JP5417037B2 - UV curable color correction adhesive composition, color correction adhesive and color correction adhesive film - Google Patents
UV curable color correction adhesive composition, color correction adhesive and color correction adhesive film Download PDFInfo
- Publication number
- JP5417037B2 JP5417037B2 JP2009123839A JP2009123839A JP5417037B2 JP 5417037 B2 JP5417037 B2 JP 5417037B2 JP 2009123839 A JP2009123839 A JP 2009123839A JP 2009123839 A JP2009123839 A JP 2009123839A JP 5417037 B2 JP5417037 B2 JP 5417037B2
- Authority
- JP
- Japan
- Prior art keywords
- component
- meth
- color correction
- mass
- parts
- 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.)
- Active
Links
- 238000012937 correction Methods 0.000 title claims description 56
- 239000000203 mixture Substances 0.000 title claims description 39
- 230000001070 adhesive effect Effects 0.000 title claims description 38
- 239000000853 adhesive Substances 0.000 title claims description 33
- 239000002313 adhesive film Substances 0.000 title claims description 16
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 59
- 229920000058 polyacrylate Polymers 0.000 claims description 46
- -1 silane compound Chemical class 0.000 claims description 40
- 239000000178 monomer Substances 0.000 claims description 35
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 claims description 27
- 239000003999 initiator Substances 0.000 claims description 22
- 239000010410 layer Substances 0.000 claims description 18
- 239000002346 layers by function Substances 0.000 claims description 17
- 230000009477 glass transition Effects 0.000 claims description 11
- 239000000049 pigment Substances 0.000 claims description 9
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 8
- 229910000077 silane Inorganic materials 0.000 claims description 8
- 239000012790 adhesive layer Substances 0.000 claims description 4
- 239000000470 constituent Substances 0.000 claims description 3
- 239000000463 material Substances 0.000 claims 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 45
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 24
- 125000000524 functional group Chemical group 0.000 description 21
- 238000000034 method Methods 0.000 description 20
- 150000001875 compounds Chemical class 0.000 description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 10
- 239000000758 substrate Substances 0.000 description 10
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 8
- 239000011521 glass Substances 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 7
- 239000007795 chemical reaction product Substances 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 229920006243 acrylic copolymer Polymers 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 5
- 238000007385 chemical modification Methods 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 230000003287 optical effect Effects 0.000 description 5
- 230000000704 physical effect Effects 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
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- 239000004372 Polyvinyl alcohol Substances 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 229920002451 polyvinyl alcohol Polymers 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- ZWVHTXAYIKBMEE-UHFFFAOYSA-N 2-hydroxyacetophenone Chemical compound OCC(=O)C1=CC=CC=C1 ZWVHTXAYIKBMEE-UHFFFAOYSA-N 0.000 description 3
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- 239000006087 Silane Coupling Agent Substances 0.000 description 3
- 239000006096 absorbing agent Substances 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- 229920005601 base polymer Polymers 0.000 description 3
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 230000006866 deterioration Effects 0.000 description 3
- 238000007607 die coating method Methods 0.000 description 3
- 239000003822 epoxy resin Substances 0.000 description 3
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 3
- 230000001678 irradiating effect Effects 0.000 description 3
- 239000012948 isocyanate Substances 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 3
- 229920000647 polyepoxide Polymers 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000012360 testing method 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
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 3
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
- HEQOJEGTZCTHCF-UHFFFAOYSA-N 2-amino-1-phenylethanone Chemical compound NCC(=O)C1=CC=CC=C1 HEQOJEGTZCTHCF-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- 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 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 2
- 150000004056 anthraquinones Chemical class 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 238000000149 argon plasma sintering Methods 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 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
- 150000002148 esters Chemical class 0.000 description 2
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 2
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 238000005304 joining Methods 0.000 description 2
- 238000010030 laminating Methods 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- RBQRWNWVPQDTJJ-UHFFFAOYSA-N methacryloyloxyethyl isocyanate Chemical compound CC(=C)C(=O)OCCN=C=O RBQRWNWVPQDTJJ-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 2
- 239000005056 polyisocyanate Substances 0.000 description 2
- 229920001228 polyisocyanate Polymers 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 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
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 2
- XRASPMIURGNCCH-UHFFFAOYSA-N zoledronic acid Chemical compound OP(=O)(O)C(P(O)(O)=O)(O)CN1C=CN=C1 XRASPMIURGNCCH-UHFFFAOYSA-N 0.000 description 2
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- XVOUMQNXTGKGMA-OWOJBTEDSA-N (E)-glutaconic acid Chemical compound OC(=O)C\C=C\C(O)=O XVOUMQNXTGKGMA-OWOJBTEDSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 description 1
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-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
- FDSUVTROAWLVJA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OCC(CO)(CO)COCC(CO)(CO)CO FDSUVTROAWLVJA-UHFFFAOYSA-N 0.000 description 1
- DPNXHTDWGGVXID-UHFFFAOYSA-N 2-isocyanatoethyl prop-2-enoate Chemical compound C=CC(=O)OCCN=C=O DPNXHTDWGGVXID-UHFFFAOYSA-N 0.000 description 1
- BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 description 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical group OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 1
- MWSKJDNQKGCKPA-UHFFFAOYSA-N 6-methyl-3a,4,5,7a-tetrahydro-2-benzofuran-1,3-dione Chemical compound C1CC(C)=CC2C(=O)OC(=O)C12 MWSKJDNQKGCKPA-UHFFFAOYSA-N 0.000 description 1
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 description 1
- PGDIJTMOHORACQ-UHFFFAOYSA-N 9-prop-2-enoyloxynonyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCCCCOC(=O)C=C PGDIJTMOHORACQ-UHFFFAOYSA-N 0.000 description 1
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical group COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 1
- YVTVFZKHLXIJEY-UHFFFAOYSA-N OC(=O)C=C.OC(=O)C=C.C1OC1COCC1CO1 Chemical compound OC(=O)C=C.OC(=O)C=C.C1OC1COCC1CO1 YVTVFZKHLXIJEY-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 1
- 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 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 150000008360 acrylonitriles Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 238000007611 bar coating method Methods 0.000 description 1
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical class C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 238000009529 body temperature measurement Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 239000007809 chemical reaction catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000003851 corona treatment Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- NLCKLZIHJQEMCU-UHFFFAOYSA-N cyano prop-2-enoate Chemical class C=CC(=O)OC#N NLCKLZIHJQEMCU-UHFFFAOYSA-N 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- WHGNXNCOTZPEEK-UHFFFAOYSA-N dimethoxy-methyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](C)(OC)CCCOCC1CO1 WHGNXNCOTZPEEK-UHFFFAOYSA-N 0.000 description 1
- 238000003618 dip coating Methods 0.000 description 1
- PODOEQVNFJSWIK-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(OC)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 PODOEQVNFJSWIK-UHFFFAOYSA-N 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000007756 gravure coating Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 229940097275 indigo Drugs 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- QDLAGTHXVHQKRE-UHFFFAOYSA-N lichenxanthone Natural products COC1=CC(O)=C2C(=O)C3=C(C)C=C(OC)C=C3OC2=C1 QDLAGTHXVHQKRE-UHFFFAOYSA-N 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052754 neon Inorganic materials 0.000 description 1
- GKAOGPIIYCISHV-UHFFFAOYSA-N neon atom Chemical compound [Ne] GKAOGPIIYCISHV-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 150000004032 porphyrins Chemical class 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 229920013730 reactive polymer Polymers 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 150000003902 salicylic acid esters Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- PMJMHCXAGMRGBZ-UHFFFAOYSA-N subphthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(=N3)N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C3=N1 PMJMHCXAGMRGBZ-UHFFFAOYSA-N 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 238000010345 tape casting Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YKENVNAJIQUGKU-UHFFFAOYSA-N tetraazaporphin Chemical compound C=1C(C=N2)=NC2=NC(NN2)=NC2=CC(C=C2)=NC2=CC2=NC=1C=C2 YKENVNAJIQUGKU-UHFFFAOYSA-N 0.000 description 1
- OKYDCMQQLGECPI-UHFFFAOYSA-N thiopyrylium Chemical compound C1=CC=[S+]C=C1 OKYDCMQQLGECPI-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
-
- 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
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
- C09J7/22—Plastics; Metallised plastics
-
- 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]
-
- 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
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/204—Filters in which spectral selection is performed by means of a conductive grid or array, e.g. frequency selective surfaces
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/208—Filters for use with infrared or ultraviolet radiation, e.g. for separating visible light from infrared and/or ultraviolet radiation
-
- 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
- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/318—Applications of adhesives in processes or use of adhesives in the form of films or foils for the production of liquid crystal displays
-
- 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
- C09J2301/302—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 the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
Description
本発明は、例えばプラズマディスプレイパネルに貼着して使用され、色素を含有する色補正粘着剤組成物およびそれを紫外線照射により硬化してなる色補正粘着剤およびそれを用いた色補正粘着フィルムに関する。 The present invention relates to a color correction pressure-sensitive adhesive composition containing a pigment, used by being attached to a plasma display panel, for example, and a color correction pressure-sensitive adhesive film obtained by curing the same, and a color correction pressure-sensitive adhesive film using the same. .
近年、電子画像表示装置（電子ディスプレイ）は、テレビジョン用やモニター用として広く普及している。中でもプラズマディスプレイパネル（ＰＤＰ）は大画面フラットディスプレイパネルに最適であるとして多くの注目を浴びており、その表面には反射防止などの機能フィルムが設けられている。係る機能フィルムの機能層とは反対側の透明基材フィルム上にもその他の機能層や前面板に使用されるガラスに貼着するために必要な粘着剤が塗布されているのが一般的である。 In recent years, electronic image display devices (electronic displays) are widely used for televisions and monitors. Among them, a plasma display panel (PDP) has received much attention as being optimal for a large screen flat display panel, and a functional film such as an antireflection film is provided on the surface thereof. It is common that the adhesive necessary for adhering to the glass used for other functional layers and the front plate is also applied on the transparent base film on the opposite side of the functional layer of the functional film. is there.
該粘着剤としては、例えばアクリル系ポリマーとイソシアネート化合物とからなる粘着剤組成物を架橋反応させた光学部材用粘着剤が知られている（例えば、特許文献１を参照）。この粘着剤は、アクリル系ポリマーとイソシアネート化合物とからなる粘着剤組成物を例えば２３℃、７日間熟成させることによって得られる。しかしながら、係る粘着剤は、アクリル系ポリマーとイソシアネート化合物とを混合し、架橋反応が完了して粘着性能が安定するまでに常温で７日間のエージング（養生）時間が必要である。そこで、このエージング時間を短縮するために、紫外線照射によって短時間に得られる紫外線硬化型粘着剤の開発が行われている。 As the pressure-sensitive adhesive, for example, a pressure-sensitive adhesive for optical members obtained by crosslinking reaction of a pressure-sensitive adhesive composition composed of an acrylic polymer and an isocyanate compound is known (for example, see Patent Document 1). This pressure-sensitive adhesive is obtained by aging a pressure-sensitive adhesive composition comprising an acrylic polymer and an isocyanate compound, for example, at 23 ° C. for 7 days. However, such an adhesive requires aging (curing) time of 7 days at room temperature until an acrylic polymer and an isocyanate compound are mixed and the crosslinking reaction is completed and the adhesive performance is stabilized. Therefore, in order to shorten the aging time, an ultraviolet curable pressure-sensitive adhesive that can be obtained in a short time by ultraviolet irradiation has been developed.
そのような紫外線硬化型粘着剤組成物としては、反応性ポリマーおよび光重合開始剤を必須成分として含有する組成物が知られている（例えば、特許文献２を参照）。この紫外線硬化型粘着剤組成物によれば、紫外線の照射によって速やかに硬化し、粘着力を発現させることができる。 As such an ultraviolet curable pressure-sensitive adhesive composition, a composition containing a reactive polymer and a photopolymerization initiator as essential components is known (see, for example, Patent Document 2). According to this ultraviolet curable pressure-sensitive adhesive composition, it can be quickly cured by the irradiation of ultraviolet rays to develop an adhesive force.
しかしながら、特許文献２に記載されている紫外線硬化型粘着剤組成物は、紫外線を照射することにより硬化するため、係る光重合開始剤を含有する紫外線硬化型粘着剤組成物に色素を添加した場合、系中に存在する光重合開始剤により色素が分解し、退色を招く。従って、そのような色補正粘着剤を反射防止フィルムなどの裏面に適用し、プラズマディスプレイパネルなどに使用すると、パネルから放出される光によってディスプレイの色調を著しく損なう。 However, since the ultraviolet curable pressure-sensitive adhesive composition described in Patent Document 2 is cured by irradiating with ultraviolet light, a dye is added to the ultraviolet curable pressure-sensitive adhesive composition containing the photopolymerization initiator. The dye is decomposed by the photopolymerization initiator present in the system, causing discoloration. Therefore, when such a color correction adhesive is applied to the back surface of an antireflection film or the like and used in a plasma display panel or the like, the color tone of the display is significantly impaired by the light emitted from the panel.
そこで、本発明の目的とするところは、速やかに硬化が可能かつ優れた色補正機能を発揮することができ、その機能を持続させることができる色補正粘着組成物およびそれを紫外線照射により硬化してなる色補正粘着剤および色補正粘着フィルムを提供することにある。 Accordingly, an object of the present invention is to provide a color correction pressure-sensitive adhesive composition that can be cured quickly and can exhibit an excellent color correction function and can maintain the function, and is cured by ultraviolet irradiation. A color correction adhesive film and a color correction adhesive film.
請求項１の紫外線硬化型色補正粘着剤組成物は、側鎖に（メタ）アクリロイル基を有する反応性（メタ）アクリル系重合体（Ａ成分）と、重合性不飽和基を有するカルボン酸モノマー（Ｂ成分）と、光重合開始剤（Ｃ成分）と、シラン化合物（Ｄ成分）と、色素（Ｅ成分）とを構成成分として含み、Ａ成分はガラス転移温度が−５５〜０℃、重量平均分子量が２０万〜１００万であり、Ａ成分とＢ成分の合計を１００質量部とした場合に、Ａ成分が８０〜９９質量部、Ｂ成分が１〜２０質量部、Ａ成分とＢ成分の合計を１００質量部とした場合に、光重合開始剤（Ｃ成分）が０．１〜０．９質量部、シラン化合物（Ｄ成分）が０．１〜２質量部であり、Ａ成分とＢ成分とＣ成分とＤ成分との合計を１００質量部とした場合に色素（Ｅ成分）が０．０２〜２質量部を含むことを特徴とする。 The ultraviolet curable color correction pressure-sensitive adhesive composition according to claim 1 comprises a reactive (meth) acrylic polymer (component A) having a (meth) acryloyl group in the side chain and a carboxylic acid monomer having a polymerizable unsaturated group. (Component B), photopolymerization initiator (component C), silane compound (component D), and pigment (component E) are included as constituent components, and component A has a glass transition temperature of −55 to 0 ° C., weight. When the average molecular weight is 200,000 to 1,000,000 and the total of component A and component B is 100 parts by mass, component A is 80 to 99 parts by mass, component B is 1 to 20 parts by mass, component A and component B Is 100 parts by mass, the photopolymerization initiator (C component) is 0.1 to 0.9 parts by mass, the silane compound (D component) is 0.1 to 2 parts by mass, When the total of the B component, the C component, and the D component is 100 parts by mass, the dye (E component) is Characterized in that it comprises a .02～2 parts by weight.
請求項２の色補正粘着剤は、請求項１の紫外線硬化型色補正粘着剤組成物を紫外線硬化してなるものである。
請求項３の色補正粘着フィルムは、透明基材上に請求項２の色補正粘着剤による粘着剤層が積層されてなるものである。
The color correction pressure-sensitive adhesive according to claim 2 is obtained by ultraviolet-curing the ultraviolet curable color correction pressure-sensitive adhesive composition according to claim 1.
The color correction pressure-sensitive adhesive film of claim 3 is formed by laminating an adhesive layer made of the color correction pressure-sensitive adhesive of claim 2 on a transparent substrate.
請求項４の色補正粘着フィルムは、請求項３の色補正粘着フィルムの粘着剤層とは反対側の透明基材の面に機能層が積層されているものである。 According to a fourth aspect of the present invention, the color correction pressure-sensitive adhesive film has a functional layer laminated on the surface of the transparent substrate opposite to the pressure-sensitive adhesive layer of the color correction pressure-sensitive adhesive film according to the third aspect.
本発明によれば、次のような効果を発揮することができる。
色素を有する色補正粘着フィルムでは、粘着剤層に色素が含まれていることから、その粘着剤層において色補正機能を発現することができる。また、Ａ成分の反応性（メタ）アクリル系重合体が側鎖に（メタ）アクリロイル基を有し、Ｂ成分のカルボン酸モノマーが重合性不飽和基を有していることから、速やかな紫外線硬化性を発揮することができる。さらに、特定のＡ成分およびＢ成分の機能に加え、Ｃ成分である光重合開始剤およびＥ成分である色素の含有量の設定などに基づいて、色補正機能の持続性を発現することができ、耐久性試験後における色素の劣化を抑制することができる。
According to the present invention, the following effects can be exhibited.
In a color correction adhesive film having a pigment, since the pigment is contained in the pressure-sensitive adhesive layer, the color correction function can be expressed in the pressure-sensitive adhesive layer. Moreover, since the reactive (meth) acrylic polymer of the component A has a (meth) acryloyl group in the side chain and the carboxylic acid monomer of the component B has a polymerizable unsaturated group, Curability can be exhibited. Furthermore, in addition to the functions of the specific A component and B component, the color correction function can be sustained based on the settings of the photopolymerization initiator as the C component and the pigment content as the E component. Moreover, deterioration of the pigment after the durability test can be suppressed.
よって、この色補正粘着剤を反射防止フィルムなどの機能フィルムに貼着し、複合化することでプラズマディスプレイなどの電子ディスプレイパネルに好適に使用することができる。 Therefore, this color correction adhesive can be suitably used for an electronic display panel such as a plasma display by sticking it to a functional film such as an antireflection film and combining it.
以下、本発明を具体化した実施形態について詳細に説明する。
[色補正粘着フィルム]
色補正粘着フィルムは、紫外線硬化型色補正粘着剤組成物（単に、粘着剤組成物ともいう）を離型フィルム上に塗工し、紫外線を照射することにより硬化させた後、離型フィルムとは反対側の面を、透明基材または機能フィルムの一方の面の機能層が積層された透明基材フィルムの機能層とは反対側の面に接合させて得られるものである。このため、粘着剤組成物を紫外線照射により速やかに硬化させることができ、従来の常温硬化型粘着剤で必要であった大型の乾燥機が不要になると共に、透明基材および機能層に影響を与えることなく、簡便に製造することができる。
[粘着剤組成物]
粘着剤組成物は、反応性（メタ）アクリル系重合体（Ａ成分）と、重合性不飽和基を有するカルボン酸モノマー（Ｂ成分）と、光重合開始剤（Ｃ成分）と、シラン化合物（Ｄ成分）と、色素（Ｅ成分）とを必須成分として含有する組成物である。この粘着剤組成物が紫外線硬化されることにより、色補正粘着剤が形成される。以下、粘着剤組成物の成分毎に説明する。
〔Ａ成分の反応性（メタ）アクリル系重合体〕
反応性（メタ）アクリル系重合体として、主鎖中に（メタ）アクリル系単量体由来の繰り返し単位を含み、側鎖中に（メタ）アクリロイル骨格を含む官能基〔（メタ）アクリロイル系官能基〕を有する変性（メタ）アクリル系重合体を用いる。
＜変性（メタ）アクリル系重合体の主鎖＞
反応性（メタ）アクリル系重合体は、主鎖中に（メタ）アクリル系単量体由来の繰り返し単位（以下、「単量体Ｘ由来の繰り返し単位」を単に「Ｘ単位」と記す場合がある）を含むものである。換言すれば、変性（メタ）アクリル系重合体は、（メタ）アクリル系重合体を基本骨格とするものである。主鎖中に（メタ）アクリル系単量体単位を含ませるのは、そのことによって優れた耐候性、光学的性質（透光性、透明性）を発揮させることが可能となるからである。なお、本明細書において「主鎖」というときは、変性（メタ）アクリル系重合体において最も炭素数の多い炭素鎖を意味するものとする。
DESCRIPTION OF EMBODIMENTS Hereinafter, embodiments embodying the present invention will be described in detail.
[Color correction adhesive film]
The color correction pressure-sensitive adhesive film is obtained by applying an ultraviolet curable color correction pressure-sensitive adhesive composition (also simply referred to as a pressure-sensitive adhesive composition) onto a release film and curing it by irradiating with ultraviolet rays. Is obtained by bonding the surface on the opposite side to the surface opposite to the functional layer of the transparent substrate film on which the functional layer on one side of the transparent substrate or functional film is laminated. For this reason, the pressure-sensitive adhesive composition can be quickly cured by irradiation with ultraviolet rays, which eliminates the need for a large-sized dryer required for a conventional room-temperature-curing pressure-sensitive adhesive and affects the transparent substrate and functional layer. It can be simply manufactured without giving.
[Adhesive composition]
The pressure-sensitive adhesive composition comprises a reactive (meth) acrylic polymer (component A), a carboxylic acid monomer (component B) having a polymerizable unsaturated group, a photopolymerization initiator (component C), a silane compound ( D component) and a pigment (E component) as essential components. The pressure-sensitive adhesive composition is formed by ultraviolet curing of the pressure-sensitive adhesive composition. Hereinafter, it demonstrates for every component of an adhesive composition.
[Reactive (meth) acrylic polymer of component A]
As a reactive (meth) acrylic polymer, a functional group containing a repeating unit derived from a (meth) acrylic monomer in the main chain and a (meth) acryloyl skeleton in the side chain [(meth) acryloyl functional A modified (meth) acrylic polymer having a group] is used.
<Main chain of modified (meth) acrylic polymer>
In the reactive (meth) acrylic polymer, a repeating unit derived from a (meth) acrylic monomer in the main chain (hereinafter, “repeating unit derived from monomer X” may be simply referred to as “X unit”). Is included). In other words, the modified (meth) acrylic polymer has a (meth) acrylic polymer as a basic skeleton. The reason why the (meth) acrylic monomer unit is contained in the main chain is that it makes it possible to exhibit excellent weather resistance and optical properties (translucency and transparency). In the present specification, the “main chain” means a carbon chain having the largest number of carbon atoms in the modified (meth) acrylic polymer.
一般に、「（メタ）アクリル系単量体」とは、アクリル酸やメタクリル酸またはこれらの誘導体を意味する。具体的には、アクリル酸、メタクリル酸の他、メチル（メタ）アクリレート、エチル（メタ）アクリレート、ｎ−プロピル（メタ）アクリレート、イソプロピル（メタ）アクリレート、ｎ−ブチル（メタ）アクリレート、イソブチル（メタ）アクリレート、ｔ−ブチル（メタ）アクリレート、ｎ−ペンチル（メタ）アクリレート、イソペンチル（メタ）アクリレート、ｎ−へキシル（メタ）アクリレート、ｎ−オクチル（メタ）アクリレート、２−エチルへキシル（メタ）アクリレート、ラウリル（メタ）アクリレート、シクロヘキシル（メタ）アクリレート等の（メタ）アクリレート類；２−ヒドロキシエチル（メタ）アクリレート、２−ヒドロキシプロピル（メタ）アクリレート、３−ヒドロキシプロピル（メタ）アクリレート等の水酸基含有（メタ）アクリレート類；（メタ）アクリル酸アンモニウム、（メタ）アクリル酸ナトリウム、（メタ）アクリル酸カリウム等の（メタ）アクリル酸塩類；（メタ）アクリルアミド等の（メタ）アクリルアミド類；等を挙げることができる。 In general, “(meth) acrylic monomer” means acrylic acid, methacrylic acid, or derivatives thereof. Specifically, in addition to acrylic acid and methacrylic acid, methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (meth) ) Acrylate, t-butyl (meth) acrylate, n-pentyl (meth) acrylate, isopentyl (meth) acrylate, n-hexyl (meth) acrylate, n-octyl (meth) acrylate, 2-ethylhexyl (meth) (Meth) acrylates such as acrylate, lauryl (meth) acrylate, and cyclohexyl (meth) acrylate; water such as 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, and 3-hydroxypropyl (meth) acrylate acid Containing (meth) acrylates; (meth) acrylates such as ammonium (meth) acrylate, sodium (meth) acrylate, potassium (meth) acrylate; (meth) acrylamides such as (meth) acrylamide; Can be mentioned.
変性（メタ）アクリル系重合体は、前記（メタ）アクリル系単量体の中でも、エチルアクリレート、ブチルアクリレートまたは２−エチルヘキシルアクリレート由来の繰り返し単位を含むものが好ましく、エチルアクリレートまたはブチルアクリレート由来の繰り返し単位を含むものが更に好ましく、エチルアクリレート由来の繰り返し単位を含むものが特に好ましい。これらの繰り返し単位を含ませることによって、良好な粘着性能を発揮させることが可能となるからである。 Among the (meth) acrylic monomers, the modified (meth) acrylic polymer preferably contains a repeating unit derived from ethyl acrylate, butyl acrylate or 2-ethylhexyl acrylate, and is a repeating derived from ethyl acrylate or butyl acrylate. Those containing units are more preferred, and those containing repeating units derived from ethyl acrylate are particularly preferred. This is because by including these repeating units, it is possible to exhibit good adhesive performance.
また、変性（メタ）アクリル系重合体は、主鎖が１種の（メタ）アクリル系単量体単位のみを含む単独重合体であってもよいし、２種以上の（メタ）アクリル系単量体単位を含む共重合体であってもよい。但し、粘着剤組成物とした際に、その塗膜（粘着剤層）の物性を精密に調整することが容易であるという理由から、２種以上の（メタ）アクリル系単量体単位を含む共重合体であることが好ましい。 The modified (meth) acrylic polymer may be a homopolymer whose main chain contains only one (meth) acrylic monomer unit, or two or more (meth) acrylic monomers. It may be a copolymer containing a monomer unit. However, when a pressure-sensitive adhesive composition is used, it contains two or more (meth) acrylic monomer units because it is easy to precisely adjust the physical properties of the coating film (pressure-sensitive adhesive layer). A copolymer is preferred.
なお、Ａ成分は、（メタ）アクリル系単量体単位を含むものであれば足り、全ての繰り返し単位が（メタ）アクリル系単量体単位であることを要しない。即ち、本発明の効果を阻害しない限りにおいて、（メタ）アクリル系単量体以外の単量体単位を含むものであってもよい。 In addition, as long as the A component contains a (meth) acrylic monomer unit, it is not necessary that all repeating units are (meth) acrylic monomer units. That is, as long as the effect of this invention is not inhibited, you may contain monomer units other than a (meth) acrylic-type monomer.
「（メタ）アクリル系単量体以外の単量体」の種類については特に制限されないが、重合性不飽和結合を有する単量体を用いることができる。具体的には、スチレン、α−メチルスチレン等の芳香族ビニル類；酢酸ビニル、プロピオン酸ビニル等のカルボン酸ビニル類、無水マレイン酸、イタコン酸、フマル酸等の不飽和ジカルボン酸類；Ｎ−ビニルピロリドン、Ｎ−ビニルカプロラクタム等のＮ−ビニルラクタム類；（メタ）アクリロニトリル等の（メタ）アクリロニトリル類等を挙げることができる。 The type of “monomer other than (meth) acrylic monomer” is not particularly limited, but a monomer having a polymerizable unsaturated bond can be used. Specifically, aromatic vinyls such as styrene and α-methylstyrene; vinyl carboxylates such as vinyl acetate and vinyl propionate; unsaturated dicarboxylic acids such as maleic anhydride, itaconic acid and fumaric acid; N-vinyl N-vinyl lactams such as pyrrolidone and N-vinylcaprolactam; (meth) acrylonitriles such as (meth) acrylonitrile and the like can be mentioned.
変性（メタ）アクリル系重合体の（メタ）アクリル系単量体単位においては、（メタ）アクリル系単量体単位の含有率は、変性（メタ）アクリル系重合体の主鎖を構成する単量体単位の合計を１００質量％とした場合に、５０質量％以上であることが好ましく、９０質量％以上であることが更に好ましく、１００質量％であることが特に好ましい。即ち、主鎖の全てが（メタ）アクリル単量体単位によって構成されていることが最も好ましい。（メタ）アクリル系単量体単位の含有率が５０質量％未満であると、色補正粘着組成物の粘着性能が低下する傾向があるため好ましくない。
＜変性（メタ）アクリル系重合体の側鎖＞
変性（メタ）アクリル系重合体は、側鎖中に（メタ）アクリロイル骨格を含む官能基を有するものである。換言すれば、基本骨格となる（メタ）アクリル系重合体に対して、化学修飾によって（メタ）アクリロイル系官能基を導入し変性させたものである。なお、本明細書において「側鎖」というときは、変性（メタ）アクリル系重合体の主鎖から分岐している炭素鎖を意味するものとする。
In the (meth) acrylic monomer unit of the modified (meth) acrylic polymer, the content of the (meth) acrylic monomer unit is a single unit constituting the main chain of the modified (meth) acrylic polymer. When the total of the monomer units is 100% by mass, it is preferably 50% by mass or more, more preferably 90% by mass or more, and particularly preferably 100% by mass. That is, it is most preferable that all of the main chain is composed of (meth) acryl monomer units. When the content of the (meth) acrylic monomer unit is less than 50% by mass, the pressure-sensitive adhesive performance of the color correction pressure-sensitive adhesive composition tends to decrease, which is not preferable.
<Side chain of modified (meth) acrylic polymer>
The modified (meth) acrylic polymer has a functional group containing a (meth) acryloyl skeleton in the side chain. In other words, the (meth) acrylic polymer serving as the basic skeleton is modified by introducing a (meth) acryloyl functional group by chemical modification. In the present specification, the term “side chain” means a carbon chain branched from the main chain of the modified (meth) acrylic polymer.
側鎖中に（メタ）アクリロイル系官能基（即ち、重合性の官能基）を有する重合体は、紫外線照射によってその重合体同士が架橋されるため、紫外線硬化性が発現される。また、耐候性が高いことに加えて、粘着剤層を剥離した際に被着体への糊残りが少なく、被着体を汚染し難いという好ましい効果が発揮される。 Since the polymer having a (meth) acryloyl functional group (that is, a polymerizable functional group) in the side chain is cross-linked with each other by irradiation with ultraviolet rays, ultraviolet curability is expressed. Further, in addition to high weather resistance, there is a preferable effect that when the pressure-sensitive adhesive layer is peeled off, there is little adhesive residue on the adherend and it is difficult to contaminate the adherend.
本明細書において「（メタ）アクリロイル骨格を含む官能基」というときは、「アクリロイル骨格」または「メタクリロイル骨格」を含む官能基を意味し、アクリロイル骨格やメタクリロイル骨格を構成する水素原子の全部または一部が他の原子や官能基によって置換された置換誘導体も含むものとする。本明細書においては、これらの官能基を「（メタ）アクリロイル系官能基」と称する場合がある。代表的なものとしては、例えばアクリロイル基、メタクリロイル基等が挙げられる。アクリロイル基は優れた重合性（ひいては紫外線硬化性）を付与することができる点において好ましく、メタクリロイル基はアクリロイル基と比較して取扱性が良い点において好ましい。 In the present specification, the term “functional group containing (meth) acryloyl skeleton” means a functional group containing “acryloyl skeleton” or “methacryloyl skeleton”, and represents all or one of the hydrogen atoms constituting the acryloyl skeleton or methacryloyl skeleton. It also includes substituted derivatives in which the moiety is substituted with other atoms or functional groups. In the present specification, these functional groups may be referred to as “(meth) acryloyl functional groups”. Typical examples include an acryloyl group and a methacryloyl group. An acryloyl group is preferred in that it can impart excellent polymerizability (and hence UV curable properties), and a methacryloyl group is preferred in terms of good handleability compared to an acryloyl group.
また、（メタ）アクリロイル系官能基はアクリロイル骨格やメタクリロイル骨格が直接的に主鎖に結合し得る構造の官能基である必要はなく、アクリロイル骨格やメタクリロイル骨格が何らかの原子や官能基を介して間接的に主鎖に結合し得る構造の官能基であってもよい（例えば、アクリロイルオキシ基等）。 In addition, the (meth) acryloyl functional group does not need to be a functional group having a structure in which the acryloyl skeleton or methacryloyl skeleton can be directly bonded to the main chain, but the acryloyl skeleton or methacryloyl skeleton is indirect via some atom or functional group It may be a functional group having a structure that can be bonded to the main chain (for example, an acryloyloxy group).
（メタ）アクリロイル系官能基の好ましい含有量は、主鎖の構造、重量平均分子量、ガラス転移温度、粘着物性等によっても異なるが、変性（メタ）アクリル系重合体１００ｇ当たり０．１〜１００ｍｍｏｌであることが好ましく、０．３〜５０ｍｍｏｌであることが更に好ましく、１〜４０ｍｍｏｌであることが特に好ましい。例えば、重量平均分子量が３０万程度の変性（メタ）アクリル系重合体であれば、（メタ）アクリロイル系官能基を重合体１分子当たり０．３３〜３３０個有しているものが好ましく、１．０〜１６５個有しているものが更に好ましく、３．３〜１３２個有しているものが特に好ましい。 The preferred content of the (meth) acryloyl functional group varies depending on the structure of the main chain, weight average molecular weight, glass transition temperature, adhesive physical properties, etc., but is 0.1 to 100 mmol per 100 g of the modified (meth) acrylic polymer. Preferably, it is 0.3 to 50 mmol, more preferably 1 to 40 mmol. For example, a modified (meth) acrylic polymer having a weight average molecular weight of about 300,000 preferably has 0.33 to 330 (meth) acryloyl functional groups per polymer molecule. Those having 0.0 to 165 are more preferred, and those having 3.3 to 132 are particularly preferred.
この含有量が０．１ｍｍｏｌ／１００ｇより少ない場合には、（メタ）アクリロイル系官能基による変性効果（具体的には、紫外線硬化性、高耐候性、被着体への糊残りが少ない等の効果）が十分に得られなくなるおそれがある。その一方、１００ｍｍｏｌ／１００ｇより多い場合には、重合体組成等によっても異なるが、高粘度とそれに伴う塗工不良を招く傾向がある。
＜変性（メタ）アクリル系重合体の重量平均分子量＞
本明細書において「重量平均分子量」というときは、ＧＰＣ−ＬＳ法（Ｇｅｌ Ｐｅｒｍｅａｔｉｏｎ Ｃｈｒｏｍａｔｏｇｒａｐｈｙ−Ｌｉｇｈｔ Ｓｃａｔｔｅｒｉｎｇ Ｍｅｔｈｏｄ：ＧＰＣ−光散乱法）で測定されたポリスチレン換算の重量平均分子量を意味するものとする。反応性（メタ）アクリル系重合体を形成する変性（メタ）アクリル系重合体の重量平均分子量（Ｍｗ）は、２０万〜１００万であり、３０万〜８０万であることが好ましい。重量平均分子量を２０万〜１００万の範囲内に設定することにより、Ｃ成分の単量体との混和性がよく、均一な組成物となって、粘着剤層が良好な粘着性とその持続性を発現することができると共に、被着体への糊残りが少なく、被着体を汚染し難くなる。重量平均分子量が２０万を下回る場合には、粘着剤層を形成した際に被着体への糊残りが増加し、被着体を汚染する結果を招く。その一方、１００万を上回る場合には、単量体との混和性が不良となって粘着剤層の良好な粘着性を発揮することができなくなる。
When the content is less than 0.1 mmol / 100 g, the modification effect by the (meth) acryloyl functional group (specifically, UV curability, high weather resistance, less adhesive residue on the adherend, etc.) (Effect) may not be obtained sufficiently. On the other hand, when the amount is more than 100 mmol / 100 g, although it varies depending on the polymer composition and the like, it tends to cause high viscosity and accompanying coating failure.
<Weight average molecular weight of modified (meth) acrylic polymer>
In the present specification, the term “weight average molecular weight” means a weight average molecular weight in terms of polystyrene measured by GPC-LS method (Gel Permeation Chromatography-Light Scattering Method: GPC-light scattering method). The weight average molecular weight (Mw) of the modified (meth) acrylic polymer forming the reactive (meth) acrylic polymer is 200,000 to 1,000,000, preferably 300,000 to 800,000. By setting the weight average molecular weight within the range of 200,000 to 1,000,000, the miscibility with the monomer of component C is good and the composition is uniform, and the adhesive layer has good adhesiveness and its persistence. In addition to being able to express properties, there is little adhesive residue on the adherend, making it difficult to contaminate the adherend. When the weight average molecular weight is less than 200,000, the adhesive residue on the adherend increases when the pressure-sensitive adhesive layer is formed, which results in contamination of the adherend. On the other hand, if it exceeds 1,000,000, the miscibility with the monomer becomes poor and the adhesiveness of the adhesive layer cannot be exhibited.
重量平均分子量は、主鎖となる（メタ）アクリル系重合体を重合する際の重合条件、例えば重合開始剤の種類および量、連鎖移動剤の種類および量、溶媒の種類および量、反応温度、反応時間等を適切に制御することによって、上記の範囲内に調整することができる。また、市販の（メタ）アクリル系重合体の中から所望の重量平均分子量を有するものを適宜選択し、これを変性に供してもよい。
〔変性（メタ）アクリル系重合体のガラス転移温度（Ｔｇ）〕
本明細書において「ガラス転移温度」というときは、ＪＩＳ Ｋ７１２１（プラスチックの転移温度測定方法）に準拠して測定されたガラス転移温度を意味するものとする。Ａ成分である変性（メタ）アクリル系重合体は、そのガラス転移温度（Ｔｇ）が−５５〜０℃のものである。ガラス転移温度をこの範囲内に設定することによって、粘着剤組成物を調製した際に良好な粘着性能を発現することができる。ガラス転移温度が０℃より高くなると、粘着剤組成物を調製した際に粘着強度が低下する傾向を示す。一方、−５５℃より低くなると、粘着剤組成物を調製した際に被着体への糊残りが増加し、被着体を汚染する傾向がある。
＜変性（メタ）アクリル系重合体の製造方法＞
変性（メタ）アクリル系重合体の製造方法は特に限定されないが、例えば基本骨格となる（メタ）アクリル系重合体に対して、化学修飾によって（メタ）アクリロイル系官能基を導入する方法（化学修飾法）によって製造することができる。化学修飾法の具体例としては、例えば水酸基を有する（メタ）アクリル系重合体をベース重合体とし、このベース重合体の水酸基に、イソシアネート基を有する（メタ）アクリル系化合物を直接的に結合させることによって、（メタ）アクリロイル系官能基を導入する方法を挙げることができる（直接結合法）。
The weight average molecular weight is a polymerization condition for polymerizing the (meth) acrylic polymer as the main chain, for example, the type and amount of the polymerization initiator, the type and amount of the chain transfer agent, the type and amount of the solvent, the reaction temperature, By appropriately controlling the reaction time and the like, it can be adjusted within the above range. Further, a commercially available (meth) acrylic polymer having a desired weight average molecular weight may be appropriately selected and subjected to modification.
[Glass transition temperature (Tg) of modified (meth) acrylic polymer]
In the present specification, “glass transition temperature” means a glass transition temperature measured in accordance with JIS K7121 (plastic transition temperature measurement method). The modified (meth) acrylic polymer as component A has a glass transition temperature (Tg) of −55 to 0 ° C. By setting the glass transition temperature within this range, good pressure-sensitive adhesive performance can be exhibited when the pressure-sensitive adhesive composition is prepared. When the glass transition temperature is higher than 0 ° C., the pressure-sensitive adhesive strength tends to decrease when the pressure-sensitive adhesive composition is prepared. On the other hand, when it becomes lower than −55 ° C., the adhesive residue on the adherend increases when the pressure-sensitive adhesive composition is prepared, and the adherend tends to be contaminated.
<Method for producing modified (meth) acrylic polymer>
The production method of the modified (meth) acrylic polymer is not particularly limited. For example, a method of introducing a (meth) acryloyl functional group by chemical modification to a (meth) acrylic polymer serving as a basic skeleton (chemical modification) Method). As a specific example of the chemical modification method, for example, a (meth) acrylic polymer having a hydroxyl group is used as a base polymer, and a (meth) acrylic compound having an isocyanate group is directly bonded to the hydroxyl group of the base polymer. Thus, a method of introducing a (meth) acryloyl functional group can be mentioned (direct bonding method).
「水酸基を有する（メタ）アクリル系重合体」は、２−ヒドロキシエチルアクリレート等の水酸基含有（メタ）アクリル酸エステル類と他の（メタ）アクリル系単量体とを共重合させることにより得ることができる。「イソシアネート基を有する（メタ）アクリル系化合物」としては、例えば２−メタクリロイルオキシエチルイソシアネート〔昭和電工（株）製の商品名：カレンズＭＯＩ〕や２−アクリロイルオキシエチルイソシアネート〔昭和電工（株）製の商品名：カレンズＡＯＩ〕等を挙げることができる。 The “(meth) acrylic polymer having a hydroxyl group” is obtained by copolymerizing a hydroxyl group-containing (meth) acrylic acid ester such as 2-hydroxyethyl acrylate with another (meth) acrylic monomer. Can do. Examples of the “(meth) acrylic compound having an isocyanate group” include 2-methacryloyloxyethyl isocyanate [trade name: Karenz MOI manufactured by Showa Denko KK] and 2-acryloyloxyethyl isocyanate [manufactured by Showa Denko KK]. Product name: Karenz AOI].
また、化学修飾法としては、ベース重合体の水酸基に、ポリイソシアネート化合物等の多官能性化合物を結合させ、その多官能性化合物を介して水酸基を有する（メタ）アクリル系化合物を間接的に結合させることによって、（メタ）アクリロイル系官能基を導入する方法を採ってもよい（間接結合法）。 Also, as a chemical modification method, a polyfunctional compound such as a polyisocyanate compound is bonded to the hydroxyl group of the base polymer, and a (meth) acrylic compound having a hydroxyl group is indirectly bonded through the polyfunctional compound. In this case, a method of introducing a (meth) acryloyl functional group may be employed (indirect bonding method).
「ポリイソシアネート化合物」としては、例えばメチレンジフェニルジイソシアネート（ＭＤＩ）、トリレンジイソシアネート（ＴＤＩ）、イソホロンジイソシアネート（ＩＰＤＩ）等を挙げることができる。「水酸基を有する（メタ）アクリル系化合物」としては、既に述べた水酸基含有（メタ）アクリレート類等を挙げることができる。 Examples of the “polyisocyanate compound” include methylene diphenyl diisocyanate (MDI), tolylene diisocyanate (TDI), isophorone diisocyanate (IPDI), and the like. Examples of the “(meth) acrylic compound having a hydroxyl group” include the hydroxyl group-containing (meth) acrylates already described.
変性（メタ）アクリル系重合体の好ましい含有量は、変性（メタ）アクリル系重合体の構造、Ｃ成分である光重合開始剤の種類、被着体の種類、要求される粘着特性等によっても異なるが、Ａ成分とＢ成分の合計を１００質量部とした場合に８０〜９９質量部であり、８５〜９８質量部であることが好ましく、９０〜９７質量部であることが特に好ましい。この含有量が８０質量部より少ないと、粘着剤層の粘着力が低下する傾向がある。一方、９９質量部より多いと、Ｂ成分その他の単量体を用いる際にそれらの単量体との混和性が低下する傾向がある。なお、粘着剤組成物を構成する各成分の含有量は、固形分に基づくものである。
〔Ｂ成分：重合性不飽和基を有するカルボン酸モノマー〕
重合性不飽和基を有するカルボン酸モノマー（Ｂ成分）を含有させることにより、被着体に対する密着性が向上するとともに、熱架橋剤を使用しなくとも（粘着物性の発現に養生が不要）、耐熱・耐湿熱条件下においても粘着特性が低下し難い粘着剤組成物を得ることができる（無養生性）。
The preferred content of the modified (meth) acrylic polymer also depends on the structure of the modified (meth) acrylic polymer, the type of photopolymerization initiator as component C, the type of adherend, the required adhesive properties, etc. Although it is different, it is 80 to 99 parts by mass, preferably 85 to 98 parts by mass, particularly preferably 90 to 97 parts by mass when the total of the A component and the B component is 100 parts by mass. When this content is less than 80 parts by mass, the adhesive strength of the pressure-sensitive adhesive layer tends to decrease. On the other hand, when the amount is more than 99 parts by mass, the miscibility with the monomer tends to be lowered when the B component or other monomer is used. In addition, content of each component which comprises an adhesive composition is based on solid content.
[Component B: Carboxylic acid monomer having a polymerizable unsaturated group]
By including a carboxylic acid monomer having a polymerizable unsaturated group (component B), adhesion to an adherend is improved, and even without using a thermal cross-linking agent (no curing is required for the expression of adhesive physical properties), It is possible to obtain a pressure-sensitive adhesive composition in which the pressure-sensitive adhesive properties do not easily deteriorate even under heat and humidity heat resistance conditions (non-curing property).
「重合性不飽和基を有するカルボン酸」とは、重合性二重結合または重合性三重結合を有するカルボン酸を意味する。いわゆる不飽和カルボン酸、より具体的には、（メタ）アクリル酸、クロトン酸、マレイン酸、無水マレイン酸、フマル酸、シトラコン酸、グルタコン酸、イタコン酸、アクリルアミドＮ−グリコール酸、ケイ皮酸等を挙げることができる。 The “carboxylic acid having a polymerizable unsaturated group” means a carboxylic acid having a polymerizable double bond or a polymerizable triple bond. So-called unsaturated carboxylic acids, more specifically (meth) acrylic acid, crotonic acid, maleic acid, maleic anhydride, fumaric acid, citraconic acid, glutaconic acid, itaconic acid, acrylamide N-glycolic acid, cinnamic acid, etc. Can be mentioned.
Ｂ成分の好ましい含有量は、Ａ成分の変性（メタ）アクリル系重合体の構造、Ｃ成分の種類、被着体の種類、要求される粘着特性等によって異なるが、Ａ成分とＢ成分の合計を１００質量部とした場合に１〜２０質量部であり、２〜１５質量部であることが好ましく、３〜１０質量部であることが特に好ましい。この含有量が１質量部未満であると、粘着剤層の粘着耐久性が低下する傾向がある一方、２０質量部を超えると、再剥離時の糊残りが多くなる傾向がある。また、光学特性に大きな影響を与えない範囲であれば、Ｂ成分以外の重合性不飽和基を有する化合物を加えてもよい。
（Ｂ成分以外の重合性不飽和基を有する化合物）
「重合性不飽和基」とは、重合性を有する不飽和結合、即ちビニル基等の重合性二重結合、アセチレン基等の重合性三重結合等を意味する。これらの不飽和結合は重合性を有する限り、その構造は特に限定されるものではない。例えば、シクロヘキセニル基のように、環状構造の一部を構成しているものであってもよい。
The preferred content of component B varies depending on the structure of the modified (meth) acrylic polymer of component A, the type of component C, the type of adherend, the required adhesive properties, etc., but the total of component A and component B When it is 100 parts by mass, it is 1 to 20 parts by mass, preferably 2 to 15 parts by mass, and particularly preferably 3 to 10 parts by mass. When the content is less than 1 part by mass, the adhesive durability of the pressure-sensitive adhesive layer tends to be lowered. On the other hand, when the content exceeds 20 parts by mass, the adhesive residue at the time of re-peeling tends to increase. In addition, a compound having a polymerizable unsaturated group other than the component B may be added as long as it does not significantly affect the optical characteristics.
(Compound having a polymerizable unsaturated group other than component B)
The “polymerizable unsaturated group” means a polymerizable unsaturated bond, that is, a polymerizable double bond such as a vinyl group, a polymerizable triple bond such as an acetylene group, or the like. As long as these unsaturated bonds have polymerizability, the structure is not particularly limited. For example, it may be a part of a cyclic structure such as a cyclohexenyl group.
なお、「化合物」とは、重合性不飽和結合を有する物質を広く包含する概念である。即ち、重合性不飽和結合を有する限り、その化学的構造は特に限定されず、モノマーであってもよいし、オリゴマーであってもよい。 The “compound” is a concept that broadly encompasses substances having a polymerizable unsaturated bond. That is, as long as it has a polymerizable unsaturated bond, its chemical structure is not particularly limited, and it may be a monomer or an oligomer.
重合性不飽和基を有するモノマーとしては、メチル（メタ）アクリレート、エチル（メタ）アクリレート、ｎ−プロピル（メタ）アクリレート、イソプロピル（メタ）アクリレート、ｎ−ブチル（メタ）アクリレート、イソブチル（メタ）アクリレート、ｔ−ブチル（メタ）アクリレート、ｎ−ペンチル（メタ）アクリレート、イソペンチル（メタ）アクリレート、ｎ−へキシル（メタ）アクリレート、ｎ−オクチル（メタ）アクリレート、２−エチルへキシル（メタ）アクリレート、ラウリル（メタ）アクリレート、シクロヘキシル（メタ）アクリレート、テトラヒドロフルフリル（メタ）アクリレート等の（メタ）アクリル酸エステル類；２−ヒドロキシエチル（メタ）アクリレート、２−ヒドロキシプロピル（メタ）アクリレート、３−ヒドロキシプロピル（メタ）アクリレート、４−ヒドロキシブチル（メタ）アクリレート等の水酸基含有（メタ）アクリル酸エステル類；１，６−ヘキサンジオールジアクリレート、１，９−ノナンジオールジアクリレート、ペンタエリスリトールトリアクリレート、ペンタエリスリトールテトラアクリレート、ジペンタエリスリトールペンタアクリレート、ジペンタエリスリトールヘキサアクリレート等の多官能アクリレート類；酢酸ビニル、プロピオン酸ビニル等のカルボン酸ビニル類；スチレン、α−メチルスチレン等の芳香族ビニル類；等を挙げることができる。 Examples of the monomer having a polymerizable unsaturated group include methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, and isobutyl (meth) acrylate. , T-butyl (meth) acrylate, n-pentyl (meth) acrylate, isopentyl (meth) acrylate, n-hexyl (meth) acrylate, n-octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, (Meth) acrylic acid esters such as lauryl (meth) acrylate, cyclohexyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate; 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3 Hydroxyl-containing (meth) acrylic acid esters such as hydroxypropyl (meth) acrylate and 4-hydroxybutyl (meth) acrylate; 1,6-hexanediol diacrylate, 1,9-nonanediol diacrylate, pentaerythritol triacrylate, Polyfunctional acrylates such as pentaerythritol tetraacrylate, dipentaerythritol pentaacrylate and dipentaerythritol hexaacrylate; vinyl carboxylates such as vinyl acetate and vinyl propionate; aromatic vinyls such as styrene and α-methylstyrene; etc. Can be mentioned.
重合性不飽和基を有するオリゴマーとしては、（メタ）アクリロイル基を有し、単官能、２官能または多官能のエポキシアクリレート系オリゴマー、ウレタンアクリレート系オリゴマー、ポリエステルアクリレート系オリゴマー、ポリエーテルアクリレート系オリゴマー、ポリビニルアルコール系オリゴマー、シリコーンアクリレート系オリゴマー等が挙げられる。これらは単独で、または２種以上を組み合わせて用いることができる。 As the oligomer having a polymerizable unsaturated group, it has a (meth) acryloyl group and is a monofunctional, bifunctional or polyfunctional epoxy acrylate oligomer, urethane acrylate oligomer, polyester acrylate oligomer, polyether acrylate oligomer, Examples include polyvinyl alcohol oligomers and silicone acrylate oligomers. These can be used alone or in combination of two or more.
エポキシアクリレート系オリゴマーは、ビスフェノールＡのジグリシジルエーテルジアクリレート、エポキシ樹脂とアクリル酸とメチルテトラヒドロフタル酸無水物との反応生成物、エポキシ樹脂と２−ヒドロキシエチルアクリレートとの反応生成物、エポキシ樹脂とアクリル酸との反応生成物等が挙げられる。ウレタンアクリレート系オリゴマーは、ウレタン結合を介してポリオキシアルキレンセグメントまたは飽和ポリエステルセグメント、飽和ポリエーテルセグメントあるいはその両方が結合し、両末端にアクリロイル基またはメタクロイル基を有するオリゴマー等が挙げられる。ポリエステルアクリレート系オリゴマーは、グリシジルジアクリレートと無水フタル酸との開環共重合エステル、メタクリル酸二量体とポリオールとのエステル、アクリル酸と無水フタル酸とプロピレンオキシドから得られるポリエステル、ポリエチレングリコールと無水マレイン酸とグリシジルメタクリレートとの反応生成物などのようなオリゴマー等が挙げられる。 The epoxy acrylate oligomer includes diglycidyl ether diacrylate of bisphenol A, a reaction product of epoxy resin, acrylic acid and methyltetrahydrophthalic anhydride, a reaction product of epoxy resin and 2-hydroxyethyl acrylate, epoxy resin, Examples include reaction products with acrylic acid. Examples of the urethane acrylate oligomer include an oligomer having a polyoxyalkylene segment, a saturated polyester segment, a saturated polyether segment or both bonded via a urethane bond, and having an acryloyl group or a methacryloyl group at both ends. Polyester acrylate oligomers are ring-opening copolymerized ester of glycidyl diacrylate and phthalic anhydride, ester of methacrylic acid dimer and polyol, polyester obtained from acrylic acid, phthalic anhydride and propylene oxide, polyethylene glycol and anhydrous Examples thereof include oligomers such as a reaction product of maleic acid and glycidyl methacrylate.
ポリエーテルアクリレート系オリゴマーは、トリメチロールプロパンやペンタエリスリトール等のポリオールと、エチレンオキサイドやプロピレンオキサイド等のアルキレンオキサイドと、（メタ）アクリル酸との反応生成物、メチルビニルエーテル無水マレイン酸共重合体と２−ヒドロキシエチルアクリレートとの反応生成物またはこれにさらにグリシジルメタクリレートを反応させたものなどのオリゴマー等が挙げられる。ポリビニルアルコール系オリゴマーは、ポリビニルアルコールとＮ−メチロールアクリルアミドとの反応生成物、ポリビニルアルコールを無水コハク酸でエステル化した後、グリシジルメタクリレートを付加させたオリゴマー等が挙げられる。シリコーンアクリレート系オリゴマーは、ウレタン結合を介してシリコーンの両末端にアクリロイル基またはメタクロイル基を有するオリゴマー等が挙げられる。
〔Ｃ成分の光重合開始剤〕
Ｃ成分としての光重合開始剤とは、重合系に添加しておくことにより、光照射によって重合反応を惹起する触媒作用を示す添加剤を意味する。この光重合開始剤は、光の波長２２０〜４５０ｎｍに吸収域を有し、光の波長２００〜４５０ｎｍの紫外線の照射によりその機能を発現することができる。
The polyether acrylate oligomer is a reaction product of a polyol such as trimethylolpropane or pentaerythritol, an alkylene oxide such as ethylene oxide or propylene oxide, and (meth) acrylic acid, a methyl vinyl ether maleic anhydride copolymer and 2 -A reaction product with hydroxyethyl acrylate or an oligomer such as a product obtained by further reacting this with glycidyl methacrylate. Examples of the polyvinyl alcohol oligomer include a reaction product of polyvinyl alcohol and N-methylol acrylamide, an oligomer obtained by esterifying polyvinyl alcohol with succinic anhydride and then adding glycidyl methacrylate. Examples of the silicone acrylate oligomer include an oligomer having an acryloyl group or a methacryloyl group at both ends of the silicone via a urethane bond.
[Photopolymerization initiator of component C]
The photopolymerization initiator as component C means an additive having a catalytic action that causes a polymerization reaction by light irradiation when added to a polymerization system. This photopolymerization initiator has an absorption region at a light wavelength of 220 to 450 nm, and can exhibit its function by irradiation with ultraviolet light having a light wavelength of 200 to 450 nm.
前記光重合開始剤としては、例えばα−ヒドロキシアセトフェノン（チバスペシャリティケミカルズ（株）製、商品名イルガキュア１８４）、α−アミノアセトフェノン、ベンゾイン系化合物およびアシルフォスフィンオキサイド系化合物（例えば、チバスペシャリティケミカルズ（株）製、商品名イルガキュア８１９、ＢＡＳＦ社製、商品名ＬｕｃｉｒｉｎＴＰＯ）等の光重合開始剤が挙げられる。中でも、反応性が高いという理由から、α−ヒドロキシアセトフェノン、α−アミノアセトフェノンおよびアシルフォスフィンオキサイド系化合物が好ましく、α−ヒドロキシアセトフェノン、アシルフォスフィンオキサイド系化合物が特に好ましい。 Examples of the photopolymerization initiator include α-hydroxyacetophenone (manufactured by Ciba Specialty Chemicals Co., Ltd., trade name Irgacure 184), α-aminoacetophenone, benzoin compounds, and acylphosphine oxide compounds (for example, Ciba Specialty Chemicals ( Co., Ltd., trade name Irgacure 819, BASF, trade name Lucirin TPO) and the like. Of these, α-hydroxyacetophenone, α-aminoacetophenone and acylphosphine oxide compounds are preferred, and α-hydroxyacetophenone and acylphosphine oxide compounds are particularly preferred because of their high reactivity.
光重合開始剤の好ましい含有量は、Ａ成分である変性（メタ）アクリル系重合体の構造、Ｃ成分である光重合開始剤の種類、被着体の種類、要求される粘着特性等によって異なるが、Ａ成分とＢ成分の合計を１００質量部とした場合に０．１〜０．９質量部であり、０．１〜０．７質量部であることが好ましく、０．１〜０．５質量部であることが特に好ましい。この含有量が０．１質量部より少ないと、光重合開始剤としての作用が十分に発揮されなくなるおそれがある。一方、０．９質量部より多いと、光重合開始剤の残留により色素の退色を招き、色補正の性能が低下する傾向がある。
〔Ｄ成分のシラン化合物〕
本発明の粘着剤組成物は、シラン化合物（Ｄ成分）を構成成分として含む。Ｄ成分を配合することにより、ガラス等の被着体との接合用途において良好な粘着性を発揮させることができる。また、Ｄ成分を含有することにより、Ｂ成分の量が少ない場合でも、耐熱・耐湿熱条件下においても粘着特性が低下し難い粘着組成物を得ることができる。
The preferred content of the photopolymerization initiator varies depending on the structure of the modified (meth) acrylic polymer that is the component A, the type of the photopolymerization initiator that is the component C, the type of adherend, the required adhesive properties, etc. However, it is 0.1-0.9 mass part when the sum total of A component and B component is 100 mass parts, It is preferable that it is 0.1-0.7 mass part, 0.1-0. 5 parts by mass is particularly preferable. When this content is less than 0.1 parts by mass, the action as a photopolymerization initiator may not be sufficiently exhibited. On the other hand, when the amount is more than 0.9 parts by mass, the photopolymerization initiator remains, causing dye fading, and the color correction performance tends to deteriorate.
[Si component of component D]
The pressure-sensitive adhesive composition of the present invention contains a silane compound (D component) as a constituent component. By mix | blending D component, favorable adhesiveness can be exhibited in the joining use with adherends, such as glass. Moreover, even if there is little quantity of B component by containing D component, the adhesive composition in which an adhesive characteristic cannot fall easily also on heat-resistant and heat-and-moisture resistant conditions can be obtained.
Ｄ成分としては、一般的に「シランカップリング剤」と称されているものを広く用いることができる。具体的な化合物としては、アルキルアルコキシシラン等を挙げることができる。プラズマディスプレイの前面板等、ガラス基材に対する密着性を向上させるという理由から、グリシドキシ基、メタクリロキシ基、アクリロキシ基等の官能基を有するシランカップリング剤を用いることが好ましい。 As D component, what is generally called "silane coupling agent" can be widely used. Specific examples of the compound include alkyl alkoxysilane. It is preferable to use a silane coupling agent having a functional group such as a glycidoxy group, a methacryloxy group, or an acryloxy group because it improves adhesion to a glass substrate such as a front plate of a plasma display.
例えば、γ−グリシドキシプロピルトリメトキシシラン〔商品名：ＫＢＭ−４０３（信越化学工業（株）製）等〕、γ−グリシドキシプロピルメチルジメトキシシラン、γ−（メタ）アクリロイルオキシプロピルトリメトキシシラン、およびβ−（３，４−エポキシシクロへキシル）エチルトリメトキシシラン等を挙げることができる。これらのシランカップリング剤は、一種を単独で用いてもよいし、二種以上を組み合わせて用いてもよい。 For example, γ-glycidoxypropyltrimethoxysilane [trade name: KBM-403 (manufactured by Shin-Etsu Chemical Co., Ltd.)], γ-glycidoxypropylmethyldimethoxysilane, γ- (meth) acryloyloxypropyltrimethoxy Examples include silane, and β- (3,4-epoxycyclohexyl) ethyltrimethoxysilane. One of these silane coupling agents may be used alone, or two or more thereof may be used in combination.
Ｄ成分の含有量は、Ａ成分の重合体の構造、被着体の種類、要求される粘着特性等によっても異なるが、Ａ成分およびＢ成分の総量を１００質量部とした場合に、０．１〜２質量部である。この含有量が０．１質量部未満であると、ガラス等の被着体との接合用途において粘着性が不十分となる場合がある。一方、５質量部を超えると、再剥離時に糊残りが発生するおそれがある。前記の効果をより確実に得るためには、Ｄ成分の含有量を０．５〜１質量部とすることが好ましい。
〔Ｅ成分の色調補正の色素〕
色補正機能とは、パネルからの発光の色純度や色再現範囲、電源ＯＦＦ時のディスプレイ色などの改善のためにディスプレイ用フィルタの色を調整する機能である。特に光の波長５７５〜５９５ｎｍにピークをもつオレンジ色が色再現性を悪化させる原因となっており、この波長を吸収することよって真赤性を高めて色の再現性を向上させたものである。具体的には、ネオン発光の吸収機能をもたせて色調の調節を行うものが挙げられ、シアニン系、ポルフィリン系、スクアリリウム系、アントラキノン系、フタロシアニン系、メチン系、ポリメチン系、ポリアゾ系、アズレニウム系、ジフェニルメタン系、トリフェニルメタン系、サブフタロシアニン系等が挙げられる。
The content of the D component varies depending on the structure of the polymer of the A component, the type of adherend, the required adhesive properties, etc., but when the total amount of the A component and the B component is 100 parts by mass, 1 to 2 parts by mass. When the content is less than 0.1 parts by mass, the adhesiveness may be insufficient in joining applications with adherends such as glass. On the other hand, when the amount exceeds 5 parts by mass, adhesive residue may be generated during re-peeling. In order to acquire the said effect more reliably, it is preferable that content of D component shall be 0.5-1 mass part.
[E component color tone correction dye]
The color correction function is a function for adjusting the color of the display filter in order to improve the color purity of the light emitted from the panel, the color reproduction range, the display color when the power is turned off, and the like. In particular, orange having a peak at a light wavelength of 575 to 595 nm is a cause of deterioration of color reproducibility. By absorbing this wavelength, the redness is enhanced and the color reproducibility is improved. Specific examples include those that adjust the color tone with an absorption function of neon luminescence, such as cyanine, porphyrin, squarylium, anthraquinone, phthalocyanine, methine, polymethine, polyazo, azurenium, Examples thereof include diphenylmethane, triphenylmethane, and subphthalocyanine.
更にこのほかにも、前記とは異なる可視光線を吸収するアントラキノン系、ナフタレン系、アゾ系、フタロシアニン系、ピロメテン系、テトラアザポルフィリン系、スクアリリウム系、シアニン系、アズレニウム系、ジフェニルメタン系、トリフェニルメタン系、オキサジン系、アジン系、チオピリリウム系、ビオローゲン系、アゾ金属錯塩系、ビスアゾ系、インジゴ系色素、アゾメチン系、キサンテン系、オキソノール系等の色素を使用することができる。色補正色素の含有量は、補正すべき色に合わせて適宜調整され、粘着剤組成物中にＡ成分とＢ成分とＣ成分とＤ成分の合計を１００質量部とした場合に０．０２〜２質量部である。Ｅ成分の含有量が０．０２質量部未満の場合には、色補正粘着フィルムは色補正効果を十分に発揮することができない。その一方、２質量部を超える場合には、色補正粘着フィルムの全光線透過率が低下する結果を招く。また、光学特性に大きな影響を与えない範囲であれば、紫外線吸収剤、酸化防止剤を加えてもよい。 In addition, anthraquinone, naphthalene, azo, phthalocyanine, pyromethene, tetraazaporphyrin, squarylium, cyanine, azurenium, diphenylmethane, triphenylmethane, which absorb visible light different from the above , Oxazine, azine, thiopyrylium, viologen, azo metal complex, bisazo, indigo, azomethine, xanthene, oxonol, and the like can be used. The content of the color correction dye is appropriately adjusted according to the color to be corrected, and is 0.02 when the total of the A component, the B component, the C component, and the D component is 100 parts by mass in the pressure-sensitive adhesive composition. 2 parts by mass. When content of E component is less than 0.02 mass part, a color correction adhesive film cannot fully exhibit a color correction effect. On the other hand, when it exceeds 2 mass parts, the result which the total light transmittance of a color correction adhesive film falls will be caused. In addition, an ultraviolet absorber and an antioxidant may be added as long as the optical properties are not greatly affected.
紫外線吸収剤としては、例えば紫外線による化学作用から物質を保護する目的で添加される紫外線吸収剤等を挙げることができる。紫外線吸収剤としては、例えばベンゾフェノン系化合物、ベンゾトリアゾール系化合物の他、サリチル酸エステル類、トリアジン系化合物、シアノアクリレート系化合物等の有機系紫外線吸収剤；酸化亜鉛、酸化チタン等の無機系紫外線吸収剤；等を挙げることができる。 As an ultraviolet absorber, the ultraviolet absorber etc. which are added in order to protect a substance from the chemical action by an ultraviolet-ray etc. can be mentioned, for example. Examples of ultraviolet absorbers include organic ultraviolet absorbers such as benzophenone compounds and benzotriazole compounds, salicylic acid esters, triazine compounds, and cyanoacrylate compounds; inorganic ultraviolet absorbers such as zinc oxide and titanium oxide. And the like.
酸化防止剤としては、例えばＩｒｇａｎｏｘシリーズ（商品名、チバスペシャリティケミカルズ（株）製）の２４５、２５９、５６５、１０１０、１０３５、１０７６、１０８１、１０９８、１２２２、１３３０（いずれも商品名、チバスペシャリティケミカルズ（株）製）等を挙げることができる。
〔色補正粘着フィルム〕
色補正粘着フィルムは、透明基材上に前述した色補正粘着剤による粘着剤層が積層されて形成される。この色補正粘着フィルムの粘着剤層とは反対側の透明基材の面には機能層が積層される。
Examples of the antioxidant include 245, 259, 565, 1010, 1035, 1076, 1081, 1098, 1222, and 1330 of Irganox series (trade name, manufactured by Ciba Specialty Chemicals Co., Ltd.) (all trade names, Ciba Specialty Chemicals). For example).
[Color correction adhesive film]
The color correction pressure-sensitive adhesive film is formed by laminating the above-mentioned color correction pressure-sensitive adhesive layer on a transparent substrate. A functional layer is laminated on the surface of the transparent substrate opposite to the pressure-sensitive adhesive layer of the color correction pressure-sensitive adhesive film.
次に、機能層について説明する。
機能層は、例えばハードコート層、反射防止層、減反射層、防眩層、減反射防眩層、ペン入力時の表面での筆記感を向上させることができる自己修復性を有する軟質樹脂層などである。これらは、公知のいずれの機能層も適用することができる。
（機能層の形成方法）
前記機能層を形成するための透明基材への塗布方法は特に限定されず、通常行なわれている塗布方法、例えばロールコート法、スピンコート法、ディップコート法、スプレーコート法、バーコート法、ナイフコート法、ダイコート法、インクジェット法、グラビアコート法等公知のいかなる方法も採用される。塗布に際しては、密着性を向上させるために、予め透明基材（フィルム）表面にコロナ放電処理等の前処理を施すことができる。
Next, the functional layer will be described.
The functional layer is, for example, a hard coat layer, an antireflection layer, an antireflection layer, an antiglare layer, an antireflection antiglare layer, a soft resin layer having a self-repairing property that can improve the writing feeling on the surface during pen input. Etc. Any known functional layer can be applied to these.
(Method for forming functional layer)
The application method to the transparent substrate for forming the functional layer is not particularly limited, and a commonly applied application method such as a roll coating method, a spin coating method, a dip coating method, a spray coating method, a bar coating method, Any known method such as a knife coating method, a die coating method, an ink jet method, or a gravure coating method may be employed. In application, in order to improve adhesion, pretreatment such as corona discharge treatment can be applied to the surface of the transparent substrate (film) in advance.
前記機能層の硬化方法としては、例えば高圧水銀ランプ、ハロゲンランプ、キセノンランプ、窒素レーザ、電子線加速装置、放射性元素等の活性エネルギー線源等が使用される。この場合、活性エネルギー線の照射量は、紫外線の波長３６５ｎｍでの積算光量として５０〜５０００ｍＪ／ｃｍ２であることが好ましい。照射量が５０ｍＪ／ｃｍ２未満のときには、硬化が不十分となるため好ましくない。一方、５０００ｍＪ／ｃｍ２を超えるときには、機能層を形成する活性エネルギー線硬化型樹脂が着色する傾向を示すため好ましくない。 As a method for curing the functional layer, for example, a high-pressure mercury lamp, a halogen lamp, a xenon lamp, a nitrogen laser, an electron beam accelerator, an active energy ray source such as a radioactive element, or the like is used. In this case, it is preferable that the irradiation amount of an active energy ray is 50-5000 mJ / cm < 2 > as an integrated light quantity in ultraviolet wavelength 365nm. When the irradiation amount is less than 50 mJ / cm 2 , curing is insufficient, which is not preferable. On the other hand, when it exceeds 5000 mJ / cm 2 , the active energy ray-curable resin forming the functional layer tends to be colored, which is not preferable.
以下、実施例および比較例を挙げて前記実施形態をさらに具体的に説明するが、本発明はそれら実施例の範囲に限定されるものではない。
（ａ）光学的特性
（ａ−1）透過色の測定
被着体としてのガラス板に、離型フィルムを除去した色補正粘着フィルムを貼着したサンプルを作製した。このサンプルについて測色計（コニカミノルタ（株）製、ＣＭ−３６００ｄ）を用い、透過色（Ｙおよびｘ、ｙ）を測定した。
（ｂ）物理物性
（ｂ−１）密着性
密着性は、機能フィルムがガラスに対して位置ずれ、剥がれなどのない場合に良好と判断し（○）、位置ずれ、剥がれなどが見られた場合に不良と判断した（×）。
（ｃ）耐久性試験
被着体としてのガラス板に、離型フィルムを除去した色補正粘着フィルムを貼着したサンプルを作製した。このサンプルを５５０Ｗ／ｍ２（放射エネルギー：３００ｎｍ〜８００ｎｍ）、ＢＳＴ６５℃、波長３８０ｎｍ以下をカットした環境下に２４時間放置し、透過色および被着体（ガラス）との密着性について評価を行った。
（製造例１、Ａ成分である変性（メタ）アクリル系重合体の調製）
冷却器、滴下ロートおよび温度計を備えた四つ口フラスコ（２Ｌ）に、下記に示すアクリル系共重合体〔根上工業（株）製の商品名：パラクロンＡＷ４５００Ｈ、固形分４０％、トルエン溶媒〕５８６ｇ、溶媒（酢酸エチル）８９０ｇ、反応触媒（ジブチル錫ラウレート）０．３ｇを仕込み、撹拌しながら４０℃に加熱した。前記アクリル系共重合体は、ブチルアクリレート単位、エチルアクリレート単位、メチルメタクリレート単位、ヒドロキシブチルアクリレート単位およびヒドロキシエチルアクリレート単位を含み、重量平均分子量が３３０，０００、ガラス転移温度が−８℃のものであった。また、このアクリル系共重合体の水酸基含有量は、アクリル系共重合体１００ｇ当たり１５ｍｍｏｌ（アクリル系共重合体１分子当たり５０個）であった。
Hereinafter, although the embodiment will be described more specifically with reference to examples and comparative examples, the present invention is not limited to the scope of these examples.
(A) Optical characteristics (a-1) Measurement of transmitted color A sample was prepared by adhering a color correction adhesive film from which a release film had been removed to a glass plate as an adherend. The transmitted color (Y and x, y) was measured using a colorimeter (Konica Minolta Co., Ltd., CM-3600d) for this sample.
(B) Physical properties (b-1) Adhesiveness Adhesiveness is judged to be good when the functional film is not misaligned or peeled off from the glass (O), and misalignment or peeling is observed. (×).
(C) Durability test The sample which stuck the color correction adhesive film which removed the release film on the glass plate as a to-be-adhered body was produced. This sample was allowed to stand for 24 hours in an environment where 550 W / m 2 (radiant energy: 300 nm to 800 nm), BST 65 ° C., and a wavelength of 380 nm or less was cut, and the transmission color and adhesion to the adherend (glass) were evaluated. It was.
(Production Example 1, Preparation of Modified (Meth) acrylic Polymer as Component A)
A four-necked flask (2 L) equipped with a cooler, a dropping funnel and a thermometer, and an acrylic copolymer shown below (trade name, manufactured by Negami Kogyo Co., Ltd .: Paracron AW4500H, solid content 40%, toluene solvent) 586 g, solvent (ethyl acetate) 890 g, and reaction catalyst (dibutyltin laurate) 0.3 g were charged and heated to 40 ° C. with stirring. The acrylic copolymer includes a butyl acrylate unit, an ethyl acrylate unit, a methyl methacrylate unit, a hydroxybutyl acrylate unit, and a hydroxyethyl acrylate unit, and has a weight average molecular weight of 330,000 and a glass transition temperature of −8 ° C. there were. Moreover, the hydroxyl group content of this acrylic copolymer was 15 mmol per 100 g of acrylic copolymer (50 per molecule of acrylic copolymer).
続いて、予め調製しておいた（メタ）アクリル系化合物（２−メタクリロイルオキシエチルイソシアネート、昭和電工（株）製の商品名：カレンズＭＯＩ）１．８ｇを溶媒（酢酸エチル）１２０ｇに溶解させた混合液を、前記滴下ロートを通じて四つ口フラスコ内に滴下させた。この滴下は、前記四つ口フラスコ内部の温度を４０℃に保持しながら、約１時間かけて行った。滴下終了後も温度４０℃で反応を継続し、反応液の滴定分析により、イソシアネート基の消失が確認できた時点で反応終了とし、変性（メタ）アクリル系重合体を得た。反応時間は前記混合液の滴下開始から５時間であった。得られた変性（メタ）アクリル系重合体の重量平均分子量は３３１，０００、ガラス転移温度は−８℃であった。
（実施例１）
変性（メタ）アクリル系重合体（Ａ成分）溶液に、変性（メタ）アクリル系重合体（Ａ成分）の固形分換算で９３質量部に対して、アクリル酸（Ｂ成分）〔大阪有機化学工業（株）製、商品名：９８％アクリル酸〕７質量部、光重合開始剤（Ｃ成分）〔ＢＡＳＦ社製、商品名:ルシリンＴＰＯ)０．２質量部、シラン化合物（Ｄ成分）〔信越化学工業社製、商品名: ＫＢＭ−４０３)０．７質量部を混合し紫外線硬化型粘着剤組成物溶液を調製した。
Subsequently, 1.8 g of (meth) acrylic compound (2-methacryloyloxyethyl isocyanate, trade name: Karenz MOI, manufactured by Showa Denko KK) prepared in advance was dissolved in 120 g of solvent (ethyl acetate). The mixed solution was dropped into the four-necked flask through the dropping funnel. This dropping was performed over about 1 hour while maintaining the temperature inside the four-necked flask at 40 ° C. The reaction was continued at a temperature of 40 ° C. even after completion of the dropwise addition, and when the disappearance of the isocyanate group was confirmed by titration analysis of the reaction solution, the reaction was terminated and a modified (meth) acrylic polymer was obtained. The reaction time was 5 hours from the start of the dropwise addition of the mixed solution. The resulting modified (meth) acrylic polymer had a weight average molecular weight of 331,000 and a glass transition temperature of -8 ° C.
Example 1
In the modified (meth) acrylic polymer (component A) solution, 93 parts by mass in terms of solid content of the modified (meth) acrylic polymer (component A), acrylic acid (component B) [Osaka Organic Chemical Industry Product name: 98% acrylic acid, 7 parts by mass, photopolymerization initiator (component C) [BASF, product name: Lucyrin TPO) 0.2 parts by mass, silane compound (component D) [Shin-Etsu Chemical Industry Co., Ltd., trade name: KBM-403) 0.7 parts by mass was mixed to prepare a UV curable adhesive composition solution.
この紫外線硬化型粘着剤組成物に色素（Ｅ−１成分）〔山田化学工業（株）製の商品名：ＴＡＰ−１８〕０．２６質量部、色素（Ｅ−２成分）〔チバ・スペシャルティケミカルズ（株）製の商品名：ＯＲＡＺＯＬ ＢＬＡＣＫ ＲＬＩ〕０．１６質量部、色素（Ｅ−３成分）〔チバ・スペシャルティケミカルズ（株）製の商品名：ＯＲＡＺＯＬ ＲＥＤ ２Ｂ〕０．０７質量部、色補正色素（Ｅ−４成分）〔オリヱント化学工業（株）製の商品名：ＶＡＲＩＦＡＳＴ ＯＲＡＮＧＥ ３２０９〕０．０８質量部を混合し、紫外線硬化型色補正粘着組成物を調製した。 Dye (E-1 component) [trade name: TAP-18 manufactured by Yamada Chemical Co., Ltd.] 0.26 parts by mass, dye (E-2 component) [Ciba Specialty Chemicals Co., Ltd. trade name: ORAZOL BLACK RLI] 0.16 parts by mass, dye (E-3 component) [Ciba Specialty Chemicals Co., Ltd. trade name: ORAZOL RED 2B] 0.07 parts by mass, color correction 0.08 part by mass of a dye (E-4 component) [trade name: VARIAST ORANGE 3209 manufactured by Orient Chemical Co., Ltd.] was mixed to prepare an ultraviolet curable color correction adhesive composition.
この紫外線硬化型色補正粘着組成物を離型フィルム上にダイコート法により塗布、乾燥し、膜厚１５μｍの塗布膜を形成した。次いで、高圧水銀ランプにより、８０ｍＪ／ｃｍ２の積算光量で紫外線を照射して光重合性化合物を重合させた後、反射防止フィルム〔日油（株）製の商品名：リアルック９１００〕の機能層とは反対面に常法に従って転写することによって、色補正粘着フィルムを作製した。このようにして得られた色補正粘着フィルムについて、透過色および密着性に関する耐久性を測定し、それらの結果を表１に示した。
（実施例２および比較例１〜２）
Ｃ成分の量を表１に示すように変更したことを除いては実施例１と同様にして色補正粘着フィルムを作製した。そして、得られた色補正粘着フィルムについて実施例１と同様に物性を測定し、それらの結果を表１に示した。
（比較例３）
市販のアクリル系共重合体〔根上工業（株）製、商品名：パラクロンＡＷ４５００Ｈ、固形分４０質量％、トルエン溶媒〕１００ｇに対し、硬化剤〔日本ポリウレタン工業（株）製、商品名：コロネートＬ〕０．５gを混合し、熱硬化型粘着剤を調製した。そして、該熱硬化型粘着剤を離型フィルム上にダイコート法により塗布して乾燥させ、膜厚２５μｍの塗布膜を形成し、前記反射防止フィルムの機能層とは反対面に転写することによって、機能フィルムを作製した。
This ultraviolet curable color correction adhesive composition was applied onto a release film by a die coating method and dried to form a coating film having a thickness of 15 μm. Next, the photopolymerizable compound was polymerized by irradiating ultraviolet rays with an integrated light quantity of 80 mJ / cm 2 with a high-pressure mercury lamp, and then the functional layer of the antireflection film [trade name: Realak 9100 manufactured by NOF Corporation] Was transferred to the opposite surface according to a conventional method to prepare a color correction adhesive film. The color correction pressure-sensitive adhesive film thus obtained was measured for durability with respect to transmitted color and adhesion, and the results are shown in Table 1.
(Example 2 and Comparative Examples 1-2)
A color correction adhesive film was produced in the same manner as in Example 1 except that the amount of component C was changed as shown in Table 1. And the physical property was measured like Example 1 about the obtained color correction adhesive film, and those results were shown in Table 1.
(Comparative Example 3)
For 100 g of a commercially available acrylic copolymer [manufactured by Negami Kogyo Co., Ltd., trade name: Paracron AW4500H, solid content 40% by mass, toluene solvent], a curing agent [manufactured by Nippon Polyurethane Industry Co., Ltd., trade name: Coronate L 0.5 g was mixed to prepare a thermosetting pressure-sensitive adhesive. Then, the thermosetting pressure-sensitive adhesive is applied on a release film by a die coating method and dried to form a coating film having a film thickness of 25 μm, and transferred to the surface opposite to the functional layer of the antireflection film, A functional film was prepared.
これに対して、比較例１においては、色補正粘着剤組成物を構成する光重合開始剤（Ｃ成分）の量が多いため、光重合開始剤（Ｃ成分）が色素（Ｅ成分）を分解し、退色を招いた。比較例２では光重合開始剤（Ｃ成分）量が少ないため、粘着力が十分に発揮されず、粘着剤層が離型フィルムに残り、色補正粘着フィルムへの転写が不可能となった。 On the other hand, in Comparative Example 1, since the amount of the photopolymerization initiator (C component) constituting the color correction adhesive composition is large, the photopolymerization initiator (C component) decomposes the dye (E component). And invited to fade. In Comparative Example 2, since the amount of the photopolymerization initiator (C component) was small, the adhesive strength was not sufficiently exhibited, the pressure-sensitive adhesive layer remained on the release film, and transfer to the color correction pressure-sensitive adhesive film became impossible.
Claims (4)
The color correction adhesive film by which the functional layer is laminated | stacked on the surface of the transparent base material on the opposite side to the adhesive layer of the color correction adhesive film of Claim 3.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2009123839A JP5417037B2 (en) | 2009-05-22 | 2009-05-22 | UV curable color correction adhesive composition, color correction adhesive and color correction adhesive film |
| KR1020100047290A KR101090906B1 (en) | 2009-05-22 | 2010-05-20 | Uv-curing type color-correcting adhesive composition, color-correcting adhesive, and color-correcting adhesive film |
| CN2010101833565A CN101892016B (en) | 2009-05-22 | 2010-05-20 | Ultraviolet curing type color correction adhesive composition, color correction adhesive and color correction adhesive film |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2009123839A JP5417037B2 (en) | 2009-05-22 | 2009-05-22 | UV curable color correction adhesive composition, color correction adhesive and color correction adhesive film |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010270236A JP2010270236A (en) | 2010-12-02 |
| JP5417037B2 true JP5417037B2 (en) | 2014-02-12 |
Family
ID=43101369
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009123839A Active JP5417037B2 (en) | 2009-05-22 | 2009-05-22 | UV curable color correction adhesive composition, color correction adhesive and color correction adhesive film |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JP5417037B2 (en) |
| KR (1) | KR101090906B1 (en) |
| CN (1) | CN101892016B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6688054B2 (en) * | 2015-11-27 | 2020-04-28 | 三星エスディアイ株式会社Samsung SDI Co., Ltd. | Adhesive composition, optical member and adhesive sheet |
| KR20210000755A (en) * | 2016-06-15 | 2021-01-05 | 닛토덴코 가부시키가이샤 | Adhesive layer-equipped polarization film, and image display device |
| JP6984538B2 (en) * | 2018-05-18 | 2021-12-22 | 三菱ケミカル株式会社 | Acrylic adhesive compositions, adhesive layers, display filters, and displays |
| JP2021059711A (en) * | 2019-10-07 | 2021-04-15 | 日東電工株式会社 | Photocurable adhesive composition, double-sided adhesive sheet and manufacturing method thereof, and optical device and manufacturing method thereof |
| CN117362549B (en) * | 2023-10-09 | 2024-04-02 | 武汉中科先进材料科技有限公司 | Hydrophilic crosslinked polymer, preparation method thereof and negative electrode binder containing hydrophilic crosslinked polymer |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000192007A (en) * | 1998-12-28 | 2000-07-11 | Nitto Denko Corp | Acrylic pressure sensitive adhesive composition and its production |
| JP2001064593A (en) * | 1999-08-31 | 2001-03-13 | Shinnakamura Kagaku Kogyo Kk | Adhesive composition and adhesive |
| JP4878423B2 (en) * | 2001-08-03 | 2012-02-15 | 綜研化学株式会社 | Acrylic adhesive tape manufacturing method and acrylic adhesive tape |
| CN1711326A (en) * | 2002-11-13 | 2005-12-21 | 电气化学工业株式会社 | Ultraviolet-curable antistatic hard coating resin composition |
| JP4412895B2 (en) | 2002-12-05 | 2010-02-10 | 株式会社日本触媒 | Pressure sensitive adhesive composition |
| JP2004238481A (en) * | 2003-02-06 | 2004-08-26 | Nippon Kayaku Co Ltd | Low-refractive index resin composition for adhesive use |
| JP4575209B2 (en) * | 2005-03-31 | 2010-11-04 | 株式会社イーテック | UV curable adhesive composition |
| JP2006316203A (en) * | 2005-05-13 | 2006-11-24 | Emulsion Technology Co Ltd | Adhesive composition |
| JP5210631B2 (en) * | 2005-05-31 | 2013-06-12 | 電気化学工業株式会社 | Energy ray curable resin composition and adhesive using the same |
| JP2007299886A (en) * | 2006-04-28 | 2007-11-15 | Bridgestone Corp | Reinforcing plate with adhesive, and flexible printed board |
| JP5060744B2 (en) * | 2006-07-26 | 2012-10-31 | リンテック株式会社 | Optical functional film bonding adhesive, optical functional film and method for producing the same |
| JP5408640B2 (en) * | 2006-09-04 | 2014-02-05 | 日東電工株式会社 | Ultraviolet curable adhesive composition, ultraviolet curable adhesive sheet and method for producing the same |
| JPWO2008038729A1 (en) * | 2006-09-28 | 2010-01-28 | 大日本印刷株式会社 | Adhesive composition for optical filter, optical filter, and display device |
| JP5382989B2 (en) * | 2006-10-19 | 2014-01-08 | 電気化学工業株式会社 | adhesive |
| KR101000565B1 (en) | 2007-02-02 | 2010-12-14 | 주식회사 엘지화학 | Pressure sensitive adhesive composition, optical filter and plasma display pannel using the same |
| JP2008266439A (en) * | 2007-04-19 | 2008-11-06 | Soken Chem & Eng Co Ltd | Neon cutting pressure-sensitive adhesive composition for optical filter, neon cutting pressure-sensitive adhesive sheet for optical filter, optical filter for plasma display panel and plasma display panel |
| JP2009084400A (en) * | 2007-09-28 | 2009-04-23 | Gunze Ltd | Near-infrared absorbing pressure-sensitive adhesive composition and multilayer optical film |
| JP5546973B2 (en) * | 2010-07-02 | 2014-07-09 | チェイル インダストリーズ インコーポレイテッド | Adhesive composition and optical member using the adhesive |
-
2009
- 2009-05-22 JP JP2009123839A patent/JP5417037B2/en active Active
-
2010
- 2010-05-20 CN CN2010101833565A patent/CN101892016B/en not_active Expired - Fee Related
- 2010-05-20 KR KR1020100047290A patent/KR101090906B1/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CN101892016A (en) | 2010-11-24 |
| JP2010270236A (en) | 2010-12-02 |
| CN101892016B (en) | 2013-04-24 |
| KR20100126210A (en) | 2010-12-01 |
| KR101090906B1 (en) | 2011-12-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR101806813B1 (en) | Adhesive sheet and laminate, and method for producing same | |
| EP2274394B1 (en) | Pressure-sensitive adhesive compositions, polarizers and liquid crystal displays comprising the same | |
| JP5599177B2 (en) | Optical pressure-sensitive adhesive composition, optical pressure-sensitive adhesive, and optical film | |
| TWI485213B (en) | Ultraviolet curing adhesive composition | |
| JP2009128770A (en) | Anti-reflection film having uv absorption, and manufacturing method thereof | |
| KR20120060782A (en) | Radiation-curable pressure-sensitive adhesive composition for optical members, and pressure-sensitive adhesion type optical members | |
| CN102257087A (en) | Adhesive composition, polarizing plate and liquid crystal display device | |
| JP5417037B2 (en) | UV curable color correction adhesive composition, color correction adhesive and color correction adhesive film | |
| JP2017066322A (en) | Active energy ray curable adhesive composition excellent in insulation property | |
| WO2020230875A1 (en) | Adhesive sheet and laminate | |
| KR20160137373A (en) | Adhesive sheet and display | |
| TW202215903A (en) | Photocurable adhesive sheet | |
| JP6881500B2 (en) | Adhesive sheet and laminate | |
| JP5098722B2 (en) | Curable resin composition, film laminate for sticking, and laminate for impact absorption | |
| JP5930428B2 (en) | Adhesive composition | |
| JP2012185352A (en) | Display optical filter | |
| JP7024065B2 (en) | Solvent-free photocurable resin composition for polarizing plate protective layer, polarizing plate containing the cured product thereof, and image display device | |
| JP6986666B2 (en) | Adhesive sheet for image display device | |
| JP6881501B2 (en) | Adhesive sheet and laminate | |
| TW202138514A (en) | Adhesive sheet and image display device having a first adhesive layer on one main surface of the transparent film substrate and a second adhesive layer on the other main surface | |
| JP2012171996A (en) | Optical film | |
| WO2023042793A1 (en) | Photocurable composition for ink-jet printing, method for producing image display device, and image display device | |
| WO2017052231A1 (en) | Polarizer protective film, polarizing plate, and method for manufacturing polarizing plate | |
| WO2018038222A1 (en) | Curable resin composition, image display device and manufacturing method of image display device | |
| WO2018037514A1 (en) | Method for manufacturing image display device |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20120420 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20131029 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20131031 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20131118 |
|
| R150 | Certificate of patent or registration of utility model |
Ref document number: 5417037 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
| S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313117 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |