CN115246976A - (meth) acrylic resin film - Google Patents
(meth) acrylic resin film Download PDFInfo
- Publication number
- CN115246976A CN115246976A CN202210368811.1A CN202210368811A CN115246976A CN 115246976 A CN115246976 A CN 115246976A CN 202210368811 A CN202210368811 A CN 202210368811A CN 115246976 A CN115246976 A CN 115246976A
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- CN
- China
- Prior art keywords
- meth
- acrylic resin
- resin film
- weight
- parts
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- 239000004925 Acrylic resin Substances 0.000 title claims abstract description 188
- 229920000178 Acrylic resin Polymers 0.000 title claims abstract description 188
- 150000001875 compounds Chemical class 0.000 claims abstract description 62
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 60
- 239000000203 mixture Substances 0.000 claims abstract description 54
- 229920001971 elastomer Polymers 0.000 claims abstract description 52
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 51
- 239000005060 rubber Substances 0.000 claims abstract description 49
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims abstract description 45
- 239000000178 monomer Substances 0.000 claims abstract description 45
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 43
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 43
- 239000002904 solvent Substances 0.000 claims abstract description 36
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 33
- 229920001577 copolymer Polymers 0.000 claims abstract description 29
- 229920001519 homopolymer Polymers 0.000 claims abstract description 20
- 238000004132 cross linking Methods 0.000 claims abstract description 19
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims abstract description 16
- 125000000524 functional group Chemical group 0.000 claims abstract description 16
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 15
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000010410 layer Substances 0.000 claims description 45
- 239000011347 resin Substances 0.000 claims description 35
- 229920005989 resin Polymers 0.000 claims description 35
- 239000002245 particle Substances 0.000 claims description 34
- -1 isocyanate compounds Chemical class 0.000 claims description 22
- 239000011258 core-shell material Substances 0.000 claims description 16
- 239000012790 adhesive layer Substances 0.000 claims description 14
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 11
- 239000004593 Epoxy Substances 0.000 claims description 8
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 7
- 239000000853 adhesive Substances 0.000 claims description 6
- 230000001070 adhesive effect Effects 0.000 claims description 6
- 239000012948 isocyanate Substances 0.000 claims description 6
- YPMOAQISONSSNL-UHFFFAOYSA-N 8-hydroxyoctyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCCCCCO YPMOAQISONSSNL-UHFFFAOYSA-N 0.000 claims description 5
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 5
- 239000002530 phenolic antioxidant Substances 0.000 claims description 5
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims description 5
- 150000003568 thioethers Chemical class 0.000 claims description 5
- YKXAYLPDMSGWEV-UHFFFAOYSA-N 4-hydroxybutyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCO YKXAYLPDMSGWEV-UHFFFAOYSA-N 0.000 claims description 4
- XFOFBPRPOAWWPA-UHFFFAOYSA-N 6-hydroxyhexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCCCO XFOFBPRPOAWWPA-UHFFFAOYSA-N 0.000 claims description 4
- 150000001541 aziridines Chemical class 0.000 claims description 3
- 238000005520 cutting process Methods 0.000 abstract description 6
- 239000010408 film Substances 0.000 description 211
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 28
- 238000000034 method Methods 0.000 description 27
- 230000000052 comparative effect Effects 0.000 description 24
- 238000012360 testing method Methods 0.000 description 22
- 239000000243 solution Substances 0.000 description 19
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 18
- 238000001125 extrusion Methods 0.000 description 16
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 15
- 239000004926 polymethyl methacrylate Substances 0.000 description 15
- 239000000155 melt Substances 0.000 description 14
- 230000003287 optical effect Effects 0.000 description 14
- 238000005266 casting Methods 0.000 description 12
- 239000012788 optical film Substances 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 11
- 230000008859 change Effects 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 8
- 238000000576 coating method Methods 0.000 description 8
- 238000004519 manufacturing process Methods 0.000 description 8
- 230000000704 physical effect Effects 0.000 description 8
- 239000000758 substrate Substances 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000011248 coating agent Substances 0.000 description 7
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 239000011241 protective layer Substances 0.000 description 6
- 229920003048 styrene butadiene rubber Polymers 0.000 description 6
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 5
- 229920000578 graft copolymer Polymers 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 238000010998 test method Methods 0.000 description 5
- 229920002284 Cellulose triacetate Polymers 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- 239000004372 Polyvinyl alcohol Substances 0.000 description 4
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 4
- 229920000800 acrylic rubber Polymers 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 229920006037 cross link polymer Polymers 0.000 description 4
- 229920002451 polyvinyl alcohol Polymers 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 230000001681 protective effect Effects 0.000 description 4
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 3
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- 102100039401 Gap junction beta-6 protein Human genes 0.000 description 3
- 101710188943 Gap junction beta-6 protein Proteins 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- 239000002174 Styrene-butadiene Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000002313 adhesive film Substances 0.000 description 3
- 229910001873 dinitrogen Inorganic materials 0.000 description 3
- 239000000806 elastomer Substances 0.000 description 3
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- 239000004973 liquid crystal related substance Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000011342 resin composition Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- 239000010409 thin film Substances 0.000 description 3
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 229920000089 Cyclic olefin copolymer Polymers 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 229920000459 Nitrile rubber Polymers 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 229920006243 acrylic copolymer Polymers 0.000 description 2
- 125000004069 aziridinyl group Chemical group 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000001588 bifunctional effect Effects 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- 238000010382 chemical cross-linking Methods 0.000 description 2
- 239000011247 coating layer Substances 0.000 description 2
- 150000004985 diamines Chemical class 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- FKIRSCKRJJUCNI-UHFFFAOYSA-N ethyl 7-bromo-1h-indole-2-carboxylate Chemical compound C1=CC(Br)=C2NC(C(=O)OCC)=CC2=C1 FKIRSCKRJJUCNI-UHFFFAOYSA-N 0.000 description 2
- 229920001038 ethylene copolymer Polymers 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000010559 graft polymerization reaction Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- 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 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 239000005056 polyisocyanate Substances 0.000 description 2
- 229920001228 polyisocyanate Polymers 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 2
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 2
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- IAXXETNIOYFMLW-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) 2-methylprop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C(=C)C)CC1C2(C)C IAXXETNIOYFMLW-UHFFFAOYSA-N 0.000 description 1
- MMEJYPZZFYTVLJ-WAYWQWQTSA-N (z)-2-(2-prop-2-enoyloxyethyl)but-2-enedioic acid Chemical compound OC(=O)\C=C(C(O)=O)\CCOC(=O)C=C MMEJYPZZFYTVLJ-WAYWQWQTSA-N 0.000 description 1
- KCZQSKKNAGZQSZ-UHFFFAOYSA-N 1,3,5-tris(6-isocyanatohexyl)-1,3,5-triazin-2,4,6-trione Chemical compound O=C=NCCCCCCN1C(=O)N(CCCCCCN=C=O)C(=O)N(CCCCCCN=C=O)C1=O KCZQSKKNAGZQSZ-UHFFFAOYSA-N 0.000 description 1
- VNQNXQYZMPJLQX-UHFFFAOYSA-N 1,3,5-tris[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-1,3,5-triazinane-2,4,6-trione Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CN2C(N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C(=O)N(CC=3C=C(C(O)=C(C=3)C(C)(C)C)C(C)(C)C)C2=O)=O)=C1 VNQNXQYZMPJLQX-UHFFFAOYSA-N 0.000 description 1
- RTTZISZSHSCFRH-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC(CN=C=O)=C1 RTTZISZSHSCFRH-UHFFFAOYSA-N 0.000 description 1
- 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
- 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 description 1
- PWMLMBQHHBLIQM-UHFFFAOYSA-N 1-(3-prop-2-enoyloxypropyl)cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1(CCCOC(=O)C=C)C(O)=O PWMLMBQHHBLIQM-UHFFFAOYSA-N 0.000 description 1
- HASUCEDGKYJBDC-UHFFFAOYSA-N 1-[3-[[bis(oxiran-2-ylmethyl)amino]methyl]cyclohexyl]-n,n-bis(oxiran-2-ylmethyl)methanamine Chemical compound C1OC1CN(CC1CC(CN(CC2OC2)CC2OC2)CCC1)CC1CO1 HASUCEDGKYJBDC-UHFFFAOYSA-N 0.000 description 1
- OTCWVYFQGYOYJO-UHFFFAOYSA-N 1-o-methyl 10-o-(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate Chemical compound COC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 OTCWVYFQGYOYJO-UHFFFAOYSA-N 0.000 description 1
- JZODKRWQWUWGCD-UHFFFAOYSA-N 2,5-di-tert-butylbenzene-1,4-diol Chemical compound CC(C)(C)C1=CC(O)=C(C(C)(C)C)C=C1O JZODKRWQWUWGCD-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
- 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 description 1
- 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 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
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 description 1
- WTYYGFLRBWMFRY-UHFFFAOYSA-N 2-[6-(oxiran-2-ylmethoxy)hexoxymethyl]oxirane Chemical compound C1OC1COCCCCCCOCC1CO1 WTYYGFLRBWMFRY-UHFFFAOYSA-N 0.000 description 1
- KUAUJXBLDYVELT-UHFFFAOYSA-N 2-[[2,2-dimethyl-3-(oxiran-2-ylmethoxy)propoxy]methyl]oxirane Chemical compound C1OC1COCC(C)(C)COCC1CO1 KUAUJXBLDYVELT-UHFFFAOYSA-N 0.000 description 1
- UUODQIKUTGWMPT-UHFFFAOYSA-N 2-fluoro-5-(trifluoromethyl)pyridine Chemical compound FC1=CC=C(C(F)(F)F)C=N1 UUODQIKUTGWMPT-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 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
- MUZDXNQOSGWMJJ-UHFFFAOYSA-N 2-methylprop-2-enoic acid;prop-2-enoic acid Chemical compound OC(=O)C=C.CC(=C)C(O)=O MUZDXNQOSGWMJJ-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- AIBRSVLEQRWAEG-UHFFFAOYSA-N 3,9-bis(2,4-ditert-butylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP1OCC2(COP(OC=3C(=CC(=CC=3)C(C)(C)C)C(C)(C)C)OC2)CO1 AIBRSVLEQRWAEG-UHFFFAOYSA-N 0.000 description 1
- SSADPHQCUURWSW-UHFFFAOYSA-N 3,9-bis(2,6-ditert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound CC(C)(C)C1=CC(C)=CC(C(C)(C)C)=C1OP1OCC2(COP(OC=3C(=CC(C)=CC=3C(C)(C)C)C(C)(C)C)OC2)CO1 SSADPHQCUURWSW-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- ULYIFEQRRINMJQ-UHFFFAOYSA-N 3-methylbutyl 2-methylprop-2-enoate Chemical compound CC(C)CCOC(=O)C(C)=C ULYIFEQRRINMJQ-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
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- 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
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- C08J2333/06—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing only carbon, hydrogen, and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C08J2333/10—Homopolymers or copolymers of methacrylic acid esters
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- C08J2451/00—Characterised by the use of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives of such polymers
- C08J2451/04—Characterised by the use of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Derivatives of such polymers grafted on to rubbers
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Abstract
Provided is a (meth) acrylic resin film having excellent folding resistance, cutting resistance, stretchability, and solvent resistance even when the film thickness is thin. The (meth) acrylic resin film is obtained by crosslinking a (meth) acrylic resin composition containing a (meth) acrylic polymer, a rubber compound, a crosslinking agent, and an antioxidant, wherein the (meth) acrylic polymer is composed of a copolymer obtained by copolymerizing 100 parts by weight of (A) 80 parts by weight or more of methyl methacrylate and 100 parts by weight of a total amount of alkyl (meth) acrylates other than methyl methacrylate, wherein the homopolymers have a Tg of 0 ℃ or higher and the alkyl group has a carbon number of C1 to C14, and 1.0 to 20.0 parts by weight of a copolymerizable monomer having a functional group reactive with the crosslinking agent, and has a weight average molecular weight of more than 10 to 100 ten thousand, and the rubber compound is contained in a proportion of 1.0 to 25.0 parts by weight based on 100 parts by weight of the total amount of (A) and has a thickness of 10 [ mu ] m or less.
Description
Technical Field
The present invention relates to a (meth) acrylic resin film.
Background
Conventionally, a (meth) acrylic resin film has been used as a resin film for covering the surface of various equipment parts such as electronic devices, home electric appliances, automobile interior and exterior parts, and building members because of its excellent high transparency, hot workability, weather resistance, and chemical resistance.
In recent years, a (meth) acrylic resin film has been used as an optical film because of its high transparency and excellent weather resistance.
Conventionally, as a method for producing a (meth) acrylic resin film (PMMA film) made of a polymethyl methacrylate (PMMA) resin, a method of forming a PMMA resin film by a melt extrusion method has been adopted because of high productivity.
For example, patent document 1 discloses an acrylic resin film as an alternative coating layer, which can be suitably used for a member in which an acrylic resin film and a molding resin are integrated, and particularly, a protective layer for the surface is suitably formed. The acrylic resin film according to the invention described in patent document 1 is obtained by combining an ultraviolet absorber and a lubricant added to the acrylic resin film in a specific type, and setting these components to specific contents. Therefore, in patent document 1, the acrylic resin film can be suitably used as an acrylic resin film for forming an alternative coating layer of a protective layer of a surface.
Patent document 2 discloses a method for improving impact resistance, which is an essential disadvantage of acrylic resins, by not including a rubber-containing graft copolymer, which causes deterioration of unique beauty color and transparency, which are advantages of acrylic resins. The acrylic resin composition according to the invention described in patent document 2 can solve the following problems: when the resin composition is formed into a film by a melt extrusion method, the graft copolymer is thermally decomposed when the melt extrusion temperature is increased, and thus the generated decomposition gas or exudate contaminates a cooling roll such as a casting roll, thereby lowering productivity.
Patent document 1: japanese patent laid-open No. 2009-2869660
Patent document 2: international publication No. 2016/139927
Disclosure of Invention
However, in the acrylic resin film according to the invention described in patent document 1, a mixture of an acrylic resin composition containing a thermoplastic polymer is kneaded by a degassing twin-screw extruder to obtain pellets of the acrylic resin composition, and then the resin composition melted by the melt extruder is extruded into a T-die to form a film by a melt extrusion method. In examples 1 to 6 described in patent document 1, acrylic resin films having a film thickness of 50 μm to 125 μm were obtained. However, the acrylic resin film according to the invention described in patent document 1 is a resin film formed by a melt extrusion method, and therefore, there is a problem that it is difficult to obtain a thin resin film having a film thickness of 10 μm or less.
Further, the acrylic resin composition according to the invention described in patent document 2 has a problem that the graft copolymer is gradually completed by performing 3 to 4 graft polymerization reactions, and therefore, the step of obtaining the graft copolymer requires a long time. In examples 6 to 8 of patent document 2, in which an acrylic resin film was produced by the melt extrusion method, the film thickness of the acrylic resin film obtained without stretching was 80 μm, and the film thickness of the acrylic resin film obtained by stretching was 40 μm, and a thin resin film having a film thickness of 10 μm or less could not be obtained.
In this case, a method for forming a resin film which is simpler than the melt extrusion method and a method for forming a PMMA resin film by a solution casting method which has an advantage of being able to be made thinner is required. Further, there is an increasing demand for film thinning in optical applications and display applications using PMMA resins, and a film made to a thin film satisfying these demands is a field in which film formation by melt extrusion is impossible.
The present inventors have intensively studied a method for forming a PMMA resin into a film by a solution casting method. As a result, they have found that a thin PMMA resin film having excellent physical properties equivalent to or higher than those of a film formed by a melt extrusion method and a film thickness of 10 μm or less can be produced by using a specific PMMA resin composition even when the film is formed by a solution casting method, and have completed the present invention.
In the case of a conventional method for forming a (meth) acrylic resin film by melt extrusion, it is difficult to form a film having a thickness of 10 μm or less. On the other hand, in the case of a method for forming a (meth) acrylic resin film by solution casting, the film can be formed to a thickness of 10 μm or less, but there is a problem that it is difficult to improve the solvent resistance, which is the physical properties of the obtained (meth) acrylic resin film. In addition, in the solution casting method, since the weight average molecular weight of the uncrosslinked PMMA resin contained in the (meth) acrylic resin composition needs to be a large value of 100 ten thousand or more, there is a problem that the solution of the (meth) acrylic resin composition has high viscosity and the workability in the film forming step is poor.
The present invention addresses the problem of providing a (meth) acrylic resin film that has excellent folding resistance, cut resistance, stretchability, and solvent resistance even when the film is thin.
The various physical properties of the (meth) acrylic resin film formed into a film can be determined by, for example, "the number of folding times" for "folding endurance," tensile breaking strength "for" cutting endurance, "elongation at break" for "stretchability," and "gel fraction" for "solvent resistance," respectively.
The present inventors have conducted intensive studies in order to solve the above-mentioned problems, and as a result, have found that a (meth) acrylic resin film obtained by a solution casting method using a (meth) acrylic resin composition containing a (meth) acrylic polymer, a rubber compound, a crosslinking agent, and an antioxidant, wherein the (meth) acrylic polymer is a copolymer obtained by copolymerizing MMA (methyl methacrylate), an alkyl (meth) acrylate having a Tg of a homopolymer other than MMA of 0 ℃ or higher and having an alkyl group having from C1 to C14 carbon atoms, and at least one or more copolymerizable monomers having a functional group at a specific ratio, is excellent in folding resistance, cutting resistance, stretchability, and solvent resistance, and particularly, the folding resistance and stretchability are significantly improved, and have completed the present invention. That is, the technical idea of the present invention is to obtain a (meth) acrylic resin film composed of a resin layer obtained by crosslinking a (meth) acrylic resin composition containing a specific (meth) acrylic polymer, a rubber compound, a crosslinking agent, and an antioxidant by a solution casting method.
In order to solve the above problem, the present invention provides a (meth) acrylic resin film obtained by crosslinking a (meth) acrylic resin composition containing a (meth) acrylic polymer, a rubber compound, a crosslinking agent, and an antioxidant, wherein the (meth) acrylic polymer is a (meth) acrylic polymer composed of a copolymer obtained by copolymerizing 80 parts by weight or more of methyl methacrylate and 100 parts by weight or more of at least one alkyl (meth) acrylate other than the methyl methacrylate, the alkyl (meth) acrylate having a Tg of 0 ℃ or more and a carbon number of an alkyl group of C1 to C14, and 1.0 part by weight to 20.0 parts by weight of at least one copolymerizable monomer having a functional group capable of reacting with the crosslinking agent, and having a weight average molecular weight of more than 10 ten thousand and 100 ten thousand or less, and the (meth) acrylic resin composition contains 1.0 part by weight to 25.0 parts by weight of the rubber compound in a proportion of 10 μm or less relative to 100 parts by weight of the total amount of the (a).
Preferably, the (meth) acrylic polymer is a (meth) acrylic polymer comprising a copolymer having a weight average molecular weight of more than 10 ten thousand and 100 ten thousand or less obtained by copolymerizing 100 parts by weight of (a) 80 parts by weight or more of methyl methacrylate and 100 parts by weight of at least one or more alkyl (meth) acrylates having a homopolymer other than the methyl methacrylate and having a Tg of 0 ℃ or more and a carbon number of an alkyl group of from C1 to C14 and 1.0 part by weight or more of (B) at least one or more monomers selected from the group consisting of a copolymerizable monomer having a hydroxyl group and a copolymerizable monomer having a carboxyl group, and the antioxidant contains 0.01 to 0.5 parts by weight of at least one selected from the group consisting of phenolic antioxidants, thioether antioxidants, phosphite antioxidants and hindered amine antioxidants relative to 100 parts by weight of the total amount of the (a).
Preferably, the crosslinking agent is one or more selected from the group consisting of epoxy compounds, aziridine compounds, and isocyanate compounds.
Preferably, the rubber compound is core-shell particles formed of a rubber layer mainly composed of SBR or butadiene in a core portion and an acrylic layer mainly composed of methyl methacrylate in a shell portion, and the core-shell particles have a volume-based average particle diameter of 0.1 to 0.3 μm.
Preferably, the copolymerizable monomer (B) having a hydroxyl group is at least one selected from the group consisting of 8-hydroxyoctyl methacrylate, 6-hydroxyhexyl methacrylate, 4-hydroxybutyl methacrylate and 2-hydroxyethyl methacrylate.
Preferably, the thickness of the resin layer of the (meth) acrylic resin film is 0.1 to 9 μm.
Preferably, the (meth) acrylic resin film has an in-plane retardation Re of 1.0nm or less and a haze value of 3.0% or less.
Preferably, the (meth) acrylic resin film has a gel fraction of 90% or more as solvent resistance, a folding endurance (JIS P8115) of 200 or more as folding endurance, and an elongation at break of 20% or more.
The present invention also provides an adhesive sheet comprising the (meth) acrylic resin film and an adhesive layer formed on one or both surfaces of the (meth) acrylic resin film.
The present invention also provides a polarizing film, wherein the polarizing film is formed by forming the (meth) acrylic resin film on one or both surfaces of a polarizer, and has a total thickness of 80 μm or less.
The present invention can provide a (meth) acrylic resin film having excellent folding resistance, cutting resistance, stretchability, and solvent resistance even when the film has a small thickness. In the present invention, as a method for testing solvent resistance, a test piece of a (meth) acrylic resin film is immersed in a solvent liquid for a predetermined time, and then the solvent resistance is tested by measuring the proportion (so-called gel fraction) of the (meth) acrylic resin film remaining as an insoluble component (residue) without being eluted by the solvent.
In addition, when a (meth) acrylic resin film is formed by a melt extrusion method according to the prior art, the film thickness cannot be made 10 μm or less unless uniaxial or biaxial stretching processing is performed after the film is formed into a resin film. On the other hand, when the (meth) acrylic resin composition of the present invention is used, a thin (meth) acrylic resin film having a film thickness of 10 μm or less and further having a film thickness of 9 μm or less can be produced by a solution casting method alone, and the production process can be simplified and the cost of the production apparatus can be reduced.
In addition, according to the present invention, by using an antioxidant in combination with a (meth) acrylic resin composition, the antioxidant can be easily combined even when the film thickness of the (meth) acrylic resin film is thin. By combining an antioxidant, the change in appearance of the (meth) acrylic resin film can be suppressed.
Detailed Description
The present invention will be described below based on preferred embodiments.
The (meth) acrylic resin film according to the present embodiment is a resin layer obtained by crosslinking a (meth) acrylic resin composition containing a (meth) acrylic polymer, a rubber compound, a crosslinking agent, and an antioxidant, wherein the (meth) acrylic polymer is a (meth) acrylic polymer composed of 100 parts by weight of a total amount of at least one of (a) 80 parts by weight of methyl methacrylate and (B) 100 parts by weight of a copolymer having a weight average molecular weight of more than 10 ten thousand and 100 ten thousand or less obtained by copolymerizing 1.0 to 20.0 parts by weight of at least one of (meth) acrylic acid alkyl esters having a Tg of a homopolymer other than methyl methacrylate of 0 ℃ or more and a carbon number of an alkyl group of C1 to C14, and at least one of copolymerizable monomers having a functional group capable of reacting with the crosslinking agent, and the (meth) acrylic resin composition contains the rubber compound in an amount of 1.0 part by weight to 25.0 parts by weight based on 100 parts by weight of the total amount of the (a), and the thickness of the resin layer is 10 μm or less.
The (meth) acrylic polymer used in the (meth) acrylic resin film of the present embodiment is preferably a (meth) acrylic polymer containing an alkyl (meth) acrylate having an alkyl group with carbon atoms of C1 to C14 as a main component, and particularly preferably a (meth) acrylic polymer containing Methyl Methacrylate (MMA) as a main component. The alkyl group of the alkyl (meth) acrylate may be any of acyclic (linear, branched), cyclic (monocyclic, polycyclic). The (meth) acrylic polymer is preferably a copolymer of at least two or more kinds of alkyl (meth) acrylates having C1 to C14 carbon atoms and containing an alkyl group. The (meth) acrylic polymer is preferably a copolymer obtained by copolymerizing at least one or more (meth) acrylic acid alkyl esters having a homopolymer Tg of 0 ℃ or higher and an alkyl group having 1 to 14 carbon atoms. Wherein the main component of the (meth) acrylic polymer means a compound in which one kind accounts for 50% by weight or more of the (meth) acrylic polymer or a group of compounds in which the total amount of two or more kinds accounts for 50% by weight or more of the (meth) acrylic polymer. That is, the main component accounts for 50 parts by weight or more per 100 parts by weight of the (meth) acrylic polymer. In the following description, the monomer may be referred to as Tg alone, or may be referred to as Tg of a homopolymer.
Among the (meth) acrylic polymers, examples of the alkyl (meth) acrylate having a homopolymer Tg of 0 ℃ or higher and an alkyl group having 1 to 14 carbon atoms include: at least one compound selected from the group consisting of methyl (meth) acrylate, ethyl methacrylate, n-propyl methacrylate, isopropyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, sec-butyl methacrylate, tert-butyl (meth) acrylate, n-pentyl methacrylate, isopentyl methacrylate, n-hexyl methacrylate, isohexyl methacrylate, cyclohexyl (meth) acrylate, isobornyl (meth) acrylate, and dicyclopentanyl (meth) acrylate. Wherein, (meth) acrylate means at least one of acrylate or methyl acrylate.
In the (meth) acrylic polymer, the homopolymer is an alkyl (meth) acrylate having a Tg of 0 ℃ or higher and a carbon number of an alkyl group of C1 to C14, preferably an alkyl (meth) acrylate having a carbon number of an alkyl group of C1 to C6, and more preferably an alkyl (meth) acrylate having a carbon number of an alkyl group of C1 to C4. Among the alkyl (meth) acrylates having an alkyl group other than methyl methacrylate and having a carbon number of C1 to C4, particularly, one or more compounds selected from the group consisting of methyl acrylate, ethyl methacrylate, n-propyl methacrylate, isopropyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, sec-butyl methacrylate, tert-butyl acrylate and tert-butyl methacrylate are preferable.
In the (meth) acrylic polymer, the total amount of the methyl methacrylate (a) and at least one or more alkyl (meth) acrylates having a Tg of 0 ℃ or higher and an alkyl group having a carbon number of C1 to C14 is preferably not less than 80 parts by weight of the methyl methacrylate and not less than 20 parts by weight of the total amount of the at least one or more alkyl (meth) acrylates having a Tg of 0 ℃ or higher and an alkyl group having a carbon number of C1 to C14 of the homopolymers other than the methyl methacrylate, more preferably not less than 80 parts by weight to 99 parts by weight of the methyl methacrylate and not less than 1 part by weight to 20 parts by weight of the total amount of the at least one or more alkyl (meth) acrylates having a Tg of 0 ℃ or higher and an alkyl group having a carbon number of C1 to C14 of the homopolymers other than the methyl methacrylate, per 100 parts by weight of the total amount of the methyl methacrylate and the homopolymers other than the methyl methacrylate.
The (meth) acrylic polymer preferably contains at least one or more of the (B) copolymerizable monomer having a functional group capable of reacting with a crosslinking agent in a total amount of 1.0 to 20.0 parts by weight, more preferably 1.0 to 12.0 parts by weight, and particularly preferably 1.0 to 9.0 parts by weight, based on 100 parts by weight of the total amount of the (a) methyl methacrylate and at least one or more alkyl (meth) acrylates having a Tg of a homopolymer other than methyl methacrylate of 0 ℃ or higher and a C1 to C14 alkyl group.
As the copolymerizable monomer having a functional group capable of reacting with the crosslinking agent (B), there may be mentioned: at least one or more monomers selected from the group consisting of a copolymerizable monomer having a hydroxyl group and a copolymerizable monomer having a carboxyl group. The copolymerizable monomer having a functional group capable of reacting with the crosslinking agent (B) may be only a copolymerizable monomer having a hydroxyl group, may be only a copolymerizable monomer having a carboxyl group, or may be both a copolymerizable monomer having a hydroxyl group and a copolymerizable monomer having a carboxyl group.
The copolymerizable monomer having a hydroxyl group is preferably at least one selected from the group consisting of hydroxyalkyl (meth) acrylates, hydroxyl group-containing (meth) acrylamides, and the like. Specifically, the copolymerizable monomer having a hydroxyl group is preferably at least one selected from the group consisting of 8-hydroxyoctyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, N-hydroxy (meth) acrylamide, N-methylol (meth) acrylamide, and N-hydroxyethyl (meth) acrylamide.
The copolymerizable monomer having a hydroxyl group is preferably at least one selected from the group consisting of 8-hydroxyoctyl methacrylate, 6-hydroxyhexyl methacrylate, 4-hydroxybutyl methacrylate and 2-hydroxyethyl methacrylate.
The copolymerizable monomer having a carboxyl group is preferably at least one selected from the group consisting of (meth) acrylic acid, carboxyethyl (meth) acrylate, carboxypentyl (meth) acrylate, 2- (meth) acryloyloxyethylhexahydrophthalic acid, 2- (meth) acryloyloxypropylhexahydrophthalic acid, 2- (meth) acryloyloxyethylphthalic acid, 2- (meth) acryloyloxyethylsuccinic acid, 2- (meth) acryloyloxyethylmaleic acid, carboxypolycaprolactone mono (meth) acrylate, 2- (meth) acryloyloxyethyltetrahydrophthalic acid, and the like.
The acrylic polymer preferably contains at least one or more monomers selected from the group consisting of a hydroxyl group-containing copolymerizable monomer and a carboxyl group-containing copolymerizable monomer as the (B) copolymerizable monomer having a functional group capable of reacting with a crosslinking agent in a total amount of 1.0 to 20.0 parts by weight, more preferably 1.0 to 12.0 parts by weight, and particularly preferably 1.0 to 9.0 parts by weight, based on 100 parts by weight of the total amount of the (a) methyl methacrylate and the at least one or more alkyl (meth) acrylates having a Tg of a homopolymer other than methyl methacrylate of 0 ℃ or higher and an alkyl group having a C1 to C14 carbon atom number.
The method for producing the acrylic polymer is not particularly limited, and a suitable known polymerization method such as a solution polymerization method or an emulsion polymerization method can be used. The acrylic polymer is preferably a copolymer having a weight average molecular weight of more than 10 ten thousand and 100 ten thousand or less, more preferably a copolymer having a weight average molecular weight of more than 10 ten thousand and 95 ten thousand or less, and particularly preferably a copolymer having a weight average molecular weight of more than 10 ten thousand and 90 ten thousand or less. If the weight average molecular weight of the acrylic polymer is 10 ten thousand or less, it is difficult to obtain a molded article such as a (meth) acrylic resin film having excellent physical properties even when the (meth) acrylic resin composition is crosslinked. If the weight average molecular weight of the acrylic polymer exceeds 100 ten thousand, the solution of the (meth) acrylic resin composition becomes high in viscosity, and the workability in the film-forming step is poor.
Examples of the crosslinking agent include: a compound having a crosslinkable functional group capable of undergoing a crosslinking reaction with the functional group of the (meth) acrylic polymer. From the viewpoint of storage stability of the (meth) acrylic resin composition, the crosslinking agent is preferably a compound which hardly causes a crosslinking reaction at normal temperature (usually 5 to 35 ℃) and starts the crosslinking reaction when heated to a predetermined temperature or higher.
The crosslinking agent is preferably one or more selected from the group consisting of epoxy compounds, aziridine compounds, and isocyanate compounds. The (meth) acrylic resin composition preferably contains the crosslinking agent in an amount of 0.01 to 10 parts by weight based on 100 parts by weight of the total amount of the (a) methyl methacrylate and at least one or more alkyl (meth) acrylates having a homopolymer other than methyl methacrylate, the homopolymer having a Tg of 0 ℃ or higher and having an alkyl group with a carbon number of C1 to C14.
The crosslinking agent (epoxy crosslinking agent) composed of the epoxy compound is not particularly limited as long as it is an epoxy compound having two or more functions, and examples thereof include: at least one member selected from the group consisting of polyglycidyl ethers of polyhydric alcohols (including glycols, bisphenols), diglycidyl esters of dicarboxylic acids, diglycidyl-substituted amines, tetraglycidyl-substituted diamines, and the like.
Examples of the polyglycidyl ethers of polyhydric alcohols in the epoxy crosslinking agent include: ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, neopentyl glycol diglycidyl ether, 1, 6-hexanediol diglycidyl ether, polyethylene glycol diglycidyl ether, resorcinol diglycidyl ether, glycerol polyglycidyl ether, trimethylolpropane polyglycidyl ether, pentaerythritol polyglycidyl ether, sorbitol polyglycidyl ether, and the like.
Examples of the diglycidyl ester of the dicarboxylic acid include: diglycidyl adipate, diglycidyl phthalate, and the like.
Examples of diglycidyl-substituted amines include: n, N-diglycidylaniline, N-diglycidyltoluidine, and the like.
In addition, examples of tetraglycidyl-substituted diamines are: 1, 3-bis (N, N-diglycidylaminomethyl) cyclohexane, N, N, N ', N' -tetraglycidyl-m-xylylenediamine, and the like.
The crosslinking agent (aziridine-based crosslinking agent) composed of the aziridine compound is not particularly limited as long as it is an aziridine compound having a bifunctional or more, a compound having two or more aziridine-based functional groups in one molecule, or the like. Examples of the aziridine functional group include: 1-aziridinyl [ (N) CH 2 ) 2 2-aziridinyl group, substituted aziridinyl group having a substituent such as a methyl group, and the like. Specific examples of the aziridine-based crosslinking agent include, for example: the adduct of the polyisocyanate compound and aziridine described in the following (1) to (2), the adduct of the polyol polyacrylate compound and aziridine described in the following (3) to (4), and other acridine compounds described in the following (5) to (7).
(1) 4,4' -bis [ (1-aziridinyl) carbonylamino group]Diphenylmethane (CH) 2 ) 2 NCONH-C 6 H 4 CH 2 C 6 H 4 -NHCON(CH 2 ) 2
(2) 1, 6-bis [ (1-aziridinyl) carbonylamino group]Hexane (CH) 2 ) 2 NCONH-(CH 2 ) 6 -NHCON(CH 2 ) 2
(3) Trimethylolpropane tris [2- (1-aziridinyl) propionate]CH 3 CH 2 C[CH 2 O-COCH 2 CH 2 N(CH 2 ) 2 ] 3
(4) Tetrakishydroxymethylmethane-tris [2- (1-aziridinyl) propionate]HOCH 2 C[CH 2 O-COCH 2 CH 2 N(CH 2 ) 2 ] 3
(5) Tris (1-aziridinyl) phosphine oxide O = P [ N (CH) 2 ) 2 ] 3
(6) Tris (1-aziridinyl) phosphine sulfide S = P [ N (CH) 2 ) 2 ] 3
(7) 2,4, 6-Tris (1-aziridinyl) -1,3, 5-triazine (C) 3 N 3 )[N(CH 2 ) 2 ] 3
Examples of the crosslinking agent (isocyanate-based crosslinking agent) composed of the isocyanate compound include: at least one compound selected from the group consisting of bifunctional isocyanates (diisocyanate compounds) such as Hexamethylene Diisocyanate (HDI), isophorone diisocyanate (IPDI), diphenylmethane diisocyanate (MDI), toluene Diisocyanate (TDI), and Xylylene Diisocyanate (XDI), and trifunctional or higher polyisocyanate compounds such as biuret modified products, isocyanurate modified products, and adducts thereof. Among them, trifunctional or higher adduct includes: adducts of diisocyanate compounds and trivalent or higher polyhydric alcohols such as trimethylolpropane and glycerol.
The (meth) acrylic resin composition contains a rubber compound and an antioxidant as essential components, in addition to a (meth) acrylic polymer and a crosslinking agent that crosslinks the (meth) acrylic polymer.
The rubber compound is preferably contained in the (meth) acrylic resin composition in a proportion of 1.0 to 25.0 parts by weight, more preferably 3.0 to 20.0 parts by weight, based on 100 parts by weight of the total amount of the (a) methyl methacrylate and at least one or more alkyl (meth) acrylates having a Tg of a homopolymer other than methyl methacrylate of 0 ℃ or higher and a C1 to C14 alkyl group.
The rubber compound is not particularly limited as long as it is a polymer (polymer) exhibiting rubber-like elasticity, and is preferably a rubber compound having excellent dispersibility or miscibility with respect to the (meth) acrylic polymer. For example, rubber compounds composed of ethylene polymers such as olefin elastomers, styrene elastomers, acrylic rubbers, nitrile rubbers, butadiene rubbers, polyisoprene rubbers, and natural rubbers are preferable. The rubber compound may be a copolymer composed of a hard segment and a soft segment, and may be, for example, a block copolymer having at least three or more blocks such as (hard segment) - (soft segment) - (hard segment).
The rubber compound is preferably crosslinked by physical crosslinking or chemical crosslinking.
The physical crosslinking is not particularly limited, for example, to hydrogen bonds, hydrophobic bonds, and the like, and is not particularly limited as long as it is a crosslinking based on an interaction independent of covalent bonds. When physically crosslinked, the crosslinking points are fixed at normal temperature, and the bonds are dissociated at high temperature, so that the rubber compound can exhibit thermoplasticity.
As the chemical crosslinking, a compound having a functional group such as a vinyl group, an epoxy group, or an isocyanate group, such as a crosslinkable monomer or a crosslinking agent, is used. The crosslinked polymer may also be synthesized by copolymerizing a crosslinkable monomer with a non-crosslinkable monomer. The crosslinked polymer can also be synthesized by reacting a non-crosslinked polymer obtained from a non-crosslinkable monomer with a crosslinking agent. The crosslinking of the non-crosslinked polymer can also be carried out by introducing a covalent bond into the polymer using a radical generator such as a peroxide, an energy ray such as ultraviolet rays, or the like.
Examples of the olefinic elastomer include: copolymers of aliphatic olefins such as propylene-ethylene copolymers, ethylene-1-butene copolymers, ethylene-1-hexene copolymers, ethylene-1-octene copolymers, propylene-ethylene-1-butene copolymers and propylene-1-butene copolymers.
Examples of the styrene-based elastomer include: styrene-butadiene copolymers such as styrene-butadiene rubber (SBR), aromatic olefin-aliphatic olefin copolymers such as styrene-isoprene copolymers and styrene-ethylene copolymers.
Examples of the acrylic elastomer include: (meth) acrylate-acrylonitrile copolymers, (meth) acrylate-ethylene copolymers, acrylate-methacrylate block copolymers, and the like.
Examples of the acrylic rubber include: acrylate-acrylonitrile copolymers, acrylate-chloroethyl vinyl ether copolymers, and the like.
Examples of the nitrile rubber include: acrylonitrile-butadiene copolymers, acrylonitrile-isoprene copolymers, and the like.
Examples of the butadiene-based rubber include: polybutadiene, acrylonitrile-butadiene-styrene copolymer, methyl methacrylate-butadiene-styrene copolymer, and the like.
As the rubber compound, a crosslinked rubber obtained by copolymerizing a crosslinkable monomer such as alkylene glycol di (meth) acrylate, polyalkylene glycol di (meth) acrylate, allyl (meth) acrylate, or the like with an acrylate as a main component can be used.
The rubber compound is preferably core-shell particles formed of a rubber layer of the core portion and an acrylic layer of the shell portion. This can improve the compatibility and dispersibility of the rubber compound with respect to the (meth) acrylic polymer. As the material of the rubber layer forming the core portion, the various rubber compounds described above can be used. The rubber compound may be a copolymer containing a conjugated diene such as butadiene or isoprene.
As the acrylic material forming the acrylic layer of the shell section, there may be mentioned: a (meth) acrylic polymer containing at least one of (meth) acrylic acid esters, (meth) acrylic acid, (meth) acrylonitrile, and the like as a monomer. The acrylic material may be a methyl methacrylate copolymer or a methyl methacrylate homopolymer containing Methyl Methacrylate (MMA). The (meth) acrylic polymer may be a (meth) acrylic copolymer obtained by copolymerizing olefins such as ethylene, propylene, butadiene, isoprene, and styrene. The acrylic material may be a (meth) acrylic copolymer obtained by copolymerizing monomers having a functional group such as a hydroxyl group, a carboxyl group, or a vinyl group.
The core-shell particles may have a structure in which the shell portion completely covers the periphery of the core portion, or may have a structure in which the shell portion covers a part of the periphery of the core portion. The shell portion may be formed by coating, curing, or the like of a resin around the core portion.
The core-shell particles may form an intermediate layer between the core portion and the shell portion. The intermediate layer may be omitted and the shell layer may be formed in contact with the core portion. The intermediate layer may have a transitional composition in which a rubber compound forming the core portion and an acrylic layer forming the shell layer coexist. As the intermediate layer, an adhesive layer of the core section and the shell section may be laminated.
In the core-shell particle, a core portion and a shell portion may be bonded through a chemical bond. For example, the core portion may be formed by graft polymerizing a resin forming the shell portion in the core portion by polymerizing a monomer forming the shell portion in the presence of particles of a rubber compound forming the core portion. The core portion and the shell portion may form an integral graft copolymer.
The method for producing the core-shell particles is not particularly limited, and for example, the core portion may be polymerized by emulsion polymerization or the like of the core portion until the core portion has a desired diameter, thereby forming a granular core portion having high uniformity in shape, size, or the like. Further, the polymerization of the shell portion may be carried out by emulsion polymerization of the shell portion or the like until a desired diameter of the shell portion is achieved, and the shell portion in the form of particles having high uniformity in shape, size or the like may be obtained. When the core portion and the shell portion are bonded by graft polymerization, the core portion and the shell portion are firmly integrated by chemical bonding, and thus peeling of the shell layer can be suppressed.
In the (meth) acrylic resin composition, the rubber compound is preferably in the form of particles. The rubber compound may be kept in the form of particles when the (meth) acrylic resin composition is heat-molded, or the rubber compound may be melted and dispersed in the (meth) acrylic resin composition. Examples of the particle size of the rubber compound include: the volume-based average particle diameter can be measured by a laser diffraction method or the like. The volume-based average particle diameter of the rubber compound is, for example, preferably 0.05 to 2.0. Mu.m, more preferably 0.05 to 1.0. Mu.m, and still more preferably 0.1 to 0.3. Mu.m. When the rubber compound is the core-shell particle, the particle diameter of the core-shell particle also includes the range of the shell portion.
The rubber compound is preferably core-shell particles each composed of a rubber layer mainly composed of styrene-butadiene rubber (SBR) or butadiene in the core portion and an acrylic layer mainly composed of Methyl Methacrylate (MMA) in the shell portion, and the volume-based average particle diameter of the core-shell particles is preferably 0.05 to 2.0 μm, more preferably 0.05 to 1.0 μm, and still more preferably 0.1 to 0.3 μm.
The antioxidant is not particularly limited as long as it is a compound suitable for combination with the (meth) acrylic resin composition and the (meth) acrylic resin film, and may be appropriately selected from known antioxidants. The antioxidant is preferably an organic antioxidant. Examples thereof include: at least one selected from phenolic antioxidants, thioether antioxidants, phosphite antioxidants and hindered amine antioxidants.
When the (meth) acrylic resin composition and the (meth) acrylic resin film are used as a resin material for optical use, display use, or the like, it is preferable that the antioxidant does not affect the optical characteristics of the resin material. For example, a material capable of maintaining colorless transparency and an antioxidant in a concentration are preferably used for the (meth) acrylic resin composition or the (meth) acrylic resin film to which the antioxidant is added.
The antioxidant is preferably contained in an amount of 0.01 to 0.5 parts by weight, more preferably 0.05 to 0.4 parts by weight, based on 100 parts by weight of the total amount of the (a) methyl methacrylate and at least one or more alkyl (meth) acrylates having a Tg of a homopolymer other than methyl methacrylate and having an alkyl group with a carbon number of C1 to C14.
The phenolic antioxidant is not particularly limited, and specific examples thereof include: pentaerythritol-tetrakis (3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionate), N' -hexane-1, 6-diylbis (3- (3, 5-di-tert-butyl-4-hydroxyphenyl) propionamide), 1,3, 5-tris (3, 5-di-tert-butyl-4-hydroxybenzyl) -1,3, 5-triazine-2, 4,6 (1H, 3H, 5H) -trione, 2, 6-di-tert-butyl-p-cresol, 2, 5-di-tert-butylhydroquinone, and the like.
The thioether antioxidant is not particularly limited, and specific examples thereof include: didodecyl 3,3 '-thiodipropionate, ditridecyl 3,3' -thiodipropionate, ditetradecyl 3,3 '-thiodipropionate, dioctadecyl 3,3' -thiodipropionate, pentaerythritol-tetrakis (3-dodecylthiopropionate), pentaerythritol-tetrakis (3-tetradecylthiopropionate), pentaerythritol-tetrakis (3-octadecylthiopropionate), and the like.
The phosphite antioxidant is not particularly limited, and specific examples thereof include: tris (2, 4-di-tert-butylphenyl) phosphite, bis (2, 4-di-tert-butylphenyl) pentaerythritol diphosphite, bis (2, 6-di-tert-butyl-4-methylphenyl) pentaerythritol diphosphite and the like.
The hindered amine antioxidant is not particularly limited, and specific examples thereof include: bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate, methyl (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate, bis (2,2,6,6-tetramethyl-1-octyloxy-4-piperidyl) dodecandioate, and the like.
The (meth) acrylic resin composition is not limited to the above-mentioned additives, and known additives such as a surfactant, a curing accelerator, a curing retarder, a plasticizer, a filler, a lubricant, a processing aid, an anti-aging agent, a heat stabilizer, a light stabilizer, an antistatic agent, a colorant, an ultraviolet absorber, and an infrared absorber may be appropriately combined. These additives may be used alone or in combination of two or more.
The (meth) acrylic resin composition may be cured by reacting the (meth) acrylic polymer and the crosslinking agent after molding or coating into a predetermined shape.
When the crosslinking agent contained in the (meth) acrylic resin composition is a thermal crosslinking agent which starts a crosslinking reaction by heating, it is preferable that the crosslinking agent be fluidized as a solution of the (meth) acrylic resin composition without heating and melting the acrylic polymer to fluidize the molded article. The solvent used for obtaining the solution of the (meth) acrylic resin composition is not particularly limited as long as it can dissolve the acrylic polymer without impairing the reactivity of the functional group of the acrylic polymer and the crosslinking agent. Examples of the solvent include: hydrocarbon solvents such as toluene, alcohol solvents such as ethanol and isopropanol, ether solvents such as diethyl ether and tetrahydrofuran, ketone solvents such as acetone and Methyl Ethyl Ketone (MEK), and ester solvents such as ethyl acetate. When the acrylic polymer is produced by a solution polymerization method, at least a part of a solvent used for polymerization may become at least a part of a solvent of the (meth) acrylic resin composition.
The (meth) acrylic resin film according to the present embodiment is a resin layer obtained by crosslinking the (meth) acrylic resin composition, and the thickness of the resin layer is 10 μm or less. The (meth) acrylic resin film can be produced by: for example, a solution of the (meth) acrylic resin composition is applied to a predetermined substrate by a solution casting method to form a film, and then heated and dried, thereby crosslinking while volatilizing a solvent from the film. The substrate is not limited to a fixed plane, and examples thereof include: a resin film rewound from a roll of the resin film, a movable belt, a drum, or the like. The surface property of the substrate is preferably a smooth surface, but it is also possible to transfer irregularities to the surface of the obtained (meth) acrylic resin film by providing predetermined irregularities in the substrate.
The (meth) acrylic resin film obtained by the solution casting method may be stretched in a predetermined direction such as a longitudinal direction and a width direction, or may be in a non-stretched state. In the use of the optical film, when it is necessary to reduce the anisotropy, it is preferable to use the (meth) acrylic resin film as a non-stretched film. In addition to the operation of stretching the (meth) acrylic resin film in the longitudinal direction and the width direction, the film may be processed into a biaxially stretched film. The anisotropy of the film is not limited to the anisotropy of mechanical properties such as "elongation at break", and may be an optical anisotropy such as "birefringence".
The mechanical properties of the (meth) acrylic resin film also depend on the application, but when used in an adhesive sheet, an optical film, a surface protective film, a process film, or the like, or when transported in the longitudinal direction, unwound from a roll, wound around a roll, or the like, it is preferable that the (meth) acrylic resin film has a suitable elongation at break as a tensile property so as to obtain conformability to an adherend or the like, in addition to a large number of folding endurance and a high tensile strength at break as a cut endurance.
The gel fraction of the resin layer obtained by crosslinking the (meth) acrylic resin composition constituting the (meth) acrylic resin film is preferably 50% or more, more preferably 70% or more, even more preferably 90% to 100%, and particularly preferably 93% to 100%. As a result, the gel fraction of the resin layer is high, and the solvent resistance, which is physical properties required for the (meth) acrylic resin film, can be improved.
The (meth) acrylic resin film is preferably 10 μm or less in thickness, more preferably less than 10 μm in thickness, and particularly preferably 0.1 to 9 μm in thickness. When another material is laminated on one or both surfaces of the (meth) acrylic resin film, an easy adhesion treatment such as surface modification by corona discharge or coating of a primer may be performed as necessary.
The (meth) acrylic resin film can improve bending resistance because the rubber compound is contained in the (meth) acrylic resin composition. The number of folding resistances measured in accordance with JIS P8115 (paper and cardboard-folding strength test method — MIT test machine method) is preferably 100 or more, and more preferably 200 or more. Typical measurement conditions for the number of folding endurance include: the test piece having a width of 15.0. + -. 0.1mm and a length of about 110mm was folded in half at a load of 9.8N and 175. + -. 10 times per minute. The number of folding times until the test piece was cracked was measured as the number of folding times.
Since the (meth) acrylic resin film contains a rubber compound in the (meth) acrylic resin composition, the deformability can be improved. The elongation at break, which is the stretchability of the (meth) acrylic resin film, is preferably 10% or more, and more preferably 20% or more. The elongation at break of the film can be measured according to, for example, JIS K7161 (determination method of plastic-tensile properties), JIS K7127 (test method of plastic-tensile properties), and the like.
The (meth) acrylic resin film can be used as a base material for an optical film. Examples of the optical film include: polarizing films, phase difference films, antireflection films, anti-Glare (Anti-Glare) films, ultraviolet absorption films, infrared absorption films, optical compensation films, brightness enhancement films, and the like. Examples of the apparatus to which the optical member is applied include: liquid crystal panels, organic EL panels, touch panels, and the like. When the (meth) acrylic resin film is used as an optical film, it is preferably colorless and transparent.
The (meth) acrylic resin film preferably has an in-plane retardation Re of 1.0nm or less. The smaller the in-plane retardation Re is, the more optically isotropic the (meth) acrylic resin film is, and the change in color tone can be suppressed when the (meth) acrylic resin film is attached to an optical device or used for optical inspection.
The haze value of the (meth) acrylic resin film is preferably 3.0% or less. The lower the haze value, the less light scattering when passing through the (meth) acrylic resin film. For example, when the (meth) acrylic resin film is bonded to an optical device such as a display, light leakage due to scattered light can be suppressed.
For the purpose of comparing optical characteristics of the (meth) acrylic resin composition, when measuring optical characteristics such as in-plane retardation Re, haze value, and the like, the thickness of the (meth) acrylic resin film used for the measurement may be different from the thickness of the (meth) acrylic resin film of the finished product. The thickness of the (meth) acrylic resin film in the standard of the in-plane retardation Re and the haze value may be, for example, 20 to 30 μm, more specifically, 25 μm.
The (meth) acrylic resin film preferably contains an antioxidant to suppress changes in appearance such as yellowing. For example, the (meth) acrylic resin film preferably has no change in appearance even after 70 ℃ x 30 days.
One or more kinds of a hard coat layer, an antistatic layer, an antireflection layer, an antifouling layer, an antiglare layer, a low refractive index layer, an adhesive layer, a mold release layer, and the like may be laminated on one surface or both surfaces of the (meth) acrylic resin film. Examples of the fluorine compound used in the low refractive index layer forming composition include: a fluorinated copolymer which is one or two or more kinds of polymers such as fluorinated olefins, fluorinated vinyl ethers, fluorinated alkyl (meth) acrylates, and the like, and a condensate of a silane compound containing a fluorinated alkyl group. In addition to fluorinated monomers, the fluorine-containing copolymer may be copolymerized with non-fluorinated monomers such as olefins, vinyl ethers, and (meth) acrylic esters. The low refractive index layer may be combined with a high refractive index layer or the like to form an antireflection layer.
The pressure-sensitive adhesive sheet according to the present embodiment is characterized in that an adhesive layer is formed on one surface or both surfaces of the (meth) acrylic resin film, which is a resin layer obtained by crosslinking the (meth) acrylic resin composition. The adhesive layer is preferably an adhesive layer made of a (meth) acrylic adhesive. The method for forming the adhesive layer in the (meth) acrylic resin film may be performed by a known method. Specifically, a known coating method such as reverse coating, comma blade coating, gravure coating, slot coating, mayer rod coating, or air knife coating can be used.
The pressure-sensitive adhesive sheet may be an optical film with a pressure-sensitive adhesive layer, which is obtained by laminating a pressure-sensitive adhesive layer on at least one surface of an optical film comprising the (meth) acrylic resin film as a substrate. The optical film with an adhesive layer can be used for adhesion of optical films in various display devices such as liquid crystal display devices, touch panels, electronic paper, and organic EL. The adhesive surface of the adhesive layer used for adhesion of the optical film may be protected by a release film. In the release film, a release treatment may be performed by a silicon-based or fluorine-based release agent on one side surface in contact with the adhesive surface of the adhesive layer.
The pressure-sensitive adhesive sheet may constitute a surface protective film to be adhered via the pressure-sensitive adhesive layer in order to protect the surface of an adherend such as glass, an optical film, or an optical member. In a state where the surface protective film is bonded to the adherend, the optical characteristics, the presence or absence of impurities, and the like of the adherend can be optically inspected. In addition, in the step of bonding the adherend to the product, the surface protective film may be peeled off and removed from the adherend.
Since the (meth) acrylic resin film can be formed into a very thin film having a thickness of 10 μm or less, and further 0.1 to 9 μm, the total thickness of the adhesive film can be made thin. Even if a double-sided adhesive film in which adhesive layers are formed on both sides of the (meth) acrylic resin film is prepared, it is possible to realize a film thickness comparable to that of a double-sided adhesive film having a single-layer adhesive layer.
The polarizing film according to the present embodiment is characterized in that the (meth) acrylic resin film, which is a resin layer obtained by crosslinking the (meth) acrylic resin composition, is formed on one surface or both surfaces of the polarizer.
Since the (meth) acrylic resin film can be formed into a very thin film having a thickness of 10 μm or less, and further 0.1 to 9 μm, the total thickness of the polarizing film can be made thin. The total thickness of the polarizing film is preferably 150 μm or less, and more preferably 80 μm or less. The polarizer used for a polarizing film of a liquid crystal display or the like is not particularly limited, and examples thereof include: for example, comprising iodine molecules (I) 2 ) A polyvinyl alcohol (PVA) layer.
The surface treatment applied to the surface of the protective layer of the polarizer may be at least one selected from the group consisting of an untreated, AG treated, LR treated, AR treated, AG-LR treated, and AG-AR treated. Here, AG means Anti-Glare (Anti Glare), LR means Low Reflection (Low Reflection), and AR means Anti-Reflection (Anti Reflection).
Examples of the protective layer of the polarizer include: acrylic resins such as Triacetylcellulose (TAC) and polymethyl methacrylate (PMMA), polyester resins such as polyethylene terephthalate (PET), cyclic olefin polymers, and polycarbonates. The (meth) acrylic resin film may be attached to the protective layer of the polarizer via an adhesive layer of the adhesive sheet. In addition, the (meth) acrylic resin film of the present embodiment can be used as a protective layer of the polarizer.
[ examples ] A method for producing a compound
The present invention will be specifically described below with reference to examples.
<productionof (meth) acrylic polymer and (meth) acrylic resin composition
[ example 1]
In a reaction apparatus equipped with a stirrer, a thermometer, a reflux cooler and a nitrogen gas inlet tube, nitrogen gas was introduced and the air in the reaction apparatus was replaced with nitrogen gas. Thereafter, a solvent (ethyl acetate) was added to the reaction apparatus together with 95 parts by weight of methyl methacrylate, 5 parts by weight of methyl acrylate, and 3.0 parts by weight of 8-hydroxyoctyl methacrylate. Thereafter, 0.1 part by weight of azobisisobutyronitrile was added dropwise as a polymerization initiator, and the mixture was heated to 65 ℃ and reacted for a predetermined time to obtain a (meth) acrylic polymer solution of example 1. The weight average molecular weight (Mw) of the (meth) acrylic polymer contained in the (meth) acrylic polymer solution was measured, and it was 20 ten thousand. The (meth) acrylic polymer solution of example 1 was mixed with 10 parts by weight of KANE ACE (registered trademark) M-230 as a rubber compound, 3.0 parts by weight of CORONATE (registered trademark) HX as a crosslinking agent, and 0.1 part by weight of IRGANOX (registered trademark) 1010 as an antioxidant under stirring to obtain a (meth) acrylic resin composition of example 1.
Examples 2 to 6 and comparative examples 1 to 4
The (meth) acrylic polymers and (meth) acrylic resin compositions of examples 2 to 6 and comparative examples 1 to 4 were obtained in the same manner as in example 1, except that the combinations of the (meth) acrylic polymer and the (meth) acrylic resin composition of example 1 were set as shown in table 1, respectively. The weight average molecular weight (Mw) of the (meth) acrylic polymers of examples 2 to 6 and comparative examples 1 to 4 is shown in table 1.
Comparative example 5
A commercially available PMMA film (thickness: 80 μm) produced by a melt extrusion method was dissolved in Methyl Ethyl Ketone (MEK) as a solvent, and the weight average molecular weight (Mw) of the polymer contained in the PMMA film was measured, and was 30 ten thousand.
[ Table 1]
In table 1, the values of parts by weight obtained by setting the total amount of the monomers of group (a) to 100 parts by weight are shown by adding abbreviations corresponding to the names of the compounds.
Further, the meanings of abbreviations (compound names, etc.) used in table 1 are as follows.
[ (monomers of group A) ]
"MMA": methacrylic acid methyl ester
"MA": acrylic acid methyl ester
"TBA": (iv) acrylic acid tert-butyl ester
"BMA": methacrylic acid n-butyl ester
"EMA": methacrylic acid ethyl ester
"IBMA": methacrylic acid isobutyl ester
[ (monomers of group B ]
"8HOA": acrylic acid 8-hydroxyoctyl ester
"8HOMA": 8-hydroxyoctyl methacrylate
"6HHA": acrylic acid 6-hydroxyhexyl ester
"6HHMA": 6-hydroxyhexyl methacrylate
"4HBMA": methacrylic acid 4-hydroxybutyl ester
The term "HEA": 2-hydroxyethyl acrylate
"HEMA": 2-Hydroxyethyl methacrylate
"Aac": acrylic acid
[ rubber Compound ]
The particle diameters shown below are all volume-based average particle diameters.
"M-230": KANE ACE (registered trademark) M-230 (core-shell particles, particle diameter: 0.1 μ M, core part: SBR, shell part: MMA, trade name of KANEKA, K.K.)
"M-210": KANE ACE (registered trademark) M-210 (core-shell particles, particle diameter: 0.2 μ M, core part: SBR, shell part: MMA, trade name of KANEKA, K.K.)
"B-513": KANE ACE (registered trademark) B-513 (core-shell particle, particle diameter: 0.2 μm, core portion: butadiene, shell portion: MMA, trade name of KANEKA, kyowa Co., ltd.)
"LP-4100": METABLEN (registered trademark) LP-4100 (acrylic rubber particles, particle diameter: 1 μm, trade name of Mitsubishi chemical Co., ltd.)
[ crosslinking agent ]
"HX": CORONATE (registered trademark) HX (HDI isocyanurate body, trade name of TOSOH Co., ltd.)
"HL": CORONATE (registered trademark) HL (trade name of HDI adduct TOSOH Co., ltd.)
"D-140N": takenate (registered trademark) D-140N (IPDI adduct, tradename of Mitsui chemical Co., ltd.)
"T-X": TETRAD (registered trademark) -X (trade name of Tetrafunctional epoxy Compound, mitsubishi gas chemical Co., ltd.)
[ antioxidant ]
"E-1": IRGANOX (registered trademark) 1010 (phenolic antioxidant, trade name of BASF corporation)
"E-2": TINUVIN (registered trademark) 292 (hindered amine antioxidant, trade name of BASF corporation)
"E-3": IRGAFOS (registered trademark) 168 (phosphite antioxidant, trade name of BASF corporation)
"E-4": IRGANOX (registered trademark) PS822FL (thioether antioxidant, trade name of BASF corporation)
< (meth) acrylic resin film production >
The (meth) acrylic resin compositions of examples 1 to 6 and comparative examples 1 to 4 were formed into a resin film by a solution casting method, and heat-dried and crosslinked under temperature conditions suitable for drying of the solvent and curing of the crosslinking agent, to obtain (meth) acrylic resin films of examples 1 to 6 and comparative examples 1 to 4. The thickness (. Mu.m) of each film is shown as "thickness" in Table 2.
Further, as the (meth) acrylic resin film of comparative example 5, a commercially available PMMA film (thickness: 80 μm) produced by a melt extrusion method was used as described above.
< preparation of polarizing film >
A polarizing film was prepared using a (meth) acrylic resin film having a "thickness" shown in table 2 as a surface substrate. A polyvinyl alcohol (PVA) layer having a thickness of 30 μm was used as the polarizer. For the substrate used on the side opposite to the surface substrate, a Triacetylcellulose (TAC) film having a thickness of 30 μm was used. The total thickness of the obtained polarizing film is shown in "total thickness" in table 2.
Test method and evaluation of (meth) acrylic resin film
The (meth) acrylic resin films of examples 1 to 6 and comparative examples 1 to 5 were evaluated by the following test methods.
< haze value >
Test pieces were prepared from the (meth) acrylic resin films of examples 1 to 6 and comparative examples 1 to 5, and the Haze value (%) was measured using a Haze Meter (manufactured by Nippon Denshoku K.K., type number: haze Meter, NDH 2000).
< appearance Change >
Test pieces were prepared from the (meth) acrylic resin films of examples 1 to 6 and comparative examples 1 to 5, and after leaving at 70 ℃ for 30 days, changes in the appearance of the films were judged by visual observation. As compared with the appearance of the film before leaving it at 70 ℃ for 30 days (or the film which had not changed in appearance after leaving it at 23 ℃ for the same period of time), the film was evaluated as "o" when there was no change in appearance, as "Δ" when there was a change in color in a part of the appearance, and as "x" when there was a change in appearance and yellowing.
< fold endurance number as fold endurance >
After preparing test pieces from the (meth) acrylic resin films of examples 1 to 6 and comparative examples 1 to 5, folding endurance test was performed in accordance with JIS P8115 (paper and cardboard-folding endurance test method-MIT test machine method) using a folding endurance test apparatus (manufacturer: stester industrial co., model number: MIT folding endurance test apparatus BE-201), and the number of folds (folding endurance) until the test pieces cracked was measured.
< gel fraction as solvent resistance >
As a method for testing the solvent resistance, the solvent resistance was tested by measuring the proportion (so-called gel fraction) of the (meth) acrylic resin film remaining as an insoluble component (residue) without being eluted by a solvent after immersing a test piece of the (meth) acrylic resin film in the solvent liquid for a predetermined time as described below.
Test pieces were prepared from the (meth) acrylic resin films of examples 1 to 6 and comparative examples 1 to 5, the mass of the test pieces was accurately measured, and the test pieces were immersed in Methyl Ethyl Ketone (MEK) for 24 hours and then filtered through a 200-mesh wire mesh. Then, the mass of the residue obtained by drying the filtrate at 100 ℃ for 1 hour was accurately measured, and the gel fraction (%) immersed in the solvent was measured as a test method for solvent resistance by the following formula.
Gel fraction (%) = mass of insoluble component (residue) (g)/mass of film (test piece) (g) × 100
< tensile breaking Strength as shear resistance, elongation at Break as tensile Strength >
Test pieces were prepared from the (meth) acrylic resin films of examples 1 to 6 and comparative examples 1 to 5, and the values of the tensile breaking strength (MPA) which is the cut resistance until the test piece was cracked and the elongation at break (%) which is the stretchability were determined by measuring with a tensile testing apparatus (manufacturer: AGS-X, shimadzu corporation).
< phase difference (in-plane phase difference Re value) >
The in-plane retardation (Re) values (nm) of the (meth) acrylic resin films of examples 1 to 6 and comparative examples 1 to 5 were measured using a retardation measuring apparatus (manufactured by Kobra-HBPR/SPC). The wavelength for measuring the phase difference can be appropriately selected from the visible light region such as 450nm to 550 nm. The Re value is determined in a direction in which the in-plane refractive index is maximizedWhen the x axis (slow axis) is defined and the direction orthogonal thereto is defined as the y axis (advancing axis), the refractive index n based on the x axis direction x Refractive index n in y-axis direction y And the film thickness d of the film are calculated by the following formula.
In-plane retardation Re = (n) x -n y )×d
Here, the film thickness d is 1000 times the film thickness (μm) because it is in nm units as in-plane retardation Re.
Table 2 shows the evaluation results of the (meth) acrylic resin films of examples 1 to 6 and comparative examples 1 to 5.
[ Table 2]
The (meth) acrylic resin films of examples 1 to 5 were formed into films having a thickness of 10 μm or less, and were used for the production of polarizing films having a total thickness of 80 μm or less. In the (meth) acrylic resin films of examples 1 to 5, the haze value was 3.0% or less, the number of folding endurance was 200 or more, the gel fraction was 90% or more, the tensile breaking strength was 40MPa or more (about 50MPa or more), the elongation at break was 20% or more, and the in-plane retardation Re was 1.0nm or less. Thus, the (meth) acrylic resin films of examples 1 to 5 were all excellent in physical properties. The (meth) acrylic resin films of examples 1 to 5 contained an antioxidant, and showed no change in appearance even after 70 ℃ C.. Times.30 days.
The (meth) acrylic resin film of example 6 is formed into a film having a thickness of 10 μm or less, and can be used for producing a polarizing film having a total thickness of 80 μm or less. The (meth) acrylic resin film of example 6 had a slightly high haze value, but the folding endurance was 200 or more times, the gel fraction was 90% or more as solvent resistance, the tensile breaking strength was 50MPa or more as cutting endurance, the elongation at break was 20% or more as tensile strength, and the in-plane retardation Re was 1.0nm or less. Thus, the (meth) acrylic resin film of example 6 was excellent in all of the physical properties. In addition, the (meth) acrylic resin film of example 6 contains an antioxidant, and has no change in appearance even after 70 ℃x30 days.
Thus, it was confirmed that the (meth) acrylic resin films of examples 1 to 6 can solve the problem of the present invention.
The reason why the number of folding endurance times as folding endurance is small in the (meth) acrylic resin film of comparative example 1 is probably that the (meth) acrylic resin composition does not contain a rubber compound. In addition, the (meth) acrylic resin film of comparative example 1 was changed in appearance (yellowed) after 70 ℃x30 days, probably because the antioxidant was not contained.
The haze value of the (meth) acrylic resin film of comparative example 2 was high, probably because of the thick film. In addition, the (meth) acrylic resin film of comparative example 2 was changed in appearance (precipitated) after 70 ℃ ×. 30 days.
The (meth) acrylic resin film of comparative example 3 has a small number of folding endurance, i.e., folding endurance, and an extremely low elongation at break, i.e., stretchability, because the (meth) acrylic polymer is obtained by copolymerizing only MMA, which is an alkyl (meth) acrylate having an alkyl group of C1 to C14 carbon atoms, and there is a possibility that homopolymers other than MMA are not copolymerized with alkyl (meth) acrylates having a Tg of 0 ℃ or higher and an alkyl group of C1 to C14 carbon atoms. In addition, the (meth) acrylic resin film of comparative example 3 was changed in appearance (yellowed) after 70 ℃x30 days, probably because it did not contain an antioxidant.
The reason why the number of folding resistance times as folding resistance is small and the gel fraction as solvent resistance is extremely low in the (meth) acrylic resin film of comparative example 4 is that the (meth) acrylic resin composition does not contain a rubber compound and a crosslinking agent. It is considered that the gel fraction as solvent resistance is extremely low because the (meth) acrylic resin composition is not crosslinked by a crosslinking agent.
Although the (meth) acrylic resin film of comparative example 5 was a resin film produced by a melt extrusion method, the number of folding endurance was small, the gel fraction as solvent resistance was extremely low, and the in-plane retardation Re was large. The reason why the gel fraction as solvent resistance is extremely low is considered to be that the resin film produced by the melt extrusion method is not crosslinked by a crosslinking agent.
As described above, the (meth) acrylic resin films of comparative examples 1 to 5 cannot solve the problem of providing a (meth) acrylic resin film having excellent folding resistance, cutting resistance, stretchability, and solvent resistance even when the film thickness is thin.
The (meth) acrylic resin film of the present invention has excellent physical properties particularly in terms of film thickness reduction, folding resistance and solvent resistance as compared with a (meth) acrylic resin film obtained by a conventional melt extrusion method, and therefore, is expected to exhibit effects in thinning and improvement in durability of various optical devices such as displays, and has a large industrial value.
Claims (11)
1. A (meth) acrylic resin film obtained by crosslinking a (meth) acrylic resin composition containing a (meth) acrylic polymer, a rubber compound, a crosslinking agent, and an antioxidant, characterized in that,
the (meth) acrylic polymer is a (meth) acrylic polymer comprising a copolymer having a weight-average molecular weight of more than 10 to 100 ten thousand, which is obtained by copolymerizing 100 parts by weight of (A) 80 parts by weight or more of methyl methacrylate and 100 parts by weight of at least one or more alkyl (meth) acrylates having a homopolymer other than the methyl methacrylate and a Tg of 0 ℃ or more and a carbon number of an alkyl group of 1 to 14 and 1.0 part by weight to 20.0 parts by weight of at least one or more copolymerizable monomers having a functional group reactive with the crosslinking agent,
the (meth) acrylic resin composition contains the rubber compound in a proportion of 1.0 to 25.0 parts by weight relative to 100 parts by weight of the total amount of the (A),
the thickness of the resin layer is 10 [ mu ] m or less.
2. The (meth) acrylic resin film according to claim 1,
the (B) copolymerizable monomer having a functional group capable of reacting with the crosslinking agent is at least one selected from the group consisting of a copolymerizable monomer having a hydroxyl group and a copolymerizable monomer having a carboxyl group.
3. The (meth) acrylic resin film according to claim 1 or 2,
the antioxidant is at least one selected from phenolic antioxidants, thioether antioxidants, phosphite antioxidants and hindered amine antioxidants,
the antioxidant is contained in an amount of 0.01 to 0.5 parts by weight based on 100 parts by weight of the total amount of the (A).
4. The (meth) acrylic resin film according to claim 1 or 2,
the crosslinking agent is one or more selected from the group consisting of epoxy compounds, aziridine compounds, and isocyanate compounds.
5. The (meth) acrylic resin film according to claim 1 or 2,
the rubber compound is core-shell particles formed by a rubber layer mainly composed of SBR or butadiene at a core part and an acrylic layer mainly composed of methyl methacrylate at a shell part, and the volume-based average particle diameter of the core-shell particles is 0.1-0.3 [ mu ] m.
6. The (meth) acrylic resin film according to claim 2,
the copolymerizable monomer with hydroxyl is at least one selected from 8-hydroxyoctyl methacrylate, 6-hydroxyhexyl methacrylate, 4-hydroxybutyl methacrylate and 2-hydroxyethyl methacrylate.
7. The (meth) acrylic resin film according to claim 1 or 2,
the thickness of the resin layer is 0.1-9 μm.
8. The (meth) acrylic resin film according to claim 1 or 2,
the (meth) acrylic resin film has an in-plane retardation Re of 1.0nm or less and a haze value of 3.0% or less.
9. The (meth) acrylic resin film according to claim 1 or 2,
the (meth) acrylic resin film has a gel fraction of 90% or more as solvent resistance, a folding endurance (JIS P8115) of 200 or more as folding endurance, and an elongation at break of 20% or more.
10. An adhesive sheet characterized in that,
the (meth) acrylic resin film according to any one of claims 1 to 9, which has an adhesive layer formed on one surface or both surfaces thereof.
11. A polarizing film characterized in that a polarizing film,
a polarizer comprising a polarizer and a (meth) acrylic resin film according to any one of claims 1 to 9 formed on one or both sides of the polarizer, wherein the polarizer has a total thickness of 80 μm or less.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2021-074941 | 2021-04-27 | ||
| JP2021074941A JP2022169104A (en) | 2021-04-27 | 2021-04-27 | (meth)acrylic resin film |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN115246976A true CN115246976A (en) | 2022-10-28 |
Family
ID=83698752
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202210368811.1A Pending CN115246976A (en) | 2021-04-27 | 2022-04-08 | (meth) acrylic resin film |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JP2022169104A (en) |
| KR (1) | KR20220147506A (en) |
| CN (1) | CN115246976A (en) |
| TW (1) | TW202309182A (en) |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2009286960A (en) | 2008-05-30 | 2009-12-10 | Mitsubishi Rayon Co Ltd | Acrylic resin film composition and molded article using the same |
| WO2016139927A1 (en) | 2015-03-02 | 2016-09-09 | 株式会社カネカ | Acrylic resin composition, and molded product and film made from same |
-
2021
- 2021-04-27 JP JP2021074941A patent/JP2022169104A/en active Pending
-
2022
- 2022-04-06 KR KR1020220042700A patent/KR20220147506A/en not_active Application Discontinuation
- 2022-04-08 CN CN202210368811.1A patent/CN115246976A/en active Pending
- 2022-04-15 TW TW111114412A patent/TW202309182A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| KR20220147506A (en) | 2022-11-03 |
| JP2022169104A (en) | 2022-11-09 |
| TW202309182A (en) | 2023-03-01 |
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