WO2022210277A1 - 放射線硬化性粘着剤シート - Google Patents
放射線硬化性粘着剤シート Download PDFInfo
- Publication number
- WO2022210277A1 WO2022210277A1 PCT/JP2022/014047 JP2022014047W WO2022210277A1 WO 2022210277 A1 WO2022210277 A1 WO 2022210277A1 JP 2022014047 W JP2022014047 W JP 2022014047W WO 2022210277 A1 WO2022210277 A1 WO 2022210277A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- sensitive adhesive
- pressure
- adhesive layer
- photopolymerization initiator
- weight
- Prior art date
Links
- 230000001070 adhesive effect Effects 0.000 title abstract description 74
- 239000000853 adhesive Substances 0.000 title abstract description 73
- 239000003999 initiator Substances 0.000 claims abstract description 234
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 176
- 238000003860 storage Methods 0.000 claims abstract description 40
- 238000006243 chemical reaction Methods 0.000 claims abstract description 38
- 230000008859 change Effects 0.000 claims abstract description 34
- 230000005855 radiation Effects 0.000 claims abstract description 12
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 318
- 239000010410 layer Substances 0.000 claims description 208
- 239000012790 adhesive layer Substances 0.000 abstract description 107
- 239000000178 monomer Substances 0.000 description 84
- 230000003287 optical effect Effects 0.000 description 77
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 70
- 239000000243 solution Substances 0.000 description 69
- 238000001723 curing Methods 0.000 description 66
- 229920000058 polyacrylate Polymers 0.000 description 65
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 63
- 239000000463 material Substances 0.000 description 52
- 150000001412 amines Chemical class 0.000 description 36
- 239000004611 light stabiliser Substances 0.000 description 35
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 26
- 239000011347 resin Substances 0.000 description 26
- 229920005989 resin Polymers 0.000 description 26
- 239000000758 substrate Substances 0.000 description 25
- -1 2-ethylhexyl Chemical group 0.000 description 24
- 239000000203 mixture Substances 0.000 description 24
- 125000000217 alkyl group Chemical group 0.000 description 21
- 125000004432 carbon atom Chemical group C* 0.000 description 20
- 239000003505 polymerization initiator Substances 0.000 description 19
- 238000004519 manufacturing process Methods 0.000 description 17
- 229910052757 nitrogen Inorganic materials 0.000 description 17
- 239000002904 solvent Substances 0.000 description 17
- 239000000126 substance Substances 0.000 description 17
- 238000000576 coating method Methods 0.000 description 16
- 238000001035 drying Methods 0.000 description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 15
- 125000003118 aryl group Chemical group 0.000 description 15
- 238000004132 cross linking Methods 0.000 description 15
- 125000004433 nitrogen atom Chemical group N* 0.000 description 15
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 14
- 239000011248 coating agent Substances 0.000 description 14
- 238000000034 method Methods 0.000 description 14
- 238000010521 absorption reaction Methods 0.000 description 13
- 239000010408 film Substances 0.000 description 13
- 125000002723 alicyclic group Chemical group 0.000 description 10
- 239000002356 single layer Substances 0.000 description 10
- 229920001187 thermosetting polymer Polymers 0.000 description 10
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 8
- 238000010438 heat treatment Methods 0.000 description 8
- 230000001678 irradiating effect Effects 0.000 description 8
- 239000004593 Epoxy Substances 0.000 description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 7
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 7
- 125000002947 alkylene group Chemical group 0.000 description 7
- 125000000623 heterocyclic group Chemical group 0.000 description 7
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 7
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 6
- XITRBUPOXXBIJN-UHFFFAOYSA-N bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)NC(C)(C)C1 XITRBUPOXXBIJN-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 239000002985 plastic film Substances 0.000 description 6
- 229920006255 plastic film Polymers 0.000 description 6
- 239000005056 polyisocyanate Substances 0.000 description 6
- 229920001228 polyisocyanate Polymers 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 239000007789 gas Substances 0.000 description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- 230000002093 peripheral effect Effects 0.000 description 5
- 239000012466 permeate Substances 0.000 description 5
- 238000012719 thermal polymerization Methods 0.000 description 5
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000012948 isocyanate Substances 0.000 description 4
- 150000002513 isocyanates Chemical class 0.000 description 4
- 229940059574 pentaerithrityl Drugs 0.000 description 4
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 4
- 230000000704 physical effect Effects 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 238000003847 radiation curing Methods 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- 238000002834 transmittance Methods 0.000 description 4
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- HEQOJEGTZCTHCF-UHFFFAOYSA-N 2-amino-1-phenylethanone Chemical compound NCC(=O)C1=CC=CC=C1 HEQOJEGTZCTHCF-UHFFFAOYSA-N 0.000 description 3
- UHFFVFAKEGKNAQ-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=CC=C1 UHFFVFAKEGKNAQ-UHFFFAOYSA-N 0.000 description 3
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical group OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 3
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- 239000004971 Cross linker Substances 0.000 description 3
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 206010073306 Exposure to radiation Diseases 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 244000028419 Styrax benzoin Species 0.000 description 3
- 235000000126 Styrax benzoin Nutrition 0.000 description 3
- 235000008411 Sumatra benzointree Nutrition 0.000 description 3
- 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 3
- 125000003277 amino group Chemical group 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 229960002130 benzoin Drugs 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 3
- 239000012965 benzophenone Substances 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 3
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 239000006059 cover glass Substances 0.000 description 3
- KBLWLMPSVYBVDK-UHFFFAOYSA-N cyclohexyl prop-2-enoate Chemical compound C=CC(=O)OC1CCCCC1 KBLWLMPSVYBVDK-UHFFFAOYSA-N 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 238000010894 electron beam technology Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 235000019382 gum benzoic Nutrition 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- 230000005865 ionizing radiation Effects 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 150000002978 peroxides Chemical class 0.000 description 3
- 229910052709 silver Inorganic materials 0.000 description 3
- 239000004332 silver Substances 0.000 description 3
- 238000001029 thermal curing Methods 0.000 description 3
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 3
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical class CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 2
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 2
- MAQLWWPSJDSHIT-UHFFFAOYSA-N 1-(4-hexylphenyl)-2-methyl-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(CCCCCC)=CC=C1C(=O)C(C)(C)N1CCOCC1 MAQLWWPSJDSHIT-UHFFFAOYSA-N 0.000 description 2
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 2
- PUBNJSZGANKUGX-UHFFFAOYSA-N 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=C(C)C=C1 PUBNJSZGANKUGX-UHFFFAOYSA-N 0.000 description 2
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 description 2
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 2
- NLGDWWCZQDIASO-UHFFFAOYSA-N 2-hydroxy-1-(7-oxabicyclo[4.1.0]hepta-1,3,5-trien-2-yl)-2-phenylethanone Chemical compound OC(C(=O)c1cccc2Oc12)c1ccccc1 NLGDWWCZQDIASO-UHFFFAOYSA-N 0.000 description 2
- PCKZAVNWRLEHIP-UHFFFAOYSA-N 2-hydroxy-1-[4-[[4-(2-hydroxy-2-methylpropanoyl)phenyl]methyl]phenyl]-2-methylpropan-1-one Chemical compound C1=CC(C(=O)C(C)(O)C)=CC=C1CC1=CC=C(C(=O)C(C)(C)O)C=C1 PCKZAVNWRLEHIP-UHFFFAOYSA-N 0.000 description 2
- STEYNUVPFMIUOY-UHFFFAOYSA-N 4-Hydroxy-1-(2-hydroxyethyl)-2,2,6,6-tetramethylpiperidine Chemical compound CC1(C)CC(O)CC(C)(C)N1CCO STEYNUVPFMIUOY-UHFFFAOYSA-N 0.000 description 2
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 2
- 229920002284 Cellulose triacetate Polymers 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 238000006845 Michael addition reaction Methods 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 2
- 150000003926 acrylamides Chemical class 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 239000003125 aqueous solvent Substances 0.000 description 2
- 238000000149 argon plasma sintering Methods 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000007869 azo polymerization initiator Substances 0.000 description 2
- OSIVCXJNIBEGCL-UHFFFAOYSA-N bis(2,2,6,6-tetramethyl-1-octoxypiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)N(OCCCCCCCC)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(OCCCCCCCC)C(C)(C)C1 OSIVCXJNIBEGCL-UHFFFAOYSA-N 0.000 description 2
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 238000010494 dissociation reaction Methods 0.000 description 2
- 230000005593 dissociations Effects 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 125000005842 heteroatom Chemical group 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 2
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 230000031700 light absorption Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000004973 liquid crystal related substance Substances 0.000 description 2
- 230000007246 mechanism Effects 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
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000002950 monocyclic group Chemical group 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 150000002923 oximes Chemical class 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 230000000149 penetrating effect Effects 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 230000002250 progressing effect Effects 0.000 description 2
- 230000001737 promoting effect Effects 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 2
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 1
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 1
- NALFRYPTRXKZPN-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)-3,3,5-trimethylcyclohexane Chemical compound CC1CC(C)(C)CC(OOC(C)(C)C)(OOC(C)(C)C)C1 NALFRYPTRXKZPN-UHFFFAOYSA-N 0.000 description 1
- OTMBZPVYOQYPBE-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)cyclododecane Chemical compound CC(C)(C)OOC1(OOC(C)(C)C)CCCCCCCCCCC1 OTMBZPVYOQYPBE-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical compound O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 1
- MSAHTMIQULFMRG-UHFFFAOYSA-N 1,2-diphenyl-2-propan-2-yloxyethanone Chemical compound C=1C=CC=CC=1C(OC(C)C)C(=O)C1=CC=CC=C1 MSAHTMIQULFMRG-UHFFFAOYSA-N 0.000 description 1
- QWQFVUQPHUKAMY-UHFFFAOYSA-N 1,2-diphenyl-2-propoxyethanone Chemical compound C=1C=CC=CC=1C(OCCC)C(=O)C1=CC=CC=C1 QWQFVUQPHUKAMY-UHFFFAOYSA-N 0.000 description 1
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 1
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 description 1
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 description 1
- DKEGCUDAFWNSSO-UHFFFAOYSA-N 1,8-dibromooctane Chemical compound BrCCCCCCCCBr DKEGCUDAFWNSSO-UHFFFAOYSA-N 0.000 description 1
- QNVMGDPERVTIMZ-UHFFFAOYSA-N 1-(1,2,2,6,6-pentamethylpiperidin-4-yl)butane-1,2,3,4-tetracarboxylic acid Chemical compound CN1C(C)(C)CC(C(C(C(CC(O)=O)C(O)=O)C(O)=O)C(O)=O)CC1(C)C QNVMGDPERVTIMZ-UHFFFAOYSA-N 0.000 description 1
- MEEHIBIOOFBRDM-UHFFFAOYSA-N 1-(2,2,6,6-tetramethylpiperidin-4-yl)butane-1,2,3,4-tetracarboxylic acid Chemical compound CC1(C)CC(C(C(C(CC(O)=O)C(O)=O)C(O)=O)C(O)=O)CC(C)(C)N1 MEEHIBIOOFBRDM-UHFFFAOYSA-N 0.000 description 1
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 description 1
- HASUCEDGKYJBDC-UHFFFAOYSA-N 1-[3-[[bis(oxiran-2-ylmethyl)amino]methyl]cyclohexyl]-n,n-bis(oxiran-2-ylmethyl)methanamine Chemical compound C1OC1CN(CC1CC(CN(CC2OC2)CC2OC2)CCC1)CC1CO1 HASUCEDGKYJBDC-UHFFFAOYSA-N 0.000 description 1
- IQDDSZGPEUBKEM-UHFFFAOYSA-N 1-[4-(2-hydroxyethyl)phenyl]-2-methylpropan-1-one Chemical compound CC(C)C(=O)C1=CC=C(CCO)C=C1 IQDDSZGPEUBKEM-UHFFFAOYSA-N 0.000 description 1
- CTOHEPRICOKHIV-UHFFFAOYSA-N 1-dodecylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2CCCCCCCCCCCC CTOHEPRICOKHIV-UHFFFAOYSA-N 0.000 description 1
- PBGPBHYPCGDFEZ-UHFFFAOYSA-N 1-ethenylpiperidin-2-one Chemical compound C=CN1CCCCC1=O PBGPBHYPCGDFEZ-UHFFFAOYSA-N 0.000 description 1
- OTCWVYFQGYOYJO-UHFFFAOYSA-N 1-o-methyl 10-o-(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate Chemical compound COC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 OTCWVYFQGYOYJO-UHFFFAOYSA-N 0.000 description 1
- YIKSHDNOAYSSPX-UHFFFAOYSA-N 1-propan-2-ylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)C YIKSHDNOAYSSPX-UHFFFAOYSA-N 0.000 description 1
- STFXXRRQKFUYEU-UHFFFAOYSA-N 16-methylheptadecyl prop-2-enoate Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)C=C STFXXRRQKFUYEU-UHFFFAOYSA-N 0.000 description 1
- CERJZAHSUZVMCH-UHFFFAOYSA-N 2,2-dichloro-1-phenylethanone Chemical compound ClC(Cl)C(=O)C1=CC=CC=C1 CERJZAHSUZVMCH-UHFFFAOYSA-N 0.000 description 1
- PIZHFBODNLEQBL-UHFFFAOYSA-N 2,2-diethoxy-1-phenylethanone Chemical compound CCOC(OCC)C(=O)C1=CC=CC=C1 PIZHFBODNLEQBL-UHFFFAOYSA-N 0.000 description 1
- BRKORVYTKKLNKX-UHFFFAOYSA-N 2,4-di(propan-2-yl)thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C(C)C)=CC(C(C)C)=C3SC2=C1 BRKORVYTKKLNKX-UHFFFAOYSA-N 0.000 description 1
- KQSMCAVKSJWMSI-UHFFFAOYSA-N 2,4-dimethyl-1-n,1-n,3-n,3-n-tetrakis(oxiran-2-ylmethyl)benzene-1,3-diamine Chemical compound CC1=C(N(CC2OC2)CC2OC2)C(C)=CC=C1N(CC1OC1)CC1CO1 KQSMCAVKSJWMSI-UHFFFAOYSA-N 0.000 description 1
- LCHAFMWSFCONOO-UHFFFAOYSA-N 2,4-dimethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C)=CC(C)=C3SC2=C1 LCHAFMWSFCONOO-UHFFFAOYSA-N 0.000 description 1
- AVTLBBWTUPQRAY-UHFFFAOYSA-N 2-(2-cyanobutan-2-yldiazenyl)-2-methylbutanenitrile Chemical compound CCC(C)(C#N)N=NC(C)(CC)C#N AVTLBBWTUPQRAY-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 1
- PFHOSZAOXCYAGJ-UHFFFAOYSA-N 2-[(2-cyano-4-methoxy-4-methylpentan-2-yl)diazenyl]-4-methoxy-2,4-dimethylpentanenitrile Chemical compound COC(C)(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)(C)OC PFHOSZAOXCYAGJ-UHFFFAOYSA-N 0.000 description 1
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 1
- HDPLHDGYGLENEI-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COC(C)COCC1CO1 HDPLHDGYGLENEI-UHFFFAOYSA-N 0.000 description 1
- WTYYGFLRBWMFRY-UHFFFAOYSA-N 2-[6-(oxiran-2-ylmethoxy)hexoxymethyl]oxirane Chemical compound C1OC1COCCCCCCOCC1CO1 WTYYGFLRBWMFRY-UHFFFAOYSA-N 0.000 description 1
- KUAUJXBLDYVELT-UHFFFAOYSA-N 2-[[2,2-dimethyl-3-(oxiran-2-ylmethoxy)propoxy]methyl]oxirane Chemical compound C1OC1COCC(C)(C)COCC1CO1 KUAUJXBLDYVELT-UHFFFAOYSA-N 0.000 description 1
- FGTYTUFKXYPTML-UHFFFAOYSA-N 2-benzoylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 FGTYTUFKXYPTML-UHFFFAOYSA-N 0.000 description 1
- MCRZWYDXIGCFKO-UHFFFAOYSA-N 2-butylpropanedioic acid Chemical compound CCCCC(C(O)=O)C(O)=O MCRZWYDXIGCFKO-UHFFFAOYSA-N 0.000 description 1
- ZCDADJXRUCOCJE-UHFFFAOYSA-N 2-chlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3SC2=C1 ZCDADJXRUCOCJE-UHFFFAOYSA-N 0.000 description 1
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 1
- UUODQIKUTGWMPT-UHFFFAOYSA-N 2-fluoro-5-(trifluoromethyl)pyridine Chemical compound FC1=CC=C(C(F)(F)F)C=N1 UUODQIKUTGWMPT-UHFFFAOYSA-N 0.000 description 1
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 description 1
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 1
- BQZJOQXSCSZQPS-UHFFFAOYSA-N 2-methoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OC)C(=O)C1=CC=CC=C1 BQZJOQXSCSZQPS-UHFFFAOYSA-N 0.000 description 1
- BURSQOWDCOMQCI-UHFFFAOYSA-N 2-methyl-2-morpholin-4-yl-1-phenylpropan-1-one Chemical compound C=1C=CC=CC=1C(=O)C(C)(C)N1CCOCC1 BURSQOWDCOMQCI-UHFFFAOYSA-N 0.000 description 1
- MYISVPVWAQRUTL-UHFFFAOYSA-N 2-methylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C)=CC=C3SC2=C1 MYISVPVWAQRUTL-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- GAVHQOUUSHBDAA-UHFFFAOYSA-N 3-butyl-1-ethenylaziridin-2-one Chemical compound CCCCC1N(C=C)C1=O GAVHQOUUSHBDAA-UHFFFAOYSA-N 0.000 description 1
- DFSGINVHIGHPES-UHFFFAOYSA-N 3-ethenyl-4h-1,3-oxazin-2-one Chemical compound C=CN1CC=COC1=O DFSGINVHIGHPES-UHFFFAOYSA-N 0.000 description 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- VFXXTYGQYWRHJP-UHFFFAOYSA-N 4,4'-azobis(4-cyanopentanoic acid) Chemical compound OC(=O)CCC(C)(C#N)N=NC(C)(CCC(O)=O)C#N VFXXTYGQYWRHJP-UHFFFAOYSA-N 0.000 description 1
- YZKNZGTVWINJLH-UHFFFAOYSA-N 4-(2,2,6,6-tetramethylpiperidin-4-yl)butan-1-amine Chemical compound CC1(C)CC(CCCCN)CC(C)(C)N1 YZKNZGTVWINJLH-UHFFFAOYSA-N 0.000 description 1
- USSAKJIUZZZSFC-UHFFFAOYSA-N 4-(2-methyl-1-phenylpropan-2-yl)morpholine Chemical compound CC(C)(CC1=CC=CC=C1)N1CCOCC1 USSAKJIUZZZSFC-UHFFFAOYSA-N 0.000 description 1
- ZMALNMQOXQXZRO-UHFFFAOYSA-N 4-ethenylmorpholin-3-one Chemical compound C=CN1CCOCC1=O ZMALNMQOXQXZRO-UHFFFAOYSA-N 0.000 description 1
- HDYTUPZMASQMOH-UHFFFAOYSA-N 4-ethenylmorpholine-3,5-dione Chemical compound C=CN1C(=O)COCC1=O HDYTUPZMASQMOH-UHFFFAOYSA-N 0.000 description 1
- YKXAYLPDMSGWEV-UHFFFAOYSA-N 4-hydroxybutyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCO YKXAYLPDMSGWEV-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
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 102100040409 Ameloblastin Human genes 0.000 description 1
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 101000891247 Homo sapiens Ameloblastin Proteins 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- BWPYBAJTDILQPY-UHFFFAOYSA-N Methoxyphenone Chemical compound C1=C(C)C(OC)=CC=C1C(=O)C1=CC=CC(C)=C1 BWPYBAJTDILQPY-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- VEPKQEUBKLEPRA-UHFFFAOYSA-N VX-745 Chemical compound FC1=CC(F)=CC=C1SC1=NN2C=NC(=O)C(C=3C(=CC=CC=3Cl)Cl)=C2C=C1 VEPKQEUBKLEPRA-UHFFFAOYSA-N 0.000 description 1
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 description 1
- KYIKRXIYLAGAKQ-UHFFFAOYSA-N abcn Chemical compound C1CCCCC1(C#N)N=NC1(C#N)CCCCC1 KYIKRXIYLAGAKQ-UHFFFAOYSA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 239000003522 acrylic cement Substances 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229920005601 base polymer Polymers 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 125000002619 bicyclic group Chemical group 0.000 description 1
- RSOILICUEWXSLA-UHFFFAOYSA-N bis(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 RSOILICUEWXSLA-UHFFFAOYSA-N 0.000 description 1
- WPKWPKDNOPEODE-UHFFFAOYSA-N bis(2,4,4-trimethylpentan-2-yl)diazene Chemical compound CC(C)(C)CC(C)(C)N=NC(C)(C)CC(C)(C)C WPKWPKDNOPEODE-UHFFFAOYSA-N 0.000 description 1
- KBWLNCUTNDKMPN-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) hexanedioate Chemical compound C1OC1COC(=O)CCCCC(=O)OCC1CO1 KBWLNCUTNDKMPN-UHFFFAOYSA-N 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 238000005251 capillar electrophoresis Methods 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001718 carbodiimides Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- FWLDHHJLVGRRHD-UHFFFAOYSA-N decyl prop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C=C FWLDHHJLVGRRHD-UHFFFAOYSA-N 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 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 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 229920006332 epoxy adhesive Polymers 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 229940119545 isobornyl methacrylate Drugs 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- LDHQCZJRKDOVOX-IHWYPQMZSA-N isocrotonic acid Chemical compound C\C=C/C(O)=O LDHQCZJRKDOVOX-IHWYPQMZSA-N 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 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
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 description 1
- 229940011051 isopropyl acetate Drugs 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000000873 masking effect Effects 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- JAYXSROKFZAHRQ-UHFFFAOYSA-N n,n-bis(oxiran-2-ylmethyl)aniline Chemical compound C1OC1CN(C=1C=CC=CC=1)CC1CO1 JAYXSROKFZAHRQ-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- OPECTNGATDYLSS-UHFFFAOYSA-N naphthalene-2-sulfonyl chloride Chemical compound C1=CC=CC2=CC(S(=O)(=O)Cl)=CC=C21 OPECTNGATDYLSS-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 125000001196 nonadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012788 optical film Substances 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- 238000005375 photometry Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920001230 polyarylate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 150000003097 polyterpenes Chemical class 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000007717 redox polymerization reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000013464 silicone adhesive Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 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
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- WUPCFMITFBVJMS-UHFFFAOYSA-N tetrakis(1,2,2,6,6-pentamethylpiperidin-4-yl) butane-1,2,3,4-tetracarboxylate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)CC(C(=O)OC1CC(C)(C)N(C)C(C)(C)C1)C(C(=O)OC1CC(C)(C)N(C)C(C)(C)C1)CC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 WUPCFMITFBVJMS-UHFFFAOYSA-N 0.000 description 1
- NZNAAUDJKMURFU-UHFFFAOYSA-N tetrakis(2,2,6,6-tetramethylpiperidin-4-yl) butane-1,2,3,4-tetracarboxylate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CC(C(=O)OC1CC(C)(C)NC(C)(C)C1)C(C(=O)OC1CC(C)(C)NC(C)(C)C1)CC(=O)OC1CC(C)(C)NC(C)(C)C1 NZNAAUDJKMURFU-UHFFFAOYSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 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
- 239000008096 xylene Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/10—Adhesives in the form of films or foils without carriers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
- C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
- C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0025—Crosslinking or vulcanising agents; including accelerators
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J151/00—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
- C09J151/003—Adhesives based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
-
- 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
- C09J201/00—Adhesives based on unspecified macromolecular compounds
-
- 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
-
- 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
- C09J2301/312—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier parameters being the characterizing feature
-
- 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
- C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
- C09J2301/416—Additional features of adhesives in the form of films or foils characterized by the presence of essential components use of irradiation
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2433/00—Presence of (meth)acrylic polymer
Definitions
- the present invention relates to a radiation-curable adhesive sheet.
- the present invention relates to radiation-curable adhesive sheets that can be used to bond transparent optical members to other optical members.
- An image display device such as a liquid crystal display device or an organic EL display device is composed of an optical member laminate in which a polarizing film, a retardation film, a transparent cover member such as a cover glass, and other various transparent optical members are laminated.
- a pressure-sensitive adhesive sheet consisting of a transparent pressure-sensitive adhesive layer is used to bond these optical members. That is, an adhesive sheet is placed between two optical members to be joined, and the two optical members are joined by pressing them against each other to form an optical member laminate.
- a pressure-sensitive adhesive sheet having a pressure-sensitive adhesive layer on one side of a base film is generally used in the manufacturing process of optical products as a surface protective film for preventing the optical member from being scratched or soiled. .
- a transparent and conductive printed layer such as patterned ITO (indium tin oxide) is formed on the surface of the optical member. Further, silver or copper routing wiring is formed in the peripheral portion.
- ITO indium tin oxide
- the pressure-sensitive adhesive sheet for bonding optical members having such a printed layer and wiring is required to have high fluidity of the pressure-sensitive adhesive layer and exhibit step absorbability such that air bubbles do not remain on the step.
- display unevenness occurs at the peripheral edge of the image display panel due to stress strain added to the adhesive around the printing steps. There is a problem that it is likely to occur, and it is also required to be excellent in stress relaxation.
- plastic films and the like used as optical members contain gases such as carbon dioxide, which may be generated under high temperature conditions during the manufacturing process.
- gases such as carbon dioxide
- the pressure-sensitive adhesive layer is soft, there is a problem that the pressure-sensitive adhesive layer floats without suppressing the generation of gas, and air bubbles are likely to be generated. Therefore, in order to suppress the generation of gas from the plastic film, the adhesive sheet is also required to increase the elastic modulus of the adhesive layer, make it hard, and improve the adhesion reliability.
- the pressure-sensitive adhesive sheet that satisfies both the step absorbability, the stress relaxation property, and the adhesion reliability
- a pressure-sensitive adhesive sheet having a pressure-sensitive adhesive layer that is cured by irradiation (herein, referred to as a “radiation-curable pressure-sensitive adhesive sheet”). ) is widely used (see, for example, Patent Document 1).
- the radiation-curing adhesive sheet Before curing, the radiation-curing adhesive sheet has high fluidity, excellent level difference absorption, and stress relaxation properties. It has the advantage that unevenness can be suppressed, curing can be completed by subsequent radiation irradiation, and adhesion reliability can be improved.
- Radiation-curable adhesive sheets may be shipped in the form of adhesive sheets containing a photopolymerization initiator and a cross-linking agent and stored for a relatively long period of time. There is a problem that the hardening progresses gradually, the level difference absorbability and the stress relaxation properties are lowered, and air bubbles and display unevenness are generated.
- An object of the present invention is to provide a radiation-curable pressure-sensitive adhesive sheet that is excellent in
- the present inventors have found that by including a photopolymerization initiator showing a specific range of pKa as the photopolymerization initiator contained in the radiation-curable pressure-sensitive adhesive sheet, It has been found that the progress of hardening can be suppressed, excellent step absorbability and stress relaxation can be maintained for a long period of time, and storage stability is excellent.
- the present invention has been completed based on these findings.
- the first aspect of the present invention provides a radiation-curable adhesive sheet.
- the radiation-curable pressure-sensitive adhesive sheet of the first aspect of the present invention has a pressure-sensitive adhesive layer that is cured by irradiation, the pressure-sensitive adhesive layer contains a photopolymerization initiator and a cross-linking agent, and is cured by the irradiation of radiation. Curing is performed by reaction between the photopolymerization initiator and the cross-linking agent.
- the pressure-sensitive adhesive layer is in a state of high fluidity, step absorbability, and stress relaxation before curing.
- the pressure-sensitive adhesive layer is formed in a frame shape on the transparent and conductive printed layer such as patterned ITO formed on the surface of the optical member, the routing wiring of silver or copper, and the peripheral edge of the transparent cover member. It is possible to sufficiently follow a step such as a black concealing portion that is formed, fill the gap without leaving any air bubbles, and alleviate the stress distortion caused by the step to suppress display unevenness. By subsequently irradiating with radiation, the reaction between the photopolymerization initiator contained in the pressure-sensitive adhesive layer and the cross-linking agent promotes curing, which has the advantage of improving adhesion reliability.
- the rate of change in residual stress (N/cm 2 ) represented by the following formula when the adhesive layer is stored at 50° C. for 4 weeks (hereinafter referred to as , in this specification, may simply be referred to as "residual stress change rate") is 70% or less.
- Residual stress change rate (%) (residual stress after 4 weeks storage at 50°C - initial residual stress) / (initial residual stress) x 100
- the configuration in which the residual stress change rate is 70% or less can suppress the progress of curing of the pressure-sensitive adhesive layer during storage of the radiation-curable pressure-sensitive adhesive sheet of the first aspect of the present invention, resulting in excellent step absorption. It is suitable in that it can maintain its properties and stress relaxation properties for a long period of time and has excellent storage stability.
- the progress of curing of the adhesive layer can be suppressed during storage, excellent step absorption and stress relaxation can be maintained for a long time, and storage stability is improved.
- the residual stress change rate is preferably 60% or less, more preferably 55% or less, and may be 50% or less, 45% or less, 40% or less, 35% or less, or 30% or less. .
- the radiation-curable pressure-sensitive adhesive sheet of the present invention can suppress the progress of curing during storage, can maintain excellent step absorbability and stress relaxation properties for a long time, and has excellent storage stability.
- FIG. 1 is a cross-sectional view showing one embodiment of the radiation-curable pressure-sensitive adhesive sheet of the present invention.
- FIG. 2 shows steps for carrying out one embodiment of the method for producing a radiation-curable adhesive sheet of the present invention, in which (a) is an adhesive layer forming step and (b) is an adhesive layer curing step.
- (c) is a schematic diagram showing a solution application step, (d) a solution permeation step, and (e) a drying step, respectively.
- FIG. 3 is a cross-sectional view showing one embodiment of the radiation-curable pressure-sensitive adhesive sheet of the present invention produced by the method of FIG. FIG.
- FIG. 4 is a cross-sectional view of an optical member laminate showing an example of the simplest embodiment using the radiation-curable pressure-sensitive adhesive sheet of the present invention.
- FIG. 5 is a schematic view showing steps for carrying out one embodiment of a method for producing an optical member laminate using the radiation-curable pressure-sensitive adhesive sheet of the present invention shown in FIG.
- a first aspect of the present invention provides a radiation-curable pressure-sensitive adhesive sheet having a pressure-sensitive adhesive layer that is cured by exposure to radiation.
- the pressure-sensitive adhesive layer contains a photopolymerization initiator and a cross-linking agent, and the curing by exposure to radiation is a reaction between the photopolymerization initiator and the cross-linking agent.
- the rate of change in residual stress (N/cm 2 ) represented by the following formula when the pressure-sensitive adhesive layer is stored at 50° C. for 4 weeks (hereinafter simply referred to as “residual stress rate of change” in this specification) ) is 70% or less.
- Residual stress change rate (%) (residual stress after 4 weeks storage at 50°C - initial residual stress) / (initial residual stress) x 100
- the radiation-curable pressure-sensitive adhesive sheet of the first aspect of the present invention may be referred to as “the radiation-curable pressure-sensitive adhesive sheet of the present invention” or simply “the pressure-sensitive adhesive sheet of the present invention”.
- the adhesive layer of the radiation-curable adhesive sheet of the present invention is referred to as the "adhesive layer of the present invention”
- the photopolymerization initiator and the cross-linking agent contained in the adhesive layer of the present invention are referred to as “the photopolymerization of the present invention”.
- the photopolymerization of the present invention may be referred to as "initiator” and "crosslinking agent of the present invention”.
- the form of the radiation-curable adhesive sheet of the present invention is not particularly limited as long as the adhesive surface is the adhesive surface (adhesive layer surface) of the adhesive layer of the present invention.
- the adhesive surface may be a single-sided PSA sheet having an adhesive surface on only one side, or a double-sided PSA sheet having an adhesive surface on both sides.
- the radiation-curable pressure-sensitive adhesive sheet of the present invention is a double-sided pressure-sensitive adhesive sheet
- the radiation-curable pressure-sensitive adhesive sheet of the present invention has a form in which both pressure-sensitive adhesive surfaces are provided by the pressure-sensitive adhesive layer of the present invention.
- one adhesive surface is provided by the adhesive layer of the present invention, and the other adhesive surface is provided by an adhesive layer (another adhesive layer) other than the adhesive layer of the present invention.
- an adhesive layer another adhesive layer
- the radiation-curable pressure-sensitive adhesive sheet of the present invention may be a so-called "substrate-less type" pressure-sensitive adhesive sheet that does not have a substrate (substrate layer), or a pressure-sensitive adhesive sheet that has a substrate. good too.
- a "base-less type” pressure-sensitive adhesive sheet may be referred to as a “base-less pressure-sensitive adhesive sheet”
- a type pressure-sensitive adhesive sheet having a base may be referred to as a “base-attached pressure-sensitive adhesive sheet”.
- Examples of the substrate-less pressure-sensitive adhesive sheet include a double-sided pressure-sensitive adhesive sheet consisting only of the pressure-sensitive adhesive layer of the present invention, or a pressure-sensitive adhesive layer of the present invention and other pressure-sensitive adhesive layers (a pressure-sensitive adhesive layer other than the pressure-sensitive adhesive layer of the present invention).
- a double-sided pressure-sensitive adhesive sheet consisting of Examples of the PSA sheet with a substrate include a single-sided PSA sheet having the PSA layer of the present invention on one side of the substrate, a double-sided PSA sheet having the PSA layer of the present invention on both sides of the substrate, and , a double-sided pressure-sensitive adhesive sheet having the pressure-sensitive adhesive layer of the present invention on one side of a substrate and another pressure-sensitive adhesive layer on the other side.
- base material refers to a support, and when the radiation-curable pressure-sensitive adhesive sheet of the present invention is used (attached) to an adherend, it is used together with the pressure-sensitive adhesive layer. This is the part that is attached to the adherend. A separator (release liner) that is peeled off when the adhesive sheet is used (attached) is not included in the base material.
- FIG. 1 is a cross-sectional view showing one embodiment of the radiation-curable pressure-sensitive adhesive sheet of the present invention.
- the radiation-curable pressure-sensitive adhesive sheet 1 according to one embodiment of the present invention in FIG. and a release sheet S2 attached to the other main surface 10B of the .
- the adhesive layer 10 is made of an adhesive base material and has two opposing main surfaces (first main surface 10A and second main surface 10B), and may be a single layer, A laminated structure of two or more layers may be used.
- the thickness of the adhesive layer 10 is not particularly limited, it is usually 5 ⁇ m to 500 ⁇ m, preferably 5 ⁇ m to 400 ⁇ m, more preferably 5 ⁇ m to 350 ⁇ m. If the thickness of the pressure-sensitive adhesive layer 10 is within this range, it can follow the steps without leaving air bubbles, relieve the stress strain caused by the steps, suppress display unevenness, and have excellent step absorbability and stress relaxation properties. preferred in that respect.
- the total light transmittance of the entire adhesive layer 10 is not particularly limited, it is preferably 80% or more, preferably 90% or more as measured according to JIS K7361. The higher the total light transmittance of the pressure-sensitive adhesive layer 10, the better. Furthermore, the haze value is preferably 1.5% or less, more preferably 1% or less, and 0.8% or less.
- the adhesive layer 10 contains a photopolymerization initiator 11a and a cross-linking agent 11b. It is preferable that the photopolymerization initiator 11a and the cross-linking agent 11b are dissolved in the pressure-sensitive adhesive layer 10 .
- “dissolution” means, for example, that the photopolymerization initiator 11a and the cross-linking agent 11b are dissolved to such an extent that the transparency of the pressure-sensitive adhesive layer 10 can be maintained, that is, to the extent that white turbidity due to light scattering does not occur.
- the haze value of the photopolymerization initiator 11a and the cross-linking agent 11b is 1.5% or less, preferably 1% or less, and 0.8% or less. is preferred.
- a mode in which only one of the photopolymerization initiator 11a and the cross-linking agent 11b is dissolved in the adhesive layer 10 is also included in the present invention.
- the pKa of the photopolymerization initiator 11a contained in the adhesive layer 10 is in the range of 5 to 12.7.
- the pKa of the photopolymerization initiator 11a is in the range of 5 to 12.7, the progress of curing during storage can be suppressed, excellent step absorption and stress relaxation can be maintained for a long time, and storage stability is improved. Excellent.
- the rate of change in residual stress (N/cm 2 ) represented by the following formula when the pressure-sensitive adhesive layer 10 is stored at 50° C. for 4 weeks (hereinafter simply referred to as “residual stress rate of change” in this specification) ) is 70% or less.
- Residual stress change rate (%) (residual stress after 4 weeks storage at 50°C - initial residual stress) / (initial residual stress) x 100
- the configuration in which the rate of change in residual stress is 70% or less is preferable in terms of maintaining excellent step absorbability and stress relaxation when the radiation-curable adhesive sheet 1 is used. Each configuration will be described in detail below.
- the pressure-sensitive adhesive layer of the present invention is cured by irradiation with radiation, and the photopolymerization initiator of the present invention and the cross-linking agent of the present invention undergo a polymerization reaction or a cross-linking reaction due to irradiation of radiation.
- the pressure-sensitive adhesive layer of the present invention Before being cured, the pressure-sensitive adhesive layer of the present invention is in a state of high fluidity, excellent unevenness absorbability and stress relaxation. Therefore, the pressure-sensitive adhesive layer of the present invention includes a transparent and conductive printed layer such as patterned ITO formed on the surface of the optical member, a wiring of silver or copper, and a frame-shaped layer on the peripheral edge of the transparent cover member.
- Residual stress change rate (%) (residual stress after 4 weeks storage at 50°C - initial residual stress) / (initial residual stress) x 100
- the configuration in which the residual stress change rate is 70% or less can suppress the progress of curing of the pressure-sensitive adhesive layer of the present invention during storage of the radiation-curable pressure-sensitive adhesive sheet of the present invention. It is suitable from the viewpoint that the relaxation property can be maintained for a long time and the storage stability is excellent.
- the residual stress change rate is 60% in that the progress of hardening of the adhesive layer of the present invention can be suppressed during storage, excellent step absorption and stress relaxation can be maintained for a long time, and storage stability is excellent. It is preferably 55% or less, more preferably 55% or less, and may be 50% or less, 45% or less, 40% or less, 35% or less, or 30% or less. It is most preferable that the lower limit of the residual stress change rate does not change, that is, the residual stress change rate is 0%, but if it is about 1%, the storage stability is excellent.
- the pressure-sensitive adhesive layer of the present invention preferably has an initial residual stress of 13 N/cm 2 or less at room temperature (for example, 10 to 25° C., particularly 25° C.).
- the pressure-sensitive adhesive layer of the present invention having an initial residual stress of 13 N/cm 2 or less at room temperature is preferable because the pressure-sensitive adhesive layer of the present invention has excellent step absorbability and stress relaxation properties.
- the initial residual stress at room temperature is more preferably 12 N/cm 2 or less, more preferably 11 N/cm 2 or less, and 10 N/cm 2 or less, in terms of the step absorbability and stress relaxation property of the pressure-sensitive adhesive layer of the present invention. , 9 N/cm 2 or less, 8 N/cm 2 or less, 7 N/cm 2 or less, 6 N/cm 2 or less, 5 N/cm 2 or less, or 4 N/cm 2 or less.
- the initial residual stress at 40° C. of the pressure-sensitive adhesive layer of the present invention is preferably 13 N/cm 2 or less.
- the pressure-sensitive adhesive layer of the present invention having an initial residual stress of 13 N/cm 2 or less at 40° C. is preferable in that the pressure-sensitive adhesive layer of the present invention has excellent step absorbability and stress relaxation properties.
- the initial residual stress at 40° C. is more preferably 12 N/cm 2 or less, more preferably 11 N/cm 2 or less, 10 N/cm 2 or less, from the point of view that the pressure-sensitive adhesive layer of the present invention has excellent step absorbability and stress relaxation properties.
- N/cm 2 or less 8 N/cm 2 or less, 7 N/cm 2 or less, 6 N/cm 2 or less, 5 N/cm 2 or less, 4 N/cm 2 or less, or 3 N/cm 2 or less .
- the initial residual stress at 0° C. of the pressure-sensitive adhesive layer of the present invention is preferably 15.5 N/cm 2 or less.
- the pressure-sensitive adhesive layer of the present invention has an initial residual stress of 15.5 N/cm 2 or less at 0°C. is preferred.
- the initial residual stress at 0° C. is more preferably 15 N/cm 2 or less, more preferably 14 N/cm 2 or less, 13 N/cm 2 or less, in terms of the step absorbability and stress relaxation of the pressure-sensitive adhesive layer of the present invention. 12 N/cm 2 or less, 11 N/cm 2 or less, 10 N/cm 2 or less, 9 N/cm 2 or less, 8 N/cm 2 or less, or 7 N/cm 2 or less.
- the residual stress change rate, room temperature, 40 ° C., or 0 ° C. residual stress is the pressure-sensitive adhesive base contained in the pressure-sensitive adhesive composition for forming the pressure-sensitive adhesive layer described later.
- Composition of monomer component of material, type and amount of cross-linking agent (including first and second cross-linking agents listed below), polymerization initiator (including first and second photopolymerization initiators listed below) can be adjusted to a desired range by adjusting the type, blending amount, pKa, etc. of other additives such as hindered amine light stabilizers, and adjusting the type, blending amount, pKa, etc. of other additives such as hindered amine light stabilizers.
- the adhesive base material contained in the adhesive composition for forming the adhesive layer of the present invention is not particularly limited as long as it is a material having adhesiveness that can be used for optical purposes.
- an acrylic adhesive, a rubber adhesive, a silicone adhesive, a polyester adhesive, a urethane adhesive, an epoxy adhesive, and a polyether adhesive can be appropriately selected and used. From the viewpoint of transparency, workability, durability, etc., it is preferable to use an acrylic pressure-sensitive adhesive.
- the pressure-sensitive adhesive base material any one of the pressure-sensitive adhesives described above can be used alone, or two or more of them can be used in combination.
- the acrylic polymer used as the base polymer of the acrylic pressure-sensitive adhesive is not particularly limited, but is preferably a homopolymer or copolymer of monomers containing (meth)acrylic acid alkyl ester as a main component.
- (meth)acrylic is used to mean either one or both of “acrylic” and “methacrylic”, and so on.
- the term "acrylic polymer” is used in the sense that it includes other monomers copolymerizable therewith in addition to the (meth)acrylic acid alkyl ester described above.
- the acrylic polymer is preferably an acrylic acid alkyl ester having a linear or branched alkyl group and/or a linear A monomer unit derived from a methacrylic acid alkyl ester having a chain or branched alkyl group is included as the main monomer unit in the largest proportion by weight.
- (meth)acrylic acid alkyl esters having a linear or branched alkyl group include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth) acrylate, s-butyl (meth) acrylate, isobutyl (meth) acrylate, t-butyl (meth) acrylate, pentyl (meth) acrylate, isopentyl (meth) acrylate, (meth) ) hexyl acrylate, heptyl (meth)acrylate, octyl (meth)acrylate, 2-ethylhe
- the (meth)acrylic acid alkyl ester for the acrylic polymer one type of (meth)acrylic acid alkyl ester may be used, or two or more types of (meth)acrylic acid alkyl esters may be used.
- the (meth)acrylic acid alkyl ester for the acrylic polymer is preferably at least one selected from the group consisting of n-butyl acrylate, 2-ethylhexyl acrylate, and isostearyl acrylate. is used.
- the proportion of monomer units derived from (meth)acrylic acid alkyl ester having a linear or branched alkyl group is preferably 50% by weight or more, more preferably 60% by weight or more, and more preferably 60% by weight or more. is 70% by weight or more, more preferably 80% by weight or more, more preferably 90% by weight or more. That is, the ratio of the (meth)acrylic acid alkyl ester in the monomer component composition of the raw material for forming the acrylic polymer is preferably 50% by weight or more, more preferably 60% by weight or more, and more preferably 70% by weight or more. , more preferably 80% by weight or more, more preferably 90% by weight or more.
- the acrylic polymer contained in the adhesive base material may contain monomer units derived from alicyclic monomers.
- Alicyclic monomers for forming the monomer units of the acrylic polymer that is, alicyclic monomers contained in the monomer component for forming the acrylic polymer include, for example, (meth)acrylic acid cycloalkyl ester, di Examples thereof include (meth)acrylic acid esters having a cyclic hydrocarbon ring and (meth)acrylic acid esters having a tricyclic or more hydrocarbon ring.
- Cycloalkyl (meth)acrylates include, for example, cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, cycloheptyl (meth)acrylate, and cyclooctyl (meth)acrylate.
- (Meth)acrylic acid esters having a bicyclic hydrocarbon ring include, for example, bornyl (meth)acrylate and isobornyl (meth)acrylate.
- Examples of the (meth)acrylic acid ester having a hydrocarbon ring of three or more rings include dicyclopentanyl (meth)acrylate, dicyclopentanyloxyethyl (meth)acrylate, tricyclopenta (meth)acrylate, nil, 1-adamantyl (meth)acrylate, 2-methyl-2-adamantyl (meth)acrylate, and 2-ethyl-2-adamantyl (meth)acrylate.
- the alicyclic monomer for the acrylic polymer one kind of alicyclic monomer may be used, or two or more kinds of alicyclic monomers may be used.
- At least one selected from the group consisting of cyclohexyl acrylate, cyclohexyl methacrylate, isobornyl acrylate, and isobornyl methacrylate is preferably used as the alicyclic monomer for the acrylic polymer.
- the proportion of monomer units derived from alicyclic monomers in the acrylic polymer is preferably 5 to 60 wt. %, more preferably 10-50% by weight, more preferably 12-40% by weight.
- the acrylic polymer contained in the adhesive base material may contain monomer units derived from hydroxyl group-containing monomers.
- a hydroxyl group-containing monomer is a monomer having at least one hydroxyl group in the monomer unit.
- the acrylic polymer in the pressure-sensitive adhesive base material contains a hydroxyl group-containing monomer unit, it is easy to obtain adhesiveness and moderate cohesive strength in the pressure-sensitive adhesive base material.
- the hydroxyl group can also serve as a reaction point with a cross-linking agent, which will be described later.
- Examples of the hydroxyl group-containing monomer for forming the monomer unit of the acrylic polymer that is, the hydroxyl group-containing monomer contained in the monomer component for forming the acrylic polymer include hydroxyl group-containing (meth)acrylic acid ester, vinyl alcohol , and allyl alcohol.
- Examples of hydroxyl group-containing (meth)acrylic acid esters include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, and 4-hydroxypropyl (meth)acrylate.
- hydroxyl group-containing monomer for the acrylic polymer one type of hydroxyl group-containing monomer may be used, or two or more types of hydroxyl group-containing monomers may be used.
- the hydroxyl group-containing monomer for the acrylic polymer is preferably 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, 4-acrylate. -hydroxybutyl, and at least one selected from the group consisting of 4-hydroxybutyl methacrylate.
- the proportion of monomer units derived from a hydroxyl group-containing monomer in the acrylic polymer is preferably 1% by weight or more, more preferably 2% by weight or more, more preferably 3% by weight or more, more preferably 7% by weight or more, and more preferably is 10% by weight or more, more preferably 15% by weight or more.
- the ratio of the monomer unit derived from the hydroxyl group-containing monomer in the acrylic polymer is preferably 35% by weight or less, more preferably 30% by weight or less.
- the acrylic polymer contained in the adhesive base material may contain monomer units derived from nitrogen atom-containing monomers.
- a nitrogen atom-containing monomer is a monomer that will have at least one nitrogen atom in the monomer unit.
- Examples of the nitrogen atom-containing monomers for forming the monomer units of the acrylic polymer that is, the nitrogen atom-containing monomers contained in the monomer component for forming the acrylic polymer include N-vinyl cyclic amide and (meth) Acrylamides can be mentioned.
- Examples of N-vinyl cyclic amides as nitrogen atom-containing monomers include N-vinyl-2-pyrrolidone, N-vinyl-2-piperidone, N-vinyl-3-morpholinone, N-vinyl-2-caprolactam, N-vinyl -1,3-oxazin-2-one, and N-vinyl-3,5-morpholinedione.
- Nitrogen atom-containing monomers (meth)acrylamides include, for example, (meth)acrylamide, N-ethyl (meth)acrylamide, N-isopropyl (meth)acrylamide, Nn-butyl (meth)acrylamide, N-octyl ( meth)acrylamide, N,N-dimethyl(meth)acrylamide, N,N-diethyl(meth)acrylamide, N,N-dipropyl(meth)acrylamide, and N,N-diisopropyl(meth)acrylamide.
- the nitrogen atom-containing monomer for the acrylic polymer one kind of nitrogen atom-containing monomer may be used, or two or more kinds of nitrogen atom-containing monomers may be used.
- N-vinyl-2-pyrrolidone is preferably used as the nitrogen atom-containing monomer for the acrylic polymer.
- the ratio of the monomer units derived from the nitrogen atom-containing monomer in the acrylic polymer is determined from the viewpoint of achieving appropriate hardness, adhesiveness, and transparency in the pressure-sensitive adhesive base material formed by containing the acrylic polymer. , preferably 1% by weight or more, more preferably 3% by weight or more, more preferably 5% by weight or more.
- the ratio of the monomer unit derived from the nitrogen atom-containing monomer in the acrylic polymer is determined from the viewpoint of realizing sufficient transparency in the pressure-sensitive adhesive base material formed containing the acrylic polymer, or from the viewpoint of excessive hardness. From the viewpoint of suppressing this to achieve good adhesion reliability, the content is preferably 30% by weight or less, more preferably 25% by weight or less.
- the acrylic polymer contained in the adhesive base material may contain a monomer unit derived from a carboxy group-containing monomer.
- a carboxy group-containing monomer is a monomer that will have at least one carboxy group in the monomer unit.
- the acrylic polymer in the pressure-sensitive adhesive base material contains a carboxyl group-containing monomer unit, good adhesion reliability may be obtained in the pressure-sensitive adhesive base material.
- the carboxy group can also serve as a reaction point with a cross-linking agent, which will be described later.
- Carboxy group-containing monomers for forming monomer units of the acrylic polymer that is, carboxy group-containing monomers contained in the monomer component for forming the acrylic polymer include, for example, (meth)acrylic acid, itaconic acid, Maleic acid, fumaric acid, crotonic acid, and isocrotonic acid.
- carboxy group-containing monomer for the acrylic polymer one kind of carboxy group-containing monomer may be used, or two or more kinds of carboxy group-containing monomers may be used.
- acrylic acid is preferably used as the carboxy group-containing monomer for the acrylic polymer.
- the ratio of the monomer unit derived from the carboxyl group-containing monomer is the same as the polar group when the polar group is present on the surface of the adherend in the pressure-sensitive adhesive base material formed containing the acrylic polymer.
- the amount is preferably 0.1% by weight or more, more preferably 0.5% by weight or more.
- the ratio of the monomer unit derived from the carboxyl group-containing monomer in the acrylic polymer suppresses excessive hardening of the pressure-sensitive adhesive base material formed by containing the acrylic polymer, thereby achieving good adhesion reliability.
- the content is preferably 20% by weight or less, more preferably 15% by weight or less.
- the acrylic polymer contained in the adhesive base material may have a crosslinked structure derived from a crosslinking agent.
- cross-linking agents include polyfunctional (meth)acrylates that are copolymerizable cross-linking agents and thermosetting cross-linking agents.
- the acrylic polymer may have a crosslinked structure derived only from a polyfunctional (meth)acrylate, may have a crosslinked structure derived only from a thermosetting cross-linking agent, or may have a crosslinked structure derived from a thermosetting cross-linking agent. It may have a crosslinked structure derived from both the acrylate and the thermosetting crosslinker.
- the above-mentioned cross-linking agent already forms a cross-linked structure as a cross-linking reaction progresses in the acrylic polymer forming the pressure-sensitive adhesive layer of the present invention.
- the cross-linking agent of the present invention contained in the pressure-sensitive adhesive layer of the present invention is an unreacted cross-linking agent before forming a crosslinked structure. Therefore, the cross-linking agent forming a cross-linked structure in the acrylic polymer forming the pressure-sensitive adhesive layer of the present invention does not correspond to the cross-linking agent of the present invention contained in the pressure-sensitive adhesive layer of the present invention.
- the cross-linking agent forming a cross-linked structure in the acrylic polymer may be referred to as "first cross-linking agent”
- the cross-linking agent of the present invention may be referred to as "second cross-linking agent”.
- polyfunctional (meth)acrylate as the first cross-linking agent examples include 1,6-hexanediol di(meth)acrylate, butanediol di(meth)acrylate, (poly)ethylene glycol di(meth)acrylate, (Poly)propylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, pentaerythritol di(meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol hexa(meth)acrylate, trimethylolpropane tri( meth)acrylates, tetramethylolmethane tri(meth)acrylates, allyl (meth)acrylates, and vinyl (meth)acrylates.
- the polyfunctional (meth)acrylate for the acrylic polymer one type of polyfunctional (meth)acrylate may be used, or two or more types of polyfunctional (meth)acrylate may be used.
- the polyfunctional (meth)acrylate for the acrylic polymer is preferably selected from the group consisting of 1,6-hexanediol diacrylate, dipentaerythritol hexaacrylate, and trimethylolpropane triacrylate. At least one kind is used.
- the ratio of the monomer unit derived from the polyfunctional (meth)acrylate as the first cross-linking agent is preferably 0.001% by weight or more, more preferably 0.005% by weight or more, and 0.01% by weight or more. % by weight or more, 0.015% by weight or more, 0.02% by weight or more, 0.025% by weight or more, 0.03% by weight or more, 0.035% by weight or more, 0.04% by weight or more, 0.045% by weight % or more, 0.05 wt% or more, 0.06 wt% or more, 0.07 wt% or more, 0.08 wt% or more, 0.09 wt% or more, or 0.1 wt% or more .
- the proportion of the monomer unit derived from the polyfunctional (meth)acrylate as the first cross-linking agent in the acrylic polymer is preferably 1% by weight or less, more preferably 0.9% by weight or less, and 0.8% by weight. 0.7% by weight or less, 0.6% by weight or less, or 0.5% by weight or less.
- thermosetting cross-linking agent as the first cross-linking agent examples include isocyanate-based cross-linking agents, epoxy-based cross-linking agents, metal chelate-based cross-linking agents, melamine-based cross-linking agents, peroxide-based cross-linking agents, and urea-based cross-linking agents. , metal alkoxide-based cross-linking agents, metal salt-based cross-linking agents, carbodiimide-based cross-linking agents, oxazoline-based cross-linking agents, aziridine-based cross-linking agents, and amine-based cross-linking agents.
- the adhesive base material may contain one type of the thermosetting cross-linking agent, or may contain two or more types of the thermosetting cross-linking agent. Preferably, at least one selected from the group consisting of isocyanate-based cross-linking agents and epoxy-based cross-linking agents is used.
- isocyanate-based cross-linking agents include lower aliphatic polyisocyanates, alicyclic polyisocyanates, and aromatic polyisocyanates.
- Lower aliphatic polyisocyanates include, for example, 1,2-ethylene diisocyanate, 1,4-butylene diisocyanate, and 1,6-hexamethylene diisocyanate.
- Alicyclic polyisocyanates include, for example, cyclopentylene diisocyanate, cyclohexylene diisocyanate, isophorone diisocyanate, hydrogenated tolylene diisocyanate, and hydrogenated xylene diisocyanate.
- Aromatic polyisocyanates include, for example, 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, 4,4'-diphenylmethane diisocyanate, and xylylene diisocyanate.
- isocyanate-based cross-linking agents include trimethylolpropane/tolylene diisocyanate adduct (trade name “Coronate L”, manufactured by Nippon Polyurethane Industry Co., Ltd.), trimethylolpropane/hexamethylene diisocyanate adduct (trade name “Coronate HL”).
- epoxy-based cross-linking agents include N,N,N',N'-tetraglycidyl-m-xylenediamine, diglycidylaniline, 1,3-bis(N,N-diglycidylamino methyl)cyclohexane, 1,6-hexanediol diglycidyl ether, neopentyl glycol diglycidyl ether, ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, polyethylene glycol diglycidyl ether, polypropylene glycol diglycidyl ether, sorbitol polyglycidyl ether, glycerol polyglycidyl ether, pentaerythritol polyglycidyl ether, polyglycerol polyglycidyl ether, sorbitan polyglycidyl ether, trimethylolpropane polyglycidyl ether,
- Epoxy-based cross-linking agents also include epoxy-based resins having two or more epoxy groups.
- epoxy-based cross-linking agent commercially available products such as the trade name "Tetrad C” (manufactured by Mitsubishi Gas Chemical Company, Inc.) can also be used.
- the thermosetting cross-linking agent in the pressure-sensitive adhesive base material contains a thermosetting cross-linking agent as the first cross-linking agent for cross-linking between acrylic polymers
- the thermosetting cross-linking agent in the pressure-sensitive adhesive base material is preferably based on 100 parts by weight of the acrylic polymer in the pressure-sensitive adhesive base material, from the viewpoint that the shape stability of the pressure-sensitive adhesive base material is easily improved and sufficient adhesion reliability to the adherend is achieved. is 0.001 parts by weight or more, more preferably 0.01 parts by weight or more.
- the content of the thermosetting cross-linking agent in the pressure-sensitive adhesive base material is selected from the standpoint of expressing appropriate flexibility in the pressure-sensitive adhesive base material and achieving good adhesive strength. It is preferably 10 parts by weight or less, more preferably 5 parts by weight or less, relative to 100 parts by weight of the system polymer.
- the content of the acrylic polymer in the adhesive base material is, for example, 85 to 100% by weight.
- the pressure-sensitive adhesive base material may contain a polymerization initiator in addition to the monomer for forming the acrylic polymer and the first cross-linking agent.
- polymerization initiators include photopolymerization initiators and thermal polymerization initiators.
- the adhesive base material may contain one type of polymerization initiator, or may contain two or more types of polymerization initiators.
- the above polymerization initiator functions as a catalyst for promoting the polymerization/crosslinking reaction of the above monomer component and crosslinker to form the acrylic polymer. Therefore, once the acrylic polymer is formed, it is considered to be deactivated and decomposed and not remain in the pressure-sensitive adhesive layer of the present invention, or even if it remains, only a trace amount.
- the photopolymerization initiator of the present invention is contained in the adhesive layer of the present invention together with the above acrylic polymer, and promotes the cross-linking reaction of the cross-linking agent of the present invention. Therefore, the photopolymerization initiator for forming the above acrylic polymer does not correspond to the photopolymerization initiator of the present invention, and the photopolymerization initiator whose pKa does not correspond to 5 to 12.7 can also be used without limitation. be.
- the photopolymerization initiator for forming the acrylic polymer may be referred to as "first photopolymerization initiator", and the photopolymerization initiator of the present invention may be referred to as "second photopolymerization initiator”. .
- the first photopolymerization initiator examples include benzoin ether-based photopolymerization initiators, acetophenone-based photopolymerization initiators, aminoacetophenone-based photopolymerization initiators, ⁇ -ketol-based photopolymerization initiators, and aromatic sulfonyl chloride-based photopolymerization initiators.
- benzoin ether-based photopolymerization initiators examples include benzoin methyl ether, benzoin ethyl ether, benzoin propyl ether, benzoin isopropyl ether, benzoin isobutyl ether, and 2,2-dimethoxy-1,2-diphenylethan-1-one. mentioned.
- Acetophenone-based photopolymerization initiators include, for example, 2,2-diethoxyacetophenone, 2,2-dimethoxy-2-phenylacetophenone, 1-hydroxycyclohexylphenylketone, 4-phenoxydichloroacetophenone, and 4-(t-butyl ) dichloroacetophenone.
- aminoacetophenone-based photopolymerization initiators include 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one and 2-methyl-1-phenyl-2-morpholinopropane.
- -1-one 2-methyl-1-[4-(hexyl)phenyl]-2-morpholinopropan-1-one, 2-ethyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone- 1,2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone-1 and 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4- (4-morpholinyl)phenyl]-1-butanone and the like.
- Examples of ⁇ -ketol photopolymerization initiators include 2-methyl-2-hydroxypropiophenone, 1-hydroxycyclohexyl-phenylketone, 2-hydroxy-1-(4-(4-(2-hydroxy-2 -methylpropionyl)benzyl)phenyl)-2-methylpropan-1-one and 1-[4-(2-hydroxyethyl)phenyl]-2-methylpropan-1-one.
- Examples of aromatic sulfonyl chloride photopolymerization initiators include 2-naphthalenesulfonyl chloride.
- Examples of photoactive oxime-based photopolymerization initiators include 1-phenyl-1,1-propanedione-2-(o-ethoxycarbonyl)-oxime.
- benzoin-based photopolymerization initiators examples include benzoin.
- examples of benzyl-based photopolymerization initiators include benzyl.
- Benzophenone photoinitiators include, for example, benzophenone, benzoylbenzoic acid, 3,3′-dimethyl-4-methoxybenzophenone, and polyvinylbenzophenone.
- Examples of ketal photopolymerization initiators include benzyl dimethyl ketal.
- Thioxanthone photoinitiators include, for example, thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, 2,4-dimethylthioxanthone, isopropylthioxanthone, 2,4-diisopropylthioxanthone, and dodecylthioxanthone.
- the amount of the first photopolymerization initiator used is not particularly limited. parts, more preferably 0.01 to 0.50 parts by weight.
- thermal polymerization initiators include azo polymerization initiators, peroxide polymerization initiators, redox polymerization initiators, and the like.
- azo polymerization initiators include 2,2′-azobisisobutyronitrile (AIBN), 2,2′-azobis-2-methylbutyronitrile (AMBN), 2,2′-azobis (2 -methylpropionate) dimethyl, 4,4′-azobis-4-cyanovaleric acid, 2,2′-azobis(4-methoxy-2,4-dimethylvaleronitrile), 2,2′-azobis(2,4 -dimethylvaleronitrile), 1,1′-azobis(cyclohexane-1-carbonitrile), 2,2′-azobis(2,4,4-trimethylpentane) and the like.
- AIBN 2,2′-azobisisobutyronitrile
- AMBN 2,2′-azobis-2-methylbutyronitrile
- 2-azobis (2 -methylpropionate) dimethyl 4,4′-azo
- peroxide polymerization initiators examples include benzoyl peroxide, t-butyl hydroperoxide, di-t-butyl peroxide, t-butyl peroxybenzoate, dicumyl peroxide, 1,1-bis(t -butylperoxy)-3,3,5-trimethylcyclohexane, 1,1-bis(t-butylperoxy)cyclododecane and the like.
- the amount of the thermal polymerization initiator used is not particularly limited. parts, more preferably 0.1 to 0.3 parts by weight.
- the pressure-sensitive adhesive composition in addition to the pressure-sensitive adhesive base material, optionally contains an ultraviolet absorber, a rust inhibitor, an antistatic agent, a cross-linking accelerator, a silane coupling agent, a tackifying resin, an anti-aging agent, Additives such as fillers, colorants such as pigments and dyes, antioxidants, chain transfer agents, plasticizers, softeners and surfactants may be further included.
- Tackifying resins include, for example, rosin derivatives, polyterpene resins, petroleum resins, and oil-soluble phenols.
- cross-linking agent (second cross-linking agent) of the present invention contained in the pressure-sensitive adhesive layer of the present invention those exemplified as the first cross-linking agent can be used without limitation.
- a polyfunctional (meth)acrylate which is a cross-linking agent having radiation curing properties, is preferred.
- the second cross-linking agent one type of cross-linking agent may be used, or two or more types of cross-linking agents may be used.
- the same cross-linking agent may be used as the first cross-linking agent and the second cross-linking agent, or a combination of different cross-linking agents may be used.
- the cross-linking agent (second cross-linking agent) of the present invention is preferably trimethylolpropane tri(meth)acrylate, dipentaerythritol hexa(meth)acrylate, or 1,6-hexanediol di(meth) Acrylates are used.
- the content of the cross-linking agent of the present invention (second cross-linking agent) contained in the pressure-sensitive adhesive layer of the present invention can be appropriately set as long as it can be cured by irradiation to give excellent adhesion reliability.
- the upper limit of 20% by weight or less eg, 0.001 to 20% by weight, 0.001 to 18% by weight, 0.001 to 16% by weight
- the pressure-sensitive adhesive layer (100% by weight) of the present invention 0.001 to 14% by weight, 0.001 to 12% by weight, 0.001 to 10% by weight, 0.001 to 8% by weight, 0.001 to 6% by weight, etc.
- a lower limit of 0.001% or more
- the photopolymerization initiator (second photopolymerization initiator) of the present invention contained in the pressure-sensitive adhesive layer of the present invention is not particularly limited, but, for example, one having a pKa of 5 to 12.7 can be used. can.
- one having a pKa of 5 to 12.7 the progress of curing of the pressure-sensitive adhesive layer of the present invention can be suppressed during storage of the radiation-curable pressure-sensitive adhesive sheet of the present invention. Relaxability can be maintained for a long time, and storage stability can be improved. Of course, even if the pKa is outside the above range, the effect of the present application can be exhibited.
- the pKa (acid dissociation constant) of a photopolymerization initiator is an index for quantitatively expressing the strength of acidity of a photopolymerization initiator, and the smaller the pKa, the stronger the acidity. It is thought that when the acid value of the pressure-sensitive adhesive is high, the second cross-linking agent (particularly, polyfunctional (meth)acrylate) causes a Michael addition reaction, and the cross-linking reaction progresses gradually.
- the pKa of the photopolymerization initiator (second photopolymerization initiator) of the present invention is in the range of 5 to 12.7, the acid value in the pressure-sensitive adhesive layer is adjusted, and the cross-linking reaction over time is suppressed. estimated to be It should be noted that this mechanism is speculative and should not be construed as limiting the scope of the invention.
- the progress of curing of the pressure-sensitive adhesive layer can be suppressed during storage, excellent step absorbability and stress relaxation can be maintained for a long period of time, and storage stability is excellent.
- the pKa of the photopolymerization initiator of the present invention is preferably 5.1 or higher, more preferably 5.2 or higher, and may be 5.3 or higher, or 5.4 or higher.
- the progress of curing of the adhesive layer can be suppressed during storage, excellent step absorbability and stress relaxation can be maintained for a long time, and the pKa of the photopolymerization initiator of the present invention is excellent in terms of storage stability. is preferably 12.5 or less, more preferably 12 or less, 11.5 or less, 11 or less, 10.5 or less, 10 or less, 9.5 or less, 9 or less, 8.5 or less, or 8.0 or less There may be.
- the pKa of the photopolymerization initiator can be measured by known methods such as neutralization titration, absorption photometry, capillary electrophoresis, etc., but it may not be applicable depending on the physical properties of the photopolymerization initiator. In addition, measurement errors may occur depending on measurement conditions such as temperature and concentration. To solve such problems, it is preferable to use a calculated pKa calculated from the chemical structural formula of the photopolymerization initiator. The calculated pKa can be easily and accurately calculated regardless of physical properties as long as the chemical structural formula is known, and measurement errors due to measurement conditions do not occur, so comparison between photopolymerization initiators is easy. Therefore, as the pKa of the photopolymerization initiator of the present invention, it is preferable to use the calculated pKa calculated from the chemical structural formula.
- the calculated pKa is not particularly limited, for example, a chemical structural formula can be drawn using ChemDraw 19.0 and the chemical structural formula can be calculated using a calculation module.
- a calculation module for example, the cheminformatics platform MOSES of Molecular Networks can be used. MOSES is a computational module developed, maintained and owned by Molecular Networks GmbH, Er Weg, Germany.
- photopolymerization initiator (second photopolymerization initiator) of the present invention contained in the pressure-sensitive adhesive layer of the present invention those exemplified as the first photopolymerization initiator described above have a pKa of 5 to 12.7. can be used without restriction. Specifically, use ChemDraw 19.0 to draw the chemical structural formula of the photopolymerization initiator, and use the chemical structural formula with a calculated pKa of 5 to 12.7 calculated using the calculation module. can be done.
- the same photopolymerization initiator may be used, or different photopolymerization initiators may be used. It may be a combination of photoinitiators.
- the photopolymerization initiator (second photopolymerization initiator) of the present invention specifically, a photopolymerization initiator having an amino group and an aromatic ring in the molecule is preferable.
- a photopolymerization initiator having an amino group and an aromatic ring is more preferred.
- the photopolymerization initiator of the present invention is preferably an aminoacetophenone-based photopolymerization initiator.
- the pKa of the photopolymerization initiator having the above chemical structure is considered to be easily controlled in the range of 5 to 12.7 due to the amino group and aromatic ring in the chemical structure. Even if the photopolymerization initiator has the above-described chemical structure, if the pKa is not within the range of 5 to 12.7, it does not correspond to the photopolymerization initiator of the present invention.
- the photopolymerization initiator (second photopolymerization initiator) of the present invention is preferably a photopolymerization initiator having the chemical structure of the following formula (1).
- Ar represents a phenyl group substituted with --SR 5 or --N(R 6 )(R 7 ), and R 5 represents a hydrogen atom or an alkyl group.
- R 1 and R 2 each independently represent an alkyl group having 1 to 8 carbon atoms. R 1 and R 2 may combine with each other to form an alkylene group having 2 to 9 carbon atoms.
- the alkyl group represented by R 1 and R 2 may be linear, branched or cyclic, preferably linear or branched.
- the alkyl groups represented by R 1 and R 2 may be unsubstituted or may have a substituent.
- Substituents include aryl groups, heterocyclic groups, nitro groups, cyano groups, halogen atoms, -OR a , -SR a , -COR a , -COOR a , -OCOR a , -NR a R b , -NHCOR a , -CONR a R b , -NHCONR a R b , -NHCOOR a , -SO 2 R a , -SO 2 OR a , -NHSO 2 R a and the like.
- R a and R b each independently represent a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group.
- the substituent is preferably an aryl group.
- one of R 1 and R 2 is an unsubstituted alkyl group and the other is an alkyl group substituted with an aryl group.
- a halogen atom includes a fluorine atom, a chlorine atom, a bromine atom, an iodine atom and the like.
- the number of carbon atoms in the alkyl group represented by R a and R b is preferably 1-20.
- the alkyl group may be linear, branched, or cyclic, but is preferably linear or branched.
- the aryl group as a substituent and the aryl group represented by R a and R b preferably have 6 to 20 carbon atoms, more preferably 6 to 15 carbon atoms, and still more preferably 6 to 10 carbon atoms.
- the aryl group may be monocyclic or condensed.
- some or all of the hydrogen atoms in the aryl group may be substituted with an alkyl group having 1 to 8 carbon atoms.
- the heterocyclic group represented by R a and R b is preferably a 5- or 6-membered ring.
- the heterocyclic group may be monocyclic or condensed.
- the number of carbon atoms constituting the heterocyclic group is preferably 3-30, more preferably 3-18, even more preferably 3-12.
- the number of heteroatoms constituting the heterocyclic group is preferably 1-3.
- a heteroatom constituting the heterocyclic group is preferably a nitrogen atom, an oxygen atom or a sulfur atom.
- R 3 and R 4 are each independently a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an alkoxy-substituted alkyl group having 1 to 4 carbon atoms and having 2 to 4 carbon atoms, or 3 to 5 carbon atoms. represents an alkenyl group.
- R 3 and R 4 may combine with each other to form an alkylene group having 3 to 7 carbon atoms, and the alkylene group contains -O- or -N(R 8 )- in the alkylene chain.
- R 8 represents an alkyl group having 1 to 4 carbon atoms.
- R 6 and R 7 are each independently a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an alkoxy-substituted alkyl group having 1 to 4 carbon atoms and having 2 to 4 carbon atoms, or a represents an alkenyl group.
- R 6 and R 7 may combine with each other to form an alkylene group having 3 to 7 carbon atoms, and the alkylene group contains -O- or -N(R 9 )- in the alkylene chain.
- R 9 represents an alkyl group having 1 to 4 carbon atoms.
- photopolymerization initiator (second photopolymerization initiator) of the present invention 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one (calculated pKa: 5.56 ), 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone-1 (calculated pKa: 7.68), 2-methyl-1-phenyl-2-morpholinopropan-1-one (calculated pKa: 5.56), 2-methyl-1-[4-(hexyl)phenyl]-2-morpholinopropan-1-one (calculated pKa: 5.56), 2-ethyl-2-dimethylamino -1-(4-morpholinophenyl)-butanone-1 (calculated pKa: 7.96), 2-(dimethylamino)-2-[(4-methylphenyl)methyl]-1-[4-(4- morpholinyl)phenyl]
- Second photopolymerization initiator Commercially available products of the photopolymerization initiator (second photopolymerization initiator) of the present invention include Omnirad 907, Omnirad 369E, and Omnirad 379 (trade names: all manufactured by IGM Resins B.V.).
- the content of the photopolymerization initiator (second photopolymerization initiator) of the present invention contained in the pressure-sensitive adhesive layer of the present invention can be appropriately set as long as it can be cured by irradiation to give excellent adhesion reliability.
- the upper limit is 2% by weight or less (eg, 0.0001 to 2% by weight, 0.0001 to 1.8% by weight, 0 0.0001-1.6 wt%, 0.0001-1.4 wt%, 0.0001-1.2 wt%, 0.0001-1.0 wt%, 0.0001-0.8 wt%, 0 .0001 to 0.6% by weight, 0.0001 to 0.4% by weight, 0.0001 to 0.2% by weight, etc.) or a lower limit of 0.0001% or more (eg, 0.0001 to 2% by weight, 0.0001% to 0.2% by weight, etc.) 0002-2% by weight, 0.0003-2% by weight, 0.0004-2% by weight, 0.0005-2% by weight, 0.0006-2%
- the pressure-sensitive adhesive layer of the present invention contains a hindered amine light stabilizer (HALS) in addition to the photopolymerization initiator (second photopolymerization initiator) of the present invention and the cross-linking agent (second cross-linking agent) of the present invention. It is preferable to further include.
- HALS hindered amine light stabilizer
- the configuration in which the pressure-sensitive adhesive layer of the present invention contains a hindered amine light stabilizer is preferable in that the storage stability of the pressure-sensitive adhesive layer can be further improved, and excellent step absorbability and stress relaxation can be maintained for a long period of time.
- the hindered amine light stabilizers include low molecular weight ones, high molecular weight ones, N-alkyl type ones and NH type ones.
- the hindered amine light stabilizers may be used alone or in combination of two or more.
- low molecular weight hindered amine light stabilizer examples include decanedioic acid bis(2,2,6,6-tetramethyl-1(octyloxy)-4-piperidinyl) ester, 1,1-dimethylethylhydroper consisting of 70% by weight of the reaction product of oxide and octane (molecular weight 737) and 30% by weight of polypropylene; ,1-dimethylethyl)-4-hydroxyphenyl]methyl]butylmalonate (molecular weight 685); bis(1,2,2,6,6-pentamethyl-4-piperidyl) sebacate and methyl-1,2,2, 6,6-pentamethyl-4-piperidyl sebacate mixture (molecular weight 509); bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate (molecular weight 481); tetrakis (2,2,6,6- Tetramethyl-4-piperidyl)-1,2,3,4-butanet
- high molecular weight hindered amine light stabilizer examples include poly[ ⁇ 6-(1,1,3,3-tetramethylbutyl)amino-1,3,5-triazine-2,4-diyl ⁇ (2, 2,6,6-tetramethyl-4-piperidyl)imino ⁇ hexamethylene ⁇ (2,2,6,6-tetramethyl-4-piperidyl)imino ⁇ ] (molecular weight 2,000-3,100); succinic acid Polymerization of dimethyl and 4-hydroxy-2,2,6,6-tetramethyl-1-piperidineethanol (molecular weight 3,100 to 4,000); N,N',N",N"'-tetrakis-( 4,6-bis-(butyl-(N-methyl-2,2,6,6-tetramethylpiperidin-4-yl)amino)-triazin-2-yl)-4,7-diazadecane-1,10- A mixture of a diamine (molecular weight 2,286) and a polymer of
- the adhesive layer of the present invention contains a hindered amine light stabilizer
- a hindered amine light stabilizer with a pKa of 5 to 12.7.
- the configuration in which the hindered amine light stabilizer has a pKa of 5 to 12.7 is excellent because it can suppress the progress of curing of the pressure-sensitive adhesive layer of the present invention during storage of the radiation-curable pressure-sensitive adhesive sheet of the present invention. It is suitable in that the step absorbability and stress relaxation properties can be maintained for a long time and the storage stability is excellent.
- the pKa (acid dissociation constant) of a hindered amine light stabilizer is an index for quantitatively expressing the acidity of the hindered amine light stabilizer, and the smaller the pKa, the stronger the acidity. It is thought that when the acid value of the pressure-sensitive adhesive is high, the second cross-linking agent (particularly, polyfunctional (meth)acrylate) causes a Michael addition reaction, and the cross-linking reaction progresses gradually.
- the pKa of the hindered amine light stabilizer of the present invention is in the range of 5 to 12.7, it is presumed that the acid value in the pressure-sensitive adhesive layer is adjusted and the cross-linking reaction over time is suppressed. It should be noted that this mechanism is speculative and should not be construed as limiting the scope of the invention.
- the progress of curing of the pressure-sensitive adhesive layer can be suppressed during storage, excellent step absorbability and stress relaxation can be maintained for a long period of time, and storage stability is excellent.
- the pKa of the hindered amine light stabilizer is preferably 5.1 or higher, more preferably 5.2 or higher, and may be 5.3 or higher, or 5.4 or higher.
- the hindered amine light stabilizer has a pKa of , is preferably 12.5 or less, more preferably 12 or less, and may be 11.5 or less, 11 or less, 10.5 or less, 10 or less, or 9.5 or less.
- the pKa of the hindered amine light stabilizer it is preferable to use the calculated pKa, as with the photopolymerization initiator of the present invention. Specifically, using ChemDraw 19.0, draw the chemical structural formula of the hindered amine light stabilizer, and use the chemical structural formula with a calculated pKa of 5 to 12.7 calculated using the calculation module. is preferred.
- the pressure-sensitive adhesive layer of the present invention contains a hindered amine light stabilizer
- its content is not particularly limited as long as it can be cured by irradiation to give excellent adhesion reliability, and is not particularly limited.
- the pressure-sensitive adhesive layer (100% by weight) of the present invention can suppress the progress of curing of the pressure-sensitive adhesive layer, can maintain excellent step absorption and stress relaxation properties for a long time, and has excellent storage stability.
- the upper limit is 8% by weight or less (eg, 0.001 to 8% by weight, 0.001 to 7.5% by weight, 0.001 to 7.0% by weight, 0.001 to 6.5% by weight, 0 .001-6.0% by weight, 0.001-5.5% by weight, 0.001-5.0% by weight, 0.001-4.5% by weight, 0.001-4.0% by weight, etc.)
- the lower limit is 0.001% or more (for example, 0.001 to 8% by weight, 0.002 to 8% by weight, 0.003 to 8% by weight, 0.004 to 8% by weight, 0.005 to 8% by weight, 0.006-8 wt%, 0.007-8 wt%, 0.008-8 wt%, 0.009-8 wt%, 0.01-8 wt%, etc.).
- the method for forming the pressure-sensitive adhesive layer of the present invention is not particularly limited. Photopolymerization initiator (second photopolymerization initiator), and the cross-linking agent of the present invention (second cross-linking agent), and if necessary, hindered amine light stabilizer (HALS) and other additives
- the pressure-sensitive adhesive composition is applied (coated) on a support and the resulting pressure-sensitive adhesive composition layer is dried and cured, or the pressure-sensitive adhesive composition is applied (coated) on the support to obtain a
- the pressure-sensitive adhesive composition layer may be cured by irradiating it with an active energy ray. If necessary, it may be further dried by heating.
- plastic film is preferable.
- Materials for the plastic film include, for example, polyester resins such as polyethylene terephthalate (PET), acrylic resins such as polymethyl methacrylate (PMMA), polycarbonate, triacetyl cellulose (TAC), polysulfone, polyarylate, polyimide, Polyvinyl chloride, polyvinyl acetate, polyethylene, polypropylene, ethylene-propylene copolymer, trade name “Arton” (cyclic olefin polymer, manufactured by JSR Corporation), trade name “Zeonor” (cyclic olefin polymer, Nippon Zeon Co., Ltd.) company) and other plastic materials such as cyclic olefin polymers.
- PET polyethylene terephthalate
- PMMA polymethyl methacrylate
- TAC triacetyl cellulose
- Polysulfone polyarylate
- polyimide polyimide
- Polyvinyl chloride polyvinyl acetate
- polyethylene polyprop
- the support may be a release sheet.
- the release sheet include, but are not limited to, plastic films surface-treated with release agents such as silicone-based, long-chain alkyl-based, fluorine-based, and molybdenum sulfide agents.
- coating for application (coating) of the pressure-sensitive adhesive composition
- known coating methods can be used, for example, gravure roll coater, reverse roll coater, kiss roll coater, dip roll coater, bar coater, knife coater, spray Coaters such as coaters, comma coaters and direct coaters can be used.
- the drying and curing temperature is preferably 40 to 200°C, more preferably 50 to 180°C, still more preferably 60 to 170°C.
- the drying and curing time may be appropriately selected, and is, for example, 5 seconds to 20 minutes, preferably 5 seconds to 10 minutes, more preferably 10 seconds to 5 minutes.
- the active energy rays include ionizing radiation such as ⁇ -rays, ⁇ -rays, ⁇ -rays, neutron beams and electron beams, and ultraviolet rays, with ultraviolet rays being particularly preferred.
- the irradiation energy, irradiation time, irradiation method, etc. of the active energy ray are not particularly limited, and may be appropriately set according to the thickness of the pressure-sensitive adhesive layer, etc., so as to achieve desired viscosity and viscoelasticity.
- the main surface of the pressure-sensitive adhesive layer formed above, which does not face the support, is exposed to oxygen that inhibits photocuring when the pressure-sensitive adhesive layer is photocured by the above-mentioned active energy rays and/or ultraviolet irradiation described later. is preferably laminated with another support (including a release sheet) in order to block the
- a pressure-sensitive adhesive layer of the present invention As another embodiment of the method for forming a pressure-sensitive adhesive layer of the present invention (which may be referred to herein as "second embodiment"), for example, it is preferably formed by a method including the following steps. (a) forming an adhesive layer made of an adhesive base material on a support (adhesive layer forming step); (b) curing the adhesive layer (adhesive layer curing step), (c) preparing a solution of the photopolymerization initiator of the present invention and the cross-linking agent of the present invention, and applying the solution to one surface of the cured pressure-sensitive adhesive layer (solution applying step); (d) permeating the photopolymerization initiator of the present invention and the cross-linking agent of the present invention contained in the solution from the one surface of the pressure-sensitive adhesive layer in the thickness direction (solution permeation step); (e) drying the adhesive layer (drying step);
- the adhesive composition comprises a first photopolymerization initiator that forms a crosslinked structure of the adhesive base material, and the photopolymerization initiator of the present invention (second photopolymerization initiator ), the light absorption wavelength band of the two photopolymerization initiators is sufficient so that only the curing reaction by the first photopolymerization initiator proceeds and the curing reaction by the second photopolymerization initiator does not proceed. Since it is necessary to separate the wavelengths from each other, and it is necessary to distinguish the wavelength regions, the designability of the adhesive becomes extremely narrow.
- the degree of freedom in selecting the combination of the first photopolymerization initiator and the second photopolymerization initiator is It is possible that the light absorption wavelength bands of the two types of photopolymerization initiators are extremely high and overlap or approximate to each other. Furthermore, it is possible to combine the same photopolymerization initiator as the first photopolymerization initiator and the second photopolymerization initiator, which has been impossible in the past.
- the degree of freedom in combination of the first photopolymerization initiator and the second photopolymerization initiator is extremely high, and the combination of the same photopolymerization initiator is also possible. It is also suitable in that it is possible to avoid the use of a polymerization initiator that may cause Furthermore, since the curing reactions of the first photopolymerization initiator and the second photopolymerization initiator are separated and do not interfere with each other, strict condition setting for controlling each curing reaction is not required. For example, in the case of the first photopolymerization initiator, there is no need to set conditions that prevent the second photopolymerization initiator from progressing.
- the adhesion reliability to be imparted to the pressure-sensitive adhesive layer can be easily controlled by changing the subsequent coating conditions and curing conditions of the second photopolymerization initiator solution.
- the two curing reactions are separated, so that curing due to the reaction of the second photopolymerization initiator during thermal curing is suppressed. control is also unnecessary.
- FIGS. 2A to 2E are diagrams schematically showing steps for carrying out one embodiment of the manufacturing method of the second embodiment of the present invention.
- an adhesive layer 10a made of a transparent adhesive base material is formed on a support S1 (adhesive layer forming step).
- a support S1 adhesive layer forming step.
- the support those exemplified in the support of the first embodiment can be used.
- the method of forming the pressure-sensitive adhesive layer is not particularly limited, but it can be carried out in the same manner as in the first embodiment.
- the adhesive layer 10a is cured (adhesive layer curing step).
- 10 is an adhesive layer obtained by curing the adhesive layer 10a.
- a method for curing the adhesive layer 10a is not particularly limited, but examples thereof include heating the adhesive layer 10a and curing the adhesive layer 10a by irradiating the adhesive layer 10a with active energy rays. If necessary, it may be further dried by heating.
- active energy rays include ionizing radiation such as ⁇ -rays, ⁇ -rays, ⁇ -rays, neutron beams and electron beams, and ultraviolet rays, with ultraviolet rays being particularly preferred.
- the conditions for curing the pressure-sensitive adhesive layer 10a can be appropriately selected depending on the embodiment so that the pressure-sensitive adhesive layer 10 has desired physical properties.
- the pressure-sensitive adhesive layer 10 exhibits high fluidity, excellent step absorbability, and stress relaxation. The amount may be set appropriately.
- FIG. 1(b) shows an embodiment in which the adhesive layer 10a is cured by irradiating the adhesive layer 10a with ultraviolet rays U.
- the adhesive layer 10a may be directly irradiated with ultraviolet rays, it is preferable to irradiate the adhesive layer 10a through a support in order to block oxygen that inhibits curing by ultraviolet irradiation.
- FIG. 1(b) shows an embodiment in which the pressure-sensitive adhesive layer 10a is irradiated with ultraviolet light through a support S2.
- another support S2 (including a release sheet) is attached to the main surface of the pressure-sensitive adhesive layer 10a opposite to the main surface facing the support S1, and the support is attached.
- Irradiate ultraviolet rays through the body Irradiate ultraviolet rays through the body.
- the illuminance and time of ultraviolet irradiation are appropriately set according to the composition of the adhesive base material, the thickness of the adhesive layer, and the like.
- a high-pressure mercury lamp, a low-pressure mercury lamp, a metal halide lamp, or the like can be used for ultraviolet irradiation.
- a solution 12 of a photopolymerization initiator 11a (second photopolymerization initiator) and a cross-linking agent 11b (second cross-linking agent) is prepared. is applied to one surface of the adhesive layer 10 (solution application step).
- the solution 12 of the photopolymerization initiator 11a and the cross-linking agent 11b is not particularly limited as long as it is liquid, can be applied to the pressure-sensitive adhesive layer, and can permeate the pressure-sensitive adhesive layer.
- the photopolymerization initiator 11a and/or the cross-linking agent 11b when they are liquid, they may be applied as a solution as they are, or may be a solution in which the photopolymerization initiator 11a and the cross-linking agent 11b are mixed. Alternatively, a solution obtained by dissolving the photopolymerization initiator 11a and the cross-linking agent 11b in a solvent may be used.
- FIG. 1(c) shows an embodiment in which a solution 12 in which a photopolymerization initiator 11a and a cross-linking agent 11b are dissolved in a solvent 13 is applied to one surface of the adhesive layer 10.
- FIG. 1(c) shows an embodiment in which a solution 12 in which a photopolymerization initiator 11a and a cross-linking agent 11b are dissolved in a solvent 13 is applied to one surface of the adhesive layer 10.
- the photopolymerization initiator 11a and the cross-linking agent 11b in the solution 12 permeate the adhesive layer 10 in the thickness direction (solution permeation step). This state is shown in FIG.
- the solution 12 is a solution obtained by dissolving the photopolymerization initiator 11a and the cross-linking agent 11b in the solvent 13
- the solvent 13 permeates the surface of the adhesive layer 10 and swells
- the agent 11b penetrates into the pressure-sensitive adhesive layer 10 while being dissolved in a solvent.
- the photopolymerization initiator 11 a and the cross-linking agent 11 b are in a “dissolved” state within the pressure-sensitive adhesive layer 10 .
- the photopolymerization initiator 11a and the cross-linking agent 11b can form a concentration gradient in the thickness direction during the process of penetrating the pressure-sensitive adhesive layer 10a. Therefore, the concentrations of the photopolymerization initiator 11a and the cross-linking agent 11b on the surface to which the solution 12 is applied can be higher than on the opposite surface. This state is shown in FIG.
- the adhesive sheet 1a shown in FIG. 1(e) can be obtained (drying step).
- the solution 12 is a solution in which the photopolymerization initiator 11a and the cross-linking agent 11b are dissolved in the solvent 13, the permeated solvent 13 is evaporated by the drying process.
- the adhesive layer 10 returns to a state close to that before application. Therefore, changes in the physical properties of the pressure-sensitive adhesive layer 10 due to the photopolymerization initiator 11a and the cross-linking agent 11b can be minimized.
- the penetration of the photopolymerization initiator 11a and the cross-linking agent 11b into the adhesive layer 10 is stopped, and the concentration gradient of the photopolymerization initiator 11a and the cross-linking agent 11b is fixed.
- the pressure-sensitive adhesive layer 10a contains a first photopolymerization initiator and a first cross-linking agent, and the pressure-sensitive adhesive layer curing step is curing by reaction of the first photopolymerization initiator and the first cross-linking agent. is preferred.
- the pressure-sensitive adhesive layer 10a contains the first photopolymerization initiator and the first cross-linking agent, both or either one of them may remain after the pressure-sensitive adhesive layer curing step.
- the solution 12 may contain only one of the second photopolymerization initiator and the second cross-linking agent. However, it is preferred that solution 12 includes both the second photoinitiator and the second cross-linking agent.
- the solvent is not particularly limited as long as it can dissolve the second photopolymerization initiator and the second cross-linking agent and can swell the pressure-sensitive adhesive layer 10, but the water-based solvent has wettability to the pressure-sensitive adhesive layer.
- a non-aqueous solvent is preferable because it has a poor adhesion and the photopolymerization initiator and the cross-linking agent are difficult to permeate.
- Non-aqueous solvents include, but are not limited to, esters such as methyl acetate, ethyl acetate, isopropyl acetate and butyl acetate; aromatic hydrocarbons such as toluene, xylene and ethylbenzene; ketones such as acetone, methyl ethyl ketone and methyl isobutyl ketone.
- Alicyclic ketones such as cyclopentanone and cyclohexanone; Aliphatic hydrocarbons such as hexane, heptane and octane; Alicyclic hydrocarbons such as cyclohexane; Halogenated hydrocarbons such as chloroform, dichloromethane and 1,2-dichloroethane; Ethers such as diethyl ether, dimethoxyethane, tetrahydrofuran, and dioxane; Amides such as N,N-dimethylformamide and N,N-dimethylacetamide; Nitriles such as acetonitrile, propionitrile, and benzonitrile; Methanol, ethanol, propanol, isopropanol, Examples thereof include alcohols such as n-butanol, isobutanol, sec-butanol and tert-butanol, with esters, aromatic hydrocarbons, ketones and alcohols being preferred.
- the total concentration of the second photopolymerization initiator and the second cross-linking agent in the solution is appropriately set according to the desired step absorbability, stress relaxation property, and adhesion reliability to be imparted to the pressure-sensitive adhesive layer 10.
- 95% by weight or less for example, 0.1 to 95% by weight, 0.1 to 90% by weight, 0.1 to 85% by weight, 0.1 to 80% by weight, 0.1 to 70% by weight , 0.1 to 60% by weight, 0.1 to 50% by weight, 0.1 to 40% by weight, etc.
- 0.1% by weight or more for example, 0.1 to 95% by weight, 0.2 to 95% by weight %, 0.3-95 wt%, 0.4-95 wt%, 0.5-95 wt%, 1-95 wt%, 1.5-95 wt%, 3-95 wt%, 5-95 wt% %, etc.).
- the pressure-sensitive adhesive layer 10 can be sufficiently spread while dissolving the second photopolymerization initiator and the second cross-linking agent. It swells and can provide the pressure-sensitive adhesive layer 10 with excellent step absorbability, stress relaxation properties, and adhesion reliability.
- the concentration of the second cross-linking agent in the solution can be appropriately set according to the desired curing properties to be imparted to the pressure-sensitive adhesive layer 10.
- 95% by weight or less for example, 1 to 95% %, 1-90% by weight, 1-85% by weight, 1-80% by weight, 1-75% by weight, 1-70% by weight, 1-65% by weight, 1-60% by weight, etc.
- 1% by weight % or more for example, 1 to 95 wt%, 3 to 95 wt%, 4 to 95 wt%, 5 to 95 wt%, 6 to 95 wt%, 7 to 95 wt%, 8 to 95 wt%, 9 to 95 wt% %, 10 to 95% by weight).
- the concentration of the second photopolymerization initiator in the solution can be appropriately set according to the desired curing properties to be imparted to the pressure-sensitive adhesive layer 10.
- the upper limit is 20% by weight or less (for example, 0.001 ⁇ 20 wt%, 0.001-19 wt%, 0.001-18 wt%, 0.001-17 wt%, 0.001-16 wt%, 0.001-15 wt%, 0.001-14 wt% %, 0.001 to 13% by weight, 0.001 to 12% by weight, etc.) or a lower limit of 0.001% or more (eg, 0.001 to 20% by weight, 0.002 to 20% by weight, 0.003 to 20% by weight, 0.004-20% by weight, 0.005-20% by weight, 0.006-20% by weight, 0.007-20% by weight, 0.008-20% by weight, 0.009-20% by weight %, 0.01 to 20% by weight, etc.).
- the hindered amine light stabilizer may be further dissolved in the solution 12 .
- the pressure-sensitive adhesive layer of the present invention containing the hindered amine light stabilizer can be produced in a single coating. As a result, manufacturing efficiency is improved.
- the concentration of the hindered amine light stabilizer in the solution can be appropriately set according to the desired storage stability to be imparted to the pressure-sensitive adhesive layer 10.
- the upper limit is 20% by weight or less (eg, 0.001 to 20% by weight %, 0.001-19% by weight, 0.001-18% by weight, 0.001-17% by weight, 0.001-16% by weight, 0.001-15% by weight, 0.001-14% by weight, 0.001 to 13% by weight, 0.001 to 12% by weight, etc.) or a lower limit of 0.001% or more (for example, 0.001 to 20% by weight, 0.002 to 20% by weight, 0.003 to 20% by weight , 0.004-20% by weight, 0.005-20% by weight, 0.006-20% by weight, 0.007-20% by weight, 0.008-20% by weight, 0.009-20% by weight, 0 .01 to 20% by weight).
- concentrations of the second photopolymerization initiator, the second cross-linking agent, and the hindered amine light stabilizer are higher than the above ranges, bleeding out or uneven distribution may occur in terms of coating uniformity.
- concentration is lower than the above range, the solvent is required more than necessary, and the remaining solvent reduces the adhesive properties and causes the adhesive to swell more than necessary, resulting in poor appearance (surface unevenness). etc. may occur.
- the solution 12 further contains an ultraviolet absorber. Since the solution 12 contains an ultraviolet absorber in addition to the second photopolymerization initiator and the second cross-linking agent, the pressure-sensitive adhesive sheet containing the ultraviolet absorber can be manufactured by one coating, so that the manufacturing efficiency is improved. improves. In addition, when the pressure-sensitive adhesive sheet of the present invention containing an ultraviolet absorber is irradiated with ultraviolet rays, the ultraviolet absorber that absorbs the ultraviolet rays generates heat, thereby promoting the curing reaction and improving the adhesion reliability, which is more preferable.
- the concentration of the ultraviolet absorber in the solution can be appropriately set according to the desired ultraviolet absorption characteristics to be imparted to the pressure-sensitive adhesive layer 10.
- the upper limit is 50% by weight or less (for example, 1 to 50% by weight, 1 to 45% by weight, 1 to 40% by weight, 1 to 35% by weight, 1 to 30% by weight, 1 to 25% by weight, 1 to 20% by weight, 1 to 15% by weight, etc.) or a lower limit of 1% or more (for example, 1 ⁇ 50 wt%, 2-50 wt%, 3-50 wt%, 4-50 wt%, 5-50 wt%).
- Application (coating) of the solution 12 to the pressure-sensitive adhesive layer 10 can utilize a known coating method, such as a gravure roll coater, a reverse roll coater, a kiss roll coater, a dip roll coater, a bar coater, Coaters such as knife coaters, spray coaters, comma coaters and direct coaters are included.
- a gravure roll coater such as a gravure roll coater, a reverse roll coater, a kiss roll coater, a dip roll coater, a bar coater
- Coaters such as knife coaters, spray coaters, comma coaters and direct coaters are included.
- the amount of the solution 12 applied to the pressure-sensitive adhesive layer 10 can be appropriately set according to the desired step absorbability, stress relaxation property, and adhesion reliability to be imparted to the pressure-sensitive adhesive layer 10. For example, 1 to 1000 ⁇ g. /cm 2 , preferably 1 to 500 ⁇ g/cm 2 , more preferably 1 to 300 ⁇ g/cm 2 , still more preferably 1 to 100 ⁇ g/cm 2 . If the coating amount of the solution 12 is within this range, the pressure-sensitive adhesive layer 10 is provided with sufficient step absorption, stress relaxation, and adhesion reliability while dissolving the second photopolymerization initiator and the second cross-linking agent. can.
- the standing time is not particularly limited, and can be appropriately selected, for example, within 15 minutes, for example, 1 second to 10 minutes, preferably 5 seconds to 5 minutes.
- the standing temperature can be room temperature (approximately 10 to 30° C.). It can be sufficiently permeated into the pressure-sensitive adhesive layer 10 when left still under the above conditions.
- the heat drying temperature in the drying step is preferably 40 to 200°C, more preferably 50 to 180°C, still more preferably 60 to 170°C.
- a suitable drying time may be employed as appropriate, and is, for example, 5 seconds to 20 minutes, preferably 5 seconds to 10 minutes, more preferably 10 seconds to 5 minutes.
- the standing time is not particularly limited, and can be appropriately selected, for example, within 30 days, for example, between 1 hour and 15 days, preferably between 24 hours and 10 days.
- FIG. 3 is a cross-sectional view showing one embodiment of the radiation-curable pressure-sensitive adhesive sheet of the present invention manufactured by the manufacturing method of the second embodiment.
- the radiation-curable pressure-sensitive adhesive sheet 1b according to one embodiment of the present invention in FIG. and a release sheet S2 attached to the other main surface 10B of the .
- the adhesive layer 10 is made of an adhesive base material and has two opposing main surfaces (first main surface 10A and second main surface 10B), and may be a single layer, A laminated structure of two or more layers may be used.
- the pressure-sensitive adhesive layer 10 can be formed by the above-described pressure-sensitive adhesive layer forming step and pressure-sensitive adhesive layer curing step, and corresponds to the pressure-sensitive adhesive layer 10 in FIG. 2 described above. Accordingly, the adhesive layer 10 is preferably a cured adhesive layer.
- the adhesive layer is a "single layer" means that it does not have a laminated structure.
- a structure in which a pressure-sensitive adhesive layer made of a transparent pressure-sensitive adhesive base material is formed and a pressure-sensitive adhesive layer made of the same transparent pressure-sensitive adhesive base material is formed thereon is a laminated structure, not a single layer.
- the thickness of the adhesive layer 10 is not particularly limited, it is usually 5 ⁇ m to 500 ⁇ m, preferably 5 ⁇ m to 400 ⁇ m, more preferably 5 ⁇ m to 350 ⁇ m. If the thickness of the pressure-sensitive adhesive layer 10 is within this range, it can follow the steps without leaving air bubbles, relieve the stress strain caused by the steps, suppress display unevenness, and have excellent step absorbability and stress relaxation properties. preferred in that respect.
- the total light transmittance of the entire adhesive layer 10 is not particularly limited, it is preferably 80% or more, preferably 90% or more as measured according to JIS K7361. The higher the total light transmittance of the pressure-sensitive adhesive layer 10, the better. Furthermore, the haze value is preferably 1.5% or less, more preferably 1% or less, and 0.8% or less.
- the adhesive layer 10 contains a photopolymerization initiator 11a and a cross-linking agent 11b. It is preferable that the photopolymerization initiator 11a and the cross-linking agent 11b are dissolved in the pressure-sensitive adhesive layer 10 .
- “dissolution” means, for example, that the photopolymerization initiator 11a and the cross-linking agent 11b are dissolved to such an extent that the transparency of the pressure-sensitive adhesive layer 10 can be maintained, that is, to the extent that white turbidity due to light scattering does not occur.
- the haze value of the photopolymerization initiator 11a and the cross-linking agent 11b is 1.5% or less, preferably 1% or less, and 0.8% or less. is preferred.
- a mode in which only one of the photopolymerization initiator 11a and the cross-linking agent 11b is dissolved in the adhesive layer 10 is also included in the present invention.
- the dotted line XX' is a line that divides the pressure-sensitive adhesive layer 10 into two equal parts in the thickness direction. If the thickness of the adhesive layer 10 is not uniform, the dotted line XX' is a line that bisects the thickness at each point.
- the photopolymerization initiator 11a and the cross-linking agent 11b are formed by permeating the pressure-sensitive adhesive layer 10 through the solution application step, the solution permeation step, and the drying step. 2, concentration gradients of the photopolymerization initiator 11a and the cross-linking agent 11b can occur in the thickness direction of the pressure-sensitive adhesive layer 10. As shown in FIG. Therefore, the photopolymerization initiator 11a and the cross-linking agent 11b in the region to which the first main surface 10A, which is one of the two main surfaces, belongs when the single-layer pressure-sensitive adhesive layer 10 is equally divided into two in the thickness direction.
- the concentration differs from that of the photopolymerization initiator 11a and the cross-linking agent 11b in the region to which the other second main surface 10B belongs.
- the case where the photoinitiator 11a and the cross-linking agent 11b are not present in the lower concentration region (the concentration is 0) is also included in the scope of the present invention.
- the concentration of the photopolymerization initiator 11a and the cross-linking agent 11b in the region to which the first main surface belongs, and the concentration of the photopolymerization initiator 11a and the cross-linking agent 11b in the region to which the second main surface belongs are also within each region. If there is a density gradient, we mean the average density within each region.
- FIG. 3 shows that the first main surface 10A faces the support S1, and the concentration of the photoinitiator 11a and the cross-linking agent 11b in the region to which the second main surface 10B belongs is lower than that of the first main surface 10A. is higher than the concentration of the photopolymerization initiator 11a and the cross-linking agent 11b in the region to which the main surface 10A belongs, the solution 12 is applied to the second main surface 10B, and from the first main surface 10B It can be obtained by penetrating the adhesive layer 10 with the photopolymerization initiator 11a and the cross-linking agent 11b in a dissolved state over the depth in the thickness direction.
- the radiation-curable adhesive sheet of the present invention can be used for bonding a transparent optical member to another optical member in an image display device such as a liquid crystal image display device or an organic EL image display device.
- the optical member include a polarizing film, a retardation film, a transparent cover member such as a cover glass, and various other transparent optical members.
- a glass substrate having a transparent conductive layer such as a patterned ITO film formed thereon may also be included in the optical member of the present invention.
- FIG. 4 is a cross-sectional view of an optical member laminate showing an example of the simplest embodiment using the radiation-curable pressure-sensitive adhesive sheet of the present invention.
- the optical member laminate 2 includes an optically transparent first optical member S3 and a second adhesive layer 10 bonded to the first optical member S3 via an optically transparent adhesive layer 10. 2 optical members S4.
- the optical member laminate 2 is obtained by peeling off the supports S1 and S2 from the pressure-sensitive adhesive sheet 1b shown in FIG.
- the transparent first optical member S3 and the second optical member S4 are polarizing films, retardation films, optical films used in other optical display devices, and optical display device viewing side cover glasses. It can be configured by a transparent cover member.
- the first optical member S3 is bonded to the first major surface 10A of the adhesive layer 10, and the second optical member S4 is bonded to the second major surface 10B of the adhesive layer 10, respectively.
- FIG. 5 is a diagram schematically showing steps for carrying out one embodiment of the method for producing an optical member laminate using the radiation-curable pressure-sensitive adhesive sheet of the present invention.
- a substrate 20 (hereinafter sometimes simply referred to as "substrate 20") composed of an optical member laminate 2a and an optical member is used.
- the optical member laminate 2a is produced by bonding the optical member S4 to the main surface 10B of the pressure-sensitive adhesive sheet 1a produced by the production method of the second embodiment of the present invention, and peeling off the support S1. It is what you get.
- the adhesive layer 10 is cured by the adhesive layer curing step, and the photopolymerization initiator 11a and the cross-linking agent 11b are dissolved. distributed in the state.
- a mode in which only one of the photopolymerization initiator 11a and the cross-linking agent 11b is dissolved in the adhesive layer 10 is also included in the present invention.
- the optical member laminate 2a has the optical member S4, but the optical member S4 may be the support S2 (release sheet).
- the pressure-sensitive adhesive layer 10 has a concentration gradient of the photopolymerization initiator 11a and the cross-linking agent 11b in the thickness direction from the main surface 10B in contact with the optical member S4.
- the main surface 20A to be joined with the optical member laminate 2a has the printed layer 30.
- the printed layer 30 include a transparent conductive printed layer such as patterned ITO (indium tin oxide), and a black masking portion formed in a frame shape on the peripheral edge of the transparent cover member.
- ITO indium tin oxide
- the use of a substrate 20 without the printed layer 30 is also included in the present invention.
- the adhesive layer 10 of the optical member laminate 2a is bonded to the main surface 20A of the substrate 20. Bonding can be performed by a known method, for example, under heating and pressurizing conditions using an autoclave.
- the adhesive layer 10 of the optical member laminate 2a is cured by the adhesive layer curing step, and the photopolymerization initiator 11a (second photopolymerization initiator) and the crosslinking agent 11b (second crosslinking agent) are used. It is in a state before the curing reaction by the agent) proceeds, has high fluidity, and exhibits excellent step absorption and stress relaxation. Therefore, the pressure-sensitive adhesive layer 10 is bonded so as to fill the step between the main surface 20A of the substrate 20 and the printed layer 30 without gaps. In addition, the pressure-sensitive adhesive layer 10 can sufficiently relax the stress strain caused by the step 30, and can suppress display unevenness when the optical member laminate is used in an image display device.
- the adhesive layer 10 is cured by the reaction of the photopolymerization initiator 11a and the cross-linking agent 11b.
- curing is performed by irradiating the pressure-sensitive adhesive layer 10 with an active energy ray. If necessary, it may be further dried by heating.
- active energy rays include ionizing radiation such as ⁇ -rays, ⁇ -rays, ⁇ -rays, neutron beams and electron beams, and ultraviolet rays, with ultraviolet rays being particularly preferred.
- the heating temperature and time, or the irradiation amount of active energy rays may be appropriately set so as to exhibit a high elastic modulus and excellent adhesion reliability.
- FIG. 5(c) is an embodiment in which the adhesive layer 10 is cured by irradiating the adhesive layer 10 with ultraviolet rays U. Irradiation with ultraviolet rays U decomposes the photopolymerization initiator 11a to generate radicals or ions, thereby initiating the polymerization/crosslinking reaction of the crosslinker 11b.
- the ultraviolet rays may be applied through the optical member S4.
- the optical member S4 is the support S2 (release sheet)
- the optical member S4 may be laminated after the support S2 is peeled off by irradiating ultraviolet rays through the support S2.
- ultraviolet rays may be irradiated from the substrate 20 (optical member) side.
- FIG. 5C shows an embodiment in which the adhesive layer 10 is irradiated with ultraviolet rays U through the optical member S4.
- FIG. 5(d) By curing the adhesive layer 10, an optical member laminate 2b is obtained as shown in FIG. 5(d).
- 10c is an adhesive layer obtained by curing the adhesive layer 10. As shown in FIG. 5(d), 10c is an adhesive layer obtained by curing the adhesive layer 10.
- the cross-linking agent 11b is cross-linked and polymerized to form the cross-linked structure 11c to form the adhesive layer 10c.
- the adhesive layer 10c has an improved elastic modulus and an improved adhesion reliability to the substrate 20 . Therefore, the pressure-sensitive adhesive layer 10c suppresses the generation of gas such as carbon dioxide due to heating of the substrate 20 (plastic film) and prevents the generation of air bubbles.
- the side of the main surface 10B where the adhesive layer 10c is in contact with the optical member S4 has a higher crosslink density than the opposite main surface 10A.
- This configuration is preferable in that flexibility can be improved, for example, when the optical member laminate 2b is used as a flexible image display device in which the main surface 10B side is bent outward. That is, when the flexible display is folded, generally, tensile stress is applied to the outside and compressive stress is applied to the inside, and the stress on the outside is stronger than the stress on the inside. Therefore, by arranging the main surface 10B of the adhesive layer 10c on the outside when the flexible display is bent, the durability against bending can be improved.
- the optical member laminate 2b has, for example, the following configuration.
- An optical member laminate 2b including a substrate 20 made of an optical member and an adhesive layer 10c,
- the adhesive layer 10c is laminated on the main surface of the substrate 20 made of the optical member,
- the adhesive layer 10c is a single layer made of a transparent adhesive base material cured by the reaction of the second polymerization initiator 11a and the second cross-linking agent 11b and having two opposing main surfaces, The density of the cross-linking structure 11c in the region to which the first main surface 10A of one of the two main surfaces belongs when the single-layer pressure-sensitive adhesive layer is equally divided into two in the thickness direction, and the other second The density of the crosslinked structure 11c in the region to which the main surface 10B belongs is different.
- the adhesive layer 10c is laminated so as to fill the step between the main surface 20A of the substrate 20 and the printed layer 30.
- DPHA dipentaerythritol hexaacrylate
- Example 1 The release film on one main surface (referred to as “first surface”) of PSA sheet A is peeled off, and 80% by weight of trimethylolpropane triacrylate (TMPTA) and a photopolymerization initiator (Omnirad 369E) are applied to the exposed first surface.
- TMPTA trimethylolpropane triacrylate
- Omnirad 369E photopolymerization initiator
- IGM Resins B.V. was diluted to a concentration of 0.5% by weight, and an ethyl acetate solution was coated with a Wire Wound Rod type #12 bar coater manufactured by RD Specialties (aimed at Wet coating thickness 27 ⁇ m). After coating, the adhesive sheet A was dried by heating in an oven at 110° C.
- Example 2 An adhesive in which TMPTA was dissolved was prepared in the same manner as in Example 1, except that the concentration of the photopolymerization initiator (Omnirad 369E, manufactured by IGM Resins B.V.) in the ethyl acetate solution was 1.0% by weight. A pressure-sensitive adhesive sheet A containing a layer was obtained.
- the concentration of the photopolymerization initiator (Omnirad 369E, manufactured by IGM Resins B.V.) in the ethyl acetate solution was 1.0% by weight.
- a pressure-sensitive adhesive sheet A containing a layer was obtained.
- Example 3 An adhesive in which TMPTA was dissolved was prepared in the same manner as in Example 1, except that the concentration of the photopolymerization initiator (Omnirad 369E, manufactured by IGM Resins B.V.) in the ethyl acetate solution was 2.0% by weight. A pressure-sensitive adhesive sheet A containing a layer was obtained.
- Example 4 In the same manner as in Example 1, except that a photopolymerization initiator (Omnirad 907, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 0.025% by weight. , to obtain a pressure-sensitive adhesive sheet A containing a pressure-sensitive adhesive layer in which TMPTA was dissolved.
- a photopolymerization initiator (Omnirad 907, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 0.025% by weight.
- a photoinitiator (Omnirad 907, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one) was drawn using ChemDraw 19.0 and The calculated pKa calculated using a cheminformatics platform MOSES (Molecular Networks GmbH, Er Weg, Germany) is 5.56.
- Example 5 In the same manner as in Example 1, except that a photopolymerization initiator (Omnirad 907, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 1.0% by weight. , to obtain a pressure-sensitive adhesive sheet A containing a pressure-sensitive adhesive layer in which TMPTA was dissolved.
- a photopolymerization initiator (Omnirad 907, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 1.0% by weight.
- Example 6 In the same manner as in Example 1, except that a photopolymerization initiator (Omnirad 907, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 2.0% by weight. , to obtain a pressure-sensitive adhesive sheet A containing a pressure-sensitive adhesive layer in which TMPTA was dissolved.
- a photopolymerization initiator (Omnirad 907, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 2.0% by weight.
- Example 7 In the same manner as in Example 1, except that a photopolymerization initiator (Omnirad 907, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 4.0% by weight. , to obtain a pressure-sensitive adhesive sheet A containing a pressure-sensitive adhesive layer in which TMPTA was dissolved.
- a photopolymerization initiator (Omnirad 907, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 4.0% by weight.
- Example 8 In the same manner as in Example 1, except that a photopolymerization initiator (Omnirad 907, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 8.0% by weight. , to obtain a pressure-sensitive adhesive sheet A containing a pressure-sensitive adhesive layer in which TMPTA was dissolved.
- a photopolymerization initiator (Omnirad 907, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 8.0% by weight.
- Example 9 TMPTA was prepared in the same manner as in Example 1, except that toluene was used as the solvent and the concentration of the photopolymerization initiator (Omnirad 369E, manufactured by IGM Resins B.V.) in the toluene solution was 2.0% by weight. An adhesive sheet A containing an adhesive layer in which was dissolved was obtained.
- Example 10 Using a photopolymerization initiator (Omnirad 907, manufactured by IGM Resins B.V.), an ethyl acetate solution diluted to a photopolymerization initiator concentration of 1.0% by weight was added to a wire wound rod type manufactured by RD Specialties, A pressure-sensitive adhesive sheet A containing a pressure-sensitive adhesive layer in which TMPTA was dissolved was obtained in the same manner as in Example 1, except that the coating was performed using a #3 bar coater (target wet coating thickness: 7 ⁇ m).
- a photopolymerization initiator Omnirad 907, manufactured by IGM Resins B.V.
- Example 11 Using a photopolymerization initiator (Omnirad 907, manufactured by IGM Resins B.V.), an ethyl acetate solution diluted to a photopolymerization initiator concentration of 1.0% by weight was added to a wire wound rod type manufactured by RD Specialties, A pressure-sensitive adhesive sheet A containing a pressure-sensitive adhesive layer in which TMPTA was dissolved was obtained in the same manner as in Example 1 except that the coating was performed using a #20 bar coater (target wet coating thickness: 46 ⁇ m).
- a photopolymerization initiator Omnirad 907, manufactured by IGM Resins B.V.
- Example 12 80% by weight of trimethylolpropane triacrylate (TMPTA), 2.0% by weight of a photoinitiator (Omnirad 184, manufactured by IGM Resins B.V.), a hindered amine light stabilizer (Tinuvin 770DF, manufactured by BASF)
- TMPTA trimethylolpropane triacrylate
- Omnirad 184 manufactured by IGM Resins B.V.
- Tivin 770DF hindered amine light stabilizer
- a photoinitiator (Omnirad 184, 1-hydroxycyclohexyl-phenyl ketone) was drawn using ChemDraw 19.0, and a computational module chemoinformatics platform MOSES (Molecular Networks GmbH, Er Weg, Germany) was used. The calculated pKa is 12.8.
- a hindered amine light stabilizer (Tinuvin 770DF, bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate) was drawn using ChemDraw 19.0, and the chemoinformatics platform, which is a calculation module
- the calculated pKa calculated using MOSES (Molecular Networks GmbH, Erlangen, Germany) is 9.47.
- Example 13 TMPTA was dissolved in the same manner as in Example 12, except that a hindered amine light stabilizer (Tinuvin 770DF, manufactured by BASF) was used and the concentration of the hindered amine light stabilizer in the ethyl acetate solution was 0.5% by weight. A pressure-sensitive adhesive sheet A containing the pressure-sensitive adhesive layer was obtained.
- a hindered amine light stabilizer Tinuvin 770DF, manufactured by BASF
- Example 14 TMPTA was dissolved in the same manner as in Example 12, except that a hindered amine light stabilizer (Tinuvin 770DF, manufactured by BASF) was used and the concentration of the hindered amine light stabilizer in the ethyl acetate solution was 2.0% by weight. A pressure-sensitive adhesive sheet A containing the pressure-sensitive adhesive layer was obtained.
- a hindered amine light stabilizer Tinuvin 770DF, manufactured by BASF
- Example 1 In the same manner as in Example 1, except that a photopolymerization initiator (Omnirad 184, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 1.0% by weight. , to obtain a pressure-sensitive adhesive sheet A containing a pressure-sensitive adhesive layer in which TMPTA was dissolved.
- a photopolymerization initiator (Omnirad 184, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 1.0% by weight.
- Example 2 In the same manner as in Example 1, except that a photopolymerization initiator (Omnirad 184, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 2.0% by weight. , to obtain a pressure-sensitive adhesive sheet A containing a pressure-sensitive adhesive layer in which TMPTA was dissolved.
- a photopolymerization initiator (Omnirad 184, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 2.0% by weight.
- Example 3 In the same manner as in Example 1, except that a photopolymerization initiator (Omnirad 184, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 4.0% by weight. , to obtain a pressure-sensitive adhesive sheet A containing a pressure-sensitive adhesive layer in which TMPTA was dissolved.
- a photopolymerization initiator (Omnirad 184, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 4.0% by weight.
- Example 4 In the same manner as in Example 1, except that a photopolymerization initiator (Omnirad 127D, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 1.0% by weight. , to obtain a pressure-sensitive adhesive sheet A containing a pressure-sensitive adhesive layer in which TMPTA was dissolved.
- a photoinitiator (Omnirad 127D, 2-hydroxy-1-(4-(4-(2-hydroxy-2-methylpropionyl)benzyl)phenyl)-2-methylpropan-1-one) was added to ChemDraw 19.0.
- the calculated pKa is 12.84, which was drawn using the chemical structure formula and calculated using the computational module fructics platform MOSES (Molecular Networks GmbH, Er Weg, Germany).
- Example 5 In the same manner as in Example 1, except that a photopolymerization initiator (Omnirad 127D, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 2.0% by weight. , to obtain a pressure-sensitive adhesive sheet A containing a pressure-sensitive adhesive layer in which TMPTA was dissolved.
- a photopolymerization initiator (Omnirad 127D, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 2.0% by weight.
- Example 6 In the same manner as in Example 1, except that a photopolymerization initiator (Omnirad 127D, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 4.0% by weight. , to obtain a pressure-sensitive adhesive sheet A containing a pressure-sensitive adhesive layer in which TMPTA was dissolved.
- a photopolymerization initiator (Omnirad 127D, manufactured by IGM Resins B.V.) was used and the concentration of the photopolymerization initiator in the ethyl acetate solution was 4.0% by weight.
- Example 7 TMPTA was dissolved in the same manner as in Example 12 except that a hindered amine light stabilizer (Tinuvin 123, manufactured by BASF) was used and the concentration of the hindered amine light stabilizer in the ethyl acetate solution was 0.5% by weight. A pressure-sensitive adhesive sheet A containing the pressure-sensitive adhesive layer was obtained.
- a hindered amine light stabilizer Tinuvin 123, manufactured by BASF
- Hindered amine light stabilizer (Tinuvin123, decanedioic acid bis(2,2,6,6-tetramethyl-1(octyloxy)-4-piperidinyl) ester) is drawn using ChemDraw 19.0, The calculated pKa calculated with the computational module cheminformatics platform MOSES (Molecular Networks GmbH, Er Weg, Germany) is 4.94.
- the residual stress [N/cm 2 ] was determined by the formula of [stress after holding for 300 seconds/length ⁇ paste thickness].
- the residual stress at the initial stage of production of the adhesive sheet and the residual stress of the adhesive sheet after storing the adhesive sheet in a constant temperature bath at 50° C. for 4 weeks were obtained, and the rate of change (%) of the residual stress was calculated from the following formula.
- Residual stress change rate (%) (residual stress after 4 weeks storage at 50°C - initial residual stress) / (initial residual stress) x 100
- Table 1 shows the results.
- Residual stress change rate is 30% or less ⁇ ... Residual stress change rate is over 30% and 50% or less ⁇ ... Residual stress change rate is over 50% and 70% or less ⁇ ... Residual stress change rate exceeds 70% and is 100% or less XX: Residual stress change rate exceeds 100%
- a pressure-sensitive adhesive sheet having a pressure-sensitive adhesive layer that is cured by irradiation with radiation The pressure-sensitive adhesive layer contains a photopolymerization initiator and a cross-linking agent, The curing by radiation irradiation is curing by reaction between the photopolymerization initiator and a cross-linking agent,
- Residual stress change rate (%) (residual stress after 4 weeks storage at 50°C - initial residual stress) / (initial residual stress) x 100
- a pressure-sensitive adhesive sheet having a pressure-sensitive adhesive layer that is cured by exposure to radiation, The pressure-sensitive adhesive layer is cured by a reaction between a first photopolymerization initiator and a first cross-linking agent, The pressure-sensitive adhesive layer contains a second photopolymerization initiator and a second cross-linking agent, Curing by irradiation with radiation is curing by a reaction between the second photopolymerization initiator and a second cross-linking agent, The radiation-curable pressure-sensitive adhesive sheet according to Appendix 1, wherein the second photopolymerization initiator has a pKa of 5 to 12.7.
- Appendix 3 The radiation-curable pressure-sensitive adhesive sheet according to Appendix 2, wherein the second photopolymerization initiator and the second cross-linking agent are dissolved in the pressure-sensitive adhesive layer.
- Appendix 4 The radiation-curable pressure-sensitive adhesive sheet according to Appendix 2 or 3, wherein the second photopolymerization initiator is the same as the first photopolymerization initiator.
- the pressure-sensitive adhesive layer is a single layer having two main surfaces facing each other,
- the radiation-curable pressure-sensitive adhesive sheet according to any one of Appendices 1 to 4, which has different densities.
- the single-layer pressure-sensitive adhesive layer has a concentration gradient of the photopolymerization initiator (second photopolymerization initiator) and the cross-linking agent (second cross-linking agent) in the thickness direction.
- radiation-curable adhesive sheet [Appendix 7] The radiation-curable pressure-sensitive adhesive sheet according to any one of Appendixes 1 to 6, wherein the pressure-sensitive adhesive layer has a thickness of 5 to 500 ⁇ m.
- Appendix 8 A method for producing a radiation-curable pressure-sensitive adhesive sheet according to any one of Appendices 1 to 7, forming a pressure-sensitive adhesive layer made of a pressure-sensitive adhesive base material on a support; Curing the adhesive layer, Prepare a solution of a photoinitiator (second photoinitiator) and a cross-linking agent (second cross-linking agent), applying the solution to one surface of the cured adhesive layer, The photopolymerization initiator (second photopolymerization initiator) and the cross-linking agent (second cross-linking agent) contained in the solution are permeated from the one surface of the pressure-sensitive adhesive layer in the thickness direction, A method for producing a radiation-curable adhesive sheet, comprising the step of drying the adhesive layer.
- a solution containing the photopolymerization initiator (second photopolymerization initiator) and the crosslinking agent (second crosslinking agent) is prepared by adding the photopolymerization initiator and the crosslinking agent to a solvent. is a dissolved solution, 9.
- Method. [Appendix 12] A substrate made of an optical member; An optical member laminate including an adhesive layer, A pressure-sensitive adhesive layer is laminated on the main surface of the substrate made of the optical member, An optical member laminate, wherein the pressure-sensitive adhesive layer is a cured product of the pressure-sensitive adhesive layer of the radiation-curable pressure-sensitive adhesive sheet according to any one of Appendices 1 to 7.
- the main surface of the substrate made of the optical member has a printed layer, 13.
- optical member laminate according to Appendix 12 wherein the pressure-sensitive adhesive layer is laminated so as to fill a step between the main surface of the substrate made of the optical member and the printed layer.
- Appendix 14 The optical member laminate according to Appendix 12 or 13, wherein the cured product is a cured product obtained by reaction between the polymerization initiator and a cross-linking agent.
- the radiation-curable pressure-sensitive adhesive sheet of the present invention is useful as a pressure-sensitive adhesive sheet having a transparent pressure-sensitive adhesive layer that can be used to bond a transparent optical member to another optical member.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Adhesive Tapes (AREA)
Abstract
Description
残存応力変化率(%)=(50℃4週間保管後の残存応力-初期残存応力)/(初期残存応力)×100
残存応力変化率(%)=(50℃4週間保管後の残存応力-初期残存応力)/(初期残存応力)×100
図1は本発明の放射線硬化性粘着剤シートの一実施形態を示す断面図である。
残存応力変化率(%)=(50℃4週間保管後の残存応力-初期残存応力)/(初期残存応力)×100
前記残存応力の変化率が70%以下であるという構成は、放射線硬化性粘着剤シート1を使用時に優れた段差吸収性、応力緩和性を維持できる点で好ましい。
以下、各構成について、詳述する。
本発明の粘着剤層は、放射線の照射により硬化するものであって、放射線照射により本発明の光重合開始剤及び本発明の架橋剤が重合反応や架橋反応を起こし、硬化するものである。本発明の粘着剤層は硬化する前は、流動性が高く、段差吸収性、応力緩和性に優れる状態にある。そのため、本発明の粘着剤層は、光学部材の表面に形成されたパターン化されたITOなどの透明で導電性の印刷層、銀や銅の引回し配線、透明カバー部材の周縁部に枠状に形成される黒色の隠蔽部などの段差に十分に追従することでき、気泡を残すことなく、隙間なく充填することができ、段差に起因する応力歪みを緩和して表示ムラを抑制できる。その後に、放射線を照射することにより、本発明の粘着剤層に含まれる本発明の光重合開始剤と、本発明の架橋剤との反応により硬化が進み、接着信頼性を向上できるという利点を有する。
残存応力変化率(%)=(50℃4週間保管後の残存応力-初期残存応力)/(初期残存応力)×100
なお、上記の架橋剤は、本発明の粘着剤層を形成するアクリル系ポリマーにおいて、架橋反応が進行して既に架橋構造を形成しているものである。一方、本発明の粘着剤層に含まれる本発明の架橋剤は、架橋構造を形成する前の未反応の架橋剤である。従って、本発明の粘着剤層を形成するアクリル系ポリマー中で架橋構造を形成している架橋剤は、本発明の粘着剤層に含まれている本発明の架橋剤に該当するものではない。本明細書において、アクリル系ポリマー中で架橋構造を形成している架橋剤を「第1の架橋剤」、本発明の架橋剤を「第2の架橋剤」と称する場合がある。
なお、上記の重合開始剤は、上述のモノマー成分や架橋剤の重合・架橋反応を進行させてアクリル系ポリマーを形成するための触媒として機能するものである。従って、アクリル系ポリマーを形成された時点で、失活・分解して、本発明の粘着剤層には残っていないか、残っているにしても痕跡量程度と考えられる。一方、本発明の光重合開始剤は、上記のアクリル系ポリマーと共に本発明の粘着剤層に含まれるものであり、本発明の架橋剤の架橋反応を促進するものである。従って、上記アクリル系ポリマーを形成するための光重合開始剤は、本発明の光重合開始剤には該当せず、そのpKaも5~12.7に該当しないものも制限なく使用し得るものである。本明細書において、アクリル系ポリマーを形成するための光重合開始剤を「第1の光重合開始剤」、本発明の光重合開始剤を「第2の光重合開始剤」と称する場合がある。
R1およびR2が表すアルキル基は、直鎖、分岐、環状のいずれでもよく、直鎖または分岐が好ましい。
R1およびR2が表すアルキル基は、無置換であってもよく、置換基を有していてもよい。置換基としては、アリール基、ヘテロ環基、ニトロ基、シアノ基、ハロゲン原子、-ORa、-SRa、-CORa、-COORa、-OCORa、-NRaRb、-NHCORa、-CONRaRb、-NHCONRaRb、-NHCOORa、-SO2Ra、-SO2ORa、-NHSO2Raなどが挙げられる。RaおよびRbは、それぞれ独立に、水素原子、アルキル基、アリール基またはヘテロ環基を表す。置換基はアリール基が好ましい。特に、R1およびR2のいずれか一方が無置換のアルキル基で、他方は、アリール基で置換されたアルキル基が好ましい。
ハロゲン原子は、フッ素原子、塩素原子、臭素原子、ヨウ素原子などが挙げられる。
RaおよびRbが表すアルキル基の炭素数は、1~20が好ましい。アルキル基は、直鎖、分岐、環状のいずれでもよいが、直鎖または分岐が好ましい。
置換基としてのアリール基およびRaおよびRbが表すアリール基の炭素数は、6~20が好ましく、6~15がより好ましく、6~10が更に好ましい。アリール基は、単環であってもよく、縮合環であってもよい。また、アリール基は、水素原子の一部または全部が、炭素数1~8のアルキル基で置換されていてもよい。
RaおよびRbが表すヘテロ環基は、5員環または6員環が好ましい。ヘテロ環基は、単環であってもよく、縮合環であってもよい。ヘテロ環基を構成する炭素原子の数は3~30が好ましく、3~18がより好ましく、3~12がより好ましい。ヘテロ環基を構成するヘテロ原子の数は1~3が好ましい。ヘテロ環基を構成するヘテロ原子は、窒素原子、酸素原子または硫黄原子が好ましい。
本発明の光重合開始剤、本発明の架橋剤が活性エネルギー線照射により、架橋反応が進行することを防止するためには、粘着剤組成物層を乾燥硬化することが好ましい。
前記支持体は、剥離シートであってもよい。前記剥離シートとしては、特に限定されないが、例えば、シリコーン系、長鎖アルキル系、フッ素系、硫化モリブデン等の剥離処理剤により表面処理されたプラスチックフィルムなどが挙げられる。
(a)支持体上に、粘着剤ベース材料により形成される粘着剤層を形成し(粘着剤層形成工程)、
(b)前記粘着剤層を硬化させ(粘着剤層硬化工程)、
(c)本発明の光重合開始剤および本発明の架橋剤の溶液を準備し、前記硬化した粘着剤層の一方の面に前記溶液を塗布して(溶液塗布工程)、
(d)該溶液に含まれる前記本発明の光重合開始剤および本発明の架橋剤を、前記粘着剤層の前記一方の面から厚み方向に浸透させ(溶液浸透工程)、
(e)前記粘着剤層を乾燥させる(乾燥工程)。
先ず、図1(a)に示すように、支持体S1上に、透明な粘着剤ベース材料により形成される粘着剤層10aを形成する(粘着剤層形成工程)。支持体としては、上記第1実施形態の支持体で例示したものを使用することができる。
また、必要に応じて、第2の光重合開始剤及び第2の架橋剤と粘着剤層とをより均一化させる静置時間を設けてもよい。静置時間としては、特に限定はなく、例えば、30日以内から適宜選択することができ、例えば1時間から15日の間、好ましくは24時間から10日の間で適宜選択することができる。静置することにより、粘着剤層10は第2の光重合開始剤及び第2の架橋剤と粘着剤層が安定化し、特性評価のばらつきを抑制することができる。
本実施態様において、光学部材積層体2aは、本発明の第2実施形態の製造方法により製造される粘着剤シート1aの主面10Bに光学部材S4を貼り合わせ、支持体S1を剥離することにより得られるものである。
すなわち、フレキシブルディスプレイを折り曲げた際には、一般に、外側には引張性の応力、内側には圧縮性の応力がかかり、外側の応力は内側の応力よりも強い。従って、粘着剤層10cの主面10Bを、フレキシブルディスプレイを曲げる場合の外側に配置することにより、屈曲に対する耐久性を向上させうる。
光学部材からなる基板20と、粘着剤層10cとを含む、光学部材積層体2bであって、
前記光学部材からなる基板20の主面に前記粘着剤層10cが積層されており、
前記粘着剤層10cは、前記第2の重合開始剤11a及び第2の架橋剤11bの反応により硬化した透明な粘着剤ベース材料からなり相対向する2つの主面を有する単一層であり、
前記単一層の粘着剤層を厚さ方向に等分に2分割した場合における
前記2つの主面の一方の第1の主面10Aが属する領域の架橋構造11cの密度と、他方の第2の主面10Bが属する領域の架橋構造11cの密度が異なる。
アクリル酸ブチル(BA)57重量部、アクリル酸4-ヒドロキシブチル(4HBA)23重量部、アクリル酸2-ヒドロキシエチル(HEA)8重量部、及びアクリル酸シクロヘキシル(CHA)12重量部から構成されるモノマー混合物に、光重合開始剤(商品名「Omnirad184」、IGM Resins B.V.社製)0.035重量部、及び光重合開始剤(商品名「Omnirad651」、IGM Resins B.V.社製)0.035重量部を配合した後、粘度(計測条件:BH粘度計No.5ローター、10rpm、測定温度30℃)が約20Pa・sになるまで紫外線を照射して、上記モノマー成分の一部が重合したプレポリマー組成物を得た。
粘着剤シートAの一方の主面(「第1面」という)の剥離フィルムを剥離し、露出した第1面にトリメチロールプロパントリアクリレート(TMPTA)を80重量%、光重合開始剤(Omnirad 369E、IGM Resins B.V.社製)を0.5重量%の濃度に希釈した酢酸エチル溶液を、RD Specialties社製のWire Wound Rodタイプ、#12番のバーコーターにて塗工した(狙いWet塗布厚27μm)。塗布後、粘着剤シートAを110℃のオーブン中で2分間加熱乾燥して、溶媒を揮発、除去して、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
光重合開始剤(Omnirad 369E、2-ベンジル-2-ジメチルアミノ-1-(4-モルフォリノフェニル)-ブタノン-1)をChemDraw 19.0を用いて化学構造式を描き、計算モジュールであるケモインフォマティクスプラットフォームMOSES(Molecular Networks GmbH(ドイツ、エルランゲン))を用いて算出された計算pKaは、7.68である。
酢酸エチル溶液中の光重合開始剤(Omnirad 369E、IGM Resins B.V.社製)の濃度を1.0重量%にしたこと以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
酢酸エチル溶液中の光重合開始剤(Omnirad 369E、IGM Resins B.V.社製)の濃度を2.0重量%にしたこと以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
光重合開始剤(Omnirad 907、IGM Resins B.V.社製)を用い、酢酸エチル溶液中の光重合開始剤の濃度を0.025重量%にしたこと以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
光重合開始剤(Omnirad 907、2-メチル-1-[4-(メチルチオ)フェニル]-2-モルフォリノプロパン-1-オン)をChemDraw 19.0を用いて化学構造式を描き、計算モジュールであるケモインフォマティクスプラットフォームMOSES(Molecular Networks GmbH(ドイツ、エルランゲン))を用いて算出された計算pKaは、5.56である。
光重合開始剤(Omnirad 907、IGM Resins B.V.社製)を用い、酢酸エチル溶液中の光重合開始剤の濃度を1.0重量%にしたこと以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
光重合開始剤(Omnirad 907、IGM Resins B.V.社製)を用い、酢酸エチル溶液中の光重合開始剤の濃度を2.0重量%にしたこと以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
光重合開始剤(Omnirad 907、IGM Resins B.V.社製)を用い、酢酸エチル溶液中の光重合開始剤の濃度を4.0重量%にしたこと以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
光重合開始剤(Omnirad 907、IGM Resins B.V.社製)を用い、酢酸エチル溶液中の光重合開始剤の濃度を8.0重量%にしたこと以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
溶媒としてトルエンを用い、トルエン溶液中の光重合開始剤(Omnirad 369E、IGM Resins B.V.社製)の濃度を2.0重量%にしたこと以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
光重合開始剤(Omnirad 907、IGM Resins B.V.社製)を用い、光重合開始剤の濃度を1.0重量%に希釈した酢酸エチル溶液を、RD Specialties社製のWire Wound Rodタイプ、#3番のバーコーターにて塗工した(狙いWet塗布厚7μm)以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
光重合開始剤(Omnirad 907、IGM Resins B.V.社製)を用い、光重合開始剤の濃度を1.0重量%に希釈した酢酸エチル溶液を、RD Specialties社製のWire Wound Rodタイプ、#20番のバーコーターにて塗工した(狙いWet塗布厚46μm)以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
トリメチロールプロパントリアクリレート(TMPTA)を80重量%、光重合開始剤(Omnirad 184、IGM Resins B.V.社製)を2.0重量%、ヒンダードアミン系光安定剤(Tinuvin 770DF、BASF社製)を0.2重量%の濃度に希釈した酢酸エチル溶液を塗工したこと以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
光重合開始剤(Omnirad 184、1-ヒドロキシシクロヘキシル-フェニルケトン)をChemDraw 19.0を用いて化学構造式を描き、計算モジュールであるケモインフォマティクスプラットフォームMOSES(Molecular Networks GmbH(ドイツ、エルランゲン))を用いて算出された計算pKaは、12.8である。
また、ヒンダードアミン系光安定剤(Tinuvin770DF、ビス(2,2,6,6-テトラメチル-4-ピペリジル)セバケート)をChemDraw 19.0を用いて化学構造式を描き、計算モジュールであるケモインフォマティクスプラットフォームMOSES(Molecular Networks GmbH(ドイツ、エルランゲン))を用いて算出された計算pKaは、9.47である。
ヒンダードアミン系光安定剤(Tinuvin770DF、BASF社製)を用い、酢酸エチル溶液中のヒンダードアミン系光安定剤の濃度を0.5重量%にしたこと以外は、実施例12と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
ヒンダードアミン系光安定剤(Tinuvin770DF、BASF社製)を用い、酢酸エチル溶液中のヒンダードアミン系光安定剤の濃度を2.0重量%にしたこと以外は、実施例12と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
光重合開始剤(Omnirad 184、IGM Resins B.V.社製)を用い、酢酸エチル溶液中の光重合開始剤の濃度を1.0重量%にしたこと以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
光重合開始剤(Omnirad 184、IGM Resins B.V.社製)を用い、酢酸エチル溶液中の光重合開始剤の濃度を2.0重量%にしたこと以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
光重合開始剤(Omnirad 184、IGM Resins B.V.社製)を用い、酢酸エチル溶液中の光重合開始剤の濃度を4.0重量%にしたこと以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
光重合開始剤(Omnirad 127D、IGM Resins B.V.社製)を用い、酢酸エチル溶液中の光重合開始剤の濃度を1.0重量%にしたこと以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
光重合開始剤(Omnirad 127D、2-ヒドロキシ-1-(4-(4-(2-ヒドロキシ-2-メチルプロピオニル)ベンジル)フェニル)-2-メチルプロパン-1-オン)をChemDraw 19.0を用いて化学構造式を描き、計算モジュールであるケモインフォマティクスプラットフォームMOSES(Molecular Networks GmbH(ドイツ、エルランゲン))を用いて算出された計算pKaは、12.84である。
光重合開始剤(Omnirad 127D、IGM Resins B.V.社製)を用い、酢酸エチル溶液中の光重合開始剤の濃度を2.0重量%にしたこと以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
光重合開始剤(Omnirad 127D、IGM Resins B.V.社製)を用い、酢酸エチル溶液中の光重合開始剤の濃度を4.0重量%にしたこと以外は、実施例1と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
ヒンダードアミン系光安定剤(Tinuvin123、BASF社製)を用い、酢酸エチル溶液中のヒンダードアミン系光安定剤の濃度を0.5重量%にしたこと以外は、実施例12と同様にして、TMPTAが溶解した粘着剤層を含む粘着剤シートAを得た。
ヒンダードアミン系光安定剤(Tinuvin123、デカン二酸ビス(2,2,6,6-テトラメチル-1(オクチルオキシ)-4-ピペリジニル)エステル)をChemDraw 19.0を用いて化学構造式を描き、計算モジュールであるケモインフォマティクスプラットフォームMOSES(Molecular Networks GmbH(ドイツ、エルランゲン))を用いて算出された計算pKaは、4.94である。
実施例1~14、比較例1~7で得られた粘着剤シートの剥離フィルムを剥がし、幅40mm、長さ20mmの試験片を作製した。この試験片を長さ方向で巻き返して、円筒形のものを作製した(円筒の長さが40mmとなる)。この際、内部に空隙がないように作製した。円筒の長さ方向の両端部10mmをオートグラフ(AG-X plus 200N、(株)島津製作所製)のチャックでつまんだ(チャック間の距離が20mmとなる)。オートグラフによりチャック間の距離が80mmになるまで引っ張り、チャック間の距離が80mmのまま、300秒間保持した。[300秒間保持後の応力/長さ×糊厚]の計算式により残存応力[N/cm2]を求めた。
粘着剤シート作製初期の残存応力と、粘着剤シートを50℃の恒温槽で4週間保管した後の粘着剤シートの残存応力を求め、下記式より残存応力の変化率(%)を算出した。
残存応力変化率(%)=(50℃4週間保管後の残存応力-初期残存応力)/(初期残存応力)×100
以下の基準で粘着剤シートの保存安定性を評価した。結果を表1に示す。
◎ ・・・残存応力変化率が30%以下
〇 ・・・残存応力変化率が30%を超え、50%以下
△ ・・・残存応力変化率が50%を超え、70%以下
× ・・・残存応力変化率が70%を超え、100%以下
××・・・残存応力変化率が100%を超える
〔付記1〕放射線照射により硬化する粘着剤層を有する粘着剤シートであって、
前記粘着剤層は、光重合開始剤と、架橋剤とを含み、
前記放射線照射による硬化は、前記光重合開始剤と、架橋剤との反応により硬化するものであり、
前記粘着剤層を、50℃で4週間保管した場合の下記式で表される残存応力(N/cm2)の変化率が70%以下であることを特徴とする放射線硬化性粘着剤シート。
残存応力変化率(%)=(50℃4週間保管後の残存応力-初期残存応力)/(初期残存応力)×100
〔付記2〕放射線照射により硬化する粘着剤層を有する粘着剤シートであって、
前記粘着剤層は、第1の光重合開始剤と、第1の架橋剤との反応により硬化したものであり、
前記粘着剤層は、第2の光重合開始剤と、第2の架橋剤とを含み、
前記放射線照射による硬化は、前記第2の光重合開始剤と、第2の架橋剤との反応により硬化するものであり、
前記第2の光重合開始剤のpKaが、5~12.7である、付記1に記載の放射線硬化性粘着剤シート。
〔付記3〕前記第2の光重合開始剤及び前記第2の架橋剤が、前記粘着剤層に溶解している、付記2に記載の放射線硬化性粘着剤シート。
〔付記4〕前記第2の光重合開始剤が、第1の光重合開始剤と同一である、付記2又は3に記載の放射線硬化性粘着剤シート。
〔付記5〕前記粘着剤層は、相対向する2つの主面を有する単一層であり、
前記単一層の粘着剤層を厚さ方向に等分に2分割した場合における
前記2つの主面の一方の第1の主面が属する領域の前記光重合開始剤(第2の光重合開始剤)及び架橋剤(第2の架橋剤)の濃度と、他方の第2の主面が属する領域の前記重合開始剤(第2の光重合開始剤)及び架橋剤(第2の架橋剤)の濃度が異なる、付記1~4のいずれか1つに記載の放射線硬化性粘着剤シート。
〔付記6〕前記単一層の粘着剤層が厚さ方向に前記光重合開始剤(第2の光重合開始剤)及び架橋剤(第2の架橋剤)の濃度勾配を有する、付記5に記載の放射線硬化性粘着剤シート。
〔付記7〕前記粘着剤層の厚みが、5~500μmである、付記1~6のいずれか1つに記載の放射線硬化性粘着剤シート。
〔付記8〕付記1~7のいずれか1つに記載の放射線硬化性粘着剤シートの製造方法であって、
支持体上に、粘着剤ベース材料により形成される粘着剤層を形成し、
前記粘着剤層を硬化させ、
光重合開始剤(第2の光重合開始剤)および架橋剤(第2の架橋剤)の溶液を準備し、
前記硬化した粘着剤層の一方の面に前記溶液を塗布して、
該溶液に含まれる前記光重合開始剤(第2の光重合開始剤)および架橋剤(第2の架橋剤)を、前記粘着剤層の前記一方の面から厚み方向に浸透させ、
前記粘着剤層を乾燥させる
工程を含むことを特徴とする、放射線硬化性粘着剤シートの製造方法。
〔付記9〕前記光重合開始剤(第2の光重合開始剤)と、前記架橋剤(第2の架橋剤)とを含む溶液は、前記光重合開始剤と、前記架橋剤とを溶媒に溶解させた溶液であり、
前記粘着剤層を乾燥させることによって前記溶液の溶媒を蒸発させる工程を含む、付記8に記載の粘着剤シートの製造方法。
〔付記10〕前記支持体が剥離シートである、付記8または9に記載の放射線硬化性粘着剤シートの製造方法。
〔付記11〕さらに、前記粘着剤層の前記支持体とは反対側の表面に剥離シートを貼り合わせる工程を含む、付記8~10のいずれか1つに記載の放射線硬化性粘着剤シートの製造方法。
〔付記12〕光学部材からなる基板と、
粘着剤層とを含む、光学部材積層体であって、
前記光学部材からなる基板の主面に粘着剤層が積層されており、
前記粘着剤層が、付記1~7のいずれか1つに記載の放射線硬化性粘着剤シートの粘着剤層の硬化物である、光学部材積層体。
〔付記13〕前記光学部材からなる基板の主面が印刷層を有し、
前記粘着剤層が、前記光学部材からなる基板の主面と前記印刷層との間の段差を埋めるように積層されている、付記12に記載の光学部材積層体。
〔付記14〕前記硬化物が、前記重合開始剤と、架橋剤との反応による硬化物である、付記12又は13に記載の光学部材積層体。
1a 放射線硬化性粘着剤シート
1b 放射線硬化性粘着剤シート
2 光学部材積層体
2a 光学部材積層体
2b 光学部材積層体
10a 粘着剤層(硬化前)
10 粘着剤層(硬化後)
10c 粘着剤層(硬化後)
S1、S2 支持体(剥離シート)
U:紫外線
11a 光重合開始剤
11b 架橋剤
11c 架橋構造
12 光重合開始剤及び架橋剤の溶液
13 溶媒
S3、S4 光学部材
20 基板(光学部材)
30 印刷層
Claims (1)
- 放射線照射により硬化する粘着剤層を有する粘着剤シートであって、
前記粘着剤層は、光重合開始剤と、架橋剤とを含み、
前記放射線照射による硬化は、前記光重合開始剤と、架橋剤との反応により硬化するものであり、
前記粘着剤層を、50℃で4週間保管した場合の下記式で表される残存応力(N/cm2)の変化率が70%以下であることを特徴とする放射線硬化性粘着剤シート。
残存応力変化率(%)=(50℃4週間保管後の残存応力-初期残存応力)/(初期残存応力)×100
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1020237036692A KR20230163477A (ko) | 2021-03-30 | 2022-03-24 | 방사선 경화성 점착제 시트 |
CN202280026196.4A CN117120566A (zh) | 2021-03-30 | 2022-03-24 | 辐射固化性粘合剂片 |
US18/284,135 US20240182756A1 (en) | 2021-03-30 | 2022-03-24 | Radiation-curable adhesive sheet |
EP22780491.1A EP4317345A1 (en) | 2021-03-30 | 2022-03-24 | Radiation-curable adhesive sheet |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2021058810A JP2022155359A (ja) | 2021-03-30 | 2021-03-30 | 放射線硬化性粘着剤シート |
JP2021-058810 | 2021-03-30 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2022210277A1 true WO2022210277A1 (ja) | 2022-10-06 |
Family
ID=83458792
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2022/014047 WO2022210277A1 (ja) | 2021-03-30 | 2022-03-24 | 放射線硬化性粘着剤シート |
Country Status (7)
Country | Link |
---|---|
US (1) | US20240182756A1 (ja) |
EP (1) | EP4317345A1 (ja) |
JP (1) | JP2022155359A (ja) |
KR (1) | KR20230163477A (ja) |
CN (1) | CN117120566A (ja) |
TW (1) | TW202300615A (ja) |
WO (1) | WO2022210277A1 (ja) |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2016170875A1 (ja) | 2015-04-22 | 2016-10-27 | Dic株式会社 | 紫外線硬化型粘着シート、及び、粘着シート |
CN106543907A (zh) * | 2015-09-18 | 2017-03-29 | 深圳德邦界面材料有限公司 | 一种可双重固化的液态光学透明胶及其制备方法 |
CN109796880A (zh) * | 2018-12-27 | 2019-05-24 | 新纶科技(常州)有限公司 | 一种交联型橡胶胶黏剂和应用该胶黏剂的高粘结强度减震消音胶带及其制备方法 |
JP2020118918A (ja) * | 2019-01-28 | 2020-08-06 | 日東電工株式会社 | 積層体、光学フィルム、ならびに画像表示装置およびその製造方法 |
-
2021
- 2021-03-30 JP JP2021058810A patent/JP2022155359A/ja active Pending
-
2022
- 2022-03-24 US US18/284,135 patent/US20240182756A1/en active Pending
- 2022-03-24 CN CN202280026196.4A patent/CN117120566A/zh active Pending
- 2022-03-24 KR KR1020237036692A patent/KR20230163477A/ko unknown
- 2022-03-24 WO PCT/JP2022/014047 patent/WO2022210277A1/ja active Application Filing
- 2022-03-24 EP EP22780491.1A patent/EP4317345A1/en active Pending
- 2022-03-29 TW TW111111923A patent/TW202300615A/zh unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2016170875A1 (ja) | 2015-04-22 | 2016-10-27 | Dic株式会社 | 紫外線硬化型粘着シート、及び、粘着シート |
CN106543907A (zh) * | 2015-09-18 | 2017-03-29 | 深圳德邦界面材料有限公司 | 一种可双重固化的液态光学透明胶及其制备方法 |
CN109796880A (zh) * | 2018-12-27 | 2019-05-24 | 新纶科技(常州)有限公司 | 一种交联型橡胶胶黏剂和应用该胶黏剂的高粘结强度减震消音胶带及其制备方法 |
JP2020118918A (ja) * | 2019-01-28 | 2020-08-06 | 日東電工株式会社 | 積層体、光学フィルム、ならびに画像表示装置およびその製造方法 |
Also Published As
Publication number | Publication date |
---|---|
CN117120566A (zh) | 2023-11-24 |
US20240182756A1 (en) | 2024-06-06 |
EP4317345A1 (en) | 2024-02-07 |
TW202300615A (zh) | 2023-01-01 |
JP2022155359A (ja) | 2022-10-13 |
KR20230163477A (ko) | 2023-11-30 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6077618B2 (ja) | 片保護偏光フィルム、粘着剤層付偏光フィルム、画像表示装置およびその連続製造方法 | |
JP6077619B2 (ja) | 片保護偏光フィルム、粘着剤層付偏光フィルム、画像表示装置およびその連続製造方法 | |
US20160109631A1 (en) | Optical film with pressure sensitive adhesive on both sides and method for producing image display device using thereof, and method for suppressing curl of optical film with pressure sensitive adhesive on both sides | |
WO2021193747A1 (ja) | 粘着剤シートの製造方法及び粘着剤シート | |
JP2016001317A (ja) | 粘着剤組成物、偏光板及び液晶表示装置 | |
CN108780179B (zh) | 带透明树脂层的单侧保护偏振膜的制造方法、带粘合剂层的偏振膜的制造方法、光学层叠体的制造方法 | |
WO2016052549A1 (ja) | 片保護偏光フィルム、粘着剤層付偏光フィルム、画像表示装置およびその連続製造方法 | |
JP2020160461A (ja) | フレキシブル偏光膜、その製造方法および画像表示装置 | |
JP2020160462A (ja) | フレキシブル偏光膜、その製造方法および画像表示装置 | |
JP2020160460A (ja) | フレキシブル偏光膜、その製造方法および画像表示装置 | |
JP2021144241A (ja) | 粘着剤層付き偏光フィルム、及び画像表示装置 | |
CN108780181B (zh) | 带粘合剂层的单侧保护偏振膜的制造方法 | |
JP6727370B2 (ja) | 紫外線硬化型アクリル系粘着剤組成物、紫外線硬化型アクリル系粘着剤層、粘着剤層付き偏光フィルム、紫外線硬化型アクリル系粘着剤層の製造方法、及び画像表示装置 | |
WO2022210277A1 (ja) | 放射線硬化性粘着剤シート | |
WO2022210275A1 (ja) | 放射線硬化性粘着剤シート | |
WO2022210276A1 (ja) | 放射線硬化性粘着剤シート | |
JP2021011516A (ja) | 粘着シート、粘着剤付き光学フィルム、および画像表示装置の製造方法 | |
JP2017067807A (ja) | 片保護偏光フィルム、粘着剤層付偏光フィルム、画像表示装置およびその連続製造方法 | |
JP2021155733A (ja) | 粘着剤シートの製造方法及び粘着剤シート | |
JP6803951B2 (ja) | 両面粘着剤付き光学フィルム、およびそれを用いた画像表示装置の製造方法、ならびに両面粘着剤付き光学フィルムのカール抑制方法 | |
WO2016052534A1 (ja) | 片保護偏光フィルム、粘着剤層付偏光フィルム、画像表示装置およびその連続製造方法 | |
WO2024203367A1 (ja) | 粘着シート用光硬化性組成物、粘着シート、光学積層体及び画像表示装置 | |
TW202031493A (zh) | 積層體、光學膜、以及影像顯示裝置及其製造方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 22780491 Country of ref document: EP Kind code of ref document: A1 |
|
WWE | Wipo information: entry into national phase |
Ref document number: 18284135 Country of ref document: US |
|
ENP | Entry into the national phase |
Ref document number: 20237036692 Country of ref document: KR Kind code of ref document: A |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2022780491 Country of ref document: EP |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
ENP | Entry into the national phase |
Ref document number: 2022780491 Country of ref document: EP Effective date: 20231030 |