JPS58126502A - Antireflection plastic optical parts - Google Patents

Abstract

PURPOSE:To obtain plastic optical parts provided with antireflection function and abrasion resistance by a wet method by coating the surfaces of plastic optical parts with a composition contg. colloidal silica or a specified silicon compound and by hardening the composition. CONSTITUTION:The surfaces of plastic potical parts are coated with a composition contg. >=1 kind of compound selected from colloidal silica, a silicon compound represented by the formula (where R<1> is an org. group contg. F; R<2> is a 1-4C hydrocarbon group, alkoxyalkyl or 1-4C acyl; and a is 0-3) and the hydrolysate of the silicon compound, and the composition is hardened to form an antireflection film having 0.05-1mum physical thickness. Wear resistant films may be formed on the surfaces of the optical parts before forming the antireflection films. The wear resistant films are made of polysiloxane, acrylic polymer, melamine resin, polyester or a deriv. thereof.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to an antireflection plastic optical component obtained by a wet process.

Optical parts refer to things that are used to transmit light from the opposite side, such as transparent windows, lighting equipment covers, glasses, and parts of optical equipment. plastics in the field, such as polycarbonate and polymethyl methacrylate.

Polystyrene, polyvinyl chloride, polydiethylene glycol bisallyl carbonate (OR-39) are used with increasing frequency.

However, such plastics generally have the drawback of poor scratch resistance and solvent resistance, and various efforts have been made to compensate for these drawbacks.

That is, various methods have been proposed for modifying the surface of such plastics, such as attaching glass to form a laminate, applying a curable resin paint, drying it, and covering it.

On the other hand, many attempts have been made to increase the light transmittance of optical components or to prevent surface reflection of light, and have already entered the stage of practical application. These include vacuum evaporation, plasma processing,
Single-layer or multi-layer coatings are applied to plastic surfaces using vacuum-based dry methods such as ion blasting, sputtering, and CVD, and they also partially improve surface hardness. In the case of a single layer, generally 5i02 film or Mg
F2 film, if multilayer, 5i02 # MgF2
*5t) 203+Cje02 e La2O3+ P
bF3 e P r6011 s SIO, TlO2t
Th021 ZnS * 7; r O2e Si3N
A suitable combination of metal oxides, nitrides, sulfides, or fluorides such as 4 x T13N4 t Al2O3 can be used. It is also known to provide an organic or inorganic layer between the antireflection film formed by these vacuum-based dry methods and a plastic substrate by a dry method or a wet method.

These antireflection films are all formed by a dry method using a vacuum system, such as vacuum deposition. Therefore, it is necessary to evacuate the system, which increases equipment costs and makes it difficult to form an antireflection coating on a larger plastic substrate.

As a method to obtain anti-reflection performance using a wet method, JP-A-Sho! J-
No. 32,390 discloses a method for forming a thin film containing bubbles made of an aqueous emulsion of a thermoplastic resin on a transparent substrate. Furthermore, Japanese Patent Application Laid-open No. 5S-TTOXT discloses that a liquid mainly composed of 2-hydroxyethyl methacrylate is applied to the top of the lens surface to a thickness of λ/da and cured to impart anti-fog and anti-reflection properties. There is. However, all of these have insufficient scratch resistance, water resistance, and solvent resistance. JP-A No. 30-93639 discloses a method of obtaining an anti-glare effect by coloring synthetic resin lenses with a dyeing solution of a special dye, but the scratch resistance is similar to that of synthetic resin lenses and is poor. It is insufficient and lacks practicality as a lens.

The present inventors solved these drawbacks and researched the formation of an antireflection film by a wet method. As a result, they discovered that a film having both antireflection function and scratch resistance can be formed by a wet method, and the present invention was achieved. It was.

That is, the present invention provides a coating method using a wet method to coat at least one surface of a plastic optical component such as polycarbonate, polyacrylate, polystyrene, or polyvinyl chloride with a polysiloxane selected from colloidal silica, a polysiloxane consisting of an alkyl silicate, and a fluorine-containing polysiloxane. 0.0 anti-reflective coating containing one or more species! The present invention relates to an antireflection plastic optical component formed to have a physical film thickness of -/μ.

The coating composition for forming the antireflection film by the wet method of the present invention is selected from colloidal silica, a silicon compound represented by the following general formula (, /), and a hydrolyzate of a silicon compound represented by the general formula (1). It consists of 7 types or 2 or more types.

RlaSi (OR2) 4-a (1) (In the formula, R1 is an organic group having a fluorine atom + R2 is a carbon number 1-S
-a hydrocarbon group, alkoxyalkyl group or acyl group with carbon number/~q, a is O~da) What is the above-mentioned colloidal silica? It is a dispersed sol or a dry powder obtained by removing the dispersion medium from the sol, and is manufactured by a well-known method and is commercially available.

Specific examples of the silicon compound represented by the general formula (1) include tetramethoxysilane, tetraethodisilane, tetrapropoxysilane t(j tJ +3-trifluoropropyl)trimethoxysilane, and terhydrooctafluorobutyltrimethoxysilane. Ham 2. Mention may be made of cochdofluoroethyltrimethoxysilane.

Further, the hydrolyzate of the silicon compound represented by the general formula (1) refers to an alkoxy group in the silicon compound.

Part or all of an alkoxyalkoxy group or an acyloxy group is substituted with a hydroxyl group. These hydrolysates can be obtained by hydrolysis in a mixed solvent such as water and alfur in the presence of alcohol, as is known.

A coating composition for forming an antireflection coating by a wet method contains seven or more types selected from the above-mentioned colloidal silica, a silicon compound represented by the general formula (1), and a hydrolyzate thereof.

The coating composition forming the antireflective coating of the present invention also includes methyltrimethoxysilane, r-glycidoxypropyltrimethoxysilane, r-methacryloxypropyltrimethoxysilane, r-mercaptopropyltrimethoxysilane, and r-mercaptopropyltrimethoxysilane. A silicon compound such as aminopropyltrimethoxysilane is added to the coating composition at a solid content of 1
It is also possible to mix and use them in a range of 0% by weight or less.

Examples of solvents that may be included in the coating composition used in the present invention include water, alcohols, ketones, esters, ethers, cellosolves, halides, carboxylic acids, aromatic compounds, etc. Seven or more of these can be used as a mixed solvent. In particular, lower alcohols such as methanol, ethanol, propatool and isopropanol, cellosolves such as methyl cellosolve and ethyl cellosolve, and formic acid.

Lower alkyl carboxylic acids such as acetic acid, toluene.

It is preferable to use aromatic compounds such as xylene and esters such as ethyl acetate and butyl acetate alone or as a mixed solvent.

Furthermore, if necessary, a flow control agent may be added to obtain a smooth coating film, and a curing catalyst may be added to allow the curing reaction to proceed sufficiently.

In order to obtain an effective antireflection coating by applying the coating composition of the present invention to one or the entire surface of a plastic optical component by a wet method and drying, it is necessary to control the thickness of the antireflection coating. That is, if the thickness of the antireflection coating is about 10 μm or more, the reflected light on the upper and lower surfaces of the antireflection coating will not interfere with each other, making it difficult to obtain an antireflection effect. The refractive index of the antireflection coating is nl,
If the refractive index of the layer on the plastic side in contact with the anti-reflection coating is n2, then to minimize reflection, nl"-
The relationship n□・n2 (no is the refractive index of air) must be satisfied.

On the other hand, if the thickness of the anti-reflection coating is less than /μ, the light reflected from the top and bottom surfaces of the anti-reflection coating will interfere, and in order to minimize reflection, the optical thickness of the anti-reflection coating must be adjusted. n7/
λ (n is a positive odd number, λ is the relevant wavelength) and nl” −
The relationship n□-n2 must be satisfied. If the coating composition for forming the antireflection coating of the present invention is used as the above-mentioned thick film, the heat resistance, weather resistance, and adhesion of the coating will be poor, and it must be used as a thin film of 1μ or less. In addition, if this thickness is less than O,OS microns (soo, tungstrom), the scratch resistance of the film will be poor,
In addition, the above-mentioned anti-reflection condition is no longer satisfied.

Therefore, the film thickness needs to be 0, os microns or more.

-What is the more preferable physical film thickness? 00 to 1 soo angstrom. Further, the preferable optical film thickness (nd) is, for example, if the reflection is to be minimized at a wavelength of 5 too A, the optical film thickness is tqooh. Therefore, by measuring the refractive index of the coating film, the optimum physical thickness of the coating film can be determined.

The coating of the present invention can be uniformly coated by a coating method such as a dipping method, a spray method, a spin coating method, a roller coating method, or a 70-coat method, and then cured to obtain an effective antireflection coating.

Furthermore, a cured film made of only colloidal silica or a composition containing colloidal silica as a main component has both antireflection performance and antifogging performance.

In addition, in order to improve the antireflection effect of the antireflection coating, it is also possible to form a coating with an appropriate refractive index and thickness under this coating by a wet method to form a multilayer antireflection coating. It is.

Next, a wear-resistant coating that may be applied to at least one surface of the plastic optical component before forming the antireflection coating will be described. What is this wear-resistant coating? resiloxane,
Seven or more types selected from acrylic polymer type, melamine type, polyester type, polyurethane type, and derivatives thereof.

The wear-resistant polysiloxane coating has the general formula (co).

It is obtained by applying a coating composition containing seven or more selected from the compounds represented by (3), their hydrolysates, and colloidal silica onto a plastic substrate and curing.

R3b Si (OR') a-b (co) (in the formula, R3 is the number of carbon atoms/-, a hydrocarbon group of g, R4 is the number of carbon atoms/~
hydrocarbon group, alkoxyalkyl group or carbon number/
-1 acyl group, b is 0 to 3) R5c Si (OR6
) 4-c(J) (in the formula, R5 is an epoxy group, a vinyl group, a methacryloxy group, a mercapto group, an amide group, an organic group having a chlorine atom or a fluorine atom, and R6' is a carbon number l
~l hydrocarbon group, alkoxyalkyl group or acyl group having carbon number/-1, C is /~3) For example, a cohydrolyzate of methyltrimethoxysilane and r-glycidoxyprobyltrimethoxysilane, N-B-(aminoethyl)
- Co-hydrolyzate of r-aminopropyltrimethoxysilane and r-glycidoxypropyltrimethoxysilane, co-hydrolyzate of tetraethoxysilane, r-glycidoxypropyltrimethoxysilane and colloidal silica, and these silicones Examples include compositions in which organic compounds such as acrylic polymers and epoxy resins are used in combination with compounds and/or their hydrolysates.

Examples of acrylic polymers include glycidyl methacrylate and methyl methacrylate copolymers, methyl methacrylate, acrylic acid and styrene copolymers, and compositions using these with various curing agents, as well as ethylene glycol dimethacrylate and trimethylolpropane trimethacrylate. For example, a system that cures the above with ultraviolet rays.

Examples of the melamine type include a combination of hexamethoxymethyl melamine and ethylene glyfur, a combination of hexamethoxymethyl melamine and nitrified cotton, and the like.

Polyurethane systems include adipic acid, hexamethylene glycol and bis(g-isocyanatocyclohexyl)methane condensates.

Examples of the polyester type include a combination of trimethylolpropane and isofluic acid, a combination of pentaerythritol and adipic acid, and the like.

Among these, a preferred wear-resistant coating is a polysiloxane thread coating.

More preferable compositions that form wear-resistant coatings are as follows (
A), (B) and ((3), i.e. 10 f (A) General formula (j) R96Si (OR”)4
-e -f (51 (in the formula, R9 is an organic group having an epoxy group, RIO is hydrogen, a hydrocarbon group with carbon number/-6, a vinyl group, R11 is a hydrocarbon group with carbon number/~j, an alkoxyalkyl group) or an acyl group with carbon number/-1, e is 1 to 3 degrees f is θ to -
and e+f≦3. ) One or more hydrolysates selected from silicon compounds having an epoxy group represented by:

(B) General formula (6) R12g-8i (OR13)
4-g (≦) (wherein R12 is a hydrocarbon group having carbon number/-4, a vinyl group, a methacryloxy group, an amino group, or a mercapto group.

Organic group having chlorine or fluorine, R13 is carbon number /-
3 hydrocarbon group, alkoxyalkyl group or carbon number l
The acyl group 2g of ~da is 1 selected from the hydrolyzate of an organosilicon compound represented by O~3) and colloidal silica.
A coating composition containing one or more species and (C) a curing catalyst.

Examples of the silicon compound having an epoxy group as component (A) represented by the general formula (j)' include glycidoxymethyltrimethoxysilane, β-glycidoxyethyltrimethoxysilane, and r-glycidoxypropyltrimethoxysilane. , r-
Glycidoxypropylmethyldimethoxysilane, bis(
glycidoxymethyl,) dimethoxysilane, tris(
Glycidoxyprovir) methoxysilane glycidylmethyltrimethoxysilane, β-<3. ll-epoxycyclohexyl)ethyltrimethoxysilane, and the like.

Examples of the organosilicon compound represented by the general formula (6) include the following.

Namely, trimethylmethoxysilane, dimethyldimethoxysilane, methyltrimethoxysilane, tetraethoxysilane, 7-ethyltrimethoxysilane, vinyltriethoxysilane, vinyltriacetoxysilazo, r-methacryloxypropyltrimethoxysilane, r-aminopropyltrimethoxysilane, Ethoxysilane, N-β-(aminoethyl)-
r-aminopropyltrimethoxysilane, r-tetra-ropyrtrimethoxysilane, r-mercaptopropyltrimethoxysilane,! , 3,3-trifluoropropyltrimethoxysilane, and the like.

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

Among component (B), colloidal silica has a particle size of /~10
It is a sol in which ultrafine silica particles of 0 mμ are dispersed in water or an alcohol-based dispersion medium, or a dry powder obtained by removing the dispersion medium from this sol, and is manufactured by a well-known method and is commercially available.

In this composition, one or more hydrolysates selected from the silicon compounds having an epoxy group represented by the general formula (j) used as component (A) and the above used as one type of component (B) The one or more hydrolysates selected from the organosilicon compounds represented by the general formula (6) are the alkoxy groups in the silicon compound,
It includes those in which part or all of an alkoxyalkoxy group or an acyloxy group is substituted with a hydroxyl group, and those in which the substituted hydroxyl groups are partially naturally condensed with each other.

These hydrolysates can be obtained, for example, by hydrolysis in a mixed solvent such as water and alcohol in the presence of alcohol, as is known.

In this composition, the mixing amount of component (A) and component (B) is 100 parts by weight in total of component (A) (however, the solid content is lo
f Calculate and calculate as R96-Si -04-e-f. ) to 300 parts by weight (
However, the solid content is calculated, and the organic silicon compound represented by the general formula (6) is calculated as R12g-3i-04-g.

Colloidal silica is calculated based on solids content calculated as 5i02. ) is preferably used within the range.

As the curing catalyst for component (C), acids, bases, organic acid gold J
iI#i, borofluoride metal salt, borofluoride organic ester.

titanate esters, metal acetylacetonates,
There are amines, etc. A more preferred catalyst is ammonium perchlorate. The amount of this curing catalyst added is O, OS to IO weight %, more preferably 0.1 to 3 weight % based on the solid content of the composition.

Solvents that may be included in the wear-resistant coating composition include alcohols, ketones, and esters.

Examples include ethers, cellosolves, halides, carboxyl alcohols, aromatic compounds, etc., and seven or more of these can be used as a mixed solvent. Especially lower alcohols such as methanol, ethanol, propatool, isopropanol, and butanol. Cellosolves such as methyl cellosolve, ethyl cellosolve, butyl cellosolve. Lower alkyl carboxylates such as formic acid, vinegar, and propionic acid. Aromatic compounds such as toluene and xylene. It is preferable to use esters such as ethyl acetate and butyl acetate alone or as a mixed solvent.

Furthermore, in order to obtain a smooth coating film, if necessary, a block copolymer of alkylene oxide and dimethylsiloxane 7.
A 0-control agent such as NUO Silicon Y-7006 (trade name) manufactured by Nippon Unicar Co., Ltd. can be added. These flow control mechanisms are 0.03 to 3% by weight.
It is.

Further, small amounts of antioxidants, ultraviolet absorbers, etc. can also be added. Coating with this composition is usually carried out by dipping, spraying, roller coating or at 7°C.
After coating by a coating method such as the 0-coat method, it is baked and cured for 20 minutes to j hours at a temperature below the deformation humidity of the base material (e.g. 130°C) to improve abrasion resistance, hot water resistance, adhesion and weather resistance. A good coating film can be obtained.

The preferred thickness of this coating is 7 to 30 microns, more preferably 3 to 3/3 microns. If it is less than 1 micron, the wear resistance will not be sufficient, and if it is more than 30 microns, cracks will easily occur.

A coating composition capable of forming an abrasion-resistant film as described above is applied to at least one surface of the plastic optical component and cured, and then the antireflection coating is formed on at least one surface. , a plastic optical component with both anti-reflection function and wear resistance can be obtained.

In addition, if a dyeable wear-resistant coating is formed on at least one surface of the plastic optical component and then dyed (including shading dyeing), and then the anti-reflection coating is formed on at least one surface, anti-reflection can be achieved. A colored transparent plastic optical component that has both functionality and wear resistance can be obtained.

Some examples of the present invention will be described below, but the present invention is not limited in any way by the following examples. Note that parts and % in the examples represent parts by weight and % by weight, respectively.

Example 1 A solution prepared by adding 300 parts of isopropyl alcohol to 33 parts of isopropyl alcohol-dispersed colloidal silica (manufactured by Catalysts Kasei Kogyo ■, solid content 30%) was pre-washed with 0R.
-39 flat plate by a dipping method so that the cured film thickness was /200 angstroms (optical film jll /7uO angstroms), and baked in a hot air drying oven at 120°C for 60 minutes. wavelength sto.

As a result of measuring the light transmittance at
However, after treatment, it increased to 9t, 0%.

Actual bar example 2 After adding 170 parts of water to 40 parts of water-dispersed colloidal silica (Snowtex-8° manufactured by Nissan Chemical ■, solid content: 0%), 0. / A specified aqueous hydrochloric acid solution was added to remove the pH, and after adjusting the pH to 5, isopropyl alcohol 770iIS was added. This solution was applied to a pre-cleaned 0%-39 flat plate using a dipping method so that the cured film thickness was 10OOA.
It was heat-treated for 60 minutes in a hot air drying oven at O'C. Wavelength S
The light transmittance at 60θA was 9/1% before treatment, but increased to 95.6% after treatment. Further, this sample was kept in the refrigerator at J'C for 70 minutes, and then taken out into the atmosphere at J'C and subjected to an antifogging test, and it showed good antifogging performance.

Example 3 r-glycidoxyprobyltrimethoxysilane 330
111 parts of water-dispersed colloidal silica (Snowtex-C1 manufactured by Nissan Chemical, solid content 20%), 9 parts of distilled water and/or 3 parts of normal hydrochloric acid aqueous solution were mixed at O''C.
After refluxing for an hour, 57 parts of the solvent was delivered at a reported temperature of 0-90°C. To 66 parts of the hydrolyzate solution of r-glycidoxypropyltrimethoxysilane containing colloidal silica thus obtained, 100 parts of ethyl cellosolve, a curing catalyst, and a small amount of a flow control agent were each added to prepare a paint.

This paint was applied by dipping onto a previously cleaned OR-39 flat plate, and heat treated in a hot air drying oven at 1-0°C for 30 minutes. The cured film thickness was qμ. -The other side! , j ,
711 parts of isopropyl alcohol and 71 parts of distilled water were added to 75 parts of J-trifluoropropyltrimethoxysilane. 0R-39 which treated this liquid with the above-mentioned hardening coating.
It was applied onto a flat plate by a spin method so that the cured film thickness was 90 OA, and heat treated in a hot air drying oven at /30'C for 60 minutes. 60
The transmittance at 00k was 92.3% before treatment, but increased to q% after treatment. The surface scratch resistance was also good.

Example q A mixture of 150 parts of r-glycidoxypropyltrimethoxysilane and 2 parts of methyltrimethoxysilasif was mixed with 0.0% while stirring. After gradually adding 7 parts of an aqueous hydrochloric acid solution, 0 parts of colloidal silica (Snowtex-01 manufactured by Nissan Chemical, solid content 20%) was added, and the mixture was refluxed at O''C for 2 hours. Ethyl cellosolve/6S parts, a curing catalyst, and a flow control agent were each added in small amounts to 320 parts of the resulting hydrolyzed liquid to prepare a paint.

This paint was applied onto a previously washed J-39 plate by dipping and heat treated in an Ilo''C hot air drying oven for 30 minutes.The cured film thickness was jμ.

On the other hand, 3 parts of isopropyl alcohol-dispersed colloidal silica (manufactured by Catalyst Kasei Kogyo ■, solid content 30%).

3.3. ,! - To a mixture of 1 part of trifluoropropyltrimethoxysilane were added 390 parts of isopropyl alcohol and 70 parts of distilled water. After this liquid was left to stand for 75 hours, it was applied by dipping to form the cured film-treated OR-39 flat plate, and heat-treated in a /2j''C hot air drying oven for 90 minutes.

The transmittance at 5tooA was increased by 1% compared to before treatment. The surface scratch resistance was also good.

Example S Hexa(methoxymethyl)melamine 71rg and/or If
- Add 002 ml of S% phosphoric acid to 1 g of butanediol and react at /30 to /10°C. To the reaction product, add 1.0 mL of ethyl cellosolve. A curing catalyst and a flow control agent were added to form a paint with a solid content of qo%. The above paint was applied to bisphenol type polycarbonate which had been previously washed and treated with an acrylic primer, and heat treated for 60 minutes in a hot air drying oven at /J O'C.

On the other hand, 30 parts of ethyl alcohol was gradually added to 70 parts of silica powder (O8CAP, Catalysts & Chemicals Co., Ltd., solid content: 10%) to obtain an ethyl alcohol-dispersed floidal silicate liquid.

This solution was applied to the polycarbonate treated with the cured film by a spin method so that the cured film thickness was /200A, /
? Heat treatment was performed in a hot air drying oven at 0'C for 90 minutes.

The scratch resistance of the optical component surface obtained in this way is good! ;The transmittance at t00A increased by 3.1% compared to before the colloidal silica solution treatment.

Example 6 100 parts of r-glycidoxypropyltrimethoxysilane was dissolved in g, r, << parts of isopropyl alcohol,
Furthermore, part JLJ of an O,/N hydrochloric acid aqueous solution was gradually added and the mixture was stirred at room temperature for hydrolysis, and then aged at room temperature for 20 hours or more. To 66.3 parts of the r-glycidoxypropyltrimethoxysilane hydrolyzate thus obtained, 8 parts of an ethyl cellosolve solution (solid content: %) of polycohydroxyethyl methacrylate, hexa(methoxymethyl ) 2.0 parts of melamine, ethyl cellosolve, a curing catalyst and a flow control agent were added to obtain a coating liquid with a solid content of 2s%. The above paint was applied to a previously cleaned OR-J9 flat plate and baked for 30 minutes in a hot air drying oven at CoS'C.

On the other hand, isopropyl alcohol-dispersed colloidal silica (
Manufactured by Catalysts & Chemicals Industry ■, solid content 30%) 0 parts.

r-glycidoxypropyltrimethoxysilane jme, io parts of distilled water and 100 parts of isopropyl alcohol were mixed, and after standing for 21 hours, the above-mentioned hardening film treatment was applied (R-,,
? 9 A flat plate was coated using a spin method so that the cured film thickness was approximately 00 angstroms, and dried in a hot air drying oven at 120°C.
Bake for a minute. The scratch resistance of the optical component surface obtained in this way is good! ;t The transmittance at OOA is
LJ% improved compared to before treatment.

Example 7 Paint containing r-glycidoxypropyltrimethoxysilane and colloidal silica used in Example 3 was applied to pre-cleaned (J-, ?9 Praluns (non-prescription lenses)) and heated with hot air at 110°C. It was baked in a drying oven for 60 minutes.

The cured coating treated 0R-J9 Praluns obtained in this way was dyed with Sumikaron Blu, which is a disperse dye.
So-called blur dyeing was carried out in a 90-93''C dyeing bath containing 3% e-E-FBL (manufactured by Sumitomo Chemical Co., Ltd.).

On the other hand, 1.7 parts of 3,3.3-fluoropropyltrimethoxy (silane), 4.3 parts of ethyl silicate-Ilo (manufactured by Nippon Colcoat), lj parts of distilled water, and 3.rO parts of isopropyl alcohol were mixed. , -After setting it up overnight, the cured film thickness was /
It was coated by a dipping method so that it had a thickness of 100λ and baked in a hot air drying oven at 120°C for 60 minutes.

Thus obtained OR-,? 9 Praluns had an antireflection effect and was good as a blur-dyed lens. In addition, the scratch resistance of the surface was good.Example 32.3 parts of methyltrimethoxysilane, 16 parts of water-dispersed colloidal silica (Snowtex-C1 manufactured by Nissan Chemical ■, solid content -0%) and 10 parts of acetic acid were mixed. Stirring under external water cooling/
After that time, the mixture was left at room temperature for an additional hour. A paint was prepared by adding 7.7 parts of isopropyl alcohol, 0.3 parts of sodium acetate, and a small amount of a flow control agent to 3 parts of the solution thus obtained. The paint obtained in this way is applied to a pre-cleaned acrylic sheet using a dipping method.
.

Heat treatment was performed in a hot air drying oven at °C for S hours. The thus obtained cured acrylic sheet was coated with the colloidal silica solution described in Examples/Description and heat treated in a hot air drying oven at rO°C for 3 hours to give a cured film thickness of 1oooλ.

As a result of measuring the transmittance at 5soo'A, the transmittance was improved by 4/% compared to before treatment.

Furthermore, the surface scratch resistance was significantly improved compared to the untreated acrylic sheet.

Example 9 Ethyl silicate +-) (“Ethyl silicate” Japan:
A solution prepared by adding 1 part of isopropyl alcohol and 1 part of water to 13 parts of Kagaku Kagaku (manufactured by Kagaku) was applied to a pre-cleaned OR-39 flat plate and baked for 60 minutes in a hot air drying oven at /30'C. The cured film thickness was 90°λ. ◇As a result of measuring the light transmittance at a wavelength of 5 too A, it was 9/3% before treatment, but 93.0% after treatment.
It increased to

Comparative Example 1 A paint containing a copolymer of glycidyl methacrylate and 1-hydroxyethyl methacrylate was coated with a pre-washed OR-, ? 9 Praruns and baked for 60 minutes in a hot air drying oven at 723°C.

The cured coating treated OR-391 obtained in this way
Although Larunz did not have an antireflection function, it had good surface scratch resistance. However, next, a paint containing co-hydroxyethyl methacrylate was applied to the cured 0R-39 Praluns using a spinner method so that the cured film thickness was /4100λ, and baked for 10 minutes in a Jj''C hot air drying oven. .

No improvement in transmittance due to treatment was observed, and scratch resistance was extremely insufficient.

Comparative Example A solution prepared by adding 50 parts of isopropyl alcohol to 100 parts of coisopropyl alcohol-dispersed colloidal resin 1) Chikara (manufactured by Catalysts & Chemicals Co., Ltd., solid content 30%) was mixed and washed.C
It was coated on an R-J9 flat plate by a dipping method so that the cured film thickness was 2 μm, and baked in a hot air drying oven at 720° C. for 60 minutes. Fine cracks were observed on the entire surface of this cured coating film.

Patent applicant: Nippon Sheet Glass Co., Ltd.

Claims (1)

[Claims] (1) At least one surface of a plastic optical component
The surface is coated and cured with a composition containing one or more selected from colloidal silica, a silicon compound represented by the general formula (1), and a hydrolyzate of the silicon compound.
An antireflection plastic optical component formed by forming an antireflection coating with a physical thickness of ~1 micron. Rla Si (OR”) 4- a (1) (in the formula, R1 is an organic group having a fluorine atom, R2 is the number of carbon atoms/~
l hydrocarbon group, alkoxyalkyl group or carbon number l
-1 acyl group, a is O-3) (2) The antireflection plastic optical component according to claim 1, wherein the optical thickness of the antireflection coating is /000-200OA. (3) The surface of the plastic optical component before forming the antireflection coating according to the first to second embodiments is a surface treated with a wear-resistant coating on at least one surface.
Antireflective plastic optical component according to item 2. (4) A patent in which the wear-resistant coating is coated and cured with a composition containing seven or more types selected from polysiloxane, acrylic polymer, melamine, polyurethane, polyester yarn, and derivatives thereof. The antireflection plastic optical component according to claim 3. and colloidal silica. The antireflection plastic optical component described in Items 3 and 4 above. R3b Si (OR')4-b (-) (in the formula R
3 is a hydrocarbon group with carbon number/-4, R4 is carbon number/-1
Hydrocarbon group, alkoxyalkyl group or number of carbon atoms/~
A compound where q is an acyl group and b is O-3). R5cSi(OR')4-c (j) (in the formula, R5 is an epoxy group, a vinyl group, a methacryloxy group, a mercapto group, an amino group, an organic group having a chlorine atom or a fluorine atom, and R6 is a carbonized group having 7 to 2 carbon atoms) A compound represented by a hydrogen group, an alkoxyalkyl group, or an aryl group having 1-d carbon atoms, where C is 1 to 3).