KR20200110988A - Coating composition and multilayer film comprising same - Google Patents

Abstract

The present invention relates to a coating composition and a multi-layer film comprising the same and, more specifically, a coating composition comprising a resin compound and an aromatic compound having a repeating unit of a binaphthalene structure, and to a multi-layer film comprising the same. The coating composition according to the present invention comprises a resin compound and an aromatic compound, and the multi-layer film improves physical properties such as heat resistance, durability, etching resistance, and an oligomer blocking function by controlling the content thereof.

Description

Coating composition and multilayer film containing the same TECHNICAL FIELD [COATING COMPOSITION AND MULTILAYER FILM COMPRISING SAME}

The present invention relates to a coating composition and a multilayer film comprising the same, and specifically to a coating composition comprising a resin compound and an aromatic compound and a multilayer film comprising the same.

In the conventional film manufacturing method, a method of laminating with another base film using an adhesive or a method of coating a base film has been used as a method for improving the physical properties of the film. However, the method of laminating with other base films generally raises environmental problems by using a solvent-type adhesive, and requires a separate long drying process, resulting in a lot of energy loss, and the film may be deformed during the drying process. .

In addition, in the coating treatment method, a multilayer coating method has been performed rather than a single layer coating in order to improve the physical properties of the film, but in this case, various problems arise in interlayer compatibility, thickening, and the like. As a method to solve this problem, a method of curing by applying a hard coating solution to a base film in an in-line process has been proposed (Korean Patent Publication No. 2012-0077904). However, there is still a need to present a technology capable of implementing multifunctionality to improve the physical properties of a film such as heat resistance, impact resistance, and chemical resistance in one layer.

Korean Patent Application Publication No. 2012-0077904 (2012.07.10)

Accordingly, the present inventors confirmed that a coating composition in which a resin compound and an aromatic compound having a repeating unit of a binaphthalene structure can be mixed on the surface of a base film can be implemented in a single layer to realize the performance that can be realized in conventional multi-layers. Was completed.

Accordingly, an object of the present invention is to provide a coating composition in which a resin compound and an aromatic compound having a repeating unit of a binaphthalene structure are mixed.

In addition, it is an object of the present invention to provide a multilayer film comprising the coating composition and a method of manufacturing the same.

According to an embodiment, a coating composition comprising an aromatic compound having a repeating unit represented by the following Chemical Formula 1 and the following Chemical Formula 2 is provided.

[Formula 1]

[Formula 2]

In the above formula,

이며, A is

Is,

Here, R ₁ and R ₂ are each independently hydrogen, a hydroxy group, -OR (wherein R is a C _1-10 alkyl group or a C _6-10 aryl group), a C _1-5 alkyl group, a C _6-10 aryl group, A nitro group (-NO ₂ ), -NR'R" (wherein R'and R" are each independently hydrogen or a C _1-5 alkyl group) or a halogen element;

,

및

로 이루어진 군으로부터 선택되며,B is

,

And

It is selected from the group consisting of,

Here, R ₃ and R ₄ are each independently hydrogen, a hydroxy group, -OR (wherein R is a C _1-10 alkyl group or a C _6-10 aryl group), a C _1-5 alkyl group, a C _6-10 aryl group, A nitro group (-NO ₂ ), -NR'R" (wherein R'and R" are each independently hydrogen or a C _1-5 alkyl group) or a halogen element;

이며, X is -CH ₂ -or

Is,

Here, R ₅ is hydrogen, a hydroxy group, -OR (wherein R is a C _1-10 alkyl group or a C _6-10 aryl group), a C _1-5 alkyl group, a C _6-10 aryl group, a nitro group (-NO ₂ ), -NR'R" (wherein R'and R" are each independently hydrogen or a C _1-5 alkyl group) or a halogen element;

m and n represent the molar fraction of the repeating unit represented by Formula 1 and Formula 2, and m+n=1.

According to another embodiment, the base film; And comprising a coating layer formed from the coating composition, a multilayer film is provided.

According to another embodiment, (1) forming a first coating layer by coating the coating composition on one surface of a base film and then heat treatment; And

(2) There is provided a method for producing a multilayer film comprising the step of forming a second coating layer by coating the coating composition on the other surface of the base film and then heat treatment.

The coating composition according to the above embodiment can protect the base film in a film manufacturing process such as heating, etching, deposition, etc., and improve physical properties without deforming the base film. The coating composition includes a resin compound and an aromatic compound, and by adjusting the content thereof, it can be usefully used in the manufacturing process of a film, and can be applied to various lamination processes.

In addition, the multilayer film according to the embodiment may have improved physical properties in terms of heat resistance, durability, etch resistance, and oligomer blocking function by using the coating composition. In addition, by securing the improved physical properties as described above, it is possible to provide a multilayer film applicable to various processes. Moreover, the multilayer film can be usefully used in various fields such as industrial, packaging, display, and window.

Objects, features, and advantages of the present invention will be easily understood through the following preferred embodiments related to the accompanying drawings. However, the present invention is not limited to the embodiments described herein and may be embodied in other forms. In describing each drawing, similar reference numerals have been used for similar elements. In the accompanying drawings, the dimensions of the structures are shown to be enlarged than actual for clarity of the present invention. Terms such as first and second may be used to describe various elements, but the elements should not be limited by the terms. These terms are used only for the purpose of distinguishing one component from another component. For example, without departing from the scope of the present invention, a first element may be referred to as a second element, and similarly, a second element may be referred to as a first element. Singular expressions include plural expressions unless the context clearly indicates otherwise.

In the present application, terms such as "comprise" are intended to designate the existence of features, numbers, steps, actions, components, parts, or a combination thereof described in the specification, and one or more other features, numbers, and steps It is to be understood that it does not preclude the possibility of addition or presence of, operations, components, parts, or combinations thereof.

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

According to an embodiment, a coating composition comprising an aromatic compound having a repeating unit represented by the following Chemical Formula 1 and the following Chemical Formula 2 is provided.

[Formula 1]

[Formula 2]

In the above formula,

이며, A is

Is,

Here, R ₁ and R ₂ are each independently hydrogen, a hydroxy group, -OR (wherein R is a C _1-10 alkyl group or a C _6-10 aryl group), a C _1-5 alkyl group, a C _6-10 aryl group, A nitro group (-NO ₂ ), -NR'R" (wherein R'and R" are each independently hydrogen or a C _1-5 alkyl group) or a halogen element;

,

및

로 이루어진 군으로부터 선택되며,B is

,

And

It is selected from the group consisting of,

Here, R ₃ and R ₄ are each independently hydrogen, a hydroxy group, -OR (wherein R is a C _1-10 alkyl group or a C _6-10 aryl group), a C _1-5 alkyl group, a C _6-10 aryl group, A nitro group (-NO ₂ ), -NR'R" (wherein R'and R" are each independently hydrogen or a C _1-5 alkyl group) or a halogen element;

이며, X is -CH ₂ -or

Is,

Here, R ₅ is hydrogen, a hydroxy group, -OR (wherein R is a C _1-10 alkyl group or a C _6-10 aryl group), a C _1-5 alkyl group, a C _6-10 aryl group, a nitro group (-NO ₂ ), -NR'R" (wherein R'and R" are each independently hydrogen or a C _1-5 alkyl group) or a halogen element;

m and n represent the molar fraction of the repeating unit represented by Formula 1 and Formula 2, and m+n=1.

Specifically, R ₁ and R ₂ are each independently hydrogen or a hydroxy group, and R ₃ and R ₄ are each independently hydrogen, a hydroxy group or -OR (where R is a C _1-10 alkyl group), and R ₅ Can be hydrogen.

이고, 상기 B는

,

또는

이며, 상기 X는 -CH₂- 또는

일 수 있다.More specifically, A is

And B is

,

or

And, X is -CH ₂ -or

Can be

The aromatic compound may have a weight average molecular weight of 1,000 g/mol or more and 30,000 g/mol or less, and specifically 1,000 g/mol to 25,000 g/mol, 1,000 g/mol to 20,000 g/mol, and 5,000 g/mol To 15,000 g/mol, 5,000 g/mol to 10,000 g/mol, 10,000 g/mol to 30,000 g/mol, 15,000 g/mol to 30,000 g/mol, 10,000 g/mol to 20,000 g/mol, or 15,000 g/mol mol to 20,000 g/mol.

More specifically, when the aromatic compound has a weight average molecular weight of 1,000 g/mol or more to less than 10,000 g/mol, or 5,000 g/mol to less than 10,000 g/mol, each of m and n is 0.25≦m≦ 0.5 and 0.5≤n≤0.75 may be.

When the aromatic compound has a weight average molecular weight of 10,000 g/mol or more and 30,000 g/mol or less, 10,000 g/mol or more and 25,000 g/mol or less, or 15,000 g/mol or more and 20,000 g/mol or less, the m And n may be 0.75≦m≦0.95 and 0.05≦n≦0.25, respectively.

The coating composition according to an embodiment may further include an acrylate-based resin or an epoxy-based resin, and the acrylate-based resin is butyl acrylate, methyl methacrylate, hydroxyethyl acrylate, ethylhexyl acrylate, Glycidyl methacrylate, urethane acrylate, epoxy acrylate And it may include one or more compounds selected from the group consisting of a mixture thereof.

In addition, the epoxy resin may include at least one compound selected from the group consisting of bisphenol F type epoxy, bisphenol A type epoxy, phenol novolak type epoxy, cresol novolak type epoxy, and mixtures thereof.

In addition, the composition may include 1 to 30% by weight of the aromatic compound and 70 to 99% by weight of an acrylate resin or an epoxy resin based on the total weight of the composition. Specifically, 1 to 30% by weight based on the total weight of the composition. 1 to 25% by weight, 5 to 30% by weight, 10 to 25% by weight, or 10 to 20% by weight of the aromatic compound may be included, based on the total weight of the composition, 70 to 99% by weight, 75 to 99% by weight %, 70 to 95% by weight, 75 to 95% by weight, or 80 to 90% by weight of an acrylate resin or an epoxy resin.

Coating composition according to an embodiment is methyl ethyl ketone (MEK), ethyl lactate (EL), ethyl acetate (EA), γ-butyrolactone (GBL), toluene, chloroform, propylene glycol monoethyl ether (PGME ), propylene glycol monomethyl ether acetate (PGMEA), and a solvent selected from the group consisting of a mixture thereof may be further included.

In addition, the coating composition according to an embodiment may have a viscosity of 30 to 300 cps, specifically 30 to 200 cps or a viscosity of 50 to 100 cps when measured at 70° C. using a Brookfield viscometer. have.

In addition, according to an embodiment, a multilayer film is provided, including a coating layer formed from the coating composition.

A multilayer film according to an embodiment includes a first coating layer formed on one surface of the base film; And a second coating layer formed on the other surface of the base film.

The base film is polyethylene terephthalate, polybutylene terephthalate, polycyclohexane terephthalate, polyethylene naphthalate, polyethylene, polypropylene, polymethylpentene, nylon 6, nylon 66, vinylidene fluoride, Polystyrene, polyimide, polyvinyl alcohol, polyvinyl chloride, triacetyl cellulose And at least one compound selected from the group consisting of mixtures thereof Can be

In addition, the base film may have a thickness of 10 to 500 µm, specifically, 10 to 400 µm, 10 to 300 µm, 10 to 200 µm, or 10 to 150 µm.

At this time, the first coating layer may have a thickness of 0.1 to 50 ㎛, specifically 0.1 to 40 ㎛, 0.1 to 30 ㎛, 0.1 to 20 ㎛, 0.1 to 10 ㎛, 1 to 10 ㎛ or 1 to 5 ㎛ It can have a thickness.

In addition, the second coating layer may have a thickness of 0.1 to 50 ㎛, specifically 0.1 to 40 ㎛, 0.1 to 30 ㎛, 0.1 to 20 ㎛, 0.1 to 10 ㎛, 0.1 to 5 ㎛ or 1 to 5 ㎛ It can have a thickness.

The coating layer may be formed by a method well known in the art, for example, the coating layer may be formed by bar coating, spin-on-coating, slit coating, or spray coating. Specifically, a coating layer may be formed by heat treatment at 90 to 150°C, 90 to 130°C, 95 to 130°C, or 95 to 120°C for 1 to 5 minutes by a bar coating method.

When the multilayer film according to an embodiment is heat-treated at 150° C. for 60 minutes, the base film has a heat shrinkage of 0.5 to 1.3%, has a thickness deviation of less than 1 μm, and peeling occurs between the base film and the coating layer. I can't. More specifically, the multilayer film according to an embodiment may have a heat shrinkage of less than 1.1%, less than 1.0%, less than 0.9%, or less than 0.8% when heat-treated at 150° C. for 60 minutes, and less than 0.8 μm, 0.6 μm It may have a thickness variation of less than, less than 0.4 μm, or less than 0.2 μm.

In addition, the multilayer film according to an embodiment has a difference between the thickness of the multilayer film after the hot water support and the multilayer film thickness before the support is less than 1 µm, 0.8 µm or less, 0.6 µm Hereinafter, it may be 0.5 μm or less or 0.3 μm or less.

In addition, the multilayer film may have a haze of 1.3% or less, for example, 1.1% or less, and a haze change rate of 1.5% or less, for example, 1.3% or less after heat treatment at 150°C for 3 hours.

In addition, the multilayer film according to an embodiment may further include a transparent electrode material layer on one or both sides thereof. For example, the multilayer film includes a first coating layer formed on one surface of a base film, a second coating layer formed on the other surface of the base film, and a transparent electrode material layer is formed on the other surface of the first coating layer, the second coating layer, or both. It may contain more. The thickness of the transparent electrode material layer is not particularly limited, but may be, for example, 50 nm to 300 µm, 50 nm to 200 µm, or 50 nm to 50 µm.

The transparent electrode material layer may include a metal oxide including at least one mixture selected from indium (In), tin (Sn), zinc (Zn), titanium (Ti), and tin (Sn); A conductive polymer comprising a mixture of at least one selected from polyacetylene, polypyrrole, polythiophene and polyaniline; And a carbon material including a mixture of at least one selected from carbon nanotubes, graphene and carbon nanoparticles; It may contain one or more selected from.

According to an embodiment, (1) forming a first coating layer by coating the coating composition on one surface of a base film and then heat treatment; And (2) coating the coating composition on the other surface of the base film and then heat-treating to form a second coating layer.

The coating thickness or heat treatment conditions of the coating composition are not particularly limited, but the coating composition may be applied on one side of the base film, specifically, on the upper layer of the base film in a thickness of 1 to 10 μm, and 95 The first coating layer may be formed by heat treatment at 120° C. for 1 to 5 minutes.

In addition, the coating composition may be applied on the substrate to a thickness of 0.1 to 5 μm on the other side of the substrate film, specifically on the lower layer of the substrate film, and heat treatment at 95 to 120° C. for 1 to 5 minutes to form a second coating layer can do.

In addition, when a transparent electrode material layer is further included on one side or both sides of the multilayer film according to an embodiment, for example, the first coating layer, the second coating layer, or both, a general deposition method, for example, AMAT's ENDURA- Using the 5500, a transparent electrode material layer may be deposited.

The multilayer film thus prepared has excellent heat resistance, durability, etch resistance, and oligomer blocking function, and thus can be usefully used in various fields such as industrial, packaging, display, and window use.

Hereinafter, the present invention will be described in more detail by the following examples. However, the following examples are for illustrative purposes only, and the scope of the present invention is not limited thereto.

Synthesis Example 1. Preparation of resin compound for coating

A 1 L 3-neck round flask was prepared with a thermometer, a condenser, a dropping funnel, and a mechanical stirrer, and then immersed in a thermostat at 80°C. After adding 300 g of ethyl acetate and 1.5 g of a radical polymerization initiator AIBN (Azobisisobutyronitrile) to the thermostat, the reaction was carried out by rotating agitating 100 times per minute. At this time, the temperature of the reactor was maintained at 10°C.

To another flask, 210 g of butyl acrylate, 30 g of methyl methacrylate, and 60 g of 2-hydroxyethyl acrylate were added, stirred for 30 minutes, mixed, and transferred to a dropping funnel. Then, it was slowly added to the three-necked round flask over 2 hours. After the addition was completed, the temperature of the reactor was maintained at 80°C.

While the reaction was in progress, a sample was taken from the reaction mixture and the weight average molecular weight of the sample was measured. When the desired weight average molecular weight was reached was determined as the reaction completion point, and the reaction was gradually cooled at room temperature to terminate the reaction.

As a result of measuring the obtained compound by gel permeation chromatography (GPC), the weight average molecular weight of the compound was 200,000 g/mol, and the dispersion degree was 4.1.

Synthesis Example 2. Preparation of aromatic compound for coating

A 1 L 3-neck round flask was prepared with a thermometer, a condenser, a dropping funnel, and a mechanical stirrer, and then immersed in a constant temperature bath at 100°C. At this time, the temperature of the cooling water of the condenser was fixed at 10°C. To the three-necked flask, 0.42 mol of binaftol (1,1'-Bi-2-Naphthol) 120 g, 0.12 mol of trisubstituted butoxy-binaftol (2'-(tert-butoxy)-[1,1') -binaphthalen]-2-ol) 41 g, 0.7 mol of benzoaldehyde 75 g and 350 g of propylene glycol monomethyl ether acetate (PGMEA) as a solvent were added to dissolve the mixture. Subsequently, 8 g of 42 mmol of p-Toluenesulfonic acid monohydrate was added, and the reaction was carried out under stirring. At this time, the temperature of the reactor was maintained at 100°C.

During the reaction, a sample was taken from the reaction mixture and the weight average molecular weight of the sample was measured. When the desired weight average molecular weight was reached was determined as the reaction completion point, and the reaction was gradually cooled at room temperature to terminate the reaction.

After preparing 1 L of an 80:20 weight ratio of a normal hexane:ethanol mixed solution, the reaction product obtained above was added dropwise thereto under stirring. At this time, the supernatant was removed and only the polymer aggregated on the bottom of the flask was separated. Subsequently, it was dried in a vacuum oven under conditions of 80° C. and 24 hours to remove residual solvents and impurities to obtain an aromatic compound.

As a result of measuring the obtained compound by gel permeation chromatography (GPC), the weight average molecular weight of the compound was 5,600 g/mol, and the dispersion degree was 2.1.

Synthesis Example 3. Preparation of aromatic compound for coating

In Synthesis Example 2, 0.12 mol of trisubstituted butoxy-binaphthol (2'-(tert-butoxy)-[1,1'-binaphthalen]-2-ol) 41 g instead of 0.14 mol of hydroxyphenylnaphthol (1 -(2-hydroxyphenyl)naphthalen-2-ol) 33 g was added to the reactor and 0.73 mol of 1,3,5-trioxane 66 g was added instead of 0.7 mol of benzoaldehyde 75 g. A compound was prepared in the same manner as in Synthesis Example 2.

As a result of measuring the obtained compound by GPC, the weight average molecular weight of the compound was 4,800 g/mol and the dispersion degree was 2.2.

Synthesis Example 4. Preparation of aromatic compound for coating

In Synthesis Example 3, 0.15 mol of biphenol ([1,1'-biphenyl]-2,2'-diol) instead of 33 g of 0.14 mol of hydroxyphenylnaphthol (1-(2-hydroxyphenyl)naphthalen-2-ol) ) A compound was prepared in the same manner as in Synthesis Example 3, except that 28 g was added to the reactor.

As a result of measuring the obtained compound by GPC, the weight average molecular weight of the compound was 4,100 g/mol and the dispersion degree was 1.9.

Synthesis Example 5. Preparation of aromatic compound for coating

A 1L 3-neck round flask was prepared with a thermometer, a condenser, a dropping funnel, and a mechanical stirrer, and then immersed in a thermostat at 120°C. At this time, the temperature of the cooling water of the condenser was fixed at 10°C. In the three-necked flask, 0.23 mol of binaftol (1,1'-Bi-2-Naphthol) 66 g, 0.46 mol of hydroxyphenylnaphthol (1-(2-hydroxyphenyl)naphthalen-2-ol) 87 g, 1 90 g of 1,3,5-trioxane and 300 g of propylene glycol monomethyl ether acetate (PGMEA) as a solvent were added to dissolve the mixture. Then, 15 g of 80 mmol of p-Toluenesulfonic acid monohydrate was added, and the reaction was carried out under stirring. At this time, the temperature of the reactor was maintained at 120°C.

During the reaction, a sample was taken from the reaction mixture and the weight average molecular weight of the sample was measured. When the desired weight average molecular weight was reached was determined as the reaction completion point, and the reaction was gradually cooled at room temperature to terminate the reaction.

After preparing 1 L of an 80:20 weight ratio of a normal hexane:ethanol mixed solution, the reaction product obtained above was added dropwise thereto under stirring. At this time, the supernatant was removed and only the polymer aggregated on the bottom of the flask was separated. Subsequently, it was dried in a vacuum oven under conditions of 80° C. and 24 hours to remove residual solvents and impurities to obtain an aromatic compound.

As a result of measuring the obtained compound by gel permeation chromatography (GPC), the weight average molecular weight was 6,200 g/mol and the dispersion degree was 2.2.

Preparation Example 1. Preparation of coating composition

Resin of Synthesis Example 1 90 parts by weight of the compound and 10 parts by weight of the aromatic compound of Synthesis Example 2 were mixed with a mixer to prepare a coating composition.

Preparation Example 2. Preparation of coating composition

Resin of Synthesis Example 1 80 parts by weight of the compound and 20 parts by weight of the aromatic compound of Synthesis Example 3 were mixed with a mixer to prepare a coating composition.

Preparation Example 3. Preparation of coating composition

Resin of Synthesis Example 1 90 parts by weight of the compound and 10 parts by weight of the aromatic compound of Synthesis Example 3 were mixed with a mixer to prepare a coating composition.

Preparation Example 4. Preparation of coating composition

Resin of Synthesis Example 1 90 parts by weight of the compound and 10 parts by weight of the aromatic compound of Synthesis Example 4 were mixed with a mixer to prepare a coating composition.

Preparation Example 5. Preparation of coating composition

Resin of Synthesis Example 1 90 parts by weight of the compound and 10 parts by weight of the aromatic compound of Synthesis Example 5 were mixed with a mixer to prepare a coating composition.

Example 1: Preparation of multilayer film

The coating composition of Preparation Example 1 was applied by a bar coating method on one side (upper layer) of a base film (PET film) having a thickness of 125 µm, respectively, and dried at 100°C for 3 minutes to a coating layer having a thickness of 5 µm. Formed.

Subsequently, the coating composition of Preparation Example 1 was applied and dried in the same manner on the other side (lower layer) of the base film to form a 1 µm-thick coating layer to obtain a multilayer film.

Example 2: Preparation of multilayer film

In Example 1, a multilayer film was obtained in the same manner as in Example 1, except that the coating composition of Preparation Example 2 was used instead of the coating composition of Preparation Example 1.

Example 3: Preparation of multilayer film

A multilayer film was obtained in the same manner as in Example 1, except that the coating composition of Preparation Example 3 was used instead of the coating composition of Preparation Example 1 in Example 1.

Example 4: Preparation of multilayer film

In Example 1, a multilayer film was obtained in the same manner as in Example 1, except that the coating composition of Preparation Example 4 was used instead of the coating composition of Preparation Example 1.

Example 5: Preparation of multilayer film

A multilayer film was obtained in the same manner as in Example 1, except that the coating composition of Preparation Example 5 was used instead of the coating composition of Preparation Example 1 in Example 1.

Experimental Example 1. Heat resistance evaluation

The obtained multilayer films (Examples 1 to 5) and untreated PET films (Comparative Example 1) were cut into lengths of 200 mm in length and width to prepare a specimen. The maximum-minimum thickness deviation and the width and length of MD (longitudinal) were measured by 9 points per specimen. Thereafter, after standing in an oven under conditions of 150° C. and 60 minutes, the thickness deviation was measured in the same manner as above, and the width and length of the MD were compared to check the heat shrinkage. The results are shown in Table 1 below.

division Thickness(㎛) Thickness (maximum-minimum value) Heat shrinkage rate (MD, %) After manufacture 150℃, after 60 minutes heating 150℃, after 60 minutes heating Example 1 1.5 1.7 0.2 1.1 Example 2 1.4 1.5 0.1 1.0 Example 3 1.4 1.5 0.1 1.0 Example 4 1.2 1.3 0.1 0.8 Example 5 1.3 1.4 0.1 1.0 Comparative Example 1 1.0 2.2 1.2 1.4

As shown in Table 1, in the multilayer film (Examples 1 to 5) including a coating layer containing a resin compound and an aromatic compound, no peeling phenomenon from the base film occurred, and the difference in thickness deviation was found to be insufficient. . In addition, hardly any heat shrinkage occurred. Through this, it was confirmed that the multilayer film including a coating layer containing a resin compound and an aromatic compound has excellent heat resistance (heat deformation, heat shrinkage, and thermal stability) compared to a film without a coating layer (Comparative Example 1).

Experimental Example 2. Appearance evaluation after ITO deposition

100 indium tin oxide (ITO) was applied to one side of the multilayer film of Examples 1 to 5 (the upper layer with a 5 μm-thick coating layer) and the other side (the lower layer with a 1 μm-thick coating layer) using AMAT's ENDURA-5500. It was deposited to a thickness of nm. In addition, ITO was deposited on one side and the other side of the untreated PET film (Comparative Example 1) in the same manner as described above. The results of observing the appearance of each film after depositing ITO as described above are shown in Table 2 below.

division Appearance Upper part Lower part Example 1 Intrinsic color of the ITO deposition layer (pale yellow),
No discoloration/good flatness No change before and after deposition Example 2 Homology Homology Example 3 Homology Homology Example 4 Homology Homology Example 5 Homology Homology Comparative Example 1 Fine discoloration,
Finely curved/constricted shape discoloration,
Finely shrunk shape

As shown in Table 2, in Examples 1 to 5, a good appearance was shown in the ITO deposition process, whereas in Comparative Example 1, discoloration, bending, and contraction occurred, and the appearance characteristics were significantly reduced. Through this, it was confirmed that the coating layer containing the resin compound and the aromatic compound was stable against the local impact energy and heat generated during the deposition process, and well performed the hard coating and oligomer blocking functions.

Experimental Example 3. Appearance evaluation after plasma etching

As in Experimental Example 2, a photosensitive resist for i-Line was coated on the upper layers of Examples 1 to 5 in which ITO was deposited, and baked at 110° C. for 60 seconds. Thereafter, exposure was performed with a 1 µm line width pattern (1 µm line & space, density ratio 1:1), and then developed using a 2.38% tetramethyl ammonium hydroxide (TMAH) aqueous solution. Thereafter, plasma etching was performed using a mixed gas of CH ₂ F ₂ and CF ₄ . Comparative Example 2 shows the specimen of Example 4 in which the plasma etching time was over-etched in the same manner as described above.

After performing the plasma etching as described above, the results of observing the cross section of the film with FE-SEM are shown in Table 3 below.

division Appearance (upper part) Example 1 Good ITO pattern (vertical shape on the side, good without residue on the exposed side),
90% or more of the coating layer remains Example 2 Homology Example 3 Homology Example 4 Homology Example 5 Homology Comparative Example 2 Exposed coating layer, partially modified ITO pattern (large side roughness)

As shown in Table 3, in the case of Examples 1 to 5 including a coating layer containing a resin compound and an aromatic compound, good pattern formation and selectivity were confirmed in the plasma etching process, whereas the coating layer was overetched. When exposed, it was confirmed that the ITO pattern was deformed due to insufficient durability of the PET film during the plasma etching process. Through this, it was confirmed that the PET substrate can be protected by including a coating layer containing a resin compound and an aromatic compound, and can be applied to various applications in which plasma etching is used.

Experimental Example 4. Hot water evaluation

In order to check the interlayer bonding strength and swelling of the coating layer of the multilayer films of Examples 1 to 5 and the untreated PET film of Comparative Example 1, the thickness of 9pt was measured after soaking in hot water (80°C) for 20 minutes to obtain an average value. .

division Average thickness (㎛) Thickness (difference before and after exposure)
(㎛) After manufacture 80℃, after 20 minutes exposure Example 1 131.5 131.8 0.3 Example 2 131.4 132.0 0.6 Example 3 131.4 132.2 0.8 Example 4 131.2 132.0 0.8 Example 5 131.3 131.8 0.5 Comparative Example 1 131.0 132.4 (partial peeling) 1.4

As shown in Table 4, the multilayer films of Examples 1 to 5 had a difference between the thickness after exposure (supporting) at 80° C. for 20 minutes at hot water and the thickness before exposure to less than 1 μm, so that the untreated PET film of Comparative Example 1 It was found to be significantly lower than that. Moreover, in the case of the untreated PET film of Comparative Example 1, it was confirmed that part of the film was peeled off after exposure at 80°C, and it was confirmed that the difference in thickness before and after exposure significantly increased by 4 times or more compared to the multilayer film of Example 1.

Claims (22)

A coating composition containing an aromatic compound having a repeating unit represented by the following Formula 1 and the following Formula 2:
[Formula 1]

[Formula 2]

In the above formula,
A is

Is,
Here, R ₁ and R ₂ are each independently hydrogen, a hydroxy group, -OR (wherein R is a C _1-10 alkyl group or a C _6-10 aryl group), a C _1-5 alkyl group, a C _6-10 aryl group, A nitro group (-NO ₂ ), -NR'R" (wherein R'and R" are each independently hydrogen or a C _1-5 alkyl group) or a halogen element;
B is

,

And

It is selected from the group consisting of,
Here, R ₃ and R ₄ are each independently hydrogen, a hydroxy group, -OR (wherein R is a C _1-10 alkyl group or a C _6-10 aryl group), a C _1-5 alkyl group, a C _6-10 aryl group, A nitro group (-NO ₂ ), -NR'R" (wherein R'and R" are each independently hydrogen or a C _1-5 alkyl group) or a halogen element;
X is -CH ₂ -or

Is,
Here, R ₅ is hydrogen, a hydroxy group, -OR (wherein R is a C _1-10 alkyl group or a C _6-10 aryl group), a C _1-5 alkyl group, a C _6-10 aryl group, a nitro group (-NO ₂ ), -NR'R" (wherein R'and R" are each independently hydrogen or a C _1-5 alkyl group) or a halogen element;
m and n represent the molar fraction of the repeating unit represented by Formula 1 and Formula 2, and m+n=1. The method of claim 1,
The aromatic compound has a weight average molecular weight of 1,000 g / mol or more to 30,000 g / mol or less, a coating composition. The method of claim 2,
The aromatic compound has a weight average molecular weight of 1,000 g/mol or more to less than 10,000 g/mol, and m and n are 0.25≦m≦0.5 and 0.5≦n≦0.75, respectively. The method of claim 2,
The aromatic compound has a weight average molecular weight of 10,000 g/mol or more and 30,000 g/mol or less, and m and n are 0.75≦m≦0.95 and 0.05≦n≦0.25, respectively. The method of claim 1,
R ₁ and R ₂ are each independently hydrogen or a hydroxy group,
R ₃ and R ₄ are each independently hydrogen, a hydroxy group or -OR (wherein R is a C _1-10 alkyl group),
R ₅ is hydrogen, the coating composition. The method of claim 1,
A is

ego,
B is

,

or

Is,
X is -CH ₂ -or

Phosphorus, a composition for coating. The method of claim 1,
The composition further comprises an acrylate-based resin or an epoxy-based resin, a coating composition. The method of claim 7,
The acrylate resin is butyl acrylate, methyl methacrylate, hydroxyethyl acrylate, ethylhexyl acrylate, glycidyl methacrylate, urethane acrylate, epoxy acrylate And a coating composition comprising at least one compound selected from the group consisting of a mixture thereof. The method of claim 7,
The epoxy-based resin comprises at least one compound selected from the group consisting of bisphenol F-type epoxy, bisphenol A-type epoxy, phenol novolac-type epoxy, cresol novolac-type epoxy, and mixtures thereof. The method of claim 7,
The composition comprises 1 to 30% by weight of the aromatic compound and 70 to 99% by weight of acrylate-based resin or epoxy-based resin based on the total weight of the composition, a coating composition. The method of claim 1,
The composition is methyl ethyl ketone (MEK), ethyl lactate (EL), ethyl acetate (EA), γ-butyrolactone (GBL), toluene, chloroform, propylline glycol monoethyl ether (PGME), propylene glycol monomethyl Ether acetate (PGMEA), and a coating composition further comprising a solvent selected from the group consisting of a mixture thereof. Base film; And
A multilayer film comprising a coating layer formed from the coating composition according to any one of claims 1 to 11. The method of claim 12,
A first coating layer formed on one surface of the base film; And
A multilayer film comprising a second coating layer formed on the other surface of the base film. The method of claim 12,
The base film is polyethylene terephthalate, polybutylene terephthalate, polycyclohexane terephthalate, polyethylene naphthalate, polyethylene, polypropylene, polymethylpentene, nylon 6, nylon 66, vinylidene fluoride, polystyrene, polyimide, polyvinyl Alcohol, polyvinyl chloride, triacetyl cellulose And, a multilayer film comprising at least one compound selected from the group consisting of a mixture thereof. The method of claim 13,
The base film has a thickness of 10 to 500 μm, a multilayer film. The method of claim 13,
The first coating layer has a thickness of 0.1 to 50 ㎛, the second coating layer has a thickness of 0.1 to 50 ㎛, multilayer film. The method of claim 12,
The coating layer is formed by a bar coating, spin-on-coating, slit coating or spray coating method. The method of claim 12,
When the multilayer film is heat-treated at 150° C. for 60 minutes, the base film has a heat shrinkage of 0.5 to 1.3%. The method of claim 12,
A multilayer film having a thickness variation of less than 1 μm when the multilayer film is heat-treated at 150° C. for 60 minutes. The method of claim 12,
When the multilayer film is heat-treated at 150° C. for 60 minutes, peeling does not occur between the base film and the coating layer. The method of claim 12,
When the multilayer film is supported at 80° C. for 20 minutes in hot water, the difference between the thickness of the multilayer film after support and the thickness of the multilayer film before support is less than 1 μm. (1) forming a first coating layer by coating the coating composition according to any one of claims 1 to 11 on one surface of a base film and then heat treatment; And
(2) A method of manufacturing a multilayer film comprising the step of forming a second coating layer by coating the coating composition on the other surface of the base film and then heat treatment.