KR101733397B1 - Manufacturing method of Barrier film and the Barrier film - Google Patents
Manufacturing method of Barrier film and the Barrier film Download PDFInfo
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- KR101733397B1 KR101733397B1 KR1020150166393A KR20150166393A KR101733397B1 KR 101733397 B1 KR101733397 B1 KR 101733397B1 KR 1020150166393 A KR1020150166393 A KR 1020150166393A KR 20150166393 A KR20150166393 A KR 20150166393A KR 101733397 B1 KR101733397 B1 KR 101733397B1
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- C08J7/047—
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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
- B32B27/30—Layered products comprising a layer of synthetic resin comprising vinyl (co)polymers; comprising acrylic (co)polymers
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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
- B32B38/00—Ancillary operations in connection with laminating processes
- B32B38/16—Drying; Softening; Cleaning
- B32B38/164—Drying
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- 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
- C09D129/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Coating compositions based on hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Coating compositions based on derivatives of such polymers
- C09D129/02—Homopolymers or copolymers of unsaturated alcohols
- C09D129/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
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Abstract
Description
The present invention relates to a barrier film production method and a barrier film produced by the above production method.
Barrier film refers to a film that protects the life and performance of a product by blocking oxygen or moisture. Such barrier films are used in various fields such as electronic products, display devices, food packaging materials, and vacuum insulation materials. In particular, recent research has focused on the development of a polymer film that can replace a conventional glass substrate in order to realize a flexible characteristic when applied to a display device.
On the other hand, the polymer substrate, which is not currently used as a glass substrate, has a water permeability of about 10 g / m 2 / day or more, and a large amount of moisture and oxygen penetrate through the substrate, . Therefore, there is a further need for efforts to develop a barrier film having high moisture and oxygen barrier, transparency and flexibility so as to protect the lifetime and performance of the device.
Furthermore, in the field of food packaging, barrier films have an important influence on the shelf life of food as well as quality preservation. In addition, there is a growing need for high-yield films for extending the shelf life.
Polar polymer resin such as polyvinyl alcohol resin in polymer resin has excellent oxygen barrier property but water barrier property is weak. On the other hand, nonpolar polymer resins such as polyethylene and polypropylene are excellent in moisture barrier property but have a disadvantage that they are poor in oxygen barrier property. That is, it is difficult to achieve high oxygen and moisture content with only the polymer resin as described above, and many inventors have found that by adding nanomaterials such as inorganic nanomaterials or graphenes to polymers, We are continuing our efforts to improve our surname.
One embodiment is to provide a method for producing a barrier film excellent in water and gas barrier properties.
Another embodiment is to provide a barrier film produced according to the above production method.
One embodiment includes a step of obtaining a polyvinyl resin solution by adding a polyvinyl resin into an organic solvent and a step of coating the polyvinyl resin solution on a base film to obtain a first coating layer, 1 coating layer may be obtained by coating the polyvinyl resin solution on the base film and then performing a primary drying at 15 to 40 캜 and a secondary drying at 80 to 100 캜 after the primary drying. And drying the coated film.
The primary drying temperature may be 25 ° C to 40 ° C.
In the step of adding the polyvinyl resin into the organic solvent to obtain the polyvinyl resin solution, the polyvinyl resin may be included in an amount of 2 to 40 parts by weight based on 100 parts by weight of the organic solvent.
The step of obtaining the polyvinyl resin solution may be carried out at 25 캜 to 70 캜.
The method for producing a barrier film according to one embodiment further comprises, after the second drying, coating a polymer resin solution containing a repeating unit represented by the following formula (1) on the first coating layer to obtain a second coating layer .
[Chemical Formula 1]
* -R 1 SiO 1 .5 - *
In Formula 1,
R 1 is a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C2 to C10 alkenyl group, or a combination thereof.
The polymer resin containing the repeating unit represented by the following formula (1) may be polysilsesquioxane.
The step of obtaining the second coating layer may include a step of coating a polymeric resin solution containing the repeating unit represented by the formula 1 on the first coating layer, a step of evaporating the solvent, and irradiating ultraviolet light to photo- .
The solvent may be evaporated at a temperature of 60 ° C to 100 ° C.
The method for producing a barrier film according to an embodiment may further include adding reduced graphene oxide to the polyvinyl-based solution before the step of coating the polyvinyl-based solution on the base film.
Another embodiment provides a barrier film produced according to the above manufacturing method.
Other aspects of the present invention are included in the following detailed description.
According to one embodiment, a barrier film excellent in flexibility, transparency, water and gas barrier properties can be produced.
FIGS. 1 to 3 are SEM photographs (X2000) of barrier films according to Examples 1 to 3, respectively.
4 is a DSC graph of the barrier film according to Example 1 and Comparative Example 1. Fig.
DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS Reference will now be made in detail to the preferred embodiments of the present invention, examples of which are illustrated in the accompanying drawings. However, the present invention is not limited to the embodiments described herein but may be embodied in other forms. Rather, the embodiments disclosed herein are provided so that the disclosure can be thorough and complete, and will fully convey the scope of the invention to those skilled in the art.
In the drawings, the thicknesses of layers and regions are exaggerated for clarity. In addition, where a layer is referred to as being "on" (or "on") another layer or substrate, it may be formed directly on another layer or substrate, or a third layer may be interposed therebetween . Like numbers refer to like elements throughout the specification.
Means that at least one hydrogen atom of the functional group of the present invention is substituted with a halogen atom (F, Br, Cl or I), a hydroxy group, a nitro group, a cyano group, an amino group NH 2, NH (R 200), or N (R 201) (R 202), wherein R 200, R 201 and R 202 are the same or different, each independently being a C1 to C10 alkyl groups), amidino group, A substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted alicyclic alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted aryl group, And a substituted or unsubstituted heterocyclic group substituted with at least one substituent selected from the group consisting of a substituted or unsubstituted heterocyclic group.
"Combination" as used herein, unless otherwise specified, means mixing or copolymerization.
Unless otherwise defined in the chemical formulas in this specification, when no chemical bond is drawn at the position where the chemical bond should be drawn, it means that the hydrogen atom is bonded at the above position.
In addition, unless otherwise defined herein, "*" means the same or different atom or moiety connected to the formula.
One embodiment is directed to a method of producing a barrier film, the method comprising the steps of: adding a polyvinyl resin to an organic solvent to obtain a polyvinyl resin solution; and coating the polyvinyl resin solution on a base film Wherein the step of obtaining the first coating layer comprises a step of coating the polyvinyl resin solution on the substrate film, followed by primary drying at 15 ° C to 40 ° C, and Followed by secondary drying at 80 캜 to 100 캜 after the primary drying.
Conventionally, at the time of producing a barrier film, a polymer resin solution as a coating liquid is generally coated on a substrate film and then simply dried. However, according to one embodiment, a polymer resin solution as a coating liquid is first coated on a substrate film, then dried at a low temperature, and dried again at a high temperature to form a barrier film, that is, It is possible to produce a barrier film excellent in oxygen and moisture barrier properties.
The primary drying is carried out at a temperature of 15 ° C to 40 ° C, for example, at a temperature of 25 ° C to 40 ° C. If the primary drying temperature is less than 15 ° C, the primary drying temperature is lower than the normal temperature, and the drying of the coating liquid is prevented. In addition, when the primary drying temperature is higher than 40 ° C, the optical characteristics of the produced film are not significantly deteriorated (decrease in light transmittance and increase in haze).
The secondary drying is performed at a temperature of 80 to 100 캜. When the secondary drying temperature is lower than 80 ° C, the evaporation of the solvent does not occur. When the secondary drying temperature is higher than 100 ° C, The base film to be coated and the coating film on which the coating solution is dried tend to be thermally decomposed.
For example, the polyvinyl resin may include repeating units represented by the following general formula (2), (3), or a combination thereof, but is not limited thereto. For example, the polyvinyl resin may include a repeating unit represented by the following formula (3).
(2)
(3)
In the step of adding the polyvinyl resin into the organic solvent to obtain the polyvinyl resin solution, the polyvinyl resin may be included in an amount of 2 to 40 parts by weight based on 100 parts by weight of the organic solvent. When the content of the polyvinyl resin is within the above range, the solubility of the polyvinyl resin is improved and the coating property is improved.
For example, the organic solvent may include N, N-dimethylacetamide (DMAc), N-methyl-2-pyrrolidone (NMP), tetrahydrofuran but are not limited to, tetrahydrofuran, N, N-dimethylformamide (DMF), or combinations thereof.
The step of adding the polyvinyl resin into the organic solvent to obtain the polyvinyl resin solution may be performed at 25 ° C to 70 ° C. When the polyvinyl resin is added to the organic solvent at a temperature lower than 25 캜, dissolution of the polyvinyl resin does not occur easily, and when the polyvinyl resin is added to the organic solvent at a temperature higher than 70 캜 The color of the solution turns red and the optical properties and barrier properties of the final film are lowered.
In the step of obtaining the first coating layer, the coating may be used as a wet coating, for example, micro gravure, slot die, bar coating, spin coating or the like, but is not limited thereto.
Also, the thickness of the first coating layer may be about 1 탆 to 20 탆, but is not limited thereto.
The method for producing a barrier film according to an embodiment further includes the step of coating a second polymer layer on the first coating layer with a polymer resin solution containing a repeating unit represented by the following formula can do.
[Chemical Formula 1]
* -R 1 SiO 1 .5 - *
In Formula 1,
R 1 is a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C2 to C10 alkenyl group, or a combination thereof.
The polymer resin containing the repeating unit represented by the following formula (1) may be polysilsesquioxane. For example, the second coating layer may be a polysilsesquioxane coating layer.
The polysilsesquioxane may be a mixture of polysilsesquioxane having a random structure, polysilsesquioxane having a ladder structure, and polysilsesquioxane having a cage structure. The polysilsesquioxane in the form of a mixture is easier to prepare than the polysilsesquioxane having a single structure.
The step of obtaining the second coating layer may include a step of coating a polymeric resin solution containing the repeating unit represented by the formula 1 on the first coating layer, a step of evaporating the solvent, and irradiating ultraviolet light to photo- .
For example, the solvent may be evaporated at a temperature of 60 ° C to 100 ° C. When the solvent is evaporated at a temperature of 60 ° C to 100 ° C, the solvent can be evaporated more quickly.
The step of obtaining the second coating layer may be a wet coating method such as micro gravure, slot die, bar coating, spin coating or the like, but is not limited thereto.
The thickness of the second coating layer may be about 1 탆 or less, but is not limited thereto.
The drying may be performed on a vacuum oven or a hot plate, but is not limited thereto.
The method of producing a barrier film according to an embodiment may further include the step of adding reduced graphene oxide to the polyvinyl-based solution before the step of coating the polyvinyl-based solution on the base film have.
The reduced graphene oxide may have a composition ratio of carbon atoms to oxygen atoms of 5 to 20, such as 7 to 15, such as 8 to 12. In this case, water and gas barrier properties can be enhanced.
The reduced graphene oxide can be prepared by thermal reduction or chemical reduction of graphene oxide. For example, the reduced graphene oxide may be reduced graphene oxide produced according to a conventional manufacturing method.
For example, the reduced graphene oxide can be prepared by chemically reducing graphene oxide. That is, the reduced graphene oxide is produced by dispersing graphene oxide in a polar solvent, adding an organic solvent to the polar solvent to prepare a mixed solution, and adding hydrazine, hydrogen iodide (HI), hydrogenation Reducing the graphene oxide by adding a reducing agent comprising sodium boron (NaBH 4 ), a mixed solution of glucose and ammonia, or a combination thereof, and removing the polar solvent and residual reducing agent by applying a solvent after the reduction .
The step of removing the polar solvent and the residual reducing agent by applying the solvent exchange method may include a step of filtering the mixed solution to which the reducing agent is added and then washing the mixed solution. For example, in the step of removing the polar solvent and the residual reducing agent by applying the solvent exchange method, the mixed solution to which the reducing agent has been added is mixed with polytetrafluoroethylene having a pore size of 0.3 탆 to 0.6 탆, Filtering with a polytetrafluoroethylene (PTFE) filter, and then washing with an organic solvent for 20 to 60 minutes.
The reducing agent may be added in an amount of 2 to 5 times, for example 2 to 4 times, for example, 3 times, the content of the graphene oxide.
Reduced graphene oxide is added to the polyvinyl-based solution to disperse the reduced graphene oxide. At this time, the dispersion is dispersed using an ultrasonic wave, a high-pressure disperser, a homogenizer, or the like .
The base film may be a transparent polymer film.
The base film may be formed of a material selected from the group consisting of polyethylene terephthalate (PET), polyethylene (PE), polypropylene (PC), polycarbonate (PC), poly (methyl methacrylate) , Polyimide (PI), oriented polypropylene (OPP), biaxially oriented polypropylene (BOPP), polyethylene 2,6-dicarboxylate naphthalate (PEN), polyethylene 2,6-dicarboxylate naphthalate, polyethersulfone (PES), polyester, or polystyrene (PS), but the present invention is not limited thereto.
The surface of the base film may be coated with a urethane primer. When the coating liquid is coated on a film (surface treated) coated with a urethane primer, the adhesion is improved, so that the first coating layer and the second coating layer coated on the base film may not easily peel off. Further, in order to improve the adhesion, the film may further be subjected to surface treatment such as plasma or corona.
The base film may have a thickness of 125 占 퐉 or less, for example, 30 占 퐉 or more and 125 占 퐉 or less. When the thickness of the base film satisfies the above range, the oxygen and moisture barrier properties are excellent, and the solution casting is easy, so that the solution can be uniformly applied as a whole.
Another embodiment provides a barrier film produced according to the above manufacturing method.
Hereinafter, preferred embodiments of the present invention will be described. However, the following examples are only a preferred embodiment of the present invention, and the present invention is not limited by the following examples.
( Barrier Film production)
Example One
PVDC (Polyvinylidene Chloride) resin is added at 50 ° C so that the PVDC (polyvinylidene chloride) resin is contained in an amount of 2 to 40 parts by weight based on 100 parts by weight of N, N-dimethylacetamide (DMAc) After adding it into an organic solvent, it is stirred and dissolved to prepare a PVDC (Polyvinylidene Chloride) resin solution. A PVDC (Polyvinylidene Chloride) resin solution was coated on a 125 탆 PET film surface-treated with a urethane primer, followed by primary drying at 30 캜 for 30 minutes, then raising the temperature to 90 캜, To prepare a barrier film coated with a PVDC (polyvinylidene chloride) resin layer (first coating layer) on a PET film.
Example 2
The polyvinylidene chloride (PVDC) resin layer (first coating layer) of Example 1 was coated with a polysilsesquioxane solution by bar coating, and the solvent was evaporated at 80 ° C. A polyvinylidene chloride (PVDC) resin layer (first coating layer) is coated, and a polyvinylidene chloride (PVDC) coating layer is further coated with polysilsesquioxane.
Example 3
A barrier film was prepared in the same manner as in Example 1 except that the PVDC (Polyvinylidene Chloride) resin solution was further coated with a reducing graphene oxide before the PET film was coated with the solution. do.
Example 4
Polysilsesquioxane solution was coated on the PVDC (polyvinylidene chloride) resin layer (first coating layer) of Example 3, and the solvent was evaporated at 80 ° C. Then, the film was photocured by irradiating UV light, A polyvinylidene chloride (PVDC) resin layer (first coating layer) is coated, and a polyvinylidene chloride (PVDC) coating layer is further coated with polysilsesquioxane.
Comparative Example One
A barrier film was prepared in the same manner as in Example 1, except that a PVDC (Polyvinylidene Chloride) resin solution was coated on a 125 탆 PET film surface-treated with a urethane primer and dried at 90 캜 for 4 hours do.
Comparative Example 2
A barrier film was prepared in the same manner as in Comparative Example 1 except that the PVDC (Polyvinylidene Chloride) resin solution was further coated with the PVDC (Polyvinylidene Chloride) resin solution before the PET film was coated with the solution. do.
Comparative Example 3
A barrier film was prepared in the same manner as in Example 1, except that the primary drying temperature was changed to 50 캜.
Comparative Example 4
A barrier film was prepared in the same manner as in Example 2, except that the primary drying temperature was changed to 50 캜.
Comparative Example 5
A barrier film was prepared in the same manner as in Example 3 except that the primary drying temperature was changed to 50 캜.
Comparative Example 6
A barrier film was prepared in the same manner as in Example 4, except that the primary drying temperature was changed to 50 캜.
(evaluation)
Barrier Evaluation of film characteristics
Optical characteristics, oxygen permeability, water permeability and surface roughness of the barrier films according to Examples 1 to 4 and Comparative Examples 1 to 6 were evaluated. Optical properties such as light transmittance and haze were measured using a haze meter (Nippon Denshoku, NDH5000) with a 10 x 10 cm 2 barrier film sample. The oxygen transmission rate using a Mocon OX-TRAN 2/21 model of社, a relative humidity of 0%, was measured with a 8.5x8.5 cm 2 insulation film sample at a temperature of 25 ℃. Moisture permeability was measured with a 10 x 10 cm 2 barrier film sample at a relative humidity of 90% and a temperature of 40 ° C using a Mocon AQUATRAN 1 model. The surface roughness was measured by SEM using 50x50 탆 2 area of the surface of the barrier film. The measurement results are shown in Tables 1, 2 and 1 to 3 below.
(탆)
(%)
(g / m 2 / day)
(탆)
(%)
(g / m 2 / day)
From Table 1 and Table 2, the oxygen permeability and water permeability of the barrier film according to Examples 1 to 4, in which the initial solvent volatilization rate was controlled, were improved as compared with the barrier films of Comparative Examples 1 to 6, It can be confirmed that the optical characteristics are not significantly deteriorated. 1 to 3, the shape of the film surface is changed by controlling the initial solvent volatilization rate to increase the surface roughness and decrease the haze. However, by coating polysilsesquioxane, the surface roughness is reduced, Can be confirmed to be improved. This can be seen as the surface of the film becomes flat and the diffusion of light is reduced. In addition, the addition of reduced graphene oxide can alleviate the phenomenon of increase in haze occurring while controlling the initial solvent volatilization rate.
Barrier Film DSC analysis
4, the melting point of the barrier film of Example 1 in which the initial solvent volatilization rate control method was applied was 150 ° C, and the heat of fusion was 26.7 J / g, which was larger than that of the barrier film of Comparative Example 1 . It can be seen that when the initial solvent volatilization rate control is applied, the crystallization degree is increased due to the increase of the crystal size, and the barrier property is improved as the crystallization degree is increased. That is, the barrier film of Example 1 was wet-coated to have a thickness of 5 탆 in the same manner as the barrier film of Comparative Example 1, but it was confirmed that the barrier film exhibited excellent oxygen and moisture barrier properties and optical characteristics.
It will be understood by those skilled in the art that various changes in form and details may be made therein without departing from the spirit and scope of the present invention as defined by the following claims. As will be understood by those skilled in the art. It is therefore to be understood that the above-described embodiments are illustrative in all aspects and not restrictive.
Claims (10)
Coating the polyvinyl resin solution on a base film to obtain a first coating layer
Lt; / RTI >
The step of obtaining the first coating layer comprises:
Coating the polyvinyl resin solution on the base film and then performing primary drying at 15 ° C to 40 ° C and
After the primary drying, secondary drying at 80 캜 to 100 캜
Lt; / RTI >
The organic solvent may be selected from the group consisting of N, N-dimethylacetamide (DMAc), N-methyl-2-pyrrolidone (NMP), tetrahydrofuran ), N, N-dimethylformamide (DMF), or a combination thereof.
(3)
Wherein the primary drying temperature is 25 占 폚 to 40 占 폚.
In the step of adding the polyvinyl resin into the organic solvent to obtain the polyvinyl resin solution,
Wherein the polyvinyl resin is contained in an amount of 2 to 40 parts by weight based on 100 parts by weight of the organic solvent.
Wherein the step of obtaining the polyvinyl resin solution is performed at 25 캜 to 70 캜.
After the secondary drying,
Coating a polymeric resin solution containing a repeating unit represented by the following formula (1) on the first coating layer to obtain a second coating layer
≪ / RTI > further comprising:
[Chemical Formula 1]
* -R 1 SiO 1 .5 - *
In Formula 1,
R 1 is a hydrogen atom, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C2 to C10 alkenyl group, or a combination thereof.
Wherein the polymer resin comprising a repeating unit represented by the following formula (1) is polysilsesquioxane.
The step of obtaining the second coating layer comprises:
Coating a polymeric resin solution containing the repeating unit represented by Formula 1 on the first coating layer; and
Evaporating the solvent, irradiating ultraviolet light to photo-cure
≪ / RTI >
Wherein the solvent is evaporated at a temperature of from 60 캜 to 100 캜.
Before the step of coating the polyvinyl-based solution on the base film,
Adding reduced graphene oxide to the polyvinyl-based solution
≪ / RTI >
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CN112795248A (en) * | 2020-12-11 | 2021-05-14 | 南通英韦尔新材料科技有限公司 | High-barrier PVA coating liquid and application thereof |
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US20130292652A1 (en) | 2012-05-07 | 2013-11-07 | Samsung Display Co., Ltd. | Display device and method of manufacturing the same |
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US20130292652A1 (en) | 2012-05-07 | 2013-11-07 | Samsung Display Co., Ltd. | Display device and method of manufacturing the same |
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CN112795248A (en) * | 2020-12-11 | 2021-05-14 | 南通英韦尔新材料科技有限公司 | High-barrier PVA coating liquid and application thereof |
CN112795248B (en) * | 2020-12-11 | 2022-01-11 | 南通英韦尔新材料科技有限公司 | High-barrier PVA coating liquid and application thereof |
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