KR20170096883A - Gas barrier film and method for producing the same - Google Patents

Gas barrier film and method for producing the same Download PDF

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KR20170096883A
KR20170096883A KR1020160018708A KR20160018708A KR20170096883A KR 20170096883 A KR20170096883 A KR 20170096883A KR 1020160018708 A KR1020160018708 A KR 1020160018708A KR 20160018708 A KR20160018708 A KR 20160018708A KR 20170096883 A KR20170096883 A KR 20170096883A
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layer
inorganic
organic
group
gas barrier
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KR101798750B1 (en
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박준우
엄상열
이광회
구본재
이혜리
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도레이첨단소재 주식회사
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/18—Layered products comprising a layer of synthetic resin characterised by the use of special additives
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
    • B32B7/04—Interconnection of layers
    • B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B9/00—Layered products comprising a layer of a particular substance not covered by groups B32B11/00 - B32B29/00
    • B32B9/04—Layered products comprising a layer of a particular substance not covered by groups B32B11/00 - B32B29/00 comprising such particular substance as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B9/045—Layered products comprising a layer of a particular substance not covered by groups B32B11/00 - B32B29/00 comprising such particular substance as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B38/00—Ancillary operations in connection with laminating processes
    • B32B2038/0052—Other operations not otherwise provided for
    • B32B2038/0076—Curing, vulcanising, cross-linking
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00—Properties of the layers or laminate
    • B32B2307/70—Other properties
    • B32B2307/724—Permeability to gases, adsorption
    • B32B2307/7242—Non-permeable
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2307/00—Properties of the layers or laminate
    • B32B2307/70—Other properties
    • B32B2307/724—Permeability to gases, adsorption
    • B32B2307/7242—Non-permeable
    • B32B2307/7246—Water vapor barrier
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2310/00—Treatment by energy or chemical effects
    • B32B2310/08—Treatment by energy or chemical effects by wave energy or particle radiation
    • B32B2310/0806—Treatment by energy or chemical effects by wave energy or particle radiation using electromagnetic radiation
    • B32B2310/0831—Treatment by energy or chemical effects by wave energy or particle radiation using electromagnetic radiation using UV radiation

Abstract

The present invention relates to a gas barrier film and a method for producing the same. The gas barrier film has excellent gas barrier properties to improve adhesion between an inorganic layer and an organic layer without a major influence on surface properties of the inorganic layer, has excellent adhesion with other organic matters forming a display through introduction of surface modified layers and has excellent processability and handling properties by having improved slipping properties through introduction of the fine bump shape on the surface.

Description

FIELD OF THE INVENTION [0001] The present invention relates to a gas barrier film,

A gas barrier layer is laminated on a substrate to prevent deterioration due to oxygen and moisture, and an excellent adhesion property with other organic substances is introduced by continuously stacking the organic and inorganic adhesion layers and the surface modification layer, To an excellent gas barrier film and a method of manufacturing the same.

2. Description of the Related Art Generally, a gas barrier film for a display is increasingly required according to development of a display technology using an organic light emitting diode (OLED), an inorganic light emitting material (QD), an organic light emitting diode (OD) Since the gas barrier film for display generally requires a high gas barrier property, the organic film layer and the inorganic layer are alternately stacked on the flexible film substrate to form a multilayer structure. In such a multilayered gas barrier film, the inorganic layer plays a substantial role in blocking the gas, and the organic layer has a function of improving the adhesion between the substrate and the inorganic layer, and improving cracks and pinholes in the inorganic layer And serves to improve the barrier property of the buried gas.

The gas barrier film of the multilayer structure has an advantage that a desired level of barrier property can be obtained by controlling the number of the inorganic layer and the organic layer, and the configuration is simple. In order to achieve a structure in which the organic layer and the inorganic layer of the gas barrier film are alternately laminated, the adhesion between the layers must be ensured.

Further, when an inorganic layer is formed, water molecules are adsorbed on the surface of the inorganic layer to generate a natural hydroxy group, and a metal alkoxide component such as a silane coupling agent is applied to the organic layer component to secure the adhesion between the inorganic layer and the organic layer.

However, when the metal alkoxide component alone is used as a component for securing the adhesion with the inorganic layer, a reactive group capable of inducing a reaction with the metal alkoxide component on the surface of the inorganic layer, for example, If the group is insufficient, the organic layer may be detached from the inorganic layer due to insufficient adhesive force with the organic layer. In order to use the barrier film as a display structure, the barrier layer must be bonded to other organic materials constituting the display. Generally, the organic layer or the inorganic layer on the uppermost layer of the barrier film adhered to the organic material has a low surface reactivity, And the surface smoothness of the uppermost layer is so high that the slidability is insufficient and static electricity is generated during production or processing of the film and foreign matter can be easily introduced and the air layer that can flow during film winding can not be removed due to blocking phenomenon, There is a problem that the appearance of the film is deteriorated in the form of a dent or the like.

Korean Patent Publication No. 10-2013-0091281

SUMMARY OF THE INVENTION The present invention has been made to solve the above-mentioned problems, and an object of the present invention is to provide a display device having excellent gas barrier properties and capable of improving adhesion between an inorganic layer and an organic layer without greatly affecting surface characteristics of the inorganic layer, A gas barrier film excellent in adhesion to other organic materials and having improved slidability and excellent processability and handling properties, and a process for producing the same.

These and other objects and advantages of the present invention will become more apparent from the following description of a preferred embodiment thereof.

The object of the present invention is achieved by a method of manufacturing a semiconductor device, comprising the steps of: laminating a substrate, an inorganic gas barrier layer, an organic adhesive layer and a surface modifying layer in this order, wherein the organic / inorganic adhesive layer comprises polyfunctional acrylate, phosphoric acid (meth) acrylate, , And the surface modifying layer comprises a polyfunctional acrylate, a photopolymerization initiator, and an inorganic particle.

Here, the (meth) acrylic acid phosphate is a compound having a (meth) acrylate group and a functional group derived from phosphoric acid or phosphoric acid.

Preferably, the phosphoric acid (meth) acrylate has a structure represented by the following general formula (1)

(Formula 1)

Figure pat00001

Wherein R is

Figure pat00002
, R 1 is H or CH 3 , and R 2 is
Figure pat00003
,
Figure pat00004
,
Figure pat00005
,
Figure pat00006
,
Figure pat00007
or
Figure pat00008
M is an integer of 1 to 10, and n is 1 or 2.

Preferably, the size of the inorganic particles is more than 50 nm but less than 1,000 nm.

Preferably, the silane-based compound comprises at least one functional group selected from the group consisting of a vinyl group, an epoxy group, a methacryloxy group, an acryloxy group, an amino group and an isocyanate group.

Preferably, the surface of the surface modification layer comprises a functional group capable of reacting with an organic substance.

Preferably, the functional group capable of reacting with the organic material includes at least one selected from the group consisting of a hydroxyl group, a carboxyl group, an acryl group, an isocyanate group, an amine group, an amide group, a urea group, an epoxy group and a thiol group .

Preferably, the thickness of the surface modification layer is more than 0.01 占 퐉 and less than 10 占 퐉.

Preferably, the surface roughness (Ra) of the surface modification layer is more than 5 nm but less than 50 nm.

Preferably, the gas barrier film has a water vapor transmission rate of 0.3 g / m 2 / day or less.

The above object can also be achieved by a method of manufacturing a semiconductor device, comprising: a first step of preparing a substrate; A second step of forming an inorganic gas barrier layer on one side of the substrate; A third step of forming an organic / inorganic adhesive layer on the inorganic gas barrier layer; And a fourth step of forming a surface modifying layer on the organic / inorganic hybrid adhesive layer.

Here, the organic-inorganic hybrid adhesive layer and the surface modification layer are applied through a forming process, and are cured in an environment where the oxygen concentration in the air is 15% or more.

Preferably, the surface modification layer is Ÿ ‡ is applied through the boot process, characterized in that the photo-curing by UV light having a light amount Graph of less than 40mJ / cm 2 less than 500 mJ / cm 2.

Preferably, the organic / inorganic hybrid adhesive layer is applied on the inorganic gas barrier layer and thermally cured and photo-cured.

Preferably, the surface modification layer is coated on the organic / inorganic hybrid adhesive layer and then thermally cured or photo-cured.

According to the present invention, it is possible to improve the adhesion between the inorganic layer and the organic layer without having a great effect on the surface characteristics of the inorganic layer and having an excellent gas barrier property.

Further, the present invention has an effect such that the adhesion of the surface modifying layer to other organic materials constituting the display is excellent, and the slidability is improved by introducing the fine concavo-convex shape on the surface, and the processability and handling property are excellent.

However, the effects of the present invention are not limited to the above-mentioned effects, and other effects not mentioned can be clearly understood by those skilled in the art from the following description.

BRIEF DESCRIPTION OF THE DRAWINGS Fig. 1 is a schematic cross-sectional view of a gas barrier film according to a preferred embodiment of the present invention. Fig.

Hereinafter, the present invention will be described in detail with reference to embodiments and drawings of the present invention. It will be apparent to those skilled in the art that these embodiments are provided by way of illustration only for the purpose of more particularly illustrating the present invention and that the scope of the present invention is not limited by these embodiments .

Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. In case of conflict, the present specification, including definitions, will control. Also, although methods and materials similar or equivalent to those described herein can be used in the practice or testing of the present invention, suitable methods and materials are described herein.

1 is a sectional schematic view of a gas barrier film 100 according to a preferred embodiment of the present invention in which a substrate 101, an inorganic gas barrier layer 102, an organic adhesive layer 103 and a surface modification layer are sequentially laminated .

1. A substrate 101,

In the gas barrier film 100 according to the preferred embodiment of the present invention, it is preferable that the substrate 101 has a high light transmittance and a low haze value for use as a display device. For example, the light transmittance at a wavelength of 400 to 800 nm is preferably 40% or more, more preferably 60% or more, and the haze value is preferably 5% or less, more preferably 3% or less. When these conditions are not satisfied, the sharpness of the image tends to be lacking when used as the display member. In order to exhibit such effects, the upper limit of the light transmittance is about 99.5%, and the lower limit of the haze value is about 0.1%.

The material of the substrate 101 is not particularly limited as long as it satisfies the above-mentioned conditions, and can be appropriately selected from resin materials used for known plastic substrate films. Examples of such a resin material include resins selected from ester, ethylene, propylene, diacetate, triacetate, styrene, carbonate, methylpentene, sulfone, ether ethyl ketone, imide, fluorine, nylon, acrylate and alicyclic olefin A polymer or a copolymeric polymer having one of the constituent units can be used. Among these resins, a polymer or a copolymer polymer having one constituent unit selected from an ester type such as polyethylene terephthalate, an acetate type such as triacetyl cellulose and an acrylate type such as polymethyl methacrylate is preferable, They are excellent in transparency, strength and uniformity of thickness.

Particularly, a base film made of a polymer having an ester system as a constituent unit is particularly preferable in terms of transparency, haze value, and mechanical properties. Examples of such polyester resins include polyethylene terephthalate, polyethylene-2,6-naphthalate, polybutylene terephthalate, polyethylene-a,? -Bis (2-chlorophenoxy) ethane-4,4'-dicarboxyl And the like. These polyesters may also be copolymerized if the other dicarboxylic acid component or diol component is 20 mol% or less. Among them, polyethylene terephthalate is particularly preferable when it is judged comprehensively with regard to quality, economical efficiency and the like. These constituent resin components may be used alone or in combination of two or more.

The thickness of the substrate 101 is not particularly limited, but is usually 5 to 800 占 퐉, preferably 10 to 250 占 퐉 in terms of transparency, haze value, and mechanical properties. Further, two or more films may be bonded by a known method.

The plastic substrate 101 may be subjected to various surface treatments, for example, corona discharge treatment, glow discharge treatment, flame treatment, etching treatment, roughening treatment or the like. Further, in order to promote the adhesion, a coating of a primer layer, for example, a polyurethane, polyester, polyester acrylate, polyurethane acrylate, polyepoxyacrylate, titanate compound , A high refractive index hard coat layer may be formed. Particularly, when a primer is applied to a composition comprising a copolymer obtained by crosslinking an acrylic compound with a hydrophilic group-containing polyester resin and a crosslinking agent, adhesion is improved and durability such as heat resistance and water resistance is excellent, Do.

2. The inorganic gas barrier layer (102)

In the gas barrier film 100 according to the preferred embodiment of the present invention, the inorganic gas barrier layer 102 formed on one surface of the substrate 101 prevents permeation of oxygen and moisture, And functions to suppress deterioration of components.

The inorganic gas barrier layer 102 may be formed from a variety of materials such as metals, metal oxides, metal nitrides, metal carbides, or metal oxynitrides. The inorganic gas barrier layer may be, for example, a metal consisting of Si, Al, Ti, Zr, or Ta, a metal oxide, a metal nitride, or a metal oxynitride, but is not limited thereto and is preferably silicon oxide or aluminum oxide Do.

The inorganic gas barrier layer may be formed by a variety of methods including, for example, sputtering, electron beam evaporation, chemical vapor deposition (CVD), plasma enhanced chemical vapor deposition or plating, It is preferable to use a deposition (CVD) method.

The thicker the inorganic gas barrier layer, the better the gas barrier property. However, if the thickness of the inorganic gas barrier layer is increased beyond a certain thickness, the optical characteristics may deteriorate and the flexibility may be lowered to cause cracks. Therefore, the thickness of the inorganic gas barrier layer may be, for example, 5 to 200 nm, particularly preferably 5 to 100 nm.

3. The organic / inorganic hybrid adhesive layer 103

In the gas barrier film 100 according to the preferred embodiment of the present invention, the organic / inorganic adhesive layer 103 laminated on the inorganic gas barrier layer 102 provides adhesion between the inorganic gas barrier layer and the organic material layer, And functions to protect the inorganic gas barrier layer. The organic / inorganic hybrid adhesive layer 103 is formed by applying a composition containing a silane compound, phosphoric acid (meth) acrylate, polyfunctional acrylate, and photopolymerization initiator and then curing.

There is no particular limitation on the method of applying the composition of the organic / inorganic adhesive layer to the inorganic gas barrier layer 102, and any method of applying the coating process commonly used in the art can be used. Preferably, , Gravure coating, reverse roll coating and the like can be used.

The inorganic or organic gas barrier layer 102 is coated with the composition of the organic / inorganic adhesive layer and is formed by curing. The organic / inorganic adhesive layer is formed by thermal curing at a certain temperature and photo curing under irradiation of ultraviolet rays. Practically, It is preferable, but not limited, to apply photocuring after the process. At this time, photo-curing is performed in an atmosphere having an oxygen concentration of 15% or more in the air. In order to improve the degree of curing of the surface of the organic / inorganic adhesive layer, an inert gas such as an inert gas, When the reaction proceeds, the reactive acrylate functional groups remaining on the surface of the organic / inorganic adhesive layer after the curing are completely eliminated, so that the reaction with the acrylate component of the surface modification layer formed adjacent to the organic / inorganic adhesive layer becomes impossible, So that it is not preferable.

Next, constituent components of the organic / inorganic hybrid adhesive layer will be described in detail.

3-1. Silane compound

The silane-based compound of the present invention functions to give adhesion to the inorganic gas barrier layer. Generally, when an inorganic layer such as an inorganic gas barrier layer is formed, water molecules are adsorbed on the surface of the inorganic layer to generate a natural hydroxy group, and a metal alkoxide component such as a silane coupling agent such as a silane coupling agent is applied to the organic layer component , The adhesion between the inorganic layer and the organic layer can be ensured by the hydration reaction of the alkoxide component and the condensation reaction with the hydroxyl group on the surface of the inorganic layer.

The silane compound contained in the composition of the organic / inorganic adhesive layer is a silane containing a functional group consisting of a vinyl group, an epoxy group, a methacryloxy group, an acryloyl group, an amino group and an isocyanate group, and examples thereof include vinyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, 3-clicydoxypropyltrimethoxysilane, 3- Acryloxypropylmethyldimethoxysilane, 3-methacryloxypropylmethyldiethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropyltriethoxysilane, 3-acryloxypropyltrimethoxysilane, (aminoethyl) -3-aminopropyltriethoxysilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltrimethoxysilane, n-2- tree Silane may be a 3-isocyanate may be a monomolecular form, such as a propyl triethoxysilane, these silanes have at least one oligomeric or polymeric form or more combinations. The composition of the organic / inorganic adhesive layer may contain these silane compounds either individually or in combination of two or more.

The composition of the organic / inorganic adhesive layer may further include an acid as a catalyst for promoting the hydrolysis reaction of the silane compound. The acid includes, for example, hydrochloric acid, nitric acid, sulfuric acid, formic acid, acetic acid, and the like, but is not limited thereto.

3-2. Phosphoric acid (meth) acrylate

The phosphoric acid (meth) acrylate of the present invention functions to improve the adhesion with the inorganic gas barrier layer. When the silane-based compound is used alone as a component for securing the adhesion with the inorganic layer, when the reactive group capable of inducing the reaction with the silane-based compound on the surface of the inorganic layer due to the processing conditions of the inorganic layer, for example, The bonding force between the gas barrier layer 102 and the organic / inorganic bonding layer 103 is insufficient due to the lack of the adhesion force induced by the hydration reaction and the condensation reaction. The phosphoric acid (meth) acrylate component is capable of reacting with a polyfunctional acrylate which acts as a binder of the organic / inorganic bonding layer 103 due to the acrylate functional group by inducing hydrogen bonding with a polar component on the surface of the inorganic layer And the anchor function can be performed while complementing the adhesive force.

The phosphoric acid (meth) acrylate may include a compound having a (meth) acrylate group and a functional group derived from phosphoric acid or phosphoric acid. Examples of the phosphoric acid (meth) acrylate include acid phosphoxyethyl (meth) acrylate, phosphosoxypropyl (meth) acrylate or bis (2- (meth) acryloyloxyethyl) Phosphate. These phosphoric acid (meth) acrylates may be used alone or in combination of two or more, but are not limited thereto.

(Formula 1)

Figure pat00009

Wherein R is

Figure pat00010
, R 1 is H or CH 3 , and R 2 is
Figure pat00011
,
Figure pat00012
,
Figure pat00013
,
Figure pat00014
,
Figure pat00015
or
Figure pat00016
M is an integer of 1 to 10, and n is 1 or 2.

3.3. Polyfunctional acrylate

The polyfunctional acrylate added to the composition of the organic / inorganic adhesive layer 103 of the present invention serves to protect the inorganic gas barrier layer 102 as a binder for forming the organic / inorganic adhesive layer 103. The multifunctional acrylate compound is photo-cured by radicals formed by ultraviolet irradiation, and the film formed thereby improves the solvent resistance and hardness, so that it is possible to protect the inorganic gas barrier layer located below.

Polyfunctional acrylates include reactive acrylate oligomer groups consisting of urethane acrylate oligomers, epoxy acrylate oligomers, polyester acrylates, and polyether acrylates; And dipentaerythritol hexaacrylate, dipentaerythritol hydroxy pentaacrylate, pentaerythritol tetraacrylate, pentaerythritol triacrylate, trimethylene propyl triacrylate, propoxylated glycerol triacrylate, trimethyl propane ethoxy tri Functional acrylate monomers consisting of acrylate, 1,6-hexanediol diacrylate, propoxylated glycerol triacrylate, tripropylene glycol diacrylate, and ethylene glycol diacrylate. . ≪ / RTI >

If necessary, a monofunctional acrylate may be further mixed and used. Specific examples of monofunctional acrylates include methyl (meth) acrylate, n-butyl (meth) acrylate, polyester (meth) acrylate, lauryl (meth) acrylate, hydroxyethyl And hydroxypropyl (meth) acrylate. These monomers may be used singly or in combination of two or more of them with a polyfunctional acrylate, but are not limited thereto.

3.4. Photopolymerization initiator

The photopolymerization initiator added to the composition of the organic / inorganic adhesive layer (103) of the present invention is decomposable by ultraviolet rays and functions to initiate the reaction of the ultraviolet curable resin.

The photopolymerization initiator to be used in the present invention is not particularly limited and may be selected from the group consisting of benzophenones, acetophenones, hydroxycyclohexyl phenyl ketones, thioxanthones, dibenzyl disulfites, diethyl oxides, triphenyl biimidazoles, N, N-methyl aminobenzoate, or two or more thereof.

Further, the composition of the organic / inorganic adhesive layer can be applied to the inorganic gas barrier layer 102 by diluting it with a suitable solvent. The solvent used in the composition of the organic / inorganic adhesive layer may be a ketone, ester, aliphatic hydrocarbon, halogenated hydrocarbon, aromatic hydrocarbon, amine, water, alcohol or the like, And particularly preferably toluene, methyl ethyl ketone, methyl isobutyl ketone, propylene glycol monoethyl ether, and cyclohexanone. These solvents may be used singly or in combination of two or more.

4. Surface modification layer 104

In the gas barrier film 100 according to the preferred embodiment of the present invention, the surface modification layer 104 formed adjacent to the upper portion of the organic / inorganic adhesive layer 103 is preferably adhered to the organic / inorganic adhesive layer, It has excellent adhesion with other organic materials and has a function of improving workability and handling by imparting slip characteristics to the surface. The surface modifying layer 104 is formed by applying a composition containing a polyfunctional acrylate, a photopolymerization initiator, and inorganic particles, followed by curing.

There is no particular limitation on the method of applying the composition of the surface modifying layer to the organic / inorganic hybrid adhesive layer 103, and any method of applying the working step conventionally used in the art can be used. Preferably, Gravure coating, reverse roll coating and the like can be used.

The surface modifying layer 104 is formed by applying a composition of the surface modifying layer onto the organic / inorganic adhesive layer 103 and then curing. After the drying, the surface modifying layer is formed by photo-curing by ultraviolet irradiation. At this time, photocuring is performed in an atmosphere having an oxygen concentration of 15% or more in the air. In order to improve the degree of curing of the surface modification layer, an inert gas such as an inert gas, for example, The functional groups capable of reacting with organic substances disappear on the surface of the surface modification layer after curing, so that the adhesion of the display with other organic materials becomes impossible, which is not preferable. In addition, the surface modification layer may be formed in the photo-curing UV light intensity Graph of less than 40mJ / cm 2 greater than 500mJ / cm 2. In this case, when the photocuring is performed at a red light intensity of 40 mJ / cm 2 or less, the surface hardening degree of the surface modification layer is insufficient and the coating layer becomes unstable and contaminated. When the photocuring is performed at an ultraviolet light quantity of 500 mJ / cm 2 or more, The functional groups capable of reacting with the organic substances become insufficient and the adhesion of the display with other organic materials is lowered.

Next, the composition of the surface modifying layer will be described in detail.

4-1. Polyfunctional acrylate

The polyfunctional acrylate added to the composition of the surface modification layer 104 of the present invention is a binder for forming the surface modification layer 104 and functions to improve adhesion of the display with other organic materials. The polyfunctional acrylate compound is characterized in that it is photo-cured by a radical formed by ultraviolet irradiation.

Polyfunctional acrylates include reactive acrylate oligomer groups consisting of urethane acrylate oligomers, epoxy acrylate oligomers, polyester acrylates, and polyether acrylates; And dipentaerythritol hexaacrylate, dipentaerythritol hydroxy pentaacrylate, pentaerythritol tetraacrylate, pentaerythritol triacrylate, trimethylene propyl triacrylate, propoxylated glycerol triacrylate, trimethyl propane ethoxy tri Functional acrylate monomers consisting of acrylate, 1,6-hexanediol diacrylate, propoxylated glycerol triacrylate, tripropylene glycol diacrylate, and ethylene glycol diacrylate. . ≪ / RTI >

If necessary, a monofunctional acrylate may be further mixed and used. Specific examples of monofunctional acrylates include methyl (meth) acrylate, n-butyl (meth) acrylate, polyester (meth) acrylate, lauryl (meth) acrylate, hydroxyethyl And hydroxypropyl (meth) acrylate. These monomers may be used singly or in combination of two or more of them with a polyfunctional acrylate, but are not limited thereto.

4-2. Photopolymerization initiator

The photopolymerization initiator added to the composition of the surface modification layer 104 of the present invention is decomposable by ultraviolet rays and has a function of initiating the reaction of the ultraviolet curable resin.

The photopolymerization initiator to be used in the present invention is not particularly limited and may be selected from the group consisting of benzophenones, acetophenones, hydroxycyclohexyl phenyl ketones, thioxanthones, dibenzyl disulfites, diethyl oxides, triphenyl biimidazoles, N, N-methyl aminobenzoate, or two or more thereof.

4-3. Inorganic particle

The inorganic particles to be added to the composition of the surface modification layer 104 of the present invention function to improve workability and handling by imparting slip characteristics by forming fine irregularities on the surface of the cured resin layer. The inorganic particles for realizing such a purpose are preferably at least one selected from the group consisting of metal oxide or clay composed of silica, alumina and zirconium oxide, and most preferred examples are silica particles But is not limited to this. The inorganic particles can also be surface-treated with an organic compound such as a silane coupling agent, a polyol, an alkylol amine, or a titanate coupling agent, for facilitating dispersion of the inorganic particles.

At this time, the inorganic particles are not particularly limited, and any of spherical, cubic, spindle-shaped, and indefinite shapes can be used.

And the size of the inorganic particles is more than 50 nm but less than 1,000 nm. In this case, when the size of the inorganic particles is 50 nm or less, it is difficult to realize the surface irregularities and the slidability is not sufficient. When the particle size is 1,000 nm or more, light is scattered on the particles,

The composition of the surface modifying layer may be diluted with an appropriate solvent and applied onto the organic / inorganic adhesive layer 103. The solvent used in the composition of the surface modifying layer may be a ketone, ester, aliphatic hydrocarbon, halogenated hydrocarbon, aromatic hydrocarbon, amine, water, alcohol or the like, And particularly preferably toluene, methyl ethyl ketone, methyl isobutyl ketone, propylene glycol monoethyl ether, and cyclohexanone. These solvents may be used singly or in combination of two or more.

In the gas barrier film 100 according to the preferred embodiment of the present invention, the surface of the surface modification layer has a functional group capable of reacting with organic matter. That is, when the polyfunctional acrylate constituting the surface modifying layer is UV cured to form a layer, some acrylate functional groups not participating in the UV reaction remain on the surface, and these functional groups react with the organic substances located in the upper layer. The functional group capable of reacting with the organic material may include at least one member selected from the group consisting of a hydroxyl group, a carboxyl group, an acryl group, an isocyanate group, an amine group, an amide group, a urea group, an epoxy group and a thiol group.

The thickness of the surface modifying layer is preferably more than 0.01 탆 and less than 10 탆, and if the thickness is 0.01 탆 or less, it is difficult to completely coat the organic / inorganic adhesive layer and the surface hardness due to the light curing is insufficient, If it is 10 μm or more, light is scattered due to an increase in the number of inorganic fine particles, and sharpness deteriorates, resulting in decreased visibility. Thus, the surface roughness (Ra) of the surface modification layer satisfies a value of more than 5 nm but less than 50 nm.

A method of manufacturing a gas barrier film according to another aspect of the present invention includes the steps of preparing a substrate, a second step of forming an inorganic gas barrier layer on one surface of the substrate, a step of forming an organic adhesive layer on the inorganic gas barrier layer A third step and a fourth step of forming a surface modification layer on the organic / inorganic hybrid adhesive layer. Other methods for producing the gas barrier film are as described above.

The water vapor transmission rate of the gas barrier film according to one aspect of the present invention is preferably 0.3 g / m 2 / day or less and 0.1 g / m 2 / day or less.

Hereinafter, the structure and effect of the present invention will be described in more detail with reference to examples and comparative examples. However, this embodiment is intended to explain the present invention more specifically, and the scope of the present invention is not limited to these embodiments.

≪ Example 1 >

Step 1: The inorganic gas barrier layer (102)

A polyethylene terephthalate (PET) film (U48, thickness: 100 mu m) was used as a transparent substrate, and an 85 nm thick silicon oxide (SiOx) film was formed on the upper surface of the film by sputtering to form an inorganic gas barrier layer.

Step 2: The organic / inorganic hybrid adhesive layer 103

, 62.5 weight% of polyfunctional acrylate (DSM-AGI product, AGISYNTM2884), 25 weight% of phosphoric acid (meth) acrylate (SK CYTEC product, HS-100) and 12.5 weight of silane coupling agent (KBM-403 from Shin- , 3 parts by weight of a photopolymerization initiator (product of Ciba Specialty Chemicals, I-184) was added to 100 parts by weight of a solid content of the resin composition consisting of a mixture of methyl ethyl ketone and propylene glycol monoethyl ether in a weight ratio of 2: And stirred to prepare a composition of the organic / inorganic adhesive layer so that the total solid concentration was 40% by weight.

The Graph amount of the bar coating was heat cured for 2 minutes at 120 ℃ and then, a high pressure mercury UV lamp in a normal environment, the oxygen concentration is 21% of the air of the composition of the inorganic adhesive layer on the top surface inorganic gas barrier layer 500mJ / cm 2 And a photo-curing treatment was conducted to form a 1 m organic / inorganic adhesive layer.

Step 3: The surface modification layer 104

80 parts by weight of a resin composition consisting of 80% by weight of a polyfunctional acrylate 1 (DSM-AGI product, AGISYNTM2884) and 20% by weight of a polyfunctional acrylate 2 (DSM-AGI product, AGISYNTM2811) 2 parts by weight of a silica particle (product of I-184, manufactured by Chemicals), 3 parts by weight of silica particles having an average size of 100 to 200 nm (Nippon Catalyst, KE E10) The mixture was diluted with a mixed solvent and stirred to prepare a composition of the surface modification layer so that the total solid concentration was 40% by weight.

The Graph quantities of the surface a bar of the composition of the modified layer in the organic-inorganic adhesion layer top surface coating and then was at 80 ℃ dried for 1 minute, high-pressure mercury in the general environment, the oxygen concentration is 21% of the air UV lamp of 250mJ / cm 2 Lt; / RTI > and subjected to photo-curing treatment to form a 1 占 퐉 surface-modifying layer.

≪ Example 2 >

A gas-barrier film was prepared in the same manner as in Example 1 except that an aluminum oxide (Al 2 O 3 ) film was deposited to a thickness of 90 nm by chemical vapor deposition (CVD) instead of silicon oxide as an inorganic gas barrier layer.

≪ Example 3 >

(KBE-403 manufactured by Shin-Etsu Co., Ltd.) instead of 12.5 wt% of a silane coupling agent (Shin-Etsu product, KBM-403) in the organic adhesive layer composition of Example 1 A gas barrier film was prepared in the same manner as in Example 1 except that 3 parts by weight of a photopolymerization initiator was added to 97.5 parts by weight of a solid content.

<Example 4>

Except that 80% by weight of polyfunctional acrylate 1 (DSM-AGI product, AGISYNTM2884) and 20% by weight of multifunctional acrylate 2 (DSM-AGI product, AGISYNTM2811) in the composition of the surface modification layer in Example 1 were replaced with polyfunctional acrylate 1) (DSM-AGI product, AGISYNTM2884)), and 45% by weight of polyfunctional acrylate 3 (product of SK CYTEC, DPHA) was used.

&Lt; Comparative Example 1 &

A gas-impermeable film was prepared in the same manner as in Example 1 except that 3 parts by weight of a photopolymerization initiator was added to 87.5 parts by weight of the solid content of the resin composition to which no silane coupling agent was added in the composition of the organic / inorganic adhesive layer.

&Lt; Comparative Example 2 &

(85 parts by weight) of a resin composition composed of 10% by weight of phosphoric acid instead of 25% by weight of phosphoric acid (meth) acrylate (SK-CYTEC product, HS-100) in the composition of the organic- A gas barrier film was prepared in the same manner as in Example 1 except that 3 parts by weight of an initiator was added.

&Lt; Comparative Example 3 &

A gas barrier film was prepared in the same manner as in Example 1, except that the surface modification layer was not formed.

&Lt; Comparative Example 4 &

A gas-impermeable film was prepared in the same manner as in Example 1, except that the composition of the organic / inorganic adhesive layer and the composition of the surface-modifying layer was not added with a photopolymerization initiator.

&Lt; Comparative Example 5 &

In Example 1, the composition of the organic / inorganic adhesive layer was coated on the upper surface of the inorganic gas barrier layer and then thermally cured at 120 DEG C for 2 minutes. Then, in the environment of oxygen concentration of 0.1% in a nitrogen atmosphere, Was irradiated under the condition of 500 mJ / cm &lt; 2 &gt;, a gas barrier film was produced in the same manner.

&Lt; Comparative Example 6 >

The composition of the surface modification layer was coated on the surface of the organic / inorganic adhesive layer in the same manner as in Example 1, and then dried at 80 DEG C for 1 minute. Thereafter, the ultraviolet light quantity of the high pressure mercury ultraviolet lamp was set to 600 mJ / cm &lt; 2 & gt ;, respectively.

&Lt; Comparative Example 7 &

The composition of the surface modification layer was coated on the upper surface of the organic / inorganic adhesive layer in the same manner as in Example 1 and dried at 80 DEG C for 1 minute. Thereafter, the ultraviolet light quantity of the high pressure mercury ultraviolet lamp was set to 250 mJ / cm &lt; 2 & gt ;, respectively.

&Lt; Comparative Example 8 >

3 parts by weight of silica particles having an average size of 1,300 to 1,800 nm (Nippon Catalyst, KE P150) in place of 3 parts by weight of silica particles having an average size of 100 to 200 nm (Japanese catalyst, KE E10) A gas barrier film was prepared in the same manner except that

&Lt; Comparative Example 9 &

A gas-impermeable film was prepared in the same manner as in Example 1, except that silica particles having an average size of 100 to 200 nm (Japanese Catalyst, KE E10) were not added.

&Lt; Comparative Example 10 &

A gas barrier film was produced in the same manner as in Example 1 except that the thickness of the surface modification layer was changed to 15 占 퐉 instead of 1 占 퐉.

Using the gas barrier films according to Examples 1 to 4 and Comparative Examples 1 to 10, physical properties were measured through the following experimental examples, and the results are shown in the following Tables 1 and 2.

[Experimental Example]

1. Water vapor permeability

The water vapor transmission rate (WVTR) of the gas barrier film was measured. The water vapor permeability was measured in the thickness direction of the film under conditions of 38 ° C., 24 hours, and 100% relative humidity using MOCON equipment, and the results are shown in Table 1.

2. Haze and transmission

The gas barrier film was measured for haze and permeability using a Nippon Denshoku NDH-5000.

3. Measurement of static friction coefficient (μ)

In order to quantify the slipperiness, the static friction coefficient (μ) was measured according to ASTM-1894 standard, and the results are shown in Table 1 below. At this time, if the value of the static friction coefficient (μ) is low, the slidability is excellent and the workability and handling property are easy. If the coefficient of static friction (μ) is high, the slidability is insufficient and the workability and handling property are not easy.

4. Arithmetic mean illuminance (Ra)

The surface roughness of the organic / inorganic adhesive layer or the surface modification layer of the films according to Examples and Comparative Examples was measured using an illuminance meter to measure the arithmetic average roughness (Ra).

5. Cross-Hatch Test

Adhesion was evaluated according to the following relative values according to the extent to which the coating surface was X-cut according to ASTM D3359-02 and then dropped off when the tape was applied vertically.

Evaluation standard

5B: 0%

4B: more than 0% and less than 5%

3B: 5% or more and less than 15%

2B: 15% or more and less than 35%

1B: 35% or more and less than 65%

0B: 65% or more

6. Organic Adhesion

A UV-A lamp (manufactured by Nippon Chemical Co., Inc., ND-938) was coated on the surface of the organic / inorganic adhesive layer or the surface modification layer of the film according to Examples and Comparative Examples, At an energy of 200 mJ / cm 2 as a red light to form an organic layer having a thickness of 30 탆.

Thereafter, the surface of the organic layer was X-cut according to ASTM D3359-02, and then the organic adhesive was evaluated with respect to the relative value (evaluation standard of Experimental Example 5) according to the degree to which the tape was attached and then dropped vertically.

Example One 2 3 4 Water vapor permeability (g / m 2 / day) 0.023 0.014 0.025 0.022 Haze (%) 0.61 0.53 0.64 0.70 Permeability (%) 91.51 91.32 91.62 91.56 Coefficient of static friction 0.2 0.2 0.2 0.2 Arithmetic mean illuminance (nm) 21 26 31 18 Adhesion between coating layers 5B 5B 5B 5B Organic Adhesion 5B 5B 5B 5B

As can be seen from Table 1, in the case of the gas barrier films according to Examples 1 to 4 of the present invention, the substrate, the inorganic gas barrier layer, the organic-inorganic bond layer, and the surface modification layer are sequentially formed, (Meth) acrylate, a silane compound, and a photopolymerization initiator. Since the surface modifying layer includes a polyfunctional acrylate and a photopolymerization initiator, the moisture permeability, optical properties, and adhesiveness to other organic materials are satisfactory , And it is confirmed that the slippery property is excellent and the workability and handling property are easy.

Comparative Example One 2 3 4 5 6 7 8 9 10 Moisture permeability
(g / m 2 / day) 0.028 0.023 0.024 - 0.025 0.024 0.023 0.026 0.025 0.023 Haze (%) 0.62 0.51 0.63 - 0.63 0.53 0.65 15.21 0.53 2.51 Permeability (%) 91.44 91.52 91.59 - 91.49 91.46 91.50 91.56 91.17 91.33 Coefficient of static friction 0.2 0.2 0.5 - 0.2 0.2 0.2 0.1 0.5 0.2 Arithmetic mean illuminance (nm) 35 31 2 - 41 32 28 521 3 27 Adhesion between coating layers 0B 1B 5B 0B 0B 5B 5B 5B 5B 5B Organic Adhesion 0B 0B 2B - 0B 2B 0B 5B 5B 5B

However, as can be seen from Table 2, in the case of Comparative Example 1 in which the silane compound was excluded, the adhesion between the inorganic gas barrier layer and the organic / inorganic adhesive layer was poor, and in Comparative Example where phosphoric acid was added instead of phosphoric acid (meth) 2, the adhesive force between the inorganic gas barrier layer and the organic / inorganic adhesive layer was insufficient, and in Comparative Example 3 in which the surface modifying layer was excluded, the slidability was poor and the adhesion of the organic material was insufficient, 4, it was impossible to measure the physical properties of the adhesive layer and the surface modification layer due to lack of photocuring. In Comparative Example 5 where the oxygen atmosphere was less than 15% in the case of the organic adhesive layer photo curing, The functional groups capable of reacting with the reforming layer are not left, so that the adhesion between the organic binder layer and the surface modification layer is poor.

In the case of Comparative Example 6 in which light curing was performed under ultraviolet ray curing conditions of 500 mJ / cm 2 or more when the surface modification layer was photocured and in Comparative Example 6 where light curing was performed in an environment where the oxygen concentration was less than 15% 7, in the case of Comparative Example 8 in which the functional groups capable of reacting with other organic layers were insufficient on the surface of the surface modifying layer and the inorganic modified particles were insufficient in adhesiveness to organic materials and inorganic particles having a size of 1,000 nm or more of the surface modifying layer were contained, In Comparative Example 10 in which inorganic particles were excluded from the surface-modifying layer, the slidability was poor, and in Comparative Example 10 in which the thickness of the surface-modifying layer was 10 m or more, the haze was increased and the optical properties were deteriorated can confirm.

It is to be understood that the present invention is not limited to the above embodiments and various changes and modifications may be made by those skilled in the art without departing from the spirit and scope of the invention.

100: gas barrier film
101: substrate
102: inorganic gas barrier layer
103: organic / inorganic adhesive layer
104: Surface modification layer

Claims (15)

A substrate, an inorganic gas barrier layer, an organic / inorganic adhesive layer, and a surface modification layer are stacked in this order,
Wherein the organic or inorganic adhesive layer comprises a polyfunctional acrylate, a phosphoric acid (meth) acrylate, a silane compound and a photopolymerization initiator,
Wherein the surface modifying layer comprises a polyfunctional acrylate, a photopolymerization initiator, and an inorganic particle. The method according to claim 1,
Wherein the phosphoric acid (meth) acrylate is a compound having a (meth) acrylate group and a functional group derived from phosphoric acid or phosphoric acid. 3. The method of claim 2,
The phosphoric acid (meth) acrylate has a structure represented by the following general formula (1)
(Formula 1)
Figure pat00017

Wherein R is
Figure pat00018
, R 1 is H or CH 3 , and R 2 is
Figure pat00019
,
Figure pat00020
,
Figure pat00021
,
Figure pat00022
,
Figure pat00023
or
Figure pat00024
, M is an integer of 1 to 10, and n is 1 or 2. The method according to claim 1,
Characterized in that the size of the inorganic particles is greater than 50 nm but less than 1000 nm. The method according to claim 1,
Wherein the silane-based compound comprises at least one functional group selected from the group consisting of a vinyl group, an epoxy group, a methacryloxy group, an acryloxy group, an amino group and an isocyanate group. The method according to claim 1,
Wherein the surface of the surface modifying layer comprises a functional group capable of reacting with an organic substance. The method according to claim 6,
The functional group capable of reacting with the organic substance includes at least one selected from the group consisting of a hydroxyl group, a carboxyl group, an acryl group, an isocyanate group, an amine group, an amide group, a urea group, an epoxy group, Barrier film. The method according to claim 1,
Wherein the surface modifying layer has a surface roughness (Ra) of more than 5 nm but less than 50 nm. The method according to claim 1,
Wherein the thickness of the surface modification layer is more than 0.01 占 퐉 and less than 10 占 퐉. The method according to claim 1,
Wherein the gas barrier film has a water vapor transmission rate of 0.3 g / m 2 / day or less. A first step of preparing a substrate;
A second step of forming an inorganic gas barrier layer on one side of the substrate;
A third step of forming an organic / inorganic adhesive layer on the inorganic gas barrier layer;
And a fourth step of forming a surface modification layer on the organic / inorganic hybrid adhesive layer. 12. The method of claim 11,
Wherein the organic-inorganic hybrid adhesive layer and the surface modification layer are applied through a forming process, and the organic solvent is photo-cured in an atmosphere having an oxygen concentration of 15% or more in the air. 12. The method of claim 11,
The surface modification layer is Ÿ ‡ plated and coated by the process, 40mJ / cm 2 than method 500 less mJ / cm 2 under Graph characterized in that the screen light path by ultraviolet light having a light amount, the gas barrier properties of the film. 14. The method according to any one of claims 11 to 13,
Wherein the organic or inorganic adhesive layer is coated on the inorganic gas barrier layer and thermally cured and photo-cured. 14. The method according to any one of claims 11 to 13,
Wherein the surface modification layer is coated on the organic / inorganic hybrid adhesive layer and then thermally cured or photo-cured.
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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2019107892A1 (en) * 2017-11-28 2019-06-06 주식회사 엘지화학 Barrier film
JP2019107804A (en) * 2017-12-15 2019-07-04 大日本印刷株式会社 Barrier film
CN112218896A (en) * 2018-06-06 2021-01-12 三菱瓦斯化学株式会社 Active energy ray-curable resin composition, gas barrier film, and laminate
US11458703B2 (en) 2017-11-28 2022-10-04 Lg Chem, Ltd. Barrier film

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JP5216724B2 (en) * 2009-09-01 2013-06-19 富士フイルム株式会社 Gas barrier film and device
JP2011200780A (en) * 2010-03-25 2011-10-13 Fujifilm Corp Barrier laminated body, method for manufacturing the same, gas barrier film, and device

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Publication number Priority date Publication date Assignee Title
WO2019107892A1 (en) * 2017-11-28 2019-06-06 주식회사 엘지화학 Barrier film
US11458703B2 (en) 2017-11-28 2022-10-04 Lg Chem, Ltd. Barrier film
JP2019107804A (en) * 2017-12-15 2019-07-04 大日本印刷株式会社 Barrier film
CN112218896A (en) * 2018-06-06 2021-01-12 三菱瓦斯化学株式会社 Active energy ray-curable resin composition, gas barrier film, and laminate
EP3808784A4 (en) * 2018-06-06 2021-07-28 Mitsubishi Gas Chemical Company, Inc. Actinic-ray-curable resin composition, gas-barrier film, and multilayer structure
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