JPH01217301A - Plastic lens - Google Patents

Abstract

PURPOSE:To obtain a lens causing scarce surface reflection and having high wear resistance by providing a hardened silicone film on the surface of a plastic lens obtd. by copolymerizing comonomers, by heat-setting a specified compsn. and providing a reflection reducing layer comprising an inorganic compd. to the surface layer of the hardened silicone film. CONSTITUTION:A hardened silicone film having 1-10mum thickness is formed by heat-setting a compsn. consisting primarily of a hydrolyzate or a partial condensation product of a silane compd. expressed by formula III, colloidal silica having 1-100mum particle size, and magnesium perchlorate on a surface of a lens obtd. by copolymerizing comonomers consisting primarily of compds. expressed by formulas I and II. In formulas, each R<1> and R<2> is a group different to each other, one is -H, and another is a group expressed by formula IV; X is halogen, etc., except F; R' is -(O-CH2-CH2)n-O-, etc.; n is an integer 1-3; R<4> is an org. group having an epoxy group; each R<5> and R<6> is 1-4C hydrocar bon group, etc.; a is zero or 1. Thus, a plastic lens having scarce surface reflec tion and high adhesion and wear resistance is obtd.

Description

[Detailed Description of the Invention] [Field of Industrial Application] The present invention provides a synthetic resin with a relatively high refractive index, which has a lead coat layer made of a synthetic resin with excellent wear resistance and an antireflection film made of an inorganic substance on the surface. Regarding manufactured lenses.

[Conventional technology]

Synthetic resin lenses, especially diethylene glycol bis(T)
Ryl carbonate) resin lenses are superior to glass lenses in terms of safety, ease of processing, and fashionability, and in recent years, anti-reflection technology, hard coat technology,
With the development of anti-reflection technology, hard coats are rapidly becoming popular. The use of plastic eyeglass lenses has increased the demand for higher quality lenses, that is, thinner plastic lenses made of high refractive index resin materials, and several technical proposals have been made.

For example, an example of a copolymer of diethylene glycol bis(allyl carbonate) and benzyl methacrylate in JP-A-54-41965, and an example of a copolymer of diethylene glycol bis(allyl carbonate) and 4-iodostyrene in JP-A-54-77686. , JP-A-58-15513 discloses a copolymer of diallyl isophthalate or diallyl refthalate and methyl methacrylate prepolymer.

Furthermore, bisphenol A of JP-A-55-13747
Examples of copolymers of dimethacrylate and phenyl methacrylate or benzyl methacrylate 1, JP-A-57-
54901 and JP-A No. 58-18602, there is a copolymer of a styrene monomer, a di(meth)acrylate having a nuclear halogen-substituted aromatic ring, and an allyl compound or di(meth)acrylate.

[Problem to be solved by the invention]

However, with the above-mentioned conventional technology,
No., JP-A-54-77686, JP-A-58-1551
In case 3, because the allyl group with different reactivity is reacted with the (meth)acrylic group or vinyl group, the (meth)acrylic group or vinyl group with a fast reaction rate polymerizes first, and the allyl group with a slow reaction rate polymerizes. Because the group polymerizes later,
Not only will the copolymerization not occur, but the allyl compound will not be completely polymerized, causing a decrease in solvent resistance.

Also, JP-A-55-13747, JP-A-57-549
In the case of No. 01 and JP-A No. 58-18602, the reaction is between a reactive (meth)acrylic group and a vinyl group, but because the reaction is fast, it is difficult to control the casting conditions, and distortion may occur inside the lens or on the surface. This has the disadvantage that optical defects are likely to occur. In addition, in the above examples, in the case of monofunctional monomers as the main component, it is impossible for the monomer to completely polymerize and be incorporated into the polymer chain, so heat resistance due to unreacted monomers and Possible adverse effect on solvent resistance.

As described above, the conventional technology has problems with lens quality, manufacturing process, etc.

Therefore, the present invention solves the above-mentioned problems.
The objective is to provide a synthetic resin lens that has a relatively high refractive index, is easy to mold, has little coloring, and has improved durability. More specifically, we use a lens that has a relatively slow reaction rate (and is easy to control the reaction), has excellent durability and long-lasting properties, and has a coating on its surface that has low surface reflection and excellent abrasion resistance. The present invention relates to a synthetic resin lens which is highly popular among the general public.

[Means to solve the problem]

The synthetic resin lens of the present invention has a synthetic resin lens surface obtained by copolymerizing comonomers containing the following A and B as main components, and a composition containing the following C, D, and E as main components. It is characterized in that it has a silicon-based cured film with a thickness of 1 to 10 μm formed by heating and curing, and further has an antireflection layer made of an inorganic compound on its surface layer.

A. One or more types of monoscape whose general formula is represented by [1].

U (In the formula, R1 and R2 are different groups, one of which represents -H, halogen or hydrogen excluding fluorine.) B, general formula is one or more monomers represented by [2] (in the formula, R3 is -(0-CH2
-CH2→TO-1O1 or O, n is 1 to 3
Represents an integer up to. ) A hydrolyzate and/or partial condensate of one or more silane compounds whose targets c and -i are represented by [3].

(In the formula, R4 represents an organic group having an epoxy group, R5 represents a hydrocarbon group having 1 to 4 carbon atoms, R6 represents a hydrocarbon group having 1 to 4 carbon atoms, an alkoxyalkyl group, an acyl group,
a is 0 or 1. )D9 particle size 1 to 100μm
colloidal silica.

E. Magnesium perchlorate.

Next, the present invention will be explained in detail.

The composition ratio of the A component and the B component in the present invention includes the refractive index, Abe's number, heat resistance, impact resistance, solvent resistance, dyeability, coloring of the synthetic resin lens to be obtained, the precipitation temperature of the A component, Alternatively, it may be determined by taking into consideration the balance of the decomposition temperature of the polymerization initiator. The weight ratio of component A to component B is preferably from 1:9 to 8:2 in terms of the objective lens being a high refractive index resin and improving durability.

The compound having the general formula [1], which is component A, can exhibit the highest refractive index, in which X can be a halogen other than fluorine or hydrogen, but from the viewpoint of refractive index and durability Chlorine is preferable, and hydrogen is suitable from the viewpoint of coloring water resistance and specific gravity.

Typical examples of component A include bis(2-chlorobenzyl) itaconate, bis(2-bromohensyl) itaconate, dibenzyl itaconate, bis(2-chlorobenzyl) mesaconate, and bis(2-chlorobenzyl) itaconate.
(bromobenzyl) mesaconate, dibenzyl itaconate, etc.

Next, component B will be explained.

Even if component B is polymerized alone, it can be molded into a lens, but it cannot be used as a lens material due to poor coloring or poor adhesion of the coating formed on the surface.The purpose of using component B is to use a diallyl compound. Because of this, it has good copolymerizability with the compound of component A and is easy to control the reaction, and because it is trifunctional, it creates a three-dimensional crosslinked structure and has less unreacted monomer that does not bond to the polymer chain. Furthermore, in order to improve the adhesion of the coating, it is desirable to add diethylene glycol bis(allyl carbonate).

The polymerization initiator used in the present invention is not particularly limited, and any known radical polymerization initiator may be used. For example, hydroperoxides such as L-butyl hydroperoxide, dialkyl peroxides such as di-butyl peroxide, diacyl peroxides such as penzoyl peroxide, and peroxygen peroxides such as diisopropyl peroxydicarbonate. carbonate, 1-
These include peroxyesters such as butyl peroxypivalate, peroxides such as ketone peroxide and peroxyketal, and azo compounds such as azobis (isobutyrilonitrile). The amount of radical polymerization initiator used depends on the monomer composition of the copolymerization component, precipitation temperature,
It varies depending on the prepolymerization conditions and the thermal polymerization conditions in the mold.
It is preferable to use it in a range of 0% by weight.

When performing casting molding, ultraviolet absorbers, antioxidants, antistatic agents, dyes,
Additives such as pigments, fluorescent agents, photochromic substances, various stabilizers, and mold release agents can be used as necessary.

Next, a coating liquid composition for forming a silicone-based cured film will be explained.

First, as the epoxy group R4 of the silane compound represented by the general formula [3] of component C, -(-CH! be.

). Further, R5 is a hydrocarbon group having 1 to 4 carbon atoms, and 9 is 0 or 1. Specific examples of this compound include γ-glycidoxyprobyl trimethoxysilane γ-glycidoxyprobyl (methyl) dimethoxysilane T-glycidoxyprobyl (ethyl) dimethoxysilane γ-glycidoxyprobyl (propyl) ) Dimethoxysilane β-glycidoxyethoxypropyl 1-dimethoxysilane β-(3,4-epoxycyclohexyl)ethyltrimethoxysilane β-(3,4-epoxycyclohexyl)ethyl(methyl)dimethoxysilane and the like. This alkoxy group (methoxy group) is
Since it is ultimately used after hydrolysis or dehydration condensation, other alkoxy groups, alkoxyalkoxy groups,
Acyloxy groups etc. can be used.

Further, even if this R6 group is a halogen group or a hydrogen group, it is considered to be equivalent if it undergoes hydrolysis and becomes a hydroxyl group. Therefore, although this component may be used as it is, it is usually used after being hydrolyzed in water or in a solvent such as alcohol, ketone, or cellosolve using a mineral acid or an organic acid as a catalyst.

This component is essential for increasing the durability and flexibility of the cured film made of silicone resin, and is also effective in improving the adhesion with the primer layer. Further, 25 to 65 weight percent can be used, calculated as the effect of alleviating volumetric contraction caused by dehydration condensation due to the ring-opening reaction of the epoxy residue.

Further, if this component is less than 25% by weight, cranking occurs in the effect film, and if it is more than 65% by weight, the adhesion with the antireflection film is poor, which is not preferable.

Next, the component colloidal silica having a particle size of 1 to 100 mμ is silica fine particles having a particle size of 1 to 100 mμ, more preferably silica fine particles having a particle size of 5 to 40 mμ dispersed in a solvent. Examples of the dispersion medium include alcohols such as methanol, ethanol, i-propanol, and n-butanol, carpitol solvents such as methyl cellosolve and ethyl cellosolve, and water. This component is indispensable for increasing the rigidity, moisture resistance, and durability of the cured film, as well as for obtaining affinity or adhesion with the antireflection film applied thereon. Furthermore,
Silica microparticles are also effective in improving the compactness and robustness of the deposited material, due to the fact that increasing the amount of this component in the cured film increases the strength and hardness of the inorganic material deposited on it. it is conceivable that. The amount used is from 75% to 35% by weight, more preferably from 75% to 50% by weight of the effect film components at the heated stage. The amount of this ingredient used is 75
If it exceeds the weight percentage, cracks will occur in the effect film,
Further, if it is less than 35% by weight, the adhesion to the antireflection film will be insufficient, which is not preferable. Further, the silica concentration in the dispersion medium is stable and convenient when it is 20 to 35 weight percent.

Next, component E, magnesium perchlorate, will be explained.

Generally, the following are known as curing catalysts for silanol or epoxy groups, but each has the following drawbacks. That is, amines such as n-butylamine, triethylamine, guanidine, biguanide, amino acids such as glycine, etc. have insufficient hardness, and aluminum acetylacetonate, chromium acetylacetonate, titanyl acetylacetonate, cobalt acetylacetonate, etc. Metallic acetylacetonates such as Nate are also difficult to obtain hardness, or even if they do attain a certain degree of hardness, they have poor water resistance, resulting in a decrease in hardness when immersed in hot water, and also have a short pot life. Also, sodium acetate, zinc naphthenate, cobalt naphthenate,
Organic acid metal salts such as zinc octylate and tin octylate,
Perchloric acid, ammonium perchlorate, etc. have a short pot life for paint and are not practical.

Furthermore, hydrochloric acid, phosphoric acid, nitric acid, para-toluenesulfonic acid, etc. require a long time to cure, and 5nC1! , n.

Al1 CAi FbCI! , 3. TICI!
, a, Z n Cit.

Lewis acids such as 5bcp have extremely poor water resistance, so the hardness decreases when immersed in water at room temperature.

Based on the above results, the present inventors have repeatedly investigated various curing catalysts and have found that magnesium perchlorate, which is a type of latent catalyst, is excellent in all properties. That is, the practical pot life of the paint is one month or more when stored at room temperature, and the resulting coating film has excellent abrasion-resistant diameter, hot water resistance, chemical resistance, and weather resistance.

In addition, component E, magnesium perchlorine, has a total residual solid content of 0.
．． It is desirable to use it within the range of 0.001 to 5.0%.

It is useful to use these compositions after diluting them with the various solvents mentioned above. In addition, this includes ultraviolet absorbers,
It is possible to add a dye, a photochromic compound, a colored pigment, etc., and if necessary, a leveling agent or an antistatic agent may be added. Examples of these include various nonionic surfactants, anionic surfactants, silicone surfactants, and fluorine surfactants.

In addition, before applying to synthetic resin lens base materials, it is also possible to improve adhesion by modifying the base material surface with alkali treatment, acid treatment, surfactant treatment, primer treatment, plasma treatment, etc. It is.

Application methods include dipping method and spin code method.

Any method can be selected from flow coat method, spray method, etc.

Subsequently, with or without air drying, 80 to 150°
By performing curing at a temperature of C for 30 to 300 minutes, a cured film with desired characteristics can be obtained. Since the curing temperature is limited by the heat resistance of the fabric material, it is difficult to exceed 150°C, and it takes a long time to cure at 80°C or below. In addition, curing time of 30 minutes or less is not preferable because the curing reaction will not be completed;
00 minutes or more is not preferable because it is uneconomical in terms of productivity.

Furthermore, treatment with infrared rays is also effective as a preliminary curing method. The transparent material thus obtained may be directly proceeded to the next step. In addition, cleaning or chemical treatment with acids, alkalis, solvents such as accolate or freon, ozone gas, etc., or surface activation using physicochemical means such as activated gases such as plasma, electron beam irradiation, ultraviolet irradiation, etc. is also effective.

The present invention can be achieved by providing an antireflection thin film made of an inorganic dielectric material on the surface layer thus obtained.

That is, by vacuum evaporation method and ion sputtering method, S
iO, SiO□, S 13N41TiOz, Zr0
z, A/2Zo3. By laminating single or multilayer thin films made of dielectrics such as MgFz, Ta2O, etc.
Forms a layer that suppresses reflection at the interface between the atmosphere and the resin base. This anti-reflection film has an optical thickness of λ/4 (λ-
450~650m) single layer or λ/4-λ/2-
A multilayer coat consisting of three layers having different refractive indexes of λ/4 or λ/4-λ/4-λ/4, or a multilayer coat of three or more layers is useful. The refractive index at this time is
Determined by material quality close to physically calculated value. Also,
It is also useful to replace the material with the desired refractive index with an equivalent film.

The synthetic resin lens of the present invention obtained in this way is
It has excellent abrasion resistance, heat resistance, water and oil resistance, and multilayer adhesion, and also has low surface reflection and improved visible light transmittance.

[Example] Hereinafter, the present invention will be explained in more detail with reference to Examples.
The present invention is not limited to these examples. In addition, all parts in the examples represent parts by weight.

Example 1 (1) Production of synthetic resin lens base material (A1) 10 parts of dibenzyl itaconate, 10 parts of dibenzyl mesaconate,
Diethylene glycol bis(allyl carbonate) 30
2 parts, and 50 parts of diallyl isophthalate were mixed and stirred.
0.1 part of (2'-hydroxy-5'-methylphenyl)benzotriazole was added. Thereafter, 2.8 parts of diisopropyl peroxydicarbonate (manufactured by NOF Corporation; Perloyl IPP) was added and mixed well. After filtering the insoluble matter of this mixture, -6,0 OD (Di
The mixture was injected into a space formed by a glass mold designed to emit 2.0 ffIIll (diopters) and a gasket made of ethylene-vinyl acetate copolymer designed to have a center thickness of 2.0 ffIIll. Polymerization is carried out in a constant temperature bath at 40°
5 hours at 40°C to 50°C, 10 hours at 50°C.
It was carried out from °C to 100 °C for 5 hours and at 100 °C for 2 hours. The glass mode and gasket were then separated from the lens.

When a lens with a diameter of 75 mmφ and a -6 mm OOD was cast-polymerized using this method, the incidence of poor adhesion between the glass mold and the lens was less than 0.1%.

Next, post-curing was performed at 100°C for 2 hours to remove distortion inside the lens. The obtained lens had a good optical surface condition, no internal distortion, and was satisfactory as an optical material.

(2) Preparation and application of a silicone-based coating liquid (Hl), coating and curing In a flask equipped with a stirring device, isopropanol-dispersed colloidal silica (manufactured by Catalysts & Chemicals Industry Co., Ltd., “
'03CAL-1432°゛Solid content concentration 30%) 330
and 220 parts of isopropanol, 108 parts of T-glycidoxypropyltrimethoxysilane, and 0.17 parts of magnesium perchlorate were added in order with stirring, and 52 parts of 0.05N hydrochloric acid was added over 30 minutes. dripped. Next, silicone surfactant (manufactured by Nippon Unicar, product name “'Y”)
-7002"') at 0°C for 24 hours after adding 0.1 part of
The mixture was left to stand for a period of time to ripen, and a coating liquid was obtained.

Let this be Hl.

Subsequently, the lens obtained in (1) was immersed in a 4% aqueous sodium hydroxide solution at 40° C. for 5 minutes, thoroughly washed with water and dried, and then the coating liquid was applied by dipping. The pulling speed at this time was 20 cm per minute. This lens was heated and cured in a hot air drying oven at 100° C. for 2 hours. The cured layer thus obtained was hard, transparent, and had good adhesion. Further, the thickness of this cured layer was 1.9μ.

(3) Formation of anti-reflection layer The lens obtained in step (3) was exposed to Ar gas plasma at an output of 200 W for 30 minutes in a vacuum, and then formed into a film structure as shown in Figure 1 using a vacuum evaporation method. It has an anti-reflection layer. That is, from the lens side to the atmosphere side, Stow, Z
A five-layer thin film of rO*, Stow, ZrO□, and SiO□ was formed, and the optical thickness of the film was approximately λ for SiO□. /
4. The total film thickness of the next ZrO□ and SiO2 is λ. /4, the next ZrO□ is about λ. /4, and the top layer SiO□ is about λ. /4. The design wavelength is λ. is 510 parts m.

The lens thus obtained had low surface reflection and excellent wear resistance.

Incidentally, FIG. 2 shows a spectrum diagram of surface reflection.

(4) Testing and evaluation Regarding synthetic resin lenses obtained by the above methods,
The following performance evaluation test was conducted. The evaluation results are shown in Table 1.

a. Scratch resistance: Load 1 with #0OOO steel wool
The state of the film was observed after 10 reciprocations at kg/all.

A: It hardly gets scratched.

B: Slight damage.

C: Many scratches occur.

'b, Adhesion: After immersing in 10'C warm water for 2 hours, use a knife to apply 1mm increments to the lens surface vertically and horizontally.
A single parallel line scratch was made, 100 squares were made, cellophane tape was attached, and the number of squares remaining without peeling the film after peeling was shown.

C8 Weather Resistance: Xenon Long Life Fade Meter (
The surface condition after 200 hours of exposure was examined using a Suga Test Instrument (manufactured by Suga Test Instruments).

Example 2 (1) Production of synthetic resin lens base material (A2) 30 parts of dibenzyl itaconate, 10 parts of diethylene glycol bis(allyl carbonate), 60 parts of diallyl terephthalate
The mixture was mixed and stirred, and 0.2 parts of 2-hydroxy-4-methoxybenzophenone was added. Thereafter, 3.0 parts of di-n-propyl peroxydicarbonate (manufactured by NOF Corporation; Baroyl NPP) was added and mixed well.

After filtering out insoluble matter from this mixture, cast polymerization was performed in the same manner as in Example 1.

(2) Preparation and application of silicone coating liquid (H2) In a flask equipped with a stirring device, 580 parts of methanol-dispersed colloidal silica (Methanol Silica Sol ° solid content concentration 30%, manufactured by Nissan Chemical Industries, Ltd.) and isopropylene were added. 350 parts of Patul, 220 parts of T-glycidoxypropyl(methyl)jethoxysilane, 35 parts of 0.1N hydrochloric acid, 1.64 parts of magnesium perchlorate, 0 silicone surfactant
．． After adding 1 part of the solution and sufficiently stirring to obtain a uniform solution, the solution was aged at 0°C for 24 hours to obtain a coating liquid. This liquid was applied to the previously obtained lens and cured in the same manner as in Example 1. The thickness of the cured film thus obtained was 1.7 μm.

(3) Formation of anti-reflection layer The obtained lens was treated with 200 W oxygen plasma in vacuum for 30 seconds, and then an anti-reflection layer was formed by vacuum evaporation. That is, a four-layer thin film consisting of Z r 02 , A I O z , and SiO2 is formed from the lens side toward the atmosphere side, and the optical thickness of the film is as follows:
The initial total film thickness of ZrO□, AQO, + is approximately λ. /4,
The next ZrO□ is about λ. /4, the next Z r Oz is approx.

/4, and the Sing of the top layer is approximately λ. /4. The design wavelength is λ. is 510 Wm.

(4) Test and evaluation Example 1 Synthetic resin lens obtained by the above method
Evaluation was made in the same manner as in Table 1, and the results are shown in Table 1.

Example 3 (1) Production of synthetic resin lens base material (A3) 30 parts of dibenzyl itaconate, 10 parts of diethylene glycol bis(allyl carbonate), 60 parts of diallyl isophthalate
0.2 parts of 2-hydroxy-4-methoxybenzophenone was added. Then, benzoyl peroxide (manufactured by Nippon Oil & Fats Co., Ltd.; Niper B) 3
．． 5 parts were added and mixed well. After filtering out insoluble matter from this mixture, polymerization was carried out in a glass mold.

Polymerization was carried out in a constant temperature bath at 51 °C for 4 h, 55 °C for 4 h, 60 °C for 3.5 h, 65 °C for 3 h, and 71 °C.
2.5 hours at C, 2.5 hours at 75°C, 2 hours at 79°C.
The temperature was 1 hour at 84°C and 2 hours at 90°C. The subsequent operations were performed in the same manner as in Example 1.

(2) Hard coat processing and antireflection processing The base material thus obtained was subjected to hard coat processing and an antireflection film formed in the same manner as in Example 1.

(3) Test and evaluation Example 1 Synthetic resin lens obtained by the above method
Evaluation was made in the same manner as in Table 1, and the results are shown in Table 1.

Example 4 (1) Production screw (2-
10 parts of chlorobenzyl) itaconate, 10 parts of bis(2-chlorohensyl) mesaconate, 10 parts of diethylene glycol bis(allyl carbonate), and 40 parts of diallyl isophthalate were mixed and stirred, and ethyl-2-cyano-
0.2 part of 3,3-diphenylacrylate was added.

Then, di-2-ethylhexyl peroxydicarbonate (manufactured by NOF Corporation; Perloyl 0PP) 2.9
part and mixed well. After filtering out insoluble matter from this mixture, cast polymerization was performed in the same manner as in Example 1.

(2) Hard coat processing and antireflection processing The base material thus obtained was subjected to hard coat processing and an antireflection film formed in the same manner as in Example 1.

(3) Test and evaluation Example 1 Synthetic resin lens obtained by the above method
Evaluation was made in the same manner as in Table 1, and the results are shown in Table 1.

Example 5 (1) Production screw (2-
30 parts of itaconate (bromobenzyl), 10 parts of diethylene glycol bis(allyl carbonate), and 60 parts of diallylisophthalate were mixed and stirred, and 0.2 parts of 2(2'-hydroxy-5'-methylphenyl)benzotriazole was added.
1 part was added. Thereafter, 2.8 parts of diisopropyl peroxydicarbonate was added and mixed well. After filtering out insoluble matter from this mixture, cast polymerization was performed in the same manner as in Example 1.

(2) Hard coat processing and antireflection processing The base material thus obtained was subjected to a hard coat processing and an antireflection film formed in the same manner as in Example 2.

(3) Test and evaluation Example 1 Synthetic resin lens obtained by the above method
Evaluation was made in the same manner as in Table 1, and the results are shown in Table 1.

Comparative Example 1 The silicone-based coating liquid (Hl) in Example 1 was prepared without adding magnesium perchlorate (
)11'). Subsequently, the synthetic resin lens (AI) in Example 1 was subjected to hard coating and antireflection treatment in the same manner as in Example 1 using this coating liquid (H1').

Example 1 Synthetic resin lens obtained by the above method
Evaluation was made in the same manner as in Table 1, and the results are shown in Table 1.

Comparative Example 2 1. A sample without the addition of magnesium perchlorate was prepared (H2'). Subsequently, the synthetic resin lens (A2) in Example 2 was coated with the coating liquid (H2') in Example 2.
Hard coat processing and anti-reflection processing were performed in the same manner as above.

Example 1 Synthetic resin lens folded by the above method
Evaluation was made in the same manner as in Table 1, and the results are shown in Table 1.

Table 1 [Effects of the Invention] As described above, by using compositions A and B in the present invention, a high refractive index resin can be obtained, and at the same time, it is easy to mold, has little coloring, has heat resistance, and solvent resistance. It is possible to obtain a synthetic resin lens base material with improved durability such as hardness and impact resistance. In addition, the composition of the present invention has a slow reaction rate and the reaction rates of each component monomer are similar, making it easy to control the reaction, allowing a wide range of selection of polymerization initiators, and facilitating polymerization operations and production management. be able to.

Furthermore, by forming a coating consisting of a hard coat layer and an anti-reflection layer on the lens surface, it is possible to obtain a synthetic resin lens that has low surface reflection, excellent adhesion and abrasion resistance, and is highly popular among the general public. became. In particular, the hard coat layer of the present invention has successfully improved wear resistance by using magnesium perchlorate as a curing catalyst.

[Brief explanation of the drawing]

FIG. 1 is a film configuration diagram on the lens surface in Example 1. A
1 is a base lens, Hl is a silicon-based hardened coating, 11-1
5 is an antireflection layer, thin film 11 is S+Oz, 12 is Z
r0z, 13 is 5in2.14 is Zr0z, 15 is 5t
Oz. FIG. 2 is a reflection spectrum diagram of the lens surface in Example 2. Applicants: Tsutomu Mogami, Patent Attorney for Seiko Epson Corporation, and 1 other person

Claims (1)

[Claims] A synthetic resin lens surface obtained by copolymerizing comonomers containing the following A and B as main components is heat-cured with a composition containing the following C, D, and E as main components. Tenaru 1~
A silicone-based hardened film with a thickness of 10 μm is formed, and further,
A synthetic resin lens characterized by having an antireflection layer made of an inorganic compound on its surface. A, one or more monomers whose general formula is represented by [1]. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ [1] (In the formula, R^1 and R^2 are different groups, and one is -H
, the other represents ▲ where there are mathematical formulas, chemical formulas, tables, etc., and X
represents halogen or hydrogen excluding fluorine. ) B, one or more monomers whose general formula is represented by [2]. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ [2] (In the formula, R^3 represents ▲There are mathematical formulas, chemical formulas, tables, etc.▼, or ▲There are mathematical formulas, chemical formulas, tables, etc.▼, and n
represents an integer from 1 to 3. ) C, a hydrolyzate and/or partial condensate of one or more silane compounds generally represented by [3]. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ [3] (In the formula, R^4 is an organic group having an epoxy group, R^5 is a hydrocarbon group having 1 to 4 carbon atoms, and R^6 is a carbon number Represents 1 to 4 hydrocarbon group, alkoxyalkyl group, acyl group, a is 0 or 1.) D, particle size 1 to 10
0 μm colloidal silica. E. Magnesium perchlorate.