JPS597902A - Plastic lens - Google Patents

Abstract

PURPOSE:To enhance scratch resistance and impact strength by forming an organic hard coat layer and a reflection preventive layer made of inorganic material on a plastic lens. CONSTITUTION:A 1-10mum thick hard coat layer 5 hardened by adding a polyfunctional epoxy compd. to at least one of org. silane compds. represented by the shown general formula incorparated as a essential component is formed on the surface of a plastic lens 4 having high refractive index. In said formula, R<3> is gamma-glycidoxypropyl, beta-(3,4-epoxycyclohexyl)ethyl, or methacryloyloxyethyl; R<4> is H or methyl; Z is halogen except fluorine or alkoxy; and k+l is an integer of 0-2. Moreover, a single or multilayered reflection preventive layers 6-8 made of inorganic materials having <=0.5mum thickness are formed on said hard coat layer 5.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention provides an organic nodule coating layer on the surface of a resin lens, which has a relatively high refractive index for a synthetic resin, and further provides a single layer or multilayer coating made of an inorganic substance on the surface of the resin lens. The present invention relates to a synthetic resin lens provided with an antireflection layer.

In recent years, demand for synthetic resin eyeglass lenses has increased. Synthetic resin lenses have various advantages over inorganic glass lenses, such as being lighter, having higher impact resistance, better workability, and being dyeable.

However, resin lenses have a major drawback in that they are much more easily scratched than inorganic glass lenses. In order to solve this problem and obtain scratch resistance that can withstand use, it is necessary to provide a node coat on the surface of the resin lens.

Furthermore, in the case of resin lenses, there is also the drawback that the center thickness must be thicker than inorganic glass lenses in terms of strength. In order to make the entire lens as thin as inorganic glass, it is necessary to increase the refractive index of the resin that is the lens material. Therefore, if the refractive index of the lens material resin is increased, the reflectance of light on the lens surface will increase, making it unsuitable for use as an eyeglass lens, so it is necessary to provide an anti-reflection layer to reduce reflection. Conventionally, when providing a synthetic resin lens with both a hard coat and an antireflection effect, as shown in Figure 1, a hard coat layer 2 mainly made of silicon oxide is first provided on the lens surface, and then an inorganic material is added to the hard coat layer 2 on the lens surface. Single layer or multilayer antireflection layer 3
The method of setting up has been used. Although this method provides a sufficiently good antireflection effect, it has not yet achieved a level of scratch resistance that is sufficient for practical use. Another disadvantage is that the impact resistance is extremely poor compared to a resin lens before coating.

On the other hand, it is also widely practiced to coat synthetic resin lenses with an organic hard coat film to improve the scratch resistance of the lenses. This method has the advantage of very good scratch resistance and no reduction in impact resistance. However, since this method does not provide an anti-reflection effect, when used on lenses with a high refractive index that is different from ordinary eyeglass resin lenses, that is, lenses with large surface reflections, the amount of reflection is large, making it difficult to use as eyeglass lenses. It is often not suitable for

The present invention eliminates such drawbacks, and its purpose is to:
The purpose of the present invention is to provide a light and thin synthetic resin lens that has excellent scratch resistance and impact resistance, has a large antireflection effect, and is light and thin.

The basic film structure of the present invention is as shown in FIG. 1, in which a synthetic resin lens 1 is provided with an organic node coat layer 2 and a single-layer or multi-layer antireflection layer 3 made of an inorganic material. .

Raw materials CI), '(II), [
(2)] and the ultraviolet absorber can satisfy the characteristics required for eyeglass lenses by adjusting the ratios stated in the claims. When the composition ratio of monomer (I) is less than 9 parts by weight, the impact strength of the lens decreases, and when it exceeds 80 parts by weight, heat resistance and clay pot workability are significantly decreased. When the composition ratio of monomer (I) is less than 20 parts by weight, heat resistance and clay tank processability decrease, contrary to the case of monomer (I), and when it exceeds 80 parts by weight, the resistance deteriorates. Impact resistance deteriorates and the properties required for lenses cannot be met. If the composition ratio of the polymerization initiator (m) is less than 0.1 part by weight, the scratch resistance and solvent resistance of the lens base material itself will be poor, and if it exceeds 50 parts by weight, it will become brittle and the reaction control will be impaired. becomes difficult.

The ultraviolet absorbers used in the present invention include benzophenone-based, benzotriazole-based, substituted acrylonitrile-based, and salicylate-based ultraviolet absorbers.

The organic hard coat layer 2 increases the surface hardness of the synthetic resin lens, and at the same time improves the adhesion between the inorganic anti-reflection layer and the lens, thereby improving the overall scratch resistance of the lens. .

The composition of the hard coat layer is represented by the general formula (N) (in the formula R11
is r-glycidoxyprobyl group or β-(3,4-epoxycyclohexyl)ethyl group or methacroyloxyethyl group, R4 is hydrogen or methyl group, 2 is halogen or alkoxy group excluding fluorine, lc+t is from 0 The main component is one or a mixture of two or more organic silane compounds represented by the integer 2, and a polyfunctional epoxy compound is added thereto.

Examples of the polyfunctional epoxy compound include polyolefin epoxy resins, alicyclic epoxy resins such as polyglycidyl esters obtained from cyclopentadiene oxide or hexahydrophthalic acid and epichlorohydrin, bisphenol A, catechol, and resorcinol. Polyhydric phenol or (poly)ethylene glycol 1 (poly)propylene glycol, neopentyl glycol, glycerin, hexamethylene glycol, trimethylolpropane, pentaerythritol.

Zigxerol. Examples include polyglycidyl ethers obtained from polyhydric alcohols such as sorbitol and epichlorohydrin.

If the thickness of the hard coat layer is less than 1 μm, sufficient scratch resistance cannot be obtained, and if it exceeds 10 μm, sufficient surface precision cannot be obtained.

The antireflection layer 3 is composed of a single layer or multiple layers of inorganic materials, and the inorganic materials used include 5102 and ZrO2.
, TiO2, TIL205, Y2O3, Yb2O
3, metal oxides such as Si3N4, metal nitrides such as Si3N4.

Metal fluorides such as M@F2, C! When a synthetic resin lens is coated with a thick inorganic layer containing metals such as r, W, Ta, etc., the impact resistance of the lens is significantly reduced. The present invention (
In this case, the impact resistance of the lens is maintained by controlling the thickness of the inorganic layer to 0.5 μm or less.

EXAMPLES The present invention will be explained in detail based on the following examples.
1 50 parts by weight of styrene, 2,2-bis(3,5-dibromo-4-methacryloyloxyethoxyphenyl)propane 4a triple HN(lt) 1.5 parts by weight of t-butylhaoxypiparate, 2-(2' A hard coat layer 5 and a Yb
2O3 layer 6°ZrO2 layer 8 The hard coat layer was provided with an anti-reflection layer consisting of three layers: 45* parts by weight of tetramethoxysilane, 60 parts by weight of r-dalicidoxyprobyltrimethoxysilane and 1. (210 parts by weight of S-digrydoxyhexane was mixed with 60 parts by weight of isopronozenol, and after hydrolysis with 34 parts by weight of 005 normal hydrochloric acid, a solution prepared by adding 120.1 parts by weight of 5nO as a polymerization catalyst was prepared. This solution was applied by a dipping method and then cured at 130° C. for 2 hours.) The film of the decoat layer was 2.1 μm thick. On this node coat layer, the above-mentioned three-layer antireflection layer was applied by vacuum evaporation.

Reference Example-1 The material of the hard coat layer in Example-1 was changed to a reaction mixture of 50 parts of methyltriethoxysilane and 50 parts of phenyltriethoxysilane. This node coat layer has a thickness of 3
It's mu-emotional.

Reference Example 2 The material of the hard coat layer in Example 1 was changed to a mixed vapor deposited film of silicon oxide and aluminum oxide.

This hard coat layer has a film thickness of 3 μm.

Example-6 The hard coat layer of Example-1 was prepared by adding 20 parts by weight of a partial hydrolyzate of tetraethoxysilane, 30 parts by weight of a partial hydrolyzate of γ-glycidoxyprobyl(methyl)dimethoxysilane, and hexakis(methoxysilane). methyl) melamine and 1
, 3-propanediol in a Durham equivalent ratio of 1:1 to a reaction mixture containing 50 parts by weight of preliminary wire hardware. of·
- The film thickness of the docoat layer is 2.5 μm.

Table 1 summarizes the characteristics of the lenses of Example-1 and Reference Examples-1 to 3.

Table 1 Steel wool and wire brushes were compared for their resistance to scratches when the lens was rubbed 10 times with a load of 1 kg. A, A', E...l1 of K, E'
This shows that the G is too large to hit if.

Impact resistance indicates whether or not it passes FDA standards.

As shown in Table 1, the lens of the present invention has excellent abrasion resistance and impact resistance, and by using a resin lens with a relatively high refractive index, it is possible to make the eyeglass lens thinner.
This greatly contributes to weight reduction.

[Brief explanation of the drawing]

Figure 1 shows the hard coat of a synthetic resin lens. The basic film structure of an anti-reflection film is shown. 1 is a synthetic resin lens substrate, 2 is a hard coat layer, and 6 is an antireflection layer. FIG. 2 shows the membrane structure of Example-1 of the present invention. 4 is a high refractive index resin lens, 5 is an organic hard coat layer, 6 to 8 are antireflection layers, 6 is Yb2O3, and 7 is Zr.
O2,8 consists of 5102. Applicant: Shuwa Seikosha Co., Ltd.

Claims (1)

[Scope of Claims] (A) 9 to 80 parts by weight of one or more monomers represented by the general formula [E] and 20 to 80 parts by weight of one or more monomers represented by the general formula (II) 80 parts by weight, a monomer mixture containing 01 to 30 parts by weight of a polymerization initiator represented by general formula (m) and 001 to 1.0 parts by weight of an ultraviolet absorber is radically polymerized on the surface of a synthetic resin lens base material. -0-0=OH2...[11]R'-0-0
-0-R2...(m) (wherein, X is halogen or hydrogen excluding fluorine, Y is halogen excluding fluorine, R
is hydrogen or a methyl group, Hl-, R2 is an alkyl group having 1 to 12 carbon atoms, m is 1 or 2, and L is 0 to 3) CB) 1 of the organosilane compound represented by the general formula (IV) A hard coat layer having a thickness of 1 to 10 μm, which is cured by adding a polyfunctional epoxy compound, is applied to the main component, and a hard coat layer of 1 to 10 μm is applied to the polyfunctional epoxy compound (in the formula, R3 is γ
-glycidoxyprobyl group or β-(3,4-epoxycyclohexyl)ethyl group or methacroyloxyethyl group, R' is hydrogen or methyl group, Z is halogen or alkoxy group excluding fluorine, k+t is 0 to 2 (representing an integer of ) (0) A synthetic resin lens further comprising, on the hard coat layer, a single-layer or multi-layer anti-reflection layer made of an inorganic substance and having a thickness of less than 1 s μm.