TW201343831A - Adhesive composition, adhesive layer and adhesive sheet - Google Patents
Adhesive composition, adhesive layer and adhesive sheet Download PDFInfo
- Publication number
- TW201343831A TW201343831A TW102106309A TW102106309A TW201343831A TW 201343831 A TW201343831 A TW 201343831A TW 102106309 A TW102106309 A TW 102106309A TW 102106309 A TW102106309 A TW 102106309A TW 201343831 A TW201343831 A TW 201343831A
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- Taiwan
- Prior art keywords
- weight
- acrylate
- parts
- meth
- acrylic polymer
- Prior art date
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- 230000001070 adhesive effect Effects 0.000 title claims abstract description 165
- 239000000853 adhesive Substances 0.000 title claims abstract description 164
- 239000000203 mixture Substances 0.000 title claims abstract description 73
- 239000012790 adhesive layer Substances 0.000 title claims abstract description 34
- -1 polyoxypropylene Polymers 0.000 claims abstract description 112
- 239000000178 monomer Substances 0.000 claims abstract description 75
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 31
- 229920001451 polypropylene glycol Polymers 0.000 claims abstract description 28
- 150000001346 alkyl aryl ethers Chemical class 0.000 claims abstract description 25
- 239000000758 substrate Substances 0.000 claims abstract description 15
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 133
- 229920000058 polyacrylate Polymers 0.000 claims description 126
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 32
- 125000000524 functional group Chemical group 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 239000012948 isocyanate Substances 0.000 claims description 14
- 238000004132 cross linking Methods 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 5
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 5
- 239000001301 oxygen Substances 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 abstract description 15
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract description 11
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 72
- 239000000243 solution Substances 0.000 description 64
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 60
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 44
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 40
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 36
- 238000003756 stirring Methods 0.000 description 35
- 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 34
- 229910001873 dinitrogen Inorganic materials 0.000 description 34
- 239000007787 solid Substances 0.000 description 27
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 25
- 238000004519 manufacturing process Methods 0.000 description 25
- 239000003505 polymerization initiator Substances 0.000 description 24
- 238000006116 polymerization reaction Methods 0.000 description 24
- 230000000052 comparative effect Effects 0.000 description 23
- 239000004814 polyurethane Substances 0.000 description 19
- 229920002635 polyurethane Polymers 0.000 description 19
- 238000002360 preparation method Methods 0.000 description 19
- 239000007788 liquid Substances 0.000 description 16
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 11
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 11
- 238000000034 method Methods 0.000 description 10
- 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 10
- 239000013638 trimer Substances 0.000 description 10
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 9
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 8
- 239000011248 coating agent Substances 0.000 description 8
- 238000000576 coating method Methods 0.000 description 8
- 238000001035 drying Methods 0.000 description 8
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 8
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- 239000003995 emulsifying agent Substances 0.000 description 7
- 239000000835 fiber Substances 0.000 description 7
- 239000011521 glass Substances 0.000 description 7
- 238000005259 measurement Methods 0.000 description 7
- 239000000123 paper Substances 0.000 description 7
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- 238000005227 gel permeation chromatography Methods 0.000 description 6
- 150000002513 isocyanates Chemical group 0.000 description 6
- FCFDFAVHZMMDEO-UHFFFAOYSA-N methoxymethane;prop-2-enoic acid Chemical compound COC.OC(=O)C=C FCFDFAVHZMMDEO-UHFFFAOYSA-N 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 4
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 239000012986 chain transfer agent Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 150000002978 peroxides Chemical class 0.000 description 4
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 4
- 238000009736 wetting Methods 0.000 description 4
- YHCCCMIWRBJYHG-UHFFFAOYSA-N 3-(2-ethylhexoxymethyl)heptane Chemical compound CCCCC(CC)COCC(CC)CCCC YHCCCMIWRBJYHG-UHFFFAOYSA-N 0.000 description 3
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000013522 chelant Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 description 3
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 229940059574 pentaerithrityl Drugs 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- 239000002985 plastic film Substances 0.000 description 3
- 229920006255 plastic film Polymers 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- 239000005020 polyethylene terephthalate Substances 0.000 description 3
- 239000005056 polyisocyanate Substances 0.000 description 3
- 229920001228 polyisocyanate Polymers 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 2
- PBGPBHYPCGDFEZ-UHFFFAOYSA-N 1-ethenylpiperidin-2-one Chemical compound C=CN1CCCCC1=O PBGPBHYPCGDFEZ-UHFFFAOYSA-N 0.000 description 2
- JLIDVCMBCGBIEY-UHFFFAOYSA-N 1-penten-3-one Chemical compound CCC(=O)C=C JLIDVCMBCGBIEY-UHFFFAOYSA-N 0.000 description 2
- FEWFXBUNENSNBQ-UHFFFAOYSA-N 2-hydroxyacrylic acid Chemical compound OC(=C)C(O)=O FEWFXBUNENSNBQ-UHFFFAOYSA-N 0.000 description 2
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 229920000298 Cellophane Polymers 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000002998 adhesive polymer Substances 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000005215 alkyl ethers Chemical class 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 230000003712 anti-aging effect Effects 0.000 description 2
- 150000001541 aziridines Chemical class 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 238000010276 construction Methods 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 239000011888 foil Substances 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 229920000578 graft copolymer Polymers 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 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
- 239000000314 lubricant Substances 0.000 description 2
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- JRKICGRDRMAZLK-UHFFFAOYSA-L peroxydisulfate Chemical compound [O-]S(=O)(=O)OOS([O-])(=O)=O JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 239000012209 synthetic fiber Substances 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 2
- BGHCVCJVXZWKCC-UHFFFAOYSA-N tetradecane Chemical compound CCCCCCCCCCCCCC BGHCVCJVXZWKCC-UHFFFAOYSA-N 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 2
- OQQOAWVKVDAJOI-UHFFFAOYSA-N (2-dodecanoyloxy-3-hydroxypropyl) dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCC OQQOAWVKVDAJOI-UHFFFAOYSA-N 0.000 description 1
- HGXJDMCMYLEZMJ-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOOC(=O)C(C)(C)C HGXJDMCMYLEZMJ-UHFFFAOYSA-N 0.000 description 1
- VBQCFYPTKHCPGI-UHFFFAOYSA-N 1,1-bis(2-methylpentan-2-ylperoxy)cyclohexane Chemical compound CCCC(C)(C)OOC1(OOC(C)(C)CCC)CCCCC1 VBQCFYPTKHCPGI-UHFFFAOYSA-N 0.000 description 1
- VZXTWGWHSMCWGA-UHFFFAOYSA-N 1,3,5-triazine-2,4-diamine Chemical group NC1=NC=NC(N)=N1 VZXTWGWHSMCWGA-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
- HNSSKFWZYMGHDO-UHFFFAOYSA-N 1-(2-isocyanatoethoxy)prop-1-ene Chemical compound C(=CC)OCCN=C=O HNSSKFWZYMGHDO-UHFFFAOYSA-N 0.000 description 1
- CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 1
- OZFIGURLAJSLIR-UHFFFAOYSA-N 1-ethenyl-2h-pyridine Chemical compound C=CN1CC=CC=C1 OZFIGURLAJSLIR-UHFFFAOYSA-N 0.000 description 1
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- KZNPIUNERUJTFX-UHFFFAOYSA-N n-(2-hydroxybutyl)prop-2-enamide Chemical compound CCC(O)CNC(=O)C=C KZNPIUNERUJTFX-UHFFFAOYSA-N 0.000 description 1
- UUORTJUPDJJXST-UHFFFAOYSA-N n-(2-hydroxyethyl)prop-2-enamide Chemical compound OCCNC(=O)C=C UUORTJUPDJJXST-UHFFFAOYSA-N 0.000 description 1
- OKPYIWASQZGASP-UHFFFAOYSA-N n-(2-hydroxypropyl)-2-methylprop-2-enamide Chemical compound CC(O)CNC(=O)C(C)=C OKPYIWASQZGASP-UHFFFAOYSA-N 0.000 description 1
- MSLHRSMWXQOHNA-UHFFFAOYSA-N n-(3-hydroxybutyl)-2-methylprop-2-enamide Chemical compound CC(O)CCNC(=O)C(C)=C MSLHRSMWXQOHNA-UHFFFAOYSA-N 0.000 description 1
- YXMYPOYILIWOID-UHFFFAOYSA-N n-(3-hydroxybutyl)prop-2-enamide Chemical compound CC(O)CCNC(=O)C=C YXMYPOYILIWOID-UHFFFAOYSA-N 0.000 description 1
- ZTUGCJNAJJDKDC-UHFFFAOYSA-N n-(3-hydroxypropyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCCCO ZTUGCJNAJJDKDC-UHFFFAOYSA-N 0.000 description 1
- ZEMHQYNMVKDBFJ-UHFFFAOYSA-N n-(3-hydroxypropyl)prop-2-enamide Chemical compound OCCCNC(=O)C=C ZEMHQYNMVKDBFJ-UHFFFAOYSA-N 0.000 description 1
- YBWQZBVPWXXJKQ-UHFFFAOYSA-N n-(4-hydroxybutyl)prop-2-enamide Chemical compound OCCCCNC(=O)C=C YBWQZBVPWXXJKQ-UHFFFAOYSA-N 0.000 description 1
- DNTMQTKDNSEIFO-UHFFFAOYSA-N n-(hydroxymethyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCO DNTMQTKDNSEIFO-UHFFFAOYSA-N 0.000 description 1
- DIOQZVSQGTUSAI-UHFFFAOYSA-N n-butylhexane Natural products CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 229940065472 octyl acrylate Drugs 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- REJKHFKLPFJGAQ-UHFFFAOYSA-N oxiran-2-ylmethanethiol Chemical compound SCC1CO1 REJKHFKLPFJGAQ-UHFFFAOYSA-N 0.000 description 1
- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 description 1
- FURYAADUZGZUGQ-UHFFFAOYSA-N phenoxybenzene;sulfuric acid Chemical compound OS(O)(=O)=O.C=1C=CC=CC=1OC1=CC=CC=C1 FURYAADUZGZUGQ-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000009832 plasma treatment Methods 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 239000009719 polyimide resin Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 150000004032 porphyrins Chemical class 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 239000002987 primer (paints) Substances 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical class C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- YBCAZPLXEGKKFM-UHFFFAOYSA-K ruthenium(iii) chloride Chemical compound [Cl-].[Cl-].[Cl-].[Ru+3] YBCAZPLXEGKKFM-UHFFFAOYSA-K 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000010378 sodium ascorbate Nutrition 0.000 description 1
- PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 description 1
- 229960005055 sodium ascorbate Drugs 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- PPASLZSBLFJQEF-RXSVEWSESA-M sodium-L-ascorbate Chemical compound [Na+].OC[C@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RXSVEWSESA-M 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- PFBLRDXPNUJYJM-UHFFFAOYSA-N tert-butyl 2-methylpropaneperoxoate Chemical compound CC(C)C(=O)OOC(C)(C)C PFBLRDXPNUJYJM-UHFFFAOYSA-N 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- FUSUHKVFWTUUBE-UHFFFAOYSA-N vinyl methyl ketone Natural products CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Adhesive Tapes (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
本發明係關於一種潤濕性優異之黏著片材、及用於該黏著片材之黏著劑層、黏著劑組合物。 The present invention relates to an adhesive sheet excellent in wettability, and an adhesive layer and an adhesive composition for the adhesive sheet.
黏著片材於塑膠膜或紙等基材上具有凝膠狀之柔軟之黏著劑層，黏著劑層為固體並且藉由對被黏著體潤濕而發揮接著力。即，要求黏著劑層對被黏著體充分潤濕。另一方面，黏著劑層需要抵抗剝離之程度之凝聚力(固著)。因此，黏著片材係考慮作為相反特性之潤濕性及凝聚力而設計。 The adhesive sheet has a gel-like soft adhesive layer on a substrate such as a plastic film or paper, and the adhesive layer is solid and exerts an adhesive force by wetting the adherend. That is, the adhesive layer is required to sufficiently wet the adherend. On the other hand, the adhesive layer needs to have a cohesive force (fixation) to the extent of peeling. Therefore, the adhesive sheet is designed in consideration of wettability and cohesive force as opposite characteristics.
因此，一般而言，黏著片材於貼合於被黏著體上時係進行加壓、視情況於加熱之狀態下進行加壓而以與被黏著體充分密接之方式進行施工。於可如上所述在施工時進行加壓或加熱之情形時，即便為黏著帶之潤濕性較差者亦可加以使用，但於被黏著體為微小之部件、或者由加熱而產生缺陷之類之情形時，此種施工變困難。 Therefore, in general, when the adhesive sheet is bonded to the adherend, it is pressurized, and if it is heated in a state of being heated, it is applied so as to be in close contact with the adherend. When it is possible to pressurize or heat during construction as described above, even if the wettability of the adhesive tape is poor, it can be used, but the adhesive body is a minute component or a defect is caused by heating. In the case of this, such construction becomes difficult.
又，作為對被黏著體之潤濕性成為問題之情形，可想到於被黏著體與黏著片材之間進入氣泡。例如，已知於貼合裝飾用之膜時，為了防止氣泡殘留，於黏著劑層上設置凸狀之突起，或者形成凹狀之條紋以使氣泡逸出，但該等並未本質上改善黏著片材之潤濕性。 Further, as a problem in which the wettability of the adherend is a problem, it is conceivable that air bubbles enter between the adherend and the adhesive sheet. For example, it is known that when the film for decoration is laminated, in order to prevent the residual of the bubble, a convex protrusion is provided on the adhesive layer, or a concave stripe is formed to allow the bubble to escape, but the adhesion is not substantially improved. The wettability of the sheet.
作為改善黏著片材之潤濕性之方法，已知將構成黏著劑層之丙烯酸系聚合物設為側鏈上具有環氧烷之接枝聚合物結構。即，於專利文獻1中，揭示有如下表面保護膜，其係於支持膜上形成使如下黏著劑組合物交聯而成之黏著劑層而成，上述黏著劑組合物含有以51~ 100重量%(甲基)丙烯酸環氧烷加成物、及0~49重量%上述以外之(甲基)丙烯酸系單體、以及0~49重量%其他聚合性單體作為單體成分之(甲基)丙烯酸系(共)聚合物、及交聯劑。又，於專利文獻2中，揭示有於支持基材之至少單面上形成有由如下溶劑型再剝離用黏著劑組合物獲得之黏著劑層的再剝離用黏著製品，上述溶劑型再剝離用黏著劑組合物之特徵在於：其係調配交聯劑而使用、並且含有黏著劑聚合物者，且該黏著劑聚合物係具有玻璃轉移溫度為0℃以上之聚合物結構與由如下原料單體成分合成之聚合物結構之接枝及/或嵌段聚合物，上述原料單體成分包含具有碳數4~12之烷基之(甲基)丙烯酸烷基酯(A)、含有環氧烷鏈及/或長鏈烷基之含長鏈部單體(B)及含官能基單體(C)作為必需成分，並且視需要含有其他單體(D)。 As a method of improving the wettability of the adhesive sheet, it is known that the acrylic polymer constituting the adhesive layer is a graft polymer structure having an alkylene oxide on its side chain. That is, Patent Document 1 discloses a surface protective film in which an adhesive layer obtained by crosslinking an adhesive composition is formed on a support film, and the adhesive composition contains 51~ 100% by weight of a (meth)acrylic acid alkylene oxide adduct, and 0 to 49% by weight of a (meth)acrylic monomer other than the above, and 0 to 49% by weight of another polymerizable monomer as a monomer component ( A methyl) acrylic (co)polymer and a crosslinking agent. Further, Patent Document 2 discloses an adhesive material for re-peeling in which an adhesive layer obtained from a solvent-based re-peeling adhesive composition is formed on at least one surface of a support substrate, and the solvent-type re-peeling is used. The adhesive composition is characterized in that it is used in the formulation of a crosslinking agent and contains an adhesive polymer, and the adhesive polymer has a polymer structure having a glass transition temperature of 0 ° C or more and a raw material monomer as follows a graft and/or block polymer of a polymer structure of a component composition, wherein the raw material monomer component comprises an alkyl (meth)acrylate (A) having an alkyl group having 4 to 12 carbon atoms, and an alkylene oxide chain And/or the long-chain-containing monomer (B) having a long-chain alkyl group and the functional group-containing monomer (C) are essential components, and if necessary, other monomers (D) are contained.
然而，專利文獻2所記載之發明中，即便為4 cm×4 cm之狹小範圍之接著面積，直至整體融合亦需要20秒以上，並不具有充分之潤濕性。 However, in the invention described in Patent Document 2, even if it is a contact area of a narrow range of 4 cm × 4 cm, it takes 20 seconds or more until the entire fusion, and it does not have sufficient wettability.
專利文獻1：日本專利特開2005-200540號公報 Patent Document 1: Japanese Patent Laid-Open Publication No. 2005-200540
專利文獻2：日本專利特開2009-227737號公報 Patent Document 2: Japanese Patent Laid-Open Publication No. 2009-227737
因此，本發明之目的在於提供一種潤濕性優異之黏著劑組合物、黏著劑層以及使用其而成之黏著片材以解決先前之丙烯酸系黏著劑之問題。 Accordingly, an object of the present invention is to provide an adhesive composition excellent in wettability, an adhesive layer, and an adhesive sheet using the same to solve the problem of the prior acrylic adhesive.
本發明者等人為了達成上述目的而進行銳意研究，結果發現，藉由如下黏著片材，可解決上述課題，從而完成本發明，上述黏著片材係於基材上形成包含如下黏著劑組合物之黏著劑層而成，上述黏著 劑組合物含有包含氧伸丙基單元之加成莫耳數為4以上之聚氧丙烯單烷基醚(甲基)丙烯酸酯作為單體成分之丙烯酸系聚合物、及交聯劑。 The inventors of the present invention conducted intensive studies to achieve the above object, and as a result, have found that the above problems can be solved by adhering a sheet which is formed on a substrate to form an adhesive composition as follows. Adhesive layer, the above adhesion The agent composition contains an acrylic polymer containing a polyoxypropylene monoalkyl ether (meth) acrylate having an addition molar number of 4 or more as a monomer component, and a crosslinking agent.
本發明中可提高黏著劑之潤濕性之原因在於使用包含氧伸丙基單元之加成莫耳數為4以上之聚氧丙烯單烷基醚(甲基)丙烯酸酯作為單體成分之丙烯酸系聚合物。本發明中，藉由使包含氧伸丙基單元之加成莫耳數為4以上之聚氧丙烯單烷基醚(甲基)丙烯酸酯之單體混合物共聚，可於丙烯酸系聚合物中導入氧伸丙基單元之加成莫耳數為4以上之側鏈。因此，認為可於聚合物骨架中導入鍵之旋轉能較低之醚鍵，分子之旋轉自由度變高，藉此有助於潤濕性之提高。此處，若為末端為未經烷基取代之羥基之聚氧伸丙基鏈則無法達成潤濕性之充分提高，認為其原因在於羥基之表面自由能較高。 The reason why the wettability of the adhesive can be improved in the present invention is to use acrylic acid containing a polyoxypropylene monoalkyl ether (meth) acrylate having an oxygen molar number of 4 or more as a monomer component. Is a polymer. In the present invention, a monomer mixture containing a polyoxypropylene monoalkyl ether (meth) acrylate having an oxygen-added propyl unit of 4 or more is copolymerized, and can be introduced into an acrylic polymer. The addition ratio of the oxygen-extended propyl unit is 4 or more. Therefore, it is considered that an ether bond having a low rotational energy of a bond can be introduced into the polymer skeleton, and the degree of freedom of rotation of the molecule becomes high, thereby contributing to an improvement in wettability. Here, if the polyoxypropylidene chain having a terminal having a hydroxyl group which is not substituted by an alkyl group is sufficiently improved in wettability, it is considered that the surface free energy of the hydroxyl group is high.
進而，本發明中，氧伸丙基單元之加成莫耳數必需為4以上。認為若加成莫耳數較小，則提高潤濕性之醚鍵埋沒於黏著劑中，存在於黏著劑表面之醚鍵變少，因此難以提高潤濕性。 Further, in the present invention, the addition molar number of the oxygen-extended propyl unit must be 4 or more. It is considered that when the addition molar amount is small, the ether bond which improves the wettability is buried in the adhesive, and the ether bond existing on the surface of the adhesive is less, so that it is difficult to improve the wettability.
本發明提供一種黏著劑組合物，其含有包含氧伸丙基單元之加成莫耳數為4以上之聚氧伸丙基單烷基醚(甲基)丙烯酸酯作為單體成分之丙烯酸系聚合物、及交聯劑。 The present invention provides an adhesive composition comprising an acrylic polymer comprising an oxygen-extended propyl unit having a polyoxypropylidene monoalkyl ether (meth) acrylate having an addition molar number of 4 or more as a monomer component. And crosslinkers.
尤其是於本發明之黏著劑組合物中，上述丙烯酸系聚合物較佳為含有30重量%~94.9重量%具有碳數4~18之烷基之(甲基)丙烯酸烷基酯、5~40重量%氧伸丙基單元之加成莫耳數為4以上之聚氧丙烯單烷基醚(甲基)丙烯酸酯及0.1~10重量%含官能基單體作為單體成分。又，上述丙烯酸系聚合物進而可以20重量%以下之含量含有其他共聚性單體作為單體成分。 In particular, in the adhesive composition of the present invention, the acrylic polymer preferably contains 30% by weight to 94.9% by weight of an alkyl (meth)acrylate having an alkyl group having 4 to 18 carbon atoms, and 5 to 40. The polyoxypropylene monoalkyl ether (meth) acrylate having a molar % oxygen-extended propyl unit of 4 or more and 0.1 to 10% by weight of a functional group-containing monomer are used as a monomer component. Further, the acrylic polymer may further contain another copolymerizable monomer as a monomer component in an amount of 20% by weight or less.
又，本發明中，上述氧伸丙基單元之加成莫耳數為4以上之聚氧丙烯單烷基醚(甲基)丙烯酸酯較佳為六氧丙烯單甲醚(甲基)丙烯酸酯。 Further, in the present invention, the polyoxypropylene monoalkyl ether (meth) acrylate having an addition molar number of 4 or more in the above oxygen propyl unit is preferably hexaoxypropylene monomethyl ether (meth) acrylate. .
又，本發明提供以相對於100重量份上述丙烯酸系聚合物含有1重量份~10重量份交聯劑為特徵之上述黏著劑組合物。尤其是較佳為上述交聯劑為異氰酸酯系交聯劑。 Further, the present invention provides the above-mentioned adhesive composition characterized by containing 1 part by weight to 10 parts by weight of a crosslinking agent based on 100 parts by weight of the above acrylic polymer. In particular, it is preferred that the crosslinking agent is an isocyanate crosslinking agent.
又，本發明提供一種使上述黏著劑組合物交聯而成之黏著劑層、及於基材上形成該黏著劑層而成之黏著片材。 Moreover, the present invention provides an adhesive sheet obtained by crosslinking the above-mentioned adhesive composition and an adhesive sheet formed by forming the adhesive layer on a substrate.
本發明之黏著劑組合物、黏著劑層及黏著片材與先前之丙烯酸系黏著片材相比，潤濕性優異。因此，本發明之黏著片材即便於貼合於被黏著體上時未特別地加壓，亦可與被黏著體充分密接，可充分防止氣泡等之混入。因此，可用作各種黏著片材。 The adhesive composition, the adhesive layer and the adhesive sheet of the present invention are superior in wettability to the conventional acrylic pressure-sensitive adhesive sheet. Therefore, the adhesive sheet of the present invention is not particularly pressurized even when it is bonded to the adherend, and can be sufficiently adhered to the adherend to sufficiently prevent the incorporation of air bubbles or the like. Therefore, it can be used as various adhesive sheets.
1‧‧‧被黏著體 1‧‧‧adhesive body
2‧‧‧試驗片(黏著片材) 2‧‧‧Test piece (adhesive sheet)
圖1係說明實施例中之潤濕性之評價方法之概略圖。 Fig. 1 is a schematic view showing a method of evaluating wettability in Examples.
以下，對本發明之實施形態進行詳細說明。 Hereinafter, embodiments of the present invention will be described in detail.
本發明之黏著劑組合物含有包含氧伸丙基單元之加成莫耳數為4以上之聚氧丙烯單烷基醚(甲基)丙烯酸酯作為單體成分之丙烯酸系聚合物、及交聯劑。 The adhesive composition of the present invention contains an acrylic polymer containing an oxygen-extended propyl unit having a polyoxypropylene monoalkyl ether (meth) acrylate having a molar number of 4 or more as a monomer component, and cross-linking Agent.
(丙烯酸系聚合物) (acrylic polymer)
本發明中，丙烯酸系聚合物之特徵在於包含氧伸丙基單元之加成莫耳數為4以上之聚氧丙烯單烷基醚(甲基)丙烯酸酯作為單體成分。尤其是較佳為含有30重量%~94.9重量%具有碳數4~18之烷基之(甲基)丙烯酸烷基酯、5重量%~40重量%氧伸丙基單元之加成莫耳數為4以上之聚氧丙烯單烷基醚(甲基)丙烯酸酯、0.1重量%~10重量%含官能基單體、及0重量%~20重量%其他共聚性單體作為單體成分。 In the present invention, the acrylic polymer is characterized in that a polyoxypropylene monoalkyl ether (meth) acrylate having an oxygen-extended propyl unit and an addition molar number of 4 or more is contained as a monomer component. In particular, it is preferably an addition mole number of 30% by weight to 94.9% by weight of an alkyl (meth)acrylate having an alkyl group having 4 to 18 carbon atoms and 5 to 40% by weight of an oxygen-extended propyl unit. The polyoxypropylene monoalkyl ether (meth) acrylate is 4 or more, the functional group-containing monomer is 0.1% by weight to 10% by weight, and the other copolymerizable monomer is 0% by weight to 20% by weight as a monomer component.
作為構成丙烯酸系聚合物之具有碳數4~18之烷基之(甲基)丙烯酸烷基酯之具體例，可列舉：(甲基)丙烯酸丁酯、(甲基)丙烯酸異丁酯、(甲基)丙烯酸第三丁酯、(甲基)丙烯酸戊酯(pentyl (metha)acrylate)、(甲基)丙烯酸戊酯(amyl(metha)acrylate)、(甲基)丙烯酸異戊酯、(甲基)丙烯酸己酯、(甲基)丙烯酸庚酯、(甲基)丙烯酸辛酯、(甲基)丙烯酸異辛酯、(甲基)丙烯酸乙基己酯、(甲基)丙烯酸壬酯、(甲基)丙烯酸癸酯、(甲基)丙烯酸異癸酯、(甲基)丙烯酸十一烷基酯、(甲基)丙烯酸十二烷基酯、(甲基)丙烯酸月桂酯、(甲基)丙烯酸十三烷基酯、(甲基)丙烯酸十四烷基酯、(甲基)丙烯酸十五烷基酯、(甲基)丙烯酸十六烷基酯、(甲基)丙烯酸十七烷基酯、(甲基)丙烯酸十八烷基酯等(甲基)丙烯酸烷基酯等。該等可單獨使用，亦可併用兩種以上。 Specific examples of the alkyl (meth)acrylate having an alkyl group having 4 to 18 carbon atoms constituting the acrylic polymer include butyl (meth)acrylate and isobutyl (meth)acrylate. Tert-butyl (meth)acrylate, amyl (meth)acrylate (pentyl) (metha)acrylate), amyl(metha)acrylate, isoamyl (meth)acrylate, hexyl (meth)acrylate, heptyl (meth)acrylate, (methyl) Octyl acrylate, isooctyl (meth)acrylate, ethylhexyl (meth)acrylate, decyl (meth)acrylate, decyl (meth)acrylate, isodecyl (meth)acrylate, (A) Ethyl undecyl acrylate, dodecyl (meth) acrylate, lauryl (meth) acrylate, tridecyl (meth) acrylate, tetradecyl (meth) acrylate, (meth)acrylic acid such as pentadecyl (meth)acrylate, cetyl (meth)acrylate, heptadecyl (meth)acrylate or octadecyl (meth)acrylate Base ester and the like. These may be used singly or in combination of two or more.
具有碳數4~18之烷基之(甲基)丙烯酸烷基酯之含有比率於全部單體成分中較佳為30重量%~94.9重量%，更佳為46重量%~93.5重量%，進而較佳為52重量%~92重量%。 The content ratio of the alkyl (meth)acrylate having an alkyl group having 4 to 18 carbon atoms is preferably from 30% by weight to 94.9% by weight, more preferably from 46% by weight to 99.5% by weight, based on the total of the monomer components. It is preferably 52% by weight to 92% by weight.
本發明中可使用之聚氧丙烯單烷基醚(甲基)丙烯酸酯為氧伸丙基單元之加成莫耳數為4以上之聚氧丙烯單烷基醚(甲基)丙烯酸酯，可以下述通式(1)或(2)表示。 The polyoxypropylene monoalkyl ether (meth) acrylate which can be used in the present invention is an oxypropylene monoalkyl ether (meth) acrylate having an addition molar number of 4 or more. It is represented by the following general formula (1) or (2).
R1-O-(CH2CH(CH3)O)n-R2 (1) R 1 -O-(CH 2 CH(CH 3 )O) n -R 2 (1)
R2-O-(CH2CH(CH3)O)n-R1 (2) R 2 -O-(CH 2 CH(CH 3 )O) n -R 1 (2)
上述通式(1)、(2)中，R1為包含丙烯醯基(CH2=CHCO-)或甲基丙烯醯基(CH2=C(CH3)CO-)之取代基。 In the above formulae (1) and (2), R 1 is a substituent containing an acryloyl group (CH 2 =CHCO-) or a methacryloyl group (CH 2 =C(CH 3 )CO-).
上述通式(1)中，R2為C1~C20之脂肪族系烴基，例如可列舉：甲基、乙基、丙基、異丙基、丁基、異丁基、第三丁基、戊基、己基、庚基、辛基、異辛基、2-乙基己基、壬基、癸基、異癸基、十一烷基、十二烷基、十三烷基、十四烷基、十五烷基、十六烷基、十七烷基、十八烷基、二十烷基等。本發明中，R2較佳為甲基、乙基、丁基、2-乙基己基。 In the above formula (1), R 2 is an aliphatic hydrocarbon group of C 1 to C 20 , and examples thereof include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, and a t-butyl group. , pentyl, hexyl, heptyl, octyl, isooctyl, 2-ethylhexyl, decyl, decyl, isodecyl, undecyl, dodecyl, tridecyl, tetradecane Base, pentadecyl, hexadecyl, heptadecyl, octadecyl, eicosyl and the like. In the present invention, R 2 is preferably a methyl group, an ethyl group, a butyl group or a 2-ethylhexyl group.
又，上述通式(1)及(2)中，n表示氧伸丙基單元之加成莫耳數。本 發明中，n為4以上，較佳為4~18，進而較佳為4~15。若氧伸丙基單元之加成莫耳數n為4以上，則意味著聚合物中鍵之旋轉能較低之(分子之旋轉自由度較高之)醚鍵較長，具有可存在於黏著劑表面之醚鍵數較多而可提高潤濕性的優點。另一方面，若加成莫耳數n未達4，則有用以提高潤濕性之醚鍵埋沒於黏著劑中而減少存在於黏著劑表面之醚鍵，因此變得難以提高潤濕性的情況。又，若加成莫耳數n超過18，則有於製造聚氧丙烯單烷基醚(甲基)丙烯酸酯時變得難以純化，作為雜質之多官能成分增多，因此於聚合物聚合中產生凝膠的情況。 Further, in the above formulae (1) and (2), n represents an addition molar number of the oxygen-extended propyl unit. this In the invention, n is 4 or more, preferably 4 to 18, and further preferably 4 to 15. If the molar number n of the oxygen-extended propyl unit is 4 or more, it means that the rotation energy of the bond in the polymer is low (the rotation of the molecule is relatively high), the ether bond is long, and it can exist in the adhesion. The number of ether bonds on the surface of the agent is large, which improves the wettability. On the other hand, if the molar number n of the addition is less than 4, the ether bond which improves the wettability is buried in the adhesive to reduce the ether bond existing on the surface of the adhesive, and thus it becomes difficult to improve the wettability. Happening. Further, when the molar number n of addition is more than 18, it becomes difficult to purify when producing a polyoxypropylene monoalkyl ether (meth) acrylate, and the polyfunctional component as an impurity increases, so that it is produced in polymer polymerization. The condition of the gel.
再者，本發明中，氧伸丙基單元之加成莫耳數n係源自各分子結構之加成莫耳數。又，於市售品等氧伸丙基單元之加成莫耳數n為複數種之混合物之情形時，使用由其數量平均分子量計算之平均值。數量平均分子量可利用GPC(Gel Permeation Chromatography，凝膠滲透層析法)進行測定並藉由聚苯乙烯換算而計算。 Further, in the present invention, the addition molar number n of the oxygen-extended propyl unit is derived from the addition molar number of each molecular structure. Further, in the case where the addition molar number n of the oxygen-extended propyl unit such as a commercially available product is a mixture of plural kinds, the average value calculated from the number average molecular weight thereof is used. The number average molecular weight can be measured by GPC (Gel Permeation Chromatography) and calculated by polystyrene conversion.
關於本發明中可使用之聚氧丙烯單烷基醚(甲基)丙烯酸酯之具體例，作為R2為甲基之例，可列舉四氧丙烯單甲醚(甲基)丙烯酸酯、五氧丙烯單甲醚(甲基)丙烯酸酯、六氧丙烯單甲醚(甲基)丙烯酸酯、十氧丙烯單甲醚(甲基)丙烯酸酯、十二氧丙烯單甲醚(甲基)丙烯酸酯、十五氧丙烯單甲醚(甲基)丙烯酸酯、十八氧丙烯單甲醚(甲基)丙烯酸酯等；作為R2為乙基之例，可列舉四氧丙烯單乙醚(甲基)丙烯酸酯、五氧丙烯單乙醚(甲基)丙烯酸酯、六氧丙烯單乙醚(甲基)丙烯酸酯、十氧丙烯單乙醚(甲基)丙烯酸酯、十二氧丙烯單乙醚(甲基)丙烯酸酯、十五氧丙烯單乙醚(甲基)丙烯酸酯、十八氧丙烯單乙醚(甲基)丙烯酸酯等；作為R2為丁基之例，可列舉四氧丙烯單丁醚(甲基)丙烯酸酯、五 氧丙烯單丁醚(甲基)丙烯酸酯、六氧丙烯單丁醚(甲基)丙烯酸酯、十氧丙烯單丁醚(甲基)丙烯酸酯、十二氧丙烯單丁醚(甲基)丙烯酸酯、十五氧丙烯單丁醚(甲基)丙烯酸酯、十八氧丙烯單丁醚(甲基)丙烯酸酯等；作為R2為2-乙基己基之例，可列舉四氧丙烯單(2-乙基己基)醚(甲基)丙烯酸酯、五氧丙烯單(2-乙基己基)醚(甲基)丙烯酸酯、六氧丙烯單(2-乙基己基)醚(甲基)丙烯酸酯、十氧丙烯單(2-乙基己基)醚(甲基)丙烯酸酯、十二氧丙烯單(2-乙基己基)醚(甲基)丙烯酸酯、十五氧丙烯單(2-乙基己基)醚(甲基)丙烯酸酯、十八氧丙烯單(2-乙基己基)醚(甲基)丙烯酸酯等；作為R2為十二烷基之例，可列舉四氧丙烯單十二烷基醚(甲基)丙烯酸酯、五氧丙烯單十二烷基醚(甲基)丙烯酸酯、六氧丙烯單十二烷基醚(甲基)丙烯酸酯、十氧丙烯單十二烷基醚(甲基)丙烯酸酯、十二氧丙烯單十二烷基醚(甲基)丙烯酸酯、十五氧丙烯單十二烷基醚(甲基)丙烯酸酯、十八氧丙烯單十二烷基醚(甲基)丙烯酸酯等；作為R2為十八烷基之例，可列舉四氧丙烯單十八烷基醚(甲基)丙烯酸酯、五氧丙烯單十八烷基醚(甲基)丙烯酸酯、六氧丙烯單十八烷基醚(甲基)丙烯酸酯、十氧丙烯單十八烷基醚(甲基)丙烯酸酯、十二氧丙烯單十八烷基醚(甲基)丙烯酸酯、十五氧丙烯單十八烷基醚(甲基)丙烯酸酯、十八氧丙烯單十八烷基醚(甲基)丙烯酸酯等。 Specific examples of the polyoxypropylene monoalkyl ether (meth) acrylate which can be used in the present invention, and examples of the case where R 2 is a methyl group include tetraoxypropylene monomethyl ether (meth) acrylate and pentoxide. Propylene monomethyl ether (meth) acrylate, hexaoxypropylene monomethyl ether (meth) acrylate, decaoxy propylene monomethyl ether (meth) acrylate, dodeoxypropylene monomethyl ether (meth) acrylate , penta-oxypropylene monomethyl ether (meth) acrylate, octadecyl propylene monomethyl ether (meth) acrylate, etc.; as an example of R 2 being an ethyl group, tetraoxypropylene monoethyl ether (methyl) Acrylate, pentaoxypropylene monoethyl ether (meth) acrylate, hexaoxypropylene monoethyl ether (meth) acrylate, decaoxy propylene monoethyl ether (meth) acrylate, dodeoxypropylene monoethyl ether (meth) acrylate Ester, pentaethoxy propylene monoethyl ether (meth) acrylate, octade oxypropylene monoethyl ether (meth) acrylate, etc.; as an example of R 2 being a butyl group, tetraoxy propylene monobutyl ether (methyl) Acrylate, pentaoxypropylene monobutyl ether (meth) acrylate, hexaoxypropylene monobutyl ether (meth) acrylate, decaoxy propylene monobutyl ether (methyl) Acrylate, dodecyl polyoxypropylene monobutyl ether (meth) acrylate, pentadecyl polyoxypropylene monobutyl ether (meth) acrylate, stearyl polyoxypropylene ether mono (meth) acrylate and the like; R 2 is Examples of the 2-ethylhexyl group include tetraoxypropylene mono(2-ethylhexyl)ether (meth)acrylate, pentaoxypropylene mono(2-ethylhexyl)ether (meth)acrylate, and six. Oxypropene mono(2-ethylhexyl)ether (meth) acrylate, decaoxy propylene mono(2-ethylhexyl)ether (meth) acrylate, dodecyl propylene mono(2-ethylhexyl) ether (meth) acrylate, pentaethoxy propylene mono (2-ethylhexyl) ether (meth) acrylate, octadecyl propylene mono (2-ethylhexyl) ether (meth) acrylate, etc.; 2 is an example of dodecyl group, and examples thereof include tetraoxypropylene monododecyl ether (meth) acrylate, pentoxide propylene monododecyl ether (meth) acrylate, and hexaoxypropylene monododecane. Ether (meth) acrylate, decaoxy propylene monododecyl ether (meth) acrylate, dodecyl propylene monododecyl ether (meth) acrylate, penta oxypropylene monododecane Ether (meth) acrylate, octadecyl propylene Alkyl ether (meth) acrylate and the like; R 2 is an octadecyl group of embodiments, four include polyoxypropylene stearyl ether mono (meth) acrylates, five-polyoxypropylene stearyl ether mono ( Methyl) acrylate, hexaoxypropylene monooctadecyl ether (meth) acrylate, decaoxy propylene monooctadecyl ether (meth) acrylate, dodeoxy propylene monooctadecyl ether (A) Acrylate, hexadecyl propylene monooctadecyl ether (meth) acrylate, octade oxypropylene monooctadecyl ether (meth) acrylate, and the like.
本發明中，該等聚氧丙烯單烷基醚(甲基)丙烯酸酯可單獨使用，亦可組合使用。 In the present invention, the polyoxypropylene monoalkyl ether (meth) acrylates may be used singly or in combination.
該等聚氧丙烯單烷基醚(甲基)丙烯酸酯可藉由對應之聚氧丙烯單烷基醚與丙烯醯氯、甲基丙烯醯氯等醯氯之反應、或者對應之聚氧丙烯單烷基醚與異氰酸2-丙烯醯氧基乙酯、異氰酸2-甲基丙烯醯氧基乙酯等具有異氰酸酯基之(甲基)丙烯酸酯之反應而容易地合成。又，亦 可使用市售之聚氧丙烯單烷基醚(甲基)丙烯酸酯。 The polyoxypropylene monoalkyl ether (meth) acrylate can be reacted by a corresponding polyoxypropylene monoalkyl ether with ruthenium chloride such as acryl ruthenium chloride or methacryl ruthenium chloride, or a corresponding polyoxypropylene monomer. The alkyl ether is easily synthesized by a reaction with a (meth) acrylate having an isocyanate group such as 2-propenyloxyethyl isocyanate or 2-methylpropenyloxyethyl isocyanate. Also A commercially available polyoxypropylene monoalkyl ether (meth) acrylate can be used.
本發明中，氧伸丙基單元之加成莫耳數為4以上之聚氧丙烯單烷基醚(甲基)丙烯酸酯之含有比率於全部單體成分中較佳為5重量%~40重量%，更佳為6重量%~30重量%，進而較佳為7重量%~28重量%。若聚氧丙烯單烷基醚(甲基)丙烯酸酯為5重量%~40重量%之範圍內，則有於聚合物中導入鍵之旋轉能較低之(分子之旋轉自由度較高之)醚鍵時，可存在於黏著劑表面之醚鍵之數較多而可提高潤濕性的優點。另一方面，若聚氧丙烯單烷基醚(甲基)丙烯酸酯之含量未達5重量%，則有提高潤濕性之醚鍵較少而埋沒於黏著劑中，存在於黏著劑表面之醚鍵減少，因此變得難以提高潤濕性的情況，若超過40重量%，則有作為雜質之聚氧丙烯二(甲基)丙烯酸酯之比率增多，故而於聚合物聚合中變得容易產生凝膠的情況。 In the present invention, the content ratio of the polyoxypropylene monoalkyl ether (meth) acrylate having an oxygen-extended propyl unit of 4 or more is preferably from 5% by weight to 40% by weight based on the total of all monomer components. More preferably, it is 6% by weight to 30% by weight, and further preferably 7% by weight to 28% by weight. If the polyoxypropylene monoalkyl ether (meth) acrylate is in the range of 5% by weight to 40% by weight, the rotation energy of the introduced bond in the polymer is low (the rotational freedom of the molecule is high) In the case of an ether bond, the number of ether bonds present on the surface of the adhesive is large, and the wettability can be improved. On the other hand, if the content of the polyoxypropylene monoalkyl ether (meth) acrylate is less than 5% by weight, the ether bond having improved wettability is less and buried in the adhesive, and is present on the surface of the adhesive. When the ether bond is reduced, it becomes difficult to improve the wettability. When the amount is more than 40% by weight, the ratio of the polyoxypropylene di(meth)acrylate as an impurity increases, so that it is likely to be produced during polymerization of the polymer. The condition of the gel.
本發明中，構成丙烯酸系聚合物之含官能基單體係賦予丙烯酸系聚合物極性或反應性、或者與下述之交聯劑反應而有助於交聯結構之形成者，例如可列舉含有羧基或羥基等官能基之含官能基單體。 In the present invention, the functional group-containing single system constituting the acrylic polymer imparts polarity or reactivity to the acrylic polymer or reacts with the crosslinking agent described below to contribute to the formation of the crosslinked structure, and examples thereof include A functional group-containing monomer having a functional group such as a carboxyl group or a hydroxyl group.
作為含官能基單體之具體例，可列舉：(甲基)丙烯酸、伊康酸、順丁烯二酸、反丁烯二酸、丁烯酸等含羧基單體；(甲基)丙烯酸2-羥基乙酯、(甲基)丙烯酸2-羥基丙酯、(甲基)丙烯酸3-羥基丙酯、(甲基)丙烯酸2-羥基丁酯、(甲基)丙烯酸4-羥基丁酯、(甲基)丙烯酸6-羥基己酯、(甲基)丙烯酸8-羥基辛酯、(甲基)丙烯酸10-羥基癸酯、(甲基)丙烯酸12-羥基月桂酯、丙烯酸[4-(羥基甲基)環己基]甲酯等(甲基)丙烯酸羥基烷基酯等含羥基單體。 Specific examples of the functional group-containing monomer include carboxyl group-containing monomers such as (meth)acrylic acid, itaconic acid, maleic acid, fumaric acid, and crotonic acid; and (meth)acrylic acid 2 -hydroxyethyl ester, 2-hydroxypropyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 6-hydroxyhexyl methacrylate, 8-hydroxyoctyl (meth) acrylate, 10-hydroxy decyl (meth) acrylate, 12-hydroxylauryl (meth) acrylate, acrylic acid [4-(hydroxyl) A hydroxyl group-containing monomer such as a hydroxyalkyl (meth)acrylate such as a cyclohexylmethyl ester.
又，本發明中，作為含官能基單體，可列舉：N-羥甲基丙烯醯胺、N-羥甲基甲基丙烯醯胺、N-(2-羥基乙基)丙烯醯胺、N-(2-羥基乙基)甲基丙烯醯胺、N-(2-羥基丙基)丙烯醯胺、N-(2-羥基丙基)甲基丙烯醯胺、N-(1-羥基丙基)丙烯醯胺、N-(1-羥基丙基)甲基丙烯醯胺、 N-(3-羥基丙基)丙烯醯胺、N-(3-羥基丙基)甲基丙烯醯胺、N-(2-羥基丁基)丙烯醯胺、N-(2-羥基丁基)甲基丙烯醯胺、N-(3-羥基丁基)丙烯醯胺、N-(3-羥基丁基)甲基丙烯醯胺、N-(4-羥基丁基)丙烯醯胺、N-(4-羥基丁基)甲基丙烯醯胺等N-羥基烷基(甲基)丙烯醯胺；(甲基)丙烯酸縮水甘油酯、(甲基)丙烯酸甲基縮水甘油酯、烯丙基縮水甘油醚等具有環氧基之單體；(甲基)丙烯醯胺、N,N-二甲基(甲基)丙烯醯胺、N,N-二乙基(甲基)丙烯醯胺、N-異丙基(甲基)丙烯醯胺、N-丁基(甲基)丙烯醯胺、N-羥甲基丙烷(甲基)丙烯醯胺、N-甲氧基甲基(甲基)丙烯醯胺、N-丁氧基甲基(甲基)丙烯醯胺、N-乙烯基羧醯胺等具有醯胺基之單體；(甲基)丙烯酸胺基乙酯、(甲基)丙烯酸N,N-二甲胺基乙酯、(甲基)丙烯酸第三丁基胺基乙酯等具有胺基之單體；丙烯腈、甲基丙烯腈等具有氰基之單體；二丙酮(甲基)丙烯醯胺、二丙酮(甲基)丙烯酸酯、乙烯基甲基酮、乙烯基乙基酮、乙醯乙酸烯丙酯、乙醯乙酸乙烯酯等具有酮基之單體；異氰酸2-(甲基)丙烯醯氧基乙酯等含異氰酸酯基之單體。該等含官能基單體可單獨使用，亦可組合使用。 Further, in the present invention, examples of the functional group-containing monomer include N-methylol acrylamide, N-methylol methacrylamide, N-(2-hydroxyethyl) acrylamide, and N. -(2-hydroxyethyl)methacrylamide, N-(2-hydroxypropyl)propenylamine, N-(2-hydroxypropyl)methacrylamide, N-(1-hydroxypropyl ) acrylamide, N-(1-hydroxypropyl)methacrylamide, N-(3-hydroxypropyl) acrylamide, N-(3-hydroxypropyl)methacrylamide, N-(2-hydroxybutyl) acrylamide, N-(2-hydroxybutyl) Methyl acrylamide, N-(3-hydroxybutyl) acrylamide, N-(3-hydroxybutyl)methacrylamide, N-(4-hydroxybutyl) acrylamide, N-( N-hydroxyalkyl (meth) acrylamide such as 4-hydroxybutyl)methacrylamide; glycidyl (meth)acrylate, methyl glycidyl (meth)acrylate, allyl glycidol a monomer having an epoxy group such as an ether; (meth)acrylamide, N,N-dimethyl(meth)acrylamide, N,N-diethyl(meth)acrylamide, N- Isopropyl (meth) acrylamide, N-butyl (meth) acrylamide, N-methylolpropane (meth) acrylamide, N-methoxymethyl (meth) propylene oxime a monomer having a guanamine group such as an amine, N-butoxymethyl (meth) acrylamide or N-vinyl carbamide; an aminoethyl (meth) acrylate or a (meth) acrylate N, a monomer having an amine group such as N-dimethylaminoethyl ester or a tert-butylaminoethyl (meth)acrylate; a monomer having a cyano group such as acrylonitrile or methacrylonitrile; and diacetone (methyl) ) a monomer having a ketone group such as an eneamine, a diacetone (meth) acrylate, a vinyl methyl ketone, a vinyl ethyl ketone, an allyl acetate, a vinyl acetate, or the like; isocyanate 2- An isocyanate group-containing monomer such as (meth)acryloxyethyl ester. These functional group-containing monomers may be used singly or in combination.
含官能基單體之含有比率於全部單體成分中較佳為0.1~10重量%，更佳為0.5重量%~9重量%，進而較佳為1重量%~8重量%。若含官能基單體之含有比率未達0.1重量%，則有變得難以獲得其添加效果，例如交聯形成變得不充分，無法獲得黏著劑組合物之凝聚力，而於固定物品時黏著片材偏移，或者剝離黏著片材時產生糊劑殘留的情況。另一方面，若含官能基單體之含有比率超過10重量%，則有丙烯酸系聚合物之凝聚力變大，因此流動性降低而潤濕性降低的情況。 The content ratio of the functional group-containing monomer is preferably from 0.1 to 10% by weight, more preferably from 0.5% by weight to 9% by weight, even more preferably from 1% by weight to 8% by weight, based on the total of the monomer components. When the content ratio of the functional group-containing monomer is less than 0.1% by weight, it becomes difficult to obtain an effect of addition thereof, for example, crosslinking formation becomes insufficient, and cohesive force of the adhesive composition cannot be obtained, and the adhesive sheet is fixed at the time of fixing the article. The material is offset, or the residue remains when the sheet is peeled off. On the other hand, when the content ratio of the functional group-containing monomer is more than 10% by weight, the cohesive force of the acrylic polymer is increased, so that the fluidity is lowered and the wettability is lowered.
本發明中，構成丙烯酸系聚合物之單體成分中，可於不損害本 發明之效果之範圍內另外使用用以調整丙烯酸系聚合物之玻璃轉移點或接著性之共聚性單體等。作為此種共聚性單體，可列舉：(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丙酯、(甲基)丙烯酸異丙酯等具有碳數未達4之烷基之(甲基)丙烯酸烷基酯類；乙酸乙烯酯、丙酸乙烯酯等乙烯酯類；苯乙烯、取代苯乙烯(α-甲基苯乙烯等)、乙烯基甲苯等芳香族乙烯基化合物；(甲基)丙烯酸環己酯、二(甲基)丙烯酸環戊酯、(甲基)丙烯酸異酯等脂環式烴(甲基)丙烯酸酯；(甲基)丙烯酸苯酯、(甲基)丙烯酸苯氧基乙酯、(甲基)丙烯酸苄酯等含芳香環之(甲基)丙烯酸酯；乙烯、丙烯、異戊二烯、丁二烯、異丁烯等烯烴系單體；氯乙烯、偏二氯乙烯等含鹵素原子之單體；(甲基)丙烯酸甲氧基乙酯、(甲基)丙烯酸乙氧基乙酯等含烷氧基之單體；甲基乙烯基醚、乙基乙烯基醚等乙烯基醚系單體；N-乙烯基-2-吡咯啶酮、N-(1-甲基乙烯基)吡咯啶酮、N-乙烯基吡啶、N-乙烯基哌啶酮、N-乙烯基嘧啶、N-乙烯基哌、N-乙烯基吡、N-乙烯基吡咯、N-乙烯基咪唑、N-乙烯基唑、N-乙烯基啉、N-乙烯基己內醯胺、N-(甲基)丙烯醯基啉、(甲基)丙烯酸四氫糠酯等具有雜環之單體等。 In the present invention, among the monomer components constituting the acrylic polymer, a copolymerizable monomer or the like for adjusting the glass transition point or the adhesion of the acrylic polymer may be additionally used insofar as the effects of the present invention are not impaired. Examples of such a copolymerizable monomer include methyl (meth)acrylate, ethyl (meth)acrylate, propyl (meth)acrylate, and isopropyl (meth)acrylate having a carbon number of less than 4 Alkyl alkyl (meth)acrylates; vinyl acetates such as vinyl acetate and vinyl propionate; aromatic vinyls such as styrene, substituted styrene (α-methylstyrene, etc.), vinyl toluene, etc. Base compound; cyclohexyl (meth)acrylate, cyclopentyl di(meth)acrylate, (meth)acrylic acid An alicyclic hydrocarbon (meth) acrylate such as an ester; an aromatic ring-containing (meth) acrylate such as phenyl (meth) acrylate, phenoxyethyl (meth) acrylate or benzyl (meth) acrylate; An olefin monomer such as ethylene, propylene, isoprene, butadiene or isobutylene; a halogen atom-containing monomer such as vinyl chloride or vinylidene chloride; methoxyethyl (meth)acrylate; Alkoxy-containing monomer such as ethoxyethyl acrylate; vinyl ether monomer such as methyl vinyl ether or ethyl vinyl ether; N-vinyl-2-pyrrolidone, N-(1) -methylvinyl)pyrrolidone, N-vinylpyridine, N-vinylpiperidone, N-vinylpyrimidine, N-vinylpiperidone N-vinylpyrene , N-vinylpyrrole, N-vinylimidazole, N-vinyl Oxazole, N-vinyl porphyrin, N-vinyl caprolactam, N-(methyl) acrylonitrile A monomer having a hetero ring such as a porphyrin or a tetrahydrofurfuryl (meth) acrylate.
本發明中，作為共聚性單體，可單獨使用一分子內具有複數個官能基之單體或者適當組合兩種以上而使用。該多官能單體可發揮提高黏著劑之耐熱性或凝聚性之作用。作為多官能單體之具體例，可列舉：乙二醇二(甲基)丙烯酸酯、二乙二醇二(甲基)丙烯酸酯、三乙二醇二(甲基)丙烯酸酯、四乙二醇二(甲基)丙烯酸酯、(聚)乙二醇二(甲 基)丙烯酸酯、丙二醇二(甲基)丙烯酸酯、(聚)丙二醇二(甲基)丙烯酸酯等單或聚伸烷基二醇二(甲基)丙烯酸酯；新戊二醇二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、季戊四醇二(甲基)丙烯酸酯、三羥甲基丙烷三(甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、四羥甲基甲烷三(甲基)丙烯酸酯、二季戊四醇六(甲基)丙烯酸酯、二乙烯基苯等。 In the present invention, as the copolymerizable monomer, a monomer having a plurality of functional groups in one molecule or a combination of two or more kinds as appropriate may be used alone. The polyfunctional monomer functions to improve the heat resistance or cohesiveness of the adhesive. Specific examples of the polyfunctional monomer include ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, and tetraethylene. Alcohol di(meth)acrylate, (poly)ethylene glycol di(a) Mono- or polyalkylene glycol di(meth)acrylate such as acrylate, propylene glycol di(meth)acrylate, (poly)propylene glycol di(meth)acrylate; neopentyl glycol di(methyl) Acrylate, 1,6-hexanediol di(meth)acrylate, pentaerythritol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, Tetramethylolmethane tri(meth)acrylate, dipentaerythritol hexa(meth)acrylate, divinylbenzene, and the like.
作為共聚性單體，可單獨使用具有烷氧基矽烷基之單體或者適當組合兩種以上而使用。該含烷氧基矽烷基之單體可發揮提高黏著劑之耐熱性或凝聚性之作用。作為含烷氧基矽烷基之單體之具體例，可列舉：3-(甲基)丙烯醯氧基丙基三甲氧基矽烷、3-(甲基)丙烯醯氧基丙基三乙氧基矽烷、3-(甲基)丙烯醯氧基丙基甲基二甲氧基矽烷、3-(甲基)丙烯醯氧基丙基甲基二乙氧基矽烷、乙烯基三甲氧基矽烷等(甲基)丙烯醯氧基烷基矽烷衍生物。 As the copolymerizable monomer, a monomer having an alkoxyalkylene group or a combination of two or more kinds thereof may be used alone. The alkoxyalkylene group-containing monomer functions to improve the heat resistance or cohesiveness of the adhesive. Specific examples of the alkoxyalkylene group-containing monomer include 3-(meth)acryloxypropyltrimethoxydecane and 3-(meth)acryloxypropyltriethoxy group. Decane, 3-(meth)acryloxypropylmethyldimethoxydecane, 3-(meth)acryloxypropylmethyldiethoxydecane, vinyltrimethoxydecane, etc. Methyl) propylene decyloxydecane derivative.
此種共聚性單體可單獨使用或者適當組合兩種以上使用。例如，於全部單體成分中，可以20重量%以下之範圍(0重量%~20重量%)使用共聚性單體，通常為15重量%以下(0重量%~15重量%)，較佳為設為12重量%以下(0重量%~12重量%)。使用共聚性單體之情形時之使用量之下限並無特別限定，只要為可達成該單體之使用目的之量即可。通常，適當為將共聚性單體之使用量設為全部單體成分中之0.001重量%以上。 Such a copolymerizable monomer may be used singly or in combination of two or more kinds as appropriate. For example, the copolymerizable monomer may be used in an amount of 20% by weight or less (0% by weight to 20% by weight) based on the total monomer components, and is usually 15% by weight or less (0% by weight to 15% by weight), preferably It is set to 12% by weight or less (0% by weight to 12% by weight). The lower limit of the amount of use in the case of using a copolymerizable monomer is not particularly limited, and may be an amount that can achieve the purpose of use of the monomer. Usually, the amount of the copolymerizable monomer used is suitably 0.001% by weight or more based on the total monomer components.
本發明所使用之丙烯酸系聚合物可藉由利用溶液聚合、塊狀聚合、乳化聚合、各種自由基聚合等公知之聚合方法使上述單體成分聚合而製造。又，所獲得之丙烯酸系聚合物可為無規共聚物、嵌段共聚物、接枝共聚物等中之任一種。 The acrylic polymer used in the present invention can be produced by polymerizing the above monomer components by a known polymerization method such as solution polymerization, bulk polymerization, emulsion polymerization or various radical polymerization. Further, the obtained acrylic polymer may be any of a random copolymer, a block copolymer, a graft copolymer and the like.
再者，溶液聚合中，例如可使用乙酸乙酯、甲苯等作為聚合溶劑。聚合溶劑亦可將該等混合而使用。作為具體之溶液聚合例，反應 係於氮氣等惰性氣流下，添加聚合起始劑，通常於50℃~70℃左右、2小時以上(例如5小時~30小時左右)之反應條件下進行。 Further, in the solution polymerization, for example, ethyl acetate, toluene or the like can be used as the polymerization solvent. The polymerization solvent can also be used by mixing these. As a specific solution polymerization example, the reaction The polymerization initiator is added under an inert gas stream such as nitrogen, and is usually carried out under the reaction conditions of about 50 to 70 ° C for 2 hours or more (for example, about 5 to 30 hours).
自由基聚合中使用之聚合起始劑、鏈轉移劑、乳化劑等並無特別限定，可適當選擇使用。再者，下述之丙烯酸系聚合物之重量平均分子量可藉由聚合起始劑、鏈轉移劑之使用量、反應條件而控制，可根據該等之種類而適當調整其使用量。 The polymerization initiator, the chain transfer agent, the emulsifier, and the like used in the radical polymerization are not particularly limited, and can be appropriately selected and used. In addition, the weight average molecular weight of the following acrylic polymer can be controlled by the use amount of a polymerization initiator, a chain transfer agent, and reaction conditions, and can be suitably adjusted according to these types.
作為聚合起始劑，例如可列舉：2,2'-偶氮雙異丁腈、2,2'-偶氮雙(2-脒基丙烷)二鹽酸鹽、2,2'-偶氮雙[2-(5-甲基-2-咪唑啉-2-基)丙烷]二鹽酸鹽、2,2'-偶氮雙(2-甲基丙脒)二硫酸鹽、2,2'-偶氮雙(N,N'-二亞甲基異丁脒)、2,2'-偶氮雙[N-(2-羧基乙基)-2-甲基丙脒]水合物(和光純藥公司製造，VA-057)等偶氮系起始劑；過硫酸鉀、過硫酸銨等過硫酸鹽；過氧化二碳酸二(2-乙基己基)酯、過氧化二碳酸二(4-第三丁基環己基)酯、過氧化二碳酸二-第二丁酯、過氧化新癸酸第三丁酯、過氧化特戊酸第三己酯、過氧化特戊酸第三丁酯、過氧化二月桂醯、過氧化二正辛醯、過氧化-2-乙基己酸-1,1,3,3-四甲基丁酯、過氧化二(4-甲基苯甲醯)、過氧化二苯甲醯、過氧化異丁酸第三丁酯、1,1-二(第三己基過氧基)環己烷、第三丁基過氧化氫、過氧化氫等過氧化物系起始劑；過硫酸鹽與亞硫酸氫鈉之組合、過氧化物與抗壞血酸鈉之組合等組合有過氧化物與還原劑之氧化還原系起始劑等，但並不限定於該等。 Examples of the polymerization initiator include 2,2'-azobisisobutyronitrile, 2,2'-azobis(2-amidinopropane) dihydrochloride, and 2,2'-azobis. [2-(5-Methyl-2-imidazolin-2-yl)propane] dihydrochloride, 2,2'-azobis(2-methylpropionamidine) disulfate, 2,2'- Azobis(N,N'-dimethylideneisobutane), 2,2'-azobis[N-(2-carboxyethyl)-2-methylpropionamidine hydrate (Wako Pure Chemicals) Made by the company, VA-057) and other azo-based initiators; persulfate such as potassium persulfate or ammonium persulfate; di(2-ethylhexyl) peroxydicarbonate and di-dicarbonate (4- Tributylcyclohexyl)ester, di-second butyl peroxydicarbonate, tert-butyl peroxy neodecanoate, third hexyl peroxypivalate, tert-butyl peroxypivalate Oxidized dilaurin, di-n-octyl peroxide, peroxy-2-ethylhexanoic acid-1,1,3,3-tetramethylbutyl ester, bis(4-methylbenzhydryl) peroxide, Peroxides such as benzamidine oxide, tert-butyl peroxyisobutyrate, 1,1-di(t-hexylperoxy)cyclohexane, tert-butyl hydroperoxide, hydrogen peroxide, etc. Starting agent; group of persulfate and sodium bisulfite The combination of a peroxide, a combination of a peroxide and sodium ascorbate, and the like, and a redox initiator of a peroxide and a reducing agent are not limited thereto.
上述聚合起始劑可單獨使用，亦可將兩種以上混合使用，作為整體之含量相對於全部單體成分100重量份，較佳為0.005重量份~1重量份左右，更佳為0.02重量份~0.5重量份左右。 The above polymerization initiator may be used singly or in combination of two or more. The content as a whole is preferably from 0.005 parts by weight to about 1 part by weight, more preferably 0.02 parts by weight, based on 100 parts by weight of all the monomer components. ~0.5 parts by weight or so.
作為鏈轉移劑，例如可列舉：月桂基硫醇、縮水甘油基硫醇、巰基乙酸(mercaptoacetic acid)、2-巰基乙醇、硫代乙醇酸(thioglycolic acid)、硫代乙醇酸-2-乙基己酯、2,3-二巰基-1-丙醇等。鏈轉移劑可單 獨使用，亦可混合兩種以上使用，作為整體之含量相對於全部單體成分100重量份為0.1重量份左右以下。 As the chain transfer agent, for example, lauryl mercaptan, glycidyl mercaptan, mercaptoacetic acid, 2-mercaptoethanol, thioglycolic acid, thioglycolic acid-2-ethyl Hexyl ester, 2,3-dimercapto-1-propanol, and the like. Chain transfer agent can be single It is used alone or in combination of two or more kinds, and the content as a whole is about 0.1 part by weight or less based on 100 parts by weight of all the monomer components.
又，作為乳化聚合之情形時所使用之乳化劑，例如可列舉：月桂基硫酸鈉、月桂基硫酸銨、十二烷基苯磺酸鈉、聚氧乙烯烷基醚硫酸銨、聚氧乙烯烷基苯醚硫酸鈉等陰離子系乳化劑；聚氧乙烯烷基醚、聚氧乙烯烷基苯醚、聚氧乙烯脂肪酸酯、聚氧乙烯-聚氧丙烯嵌段聚合物等非離子系乳化劑等。該等乳化劑可單獨使用，亦可併用兩種以上。 Further, examples of the emulsifier used in the case of emulsion polymerization include sodium lauryl sulfate, ammonium lauryl sulfate, sodium dodecylbenzenesulfonate, polyoxyethylene alkyl ether sulfate, and polyoxyethylene oxide. Anionic emulsifier such as sodium phenyl ether sulfate; nonionic emulsifier such as polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene fatty acid ester, polyoxyethylene-polyoxypropylene block polymer Wait. These emulsifiers may be used singly or in combination of two or more.
進而，作為反應性乳化劑，可列舉導入有丙烯基、烯丙醚基等自由基聚合性官能基之乳化劑，具體而言例如可列舉：Aqualon HS-10、HS-20、KH-10、BC-05、BC-10、BC-20(以上均為第一工業製藥公司製造)、Adeka Reasoap SE10N(ADEKA公司製造)等。由於反應性乳化劑於聚合後併入聚合物鏈，因此耐水性變佳而較佳。乳化劑之使用量相對於單體成分總量100重量份，較佳為0.3~5重量份，就聚合穩定性或機械穩定性而言，更佳為0.5~1重量份。 Further, examples of the reactive emulsifier include an emulsifier to which a radical polymerizable functional group such as a propenyl group or an allyl ether group is introduced, and specific examples thereof include Aqualon HS-10, HS-20, and KH-10. BC-05, BC-10, BC-20 (all of which are manufactured by First Industrial Pharmaceutical Co., Ltd.), Adeka Reasoap SE10N (manufactured by Adeka Co., Ltd.), and the like. Since the reactive emulsifier is incorporated into the polymer chain after polymerization, water resistance is improved and is preferred. The amount of the emulsifier used is preferably 0.3 to 5 parts by weight based on 100 parts by weight of the total of the monomer components, and more preferably 0.5 to 1 part by weight in terms of polymerization stability or mechanical stability.
如此獲得之丙烯酸系聚合物之重量平均分子量較理想為5萬~200萬，較佳為10萬~150萬，進而較佳為30萬~100萬。於重量平均分子量未達5萬之情形時，有由於黏著劑組合物之凝聚力變小而於接著固定時產生偏移或者剝離時產生糊劑殘留之傾向。另一方面，於重量平均分子量超過200萬之情形時，有聚合物流動性降低而潤濕性降低之傾向。再者，重量平均分子量可利用GPC(凝膠滲透層析法)進行測定並藉由聚苯乙烯換算而計算。 The weight average molecular weight of the acrylic polymer thus obtained is preferably from 50,000 to 2,000,000, preferably from 100,000 to 1,500,000, and more preferably from 300,000 to 1,000,000. When the weight average molecular weight is less than 50,000, the cohesive force of the adhesive composition is small, and there is a tendency that the paste remains after being displaced or peeled off. On the other hand, when the weight average molecular weight exceeds 2,000,000, the fluidity of the polymer is lowered and the wettability tends to be lowered. Further, the weight average molecular weight can be measured by GPC (gel permeation chromatography) and calculated by polystyrene conversion.
(交聯劑) (crosslinking agent)
本發明之黏著劑組合物可含有交聯劑。作為本發明所使用之交聯劑，可使用異氰酸酯化合物、環氧系樹脂、三聚氰胺系樹脂、氮丙啶衍生物以及金屬螯合物化合物等。 The adhesive composition of the present invention may contain a crosslinking agent. As the crosslinking agent used in the present invention, an isocyanate compound, an epoxy resin, a melamine resin, an aziridine derivative, a metal chelate compound or the like can be used.
作為本發明中之交聯劑，就藉由利用與丙烯酸系聚合物之反應形成交聯而獲得適度之凝聚力之觀點而言，較佳為使用異氰酸酯系交聯劑。 As the crosslinking agent in the present invention, an isocyanate crosslinking agent is preferably used from the viewpoint of obtaining a favorable cohesive force by crosslinking by reaction with an acrylic polymer.
所謂用作交聯劑之異氰酸酯系交聯劑，係指一分子中具有兩個以上異氰酸酯基(包括藉由封端劑或低聚物化等而暫時保護異氰酸酯基之異氰酸酯再生型官能基)之化合物。 The isocyanate-based crosslinking agent used as a crosslinking agent means a compound having two or more isocyanate groups (including an isocyanate-regenerating functional group for temporarily protecting an isocyanate group by a blocking agent or oligomerization) in one molecule. .
作為異氰酸酯系交聯劑，可列舉：甲苯二異氰酸酯、二甲苯二異氰酸酯等芳香族異氰酸酯；異佛爾酮二異氰酸酯等脂環族異氰酸酯；六亞甲基二異氰酸酯等脂肪族異氰酸酯等。 Examples of the isocyanate crosslinking agent include aromatic isocyanates such as toluene diisocyanate and xylene diisocyanate; alicyclic isocyanates such as isophorone diisocyanate; and aliphatic isocyanates such as hexamethylene diisocyanate.
更具體而言，例如可列舉：伸丁基二異氰酸酯、六亞甲基二異氰酸酯等低級脂肪族聚異氰酸酯類；伸環戊基二異氰酸酯、伸環己基二異氰酸酯、異佛爾酮二異氰酸酯等脂環族異氰酸酯類；2,4-甲苯二異氰酸酯、4,4'-二苯基甲烷二異氰酸酯、苯二甲基二異氰酸酯、聚亞甲基聚苯基異氰酸酯等芳香族二異氰酸酯類；三羥甲基丙烷/甲苯二異氰酸酯三聚物加成物(Nippon Polyurethane Industry公司製造，商品名「Coronate L」)、三羥甲基丙烷/六亞甲基二異氰酸酯三聚物加成物(Nippon Polyurethane Industry公司製造，商品名「Coronate HL」)、六亞甲基二異氰酸酯之異氰脲酸酯體(Nippon Polyurethane Industry公司製造，商品名「Coronate HX」)等異氰酸酯加成物；聚醚聚異氰酸酯、聚酯聚異氰酸酯以及該等與各種多元醇之加成物；藉由異氰脲酸酯鍵、縮二脲鍵、脲基甲酸酯鍵等而多官能化之聚異氰酸酯等。該等之中，由於使用脂肪族異氰酸酯之反應速度較快，故而較佳。 More specifically, examples thereof include lower aliphatic polyisocyanates such as butyl diisocyanate and hexamethylene diisocyanate; and lipids such as cyclopentyl diisocyanate, cyclohexyl diisocyanate, and isophorone diisocyanate; a cyclic isocyanate; an aromatic diisocyanate such as 2,4-toluene diisocyanate, 4,4'-diphenylmethane diisocyanate, benzodimethyl diisocyanate or polymethylene polyphenyl isocyanate; Propane/toluene diisocyanate trimer adduct (manufactured by Nippon Polyurethane Industry, trade name "Coronate L"), trimethylolpropane / hexamethylene diisocyanate trimer adduct (Nippon Polyurethane Industry Manufactured, trade name "Coronate HL"), isocyanate ester of hexamethylene diisocyanate (manufactured by Nippon Polyurethane Industry, trade name "Coronate HX"), isocyanate adduct; polyether polyisocyanate, polyester Polyisocyanate and these adducts with various polyols; polyfunctional polyisomers by isocyanurate bond, biuret bond, allophanate bond, etc. Cyanate esters, etc. Among these, since the reaction rate using an aliphatic isocyanate is faster, it is preferable.
又，作為環氧系樹脂，可列舉：N,N,N',N'-四縮水甘油基間苯二甲胺、1,3-雙(N,N-二縮水甘油基胺基甲基)環己烷、乙二醇二縮水甘油醚、丙二醇二縮水甘油醚、對苯二甲酸二縮水甘油酯丙烯酸酯、螺 二醇二縮水甘油醚等；作為三聚氰胺系樹脂，可列舉六羥甲基三聚氰胺等。作為氮丙啶衍生物，例如可列舉作為市售品之相互藥工公司製造之商品名HDU、商品名TAZM、商品名TAZO等。又，作為金屬螯合物化合物，可列舉鋁、鐵、錫、鈦、鎳等作為金屬成分，可列舉乙炔、乙醯乙酸甲酯、乳酸乙酯等作為螯合物成分。 Further, examples of the epoxy resin include N,N,N',N'-tetraglycidyl metaxylylenediamine and 1,3-bis(N,N-diglycidylaminomethyl). Cyclohexane, ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, diglycidyl phthalate acrylate, snail Glycol diglycidyl ether or the like; and examples of the melamine-based resin include hexamethylol melamine. Examples of the aziridine derivative include a trade name HDI, a trade name TAZM, and a trade name TAZO manufactured by a mutual pharmaceutical company which is a commercially available product. Further, examples of the metal chelate compound include aluminum, iron, tin, titanium, nickel, and the like as a metal component, and examples thereof include acetylene, ethyl acetonate acetate, and ethyl lactate as a chelate component.
本發明所使用之交聯劑之含量相對於丙烯酸系聚合物100重量份，較佳為1重量份~10重量份，更佳為2重量份~6重量份。於含量少於1重量份之情形時，有利用交聯劑進行之交聯形成變得不充分，黏著劑組合物之凝聚力變小之傾向。另一方面，於含量超過10重量份之情形時，有聚合物之凝聚力增大，流動性降低，而潤濕性不充分之傾向。 The content of the crosslinking agent used in the present invention is preferably from 1 part by weight to 10 parts by weight, more preferably from 2 parts by weight to 6 parts by weight, per 100 parts by weight of the acrylic polymer. When the content is less than 1 part by weight, the crosslinking formation by the crosslinking agent may be insufficient, and the cohesive force of the adhesive composition tends to be small. On the other hand, when the content exceeds 10 parts by weight, the cohesive force of the polymer increases, the fluidity decreases, and the wettability tends to be insufficient.
本發明之黏著劑組合物中，可於不損害其效果之範圍內含有其他添加劑，例如可調配填充劑(無機填充劑、有機填充劑等)、抗老化劑、抗氧化劑、紫外線吸收劑、抗靜電劑、潤滑劑、界面活性劑、塑化劑、表面潤滑劑、調平劑、著色劑(顏料、染料等)等各種添加劑。 The adhesive composition of the present invention may contain other additives within a range that does not impair the effects thereof, such as an adjustable filler (inorganic filler, organic filler, etc.), an anti-aging agent, an antioxidant, an ultraviolet absorber, and an anti-aging agent. Various additives such as electrostatic agents, lubricants, surfactants, plasticizers, surface lubricants, leveling agents, colorants (pigments, dyes, etc.).
本發明之黏著劑層係包含上述黏著劑組合物者，代表性而言係使上述黏著劑組合物交聯而成者。又，本發明之黏著片材係於基材上形成該黏著劑層而成者。此時，黏著劑組合物之交聯一般係於黏著劑組合物之塗佈後進行，但亦可將包含交聯後之黏著劑組合物之黏著劑層轉印至支持膜等上。 The adhesive layer of the present invention comprises the above-mentioned adhesive composition, and is typically obtained by crosslinking the above-mentioned adhesive composition. Further, the adhesive sheet of the present invention is formed by forming the adhesive layer on a substrate. At this time, the crosslinking of the adhesive composition is generally performed after the application of the adhesive composition, but the adhesive layer containing the adhesive composition after crosslinking may be transferred onto a support film or the like.
作為形成黏著劑層之方法，例如可藉由如下方法等而製作：於基材上塗佈上述黏著劑組合物，將聚合溶劑等乾燥去除並進行交聯處理而於基材上形成黏著劑層的方法；將上述黏著劑組合物塗佈於經剝離處理之剝離襯墊(例如經聚矽氧烷處理之剝離膜)等上，將聚合溶劑等乾燥去除並進行交聯處理而形成黏著劑層，然後轉印至基材上的方法。再者，於黏著劑組合物之塗佈時，亦可適當地新添加聚合溶劑以 外之一種以上之溶劑。 The method of forming the pressure-sensitive adhesive layer can be produced, for example, by applying the above-described pressure-sensitive adhesive composition to a substrate, drying the polymerization solvent or the like, and performing a crosslinking treatment to form an adhesive layer on the substrate. The adhesive composition is applied to a release-treated release liner (for example, a polysiloxane-treated release film) or the like, and a polymerization solvent or the like is dried and cross-linked to form an adhesive layer. And then transferred to the substrate. Further, when the adhesive composition is applied, a polymerization solvent may be newly added as appropriate. More than one solvent.
基材例如可使用聚烯烴(聚乙烯、聚丙烯、乙烯-丙烯共聚物等)製膜、聚酯(聚對苯二甲酸乙二酯等)製膜、氯乙烯系樹脂製膜、乙酸乙烯酯系樹脂製膜、聚醯亞胺系樹脂製膜、聚醯胺系樹脂製膜、氟系樹脂製膜、此外賽珞玢(cellophane)類等塑膠膜類；日本紙、牛皮紙、薄玻璃紙(Glassine Paper)、道林紙、合成紙、面塗紙等紙類；由各種纖維狀物質(可為天然纖維、半合成纖維或合成纖維中之任一種；例如棉纖維、人造短纖維(Staple Fiber)、馬尼拉麻、漿粕、嫘縈、乙酸纖維、聚酯纖維、聚乙烯醇纖維、聚醯胺纖維、聚烯烴纖維等)單獨或者混紡等而獲得之織布或不織布等布類；包含天然橡膠、丁基橡膠等之橡膠片材類；包含發泡聚胺基甲酸酯、發泡聚氯丁二烯橡膠等發泡體之發泡體片材類；鋁箔、銅箔等金屬箔；該等之複合體等。上述塑膠膜類可為未延伸型，亦可為延伸型(單軸延伸型或雙軸延伸型)。 For the substrate, for example, a film made of polyolefin (polyethylene, polypropylene, ethylene-propylene copolymer, etc.), a film made of polyester (polyethylene terephthalate or the like), a film made of a vinyl chloride resin, or a vinyl acetate can be used. Resin film, polyimide resin film, polyamide film resin film, fluorine resin film, and cellophane plastic film; Japanese paper, kraft paper, thin cellophane (Glassine) Paper), paper such as Daolin paper, synthetic paper, and top coated paper; from various fibrous materials (may be any of natural fiber, semi-synthetic fiber or synthetic fiber; for example, cotton fiber, staple fiber (Staple Fiber) , such as woven or non-woven fabrics obtained by separately or blending, such as Manila hemp, pulp, enamel, acetate fiber, polyester fiber, polyvinyl alcohol fiber, polyamide fiber, polyolefin fiber, etc.; a rubber sheet such as butyl rubber; a foam sheet comprising a foam such as a foamed polyurethane or a foamed polychloroprene rubber; a metal foil such as an aluminum foil or a copper foil; Such as complexes and so on. The plastic film may be of an unextended type or an extended type (uniaxially stretched or biaxially stretched).
再者，為了提高黏著劑層與基材間之密接性，亦可對基材之表面(尤其是設置有黏著劑層側之表面)實施例如電暈放電處理、電漿處理、底塗劑塗佈等公知或慣用之表面處理。基材之厚度可根據目的適當選擇，一般為約10 μm~500 μm，較佳為約10 μm~200 μm左右。 Further, in order to improve the adhesion between the adhesive layer and the substrate, the surface of the substrate (especially the surface on which the adhesive layer side is provided) may be subjected to, for example, corona discharge treatment, plasma treatment, or primer coating. A known or customary surface treatment such as cloth. The thickness of the substrate can be appropriately selected depending on the purpose, and is usually about 10 μm to 500 μm, preferably about 10 μm to 200 μm.
於如此在基材或剝離襯墊上塗佈本發明之黏著劑組合物並乾燥而形成黏著劑層之步驟中，作為使黏著劑組合物乾燥之方法，可根據目的適當採用適當之方法。較佳為使用將上述塗膜加熱乾燥之方法。加熱乾燥溫度較佳為40℃~200℃，進而較佳為50℃~180℃，尤佳為70℃~170℃。藉由將加熱溫度設為上述範圍內，可獲得具有優異之黏著特性之黏著劑層。 In the step of applying the adhesive composition of the present invention to the substrate or the release liner in this manner and drying to form an adhesive layer, as a method of drying the adhesive composition, an appropriate method can be appropriately employed depending on the purpose. It is preferred to use a method of heating and drying the above coating film. The heating and drying temperature is preferably from 40 ° C to 200 ° C, more preferably from 50 ° C to 180 ° C, and particularly preferably from 70 ° C to 170 ° C. By setting the heating temperature within the above range, an adhesive layer having excellent adhesive properties can be obtained.
乾燥時間可適當採用適當之時間。上述乾燥時間較佳為5秒~20分鐘，進而較佳為5秒~10分鐘，尤佳為10秒~5分鐘。 The drying time can be appropriately set to an appropriate time. The drying time is preferably from 5 seconds to 20 minutes, more preferably from 5 seconds to 10 minutes, and particularly preferably from 10 seconds to 5 minutes.
作為黏著劑層之形成方法，可使用各種方法。具體而言，例如可列舉：輥塗、接觸輥塗佈、凹版塗佈、反轉塗佈、輥刷、噴塗、浸漬輥塗、棒式塗佈、刮刀塗佈、氣刀塗佈、淋幕式塗佈、模唇塗佈、利用模嘴塗佈機等之擠出塗佈法等。 As a method of forming the adhesive layer, various methods can be used. Specific examples thereof include roll coating, contact roll coating, gravure coating, reverse coating, roll brushing, spray coating, dip roller coating, bar coating, blade coating, air knife coating, and curtain coating. Coating, lip coating, extrusion coating using a die coater or the like.
黏著劑層之厚度並無特別限制，例如為1 μm~100 μm左右。較佳為2 μm~50 μm，更佳為2 μm~40 μm，進而較佳為5 μm~35 μm。 The thickness of the adhesive layer is not particularly limited, and is, for example, about 1 μm to 100 μm. It is preferably 2 μm to 50 μm, more preferably 2 μm to 40 μm, and still more preferably 5 μm to 35 μm.
本發明之黏著片材中設置有上述潤濕性較高之黏著劑層，與先前之丙烯酸系黏著片材相比，潤濕性優異。對被黏著體之潤濕性可藉由下述之實施例記載之方法進行評價，較佳為於未達10秒之時間內潤濕擴展100 mm之距離，更佳為7秒以下，進而較佳為5秒以下。若潤濕時間未達10秒，則即便於貼合於被黏著體上時未特別地加壓，亦可與被黏著體充分密接，且實質上不會混入氣泡等。 The adhesive sheet of the present invention is provided with the above-mentioned adhesive layer having a high wettability, and is excellent in wettability as compared with the conventional acrylic pressure-sensitive adhesive sheet. The wettability to the adherend can be evaluated by the method described in the following examples, preferably in a time of less than 10 seconds, a distance of 100 mm, more preferably 7 seconds or less. Good for less than 5 seconds. When the wetting time is less than 10 seconds, even if it is bonded to the adherend, it is not particularly pressurized, and it can be sufficiently adhered to the adherend, and bubbles or the like are not substantially mixed.
又，本發明之黏著片材對丙烯酸系樹脂板或玻璃板之接著力較佳為0.02 N/250 mm以上，更佳為0.05 N/250 mm以上，進而較佳為0.10 N/250 mm以上(通常為2.00 N/250 mm以下)。 Further, the adhesive force of the adhesive sheet of the present invention to the acrylic resin sheet or the glass sheet is preferably 0.02 N/250 mm or more, more preferably 0.05 N/250 mm or more, and still more preferably 0.10 N/250 mm or more ( Usually 2.00 N/250 mm or less).
本發明所獲得之黏著劑層之潤濕性優異，因此可用於各種黏著片材，例如電氣絕緣用黏著片材、雙面用黏著片材、表面保護用黏著片材、遮蔽用膠帶、再剝離型標籤等領域中。 Since the adhesive layer obtained by the present invention is excellent in wettability, it can be used for various adhesive sheets, for example, an adhesive sheet for electrical insulation, an adhesive sheet for double-sided use, an adhesive sheet for surface protection, a masking tape, and a peeling. Type labels and other fields.
以下，對具體展示本發明之構成及效果之實施例等進行說明，但本發明並不限定於該等。再者，實施例中之評價項目係以下述方式進行測定。 Hereinafter, embodiments and the like which specifically show the constitution and effects of the present invention will be described, but the present invention is not limited thereto. Further, the evaluation items in the examples were measured in the following manner.
所製作之聚合物之重量平均分子量係藉由GPC(凝膠滲透層析法)進行測定，並藉由聚苯乙烯換算而計算。 The weight average molecular weight of the produced polymer was measured by GPC (gel permeation chromatography) and calculated by polystyrene conversion.
裝置：Tosoh公司製造，HLC-8220GPC Device: manufactured by Tosoh, HLC-8220GPC
管柱：Tosoh公司製造，TSKgel Super HZM-H、H-RC、HZ-H Pipe column: manufactured by Tosoh, TSKgel Super HZM-H, H-RC, HZ-H
流量：0.6 ml/min，注入量：20 μl，管柱溫度：40℃ Flow rate: 0.6 ml/min, injection volume: 20 μl, column temperature: 40 °C
溶離液：THF(tetrahydrofuran，四氫呋喃)，注入試樣濃度：0.1重量% Dissolution: THF (tetrahydrofuran, tetrahydrofuran), injection sample concentration: 0.1% by weight
試驗片：25 mm×100 mm Test piece: 25 mm × 100 mm
被黏著體：玻璃板(松浪硝子工業公司製造，商品名：「青板切放品(邊緣經研磨)」，100 mm×100 mm×1.35 mm) Adhesive body: glass plate (manufactured by Songlang Glass Industrial Co., Ltd., trade name: "green plate cutting (edge grinding)", 100 mm × 100 mm × 1.35 mm)
測定次數：3次 Number of measurements: 3 times
測定環境：(溫度23℃、濕度50%RH) Measurement environment: (temperature 23 ° C, humidity 50% RH)
(1)圖1表示潤濕性之測定中之被黏著體1之玻璃板與試驗片(黏著片材)2之貼合前之狀態。如圖1所示，以使試驗片(黏著片材)2之黏著劑層面之一部分與玻璃板接觸之狀態將角度設為20°~30°。 (1) Fig. 1 shows a state before bonding of the glass plate of the adherend 1 and the test piece (adhesive sheet) 2 in the measurement of wettability. As shown in Fig. 1, the angle is set to be 20 to 30 in a state in which one of the adhesive layers of the test piece (adhesive sheet) 2 is in contact with the glass plate.
(2)繼而，手放開試驗片，僅利用自重進行貼合，放開手之同時記錄黏著劑層潤濕擴展至玻璃板之端(100 mm之距離)之時間。將三次測定之平均值設為潤濕時間，將潤濕時間未達10秒設為合格。 (2) Then, the test piece was released by hand, and only the self-weight was used for lamination, and the time during which the adhesive layer was wetted and spread to the end of the glass plate (distance of 100 mm) was recorded while releasing the hand. The average of the three measurements was taken as the wetting time, and the wetting time was less than 10 seconds.
將製作之各黏著片材切割為寬度250 mm、長度150 mm之尺寸，藉由使2 kg之輥往返滾動一次之方法而壓接至利用浸有異丙醇之乾淨碎布(clean waste)來回擦抹10次而洗淨之潔淨之丙烯酸系樹脂板(Mitsubishi Rayon公司製造，商品名：Acrylite L)及上述玻璃板上，獲得接著力評價用樣品。將該評價樣品於23℃×50%RH之測定環境下放置30分鐘後，使用拉伸試驗機於拉伸速度300 mm/分鐘、剝離角度180°之條件下測定接著力[N/250 mm]。 Each of the prepared adhesive sheets was cut into a size of 250 mm in width and 150 mm in length, and was crimped to a clean waste by immersing in isopropyl alcohol by rolling the 2 kg roller back and forth once. A cleaned acrylic resin plate (manufactured by Mitsubishi Rayon Co., Ltd., trade name: Acrylite L) and the above-mentioned glass plate were wiped off for 10 times to obtain a sample for adhesion evaluation. The evaluation sample was allowed to stand in a measurement environment of 23° C.×50% RH for 30 minutes, and then the adhesion force was measured using a tensile tester at a tensile speed of 300 mm/min and a peeling angle of 180° [N/250 mm]. .
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加86重量份丙烯酸2-乙基己酯(2EHA，2-ethyl hexyl acrylate)、4重量份丙烯酸2-羥基乙酯(HEA，2-hydroxyethyl acrylate)、10重量份氧伸丙基單元之加成莫耳數為6之六氧丙烯單甲醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(A)。所獲得之丙烯酸系聚合物之重量平均分子量為30萬。 86 parts by weight of 2-ethylhexyl acrylate (2EHA, 2-ethyl hexyl acrylate) and 4 parts by weight of 2-hydroxy acrylate were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen introduction tube, a condenser, and a dropping funnel. Ethyl (HEA) 2-hydroxyethyl acrylate, 10 parts by weight of an oxygen-extension propyl unit, an addition molar number of 6 hexaoxypropylene monomethyl acrylate, 0.2 parts by weight of a azodiamine as a polymerization initiator Nitrile, 139 parts by weight of ethyl acetate, and 46 parts by weight of toluene were introduced while introducing nitrogen gas while slowly stirring, and the temperature of the liquid in the flask was maintained at around 60 ° C for about 3 hours to prepare an acrylic polymer solution (A). ). The obtained acrylic polymer had a weight average molecular weight of 300,000.
使用上述丙烯酸系聚合物溶液(A)100重量份(固形物成分)，添加4重量份作為交聯劑之六亞甲基二異氰酸酯之異氰脲酸酯體(Nippon Polyurethane Industry公司製造，商品名「Coronate HX」)及0.015重量份作為觸媒之二月桂酸二辛基錫(東京精細化學(Tokyo Fine Chemical)公司製造，商品名「OL-1」)，進而利用甲苯以固形物成分濃度成為29重量%之方式加以稀釋，然後進行攪拌，獲得黏著劑組合物溶液。 Using 100 parts by weight (solid content) of the acrylic polymer solution (A), 4 parts by weight of an isocyanurate body of hexamethylene diisocyanate as a crosslinking agent (manufactured by Nippon Polyurethane Industry Co., Ltd., trade name) "Coronate HX") and 0.015 parts by weight of dioctyltin dilaurate (manufactured by Tokyo Fine Chemical Co., Ltd., trade name "OL-1") as a catalyst, and further, the concentration of the solid content is determined by using toluene. It was diluted in a manner of 29% by weight, and then stirred to obtain a solution of the adhesive composition.
將上述黏著劑組合物溶液塗佈至作為厚度38 μm之聚對苯二甲酸乙二酯(PET，polyethylene terephthalate)膜之Toray公司製造之「Lumirror S10」上，藉由於130℃下乾燥30秒而去除溶劑，形成黏著劑層(厚度20 μm)。其後，利用藉由脫模劑而經表面處理之脫模膜覆蓋，並於50℃固化1天，獲得黏著片材。 The above adhesive composition solution was applied to "Lumirror S10" manufactured by Toray Co., Ltd., which is a polyethylene terephthalate film (PET) having a thickness of 38 μm, by drying at 130 ° C for 30 seconds. The solvent was removed to form an adhesive layer (thickness 20 μm). Thereafter, it was covered with a surface-treated release film by a release agent, and cured at 50 ° C for 1 day to obtain an adhesive sheet.
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加86重量份丙烯酸2-乙基己酯(2EHA，2-ethyl hexyl acrylate)、4重量份丙烯酸2-羥基乙酯(HEA，2-hydroxyethyl acrylate)、10重量份氧伸丙基單元之加成莫耳數為10之十氧丙烯單甲 醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(B)。所獲得之丙烯酸系聚合物之重量平均分子量為30萬。 86 parts by weight of 2-ethylhexyl acrylate (2EHA, 2-ethyl hexyl acrylate) and 4 parts by weight of 2-hydroxy acrylate were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen introduction tube, a condenser, and a dropping funnel. Ethyl (HEA, 2-hydroxyethyl acrylate), 10 parts by weight of oxygen-extended propyl unit, the molar number of molybdenum is 10 Ethyl acrylate, 0.2 parts by weight of azobisisobutyronitrile as a polymerization initiator, 139 parts by weight of ethyl acetate, and 46 parts by weight of toluene, while introducing nitrogen gas while slowly stirring, maintaining the temperature in the flask at 60 ° C The polymerization reaction was carried out for about 3 hours in the vicinity to prepare an acrylic polymer solution (B). The obtained acrylic polymer had a weight average molecular weight of 300,000.
使用上述丙烯酸系聚合物溶液(B)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (B) was used instead of 100 parts by weight of the acrylic polymer solution (A).
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加86重量份丙烯酸2-乙基己酯(2EHA)、4重量份丙烯酸2-羥基乙酯(HEA)、10重量份氧伸丙基單元之加成莫耳數為15之十五氧丙烯單甲醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(C)。所獲得之丙烯酸系聚合物之重量平均分子量為31萬。 86 parts by weight of 2-ethylhexyl acrylate (2EHA) and 4 parts by weight of 2-hydroxyethyl acrylate (HEA) were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas introduction tube, a condenser, and a dropping funnel. The addition molar number of 10 parts by weight of the oxygen-extended propyl unit is 15 pentoxide oxypropylene monomethyl acrylate, 0.2 parts by weight of azobisisobutyronitrile as a polymerization initiator, and 139 parts by weight of ethyl acetate. And 46 parts by weight of toluene, nitrogen gas was introduced while slowly stirring, and the liquid temperature in the flask was maintained at around 60 ° C to carry out a polymerization reaction for about 3 hours to prepare an acrylic polymer solution (C). The obtained acrylic polymer had a weight average molecular weight of 310,000.
使用上述丙烯酸系聚合物溶液(C)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (C) was used instead of 100 parts by weight of the acrylic polymer solution (A).
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加72重量份丙烯酸2-乙基己酯(2EHA)、4重量份丙烯酸 2-羥基乙酯(HEA)、24重量份氧伸丙基單元之加成莫耳數為6之六氧丙烯單甲醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(D)。所獲得之丙烯酸系聚合物之重量平均分子量為40萬。 72 parts by weight of 2-ethylhexyl acrylate (2EHA) and 4 parts by weight of acrylic acid were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen introduction tube, a condenser, and a dropping funnel. 2-hydroxyethyl ester (HEA), 24 parts by weight of an oxygen-extension propyl unit, an addition molar number of 6 hexaoxypropylene monomethyl ether acrylate, and 0.2 part by weight of azobisisobutyronitrile as a polymerization initiator After 139 parts by weight of ethyl acetate and 46 parts by weight of toluene, nitrogen gas was introduced while slowly stirring, and the temperature of the liquid in the flask was maintained at around 60 ° C to carry out a polymerization reaction for about 3 hours to prepare an acrylic polymer solution (D). The obtained acrylic polymer had a weight average molecular weight of 400,000.
使用上述丙烯酸系聚合物溶液(D)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (D) was used instead of 100 parts by weight of the acrylic polymer solution (A).
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加58重量份丙烯酸2-乙基己酯(2EHA)、4重量份丙烯酸2-羥基乙酯(HEA)、38重量份氧伸丙基單元之加成莫耳數為6之六氧丙烯單甲醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(E)。所獲得之丙烯酸系聚合物之重量平均分子量為56萬。 58 parts by weight of 2-ethylhexyl acrylate (2EHA) and 4 parts by weight of 2-hydroxyethyl acrylate (HEA) were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas introduction tube, a condenser, and a dropping funnel. 38 parts by weight of an oxypropyl unit having an addition molar number of 6 hexaoxypropylene monomethyl acrylate, 0.2 parts by weight of azobisisobutyronitrile as a polymerization initiator, 139 parts by weight of ethyl acetate, and For 46 parts by weight of toluene, nitrogen gas was introduced while slowly stirring, and the temperature of the liquid in the flask was maintained at around 60 ° C to carry out a polymerization reaction for about 3 hours to prepare an acrylic polymer solution (E). The obtained acrylic polymer had a weight average molecular weight of 560,000.
使用上述丙烯酸系聚合物溶液(E)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (E) was used instead of 100 parts by weight of the acrylic polymer solution (A).
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加28重量份丙烯酸2-乙基己酯(2EHA)、58重量份丙烯酸丁酯(BA，butyl acrylate)、4重量份丙烯酸2-羥基乙酯(HEA)、10重量份氧伸丙基單元之加成莫耳數為6之六氧丙烯單甲醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(F)。所獲得之丙烯酸系聚合物之重量平均分子量為34萬。 28 parts by weight of 2-ethylhexyl acrylate (2EHA) and 58 parts by weight of butyl acrylate (BA) were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas introduction tube, a condenser, and a dropping funnel. 4 parts by weight of 2-hydroxyethyl acrylate (HEA), 10 parts by weight of an oxygen-extended propyl unit, an addition molar number of 6 hexaoxypropylene monomethyl acrylate, and 0.2 parts by weight of an azo as a polymerization initiator Bis-isobutyronitrile, 139 parts by weight of ethyl acetate, and 46 parts by weight of toluene were introduced while introducing nitrogen gas while slowly stirring, and the temperature of the liquid in the flask was maintained at around 60 ° C for about 3 hours to prepare an acrylic polymer solution. (F). The obtained acrylic polymer had a weight average molecular weight of 340,000.
使用上述丙烯酸系聚合物溶液(F)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (F) was used instead of 100 parts by weight of the acrylic polymer solution (A).
使用實施例1中製成之丙烯酸系聚合物溶液(A)100重量份(固形物成分)，並使用4重量份三羥甲基丙烷/甲苯二異氰酸酯三聚物加成物(Nippon Polyurethane Industry公司製造，商品名「Coronate L」)代替4重量份六亞甲基二異氰酸酯之異氰脲酸酯體(Nippon Polyurethane Industry公司製造，商品名「Coronate HX」)作為交聯劑，除此以外，以與實施例1相同之方式獲得黏著片材。 100 parts by weight (solid content) of the acrylic polymer solution (A) produced in Example 1 was used, and 4 parts by weight of trimethylolpropane/toluene diisocyanate trimer adduct (Nippon Polyurethane Industry) was used. Manufactured under the trade name "Coronate L", in place of 4 parts by weight of an isocyanurate body (manufactured by Nippon Polyurethane Industry Co., Ltd., trade name "Coronate HX") as a crosslinking agent, in addition to An adhesive sheet was obtained in the same manner as in Example 1.
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加86重量份丙烯酸2-乙基己酯(2EHA)、4重量份丙烯酸2-羥基乙酯(HEA)、10重量份氧伸丙基單元之加成莫耳數為2之二氧丙烯單甲醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139 重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(G)。所獲得之丙烯酸系聚合物之重量平均分子量為50萬。 86 parts by weight of 2-ethylhexyl acrylate (2EHA) and 4 parts by weight of 2-hydroxyethyl acrylate (HEA) were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas introduction tube, a condenser, and a dropping funnel. 10 parts by weight of an oxygen-extension propyl unit having an addition molar number of 2 dioxopropylene monomethyl ether acrylate, 0.2 parts by weight of azobisisobutyronitrile as a polymerization initiator, 139 The ethyl acetate and 46 parts by weight of toluene were introduced, and nitrogen gas was introduced while slowly stirring, and the temperature in the flask was maintained at around 60 ° C to carry out a polymerization reaction for about 3 hours to prepare an acrylic polymer solution (G). The obtained acrylic polymer had a weight average molecular weight of 500,000.
使用上述丙烯酸系聚合物溶液(G)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (G) was used instead of 100 parts by weight of the acrylic polymer solution (A).
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加38重量份丙烯酸2-乙基己酯(2EHA)、4重量份丙烯酸2-羥基乙酯(HEA)、58重量份氧伸丙基單元之加成莫耳數為2之二氧丙烯單甲醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(H)。所獲得之丙烯酸系聚合物之重量平均分子量為59萬。 38 parts by weight of 2-ethylhexyl acrylate (2EHA) and 4 parts by weight of 2-hydroxyethyl acrylate (HEA) were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas introduction tube, a condenser, and a dropping funnel. 58 parts by weight of an oxygen-extended propyl unit, an addition molar number of 2 dioxopropylene monomethyl ether acrylate, 0.2 parts by weight of azobisisobutyronitrile as a polymerization initiator, 139 parts by weight of ethyl acetate, and For 46 parts by weight of toluene, nitrogen gas was introduced while slowly stirring, and the temperature of the liquid in the flask was maintained at around 60 ° C to carry out a polymerization reaction for about 3 hours to prepare an acrylic polymer solution (H). The obtained acrylic polymer had a weight average molecular weight of 590,000.
使用上述丙烯酸系聚合物溶液(H)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (H) was used instead of 100 parts by weight of the acrylic polymer solution (A).
使用比較例2中製成之丙烯酸系聚合物溶液(H)100重量份(固形物成分)，並使用4重量份三羥甲基丙烷/甲苯二異氰酸酯三聚物加成物 (Nippon Polyurethane Industry公司製造，商品名「Coronate L」)代替4重量份六亞甲基二異氰酸酯之異氰脲酸酯體(Nippon Polyurethane Industry公司製造，商品名「Coronate HX」)作為交聯劑，除此以外，以與實施例1相同之方式獲得黏著片材。 100 parts by weight (solid content) of the acrylic polymer solution (H) prepared in Comparative Example 2 was used, and 4 parts by weight of a trimethylolpropane/toluene diisocyanate trimer adduct was used. (Nippon Polyurethane Industry, trade name "Coronate L") is used as a crosslinking agent instead of 4 parts by weight of an isocyanurate body (manufactured by Nippon Polyurethane Industry, trade name "Coronate HX") of 4 parts by weight of hexamethylene diisocyanate. Except for this, an adhesive sheet was obtained in the same manner as in Example 1.
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加19重量份丙烯酸2-乙基己酯(2EHA)、4重量份丙烯酸2-羥基乙酯(HEA)、77重量份氧伸丙基單元之加成莫耳數為2之二氧丙烯單甲醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(I)。所獲得之丙烯酸系聚合物之重量平均分子量為64萬。 19 parts by weight of 2-ethylhexyl acrylate (2EHA) and 4 parts by weight of 2-hydroxyethyl acrylate (HEA) were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas introduction tube, a condenser, and a dropping funnel. 77 parts by weight of an oxygen-extension propyl unit having an addition molar number of 2 dioxopropylene monomethyl ether acrylate, 0.2 parts by weight of azobisisobutyronitrile as a polymerization initiator, 139 parts by weight of ethyl acetate, and For 46 parts by weight of toluene, nitrogen gas was introduced while slowly stirring, and the temperature of the liquid in the flask was maintained at around 60 ° C to carry out a polymerization reaction for about 3 hours to prepare an acrylic polymer solution (I). The obtained acrylic polymer had a weight average molecular weight of 640,000.
使用上述丙烯酸系聚合物溶液(I)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (I) was used instead of 100 parts by weight of the acrylic polymer solution (A).
使用比較例4中製成之丙烯酸系聚合物溶液(I)100重量份(固形物成分)，並使用4重量份三羥甲基丙烷/甲苯二異氰酸酯三聚物加成物(Nippon Polyurethane Industry公司製造，商品名「Coronate L」)代替4重量份六亞甲基二異氰酸酯之異氰脲酸酯體(Nippon Polyurethane Industry公司製造，商品名「Coronate HX」)作為交聯劑，除此以外，以與實施例1相同之方式獲得黏著片材。 100 parts by weight (solid content) of the acrylic polymer solution (I) prepared in Comparative Example 4 was used, and 4 parts by weight of trimethylolpropane/toluene diisocyanate trimer adduct (Nippon Polyurethane Industry) was used. Manufactured under the trade name "Coronate L", in place of 4 parts by weight of an isocyanurate body (manufactured by Nippon Polyurethane Industry Co., Ltd., trade name "Coronate HX") as a crosslinking agent, in addition to An adhesive sheet was obtained in the same manner as in Example 1.
使用比較例1中製成之丙烯酸系聚合物溶液(G)100重量份(固形物成分)，並使用4重量份三羥甲基丙烷/甲苯二異氰酸酯三聚物加成物(Nippon Polyurethane Industry公司製造，商品名「Coronate L」)代替4重量份六亞甲基二異氰酸酯之異氰脲酸酯體(Nippon Polyurethane Industry公司製造，商品名「Coronate HX」)作為交聯劑，除此以外，以與實施例1相同之方式獲得黏著片材。 100 parts by weight (solid content) of the acrylic polymer solution (G) prepared in Comparative Example 1 was used, and 4 parts by weight of a trimethylolpropane/toluene diisocyanate trimer adduct (Nippon Polyurethane Industry) was used. Manufactured under the trade name "Coronate L", in place of 4 parts by weight of an isocyanurate body (manufactured by Nippon Polyurethane Industry Co., Ltd., trade name "Coronate HX") as a crosslinking agent, in addition to An adhesive sheet was obtained in the same manner as in Example 1.
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加86重量份丙烯酸2-乙基己酯(2EHA)、4重量份丙烯酸2-羥基乙酯(HEA)、10重量份氧伸丙基單元之加成莫耳數為3之三氧丙烯單甲醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(J)。所獲得之丙烯酸系聚合物之重量平均分子量為60萬。 86 parts by weight of 2-ethylhexyl acrylate (2EHA) and 4 parts by weight of 2-hydroxyethyl acrylate (HEA) were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas introduction tube, a condenser, and a dropping funnel. 10 parts by weight of an oxygen-extension propyl unit, an addition molar number of 3 methoxypropylene monomethyl acrylate, 0.2 parts by weight of azobisisobutyronitrile as a polymerization initiator, 139 parts by weight of ethyl acetate, and Forty-six parts by weight of toluene, nitrogen gas was introduced while slowly stirring, and the liquid temperature in the flask was maintained at around 60 ° C to carry out a polymerization reaction for about 3 hours to prepare an acrylic polymer solution (J). The obtained acrylic polymer had a weight average molecular weight of 600,000.
使用上述丙烯酸系聚合物溶液(J)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (J) was used instead of 100 parts by weight of the acrylic polymer solution (A).
使用比較例7中製成之丙烯酸系聚合物溶液(J)100重量份(固形物成分)，並使用4重量份三羥甲基丙烷/甲苯二異氰酸酯三聚物加成物 (Nippon Polyurethane Industry公司製造，商品名「Coronate L」)代替4重量份六亞甲基二異氰酸酯之異氰脲酸酯體(Nippon Polyurethane Industry公司製造，商品名「Coronate HX」)作為交聯劑，除此以外，以與實施例1相同之方式獲得黏著片材。 100 parts by weight (solid content) of the acrylic polymer solution (J) prepared in Comparative Example 7 was used, and 4 parts by weight of trimethylolpropane/toluene diisocyanate trimer adduct was used. (Nippon Polyurethane Industry, trade name "Coronate L") is used as a crosslinking agent instead of 4 parts by weight of an isocyanurate body (manufactured by Nippon Polyurethane Industry, trade name "Coronate HX") of 4 parts by weight of hexamethylene diisocyanate. Except for this, an adhesive sheet was obtained in the same manner as in Example 1.
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加72重量份丙烯酸2-乙基己酯(2EHA)、4重量份丙烯酸2-羥基乙酯(HEA)、24重量份氧伸丙基單元之加成莫耳數為3之三氧丙烯單甲醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(K)。所獲得之丙烯酸系聚合物之重量平均分子量為61萬。 72 parts by weight of 2-ethylhexyl acrylate (2EHA) and 4 parts by weight of 2-hydroxyethyl acrylate (HEA) were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas introduction tube, a condenser, and a dropping funnel. 24 parts by weight of an oxygen-extended propyl unit, an addition molar number of 3 to 3 parts of trioxypropylene monomethyl ether acrylate, 0.2 parts by weight of azobisisobutyronitrile as a polymerization initiator, 139 parts by weight of ethyl acetate, and For 46 parts by weight of toluene, nitrogen gas was introduced while slowly stirring, and the temperature of the liquid in the flask was maintained at around 60 ° C to carry out a polymerization reaction for about 3 hours to prepare an acrylic polymer solution (K). The obtained acrylic polymer had a weight average molecular weight of 610,000.
使用上述丙烯酸系聚合物溶液(K)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (K) was used instead of 100 parts by weight of the acrylic polymer solution (A).
使用比較例7中製成之丙烯酸系聚合物溶液(K)100重量份(固形物成分)，並使用4重量份三羥甲基丙烷/甲苯二異氰酸酯三聚物加成物(Nippon Polyurethane Industry公司製造，商品名「Coronate L_」)代替4重量份六亞甲基二異氰酸酯之異氰脲酸酯體(Nippon Polyurethane Industry公司製造，商品名「Coronate HX」)作為交聯劑，除此以外，以與實施例1相同之方式獲得黏著片材。 100 parts by weight (solid content) of the acrylic polymer solution (K) prepared in Comparative Example 7 was used, and 4 parts by weight of a trimethylolpropane/toluene diisocyanate trimer adduct (Nippon Polyurethane Industry) was used. Manufactured under the trade name "Coronate L_"), in place of 4 parts by weight of an isocyanurate body (manufactured by Nippon Polyurethane Industry, trade name "Coronate HX") as a crosslinking agent, in addition to An adhesive sheet was obtained in the same manner as in Example 1.
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加86重量份丙烯酸2-乙基己酯(2EHA)、4重量份丙烯酸2-羥基乙酯(HEA)、10重量份作為氧伸丙基單元之加成莫耳數為4~6之混合物之聚氧丙烯單甲基丙烯酸酯(日油公司製造，商品名「Blemmer PP-1000」)、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(L)。所獲得之丙烯酸系聚合物之重量平均分子量為37萬。 86 parts by weight of 2-ethylhexyl acrylate (2EHA) and 4 parts by weight of 2-hydroxyethyl acrylate (HEA) were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas introduction tube, a condenser, and a dropping funnel. 10 parts by weight of polyoxypropylene monomethacrylate (manufactured by NOF Corporation, trade name "Blemmer PP-1000") and 0.2 parts by weight of a mixture of 4 to 6 moles of an oxygen-extended propyl unit The polymerization initiator azobisisobutyronitrile, 139 parts by weight of ethyl acetate, and 46 parts by weight of toluene were introduced while introducing nitrogen gas while slowly stirring, and the temperature in the flask was maintained at around 60 ° C for about 3 hours. An acrylic polymer solution (L) was prepared. The obtained acrylic polymer had a weight average molecular weight of 370,000.
使用上述丙烯酸系聚合物溶液(L)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (L) was used instead of 100 parts by weight of the acrylic polymer solution (A).
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加58重量份丙烯酸2-乙基己酯(2EHA)、4重量份丙烯酸2-羥基乙酯(HEA)、38重量份氧伸乙基單元之加成莫耳數為2之二氧乙烯單乙醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(M)。所獲得之丙烯酸系聚合物之重量平均分子量為50萬。 58 parts by weight of 2-ethylhexyl acrylate (2EHA) and 4 parts by weight of 2-hydroxyethyl acrylate (HEA) were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas introduction tube, a condenser, and a dropping funnel. 38 parts by weight of an oxygen-extended ethyl unit having an addition molar number of 2 dioxyethylene monoethyl acrylate, 0.2 part by weight of azobisisobutyronitrile as a polymerization initiator, 139 parts by weight of ethyl acetate, and 46 parts by weight To the toluene, the amount of toluene was introduced while introducing nitrogen gas, and the temperature of the liquid in the flask was maintained at around 60 ° C to carry out a polymerization reaction for about 3 hours to prepare an acrylic polymer solution (M). The obtained acrylic polymer had a weight average molecular weight of 500,000.
使用上述丙烯酸系聚合物溶液(M)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (M) was used instead of 100 parts by weight of the acrylic polymer solution (A).
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加38重量份丙烯酸2-乙基己酯(2EHA)、4重量份丙烯酸2-羥基乙酯(HEA)、58重量份氧伸乙基單元之加成莫耳數為2之二氧乙烯單乙醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(N)。所獲得之丙烯酸系聚合物之重量平均分子量為58萬。 38 parts by weight of 2-ethylhexyl acrylate (2EHA) and 4 parts by weight of 2-hydroxyethyl acrylate (HEA) were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas introduction tube, a condenser, and a dropping funnel. 58 parts by weight of an oxygen-extended ethyl unit having an addition molar number of 2 dioxyethylene monoethyl acrylate, 0.2 part by weight of azobisisobutyronitrile as a polymerization initiator, 139 parts by weight of ethyl acetate, and 46 parts by weight To the toluene, the amount of toluene was introduced while introducing nitrogen gas, and the temperature of the liquid in the flask was maintained at around 60 ° C to carry out a polymerization reaction for about 3 hours to prepare an acrylic polymer solution (N). The obtained acrylic polymer had a weight average molecular weight of 580,000.
使用上述丙烯酸系聚合物溶液(N)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (N) was used instead of 100 parts by weight of the acrylic polymer solution (A).
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加19重量份丙烯酸2-乙基己酯(2EHA)、4重量份丙烯酸2-羥基乙酯(HEA)、77重量份氧伸乙基單元之加成莫耳數為2之二氧乙烯單乙醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(O)。所獲得之丙烯酸系聚合物之重量平均分子量為81 萬。 19 parts by weight of 2-ethylhexyl acrylate (2EHA) and 4 parts by weight of 2-hydroxyethyl acrylate (HEA) were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas introduction tube, a condenser, and a dropping funnel. 77 parts by weight of an oxygen-extended ethyl unit having an addition molar number of 2 dioxyethylene monoethyl ether acrylate, 0.2 parts by weight of azobisisobutyronitrile as a polymerization initiator, 139 parts by weight of ethyl acetate, and 46 parts by weight To the toluene, the amount of toluene was introduced while introducing nitrogen gas, and the temperature of the liquid in the flask was maintained at around 60 ° C to carry out a polymerization reaction for about 3 hours to prepare an acrylic polymer solution (O). The obtained acrylic polymer has a weight average molecular weight of 81 Million.
使用上述丙烯酸系聚合物溶液(O)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (O) was used instead of 100 parts by weight of the acrylic polymer solution (A).
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加86重量份丙烯酸2-乙基己酯(2EHA)、4重量份丙烯酸2-羥基乙酯(HEA)、3重量份丙烯酸(AA，acrylic acid)、10重量份氧伸丙基單元之加成莫耳數為6之六氧丙烯單甲醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(P)。所獲得之丙烯酸系聚合物之重量平均分子量為30萬。 86 parts by weight of 2-ethylhexyl acrylate (2EHA) and 4 parts by weight of 2-hydroxyethyl acrylate (HEA) were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas introduction tube, a condenser, and a dropping funnel. 3 parts by weight of acrylic acid (AA, acrylic acid), 10 parts by weight of an oxygen-extension propylene unit, an addition molar number of 6 hexaoxypropylene monomethyl ether acrylate, and 0.2 part by weight of a azodiamine as a polymerization initiator Nitrile, 139 parts by weight of ethyl acetate, and 46 parts by weight of toluene were introduced while introducing nitrogen gas while slowly stirring, and the temperature of the liquid in the flask was maintained at around 60 ° C for about 3 hours to prepare an acrylic polymer solution (P). ). The obtained acrylic polymer had a weight average molecular weight of 300,000.
使用上述丙烯酸系聚合物溶液(P)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (P) was used instead of 100 parts by weight of the acrylic polymer solution (A).
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加86重量份丙烯酸2-乙基己酯(2EHA)、4重量份丙烯酸2-羥基乙酯(HEA)、4重量份N-乙烯基-2-吡咯啶酮(NVP，N-vinyl-2-pyrrolidone)、10重量份氧伸丙基單元之加成莫耳數為6之六氧丙烯單甲醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量 份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(Q)。所獲得之丙烯酸系聚合物之重量平均分子量為30萬。 86 parts by weight of 2-ethylhexyl acrylate (2EHA) and 4 parts by weight of 2-hydroxyethyl acrylate (HEA) were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas introduction tube, a condenser, and a dropping funnel. 4 parts by weight of N-vinyl-2-pyrrolidone (NVP, N-vinyl-2-pyrrolidone), 10 parts by weight of an oxygen-extended propyl unit, and an addition molar number of 6 hexaoxypropylene monomethyl ether acrylate 0.2 parts by weight of azobisisobutyronitrile as a polymerization initiator, 139 weight The ethyl acetate and 46 parts by weight of toluene were introduced while introducing nitrogen gas while slowly stirring, and the temperature of the liquid in the flask was maintained at around 60 ° C for about 3 hours to prepare an acrylic polymer solution (Q). The obtained acrylic polymer had a weight average molecular weight of 300,000.
使用上述丙烯酸系聚合物溶液(Q)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (Q) was used instead of 100 parts by weight of the acrylic polymer solution (A).
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加86重量份丙烯酸2-乙基己酯(2EHA)、4重量份丙烯酸2-羥基乙酯(HEA)、3重量份甲基丙烯酸甲酯(MMA，methyl methacrylate)、10重量份氧伸丙基單元之加成莫耳數為6之六氧丙烯單甲醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(R)。所獲得之丙烯酸系聚合物之重量平均分子量為30萬。 86 parts by weight of 2-ethylhexyl acrylate (2EHA) and 4 parts by weight of 2-hydroxyethyl acrylate (HEA) were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen gas introduction tube, a condenser, and a dropping funnel. 3 parts by weight of methyl methacrylate (MMA, methyl methacrylate), 10 parts by weight of an oxygen-extended propyl unit, an addition molar number of 6 hexaoxypropylene monomethyl ether acrylate, 0.2 parts by weight as a polymerization initiator Azobisisobutyronitrile, 139 parts by weight of ethyl acetate, and 46 parts by weight of toluene were introduced while introducing nitrogen gas while slowly stirring, and the liquid temperature in the flask was maintained at around 60 ° C for about 3 hours to prepare an acrylic polymerization. Solution (R). The obtained acrylic polymer had a weight average molecular weight of 300,000.
使用上述丙烯酸系聚合物溶液(R)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (R) was used instead of 100 parts by weight of the acrylic polymer solution (A).
於具備攪拌葉片、溫度計、氮氣導入管、冷凝器及滴液漏斗之四口燒瓶中添加21重量份丙烯酸2-乙基己酯(2EHA)、4重量份丙烯酸 2-羥基乙酯(HEA)、65重量份丙烯酸乙酯(EA，ethyl acrylate)、10重量份氧伸丙基單元之加成莫耳數為6之六氧丙烯單甲醚丙烯酸酯、0.2重量份作為聚合起始劑之偶氮雙異丁腈、139重量份乙酸乙酯、及46重量份甲苯，一面緩慢攪拌一面導入氮氣，將燒瓶內之液溫保持於60℃附近而進行約3小時聚合反應，製備丙烯酸系聚合物溶液(S)。所獲得之丙烯酸系聚合物之重量平均分子量為30萬。 21 parts by weight of 2-ethylhexyl acrylate (2EHA) and 4 parts by weight of acrylic acid were added to a four-necked flask equipped with a stirring blade, a thermometer, a nitrogen introduction tube, a condenser, and a dropping funnel. 2-hydroxyethyl ester (HEA), 65 parts by weight of ethyl acrylate, 10 parts by weight of an oxygen-extension propyl unit, an addition molar number of 6 hexaoxypropylene monomethyl ether acrylate, 0.2 weight The azobisisobutyronitrile as a polymerization initiator, 139 parts by weight of ethyl acetate, and 46 parts by weight of toluene were introduced while introducing nitrogen gas while slowly stirring, and the liquid temperature in the flask was maintained at around 60 ° C for about 3 hours. The polymerization reaction was carried out to prepare an acrylic polymer solution (S). The obtained acrylic polymer had a weight average molecular weight of 300,000.
使用上述丙烯酸系聚合物溶液(S)100重量份(固形物成分)代替丙烯酸系聚合物溶液(A)100重量份，除此以外以與實施例1相同之方式獲得黏著片材。 An adhesive sheet was obtained in the same manner as in Example 1 except that 100 parts by weight (solid content) of the acrylic polymer solution (S) was used instead of 100 parts by weight of the acrylic polymer solution (A).
對實施例及比較例中製作之黏著片材藉由上述之評價方法評價潤濕性及接著性。將結果示於表1、表2。 The adhesive sheets produced in the examples and the comparative examples were evaluated for wettability and adhesion by the above-described evaluation method. The results are shown in Tables 1 and 2.
上述表1~表2中之縮略符號表示以下之市售品。．C/HX：Nippon Polyurethane Industry公司製造之商品名「Coronate HX」(異氰脲酸酯/六亞甲基二異氰酸酯三聚物加成物) The abbreviations in the above Tables 1 to 2 indicate the following commercial products. . C/HX: trade name "Coronate HX" manufactured by Nippon Polyurethane Industry (isocyanurate / hexamethylene diisocyanate trimer adduct)
．C/L：Nippon Polyurethane Industry公司製造之商品名「Coronate L」(三羥甲基丙烷/甲苯二異氰酸酯三聚物加成物) . C/L: trade name "Coronate L" manufactured by Nippon Polyurethane Industry (trimethylolpropane/toluene diisocyanate trimer adduct)
根據以上結果可確認，使用含有包含氧伸丙基單元之加成莫耳數為4以上之聚氧丙烯單烷基醚(甲基)丙烯酸酯作為單體成分之丙烯酸系聚合物及交聯劑之黏著劑組合物的實施例之黏著片材可獲得良好之潤濕性。 From the above results, it was confirmed that an acrylic polymer and a crosslinking agent containing a polyoxypropylene monoalkyl ether (meth) acrylate having an addition molar number of 4 or more containing an oxygen-extended propyl unit as a monomer component were used. Adhesive sheets of the examples of the adhesive composition can achieve good wettability.
另一方面可確認，包含氧伸丙基單元之加成莫耳數未達4之聚氧丙烯單烷基醚(甲基)丙烯酸酯作為單體成分之比較例1~10、末端不為烷基醚而為羥基之比較例11、主骨架為氧伸乙基骨架且不具有氧丙烯骨架之比較例12~14之潤濕性均較差。 On the other hand, it was confirmed that the polyoxypropylene monoalkyl ether (meth) acrylate having an oxygen-extended propyl unit having a molar number of less than 4 was used as a monomer component in Comparative Examples 1 to 10, and the terminal was not an alkane. In Comparative Example 11 in which the ether was a hydroxyl group, and the comparative examples 12 to 14 in which the main skeleton was an oxygen-extended ethyl skeleton and did not have an oxypropylene skeleton, the wettability was inferior.
1‧‧‧被黏著體 1‧‧‧adhesive body
2‧‧‧試驗片(黏著片材) 2‧‧‧Test piece (adhesive sheet)
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| JP2012269502A JP2013199631A (en) | 2012-02-23 | 2012-12-10 | Pressure-sensitive adhesive composition, pressure-sensitive adhesive layer, and pressure-sensitive adhesive sheet |
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| JP6915291B2 (en) * | 2017-02-14 | 2021-08-04 | 東洋インキＳｃホールディングス株式会社 | Surface protection adhesive and surface protection sheet |
| EP3981862B1 (en) * | 2019-06-04 | 2024-05-22 | Adeka Corporation | Acrylate-based copolymer, method for producing said copolymer, friction inhibitor using said copolymer, and lubricating composition containing said friction inhibitor |
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