WO2017119680A1 - 유-무기 접착 조성물, 이를 포함하는 가스 배리어성 필름 및 그 제조방법 - Google Patents
유-무기 접착 조성물, 이를 포함하는 가스 배리어성 필름 및 그 제조방법 Download PDFInfo
- Publication number
- WO2017119680A1 WO2017119680A1 PCT/KR2016/015595 KR2016015595W WO2017119680A1 WO 2017119680 A1 WO2017119680 A1 WO 2017119680A1 KR 2016015595 W KR2016015595 W KR 2016015595W WO 2017119680 A1 WO2017119680 A1 WO 2017119680A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- group
- organic
- gas barrier
- inorganic
- inorganic adhesive
- Prior art date
Links
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
- C09J7/29—Laminated material
-
- A—HUMAN NECESSITIES
- A47—FURNITURE; DOMESTIC ARTICLES OR APPLIANCES; COFFEE MILLS; SPICE MILLS; SUCTION CLEANERS IN GENERAL
- A47G—HOUSEHOLD OR TABLE EQUIPMENT
- A47G19/00—Table service
- A47G19/22—Drinking vessels or saucers used for table service
- A47G19/2205—Drinking glasses or vessels
-
- 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
- B32B15/00—Layered products comprising a layer of metal
- B32B15/04—Layered products comprising a layer of metal comprising metal as the main or only constituent of a layer, which is next to another layer of the same or of a different material
- B32B15/08—Layered products comprising a layer of metal comprising metal 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
-
- A—HUMAN NECESSITIES
- A47—FURNITURE; DOMESTIC ARTICLES OR APPLIANCES; COFFEE MILLS; SPICE MILLS; SUCTION CLEANERS IN GENERAL
- A47G—HOUSEHOLD OR TABLE EQUIPMENT
- A47G19/00—Table service
- A47G19/22—Drinking vessels or saucers used for table service
- A47G19/2283—Saucers
-
- 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
- B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
-
- 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
- B32B27/34—Layered products comprising a layer of synthetic resin comprising polyamides
-
- 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
- B32B27/36—Layered products comprising a layer of synthetic resin comprising polyesters
-
- 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
- B32B27/40—Layered products comprising a layer of synthetic resin comprising polyurethanes
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/71—Monoisocyanates or monoisothiocyanates
- C08G18/718—Monoisocyanates or monoisothiocyanates containing silicon
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D201/00—Coating compositions based on unspecified macromolecular compounds
- C09D201/02—Coating compositions based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
- C09D201/10—Coating compositions based on unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups containing hydrolysable silane groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
- C09J183/04—Polysiloxanes
- C09J183/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
-
- 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
- B32B2307/40—Properties of the layers or laminate having particular optical properties
- B32B2307/412—Transparent
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
- C09J2301/408—Additional features of adhesives in the form of films or foils characterized by the presence of essential components additives as essential feature of the adhesive layer
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2475/00—Presence of polyurethane
Definitions
- the present invention relates to an organic-inorganic adhesive composition, a gas barrier film including the same, and a method for manufacturing the same, and more particularly, a gas excellent in a transparent organic-inorganic adhesive layer formed by applying a barrier inorganic layer and an organic-inorganic adhesive composition to a substrate.
- the present invention relates to an organic-inorganic adhesive composition, a gas barrier film including the same, and a method of manufacturing the same, which have not only barrier properties but also improve adhesion to various organic materials.
- gas barrier films for displays generally require high gas barrier properties, those mainly made of a multilayer structure by alternately stacking an organic layer and an inorganic layer on a flexible film substrate are mainly used.
- the inorganic layer plays a substantial role of blocking gas, and the organic layer has a defect such as planarization of the laminated surface on which the inorganic layer is to be laminated, improved adhesion between the substrate and the inorganic layer, and cracks or pinholes of the inorganic layer. It serves to improve the gas barrier properties.
- the gas barrier film having a multilayer structure has an advantage of obtaining desired levels of barrier properties by controlling the number of inorganic layers and organic layers.
- the number of layers increases, transparency decreases, and internal cracks may occur due to a difference in coefficient of thermal expansion due to an increase in thickness, and a price increases due to a decrease in production yield.
- most multi-layered gas barrier films require the use of adhesives for use with the display device or require a functional layer that can be attached to the device, resulting in an increase in the number of layers of the gas barrier film. have.
- the present invention has been made to solve the above problems, an object of the present invention to provide an organic-inorganic adhesive composition that can improve the adhesion between the inorganic gas barrier layer and the various organic materials constituting the device.
- Another object of the present invention is to provide a gas barrier film having excellent gas barrier properties and high transparency with a simple laminated structure on a substrate including an organic-inorganic adhesive composition, and a method of manufacturing the same.
- organic-inorganic adhesive composition which comprises a silane compound and an isocyanate compound.
- the silane compound may be a silane including at least one functional group selected from the group consisting of vinyl group, epoxy group, methacryloxy group, acryloxy group, amino group and isocyanate group.
- the isocyanate compound may be at least one selected from the group consisting of a single molecule, an oligomer or a polymer compound having an isocyanate group.
- a gas barrier film characterized in that a transparent base material, an inorganic gas barrier layer, and a transparent organic-inorganic adhesive layer formed by applying the above-described organic-inorganic adhesive composition are sequentially stacked.
- the transparent organic-inorganic adhesive layer may share a siloxane bond with the inorganic gas barrier layer.
- the transparent organic-inorganic adhesive layer may include a functional group capable of reacting with an organic material.
- the functional group may include 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.
- the transparent organic-inorganic adhesive layer may be a thickness of 0.05 to 10 ⁇ m.
- the inorganic gas barrier layer may be at least one selected from the group consisting of a metal consisting of Si, Al, Ti, Zr and Ta or a metal oxide, metal nitride or metal oxynitride containing the same.
- the inorganic gas barrier layer may have a thickness of about 5 nm to about 200 nm.
- the transparent substrate is a monolayer comprising at least one selected from the group consisting of polyethylene terephthalate, polyethylene naphthalate, polyarylate, polycarbonate, polyetherimide, polyamideimide, polyimide, polybenzoxazole, or It may be a multilayer structure.
- the object is to provide a transparent substrate; Forming an inorganic gas barrier layer on one surface of the transparent substrate; Preparing the above-mentioned organic-inorganic adhesive composition; It is achieved by a method of producing a gas barrier film, characterized in that it comprises the step of printing or applying the organic-inorganic adhesive composition on the inorganic gas barrier layer to form an organic-inorganic adhesive layer.
- a simple two-layer configuration of an inorganic layer and an organic-inorganic adhesive layer without surface treatment or undercoating layer on the substrate has excellent gas barrier properties
- the organic-inorganic adhesive layer is composed of an inorganic layer and a device of the gas barrier film.
- FIG. 1 is a schematic cross-sectional view of a gas barrier film according to a preferred embodiment of the present invention.
- PET film U48, thickness: 100 ⁇ m
- SiOx film was laminated on the upper surface of the film to form an inorganic gas barrier layer.
- the organic-inorganic adhesive composition for forming the organic-inorganic adhesive layer was prepared by the following method.
- the organic-inorganic adhesive composition was bar-coated on the upper surface of the inorganic gas barrier layer, and then thermally cured at 130 ° C. for 1 minute to form a transparent organic-inorganic adhesive layer having a thickness of 0.5 ⁇ m to prepare a gas barrier film.
- a gas barrier film was manufactured in the same manner as in Example 1, except that 15 nm of an aluminum oxide (Al 2 O 3 ) film was deposited by chemical vapor deposition (CVD) instead of silicon oxide as the inorganic gas barrier layer.
- Al 2 O 3 aluminum oxide
- CVD chemical vapor deposition
- a gas barrier film was manufactured in the same manner as in Example 1, except that the organic-inorganic adhesive layer was not formed.
- a gas barrier film was manufactured in the same manner as in Example 3, except that the diluent of the isocyanate compound was not added.
- Water vapor transmission rate (WVTR) according to the formation of the organic-inorganic adhesive layer on the gas barrier films of Examples 1, 3 and Comparative Example 1 was measured. Water vapor transmission rate was measured in the thickness direction of the film under the conditions of 38 °C, 100% relative humidity using MOCON equipment, the results are shown in Table 1.
- Example 1 Example 3 Comparative Example 1 Permeability (g / m 2 / day) 0.004 0.006 0.05
- the organic-inorganic adhesive layer formed on the upper surface of the inorganic gas barrier layer can improve the gas barrier properties of the film.
- Example 1 Example 2
- Example 3 Comparative Example 2 Room temperature 5B 5B 5B 5B Adhesion after high temperature and humidity treatment 5B 5B 5B 1B
- the organic-inorganic adhesive layer containing the isocyanate compound has no change in adhesion with the inorganic gas barrier layer even after high temperature and high humidity treatment.
- Example 1 Example 2 Example 3 Comparative Example 1 Comparative Example 2 Room temperature 5B 5B 5B 0B 5B Adhesion after high temperature and humidity treatment 5B 5B 5B 0B 0B
- the gas barrier film (Comparative Example 1) having only an inorganic gas barrier layer without an organic-inorganic adhesive layer has very poor adhesion with an organic layer.
- the organic-inorganic adhesive layer containing an isocyanate compound may be confirmed that there is no change in adhesion with organic matters even after high temperature and high humidity treatment.
- Organic-inorganic adhesive composition according to an aspect of the present invention is characterized in that it comprises a silane compound and an isocyanate compound.
- the silane compound included in the organic-inorganic adhesive composition is a silane including a functional group consisting of a vinyl group, an epoxy group, a methacryloxy group, an acryloxy group, an amino group and an isocyanate group, for example, vinyl trimethoxysilane, Methoxysilane, 3-glycidoxypropyl methyldimethoxysilane, 3-glycidoxypropyl methyldiethoxysilane, 3-clidoxypropyl trimethoxysilane, 3-clidoxypropyl triethoxysilane, 3-metha Acryloxypropyl methyldimethoxysilane, 3-methacryloxypropyl methyldiethoxysilane, 3-methacryloxypropyl trimethoxysilane, 3-methacryloxypropyl triethoxysilane, 3-acryloxypropyl trimethoxysilane , n-2- (aminoethyl) -3-aminopropylmethyldimeth
- the organic-inorganic adhesive composition may further comprise an acid as a catalyst to promote the hydrolysis reaction of the silane compound.
- an acid include, but are not limited to, hydrochloric acid, nitric acid, sulfuric acid, formic acid, acetic acid, and the like.
- the isocyanate compound included in the organic-inorganic adhesive composition may be a single molecule, an oligomer or a high molecular compound having an isocyanate group, and the organic-inorganic adhesive composition may include these alone or in combination of two or more.
- the organic-inorganic adhesive composition may have a chemical functional group such as a vinyl group, a hydroxyl group, a carboxyl group, an acryl group, an isocyanate group, an amine group, an amide group, a urea group, an epoxy group, a thiol group, or the like, if necessary.
- a chemical functional group such as a vinyl group, a hydroxyl group, a carboxyl group, an acryl group, an isocyanate group, an amine group, an amide group, a urea group, an epoxy group, a thiol group, or the like, if necessary.
- Molecules, oligomers or high molecular compounds can be further added.
- the organic-inorganic adhesive composition may comprise one or more organic solvents.
- the organic solvent may be, for example, alcohol, ketone, toluene, hexane, benzene, or the like, but is not limited thereto.
- Gas barrier film 100 according to another aspect of the present invention, as shown in Figure 1, by applying a transparent substrate 101, the inorganic gas barrier layer 102 and the above-described organic-inorganic adhesive composition
- the formed transparent organic-inorganic adhesive layer 103 is characterized in that stacked in order.
- the transparent organic-inorganic adhesive layer may be formed by printing or applying the organic-inorganic adhesive composition on the inorganic gas barrier layer and then thermally curing.
- the transparent organic-inorganic adhesive layer may be formed by UV curing by further adding a photoinitiator to the organic-inorganic adhesive composition according to the purpose.
- the transparent organic-inorganic adhesive layer may form a crosslinkable chemical bond by reacting the silane compound and the isocyanate compound in the composition with each other when the organic-inorganic adhesive composition is thermally or UV cured on the inorganic gas barrier layer.
- the silane compound may cause a condensation reaction with a hydroxyl group on the surface of the inorganic gas barrier layer to form a siloxane bond with the inorganic gas barrier layer.
- the transparent organic-inorganic adhesive layer thus formed has a high degree of curing and has high adhesion with the inorganic gas barrier layer.
- the transparent organic-inorganic adhesive layer may have a functional group possessed by the silane compound, a functional group possessed by the isocyanate compound, and a functional group formed by chemical reaction between the silane compound and the isocyanate compound, for example, a hydroxyl group.
- Carboxyl group, acryl group, isocyanate group, amine group, amide group, urea group, epoxy group, thiol group and the like can have a functional group, such functional group to improve the adhesion between the organic-organic constituting the transparent organic-inorganic adhesive layer and the display element Can play a role.
- the transparent organic-inorganic adhesive layer can be used as a protective layer to protect the inorganic gas barrier layer.
- the organic-inorganic adhesive composition may fill defects such as pinholes or cracks of the inorganic gas barrier layer, and thus the transparent organic-inorganic adhesive layer formed after curing may be used as a role of improving gas barrier properties of the gas barrier film. .
- the transparent organic-inorganic adhesive layer may have a thickness of 0.05 to 10 ⁇ m, preferably 0.5 to 5 ⁇ m. If the thickness of the organic-inorganic adhesive layer is less than 0.05 ⁇ m, the organic-inorganic adhesiveness may not be sufficient, resulting in delamination in the inorganic layer or the organic layer, and in the case of more than 10 ⁇ m, the flexibility of the gas barrier film may be reduced. This is because there is a disadvantage.
- the inorganic gas barrier layer laminated on one surface of the transparent organic-inorganic adhesive layer is formed from various materials such as metal, metal oxide, metal nitride, metal carbide or metal oxynitride.
- the inorganic gas barrier layer may be, for example, a metal, a metal oxide, a metal nitride, or a metal oxynitride made of Si, Al, Ti, Zr, Ta, but is not limited thereto, and is preferably silicon oxide or aluminum oxide. .
- the inorganic gas barrier layer may be formed in various ways, for example, may be used such as sputtering, electron beam evaporation, chemical vapor deposition (CVD), plasma enhanced chemical vapor deposition or plating, etc., sputtering, electron beam evaporation or chemical vapor Preference is given to using a deposition (CVD) method.
- CVD chemical vapor deposition
- the thickness of the barrier layer may be, for example, due to problems such as deterioration in optical properties and low flexibility. It may be 5 to 200 nm, and it is preferable that it is 5 to 100 nm.
- the transparent substrate laminated on one surface of the inorganic gas barrier layer is a transparent flexible polymer film, for example, polyethylene terephthalate, polyethylene naphthalate, polyarylate , Polycarbonate, polyetherimide, polyamideimide, polyimide, polybenzoxazole, but may be a polymer film, but is not limited thereto, preferably polyethylene terephthalate.
- the transparent substrate may be a single layer or may have a multilayer structure of two or more layers.
- the water vapor transmission rate of the gas barrier film according to an embodiment of the present invention is preferably 0.1 g / m 2 / day or less and 0.05 g / m 2 / day or less.
- a method of manufacturing a gas barrier film includes providing a transparent substrate; Forming an inorganic gas barrier layer on one surface of the transparent substrate; Preparing the above-mentioned organic-inorganic adhesive composition; Printing or applying the organic-inorganic adhesive composition on the inorganic gas barrier layer to form a transparent organic-inorganic adhesive layer.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Ceramic Engineering (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Laminated Bodies (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Adhesive Tapes (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
실시예1 | 실시예3 | 비교예1 | |
투습도 (g/m2/day) | 0.004 | 0.006 | 0.05 |
실시예1 | 실시예2 | 실시예3 | 비교예2 | |
상온 부착력 | 5B | 5B | 5B | 5B |
고온고습 처리 후 부착력 | 5B | 5B | 5B | 1B |
실시예1 | 실시예2 | 실시예3 | 비교예1 | 비교예2 | |
상온 부착력 | 5B | 5B | 5B | 0B | 5B |
고온고습 처리 후 부착력 | 5B | 5B | 5B | 0B | 0B |
Claims (12)
- 실란 화합물 및 이소시아네이트계 화합물을 포함하는 것을 특징으로 하는, 유-무기 접착 조성물.
- 제1항에 있어서,상기 실란 화합물은 비닐기, 에폭시기, 메타아크릴록시기, 아크릴록시기, 아미노기 및 이소시아네이트기로 이루어진 군으로부터 선택된 적어도 하나 이상의 작용기를 포함하는 실란인 것을 특징으로 하는, 유-무기 접착 조성물.
- 제1항에 있어서,상기 이소시아네이트계 화합물은 이소시아네이트기를 가지고 있는 단분자, 올리고머 또는 고분자 화합물로 이루어진 군으로부터 선택된 적어도 하나 이상 포함하는 것을 특징으로 하는, 유-무기 접착 조성물.
- 투명 기재와,무기물 가스 배리어층과,제1항 내지 제3항에 따른 유-무기 접착 조성물을 도포하여 형성된 투명 유-무기 접착층이 순서대로 적층된 것을 특징으로 하는, 가스 배리어성 필름.
- 제4항에 있어서,상기 투명 유-무기 접착층은 상기 무기물 가스 배리어층과 실록산 결합을 공유하는 것을 특징으로 하는, 가스 배리어성 필름.
- 제4항에 있어서,상기 투명 유-무기 접착층은 유기물과 반응할 수 있는 작용기를 포함하는 것을 특징으로 하는, 가스 배리어성 필름.
- 제6항에 있어서,상기 작용기는 하이드록시기, 카르복실기, 아크릴기, 이소시아네이트기, 아민기, 아마이드기, 우레아기, 에폭시기, 싸이올기로 이루어진 군으로부터 선택된 적어도 하나 이상을 포함하는 것을 특징으로 하는, 가스 배리어성 필름.
- 제4항에 있어서,상기 투명 유-무기 접착층은 0.05 내지 10㎛의 두께를 갖는 것을 특징으로 하는, 가스 배리어성 필름.
- 제4항에 있어서,상기 무기물 가스 배리어층은 Si, Al, Ti, Zr 및 Ta로 이루어진 금속 또는 이를 함유하는 금속 산화물, 금속 질화물 또는 금속 산화질화물로 이루어진 군으로부터 선택된 적어도 하나인 것을 특징으로 하는, 가스 배리어성 필름.
- 제4항에 있어서,상기 무기물 가스 배리어층의 두께는 5 내지 200㎚인 것을 특징으로 하는, 가스 배리어성 필름.
- 제4항에 있어서,상기 투명 기재는 폴리에틸렌 테레프탈레이트, 폴리에틸렌 나프탈레이트, 폴리아릴레이트, 폴리카보네이트, 폴리에테르이미드, 폴리아미드이미드, 폴리이미드, 폴리벤족사졸로 이루어진 군으로부터 선택된 적어도 하나 이상을 포함하는 단층 또는 다층 구조인 것을 특징으로 하는, 가스 배리어성 필름.
- 투명 기재를 제공하는 단계;상기 투명 기재의 일면에 무기물 가스 배리어층을 형성하는 단계;제1항 내지 제3항 중 어느 하나의 유-무기 접착 조성물을 제조하는 단계;상기 무기물 가스 배리어층 상에 상기 유-무기 접착 조성물을 인쇄 또는 도포하여 유-무기 접착층을 형성하는 단계를 포함하는 것을 특징으로 하는, 가스 배리어성 필름의 제조방법.
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201680078174.7A CN108473818A (zh) | 2016-01-08 | 2016-12-30 | 有机-无机粘合剂组合物、包含其的气体阻挡膜及其生产方法 |
US16/068,727 US10882279B2 (en) | 2016-01-08 | 2016-12-30 | Organic-inorganic adhesive composition and gas barrier film and method for producing same |
CN202410091356.4A CN118027891A (zh) | 2016-01-08 | 2016-12-30 | 有机-无机粘合剂组合物、包含其的气体阻挡膜及其生产方法 |
EP16884063.5A EP3401376B1 (en) | 2016-01-08 | 2016-12-30 | Organic-inorganic adhesive composition, gas barrier film comprising same, and method for producing same |
JP2018535057A JP6806153B2 (ja) | 2016-01-08 | 2016-12-30 | 有−無機接着組成物、これを含むガスバリア性フィルム及びその製造方法 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR10-2016-0002674 | 2016-01-08 | ||
KR1020160002674A KR101829968B1 (ko) | 2016-01-08 | 2016-01-08 | 유-무기 접착 조성물, 이를 포함하는 가스 배리어성 필름 및 그 제조방법 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2017119680A1 true WO2017119680A1 (ko) | 2017-07-13 |
Family
ID=59274333
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/KR2016/015595 WO2017119680A1 (ko) | 2016-01-08 | 2016-12-30 | 유-무기 접착 조성물, 이를 포함하는 가스 배리어성 필름 및 그 제조방법 |
Country Status (6)
Country | Link |
---|---|
US (1) | US10882279B2 (ko) |
EP (1) | EP3401376B1 (ko) |
JP (1) | JP6806153B2 (ko) |
KR (1) | KR101829968B1 (ko) |
CN (2) | CN118027891A (ko) |
WO (1) | WO2017119680A1 (ko) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR102192687B1 (ko) * | 2019-03-20 | 2020-12-17 | 도레이첨단소재 주식회사 | 가스 배리어 필름 및 그의 제조방법 |
KR102211801B1 (ko) * | 2019-08-05 | 2021-02-03 | 도레이첨단소재 주식회사 | 유무기 접착 조성물 및 이를 포함하는 가스배리어 필름 |
KR102258972B1 (ko) * | 2019-10-14 | 2021-05-31 | 도레이첨단소재 주식회사 | 가스 배리어 필름 및 그의 제조방법 |
JP2023539085A (ja) * | 2020-08-19 | 2023-09-13 | トーレ・アドバンスド・マテリアルズ・コリア・インコーポレーテッド | 有機・無機接着組成物、及びそれを含むガスバリアフィルム |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20020013437A (ko) * | 2000-08-08 | 2002-02-20 | 하기와라 세이지 | 프라이머용 접착 증진제 및 프라이머 조성물 |
KR20090107446A (ko) * | 2008-04-08 | 2009-10-13 | 주식회사 엘지화학 | 플라스틱 기판 및 이의 제조방법 |
JP2012030484A (ja) * | 2010-07-30 | 2012-02-16 | Toray Ind Inc | ガスバリア性フィルムの製造方法およびガスバリア性包材 |
JP2012223919A (ja) * | 2011-04-15 | 2012-11-15 | Sekisui Chem Co Ltd | ガスバリア性フィルム及びその製造方法 |
KR101574705B1 (ko) * | 2015-06-19 | 2015-12-04 | 삼지화성(주) | 상온 경화형 도료 조성물 |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH024891A (ja) * | 1988-06-21 | 1990-01-09 | Mitsubishi Rayon Co Ltd | 歯科用接着剤組成物 |
JP3945953B2 (ja) | 2000-01-27 | 2007-07-18 | 大日精化工業株式会社 | 多層積層体の製造方法 |
JP2002275448A (ja) * | 2001-03-16 | 2002-09-25 | Toyobo Co Ltd | 無機蒸着フィルム用接着剤 |
ATE310062T1 (de) * | 2001-03-16 | 2005-12-15 | Toyo Boseki | Zusammengesetze folie |
JP2002275447A (ja) * | 2001-03-16 | 2002-09-25 | Toyobo Co Ltd | 無機蒸着フィルム用接着剤 |
US20070179236A1 (en) * | 2006-02-01 | 2007-08-02 | Landon Shayne J | Sealant composition having reduced permeability to gas |
US8368218B2 (en) | 2009-01-14 | 2013-02-05 | Dow Corning Corporation | Adhesive flexible barrier film, method of forming same, and organic electronic device including same |
DE102010000881A1 (de) * | 2010-01-14 | 2011-07-21 | Henkel AG & Co. KGaA, 40589 | 1K- Kaschierklebstoff mit Silanvernetzung |
CN103314029B (zh) | 2010-11-11 | 2015-05-13 | 陶氏环球技术有限责任公司 | 聚氨酯基绝缘玻璃密封剂 |
KR101557187B1 (ko) | 2012-02-07 | 2015-10-02 | 주식회사 엘지화학 | 가스 차단성 필름 및 그 제조방법 |
JP2016526077A (ja) | 2013-05-23 | 2016-09-01 | ヘンケル アイピー アンド ホールディング ゲゼルシャフト ミット ベシュレンクテル ハフツング | 多層バリア接着フィルム |
JP6172056B2 (ja) | 2014-06-06 | 2017-08-02 | 信越化学工業株式会社 | ウレタン接着剤組成物 |
-
2016
- 2016-01-08 KR KR1020160002674A patent/KR101829968B1/ko active IP Right Grant
- 2016-12-30 CN CN202410091356.4A patent/CN118027891A/zh active Pending
- 2016-12-30 CN CN201680078174.7A patent/CN108473818A/zh active Pending
- 2016-12-30 JP JP2018535057A patent/JP6806153B2/ja active Active
- 2016-12-30 WO PCT/KR2016/015595 patent/WO2017119680A1/ko active Application Filing
- 2016-12-30 US US16/068,727 patent/US10882279B2/en active Active
- 2016-12-30 EP EP16884063.5A patent/EP3401376B1/en active Active
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20020013437A (ko) * | 2000-08-08 | 2002-02-20 | 하기와라 세이지 | 프라이머용 접착 증진제 및 프라이머 조성물 |
KR20090107446A (ko) * | 2008-04-08 | 2009-10-13 | 주식회사 엘지화학 | 플라스틱 기판 및 이의 제조방법 |
JP2012030484A (ja) * | 2010-07-30 | 2012-02-16 | Toray Ind Inc | ガスバリア性フィルムの製造方法およびガスバリア性包材 |
JP2012223919A (ja) * | 2011-04-15 | 2012-11-15 | Sekisui Chem Co Ltd | ガスバリア性フィルム及びその製造方法 |
KR101574705B1 (ko) * | 2015-06-19 | 2015-12-04 | 삼지화성(주) | 상온 경화형 도료 조성물 |
Also Published As
Publication number | Publication date |
---|---|
KR20170083336A (ko) | 2017-07-18 |
CN108473818A (zh) | 2018-08-31 |
JP2019506483A (ja) | 2019-03-07 |
US10882279B2 (en) | 2021-01-05 |
KR101829968B1 (ko) | 2018-02-19 |
EP3401376A4 (en) | 2019-09-04 |
EP3401376A1 (en) | 2018-11-14 |
US20190016092A1 (en) | 2019-01-17 |
CN118027891A (zh) | 2024-05-14 |
JP6806153B2 (ja) | 2021-01-06 |
EP3401376B1 (en) | 2020-10-28 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
WO2017119680A1 (ko) | 유-무기 접착 조성물, 이를 포함하는 가스 배리어성 필름 및 그 제조방법 | |
WO2012157960A2 (ko) | 다층 플라스틱 기판 및 이의 제조방법 | |
WO2013062246A1 (ko) | 그라핀층을 포함하는 가스 배리어 필름, 이를 포함하는 플렉시블 기판 및 그 제조방법 | |
WO2013180531A1 (ko) | 가스 차단 필름 및 이의 제조방법 | |
JP2007042616A (ja) | 発光素子及び表示デバイス並びにそれらの製造方法 | |
US20130316182A1 (en) | Method for producing gas barrier film, gas barrier film, and electronic device | |
WO2014104669A1 (ko) | 가스 배리어 필름 및 그 제조방법 | |
WO2014021698A1 (ko) | 접착 필름 및 이를 이용한 유기전자장치의 봉지 방법 | |
US20140356636A1 (en) | Solution of aromatic polyamide for producing display element, optical element, or illumination element | |
WO2015026005A1 (ko) | 디스플레이용 광학 투명 복합 필름 및 이의 제조방법 | |
WO2017171488A1 (ko) | 배리어 필름의 제조 방법 | |
WO2012067285A1 (ko) | 투명 플렉시블 필름 및 이의 제조방법 | |
WO2011142622A2 (ko) | 다층구조의 투명 전도성 필름 및 이의 제조방법 | |
WO2014084686A1 (ko) | 무기 입자를 포함하는 보호코팅층이 적층된 가스차단성 필름 | |
US20090305062A1 (en) | Method for fabricating multilayered encapsulation thin film having optical functionality and mutilayered encapsulation thin film fabricated by the same | |
KR20190104999A (ko) | 광학 적층체 및 파장 변환 시트 | |
WO2017090835A1 (ko) | 배리어 필름 제조방법 및 배리어 필름 | |
WO2015108385A1 (ko) | 배리어 필름 및 그 제조 방법 | |
KR100884183B1 (ko) | 표면경도 및 가스 배리어성이 우수한 다층 플라스틱 기판및 그 제조방법 | |
KR102141632B1 (ko) | 배리어 필름 | |
KR102211801B1 (ko) | 유무기 접착 조성물 및 이를 포함하는 가스배리어 필름 | |
KR102071915B1 (ko) | 배리어 필름의 제조 방법 | |
JP3341463B2 (ja) | 硬化性組成物 | |
KR102192687B1 (ko) | 가스 배리어 필름 및 그의 제조방법 | |
WO2015167274A1 (ko) | 배리어 필름 및 그 제조 방법 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 16884063 Country of ref document: EP Kind code of ref document: A1 |
|
ENP | Entry into the national phase |
Ref document number: 2018535057 Country of ref document: JP Kind code of ref document: A |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2016884063 Country of ref document: EP |
|
ENP | Entry into the national phase |
Ref document number: 2016884063 Country of ref document: EP Effective date: 20180808 |