KR102624880B1 - 광경화성 접착제 조성물, 광경화성 접착제, 편광판 및 광학 디바이스 - Google Patents

광경화성 접착제 조성물, 광경화성 접착제, 편광판 및 광학 디바이스 Download PDF

Info

Publication number: KR102624880B1
Authority: KR; South Korea
Prior art keywords: acrylate; methacrylate; component; photocurable adhesive; group
Prior art date: 2019-04-29

Application number

KR1020217038921A

Other languages

English (en)

Korean (ko)

Other versions

KR20220002562A (ko

Inventor

샤오춘 퀴안

Original Assignee

샹조우 트론리 뉴 일렉트로닉 머티리얼즈 컴퍼니 리미티드

창저우 트론리 어드벤스드 일렉트로닉 머티어리얼스 컴퍼니, 리미티드

Priority date (The priority date 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 date listed.)

2019-04-29

Filing date

2020-04-26

Publication date

2024-01-12

2020-04-26 Application filed by 샹조우 트론리 뉴 일렉트로닉 머티리얼즈 컴퍼니 리미티드, 창저우 트론리 어드벤스드 일렉트로닉 머티어리얼스 컴퍼니, 리미티드 filed Critical 샹조우 트론리 뉴 일렉트로닉 머티리얼즈 컴퍼니 리미티드

2022-01-06 Publication of KR20220002562A publication Critical patent/KR20220002562A/ko

2024-01-12 Application granted granted Critical

2024-01-12 Publication of KR102624880B1 publication Critical patent/KR102624880B1/ko

Links

239000000853 adhesive Substances 0.000 title claims abstract description 77
230000001070 adhesive effect Effects 0.000 title claims abstract description 77
239000000203 mixture Substances 0.000 title claims abstract description 43
230000003287 optical effect Effects 0.000 title claims abstract description 19
150000001875 compounds Chemical class 0.000 claims abstract description 28
-1 oxetane compound Chemical class 0.000 claims abstract description 27
230000001681 protective effect Effects 0.000 claims abstract description 27
125000003700 epoxy group Chemical group 0.000 claims abstract description 15
238000010538 cationic polymerization reaction Methods 0.000 claims abstract description 10
239000003211 polymerization photoinitiator Substances 0.000 claims abstract description 10
239000000178 monomer Substances 0.000 claims description 52
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 22
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 16
238000006116 polymerization reaction Methods 0.000 claims description 16
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 11
125000003118 aryl group Chemical group 0.000 claims description 11
VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 10
229920000642 polymer Polymers 0.000 claims description 10
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 9
125000004432 carbon atom Chemical group C* 0.000 claims description 7
SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 6
BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical group COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 6
GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 6
229920002554 vinyl polymer Polymers 0.000 claims description 6
AOJOEFVRHOZDFN-UHFFFAOYSA-N benzyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC1=CC=CC=C1 AOJOEFVRHOZDFN-UHFFFAOYSA-N 0.000 claims description 5
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 5
OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 claims description 4
SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims description 4
229920005862 polyol Polymers 0.000 claims description 4
150000003077 polyols Chemical class 0.000 claims description 4
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 claims description 3
LMAUULKNZLEMGN-UHFFFAOYSA-N 1-ethyl-3,5-dimethylbenzene Chemical compound CCC1=CC(C)=CC(C)=C1 LMAUULKNZLEMGN-UHFFFAOYSA-N 0.000 claims description 3
GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 3
HDPLHDGYGLENEI-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COC(C)COCC1CO1 HDPLHDGYGLENEI-UHFFFAOYSA-N 0.000 claims description 3
RQZUWSJHFBOFPI-UHFFFAOYSA-N 2-[1-[1-(oxiran-2-ylmethoxy)propan-2-yloxy]propan-2-yloxymethyl]oxirane Chemical compound C1OC1COC(C)COC(C)COCC1CO1 RQZUWSJHFBOFPI-UHFFFAOYSA-N 0.000 claims description 3
SEFYJVFBMNOLBK-UHFFFAOYSA-N 2-[2-[2-(oxiran-2-ylmethoxy)ethoxy]ethoxymethyl]oxirane Chemical compound C1OC1COCCOCCOCC1CO1 SEFYJVFBMNOLBK-UHFFFAOYSA-N 0.000 claims description 3
SHKUUQIDMUMQQK-UHFFFAOYSA-N 2-[4-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical compound C1OC1COCCCCOCC1CO1 SHKUUQIDMUMQQK-UHFFFAOYSA-N 0.000 claims description 3
OKRCJGMWAZBSSR-UHFFFAOYSA-N 2-[9-(oxiran-2-ylmethoxy)nonoxymethyl]oxirane Chemical compound C1OC1COCCCCCCCCCOCC1CO1 OKRCJGMWAZBSSR-UHFFFAOYSA-N 0.000 claims description 3
KUAUJXBLDYVELT-UHFFFAOYSA-N 2-[[2,2-dimethyl-3-(oxiran-2-ylmethoxy)propoxy]methyl]oxirane Chemical compound C1OC1COCC(C)(C)COCC1CO1 KUAUJXBLDYVELT-UHFFFAOYSA-N 0.000 claims description 3
WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 claims description 3
RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 claims description 3
CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 claims description 3
MECNWXGGNCJFQJ-UHFFFAOYSA-N 3-piperidin-1-ylpropane-1,2-diol Chemical compound OCC(O)CN1CCCCC1 MECNWXGGNCJFQJ-UHFFFAOYSA-N 0.000 claims description 3
NQSLZEHVGKWKAY-UHFFFAOYSA-N 6-methylheptyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C(C)=C NQSLZEHVGKWKAY-UHFFFAOYSA-N 0.000 claims description 3
DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 claims description 3
XFZOHDFQOOTHRH-UHFFFAOYSA-N 7-methyloctyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCCOC(=O)C(C)=C XFZOHDFQOOTHRH-UHFFFAOYSA-N 0.000 claims description 3
CUXGDKOCSSIRKK-UHFFFAOYSA-N 7-methyloctyl prop-2-enoate Chemical compound CC(C)CCCCCCOC(=O)C=C CUXGDKOCSSIRKK-UHFFFAOYSA-N 0.000 claims description 3
GDUZPNKSJOOIDA-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-4-yl 2-methylprop-2-enoate Chemical compound C1C(OC(=O)C(=C)C)CCC2OC21 GDUZPNKSJOOIDA-UHFFFAOYSA-N 0.000 claims description 3
VAYCBEIMJNGBGH-UHFFFAOYSA-N 7-oxabicyclo[4.1.0]heptan-4-yl prop-2-enoate Chemical compound C1C(OC(=O)C=C)CCC2OC21 VAYCBEIMJNGBGH-UHFFFAOYSA-N 0.000 claims description 3
COCLLEMEIJQBAG-UHFFFAOYSA-N 8-methylnonyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C(C)=C COCLLEMEIJQBAG-UHFFFAOYSA-N 0.000 claims description 3
LVGFPWDANALGOY-UHFFFAOYSA-N 8-methylnonyl prop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C=C LVGFPWDANALGOY-UHFFFAOYSA-N 0.000 claims description 3
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 3
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 3
HZRPIZSSEMKEEW-UHFFFAOYSA-N C1CO1.O=C1NC(=O)NC(=O)N1 Chemical compound C1CO1.O=C1NC(=O)NC(=O)N1 HZRPIZSSEMKEEW-UHFFFAOYSA-N 0.000 claims description 3
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 3
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 claims description 3
GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 3
239000004793 Polystyrene Substances 0.000 claims description 3
ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 claims description 3
GCTPMLUUWLLESL-UHFFFAOYSA-N benzyl prop-2-enoate Chemical compound C=CC(=O)OCC1=CC=CC=C1 GCTPMLUUWLLESL-UHFFFAOYSA-N 0.000 claims description 3
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 3
KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 claims description 3
GTBGXKPAKVYEKJ-UHFFFAOYSA-N decyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C(C)=C GTBGXKPAKVYEKJ-UHFFFAOYSA-N 0.000 claims description 3
FWLDHHJLVGRRHD-UHFFFAOYSA-N decyl prop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C=C FWLDHHJLVGRRHD-UHFFFAOYSA-N 0.000 claims description 3
FKIRSCKRJJUCNI-UHFFFAOYSA-N ethyl 7-bromo-1h-indole-2-carboxylate Chemical compound C1=CC(Br)=C2NC(C(=O)OCC)=CC2=C1 FKIRSCKRJJUCNI-UHFFFAOYSA-N 0.000 claims description 3
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 3
LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 claims description 3
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 3
LKEDKQWWISEKSW-UHFFFAOYSA-N nonyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCOC(=O)C(C)=C LKEDKQWWISEKSW-UHFFFAOYSA-N 0.000 claims description 3
MDYPDLBFDATSCF-UHFFFAOYSA-N nonyl prop-2-enoate Chemical compound CCCCCCCCCOC(=O)C=C MDYPDLBFDATSCF-UHFFFAOYSA-N 0.000 claims description 3
NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 claims description 3
229940065472 octyl acrylate Drugs 0.000 claims description 3
ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 claims description 3
RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 claims description 3
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 3
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 3
229920002223 polystyrene Polymers 0.000 claims description 3
BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 claims description 3
LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 claims description 3
NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 claims description 3
PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 claims description 3
SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 claims description 3
ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 claims description 3
FSYPIGPPWAJCJG-UHFFFAOYSA-N 2-[[4-(oxiran-2-ylmethoxy)phenoxy]methyl]oxirane Chemical compound C1OC1COC(C=C1)=CC=C1OCC1CO1 FSYPIGPPWAJCJG-UHFFFAOYSA-N 0.000 claims description 2
125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 claims description 2
239000000126 substance Substances 0.000 claims 2
QQZZMAPJAKOSNG-UHFFFAOYSA-N (3-cyanatophenyl) cyanate Chemical compound N#COC1=CC=CC(OC#N)=C1 QQZZMAPJAKOSNG-UHFFFAOYSA-N 0.000 claims 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 claims 1
125000001624 naphthyl group Chemical group 0.000 abstract description 4
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract description 4
125000006267 biphenyl group Chemical group 0.000 abstract description 3
239000010408 film Substances 0.000 description 56
229920002284 Cellulose triacetate Polymers 0.000 description 11
NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 11
238000000034 method Methods 0.000 description 11
230000000694 effects Effects 0.000 description 10
229920005989 resin Polymers 0.000 description 10
239000011347 resin Substances 0.000 description 10
125000000217 alkyl group Chemical group 0.000 description 8
239000010410 layer Substances 0.000 description 8
JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 7
239000004372 Polyvinyl alcohol Substances 0.000 description 6
239000004973 liquid crystal related substance Substances 0.000 description 6
229920002451 polyvinyl alcohol Polymers 0.000 description 6
125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 5
125000005119 alkyl cycloalkyl group Chemical group 0.000 description 5
125000004435 hydrogen atom Chemical class [H]* 0.000 description 5
AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 description 5
OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 4
125000002015 acyclic group Chemical group 0.000 description 4
238000011156 evaluation Methods 0.000 description 4
229910052739 hydrogen Inorganic materials 0.000 description 4
239000001257 hydrogen Substances 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
150000001252 acrylic acid derivatives Chemical class 0.000 description 3
125000002091 cationic group Chemical group 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
125000001316 cycloalkyl alkyl group Chemical group 0.000 description 3
239000000463 material Substances 0.000 description 3
229920000139 polyethylene terephthalate Polymers 0.000 description 3
239000005020 polyethylene terephthalate Substances 0.000 description 3
PLDLPVSQYMQDBL-UHFFFAOYSA-N 2-[[3-(oxiran-2-ylmethoxy)-2,2-bis(oxiran-2-ylmethoxymethyl)propoxy]methyl]oxirane Chemical compound C1OC1COCC(COCC1OC1)(COCC1OC1)COCC1CO1 PLDLPVSQYMQDBL-UHFFFAOYSA-N 0.000 description 2
UUODQIKUTGWMPT-UHFFFAOYSA-N 2-fluoro-5-(trifluoromethyl)pyridine Chemical compound FC1=CC=C(C(F)(F)F)C=N1 UUODQIKUTGWMPT-UHFFFAOYSA-N 0.000 description 2
229920000089 Cyclic olefin copolymer Polymers 0.000 description 2
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 2
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
239000003513 alkali Substances 0.000 description 2
125000003545 alkoxy group Chemical group 0.000 description 2
125000002877 alkyl aryl group Chemical group 0.000 description 2
125000004448 alkyl carbonyl group Chemical group 0.000 description 2
XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
239000012986 chain transfer agent Substances 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
210000002858 crystal cell Anatomy 0.000 description 2
ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
125000000524 functional group Chemical group 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical class 0.000 description 2
LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 2
150000002430 hydrocarbons Chemical group 0.000 description 2
XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical class I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 2
125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
229910052740 iodine Inorganic materials 0.000 description 2
239000011630 iodine Substances 0.000 description 2
150000002605 large molecules Chemical class 0.000 description 2
231100000053 low toxicity Toxicity 0.000 description 2
229920002521 macromolecule Polymers 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
238000000691 measurement method Methods 0.000 description 2
238000002156 mixing Methods 0.000 description 2
239000003505 polymerization initiator Substances 0.000 description 2
239000004814 polyurethane Substances 0.000 description 2
229920002635 polyurethane Polymers 0.000 description 2
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
235000010724 Wisteria floribunda Nutrition 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
239000003522 acrylic cement Substances 0.000 description 1
125000004423 acyloxy group Chemical group 0.000 description 1
239000012790 adhesive layer Substances 0.000 description 1
125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
125000004644 alkyl sulfinyl group Chemical group 0.000 description 1
125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
125000005529 alkyleneoxy group Chemical group 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
238000000149 argon plasma sintering Methods 0.000 description 1
125000005129 aryl carbonyl group Chemical group 0.000 description 1
125000005161 aryl oxy carbonyl group Chemical group 0.000 description 1
125000005135 aryl sulfinyl group Chemical group 0.000 description 1
125000004391 aryl sulfonyl group Chemical group 0.000 description 1
125000005110 aryl thio group Chemical group 0.000 description 1
125000004104 aryloxy group Chemical group 0.000 description 1
239000011324 bead Substances 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
230000015572 biosynthetic process Effects 0.000 description 1
235000010290 biphenyl Nutrition 0.000 description 1
239000004305 biphenyl Substances 0.000 description 1
MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
239000012952 cationic photoinitiator Substances 0.000 description 1
230000008094 contradictory effect Effects 0.000 description 1
230000001186 cumulative effect Effects 0.000 description 1
125000004093 cyano group Chemical group *C#N 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
238000000113 differential scanning calorimetry Methods 0.000 description 1
238000009792 diffusion process Methods 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
230000002708 enhancing effect Effects 0.000 description 1
229920006332 epoxy adhesive Polymers 0.000 description 1
230000001747 exhibiting effect Effects 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
238000009472 formulation Methods 0.000 description 1
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
125000004356 hydroxy functional group Chemical group O* 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
229920000554 ionomer Polymers 0.000 description 1
239000012939 laminating adhesive Substances 0.000 description 1
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
238000005457 optimization Methods 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
239000005022 packaging material Substances 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920005906 polyester polyol Polymers 0.000 description 1
229920001228 polyisocyanate Polymers 0.000 description 1
239000005056 polyisocyanate Substances 0.000 description 1
229920005749 polyurethane resin Polymers 0.000 description 1
239000002994 raw material Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000001179 sorption measurement Methods 0.000 description 1
238000003860 storage Methods 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
238000012360 testing method Methods 0.000 description 1
229920001187 thermosetting polymer Polymers 0.000 description 1
239000010409 thin film Substances 0.000 description 1
238000012546 transfer Methods 0.000 description 1
238000012795 verification Methods 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
- 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
- C09J4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
- B32B27/08—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- 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
- C09J133/068—Copolymers with monomers not covered by C09J133/06 containing glycidyl groups
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/10—Homopolymers or copolymers of methacrylic acid esters
- C09J133/12—Homopolymers or copolymers of methyl methacrylate
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors

Landscapes

Physics & Mathematics (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Nonlinear Science (AREA)
General Physics & Mathematics (AREA)
Optics & Photonics (AREA)
Mathematical Physics (AREA)
Crystallography & Structural Chemistry (AREA)
Adhesives Or Adhesive Processes (AREA)
Polarising Elements (AREA)
Polyethers (AREA)
Epoxy Resins (AREA)

KR1020217038921A 2019-04-29 2020-04-26 광경화성 접착제 조성물, 광경화성 접착제, 편광판 및 광학 디바이스 KR102624880B1 (ko)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
CN201910357369.0		2019-04-29
CN201910357369.0A CN111849394B (zh)	2019-04-29	2019-04-29	光固化粘接剂组合物、光固化粘接剂、偏光板及光学设备
PCT/CN2020/087073 WO2020221178A1 (zh)	2019-04-29	2020-04-26	光固化粘接剂组合物、光固化粘接剂、偏光板及光学设备

Publications (2)

Publication Number	Publication Date
KR20220002562A KR20220002562A (ko)	2022-01-06
KR102624880B1 true KR102624880B1 (ko)	2024-01-12

Family

ID=72966567

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
KR1020217038921A KR102624880B1 (ko)	2019-04-29	2020-04-26	광경화성 접착제 조성물, 광경화성 접착제, 편광판 및 광학 디바이스

Country Status (4)

Country	Link
JP (1)	JP7386896B2 (ja)
KR (1)	KR102624880B1 (ja)
CN (1)	CN111849394B (ja)
WO (1)	WO2020221178A1 (ja)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN114507416A (zh) *	2020-11-16	2022-05-17	常州强力先端电子材料有限公司	光固化组合物、涂料及其制备方法、碳纤维预浸料及其制备方法和纤维复合材料

Citations (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
KR100773277B1 (ko) *	2000-01-26	2007-11-05	소니 케미카루 앤드 인포메이션 디바이스 가부시키가이샤	접착제 조성물
JP2010209126A (ja) *	2009-03-06	2010-09-24	Sumitomo Chemical Co Ltd	光硬化性接着剤組成物、偏光板とその製造法、光学部材及び液晶表示装置
JP2014051621A (ja)	2012-09-07	2014-03-20	Asahi Kasei E-Materials Corp	液状樹脂組成物、及び加工品
JP2015143352A (ja) *	2013-12-25	2015-08-06	東亞合成株式会社	光硬化性接着剤組成物、偏光板とその製造法、光学部材及び液晶表示装置

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2001040085A (ja)	1999-08-04	2001-02-13	Toagosei Co Ltd	カチオン硬化性組成物
JP4395577B2 (ja)	2001-10-31	2010-01-13	東亞合成株式会社	エネルギー線硬化性接着剤組成物
JP2005113123A (ja)	2003-09-18	2005-04-28	Fuji Photo Film Co Ltd	光硬化型接着剤及びこれを用いる接着方法
WO2005045525A1 (en) *	2003-11-06	2005-05-19	Dsm Ip Assets B.V.	Curable compositions and rapid prototyping process using the same
WO2006029095A1 (en) *	2004-09-03	2006-03-16	Henkel Corporation	Photoinitiated cationic epoxy compositions
JP5037074B2 (ja)	2006-09-06	2012-09-26	協立化学産業株式会社	光カチオン硬化型又は熱カチオン硬化型接着剤
CN101776846B (zh) *	2009-01-14	2012-07-18	北京光创物成材料科技有限公司	激光造型专用光固化组合物
JP2011236389A (ja)	2010-05-13	2011-11-24	Toyo Ink Sc Holdings Co Ltd	偏光板形成用光硬化性接着剤及び偏光板
JP6164609B2 (ja) *	2013-08-23	2017-07-19	東亞合成株式会社	光硬化性接着剤組成物、偏光板とその製造法、光学部材及び液晶表示装置
JP6284721B2 (ja)	2013-08-26	2018-02-28	株式会社Adeka	エネルギー線感受性組成物
JP2015078314A (ja)	2013-10-17	2015-04-23	セメダイン株式会社	光硬化性組成物
CN104910843A (zh) *	2014-03-12	2015-09-16	东莞新科技术研究开发有限公司	可阳离子固化的粘接剂及其应用
RU2744431C2 (ru) *	2016-05-19	2021-03-09	Сикпа Холдинг Са	Адгезивы для сборки компонентов инертного материала
JP6880809B2 (ja)	2016-12-09	2021-06-02	東亞合成株式会社	活性エネルギー線硬化型封止剤用組成物
CN109400551B (zh) *	2017-08-17	2022-09-16	常州强力先端电子材料有限公司	氧杂环丁烷化合物及其制备方法

2019
- 2019-04-29 CN CN201910357369.0A patent/CN111849394B/zh active Active
2020
- 2020-04-26 JP JP2021564394A patent/JP7386896B2/ja active Active
- 2020-04-26 WO PCT/CN2020/087073 patent/WO2020221178A1/zh active Application Filing
- 2020-04-26 KR KR1020217038921A patent/KR102624880B1/ko active IP Right Grant

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
KR100773277B1 (ko) *	2000-01-26	2007-11-05	소니 케미카루 앤드 인포메이션 디바이스 가부시키가이샤	접착제 조성물
JP2010209126A (ja) *	2009-03-06	2010-09-24	Sumitomo Chemical Co Ltd	光硬化性接着剤組成物、偏光板とその製造法、光学部材及び液晶表示装置
JP2014051621A (ja)	2012-09-07	2014-03-20	Asahi Kasei E-Materials Corp	液状樹脂組成物、及び加工品
JP2015143352A (ja) *	2013-12-25	2015-08-06	東亞合成株式会社	光硬化性接着剤組成物、偏光板とその製造法、光学部材及び液晶表示装置

Also Published As

Publication number	Publication date
WO2020221178A1 (zh)	2020-11-05
KR20220002562A (ko)	2022-01-06
JP7386896B2 (ja)	2023-11-27
CN111849394B (zh)	2021-12-28
JP2022531208A (ja)	2022-07-06
CN111849394A (zh)	2020-10-30

Legal Events

Date	Code	Title
2023-05-31	E902	Notification of reason for refusal
2023-07-31	AMND	Amendment
2023-09-14	E601	Decision to refuse application
2023-09-14	X091	Application refused [patent]
2023-12-11	AMND	Amendment
2024-01-05	X701	Decision to grant (after re-examination)
2024-01-10	GRNT	Written decision to grant

Publication	Publication Date	Title
TWI607074B (zh)	2017-12-01	Photocurable adhesive composition, polarizing plate and manufacturing method therefor, optical member and liquid crystal display device
TWI512074B (zh)	2015-12-11	光硬化性接著劑組成物、偏光板及其製作方法、光學構件及液晶顯示裝置
KR101496506B1 (ko)	2015-03-03	편광판용 접착제 및 이를 포함하는 편광판
KR101374374B1 (ko)	2014-03-17	점착제 조성물, 점착필름, 그 제조방법 및 이를 이용한 디스플레이 부재
TWI596179B (zh)	2017-08-21	壓敏性黏著劑組成物
JP5495906B2 (ja)	2014-05-21	光硬化性接着剤組成物、偏光板とその製造法、光学部材及び液晶表示装置
US10132976B2 (en)	2018-11-20	Polarizing plate, method for manufacturing same, and image display device comprising same
JP2013160775A (ja)	2013-08-19	偏光板及び光学部材
JP2015143352A (ja)	2015-08-06	光硬化性接着剤組成物、偏光板とその製造法、光学部材及び液晶表示装置
KR20160049449A (ko)	2016-05-09	편광판 및 이를 포함하는 화상표시장치
JP2013231761A (ja)	2013-11-14	偏光板及び液晶表示装置
CN114761839A (zh)	2022-07-15	固化性粘接剂组合物及偏振板
KR102624880B1 (ko)	2024-01-12	광경화성 접착제 조성물, 광경화성 접착제, 편광판 및 광학 디바이스
TWI646349B (zh)	2019-01-01	偏光板之製造方法
JP6836886B2 (ja)	2021-03-03	光学フィルム用接着剤
JP2016206684A (ja)	2016-12-08	偏光板及び光学部材
TWI718322B (zh)	2021-02-11	偏光板
KR101526032B1 (ko)	2015-06-05	광학 소자용 조성물
KR20210046587A (ko)	2021-04-28	편광자, 편광 필름, 광학 필름, 그리고 화상 표시 장치
KR101565628B1 (ko)	2015-11-04	광학 소자용 조성물
JP2022026727A (ja)	2022-02-10	活性エネルギー線硬化性樹脂組成物、偏光フィルム保護層、およびそれを用いた偏光板
JP2013117738A (ja)	2013-06-13	偏光板の製造方法
WO2020039899A1 (ja)	2020-02-27	偏光子、偏光フィルム、光学フィルム、ならびに画像表示装置
JP2018059011A (ja)	2018-04-12	活性エネルギー線硬化性接着剤組成物、偏光板用接着剤組成物、偏光板用接着剤、およびそれを用いた偏光板