. In the compound represented by the general formula [1], X in the formula may be halogen or hydrogen other than fluorine, but chlorine is preferable from the viewpoint of refractive index and durability, and coloring, water resistance and specific gravity are preferred. Is suitable for hydrogen. Typical examples of the component A include bis (2-chlorobenzyl) itaconate, bis (2-bromobenzyl) itaconate, dibenzylitaconate bis (2-chlorobenzyl) mesaconate, and bis (2-bromobenzyl) Mesaconate, dibenzyl mesaconate and the like can be mentioned. Next, the B component will be described. Even if the B component is polymerized alone, it can be molded as a lens, but cannot be used as a lens material because of poor coloring or poor adhesion of a coating film provided on the surface. The purpose of using component B is that it is a diallyl compound, so it has good copolymerizability with the compound of component A, and it is easy to control the reaction. There is little unreacted monomer that does not bond. More specifically, it is desirable to add diethylene glycol bis (allyl carbonate) in order to improve the adhesion of the coating. The polymerization initiator used in the present invention is not particularly limited, and may be a known radical polymerization initiator. For example, t-
Hydroperoxides such as butyl hydroperoxide, dialkyl peroxides such as di-t-butyl hydroperoxide, diacyl peroxides such as benzoyl peroxide, peroxydicarbonates such as diisopropylperoxydicarbonate, t -Peroxyesters such as butylperoxypivalate, peroxides such as ketone peroxide and peroxyketal, and azo compounds such as azobis (isobutylylonitrile). The amount of the radical polymerization initiator used varies depending on the monomer composition of the copolymerization component, the precipitation temperature, the prepolymerization conditions, and the conditions of the thermal polymerization in the mold, and cannot be unconditionally limited, but is in the range of 0.1 to 5.0% by weight. It is preferred to use. When performing the casting molding, to impart various properties to the lens or to improve the process, a monomer mixture is added to a UV absorber, an antioxidant, an antistatic agent, a dye, a pigment, a fluorescent agent, Additives such as photochromic substances, various stabilizers, and release agents can be used as needed. Next, the coating provided on the synthetic resin lens of the present invention will be described. As the C component used in the present invention, methyltrimethoxysilane, ethyltriethoxysilane, methyltriethoxysilane, phenyltriethoxysilane, dimethyldimethoxysilane, phenylmethyldimethoxysilane,
Vinyltriethoxysilane, vinyltris (β-methoxyethoxy) silane, vinyltriacetoxysilane, γ
-Glycidoxypropyltrimethoxysilane, γ-glycidoxypropylmethyldiethoxysilane, β- (3,
4 epoxycyclohexyl) ethyltrimethoxysilane. These may be used alone or as a mixture of two or more. Further, these are preferably used after being hydrolyzed in the presence of an acid in an organic solvent such as an alcohol.Even if they are used alone and then mixed with the colloidal silica of the component D, the hydrolysis is carried out after mixing with the component C. Or any of them. The colloidal silica having a particle diameter of 1 to 100 millimicron of the component D is a colloid solution in which high-molecular-weight inorganic silicate fine particles are dispersed in water or an alcohol-based dispersion medium, and is commercially available. Examples of the multifunctional epoxy compound of the component E include (poly)
Ethylene glycol, (poly) propylene glycol,
Examples include diglycidyl ethers of difunctional alcohols such as neopentyl glycol, catechol, resorcinol, and alkylene glycol, and di- or triglycidyl ethers of trifunctional alcohols such as glycerin and trimethylolpropane. Polyhydric alcohols include (poly) ethylene glycol, (poly) propylene glycol, neopentyl glycol, catechol, resorcinol, difunctional alcohols such as alkanediol, or glycerin, trifunctional alcohols such as trimethylolpropane, or And polyvinyl alcohol. Examples of the polycarboxylic acid include malonic acid, succinic acid, adipic acid, azelaic acid, maleic acid, 0-phthalic acid, terephthalic acid, fumaric acid, itaconic acid, and oxaloacetic acid. As the polycarboxylic anhydride, succinic anhydride,
Maleic anhydride, itaconic anhydride, 1,2-dimethylmaleic anhydride, phthalic anhydride, hexahydrophthalic anhydride, naphthalic anhydride and the like can be mentioned. One or more of component C, component D and component E
By using the component F as a curing catalyst, a coating film having excellent hot water resistance, dyeing resistance, chemical resistance, and weather resistance can be provided, and a paint having an extremely long pot life can be obtained. Next, the curing catalyst of the component F will be described. Component F is
A curing catalyst for silanol or epoxy groups, n-
Aminic acids such as butylamine, triethylamine, guanidine and biguanide; amino acids such as glycine; metal acetylacetonates such as aluminum acetylacetonate, chromium acetylacetonate, titanyl acetylacetonate and cobalt acetylacetonate; sodium acetate; zinc naphthenate , Cobalt naphthenate,
Organic acid metal salts such as zinc octylate and tin octylate,
Perchloric acids such as perchloric acid, ammonium perchlorate, magnesium perchlorate or salts thereof, acids such as hydrochloric acid, phosphoric acid, nitric acid, paratoluenesulfonic acid, or SnCl ₂ , A
Examples thereof include metal chlorides which are Lewis acids such as lCl ₃ , FeCl ₃ , TiCl ₄ , ZnCl ₂ , and SbCl ₃ . The mixing amount of each component used in the present invention is preferably such that the total of component C is 50 to 800 parts by weight based on 100 parts by weight of component D (solid content calculated as SiO ₂ ). In terms of solid content calculated as follows), component E is 50 to 600 parts by weight, more preferably component C is 50 to 500 parts by weight, and component E is 1 to 50 parts by weight.
00 to 500 parts by weight. Further, it is desirable that the component F is used within a range of 0.01 to 5.0% of the total residual solids. In addition, alcohols, ketones, cellosolves, and solvents such as carboxylic acids can be added alone or in combination, and if necessary, a small amount of a surfactant, an antistatic agent,
An ultraviolet absorber may be added to improve the coating properties of the coating solution and the performance of the coating film. Although the adhesion between the synthetic resin lens substrate and the coating in the present invention is extremely good, the surface of the substrate is subjected to an alkali treatment, an acid treatment, a surfactant treatment, a primer treatment, a plasma treatment or the like in advance. By,
Adhesion can also be improved. The synthetic resin lens of the present invention is coated with a coating liquid uniformly by a dipping method, a spinner method, a spray method or a flow method, and then crosslinked and cured by heating and drying to form a film. The film thickness is suitably 1 to 30 μm.
When the thickness is less than μm, the resulting coating has insufficient abrasion resistance, and when it exceeds 30 μm, the coating tends to crack. EXAMPLES Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples. All parts in the examples are parts by weight.

[Manufacture of synthetic resin lens substrates]

(A) 10 parts of dibenzyl itaconate, 10 parts of dibenzyl mesaconate, 30 parts of diethylene glycol bis (allyl carbonate) and 50 parts of diallyl isophthalate are mixed and stirred, and 2 (2'-hydroxy-5'-methylphenyl)
0.1 part of benzotriazole was added. Thereafter, diisopropyl peroxycarbonate (manufactured by NOF Corporation;
2.8 parts of Parloyl IPP) were added and mixed well. After filtering the insoluble matter of this mixture, a glass mold designed to give a degree of -6.00D (D; diopter) and an ethylene-vinyl acetate copolymer designed to have a center thickness of 2.0 mm Was injected into the space made of gaskets. The polymerization is carried out in a thermostat from 40 ° C to 50 ° C for 10 hours, 100 hours.
C. for 2 hours. Thereafter, the glass mold and the gasket were separated from the lens. With this method, the diameter is 75mmφ, −6.00
The incidence of poor adhesion between the glass mold and the lens when the lens of D was cast and polymerized was less than 0.1%. Next, post-curing was performed at 100 ° C. for 2 hours to remove distortion inside the lens. The optical surface condition of the obtained lens was good, there was no internal distortion, and it was satisfactory as an optical material. (B) 30 parts of dibenzyl itaconate, 10 parts of diethylene glycol bis (allyl carbonate) and 60 parts of diallyl terephthalate were mixed and stirred, and 0.2 part of 2-hydroxy-4-methoxybenzophenone was added. Thereafter, 3.0 parts of dinormal propyl peroxycarbonate (manufactured by NOF Corporation; Parloyl NPP) was added and mixed well.
After filtering the insoluble matter of this mixture, cast polymerization was performed by the same operation as (a). (C) 30 parts of dibenzyl itaconate, 10 parts of diethylene glycol bis (allyl carbonate) and 60 parts of diallyl isophthalate were mixed and stirred, and 0.2 part of 2-hydroxy-4-methoxybenzophenone was added. Thereafter, 3.5 parts of benzoyl peroxide (manufactured by NOF CORPORATION; Nipper B) was added and mixed well. After filtering the insoluble matter of this mixture, polymerization was performed in a glass mold. The polymerization was carried out in a thermostat at 51 ° C for 4 hours, at 55 ° C for 4 hours and at 60 ° C.
3.5 hours, 3 hours at 65 ° C, 2.5 hours at 71 ° C, 2.5 hours at 75 ° C, 2 hours at 79 ° C, 1 hour at 84 ° C, and 2 hours at 90 ° C. Subsequent operations were performed in the same manner as in (a). (D) bis (2-chlorobenzyl) itaconate 10 parts, bis (2
-Chlorobenzyl) mesaconate (10 parts), diethylene glycol bis (allyl carbonate) (10 parts), diallyl isophthalate (40 parts) were mixed and stirred, and ethyl-2-cyano-
0.2 parts of 3,3-diphenyl acrylate was added. Thereafter, 2.9 parts of di-2-ethylhexyl peroxydicarbonate (manufactured by NOF CORPORATION; Parloyl OPP) were added and mixed well. After filtering the insoluble matter of this mixture,
Cast polymerization was carried out in the same manner as in (a). (E) 30 parts of bis (2-bromobenzyl) itaconate,
Diethylene glycol bis (allyl carbonate) 10
And 60 parts of diallyl isophthalate, mix and stir.
0.1 part of (2'-hydroxy-5'-methylphenyl) benzotriazole was added. Thereafter, 2.8 parts of diisopropyl peroxydicarbonate was added and mixed well. After filtering the insoluble matter of this mixture, cast polymerization was performed by the same operation as (a). (F) bis (2-chlorobenzyl) itaconate 10 parts,
10 parts of dibenzyl mesaconate, 30 parts of diethylene glycol bis (allyl carbonate) and 50 parts of diallyl isophthalate were mixed and stirred, and 0.2 part of 2-hydroxy-4-methoxybenzophenone was added. Thereafter, 2.8 parts of diisopropyl peroxydicarbonate was added and mixed well. After filtering the insoluble matter of this mixture, cast polymerization was performed by the same operation as (a). (G) 30 parts of dibenzyl itaconate and 70 parts of diallyl isophthalate were mixed and stirred, and 2 (2'-hydroxy-
0.1 part of 5'-methylphenyl) benzotriazole was added. Thereafter, 2.5 parts of diisopropyl peroxydicarbonate was added and mixed well. After filtering the insoluble matter of this mixture, cast polymerization was performed by the same operation as (a). (H) 7 parts of dibenzyl itaconate, 13 parts of diethylene glycol bis (allyl carbonate) and 80 parts of diallyl isophthalate are mixed and stirred, and 2 (2'-hydroxy-
0.1 part of 5'-methylphenyl) benzotriazole was added. Thereafter, 2.8 parts of diisopropyl peroxydicarbonate was added and mixed well. After insoluble matter of this mixture was filtered, cast polymerization was carried out by the same operation as in (a). Table 1 shows the refractive index (20 ° C.) of the synthetic resin lenses molded by the above methods (a) to (h).

[Production of coating liquid and formation of coating]

(A) γ-glycidoxypropyltrimethoxysilane 3
0.5 parts, isopropyl alcohol-dispersed colloidal silica ("OSCAL-1432", manufactured by Catalyst Chemical Industry Co., Ltd., solid content 30%)
While stirring a solution composed of 15.5 parts and 40.5 parts of isopropyl alcohol, 8.5 parts of 0.05 N hydrochloric acid was gradually added dropwise to perform hydrodispersion. Thereafter, the mixture was further stirred at room temperature for 2 hours and then aged at 0 ° C. for 24 hours. After aging, 1,4 at room temperature
-4.7 parts of butanediol and 3 parts of magnesium perchlorate were added and stirred to make the mixture uniform. In addition, a flow control agent (“L-7001” manufactured by Nihon Unica Co., Ltd.) was further added to 0.3 parts.
In addition, a coating solution was prepared. The method of coating and curing is described below. Surface treatment of synthetic resin lens with 4% sodium hydroxide solution
Dry and immerse in the coating solution prepared as above,
cm at a speed of 1 cm, immediately
The resultant was dried with hot air at 0 ° C. for 1 hour and cured. (A) 108 parts of methyltrimethoxysilane, colloidal silica dispersed with isopropanol (manufactured by Kasei Kasei Kogyo Co., Ltd.
52 parts of 0.05 N hydrochloric acid was gradually added dropwise to a solution composed of 212 parts of "OSCAL-1432" (solid content: 30%) and 439 parts of isopropanol, to carry out hydrolysis. At 0 ° C
After aging for 24 hours, 183 parts of 1,6-hexanediol diglycidyl ether ("Epolite 1600" manufactured by Kyoeisha Yushi Co., Ltd.) and 5 parts of aluminum acetylacetonate were added at room temperature, and the mixture was stirred to be uniform. Further, several drops of a flow control agent (“L-7604” manufactured by Nippon Unicar Co., Ltd.) were added to prepare a coating liquid. Coating and curing were performed in the same manner as in (A). (C) γ-glycidoxypropyltrimethoxysilane 25
Part, methanol-dispersed colloidal silica (Nissan Chemical Co., Ltd.)
7 parts of 0.05 N hydrochloric acid was gradually added dropwise to a solution composed of 12.5 parts of “methanol silica sol” (solid content: 30%) and 46.5 parts of ethyl cellosolve for hydrolysis. Thereafter, the mixture was stirred at room temperature for 2 hours and then aged at 0 ° C. for 24 hours. After aging,
At room temperature, 85 parts of glycerin diglycidyl ether (manufactured by Nagase & Co., Ltd., "Denacol EX313") and tin chloride (Sn
4 parts of Cl ₂ ) were added and stirred to homogeneity. To this, a few drops of a flow control agent L-7604 were added to prepare a coating solution. Coating and curing were performed in the same manner as in (A). (D) 80 parts of isopropyl alcohol was added to 71 parts of γ-glycidoxypropylmethyldiethoxysilane, and 10 parts of 0.05 N hydrochloric acid was gradually added dropwise with stirring to effect hydrolysis. After dropping, the mixture was aged at room temperature for 24 hours. To this solution, 17 parts of colloidal silica (manufactured by Nissan Chemical Industries, Ltd., “methanol silica sol” solid content: 30%) was added, and the mixture was stirred to make it uniform. Further, a few drops of a flow control agent L-7604 were added to prepare a coating liquid. Coating and curing were performed in the same manner as in (A). On the surface of the synthetic resin lens substrate obtained by the above methods (a) to (h), a target synthetic resin lens was produced by any one of the film forming methods (a) to (d). . The method for producing the lens substrate and the method for forming the coating film were carried out according to the combinations shown in Table 1, and the results of the above performance evaluation tests are shown in Table 1. (1) Scratch resistance: 1k load with # 0000 steel wool
The state of the film after 10 reciprocations at g / cm ² was observed. A: Almost no water. B: Slightly hurt. C: Many scratches. (2) Adhesion: After immersion in hot water of 100 ° C for 2 hours,
Eleven parallel lines were made on the lens surface with a knife at intervals of 1 mm vertically and horizontally, and 100 squares were made.The cellophane tape was adhered, and the number of squares remaining without peeling after peeling was shown. Was. (3) Appearance: The degree of coloring of the lens after forming the film was visually evaluated. (4) Impact resistance: A steel ball of 44.7 g was dropped from a height of 127 cm. (5) Dyeability: One BPI GRAY staining agent was dissolved in 950 ml of pure water at 95 ° C. to prepare a staining solution. The synthetic resin lens was immersed in this solution for 10 minutes, stained, and then measured for the transmittance of monochromatic light of 510 nm. (6) Weather resistance: Xenon lamp fade meter Evaluation was made on the appearance of the coating film after 500 hours of UV irradiation. As is clear from Table 1, the synthetic resin lens obtained by copolymerizing a comonomer containing the components A and B of the present invention as the main components and providing a coating comprising the components C, D, E and F is as follows: The durability of the coating and the lens quality are good. However, those which do not contain diethylene glycol bis (allyl carbonate) as one of the components B, as in Comparative Examples 2 and 3, cause poor adhesion of the coating. In Comparative Example 4, since the content of the component A was 10% by weight or less, yellowing of the lens and poor adhesion of the film occurred. Further, in Comparative Examples 1 and 3, the film-forming components did not satisfy all the compositions of the present invention, and thus caused poor durability and poor dyeability of the film. [Effects of the Invention] As described above, in the present invention, component A and component B
By copolymerizing a comonomer consisting of, it is possible to obtain a synthetic resin lens substrate having a high refractive index, easy molding, and less coloring. Component A and component B have a low reaction rate, and the reaction rates of the respective component monomers are close to each other, so that the reaction can be easily controlled, the selection of the polymerization initiator can be widened, and the polymerization operation and the process control can be easily performed. Can be. Furthermore, in the present invention, adhesion, abrasion resistance, and heat resistance obtained by heating and curing a composition mainly containing Component C, Component D, Component E, and Component F on the surface of a synthetic resin lens substrate. By forming a dyeable coating with excellent warm water resistance, chemical resistance, weather resistance, and chargeability, it eliminates the drawback of conventional synthetic resin lenses that they are easily scratched. It has become possible to further improve the quality characteristics of. Further, since the synthetic resin lens according to the present invention has not only the effects described above but also the performance as a base material for antireflection processing, it is considered that its use is further expanded.

──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Yoshio Sano 3-3-5 Yamato, Suwa City, Nagano Prefecture Inside Seiko Epson Corporation (72) Inventor Takashige Murata 2-30-13, Higashi, Tsukuba, Ibaraki Prefecture (72) Inventor Yasumi Koinuma 155-4 Akeno Nishimachi, Oita City, Oita Prefecture (58) Field surveyed (Int. Cl. ⁶ , DB name) G02B 1/00-1/12

Claims (1)

(57) [Claims] 1. A synthetic resin lens surface obtained by copolymerizing a comonomer consisting of A and B shown below, and then a composition comprising the following components C, D, E and F as a main component is cured by heating. A lens made of a synthetic resin, characterized by having a coating formed thereon. A. One or more monomers represented by the general formula [1]. (Wherein R ¹ and R ² are different groups, one is —H, the other is And X represents halogen or hydrogen excluding fluorine. B. One or more monomers represented by the general formula [2]. (Where R ³ is And n represents an integer of 1 to 3. C. One or more monomers represented by the general formula [3] or a hydrolysis product thereof. (Wherein, R ⁴ represents an organic group having a hydrocarbon group having 1 to 6 carbon atoms, a vinyl group, a methacryloxy group, or an epoxy group; R ⁵ represents a hydrocarbon group having 1 to 4 carbon atoms;
R ⁶ represents a hydrocarbon group having 1 to 5 carbon atoms, an alkoxyalkyl group, or hydrogen, and a represents 0 or 1. D. Colloidal silica with a particle size of 1 to 100 mm. E. One or more selected from polyfunctional epoxy compounds, polyhydric alcohols, polycarboxylic acids, and polycarboxylic anhydrides. F. amines, amino acids, metal acetylacetonate,
At least one selected from organic acid metal salts, perchloric acids or salts thereof, acids and metal chlorides.