CN112341959A - Adhesive composition, adhesive layer and adhesive film - Google Patents
Adhesive composition, adhesive layer and adhesive film Download PDFInfo
- Publication number
- CN112341959A CN112341959A CN202010778648.7A CN202010778648A CN112341959A CN 112341959 A CN112341959 A CN 112341959A CN 202010778648 A CN202010778648 A CN 202010778648A CN 112341959 A CN112341959 A CN 112341959A
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- China
- Prior art keywords
- monomer
- mass
- meth
- acrylate
- group
- Prior art date
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- Granted
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- 239000000203 mixture Substances 0.000 title claims abstract description 29
- 239000000853 adhesive Substances 0.000 title claims abstract description 26
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 26
- 239000002313 adhesive film Substances 0.000 title claims abstract description 13
- 239000012790 adhesive layer Substances 0.000 title claims abstract description 9
- 239000000178 monomer Substances 0.000 claims abstract description 117
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 67
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 30
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 30
- 239000002253 acid Substances 0.000 claims abstract description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 20
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract description 13
- 230000009477 glass transition Effects 0.000 claims abstract description 10
- 229920001519 homopolymer Polymers 0.000 claims abstract description 8
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims abstract description 6
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 28
- 239000002904 solvent Substances 0.000 claims description 10
- -1 n-octyl group Chemical group 0.000 description 39
- 150000002430 hydrocarbons Chemical group 0.000 description 12
- 125000000217 alkyl group Chemical group 0.000 description 11
- 239000011521 glass Substances 0.000 description 10
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 9
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- 239000000758 substrate Substances 0.000 description 9
- 239000004925 Acrylic resin Substances 0.000 description 8
- 229920000178 Acrylic resin Polymers 0.000 description 8
- 239000004593 Epoxy Substances 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
- 125000004433 nitrogen atom Chemical group N* 0.000 description 8
- 238000003786 synthesis reaction Methods 0.000 description 8
- 125000003277 amino group Chemical group 0.000 description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 5
- 230000003287 optical effect Effects 0.000 description 5
- 150000003926 acrylamides Chemical class 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 239000012948 isocyanate Substances 0.000 description 4
- 150000002513 isocyanates Chemical class 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 229910001220 stainless steel Inorganic materials 0.000 description 4
- 239000010935 stainless steel Substances 0.000 description 4
- 238000004383 yellowing Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 125000002723 alicyclic group Chemical group 0.000 description 3
- 150000001718 carbodiimides Chemical class 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000012634 fragment Substances 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 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 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000004848 polyfunctional curative Substances 0.000 description 3
- 239000003505 polymerization initiator Substances 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 238000002834 transmittance Methods 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 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
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 2
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-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
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-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
- 125000003118 aryl group Chemical group 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 150000004292 cyclic ethers Chemical class 0.000 description 2
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 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 2
- 238000001035 drying Methods 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000000691 measurement method Methods 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 2
- 125000002560 nitrile group Chemical group 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 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
- 230000002265 prevention Effects 0.000 description 2
- 229910000077 silane Inorganic materials 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
- 238000003756 stirring Methods 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
- 229920002554 vinyl polymer Polymers 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- GNWBLLYJQXKPIP-ZOGIJGBBSA-N (1s,3as,3bs,5ar,9ar,9bs,11as)-n,n-diethyl-6,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,5a,8,9,9b,10,11-dodecahydro-1h-indeno[5,4-f]quinoline-1-carboxamide Chemical compound CN([C@@H]1CC2)C(=O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H](C(=O)N(CC)CC)[C@@]2(C)CC1 GNWBLLYJQXKPIP-ZOGIJGBBSA-N 0.000 description 1
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 1
- BOVQCIDBZXNFEJ-UHFFFAOYSA-N 1-chloro-3-ethenylbenzene Chemical compound ClC1=CC=CC(C=C)=C1 BOVQCIDBZXNFEJ-UHFFFAOYSA-N 0.000 description 1
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 1
- YAOJJEJGPZRYJF-UHFFFAOYSA-N 1-ethenoxyhexane Chemical compound CCCCCCOC=C YAOJJEJGPZRYJF-UHFFFAOYSA-N 0.000 description 1
- IOSXLUZXMXORMX-UHFFFAOYSA-N 1-ethenoxypentane Chemical compound CCCCCOC=C IOSXLUZXMXORMX-UHFFFAOYSA-N 0.000 description 1
- OVGRCEFMXPHEBL-UHFFFAOYSA-N 1-ethenoxypropane Chemical compound CCCOC=C OVGRCEFMXPHEBL-UHFFFAOYSA-N 0.000 description 1
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
- JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical compound CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 description 1
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 description 1
- 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
- QEDJMOONZLUIMC-UHFFFAOYSA-N 1-tert-butyl-4-ethenylbenzene Chemical compound CC(C)(C)C1=CC=C(C=C)C=C1 QEDJMOONZLUIMC-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- ISRGONDNXBCDBM-UHFFFAOYSA-N 2-chlorostyrene Chemical compound ClC1=CC=CC=C1C=C ISRGONDNXBCDBM-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- RCEJCSULJQNRQQ-UHFFFAOYSA-N 2-methylbutanenitrile Chemical compound CCC(C)C#N RCEJCSULJQNRQQ-UHFFFAOYSA-N 0.000 description 1
- 125000003229 2-methylhexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- WHNPOQXWAMXPTA-UHFFFAOYSA-N 3-methylbut-2-enamide Chemical compound CC(C)=CC(N)=O WHNPOQXWAMXPTA-UHFFFAOYSA-N 0.000 description 1
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
- FUGYGGDSWSUORM-UHFFFAOYSA-N 4-hydroxystyrene Chemical compound OC1=CC=C(C=C)C=C1 FUGYGGDSWSUORM-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- FVWPIHOOWVNTNI-UHFFFAOYSA-N C(CC(C(C=C(F)F)(F)F)(F)F)F Chemical compound C(CC(C(C=C(F)F)(F)F)(F)F)F FVWPIHOOWVNTNI-UHFFFAOYSA-N 0.000 description 1
- 101000720524 Gordonia sp. (strain TY-5) Acetone monooxygenase (methyl acetate-forming) Proteins 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000003522 acrylic cement Substances 0.000 description 1
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- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 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
- 238000007664 blowing Methods 0.000 description 1
- MPMBRWOOISTHJV-UHFFFAOYSA-N but-1-enylbenzene Chemical compound CCC=CC1=CC=CC=C1 MPMBRWOOISTHJV-UHFFFAOYSA-N 0.000 description 1
- 125000004181 carboxyalkyl group Chemical group 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 239000003086 colorant Substances 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
- 230000007547 defect Effects 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 239000003759 ester based solvent Substances 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
- 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
- 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
- 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
- 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
- 239000005453 ketone based solvent Substances 0.000 description 1
- 238000003475 lamination Methods 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
- UUORTJUPDJJXST-UHFFFAOYSA-N n-(2-hydroxyethyl)prop-2-enamide Chemical compound OCCNC(=O)C=C UUORTJUPDJJXST-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
- 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
- HDBWAWNLGGMZRQ-UHFFFAOYSA-N p-Vinylbiphenyl Chemical compound C1=CC(C=C)=CC=C1C1=CC=CC=C1 HDBWAWNLGGMZRQ-UHFFFAOYSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 239000009719 polyimide resin Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 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
- 230000000007 visual effect Effects 0.000 description 1
- 239000008096 xylene 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
- C09J133/062—Copolymers with monomers not covered by C09J133/06
- C09J133/066—Copolymers with monomers not covered by C09J133/06 containing -OH groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1806—C6-(meth)acrylate, e.g. (cyclo)hexyl (meth)acrylate or phenyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1808—C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/10—Adhesives in the form of films or foils without carriers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2433/00—Presence of (meth)acrylic polymer
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Adhesive Tapes (AREA)
Abstract
The invention provides an adhesive composition, an adhesive layer and an adhesive film. Adhesive composition of the invention: comprising an acrylic polymer (A) and a crosslinking agent (B), the acrylic polymer (A) comprising: units derived from (meth) acrylate monomer (a 1); units derived from a nitrogen-containing monomer (a 2); and a unit derived from at least one selected from the group consisting of a monomer (a3) having an acid group and a monomer (a4) having a hydroxyl group, the (meth) acrylate monomer (a1) includes a low Tg monomer (a1-1) whose homopolymer has a glass transition temperature of less than-15 ℃, and a high Tg monomer (a1-2) whose homopolymer has a glass transition temperature of-15 ℃ or higher, the low Tg monomer (a1-1) includes butyl acrylate, and the total of the units derived from the monomer (a3) having an acid group and the monomer (a4) having a hydroxyl group is 2 mass% or higher in the acrylic polymer (a).
Description
Technical Field
The invention relates to an adhesive composition, an adhesive layer and an adhesive film.
Background
Adhesive sheets are used in various fields such as automobiles, buildings, and electronic devices. In particular, in recent years, the present invention is effectively used in various fields such as surface protection of a tablet (tablet) or a portable electronic device such as a smartphone, fixation of a member, and protection in a processing step of a member to be used. The pressure-sensitive adhesive sheet used in such electronic devices is further required to have high performance and high functionality in terms of the properties of the product. In particular, there is a demand for a clear image (not obstructing display) that can be displayed without peeling off the member and without defects or the like under various usage environments.
In addition, these mobile devices represented by smartphones are frequently transported and are likely to be dropped by mistake during use. When the glass is dropped, the surface glass may be broken and fragments of the glass may be scattered and damaged, which may cause damage. Therefore, a scattering prevention film for the purpose of preventing scattering of glass fragments may be attached.
[ Prior art documents ]
[ patent document ]
[ patent document 1] Japanese patent laid-open publication No. 2017-48328
[ patent document 2] Japanese patent application laid-open No. 2019-70148
[ patent document 3] Japanese patent laid-open publication No. 2019-70149
[ patent document 4] Japanese patent application laid-open No. 2019-70152
[ patent document 5] Japanese patent laid-open No. 2019-77881
[ patent document 6] Japanese patent laid-open No. 2019-77882
[ patent document 7] Japanese patent laid-open No. 2019-90040
Disclosure of Invention
[ problems to be solved by the invention ]
Since the scattering prevention film prevents scattering of fragments by being attached to the surface glass, a smartphone or the like is used in a state of being attached. Therefore, the biggest lessons are: the coating composition is free from peeling (high adhesion) even under various environments, and has high optical transparency (high transparency of the coating). However, it is not achieved to balance these required performances at a high level. The present invention has been made in view of the above circumstances, and an object thereof is to achieve high adhesion while maintaining optical transparency.
[ means for solving problems ]
Adhesive composition of the invention: by setting the acrylic polymer to a specific monomer composition, the cohesive force of the pressure-sensitive adhesive film can be increased while maintaining the optical transparency, and high transparency and high adhesion can be achieved at the same time.
Specifically, the adhesive composition: comprising an acrylic polymer (A) and a crosslinking agent (B),
the acrylic polymer (A) comprises: units derived from (meth) acrylate monomer (a 1); units derived from a nitrogen-containing monomer (a 2); and a unit derived from at least one selected from the group consisting of a monomer (a3) having an acid group and a monomer (a4) having a hydroxyl group,
the (meth) acrylate monomer (a1) comprises a low Tg monomer (a1-1) having a homopolymer glass transition temperature (Tg) of less than-15 ℃ and a high Tg monomer (a1-2) having a homopolymer glass transition temperature (Tg) of-15 ℃ or higher,
the low Tg monomer (a1-1) comprises butyl acrylate,
the total of the units derived from the monomer (a3) having an acid group and the monomer (a4) having a hydroxyl group is 2% by mass or more in the acrylic polymer (a).
[ Effect of the invention ]
By using the pressure-sensitive adhesive composition of the present invention, high adhesion can be achieved while maintaining optical transparency.
Detailed Description
The adhesive composition of the present invention comprises an acrylic polymer (a) and a crosslinking agent (B).
The acrylic polymer (A) comprises: units derived from (meth) acrylate monomer (a 1); units derived from a nitrogen-containing monomer (a 2); and a unit derived from at least one selected from the group consisting of a monomer (a3) having an acid group and a monomer (a4) having a hydroxyl group.
Examples of the (meth) acrylate monomer (a1) include: alkyl (meth) acrylates in which an alkyl group is ester-bonded, cyclic ether-containing (meth) acrylate monomers, alicyclic structure-containing (meth) acrylate monomers, aromatic ring-containing (meth) acrylate monomers, alkylene oxide structure-containing (meth) acrylate monomers, and the like.
Examples of the alkyl group in the alkyl (meth) acrylate include: a linear alkyl group such as 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, an n-octyl group, an n-nonyl group, an n-decyl group, a lauryl group, and a stearyl group; branched alkyl groups such as isopropyl, isobutyl, tert-butyl, isopentyl, neopentyl, isohexyl, isoheptyl, isooctyl, 2-ethylhexyl, isononyl, isodecyl, and isostearyl. The number of carbon atoms of the alkyl group is preferably 1 or more, and preferably 20 or less, more preferably 15 or less, and further preferably 12 or less.
Examples of the alkyl (meth) acrylate include: methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, tert-butyl (meth) 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 (meth) acrylate, n-decyl (meth) acrylate, isodecyl (meth) acrylate, lauryl (meth) acrylate, stearyl (meth) acrylate, isostearyl (meth) acrylate, and the like.
Further, examples of the (meth) acrylate ester monomer (a1) include: cyclic ether-containing (meth) acrylate monomers such as glycidyl (meth) acrylate and tetrahydrofurfuryl (meth) acrylate; alicyclic structure-containing (meth) acrylate monomers such as cyclohexyl (meth) acrylate and isobornyl (meth) acrylate; aromatic ring-containing (meth) acrylate monomers such as phenoxyethyl (meth) acrylate and benzyl (meth) acrylate; and (meth) acrylate monomers containing an alkylene oxide structure, such as 2-methoxyethyl (meth) acrylate, methoxybutyl (meth) acrylate, and methoxypolyethylene glycol (meth) acrylate.
The (meth) acrylate monomer (a1) includes a low Tg monomer (a1-1) having a homopolymer glass transition temperature (Tg) of less than-15 ℃ and a high Tg monomer (a1-2) having a homopolymer glass transition temperature (Tg) of-15 ℃ or higher.
The low Tg monomer (a1-1) may have a glass transition temperature (Tg) of less than-15 ℃, preferably-20 ℃ or less, more preferably-25 ℃ or less, and the lower limit thereof may be, for example, -100 ℃ or more.
The content of the low Tg monomer (a1-1) in the alkyl (meth) acrylate is preferably 30% by mass or more, more preferably 40% by mass or more, and even more preferably 45% by mass or more, and is preferably 95% by mass or less, more preferably 90% by mass or less, and even more preferably 85% by mass or less.
The glass transition temperature of the high Tg monomer (a1-2) is-15 ℃ or higher, preferably-10 ℃ or higher, more preferably-10 ℃ or higher, and the upper limit thereof may be 150 ℃ or lower and 100 ℃ or lower, for example.
The content of the high Tg monomer (a1-2) is preferably 15 parts by mass or more, more preferably 20 parts by mass or more, further preferably 25 parts by mass or more, and preferably 50 parts by mass or less, more preferably 45 parts by mass or less, further preferably 40 parts by mass or less, relative to 100 parts by mass of the low Tg monomer (a 1-1).
The unit derived from the high Tg monomer (a1-2) is preferably 10% by mass or more, more preferably 20% by mass or more, and even more preferably 25% by mass or more, and preferably 50% by mass or less, more preferably 45% by mass or less, and even more preferably 40% by mass or less in the acrylic polymer (a).
One or more (meth) acrylate monomers (a1) may be used, and alkyl acrylate and alicyclic structure-containing (meth) acrylate monomers are preferred in terms of providing flexibility and cohesive force in a well-balanced manner.
In the acrylic polymer (a), the content of the unit derived from the (meth) acrylate monomer (a1) is preferably 50% by mass or more, more preferably 70% by mass or more, and is preferably 97% by mass or less, more preferably 95% by mass or less.
The nitrogen-containing monomer (a2) is a monomer having a nitrogen atom and a polymerizable double bond in the molecule, preferably a monomer having an amide bond and a polymerizable double bond in the molecule, and examples thereof include: lactam compounds having a vinyl group; (meth) acrylamide monomers; and (meth) acrylate compounds having 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, or the like).
Examples of the lactam compound having a vinyl group include: n-vinylpyrrolidone, N-vinylcaprolactam, and the like.
The (meth) acrylamide monomer includes: a hydrogen atom or a hydrocarbon group (preferably an aliphatic hydrocarbon group; wherein-CH is contained in the hydrocarbon group) is bonded to the nitrogen atom of the (meth) acrylamide2A compound which may be substituted with-CO-, and a hydrogen atom contained in the hydrocarbon group may be substituted with a hydroxyl group), and the like. In addition, when two or more groups (the hydrocarbon group) substitute for the nitrogen atom of the (meth) acrylamide, these groups may be bonded to each other to form a ring including the nitrogen atom.
The number of carbon atoms of the hydrocarbon group (preferably, aliphatic hydrocarbon group) substituted with a nitrogen atom contained in the amide bond is preferably 1 or more, and preferably 10 or less, and more preferably 6 or less.
One or two or more kinds of the (meth) acrylamide monomers (a2) 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.
As the (meth) acrylamide compound, one or two or more kinds may be used, and examples thereof include: (meth) acrylamide; n-1 substituted (meth) acrylamide compounds such as 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, and N- (2-hydroxyethyl) acrylamide; n-2 substituted (meth) acrylamide compounds such as N- (meth) acryloylmorpholine, N- (meth) acryloylpiperidone, N- (meth) acryloylpiperidine, N- (meth) acryloylpyrrolidine, N- (meth) acryloyl-4-piperidone, N-dimethyl (meth) acrylamide, N-diethyl (meth) acrylamide, N-diisopropyl (meth) acrylamide, N-methylenebis (meth) acrylamide, and N, N-dimethylaminopropyl (meth) acrylamide.
Among them, the (meth) acrylamide monomer is preferably a monomer containing the monomer represented by the formula (1).
[ solution 1]
[ in the formula (1), R1Represents a hydrogen atom or a methyl group; r2And R3Each independently represents a hydrogen atom or a hydrocarbon group having 1 to 20 carbon atoms, and-CH contained in the hydrocarbon group2-may be substituted by-CO-or-O-, the hydrogen atom contained in said hydrocarbon group may be substituted by a hydroxyl group, R2And R3May be bonded to each other to form a ring containing a nitrogen atom]
As said R2And R3The hydrocarbon group represented by (a) may be one or two or more, and examples thereof include: a straight-chain or branched saturated aliphatic hydrocarbon group; straight-chain or branched unsaturated aliphatic hydrocarbon groups, and the like. Among them, preferred is a straight-chain or branched saturated aliphaticThe hydrocarbon group is more preferably a branched saturated aliphatic hydrocarbon group. Preferably R2And R3Is a hydrogen atom.
The (meth) acrylamide monomer also preferably contains R2And R3Both of which are the (meth) acrylamide monomers of the hydrocarbon group. In the presence of said compound containing R2And R3When both are the hydrocarbon group-containing (meth) acrylamide monomers, the content of the unit derived from the monomer is preferably 0.5% by mass or more, more preferably 1% by mass or more, and preferably 20% by mass or less, more preferably 15% by mass or less in the acrylic polymer (a).
In the nitrogen-containing monomer (a2), the content of the unit derived from the acrylamide monomer is preferably 70% by mass or more, more preferably 80% by mass or more, and still more preferably 90% by mass or more, with the upper limit being 100% by mass.
Examples of the (meth) acrylate compound having 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, and the like) include: (meth) acrylonitrile, t-butylaminoethyl (meth) acrylate, dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, and the like.
In the acrylic polymer, the content of the unit derived from the nitrogen-containing monomer (a2) is preferably 0.5% by mass or more, more preferably 1% by mass or more, and preferably 20% by mass or less, more preferably 15% by mass or less.
The monomer (a3) having an acid group includes 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 preferably a monomer having a carboxyl group.
As the monomer having a carboxyl group, one or two or more kinds may be used, and examples thereof include: (meth) acrylic acid; carboxyalkyl (meth) acrylates such as carboxyethyl (meth) acrylate, carboxypentyl (meth) acrylate, and β -carboxyethyl (meth) acrylate; unsaturated carboxylic acids such as itaconic acid, itaconic anhydride, maleic acid, maleic anhydride, fumaric acid, and crotonic acid.
In the monomer (a3) having an acid group, the content of the monomer having a carboxyl group is preferably 80% by mass or more, more preferably 90% by mass or more, and still more preferably 95% by mass or more, with the upper limit being 100% by mass.
In the acrylic polymer (a), the content of the unit derived from the monomer (a3) having an acid group is preferably 1% by mass or more, more preferably 2.5% by mass or more, and even more preferably 4% by mass or more, and is preferably 20% by mass or less, more preferably 15% by mass or less, and even more preferably 12% by mass or less.
Examples of the monomer (a4) having a hydroxyl group include monomers having a hydroxyl group and a polymerizable double bond. Examples of the monomer (a4) having a hydroxyl group include: hydroxyalkyl (meth) acrylates; hydroxyalkyl (meth) acrylamides; polyalkylene glycol (meth) acrylates and the like, preferably hydroxyalkyl (meth) acrylates.
As the monomer having a hydroxyl group (a4), there may be specifically mentioned: hydroxyalkyl (meth) acrylates having an alkyl (alkylene) group having 2 to 10 carbon atoms such as 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, and 8-hydroxyoctyl (meth) acrylate; hydroxyalkyl (meth) acrylamides having an alkyl (alkylene) group having 2 to 8 carbon atoms such as 2-hydroxyethyl (meth) acrylamide, 4-hydroxyethyl (meth) acrylamide, 6-hydroxyhexyl (meth) acrylamide, and 8-hydroxyoctyl (meth) acrylamide; polyalkylene glycol (meth) acrylates such as polyethylene glycol (meth) acrylates, and the like.
The content of the unit derived from the hydroxyl group-containing monomer (a4) in the acrylic monomer (a) is preferably 0.01% by mass or more, more preferably 0.03% by mass or more, further preferably 0.05% by mass or more, and preferably 10% by mass or less, more preferably 5% by mass or less, further preferably 3% by mass or less.
The total of the units derived from the monomer (a3) having an acid group and the monomer (a4) having a hydroxyl group is 2% by mass or more, preferably 3% by mass or more, more preferably 5% by mass or more, and preferably 30% by mass or less, more preferably 22% by mass or less, and still more preferably 17% by mass or less in the acrylic polymer (a).
In the acrylic polymer (a), the total of units derived from the (meth) acrylate monomer (a1), the nitrogen-containing monomer (a2), the monomer having an acid group (a3), and the monomer having a hydroxyl group (a4) is preferably 70% by mass or more, more preferably 80% by mass or more, still more preferably 90% by mass or more, and the upper limit is 100% by mass in the acrylic polymer (a).
The acrylic polymer (a) may have units derived from other monomers (ax) than the (meth) acrylate monomer (a1), the nitrogen-containing monomer (a2), the monomer having an acid group (a3), and the monomer having a hydroxyl group (a 4).
As the other monomers (ax), one or two or more kinds may be used, and examples thereof include: vinyl ester monomers such as vinyl acetate, vinyl propionate, vinyl butyrate and vinyl versatate; vinyl ether monomers such as methyl vinyl ether, ethyl vinyl ether, propyl vinyl ether, butyl vinyl ether, pentyl vinyl ether, and hexyl vinyl ether; aromatic vinyl monomers such as styrene, o-methylstyrene, m-methylstyrene, p-methylstyrene, ethylvinylbenzene, α -methylstyrene, p-methoxystyrene, p-t-butylstyrene, p-phenylstyrene, o-chlorostyrene, m-chlorostyrene, p-chlorostyrene, and p-hydroxystyrene; isoprene, chloroprene, butadiene, ethylene, tetrafluoroethylene, vinylidene fluoride, and the like.
The content of the unit derived from another monomer (ax) in the acrylic polymer (a) is preferably 20% by mass or less, more preferably 10% by mass or less, still more preferably 5% by mass or less, and the lower limit is 0% by mass.
The weight average molecular weight of the acrylic polymer (a) is preferably 10 ten thousand or more, more preferably 20 ten thousand or more, further preferably 30 ten thousand or more, and preferably 200 ten thousand or less, more preferably 180 ten thousand or less, further preferably 150 ten thousand or less.
In the present specification, the number average molecular weight and the weight average molecular weight of the acrylic polymer (a) are converted values measured by Gel Permeation Chromatography (GPC) using polystyrene as a standard sample.
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, and preferably 100% by mass or less in nonvolatile components.
In the present specification, the nonvolatile component of the pressure-sensitive adhesive composition means a portion obtained by removing a solvent component which is optionally contained in the pressure-sensitive adhesive composition.
The acrylic polymer (a) may be produced by copolymerizing the (meth) acrylate monomer (a1), the nitrogen-containing monomer (a2), the monomer having an acid group (a3), the monomer having a hydroxyl group (a4), and other monomers (ax) used as necessary in the presence of a polymerization initiator.
As the polymerization initiator, for example, one or two or more of thermal polymerization initiators can be used, and there can be mentioned: peroxide initiators such as benzoyl peroxide and lauroyl peroxide; azo initiators such as azobismethylbutyronitrile and azobisisobutyronitrile.
The adhesive composition of the present invention contains a crosslinking agent (B). As the crosslinking agent, one or two or more kinds may be used, and for example, there may be mentioned: isocyanate crosslinking agents, epoxy crosslinking agents, aziridine crosslinking agents, polyvalent metal salt crosslinking agents, metal chelate crosslinking agents, ketone-hydrazide crosslinking agents, oxazoline crosslinking agents, carbodiimide crosslinking agents, silane crosslinking agents, glycidyl (alkoxy) epoxy silane crosslinking agents, and the like.
Among them, isocyanate crosslinking agents, epoxy crosslinking agents, oxazoline crosslinking agents, and carbodiimide crosslinking agents are preferable, isocyanate crosslinking agents, epoxy crosslinking agents, and carbodiimide crosslinking agents are more preferable, and epoxy crosslinking agents are particularly preferable.
The content of the epoxy crosslinking agent in the crosslinking agent (B) is preferably 30% by mass or more, more preferably 50% by mass or more, further preferably 80% by mass or more, further preferably 90% by mass or more, and preferably 100% by mass or less.
The content of the crosslinking agent (B) is preferably 0.01 part by mass or more, more preferably 0.05 part by mass or more, and even more preferably 0.1 part by mass or more, and is preferably 5 parts by mass or less, more preferably 3 parts by mass or less, and even more preferably 1 part by mass or less, relative to 100 parts by mass of the acrylic polymer (a).
The adhesive composition of the present invention preferably comprises a solvent (D). As the solvent (D), one or two or more kinds may be used, and for example, there may be mentioned: aromatic hydrocarbon solvents such as toluene and xylene; ester solvents such as ethyl acetate and butyl acetate; ketone solvents such as acetone and methyl ethyl ketone; and aliphatic hydrocarbon solvents such as hexane. Among them, the ester solvent is preferably contained.
The content of the ester solvent in the solvent (D) 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.
The content of the solvent (D) in the adhesive composition is preferably 10% by mass or more, more preferably 30% by mass or more, and even more preferably 50% by mass or more, and preferably 90% by mass or less, more preferably 70% by mass or less, and even more preferably 65% by mass or less.
In the pressure-sensitive adhesive composition of the present invention, in order to maintain low yellowing, the content of the adhesion-imparting resin is preferably reduced, and is preferably less than 10 parts by mass, more preferably 8 parts by mass or less, further preferably 3 parts by mass or less, further more preferably 1 part by mass or less, and preferably 0 part by mass, relative to 100 parts by mass of the acrylic polymer.
The adhesive composition of the present invention may also contain a base (ammonia or the like) or an acid for adjusting the pH; a foaming agent; a plasticizer; a softening agent; an antioxidant; fillers such as glass or plastic fibers, balloon beads, and metal powder; colorants such as pigment-dyes; a pH value adjusting agent; a film-forming auxiliary agent; leveling agent; a tackifier; a hydrophobizing agent; defoaming agents; an acid catalyst; acid generators, and the like as additives.
The adhesive layer can be formed by applying the adhesive composition to a support and drying it. The support may be any substrate such as a release sheet or an adhesive sheet.
As the coating method, a knife coater, a reverse coater, a die coater, a lip die coater, a slit die coater, a gravure coater, a curtain coater, or the like can be used.
The thickness of the adhesive layer is preferably 5 μm or more, more preferably 10 μm or more, further preferably 15 μm or more, and preferably 150 μm or less, more preferably 100 μm or less, further preferably 75 μm or less.
The adhesive sheet or adhesive tape of the present invention has the adhesive layer and the substrate. The substrate may be in any shape such as a film, a sheet, a tape, a plate, or a three-dimensional shape, and examples of the material of the substrate include plastics such as polyester resin, polypropylene resin, polyethylene resin, polyimide resin, vinyl chloride resin, and urethane resin; rubber; non-woven fabrics; a metal foil; paper and the like are preferable, and polyester resin is more preferable. The substrate may be a substrate having a smooth surface, or a substrate having irregularities on the surface, such as a fibrous substrate or a foam substrate.
The thickness of the base material is preferably 0.1 μm or more, and preferably 1,000 μm or less.
[ examples ]
The present invention will be described in more detail with reference to the following examples, but the present invention is not limited to the following examples, and it goes without saying that the present invention can be carried out by appropriately changing the examples within a range that can be adapted to the gist described above and described later, and these are included in the technical scope of the present invention.
[ Synthesis example 1]
< Synthesis of acrylic resin (A) >
200 parts by mass of n-butyl acrylate, 277 parts by mass of 2-ethylhexyl acrylate, 400 parts by mass of cyclohexyl acrylate, 50 parts by mass of diacetone acrylamide, 70 parts by mass of acrylic acid, 3 parts by mass of 4-hydroxybutyl acrylate and 1000 parts by mass of ethyl acetate were put into a reaction vessel equipped with a stirrer, a reflux condenser, a nitrogen gas inlet tube and a thermometer, and the temperature was raised to 70 ℃ while blowing nitrogen gas under stirring. After 1 hour, 10 parts by mass (5% by mass of solid content) of a2, 2' -azobis (2-methylbutyronitrile) solution obtained by dissolving in ethyl acetate in advance was added. Thereafter, the mixture was held at 70 ℃ for 8 hours under stirring, and then the contents were cooled and filtered through a 200-mesh wire gauze to obtain an acrylic resin (A1) having a nonvolatile content of 50 mass%, a viscosity of 100,000 mPas and a weight-average molecular weight of 90 ten thousand.
Synthesis examples 2 to 7 and comparative Synthesis examples 1 to 5
Acrylic resins (a2) to (a7) and comparative acrylic resins (a1') to (a5') were obtained in the same manner as in synthesis example 1 except that the (meth) acrylate monomer (a1), nitrogen-containing monomer (a2), acid group-containing monomer (A3), and hydroxyl group-containing monomer (a4) were changed as shown in tables 1 and 2.
[ example 1]
0.3 parts by mass of an epoxy-based crosslinking agent (fantasy (finetack) hardener EX-50; manufactured by Dean (DIC) (stock)) was stirred and mixed so as to become uniform with respect to 100 parts by mass of the acrylic resin (a1) obtained in synthesis example 1, thereby obtaining an acrylic adhesive composition.
Examples 2 to 7 and comparative examples 1 to 5
An acrylic pressure-sensitive adhesive composition was obtained in the same manner as in example 1, except that 100 parts by mass of each of the acrylic resins (a2) to (a7) and the comparative acrylic resins (a1') to (a5') obtained in synthesis examples 2 to 7 and 1 to 5 was used instead of 100 parts by mass of the acrylic resin (a1) obtained in synthesis example 1.
[ method of processing adhesive film ]
The acrylic pressure-sensitive adhesive composition obtained in the above example was applied to the surface of a polyethylene terephthalate film (release PET50) whose surface was subjected to release treatment and whose thickness was 50 μm so that the film thickness after drying the solvent was 25 μm, and the solvent was volatilized in a dryer at 80 ℃ for 3 minutes, followed by lamination of a PET50 μm film.
[ measuring method of adhesive Strength ]
The adhesive film produced by the above method was cut into a width of 25mm, and the thus-obtained article was used as a test piece. The adherend was a glass plate and was attached to the adherend by a 2kg roller × 2 reciprocations. After 1 hour of the attachment, 180 degree peel strength was measured at 23 ℃ and 50% RH to obtain adhesive strength.
[ method for measuring holding force ]
The adhesive film produced by the above method was cut into a width of 25mm, and the thus-obtained article was used as a test piece. The stainless steel plate subjected to the mirror finish was attached to the stainless steel plate by 2 reciprocal movements with a 2kg roller having an adhesive area of 25mm × 25 mm. The test piece attached to the stainless steel plate was subjected to a load of 1kg in a direction (shear direction) of 0 ° with respect to the stainless steel plate in an environment of 70 ℃, and the time until the adhesive film slipped off from the adherend was measured, and the retention time was defined as the retention force. When the holding was performed even after 24 hours, the holding time was set to 24 hours or more, and the deviation width from the initial sticking position was measured and described together.
[ method for measuring yellow Change (b) ]
The adhesive film prepared by the above method was attached to a glass plate, and the thus-obtained article was used as a test piece. The test piece was measured for the degree of yellowing (b) according to Japanese Industrial Standard (JIS) K7105 using a light source C, a visual field of view of 2 degrees, and a "spectrocolorimeter" CM-5000d (Konica Minolta Sensing) (manufactured by Konica Minolta Sensing Co., Ltd.).
[ measurement methods of haze and light transmittance ]
The adhesive film prepared by the above method was attached to a glass plate, and the thus-obtained article was used as a test piece. The haze and the light transmittance were measured by a haze meter "NDH 5000" (manufactured by Nippon Denshoku industries Co., Ltd.) on the test piece according to JIS K7361-1.
[ measurement methods of yellowing (b), haze, and light transmittance after Wet Heat resistance test ]
The adhesive film prepared by the method was attached to a glass plate and left to stand at 85 ℃ x 85% RH for 250 hours and 500 hours. Thereafter, another piece of the release PET50 was peeled off, and the yellowing factor (b) was measured in accordance with JIS K7105 in the same manner as described above.
[ Table 1]
In table 1, the abbreviations each represent the following compounds.
BA: acrylic acid n-butyl ester
2 EHA: 2-ethylhexyl acrylate
CHA: acrylic acid cyclohexyl ester
MA: acrylic acid methyl ester
n-BMA: methacrylic acid n-butyl ester
IBXA: acrylic acid isobornyl ester
DMAA: dimethylacrylamide
DAAM: diacetone acrylamide
NIPAM: n-isopropyl acrylamide
ACMO: acryloyl morpholine
AA: acrylic acid
HEA: 2-Hydroxyethyl acrylate
4 HBA: acrylic acid 4-hydroxybutyl ester
D-40: van Taike (finetack) hardener D-40 (isocyanate cross-linking agent: manufactured by Diesen (DIC) (Strand))
EX-50: van Taike (Finetack) hardener EX-50 (epoxy cross-linking agent: manufactured by Diesen (DIC))
[ Table 2]
Examples 1 to 7 are examples of the present invention, and can improve the cohesive force of the adhesive film while maintaining the optical transparency, and can achieve both high transparency and high adhesion.
Comparative examples 1 and 4 are examples in which the total amount of the monomer having an acid group and the monomer having a hydroxyl group is less than 2% by mass, and the adhesive strength is low. Comparative example 2 is an example containing no nitrogen-containing monomer, and the adhesion was low. Comparative example 3 is an example containing no high Tg monomer and has low adhesion. Comparative example 5 is an example containing no butyl acrylate as the low Tg monomer and has low adhesion.
Claims (7)
1. An adhesive composition comprising an acrylic polymer (A) and a crosslinking agent (B),
the acrylic polymer (A) comprises: units derived from (meth) acrylate monomer (a 1); units derived from a nitrogen-containing monomer (a 2); and a unit derived from at least one selected from the group consisting of a monomer (a3) having an acid group and a monomer (a4) having a hydroxyl group,
the (meth) acrylate monomer (a1) comprises a low Tg monomer (a1-1) having a glass transition temperature Tg of a homopolymer of less than-15 ℃ and a high Tg monomer (a1-2) having a glass transition temperature Tg of a homopolymer of-15 ℃ or higher,
the low Tg monomer (a1-1) comprises butyl acrylate,
the total of the units derived from the monomer (a3) having an acid group and the monomer (a4) having a hydroxyl group is 2% by mass or more in the acrylic polymer (a).
2. The adhesive composition according to claim 1, wherein a unit derived from the monomer (a3) having an acid group is 2.5% by mass or more and 20% by mass or less in the acrylic polymer (a).
3. The adhesive composition according to claim 1 or 2, wherein the unit derived from the high Tg monomer (a1-2) is 10 mass% or more and 50 mass% or less in the acrylic polymer (a).
4. The adhesive composition according to any one of claims 1 to 3, wherein the nitrogen-containing monomer (a2) is a (meth) acrylamide monomer.
5. The adhesive composition according to any one of claims 1 to 4, further comprising a solvent (D).
6. An adhesive layer formed from the adhesive composition of any one of claims 1 to 5.
7. An adhesive film having the adhesive layer of claim 6.
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| JP2019-146317 | 2019-08-08 | ||
| JP2019146317A JP7342507B2 (en) | 2019-08-08 | 2019-08-08 | Adhesive composition and adhesive film |
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| CN112341959B CN112341959B (en) | 2024-01-05 |
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| CN103865409A (en) * | 2012-12-17 | 2014-06-18 | 藤森工业株式会社 | Adhesive layer and adhesive film |
| CN103937416A (en) * | 2013-01-17 | 2014-07-23 | 藤森工业株式会社 | Adhesive layer and adhesive film |
| CN106244057A (en) * | 2015-06-08 | 2016-12-21 | 藤森工业株式会社 | Blooming adhesion agent composition, blooming adhering agent layer and blooming adhesive film |
| CN109971396A (en) * | 2017-12-27 | 2019-07-05 | 藤森工业株式会社 | Adhesion agent composition and adhesive film |
| CN112955517A (en) * | 2018-11-06 | 2021-06-11 | Dic株式会社 | Adhesive composition, adhesive layer, sheet and tape |
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| WO2017002634A1 (en) * | 2015-06-29 | 2017-01-05 | Dic株式会社 | Pressure-sensitive adhesive tape, harness-bundling sheet, and article |
| JP6630629B2 (en) * | 2016-05-11 | 2020-01-15 | 昭和電工株式会社 | Curable composition for pressure-sensitive adhesive sheet, and pressure-sensitive adhesive sheet using the same |
| JP6142396B1 (en) * | 2016-07-28 | 2017-06-07 | サイデン化学株式会社 | Optical film adhesive sheet |
| US20200270490A1 (en) * | 2017-11-06 | 2020-08-27 | SOKEN CHEMICAL & ENGINGEERING Co., Ltd. | Adhesive Composition, Adhesive and Adhesive Sheet |
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| CN103865409A (en) * | 2012-12-17 | 2014-06-18 | 藤森工业株式会社 | Adhesive layer and adhesive film |
| CN103937416A (en) * | 2013-01-17 | 2014-07-23 | 藤森工业株式会社 | Adhesive layer and adhesive film |
| CN106244057A (en) * | 2015-06-08 | 2016-12-21 | 藤森工业株式会社 | Blooming adhesion agent composition, blooming adhering agent layer and blooming adhesive film |
| CN115584226A (en) * | 2015-06-08 | 2023-01-10 | 藤森工业株式会社 | Adhesive composition for optical film, adhesive layer for optical film, and adhesive film for optical film |
| CN109971396A (en) * | 2017-12-27 | 2019-07-05 | 藤森工业株式会社 | Adhesion agent composition and adhesive film |
| CN112955517A (en) * | 2018-11-06 | 2021-06-11 | Dic株式会社 | Adhesive composition, adhesive layer, sheet and tape |
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| JP7342507B2 (en) | 2023-09-12 |
| TW202113017A (en) | 2021-04-01 |
| CN112341959B (en) | 2024-01-05 |
| JP2021024999A (en) | 2021-02-22 |
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