KR100925852B1 - Organic-Inorganic hybrid coating composition containg two functional group acrylate monomer - Google Patents

Abstract

The present invention is an organic-inorganic hybrid coating composition containing a certain difunctional acrylate monomer having a carboxyl group and an inorganic precursor in a certain component ratio, and the coating composition is coated on a support to increase the dispersibility of the inorganic precursor compared to the conventional The present invention relates to a coating layer in which optical properties are improved and a drastic reduction in the formation of non-uniform particles is achieved.

Acrylate monomers, coating compositions, organic-inorganic hybrids, optical properties, non-uniform particle formation

Description

Organic-Inorganic hybrid coating composition containg two functional group acrylate monomer}

The present invention is an organic-inorganic hybrid coating composition containing a certain difunctional acrylate monomer having a carboxyl group and an inorganic precursor in a certain component ratio, and the coating composition is coated on a support to increase the dispersibility of the inorganic precursor compared to the conventional The present invention relates to a coating layer in which the optical properties are improved and the non-uniform particle formation is drastically reduced.

Formation of the coating layer on the glass and transparent plastic film support is carried out for the purpose of increasing the gas or moisture barrier effect and chemical resistance, hardness, wear resistance and the like.

In addition, the method of including the inorganic particles in the layer after forming the coating layer is a method of using an inorganic filler in the coating solution in advance, and the inorganic precursor is included in the composition to form a coating layer or a specific treatment before forming the coating layer And the like to form an inorganic particle and include it in the coating layer.

Inorganic particles included in the coating layer have improved wear resistance, durability, chemical resistance, hardness, and the like, compared to the case of forming the organic layer alone. Thus, the organic-inorganic hybrid type coating layer forming coating solution is developed and applied. Has been. However, the coating layer containing such inorganic particles may exhibit the formation of a cloudy coating layer and the formation of non-uniform particles, etc. according to the formation method of the inorganic particles, resulting in a problem of lowering optical properties.

In order to obtain a coating layer in which inorganic particles are uniformly dispersed, a method of adding a dispersant to a composition may be provided. However, the dispersant itself may gradually remain in the interlayer even after the coating layer is formed to contaminate the secondary forming layer on the support. It may cause a decrease in chemical resistance of the coating layer.

The present invention is to propose an organic-inorganic hybrid coating composition that improves the problem of low optical properties of the dispersion of the inorganic particles of the conventional organic layer as described above.

In addition, the present invention is to provide a coating layer formed by the coating composition on the substrate excellent in optical properties.

The present invention relates to an organic-inorganic hybrid coating composition containing 10 to 90% by weight of a bifunctional acrylate monomer selected from the following Chemical Formula 1 or the following Chemical Formula 2 and 10 to 90% by weight of an inorganic precursor. It has its features.

In Chemical Formula 1, n is an integer ranging from 1 to 22.

In Formula 2, R ₁ represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms, and n is an integer ranging from 0 to 22.

In addition, the present invention is another feature of the coating layer formed by coating the organic-inorganic hybrid coating composition on a support.

The organic-inorganic hybrid coating composition prepared according to the present invention has high dispersibility of inorganic particles, and the coating layer using the organic-inorganic hybrid coating composition has excellent optical properties and greatly reduces the formation of non-uniform particles.

The present invention relates to an organic-inorganic hybrid coating composition comprising a certain amount of a specific bifunctional acrylate monomer and an inorganic precursor.
In general, bifunctional or polyfunctional acrylate monomers are difficult to use a form in which a carboxyl group is easily introduced into a molecule because two or several acrylic groups are connected through an ester group of acrylic. On the contrary, the bifunctional acrylate monomer selected from Formula 1 or 2 used as a feature of the present invention is a monomer that forms a general polymer substrate layer by forming a polymer matrix including two acrylic groups in the monomer molecule to form a polymer matrix. At the same time it can fully exhibit the action as it contains a carboxyl group to perform the function of controlling the dispersion of the inorganic particles formed through the reaction with the inorganic precursor.

In addition, the present invention by using the bifunctional acrylate monomer and a specific inorganic precursor is selected, the bifunctional acrylate monomer and the inorganic precursor to form a carboxy salt form, the formation of inorganic particles when the acrylic group is polymerized in the coating layer forming conditions It acts advantageously to make it uniformly distributed in this organic polymer layer, thereby preventing the inorganic particles from excessively growing or agglomerating to several hundred nanometers or more, thereby forming a coating layer which prevents the coating film from becoming cloudy while having good mechanical properties. Done.

Looking at the organic-inorganic hybrid coating composition according to the present invention in more detail as follows.

The bifunctional acrylate monomer of the present invention plays a role of constituting the polymer organic layer and crosslinks to impart mechanical properties and serve as a barrier film. In addition to the role of the conventional acrylate monomer, such a bifunctional acrylate monomer also plays a role of dispersing the inorganic particles and the binding with the inorganic precursor.

The bifunctional acrylate monomer used in the present invention is represented by the above formula (1) or (2), the amount of use may be used in the range of 10 to 90% by weight. If the amount is less than 10% by weight, it is difficult to obtain a stable coating layer because the ratio of the polymer substrate is lowered. If the amount is more than 90% by weight, it is difficult to control the viscosity of the coating liquid and the support may be uneven.

In the present invention, in order to control the viscosity of the coating composition, the hardness and the hygroscopicity of the polymer coating layer to be formed, etc., in addition to the specific difunctional acrylate monomer, a bifunctional or trifunctional acrylate monomer of a general form in which acrylic groups are connected with an ester group is mixed. Can be used. The di- or tri-functional acrylate monomers are specifically hexanediol diacrylate, neopentyl glycol diacrylate, tri (propylene glycol) diacrylate, tri (ethylene glycol) diacrylate, di (ethylene glycol) diacryl Elate, pentaerythritol triacrylate, etc. can be mixed and used. The bifunctional or trifunctional acrylate monomers are used in the range of 10 to 300 parts by weight based on 100 parts by weight of the bifunctional acrylate monomer selected from Formula 1 or 2, which the present invention is characteristically used. If it is less than the weight part, the use effect is insignificant, and if it exceeds 300 parts by weight, it is preferable to maintain the above range because the problem that the effect due to the use of the bifunctional acrylate monomer selected from Formula 1 or 2 is lost occurs.

The inorganic precursor used in the present invention may be selected from tetra alkoxy silane, metal alkoxide and (trialkoxysilyl) alkyl acrylate. The inorganic precursor may be a tetraalkoxy silane having an alkoxy group having 1 to 6 carbon atoms: a transition metal having an alkoxy group having 1 to 6 carbon atoms, specifically an alkoxide of a metal such as titanium, zirconium, zinc or tin: an alkoxy group having 1 to 6 carbon atoms (Trialkoxysilyl) alkylacrylates having alkyl groups of 1 to 6 carbon atoms can be used, preferably titanium tetraisopropoxide, titanium tetrabutoxide, tetraethoxysilane and 3- (trimethoxysilyl) propyl Methacrylate, etc. can be used. Such inorganic precursors may be used in the range of 10 to 90% by weight, and the amount of use thereof is less than 10% by weight, and the use effect is insignificant. Problems are formed.

The present invention uses a solvent for controlling the viscosity of the solution and controlling the properties for application on the support. Since the solvent may affect the formation of a uniform coating layer during the control of the drying rate and UV curing, the amount of the solvent may be used in an appropriate range at a skilled person's level. As the solvent, alcohols, furans, ketones, acetates and nitriles may be used. Specifically, isopropanol, ethanol, methanol, tetrahydrofuran, acetone, methyl ethyl ketone, ethyl acetate and acetonitrile may be used. . Such a solvent is used in the range of 10 to 200 parts by weight based on 100 parts by weight of the composition consisting of monomers and inorganic precursors. When the amount is less than 10 parts by weight, it is difficult to control the viscosity, and when the solvent exceeds 200 parts by weight, the viscosity decreases and It is preferable to maintain the above range because the problem of longer drying time occurs.

The coating composition of the present invention can be carried out in the curing reaction generally used in the art specifically, such as heat curing or ultraviolet curing, preferably UV curing. At the time of UV curing, a UV decomposition initiator is included to allow the curing reaction according to UV irradiation to proceed. The initiator is generally used in the art and is not particularly limited, but specifically, acetophenone, benzophenone, 2,2-diethoxyacetophenone, benzyl dimethyl ketal, 1-hydroxycyclohexylphenyl ketone, and benzoyl methyl ether, etc. The initiator may be used in the range of 0.01 to 5% by weight based on the specific difunctional acrylate monomer used by the present invention. When the amount is less than 0.01% by weight, the initiator effect is small. If the weight percentage is exceeded, it may cause discoloration of the coating layer and degradation of physical properties.

A bifunctional acrylate monomer selected from Formula 1 or 2 described above, a general bifunctional or trifunctional acrylate monomer, an inorganic precursor, an initiator, and a solvent are mixed to prepare a coating composition, and the coating solution is prepared on a support. A basic aqueous solution is added to advance the inorganic particles from the inorganic precursor before being applied and cured. The basic aqueous solution is in the range of pH 8-14, added to 100 to 300 parts by weight based on 100 parts by weight of the inorganic precursor to shake and shake for 30 minutes to 12 hours to form inorganic particles. If the amount of the basic aqueous solution is less than 100 parts by weight, the inorganic particle formation time is long, and if it exceeds 300 parts by weight, it is preferable to maintain the above range because excessive base remains and a problem of deterioration of physical properties occurs.

It is applied to the support using the coating composition prepared above to form a coating layer. In this case, the support is generally used in the art, but is not particularly limited, and glass, metal, polymer film, ceramic, and the like may be used. The method of applying on the support may use a suitable method generally used in the art depending on the properties of the support, for example, in the case of a flexible plastic film may be applied on the film using a roll coating, glass For substrates, dipping and solution casting methods can be used. The support on which the coating solution is applied is dried at 40 to 60 ° C., and cured by irradiation with 1000 mJ to 4000 mJ ultraviolet rays to prepare a coating layer.

The coating layer prepared in this manner had a thickness in the range of 1.2 to 1.9 μm, a haze in the range of 0.28 to 1.32, a transmittance of 90.1 to 97.8%, and the number of non-uniform particles formed (number of particles more than 300 nm / 10 ^-8) m ² ) 0 to 11 range.

Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited by the following Examples.

Example 1

30% by weight of the acrylate monomer of Formula 2a shown in Table 1 as the acrylate monomer. 30 wt% of tri (propylene glycol) diacrylate, 10 wt% of 3- (trimethoxysilyl) propyl methacrylate and 10 wt% of tetraethoxysilane were mixed with 20 wt% of ethanol as an inorganic precursor and stirred for 20 minutes. It was. Thereafter, an aqueous 0.5 wt% sodium hydroxide solution was added at a 5 wt% ratio with respect to the mixed solution, and stirred at room temperature for 2 hours. Thereafter, 0.1 wt% of 2,2-diethoxyacetophenone was added to the mixed solution as a photoinitiator, followed by further stirring for 30 minutes to prepare a coating composition.

The polyether sulfone resin film was immersed in the coating composition prepared above, and after 30 seconds, it was pulled out of the solution at a rate of 1 mm / s, and dried at 50 ° C. for 10 minutes. The UV lamp was irradiated for 5 minutes on the irradiated bed to cure UV at a total of 3000 mJ, and then heat-treated in an oven at 100 ° C. for 1 hour to prepare a coating layer.

Example 2

In the same manner as in Example 1, 30 wt% of the acrylate monomer of Formula 2a shown in Table 1 as the acrylate monomer, 30 wt% of tri (propylene glycol) diacrylate as the inorganic precursor, 3- (trimeth A coating composition was prepared by mixing 8% by weight of oxysilyl) propyl methacrylate, 5% by weight of tetraethoxysilane, and 7% by weight of titanium tetrabutoxide to 20% by weight of ethanol.

The polyether sulfone resin film was immersed in the coating composition prepared above, and after 30 seconds, it was pulled out of the solution at a rate of 1 mm / s, and dried at 50 ° C. for 10 minutes. The UV lamp was irradiated for 5 minutes on the irradiated bed to cure UV at a total of 3000 mJ, and then heat-treated in an oven at 100 ° C. for 1 hour to prepare a coating layer.

Example 3

The same procedure as in Example 1, except that 10% by weight of the acrylate monomer of Formula 2a, 50% by weight of tri (propylene glycol) diacrylate and the inorganic precursor 3- (trimethoxy as the acrylate monomer A coating composition was prepared by mixing 8% by weight of silyl) propyl methacrylate, 5% by weight of tetraethoxysilane, and 7% by weight of titanium tetrabutoxide to 20% by weight of ethanol.

The polyether sulfone resin film was immersed in the coating composition prepared above, and after 30 seconds, it was pulled out of the solution at a rate of 1 mm / s, and dried at 50 ° C. for 10 minutes. The UV lamp was irradiated for 5 minutes on the irradiated bed to cure UV at a total of 3000 mJ, and then heat-treated in an oven at 100 ° C. for 1 hour to prepare a coating layer.

Example 4

The same procedure as in Example 1, except that 30% by weight of the acrylate monomer of Formula 2b, 30% by weight of tri (propylene glycol) diacrylate, 3- (trimethoxy) as an inorganic precursor as the acrylate monomer 10 wt% of silyl) propyl methacrylate and 10 wt% of tetraethoxysilane were mixed with 20 wt% of ethanol to prepare a coating composition.

The polyether sulfone resin film was immersed in the coating composition prepared above, and after 30 seconds, it was pulled out of the solution at a rate of 1 mm / s, and dried at 50 ° C. for 10 minutes. The UV lamp was irradiated for 5 minutes on the irradiated bed to cure UV at a total of 3000 mJ, and then heat-treated in an oven at 100 ° C. for 1 hour to prepare a coating layer.

Example 5

The same procedure as in Example 1, except that 30% by weight of the acrylate monomer of Formula 2b, 30% by weight of tri (propylene glycol) diacrylate and the inorganic precursor 3- (trimethoxy as the acrylate monomer A coating composition was prepared by mixing 8% by weight of silyl) propyl methacrylate, 5% by weight of tetraethoxysilane, and 7% by weight of titanium tetrabutoxide to 20% by weight of ethanol.

The polyether sulfone resin film was immersed in the coating composition prepared above, and after 30 seconds, it was pulled out of the solution at a rate of 1 mm / s, and dried at 50 ° C. for 10 minutes. The UV lamp was irradiated for 5 minutes on the irradiated bed to cure UV at a total of 3000 mJ, and then heat-treated in an oven at 100 ° C. for 1 hour to prepare a coating layer.

Example 6

The same procedure as in Example 1, except that 10% by weight of the acrylate monomer of Formula 2b, 50% by weight of tri (propylene glycol) diacrylate as shown in Table 1, and 3- (trimeth) as an inorganic precursor A coating composition was prepared by mixing 8% by weight of oxysilyl) propyl methacrylate, 5% by weight of tetraethoxysilane, and 7% by weight of titanium tetrabutoxide to 20% by weight of ethanol.

The polyether sulfone resin film was immersed in the coating composition prepared above, and after 30 seconds, it was pulled out of the solution at a rate of 1 mm / s, and dried at 50 ° C. for 10 minutes. The UV lamp was irradiated for 5 minutes on the irradiated bed to cure UV at a total of 3000 mJ, and then heat-treated in an oven at 100 ° C. for 1 hour to prepare a coating layer.

Example 7

The same procedure as in Example 1, except that 30% by weight of the acrylate monomer of Formula 1a, 30% by weight of tri (propylene glycol) diacrylate and the inorganic precursor 3- (trimeth) as the acrylate monomer 10 wt% of oxysilyl) propyl methacrylate and 10 wt% of tetraethoxysilane were mixed with 20 wt% of ethanol to prepare a coating composition.

The polyether sulfone resin film was immersed in the coating composition prepared above, and after 30 seconds, it was pulled out of the solution at a rate of 1 mm / s, and dried at 50 ° C. for 10 minutes. The UV lamp was irradiated for 5 minutes on the irradiated bed to cure UV at a total of 3000 mJ, and then heat-treated in an oven at 100 ° C. for 1 hour to prepare a coating layer.

Example 8

The same procedure as in Example 1, except that 30% by weight of the acrylate monomer of Formula 1a, 30% by weight of tri (propylene glycol) diacrylate and the inorganic precursor 3- (trimeth) as the acrylate monomer A coating composition was prepared by mixing 8% by weight of oxysilyl) propyl methacrylate, 5% by weight of tetraethoxysilane, and 7% by weight of titanium tetrabutoxide to 20% by weight of ethanol.

The polyether sulfone resin film was immersed in the coating composition prepared above, and after 30 seconds, it was pulled out of the solution at a rate of 1 mm / s, and dried at 50 ° C. for 10 minutes. The UV lamp was irradiated for 5 minutes on the irradiated bed to cure UV at a total of 3000 mJ, and then heat-treated in an oven at 100 ° C. for 1 hour to prepare a coating layer.

Example 9

The same procedure as in Example 1, except that 10% by weight of the acrylate monomer of Formula 1a, 50% by weight of tri (propylene glycol) diacrylate as the acrylate monomer, 3- (trimeth) as an inorganic precursor A coating composition was prepared by mixing 8% by weight of oxysilyl) propyl methacrylate, 5% by weight of tetraethoxysilane, and 7% by weight of titanium tetrabutoxide to 20% by weight of ethanol.

The polyether sulfone resin film was immersed in the coating composition prepared above, and after 30 seconds, it was pulled out of the solution at a rate of 1 mm / s, and dried at 50 ° C. for 10 minutes. The UV lamp was irradiated for 5 minutes on the irradiated bed to cure UV at a total of 3000 mJ, and then heat-treated in an oven at 100 ° C. for 1 hour to prepare a coating layer.

Example 10

In the same manner as in Example 1, 60 wt% of the acrylate monomer of Formula 2a shown in Table 1 as the acrylate monomer, 10 wt% of 3- (trimethoxysilyl) propyl methacrylate as the inorganic precursor, tetra 10 wt% of ethoxysilane was mixed with 20 wt% of ethanol to prepare a coating composition.

The polyether sulfone resin film was immersed in the coating composition prepared above, and after 30 seconds, it was pulled out of the solution at a rate of 1 mm / s, and dried at 50 ° C. for 10 minutes. The UV lamp was irradiated for 5 minutes on the irradiated bed to cure UV at a total of 3000 mJ, and then heat-treated in an oven at 100 ° C. for 1 hour to prepare a coating layer.

Comparative Example 1

In the same manner as in Example 1, using 55% by weight of hexanediol diacrylate, 10% by weight of 3- (trimethoxysilyl) propyl methacrylate, 10% by weight of tetraethoxysilane, 25% by weight of ethanol To prepare a coating composition.

The polyether sulfone resin film was immersed in the coating composition prepared above, and after 30 seconds, it was pulled out of the solution at a rate of 1 mm / s, and dried at 50 ° C. for 10 minutes. The UV lamp was irradiated for 5 minutes on the irradiated bed to cure UV at a total of 3000 mJ, and then heat-treated in an oven at 100 ° C. for 1 hour to prepare a coating layer.

Comparative Example 2

In the same manner as in Example 1, 55% by weight of hexanediol diacrylate, 8% by weight of 3- (trimethoxysilyl) propyl methacrylate, 5% by weight of tetraethoxysilane, 7% by weight of titanium tetrabutoxide A coating composition was prepared using a range of 25 wt% ethanol.

The polyether sulfone resin film was immersed in the coating composition prepared above, and after 30 seconds, it was pulled out of the solution at a rate of 1 mm / s, and dried at 50 ° C. for 10 minutes. The UV lamp was irradiated for 5 minutes on the irradiated bed to cure UV at a total of 3000 mJ, and then heat-treated in an oven at 100 ° C. for 1 hour to prepare a coating layer.

Comparative Example 3

In the same manner as in Example 1, except that 52 wt% of neopentylglycol diacrylate, 10 wt% of 3- (trimethoxysilyl) propyl methacrylate, 10 wt% of tetraethoxysilane, and 28 wt% of ethanol To prepare a coating composition.

The polyether sulfone resin film was immersed in the coating composition prepared above, and after 30 seconds, it was pulled out of the solution at a rate of 1 mm / s, and dried at 50 ° C. for 10 minutes. The UV lamp was irradiated for 5 minutes on the irradiated bed to cure UV at a total of 3000 mJ, and then heat-treated in an oven at 100 ° C. for 1 hour to prepare a coating layer.

Comparative Example 4

In the same manner as in Example 1, 52% by weight of hexanediol diacrylate, 8% by weight of 3- (trimethoxysilyl) propyl methacrylate, 5% by weight of tetraethoxysilane, 7% by weight of titanium tetrabutoxide A coating composition was prepared using a range of 28 wt% ethanol.

The polyether sulfone resin film was immersed in the coating composition prepared above, and after 30 seconds, it was pulled out of the solution at a rate of 1 mm / s, and dried at 50 ° C. for 10 minutes. The UV lamp was irradiated for 5 minutes on the irradiated bed to cure UV at a total of 3000 mJ, and then heat-treated in an oven at 100 ° C. for 1 hour to prepare a coating layer.

Comparative Example 5

In the same manner as in Example 1, 60% by weight of tri (propylene glycol) diacrylate, 10% by weight of 3- (trimethoxysilyl) propyl methacrylate, 10% by weight of tetraethoxysilane, 20% by weight of ethanol The range was used to prepare the coating composition.

The polyether sulfone resin film was immersed in the coating composition prepared above, and after 30 seconds, it was pulled out of the solution at a rate of 1 mm / s, and dried at 50 ° C. for 10 minutes. The UV lamp was irradiated for 5 minutes on the irradiated bed to cure UV at a total of 3000 mJ, and then heat-treated in an oven at 100 ° C. for 1 hour to prepare a coating layer.

Comparative Example 6

In the same manner as in Example 1, 60% by weight of tri (propylene glycol) diacrylate, 8% by weight of 3- (trimethoxysilyl) propyl methacrylate, 5% by weight of tetraethoxysilane, titanium tetrabutoxide Coating compositions were prepared using a range of 7 wt%, 20 wt% ethanol.

The polyether sulfone resin film was immersed in the coating composition prepared above, and after 30 seconds, it was pulled out of the solution at a rate of 1 mm / s, and dried at 50 ° C. for 10 minutes. The UV lamp was irradiated for 5 minutes on the irradiated bed to cure UV at a total of 3000 mJ, and then heat-treated in an oven at 100 ° C. for 1 hour to prepare a coating layer.

The physical properties of the coating layers prepared in Examples 1 to 10 and Comparative Examples 1 to 6 are summarized in Table 1 below.

division Acrylate monomer Inorganic precursor Example 1 Formula 2a (30) Tri (propylene glycol) diacrylate (30) a Example 2 Formula 2a (30) Tri (propylene glycol) diacrylate (30) b Example 3 Formula 2a (10) Tri (propylene glycol) diacrylate (50) b Example 4 Formula 2b (30) Tri (propylene glycol) diacrylate (30) a Example 5 Formula 2b (30) Tri (propylene glycol) diacrylate (30) b Example 6 Formula 2b (10) Tri (propylene glycol) diacrylate (50) b Example 7 Formula 1a (30) Tri (propylene glycol) diacrylate (30) a Example 8 Formula 1a (30) Tri (propylene glycol) diacrylate (30) b Example 9 Formula 1a (10) Tri (propylene glycol) diacrylate (50) b Example 10 Formula 2a (60) - b Comparative Example 1 - Hexanediol Diacrylate (55) a Comparative Example 2 - Hexanediol Diacrylate (55) b Comparative Example 3 - Neopentylglycol Diacrylate (52) a Comparative Example 4 - Neopentylglycol Diacrylate (52) b Comparative Example 5 - Tri (propylene glycol) diacrylate (60) a Comparative Example 6 - Tri (propylene glycol) diacrylate (60) b

화학식 2b :

화학식 1a :

a : 3-(트리메톡시실릴)프로필 메타아크릴레이트 10 중량% + 테트라에톡시실란 10 중량% b : 3-(트리메톡시실릴)프로필 메타아크릴레이트 8 중량% + 테트라에톡시실란 5 중량% + 티타늄테트라부톡사이드 7 중량%Formula 2a:

Formula 2b:

Formula 1a:

a: 10% by weight of 3- (trimethoxysilyl) propyl methacrylate + 10% by weight of tetraethoxysilane b: 8% by weight of 3- (trimethoxysilyl) propyl methacrylate + 5% by weight of tetraethoxysilane + Titanium tetrabutoxide 7% by weight

division Coating layer thickness (μm) Haze Transmittance (550 nm) Nonuniform Particle Formation (Number of Particles over 300 nm / 10 ^-8 m ² ) Example 1 1.2 0.28 95.2% none Example 2 1.5 0.45 91.1% none Example 3 1.5 1.12 90.1% 4 Example 4 1.6 0.48 92.3% none Example 5 1.2 0.95 95.3% 2 Example 6 1.7 1.32 91.7% 6 Example 7 1.2 0.33 97.8% none Example 8 1.3 0.55 92.7% none Example 9 1.9 0.86 92.1% 6 Example 10 1.6 0.99 93.3% none Comparative Example 1 1.1 1.41 93.1% 5 Comparative Example 2 1.4 2.43 89.2% 65 Comparative Example 3 2.2 0.98 93.4% none Comparative Example 4 1.5 2.11 85.2% 150 Comparative Example 5 1.8 1.36 91.5% 2 Comparative Example 6 2.1 2.55 83.6% 113

As shown in Table 2, in the case of Examples 1 to 12 to form a coating layer using a coating liquid containing a bifunctional acrylate monomer selected from Formula 1 or 2 characterized in that the present invention is characterized by the improvement of the haze of the coating layer It was confirmed that the formation of non-uniform particles is greatly reduced.

Specifically, the haze value was decreased in the composition to which the carboxyl-containing acrylate was added as in Examples 1 to 9, and particularly, when the metal alkoxide of titanium tetrabutoxide was included in the inorganic precursor composition, the effect of the improvement was further improved. It can be seen clearly that the results of Examples 2, 5, and 8 and Comparative Examples 2, 4, and 6 are compared. The formation of non-uniform particles is also greatly reduced. The results of applying only the organosilane precursor composition are not significantly different, but especially when titanium tetrabutoxide is included in the composition, the improvement effect is shown. there was.

As a result, the coating method using the diacrylate monomer containing a carboxyl group for forming a polymer matrix as in the present invention is very effective in forming an optically excellent coating layer in the coating method in which inorganic particles are formed from an inorganic precursor and included in the coating layer. You can see it works. In addition, it can be seen that the effect of improving the diacrylate monomer applied in the present invention by mixing the existing acrylate monomer.

Claims (5)

10 to 90% by weight of a bifunctional acrylate monomer selected from the following general formula (1) or (2), Organic-inorganic hybrid coating composition containing a bi-functional acrylate monomer, characterized in that it contains 10 to 90% by weight of the inorganic precursor: [Formula 1]

In Formula 1, n is an integer ranging from 1 to 22; [Formula 2]

In Formula 2, R ₁ represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms, and n is an integer ranging from 0 to 22. delete According to claim 1, Hexanediol diacrylate, neopentyl glycol diacrylate, tri (propylene glycol) diacrylate, tri (ethylene) based on 100 parts by weight of the bifunctional acrylate monomer selected from Formula 1 or Formula 2 10-300 parts by weight of an acrylate monomer selected from glycol) diacrylate, di (ethylene glycol) diacrylate and pentaerythritol triacrylate. The composition of claim 1 wherein the inorganic precursor is selected from tetra alkoxy silanes, metal alkoxides and (trialkoxysilyl) alkylacrylates. Coating layer formed by coating the organic-inorganic hybrid coating composition of claim 1, claim 3 or claim 4 on the support.