CN117363183A - UV adhesive composition, preparation process and polarizing plate thereof - Google Patents
UV adhesive composition, preparation process and polarizing plate thereof Download PDFInfo
- Publication number
- CN117363183A CN117363183A CN202210770527.7A CN202210770527A CN117363183A CN 117363183 A CN117363183 A CN 117363183A CN 202210770527 A CN202210770527 A CN 202210770527A CN 117363183 A CN117363183 A CN 117363183A
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- Prior art keywords
- adhesive composition
- acrylate
- acid
- composition according
- meth
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 93
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 83
- 239000000853 adhesive Substances 0.000 title claims abstract description 81
- 238000002360 preparation method Methods 0.000 title abstract description 14
- 239000000178 monomer Substances 0.000 claims abstract description 68
- -1 acrylic ester Chemical class 0.000 claims abstract description 44
- 239000003999 initiator Substances 0.000 claims abstract description 21
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 20
- 230000009477 glass transition Effects 0.000 claims abstract description 19
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 14
- 239000002216 antistatic agent Substances 0.000 claims abstract description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 26
- 238000003756 stirring Methods 0.000 claims description 24
- 239000010410 layer Substances 0.000 claims description 18
- 239000012790 adhesive layer Substances 0.000 claims description 16
- 239000012948 isocyanate Substances 0.000 claims description 14
- 239000011241 protective layer Substances 0.000 claims description 14
- 125000000524 functional group Chemical group 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 10
- 239000004593 Epoxy Chemical class 0.000 claims description 10
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 10
- 238000001723 curing Methods 0.000 claims description 10
- 230000001681 protective effect Effects 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 150000002513 isocyanates Chemical class 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 7
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 claims description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 7
- FDSUVTROAWLVJA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OCC(CO)(CO)COCC(CO)(CO)CO FDSUVTROAWLVJA-UHFFFAOYSA-N 0.000 claims description 6
- RZVINYQDSSQUKO-UHFFFAOYSA-N 2-phenoxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC1=CC=CC=C1 RZVINYQDSSQUKO-UHFFFAOYSA-N 0.000 claims description 6
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 6
- MPIAGWXWVAHQBB-UHFFFAOYSA-N [3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C MPIAGWXWVAHQBB-UHFFFAOYSA-N 0.000 claims description 6
- 125000002723 alicyclic group Chemical group 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims description 6
- 230000002209 hydrophobic effect Effects 0.000 claims description 6
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 claims description 6
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- 239000011248 coating agent Substances 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 5
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 claims description 4
- WTYYGFLRBWMFRY-UHFFFAOYSA-N 2-[6-(oxiran-2-ylmethoxy)hexoxymethyl]oxirane Chemical compound C1OC1COCCCCCCOCC1CO1 WTYYGFLRBWMFRY-UHFFFAOYSA-N 0.000 claims description 4
- KUAUJXBLDYVELT-UHFFFAOYSA-N 2-[[2,2-dimethyl-3-(oxiran-2-ylmethoxy)propoxy]methyl]oxirane Chemical compound C1OC1COCC(C)(C)COCC1CO1 KUAUJXBLDYVELT-UHFFFAOYSA-N 0.000 claims description 4
- 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 claims description 4
- 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 claims description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 239000003945 anionic surfactant Substances 0.000 claims description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 4
- 125000002091 cationic group Chemical group 0.000 claims description 4
- 239000003093 cationic surfactant Substances 0.000 claims description 4
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 4
- 150000003949 imides Chemical class 0.000 claims description 4
- 239000002736 nonionic surfactant Substances 0.000 claims description 4
- 229920001610 polycaprolactone Polymers 0.000 claims description 4
- 239000004632 polycaprolactone Substances 0.000 claims description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 4
- 150000003254 radicals Chemical class 0.000 claims description 4
- 229910000077 silane Inorganic materials 0.000 claims description 4
- 239000000600 sorbitol Substances 0.000 claims description 4
- NQUXRXBRYDZZDL-UHFFFAOYSA-N 1-(2-prop-2-enoyloxyethyl)cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1(CCOC(=O)C=C)C(O)=O NQUXRXBRYDZZDL-UHFFFAOYSA-N 0.000 claims description 3
- CWERFXDMOOJRLD-UHFFFAOYSA-N 1-(2-prop-2-enoyloxypropyl)cyclohexane-1,2-dicarboxylic acid Chemical compound C=CC(=O)OC(C)CC1(C(O)=O)CCCCC1C(O)=O CWERFXDMOOJRLD-UHFFFAOYSA-N 0.000 claims description 3
- YUTHQCGFZNYPIG-UHFFFAOYSA-N 1-[2-(2-methylprop-2-enoyloxy)ethyl]cyclohexane-1,2-dicarboxylic acid Chemical compound CC(=C)C(=O)OCCC1(C(O)=O)CCCCC1C(O)=O YUTHQCGFZNYPIG-UHFFFAOYSA-N 0.000 claims description 3
- HHUATHVBZUSGPK-UHFFFAOYSA-N 1-[2-(2-methylprop-2-enoyloxy)propyl]cyclohexane-1,2-dicarboxylic acid Chemical compound CC(=C)C(=O)OC(C)CC1(C(O)=O)CCCCC1C(O)=O HHUATHVBZUSGPK-UHFFFAOYSA-N 0.000 claims description 3
- IEQWWMKDFZUMMU-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethyl)butanedioic acid Chemical compound OC(=O)CC(C(O)=O)CCOC(=O)C=C IEQWWMKDFZUMMU-UHFFFAOYSA-N 0.000 claims description 3
- YDRQKFSCVSLQKI-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethyl)cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCC=CC1(CCOC(=O)C=C)C(O)=O YDRQKFSCVSLQKI-UHFFFAOYSA-N 0.000 claims description 3
- OWJCMTVMLDUXJL-UHFFFAOYSA-N 2-(2-prop-2-enoyloxypropyl)cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound C=CC(=O)OC(C)CC1(C(O)=O)C=CCCC1C(O)=O OWJCMTVMLDUXJL-UHFFFAOYSA-N 0.000 claims description 3
- SYEWHONLFGZGLK-UHFFFAOYSA-N 2-[1,3-bis(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COCC(OCC1OC1)COCC1CO1 SYEWHONLFGZGLK-UHFFFAOYSA-N 0.000 claims description 3
- LBNDGEZENJUBCO-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethyl]butanedioic acid Chemical compound CC(=C)C(=O)OCCC(C(O)=O)CC(O)=O LBNDGEZENJUBCO-UHFFFAOYSA-N 0.000 claims description 3
- BZKZPHGNWRYEMC-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethyl]cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound CC(=C)C(=O)OCCC1(C(O)=O)C=CCCC1C(O)=O BZKZPHGNWRYEMC-UHFFFAOYSA-N 0.000 claims description 3
- OVJJYZAOQLGFOH-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)propyl]cyclohex-3-ene-1,2-dicarboxylic acid Chemical compound CC(=C)C(=O)OC(C)CC1(C(O)=O)C=CCCC1C(O)=O OVJJYZAOQLGFOH-UHFFFAOYSA-N 0.000 claims description 3
- PLDLPVSQYMQDBL-UHFFFAOYSA-N 2-[[3-(oxiran-2-ylmethoxy)-2,2-bis(oxiran-2-ylmethoxymethyl)propoxy]methyl]oxirane Chemical compound C1OC1COCC(COCC1OC1)(COCC1OC1)COCC1CO1 PLDLPVSQYMQDBL-UHFFFAOYSA-N 0.000 claims description 3
- UUODQIKUTGWMPT-UHFFFAOYSA-N 2-fluoro-5-(trifluoromethyl)pyridine Chemical compound FC1=CC=C(C(F)(F)F)C=N1 UUODQIKUTGWMPT-UHFFFAOYSA-N 0.000 claims description 3
- SBWOBTUYQXLKSS-UHFFFAOYSA-N 3-(2-methylprop-2-enoyloxy)propanoic acid Chemical compound CC(=C)C(=O)OCCC(O)=O SBWOBTUYQXLKSS-UHFFFAOYSA-N 0.000 claims description 3
- UXTGJIIBLZIQPK-UHFFFAOYSA-N 3-(2-prop-2-enoyloxyethyl)phthalic acid Chemical compound OC(=O)C1=CC=CC(CCOC(=O)C=C)=C1C(O)=O UXTGJIIBLZIQPK-UHFFFAOYSA-N 0.000 claims description 3
- XRUABXKKCWNMFN-UHFFFAOYSA-N 3-(2-prop-2-enoyloxypropoxy)phthalic acid Chemical compound C(C=C)(=O)OC(COC1=C(C(C(=O)O)=CC=C1)C(=O)O)C XRUABXKKCWNMFN-UHFFFAOYSA-N 0.000 claims description 3
- DWTKNKBWDQHROK-UHFFFAOYSA-N 3-[2-(2-methylprop-2-enoyloxy)ethyl]phthalic acid Chemical compound CC(=C)C(=O)OCCC1=CC=CC(C(O)=O)=C1C(O)=O DWTKNKBWDQHROK-UHFFFAOYSA-N 0.000 claims description 3
- KJYXAEHIEQKKHI-UHFFFAOYSA-N 3-[2-(2-methylprop-2-enoyloxy)propoxy]phthalic acid Chemical compound C(C(=C)C)(=O)OC(COC1=C(C(C(=O)O)=CC=C1)C(=O)O)C KJYXAEHIEQKKHI-UHFFFAOYSA-N 0.000 claims description 3
- MECNWXGGNCJFQJ-UHFFFAOYSA-N 3-piperidin-1-ylpropane-1,2-diol Chemical compound OCC(O)CN1CCCCC1 MECNWXGGNCJFQJ-UHFFFAOYSA-N 0.000 claims description 3
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 claims description 3
- JSZCJJRQCFZXCI-UHFFFAOYSA-N 6-prop-2-enoyloxyhexanoic acid Chemical compound OC(=O)CCCCCOC(=O)C=C JSZCJJRQCFZXCI-UHFFFAOYSA-N 0.000 claims description 3
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
- JRPRCOLKIYRSNH-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) benzene-1,2-dicarboxylate Chemical compound C=1C=CC=C(C(=O)OCC2OC2)C=1C(=O)OCC1CO1 JRPRCOLKIYRSNH-UHFFFAOYSA-N 0.000 claims description 3
- KBWLNCUTNDKMPN-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) hexanedioate Chemical compound C1OC1COC(=O)CCCCC(=O)OCC1CO1 KBWLNCUTNDKMPN-UHFFFAOYSA-N 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000002738 chelating agent Substances 0.000 claims description 3
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims description 3
- 229920002401 polyacrylamide Polymers 0.000 claims description 3
- 239000004926 polymethyl methacrylate Substances 0.000 claims description 3
- 150000001541 aziridines Chemical class 0.000 claims description 2
- 150000007974 melamines Chemical class 0.000 claims description 2
- WTRRGIQUWPQIEA-UHFFFAOYSA-N methyl prop-2-enoate propane Chemical compound CCC.COC(C=C)=O WTRRGIQUWPQIEA-UHFFFAOYSA-N 0.000 claims description 2
- 150000002918 oxazolines Chemical class 0.000 claims description 2
- 229920001296 polysiloxane Polymers 0.000 claims description 2
- 230000003287 optical effect Effects 0.000 abstract description 12
- 230000000704 physical effect Effects 0.000 abstract description 6
- 230000001105 regulatory effect Effects 0.000 abstract description 5
- 239000010408 film Substances 0.000 description 31
- 230000000052 comparative effect Effects 0.000 description 13
- 238000012360 testing method Methods 0.000 description 10
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 8
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 238000003848 UV Light-Curing Methods 0.000 description 6
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 5
- 239000004205 dimethyl polysiloxane Substances 0.000 description 5
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 5
- 229920000058 polyacrylate Polymers 0.000 description 5
- LWNGJAHMBMVCJR-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenoxy)boronic acid Chemical compound OB(O)OC1=C(F)C(F)=C(F)C(F)=C1F LWNGJAHMBMVCJR-UHFFFAOYSA-N 0.000 description 4
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 4
- OWZDULOODZHVCQ-UHFFFAOYSA-N diphenyl-(4-phenylsulfanylphenyl)sulfanium Chemical class C=1C=C([S+](C=2C=CC=CC=2)C=2C=CC=CC=2)C=CC=1SC1=CC=CC=C1 OWZDULOODZHVCQ-UHFFFAOYSA-N 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 229920000098 polyolefin Polymers 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 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 4
- 238000002834 transmittance Methods 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 230000006866 deterioration Effects 0.000 description 3
- 239000004973 liquid crystal related substance Substances 0.000 description 3
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 3
- 230000010287 polarization Effects 0.000 description 3
- 239000005020 polyethylene terephthalate Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 239000002390 adhesive tape Substances 0.000 description 2
- 230000001276 controlling effect Effects 0.000 description 2
- 238000005520 cutting process Methods 0.000 description 2
- 125000005520 diaryliodonium group Chemical group 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- VFHVQBAGLAREND-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 VFHVQBAGLAREND-UHFFFAOYSA-N 0.000 description 2
- 125000003700 epoxy group Chemical group 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 229910052733 gallium Inorganic materials 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 238000010030 laminating Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000011146 organic particle Substances 0.000 description 2
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 2
- 230000036314 physical performance Effects 0.000 description 2
- LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
- 229910000160 potassium phosphate Inorganic materials 0.000 description 2
- 235000011009 potassium phosphates Nutrition 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 2
- 125000005409 triarylsulfonium group Chemical group 0.000 description 2
- JFZKOODUSFUFIZ-UHFFFAOYSA-N trifluoro phosphate Chemical compound FOP(=O)(OF)OF JFZKOODUSFUFIZ-UHFFFAOYSA-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 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
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 1
- IVIDDMGBRCPGLJ-UHFFFAOYSA-N 2,3-bis(oxiran-2-ylmethoxy)propan-1-ol Chemical compound C1OC1COC(CO)COCC1CO1 IVIDDMGBRCPGLJ-UHFFFAOYSA-N 0.000 description 1
- GJKGAPPUXSSCFI-UHFFFAOYSA-N 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone Chemical compound CC(C)(O)C(=O)C1=CC=C(OCCO)C=C1 GJKGAPPUXSSCFI-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
- TXWMCIZEOGTLIP-UHFFFAOYSA-N 2-[[bis(oxiran-2-ylmethyl)amino]methyl]cyclohexan-1-one Chemical compound C(C1CO1)N(CC1CO1)CC1C(CCCC1)=O TXWMCIZEOGTLIP-UHFFFAOYSA-N 0.000 description 1
- 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 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
- PUVGEOXYMWPVPG-UHFFFAOYSA-N 2-hydroxyethyl-dimethyl-propylazanium;nitrate Chemical compound [O-][N+]([O-])=O.CCC[N+](C)(C)CCO PUVGEOXYMWPVPG-UHFFFAOYSA-N 0.000 description 1
- 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 1
- JSVXCXGGJMICLG-UHFFFAOYSA-N 4-hexadecylmorpholin-4-ium methyl sulfate Chemical compound COS([O-])(=O)=O.CCCCCCCCCCCCCCCC[NH+]1CCOCC1 JSVXCXGGJMICLG-UHFFFAOYSA-N 0.000 description 1
- COKOHFFSTAKELV-UHFFFAOYSA-N 6,6-dimethyl-5-prop-1-en-2-ylcyclohexa-2,4-diene-1-carbonyl isocyanate Chemical compound C(=C)(C)C=1C(C(C(=O)N=C=O)C=CC=1)(C)C COKOHFFSTAKELV-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- GKXVJHDEWHKBFH-UHFFFAOYSA-N [2-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC=C1CN GKXVJHDEWHKBFH-UHFFFAOYSA-N 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 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 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 239000011258 core-shell material Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- LTYMSROWYAPPGB-UHFFFAOYSA-N diphenyl sulfide Chemical class C=1C=CC=CC=1SC1=CC=CC=C1 LTYMSROWYAPPGB-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- YLHXLHGIAMFFBU-UHFFFAOYSA-N methyl phenylglyoxalate Chemical compound COC(=O)C(=O)C1=CC=CC=C1 YLHXLHGIAMFFBU-UHFFFAOYSA-N 0.000 description 1
- 239000012788 optical film Substances 0.000 description 1
- 239000005304 optical glass Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 230000027870 phototropism Effects 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- WLXFDXWYCJFTRF-UHFFFAOYSA-L trimethyl(propyl)azanium sulfate Chemical compound S(=O)(=O)([O-])[O-].C(CC)[N+](C)(C)C.C(CC)[N+](C)(C)C WLXFDXWYCJFTRF-UHFFFAOYSA-L 0.000 description 1
- ANEFWEBMQHRDLH-UHFFFAOYSA-N tris(2,3,4,5,6-pentafluorophenyl) borate Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1OB(OC=1C(=C(F)C(F)=C(F)C=1F)F)OC1=C(F)C(F)=C(F)C(F)=C1F ANEFWEBMQHRDLH-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/06—Printing inks based on fatty oils
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/08—Printing inks based on natural resins
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
- C09J7/29—Laminated material
-
- 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]
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
- G02F1/133528—Polarisers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/08—Polymer mixtures characterised by other features containing additives to improve the compatibility between two 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
- C09J2203/326—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
- C09J2301/10—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet
- C09J2301/16—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet by the structure of the carrier layer
- C09J2301/162—Additional features of adhesives in the form of films or foils characterized by the structural features of the adhesive tape or sheet by the structure of the carrier layer the carrier being a laminate constituted by plastic layers only
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nonlinear Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Crystallography & Structural Chemistry (AREA)
- Mathematical Physics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
The invention discloses a UV adhesive composition, a preparation process and a polarizing plate thereof. The UV adhesive composition comprises, by weight, 100 parts of a monomer mixture, 1-5 parts of an initiator, 0.1-5 parts of a cross-linking agent, 0.05-10 parts of a leveling agent, 0.05-10 parts of a compatilizer and 0-10 parts of an antistatic agent; the monomer mixture is prepared from acrylic ester and comonomer. According to the invention, the formula components of the monomer mixture in the UV adhesive composition are regulated, so that the glass transition temperature (Tg) range of the UV adhesive composition is regulated, and the obtained polarizing plate has excellent optical physical property performance and can effectively improve the durability such as crack resistance and the like on the basis of not affecting the optical property performance and physical property performance of the UV adhesive composition.
Description
Technical Field
The invention relates to a UV adhesive composition, a preparation process and a polarizing plate thereof, and belongs to the technical field of polarizers.
Background
Polarizing plates are an important component of liquid crystal display devices (LCDs), and are generally attached to upper and lower sheets of liquid crystal glass, and are widely used in televisions, flat panels, and mobile phone displays. The polarizing plate finished product is formed by laminating a plurality of layers of films, the basic structure is that a layer of PVA film monoaxially stretched film which is dyed by iodine is arranged in the middle, and the PVA film is immersed in iodine ions with phototropism through dyeing, so that the polarizing effect is realized; the upper and lower PVA protective layers are attached to the PVA to protect the PVA; and (3) coating a layer of PSA glue on the surface of the lower protective layer, and then laminating and protecting by using a release film.
The existing development trend of the product is that weather resistance is improved and thinning is achieved, and the traditional combination of the water-based adhesive and the TAC film material is gradually replaced by the combination of the UV adhesive and the hydrophobic film material. The latter UV adhesive is combined with a hydrophobic film material to provide better water vapor resistance, as shown in FIG. 1. In order to meet the demand for thickness reduction, the thickness of the UV adhesive for polarizer after curing is generally controlled to 1-10 μm in the practical production process based on the study of the inventors.
In the reliability test process, it was found that the polarizing plate produced by combining the UV adhesive with the hydrophobic film material was liable to crack in the weather-resistant environment, resulting in abnormal light leakage of the panel attached with the polarizing plate under a black screen, as shown in fig. 2. In order to solve this problem, for example, a method of adding organic particles (core-shell particles) is proposed in the prior art, but the addition of the organic particles affects the optical properties of the product, such as a refractive index difference, a haze increase, a transmittance decrease, and the like.
In view of the above, there is a need for a UV adhesive composition having better durability, a process for preparing the same, and a polarizing plate thereof.
Disclosure of Invention
In order to overcome the defects in the prior art, the invention provides the UV adhesive composition, the preparation process and the polarizing plate thereof, and the formula components of the monomer mixture in the UV adhesive composition are regulated so as to regulate the glass transition temperature (Tg) range of the UV adhesive composition, so that the obtained polarizing plate has excellent optical physical property performance and can effectively improve the durability such as crack resistance and the like on the basis of not affecting the optical and physical property performance.
To achieve the above object, in one aspect, the present invention provides a UV adhesive composition comprising, by weight, 100 parts of:
the monomer mixture is prepared from acrylic ester and comonomer.
Preferably, the acrylate comprises a (meth) acrylate selected from one or more of a (meth) acrylate containing a hydroxyl group, a (meth) acrylate containing a carboxyl group, a (meth) acrylic acid adduct of an epoxy acrylate.
Preferably, the (meth) acrylate containing hydroxyl groups is selected from one or more of pentaerythritol triacrylate (PETA), dipentaerythritol hexaacrylate (DPHA), dipentaerythritol pentaacrylate (DPPA), 1, 6-hexanediol diacrylate (HDDA), cyclotrimethylolpropane methylacrylate (CTFA), 2-phenoxyethyl acrylate (PHEA); the (meth) acrylate containing a carboxyl group is selected from one or more of 2-acryloxypropyl tetrahydrophthalic acid, 2-acryloxypropyl hexahydrophthalic acid, methacryloxyethyl succinic acid, methacryloxyethyl phthalic acid, methacryloxyethyl tetrahydrophthalic acid, methacryloxyethyl hexahydrophthalic acid, 2-methacryloxypropyl oxyphthalic acid, beta-carboxyethyl acrylate, carboxypentyl acrylate, beta-carboxyethyl methacrylate, 2-acryloxyethyl succinic acid, 2-acryloxyethyl hexahydrophthalic acid, 2-acryloxyethyl phthalic acid, omega-carboxyl-polycaprolactone monoacrylate, 2-acryloxyethyl tetrahydrophthalic acid, 2-acryloxypropyl oxyphthalic acid, 2-methacryloxypropyl tetrahydrophthalic acid, 2-methacryloxypropyl hexahydrophthalic acid; the (meth) acrylic acid addition product of the epoxy acrylate is selected from one or more of (meth) acrylic acid addition products of 1, 6-hexanediol diglycidyl ether, neopentyl glycol diglycidyl ether, allyl alcohol diglycidyl ether, resorcinol diglycidyl ether, diglycidyl adipate, diglycidyl phthalate, polyethylene glycol diglycidyl ether, trimethylolpropane triglycidyl ether, glycerol triglycidyl ether, pentaerythritol tetraglycidyl ether, sorbitol tetraglycidyl ether.
Preferably, the comonomer includes a polymerizable functional group having 1 to 20 carbon atoms which contains oxygen, and the polymerizable functional group is one or more of an alkyl group, an alkenyl group, an alicyclic group, and an unsaturated alicyclic group.
Preferably, the comonomer is selected from one or a combination of alkyl (meth) acrylate monomers, ethylene oxide containing monomers, propylene oxide containing monomers, isocyanate containing monomers, polyacrylamide containing monomers, alkoxy containing monomers, phenyl containing monomers, and silane containing monomers.
Preferably, the acrylate is 2 to 50 parts by weight in the monomer mixture and the comonomer is 50 to 98 parts by weight in the monomer mixture.
Preferably, the initiator is selected from photo-polymerizable initiators, which are free radical initiators or cationic initiators.
Preferably, the cross-linking agent is selected from one or more of isocyanate compounds, epoxy compounds, oxazoline compounds, aziridine compounds, metal chelator compounds, butylated melamine compounds.
Preferably, the leveling agent is selected from one or more of acrylic leveling agents, organic silicon leveling agents and fluorocarbon leveling agents.
Preferably, the compatibilizer is one or more selected from a cyclic anhydride type compatibilizer, a carboxylic acid type compatibilizer, an epoxy type compatibilizer, an oxazoline type compatibilizer, an imide type compatibilizer, and an isocyanate type compatibilizer.
Preferably, the antistatic agent is selected from one or more of cationic surfactant, anionic surfactant and nonionic surfactant. The antistatic agent is further preferably 0.1 to 5 parts by weight based on 100 parts by weight of the UV adhesive composition.
Preferably, the glass transition temperature of the monomer mixture is greater than or equal to 85 ℃.
In another aspect, the present invention also provides a method of preparing a UV adhesive composition, comprising the steps of:
s1, adding a monomer mixture into a reaction container, and uniformly stirring and mixing;
s2, adding an initiator and a compatilizer, and stirring for reaction to polymerize the monomer mixture;
s3, adding the cross-linking agent, the leveling agent and the antistatic agent, continuously stirring, and filtering to obtain the adhesive composition.
In addition, the present invention also provides a polarizing plate comprising a PVA layer and a UV adhesive layer disposed on at least one side of the PVA layer, the UV adhesive layer being obtained by coating and curing the UV adhesive composition as described above.
Preferably, the polarizing plate further comprises a PVA protective layer, a pressure sensitive adhesive, a protective film and a release film thereof, and the UV adhesive layer is disposed between the PVA layer and the PVA protective layer.
Preferably, the PVA protective layer is a hydrophobic material selected from any of PMMA, PET, COP, COP derivatives or modified products; specifically, the derivative or modified product of COP is Konica's SANUQI.
Compared with the prior art, the invention has the following advantages:
according to the UV adhesive composition, the acrylate with higher glass transition temperature and the comonomer with lower glass transition temperature are mixed by controlling proper proportion, so that the final monomer mixture has the glass transition temperature of more than or equal to 85 ℃, and the obtained polarizing plate has excellent optical physical performance on the basis of not affecting the optical and physical performance, and meanwhile, the durability of crack resistance and the like can be effectively improved.
Drawings
FIG. 1 is a graph comparing the water vapor resistance of an aqueous adhesive and a UV adhesive in the background of the invention;
FIG. 2 is a photograph showing light leakage of a panel due to a crack of a polarizing plate;
fig. 3 is a schematic structural view of a polarizing plate of the present invention;
fig. 4 is a comparative graph showing the results of the durability fracture test of the polarizing plate in the examples of the present invention and the comparative examples.
Reference numerals illustrate: 10. a polarizing plate; 100. a PVA layer; 110. a UV adhesive layer; 120. a PVA protective layer; 130. a protective film; 140. a pressure sensitive adhesive; 150. and (3) a release film.
Detailed Description
The present invention will be described in detail with reference to the accompanying drawings. It should be understood that the detailed description and specific examples, while indicating and illustrating the invention, are not intended to limit the invention.
Based on the studies of the inventors, it was found that when the glass transition temperature (Tg) of the UV adhesive composition is raised, it is advantageous to prevent deterioration of durability such as crack resistance, but it may result in reduction of adhesion; conversely, lowering the glass transition temperature (Tg) of the UV adhesive composition is advantageous in improving the adhesion, but may result in deterioration of durability such as crack resistance.
In view of this, as one aspect of the present invention, there is provided a UV adhesive composition comprising, in 100 parts by weight:
the monomer mixture is prepared from acrylic ester and comonomer.
The acrylate comprises (meth) acrylate selected from one or more of (meth) acrylate containing hydroxyl groups, (meth) acrylate containing carboxyl groups, and (meth) acrylic acid adducts of epoxy acrylates.
The (methyl) acrylate containing hydroxyl groups is selected from one or more of pentaerythritol triacrylate (PETA), dipentaerythritol hexaacrylate (DPHA), dipentaerythritol pentaacrylate (DPPA), 1, 6-hexanediol diacrylate (HDDA), cyclotrimethylol propane methylacrylate (CTFA) and 2-phenoxyethyl acrylate (PHEA); the (meth) acrylate containing a carboxyl group is selected from one or more of 2-acryloxypropyl tetrahydrophthalic acid, 2-acryloxypropyl hexahydrophthalic acid, methacryloxyethyl succinic acid, methacryloxyethyl phthalic acid, methacryloxyethyl tetrahydrophthalic acid, methacryloxyethyl hexahydrophthalic acid, 2-methacryloxypropyl oxyphthalic acid, beta-carboxyethyl acrylate, carboxypentyl acrylate, beta-carboxyethyl methacrylate, 2-acryloxyethyl succinic acid, 2-acryloxyethyl hexahydrophthalic acid, 2-acryloxyethyl phthalic acid, omega-carboxyl-polycaprolactone monoacrylate, 2-acryloxyethyl tetrahydrophthalic acid, 2-acryloxypropyl oxyphthalic acid, 2-methacryloxypropyl tetrahydrophthalic acid, 2-methacryloxypropyl hexahydrophthalic acid. The (meth) acrylic acid addition product of the epoxy acrylate is selected from one or more of (meth) acrylic acid addition products of 1, 6-hexanediol diglycidyl ether, neopentyl glycol diglycidyl ether, allyl alcohol diglycidyl ether, resorcinol diglycidyl ether, diglycidyl adipate, diglycidyl phthalate, polyethylene glycol diglycidyl ether, trimethylolpropane triglycidyl ether, glycerol triglycidyl ether, pentaerythritol tetraglycidyl ether, sorbitol tetraglycidyl ether.
The comonomer includes a polymerizable functional group having 1 to 20 carbon atoms and containing oxygen, and the polymerizable functional group is one or more of an alkyl group, an alkenyl group, an alicyclic group, and an unsaturated alicyclic group.
The comonomer is selected from at least one of an alkyl (meth) acrylate monomer, an ethylene oxide-containing monomer, a propylene oxide-containing monomer, an isocyanate-containing monomer, a polyacrylamide-containing monomer, an alkoxy-containing monomer, a phenyl-containing monomer, and a silane-containing monomer, and each comprises at least one polyfunctional compound monomer having at least 1 functional group that is free-radically polymerizable, at least one polyfunctional compound monomer having at least 2 functional groups that are free-radically polymerizable.
The acrylate is 2 to 50 parts by weight in the monomer mixture, and the comonomer is 50 to 98 parts by weight in the monomer mixture.
According to the UV adhesive composition, the acrylate with higher glass transition temperature and the comonomer with lower glass transition temperature are mixed by controlling proper proportion, so that the finally obtained monomer mixture has the glass transition temperature of more than or equal to 85 ℃.
The initiator is selected from photo-polymerizable initiator and can also comprise thermal-polymerizable initiator on the basis, wherein the photo-polymerizable initiator is free radical initiator or cationic initiator, and the free radical initiator can comprise: any one or a combination of several of 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy-2-methyl-1-phenyl-1-propanone, 2-hydroxy-1- [4- (2-hydroxyethoxy) phenyl ] -2-methyl-1-propanone, methyl benzoylformate, 2- [ 2-oxo-2-phenyl-acetoxy-ethoxy ] -ethyl ester, 2- [ 2-hydroxy-ethoxy ] -ethyl ester of oxy-phenyl-acetic acid, alpha-dimethoxy-alpha-phenylacetophenone, 2-benzyl-2- (dimethylamino) -1- [4- (4-morpholinyl) phenyl ] -1-butanone, 2-methyl-1- [4- (methylthio) phenyl ] -2- (4-morpholinyl) -1-propanone, diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide and diphenyl (2, 4, 6-trimethylbenzoyl) phosphine oxide; the cationic may comprise: any one or a combination of a plurality of diaryl iodonium salts, triarylsulfonium salts and aromatic cyclopentadienyl iron salts, and the diaryl iodonium salts, triarylsulfonium salts and aromatic cyclopentadienyl iron salts can be selected from diphenyl-4- (phenylthio) phenylsulfonium salts, 4- (4-hydroxyphenyl) methylbenzyl sulfonium tetrakis (pentafluorophenyl) borate, 4- (4-biphenylthio) phenyl-4-biphenylphenyl sulfonium tetrakis (pentafluorophenyl) borate, 4- (phenylthio) phenyldiphenyl sulfonium phenyltris (pentafluorophenyl) borate, diphenyl [4- (phenylthio) phenyl ] sulfonium tris (pentafluoroethyl) trifluorophosphate, diphenyl [4- (phenylthio) phenyl ] sulfonium tetrakis (pentafluorophenyl) borate, diphenyl [4- (phenylthio) phenyl ] sulfonium hexafluorophosphate, 4- (4-biphenylthio) phenyl-4-biphenylsulfonium tris (pentafluoroethyl) trifluorophosphate, bis [4- (diphenyl) phenyl ] sulfide phenyl tris (pentafluorophenyl) borate, [4- (2-thioxanthenyl) phenyl ] sulfonium-2-trifluorophenyl) sulfonium, or any one or a combination of antimony of the diphenyl sulfonium salts.
The initiator preferably comprises 1 to 5 parts by weight based on 100 parts by weight of the UV adhesive composition. When the added parts are less than 1 part by weight, the addition effect of the initiator is small; in contrast, when it is more than 5 parts by weight, the adhesiveness of the UV adhesive may be lowered.
The crosslinking agent is preferably a crosslinking agent capable of reacting with a monomer having a reactive functional group, and includes one or more of an isocyanate compound, an epoxy compound, an oxazoline compound, an aziridine compound, a metal chelator compound, and a butylated melamine compound. Among the above-mentioned crosslinking agents, preferred are isocyanate compounds, epoxy compounds, and metal chelating compounds that can easily crosslink the acrylic resin. In particular, when only a hydroxyl group-containing monomer is used as the crosslinkable monomer, an isocyanate compound is preferably used in view of reactivity of the hydroxyl group.
Examples of the isocyanate compound include toluene diisocyanate, xylylene diisocyanate, hexamethylene diisocyanate, and isophorone diisocyanate; examples of the epoxy compound include ethylene glycol diglycidyl ether, polyethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, polypropylene glycol diglycidyl ether, glycerin diglycidyl ether, neopentyl glycol diglycidyl ether, 1, 6-hexanediol diglycidyl ether, tetraglycidyl xylylenediamine, 1, 3-bis (N, N-diglycidyl aminomethyl) cyclohexanone, trimethylolpropane polyglycidyl ether, diglycidyl polyglycidyl ether, and sorbitol polyglycidyl ether. The content of the crosslinking agent is preferably appropriately selected depending on the desired adhesive properties. In addition, the crosslinking agent may be used alone or in combination of 2 or more. The crosslinking agent is preferably present in an amount of 0.1 to 5 parts by weight based on 100 parts by weight of the UV adhesive composition. When the added parts are less than 0.1 parts by weight, the effect of adding the crosslinking agent is small; in contrast, when it is more than 5 parts by weight, the adhesiveness of the UV adhesive may be lowered.
The leveling agent is one or more selected from acrylic leveling agents, organic silicon leveling agents (polydimethylsiloxane, polymethylalkylsiloxane, organic modified polysiloxane) and fluorocarbon leveling agents. The leveling agent is preferably 0.01 to 1 part by weight based on 100 parts by weight of the UV adhesive composition. When the added parts are less than 0.01 weight part, the addition effect of the leveling agent is small; in contrast, when it is more than 1 part by weight, the adhesiveness of the UV adhesive may be lowered.
The compatilizer has the function of increasing the compatibility among all groups and preventing all components from generating flocculation, precipitation and other deterioration phenomena due to mutual reaction. The compatilizer is one or more selected from cyclic anhydride type compatilizer, carboxylic acid type compatilizer, epoxy type compatilizer, oxazoline type compatilizer, imide type compatilizer and isocyanate type compatilizer.
As the cyclic anhydride type reactive compatibilizer, maleic anhydride type compatibilizer, which is obtained by grafting maleic anhydride onto polyolefin, is used in an amount of usually 5 to 8%. As the carboxylic acid type compatibilizer, an acrylic acid type compatibilizer, typically acrylic acid is grafted onto a polyolefin resin, may be used. The epoxy type compatibilizer may be an epoxy resin or a compound having an epoxy group, and may be graft-copolymerized with other polymers. As the oxazoline-type compatibilizing agent, PS grafted with oxazoline, namely RPS, can be reacted with a general polymer containing an amino group or a carboxyl group, and can also be reacted with a polymer containing a carbonyl group, an acid anhydride or an epoxy group to form a graft copolymer. The imide type compatibilizer may be a modified polyacrylate. As the isocyanate-type compatibilizer, m-isopropenyl-2, 2-dimethylbenzoyl isocyanate may be mentioned. The compatibilizing agent is preferably 0.05 to 10 parts by weight based on 100 parts by weight of the UV adhesive composition. When the added parts are less than 0.05 parts by weight, the addition effect of the compatilizer is small; in contrast, when it is more than 10 parts by weight, the adhesiveness of the UV adhesive may be lowered.
The antistatic agent is selected from one or more of cationic surfactant, anionic surfactant and nonionic surfactant; the cationic surfactant comprises acyl amide propyl dimethyl hydroxyethyl ammonium nitrate, acyl amide propyl trimethyl ammonium sulfate and cetyl morpholinium methyl sulfate; the anionic surfactant comprises linear alkyl potassium phosphate, polyoxyethylene alkyl potassium phosphate and alkane sulfonate; the nonionic surfactant comprises N, N-bis (hydroxyethyl) -N-alkylamine, fatty acid ester derivatives thereof, and polyol fatty acid partial esters. The antistatic agent is further preferably 0.1 to 5 parts by weight based on 100 parts by weight of the UV adhesive composition.
In another aspect, the present invention also provides a method of preparing a UV adhesive composition, comprising the steps of:
s1, adding a monomer mixture into a reaction container, and uniformly stirring and mixing;
s2, adding an initiator and a compatilizer, and stirring for reaction to polymerize the monomer mixture;
s3, adding the cross-linking agent, the leveling agent and the antistatic agent, continuously stirring, and filtering to obtain the adhesive composition.
In addition, the present invention also provides a polarizing plate 10, as shown in fig. 3, comprising a PVA (polarizer) layer 100, a PVA protective layer 120, a pressure-sensitive adhesive 140, a protective film 130, a release film 150, and a UV adhesive layer 110 thereof, wherein the UV adhesive layer 110, the PVA protective layer 120, and the protective film 130 are sequentially disposed on one surface of the PVA layer 100, the UV adhesive layer 110, the PVA protective layer 120, the pressure-sensitive adhesive 140, and the release film 150 are sequentially disposed on the other surface of the PVA layer 100, and the UV adhesive layer 110 is obtained by coating and curing the UV adhesive composition as described above.
The curing mode is preferably an ultraviolet curing mode, and the UV lamp source can be an LED lamp, a metal halogen lamp, a high-pressure mercury lamp, an electrodeless lamp and the like, and is preferably a gallium lamp in the embodiment; the spectrum distribution range is UVA, UVB and a small amount of UVA, wherein the preferred UVA is more than or equal to 300mJ/cm 2 。
The UV adhesive layer 110 has a thickness of 1 to 100. Mu.m, preferably 1 to 10. Mu.m.
The UV adhesive layer 110 has a storage modulus at 25 ℃ of 1.0X10 or more 7 Pa。
The UV adhesive layer 110 preferably has a glass transition temperature of greater than or equal to 85 ℃.
The haze of the UV adhesive layer 110 is less than or equal to 5%.
The PVA protective layer 120 is a hydrophobic film material, and may be an acryl (PMMA) film, a polyethylene terephthalate (PET) film, a Cyclic Olefin Polymer (COP) film, a derivative or modified product of the Cyclic Olefin Polymer (COP), or the like, and the original film transmittance is 90% or more.
Further, the preparation method of the polarizing plate 10 comprises the following steps:
s1, coating the UV adhesive composition on two surfaces of a PVA film, and sticking the UV adhesive composition and the PVA protective film 130 in a three-layer opposite manner, and performing UV curing to form a three-layer original reverse structure of the polarizing plate 10;
s2, transferring and attaching the pressure-sensitive adhesive 140 to one surface of the original reverse structure through the release film 150, and attaching the protective film 130 to the other surface to obtain the polarizing plate 10.
The UV curing may be either a one-sided or a two-sided curing, with two-sided curing being preferred since optical films used in the outer typically contain UV absorbers. The spectrum of the UV lamp is determined by the type of photoinitiator, and in this embodiment, it is preferred that UVA be 300mJ/cm or more 2 . The irradiation distance of the UV lamp from the product is preferably about 3-15 inches, and when the irradiation distance is lower than 3 inches, the energy of the lamp tube cannot be concentrated because the irradiation distance is too short, so that the adhesion effect is affected; when it is greater than 15inchBecause the distance is too long, the energy of the lamp tube is weakened, which can affect the adhesion effect or cause unnecessary energy waste. The UV curing times are preferably 1-3 times, the UV curing temperature is preferably 20-90 ℃, and the UV curing temperature can be selected according to requirements.
The samples coated with UV adhesive may be selected for curing as desired, and the inventors have found that there are cases where the adhesive properties are strongest only after a portion of the UV adhesive has been cured and left for 24 hours. However, the UV adhesive according to the present invention substantially completes bonding a few seconds after curing, and the peeling state is the same before and after 24 hours of standing, and does not require aging and standing.
The present invention will be further described with reference to examples and comparative examples.
Example 1
Preparation of UV adhesive composition
Respectively adding 1.2 parts by weight of pentaerythritol triacrylate, 20.8 parts by weight of (methyl) acrylic acid alkyl ester monomer, 18 parts by weight of isocyanate-containing monomer and 20 parts by weight of silane-containing monomer into a stirring barrel, stirring for 60min while adding, and obtaining a monomer mixture; then sequentially adding 5 parts by weight of 2-methyl-1- (4-methylthiophenyl) -2-morpholinyl-1-acetone and 10 parts by weight of polyolefin grafted Maleic Anhydride (MAH), and stirring for 20min; adding 5 parts by weight of toluene diisocyanate, 10 parts by weight of a polyacrylate functional group modified polydimethylsiloxane solution and 10 parts by weight of N, N-bis (hydroxyethyl) -N-alkylamine; after stirring for 20min, the mixture was filtered to obtain a UV adhesive composition. The stirrer speed was 1200rpm.
B. Preparation of polarizing plate
The above UV adhesive composition was coated on both surfaces of the PVA layer 100, and three layers of the PVA protective film 130 were attached, followed by passing a film containing 300mJ/cm 2 After double-sided solidification is carried out on the UVA gallium lamp, a three-layer original reverse structure of the polarizing plate is formed; then, the pressure-sensitive adhesive 140 was transferred and bonded to one surface of the original reverse structure through the release film 150, and the protective film 130 was bonded to the other surface, to obtain the polarizing plate 10. The UV adhesive layer thickness was measured by SEM to be about 1 μm.
Example 2
Preparation of UV adhesive composition
Respectively adding 1.5 parts by weight of cyclotrimethylolpropane methylacrylate, 30 parts by weight of ethylene oxide-containing monomer, 28.1 parts by weight of amide-containing monomer and 35 parts by weight of alkoxy-containing monomer into a stirring barrel, and stirring for 60min while adding to obtain a monomer mixture; then sequentially adding 2 parts by weight of 2-methyl-1- (4-methylthiophenyl) -2-morpholinyl-1-acetone and 1.95 parts by weight of polyolefin grafted Maleic Anhydride (MAH), and stirring for 20min; adding 0.4 weight parts of toluene diisocyanate, 0.05 weight parts of a polyacrylate functional group modified polydimethylsiloxane solution and 1 weight part of N, N-bis (hydroxyethyl) -N-alkylamine; after stirring for 20min, the mixture was filtered to obtain a UV adhesive composition. The stirrer speed was 1200rpm.
B. Preparation of polarizing plate
As in example 1.
Example 3
Preparation of UV adhesive composition
Respectively adding 47.5 parts by weight of omega-carboxyl-polycaprolactone monoacrylate, 15 parts by weight of monomer containing propylene oxide, 12.5 parts by weight of monomer containing isocyanate and 20 parts by weight of monomer containing phenyl into a stirring barrel, stirring for 60min while adding, and obtaining a monomer mixture; then sequentially adding 1 part by weight of 2-methyl-1- (4-methylthiophenyl) -2-morpholinyl-1-acetone and 0.05 part by weight of polyolefin grafted Maleic Anhydride (MAH), and stirring for 20min; adding 0.1 weight part of toluene diisocyanate, 3.75 weight parts of a polyacrylate functional group modified polydimethylsiloxane solution and 0.1 weight part of N, N-bis (hydroxyethyl) -N-alkylamine; after stirring for 20min, the mixture was filtered to obtain a UV adhesive composition. The stirrer speed was 1200rpm.
B. Preparation of polarizing plate
As in example 1.
Comparative example 1
Preparation of UV adhesive composition
Respectively adding 25 parts by weight of phenyl acrylate and 60 parts by weight of phosphate group-containing monomer into a stirring barrel, stirring for 60 minutes while adding, and obtaining a monomer mixture; then 5 parts by weight of tri {4- [ (4-acetylphenyl) sulfonyl ] phenyl } hexafluoro-ammonium sulfonate was added and stirred for 20 minutes; 10 parts by weight of a polyacrylate functional group modified polydimethylsiloxane solution was added, and after stirring was continued for 20 minutes, filtration was performed to prepare a UV adhesive composition. The stirrer speed was 1200rpm.
B. Preparation of polarizing plate
As in example 1.
The UV adhesive compositions of examples 1-2 and comparative example 1 were formulated as shown in Table 1.
TABLE 1 proportion of UV adhesive compositions in examples 1-3 and comparative example 1
The results of the product related tests are shown in tables 2-4 and fig. 4, and the test method is as follows:
A. glass transition temperature (Tg) test
The UV adhesive composition is coated on a release film and then UVA is more than or equal to 300mJ/cm 2 After UV curing with energy once, the resulting UV adhesive was obtained. The resulting UV adhesive was tested using Differential Scanning Calorimetry (DSC).
B. Durability rupture test
Cutting the obtained polarizing plate according to the specified size, respectively attaching the polarizing plate to different 65inch liquid crystal panels of the same model by the same polarization attaching machine, then putting the panel into a cold and hot impact environment (-35-80 ℃) for about 200 cycles (1 hr/cycle), and observing the crack condition of the panel.
C. Tack test
Cutting the obtained polarizing plate into 15mm 150 mm, separating PVA from PVA protective layer with knife tip, fixing the separated part on a material tensile tester (model: instron 3665) by 31B adhesive tape, and attaching the adhesive tape with length of 3cm or more. And then pulled apart at a speed of 1000 mm/min with a force in a direction perpendicular to the polarizing plate by 90 deg.. The parameters obtained are recorded as adhesion data.
D. Optical testing
The resulting polarizing plate was cut into 30 mm by 40 mm sizes and attached to an optical glass. The transmittance and the polarization degree of the monomer were measured by a spectrocolorimeter (model: jasco V-7100) in accordance with JIS Z8701. The total haze was measured with a haze meter (model: NDH 2000N) according to JIS K7105.
TABLE 2 glass transition temperature (Tg) test
| Item/number | Example 1 | Example 2 | Example 3 | Comparative example 1 |
| Tg | About 125 DEG C | About 85 DEG C | About 100 DEG C | About-40 DEG C |
TABLE 3 results of tack test
| Item/number | Sample 1 | Sample 2 | Sample 3 | Average value of |
| Example 1 | 285 | 280 | 275 | 280 |
| Example 2 | 257 | 296 | 202 | 251 |
| Example 3 | 328 | 330 | 339 | 332 |
| Comparative example 1 | 187 | 190 | 183 | 187 |
(Unit: gf/15 mm)
Table 4 optical test results
As can be seen from fig. 4, the polarizing plates 10 of examples 1 to 3 have better durability fracture test results than that of comparative example 1, whereas the polarizing plate 10 of comparative example 1 has a fracture phenomenon when the durability is tested. This is because the glass transition temperatures of the UV adhesives prepared in examples 1 to 3 are about 120 c, 85 c, and 100 c, respectively, whereas the UV adhesive prepared in comparative example 1 has a glass transition temperature of about-40 c, and when the glass transition temperature is too low, durability such as crack resistance of the polarizing plate may be deteriorated.
As is clear from Table 3, the polarizing plates 10 prepared in examples 1 to 3 were superior in adhesion ability to the polarizing plates of comparative example 1, and the polarizing plates had a Peling value of 200gf/15mm or more. This is because the UV adhesive prepared in comparative example 1 was not added with a crosslinking agent and a compatibilizer.
As is clear from Table 4, the polarizing plates 10 prepared in examples 1 to 3 have good overall optical performance, the single-body transmittance of the polarizing plate can be 42.1% or more, the polarization degree can be 99.99% or more, and the overall haze can be 1% or less.
In summary, the formula components of the monomer mixture in the UV adhesive composition are regulated, so that the glass transition temperature (Tg) range of the UV adhesive composition is regulated, and the obtained polarizing plate has excellent optical physical property performance and can effectively improve the durability such as crack resistance and the like on the basis of not affecting the optical property performance and physical property performance of the UV adhesive composition.
The foregoing is merely a preferred embodiment of the present invention, and it should be noted that modifications and variations could be made by those skilled in the art without departing from the technical principles of the present invention, and such modifications and variations should also be regarded as being within the scope of the invention.
Claims (16)
1. A UV adhesive composition characterized by comprising, in 100 parts by weight:
the monomer mixture is prepared from acrylic ester and comonomer.
2. The UV adhesive composition according to claim 1, wherein the acrylate comprises a (meth) acrylate selected from one or more of a (meth) acrylate containing a hydroxyl group, a (meth) acrylate containing a carboxyl group, a (meth) acrylate of an epoxy acrylate, and a (meth) acrylic acid adduct of an epoxy acrylate.
3. UV adhesive composition according to claim 2, wherein the hydroxyl group containing (meth) acrylate is selected from one or more of pentaerythritol triacrylate (PETA), dipentaerythritol hexaacrylate (DPHA), dipentaerythritol pentaacrylate (DPPA), 1, 6-hexanediol diacrylate (HDDA), cyclotrimethylol propane methylacrylate (CTFA), 2-phenoxyethyl acrylate (PHEA); the (meth) acrylate containing a carboxyl group is selected from one or more of 2-acryloxypropyl tetrahydrophthalic acid, 2-acryloxypropyl hexahydrophthalic acid, methacryloxyethyl succinic acid, methacryloxyethyl phthalic acid, methacryloxyethyl tetrahydrophthalic acid, methacryloxyethyl hexahydrophthalic acid, 2-methacryloxypropyl oxyphthalic acid, beta-carboxyethyl acrylate, carboxypentyl acrylate, beta-carboxyethyl methacrylate, 2-acryloxyethyl succinic acid, 2-acryloxyethyl hexahydrophthalic acid, 2-acryloxyethyl phthalic acid, omega-carboxyl-polycaprolactone monoacrylate, 2-acryloxyethyl tetrahydrophthalic acid, 2-acryloxypropyl oxyphthalic acid, 2-methacryloxypropyl tetrahydrophthalic acid, 2-methacryloxypropyl hexahydrophthalic acid; the (meth) acrylic acid adduct of the epoxy acrylate is one or more of (meth) acrylic acid adducts selected from 1, 6-hexanediol diglycidyl ether, neopentyl glycol diglycidyl ether, allyl alcohol diglycidyl ether, resorcinol diglycidyl ether, diglycidyl adipate, diglycidyl phthalate, polyethylene glycol diglycidyl ether, trimethylolpropane triglycidyl ether, glycerol triglycidyl ether, pentaerythritol tetraglycidyl ether, sorbitol tetraglycidyl ether, and the like.
4. The UV adhesive composition according to claim 1, wherein the comonomer comprises a polymerizable functional group having 1 to 20 carbon atoms with oxygen interposed therebetween, and the polymerizable functional group is one or more of an alkyl group, an alkenyl group, an alicyclic group, and an unsaturated alicyclic group.
5. The UV adhesive composition according to claim 4, wherein the comonomer is selected from one of alkyl (meth) acrylate monomers, ethylene oxide-containing monomers, propylene oxide-containing monomers, isocyanate-containing monomers, polyacrylamide-containing monomers, alkoxy-containing monomers, phenyl-containing monomers, and silane-containing monomers, or a combination thereof.
6. The UV adhesive composition according to claim 1, wherein the acrylate is 2 to 50 parts by weight in the monomer mixture and the comonomer is 50 to 98 parts by weight in the monomer mixture.
7. The UV adhesive composition according to claim 1, wherein the initiator is selected from the group consisting of photo-polymerizable initiators, which are free radical type initiators or cationic type initiators.
8. The UV adhesive composition according to claim 1, wherein the cross-linking agent is selected from one or more of isocyanate compounds, epoxy compounds, oxazoline compounds, aziridine compounds, metal chelator compounds, butylated melamine compounds.
9. The UV adhesive composition according to claim 1, wherein the leveling agent is selected from one or more of acrylic leveling agents, silicone leveling agents, fluorocarbon-based leveling agents.
10. The UV adhesive composition according to claim 1, wherein the compatibilizer is selected from one or more of a cyclic anhydride type compatibilizer, a carboxylic acid type compatibilizer, an epoxy type compatibilizer, an oxazoline type compatibilizer, an imide type compatibilizer, and an isocyanate type compatibilizer.
11. The UV adhesive composition according to claim 1, wherein the antistatic agent is selected from one or more of cationic surfactants, anionic surfactants, nonionic surfactants.
12. The UV adhesive composition according to claim 1, wherein the glass transition temperature of the monomer mixture is not less than 85 ℃.
13. A method of preparing a UV adhesive composition according to any one of claims 1-12, comprising the steps of:
s1, adding a monomer mixture into a reaction container, and uniformly stirring and mixing;
s2, adding an initiator and a compatilizer, and stirring for reaction to polymerize the monomer mixture;
s3, adding the cross-linking agent, the leveling agent and the antistatic agent, continuously stirring, and filtering to obtain the adhesive composition.
14. A polarizing plate comprising a PVA layer and a UV adhesive layer provided on at least one side of the PVA layer, the UV adhesive layer being obtained by coating and curing the UV adhesive composition according to any one of claims 1 to 12.
15. The polarizing plate according to claim 14, further comprising a PVA protective layer, a pressure sensitive adhesive, a protective film, and a release film thereof, the UV adhesive layer being disposed between the PVA layer and the PVA protective layer.
16. The polarizing plate according to claim 15, wherein the PVA protective layer is a hydrophobic material selected from any one of PMMA, PET, COP, COP derivative or modified product; specifically, the derivative or modified product of COP is Konica's SANUQI.
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