CN115717036A - UV-curable polyurethane acrylate OCA optical adhesive tape and preparation method thereof - Google Patents
UV-curable polyurethane acrylate OCA optical adhesive tape and preparation method thereof Download PDFInfo
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- CN115717036A CN115717036A CN202211510506.8A CN202211510506A CN115717036A CN 115717036 A CN115717036 A CN 115717036A CN 202211510506 A CN202211510506 A CN 202211510506A CN 115717036 A CN115717036 A CN 115717036A
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- CN
- China
- Prior art keywords
- oca optical
- polyurethane acrylate
- parts
- acrylate
- curable polyurethane
- Prior art date
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- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 title claims abstract description 76
- 230000003287 optical effect Effects 0.000 title claims abstract description 68
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 67
- 239000004814 polyurethane Substances 0.000 title claims abstract description 67
- 239000002390 adhesive tape Substances 0.000 title claims abstract description 41
- 238000002360 preparation method Methods 0.000 title claims abstract description 21
- 239000000178 monomer Substances 0.000 claims abstract description 33
- 239000012790 adhesive layer Substances 0.000 claims abstract description 19
- 239000010410 layer Substances 0.000 claims abstract description 19
- AZIQALWHRUQPHV-UHFFFAOYSA-N prop-2-eneperoxoic acid Chemical compound OOC(=O)C=C AZIQALWHRUQPHV-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000002994 raw material Substances 0.000 claims abstract description 13
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 12
- 230000009477 glass transition Effects 0.000 claims abstract description 12
- 239000000654 additive Substances 0.000 claims abstract description 10
- 230000000996 additive effect Effects 0.000 claims abstract description 10
- 238000010030 laminating Methods 0.000 claims abstract 2
- -1 aliphatic acrylic ester Chemical class 0.000 claims description 35
- 238000003756 stirring Methods 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 17
- 230000001070 adhesive effect Effects 0.000 claims description 15
- 239000012948 isocyanate Substances 0.000 claims description 15
- 150000002513 isocyanates Chemical class 0.000 claims description 15
- 238000010438 heat treatment Methods 0.000 claims description 14
- 239000000853 adhesive Substances 0.000 claims description 13
- 239000002518 antifoaming agent Substances 0.000 claims description 13
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 claims description 13
- 238000002156 mixing Methods 0.000 claims description 13
- 238000001723 curing Methods 0.000 claims description 11
- 229920005862 polyol Polymers 0.000 claims description 11
- 150000003077 polyols Chemical class 0.000 claims description 11
- 239000002202 Polyethylene glycol Substances 0.000 claims description 9
- 239000003054 catalyst Substances 0.000 claims description 9
- 229920001223 polyethylene glycol Polymers 0.000 claims description 9
- 239000000919 ceramic Substances 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 8
- 239000002736 nonionic surfactant Substances 0.000 claims description 8
- 150000002009 diols Chemical class 0.000 claims description 7
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 7
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 6
- 229920000570 polyether Polymers 0.000 claims description 6
- 229920001451 polypropylene glycol Polymers 0.000 claims description 6
- 229920001296 polysiloxane Polymers 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 6
- 238000001914 filtration Methods 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- RBNPOMFGQQGHHO-UHFFFAOYSA-N glyceric acid Chemical compound OCC(O)C(O)=O RBNPOMFGQQGHHO-UHFFFAOYSA-N 0.000 claims description 4
- 239000012188 paraffin wax Substances 0.000 claims description 4
- 239000002245 particle Substances 0.000 claims description 4
- 229920001610 polycaprolactone Polymers 0.000 claims description 4
- 239000004632 polycaprolactone Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 3
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical group C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims description 3
- 238000000576 coating method Methods 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 235000019441 ethanol Nutrition 0.000 claims description 3
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 3
- 229960000502 poloxamer Drugs 0.000 claims description 3
- 229920001983 poloxamer Polymers 0.000 claims description 3
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 claims description 2
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 2
- 239000005062 Polybutadiene Substances 0.000 claims description 2
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 claims description 2
- GUCYFKSBFREPBC-UHFFFAOYSA-N [phenyl-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C(=O)C1=C(C)C=C(C)C=C1C GUCYFKSBFREPBC-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 2
- 239000012965 benzophenone Substances 0.000 claims description 2
- 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 claims 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 claims description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 2
- 229920002857 polybutadiene Polymers 0.000 claims 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 claims description 2
- ARVUDIQYNJVQIW-UHFFFAOYSA-N (4-dodecoxy-2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC(OCCCCCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 ARVUDIQYNJVQIW-UHFFFAOYSA-N 0.000 claims 1
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 claims 1
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 claims 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- UVCJGUGAGLDPAA-UHFFFAOYSA-N ensulizole Chemical compound N1C2=CC(S(=O)(=O)O)=CC=C2N=C1C1=CC=CC=C1 UVCJGUGAGLDPAA-UHFFFAOYSA-N 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- ZEUVPBIKPGDABT-UHFFFAOYSA-N n'-(2-ethoxyphenyl)-n-(4-ethylphenyl)oxamide Chemical compound CCOC1=CC=CC=C1NC(=O)C(=O)NC1=CC=C(CC)C=C1 ZEUVPBIKPGDABT-UHFFFAOYSA-N 0.000 claims 1
- 150000005846 sugar alcohols Polymers 0.000 claims 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 claims 1
- LTOKKZDSYQQAHL-UHFFFAOYSA-N trimethoxy-[4-(oxiran-2-yl)butyl]silane Chemical compound CO[Si](OC)(OC)CCCCC1CO1 LTOKKZDSYQQAHL-UHFFFAOYSA-N 0.000 claims 1
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 claims 1
- 238000012360 testing method Methods 0.000 abstract description 31
- 238000004383 yellowing Methods 0.000 abstract description 19
- 230000032683 aging Effects 0.000 abstract description 17
- 238000002834 transmittance Methods 0.000 abstract description 12
- 230000007613 environmental effect Effects 0.000 abstract description 9
- 238000003848 UV Light-Curing Methods 0.000 abstract description 5
- 230000000052 comparative effect Effects 0.000 description 26
- 238000004519 manufacturing process Methods 0.000 description 7
- 239000012528 membrane Substances 0.000 description 7
- 229920000297 Rayon Polymers 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 239000003292 glue Substances 0.000 description 4
- 229920000139 polyethylene terephthalate Polymers 0.000 description 4
- 239000005020 polyethylene terephthalate Substances 0.000 description 4
- 238000007711 solidification Methods 0.000 description 4
- 230000008023 solidification Effects 0.000 description 4
- 230000005856 abnormality Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- HTDJPCNNEPUOOQ-UHFFFAOYSA-N hexamethylcyclotrisiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O1 HTDJPCNNEPUOOQ-UHFFFAOYSA-N 0.000 description 2
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 2
- 229950000688 phenothiazine Drugs 0.000 description 2
- 125000001484 phenothiazinyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3NC12)* 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000001029 thermal curing Methods 0.000 description 2
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical group [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 2
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 1
- ZBBLRPRYYSJUCZ-GRHBHMESSA-L (z)-but-2-enedioate;dibutyltin(2+) Chemical compound [O-]C(=O)\C=C/C([O-])=O.CCCC[Sn+2]CCCC ZBBLRPRYYSJUCZ-GRHBHMESSA-L 0.000 description 1
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 1
- BVUXDWXKPROUDO-UHFFFAOYSA-N 2,6-di-tert-butyl-4-ethylphenol Chemical compound CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 BVUXDWXKPROUDO-UHFFFAOYSA-N 0.000 description 1
- HOYRZHJJAHRMLL-UHFFFAOYSA-N 2,6-dinitro-p-cresol Chemical compound CC1=CC([N+]([O-])=O)=C(O)C([N+]([O-])=O)=C1 HOYRZHJJAHRMLL-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- OWZPCEFYPSAJFR-UHFFFAOYSA-N 2-(butan-2-yl)-4,6-dinitrophenol Chemical compound CCC(C)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O OWZPCEFYPSAJFR-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- NNAHKQUHXJHBIV-UHFFFAOYSA-N 2-methyl-1-(4-methylthiophen-2-yl)-2-morpholin-4-ylpropan-1-one Chemical compound CC1=CSC(C(=O)C(C)(C)N2CCOCC2)=C1 NNAHKQUHXJHBIV-UHFFFAOYSA-N 0.000 description 1
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 1
- RZVINYQDSSQUKO-UHFFFAOYSA-N 2-phenoxyethyl prop-2-enoate Chemical group C=CC(=O)OCCOC1=CC=CC=C1 RZVINYQDSSQUKO-UHFFFAOYSA-N 0.000 description 1
- GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 description 1
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 1
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 1
- XESZUVZBAMCAEJ-UHFFFAOYSA-N 4-tert-butylcatechol Chemical compound CC(C)(C)C1=CC=C(O)C(O)=C1 XESZUVZBAMCAEJ-UHFFFAOYSA-N 0.000 description 1
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 1
- COCLLEMEIJQBAG-UHFFFAOYSA-N 8-methylnonyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C(C)=C COCLLEMEIJQBAG-UHFFFAOYSA-N 0.000 description 1
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 1
- IUMSDRXLFWAGNT-UHFFFAOYSA-N Dodecamethylcyclohexasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 IUMSDRXLFWAGNT-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- IAXXETNIOYFMLW-COPLHBTASA-N [(1s,3s,4s)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@]2(C)[C@@H](OC(=O)C(=C)C)C[C@H]1C2(C)C IAXXETNIOYFMLW-COPLHBTASA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- VEBCLRKUSAGCDF-UHFFFAOYSA-N ac1mi23b Chemical compound C1C2C3C(COC(=O)C=C)CCC3C1C(COC(=O)C=C)C2 VEBCLRKUSAGCDF-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 239000006059 cover glass Substances 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 125000004386 diacrylate group Chemical group 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- SDTDHTCWRNVNAJ-UHFFFAOYSA-L dimethyltin(2+);diacetate Chemical compound CC(=O)O[Sn](C)(C)OC(C)=O SDTDHTCWRNVNAJ-UHFFFAOYSA-L 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 229940119545 isobornyl methacrylate Drugs 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000005304 optical glass Substances 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 229920000921 polyethylene adipate Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- XOALFFJGWSCQEO-UHFFFAOYSA-N tridecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCOC(=O)C=C XOALFFJGWSCQEO-UHFFFAOYSA-N 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical compound [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Adhesives Or Adhesive Processes (AREA)
Abstract
The application relates to the field of OCA optical adhesive tapes, in particular to a UV-curable polyurethane acrylate OCA optical adhesive tape and a preparation method thereof. The UV-curing type polyurethane acrylate OCA optical adhesive tape is formed by sequentially laminating a first release layer, an adhesive layer and a second release layer, wherein the adhesive layer is prepared from the following raw materials in parts by weight: 20-80 parts of polyurethane acrylate, 5-20 parts of hydroxyl acrylate monomer, 10-30 parts of aliphatic acrylate monomer, 0.1-2 parts of photoinitiator and 0.01-0.5 part of auxiliary additive, wherein the weight average molecular weight of the polyurethane acrylate is 50-150 ten thousand, and the glass transition temperature is-70-40 ℃. The UV-curable polyurethane acrylate OCA optical adhesive tape prepared by the formula has the advantages of good weather resistance, aging and yellowing resistance, high light transmittance, low haze, high environmental protection and the like, and is suitable for the fields with high requirements on vehicle-mounted display OCA and other environmental tests.
Description
Technical Field
The application relates to the field of OCA (optically clear adhesive) optical tapes, in particular to a UV (ultraviolet) -curing polyurethane acrylate OCA optical tape and a preparation method thereof.
Background
The OCA optical adhesive tape is a special type double-sided adhesive tape without a base material and with optical transparency, the light transmittance can reach more than 90%, the bonding strength is good, the OCA optical adhesive tape belongs to the class of pressure-sensitive adhesives, and the OCA optical adhesive tape is widely applied to the field of optical display, such as display modules, glass substrates, touch screens, capacitive touch screens and the like.
Different requirements are required for different optical display fields on the OCA optical adhesive tape, wherein the vehicle-mounted display module, the glass substrate and the like are exposed to sunlight for a long time and used, and higher requirements are required for the aging resistance and the yellowing resistance of the OCA optical adhesive tape. However, most of the existing OCA optical adhesives are manufactured by a thermosetting method, and finished products are poor in weather resistance, easy to yellow and general in reliability, and cannot be used in vehicle-mounted display modules, glass substrates and the like, so that improvement is needed.
Disclosure of Invention
In order to solve the problem that an OCA optical adhesive tape is poor in weather resistance and easy to yellow, the application provides a UV-curable polyurethane acrylate OCA optical adhesive tape and a preparation method thereof.
In a first aspect, the application provides a UV-curable polyurethane acrylate OCA optical tape, which adopts the following technical scheme:
the utility model provides a UV solidification type polyurethane acrylic ester OCA optical tape, is laminated in proper order by first type layer, adhesive layer and second from type layer and constitutes, the adhesive layer is obtained including the raw materials preparation of following parts by weight:
20 to 80 portions of urethane acrylate
5 to 20 portions of hydroxyl acrylic ester monomer
10-30 parts of aliphatic acrylate monomer
0.1 to 2 portions of photoinitiator
0.01 to 0.5 portion of additive agent
The weight average molecular weight of the polyurethane acrylate is 50-150 ten thousand, and the glass transition temperature is-70 to-40 ℃.
By adopting the technical scheme, the prepared UV-cured polyurethane acrylate OCA optical adhesive tape has the advantages of good weather resistance, aging and yellowing resistance, high light transmittance, low haze, high environmental protection and the like, and is suitable for the field with high requirements on vehicle-mounted display of OCA and other environmental tests. The adhesive layer with good bonding performance is formed by crosslinking and curing the urethane acrylate, the hydroxyl acrylate monomer and the aliphatic acrylate monomer under the action of the photoinitiator, and heating and curing are not needed. Most of the traditional acrylate OCA optical adhesives adopt a thermal curing process, and the thermal curing process is usually accompanied with the problems of low production efficiency, high energy consumption, poor weather resistance of finished products, easy yellowing and general reliability. The UV-curing type polyurethane acrylate OCA optical adhesive tape is produced in a UV curing mode, the advantages of simple production process, lower cost and higher efficiency are achieved, the obtained product is good in weather resistance, good in yellowing resistance and good in reliability, the production process is environment-friendly and energy-saving, and the environment is not affected basically.
The polyurethane acrylate with special weight average molecular weight and glass transition temperature is adopted to react with the hydroxyl acrylate monomer and the aliphatic acrylate monomer to form a three-dimensional network structure with a compact structure, so that the performances of the adhesive layer such as adhesiveness, weather resistance, aging resistance, yellowing resistance, light transmittance and the like are improved.
Preferably, the hydroxy acrylate monomer is at least one of hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxybutyl acrylate and hydroxypropyl methacrylate.
Preferably, the aliphatic acrylate monomer is at least one of isobornyl acrylate, isobornyl methacrylate, 3, 5-trimethylcyclohexyl acrylate, lauryl methacrylate, 6-hexanediol diacrylate, polyethylene glycol (400) diacrylate, tricyclodecane dimethanol diacrylate, isobutyl acrylate, isooctyl acrylate, isodecyl methacrylate, tridecyl acrylate, and dicyclopentadiene methacrylate.
Preferably, the polyurethane acrylate is prepared by the following method:
s1, adding isocyanate into a reactor, adding polyol into the reactor in batches within 1h, heating to 60-65 ℃, adjusting the vacuum degree to 0.8-0.9 MPa, dropwise adding a catalyst for reaction, and obtaining a first prepolymer when the content of-NCO is not changed;
s2, mixing hydroxyl acrylate with the first prepolymer, heating to 80-85 ℃, adding a catalyst and a terminator, reacting for 4-5 hours, cooling to 60-65 ℃, adding absolute ethyl alcohol, and stirring to obtain polyurethane acrylate;
the polyol is at least one of polycaprolactone, polybutadiene diol, polypropylene oxide diol, polyethylene oxide diol and polyethylene adipate diol;
the isocyanate is at least one of isophorone diisocyanate, dicyclohexylmethane diisocyanate, hexamethylene diisocyanate, toluene diisocyanate and diphenylmethane diisocyanate.
By adopting the technical scheme, the polyurethane acrylate with the weight-average molecular weight of 50-150 ten thousand and the glass transition temperature of-70 to-40 ℃ is prepared. By reacting different types of isocyanate with different polyols and then reacting hydroxyl acrylate, the weight average molecular weight and the glass transition temperature of the urethane acrylate are controlled, and the yellowing resistance and the aging resistance of the urethane acrylate are further improved.
The polyurethane acrylate prepared by the process is used for preparing the UV-curable polyurethane acrylate OCA optical adhesive tape, and the aging resistance, yellowing resistance, bonding performance and the like of the OCA adhesive tape can be further improved.
Preferably, the catalyst is stannous octoate, dibutyltin dilaurate, triethylenediamine, dimethyltin diacetate, dibutyltin maleate or zinc octoate.
Preferably, the terminating agent is phenothiazine, p-hydroxy methyl ether, hydroquinone, p-hydroxyanisole, 2, 6-dinitro-p-cresol, 4, 6-dinitro-2-sec-butylphenol, p-tert-butylcatechol, or 2, 6-di-tert-butyl-p-ethylphenol.
Preferably, the molar mass ratio of the polyol to the isocyanate is 1: (2-2.5).
By adopting the technical scheme, the use amount ratio of the polyol to the isocyanate is optimized, the polyol to the isocyanate is improved, the strength of a main chain is improved, and the ageing resistance, the yellowing resistance and the bonding performance of the adhesive layer are enhanced.
Preferably, the molar mass ratio of the hydroxyl acrylate to the isocyanate is (2-3): 2.
By adopting the technical scheme, the dosage ratio of the hydroxyl acrylate to the isocyanate is optimized, the weight average molecular weight and the glass transition temperature of the polyurethane acrylate are further controlled and controlled, and the yellowing resistance and the ageing resistance of the polyurethane acrylate are improved.
Preferably, the adhesive layer further comprises a defoaming agent, and the defoaming agent is prepared by the following method:
1) Mixing 5-10 parts of polyethylene glycol and 10-15 parts of water according to parts by weight, heating to 50-60 ℃, adding 5-10 parts of paraffin, and stirring to be milky white to obtain a mixture;
2) Mixing 1-5 parts of polyoxypropylene polyoxyethylene glycerol ether, 1-3 parts of methyl silicone oil and 0.5-1 part of nonionic surfactant, heating to 70-80 ℃, adding 5-10 parts of nano porous ceramic, uniformly stirring, adding 4-8 parts of mixture and polyether modified polysiloxane, and uniformly stirring to obtain a defoaming agent;
the nonionic surfactant is poloxamer and perfluoroalkyl ethoxy ether alcohol.
The UV-curable polyurethane acrylate OCA optical adhesive tape is easy to generate dead bubbles in the process of adhering the adhesive tape, so that the use of the adhesive tape is influenced; and after the UV curing type polyurethane acrylic ester OCA optical adhesive tape is adhered and the bubbles are removed, bubble rebound is easy to cause, and reworking is needed. In this regard, a defoaming agent is added in the present application to solve the above technical problems. Above-mentioned defoaming agent firstly can reduce the surface tension of viscose agent layer system, increases the viscose layer and the contact surface of adherend, reduces the production of bubble, secondly can improve the hardness of viscose basic unit, makes the viscose agent layer bond and is difficult for droing at the object white side to reduce the bubble and bounce-back.
Preferably, the molecular mass of the polyethylene glycol is 200 to 4000.
Preferably, the methyl silicone oil is hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane or dodecamethylcyclohexasiloxane.
Preferably, the average particle size of the nanoporous ceramic is 10 to 100um.
Preferably, the photoinitiator is at least one of benzophenone, phenylbis (2, 4, 6-trimethylbenzoyl) phosphine oxide, 2-methyl-1- (4-methylthiophenyl) -2-morpholinyl-1-propanone, 1-hydroxycyclohexylphenylketone and (2, 4, 6-trimethylbenzoyl) diphenylphosphine oxide.
By adopting the initiator, the reaction efficiency of the hydroxyl acrylic monomer and the aliphatic acrylic monomer is further improved, and the polymerization reaction process is controlled.
In a second aspect, the application provides a preparation method of a UV-curable polyurethane acrylate OCA optical tape, which adopts the following technical scheme:
a preparation method of a UV-curable polyurethane acrylate OCA optical adhesive tape comprises the following preparation steps
1) Uniformly mixing polyurethane acrylate, a hydroxyl acrylate monomer, an aliphatic acrylate monomer, a photoinitiator and an auxiliary additive, stirring, filtering and defoaming in vacuum to obtain an OCA optical adhesive;
2) And coating the OCA optical adhesive on the surface of the first release layer, covering the second release layer on the surface of the OCA optical adhesive, curing, drying and storing to obtain the UV-cured polyurethane acrylate OCA optical adhesive tape.
By adopting the technical scheme, the prepared UV-curable polyurethane acrylate OCA optical adhesive tape has the advantages of high bonding performance, high light transmittance, low haze, good aging resistance, good yellowing resistance and the like. The preparation process is high in production efficiency, environment-friendly and energy-saving, and beneficial to enterprise production.
Preferably, the first release film is one of a polyethylene terephthalate release film, a polyethylene release film or a polypropylene release film.
Preferably, the second release film is one of a polyethylene terephthalate release film, a polyethylene release film or a polypropylene release film.
Preferably, the thickness of the adhesive layer is 50-500um.
Preferably, the first release film has a release force of 1.5gf/25mm or more, and the second release film has a release force of 7.5gf/25mm or more.
Preferably, the total light transmittance of the first release film and the total light transmittance of the second release film are both greater than or equal to 90%, and the haze of the first release film and the haze of the second release film are both less than or equal to 2%.
Preferably, the stirring speed in the step 1) is 1000-3000r/min, and the stirring is carried out for 3-8h.
Preferably, the mesh number of the filtration in the step 1) is 200-1000 meshes.
Preferably, the defoaming vacuum degree is-0.1 to-0.2 MPa, and the defoaming time is 8 to 16 hours.
Preferably, the curing energy is 3500 to 4000mj/cm 2 。
Through adopting above-mentioned solidification energy, the solidification efficiency of UV solidification type polyurethane acrylic ester OCA optical adhesive tape can shorten curing time, is favorable to enterprise's production, reduces the cost.
In summary, the present application has the following beneficial effects:
1. the UV-curable polyurethane acrylate OCA optical adhesive tape prepared from the polyurethane acrylate with special weight average molecular weight and glass transition temperature, the hydroxy acrylate monomer, the aliphatic acrylate monomer, the photoinitiator and the additive has the advantages of good weather resistance, aging and yellowing resistance, high light transmittance, low haze, high environmental protection and the like, and is suitable for the field of vehicle-mounted display of OCA with higher environmental test requirements. The adhesive layer with good bonding performance, good weather resistance and good yellowing resistance is formed by crosslinking and curing the urethane acrylate, the hydroxyl acrylate monomer and the aliphatic acrylate monomer under the action of a photoinitiator.
2. The polyurethane acrylate is prepared from isocyanate, polyol, hydroxyl acrylate, a catalyst, a terminator and absolute ethyl alcohol under specific conditions, so that the weight average molecular weight of the polyurethane acrylate is 50-150 ten thousand, the glass transition temperature of the polyurethane acrylate is-70 to-40 ℃, and the yellowing resistance and the aging resistance of the polyurethane acrylate are further improved.
Detailed Description
Preparation examples 1 to 3
Preparation example 1
A polyurethane acrylate is prepared by the following method:
s1, adding 2mol of isocyanate into a reactor, adding 1mol of polyol into the reactor in batches within 1h, heating to 60 ℃, controlling the vacuum degree to be 0.7MPa, dropwise adding 0.01mol of a catalyst, reacting, and measuring the content of-NCO when the content is not changed to obtain a first prepolymer;
s2, mixing 2mol of hydroxyl acrylate with the first prepolymer, heating to 80 ℃, adding 0.01mol of catalyst and 0.002mol of terminator, reacting for 4 hours, cooling to 60 ℃, adding absolute ethyl alcohol, and stirring to obtain the urethane acrylate.
The polyol is polycaprolactone, and the average molecular weight of the polycaprolactone is 2000.
The isocyanate is isophorone diisocyanate.
The catalyst is stannous octoate. The terminator is phenothiazine.
The difference between preparation 2 and preparation 3 is that: the polyurethane acrylate used was different in some kinds of raw materials, amounts of raw materials and test parameters, and the rest of the test steps were the same as those of preparation example 1.
The raw materials and amounts used in preparation examples 1 to 3 are shown in Table 1:
TABLE 1 raw materials and amounts used in preparation examples 1 to 3
Examples
Example 1
A UV-curable polyurethane acrylate OCA optical adhesive tape is prepared by the following steps:
1) Uniformly mixing 20 parts of urethane acrylate, 5 parts of hydroxyl acrylate monomer, 10 parts of aliphatic acrylate monomer, 0.1 part of photoinitiator and 0.01 part of additive by weight, stirring at the stirring speed of 1000r/min for 3 hours, filtering, wherein the number of filtering meshes is 200, and carrying out vacuum defoaming with the defoaming vacuum degree of-0.1 MPa for 8 hours to obtain the OCA optical adhesive;
2) And coating the OCA optical adhesive on the surface of the first release layer, covering the second release layer on the surface of the OCA optical adhesive, curing, drying and storing to obtain the UV-cured polyurethane acrylate OCA optical adhesive tape.
The first type membrane of leaving is that polyethylene terephthalate leaves the type membrane, and the second is that polyethylene terephthalate leaves the type membrane, and the thickness of adhesive layer is 50um, and first type membrane leaves type power more than or equal to 1.5gf/25mm, and the second leaves type power more than or equal to 7.5gf/25mm from the type membrane, and first type membrane and second all light transmission from the type membrane all equals 90%, and haze equals 2%.
The curing energy is 3500mj/cm 2 。
The urethane acrylate is commercially available from Xiamen Yude chemical products Co., ltd, and is of industrial grade.
Examples 2 and 4 differ from example 1 in that: the raw material types, the amounts and the experimental parameters for preparing the adhesive layers are different from those in example 1, and the rest of the experimental steps are the same as those in example 1. The types and the amounts of the raw materials of the adhesive layers, the test parameters, and the differences between the first release layer and the second release layer in examples 1 to 4 are shown in table 1:
table 1 kinds and amounts of raw materials for adhesive layers, test parameters, and differences between the first release layer and the second release layer in examples 1 to 4
Example 5
The difference between the UV-curable polyurethane acrylate OCA optical adhesive tape and the embodiment 1 is that the adhesive layer further comprises 1 part of a defoaming agent, and the defoaming agent is prepared by the following method:
1) Mixing 5 parts of polyethylene glycol and 10 parts of water according to parts by weight, heating to 50 ℃, adding 5 parts of paraffin, and stirring to be milky white to obtain a mixture;
2) Mixing 1 part of polyoxypropylene polyoxyethylene glycerol ether, 1 part of methyl silicone oil and 0.5 part of nonionic surfactant, heating to 70 ℃, adding 5 parts of nano porous ceramic, uniformly stirring, adding 4 parts of mixture and polyether modified polysiloxane, and uniformly stirring to obtain the defoaming agent.
The molecular weight of polyethylene glycol is 200.
The methyl silicone oil is hexamethylcyclotrisiloxane.
The nonionic surfactant is poloxamer.
The polyether modified polysiloxane was purchased from Shanghai Hui research New Material Co., ltd, and has the model number HY-67.
The average particle size of the nanoporous ceramics is 10um.
Example 6
The difference between the UV-curable polyurethane acrylate OCA optical adhesive tape and the optical adhesive tape in example 1 is that the adhesive layer further comprises 2 parts of a defoaming agent, and the defoaming agent is prepared by the following method:
1) Mixing 10 parts of polyethylene glycol and 15 parts of water according to parts by weight, heating to 60 ℃, adding 10 parts of paraffin, and stirring to be milky white to obtain a mixture;
2) 5 parts of polyoxypropylene polyoxyethylene glycerol ether, 3 parts of methyl silicone oil and 1 part of nonionic surfactant are mixed, the temperature is raised to 80 ℃,10 parts of nano porous ceramic are added, the mixture and 8 parts of polyether modified polysiloxane are uniformly stirred, and the defoaming agent is obtained.
The molecular weight of polyethylene glycol is 4000.
The methyl silicone oil is octamethylcyclotetrasiloxane.
The nonionic surfactant is perfluoroalkyl ethoxy ether alcohol.
The polyether modified polysiloxane was purchased from Shanghai Hui research New materials Co., ltd, and its model number was HY-67. The average particle size of the nanoporous ceramic was 100um.
Comparative example
Comparative example 1
The difference between the UV-curable polyurethane acrylate OCA optical adhesive tape and the optical adhesive tape in the example 1 is that the weight-average molecular weight of polyurethane acrylate is 40 ten thousand, the glass transition temperature of the polyurethane acrylate is-30 ℃, and the types, the using amounts and the test parameters of the rest raw materials are consistent with those in the example 1.
Comparative example 2
The UV-curable polyurethane acrylate OCA optical adhesive tape is different from that in the example 1 in that the weight-average molecular weight of polyurethane acrylate is 150 ten thousand, the glass transition temperature of the polyurethane acrylate is-30 ℃, and the types, the using amounts and the test parameters of the rest raw materials are consistent with those in the example 1.
Comparative example 3
The difference between the UV-curable polyurethane acrylic ester OCA optical adhesive tape and the optical adhesive tape in the embodiment 1 is that an aromatic acrylic monomer is used for replacing an aliphatic acrylic ester monomer, and the types, the using amounts and the test parameters of the rest raw materials are consistent with those in the embodiment 1.
The aromatic acrylic acid monomer is 2-phenoxyethyl acrylate.
Performance test
The UV curable urethane acrylate OCA optical tapes prepared in examples 1 to 6 and comparative examples 1 to 3 were subjected to adhesion, colorimetric values, and reliability tests.
Detection method/test method adhesion: a specific method for determining the 180 DEG peel strength of a pressure-sensitive adhesive tape is described in accordance with GB/TT 2792-1998. Each sample was cut into 25mm by 150mm, the free end was folded in half by 180 °, the bright edge was pressed back and forth at a speed of 10mm/s using a self-weight roller, and the bonded surface was peeled off by 25mm on the test plate. The free end of the sample and the test plate are placed on the upper and lower holders, respectively. The peel plane should be kept in line with the tester force line. The tester continuously peels at a speed of 300mm/min and an automatic recorder plots a peeling curve to record the adhesion, and at the same time, three different types of OCA tapes were purchased from the market to participate in the test, comparative example 4, comparative example 5 and comparative example 6, respectively.
The OCA tape in comparative example 4 was purchased from suzhou chenfan new materials ltd and had a thickness of 0.05mm.
The OCA tape of comparative example 5 was purchased from adhesive products Inc. of mountain areas of Taicang and had a thickness of 0.05mm.
In comparative example 6, the OCA tape was purchased from Lingmei New materials, inc. of Dongguan city, and had a thickness of 0.05mm.
Light transmittance, haze: and (3) calculating the total light transmittance and haze of the reflection loss of the optical glass interface by using a WGT-S light transmittance/haze tester. The OCA tapes of examples 1-6 and comparative examples 1-6 were attached to two sheets of clean clear glass having a thickness of 1mm, which were identical, using OCA tapes, and subjected to high-pressure defoaming at 30 ℃ under a pressure of 3kgf, 10min. The test data are shown in table 3:
TABLE 3 Experimental data for examples 1-6 and comparative examples 1-6
From examples 1 to 6 and comparative examples 1 to 6 in combination with table 3, it can be seen that the UV-curable urethane acrylate OCA optical tape prepared by the present application has good adhesive property, transmittance and low haze, and aging resistance.
Δ b: using a 3nh spectrophotometer to test the b value before testing, and marking as b1; the b value after the test, noted b2,. DELTA.b = b2-b1, high temperature 90 ℃, qsun environment test, 85 ℃/85% RH, -40-85 ℃ 1000h cycle test fogging, yellowing, gel opening, bubble return, melt glue: through visual observation, the three grades are divided into three grades, no obvious abnormality, and the three grades are visible through careful observation and naked eyes.
The test data are shown in table 4:
TABLE 4 test data for examples 1-6 and comparative examples 1-6
As can be seen from examples 1 to 6 and comparative examples 1 to 6 in combination with table 5, the UV-curable urethane acrylate OCA optical tape prepared by the present application has good aging resistance and yellowing resistance.
Example 1 compared to comparative example 3, the aliphatic acrylic monomer replaced with the aromatic acrylic monomer in the present invention was more easily aged at 90 ℃, particularly in the Qsun environmental test, and comparative example 1 exhibited the fogging phenomenon in the high temperature and high humidity environmental test; comparative example 2 showed significant yellowing at 90 ℃ in the Qsun environment test; comparative example 3 showed significant yellowing in Qsun, severe fogging and whitening in high temperature and high humidity, and a haze value of 13.43 was achieved. It can be seen that examples 1 to 6 have relatively more excellent weather resistance and aging resistance.
And (3) reliability testing: using the OCA tapes of examples 1-6 and comparative examples 1-6, TFT-LCDs were attached to the corresponding cover glasses via the OCA tapes, and high-pressure defoaming was performed using parameters of 60 ℃ and 6kgf, 40min. Note that the final sample was fitted without allowing any abnormalities such as air bubbles. And putting the test sample into a corresponding environment test box for testing. Observe physical changes ∈: returning bubbles; and (delta): opening the glue; o: no obvious abnormality exists; in addition: and (4) fogging.
The test data are shown in table 5:
TABLE 5 test data for examples 1-6 and comparative examples 1-6
As is clear from examples 1 to 6 and comparative examples 1 to 6 in combination with Table 5, the UV curing type polyurethane acrylate OCA optical adhesive tape prepared by the method is not easy to cause the conditions of glue failure, fogging, glue failure and the like.
Example 1 compares with comparative examples 1-2, and demonstrates that the adhesive properties and aging resistance of OCA tapes can be improved by using a urethane acrylate with a specific uniform molecular weight and glass transition temperature, in combination with a hydroxy acrylate monomer, an aliphatic acrylate monomer, a photoinitiator, and an additive.
Example 1 compares with comparative example 3, and demonstrates that the adhesion and aging resistance of the OCA tape can be improved by using the polyurethane acrylate prepared by the present application together with the hydroxy acrylate monomer, the aliphatic acrylate monomer, the photoinitiator, and the additive of the auxiliary agent.
Compared with comparative examples 4 to 5, example 1 shows that the UV-curable polyurethane acrylate OCA optical adhesive tape prepared by the method has the advantages of high adhesion, excellent weather resistance, aging resistance, yellowing resistance and the like, and is more suitable for severe environmental conditions.
The specific embodiments are only for explaining the present application and are not limiting to the present application, and those skilled in the art can make modifications to the embodiments without inventive contribution as required after reading the present specification, but all the embodiments are protected by patent law within the scope of the claims of the present application.
Claims (10)
1. The UV-curable polyurethane acrylate OCA optical adhesive tape is characterized by being formed by sequentially laminating a first release layer, an adhesive layer and a second release layer, wherein the adhesive layer is prepared from the following raw materials in parts by weight:
20 to 80 portions of urethane acrylate
5 to 20 parts of hydroxyl acrylate monomer
10 to 30 parts of aliphatic acrylic ester monomer
0.1 to 2 parts of photoinitiator
0.01 to 0.5 part of additive
The weight average molecular weight of the polyurethane acrylate is 50 to 150 ten thousand, and the glass transition temperature is-70 to-40 ℃.
2. The UV-curable polyurethane acrylate OCA optical tape according to claim 1, wherein the polyurethane acrylate is prepared by the following method:
s1, adding isocyanate into a reactor, adding polyol into the reactor in batches within 1h, heating to 60-65 ℃, adjusting the vacuum degree to 0.8-0.9 MPa, dropwise adding a catalyst for reaction, and measuring the content of-NCO when the content is not changed to obtain a first prepolymer;
s2, mixing hydroxyl acrylate with the first prepolymer, heating to 80-85 ℃, adding a catalyst and a terminator, reacting for 4-5 h, cooling to 60-65 ℃, adding absolute ethyl alcohol, and stirring to obtain polyurethane acrylate;
the polyalcohol is at least one of polycaprolactone, polybutadiene diol, polypropylene oxide diol, polyethylene oxide diol and polyethylene glycol adipate diol;
the isocyanate is at least one of isophorone diisocyanate, dicyclohexylmethane diisocyanate, hexamethylene diisocyanate, toluene diisocyanate and diphenylmethane diisocyanate.
3. The UV-curable polyurethane acrylate OCA optical tape according to claim 1, wherein: the molar mass ratio of the polyol to the isocyanate is 1: (2 to 2.5).
4. The UV-curable polyurethane acrylate OCA optical tape according to claim 1, wherein: the molar mass ratio of the hydroxyl alkenoic acid ester to the isocyanate is (2 to 3) to 2.
5. The UV-curable polyurethane acrylate OCA optical tape according to claim 4, wherein the adhesive layer further comprises a defoaming agent, and is prepared by the following method:
1) Mixing 5-10 parts of polyethylene glycol and 10-15 parts of water according to parts by weight, heating to 50-60 ℃, adding 5-10 parts of paraffin, and stirring to be milky white to obtain a mixture;
2) Mixing 1-5 parts of polyoxypropylene polyoxyethylene glycerol ether, 1-3 parts of methyl silicone oil and 0.5-1 part of nonionic surfactant, heating to 70-80 ℃, adding 5-10 parts of nano porous ceramic, stirring uniformly, adding 4-8 parts of mixture and polyether modified polysiloxane, and stirring uniformly to obtain an antifoaming agent;
the nonionic surfactant is poloxamer and perfluoroalkyl ethoxy ether alcohol.
6. The UV-curable polyurethane acrylate OCA optical tape according to claim 5, wherein: the average particle size of the nano-porous ceramic is 10 to 100um.
7. The UV-curable polyurethane acrylate OCA optical tape according to claim 1, wherein: the additive is at least one of 2, 4-dihydroxybenzophenone, 2-phenylbenzimidazole-5-sulfonic acid, 2-hydroxy-4-dodecyloxybenzophenone, N- (2-ethoxyphenyl) -N' - (4-ethylphenyl) -ethanediamide, vinyltriethoxysilane, glycidylpropyltrimethoxysilane, 3-glycidyloxypropyltriethoxysilane, 3- (methacryloyloxy) propyltrimethoxysilane, tris (nonylphenyl) phosphite, TEGO Airex931, BYK359, and BYK 354.
8. The UV-curable polyurethane acrylate OCA optical tape according to claim 1, wherein: the photoinitiator is at least one of benzophenone, phenyl bis (2, 4, 6-trimethylbenzoyl) phosphine oxide, 2-methyl-1- (4-methylthiophenyl) -2-morpholinyl-1-acetone, 1-hydroxycyclohexyl phenyl ketone and (2, 4, 6-trimethylbenzoyl) diphenyl phosphine oxide.
9. A process for the preparation of UV-curable polyurethane acrylic OCA optical tapes according to any of claims 1 to 8 comprising the following preparation steps
1) Uniformly mixing polyurethane acrylate, a hydroxyl acrylate monomer, an aliphatic acrylate monomer, a photoinitiator and an auxiliary additive, stirring, filtering and defoaming in vacuum to obtain an OCA optical adhesive;
2) And coating the OCA optical adhesive on the surface of the first release layer, covering the second release layer on the surface of the OCA optical adhesive, curing, drying and storing to obtain the UV-cured polyurethane acrylate OCA optical adhesive tape.
10. The preparation method of the UV-curable polyurethane acrylate OCA optical tape according to claim 9, wherein the preparation method comprises the following steps: the curing energy is 3500 to 4000mj/cm 2 。
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| JP2014095091A (en) * | 2014-02-04 | 2014-05-22 | Fujimori Kogyo Co Ltd | Method for producing pressure-sensitive adhesive composition, method for producing pressure-sensitive adhesive film, raw material composition for pressure-sensitive adhesive, and pressure-sensitive adhesive film |
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| JP2014095091A (en) * | 2014-02-04 | 2014-05-22 | Fujimori Kogyo Co Ltd | Method for producing pressure-sensitive adhesive composition, method for producing pressure-sensitive adhesive film, raw material composition for pressure-sensitive adhesive, and pressure-sensitive adhesive film |
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| CN117467398A (en) * | 2023-11-02 | 2024-01-30 | 广东鼎立森新材料有限公司 | Printable OCA optical cement and preparation method thereof |
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Application publication date: 20230228 |