WO2021199650A1 - 架橋型粘着剤組成物および粘着テープ - Google Patents
架橋型粘着剤組成物および粘着テープ Download PDFInfo
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- WO2021199650A1 WO2021199650A1 PCT/JP2021/003734 JP2021003734W WO2021199650A1 WO 2021199650 A1 WO2021199650 A1 WO 2021199650A1 JP 2021003734 W JP2021003734 W JP 2021003734W WO 2021199650 A1 WO2021199650 A1 WO 2021199650A1
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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
- 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
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1808—C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
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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
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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
- C09J133/08—Homopolymers or copolymers of acrylic acid esters
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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
- C09J133/10—Homopolymers or copolymers of methacrylic acid esters
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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
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
- C09J7/22—Plastics; Metallised plastics
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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
- 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
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M4/00—Electrodes
- H01M4/02—Electrodes composed of, or comprising, active material
- H01M4/13—Electrodes for accumulators with non-aqueous electrolyte, e.g. for lithium-accumulators; Processes of manufacture thereof
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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
- 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
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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
- 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
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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
- 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
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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
- C09J2433/00—Presence of (meth)acrylic polymer
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
- H01M10/00—Secondary cells; Manufacture thereof
- H01M10/05—Accumulators with non-aqueous electrolyte
- H01M10/052—Li-accumulators
- H01M10/0525—Rocking-chair batteries, i.e. batteries with lithium insertion or intercalation in both electrodes; Lithium-ion batteries
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- 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
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/10—Energy storage using batteries
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- 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
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P70/00—Climate change mitigation technologies in the production process for final industrial or consumer products
- Y02P70/50—Manufacturing or production processes characterised by the final manufactured product
Definitions
- the present invention can reduce the amount of the cross-linking agent component added, and can be suitably used for insulation and fixing applications in batteries, particularly non-aqueous batteries such as lithium ion secondary batteries, and cross-linking pressure-sensitive adhesive compositions and adhesives. Regarding tape.
- non-aqueous batteries such as lithium-ion secondary batteries (hereinafter, also referred to as “non-aqueous batteries”) have been widely used in personal computers and smartphones.
- Various adhesive tapes are used for non-aqueous batteries, such as for terminal fastening and electrode protection. Since these adhesive tapes are used in an environment where they come into contact with the electrolytic solution, the adhesive component of the adhesive tape may dissolve in the electrolytic solution and the battery characteristics may deteriorate. In particular, additives such as cross-linking agents contained in the pressure-sensitive adhesive cause deterioration of battery characteristics. Therefore, battery manufacturers are demanding adhesive tapes using an adhesive with a reduced amount of additives such as a cross-linking agent.
- the adhesive tape may dissolve and the adhesive strength may deteriorate, making it impossible to maintain the adhesive strength required for terminal fastening and electrode protection. If the adhesive tape is peeled off inside the non-aqueous battery, problems such as short circuit of the battery may occur. Therefore, there is a demand for performance that can maintain a constant adhesive strength even when in contact with an electrolytic solution.
- the adhesive tape when used to fasten the terminals of non-aqueous batteries or protect the electrodes, the adhesive tape may be torn due to foreign matter present on the separator or burr of the electrodes, which may lead to short-circuiting of the battery. There is. Higher safety is required for non-aqueous batteries, and therefore, an adhesive tape having high piercing strength that does not tear even if it comes into contact with foreign matter or burrs inside the non-aqueous battery is required.
- Patent Document 1 is an adhesive tape for being immersed in an electrolytic solution inside a non-aqueous battery or being attached to a portion that may come into contact with the electrolytic solution, and can be easily attached to a battery component at room temperature.
- An adhesive tape capable of maintaining excellent adhesiveness in the internal environment of a non-aqueous battery has been disclosed.
- the pressure-sensitive adhesive layer of the adhesive tape disclosed in Patent Document 1 contains an acrylic polymer and polyisocyanate acting as a cross-linking agent as essential components, but regarding the influence of the cross-linking agent component contained in the pressure-sensitive adhesive tape on a non-aqueous battery. Has not been considered.
- Patent Document 2 describes an adhesive tape for a battery used inside a non-aqueous battery, which prevents the separator from penetrating due to protrusions such as foreign matter and burrs and prevents the active material from peeling off without causing deterioration of battery characteristics.
- An adhesive tape for a battery which can improve the suitability for packing electrodes into a battery case, is disclosed.
- Patent Document 2 discloses that a cross-linking agent may be added to the pressure-sensitive adhesive layer as needed.
- the pressure-sensitive adhesive layer in the examples for verifying the effect of the invention contains a cross-linking agent as an essential component, but also in Patent Document 2, regarding the influence of the cross-linking agent component contained in the adhesive tape on the non-aqueous battery.
- the addition of the cross-linking agent component to the pressure-sensitive adhesive is a general method, and the purpose of containing the cross-linking agent is to increase the cross-linking density of the pressure-sensitive adhesive layer of the adhesive tape, promote curing, improve various physical properties, and stabilize the adhesive. ..
- the cross-linking agent component is contained, the flexibility of the pressure-sensitive adhesive layer is reduced as compared with the case where the cross-linking agent component is not contained, and the stickability may be deteriorated.
- the present invention has a cross-linked pressure-sensitive adhesive composition capable of suppressing the content of a cross-linking agent component and a pressure-sensitive adhesive layer containing the cross-linked pressure-sensitive adhesive composition, such as a battery, particularly a lithium ion secondary battery.
- An object of the present invention is to provide an adhesive tape that can be suitably used for insulation and fixing applications in non-aqueous batteries.
- the crosslinked pressure-sensitive adhesive composition according to the present invention contains a component (A1) composed of a hydroxyl group-containing (meth) acrylate monomer represented by the formula (1) and a hydroxyl group-containing (meth) acrylate monomer represented by the formula (2).
- a crosslinked pressure-sensitive adhesive composition containing an acrylic copolymer containing less than (the total of the components (A1) to (A4) is 100 parts by mass).
- R 2 represents a hydrocarbon group or an oxygen atom-containing hydrocarbon group
- x 1 represents 1 to 3. It is an integer of.
- R 4 represents a hydrocarbon group or an oxygen atom-containing hydrocarbon group, and the number of carbon atoms of R 4 Is greater than the number of carbon atoms of R 2 in equation (1) , and x 2 is an integer of 1 to 3.
- R 6 represents an alkyl group having 1 to 3 carbon atoms, a cyclohexyl group or an isobornyl group.
- the crosslinked pressure-sensitive adhesive composition according to the present invention is preferably a self-crosslinked type that does not contain a crosslinked agent.
- the cross-linked pressure-sensitive adhesive composition according to the present invention may contain a cross-linking agent having a solid content of 0.5 parts by mass or less with respect to 100 parts by mass of the acrylic copolymer.
- the adhesive tape according to the present invention has an adhesive layer containing the above-mentioned crosslinked pressure-sensitive adhesive composition.
- the adhesive tape according to the present invention may have a structure in which an adhesive layer is provided on a base material.
- the base material is preferably at least one of a polyethylene terephthalate (PET) film, a biaxially stretched polypropylene (OPP) film, a polyimide (PI) film, and a polyphenylene sulfide (PPS) film.
- PET polyethylene terephthalate
- OPP biaxially stretched polypropylene
- PI polyimide
- PPS polyphenylene sulfide
- the thickness of the adhesive layer of the adhesive tape according to the present invention is preferably 1 to 200 ⁇ m.
- the adhesive tape according to the present invention preferably has an adhesive strength retention rate of 45% or more after immersion in the electrolytic solution, which is calculated by the following formula.
- X [(B) / (A)] x 100 [%]
- Adhesive strength retention rate after immersion in the electrolytic solution (A): Adhesive strength before immersion in the electrolytic solution measured according to the method described in JIS Z 0237: 2000
- B Adhesive strength before immersion in the electrolytic solution
- B) JIS Z 0237: 2000.
- the adhesive tape according to the present invention is particularly useful for applications in a non-aqueous battery in contact with an electrolytic solution.
- the adhesive tape according to the present invention can suppress the amount of the cross-linking agent component added, deterioration of battery characteristics can be suppressed when used in a battery, particularly a non-aqueous battery such as a lithium ion secondary battery. .. Further, the adhesive tape according to the present invention has excellent adhesiveness to adherends such as separators and electrodes inside non-aqueous batteries, and is adhesive even when used in an environment where it comes into contact with an electrolytic solution inside non-aqueous batteries. Excellent force maintenance performance.
- the adhesive tape according to the present invention suppresses the occurrence of tearing of the adhesive tape due to foreign matter existing on the separator and protrusions such as electrode burrs. can do. Therefore, the adhesive tape according to the present invention can be suitably used for insulation and fixing applications in batteries, particularly non-aqueous batteries such as lithium ion secondary batteries.
- the resin component of the crosslinked pressure-sensitive adhesive composition according to the present invention includes an acrylic copolymer containing the following components (A1) to (A4) as constituent components of the polymer chain.
- (A1) Consists of a hydroxyl group-containing (meth) acrylate monomer [component (A1a)] represented by the formula (1) and a hydroxyl group-containing (meth) acrylate monomer [component (A1b)] represented by the formula (2).
- A2 Component composed of (meth) acrylic monomer containing a carboxylic acid group: 5 parts by mass or more and less than 25 parts by mass.
- (A3) A component composed of a (meth) acrylic acid alkyl ester monomer represented by the above formula (3): 5 parts by mass or more and less than 30 parts by mass.
- (A4) A component composed of a (meth) acrylic acid alkyl ester monomer represented by the above formula (4): 50 parts by mass or more and less than 90 parts by mass. (The total of the above components (A1) to (A4) is 100 parts by mass).
- As the component (A1a) one kind of hydroxyl group-containing (meth) acrylate monomer represented by the above formula (1), or a combination of two or more kinds can be used.
- the component (A1b) one kind of hydroxyl group-containing (meth) acrylate monomer represented by the above formula (2), or a combination of two or more kinds can be used.
- the monomer composition for forming the acrylic copolymer contained in the resin component of the crosslinked pressure-sensitive adhesive composition according to the present invention preferably comprises the components (A1) to (A4).
- the description "(meth) acrylic” is a general term that includes both "acrylic" and "methacryl”.
- R 2 and R 4 in the formula (1) and the formula (2) may be independently a hydrocarbon group or an oxygen atom-containing hydrocarbon group, and the type thereof is not particularly limited. These groups may be saturated or unsaturated, but saturated hydrocarbon groups and oxygen atom-containing saturated hydrocarbon groups are preferable. Further, these groups may be either an aliphatic group or an aromatic group, but an aliphatic hydrocarbon group and an oxygen atom-containing aliphatic saturated hydrocarbon group are preferable. Further, in the case of an aliphatic group, it may be linear, branched or alicyclic, but a linear or branched aliphatic hydrocarbon group and an oxygen atom-containing linear or branched aliphatic group.
- Hydrocarbon groups are preferred, and linear aliphatic hydrocarbon groups and oxygen atom-containing linear aliphatic hydrocarbon groups are more preferred.
- the crosslink density of the acrylic copolymer can be improved, and the dissolution of the pressure-sensitive adhesive by the electrolytic solution can be further suppressed. ..
- R 2 is in (1) a hydrocarbon group - (OH) x1, and, -R where R 4 in the formula (2) is a hydrocarbon group 4 - (OH)
- R 4 in the formula (2) is a hydrocarbon group 4 - (OH)
- x2 that is, a hydrocarbon group having a hydroxyl group
- an alkyl group having a hydroxyl group is preferable, and an alkyl group having a hydroxyl group having 1 to 4 carbon atoms is more preferable.
- Specific examples thereof include a hydroxyethyl group, a hydroxypropyl group, and a hydroxybutyl group.
- an oxygen atom-containing hydrocarbon group having a hydroxyl group may, - (OR) a group represented by n -OH (for example, polyethylene glycol group, polypropylene glycol group, poly Polyalkylene glycol group such as butylene glycol group), 2- (2-hydroxyethoxy) ethyl group, 2-hydroxy-3-methoxypropyl group, 2-hydroxy-3-butoxypropyl group and other hydroxyl group-containing oxygen atom-containing saturation
- n -OH for example, polyethylene glycol group, polypropylene glycol group, poly Polyalkylene glycol group such as butylene glycol group
- 2- (2-hydroxyethoxy) ethyl group 2-hydroxy-3-methoxypropyl group
- R 2 and R 4 of the hydroxyl group-containing (meth) acrylate monomer represented by the formula (1) and the formula (2) contained in the component (A1) is a
- the number of carbon atoms of R 4 in the formula (2) is larger than the number of carbon atoms of R 2 in the formula (1).
- the difference between the number of carbon atoms of R 2 and the number of carbon atoms of R 4 is 1 or more, preferably 2 or more, and more preferably 2 or more and 8 or less.
- this difference is 2 or more, a more remarkable effect can be obtained in suppressing the dissolution of the pressure-sensitive adhesive by the electrolytic solution. It is presumed that this is because the molecular chains are more entangled. Therefore, the number of carbon atoms of R 4 in the formula (2) is more preferable moderately large.
- the number of carbon atoms of R 4 in formula (2) is 2 or more, preferably 3 or more, more preferably 4 to 12.
- the number of carbon atoms of R 2 in the formula (1) is 1 or more, preferably 1 or more and 4 or less, and more preferably 2 or 3.
- R 1 in the formula (1) and R 3 in the formula (2) may be the same or different from each other.
- x 1 and x 2 represent the number of hydroxyl groups- (OH) bonded to R 2 and R 4, respectively.
- x 1 and x 2 are independently integers of 1 to 3, preferably 1 or 2, and most preferably 1.
- x 1 and x 2 are within these ranges, the polymerization reaction can be stabilized and a pressure-sensitive adhesive having the required adhesive strength can be obtained.
- the formula (1) and x 1 and x 2 in the formula (2) may be the same as or different from each other.
- the binding position of ⁇ (OH) with respect to R 2 and R 4 in the above formula (1) and the above formula (2) is not particularly limited. However, regarding the binding position of ⁇ (OH) to R 4 in the above formula (2), the molecular terminal side of R 4 (the end far from R 3) is preferable. Since the ⁇ (OH) bond position with respect to R 4 is as described above, the crosslink density of the acrylic copolymer is improved, and the dissolution of the pressure-sensitive adhesive by the electrolytic solution can be further suppressed.
- 2-hydroxyethyl (meth) acrylate [for example, 2-hydroxyethyl acrylate (for example, 2-hydroxyethyl acrylate) 2-HEA)], 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 3-hydroxybutyl (meth) acrylate, (meth) acrylic (Meta) hydroxyalkyl acrylates such as 4-hydroxybutyl acrylate [eg, 4-hydroxybutyl acrylate (4-HBA)]; polyalkylene glycol monoacrylates such as polyethylene glycol monoacrylate and polypropylene glycol monoacrylate; Be done.
- 2-hydroxyethyl (meth) acrylate for example, 2-hydroxyethyl acrylate (for example, 2-hydroxyethyl acrylate) 2-HEA)
- 2-hydroxypropyl (meth) acrylate 3-hydroxypropyl (meth) acrylate
- At least two kinds of monomers serving as a component (A1a) and a component (A1b) are used in combination to form a component (A1).
- the crosslink density of the acrylic copolymer can be improved, and the dissolution of the pressure-sensitive adhesive by the electrolytic solution can be further suppressed.
- the content of the component (A1) with respect to a total of 100 parts by mass of all the monomers of the component (A1) to the component (A4) is 3 parts by mass or more and less than 25 parts by mass. If this content is less than 3 parts by mass, the cross-linking points of the pressure-sensitive adhesive are reduced, and the pressure-sensitive adhesive is dissolved by the electrolytic solution, so that the adhesive strength after immersion in the electrolytic solution cannot be maintained. Further, if this content is 25 parts by mass or more, the normal adhesive strength is lowered, so that the adhesive strength required for insulation and fixing applications in non-aqueous batteries cannot be satisfied.
- the content of this component (A1) is more preferably 3 parts by mass or more and 23 parts by mass or less.
- Ma is less than Mb in the range up to twice the amount of Ma (Ma ⁇ Mb ⁇ [2 ⁇ Ma]), and Ma: Mb is in the range of 1: 1.2 to 1: 2. It is particularly preferable to select from.
- the carboxylic acid group-containing (meth) acrylic monomer as the component (A2) is a monomer having a (meth) acrylic group and a carboxyl group, and examples thereof include (meth) acrylic acid [eg, crotonic acid (AAA). )], (Meta) acrylate ⁇ -carboxyethyl, itaconic acid, crotonic acid, maleic acid, fumaric acid, citraconic acid, grataconic acid, 2-acryloyloxyethyl succinic acid, 2-acryloyloxyethyl phthalic acid, etc. Can be used. Of these, it is preferable to use (meth) acrylic acid in consideration of the crosslink density of the obtained pressure-sensitive adhesive and the availability.
- the carboxylic acid group-containing (meth) acrylic monomer as the component (A2) can be used alone or in combination of two or more.
- the content of the component (A2) with respect to a total of 100 parts by mass of all the monomers of the component (A1) to the component (A4) is 5 parts by mass or more and less than 25 parts by mass. If the content of the component (A2) is less than 5 parts by mass, the cross-linking points of the pressure-sensitive adhesive are reduced, and the pressure-sensitive adhesive is dissolved by the electrolytic solution, so that the adhesive strength after immersion in the electrolytic solution cannot be maintained. Further, if the content of the component (A2) is 25 parts by mass or more, the normal adhesive strength is lowered, so that the adhesive strength required for insulation and fixing applications in non-aqueous batteries cannot be satisfied.
- the content of the component (A2) is more preferably 10 parts by mass or more and 23 parts by mass or less.
- Examples of the (meth) acrylic acid alkyl ester monomer represented by the above formula (3) as the component (A3) include methyl acrylate (MA), ethyl acrylate, propyl acrylate, isopropyl acrylate, and (meth). Cyclohexyl acrylate, isobornyl (meth) acrylate and the like can be used. Considering the crosslink density of the obtained pressure-sensitive adhesive, it is preferable to use methyl acrylate.
- the (meth) acrylic acid alkyl ester monomer as the component (A3) can be used alone or in combination of two or more.
- the content of the component (A3) with respect to a total of 100 parts by mass of all the monomers of the component (A1) to the component (A4) is 5 parts by mass or more and less than 30 parts by mass. If the content of the component (A3) is less than 5 parts by mass, the resilience resistance of the adhesive is reduced, and the adhesive strength required for applications such as fixing parts inside electronic devices cannot be satisfied. Further, if the content of the component (A3) is 30 parts by mass or more, the adhesive strength is lowered, so that the adhesive strength required for insulation and fixing applications in non-aqueous batteries cannot be satisfied.
- the content of the component (A3) is more preferably 5 parts by mass or more and 25 parts by mass or less.
- Examples of the (meth) acrylic acid alkyl ester monomer represented by the above formula (4) as the component (A4) include butyl (meth) acrylic acid [for example, butyl acrylate (BA)] and (meth) acrylic acid.
- butyl (meth) acrylic acid for example, butyl acrylate (BA)
- (meth) acrylic acid Isobutyl, t-butyl (meth) acrylate, hexyl (meth) acrylate, isohexyl (meth) acrylate, octyl (meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate [eg 2-ethylhexyl acrylate (2-EHA)], nonyl (meth) acrylate, isononyl (meth) acrylate, decyl (meth) acrylate, isodecyl (meth) acryl
- the (meth) acrylic acid alkyl ester monomer as the component (A4) can be used alone or in combination of two or more.
- the content of the component (A4) with respect to a total of 100 parts by mass of all the monomers of the component (A1) to the component (A4) is 50 parts by mass or more and less than 90 parts by mass. If the content of the component (A4) is less than 50 parts by mass, the normal adhesive strength is lowered, so that the adhesive strength required for insulation and fixing applications in non-aqueous batteries cannot be satisfied. When the content of the component (A4) is 90 parts by mass or more, the contents of the hydroxyl group-containing (meth) acrylate monomer and the carboxylic acid group-containing (meth) acrylate monomer are reduced, and the cross-linking points of the pressure-sensitive adhesive are reduced. The adhesive is dissolved by the electrolytic solution, and the adhesive strength after immersion in the electrolytic solution cannot be maintained.
- the content of the component (A4) is more preferably 50 parts by mass or more and 80 parts by mass or less.
- the acrylic copolymer used for preparing the crosslinked pressure-sensitive adhesive composition according to the present invention can be produced by polymerizing these monomers by various polymerization methods such as solution polymerization, bulk polymerization, suspension polymerization and emulsion polymerization. can.
- an acrylic copolymer can be obtained by dissolving these monomers and a polymerization initiator in a solvent such as ethyl acetate in a reaction vessel and stirring the mixture at a constant temperature for a certain period of time.
- the weight average molecular weight of the acrylic copolymer is not particularly limited.
- the weight average molecular weight can be adjusted so that the adhesive strength and the degree of swelling of the crosslinked pressure-sensitive adhesive composition are suitable for the environment in which the pressure-sensitive adhesive tape according to the present invention is used.
- the weight average molecular weight is preferably 200,000 or more and 1.2 million or less, and more preferably 250,000 or more and 1 million or less.
- the monomer composition As described above, it is possible to provide a crosslinked pressure-sensitive adhesive composition in which the carboxylic acid group and the hydroxyl group contained in the monomer are crosslinked and the amount of the crosslinked component added can be reduced. .. As a result, the adhesive strength retention rate after immersion in the electrolytic solution in the adhesive layer containing such an adhesive can be maintained at a sufficient level.
- the crosslinked pressure-sensitive adhesive composition according to the present invention can improve the normal adhesive strength by suppressing the addition of the crosslinking agent component.
- the adhesiveness to the adherend such as the separator and the electrode inside the non-aqueous battery is excellent.
- the reason why the normal adhesive strength is improved is that the adhesive has a self-crosslinking portion in which the functional groups in the acrylic copolymer are crosslinked without the intervention of a cross-linking agent, so that the flexibility of the adhesive is relatively high and the adhesive is adhered. It is thought that this is because the wettability to the body is improved.
- the normal adhesive strength of the pressure-sensitive adhesive obtained by cross-linking the cross-linked pressure-sensitive adhesive composition according to the present invention can be set according to the intended use of the pressure-sensitive adhesive so as to be at least 1.0 N / 10 mm. It is preferable to set it.
- the cross-linked pressure-sensitive adhesive composition according to the present invention improves the piercing strength by suppressing the addition of the cross-linking agent component.
- the pressure-sensitive adhesive has a self-crosslinking portion that crosslinks the functional groups in the acrylic copolymer without using a cross-linking agent, so that the flexibility of the pressure-sensitive adhesive becomes relatively high and the needle pierces. This is thought to be because the force applied to the pressure-sensitive adhesive layer is sometimes dispersed.
- the crosslinked pressure-sensitive adhesive composition according to the present invention may have a self-crosslinking portion to the extent that the desired effect of the present invention can be obtained when the above-mentioned crosslinking agent is not added, and the crosslinking according to the present invention.
- a cross-linking agent may be added to the mold pressure-sensitive adhesive composition as long as the desired effect of the present invention is not impaired.
- the cross-linking type pressure-sensitive adhesive composition according to the present invention is preferably a self-cross-linking type containing no cross-linking agent.
- the mixing ratio of the solid content of the cross-linking agent to 100 parts by mass of the acrylic copolymer constituting the cross-linked pressure-sensitive adhesive composition is , Can be selected from the range of 0 to 0.5 parts by mass.
- the ratio of the solid content to 100 parts by mass of the acrylic copolymer constituting the cross-linked pressure-sensitive adhesive composition is 0.5 parts by mass or less.
- the cross-linking agent at a ratio of more than 0 parts by mass and 0.5 parts by mass or less, and the cross-linking agent is added at a ratio selected from the range of 0.001 to 0.5 parts by mass. Is more preferable.
- cross-linking agent examples include glycidyl group-containing compounds (for example, 1,3 bis (N, N-diglycidylaminomethyl) cyclohexane, N, N, N', N'-tetraglycidyl-m-xylene diamine, N, N, N', N'-tetraglycidyl aminophenylmethane, triglycidyl isocyanurate, m-N, N-diglycidyl aminophenylglycidyl ether, N, N-diglycidyl toluidine, N, N-diglycidyl aniline, pentaerythritol polyglycidyl Ether, 1,6-hexanediol diglycidyl ether, etc.), isocyanate group-containing compounds (eg, tolylene diisocyanate, xylene diisocyanate, chlorophenylenedi isocyanate, hexamethylene diisocyanate,
- the adhesive tape according to the present invention is an adhesive tape in which a crosslinked pressure-sensitive adhesive composition containing the acrylic copolymer (and an optional component if necessary) described above is used as the pressure-sensitive adhesive.
- the "adhesive tape in which the crosslinked adhesive composition is used as an adhesive” is, for example, an adhesive tape composed of an adhesive layer formed by forming the crosslinked adhesive composition into a sheet (so-called baseless type adhesive tape). ) Or, an adhesive tape in which an adhesive layer is formed on one side or both sides of a base material using this crosslinked pressure-sensitive adhesive composition.
- the baseless type adhesive tape can be formed by applying an acrylic copolymer on a support such as a paper pattern and then drying it.
- the pressure-sensitive adhesive tape having a base material can be produced by applying the crosslinked pressure-sensitive adhesive composition according to the present invention on the base material and then drying it to form a pressure-sensitive adhesive layer.
- the crosslinked pressure-sensitive adhesive composition according to the present invention is applied onto a support such as a paper pattern to form a pressure-sensitive adhesive layer, and then the pressure-sensitive adhesive layer is transferred to one or both sides of a base material and bonded together. Is also good.
- the pressure-sensitive adhesive layer of the baseless type pressure-sensitive adhesive tape and the pressure-sensitive adhesive tape having a base material may be a single layer or may be composed of a laminated body in which a plurality of layers are laminated.
- the thickness of the adhesive layer in the adhesive tape having a base material is preferably 1 to 200 ⁇ m, more preferably 5 to 100 ⁇ m.
- the thickness of the baseless type adhesive tape is preferably 1 to 200 ⁇ m, more preferably 5 to 100 ⁇ m.
- the method of applying the crosslinked pressure-sensitive adhesive composition on a support such as a base material or a paper pattern is not particularly limited, and a known method may be used. Specific examples thereof include a method using a roll coater, a die coater, a lip coater, a dip roll coater, a bar coater, a knife coater, a spray roll coater, and the like.
- Adhesive strength after immersion in electrolyte measured according to the method As the adhesive force (A) before immersion in the electrolytic solution, the normal adhesive force can be used. The detailed calculation method of the adhesive strength retention rate after immersion in the electrolytic solution will be described later.
- the adhesive strength retention rate of the adhesive tape for non-aqueous batteries after immersion in the electrolytic solution is preferably 45% or more, that is, at least 45%.
- the adhesive tape has a base material
- specific examples of the base material include fiber-based base materials such as paper, cloth, non-woven fabrics, and nets, olefin-based resins, polyester-based resins, polyvinyl chloride-based resins, and vinyl acetate.
- Resin base material resin film or resin sheet
- based resin polyamide resin, polyimide resin, polyether ether ketone (PEEK), polyphenylene sulfide (PPS), rubber sheet, foamed sheet (foamed base material), metal foil ,
- PEEK polyether ether ketone
- PPS polyphenylene sulfide
- rubber sheet foamed sheet (foamed base material)
- metal foil A metal plate can be mentioned.
- polyethylene terephthalate (PET) film, biaxially stretched polypropylene (OPP) film, and polyimide (PI) film are used in consideration of versatility and chemical resistance to electrolytic solution of non-aqueous batteries.
- PET polyethylene terephthalate
- OPP biaxially stretched polypropylene
- PI polyimide
- these laminates for example, a laminate of a resin base material and a base material other than resin, or a laminate of resin base materials may be used.
- the base material may be either a single layer or a plurality of layers.
- the surface of the base material on which the pressure-sensitive adhesive layer is provided may be subjected to various treatments such as back surface treatment, antistatic treatment, undercoat treatment, corona treatment, and plasma treatment, if necessary.
- the thickness of the base material is preferably 5 to 500 ⁇ m, more preferably 10 to 200 ⁇ m.
- the adhesive tape may be protected by a paper pattern or other film.
- the release paper or other film is not particularly limited, and a known one can be used as needed.
- a 10 mm wide single-sided adhesive tape sample was pressure-bonded to a SUS304 plate polished with No. 280 water-resistant abrasive paper with a 2.0 kg roller reciprocating once. Twenty minutes after the pressure application, the sample was immersed in an electrolytic solution in which ethylene carbonate and diethyl carbonate were mixed at a volume ratio of 1: 1 and left to stand in an atmosphere at a temperature of 40 ⁇ 5 ° C. for 24 hours. Then, the sample was taken out from the container, the electrolytic solution was wiped off with pure water, water droplets were wiped off, and then the sample was left in an atmosphere of a temperature of 23 ⁇ 5 ° C.
- the 180 ° peeling adhesive strength (N / 10 mm width) of this sample was measured according to the method described in JIS Z 0237: 2000, and the measured value was defined as "adhesive strength after immersion in the electrolytic solution".
- the weight average molecular weight (Mw) of the acrylic copolymer is a value obtained by measuring the molecular weight of the acrylic copolymer in terms of standard polystyrene by the GPC method with the following measuring device and conditions.
- Flow velocity 1.0 mL / min ⁇
- Injection amount 100 ⁇ L
- Detector Refractive index meter (RI)
- Adhesives for Examples 1 to 4 and Comparative Examples 1 to 6 were prepared using the acrylic polymer prepared by the above method without adding a cross-linking agent.
- a cross-linking agent (E-5XM manufactured by Soken Chemical Co., Ltd., solid content concentration 5%) was added to 100 parts by mass of the acrylic polymer prepared by the above method in the solid content (parts by mass) shown in Tables 1 and 3.
- Adhesives for Examples 5 to 8 and Comparative Examples 7 to 13 were prepared.
- Examples 1 to 4 of Table 1 a self-crosslinking type acrylic polymer in which the monomer composition (monomer type and blending ratio) was appropriately selected and did not contain a cross-linking agent was used as the resin component of the pressure-sensitive adhesive. Therefore, good results were obtained in each evaluation item even without the addition of a cross-linking agent.
- a cross-linked pressure-sensitive adhesive composition containing an acrylic copolymer to which a cross-linking agent is not added, preferably a cross-linked pressure-sensitive adhesive composition in which the amount of the cross-linking agent added is reduced, and a pressure-sensitive adhesive tape using the same. ..
- This adhesive tape can be particularly preferably used for applications in a state of contact with an electrolytic solution of a non-aqueous battery, for example, for insulating and fixing applications in a battery, particularly a non-aqueous battery such as a lithium ion secondary battery.
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Abstract
Description
粘着剤への架橋剤成分の添加は一般的な手法であり、架橋剤を含有させる目的は粘着テープの粘着層の架橋密度を高め、硬化を促進、諸物性を向上、安定化させる事にある。しかし、架橋剤成分を含むと、架橋剤成分を含まない場合に比較して粘着剤層の柔軟性が減少し、貼り付け性が劣化する場合がある。
X=[(B)/(A)]×100[%]
[X:電解液浸漬後の粘着力保持率、(A):JIS Z 0237:2000に記載の方法に従って測定される電解液浸漬前の粘着力、(B):JIS Z 0237:2000に記載の方法に従って測定される電解液浸漬後の粘着力]
本発明にかかる架橋型粘着剤組成物の樹脂成分は、以下の成分(A1)~(A4)をポリマー鎖の構成成分として含むアクリル系共重合体を含む。
(A1)前記式(1)で表される水酸基含有(メタ)アクリレートモノマー[成分(A1a)]及び前記式(2)で表される水酸基含有(メタ)アクリレートモノマー[成分(A1b)]からなる成分:3質量部以上25質量部未満。
(A2)カルボン酸基含有(メタ)アクリルモノマーからなる成分:5質量部以上25質量部未満。
(A3)前記式(3)で表される(メタ)アクリル酸アルキルエステルモノマーからなる成分:5質量部以上30質量部未満。
(A4)前記式(4)で表される(メタ)アクリル酸アルキルエステルモノマーからなる成分:50質量部以上90質量部未満。
(以上の成分(A1)~(A4)の合計を100質量部とする)。
成分(A1a)としては、前記式(1)で表される水酸基含有(メタ)アクリレートモノマーの1種を、あるいは2種以上を組み合わせて用いることができる。
成分(A1b)としては、前記式(2)で表される水酸基含有(メタ)アクリレートモノマーの1種を、あるいは2種以上を組み合わせて用いることができる。
本発明にかかる架橋型粘着剤組成物の樹脂成分に含まれるアクリル系共重合体を形成するためのモノマー組成は、成分(A1)~(A4)からなることが好ましい。
なお、「(メタ)アクリル」との記載は、「アクリル」及び「メタクリル」の両方を包含する総称である。
成分(A1)に含まれる前記式(1)及び前記式(2)で表される水酸基含有(メタ)アクリレートモノマーのR2及びR4の少なくとも一方は炭化水素基であることが好ましい。
本発明にかかる架橋型粘着剤組成物を架橋して得られる粘着剤の常態粘着力は、目的とする粘着剤の用途に応じて設定することができ、少なくとも1.0N/10mmとなるように設定することが好ましい。
常態粘着力を低下させず、かつ、良好な耐電解液性を確保するという点から、架橋型粘着剤組成物を構成するアクリル系共重合体100質量部に対する架橋剤の固形分量の配合割合は、0~0.5質量部の範囲から選択することができる。
本発明にかかる架橋型粘着剤組成物が架橋剤を含む場合は、架橋型粘着剤組成物を構成するアクリル系共重合体100質量部に対して、固形分量として0.5質量部以下の割合で、すなわち、0質量部を超えて0.5質量部以下の割合で架橋剤を添加することが好ましく、0.001~0.5質量部の範囲から選択した割合で架橋剤を添加することがより好ましい。
架橋剤としては、グリシジル基含有化合物(例えば、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、N,N,N',N'-テトラグリシジル-m-キシレンジアミン、N,N,N',N'-テトラグリシジルアミノフェニルメタン、トリグリシジルイソシアヌレート、m-N,N-ジグリシジルアミノフェニルグリシジルエーテル、N,N-ジグリシジルトルイジン、N,N-ジグリシジルアニリン、ペンタエリスリトールポリグリシジルエーテル、1,6-ヘキサンジオールジグリシジルエーテル等)、イソシアネート基含有化合物(例えば、トリレンジイソシアネート、キシレンジイソシアネート、クロルフェニレンジイソシアネート、ヘキサメチレンジイソシアネート、テトラメチレンジイソシアネート、イソホロンジイソシアネート、ジフェニルメタンジイソシアネート、水添されたジフェニルメタンジイソシアネート等)等を挙げることができる。
本発明にかかる粘着テープは、以上説明したアクリル系共重合体(および必要に応じて任意成分)を含有する架橋型粘着剤組成物が粘着剤として使用された粘着テープである。「架橋型粘着剤組成物が粘着剤として使用された粘着テープ」とは、例えば、この架橋型粘着剤組成物をシート状に形成した粘着層からなる粘着テープ(いわゆる、ベースレスタイプの粘着テープ)、あるいは、この架橋型粘着剤組成物を使用して基材の片面または両面に粘着層を形成した粘着テープである。
X=[(B)/(A)]×100[%]
(X:電解液浸漬後の粘着力保持率、(A):JIS Z 0237:2000に記載の方法に従って測定される電解液浸漬前の粘着力、(B):JIS Z 0237:2000に記載の方法に従って測定される電解液浸漬後の粘着力)
なお、電解液浸漬前の粘着力(A)としては、常態粘着力を利用することができる。電解液浸漬後の粘着力保持率の詳細な算出方法については後述する。
非水系電池用途の粘着テープの電解液浸漬後の粘着力保持率は、45%以上、すなわち、少なくとも45%とすることが好ましい。
280番耐水研磨紙で研磨したステンレス鋼(SUS304)板に、10mm幅の片面粘着テープ試料を2.0kgローラ1往復で加圧貼付し、加圧貼付後20分経過後の180°引きはがし粘着力(N/10mm幅)をJIS Z 0237:2000に記載の方法に従って測定した。
280番耐水研磨紙で研磨したSUS304板に、10mm幅の片面粘着テープ試料を2.0kgローラ1往復で加圧貼付した。加圧貼付後20分経過後に、このサンプルを、エチレンカーボネートとジエチルカーボネートを体積比1対1で混合した電解液に浸漬し、温度40±5℃の雰囲気下に24時間放置した。その後、サンプルを容器から取り出し、純水を用いて電解液を拭き取り、水滴を拭き取った後、温度23±5℃、湿度50±5%の雰囲気下に2時間放置した。このサンプルの180°引きはがし粘着力(N/10mm幅)をJIS Z 0237:2000に記載の方法に従って測定し、測定値を「電解液浸漬後の粘着力」とした。
電解液浸漬後の粘着力保持率(X)を下記式により求めた。
X=[(B)/(A)]×100[%]
アクリル系共重合体の重量平均分子量(Mw)は、GPC法により、アクリル系共重合体の標準ポリスチレン換算の分子量を以下の測定装置および条件にて測定した値である。
・装置:LC-2000シリーズ(日本分光株式会社製)
・カラム:Shodex KF-806M×2本、Shodex KF-802×1本
・溶離液:テトラヒドロフラン(THF)
・流速:1.0mL/分
・カラム温度:40℃
・注入量:100μL
・検出器:屈折率計(RI)
23±5℃の雰囲気下で、直径5mmの円形の穴を有する金属板に、穴を覆うように片面粘着テープを貼付し、Oリング付きの冶具で粘着テープを挟んで固定した。直径1mm、先端形状半径が0.5mmの半円形の針を、粘着テープの粘着剤層側から、毎分50mmの速度で突き刺し、針が粘着テープを貫通するまでの最大応力を測定し、突き刺し強度とした。
(アクリル系共重合体の調製)
攪拌機、温度計、還流冷却機および窒素導入管を備えた反応装置に、表1に示す質量部のアクリル系共重合体を調製するための下記に示すモノマー、トルエン、酢酸エチル、連鎖移動剤およびラジカル重合開始剤を仕込み、窒素ガスを封入後、攪拌しながら窒素ガス気流下で65℃3時間反応させた。その後、ラジカル重合開始剤を仕込み、75℃3時間反応させた。反応終了後、室温まで冷却し、2-プロパノールを添加した。これにより固形分濃度30%のアクリル系共重合体を得た。
(i)アクリル系モノマー:
・成分(A1)
2-HEA:アクリル酸2-ヒドロキシエチル(A1a)
4-HBA:アクリル酸4-ヒドロキシブチル(A1b)
・成分(A2)
AA:アクリル酸
・成分(A3)
MA:アクリル酸メチル
・成分(A4):
BA:アクリル酸ブチル
2-EHA:アクリル酸2-エチルヘキシル
(ii)ラジカル重合開始剤
開始剤種A:2,2’-アゾビス-2-メチルブチロニトリル(AMBN)
開始剤種B:ジラウロイルパーオキサイド(商品名:パーロイルL、日本油脂株式会社製)
(iii)連鎖移動剤
n-ドデカンチオール
上記の方法で調製したアクリル系重合体を用いて架橋剤を添加せずに実施例1~4及び比較例1~6用の粘着剤を調製した。
架橋剤(綜研化学製 E-5XM、固形分濃度5%)を上記の方法で調製したアクリル系重合体100質量部に対して表1及び表3に示す固形分量(質量部)で添加して実施例5~8、比較例7~13用の粘着剤を調製した。
両面コロナ放電処理された厚さ25μmのポリイミドフィルムの片面に、上記の方法によって調製した各粘着剤をそれぞれ全面平滑に塗布し、120℃で加熱乾燥し、厚さ5μmの粘着剤層を形成した。さらに、この粘着剤層の上に長鎖アルキル系の剥離紙を貼り合わせ、40℃で3日間養生した後、総厚30μmの片面粘着テープを得た。
各実施例、各比較例で得られた粘着テープの評価結果を表1~3に示す。
表1の実施例5~8では、架橋剤の添加量を少なく調整することによっても、各評価項目にかかる良好な特性をバランスよく有する、特に、十分な、常態粘着力、電解液浸漬後の粘着力保持率及び突き刺し強度を有する粘着テープを得ることができた。
Claims (9)
- 式(1)で表される水酸基含有(メタ)アクリレートモノマーおよび式(2)で表される水酸基含有(メタ)アクリレートモノマーからなる成分(A1)を3質量部以上、25質量部未満、カルボン酸基含有(メタ)アクリルモノマーからなる成分(A2)を5質量部以上、25質量部未満、式(3)で表される(メタ)アクリル酸アルキルエステルモノマーからなる成分(A3)を5質量部以上、30質量部未満、式(4)で表される(メタ)アクリル酸アルキルエステルモノマーからなる成分(A4)を50質量部以上、90質量部未満(成分(A1)~(A4)の合計を100質量部とする)を含むアクリル系共重合体を含有する、架橋型粘着剤組成物。
- 架橋剤を含まない自己架橋型である、請求項1に記載の架橋型粘着剤組成物。
- 前記アクリル系共重合体100質量部に対して固形分量が0.5質量部以下の架橋剤を含む、請求項1に記載の架橋型粘着剤組成物。
- 請求項1~3のいずれか1項に記載の架橋型粘着剤組成物を含む粘着層を有する粘着テープ。
- 粘着層が基材上に設けられている、請求項4に記載の粘着テープ。
- 基材が、ポリエチレンテレフタレート(PET)フィルム、二軸延伸ポリプロピレン(OPP)フィルム、ポリイミド(PI)フィルム、ポリフェニレンスルフィド(PPS)フィルムから選択される少なくとも1種を有する、請求項5に記載の粘着テープ。
- 粘着層の厚みが1~200μmである請求項4に記載の粘着テープ。
- 下記式により算出される電解液浸漬後の粘着力保持率(X)が、45%以上である、請求項4に記載の粘着テープ。
X=[(B)/(A)]×100[%]
(X:電解液浸漬後の粘着力保持率、(A):JIS Z 0237:2000に記載の方法に従って測定される電解液浸漬前の粘着力、(B):JIS Z 0237:2000に記載の方法に従って測定される電解液浸漬後の粘着力) - 非水系電池の電解液に接触した状態で使用するための、請求項4に記載の粘着テープ。
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CN202180026642.7A CN115397941A (zh) | 2020-03-31 | 2021-02-02 | 交联型粘合剂组合物及粘合带 |
US17/995,288 US20230159793A1 (en) | 2020-03-31 | 2021-02-02 | Crosslinking adhesive composition and adhesive tape |
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KR20220161466A (ko) | 2022-12-06 |
CN115397941A (zh) | 2022-11-25 |
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EP4130186A4 (en) | 2024-05-15 |
JPWO2021199650A1 (ja) | 2021-10-07 |
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