KR101261684B1 - Coating composition for lens, manufacturing method of the same, coating lens including the same - Google Patents

Abstract

The present invention relates to a lens coating composition, the lens coating composition of the present invention includes a basic resin containing a silane-based resin; A modified inorganic filler synthesized by mixing an auxiliary oxide including at least one of the silane-based resins contained in the basic resin with an inorganic oxide sol including at least one inorganic oxide in a colloidal form in methyl alcohol. It is done.

Description

A composition for lens coating, a method of manufacturing the same, and a coating lens comprising the same

The present invention relates to a lens coating composition and a method for producing the same that can improve mass production yield due to excellent peelability. In addition, the present invention relates to a method for producing a composition for lens coating and to a coating lens prepared using the same.

Modern vision correction spectacle lenses (glass lenses or lenses) consist mainly of glass and plastic. Among them, plastic lenses occupy most of the lens market because they are not only light, but also excellent in impact resistance and dye coloring, and easy to impart various functionalities.

However, due to the nature of the plastic material, there is a problem that the use range of the lens is limited, such as scratches appear easily due to external impact and cracks occur due to the external impact. In order to compensate for this disadvantage, a coating layer such as an organic material or a silicone coating material having excellent wear resistance is used on the surface of the plastic lens. The silicone-based hard coating solution is complemented by various physical disadvantages in plastics to date, starting with DuPont's technology that uses a hydrolyzate of tetraalkoxysilane in combination with vinyl acetate in 1943. In particular, by coating the surface of the plastic lens, it is possible to improve the optical properties, mechanical properties, and resistance to the external environment of the plastic lens, for example, improved transmittance, improved wear resistance, surface hardness, and chemical resistance.

In the past, CR-39 (n = 1.49), a low-refractive lens, was mainly used, but recently, NK-55 (n = 1.546), a medium-refractive lens, has been widely used according to the trend of light weight and high quality. The demand for MR-8 (n = 1.593) and MR-7 (n = 1.655), which are ultra high refractive lenses, is increasing. Recently, ultra high refractive lenses with n = 1.74 have been introduced.

However, the refractive index of the silicone coating solution forming the hard coating layer on the base lens is about 1.50. When coating on a high refractive index plastic base lens, light interference (interference pattern) may occur between the base lens and the hard coating layer. In order to minimize this, it is necessary to improve the refractive index of the hard coating solution to a level similar to that of the base lens. Since it is difficult to expect a refractive index of more than 1.40 to 1.50 only by the composition of the generalized silicone coating solution, the introduction of an organic-inorganic hybrid system using an inorganic high refractive filler which can raise the refractive index of a solution is being developed.

Currently, eyeglass lens manufacturing companies are largely divided into companies that have built up a batch system of lens monomer polymerization, hard coating, and anti-reflection film multi-coating processes, and those who purchase uncoated lenses and perform hard coating and multi-coating processes. . However, in mass production systems, maximizing mass production yields has become an important problem, and major defects occur in monomer polymerization, hard coating, and multi-coating processes. In the hard coating process, the yield of the first coating process is greatly influenced, and the poorly coated coating lens is removed through the peeling process, and the overall production yield is managed through the recoating process.

Silicon-based thermosetting hard coating materials are being subjected to a stripping process by utilizing corrosion characteristics of alkali components, which are weaknesses of silicon series. In addition, the aqueous coating of sodium hydroxide (NaOH) and potassium hydroxide (KOH) at 5 to 15% by weight was deposited at 30 to 50 DEG C and sonicated to remove the hard coat coating film.

When the peeling process is performed several times, the number of times that the peeling process is possible due to the corrosion of the spectacle-based lens itself is limited, and the industry is contemplating improving the yield of the product through a smooth peeling process. In the past, silicone-based hard coating materials mainly used colloidal silica as an inorganic filler to realize low refractive index, and in recent years, various metal oxide sol is used to realize high refractive index. In addition, the selection of metal oxides causing yellowing is inevitable.

Insufficient detachment of the lens is in many cases impossible to re-coating due to the metal oxide components that can not be removed on the surface, and inevitably consumes unnecessary manpower and cost to remove the residual metal oxide surface by physical methods. In addition, during the exfoliation process, the expensive base lens is damaged and often suffers material damage.

Accordingly, there is a need for a lens coating composition that can improve the transmittance of a lens and generate no yellowing phenomenon and excellent peelability, thereby improving mass production yield.

SUMMARY OF THE INVENTION The present invention has been made to solve this problem, and an object of the present invention is to provide excellent wear resistance, improve transmittance, and not cause interference in lenses having various refractive indices. To provide a lens coating composition, a method for manufacturing the same, and a coating lens comprising the same.

Lens coating composition according to one aspect of the invention,

Basic resin containing silane resin;

A modified inorganic filler synthesized by mixing an auxiliary oxide including at least one of the silane-based resins contained in the basic resin with an inorganic oxide sol having at least one inorganic oxide in a colloidal form in methyl alcohol is included.

At this time, the inorganic oxide is composed of only silica, or essentially include silica, Zirconium-Oxide, Stannic-Oxide Antimony-Oxide, Titanium-Oxide, Ferric-Oxide is selected from at least one inorganic oxide It is preferable.

At this time, the refractive index of the lens coating composition may be 1.4 to 1.7.

The refractive index of the lens coating composition is 1.45 to 1.52, the inorganic oxide of the modified inorganic filler is preferably silica (Silica).

The refractive index of the lens coating composition is 1.53 to 1.56, and preferably includes inorganic oxides Stannic-Oxide, Zirconium-Oxide, Antimony-Oxide, and Silicon-Oxide of the modified inorganic filler.

At this time, the refractive index of the lens coating composition is 1.57 ~ 1.67, it is preferable that the inorganic oxide of the modified inorganic filler includes Silicon-Oxide, Titanium-Dioxide, Antimony-Oxide.

At this time, the base resin is tetramethoxy silane, methyltrimethoxy silane, dimethyldimethoxy silane, phenyltrimethoxy silane, diphenyldimethoxy silane, tetraethoxy silane, methyltriethoxy silane, dimethyldiethoxy silane , Phenyltriethoxy silane, diphenyl diethoxy silane, isobutyl trimethoxy silane, methyl triisopropoxy silane, tetrapropoxy silane, vinyl trimethoxy silane, vinyl triethoxy silane, vinyl triisopropoxy silane , Vinyl tri (β-methoxyethoxy) silane, β- (3,4-epoxycyclonuclear) ethyltrimethoxy silane, γ-glycidoxypropyltrimethoxy silane, γ-glycidoxypropylmethyldiethoxy Silane, γ-glycidoxypropyltriethoxy silane, γ-glycidoxypropylmethyldimethoxy silane, γ-methacryloxypropylmethyldimethoxy silane, γ-methacryloxypropyltrimethoxy silane, γ-methacryl Roxypropylmethyldie When silane, γ- methacrylic silane hydroxypropyl the tree; N-β- (aminopropylmethyldimethoxy silane, N-β- (aminoethyl) -γ-aminopropyltrimethoxy silane, N-β- (aminoethyl) -γ-aminopropyltriethoxy silane, γ- Aminopropyltrimethoxy silane, γ-aminopropyltriethoxy silane, γ-mercaptopropyltrimethoxysilane Tetraethoxysilane, and glycidoxypropyltrimethoxysilane It is used including at least 1 type.

Lens coating composition according to another embodiment of the present invention,

Basic resin containing silane resin;

At least one solvent selected from the group consisting of alcohols, ketones, and cellosolves solvents;

A modified inorganic filler synthesized by mixing an auxiliary oxide including at least one of the silane-based resins contained in the basic resin with an inorganic oxide sol including at least one inorganic oxide in a colloidal form in methyl alcohol;

A curing catalyst selected from the group consisting of aluminum isopropoxide, aluminum acetylacetonate, dicyandiamide, and itaconic acid;

An acid catalyst including at least one selected from the group consisting of acetic acid, phosphoric acid, boric acid, hydrochloric acid, nitric acid, and sulfonic acid;

Surfactants; And

It consists of water.

At this time, the modified inorganic filler is preferably included in 20 to 70 parts by weight.

At this time, the modified inorganic filler may be composed of 2 to 10 parts by weight of the auxiliary resin in 90 to 98 parts by weight of inorganic oxide sol.

According to another aspect of the present invention, the lens has a coating layer formed on the surface of the lens coating composition.

Another aspect of the invention,

At least one first solvent selected from the group consisting of a base resin containing a silane-based resin, methylalcohol, alcohols, ketones, and cellosolves, and aluminum isopropoxide, aluminum acetyl A first step of mixing at least one curing catalyst selected from the group consisting of acetonate, aluminum acetylacetonate, dicyandiamide, and itaconic acid;

A second step of mixing an acid catalyst and water to the mixture of the first step;

A third step of mixing at least one solvent selected from the solvents listed above with the mixture of the second step;

Modification synthesized by mixing auxiliary resin containing at least one kind of silane-based resin included in the basic resin while irradiating ultrasonic wave to inorganic oxide sol containing silica at least in colloidal form in methyl alcohol to the mixture of the third step A fourth step of mixing the inorganic filler; And

It provides a method for producing a lens coating composition comprising; a fifth step of mixing the step of mixing at least one second solvent selected from the first solvent and a surfactant.

At this time, the mixing temperature in each step is preferably made at 20 ℃ to 30 ℃.

At this time, it is preferable to further include the step of mixing the curing catalyst between the fourth step and the fifth step.

In the fourth step, the inorganic filler is preferably mixed with 2 to 10 parts by weight of the auxiliary resin in 90 to 98 parts by weight of the inorganic oxide sol.

Since the composition for lens coating of the present invention has excellent storage stability and excellent peelability from the lens and can be easily peeled off even when the coating is wrong, the mass production yield during the coating process can be improved.

The coated lens manufactured by using the lens coating composition of the present invention can adjust the size of the refractive index as needed, almost no interference phenomenon in the lens of a specific refractive index, exhibits excellent transmittance, ultraviolet (UV) yellowing phenomenon There is an advantage that rarely appears.

1 is a graph measuring the thickness and refractive index of the coating film according to Example 3 of the present invention.
Figure 2 is a graph of the thickness and refractive index measurement of the coating film according to Example 5 of the present invention.
Figure 3 is a graph of the thickness and refractive index measurement of the coating film according to Example 6 of the present invention.
Figure 4 is a graph of the thickness and refractive index measurement of the coating film according to Example 7 of the present invention.

Lens coating composition according to an embodiment of the present invention includes a base resin, a solvent, an inorganic filler, a curing catalyst, an acid catalyst, a surfactant, and water.

Examples of the basic resin include tetramethoxy silane, methyltrimethoxy silane, dimethyldimethoxy silane, phenyltrimethoxy silane, diphenyldimethoxy silane, tetraethoxy silane, methyltriethoxy silane, dimethyldiethoxy silane and phenyltrier Alkoxy silanes containing at least one or more of oxy silane, diphenyl diethoxy silane, isobutyl trimethoxy silane, methyl triisopropoxy silane and tetrapropoxy silane are used.

In addition, a vinyl trimethoxy silane having a vinyl group, a vinyl triethoxy silane, a vinyl triisopropoxy silane, a vinyl tri (β-methoxyethoxy) silane, and a β- (3,4-epoxy) having an epoxy group as a basic resin. Cyclonucleosilane) ethyltrimethoxy silane, γ-glycidoxypropyltrimethoxy silane, γ-glycidoxypropylmethyldiethoxy silane, γ-glycidoxypropyltriethoxy silane, γ-glycidoxypropylmethyldimeth Oxy silane; Γ-methacryloxypropylmethyldimethoxy silane having a methacryloxy group, γ-methacryloxypropyltrimethoxy silane, γ-methacryloxypropylmethyldiethoxy silane, γ-methacryloxypropyltriethoxy silane; N-β- (aminopropylmethyldimethoxy silane, N-β- (aminoethyl) -γ-aminopropyltrimethoxy silane, N-β- (aminoethyl) -γ-aminopropyltriethoxy silane having an amino group , γ-aminopropyltrimethoxy silane, γ-aminopropyltriethoxy silane, or silane coupling agents containing at least one or more γ-mercaptopropyltrimethoxysilane having a mercapto group. have.

The content of the compound selected from the alkoxy silane, silane coupling agent, hydrolyzate thereof or partial condensate thereof used in the composition of the present invention is used in 10 to 70 parts by weight, preferably 20 to 50 parts by weight. If the content is less than 10 parts by weight, the adhesion and wear resistance of the coating film is poor, and if it exceeds 70 parts by weight, cracking and peeling of the coating film easily occurs, storage stability may be lowered, and thus long-term storage may be difficult.

The resins serve to enable coloring or dyeing of organic dyes when the composition is cured on a substrate. Basic resin is included in 25 to 35 parts by weight.

Solvent is used to dilute the resins, and alcohols, ketones, cellosolves, and the like, for example, methanol, ethanol, isopropanol, butanol, acetone, diacetone alcohol, acetylacetone, methyl ethyl ketone, Methyl cellosolve, ethyl cellosolve, butyl cellosolve, and cellosolve acetates are used containing at least one kind. The solvent is included so as to be 10 to 40 parts by weight.

The catalyst includes a curing catalyst and an acid catalyst. The curing catalyst reacts with the base resin to form a stable molecular mass of three-dimensional structure to improve storage stability and to form a film to promote the curing rate, acid catalyst is included to control the pH and reaction rate. As the curing catalyst, at least one of aluminum isopropoxide, aluminum acetylacetonate, dicyandiamide, and itaconic acid is used.

As the acid catalyst, at least one of acetic acid, phosphoric acid, boric acid, hydrochloric acid, nitric acid, and sulfonic acid may be used. It is preferable that the curing catalyst is included in an amount of 0.1 to 10 parts by weight based on the base resin, and when it is less than 0.1, the hardness is lowered. In addition, the acid catalyst is preferably included in 0.1 to 2 parts by weight.

As the modified inorganic filler, a surface-treated inorganic filler is used. In this case, the surface treatment refers to a treatment in which at least one of the auxiliary resins is added dropwise to the inorganic oxide sol, followed by mixing and filtering with ultrasonic treatment for about 3 hours. On the other hand, the surface-treated inorganic filler is required to be refrigerated at 10 ℃ or less. The inorganic filler is included in 20 to 70 parts by weight.

The inorganic oxide sol used may be an inorganic oxide sol including at least one inorganic oxide present colloidally in methyl alcohol. In this case, the inorganic oxide essentially includes Silicon-Oxide, and at least one inorganic oxide selected from Zirconium-Oxide, Stannic-Oxide, Antimony-Oxide, Titanium-Oxide, and Ferric-Oxide may be used.

In addition, the auxiliary resin used for the surface treatment can be any of the basic resin having the above-described silane group, tetraethoxysilane (Tetraethoxysilane) may be more preferably used.

At this time, the auxiliary resin and the inorganic oxide sol used for the surface treatment may be mixed in various ratios, it is preferably composed of 90 to 98 parts by weight of the inorganic oxide sol and 2 to 10 parts by weight of the auxiliary resin. If the amount of base resin is less than 2, the effect of improving the peelability is low, and if the content exceeds 10, the refractive index is lowered.

As a preferred example, 4 parts by weight of a tetraethoxysilane monomer and 96 parts by weight of a metal oxide sol may be mixed.

When the inorganic filler is surface-treated with a silicon-based material, when the silicon-based material is surface-treated on the surface of the metal oxide, and the lens coating composition is coated on the lens, direct contact between the base lens and the metal oxide may be blocked. In addition, when manufacturing the lens coating composition, by controlling the reaction temperature and the reaction time to increase the bonding strength of the metal oxide and the silicon-based material, the metal oxide is easily peeled from the base lens together with the silicon-based hard coating film of the base resin during the peeling process. Can be.

In addition, the lens coating composition according to an embodiment of the present invention may further include 5 to 10 parts by weight of water and 0.1 to 3 parts by weight of a surfactant. As the surfactant, polyether modified polydimethyl siloxane may be used, and in particular, BYK-300 manufactured by BYK-Chemie GmbH may be used. BYK-300 contains 52% modified polydimethyl siloxane, 9.8% isobutanol and 37% xylene.

On the other hand, for the purpose of improving various properties of the coating film and problems that may occur in the coating process of the coating film, it may include a variety of additives in an amount that does not degrade the physical properties of the composition according to the present invention.

For example, a leveling agent having a modified siloxane group, a surface slipper improver, a material wetting agent, a fluidity adjusting additive, a metal additive, and the like can be used, and one or two or more kinds thereof can be used in combination.

Lens coating composition according to another aspect of the present invention can be prepared through the process of the first step to the fifth step.

The first step is to mix the base resin, the solvent and the curing catalyst, the base resin of the silane system, methanol, ethanol, isopropanol, butanol, acetone, diacetone alcohol, acetylacetone, methyl ethyl ketone, methyl cellosolve, ethyl At least one solvent selected from the group consisting of cellosolves, butyl cellosolves, cellosolve acetates, aluminum isopropoxide, aluminum acetylacetonate, dicyandiamide, It is a step of mixing at least one curing catalyst selected from the group consisting of itaconic acid.

The second step is a step of mixing the acid catalyst and water to the mixture of the first step.

The third step is a step of mixing the mixture of the second step with at least one solvent selected from the solvents listed above.

The fourth step is a step of mixing the modified inorganic filler synthesized by mixing the auxiliary resin while irradiating ultrasonic wave to the inorganic oxide sol containing at least silica in the colloidal phase in the methyl alcohol to the mixture of the third step. At this time, the modified inorganic filler is preferably composed of 90 to 98 parts by weight of inorganic oxide sol and 2 to 10 parts by weight of auxiliary resin.

The fifth step is a step of mixing at least one solvent and surfactant selected from the solvents listed above.

It is preferable to keep the temperature in each step mentioned above at 20 degreeC-30 degreeC. In addition, the method may further include mixing the curing catalyst between the fourth step and the fifth step.

On the other hand, the coating lens according to an embodiment of the present invention includes a base lens and a coating layer coated on the base lens, the coating layer includes the above-described lens coating composition and the thickness is 2 to 3 ㎛. That is, at least one selected from the group consisting of methanol, ethanol, isopropanol, butanol, acetone, diacetone alcohol, acetylacetone, methyl ethyl ketone, methyl cellosolve, ethyl cellosolve, butyl cellosolve, cellosolve acetate A modified inorganic filler, aluminum isopropoxide, aluminum acetylacetonate synthesized by mixing the auxiliary resin while irradiating ultrasonically to an inorganic oxide sol containing silica at least in a colloidal form in a solvent and methyl alcohol. ), At least one selected from the group consisting of dicyandiamide, itaconic acid, a curing catalyst selected from the group consisting of acetic acid, phosphoric acid, boric acid, hydrochloric acid, nitric acid, and sulfonic acid. It consists of the composition for lens coating containing an acid catalyst, surfactant, and water containing 1 or more types.

In an embodiment of the present invention, a lens having various refractive indices may be used as the base lens. That is, CR-39 (low refractive index, n = 1.49), NK-55 (medium refractive index, n = 1.546), MR-8 (high refractive index, n = 1.593), acrylic (high refractive index, n = 1.588), MR-7 ( Ultra high refractive index, n = 1.655) lens can be used. In addition, the lens coating composition may also be variously prepared to have a refractive index similar to that of the base lens in order to prevent interference between the base lens and the coating film.

On the other hand, the coated lens according to an embodiment of the present invention can be manufactured by the following method. First, after preparing the uncoated base lens, ultrasonic immersion treatment for 60 minutes at 60 ℃ on a 10% by weight aqueous solution of sodium hydroxide (NaOH). Do Thereafter, the composition for lens coating according to the embodiment of the present invention is coated on the base lens by a dipping method at a pulling speed of 2.14 mm / sec. Then, after drying at 70 ° C. for 10 minutes in a hot air dryer, the coating lens may be manufactured by curing at 110 ° C. for 120 minutes in a hot air dryer. In the manufacturing method of the coating lens, the manufacturing order, temperature, time, and pulling rate are described only for showing a preferable example, and the content of the present invention is not limited to the above range.

Hereinafter, preferred embodiments of the present invention will be described. However, the following examples are only preferred embodiments of the present invention, and the present invention is not limited to the following examples.

[Production of Lens Coating Composition]

Example 1 Preparation of Composition for Lens Coating

4% by weight of tetraethoxysilane monomer, 25% by weight of glycidoxypropyltrimethoxysilane monomer, 11.6% by weight solvent of methyl alcohol, 0.7% by weight of ammonium isopropoxide catalyst Mix 10 minutes while maintaining 25 ° C. Then, add 0.5% by weight of acetic acid catalyst and 9% by weight of water dropwise, and mix for 3 hours while maintaining 25 ° C. Then, acetylacetone solvent After adding 10% by weight, the mixture is mixed for 1 hour while maintaining at 25 ° C. Then, an inorganic resin sol containing silica in colloidal phase is added to the methyl alcohol, and an auxiliary resin is added to the surface of the modified inorganic filler (surface treatment). 26 wt% of the filler was added dropwise and mixed for 3 hours while maintaining at 25 ° C. Then 6 wt% of butyl cellosolve and acetylacetone were used as a solvent. 5% by weight of acetone), 2% by weight of methyl alcohol (Methylalcohol) and 0.2% by weight of BYK-300 as a surfactant are mixed for 2 hours while maintaining 25 ℃.

Example 2 Preparation of Lens Coating Composition

Tetraethoxysilane monomer 3% by weight, Glycidoxypropyltrimethoxysilane monomer 30% by weight, Methylalcohol solvent 12.1% by weight, Ammonium isopropoxide catalyst 0.7% by weight The mixture was mixed for 10 minutes while maintaining at 25 ° C. Then, 1% by weight of an acetic acid catalyst and 9% by weight of water were added dropwise while maintaining at 25 ° C., and then mixed for 3 hours, followed by acetylacetone solvent. 15 wt% of the mixture is mixed for 1 hour while maintaining at 25 ° C. After that, ultrasonic waves are irradiated with inorganic oxide sol containing silicon-oxide, ferric-oxide, titanium-dioxide, and antimony-oxide in colloidal phase in methyl alcohol. While adding auxiliary resin, 24% by weight of surface-modified inorganic filler (inorganic filler) was added dropwise and mixed for 3 hours while maintaining at 25 ° C. Then, ethyl cellosolve as a solvent. Three Tate (Ethylcellosolve acetate) while maintaining a 25 ℃ a BYK-300 0.2 wt.% To 5 wt%, the surfactant is mixed for 2 hours.

Example 3 Preparation of Lens Coating Composition

Tetraethoxysilane monomer 4% by weight, glycidoxypropyltrimethoxysilane monomer 26% by weight, methyl alcohol solvent 7.1% by weight, ammonium isopropoxide catalyst 0.7% by weight The mixture was mixed for 10 minutes while maintaining at 25 ° C. Then, 1% by weight of acetic acid catalyst and 9% by weight of water were added dropwise, followed by mixing for 3 hours while maintaining at 25 ° C. Then, acetylacetone solvent 12 wt% of the mixture is mixed for 1 hour while maintaining the temperature at 25 ° C. Then, ultrasonic waves are irradiated with inorganic oxide sol containing silicon-oxide, ferric-oxide, titanium-dioxide, and antimony-oxide in colloidal phase in methyl alcohol. While adding the auxiliary resin, 35% by weight of the surface-modified modified inorganic filler (inorganic filler) was added dropwise and mixed for 3 hours while maintaining at 25 ℃. 5% by weight of Ethylcellosolve acetate and 0.2% by weight of BYK-300 as a surfactant are mixed for 2 hours at 25 ° C.

Example 4 Preparation of Lens Coating Composition

Tetraethoxysilane monomer 4% by weight, glycidoxypropyltrimethoxysilane monomer 26% by weight, methyl alcohol solvent 7.1% by weight, ammonium isopropoxide catalyst 0.7% by weight The mixture was mixed for 10 minutes while maintaining at 25 ° C. Then, 1% by weight of an acetic acid catalyst and 9% by weight of water were added dropwise while maintaining at 25 ° C., and then mixed for 3 hours, followed by acetylacetone solvent. 11.2 wt% is added and mixed for 1 hour while maintaining at 25 ° C. After that, the auxiliary resin is irradiated with ultrasonic waves to inorganic oxide sol containing silicon-oxide, titanium-dioxide and antimony-oxide in colloidal phase in methyl alcohol. Add 35% by weight of the surface-modified modified inorganic filler, dropwise added, and mix for 3 hours while maintaining at 25 ° C. Then, the catalyst is dicyandiamide. e) 0.4% by weight and 0.4% by weight of itaconic acid are added dropwise, and mixed for 1 hour while maintaining at 25 ° C. Thereafter, 5% by weight of ethyl cellosolve acetate as a solvent, interface 0.2% by weight of BYK-300 as an active agent is mixed for 2 hours while maintaining at 25 ℃.

Example 5 Preparation of Lens Coating Composition

4% by weight of tetraethoxysilane monomer, 26% by weight of glycidoxypropyltrimethoxysilane monomer, 4.6% by weight of butylcellosolve solvent, 2% by weight of methylalcohol solvent, 0.5 wt% of Al-acetylacetone catalyst is mixed for 10 minutes while maintaining at 25 ° C. Thereafter, 0.7% by weight of acetic acid catalyst and 7% by weight of water are mixed for 3 hours after dropwise addition while maintaining 25 ° C. Subsequently, an inorganic resin sol containing silicon-oxide, ferric-oxide, titanium-dioxide, and antimony-oxide in colloidal phase was added to the methyl alcohol, followed by the addition of an auxiliary resin to the surface-treated modified inorganic filler. After the weight% was added dropwise, the mixture was mixed for 3 hours while maintaining at 25 ° C. Thereafter, 10% by weight of acetylacetone (Acetylacetone) as a solvent and 0.2% by weight of BYK-300 as a surfactant are mixed for 2 hours while maintaining 25 ℃.

Example 6 Preparation of Lens Coating Composition

Tetraethoxysilane monomer 3% by weight, Glycidoxypropyltrimethoxysilane monomer 30% by weight, Methylalcohol solvent 12.1% by weight, Ammonium isopropoxide catalyst 0.7% by weight The mixture was mixed for 10 minutes while maintaining at 25 ° C. Then, 1% by weight of an acetic acid catalyst and 9% by weight of water were added dropwise while maintaining at 25 ° C., and then mixed for 3 hours, followed by acetylacetone solvent. 15 wt% is added and mixed for 1 hour while maintaining at 25 ° C. Then, an auxiliary resin is added to the surface of the inorganic oxide sol containing Stannic-Zirconium-Antimony-Silicon Oxide in methyl alcohol while ultrasonically irradiating the surface. 24 wt% of the treated modified inorganic filler was added dropwise and mixed for 3 hours while maintaining at 25 ° C. Then, ethylcellosolve acetate (Ethylc) was used as a solvent. 5% by weight of ellosolve acetate) and 0.2% by weight of BYK-300 as a surfactant for 2 hours at 25 ℃.

Example 7 Preparation of Lens Coating Composition

Tetraethoxysilane monomer 3% by weight, Glycidoxypropyltrimethoxysilane monomer 30% by weight, Methylalcohol solvent 12.1% by weight, Ammonium isopropoxide catalyst 0.7% by weight The mixture was mixed for 10 minutes while maintaining at 25 ° C. Then, 1% by weight of an acetic acid catalyst and 9% by weight of water were added dropwise while maintaining at 25 ° C., and then mixed for 3 hours, followed by acetylacetone solvent. 15 wt% is added and mixed for 1 hour while maintaining at 25 ° C. After that, the auxiliary resin is irradiated with ultrasonic waves to an inorganic oxide sol containing Zirconium-Oxide Stannic-Oxide Antimony-Oxide Silicon-Oxide as a colloid in methyl alcohol. 24 wt% of the surface-treated modified inorganic filler was added dropwise, followed by mixing for 3 hours while maintaining the temperature at 25 ° C. Then, ethylcellosolve a was used as the solvent. Tate (Ethylcellosolve acetate) while maintaining a 25 ℃ a BYK-300 0.2 wt.% To 5 wt%, the surfactant is mixed for 2 hours.

Comparative Example 1 Preparation of Lens Coating Composition

5% by weight of tetraethoxysilane monomer, 25% by weight of glycidoxypropyltrimethoxysilane monomer, 11.6% by weight of methyl alcohol, 0.7% by weight of ammonium isopropoxide catalyst The mixture was mixed for 10 minutes while maintaining at 25 ° C. Then 0.5% by weight of acetic acid catalyst and 9% by weight of water were added dropwise while maintaining at 25 ° C., and then mixed for 3 hours, followed by acetylacetone solvent. 10% by weight of the mixture was kept for 1 hour after the addition while maintaining 25 ° C. Then, 25% by weight of an inorganic oxide containing silica as a colloid was added dropwise to methyl alcohol and mixed for 3 hours while being kept at 25 ° C. 6% by weight of butyl cellosolve, 5% by weight of acetylacetone, 2% by weight of methyl alcohol, 0.2% by weight of BYK-300 as a surfactant for 2 hours at 25 ° C Remix.

Comparative Example 2 Preparation of Lens Coating Composition

Tetraethoxysilane monomer 4% by weight, Glycidoxypropyltrimethoxysilane monomer 30% by weight, Methylalcohol solvent 12.1% by weight, Ammonium isopropoxide catalyst 0.7% by weight The mixture was mixed for 10 minutes while maintaining at 25 ° C. Then, 1% by weight of acetic acid catalyst and 9% by weight of water were added dropwise, followed by mixing for 3 hours while maintaining at 25 ° C. Then, acetylacetone solvent 15 weight% is added and mixed for 1 hour while maintaining at 25 ° C. Then, 25 weight% of inorganic oxide containing Stannic-Oxide, Zirconium-Oxide, Antimony- Oxide, and Silicon Oxide as colloids is added dropwise into methyl alcohol. After mixing for 3 hours while maintaining at 25 ° C. Then, 5% by weight of ethyl cellosolve acetate as a solvent and 0.2% by weight of BYK-300 as a surfactant for 2 hours while maintaining at 25 ° C. While mixing.

[Production and Properties Evaluation of Coating Lens]

After preparing uncoated CR-39 (low refractive index), NK-55 (medium refractive index), MR-8 (high refractive index), acrylic (high refractive index) and MR-7 (ultra high refractive index) lenses having different refractive indices, sodium hydroxide ( NaOH) was pretreated by ultrasonic immersion at 60 ° C. for 10 minutes in a 10% by weight aqueous solution, followed by the pulling rate of 2.14 mm / sec. In Examples 1, 2, 3, 4, 5, 6, 7 and Comparative Examples 1 and 2. The composition for lens coating is coated by dipping. Thereafter, primary drying was performed at 70 ° C. for 10 minutes in a hot air dryer, and secondary curing was performed at 110 ° C. for 120 minutes in a hot air dryer to prepare a coated lens. Then, physical properties such as storage stability, primary curability, transmittance, interference degree, wear resistance, UV yellowing, peelability, refractive index and thickness were evaluated. The test results are shown in Table 1.

Storage stability evaluation

It was evaluated by the viscosity change when the lens coating composition was stored for 1 month at 25 ℃ room temperature. As a result of the evaluation, when the viscosity change was slight, ◎, when the viscosity change was small, ○, when the viscosity change was considerable, △, and when the viscosity change was very severe, X was indicated.

Primary Curability Evaluation

The coated lens was dried for 10 minutes at 70 ° C. in a hot air dryer, and then evaluated by touching the dryness of the surface by hand. In the case where the stickiness on the lens rim is insignificant ◎, the stickiness on the lens rim is small ○, the sticking on the lens rim is considerable △, and the sticking on the lens rim is very severe.

Wear Resistance Rating

The # 0000 steel wool was tied to the end of the hammer under 1kg load and reciprocated 10 times on the surface of the coated lens, and the surface of the lens was visually observed. Grade 1 is given when there is no surface scratching, grade 2 when there is little surface scratching, and grade 3 when the surface scratches are severe.

Transmittance evaluation

The second cured lens was measured for 600 nm transmittance using an UV-visible spectrometer.

Interference Evaluation

The secondary hardened lens was evaluated by visually observing a rainbow interference pattern under a three-wavelength lamp irradiation. When the interference pattern is observed insignificantly on the front of the lens ◎, when the interference pattern is observed in the front of the lens slightly ○, when the interference pattern is observed in the front of the lens considerably △, when the interference pattern is observed very severely in the front of the lens X Marked as.

UV (yellowing) evaluation

The coated lens was placed in an ultraviolet (UV) irradiation cabinet (SNAKYO DENKI, UV-B) and stored for 24 hours to visually check the degree of yellowing of the lens. When yellowing is not observed on the front of the lens, ◎, when yellowing is observed on the front of the lens. ○, when yellowing is observed on the front of the lens.

Peelability Evaluation

A lens coated on a 10% by weight aqueous solution of sodium hydroxide (NaOH) was deposited and maintained at 60 ° C. for 6 minutes, and then taken out to observe the coating film peeling state of the lens surface visually. If the coating film is peeled off cleanly on the front of the lens ◎, if the front of the lens is clean but slightly peeled off on the rim ○, if it is loosely peeled off on the front of the lens △, if there is no damage to the coating on the front of the lens X Indicated.

Refractive Index and Thickness Evaluation

The coated lens was measured for the refractive index and thickness of the coating film at a wavelength of 632.8 nm using a prism coupler.

Table 1 shows the storage stability of the lens coating compositions of Examples 1, 2, 3, 4, 5, 6, 7, 8 and Comparative Examples 1 and 2, and the CR-39 having different refractive indexes. Low refractive index), NK-55 (medium refractive index), MR-8 (high refractive index), acrylic (high refractive index), MR-7 (ultra high refractive index) lens, and then storage stability, wear resistance, transmittance, interference degree, wear resistance, UV The result of measuring yellowing, peelability, refractive index, and thickness is shown.

division materials Wear resistance 1st hardening Transmittance Interference UV yellowing Peeling Refractive index / thickness Example 1 CR-39 1 rating ◎ 99% ◎ ○ ◎ 1.50
3.68㎛ NK-55 △ acryl X MR-8 X MR-7 X Example 2 CR-39 1 rating ◎ 97% X ◎ ◎ 1.568
2.8 ㎛ NK-55 △ acryl ◎ MR-8 ○ MR-7 X Example 3 CR-39 1 rating ◎ 97% X ◎ ◎ 1.606
2.3㎛ NK-55 △ acryl ◎ MR-8 ◎ MR-7 ○ Example 4 CR-39 1 rating ○ 97% X ◎ ○ 1.60
2.2 μm NK-55 △ acryl ◎ MR-8 ◎ MR-7 ○ Example 5 CR-39 1 rating ◎ 96% X ◎ ◎ 1.623
2.61 μm NK-55 X acryl ○ MR-8 ○ MR-7 ◎ Example 6 CR-39 1 rating ◎ 95% △ ○ ◎ 1.531
2.01 μm NK-55 ◎ acryl △ MR-8 △ MR-7 X Example 7 CR-39 1 rating ◎ 96% △ ○ ◎ 1.537
2.14㎛ NK-55 ◎ acryl △ MR-8 △ MR-7 X Comparative Example 1 CR-39 1 rating ◎ 99.92% ◎ △ ◎ 1.501
3.8㎛ NK-55 △ acryl X MR-8 X MR-7 X Comparative Example 2 CR-39 1 rating ◎ 98% X ◎ △ 1.57
3.01 μm NK-55 △ acryl ◎ MR-8 ○ MR-7 X

As shown in Table 1 it can be seen that the coating composition for a lens according to an embodiment of the present invention has excellent storage stability, UV yellowing, peeling, refractive index.

That is, the coating lens prepared from the coating composition for a lens of the present invention can adjust the size of the refractive index as needed, almost no interference phenomenon in the lens of a specific refractive index, ultraviolet (UV) yellowing phenomenon is almost also not overall. In addition, since the coated lens prepared from the coating composition for a lens of the present invention exhibits excellent peelability, even if the coating is wrong on the lens, reprocessing after peeling is easy.

Meanwhile, FIGS. 1 to 4 are data obtained by measuring the refractive index and the thickness of the coating film coated on the lens according to the third, fifth, sixth, and seventh embodiments of the present invention.

So far I looked at the center of the preferred embodiment for the present invention. Those skilled in the art will appreciate that the present invention can be implemented in a modified form without departing from the essential features of the present invention. Therefore, the disclosed embodiments should be considered in an illustrative rather than a restrictive sense. The scope of the present invention is defined by the appended claims rather than by the foregoing description, and all differences within the scope of equivalents thereof should be construed as being included in the present invention.

Claims (15)

delete delete delete delete delete delete delete Basic resin containing silane resin;
At least one solvent selected from the group consisting of alcohols, ketones, and cellosolves solvents;
A modified inorganic filler synthesized by mixing an auxiliary oxide including at least one of the silane-based resins contained in the basic resin with an inorganic oxide sol including at least one inorganic oxide in a colloidal form in methyl alcohol;
A curing catalyst selected from the group consisting of aluminum isopropoxide, aluminum acetylacetonate, dicyandiamide, and itaconic acid;
An acid catalyst including at least one selected from the group consisting of acetic acid, phosphoric acid, boric acid, hydrochloric acid, nitric acid, and sulfonic acid;
Surfactants; And
Lens coating composition comprising water.

9. The method of claim 8,
The modified inorganic filler is a lens coating composition comprising 20 to 70 parts by weight.

10. The method of claim 9,
The modified inorganic filler is a lens coating composition consisting of 2 to 10 parts by weight of auxiliary resin in 90 to 98 parts by weight of inorganic oxide sol.

The coating lens of claim 8, wherein the lens coating composition of claim 8 forms a coating layer on the surface thereof.

At least one first solvent selected from the group consisting of a base resin containing a silane-based resin, methylalcohol, alcohols, ketones, and cellosolves, and aluminum isopropoxide, aluminum acetyl A first step of mixing at least one curing catalyst selected from the group consisting of acetonate, aluminum acetylacetonate, dicyandiamide, and itaconic acid;
A second step of mixing an acid catalyst and water to the mixture of the first step;
A third step of mixing at least one solvent selected from the solvents listed above with the mixture of the second step;
Modification synthesized by mixing auxiliary resin containing at least one kind of silane-based resin included in the basic resin while irradiating ultrasonic wave to inorganic oxide sol containing silica at least in colloidal form in methyl alcohol to the mixture of the third step A fourth step of mixing the inorganic filler; And
A fifth step of mixing the at least one second solvent selected from the first solvent and a surfactant;
Method for producing a composition for lens coating comprising a.

The method of claim 12,
The mixing temperature in each step is a method for producing a lens coating composition made at 20 ℃ to 30 ℃.

The method of claim 12,
The method of manufacturing a lens coating composition further comprises the step of mixing the curing catalyst between the fourth step and the fifth step. The method of claim 12,
In the fourth step, the inorganic filler is a method for producing a lens coating composition for mixing 2 to 10 parts by weight of the auxiliary resin in 90 to 98 parts by weight of inorganic oxide sol.

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