KR20220117930A - Infrared blocking composition for spectacle lenses, and spectacle lenses manufactured therefrom - Google Patents

Abstract

The present invention relates to an infrared-light-blocking composition for a lens of glasses and a lens of glasses manufactured therefrom. The infrared-light-blocking composition for a lens of glasses according to the present invention comprises: an organic silane compound; a boehmite sol surface-modified with an organic titanate-based compound; hydroxyalkyl cellulose; a pigment or a dye; a surface-modified infrared absorber; a surfactant; and a solvent.

Description

Infrared blocking composition for spectacle lenses, and spectacle lenses manufactured therefrom

The present invention relates to a composition for blocking infrared rays for spectacle lenses and spectacle lenses prepared therefrom.

Plastic lenses are widely used as a substitute for glass spectacle lenses because of their good light transmittance and good impact resistance. However, such a plastic lens has a weakness to scratches due to its low surface hardness, and it is essential to form a hard coating film on the surface of the lens in order to solve the weak property to scratches.

On the other hand, a technology to protect the eyes by reflecting and absorbing sunlight harmful to the human body and eyes is being developed.

For example, in Korean Patent Application Laid-Open No. 10-2013-0085415, a multilayer film in which a plurality of high refractive index materials and low refractive index materials are laminated is provided on the surface of a plastic substrate, and a functional thin film is laminated between the plastic substrate and the multilayer film. Although this is known, a lens having such a configuration has problems such as being difficult to manufacture and taking a long time.

Republic of Korea Patent Publication No. 10-2013-0085415 (2013.07.29)

In order to solve the above problems, the present invention provides a composition for blocking infrared rays for spectacle lenses, which can more easily manufacture spectacle lenses having excellent scratch resistance, abrasion resistance and infrared blocking performance, and a spectacle lens prepared therefrom. The purpose.

However, the above purpose is illustrative, and the technical spirit of the present invention is not limited thereto.

One aspect of the present invention for achieving the above object includes an organosilane compound, a boehmite sol surface-modified with an organotitanate compound, hydroxyalkyl cellulose, a pigment or dye, a surface-modified infrared absorber, a surfactant, and a solvent It relates to a composition for blocking infrared rays for spectacle lenses.

In one aspect, the organosilane compound may satisfy the following formula (1).

[Formula 1]

R ¹ _x Si(OR ² ) _4-x

(In Formula 1,

R ¹ is an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 3 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an alkyl ether group having 3 to 10 carbon atoms, an epoxy group, a glycidyl group, or a combination thereof,

R ² is an alkyl group having 1 to 6 carbon atoms,

x is a real number from 0 to 4.)

In the one aspect, the organotitanate-based compound is titanium IV 2-propanolato, tris isooctadecanoeito-O; titanium IV bis 2-methyl-2-propenoato-O, isooctadecanoato-O 2-propanolato; titanium IV 2-propanolato, tris(dodecyl)benzenesulfanato-O; titanium IV 2-propanolato, tris(dioctyl)phosphate-O; titanium IV (4-amino)benzene sultonato-O, bis(dodecyl)benzene sulfonato-0, 2-propanolato; titanium IV, tris(2-methyl)-2-propenoeito-O, methoxydiglycolylato; titanium IV 2-propanolato, tris(dioctyl)pyrophosphate-O; Titanium IV, Tris(2-propenoeito-O), Methoxydiglycolylato-O; And titanium IV 2-propanolato, tris (3,6-diaza) hexanol nato; any one or two or more selected from the group consisting of.

In one aspect, the surface-modified infrared absorber may be a surface-modified infrared absorber with an organotitanate-based compound.

In one aspect, the infrared absorber is aluminum-doped zinc oxide (AZO), indium-doped zinc oxide (IZO), gallium-doped zinc oxide (GZO), tin-doped indium oxide (ITO), It may be any one or two or more selected from the group consisting of antimony-doped tin oxide (ATO), fluorine-doped tin oxide (FTO), and indium-gallium co-doped zinc oxide (IGZO).

In addition, another aspect of the present invention relates to a spectacle lens coated with the above-described composition for blocking infrared rays for spectacle lenses.

The composition for blocking infrared rays for spectacle lenses according to the present invention can secure excellent scratch resistance, abrasion resistance and infrared blocking performance when coated on a substrate. In addition, after coating on the substrate, there is no foreign matter defect and whitening phenomenon, so that the processability is excellent, and the adhesion to the substrate and storage stability are excellent.

Hereinafter, the composition for blocking infrared rays for spectacle lenses according to the present invention and spectacle lenses prepared therefrom will be described in detail. The drawings introduced below are provided as examples so that the spirit of the present invention can be sufficiently conveyed to those skilled in the art. Accordingly, the present invention is not limited to the drawings presented below and may be embodied in other forms, and the drawings presented below may be exaggerated to clarify the spirit of the present invention. At this time, if there is no other definition in the technical terms and scientific terms used, it has the meaning commonly understood by those of ordinary skill in the art to which this invention belongs, and the gist of the present invention in the following description and accompanying drawings Descriptions of known functions and configurations that may be unnecessarily obscure will be omitted.

One aspect of the present invention is an organosilane compound, an organotitanate compound surface-modified boehmite sol, hydroxyalkyl cellulose, a pigment or dye, a surface-modified infrared absorber, a surfactant and a solvent for blocking infrared rays for spectacle lenses It relates to a composition for

As such, the composition for blocking infrared rays for spectacle lenses according to the present invention can secure excellent scratch resistance, abrasion resistance and infrared blocking performance when coated on a substrate by mixing the components in the above content range. In addition, after coating on the substrate, there is no foreign matter defect and whitening phenomenon, so that the processability is excellent, and the adhesion to the substrate and storage stability are excellent.

More preferably, the composition for blocking infrared rays for spectacle lenses is based on 100 parts by weight of the organosilane compound, 3 to 30 parts by weight of boehmite sol surface-modified with an organotitanate compound, 0.1 to 10 parts by weight of hydroxyalkyl cellulose, It may contain 0.5 to 10 parts by weight of a pigment or dye, 1 to 20 parts by weight of a surface-modified infrared absorber, 0.5 to 15 parts by weight of a surfactant, and 30 to 150 parts by weight of a solvent, and more preferably based on 100 parts by weight of the organosilane compound. , 5 to 15 parts by weight of boehmite sol surface-modified with an organotitanate compound, 0.5 to 2 parts by weight of hydroxyalkyl cellulose, 1 to 5 parts by weight of a pigment or dye, 3 to 10 parts by weight of a surface-modified infrared absorber, interface It may contain 1 to 10 parts by weight of the active agent and 50 to 100 parts by weight of the solvent. Within such a range, the above-mentioned objective can be effectively achieved.

Hereinafter, each component of the composition for blocking infrared rays for spectacle lenses according to an example of the present invention will be described in detail.

In one embodiment of the present invention, the organosilane compound is used as a matrix resin, and may satisfy the following Chemical Formula 1.

[Formula 1]

R ¹ _x Si(OR ² ) _4-x

(In Formula 1,

R ¹ is an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 3 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an alkyl ether group having 3 to 10 carbon atoms, an epoxy group, a glycidyl group, or a combination thereof,

R ² is an alkyl group having 1 to 6 carbon atoms,

x is a real number from 0 to 4.)

More preferably, the organosilane compound may be a mixture of a first organosilane compound satisfying the following Chemical Formula 1-1 and a second organosilane compound satisfying the following Chemical Formula 1-2. By mixing and using these, the coloring or dyeing of the pigment or dye can be made better.

[Formula 1-1]

R ¹¹ _a Si(OR ²¹ ) _4-a

(In Formula 1-1, R ¹¹ is an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 3 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an alkylether group having 3 to 10 carbon atoms, or a combination thereof, R ²¹ is an alkyl group having 1 to 6 carbon atoms, and a is a real number of 0 to 4.)

[Formula 1-2]

R ¹² _b Si(OR ²² ) _4-b

(In Formula 1-2, R ¹² is an alkyl ether group having 3 to 10 carbon atoms, an epoxy group, a glycidyl group, or a combination thereof, R ²² is an alkyl group having 1 to 6 carbon atoms, b is a real number of 0 to 4 to be.)

As a more specific example, as the first organosilane compound satisfying Formula 1-1, any one or two or more selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane and tetraethoxysilane Examples of the second organosilane compound satisfying Formula 1-2 above include 3-glycidoxypropyl trimethoxysilane, 3-glycidoxypropyl triethoxysilane, and 3-glycidoxypropyl methyl methyl. Any one or two or more selected from the group consisting of oxysilane, 3-glycidoxypropyltriethoxysilane, and the like may be exemplified. In this case, the first organosilane compound: the second organosilane compound may be included in a weight ratio of 1: 2 to 5. In the above weight ratio range, excellent scratch resistance, abrasion resistance, and compatibility with other components can be secured.

Furthermore, the first organosilane compound and the second organosilane compound may be used as monomers themselves, but preferably, water is added to alcohol such as methanol, ethanol or isopropanol, followed by hydrolysis and partial condensation. The solid content in the reaction solution is preferably 10 to 70 parts by weight, preferably 20 to 60 parts by weight. When the solid content concentration is less than 10 parts by weight, the concentration of the final composition is too low and the thickness of the coating layer becomes thin, so that the abrasion resistance is reduced. When the solid content concentration exceeds 70 parts by weight, the storage stability of the solution is reduced. The monomer, silane hydrolyzate, and condensate solution selected from the second organosilane compound are used so that the solid content in the reaction solution is 50 parts by weight or less, and when used in excess of 50 parts by weight, the reactivity is too high, so that the storage stability of the final composition is rapidly reduced may be lowered.

In one embodiment of the present invention, the boehmite sol surface-modified with the organotitanate compound is for improving the scratch resistance of spectacle lenses, and in particular, the infrared ray by modifying the surface of the boehmite sol with the organotitanate compound. It is good to improve the blocking performance as well.

As a specific example, the boehmite sol is prepared by dissolving 1 mol of a boehmite precursor in 2 to 100 mol of an organic solvent, and performing hydrolysis and polycondensation at 30 to 95° C. for 1 to 5 hours, followed by catalyst 0.01 to It may be prepared by adding 1 mole and reacting again at 30 to 95° C. for 3 to 48 hours.

In this case, the boehmite precursor is any one or two or more selected from the group consisting of aluminum alkoxides such as aluminum butoxide, aluminum ethoxide, and aluminum isopropoxide, and aluminum salts such as aluminum chloride, aluminum nitrate, and aluminum sulfate. The organic solvent may be any one or two or more alcohol solvents selected from the group consisting of methanol, ethanol, n-propyl alcohol, isopropyl alcohol and methyl cellusolve, and the catalyst is formic acid, acetic acid, oxalic acid, It may be any one or two or more organic acids selected from the group consisting of citric acid and oleic acid. In particular, by using isopropyl alcohol as a solvent and oleic acid as a catalyst, boehmite sol having a uniform particle size can be produced.

As a specific example, it is preferable that the particle size of the boehmite sol is 5 to 15 nm, but it is not easy to produce the particle size of the boehmite sol as small as less than 5 nm, and when it exceeds 15 nm, infrared blocking for spectacle lenses When the composition is coated on the spectacle lens substrate, there may be problems in that the surface is uneven or the transparency of the coating film is lowered.

Thereafter, by modifying the surface of the boehmite sol with an organotitanate compound, it is possible to improve miscibility with other components, dispersion stability, infrared blocking performance, and the like without reducing scratch resistance.

As a specific example, after dispersing 15 to 30 parts by weight of boehmite sol in 100 parts by weight of an alcohol solvent, 3 to 10 parts by weight of an organotitanate-based compound may be added to modify the surface of the boehmite sol. The surface of the boehmite sol may be modified by mixing so that the weight ratio of sol:organotitanate-based compound is 3 to 10:1.

In this case, the organotitanate-based compound is titanium IV 2-propanolato, tris isooctadecanoeito-O; titanium IV bis 2-methyl-2-propenoato-O, isooctadecanoato-O 2-propanolato; titanium IV 2-propanolato, tris(dodecyl)benzenesulfanato-O; titanium IV 2-propanolato, tris(dioctyl)phosphate-O; titanium IV (4-amino)benzene sultonato-O, bis(dodecyl)benzene sulfonato-0, 2-propanolato; titanium IV, tris(2-methyl)-2-propenoeito-O, methoxydiglycolylato; titanium IV 2-propanolato, tris(dioctyl)pyrophosphate-O; Titanium IV, Tris(2-propenoeito-O), Methoxydiglycolylato-O; and titanium IV 2-propanolato, tris(3,6-diaza)hexanolnato; It may be any one or two or more selected from the group consisting of, etc., and the alcohol solvent may be any one or two or more selected from the group consisting of methanol, ethanol, n-propyl alcohol, isopropyl alcohol and methyl cellusolve.

Meanwhile, the boehmite sol surface-modified with the organotitanate compound may be added in an amount of 3 to 30 parts by weight based on 100 parts by weight of the organosilane compound, more preferably 4 to 20 parts by weight, even more preferably 5 to 15 parts by weight. may be added as parts. In such a range, excellent scratch resistance and abrasion resistance can be secured when coated on the spectacle lens substrate, and miscibility with other components, dispersion stability, and infrared blocking performance can be improved.

In one embodiment of the present invention, the hydroxyalkyl cellulose forms a dense and flexible network structure by controlling the rapid hydrolysis and condensation reaction rates of the organosilane compound and the inorganic sol, thereby improving adhesion to the substrate and surface smoothness. As a specific example, any one or two or more selected from the group consisting of hydroxymethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, hydroxybutylcellulose, hydroxyethylmethylcellulose, and hydroxypropylmethylcellulose. can

The hydroxyalkyl cellulose may be added in an amount of 0.1 to 10 parts by weight based on 100 parts by weight of the organosilane compound, more preferably 0.3 to 5 parts by weight, and even more preferably 0.5 to 2 parts by weight. Within this range, it is possible to control the rapid hydrolysis and condensation reaction rates of the organosilane compound and the inorganic sol to form a dense and flexible network structure, while improving adhesion to the spectacle lens base material and surface smoothness.

In one embodiment of the present invention, the pigment or dye may be used without particular limitation as long as it is commonly used in the art, and specifically, for example, it is preferable to use a spirooxazine-based compound. The spirooxazine-based compound has a characteristic of developing color by ultraviolet (320 to 400 nm wavelength range) and returning to its original state by heat or visible light. The spirooxazine-based photochromic dye is divided into organic and inorganic compounds. These organic compounds have high color density and clear colors, but are unstable to light. Representative organic pigments include chromone, spiropyran, spirooxazine, and the like, and spirooxazine having excellent light resistance and color resistance stability is mainly used.

The spirooxazine-based compound exhibits colors such as yellow, purple, and blue depending on the type of the substituent, and various colors can be created by combining them. Spirooxazine-based dyes do not develop color in a solid state, and change from colorless to various colors when they receive light near 300 nm in a medium such as a solvent or polymer.

The particle size of the spirooxazine-based compound may be 0.1 to 20 μm, more preferably 1 to 10 μm. If the particle size is less than 0.1 μm, there is a high possibility that the pigment will re-agglomerate, and if the particle size exceeds 20 μm, workability may be deteriorated.

The pigment or dye may be added in an amount of 0.5 to 10 parts by weight, preferably 1 to 5 parts by weight, based on 100 parts by weight of the organosilane compound. In this range, sufficient photochromic performance can be realized.

In one embodiment of the present invention, the surface-modified infrared absorber absorbs infrared rays to block infrared rays, and for example, the surface of the impurity-doped metal oxide may be modified with an organotitanate-based compound. As such, by modifying the surface of the impurity-doped metal oxide, which is an infrared absorber, with an organotitanate-based compound, compatibility with other components and infrared blocking performance can be improved.

As a specific example, after dispersing 10 to 30 parts by weight of the infrared absorber in 100 parts by weight of an alcohol solvent, 1 to 10 parts by weight of an organotitanate-based compound may be added to modify the surface of the infrared absorber, and more preferably, the infrared absorber: organic The surface of the infrared absorber may be modified by mixing the titanate-based compound in a weight ratio of 3 to 10: 1.

In this case, the organotitanate-based compound is titanium IV 2-propanolato, tris isooctadecanoeito-O; titanium IV bis 2-methyl-2-propenoato-O, isooctadecanoato-O 2-propanolato; titanium IV 2-propanolato, tris(dodecyl)benzenesulfanato-O; titanium IV 2-propanolato, tris(dioctyl)phosphate-O; titanium IV (4-amino)benzene sultonato-O, bis(dodecyl)benzene sulfonato-0, 2-propanolato; titanium IV, tris(2-methyl)-2-propenoeito-O, methoxydiglycolylato; titanium IV 2-propanolato, tris(dioctyl)pyrophosphate-O; Titanium IV, Tris(2-propenoeito-O), Methoxydiglycolylato-O; and titanium IV 2-propanolato, tris(3,6-diaza)hexanolnato; It may be any one or two or more selected from the group consisting of, etc., and the alcohol solvent may be any one or two or more selected from the group consisting of methanol, ethanol, n-propyl alcohol, isopropyl alcohol and methyl cellusolve.

In addition, the infrared absorber is aluminum-doped zinc oxide (AZO), indium-doped zinc oxide (IZO), gallium-doped zinc oxide (GZO), tin-doped indium oxide (ITO), antimony-doped It may be any one or two or more selected from the group consisting of tin oxide (ATO), fluorine-doped tin oxide (FTO), and indium-gallium co-doped zinc oxide (IGZO).

In this case, the shape of the infrared absorber may be a particle shape such as a spherical shape, a rod shape, a needle shape, or a hollow shape, and the particle size of the infrared absorber may be 2 to 100 nm, more preferably 5 to 50 nm can be In this range, the infrared absorption effect is particularly excellent.

Meanwhile, the surface-modified infrared absorber may be added in an amount of 1 to 20 parts by weight, more preferably 2 to 15 parts by weight, even more preferably 3 to 10 parts by weight based on 100 parts by weight of the organosilane compound. In this range, it is possible to secure excellent infrared blocking performance when coating on the spectacle lens substrate.

In one embodiment of the present invention, the surfactant is for improving the applicability of the composition for blocking infrared rays for spectacle lenses, and the use of a nonionic surfactant prevents the occurrence of cloudiness after contact with moisture and improves the strength of the film. It is preferable in terms of being able to Examples of the nonionic surfactant include polyethylene oxide alkyl ether, polyethylene oxide alkyl phenyl ether, sorbitan fatty acid ester, polyoxyethylene fatty acid amide, N,N-bis-2-hydroxyalkyl amine, glycerin fatty acid mono It is preferable to use at least one selected from the group consisting of ester-based surfactants, methyl ester ethoxylate-based surfactants, and pentathiol fatty acid ester-based surfactants.

The surfactant may be added in an amount of 0.5 to 15 parts by weight, preferably 1 to 10 parts by weight, based on 100 parts by weight of the organosilane compound. In such a range, the coating property improvement can be aimed at.

In one embodiment of the present invention, the solvent is for adjusting the viscosity and applicability of the infrared blocking composition for spectacle lenses, and is commonly used in the art and is not particularly limited as long as it has excellent compatibility with other components. Specifically, for example, from the group consisting of methanol, ethanol, isopropyl alcohol, butanol, diacetone alcohol, methoxypropanol, methylcellosolve, ethylsolosolve, butylcellosolve and cellosolve acetate It may be any one or a mixed solvent of two or more selected.

The solvent may be 30 to 150 parts by weight, preferably 50 to 100 parts by weight, based on 100 parts by weight of the organosilane compound, but is not necessarily limited thereto, and the content and viscosity of components in the infrared blocking composition for spectacle lenses, etc. Of course, it can be adjusted differently according to the.

In addition, the composition for blocking infrared rays for spectacle lenses according to an embodiment of the present invention may further include one or more additives such as a pH adjuster and an adhesion enhancer, if necessary. As a specific example, the pH adjusting agent is for adjusting the pH and reaction rate in consideration of various physical properties such as storage stability and abrasion resistance, and includes inorganic acids such as phosphoric acid, sulfuric acid, hydrochloric acid, and nitric acid; and organic acids such as formic acid, acetic acid, oxalacetic acid, citric acid, and oleic acid; Any one or a mixture of two or more selected from the group consisting of, etc. may be used, and as the adhesion promoter, at least one selected from the group consisting of calcium phosphate, ammonium phosphate, magnesium phosphate and aluminum phosphate, a metal having an acidic pH Phosphates may be used.

Each of the additives may be added in an amount of 0.1 to 15 parts by weight, preferably 0.5 to 10 parts by weight, based on 100 parts by weight of the organosilane compound, but is not necessarily limited thereto.

In addition, another aspect of the present invention relates to a spectacle lens coated with the above-mentioned infrared blocking composition for spectacle lenses, which is prepared by coating and curing the above-mentioned infrared blocking composition for spectacle lenses on a spectacle lens substrate. can

In this case, the spectacle lens substrate may be used without particular limitation as long as it is commonly used in the art, and specifically, for example, a high heat-resistant plastic substrate having excellent heat resistance and low coefficient of thermal expansion may be used. As a non-limiting example, the spectacle lens substrate may be at least one selected from the group consisting of polyethersulfone, polycarbonate, polyimide, polyetherimide, polyacrylate, polyethylene naphthalate and polyester film, but must be However, the present invention is not limited thereto.

Hereinafter, the composition for blocking infrared rays for spectacle lenses according to the present invention and spectacle lenses prepared therefrom will be described in more detail through Examples. However, the following examples are only a reference for describing the present invention in detail, and the present invention is not limited thereto, and may be implemented in various forms.

Also, unless otherwise defined, all technical and scientific terms have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. The terminology used herein is for the purpose of effectively describing particular embodiments only and is not intended to limit the invention. In addition, the unit of additives not specifically described in the specification may be weight %.

[Characteristic evaluation method]

1) Storage stability (months): When the composition for blocking infrared rays for spectacle lenses was sealed and stored at 25° C., the time for rapid change in physical properties was measured.

2) Infrared blocking rate (%): The infrared (760 to 2500 nm wavelength region) blocking rate of the spectacle lens having the hard coating layer was measured using a light transmission measuring device.

3) Abrasion resistance: The #000 steelol was tied to a hammer of 0.5 kg and rubbed 30 times on the spectacle lens having a hard coating layer.

4) Hardness (H): The composition for blocking infrared rays for spectacle lenses was immersed and coated on a high-refractive plate and cured, and the surface hardness was measured using a pencil hardness meter.

5) Adhesion: Make 100 squares by drawing 1 mm intervals on the film of the spectacle lens with the hard coating layer formed, immerse it in 10% by weight of boiling brine for 30 minutes, and then use Nichiban's 24mm wide cellophane tape in Japan. A peel test is performed 5 times, and the number of cells which are not peeled is counted and judged.

6) Whitening phenomenon: After coating the infrared blocking composition for spectacle lenses at 70% relative humidity, it is left in the air for a long time without curing to determine whether whitening occurs. (If there is no whitening: O, if there is whitening: △, if the whitening is severe: X )

[Production Example 1]

1 mol of aluminum isopropoxide was dissolved in 100 mol of isopropyl alcohol, and hydrolysis and polycondensation reaction were carried out at 75° C. for 2 hours. Then, 0.5 mol of oleic acid was added and reacted at 60° C. for 12 hours. Mitesol (particle size 10 nm) was synthesized.

This was washed several times with isopropyl alcohol and dried, then 20 parts by weight of boehmite sol was again dispersed in 100 parts by weight of isopropyl alcohol, and 5 parts by weight of titanium IV 2-propanolato and tris isooctadecanoeito-O were added. A surface-modified boehmite sol in which the surface of boehmite was modified was prepared by stirring for 2 hours.

[Production Example 2]

20 parts by weight of antimony tin oxide (ATO, average diameter 20 nm) were dispersed in 100 parts by weight of isopropyl alcohol, and 5 parts by weight of titanium IV 2-propanolato, tris isooctadecanoeito-O were added and stirred for 2 hours. Thus, a surface-modified infrared absorber in which the surface of boehmite was modified was prepared.

[Comparative Preparation Example 1]

A boehmite sol was prepared in the same manner as in Preparation Example 1, except that non-surface-modified boehmite sol (in isopropyl alcohol, solid content of 20 wt%) was used as it was.

[Comparative Preparation Example 2]

A surface-modified boehmite sol was prepared in the same manner as in Preparation Example 1 except that glycidyloxypropyltrimethoxysilane was used as the surface modifier.

[Comparative Preparation Example 3]

An infrared absorber without surface modification was prepared by dispersing 20 parts by weight of antimony tin oxide (ATO, average diameter 20 nm) in 100 parts by weight of isopropyl alcohol.

[Example 1]

22.4 parts by weight of methyltrimethoxysilane (organosilane 1), 77.6 parts by weight of 3-glycidoxypropyltrimethoxysilane (organosilane 2), 80 parts by weight of methanol, and 1.0 parts by weight of hydroxypropyl cellulose in a jacket reactor parts by weight were added. 11.5 parts by weight of the surface-modified boehmite sol of Preparation Example 1 was added thereto, followed by stirring for 3 hours.

Then, 1.5 parts by weight of spirooxazine having a particle size of 10 μm, 6 parts by weight of the surface-modified infrared absorber of Preparation Example 2 and 8 parts by weight of a polyoxyethylene nonylphenyl ether-based nonionic surfactant were added, and the reaction temperature was maintained at 25° C. and stirred for 3 hours again to prepare a composition for blocking infrared rays for spectacle lenses.

A general lens for spectacles (CR-39) was etched in 10% by weight of caustic soda solution for 10 minutes and then immersed in the prepared composition for blocking infrared for spectacle lenses, thereby coating the spectacle lens with the composition for blocking infrared for spectacle lenses. After the coating was cured at 110° C. for 1 hour to form a hard coating layer, the physical properties were measured according to the above evaluation method, and the results are shown in Table 1 below.

[Comparative Example 1]

A hard coating composition for spectacle lenses was prepared in the same manner as in Example 1 except that the boehmite sol of Comparative Preparation Example 1 and the infrared absorber of Comparative Preparation Example 3 were used.

[Comparative Example 2]

A hard coating composition for spectacle lenses was prepared in the same manner as in Example 1 except that the surface-modified boehmite sol of Comparative Preparation Example 2 and the infrared absorber of Comparative Preparation Example 3 were used.

Example 1 Comparative Example 1 Comparative Example 2 composition
(parts by weight) organosilane 1 22.4 (left) (left) organosilane 2 77.6 (left) (left) Hydroxypropyl Cellulose 1.0 (left) (left) Preparation Example 1 11.5 - - Comparative Preparation Example 1 - 11.5 - Comparative Preparation Example 2 - - 11.5 spiroox pictures 1.5 (left) (left) Preparation 2 6 - - Comparative Preparation Example 3 - 6 6 Surfactants 8 (left) (left) methanol 80 (left) (left) Physical property evaluation storage stability 9 months 5 months 6 months Infrared blocking rate (%) 91.4 82.3 82.7 wear resistance Grade 1 2nd grade Grade 1 Hardness 8H 7H 8H adherence 100/100 91/100 98/100 bleaching ○ △ ○

Referring to Table 1, in the case of Example 1 using the boehmite sol surface-modified with the organotitanate-based compound and the infrared absorber surface-modified with the organotitanate-based compound according to the present invention, the infrared blocking property is further improved and At the same time, it was confirmed that it has excellent abrasion resistance, surface hardness, and adhesion, there is no whitening phenomenon, and storage stability is also greatly improved.

On the other hand, in the case of Comparative Example 1 using unmodified boehmite sol and an infrared absorber, compared to Example 1, all physical properties were slightly lowered.

In addition, in the case of Comparative Example 2 using the surface-modified boehmite sol and the non-surface-modified infrared absorber with an organosilane compound, the abrasion resistance, hardness, adhesion and whitening properties were similar to those of Example 1, but storage stability and infrared blocking The performance was not as good as in Example 1.

Although the present invention has been described through the specific matters and limited examples as described above, these are only provided to help a more general understanding of the present invention, and the present invention is not limited to the above examples, and the present invention pertains to Various modifications and variations are possible from these descriptions by those of ordinary skill in the art.

Therefore, the spirit of the present invention should not be limited to the described embodiments, and not only the claims to be described later, but also all those with equivalent or equivalent modifications to the claims will be said to belong to the scope of the spirit of the present invention. .

Claims (6)

An infrared blocking composition for spectacle lenses, comprising an organosilane compound, boehmite sol surface-modified with an organotitanate compound, hydroxyalkyl cellulose, a pigment or dye, a surface-modified infrared absorber, a surfactant, and a solvent.
The method of claim 1,
The organosilane compound satisfies the following Chemical Formula 1, an infrared blocking composition for spectacle lenses.
[Formula 1]
R ¹ _x Si(OR ² ) _4-x
(In Formula 1,
R ¹ is an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 3 to 10 carbon atoms, an aryl group having 6 to 20 carbon atoms, an alkyl ether group having 3 to 10 carbon atoms, an epoxy group, a glycidyl group, or a combination thereof,
R ² is an alkyl group having 1 to 6 carbon atoms,
x is a real number from 0 to 4.)
The method of claim 1,
The organotitanate-based compound is titanium IV 2-propanolato, tris isooctadecanoeito-O; titanium IV bis 2-methyl-2-propenoato-O, isooctadecanoato-O 2-propanolato; titanium IV 2-propanolato, tris(dodecyl)benzenesulfanato-O; titanium IV 2-propanolato, tris(dioctyl)phosphate-O; titanium IV (4-amino)benzene sultonato-O, bis(dodecyl)benzene sulfonato-0, 2-propanolato; titanium IV, tris(2-methyl)-2-propenoeito-O, methoxydiglycolylato; titanium IV 2-propanolato, tris(dioctyl)pyrophosphate-O; Titanium IV, Tris(2-propenoeito-O), Methoxydiglycolylato-O; and titanium IV 2-propanolato, tris(3,6-diaza)hexanolnato; any one or two or more selected from the group consisting of, an infrared blocking composition for spectacle lenses.
The method of claim 1,
The surface-modified infrared absorber is an organotitanate compound and the surface of the infrared absorber is modified, an infrared blocking composition for spectacle lenses.
The method of claim 1,
The infrared absorber is aluminum-doped zinc oxide (AZO), indium-doped zinc oxide (IZO), gallium-doped zinc oxide (GZO), tin-doped indium oxide (ITO), antimony-doped tin oxide. (ATO), fluorine-doped tin oxide (FTO), and indium-gallium co-doped zinc oxide (IGZO) any one or two or more selected from the group consisting of, an infrared blocking composition for spectacle lenses.
A spectacle lens coated with the infrared blocking composition for spectacle lenses of any one of claims 1 to 5.