CN111621247A - Adhesive for repeated bending device, adhesive sheet, repeated bending laminated member, and repeated bending device - Google Patents
Adhesive for repeated bending device, adhesive sheet, repeated bending laminated member, and repeated bending device Download PDFInfo
- Publication number
- CN111621247A CN111621247A CN201911318376.6A CN201911318376A CN111621247A CN 111621247 A CN111621247 A CN 111621247A CN 201911318376 A CN201911318376 A CN 201911318376A CN 111621247 A CN111621247 A CN 111621247A
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- Prior art keywords
- adhesive
- meth
- adhesive layer
- film
- repeated bending
- Prior art date
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- 230000001070 adhesive effect Effects 0.000 title claims abstract description 164
- 238000005452 bending Methods 0.000 title claims abstract description 111
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- NMOALOSNPWTWRH-UHFFFAOYSA-N tert-butyl 7,7-dimethyloctaneperoxoate Chemical compound CC(C)(C)CCCCCC(=O)OOC(C)(C)C NMOALOSNPWTWRH-UHFFFAOYSA-N 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- FRGPKMWIYVTFIQ-UHFFFAOYSA-N triethoxy(3-isocyanatopropyl)silane Chemical compound CCO[Si](OCC)(OCC)CCCN=C=O FRGPKMWIYVTFIQ-UHFFFAOYSA-N 0.000 description 1
- DENFJSAFJTVPJR-UHFFFAOYSA-N triethoxy(ethyl)silane Chemical compound CCO[Si](CC)(OCC)OCC DENFJSAFJTVPJR-UHFFFAOYSA-N 0.000 description 1
- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
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Images
Classifications
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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
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/062—Copolymers with monomers not covered by C09J133/06
- C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH 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
- C09J133/00—Adhesives 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B32B37/00—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding
- B32B37/12—Methods or apparatus for laminating, e.g. by curing or by ultrasonic bonding characterised by using adhesives
- B32B37/1284—Application of adhesive
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- 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
- B32B7/02—Physical, chemical or physicochemical properties
- B32B7/022—Mechanical properties
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- 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
-
- 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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- 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
- C09J7/10—Adhesives in the form of films or foils without carriers
-
- 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
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
-
- 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
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
- C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/385—Acrylic polymers
-
- 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
- C09J7/40—Adhesives in the form of films or foils characterised by release liners
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/80—Constructional details
- H10K50/84—Passivation; Containers; Encapsulations
- H10K50/842—Containers
- H10K50/8426—Peripheral sealing arrangements, e.g. adhesives, sealants
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K77/00—Constructional details of devices covered by this subclass and not covered by groups H10K10/80, H10K30/80, H10K50/80 or H10K59/80
- H10K77/10—Substrates, e.g. flexible substrates
- H10K77/111—Flexible substrates
-
- 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
- B32B2307/50—Properties of the layers or laminate having particular mechanical properties
- B32B2307/558—Impact strength, toughness
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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
- B32B2457/00—Electrical equipment
- B32B2457/20—Displays, e.g. liquid crystal displays, plasma displays
-
- 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
- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/318—Applications of adhesives in processes or use of adhesives in the form of films or foils for the production of liquid crystal displays
-
- 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
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K2102/00—Constructional details relating to the organic devices covered by this subclass
- H10K2102/301—Details of OLEDs
- H10K2102/311—Flexible OLED
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
- Y02E10/549—Organic PV cells
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Adhesive Tapes (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Laminated Bodies (AREA)
Abstract
The invention provides an adhesive for a repeated bending device, which can inhibit cracks and other damages of a bending component when the adhesive is applied to the repeated bending device for repeated bending and is placed in a long-term bending state, wherein when the adhesive is used for bonding one bending component and another bending component which form the repeated bending device, when the shear stress (tau) generated when the adhesive is strained by a shear strain amount (gamma) of 0.01-200% under the condition of-20 ℃, in a region where the shear stress (tau) is linearly changed relative to the shear strain amount (gamma), the average value of the ratio (tau/gamma) of the shear stress (tau) relative to the shear strain amount (gamma) is 3.0 × 108Pa or less.
Description
Technical Field
The present invention relates to an adhesive and an adhesive sheet for a repetitive bending apparatus, a repetitive bending laminated member, and a repetitive bending apparatus.
Background
In recent years, as a display body (display) of an electronic device which is one type of apparatus, a bendable display has been proposed. As a flexible display, in addition to a display in which only one-time surface forming is performed, a display for repeated bending (bending) use has been proposed.
In the above-described display device with repeated bending, it is conceivable to bond one bendable member (bendable member) and the other bendable member constituting the display device with an adhesive layer of an adhesive sheet. However, when the conventional adhesive sheet is used for a display device which is repeatedly bent, there is a problem that the adhesive layer floats or peels off at the interface with the adherend.
Documents of the prior art
Patent document
Patent document 1: japanese patent laid-open publication No. 2016 and 108555
Disclosure of Invention
Technical problem to be solved by the invention
However, as the display device is repeatedly bent as described above, a crack or the like may be generated in the flexible member. Such breakage also occurs when the display is fixed in a state of being bent for a long period of time and repeatedly bent. The conventional adhesive sheet disclosed in patent document 1 cannot sufficiently suppress damage such as cracking in a flexible member.
The present invention has been made in view of the above circumstances, and an object thereof is to provide an adhesive for a repeated bending apparatus and an adhesive sheet which can suppress damage such as cracking of a bending member when applied to the repeated bending apparatus and repeatedly bent or when placed in a long-term bent state; it is another object of the present invention to provide a repeatedly bendable laminated member and a repeatedly bending apparatus that can suppress damage such as cracking of a bendable member even when repeatedly bending is performed or when the member is left in a long-term bent state.
Means for solving the problems
In order to achieve the above object, according to a first aspect of the present invention, there is provided an adhesive for a repeated bending apparatus for bonding a flexible member and another flexible member constituting the repeated bending apparatus, wherein when a shear stress (τ) generated when the adhesive is strained at a shear strain amount (γ) of 0.01 to 200% under a condition of-20 ℃ is measured, an average value of a ratio (τ/γ) of the shear stress (τ) to the shear strain amount (γ) is 3.0 × 10 in a region where the shear stress (τ) linearly changes with respect to the shear strain amount (γ)8Pa or less (invention 1).
In the above invention (invention 1), by setting the average value of the ratio (τ/γ) of the shear stress (τ) to the shear strain amount (γ) to the above range, the load on the flexible member at the time of bending can be reduced, and thus the breakage of the flexible member such as cracking can be suppressed.
In the above invention (invention 1), the adhesive is preferably an acrylic adhesive (invention 2).
The second aspect of the present invention provides an adhesive sheet comprising an adhesive layer for bonding one flexible member and another flexible member constituting a repeated bending apparatus, wherein the adhesive layer is composed of the adhesive for repeated bending apparatus (aspects 1 and 2) (aspect 3).
In the above invention (invention 3), the adhesive sheet preferably has an adhesive force to polyimide of 4.0N/25mm or more (invention 4).
In the above inventions (inventions 3 and 4), the adhesive agent layer preferably has a thickness of 1 μm or more and 300 μm or less (invention 5).
In the above inventions (inventions 3 to 5), it is preferable that the adhesive sheet includes two release sheets, and the adhesive layer is sandwiched between the release sheets so as to be in contact with release surfaces of the two release sheets (invention 6).
Third, the present invention provides a repeatedly bending laminated member, including: the present invention provides a multi-bending laminate comprising one flexible member and another flexible member constituting a multi-bending device, and an adhesive layer for bonding the one flexible member and the another flexible member to each other, wherein the adhesive layer is composed of the adhesive for a multi-bending device (inventions 1 and 2) (invention 7).
Fourth, the present invention provides a repeated bending apparatus comprising the above-described bent laminated member (invention 7) (invention 8).
Effects of the invention
The adhesive and the adhesive sheet for a repeated bending apparatus according to the present invention can suppress damage such as cracking of a bending member when the adhesive and the adhesive sheet are applied to the repeated bending apparatus and repeatedly bent or left in a long-term bent state. Further, the repeatedly bendable laminated member and the repeatedly bending apparatus according to the present invention can suppress damage such as cracking of the bendable member even when repeatedly bending is performed or when the bendable member is left in a long-term bent state.
Drawings
Fig. 1 is a sectional view of an adhesive sheet according to an embodiment of the present invention.
Fig. 2 is a sectional view of a repeating curved laminated member according to an embodiment of the present invention.
Fig. 3 is an explanatory view (side view) illustrating the static bending test.
Fig. 4 is an explanatory view (side view) for explaining the dynamic bending test.
Fig. 5 is a cross-sectional view of a recurve bending apparatus according to an embodiment of the invention.
Description of the reference numerals
1: an adhesive sheet; 11: an adhesive layer; 12a, 12 b: a release sheet; 2: repeatedly bending the laminated member; 21: a first flexible member; 22: a second flexible member; s: a test piece; p: the plate is retained.
Detailed Description
Hereinafter, embodiments of the present invention will be described.
[ adhesive for repeated bending apparatus ]
The adhesive for a repeated bending apparatus of the present embodiment (hereinafter, may be simply referred to as "adhesive") is an adhesive for bonding one flexible member and another flexible member constituting the repeated bending apparatus. The repetitive bending apparatus and the bending member will be described later.
When the adhesive of the present embodiment is measured for the shear stress (τ) generated when the adhesive is strained at a shear strain amount (γ) of 0.01 to 200% under a condition of-20 ℃, the average value of the ratio (τ/γ) of the shear stress (τ) to the shear strain amount (γ) (hereinafter, sometimes referred to as "average ratio of τ to γ") in a region where the shear stress (τ) linearly changes with respect to the shear strain amount (γ) is 3.0 × 108Pa or less. The details of the method for measuring the shear stress (τ) and the average value are shown in the test examples described below.
When a laminate in which one flexible member and another flexible member are bonded to each other by an adhesive layer is placed in a bent state, a stress in a tensile direction is applied to the outside of the bent portion of the adhesive layer, and a stress in a compressive direction is applied to the inside of the bent portion of the adhesive layer. Therefore, when the laminate is repeatedly bent or placed in a long-term bent state, damage such as cracking is likely to occur in the bendable member. However, by using τ and γ described above in the adhesive of the present embodimentIs 3.0 × 108Pa or less reduces the stress applied to the flexible member, and as a result, the occurrence of breakage in the flexible member can be favorably suppressed, and the effect can be sufficiently exhibited even in an environment at a low temperature (for example, -20 ℃) where breakage of the flexible member is likely to occur, and on the other hand, if the average ratio of τ to γ is more than 3.0 × 108Pa, the generation of stress due to bending cannot be sufficiently reduced, and the generation of breakage of the bendable member cannot be suppressed, and from this point of view, the average ratio of τ to γ is preferably 1.0 × 108Pa or less, particularly preferably 5.0 × 107Pa or less, more preferably 1.3 × 107Pa or less, most preferably 8.00 × 106Pa or less.
The lower limit of the average ratio of τ to γ is not particularly limited from the viewpoint of suppressing the occurrence of breakage of the flexible member, but is preferably 1.0 × 10 from the viewpoint of easily achieving excellent workability and cohesion5Pa or more, particularly preferably 5.0 × 105Pa or more, further preferably 1.0 × 106Pa or above.
The type of the adhesive of the present embodiment is not particularly limited as long as the above physical properties are satisfied, and may be any of, for example, an acrylic adhesive, a polyester adhesive, a polyurethane adhesive, a rubber adhesive, a silicone adhesive, and the like. The adhesive may be any of emulsion type, solvent type, and non-solvent type, and may be any of crosslinking type and non-crosslinking type. Among these, acrylic adhesives which easily satisfy the above physical properties and are excellent in adhesive physical properties, optical properties, and the like are preferable, and particularly, solvent-type acrylic adhesives are preferable.
Specifically, the pressure-sensitive adhesive of the present embodiment is preferably a crosslinked pressure-sensitive adhesive composition containing a (meth) acrylate polymer (a) and a crosslinking agent (B) (hereinafter, may be referred to as "pressure-sensitive adhesive composition P"). In the case of the adhesive, the above properties are easily satisfied, and a good adhesive force is easily obtained. In the present specification, (meth) acrylic acid refers to both acrylic acid and methacrylic acid. Other similar terms are also the same. Further, the term "copolymer" is also included in the term "polymer".
(1) Components of the adhesive composition P
(1-1) (meth) acrylate ester Polymer (A)
The (meth) acrylate polymer (a) preferably contains, as monomer units constituting the polymer, an alkyl (meth) acrylate and a monomer having a reactive functional group in the molecule (reactive functional group-containing monomer).
When the (meth) acrylate polymer (a) contains an alkyl (meth) acrylate as a monomer unit constituting the polymer, preferable tackiness can be exhibited. The alkyl (meth) acrylate is preferably an alkyl (meth) acrylate in which the alkyl group has 1 to 20 carbon atoms. The alkyl group may be linear or branched, and may have a cyclic structure.
Examples of the alkyl (meth) acrylate having an alkyl group with 1 to 20 carbon atoms include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, n-butyl (meth) acrylate, n-pentyl (meth) acrylate, n-hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isooctyl (meth) acrylate, n-decyl (meth) acrylate, n-dodecyl (meth) acrylate, myristyl (meth) acrylate, palmityl (meth) acrylate, and stearyl (meth) acrylate. Among them, in view of the ease of adjusting the average ratio of τ to γ in the above range, a (meth) acrylate in which the number of carbon atoms in the alkyl group is 1 to 8 is preferable, and a (meth) acrylate in which the number of carbon atoms in the alkyl group is 4 to 8 is particularly preferable. Specifically, n-butyl (meth) acrylate and 2-ethylhexyl (meth) acrylate are preferable, and n-butyl acrylate and 2-ethylhexyl acrylate are particularly preferable. These alkyl (meth) acrylates may be used alone or in combination of two or more.
The (meth) acrylate polymer (a) preferably contains 60% by mass or more, more preferably 80% by mass or more, particularly preferably 90% by mass or more, further preferably 95% by mass or more, most preferably 98% by mass or more of an alkyl (meth) acrylate having 1 to 20 carbon atoms containing an alkyl group as a monomer unit constituting the polymer. When the alkyl (meth) acrylate is used in an amount of the above-mentioned range, the average ratio of τ to γ can be easily adjusted to the above-mentioned range while providing the (meth) acrylate polymer (a) with appropriate tackiness. The alkyl (meth) acrylate having 1 to 20 carbon atoms preferably contains 99.9% by mass or less, particularly preferably 99.5% by mass or less, and further preferably 99.0% by mass or less of an alkyl group. When the alkyl (meth) acrylate is in an amount of not more than the above amount, a desired amount of other monomer components can be introduced into the (meth) acrylate polymer (a).
The (meth) acrylate polymer (a) contains a reactive functional group-containing monomer as a monomer unit constituting the polymer, and reacts with a crosslinking agent (B) described later via a reactive functional group derived from the reactive functional group-containing monomer to form a crosslinked structure (three-dimensional network structure), whereby an adhesive having a desired cohesive force is obtained. The adhesive tends to satisfy the above-mentioned average ratio of τ to γ.
Examples of the reactive functional group-containing monomer contained in the (meth) acrylate polymer (a) as a monomer unit constituting the polymer include a monomer having a hydroxyl group in the molecule (hydroxyl group-containing monomer), a monomer having a carboxyl group in the molecule (carboxyl group-containing monomer), and a monomer having an amino group in the molecule (amino group-containing monomer). These reactive functional group-containing monomers may be used alone or in combination of two or more.
Among the above-mentioned reactive functional group-containing monomers, hydroxyl group-containing monomers or carboxyl group-containing monomers are preferable, and hydroxyl group-containing monomers are particularly preferable. Since the hydroxyl group-containing monomer easily adjusts the crosslinking density in the formed adhesive to a desired range, the above-mentioned average ratio of τ to γ is easily satisfied.
Examples of the hydroxyl group-containing monomer include hydroxyalkyl (meth) acrylates such as 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 3-hydroxybutyl (meth) acrylate, and 4-hydroxybutyl (meth) acrylate. Among the above, hydroxyalkyl (meth) acrylates having a hydroxyalkyl group having 1 to 4 carbon atoms are preferable from the viewpoint of easily adjusting the average ratio of τ to γ to the above range. Specifically, for example, 2-hydroxyethyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate and the like are preferably mentioned, and 2-hydroxyethyl acrylate or 4-hydroxybutyl acrylate is particularly preferably mentioned. These hydroxyl group-containing monomers may be used alone or in combination of two or more.
Examples of the carboxyl group-containing monomer include ethylenically unsaturated carboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, maleic acid, itaconic acid, and citraconic acid. Among them, acrylic acid is preferable from the point of adhesion of the obtained (meth) acrylate polymer (a). These carboxyl group-containing monomers may be used alone or in combination of two or more.
The lower limit of the content of the reactive functional group-containing monomer in the (meth) acrylate polymer (a) is preferably 0.1% by mass or more, particularly preferably 0.5% by mass or more, and more preferably 1.0% by mass or more. In addition, the (meth) acrylate polymer (a) preferably contains 10% by mass or less, more preferably 7% by mass or less, particularly preferably 4% by mass or less, and further preferably 2% by mass or less of the reactive functional group-containing monomer as a monomer unit constituting the polymer in terms of the above limit. When the (meth) acrylate polymer (a) contains the reactive functional group-containing monomer as a monomer unit in the above-mentioned amount, the cohesive force of the adhesive obtained by the crosslinking reaction with the crosslinking agent (B) becomes appropriate, and the above-mentioned average ratio of τ to γ is easily satisfied.
It is also preferable that the (meth) acrylate polymer (a) does not contain a carboxyl group-containing monomer as a monomer unit constituting the polymer. Since the carboxyl group is an acid component, the carboxyl group-containing monomer is not contained, and therefore even when a substance causing a problem due to an acid, for example, a transparent conductive film such as tin-doped indium oxide (ITO), a metal film, a metal mesh, or the like is present in the target to which the adhesive is attached, the problem (corrosion, change in resistance value, or the like) due to the acid can be suppressed.
Here, "not containing a carboxyl group-containing monomer" means that the monomer contains almost no carboxyl group-containing monomer, and in addition to not containing a carboxyl group-containing monomer at all, the monomer is allowed to contain a carboxyl group-containing monomer to such an extent that corrosion of the transparent conductive film, the metal wiring, or the like due to a carboxyl group does not occur. Specifically, the carboxyl group-containing monomer is allowed to be contained as a monomer unit in an amount of 0.1% by mass or less, preferably 0.01% by mass or less, and more preferably 0.001% by mass or less in the (meth) acrylate polymer (a).
The (meth) acrylate polymer (a) may also contain other monomers as monomer units constituting the polymer, as required. In order not to inhibit the above-mentioned action of the reactive functional group-containing monomer, as the other monomer, a monomer containing no reactive functional group is preferable. Examples of the monomer include a non-reactive nitrogen atom-containing monomer such as N-acryloylmorpholine and N-vinyl-2-pyrrolidone, an alkoxyalkyl (meth) acrylate such as methoxyethyl (meth) acrylate and ethoxyethyl (meth) acrylate, vinyl acetate, and styrene. These monomers may be used alone or in combination of two or more.
The polymerization form of the (meth) acrylate polymer (a) may be a random copolymer or a block copolymer.
The weight average molecular weight of the (meth) acrylate polymer (a) is preferably 50 ten thousand or more, more preferably 60 ten thousand or more, and particularly preferably 70 ten thousand or more. The weight average molecular weight of the (meth) acrylate polymer (a) is preferably 200 ten thousand or less, more preferably 150 ten thousand or less, and particularly preferably 120 ten thousand or less. If the weight average molecular weight of the (meth) acrylate polymer (a) is within the above range, it is easy to adjust the average ratio of τ to γ to the above range. The weight average molecular weight in the present specification is a value in terms of standard polystyrene measured by a Gel Permeation Chromatography (GPC) method.
In the adhesive composition P, one kind of the (meth) acrylate polymer (a) may be used alone, or two or more kinds may be used in combination.
(1-2) crosslinking agent (B)
The crosslinking agent (B) crosslinks the (meth) acrylate polymer (a) to form a three-dimensional network structure by using, as a trigger (trigger), heating or the like of the adhesive composition P containing the crosslinking agent (B). This improves the cohesive force of the adhesive obtained, and makes it easy to adjust the average ratio of τ to γ to the above range.
The crosslinking agent (B) may react with the reactive group of the (meth) acrylate polymer (a), and examples thereof include isocyanate crosslinking agents, epoxy crosslinking agents, amine crosslinking agents, melamine crosslinking agents, aziridine crosslinking agents, hydrazine crosslinking agents, aldehyde crosslinking agents, oxazoline crosslinking agents, metal alkoxide crosslinking agents, metal chelate crosslinking agents, metal salt crosslinking agents, and ammonium salt crosslinking agents. Among the above, isocyanate-based crosslinking agents having excellent reactivity with the reactive functional group-containing monomer are preferably used. The crosslinking agent (B) may be used alone or in combination of two or more.
The isocyanate-based crosslinking agent contains at least a polyisocyanate compound. Examples of the polyisocyanate compound include aromatic polyisocyanates such as tolylene diisocyanate, diphenylmethane diisocyanate and xylylene diisocyanate, aliphatic polyisocyanates such as hexamethylene diisocyanate, alicyclic polyisocyanates such as isophorone diisocyanate and hydrogenated diphenylmethane diisocyanate, biuret and isocyanurate compounds thereof, and adducts thereof with low-molecular active hydrogen-containing compounds such as ethylene glycol, propylene glycol, neopentyl glycol, trimethylolpropane and castor oil. Among them, trimethylolpropane-modified aromatic polyisocyanates are preferable from the viewpoint of reactivity with hydroxyl groups, and trimethylolpropane-modified tolylene diisocyanate or trimethylolpropane-modified xylylene diisocyanate is particularly preferable.
The content of the crosslinking agent (B) in the adhesive composition P is preferably 0.01 part by mass or more, particularly preferably 0.04 part by mass or more, and more preferably 0.08 part by mass or more, based on 100 parts by mass of the (meth) acrylate polymer (a). The content is preferably 1.50 parts by mass or less, more preferably 1.00 parts by mass or less, particularly preferably 0.60 parts by mass or less, and further preferably 0.40 parts by mass or less. When the content of the crosslinking agent (B) is within the above range, the average ratio of τ to γ can be easily adjusted to the above range.
(1-3) various additives
Various additives generally used in acrylic adhesives may be added to the adhesive composition P as needed, for example, a silane coupling agent, an ultraviolet absorber, an antistatic agent, a tackifier, an antioxidant, a light stabilizer, a softening agent, a filler, a refractive index adjuster, and the like may be added. In addition, a polymerization solvent or a dilution solvent described later is not included in the additive constituting the adhesive composition P.
The adhesive composition P preferably contains the above-mentioned silane coupling agent. This improves the adhesion between the obtained adhesive layer and the flexible member as the adherend, and the adhesive force becomes more preferable.
The silane coupling agent is preferably an organosilicon compound having at least one alkoxysilyl group in the molecule, which has good compatibility with the (meth) acrylate polymer (a) and light transmittance.
Examples of the silane coupling agent include silicon compounds containing a polymerizable unsaturated group such as vinyltrimethoxysilane, vinyltriethoxysilane, and methacryloxypropyltrimethoxysilane; silicon compounds having an epoxy structure such as 3-glycidyloxypropyltrimethoxysilane, 3-glycidyloxypropylmethyldimethoxysilane and 2- (3, 4-epoxycyclohexyl) ethyltrimethoxysilane; mercapto group-containing silicon compounds such as 3-mercaptopropyltrimethoxysilane, 3-mercaptopropyltriethoxysilane, 3-mercaptopropyldimethoxymethylsilane, etc.; amino group-containing silicon compounds such as 3-aminopropyltrimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane and N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane; 3-chloropropyltrimethoxysilane; isocyanatopropyltriethoxysilane; or a condensate of at least one of these silane coupling agents with an alkyl group-containing silicon compound such as methyltriethoxysilane, ethyltriethoxysilane, methyltrimethoxysilane, ethyltrimethoxysilane, or the like. These may be used alone or in combination of two or more.
The content of the silane coupling agent in the adhesive composition P is preferably 0.01 part by mass or more, particularly preferably 0.05 part by mass or more, and more preferably 0.1 part by mass or more, per 100 parts by mass of the (meth) acrylate polymer (a). The content is preferably 1 part by mass or less, particularly preferably 0.5 part by mass or less, and further preferably 0.3 part by mass or less. When the content of the silane coupling agent is within the above range, the adhesion of the obtained adhesive layer to a flexible member as an adherend is improved, and the adhesive force becomes larger.
(2) Preparation of adhesive composition P
The adhesive composition P can be prepared by: (meth) acrylate polymer (A) is prepared, and the resulting (meth) acrylate polymer (A) is mixed with crosslinking agent (B) while adding additives as needed.
The (meth) acrylate polymer (a) can be produced by polymerizing a mixture of monomers constituting the polymer by a general radical polymerization method. The polymerization of the (meth) acrylate polymer (a) is preferably carried out by a solution polymerization method using a polymerization initiator as needed. By polymerizing the (meth) acrylate polymer (a) by the solution polymerization method, the obtained polymer can be easily increased in molecular weight and adjusted in molecular weight distribution, and the production of low molecular weight products can be further reduced. Therefore, even when the gel fraction is made small and the degree of crosslinking is relaxed, the adhesive is less likely to shift due to repeated bending.
Examples of the polymerization solvent used in the solution polymerization method include ethyl acetate, n-butyl acetate, isobutyl acetate, toluene, acetone, hexane, and methyl ethyl ketone, and two or more kinds thereof may be used simultaneously.
Examples of the polymerization initiator include azo compounds and organic peroxides, and two or more of them may be used simultaneously. Examples of the azo compound include 2,2 '-azobisisobutyronitrile, 2' -azobis (2-methylbutyronitrile), 1 '-azobis (cyclohexane-1-carbonitrile), 2' -azobis (2, 4-dimethylvaleronitrile), 2 '-azobis (2, 4-dimethyl-4-methoxyvaleronitrile), dimethyl azobisisobutyrate, 4' -azobis (4-cyanovaleric acid), 2 '-azobis (2-hydroxymethylpropionitrile), and 2, 2' -azobis [2- (2-imidazolin-2-yl) propane ].
Examples of the organic peroxide include benzoyl peroxide, tert-butyl peroxybenzoate, cumene hydroperoxide, diisopropyl peroxydicarbonate, di-n-propyl peroxydicarbonate, di (2-ethoxyethyl) peroxydicarbonate, tert-butyl peroxyneodecanoate, tert-butyl peroxypivalate, 3,5, 5-trimethylhexanoyl peroxide, dipropionyl peroxide, and diacetyl peroxide.
In the polymerization step, a chain transfer agent such as 2-mercaptoethanol is added to adjust the weight average molecular weight of the obtained polymer.
After the (meth) acrylate polymer (a) is obtained, the crosslinking agent (B), and if necessary, the additive and the diluting solvent are added to a solution of the (meth) acrylate polymer (a), and the mixture is thoroughly mixed to obtain the adhesive composition P (coating solution) diluted with the solvent.
In addition, when a solid substance is used for any of the above components or when the solid substance is precipitated when the solid substance is mixed with another component in an undiluted state, the component may be dissolved or diluted in a diluting solvent in advance and then mixed with another component.
Examples of the diluting solvent include aliphatic hydrocarbons such as hexane, heptane and cyclohexane; aromatic hydrocarbons such as toluene and xylene; halogenated hydrocarbons such as methylene chloride and ethylene chloride; alcohols such as methanol, ethanol, propanol, butanol, and 1-methoxy-2-propanol; ketones such as acetone, methyl ethyl ketone, 2-pentanone, isophorone, and cyclohexanone; esters such as ethyl acetate and butyl acetate; and cellosolve solvents such as ethyl cellosolve.
The concentration and viscosity of the coating solution prepared in this manner are not particularly limited as long as they are in a coatable range, and may be appropriately selected according to the situation. For example, the adhesive composition P is diluted so that the concentration thereof is 10 to 60 mass%. In addition, the addition of a diluting solvent or the like is not essential to obtain a coating solution, and the diluting solvent may not be added as long as the adhesive composition P has a coatable viscosity or the like. In this case, the adhesive composition P is a coating solution in which the polymerization solvent of the (meth) acrylate polymer (a) is directly used as a dilution solvent.
(3) Preparation of Adhesives
The pressure-sensitive adhesive of the present embodiment is preferably obtained by crosslinking the pressure-sensitive adhesive composition P. The crosslinking of the adhesive composition P can generally be carried out by heat treatment. Further, the drying treatment when evaporating the diluting solvent or the like from the coating film of the adhesive composition P applied to the desired object may be used as the heating treatment.
The heating temperature of the heating treatment is preferably 50 to 150 ℃, and particularly preferably 70 to 120 ℃. The heating time is preferably 10 seconds to 10 minutes, and particularly preferably 50 seconds to 2 minutes.
After the heat treatment, if necessary, a curing period of about 1 to 2 weeks may be set at normal temperature (e.g., 23 ℃ C., 50% RH). When the curing period is required, the adhesive is formed after the curing period, and when the curing period is not required, the adhesive is directly formed after the heating treatment is finished.
By the above-mentioned heat treatment (and curing), the (meth) acrylate polymer (a) is sufficiently crosslinked via the crosslinking agent (B) to form a crosslinked structure, thereby obtaining an adhesive.
[ adhesive sheet ]
The adhesive sheet of the present embodiment has an adhesive layer for bonding one flexible member and another flexible member constituting a repetitive bending apparatus, and the adhesive layer is composed of the adhesive.
Fig. 1 shows a specific structure of an example of the pressure-sensitive adhesive sheet of the present embodiment.
As shown in fig. 1, the adhesive sheet 1 of one embodiment is composed of two release sheets 12a and 12b and an adhesive layer 11, and the adhesive layer 11 is sandwiched between the two release sheets 12a and 12b so as to be in contact with release surfaces of the two release sheets 12a and 12 b. The release surface of the release sheet in the present specification means a surface having releasability in the release sheet, and includes any of a surface subjected to a release treatment and a surface showing releasability even if the release treatment is not performed.
(1) Constituent elements
(1-1) adhesive agent layer
The adhesive layer 11 is composed of the adhesive of the above embodiment, and preferably is composed of an adhesive obtained by crosslinking the adhesive composition P.
The lower limit of the thickness (value measured according to JIS K7130) of the adhesive layer 11 of the adhesive sheet 1 of the present embodiment is preferably 1 μm or more, more preferably 5 μm or more, particularly preferably 10 μm or more, and further preferably 15 μm or more. When the lower limit of the thickness of the adhesive layer 11 is as described above, a desired adhesive force is easily exerted, and floating or peeling at the interface between the adhesive layer and the adherend is less likely to occur. The upper limit of the thickness of the adhesive layer 11 is preferably 300 μm or less, more preferably 150 μm or less, particularly preferably 90 μm or less, and further preferably 40 μm or less from the viewpoint of obtaining a thinner repetitive bending device. When the upper limit of the thickness of the adhesive layer 11 is set to the above value, the stress applied to the bent portion is easily reduced, and the stress applied to the entire adhesive layer is easily reduced by the average ratio of τ to γ. The adhesive layer 11 may be formed of a single layer or a plurality of layers.
The total light transmittance (value measured according to JIS K7361-1: 1997) of the adhesive layer 11 of the adhesive sheet 1 of the present embodiment is preferably 80% or more, more preferably 90% or more, particularly preferably 95% or more, and further preferably 99% or more. When the total light transmittance is as described above, the transparency is high, and the optical display device is suitable for optical use (for a repeated bending display).
(1-2) Release sheet
The release sheets 12a and 12b protect the adhesive layer 11 until the adhesive sheet 1 is used, and are released when the adhesive sheet 1 (adhesive layer 11) is used. In the adhesive sheet 1 of the present embodiment, one or both of the release sheets 12a and 12b are not essential.
Examples of the release sheets 12a and 12b include a polyethylene film, a polypropylene film, a polybutylene film, a polybutadiene film, a polymethylpentene film, a polyvinyl chloride film, a vinyl chloride copolymer film, a polyethylene terephthalate film, a polyethylene naphthalate film, a polybutylene terephthalate film, a polyurethane film, an ethylene-vinyl acetate film, an ionomer resin film, an ethylene- (meth) acrylic acid copolymer film, an ethylene- (meth) acrylate copolymer film, a polystyrene film, a polycarbonate film, a polyimide film, and a fluororesin film. In addition, crosslinked films of these films may also be used. Further, a laminated film of these films is also possible.
The release surfaces (particularly, the surfaces in contact with the adhesive agent layer 11) of the release sheets 12a and 12b are preferably subjected to a release treatment. Examples of the release agent used for the release treatment include alkyd based, silicone based, fluorine based, unsaturated polyester based, polyolefin based, and wax based release agents. Of the release sheets 12a and 12b, one release sheet is preferably a heavy release type release sheet having a large release force, and the other release sheet is preferably a light release type release sheet having a small release force.
The thickness of the release sheets 12a and 12b is not particularly limited, but is usually about 20 to 150 μm.
(2) Adhesive force
The lower limit of the adhesive force of the adhesive sheet 1 of the present embodiment to polyimide is preferably 4.0N/25mm or more, more preferably 5.0N/25mm or more, and particularly preferably 6.0N/25mm or more. When the lower limit of the adhesive force of the adhesive sheet 1 to polyimide is set as described above, even when a polyimide film or the like is used as an adherend, the adhesive sheet is less likely to float or peel at the interface between the adhesive layer and the adherend when the adhesive sheet is repeatedly bent or left in a long-term bent state. On the other hand, the upper limit of the above-mentioned adhesive force is not particularly limited, but is preferably 30.0N/25mm or less, more preferably 25.0N/25mm or less, and particularly preferably 20.0N/25mm or less. The adhesive force in the present specification means an adhesive force measured basically by the 180-degree peel method according to JISZ0237:2009, and a specific test method is shown in test examples described later.
The lower limit of the adhesive force of the adhesive sheet 1 of the present embodiment to soda-lime glass is preferably 5.0N/25mm or more, more preferably 6.0N/25mm or more, and particularly preferably 7.0N/25mm or more. When the lower limit of the adhesive force of the adhesive sheet 1 to soda-lime glass is set as described above, when a member made of various materials is used as an adherend, the adhesive sheet is less likely to float or peel at the interface between the adhesive layer and the adherend. On the other hand, the upper limit of the above-mentioned adhesive force is not particularly limited, but is usually preferably 50.0N/25mm or less, more preferably 40.0N/25mm or less, and from the viewpoint of removability of re-sticking the adhesive sheet 1 when sticking a wrong adhesive sheet 1, particularly preferably 30.0N/25mm or less, and further preferably 20.0N/25mm or less.
(3) Production of adhesive sheet
A case where the adhesive composition P is used will be described as one example of manufacturing the adhesive sheet 1. The coating liquid of the adhesive composition P is applied to the release surface of one release sheet 12a (or 12b), heat treatment is performed to thermally crosslink the adhesive composition P to form a coating layer, and then the release surface of the other release sheet 12b (or 12a) is laminated on the coating layer. When the curing period is required, the coating layer becomes the adhesive layer 11 by providing the curing period, and when the curing period is not required, the coating layer directly becomes the adhesive layer 11. Thus, the adhesive sheet 1 was obtained. The conditions for heat treatment and aging are as described above.
As another production example of the adhesive sheet 1, a coating solution of the adhesive composition P is applied to the release surface of one release sheet 12a, and heat treatment is performed to thermally crosslink the adhesive composition P to form a coating layer, thereby obtaining a release sheet 12a with a coating layer. The coating solution of the adhesive composition P is applied to the release surface of the other release sheet 12b, and heat treatment is performed to thermally crosslink the adhesive composition P to form a coating layer, thereby obtaining a release sheet 12b with a coating layer. Then, the coated release sheet 12a and the coated release sheet 12b are bonded to each other so that the two coated layers are in contact with each other. When the curing period is required, the laminated coating layer becomes the adhesive layer 11 by providing the curing period, and when the curing period is not required, the laminated coating layer directly becomes the adhesive layer 11. Thus, the adhesive sheet 1 was obtained. According to this production example, even when the adhesive layer 11 is thick, stable production can be performed.
As a method for applying the coating liquid of the adhesive composition P, for example, a bar coating method, a blade coating method, a roll coating method, a blade coating method, a die coating method, a gravure coating method, or the like can be used.
[ repeatedly bending the laminated Member ]
As shown in fig. 2, the repeatedly bendable laminated member 2 of the present embodiment includes a first bendable member 21 (one bendable member), a second bendable member 22 (the other bendable member), and an adhesive layer 11, and the adhesive layer 11 is located between the first bendable member 21 and the second bendable member 22, and bonds the first bendable member 21 and the second bendable member 22 to each other.
The adhesive layer 11 in the repeatedly bent laminated member 2 is the adhesive layer 11 of the adhesive sheet 1.
The repeated bending laminated member 2 is the repeated bending apparatus itself or a member constituting a part of the repeated bending apparatus. The bending device is preferably a display that can be bent (including bending), but is not limited thereto. Examples of the repeated bending device include an organic electroluminescence (organic EL) display, an electrophoretic display (electronic paper), a liquid crystal display using a plastic substrate (film) as a substrate, a foldable display, and the like, and may be a touch panel.
The first flexible member 21 and the second flexible member 22 are members that can be repeatedly bent (including folded), and examples thereof include a coating Film, a barrier Film, a hard coat Film, a polarizing Film (polarizing plate), a polarizer, a retardation Film (retardation plate), a viewing angle compensation Film, a luminance enhancement Film, a contrast enhancement Film, a diffusion Film, a transflective Film, an electrode Film, a transparent conductive Film, a metal mesh Film, a Film sensor (touch sensitive Film), a liquid crystal polymer Film, a light emitting polymer Film, a Film-like liquid crystal module, an organic EL module (organic EL Film, organic EL element), an electronic paper module (Film-like electronic paper), a TFT (Thin Film Transistor ) substrate, and the like.
Among the above, in the repeatedly bendable laminated member 2 of the present embodiment, one of the first and second bendable members 21 and 22 is preferably a hard coat film. In general, a hard coat film is easily broken such as cracking when it is bent. However, according to the adhesive layer 11 of the present embodiment, even when the repeatedly bent laminated member 2 is repeatedly bent or when the repeatedly bent laminated member 2 is fixed in a long-term bent state, the occurrence of damage in the hard coat film can be favorably suppressed.
The Young's modulus of each of the first flexible member 21 and the second flexible member 22 is preferably 0.1 to 10GPa, particularly preferably 0.5 to 7GPa, and more preferably 1 to 5 GPa. When the young's modulus of the first flexible member 21 and the second flexible member 22 is within this range, the respective flexible members can be easily bent repeatedly.
The thickness of each of the first flexible member 21 and the second flexible member 22 is preferably 10 to 3000 μm, particularly preferably 25 to 1000 μm, and more preferably 50 to 500 μm. When the thickness of the first flexible member 21 and the second flexible member 22 is within this range, the respective flexible members can be easily bent repeatedly.
In order to manufacture the above-described repeatedly bent laminate member 2, one release sheet 12a of the adhesive sheet 1 is peeled off, and the adhesive layer 11 exposed from the adhesive sheet 1 is bonded to one surface of the first flexible member 21.
Then, the other release sheet 12b is peeled off from the adhesive layer 11 of the adhesive sheet 1, and the adhesive layer 11 exposed from the adhesive sheet 1 and the second flexible member 22 are bonded to obtain the repeatedly flexible laminated structure 2. As another example, the order of attaching the first flexible member 21 and the second flexible member 22 may be changed.
[ repeated bending apparatus ]
The repeated bending apparatus of the present embodiment includes the above-described repeatedly bending laminated member 2, and may be configured by only the repeatedly bending laminated member 2, or may be configured by including one or a plurality of repeatedly bending laminated members 2 and other flexible members. When laminating one repeatedly bent laminated member 2 and the other repeatedly bent laminated member 2, or when laminating the repeatedly bent laminated member 2 and the other flexible member, it is preferable to laminate them via the adhesive layer 11 of the adhesive sheet 1.
Since the adhesive layer 11 of the repeated bending apparatus of the present embodiment is made of the adhesive, even when the apparatus is repeatedly bent or is left in a long-term bent state, it is possible to suppress the occurrence of damage such as cracking in the bendable member. This effect can be sufficiently exhibited even in an environment of a low temperature (for example, -20 ℃) in which breakage is likely to occur. This effect can be sufficiently exhibited even when the adherend is a hard coat film. The bending resistance can be evaluated by, for example, a static bending test and a dynamic bending test.
In the static bending test, a laminate having a size of 200mm × 50mm and formed by sandwiching an adhesive layer between two flexible members was used as a test piece, and as shown in fig. 3, the test piece S was held in a bent state between two vertically disposed holding plates P made of glass plates for 24 hours in an environment of 23 ℃ and 50% RH or in an environment of-20 ℃ and, at this time, in a case of being placed in an environment of 23 ℃ and 50% RH, the distance between the two holding plates P was set to 7mm (bending diameter of the test piece S:
) In the case of being left in an environment of-20 ℃, the distance between the two pieces of holding plates P is set to 8mm (the bending diameter of the test piece S:
). The test piece S was held so that the substantially central portion of the long side (200mm) of the test piece S was a bent portion and both short sides (50mm) of the test piece S were located on the upper side. After the static bending test, the test piece S was taken out from between the two holding plates P, and it was visually confirmed whether or not a crack or other damage occurred in the flexible member.
On the other hand, in dynamic bending testAs shown in fig. 4, the test piece S is held between two holding plates P of a plane body no-load U-shaped elongation tester under an environment of 23 ℃ and 50% RH or under an environment of-20 ℃ and one of the two holding plates P is in a parallel relationship with the other holding plate P and can reciprocate closer to and farther from the other holding plate P, and when placed under an environment of 23 ℃ and 50% RH, the distance between the two holding plates P is changed from 86mm to 7mm (the bending diameter of the test piece S:
displacement (stroke): 79 mm). Further, the distance between the two holding plates P was changed from 86mm to 8mm (the bending diameter of the test piece S:
displacement: 78 mm). The test piece S is fixed to the holding plate P such that the substantially central portion of the long side (150mm) thereof is a bent portion and both short sides (50mm) of the test piece S are positioned above. In this state, the test piece S was bent 3 ten thousand times at a bending speed of 30rpm (reciprocating speed of the holding plate P). After the dynamic bending test, the test piece S was taken out from between the two holding plates P, and it was confirmed by eye whether or not a crack or other damage occurred in the flexible member.
Fig. 5 shows a repetitive bending apparatus as an example of the present embodiment. The bending apparatus of the present invention is not limited to this bending apparatus.
As shown in fig. 5, the repetitive bending device 3 of the present embodiment is configured by laminating a cover film 31, a first adhesive layer 32, a polarizing film 33, a second adhesive layer 34, a touch sensitive film 35, a third adhesive layer 36, an organic EL element 37, a fourth adhesive layer 38, and a TFT substrate 39 in this order from top to bottom. The coating film 31, the polarizing film 33, the touch sensitive film 35, the organic EL element 37, and the TFT substrate 39 correspond to a flexible member.
At least one of the first adhesive layer 32, the second adhesive layer 34, the third adhesive layer 36, and the fourth adhesive layer 38 is the adhesive layer 11 of the adhesive sheet 1. Any two or more of the first adhesive layer 32, the second adhesive layer 34, the third adhesive layer 36, and the fourth adhesive layer 38 are preferably the adhesive layers 11 of the adhesive sheet 1, and most preferably the adhesive layers 32, 34, 36, and 38 are all the adhesive layers 11 of the adhesive sheet 1.
The coating film 31 is preferably a hard coat film or a laminate having a hard coat film. In this case, at least the first adhesive layer 32 is preferably the adhesive layer 11 of the adhesive sheet 1. For example, when the TFT substrate 39 includes a polyimide film, particularly when the polyimide film is provided on the adhesive layer 11 side, at least the fourth adhesive layer 38 is preferably the adhesive layer 11 of the adhesive sheet 1.
The above-described repeated bending apparatus 3 can suppress the occurrence of damage such as a crack in the bendable member even when repeatedly bent or when left in a bent state for a long period of time. This effect can be sufficiently exhibited even in an environment at a low temperature (for example, -20 ℃) where breakage is likely to occur. This effect can be sufficiently exhibited even when the flexible member is a hard coat film or a laminate including a hard coat film.
The embodiments described above are described for easy understanding of the present invention, and are not described for limiting the present invention. Therefore, each element disclosed in the above embodiments also covers all design changes and equivalents that fall within the technical scope of the present invention.
For example, one or both of the release sheets 12a and 12b in the adhesive sheet 1 may be omitted, or a desired flexible member may be laminated instead of the release sheets 12a and 12 b.
Examples
The present invention will be described in more detail with reference to examples and the like, but the scope of the present invention is not limited to these examples and the like.
[ example 1]
Preparation of (meth) acrylate Polymer (A)
The (meth) acrylate polymer (a) was prepared by copolymerizing 54 parts by mass of n-butyl acrylate, 45 parts by mass of 2-ethylhexyl acrylate, and 1 part by mass of 4-hydroxybutyl acrylate by a solution polymerization method. The molecular weight of the (meth) acrylate polymer (a) was measured by the method described below, and as a result, the weight average molecular weight (Mw) was 80 ten thousand.
2. Preparation of adhesive composition
100 parts by mass (in terms of solid content; the same applies hereinafter) of the (meth) acrylate polymer (A) obtained in the step 1, 0.25 part by mass of trimethylolpropane-modified xylylene diisocyanate (XDI; product name "TD-75" manufactured by Soken chemical & engineering Co., Ltd.) as the crosslinking agent (B), and 0.20 part by mass of 3-glycidyloxypropyltrimethoxysilane as a silane coupling agent were mixed, sufficiently stirred, and diluted with methyl ethyl ketone to obtain a coating solution of an adhesive composition.
3. Production of adhesive sheet
The obtained coating solution of the adhesive composition was coated on the release-treated surface of a heavy release type release sheet (manufactured by lintec corporation, product name "SP-PET 752150") obtained by subjecting one surface of a polyethylene terephthalate film to a release treatment using a silicone-based release agent, using a blade coater. Then, the coating layer was subjected to a heat treatment at 90 ℃ for 1 minute to form a coating layer.
Next, the light release sheet and the coating layer were bonded so that the coating layer on the heavy release sheet obtained above was brought into contact with the release-treated surface of the light release sheet (product name "SP-PET 381130" manufactured by linetec Corporation) obtained by subjecting one surface of a polyethylene terephthalate film to a release treatment using a silicone-based release agent, and the sheet was aged at 23 ℃ and 50% RH for 7 days to produce an adhesive sheet having an adhesive layer with a thickness of 25 μm, that is, an adhesive sheet having a structure of a heavy release sheet/an adhesive layer (thickness: 25 μm)/a light release sheet. The thickness of the adhesive layer was measured according to JIS K7130 using a constant pressure thickness measuring instrument (TECLOCK co., ltd., product name "PG-02").
Table 1 shows the respective compounding ratios (solid content equivalent) of the adhesive compositions when the (meth) acrylate polymer (a) is 100 parts by mass (solid content equivalent). The details of the abbreviations and the like shown in table 1 are as follows.
[ (meth) acrylic ester Polymer (A) ]
BA: acrylic acid n-butyl ester
2 EHA: 2-ethylhexyl acrylate
4 HBA: acrylic acid 4-hydroxybutyl ester
MMA: methacrylic acid
HEA: 2-Hydroxyethyl acrylate
ACMO: acryloyl morpholine
IBXA: acrylic acid isobornyl ester
[ crosslinking agent (B) ]
XDI: trimethylolpropane-modified xylylene diisocyanate (manufactured by Soken Chemical & engineering Co., Ltd., product name "TD-75")
TDI: trimethylolpropane-modified toluene diisocyanate (TOYOCHEM CO., LTD., product name "BHS 8515")
Examples 2 to 10 and comparative examples 1 to 2
An adhesive sheet was produced in the same manner as in example 1, except that the kind and ratio of each monomer constituting the (meth) acrylate polymer (a), the weight average molecular weight (Mw) of the (meth) acrylate polymer (a), and the kind and blending amount of the crosslinking agent (B) were changed as shown in table 1.
Production example 1
100 parts by mass of an epoxidized (6 mol) polyglycerol hexaacrylate (Sakamoto Yakuhin Kogyo co., ltd., product name "TE-6"), 235 parts by mass of a (meth) acryl-modified silica nanofiller (product name "MEK-AC-2140Z," manufactured by Nissan chemical corporation), 5 parts by mass of a photopolymerization initiator (product name "IRGACURE 184," manufactured by basf corporation), and diluted with methyl ethyl ketone, thereby preparing a coating liquid of the composition for forming a hard coat layer having a solid content concentration of 50 mass%.
The obtained coating liquid was applied to an easy-adhesion-treated surface of a polyethylene terephthalate (PET) film (TOYOBO co., ltd., product name "PET 50a 4100" having a thickness of 50 μm) having one surface subjected to an easy adhesion treatment by using a mayer bar #10, and the obtained coating film was dried at 80 ℃ for 1 minute. Next, the film was irradiated with ultraviolet rays (light amount: 170 mJ/cm)2) The coating film was cured to form a hard coat layer having a thickness of 5 μm.
In this manner, a hard coat film in which a hard coat layer is laminated on a PET film is produced.
[ test example 1] (measurement of adhesive force)
The light release sheet was peeled from the pressure-sensitive adhesive sheets obtained in examples and comparative examples, and the exposed pressure-sensitive adhesive layer was bonded to an easy-adhesive layer of a polyethylene terephthalate (PET) film (TOYOBO co., ltd., product name "PET a 4300" thickness: 100 μm) having an easy-adhesive layer, to obtain a laminate of a heavy release sheet/pressure-sensitive adhesive layer/PET film. The obtained laminate was cut into a width of 25mm and a length of 110 mm.
On the other hand, the following 2 kinds of adherends were prepared.
(1) Soda-lime Glass plate (Nippon Sheet Glass Co., manufactured by Ltd., product name "soda-lime Glass", thickness: 1.1mm)
(2) A laminate (polyimide film side surface to be bonded) of a polyimide film (DU PONT-TORAY CO., LTD., product name "KAPTON 100 PI", thickness of polyimide film: 25 μm, thickness of adhesive layer: 5 μm) having an adhesive layer attached to one surface of a soda-lime Glass plate (manufactured by Nippon Sheet Glass Co., Ltd., product name "soda-lime Glass", thickness: 1.1mm)
The heavy-release type release sheet was peeled from the laminate in an atmosphere of 23 ℃ and 50% RH, and the exposed adhesive layer was attached to each of the adherends, and pressurized at 0.5MPa and 50 ℃ for 20 minutes by an autoclave manufactured by kurihia sesakusho co., ltd. After the laminate was left at 23 ℃ and 50% RH for 24 hours, the adhesive force (N/25mm) at the time of peeling the laminate of the PET film and the adhesive layer from the adherend was measured using a tensile tester (ORIENTEC co., ltd., TENSILON) at a peeling speed of 300mm/min and a peeling angle of 180 degrees. The conditions not described herein were measured according to JIS Z0237: 2009. The results are shown in Table 2.
[ test example 2] (measurement of Total light transmittance)
The adhesive layers of the adhesive sheets obtained in examples and comparative examples were bonded to glass, and the bonded adhesive layers were used as measurement samples. The total light transmittance (%) of the above-mentioned measurement sample was measured in accordance with JIS K7361-1:1997 using a haze meter (NIPPON DENSHOKU INDUSTRIES Co., LTD, product name "NDH-5000") based on background measurement (background measurement) using glass. The results are shown in Table 2.
[ test example 3] (measurement of shear Strain-shear stress)
The adhesive layers of the adhesive sheets prepared in the examples and comparative examples were laminated to prepare a laminate having a thickness of 0.5 mm. From the resulting laminate of the adhesive layers, a cylindrical body (height: 0.5mm) having a diameter of 8mm was punched out as a sample.
The shear stress (τ) was measured using a viscoelasticity measuring apparatus (product name "MCR 302" manufactured by Anton paar GmbH) under the following conditions while changing the shear strain amount (γ) from 0.01 to 200%.
Measuring temperature: -20 ℃ C
Measurement points: 44 points drawing (44 points プロット)
From the obtained measurement results, a region in which the shear stress (τ) linearly changes with respect to the amount of shear strain (γ) is determined. Then, for each measurement point present in the region, a ratio (τ/γ) of the shear stress (τ) to the shear strain amount (γ) is calculated. Further, an average value of the obtained ratios (τ/γ) is calculated. The results are shown in Table 2.
[ test example 4] (static bending test)
The light release type release sheet was peeled from the adhesive sheets prepared in examples and comparative examples in an environment of 23 ℃ and 50% RH, and the exposed adhesive layer was bonded to the surface of the flexible hard coat film opposite to the hard coat layer, which was prepared in production example 1 as a substrate. Subsequently, the heavy-release type release sheet was peeled off, and the exposed adhesive layer was bonded to one surface of a Polyimide (PI) film (DU PONT-TORAY co., ltd., product name "KAPTON 100 PI", thickness: 25 μm). Then, the mixture was pressurized at 50 ℃ under 0.5MPa using an autoclave manufactured by KURIHARA SEISAKUSHO Co., Ltd. for 20 minutes, and then left at 23 ℃ and 50% RH for 24 hours. The laminate composed of the flexible hard coat film/adhesive layer/PI film obtained in this manner was cut into a width of 50mm and a length of 200mm, and the cut product was used as a test piece.
As shown in fig. 3, the obtained test piece was held between two vertically disposed holding plates P made of glass plates in a bent state for 1 minute or 24 hours in an environment of 23 ℃ and 50% RH so that the surface on the flexible hard coat film side was on the outer side. In addition, the bending diameter in the bent state is set as
The test piece after the end of bending was checked for the presence of cracks in the flexible hard coat film. The case where no crack occurred was noted as "excellent", the case where a crack occurred only in the end portion was noted as "good", and the case where a crack occurred in a region other than the end portion was noted as "x", and is shown in table 2. In addition, the test piece on which the "x" evaluation was obtained in the bending test for 1 minute was not subjected to the bending test for 24 hours.
Further, for the test piece obtained in the same manner as described above, except that the temperature condition was changed to-20 ℃ and the bending diameter was changed simultaneously
Except that, the bending test was performed in the same manner as described above. The results are also shown in Table 2.
[ test example 5] (dynamic bending test)
Flexibility of the resulting film obtained in the same manner as in test example 4The laminate of the hard coat film/the adhesive agent layer/the PI film was cut into 150mm × 50mm pieces and used as test pieces, and as shown in FIG. 4, both end portions of the obtained test pieces were fixed to two holding plates of a flat body no-load U-shape elongation tester (manufactured by Yuasa System Co., Ltd., product name "DLDMLH-FS") so that the surface on the side of the flexible hard coat film was outside when bent, and then the test pieces were fixed in an environment of 23 ℃ and 50% RH with a bending diameter of 150mm
The test piece was bent 3 ten thousand times under the conditions of a displacement of 79mm and a bending speed of 30 rpm.
The test piece after the end of bending was checked for the presence of cracks in the flexible hard coat film. The case where no cracks were generated was denoted as "cyrton", the case where cracks were generated only at the end portions was denoted as "o", and the case where cracks were generated in the regions other than the end portions was denoted as "x", and is shown in table 2.
Further, for the test piece obtained in the same manner as described above, except that the temperature condition was changed to-20 ℃ and the bending diameter was changed simultaneously
Bending test was performed in the same manner as described above except that the displacement was changed to 78 mm. The results are also shown in Table 2.
[ Table 1]
[ Table 2]
As is clear from table 2, the adhesive layer of the adhesive sheet of the example can suppress the occurrence of cracks in the flexible member when the two flexible members (flexible hard coat film/polyimide film) are bonded and subjected to the static bending test and the dynamic bending test. The effect can be fully exerted not only in the normal temperature environment but also in the low temperature environment of minus 20 ℃.
Industrial applicability
The present invention is suitable for bonding one flexible member and another flexible member constituting a bending apparatus.
Claims (8)
1. An adhesive for a repeated bending apparatus for bonding one flexible member and another flexible member constituting the repeated bending apparatus, characterized in that,
when the shear stress (tau) generated when the adhesive is strained by a shear strain amount (gamma) of 0.01-200% under the condition of-20 ℃, in a region where the shear stress (tau) linearly changes relative to the shear strain amount (gamma), the average value of the ratio (tau/gamma) of the shear stress (tau) relative to the shear strain amount (gamma) is 3.0 × 108Pa or less.
2. The adhesive for a repetitive bending device according to claim 1, wherein the adhesive is an acrylic adhesive.
3. An adhesive sheet having an adhesive layer for bonding a flexible member and another flexible member constituting a repetitive bending device, the adhesive sheet being characterized in that,
the adhesive layer is composed of the adhesive for a repeated bending device according to claim 1 or 2.
4. The adhesive sheet according to claim 3, wherein the adhesive force of the adhesive sheet to polyimide is 4.0N/25mm or more.
5. The adhesive sheet according to claim 3, wherein the thickness of the adhesive layer is 1 μm or more and 300 μm or less.
6. The adhesive sheet according to claim 3,
the adhesive sheet is provided with two sheets of release sheets,
the adhesive layer is sandwiched between the two release sheets so as to be in contact with the release surfaces of the release sheets.
7. A repeatedly bending laminated member is provided with: one flexible member and another flexible member constituting a repeated bending apparatus, and an adhesive layer for bonding the one flexible member and the another flexible member to each other, the repeated bending laminated member being characterized in that,
the adhesive layer is composed of the adhesive for a repeated bending device according to claim 1 or 2.
8. A repeating bending apparatus comprising the repeating bending laminated member according to claim 7.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2019034968A JP2020139038A (en) | 2019-02-27 | 2019-02-27 | Adhesive for repeated bending device, adhesive sheet, repeated bending laminate member and repeated bending device |
| JP2019-034968 | 2019-02-27 |
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|---|---|
| CN111621247A true CN111621247A (en) | 2020-09-04 |
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| CN201911318376.6A Pending CN111621247A (en) | 2019-02-27 | 2019-12-19 | Adhesive for repeated bending device, adhesive sheet, repeated bending laminated member, and repeated bending device |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JP2020139038A (en) |
| KR (1) | KR20200104787A (en) |
| CN (1) | CN111621247A (en) |
| TW (1) | TW202035625A (en) |
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|---|---|---|---|---|
| CN116656282A (en) * | 2023-08-01 | 2023-08-29 | 广州鹿山新材料股份有限公司 | High-temperature high-flexibility bonding composition layer and laminated structure |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JPWO2022224643A1 (en) * | 2021-04-19 | 2022-10-27 | ||
| CN114574123B (en) * | 2022-04-18 | 2024-04-09 | 安徽晶华新材料科技有限公司 | OCA adhesive tape applied to folding mobile phone |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2740777A4 (en) * | 2011-08-03 | 2015-07-08 | Lintec Corp | Gas barrier adhesive sheet, method for producing same, electronic member, and optical member |
| JP6150536B2 (en) * | 2012-01-31 | 2017-06-21 | 日本合成化学工業株式会社 | Masking adhesive film and method of using the adhesive film |
| KR20160108555A (en) | 2014-01-21 | 2016-09-19 | 어플라이드 머티어리얼스, 인코포레이티드 | Measurement of film thickness on an arbitrary substrate |
| JP6330833B2 (en) * | 2016-03-05 | 2018-05-30 | 三菱ケミカル株式会社 | Laminated polyester film |
| CN113474700B (en) * | 2019-02-27 | 2023-06-20 | 住友化学株式会社 | Laminate body |
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2019
- 2019-02-27 JP JP2019034968A patent/JP2020139038A/en active Pending
- 2019-11-11 TW TW108140806A patent/TW202035625A/en unknown
- 2019-12-03 KR KR1020190159066A patent/KR20200104787A/en unknown
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Cited By (2)
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|---|---|---|---|---|
| CN116656282A (en) * | 2023-08-01 | 2023-08-29 | 广州鹿山新材料股份有限公司 | High-temperature high-flexibility bonding composition layer and laminated structure |
| CN116656282B (en) * | 2023-08-01 | 2023-10-10 | 广州鹿山新材料股份有限公司 | High-temperature high-flexibility bonding composition layer and laminated structure |
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| KR20200104787A (en) | 2020-09-04 |
| JP2020139038A (en) | 2020-09-03 |
| TW202035625A (en) | 2020-10-01 |
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