CN116333613A - Optical adhesive sheet - Google Patents
Optical adhesive sheet Download PDFInfo
- Publication number
- CN116333613A CN116333613A CN202211658835.7A CN202211658835A CN116333613A CN 116333613 A CN116333613 A CN 116333613A CN 202211658835 A CN202211658835 A CN 202211658835A CN 116333613 A CN116333613 A CN 116333613A
- Authority
- CN
- China
- Prior art keywords
- adhesive sheet
- meth
- acrylate
- mass
- adhesive
- 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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- 230000001070 adhesive effect Effects 0.000 title claims abstract description 271
- 239000000853 adhesive Substances 0.000 title claims abstract description 269
- 230000003287 optical effect Effects 0.000 title claims abstract description 47
- 238000012360 testing method Methods 0.000 claims abstract description 53
- 229920001721 polyimide Polymers 0.000 claims abstract description 20
- 238000009864 tensile test Methods 0.000 claims abstract description 19
- 239000004642 Polyimide Substances 0.000 claims abstract description 16
- 238000013213 extrapolation Methods 0.000 claims abstract description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 94
- 239000000178 monomer Substances 0.000 description 69
- 239000000203 mixture Substances 0.000 description 52
- 239000003431 cross linking reagent Substances 0.000 description 42
- 125000000217 alkyl group Chemical group 0.000 description 40
- 239000010408 film Substances 0.000 description 35
- 239000003999 initiator Substances 0.000 description 33
- -1 2-ethylhexyl Chemical group 0.000 description 31
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 29
- 238000000034 method Methods 0.000 description 28
- 229920005601 base polymer Polymers 0.000 description 26
- 229920000642 polymer Polymers 0.000 description 18
- 238000005259 measurement Methods 0.000 description 17
- 229920000058 polyacrylate Polymers 0.000 description 16
- 239000011248 coating agent Substances 0.000 description 15
- 238000000576 coating method Methods 0.000 description 15
- 239000012948 isocyanate Substances 0.000 description 15
- 150000002513 isocyanates Chemical class 0.000 description 15
- 238000006116 polymerization reaction Methods 0.000 description 14
- 238000002360 preparation method Methods 0.000 description 14
- 230000009477 glass transition Effects 0.000 description 13
- 238000005452 bending Methods 0.000 description 11
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 10
- 125000004432 carbon atom Chemical group C* 0.000 description 10
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 9
- 238000013329 compounding Methods 0.000 description 9
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
- 239000012790 adhesive layer Substances 0.000 description 8
- 150000002978 peroxides Chemical class 0.000 description 8
- 238000009832 plasma treatment Methods 0.000 description 8
- 229920005989 resin Polymers 0.000 description 8
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 239000006087 Silane Coupling Agent Substances 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- MPIAGWXWVAHQBB-UHFFFAOYSA-N [3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C MPIAGWXWVAHQBB-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 229920002799 BoPET Polymers 0.000 description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
- 229920001519 homopolymer Polymers 0.000 description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 description 5
- 229920000139 polyethylene terephthalate Polymers 0.000 description 5
- 239000005020 polyethylene terephthalate Substances 0.000 description 5
- 239000003505 polymerization initiator Substances 0.000 description 5
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 4
- 239000002985 plastic film Substances 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 3
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 3
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 3
- 239000004971 Cross linker Substances 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 239000013039 cover film Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 238000002834 transmittance Methods 0.000 description 3
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 3
- XSCLFFBWRKTMTE-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)cyclohexane Chemical compound O=C=NCC1CCCC(CN=C=O)C1 XSCLFFBWRKTMTE-UHFFFAOYSA-N 0.000 description 2
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 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
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-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
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 239000007869 azo polymerization initiator Substances 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- 125000002619 bicyclic group Chemical group 0.000 description 2
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- 238000006073 displacement reaction Methods 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
- 238000011156 evaluation Methods 0.000 description 2
- 229920002457 flexible plastic Polymers 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 238000000691 measurement method Methods 0.000 description 2
- AFEQENGXSMURHA-UHFFFAOYSA-N oxiran-2-ylmethanamine Chemical compound NCC1CO1 AFEQENGXSMURHA-UHFFFAOYSA-N 0.000 description 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920006255 plastic film Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000012719 thermal polymerization Methods 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- NOBYOEQUFMGXBP-UHFFFAOYSA-N (4-tert-butylcyclohexyl) (4-tert-butylcyclohexyl)oxycarbonyloxy carbonate Chemical compound C1CC(C(C)(C)C)CCC1OC(=O)OOC(=O)OC1CCC(C(C)(C)C)CC1 NOBYOEQUFMGXBP-UHFFFAOYSA-N 0.000 description 1
- RQHGZNBWBKINOY-PLNGDYQASA-N (z)-4-tert-butylperoxy-4-oxobut-2-enoic acid Chemical compound CC(C)(C)OOC(=O)\C=C/C(O)=O RQHGZNBWBKINOY-PLNGDYQASA-N 0.000 description 1
- NNOZGCICXAYKLW-UHFFFAOYSA-N 1,2-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC=C1C(C)(C)N=C=O NNOZGCICXAYKLW-UHFFFAOYSA-N 0.000 description 1
- ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-UHFFFAOYSA-N 0.000 description 1
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 1
- ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 1
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 description 1
- HASUCEDGKYJBDC-UHFFFAOYSA-N 1-[3-[[bis(oxiran-2-ylmethyl)amino]methyl]cyclohexyl]-n,n-bis(oxiran-2-ylmethyl)methanamine Chemical compound C1OC1CN(CC1CC(CN(CC2OC2)CC2OC2)CCC1)CC1CO1 HASUCEDGKYJBDC-UHFFFAOYSA-N 0.000 description 1
- HXQKJEIGFRLGIH-UHFFFAOYSA-N 1-ethenyl-2h-pyrazine Chemical compound C=CN1CC=NC=C1 HXQKJEIGFRLGIH-UHFFFAOYSA-N 0.000 description 1
- OZFIGURLAJSLIR-UHFFFAOYSA-N 1-ethenyl-2h-pyridine Chemical compound C=CN1CC=CC=C1 OZFIGURLAJSLIR-UHFFFAOYSA-N 0.000 description 1
- LNKDTZRRFHHCCV-UHFFFAOYSA-N 1-ethenyl-2h-pyrimidine Chemical compound C=CN1CN=CC=C1 LNKDTZRRFHHCCV-UHFFFAOYSA-N 0.000 description 1
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 1
- DCRYNQTXGUTACA-UHFFFAOYSA-N 1-ethenylpiperazine Chemical compound C=CN1CCNCC1 DCRYNQTXGUTACA-UHFFFAOYSA-N 0.000 description 1
- PBGPBHYPCGDFEZ-UHFFFAOYSA-N 1-ethenylpiperidin-2-one Chemical compound C=CN1CCCCC1=O PBGPBHYPCGDFEZ-UHFFFAOYSA-N 0.000 description 1
- NWHSSMRWECHZEP-UHFFFAOYSA-N 1-ethenylpyrazole Chemical compound C=CN1C=CC=N1 NWHSSMRWECHZEP-UHFFFAOYSA-N 0.000 description 1
- CTXUTPWZJZHRJC-UHFFFAOYSA-N 1-ethenylpyrrole Chemical compound C=CN1C=CC=C1 CTXUTPWZJZHRJC-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
- DGPVNNMFVYYVDF-UHFFFAOYSA-N 1-prop-2-enoylpyrrolidin-2-one Chemical compound C=CC(=O)N1CCCC1=O DGPVNNMFVYYVDF-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
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 1
- MTLWTRLYHAQCAM-UHFFFAOYSA-N 2-[(1-cyano-2-methylpropyl)diazenyl]-3-methylbutanenitrile Chemical compound CC(C)C(C#N)N=NC(C#N)C(C)C MTLWTRLYHAQCAM-UHFFFAOYSA-N 0.000 description 1
- SYEWHONLFGZGLK-UHFFFAOYSA-N 2-[1,3-bis(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COCC(OCC1OC1)COCC1CO1 SYEWHONLFGZGLK-UHFFFAOYSA-N 0.000 description 1
- WMYINDVYGQKYMI-UHFFFAOYSA-N 2-[2,2-bis(hydroxymethyl)butoxymethyl]-2-ethylpropane-1,3-diol Chemical compound CCC(CO)(CO)COCC(CC)(CO)CO WMYINDVYGQKYMI-UHFFFAOYSA-N 0.000 description 1
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 description 1
- NFHVQKQXNHFCKH-UHFFFAOYSA-N 2-ethenyl-3h-1,2-oxazole Chemical compound C=CN1CC=CO1 NFHVQKQXNHFCKH-UHFFFAOYSA-N 0.000 description 1
- QERTUMILBWNEJM-UHFFFAOYSA-N 2-ethenyl-3h-1,2-thiazole Chemical compound C=CN1CC=CS1 QERTUMILBWNEJM-UHFFFAOYSA-N 0.000 description 1
- ZACVGCNKGYYQHA-UHFFFAOYSA-N 2-ethylhexoxycarbonyloxy 2-ethylhexyl carbonate Chemical compound CCCCC(CC)COC(=O)OOC(=O)OCC(CC)CCCC ZACVGCNKGYYQHA-UHFFFAOYSA-N 0.000 description 1
- NLGDWWCZQDIASO-UHFFFAOYSA-N 2-hydroxy-1-(7-oxabicyclo[4.1.0]hepta-1,3,5-trien-2-yl)-2-phenylethanone Chemical compound OC(C(=O)c1cccc2Oc12)c1ccccc1 NLGDWWCZQDIASO-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- RTEZVHMDMFEURJ-UHFFFAOYSA-N 2-methylpentan-2-yl 2,2-dimethylpropaneperoxoate Chemical compound CCCC(C)(C)OOC(=O)C(C)(C)C RTEZVHMDMFEURJ-UHFFFAOYSA-N 0.000 description 1
- JCGIDGTXJZXFNJ-UHFFFAOYSA-N 2-methylpropanimidamide;sulfo hydrogen sulfate Chemical compound CC(C)C(N)=N.OS(=O)(=O)OS(O)(=O)=O JCGIDGTXJZXFNJ-UHFFFAOYSA-N 0.000 description 1
- GAVHQOUUSHBDAA-UHFFFAOYSA-N 3-butyl-1-ethenylaziridin-2-one Chemical compound CCCCC1N(C=C)C1=O GAVHQOUUSHBDAA-UHFFFAOYSA-N 0.000 description 1
- BSQQSDPTDVETTH-UHFFFAOYSA-N 3-ethenyl-1-methylpyrrolidin-2-one Chemical compound CN1CCC(C=C)C1=O BSQQSDPTDVETTH-UHFFFAOYSA-N 0.000 description 1
- NIAXWFTYAJQENP-UHFFFAOYSA-N 3-ethenyl-2h-1,3-oxazole Chemical compound C=CN1COC=C1 NIAXWFTYAJQENP-UHFFFAOYSA-N 0.000 description 1
- RKFCJJGVLBBOQC-UHFFFAOYSA-N 3-ethenyl-2h-1,3-thiazole Chemical compound C=CN1CSC=C1 RKFCJJGVLBBOQC-UHFFFAOYSA-N 0.000 description 1
- DFSGINVHIGHPES-UHFFFAOYSA-N 3-ethenyl-4h-1,3-oxazin-2-one Chemical compound C=CN1CC=COC1=O DFSGINVHIGHPES-UHFFFAOYSA-N 0.000 description 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 description 1
- MECNWXGGNCJFQJ-UHFFFAOYSA-N 3-piperidin-1-ylpropane-1,2-diol Chemical compound OCC(O)CN1CCCCC1 MECNWXGGNCJFQJ-UHFFFAOYSA-N 0.000 description 1
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- ZMALNMQOXQXZRO-UHFFFAOYSA-N 4-ethenylmorpholin-3-one Chemical compound C=CN1CCOCC1=O ZMALNMQOXQXZRO-UHFFFAOYSA-N 0.000 description 1
- CFZDMXAOSDDDRT-UHFFFAOYSA-N 4-ethenylmorpholine Chemical compound C=CN1CCOCC1 CFZDMXAOSDDDRT-UHFFFAOYSA-N 0.000 description 1
- HDYTUPZMASQMOH-UHFFFAOYSA-N 4-ethenylmorpholine-3,5-dione Chemical compound C=CN1C(=O)COCC1=O HDYTUPZMASQMOH-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
- IFFCENKANLEONZ-UHFFFAOYSA-N 5-methyl-2-propan-2-yl-4,5-dihydro-1h-imidazole;dihydrochloride Chemical compound Cl.Cl.CC(C)C1=NCC(C)N1 IFFCENKANLEONZ-UHFFFAOYSA-N 0.000 description 1
- ORTNTAAZJSNACP-UHFFFAOYSA-N 6-(oxiran-2-ylmethoxy)hexan-1-ol Chemical compound OCCCCCCOCC1CO1 ORTNTAAZJSNACP-UHFFFAOYSA-N 0.000 description 1
- JSZCJJRQCFZXCI-UHFFFAOYSA-N 6-prop-2-enoyloxyhexanoic acid Chemical compound OC(=O)CCCCCOC(=O)C=C JSZCJJRQCFZXCI-UHFFFAOYSA-N 0.000 description 1
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 1
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Images
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
- 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
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
- C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/385—Acrylic polymers
-
- G—PHYSICS
- G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
- G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
- G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
- G09F9/30—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements
- G09F9/301—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements flexible foldable or roll-able electronic displays, e.g. thin LCD, OLED
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Theoretical Computer Science (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Adhesive Tapes (AREA)
Abstract
An optical adhesive sheet suitable for flexible device applications is provided. The adhesive sheet (10) of the present invention is an optical adhesive sheet. The adhesive sheet (10) has an adhesive force F (N/10 mm) as an adhesive force at a stretching speed 0, and the adhesive force at the stretching speed 0 is determined as follows: based on the adhesive force in the 1 st 180 DEG peel test at 25 ℃ and a stretching speed of 300 mm/min, the adhesive force in the 2 nd 180 DEG peel test at 25 ℃ and a stretching speed of 100 mm/min, and the adhesive force in the 25 ℃ and stretching speed of the polyimide adherendThe adhesion in the 3 rd 180℃peel test at 10 mm/min was determined by extrapolation. The adhesive sheet 10 has a strain stress S 200 (N/cm 2 ) The strain stress at 200% elongation in the tensile test at 25℃and a tensile speed of 300 mm/min. Adhesive force F and strain stress S 200 The ratio (2) is 0.3 or more.
Description
Technical Field
The present invention relates to an optical adhesive sheet.
Background
The display panel has a laminated structure including elements such as a pixel panel, a polarizing plate, a touch panel, and a cover film. In the manufacturing process of such a display panel, for example, an optically transparent adhesive sheet (optical adhesive sheet) is used for bonding elements included in the laminated structure to each other.
On the other hand, in smart phone applications and tablet terminal applications, display panels that can be repeatedly folded (folded) are being developed. The foldable display panel is in particular repeatedly deformable between a curved shape and a flat non-curved shape. In such a folding display panel, each element in the laminated structure is manufactured in a repeatedly bendable manner, and a thin optical adhesive sheet is used for bonding between the elements. For example, patent document 1 below describes an optical pressure-sensitive adhesive sheet for flexible devices such as a folding display panel.
Prior art literature
Patent literature
Patent document 1: japanese patent laid-open publication No. 2018-111754
Disclosure of Invention
Problems to be solved by the invention
In the conventional folding display panel, the optical adhesive sheet is easily peeled from the element as an adherend at the bending portion. This is because, when the display panel is bent, a large tensile stress is locally generated in the bent portion of the optical adhesive sheet. In the folded portion of the optical adhesive sheet, the greater the tensile stress in, for example, the shearing direction to the element (adherend), the more easily peeling occurs between the optical adhesive sheet and the element. This peeling is not preferable because it causes malfunction of the device. An optical pressure-sensitive adhesive sheet for a foldable display panel is required to be less likely to be peeled off from an element (adherend) when the display is bent at a high level.
On the other hand, as a flexible device, a rollable display panel has also been developed. The rollable display panel may be repeatedly deformed between a rolled shape after being rolled up in whole or in part and a flat shape after being unrolled in whole, for example. In such a rollable display panel, each element in the laminated structure is made to be repeatedly deformable, and a thin optical adhesive sheet is used for bonding between such elements. In the rolled shape of a rollable display panel, an optical adhesive sheet engaged with a rolled shape element is continuously subjected to tensile stress from the element. Such an optical adhesive sheet is required to be less likely to be peeled off from the element (adherend) in the rolled shape of the display at a very high level.
The present invention provides an optical adhesive sheet suitable for flexible device applications.
Solution for solving the problem
The invention [1 ]]An optical adhesive sheet having an adhesive force F (N/10 mm) as an adhesive force at a stretching speed 0, the adhesive force at the stretching speed 0 being determined as follows: the optical adhesive sheet has a strain stress S as determined by extrapolation based on the adhesive force in the 1 st 180 DEG peel test at 25 ℃ and a stretching speed of 300 mm/min, the adhesive force in the 2 nd 180 DEG peel test at 25 ℃ and a stretching speed of 100 mm/min, and the adhesive force in the 3 rd 180 DEG peel test at 25 ℃ and a stretching speed of 10 mm/min, to a polyimide adherend 200 (N/cm 2 ) The adhesive force F and the strain stress S are the strain stress at 200% elongation in a tensile test at 25℃and a tensile speed of 300 mm/min 200 The ratio (2) is 0.3 or more.
The invention [2 ]]Comprises the above [1]]The optical adhesive sheet, wherein the adhesive force F is equal to the strain stress S at 500% elongation in the tensile test 500 (N/cm 2 ) The ratio (2) is 0.2 or more.
The invention [3]]Comprises the above [1]]Or [2 ]]The optical adhesive sheet, wherein the strain stress S at 500% elongation in the tensile test 500 And the strain stress S 200 The ratio of (2) is 3 or less.
The invention [4] comprises the optical adhesive sheet according to any one of [1] to [3], wherein the adhesive force F is 1N/10mm or more.
The invention [5 ]]Comprises the above [1]]～[4]The optical adhesive sheet according to any one of the preceding claims, wherein the strain stress S 200 20N/cm 2 The following is given.
The invention [6 ]]Comprises the above [1]]～[5]The optical adhesive sheet according to any one of the preceding claims, wherein the strain stress S at 500% elongation in the tensile test is 500 Is 30N/cm 2 The following is given.
ADVANTAGEOUS EFFECTS OF INVENTION
In the optical adhesive sheet of the present invention, as described above, the adhesive force F at the stretching speed of 0 and the strain stress S at 200% elongation in the stretching test (25 ℃ C., stretching speed 300 mm/min) were obtained by extrapolation based on the three adhesive forces in the 1 st to 3 rd 180 DEG peel test 200 Ratio (F/S) 200 ) The adhesive force F is 0.3 or more and is large (adhesive force F is an adhesive force acting on an adherend in a state where the optical adhesive sheet is continuously bonded to the adherend without relative displacement, and is one of indexes showing adhesive properties). Such an optical adhesive sheet is suitable for continuously adhering to an adherend against internal stresses such as tensile stresses generated in the optical adhesive sheet when the adherend to which the adhesive sheet is adhered is deformed, and therefore, is suitable for suppressing peeling of the optical adhesive sheet from the adherend. Such an optical adhesive sheet is suitable for flexible device use.
Drawings
Fig. 1 is a schematic cross-sectional view of an embodiment of the optical adhesive sheet of the present invention.
Fig. 2 shows an example of a method of using the optical adhesive sheet of the present invention. Fig. 2 a shows a step of bonding the optical adhesive sheet to the 1 st adherend, fig. 2B shows a step of bonding the 1 st adherend and the 2 nd adherend via the optical adhesive sheet, and fig. 2C shows a curing step.
Fig. 3 is a graph obtained by plotting three adhesive forces measured by the 1 st to 3 rd 180 ° peel tests and the adhesive force at the stretching speed 0 obtained by extrapolation based on these adhesive forces for the adhesive sheet of example 1.
Description of the reference numerals
10. Adhesive sheet (optical adhesive sheet)
11. 12 adhesive surface
H thickness direction
L1, L2 release liner
21. 1 st component
22. Component 2
Detailed Description
As shown in fig. 1, an adhesive sheet 10 as an embodiment of the optical adhesive sheet of the present invention has a sheet shape having a predetermined thickness, and extends in a direction (plane direction) orthogonal to the thickness direction H. The pressure-sensitive adhesive sheet 10 has a pressure-sensitive adhesive surface 11 on one surface in the thickness direction H and a pressure-sensitive adhesive surface 12 on the other surface in the thickness direction H. Fig. 1 exemplarily shows a state in which release liners L1, L2 are attached to the adhesive surfaces 11, 12 of the adhesive sheet 10. The release liner L1 is disposed on the adhesive surface 11. The release liner L2 is disposed on the adhesive surface 12. The release liners L1 and L2 are peeled off at predetermined timings when the pressure-sensitive adhesive sheet 10 is used.
The pressure-sensitive adhesive sheet 10 is an optically transparent pressure-sensitive adhesive sheet disposed at a light transmission portion of a flexible device. As the flexible device, for example, a flexible display panel can be cited. Examples of the flexible display panel include a foldable display panel and a rollable display panel. The flexible display panel has a laminated structure including elements such as a pixel panel, a film-like polarizing plate (polarizing film), a touch panel, and a cover film. The adhesive sheet 10 is used for joining elements included in a laminated structure to each other, for example, in a manufacturing process of a flexible display panel.
The adhesive sheet 10 has an adhesive force F as an adhesive force F based on an adherend of polyimide 1 、f 2 、f 3 Adhesive force at a tensile speed of 0 by extrapolation, having a strain stress S 200 As strain stress at 200% elongation in a tensile test at 25℃and a tensile speed of 300 mm/min, adhesive force F and strain stress S 200 Ratio (F/S) 200 ) Is 0.3 or more. Adhesive force f 1 By attaching an adhesive sheet 10 to a polyimide adherendThe adhesive force was measured by a peel test (1 st 180 DEG peel test) in which the adhesive sheet 10 was peeled off from the polyimide adherend at 25℃under a peel angle of 180 DEG and a stretching speed of 300 mm/min. Adhesive force f 2 The adhesive force was measured by a peel test (the 2 nd 180 ° peel test) in which the adhesive sheet 10 was peeled off from a polyimide adherend under conditions of 25 ℃ and a peel angle of 180 ° and a stretching speed of 100 mm/min after the adhesive sheet 10 was bonded to the polyimide adherend. Adhesive force f 3 The adhesive force was measured by a peel test (3 rd 180 ° peel test) in which the adhesive sheet 10 was peeled off from a polyimide adherend under conditions of 25 ℃ and a peel angle of 180 ° and a stretching speed of 10 mm/min after the adhesive sheet 10 was bonded to the polyimide adherend. The adhesive force F is an adhesive force acting on the adherend in a state in which the adhesive sheet 10 is continuously bonded to the adherend without relative displacement, and is one of the indicators showing the adhesive properties. Adhesive force f 1 、f 2 、f 3 The measurement method of (a) and the derivation method of the adhesive force F are specifically described in examples below. Stress S of strain 200 Strain stress S described later 300 、S 500 The measurement method of (2) is specifically described in examples described below.
From the viewpoint of suppressing the peeling, the ratio (F/S 200 ) Preferably 0.4 or more, more preferably 0.5 or more, still more preferably 0.6 or more, still more preferably 0.7 or more, and particularly preferably 0.8 or more. Ratio (F/S) 200 ) For example, 5 or less, 3 or less, 2 or less, or 1 or less.
From the viewpoint of suppressing the peeling, the adhesive force F (N/10 mm) of the adhesive sheet 10 and the tensile test (25 ℃ C., tensile speed 300 mm/min) were measuredStrain stress S at 500% elongation of (C) 500 (N/cm 2 ) Ratio (F/S) 500 ) Preferably 0.2 or more, more preferably 0.3 or more, still more preferably 0.4 or more, and particularly preferably 0.5 or more. Ratio (F/S) 500 ) For example, 5 or less, 3 or less, 2 or less, 1 or less, or 0.8 or less.
From the viewpoint of securing strong adhesion of the pressure-sensitive adhesive sheet 10 and suppressing the peeling, the adhesive force F is preferably 1N/10mm or more, more preferably 1.5N/10mm or more, still more preferably 1.8N/10mm or more, still more preferably 2N/10mm or more, still more preferably 2.2N/10mm or more, still more preferably 2.4N/10mm or more, and particularly preferably 2.6N/10mm or more. The adhesive force F is, for example, 10N/10mm or less. Examples of the method for adjusting the adhesive force F include selection of the type of the base polymer in the adhesive sheet 10, adjustment of the molecular weight, and adjustment of the blending amount. The choice of the type of base polymer comprises an adjustment of the composition of the monomers forming the base polymer. The method of adjusting the adhesive force F includes selection of the types of components other than the base polymer in the adhesive sheet 10 and adjustment of the blending amount of the components. Examples of the component include a crosslinking agent, a silane coupling agent, and an oligomer. The above-described method of adjusting the adhesive force is similar to the adhesive force described later.
From the viewpoint of ensuring strong adhesion of the adhesive sheet 10 and suppressing the peeling, the adhesive force f 1 Preferably 2.5N/10mm or more, more preferably 3N/10mm or more, still more preferably 3.5N/10mm or more, still more preferably 4N/10mm or more, particularly preferably 4.5N/10cm 2 The above. Adhesive force f 1 For example, 20N/10mm or less.
From the viewpoint of ensuring strong adhesion of the adhesive sheet 10 and suppressing the peeling, the adhesive force f 2 Preferably 2N/10mm or more, more preferably 2.5N/10mm or more, still more preferably 3N/10mm or more, still more preferably 3.5N/10mm or more, particularly preferably 3.7N/10cm 2 The above. Adhesive force f 2 For example, 15N/10mm or less.
From the viewpoint of ensuring strong adhesion of the adhesive sheet 10 and suppressing the peeling, the adhesive force f 3 Preferably 1N/10mm or more, more preferably 1.5N/10mm or more, still more preferably 2N/10mm or more, still more preferably 2.5N/10mm or more, particularly preferably 2.6N/10cm 2 The above. Adhesive force f 3 For example, 12N/10mm or less.
From the viewpoint of suppressing the stress generated during deformation of the adhesive sheet 10 and suppressing the peeling, the strain stress S at 200% elongation 200 Preferably 20N/cm 2 Below, more preferably 10N/cm 2 Hereinafter, it is more preferably 8N/cm 2 Hereinafter, it is more preferably 6N/cm 2 Hereinafter, it is particularly preferably 5N/cm 2 The following is given. Stress S of strain 200 For example 1N/cm 2 The above. As strain stress S 200 Examples of the method for adjusting the monomer composition of the base polymer in the pressure-sensitive adhesive sheet 10 include adjustment of the molecular weight, adjustment of the blending amount, and adjustment of the crosslinking degree. Such a strain stress adjustment method is specific to a strain stress S described later 300 、S 500 The same applies to the above-described method.
From the viewpoint of suppressing the stress generated when the adhesive sheet 10 is deformed and suppressing the peeling, the strain stress S at 300% elongation in the tensile test is suppressed 300 Preferably 20N/cm 2 Hereinafter, more preferably 17N/cm 2 Hereinafter, it is more preferably 14N/cm 2 Hereinafter, it is more preferably 12N/cm 2 Hereinafter, it is more preferably 10N/cm 2 Hereinafter, it is particularly preferably 8N/cm 2 The following is given. Stress S of strain 300 For example 1N/cm 2 The above.
From the viewpoint of suppressing the difference in the generation stress caused by the degree of deformation of the adhesive sheet 10, the strain stress S 300 And strain stress S 200 Ratio (S) 300 /S 200 ) Preferably 2 or less, more preferably 1.8 or less, still more preferably 1.6 or less, and particularly preferably 1.4 or less. Ratio (S) 300 /S 200 ) For example, 1 or more.
From the viewpoint of suppressing the stress generated when the adhesive sheet 10 is deformed and suppressing the peeling, the strain stress S at 500% elongation in the tensile test is suppressed 500 Preferably 30N/cm 2 Below, more preferably 25N/cm 2 Hereinafter, it is more preferably 20N/cm 2 Hereinafter, it is more preferably 15N/cm 2 Hereinafter, it is more preferably 12N/cm 2 Hereinafter, 11N/cm is particularly preferred 2 The following is given. Stress S of strain 500 For example 1N/cm 2 The above.
From the viewpoint of suppressing the difference in the generation stress caused by the degree of deformation of the adhesive sheet 10, the strain stress S 500 And strain stress S 200 Ratio (S) 500 /S 200 ) Preferably 3 or less, more preferably 2.5 or less, still more preferably 2.2 or less, and particularly preferably 2 or less. Ratio (S) 500 /S 200 ) For example, 1 or more.
The adhesive sheet 10 is a sheet-like pressure-sensitive adhesive formed of an adhesive composition. The adhesive sheet 10 (adhesive composition) contains at least a base polymer.
The base polymer is an adhesive component that exhibits adhesiveness in the adhesive sheet 10. Examples of the base polymer include acrylic polymers, silicone polymers, polyester polymers, polyurethane polymers, polyamide polymers, polyvinyl ether polymers, vinyl acetate/vinyl chloride copolymers, modified polyolefin polymers, epoxy polymers, fluoropolymers, and rubber polymers. The base polymer may be used alone or in combination of two or more. From the viewpoint of ensuring good transparency and adhesion of the adhesive sheet 10, an acrylic polymer is preferably used as the base polymer.
The acrylic polymer is a copolymer containing a monomer component of a (meth) acrylic acid ester in a proportion of 50 mass% or more. "(meth) acrylic" refers to acrylic and/or methacrylic.
As the (meth) acrylic acid ester, an alkyl (meth) acrylate is preferably used, and an alkyl (meth) acrylate having an alkyl group of 1 to 20 carbon atoms is more preferably used. The alkyl (meth) acrylate may have a linear or branched alkyl group, or may have a cyclic alkyl group such as an alicyclic alkyl group.
Examples of alkyl (meth) acrylates having a linear or branched alkyl group include methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) acrylate, sec-butyl (meth) acrylate, t-butyl (meth) acrylate, pentyl (meth) acrylate, isopentyl (meth) acrylate, neopentyl (meth) acrylate, n-hexyl (meth) acrylate, heptyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, nonyl (meth) acrylate, isononyl (meth) acrylate, decyl (meth) acrylate, isodecyl (meth) acrylate, undecyl (meth) acrylate, dodecyl (i.e., lauryl (meth) acrylate, isotridecyl (meth) acrylate, tetradecyl (meth) acrylate, isotetradecyl (meth) acrylate, pentadecyl (meth) acrylate, cetyl (meth) acrylate, heptadecyl (meth) acrylate, octadecyl (meth) acrylate, and nonadecyl (meth) acrylate.
Examples of the alkyl (meth) acrylate having an alicyclic alkyl group include cycloalkyl (meth) acrylate, a (meth) acrylate having a bicyclic aliphatic hydrocarbon ring, and a (meth) acrylate having an aliphatic hydrocarbon ring having three or more rings. Examples of cycloalkyl (meth) acrylates include cyclopentyl (meth) acrylate, cyclohexyl (meth) acrylate, cycloheptyl (meth) acrylate, and cyclooctyl (meth) acrylate. Examples of the (meth) acrylic acid ester having a bicyclic aliphatic hydrocarbon ring include isobornyl (meth) acrylate. Examples of the (meth) acrylic acid ester having an aliphatic hydrocarbon ring having a tricyclic or higher group include dicyclopentyl (meth) acrylate, dicyclopentyloxyethyl (meth) acrylate, tricyclopentyl (meth) acrylate, 1-adamantyl (meth) acrylate, 2-methyl-2-adamantyl (meth) acrylate, and 2-ethyl-2-adamantyl (meth) acrylate.
From the viewpoint of obtaining the balance between the soft property and the adhesive force required for the adhesive sheet for flexible device use in the adhesive sheet 10, at least one selected from alkyl (meth) acrylates having an alkyl group having 3 to 12 carbon atoms is preferably used, more preferably a combination of alkyl (meth) acrylates having an alkyl group having 3 to 12 carbon atoms, a 1 st alkyl (meth) acrylate having a relatively large carbon number of the alkyl group and a 2 nd alkyl (meth) acrylate having a relatively small carbon number of the alkyl group are used, and even more preferably a combination of alkyl (meth) acrylates having an alkyl group having 6 to 8 carbon atoms and alkyl (meth) acrylates having an alkyl group having 5 carbon atoms or less, and particularly preferably a combination of alkyl (meth) acrylates having a linear alkyl group having 6 to 8 carbon atoms and alkyl (meth) acrylates having an alkyl group having 5 carbon atoms or less.
The proportion of the alkyl (meth) acrylate in the monomer component is preferably 50% by mass or more, more preferably 70% by mass or more, further preferably 90% by mass or more, particularly preferably 92% by mass or more, from the viewpoint of appropriately exhibiting basic characteristics such as adhesiveness of the adhesive sheet 10. The ratio is, for example, 99 mass% or less. When the 1 st and 2 nd alkyl (meth) acrylates are used in combination, the proportion of the 1 st alkyl (meth) acrylate in the monomer component is preferably 40% by mass or more, more preferably 50% by mass or more, still more preferably 55% by mass or more, particularly preferably 58% by mass or more, and further preferably 80% by mass or less, more preferably 70% by mass or less, still more preferably 65% by mass or less, particularly preferably 62% by mass, from the viewpoint of the balance between the soft property and the adhesive force of the adhesive sheet 10. The proportion of the alkyl (meth) acrylate 2 in the monomer component is preferably 20 mass% or more, more preferably 25 mass% or more, further preferably 28 mass% or more, and further preferably 40 mass% or less, more preferably 35 mass% or less, further preferably 32 mass% or less, from the viewpoint of balance between the soft nature and the adhesive force of the adhesive sheet 10.
The monomer component may also contain a copolymerizable monomer copolymerizable with the alkyl (meth) acrylate. Examples of the copolymerizable monomer include monomers having a polar group. Examples of the polar group-containing monomer include a hydroxyl group-containing monomer, a carboxyl group-containing monomer, and a monomer having a nitrogen atom-containing ring. The polar group-containing monomer contributes to modification of the acrylic polymer such as introduction into a crosslinking point of the acrylic polymer and securing of cohesion of the acrylic polymer.
Examples of the hydroxyl group-containing monomer include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, 8-hydroxyoctyl (meth) acrylate, 10-hydroxydecyl (meth) acrylate, 12-hydroxylauryl (meth) acrylate, and (4-hydroxymethylcyclohexyl) methyl (meth) acrylate.
The proportion of the hydroxyl group-containing monomer in the monomer component is preferably 1% by mass or more, more preferably 3% by mass or more, further preferably 5% by mass or more, and particularly preferably 7% by mass or more, from the viewpoints of introduction of the crosslinked structure into the acrylic polymer and securing of cohesive force of the adhesive sheet 10. The proportion is preferably 30 mass% or less, more preferably 20 mass% or less, from the viewpoint of adjustment of the polarity of the acrylic polymer (regarding compatibility of various additive components in the adhesive sheet 10 and the acrylic polymer).
Examples of the carboxyl group-containing monomer include acrylic acid, methacrylic acid, carboxyethyl acrylate, carboxypentyl acrylate, itaconic acid, maleic acid, fumaric acid, crotonic acid, and isocrotonic acid.
The ratio of the carboxyl group-containing monomer in the monomer component is preferably 0.1 mass% or more, more preferably 0.5 mass% or more, and still more preferably 0.8 mass% or more, from the viewpoints of introduction of the crosslinked structure into the acrylic polymer, securing of the cohesive force of the adhesive sheet 10, and securing of the adhesion force of the adhesive sheet 10 to the adherend. The ratio is preferably 10 mass% or less, more preferably 5 mass% or less, from the viewpoint of adjustment of the glass transition temperature of the acrylic polymer and avoidance of corrosion risk of the adherend by acid.
Examples of the monomer having a nitrogen atom-containing ring include: n-vinyl-2-pyrrolidone, N-methyl vinyl pyrrolidone, N-vinyl pyridine, N-vinyl piperidone, N-vinyl pyrimidine, N-vinyl piperazine, N-vinyl pyrazine, N-vinyl pyrrole, N-vinyl imidazole, N-vinyl oxazole, N- (meth) acryl-2-pyrrolidone, N- (meth) acryl piperidine, N- (meth) acryl pyrrolidine, N-vinyl morpholine, N-vinyl-3-morpholinone, N-vinyl-2-caprolactam, N-vinyl-1, 3-oxazin-2-one, N-vinyl-3, 5-morpholinedione, N-vinyl pyrazole, N-vinyl isoxazole, N-vinyl thiazole, and N-vinyl isothiazole.
The proportion of the monomer having a nitrogen atom-containing ring in the monomer component is preferably 0.5 mass% or more, more preferably 1 mass% or more, and still more preferably 1.5 mass% or more, from the viewpoints of ensuring the cohesive force of the adhesive sheet 10 and ensuring the adhesion force of the adhesive sheet 10 to an adherend. The ratio is preferably 20 mass% or less, more preferably 10 mass% or less, from the viewpoints of adjustment of the glass transition temperature of the acrylic polymer and adjustment of the polarity of the acrylic polymer (regarding compatibility of various additive components in the adhesive sheet 10 and the acrylic polymer).
The monomer component may also comprise other copolymerizable monomers. Examples of the other copolymerizable monomer include an acid anhydride monomer, a sulfonic acid group-containing monomer, a phosphoric acid group-containing monomer, an epoxy group-containing monomer, a cyano group-containing monomer, an alkoxy group-containing monomer, and an aromatic vinyl compound. These other copolymerizable monomers may be used alone or in combination of two or more.
From the viewpoint of both securing the adhesive force of the adhesive sheet 10 and suppressing the occurrence of stress at the time of deformation, the monomer component preferably contains the 1 st alkyl (meth) acrylate (the carbon number of the alkyl group is relatively large), the 2 nd alkyl (meth) acrylate (the carbon number of the alkyl group is relatively small), the hydroxyl group-containing monomer, and the monomer having a nitrogen atom-containing ring. The 1 st (meth) acrylic acid alkyl ester is more preferably an alkyl (meth) acrylic acid alkyl ester having an alkyl group having 6 to 8 carbon atoms, still more preferably an alkyl (meth) acrylic acid alkyl ester having a linear alkyl group having 6 to 8 carbon atoms, and particularly preferably at least one selected from the group consisting of n-butyl acrylate (NOAA) and n-hexyl acrylate (HxA). The 2 nd alkyl (meth) acrylate is more preferably an alkyl (meth) acrylate having an alkyl group having 5 or less carbon atoms, and still more preferably n-Butyl Acrylate (BA). More preferably, the hydroxyl group-containing monomer is at least one selected from the group consisting of 4-hydroxybutyl acrylate (4 HBA) and 2-hydroxyethyl acrylate (2 HEA). The monomer having a nitrogen atom-containing ring is more preferably N-vinyl-2-pyrrolidone (NVP) from the viewpoint of designing the elastic modulus of the adhesive sheet 10 to be high at room temperature to high temperature.
The base polymer preferably has a crosslinked structure. As a method for introducing a crosslinked structure into a base polymer, the following methods can be mentioned: a method of compounding a base polymer having a functional group capable of reacting with a crosslinking agent and a crosslinking agent into an adhesive composition to react the base polymer and the crosslinking agent in an adhesive sheet (method 1); and a method (method 2) in which a polyfunctional monomer as a crosslinking agent is contained in a monomer component for forming a base polymer, and a branched structure (crosslinked structure) is introduced into a polymer chain by polymerization of the monomer component. These methods may also be used in combination.
Examples of the crosslinking agent used in the method 1 include compounds that react with functional groups (e.g., hydroxyl groups and carboxyl groups) contained in the base polymer. Examples of such a crosslinking agent include isocyanate crosslinking agents, peroxide crosslinking agents, epoxy crosslinking agents, oxazoline crosslinking agents, aziridine crosslinking agents, carbodiimide crosslinking agents, and metal chelate crosslinking agents. The crosslinking agent may be used alone or in combination of two or more. As the crosslinking agent, an isocyanate crosslinking agent, a peroxide crosslinking agent, and an epoxy crosslinking agent are preferably used because of their high reactivity with hydroxyl groups and carboxyl groups in the base polymer and easy introduction of a crosslinked structure.
Examples of the isocyanate crosslinking agent include toluene diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, xylylene diisocyanate, hydrogenated xylylene diisocyanate, diphenylmethane diisocyanate, hydrogenated diphenylmethane diisocyanate, tetramethylxylylene diisocyanate, naphthalene diisocyanate, triphenylmethane triisocyanate, and polymethylene polyphenyl isocyanate. Further, as the isocyanate crosslinking agent, derivatives of these isocyanates can be mentioned. Examples of the isocyanate derivative include isocyanurate modified products and polyol modified products. Examples of the commercial products of the isocyanate crosslinking agent include CORONATE L (trimethylolpropane adduct of toluene diisocyanate, east Cao Zhizao), CORONATE HL (trimethylolpropane adduct of hexamethylene diisocyanate, east Cao Zhizao), CORONATE HX (isocyanurate of hexamethylene diisocyanate, east Cao Zhizao), TAKENATE D N (trimethylolpropane adduct of xylylene diisocyanate, manufactured by three-well chemical), and TAKENATE 600 (1, 3-bis (isocyanatomethyl) cyclohexane, manufactured by three-well chemical).
Examples of the peroxide crosslinking agent include dibenzoyl peroxide, bis (2-ethylhexyl) peroxydicarbonate, bis (4-t-butylcyclohexyl) peroxydicarbonate, di-sec-butyl peroxydicarbonate, t-butyl peroxyneodecanoate, t-hexyl peroxypivalate, and t-butyl peroxypivalate.
Examples of the epoxy crosslinking agent include bisphenol a, epichlorohydrin type epoxy resin, ethylene glycol diglycidyl ether, polyethylene glycol diglycidyl ether, glycerol triglycidyl ether, 1, 6-hexanediol glycidyl ether, trimethylolpropane triglycidyl ether, diglycidyl aniline, diamine glycidyl amine (diamine glycidyl amine), N' -tetraglycidyl m-xylylenediamine, and 1, 3-bis (N, N-diglycidyl aminomethyl) cyclohexane.
Isocyanate crosslinking agents (particularly difunctional isocyanate crosslinking agents) and peroxide crosslinking agents are preferable from the viewpoint of ensuring the flexibility of the adhesive sheet 10. The isocyanate crosslinking agent (particularly, trifunctional isocyanate crosslinking agent) is preferable from the viewpoint of securing durability of the adhesive sheet 10. In the base polymer, the difunctional isocyanate crosslinker and the peroxide crosslinker form softer two-dimensional crosslinks, while the trifunctional isocyanate crosslinker forms stronger three-dimensional crosslinks. From the viewpoint of achieving both durability and flexibility of the adhesive sheet 10, it is preferable to use a trifunctional isocyanate crosslinking agent in combination with a peroxide crosslinking agent and/or a difunctional isocyanate crosslinking agent.
From the viewpoint of ensuring cohesive force of the adhesive sheet 10, the blending amount of the crosslinking agent is, for example, 0.01 parts by mass or more, preferably 0.05 parts by mass or more, and more preferably 0.07 parts by mass or more, relative to 100 parts by mass of the base polymer. From the viewpoint of ensuring good tackiness of the adhesive sheet 10, the amount of the crosslinking agent to be blended is, for example, 10 parts by mass or less, preferably 5 parts by mass or less, and more preferably 3 parts by mass or less, per 100 parts by mass of the base polymer.
In the method 2, the monomer component (including the polyfunctional monomer for introducing a crosslinked structure and other monomers) may be polymerized at one time or may be polymerized in multiple stages. In the multistage polymerization method, first, a monofunctional monomer used for forming a base polymer is polymerized (prepolymerized), thereby producing a prepolymer composition containing a part of a polymer (a mixture of a polymer having a low degree of polymerization and an unreacted monomer). Next, after adding a polyfunctional monomer as a crosslinking agent to the prepolymer composition, a part of the polymer is polymerized with the polyfunctional monomer (main polymerization).
Examples of the polyfunctional monomer include polyfunctional (meth) acrylates having 2 or more ethylenically unsaturated double bonds in 1 molecule. As the polyfunctional monomer, a polyfunctional acrylate is preferable from the viewpoint of being capable of introducing a crosslinked structure by active energy ray polymerization (photopolymerization).
Examples of the multifunctional (meth) acrylate include difunctional (meth) acrylate, trifunctional (meth) acrylate, and multifunctional (meth) acrylate having four or more functions.
Examples of the difunctional (meth) acrylate include ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate, 1, 6-hexanediol di (meth) acrylate, 1, 9-nonanediol di (meth) acrylate, glycerol di (meth) acrylate, neopentyl glycol di (meth) acrylate, stearic acid modified pentaerythritol di (meth) acrylate, dicyclopentenyl di (meth) acrylate, di (meth) acryl isocyanurate, and alkylene oxide modified bisphenol di (meth) acrylate.
Examples of the trifunctional (meth) acrylate include trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, and tris (acryloxyethyl) isocyanurate.
Examples of the polyfunctional (meth) acrylate having four or more functions include di (trimethylolpropane) tetra (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol monohydroxypenta (meth) acrylate, alkyl-modified dipentaerythritol penta (meth) acrylate, and dipentaerythritol hexa (meth) acrylate.
As the polyfunctional (meth) acrylate, a polyfunctional (meth) acrylate having four or more functions is preferably used, and dipentaerythritol hexaacrylate is more preferably used.
From the viewpoint of ensuring cohesive force of the adhesive sheet 10, the amount of the polyfunctional monomer as a crosslinking agent blended in the monomer component is, for example, 0.01 parts by mass or more, preferably 0.05 parts by mass or more, and more preferably 0.07 parts by mass or more, relative to 100 parts by mass of the monofunctional monomer. From the viewpoint of ensuring good tackiness of the pressure-sensitive adhesive sheet 10, the blending amount of the polyfunctional monomer is, for example, 10 parts by mass or less, preferably 5 parts by mass or less, and more preferably 3 parts by mass or less, relative to 100 parts by mass of the monofunctional monomer.
The acrylic polymer can be formed by polymerizing the above monomer components. Examples of the polymerization method include solution polymerization, photopolymerization in the absence of a solvent (for example, UV polymerization), bulk polymerization, and emulsion polymerization. As the solvent for the solution polymerization, for example, ethyl acetate and toluene are used. As the initiator for polymerization, for example, a thermal polymerization initiator and a photopolymerization initiator are used. The amount of the polymerization initiator to be used is, for example, 0.05 parts by mass or more, preferably 0.08 parts by mass or more, and 1 part by mass or less, preferably 0.5 parts by mass or less, based on 100 parts by mass of the monomer component.
Examples of the thermal polymerization initiator include azo polymerization initiators and peroxide polymerization initiators. Examples of the azo polymerization initiator include 2,2' -azobisisobutyronitrile, 2' -azobis-2-methylbutyronitrile, dimethyl 2,2' -azobis (2-methylpropionate), 4' -azobis-4-cyanovaleric acid, azobisisovaleronitrile, 2' -azobis (2-amidinopropane) dihydrochloride, 2' -azobis [2- (5-methyl-2-imidazolin-2-yl) propane ] dihydrochloride, 2' -azobis (2-methylpropionamidine) disulfate, and 2,2' -azobis (N, N ' -dimethyleneisobutyl amidine) dihydrochloride. Examples of the peroxide polymerization initiator include dibenzoyl peroxide, t-butyl peroxymaleate, and lauroyl peroxide.
Examples of the photopolymerization initiator include benzoin ether-based photopolymerization initiators, acetophenone-based photopolymerization initiators, α -ketol-based photopolymerization initiators, aromatic sulfonyl chloride-based photopolymerization initiators, photoactive oxime-based photopolymerization initiators, benzoin-based photopolymerization initiators, benzil-based photopolymerization initiators, benzophenone-based photopolymerization initiators, ketal-based photopolymerization initiators, thioxanthone-based photopolymerization initiators, and acylphosphine oxide-based photopolymerization initiators.
The weight average molecular weight of the base polymer is preferably 10 ten thousand or more, more preferably 30 ten thousand or more, and still more preferably 50 ten thousand or more from the viewpoint of securing cohesive force of the adhesive sheet 10. The weight average molecular weight of the base polymer was measured by Gel Permeation Chromatography (GPC) and calculated by conversion to polystyrene.
The glass transition temperature (Tg) of the base polymer is preferably 0℃or lower, more preferably-10℃or lower, and still more preferably-20℃or lower. The glass transition temperature is, for example, at least-80 ℃.
As the glass transition temperature (Tg) of the base polymer, a glass transition temperature (theoretical value) obtained based on the following Fox formula can be used. The Fox formula is a relation between the glass transition temperature Tg of the polymer and the glass transition temperature Tgi of the homopolymer of the monomers constituting the polymer. In the following Fox formula, tg represents the glass transition temperature (. Degree. C.) of the polymer, wi represents the weight fraction of the monomer i constituting the polymer, tgi represents the glass transition temperature (. Degree. C.) of the homopolymer formed from the monomer i. For the glass transition temperature of the homopolymer, literature values can be used. For example, glass transition temperatures of various homopolymers are listed in "Polymer Handbook" (4 th edition, john Wiley & Sons, inc., 1999) and "synthetic resin entrance to New Polymer library 7 paint" (North Korea, polymer journal, congress, 1995). On the other hand, the glass transition temperature of a homopolymer of a monomer can be obtained by a method specifically described in JP-A2007-51271.
Fox 1/(273+tg) =Σ [ Wi/(273+tgi) ]
The adhesive composition may also contain a silane coupling agent. The content of the silane coupling agent in the adhesive composition is preferably 0.1 part by mass or more, more preferably 0.2 part by mass or more, relative to 100 parts by mass of the base polymer. The content is preferably 5 parts by mass or less, more preferably 3 parts by mass or less.
The adhesive composition may contain other components as required. Examples of the other components include solvents, tackifiers, plasticizers, softeners, antioxidants, fillers, colorants, ultraviolet absorbers, antioxidants, surfactants, and antistatic agents. Examples of the solvent include a polymerization solvent used when polymerizing an acrylic polymer, if necessary, and a solvent added to a polymerization reaction solution after polymerization. As the solvent, for example, ethyl acetate and toluene are used.
The pressure-sensitive adhesive sheet 10 can be produced, for example, by coating the pressure-sensitive adhesive composition described above on a release liner L1 (1 st release liner) to form a coating film, and then drying the coating film.
Examples of the release liner L1 include a flexible plastic film. Examples of the plastic film include polyethylene terephthalate film, polyethylene film, polypropylene film, and polyester film. The thickness of the release liner L1 is, for example, 3 μm or more and, for example, 200 μm or less. The surface of the release liner L1 is preferably subjected to a release treatment.
Examples of the method for applying the adhesive composition include roll coating, kiss roll coating, gravure coating, reverse coating, roll brush, spray coating, dip roll coating, bar coating, blade coating, air knife coating, curtain coating, lip coating, and die coating. The drying temperature of the coating film is, for example, 50 to 200 ℃. The drying time is, for example, 5 seconds to 20 minutes.
A release liner L2 (release liner 2) may be further laminated on the adhesive sheet 10 on the release liner L1. The release liner L2 is preferably a flexible plastic film having a release-treated surface. As the release liner L2, the plastic film described above with respect to the release liner L1 can be used.
In this way, the pressure-sensitive adhesive sheet 10 having the pressure-sensitive adhesive surfaces 11 and 12 covered with the release liners L1 and L2 can be manufactured.
The thickness of the pressure-sensitive adhesive sheet 10 is preferably 10 μm or more, more preferably 15 μm or more, from the viewpoint of securing sufficient adhesiveness to an adherend and handling properties. The thickness of the pressure-sensitive adhesive sheet 10 is preferably 300 μm or less, more preferably 200 μm or less, still more preferably 100 μm or less, particularly preferably 50 μm or less, from the viewpoint of thinning of the flexible device.
The haze of the pressure-sensitive adhesive sheet 10 is preferably 3% or less, more preferably 2% or less, and still more preferably 1% or less. The haze of the pressure-sensitive adhesive sheet 10 can be measured by a haze meter based on JIS K7136 (year 2000). Examples of the haze meter include "NDH2000" manufactured by Nippon electric color industry Co., ltd., and "HM-150" manufactured by Toku Kogyo Co., ltd.
The total light transmittance of the pressure-sensitive adhesive sheet 10 is preferably 60% or more, more preferably 80% or more, and still more preferably 85% or more. The total light transmittance of the pressure-sensitive adhesive sheet 10 is, for example, 100% or less. The total light transmittance of the adhesive sheet 10 can be measured based on JIS K7375 (2008).
Fig. 2 a to 2C show an example of a method of using the adhesive sheet 10.
In this method, first, as shown in a of fig. 2, the adhesive sheet 10 is attached to one surface of the 1 st member 21 (adherend) in the thickness direction H. The 1 st member 21 is, for example, one element in a laminated structure provided in a flexible display panel. Examples of the element include a pixel panel, a film-like polarizing plate (polarizing film), a touch panel, and a cover film (the same applies to the 2 nd member 22 described later). In this step, the 1 st member 21 is provided with an adhesive sheet 10 for bonding with other members.
Next, as shown in fig. 2B, one surface side in the thickness direction H of the 1 st member 21 and the other surface side in the thickness direction H of the 2 nd member 22 are joined by the adhesive sheet 10 on the 1 st member 21. The 2 nd member 22 is, for example, other elements in the laminated structure that the flexible display panel has.
Next, as shown in fig. 2C, the adhesive sheet 10 between the 1 st member 21 and the 2 nd member 22 is cured. By curing, the bonding force between the adhesive sheet 10 and the members 21, 22 is improved. The curing temperature is, for example, 20℃to 160 ℃. The curing time is, for example, 1 minute to 21 days. As curing, autoclave treatment (heat and pressure treatment) is carried out at a temperature of, for example, 30 to 80℃and a pressure of, for example, 0.1 to 0.8MPa for a treatment time of, for example, 15 minutes or more.
The adhesive sheet 10 used in the manufacturing process of the flexible display panel, for example, as operated above, has the adhesive force F and the strain stress S as described above 200 Ratio (F/S) 200 ) Is larger than 0.3. Such a configuration is suitable for continuously adhering the adhesive sheet 10 to the adherend against internal stresses such as tensile stresses generated in the adhesive sheet 10 when the adherend is deformed, and therefore is suitable for suppressing peeling of the adhesive sheet 10 from the adherend.
Examples
The present invention will be specifically described with reference to the following examples. However, the present invention is not limited to the examples. Specific numerical values such as the compounding amount (content), physical property value, and parameter described below may be replaced with upper limits (numerical values defined as "below" or "less" or lower limits (numerical values defined as "above" or "exceeding") of the compounding amount (content), physical property value, and parameter described in the above-described "specific embodiment".
[ example 1 ]
Preparation of prepolymer composition
In a flask, after 60 parts by mass of N-octyl acrylate (NOAA), 30 parts by mass of N-Butyl Acrylate (BA), 8 parts by mass of 4-hydroxybutyl acrylate (4 HBA) and 2 parts by mass of N-vinyl-2-pyrrolidone (NVP) were added to a monomer mixture containing 0.05 parts by mass of 2, 2-dimethoxy-1, 2-diphenylethane-1-one (trade name "Omnirad651", manufactured by IGM Resins) as a 1 st photopolymerization initiator and 0.05 parts by mass of 1-hydroxycyclohexyl phenyl ketone (trade name "Omnirad184", manufactured by IGM Resins) as a 2 nd photopolymerization initiator, the mixture was irradiated with ultraviolet light under a nitrogen atmosphere to polymerize a part of monomer components in the mixture, thereby obtaining a 1 st prepolymer composition (containing monomer components which were not subjected to polymerization reaction).
Preparation of adhesive composition
100 parts by mass of the 1 st prepolymer composition, 0.08 part by mass of dipentaerythritol hexaacrylate (DPHA) as a crosslinking agent, 0.05 part by mass of 2, 2-dimethoxy-1, 2-diphenylethan-1-one (trade name "Omnirad651", manufactured by IGM Resins Co., ltd.) as a photopolymerization initiator, and 0.3 part by mass of a silane coupling agent (trade name "KBM-403", manufactured by the Xinyue chemical industry) were mixed to obtain a 1 st adhesive composition.
Formation of adhesive layer
A1 st release liner (trade name "Diasol MRF#38", thickness 38 μm, manufactured by Mitsubishi chemical corporation) having a release treated surface on one side was coated with the 1 st adhesive composition on the release treated surface to form a coating film. Then, a release treated surface of a 2 nd release liner (trade name "diasol mrn#38", thickness 38 μm, manufactured by mitsubishi chemical corporation) having a release treated surface on one side was bonded to the coating film on the 1 st release liner. Then, the coating film between the release liners was irradiated with ultraviolet rays, and the coating film was photo-cured to form an adhesive layer (thickness: 50 μm). In the ultraviolet irradiation, a black light lamp was used as an irradiation light source, and the irradiation intensity was set to 5mW/cm 2 。
In the above manner, an adhesive sheet (thickness: 50 μm) of example 1 with a release liner on both sides was produced. The relevant composition of the adhesive sheet of example 1 is shown in table 1 in parts by mass (the same applies to examples and comparative examples described later).
[ example 2 ]
An adhesive sheet of example 2 was produced in the same manner as the adhesive sheet of example 1, except that the blending amount of the photopolymerization initiator was changed to 0.1 part by mass from 0.05 part by mass in the preparation of the adhesive composition.
[ example 3 ]
An adhesive sheet of example 3 was produced in the same manner as the adhesive sheet of example 1 except that the blending amount of the crosslinking agent was changed from 0.08 parts by mass to 0.04 parts by mass and no photopolymerization initiator was added in the preparation of the adhesive composition.
[ example 4 ]
An adhesive sheet of example 4 was produced in the same manner as the adhesive sheet of example 1, except that the photopolymerization initiator was not blended in the production of the adhesive composition.
[ example 5 ]
An adhesive sheet of example 5 was produced in the same manner as the adhesive sheet of example 1, except for the following. In the preparation of the prepolymer composition, the compounding amount of the 1 st photopolymerization initiator (trade name "Omnirad 651") was replaced with 0.035 parts by mass, and the compounding amount of the 2 nd photopolymerization initiator (trade name "Omnirad 184") was replaced with 0.05 parts by mass. In the preparation of the adhesive composition, the compounding amount of the crosslinking agent was replaced with 0.02 parts by mass from 0.08 parts by mass, and no photopolymerization initiator was added.
[ example 6 ]
An adhesive sheet of example 6 was produced in the same manner as the adhesive sheet of example 1, except for the following. In the preparation of the prepolymer composition, the compounding amount of the 1 st photopolymerization initiator (trade name "Omnirad 651") was replaced with 0.07 parts by mass, and the compounding amount of the 2 nd photopolymerization initiator (trade name "Omnirad 184") was replaced with 0.05 parts by mass. In the preparation of the adhesive composition, the compounding amount of the crosslinking agent was replaced with 0.04 parts by mass from 0.08 parts by mass, and no photopolymerization initiator was added.
Example 7
Preparation of prepolymer composition
In a flask, after 80 parts by mass of N-hexyl acrylate (HxA), 10 parts by mass of N-Butyl Acrylate (BA), 8 parts by mass of 4-hydroxybutyl acrylate (4 HBA) and 2 parts by mass of N-vinyl-2-pyrrolidone (NVP) were added to a monomer mixture containing 0.05 parts by mass of 2, 2-dimethoxy-1, 2-diphenylethane-1-one (trade name "Omnirad651", manufactured by IGM Resins) as a 1 st photopolymerization initiator and 0.05 parts by mass of 1-hydroxycyclohexyl phenyl ketone (trade name "Omnirad184", manufactured by IGM Resins) as a 2 nd photopolymerization initiator, the mixture was irradiated with ultraviolet light under a nitrogen atmosphere to polymerize a part of monomer components in the mixture, thereby obtaining a 2 nd prepolymer composition having a polymerization rate of about 10%.
Preparation of adhesive composition
100 parts by mass of the 2 nd prepolymer composition, 0.07 part by mass of dipentaerythritol hexaacrylate (DPHA) as a crosslinking agent, 0.1 part by mass of 2, 2-dimethoxy-1, 2-diphenylethan-1-one (trade name "Omnirad651", manufactured by IGM Resins Co., ltd.) as a photopolymerization initiator, and 0.3 part by mass of a silane coupling agent (trade name "KBM-403", manufactured by the Xinyue chemical industry) were mixed to obtain a 2 nd adhesive composition.
Formation of adhesive layer
An adhesive layer (thickness: 50 μm) sandwiched by the 1 st/2 nd release liners was formed in the same manner as in the formation of the adhesive layer (including ultraviolet irradiation) in example 1, except that the 2 nd adhesive composition was used instead of the 1 st adhesive composition.
In the above manner, an adhesive sheet (thickness: 50 μm) of example 7 with a release liner on both sides was produced.
Example 8
An adhesive sheet of example 8 was produced in the same manner as the adhesive sheet of example 7 except that the amount of the photopolymerization initiator blended was changed to 0.05 parts by mass from 0.1 parts by mass in the preparation of the adhesive composition.
[ example 9 ]
An adhesive sheet of example 9 was produced in the same manner as the adhesive sheet of example 7, except that the photopolymerization initiator was not blended in the production of the adhesive composition.
Comparative example 1
Preparation of prepolymer composition
To a monomer mixture containing 78 parts by mass of 2-ethylhexyl acrylate (2 EHA), 18 parts by mass of N-vinyl-2-pyrrolidone (NVP) and 4 parts by mass of 2-hydroxyethyl acrylate (2 HEA) was added 0.035 parts by mass of a 1 st photopolymerization initiator (trade name "Omnirad651", manufactured by IGM Resins Co., ltd.) and 0.035 parts by mass of a 2 nd photopolymerization initiator (trade name "Omnirad184", manufactured by IGM Resins Co., ltd.) in a flask, and then the mixture was irradiated with ultraviolet rays under a nitrogen atmosphere to polymerize a part of the monomer components in the mixture, thereby obtaining a 3 rd prepolymer composition having a polymerization rate of about 10%.
Preparation of adhesive composition
100 parts by mass of the 3 rd prepolymer composition, 0.29 parts by mass of DPHA as a crosslinking agent, and 0.353 parts by mass of a silane coupling agent (trade name "KBM-403", manufactured by Xinyue chemical industry) were mixed to obtain a 3 rd adhesive composition.
Formation of adhesive layer
An adhesive layer (thickness: 50 μm) sandwiched by 1/2 th release liner was formed in the same manner as in the formation of the adhesive layer (including ultraviolet irradiation) in example 1, except that the 3 rd adhesive composition was used instead of the 1 st adhesive composition.
As described above, an adhesive sheet (thickness: 50 μm) of comparative example 1 having a release liner on both sides was produced.
180 degree peel test
The adhesive force to the adherend was examined by 180 ° peel test for each of the adhesive sheets of examples 1 to 9 and comparative example 1.
Specifically, first, a necessary number of measurement samples are prepared for each adhesive sheet. In the production of the measurement sample, first, the 1 st release liner was peeled off from the adhesive sheet, and the exposed surface thus exposed was bonded to a polyethylene terephthalate (PET) film (trade name "lumirror S10", manufactured by eastern chemical Co., ltd.) whose surface was subjected to plasma treatment, to obtain a laminate. In the plasma treatment, a plasma irradiation apparatus (trade name "AP-TO5", manufactured by water industry Co., ltd.) was used, the voltage was set TO 160V, the frequency was set TO 10kHz, and the treatment speed was set TO 5000 mm/min (the same applies TO the plasma treatment described later). Subsequently, test pieces (width 10 mm. Times. Length 100 mm) were cut out from the laminate (PET film/adhesive sheet/2 nd release liner). Next, the 2 nd release liner was peeled off from the pressure-sensitive adhesive sheet in the test piece, and the exposed surface thus exposed was bonded to a Polyimide (PI) film (trade name "GV200", thickness 80 μm, manufactured by KOLON corporation) whose surface was subjected to plasma treatment. Then, the PI film with the pressure-sensitive adhesive sheet (test piece) was subjected to heating and pressurizing at 50℃under a pressure of 0.5MPa for 15 minutes. Thus, the test piece was pressure-bonded to the PI film. In the above manner, a measurement sample was prepared.
Then, the measurement sample was allowed to stand at room temperature for 30 minutes, and then a 180 ° peel test was performed to peel the test piece from the PI film in the measurement sample, and the force (peel strength) required for the peeling was measured (1 st 180 ° peel test). In this measurement, a tensile tester (trade name "Autograph AG-50NX plus)", manufactured by Shimadzu corporation, was used. In this measurement, the measurement temperature was set at 25℃and the relative humidity was set at 55%, the peeling angle of the test piece from the PI film was set at 180 °, the stretching speed of the test piece was set at 300 mm/min, and the peeling length was set at 50mm. The average value of the measured peel strength was taken as the adhesive force f at a tensile speed of 300 mm/min 1 (N/10 mm) is shown in Table 1.
On the other hand, 180 ° peel test (the 2 nd 180 ° peel test) was performed under the same conditions as the 1 st 180 ° peel test except that the stretching speed was changed to 100 mm/min. The measurement result was regarded as the adhesive force f at a stretching speed of 100 mm/min 2 (N/10 mm) is shown in Table 1. Further, 180 ° peel test (3 rd 180 ° peel test) was performed under the same conditions as the 1 st 180 ° peel test except that the stretching speed was changed to 10 mm/min. The measurement result was regarded as the adhesive force f at a stretching speed of 10 mm/min 3 (N/10 mm) is shown in table 1.
Then, as exemplarily shown with a straight line (solid line) in the graph of fig. 3 with respect to the adhesive sheet of example 1, by the adhesive force f based 1 、f 2 、f 3 The adhesive force F (N/10 mm) at the stretching speed of 0 was obtained by extrapolation. Specifically, by the adhesive force f 1 ～f 3 The regression line (straight line) was obtained by the least square method, and the adhesive force F at the drawing speed 0 was obtained by extrapolation using the straight line. The values are shown in Table 1. In the graph of FIG. 3, the horizontal axis represents the stretching speed (mm/min) under 180℃peel test, and the vertical axis represents the adhesive force (N/10 mm).
On the other hand, 180 ° peel test was performed under the same conditions as those of the 1 st 180 ° peel test except that the adherend in the measurement sample preparation process was replaced with a polarizing film (thickness 51 μm, manufactured by niton corporation). The measurement result was taken as the adhesive force f 'at a stretching speed of 300 mm/min' 1 (N/10 mm) is shown in Table 1. The 180 ° peel test was performed under the same conditions as the 2 nd 180 ° peel test except that the adherend in the process of producing the test sample was replaced with the polarizing film. The measurement result was taken as the adhesive force f 'at a stretching speed of 100 mm/min' 2 (N/10 mm) is shown in Table 1. Further, 180 ° peel test was performed under the same conditions as the 3 rd 180 ° peel test except that the adherend in the process of producing the test sample was replaced with the polarizing film. The measurement result was taken as the adhesive force f 'at a stretching speed of 10 mm/min' 3 (N/10 mm) is shown in Table 1. And, as exemplarily shown by a straight line (broken line) in the graph of fig. 3 with respect to the adhesive sheet of example 1, by the adhesive force f 'based' 1 、f' 2 、f' 3 The adhesive force F' (N/10 mm) at the stretching speed of 0 was obtained by extrapolation. Specifically, by the adhesive force f' 1 ～f' 3 The regression line (straight line) was obtained by the least square method, and the drawing speed 0 was obtained by extrapolation using the straight lineAdhesive force F'. The values are shown in Table 1.
Tensile test
For each of the adhesive sheets of examples 1 to 9 and comparative example 1, strain stress generated in the tensile test was studied.
Specifically, first, a necessary number of measurement samples are prepared for each adhesive sheet. In the production of the test sample, first, a small piece (30 mm wide by 100mm long) of the pressure-sensitive adhesive sheet with a release liner on both sides was cut out from the pressure-sensitive adhesive sheet with a release liner on both sides. Then, after one release liner was peeled off from the adhesive sheet small piece, the adhesive sheet small piece was wound on the other release liner in the longitudinal direction so as not to enter air bubbles, and a cylindrical shape (cylindrical height 30 mm) was formed. Thus, a cylindrical pressure-sensitive adhesive sheet chip as a measurement sample was obtained. Next, a tensile test was performed on the test specimen at 25℃and a relative humidity of 50% using a tensile tester (trade name "Autograph AG-50NX plus", manufactured by Shimadzu corporation), and tensile stress generated during the tensile process was measured. Thus, a stress-strain curve (load-elongation curve) was obtained. In the tensile test, the distance between the initial jigs was set to 10mm, the measurement sample (the cylindrical pressure-sensitive adhesive sheet small piece) was stretched in the height direction of the cylindrical shape, and the stretching speed was set to 300 mm/min. Strain stress S at 200% elongation in such a tensile test 200 (N/cm 2 ) Strain stress at 300% elongation S 300 (N/cm 2 ) And strain stress at 500% elongation S 500 (N/cm 2 ) Shown in Table 1. In addition, the strain stress S 300 And strain stress S 200 Ratio of (2), strain stress S 500 And strain stress S 200 The ratio of (2) is also shown in Table 1.
Bending retention test
For each of the adhesive sheets of examples 1 to 9 and comparative example 1, a bending retention test was performed as follows.
First, the 2 nd release liner was peeled from the adhesive sheet with release liners on both sides, and the exposed surface thus exposed was subjected to plasma treatment. On the other hand, both sides (1 st side, 2 nd side) of the polarizing film having a thickness of 51 μm were also subjected to plasma treatment. The surface of the transparent polyimide film having a thickness of 80 μm and the surface of the polyethylene terephthalate (PET) film having a thickness of 125 μm were also subjected to plasma treatment. In each plasma treatment, a plasma irradiation apparatus (trade name "AP-TO5", manufactured by water accumulation industry Co., ltd.) was used, the voltage was set TO 160V, the frequency was set TO 10kHz, and the treatment speed was set TO 5000 mm/min. Then, the exposed surface of the pressure-sensitive adhesive sheet is bonded to the 1 st surface of the polarizing film. In this bonding, the adhesive sheet with the 1 st release liner was pressed against the polarizing film by reversing a 2kg roller 1 time in an environment of 23 ℃. Then, the 1 st release liner was peeled off from the adhesive sheet with a polarizing film, and then the transparent polyimide film was bonded to the exposed surface of the adhesive sheet thus exposed. Then, the PET film was bonded to the 2 nd surface of the polarizing film via a thin adhesive sheet having a thickness of 15. Mu.m. In this bonding, the polarizing film and the PET film were pressure-bonded by reciprocating a 2kg roller 1 time in an environment of 23 ℃. Thus, a laminated film comprising a laminate of a PET film (thickness: 125 μm), a thin adhesive sheet (thickness: 15 μm), a polarizing film (thickness: 51 μm), an adhesive sheet (thickness: 50 μm) and a transparent polyimide film (thickness: 80 μm) was obtained.
Then, a sample for evaluation was cut out from the laminated film thus prepared. Specifically, a rectangular sample of 35mm×100mm was cut out of the laminated film so that the absorption axis of the polarizing film was parallel to the longitudinal direction among the cut samples. Next, the sample was autoclaved at 35℃and 0.50MPa for 15 minutes.
Then, for this sample, a bending test was performed using a planar body no-load U-shaped expansion and contraction tester (manufactured by YUASA systemco., ltd.). In this test, bending jigs were attached to both ends in the longitudinal direction of the sample at a distance of 20mm from the edge of the sample, and the sample was fixed to the tester (the region 60mm in the center in the longitudinal direction of the sample was left unfixed). In this test, the sample was repeatedly deformed (bent) 20 ten thousand times at a bending speed of 60rpm between a bent state and a non-bent state in which the surface of the PET film side was inside in a constant temperature and humidity tank under conditions of a temperature of 60 ℃ and a relative humidity of 95%. Specifically, the bending mode in this test is a mode in which the axial direction of the bending moment acting on the sample is perpendicular to the absorption axis of the polarizing film. In this bent form, the bending radius of the sample was set to 1.3mm and the bending angle was set to 180 °. In such a bending test, the adhesion of the adhesive sheet to the adherend was evaluated as "poor" when no peeling occurred between the adhesive sheet and the adherend (transparent polyimide film, polarizing film), and the peeling occurred was evaluated as "poor". The evaluation results are shown in table 1.
TABLE 1
Claims (10)
1. An optical adhesive sheet having an adhesive force F (N/10 mm) as an adhesive force at a stretching speed 0, the adhesive force at the stretching speed 0 being determined as follows: based on the adhesive force in the 1 st 180 DEG peel test at 25 ℃ and a stretching speed of 300 mm/min, the adhesive force in the 2 nd 180 DEG peel test at 25 ℃ and a stretching speed of 100 mm/min, and the adhesive force in the 3 rd 180 DEG peel test at 25 ℃ and a stretching speed of 10 mm/min, to the polyimide adherend, the adhesive force was obtained by extrapolation,
the optical adhesive sheet has a strain stress S 200 (N/cm 2 ) As a strain stress at 200% elongation in a tensile test at 25℃and a tensile speed of 300 mm/min,
the adhesive force F and the strain stress S 200 The ratio (2) is 0.3 or more.
2. The optical adhesive sheet according to claim 1, wherein the adhesive force F is equal to a strain stress S at 500% elongation in the tensile test 500 (N/cm 2 ) The ratio (2) is 0.2 or more.
3. The optical adhesive sheet according to claim 1, wherein theStrain stress at 500% elongation S in the tensile test 500 And the strain stress S 200 The ratio of (2) is 3 or less.
4. The optical adhesive sheet according to claim 2, wherein the strain stress S at 500% elongation in the tensile test 500 And the strain stress S 200 The ratio of (2) is 3 or less.
5. The optical adhesive sheet according to claim 1, wherein the adhesive force F is 1N/10mm or more.
6. The optical adhesive sheet according to claim 2, wherein the adhesive force F is 1N/10mm or more.
7. The optical adhesive sheet according to claim 1, wherein the strain stress S 200 20N/cm 2 The following is given.
8. The optical adhesive sheet according to claim 2, wherein the strain stress S 200 20N/cm 2 The following is given.
9. An optical adhesive sheet according to claim 3, wherein the strain stress S 200 20N/cm 2 The following is given.
10. The optical adhesive sheet according to any one of claims 1 to 9, wherein the strain stress S at 500% elongation in the tensile test 500 Is 30N/cm 2 The following is given.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2021-210729 | 2021-12-24 | ||
| JP2021210729A JP2023095068A (en) | 2021-12-24 | 2021-12-24 | Optical pressure sensitive adhesive sheet |
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| Publication Number | Publication Date |
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| CN116333613A true CN116333613A (en) | 2023-06-27 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202211658835.7A Pending CN116333613A (en) | 2021-12-24 | 2022-12-22 | Optical adhesive sheet |
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| JP (1) | JP2023095068A (en) |
| KR (1) | KR20230098040A (en) |
| CN (1) | CN116333613A (en) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6807234B2 (en) | 2017-01-10 | 2021-01-06 | 日東電工株式会社 | Adhesive sheet |
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- 2022-12-21 KR KR1020220180347A patent/KR20230098040A/en unknown
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| KR20230098040A (en) | 2023-07-03 |
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