JPH07247379A - Production of plastic lens - Google Patents

Abstract

PURPOSE:To impart antistatic properties to a plastic lens while maintaining optical properties by dipping the lens in a coating solution containing a tetraalkoxysilane, a substituted alkoxysilane, a heteropoly-acid, an organic solvent, and an acid, and then heating the lens. CONSTITUTION:A plastic lens is dipped in a coating solution comprising a mixture (A) of a silane compound represented by formula I (wherein R is a 1-5C alkyl) (e.g. tetramethoxysilane) and a silane compound represented by formula II (wherein R<1> is a 1-5C alkyl; Y is an organic group excluding OR<1>; and n is 1-3) (e.g. monomethyltrimethoxysilane) in a molar ratio of 80:20 to 20:80, a heteropoly-acid (B) (e.g. phosphotungstic acid), an organic solvent (C) (e.g. methanol), and a 0.01-5wt.% aqueous solution of an acid (D), the A/B/C/D ratio being 1/(0.001-0.15)/(10-100)/(1-30) by mol. The coated lens is heated at 40 deg.C or higher for 0.5 to 5 hours.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to a method for manufacturing plastic lenses.

[0002]

2. Description of the Related Art Plastic lenses are used in various optical products. However, since plastics have low hygroscopicity and high electrical insulation, dust and dirt adhere to them due to electrostatic charge and their optical characteristics deteriorate. Easy to do.

A Fresnel lens, which is a type of plastics lens, is a transparent plastics plate with concentric grooves of precise shape cut, and each groove surface has a different angle and depth. It is composed of. This Fresnel lens has a lens function of condensing or diverging light to the same level as a spherical lens as a whole, and it is a focus glass of a camera, a field lens of a projector, a lens for a projection type TV screen, and an overhead projector. It is used in various applications such as lenses for home use. As a method of manufacturing a Fresnel lens having an antistatic ability, a Fresnel lens used as a member of a transmissive screen,
Print an opaque conductive material only on the surface parallel to the incident light,
A method of arranging by a method such as painting, vapor deposition or adhesion has been proposed (JP-A-4-63334).

[0004]

However, in this method, since the conductive material is only one-dimensionally continuous,
Compared to a state in which a conductive material is placed on the entire surface, the antistatic ability due to leakage of accumulated charge is smaller. Since the conductive material is selectively placed only on the surface parallel to the incident light, the manufacturing method is There were drawbacks such as being complicated. The present invention has been made in view of the above-mentioned drawbacks, and an object thereof is to provide a method for producing a plastic lens that has sufficient antistatic ability while maintaining optical characteristics and can be easily produced. It is in.

[0005]

The mixture (a) used in the present invention comprises a silane compound A represented by the following general formula [I] and Si (OR) ₄ ... [I] And a silane compound B represented by the general formula [II]. Y _n --Si (OR ¹ ) _4-n ... [II]

In the formula, n represents an integer of 1 to 3. R
And R ¹ represent an alkyl group having 1 to 5 carbon atoms. However, when the carbon number increases, the stability of the coating solution decreases and the long-term storage stability deteriorates. Therefore, the carbon number is limited to 1 to 5. Examples of R and R ¹ are methyl group, ethyl group, n-propyl group, iso-propyl group, n-butyl group, sec-
Examples thereof include a butyl group and a tert-butyl group. Y represents an organic group other than OR ¹ , and examples thereof include a hydrocarbon group, a glycidoxyalkyl group, an epoxycyclohexylalkyl group, an aminoalkyl group, a (meth) acryloyloxyalkyl group and a mercaptoalkyl group. Examples of the hydrocarbon group include an alkyl group, a substituted alkyl group, an allyl group, a vinyl group, a phenyl group and a naphthyl group. When n is 2 or 3, Y
May be the same as or different from each other.

Examples of the compound represented by the general formula [I] include tetramethoxysilane, tetraethoxysilane,
Tetra-n-propoxysilane, tetra-iso-propoxysilane, tetra-n-butoxysilane, tetra-
Examples thereof include sec-butoxysilane and tetra-tert-butoxysilane.

The compound represented by the general formula [II] includes n
When is 1, for example, monomethyltrimethoxysilane, monomethyltriethoxysilane, monomethyltri-
n-propoxysilane, monomethyltri-iso-propoxysilane, monomethyltri-n-butoxysilane,
Monomethyltri-sec-butoxysilane, monomethyltri-tert-butoxysilane, ethyltriethoxysilane, vinyltriethoxysilane, phenyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane, β- (3,4 epoxycyclohexyl) Examples thereof include ethyltrimethoxysilane, γ-aminopropyltrimethoxysilane, γ-aminopropyltriethoxysilane, acryloxypropyltrimethoxysilane, and mercaptopropyltrimethoxysilane.

When n is 2, for example, dimethyldimethoxysilane, dimethyldiethoxysilane, dimethyldi-
n-propoxysilane, dimethyldi-iso-propoxysilane, dimethyldi-n-butoxysilane, dimethyldi-sec-butoxysilane, dimethyldi-tert-
Examples include butoxysilane, diethyldiethoxysilane, ethylvinyldiethoxysilane, ethylphenyldiethoxysilane, γ-glycidoxypropylmethyldiethoxysilane, γ-aminopropylmethyldiethoxysilane, and acryloxypropylmethyldiethoxysilane. To be

When n is 3, for example, trimethylmonomethoxysilane, trimethylmonoethoxysilane, trimethylmono-n-propoxysilane, trimethylmono-
iso-propoxysilane, trimethylmono-n-butoxysilane, trimethylmono-sec-butoxysilane, trimethylmono-tert-butoxysilane, triethylethoxysilane, diethylvinylethoxysilane, diethylphenylethoxysilane, γ-glycidoxypropylethyl. Methyl ethoxysilane etc. are mentioned.

As the silane compound A and the silane compound B, compounds within the range defined above may be used alone or in combination of two or more kinds. Among many combinations of the silane compound A and the silane compound B constituting the mixture of the present invention, a combination of tetraethoxysilane as the silane compound A and methyltrimethoxysilane as the silane compound B is particularly preferable.

In the present invention, the molar ratio of the silane compound A and the silane compound B is limited to 80:20 to 20:80. When the amount of the silane compound A is large, cracks are likely to occur in the film, and when the amount is small, the film becomes opaque.

The heteropolyacid compound (b) used in the present invention is boron, aluminum, gallium, silicon,
At least one element selected from the group consisting of germanium, cesium, titanium, zirconium, antimony, bismuth, rhodium, copper, platinum, phosphorus, iron, cobalt, nickel, arsenic, chromium, sulfur, selenium, tellurium, and thorium, Heteropoly acid or a salt thereof which is a complex oxygen acid composed of at least one element selected from the group consisting of molybdenum, tungsten, vanadium, niobium and tantalum as adjacent metal atoms forming a heteropoly acid.
Examples of the salt include sodium salt and ammonium salt.

Examples of the heteropolyacid include lintan
Gustonic acid (H₃PW₁₂O₄₀・ NH ₂O), phosphorus morib
Denic acid (H₃PMo₁₂O₄₀・ NH₂O), Katangs
Tenic acid (H₃SiW₁₂O₄₀・ NH₂O) etc.
It Heteropolyacid salts include, for example, phosphorus molybdate.
Sodium vanadate acid (Na_3-XPMo_12-XV_XO
₄₀・ NH₂O). These heteropolyacids
Or the salts thereof may be used alone or in combination of two or more kinds.
May be done

In the present invention, the heteropolyacid compound (b)
Is 0.001 to 1 mol of the mixture (a).
It is limited to a proportion of 0.15 mol. When the amount of the heteropolyacid compound (b) is small, the film does not have sufficient conductivity to prevent electrification, and when it is large, the film becomes cloudy and opaque. The preferable addition amount is in the range of 0.01 to 0.10 mol with respect to 1 mol of the mixture (a).

The organic solvent (c) used in the present invention is particularly compatible as long as it is compatible with the mixture (a) and water (d) containing an acid and can dissolve the heteropolyacid compound (b). It is not limited, and examples thereof include alcohols such as methyl alcohol, ethyl alcohol, isopropyl alcohol and butyl alcohol, ketones such as acetone and methyl ethyl ketone, and tetrahydrofuran. Particularly, methyl alcohol, ethyl alcohol and isopropyl alcohol are preferable. . These may be used alone or in combination of two or more.

The amount of the organic solvent (c) is the same as that of the mixture (a).
It is limited to a ratio of 10 to 100 mol with respect to 1 mol. When the amount of the organic solvent (c) decreases, it is difficult to mix the coating solution uniformly, resulting in a heterogeneous solution, and when the amount increases,
The solid content concentration of the solution becomes too low, and a sufficient antistatic ability cannot be obtained when a film is formed. The preferable addition amount is in the range of 20 to 50 mol per 1 mol of the mixture (a).

Water (d) containing the acid used in the present invention
In, the acid is added as a catalyst for the hydrolysis of mixture (a). The addition amount may be 0.01 to 5% by weight in the water (d) used for preparing the coating solution. If the amount of acid is small, the effect as a catalyst cannot be expected, and if it is large, the film becomes inhomogeneous. As an acid,
The inorganic acid and the organic acid are not particularly limited, and examples thereof include hydrochloric acid, sulfuric acid, and nitric acid. Water is also added for the hydrolysis of the above mixture (a). The amount of water (d) is limited to a ratio of 1 to 30 mol with respect to 1 mol of the mixture (a). When the amount of water (d) is small, sufficient hydrolysis is unlikely to occur, and when it is large, the compatibility with the solution is poor. The preferable addition amount is 3 to 10 mol per 1 mol of the mixture (a).

The composition of the coating solution used in the present invention is as described above, but a hydrophilic polymer such as polyethylene glycol may be added to further improve the conductivity. Further, in order to improve the film forming property, a cellulose derivative such as methyl cellulose, hydroxypropyl methyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose or the like may be contained. Further, for the same purpose, an oxide colloid such as silica sol, alumina sol, zirconia sol may be contained. Further, an alkoxide of a metal other than silicon may be added to improve the hardness of the film. Further, a known curing catalyst may be added for curing the mixture (a).

The method for preparing the coating solution used in the present invention is not particularly limited, and for example, a method of collectively mixing the above-mentioned constituent materials, or after dividing and mixing the specific constituent materials , A method of adding the remaining constituent materials and mixing, and the like. As a method of dividing and mixing, for example, a silane compound A and a silane compound B are mixed, an organic solvent is added to this mixture, and the mixture is stirred, and water containing an acid as a catalyst for hydrolysis is added. To obtain a hydrolyzate of the silane compound. To this solution, one kind or a mixture of two or more kinds of heteropolyacid compounds is added and mixed by stirring to obtain the solution.

The method of manufacturing the plastic lens of the present invention comprises the following steps (1) to (3). (1) A coating solution is prepared as described above. (2) Next, the lens made of plastics is dipped in the above coating solution and pulled up to apply the coating solution to the surface of the lens made of plastics. The material of the plastic lens is not particularly limited as long as it is a transparent plastic, and examples thereof include plastics such as polycarbonate, acrylic resin, and polyvinyl chloride. The shape of the plastic lens is not particularly limited, and examples thereof include a general lens shape having no surface irregularities and a shape such as a Fresnel lens having surface irregularities.

The coating method is not limited to the dip coating method, which can apply a uniform thickness even if there are irregularities or curved surfaces. In particular, in the case of Fresnel lens as a plastic lens, fine concentric grooves are cut on the surface of the plastic plate, so in order to obtain a uniform film that can follow the unevenness of the groove, the dip coating method And other methods such as brush, spray coating or roll coating are unsuitable. When the Fresnel lens is applied by the dip coating method, both the light entrance surface and the light exit surface of the Fresnel lens are usually applied simultaneously.

(3) Next, the applied plastic lens is heat-treated to form a film on the surface of the plastic lens. The heating temperature is usually 40 ° C. or higher, preferably 60 ° C. or higher and lower than the heat resistant temperature of the plastic lens. Time is usually
It may be about 0.5 to 5 hours. As a heating method, a conventionally known method is appropriately used, and examples thereof include a method using a gear oven and an infrared lamp. In addition, before the heat treatment, if necessary, the coating film surface may be dried to a tack-free degree. The drying conditions may be natural drying or heat drying.

In the second aspect of the present invention, the perchloric acid compound (b ₂ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing a plastic lens of the present invention.

Perchloric acid compound (b) used in the present invention 2
₂ ) is a compound represented by the general formula XClO ₄ . In the formula, X is a hydrogen atom, a monovalent metal atom, NH ₄ or quaternary ammonium represented by the following general formula [III].

[Chemical 4] Examples of the monovalent metal atom include lithium, sodium and potassium. Quaternary ammonium substituent, M
¹ , M ² , M ³ and M ⁴ are alkyl groups having 1 to 20 carbon atoms. Examples of the perchloric acid compound (b ₂ ) include perchloric acid, lithium perchlorate, ammonium perchlorate, tetramethylammonium perchlorate, tetraethylammonium perchlorate and the like.

The perchloric acid compound (b) used in the present invention 2
₂ ) is 0.005 to 1 mol of the mixture (a).
It is added in a proportion of 0.32 mol. Perchlorate compound (b
_{When the amount of 2} ) is small, the film does not have sufficient conductivity to prevent electrification, and when it is large, the film becomes cloudy and opaque.

The method for producing a plastic lens of the present invention 2 is the same as the method for producing a plastic lens of the present invention except that a perchloric acid compound (b ₂ ) is used in place of the heteropolyacid compound (b). It is the same as the manufacturing method of.

In the third aspect of the present invention, the plastic thread of the present invention is used.
The coating solution used in the method of manufacturing
Instead of the lopolyacid compound (b), the general formula CF₃SO₃X
¹A trifluoromethanesulfonic acid compound (b
₂) Is used. Where X ¹Is a hydrogen atom or monovalent
Indicates a metal atom. As the monovalent metal atom, lithium,
Examples include sodium and potassium. Trifluoro
Methanesulfonic acid compound (b₂), For example,
For example, trifluoromethanesulfonic acid, trifluorometa
Lithium sulfonate, trifluoromethane sulfonic acid
Examples include sodium. These are used alone
Or two or more kinds may be used in combination.

Trifluoromethanesulfonic acid compound (b
₂ ) is 0.001 to 1 mol of the mixture (a).
It is added in a proportion of 0.4 mol. When the amount of the trifluoromethanesulfonic acid compound (b ₂ ) is small, the film does not have sufficient conductivity for antistatic, and when it is large, the film becomes cloudy and opaque. The preferable addition amount is the mixture (a)
It is in the range of 0.05 to 0.2 mol with respect to 1 mol.

The water (d) used in Invention 3 is added for the hydrolysis of the mixture (a). Water (d) is added at a ratio of 1 to 30 mol with respect to 1 mol of the mixture (a). When the amount of water (d) is small, sufficient hydrolysis is unlikely to occur, and when the amount is large, the compatibility with the coating solution is poor. The preferable addition amount is 3 to 10 mol per 1 mol of the mixture (a).

If necessary, an acid may be added to the coating solution used in the present invention 3 as a catalyst for the hydrolysis of the silane compound. The amount of the acid added may be 0.01 to 5% by weight in the water added to the solution in the above ratio. If it is less than this proportion, the effect as a catalyst cannot be expected, and if it is more than this proportion, the coating becomes inhomogeneous. The acid is not particularly limited, and either an inorganic acid or an organic acid can be used, and examples thereof include hydrochloric acid, sulfuric acid, and nitric acid.

The method for producing the coating solution used in the present invention 3 is not particularly limited, and, for example, a method of mixing the above-mentioned constituent materials at once or a specific constituent material is divided and mixed. After that, a method of adding and mixing the remaining constituent materials can be mentioned. As a method of dividing and mixing, for example, the silane compound A and the silane compound B are mixed, an organic solvent is added to this mixture, and the mixture is stirred. A hydrolyzate of the compound is obtained. To this solution, a mixture of one or more trifluoromethanesulfonic acid compounds is added and mixed by stirring to obtain a coating solution.

Method for manufacturing plastic lens of the present invention 3
The method is a heteropolyacid compound in the production method of the present invention.
Instead of (b), a trifluoromethanesulfonic acid compound
(B ₂) Is used, and the manufacturing method of the present invention
It is the same.

In the present invention 4, sulfuric acid (b ₃ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing a plastic lens of the present invention.

The amount of sulfuric acid (b ₃ ) is limited to the ratio of 0.01 to 1 mol with respect to 1 mol of the mixture (a). When the amount of sulfuric acid (b ₃ ) is small, the film does not have sufficient conductivity to prevent static electricity, and when it is large, the film becomes cloudy and opaque. The preferable addition amount is in the range of 0.05 to 0.5 mol with respect to 1 mol of the mixture (a).

Regarding the water (d) used in the present invention 4,
The purpose of use, the amount used, and the fact that an acid may be added as a catalyst, if necessary, are the same as in the third embodiment.

Regarding the method for producing the coating solution used in the present invention 4, sulfuric acid (b ₃ ) is used in place of the trifluoromethanesulfonic acid compound (b ₂ ) in the method for producing the coating solution in the present invention 3. Other than the above, it is the same as the third embodiment.

The method for producing a plastic lens of the present invention 4 is the same as the method for producing a plastic lens of the present invention, except that sulfuric acid (b ₃ ) is used in place of the heteropolyacid compound (b). Is the same as.

In the present invention 5, fluorosulphonic acid (b ₄ ) (FSO ₃ H) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing a plastic lens of the present invention. It

The amount of fluorosulfonic acid (b ₄ ) is limited to 0.001 to 0.2 mol per 1 mol of the mixture (a). When the amount of fluorosulfonic acid (b ₄ ) becomes small, the film does not have sufficient conductivity to prevent static electricity,
When the amount is large, a white precipitate is formed in the coating solution, and a uniform solution cannot be obtained. The preferable addition amount is the mixture (a) 1
It is in the range of 0.08 to 0.2 mol per mol.

Regarding the water (d) used in the present invention 5,
The purpose of use, the amount used, and the fact that an acid may be added as a catalyst, if necessary, are the same as in the third embodiment.

Regarding the method for producing the coating solution used in the present invention 5, the fluorosulfonic acid (b ₄ ) is used in place of the trifluoromethanesulfonic acid compound (b ₂ ) in the method for producing the coating solution in the present invention 3. Is the same as the present invention 3 except that is used.

The method for producing a plastic lens of the present invention 5 is the same as the method for producing a plastic lens of the present invention except that fluorosulfonic acid (b ₄ ) is used in place of the heteropolyacid compound (b). It is similar to the manufacturing method.

In the present invention 6, a coating solution to which the metal alkoxide (e) is added is used as the coating solution used in the method for producing a plastic lens of the present invention.

The metal alkoxide (e) used in the present invention 6 includes zirconium tetraalkoxide represented by the general formula Zr (OR ² ) ₄ , titanium tetraalkoxide represented by the general formula Ti (OR ³ ) ₄ and general Formula Al
It is at least one metal alkoxide selected from the group consisting of aluminum trialkoxides represented by (OR ⁴ ) ₃ .

Zr (OR ² ) ₄ zirconium tetraalkoxide, Ti (OR ³ ) ₄ titanium tetraalkoxide and Al (OR ⁴ ) ₃ aluminum trialkoxide R ² , R ³ And R ⁴ represent an alkyl group having 1 to 5 carbon atoms, but when the carbon number is increased, the stability of the coating solution is deteriorated and the long-term storage stability is deteriorated, so the carbon number is limited to 1 to 5. . R ² ,
Examples of R ³ and R ⁴ include methyl group, ethyl group, n
-Propyl group, iso-propyl group, n-butyl group, s
Examples thereof include an ec-butyl group and a tert-butyl group.

Examples of the zirconium tetraalkoxide include zirconium tetramethoxide, zirconium tetraethoxide, zirconium tetra-n-propoxide, zirconium tetra-iso-propoxide, zirconium tetra-n-butoxide, zirconium tetra-sec-butoxide. , Zirconium tetra-
tert-butoxide and the like, particularly zirconium tetra-n-butoxide, zirconium tetra-is.
O-propoxide is preferred.

As the titanium tetraalkoxide,
For example, titanium tetramethoxide, titanium tetraethoxide, titanium tetra-n-propoxide,
Titanium tetra-iso-propoxide, titanium tetra-n-butoxide, titanium tetra-sec-
Examples thereof include butoxide and titanium tetra-tert-butoxide, and titanium tetra-n-butoxide and titanium tetra-iso-propoxide are particularly preferable.

As aluminum trialkoxide,
For example, aluminum trimethoxide, aluminum triethoxide, aluminum tri-n-propoxide,
Aluminum tri-iso-propoxide, aluminum tri-n-butoxide, aluminum tri-sec-
Examples thereof include butoxide and aluminum tri-tert-butoxide, and aluminum tri-sec-butoxide and aluminum tri-iso-propoxide are particularly preferable.

The total molar number of the mixture (a) of the present invention 6 and the molar ratio of the metal alkoxide (e) are 50: 50-9.
It is 9: 1. If the amount of the metal alkoxide (e) is small, the effect of addition will not be obtained, and if it is large, the film-forming property of the solution will be poor, and cracks will easily occur in the resulting coating film. When zirconium tetraalkoxide is used as the metal alkoxide, this molar ratio is preferably 60:40 to 99: 1, and particularly preferably 70:30 to 95: 5. In the case of titanium tetraalkoxide, this molar ratio is 7
Particularly preferred is 0:30 to 95: 5. In the case of aluminum trialkoxide, this molar ratio is 70: 30-9.
It is preferably 9: 1 and particularly preferably 75:25 to 95: 5.

In the present invention 6, the amount of the heteropolyacid compound (b) is limited to a ratio of 0.001 to 0.15 mol based on 1 mol of the total of the mixture (a) and the metal alkoxide (e). . When the amount of the heteropolyacid compound (b) is small, the film does not have sufficient conductivity to prevent electrification, and when it is large, the film becomes cloudy and opaque. The preferable addition amount is in the range of 0.01 to 0.10 mol per 1 mol of the total of the mixture (a) and the metal alkoxide (e).

The organic solvent (c) used in the present invention 6 is
It is not particularly limited as long as it is compatible with the mixture (a), water containing an acid (d) and metal alkoxide (e) and dissolves the heteropolyacid compound (b), and examples thereof include methyl. Alcohol, ethyl alcohol,
Alcohols such as isopropyl alcohol and butyl alcohol, ketones such as acetone and methyl ethyl ketone,
Tetrahydrofuran etc. are mentioned, Especially methyl alcohol, ethyl alcohol, and isopropyl alcohol are preferable. These may be used alone or in combination of two or more.

The amount of the organic solvent (c) is the same as that of the mixture (a).
And 10 moles of metal alkoxide (e) in total of 1 mole
It is limited to a ratio of -100 mol. When the amount of the organic solvent (c) is small, the coating solution is difficult to be mixed uniformly, resulting in a heterogeneous solution, and when the amount is large, the solid content concentration of the solution becomes too low, and a sufficient antistatic ability is obtained when a film is formed. I can't. The preferred addition amount is in the range of 20 to 50 mol per 1 mol of the total of the mixture (a) and the metal alkoxide (e).

In the acid-containing water (d) used in Invention 6, the acid is added as a catalyst for the hydrolysis of mixture (a) and metal alkoxide (e). The addition amount may be 0.001 to 5% by weight in the water (d) used for preparing the coating solution.
If the amount of acid is small, the effect as a catalyst cannot be expected, and if it is large, the film becomes inhomogeneous. The acid is not particularly limited, and either an inorganic acid or an organic acid can be used, and examples thereof include hydrochloric acid, sulfuric acid, and nitric acid. Also,
Water is added for the hydrolysis of the above mixture (a) and the metal alkoxide (e). The amount of water (d) is limited to a ratio of 0.1 to 5 mol with respect to a total of 1 mol of the mixture (a) and the metal alkoxide (e). When the amount of water (d) is small, sufficient hydrolysis is unlikely to occur, and when it is large, the hydrolysis rate is too fast and the storage stability of the resulting coating solution decreases, or cracks occur during curing of the coating film. . The preferred addition amount is the mixture (a)
1 to 3 with respect to a total of 1 mol of the metal alkoxide (e)
It is a mole. Particularly, in the case of aluminum trialkoxide as the metal alkoxide, 0.1 to 3 is used with respect to 1 mol of the total of the mixture (a) and the metal alkoxide (e).
Molar is preferable and 1-2 mol is especially preferable.

The composition of the coating solution used in the present invention 6 is as described above, but a hydrophilic polymer such as polyethylene glycol may be added to further improve the conductivity. Further, in order to improve the film forming property, a cellulose derivative such as methyl cellulose, hydroxypropyl methyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose or the like may be contained. Further, for the same purpose, an oxide colloid such as silica sol, alumina sol, zirconia sol may be contained. Further, an alkoxide of a metal other than silicon may be added to improve the hardness of the film. Further, a known curing catalyst may be added for curing the mixture (a).

The method for preparing the coating solution used in the present invention 6 is not particularly limited. For example, the above-mentioned constituent materials are mixed at once, or the specific constituent materials are divided and mixed. After that, a method of adding and mixing the remaining constituent materials can be mentioned. As a method of dividing and mixing, for example, a silane compound A and a silane compound B are mixed, an organic solvent is added to this mixture, water containing an acid is added to the mixture and stirred, and a hydrolyzate of the silane compound is added. To get A metal alkoxide is added to this solution to obtain a Si-metal hydrolyzate. To this solution, one kind or a mixture of two or more kinds of heteropolyacid compounds is added and mixed by stirring to obtain the solution.

The method for producing a plastic lens of the present invention 6 is the same as the coating solution in the production method of the present invention.
The manufacturing method is the same as that of the present invention except that the above coating solution is used.

In the present invention 7, the perchloric acid compound (b ₁ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing a plastic lens of the present invention 6.

In the present invention 7, the perchloric acid compound (b ₁ )
The amount of is limited to 0.005 to 0.32 mol per 1 mol of the total of the mixture (a) and the metal alkoxide (e). When the amount of the perchloric acid compound (b ₁ ) is small, the film does not have sufficient conductivity to prevent static electricity, and when it is large, the film becomes cloudy and opaque.

The method for producing the plastic lens of the present invention 7 is the same as the method for producing the plastic lens of the present invention 6, except that the perchloric acid compound (b ₁ ) is used in place of the heteropolyacid compound (b). This is similar to the manufacturing method of the sixth invention.

In the present invention 8, the trifluoromethanesulfonic acid compound (b ₂ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing a plastic lens of the present invention 6.

In the present invention 8, the amount of the trifluoromethanesulfonic acid compound (b ₂ ) is 0.001 with respect to 1 mol of the mixture (a) and the metal alkoxide (e) in total.
It is limited to a ratio of 0.3 mol. When the amount of the trifluoromethanesulfonic acid compound (b ₂ ) is small, the film does not have sufficient conductivity for antistatic, and when it is large, the film becomes cloudy and opaque. The preferable addition amount is in the range of 0.05 to 0.2 mol based on 1 mol of the total of the mixture (a) and the metal alkoxide (e).

The water (d) used in the present invention 8 is added for the hydrolysis of the mixture (a) and the metal alkoxide (e). The amount of water (d) is limited to a ratio of 0.1 to 5 mol with respect to a total of 1 mol of the mixture (a) and the metal alkoxide (e). When the amount of water (d) is small, sufficient hydrolysis is unlikely to occur, and when it is large, the hydrolysis rate is too fast and the storage stability of the resulting coating solution decreases, or cracks occur during curing of the coating film. . The preferable addition amount is 1 to 3 mol per 1 mol of the total of the mixture (a) and the metal alkoxide (e). Particularly, in the case of aluminum trialkoxide as the metal alkoxide, 0.1 to 3 mol is preferable, and 1 to 2 mol is particularly preferable, relative to 1 mol of the total of the mixture (a) and the metal alkoxide (e).

If necessary, an acid may be added to the coating solution used in the present invention 8 as a catalyst for the hydrolysis of the mixture (a) and the metal alkoxide (e). The amount of the acid added may be 0.001 to 5% by weight in the water added to the solution in the above ratio.
If it is less than this ratio, the effect as a catalyst cannot be expected,
If it is too large, the film becomes inhomogeneous. The acid is not particularly limited, and either an inorganic acid or an organic acid can be used, and examples thereof include hydrochloric acid, sulfuric acid, and nitric acid.

The method of preparing the coating solution used in the present invention 8 is not particularly limited, and, for example, a method of mixing the above-mentioned constituent materials at once or a specific constituent material is divided and mixed. After that, a method of adding and mixing the remaining constituent materials can be mentioned. As a method of dividing and mixing, for example, a silane compound A and a silane compound B are mixed, an organic solvent is added to this mixture, and a mixture of the trifluoromethanesulfonic acid compound and, if necessary, an acid is added and stirred. Water containing water is added to obtain a hydrolyzate of the silane compound. A metal alkoxide is added to this solution and mixed by stirring to obtain the solution in which the Si-metal hydrolyzate is formed.

The process for producing a plastic lens of the present invention 8 is the same as the process for producing the plastic lens of the present invention 6, except that a trifluoromethanesulfonic acid compound (b ₂ ) is used in place of the heteropolyacid compound (b). This is similar to the manufacturing method of the sixth invention.

In the present invention 9, sulfuric acid (b ₃ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing a plastic lens of the present invention 6.

In the present invention 9, the amount of sulfuric acid (b ₃ ) is limited to a ratio of 0.01 to 0.5 mol with respect to a total of 1 mol of the mixture (a) and the metal alkoxide (e).
When the amount of sulfuric acid (b ₃ ) is small, the film does not have sufficient conductivity to prevent static electricity, and when it is large, the film becomes cloudy and opaque.

Regarding the water (d) used in the present invention 9,
The purpose of use, the amount to be used, and the fact that an acid may be added as a catalyst, if necessary, are the same as in the present invention 8.

Regarding the method for preparing the coating solution used in the present invention 9, sulfuric acid (b ₃ ) is used in place of the trifluoromethanesulfonic acid compound (b ₂ ) in the method for preparing the coating solution in the present invention 8. Other than the above, the present invention is the same as the eighth embodiment.

The method for producing a plastic lens of the present invention 9 is the same as the method for producing the plastic lens of the present invention 6, except that sulfuric acid (b ₃ ) is used in place of the heteropolyacid compound (b). It is similar to the manufacturing method.

In the tenth invention, the plastic of the sixth invention
In the coating solution used in the method for producing slens,
Fluorosulfonic acid instead of the heteropoly acid compound (b)
(B _Four) Is used.

The total molar number of the mixture (a) of the present invention 10 and the molar ratio of the metal alkoxide (e) are 70: 30-.
It is 99: 1. If the amount of the metal alkoxide (e) is small, the effect of addition will not be obtained, and if it is large, the film-forming property of the solution will be poor, and cracks will easily occur in the resulting coating film. When zirconium tetraalkoxide is used as the metal alkoxide, this molar ratio is preferably 75:25 to 99: 1, and particularly preferably 75:25 to 95: 5. In the case of titanium tetraalkoxide, this molar ratio is 8
0:20 to 95: 5 is particularly preferable. In the case of aluminum trialkoxide, this molar ratio is 85: 15-9.
It is preferably 9: 1 and particularly preferably 80:20 to 95: 5.

In the present invention 10, the amount of the fluorosulfonic acid (b ₄ ) is limited to a ratio of 0.0001 to 0.1 mol based on 1 mol of the mixture (a) and the metal alkoxide (e) in total. It If the amount of fluorosulfonic acid (b ₄ ) is small, the film does not have sufficient conductivity to prevent static electricity, and if it is large, the film becomes cloudy and opaque. The preferable addition amount is the mixture (a) and the metal alkoxide (e).
In the range of 0.08 to 0.1 mol per 1 mol in total.

With respect to the water (d) used in the present invention 10, the purpose of use, the amount used, and the addition of an acid as a catalyst, if necessary, are the same as in the present invention 8.

The method for producing the coating solution used in the present invention 10 is the same as the method for producing the coating solution in the present invention 8, except that the trifluoromethanesulfonic acid compound (b
It is the same as the present invention 8 except that fluorosulfonic acid (b ₄ ) is used instead of ₂ ).

The method for producing a plastic lens of the present invention 10 is the same as the production method of the present invention 6, except that the fluorosulfonic acid (b ₄ ) is used in place of the heteropolyacid compound (b). It is the same as the manufacturing method of No. 6.

In the present invention 11, in the coating solution used in the method for producing a plastic lens of the present invention, an aminoalkylalkoxysilane compound C represented by the following general formula [IV] is used instead of the mixture (a). A silane compound (a ₁ ) containing 50 to 100 mol% of is used.

[Chemical 5] In the formula, Y ¹ represents an organic group having an amino group, and for example,
Examples thereof include an amino group itself and a substituted amino group in which a hydrogen atom of the amino group is substituted with an aminoalkyl group. Y ²
Represents a hydrocarbon group, and examples thereof include an alkyl group and a substituted alkyl group. R ⁵ represents an alkyl group having 1 to ⁵ carbon atoms. However, when the carbon number increases, the stability of the coating solution decreases and the long-term storage stability deteriorates, so the carbon number is limited to 1 to 5. Examples of R ⁵ include a methyl group, an ethyl group,
n-propyl group, iso-propyl group, n-butyl group,
Examples thereof include sec-butyl group and tert-butyl group. p is an integer of 1 to 5 and m is an integer of 0 to 2.

Examples of the compound represented by the general formula [IV] include γ-aminopropyltrimethoxysilane, γ-aminopropyltriethoxysilane, γ-aminopropylmethyldimethoxysilane and N- (β-aminoethyl). −
γ-aminopropyltrimethoxysilane, N- (β-aminoethyl) -γ-aminopropylmethyldimethoxysilane, N, N-bis [3- (trimethoxysilyl) propyl] ethylenediamine, N, N-bis [3- (Methyldimethoxysilyl) propyl] ethylenediamine and the like. Of these, N- (β-aminoethyl)
-Γ-aminopropyltrimethoxysilane is particularly preferred. The aminoalkylalkoxysilane compound C may be used alone or in combination of two or more kinds.

The silane compound (a ₁ ) may be used in combination with the silane compound A represented by the general formula [I] or the silane compound B represented by the general formula [II].

The heteropolyacid compound (b) used in the present invention 11 is obtained by reacting 1 mole of the silane compound (a ₁ ) with
The amount is limited to 0.001 to 0.25 mol. When the amount of the heteropolyacid compound (b) is small, the film does not have sufficient conductivity to prevent electrification, and when it is large, the film becomes cloudy and opaque.

Organic solvent (c) used in the present invention 11
Is water (d) containing a silane compound (a ₁ ) and an acid.
The compound is not particularly limited as long as it is compatible with and can dissolve the heteropolyacid compound (b). Examples thereof include ketones and tetrahydrofuran, with methyl alcohol, ethyl alcohol and isopropyl alcohol being particularly preferable. These may be used alone or in combination of two or more.

The amount of the above organic solvent (c) is limited to the ratio of 10 to 100 mol with respect to 1 mol of the silane compound (a ₁ ). When the amount of the organic solvent (c) is small, the coating solution is difficult to be mixed uniformly, resulting in a heterogeneous solution, and when the amount is large, the solid content concentration of the solution becomes too low, and a sufficient antistatic ability is obtained when a film is formed. I can't. The preferable addition amount is in the range of 20 to 50 mol per 1 mol of the mixture (a).

In the acid-containing water (d) used in the present invention 11, the acid is added as a catalyst for the hydrolysis of the silane compound (a ₁ ). The addition amount may be 0.01 to 5% by weight in the water (d) used for preparing the coating solution. If the amount of acid is small, the effect as a catalyst cannot be expected, and if it is large, the film becomes inhomogeneous. The acid is not particularly limited, and both inorganic acids and organic acids can be used, for example, hydrochloric acid,
Examples thereof include sulfuric acid and nitric acid. Also, water is added for hydrolysis of the silane compound (a _1). Water (d)
Is 1 to 30 with respect to 1 mol of the silane compound (a ₁ ).
Limited to molar proportions. When the amount of water (d) is small, sufficient hydrolysis is unlikely to occur, and when it is large, the compatibility with the solution is poor. The preferred addition amount is silane compound (a ₁ ) 1
It is 3 to 10 moles per mole.

The composition of the coating solution used in the present invention 11 is as described above, but a hydrophilic polymer such as polyethylene glycol may be added to further improve the conductivity. Further, in order to improve the film forming property, methyl cellulose, hydroxypropyl methyl cellulose,
A cellulose derivative such as hydroxyethyl cellulose or hydroxypropyl cellulose may be contained. Further, for the same purpose, an oxide colloid such as silica sol, alumina sol, zirconia sol may be contained. Further, an alkoxide of a metal other than silicon may be added to improve the hardness of the film. Further, a known curing catalyst may be added for curing the mixture (a).

The method for preparing the coating solution used in the present invention 11 is not particularly limited. For example, the above-mentioned constituent materials are mixed at once, or the specific constituent materials are divided and mixed. After that, a method of adding and mixing the remaining constituent materials can be mentioned. As a method of dividing and mixing, for example, a silane compound C and, if necessary, a silane compound A and a silane compound B are mixed, an organic solvent is added to the mixture, and the mixture is stirred for hydrolysis. Water containing an acid is added as a catalyst to obtain a hydrolyzate of the silane compound. To this solution, a mixture of one or more heteropolyacid compounds is added, and the mixture is stirred and mixed,
Obtain the solution.

The method for producing a plastic lens of the present invention 11 is the same as the production method of the present invention except that the above coating solution is used as the coating solution in the production method of the present invention.

In the twelfth aspect of the present invention, the plastic tape of the eleventh aspect of the present invention is used.
Odor in coating solution used in manufacturing method
In place of the heteropolyacid compound (b),
Thing (b ₁) Is used.

The perchloric acid compound (b ₁ ) used in the present invention 12 is added in a proportion of 0.001 to 0.65 mol with respect to 1 mol of the silane compound (a ₁ ). When the amount of the perchloric acid compound (b ₁ ) is small, the film does not have sufficient conductivity to prevent static electricity, and when it is large, the film becomes cloudy and opaque. The preferable addition amount is in the range of 0.05 to 0.32 mol with respect to 1 mol of the silane compound (a ₁ ).

The process for producing a plastic lens of the present invention 12 is the same as the process for producing the plastic lens of the present invention 11 except that the perchloric acid compound (b ₁ ) is used in place of the heteropolyacid compound (b). This is similar to the manufacturing method of Invention 11.

In the present invention 13, a trifluoromethanesulfonic acid compound (b ₂ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing a plastic slens of the present invention 11.

The trifluoromethanesulfonic acid compound (b ₂ ) used in the present invention 13 is the above-mentioned silane compound (a
₁ ) 0.001 to 0.7 mol is added to 1 mol. When the amount of the trifluoromethanesulfonic acid compound (b ₂ ) is small, the film does not have sufficient conductivity for antistatic, and when it is large, the film becomes cloudy and opaque.

The water (d) used in the present invention 13 is added for the hydrolysis of the silane compound (a ₁ ). Water (d) is 1 to 3 with respect to 1 mol of the silane compound (a ₁ ).
It is added in a proportion of 0 mol. When the amount of water (d) decreases,
Sufficient hydrolysis is unlikely to occur, and when the amount is large, the compatibility with the coating solution is poor. The preferable addition amount is 3 to 10 mol per 1 mol of the mixture (a).

The coating solution used in Invention 13 includes:
If necessary, an acid may be added as a catalyst for hydrolysis of the silane compound. The amount of the acid added may be 0.01 to 5% by weight in the water added to the solution in the above ratio. If it is less than this proportion, the effect as a catalyst cannot be expected, and if it is more than this proportion, the coating becomes inhomogeneous.
The acid is not particularly limited, and any of inorganic acids and organic acids can be used, for example, hydrochloric acid, sulfuric acid,
Examples include nitric acid.

The method for producing the coating solution used in the present invention 13 is not particularly limited. For example, the above-mentioned constituent materials are mixed at once, or the specific constituent materials are divided and mixed. After that, a method of adding and mixing the remaining constituent materials can be mentioned. As a method of dividing and mixing, for example, the silane compound C and, if necessary, the silane compound A and the silane compound B are mixed, an organic solvent is added to the mixture, and the mixture is stirred. Is added to obtain a hydrolyzate of the silane compound.
To this solution, 1 of the trifluoromethanesulfonic acid compound was added.
One kind or a mixture of two or more kinds is added and stirred and mixed to obtain a coating solution.

The method for producing the plastic lens of the thirteenth aspect of the present invention is the same as the production method of the eleventh aspect, except that a trifluoromethanesulfonic acid compound (b ₂ ) is used in place of the heteropolyacid compound (b). This is the same as the manufacturing method of the present invention 11.

In the present invention 14, in the coating solution used in the method for producing a plastic lens of the present invention 11, a sulfuric acid (b ₃ ) is used in place of the heteropolyacid compound (b).
Is used.

The sulfuric acid (b ₃ ) used in the present invention 14 is
0.01 to 1 relative to 1 mole of the silane compound (a ₁ ).
It is added in a molar ratio. When the amount of sulfuric acid (b ₃ ) is small, the film does not have sufficient conductivity to prevent static electricity, and when it is large, the film becomes cloudy and opaque. The preferred addition amount is 0.01 to 0. 1 with respect to 1 mol of the silane compound (a ₁ ).
It is in the range of 4 moles.

Regarding the water (d) used in the present invention 14, the purpose of use, the amount to be used, and the addition of an acid as a catalyst, if necessary, are the same as in the present invention 13.

Regarding the method for producing the coating solution used in the present invention 14, sulfuric acid (b ₃ ) is used in place of the trifluoromethanesulfonic acid compound (b ₂ ) in the method for producing the coating solution in the present invention 13. Other than the above, it is the same as the thirteenth invention.

The method for producing a plastic lens of the present invention 14 is the same as the production method of the present invention 11 except that sulfuric acid (b ₃ ) is used in place of the heteropolyacid compound (b). It is similar to the manufacturing method.

In the present invention 15, a fluorosulfonic acid (b ₄ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing a plastic lens of the present invention 11.

The fluorosulfonic acid (b ₄ ) used in the present invention 15 is added in a proportion of 0.0001 to 0.1 mol with respect to 1 mol of the silane compound (a ₁ ). If the amount of fluorosulfonic acid (b ₄ ) is small, the film does not have sufficient conductivity to prevent static electricity, and if it is large, the film becomes cloudy and opaque. The preferable addition amount is in the range of 0.05 to 0.1 mol with respect to 1 mol of the silane compound (a ₁ ).

With respect to the water (d) used in the present invention 15, the purpose of use, the amount used, and, if necessary, an acid may be added as a catalyst are the same as in the present invention 13.

Regarding the method for producing the coating solution used in the present invention 15, the fluorosulfonic acid (b ₄ ) is used in place of the trifluoromethanesulfonic acid compound (b ₂ ) in the method for producing the coating solution in the present invention 13. It is the same as the thirteenth invention except that it is used.

The process for producing a plastic lens of the present invention 15 is the same as the process for producing the plastic lens of the present invention 11, except that a fluorosulfonic acid (b ₄ ) is used in place of the heteropolyacid compound (b). This is similar to the manufacturing method of 11.

In the present invention 16, in the coating solution used in the method for producing a plastic lens of the present invention, the mixture represented by the general formula described in the present invention 11 is used instead of the mixture (a).
A silane compound (a ₁ ) containing 50 to 100 mol% of an aminoalkylalkoxysilane compound C represented by [IV]
And the metal alkoxide (e) described in the present invention 6 is further added.

The aminoalkylalkoxysilane compound C must be contained in the silane compound (a ₁ ) in an amount of 50 to 100 mol%. When the ratio of the silane compound A or the silane compound B in the silane compound (a ₁ ) is large, a white precipitate occurs in the coating solution or gelation occurs, which makes it unusable as a coating solution.

The molar ratio of the silane compound (a ₁ ) of the present invention 16 to the metal alkoxide (e) is 70:30 to 99: 1.
Is. If the amount of the metal alkoxide (e) is small, the effect of addition will not be obtained, and if it is large, the film-forming property of the solution will be poor, and cracks will easily occur in the resulting coating film. When zirconium tetraalkoxide is used as the metal alkoxide, this molar ratio is preferably 80:20 to 99: 1, and particularly preferably 80:20 to 95: 5. In the case of titanium tetraalkoxide, this molar ratio is 80:20.
˜95: 5 is particularly preferable. In the case of aluminum trialkoxide, this molar ratio is preferably 85:15 to 99: 1, particularly preferably 85:15 to 95: 5.

In the sixteenth invention, a heteropolyacid compound
The amount of (b) depends on the silane compound (a₁) For 1 mole,
It is limited to a ratio of 0.001 to 0.15 mol. Hetero
When the amount of the polyacid compound (b) is small, it is sufficient to prevent static electricity.
If the conductivity is not imparted to the film and increases, the film becomes cloudy.
Becomes opaque. The preferred addition amount is the silane compound (a
₁) In the range of 0.01 to 0.15 mol per mol.
It

Organic solvent (c) used in the present invention 16
Is not particularly limited as long as it is compatible with the silane compound (a ₁ ), the acid-containing water (d) and the metal alkoxide (e), and can dissolve the heteropolyacid compound (b). Examples thereof include alcohols such as methyl alcohol, ethyl alcohol, isopropyl alcohol, and butyl alcohol, ketones such as acetone and methyl ethyl ketone, and tetrahydrofuran. Methyl alcohol, ethyl alcohol, and isopropyl alcohol are particularly preferable. These may be used alone or 2
You may use together 1 or more types.

The amount of the above organic solvent (c) is limited to the ratio of 10 to 100 mol with respect to 1 mol of the silane compound (a ₁ ). When the amount of the organic solvent (c) is small, the coating solution is difficult to be mixed uniformly, resulting in a heterogeneous solution, and when the amount is large, the solid content concentration of the solution becomes too low, and a sufficient antistatic ability is obtained when a film is formed. I can't. The preferable addition amount is in the range of 20 to 50 mol per 1 mol of the silane compound (a ₁ ).

In the acid-containing water (d) used in the present invention 16, the acid is added as a catalyst for the hydrolysis of the silane compound (a ₁ ) and the metal alkoxide (e). The amount of addition is water (d) used for preparing the coating solution.
It is sufficient that the content is 0.001 to 5% by weight. If the amount of acid is small, the effect as a catalyst cannot be expected, and if it is large, the film becomes inhomogeneous. The acid is not particularly limited, and either an inorganic acid or an organic acid can be used, and examples thereof include hydrochloric acid, sulfuric acid, and nitric acid. Water is added for the hydrolysis of the silane compound (a ₁ ) and the metal alkoxide (e). The amount of water (d) is limited to a ratio of 0.1 to 5 mol with respect to 1 mol of the silane compound (a ₁ ). When the amount of water (d) is small, sufficient hydrolysis is unlikely to occur, and when it is large, the hydrolysis rate is too fast and the storage stability of the resulting coating solution decreases, or cracks occur during curing of the coating film. . The preferable addition amount is 0.5 with respect to 1 mol of the silane compound (a ₁ ).
~ 3 moles.

The composition of the coating solution used in the present invention 16 is as described above, but a hydrophilic polymer such as polyethylene glycol may be added to further improve the conductivity. Further, in order to improve the film forming property, methyl cellulose, hydroxypropyl methyl cellulose,
A cellulose derivative such as hydroxyethyl cellulose or hydroxypropyl cellulose may be contained. Further, for the same purpose, an oxide colloid such as silica sol, alumina sol, zirconia sol may be contained. Further, an alkoxide of a metal other than silicon may be added to improve the hardness of the film. Further, a known curing catalyst may be added for curing the mixture (a).

The method for preparing the coating solution used in the present invention 16 is not particularly limited. For example, the above-mentioned constituent materials are mixed at once, or the specific constituent materials are divided and mixed. After that, a method of adding and mixing the remaining constituent materials can be mentioned. As a method of dividing and mixing, for example, a silane compound C and, if necessary, a silane compound A and a silane compound B are mixed, an organic solvent is added to this mixture, and water containing an acid is added when mixing and stirring. In addition, a hydrolyzate of the silane compound is obtained. A metal alkoxide is added to this solution to obtain a Si-metal hydrolyzate. To this solution, one kind or a mixture of two or more kinds of heteropolyacid compounds is added and mixed by stirring to obtain the solution.

The method for producing a plastic lens of the present invention 16 is the same as the production method of the present invention except that the above coating solution is used as the coating solution in the production method of the present invention.

In the present invention 17, the perchloric acid compound (b ₁ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing a plastic lens of the present invention 16.

In the present invention 17, the amount of the perchloric acid compound (b ₁ ) is limited to 0.005 to 0.32 mol with respect to 1 mol of the silane compound (a ₁ ). When the amount of the perchloric acid compound (b ₁ ) is small, the film does not have sufficient conductivity to prevent static electricity, and when it is large, the film becomes cloudy and opaque.

The water (d) used in the present invention 17 is added for the hydrolysis of the silane compound (a ₁ ) and the metal alkoxide (e). The amount of water (d) is limited to a ratio of 0.1 to 5 mol with respect to 1 mol of the silane compound (a ₁ ). When the amount of water (d) is small, sufficient hydrolysis is unlikely to occur, and when it is large, the hydrolysis rate is too fast and the storage stability of the resulting coating solution decreases, or cracks occur during curing of the coating film. . The preferable addition amount is 0.5 to 3 mol per 1 mol of the silane compound (a ₁ ).

The coating solution used in the present invention 17 includes:
Further, if necessary, an acid may be added as a catalyst for the hydrolysis of the silane compound (a ₁ ) and the metal alkoxide (e). The amount of the acid added may be 0.001 to 5% by weight in the water added to the solution in the above ratio. If it is less than this proportion, the effect as a catalyst cannot be expected, and if it is more than this proportion, the coating becomes inhomogeneous. The acid is not particularly limited, and either an inorganic acid or an organic acid can be used, and examples thereof include hydrochloric acid, sulfuric acid, and nitric acid.

The method for preparing the coating solution used in the present invention 17 is not particularly limited. For example, the above-mentioned constituent materials are mixed at once, or the specific constituent materials are divided and mixed. After that, a method of adding and mixing the remaining constituent materials can be mentioned. As a method of dividing and mixing, for example, the silane compound C and, if necessary, the silane compound A and the silane compound B are mixed, an organic solvent is added to this mixture, and the mixture is stirred. If necessary, water containing an acid is added to obtain a hydrolyzate of the silane compound. A metal alkoxide is added to this solution and mixed by stirring to obtain the solution in which the Si-metal hydrolyzate is formed.

The method of producing the plastic lens of the present invention 17 is the same as that of the production method of the present invention 16 except that the perchloric acid compound (b ₁ ) is used in place of the heteropolyacid compound (b). This is similar to the manufacturing method of Invention 16.

In the eighteenth aspect of the invention, the trifluoromethanesulfonic acid compound (b ₂ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing the plastic slens of the sixteenth aspect of the invention.

In the present invention 18, the amount of the trifluoromethanesulfonic acid compound (b ₂ ) is the silane compound (a ₁ )
It is limited to a ratio of 0.001 to 0.3 mol with respect to 1 mol. Trifluoromethanesulfonic acid compound (b ₂ )
When the amount is low, the conductivity is not imparted to the film enough to prevent electrification, and when the amount is high, the film becomes cloudy and opaque. The preferable addition amount is in the range of 0.05 to 0.2 mol with respect to 1 mol of the silane compound (a ₁ ).

With respect to the water (d) used in the present invention 18, the purpose of use, the amount used, and, if necessary, an acid may be added as a catalyst are the same as in the present invention 17.

The method for preparing the coating solution used in the present invention 18 is the same as in the method for preparing the coating solution in the present invention 17, except that the trifluoromethanesulfonic acid compound (b ₂ ) is used in place of the perchloric acid compound (b ₁ ). Is the same as the invention 17 except that is used.

The method for producing a plastic lens of the eighteenth aspect of the present invention is the same as the production method of the sixteenth aspect, except that a trifluoromethanesulfonic acid compound (b ₂ ) is used in place of the heteropolyacid compound (b). This is similar to the manufacturing method of the sixteenth invention.

In the present invention 19, sulfuric acid (b ₃ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing a plastic lens of the present invention 16.

In the present invention 19, the amount of sulfuric acid (b ₃ ) is
0.001 to 1 mol of the silane compound (a ₁ )
It is limited to a proportion of 0.4 mol. When the amount of sulfuric acid (b ₃ ) decreases, the film does not have sufficient conductivity to prevent static electricity,
When it increases, the film becomes cloudy and opaque.

Regarding the water (d) used in the present invention 19, the purpose of use, the amount to be used, and, if necessary, an acid may be added as a catalyst are the same as in the present invention 17.

Regarding the method for producing the coating solution used in the present invention 19, sulfuric acid (b ₃ ) is used in place of the perchloric acid compound (b ₁ ) in the method for producing the coating solution in the present invention 17. Other than the above, the present invention is the same as the seventeenth invention.

The method for producing a plastic lens of the nineteenth aspect of the present invention is the same as that of the sixteenth aspect of the present invention, except that sulfuric acid (b ₃ ) is used in place of the heteropolyacid compound (b). It is similar to the manufacturing method.

In the present invention 20, a fluorosulfonic acid (b ₄ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing a plastic lens of the present invention 16.

In the present invention 20, the amount of the fluorosulfonic acid (b ₄ ) is limited to 0.0001 to 0.1 mol with respect to 1 mol of the silane compound (a ₁ ). If the amount of fluorosulfonic acid (b ₄ ) is small, the film does not have sufficient conductivity to prevent static electricity, and if it is large, the film becomes cloudy and opaque. The preferable addition amount is limited to a ratio of 0.08 to 0.1 mol with respect to 1 mol of the silane compound (a ₁ ).

With respect to the water (d) used in the present invention 20, the purpose of use, the amount used, and, if necessary, an acid may be added as a catalyst are the same as in the present invention 17.

Regarding the method for producing the coating solution used in the present invention 20, the fluorosulfonic acid (b ₄ ) is used in place of the perchloric acid compound (b ₁ ) in the method for producing the coating solution in the present invention 17. In addition to the above, the present invention 1
Similar to 7.

The method for producing a plastic lens of the present invention 20 is the same as the production method of the present invention 16 except that a fluorosulfonic acid (b ₄ ) is used in place of the heteropolyacid compound (b). It is similar to the manufacturing method of 16.

In the present invention 21, in the coating solution used in the method for producing a plastic lens of the present invention, instead of the mixture (a), the general formula described in the above-mentioned present invention 11 is used.
The aminoalkylalkoxysilane compound C (a ₂ ) represented by [IV] and the epoxyalkylalkoxysilane compound D (a ₃ ) represented by the following general formula [V] are used, and the present invention 6 is further used. Zirconium tetraalkoxide (e ₁ ) in the metal alkoxide (e) described in ₁ .
Is used.

[0139]

[Chemical 6]

In the epoxyalkylalkoxysilane compound D represented by the general formula [V], in the formula, Z represents a glycidoxy group or an epoxycyclohexyl group. Y ³ represents a hydrocarbon group, and examples thereof include an alkyl group and a substituted alkyl group. R ⁶ represents an alkyl group having 1 to 5 carbon atoms. However, when the carbon number increases, the stability of the coating solution decreases and the long-term storage stability deteriorates, so the carbon number is limited to 1 to 5. Examples of R ⁶ include methyl group, ethyl group, n-propyl group, iso-propyl group, n-butyl group, sec.
Examples include -butyl group and tert-butyl group. q
Is an integer of 1 to 5, and t is an integer of 0 to 2.

Examples of the compound represented by the general formula [V] include γ-glycidoxypropyltrimethoxysilane,
γ-glycidoxypropylmethyldimethoxysilane, β
-(3,4-epoxycyclohexyl) ethyltrimethoxysilane, β- (3,4-epoxycyclohexyl)
Examples thereof include ethylmethyldimethoxysilane. Of these, γ-glycidoxypropyltrimethoxysilane is particularly preferable. As the epoxyalkylalkoxysilane compound D, compounds within the range defined above may be used alone or in combination of two or more kinds.

In the present invention 21, as the metal alkoxide, of the metal alkoxides described in the present invention 6, only zirconium tetraalkoxide (e ₁ ) is used.

The molar ratio of the aminoalkylalkoxysilane compound C (a ₂ ) to the epoxyalkylalkoxysilane compound D (a ₃ ) and the zirconium tetraalkoxide (e ₁ ) of the present invention 21 is 93 to 53:35 to 5:12. Two
Limited to If it is added in excess of this ratio, or if it is less than this ratio, gelation occurs or water resistance is reduced.

The heteropolyacid compound (b) used in the present invention 21 is an aminoalkylalkoxysilane compound C.
It is limited to a ratio of 0.01 to 0.35 mol with respect to 1 mol of (a ₂ ). When the amount of the heteropolyacid compound (b) is small, the film does not have sufficient conductivity to prevent electrification, and when it is large, the film becomes cloudy and opaque.

Organic solvent (c) used in the present invention 21
Is an aminoalkylalkoxysilane compound C
(A ₂ ), epoxyalkylalkoxysilane compound D
It is not particularly limited as long as it is compatible with (a ₃ ), zirconium tetraalkoxide (e ₁ ) and water (d) and dissolves the heteropolyacid compound (b), and examples thereof include methyl alcohol and ethyl. alcohol,
Alcohols such as isopropyl alcohol and butyl alcohol, ketones such as acetone and methyl ethyl ketone,
Tetrahydrofuran etc. are mentioned, Especially methyl alcohol, ethyl alcohol, and isopropyl alcohol are preferable. These may be used alone or in combination of two or more.

The amount of the above organic solvent (c) is the same as that of the aminoalkyl.
Lualkoxysilane compound C (a₂) For 1 mole,
It is limited to a proportion of 15 to 100 mol. Organic solvent (c)
Is less, it is difficult to mix the coating solution uniformly,
When it becomes a heterogeneous solution, the solid content concentration of the solution increases.
Is too low, and when it is formed into a film, sufficient antistatic ability is obtained.
I can't. The preferable addition amount is aminoalkylalkoxy.
Sisilane compound C (a ₂) 20 to 50 mol per mol
The range is le.

The water (d) used in the present invention 21 is for hydrolysis of the aminoalkylalkoxysilane compound C (a ₂ ), the epoxyalkylalkoxysilane compound D (a ₃ ) and the zirconium tetraalkoxide (e ₁ ). Added to. Water (d) is 0.1 to 5 relative to 1 mol of the aminoalkylalkoxysilane compound C (a ₂ ).
Limited to molar proportions. When the amount of water (d) is small, sufficient hydrolysis is unlikely to occur, and when it is large, the compatibility with the coating solution is poor. The preferable addition amount is 0. 1 relative to 1 mol of the aminoalkylalkoxysilane compound C (a ₂ ).
It is 5 to 3 mol.

If necessary, an acid may be added to the coating solution of the present invention 21 as a catalyst for hydrolysis. The amount of the acid added may be 0.001 to 5% by weight in the water added to the solution in the above ratio.
If it is less than this ratio, the effect as a catalyst cannot be expected,
If it is too large, the film becomes inhomogeneous. The acid is not particularly limited, and either an inorganic acid or an organic acid can be used, and examples thereof include hydrochloric acid, sulfuric acid, and nitric acid.

The composition of the coating solution used in the present invention 21 is as described above, but a hydrophilic polymer such as polyethylene glycol may be added to further improve the conductivity. Further, in order to improve the film forming property, methyl cellulose, hydroxypropyl methyl cellulose,
A cellulose derivative such as hydroxyethyl cellulose or hydroxypropyl cellulose may be contained. Further, for the same purpose, an oxide colloid such as silica sol, alumina sol, zirconia sol may be contained. Further, an alkoxide of a metal other than silicon may be added to improve the hardness of the film. Further, a known curing catalyst may be added for curing the mixture (a).

The method for producing the coating solution of the present invention 21 is not particularly limited. For example, a method of mixing the above-mentioned constituent materials at once, a method of dividing the specific constituent materials and mixing them, and then leaving Examples of the method include adding the constituent materials of (3) and mixing. As a method of dividing and mixing, for example, one obtained by hydrolyzing an aminoalkylalkoxysilane compound C in an organic solvent, and a mixture obtained by mixing one or more heteropolyacid compounds with each other are added and stirred and mixed. , Aminoalkylalkoxysilane compounds C
To obtain a hydrolysis solution of. Further, a mixture of the epoxyalkylalkoxysilane compound D and zirconium tetraalkoxide hydrolyzed in an organic solvent is mixed to prepare a hydrolyzate of the mixture to obtain a coating solution.

The manufacturing method of the plastic lens of the present invention 21 is the same as the manufacturing method of the present invention except that the above coating solution is used as the coating solution in the manufacturing method of the present invention.

In the present invention 22, a perchloric acid compound (b ₁ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing a plastic lens of the present invention 21.

The perchloric acid compound (b ₁ ) used in the present invention 22 is an aminoalkylalkoxysilane compound C
The amount is limited to 0.01 to 0.5 mol with respect to 1 mol of (a ₂ ). When the amount of the perchloric acid compound (b ₁ ) is small, the film does not have sufficient conductivity to prevent static electricity, and when it is large, the film becomes cloudy and opaque.

The method of producing the plastic lens of the present invention 22 is the same as that of the production method of the present invention 21 except that the perchloric acid compound (b ₁ ) is used in place of the heteropolyacid compound (b). This is similar to the manufacturing method of Invention 21.

In the twenty-third invention, a trifluoromethanesulfonic acid compound (b ₂ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for manufacturing the plastic slens of the twenty-first invention.

The trifluoromethanesulfonic acid compound (b ₂ ) used in the present invention 23 is 0.01 mol based on 1 mol of the aminoalkylalkoxysilane compound C (a ₂ ).
It is limited to a ratio of 0.5 mol. When the amount of the trifluoromethanesulfonic acid compound (b ₂ ) is small, the film does not have sufficient conductivity for antistatic, and when it is large, the film becomes cloudy and opaque.

The method of producing the plastic lens of the present invention 23 is the same as the production method of the present invention 21, except that a trifluoromethanesulfonic acid compound (b ₂ ) is used in place of the heteropolyacid compound (b). This is the same as the manufacturing method of the present invention 21.

In the present invention 24, sulfuric acid (b ₃ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing a plastic lens of the present invention 21.

The sulfuric acid (b ₃ ) used in the present invention 24 is
The amount is limited to 0.01 to 0.5 mol with respect to 1 mol of the aminoalkylalkoxysilane compound C (a ₂ ). When the amount of sulfuric acid (b ₃ ) is small, the film does not have sufficient conductivity to prevent static electricity, and when it is large, the film becomes cloudy and opaque.

The method for producing a plastic lens of the present invention 24 is the same as that of the present invention 21 except that sulfuric acid (b ₃ ) is used in place of the heteropolyacid compound (b). It is similar to the manufacturing method.

In the twenty-fifth aspect of the present invention, in the coating solution used in the method for producing a plastic lens of the twenty-first aspect, a fluorosulfonic acid (b ₄ ) is used instead of the heteropolyacid compound (b).

The fluorosulfonic acid (b ₄ ) used in the present invention 25 is limited to a proportion of 0.001 to 0.15 mol with respect to 1 mol of the aminoalkylalkoxysilane compound C (a ₂ ). If the amount of fluorosulfonic acid (b ₄ ) is small, the film does not have sufficient conductivity to prevent static electricity, and if it is large, the film becomes cloudy and opaque.

The process for producing a plastic lens of the present invention 25 is the same as the process for producing the plastic lens of the present invention 21, except that a fluorosulfonic acid (b ₄ ) is used in place of the heteropolyacid compound (b). 21 is the same as the manufacturing method.

In the present invention 26, in the coating solution used in the method for producing a plastic lens of the present invention, instead of the mixture (a), the compound represented by the general formula of the present invention 11 is used.
The aminoalkylalkoxysilane compound C (a ₂ ) represented by [IV] and the epoxyalkylalkoxysilane compound D (a represented by the general formula [V] described in the present invention 21.
₃ ) and the metal alkoxide (e) according to the present invention 6 to which titanium tetraalkoxide (e ₂ ) is added.

In the present invention 26, as the metal alkoxide, of the metal alkoxides described in the present invention 6, only titanium tetraalkoxide (e ₂ ) is used.

The aminoalkylalkoxy group of the present invention 26
Orchid compound C (a₂) And epoxy alkylalkoxy
Orchid compound D (a₃) And titanium tetraalkoxide
(E ₂) Molar ratio of 93 to 55:35 to 5:10 to 2
Limited. It is added in excess of this ratio,
If it is less, gelation occurs or water resistance is reduced.
To

The heteropolyacid compound (b) used in the present invention 26 is an aminoalkylalkoxysilane compound C
It is limited to a ratio of 0.01 to 0.35 mol with respect to 1 mol of (a ₂ ). When the amount of the heteropolyacid compound (b) is small, the film does not have sufficient conductivity to prevent electrification, and when it is large, the film becomes cloudy and opaque.

Organic solvent (c) used in the present invention 26
Is an aminoalkylalkoxysilane compound C
(A ₂ ), epoxyalkylalkoxysilane compound D
(A ₃ ), titanium tetraalkoxide (e ₂ ) and water (d) are compatible with the heteropolyacid compound (b)
Is not particularly limited as long as it dissolves
Examples thereof include alcohols such as methyl alcohol, ethyl alcohol, isopropyl alcohol, and butyl alcohol, ketones such as acetone and methyl ethyl ketone, and tetrahydrofuran. Methyl alcohol, ethyl alcohol, and isopropyl alcohol are particularly preferable. These may be used alone or in combination of two or more.

The amount of the above organic solvent (c) depends on the amount of aminoalkyl.
Lualkoxysilane compound C (a₂) For 1 mole,
It is limited to a proportion of 15 to 100 mol. Organic solvent (c)
Is less, it is difficult to mix the coating solution uniformly,
When it becomes a heterogeneous solution, the solid content concentration of the solution increases.
Is too low, and when it is formed into a film, sufficient antistatic ability is obtained.
I can't. The preferable addition amount is aminoalkylalkoxy.
Sisilane compound C (a ₂) 20 to 50 mol per mol
The range is le.

The water (d) used in the present invention 26 is for hydrolysis of the aminoalkylalkoxysilane compound C (a ₂ ), the epoxyalkylalkoxysilane compound D (a ₃ ) and the titanium tetraalkoxide (e ₂ ). Added to. Water (d) is limited to a ratio of 0.1 to 5 mol with respect to 1 mol of the aminoalkylalkoxysilane compound C (a ₂ ). When the amount of water (d) is small, sufficient hydrolysis is unlikely to occur, and when it is large, the compatibility with the coating solution is poor. The preferable addition amount is 0.5 with respect to 1 mol of the aminoalkylalkoxysilane compound C (a ₂ ).
~ 3 moles.

If necessary, an acid may be added to the coating solution of the present invention 26 as a catalyst for hydrolysis. The amount of the acid added may be 0.001 to 5% by weight in the water added to the solution in the above ratio.
If it is less than this ratio, the effect as a catalyst cannot be expected,
If it is too large, the film becomes inhomogeneous. The acid is not particularly limited, and either an inorganic acid or an organic acid can be used, and examples thereof include hydrochloric acid, sulfuric acid, and nitric acid.

The composition of the coating solution used in the present invention 26 is as described above, but a hydrophilic polymer such as polyethylene glycol may be added to further improve the conductivity. Further, in order to improve the film forming property, methyl cellulose, hydroxypropyl methyl cellulose,
A cellulose derivative such as hydroxyethyl cellulose or hydroxypropyl cellulose may be contained. Further, for the same purpose, an oxide colloid such as silica sol, alumina sol, zirconia sol may be contained. Further, an alkoxide of a metal other than silicon may be added to improve the hardness of the film. Further, a known curing catalyst may be added for curing the mixture (a).

The method for producing the coating solution of the present invention 26 is not particularly limited, and, for example, a method of mixing the above-mentioned constituent materials at once, a method of dividing a specific constituent material and mixing and then leaving Examples of the method include adding the constituent materials of (3) and mixing. As a method of dividing and mixing, for example, one obtained by hydrolyzing an aminoalkylalkoxysilane compound C in an organic solvent, and a mixture obtained by mixing one or more heteropolyacid compounds with each other are added and stirred and mixed. , Aminoalkylalkoxysilane compounds C
To obtain a hydrolysis solution of. Further, a mixture of the epoxyalkylalkoxysilane compound D and titanium tetraalkoxide hydrolyzed in an organic solvent is mixed to prepare a hydrolyzate of the mixture to obtain a coating solution.

The method for producing a plastic lens of the present invention 26 is the same as the production method of the present invention except that the above coating solution is used as the coating solution in the production method of the present invention.

In the present invention 27, the perchloric acid compound (b ₁ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing a plastic lens of the present invention 26.

The perchloric acid compound (b ₁ ) used in the present invention 27 is an aminoalkylalkoxysilane compound C
The amount is limited to 0.01 to 0.5 mol with respect to 1 mol of (a ₂ ). When the amount of the perchloric acid compound (b ₁ ) is small, the film does not have sufficient conductivity to prevent static electricity, and when it is large, the film becomes cloudy and opaque.

The method for producing a plastic lens of the present invention 27 is the same as the method for producing a plastic lens of the present invention 26, except that the perchloric acid compound (b ₁ ) is used in place of the heteropolyacid compound (b). This is similar to the manufacturing method of Invention 26.

In the present invention 28, the trifluoromethanesulfonic acid compound (b ₂ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing a plastic slens of the present invention 26.

The trifluoromethanesulfonic acid compound (b ₂ ) used in the present invention 28 is 0.01 mol based on 1 mol of the aminoalkylalkoxysilane compound C (a ₂ ).
It is limited to a ratio of 0.5 mol. When the amount of the trifluoromethanesulfonic acid compound (b ₂ ) is small, the film does not have sufficient conductivity for antistatic, and when it is large, the film becomes cloudy and opaque.

A method for producing a plastic lens of the present invention 28 is the same as the method for producing the plastic lens of the present invention 26, except that a trifluoromethanesulfonic acid compound (b ₂ ) is used in place of the heteropolyacid compound (b). This is similar to the manufacturing method of the present invention 26.

In the present invention 29, sulfuric acid (b ₃ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for producing a plastic lens of the present invention 26.

The sulfuric acid (b ₃ ) used in the present invention 29 is
The amount is limited to 0.01 to 0.5 mol with respect to 1 mol of the aminoalkylalkoxysilane compound C (a ₂ ). When the amount of sulfuric acid (b ₃ ) is small, the film does not have sufficient conductivity to prevent static electricity, and when it is large, the film becomes cloudy and opaque.

The method of producing the plastic lens of the present invention 29 is the same as that of the invention 26 except that sulfuric acid (b ₃ ) is used in place of the heteropolyacid compound (b) in the production method of the present invention 26. It is similar to the manufacturing method.

In Invention 30, fluorosulfonic acid (b ₄ ) is used in place of the heteropolyacid compound (b) in the coating solution used in the method for manufacturing the plastic lens of Invention 26.

The fluorosulfonic acid (b ₄ ) used in the present invention 30 is limited to a proportion of 0.001 to 0.15 mol with respect to 1 mol of the aminoalkylalkoxysilane compound C (a ₂ ). If the amount of fluorosulfonic acid (b ₄ ) is small, the film does not have sufficient conductivity to prevent static electricity, and if it is large, the film becomes cloudy and opaque. The preferable addition amount is aminoalkylalkoxysilane compound C
It is in the range of 0.05 to 0.1 mol with respect to 1 mol of (a ₂ ).

The method of producing the plastic lens of the present invention 30 is the same as the production method of the present invention 26, except that the fluorosulfonic acid (b ₄ ) is used in place of the heteropolyacid compound (b). It is similar to the manufacturing method of 26.

[0187]

The film produced from the coating solution used in the present invention and the present inventions 2 to 5 has a heteropoly acid compound, a perchloric acid compound, a trifluoromethanesulfonic acid compound, sulfuric acid or fluorosulfonic acid uniformly ionic. Since it exists in a state, it has high transparency and high conductivity. Also,
The coating solution used in the present invention and the present inventions 2 to 5 is
Since the coating solution has an appropriate viscosity and is applied by the dip coating method, according to the present invention and the production methods of the present inventions 2 to 5, it is easy to obtain a film having a uniform thickness. Therefore, according to the present invention and the production methods of the present inventions 2 to 5, it is possible to obtain a plastic lens having sufficient antistatic ability while maintaining the optical characteristics of the plastic lens before film formation. Moreover, since the plastic lens obtained by the present invention and the production method of the present inventions 2 to 5 has a silicon-based coating formed thereon, it is hard to be scratched even when strongly rubbed with a hard material such as steel wool, and is scratched. The appearance is not easily deteriorated by scratches, and the performance can be maintained for a long time. Furthermore, the coating solution used in the present invention and the present inventions 2 to 5 can be prepared by the usual simple method as described above, and can be used in the same manner as the conventional silicon-based coating solution. , The present invention and the present invention 2
According to the items (5) to (5), an antistatic plastic lens can be easily manufactured.

The coatings prepared as described above from the coating solutions used in the sixth to tenth aspects of the present invention contain a heteropolyacid compound, a perchloric acid compound, a trifluoromethanesulfonic acid compound, sulfuric acid or fluorosulfonic acid uniformly. Since it exists in an ionic state, it has high transparency and high conductivity. In addition, the coating solution used in the present invention 6 to 10,
Since the coating solution has an appropriate viscosity and is applied by the dip coating method, it is easy to obtain a film having a uniform thickness according to the production methods of the present invention 6 to 10. Therefore, the present invention 6 to 1
According to the manufacturing method No. 0, it is possible to obtain a plastic lens having a sufficient antistatic ability while maintaining the optical characteristics of the plastic lens before film formation. Also,
The plastic slens obtained by the production methods of the present inventions 6 to 10 have a metal oxide film formed thereon, and therefore are hard to be scratched even when strongly rubbed with a hard material such as steel wool, and have an appearance due to scratches. It does not easily deteriorate and can maintain its performance for a long time. Furthermore, the present invention 6
Since the coating solution used in Nos. 10 to 10 can be prepared by the usual simple method as described above and can be used in the same manner as the conventional silicon-based coating solution, according to the present inventions 6 to 10. Therefore, the antistatic plastic lens can be easily manufactured.

The coatings produced as described above from the coating solutions used in the present inventions 11 to 15 have a heteropoly acid compound, a perchloric acid compound, a trifluoromethanesulfonic acid compound, sulfuric acid or fluorosulfonic acid uniformly. Since it exists in an ionic state, it has high transparency and high conductivity. Further, the coating solution used in the present inventions 11 to 15 has an appropriate viscosity, and the coating solution is applied by the dip coating method. Easy to obtain thick film. Therefore, the present invention 1
According to the manufacturing methods 1 to 15, it is possible to obtain a plastic lens having sufficient antistatic ability while maintaining the optical characteristics of the plastic lens before film formation.
Moreover, since the plastic lens obtained by the manufacturing method of the present invention 11 to 15 has a silicon-based film formed thereon, it is hard to be scratched even when strongly rubbed with a hard material such as steel wool, and the appearance due to a scratch is scratched. It does not easily deteriorate and can maintain its performance for a long time. Further, the coating solution used in the present inventions 11 to 15 can be prepared by the usual simple method as described above, and can be used in the same manner as the conventional silicon-based coating solution. According to 11 to 15, the antistatic plastic lens can be easily manufactured.

The coatings produced as described above from the coating solutions used in the inventions 16 to 20 have a heteropoly acid compound, a perchloric acid compound, a trifluoromethanesulfonic acid compound, sulfuric acid or fluorosulfonic acid uniformly. Since it exists in an ionic state, it has high transparency and high conductivity. Further, the coating solution used in the inventions 16 to 20 has an appropriate viscosity, and the coating solution is applied by the dip coating method. Easy to obtain thick film. Therefore, the present invention 1
According to the manufacturing methods 6 to 20, it is possible to obtain a plastic lens having sufficient antistatic ability while maintaining the optical characteristics of the plastic lens before film formation.
Further, since the plastic lens obtained by the manufacturing method of the present invention 16 to 20 has a metal oxide film formed thereon, it is hard to be scratched even when strongly rubbed with a hard material such as steel wool, so that it is scratched. It is difficult for the appearance to deteriorate and the performance can be maintained for a long time. Furthermore, the coating solution used in the present inventions 16 to 20 can be prepared by the usual simple method as described above, and can be used in the same manner as the conventional silicon-based coating solution. According to 16 to 20, an antistatic plastic lens can be easily manufactured.

The film produced as described above from the coating solution used in the present inventions 21 to 25 has a heteropoly acid compound, a perchloric acid compound, a trifluoromethanesulfonic acid compound, sulfuric acid or fluorosulfonic acid uniformly. Since it exists in an ionic state, it has high transparency and high conductivity. Also, an aminoalkylalkoxysilane compound,
The water resistance is particularly improved because it is a film obtained from the composition in which the epoxyalkylalkoxysilane compound and the zirconium tetraalkoxide are blended in specific amounts. Further, the coating solution used in the present inventions 21 to 25 has an appropriate viscosity, and the coating solution is applied by the dip coating method. Easy to obtain thick film. Therefore, the present invention 2
According to the manufacturing methods 1 to 25, it is possible to obtain a plastic lens having sufficient antistatic ability while maintaining the optical characteristics of the plastic lens before film formation.
In addition, the plastic lens obtained by the manufacturing method of the present invention 21 to 25 has a metal oxide film formed thereon, and thus is hard to be scratched even when strongly rubbed with a hard material such as steel wool, so that it is scratched. It is difficult for the appearance to deteriorate and the performance can be maintained for a long time. Furthermore, the coating solution used in the present inventions 21 to 25 can be prepared by the usual simple method as described above, and can be used in the same manner as the conventional silicon-based coating solution. 21 to 25, the antistatic plastic lens can be easily manufactured.

The coatings produced as described above from the coating solutions used in the present inventions 26 to 30 have a heteropoly acid compound, a perchloric acid compound, a trifluoromethanesulfonic acid compound, sulfuric acid or fluorosulfonic acid uniformly. Since it exists in an ionic state, it has high transparency and high conductivity. Also, an aminoalkylalkoxysilane compound,
Since the epoxyalkylalkoxysilane compound and the titanium tetraalkoxide are the coating films obtained from the composition in which the specific amounts are mixed, the water resistance is particularly improved. Further, the coating solution used in the present inventions 26 to 30 has an appropriate viscosity, and the coating solution is applied by the dip coating method. Easy to obtain thick film. Therefore, the present invention 2
According to the manufacturing methods 6 to 30, it is possible to obtain a plastic lens having sufficient antistatic ability while maintaining the optical characteristics of the plastic lens before film formation.
Further, since the plastic lens obtained by the manufacturing method of the present invention 26 to 30 has a metal oxide film formed thereon, it is less likely to be scratched even when strongly rubbed with a hard material such as steel wool, and thus scratched. It is difficult for the appearance to deteriorate and the performance can be maintained for a long time. Furthermore, the coating solution used in the present inventions 26 to 30 can be prepared by the usual simple method as described above, and can be used in the same manner as the conventional silicon-based coating solution. 26 to 30, the antistatic plastic lens can be easily manufactured.

[0193]

EXAMPLES Examples of the present invention and the present invention 2 to 30 will be described below.

The methods for evaluating the physical properties of the plastic lenses obtained in the examples and comparative examples were as follows. In the following tests, the crack test, the lens performance test, the electrostatic potential measurement and the water resistance test were made by applying the Fresnel lens to the evaluation sample, and only the total light transmittance was applied to the acrylic resin flat plate. The thing was used as the evaluation sample.

(1) Crack Test The surface of the evaluation sample was visually observed to check the presence or absence of cracks in the film. (Judgment Criteria) O: No crack was observed. X: A crack was observed. (2) Lens performance test A point light source is placed at a position separated from the evaluation sample by a focal length (focal length is 127 mm as described later), the light of the point light source is projected onto the evaluation sample, and the evaluation sample is sandwiched between the point light sources. The illuminance on a screen vertically set up at a position 100 mm apart from the evaluation sample was examined on the opposite side. (Judgment Criteria) O: The illuminance on the screen was uniform in the plane. Δ: The illuminance on the screen was non-uniform in the plane. X: No light rays were transmitted on the screen. (3) Electrostatic potential measurement The evaluation sample was rubbed with a cloth, and the electrostatic potential after that was measured with an electrostatic potential measuring device KSD-0102 (manufactured by Kasuga Denki KK). (4) Total light transmittance According to the test method specified in ASTM D-1003,
The total light transmittance of the evaluation sample was measured. (5) Water resistance test The evaluation sample was immersed in distilled water for 30 minutes and then dried.
The electrostatic potential was measured in the same manner as (3). In addition, in the table of test results, the symbol "x" indicates that the film was peeled off by immersion in distilled water.

The physical property evaluation results of the plastic lenses obtained in Examples and Comparative Examples are shown below. The meanings of the abbreviations used in Tables 1 to 22 below are as follows. Heteropoly acid compound PM: Phosphomolybdic acid (H ₃ PMo ₁₂ O ₄₀ / 29H ₂
O) SW: Tungstosilicic acid (H ₃ SiW ₁₂ O ₄₀ / 29H
₂ O) PW: Phosphotungstic acid (H ₃ PW ₁₂ O ₄₀ / 29H ₂
O) Perchloric acid compound K1: Perchloric acid (HClO ₄ ) K2: Ammonium perchlorate (NH ₄ ClO ₄ ) K3: Lithium perchlorate (LiClO ₄ ) Trifluoromethanesulfonic acid compound C1: Trifluoromethanesulfonic acid C2: Lithium trifluoromethanesulfonate H1: Sulfuric acid F1: Fluorosulfonic acid metal alkoxide T1: Titanium tetra-n-butoxide Z1: Zirconium tetra-n-butoxide A1: Aluminum tri-n-butoxide

The following Examples 1 to 13 and Comparative Examples 1 to 1
In 5, the coating solution was compounded using tetraethoxysilane as the silane compound A and methyltrimethoxysilane as the silane compound B, and the compounding amounts were 0.5 and 0.5, respectively. Ethyl alcohol was used as the organic solvent (c), and the compounding amount was 25 molar equivalents with respect to 1 molar equivalent of the mixture (a). The blending amount of water (d) was 5 molar equivalents with respect to 1 molar equivalent of the mixture (a).

In addition, when water (d) was blended, Example 1 was used.
3 to 3 and the heteropolyacid compounds of Comparative Examples 1 to 3, since the heteropolyacid compound contains hydration water, the blending amount of water (d) including this hydration water is the mixture (a) 1 It was set to be 5 molar equivalents with respect to molar equivalents (also in all Examples and Comparative Examples described later using the heteropolyacid compound, the amount of water (d) including hydration water was added in this manner). Is set to a predetermined amount).

Throughout Examples 1 to 13 and Comparative Examples 1 to 15, the above compounding amounts were fixed, and the heteropoly acid compound (b), perchloric acid compound (b ₁ ) and trifluoromethanesulfonic acid to be compounded therein were mixed. Compound (b ₂ ), sulfuric acid (b
₃ ) or the type of fluorosulfonic acid (b ₄ ) and the compounding amount per 1 molar equivalent of the mixture (a) were changed as shown in Tables 1 and 2.

(Examples 1 to 13, Comparative Examples 1, 2, 4,
5, 7, 8, 10, 11, 13, 14) The above-mentioned predetermined amount of ethyl alcohol is supplied to a glass beaker, the above-mentioned predetermined amounts of silane compound A and silane compound B are added, and hydrochloric acid is added at 0.36 Water containing wt% (however, Example 1
In Examples 1 to 13 and Comparative Examples 10 to 15, after adding the above-mentioned predetermined amount of hydrochloric acid), the mixture was stirred at room temperature for 3 hours at a stirring speed of 800 rpm to obtain an alcohol solution of a silane compound.

The obtained alcohol solution was added to Table 1 and Table 2.
Predetermined amount of heteropolyacid compound (b), perchloric acid
Compound (b₁), Trifluoromethanesulfonic acid compound
(B ₂), Sulfuric acid (b₃) Or fluorosulfonic acid (b
_Four) Is added, and the stirring speed is 800 r for 3 hours at room temperature.
Stirring at pm gave a coating solution.

The coating solutions of Comparative Examples 7 and 14 were used as coating solutions when a trifluoromethanesulfonic acid compound or fluorosulfonic acid was used in a predetermined amount shown in the table, and white precipitation occurred in the solution. I could not do it.

The obtained coating solution was mixed with an acrylic resin Fresnel lens (manufactured by Koyo Co., product No. 17: all dimensions 127).
× 127 mm, effective Fresnel lens size 101 mmφ,
5 grooves per 1 mm, focal length 127 mm) are dipped and pulled up at a speed of 500 mm / min, then 10 at room temperature.
After performing minute drying, heat treatment is performed at 80 ° C. for 3 hours to form a film on the Fresnel lens.
5 and a plastic lens according to the manufacturing method of the comparative example were obtained. The thickness of the film was as follows as a result of observing the cross section with a scanning electron microscope. Examples 1-3,
11 to 13, and Comparative Examples 1, 2, 10, 11, and 13 are 0.
9 μm, Examples 4 to 10 and Comparative Examples 4, 5 and 8 are 0.8 μm
m.

In order to prepare a sample for measuring the total light transmittance, an acrylic resin flat plate (100 mm × 40 mm × 2 mm, manufactured by Mitsubishi Rayon Co., Ltd., trade name: Acrylite L) was used instead of the Fresnel lens. ),
An evaluation sample was prepared by the same procedure as above. Also,
When the thickness of the film was measured in the same manner as above, all were the same as above.

Comparative Example 3 Instead of immersing the Fresnel lens made of acrylic resin and the flat plate made of acrylic resin in the coating solution obtained in Example 1, the Fresnel lens made of acrylic resin and the Fresnel lens made of the above-mentioned coating solution were used. A plastic lens and a sample for measuring the total light transmittance were obtained in the same manner as in Example 1 except that the acrylic resin flat plate was spray-coated. It should be noted that the spray coating was carried out so that the thickness of the coating after the heat treatment was 0.9 μm, but the coating solution was accumulated in the concave portions of the Fresnel lens and a coating having a uniform thickness could not be obtained.

Comparative Example 6 Instead of immersing the Fresnel lens made of acrylic resin and the flat plate made of acrylic resin in the coating solution obtained in Example 4, the Fresnel lens made of acrylic resin and the Fresnel lens made of the above-mentioned coating solution were used. A plastic lens and a sample for measuring total light transmittance were obtained in the same manner as in Example 4 except that the acrylic resin flat plate was spray-coated. It should be noted that the spray coating was carried out so that the thickness of the coating after the heat treatment was 0.9 μm, but the coating solution was accumulated in the concave portions of the Fresnel lens and a coating having a uniform thickness could not be obtained.

Comparative Example 9 Instead of immersing the Fresnel lens made of acrylic resin and the flat plate made of acrylic resin in the coating solution obtained in Example 8, the Fresnel lens made of acrylic resin and the Fresnel lens made of the above-mentioned coating solution were used. A plastic lens and a sample for measuring total light transmittance were obtained in the same manner as in Example 8 except that the acrylic resin flat plate was spray-coated. It should be noted that the spray coating was carried out so that the thickness of the coating after heat treatment was 0.8 μm, but the coating solution was accumulated in the concave portions of the Fresnel lens, and a coating having a uniform thickness could not be obtained.

Comparative Example 12 Instead of immersing the Fresnel lens made of acrylic resin and the flat plate made of acrylic resin in the coating solution obtained in Example 11, the Fresnel lens made of acrylic resin and the Fresnel lens made of the above-mentioned coating solution were used. Example 11 except that the acrylic resin flat plate was spray-coated.
A plastic lens and a sample for measuring total light transmittance were obtained in the same manner as in. It should be noted that the spray coating was carried out so that the thickness of the coating after the heat treatment was 0.9 μm, but the coating solution was accumulated in the concave portions of the Fresnel lens and a coating having a uniform thickness could not be obtained.

Comparative Example 15 Instead of immersing the Fresnel lens made of acrylic resin and the flat plate made of acrylic resin in the coating solution obtained in Example 13, the Fresnel lens made of acrylic resin and the Fresnel lens made of the above-mentioned coating solution were used. Example 13 except that the acrylic resin flat plate was spray-coated.
A plastic lens and a sample for measuring total light transmittance were obtained in the same manner as in. It should be noted that the spray coating was carried out so that the thickness of the coating after the heat treatment was 0.9 μm, but the coating solution was accumulated in the concave portions of the Fresnel lens and a coating having a uniform thickness could not be obtained.

Evaluation of Physical Properties of Plastic Slenses Using the plastic slenses obtained in Examples 1 to 13 and Comparative Examples 1 to 15 as evaluation samples, respective physical properties were evaluated according to the above-described evaluation methods, and shown in Tables 1 and 2. It was

[0211]

[Table 1]

[0212]

[Table 2]

The following Examples 14 to 49 and Comparative Example 16
50 to 50, the coating solution was mixed with the silane compound A.
As tetraethoxysilane, silane compound B as methyltrimethoxysilane, and metal alkoxide (e) as shown in Tables 3 to 7. The compounding amount was a molar ratio of silane compound A: silane compound B: metal alkoxide (e) = 4: 4: 2. Ethyl alcohol was used as the organic solvent (c), and the compounding amount was 25 molar equivalents with respect to the total 1 molar equivalent of the silane compound A, the silane compound B, and the metal alkoxide (e).

As the water (d), water containing 0.036% by weight of hydrochloric acid was used in Examples 14 to 31 and Comparative Examples 16 to 29, and water was used in Examples 32 to 49 and Comparative Examples 30 to 50. In Examples 34, 37 and 40 hydrochloric acid was added 0.03
Distilled water was used except that water containing 6% by weight was used. The blending amount of water (d) was 2 molar equivalents with respect to the total of 1 molar equivalent of the silane compound A, the silane compound B, and the metal alkoxide (e).

Examples 14 to 49 and Comparative Examples 16 to 50
The above compounding amount is fixed through the above, and the heteropoly acid compound (b), perchloric acid compound (b ₁ ), trifluoromethanesulfonic acid compound (b ₂ ), sulfuric acid (b ₃ ) or fluorosulfone to be compounded therein is fixed. Acid (b
₄ ) types, and silane compound A and silane compound B
The compounding amount per 1 molar equivalent of the metal alkoxide (e) was changed as shown in Tables 3 to 7.

(Examples 14 to 31, Comparative Examples 16 to 21,
23-28) The above-mentioned predetermined amount of ethyl alcohol is supplied to a glass beaker, the above-mentioned predetermined amount of silane compound A and silane compound B is added, and further, the above-mentioned predetermined amount of water containing 0.036% by weight of hydrochloric acid is added. Then at room temperature for 3 hours,
The mixture was stirred at a stirring speed of 800 rpm to obtain an alcohol solution of a silane compound.

The obtained alcohol solution was added to Table 3 and Table 4.
A predetermined amount of the metal alkoxide shown in was added, and the mixture was further stirred at room temperature for 3 hours at a stirring speed of 800 rpm.

The heteropoly acid compound (b) or perchloric acid compound (b ₁ ) shown in Tables 3 and 4 was added to the obtained solution, and the mixture was further stirred at room temperature for 3 hours at a stirring rate of 80.
The coating solution was obtained by stirring at 0 rpm.

The above-mentioned acrylic resin Fresnel lens was immersed in the obtained coating solution, pulled up at a speed of 500 mm / min, and dried at room temperature for 10 minutes, and then at 80 ° C.
Was heat-treated for 3 hours to form a film on the Fresnel lens, and plastic lenses were obtained by the manufacturing methods of the present inventions 6 and 7 and the comparative example.

Further, in order to prepare a sample for measuring the total light transmittance, the above-mentioned acrylic resin flat plate was used in place of the above Fresnel lens, and an evaluation sample was prepared by the same procedure as above. .

As a result of observing the cross section with a scanning electron microscope, the thickness of the coating was 0.9 μm for both the Fresnel lens-coated product and the acrylic resin flat plate-coated product.

Comparative Examples 22 and 29 In Comparative Example 22, the coating solution obtained in Example 14 was used, and in Comparative Example 29, the coating solution obtained in Example 23 was used. Examples 14 and 2, respectively, except that instead of immersing the acrylic resin flat plate, the respective coating solutions were sprayed onto the acrylic resin Fresnel lens and acrylic resin flat plate used above.
A plastic lens and a sample for measuring total light transmittance were obtained in the same manner as in 3. When applying this spray,
The heating treatment was performed so that the thickness of the coating was 0.9 μm, but the coating solution was accumulated in the concave portions of the Fresnel lens, and a coating having a uniform thickness could not be obtained.

(Examples 32-49, Comparative Examples 30-35,
37-42, 44-49) The above-mentioned predetermined amount of ethyl alcohol is supplied to a glass beaker, the above-mentioned predetermined amount of silane compound A and silane compound B is added, and further, the above-mentioned predetermined amount of water (d) is added with trifluoro. A solution in which a methanesulfonic acid compound (b ₂ ), sulfuric acid (b ₃ ) or fluorosulfonic acid (b ₄ ) was mixed was added and stirred at room temperature for 3 hours at a stirring speed of 800 rpm to obtain an alcohol solution of a silane compound. .

Predetermined amounts of the metal alkoxides shown in Tables 5 to 7 were added to the obtained alcohol solution, and the mixture was further stirred at room temperature for 3 hours at a stirring speed of 800 rpm to obtain a coating solution.

The above Fresnel lens made of acrylic resin was dipped in the obtained coating solution, pulled up at a speed of 500 mm / min, and dried at room temperature for 10 minutes, and then at 80 ° C.
Was heat-treated for 3 hours to form a film on the Fresnel lens to obtain plastic lenses according to the manufacturing methods of the present inventions 8 to 10 and the comparative example.

Further, in order to prepare a sample for measuring the total light transmittance, the above-mentioned acrylic resin flat plate was used in place of the above Fresnel lens, and an evaluation sample was prepared by the same procedure as above. .

As a result of observing the cross section with a scanning electron microscope, the thickness of the coating was 0.9 μm for both the Fresnel lens coated product and the acrylic resin flat plate coated product.

Comparative Examples 36, 43 and 50 In Comparative Example 36, the coating solution obtained in Example 32 was used, in Comparative Example 43, the coating solution obtained in Example 41, and in Comparative Example 50, the Example. Instead of immersing the Fresnel lens made of acrylic resin and the flat plate made of acrylic resin in the coating solution obtained in 47, spray the respective Fresnel lens made of acrylic resin and the flat plate made of acrylic resin with the respective coating solutions used above. Example 3 except that it was applied.
A plastic lens and a sample for measuring total light transmittance were obtained in the same manner as in 2, 41 and 47. It should be noted that the spray coating was carried out so that the thickness of the coating after the heat treatment was 0.9 μm, but the coating solution was accumulated in the concave portions of the Fresnel lens and a coating having a uniform thickness could not be obtained.

Evaluation of Physical Properties of Plastic Slenses Using the plastics lenses obtained in Examples 14 to 49 and Comparative Examples 16 to 50 as evaluation samples, respective physical properties were evaluated according to the above-described evaluation methods, and shown in Tables 3 to 7. It was

[0230]

[Table 3]

[0231]

[Table 4]

[0232]

[Table 5]

[0233]

[Table 6]

[0234]

[Table 7]

The following Examples 50 to 62 and Comparative Example 51.
63, the coating solution was compounded using N- (β-aminoethyl) -γ-aminopropyltrimethoxysilane as the aminoalkylalkoxysilane compound C of the silane compound (a ₁ ), and the compounding amount was a molar equivalent. At 1.0
[That is, the silane compound (a ₁ ) is 100 mol% of the aminoalkylalkoxysilane compound C]. Methyl alcohol was used as the organic solvent (c), and the compounding amount was 25 molar equivalents with respect to 1 molar equivalent of the silane compound (a ₁ ).

As the water (d), water containing 0.036% by weight of hydrochloric acid was used in Examples 50 to 56 and Comparative Examples 51 to 56, and distilled water was used in Examples 57 to 62 and Comparative Examples 57 to 63. It was used. The blending amount of water (d) was 5 molar equivalents with respect to 1 molar equivalent of the silane compound (a ₁ ).

Examples 50 to 62 and Comparative Examples 51 to 63
The above compounding amount is fixed through the above, and the heteropoly acid compound (b), perchloric acid compound (b ₁ ), trifluoromethanesulfonic acid compound (b ₂ ), sulfuric acid (b ₃ ) or fluorosulfone to be compounded therein is fixed. Acid (b
The type of ₄ ) and the compounding amount with respect to 1 molar equivalent of the silane compound (a ₁ ) were changed as shown in Tables 8 and 9.

(Examples 50 to 56, Comparative Examples 51 and 52,
54, 55) The above-mentioned predetermined amount of methyl alcohol was supplied to a glass beaker, the above-mentioned predetermined amount of N- (β-aminoethyl) -γ-aminopropyltrimethoxysilane was added, and further, hydrochloric acid was added at 0.036 wt. % Water containing 3% at room temperature for 3 hours at a stirring speed of 800 rpm
The mixture was stirred at to obtain an alcohol solution of the silane compound (a ₁ ).

A predetermined amount of the heteropolyacid compound (b) or the perchloric acid compound (b ₁ ) shown in Table 8 was added to the obtained alcohol solution, and the mixture was further stirred at room temperature for 3 hours at a stirring rate of 80.
The coating solution was obtained by stirring at 0 rpm.

The above Fresnel lens made of acrylic resin was dipped in the obtained coating solution, pulled up at a speed of 500 mm / min, dried at room temperature for 10 minutes, and then at 80 ° C.
Was heat-treated for 3 hours to form a film on the Fresnel lens, and plastic lenses were obtained by the manufacturing methods of the present inventions 11 and 12 and the comparative example.

In order to prepare a sample for measuring the total light transmittance, the above-mentioned acrylic resin flat plate was used in place of the above Fresnel lens, and an evaluation sample was prepared in the same procedure as above. .

As a result of observing the cross section with a scanning electron microscope, the thickness of the coating was 0.9 μm for both the Fresnel lens coated product and the acrylic resin flat plate coated product.

Comparative Examples 53 and 56 In Comparative Example 53, the coating solution obtained in Example 50 was used, and in Comparative Example 56, the coating solution obtained in Example 53 was used. Examples 50 and 5, respectively, except that instead of immersing the acrylic resin flat plate, the respective coating solutions were spray coated on the acrylic resin Fresnel lens and acrylic resin flat plate used above.
A plastic lens and a sample for measuring total light transmittance were obtained in the same manner as in 3. When applying this spray,
The heating treatment was performed so that the thickness of the coating was 0.9 μm, but the coating solution was accumulated in the concave portions of the Fresnel lens, and a coating having a uniform thickness could not be obtained.

(Examples 57 to 62, Comparative Examples 57 to 59,
61, 62) The above-mentioned predetermined amount of methyl alcohol is supplied to a glass beaker, the above-mentioned predetermined amount of N- (β-aminoethyl) -γ-aminopropyltrimethoxysilane is added, and further the above-mentioned predetermined amount of water is added. A predetermined amount of the trifluoromethanesulfonic acid compound (b ₂ ) shown in Table 9 in (d),
A solution prepared by mixing sulfuric acid (b ₃ ) or fluorosulfonic acid (b ₄ ) was added, and the mixture was stirred at room temperature for 3 hours at a stirring speed of 800 rp.
After stirring at m, a coating solution was obtained.

When the coating solutions of Comparative Examples 57, 58 and 62 were used with the trifluoromethanesulfonic acid compound, sulfuric acid or fluorosulfonic acid in the predetermined amounts shown in the table, white precipitates were formed in the solutions and the coatings were carried out. It could not be used as a working solution.

The above Fresnel lens made of acrylic resin was dipped in the obtained coating solution, pulled up at a speed of 500 mm / min, dried at room temperature for 10 minutes, and then at 80 ° C.
Was heat-treated for 3 hours to form a film on the Fresnel lens, and plastic lenses were obtained by the manufacturing methods of the present invention 13 to 15 and comparative examples.

Further, in order to prepare a sample for measuring the total light transmittance, the above-mentioned acrylic resin flat plate was used in place of the above Fresnel lens, and an evaluation sample was prepared by the same procedure as above. .

As a result of observing the cross section with a scanning electron microscope, the thickness of the coating was 0.9 μm for both the Fresnel lens-coated product and the acrylic resin flat plate-coated product.

(Comparative Examples 60 and 63) In Comparative Example 60, the coating solution obtained in Example 60 was used, and in Comparative Example 63, the coating solution obtained in Example 62 was used. Examples 60 and 6 respectively, except that instead of immersing the acrylic resin flat plate, the respective coating solutions were sprayed onto the acrylic resin Fresnel lens and acrylic resin flat plate used above.
A plastic lens and a sample for measuring total light transmittance were obtained in the same manner as in 2. When applying this spray,
The heating treatment was performed so that the thickness of the coating was 0.9 μm, but the coating solution was accumulated in the concave portions of the Fresnel lens, and a coating having a uniform thickness could not be obtained.

Evaluation of Physical Properties of Plastic Slenses Using the plastics lenses obtained in Examples 50 to 62 and Comparative Examples 51 to 63 as evaluation samples, respective physical properties were evaluated according to the above-described evaluation methods, and shown in Tables 8 and 9. It was

[0251]

[Table 8]

[0252]

[Table 9]

The following Examples 63 to 77 and Comparative Example 64
73, the coating solution was formulated using only the aminoalkylalkoxysilane compound C as the silane compound (a ₁ ), and N- (β-aminoethyl) -γ-aminopropyltrimethoxysilane as the compound C. Using. As the metal alkoxide (e), those shown in Table 10 and Table 11 were used. The compounding amount is a molar ratio, silane compound (a ₁ ): metal alkoxide (e) = 90: 1.
It was set to 0.

Methyl alcohol was used as the organic solvent (c), and the compounding amount was 25 molar equivalents relative to 1 molar equivalent of the silane compound (a ₁ ).

As the water (d), water containing 0.036% by weight of hydrochloric acid was used in Examples 63 to 65 and Comparative Examples 64 and 65, and water was used in Examples 66 to 77 and Comparative Examples 66 to 73. Distilled water was used except that water containing 0.036% by weight of hydrochloric acid was used in Examples 67 and 70. Water (d)
The compounding amount of is relative to 1 molar equivalent of the silane compound (a ₁ )
It was 3 molar equivalents.

Examples 63-77 and Comparative Examples 64-73
The above compounding amount is fixed through the above, and the heteropoly acid compound (b), perchloric acid compound (b ₁ ), trifluoromethanesulfonic acid compound (b ₂ ), sulfuric acid (b ₃ ) or fluorosulfone to be compounded therein is fixed. Acid (b
The type of ₄ ) and the compounding amount with respect to 1 molar equivalent of the silane compound (a ₁ ) were changed as shown in Table 10 and Table 11.

The following Examples 78 to 113 and Comparative Example 7
4 to 108, the mixture of the coating solution was prepared by using a mixture of the aminoalkylalkoxysilane compound C and the silane compound A as the silane compound (a ₁ ).
As N- (β-aminoethyl) -γ-aminopropyltrimethoxysilane, and as compound A, tetraethoxysilane. As the metal alkoxide (e), those shown in Table 12 and Table 16 were used.
The compounding amount is a molar ratio, and aminoalkylalkoxysilane compound C: silane compound A: metal alkoxide (e) = 8.
It was set to 0:10:10.

Methyl alcohol was used as the organic solvent (c), and the compounding amount was 25 molar equivalents relative to 1 molar equivalent of the silane compound (a ₁ ).

As the water (d), water containing 0.036% by weight of hydrochloric acid was used in Examples 78 to 86 and Comparative Examples 74 to 80, and water was used in Examples 87 to 113 and Comparative Examples 81 to 108. Examples 89, 92, 95, 98, 101, 1
Distilled water was used except that water containing 0.036% by weight of hydrochloric acid was used in 04. The blending amount of water (d) was 3 molar equivalents with respect to 1 molar equivalent of the silane compound (a ₁ ).

Examples 78 to 113 and Comparative Examples 74 to 1
08, the above compounding amount is fixed and the heteropolyacid compound (b) and perchloric acid compound (b) to be compounded therein are fixed.
₁ ), a trifluoromethanesulfonic acid compound (b ₂ ),
The type of sulfuric acid (b ₃ ) or fluorosulfonic acid (b ₄ ) and the compounding amount with respect to 1 molar equivalent of the silane compound (a ₁ ) were changed as shown in Tables 12 to 16.

(Examples 63 to 65, Comparative Examples 64 and 65)
The above-mentioned predetermined amount of methyl alcohol is supplied to a glass beaker, and the above-mentioned predetermined amount of N- (β-aminoethyl) -γ-
After adding aminopropyltrimethoxysilane and further adding the above-mentioned predetermined amount of water containing 0.036% by weight of hydrochloric acid, the mixture was stirred at room temperature for 3 hours at a stirring speed of 800 rpm to obtain an alcohol solution of the silane compound (a ₁ ). Obtained.

A predetermined amount of the metal alkoxide shown in Table 10 was added to the obtained alcohol solution, and the mixture was further stirred at room temperature for 3 hours at a stirring speed of 800 rpm.

The predetermined amount of the heteropolyacid compound (b) shown in Table 10 was added to the obtained solution, and the mixture was further stirred at room temperature for 3 hours at a stirring speed of 800 rpm to obtain a coating solution.

The above Fresnel lens made of acrylic resin was dipped in the obtained coating solution, pulled up at a speed of 500 mm / min, dried at room temperature for 10 minutes, and then at 80 ° C.
Was heat-treated for 3 hours to form a film on the Fresnel lens to obtain a plastic lens by the manufacturing method of the present invention 16 and the comparative example.

In order to prepare a sample for measuring the total light transmittance, the above acrylic resin flat plate was used in place of the above Fresnel lens, and an evaluation sample was prepared by the same procedure as above. .

As a result of observing the cross section with a scanning electron microscope, the thickness of the coating was 0.9 μm for both the Fresnel lens-coated product and the acrylic resin flat plate-coated product.

(Examples 66 to 77, Comparative Examples 66 to 73)
The above-mentioned predetermined amount of methyl alcohol is supplied to a glass beaker, and the above-mentioned predetermined amount of N- (β-aminoethyl) -γ-
Aminopropyltrimethoxysilane was added, and the perchloric acid compound (b ₁ ) shown in Table 10 and Table 11, the trifluoromethanesulfonic acid compound (b ₂ ) and the sulfuric acid (b) were added to the above-mentioned predetermined amount of water (d). ₃ ) or a solution containing a predetermined amount of fluorosulfonic acid (b ₄ ) mixed therein, and added at room temperature to 3
The mixture was stirred for a time at a stirring speed of 800 rpm to obtain an alcohol solution of a silane compound.

A predetermined amount of the metal alkoxide shown in Table 10 and Table 11 was added to the obtained alcohol solution, and the mixture was further stirred at room temperature for 3 hours at a stirring speed of 800 rpm to obtain a coating solution.

Comparative Examples 66, 68, 70 and 72
As a coating solution of, when a perchloric acid compound, a trifluoromethanesulfonic acid compound, sulfuric acid or fluorosulfonic acid was used in a predetermined amount shown in the table, a white precipitate was generated in the solution and it could not be used as a coating solution. .

The above Fresnel lens made of acrylic resin was dipped in the obtained coating solution, pulled up at a speed of 500 mm / min, dried at room temperature for 10 minutes, and then at 80 ° C.
Was heat-treated for 3 hours to form a film on the Fresnel lens, and plastic lenses according to the manufacturing methods of the present invention 17 to 20 and comparative examples were obtained.

In order to prepare a sample for measuring the total light transmittance, the above acrylic resin flat plate was used in place of the above Fresnel lens, and an evaluation sample was prepared in the same procedure as above. .

As a result of observing the cross section with a scanning electron microscope, the thickness of the coating was 0.9 μm for both the Fresnel lens coated product and the acrylic resin flat plate coated product.

(Examples 78 to 86, Comparative Examples 74 to 79)
The above-mentioned predetermined amount of methyl alcohol is supplied to a glass beaker, and the above-mentioned predetermined amount of N- (β-aminoethyl) -γ-
After adding aminopropyltrimethoxysilane and tetraethoxysilane, and further adding the above-described predetermined amount of water containing 0.036% by weight of hydrochloric acid, the mixture was stirred at room temperature for 3 hours at a stirring rate of 80.
The mixture was stirred at 0 rpm to obtain an alcohol solution of the silane compound (a ₁ ).

A predetermined amount of the metal alkoxide shown in Table 12 was added to the obtained alcohol solution, and the mixture was further stirred at room temperature for 3 hours at a stirring speed of 800 rpm.

To the resulting solution was added the predetermined amount of the heteropolyacid compound (b) shown in Table 12, and the mixture was further stirred at room temperature for 3 hours at a stirring speed of 800 rpm to obtain a coating solution.

The above Fresnel lens made of acrylic resin was dipped in the obtained coating solution, pulled up at a speed of 500 mm / min, dried at room temperature for 10 minutes, and then at 80 ° C.
Was heat-treated for 3 hours to form a film on the Fresnel lens to obtain a plastic lens by the manufacturing method of the present invention 16 and the comparative example.

Further, in order to prepare a sample for measuring the total light transmittance, the above-mentioned acrylic resin flat plate was used in place of the above Fresnel lens, and an evaluation sample was prepared by the same procedure as above. .

As a result of observing the cross section with a scanning electron microscope, the thickness of the coating was 0.9 μm for both the Fresnel lens coated product and the acrylic resin flat plate coated product.

(Comparative Example 80) Instead of immersing the Fresnel lens made of acrylic resin and the flat plate made of acrylic resin in the coating solution obtained in Example 78, the Fresnel lens made of acrylic resin and the Fresnel lens made of the above-mentioned coating solution were used. A plastic lens and a sample for measuring total light transmittance were obtained in the same manner as in Example 78 except that the acrylic resin flat plate was spray-coated. It should be noted that the spray coating was carried out so that the thickness of the coating after the heat treatment was 0.9 μm, but the coating solution was accumulated in the concave portions of the Fresnel lens and a coating having a uniform thickness could not be obtained.

(Examples 87 to 113, Comparative Examples 81 to 8)
6, 88-93, 95-100, 102-107) The above-mentioned predetermined amount of methyl alcohol is supplied to a glass beaker, and the above-mentioned predetermined amount of N- (β-aminoethyl) -γ-aminopropyltrimethoxysilane is added. Tetraethoxysilane was added, and the above-mentioned predetermined amount of water (d) was added to Table 13-
A solution prepared by mixing the perchloric acid compound (b ₁ ), the trifluoromethanesulfonic acid compound (b ₂ ), the sulfuric acid (b ₃ ) or the fluorosulfonic acid (b ₄ ) shown in Table 16 was added at room temperature. The mixture was stirred for 3 hours at a stirring speed of 800 rpm to obtain an alcohol solution of a silane compound.

Tables 13 to 16 were added to the obtained alcohol solutions.
A predetermined amount of the metal alkoxide shown in was added, and the mixture was further stirred at room temperature for 3 hours at a stirring speed of 800 rpm to obtain a coating solution.

Comparative Examples 82, 84, 86, 89, 9
The coating solutions of 1, 93, 96, 98, 100, 103, 105 and 107 were prepared by using a perchloric acid compound, a trifluoromethanesulfonic acid compound, sulfuric acid or fluorosulfonic acid in the predetermined amounts shown in the table. A white precipitate was formed on the surface, and it could not be used as a coating solution.

The above-mentioned Fresnel lens made of acrylic resin was dipped in the obtained coating solution, pulled up at a speed of 500 mm / min, dried at room temperature for 10 minutes, and then at 80 ° C.
Was heat-treated for 3 hours to form a film on the Fresnel lens, and plastic lenses according to the manufacturing methods of the present invention 17 to 20 and comparative examples were obtained.

In order to prepare a sample for measuring the total light transmittance, the above-mentioned acrylic resin flat plate was used in place of the above Fresnel lens, and an evaluation sample was prepared in the same procedure as above. .

As a result of observing the cross section with a scanning electron microscope, the thickness of the coating was 0.9 μm for both the Fresnel lens coated product and the acrylic resin flat plate coated product.

Comparative Examples 87, 94, 101, 108 In Comparative Example 87, the coating solution obtained in Example 87 was used, in Comparative Example 94, the coating solution obtained in Example 96 was used, and in Comparative Example 101, Instead of immersing the acrylic resin Fresnel lens and the acrylic resin flat plate in the coating solution obtained in Example 105 and in the coating solution obtained in Example 111 in Comparative Example 108, respectively, A plastic lens and a sample for measuring total light transmittance were obtained in the same manner as in Examples 87, 96, 105 and 111, respectively, except that the solution was spray-coated on the acrylic resin Fresnel lens and the acrylic resin flat plate used above. Obtained. It should be noted that the spray coating was carried out so that the thickness of the coating after the heat treatment was 0.9 μm, but the coating solution was accumulated in the concave portions of the Fresnel lens and a coating having a uniform thickness could not be obtained.

Evaluation of Physical Properties of Plastic Slenses Using the plastics lenses obtained in Examples 63 to 113 and Comparative Examples 64 to 108 as evaluation samples, respective physical properties were evaluated according to the above-described evaluation methods, and shown in Tables 10 to 16. It was

[0288]

[Table 10]

[0289]

[Table 11]

[0290]

[Table 12]

[0291]

[Table 13]

[0292]

[Table 14]

[0293]

[Table 15]

[0294]

[Table 16]

In the following Examples 114 to 128 and Comparative Examples 109 to 133, the coating solution was compounded with N- as the aminoalkylalkoxysilane compound C (a ₂ ).
(Β-Aminoethyl) -γ-aminopropyltrimethoxysilane, γ-glycidoxypropyltrimethoxysilane as the epoxyalkylalkoxysilane compound D (a ₃ ) and zirconium as the zirconium tetraalkoxide (e ₁ ). Tetra-n-butoxide was used. The compounding amount is N- (β-aminoethyl) -γ-aminopropyltrimethoxysilane: γ-glycidoxypropyltrimethoxysilane: zirconium tetra-n-butoxide = 90: 5: 5 (mixing ratio a , 85: 15: 5 (blending ratio b), 75: 1
The ratios were 3:12 (mixing ratio C), 60:25:15 (mixing ratio D), and 95: 4: 1 (mixing ratio E). The compounding ratios of these are shown in Tables 17 to 19.

Methyl alcohol was used as the organic solvent (c), and the compounding amount was 20 molar equivalents with respect to 1 molar equivalent of the aminoalkylalkoxysilane compound C (a ₂ ).

As the water (d), distilled water was used.
Killalkoxysilane compound C (a ₂) For 1 molar equivalent
To 3 molar equivalents.

Examples 114 to 128 and Comparative Example 109
~ 133, fix the above blended amount,
Compound (b), perchloric acid compound
(B ₁), Trifluoromethanesulfonic acid compound
(B₂), Sulfuric acid (b₃) Or fluorosulfonic acid (b
_Four) Types and aminoalkylalkoxysilanes
Compound C (a₂) Table 17 shows the blending amount per 1 molar equivalent.
Changes were made as shown in Table 19.

(Examples 114 to 128, Comparative Example 109 to
112, 114-117, 119-122, 124-1
27, 129-132) Half of the above-mentioned predetermined amount of methyl alcohol is supplied to a glass beaker, and the above-mentioned predetermined amount of N is supplied.
-(Β-Aminoethyl) -γ-aminopropyltrimethoxysilane was added to obtain an alcohol solution of the aminoalkylalkoxysilane compound C (a ₂ ).

In the obtained alcohol solution, the heteropoly acid compound (b), the perchloric acid compound (b ₁ ) and the trifluoride shown in Tables 17 to 19 were added to 3/4 of the above-mentioned predetermined amount of water (d). Rmethanesulfonic acid compound (b ₂ ), sulfuric acid (b ₃ ).
Alternatively, a solution prepared by mixing a predetermined amount of fluorosulfonic acid (b ₄ ) is added, and the stirring speed is 800 rpm for 3 hours at room temperature.
Stir with, and then aminoalkylalkoxysilane compound C
An alcoholic solution of the hydrolyzate of (a ₂ ) was obtained.

On the other hand, half of the above-mentioned predetermined amount of methyl alcohol was supplied to a glass beaker, and the above-mentioned predetermined amount of γ-glycidoxypropyltrimethoxysilane and zirconium tetraalkoxide (e ₁ ) were added thereto to obtain an epoxyalkylalkoxy. An alcohol solution of the silane compound D (a ₃ ) and zirconium tetraalkoxide (e ₁ ) was obtained.

To the obtained alcohol solution, 1/4 amount of the above-mentioned predetermined amount of water (d) was added, and the mixture was stirred at room temperature for 3 hours at a stirring speed of 800 rpm to obtain an epoxyalkylalkoxysilane compound D (a ₃ ) And a zirconium tetraalkoxide (e ₁ ) hydrolyzate was obtained as an alcohol solution.

The above-mentioned hydrolyzate of the aminoalkylalkoxysilane compound C (a ₂ ) and each alcohol solution of the hydrolyzate of the epoxyalkylalkoxysilane compound D (a ₃ ) and zirconium tetraalkoxide (e ₁ ) are mixed. At room temperature for 3 hours, stirring speed 800 rpm
Stir at to obtain a coating solution.

Comparative examples 114, 120, 125, 1
The coating solution of 30 is a perchloric acid compound (b ₁ ), a trifluoromethanesulfonic acid compound (b ₂ ), sulfuric acid (b ₃ ).
Alternatively, when a predetermined amount of fluorosulfonic acid (b ₄ ) shown in the table was used, a white precipitate was formed in the solution and it could not be used as a coating solution. In addition, Comparative Example 111,
The coating solutions of 116, 121, 126, 131 could not be used as a coating solution because the solution gelled.

The above Fresnel lens made of acrylic resin was dipped in the obtained coating solution, pulled up at a speed of 500 mm / min, dried at room temperature for 10 minutes, and then at 80 ° C.
Was heat-treated for 3 hours to form a film on the Fresnel lens, and plastic lenses according to the manufacturing methods of the present invention 21 to 25 and the comparative example were obtained.

Further, in order to prepare a sample for measuring the total light transmittance, the above-mentioned acrylic resin flat plate was used instead of the above Fresnel lens, and an evaluation sample was prepared by the same procedure as above. .

As a result of observing the cross section with a scanning electron microscope, the thickness of the coating was 0.9 μm for both the Fresnel lens coated product and the acrylic resin flat plate coated product.

(Comparative Examples 113, 118, 123, 12
8, 133) In Comparative Example 113, the coating solution obtained in Example 114, Comparative Example 118, the coating solution obtained in Example 117, and Comparative Example 123, the coating solution obtained in Example 120. Instead of immersing the acrylic resin Fresnel lens and the acrylic resin flat plate in the coating solution obtained in Example 123 in Comparative Example 128 and the coating solution obtained in Example 126 in Comparative Example 133, respectively. Examples 114 and 11 except that each coating solution was spray-applied to the acrylic resin Fresnel lens and the acrylic resin flat plate used above.
A plastic lens and a sample for measuring the total light transmittance were obtained in the same manner as 7, 120, 123 and 126. In addition,
In this spray coating, the coating after heat treatment was made to have a thickness of 0.9 μm, but the coating solution was accumulated in the concave portions of the Fresnel lens and a coating having a uniform thickness could not be obtained.

Evaluation of Physical Properties of Plastic Slenses Using the plastics lenses obtained in Examples 114 to 128 and Comparative Examples 109 to 133 as evaluation samples, respective physical properties were evaluated according to the above evaluation methods, and shown in Tables 17 to 19. It was

[0310]

[Table 17]

[0311]

[Table 18]

[0312]

[Table 19]

In the following Examples 129 to 143 and Comparative Examples 134 to 158, the coating solution was mixed with the aminoalkylalkoxysilane compound C (a ₂ ) as N-.
(Β-aminoethyl) -γ-aminopropyltrimethoxysilane, γ-glycidoxypropyltrimethoxysilane as the epoxyalkylalkoxysilane compound D (a ₃ ) and titanium as the titanium tetraalkoxide (e ₂ ). Mutatetra-n-butoxide was used. The blending amount is N- (β-aminoethyl) -γ-aminopropyltrimethoxysilane: γ-glycidoxypropyltrimethoxysilane: titanium tetra-n-butoxide = 90: 5: 5 (mixing ratio a , 85: 15: 5 (mixing ratio b), 77: 1
It was set to 3:10 (mixing ratio F), 60:25:15 (mixing ratio D), and 95: 4: 1 (mixing ratio E). The compounding ratios thereof are shown in Tables 20 to 22.

Methyl alcohol was used as the organic solvent (c), and the compounding amount was 20 molar equivalents relative to 1 molar equivalent of the aminoalkylalkoxysilane compound C (a ₂ ).

As the water (d), distilled water was used.
Killalkoxysilane compound C (a ₂) For 1 molar equivalent
To 3 molar equivalents.

Examples 129 to 143 and Comparative Example 134
Through 158, fix the above blended amount,
Compound (b), perchloric acid compound
(B ₁), Trifluoromethanesulfonic acid compound
(B₂), Sulfuric acid (b₃) Or fluorosulfonic acid (b
_Four) Types and aminoalkylalkoxysilanes
Compound C (a₂) Table 20 shows the blending amount per 1 molar equivalent.
The changes were made as shown in Table 22.

(Examples 129 to 143 and Comparative Examples 134 to 134)
137, 139 to 142, 144 to 147, 149 to 1
52, 154-157) Half of the above-mentioned predetermined amount of methyl alcohol is supplied to a glass beaker, and the above-mentioned predetermined amount of N is supplied.
-(Β-Aminoethyl) -γ-aminopropyltrimethoxysilane was added to obtain an alcohol solution of the aminoalkylalkoxysilane compound C (a ₂ ).

In the obtained alcohol solution, the heteropoly acid compound (b), the perchloric acid compound (b ₁ ) and the trifluoride shown in Tables 20 to 22 were added to 3/4 of the above-mentioned predetermined amount of water (d). Rmethanesulfonic acid compound (b ₂ ), sulfuric acid (b ₃ ).
Alternatively, a solution prepared by mixing a predetermined amount of fluorosulfonic acid (b ₄ ) is added, and the stirring speed is 800 rpm for 3 hours at room temperature.
Stir with, and then aminoalkylalkoxysilane compound C
An alcoholic solution of the hydrolyzate of (a ₂ ) was obtained.

On the other hand, half of the above-mentioned predetermined amount of methyl alcohol was supplied to a glass beaker, and the above-mentioned predetermined amount of γ-glycidoxypropyltrimethoxysilane and titanium tetraalkoxide (e ₂ ) were added thereto to obtain an epoxyalkylalkoxy. An alcohol solution of the silane compound D (a ₃ ) and titanium tetraalkoxide (e ₂ ) was obtained.

To the obtained alcohol solution, 1/4 amount of the above-mentioned predetermined amount of water (d) was added, and the mixture was stirred at room temperature for 3 hours at a stirring speed of 800 rpm to obtain an epoxyalkylalkoxysilane compound D (a ₃ ) And a titanium tetraalkoxide (e ₂ ) hydrolyzate.

The above-mentioned hydrolyzate of aminoalkylalkoxysilane compound C (a ₂ ) and an alcoholic solution of each of hydrolyzate of epoxyalkylalkoxysilane compound D (a ₃ ) and titanium tetraalkoxide (e ₂ ) are mixed. Then, the mixture was stirred at room temperature for 3 hours at a stirring speed of 800 rpm to obtain a coating solution.

Comparative Examples 139, 145, 150 and 1
The coating solution of 55 is a perchloric acid compound (b ₁ ), a trifluoromethanesulfonic acid compound (b ₂ ), sulfuric acid (b ₃ ).
Alternatively, when a predetermined amount of fluorosulfonic acid (b ₄ ) shown in the table was used, a white precipitate was formed in the solution and it could not be used as a coating solution. In addition, Comparative Example 136,
The coating solutions 141, 146, 151, 156 could not be used as coating solutions because the solutions gelled.

The above Fresnel lens made of acrylic resin was dipped in the obtained coating solution, pulled up at a speed of 500 mm / min, dried at room temperature for 10 minutes, and then at 80 ° C.
Was heat-treated for 3 hours to form a film on the Fresnel lens, and plastic lenses were obtained by the manufacturing methods of the present invention 26 to 30 and comparative examples.

Further, in order to prepare a sample for measuring the total light transmittance, the above-mentioned acrylic resin flat plate was used in place of the above Fresnel lens, and an evaluation sample was prepared in the same procedure as above. .

As a result of observing the cross section with a scanning electron microscope, the thickness of the coating was 0.9 μm for both the Fresnel lens coated product and the acrylic resin flat plate coated product.

(Comparative Examples 138, 143, 148, 15
3, 158) In Comparative Example 138, the coating solution obtained in Example 129 was used, in Comparative Example 143, the coating solution obtained in Example 132, and in Comparative Example 148, the coating solution obtained in Example 135. Instead of immersing the Fresnel lens made of acrylic resin and the flat plate made of acrylic resin in the coating solution obtained in Example 138 in Comparative Example 153 and the coating solution obtained in Example 141 in Comparative Example 158, respectively. Examples 129 and 13 except that each of the coating solutions was sprayed onto the acrylic resin Fresnel lens and the acrylic resin flat plate used above.
A plastic lens and a sample for measuring the total light transmittance were obtained in the same manner as in 2,135,138,141. In addition,
In this spray coating, the coating after heat treatment was made to have a thickness of 0.9 μm, but the coating solution was accumulated in the concave portions of the Fresnel lens and a coating having a uniform thickness could not be obtained.

Evaluation of Physical Properties of Plastic Slenses Using the plastics lenses obtained in Examples 129 to 143 and Comparative Examples 134 to 158 as evaluation samples, respective physical properties were evaluated according to the evaluation methods described above, and shown in Tables 20 to 22. It was

[0328]

[Table 20]

[0329]

[Table 21]

[0330]

[Table 22]

[0331]

As described above, in the method for producing a plastic lens of the present invention, a plastic lens is blended with a specific silane compound mixture, a heteropolyacid compound, an organic solvent, and a specific amount of water containing an acid. It is a method of forming a film on the surface of a plastic lens by applying the coating solution to the surface of the plastic lens by immersing it in the coating solution and pulling it up. Therefore, according to this manufacturing method, it is possible to obtain a plastic lens having a sufficient antistatic ability while maintaining the optical characteristics of the plastic lens before film formation. Furthermore, since the coating solution used in the present invention can be prepared by a usual simple method and can be used in the same manner as a conventional silicon-based coating solution, according to the present invention, it is antistatic. The plastic lens can be easily manufactured. Further, since the plastic lens obtained by the present invention has been subjected to a durable antistatic treatment, there is no dust or dirt attached,
Optical characteristics such as transmittance can be maintained for a long period of time.

As described above, in the method for producing a plastic lens of the present invention 2, the plastic lens is blended with a specific silane compound mixture, a perchloric acid compound, an organic solvent and water containing an acid in a specific amount. It is a method of forming a film on the surface of a plastic lens by applying the coating solution to the surface of the plastic lens by immersing it in the coating solution and pulling it up. So according to this manufacturing method,
It is possible to obtain a plastic lens having a sufficient antistatic ability while maintaining the optical characteristics of the plastic lens before film formation. Further, the coating solution used in the present invention 2 can be prepared by an ordinary simple method and can be used in the same manner as a conventional silicon-based coating solution. Can be easily manufactured. Furthermore, since the plastic lens obtained according to the second aspect of the present invention has been subjected to a durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the method for producing a plastic lens of the present invention 3 is for coating a plastic lens with a specific silane compound mixture, a trifluoromethanesulfonic acid compound, an organic solvent and water in a specific amount. This is a method of forming a film on the surface of a plastic lens by applying a coating solution to the surface of the plastic lens by immersing it in the solution and pulling it up According to the method, a plastic lens having sufficient antistatic ability can be obtained while maintaining the optical characteristics of the plastic lens before film formation. Furthermore, the coating solution used in the present invention 3 can be prepared by an ordinary simple method,
Since it can be used in the same manner as a conventional silicon-based coating solution, according to the present invention 3, an antistatic plastic lens can be easily manufactured. Further, since the plastic lens obtained by the present invention 3 is subjected to the durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the method for producing a plastic lens of the present invention 4 is to immerse a plastic lens in a coating solution in which a specific silane compound mixture, sulfuric acid, an organic solvent and water are mixed in specific amounts. , By pulling up, the coating solution is applied to the surface of the plastic lens, and then by heat treatment, since it is a method of forming a film on the surface of the plastic lens, according to this manufacturing method, It is possible to obtain a plastic lens having a sufficient antistatic ability while maintaining the optical characteristics of the plastic lens before film formation. Furthermore, the coating solution used in the present invention 4 can be prepared by a usual simple method, and can be used in the same manner as a conventional silicon-based coating solution.
According to this, an antistatic plastic lens can be easily manufactured. Furthermore, since the plastic lens obtained according to the present invention 4 is subjected to durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the method for producing a plastic lens of the fifth aspect of the present invention is to prepare a plastic lens into a coating solution in which a specific silane compound mixture, fluorosulfonic acid, an organic solvent and water are mixed in specific amounts. It is a method of forming a film on the surface of a plastic lens by applying a coating solution to the surface of the plastic lens by immersing and pulling it up, and then applying a heat treatment. Thus, it is possible to obtain a plastic lens having sufficient antistatic ability while maintaining the optical characteristics of the plastic lens before film formation. Furthermore, the coating solution used in the present invention 5 can be prepared by an ordinary simple method and can be used in the same manner as a conventional silicon-based coating solution. Can be easily manufactured. Further, since the plastic lens obtained by the present invention 5 is subjected to the durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, in the method for producing a plastic lens of the present invention 6, the plastic lens is prepared by adding a specific silane compound mixture, a heteropolyacid compound, an organic solvent, water containing an acid and a specific amount of metal alkoxide. It is a method of forming a film on the surface of a plastic lens by applying the coating solution to the surface of the plastic lens by dipping it in the formulated coating solution and pulling it up. Because there is
According to this manufacturing method, a plastic lens having sufficient antistatic ability can be obtained while maintaining the optical characteristics of the plastic lens before film formation. Furthermore, since the coating solution used in the present invention 6 can be prepared by an ordinary simple method and can be used in the same manner as a conventional silicon-based coating solution, according to the present invention 6, antistatic Can be easily manufactured. Further, since the plastic lens obtained by the present invention 6 has been subjected to durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the method for producing a plastic lens of the present invention 7 is the same as that described above except that a plastic lens is prepared by mixing a specific silane compound mixture, a perchloric acid compound, an organic solvent,
Water containing an acid and a metal alkoxide are immersed in a coating solution containing a specific amount, and by pulling, the coating solution is applied to the surface of a plastic lens,
Since this is a method of forming a film on the surface of the plastic lens by heat treatment, according to this manufacturing method, a sufficient antistatic ability is maintained while maintaining the optical characteristics of the plastic lens before the film formation. It is possible to obtain a plastic lens having Furthermore, since the coating solution used in the present invention 7 can be prepared by an ordinary simple method and can be used in the same manner as the conventional silicon-based coating solution, according to the present invention 7,
An antistatic plastic lens can be easily manufactured. Further, since the plastic lens obtained by the present invention 7 is subjected to durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

In the method for producing a plastic lens of the present invention 8, as described above, a plastic lens is blended with a specific silane compound mixture, a trifluoromethanesulfonic acid compound, an organic solvent, water and a metal alkoxide in a specific amount. It is a method of forming a film on the surface of a plastic lens by applying the coating solution to the surface of the plastic lens by immersing it in the coating solution and then pulling it up. According to this manufacturing method, it is possible to obtain a plastic lens having a sufficient antistatic ability while maintaining the optical characteristics of the plastic lens before film formation. Furthermore, the coating solution used in the present invention 8 can be prepared by a usual simple method, and can be used in the same manner as a conventional silicon-based coating solution.
According to this, an antistatic plastic lens can be easily manufactured. Furthermore, since the plastic lens obtained according to the present invention 8 is subjected to a durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the method for producing a plastic lens of the present invention 9 is a coating solution in which a plastic lens is mixed with a specific silane compound mixture, sulfuric acid, an organic solvent, water and a metal alkoxide in a specific amount. It is a method of forming a film on the surface of a plastic lens by applying a coating solution to the surface of the plastic lens by immersing it in the solution and then pulling it up. According to this, it is possible to obtain a plastic lens having sufficient antistatic ability while maintaining the optical characteristics of the plastic lens before film formation. Furthermore, since the coating solution used in the present invention 9 can be prepared by an ordinary simple method and can be used in the same manner as the conventional silicon-based coating solution, according to the present invention 9, antistatic Can be easily manufactured. Further, since the plastic lens obtained according to the present invention 9 is subjected to durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the method for producing a plastic lens of the tenth aspect of the present invention uses a plastic lens,
A specific silane compound mixture, fluorosulfonic acid, an organic solvent, water and a metal alkoxide are immersed in a specific amount of the coating solution, and the coating solution is applied to the surface of the plastic lens by pulling it up, and then. This is a method of forming a film on the surface of a plastic lens by heat treatment.According to this manufacturing method, sufficient antistatic ability is maintained while maintaining the optical characteristics of the plastic lens before film formation. It is possible to obtain a plastic lens having the same. Furthermore, the present invention 10
The coating solution used in 1. can be prepared by an ordinary simple method, and can be used in the same manner as a conventional silicon-based coating solution. Therefore, according to the present invention 10, an antistatic plastic lens Can be easily manufactured. Furthermore, since the plastic lens obtained by the present invention 10 is subjected to durable antistatic treatment,
It is possible to maintain optical characteristics such as transmittance for a long period of time without dust or adhesion of dust.

As described above, the plastic lens manufacturing method according to the eleventh aspect of the present invention uses a plastic lens as described above.
A specific aminoalkylalkoxysilane compound, a heteropolyacid compound, an organic solvent, and water containing an acid are immersed in a coating solution containing a specific amount of the coating solution, and the coating solution is applied to the surface of the plastic lens by pulling it up. This is a method of forming a film on the surface of a plastic lens by applying it and then heat-treating it.According to this manufacturing method, it is possible to maintain sufficient optical characteristics of the plastic lens before film formation while maintaining sufficient optical characteristics. A plastic lens having antistatic ability can be obtained. Further, the coating solution used in the present invention 11 can be prepared by a usual simple method and can be used in the same manner as the conventional silicon-based coating solution. Can be easily manufactured. Further, since the plastic lens obtained according to the present invention 11 is subjected to durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the plastic lens manufacturing method of the twelfth aspect of the present invention uses the plastic lens as described above.
A coating solution for the surface of a plastic lens by immersing in a coating solution containing a specific amount of water containing an aminoalkylalkoxysilane compound, a perchloric acid compound, an organic solvent, and an acid It is a method of forming a film on the surface of a plastic lens by applying
According to this manufacturing method, a plastic lens having sufficient antistatic ability can be obtained while maintaining the optical characteristics of the plastic lens before film formation. Furthermore, the coating solution used in the present invention 12 can be prepared by a usual simple method and can be used in the same manner as a conventional silicon-based coating solution.
According to 2, it is possible to easily manufacture an antistatic plastic lens. Further, since the plastic lens obtained according to the present invention 12 is subjected to the durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the plastics lens manufacturing method of the thirteenth aspect of the present invention uses a plastics lens,
A specific aminoalkylalkoxysilane compound, a trifluoromethanesulfonic acid compound, an organic solvent and water are immersed in a coating solution in which a specific amount is mixed, and the coating solution is applied to the surface of the plastic lens by pulling it up, Since this is a method of forming a film on the surface of the plastic lens by heat treatment, according to this manufacturing method, a sufficient antistatic ability is maintained while maintaining the optical characteristics of the plastic lens before the film formation. It is possible to obtain a plastic lens having Further, the coating solution used in the present invention 13 can be prepared by a usual simple method and can be used in the same manner as the conventional silicon-based coating solution. Can be easily manufactured. Furthermore, since the plastic lens obtained according to the present invention 13 is subjected to a durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the plastic lens manufacturing method according to the fourteenth aspect of the present invention uses a plastic lens as described above.
Specific aminoalkylalkoxysilane compounds, sulfuric acid,
The surface of the plastic lens is applied by immersing it in a coating solution containing a specific amount of an organic solvent and water and pulling it up to apply the coating solution on the surface of the plastic lens, and then by heat treatment. Since this is a method of forming a film on the plastic lens, according to this manufacturing method, a plastic lens having sufficient antistatic ability can be obtained while maintaining the optical characteristics of the plastic lens before film formation. Furthermore, the coating solution used in the present invention 14 can be prepared by a usual simple method and can be used in the same manner as the conventional silicon-based coating solution. Can be easily manufactured. Furthermore, since the plastic lens obtained by the present invention 14 is subjected to a durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the plastic lens manufacturing method of the fifteenth aspect of the present invention uses a plastic lens,
The coating solution is applied to the surface of the plastic lens by immersing it in a coating solution containing a specific amount of a specific aminoalkylalkoxysilane compound, fluorosulfonic acid, organic solvent and water, and pulling it up, and then heating. Since this is a method of forming a film on the surface of a plastic lens by processing, this manufacturing method has sufficient antistatic ability while maintaining the optical characteristics of the plastic lens before film formation. You can get a plastic lens. Furthermore, the present invention 15
The coating solution used in 1. can be prepared by an ordinary simple method and can be used in the same manner as a conventional silicon-based coating solution. Therefore, according to the present invention 15, an antistatic plastic lens is used. Can be easily manufactured. Furthermore, since the plastic lens obtained according to the present invention 15 has been subjected to a durable antistatic treatment,
It is possible to maintain optical characteristics such as transmittance for a long period of time without dust or adhesion of dust.

As described above, the plastic lens manufacturing method according to the sixteenth aspect of the present invention uses a plastic lens as described above.
A specific aminoalkylalkoxysilane compound, heteropolyacid compound, organic solvent, water containing an acid, and a metal alkoxide are immersed in a coating solution in a specified amount and then pulled up to cover the surface of the plastic lens. It is a method of forming a film on the surface of a plastic lens by applying a solution and then heat treatment, so according to this manufacturing method, while maintaining the optical characteristics of the plastic lens before film formation, A plastic lens having a sufficient antistatic ability can be obtained. Furthermore, since the coating solution used in the present invention 16 can be prepared by an ordinary simple method and can be used in the same manner as a conventional silicon-based coating solution, according to the present invention 16, antistatic Can be easily manufactured. Further, since the plastic lens obtained by the present invention 16 has been subjected to a durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the plastic lens manufacturing method according to the seventeenth aspect of the present invention uses a plastic lens as described above.
The coating solution is applied to the surface of the plastic lens by immersing it in a coating solution that contains a specific aminoalkylalkoxysilane compound, perchloric acid compound, organic solvent, water and metal alkoxide, and pulling it up. It is a method of forming a film on the surface of the plastic lens by heat treatment, and then, according to this manufacturing method, sufficient charging is performed while maintaining the optical characteristics of the plastic lens before film formation. It is possible to obtain a plastic lens having prevention ability. Furthermore, since the coating solution used in the present invention 17 can be prepared by an ordinary simple method and can be used in the same manner as a conventional silicon-based coating solution, according to the present invention 17, antistatic Can be easily manufactured. Further, since the plastic lens obtained according to the present invention 17 is subjected to durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the plastic lens manufacturing method according to the eighteenth aspect of the present invention uses the plastic lens as described above.
The coating solution is applied to the surface of the plastic lens by immersing it in a coating solution containing a specific aminoalkylalkoxysilane compound, a trifluoromethanesulfonic acid compound, an organic solvent, water and a metal alkoxide, and pulling it up. This is a method of forming a film on the surface of a plastic lens by applying it and then heat-treating it.According to this manufacturing method, it is possible to maintain sufficient optical characteristics of the plastic lens before film formation while maintaining sufficient optical characteristics. A plastic lens having antistatic ability can be obtained. Further, the coating solution used in the present invention 18 can be prepared by a usual simple method and can be used in the same manner as the conventional silicon-based coating solution. Can be easily manufactured. Further, since the plastic lens obtained by the present invention 18 is subjected to the durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the plastic lens manufacturing method according to the nineteenth aspect of the present invention uses a plastic lens as described above.
Specific aminoalkylalkoxysilane compounds, sulfuric acid,
The coating solution is applied to the surface of the plastic lens by immersing it in a coating solution in which a specific amount of an organic solvent, water and a metal alkoxide have been mixed, and then by heating it, the plastic solution Since this is a method of forming a film on the surface of the lens, this manufacturing method can provide a plastic lens having sufficient antistatic ability while maintaining the optical characteristics of the plastic lens before film formation. Furthermore, since the coating solution used in the present invention 19 can be prepared by an ordinary simple method and can be used in the same manner as a conventional silicon-based coating solution, according to the present invention 19, antistatic Can be easily manufactured. Further, since the plastic lens obtained by the present invention 19 is subjected to the durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the method for producing a plastic lens of the 20th aspect of the present invention uses a plastic lens as described above.
The coating solution is applied to the surface of a plastic lens by immersing it in a coating solution containing a specific aminoalkylalkoxysilane compound, fluorosulfonic acid, organic solvent, water and metal alkoxide, and pulling it up. Since this is a method of forming a film on the surface of a plastic lens by heat treatment, according to this manufacturing method, sufficient antistatic property is maintained while maintaining the optical characteristics of the plastic lens before film formation. It is possible to obtain a functional plastic lens.
Furthermore, the coating solution used in the present invention 20 can be prepared by a usual simple method and can be used in the same manner as the conventional silicon-based coating solution. Can be easily manufactured. Furthermore, since the plastic lens obtained according to the present invention 20 has been subjected to a durable antistatic treatment, it is free from dust and dirt and can be used for a long period of time.
Optical characteristics such as transmittance can be maintained.

The method for producing a plastic lens of the present invention 21 is the same as described above.
The surface of a plastic lens by immersing in a coating solution containing a specific amount of a specific aminoalkylalkoxysilane compound, epoxyalkylalkoxysilane compound, zirconium tetraalkoxide, heteropolyacid compound, organic solvent and water, and pulling it up. It is a method of forming a film on the surface of a plastic lens by applying a coating solution to the surface of the plastic lens and then heat-treating it. According to this manufacturing method, the optical characteristics of the plastic lens before film formation are retained. As it is, a plastic lens having sufficient antistatic ability and water resistance can be obtained. Furthermore, since the coating solution used in the present invention 21 can be prepared by an ordinary simple method and can be used in the same manner as a conventional silicon-based coating solution, according to the present invention 21, antistatic Can be easily manufactured. Further, since the plastic lens obtained according to the present invention 21 is subjected to durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the method for producing a plastic lens of the 22nd aspect of the present invention uses a plastic lens as described above.
A specific aminoalkylalkoxysilane compound, an epoxyalkylalkoxysilane compound, a zirconium tetraalkoxide, a perchloric acid compound, an organic solvent and water are immersed in a coating solution containing a specific amount of the coating solution, and then the lens is made of plastics. This is a method of forming a film on the surface of a plastic lens by applying a coating solution on the surface and then heat-treating it.According to this manufacturing method, the optical characteristics of the plastic lens before the film formation can be determined. It is possible to obtain a plastic lens having sufficient antistatic ability and water resistance while being held. Furthermore, the coating solution used in the present invention 22 can be prepared by an ordinary simple method, and can be used in the same manner as the conventional silicon-based coating solution. Can be easily manufactured. Furthermore, since the plastic lens obtained according to the present invention 22 is subjected to durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the plastic lens manufacturing method according to the twenty-third aspect of the present invention uses a plastic lens as described above.
A lens made of plastics by immersing in a coating solution containing a specific amount of an aminoalkylalkoxysilane compound, an epoxyalkylalkoxysilane compound, zirconium tetraalkoxide, a trifluoromethanesulfonic acid compound, an organic solvent and water, and pulling it up. It is a method of forming a film on the surface of a lens made of plastics by applying a coating solution on the surface of and then heat-treating, so according to this manufacturing method,
It is possible to obtain a plastic lens having sufficient antistatic ability and water resistance while maintaining the optical characteristics of the plastic lens before film formation. Furthermore, the coating solution used in the present invention 23 can be prepared by an ordinary simple method and can be used in the same manner as a conventional silicon-based coating solution. Can be easily manufactured.
Further, since the plastic lens obtained by the present invention 23 is subjected to the durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the method for producing a plastic lens of the twenty-fourth aspect of the present invention uses a plastic lens,
Specific aminoalkylalkoxysilane compound, epoxyalkylalkoxysilane compound, zirconium tetraalkoxide, sulfuric acid, by dipping in a coating solution in which a specific amount of organic solvent and water are blended, by pulling up,
This is a method of forming a film on the surface of a plastic lens by applying a coating solution to the surface of a plastic lens and then heat-treating it. It is possible to obtain a plastic lens that has sufficient antistatic ability and water resistance while maintaining the optical characteristics of the lens.
Furthermore, the coating solution used in the present invention 24 can be prepared by an ordinary simple method and can be used in the same manner as a conventional silicon-based coating solution. Can be easily manufactured. Furthermore, since the plastic lens obtained according to the present invention 24 has been subjected to a durable antistatic treatment, it is free from dust and dirt and can be used for a long period of time.
Optical characteristics such as transmittance can be maintained.

As described above, the method for producing a plastic lens of the twenty-fifth aspect of the present invention uses a plastic lens,
The surface of a plastic lens by immersing in a coating solution containing a specific amount of a specific aminoalkylalkoxysilane compound, epoxyalkylalkoxysilane compound, zirconium tetraalkoxide, fluorosulfonic acid, organic solvent and water and pulling it up. It is a method of forming a film on the surface of a plastic lens by applying a coating solution to the surface of the plastic lens and then heat-treating it. According to this manufacturing method, the optical characteristics of the plastic lens before film formation are retained. As it is, a plastic lens having sufficient antistatic ability and water resistance can be obtained. Furthermore, the coating solution used in the present invention 25 can be prepared by a usual simple method and can be used in the same manner as the conventional silicon-based coating solution. Can be easily manufactured. Further, since the plastic lens obtained by the present invention 25 is subjected to durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the method for producing a plastic lens of the twenty-sixth aspect of the present invention uses a plastic lens,
The surface of the lens made of plastics is immersed in a coating solution containing a specific aminoalkylalkoxysilane compound, an epoxyalkylalkoxysilane compound, titanium tetraalkoxide, a heteropolyacid compound, an organic solvent and water in a specific amount and then pulled up. It is a method of forming a film on the surface of a plastic lens by applying a coating solution to the surface of the plastic lens and then heat-treating it. According to this manufacturing method, the optical characteristics of the plastic lens before film formation are retained. As it is, a plastic lens having sufficient antistatic ability and water resistance can be obtained. Furthermore, the coating solution used in the present invention 26 can be prepared by a usual simple method and can be used in the same manner as the conventional silicon-based coating solution. Can be easily manufactured. Further, since the plastic lens obtained by the present invention 26 has been subjected to a durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the method for producing a plastic lens of the twenty-seventh aspect of the present invention uses a plastic lens as described above.
A specific aminoalkylalkoxysilane compound, an epoxyalkylalkoxysilane compound, a titanium tetraalkoxide, a perchloric acid compound, an organic solvent and water are immersed in a coating solution containing a specific amount of the coating solution, and the plastic lens This is a method of forming a film on the surface of a plastic lens by applying a coating solution on the surface and then heat-treating it.According to this manufacturing method, the optical characteristics of the plastic lens before the film formation can be determined. It is possible to obtain a plastic lens having sufficient antistatic ability and water resistance while being held. Further, the coating solution used in the present invention 27 is
Since it can be produced by an ordinary simple method and can be used in the same manner as a conventional silicon-based coating solution, according to the present invention 27, an antistatic plastic lens can be easily produced. Further, since the plastic lens obtained by the present invention 27 has been subjected to durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

The method for producing a plastic lens of the present invention 28 is, as described above, a plastic lens,
Specific aminoalkylalkoxysilane compound, epoxyalkylalkoxysilane compound, titanium tetraalkoxide, trifluoromethanesulfonic acid compound,
The surface of the plastic lens is applied by immersing it in a coating solution containing a specific amount of an organic solvent and water and pulling it up to apply the coating solution on the surface of the plastic lens, and then by heat treatment. Since this is a method of forming a film on the plastic lens, according to this manufacturing method, a plastic lens having sufficient antistatic ability and water resistance can be obtained while maintaining the optical characteristics of the plastic lens before film formation. Furthermore, the coating solution used in the present invention 28 can be prepared by an ordinary simple method,
Since it can be used in the same manner as a conventional silicon-based coating solution, according to the present invention 28, an antistatic plastic lens can be easily manufactured. Furthermore, the plastic lens obtained by the present invention 28 is
Since the antistatic treatment with durability is performed, dust and dirt are not attached, and optical characteristics such as transmittance can be maintained for a long time.

The method for producing a plastic lens of the present invention 29 is, as described above, a plastic lens
The surface of a plastic lens is coated by dipping it in a coating solution containing a specific amount of a specific aminoalkylalkoxysilane compound, epoxyalkylalkoxysilane compound, titanium tetraalkoxide, sulfuric acid, organic solvent and water and pulling it up. Application solution,
Since this is a method of forming a film on the surface of the plastic lens by heat treatment, according to this manufacturing method, a sufficient antistatic ability is maintained while maintaining the optical characteristics of the plastic lens before the film formation. And a plastic lens having water resistance can be obtained. Furthermore, since the coating solution used in the present invention 29 can be prepared by an ordinary simple method and can be used in the same manner as a conventional silicon-based coating solution, the present invention 2
According to 9, it is possible to easily manufacture an antistatic plastic lens. Furthermore, since the plastic lens obtained according to the present invention 29 is subjected to the durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

As described above, the method for producing a plastic lens of the thirtieth aspect of the present invention uses a plastic lens,
Surface of a lens made of plastics by immersing in a coating solution containing a specific amount of an aminoalkylalkoxysilane compound, an epoxyalkylalkoxysilane compound, titanium tetraalkoxide, fluorosulfonic acid, an organic solvent and water and pulling it up. It is a method of forming a film on the surface of a plastic lens by applying a coating solution to the surface of the plastic lens and then heat-treating it. According to this manufacturing method, the optical characteristics of the plastic lens before film formation are retained. As it is, a plastic lens having sufficient antistatic ability and water resistance can be obtained. Furthermore, since the coating solution used in the present invention 30 can be prepared by an ordinary simple method and can be used in the same manner as a conventional silicon-based coating solution, the present invention 30 provides antistatic treatment. Can be easily manufactured. Furthermore, since the plastic lens obtained by the present invention 30 is subjected to durable antistatic treatment, it is free from dust and dirt and can maintain optical characteristics such as transmittance for a long period of time.

Claims (30)

[Claims] (1) (a) A silane compound A represented by the following general formula [I] and Si (OR) ₄ ... [I] (In the formula, R has 1 to 5 carbon atoms. consists alkyl group) following general formula [II] with the silane compound B represented ^{_{by, Y n ─Si (OR 1)}} 4-n ··· [II] ( wherein, R ¹ is 1 to 5 carbon atoms Is an alkyl group, Y is OR ¹
Other than organic groups, n is an integer of 1 to 3) A mixture in which the molar ratio of silane compound A and silane compound B is 80:20 to 20:80, (b) heteropolyacid compound, (c) organic solvent and (d). ) Water containing acid in a proportion of 0.01 to 5% by weight, wherein the molar ratio of (a), (b), (c) and (d) is 1: 0.001 to 0.15: 10. ~ 100: 1 ~ 3
A step of producing a coating solution of 0, (2) a step of applying the coating solution to the surface of the plastic lens by immersing the plastic lens in the coating solution and pulling it up. And (3) A method for producing a plastic lens, comprising the step of forming a film on the surface of the plastic lens by heat-treating the applied plastic lens. 2. (1) (a) The mixture according to claim 1, (b)
₁ ) A perchloric acid compound represented by the general formula XClO ₄ (wherein, X is a hydrogen atom, a monovalent metal atom, NH ₄ or a quaternary ammonium represented by the following general formula [III]): ] (In the formula, M ¹ , M ² , M ³ and M ⁴ have 1 to 20 carbon atoms.
Alkyl group), (c) organic solvent, and (d) 0.01-
It is composed of water containing 5% by weight of acid, and the molar ratio of (a), (b ₁ ), (c) and (d) is 1: 0.005.
-0.32: 10 to 100: 1 to 30 to prepare a coating solution, (2) The coating solution as described above is used as the coating solution, (2) and (3) ) A method for producing a plastic lens, comprising the step (3) according to claim 1. (1) (a) The mixture according to (1), (b)
₂ ) A trifluorosulfonic acid compound represented by the general formula CF ₃ SO ₃ X ¹ (in the formula, X ¹ is a hydrogen atom or a monovalent metal atom), (c) an organic solvent and (d) water,
The molar ratio of (a), (b ₂ ), (c) and (d) is 1:
The process of producing the coating solution which is 0.001 to 0.4: 10 to 100: 1 to 30. (2) The process (2) according to claim 1, wherein the coating solution is used as the coating solution. And (3) A method for producing a plastic lens, comprising the step (3) according to claim 1. (1) (a) The mixture according to claim 1, (b)
₃ ) consisting of sulfuric acid, (c) organic solvent and (d) water,
The molar ratio of (a), (b ₃ ), (c) and (d) is 1:
A step of producing a coating solution having a concentration of 0.01 to 1:10 to 100: 1 to 30. (2) The step (2) and (2) according to claim 1, wherein the coating solution is used as the coating solution. 3) A method for producing a plastic lens, comprising the step (3) according to claim 1. 5. (1) (a) The mixture according to claim 1, (b)
₄ ) Fluorosulfonic acid, (c) organic solvent and (d)
Water, and the molar ratio of (a), (b ₄ ), (c) and (d) is 1: 0.001 to 0.2: 10 to 100: 1 to 3
A step of producing a coating solution which is 0; (2) From the step (2) and (3) of claim 1, wherein the coating solution is used as the coating solution. And a method for manufacturing a plastic lens. 6. (1) (a) The mixture (b) according to claim 1.
Heteropoly acid compound, (c) organic solvent, (d) 0.00
Water containing an acid in a proportion of 1 to 5% by weight, and (e) a zirconium tetraalkoxide represented by the general formula Zr (OR ² ) ₄ , a titanium tetraalkoxide represented by the general formula Ti (OR ³ ) ₄ , and the general An aluminum trialkoxide represented by the formula Al (OR ⁴ ) ₃ (in the formula, R ² ,
R ³ and R ⁴ are at least one metal alkoxide selected from the group consisting of alkyl groups having 1 to 5 carbon atoms, and the molar ratio of the mixture (a) to the metal alkoxide (e) is 50:50 to 99: 1 and the molar ratio of the total of the mixture (a) and the metal alkoxide (e) to (b), (c) and (d) is 1: 0.001 to 0.15: 10 to 100 :.
A step of producing a coating solution of 0.1 to 5; (2) the step (2) and (3) of claim 1 wherein the coating solution is used as the coating solution. (3) A method for producing a plastic lens, comprising: 7. (1) (a) The mixture according to claim 1, (b)
₁ ) perchloric acid compound, (c) organic solvent, (d) 0.00
It comprises water containing an acid in a proportion of 1 to 5% by weight and (e) a metal alkoxide according to claim 6, wherein the mixture (a) and the metal alkoxide (e) have a molar ratio of 50:50 to 99 :.
1 and the molar ratio of the total of the mixture (a) and the metal alkoxide (e) to (b ₁ ), (c) and (d) is 1: 0.0.
A step of producing a coating solution having a thickness of 05 to 0.32: 10 to 100: 0.1 to 5; (2) The step (2) according to claim 1, wherein the coating solution is used as a coating solution. And (3) A method for producing a plastic lens, comprising the step (3) according to claim 1. 8. (1) (a) The mixture according to claim 1, (b)
₂ ) A trifluoromethanesulfonic acid compound, (c) an organic solvent, (d) water and (e) a metal alkoxide according to claim 6, wherein the mixture (a) and the metal alkoxide (e) have a molar ratio of 50:50 to. 99: 1 and the molar ratio of the mixture (a) and the sum of the metal alkoxide (e) (b ₂₎ and (c) (d) is 1: 0.001-0.3:
10 to 100: a step of producing a coating solution of 0.1 to 5; (2) steps (2) and (3) according to claim 1, wherein the coating solution is used as a coating solution. 1. A method for manufacturing a plastic lens, which comprises the step (3) described in 1. (1) (a) The mixture according to claim 1, (b)
₃ ) Sulfuric acid, (c) organic solvent, (d) water and (e) a metal alkoxide according to claim 6, wherein the molar ratio of the mixture (a) to the metal alkoxide (e) is 50:50 to 99 :.
1 and the molar ratio of the total of the mixture (a) and the metal alkoxide (e) to (b ₃ ), (c) and (d) is 1: 0.0.
A step of preparing a coating solution having a ratio of 1 to 0.5: 10 to 100: 0.1 to 5; (2) a step (2) according to claim 1, wherein the coating solution is used as the coating solution. And (3) A method for producing a plastic lens, comprising the step (3) according to claim 1. (1) (a) The mixture according to claim 1,
(B ₄₎ fluoroalkyl sulfonic acid (c) an organic solvent, the molar ratio of (d) water and (e) made of a metal alkoxide according to claim 6, wherein the mixture (a) with a metal alkoxide (e) 70:. 30 to It is 99: 1, and the total of the mixture (a) and the metal alkoxide (e) and the molar ratio of (b ₄ ), (c) and (d) are 1: 0.0001 to 0.1: 10 to 100 :.
A step of producing a coating solution of 0.1 to 5; (2) the step (2) and (3) of claim 1 wherein the coating solution is used as the coating solution. (3) A method for producing a plastic lens, comprising: 11. An aminoalkylalkoxysilane compound C represented by the following general formula [IV] (1) (a ₁ )
A silane compound containing 100 mol%, (In the formula, Y ¹ is an organic group having an amino group, Y ² is a hydrocarbon group, R ⁵ is an alkyl group having 1 to ⁵ carbon atoms, p is an integer of 1 to 5, m is an integer of 0 to 2) ( b) a heteropolyacid compound,
(C) made of an organic solvent and (d) water containing an acid in an amount of 0.01 to 5 wt%, (a ₁₎ and (b) (c)
And the molar ratio of (d) is 1: 0.001 to 0.25: 10.
-100: 1 to 30: a step of preparing a coating solution, (2) The step (2) and (3) according to claim 1, wherein the coating solution is used as a coating solution. A method of manufacturing a plastic lens comprising the step (3). (1) (a ₁ ) The silane compound according to claim 11, (b ₁ ) perchloric acid compound, (c) an organic solvent and (d) an acid in a proportion of 0.01 to 5% by weight. Water contained therein, and the molar ratio of (a ₁ ), (b ₁ ), (c) and (d) is 1: 0.001 to 0.65: 10 to 100: 1 to 3
A step of producing a coating solution which is 0; (2) From the step (2) and (3) of claim 1, wherein the coating solution is used as the coating solution. And a method for manufacturing a plastic lens. (1) (a ₁ ) The silane compound according to claim 11, (b ₂ ) a trifluoromethanesulfonic acid compound, (c) an organic solvent and (d) water, and (a ₁ )
And the molar ratio of (b ₂ ), (c) and (d) is 1: 0.00
A step of producing a coating solution having a ratio of 1 to 0.7: 10 to 100: 1 to 30. (2) The step (2) and (2) according to claim 1, wherein the coating solution is used as a coating solution. 3) A method for producing a plastic lens, comprising the step (3) according to claim 1. (1) (a ₁ ) A silane compound according to claim 11, (b ₃ ) sulfuric acid, (c) an organic solvent and (d) water, and (a ₁ ) and (b ₃ ) and ( a step of producing a coating solution in which the molar ratio of c) and (d) is 1: 0.01 to 1:10 to 100: 1 to 1; (2) As the coating solution, the above coating solution is used. A method for producing a plastic lens, comprising the step (2) according to claim 1 and (3) the step (3) according to claim 1 to be used. 15. (1) (a ₁ ) comprising the silane compound according to claim 11, (b ₄ ) fluorosulfonic acid, (c) an organic solvent and (d) water, and (a ₁ ) and (b ₄ ) And (c)
And the molar ratio of (d) is 1: 0.0001 to 0.1: 10.
-100: 1 to 30: a step of preparing a coating solution, (2) The step (2) and (3) according to claim 1, wherein the coating solution is used as a coating solution. A method of manufacturing a plastic lens comprising the step (3). (1) (a ₁ ) The silane compound according to claim 11, (b) a heteropolyacid compound, (c) an organic solvent,
(D) water containing an acid in a proportion of 0.001 to 5% by weight, and (e) a metal alkoxide according to claim 6,
The silane compound (a ₁ ) and the metal alkoxide (e) have a molar ratio of 70:30 to 99: 1, and the silane compounds (a ₁ ), (b), (c) and (d) have a molar ratio of 1 :
The process of producing the coating solution which is 0.001-0.15: 10 to 100: 0.1-5, (2) The process of Claim 1 which uses the said coating solution as a coating solution. 2) and (3) A method for producing a plastic lens, comprising the step (3) according to claim 1. (1) (a ₁ ) The silane compound according to claim 11, (b ₁ ) a perchloric acid compound, (c) an organic solvent,
(D) water and (e) consisting of the metal alkoxide according to claim 6, wherein the silane compound (a ₁ ) and the metal alkoxide (e) have a molar ratio of 70:30 to 99: 1, and the silane compound (a ₁ ) And (b ₁ ), (c) and (d) have a molar ratio of 1: 0.005 to 0.32: 10 to 100: 0.
A step of producing a coating solution which is 1 to 5; (2) a step (2) and (3) the step (3) according to claim 1 wherein the coating solution is used as the coating solution. The manufacturing method of the plastic lens which consists of these. 18. (1) (a ₁ ) The silane compound according to claim 11, (b ₂ ) trifluoromethanesulfonic acid compound, (c) organic solvent, (d) water and (e) the metal according to claim 6. Consisting of alkoxide, silane compound (a ₁ )
And the metal alkoxide (e) have a molar ratio of 70:30 to 9
9: 1 and the molar ratio of the silane compounds (a ₁ ), (b ₂ ), (c) and (d) is 1: 0.001 to 0.3:
10 to 100: a step of producing a coating solution of 0.1 to 5; (2) steps (2) and (3) according to claim 1, wherein the coating solution is used as the coating solution. 1. A method for manufacturing a plastic lens, which comprises the step (3) described in 1. (1) (a ₁ ) A silane compound according to claim 11, (b ₃ ) sulfuric acid, (c) an organic solvent, (d) water and (e) a metal alkoxide according to claim 6, The molar ratio of the silane compound (a ₁ ) to the metal alkoxide (e) is 70:30 to 99: 1, and the silane compound (a ₁ )
And the molar ratio of (b ₃ ), (c) and (d) is 1: 0.00
A step of preparing a coating solution having a ratio of 1 to 0.4: 10 to 100: 0.1 to 5; (2) The step (2) according to claim 1, wherein the coating solution is used as a coating solution. And (3) A method for producing a plastic lens, comprising the step (3) according to claim 1. 20. (1) (a ₁ ) A silane compound according to claim 11, (b ₄ ) fluorosulfonic acid, (c) an organic solvent, (d) water and (e) a metal alkoxide according to claim 6. The molar ratio of the silane compound (a ₁ ) to the metal alkoxide (e) is 70:30 to 99: 1, and the molar ratio of the silane compounds (a ₁ ) to (b ₄ ) to (c) to (d). , 1: 0.0001 to 0.1: 10 to 100: 0.
A step of producing a coating solution which is 1 to 5; (2) a step (2) and (3) the step (3) according to claim 1 wherein the coating solution is used as the coating solution. The manufacturing method of the plastic lens which consists of these. 21. (1) (a ₂ ) An aminoalkylalkoxysilane compound C according to claim 11, (a ₃ ) An epoxyalkylalkoxysilane compound D represented by the following general formula [V]: (In the formula, Z is a glycidoxy group or an epoxycyclohexyl group, Y ³ is a hydrocarbon group, R ⁶ is an alkyl group having 1 to 5 carbon atoms, q is an integer of 1 to 5, and t is an integer of 0 to 2) (b )
An aminoalkylalkoxysilane compound C comprising a heteropolyacid compound, (c) an organic solvent, (d) water and (e ₁ ) zirconium tetraalkoxide according to claim 1.
(A ₂ ) and epoxyalkylalkoxysilane compound D
The molar ratio of (a ₃₎ and zirconium tetraalkoxide (e ₁₎ is 93-53: 35-5: A 12-2, aminoalkyl alkoxysilane compound C (a ₂₎ and (b)
And the molar ratio of (c) and (d) is 1: 0.01 to 0.3.
A step of preparing a coating solution having a ratio of 5:15 to 100: 0.1-5, (2) Steps (2) and (3) according to claim 1, wherein the coating solution is used as the coating solution. A method for producing a plastic lens, comprising the step (3) according to claim 1. 22. (1) (a ₂ ) Aminoalkylalkoxysilane compound C according to claim 11, (a ₃ ) 2.
1, an epoxyalkylalkoxysilane compound D,
(B ₁ ) a perchloric acid compound, (c) an organic solvent, (d) water, and (e ₁ ) a zirconium tetraalkoxide according to claim 1, which comprises an aminoalkylalkoxysilane compound C (a ₂ ) and an epoxyalkylalkoxysilane. The molar ratio of the compound D (a ₃ ) to the zirconium tetraalkoxide (e ₁ ) is 93 to 53:35 to 5:12 to 2, and the aminoalkylalkoxysilane compound C
The molar ratio of (a ₂ ), (b ₁ ), (c) and (d) is 1:
A step of producing a coating solution of 0.01 to 0.5: 15 to 100: 0.1 to 5; (2) The step of claim 1 wherein the coating solution is used as the coating solution. 2) and (3) A method for producing a plastic lens, comprising the step (3) according to claim 1. 23. (1) (a ₂ ) Aminoalkylalkoxysilane compound C according to claim 11, (a ₃ ) 2
1, an epoxyalkylalkoxysilane compound D,
(B ₂ ) trifluoromethanesulfonic acid compound, (c)
An organic solvent, (d) water, and (e ₁ ) a zirconium tetraalkoxide according to claim 1, comprising an aminoalkylalkoxysilane compound C (a ₂ ) and an epoxyalkylalkoxysilane compound D (a ₃ ) and a zirconium tetraalkoxide (e). The molar ratio of ₁ ) is 93 to 53:35.
5:12 to 2, and the molar ratio of the aminoalkylalkoxysilane compound C (a ₂ ), (b ₂ ), (c) and (d) is 1: 0.01 to 0.5: 15 to 100: 0.1-5
(2) The step (2) according to claim 1, wherein the coating solution is used as the coating solution, and the step (3) according to claim 1 is used. A method for manufacturing a plastic lens, which is characterized by the above. 24. (1) (a ₂ ) The aminoalkylalkoxysilane compound C according to claim 11, (a ₃ ) 2
1, an epoxyalkylalkoxysilane compound D,
Aminoalkylalkoxysilane compound C comprising (b ₃ ) sulfuric acid, (c) organic solvent, (d) water and (e ₁ ) zirconium tetraalkoxide according to claim 1.
(A ₂ ) and epoxyalkylalkoxysilane compound D
(A ₃₎ and the molar ratio of zirconium tetraalkoxide (e ₁₎ is 93-53: 35-5: A 12-2, aminoalkyl alkoxysilane compound C (a ₂₎ and (b ₃₎ and (c) The molar ratio of (d) is 1: 0.01-
A step of preparing a coating solution having a ratio of 0.5: 15 to 100: 0.1-5, (2) The step (2) and (2) according to claim 1, wherein the coating solution is used as a coating solution. 3) A method for producing a plastic lens, comprising the step (3) according to claim 1. 25. (1) (a ₂ ) Aminoalkylalkoxysilane compound C according to claim 11, (a ₃ )
1, an epoxyalkylalkoxysilane compound D,
(B ₄ ) fluorosulfonic acid, (c) organic solvent, (d)
Water and (e ₁ ) zirconium tetraalkoxide according to claim ₁ , wherein the molar ratio of aminoalkylalkoxysilane compound C (a ₂ ) to epoxyalkylalkoxysilane compound D (a ₃ ) to zirconium tetraalkoxide (e ₁ ) is 93-53: 35-5: 12-2 and is an aminoalkylalkoxysilane compound C
The molar ratio of (a ₂ ), (b ₄ ), (c) and (d) is 1:
0.001 to 0.15: a step of preparing a coating solution having a ratio of 15 to 100: 0.1 to 5; (2) a step according to claim 1, wherein the coating solution is used as a coating solution. 2) and (3) A method for producing a plastic lens, comprising the step (3) according to claim 1. 26. (1) (a ₂ ) Aminoalkylalkoxysilane compound C according to claim 11, (a ₃ )
1, an epoxyalkylalkoxysilane compound D,
(B) heteropoly acid compound, (c) an organic solvent, (d) water and (e ₂₎ made of titanium tetraalkoxide of claim 1 wherein the amino alkyl alkoxy silane compound C (a ₂₎ with the epoxy alkoxysilane compound D (A ₃ ) and titanium tetraalkoxide (e ₂ )
Of the aminoalkylalkoxysilane compound C (a ₂ ), (b), (c) and (d) is 1: 0.01. ~
A step of producing a coating solution of 0.35: 15 to 100: 0.1-5, (2) The step (2) and (2) according to claim 1, wherein the coating solution is used as the coating solution. 3) A method for producing a plastic lens, comprising the step (3) according to claim 1. 27. (1) (a ₂ ) Aminoalkylalkoxysilane compound C according to claim 11, (a ₃ )
1, an epoxyalkylalkoxysilane compound D,
An aminoalkylalkoxysilane compound C (a ₂ ) and an epoxyalkylalkoxysilane comprising (b ₁ ) a perchloric acid compound, (c) an organic solvent, (d) water and (e ₂ ) the titanium tetraalkoxide according to claim 1. the molar ratio of compound D (a ₃₎ and titanium tetraalkoxide (e ₂₎ is 93-55: 35-5: a 10 to 2, an aminoalkyl alkoxysilane compound C (a ₂₎ and (b ₁₎ and (c ) And (d) have a molar ratio of 1: 0.01-
A step of preparing a coating solution having a ratio of 0.5: 15 to 100: 0.1-5, (2) The step (2) and (2) according to claim 1, wherein the coating solution is used as a coating solution. 3) A method for producing a plastic lens, comprising the step (3) according to claim 1. 28. (1) (a ₂ ) Aminoalkylalkoxysilane compound C according to claim 11, (a ₃ ) 2.
1, an epoxyalkylalkoxysilane compound D,
(B ₂ ) trifluoromethanesulfonic acid compound, (c)
An organic solvent, (d) water and (e ₂ ) consisting of titanium tetraalkoxide according to claim 1, comprising aminoalkylalkoxysilane compound C (a ₂ ) and epoxyalkylalkoxysilane compound D (a ₃ ) and titanium tetraalkoxide (e). The molar ratio of ₂ ) is from 93 to 55:35 to 5:
10 to ₂ and the molar ratio of the aminoalkylalkoxysilane compound C (a ₂ ), (b ₂ ), (c) and (d) is
The process of producing the coating solution which is 1: 0.01-0.5: 15-100: 0.1-5, (2) The said coating solution is used as a coating solution. Process (2) and (3) A process for producing a plastic lens, comprising the process (3) according to claim 1. 29. (1) (a ₂ ) Aminoalkylalkoxysilane compound C according to claim 11, (a ₃ )
1, an epoxyalkylalkoxysilane compound D,
An aminoalkylalkoxysilane compound C comprising (b ₃ ) sulfuric acid, (c) an organic solvent, (d) water and (e ₂ ) titanium tetraalkoxide according to claim 1.
(A ₂ ) and epoxyalkylalkoxysilane compound D
(A ₃₎ and the molar ratio of the titanium tetraalkoxide (e ₂₎ is 93-55: 35-5: a 10 to 2, an aminoalkyl alkoxysilane compound C (a ₂₎ and (b ₃₎
And the molar ratio of (c) and (d) is 1: 0.01 to 0.5:
15-100: a step of producing a coating solution of 0.1-5, (2) steps (2) and (3) according to claim 1, wherein the coating solution is used as a coating solution. 1. A method for manufacturing a plastic lens, which comprises the step (3) described in 1. 30. (1) (a ₂ ) Aminoalkylalkoxysilane compound C according to claim 11, (a ₃ ) 2.
1, an epoxyalkylalkoxysilane compound D,
(B ₄ ) fluorosulfonic acid, (c) organic solvent, (d)
Water and (e ₂ ) titanium tetraalkoxide according to claim 1, wherein the molar ratio of aminoalkylalkoxysilane compound C (a ₂ ) to epoxyalkylalkoxysilane compound D (a ₃ ) and titanium tetraalkoxide (e ₂ ) is 93 to 55:35 to 5:10 to 2, which is an aminoalkylalkoxysilane compound C.
The molar ratio of (a ₂ ), (b ₄ ), (c) and (d) is 1:
0.001 to 0.15: a step of preparing a coating solution having a ratio of 15 to 100: 0.1 to 5; (2) a step according to claim 1, wherein the coating solution is used as a coating solution. 2) and (3) A method for producing a plastic lens, comprising the step (3) according to claim 1.