KR20080014236A - High index primer composition, method for preparing the same, and optical article comprising a primer layer prepared therefrom - Google Patents

Abstract

A high-refractive index primer composition is provided to improve shelf stability, yellowing resistance, impact resistance, coloring property, adhesion and light transmission. A high-refractive index primer composition comprises: (a) a (meth)acrylate-based polyol copolymer; (b) an end-capped polyisocyanate; (c) a filler with a high-refractive index; (d) a solvent; and (e) a leveling agent. In the primer composition, the molar ratio(NCO/OH) of the hydroxyl groups(-OH) in the (meth)acrylate-based polyol copolymer to the isocyanate groups(-NCO) in the end-blocked polyisocyanate is 0.5-2.0.

Description

HIGH INDEX PRIMER COMPOSITION, METHOD FOR PREPARING THE SAME, AND OPTICAL ARTICLE COMPRISING A PRIMER LAYER PREPARED THEREFROM}

[Industrial use]

The present invention relates to an optical product comprising a high refractive primer composition, a method for preparing the same, and a primer layer prepared therefrom, and more particularly, a high refractive primer composition having excellent storage stability, less yellowing, and a method for producing the same. It relates to an optical product comprising a primer layer prepared from.

[Private Technology]

Clean and transparent plastic materials are widely used as a substitute for glass in many applications due to their unique properties such as light weight, ease of handling and ease of forming products.

However, most plastic materials have the drawback of being weak and easily scratched. Therefore, before using it in any application field, it has become common practice to cover plastic materials with scratch-resistant hard coating compositions to compensate for friction resistance and the like. Such hard coating composition is preferably a clean, uncolored coating composition.

Examples of the organic coating composition include thermosetting epoxy and polyurethane resins and ultraviolet curable acrylic resins. Although organic coating compositions tend to be cheaper than siloxane coating compositions, their friction resistance is generally not very good.

Clark, US Pat. No. 3,986,997, describes an example of a siloxane coating composition that, when applied to a substrate and cured, provides good friction resistance on the surface of the plastic substrate. The hard coating composition described in the patent has the advantage of providing friction resistance and scratch resistance to applications such as eyeglass glass, safety glasses, windows for buildings and vehicles, plastic panels, etc., but in some applications It is also known to reduce impact.

Recently, high refractive index plastic materials have been used to make spectacle lenses. As their refractive index increases, the thickness of the lens required to achieve the same level of correction becomes thinner. The lenses manufactured in this way are thinner and lighter, which makes users more preferred. However, these high refractive plastic materials still tend to be relatively weaker and easier to scratch than glass.

Known organic or siloxane coating compositions can be applied to these plastic materials to form protective friction resistant coating layers. However, when such a hard coating composition is applied to a high refractive index plastic material, their impact resistance tends to be inferior to that of the uncoated plastic material. In particular, this problem is very serious because such a decrease in impact resistance may be lower than the government standard. In addition, the application of additional coating layers, such as antireflective coating compositions, to these plastic materials may further exacerbate the impact strength.

One way to solve this problem is to apply an elastomeric primer layer, such as polyurethane, between the plastic material and the friction resistant coating composition. This primer layer acts as an energy absorbing layer that prevents cracks formed in the hard coating layer from advancing to the plastic substrate by impact.

However, since the general polyurethane resin has a low crosslinking structure, it may be dissolved in a solvent or a monomer of the friction resistant coating layer applied on the primer layer, which also adversely affects the transparency of the friction resistant coating layer, and the primer layer itself is milky. Yellowing can lead to loss of transparency.

Japanese Patent Application Laid-Open No. 1996-231807, Japanese Patent Application No. 2003-055601, and US Patent No. 6890644 describe high refractive index primers containing metal oxides, but all of them have problems of poor storage stability and transparency. have.

The present invention is to solve the above problems, it is an object of the present invention to provide a high refractive primer composition excellent in storage stability.

Another object of the present invention is to provide a method for producing the high refractive primer composition.

It is still another object of the present invention to provide an optical article comprising a high refractive primer layer prepared from the high refractive primer composition and having excellent impact resistance, colorability, adhesion, and transmittance.

The present invention to achieve the above object, a) (meth) acrylate-based polyol copolymer; b) terminal blocked polyisocyanates; c) high refractive fillers; d) solvents; And e) a leveling agent.

The present invention also includes a) at least one (meth) acrylate compound selected from the group consisting of alkyl (meth) acrylates and bisphenol A type (meth) acrylates and hydroxy alkyl (meth) acrylates. Preparing a (meth) acrylate polyol copolymer by addition polymerization of the (meth) acrylate monomer mixture; And b) adding the mixed (meth) acrylate-based polyol copolymer, a high refractive filler, a solvent, and a leveling agent to prepare a high refractive primer composition.

The present invention also includes an optical substrate, a high refractive primer coating layer coated on the surface of the optical substrate, and a hard coating layer coated on the high refractive primer coating layer, wherein the high refractive primer coating layer is prepared from the high refractive primer composition Provide the product.

Hereinafter, the present invention will be described in more detail.

In the present invention, "(meth) acrylate" is used as a generic term for methacrylate, acrylate, or a mixture thereof.

The high refractive primer composition of the present invention is characterized in that it comprises a (meth) acrylate-based polyol copolymer, a terminal encapsulated polyisocyanate, a high refractive filler, a solvent, and a leveling agent.

The ratio of the (meth) acrylate-based polyol copolymer and the terminal encapsulated polyisocyanate is a molar ratio of the hydroxyl group (-OH) of the (meth) acrylate-based polyol copolymer and the isocyanate group (-NCO) of the polyisocyanate (NCO / OH) is preferably 0.5 to 2.0, more preferably 0.75 to 1.2. When the molar ratio is at least 0.5 or more, the coating film generated from the primer composition may be sufficiently cured. When the molar ratio is 2.0 or less, the impact resistance may be prevented due to excessive increase in the degree of crosslinking.

The high refractive filler is 25 to 100 parts by weight, the solvent is 500 to 1500 parts by weight, and the leveling agent is 0.1 to 10 parts by weight based on 100 parts by weight of the mixture of the (meth) acrylate-based polyol copolymer and polyisocyanate. It is preferable.

The high refractive filler included in the primer composition of the present invention may be used in an appropriate amount for realizing the refractive index required for the final optical product, and satisfying the above range is suitable for implementing the refractive index for the lens.

In addition, the solvent should be included at least 500 parts by weight or more, the coating property is uniform and easy to dry, and should be included at 1500 parts by weight or less to have an appropriate coating film thickness for impact resistance.

In addition, the leveling agent should be included in more than 0.1 parts by weight to 10 parts by weight to help improve the coating properties without significantly affecting other physical properties.

The composition ratio of each component is described as an example that can optimize the storage stability and discoloration preventing effect of the high refractive primer composition, the composition ratio of the high refractive primer composition of the present invention is not limited only to the above range.

The high refractive primer composition of the present invention includes a (meth) acrylate-based polyol copolymer, and has an effect of improving the storage stability of the composition, preventing yellowing and improving water resistance.

The (meth) acrylate-based polyol copolymer is at least one (meth) acrylate compound selected from the group consisting of alkyl (meth) acrylates and bisphenol A (meth) acrylates and hydroxy alkyl (meth) acryl containing acrylate (meth) preferably a polymerization from acrylate-based monomer mixture, and the alkyl (meth) acrylate, and bisphenol a type (meth) at least one selected from the group consisting of acrylates (meth) acrylate It is more preferable to polymerize from the (meth) acrylate monomer mixture containing 0.05-0.2 mol of hydroxy alkyl (meth) acrylate with respect to 1 mol of compounds. When the content of the hydroxy alkyl (meth) acrylate is included 0.05 mol or more to fully react with the polyisocyanate, 0.2 mol or less to prevent excessively high crosslinking density.

In addition, the (meth) acrylate monomer mixture may further include glycidyl (meth) acrylate in order to improve the adhesion properties of the coating film prepared from the primer composition, wherein the glycidyl (meth) acryl The rate is preferably contained in the range of 0.05 to 0.2 moles with respect to 1 mole of the at least one (meth) acrylate compound selected from the group consisting of alkyl (meth) acrylates and bisphenol A type (meth) acrylates. The glycidyl (meth) acrylate should be included at least 0.05 mol or more to obtain an effect of improving the adhesion between the lens and the primer layer, and should be included less than 0.2 mol to reduce the physical properties of the (meth) acrylate-based polyol copolymer Do not. When further containing the said glycidyl (meth) acrylate, it is obtained with a polyacrylic polyepoxy polyol copolymer.

It is preferable that the (meth) acrylate-based polyol copolymer prepared from the monomer mixture has a weight average molecular weight of 10,000 or more in order to realize sufficient elasticity, and a weight average molecular weight of 100,000 or less in order to increase the storage stability of the coating solution and improve the coating property. Do.

End cap-type polyester contained in the high refractive index primer composition of the present invention the isocyanate is end-sealed type aliphatic polyisocyanate, and a terminal-sealed type alicyclic polyisocyanate preferably at least one member selected from the group consisting of and, C ₄ - C ₃₀ of the terminal sealed type aliphatic polyisocyanate, and a C ₄ - C ₃₀ in end cap-type alicyclic polyisocyanate is more preferably at least one selected from the group consisting of and, tetramethylene-1,4-diisocyanate, pentamethylene -1,5 -Diisocyanate, hexamethylene diisocyanate, 2,2,4-trimethylhexamethylene-1,6-diisocyanate, lysine diisocyanate, isophorone diisocyanate, 1,3-bis (isocyanatomethyl) -cyclohexane And at least one member selected from the group consisting of 4,4'-dicyclohexylmethane diisocyanate. .

However, examples of the terminally encapsulated polyisocyanate are merely described examples showing the most preferable effects in the high refractive primer composition of the present invention, and do not limit the scope of the present invention.

Preferably, the high refractive filler is a high refractive metal oxide particle in a fine particle state that is indistinguishable to the naked eye, and the high refractive metal oxide particle has an average particle diameter of at least 1 nm or more to obtain a sufficient refractive index improvement effect, and diffuse reflection In order to prevent it, it is suitable that it is 300 nm or less, and it is most preferable that it is an average particle diameter of 1-50 nm.

The metal oxide particles are at least one metal selected from the group consisting of titanium oxide, tin oxide, zirconium oxide, molybdenum oxide, aluminum oxide, iron oxide, silicon dioxide, cerium oxide, tungsten oxide, antimony oxide, zinc oxide, and beryllium oxide. It is preferable to include an oxide, and at least one metal oxide selected from the group consisting of titanium oxide, tin oxide, and zirconium oxide is most preferred in view of high refractive index.

The solvent included in the primer composition of the present invention is preferably at least one selected from the group consisting of water, alcohols, hydrocarbons, halides, esters, ethers, and ketones, and is a mixed solvent of alcohols and ketones. More preferred.

In addition, the leveling agent included in the primer composition of the present invention is added for the purpose of improving the surface condition at the time of application of the primer composition, and since a conventional leveling agent can be used, the present invention is not particularly limited. Preference is given to using, more preferably using the Silwet L series from Witco.

The high refractive primer composition may further comprise a catalyst to promote the condensation reaction of the polyol and polyisocyanate in the primer layer, the catalyst is dibutyl tin dilaurate (DBTDL, dibutyltindilaurate), zinc octoate (zinc octoate), Iron acetyl acetonate (iron acetyl acetonate), N, N- dimethyl ethanolamine (N, N-dimethyl ethanolamine), and triethylene diamine (triethylene diamine) is preferably at least one selected from the group consisting of.

In this case, the catalyst is preferably included at 0.005 to 2 parts by weight based on 100 parts by weight of the mixture of the (meth) acrylate-based polyol copolymer and polyisocyanate. When the content of the catalyst is 0.005 parts by weight or more, the curing reaction time of the primer coating layer may be shortened, and when the content of the catalyst is 2 parts by weight or less, it may exhibit excellent adhesion between the lens and the coating layer.

In addition, the high refractive primer composition of the present invention further comprises at least one additive selected from the group consisting of UV absorbers, antioxidants, dyes, pigments, and adhesion promoters, in addition to the above components, depending on the use of the high refractive coating lens. It may include.

The high refractive primer composition of the present invention can be prepared by mixing a (meth) acrylate-based polyol copolymer, a high refractive filler, a solvent, and a leveling agent, wherein the (meth) acrylate-based polyol copolymer is alkyl (meth) A (meth) acrylate monomer mixture comprising at least one (meth) acrylate compound selected from the group consisting of acrylates and bisphenol A type (meth) acrylates and hydroxy alkyl (meth) acrylates is conventionally used. It can manufacture by addition polymerization according to the polymerization method of a (meth) acrylate type polymer.

The component ratio of the monomer mixture used for manufacture of the said (meth) acrylate type polyol copolymer, and the mixing ratio of a primer composition are based on the content described above.

The polymerization initiator used for the polymerization of the (meth) acrylate-based polyol copolymer is not particularly limited, but 2,2'-azobis 2,4-dimethyl-valeronitrile (2,2'-azobis (2,4) -dimethyl-valeronitrile)), 2,2'-azobis 4-methoxy-2,4-dimethyl valeronitrile ((2,2'-azobis (4-methoxy-2,4-dimethyl valeronitrile)), α α'-bis neodecanoyl peroxy diisopropyl benzene (α, α'-bis (neodecanoyl peroxy) diisopropyl benzene), isobutyryl peroxide, cumyl peroxyneodecanoate , Di-normal-propyl peroxy dicarbonate, diisopropyl peroxy dicarbonate, 1,1,3,3, -tetramethylbutyl peroxy neodecano 1,1,3,3, tetramethylbuthyl peroxyneodecanoate, 1-cyclohexyl-1-methylethyl peroxyneodecanoate, di-2 Di-2-ethoxyethyl peroxy dicarbonate, di-2-ethoxyhexyl dicarbonate, tertary-hexyl peroxy neodecanoate peroxyneodecanoate, dimethoxybutyl peroxy dicarbo The high refractive primer composition of the present invention can be used to produce high refractive optical products with excellent impact resistance and storage stability and low discoloration.

The high refractive optical article of the present invention comprises an optical substrate; A high refractive primer coating layer coated on the surface of the optical substrate; And a hard coating layer coated on the high refractive primer coating layer, wherein the high refractive primer coating layer is prepared by applying, drying, and curing the high refractive primer composition to an optical substrate.

In the optical substrate used in the high refractive optical article, the optical substrate is preferably a high refractive optical substrate, particularly a high refractive lens, and the high refractive optical article is preferably a high refractive coating lens.

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

[Preparation of Primer Composition]

Example 1

(Preparation of Polyacrylic Polyepoxy Polyol Copolymer)

46 g of toluene and 46 g of butyl acetate were added to a jacket reactor while stirring, 192 g of butyl acrylate (BA), 24 g of hydroxypropyl methacrylate (HPMA), and glycidyl methacrylate (GMA) 24 g, a mixture of initiator V65 (2,2'-azobis (2,4-dimethyl valeronitrile), Wako Pure Chemical) 9.6 g, and 64 g of toluene were added slowly over 3 hours and reacted at 120 ° C. to polyacryl polyepoxy Polyol copolymers were prepared.

The polyacrylic polyepoxy polyol copolymer prepared by the above method has an OH equivalent weight of 2436 g / mol.

(Preparation of high refractive primer composition)

108 g of the polyacrylic polyepoxy polyol and 23 g of the terminally encapsulated polyisocyanate V-1042 of Degussa, and a high refractive metal oxide particle dispersion (catalytic chemical industry, pH 3-4, solid content 30% by weight, spherical shape, crystal phase, particle size 5 ~ 20 nm) 34 g of DH-40 was mixed with a mixed solvent of 417 g of methanol, 208 g of ethyl cellosolve acetate (ECA), and 208 g of acetyl acetate (AcAc), mixed for 30 minutes, and then mixed with a leveling agent, Silwet L7001. 1g each of the catalyst DBTDL was mixed to prepare a high refractive primer composition.

Example 2

A high refractive primer composition was prepared in the same manner as in Example 1, except that ethylhexyl acrylate (EHA) was used instead of butyl acrylate in the process of preparing the polyacryl polyepoxy polyol copolymer of Example 1.

At this time, the OH equivalent weight of the prepared polyacrylic polyepoxy polyol copolymer is 2436 g / mol.

Example 3

In the preparation of the polyacrylic polyepoxy polyol copolymer of Example 1, the amount of hydroxypropyl methacrylate (HPMA) was changed to 40 g to change the OH equivalent weight of the polyacrylic polyepoxy polyol copolymer to 1519 g /. Except for adjusting to mol, a high refractive primer composition was prepared in the same manner as in Example 1.

Example 4

In the preparation of the polyacrylic polyepoxy polyol copolymer of Example 1, the amount of glycidyl methacrylate (GMA) was changed to 40 g to change the OH equivalent weight of the polyacrylic polyepoxy polyol copolymer to 1519 g /. Except for adjusting to mol, a high refractive primer composition was prepared in the same manner as in Example 1.

Comparative Example 1

(Preparation of high refractive primer composition)

In a jacket reactor, 96 g of ^Novane 's polyurethane Estane 5778 ^ㄾ (polyurethane with Brønsted salt, number average molecular weight 37,500), and 30 g of metal oxide particle dispersion (DH-40) were added to methanol 436 g. , 218 g of ethyl cellosolve acetate (ECA), and 218 g of acetyl acetate (AcAc) were added and mixed, and 1 g of a leveling agent Silwet L7001 and a catalyst DBTDL were added and mixed to prepare a high refractive primer composition.

The storage stability was evaluated by the change in viscosity when the primer composition prepared according to Examples 1 to 4 and Comparative Example 1 was stored at 25 ° C. for 3 months, and the results are summarized in Table 1 below.

The storage stability was visually observed because it was difficult to quantify the degree, and was classified as ○ when the degree of change was slight, △ when there was a small change, and X when there was a significant change.

TABLE 1

Example 1 Example 2 Example 3 Example 4 Comparative Example 1 Storage stability ○ ○ ○ ○ Gelation after X 8 weeks

As shown in Table 1, it can be seen that the primer composition of the present invention is excellent in storage stability compared to the primer composition of Comparative Example 1.

[Manufacture of Coating Lens]

Example 5

The high refractive lens for lenses (MR-8, a refractive index of 1.60) was immersed in a high refractive primer composition prepared according to Example 1 without pretreatment, and then dried at 60 ° C. for 30 minutes, and then cured at 110 ° C. for 1 hour. .

The coated lens was immersed in a hard coating solution TN-161 (manufactured by LG Chemical), and then coated, and then cured at 120 ° C. for 2 hours to prepare a high refractive coating lens.

Example 6

A high refractive coating lens was prepared in the same manner as in Example 5, except that the high refractive primer composition prepared according to Example 2 was used.

Example 7

A high refractive coating lens was prepared in the same manner as in Example 5, except that the high refractive primer composition prepared according to Example 3 was used.

Example 8

A high refractive coating lens was prepared in the same manner as in Example 5 except that the high refractive primer composition prepared according to Example 4 was used.

Comparative Example 2

A high refractive coating lens was prepared in the same manner as in Example 5, except that the high refractive primer composition prepared according to Comparative Example 1 was used.

Comparative Example 3

The high refractive lens for spectacle lenses (MR-8, German Refractive Index 1.60) was coated with a hard coating solution TN-161 (manufactured by LG Chemical) without coating the primer coating layer, and then cured at 120 ° C. for 2 hours. Prepared.

Examples 5 to 8, Comparative Example 2, and Comparative Examples 3 and the high refractive index coated lens prepared in the following manner was measured the appearance, friction resistance, adhesion, and impact resistance, the results are shown in Table 2 In summary.

-Appearance: The film formed on the high refractive coating lens was visually observed to confirm the occurrence of pinhole or crack.

-Friction resistance: Steel wool (# 0000 steel wool) was horizontally mounted on the tip of a cylinder with a diameter of 25 mm, contacted the surface of the prepared lens, rotated at a load of 100 g, and the surface was visually observed. . (Circle) when there was no surface damage, (triangle | delta) when there was some surface damage, and (x) when there were many surface damages.

Adhesion: A cross cut cellotape peel test was performed on the surface of the hard coat layer. That is, eleven graduations each cut to the substrate at 1 mm intervals were engraved on the film to make 100 eyes of 1 mm ² area, and then a cello tape was attached and sharply removed. After repeating such an operation three times at one place, it evaluated as (circle) when there was no peeling, (triangle | delta) when the number of peeling eyes was 1-50, and x when the number of peeling eyes was 51-100.

Impact resistance: A steel ball weighing 16.32 g and 24.82 g was set at a height of 131 cm and 154 cm, dropped downward to impinge on the convex surface of the lens, and the impact energy was gradually increased to perform a fracture test. When the lens was broken or cracked, the collision energy amount one step before was expressed as impact collision energy (J). FDA standards require a shock resistance of at least 0.2 J.

-Hot water resistance: Measured by dipping the lens in boiling water at 100 ℃ for 10 minutes and taking out and performing the appearance and adhesion test. ○ If there is no crack and there is no abnormality on the adhesion, ○, if there is a slight crack, △ In the case of severe cracks, it was evaluated as ×.

TABLE 2

division Example 5 Example 6 Example 7 Example 8 Comparative Example 2 Comparative Example 3 Refractive index 1.61 1.60 1.61 1.60 1.60 1.61 Exterior Good Good Good Good Yellowing Good Friction resistance ○ ○ ○ ○ ○ ○ Adhesion ○ ○ ○ ○ ○ ○ Impact resistance (J) > 0.35 > 0.35 > 0.35 > 0.35 > 0.35 <0.2 Hot water resistance ○ ○ ○ ○ ○ ×

As shown in Table 2, the high refractive coating lens prepared from the high refractive primer composition of the present invention is excellent in friction resistance, adhesion, and impact resistance, it can be seen that there is no milky and yellowing.

 The high refractive primer of the present invention is excellent in storage stability compared to the existing high refractive primer, the primer layer produced therefrom has the advantage of less yellowing phenomenon, excellent impact resistance, colorability, adhesion, and transmittance.

Claims (18)

a) (meth) acrylate-based polyol copolymer; b) terminally encapsulated polyisocyanate; c) high refractive fillers; d) solvents; And e) leveling agent High refractive primer composition comprising a. The method of claim 1, And a molar ratio (NCO / OH) of the hydroxyl group (-OH) of the a) (meth) acrylate-based polyol copolymer and the b) isocyanate group (-NCO) of the terminal encapsulated polyisocyanate is 0.5 to 2.0. The method of claim 2, The high refractive primer composition To 100 parts by weight of the mixture of a) a (meth) acrylate-based polyol copolymer and b) a terminal encapsulated polyisocyanate, c) 25 to 100 parts by weight of the high refractive filler; d) 500-1500 parts by weight of solvent; And e) 0.1 to 10 parts by weight of leveling agent High refractive primer composition comprising a. The method of claim 1, The (meth) acrylate-based polyol copolymer is at least one (meth) acrylate compound selected from the group consisting of alkyl (meth) acrylates and bisphenol A (meth) acrylates and hydroxy alkyl (meth) acryl A high refractive primer composition which is polymerized from a (meth) acrylate monomer mixture comprising a rate. The method of claim 4, wherein The (meth) acrylate-based polyol copolymer is hydroxy alkyl with respect to 1 mole of one or more (meth) acrylate compounds selected from the group consisting of alkyl (meth) acrylates and bisphenol A type (meth) acrylates. A high refractive primer composition which is polymerized from a (meth) acrylate monomer mixture containing 0.05 to 0.2 mol of (meth) acrylate. The method of claim 4, wherein The (meth) acrylate monomer mixture is a high refractive primer composition further comprises glycidyl (meth) acrylate. The method of claim 6, The (meth) acrylate-based monomer mixture is glycidyl (with respect to 1 mole of one or more (meth) acrylate compounds selected from the group consisting of the alkyl (meth) acrylate and bisphenol A (meth) acrylate ( Metha) acrylate high refractive index primer composition further comprises from 0.2 to 0.2 mol. The method of claim 1, The terminally sealed polyisocyanate is at least one high refractive primer composition selected from the group consisting of terminally sealed aliphatic polyisocyanates and terminally sealed alicyclic polyisocyanates. The method of claim 8, The terminally sealed polyisocyanate is at least one high refractive primer composition selected from the group consisting of C ₄ -C ₃₀ terminally sealed aliphatic polyisocyanate, and C ₄ -C ₃₀ terminally sealed alicyclic polyisocyanate.  The method of claim 9, The terminally sealed polyisocyanate may be tetramethylene-1,4-diisocyanate, pentamethylene-1,5-diisocyanate, hexamethylene diisocyanate, 2,2,4-trimethylhexamethylene-1,6-diisocyanate, At least one high refractive primer composition selected from the group consisting of lysine diisocyanate, isophorone diisocyanate, 1,3-bis (isocyanatomethyl) -cyclohexane, and 4,4'-dicyclohexylmethane diisocyanate.  The method of claim 1, The high refractive filler is a high refractive primer composition is a metal oxide particles having an average particle diameter of 1 to 300 nm.  The method of claim 11, The metal oxide particles are at least one metal selected from the group consisting of titanium oxide, tin oxide, zirconium oxide, molybdenum oxide, aluminum oxide, iron oxide, silicon dioxide, cerium oxide, tungsten oxide, antimony oxide, zinc oxide, and beryllium oxide. High refractive index primer composition comprising an oxide.  The method of claim 1, The solvent is at least one high refractive primer composition selected from the group consisting of water, alcohols, hydrocarbons, halides, esters, ethers and ketones.  The method of claim 1, The high refractive primer composition is dibutyl tin dilaurate (DBTDL, dibutyltindilaurate), zinc octoate (zinc octoate), iron acetyl acetonate (iron acetyl acetonate), N, N- dimethyl ethanolamine (N, N-dimethyl ethanolamine), And triethylene diamine (triethylene diamine) is a high refractive primer composition further comprising at least one catalyst selected from the group consisting of.  The method of claim 14, The catalyst is a high refractive primer composition comprising 0.005 to 2 parts by weight based on 100 parts by weight of the (meth) acrylate-based polyol copolymer. a) (meth) acrylate comprising at least one (meth) acrylate compound selected from the group consisting of alkyl (meth) acrylates and bisphenol A type (meth) acrylates and hydroxy alkyl (meth) acrylates Preparing a (meth) acrylate-based polyol copolymer by addition polymerization of the monomer mixture; And b) adding and mixing the prepared (meth) acrylate-based polyol copolymer, a high refractive filler, a solvent, and a leveling agent Method for producing a high refractive primer composition comprising a. The method of claim 16, The (meth) acrylate monomer mixture is a method for producing a high refractive primer composition further comprises glycidyl (meth) acrylate. Optical substrates; A high refractive primer coating layer coated on the surface of the optical substrate; And Hard coating layer coated on the high refractive primer coating layer Including; The high refractive primer coating layer is a high refractive optical article is prepared from the high refractive primer composition according to any one of claims 1 to 15.