WO2022196987A1 - 점착제 조성물, 이를 이용하여 제조된 점착 시트, 광학 부재 및 표시 장치 - Google Patents
점착제 조성물, 이를 이용하여 제조된 점착 시트, 광학 부재 및 표시 장치 Download PDFInfo
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- WO2022196987A1 WO2022196987A1 PCT/KR2022/003047 KR2022003047W WO2022196987A1 WO 2022196987 A1 WO2022196987 A1 WO 2022196987A1 KR 2022003047 W KR2022003047 W KR 2022003047W WO 2022196987 A1 WO2022196987 A1 WO 2022196987A1
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- WIPO (PCT)
- Prior art keywords
- acrylate
- meth
- sensitive adhesive
- pressure
- adhesive composition
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 87
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 29
- 230000003287 optical effect Effects 0.000 title claims abstract description 28
- 239000000853 adhesive Substances 0.000 title claims abstract description 26
- 229920006243 acrylic copolymer Polymers 0.000 claims abstract description 35
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 136
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 115
- 239000000178 monomer Substances 0.000 claims description 96
- -1 pentabromophenyl Chemical group 0.000 claims description 70
- 239000010410 layer Substances 0.000 claims description 45
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 25
- 239000002105 nanoparticle Substances 0.000 claims description 23
- 229920001519 homopolymer Polymers 0.000 claims description 21
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- 125000000524 functional group Chemical group 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 8
- 239000003431 cross linking reagent Substances 0.000 claims description 7
- 238000001029 thermal curing Methods 0.000 claims description 7
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 claims description 6
- 239000012948 isocyanate Substances 0.000 claims description 6
- 150000002513 isocyanates Chemical class 0.000 claims description 6
- 229910000859 α-Fe Inorganic materials 0.000 claims description 6
- OADIZUFHUPTFAG-UHFFFAOYSA-N 2-[2-(2-ethylhexoxy)ethoxy]ethanol Chemical compound CCCCC(CC)COCCOCCO OADIZUFHUPTFAG-UHFFFAOYSA-N 0.000 claims description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 5
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 claims description 5
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 claims description 5
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 4
- 125000003368 amide group Chemical group 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 4
- 125000003700 epoxy group Chemical group 0.000 claims description 4
- 125000001033 ether group Chemical group 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 230000009477 glass transition Effects 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 125000005462 imide group Chemical group 0.000 claims description 4
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 claims description 4
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 4
- 229920001567 vinyl ester resin Polymers 0.000 claims description 4
- 229920002554 vinyl polymer Polymers 0.000 claims description 4
- 239000011787 zinc oxide Substances 0.000 claims description 4
- 229910001928 zirconium oxide Inorganic materials 0.000 claims description 4
- 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 claims description 3
- 229910000505 Al2TiO5 Inorganic materials 0.000 claims description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 3
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 3
- AYJRCSIUFZENHW-DEQYMQKBSA-L barium(2+);oxomethanediolate Chemical compound [Ba+2].[O-][14C]([O-])=O AYJRCSIUFZENHW-DEQYMQKBSA-L 0.000 claims description 3
- 229910017052 cobalt Inorganic materials 0.000 claims description 3
- 239000010941 cobalt Substances 0.000 claims description 3
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 3
- UWXJKSWTTNLDIF-UHFFFAOYSA-N ethyne;yttrium Chemical compound [Y].[C-]#[C] UWXJKSWTTNLDIF-UHFFFAOYSA-N 0.000 claims description 3
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 claims description 3
- 239000000395 magnesium oxide Substances 0.000 claims description 3
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 3
- 239000000391 magnesium silicate Substances 0.000 claims description 3
- 229910052919 magnesium silicate Inorganic materials 0.000 claims description 3
- 235000019792 magnesium silicate Nutrition 0.000 claims description 3
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- NQNBVCBUOCNRFZ-UHFFFAOYSA-N nickel ferrite Chemical compound [Ni]=O.O=[Fe]O[Fe]=O NQNBVCBUOCNRFZ-UHFFFAOYSA-N 0.000 claims description 3
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 3
- AABBHSMFGKYLKE-SNAWJCMRSA-N propan-2-yl (e)-but-2-enoate Chemical compound C\C=C\C(=O)OC(C)C AABBHSMFGKYLKE-SNAWJCMRSA-N 0.000 claims description 3
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
- 229910052710 silicon Inorganic materials 0.000 claims description 3
- 239000010703 silicon Substances 0.000 claims description 3
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 claims description 3
- 229910010271 silicon carbide Inorganic materials 0.000 claims description 3
- VEALVRVVWBQVSL-UHFFFAOYSA-N strontium titanate Chemical compound [Sr+2].[O-][Ti]([O-])=O VEALVRVVWBQVSL-UHFFFAOYSA-N 0.000 claims description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 claims description 3
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 claims description 3
- 229960001763 zinc sulfate Drugs 0.000 claims description 3
- 229910000368 zinc sulfate Inorganic materials 0.000 claims description 3
- 229910052726 zirconium Inorganic materials 0.000 claims description 3
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 claims description 3
- XBYXAXCEHOPRPY-UHFFFAOYSA-N 1,1,8,8,8-pentafluorooctyl prop-2-enoate Chemical compound FC(F)(F)CCCCCCC(F)(F)OC(=O)C=C XBYXAXCEHOPRPY-UHFFFAOYSA-N 0.000 claims description 2
- 125000004018 acid anhydride group Chemical group 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- 125000005978 1-naphthyloxy group Chemical group 0.000 claims 1
- 239000010408 film Substances 0.000 description 36
- 229920005989 resin Polymers 0.000 description 18
- 239000011347 resin Substances 0.000 description 18
- 150000002430 hydrocarbons Chemical group 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 10
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 238000002834 transmittance Methods 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 6
- 239000002313 adhesive film Substances 0.000 description 5
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 239000012788 optical film Substances 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 229920000139 polyethylene terephthalate Polymers 0.000 description 5
- 239000005020 polyethylene terephthalate Substances 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 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 4
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 239000012790 adhesive layer Substances 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 4
- OEURXIFGOPBMJF-UHFFFAOYSA-N 1-o-(2-hydroxyethyl) 2-o-(2-prop-2-enoyloxyethyl) benzene-1,2-dicarboxylate Chemical compound OCCOC(=O)C1=CC=CC=C1C(=O)OCCOC(=O)C=C OEURXIFGOPBMJF-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 150000008065 acid anhydrides Chemical class 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000012965 benzophenone Substances 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 238000001723 curing Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 238000007142 ring opening reaction Methods 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 229920001187 thermosetting polymer Polymers 0.000 description 3
- 239000013638 trimer Substances 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- BKKVYNMMVYEBGR-UHFFFAOYSA-N (2,3,4,5,6-pentabromophenyl) prop-2-enoate Chemical compound BrC1=C(Br)C(Br)=C(OC(=O)C=C)C(Br)=C1Br BKKVYNMMVYEBGR-UHFFFAOYSA-N 0.000 description 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 2
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 2
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 2
- TVQDRZGNLJFEQK-UHFFFAOYSA-N 2-naphthalen-2-ylsulfanylethyl prop-2-enoate Chemical compound C1=CC=CC2=CC(SCCOC(=O)C=C)=CC=C21 TVQDRZGNLJFEQK-UHFFFAOYSA-N 0.000 description 2
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 2
- WNJWHQIMUOWKLD-UHFFFAOYSA-N 6-naphthalen-1-yloxyhexyl prop-2-enoate Chemical compound C1=CC=C2C(OCCCCCCOC(=O)C=C)=CC=CC2=C1 WNJWHQIMUOWKLD-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-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
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
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- 244000028419 Styrax benzoin Species 0.000 description 2
- 235000000126 Styrax benzoin Nutrition 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
- 235000008411 Sumatra benzointree Nutrition 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 229960002130 benzoin Drugs 0.000 description 2
- 239000002041 carbon nanotube Substances 0.000 description 2
- 229910021393 carbon nanotube Inorganic materials 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 235000019382 gum benzoic Nutrition 0.000 description 2
- 238000013007 heat curing Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000004973 liquid crystal related substance Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 238000000016 photochemical curing Methods 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 229940014800 succinic anhydride Drugs 0.000 description 2
- 229920005992 thermoplastic resin Polymers 0.000 description 2
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 2
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-UHFFFAOYSA-N 0.000 description 1
- 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
- IAUGBVWVWDTCJV-UHFFFAOYSA-N 1-(prop-2-enoylamino)propane-1-sulfonic acid Chemical compound CCC(S(O)(=O)=O)NC(=O)C=C IAUGBVWVWDTCJV-UHFFFAOYSA-N 0.000 description 1
- WHVCGSUZBJVDAE-UHFFFAOYSA-N 1-[4,5-diphenyl-2-(2,4,6-tribromophenyl)imidazol-2-yl]-4,5-diphenyl-2-(2,4,6-tribromophenyl)imidazole Chemical compound BrC1=CC(Br)=CC(Br)=C1C(N1C2(N=C(C(=N2)C=2C=CC=CC=2)C=2C=CC=CC=2)C=2C(=CC(Br)=CC=2Br)Br)=NC(C=2C=CC=CC=2)=C1C1=CC=CC=C1 WHVCGSUZBJVDAE-UHFFFAOYSA-N 0.000 description 1
- RWEAGLZFYKQPLZ-UHFFFAOYSA-N 1-[4,5-diphenyl-2-(2,4,6-trichlorophenyl)imidazol-2-yl]-4,5-diphenyl-2-(2,4,6-trichlorophenyl)imidazole Chemical compound ClC1=CC(Cl)=CC(Cl)=C1C(N1C2(N=C(C(=N2)C=2C=CC=CC=2)C=2C=CC=CC=2)C=2C(=CC(Cl)=CC=2Cl)Cl)=NC(C=2C=CC=CC=2)=C1C1=CC=CC=C1 RWEAGLZFYKQPLZ-UHFFFAOYSA-N 0.000 description 1
- VKQJCUYEEABXNK-UHFFFAOYSA-N 1-chloro-4-propoxythioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C(OCCC)=CC=C2Cl VKQJCUYEEABXNK-UHFFFAOYSA-N 0.000 description 1
- SDXHBDVTZNMBEW-UHFFFAOYSA-N 1-ethoxy-2-(2-hydroxyethoxy)ethanol Chemical compound CCOC(O)COCCO SDXHBDVTZNMBEW-UHFFFAOYSA-N 0.000 description 1
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 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
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 description 1
- UXCIJKOCUAQMKD-UHFFFAOYSA-N 2,4-dichlorothioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC(Cl)=C3SC2=C1 UXCIJKOCUAQMKD-UHFFFAOYSA-N 0.000 description 1
- BTJPUDCSZVCXFQ-UHFFFAOYSA-N 2,4-diethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC(CC)=C3SC2=C1 BTJPUDCSZVCXFQ-UHFFFAOYSA-N 0.000 description 1
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- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 229920002530 polyetherether ketone Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 description 1
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- BWYYYTVSBPRQCN-UHFFFAOYSA-M sodium;ethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=C BWYYYTVSBPRQCN-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical compound O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- QHGNHLZPVBIIPX-UHFFFAOYSA-N tin(ii) oxide Chemical class [Sn]=O QHGNHLZPVBIIPX-UHFFFAOYSA-N 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-N triethylamine Natural products CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
-
- C—CHEMISTRY; METALLURGY
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/29—Compounds containing one or more carbon-to-nitrogen double 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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/04—Non-macromolecular additives inorganic
-
- 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
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- 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
- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/326—Applications of adhesives in processes or use of adhesives in the form of films or foils for bonding electronic components such as wafers, chips or semiconductors
-
- 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
Definitions
- the present invention relates to a pressure-sensitive adhesive composition, a pressure-sensitive adhesive sheet manufactured using the same, an optical member, and a display device.
- the flat panel display includes a liquid crystal display (LCD), a plasma display panel (PDP), an organic electroluminescence display (OLED), and the like.
- a flat panel display device includes a display panel and an optical film.
- As the optical film a polarizing film, a retardation film, an anti-glare film, a wide viewing angle compensation film, a brightness improving film, and the like are used.
- OCA optically clear adhesive
- PSA pressure sensitive adhesive
- the optical pressure-sensitive adhesive requires high transmittance and low haze, and must satisfy physical properties such as adhesion to various substrates, durability such as heat resistance and moisture resistance. In addition, if a defect occurs on the surface of the display panel or optical film, reworkability is also required for smooth replacement.
- a touch screen panel (hereinafter, referred to as a 'touch panel'), which is an optical display element, is formed on the display surface side of the flat panel display, etc., and the display device and the coordinate axis are recognized immediately.
- a touch screen panel hereinafter, referred to as a 'touch panel'
- the display device and the coordinate axis are recognized immediately.
- the capacitive method composed of two conductive ITO (Indium Tin Oxide) layers detects signals through electromagnetic changes rather than physical contact between the upper and lower electrodes. For this reason, the capacitive method has been widely used in recent years.
- ITO Indium Tin Oxide
- the optical adhesive is provided between the touch panel and the optical member and may be used to bond the two devices.
- an indium tin oxide (ITO) layer for implementing a capacitive touch panel has a step difference due to patterning, and thus there is a problem of visibility due to a difference in refractive index.
- Korean Patent Application Laid-Open No. 10-2016-0045199 discloses an adhesive film having excellent adhesion between various substrates while containing nanoparticles of high refractive index in the adhesive film, which is higher than 1.48, the refractive index of a general adhesive, and have.
- the adhesive film contains nanoparticles, haze properties may be poor, and when nanoparticles of 100 nm or less are used, there is a problem in that the viscosity of the crude liquid increases. necessity is raised
- An object of the present invention is to provide a pressure-sensitive adhesive composition having an improved refractive index.
- Another object of the present invention is to provide a pressure-sensitive adhesive composition having improved step water absorption.
- an object of the present invention is to provide a pressure-sensitive adhesive composition having improved haze properties.
- Another object of the present invention is to provide a pressure-sensitive adhesive sheet prepared by using the pressure-sensitive adhesive composition.
- this invention makes it an object of invention to provide the optical member containing the adhesive layer formed from the said adhesive composition.
- Another object of the present invention is to provide a display device including the optical member.
- the present invention relates to a pressure-sensitive adhesive composition
- a pressure-sensitive adhesive composition comprising an acrylic copolymer having a refractive index of 1.55 to 1.70.
- the acrylic copolymer may include a repeating unit derived from a high refractive acrylic monomer having a refractive index of 1.58 or more of the homopolymer.
- the high refractive acrylic monomer having a refractive index of 1.58 or more of the homopolymer is pentabromophenyl (meth) acrylate, 2-(naphthalen-2-yloxy) ethyl (meth) acrylate , 2- (naphthalen-2-ylthio) ethyl (meth) acrylate, biphenylmethyl (meth) acrylate and 1-pyrene methyl (meth) acrylate containing one or more selected from the group consisting of can
- the high refractive acrylic monomer having a refractive index of 1.58 or more of the homopolymer may be included in an amount of 10 to 70% by weight based on the total weight of the acrylic copolymer.
- the acrylic copolymer is at least one of a repeating unit derived from an acrylic monomer having a hydrocarbon group having 1 to 20 carbon atoms and a repeating unit derived from a polymerizable monomer having a crosslinkable functional group. may further include
- the acrylic monomer having a hydrocarbon group having 1 to 20 carbon atoms is methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl ( meth) acrylate, n-butyl (meth) acrylate, sec-butyl (meth) acrylate, t-butyl (meth) acrylate, isobutyl (meth) acrylate, pentyl (meth) acrylate, hexyl (meth) ) acrylate, 2-ethylhexyl (meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, isobornyl acrylate, n-nonyl (meth) acrylate, isononyl (meth) acrylate, n-decyl (meth)
- the polymerizable monomer having a crosslinkable functional group includes a sulfonic acid group-containing monomer, a phosphoric acid group-containing monomer, a cyano group-containing monomer, a vinyl ester monomer, an aromatic vinyl monomer, a carboxyl group-containing monomer, and an acid anhydride. It may include at least one selected from the group consisting of a group-containing monomer, a hydroxyl group-containing monomer, an amide group-containing monomer, an amino group-containing monomer, an imide group-containing monomer, an epoxy group-containing monomer, and an ether group-containing monomer.
- the pressure-sensitive adhesive composition may further include at least one or more of a photoinitiator, a thermal curing agent, and nanoparticles.
- the thermal curing agent may include an isocyanate-based crosslinking agent.
- the nanoparticles are titanium oxide, zinc oxide, zirconium oxide, magnesium oxide, zirconium titanate, zirconium silicate, strontium titanate, aluminum titanate, silicon ferrite, nickel ferrite. , cobalt ferrite, barium carbonate, silicon carbide, yttrium carbide, magnesium silicate, zinc sulfate, and may include one or more selected from the group consisting of barium sulfate.
- the glass transition temperature (Tg) of the pressure-sensitive adhesive composition may be -10 °C or less.
- the refractive index of the pressure-sensitive adhesive layer prepared by the pressure-sensitive adhesive composition may be 1.58 or more.
- the haze of the pressure-sensitive adhesive layer prepared by the pressure-sensitive adhesive composition may be less than 2%.
- this invention relates to the adhesive sheet manufactured using the said adhesive composition.
- the refractive index of the pressure-sensitive adhesive sheet may be 1.58 or more.
- this invention relates to the optical member containing the adhesive layer formed from the said adhesive composition.
- this invention relates to the display apparatus containing the said optical member.
- the refractive index is improved compared to the conventional pressure-sensitive adhesive composition, and the visibility may be improved without including a separate high refractive index pattern layer.
- the step absorbency is improved compared to the conventional pressure-sensitive adhesive composition, and may exhibit excellent reliability even in a wide temperature range.
- haze (Haze) characteristics are improved compared to the conventional pressure-sensitive adhesive composition, it may be particularly suitable for use as an optical pressure-sensitive adhesive.
- the pressure-sensitive adhesive composition according to the present invention it is possible to prevent an increase in the viscosity of the crude liquid compared to the conventional pressure-sensitive adhesive composition, and thus processability may be further improved.
- the present invention provides a pressure-sensitive adhesive composition
- a pressure-sensitive adhesive composition comprising an acrylic copolymer having a refractive index of 1.55 to 1.70, and a pressure-sensitive adhesive sheet, an optical member, and a display device manufactured using the same.
- the pressure-sensitive adhesive composition of the present invention by including the acrylic copolymer having a refractive index of 1.55 to 1.70, it is possible to improve the refractive index, haze (Haze) characteristics and reliability of the pressure-sensitive adhesive layer.
- (meth)acrylate described in the present invention is defined as a concept including both acrylates and methacrylates.
- the pressure-sensitive adhesive composition of the present invention may include an acrylic copolymer and, if necessary, further include at least one or more of a photoinitiator, a thermal curing agent, and nanoparticles.
- the adhesive composition of this invention has a glass transition temperature (Tg) of -10 degrees C or less.
- Tg glass transition temperature
- the pressure-sensitive adhesive layer formed by the pressure-sensitive adhesive composition may exhibit good adhesive properties.
- the pressure-sensitive adhesive layer prepared by the pressure-sensitive adhesive composition of the present invention may have a refractive index of 1.58 or more, more preferably 1.58 to 1.70, and most preferably, 1.60 to 1.70. In this case, visibility may be improved without including a separate high refractive index pattern layer in the display device including the touch panel.
- the pressure-sensitive adhesive layer prepared by the pressure-sensitive adhesive composition of the present invention can exhibit a high refractive index without including an excessive amount of nanoparticles, there is an advantage in terms of optical properties.
- haze may be less than 2%.
- the light transmittance is improved, and it may be particularly suitable for use as an optical adhesive for a display device or the like.
- the pressure-sensitive adhesive composition according to the present invention includes an acrylic copolymer for adhesion properties and durability.
- the acrylic copolymer preferably has a refractive index of 1.55 to 1.70.
- the refractive index of the acrylic copolymer is 1.55 to 1.70, it is close to the target refractive index of the pressure-sensitive adhesive layer or the pressure-sensitive adhesive sheet. Therefore, it is possible to implement a high refractive index of the pressure-sensitive adhesive layer even without including separate nanoparticles, there may be advantages in terms of fairness and light transmittance, and the elastic modulus may be improved to prevent deterioration of durability.
- by further including nanoparticles of high refractive index if necessary it is possible to exhibit a more improved refractive index compared to the conventional pressure-sensitive adhesive composition.
- the structure thereof is not particularly limited, but preferably includes a repeating unit derived from a high refractive acrylic monomer having a refractive index of 1.58 or more of a homopolymer.
- the high refractive acrylic monomer having a refractive index of 1.58 or more of the homopolymer is, for example, pentabromophenyl (meth)acrylate, 2-(naphthalen-2-yloxy)ethyl (meth) Acrylate (2-(Naphthalen-2-yloxy)ethyl (meth)acrylate), 2-(Naphthalen-2-ylthio)ethyl (meth)acrylate ), biphenyl methyl (meth) acrylate, and 1-pyrene methyl (meth) acrylate (1-Pyrene methyl (meth) acrylate) containing at least one selected from the group consisting of may be, but is not limited thereto as described above.
- the high refractive acrylic monomer having a refractive index of 1.58 or more of the homopolymer is not particularly limited as long as it can improve the refractive index and elastic modulus of the matrix, but it is included in an amount of 10 to 70% by weight based on the total weight of the acrylic copolymer. Preferably, it may be 15 to 60% by weight, more preferably.
- the content of the high refractive acrylic monomer having a refractive index of 1.58 or more of the homopolymer is less than 10% by weight, the effect of improving the refractive index and elastic modulus is insignificant, and when it exceeds 70% by weight, the adhesive properties and durability of the pressure-sensitive adhesive composition itself are reduced can be
- the acrylic copolymer further comprises at least one of a repeating unit derived from an acrylic monomer having a hydrocarbon group having 1 to 20 carbon atoms and a repeating unit derived from a polymerizable monomer having a crosslinkable functional group. may include.
- the acrylic monomer having a hydrocarbon group having 1 to 20 carbon atoms is preferably a (meth)acrylate-based monomer, but is not limited thereto.
- the hydrocarbon group may include an aliphatic hydrocarbon group and an aromatic hydrocarbon group.
- a hydrogen atom included in the hydrocarbon group may be substituted with an alkyl group, a halogen atom, an alkoxy group, a phenoxy group, or the like, and -CH 2 - included in the hydrocarbon group is a hetero atom such as an oxygen atom, a sulfur atom, or a nitrogen atom. Or -(CH 2 CH 2 O)m- may be substituted. In this case, m may be 1 to 4.
- the acrylic monomer having a hydrocarbon group having 1 to 20 carbon atoms is not particularly limited as long as it imparts adhesive properties or cohesive force to the pressure-sensitive adhesive composition.
- the acrylic monomer having a hydrocarbon group having 1 to 20 carbon atoms is methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) Acrylate, n-butyl (meth) acrylate, sec-butyl (meth) acrylate, t-butyl (meth) acrylate, isobutyl (meth) acrylate, pentyl (meth) acrylate, hexyl (meth) acrylic Rate, 2-ethylhexyl (meth) acrylate, n-octyl (meth) acrylate, isooctyl (meth) acrylate, isobornyl acrylate, n-nonyl (meth) acrylate, isononyl (meth) acrylate , n-decyl (meth) acrylate,
- the acrylic copolymer has a repeating unit derived from an acrylic monomer having a hydrocarbon group having 1 to 20 carbon atoms
- the acrylic monomer having a hydrocarbon group having 1 to 20 carbon atoms is used in an amount of 30 to 90% by weight based on the total weight of the acrylic copolymer. It is preferably included, and more preferably 30 to 60% by weight.
- the content of the acrylic monomer having a hydrocarbon group having 1 to 20 carbon atoms is less than 30% by weight, the adhesive force may be slightly lowered, and if it exceeds 90% by weight, the cohesive force may be somewhat reduced.
- the polymerizable monomer having the crosslinkable functional group is not particularly limited as long as it reacts with the crosslinking agent to impart cohesive force or adhesive strength by chemical bonding so that the cohesive force breakage of the pressure-sensitive adhesive does not occur under high temperature or humidity conditions.
- the polymerizable monomer having a crosslinkable functional group is a sulfonic acid group-containing monomer, a phosphoric acid group-containing monomer, a cyano group-containing monomer, a vinyl ester monomer, an aromatic vinyl monomer, a carboxyl group-containing monomer, an acid anhydride group-containing monomer It may include at least one selected from the group consisting of a monomer, a hydroxyl group-containing monomer, an amide group-containing monomer, an amino group-containing monomer, an imide group-containing monomer, an epoxy group-containing monomer, and an ether group-containing monomer.
- the sulfonic acid group-containing monomer is, for example, styrenesulfonic acid, allylsulfonic acid, 2-(meth)acrylamido-2-methylpropanesulfonic acid, (meth)acrylamidopropanesulfonic acid, sulfopropyl (meth)acrylate , (meth)acryloyloxynaphthalenesulfonic acid, sodium vinylsulfonate, and the like.
- Examples of the phosphoric acid group-containing monomer include 2-hydroxyethyl acryloyl phosphate, and the cyano group-containing monomer includes, for example, (meth)acrylonitrile.
- the vinyl ester monomer includes, for example, vinyl acetate, vinyl propionate, vinyl laurate, and the like, and the aromatic vinyl monomer is, for example, styrene, chlorostyrene, chloromethylstyrene, ⁇ -methylstyrene, and other substituted styrenes.
- the carboxyl group-containing monomer for example, monoacids such as (meth)acrylic acid, crotonic acid, isocrotonic acid, carboxyethyl (meth)acrylate, and carboxypentyl (meth)acrylate; diacids such as maleic acid, itaconic acid and fumaric acid and monoalkyl esters thereof; Ring-opening adduct of succinic acid anhydride of 2-hydroxyalkyl (meth)acrylate having 2 to 3 carbon atoms in the alkyl group, and ring-opening adduct of succinic anhydride in hydroxyalkylene glycol (meth)acrylate having 2 to 4 carbon atoms in the alkylene group , a compound obtained by ring-opening addition of succinic anhydride to the caprolactone adduct of 2-hydroxyalkyl (meth)acrylate having 2 to 3 carbon atoms in the alkyl group, among which (meth)acrylic acid is preferable.
- the acid anhydride-containing monomer includes, for example, maleic anhydride, itaconic anhydride, and acid anhydrides thereof
- the hydroxyl group-containing monomer is, for example, 2-hydroxyethyl (meth)acrylate , 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, 8-hydroxyoctyl (meth) acrylate, 10-hydroxydecyl (meth)acrylate, 12-hydroxylauryl (meth)acrylate, (4-hydroxymethylcyclohexyl)methyl acrylate, N-methylol (meth)acrylamide, vinyl alcohol, allyl alcohol, 2-hydroxy hydroxyethyl vinyl ether, 4-hydroxybutyl vinyl ether, diethylene glycol monovinyl ether, 2-acryloyloxyethyl-2-hydroxyethyl phthalate, etc. are mentioned.
- the amide group-containing monomer is, for example, (meth) acrylamide, N-isopropyl acrylamide, N-tert-butyl acrylamide, 3-hydroxypropyl (meth) acrylamide, 4-hydroxybutyl (meth) ) Acrylamide, 6-hydroxyhexyl (meth)acrylamide, 8-hydroxyoctyl (meth)acrylamide, 2-hydroxyethylhexyl (meth)acrylamide, etc. are mentioned.
- the amino group-containing monomer is, for example, N,N- (dimethylamino) ethyl (meth) acrylate, N, N- (diethylamino) ethyl (meth) acrylate, N, N- (dimethylamino) propyl (meth)acrylate etc. are mentioned, As for the said imide group containing monomer, cyclohexyl maleimide, isopropyl maleimide, etc. are mentioned, for example.
- the epoxy group-containing monomer includes, for example, (meth) glycidyl acrylate, methyl glycidyl (meth) acrylate, and the like, and the ether group-containing monomer is, for example, 3-methoxybutyl (meth) ) acrylate, 2-methoxyethyl (meth) acrylate, 3-methoxypropyl (meth) acrylate, 2-methoxybutyl (meth) acrylate and oxypolyethylene glycol acrylate, ethoxy-diethylene glycol (meth) acrylate, and ethyl carbitol (meth) acrylate.
- the ether group-containing monomer is, for example, 3-methoxybutyl (meth) ) acrylate, 2-methoxyethyl (meth) acrylate, 3-methoxypropyl (meth) acrylate, 2-methoxybutyl (meth) acrylate and oxypolyethylene glyco
- the polymerizable monomer having a crosslinkable functional group is preferably included in an amount of 0.05 to 10% by weight based on the total weight of the acrylic copolymer. and more preferably 1 to 10% by weight.
- the content of the polymerizable monomer having a crosslinkable functional group is less than 0.05% by weight, the durability may decrease as the cohesive force of the pressure-sensitive adhesive composition decreases, and if it exceeds 10% by weight, the adhesive strength and durability may be somewhat reduced.
- the acrylic copolymer may further include other monomers commonly used in the art to which the present invention pertains within a range that does not reduce adhesive strength in addition to the above monomers, for example, to the total weight of the acrylic copolymer It may be further included in an amount of 10% by weight or less.
- the acrylic copolymer may have a weight average molecular weight (in terms of polystyrene; Mw) measured by Gel Permeation Chromatography (GPC) of 500,000 to 2 million, more preferably 700,000 to 1.7 million .
- Mw weight average molecular weight measured by Gel Permeation Chromatography
- GPC Gel Permeation Chromatography
- Degradation may occur, and if it exceeds 2 million, the viscosity of the adhesive resin composition is too high when manufacturing the adhesive film, so a large amount of monomer is required to dilute to meet the appropriate viscosity required for manufacturing, and accordingly, high energy during UV polymerization and curing may be required or unreacted monomers may remain.
- the manufacturing method of the said acrylic copolymer is not specifically limited.
- methods such as bulk polymerization, solution polymerization, emulsion polymerization, suspension polymerization, UV polymerization, which are commonly used in the art to which the present invention pertains, may be used, and preferably, solution polymerization or UV polymerization may be used. have.
- the pressure-sensitive adhesive composition of the present invention may further include a photoinitiator in order to efficiently induce a photocuring reaction even in light of a UV band, for example, a wavelength of 400 nm or less.
- the photoinitiator is not particularly limited as long as it is a component capable of initiating a photocuring reaction due to irradiation with actinic light, and a conventionally developed photoinitiator may be used.
- the photoinitiator of the present invention in one or more embodiments, is selected from the group consisting of acetophenone-based, benzophenone-based, triazine-based, thioxanthone-based, oxime-based, benzoin-based, and biimidazole-based compounds It may include one or more.
- acetophenone-based compound examples include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethylketal, and 2-hydroxy-1-[4-( 2-hydroxyethoxy)phenyl]-2-methylpropan-1-one, 1-hydroxycyclohexylphenylketone, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropane-1 -one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)butan-1-one, 2-hydroxy-2-methyl[4-(1-methylvinyl)phenyl]propane-1 -On oligomers, etc. are mentioned.
- benzophenone-based compound examples include benzophenone, 2,2'-hydroxy-4,4'-dimethoxybenzophenone, methyl o-benzoylbenzoate, 4-phenylzophenone, and 4-benzoyl-4.
- benzophenone 2,2'-hydroxy-4,4'-dimethoxybenzophenone, methyl o-benzoylbenzoate, 4-phenylzophenone, and 4-benzoyl-4.
- '-methyldiphenyl sulfide, 3,3',4,4'-tetra(t-butylperoxycarbonyl)benzophenone, 2,4,6-trimethylbenzophenone, etc. are mentioned.
- triazine-based compound examples include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl). )-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)-1,3,5- Triazine, 2,4-bis(trichloromethyl)-6-[2-(5-methylfuran-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloro methyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino) -2-methylphenyl)ethenyl]-1,3,5-triazine, 2,4-bis(trichlor
- thioxanthone-based compound examples include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 1- Chloro-4-propoxythioxanthone etc. are mentioned.
- Examples of the oxime compound include 1-[4-(phenylthio)phenyl]-heptane-1,2-dione 2-(O-benzoyloxime), 1-[4-(phenylthio)phenyl] -octane-1,2-dione 2-(O-benzoyloxime), 1-[4-(benzoyl)phenyl]-octane-1,2-dione 2-(O-benzoyloxime), 1-[9-ethyl -6-(2-methylbenzoyl)-9H-carbazol-3-yl]-ethanone 1-(O-acetyloxime), 1-[9-ethyl-6-(3-methylbenzoyl)-9H-carb bazol-3-yl]-ethanone 1-(O-acetyloxime), 1-(9-ethyl-6-benzoyl-9H-carbazol-3-yl)-ethanone 1-(O-acetyloxime), Ethanone-1-[9-
- benzoin type compound benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzo isobutyl ether, etc. are mentioned, for example.
- biimidazole compound examples include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetrakis(4-ethoxycarbonylphenyl)-1; 2'-biimidazole, 2,2'-bis(2-bromophenyl)-4,4',5,5'-tetrakis(4-ethoxycarbonylphenyl)-1,2'-biimi Dazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis(2,4-dichlorophenyl) )-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis(2,4,6-trichlorophenyl)-4,4',5,5 '-Tetraphenyl-1,2'-biimidazole, 2,2'-bis(2,
- the photoinitiator may be included in an amount of 0.3 to 3 wt%, more preferably, 0.5 to 2 wt%, based on the total weight of the acrylic copolymer.
- the polymerization or crosslinking reaction of the monomer may be effectively initiated during treatment with magnetic rays of a specific wavelength region, illuminance, and amount of light of the pressure-sensitive adhesive composition, and durability may be exhibited and variability may be excellent.
- the pressure-sensitive adhesive composition of the present invention may further include a heat curing agent in order to strengthen the cohesive force of the pressure-sensitive adhesive.
- thermosetting agent is not particularly limited as long as it is a component capable of strengthening the cohesive force of the pressure-sensitive adhesive by appropriately crosslinking the acrylic copolymer, but is preferably an isocyanate-based crosslinking agent.
- the isocyanate-based crosslinking agent is, for example, tolylene diisocyanate, xylene diisocyanate, hexamethylene diisocyanate, 2,4-diphenylmethane diisocyanate, 4,4-diphenylmethane diisocyanate, isophorone diisocyanate, Addition trimers, such as tetramethylxylene diisocyanate, naphthalene diisocyanate, and 2,4-toluene diisocyanate addition trimer, or an isocyanurate trimer, etc. are mentioned, but it is not limited to this.
- the thermal curing agent based on the total weight of the acrylic copolymer, preferably included in an amount of 0.1 to 1% by weight, more preferably, may be 0.1 to 0.5% by weight.
- the content of the thermal curing agent is less than 0.1% by weight, the adhesive strength or cohesive force of the pressure-sensitive adhesive composition may be somewhat reduced, and if it exceeds 1% by weight, the compatibility may be slightly lowered and surface migration may occur, and the crosslinking reaction may proceed too much As a result, the adhesive strength may be slightly lowered.
- the pressure-sensitive adhesive composition of the present invention by including the above-described acrylic copolymer, can improve the refractive index without including nanoparticles, but for the purpose of further improving the refractive index, it is not limited to further include nanoparticles as necessary does not
- the nanoparticles are not particularly limited as long as they can exhibit characteristics of high refractive index, and nanoparticles developed conventionally or later may be used.
- the nanoparticles of the present invention are titanium oxide, zinc oxide, zirconium oxide, magnesium oxide, zirconium titanate, zirconium silicate, strontium titanate, aluminum titanate, silicon ferrite, nickel ferrite. , cobalt ferrite, barium carbonate, silicon carbide, yttrium carbide, magnesium silicate, zinc sulfate, and may include one or more selected from the group consisting of barium sulfate.
- the average particle diameter of the nanoparticles is preferably 1 to 100 nm, more preferably, 50 to 100 nm, in order to realize the characteristic of high refractive index.
- the average particle diameter of the nanoparticles is less than 1 nm, dispersion in the pressure-sensitive adhesive composition may be difficult to inhibit the light transmittance, and if the average particle diameter exceeds 100 nm, the light transmittance of visible light may be inhibited due to the size of the particle size.
- the nanoparticles are preferably included in an amount of 0.1 to 30% by weight based on the total weight of the acrylic copolymer.
- the content of nanoparticles is less than 0.1% by weight, the refractive index is not improved because the refractive index change is insignificant.
- UV blocker ultraviolet (UV) blocker
- silane coupling agent antioxidant
- corrosion inhibitor corrosion inhibitor
- defoamer filler
- antistatic agent antistatic agent
- One embodiment of the present invention relates to a pressure-sensitive adhesive sheet comprising a cured product of the above-described pressure-sensitive adhesive composition.
- the pressure-sensitive adhesive sheet may include a base film and an adhesive layer laminated on at least one surface of the base film.
- the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition according to the present invention on the base film, or the pressure-sensitive adhesive layer formed from the pressure-sensitive adhesive composition according to the present invention between two base films may be interposed.
- the base film may be used without any particular limitation as long as it is a base material used in the art, and a film having excellent transparency, mechanical strength, thermal stability, moisture shielding property, isotropy, and the like is preferable.
- the said base film is polyester-type resin, such as a polyethylene terephthalate, a polyethylene isophthalate, a polyethylene naphthalate, and a polybutylene terephthalate; Cellulose resins, such as a diacetyl cellulose and a triacetyl cellulose; polycarbonate-based resin; acrylic resins such as polymethyl (meth)acrylate and polyethyl (meth)acrylate; styrenic resins such as polystyrene and acrylonitrile-styrene copolymer; polyolefin-based resins such as polyethylene, polypropylene, polyolefin having a cyclo-based or norbornene structure, and an ethylene-propy
- thermosetting resin or ultraviolet curable resin such as (meth)acrylic, urethane, acrylic urethane, epoxy, or silicone may be used.
- a polyimide-based resin may be used for easier application to an image display device.
- the pressure-sensitive adhesive sheet may have a pressure-sensitive adhesive layer laminated on one surface of the base film, and a hard coating layer may be formed on the other surface of the base film on which the pressure-sensitive adhesive layer is not laminated. If necessary, a separator may be formed on one surface of the pressure-sensitive adhesive layer.
- the method for producing the pressure-sensitive adhesive sheet is not particularly limited, but for example, the pressure-sensitive adhesive composition described above is applied to one or both surfaces of a base film at a temperature of around 40° C. to form a pressure-sensitive adhesive layer, and the pressure-sensitive adhesive layer is photo-applied It can be prepared by hardening through heating.
- the pressure-sensitive adhesive composition may be applied to the surface of a base film subjected to a surface release treatment with silicone, fluorine, or the like, and dried by heating to form a pressure-sensitive adhesive layer.
- corona discharge treatment plasma treatment, blast treatment, chemical etching treatment, primer treatment, etc. may be performed on the surface of the base film in order to improve the adhesion to the pressure-sensitive adhesive layer.
- the application may be generally performed by a knife coater, a roll coater, a calender coater, a comma coater, or the like. In addition, it may be carried out by a gravure coater, a rod coater, etc. depending on the coating thickness or the viscosity of the pressure-sensitive adhesive composition.
- the thickness of the pressure-sensitive adhesive layer may be, for example, 5 to 80 ⁇ m. When the thickness of the pressure-sensitive adhesive layer is within the above range, the adhesive strength is excellent, and there are advantages in terms of light transmittance, reliability and step absorption.
- the pressure-sensitive adhesive sheet may have a refractive index of 1.58 or more, more preferably 1.58 to 1.70, and most preferably, 1.60 to 1.70. In this case, visibility may be improved without including a separate high refractive index pattern layer in the display device including the touch panel. In particular, in the case of the pressure-sensitive adhesive sheet according to the present invention, it can exhibit a high refractive index without including an excessive amount of nanoparticles, there is an advantage in terms of optical properties.
- One embodiment of the present invention relates to an optical member including the above-described pressure-sensitive adhesive sheet or pressure-sensitive adhesive layer.
- the pressure-sensitive adhesive sheet or the pressure-sensitive adhesive layer may be an optical pressure-sensitive adhesive film (OCA).
- the optical member is, for example, a touch panel, a window, a polarizing plate, a color filter, a retardation film, an elliptically polarizing film, a reflective film, an anti-reflection film, a compensation film, a brightness enhancing film, an alignment film, a light diffusion film, a glass scattering prevention film, surface protection Transparent electrode such as film, plastic LCD substrate, indium tin oxide (ITO), fluorinated tin oxide (FTO), aluminum dopped zinc oxide (AZO), carbon nanotube (CNT), Ag nanowire, graphene, etc. A film etc. are mentioned.
- the method of manufacturing the optical member may be easily manufactured by a person skilled in the art to which the present invention pertains.
- the display device is not limited thereto, as long as it includes an optical member including the above-described pressure-sensitive adhesive sheet or pressure-sensitive adhesive layer, and for example, a liquid crystal display (LCD), an electroluminescent (EL) display device. , a plasma display panel (PDP), a field emission display (FED), an organic light emitting diode (OLED) display, and the like.
- LCD liquid crystal display
- EL electroluminescent
- PDP plasma display panel
- FED field emission display
- OLED organic light emitting diode
- the display device may include a configuration commonly known in the art, except for including the above-described optical member.
- a pressure-sensitive adhesive composition After uniformly stirring the monomer mixture, 0.07 parts by weight of azobisisobutyronitrile (AIBN) as a reaction initiator was added and reacted for 8 hours to prepare an acrylic copolymer having a weight average molecular weight of 1.53 million, and additionally an isocyanate-based crosslinking agent (AK75) was added in 0.5 parts by weight to prepare a pressure-sensitive adhesive composition.
- the pressure-sensitive adhesive composition was coated on a polyethylene terephthalate (PET) film having a thickness of 75 ⁇ m and subjected to a release treatment using a bar coater. Thereafter, after drying at 100° C. for 1 minute, and curing at room temperature for 7 days, a pressure-sensitive adhesive sheet having a thickness of the pressure-sensitive adhesive layer of 25 ⁇ m was prepared.
- a pressure-sensitive adhesive sheet using the pressure-sensitive adhesive composition of Example 2 was prepared in the same manner as in Example 1 with the components and contents shown in Table 1 below.
- a pressure-sensitive adhesive composition containing 0.5 parts by weight of oxycyclohexyl)phenylketone (Irgacure ® -184) was prepared, and the glass transition temperature of the pressure-sensitive adhesive composition was measured, and as a result, it was -13°C (measurement instrument: DSC8000, PerkinElmer Inc.).
- the pressure-sensitive adhesive composition was coated on a polyethylene terephthalate (PET) film having a thickness of 75 ⁇ m and subjected to a release treatment using a bar coater. Thereafter, by irradiating ultraviolet rays for 10 minutes using a UV lamp to cure, a pressure-sensitive adhesive sheet having a thickness of the pressure-sensitive adhesive layer of 25 ⁇ m was prepared.
- PET polyethylene terephthalate
- Adhesive sheets using the pressure-sensitive adhesive compositions of Examples 4 and 5 and Comparative Examples 1 to 4 were prepared in the same manner as in Example 3 with the components and contents shown in Table 1 below.
- Example comparative example One 2 3 4 5 One 2 3 4 Acrylic copolymer high refractive index monomer A1 40 40 A2 60 50 A3 40 A4 50 A5 40 A6 40 40 acryl monomer B1 15 55 47 55 55 55 B2 35 B3 40 47 57 polymeric monomer C1 5 5 5 5 C2 5 C3 3 3 3 3 nanoparticles D1 30 30 50 photoinitiator E1 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 thermosetting agent F1 0.5 0.5 A1: pentabromophenyl acrylate (homopolymer refractive index: 1.67, Tg: 155°C Sigma-Aldrich) A2: 2-(naphthalen-2-ylthio)ethyl acrylate (homopolymer refractive index: 1.62, Tg: 77°C Daelim Chemical) A3: 2-(naphthalen-2-yloxy)ethyl acrylate (homopolymer refractive index: 1.589
- the pressure-sensitive adhesive layers according to the above examples and comparative examples were peeled off from the release film, bonded to a slide glass (manufactured by Matsunami Glass Kogyo, model number: S1111), and under an atmosphere of 25° C., Murakami Shiki Co., Ltd.
- the haze value (%) was measured according to JISK-7136 using the "Reflectance/Transmittance Meter HR-100 Type" manufactured by Jutsu Corporation.
- the value obtained by subtracting the haze value (0.2%) of the slide glass from the value was evaluated as the haze value of the pressure-sensitive adhesive layer, and the evaluation results are shown in Table 2 below.
- ⁇ refractive index 1.58 or more and less than 1.60
- the pressure-sensitive adhesive layer prepared by the pressure-sensitive adhesive composition of Examples 1 to 5 shows excellent transparency and a high refractive index of 1.58 or more.
- the pressure-sensitive adhesive layer prepared by the pressure-sensitive adhesive composition of Comparative Examples 1 to 3 has a poorer refractive index compared to the Example, and the pressure-sensitive adhesive layer prepared by the pressure-sensitive adhesive composition of Comparative Example 4 has poor transparency compared to the Example. have.
- the pressure-sensitive adhesive composition according to the present invention is particularly suitable for manufacturing a pressure-sensitive adhesive layer capable of improving visibility without including a separate high refractive index pattern layer in a display device including a touch panel while exhibiting excellent optical properties and reliability.
- the refractive index is improved compared to the conventional pressure-sensitive adhesive composition, and the visibility may be improved without including a separate high refractive index pattern layer.
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Abstract
Description
단위: 중량부 | 실시예 | 비교예 | |||||||||
1 | 2 | 3 | 4 | 5 | 1 | 2 | 3 | 4 | |||
아크릴계 공중합체 | 고굴절 단량체 |
A1 | 40 | 40 | |||||||
A2 | 60 | 50 | |||||||||
A3 | 40 | ||||||||||
A4 | 50 | ||||||||||
A5 | 40 | ||||||||||
A6 | 40 | 40 | |||||||||
아크릴 단량체 |
B1 | 15 | 55 | 47 | 55 | 55 | 55 | ||||
B2 | 35 | ||||||||||
B3 | 40 | 47 | 57 | ||||||||
중합성 단량체 |
C1 | 5 | 5 | 5 | 5 | 5 | |||||
C2 | 5 | ||||||||||
C3 | 3 | 3 | 3 | ||||||||
나노 입자 | D1 | 30 | 30 | 50 | |||||||
광개시제 | E1 | 0.5 | 0.5 | 0.5 | 0.5 | 0.5 | 0.5 | 0.5 | |||
열경화제 | F1 | 0.5 | 0.5 | ||||||||
A1 : 펜타브로모페닐아크릴레이트(동종중합체 굴절률: 1.67, Tg: 155℃시그마알드리치 社) A2 : 2-(나프탈렌-2-일티오)에틸아크릴레이트(동종중합체 굴절률: 1.62, Tg: 77℃대림화학 社) A3 : 2-(나프탈렌-2-일옥시)에틸아크릴레이트(동종중합체 굴절률: 1.589, Tg: 74℃대림화학 社) A4 : 1-에톡시레이티드-o-페닐페놀아크릴레이트(동종중합체 굴절률: 1.577, Tg: 27℃대림화학 社) A5 : 페녹시벤질아크릴레이트(동종중합체 굴절률: 1.565, Tg: 22℃대림화학 社) A6 : 1-에톡시레이티드페놀아크릴레이트(동종중합체 굴절률: 1.516, Tg: -22℃대림화학 社) B1 : 2-에틸헥실아크릴레이트(동종중합체 굴절률: 1.466, Tg: -74℃ 社) B2 : 2-에틸헥실디글리콜아크릴레이트(동종중합체 굴절률: 1.444, Tg: -90℃공영사) B3 : 노닐페놀(에틸렌옥사이드 4몰 변성)아크릴레이트(동종중합체 굴절률: 1.495, Tg: -70℃공영사) C1 : 2-히드록시에틸아크릴레이트(동종중합체 굴절률: 1.448, Tg: -15℃공영사) C2 : 2-아크릴로일옥시에틸2-히드록시에틸프탈레이트(동종중합체 굴절률: 1.523, Tg: -12℃공영사) C3 : 아크릴산 D1 : 산화 지르코늄(ZrO2)(굴절률: 2.13, 평균 입경: 80nm) E1 : (1-히드록시시클로헥실)페닐케톤(Irgacure®-184) F1 : 이소시아네이트계 가교제(AK75)(애경화학 社) |
구분 | 실시예 | 비교예 | |||||||
1 | 2 | 3 | 4 | 5 | 1 | 2 | 3 | 4 | |
투명성 | ○ | ○ | ○ | ○ | ○ | ○ | ○ | ○ | X |
Tg(℃) | -12 | -16 | -13 | -12 | -25 | -42 | -53 | -51 | -51 |
굴절율 | ◎ | ○ | ◎ | ◎ | ○ | X | X | X | ○ |
Claims (17)
- 굴절률이 1.55 내지 1.70인 아크릴계 공중합체를 포함하는, 점착제 조성물.
- 청구항 1에 있어서, 상기 아크릴계 공중합체는, 동종중합체의 굴절률이 1.58 이상인 고굴절 아크릴 단량체로부터 유래된 반복단위를 포함하는, 점착제 조성물.
- 청구항 2에 있어서, 상기 동종중합체의 굴절률이 1.58 이상인 고굴절 아크릴 단량체는, 펜타브로모페닐(메타)아크릴레이트, 2-(나프탈렌-2-일옥시)에틸(메타)아크릴레이트, 2-(나프탈렌-2-일티오)에틸(메타)아크릴레이트, 비페닐메틸(메타)아크릴레이트 및 1-파이렌메틸(메타)아크릴레이트로 이루어진 군에서 선택되는 1종 이상을 포함하는, 점착제 조성물.
- 청구항 2에 있어서, 상기 동종중합체의 굴절률이 1.58 이상인 고굴절 아크릴 단량체는, 상기 아크릴계 공중합체 총 중량에 대하여 10 내지 70 중량%로 포함되는, 점착제 조성물.
- 청구항 2에 있어서, 상기 아크릴계 공중합체는, 탄소수 1 내지 20의 탄화수소기를 갖는 아크릴 단량체로부터 유래된 반복단위 및 가교 가능한 관능기를 갖는 중합성 단량체로부터 유래된 반복단위 중 적어도 하나 이상을 더 포함하는, 점착제 조성물.
- 청구항 5에 있어서, 상기 탄소수 1 내지 20의 탄화수소기를 갖는 아크릴 단량체는, 메틸(메타)아크릴레이트, 에틸(메타)아크릴레이트, n-프로필(메타)아크릴레이트, 이소프로필(메타)아크릴레이트, n-부틸(메타)아크릴레이트, sec-부틸(메타)아크릴레이트, t-부틸(메타)아크릴레이트, 이소부틸(메타)아크릴레이트, 펜틸(메타)아크릴레이트, 헥실(메타)아크릴레이트, 2-에틸헥실(메타)아크릴레이트, n-옥틸(메타)아크릴레이트, 이소옥틸(메타)아크릴레이트, 이소보닐아크릴레이트, n-노닐(메타)아크릴레이트, 이소노닐(메타)아크릴레이트, n-데실(메타)아크릴레이트, 이소데실(메타)아크릴레이트, n-도데실(메타)아크릴레이트, n-트리데실(메타)아크릴레이트, n-테트라데실(메타)아크릴레이트, 펜타플루오로옥틸아크릴레이트, 2-에틸헥실디글리콜아크릴레이트, 노닐페놀(에틸렌옥사이드 4몰 변성)아크릴레이트 및 6-(1-나프틸옥시)-1-헥실아크릴레이트로 이루어진 군에서 선택되는 1종 이상을 포함하는, 점착제 조성물.
- 청구항 5에 있어서, 상기 가교 가능한 관능기를 갖는 중합성 단량체는, 술폰산기 함유 단량체, 인산기 함유 단량체, 시아노기 함유 단량체, 비닐에스테르 단량체, 방향족 비닐 단량체, 카르복실기 함유 단량체, 산무수물기 함유 단량체, 히드록시기 함유 단량체, 아미드기 함유 단량체, 아미노기 함유 단량체, 이미드기 함유 단량체, 에폭시기 함유 단량체 및 에테르기 함유 단량체로 이루어진 군에서 선택되는 1종 이상을 포함하는, 점착제 조성물.
- 청구항 1에 있어서, 상기 점착제 조성물은, 광 개시제, 열 경화제 및 나노입자 중 적어도 하나 이상을 더 포함하는, 점착제 조성물.
- 청구항 8에 있어서, 상기 열 경화제는, 이소시아네이트계 가교제를 포함하는, 점착제 조성물.
- 청구항 8에 있어서, 상기 나노입자는, 산화 티탄, 산화 아연, 산화 지르코늄, 산화 마그네슘, 지르코늄 티탄산염, 규산 지르코늄, 스트론륨 티탄산염, 알류미늄 티탄산염, 실리콘 페라이트, 니켈 페라이트, 코발트 페라이트, 탄산 바륨, 탄화규소, 탄화이트륨, 규산 마그네슘, 황산 아연 및 황산 바륨으로 이루어진 군에서 선택되는 1종 이상을 포함하는, 점착제 조성물.
- 청구항 1에 있어서, 상기 점착제 조성물의 유리전이온도(Tg)가 -10℃이하인, 점착제 조성물.
- 청구항 1에 있어서, 상기 점착제 조성물에 의해 제조된 점착제층의 굴절률이 1.58 이상인, 점착제 조성물.
- 청구항 1에 있어서, 상기 점착제 조성물에 의해 제조된 점착제층의 헤이즈가 2% 미만인, 점착제 조성물.
- 청구항 1 내지 13 중 어느 한 항의 점착제 조성물을 이용하여 제조된, 점착 시트.
- 청구항 14에 있어서, 상기 점착 시트의 굴절률이 1.58 이상인, 점착 시트.
- 청구항 1 내지 13 중 어느 한 항의 점착제 조성물로 형성된 점착제층을 포함하는, 광학 부재.
- 청구항 16의 광학 부재를 포함하는, 표시 장치.
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US5310835A (en) * | 1993-09-30 | 1994-05-10 | National Starch And Chemical Investment Holding Corporation | Transparent two-part acrylic adhesive composition and the method of use thereof |
KR20080069355A (ko) * | 2007-01-23 | 2008-07-28 | 주식회사 엘지화학 | 광학 보상된 아크릴계 점착제 조성물, 이를 포함하는편광판 및 액정표시소자 |
KR20100139014A (ko) * | 2008-03-31 | 2010-12-31 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 다층 광학 필름용 접착제층 |
KR20140147419A (ko) * | 2013-06-19 | 2014-12-30 | 주식회사 엘지화학 | 점착 필름 및 전기장을 이용한 이의 제조 방법 |
KR20200135194A (ko) * | 2019-05-22 | 2020-12-02 | 닛토덴코 가부시키가이샤 | 점착 시트 |
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US5310835A (en) * | 1993-09-30 | 1994-05-10 | National Starch And Chemical Investment Holding Corporation | Transparent two-part acrylic adhesive composition and the method of use thereof |
KR20080069355A (ko) * | 2007-01-23 | 2008-07-28 | 주식회사 엘지화학 | 광학 보상된 아크릴계 점착제 조성물, 이를 포함하는편광판 및 액정표시소자 |
KR20100139014A (ko) * | 2008-03-31 | 2010-12-31 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | 다층 광학 필름용 접착제층 |
KR20140147419A (ko) * | 2013-06-19 | 2014-12-30 | 주식회사 엘지화학 | 점착 필름 및 전기장을 이용한 이의 제조 방법 |
KR20200135194A (ko) * | 2019-05-22 | 2020-12-02 | 닛토덴코 가부시키가이샤 | 점착 시트 |
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