WO2017064918A1 - 電気剥離用粘着剤組成物、粘着シート、及び接合体 - Google Patents
電気剥離用粘着剤組成物、粘着シート、及び接合体 Download PDFInfo
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- WO2017064918A1 WO2017064918A1 PCT/JP2016/074022 JP2016074022W WO2017064918A1 WO 2017064918 A1 WO2017064918 A1 WO 2017064918A1 JP 2016074022 W JP2016074022 W JP 2016074022W WO 2017064918 A1 WO2017064918 A1 WO 2017064918A1
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- pressure
- sensitive adhesive
- weight
- adhesive sheet
- adhesive layer
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- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical class OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 description 1
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- 235000007586 terpenes Nutrition 0.000 description 1
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- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
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- 239000011667 zinc carbonate Substances 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
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- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
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Images
Classifications
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- 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
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- C09J133/10—Homopolymers or copolymers of methacrylic acid esters
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- C—CHEMISTRY; METALLURGY
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- C09J7/00—Adhesives in the form of films or foils
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- 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
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- C—CHEMISTRY; METALLURGY
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- 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
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- C09J133/08—Homopolymers or copolymers of acrylic acid esters
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- C09J201/00—Adhesives based on unspecified macromolecular compounds
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- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J5/00—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
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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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/10—Adhesives in the form of films or foils without carriers
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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
- 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
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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
- C09J9/00—Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks
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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
- C09J9/00—Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks
- C09J9/02—Electrically-conducting adhesives
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
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- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
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- C08K5/34—Heterocyclic compounds having nitrogen in the ring
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C08K5/41—Compounds containing sulfur bound to oxygen
- C08K5/42—Sulfonic acids; Derivatives thereof
-
- 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
- C09J2203/326—Applications of adhesives in processes or use of adhesives in the form of films or foils for bonding electronic components such as wafers, chips or semiconductors
-
- 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
- C09J2203/33—Applications of adhesives in processes or use of adhesives in the form of films or foils for batteries or fuel cells
-
- 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
- C09J2301/10—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet
- C09J2301/12—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet by the arrangement of layers
- C09J2301/122—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet by the arrangement of layers the adhesive layer being present only on one side of the carrier, e.g. single-sided adhesive tape
-
- 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
- C09J2301/10—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet
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- C09J2301/124—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet by the arrangement of layers the adhesive layer being present on both sides of the carrier, e.g. double-sided adhesive tape
- C09J2301/1242—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet by the arrangement of layers the adhesive layer being present on both sides of the carrier, e.g. double-sided adhesive tape the opposite adhesive layers being different
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
- C09J2301/408—Additional features of adhesives in the form of films or foils characterized by the presence of essential components additives as essential feature of the adhesive layer
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/50—Additional features of adhesives in the form of films or foils characterized by process specific features
- C09J2301/502—Additional features of adhesives in the form of films or foils characterized by process specific features process for debonding adherents
-
- 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
- C09J2433/00—Presence of (meth)acrylic polymer
Definitions
- the present invention relates to a pressure-sensitive adhesive composition for electro-peeling for forming a pressure-sensitive adhesive layer that contains a polymer and an ionic liquid and has an adhesive force that can be easily peeled off only by applying a voltage.
- the present invention relates to a pressure-sensitive adhesive sheet including a pressure-sensitive adhesive layer formed from the above, and a bonded body of the pressure-sensitive adhesive sheet and an adherend.
- Patent Document 1 As a pressure-sensitive adhesive sheet that realizes the above-described adhesiveness and peelability, a pressure-sensitive adhesive sheet that peels off by applying voltage using an ionic liquid as the adhesive of Patent Document 1 is known.
- An ionic liquid consists of a cation and an anion, and has characteristics, such as non-volatility, heat resistance, nonflammability, and chemical stability.
- the application of voltage causes electrolysis of the ionic liquid, the cation moves to the cathode side and reduction occurs, the anion moves to the anode side, oxidation occurs, and the adhesion interface becomes weak. It is described that it is thought that it became easy to peel ([0018]).
- a polymer such as urethane prepolymer or epoxy resin or an ionic liquid is used as an adhesive, and peeling is performed by applying a voltage at a voltage of 20 to 100 V for 1 to 5 minutes.
- Patent Document 1 the adhesive force during normal use without applying a voltage is not sufficient, and it is necessary to apply a high voltage for a long time for peeling.
- the problem with recycling for disassembly and recovery is that it is not possible to satisfy the demand for quick, easy, and good workability.
- there is a concern about the influence on the electronic parts as adherends by applying a high voltage and there is also a problem of electric shock to the operator.
- an object of the present invention is to provide a pressure-sensitive adhesive composition for electric peeling for forming a pressure-sensitive adhesive layer that can be easily peeled off by applying a voltage for a short time even with a low voltage while having high adhesiveness.
- Another object of the present invention is to provide a pressure-sensitive adhesive sheet comprising a pressure-sensitive adhesive layer formed from the composition that can be easily peeled off by applying a voltage for a short time even at a low voltage while having high adhesiveness,
- the object is to provide a bonded body of an adhesive sheet and an adherend.
- the present invention provides a pressure-sensitive adhesive composition for electrical peeling comprising a polymer and an ionic liquid, wherein the anion of the ionic liquid is a bis (fluorosulfonyl) imide anion.
- the content of the ionic liquid is preferably 0.5 to 30 parts by weight with respect to 100 parts by weight of the polymer.
- the glass transition temperature of the polymer is preferably 0 ° C. or lower.
- the polymer is preferably an acrylic polymer.
- the acrylic polymer includes a monomer unit derived from a (meth) acrylic acid alkyl ester having an alkyl group having 1 to 14 carbon atoms.
- the acrylic polymer may include a monomer unit derived from a (meth) acrylic acid alkyl ester having an alkyl group having 1 to 14 carbon atoms, and a monomer unit derived from a polar group-containing monomer. preferable.
- the polar group-containing monomer is preferably a carboxyl group-containing monomer.
- the (meth) acrylic acid alkyl ester having an alkyl group having 1 to 14 carbon atoms is preferably butyl (meth) acrylate.
- the present invention preferably contains at least one selected from the group consisting of a nitrogen-containing onium cation, a sulfur-containing onium cation, and a phosphorus-containing onium cation as the cation of the ionic liquid.
- the present invention preferably contains at least one cation selected from the following formulas (2-A) to (2-D) as the cation of the ionic liquid.
- R 1 in the formula (2-A) represents a hydrocarbon group having 4 to 10 carbon atoms and may contain a hetero atom
- R 2 and R 3 may be the same or different and each may be a hydrogen atom or a carbon atom having 1 carbon atom. Represents up to 12 hydrocarbon groups and may contain heteroatoms. However, when a nitrogen atom forms a double bond with an adjacent carbon atom, R 3 does not exist.
- R 4 in the formula (2-B) represents a hydrocarbon group having 2 to 10 carbon atoms and may contain a hetero atom
- R 5 , R 6 , and R 7 may be the same or different and represent a hydrogen atom or It represents a hydrocarbon group having 1 to 12 carbon atoms and may contain a hetero atom
- R 8 in the formula (2-C) represents a hydrocarbon group having 2 to 10 carbon atoms, and may contain a hetero atom
- R 9 , R 10 , and R 11 may be the same or different and represent a hydrogen atom or It represents a hydrocarbon group having 1 to 16 carbon atoms and may contain a hetero atom.
- X in the formula (2-D) represents a nitrogen, sulfur, or phosphorus atom
- R 12 , R 13 , R 14 , and R 15 are the same or different and represent a hydrocarbon group having 1 to 16 carbon atoms. And may contain heteroatoms. However, when X is a sulfur atom, R 12 does not exist.
- the ionic liquid preferably has a cation molecular weight of 250 or less.
- the present invention also provides a pressure-sensitive adhesive sheet including a pressure-sensitive adhesive layer formed from the above-mentioned pressure-sensitive adhesive composition for electrical peeling.
- the pressure-sensitive adhesive layer has a thickness of 1 ⁇ m or more and 1000 ⁇ m or less.
- this invention is a double-sided adhesive sheet which does not contain a base material layer.
- the present invention provides a joined body having at least a laminated structure of a conductive adherend and the pressure-sensitive adhesive sheet.
- the present invention preferably has a laminated structure of one conductive adherend, the pressure-sensitive adhesive sheet, and the other conductive adherend.
- the pressure-sensitive adhesive layer formed from the electro-peeling pressure-sensitive adhesive composition of the present invention is a pressure-sensitive adhesive layer that has high adhesiveness and can be easily peeled off by applying voltage after applying voltage or water. Can be formed. In particular, peeling does not occur in normal use, and peeling can be done in a short time by applying a low voltage. Moreover, since it can peel by application of a low voltage, it can peel well with a simple apparatus, without requiring an expensive apparatus. Regardless of the type of adherend, the pressure-sensitive adhesive sheet of the present invention can be easily peeled off by applying a voltage while having high adhesiveness.
- the adhesive composition for electric peeling of the present invention (hereinafter sometimes referred to as “the present invention”) is an adhesive composition for electric peeling containing a polymer and an ionic liquid, and the anion of the ionic liquid is bis ( Fluorosulfonyl) imide anion.
- the present invention is a composition for forming a pressure-sensitive adhesive layer, and may contain a crosslinking agent, polyethylene glycol, conductive filler, additive (plasticizer, filler, etc.) and the like as necessary. .
- the polymer is not particularly limited as long as it is a general organic polymer compound, and examples thereof include a monomer polymer or a partial polymer.
- the monomer may be a single monomer or a mixture of two or more monomers.
- the partially polymerized product means a polymer obtained by partially polymerizing one or more components of the monomer or monomer mixture.
- the polymer is not particularly limited as long as it is usually used as a pressure-sensitive adhesive and has adhesiveness, but is not limited to acrylic polymer, rubber polymer, vinyl alkyl ether polymer, silicone polymer, polyester polymer, polyamide polymer. , Urethane polymer, fluorine polymer, epoxy polymer and the like.
- the polymer is preferably an acrylic polymer.
- the said polymer can be used individually or in combination of 2 or more types.
- the acrylic polymer is not particularly limited, but preferably includes a monomer unit derived from a (meth) acrylic acid alkyl ester having the alkyl group having 1 to 14 carbon atoms (the following formula (1)).
- CH 2 C (R a ) COOR b (1)
- R a in Formula (1) is a hydrogen atom or a methyl group, and R b is an alkyl group having 1 to 14 carbon atoms]
- Examples of the (meth) acrylic acid alkyl ester having an alkyl group having 1 to 14 carbon atoms include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl ( (Meth) acrylate, sec-butyl (meth) acrylate, 1,3-dimethylbutyl acrylate, pentyl (meth) acrylate, isopentyl (meth) acrylate, hexyl (meth) acrylate, 2-ethylbutyl (meth) acrylate, heptyl (meth) ) Acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, n-nonyl (meth) acrylate, isononyl
- n-butyl acrylate, 2-ethylhexyl acrylate, and isononyl acrylate are preferable.
- the (meth) acrylic acid alkyl ester having an alkyl group having 1 to 14 carbon atoms may be used alone or in combination of two or more.
- the ratio of the (meth) acrylic acid alkyl ester having an alkyl group having 1 to 14 carbon atoms to the total monomer component (100% by weight) constituting the acrylic polymer is not particularly limited, but is preferably 70% by weight or more. More preferably, it is 80 weight% or more, More preferably, it is 85 weight% or more. When the above ratio is 70% by weight or more, the adhesion to the adherend when it is used as the pressure-sensitive adhesive layer is more easily improved.
- the acrylic polymer may be used for the purpose of modifying cohesion, heat resistance, crosslinkability and the like. It is preferable to include a monomer unit derived from a polar group-containing monomer copolymerizable therewith.
- Examples of the polar group-containing monomer include hydroxyl group-containing monomers, carboxyl group-containing monomers, cyano group-containing monomers, vinyl ether monomers, aromatic vinyl monomers, amide group-containing monomers, imide group-containing monomers, amino group-containing monomers, and epoxy group-containing monomers.
- a hydroxyl group-containing monomer, a carboxyl group-containing monomer, and an amide group-containing monomer are preferable from the viewpoint of excellent cohesiveness.
- the polar group-containing monomers can be used alone or in combination of two or more.
- the hydroxyl group-containing monomer is not particularly limited, but 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, 8 -Hydroxyoctyl (meth) acrylate, 10-hydroxydecyl (meth) acrylate, 12-hydroxylauryl (meth) acrylate, (4-hydroxymethylcyclohexyl) methyl (meth) acrylate, N-methylol (meth) acrylamide, vinyl Examples include alcohol, allyl alcohol, 2-hydroxyethyl vinyl ether, 4-hydroxybutyl vinyl ether, and diethylene glycol monovinyl ether. In particular, 2-hydroxyethyl (meth) acrylate and 4-hydroxybutyl (meth) acrylate are preferable.
- the above hydroxyl group-containing monomers can be used alone or in combination of two or more.
- carboxyl group-containing monomer examples include acrylic acid, methacrylic acid, carboxyethyl (meth) acrylate, carboxypentyl (meth) acrylate, itaconic acid, maleic acid, fumaric acid, crotonic acid, and isocrotonic acid. Acrylic acid is preferred.
- the said carboxyl group-containing monomer can be used individually or in combination of 2 or more types.
- amide group-containing monomer examples include acrylamide, methacrylamide, N-vinylpyrrolidone, N, N-dimethylacrylamide, N, N-dimethylmethacrylamide, N, N-diethylacrylamide, N, N-diethylmethacrylamide, N, N'-methylenebisacrylamide, N, N-dimethylaminopropyl acrylamide, N, N-dimethylaminopropyl methacrylamide, diacetone acrylamide and the like can be mentioned.
- the amide group-containing monomers can be used alone or in combination of two or more.
- Examples of the cyano group-containing monomer include acrylonitrile and methacrylonitrile.
- vinyl group-containing monomer examples include vinyl esters such as vinyl acetate, vinyl propionate and vinyl laurate, and vinyl acetate is particularly preferable.
- aromatic vinyl monomer examples include styrene, chlorostyrene, chloromethylstyrene, ⁇ -methylstyrene, and other substituted styrene.
- Examples of the imide group-containing monomer include cyclohexylmaleimide, isopropylmaleimide, N-cyclohexylmaleimide, and itaconimide.
- amino group-containing monomer examples include aminoethyl (meth) acrylate, N, N-dimethylaminoethyl (meth) acrylate, N, N-dimethylaminopropyl (meth) acrylate, and the like.
- epoxy group-containing monomer examples include glycidyl (meth) acrylate, methyl glycidyl (meth) acrylate, and allyl glycidyl ether.
- vinyl ether monomer examples include methyl vinyl ether, ethyl vinyl ether, and isobutyl vinyl ether.
- acrylic acid 2-hydroxyethyl (meth) acrylate, and vinyl acetate are preferable, and a combination of these is particularly preferable.
- the ratio of the polar group-containing monomer to the total monomer components (100% by weight) constituting the acrylic polymer is not particularly limited, but is preferably 0.1% by weight to 30% by weight.
- the upper limit of the proportion of the polar group-containing monomer is more preferably 25% by weight, still more preferably 20% by weight, particularly preferably 15% by weight, and the lower limit is more preferably 0.5% by weight. More preferably 1% by weight, particularly preferably 2% by weight.
- an adhesive layer adheres too much to a to-be-adhered body and carries out heavy peeling as the ratio of a polar group containing monomer is 30 weight% or less.
- the content is 2% by weight or more and 15% by weight or less, it is easy to achieve both the peelability of the pressure-sensitive adhesive layer and the adhesion between the adherend surface and another layer.
- the monomer component constituting the acrylic polymer may contain a polyfunctional monomer from the viewpoint of introducing a cross-linked structure into the acrylic polymer to easily obtain a necessary cohesive force.
- the polyfunctional monomer is not particularly limited, but includes ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, and 1,6-to.
- the said polyfunctional monomer can be used individually or in combination of 2 or more types.
- the content of the polyfunctional monomer with respect to all monomer components (100 parts by weight) constituting the acrylic polymer is not particularly limited, but is preferably 0.1 parts by weight or more and 15 parts by weight or less.
- the upper limit of the content of the polyfunctional monomer is more preferably 10 parts by weight, and the lower limit is more preferably 3 parts by weight. It is preferable that the content of the polyfunctional monomer is 0.1 parts by weight or more because flexibility and adhesiveness of the pressure-sensitive adhesive layer are easily improved.
- the content of the polyfunctional monomer is 15 parts by weight or less, the cohesive force does not become too high, and appropriate adhesiveness is easily obtained.
- the polymer can be obtained by (co) polymerizing the monomer components.
- a polymerization method Solution polymerization, emulsion polymerization, block polymerization, suspension polymerization, photopolymerization (active energy ray polymerization) method, etc. are mentioned.
- the solution polymerization method is preferable from the viewpoint of cost and productivity.
- the polymer is copolymerized, it may be a random copolymer, a block copolymer, an alternating copolymer, a graft copolymer, or the like.
- the solution polymerization method is not particularly limited, and examples thereof include a method in which a monomer component, a polymerization initiator, and the like are dissolved in a solvent and polymerized by heating to obtain a polymer solution containing a polymer.
- Such a solvent is not particularly limited, but aromatic hydrocarbons such as toluene, benzene and xylene; esters such as ethyl acetate and n-butyl acetate; n-hexane, n-heptane and the like Aliphatic hydrocarbons; Cycloaliphatic hydrocarbons such as cyclohexane and methylcyclohexane; Organic solvents such as ketones such as methyl ethyl ketone and methyl isobutyl ketone.
- the said solvent can be used individually or in combination of 2 or more types.
- the content of the solvent is not particularly limited, but is preferably 10 parts by weight or more and 1000 parts by weight or less with respect to all monomer components (100 parts by weight) constituting the polymer.
- the upper limit of the content of the solvent is more preferably 500 parts by weight, and the lower limit is more preferably 50 parts by weight.
- the polymerization initiator used in the solution polymerization method is not particularly limited, and examples thereof include peroxide polymerization initiators and azo polymerization initiators.
- the peroxide-based polymerization initiator is not particularly limited, and examples thereof include peroxy carbonate, ketone peroxide, peroxy ketal, hydroperoxide, dialkyl peroxide, diacyl peroxide, peroxy ester, and the like.
- the azo polymerization initiator is not particularly limited, but 2,2′-azobisisobutyronitrile, 2,2′-azobis-2-methylbutyronitrile, 2,2′-azobis (2,4 -Dimethylvaleronitrile), 2,2'-azobis (2-methylpropionic acid) dimethyl, 2,2'-azobis (4-methoxy-2,4-dimethylvaleronitrile), 1,1'-azobis (cyclohexane- 1-carbonitrile), 2,2'-azobis (2,4,4-trimethylpentane), 4,4'-azobis-4-cyanovaleric acid, 2,2'-azobis (2-amidinopropane) dihydrochloride 2,2'-azobis [2- (5-methyl-2-imidazolin-2-yl) propane] dihydrochloride, 2,2'-azobis (2-methylpropionate) Di) disulfate, 2,2'-azobis (N, N'-dimethyleneisobutylamidine) hydrochloride,
- the content of the polymerization initiator is not particularly limited, but is preferably 0.01 parts by weight or more and 5 parts by weight or less with respect to all monomer components (100 parts by weight) constituting the polymer (particularly the acrylic polymer). .
- the upper limit of the content of the polymerization initiator is more preferably 3 parts by weight.
- the lower limit of the content of the polymerization initiator is more preferably 0.05 parts by weight.
- the heating temperature at the time of polymerization by heating in the solution polymerization method is not particularly limited, and examples include 50 ° C. or more and 80 ° C. or less. Although it does not specifically limit as heating time, 1 hour or more and 24 hours or less are mentioned.
- the weight average molecular weight of the polymer is not particularly limited, but is preferably 100,000 or more and 5 million or less.
- the upper limit of the weight average molecular weight is more preferably 4 million, still more preferably 3 million, and the lower limit is more preferably 200,000, still more preferably 300,000.
- the weight average molecular weight is greater than 100,000, the cohesive force is reduced, and adhesive residue is generated on the surface of the adherend after peeling off the pressure-sensitive adhesive layer, and the wettability and adhesion effects on the surface of the adherend after peeling off. Can be effectively suppressed.
- a weight average molecular weight is smaller than 5 million, the malfunction that the wettability of the to-be-adhered body surface after peeling an adhesive layer becomes inadequate can be suppressed effectively.
- the weight average molecular weight is obtained by measurement by a gel permeation chromatograph (GPC) method. More specifically, for example, as a GPC measurement apparatus, a trade name “HLC-8220GPC” (manufactured by Tosoh Corporation) ) Using the standard polystyrene conversion value.
- GPC gel permeation chromatograph
- the glass transition temperature (Tg) of the above polymer (particularly acrylic polymer) is not particularly limited, but is preferably 0 ° C. or lower, more preferably ⁇ 10 ° C. or lower, still more preferably ⁇ 20 ° C. or lower, particularly preferably. Is ⁇ 40 ° C. or lower, and most preferably ⁇ 50 ° C. or lower.
- Tg glass transition temperature
- the above formula (Y) is a calculation formula in the case where the polymer is composed of n types of monomer components of monomer 1, monomer 2,.
- the glass transition temperature when the homopolymer is formed means a glass transition temperature of a homopolymer of the monomer, and only a certain monomer (sometimes referred to as “monomer X”) is formed as a monomer component.
- the glass transition temperature (Tg) of the polymer Specifically, “Polymer Handbook” (3rd edition, John Wiley & Sons, Inc, 1989) lists numerical values.
- the glass transition temperature (Tg) of the homopolymer which is not described in the said literature says the value obtained by the following measuring methods, for example.
- this homopolymer solution is cast-coated on a release liner and dried to prepare a test sample (sheet-like homopolymer) having a thickness of about 2 mm. Then, about 1 to 2 mg of this test sample is weighed in an aluminum open cell, and a nitrogen atmosphere of 50 ml / min is used using a temperature modulation DSC (trade name “Q-2000”, manufactured by T.A. Instruments Inc.). Under the heating rate of 5 ° C./min, the reversing heat flow (specific heat component) behavior of the homopolymer is obtained.
- a temperature modulation DSC trade name “Q-2000”, manufactured by T.A. Instruments Inc.
- the temperature at the point where the partial curve intersects is the glass transition temperature (Tg) when the homopolymer is used.
- the content of the polymer in the present invention is not particularly limited, but is preferably 50% by weight or more and 99.9% by weight or less with respect to the total amount of the pressure-sensitive adhesive composition (100% by weight), and the upper limit is more preferably 99.5.
- the lower limit is more preferably 60% by weight, still more preferably 70% by weight.
- the ionic liquid is a molten salt that is generally liquid at room temperature (about 25 ° C.), and is also called a room temperature molten salt.
- at least one ionic liquid in which the anion is a bis (fluorosulfonyl) imide anion (hereinafter sometimes referred to as “FSI”) is included.
- the FSI in the ionic liquid is an anion represented by the following formula.
- the cations in the ionic liquid are not particularly limited, but those having a small molecular weight are preferable from the viewpoint of excellent peelability when a voltage is applied.
- the molecular weight of the cation is, for example, 250 or less (50 to 250), preferably 230 or less, more preferably 200 or less, still more preferably 180 or less, and particularly preferably 160 or less.
- a cation having a molecular weight of 160 or less is used, good peelability can be obtained without adding water at the time of voltage application.
- an ionic liquid is used for the pressure-sensitive adhesive composition for electric peeling, and in the thickness direction of the pressure-sensitive adhesive layer formed from this composition, the cation moves mainly to the cathode side when a voltage is applied. It is considered that peelability is caused by being biased near the interface between the layer and the adherend. In the present invention, in particular, when a cation having a molecular weight of 160 or less is used, it is considered that the cation can be easily transferred to the cathode side in the pressure-sensitive adhesive layer, and particularly good peelability can be obtained. When voltage is applied after adding water, it is considered that the movement of cations to the cathode side is promoted by the presence of water at the interface between the pressure-sensitive adhesive layer and the adherend.
- the cation in the ionic liquid is not particularly limited, but nitrogen-containing onium, sulfur-containing onium, and phosphorus-containing onium cations are preferable, and imidazolium-based, ammonium-based, and pyridinium-based cations are more preferable. Further, as the cation, cations represented by the following formulas (2-A) to (2-D) are also preferable.
- R 1 in the formula (2-A) represents a hydrocarbon group having 4 to 10 carbon atoms (preferably a hydrocarbon group having 4 to 8 carbon atoms, more preferably a hydrocarbon group having 4 to 6 carbon atoms);
- a hetero atom may be contained, and
- R 2 and R 3 are the same or different and are a hydrogen atom or a hydrocarbon group having 1 to 12 carbon atoms (preferably a hydrocarbon group having 1 to 8 carbon atoms, more preferably 2 carbon atoms).
- R 3 does not exist.
- R 4 in the formula (2-B) represents a hydrocarbon group having 2 to 10 carbon atoms (preferably a hydrocarbon group having 2 to 8 carbon atoms, more preferably a hydrocarbon group having 2 to 6 carbon atoms);
- a hetero atom may be contained, and
- R 5 , R 6 , and R 7 are the same or different and are a hydrogen atom or a hydrocarbon group having 1 to 12 carbon atoms (preferably a hydrocarbon group having 1 to 8 carbon atoms, more preferably Represents a hydrocarbon group having 2 to 6 carbon atoms, more preferably a hydrocarbon group having 2 to 4 carbon atoms, and may contain a hetero atom.
- R 8 in the formula (2-C) represents a hydrocarbon group having 2 to 10 carbon atoms (preferably a hydrocarbon group having 2 to 8 carbon atoms, more preferably a hydrocarbon group having 2 to 6 carbon atoms);
- R 9 , R 10 , and R 11 may be the same or different and each represents a hydrogen atom or a hydrocarbon group having 1 to 16 carbon atoms (preferably a hydrocarbon group having 1 to 10 carbon atoms, more preferably Represents a hydrocarbon group having 1 to 8 carbon atoms, and may contain a hetero atom.
- X in the formula (2-D) represents a nitrogen, sulfur, or phosphorus atom
- R 12 , R 13 , R 14 , and R 15 are the same or different and represent a hydrocarbon group having 1 to 16 carbon atoms ( Preferably a hydrocarbon group having 1 to 14 carbon atoms, more preferably a hydrocarbon group having 1 to 10 carbon atoms, still more preferably a hydrocarbon group having 1 to 8 carbon atoms, particularly preferably a hydrocarbon group having 1 to 6 carbon atoms. ) And may contain heteroatoms. However, when X is a sulfur atom, R 12 does not exist.
- cations represented by the following formulas (2-1) to (2-14) are preferable.
- the MW at the bottom of each formula is the molecular weight.
- the said ionic liquid can be used individually or in combination of 2 or more types.
- the ionic conductivity of the ionic liquid is not particularly limited, but is preferably 0.1 mS / cm or more and 10 mS / cm or less.
- the upper limit of the ionic conductivity is more preferably 5 mS / cm, still more preferably 3 mS / cm, and the lower limit is more preferably 0.3 mS / cm, still more preferably 0.5 mS / cm.
- the ionic conductivity can be measured by an AC impedance method using, for example, a Solartron 1260 frequency response analyzer.
- Examples of commercially available products of the ionic liquid include, for example, trade names “Elexel AS-110”, “Elexel MP-442”, “Elexel IL-210”, “Elexel MP-471”, “Elexel AS-804” (and above, No. 1). Ichi Kogyo Seiyaku Co., Ltd.), trade name “HMI-FSI” (Mitsubishi Materials Co., Ltd.) and the like can be used.
- the content (blending amount) of the ionic liquid is not particularly limited, but is preferably 0.5 to 30 parts by weight with respect to 100 parts by weight of the polymer, and the upper limit of the ionic liquid is more preferably 20 parts. Parts by weight, more preferably 15 parts by weight, particularly preferably 10 parts by weight, most preferably 5 parts by weight.
- the lower limit is more preferably 0.6 parts by weight, still more preferably 0.8 parts by weight, particularly preferably. 1.0 part by weight, most preferably 1.5 parts by weight. If it is less than 0.5 part by weight, it becomes difficult to obtain peelability even when energized. If it exceeds 30 parts by weight, no more peelability can be obtained, and the adhesiveness when no voltage is applied (usually) may be reduced.
- Crosslinking agent In this invention, you may contain a crosslinking agent as needed in order to improve creep property and shearing property by bridge
- the crosslinking agent include isocyanate crosslinking agents, epoxy crosslinking agents, melamine crosslinking agents, peroxide crosslinking agents, urea crosslinking agents, metal alkoxide crosslinking agents, metal chelate crosslinking agents, and metal salt crosslinking agents.
- examples include a crosslinking agent, a carbodiimide crosslinking agent, an oxazoline crosslinking agent, an aziridine crosslinking agent, and an amine crosslinking agent.
- Examples of the isocyanate-based crosslinking agent include toluene diisocyanate and methylene bisphenyl isocyanate.
- Examples of the epoxy-based crosslinking agent include N, N, N ′, N′-tetraglycidyl-m-xylenediamine, diglycidylaniline, 1,3-bis (N, N-diglycidylaminomethyl) cyclohexane, , 6-hexanediol diglycidyl ether and the like.
- the content of the crosslinking agent is preferably 0.1 parts by weight or more and 50 parts by weight or less with respect to 100 parts by weight of the polymer.
- the said crosslinking agent can be used individually or in combination of 2 or more types.
- Polyethylene glycol In this invention, you may contain polyethyleneglycol as needed in order to assist the movement of the ionic liquid at the time of voltage application.
- polyethylene glycol those having a number average molecular weight of 200 to 6000 can be used.
- the content of the polyethylene glycol is preferably 0.1 parts by weight or more and 30 parts by weight or less with respect to 100 parts by weight of the polymer.
- a conductive filler in this invention, you may contain a conductive filler as needed for the purpose of providing electroconductivity to an adhesive layer.
- the conductive filler is not particularly limited, and a commonly known or commonly used conductive filler can be used.
- a commonly known or commonly used conductive filler can be used.
- graphite, carbon black, carbon fiber, metal powder such as silver or copper, or the like can be used.
- the content of the conductive filler is preferably 0.1 parts by weight or more and 200 parts by weight or less with respect to 100 parts by weight of the polymer.
- the crosslinking agent polyethylene glycol
- filler other than the conductive filler plasticizer
- anti-aging agent antioxidant
- pigment pigment
- Various additives such as a flame retardant, a solvent, a surfactant (leveling agent), a rust inhibitor, an adhesion-imparting resin, and an antistatic agent can be contained.
- the said additive can be used individually or in combination of 2 or more types.
- filler examples include silica, iron oxide, zinc oxide, aluminum oxide, titanium oxide, barium oxide, magnesium oxide, calcium carbonate, magnesium carbonate, zinc carbonate, wax stone clay, kaolin clay, and calcined clay. .
- plasticizer known and commonly used plasticizers used for general resin compositions and the like can be used.
- oil such as paraffin oil and process oil, liquid polyisoprene, liquid polybutadiene, liquid ethylene-propylene rubber, etc.
- Liquid rubber tetrahydrophthalic acid, azelaic acid, benzoic acid, phthalic acid, trimellitic acid, pyromellitic acid, adipic acid, sebacic acid, fumaric acid, maleic acid, itaconic acid, citric acid and their derivatives, dioctyl phthalate ( DOP), dibutyl phthalate (DBP), dioctyl adipate, diisononyl adipate (DINA), isodecyl succinate and the like.
- DOP dioctyl phthalate
- DBP dibutyl phthalate
- DINA diisononyl adipate
- Examples of the anti-aging agent include hindered phenol compounds, aliphatic and aromatic hindered amine compounds, and the like.
- Examples of the antioxidant include butylhydroxytoluene (BHT) and butylhydroxyanisole (BHA).
- Examples of the pigment include titanium dioxide, zinc oxide, ultramarine, bengara, lithopone, lead, cadmium, iron, cobalt, aluminum, hydrochloride, sulfate, and other inorganic pigments, azo pigments, copper phthalocyanine pigments, and the like. Is mentioned.
- Examples of the rust inhibitor include zinc phosphate, tannic acid derivatives, phosphate esters, basic sulfonates, and various rust preventive pigments.
- adhesion imparting agent examples include a titanium coupling agent and a zirconium coupling agent.
- antistatic agent generally include quaternary ammonium salts or hydrophilic compounds such as polyglycolic acid and ethylene oxide derivatives.
- the tackifying resin examples include a rosin tackifying resin, a terpene tackifying resin, a phenol tackifying resin, a hydrocarbon tackifying resin, a ketone tackifying resin, a polyamide tackifying resin, and an epoxy type.
- examples include tackifying resins and elastomer-based tackifying resins.
- the said tackifying resin can be used individually or in combination of 2 or more types.
- the content (blending amount) of the additive is not particularly limited, but is preferably 0 to 20 parts by weight with respect to 100 parts by weight of the polymer, and the upper limit of the additive is more preferably 10 weights, More preferably, it is 5 parts by weight.
- the pressure-sensitive adhesive composition for electric peeling according to the present invention is not particularly limited, but the above-mentioned polymer, ionic liquid, the above-mentioned crosslinking agent, polyethylene glycol, conductive filler, additive, etc., which are blended as necessary, are appropriately stirred and mixed. Can be manufactured.
- the pressure-sensitive adhesive sheet of the present invention is a pressure-sensitive adhesive layer (first pressure-sensitive adhesive layer containing an ionic liquid) formed from the above-described pressure-sensitive adhesive composition for electric peeling of the present invention (hereinafter referred to as “pressure-sensitive adhesive layer of the present invention”). As long as it has at least one layer, and other than this, a base material, a conductive layer, a base material for energization, and a pressure-sensitive adhesive layer other than the pressure-sensitive adhesive layer of the present invention (second liquid containing no ionic liquid) The pressure-sensitive adhesive layer) (hereinafter may be referred to as "other pressure-sensitive adhesive layer").
- the other pressure-sensitive adhesive layer may be provided as only one layer or may be provided as two or more layers. Moreover, you may have an intermediate
- the pressure-sensitive adhesive sheet of the present invention may be in the form of a roll or a sheet.
- the “adhesive sheet” includes the meaning of “adhesive tape”. That is, the pressure-sensitive adhesive sheet of the present invention may be a pressure-sensitive adhesive tape having a tape-like form.
- the pressure-sensitive adhesive sheet of the present invention is a double-sided pressure-sensitive adhesive sheet that does not have a base material, consists of only the pressure-sensitive adhesive layer of the present invention, and does not contain a base material layer (base material-less), has a base material, It may be a double-sided pressure-sensitive adhesive sheet in which both surfaces of the sheet are pressure-sensitive adhesive layers (the pressure-sensitive adhesive layer of the present invention or other pressure-sensitive adhesive layers), and has a base material, and only one side of the sheet is a pressure-sensitive adhesive layer ( The single-sided adhesive sheet which is the adhesive layer of this invention or another adhesive layer) may be sufficient.
- the separator release liner
- this separator shall not be contained in an adhesive sheet.
- the adhesive sheet X1 shown in FIG. 1, the adhesive sheet X2 which shows a laminated structure in FIG. 2, and the adhesive sheet X3 which shows a laminated structure in FIG. 3 are mentioned preferably. 1 to 3, the pressure-sensitive adhesive layer 1 is the pressure-sensitive adhesive layer of the present invention, and the pressure-sensitive adhesive layer 2 represents another pressure-sensitive adhesive layer (second pressure-sensitive adhesive layer not containing an ionic liquid).
- the pressure-sensitive adhesive sheet X3 having a laminated structure shown in FIG. 3 includes a pressure-sensitive adhesive layer 2, a current-carrying base material 5 (base material 3 and a conductive layer 4), a pressure-sensitive adhesive layer 1, a current-carrying base material 5 (base material 3 and a conductive layer 4). ), A double-sided pressure-sensitive adhesive sheet with a substrate having a layer structure of the pressure-sensitive adhesive layer 2. 2 and 3, the base material 3 is not essential, and only the conductive layer 4 may be used. Moreover, in FIG. 2, the single-sided adhesive sheet which does not provide the adhesive layer 2 may be sufficient.
- base material 3 Fiber type base materials, such as paper base materials, such as paper, cloth, a nonwoven fabric, Various plastics (Polyolefin resin, such as polyethylene and a polypropylene, Polyethylene terephthalate, etc.) And polyester based resins, acrylic resins such as polymethyl methacrylate) and the like, and plastic substrates such as films and sheets, and laminates thereof.
- the substrate may have a single layer form or may have a multiple layer form.
- the base material may be subjected to various treatments such as back treatment, antistatic treatment, and undercoating treatment as necessary.
- the conductive layer is not particularly limited as long as it is a conductive layer, but metal (for example, aluminum, copper, iron, tin, gold, etc.) foil, metal plate (for example, aluminum, copper, Examples thereof include metal base materials such as iron, tin, silver, etc., conductive polymers, laminates of the various plastics and the metal base materials, and the like.
- the substrate for energization is not particularly limited as long as it is a substrate having a conductive layer (to energize), and examples include those having a metal layer formed on the surface of the substrate.
- a metal layer the metal quoted by the said conductive layer, a metal plate, a conductive polymer, etc. are mentioned.
- the adherends on both sides of the adhesive layer 1 are conductive adherends.
- the adherend on the pressure-sensitive adhesive layer 1 side is preferably a conductive adherend
- the adherend on the pressure-sensitive adhesive layer 2 side is preferably a non-conductive adherend.
- the adherends on both surfaces of the adhesive layer 2 are non-conductive adherends.
- the conductive adherend is not particularly limited as long as it has conductivity, but a sheet-like metal (for example, aluminum, copper, iron, tin, gold, silver, lead, etc. as a main component) , And the like.
- the non-conductive adherend is not particularly limited as long as it does not have conductivity, and examples thereof include fiber sheets such as paper, cloth and nonwoven fabric, and various plastic films and sheets.
- At least one adherend is a non-conductive adherend.
- at least one adherend is a non-conductive adherend, and contains the second pressure-sensitive adhesive layer not containing the ionic liquid, the conductive layer, and the ionic liquid. It is preferable to have a laminated structure in the order of the first pressure-sensitive adhesive layer.
- the pressure-sensitive adhesive sheet of the present invention includes a first pressure-sensitive adhesive layer containing the ionic liquid, a second pressure-sensitive adhesive layer not containing the ionic liquid, the first pressure-sensitive adhesive layer, and the second pressure-sensitive adhesive layer.
- the double-sided pressure-sensitive adhesive sheet has a laminated structure including the voltage-applying conductive layer located between the pressure-sensitive adhesive layers and electrically connected to the first pressure-sensitive adhesive layer.
- this laminated structure contains the said base material for supporting the said conductive layer (it is the said base material for electricity supply).
- the first pressure-sensitive adhesive layer, the second pressure-sensitive adhesive layer, and a pair of first conductive layers for voltage application located between the first pressure-sensitive adhesive layer and the second pressure-sensitive adhesive layer.
- a second conductive layer a first conductive layer located between the first pressure-sensitive adhesive layer and the second pressure-sensitive adhesive layer, electrically connected to the first and second conductive layers, and containing an ionic liquid It is preferable that it is a double-sided adhesive sheet which has a laminated structure containing 3 adhesive layers.
- the pair of the first conductive layer and the second conductive layer for voltage application are both the conductive layer, and the first conductive layer and the second conductive layer may be the same or different.
- the third pressure-sensitive adhesive layer containing the ionic liquid is the pressure-sensitive adhesive layer of the present invention, and may be the same as or different from the first pressure-sensitive adhesive layer.
- the thickness of the pressure-sensitive adhesive layer (first pressure-sensitive adhesive layer; pressure-sensitive adhesive layer 1) of the present invention is not particularly limited, but is preferably 1 ⁇ m or more and 1000 ⁇ m or less from the viewpoint of adhesiveness during non-voltage application (normal).
- the upper limit of the thickness is more preferably 500 ⁇ m, still more preferably 100 ⁇ m, particularly preferably 30 ⁇ m, and the lower limit is more preferably 3 ⁇ m, still more preferably 5 ⁇ m, and particularly preferably 8 ⁇ m.
- the adhesive sheet is a base material-less double-sided adhesive sheet (adhesive sheet X1 shown in FIG. 1) consisting of only one adhesive layer
- the thickness of the adhesive layer 1 is the thickness of the adhesive sheet.
- the thickness of the other pressure-sensitive adhesive layer is not particularly limited, but is preferably 1 ⁇ m or more and 2000 ⁇ m or less from the viewpoint of adhesiveness.
- the upper limit of the thickness is more preferably 1000 ⁇ m, still more preferably 500 ⁇ m, particularly preferably 100 ⁇ m, and the lower limit is more preferably 3 ⁇ m, still more preferably 5 ⁇ m, and particularly preferably 8 ⁇ m. .
- the thickness of the substrate (substrate 3) is not particularly limited, but is preferably 50 ⁇ m or more and 1000 ⁇ m or less.
- the upper limit of the thickness is more preferably 500 ⁇ m, still more preferably 300 ⁇ m, and the lower limit is more preferably 80 ⁇ m, still more preferably 100 ⁇ m.
- the thickness of the conductive layer (conductive layer 4) is not particularly limited, but is preferably 10 ⁇ m or more and 1000 ⁇ m or less.
- the upper limit of the thickness is more preferably 500 ⁇ m, still more preferably 300 ⁇ m, and the lower limit is more preferably 30 ⁇ m, still more preferably 50 ⁇ m.
- the thickness of the energization substrate is not particularly limited, but is preferably 50 ⁇ m or more and 1000 ⁇ m or less.
- the upper limit of the thickness is more preferably 500 ⁇ m, still more preferably 300 ⁇ m, and the lower limit is more preferably 80 ⁇ m, still more preferably 100 ⁇ m.
- the surface of the pressure-sensitive adhesive sheet of the present invention may be protected by a separator (release liner).
- a separator release liner
- the surface of base materials (liner base material), such as paper and a plastic film, etc., and the surface of base materials (liner base material), such as paper and a plastic film, is polyolefin And a release liner laminated with a base resin.
- the thickness of the said separator is not specifically limited, 10 micrometers or more and 100 micrometers or less are preferable.
- the thickness of the pressure-sensitive adhesive sheet of the present invention is not particularly limited, but is preferably 20 ⁇ m or more and 3000 ⁇ m or less.
- the upper limit of the thickness is more preferably 1000 ⁇ m, still more preferably 300 ⁇ m, particularly preferably 200 ⁇ m, and the lower limit is more preferably 30 ⁇ m, still more preferably 50 ⁇ m, and particularly preferably 70 ⁇ m.
- the thickness of the pressure-sensitive adhesive sheet is not particularly limited, but is preferably 50 ⁇ m or more and 2000 ⁇ m or less.
- the upper limit of the thickness is more preferably 1000 ⁇ m, still more preferably 200 ⁇ m, and the lower limit is more preferably 80 ⁇ m, still more preferably 100 ⁇ m.
- the thickness of the pressure-sensitive adhesive sheet is not particularly limited, but is preferably 100 ⁇ m or more and 3000 ⁇ m or less.
- the upper limit of the thickness is more preferably 1000 ⁇ m, still more preferably 300 ⁇ m, and the lower limit is more preferably 150 ⁇ m, still more preferably 200 ⁇ m.
- the adhesive force (initial adhesive force) at the time of non-voltage application (normal) of the pressure-sensitive adhesive layer (first pressure-sensitive adhesive layer) of the present invention is not particularly limited, a 180 ° peel test (tensile speed: 300 mm / min)
- the adhesive strength is preferably from 0.1 to 40.
- the upper limit of the adhesive force is more preferably 20, more preferably 10, particularly preferably 5, and the lower limit is more preferably 0.3, still more preferably 0.5, and particularly preferably 0. .8. If the adhesive force is less than 0.1, the adhesive force may not be sufficient and may be peeled off, and if it exceeds 40, it may not be peeled even when a voltage is applied.
- the unit of the adhesive force is N / cm.
- the initial adhesive force is the adhesive force when a pressure-sensitive adhesive sheet is attached to an adherend (SUS304), pressed once with a 2 kg roller, left for 30 minutes, and peeled 180 ° with a peel tester. is there.
- the manufacturing method of the adhesive layer of the said adhesive sheet can use a well-known thru
- the pressure-sensitive adhesive layer (first pressure-sensitive adhesive layer) of the present invention is prepared by separating a solution of the pressure-sensitive adhesive composition of the present invention containing the polymer, ionic liquid, etc., in a solvent as necessary. The method of apply
- the other pressure-sensitive adhesive layer (second pressure-sensitive adhesive layer) is coated with a solution obtained by dissolving a pressure-sensitive adhesive composition not containing an ionic liquid in a solvent as necessary, and dried and / or cured. Methods and the like. In addition, what was quoted above can be used for a solvent and a separator.
- a conventional coater for example, gravure roll coater, reverse roll coater, kiss roll coater, dip roll coater, bar coater, knife coater, spray roll coater, etc.
- a conventional coater for example, gravure roll coater, reverse roll coater, kiss roll coater, dip roll coater, bar coater, knife coater, spray roll coater, etc.
- the adhesive layer (1st adhesive layer) of this invention and another adhesive layer (2nd adhesive layer) can be manufactured, and the said base material, a conductive layer, and electricity supply suitably.
- the pressure-sensitive adhesive sheet of the present invention can be produced by laminating the pressure-sensitive adhesive layer of the present invention (first pressure-sensitive adhesive layer) and another pressure-sensitive adhesive layer (second pressure-sensitive adhesive layer) on the base material for use.
- the pressure-sensitive adhesive sheet of the present invention is peeled from the adherend by applying voltage (energization) to the pressure-sensitive adhesive layer (first pressure-sensitive adhesive layer) of the present invention. This can be done by generating a potential difference in the thickness direction of the layer. For example, when the adherends on both sides in the pressure-sensitive adhesive sheet X1 are conductive adherends, they can be peeled off by energizing the conductive adherends on both sides and applying a voltage to the pressure-sensitive adhesive layer 1.
- the conductive adherend and the conductive layer 4 are energized and peeled by applying a voltage to the pressure-sensitive adhesive layer 1. be able to.
- the pressure-sensitive adhesive sheet X ⁇ b> 3 it can be peeled off by energizing the conductive layers 4 on both sides and applying a voltage to the pressure-sensitive adhesive layer 1. The energization is preferably performed by connecting a terminal to one end and the other end of the pressure-sensitive adhesive sheet so that voltage is applied to the entire pressure-sensitive adhesive layer (first pressure-sensitive adhesive layer) of the present invention.
- the one end and the other end may be part of the conductive adherend when the adherend is a conductive adherend.
- water may be added to the pressure-sensitive adhesive layer (first pressure-sensitive adhesive layer) of the present invention, and then a voltage may be applied (energized).
- the applied voltage is not particularly limited as long as the pressure sensitive adhesive sheet can be peeled off, but is preferably 1 V or more and 100 V or less.
- the upper limit of the voltage is more preferably 50V, still more preferably 30V, particularly preferably 15V or less, and the lower limit is more preferably 3V, and further preferably 6V.
- the application time is not particularly limited as long as it can be peeled off, but is preferably from 1 second to 60 seconds from the viewpoint of workability.
- the upper limit of the application time is more preferably 40 seconds, and further preferably 20 seconds.
- the pressure-sensitive adhesive sheet of the present invention can be peeled off even at a lower voltage than before, and can be peeled off even with a simple device using a dry battery as a power source. Also, the application time is shorter than before and the peeling workability is low. Excellent.
- the electric peeling of the adhesive sheet is not particularly limited, it is preferably peeled off within 60 seconds after the voltage is stopped, and more preferably within 30 seconds. If it exceeds 60 seconds, the adhesive strength of the pressure-sensitive adhesive sheet may be recovered and may not be peeled off.
- the pressure-sensitive adhesive sheet of the present invention the pressure-sensitive adhesive sheet can be peeled even at a low voltage (10 V or less), so that it can be peeled off while applying a voltage.
- the adhesive strength of the pressure-sensitive adhesive layer (first pressure-sensitive adhesive layer) of the present invention after voltage application (10 seconds after the voltage is stopped) is not particularly limited, but a 180 ° peel test (tensile speed: 300 mm / min) ) Is preferably 1.0 or less, more preferably 0.5 or less, still more preferably 0.3 or less, and particularly preferably 0.1 or less. If the adhesive strength exceeds 1.0, it may not be peeled off from the adherend.
- the unit of the adhesive force is N / cm.
- the adhesive strength is determined by attaching a pressure-sensitive adhesive sheet to an adherend (SUS304), pressing it once with a 2 kg roller, leaving it for 30 minutes, applying a voltage of 10 V for 30 seconds, and then stopping the voltage. The adhesive strength when peeled 180 ° by a peel tester after 10 seconds.
- Adhesive strength recovery rate after voltage application of the pressure-sensitive adhesive sheet [(Adhesive strength after voltage application of the pressure-sensitive adhesive sheet (10 seconds after the voltage was stopped) / initial adhesive strength) ⁇ 100] is not particularly limited, It is preferably 20% or less, more preferably 10% or less, further preferably 5% or less, and particularly preferably 3% or less.
- the adhesive strength recovery rate is a recovery rate 10 seconds after the voltage is stopped. When the adhesive strength recovery rate exceeds 20%, the voltage is stopped even when the voltage is applied or immediately after peeling. After a short time (for example, 3 seconds), the adhesive force is recovered, and the peeling work cannot be performed. Therefore, it is preferable that the adhesive force recovery rate 10 seconds after the voltage is stopped is as small as possible.
- the joined body of the present invention is a laminated structure of the pressure-sensitive adhesive sheet of the present invention and an adherend.
- adherend include the conductive adherend and the nonconductive adherend.
- the pressure-sensitive adhesive sheet X1 is a joined body in which the adherends on both sides of the pressure-sensitive adhesive layer 1 are conductive adherends, the pressure-sensitive adhesive sheet X2, and the pressure-sensitive adhesive layer 1 side.
- the adherend is a conductive adherend
- the adherend on the pressure-sensitive adhesive layer 2 side is a non-conductive adherend
- a joined body which is a non-conductive adherend is exemplified.
- the joined body of the present invention preferably has at least a laminated structure of the above-mentioned conductive adherend and the pressure-sensitive adhesive sheet of the present invention.
- One conductive adherend, the pressure-sensitive adhesive sheet of the present invention, and the other conductive adherend It is more preferable to have a laminated structure of bodies.
- the weight average molecular weights in Synthesis Examples 1 to 5 are those measured by the above-described method by gel permeation chromatography (GPC).
- the glass transition temperature (Tg) in Synthesis Examples 1 to 5 is a temperature calculated from the Fox equation described in the above specification.
- the acrylic polymer 1 in the acrylic polymer 1 solution had a weight average molecular weight of 500,000, and when it was cured, the glass transition temperature (Tg) was ⁇ 50 ° C.
- an acrylic polymer 2 solution having a solid concentration of 40% by weight.
- the weight average molecular weight of the acrylic polymer 2 in the acrylic polymer 2 solution was 600,000, and the glass transition temperature (Tg) when cured was ⁇ 55 ° C.
- the acrylic polymer 3 in the acrylic polymer 3 solution had a weight average molecular weight of 700,000, and when it was cured, the glass transition temperature (Tg) was ⁇ 40 ° C.
- an acrylic polymer 4 solution having a solid concentration of 40% by weight.
- the weight average molecular weight of the acrylic polymer 4 in the acrylic polymer 4 solution was 700,000, and the glass transition temperature (Tg) when cured was ⁇ 54 ° C.
- the weight average molecular weight of the acrylic polymer 1 in the acrylic polymer 5 solution was 500,000, and the glass transition temperature (Tg) when cured was ⁇ 51 ° C.
- the pressure-sensitive adhesive layer (pressure-sensitive adhesive sheet) is a sheet having a size of 10 mm ⁇ 80 mm, and a film with a metal layer as a substrate (trade name “BR1075”, manufactured by Toray Film Processing Co., Ltd., thickness 25 ⁇ m, on a surface without a separator. A metal layer surface having a size of 10 mm ⁇ 100 mm) was bonded to obtain a single-sided pressure-sensitive adhesive sheet with a substrate.
- the separator of the single-sided pressure-sensitive adhesive sheet with the substrate is peeled off, and a stainless steel plate (SUS304, size: 30 mm ⁇ 120 mm) is attached to the peeled surface so that one end of the pressure-sensitive adhesive sheet protrudes from the adherend by about 2 mm. 1 reciprocating press with a roller, left to stand for 30 minutes, and composed of stainless steel plate 6 / adhesive layer (adhesive sheet) 1 ′ / metal layered film (base material for energization) 5 ′ as outlined in FIG. Got the body.
- the peel tester (trade name “Variable Angle Peel Tester YSP”, manufactured by Asahi Seiko Co., Ltd.) peels in the direction of the arrow in FIG. 4, and the 180 ° peel test (tensile speed: 300 mm / min, The adhesive strength at a peeling temperature of 23 ° C. was measured.
- a pressure-sensitive adhesive composition for electrodetachment comprising a polymer and an ionic liquid, wherein the anion of the ionic liquid is a bis (fluorosulfonyl) imide anion.
- Appendix 2 The adhesive composition for electrodetachment according to supplementary note 1, wherein the content of the ionic liquid is 0.5 to 30 parts by weight with respect to 100 parts by weight of the polymer.
- Appendix 3 The pressure-sensitive adhesive composition for electrical peeling according to Supplementary Note 1 or 2, wherein the polymer has a glass transition temperature of 0 ° C or lower.
- (Appendix 5) The pressure-sensitive adhesive composition for electrical peeling according to appendix 4, wherein the acrylic polymer includes a monomer unit derived from an alkyl (meth) acrylate having an alkyl group having 1 to 14 carbon atoms.
- the acrylic polymer includes a monomer unit derived from a (meth) acrylic acid alkyl ester having an alkyl group having 1 to 14 carbon atoms, and a monomer unit derived from a polar group-containing monomer.
- Electric peeling adhesive composition (Appendix 7) The pressure-sensitive adhesive composition for electrodetachment according to appendix 6, wherein the polar group-containing monomer is a carboxyl group-containing monomer.
- Adhesive composition (Appendix 11) The adhesive for electrodetachment according to any one of appendices 1 to 10, containing at least one selected from the group consisting of an imidazolium cation, an ammonium cation, and a pyridinium cation as a cation of the ionic liquid Composition. (Appendix 12) The adhesive composition for electrodetachment according to any one of appendices 1 to 11, comprising at least one cation selected from the following formulas (2-A) to (2-D) as a cation of the ionic liquid: .
- R 1 in the formula (2-A) represents a hydrocarbon group having 4 to 10 carbon atoms and may contain a hetero atom
- R 2 and R 3 may be the same or different and each may be a hydrogen atom or a carbon atom having 1 carbon atom.
- R 4 in the formula (2-B) represents a hydrocarbon group having 2 to 10 carbon atoms and may contain a hetero atom
- R 5 , R 6 , and R 7 may be the same or different and represent a hydrogen atom or It represents a hydrocarbon group having 1 to 12 carbon atoms and may contain a hetero atom.
- R 8 in the formula (2-C) represents a hydrocarbon group having 2 to 10 carbon atoms, and may contain a hetero atom
- R 9 , R 10 , and R 11 may be the same or different and represent a hydrogen atom or It represents a hydrocarbon group having 1 to 16 carbon atoms and may contain a hetero atom
- X in the formula (2-D) represents a nitrogen, sulfur, or phosphorus atom
- R 12 , R 13 , R 14 , and R 15 are the same or different and represent a hydrocarbon group having 1 to 16 carbon atoms. And may contain heteroatoms.
- Appendix 16 The pressure-sensitive adhesive sheet according to supplementary note 14 or 15, which is a double-sided pressure-sensitive adhesive sheet not including a base material layer.
- Appendix 17 The pressure-sensitive adhesive sheet according to any one of appendices 14 to 16, wherein at least one adherend is a conductive adherend.
- Appendix 18 Appendices 14 to 17 each having at least one adherend is a non-conductive adherend and has a laminated structure in the order of a second pressure-sensitive adhesive layer not containing an ionic liquid, a conductive layer, and the first pressure-sensitive adhesive layer.
- the adhesive sheet according to any one of the above.
- Double-sided adhesive sheet. The double-sided pressure-sensitive adhesive sheet according to appendix 19, wherein the laminated structure includes a base material for supporting the conductive layer.
- (Appendix 21) A first pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition for electrical peeling according to any one of supplementary notes 1 to 13, A second pressure-sensitive adhesive layer containing no ionic liquid; A pair of first conductive layer and second conductive layer for voltage application located between the first pressure-sensitive adhesive layer and the second pressure-sensitive adhesive layer; A third pressure-sensitive adhesive layer located between the first pressure-sensitive adhesive layer and the second pressure-sensitive adhesive layer and electrically connected to the first and second conductive layers and containing an ionic liquid; A double-sided PSA sheet having a laminated structure.
- (Appendix 22) A joined body having at least a laminated structure of a conductive adherend and the pressure-sensitive adhesive sheet according to any one of appendices 14 to 18.
- (Appendix 23) A joined body having a laminated structure of one conductive adherend, the pressure-sensitive adhesive sheet according to any one of appendices 14 to 18, and the other conductive adherend.
- Adhesive sheet 1 (Invention) Adhesive layer 2 (Other) Adhesive layer 3 Base material 4 Conductive layer 5 Base material for energization
Abstract
Description
本発明の電気剥離用粘着剤組成物(以下、「本発明」と称する場合がある)は、ポリマー及びイオン液体を含む電気剥離用粘着剤組成物であって、上記イオン液体のアニオンがビス(フルオロスルホニル)イミドアニオンである。本発明は、粘着剤層を形成するための組成物であり、必要に応じて、架橋剤、ポリエチレングリコール、導電性フィラー、添加剤(可塑剤、充填剤等)等が含まれていてもよい。
本発明においてポリマーは、一般的な有機高分子化合物であれば特に制限されず、モノマーの重合物又は部分重合物が挙げられる。上記モノマーは、1種のモノマーであっても、2種以上のモノマー混合物であってもよい。なお、上記部分重合物とは、モノマー又はモノマー混合物のうち1又は2以上の成分が部分的に重合している重合物を意味する。
CH2=C(Ra)COORb (1)
[式(1)中のRaは、水素原子又はメチル基であり、Rbは炭素数1~14のアルキル基である]
(分子量測定条件)
・サンプル濃度:0.2重量%(テトラヒドロフラン溶液)
・サンプル注入量:10μL
・サンプルカラム:TSKguardcolumn SuperHZ-H(1本)+TSKgel SuperHZM-H(2本)
・リファレンスカラム;TSKgel SuperH-RC(1本)
・溶離液:テトラヒドロフラン(THF)
・流量:0.6mL/min
・検出器:示差屈折計(RI)
・カラム温度(測定温度):40℃
1/Tg=W1/Tg1+W2/Tg2+・・・+Wn/Tgn (Y)
[式(Y)中、Tgはポリマーのガラス転移温度(単位:K)、Tgi(i=1、2、・・・n)はモノマーiがホモポリマーを形成した際のガラス転移温度(単位:K)、Wi(i=1、2、・・・n)はモノマーiの全モノマー成分中の重量分率を表す]
上記式(Y)は、ポリマーが、モノマー1、モノマー2、・・・、モノマーnのn種類のモノマー成分から構成される場合の計算式である。
イオン液体は、一般的に室温(約25℃)で液体である溶融塩であり、常温溶融塩とも呼ばれる。本発明では、アニオンがビス(フルオロスルホニル)イミドアニオン(以下、「FSI」と称する場合がある)であるイオン液体を少なくとも1種含む。イオン液体における上記FSIは、下記式で表されるアニオンである。
本発明では、上記ポリマーを架橋させることによりクリープ性やせん断性を改良する目的で必要に応じて、架橋剤を含有してもよい。上記架橋剤としては、例えば、イソシアネート系架橋剤、エポキシ系架橋剤、メラミン系架橋剤、過酸化物系架橋剤、尿素系架橋剤、金属アルコキシド系架橋剤、金属キレート系架橋剤、金属塩系架橋剤、カルボジイミド系架橋剤、オキサゾリン系架橋剤、アジリジン系架橋剤、アミン系架橋剤等が挙げられる。上記イソシアネート系架橋剤としては、トルエンジイソシアネート、メチレンビスフェニルイソシアネート等が挙げられる。上記エポキシ系架橋剤としては、例えば、N,N,N´,N´-テトラグリシジル-m-キシレンジアミン、ジグリシジルアニリン、1,3-ビス(N,N-ジグリシジルアミノメチル)シクロヘキサン、1,6-ヘキサンジオールジグリシジルエーテル等が挙げられる。上記架橋剤の含有量は、ポリマー100重量部に対して、0.1重量部以上50重量部以下が好ましい。なお、上記架橋剤は、単独で又は2種以上組み合わせて用いることができる。
本発明では、電圧印加時のイオン液体の移動を助ける目的で必要に応じて、ポリエチレングリコールを含有してもよい。上記ポリエチレングリコールとしては、200~6000の数平均分子量を有するものを使用できる。上記ポリエチレングリコールの含有量は、ポリマー100重量部に対して、0.1重量部以上30重量部以下が好ましい。
本発明では、粘着剤層に導電性を付与する目的で必要に応じて、導電性フィラーを、含有してもよい。導電性フィラーとしては、特に限定されず、一般的な公知乃至慣用の導電性フィラーを用いることができ、例えば、黒鉛、カーボンブラック、炭素繊維、銀や銅等の金属粉等を用いることができる。上記導電性フィラーの含有量は、ポリマー100重量部に対して、0.1重量部以上200重量部以下が好ましい。
本発明では、必要に応じて、本発明の効果を損なわない範囲で、上記架橋剤、ポリエチレングリコール、導電性フィラー以外の充填剤、可塑剤、老化防止剤、酸化防止剤、顔料(染料)、難燃剤、溶剤、界面活性剤(レベリング剤)、防錆剤、接着付与樹脂、帯電防止剤等の各種添加剤を含有することができる。なお、上記添加剤は、単独で又は2種以上組み合わせて用いることができる。
本発明の電気剥離用粘着剤組成物は、特に制限されないが、上記ポリマー、イオン液体、必要に応じて配合する、上記架橋剤、ポリエチレングリコール、導電性フィラー、添加剤等を適宜撹拌して混合することで製造することができる。
本発明の粘着シートは、上述の本発明の電気剥離用粘着剤組成物から形成される粘着剤層(イオン液体を含有する第1の粘着剤層)(以下、「本発明の粘着剤層」と称する場合がある)を少なくとも1層有する限り特に制限されず、これ以外に基材、導電層、通電用基材、本発明の粘着剤層以外の粘着剤層(イオン液体を含有しない第2の粘着剤層)(以下、「他の粘着剤層」と称する場合がある)等を有していてもよい。上記他の粘着剤層は、1層のみ設けられていても、2層以上設けられていてもよい。また、本発明の効果を損なわない範囲で、中間層、下塗り層等を有していてもよい。本発明の粘着シートは、例えば、ロール状に巻回された形態や、シート状の形態であってもよい。なお、「粘着シート」には、「粘着テープ」の意味も含むものとする。即ち、本発明の粘着シートは、テープ状の形態を有する粘着テープであってもよい。
上記粘着シートの粘着剤層の製造方法は、公知乃至慣用の製造方法を用いることができる。例えば、本発明の粘着剤層(第1の粘着剤層)は、上記ポリマー、イオン液体等を含んだ本発明の電気剥離用粘着剤組成物を必要に応じて溶剤に溶した溶液を、セパレータ上に塗布し、乾燥及び/又は硬化する方法等が挙げられる。また、上記他の粘着剤層(第2の粘着剤層)は、イオン液体含まない粘着剤組成物を必要に応じて溶剤に溶した溶液を、セパレータ上に塗布し、乾燥及び/又は硬化する方法等が挙げられる。なお、溶剤及びセパレータは、上記で挙げたものを使用することができる。
本発明の粘着シートの被着体からの剥離は、本発明の粘着剤層(第1の粘着剤層)への電圧の印加(通電)により、本発明の粘着剤層(第1の粘着剤層)の厚さ方向に電位差を生じさせることにより行うことができる。例えば、粘着シートX1において両面の被着体が導電性被着体である場合、両面の導電性被着体に通電し、粘着剤層1に電圧を印加することにより剥離することができる。粘着シートX2において粘着剤層1側の被着体が導電性被着体である場合、該導電性被着体と導電層4に通電し、粘着剤層1に電圧を印加することにより剥離することができる。粘着シートX3の場合、両面の導電層4に通電し、粘着剤層1に電圧を印加することにより剥離することができる。通電は、本発明の粘着剤層(第1の粘着剤層)全体に電圧がかかるよう、粘着シートの一端と他方の端に端子をつないで行うことが好ましい。なお、上記の一端と他方の端は、被着体が導電性被着体の場合、導電性被着体の一部であってもよい。粘着シートの被着体からの剥離の際に、本発明の粘着剤層(第1の粘着剤層)に水を添加してから電圧を印加(通電)してもよい。
本発明の接合体は、本発明の粘着シートと被着体の積層構造体である。被着体としては、上記導電性被着体、非導電性被着体が挙げられる。
(アクリル系ポリマー1溶液の作製)
モノマー成分として、n-ブチルアクリレート(BA):95重量部、アクリル酸(AA):5重量部、及び重合溶媒として酢酸エチル:150重量部を、セパラブルフラスコに投入し、窒素ガスを導入しながら1時間攪拌した。このようにして重合系内の酸素を除去した後、重合開始剤として2,2´-アゾビスイソブチロニトリル(AIBN):0.2重量部を加え、63℃に昇温して6時間反応させた。その後、酢酸エチルを加え、固形分濃度40重量%のアクリル系ポリマー1溶液を得た。なお、上記アクリル系ポリマー1溶液におけるアクリル系ポリマー1の重量平均分子量は、50万であり、これを硬化させたときのガラス転移温度(Tg)は、-50℃であった。
(アクリル系ポリマー2溶液の作製)
モノマー成分として、イソノニルアクリレート(iNA):80重量部、メトキシエチルアクリレート(MEA):15重量部、アクリル酸(AA):5重量部、及び重合溶媒として酢酸エチル:150重量部を、セパラブルフラスコに投入し、窒素ガスを導入しながら1時間攪拌した。このようにして重合系内の酸素を除去した後、重合開始剤として2,2´-アゾビスイソブチロニトリル:0.2重量部を加え、63℃に昇温して10時間反応させた。その後、酢酸エチルを加え、固形分濃度40重量%のアクリル系ポリマー2溶液を得た。なお、上記アクリル系ポリマー2溶液におけるアクリル系ポリマー2の重量平均分子量は、60万であり、これを硬化させたときのガラス転移温度(Tg)は、-55℃であった。
(アクリル系ポリマー3溶液の作製)
モノマー成分として、n-ブチルアクリレート(BA):80重量部、酢酸ビニル(VAc):15重量部、アクリル酸(AA):5重量部、及び重合溶媒として酢酸エチル:150重量部を、セパラブルフラスコに投入し、窒素ガスを導入しながら1時間攪拌した。このようにして重合系内の酸素を除去した後、重合開始剤として2,2´-アゾビスイソブチロニトリル(AIBN):0.2重量部を加え、63℃に昇温して10時間反応させた。その後、酢酸エチルを加え、固形分濃度40重量%のアクリル系ポリマー3溶液を得た。なお、上記アクリル系ポリマー3溶液におけるアクリル系ポリマー3の重量平均分子量は、70万であり、これを硬化させたときのガラス転移温度(Tg)は、-40℃であった。
(アクリル系ポリマー4溶液の作製)
モノマー成分として、n-ブチルアクリレート(BA):70重量部、2-エチルヘキシルアクリレート(2EHA):25重量部、アクリル酸(AA):5重量部、及び重合溶媒として酢酸エチル:150重量部を、セパラブルフラスコに投入し、窒素ガスを導入しながら1時間攪拌した。このようにして重合系内の酸素を除去した後、重合開始剤として2,2´-アゾビスイソブチロニトリル(AIBN):0.2重量部を加え、63℃に昇温して10時間反応させた。その後、酢酸エチルを加え、固形分濃度40重量%のアクリル系ポリマー4溶液を得た。なお、上記アクリル系ポリマー4溶液におけるアクリル系ポリマー4の重量平均分子量は、70万であり、これを硬化させたときのガラス転移温度(Tg)は、-54℃であった。
(アクリル系ポリマー5溶液の作製)
モノマー成分として、n-ブチルアクリレート(BA):97.1重量部、アクリル酸(AA):2.9重量部、及び重合溶媒として酢酸エチル:150重量部を、セパラブルフラスコに投入し、窒素ガスを導入しながら1時間攪拌した。このようにして重合系内の酸素を除去した後、重合開始剤として2,2´-アゾビスイソブチロニトリル(AIBN):0.2重量部を加え、63℃に昇温して6時間反応させた。その後、酢酸エチルを加え、固形分濃度32重量%のアクリル系ポリマー溶液を得た。なお、上記アクリル系ポリマー5溶液におけるアクリル系ポリマー1の重量平均分子量は、50万であり、これを硬化させたときのガラス転移温度(Tg)は、-51℃であった。
下記表1に記載の割合で、上記合成例1~5で得られたアクリル系ポリマー1~5及び各イオン液体を加えて撹拌、混合し、各電気剥離用粘着剤組成物を得た。
得られた電気剥離用粘着剤組成物を、表面が剥離処理されたポリエチレンテレフタレートセパレータ(商品名「MRF38」、三菱樹脂(株)社製)の剥離処理面上に、アプリケータを用いて厚さが30μmとなるように塗布して、粘着剤組成物層を得た。次に、130℃で3分間の加熱乾燥を行い、粘着剤層を形成させ、各粘着剤層(粘着シート)を得た。得られた各粘着剤層(粘着シート)について、以下の評価を行った。なお、表1のイオン液体において、アニオンはすべてFSIであり、ポリマー及びイオン液体の配合量の単位は、重量部である。表1の評価における(-)は、測定を実施していないことを表す。
(初期接着力)
粘着剤層(粘着シート)を10mm×80mmのサイズのシートとし、セパレータのない面に、基材として金属層付きフィルム(商品名「BR1075」、東レフィルム加工(株)社製、厚さ25μm、サイズ10mm×100mm)の金属層面を貼り合わせ、基材付き片面粘着シートとした。基材付き片面粘着シートのセパレータを剥がし、剥がした面に被着体としてステンレス板(SUS304、サイズ:30mm×120mm)を該粘着シートの一端が2mm程度被着体からはみ出すように貼り付け、2kgのローラーで1往復押圧し、30分間放置し、図4に概要を示す、ステンレス板6/粘着剤層(粘着シート)1’/金属層付きフィルム(通電用基材)5’、からなる接合体を得た。その後、剥離試験機(商品名「変角度ピール試験機YSP」、旭精工(株)社製)にて、図4中の矢印方法にピールし、180°ピール試験(引張速度:300mm/min、剥離温度23℃)における接着力を測定した。
上記初期接着力と同様に図4に概要を示す、ステンレス板6/粘着剤層(粘着シート)1’/金属層付きフィルム(通電用基材)5’、からなる接合体を作製した。この接合体の図4におけるαとβの箇所に直流電流機のマイナス極及びプラス極の電極をそれぞれ取り付け、電圧10Vにて30秒間電圧印加を行った。その後、電極を取り外し、10秒経過後、上記剥離試験機にて、図4中の矢印方法にピールし、180°ピール試験(引張速度:300mm/min、剥離温度23℃)における接着力を測定した。この測定結果を電圧停止10s後の剥離力[N/cm]とし、
[(電圧停止10s後の剥離力/上記初期接着力)×100]としたものを10s後の接着力回復率[%]とした。
上記(電気剥離性:電圧停止10秒後の剥離力、10s後の接着力回復率)と同様の接合体を作製し、電圧10Vにて30秒間電圧印加を行った。この電圧印加30秒後(電圧印加をしながら)、上記剥離試験機にて、図4中の矢印方法にピールし、180°ピール試験(引張速度:300mm/min、剥離温度23℃)における接着力を測定し、電圧印加30s後の剥離力[N/cm]とした。実施例12~14においては、水をスポイトにてステンレス板と粘着剤層(粘着シート)の界面に数滴滴下してから電圧印加を行った。
AS-110 …カチオン:上記式(2-1)、アニオン:FSI、商品名「エレクセルAS-110」(第一工業製薬(株)社製)
MP-442 …カチオン:上記式(2-9)、アニオン:FSI、商品名「エレクセルMP-442」(第一工業製薬(株)社製)
MP-471 …カチオン:上記式(2-10)、アニオン:FSI、商品名「エレクセルMP-471」(第一工業製薬(株)社製)
HMI-FSI …カチオン:上記式(2-13)、アニオン:FSI、商品名「HMI-FSI」(三菱マテリアル(株)社製)
AS-804 …カチオン:上記式(2-14)、アニオン:FSI、商品名「エレクセルAS-804」(第一工業製薬(株)社製)
ポリマー、及びイオン液体を含む電気剥離用粘着剤組成物であって、前記イオン液体のアニオンがビス(フルオロスルホニル)イミドアニオンである電気剥離用粘着剤組成物。
(付記2)
前記イオン液体の含有量は、前記ポリマー100重量部に対して、0.5~30重量部である、付記1記載の電気剥離用粘着剤組成物。
(付記3)
前記ポリマーのガラス転移温度は、0℃以下である、付記1又は2に記載の電気剥離用粘着剤組成物。
(付記4)
前記ポリマーは、アクリル系ポリマーである、付記1から3のいずれか一つに記載の電気剥離用粘着剤組成物。
(付記5)
前記アクリル系ポリマーは、炭素数1~14のアルキル基を有する(メタ)アクリル酸アルキルエステルに由来するモノマーユニットを含む、付記4に記載の電気剥離用粘着剤組成物。
(付記6)
前記アクリル系ポリマーは、炭素数1~14のアルキル基を有する(メタ)アクリル酸アルキルエステルに由来するモノマーユニット、及び、極性基含有モノマーに由来するモノマーユニットを含む、付記4又は5に記載の電気剥離用粘着剤組成物。
(付記7)
前記極性基含有モノマーは、カルボキシル基含有モノマーである、付記6に記載の電気剥離用粘着剤組成物。
(付記8)
前記カルボキシル基含有モノマーは、アクリル酸である、付記7に記載の電気剥離用粘着剤組成物。
(付記9)
前記の炭素数1~14のアルキル基を有する(メタ)アクリル酸アルキルエステルは、ブチル(メタ)アクリレートである、付記5から8のいずれか一つに記載の電気剥離用粘着剤組成物。
(付記10)
前記イオン液体のカチオンとして、窒素含有オニウムカチオン、硫黄含有オニウムカチオン、及びリン含有オニウムカチオンからなる群より選択される少なくとも一種を含有する、付記1から9のいずれか一つに記載の電気剥離用粘着剤組成物。
(付記11)
前記イオン液体のカチオンとして、イミダゾリウム系カチオン、アンモニウム系カチオン、およびピリジニウム系カチオンからなる群より選択される少なくとも一種を含有する、付記1から10のいずれか一つに記載の電気剥離用粘着剤組成物。
(付記12)
前記イオン液体のカチオンとして、下記式(2-A)~(2-D)から選択されるカチオンを少なくとも1種含む、付記1から11のいずれか一つに記載の電気剥離用粘着剤組成物。
(付記13)
前記イオン液体のカチオンの分子量は、250以下である、付記1から10のいずれか一つに記載の電気剥離用粘着剤組成物。
(付記14)
付記1から13のいずれか一つに記載の電気剥離用粘着剤組成物から形成される第1の粘着剤層を含む、粘着シート。
(付記15)
前記粘着剤層は、1μm以上1000μm以下の厚さを有する、付記14に記載の粘着シート。
(付記16)
基材層を含まない両面粘着シートである、付記14又は15に記載の粘着シート。
(付記17)
少なくとも一方の被着体は導電性被着体である、付記14から16のいずれか一つに記載の粘着シート。
(付記18)
少なくとも一方の被着体が非導電性被着体であり、イオン性液体を含有しない第2の粘着剤層、導電層、前記第1の粘着剤層の順の積層構造を有する付記14から17のいずれか一つに記載の粘着シート。
(付記19)
付記1から13のいずれか一つに記載の電気剥離用粘着剤組成物から形成される第1の粘着剤層と、
イオン液体を含有しない粘着剤層2と、
前記第1の粘着剤層と前記第2の粘着剤層の間に位置して前記第1の粘着剤層と電気的に接続している電圧印加用の導電層と、を含む積層構造を有する両面粘着シート。
(付記20)
前記積層構造は、前記導電層を支持するための基材を含む、付記19に記載の両面粘着シート。
(付記21)
付記1から13のいずれか一つに記載の電気剥離用粘着剤組成物から形成される第1の粘着剤層と、
イオン液体を含有しない第2の粘着剤層と、
前記第1の粘着剤層と前記第2の粘着剤層の間に位置する電圧印加用の一対の第1導電層および第2導電層と、
前記第1の粘着剤層と前記第2の粘着剤層の間に位置して当該第1および第2導電層と電気的に接続し且つイオン液体を含有する第3の粘着剤層と、を含む積層構造を有する両面粘着シート。
(付記22)
導電性被着体、及び付記14から18のいずれか一つに記載の粘着シートの積層構造を少なくとも有する、接合体。
(付記23)
一方の導電性被着体、付記14から18のいずれか一つに記載の粘着シート、及び他方の導電性被着体の積層構造を有する、接合体。
1 (本発明の)粘着剤層
2 (他の)粘着剤層
3 基材
4 導電層
5 通電用基材
Claims (16)
- ポリマー、及びイオン液体を含む電気剥離用粘着剤組成物であって、前記イオン液体のアニオンがビス(フルオロスルホニル)イミドアニオンである電気剥離用粘着剤組成物。
- 前記イオン液体の含有量は、前記ポリマー100重量部に対して、0.5~30重量部である、請求項1記載の電気剥離用粘着剤組成物。
- 前記ポリマーのガラス転移温度は、0℃以下である、請求項1又は2に記載の電気剥離用粘着剤組成物。
- 前記ポリマーは、アクリル系ポリマーである、請求項1から3のいずれか一つに記載の電気剥離用粘着剤組成物。
- 前記アクリル系ポリマーは、炭素数1~14のアルキル基を有する(メタ)アクリル酸アルキルエステルに由来するモノマーユニットを含む、請求項4に記載の電気剥離用粘着剤組成物。
- 前記アクリル系ポリマーは、炭素数1~14のアルキル基を有する(メタ)アクリル酸アルキルエステルに由来するモノマーユニット、及び、極性基含有モノマーに由来するモノマーユニットを含む、請求項4又は5に記載の電気剥離用粘着剤組成物。
- 前記極性基含有モノマーは、カルボキシル基含有モノマーである、請求項6に記載の電気剥離用粘着剤組成物。
- 前記の炭素数1~14のアルキル基を有する(メタ)アクリル酸アルキルエステルは、ブチル(メタ)アクリレートである、請求項5から7のいずれか一つに記載の電気剥離用粘着剤組成物。
- 前記イオン液体のカチオンとして、窒素含有オニウムカチオン、硫黄含有オニウムカチオン、及びリン含有オニウムカチオンからなる群より選択される少なくとも一種を含有する、請求項1から8のいずれか一つに記載の電気剥離用粘着剤組成物。
- 前記イオン液体のカチオンとして、下記式(2-A)~(2-D)から選択されるカチオンを少なくとも1種含む、請求項1から9のいずれか一つに記載の電気剥離用粘着剤組成物。
- 前記イオン液体のカチオンの分子量は、250以下である、請求項1から10のいずれか一つに記載の電気剥離用粘着剤組成物。
- 請求項1から11のいずれか一つに記載の電気剥離用粘着剤組成物から形成される粘着剤層を含む、粘着シート。
- 前記粘着剤層は、1μm以上1000μm以下の厚さを有する、請求項12に記載の粘着シート。
- 基材層を含まない両面粘着シートである、請求項12又は13に記載の粘着シート。
- 導電性被着体、及び請求項12から14のいずれか一つに記載の粘着シートの積層構造を少なくとも有する、接合体。
- 一方の導電性被着体、請求項12から14のいずれか一つに記載の粘着シート、及び他方の導電性被着体の積層構造を有する、接合体。
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PCT/JP2016/074022 WO2017064918A1 (ja) | 2015-10-16 | 2016-08-17 | 電気剥離用粘着剤組成物、粘着シート、及び接合体 |
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US (3) | US11279855B2 (ja) |
EP (2) | EP3363875A4 (ja) |
JP (2) | JP6974170B2 (ja) |
KR (2) | KR20180110209A (ja) |
CN (4) | CN109294491A (ja) |
WO (1) | WO2017064918A1 (ja) |
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WO2018159784A1 (ja) * | 2017-03-03 | 2018-09-07 | 日東電工株式会社 | 電気剥離用粘着剤組成物、粘着シート、及び接合体 |
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WO2019104002A3 (en) * | 2017-11-21 | 2019-09-06 | Nitto Denko Corporation | Basic ionic liquids compositions and elements including the same |
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JP7111823B2 (ja) | 2017-11-21 | 2022-08-02 | 日東電工株式会社 | イオン性化合物を含む粘着剤組成物 |
WO2019104002A2 (en) | 2017-11-21 | 2019-05-31 | Nitto Denko Corporation | Basic ionic liquids compositions and elements including the same |
JP2021504449A (ja) * | 2017-11-21 | 2021-02-15 | 日東電工株式会社 | イオン性化合物を含む粘着剤組成物 |
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JP2021504444A (ja) * | 2017-11-21 | 2021-02-15 | 日東電工株式会社 | 塩基性環状アミノ−アンモニウムイオン性液体組成物およびそれを含む要素 |
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CN111819257B (zh) * | 2018-03-08 | 2023-01-06 | 日东电工株式会社 | 电剥离型粘合片材、接合体、和被粘接物的接合及分离方法 |
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Also Published As
Publication number | Publication date |
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JP6974170B2 (ja) | 2021-12-01 |
JP7284226B2 (ja) | 2023-05-30 |
CN109294491A (zh) | 2019-02-01 |
KR102479153B1 (ko) | 2022-12-19 |
KR20180110209A (ko) | 2018-10-08 |
EP3363875A4 (en) | 2019-07-10 |
CN108138026A (zh) | 2018-06-08 |
US20220177734A1 (en) | 2022-06-09 |
CN116656256A (zh) | 2023-08-29 |
US20180305593A1 (en) | 2018-10-25 |
US11279855B2 (en) | 2022-03-22 |
EP3456792A1 (en) | 2019-03-20 |
KR20180074538A (ko) | 2018-07-03 |
US20190031929A1 (en) | 2019-01-31 |
CN116656279A (zh) | 2023-08-29 |
EP3363875A1 (en) | 2018-08-22 |
JPWO2017064918A1 (ja) | 2018-08-23 |
JP2022000507A (ja) | 2022-01-04 |
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