KR20110043347A - Composition for anti-fogging coating with excellent water-resistance and weatherability - Google Patents

Abstract

PURPOSE: A composition for anti-fogging coating is provided to improve water resistance and weather resistance by preventing the formation of fine waterdrop, and to ensure excellent anti-fogging property using a hydrophilic property of a film. CONSTITUTION: A composition for anti-fogging coating comprises an acrylic copolymer having an acid functional group and an amine functional group, and a compound having an epoxide group and a hydrolytic silyl group. The acid functional group is derived from at least one monomer selected from the group consisting of acrylic acid, methacrylic acid, 2-acryloyloxyethyl hexahydrophthalate, 2-methacryloyloxy ethyl 4-methylhexahycrophthalate, 2acryloyloxy ethyl phthalate, maleic acid, and fumaric acid.

Description

Composition for anti-fogging coating with excellent water-resistance and weatherability}

The present invention relates to a composition for antifogging coating, and more particularly, to water resistance when applied to a paint by including (1) an acrylic copolymer having an acid functional group and an amine functional group and (2) a compound having an epoxide group and a hydrolyzable silyl group. The present invention relates to a composition for antifogging coating having excellent effect of improving weather resistance and the like and using the hydrophilic property of a coating film to express excellent antifogging performance.

Generally in automotive glass or plastic, bathroom mirror, glass, spectacle lens, optical lens, packaging vinyl or vinyl for vinyl house, the difference between the surface tension of the substrate and the surface tension of water in contact with the temperature difference between the inside and outside of the substrate And water condensation due to humidity difference, vapor pressure, or saturated vapor pressure, and various contaminants, and water droplets of several tens to hundreds of microns are formed on the surface of the substrate, and light is scattered by the water droplets, causing the images to become cloudy. Will appear.

In order to impart a function (also referred to as a condensation prevention function or an antifogging function) to the substrate, a surface coating by a surfactant-containing composition, a surface water repellent coating by a silicone or inorganic type, or a plasma surface treatment is generally applied to the substrate. Has been made about. In particular, in the case of polycarbonate (PC) lenses for headlamps, only UV hard coating was applied to the outer surface of the PC lens, but recently, due to the advancement of automotive specifications, By providing a function to prevent fine water droplets, car headlights are being further enhanced by improving reflector damage caused by condensation in headlights and deterioration of light distribution sharpness. However, these conventional anti-fogging techniques have the following problems.

First, when the surfactant is introduced into the coating to lower the surface tension of the substrate, the antifogging performance is difficult to maintain for a long time because the surfactant component is eluted from the coating film over time. Second, in the case of coating the surface of the substrate using a silicon or inorganic material having a lower surface tension than water, it is difficult to obtain a sufficient level of water droplet prevention effect compared to a method of applying a common acrylic resin. Third, the plasma treatment to impart an effect by giving a hydrophilic radical to the surface of the substrate is difficult to apply commercially because the treatment cost is very expensive.

Conventional paints used to prevent condensation inside the PC lens have a problem in that the performance of sustaining initial physical properties is remarkably degraded, water resistance is insufficient, cloudiness occurs, and transparency is also poor. Therefore, a variety of technologies related to coating materials or coating compositions having anti-condensation functions have been developed, which are disclosed in, for example, the following prior documents.

Korean Patent Publication Nos. 1997-8987 and 52-47754 disclose a method of forming a film on the surface of a transparent material using a random copolymer containing a hydrophilic polymer and a hydrophobic polymer portion, or a combination of a hydrophilic polymer and a surfactant. Is disclosed. However, such a film is excellent in strength and adhesion but has a disadvantage in that water droplets are prevented from forming.

Korean Patent Publication Nos. 1995-14730 and JP-A-56-62865 disclose a method of forming a mixture film composed of a random copolymer composed of hydrophilic and hydrophobic moieties and a surfactant film on a transparent material surface. However, this method initially exhibits a proper level of function, but decreases with time, and the use of a large amount of surfactants has a problem of deterioration in strength and adhesion.

On the other hand, in the film composition having a water droplet prevention function, in order to compensate for the deterioration of coating film strength, a metal oxide is prepared by using an inorganic alkoxide, introduced into an organic polymer having anti-condensation properties, and then thermally cured to improve surface hardness. (US Patent No. 0716051) or a method of preparing a photocurable coating agent by adding silica and a silane compound to an organic material having a photocurable unsaturated hydrocarbon group (US Patent No. 573,981) is known.

However, these methods are inferior in physical properties, light scattering and interference occur, and because the applied inorganic materials do not form chemical bonds, they are separated due to physical dispersion during long-term storage, and self-aggregation occurs, thereby deteriorating stability. There is a problem in that, since the added inorganic material itself does not exhibit a performance, there is a limit to the amount used.

Japanese Patent No. 76-42092 and U.S. Patent No. 4098840 introduce a method of obtaining a coating film through heat or ultraviolet curing after mixing and coating a silicone monomer and an oligomer with a hydrophilic resin. However, these methods have problems such as poor antifogging performance and poor adhesion with the coating substrate.

In short, the conventional anti-fogging functional coating composition is applied to the interior of the automotive PC lens made of a material such as polycarbonate, polymethyl methacrylate, PET film, etc., the coating film strength is poor, and the whitening phenomenon occurs, resulting in transparency, resistance There is a problem of poor chemical resistance, weather resistance and the like. Therefore, there is a demand for development of an antifogging coating composition capable of imparting excellent water resistance and weather resistance to a coating film and expressing excellent antifogging performance.

The present invention is to solve the problems of the prior art as described above, while satisfying the general physical properties such as water resistance, heat resistance, adhesion, curability and strength when applied to a transparent material such as glass, plastic, spectacle lenses, vinyl It is a technical object of the present invention to provide a composition for antifogging coating which continuously expresses a special function in which fine water droplets are not formed on a surface even when a sudden temperature difference or moisture is contacted, and also shows excellent water resistance and weather resistance over a long period of time.

To solve the above technical problem, the present invention provides a composition for antifogging coating comprising (1) an acrylic copolymer having an acid functional group and an amine functional group and (2) a compound having an epoxide group and a hydrolyzable silyl group.

Hereinafter, the technical configuration of the present invention will be described in detail.

(1) an acrylic copolymer having an acid functional group and an amine functional group

The acrylic copolymer included in the antifogging coating composition of the present invention simultaneously has an acid functional group and an amine functional group. The acid functional groups herein include, but are not limited to, acrylic acid, methacrylic acid, 2-acryloyloxyethyl hexahydrophthalate, 2-methacryloyloxy ethyl 4-methylhexahydrophthalate, 2-acryloyloxy ethyl It may be derived from one or more monomers selected from the group consisting of phthalate, maleic acid and fumaric acid. The content of the acid functional monomer-derived polymer unit in the acrylic copolymer is preferably 4 to 25% by weight based on 100% by weight of the total monomers. If the acid functional monomer content is less than 4% by weight, there is a fear that water resistance and curability may be lowered due to insufficient curing density, and when the acid functional monomer content is more than 25% by weight, poor adhesion and turbidity may occur due to overcuring.

In the acrylic copolymer included in the antifogging coating composition of the present invention, the amine functional group is not limited thereto, but may be methylacrylamide, N-methylacrylamide, N, N-dimethylacrylamide, N-ethylmethylacrylamide, or meth. Acrylamidoethylene urea, N, N-dimethylaminopropylacrylamide, N, N-dimethylaminoethyl methacrylate, N, N-diethylaminoethyl methacrylate, N, N-dimethylaminoethyl acrylate, N It may be derived from one or more monomers selected from the group consisting of, N-diethylaminoethyl acrylate and butylaminoethyl methacrylate. The content of the polymerized unit derived from the amine functional monomer in the acrylic copolymer is preferably 4 to 25% by weight based on 100% by weight of the total monomers. If the amine functional monomer content is less than 4% by weight, the antifogging performance may be lowered, and if it exceeds 25% by weight, the coating film curing density may be lowered.

The acrylic copolymer contained in the antifogging coating composition of the present invention may preferably further include a polymerization unit of sulfur or phosphorus-containing hydrophilic monomer in order to further enhance hydrophilicity. Such sulfur or phosphorus-containing hydrophilic monomers include, but are not limited to, dialkyl phosphates, ammonium phosphate esters, ammonium polyoxyethylene sulfates, ammonium polyoxyethylene alkylaryl sulfates, polyoxyethylene arylether phosphates, alkyl phosphates, alkyl ethers Phosphate, sodium 2-methylpropylene sulfonate, sodium 1-allyloxy-2-hydroxy-3-sulfonate propane, 2-acrylicamino-2-methyl-1-propane sulfonate acid, sodium vinyl sulfonate, sodium meta It is preferably at least one member selected from the group consisting of allyl sulfonate, sodium methyl sulfonate, sodium p-styrene sulfonate, sodium allyl sulfonate, sodium cumene sulfonate, sodium zylene sulfonate and sodium toluene sulfonate. The sulfur or phosphorus-containing hydrophilic monomer-derived polymer unit content in the acrylic copolymer is preferably 10 to 20% by weight based on 100% by weight of the total monomer. If the sulfur or phosphorus-containing hydrophilic monomer content is less than 10% by weight, the hydrophilic property of the coating film is lowered, and if it exceeds 20% by weight, coating film damage such as cloudiness may occur.

Application of such sulfur or phosphorus containing monomers to acrylic resins has a phosphate or sulfate structure at the end of the resin structure, which is generally similar to the terminal structure of surfactants having hydrophilic properties. Therefore, the same or similar level of hydrophilicity can be obtained as when the surfactant is applied, and the physical properties can be maintained longer than when the surfactant is applied. In general, since surfactants are simply mixed as additives rather than chemical bonds in the resin chain, they exhibit physical properties, resulting in inferior physical properties and damage to coatings and stains when they are eluted when exposed to moisture or air for a long time. However, applying a monomer containing sulfur or phosphorus has the advantage of ensuring stable physical properties over a long period of time without damaging the coating film.

The acrylic copolymer included in the antifogging coating composition of the present invention further includes a monomer-derived polymerized unit for maintaining the main chain of the resin as a monomer copolymerizable with the acid and amine functional monomers described above. Such main chain monomers are, for example, methyl acrylate, ethyl acrylate, methyl methacrylate, ethyl methacrylate, propyl acrylate, propyl methacrylate, normal butyl acrylate, normal butyl methacrylate, isobutyl acrylate Unsaturated hydrocarbon monomers such as isobutyl methacrylate, amyl acrylate, lauryl methacrylate, benzyl acrylate, benzyl methacrylate, styrene, methyl styrene, and vinyl toluene may be used. no. The main chain monomer-derived polymer unit content in the acrylic copolymer is preferably 30 to 80% by weight based on 100% by weight of the total monomers. If the main chain monomer content is less than 30% by weight, the water resistance and the curing density may be lowered, and if it exceeds 80% by weight, the antifogging performance may be lowered.

The acrylic copolymer included in the antifogging coating composition of the present invention may be polymerized using various methods, and solution polymerization is most suitable. At this time, the polymerization initiators are azobisisobutyronitrile, 2,2-azobis-2,4-dimethylvaleronitrile, 2,2-azobismethylbutyronitrile and 1,1-azobiscyclo Azo initiators such as hexanecarbonitrile; Peroxide-based initiators such as benzoyl peroxide, cumene hydroperoxide, t-butylperoxide, t-butylperbenzoate, and methyl ethyl ketone peroxide may be used alone or in combination, and the amount of polymerization initiator may be It can adjust suitably in the range which makes an average molecular weight become 1000-10000 range. In addition, if necessary, a chain transfer agent may be applied for molecular weight control.

As a solvent which can be used at the time of manufacture of the said acryl-type copolymer, although it does not restrict | limit especially, Alcohol type, such as methanol, ethanol, n-propanol, isopropanol, n-butanol, methoxypropanol, and diacetone alcohol; Alcohol ethers such as methyl carbitol, ethyl carbitol and butyl carbitol; Amide solvents such as formamide and dimethylformamide can be used. It is preferable to use a solvent having a boiling point of less than 150 ° C because physical properties such as adhesion may be inhibited due to the solvent remaining during drying or curing of the coating film. The solvent is preferably used in an amount such that the nonvolatile content is 20 to 50% by weight based on the total weight of the mixture as a result of the polymerization.

In the composition for antifogging coating of the present invention, the acrylic copolymer is preferably in an amount of 30 to 80% by weight based on 100% by weight of the total amount of the acrylic copolymer and the compound having an epoxide group and a hydrolyzable silyl group. Preferably in an amount of 50 to 80% by weight, even more preferably in an amount of 60 to 70% by weight. If the content is less than 30% by weight, there is a risk that the coating film is soft and the adhesion performance is lowered during curing. If the content is more than 80% by weight, the curing density of the coating film is lowered, which may cause problems in maintaining durability.

(2) a compound having an epoxide group and a hydrolyzable silyl group

The antifogging coating composition of the present invention together with the acrylic copolymer described above includes a compound having an epoxide group and a hydrolyzable silyl group. The compound which has an epoxide group and a hydrolyzable silyl group which can be used by this invention may be a monomolecular compound, or may be a polymeric compound. Compounds having both an epoxide group and a hydrolyzable silyl group in one molecule are commercially available, and representative examples thereof include γ-glycidoxypropyltrimethoxysilane, γ-glycidoxypropyl triethoxysilane, and γ-glycid. Doxypropylmethoxydiethoxysilane, γ-glycidoxypropyl triiminooxysilane, and the like, but are not limited thereto.

The polymeric compound having an epoxide group and a hydrolyzable silyl group may be prepared by copolymerizing a monomer including an epoxide group and a monomer including a hydrolyzable silyl group with other copolymerizable monomers. The monomer containing an epoxide group includes at least one selected from the group consisting of glycidyl acrylate, glycidyl methacrylate, methylglycidyl acrylate, methylglycidyl methacrylate, and allyl glycidyl ether. Although it can be used, it is not necessarily limited to this. The content of the epoxide group-containing monomer-derived polymer unit in the polymeric compound having an epoxide group and a hydrolyzable silyl group is preferably 10 to 30% by weight based on 100% by weight of the total monomers. If the epoxide group-containing monomer content is less than 10% by weight, there is a fear that the coating film strength due to the lowering of the curing density is lowered, and if it exceeds 30% by weight, antifogging performance may occur.

As a monomer containing the hydrolyzable silyl group, γ- (meth) acryloyloxy propyltrimethoxysilane, γ- (meth) acryloyloxypropylmethyldimethoxysilane, γ- (meth) acryloyloxypropyl One or more selected from the group consisting of iminooxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, vinyl (tri-β-methoxyethoxysilane) and vinyltriacetoxysilane may be used, but It is not limited to this. The content of the polymerizable unit derived from the hydrolyzable silyl group-containing monomer in the polymer compound having an epoxide group and a hydrolyzable silyl group is preferably 10 to 30% by weight based on 100% by weight of the total monomers. When the hydrolyzable silyl group-containing monomer content is less than 10% by weight, the antifogging property may be lowered. When the amount of the hydrolyzable silyl group is less than 10% by weight, the cloudiness of the coating film and the decrease in water resistance may occur.

The polymeric compound having the epoxide group and the hydrolyzable silyl group further includes a monomer-derived polymerized unit for maintaining the main chain of the polymer as a monomer copolymerizable with the epoxide-containing hydrolyzable silyl group-containing monomers described above. . As such a main chain monomer, methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, normal butyl (meth) acrylate, isobutyl (meth) acrylate, 2-ethylhexyl ( Unsaturated hydrocarbon monomers such as meth) acrylate, amyl (meth) acrylate, lauryl (meth) acrylate and benzyl (meth) acrylate may be used, but are not limited thereto. The main chain monomer-derived polymer unit content in the polymeric compound having an epoxide group and a hydrolyzable silyl group is preferably 40 to 80% by weight based on 100% by weight of the total monomers. If the content of the main chain monomer is less than 40% by weight, there may be difficulty in forming the hardness, curing density, and coating of the coating film. If the content of the main chain monomer is more than 80% by weight, the coating may be easily brittle and the antifogging property may be lowered.

The method for producing a polymeric compound having an epoxide group and a hydrolyzable silyl group is similar to the method for preparing an acrylic copolymer resin described above, but the mecaptan component in the chain transfer agent may react with the epoxide group. shall.

In the composition for antifogging coating of the present invention, the compound having an epoxide group and a hydrolyzable silyl group is preferably 5 to 50% based on 100% by weight of the total amount of the acrylic copolymer and the compound having an epoxide group and a hydrolyzable silyl group. %, More preferably in an amount of 20 to 50% by weight, even more preferably in an amount of 30 to 40% by weight. If this content is less than 5% by weight may be damaged such as weather resistance, and if it exceeds 50% by weight may cause a problem that the curing rate is lowered and the adhesion is lowered.

The antifogging coating composition of the present invention may be used in a room temperature curing type, and may further include a curing reaction catalyst for improving the curing rate when forming a cured coating film. The reaction catalysts that can be used are metal dryers such as zinc octonate, zinc naphtanate, cobalt octonate, cobalt naphtanate, zirconium octonate, zirconium naphtanate, dibutyl tin tyrorate, or tetra isopropyl titanate. And metal alkoxides such as tetra-normal butyl titanate, and the like, but are not limited thereto. It is preferable that the reaction catalyst contains 0.1 to 1.0% by weight in the antifogging coating composition of the present invention. When the content is less than 0.1% by weight, the curability is lowered and the coating film strength is easily lowered. Poor paintability and poor water resistance may cause cloudiness.

In addition, the antifogging coating composition of the present invention may further include a diluent solvent to improve the adhesion and flexibility of the coating film and to adjust the viscosity of the composition and the like to improve the coating property of the composition. At this time, the dilution solvents include alcohol solvents such as methanol, ethanol, n-propanol, isopropanol, n-butanol and diacetone alcohol; Alcohol ether solvents such as methyl carbitol, ethyl carbitol and butyl carbitol; Cellosolve solvents such as cellosolve acetate; Isophorone; And it is preferable to use one or more selected from the group consisting of alkoxy alcohol solvents such as 3-methoxy-3-methyl-1-butanol and methoxy propanol, but is not necessarily limited thereto. The amount of the dilution solvent used may vary depending on the viscosity of the desired composition, and it is usually used within the range of 30 to 60% by weight of the total amount of the coating composition, such as workability, appearance, curability, adhesion, and scratch resistance. Preferred at

There is no particular limitation on the method for preparing the antifogging coating composition of the present invention, for example, a copolymer resin, a curing agent, a diluent solvent and preferably a light stabilizer as described above, and additives such as surface control additives and light stabilizers as necessary. It may be prepared according to a conventional method of mixing in a temperature range of room temperature after input to a mixing equipment such as a dissolver, a stirrer.

According to the present invention, it is excellent in physical properties such as strength, scratch resistance, water resistance, adhesion, curability, heat resistance and weather resistance of the antifogging coating, and can exhibit an excellent antifogging function in which fine water droplets are not formed on the surface even when moisture is contacted. It is possible to obtain a particularly effective antifogging composition for coating transparent materials such as glass, plastic, and lenses. In addition, the water resistance and foaming is improved, there is an advantage that can minimize the clouding phenomenon seen in the existing antifogging coating composition.

Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples. However, these examples are not intended to limit the scope of the present invention.

Preparation Example 1 Acrylic Copolymer Resin

 While supplying nitrogen to a four-necked flask equipped with a cooler and a thermometer, 790 g of methoxy propanol was added as a solvent and heated to 90 ° C. While keeping the temperature of the solvent constant, a mixture of 53 g of dimethylaminoethyl methacrylate, 55 g of acrylic acid, 316 g of methyl methacrylate, 79 g of 2-acryloyl ethyl sulfonate, and 16 g of azobisisobutyronitrile initiator was added to the reactor. It was dripped over about 4 hours at a constant speed, taking care not to rise or fall suddenly. After completion of the dropwise addition, the reaction was allowed to proceed for 2 hours, and 2 g of azobisisobutyronitrile diluted in 50 g of methoxy propanol solvent was added dropwise over 10 minutes, and the resultant mixture was kept at 90 ° C. for 2 hours to remain. The reaction monomer was removed.

Preparation Example 2: Acrylic Copolymer Resin

While supplying nitrogen to a four-necked flask equipped with a cooler and a thermometer, 723 g of methoxy propanol was added as a solvent and heated to 90 ° C. While maintaining the temperature of the solvent, a mixture of 23 g of dimethylaminoethyl methacrylate, 25 g of acrylic acid, 361 g of methyl methacrylate, 90 g of 2-acryloyl ethyl sulfonate, and 18 g of azobisisobutyronitrile initiator was added to the reactor. It was dripped over about 4 hours at a constant speed, taking care not to rise or fall suddenly. After completion of the dropwise addition, the reaction was allowed to proceed for 2 hours, and 2 g of azobisisobutyronitrile diluted in 50 g of methoxy propanol solvent was added dropwise over 10 minutes, and the resultant mixture was kept at 90 ° C. for 2 hours to remain. The reaction monomer was removed.

Preparation Example 3 Polymeric Compound Having Epoxide Group and Hydrolyzable Silyl Group

While supplying nitrogen to a four-necked flask equipped with a cooler and a thermometer, 750 g of methoxy propanol was added as a solvent, and then heated to 90 ° C. After the temperature of the solvent was stabilized, a mixture of 98 g of glycidyl methacrylate, 100 g of acryloyloxypropyltrimethoxysilane, 300 g of methyl methacrylate, and 15 g of azobisisobutyronitrile initiator was subjected to a temperature in the reactor at 90 ° C. It was dripped over about 4 hours at a constant speed, taking care not to deviate. After completion of the dropwise addition, the reaction was allowed to proceed for 2 hours, 2 g of azobisisobutyronitrile diluted in 40 g of methoxy propanol solvent was added dropwise over 10 minutes, and the resultant mixture was kept at 90 ° C. for 2 hours to maintain The reaction monomer was removed.

Preparation Example 4 Polymeric Compound Having Epoxide Group and Hydrolyzable Silyl Group

While supplying nitrogen to a four-necked flask equipped with a cooler and a thermometer, 689 g of methoxy propanol was added as a solvent and then heated to 90 ° C. After the temperature of the solvent was stabilized, a mixture of 135 g of glycidyl methacrylate, 138 g of acryloyloxypropyltrimethoxysilane, 231 g of methyl methacrylate, and 15 g of azobisisobutyronitrile initiator was subjected to a temperature in the reactor at 90 ° C. Dropping over about 4 hours at a constant speed, taking care not to escape the. After completion of the dropwise addition, the reaction was allowed to proceed for 2 hours, 2 g of azobisisobutyronitrile diluted in 40 g of methoxy propanol solvent was added dropwise over 10 minutes, and the resultant mixture was kept at 90 ° C. for 2 hours to maintain The reaction monomer was removed.

Preparation Example 5 Random Copolymer (Comparative Example Resin)

In a four-necked flask equipped with a nitrogen inlet, a thermometer sensor, a dropping funnel, and a stirrer, 1,250 g of propanol was added as a solvent for polymerization, and the temperature of the reaction section was increased to 90 ° C. Here, 100 g of N, N-dimethyl acrylamide, 50 g of N-methylol acrylamide, 50 g of hydroxyethyl acrylate, 200 g of methyl methacrylate, 100 g of butyl methacrylate, and 2,2-azobis 2-methylbuty A mixture of 16 g of nitrile was added dropwise over about 4 hours while maintaining 80 ± 10 ° C. After the addition of the reactants was completed, the polymerization was carried out by maintaining at a temperature of 90 ± 1 ℃ for about 1.5 hours, and the resulting mixture was cooled to prepare a comparative copolymer resin.

Examples 1-4 and Comparative Examples

Each of the results prepared in the above production examples, methoxy propanol as a diluent and cobalt naphtanate as a metal dryer using a composition (content unit: wt%) as shown in Table 1 below, respectively, the antifogging coating composition Prepared.

Evaluation of physical properties of antifogging coating composition

Each antifogging coating composition prepared in Examples 1 to 4 and Comparative Examples was air spray coated to a transparent polycarbonate specimen (Lexan resin) at a thickness of about 4 microns, and then about 15 to 60 minutes at a temperature of 120 ° C. The antifogging coating specimens formed by thermosetting were evaluated for the following items, and the results are shown in Table 2 below.

1) Adhesion: evaluated by cross cut tape test according to ASTM D3359

2) Moisture test: After spraying moisture on anti-fog coated surface for 3 seconds at room temperature, observe the state of coated surface visually.

3) Heat resistance: After leaving the specimen at 130 ℃ for 1 hour, visually observe whether yellowing, whitening, crack, and rainbow phenomenon occur on the surface of the coated surface.

4) Acid resistance: Apply 0.2 ml of 0.1N sulfuric acid solution on the coated surface of the specimen and leave it for 24 hours, wash the specimen with water and leave it for 1 hour, then crack, discoloration, wrinkle, peeling and swelling on the coated surface. Visually see if harmful abnormalities occur

5) Alkali resistance: Apply 0.2 ml of 0.1N sodium hydroxide solution to the coated surface of the specimen and leave it for 24 hours, wash the specimen with water and leave it for 1 hour, then crack, discolor, wrinkle, peel, and swell the coated surface. Visually see if harmful abnormalities occur

6) Cold-resistant cycle: After the specimen is left for 2 hours at -40 ℃, and then left for 10 hours at 80 ℃ again 10 times, yellowing, whitening, cracks, wrinkles and rainbow phenomenon on the coated surface Visually observe if this occurs

7) Water resistance: After immersing the specimen in water at 40 ℃ for 240 hours and drying for 1 hour, visually observe if any harmful abnormalities such as cracks, discoloration, peeling, wrinkles and swelling occur on the coated surface.

8) UV Weatherability: A accelerated weather resistance tester using a xenon light source was tested for 100 hours at a panel temperature of 80 ° C for 100 hours to observe yellowing.

○: excellent physical properties, no damage to the coating film, no bleeding

(Triangle | delta): Physical property is normal. The degree to which slight degradation is observed

X: The physical property is very poor, the strength of the coating film is very weak, and the fogging phenomenon is severe.

Examples 5-13

By varying the ratio of the raw material components used in Example 1, antifogging coating compositions of the composition as shown in Table 3 were prepared in the same manner as in Example 1, using the respective antifogging coating composition Example After the antifogging coating specimens were prepared in the same manner as in Example 1, physical properties were evaluated according to the same method and reference as in Example 1. The results are shown in Table 4 below.

A: Acrylic copolymer resin synthesized in Preparation Example 1

B: polymeric compound having an epoxide group and a hydrolyzable silyl group synthesized in Preparation Example 3

C: diluent solvent (methoxy propanol)

D: metal dryer (cobalt naphtanate)

Claims (10)

An antifogging coating composition comprising (1) an acrylic copolymer having an acid functional group and an amine functional group, and (2) a compound having an epoxide group and a hydrolyzable silyl group. The acid functional group of the acrylic copolymer according to claim 1, wherein the acid functional groups of the acrylic copolymer are acrylic acid, methacrylic acid, 2-acryloyloxyethyl hexahydrophthalate, 2-methacryloyloxy ethyl 4-methylhexahydrophthalate, 2-acryloyl jade Anticorrosive coating composition, characterized in that derived from at least one monomer selected from the group consisting of ethyl ethyl phthalate, maleic acid and fumaric acid. The amine functional group of the acrylic copolymer according to claim 1, wherein the amine functional group of the acrylic copolymer is methylacrylamide, N-methylacrylamide, N, N-dimethylacrylamide, N-ethylmethylacrylamide, methacrylamidoethylene urea, N, N-dimethyl Aminopropylacrylamide, N, N-dimethylaminoethyl methacrylate, N, N-diethylaminoethyl methacrylate, N, N-dimethylaminoethyl acrylate, N, N-diethylaminoethyl acrylate and butyl Anti-fog coating composition, characterized in that derived from at least one monomer selected from the group consisting of aminoethyl methacrylate. The antifogging coating composition according to claim 1, wherein the acrylic copolymer further comprises a polymer unit of sulfur or a phosphorus-containing hydrophilic monomer. The method of claim 1, wherein the acrylic copolymer is methyl acrylate, ethyl acrylate, methyl methacrylate, ethyl methacrylate, propyl acrylate, propyl methacrylate, normal butyl acrylate, normal butyl methacrylate, isobutyl A polymerized unit of at least one monomer selected from the group consisting of acrylate, isobutyl methacrylate, amyl acrylate, lauryl methacrylate, benzyl acrylate, benzyl methacrylate, styrene, methyl styrene and vinyl toluene Anti-fog coating composition, characterized in that it further comprises. The antifogging coating composition according to claim 1, wherein the compound having an epoxide group and a hydrolyzable silyl group is prepared by copolymerizing a monomer containing an epoxide group and a monomer including a hydrolyzable silyl group. 7. The monomer of claim 6 wherein the monomer comprising an epoxide group is selected from the group consisting of glycidyl acrylate, glycidyl methacrylate, methylglycidyl acrylate, methylglycidyl methacrylate and allyl glycidyl ether. Anti-fog coating composition, characterized in that at least one selected. The monomer comprising a hydrolyzable silyl group is γ- (meth) acryloyloxy propyltrimethoxysilane, γ- (meth) acryloyloxypropylmethyldimethoxysilane, and γ- (meth) acrylic. At least one member selected from the group consisting of royloxypropyliminooxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, vinyl (tri-β-methoxyethoxysilane) and vinyltriacetoxysilane Antifogging coating composition. The compound according to claim 6, wherein the compound having an epoxide group and a hydrolyzable silyl group is methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, normal butyl (meth) acrylate, isobutyl (meth) Further comprising a polymerized unit of at least one monomer selected from the group consisting of acrylate, 2-ethylhexyl (meth) acrylate, amyl (meth) acrylate, lauryl (meth) acrylate and benzyl (meth) acrylate Antifogging coating composition, characterized in that. The antifogging coating composition according to claim 1, further comprising a curing reaction catalyst and a diluent solvent.