JPH07119843B2 - Anti-reflection high refractive index plastic lens - Google Patents

Description

Description: TECHNICAL FIELD The present invention relates to an antireflection high refractive index plastic lens, and more particularly to a multilayer antireflection film provided on a hard coat film provided on a polyurethane lens substrate. Anti-reflective high refractive index plastic lens.

[Prior Art] In recent years, plastic has been used instead of inorganic glass as a material for optical lenses such as spectacle lenses, photographic camera lenses, and video camera lenses. The plastic lens has many advantages such as being lighter in weight and more excellent in impact resistance than the conventional glass lens and being easy to dye.

However, diethylene glycol bisallyl carbonate, which is used as the mainstream of plastic lenses, has a refractive index of 1.50, which is lower than that of inorganic glass. In particular, negative lenses have a large edge thickness, so thinner plastic lenses are required. .

Various proposals have been made to meet the demand for thinner plastic lenses. For example, JP-A-60-199016 proposes a polyurethane lens made of a copolymer of polyisocyanate and polythiol.
Since this polyurethane lens has a high n _d of 1.56 to 1.64 and a small specific gravity of 1.22 to 1.44, it is particularly suitable as a thin and light optical lens. In addition, this polyurethane lens
Originally also excellent in impact resistance and dyeability.

However, this polyurethane lens is inferior in scratch resistance like other plastic lenses, and in order to improve this scratch resistance, it is preferable to perform a surface treatment such as providing an organic hard coat film.

Therefore, in JP-B-61-48123, an organic hard coat film of a melamine resin is formed on the surface of a synthetic resin lens having a relatively high refractive index such as a polymer of diallyl phthalate, diallyl isophthalate, diallyl chlorendate, etc. A method of forming is disclosed, in which a solvent and a crosslinking catalyst are added to a resin containing OH group, COOH group, NH ₂ group, epoxy group, etc. which undergoes a crosslinking reaction with hexamethoxymethylol melamine and this melamine compound. The mixed solution is applied onto the synthetic resin lens substrate and cured by heating to obtain a cured melamine resin film.

On the other hand, the multilayer antireflection film is generally provided with an antireflection function by alternately laminating high-refractive index and low-refractive index vapor deposition films made of an inorganic material on the surface of an optical element.

As such a multilayer antireflection film, for example, JP-A-55-227
JP-A-04 discloses a multilayer antireflection film having high film strength and no temperature dependence, which includes a high-refractive index vapor-deposited film using a mixed vapor deposition material of Ta ₂ O ₅ and ZrO ₂ . This antireflection film is formed under the vapor deposition condition that the base (film, substrate) temperature is 140 ° C. or higher. Similarly, JP-A-46-4759 discloses a multilayer antireflection film including a high-refractive index vapor deposition film using a mixed vapor deposition material of Zr and Ta (at least one of which is an oxide).

[Problems to be Solved by the Invention] However, when a resin that cures by addition condensation such as a melamine-based resin is used as the hard coat film, generally, the treatment temperature for heat curing must be considerably high, and the temperature of the metal or glass is Although it is preferable for a substrate with good heat resistance, there is a limit to the processing temperature for a substrate with poor heat resistance, and even if the processing temperature is lowered and the curing time is lengthened, it is as good as that applied to metal or glass. There is a drawback that the hardness is not. Therefore, it is clear that the same drawback occurs when the melamine-based resin-containing coating composition is applied and cured on a polyurethane lens, which is considered to be inferior in heat resistance to ordinary plastic lenses.

Further, in forming the antireflection film, the above-mentioned JP-A-46-475
No. 9 and Japanese Patent Laid-Open No. 55-22704 disclose Ta ₂ O ₅ and Zr.
It is known that a vapor deposition film using a mixed vapor deposition raw material of O ₂ exhibits excellent optical properties with little temperature dependence and strength, but since the vapor deposition film itself has absorption, a coloring action occurs and transparency is high. It is difficult to use it for optical lenses that require heat treatment, and it has sufficient mechanical strength and chemical durability for substrates such as polyurethane lenses that cannot have a sufficiently high substrate temperature during film formation. There is a problem that it is difficult to form a vapor deposition film, and it is difficult to obtain an antireflection high refractive index plastic lens having excellent optical characteristics.

Therefore, an object of the present invention is to solve the above-mentioned drawbacks of the prior art and to provide a thin and lightweight antireflection high refractive index plastic lens having high antireflection properties with improved scratch resistance and optical characteristics. It is to provide a refractive index plastic lens.

[Means for Solving the Problems] The present invention has been made to achieve the above object, and a plastic lens substrate containing polyurethane as a main component, which is obtained by polymerizing polyisocyanate and polythiol, A hard coat film containing an organic silicon polymer, which is provided on the surface of the plastic substrate, a low refractive index film composed of a vapor deposition film of a metal oxide containing at least a silicon oxide film, and a metal containing tantalum, zirconium and yttrium. An antireflection high-refractive-index plastic lens comprising: a multilayer antireflection film in which high-refractive-index films composed of a vapor-deposited film using an oxide sintered body as a vapor deposition source are alternately laminated; To do.

In the present invention, a plastic lens substrate containing polyurethane as a main component obtained by polymerizing polyisocyanate and polythiol is a mixed solution of polyisocyanate and polythiol cast in a mold consisting of a lens molding die and a resin gasket. Obtained by polymerizing.

The polyisocyanate used as a monomer for producing a polyurethane lens is not particularly limited,
Tolylene diisocyanate, diphenyl methane isocyanate, polymeric diphenyl methane diisocyanate, naphthylene diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, xylylene diisocyanate, hydrogenated xylylene diisocyanate, hydrogenated diphenylmethane diisocyanate, lysine diisocyanate, triphenylmethane triisocyanate, tris (isocyanate Phenyl) thiophosphate, trans-cyclohexane-1,4-diisocyanate, p-phenylene diisocyanate, tetramethylene diisocyanate, 1,6,11-undecane triisocyanate, 1,8-diisocyanate-4-isocyanate methyl octane, lysine ester triisocyanate ,
1,3,6-hexamethylene triisocyanate, polyisocyanate compounds such as bicycloheptane triisocyanate and allophanate modified products, burette modified products, isocyanurate modified products, adduct modified products with polyols or polythiols of these compounds. , May be used alone, or may be used as a mixture of two or more kinds as necessary.

Other known isocyanate compounds can also be used, but the isocyanate compound as the main component must be bifunctional or higher. A halogen atom such as Cl or Br may be introduced into a known aromatic isocyanate compound.
Particularly preferred isocyanate compounds include non-yellowing type isocyanate compounds represented by xylylene diisocyanate, isophorone diisocyanate and hexamethylene diisocyanate.

Further, the polythiol used for the reaction with the polyisocyanate for producing the polyurethane lens is not particularly limited, and known ones can be used. For example, ethanedithiol, propanedithiol, propanetrithiol, butanedithiol, pentanedithiol, hexanedithiol, heptanedithiol, octanedithiol, cyclohexanedithiol, cycloheptanedithiol, 2,5-dichlorobenzene-1,3-dithiol, pentaerythritol tetrakis Examples thereof include 3-mercaptopropionate and pentaerythritol tetrakisthioglycolate, but pentaerythritol derivatives are particularly preferable.

Upon casting polymerization of polyisocyanate and polythiol, by adding a phosphoric ester represented by the following general formula as a release agent to the monomer mixture, it has an excellent optical surface, a high refractive index, Abbe number It is possible to obtain a plastic lens having a large enough performance to be used as an optical lens.

(Here, R is an alkyl group having 8 or less carbon atoms.) Next, the hard coat film containing an organosilicon polymer formed on the polyurethane lens substrate in the present invention has the following general formula. A layer composed of a compound selected from the group consisting of compounds and / or hydrolysates thereof,
It can be obtained by forming it on a polyurethane lens substrate by a dipping method, a coating method or the like and then curing it.

General formula (R ₁ ) _a (R ₂ ) _b Si (OR ₃ ) _{4- (a + b)} (wherein R ₁ and R ₂ are an alkyl group having 1 to 10 carbon atoms, an aryl group, or a halogenated alkyl group). , An organic group having an aryl halide, an alkenyl, or an epoxy group, a (meth) acryloxy group, a mercapto group, or a cyano group
It is bonded to silicon by Si-C bond, and R
₃ is an alkyl group having 1 to 6 carbon atoms, an alkoxyalkyl group or an acyl group, and a and b are 0, 1 or 2
And a + b is 1 or 2. ) Examples of these compounds include methyltrimethoxysilane, methyltriethoxysilane, methyltrimethoxyethoxysilane, methyltriacetoxysilane, methyltripropoxysilane, methyltributoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, Vinyltrimethoxysilane, vinyltriethoxysilane,
Vinyltriacetoxysilane, vinyltrimethoxyethoxysilane, phenyltrimethoxysilane, phenyltriethoxysilane, phenyltriacetoxysilane, γ
-Chloropropyltrimethoxysilane, γ-chloropropyltriethoxysilane, γ-chloropropyltripropoxysilane, 3,3,3-trifluoropropyltrimethoxysilane, γ-glycidoxypropyltrimethoxysilane, γ-glycid Xypropyltriethoxysilane, γ
-(Β-glycidoxyethoxy) propyltrimethoxysilane, β- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, β- (3,4-epoxycyclohexyl) ethyltriethoxysilane, γ-methacryloxypropyltri Methoxysilane, γ-aminopropyltrimethoxysilane, γ-aminopropyltriethoxysilane, γ-mercaptopropyltrimethoxysilane, γ
-Trialkoxy or triacyloxysilanes such as mercaptopropyltriethoxysilane, N-β (aminoethyl) -γ-aminopropyltrimethoxysilane and β-cyanoethyltriethoxysilane, and dimethyldimethoxysilane, phenylmethyldimethoxysilane, dimethyl Diethoxysilane, phenylmethyldiethoxysilane, γ-glycidoxypropylmethyldimethoxysilane, γ-glycidoxypropylmethyldiethoxysilane, γ-glycidoxypropylphenyldimethoxysilane, γ-glycidoxyprophenyldiethoxy Silane, γ-chloropropylmethyldimethoxysilane, γ-
Chloropropylmethyldiethoxysilane, dimethyldiacetoxysilane, γ-methacryloxypropylmethyldimethoxysilane, γ-methacryloxypropylmethyldietoxysilane, γ-mercaptopropylmethyldimethoxysilane, γ-mercaptopropylmethyldiethoxysilane, γ Examples thereof include dialkoxysilanes or diacyloxysilanes such as aminopropylmethyldimethoxysilane, γ-aminopropylmethyldiethoxysilane, methylvinyldimethoxysilane and methylvinyldiethoxysilane.

These organosilicon compounds may be used alone or in combination of two or more.

Further, although not used alone, various tetraalkoxysilanes or their hydrolysates can be used in combination with the above organosilicon compounds.

Examples of such tetraalkoxysilanes include methyl silicate, ethyl silicate, n-propyl silicate, isopropyl silicate, n-butyl silicate, sec-butyl silicate and t-butyl silicate.

Further, these organosilicon compounds can be cured without the presence of a catalyst, but in order to further accelerate the curing,
It is possible to use various catalysts.

Examples of such a catalyst include Lewis acids, various acids or bases including Lewis acid salts, organic carboxylic acids, chromic acid, hypochlorous acid, boric acid, bromic acid, selenious acid, thiosulfuric acid, orthosilicic acid, and thiocyanate. It is possible to use metal salts such as acids, nitrous acid, aluminic acid and carbonic acid, particularly alkali metal salts or ammonium salts, as well as alkoxides of aluminum, zirconium or titanium or complex compounds thereof.

Further, it is also possible to use the above-mentioned organosilicon polymer in combination with other organic substances, and examples of the other organic substances used in combination include epoxy resins, acrylic copolymers, hydroxyl group-containing polymers such as polyvinyl alcohol, and the like. .

In addition, as another excipient component, Optica Actor (19
Si, A as disclosed in July 1987, p. 251).
Colloidal sols of inorganic oxides such as l, Ti and Sb can be used.

Further, in order to facilitate the coating operation, it is possible to use solvents and various additives that keep a good storage condition.

The multilayer antireflection film of the present invention is formed by alternately stacking a low refractive index film and a high refractive index film, and as the high refractive index film at this time, a mixed vapor deposition film of a metal oxide containing tantalum, zirconium and yttrium. Is used. On the other hand, as a low-refractive-index film, silicon dioxide (Si
Although it is preferable to use an O ₂ ) film, a low refractive index film may be formed by a silicon oxide film and a three-component vapor-deposited film, as is clear from Table 1 below. That is, in the antireflection film of the present invention, the low refractive index film can be a vapor deposition film of a metal oxide containing at least a silicon oxide film.

A mixed vapor deposition film of metal oxides containing tantalum, zirconium and yttrium is prepared by mixing zirconium oxide (ZrO ₂ ) powder, tantalum oxide (Ta ₂ O ₅ ) powder and yttrium oxide (Y ₂ O ₃ ) powder and pressurizing. It is preferable to use a sintered body that has been pelletized by sintering and is deposited by an electron beam heating method. The composition ratio of the mixed raw material obtained by mixing the powders is such that ZrO ₂ is 1.0 and Ta ₂ O ₅ is 0.
It is preferable that 8-1.8 and Y ₂ O ₃ are 0.05-0.3.

Mixed deposited film obtained in this way, like the Ta ₂ O _5, is chemically very stable compared with ZrO _2, and has a transparency comparable to ZrO _2. Furthermore, in the refractive index,
For example, it shows a high value of 2.05, which is effective from the viewpoint of film design.

When Ta ₂ O ₅ is less than 0.8 mol or more than 1.8 mol with respect to 1 mol of ZrO ₂ , absorption tends to occur in the obtained mixed vapor deposition film, and Y ₂ O ₃ exceeds 0.3 mol. In this case, the vapor deposition rate is increased, absorption is likely to occur in the obtained mixed vapor deposition film, and the vapor deposition raw material is likely to be scattered, which makes control thereof difficult.

The film structure of the multilayer antireflection film according to the present invention is λ / 2−λ / 4.
2-layer film, λ / 4-λ / 4-λ / 4 or λ / 4-λ / 2-λ / 4
It is practically preferable to use a three-layer film, but it is also possible to use a multi-layer film of four or more layers in view of the use of reflection characteristics. Where 3
The λ / 4 film, which is the first layer counting from the substrate side of the layer film, is a three-layer symmetrical equivalent film using the above mixed vapor deposition film and SiO ₂ film, or 2
It may be an equivalent film of a composite of layers.

Further, in forming the multilayer antireflection film, a method such as a sputtering method using a similar sintered body as a target material, an ion plating method, or the like can be used instead of the above-described vacuum vapor deposition method.

As described above, by providing a hard coat film and a multilayer antireflection film on a polyurethane lens substrate, it is a thin and lightweight antireflection high refractive index plastic lens, which can be used without reducing the impact resistance of the lens. It is possible to obtain an antireflection high refractive index plastic lens having improved scratch resistance and optical characteristics.

[Examples] Examples of the present invention will be described below.

Example 1 (Production of High Refractive Index Polyurethane Lens) 100 parts by weight of m-xylylene diisocyanate, 142 parts by weight of pentaerythritol tetrakis-3-mercaptopropionate, and 6 parts by weight of di-n-butyl phosphate.
0.25 parts by weight of dibutyltin dilaurate and 0.5 parts by weight of 2- (2'-hydroxy-5'-t-octylphenyl) benzotriazole as an ultraviolet absorber were mixed, stirred thoroughly, and then desorbed under a vacuum of 1 mmHg for 60 minutes. I was careful.

Then, the mixed solution is poured into a mold composed of a glass lens-molding mold and a resin gasket, and the temperature is 25 ° C to 120 ° C.
The temperature was continuously raised up to 20 hours and then maintained at 120 ° C. for 2 hours to carry out polymerization. After the polymerization, the gasket was removed and the lens mold and the lens were separated to obtain a high refractive index polyurethane lens.

The obtained lens had good optical physical properties of n _d = 1.592 and ν _d = 36.

(Preparation of coating liquid) To 212 parts by weight of γ-glycidoxypropyltrimethoxysilane, 54 parts by weight of 0.06N hydrochloric acid aqueous solution was added dropwise with stirring. After completion of dropping, stirring was performed for 24 hours to obtain a hydrolyzate.

Next, 424 parts by weight of antimony pentoxide sol (dispersed sol of methanol, average particle size 10 nm, solid content 30%) and 34 parts by weight of Denacol EX-521 (polyglycerol polyglycidyl ether manufactured by Nagase Kasei Co., Ltd.) as an epoxy compound. Was added, and the mixture was stirred for 5 hours, then 6.8 parts by weight of dibutyltin laurate was added as a curing catalyst, and aged for 100 hours to obtain a coating solution.

(Formation of hard coat film) The high refractive index polyurethane lens manufactured by
After immersing in 10% NaOH aqueous solution at ℃ for 5 minutes and thoroughly washing, coating with the coating solution prepared by the above method by dipping method (pulling speed 12 cm / minute), and at 120 ℃ After heating for 1 hour to cure, it was gradually cooled to obtain a hard coat film.

(Formation of Multi-layer Antireflection Film) A sintered body of SiO ₂ was used as a deposition material for the underlayer and the low refractive index film, and a mixed deposition film having a high refractive index film was used as a deposition material for ZrO ₂ powder and Ta ₂ O. ₅ powder and Y ₂ O ₃ powder in a molar ratio of 1:
The mixture was mixed at a ratio of 1.3: 0.2, press-molded, and then sintered at 1200 ° C. to be pelletized, and the polyurethane lens provided with the hard coat film was put into the vapor deposition tank by the above-mentioned method, and while evacuating 85 After heating to ℃ and evacuating to 2 × 10 ^-5 Torr, the above vapor deposition materials are vapor-deposited by an electron beam heating method, and as shown in Table-1, a base layer made of a silicon oxide film and a mixed vapor deposition film. A low-refractive-index film of the first layer, which is a composite equivalent film of a silicon oxide film and a silicon oxide film, and a second film, which is a mixed vapor deposition film
Thus, a multi-layer antireflection film having a film structure in which a high-refractive index film of a layer and a low-refractive index film of a third layer made of silicon oxide were sequentially formed was obtained.

The base layer is preferable for improving the adhesion to the substrate.

Table 2 shows the measurement results of the absorptance of the antireflection high-refractive index plastic lens thus obtained in the visible light wavelength range. The absorptance (%) in Table 2 is 380 to 780 nm of the above antireflection high refractive index plastic lens.
The reflectance (R) and the transmittance (T) in the wavelength range were measured using a 340 type self-recording spectrophotometer manufactured by Hitachi, Ltd.
It was calculated by converting (R + T).

As is clear from Table-2, the antireflection high refractive index plastic lens obtained in this example has a low absorptivity over the entire wavelength range of visible light and has excellent optical characteristics. Was confirmed.

Further, in evaluating the mechanical properties and chemical properties, the appearance, luminous reflectance, scratch resistance, impact resistance, adhesion, heat resistance of the antireflection high refractive index lens obtained in this example, Alkali resistance, acid resistance and weather resistance were evaluated and measured in the following manner.

・ Appearance Using a certification device that uses a fluorescent lamp as a light source, visually 1) below
It was observed whether or not ~ 4) was satisfied.

1) Be transparent.

2) There is no irregularity on the surface.

3) There is no striae.

4) There is no foreign matter or scratch on the surface.

・ Luminous reflectance 380-780nm using Hitachi 340 type self-recording spectrophotometer
The reflectance in the wavelength range was measured, and the luminous efficiency was converted from this reflectance and the luminous efficiency curve.

・ Scratch resistance Rubbing the surface of the multilayer anti-reflective coating with steel wool # 0000,
The degree of scratch resistance was visually evaluated. The criteria for judgment are as follows.

A: Almost no scratches even with strong rubbing.

B ... If it is rubbed hard, it will be considerably damaged.

C ... Scratch equivalent to the lens substrate.

・ Impact resistance Anti-reflective 127 cm at the center of high refractive index plastic lens
A steel ball weighing 16 g was dropped from the height of and the lens was examined for damage.

・ Adhesiveness Anti-reflection High refractive index plastic lens surface is cross-cut at 1 mm intervals with 100 stitches, strongly adhered with cellophane tape, and then rapidly peeled off to see if the multi-layer anti-reflection film, underlayer and cured film are peeled off. I checked.

・ Heat resistance Anti-reflective high refractive index plastic lens 1 in oven
It was heated for a period of time and examined for the occurrence of cracks. The heating temperature was started from 70 ° C. and increased in 5 ° C. increments, and the superiority or inferiority was judged by the temperature at which cracks were generated.

-An antireflection high refractive index plastic lens was immersed in an alkali resistance 10 wt% NaOH aqueous solution for 24 hours, and the erosion state of the multilayer antireflection film surface was observed.

The antireflection high refractive index plastic lens was immersed in an acid resistant 10 wt% HCl aqueous solution and a 10 wt% H ₂ SO ₄ aqueous solution for 24 hours, and the erosion state of the multilayer antireflection film surface was observed.

・ Weather resistance Anti-reflective high-refractive-index plastic lenses are exposed outdoors for one month, and then the appearance, luminous reflectance, scratch resistance, impact resistance, adhesion, heat resistance, alkali resistance, and acid resistance described above are used. It was evaluated and measured according to the procedure.

As a result, in the antireflection high refractive index plastic lens of the present example, good evaluation and measurement results were obtained for all items, and it was confirmed that mechanical properties and chemical properties were also excellent. .

Among these evaluations and measurement results, the appearance, the luminous reflectance, the scratch resistance, the impact resistance, the adhesion, the heat resistance, the alkali resistance and the acid resistance of eight items, the measurement results are shown in Table-3.
Table 4 shows the weather resistance, that is, the evaluation results of the above 8 items after 1 month of outdoor exposure.

Examples 2 to 9 A polyurethane lens having a hard coat film was obtained in the same manner as in Example 1, and an underlayer was formed in the same manner as in Example 1, and then a two-layer equivalent film of the first layer of the multilayer antireflection film. An example in which ZrO ₂ powder, Ta ₂ O ₅ powder and Y ₂ O ₃ powder were mixed at a molar ratio of 1: 1.3: 0.2 in forming the mixed vapor deposition film and the second layer mixed vapor deposition film constituting In place of the mixed raw material No. 1, mixed raw material mixed at a ratio of 1: 1: 0.1 (Example 2), mixed raw material mixed at a ratio of 1: 1: 0.2 (Example 3), at 1: 1: 0.3 Mixed raw materials mixed in a ratio (Example 4), mixed raw materials mixed in a ratio of 1: 1.3: 0.1 (Example 5), mixed raw materials mixed in a ratio of 1: 1.3: 0.3 (Example 6), 1: Mixed raw materials mixed at a ratio of 1.5: 0.1 (Example 7), mixed raw materials mixed at a ratio of 1: 1.5: 0.2 (Example 8), mixed raw materials mixed at a ratio of 1: 1.5: 0.3 (Example 9) ) It Except for using is in the same conditions as in Example 1 was provided a multilayer anti-reflection film of the same film structure.

The absorptance of each antireflection high refractive index plastic lens thus obtained in the visible light wavelength range was measured in the same manner as in Example 1, and the lenses obtained in any of the Examples had visible light rays. It was confirmed that the compound had a low absorptance over the entire wavelength range of, and had excellent optical characteristics. The measurement results are collectively shown in Table-2.

Further, the appearance of each antireflection high refractive index plastic lens thus obtained, luminous reflectance, scratch resistance, impact resistance, adhesion, heat resistance, alkali resistance, acid resistance and weather resistance, When evaluated and measured in the same manner as in Example 1,
It was confirmed that the antireflection high-refractive-index plastic lenses obtained in any of the examples gave good evaluation and measurement results for each item and were excellent in mechanical properties and chemical properties.

Example 10 As a coating liquid for a hard coat film, 54 parts by weight of 0.06N hydrochloric acid aqueous solution was added dropwise to 212 parts by weight of γ-glycidoxypropyltrimethoxysilane with stirring, and after the dropping was completed.
The hydrolyzate obtained by stirring for 24 hours contained 424 parts by weight of antimony pentoxide sol (methanol dispersion slurries, average particle size 10 nm, solid content 30%) and Denacol E as an epoxy compound.
68 parts by weight of X-521 (polyglycerol polyglycidyl ether manufactured by Nagase Kasei Co., Ltd.), and titanium-is
In the same manner as in Example 1 except that 34 parts by weight of o-propoxyoctylene glycol coat was added and the coating solution obtained by aging for 100 hours with stirring was used,
An antireflection high refractive index plastic lens was obtained.

The antireflection high-refractive-index plastic lens thus obtained was measured for absorptance in the wavelength range of visible light in the same manner as in Example 1. As a result, a low absorptance was observed over the entire wavelength range of visible light. It was confirmed that it has excellent optical characteristics. The measurement results are also shown in Table-2.

In addition, the antireflection high-refractive-index plastic lens thus obtained was subjected to appearance, luminous reflectance, scratch resistance, impact resistance, adhesion, heat resistance, alkali resistance, acid resistance and weather resistance. When evaluated and measured in the same manner as in Example 1, it was confirmed that good evaluation and measurement results were obtained for each of the items, and that mechanical properties and chemical properties were also excellent.

In addition, among these evaluations and measurement results, the evaluation, measurement results of eight items of appearance, luminous reflectance, scratch resistance, impact resistance, adhesion, heat resistance, alkali resistance and acid resistance are shown in Table-3. ,
Table 4 also shows the weather resistance, that is, the evaluation results of the above 8 items after 1 month of outdoor exposure.

[Effects of the Invention] As described above, the antireflection high-refractive-index plastic lens of the present invention is a plastic lens having excellent optical characteristics as well as mechanical characteristics and chemical characteristics.

Therefore, by implementing the present invention, thin and lightweight,
It is possible to provide optical lenses with excellent optical properties as well as excellent mechanical and chemical properties, aiming at higher performance in addition to making eyeglass lenses thinner and lighter, and reducing the size and weight of optical equipment. Is possible.

 ─────────────────────────────────────────────────── ─── Continuation of front page (56) Reference JP-A-60-225101 (JP, A) JP-A-55-22704 (JP, A) JP-A-61-262701 (JP, A) JP-A-63- 309901 (JP, A) JP-A-60-29701 (JP, A) JP-A-60-199016 (JP, A)

Claims (2)

[Claims] 1. A plastic lens substrate containing polyurethane as a main component, which is obtained by polymerizing polyisocyanate and polythiol, a hard coat film containing an organosilicon polymer, which is provided on the surface of the plastic substrate, and silicon. Alternating low-refractive index film consisting of vapor-deposited metal oxide film containing at least oxide film and high-refractive index film consisting of vapor-deposited film using a sintered body of metal oxide containing tantalum, zirconium and yttrium as a vapor deposition source An antireflection high-refractive-index plastic lens, comprising: 2. The composition ratio of the sintered body of the metal oxide containing tantalum, zirconium and yttrium is 1.0 for zirconium oxide and 1.0 for tantalum oxide.
The antireflection high refractive index plastic lens according to claim 1, characterized in that 0.8 to 1.8 and yttrium oxide are 0.05 to 0.3.