WO2016042837A1 - ラミネート用接着剤、それを用いた積層体、及び二次電池 - Google Patents
ラミネート用接着剤、それを用いた積層体、及び二次電池 Download PDFInfo
- Publication number
- WO2016042837A1 WO2016042837A1 PCT/JP2015/064264 JP2015064264W WO2016042837A1 WO 2016042837 A1 WO2016042837 A1 WO 2016042837A1 JP 2015064264 W JP2015064264 W JP 2015064264W WO 2016042837 A1 WO2016042837 A1 WO 2016042837A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- polyolefin resin
- adhesive
- solvent
- laminating
- laminate
- Prior art date
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- 239000000853 adhesive Substances 0.000 title claims abstract description 39
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 37
- 229920005672 polyolefin resin Polymers 0.000 claims abstract description 58
- -1 cyclic alkane compound Chemical class 0.000 claims abstract description 30
- 239000004593 Epoxy Substances 0.000 claims abstract description 19
- 229910052751 metal Inorganic materials 0.000 claims abstract description 19
- 239000002184 metal Substances 0.000 claims abstract description 19
- 239000002904 solvent Substances 0.000 claims abstract description 17
- 150000001875 compounds Chemical class 0.000 claims abstract description 16
- 239000003960 organic solvent Substances 0.000 claims abstract description 16
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 13
- 239000000460 chlorine Substances 0.000 claims abstract description 12
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 11
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 claims abstract description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000010030 laminating Methods 0.000 claims description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 15
- 238000007789 sealing Methods 0.000 claims description 15
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical group CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 12
- 239000012939 laminating adhesive Substances 0.000 claims description 11
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 claims description 8
- 230000001681 protective effect Effects 0.000 claims description 8
- 239000008151 electrolyte solution Substances 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 125000003700 epoxy group Chemical group 0.000 claims description 4
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 claims description 4
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical group C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 3
- 229920000877 Melamine resin Polymers 0.000 claims description 3
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 3
- 239000003054 catalyst Substances 0.000 claims description 3
- 229920001971 elastomer Polymers 0.000 claims description 3
- 239000000806 elastomer Substances 0.000 claims description 3
- 229920002725 thermoplastic elastomer Polymers 0.000 claims description 3
- 239000004640 Melamine resin Substances 0.000 claims description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 239000003792 electrolyte Substances 0.000 abstract description 15
- 239000000203 mixture Substances 0.000 abstract description 12
- 229920003023 plastic Polymers 0.000 abstract description 11
- 239000004033 plastic Substances 0.000 abstract description 11
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- 238000009413 insulation Methods 0.000 abstract description 6
- 238000013035 low temperature curing Methods 0.000 abstract description 4
- 239000010410 layer Substances 0.000 description 24
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 18
- 239000003822 epoxy resin Substances 0.000 description 16
- 229920000647 polyepoxide Polymers 0.000 description 16
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 12
- 239000003999 initiator Substances 0.000 description 10
- 229920001577 copolymer Polymers 0.000 description 9
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 8
- 239000005977 Ethylene Substances 0.000 description 8
- 238000000576 coating method Methods 0.000 description 8
- 238000012986 modification Methods 0.000 description 8
- 230000004048 modification Effects 0.000 description 8
- 239000011255 nonaqueous electrolyte Substances 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- 239000011888 foil Substances 0.000 description 6
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 6
- 150000003254 radicals Chemical class 0.000 description 6
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- 239000003495 polar organic solvent Substances 0.000 description 5
- 229920000098 polyolefin Polymers 0.000 description 5
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- 230000032683 aging Effects 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 4
- 241000985630 Lota lota Species 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000004840 adhesive resin Substances 0.000 description 3
- 229920006223 adhesive resin Polymers 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- 229920003986 novolac Polymers 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000004711 α-olefin Substances 0.000 description 3
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 2
- KNDQHSIWLOJIGP-UHFFFAOYSA-N 826-62-0 Chemical compound C1C2C3C(=O)OC(=O)C3C1C=C2 KNDQHSIWLOJIGP-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 2
- 239000004716 Ethylene/acrylic acid copolymer Substances 0.000 description 2
- 229910013870 LiPF 6 Inorganic materials 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 2
- 239000012790 adhesive layer Substances 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 239000004844 aliphatic epoxy resin Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
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- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 description 2
- 238000009820 dry lamination Methods 0.000 description 2
- 239000003759 ester based solvent Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 2
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- 230000001747 exhibiting effect Effects 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
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- 229920001903 high density polyethylene Polymers 0.000 description 2
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- 229910003002 lithium salt Inorganic materials 0.000 description 2
- 159000000002 lithium salts Chemical class 0.000 description 2
- 229920001684 low density polyethylene Polymers 0.000 description 2
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- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 2
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- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
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- 239000002335 surface treatment layer Substances 0.000 description 2
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- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- RRKODOZNUZCUBN-CCAGOZQPSA-N (1z,3z)-cycloocta-1,3-diene Chemical compound C1CC\C=C/C=C\C1 RRKODOZNUZCUBN-CCAGOZQPSA-N 0.000 description 1
- PZWQOGNTADJZGH-SNAWJCMRSA-N (2e)-2-methylpenta-2,4-dienoic acid Chemical compound OC(=O)C(/C)=C/C=C PZWQOGNTADJZGH-SNAWJCMRSA-N 0.000 description 1
- GGAUUQHSCNMCAU-ZXZARUISSA-N (2s,3r)-butane-1,2,3,4-tetracarboxylic acid Chemical compound OC(=O)C[C@H](C(O)=O)[C@H](C(O)=O)CC(O)=O GGAUUQHSCNMCAU-ZXZARUISSA-N 0.000 description 1
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
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- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 1
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- 125000005910 alkyl carbonate group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000007611 bar coating method Methods 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- DJUWPHRCMMMSCV-UHFFFAOYSA-N bis(7-oxabicyclo[4.1.0]heptan-4-ylmethyl) hexanedioate Chemical compound C1CC2OC2CC1COC(=O)CCCCC(=O)OCC1CC2OC2CC1 DJUWPHRCMMMSCV-UHFFFAOYSA-N 0.000 description 1
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- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
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- 150000005676 cyclic carbonates Chemical class 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
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- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/30—Properties of the layers or laminate having particular thermal properties
- B32B2307/31—Heat sealable
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/50—Properties of the layers or laminate having particular mechanical properties
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/70—Other properties
- B32B2307/714—Inert, i.e. inert to chemical degradation, corrosion
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2307/00—Properties of the layers or laminate
- B32B2307/70—Other properties
- B32B2307/718—Weight, e.g. weight per square meter
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2457/00—Electrical equipment
- B32B2457/10—Batteries
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
-
- 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
- H01M10/42—Methods or arrangements for servicing or maintenance of secondary cells or secondary half-cells
- H01M10/4235—Safety or regulating additives or arrangements in electrodes, separators or electrolyte
-
- 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
- H01M4/36—Selection of substances as active materials, active masses, active liquids
- H01M4/362—Composites
- H01M4/366—Composites as layered products
-
- 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
Definitions
- the present invention relates to a laminating adhesive for sealing an electrolyte used for a secondary battery, a laminate using the same, and a secondary battery.
- Secondary batteries typified by lithium ion batteries have a configuration in which a positive electrode, a negative electrode, and an electrolyte solution are enclosed between them. Moreover, as an encapsulating bag for enclosing a lead wire for taking out electricity of the positive electrode and the negative electrode to the outside, a laminated body in which a metal foil such as an aluminum foil or a metal vapor deposition layer and a plastic are bonded together is used.
- This laminated body is required for moisture resistance, sealing, puncture resistance, insulation, heat / cold resistance, corrosion resistance, etc. required for secondary batteries. Difficult to obtain by curing.
- Patent Document 1 discloses an encapsulating bag that uses maleic acid-modified polyolefin resin for the innermost layer of the laminate and has a heat seal portion made of the same maleic acid-modified polyolefin resin, thereby improving the sealing reliability. Proposed.
- a maleic acid-modified polyolefin resin is generally used as an adhesive resin because it is excellent in adhesion to metal and heat sealability.
- it when used as a sealing film for a battery as described above, it exhibits excellent adhesion immediately after lamination at a high temperature, but has low electrolyte resistance, causes delamination over time, and can be used as a sealing film. I can't.
- Patent Document 2 discloses a battery including a metal layer, a surface treatment layer formed on the surface of the metal layer, and an adhesive resin layer made of polyolefin in which a carboxylic acid group formed on the surface treatment layer or a derivative thereof is modified. It describes about the laminated body for electrolyte solution sealing films, or the laminated body for battery electrode part protective films.
- Patent Document 3 includes (A) a polyolefin resin having at least one functional group selected from the group consisting of an acid anhydride group, a carboxyl group, and a carboxylic acid metal salt, and (B) two or more epoxy groups. And an adhesive resin composition comprising an epoxidized vegetable oil having a molecular weight of 3000 or less and a blending amount of the component (B) of 0.01 to 5 parts by weight with respect to 100 parts by weight of the component (A). Yes.
- Patent Document 4 contains an acid-modified polyolefin resin (A) and a polyurethane resin (B), and is characterized in that (B) is 0.5 to 100 parts by mass with respect to 100 parts by mass of (A).
- the resin composition for the binder for secondary battery electrodes is described.
- JP 09-283101 A WO2007017043 Publication Japanese Patent Laid-Open No. 08-193148 JP 2010-277959 A
- the object of the present invention is to provide an unprecedented laminating adhesive with improved coating properties due to excellent solvent stability, thereby providing excellent adhesion between the metal layer and the plastic layer, and moisture and heat resistance.
- Adhesive composition for laminate laminates that satisfies the properties of insulation, insulation, durability, etc., and also has electrolyte resistance even during low-temperature curing, and does not cause delamination over time, laminates using the same, and The next battery is to provide.
- non-chlorinated polyolefin resin (A), epoxy compound (B), and cyclic alka compound are essential, and ester solvents or alcohol solvents.
- An adhesive for laminating comprising an organic solvent (C), wherein the organic solvent (C) is such that the ratio of the mass part of the cyclic alkane compound to the mass part of the other solvent is 1 / 1-20 /
- the above-mentioned problem was solved by an adhesive for laminating that is constituted in the range of 1.
- the adhesion between the metal layer and the plastic layer is excellent, moisture resistance, heat resistance, insulation, durability, etc. are satisfied, and further, it has electrolyte resistance even at low temperature curing, and delamination over time.
- An adhesive composition for a laminate laminate that does not occur, a laminate using the same, and a secondary battery can be provided.
- the present invention includes the following items. 1. A non-chlorine polyolefin resin (A), an epoxy compound (B), and a cyclic alkane compound, and an adhesive for laminating containing an organic solvent (C) comprising an ester solvent or an alcohol solvent, An adhesive for laminating, in which the organic solvent (C) is composed of a mass part of the cyclic alkane compound and a mass part of the other solvent in a range of 1/1 to 20/1; 2.
- the cyclic alkane compound is methylcyclohexane
- the ester solvent is ethyl acetate
- the alcohol solvent is an aliphatic alcohol having 1 to 4 carbon atoms.
- Adhesive for laminating according to 3. 1.
- the non-chlorine polyolefin resin (A) contains a modified polyolefin resin having an acid value of 1 to 200 mgKOH / g or a modified polyolefin resin having a hydroxyl value of 1 to 200 mgKOH / g. Or 2. Adhesive for laminating according to 4).
- the epoxy compound (B) contains an epoxy compound having two or more epoxy groups in one molecule and one or more hydroxyl groups in one molecule and having a weight average molecular weight of 3000 or less as an essential component. ⁇ 3.
- the epoxy compound (B) is blended at a ratio of 0.01 to 30 parts by mass with respect to 100 parts by mass of the non-chlorine polyolefin resin (A).
- Non-chlorine polyolefin resin (A) As long as the non-chlorine polyolefin resin (A) used in the present invention is a non-chlorine polyolefin resin containing no chlorine atom, the following polyolefin resins can be used.
- polyethylene such as high density polyethylene (HDPE), low density polyethylene (LDPE), linear low density polyethylene resin, polypropylene, polyisobutylene, poly (1-butene), poly-4-methylpentene, polyvinyl Cyclohexane, polystyrene, poly (p-methylstyrene), poly ( ⁇ -methylstyrene), ethylene / propylene block copolymer, ethylene / propylene random copolymer, ethylene / butene-1 copolymer, ethylene / 4-methyl -1-pentene copolymer, ⁇ -olefin copolymer such as ethylene / hexene copolymer, ethylene / vinyl acetate copolymer, ethylene / acrylic acid
- non-chlorine polyolefin resin (A) of the present invention may contain a modified polyolefin resin having an acid value of 1 to 200 mgKOH / g or a modified polyolefin resin having a hydroxyl value of 1 to 200 mgKOH / g.
- non-chlorine polyolefin resin (A) used in the present invention can be used, and in particular, modified by introducing various functional groups (for example, carboxyl group, hydroxyl group, etc.) into the polyolefin resin.
- a polyolefin resin is more preferable.
- a modified polyolefin resin having an acid value of 1 to 200 mgKOH / g (hereinafter referred to as an acid-modified polyolefin resin).
- / or a modified polyolefin resin having a hydroxyl value of 1 to 200 mgKOH / g (hereinafter referred to as a hydroxyl group-modified polyolefin resin) is more preferred.
- the acid-modified polyolefin resin is a polyolefin resin having a carboxyl group or a carboxylic anhydride group in the molecule, and is synthesized by modifying the polyolefin with an unsaturated carboxylic acid or a derivative thereof.
- this modification method graft modification or copolymerization can be used.
- the acid-modified polyolefin resin is a graft-modified polyolefin obtained by graft-modifying or copolymerizing at least one polymerizable ethylenically unsaturated carboxylic acid or a derivative thereof on a polyolefin resin before modification.
- the polyolefin resin before modification include the above-mentioned polyolefin resins. Among them, a homopolymer of propylene, a copolymer of propylene and an ⁇ -olefin, a homopolymer of ethylene, and a copolymer of ethylene and an ⁇ -olefin. Polymers are preferred. These can also be used individually by 1 type and can also be used in combination of 2 or more type.
- Examples of the ethylenically unsaturated carboxylic acid or its derivative to be graft-modified or copolymerized with the polyolefin resin before modification include acrylic acid, methacrylic acid, maleic acid, itaconic acid, citraconic acid, mesaconic acid, maleic anhydride, 4- Methylcyclohex-4-ene-1,2-dicarboxylic anhydride, bicyclo [2.2.2] oct-5-ene-2,3-dicarboxylic anhydride, 1,2,3,4,5, 8,9,10-octahydronaphthalene-2,3-dicarboxylic anhydride, 2-octa-1,3-diketospiro [4.4] non-7-ene, bicyclo [2.2.1] hept-5 -Ene-2,3-dicarboxylic anhydride, maleopimaric acid, tetrahydrophthalic anhydride, methyl-bicyclo [2.2.1] hept-5-en
- a graft monomer selected from an ethylenically unsaturated carboxylic acid or a derivative thereof onto a polyolefin resin before modification various methods can be employed. For example, a method in which a polyolefin resin is melted and a graft monomer is added thereto to cause a graft reaction, a method in which a polyolefin resin is dissolved in a solvent to form a solution and a graft monomer is added thereto to cause a graft reaction, and a solution is dissolved in an organic solvent.
- Examples thereof include a method in which a polyolefin resin is mixed with the unsaturated carboxylic acid and the like, heated at a temperature equal to or higher than the softening temperature or melting point of the polyolefin resin, and simultaneously subjected to radical polymerization and hydrogen abstraction reaction in a molten state.
- a polyolefin resin is mixed with the unsaturated carboxylic acid and the like, heated at a temperature equal to or higher than the softening temperature or melting point of the polyolefin resin, and simultaneously subjected to radical polymerization and hydrogen abstraction reaction in a molten state.
- a radical initiator in order to efficiently graft copolymerize the graft monomer, it is preferable to carry out the grafting reaction in the presence of a radical initiator.
- the grafting reaction is usually performed under conditions of 60 to 350 ° C.
- the proportion of the radical initiator used is usually in the range of 0.001 to 1 part by weight with respect to 100 parts by weight of
- radical initiator can be used for the adhesive agent of this invention, although an imidazole type radical initiator can be mentioned as a preferable initiator, It is not restricted to these. Examples thereof include cuazole (imidazole initiator), triphenylphosphine, 1,8-diazabicyclo (5.4.0) undecene-7 (DBU) -phenol salt, DBU-octylate and the like.
- acid-modified polyolefin resins examples include maleic anhydride-modified polypropylene, ethylene- (meth) acrylic acid copolymer, ethylene-acrylic acid ester-maleic anhydride terpolymer, or ethylene-methacrylic acid ester- A maleic anhydride terpolymer may be mentioned.
- the hydroxyl group-modified polyolefin resin is a polyolefin resin having a hydroxyl group in the molecule, and is synthesized by graft modification or copolymerization of polyolefin with a hydroxyl group-containing (meth) acrylic acid ester or a hydroxyl group-containing vinyl ether described later.
- the polyolefin resin before modification and the modification method are the same as in the case of acid-modified polyolefin resin.
- Examples of the hydroxyl group-containing (meth) acrylic acid ester include hydroxyethyl (meth) acrylate; hydroxypropyl (meth) acrylate, glycerol (meth) acrylate; lactone modified hydroxyethyl (meth) acrylate, (meth) acrylic acid.
- Examples include polyethylene glycol and polypropylene glycol (meth) acrylate.
- Examples of the hydroxyl group-containing vinyl ether include 2-hydroxyethyl vinyl ether, diethylene glycol monovinyl ether, 4-hydroxybutyl vinyl ether and the like.
- radical initiator can be used for the adhesive agent of this invention, although an imidazole type radical initiator can be mentioned as a preferable initiator, It is not restricted to these. Examples thereof include cuazole (imidazole initiator), triphenylphosphine, 1,8-diazabicyclo (5.4.0) undecene-7 (DBU) -phenol salt, DBU-octylate and the like.
- epoxy compound (B) examples include ethylene glycol, propylene glycol, hexanediol, neopentyl glycol, trimethylolethane, trimethylolpropane, pentaerythritol, glycerin, diglycerin, sorbitol, spiroglycol, or hydrogenated bisphenol. Examples thereof include polyol diglycidyl ether type epoxy resins such as A.
- aromatic epoxy resins such as diglycidyl ether type epoxy resins such as bisphenol A, bisphenol F, bisphenol S and bisphenol AD, and novolac type epoxy resins which are glycidyl ales of phenol novolac resins and cresol novolac resins;
- diglycidyl ether type epoxy resins of polyols such as ethylene oxide or propylene oxide adducts of compounds.
- polyglycidyl ether type epoxy resin of polyether polyol such as polyethylene glycol, polypropylene glycol or polytetramethylene glycol; bis (3,4-epoxycyclohexylmethyl) adipate, 3,4-epoxycyclohexylmethyl-3 ′, 4 ′ -Cycloaliphatic polyepoxy resins such as epoxy cyclohexyl carboxylate.
- polyglycidyl ester type epoxy resin of polycarboxylic acid such as propanetricarboxylic acid, butanetetracarboxylic acid, adipic acid, phthalic acid, terephthalic acid or trimellitic acid; butadiene, hexadiene, octadiene, dodecadiene, cyclooctadiene, ⁇ - Examples thereof include bisepoxy resins of hydrocarbon diene such as pinene or vinylcyclohexene.
- an epoxy resin of a diene polymer such as polybutadiene or polyisoprene; or a glycidylamine type epoxy resin such as tetraglycidyldiaminodiphenylmethane, tetraglycidylbisaminomethylcyclohexane, diglycidylaniline or tetraglycidylmetaxylylenediamine, or a triazine or Examples thereof include epoxy resins containing various heterocyclic rings such as hydantoin.
- an aromatic epoxy resin such as a bisphenol A type epoxy resin because of good adhesion and corrosion resistance.
- the bisphenol A type epoxy resin include “EPICLON 850, 860, 1050, 1055, 2055” manufactured by DIC Corporation, “jER828, 834, 1001, 1002, 1004, 1007” manufactured by Mitsubishi Chemical Corporation, and the like. Is mentioned.
- the epoxy resin which has 2 or more of epoxy groups in 1 molecule, 1 or more of hydroxyl groups in 1 molecule, and an epoxy compound whose weight average molecular weight is 3000 or less is an essential component may be sufficient. .
- the epoxy compound (B) is preferably blended at a ratio of 0.01 to 30 parts by mass with respect to 100 parts by mass of the polyolefin resin (A).
- the amount is less than 0.01 parts by mass, the adhesive force to the substrate is lowered, which is not preferable.
- the cohesive force of a coating film becomes low and is unpreferable.
- the laminate adhesive of the present invention is characterized by further comprising a cyclic alkane compound and containing an organic solvent (C) composed of an ester solvent or an alcohol solvent.
- Examples of the cyclic alkane compound used in the present invention include methylcyclohexane.
- the ester solvent is not particularly limited as long as it is an organic solvent having an ester group for exhibiting the effects of the present invention, and examples thereof include ethyl acetate and butyl acetate.
- the alcohol solvent is not particularly limited as long as it is an organic solvent having an alcohol group for exhibiting the effects of the present invention, but is preferably an aliphatic alcohol having 1 to 4 carbon atoms.
- the adhesive for laminating of the present invention contains a cyclic alkane compound as an essential component, contains an organic solvent (C) composed of an ester solvent or an alcohol solvent, and has a mass part of the cyclic alkane compound and a mass part of the other solvent. It is characterized in that the ratio is configured in a range of 1/1 to 20/1.
- thermoplastic elastomers in the present invention, known and commonly used thermoplastic elastomers, tackifiers, catalysts, phosphoric acid compounds, melamine resins, silane coupling agents, or reactive elastomers can be used as other additives.
- the content of these additives can be appropriately adjusted and used as long as the function of the adhesive of the present invention is not impaired.
- the laminate of the present invention comprises the laminate adhesive composition of the present invention comprising a metal layer such as an aluminum foil and one or several plastic layers such as a polyolefin sheet such as polyethylene and polypropylene, and a polyester such as polyethylene terephthalate. It is obtained by pasting together.
- the adhesive composition for laminates of the present invention can be applied to any suitable solvent or dispersant such as, for example, ester solvents, ketone solvents, aromatic hydrocarbons, aliphatic hydrocarbons, alicyclic hydrocarbons, etc.
- the adhesive layer can be formed by dissolving / dispersing in a ratio and applying and drying on a metal foil using a known coating method such as a roll coating method, a gravure coating method, or a bar coating method.
- the dry coating weight of the laminating adhesive composition of the present invention is preferably in the range of 0.5 to 30.0 g / m 2 . If it is less than 0.5 g / m 2 , there will be a difficulty in continuous uniform coating, while if it exceeds 30.0 g / m 2 , the solvent detachability after coating will be reduced, workability will be significantly reduced, and the residual solvent Problems arise.
- the laminated body of the present invention is obtained by stacking the plastic layers and bonding them by dry lamination (dry laminating method).
- the temperature of the laminate roll is preferably about room temperature to 120 ° C.
- the pressure is preferably about 3 to 100 kg / cm 2 .
- the laminated body of this invention performs aging after preparation. Aging conditions are from room temperature to 100 ° C., for 12 to 240 hours, during which adhesive strength occurs.
- the laminate of the present invention can be used as an electrolytic solution sealing film or an electrode part protective film for a primary or secondary battery.
- the laminate is used by contacting the plastic layer side with a polar organic solvent and / or salts.
- Particularly suitable for use as a secondary battery electrolyte sealing film or secondary battery electrode part protective film for non-aqueous electrolyte batteries, solid batteries, etc. by using it in contact with a non-aqueous electrolyte containing a polar organic solvent and salt.
- it can be used as a battery sealing bag by folding and heat-sealing so that the plastic layers face each other. Since the adhesive used in the present invention is excellent in heat sealability, it prevents leakage of the non-aqueous electrolyte and enables long-term use as a battery.
- polar organic solvent examples include aprotic polar solvents such as alkyl carbonates, esters, and ketones. Specifically, ethylene carbonate, propylene carbonate, butylene carbonate, dimethyl carbonate, ethyl methyl carbonate, diethyl carbonate, ⁇ -butyrolactone, 1,2-dimethoxyethane, tetrahydrofuran, 2-methyltetrahydrofuran, 1,3- Examples include dioxolane, 4-methyl-1,3-dioxolane, methyl formate, 4-methyl-1,3-dioxomethyl formate, methyl acetate, and methyl propionate.
- the salt include alkali metal salts such as lithium salt, sodium salt and potassium salt. For batteries, lithium salts such as LiPF 6 , LiBF 4 , and Li-imide are generally used.
- the non-aqueous electrolyte is obtained by dissolving 0.5 to 3 mmol of the alkali metal salt in an aprotic polar organic solvent such as a cyclic carbonate, a chain carbonate, or a mixture thereof. Even if the laminate of the present invention is used in contact with the polar solvent and / or salts, particularly a non-aqueous electrolyte that is a mixture thereof, it does not cause delamination of the metal layer, adhesive layer, and plastic layer over a long period of time. Can be used.
- the battery of the present invention is a battery having a battery electrolyte sealing film or a battery electrode part protective film comprising the laminate.
- the battery of the present invention can be used stably as a battery for a long time since the film does not cause delamination and can prevent leakage of the nonaqueous electrolyte.
- the laminate of the present invention has excellent adhesion between the metal layer and the plastic layer and excellent durability against polar organic solvents or salts, and does not cause delamination even when contacted with a nonaqueous electrolyte or the like. . Therefore, a battery using such a laminate as a battery electrolyte sealing film or a battery electrode protective film, and a secondary battery using a secondary battery electrolyte sealing film or a secondary battery electrode protective film are: Can be used stably for a long time.
- examples of the secondary battery include a flexible package type, but are not limited thereto.
- Example 1 50 parts of modified polyolefin resin GMP7550E (manufactured by Lotte Chemical), 50 parts of Aurolen 350S, 0.05 part of Curazole 2E4MZ, 6.0 parts of Denacol EX-850L, 320 parts of methylcyclohexane, 40 parts of ethyl acetate Add 40 parts of isopropyl alcohol (IPA), stir well, apply 5 gm 2 (dry) to the aluminum foil with a bar coater, dry at 80 ° C. for 1 minute, and bond to CPP film at 100 ° C. A product was made. Thereafter, the initial adhesive strength was measured after aging at 60 ° C. for 5 days.
- IPA isopropyl alcohol
- the adhesive for laminating of the present invention has excellent adhesion between the metal layer and the plastic layer, satisfies moisture resistance, heat resistance, insulation, durability, etc., and also has electrolyte resistance even at low temperature curing, Since delamination does not occur, it can be used as a laminate for a secondary battery.
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- Polymers & Plastics (AREA)
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- Inorganic Chemistry (AREA)
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Abstract
Description
そこで、本発明の課題は、溶剤安定性に優れることから塗工性が向上した、従来にないラミネート接着剤を提供することにより、金属層とプラスチック層との接着性に優れ、防湿性、耐熱性、絶縁性、耐久性等を満足し、更に、低温養生でも耐電解質性を兼ね備え、経時で層間剥離を生じることがないラミネート積層体用接着剤組成物、それを使用した積層体、及び二次電池を提供することにある。
1.非塩素系ポリオレフィン樹脂(A)、エポキシ化合物(B)、及び環状アルカン化合物を必須とし、エステル系溶剤又はアルコール系溶媒からなる有機溶剤(C)を含有するラミネート用接着剤であって、
有機溶剤(C)が、環状アルカン化合物の質量部と、それ以外の溶剤の質量部の比率が、1/1~20/1の範囲で構成されるものであるラミネート用接着剤、
2.環状アルカン化合物がメチルシクロヘキサン、エステル系溶剤が酢酸エチル、アルコール系溶媒が、炭素数1~4の脂肪族アルコールである1.に記載のラミネート用接着剤、
3.前記非塩素系ポリオレフィン樹脂(A)が、酸価が1~200mgKOH/gである変性ポリオレフィン樹脂、又は水酸基価が1~200mgKOH/gである変性ポリオレフィン樹脂を含有する1.又は2.に記載のラミネート用接着剤、
4.エポキシ化合物(B)が、エポキシ基を1分子中に2つ以上、且つ水酸基を1分子中に1つ以上有し、重量平均分子量が3000以下であるエポキシ化合物を必須の成分とする、1.~3.の何れかに記載のラミネート用接着剤、
5.前記非塩素系ポリオレフィン樹脂(A)100質量部に対して、エポキシ化合物(B)が0.01~30質量部の割合で配合された、1.~4.の何れかに記載のラミネート用接着剤、
6.更に、熱可塑性エラストマー、粘着付与剤,触媒,燐酸化合物,メラミン樹脂、シランカップリング剤、又は反応性エラストマーを含有する1.~5.の何れかに記載のラミネート用接着剤、
7.1.~6.の何れかに記載のラミネート用接着剤を、金属層とポリオレフィン樹脂層間で使用してなる積層体、
8.7.に記載の積層体を電解液封止フィルム又は電極部保護フィルムとして用いた二次電池。
本発明で用いられる非塩素系ポリオレフィン樹脂(A)は、塩素原子を含まない非塩素系ポリオレフィン樹脂である限りにおいて、以下のポリオレフィン樹脂を用いることができる。
例えば、キュアゾール(イミダゾール系開始剤)、トリフェニルフォスフィン、1,8-ジアザビシクロ(5.4.0)ウンデセン-7(DBU)-フェノール塩、DBU-オクチル酸塩等を挙げることができる。
例えば、キュアゾール(イミダゾール系開始剤)、トリフェニルフォスフィン、1,8-ジアザビシクロ(5.4.0)ウンデセン-7(DBU)-フェノール塩、DBU-オクチル酸塩等を挙げることができる。
本発明のエポキシ化合物(B)としては、例えば、エチレングリコール、プロピレングリコール、ヘキサンジオール、ネオペンチルグリコール、トリメチロールエタン、トリメチロールプロパン、ペンタエリトリトール、グリセリン、ジグリセリン、ソルビトール、スピログリコールもしくは水添ビスフェノールA等のポリオールジグリシジルエーテル型エポキシ樹脂が挙げられる。
更に、ポリエチレングリコール、ポリプロピレングリコールもしくはポリテトラメチレングリコール等のポリエーテルポリオールのポリグリシジルエーテル型エポキシ樹脂;ビス(3,4-エポキシシクロヘキシルメチル)アジペート、3,4-エポキシシクロヘキシルメチル-3’,4’-エポキシシクロヘキシルカルボキシレート等の環状脂肪族型ポリエポキシ樹脂が挙げられる。
具体例として、ビスフェノールA型エポキシ樹脂としては、DIC(株)製「EPICLON 850、860、1050、1055、2055」、三菱化学(株)製「jER828、834、1001、1002、1004、1007」等が挙げられる。
また、エポキシ基を1分子中に2つ以上、且つ水酸基を1分子中に1つ以上有し、重量平均分子量が3000以下であるエポキシ化合物を必須の成分とする、エポキシ樹脂であってもよい。
0.01質量部より少ないと、基材への接着力が低くなって好ましくない。
また、30質量部より多いと、塗膜の凝集力が低くなって好ましくない。
エステル系溶剤は、本発明の効果を発揮するためのエステル基を有する有機溶剤であれば特に制限はないが、例えば、酢酸エチル、酢酸ブチル等を挙げることができる。
アルコール系溶媒は、本発明の効果を発揮するためのアルコール基を有する有機溶剤であれば特に制限はないが、炭素数1~4の脂肪族アルコールが好ましい。
前記構成の有機溶剤(C)を含有することにより、溶液安定性が向上し、塗工性が良好になることにより、本発明の課題である耐電解質性の改良が図れることとなる。
この効果については、後述の実施例比較例より明らかである。
本構成の範囲外である場合には、接着剤がゲル化し、本発明の課題を解決することができない。
本発明では、その他の添加剤として、公知慣用の熱可塑性エラストマー、粘着付与剤,触媒、燐酸化合物,メラミン樹脂、シランカップリング剤、又は反応性エラストマーを用いることができる。これらの添加剤の含有量は、本発明の接着剤の機能を損なわない範囲内で適宜調整して用いることができる。
本発明の積層体は、本発明のラミネート用接着剤組成物を、アルミニウム箔等の金属層とポリエチレン、ポリプロピレン等のポリオレフィンシート、ポリエチレンテレフタレート等のポリエステルなどの1種または数種のプラスチック層とを張り合わせて得られるものである。
また、本発明の積層体は、作製後エージングを行うことが好ましい。エージング条件は、室温~100℃で、12~240時間の間であり、この間に接着強度が生じる。
本発明の積層体は、一次または二次電池の電解液封止フィルムまたは電極部保護フィルムとして使用できるが、この場合プラスチック層側に極性有機溶媒及び/または塩類等と接触させて使用する。特に極性有機溶媒及び塩を含む非水電解質と接触させる状態で使用することにより、特に非水電解質電池、固体電池等の二次電池電解液封止フィルムまたは二次電池電極部保護フィルムとして好適に使用することができる。この場合、プラスチック層が対向するように折り重ねてヒートシールすることにより、電池用封止袋として使用することができる。本発明で用いている接着剤はヒートシール性に優れるため、非水電解質の漏洩を防止し、電池として長期使用が可能になる。
塩としては、リチウム塩、ナトリウム塩、カリウム塩等のアルカリ金属塩があげられる。電池用としてはLiPF6、LiBF4、Li-イミド等のリチウム塩が一般的に使用される。
本発明の積層体は前記極性溶媒及び/または塩類、特にそれらの混合物である非水電解質と接触する状態で使用しても金属層、接着層、プラスチック層の層間剥離を生じることなく、長期にわたって使用することができる。
変性ポリオレフィン樹脂GMP7550E(ロッテケミカル社製)を50部、アウローレン350Sを50部、キュアゾール2E4MZを0.05部、デナコールEX-850Lを6.0部、メチルシクロヘキサンを320部、酢酸エチルを40部、イソプロピルアルコール(IPA)を40部入れて良く攪拌し、アルミフォイルにバーコーターで5gm2(dry)塗布し、80℃-1分乾燥させた後、CPPフィルムと100℃で貼り合せて塗工物を作製した。
その後、60℃-5日エージングさせた後に初期接着強度を測定した。
各例で得られた積層体において、接着性能ならびに耐電解質性を評価し、表1にその結果を示す。なお、各性能試験の条件は以下のとおりである。
(株)エー・アンド・ディー製テンシロン試験において、試料を15mm幅にカットし、180°剥離強度を測定した。
積層体を電解液「エチレンカーボネート:エチルメチルカーボネート:ジメチルカーボネート=1:1:1(wt%)+LiPF6:1mol+ビニレンカーボネート:1wt%」に80℃-7日間浸漬させ、浸漬前後の接着強度の保持率から以下のとおりに評価を実施した。
○:80%以上、△:80~70%、×:70%以下
結果を表2に示す。
不揮発分100%
・アウローレン 350S(日本製紙社製)無水マレイン酸変性ポリオレフィン樹脂
不揮発分100%
・キュアゾール 2E4MZ(四国化成工業株式会社製)イミダゾール 不揮発分100%
・デナコール EX-850L(ナガセケムテックス株式会社製)脂肪族エポキシ樹脂
エポキシ当量145 不揮発分100%
・エピクロン 860(DIC株式会社製)ビスフェノールA型エポキシ樹脂 エポキシ当量240 不揮発分100%
不揮発分100%
・アウローレン 350S(日本製紙社製)無水マレイン酸変性ポリオレフィン樹脂
不揮発分100%
・キュアゾール 2E4MZ(四国化成工業株式会社製)イミダゾール
不揮発分100%
・デナコール EX-850L(ナガセケムテックス株式会社製)脂肪族エポキシ樹脂
エポキシ当量145 不揮発分100%
・エピクロン 860(DIC株式会社製)ビスフェノールA型エポキシ樹脂
エポキシ当量240 不揮発分100%
Claims (8)
- 非塩素系ポリオレフィン樹脂(A)、エポキシ化合物(B)、及び環状アルカン化合物を必須とし、エステル系溶剤又はアルコール系溶媒からなる有機溶剤(C)を含有するラミネート用接着剤であって、
有機溶剤(C)が、環状アルカン化合物の質量部と、それ以外の溶剤の質量部の比率が、1/1~20/1の範囲で構成されるものであるラミネート用接着剤。 - 環状アルカン化合物がメチルシクロヘキサン、エステル系溶剤が酢酸エチル、アルコール系溶媒が、炭素数1~4の脂肪族アルコールである請求項1に記載のラミネート用接着剤。
- 前記非塩素系ポリオレフィン樹脂(A)が、酸価が1~200mgKOH/gである変性ポリオレフィン樹脂、又は水酸基価が1~200mgKOH/gである変性ポリオレフィン樹脂を含有する請求項1又は2に記載のラミネート用接着剤。
- エポキシ化合物(B)が、エポキシ基を1分子中に2つ以上、且つ水酸基を1分子中に1つ以上有し、重量平均分子量が3000以下であるエポキシ化合物を必須の成分とする、請求項1~3の何れかに記載のラミネート用接着剤。
- 前記非塩素系ポリオレフィン樹脂(A)100質量部に対して、エポキシ化合物(B)が0.01~30質量部の割合で配合された、請求項1~4の何れかに記載のラミネート用接着剤。
- 更に、熱可塑性エラストマー、粘着付与剤,触媒,燐酸化合物,メラミン樹脂、シランカップリング剤、又は反応性エラストマーを含有する請求項1~5の何れかに記載のラミネート用接着剤。
- 請求項1~6の何れかに記載のラミネート用接着剤を、金属層とポリオレフィン樹脂層間で使用してなる積層体。
- 請求項7に記載の積層体を電解液封止フィルム又は電極部保護フィルムとして用いた二次電池。
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Also Published As
Publication number | Publication date |
---|---|
CN105658753A (zh) | 2016-06-08 |
CN105658753B (zh) | 2017-06-13 |
EP3196266A4 (en) | 2018-05-02 |
TWI553950B (zh) | 2016-10-11 |
US20170088753A1 (en) | 2017-03-30 |
JP5875029B1 (ja) | 2016-03-02 |
KR101925264B1 (ko) | 2018-12-04 |
KR20180010328A (ko) | 2018-01-30 |
KR20160047468A (ko) | 2016-05-02 |
TW201613160A (en) | 2016-04-01 |
JPWO2016042837A1 (ja) | 2017-04-27 |
EP3196266A1 (en) | 2017-07-26 |
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