KR102168970B1 - Dispersion of zirconia nanoparticles and curable resin composition containing the same - Google Patents

Abstract

The present invention relates to a zirconia nanoparticle dispersion and a curable resin composition comprising the same, and more particularly, to a zirconia nanoparticle dispersion; And an optical monomer; and satisfies the conditions of Equation 1 below, and relates to a curable resin composition and an optical film including the same.

Description

Zirconia nanoparticle dispersion and curable resin composition comprising the same TECHNICAL FIELD [DISPERSION OF ZIRCONIA NANOPARTICLES AND CURABLE RESIN COMPOSITION CONTAINING THE SAME}

The present invention relates to a zirconia nanoparticle dispersion and a curable resin composition comprising the same.

Optically transparent polymer materials are widely used as optical coatings and optoelectronic materials because of their low cost, good processability, and high transmittance in the visible light region. Recently, high refractive transparent materials have been used as materials for optical filters, lenses, reflectors, optical waveguides, antireflection films, solar cells and light emitting diodes (LEDs). However, since these polymers have a refractive index (n) of 1.3 to 1.7, and it is difficult to use only polymer materials, studies are being conducted to mix and disperse an inorganic material (n = 1.5 to 2.7) having a high refractive index in the polymer.

Materials used as high refractive inorganic materials are TiO ₂ (n=2.5~2.7), ZrO ₂ (n=2.1~2.2), ZnO(n=2.0), SnO ₂ (n=2.0), SiO ₂ (n=1.5) Materials such as are commonly used. In particular, TiO ₂ has a high refractive index, is non-toxic, and is inexpensive, so it is the most commonly used high refractive inorganic material. However, TiO ₂ has a disadvantage in that it has a yellow color when prepared as a film, and is limited in commercial use because the Abbe number representing the degree of dispersion decreases as the content of TiO ₂ increases. In particular, in the case of TiO ₂ , a yellowing phenomenon occurs during film production, and thus, when applied to a display, there is a problem in that the color feel is deteriorated and visibility is deteriorated. In addition, other high-refractive inorganic materials such as ZnO, SnO ₂ , and SiO ₂ have disadvantages that the refractive index is significantly lower and the price is expensive.

In addition, in order to manufacture a polymer composite including a high refractive inorganic material, it is necessary to contain a high content of a high refractive inorganic material. In general, high refractive inorganic sols are prepared through stirring by adding a catalyst to an inorganic precursor having high refractive index in an aqueous solution, and such a high refractive sol has difficulty in adding a high content inorganic material as well as unstable phase and opacity. This makes it difficult to manufacture a uniform film.

Therefore, in order to synthesize a transparent high refractive optical material, there is a need for a study on the development of a manufacturing process of an organic-inorganic composite agent in which a high refractive inorganic material is effectively dispersed in an organic polymer.

The present invention is to solve the above-described problems, and an object of the present invention is to provide a dispersion of zirconia nanoparticles having excellent transmittance at a wavelength in a visible light region, and a curable resin composition including the same.

In addition, it is to provide an optical film manufactured through the curable resin composition.

However, the problems to be solved by the present invention are not limited to those mentioned above, and other problems that are not mentioned will be clearly understood by those skilled in the art from the following description.

Curable resin composition according to an embodiment of the present invention, zirconia nanoparticle dispersion; And an optical monomer; and satisfies the condition of Equation 1 below.

[Equation 1]

50 ≤ (n-1) / (n+1) x M + 25 N ≤ T

(The n is the refractive index of the curable resin composition, M is the solid content (wt%) of the zirconia nanoparticle dispersion, N is the refractive index of the optical monomer, and T is the visible light of the curable resin composition It is transmittance (%).)

When the curable resin composition according to the present invention satisfies the conditions of Equation 3, a curable resin composition having excellent transmittance at a wavelength in the visible light region can be implemented.

According to one aspect, the zirconia nanoparticles included in the zirconia nanoparticle dispersion may be surface-treated with a silane coupling agent.

According to one aspect, the silane coupling agent, epoxysilane, methacrylsilane, alkylsilane, phenylsilane, phenyltrimethoxysilane, phenyltrichlorosilane chlorosilane, phenylchlorosilane, dichlorophenylsilane, dimethoxymethylphenylsilane, Diphenyldimethoxysilane, diethoxydiphenylsilane, methylphenyldiethoxysilane, methylphenyldichlorosilane, phenoxytrimethylsilane, γ-methacryloxypropyltrimethoxysilane, aminopropyltriethoxysilane, (3-aminopropyl) Triethoxysilane, [3-(2-aminoethylamino)propyl]triethoxysilane, 3-[2-(2-aminoethylamino) ethylamino]propyltrimethoxysilane, vinyltrichlorosilane, vinylmethyl Chlorosilane, trimethoxyvinylsilane, triethoxyvinylsilane, dimethyldichlorosilane, methyldichlorosilane, methyltrichlorosilane, trimethylchlorosilane, trichlorosilane, glycidoxymethyltrimethoxysilane, glycidoxymethyltri Ethoxysilane, α-glycidoxyethyltrimethoxysilane, α-glycidoxyethyltriethoxysilane, β-glycidoxyethyltrimethoxysilane, β-glycidoxyethyltriethoxysilane, α- Glycidoxypropyltrimethoxysilane, α-glycidoxypropyltriethoxysilane, β-glycidoxypropyltrimethoxysilane, β-glycidoxypropyltriethoxysilane, γ-glycidoxypropyltrime Toxoxysilane, γ-glycidoxypropyltriethoxysilane, γ-glycidoxypropyltripropoxysilane, γ-glycidoxypropyltributoxysilane, γ-glycidoxypropyltriphenoxysilane, α-gly Cydoxybutyltrimethoxysilane, α-glycidoxybutyltriethoxysilane, β-glycidoxybutyltriethoxysilane, γ-glycidoxybutyltrimethoxysilane, γ-glycidoxybutyltriethoxy Silane, δ-glycidoxybutyltrimethoxysilane, δ-glycidoxybutyltriethoxysilane, glycidoxymethylmethyldimethoxysilane, glycidoxymethylmethyldiethoxysilane, α-glycidoxyethylmethyldime Toxoxysilane, α-glycidoxyethylmethyldiethoxysilane, β-glycidoxyethylmethyldimethoxysilane, β-glycidoxyethylethyldimethoxysilane, α-glycidoxypropylmethyldimethoxysilane, α-gly Cydoxypropylmethyldiethoxysilane, β-glycidoxypropylmethyldimethoxysilane, β-glycidoxypropylethyldimethoxysilane, γ-glycidoxypropylmethyldimethoxysilane, γ-glycidoxy Propylmethyldiethoxysilane, γ-glycidoxypropylmethyldipropoxysilane, γ-glycidoxypropylmethyldibutoxysilane, γ-glycidoxypropylmethyldiphenoxysilane, γ-glycidoxypropyl ethyldimethoxy It may include at least one selected from the group consisting of silane, γ-glycidoxypropylethyldiethoxysilane, γ-glycidoxypropylvinyldimethoxysilane, and γ-glycidoxypropylvinyldiethoxysilane.

According to an aspect, the zirconia nanoparticle dispersion may include a dispersant; And zirconia nanoparticles dispersed in the dispersant; including, light transmittance when irradiated with respective wavelengths corresponding to 400 nm, 450 nm, 500 nm, 550 nm, 600 nm, 650 nm, 700 nm and 750 nm The average of may be more than 57%. More effectively, the average light transmittance may be 70% or more.

According to one aspect, the solid content of the zirconia nanoparticle dispersion may be 45% by weight to 70% by weight.

According to one aspect, the weight of the zirconia nanoparticle dispersion liquid relative to the weight of the optical monomer may be 1: 0.2 to 0.6.

According to one aspect, the viscosity of the curable resin composition may be less than 10,000 cP.

According to one aspect, the optical monomer is, benzyl acrylate, benzyl methacrylate, phenyl acrylate, diphenyl acrylate, biphenyl acrylate, 2-biphenylyl acrylate, 2-([1,1' -Biphenyl]-2-ryloxy)ethylacrylate, phenoxybenzylacrylate, 3-phenoxybenzyl-3-(1-naphthyl)acrylate, ethyl(2E)-3-hydroxy-2-( 3-phenoxybenzyl)acrylate, phenyl methacrylate, biphenyl methacrylate, 2-nitrophenyl acrylate, 4-nitrophenyl acrylate, 2-nitrophenyl methacrylate, 4-nitrophenyl methacrylate, 2-nitrobenzyl methacrylate, 4-nitrobenzyl methacrylate, 2-chlorophenyl acrylate, 4-chlorophenyl acrylate, 2-chlorophenyl methacrylate, 4-chlorophenyl methacrylate, ortho-phenylphenol It may contain at least one selected from the group consisting of ethyl acrylate, bisphenol diacrylate, and N-vinylpyrrolidone.

An optical film according to an embodiment of the present invention is manufactured by using the curable resin composition according to an embodiment of the present invention, and has a visible light transmittance of 90% or more.

The curable resin composition according to the present invention can implement a curable resin composition having excellent transmittance at a wavelength in the visible light region by satisfying the conditions of Equation 1 below.

[Equation 1]

50 ≤ (n-1) / (n+1) x M + 25 N ≤ T

(The n is the refractive index of the curable resin composition, M is the solid content (wt%) of the zirconia nanoparticle dispersion, N is the refractive index of the optical monomer, and T is the visible light of the curable resin composition It is transmittance (%).)

The optical film according to the present invention may be manufactured by using the curable resin composition according to an exemplary embodiment of the present invention, thereby implementing a visible light transmittance of 90% or more.

Hereinafter, exemplary embodiments of the present invention will be described in detail with reference to the accompanying drawings. In describing the present invention, if it is determined that a detailed description of a related known function or configuration may unnecessarily obscure the subject matter of the present invention, a detailed description thereof will be omitted. In addition, terms used in the present specification are terms used to properly express a preferred embodiment of the present invention, which may vary depending on the intention of users or operators, or customs in the field to which the present invention belongs. Accordingly, definitions of these terms should be made based on the contents throughout the present specification. The same reference numerals in each drawing indicate the same members.

Throughout the specification, when a member is said to be positioned "on" another member, this includes not only the case where a member is in contact with another member, but also the case where another member exists between the two members.

Throughout the specification, when a part "includes" a certain component, it means that other components may be further included rather than excluding other components.

Hereinafter, the zirconia nanoparticle dispersion of the present invention and the curable resin composition including the same will be described in detail with reference to Examples and drawings. However, the present invention is not limited to these examples and drawings.

Curable resin composition according to an embodiment of the present invention, zirconia nanoparticle dispersion; And an optical monomer; and satisfies the condition of Equation 1 below.

[Equation 1]

50 ≤ (n-1) / (n+1) x M + 25 N ≤ T

(The n is the refractive index of the curable resin composition, M is the solid content (wt%) of the zirconia nanoparticle dispersion, N is the refractive index of the optical monomer, and T is the visible light of the curable resin composition It is transmittance (%).)

When the curable resin composition according to the present invention satisfies the conditions of Equation 3, a curable resin composition having excellent transmittance at a wavelength in the visible light region can be implemented.

In general, as the content of solid content increases, the content of particles in the dispersion liquid increases, so that the transmittance decreases. On the other hand, according to Equation 1 of the present invention, it can be seen that the visible light transmittance of the curable resin composition increases as the zirconia solid content increases. This means that as the solid content on the resin composition increases, the content of the dispersant and the surface-treated silane increases, and finally the content of the additive relative to the monomer increases, thereby increasing the visible light transmittance.

The curable resin composition according to the present invention is a composition having a value of (n-1) / (n+1) x M + 25 N of 50 or more. That is, the curable resin composition according to the present invention has a visible light transmittance of 50% or more.

According to one aspect, the zirconia nanoparticles included in the zirconia nanoparticle dispersion may be surface-treated with a silane coupling agent. By coating the zirconia nanoparticles with a silane coupling agent, transparent high refractive zirconia nanoparticles can be implemented. ZrO ₂ has a low refractive index compared to conventional TiO _2, but is transparent without color and has a high Abbe number. In addition, since ZrO ₂ has high mechanical strength and thermal stability and high hardness, it can be a material suitable for use as a high refractive inorganic material in place of the existing TiO ₂ .

Any method can be used without limitation as long as the zirconia nanoparticles can be surface-treated with a silane coupling agent.For example, a silane coupling agent is mixed with zirconia nanoparticles together with an organic solvent to form a complex and then the organic solvent is removed. The surface treatment may be performed through the impregnation method described above, or the surface treatment may be performed by direct spraying and mixing through a method of spraying a silane coupling agent on the surface of the zirconia nanoparticles.

According to one aspect, the silane coupling agent, epoxysilane, methacrylsilane, alkylsilane, phenylsilane, phenyltrimethoxysilane, phenyltrichlorosilane chlorosilane, phenylchlorosilane, dichlorophenylsilane, dimethoxymethylphenylsilane, Diphenyldimethoxysilane, diethoxydiphenylsilane, methylphenyldiethoxysilane, methylphenyldichlorosilane, phenoxytrimethylsilane, γ-methacryloxypropyltrimethoxysilane, aminopropyltriethoxysilane, (3-aminopropyl) Triethoxysilane, [3-(2-aminoethylamino)propyl]triethoxysilane, 3-[2-(2-aminoethylamino) ethylamino]propyltrimethoxysilane, vinyltrichlorosilane, vinylmethyl Chlorosilane, trimethoxyvinylsilane, triethoxyvinylsilane, dimethyldichlorosilane, methyldichlorosilane, methyltrichlorosilane, trimethylchlorosilane, trichlorosilane, glycidoxymethyltrimethoxysilane, glycidoxymethyltri Ethoxysilane, α-glycidoxyethyltrimethoxysilane, α-glycidoxyethyltriethoxysilane, β-glycidoxyethyltrimethoxysilane, β-glycidoxyethyltriethoxysilane, α- Glycidoxypropyltrimethoxysilane, α-glycidoxypropyltriethoxysilane, β-glycidoxypropyltrimethoxysilane, β-glycidoxypropyltriethoxysilane, γ-glycidoxypropyltrime Toxoxysilane, γ-glycidoxypropyltriethoxysilane, γ-glycidoxypropyltripropoxysilane, γ-glycidoxypropyltributoxysilane, γ-glycidoxypropyltriphenoxysilane, α-gly Cydoxybutyltrimethoxysilane, α-glycidoxybutyltriethoxysilane, β-glycidoxybutyltriethoxysilane, γ-glycidoxybutyltrimethoxysilane, γ-glycidoxybutyltriethoxy Silane, δ-glycidoxybutyltrimethoxysilane, δ-glycidoxybutyltriethoxysilane, glycidoxymethylmethyldimethoxysilane, glycidoxymethylmethyldiethoxysilane, α-glycidoxyethylmethyldime Toxoxysilane, α-glycidoxyethylmethyldiethoxysilane, β-glycidoxyethylmethyldimethoxysilane, β-glycidoxyethylethyldimethoxysilane, α-glycidoxypropylmethyldimethoxysilane, α-gly Cydoxypropylmethyldiethoxysilane, β-glycidoxypropylmethyldimethoxysilane, β-glycidoxypropylethyldimethoxysilane, γ-glycidoxypropylmethyldimethoxysilane, γ-glycidoxy Propylmethyldiethoxysilane, γ-glycidoxypropylmethyldipropoxysilane, γ-glycidoxypropylmethyldibutoxysilane, γ-glycidoxypropylmethyldiphenoxysilane, γ-glycidoxypropyl ethyldimethoxy It may include at least one selected from the group consisting of silane, γ-glycidoxypropylethyldiethoxysilane, γ-glycidoxypropylvinyldimethoxysilane, and γ-glycidoxypropylvinyldiethoxysilane.

According to an aspect, the zirconia nanoparticle dispersion may include a dispersant; And zirconia nanoparticles dispersed in the dispersant; including, light transmittance when irradiated with respective wavelengths corresponding to 400 nm, 450 nm, 500 nm, 550 nm, 600 nm, 650 nm, 700 nm and 750 nm The average of may be more than 57%. More effectively, the average light transmittance may be 70% or more.

The dispersion of zirconia nanoparticles having such a high transmittance may satisfy the condition of Equation 2 below in the process of dispersing the zirconia nanoparticles using a bead mill.

[Equation 2]

MF(g/s) x RS (cm/s) x BS (cm) / P ≤ 0.2

(The MF is the mass flux per unit time, the RS is the speed of the bead mill rotor, the BS is the bead size, and P is the pass number. .)

According to one aspect, the solid content of the zirconia nanoparticle dispersion may be 45% by weight to 70% by weight. More preferable solid content may be from 45% to 60% by weight. When the solid content of the zirconia nanoparticle dispersion is less than 45% by weight, the liquid refractive index of the dispersion may decrease, and when it exceeds 70% by weight, the viscosity of the dispersion increases excessively, resulting in dispersibility and compatibility with film coating solutions. This deterioration problem may occur.

According to one aspect, the refractive index of the curable resin composition may be 1.60 or more. When the refractive index of the curable resin composition is less than 1.60, there may be a problem in that the curable resin composition cannot implement high visible light transmittance.

According to one aspect, the weight of the zirconia nanoparticle dispersion liquid relative to the weight of the optical monomer may be 1: 0.2 to 0.6. When the weight of the zirconia nanoparticle dispersion is out of the above range relative to the weight of the optical monomer, there may be a problem in that the curable resin composition cannot achieve high visible light transmittance.

According to one aspect, the viscosity of the curable resin composition may be less than 10,000 cP. When the viscosity of the curable resin composition exceeds 10,000 cP, dispersibility and compatibility of the dispersion are deteriorated, and after curing, the physical properties of the surface of the film may be uneven.

According to one aspect, the optical monomer is, benzyl acrylate, benzyl methacrylate, phenyl acrylate, diphenyl acrylate, biphenyl acrylate, 2-biphenylyl acrylate, 2-([1,1' -Biphenyl]-2-ryloxy)ethylacrylate, phenoxybenzylacrylate, 3-phenoxybenzyl-3-(1-naphthyl)acrylate, ethyl(2E)-3-hydroxy-2-( 3-phenoxybenzyl)acrylate, phenyl methacrylate, biphenyl methacrylate, 2-nitrophenyl acrylate, 4-nitrophenyl acrylate, 2-nitrophenyl methacrylate, 4-nitrophenyl methacrylate, 2-nitrobenzyl methacrylate, 4-nitrobenzyl methacrylate, 2-chlorophenyl acrylate, 4-chlorophenyl acrylate, 2-chlorophenyl methacrylate, 4-chlorophenyl methacrylate, ortho-phenylphenol It may contain at least one selected from the group consisting of ethyl acrylate, bisphenol diacrylate, and N-vinylpyrrolidone.

An optical film according to an embodiment of the present invention is manufactured by using the curable resin composition according to an embodiment of the present invention, and has a visible light transmittance of 90% or more. The present invention provides an optical product including a curable resin composition having excellent light transmittance as described above. For example, since the optical product has excellent dispersibility in an organic medium and is optically transparent in a visible light region, it may be provided in the form of an optical hard coating film having a high refractive index, and may have a visible light transmittance of 90% or more.

Hereinafter, the present invention will be described in more detail by examples and comparative examples.

However, the following examples are for illustrative purposes only, and the contents of the present invention are not limited to the following examples.

<Example 1: Preparation of acrylate-based monomer dispersion using methacrylate-based surface treatment agent>

52 g of tetrahydrofuran (hereinafter referred to as “THF”) and 5 g of silane are mixed for 5 minutes at a temperature of 25°C. Thereafter, 40 g of zirconia was added to the solution to form a mixed solution. Thereafter, 200 g of 0.05 mm beads were added to the mixed solution and dispersed to obtain a zirconia-THF dispersion. Thereafter, the zirconia-THF dispersion and the monomer were mixed to remove the solvent under reduced pressure in a vacuum to obtain a 49 wt% zirconia-monomer dispersion.

<Comparative Example 1: Preparation of 53 wt% zirconia monomer dispersion with solid content>

A zirconia-monomer dispersion was obtained in the same manner as in Example 1, except that the zirconia content was prepared in 53 wt%.

<Comparative Example 2: Preparation of 56 wt% zirconia monomer dispersion with solid content>

A zirconia-monomer dispersion was obtained in the same manner as in Example 1, except that the zirconia content was prepared at 56 wt%.

<Comparative Example 3: Preparation of 58.5 wt% zirconia monomer dispersion with solid content>

A zirconia-monomer dispersion was obtained in the same manner as in Example 1, except that the zirconia content was prepared at 58.5 wt%.

<Comparative Example 4: Preparation of 55 wt% zirconia monomer dispersion of solid content (NVP)>

A zirconia-monomer dispersion was obtained in the same manner as in Example 1, except that the zirconia content was prepared at 55 wt%.

<Comparative Example 5: Preparation of solid content 60 wt% zirconia monomer dispersion (NVP)>

A zirconia-monomer dispersion was obtained in the same manner as in Example 1, except that the zirconia content was prepared at 60 wt%.

<Comparative Example 6: Preparation of 65 wt% zirconia monomer dispersion with solid content (NVP)>

A zirconia-monomer dispersion was obtained in the same manner as in Example 1, except that the zirconia content was prepared at 65 wt%.

<Comparative Example 7: Preparation of solid content 49 wt% zirconia monomer dispersion (OPPEA)>

A zirconia-monomer dispersion was obtained in the same manner as in Example 1, except that the zirconia content was prepared at 49 wt%.

<Comparative Example 8: Preparation of solid content 54 wt% zirconia monomer dispersion (OPPEA)>

A zirconia-monomer dispersion was obtained in the same manner as in Example 1, except that the zirconia content was prepared at 54 wt%.

<Comparative Example 9: solid content 56 wt% monomer dispersion prepared zirconia _{(OPP (EO) 2 A)} >

A zirconia-monomer dispersion was obtained in the same manner as in Example 1, except that the zirconia content was prepared at 56 wt%.

Table 1 below shows the monomer refractive index, solid content, monomer-to-additive, monomer dispersion refractive index, (n-1) / (n+1) x M + 25N value and transmittance of Examples of the present invention and Comparative Examples 1 to 9 It is a table showing. In this case, n is the refractive index of the curable resin composition, M is the solid content (wt%) of the zirconia nanoparticle dispersion, N is the refractive index of the optical monomer, and T is the curable resin composition. It is visible light transmittance (%).

Monomer
Refractive index Solid content
Content (wt%) Additive to monomer Refractive index of monomer dispersion (n-1) / (n+1) x M + 25N Transmittance
(%) Example 1 1.600 49 1: 0.22 1.67 52.29 57.39 Comparative Example 1 53 1: 0.27 1.68 53.44 58.98 Comparative Example 2 56 1: 0.32 1.69 54.36 61.03 Comparative Example 3 58.5 1: 0.39 1.70 55.16 61.94 Comparative Example 4 1.512 55 1: 0.32 1.60 50.49 55.49 Comparative Example 5 60 1: 0.42 1.62 51.99 56.73 Comparative Example 6 65 1: 0.59 1.64 53.55 59.65 Comparative Example 7 1.575 49 1: 0.23 1.65 51.39 51.85 Comparative Example 8 54 1: 0.30 1.67 52.92 54.00 Comparative Example 9 1.562 56 1: 0.34 1.67 53.10 54.72

Referring to Table 1, according to the present invention, when the value of (n-1) / (n+1) x M + 25N is adjusted to 50 or more, a curable resin composition having a transmittance of 50% or more at a wavelength in the visible light region You can see it can be implemented.

In addition, it can be seen that as the solid content on the resin composition increases, the content of the dispersant and the surface-treated silane increases, and finally the content of the additive relative to the monomer increases, thereby increasing the visible light transmittance.

Although the embodiments have been described by the limited embodiments and drawings as described above, various modifications and variations can be made from the above description to those of ordinary skill in the art. For example, even if the described techniques are performed in a different order from the described method, and/or the described components are combined or combined in a form different from the described method, or are replaced or substituted by other components or equivalents. Appropriate results can be achieved. Therefore, other implementations, other embodiments, and claims and equivalents fall within the scope of the claims to be described later.

Claims (10)

Zirconia nanoparticle dispersion; And
Including; optical monomer;
Satisfying the condition of Equation 1 below,
The solid content of the zirconia nanoparticle dispersion is 49% to 70% by weight,
Curable resin composition.
[Equation 1]
50 ≤ (n-1) / (n+1) x M + 25 N ≤ T
(The n is the refractive index of the curable resin composition, M is the solid content (wt%) of the zirconia nanoparticle dispersion, N is the refractive index of the optical monomer, and T is the visible light of the curable resin composition It is transmittance (%).)

The method of claim 1,
The zirconia nanoparticles contained in the zirconia nanoparticle dispersion are surface-treated with a silane coupling agent,
Curable resin composition.

The method of claim 2,
The silane coupling agent is epoxysilane, methacrylsilane, alkylsilane, phenylsilane, phenyltrimethoxysilane, phenyltrichlorosilane chlorosilane, phenylchlorosilane, dichlorophenylsilane, dimethoxymethylphenylsilane, diphenyldimethoxysilane , Diethoxydiphenylsilane, methylphenyldiethoxysilane, methylphenyldichlorosilane, phenoxytrimethylsilane, γ-methacryloxypropyltrimethoxysilane, aminopropyltriethoxysilane, (3-aminopropyl)triethoxysilane, [3-(2-aminoethylamino)propyl]triethoxysilane, 3-[2-(2-aminoethylamino) ethylamino]propyltrimethoxysilane, vinyltrichlorosilane, vinylmethylchlorosilane, trime Toxyvinylsilane, triethoxyvinylsilane, dimethyldichlorosilane, methyldichlorosilane, methyltrichlorosilane, trimethylchlorosilane, trichlorosilane, glycidoxymethyltrimethoxysilane, glycidoxymethyltriethoxysilane, α -Glycidoxyethyltrimethoxysilane, α-glycidoxyethyltriethoxysilane, β-glycidoxyethyltrimethoxysilane, β-glycidoxyethyltriethoxysilane, α-glycidoxypropyltri Methoxysilane, α-glycidoxypropyltriethoxysilane, β-glycidoxypropyltrimethoxysilane, β-glycidoxypropyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane, γ- Glycidoxypropyltriethoxysilane, γ-glycidoxypropyltripropoxysilane, γ-glycidoxypropyltributoxysilane, γ-glycidoxypropyltriphenoxysilane, α-glycidoxybutyltrime Toxoxysilane, α-glycidoxybutyltriethoxysilane, β-glycidoxybutyltriethoxysilane, γ-glycidoxybutyltrimethoxysilane, γ-glycidoxybutyltriethoxysilane, δ-gly Cydoxybutyltrimethoxysilane, δ-glycidoxybutyltriethoxysilane, glycidoxymethylmethyldimethoxysilane, glycidoxymethylmethyldiethoxysilane, α-glycidoxyethylmethyldimethoxysilane, α- Glycidoxyethylmethyldiethoxysilane, β-glycidoxyethylmethyldimethoxysilane, β-glycidoxyethylethyldimethoxysilane, α-glycidoxypropylmethyldimethoxysilane, α-glycidoxypropylmethyldie Toxoxysilane, β-glycidoxypropylmethyldimethoxysilane, β-glycidoxypropylethyldimethoxysilane, γ-glycidoxypropylmethyldimethoxysilane, γ-glycidoxypropylmethyldiethoxysilane , γ-glycidoxypropylmethyldipropoxysilane, γ-glycidoxypropylmethyldibutoxysilane, γ-glycidoxypropylmethyldiphenoxysilane, γ-glycidoxypropyl ethyldimethoxysilane, γ-gly It comprises at least one selected from the group consisting of cidoxypropylethyldiethoxysilane, γ-glycidoxypropylvinyldimethoxysilane, and γ-glycidoxypropylvinyldiethoxysilane,
Curable resin composition.

The method of claim 1,
The zirconia nanoparticle dispersion,
Dispersant; And
Including; Zirconia nanoparticles dispersed in the dispersant,
400 nm, 450 nm, 500 nm, 550 nm, 600 nm, 650 nm, 700 nm, and the average of the light transmittance when irradiated with each wavelength corresponding to 750 nm is 57% or more,
Curable resin composition.

delete The method of claim 1,
The refractive index of the curable resin composition is 1.60 or more,
Curable resin composition.

The method of claim 1,
The weight of the zirconia nanoparticle dispersion based on the weight of the optical monomer is 1: 0.2 to 0.6,
Curable resin composition.

The method of claim 1,
The viscosity of the curable resin composition is 10,000 cP or less,
Curable resin composition.

The method of claim 1,
The optical monomer,
Benzyl acrylate, benzyl methacrylate, phenyl acrylate, diphenyl acrylate, biphenyl acrylate, 2-biphenylyl acrylate, 2-([1,1'-biphenyl]-2-yloxy)ethyl Acrylate, phenoxybenzyl acrylate, 3-phenoxybenzyl-3-(1-naphthyl)acrylate, ethyl(2E)-3-hydroxy-2-(3-phenoxybenzyl)acrylate, phenylmetha Acrylate, biphenyl methacrylate, 2-nitrophenyl acrylate, 4-nitrophenyl acrylate, 2-nitrophenyl methacrylate, 4-nitrophenyl methacrylate, 2-nitrobenzyl methacrylate, 4-nitro Benzyl methacrylate, 2-chlorophenyl acrylate, 4-chlorophenyl acrylate, 2-chlorophenyl methacrylate, 4-chlorophenyl methacrylate, ortho-phenylphenol ethyl acrylate, bisphenol diacrylate and N- It comprises at least one selected from the group consisting of vinylpyrrolidone,
Curable resin composition.

Including the curable resin composition of any one of claims 1 to 4 and 6 to 9,
Having a visible light transmittance of 90% or more,
Optical film.