WO2022210579A1 - 粘着剤組成物、およびそれを用いてなる粘着剤、粘着シート、ならびに積層体 - Google Patents
粘着剤組成物、およびそれを用いてなる粘着剤、粘着シート、ならびに積層体 Download PDFInfo
- Publication number
- WO2022210579A1 WO2022210579A1 PCT/JP2022/015120 JP2022015120W WO2022210579A1 WO 2022210579 A1 WO2022210579 A1 WO 2022210579A1 JP 2022015120 W JP2022015120 W JP 2022015120W WO 2022210579 A1 WO2022210579 A1 WO 2022210579A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- meth
- pressure
- sensitive adhesive
- mass
- adhesive composition
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 79
- 239000000853 adhesive Substances 0.000 title claims abstract description 72
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 72
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 90
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims abstract description 85
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims abstract description 85
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims abstract description 85
- 239000011347 resin Substances 0.000 claims abstract description 75
- 229920005989 resin Polymers 0.000 claims abstract description 75
- 239000004925 Acrylic resin Substances 0.000 claims abstract description 56
- 229920000178 Acrylic resin Polymers 0.000 claims abstract description 56
- -1 n-octyl Chemical group 0.000 claims abstract description 54
- 229920001577 copolymer Polymers 0.000 claims abstract description 10
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 98
- 239000000178 monomer Substances 0.000 claims description 81
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 52
- 239000003431 cross linking reagent Substances 0.000 claims description 31
- 125000000524 functional group Chemical group 0.000 claims description 17
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 15
- 239000010410 layer Substances 0.000 claims description 14
- 230000009477 glass transition Effects 0.000 claims description 13
- 239000012790 adhesive layer Substances 0.000 claims description 11
- 238000007334 copolymerization reaction Methods 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 8
- 238000004132 cross linking Methods 0.000 claims description 8
- 239000000463 material Substances 0.000 abstract description 12
- 239000003208 petroleum Substances 0.000 abstract description 11
- 230000003247 decreasing effect Effects 0.000 abstract 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 abstract 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 42
- 239000002028 Biomass Substances 0.000 description 35
- 238000000034 method Methods 0.000 description 19
- 150000001875 compounds Chemical class 0.000 description 16
- 239000002994 raw material Substances 0.000 description 16
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 15
- 229910052799 carbon Inorganic materials 0.000 description 15
- 239000012948 isocyanate Substances 0.000 description 15
- 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 10
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- 230000000694 effects Effects 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 9
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 8
- 238000001035 drying Methods 0.000 description 8
- 230000007613 environmental effect Effects 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 8
- 239000004743 Polypropylene Substances 0.000 description 7
- 239000006087 Silane Coupling Agent Substances 0.000 description 7
- 230000032683 aging Effects 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 239000003505 polymerization initiator Substances 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 150000002513 isocyanates Chemical class 0.000 description 6
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical class CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 238000004364 calculation method Methods 0.000 description 5
- 239000006185 dispersion Substances 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 229920001519 homopolymer Polymers 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical class O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000007710 freezing Methods 0.000 description 4
- 230000008014 freezing Effects 0.000 description 4
- 235000013611 frozen food Nutrition 0.000 description 4
- 238000007654 immersion Methods 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 229920001223 polyethylene glycol Polymers 0.000 description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 3
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 3
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 3
- 125000002339 acetoacetyl group Chemical group O=C([*])C([H])([H])C(=O)C([H])([H])[H] 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 239000002390 adhesive tape Substances 0.000 description 3
- 125000002723 alicyclic group Chemical group 0.000 description 3
- 125000003368 amide group Chemical group 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000001723 curing Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 150000004702 methyl esters Chemical class 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical class OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 230000000379 polymerizing effect Effects 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- 238000010526 radical polymerization reaction Methods 0.000 description 3
- 230000002285 radioactive effect Effects 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 125000001174 sulfone group Chemical group 0.000 description 3
- 150000003505 terpenes Chemical class 0.000 description 3
- 235000007586 terpenes Nutrition 0.000 description 3
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- 229920002799 BoPET Polymers 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000002511 behenyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 229920000704 biodegradable plastic Polymers 0.000 description 2
- 230000000035 biogenic effect Effects 0.000 description 2
- 239000012620 biological material Substances 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 239000013522 chelant Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000000539 dimer Chemical class 0.000 description 2
- 238000007323 disproportionation reaction Methods 0.000 description 2
- 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 2
- 229920001971 elastomer Polymers 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 150000002314 glycerols Chemical class 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000010030 laminating Methods 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000005011 phenolic resin Substances 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical class OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 2
- 239000003643 water by type Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-UHFFFAOYSA-N 0.000 description 1
- XSCLFFBWRKTMTE-UHFFFAOYSA-N 1,3-bis(isocyanatomethyl)cyclohexane Chemical compound O=C=NCC1CCCC(CN=C=O)C1 XSCLFFBWRKTMTE-UHFFFAOYSA-N 0.000 description 1
- CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 description 1
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
- FWWWRCRHNMOYQY-UHFFFAOYSA-N 1,5-diisocyanato-2,4-dimethylbenzene Chemical compound CC1=CC(C)=C(N=C=O)C=C1N=C=O FWWWRCRHNMOYQY-UHFFFAOYSA-N 0.000 description 1
- VZXPHDGHQXLXJC-UHFFFAOYSA-N 1,6-diisocyanato-5,6-dimethylheptane Chemical compound O=C=NC(C)(C)C(C)CCCCN=C=O VZXPHDGHQXLXJC-UHFFFAOYSA-N 0.000 description 1
- NLOCXQZOOGBEEN-UHFFFAOYSA-N 1-(1-hydroxypropan-2-yloxy)-3-phenoxypropan-2-ol Chemical compound OCC(C)OCC(O)COC1=CC=CC=C1 NLOCXQZOOGBEEN-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
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 1
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 description 1
- OEURXIFGOPBMJF-UHFFFAOYSA-N 1-o-(2-hydroxyethyl) 2-o-(2-prop-2-enoyloxyethyl) benzene-1,2-dicarboxylate Chemical compound OCCOC(=O)C1=CC=CC=C1C(=O)OCCOC(=O)C=C OEURXIFGOPBMJF-UHFFFAOYSA-N 0.000 description 1
- IVIDDMGBRCPGLJ-UHFFFAOYSA-N 2,3-bis(oxiran-2-ylmethoxy)propan-1-ol Chemical compound C1OC1COC(CO)COCC1CO1 IVIDDMGBRCPGLJ-UHFFFAOYSA-N 0.000 description 1
- VBZBISQOWJYWCC-UHFFFAOYSA-N 2-(2-carboxypropan-2-yldiazenyl)-2-methylpropanoic acid Chemical compound OC(=O)C(C)(C)N=NC(C)(C)C(O)=O VBZBISQOWJYWCC-UHFFFAOYSA-N 0.000 description 1
- HLIQLHSBZXDKLV-UHFFFAOYSA-N 2-(2-hydroxyethoxy)-1-phenoxyethanol Chemical compound OCCOCC(O)OC1=CC=CC=C1 HLIQLHSBZXDKLV-UHFFFAOYSA-N 0.000 description 1
- DBRHKXSUGNZOLP-UHFFFAOYSA-N 2-(2-isocyanatoethoxy)ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCN=C=O DBRHKXSUGNZOLP-UHFFFAOYSA-N 0.000 description 1
- SYEWHONLFGZGLK-UHFFFAOYSA-N 2-[1,3-bis(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COCC(OCC1OC1)COCC1CO1 SYEWHONLFGZGLK-UHFFFAOYSA-N 0.000 description 1
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 description 1
- WTYYGFLRBWMFRY-UHFFFAOYSA-N 2-[6-(oxiran-2-ylmethoxy)hexoxymethyl]oxirane Chemical compound C1OC1COCCCCCCOCC1CO1 WTYYGFLRBWMFRY-UHFFFAOYSA-N 0.000 description 1
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- XEEYSDHEOQHCDA-UHFFFAOYSA-N 2-methylprop-2-ene-1-sulfonic acid Chemical compound CC(=C)CS(O)(=O)=O XEEYSDHEOQHCDA-UHFFFAOYSA-N 0.000 description 1
- BNCADMBVWNPPIZ-UHFFFAOYSA-N 2-n,2-n,4-n,4-n,6-n,6-n-hexakis(methoxymethyl)-1,3,5-triazine-2,4,6-triamine Chemical compound COCN(COC)C1=NC(N(COC)COC)=NC(N(COC)COC)=N1 BNCADMBVWNPPIZ-UHFFFAOYSA-N 0.000 description 1
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 description 1
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 1
- XUFCDQAMAZUKCA-UHFFFAOYSA-N 3-hydroxy-2-methyl-2-(prop-2-enoylamino)propane-1-sulfonic acid Chemical compound OS(=O)(=O)CC(CO)(C)NC(=O)C=C XUFCDQAMAZUKCA-UHFFFAOYSA-N 0.000 description 1
- MECNWXGGNCJFQJ-UHFFFAOYSA-N 3-piperidin-1-ylpropane-1,2-diol Chemical compound OCC(O)CN1CCCCC1 MECNWXGGNCJFQJ-UHFFFAOYSA-N 0.000 description 1
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 1
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 1
- VFXXTYGQYWRHJP-UHFFFAOYSA-N 4,4'-azobis(4-cyanopentanoic acid) Chemical compound OC(=O)CCC(C)(C#N)N=NC(C)(CCC(O)=O)C#N VFXXTYGQYWRHJP-UHFFFAOYSA-N 0.000 description 1
- SBVKVAIECGDBTC-UHFFFAOYSA-N 4-hydroxy-2-methylidenebutanamide Chemical compound NC(=O)C(=C)CCO SBVKVAIECGDBTC-UHFFFAOYSA-N 0.000 description 1
- ZWAPMFBHEQZLGK-UHFFFAOYSA-N 5-(dimethylamino)-2-methylidenepentanamide Chemical compound CN(C)CCCC(=C)C(N)=O ZWAPMFBHEQZLGK-UHFFFAOYSA-N 0.000 description 1
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- WSMYVTOQOOLQHP-UHFFFAOYSA-N Malondialdehyde Chemical compound O=CCC=O WSMYVTOQOOLQHP-UHFFFAOYSA-N 0.000 description 1
- WRQNANDWMGAFTP-UHFFFAOYSA-N Methylacetoacetic acid Chemical compound COC(=O)CC(C)=O WRQNANDWMGAFTP-UHFFFAOYSA-N 0.000 description 1
- HDONYZHVZVCMLR-UHFFFAOYSA-N N=C=O.N=C=O.CC1CCCCC1 Chemical compound N=C=O.N=C=O.CC1CCCCC1 HDONYZHVZVCMLR-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- PCSMJKASWLYICJ-UHFFFAOYSA-N Succinic aldehyde Chemical compound O=CCCC=O PCSMJKASWLYICJ-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 239000003522 acrylic cement Substances 0.000 description 1
- 125000003670 adamantan-2-yl group Chemical group [H]C1([H])C(C2([H])[H])([H])C([H])([H])C3([H])C([*])([H])C1([H])C([H])([H])C2([H])C3([H])[H] 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000005456 alcohol based solvent Substances 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 125000005370 alkoxysilyl group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229920003180 amino resin Polymers 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- FFBZKUHRIXKOSY-UHFFFAOYSA-N aziridine-1-carboxamide Chemical compound NC(=O)N1CC1 FFBZKUHRIXKOSY-UHFFFAOYSA-N 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- JGCWKVKYRNXTMD-UHFFFAOYSA-N bicyclo[2.2.1]heptane;isocyanic acid Chemical compound N=C=O.N=C=O.C1CC2CCC1C2 JGCWKVKYRNXTMD-UHFFFAOYSA-N 0.000 description 1
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical group OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- VNWKTOKETHGBQD-NJFSPNSNSA-N carbane Chemical compound [14CH4] VNWKTOKETHGBQD-NJFSPNSNSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 239000006258 conductive agent Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 238000007607 die coating method Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 239000003759 ester based solvent Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- WUDNUHPRLBTKOJ-UHFFFAOYSA-N ethyl isocyanate Chemical compound CCN=C=O WUDNUHPRLBTKOJ-UHFFFAOYSA-N 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 238000007756 gravure coating Methods 0.000 description 1
- 238000013007 heat curing Methods 0.000 description 1
- 230000017525 heat dissipation Effects 0.000 description 1
- 239000004312 hexamethylene tetramine Substances 0.000 description 1
- 235000010299 hexamethylene tetramine Nutrition 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 150000008040 ionic compounds Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- RWGFKTVRMDUZSP-UHFFFAOYSA-N isopropyl-benzene Natural products CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229940118019 malondialdehyde Drugs 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 239000002923 metal particle Substances 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- YVOQADGLLJCMOE-UHFFFAOYSA-N n-[6-(aziridine-1-carbonylamino)hexyl]aziridine-1-carboxamide Chemical compound C1CN1C(=O)NCCCCCCNC(=O)N1CC1 YVOQADGLLJCMOE-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- 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 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 description 1
- AXLMPTNTPOWPLT-UHFFFAOYSA-N prop-2-enyl 3-oxobutanoate Chemical compound CC(=O)CC(=O)OCC=C AXLMPTNTPOWPLT-UHFFFAOYSA-N 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 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 1
- 230000035882 stress Effects 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 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
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
Definitions
- the present invention relates to an adhesive composition, and more particularly to an adhesive composition that can be used even in a -10°C freezing environment, such as an adhesive tape for frozen foods.
- the present invention also relates to a pressure-sensitive adhesive, a pressure-sensitive adhesive sheet, and a laminate that are excellent not only at room temperature but also in a frozen state of ⁇ 10° C. and have excellent curved surface adhesion.
- acrylic adhesives are known as adhesives for adhesive tapes or adhesive sheets.
- acrylic adhesive a (co)polymer having a specific alkyl (meth)acrylate as an essential structural unit has been developed.
- acrylic adhesives often use petroleum as a raw material, and carbon dioxide is emitted when they are disposed of after use.
- bio-based raw materials especially plant-based raw materials, which are renewable materials, is recommended.
- Patent Document 1 proposes a pressure-sensitive adhesive composition containing a (co)polymer whose essential component is a (meth)acrylate ester of a renewable resource, 2-alkylalkanol.
- the pressure-sensitive adhesive composition of Patent Document 1 also contains many petroleum-derived components, and it was necessary to use more renewable materials.
- Patent Document 2 proposes a pressure-sensitive adhesive containing 48% by weight or more of structural units derived from acrylic monomers containing 7 to 14 biological carbons and/or vinyl monomers containing 7 to 13 biological carbons. It is
- Patent Documents 1 and 2 are excellent in adhesive strength at room temperature (about 25°C), the adhesive strength at low temperatures is not satisfactory. Furthermore, the adhesiveness on curved surfaces was not taken into consideration, and there was room for further investigation.
- a pressure-sensitive adhesive composition for reducing the amount of petroleum-derived materials used, it has excellent adhesiveness in a frozen state of -10 ° C., and furthermore, forms a pressure-sensitive adhesive that is excellent in curved surface adhesiveness.
- a pressure-sensitive adhesive composition for reducing the amount of petroleum-derived materials used, it has excellent adhesiveness in a frozen state of -10 ° C., and furthermore, forms a pressure-sensitive adhesive that is excellent in curved surface adhesiveness.
- a pressure-sensitive adhesive composition for reducing the amount of petroleum-derived materials used, it has excellent adhesiveness in a frozen state of -10 ° C., and furthermore, forms a pressure-sensitive adhesive that is excellent in curved surface adhesiveness.
- the present inventor is a pressure-sensitive adhesive composition containing an acrylic resin (A) and a tackifier (B), As a copolymerization component (a) of the acrylic resin (A), n-octyl (meth)acrylate (a1) is contained,
- the tackifier (B) contains at least one selected from the group consisting of a polymerized rosin resin (B1), a disproportionated rosin resin (B2), and a hydrogenated rosin resin (B3),
- the tackifier (B) contains at least one selected from the group consisting of a polymerized rosin resin (B1), a disproportionated rosin resin (B2), and a hydrogenated rosin resin (B3),
- the total amount of the polymerized rosin-based resin (B1), the disproportionated rosin-based resin (B2), and the hydrogenated rosin-based resin (B3) is 75% by mass or more of the entire tackifier (B).
- a pressure-sensitive adhesive composition ⁇ 2> The pressure-sensitive adhesive composition according to ⁇ 1>, wherein the acrylic resin (A) contains a functional group-containing (meth)acrylic monomer (a2).
- the functional group-containing (meth)acrylic monomer (a2) contains at least one selected from the group consisting of a carboxy group-containing (meth)acrylic monomer and a hydroxyl group-containing (meth)acrylic monomer.
- ⁇ 5> The adhesive composition according to any one of ⁇ 1> to ⁇ 4>, wherein the acrylic resin (A) has a glass transition temperature of ⁇ 85° C. or higher.
- ⁇ 7> A pressure-sensitive adhesive obtained by cross-linking the pressure-sensitive adhesive composition according to any one of ⁇ 1> to ⁇ 6>.
- ⁇ 8> A pressure-sensitive adhesive sheet comprising a pressure-sensitive adhesive layer comprising the pressure-sensitive adhesive according to ⁇ 7>.
- ⁇ 9> A laminate comprising a pressure-sensitive adhesive layer made of the pressure-sensitive adhesive according to ⁇ 7> and another member laminated on the pressure-sensitive adhesive layer.
- the pressure-sensitive adhesive composition of the present invention while reducing the amount of petroleum-derived materials used, is excellent in adhesion in a frozen state of -10 ° C., and furthermore excellent in curved surface adhesion. .
- (meth)acrylic means acrylic or methacrylic
- (meth)acryloyl means acryloyl or methacryloyl
- (meth)acrylate means acrylate or methacrylate.
- acrylic resin is a resin obtained by polymerizing a polymerizable component containing at least one (meth)acrylate monomer.
- a pressure-sensitive adhesive composition according to one embodiment of the present invention contains an acrylic resin (A) and a tackifier (B). These components will be described in order below.
- the acrylic resin (A) used in the present pressure-sensitive adhesive composition contains n-octyl (meth)acrylate (a1) as the copolymerization component (a), and the monomer of the copolymerization component (a) is It is obtained by polymerization.
- n-octyl (meth)acrylate (a1) examples include n-octyl (meth)acrylate containing biological carbon and n-octyl (meth)acrylate containing petroleum-derived carbon, which may be used alone or in combination. can be used Among them, it is preferable to use n-octyl (meth)acrylate containing biological carbon from the viewpoint of environmental problems.
- the n-octyl (meth)acrylate containing biological carbon can be produced by any method as long as it contains biological carbon.
- fractional distillation of fatty acids obtained by hydrolyzing oils contained in natural oils It can be prepared by an esterification reaction between n-octyl alcohol obtained by hydrogen reduction of caprylic acid extracted by and acrylic acid.
- n-octyl (meth)acrylate (a1) is 50% by mass or more, preferably 60 to 99.9% by mass, more preferably 70 to 99.9% by mass, based on the total copolymer component (a). 8% by mass, more preferably 80 to 99.7% by mass. If the content is too small, adhesive physical properties tend to deteriorate. If the amount is too large, the adhesion to curved surfaces tends to decrease due to a decrease in cohesive strength.
- the acrylic resin (A) used in the pressure-sensitive adhesive composition preferably contains a functional group-containing (meth)acrylic monomer (a2).
- a functional group-containing (meth)acrylic monomer (a2) may be any (meth)acrylic monomer containing a functional group other than the component (a1).
- a hydroxyl group-containing (meth)acrylic monomer for example, a hydroxyl group-containing (meth)acrylic monomer, Carboxy group-containing (meth)acrylic monomers, amino group-containing (meth)acrylic monomers, amide group-containing (meth)acrylic monomers, glycidyl group-containing (meth)acrylic monomers, sulfone group-containing (meth)acrylic monomers, Acetoacetyl group-containing (meth)acrylic monomers, isocyanate group-containing (meth)acrylic monomers, and the like are preferred. These can be used individually by 1 type or in combination of 2 or more types. Among them, it is more preferable to contain at least one selected from the group consisting of a carboxy group-containing (meth)acrylic monomer (a2-1) and a hydroxyl group-containing (meth)acrylic monomer (a2-2).
- the content of the functional group-containing (meth)acrylic monomer (a2) is preferably 0 to 20% by mass, more preferably 0.5 to 15% by mass, based on the total copolymerization component (a). More preferably 1 to 12% by mass, particularly preferably 1.5 to 8% by mass. If the content is too small, the cohesive strength tends to be low and the curved surface adhesion tends to be insufficient. If it is too large, the adhesiveness tends to decrease in a frozen environment.
- Examples of the carboxy group-containing (meth)acrylic monomer (a2-1) include (meth)acrylic acid, dimer acids of acrylic acid such as ⁇ -carboxyethyl acrylate, and the like, and these may be used alone or in combination of two or more. They can be used together. Among them, (meth)acrylic acid is preferably used from the viewpoint of heat resistance and stability during polymerization. Moreover, from the point of view of environmental problems, it is preferable to use a dimer acid of plant-derived acrylic acid, which is friendly to the global environment.
- the content of the carboxy group-containing (meth)acrylic monomer (a2-1) is preferably 0 to 10% by mass, more preferably 0.5 to 8% by mass, based on the total copolymerization component (a). %, more preferably 1 to 5 mass %, particularly preferably 1.5 to 4 mass %. If the content is too small, the cohesive strength tends to be low and the curved surface adhesion tends to be insufficient. If it is too large, the adhesiveness tends to decrease in a frozen environment.
- hydroxyl group-containing (meth)acrylic monomers (a2-2) examples include 2-hydroxyethyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 5-hydroxypentyl (meth)acrylate, 6-hydroxyhexyl ( Meth) acrylate, acrylic acid hydroxyalkyl esters such as 8-hydroxyoctyl (meth) acrylate; caprolactone-modified monomers such as caprolactone-modified 2-hydroxyethyl (meth) acrylate; diethylene glycol (meth) acrylate, polyethylene glycol (meth) acrylate, etc.
- Oxyalkylene-modified monomers 2-acryloyloxyethyl-2-hydroxyethyl phthalate, N-methylol (meth)acrylamide, primary hydroxyl group-containing monomers such as hydroxyethylacrylamide; 2-hydroxypropyl (meth)acrylate, 2-hydroxy secondary hydroxyl group-containing monomers such as butyl (meth)acrylate and 3-chloro-2-hydroxypropyl (meth)acrylate; hydroxyl group-containing monomers such as 2,2-dimethyl-2-hydroxyethyl (meth)acrylate;
- hydroxyl group-containing (meth)acrylic monomers (a2-2)
- primary hydroxyl group-containing monomers are preferred in terms of reactivity and versatility with the crosslinking agent described later
- 2-hydroxy group-containing monomers are preferred in terms of stability during polymerization.
- Ethyl (meth)acrylate is preferred
- 4-hydroxybutyl (meth)acrylate is preferably used because of its rapid reactivity with the cross-linking agent (C) and short aging.
- 2-hydroxyethyl (meth)acrylate and 4-hydroxybutyl (meth)acrylate are preferable because they contain few impurities such as di(meth)acrylate during monomer preparation, and high purity products can be obtained, which facilitates production.
- the content of the hydroxyl group-containing (meth)acrylic monomer (a2-2) is preferably 0 to 1% by mass, more preferably 0.05 to 0.5% by mass, based on the total copolymerization component (a). %, more preferably 0.08 to 0.3% by mass. If the content is too small, the cohesive force tends to decrease and the adhesiveness tends to decrease. If the amount is too large, the pot life at the time of blending the cross-linking agent tends to be shortened and the handleability tends to deteriorate.
- amino group-containing (meth)acrylic monomer examples include aminoethyl (meth)acrylate, N,N-dimethylaminoethyl (meth)acrylate, and N,N-dimethylaminopropyl (meth)acrylate.
- amide group-containing (meth)acrylic monomers examples include ethoxymethyl (meth)acrylamide, n-butoxymethyl (meth)acrylamide, (meth)acryloylmorphol, dimethyl (meth)acrylamide, diethyl (meth)acrylamide, (Meth)acrylamide-based monomers such as dimethylaminopropylacrylamide, (meth)acrylamide, N-methylol(meth)acrylamide, and the like.
- Examples of the glycidyl group-containing (meth)acrylic monomer include glycidyl methacrylate and allylglycidyl methacrylate.
- Examples of the sulfone group-containing (meth)acrylic monomer include 2-acrylamido-2-methylolpropanesulfonic acid.
- acetoacetyl group-containing (meth)acrylic monomer examples include 2-(acetoacetoxy)ethyl (meth)acrylate.
- Examples of the isocyanate group-containing (meth)acrylic monomer include, for example, 2-isocyanatoethyl (meth)acrylate, 2-(2-methacryloyloxyethyloxy)ethyl isocyanate, 1,1-(bisacryloyloxymethyl)ethyl isocyanate etc.
- the content of the acrylic monomer and the isocyanate group-containing (meth)acrylic monomer is usually 0 to 10% by mass.
- the acrylic resin (A) used in the pressure-sensitive adhesive composition contains an alkyl (meth)acrylate (a3) having less than 8 alkyl carbon atoms and having no functional group as a copolymer component (a).
- alkyl (meth)acrylates (a3) having no functional group and having less than 8 alkyl carbon atoms include methyl (meth)acrylate, ethyl (meth)acrylate, n-butyl (meth)acrylate, and iso-butyl (meth)acrylate.
- the content of the alkyl (meth)acrylate (a3) having less than 8 alkyl carbon atoms and having no such functional group is 0% by mass or more and less than 30% by mass, preferably less than 20% by mass, more preferably less than 10% by mass, More preferably, it is less than 5% by mass. If the content is too high, the adhesive strength under freezing conditions tends to decrease, and particularly when polyolefin is used as the adherend, the adhesive strength tends to decrease. In addition, the biomass degree of the acrylic pressure-sensitive adhesive composition may decrease.
- the other polymerizable monomer (a4) may be any other polymerizable monomer other than the above (a1), (a2), and (a3), for example, an alkyl (meth)acrylate having 8 or more carbon atoms.
- alkyl (meth)acrylate monomer (a4) examples include 2-ethylhexyl (meth)acrylate, iso-octyl acrylate, iso-decyl (meth)acrylate, n-lauryl (meth)acrylate, and cetyl (meth)acrylate. , n-stearyl (meth)acrylate, iso-stearyl (meth)acrylate, behenyl (meth)acrylate and the like.
- lauryl (meth)acrylate, stearyl (meth)acrylate, and behenyl (meth)acrylate are preferable from the point of easily improving the biomass degree, and lauryl (meth)acrylate is preferable from the point of adhesiveness.
- nitrogen-containing monomer examples include nitrogen-containing monomers having a cyclic structure such as acryloylmorpholine and vinylimidazole.
- Examples of the alicyclic structure-containing monomer include cyclohexyl (meth)acrylate, isobornyl (meth)acrylate, dicyclopentanyl (meth)acrylate, dicyclopentenyl (meth)acrylate, and dicyclopentanyloxyethyl (meth)acrylate. , dicyclopentenyloxyethyl (meth)acrylate, 2-adamantyl (meth)acrylate and other (meth)acrylates having an alicyclic structure. Among them, isobornyl (meth)acrylate is preferable because it is easy to improve the degree of biomass.
- aromatic monomers examples include phenyl (meth)acrylate, benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, phenoxypropyl (meth)acrylate, phenoxydiethylene glycol (meth)acrylate, and phenoxydipropylene glycol (meth)acrylate.
- phenoxy polyethylene glycol (meth) acrylate phenoxy polyethylene glycol (meth) acrylate, phenoxy polyethylene glycol (meth) acrylate, phenoxy polypropylene glycol-(meth) acrylate having one aromatic ring; phenoxybenzyl (meth) acrylate, ethoxylated -o- Examples thereof include (meth)acrylates having two aromatic rings such as phenylphenol (meth)acrylate.
- alkoxy group-containing monomer examples include alkoxyalkyl (meth)acrylate such as 2-methoxyethyl (meth)acrylate, 2-ethoxyethyl (meth)acrylate, 3-methoxybutyl (meth)acrylate, and 2-butoxyethyl (meth)acrylate. meth)acrylate and the like.
- olefinsulfonic acids such as ethylenesulfonic acid, allylsulfonic acid, and methallylsulfonic acid; styrenesulfonic acid or salts thereof; allylacetoacetate;
- the other polymerizable monomer (a4) can be contained within a range that does not impair the effects of the present invention, but is preferably 20% by mass or less, more preferably 10% by mass or less, relative to the total copolymerization component (a). , particularly preferably 5% by mass or less, most preferably 0% by mass.
- ⁇ Method for producing acrylic resin (A)> As a method for producing the acrylic resin (A), conventionally known methods such as solution radical polymerization, suspension polymerization, bulk polymerization, and emulsion polymerization can be used using the copolymerization component (a). Examples thereof include a method of mixing or dropping appropriately selected polymerization components and a polymerization initiator into an organic solvent and polymerizing under predetermined polymerization conditions. Solution radical polymerization is particularly preferable in that the acrylic resin (A) can be obtained in the following manner.
- organic solvent used in the polymerization reaction examples include aromatic hydrocarbons such as toluene and xylene; aliphatic hydrocarbons such as hexane; esters such as ethyl acetate and butyl acetate; n-propyl alcohol and isopropyl alcohol. ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, and cyclohexanone; and the like. These organic solvents may be used individually by 1 type, and may use 2 or more types together.
- esters such as ethyl acetate and butyl acetate are preferred from the viewpoints of easiness of polymerization reaction, effect of chain transfer, easiness of drying during coating of the pressure-sensitive adhesive composition, and safety; Ketones such as acetone, methyl ethyl ketone, and methyl isobutyl ketone are preferred, and ethyl acetate is particularly preferred. These can be used alone or in combination of two or more.
- the amount of the organic solvent to be used is usually 10 to 900 parts by weight per 100 parts by weight of the copolymer component (a).
- the polymerization initiator used for such solution radical polymerization includes, for example, 2,2'-azobisisobutyronitrile and 2,2'-azobis-2-methylbutyronitrile, which are ordinary radical polymerization initiators. , 4,4'-azobis (4-cyanovaleric acid), 2,2'-azobis (methylpropionic acid) and other azo initiators; benzoyl peroxide, lauroyl peroxide, di-t-butyl peroxide, cumene Organic peroxides such as hydroperoxide; These polymerization initiators may be used individually by 1 type, and may use 2 or more types together. The amount of the polymerization initiator to be used is usually 0.01 to 5 parts by weight per 100 parts by weight of the copolymer component (a).
- the acrylic resin (A) used in the adhesive composition is obtained.
- the weight average molecular weight (Mw) of the acrylic resin (A) is preferably 100,000 or more, more preferably 100,000 to 1,500,000, still more preferably 150,000 to 1,000,000, and particularly preferably 200,000 to 800,000. If the weight average molecular weight is too small, the cohesive force tends to be insufficient and the adhesiveness tends to decrease. On the other hand, if the weight-average molecular weight is too large, the viscosity tends to be too high, resulting in increased scaling during polymerization and reduced handleability.
- the degree of dispersion [weight average molecular weight (Mw)/number average molecular weight (Mn)] of the acrylic resin (A) is preferably 10 or less, more preferably 7 or less. If the degree of dispersion is too high, the cohesion tends to decrease. The lower limit of the degree of dispersion is usually 1.
- the weight-average molecular weight of the acrylic resin (A) is the weight-average molecular weight in terms of standard polystyrene molecular weight, and is measured using a high-performance liquid chromatograph ("Waters 2695 (body)” and “Waters 2414 (detector)” manufactured by Nippon Waters Co., Ltd.).
- the particle diameter of the agent is 10 ⁇ m), and the number average molecular weight can be measured by the same method. Further, the degree of dispersion can be obtained from the measured values of the weight average molecular weight and the number average molecular weight.
- the glass transition temperature (Tg) of the acrylic resin (A) is preferably ⁇ 85° C. or higher, more preferably ⁇ 80 to 20° C., still more preferably ⁇ 75 to 0° C., particularly preferably ⁇ 70 to ⁇ 10° C., Especially preferred is -65 to -30°C. If the glass transition temperature is too low, the cohesive force tends to decrease and the curved surface adhesion tends to decrease.
- the glass transition temperature is calculated from the following Fox formula.
- Tg glass transition temperature of the polymer (K)
- Tga glass transition temperature of homopolymer of monomer A
- Wa mass fraction of monomer A
- Tgb glass transition temperature (K) of homopolymer of monomer B
- Wb mass fraction of monomer B
- Tgn glass transition temperature (K) of homopolymer of monomer N
- the glass transition temperature of a homopolymer of the monomers constituting the acrylic resin (A) is usually measured by a differential scanning calorimeter (DSC), and is JIS K7121-1987 or JIS K 6240. It can be measured by a method conforming to
- Acrylic resin (A) is the main component of the adhesive composition, preferably 50% by mass or more, more preferably 60 to 98% by mass, still more preferably 70 to 95% by mass, particularly It is preferably 75 to 93% by mass. Outside this range, it tends to be difficult to obtain the effects of the present invention.
- the viscosity of the diluted acrylic resin (A) is preferably 500 to 30000 mPa ⁇ s/25°C, more preferably 1000 to 10000 mPa ⁇ s/25°C. If the viscosity is too low, when a component with a heavy specific gravity is used, the component tends to settle, and the concentration of the component in the acrylic resin (A) tends to become non-uniform.
- the biomass content of the acrylic resin (A) is preferably 40% by mass or more, more preferably 50% by mass or more, and even more preferably 60% by mass or more, from the viewpoint of reducing environmental load.
- the upper limit is 100% by mass.
- the biomass degree may be within the above range as long as it is obtained by any one of the following calculation methods.
- Biomass degree (% by mass) of acrylic resin (A) [(biomass degree of each biological raw material used when producing acrylic resin (A)) ⁇ (when producing acrylic resin (A) Total mass of each bio-derived raw material used for)] / (total mass of acrylic resin (A)) ⁇ 100
- the biomass degree is also referred to as the biogenic carbon content rate, and can also be obtained by analyzing the composition ratio with NMR and calculating the carbon number of the biogenic monomer/the total carbon number.
- Bio carbon contains a certain proportion of radioactive isotopes (C-14), while petroleum-derived carbon contains almost no C-14. Therefore, the biomass degree can also be calculated by measuring the concentration of C-14 contained in the adhesive. Specifically, it can be measured according to ASTM D6866, which is a standard used in many bioplastic industries.
- the tackifier (B) used in the present pressure-sensitive adhesive composition is at least selected from the group consisting of polymerized rosin-based resins (B1), disproportionated rosin-based resins (B2), and hydrogenated rosin-based resins (B3). Contains one. Among them, it is preferable to contain at least one selected from the group consisting of the polymerized rosin-based resin (B1) and the disproportionated rosin-based resin (B2).
- the polymerized rosin-based resin (B1) is a product obtained by polymerizing unmodified rosin (polymerized rosin) and/or a derivative thereof. It is obtained by esterifying a group and a compound containing a hydroxyl group (esterification product of polymerized rosin).
- esterified product of polymerized rosin include methyl ester, triethylene glycol ester, glycerin ester, pentaerythritol ester, and the like of polymerized rosin. These can be used alone or in combination of two or more.
- the softening point of the polymerized rosin-based resin (B1) is preferably 20 to 180°C, more preferably 50 to 160°C, still more preferably 70 to 140°C. If the temperature is too high or too low, the tackiness and curved surface adhesion tend to decrease in a frozen environment.
- polymerized rosin-based resins (B1) biologically-derived polymerized rosin-based resins are preferably used from the viewpoint of reducing the environmental load, and the biomass content of the polymerized rosin-based resin (B1) is preferably 70% by mass or more.
- the disproportionated rosin-based resin (B2) is an unmodified rosin modified by disproportionation (disproportionation rosin) and/or a derivative thereof. and preferably a compound in which a carboxyl group and a hydroxyl group-containing compound in rosin are esterified (esterified product of disproportionated rosin).
- esterified products of disproportionated rosin include methyl esters, triethylene glycol esters, glycerin esters, and pentaerythritol esters of disproportionated rosin. These can be used alone or in combination of two or more.
- the softening point of the disproportionated rosin resin (B2) is preferably 30 to 180°C, more preferably 50 to 160°C, still more preferably 70 to 140°C. If it is too high or too low, the tackiness tends to decrease.
- biomass-derived disproportionated rosins are preferably used from the viewpoint of reducing environmental load. preferable.
- the hydrogenated rosin-based resin (B3) is a modified unmodified rosin by hydrogenation (hydrogenated rosin) and/or a derivative thereof. is an esterified compound containing a carboxy group and a hydroxyl group in rosin (esterified product of hydrogenated rosin).
- esterified products of hydrogenated rosin include methyl esters, triethylene glycol esters, glycerin esters, pentaerythritol esters, and the like of hydrogenated rosin. These can be used alone or in combination of two or more.
- the softening point of the hydrogenated rosin resin (B3) is preferably 30 to 180°C, more preferably 50 to 160°C, still more preferably 70 to 140°C. If it is too high or too low, the tackiness tends to decrease.
- a biologically-derived hydrogenated rosin is preferably used from the viewpoint of reducing the environmental load. preferable.
- the tackifier (B) may contain a tackifier other than the polymerized rosin resin (B1), the disproportionated rosin resin (B2), and the hydrogenated rosin resin (B3).
- the total amount of the polymerized rosin resin (B1), the disproportionated rosin resin (B2), and the hydrogenated rosin resin (B3) is 75% by mass or more of the total tackifier (B).
- Preferably such total amount is at least 80% by weight, particularly preferably at least 90% by weight, most preferably at least 100% by weight. If the content is too small, the effect of the present invention will be difficult to obtain.
- Tackifiers other than the polymerized rosin resin (B1), disproportionated rosin resin (B2), and hydrogenated rosin resin (B3) include rosins other than (B1), (B2), and (B3).
- the content of the tackifier (B) is preferably 0.1 to 50 parts by mass, more preferably 5 to 40 parts by mass, based on 100 parts by mass (solid content) of the acrylic resin (A). More preferably 10 to 30 parts by mass, particularly preferably 15 to 25 parts by mass. If the content is too small, it tends to be difficult to obtain the effects of the present invention.
- the degree of biomass in the tackifier (B) is preferably 70% by mass or more, more preferably 75% by mass or more, still more preferably 80% by mass or more, and particularly preferably 90% by mass or more, from the viewpoint of reducing environmental load.
- the upper limit is 100% by mass. The higher the content, the more preferable it is because it increases the amount of renewable resources.
- the biomass degree may be within the above range as long as it is obtained by any one of the following calculation methods.
- the above biomass degree can also be determined by analyzing the composition ratio with NMR and calculating the carbon number of the biological monomer/the total carbon number.
- Bio carbon contains a certain proportion of radioactive isotopes (C-14), while petroleum-derived carbon contains almost no C-14. Therefore, the biomass degree can also be calculated by measuring the concentration of C-14 contained in the adhesive. Specifically, it can be measured according to ASTM D6866, which is a standard used in many bioplastic industries.
- This pressure-sensitive adhesive composition preferably contains a cross-linking agent (C) in addition to the acrylic resin (A) and the tackifier (B).
- the cross-linking agent (C) is preferable in that it improves the elastic modulus when the pressure-sensitive adhesive is formed, prevents migration of components contained in the substrate or adherend, and improves durability.
- the cross-linking agent (C) is a compound that reacts with the functional groups in the acrylic resin (A) to form a cross-linked structure.
- examples include cross-linking agents, aldehyde-based cross-linking agents, amine-based cross-linking agents, metal chelate-based cross-linking agents, and the like.
- the cross-linking agents (C) may be used singly or in combination of two or more.
- Examples of the isocyanate-based cross-linking agent include aromatic isocyanate-based compounds, alicyclic isocyanate-based compounds, and aliphatic isocyanate-based compounds.
- aromatic isocyanate compounds include tolylene diisocyanate compounds such as 2,4-tolylene diisocyanate and 2,6-tolylene diisocyanate; xylylene diisocyanate compounds such as 1,3-xylylene diisocyanate; diphenylmethane-based compounds such as diphenylmethane-4,4-diisocyanate; naphthalenediisocyanate-based compounds such as 1,5-naphthalenediisocyanate; and the like.
- Examples of the alicyclic isocyanate compounds include isophorone diisocyanate, 1,4-cyclohexane diisocyanate, 4,4′-dicyclohexylmethane diisocyanate, methylcyclohexane diisocyanate, isopropylidenedicyclohexyl-4,4′-diisocyanate, 1,3 -diisocyanatomethylcyclohexane, norbornane diisocyanate, and the like.
- Examples of the aliphatic isocyanate compounds include hexamethylene diisocyanate and trimethylhexamethylene diisocyanate. Adducts, burettes, and isocyanurates of the above isocyanate compounds are also included.
- tolylene diisocyanate-based compounds are preferable in terms of pot life and durability, and xylylene diisocyanate-based compounds and isocyanurate skeleton-containing isocyanate-based compounds are preferable in terms of shortening the aging time, and do not contain aromatic rings.
- Isocyanate-based compounds are preferred in terms of yellowing resistance.
- adduct of at least one isocyanate compound selected from the group consisting of tolylene diisocyanate, xylylene diisocyanate and hexamethylene diisocyanate and trimethylolpropane, and tolylene diisocyanate examples include isocyanurates of trimethylolpropane and at least one isocyanate compound selected from the group consisting of xylylene diisocyanate and hexamethylene diisocyanate, and these adducts and isocyanurates have excellent durability, pot life, and crosslinking speed. It is preferable in that it is excellent in the balance of
- epoxy-based cross-linking agent examples include bisphenol A/epichlorohydrin type epoxy resin, ethylene glycol diglycidyl ether, polyethylene glycol diglycidyl ether, glycerin diglycidyl ether, glycerin triglycidyl ether, 1,6-hexanediol diglycidyl ether. , trimethylolpropane triglycidyl ether, sorbitol polyglycidyl ether, polyglycerol polyglycidyl ether, pentaerythritol polyglycidylerythritol, diglycerol polyglycidyl ether and the like.
- aziridine-based cross-linking agent examples include tetramethylolmethane-tri- ⁇ -aziridinylpropionate, trimethylolpropane-tri- ⁇ -aziridinylpropionate, N,N'-diphenylmethane-4,4 '-bis(1-aziridinecarboxamide), N,N'-hexamethylene-1,6-bis(1-aziridinecarboxamide) and the like.
- melamine-based cross-linking agent examples include hexamethoxymethylmelamine, hexaethoxymethylmelamine, hexapropoxymethylmelamine, hexaptoxymethylmelamine, hexapentyloxymethylmelamine, hexahexyloxymethylmelamine, and melamine resins.
- aldehyde-based cross-linking agents examples include glyoxal, malondialdehyde, succindialdehyde, maleinedialdehyde, glutardialdehyde, formaldehyde, acetaldehyde, and benzaldehyde.
- amine-based cross-linking agents examples include hexamethylenediamine, triethyldiamine, polyethyleneimine, hexamethylenetetramine, diethylenetriamine, triethyltetramine, isophoronediamine, amino resins, and polyamides.
- metal chelate-based cross-linking agents examples include polyvalent metals such as aluminum, iron, copper, zinc, tin, titanium, nickel, antimony, magnesium, panadium, chromium, and zirconium, and coordination agents such as acetylacetone and acetoacetyl ester. A coordination compound with a child and the like can be mentioned.
- the cross-linking agent (C) When the cross-linking agent (C) is used, its content is preferably 0.005 to 30 parts by mass, more preferably 0.01, with respect to 100 parts by mass (solid content) of the acrylic resin (A). 10 parts by mass, more preferably 0.03 to 5 parts by mass, particularly preferably 0.05 to 3 parts by mass. If the content is too small, it tends to be difficult to obtain the effect of improving durability, and if it is too large, the stress relaxation property will decrease, the substrate of the adherend will tend to warp, and long-term aging will be required. tend to become
- the pressure-sensitive adhesive composition may further contain a silane coupling agent (D).
- the silane coupling agent used in the pressure-sensitive adhesive composition is a general term for silane compounds having an alkoxysilyl group and other functional groups.
- the silane coupling agent in the pressure-sensitive adhesive composition preferably has a mercapto group.
- the silane coupling agent (D) may be a monomer type or an oligomer type partially hydrolyzed and condensed.
- the oligomer type or silane coupling agent having a molecular weight of 500 or more is preferable because it evaporates less during drying or heat curing, and because the pressure-sensitive adhesive layer is less likely to generate air bubbles and has good moisture and heat resistance.
- the content is preferably 0.01 to 5 parts by mass, more preferably 0.05 parts by mass with respect to 100 parts by mass of the acrylic resin (A). to 2 parts by mass, more preferably 0.1 to 1.5 parts by mass. If the content is too low, the resistance to moist heat will tend to be low, and if it is too high, the adhesive strength immediately after curing will tend to be low.
- optional components include, for example, conductive agents such as carbon and metals; inorganic fillers such as metal particles and glass particles; fillers; antioxidants; Various additives such as cross-linking accelerators such as ionic compounds, peroxides, and urethanization catalysts; cross-linking retarders such as acetylacetone may also be contained. These may be used individually by 1 type, and may use 2 or more types together.
- the present pressure-sensitive adhesive composition may contain impurities contained in raw materials for manufacturing the constituent components of the pressure-sensitive adhesive composition, etc., as long as the effects of the present invention are not impaired.
- the content thereof is preferably 5 parts by mass or less, more preferably 1 part by mass or less, and still more preferably 0.5 parts by mass with respect to 100 parts by mass of the acrylic resin (A). It is below the department. The lower limit is usually 0 parts by mass. If the content is too high, the effect of the present invention tends to be impaired.
- the pressure-sensitive adhesive composition can be obtained by mixing the acrylic resin (A) and the tackifier (B), optionally a cross-linking agent (C), and optionally optional components. .
- the method of mixing these components is not particularly limited, and there are various methods such as a method of mixing each component at once, a method of mixing an arbitrary component and then mixing the remaining components all at once or sequentially. can be adopted.
- the biomass content of the pressure-sensitive adhesive composition is preferably 30% by mass or more, more preferably 40% by mass or more, still more preferably 50% by mass or more, and particularly preferably 60% by mass or more, from the viewpoint of reducing environmental load.
- an upper limit is 100 mass %.
- the biomass degree of the pressure-sensitive adhesive composition is the ratio of the mass of the biological raw material used in the production of the pressure-sensitive adhesive composition to the total mass of the pressure-sensitive adhesive composition.
- Biomass degree of the adhesive composition (% by mass) [(biomass degree of each biological raw material used when producing the adhesive composition) ⁇ (biological material used when producing the adhesive composition Mass of each raw material)] / (total mass of adhesive composition) ⁇ 100
- the degree of biomass of the pressure-sensitive adhesive composition can also be measured by the above-mentioned method using NMR or the method using natural radioactive carbon C-14.
- the biomass degree should be within the above range as long as the value obtained by any one of the above calculation methods is within the above range.
- the present pressure-sensitive adhesive composition contains a solvent, it can be made into a pressure-sensitive adhesive by drying. Moreover, this adhesive composition can also be made into an adhesive by bridge
- a pressure-sensitive adhesive layer containing this pressure-sensitive adhesive on a substrate such as a plastic film, it is possible to obtain a pressure-sensitive adhesive sheet having a laminate structure of substrate/adhesive layer.
- a laminate having a laminated structure of adherend/pressure-sensitive adhesive layer can be obtained.
- a base material and an adherend are also collectively called a "member.”
- adhesive sheets in addition to adhesive sheets in which an adhesive layer is laminated on a base material, there are base-less double-sided adhesive sheets in which a separator (release sheet) is laminated on both sides of the adhesive layer.
- a double-sided pressure-sensitive adhesive sheet is preferable in this respect.
- the adhesive sheet for example, it can be produced by coating an adhesive composition on a base material and drying it.
- the cross-linking agent (C) When the cross-linking agent (C) is used, the separator is attached to the pressure-sensitive adhesive layer after drying, and at least aging at room temperature (unheated) and aging at a temperature sufficient to prevent the epoxy compound from curing.
- a method of performing an aging treatment by one side, and the like can be mentioned. After applying the pressure-sensitive adhesive composition to a separator and drying it, another separator having a different release force from the separator is laminated, and an aging treatment is performed to produce a substrate-less double-sided pressure-sensitive adhesive sheet. be able to.
- the solvent is not particularly limited as long as it dissolves or disperses the pressure-sensitive adhesive composition.
- ester solvents such as methyl acetate, ethyl acetate, methyl acetoacetate, and ethyl acetoacetate
- ketone solvents such as acetone, methyl ethyl ketone, and methyl isobutyl ketone
- aromatic solvents such as toluene and xylene
- methanol, ethanol, and propyl alcohol alcohol-based solvents such as; Among them, ethyl acetate is preferably used in terms of solubility, drying property, price, and the like.
- Examples of methods for applying the pressure-sensitive adhesive composition include roll coating, die coating, gravure coating, comma coating, and screen printing.
- the thickness of the adhesive layer in the adhesive sheet is preferably 5-250 ⁇ m, more preferably 25-200 ⁇ m, and even more preferably 50-175 ⁇ m. If the pressure-sensitive adhesive layer is too thin, there is a tendency for the thickness accuracy to decrease or the adhesive strength to decrease. tend to protrude and contaminate the roll.
- the gel fraction of the adhesive layer is preferably 0 to 99% by mass, more preferably 20 to 95% by mass, and still more preferably 30 to 80% by mass. If the gel fraction of the pressure-sensitive adhesive layer is too high, when the pressure-sensitive adhesive sheet is attached to a member, sufficient adhesiveness cannot be obtained between the pressure-sensitive adhesive layer and the interface of the member, and the adhesiveness tends to decrease.
- the above gel fraction serves as a measure of the degree of cross-linking (degree of curing), and is calculated, for example, by the following method.
- the adhesive is collected by picking from an adhesive sheet in which an adhesive layer is laminated on the surface of a base material, wrapped in a 200-mesh SUS wire mesh, and placed in ethyl acetate adjusted to 23 ° C. for 24 hours. soak.
- the mass of the adhesive before and after immersion in ethyl acetate is measured, and the difference between the two masses is taken as the mass of the undissolved adhesive remaining in the wire mesh.
- the mass percentage of the undissolved adhesive remaining in the wire mesh with respect to the mass of the adhesive before immersion in ethyl acetate is defined as the gel fraction.
- the biomass degree in the pressure-sensitive adhesive layer is almost the same as the biomass degree in the above-described pressure-sensitive adhesive composition, so the preferred values are the same and can be calculated by the same method.
- the present pressure-sensitive adhesive composition is made of biological (especially plant-derived) raw materials, and the pressure-sensitive adhesive and laminate obtained using such a pressure-sensitive adhesive composition are environmentally friendly. In addition, it is possible to form a pressure-sensitive adhesive that has high adhesive strength even in a freezing environment of -10°C and that has high curved surface adhesiveness.
- the pressure-sensitive adhesive according to one embodiment of the present invention can be used in various applications such as labels for frozen foods, building materials, automotive parts, electronic parts, heat dissipation sheets, FPC manufacturing, semiconductor manufacturing processes, member sealing. It is useful for adhesive applications such as fasteners, aircraft parts, and sporting goods, and is particularly suitable for frozen food labels (adhesive sheets, adhesive tapes).
- nOA n-octyl acrylate
- AAc acrylic acid
- 2-HEMA 2-hydroxyethyl methacrylate
- ⁇ Tackifier (B)> The following were prepared as a tackifier (B).
- B1 Polymerized rosin ester resin (manufactured by Arakawa Chemical Industries, softening point: 120 to 140 ° C., biomass degree: 85 to 90%)
- B2 disproportionated rosin ester resin (manufactured by Arakawa Chemical Industries, Ltd., A-100, softening point: 100 ° C., biomass degree: 99%)
- B3 Hydrogenated rosin ester resin manufactured by Arakawa Chemical Industries, Ltd., KE359, hydroxyl value: 40, softening point: 100°C, biomass degree: 95%)
- B'1 Terpene phenol resin (manufactured by Yasuhara Chemical Co., Ltd., G-150, softening point: 150 ° C., biomass degree: 67%)
- B'2 Hydrogenated petroleum resin (manufactured by Arakawa Chemical Industries, Ltd., M-100, softening point
- Cross-linking agent (C) > The followings were used as the cross-linking agent (C) for acrylic resins.
- - (C-1) an adduct of tolylene diisocyanate and trimethylolpropane (manufactured by Tosoh Corporation, "Coronate L55E”)
- a pressure-sensitive adhesive sheet was produced from the obtained pressure-sensitive adhesive composition according to the procedure described below. After that, evaluation was performed using this pressure-sensitive adhesive sheet.
- the evaluation method and evaluation criteria for each item are as follows. These results are also shown in Table 1 below.
- the pressure-sensitive adhesive composition is applied to a 38 ⁇ m-thick light-release silicon separator (manufactured by Mitsui Chemicals Tohcello, “SPPET01 38BU”) using an applicator so that the thickness after drying is 25 ⁇ m, and 100 ° C. for 5 minutes. It was dried to form an adhesive layer.
- a 38 ⁇ m thick PET film manufactured by Toray Industries, Inc., “Lumirror #38-T60” was laminated on the surface of the adhesive layer, and then aged at 40 ° C. for 3 days to produce an adhesive sheet (light release silicon separator / adhesive layer/PET film laminate).
- ⁇ -10°C adhesive strength> A test piece with a width of 25 mm ⁇ 100 mm was prepared from the adhesive sheet obtained above, and after peeling off the separator, the adherend [SUS304-BA plate, PP (polypropylene) plate, PE (polyethylene) plate] , and a 2 kg rubber roller was reciprocated twice in an atmosphere of 50 RH% to apply pressure, and allowed to stand at -10°C for 30 minutes. After that, according to JIS Z 0237, the 180° peel strength (N/25 mm) was measured at a peel rate of 300 mm/min and evaluated as follows.
- a test piece with a width of 10 mm x 10 mm was prepared from the pressure-sensitive adhesive sheet obtained above, the separator was peeled off, and the test piece was attached to a PP (polypropylene) rod with a diameter of 100 mm under pressure and left at 40°C for 48 hours. After that, the peel width of the test piece from the PP bar was measured and evaluated as follows.
- the pressure-sensitive adhesive is collected from the pressure-sensitive adhesive sheet obtained above by picking, wrapped with a 200-mesh SUS wire mesh, and immersed in ethyl acetate adjusted to 23° C. for 24 hours.
- the mass of the adhesive before and after immersion in ethyl acetate is measured, and the difference between the two masses is taken as the mass of the undissolved adhesive component remaining in the wire mesh.
- the mass percentage of the undissolved adhesive component remaining in the wire mesh with respect to the mass of the adhesive before immersion in ethyl acetate is defined as the gel fraction (%).
- Comparative Example 6 is a pressure-sensitive adhesive that exhibits poor adhesiveness to resin adherends such as PP and PE in a frozen state of -10°C and poor adhesiveness to curved surfaces.
- Comparative Example 6 has the same content ratio of the acrylic resin (A) and the cross-linking agent (C) as in Examples 2 and 3, but the polymerized rosin resin (B1) and the disproportionated rosin resin ( Since the total amount of B2) and hydrogenated rosin (B3) does not satisfy the predetermined ratio in the total tackifier (B), the adhesiveness to the resin adherend at -10 ° C. is inferior, and the curved surface adhesion The result is also inferior in terms of sex.
- the content ratio of the acrylic resin (A) and the cross-linking agent (C) is the same as in Example 4, but the polymerized rosin resin (B1) and the disproportionated rosin resin ( Since the total amount of B2) and hydrogenated rosin (B3) does not satisfy the predetermined ratio in the total tackifier (B), the adhesiveness to curved surfaces is also inferior.
- the adhesive composition of the present invention is made of biologically-derived raw materials, and an environmentally friendly adhesive can be obtained. In addition, it has high adhesive strength even in a freezing environment of -10°C, and also has high adhesiveness to curved surfaces, so it is useful for labels of frozen foods and the like.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Laminated Bodies (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2023511289A JPWO2022210579A1 (enrdf_load_stackoverflow) | 2021-03-29 | 2022-03-28 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2021-055863 | 2021-03-29 | ||
| JP2021055863 | 2021-03-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2022210579A1 true WO2022210579A1 (ja) | 2022-10-06 |
Family
ID=83459284
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2022/015120 WO2022210579A1 (ja) | 2021-03-29 | 2022-03-28 | 粘着剤組成物、およびそれを用いてなる粘着剤、粘着シート、ならびに積層体 |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPWO2022210579A1 (enrdf_load_stackoverflow) |
| WO (1) | WO2022210579A1 (enrdf_load_stackoverflow) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5958071A (ja) * | 1982-09-29 | 1984-04-03 | Nitto Electric Ind Co Ltd | 吸湿硬化しうる感圧性接着剤 |
| JP2013523913A (ja) * | 2010-03-26 | 2013-06-17 | スリーエム イノベイティブ プロパティズ カンパニー | ２−アルキルアルカノールから誘導される感圧接着剤 |
| JP2015511260A (ja) * | 2012-02-08 | 2015-04-16 | ハネウェル・インターナショナル・インコーポレーテッド | 高性能水性粘着性アクリル酸系感圧接着剤 |
| JP2016537442A (ja) * | 2013-09-27 | 2016-12-01 | テーザ・ソシエタス・ヨーロピア | 低エネルギー表面又は粗面用感圧接着剤 |
| WO2019244595A1 (ja) * | 2018-06-19 | 2019-12-26 | 積水化学工業株式会社 | 粘着剤、粘着テープ、及び、電子機器部品又は車載部品を固定する方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH1067974A (ja) * | 1996-08-29 | 1998-03-10 | Konishi Kk | アクリル系溶剤型粘着剤およびこれを用いた粘着シートもしくはテープ |
| JP2019218458A (ja) * | 2018-06-19 | 2019-12-26 | 積水化学工業株式会社 | 粘着テープ |
-
2022
- 2022-03-28 JP JP2023511289A patent/JPWO2022210579A1/ja active Pending
- 2022-03-28 WO PCT/JP2022/015120 patent/WO2022210579A1/ja active Application Filing
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5958071A (ja) * | 1982-09-29 | 1984-04-03 | Nitto Electric Ind Co Ltd | 吸湿硬化しうる感圧性接着剤 |
| JP2013523913A (ja) * | 2010-03-26 | 2013-06-17 | スリーエム イノベイティブ プロパティズ カンパニー | ２−アルキルアルカノールから誘導される感圧接着剤 |
| JP2015511260A (ja) * | 2012-02-08 | 2015-04-16 | ハネウェル・インターナショナル・インコーポレーテッド | 高性能水性粘着性アクリル酸系感圧接着剤 |
| JP2016537442A (ja) * | 2013-09-27 | 2016-12-01 | テーザ・ソシエタス・ヨーロピア | 低エネルギー表面又は粗面用感圧接着剤 |
| WO2019244595A1 (ja) * | 2018-06-19 | 2019-12-26 | 積水化学工業株式会社 | 粘着剤、粘着テープ、及び、電子機器部品又は車載部品を固定する方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| TW202300618A (zh) | 2023-01-01 |
| JPWO2022210579A1 (enrdf_load_stackoverflow) | 2022-10-06 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN108138004B (zh) | 应力分散膜、光学构件、及电子构件 | |
| JP5522438B2 (ja) | 水分散型アクリル系粘着剤組成物及び粘着テープ | |
| JP5561543B2 (ja) | 粘着テープ | |
| JP7185479B2 (ja) | 樹脂組成物、樹脂層、および積層シート | |
| JP7074033B2 (ja) | 粘接着剤層、粘接着シート及び積層体 | |
| JP7327092B2 (ja) | 粘着剤組成物、粘着剤及び粘着シート | |
| JP5561544B2 (ja) | 粘着テープ | |
| JP2012007011A (ja) | 両面粘接着テープおよびそれを用いた被着体との接合方法 | |
| JP7415414B2 (ja) | 粘接着剤組成物、及びそれを用いてなる粘接着剤、粘接着剤シート、ならびに積層体 | |
| JP7346887B2 (ja) | 粘接着剤組成物、粘接着剤、粘接着シート、及び積層体 | |
| JP2019014852A (ja) | 粘着剤組成物、粘着剤および粘着シート | |
| WO2022210579A1 (ja) | 粘着剤組成物、およびそれを用いてなる粘着剤、粘着シート、ならびに積層体 | |
| WO2019130822A1 (ja) | 樹脂組成物、樹脂層、および積層シート | |
| JP2023105252A (ja) | 粘接着剤層、粘接着シート及び積層体 | |
| JP7091996B2 (ja) | 粘接着剤組成物、及びそれを用いてなる粘接着剤、粘接着シート、ならびに積層体 | |
| TWI891992B (zh) | 黏著劑組成物、及使用其而成之黏著劑、黏著片、及疊層體 | |
| JP2023024312A (ja) | 粘着剤組成物、およびその用途 | |
| JP2022034332A (ja) | 粘接着剤組成物、粘接着シート及び積層体 | |
| JP2018090712A (ja) | 樹脂層、および積層シート | |
| JP2024069114A (ja) | 曲面部材用粘着剤組成物、これを用いた曲面部材用粘着剤、及び積層体 | |
| JP7207122B2 (ja) | 粘接着剤組成物、粘接着剤、粘接着シート、及び積層体 | |
| JP7622428B2 (ja) | 粘着剤組成物、これを用いてなるマスキングフィルム用粘着剤、およびマスキング用粘着フィルム | |
| JP7655011B2 (ja) | 粘接着剤組成物、及びそれを用いてなる粘接着剤、粘接着シート、ならびに積層体 | |
| JP2012007012A (ja) | マスキングテープおよびその製造方法 | |
| JP2022096750A (ja) | 粘接着剤組成物、及びそれを用いてなる粘接着剤、粘接着シート、ならびに積層体 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 22780790 Country of ref document: EP Kind code of ref document: A1 |
|
| ENP | Entry into the national phase |
Ref document number: 2023511289 Country of ref document: JP Kind code of ref document: A |
|
| NENP | Non-entry into the national phase |
Ref country code: DE |
|
| 122 | Ep: pct application non-entry in european phase |
Ref document number: 22780790 Country of ref document: EP Kind code of ref document: A1 |