JP2021188015A - Adhesive composition, adhesive layer and tape - Google Patents
Adhesive composition, adhesive layer and tape Download PDFInfo
- Publication number
- JP2021188015A JP2021188015A JP2020097573A JP2020097573A JP2021188015A JP 2021188015 A JP2021188015 A JP 2021188015A JP 2020097573 A JP2020097573 A JP 2020097573A JP 2020097573 A JP2020097573 A JP 2020097573A JP 2021188015 A JP2021188015 A JP 2021188015A
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- JP
- Japan
- Prior art keywords
- mass
- meth
- monomer
- group
- acrylate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 239000000203 mixture Substances 0.000 title claims abstract description 30
- 239000012790 adhesive layer Substances 0.000 title claims description 4
- 239000000853 adhesive Substances 0.000 title abstract description 35
- 230000001070 adhesive effect Effects 0.000 title abstract description 35
- 239000002390 adhesive tape Substances 0.000 title description 9
- 239000000178 monomer Substances 0.000 claims abstract description 96
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 74
- 239000011347 resin Substances 0.000 claims abstract description 55
- 229920005989 resin Polymers 0.000 claims abstract description 55
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 33
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 29
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 27
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 20
- 239000002253 acid Substances 0.000 claims abstract description 19
- 125000003368 amide group Chemical group 0.000 claims abstract description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 13
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 53
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 14
- 239000012948 isocyanate Substances 0.000 claims description 9
- 150000002513 isocyanates Chemical class 0.000 claims description 9
- 239000010410 layer Substances 0.000 claims description 7
- 239000004593 Epoxy Substances 0.000 claims description 5
- 229920006223 adhesive resin Polymers 0.000 claims description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 69
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 49
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 49
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 49
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 44
- -1 n-octyl group Chemical group 0.000 description 44
- 229910052757 nitrogen Inorganic materials 0.000 description 33
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 28
- 229920006243 acrylic copolymer Polymers 0.000 description 25
- 230000015572 biosynthetic process Effects 0.000 description 23
- 238000003786 synthesis reaction Methods 0.000 description 23
- 238000006243 chemical reaction Methods 0.000 description 22
- 235000007586 terpenes Nutrition 0.000 description 22
- 238000001816 cooling Methods 0.000 description 19
- 150000003505 terpenes Chemical class 0.000 description 19
- 239000007787 solid Substances 0.000 description 14
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 12
- 238000003756 stirring Methods 0.000 description 12
- AVTLBBWTUPQRAY-UHFFFAOYSA-N 2-(2-cyanobutan-2-yldiazenyl)-2-methylbutanenitrile Chemical compound CCC(C)(C#N)N=NC(C)(CC)C#N AVTLBBWTUPQRAY-UHFFFAOYSA-N 0.000 description 11
- 238000010438 heat treatment Methods 0.000 description 11
- 238000010992 reflux Methods 0.000 description 11
- 238000007664 blowing Methods 0.000 description 9
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 8
- 239000010408 film Substances 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 7
- 229920002799 BoPET Polymers 0.000 description 7
- 150000002430 hydrocarbons Chemical group 0.000 description 7
- 239000003208 petroleum Substances 0.000 description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 description 6
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 5
- 239000004743 Polypropylene Substances 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 5
- 239000010409 thin film Substances 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- 239000012298 atmosphere Substances 0.000 description 4
- 238000007600 charging Methods 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 description 4
- 239000005020 polyethylene terephthalate Substances 0.000 description 4
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 4
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 150000001718 carbodiimides Chemical class 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- XMGQYMWWDOXHJM-JTQLQIEISA-N (+)-α-limonene Chemical compound CC(=C)[C@@H]1CCC(C)=CC1 XMGQYMWWDOXHJM-JTQLQIEISA-N 0.000 description 2
- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 2
- UZKWTJUDCOPSNM-UHFFFAOYSA-N 1-ethenoxybutane Chemical compound CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 2
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- UVRCNEIYXSRHNT-UHFFFAOYSA-N 3-ethylpent-2-enamide Chemical compound CCC(CC)=CC(N)=O UVRCNEIYXSRHNT-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 2
- 150000004292 cyclic ethers Chemical class 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- 229920001515 polyalkylene glycol Polymers 0.000 description 2
- 229920001225 polyester resin Polymers 0.000 description 2
- 239000004645 polyester resin Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000003672 processing method Methods 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
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- BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 description 1
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- RESPXSHDJQUNTN-UHFFFAOYSA-N 1-piperidin-1-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCCCC1 RESPXSHDJQUNTN-UHFFFAOYSA-N 0.000 description 1
- RYZCLQLQLZXPGE-UHFFFAOYSA-N 1-prop-2-enoylpiperidin-2-one Chemical compound C=CC(=O)N1CCCCC1=O RYZCLQLQLZXPGE-UHFFFAOYSA-N 0.000 description 1
- XUZOTORSRZQIJN-UHFFFAOYSA-N 1-prop-2-enoylpiperidin-4-one Chemical compound C=CC(=O)N1CCC(=O)CC1 XUZOTORSRZQIJN-UHFFFAOYSA-N 0.000 description 1
- WLPAQAXAZQUXBG-UHFFFAOYSA-N 1-pyrrolidin-1-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCCC1 WLPAQAXAZQUXBG-UHFFFAOYSA-N 0.000 description 1
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- STFXXRRQKFUYEU-UHFFFAOYSA-N 16-methylheptadecyl prop-2-enoate Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)C=C STFXXRRQKFUYEU-UHFFFAOYSA-N 0.000 description 1
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- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 229930006722 beta-pinene Natural products 0.000 description 1
- MPMBRWOOISTHJV-UHFFFAOYSA-N but-1-enylbenzene Chemical compound CCC=CC1=CC=CC=C1 MPMBRWOOISTHJV-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004181 carboxyalkyl group Chemical group 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- FWLDHHJLVGRRHD-UHFFFAOYSA-N decyl prop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C=C FWLDHHJLVGRRHD-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- LCWMKIHBLJLORW-UHFFFAOYSA-N gamma-carene Natural products C1CC(=C)CC2C(C)(C)C21 LCWMKIHBLJLORW-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- SCFQUKBBGYTJNC-UHFFFAOYSA-N heptyl prop-2-enoate Chemical compound CCCCCCCOC(=O)C=C SCFQUKBBGYTJNC-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- QHDRKFYEGYYIIK-UHFFFAOYSA-N isovaleronitrile Chemical compound CC(C)CC#N QHDRKFYEGYYIIK-UHFFFAOYSA-N 0.000 description 1
- 238000005304 joining Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- UUORTJUPDJJXST-UHFFFAOYSA-N n-(2-hydroxyethyl)prop-2-enamide Chemical compound OCCNC(=O)C=C UUORTJUPDJJXST-UHFFFAOYSA-N 0.000 description 1
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000002560 nitrile group Chemical group 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- MDYPDLBFDATSCF-UHFFFAOYSA-N nonyl prop-2-enoate Chemical compound CCCCCCCCCOC(=O)C=C MDYPDLBFDATSCF-UHFFFAOYSA-N 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- HDBWAWNLGGMZRQ-UHFFFAOYSA-N p-Vinylbiphenyl Chemical compound C1=CC(C=C)=CC=C1C1=CC=CC=C1 HDBWAWNLGGMZRQ-UHFFFAOYSA-N 0.000 description 1
- FUGYGGDSWSUORM-UHFFFAOYSA-N para-hydroxystyrene Natural products OC1=CC=C(C=C)C=C1 FUGYGGDSWSUORM-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 239000009719 polyimide resin Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/08—Macromolecular additives
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/062—Copolymers with monomers not covered by C09J133/06
- C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
-
- 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
- C09J133/24—Homopolymers or copolymers of amides or imides
-
- 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
- C09J7/25—Plastics; Metallised plastics based on macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/255—Polyesters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2433/00—Presence of (meth)acrylic polymer
-
- 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
- C09J2467/00—Presence of polyester
- C09J2467/006—Presence of polyester in the substrate
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Adhesive Tapes (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
本発明は、粘着剤組成物、粘着層及びテープに関する。 The present invention relates to pressure-sensitive adhesive compositions, pressure-sensitive adhesive layers and tapes.
粘着テープは、作業性に優れ、接着信頼性の高い接合手段であるため、例えばＯＡ機器や家電製品等の電子機器の製造場面で広く使用されている。特に近年、パソコン、デジタルビデオカメラ、電子手帳、携帯電話、ＰＨＳ、スマートフォン、ゲーム機器、電子書籍等の携帯電子端末といった前記電子機器においては、高機能化と薄型化とが強く求められている。 Since the adhesive tape is a joining means having excellent workability and high adhesive reliability, it is widely used in the manufacturing scene of electronic devices such as OA devices and home appliances. In particular, in recent years, there has been a strong demand for higher functionality and thinner electronic devices such as personal computers, digital video cameras, electronic organizers, mobile phones, PHS, smartphones, game devices, and portable electronic terminals such as electronic books.
こうした粘着テープに用いられる粘着剤としては、例えば、（メタ）アクリル酸エステルモノマー、アミド基含有モノマー及び水酸基含有モノマーの共重合体である（メタ）アクリル共重合体を含む粘着剤組成物（特許文献１参照）、アクリル酸ｎ−ブチル、アクリル酸２−エチルヘキシル及び極性基含有モノマーに由来する単位を含むアクリル系ポリマーを含むアクリル系粘着剤（特許文献２）、炭素原子数１〜１４のアルキル基を有するアルキル（メタ）アクリレートモノマーと、芳香族基を有する（メタ）アクリレートモノマーと、窒素含有ビニルモノマーと、カルボキシル基を有する共重合性ビニルモノマー及び／又はヒドロキシル基を有する共重合性ビニルモノマーとの共重合体を含む粘着剤（特許文献３、４）、炭素原子数１〜１４のアルキル基を有するアルキル（メタ）アクリレートモノマー、炭素原子数４〜１０のアルキル基を有する（メタ）アクリル酸アルキルエステルと、アクリル酸と、水酸基含有モノマーとの共重合体を含む粘着剤などが知られている（特許文献５）。 As the pressure-sensitive adhesive used for such a pressure-sensitive adhesive tape, for example, a pressure-sensitive adhesive composition containing a (meth) acrylic copolymer which is a copolymer of a (meth) acrylic acid ester monomer, an amide group-containing monomer and a hydroxyl group-containing monomer (patented patent). Reference 1), acrylic pressure-sensitive adhesive containing an acrylic polymer containing a unit derived from n-butyl acrylate, 2-ethylhexyl acrylate and a polar group-containing monomer (Patent Document 2), alkyl having 1 to 14 carbon atoms. An alkyl (meth) acrylate monomer having a group, a (meth) acrylate monomer having an aromatic group, a nitrogen-containing vinyl monomer, a copolymerizable vinyl monomer having a carboxyl group and / or a copolymerizable vinyl monomer having a hydroxyl group. Adhesive containing a copolymer with (Patent Documents 3 and 4), an alkyl (meth) acrylate monomer having an alkyl group having 1 to 14 carbon atoms, and a (meth) acrylic having an alkyl group having 4 to 10 carbon atoms. A pressure-sensitive adhesive containing a copolymer of an acid alkyl ester, an acrylic acid, and a hydroxyl group-containing monomer is known (Patent Document 5).
前記携帯電子端末の製造場面では、主要構成部品の薄型化と共に、この部品の固定に使用する粘着テープにも、さらなる薄型化が求められている。また、接着信頼性の観点から、前記の部品の固定に使用する粘着テープは強粘着力化が求められている。粘着テープの粘着力は、粘着剤層が厚いほど高められる傾向があり、特に、薄膜（例えば厚さ１０μｍ以下）の粘着テープで強粘着力を発現することは困難になる傾向がある。さらに、粘着剤の凝集力を高めて強粘着力を発現させる手段としては、極性の高いアクリルモノマーを使用することが一般的であるものの、本発明者らの検討によれば、高極性の（メタ）アクリルモノマーを用いると、低極性被着体に対する粘着力はジッピング(Ｓｌｉｐ−ｓｔｉｃｋ現象)が生じてしまい、安定した粘着力を得ることは困難であった。 In the manufacturing scene of the portable electronic terminal, the main components are required to be made thinner, and the adhesive tape used for fixing the components is also required to be made thinner. Further, from the viewpoint of adhesive reliability, the adhesive tape used for fixing the above-mentioned parts is required to have strong adhesive strength. The adhesive strength of the adhesive tape tends to be increased as the adhesive layer is thicker, and it tends to be difficult to develop strong adhesive strength with a thin film (for example, a thickness of 10 μm or less) adhesive tape. Further, although it is common to use a highly polar acrylic monomer as a means for increasing the cohesive force of the pressure-sensitive adhesive to develop a strong adhesive force, according to the studies by the present inventors, it is highly polar ( When a (meth) acrylic monomer is used, the adhesive force to the low-polarity adherend causes zipping (Slip-stick phenomenon), and it is difficult to obtain a stable adhesive force.
本発明は、前記事情に鑑みてなされたものであり、薄膜でありながら、被着体の極性を問わず安定した強粘着力を発現させることが可能な粘着剤組成物を提供することを目的とする。 The present invention has been made in view of the above circumstances, and an object of the present invention is to provide a pressure-sensitive adhesive composition capable of exhibiting a stable strong adhesive force regardless of the polarity of an adherend, even though it is a thin film. And.
本発明の粘着剤組成物は、アクリル重合体（Ａ）、架橋剤（Ｂ）及び粘着付与樹脂（Ｃ）を含み、前記アクリル重合体（Ａ）が、（メタ）アクリレートモノマー（ａ１）に由来する単位と、酸基を有するモノマー（ａ２）及びアミド基を有するモノマー（ａ３）からなる群より選ばれる少なくとも１種に由来する単位とを含むものであり、前記（メタ）アクリレートモノマーが、炭素原子数６以上のアルキル基を有するアクリル酸アルキルエステル（ａ１−１）を含むものであり、前記酸基を有するモノマー（ａ２）及びアミド基を有するモノマー（ａ３）に由来する単位の合計の含有率が、５質量％以下であり、前記（メタ）アクリル重合体（Ａ）の重量平均分子量が、５００，０００以上であり、前記粘着付与樹脂（Ｃ）の含有率が、粘着剤組成物の不揮発分中１０質量％以上４０質量％以下であることを特徴とする。 The pressure-sensitive adhesive composition of the present invention contains an acrylic polymer (A), a cross-linking agent (B) and a tackifier resin (C), and the acrylic polymer (A) is derived from the (meth) acrylate monomer (a1). The unit is derived from at least one selected from the group consisting of a monomer having an acid group (a2) and a monomer having an amide group (a3), and the (meth) acrylate monomer is carbon. It contains an acrylic acid alkyl ester (a1-1) having an alkyl group having 6 or more atoms, and contains the total number of units derived from the monomer (a2) having an acid group and the monomer (a3) having an amide group. The ratio is 5% by mass or less, the weight average molecular weight of the (meth) acrylic polymer (A) is 500,000 or more, and the content of the tackifier resin (C) is the pressure-sensitive adhesive composition. It is characterized in that it is 10% by mass or more and 40% by mass or less in the non-volatile content.
本発明の粘着剤組成物を用いることで、薄膜でありながら、被着体の極性を問わず、安定した強粘着力を発現させることができる。 By using the pressure-sensitive adhesive composition of the present invention, it is possible to develop a stable strong adhesive force regardless of the polarity of the adherend, even though it is a thin film.
本発明の粘着剤組成物は、アクリル重合体（Ａ）、架橋剤（Ｂ）及び粘着付与樹脂（Ｃ）を含む。 The pressure-sensitive adhesive composition of the present invention contains an acrylic polymer (A), a cross-linking agent (B), and a pressure-sensitive adhesive resin (C).
前記アクリル重合体（Ａ）は、（メタ）アクリレートモノマー（ａ１）に由来する単位と、酸基を有するモノマー（ａ２）及びアミド基を有するモノマー（ａ３）からなる群より選ばれる少なくとも１種に由来する単位とを含む。 The acrylic polymer (A) is at least one selected from the group consisting of a unit derived from the (meth) acrylate monomer (a1), a monomer having an acid group (a2) and a monomer having an amide group (a3). Includes the unit from which it is derived.
前記（メタ）アクリレートモノマー（ａ１）としては（メタ）アクリル酸アルキルエステル、環状エーテル含有（メタ）アクリレートモノマー、脂環構造含有（メタ）アクリレートモノマー、芳香環含有（メタ）アクリレートモノマー、アルキレンオキサイド構造含有（メタ）アクリレートモノマーなどが挙げられる。 The (meth) acrylate monomer (a1) includes a (meth) acrylic acid alkyl ester, a cyclic ether-containing (meth) acrylate monomer, an alicyclic structure-containing (meth) acrylate monomer, an aromatic ring-containing (meth) acrylate monomer, and an alkylene oxide structure. Examples include the contained (meth) acrylate monomer.
前記（メタ）アクリル酸アルキルエステルにおけるアルキル基としては、メチル基、エチル基、ｎ−プロピル基、ｎ−ブチル基、ｎ−ペンチル基、ｎ−ヘキシル基、ｎ−ヘプチル基、ｎ−オクチル基、ｎ−ノニル、ｎ−デシル基、ラウリル基、ステアリル基等の直鎖状アルキル基；イソプロピル基、イソブチル基、ｔ−ブチル基、イソペンチル基、ネオペンチル基、イソヘキシル基、イソヘプチル基、イソオクチル基、２−エチルヘキシル基、イソノニル基、イソデシル基、イソステアリル基等の分岐鎖状アルキル基などが挙げられる。前記アルキル基の炭素原子数は、好ましくは１以上であり、好ましくは２０以下、より好ましくは１５以下、さらに好ましくは１２以下である。 Examples of the alkyl group in the (meth) acrylic acid alkyl ester include a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an n-heptyl group and an n-octyl group. Linear alkyl groups such as n-nonyl, n-decyl group, lauryl group, stearyl group; isopropyl group, isobutyl group, t-butyl group, isopentyl group, neopentyl group, isohexyl group, isoheptyl group, isooctyl group, 2- Examples thereof include branched chain alkyl groups such as ethylhexyl group, isononyl group, isodecyl group and isostearyl group. The number of carbon atoms of the alkyl group is preferably 1 or more, preferably 20 or less, more preferably 15 or less, still more preferably 12 or less.
前記（メタ）アクリル酸アルキルエステルとしては、例えば、メチル（メタ）アクリレート、エチル（メタ）アクリレート、プロピル（メタ）アクリレート、ｎ−ブチル（メタ）アクリレート、イソブチル（メタ）アクリレート、ｔ−ブチル（メタ）アクリレート、ペンチル（メタ）アクリレート、ヘキシル（メタ）アクリレート、ヘプチル（メタ）アクリレート、ｎ−オクチル（メタ）アクリレート、イソオクチル（メタ）アクリレート、２−エチルヘキシル（メタ）アクリレート、ノニル（メタ）アクリレート、イソノニル（メタ）アクリレート、ｎ−デシル（メタ）アクリレート、イソデシル（メタ）アクリレート、ラウリル（メタ）アクリレート、ステアリル（メタ）アクリレート、イソステアリル（メタ）アクリレート等が挙げられる。 Examples of the (meth) acrylic acid alkyl ester include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, and t-butyl (meth) acrylate. ) Acrylate, pentyl (meth) acrylate, hexyl (meth) acrylate, heptyl (meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, nonyl (meth) acrylate, isononyl Examples thereof include (meth) acrylate, n-decyl (meth) acrylate, isodecyl (meth) acrylate, lauryl (meth) acrylate, stearyl (meth) acrylate, and isostearyl (meth) acrylate.
また、前記（メタ）アクリレートモノマー（ａ１）としては、グリシジル（メタ）アクリレート、テトラヒドロフルフリル（メタ）アクリレート等の環状エーテル含有（メタ）アクリレートモノマー；シクロへキシル（メタ）アクリレート、イソボロニル（メタ）アクリレート等の脂環構造含有（メタ）アクリレートモノマー；フェノキシエチル（メタ）アクリレート、ベンジル（メタ）アクリレートなどの芳香環含有（メタ）アクリレートモノマー；２−メトキシエチル（メタ）アクリレート、メトキシブチル（メタ）アクリレート、メトキシポリエチレングリコール（メタ）アクリレート）などのアルキレンオキサイド構造含有（メタ）アクリレートモノマーなどが挙げられる。 The (meth) acrylate monomer (a1) includes cyclic ether-containing (meth) acrylate monomers such as glycidyl (meth) acrylate and tetrahydrofurfuryl (meth) acrylate; cyclohexyl (meth) acrylate and isoboronyl (meth). Acrylate-containing (meth) acrylate monomer such as acrylate; Aromatic ring-containing (meth) acrylate monomer such as phenoxyethyl (meth) acrylate and benzyl (meth) acrylate; 2-methoxyethyl (meth) acrylate, methoxybutyl (meth) Examples thereof include an alkylene oxide structure-containing (meth) acrylate monomer (acrylate, methoxypolyethylene glycol (meth) acrylate) and the like.
前記（メタ）アクリレートモノマー（ａ１）は、炭素原子数が６以上のアルキル基を有するアクリル酸アルキルエステル（ａ１−１）を含む。前記アクリル酸アルキルエステル（ａ１−１）を含むことで、得られる粘着剤層の柔軟性を高めることができる。 The (meth) acrylate monomer (a1) contains an acrylic acid alkyl ester (a1-1) having an alkyl group having 6 or more carbon atoms. By including the acrylic acid alkyl ester (a1-1), the flexibility of the obtained pressure-sensitive adhesive layer can be enhanced.
前記アクリル酸アルキルエステル（ａ１−１）としては、ヘキシルアクリレート、ヘプチルアクリレート、ｎ−オクチルアクリレート、イソオクチルアクリレート、２−エチルヘキシルアクリレート、ノニルアクリレート、イソノニルアクリレート、ｎ−デシルアクリレート、イソデシルアクリレート、ラウリルアクリレート、ステアリルアクリレート、イソステアリルアクリレート等が挙げられる。 Examples of the acrylic acid alkyl ester (a1-1) include hexyl acrylate, heptyl acrylate, n-octyl acrylate, isooctyl acrylate, 2-ethylhexyl acrylate, nonyl acrylate, isononyl acrylate, n-decyl acrylate, isodecyl acrylate, and lauryl. Examples thereof include acrylate, stearyl acrylate, and isostearyl acrylate.
前記アクリル酸アルキルエステル（ａ１−１）におけるアルキル基の炭素原子数は、好ましくは７以上、より好ましくは８以上であり、例えば２０以下、好ましくは１８以下、より好ましくは１５以下、さらに好ましくは１２以下である。 The number of carbon atoms of the alkyl group in the acrylic acid alkyl ester (a1-1) is preferably 7 or more, more preferably 8 or more, for example, 20 or less, preferably 18 or less, more preferably 15 or less, still more preferably. It is 12 or less.
前記アクリル酸アルキルエステル（ａ１−１）におけるアルキル基は、直鎖状であっても分岐鎖状であってもよく、分岐鎖状であることが好ましい。 The alkyl group in the acrylic acid alkyl ester (a1-1) may be linear or branched, and is preferably branched.
前記アクリル酸アルキルエステル（ａ１−１）に由来する単位の含有率は、前記アクリル重合体（Ａ）中、好ましくは５０質量％以上、より好ましくは６０質量％以上、さらに好ましくは６５質量％以上であり、例えば９９．９質量％以下、好ましくは９９質量％以下である。 The content of the unit derived from the acrylic acid alkyl ester (a1-1) is preferably 50% by mass or more, more preferably 60% by mass or more, still more preferably 65% by mass or more in the acrylic polymer (A). For example, it is 99.9% by mass or less, preferably 99% by mass or less.
前記アクリル酸アルキルエステル（ａ１−１）の含有率は、前記（メタ）アクリレートモノマー（ａ１）中、好ましくは５０質量％以上、より好ましくは６０質量％以上、さらに好ましくは６５質量％以上であり、上限は１００質量％である。 The content of the acrylic acid alkyl ester (a1-1) is preferably 50% by mass or more, more preferably 60% by mass or more, still more preferably 65% by mass or more in the (meth) acrylate monomer (a1). The upper limit is 100% by mass.
前記（メタ）アクリレートモノマー（ａ１）は、炭素原子数が５以下のアルキル基を有する（メタ）アクリル酸アルキルエステル（ａ１−２）を含んでいてもよい。前記（メタ）アクリル酸アルキルエステル（ａ１−２）としては、メチル（メタ）アクリレート、エチル（メタ）アクリレート、プロピル（メタ）アクリレート、ｎ−ブチル（メタ）アクリレート、イソブチル（メタ）アクリレート、ｔ−ブチル（メタ）アクリレート、ペンチル（メタ）アクリレート等が挙げられる。 The (meth) acrylate monomer (a1) may contain a (meth) acrylic acid alkyl ester (a1-2) having an alkyl group having 5 or less carbon atoms. Examples of the (meth) acrylic acid alkyl ester (a1-2) include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, and t-. Examples thereof include butyl (meth) acrylate and pentyl (meth) acrylate.
前記（メタ）アクリル酸アルキルエステル（ａ１−２）におけるアルキル基の炭素原子数は、１以上であり、好ましくは２以上、より好ましくは３以上である。 The number of carbon atoms of the alkyl group in the (meth) acrylic acid alkyl ester (a1-2) is 1 or more, preferably 2 or more, and more preferably 3 or more.
前記（メタ）アクリル酸アルキルエステル（ａ１−２）におけるアルキル基は、直鎖状であっても分岐鎖状であってもよい。 The alkyl group in the (meth) acrylic acid alkyl ester (a1-2) may be linear or branched.
前記（メタ）アクリル酸アルキルエステル（ａ１−２）に由来する単位の含有率は、前記アクリル酸アルキルエステル（ａ１−１）１００質量部に対して、好ましくは７０質量部以下、より好ましくは６０質量部以下、さらに好ましくは５０質量部以下であり、下限は０質量部である。 The content of the unit derived from the (meth) acrylic acid alkyl ester (a1-2) is preferably 70 parts by mass or less, more preferably 60 parts by mass, based on 100 parts by mass of the acrylic acid alkyl ester (a1-1). It is not less than parts by mass, more preferably 50 parts by mass or less, and the lower limit is 0 parts by mass.
前記アクリル重合体（Ａ）中、前記（メタ）アクリレートモノマー（ａ１）に由来する単位の含有率は、好ましくは５０質量％以上、より好ましくは７０質量％以上であり、好ましくは９９．９質量％以下、より好ましくは９９質量％以下である。 The content of the unit derived from the (meth) acrylate monomer (a1) in the acrylic polymer (A) is preferably 50% by mass or more, more preferably 70% by mass or more, and preferably 99.9% by mass. % Or less, more preferably 99% by mass or less.
前記酸基を有するモノマー（ａ２）としては、酸基と重合性二重結合とを有するモノマーが挙げられ、好ましくはカルボキシル基を有するモノマー、スルホ基を有するモノマーが挙げられ、カルボキシル基を有するモノマーが好ましい。 Examples of the monomer (a2) having an acid group include a monomer having an acid group and a polymerizable double bond, preferably a monomer having a carboxyl group and a monomer having a sulfo group, and a monomer having a carboxyl group. Is preferable.
前記カルボキシル基を有するモノマーとしては、１種又は２種以上を用いることができ、例えば、（メタ）アクリル酸；カルボキシエチル（メタ）アクリレート、カルボキシペンチル（メタ）アクリレート、β−カルボキシエチル（メタ）アクリレート等のカルボキシアルキル（メタ）アクリレート；イタコン酸、無水イタコン酸、マレイン酸、無水マレイン酸、フマル酸、クロトン酸等の不飽和カルボン酸などが挙げられる。 As the monomer having a carboxyl group, one kind or two or more kinds can be used, for example, (meth) acrylic acid; carboxyethyl (meth) acrylate, carboxypentyl (meth) acrylate, β-carboxyethyl (meth). Carboxylalkyl (meth) acrylates such as acrylates; examples include unsaturated carboxylic acids such as itaconic acid, itaconic anhydride, maleic acid, maleic anhydride, fumaric acid, and crotonic acid.
前記酸基を有するモノマー（ａ２）中、カルボキシル基を有するモノマーの含有率は、好ましくは８０質量％以上、より好ましくは９０質量％以上、さらに好ましくは９５質量％以上であり、上限は１００質量％である。 The content of the monomer having a carboxyl group in the acid group-containing monomer (a2) is preferably 80% by mass or more, more preferably 90% by mass or more, still more preferably 95% by mass or more, and the upper limit is 100% by mass. %.
前記アミド基を有するモノマー（ａ３）としては、分子中に、窒素原子と重合性二重結合とを有する単量体であり、分子中に、アミド結合と重合性二重結合とを有する単量体であることが好ましく、例えば、ビニル基を有するラクタム化合物；（メタ）アクリルアミド単量体；窒素原子を含む官能基（例えば、アミノ基、１置換アミノ基、２置換アミノ基、ニトリル基等）を有する（メタ）アクリレート化合物等が挙げられる。 The monomer (a3) having an amide group is a monomer having a nitrogen atom and a polymerizable double bond in the molecule, and is a single amount having an amide bond and a polymerizable double bond in the molecule. It is preferably a body, for example, a lactam compound having a vinyl group; a (meth) acrylamide monomer; a functional group containing a nitrogen atom (for example, an amino group, a 1-substituted amino group, a 2-substituted amino group, a nitrile group, etc.). (Meta) acrylate compound having the above, and the like can be mentioned.
前記ビニル基を有するラクタム化合物としては、Ｎ−ビニルピロリドン、Ｎ−ビニルカプロラクタム等が挙げられる。 Examples of the lactam compound having a vinyl group include N-vinylpyrrolidone and N-vinylcaprolactam.
前記（メタ）アクリルアミド単量体は、（メタ）アクリルアミドの窒素原子に、水素原子又は炭化水素基（好ましくは脂肪族炭化水素基。ただし、該炭化水素に含まれる−ＣＨ2−は、−ＣＯ−に置き換わっていてもよく、該炭化水素基に含まれる水素原子は、水酸基に置換されていてもよい。）が結合した化合物などが挙げられる。また、（メタ）アクリルアミドの窒素原子に、２以上の基（前記炭化水素基）が置換する場合、それらの基は互いに結合して窒素原子を含む環を形成していてもよい。 The (meth) acrylamide monomer is a hydrogen atom or a hydrocarbon group (preferably an aliphatic hydrocarbon group) in addition to the nitrogen atom of (meth) acrylamide. However, -CH2- contained in the hydrocarbon is -CO-. The hydrogen atom contained in the hydrocarbon group may be replaced with a hydroxyl group), and examples thereof include compounds to which the hydrogen atom is bonded. When the nitrogen atom of (meth) acrylamide is substituted with two or more groups (the hydrocarbon group), the groups may be bonded to each other to form a ring containing a nitrogen atom.
前記アミド結合に含まれる窒素原子に置換する炭化水素基（好ましくは脂肪族炭化水素基）の炭素原子数は、好ましくは１以上であり、好ましくは１０以下、より好ましくは６以下である。 The number of carbon atoms of the hydrocarbon group (preferably an aliphatic hydrocarbon group) to be substituted with the nitrogen atom contained in the amide bond is preferably 1 or more, preferably 10 or less, and more preferably 6 or less.
前記（メタ）アクリルアミド単量体としては、１種又は２種以上を用いることができる。前記（メタ）アクリルアミド単量体は、（メタ）アクリルアミド、Ｎ−１置換（メタ）アクリルアミド化合物、Ｎ，Ｎ−２置換（メタ）アクリルアミド化合物のいずれであってもよい。 As the (meth) acrylamide monomer, one kind or two or more kinds can be used. The (meth) acrylamide monomer may be any of (meth) acrylamide, an N-1 substituted (meth) acrylamide compound, and an N, N-2 substituted (meth) acrylamide compound.
前記（メタ）アクリルアミド化合物としては、１種又は２種以上を用いることができ、例えば、（メタ）アクリルアミド；Ｎ−イソプロピル（メタ）アクリルアミド、Ｎ−（１，１−ジメチル−３−オキソブチル）アクリルアミド、Ｎ−メチロール（メタ）アクリルアミド、Ｎ−メトキシメチル（メタ）アクリルアミド、Ｎ−ブトキシメチル（メタ）アクリルアミド、Ｎ−（２−ヒドロキシメチル）アクリルアミド、Ｎ−（２−ヒドロキシエチル）アクリルアミド等のＮ−１置換（メタ）アクリルアミド化合物；Ｎ−（メタ）アクリロイルモルホリン、Ｎ−（メタ）アクリロイルピペリドン、Ｎ−（メタ）アクリロイルピペリジン、N-（メタ）アクリロイルピロリジン、Ｎ−（メタ）アクリロイル−４−ピペリドン、Ｎ，Ｎ−ジメチル（メタ）アクリルアミド、Ｎ，Ｎ−ジエチル（メタ）アクリルアミド、Ｎ，Ｎ−ジイソプロピル（メタ）アクリルアミド、Ｎ，Ｎ−メチレンビス（メタ）アクリルアミド、Ｎ，Ｎ−ジメチルアミノプロピル（メタ）アクリルアミド等のＮ−２置換（メタ）アクリルアミド化合物などが挙げられる。 As the (meth) acrylamide compound, one kind or two or more kinds can be used, for example, (meth) acrylamide; N-isopropyl (meth) acrylamide, N- (1,1-dimethyl-3-oxobutyl) acrylamide. , N-methylol (meth) acrylamide, N-methoxymethyl (meth) acrylamide, N-butoxymethyl (meth) acrylamide, N- (2-hydroxymethyl) acrylamide, N- (2-hydroxyethyl) acrylamide and the like. 1-substituted (meth) acrylamide compound; N- (meth) acryloylmorpholin, N- (meth) acryloylpiperidone, N- (meth) acryloylpiperidin, N- (meth) acryloylpyrrolidine, N- (meth) acryloyl-4- Piperidone, N, N-dimethyl (meth) acrylamide, N, N-diethyl (meth) acrylamide, N, N-diisopropyl (meth) acrylamide, N, N-methylenebis (meth) acrylamide, N, N-dimethylaminopropyl ( Examples thereof include N-2 substituted (meth) acrylamide compounds such as meta) acrylamide.
前記アミド基を有する単量体（ａ３）としては、（メタ）アクリルアミド単量体が好ましい。 As the monomer (a3) having an amide group, a (meth) acrylamide monomer is preferable.
前記アミド基を有する単量体（ａ３）中、（メタ）アクリルアミド単量体の含有率は、好ましくは８０質量％以上、より好ましくは９０質量％以上、さらに好ましくは９５質量％以上であり、上限は１００質量％である。 The content of the (meth) acrylamide monomer in the amide group-containing monomer (a3) is preferably 80% by mass or more, more preferably 90% by mass or more, still more preferably 95% by mass or more. The upper limit is 100% by mass.
前記アクリル重合体（Ａ）中、前記酸基を有するモノマー及びアミド基を有するモノマー（ａ３）に由来する単位の合計の含有率は、好ましくは１５質量％以下、より好ましくは１０質量％以下、さらに好ましくは５質量％以下、特に好ましくは３質量％以下であり、好ましくは０．１質量％以上、より好ましくは０．５質量％以上である。前記酸基を有するモノマー（ａ２）及びアミド基を有するモノマー（ａ３）に由来する単位の合計の含有率が前記範囲にあることで、得られる粘着剤層に極性を付与しつつ、凝集力を適度に付与することが容易となる。 In the acrylic polymer (A), the total content of the units derived from the monomer having an acid group and the monomer having an amide group (a3) is preferably 15% by mass or less, more preferably 10% by mass or less. It is more preferably 5% by mass or less, particularly preferably 3% by mass or less, preferably 0.1% by mass or more, and more preferably 0.5% by mass or more. When the total content of the units derived from the monomer (a2) having an acid group and the monomer (a3) having an amide group is in the above range, the obtained pressure-sensitive adhesive layer is imparted with polarity and cohesive force is exerted. It becomes easy to give it moderately.
前記アクリル重合体（Ａ）中、（メタ）アクリレートモノマー（ａ１）に由来する単位、酸基を有するモノマー（ａ２）に由来する単位、及びアミド基を有するモノマー（ａ３）に由来する単位の合計の含有率は、好ましくは７０質量％以上、より好ましくは８０質量％以上、さらに好ましくは９０質量％以上であり、例えば９９．９９質量％以下であることが好ましい。 In the acrylic polymer (A), the total of the units derived from the (meth) acrylate monomer (a1), the units derived from the monomer (a2) having an acid group, and the units derived from the monomer (a3) having an amide group. The content of the above is preferably 70% by mass or more, more preferably 80% by mass or more, still more preferably 90% by mass or more, and preferably 99.99% by mass or less, for example.
前記アクリル重合体（Ａ）は、水酸基を有するモノマー（ａ４）に由来する単位を含んでいてもよい。前記水酸基を有するモノマー（ａ４）は、水酸基と重合性二重結合とを有するモノマーが挙げられる。前記水酸基を有する（メタ）アクリル単量体としては、ヒドロキシアルキル（メタ）アクリレート；ヒドロキシアルキル（メタ）アクリルアミド；ポリアルキレングリコール（メタ）アクリレート等が挙げられ、ヒドロキシアルキル（メタ）アクリレートが好ましい。 The acrylic polymer (A) may contain a unit derived from the monomer (a4) having a hydroxyl group. Examples of the monomer having a hydroxyl group (a4) include a monomer having a hydroxyl group and a polymerizable double bond. Examples of the (meth) acrylic monomer having a hydroxyl group include hydroxyalkyl (meth) acrylate; hydroxyalkyl (meth) acrylamide; polyalkylene glycol (meth) acrylate, and hydroxyalkyl (meth) acrylate is preferable.
前記水酸基を有するモノマー（ａ４）としては、具体的には、２−ヒドロキシエチル（メタ）アクリレート、２−ヒドロキシプロピル（メタ）アクリレート、２−ヒドロキシブチル（メタ）アクリレート、４−ヒドロキブチル（メタ）アクリレート、６−ヒドロキシヘキシル（メタ）アクリレート、８−ヒドロキシオクチル（メタ）アクリレート等のアルキル基（アルキレン基）の炭素原子数が２〜１０のヒドロキシアルキル（メタ）アクリレート；２−ヒドロキシエチル（メタ）アクリルアミド、４−ヒドロキシエチル（メタ）アクリルアミド、６−ヒドロキシヘキシル（メタ）アクリルアミド、８−ヒドロキシオクチル（メタ）アクリルアミド等のアルキル基（アルキレン基）の炭素原子数が２〜８のヒドロキシアルキル（メタ）アクリルアミド；ポリエチレングリコール（メタ）アクリレート等のポリアルキレングリコール（メタ）アクリレートなどが挙げられる。 Specific examples of the monomer (a4) having a hydroxyl group include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, and 4-hydrokibutyl (meth). Hydroxyalkyl (meth) acrylates with 2 to 10 carbon atoms in alkyl groups (alkylene groups) such as acrylates, 6-hydroxyhexyl (meth) acrylates, and 8-hydroxyoctyl (meth) acrylates; 2-hydroxyethyl (meth). Hydroxyalkyl (meth) having 2 to 8 carbon atoms in an alkyl group (alkylene group) such as acrylamide, 4-hydroxyethyl (meth) acrylamide, 6-hydroxyhexyl (meth) acrylamide, and 8-hydroxyoctyl (meth) acrylamide. Acrylamide; Polyalkylene glycol (meth) acrylates such as polyethylene glycol (meth) acrylates and the like can be mentioned.
前記水酸基を有するモノマー（ａ４）に由来する単位の含有率は、前記アクリル単量体（Ａ）中、好ましくは０．０１質量％以上、より好ましくは０．０３質量％以上、さらに好ましくは０．０５質量％以上であり、好ましくは１０質量％以下、より好ましくは５質量％以下、さらに好ましくは３質量％以下である。 The content of the unit derived from the monomer (a4) having a hydroxyl group is preferably 0.01% by mass or more, more preferably 0.03% by mass or more, still more preferably 0 in the acrylic monomer (A). It is 0.05% by mass or more, preferably 10% by mass or less, more preferably 5% by mass or less, and further preferably 3% by mass or less.
前記酸基を有するモノマー（ａ２）、アミド基を有するモノマー（ａ３）及び水酸基を有するモノマー（ａ４）に由来する単位の合計は、前記アクリル重合体（Ａ）中、好ましくは１５質量％以下、より好ましくは１０質量％以下、さらに好ましくは５質量％以下、特に好ましくは３質量％以下であり、好ましくは０．１質量％以上、より好ましくは０．５質量％以上である。 The total of the units derived from the monomer having an acid group (a2), the monomer having an amide group (a3) and the monomer having a hydroxyl group (a4) is preferably 15% by mass or less in the acrylic polymer (A). It is more preferably 10% by mass or less, further preferably 5% by mass or less, particularly preferably 3% by mass or less, preferably 0.1% by mass or more, and more preferably 0.5% by mass or more.
前記アクリル重合体（Ａ）は、前記（メタ）アクリレートモノマー（ａ１）、前記酸基を有するモノマー（ａ２）、前記アミド基を有するモノマー（ａ３）及び前記水酸基を有するモノマー（ａ４）以外に、その他のモノマー（ａ５）を含んでいてもよい。 The acrylic polymer (A) may contain the (meth) acrylate monomer (a1), the acid group-bearing monomer (a2), the amide group-bearing monomer (a3), and the hydroxyl group-bearing monomer (a4). Other monomers (a5) may be contained.
前記その他のモノマー（ａ５）としては、１種又は２種以上を用いることができ、例えば、酢酸ビニル、プロピオン酸ビニル、ビニルブチラート、バーサチック酸ビニル等のビニルエステル単量体；メチルビニルエーテル、エチルビニルエーテル、プロピルビニルエーテル、ブチルビニルエーテル、ペンチルビニルエーテル、ヘキシルビニルエーテル等のビニルエーテル単量体；スチレン、ｏ−メチルスチレン、ｍ−メチルスチレン、ｐ−メチルスチレン、エチルビニルベンゼン、α−メチルスチレン、ｐ−メトキシスチレン、ｐ−ｔｅｒｔ−ブチルスチレン、ｐ−フェニルスチレン、ｏ−クロロスチレン、ｍ−クロロスチレン、ｐ−クロロスチレン、パラヒドロキシスチレン等の芳香族ビニル単量体；イソプレン、クロロプレン、ブタジエン等の共役ジエン化合物；エチレン；テトラフルオロエチレン、フッ化ビニリデン等のフッ素含有モノマーなどが挙げられる。 As the other monomer (a5), one kind or two or more kinds can be used, for example, vinyl ester monomers such as vinyl acetate, vinyl propionate, vinyl butyrate, vinyl versatic acid; methyl vinyl ether, ethyl. Vinyl ether monomers such as vinyl ether, propyl vinyl ether, butyl vinyl ether, pentyl vinyl ether, hexyl vinyl ether; styrene, o-methylstyrene, m-methylstyrene, p-methylstyrene, ethylvinylbenzene, α-methylstyrene, p-methoxystyrene , P-tert-butylstyrene, p-phenylstyrene, o-chlorostyrene, m-chlorostyrene, p-chlorostyrene, parahydroxystyrene and other aromatic vinyl monomers; conjugated diene compounds such as isoprene, chloroprene and butadiene. ; Ethylene; Fluorene-containing monomers such as tetrafluoroethylene and vinylidene fluoride can be mentioned.
前記その他の単量体（ａ５）に由来する単位の含有率は、前記アクリル重合体（Ａ）中、例えば１０質量％以下、好ましくは５質量％以下、より好ましくは３質量％以下であり、下限は０質量％である。 The content of the unit derived from the other monomer (a5) is, for example, 10% by mass or less, preferably 5% by mass or less, and more preferably 3% by mass or less in the acrylic polymer (A). The lower limit is 0% by mass.
前記アクリル重合体（Ａ）の重量平均分子量は、５０万以上、より好ましくは５５万以上、より好ましくは６５万以上、より好ましくは７０万以上であり、好ましくは２００万以下、より好ましくは１８０万以下、さらに好ましくは１５０万以下である。前記アクリル重合体（Ａ）の重量平均分子量を高めることで、ポリマー鎖同士の絡み合いが生じやすくなり、得られる粘着剤層の破断を抑制しつつ伸張性を高めることが可能になると考えられる。 The weight average molecular weight of the acrylic polymer (A) is 500,000 or more, more preferably 550,000 or more, more preferably 650,000 or more, more preferably 700,000 or more, preferably 2 million or less, more preferably 180. It is 10,000 or less, more preferably 1.5 million or less. It is considered that by increasing the weight average molecular weight of the acrylic polymer (A), the polymer chains are likely to be entangled with each other, and the extensibility can be enhanced while suppressing the breakage of the obtained pressure-sensitive adhesive layer.
本明細書において、前記アクリル重合体（Ａ）の数平均分子量、重量平均分子量は、ポリスチレンを標準試料としゲル・パーミエーション・クロマトグラフィ法（ＧＰＣ）を用いて測定された換算値を表すものとする。 In the present specification, the number average molecular weight and the weight average molecular weight of the acrylic polymer (A) represent converted values measured by gel permeation chromatography (GPC) using polystyrene as a standard sample. ..
本発明の粘着剤組成物において、前記アクリル重合体（Ａ）の含有率は、不揮発分中、好ましくは１５質量％以上、より好ましくは２０質量％以上、さらに好ましくは２５質量％以上であり、好ましくは１００質量％以下である。 In the pressure-sensitive adhesive composition of the present invention, the content of the acrylic polymer (A) is preferably 15% by mass or more, more preferably 20% by mass or more, still more preferably 25% by mass or more in the non-volatile content. It is preferably 100% by mass or less.
本明細書において、粘着剤組成物の不揮発分とは、粘着剤組成物必要に応じて含まれる溶剤成分を除いた部分を表すものとする。 In the present specification, the non-volatile component of the pressure-sensitive adhesive composition means a portion of the pressure-sensitive adhesive composition excluding the solvent component contained as necessary.
前記アクリル重合体（Ａ）は、前記（メタ）アクリレートモノマー（ａ１）、酸基を有するモノマー（ａ２）、アミド基を有するモノマー（ａ３）、必要に応じて用いる水酸基を有するモノマー（ａ４）及びその他の単量体（ａ５）を、重合開始剤の存在下、共重合させることにより製造することができる。 The acrylic polymer (A) includes the (meth) acrylate monomer (a1), a monomer having an acid group (a2), a monomer having an amide group (a3), a monomer having a hydroxyl group to be used as necessary, and a monomer (a4). The other monomer (a5) can be produced by copolymerizing in the presence of a polymerization initiator.
前記重合開始剤としては、例えば、熱重合開始剤の１種又は２種以上を用いることができ、過酸化ベンゾイルや過酸化ラウロイル等の過酸化物開始剤；アソビスメチルブチロニトリル、アゾビスイソブチルニトリル等のアゾ開始剤などが挙げられる。 As the polymerization initiator, for example, one kind or two or more kinds of thermal polymerization initiators can be used, and peroxide initiators such as benzoyl peroxide and lauroyl peroxide; asobismethylbutyronitrile and azobis. Examples thereof include an azo initiator such as isobutylnitrile.
本発明の粘着剤組成物は、架橋剤（Ｂ）を含む。架橋剤としては、１種又は２種以上を用いることができ、例えば、イソシアネート架橋剤、エポキシ架橋剤、アジリジン架橋剤、多価金属塩架橋剤、金属キレート架橋剤、ケト・ヒドラジド架橋剤、オキサゾリン架橋剤、カルボジイミド架橋剤、シラン架橋剤等が挙げられる。 The pressure-sensitive adhesive composition of the present invention contains a cross-linking agent (B). As the cross-linking agent, one kind or two or more kinds can be used. Examples thereof include a cross-linking agent, a carbodiimide cross-linking agent, and a silane cross-linking agent.
中でも、イソシアネート架橋剤、エポキシ架橋剤、オキサゾリン架橋剤、カルボジイミド架橋剤が好ましく、イソシアネート架橋剤、エポキシ架橋剤、カルボジイミド架橋剤がより好ましく、イソシアネート架橋剤、エポキシ架橋剤がさらに好ましく、イソシアネート架橋剤が特に好ましい。 Among them, isocyanate cross-linking agent, epoxy cross-linking agent, oxazoline cross-linking agent, and carbodiimide cross-linking agent are preferable, isocyanate cross-linking agent, epoxy cross-linking agent, and carbodiimide cross-linking agent are more preferable, isocyanate cross-linking agent and epoxy cross-linking agent are more preferable, and isocyanate cross-linking agent is more preferable. Especially preferable.
前記イソシアネート架橋剤の含有率は、前記架橋剤（Ｂ）中、好ましくは３０質量％以上、より好ましくは５０質量％以上、さらに好ましくは８０質量％以上、よりいっそう好ましくは９０質量％以上であり、好ましくは１００質量％以下である。 The content of the isocyanate cross-linking agent is preferably 30% by mass or more, more preferably 50% by mass or more, still more preferably 80% by mass or more, still more preferably 90% by mass or more in the cross-linking agent (B). It is preferably 100% by mass or less.
前記架橋剤（Ｂ）の含有量は、前記アクリル重合体（Ａ）１００質量部に対して、固形分比で好ましくは０．０１質量部以上、より好ましくは０．０１５質量部以上、さらに好ましくは０．０２質量部以上であり、好ましくは５質量部以下、より好ましくは４質量部以下、さらに好ましくは３質量部以下である。 The content of the cross-linking agent (B) is preferably 0.01 parts by mass or more, more preferably 0.015 parts by mass or more, still more preferably 0.015 parts by mass or more in terms of solid content ratio with respect to 100 parts by mass of the acrylic polymer (A). Is 0.02 parts by mass or more, preferably 5 parts by mass or less, more preferably 4 parts by mass or less, and further preferably 3 parts by mass or less.
前記粘着付与樹脂（Ｃ）としては、１種又は２種以上を用いることができ、例えば、未変性ロジン、変性ロジン、ロジン誘導体等のロジン系樹脂；未変性テルペン、芳香族変性テルペン、水添テルペン、テルペンフェノール等のテルペン系樹脂；石油樹脂、クマロン・インデン樹脂、ピュアモノマー石油樹脂等の重合系樹脂；フェノール樹脂、キシレン樹脂等の縮合系樹脂などが挙げられる。 As the tackifier resin (C), one kind or two or more kinds can be used, for example, rosin-based resins such as unmodified rosin, modified rosin, and rosin derivatives; unmodified terpenes, aromatic-modified terpenes, and hydrogenators. Examples include terpene-based resins such as terpenes and terpenephenols; polymerization-based resins such as petroleum resins, kumaron-inden resins, and pure monomer petroleum resins; and condensation-based resins such as phenolic resins and xylene resins.
前記未変性ロジンとしては、１種又は２種以上を用いることができ、例えば、ガムロジン、ウッドロジン、トール油ロジン等が挙げられる。 As the unmodified rosin, one kind or two or more kinds can be used, and examples thereof include gum rosin, wood rosin, and tall oil rosin.
前記変性ロジンとしては、１種又は２種以上を用いることができ、例えば、不均化ロジン、重合ロジン、水添ロジン等が挙げられる。 As the modified rosin, one kind or two or more kinds can be used, and examples thereof include disproportionated rosin, polymerized rosin, hydrogenated rosin and the like.
前記ロジン誘導体としては、１種又は２種以上を用いることができ、例えば、前記未変性ロジン又は前記変性ロジンをエステル化したロジンエステル；前記未変性ロジン又は変性ロジンを不飽和脂肪酸で変性した不飽和脂肪酸変性ロジン；前記ロジンエステルを不飽和脂肪酸で変性した不飽和脂肪酸変性ロジンエステル；前記不飽和脂肪酸変性ロジン又は前記不飽和脂肪酸変性ロジンエステルに含まれるカルボキシル基を還元したロジンアルコール；未変性ロジン、変性ロジン、ロジンエステル、不飽和脂肪酸変性ロジン、不飽和脂肪酸変性ロジンエステル又はロジンアルコールの金属塩等のロジン金属塩；ロジンフェノールなどが挙げられる。 As the rosin derivative, one kind or two or more kinds can be used, for example, the unmodified rosin or a rosin ester obtained by esterifying the modified rosin; the unmodified rosin or the modified rosin modified with an unsaturated fatty acid. Saturated fatty acid-modified rosin; unsaturated fatty acid-modified rosin ester obtained by modifying the rosin ester with unsaturated fatty acid; rosin alcohol obtained by reducing the carboxyl group contained in the unsaturated fatty acid-modified rosin or the unsaturated fatty acid-modified rosin ester; unmodified rosin , Modified rosin, rosin ester, unsaturated fatty acid modified rosin, unsaturated fatty acid modified rosin ester or rosin metal salt such as metal salt of rosin alcohol; rosin phenol and the like.
前記ロジン系樹脂としては、変性ロジンが好ましい。 As the rosin-based resin, modified rosin is preferable.
前記未変性テルペンとしては、１種又は２種を用いることができ、例えば、α−ピネン、β−ピネン、ｄ−リモネン、ｌ−リモネン、ジペンテン等のテルペン化合物の重合体が挙げられる。 As the unmodified terpene, one or two kinds can be used, and examples thereof include polymers of terpene compounds such as α-pinene, β-pinene, d-limonene, l-limonene, and dipentene.
前記芳香族変性テルペンとしては、１種又は２種以上を用いることができ、例えば、前記未変性テルペンのフェノール変性物又はスチレン変性物が挙げられる。 As the aromatic-modified terpene, one kind or two or more kinds can be used, and examples thereof include a phenol-modified product and a styrene-modified product of the unmodified terpene.
前記テルペンフェノールとしては、１種又は２種以上を用いることができ、例えば、テルペンとフェノールを共重合させた樹脂等が挙げられる。 As the terpene phenol, one kind or two or more kinds can be used, and examples thereof include a resin obtained by copolymerizing terpene and phenol.
前記テルペン系樹脂としては、芳香族変性テルペン、テルペンフェノールが好ましい。 As the terpene-based resin, aromatic-modified terpenes and terpene phenols are preferable.
前記石油樹脂としては、１種又は２種以上を用いることができ、例えば、脂肪族石油樹脂、芳香族石油樹脂、脂肪族／芳香族石油樹脂及びこれらの水素添加物などが挙げられる。 As the petroleum resin, one kind or two or more kinds can be used, and examples thereof include aliphatic petroleum resins, aromatic petroleum resins, aliphatic / aromatic petroleum resins, and hydrogenated products thereof.
中でも前記粘着付与樹脂（Ｃ）は、ロジン系樹脂及びテルペン系樹脂からなる群より選ばれる少なくとも１種を含むことが好ましく、ロジン系樹脂を含むことが好ましい。前記ロジン系樹脂テルペン系樹脂（好ましくはロジン系樹脂）の含有率は、前記粘着付与樹脂（Ｃ）中、好ましくは３５質量％以上、より好ましくは４０質量％以上、さらに好ましくは４５質量％以上であり、好ましくは１００質量％以下、より好ましくは８５質量％以下、さらに好ましくは７５質量％以下である。 Above all, the tackifier resin (C) preferably contains at least one selected from the group consisting of a rosin-based resin and a terpene-based resin, and preferably contains a rosin-based resin. The content of the rosin-based resin terpene-based resin (preferably rosin-based resin) is preferably 35% by mass or more, more preferably 40% by mass or more, still more preferably 45% by mass or more in the tackifier resin (C). It is preferably 100% by mass or less, more preferably 85% by mass or less, and further preferably 75% by mass or less.
前記粘着付与樹脂（Ｃ）は、ロジン系樹脂、テルペン系樹脂に加えて、ロジン系樹脂以外の粘着付与樹脂（好ましくは石油樹脂）を含んでいてもよい。ロジン系樹脂、テルペン系樹脂以外の粘着付与樹脂の含有量は、ロジン系樹脂及びテルペン系樹脂（好ましくはロジン系樹脂）の合計１００質量部に対して、好ましくは１０質量部以上、より好ましくは３０質量部以上、さらに好ましくは５０質量部以上であり、好ましくは１００質量部以下、より好ましくは８０質量部以下、さらに好ましくは７０質量部以下である。 The tackifier resin (C) may contain a tackifier resin (preferably a petroleum resin) other than the rosin-based resin in addition to the rosin-based resin and the terpene-based resin. The content of the tackifier resin other than the rosin-based resin and the terpene-based resin is preferably 10 parts by mass or more, more preferably 10 parts by mass or more, based on 100 parts by mass of the total of the rosin-based resin and the terpene-based resin (preferably the rosin-based resin). It is 30 parts by mass or more, more preferably 50 parts by mass or more, preferably 100 parts by mass or less, more preferably 80 parts by mass or less, still more preferably 70 parts by mass or less.
前記粘着付与樹脂（Ｃ）の軟化温度は、好ましくは１６０℃以下、より好ましくは１５０℃以下、さらに好ましくは１４０℃以下であり、好ましくは７０℃以上、より好ましくは８０℃以上、さらに好ましくは９０℃以上である。 The softening temperature of the tackifier resin (C) is preferably 160 ° C. or lower, more preferably 150 ° C. or lower, still more preferably 140 ° C. or lower, preferably 70 ° C. or higher, more preferably 80 ° C. or higher, still more preferably. It is 90 ° C. or higher.
本発明の粘着剤組成物において、粘着付与樹脂（Ｃ）の含有率は、粘着剤組成物の不揮発分中好ましくは５質量％以上、より好ましくは１０質量％以上、さらに好ましくは１５質量％以上であり、好ましくは５０質量部以下、より好ましくは４０質量部以下、さらに好ましくは３５質量部以下である。 In the pressure-sensitive adhesive composition of the present invention, the content of the tackifier resin (C) is preferably 5% by mass or more, more preferably 10% by mass or more, still more preferably 15% by mass or more in the non-volatile content of the pressure-sensitive adhesive composition. It is preferably 50 parts by mass or less, more preferably 40 parts by mass or less, and further preferably 35 parts by mass or less.
本発明の粘着剤組成物は、溶剤（Ｄ）を含むことが好ましい。前記溶剤（Ｄ）としては、１種又は２種以上を用いることができ、例えば、トルエン、キシレン等の芳香族炭化水素溶剤；酢酸エチル、酢酸ブチル等のエステル溶剤；アセトン、メチルエチルケトン等のケトン溶剤；ヘキサン等の脂肪族炭化水素溶剤等が挙げられる。中でも、エステル溶剤を含むことが好ましい。 The pressure-sensitive adhesive composition of the present invention preferably contains the solvent (D). As the solvent (D), one kind or two or more kinds can be used, for example, an aromatic hydrocarbon solvent such as toluene and xylene; an ester solvent such as ethyl acetate and butyl acetate; a ketone solvent such as acetone and methyl ethyl ketone. ; Examples include an aliphatic hydrocarbon solvent such as hexane. Above all, it is preferable to contain an ester solvent.
前記エステル溶剤の含有率は、前記溶剤（Ｄ）中、好ましくは３０質量％以上、より好ましくは５０質量％以上、さらに好ましくは７０質量％以上であり、好ましくは１００質量％以下である。 The content of the ester solvent is preferably 30% by mass or more, more preferably 50% by mass or more, still more preferably 70% by mass or more, and preferably 100% by mass or less in the solvent (D).
前記溶剤（Ｄ）の含有率は、前記粘着剤組成物中、好ましくは１０質量％以上、より好ましくは３０質量％以上、さらに好ましくは５０質量％以上であり、好ましくは９０質量％以下、より好ましくは７０質量％以下、さらに好ましくは６５質量％以下である。 The content of the solvent (D) in the pressure-sensitive adhesive composition is preferably 10% by mass or more, more preferably 30% by mass or more, still more preferably 50% by mass or more, and preferably 90% by mass or less. It is preferably 70% by mass or less, more preferably 65% by mass or less.
本発明の粘着剤組成物は、添加剤として、ｐＨを調整するための塩基（アンモニア水など）や酸；発泡剤；可塑剤；軟化剤；酸化防止剤；ガラスやプラスチック製の繊維・バルーン・ビーズ・金属粉末等の充填剤；顔料・染料等の着色剤；ｐＨ調整剤；皮膜形成補助剤；レベリング剤；増粘剤；撥水剤；消泡剤；酸触媒；酸発生剤、シランカップリング剤等を含んでいてもよい。 The pressure-sensitive adhesive composition of the present invention contains bases (such as aqueous ammonia) and acids for adjusting pH as additives; foaming agents; plasticizing agents; softening agents; antioxidants; glass or plastic fibers, balloons, etc. Fillers such as beads and metal powders; Colorants such as pigments and dyes; pH adjusters; Film forming aids; Leveling agents; Thickeners; Water repellents; Antifoaming agents; Acid catalysts; Acid generators, Silane cups It may contain a ring agent or the like.
前記粘着剤組成物を支持体上に塗布し、乾燥させることによって、粘着層を形成することができる。前記支持体は、剥離シート及び粘着シート等の基材のいずれであってもよい。 The pressure-sensitive adhesive layer can be formed by applying the pressure-sensitive adhesive composition on the support and drying it. The support may be any of a base material such as a release sheet and an adhesive sheet.
前記塗工方法としては、ナイフコーター、リバースコーター、ダイコーター、リップダイコーター、スロットダイコーター、グラビアコーター、カーテンコーター等の方法を用いることができる。 As the coating method, a method such as a knife coater, a reverse coater, a die coater, a lip die coater, a slot die coater, a gravure coater, and a curtain coater can be used.
前記粘着層の厚さは、好ましくは０．１μｍ以上、より好ましくは０．５μｍ以上、さらに好ましくは１μｍ以上であり、好ましくは１５０μｍ以下、より好ましくは１００μｍ以下、さらに好ましくは７５μｍ以下である。 The thickness of the adhesive layer is preferably 0.1 μm or more, more preferably 0.5 μm or more, still more preferably 1 μm or more, preferably 150 μm or less, more preferably 100 μm or less, still more preferably 75 μm or less.
本発明の粘着シートは、前記粘着層と前記基材とを有する。前記基材は、フィルム状、シート状、テープ状、板状、立体形状等のいずれであってもよく、前記基材の材質としては、ポリエステル樹脂、ポリプロピレン樹脂、ポリエチレン樹脂、ポリイミド樹脂、塩化ビニル樹脂、ウレタン樹脂等のプラスチック；ゴム；不織布；金属箔；紙などが挙げられ、プラスチックが好ましく、ポリエステル樹脂がより好ましい。また、前記基材は、表面が平滑なものであってもよく、繊維質基材、フォーム基材等の表面に凹凸を有するものであってもよい。 The pressure-sensitive adhesive sheet of the present invention has the pressure-sensitive adhesive layer and the base material. The base material may be in any of a film shape, a sheet shape, a tape shape, a plate shape, a three-dimensional shape, and the like, and the material of the base material is a polyester resin, a polypropylene resin, a polyethylene resin, a polyimide resin, a vinyl chloride, or the like. Plastics such as resin and urethane resin; rubber; non-woven fabric; metal foil; paper and the like are mentioned, and plastic is preferable, and polyester resin is more preferable. Further, the base material may have a smooth surface, or may have irregularities on the surface of a fibrous base material, a foam base material, or the like.
前記基材の厚さは、好ましくは０．１μｍ以上であり、好ましくは１，０００μｍ以下である。 The thickness of the base material is preferably 0.1 μm or more, and preferably 1,000 μm or less.
本発明の粘着剤組成物から得られる粘着フィルムは、薄膜でありながら、被着体の極性を問わず、安定した強粘着力を発現させることが可能であり、粘着テープ（特に、電子機器等の製造場面に用いられる粘着テープ）に用いられる粘着剤として有用である。 Although the pressure-sensitive adhesive film obtained from the pressure-sensitive adhesive composition of the present invention is a thin film, it is possible to develop a stable strong adhesive force regardless of the polarity of the adherend, and the pressure-sensitive adhesive tape (particularly, an electronic device or the like) can be exhibited. It is useful as an adhesive used for the adhesive tape used in the manufacturing scene of the above.
以下、実施例を挙げて本発明をより具体的に説明するが、本発明はもとより下記実施例によって制限を受けるものではなく、前・後記の趣旨に適合し得る範囲で適当に変更を加えて実施することも勿論可能であり、それらはいずれも本発明の技術的範囲に包含される。 Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited by the following examples as well as the present invention, and appropriate modifications are made to the extent that it can meet the purposes of the preceding and the following. Of course, it is possible to carry out, and all of them are included in the technical scope of the present invention.
［合成例１］
＜アクリル共重合体（Ａ−１）の合成＞
攪拌機、還流冷却管、窒素導入管、温度計を備えた反応容器に、２−エチルヘキシルアクリレート９９３質量部、アクリル酸４質量部、４−ヒドロキシブチルアクリレート３質量部、酢酸エチル１０００質量部を仕込み、攪拌下、窒素を吹き込みながら６５℃まで昇温した。１時間後に、予め酢酸エチルにて溶解した２，２’−アゾビス（２−メチルブチロニトリル）溶液１０質量部（固形分４質量％）を添加した。反応容器の内容物の温度を６５℃に維持できるように加熱及び冷却を繰り返しながら、８時間ホールドした後、内容物を冷却し２００メッシュ金網にて濾過し、不揮発分４０質量％、粘度１７、０００ｍＰａ・ｓ、重量平均分子量８５万のアクリル共重合体（Ａ−１）を得た。
[Synthesis Example 1]
<Synthesis of acrylic copolymer (A-1)>
A reaction vessel equipped with a stirrer, a reflux condenser, a nitrogen introduction tube, and a thermometer was charged with 993 parts by mass of 2-ethylhexyl acrylate, 4 parts by mass of acrylic acid, 3 parts by mass of 4-hydroxybutyl acrylate, and 1000 parts by mass of ethyl acetate. The temperature was raised to 65 ° C. while blowing nitrogen under stirring. After 1 hour, 10 parts by mass (4% by mass of solid content) of a 2,2'-azobis (2-methylbutyronitrile) solution previously dissolved in ethyl acetate was added. After holding for 8 hours while repeating heating and cooling so that the temperature of the contents of the reaction vessel can be maintained at 65 ° C., the contents are cooled and filtered through a 200 mesh wire mesh, and the non-volatile content is 40% by mass and the viscosity is 17. An acrylic copolymer (A-1) having a weight average molecular weight of 850,000 at 000 mPa · s was obtained.
［合成例２］
＜アクリル共重合体（Ａ−２）の合成＞
攪拌機、還流冷却管、窒素導入管、温度計を備えた反応容器に、２−エチルヘキシルアクリレート９６７質量部、アクリル酸１６質量部、メタクリル酸２−(ジメチルアミノ)エチル１６質量部、ヒドロキシエチルアクリレート１．０質量部、酢酸エチル１０００質量部を仕込み、攪拌下、窒素を吹き込みながら６５℃まで昇温した。１時間後に、予め酢酸エチルにて溶解した２，２’−アゾビス（２−メチルブチロニトリル）溶液１０質量部（固形分６．５質量％）を添加した。反応容器の内容物の温度を６５℃に維持できるように加熱及び冷却を繰り返しながら、８時間ホールドした後、内容物を冷却し２００メッシュ金網にて濾過し、不揮発分３５質量％、粘度３８、０００ｍＰａ・ｓ、重量平均分子量１４２万のアクリル共重合体（Ａ−２）を得た。
[Synthesis Example 2]
<Synthesis of acrylic copolymer (A-2)>
In a reaction vessel equipped with a stirrer, a reflux cooling tube, a nitrogen introduction tube, and a thermometer, 967 parts by mass of 2-ethylhexyl acrylate, 16 parts by mass of acrylic acid, 16 parts by mass of 2- (dimethylamino) ethyl methacrylate, and 1 by mass of hydroxyethyl acrylate. 9.0 parts by mass and 1000 parts by mass of ethyl acetate were charged, and the temperature was raised to 65 ° C. while stirring and blowing nitrogen. After 1 hour, 10 parts by mass (solid content 6.5% by mass) of a 2,2'-azobis (2-methylbutyronitrile) solution previously dissolved in ethyl acetate was added. After holding for 8 hours while repeating heating and cooling so that the temperature of the contents of the reaction vessel can be maintained at 65 ° C., the contents are cooled and filtered through a 200 mesh wire mesh, and the non-volatile content is 35% by mass and the viscosity is 38. An acrylic copolymer (A-2) having a weight average molecular weight of 1.42 million at 000 mPa · s was obtained.
［合成例３］
＜アクリル共重合体（Ａ−３）の合成＞
攪拌機、還流冷却管、窒素導入管、温度計を備えた反応容器に、２−エチルヘキシルアクリレート９５９質量部、ジメチルアクリルアミド３６質量部、４−ヒドロキシブチルアクリレート５．０質量部、酢酸エチル１０００質量部を仕込み、攪拌下、窒素を吹き込みながら６５℃まで昇温した。１時間後に、予め酢酸エチルにて溶解した２，２’−アゾビス（２−メチルブチロニトリル）溶液１０質量部（固形分４質量％）を添加した。反応容器の内容物の温度を６５℃に維持できるように加熱及び冷却を繰り返しながら、８時間ホールドした後、内容物を冷却し２００メッシュ金網にて濾過し、不揮発分４０質量％、粘度１５、０００ｍＰａ・ｓ、重量平均分子量６９万のアクリル共重合体（Ａ−３）を得た。
[Synthesis Example 3]
<Synthesis of acrylic copolymer (A-3)>
In a reaction vessel equipped with a stirrer, a reflux condenser, a nitrogen introduction tube, and a thermometer, 959 parts by mass of 2-ethylhexyl acrylate, 36 parts by mass of dimethylacrylamide, 5.0 parts by mass of 4-hydroxybutyl acrylate, and 1000 parts by mass of ethyl acetate were added. The temperature was raised to 65 ° C. while charging and stirring and blowing nitrogen. After 1 hour, 10 parts by mass (4% by mass of solid content) of a 2,2'-azobis (2-methylbutyronitrile) solution previously dissolved in ethyl acetate was added. After holding for 8 hours while repeating heating and cooling so that the temperature of the contents of the reaction vessel can be maintained at 65 ° C., the contents are cooled and filtered through a 200 mesh wire mesh, and the non-volatile content is 40% by mass and the viscosity is 15. An acrylic copolymer (A-3) having a weight average molecular weight of 690,000 at 000 mPa · s was obtained.
［合成例４］
＜アクリル共重合体（Ａ−４）の合成＞
攪拌機、還流冷却管、窒素導入管、温度計を備えた反応容器に、２−エチルヘキシルアクリレート７６６．５質量部、ｎ‐ブチルアクリレート２０５質量部、アクリル酸２７質量部、ヒドロキシエチルアクリレート０．１５質量部、酢酸エチル１０００質量部を仕込み、攪拌下、窒素を吹き込みながら６５℃まで昇温した。１時間後に、予め酢酸エチルにて溶解した２，２’−アゾビス（２−メチルブチロニトリル）溶液１０質量部（固形分４質量％）を添加した。反応容器の内容物の温度を６５℃に維持できるように加熱及び冷却を繰り返しながら、８時間ホールドした後、内容物を冷却し２００メッシュ金網にて濾過し、不揮発分４０質量％、粘度３４，０００ｍＰａ・ｓ、重量平均分子量１００万のアクリル共重合体（Ａ−４）を得た。
[Synthesis Example 4]
<Synthesis of acrylic copolymer (A-4)>
2-Ethylhexyl acrylate 766.5 parts by mass, n-butyl acrylate 205 parts by mass, acrylic acid 27 parts by mass, hydroxyethyl acrylate 0.15 parts by mass in a reaction vessel equipped with a stirrer, reflux cooling tube, nitrogen introduction tube, and thermometer. A part, 1000 parts by mass of ethyl acetate was charged, and the temperature was raised to 65 ° C. while stirring and blowing nitrogen. After 1 hour, 10 parts by mass (4% by mass of solid content) of a 2,2'-azobis (2-methylbutyronitrile) solution previously dissolved in ethyl acetate was added. After holding for 8 hours while repeating heating and cooling so that the temperature of the contents of the reaction vessel can be maintained at 65 ° C., the contents are cooled and filtered through a 200 mesh wire mesh, and the non-volatile content is 40% by mass and the viscosity is 34. An acrylic copolymer (A-4) having a weight average molecular weight of 1,000,000 mPa · s was obtained.
［合成例５］
＜アクリル共重合体（Ａ−５）の合成＞
攪拌機、還流冷却管、窒素導入管、温度計を備えた反応容器に、２−エチルヘキシルアクリレート６１８．５質量部、ｎ−ブチルアクリレート３６９質量部、ダイアセトンアクリルアマイド１．２質量部、４−ヒドロキシブチルアクリレート０．５質量部、酢酸エチル１０００質量部を仕込み、攪拌下、窒素を吹き込みながら６５℃まで昇温した。１時間後に、予め酢酸エチルにて溶解した２，２’−アゾビス（２−メチルブチロニトリル）溶液１０質量部（固形分６．５質量％）を添加した。反応容器の内容物の温度を６５℃に維持できるように加熱及び冷却を繰り返しながら、８時間ホールドした後、内容物を冷却し２００メッシュ金網にて濾過し、不揮発分４０質量％、粘度２４，０００ｍＰａ・ｓ、重量平均分子量７４万のアクリル共重合体（Ａ−５）を得た。
[Synthesis Example 5]
<Synthesis of acrylic copolymer (A-5)>
In a reaction vessel equipped with a stirrer, a reflux cooling tube, a nitrogen introduction tube, and a thermometer, 218.5 parts by mass of 2-ethylhexyl acrylate, 369 parts by mass of n-butyl acrylate, 1.2 parts by mass of diacetone acrylic amide, and 4-hydroxy. 0.5 parts by mass of butyl acrylate and 1000 parts by mass of ethyl acetate were charged, and the temperature was raised to 65 ° C. while stirring with nitrogen. After 1 hour, 10 parts by mass (solid content 6.5% by mass) of a 2,2'-azobis (2-methylbutyronitrile) solution previously dissolved in ethyl acetate was added. After holding for 8 hours while repeating heating and cooling so that the temperature of the contents of the reaction vessel can be maintained at 65 ° C., the contents are cooled and filtered through a 200 mesh wire mesh, and the non-volatile content is 40% by mass and the viscosity is 24. An acrylic copolymer (A-5) having a weight average molecular weight of 740,000 at 000 mPa · s was obtained.
［合成例６］
＜アクリル共重合体（Ａ−６）の合成＞
攪拌機、還流冷却管、窒素導入管、温度計を備えた反応容器に、２−エチルヘキシルアクリレート８５４．５質量部、ｎ−ブチルアクリレート１０質量部、ジエチルアクリルアミド２，０質量部、ダイアセトンアクリルアマイド２．５質量部、ヒドロキシエチルアクリレート０．５質量部、酢酸エチル１０００質量部を仕込み、攪拌下、窒素を吹き込みながら６５℃まで昇温した。１時間後に、予め酢酸エチルにて溶解した２，２’−アゾビス（２−メチルブチロニトリル）溶液１０質量部（固形分４．０質量％）を添加した。反応容器の内容物の温度を６５℃に維持できるように加熱及び冷却を繰り返しながら、８時間ホールドした後、内容物を冷却し２００メッシュ金網にて濾過し、不揮発分４０質量％、粘度２０，０００ｍＰａ・ｓ、重量平均分子量８１万のアクリル共重合体（Ａ−６）を得た。
[Synthesis Example 6]
<Synthesis of acrylic copolymer (A-6)>
In a reaction vessel equipped with a stirrer, a reflux cooling tube, a nitrogen introduction tube, and a thermometer, 854.5 parts by mass of 2-ethylhexyl acrylate, 10 parts by mass of n-butyl acrylate, 2,0 parts by mass of diethylacrylamide, and diacetone acrylic amide 2 .5 parts by mass, 0.5 parts by mass of hydroxyethyl acrylate, and 1000 parts by mass of ethyl acetate were charged, and the temperature was raised to 65 ° C. while blowing nitrogen under stirring. After 1 hour, 10 parts by mass (solid content 4.0% by mass) of a 2,2'-azobis (2-methylbutyronitrile) solution previously dissolved in ethyl acetate was added. After holding for 8 hours while repeating heating and cooling so that the temperature of the contents of the reaction vessel can be maintained at 65 ° C., the contents are cooled and filtered through a 200 mesh wire mesh, and the non-volatile content is 40% by mass and the viscosity is 20. An acrylic copolymer (A-6) having a weight average molecular weight of 810,000 at 000 mPa · s was obtained.
［合成例７］
＜アクリル共重合体（Ａ−７）の合成＞
攪拌機、還流冷却管、窒素導入管、温度計を備えた反応容器に、ｎ―ブチルアクリレート９８０質量部、アクリル酸１７質量部、４−ヒドロキシブチルアクリレート３．０質量部、酢酸エチル１０００質量部を仕込み、攪拌下、窒素を吹き込みながら６５℃まで昇温した。１時間後に、予め酢酸エチルにて溶解した２，２’−アゾビス（２−メチルブチロニトリル）溶液１０質量部（固形分２．０質量％）を添加した。反応容器の内容物の温度を６５℃に維持できるように加熱及び冷却を繰り返しながら、８時間ホールドした後、内容物を冷却し２００メッシュ金網にて濾過し、不揮発分４０質量％、粘度３０，０００ｍＰａ・ｓ、重量平均分子量７８万のアクリル共重合体（Ａ−７）を得た。
[Synthesis Example 7]
<Synthesis of acrylic copolymer (A-7)>
In a reaction vessel equipped with a stirrer, a reflux cooling tube, a nitrogen introduction tube, and a thermometer, 980 parts by mass of n-butyl acrylate, 17 parts by mass of acrylic acid, 3.0 parts by mass of 4-hydroxybutyl acrylate, and 1000 parts by mass of ethyl acetate were added. The temperature was raised to 65 ° C. while charging and stirring and blowing nitrogen. After 1 hour, 10 parts by mass (solid content 2.0% by mass) of a 2,2'-azobis (2-methylbutyronitrile) solution previously dissolved in ethyl acetate was added. After holding for 8 hours while repeating heating and cooling so that the temperature of the contents of the reaction vessel can be maintained at 65 ° C., the contents are cooled and filtered through a 200 mesh wire mesh, and the non-volatile content is 40% by mass and the viscosity is 30. An acrylic copolymer (A-7) having a weight average molecular weight of 780,000 at 000 mPa · s was obtained.
［合成例８］
＜アクリル共重合体（Ａ−８）の合成＞
攪拌機、還流冷却管、窒素導入管、温度計を備えた反応容器に、２−エチルヘキシルアクリレート３００質量部、ｎ―ブチルアクリレート６２９質量部、アクリル酸７０質量部、４−ヒドロキシブチルアクリレート１．０質量部、酢酸エチル１０００質量部を仕込み、攪拌下、窒素を吹き込みながら６５℃まで昇温した。１時間後に、予め酢酸エチルにて溶解した２，２’−アゾビス（２−メチルブチロニトリル）溶液１０質量部（固形分２．０質量％）を添加した。反応容器の内容物の温度を６５℃に維持できるように加熱及び冷却を繰り返しながら、８時間ホールドした後、内容物を冷却し２００メッシュ金網にて濾過し、不揮発分４０質量％、粘度２８，０００ｍＰａ・ｓ、重量平均分子量６６万のアクリル共重合体（Ａ−８）を得た。
[Synthesis Example 8]
<Synthesis of acrylic copolymer (A-8)>
In a reaction vessel equipped with a stirrer, a reflux cooling tube, a nitrogen introduction tube, and a thermometer, 300 parts by mass of 2-ethylhexyl acrylate, 629 parts by mass of n-butyl acrylate, 70 parts by mass of acrylic acid, and 1.0 part by mass of 4-hydroxybutyl acrylate. A part, 1000 parts by mass of ethyl acetate was charged, and the temperature was raised to 65 ° C. while stirring with nitrogen. After 1 hour, 10 parts by mass (solid content 2.0% by mass) of a 2,2'-azobis (2-methylbutyronitrile) solution previously dissolved in ethyl acetate was added. After holding for 8 hours while repeating heating and cooling so that the temperature of the contents of the reaction vessel can be maintained at 65 ° C., the contents are cooled and filtered through a 200 mesh wire mesh, and the non-volatile content is 40% by mass and the viscosity is 28. An acrylic copolymer (A-8) having a weight average molecular weight of 660,000 mPa · s was obtained.
［合成例９］
＜アクリル共重合体（Ａ−９）の合成＞
攪拌機、還流冷却管、窒素導入管、温度計を備えた反応容器に、２−エチルヘキシルアクリレート３００質量部、ｎ―ブチルアクリレート６１４質量部、ジエチルアクリルアミド８５質量部、ヒドロキシエチルアクリレート１．０質量部、酢酸エチル１０００質量部を仕込み、攪拌下、窒素を吹き込みながら６５℃まで昇温した。１時間後に、予め酢酸エチルにて溶解した２，２’−アゾビス（２−メチルブチロニトリル）溶液１０質量部（固形分２．０質量％）を添加した。反応容器の内容物の温度を６５℃に維持できるように加熱及び冷却を繰り返しながら、８時間ホールドした後、内容物を冷却し２００メッシュ金網にて濾過し、不揮発分４０質量％、粘度３５，０００ｍＰａ・ｓ、重量平均分子量８５万のアクリル共重合体（Ａ−９）を得た。
[Synthesis Example 9]
<Synthesis of acrylic copolymer (A-9)>
In a reaction vessel equipped with a stirrer, a reflux cooling tube, a nitrogen introduction tube, and a thermometer, 300 parts by mass of 2-ethylhexyl acrylate, 614 parts by mass of n-butyl acrylate, 85 parts by mass of diethyl acrylamide, and 1.0 part by mass of hydroxyethyl acrylate. 1000 parts by mass of ethyl acetate was charged, and the temperature was raised to 65 ° C. while stirring and blowing nitrogen. After 1 hour, 10 parts by mass (solid content 2.0% by mass) of a 2,2'-azobis (2-methylbutyronitrile) solution previously dissolved in ethyl acetate was added. After holding for 8 hours while repeating heating and cooling so that the temperature of the contents of the reaction vessel can be maintained at 65 ° C., the contents are cooled and filtered through a 200 mesh wire mesh, and the non-volatile content is 40% by mass and the viscosity is 35. An acrylic copolymer (A-9) having a weight average molecular weight of 850,000 at 000 mPa · s was obtained.
［合成例１０］
＜アクリル共重合体（Ａ−１０）の合成＞
攪拌機、還流冷却管、窒素導入管、温度計を備えた反応容器に、２−エチルヘキシルアクリレート８５５質量部、ｎ―ブチルアクリレート１４４質量部、ヒドロキシエチルアクリレート１．０質量部、酢酸エチル１０００質量部を仕込み、攪拌下、窒素を吹き込みながら６５℃まで昇温した。１時間後に、予め酢酸エチルにて溶解した２，２’−アゾビス（２−メチルブチロニトリル）溶液１０質量部（固形分２．０質量％）を添加した。反応容器の内容物の温度を６５℃に維持できるように加熱及び冷却を繰り返しながら、８時間ホールドした後、内容物を冷却し２００メッシュ金網にて濾過し、不揮発分４０質量％、粘度１８，０００ｍＰａ・ｓ、重量平均分子量７２万のアクリル共重合体（Ａ−１０）を得た。
[Synthesis Example 10]
<Synthesis of acrylic copolymer (A-10)>
In a reaction vessel equipped with a stirrer, a reflux cooling tube, a nitrogen introduction tube, and a thermometer, 855 parts by mass of 2-ethylhexyl acrylate, 144 parts by mass of n-butyl acrylate, 1.0 part by mass of hydroxyethyl acrylate, and 1000 parts by mass of ethyl acetate were added. The temperature was raised to 65 ° C. while charging and stirring and blowing nitrogen. After 1 hour, 10 parts by mass (solid content 2.0% by mass) of a 2,2'-azobis (2-methylbutyronitrile) solution previously dissolved in ethyl acetate was added. After holding for 8 hours while repeating heating and cooling so that the temperature of the contents of the reaction vessel can be maintained at 65 ° C., the contents are cooled and filtered through a 200 mesh wire mesh, and the non-volatile content is 40% by mass and the viscosity is 18. An acrylic copolymer (A-10) having a weight average molecular weight of 720,000 at 000 mPa · s was obtained.
［合成例１１］
＜アクリル共重合体（Ａ−１１）の合成＞
攪拌機、還流冷却管、窒素導入管、温度計を備えた反応容器に、２−エチルヘキシルアクリレート９８０質量部、アクリル酸１８質量部、４−ヒドロキブチルアクリレート２．０質量部、酢酸エチル１０００質量部を仕込み、攪拌下、窒素を吹き込みながら６５℃まで昇温した。１時間後に、予め酢酸エチルにて溶解した２，２’−アゾビス（２−メチルブチロニトリル）溶液１０質量部（固形分２．０質量％）を添加した。反応容器の内容物の温度を６５℃に維持できるように加熱及び冷却を繰り返しながら、８時間ホールドした後、内容物を冷却し２００メッシュ金網にて濾過し、不揮発分４０質量％、粘度８，０００ｍＰａ・ｓ、重量平均分子量４０万のアクリル共重合体（Ａ−１１）を得た。
[Synthesis Example 11]
<Synthesis of acrylic copolymer (A-11)>
In a reaction vessel equipped with a stirrer, a reflux condenser, a nitrogen introduction tube, and a thermometer, 980 parts by mass of 2-ethylhexyl acrylate, 18 parts by mass of acrylic acid, 2.0 parts by mass of 4-hydrochibutyl acrylate, and 1000 parts by mass of ethyl acetate were added. The temperature was raised to 65 ° C. while charging and stirring and blowing nitrogen. After 1 hour, 10 parts by mass (solid content 2.0% by mass) of a 2,2'-azobis (2-methylbutyronitrile) solution previously dissolved in ethyl acetate was added. After holding for 8 hours while repeating heating and cooling so that the temperature of the contents of the reaction vessel can be maintained at 65 ° C., the contents are cooled and filtered through a 200 mesh wire mesh, and the non-volatile content is 40% by mass and the viscosity is 8, An acrylic copolymer (A-11) having a weight average molecular weight of 400,000 mPa · s was obtained.
［実施例１］
合成例１で得られたアクリル共重合体（Ａ−１）固形分１００質量部に対して、ロジン系粘着付与樹脂（Ａ−１００：荒川化学（株）製）２０質量部、ロジン系粘着付与樹脂（ＫＥ−１００：荒川化学（株）製）５質量部、重合ロジン系粘着付与樹脂（Ｄ−１３５：荒川化学（株）製）５質量部、合成炭化水素系粘着付与樹脂（ＦＴＲ−６１００：三井化学（株）製）１０質量部、イソシアネート系架橋剤（ファインタック硬化剤Ｄ−４０；ＤＩＣ（株）製、固形分４０質量％、以下「Ｄ−４０」という場合がある。）１．８重量部、を均一になるように攪拌混合することによってアクリル粘着剤組成物１を得た。
[Example 1]
20 parts by mass of a rosin-based tackifier resin (A-100: manufactured by Arakawa Chemical Co., Ltd.) and rosin-based tackifier are applied to 100 parts by mass of the solid content of the acrylic copolymer (A-1) obtained in Synthesis Example 1. Resin (KE-100: manufactured by Arakawa Chemical Co., Ltd.) 5 parts by mass, polymerized rosin-based pressure-sensitive adhesive resin (D-135: manufactured by Arakawa Chemical Co., Ltd.) 5 parts by mass, synthetic hydrocarbon-based pressure-sensitive adhesive resin (FTR-6100) : Mitsui Chemicals Co., Ltd.) 10 parts by mass, isocyanate-based cross-linking agent (Fine Tuck Hardener D-40; DIC Co., Ltd., solid content 40% by mass, hereinafter may be referred to as "D-40") 1 The acrylic pressure-sensitive adhesive composition 1 was obtained by stirring and mixing 8.8 parts by weight so as to be uniform.
［実施例２〜１２、比較例１〜７］
アクリル共重合体の種類、粘着付与剤の種類及び量、架橋剤の種類及び量を変更した以外は実施例１と同様の方法で、アクリル系粘着剤組成物を得た。各アクリル粘着剤組成物で用いたアクリル樹脂の種類、粘着付与剤の種類及び量、架橋剤の種類及び量を表２に示す。
[Examples 2 to 12, Comparative Examples 1 to 7]
An acrylic pressure-sensitive adhesive composition was obtained in the same manner as in Example 1 except that the type and amount of the acrylic copolymer, the type and amount of the tackifier, and the type and amount of the cross-linking agent were changed. Table 2 shows the types of acrylic resins used in each acrylic pressure-sensitive adhesive composition, the types and amounts of tackifiers, and the types and amounts of cross-linking agents.
［片面粘着シート加工方法］
表面が離型処理された厚さ５０μｍのポリエチレンテレフタレート（ＰＥＴ）フィルムの表面に、乾燥後における膜厚が２μｍとなるように粘着付与剤と架橋剤を配合したアクリル系粘着剤を塗布し、８０℃で３分間乾燥した。これに表面が離型処理されていない厚さ２５μｍのＰＥＴフィルムを貼り合せ、４０℃で３日間養生し、片面粘着シートを得た。
[Single-sided adhesive sheet processing method]
An acrylic pressure-sensitive adhesive containing a pressure-sensitive adhesive and a cross-linking agent was applied to the surface of a 50 μm-thick polyethylene terephthalate (PET) film whose surface had been mold-released so that the film thickness after drying would be 2 μm. It was dried at ° C for 3 minutes. A 25 μm-thick PET film whose surface had not been mold-released was attached to this and cured at 40 ° C. for 3 days to obtain a single-sided adhesive sheet.
［両面粘着シート加工方法］
表面が離型処理された厚さ５０μｍのポリエチレンテレフタレート（ＰＥＴ）フィルムの表面に、乾燥後における膜厚が２μｍとなるように粘着付与剤と架橋剤を配合したアクリル系粘着剤を塗布し、８０℃で３分間乾燥した。これを２枚作成し、表面が離型処理されていない厚さ6μｍのＰＥＴフィルムの両面にそれぞれ貼り合せ、４０℃で３日間養生し、両面粘着シートを得た。
[Double-sided adhesive sheet processing method]
An acrylic pressure-sensitive adhesive containing a pressure-sensitive adhesive and a cross-linking agent was applied to the surface of a 50 μm-thick polyethylene terephthalate (PET) film whose surface had been mold-released so that the film thickness after drying would be 2 μm. It was dried at ° C for 3 minutes. Two of these were prepared, bonded to both sides of a 6 μm-thick PET film whose surface had not been mold-released, and cured at 40 ° C. for 3 days to obtain a double-sided adhesive sheet.
［片面粘着シートの接着力の測定方法］
得られた片面粘着シートを２５ｍｍ幅に切ったものを試験片とした。前記試験片の離型処理されたＰＥＴフィルムを剥離し、粘着面をステンレス（ＳＵＳ）板、及び、ポリプロピレン板（ＰＰ）に対し、接着面積が２５ｍｍ×６０ｍｍとなるように２ｋｇロール×２往復圧着させた。その後、２３℃、湿度５０％の雰囲気下で３０分間放置した後、２３℃、湿度５０％の雰囲気下でＪＩＳＫ６８４８−１９７４に準拠して１８０度剥離強度を測定し、これを接着力（Ｎ／２５ｍｍ）とした。
[Measuring method of adhesive strength of single-sided adhesive sheet]
The obtained single-sided adhesive sheet cut into a width of 25 mm was used as a test piece. The PET film that has been released from the test piece is peeled off, and the adhesive surface is pressure-bonded to a stainless steel (SUS) plate and a polypropylene plate (PP) with a 2 kg roll x 2 reciprocating so that the adhesive area is 25 mm x 60 mm. I let you. Then, after leaving it for 30 minutes in an atmosphere of 23 ° C. and 50% humidity, a 180-degree peel strength was measured in an atmosphere of 23 ° C. and 50% humidity according to JIS K6848-1974, and this was determined as the adhesive strength (N / 25 mm).
［両面粘着シートの接着力の測定方法］
得られた両面粘着シートの片面の離型処理されたＰＥＴフィルムを剥離し、表面が離型処理されていない厚さ２５μｍのＰＥＴフィルムに貼り合わせ、２５ｍｍ幅に切ったものを試験片とした。前記試験片の離型処理されたＰＥＴフィルムを剥離し、粘着面をステンレス（ＳＵＳ）板、及び、ポリプロピレン板（ＰＰ）に対し、接着面積が２５ｍｍ×６０ｍｍとなるように２ｋｇロール×２往復圧着させた。その後、２３℃、湿度５０％の雰囲気下で３０分間放置した後、２３℃、湿度５０％の雰囲気下でＪＩＳＫ６８４８−１９７４に準拠して１８０度剥離強度を測定し、これを接着力（Ｎ／２５ｍｍ）とした。
[Measuring method of adhesive strength of double-sided adhesive sheet]
The PET film on one side of the obtained double-sided pressure-sensitive adhesive sheet that had been mold-released was peeled off, and the PET film having a thickness of 25 μm whose surface was not mold-released was attached to the PET film and cut into 25 mm widths as test pieces. The PET film that has been released from the test piece is peeled off, and the adhesive surface is pressure-bonded to a stainless steel (SUS) plate and a polypropylene plate (PP) with a 2 kg roll x 2 reciprocating so that the adhesive area is 25 mm x 60 mm. I let you. Then, after leaving it for 30 minutes in an atmosphere of 23 ° C. and 50% humidity, a 180-degree peel strength was measured in an atmosphere of 23 ° C. and 50% humidity according to JIS K6848-1974, and this was determined as the adhesive strength (N / 25 mm).
表２、３中、「ＫＥ−３１１」は、荒川化学（株）製ロジン系粘着付与樹脂を表し、「ＰＣＪ」は、荒川化学（株）製重合ロジン系粘着付与樹脂を表し、「Ｄ−１６０」は、荒川化学（株）製重合ロジン系粘着付与樹脂を表し、「ＴＯ−１０５」は、ヤスハラケミカル（株）製芳香族変性テルペン系粘着付与樹脂を表し、「ＴＯ−１２５」は、ヤスハラケミカル（株）製芳香族変性テルペン系年宅付与樹脂を表し、「ＴＨ−１３０」は、ヤスハラケミカル（株）製水添テルペンフェノール系粘着付与樹脂を表し、「Ｔ−１６０」は、ヤスハラケミカル（株）製テルペンフェノール系粘着付与樹脂を表し、「ＦＴＲ６１２５」は。三井化学（株）製合成炭化水素系粘着付与樹脂を表す。また、「ＤＮ９８０」は、ファインタック硬化剤「ＤＮ９８０」（ＤＩＣ（株）製イソシアネート架橋剤）、ＤＮは、ファインタック硬化剤「ＤＮ」（ＤＩＣ（株）製イソシアネート架橋剤）、Ｅ−２Ｃは、ファインタック硬化剤「Ｅ−２Ｃ」（ＤＩＣ（株）製エポキシ架橋剤）を表す。 In Tables 2 and 3, "KE-311" represents a rosin-based tackifier resin manufactured by Arakawa Chemical Co., Ltd., and "PCJ" represents a polymerized rosin-based tackifier resin manufactured by Arakawa Chemical Co., Ltd., and "D-" "160" represents a polymerized rosin-based tackifier resin manufactured by Arakawa Chemical Co., Ltd., "TO-105" represents an aromatic-modified terpene-based tackifier resin manufactured by Yasuhara Chemical Co., Ltd., and "TO-125" represents Yasuhara Chemical Co., Ltd. Aromatically modified terpene-based annual home-imparting resin manufactured by Yasuhara Chemical Co., Ltd., "TH-130" represents water-added terpene phenol-based adhesive-imparting resin manufactured by Yasuhara Chemical Co., Ltd., and "T-160" represents Yasuhara Chemical Co., Ltd. "FTR6125" stands for terpene phenolic tackifier resin. Represents a synthetic hydrocarbon-based tackifier resin manufactured by Mitsui Chemicals, Inc. Further, "DN980" is a fine tack curing agent "DN980" (isocyanate cross-linking agent manufactured by DIC Corporation), DN is a fine tack curing agent "DN" (isocyanate cross-linking agent manufactured by DIC Corporation), and E-2C is. , Fine tack curing agent "E-2C" (epoxy crosslinking agent manufactured by DIC Corporation).
本発明の粘着剤組成物から得られる粘着フィルムは、薄膜でありながら、被着体の極性を問わず、安定した強粘着力を発現させることが可能であり、粘着テープ（特に、電子機器等の製造場面に用いられる粘着テープ）に用いられる粘着剤として有用である。 Although the pressure-sensitive adhesive film obtained from the pressure-sensitive adhesive composition of the present invention is a thin film, it is possible to develop a stable strong adhesive force regardless of the polarity of the adherend, and the pressure-sensitive adhesive tape (particularly, an electronic device or the like) can be exhibited. It is useful as an adhesive used for adhesive tapes used in the manufacturing scene of the above.
Claims (5)
前記アクリル重合体（Ａ）が、（メタ）アクリレートモノマー（ａ１）に由来する単位と、酸基を有するモノマー（ａ２）及びアミド基を有するモノマー（ａ３）からなる群より選ばれる少なくとも１種に由来する単位とを含むものであり、
前記（メタ）アクリレートモノマーが、炭素原子数６以上のアルキル基を有するアクリル酸アルキルエステル（ａ１−１）を含むものであり、
前記酸基を有するモノマー（ａ２）及びアミド基を有するモノマー（ａ３）に由来する単位の合計の含有率が、５質量％以下であり、
前記（メタ）アクリル重合体（Ａ）の重量平均分子量が、５００，０００以上であり、
前記粘着付与樹脂（Ｃ）の含有率が、粘着剤組成物の不揮発分中１０質量％以上４０質量％以下である粘着剤組成物。 Contains the acrylic polymer (A), the cross-linking agent (B) and the tackifier resin (C).
The acrylic polymer (A) is at least one selected from the group consisting of a unit derived from the (meth) acrylate monomer (a1), a monomer having an acid group (a2) and a monomer having an amide group (a3). It includes the unit from which it is derived.
The (meth) acrylate monomer contains an acrylic acid alkyl ester (a1-1) having an alkyl group having 6 or more carbon atoms.
The total content of the units derived from the monomer having an acid group (a2) and the monomer having an amide group (a3) is 5% by mass or less.
The weight average molecular weight of the (meth) acrylic polymer (A) is 500,000 or more, and the weight average molecular weight is 500,000 or more.
A pressure-sensitive adhesive composition in which the content of the pressure-sensitive adhesive resin (C) is 10% by mass or more and 40% by mass or less in the non-volatile content of the pressure-sensitive adhesive composition.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2020097573A JP2021188015A (en) | 2020-06-04 | 2020-06-04 | Adhesive composition, adhesive layer and tape |
| CN202110603787.0A CN113755119A (en) | 2020-06-04 | 2021-05-31 | Adhesive composition, adhesive layer and tape |
| TW110120034A TW202146611A (en) | 2020-06-04 | 2021-06-02 | Adhesive composition, adhesive layer and tape wherein the adhesive composition includes an acrylic polymer, a crosslinking agent and a tackifying resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2020097573A JP2021188015A (en) | 2020-06-04 | 2020-06-04 | Adhesive composition, adhesive layer and tape |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2021188015A true JP2021188015A (en) | 2021-12-13 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020097573A Pending JP2021188015A (en) | 2020-06-04 | 2020-06-04 | Adhesive composition, adhesive layer and tape |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JP2021188015A (en) |
| CN (1) | CN113755119A (en) |
| TW (1) | TW202146611A (en) |
-
2020
- 2020-06-04 JP JP2020097573A patent/JP2021188015A/en active Pending
-
2021
- 2021-05-31 CN CN202110603787.0A patent/CN113755119A/en active Pending
- 2021-06-02 TW TW110120034A patent/TW202146611A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| TW202146611A (en) | 2021-12-16 |
| CN113755119A (en) | 2021-12-07 |
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