KR101098529B1 - Hard coating film composition - Google Patents

Abstract

The present invention relates to a hard coating film composition, the hard coating film composition according to the present invention, 100 parts by weight of a binder resin containing an ultraviolet curable polyurethane acrylate oligomer; 80 to 450 parts by weight of the solvent; It comprises 0.001 to 10 parts by weight of the photoinitiator. That is, it removes the monomer for adjusting a viscosity.

According to the present invention, as the scratch resistance, the pencil hardness is 3H or more, the adhesion force with the film, the residual 95% or more in the cross-cut test, the rainbow due to the film curl phenomenon and light interference It is possible to obtain a hard hard coating film having anti-developing properties.

Hard Coating, Composition, Hardness, Adhesive, Curl, Rainbow

Description

High Hardness Hard Coating Film Composition {HARD COATING FILM COMPOSITION}

The present invention relates to a high-hardness hard coating film composition, and more particularly, it has excellent appearance characteristics by a low cost material and a simple process, and has high hardness and no film curl and rainbow phenomenon. It relates to a photocurable hard coating film having high adhesion.

Recently, due to the trend of thinning and slimming display devices, development of high-hardness hard-coating optical films that can replace plastic protective windows is required. Such hard coating agents are applied to various fields such as mobile communication terminals, flat panel display front panels, and plastic coating.

Among these, the photocurable acrylic coating agent can be cured in a short time, can be cured at room temperature, and is used as a general surface protective coating agent of various plastic products. In order to apply such a photocurable acrylic coating agent as a display coating agent, it must have excellent hardness, adhesiveness with a plastic film, and no curl or rainbow phenomenon of the film in appearance. do.

UV curable acrylic coatings generally used are acrylic polymers, urethane polymers, epoxy polymers, silicon polymers, silica compounds, or the like, which are used as binders in the form of monomers or oligomers, and added to these compositions by adding photoinitiators and additives. By hardening by light irradiation, such as an ultraviolet-ray, it will have hard-coating property.

For example, Japanese Patent Laid-Open No. 5-214044 (Reference 1) is a monofunctional such as a polyfunctional monomer having three or more (meth) acryloyl groups, polyethylene glycol methacrylate, polypropylene glycol methacrylate, or the like. A hard coating composition comprising a bifunctional monomer is provided.

In addition, Korean Patent Application No. 2000-0053864 (Ref. 2) is a mixture of a silicone coupling agent and an oily colloidal silica, followed by hydrolysis to synthesize a silicone oligomer, and the oligomer is mixed with an acrylate oligomer, a monomer, a photoinitiator, etc. Making UV-curable coatings improves adhesion, chemical resistance and heat resistance.

Most of these coatings have increased wear resistance as the crosslinking density increases, but film curling and cracking may occur due to shrinkage of the coating layer. Problems occur that result in falling off. And as the crosslinking density increases, the wear resistance increases, but the appearance of the coating film is poor, causing a rainbow phenomenon. In addition, as in Reference 2, even if the adhesion and wear resistance is secured, expensive materials such as silicone coupling agents are required, and the process is difficult, including a process of removing the organic solvent used in the synthesis process. There is a problem that is both expensive and expensive.

The present invention is to solve the above problems, an object of the present invention, high hardness and high adhesiveness excellent in appearance characteristics without film curl and rainbow phenomenon by a low-cost material and a simple process It is to provide a high hardness hard coating film.

In addition, another object of the present invention, unlike the conventional hard coating film composition, to provide a high-hardness hard coating film composition having excellent viscosity control performance without the monomer in the composition of the composition.

The high hardness hard coat film composition according to the present invention for solving the above problems, 100 parts by weight of a binder resin containing an ultraviolet curable polyurethane acrylate oligomer; 80 to 450 parts by weight of the solvent; It comprises 0.001 to 10 parts by weight of the photoinitiator, and excludes the monomer component.

Herein, the solvent is preferably made of at least one of toluene, methyl ethyl ketone, diacetone alcohol, n-butanol, and methanol for the purpose of viscosity control and improvement of curing rate according to the addition of oligomer.

Here, the solvent is preferably composed of 50 to 200 parts by weight of toluene, 20 to 150 parts by weight of diacetone alcohol, and 10 to 100 parts by weight of methanol in 100 parts by weight of the binder resin for optimum surface properties.

In addition, the photoinitiator is preferably composed of at least one of a hydroxyketone series photoinitiator and an amino ketone series photoinitiator to induce a rapid curing reaction, thereby obtaining excellent surface curing characteristics.

Here, the photoinitiator is composed of 1-hydroxycyclohexylphenyl ketone (Irgacure 184) and alpha-aminoacetophenone (Irgacure 907), the weight ratio of the 1-hydroxycyclohexylphenyl ketone and alpha-aminoacetophenone, It is preferred to have a ratio of 1: 1 to 1:20 in order to realize an optimum curing reaction rate.

In addition, the high-hardness hard coating film composition further comprises a siloxane compound consisting of at least one of a polyether modified polydimethylsiloxane or polydimethylsiloxane of a polyether modified hydroxy functional group, the siloxane compound, 100 parts by weight of the binder resin 0.1 to 5 parts by weight with respect to the hard coat film is preferred in order to impart slipperiness, improve the frictional damage resistance, and at the same time improve the antifouling properties of the hard coat film.

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

The ultraviolet curable polyurethane acrylate oligomer used as the binder resin in the present invention is ultraviolet curable, and its terminal is made of (meth) acrylate, and has a molecular weight of 1,000 to 50,000, preferably 2,000 to 30,000, more preferably Is a compound of 2,500 to 25,000, and in the case of a general UV curable oligomer, it may be diluted with each monomer depending on viscosity and physical properties, but the polyurethane acrylate oligomer used in the present invention is diluted with a monomer and is not used. It is characterized by not.

The ultraviolet curable polyurethane acrylate oligomer includes a urethane bond as a repeating unit, and typically has flexible physical properties. Polyurethane acrylate oligomers come in various varieties and are divided into aliphatic urethane acrylates and aromatic urethane acrylates depending on the type of isocyanate used. The aliphatic urethane acrylate oligomer is of the yellowing type, usually has 2 to 20 functional groups, and the aromatic urethane acrylate oligomer is of the yellowing type, and has fast reactivity.

The ultraviolet curable polyurethane acrylate oligomer used in the present invention is free from yellowing, has high hardness, excellent durability, instant curing performance, imparts excellent wear resistance to various plastic substrates, and is excellent in adhesiveness with the substrate. Urethane acrylate oligomer was used.

 In addition, the ultraviolet curable polyurethane acrylate oligomer has 3 to 10 functional groups, the number of the functional groups by the interaction with the solvent and photoinitiator used in the present invention, the predetermined surface hardness and adhesion to the plastic substrate Is the most desirable value.

Examples of the functional group include urethane acrylate, epoxy acrylate, carboxylic acid, carboxylic anhydride, acrylate functional group having a C═C double bond (for example, methacrylate, acrylate, etc.), SH Groups, alcohols, esters, ethers, triethylene glycolate, chelating agents (e.g., aminotriethanolate, amino diethanolate, acetylacetonate, ethyl acetoacetate, lactate, etc.), amine groups, amides , Oxazoline, carbamate and the like can be selected alone or in combination.

In general, when manufacturing a hard coating film, in order to improve the coating properties and not to lower the surface hardness, a polyfunctional monomer and a monofunctional monomer are used together with the oligomer, but the high hardness hard coating film in the present invention The composition removes the monomer and improves economic efficiency, but has an effect of improving surface hardness and adhesion to the plastic base film.

The solvent used in the present invention is necessary for controlling viscosity and fluidity when appropriately coating a substrate such as plastic or film. As the solvent, an ether solvent, an aromatic solvent, an acetate solvent, a ketone solvent, an alcohol solvent, or a mixture thereof may be used.

As said ether solvent, propyleneglycol monopropyl ether, propylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethyl glycol monoethyl ether , Diethyl glycol monopropyl ether, diethyl glycol monobutyl ether, diethylene glycol-2-ethylhexyl ether and the like can be used alone or in combination.

As the aromatic solvent, toluene and xylene may be used alone or in combination, and as the acetate solvent, butyl acetate, ethyl acetate, and the like may be used alone or in mixture. The ketone solvent may be used alone or in combination with acetone, methyl ethyl ketone, methyl isobutyl ketone.

As the alcohol solvent, diacetone alcohol (DAA), n-butanol, methanol, ethanol, isopropyl alcohol, or the like may be used alone or in combination.

As is apparent from the experimental example described later, the solvent is optimally added to 80 to 450 parts by weight, more preferably 200 to 400, even more preferably 300 to 350 parts by weight based on 100 parts by weight of the binder resin. It is preferable for improving surface properties and surface adhesion.

In addition, in order to optimally obtain the properties of the high-hardness hard coat film composition according to the present invention by using the solvent, a solvent consisting of 50 to 200 parts by weight of toluene, 20 to 150 parts by weight of diacetone alcohol, and 10 to 100 parts by weight of methanol Most preferably used. The optimum range revealed through the experimental example described below was 140 to 160 parts by weight of toluene, 110 to 130 parts by weight of n-butanol, and 40 to 60 parts by weight of methanol.

The photoinitiator used in the present invention is a liquid coating of the composition of the present invention on the surface of the plastic substrate, and when photocured using ultraviolet (UV), it initiates the reaction by absorbing the ultraviolet light to generate free radicals applied to the substrate It serves to polymerize and harden the coating composition in an instant.

The wavelength range of absorption varies depending on the type of photoinitiator, and most of them do not participate in the reaction. In general, to absorb a wavelength of 300 to 360nm, in order to absorb various wavelengths to promote reactivity, two or more photoinitiators may be used together. In addition, when the coating thickness is thin, the higher the content, the better the reactivity, and when the coating thickness is thick, the total curing rate increases as the content decreases.

As the photoinitiator used in the present invention, hydroxy ketone series, 2-benzyl-2- (dimethylamino) -1- such as 1-hydroxycyclohexyl phenyl ketone (Irgacure 184) is preferable. [4- (4-morpholinyl) phenyl] -1-butanone (2-benzyl-2- (dimethylamino) -1- [4- (morpholinyl) phenyl] -1-butanone, Irgacure 369), alpha-aminoaceto Amino ketones such as phenone (α-Amino Acetophenone, Irgacure 907), benzyldimethyl ketals such as benzyl dimethyl ketal (Irgacure-651), phenyl bis (2,4,6, -trimethyl benzoyl) (phenyl bis-acyl phosphine series such as bis (2,4,6-trimethyl benzoyl) and Irgacure 819), mono such as 2,4,6-trimethylbenzoyl-diphenylphosphine oxide (TPO) Mono-acyl phosphine series photoinitiators may be used alone or in combination.

As a photoinitiator which can exhibit the most preferable effect in this invention, it is a photoinitiator by combining 1-hydroxycyclohexylphenyl ketone (Irgacure 184) and alpha-aminoacetophenone (Irgacure 907), The weight ratio of the said photoinitiator is 1 : 1 to 1:20, more preferably 1: 1.5 to 1: 5.

In addition, in addition to the above configuration, the high hardness hard coat film composition according to the present invention may further include a siloxane compound.

The siloxane compound serves to reduce the surface tension, serves to improve the wettability of the material, and serves to increase the surface slip and gloss. By including the siloxane compound in the hard coat film composition according to the present invention, slipperiness is imparted to the hard coat film obtained, and frictional damage resistance is improved, and at the same time, the antifouling property of the hard coat film is also improved.

The siloxane compound is a polyether-modified polydimethylsiloxane or polydimethylsiloxane of a polyether-modified hydroxy functional group alone or in combination of two or more thereof, and specifically, as an example of the siloxane compound, BYK -306 (made by BYK chemi), BYK-307, BYK-308, BYK-310, BYK-330, BYK-333, BYK-341, BYK-344, etc. are mentioned.

In the present invention, additives such as leveling agents, UV stabilizers, and surfactants may be further included, if necessary. In addition, in order to add an antistatic function, the conductive polymer, metal particles, inorganic oxides, metal oxides and the like can be used by dispersing the composition alone or in combination.

The content of the siloxane compound is preferably used in an amount of 0.1 to 5 parts by weight based on 100 parts by weight of the binder resin, and when used in less than 0.1 parts by weight, the effect is insignificant. It is not desirable because it can.

Hereinafter, the hard coating method using the high hardness hard coating film composition according to the present invention having the above configuration will be described.

Substrates used in the present invention include polymethyl methacrylate (PMMA), polycarbonate (PC), methyl methacrylate-styrene copolymer (MS), polyester, styrene-butadiene copolymer, polyimide, polyamide, Polysulfonates and the like may be used, but are not necessarily limited thereto.

The substrate has a thickness of 0.8 to 2.0mm, etc., is used for each application. In the coating method according to the present invention, the substrate is first sufficiently washed and then preheated with an ultraviolet irradiator to remove remaining oil and foreign substances. Coating The film composition is coated.

Coating methods include dip coating, flow coating, spray coating, roll coating, gravure coating, and micro-gravure coating. Coating can be carried out using any suitable method.

After the coating, the solvent in the coating solution is completely removed by drying or IR heating at a temperature of 40 to 80 ° C. for 1 to 20 minutes, and then irradiated with ultraviolet light with an appropriate amount of light to obtain a completely cured coating film. In this case, an appropriate lamp such as a mercury lamp or a metal halide lamp is used as the lamp.

The hard coating film thus obtained may be applied to protective panels of various displays such as liquid crystal displays (LCDs), plasma display panels (PDPs), electroluminescent displays (ELDs), electroluminescent displays, and the like, and to internal and external panels of mobile phone terminals.

According to the present invention, the pencil hardness is 3H or more, the adhesion strength with the film, the residual 95% or more in the cross-cut test, the appearance characteristics of the coating film, due to the film curl phenomenon and optical interference It is possible to obtain a high-hardness hard coating film having rainbow preventing properties.

In addition, a hard coat film having excellent properties can be obtained even without the monomer component in the hard coat composition.

Hereinafter, the present invention will be described in more detail with reference to preferred experimental examples of the high hardness hard coat film according to the present invention.

Looking at the types of oligomers, photoinitiators, and additives used in each experimental example are as follows.

In the kind of oligomers, EB1290, EB9260, U451 (manufactured by SK Cytec), SC2100 (manufactured by Miwon Corporation) are urethane acrylate oligomers, PS610 (manufactured by Tohso Co., Ltd.) is a polyester acrylate oligomer, and EB600, EB3701 , EB9604 (above SK Cytec) is an epoxy acrylate oligomer.

In the type of solvent, DAA represents diacetone alcohol, and MIBK represents methyl isobutyl ketone.

In addition, in the type of photoinitiator, Irgacure 184 is a hydroxyketone series photoinitiator, Irgacure907 and Irgacure369 are amino ketone series photoinitiators, Irgacure651 is a benzyldimethyl ketal series, Irgacure819 is a bis-acyl phosphine series, and TPO is mono- Acyl phosphine family photoinitiator.

In addition, SH190 (Dow Corning Toray Silicone Co., Ltd.), a silicone leveling agent, was added, and BYK 333 was added as a siloxane compound.

In addition, the evaluation method of pencil hardness, adhesion, and coating appearance selected as evaluation items in each experiment are as follows.

(1) pencil hardness

Hardness was evaluated using a pencil hardness tester manufactured by Toyoseki by the test method of ASTM D3502.

(2) adhesion

According to the test method of KSD 6711-92, the width and length were cut by 1 mm intervals with a knife, and then measured by a method of quickly removing the tape after attaching the tape. It was evaluated as excellent when the residual amount of the film is 95% or more, good when 90 to 95%, normal when 85 to 90%, and poor when less than 85%.

(3) Coating appearance

The film curl (Curl) phenomenon and the rainbow phenomenon in the visible light region due to the light interference was examined and evaluated according to the degree, divided into defective, normal, good, excellent.

Experimental Example  One

UV-curable polyester acrylate, epoxy acrylate, urethane acrylate oligomer was used as a binder to prepare a hard coat film by the above coating method. The most excellent oligomer was selected by evaluating pencil hardness, adhesive force, film curl on the appearance of the coating film and rainbow phenomenon according to each oligomer type.

The composition and content of the hard coat film composition including the oligomers used in each experiment and the evaluation results of the hard coat film produced therefrom are shown in Table 1 below. (Unit of content in each experiment example is [g].)

When the polyester acrylate (PS610) was used as the oligomer, the viscosity was low and the reactivity was excellent, and when the epoxy acrylate (EB600, EB3701, EB9604) was used, the coating property was not good but the hardness and the curability were excellent. . When the urethane acrylate (EB1290, EB9260, U451, SC2100) series oligomers were used, excellent curability and surface hardness characteristics were shown. In addition, high viscosity was shown.

Specifically, as shown in Table 1 below, the use of polyurethane acrylate-based oligomers showed the best appearance and surface hardness properties, and among these, the combination of SC2100 and U451 or SC2100 and EB1290 was the best. It can be seen that the characteristics.

However, when using a polyurethane acrylate-based oligomer, the disadvantage that the reaction rate is relatively low, Experimental Example 2 was carried out to examine the type of solvent most suitable for the reinforcement.

TABLE 1

Configuration Kinds Experimental Example
1-1 Experimental Example
1-2 Experimental Example
1-3 Experimental Example
1-4 Experimental Example
1-5 Experimental Example
1-6 Experimental Example
1-7


Oligomer



SC2100 1.5 1.5 1.5 1.5 1.5 1.5 1.5 PS610 1.5 - - - - - - EB600 1.5 - - - - - EB1290 - - 1.5 - - - - U451 - - - 1.5 - - - EB9260 - - - - 1.5 - - EB9604 - - - - - 1.5 EB3701 - - - - - - 1.5
menstruum
toluene 4.7 4.7 4.7 4.7 4.7 4.7 4.7 n-butanol 3.6 3.6 3.6 3.6 3.6 3.6 3.6 Methanol 1.5 1.5 1.5 1.5 1.5 1.5 1.5 Photoinitiator
Irgacure184 0.10 0.10 0.10 0.10 0.10 0.10 0.10 Irgacure
907 0.20 0.20 0.20 0.20 0.20 0.20 0.20 additive SH190 0.01 0.01 0.01 0.01 0.01 0.01 0.01
Evaluation
Pencil hardness HB HB 2H 3H H HB HB Adhesion △ △ ○ ○ △ △ △ Coating appearance ○ ○ ○ ◎ ○ ○ ○

×: defective, △: normal, ○: good, ◎: excellent

Experimental Example  2

Since the solvent not only affects the appearance and surface properties of the coating film but also affects the curing rate, the solvent is applied to the polyurethane acrylate-based oligomer selected as the optimal oligomer, and thus the disadvantages of using the oligomer are as follows. The optimal combination should be derived through the control of the type and content of solvent to compensate for this problem.

Therefore, in Experimental Example 2, the hard coating film was prepared by varying the types of the solvents added thereto and by adding the siloxane compound. Pencil hardness, adhesive force, film curl on the appearance of the coating film and the appearance of the rainbow phenomenon were evaluated according to the type of each solvent, and the best type and content of the solvent were selected.

The composition and content of the hard coat film composition including the solvent used in each experiment and the evaluation results of the hard coat film produced therefrom are shown in Table 2 below. (Unit of content in each experiment example is [g].)

As shown in Table 2, the solvent showing the best surface properties was a combination of toluene, diacetone alcohol (DAA) and methyl isobutyl ketone (MIBK). In addition, as a result of the addition of the siloxane compound, the pencil hardness was all excellent. Next, the evaluation test for the most suitable photoinitiator was examined through Experimental Example 3.

TABLE 2

Configuration Kinds Experimental Example
3-1 Experimental Example
3-2 Experimental Example
3-3 Experimental Example
3-4 Experimental Example
3-5 Experimental Example
3-6 Experimental Example
3-7 Experimental Example
3-8 Oligomer
SC2100 1.5 1.5 1.5 1.5 1.5 1.5 1.5 1.5 U451 1.5 1.5 1.5 1.5 1.5 1.5 1.5 1.5

menstruum


toluene 4.7 4.7 4.7 4.7 4.1 4.1 4.1 4.1 MEK 3.6 - - - 4.2 - - - DAA - 3.6 - - - 4.2 - MIBK - - 3.6 - - - 4.2 - n-butanol - - - 3.6 - - - 4.2 Methanol 1.5 1.5 1.5 1.5 1.5 1.5 1.5 1.5 Photoinitiator
Irgacure
184 0.10 0.10 0.10 0.10 0.10 0.10 0.10 0.10 Irgacure
907 0.20 0.20 0.20 0.20 0.20 0.20 0.20 0.20 additive/
Siloxane
Compound SH190 /
BYK333 0.01 /
0.01 0.01 /
0.01 0.01 /
0.01 0.01 /
0.01 0.01 /
0.01 0.01 /
0.01 0.01 /
0.01 0.01 /
0.01 Evaluation

Pencil hardness 3H 3H 3H 3H 3H 3H 3H 3H Adhesion ○ ◎ ○ ○ ○ ◎ ○ ○ Outside the coating
tube × ◎ △ △ × ○ △ △

×: defective, △: normal, ○: good, ◎: excellent

Experimental Example  3

In Experimental Example 3, a hard coat film was prepared by different types of photoinitiators added. Pencil hardness, adhesive force, film curl on the appearance of the coating film and the occurrence of the rainbow phenomenon according to the types of photoinitiators were evaluated, and the best type and content of the photoinitiator were selected.

The composition and content of the hard coat film composition including the solvent used in each experiment and the evaluation results of the hard coat film produced therefrom are shown in Table 3 below. (Unit of content in each experiment example is [g].)

The difference between the photoinitiator type, the hardness of the pencil had an effect on the hardness of the pencil, Irgacure 184 was used when the curing reaction showed excellent surface hardening properties. As shown in Table 3, the photoinitiator showing the best surface properties was a combination of Irgacure184 and Irgacure907.

TABLE 3

Configuration Kinds Experimental Example
4-1 Experimental Example
4-2 Experimental Example
4-3 Experimental Example
4-4 Experimental Example
4-5 Experimental Example
4-6 Experimental Example
4-7 Experimental Example
4-8 Oligomer

SC2100 1.5 1.5 1.5 1.5 1.5 1.5 1.5 1.5 U451 1.5 1.5 1.5 1.5 1.5 1.5 1.5 1.5
menstruum
toluene 4.7 4.7 4.7 4.7 4.7 4.7 4.7 4.7 DAA 3.6 3.6 3.6 3.6 3.6 3.6 3.6 3.6 Methanol 1.5 1.5 1.5 1.5 1.5 1.5 1.5 1.5

Photoinitiator


Irgacure
184 0.10 0.10 0.10 0.10 0.10 0.15 0.05 Irgacure
907 0.20 - - - - 0.15 0.25 0.30 Irgacure
819 - 0.20 - - - - - - Irgacure
369 - - 0.20 - - - - - Irgacure
651 - - - 0.20 - - - - TPO - - - - 0.20 - - - additive SH190 0.01 0.01 0.01 0.01 0.01 0.01 0.01 0.01
Evaluation
Pencil hardness 3H 3H 2H 2H 2H 3H 3H 3H Adhesion ◎ △ ○ △ ○ ○ ◎ ○ Coating appearance ○ × △ △ △ △ ◎ △

×: defective, △: normal, ○: good, ◎: excellent

It has been described in detail above with reference to preferred embodiments and comparative examples of the present invention. However, the scope of the present invention is not limited to the above embodiments, but may be embodied in various forms of embodiments within the appended claims. Without departing from the gist of the invention as claimed in the claims, any person skilled in the art to which the invention pertains is considered to be within the scope of the claims of the invention to the various possible modifications possible.

Claims (6)

100 parts by weight of a binder resin including an ultraviolet curable polyurethane acrylate oligomer; 80 to 450 parts by weight of the solvent; It is made to include 0.001 to 10 parts by weight of photoinitiator, The solvent is 100 parts by weight of the binder resin, Toluene 50 to 200 parts by weight, Diacetone alcohol 20 to 150 parts by weight, A high hardness hard coat film composition excluding monomers composed of 10 to 100 parts by weight of methanol. delete delete The method of claim 1, The photoinitiator is a high hardness hard coating film composition, characterized in that consisting of at least one of a hydroxyketone-based photoinitiator, amino ketone-based photoinitiator. The method according to claim 1 or 4, The photoinitiator is composed of 1-hydroxycyclohexylphenyl ketone and alpha-aminoacetophenone, wherein the weight ratio of the 1-hydroxycyclohexylphenyl ketone and alpha-aminoacetophenone is 1: 1 to 1:20. High hardness hard coat film composition. The method according to claim 1 or 4, The high hardness hard coat film composition further includes a siloxane compound composed of at least one of polyether modified polydimethylsiloxane or polydimethylsiloxane of polyether modified hydroxy functional group, The siloxane compound is a hard coating film composition, characterized in that 0.1 to 5 parts by weight based on 100 parts by weight of the binder resin.