JP2019189831A - Adhesive composition and application thereof - Google Patents
Adhesive composition and application thereof Download PDFInfo
- Publication number
- JP2019189831A JP2019189831A JP2018087561A JP2018087561A JP2019189831A JP 2019189831 A JP2019189831 A JP 2019189831A JP 2018087561 A JP2018087561 A JP 2018087561A JP 2018087561 A JP2018087561 A JP 2018087561A JP 2019189831 A JP2019189831 A JP 2019189831A
- Authority
- JP
- Japan
- Prior art keywords
- pressure
- sensitive adhesive
- adhesive composition
- mass
- acrylic polymer
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 72
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 63
- 239000000853 adhesive Substances 0.000 title claims abstract description 62
- 229920005989 resin Polymers 0.000 claims abstract description 43
- 239000011347 resin Substances 0.000 claims abstract description 43
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 32
- 239000013522 chelant Substances 0.000 claims abstract description 30
- 239000003784 tall oil Substances 0.000 claims abstract description 30
- 150000001875 compounds Chemical class 0.000 claims abstract description 27
- 229910052751 metal Inorganic materials 0.000 claims abstract description 27
- 239000002184 metal Substances 0.000 claims abstract description 27
- 239000012790 adhesive layer Substances 0.000 claims abstract description 8
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 86
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 239000000123 paper Substances 0.000 description 27
- 239000000178 monomer Substances 0.000 description 24
- 238000000034 method Methods 0.000 description 21
- 239000000463 material Substances 0.000 description 20
- -1 2-ethylhexyl Chemical group 0.000 description 19
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 18
- 239000002390 adhesive tape Substances 0.000 description 15
- 239000004744 fabric Substances 0.000 description 14
- 239000000758 substrate Substances 0.000 description 13
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 11
- 239000010410 layer Substances 0.000 description 11
- 238000006116 polymerization reaction Methods 0.000 description 10
- 229910001220 stainless steel Inorganic materials 0.000 description 10
- 239000010935 stainless steel Substances 0.000 description 10
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- 239000003505 polymerization initiator Substances 0.000 description 8
- 239000004698 Polyethylene Substances 0.000 description 7
- 125000000217 alkyl group Chemical group 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- 238000011156 evaluation Methods 0.000 description 7
- 229920000573 polyethylene Polymers 0.000 description 7
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 6
- 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 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 229910052782 aluminium Inorganic materials 0.000 description 6
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- 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 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 239000012298 atmosphere Substances 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 5
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 5
- 230000000379 polymerizing effect Effects 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- 239000007983 Tris buffer Substances 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 229910001873 dinitrogen Inorganic materials 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- GRWFGVWFFZKLTI-IUCAKERBSA-N (-)-α-pinene Chemical compound CC1=CC[C@@H]2C(C)(C)[C@H]1C2 GRWFGVWFFZKLTI-IUCAKERBSA-N 0.000 description 2
- MEBONNVPKOBPEA-UHFFFAOYSA-N 1,1,2-trimethylcyclohexane Chemical compound CC1CCCCC1(C)C MEBONNVPKOBPEA-UHFFFAOYSA-N 0.000 description 2
- QEGNUYASOUJEHD-UHFFFAOYSA-N 1,1-dimethylcyclohexane Chemical compound CC1(C)CCCCC1 QEGNUYASOUJEHD-UHFFFAOYSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- WRQNANDWMGAFTP-UHFFFAOYSA-N Methylacetoacetic acid Chemical compound COC(=O)CC(C)=O WRQNANDWMGAFTP-UHFFFAOYSA-N 0.000 description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-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
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- MOYAFQVGZZPNRA-UHFFFAOYSA-N Terpinolene Chemical compound CC(C)=C1CCC(C)=CC1 MOYAFQVGZZPNRA-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 239000007869 azo polymerization initiator Substances 0.000 description 2
- 238000012662 bulk polymerization Methods 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 238000000113 differential scanning calorimetry Methods 0.000 description 2
- 238000004455 differential thermal analysis Methods 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 2
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 2
- IIEWJVIFRVWJOD-UHFFFAOYSA-N ethylcyclohexane Chemical compound CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical compound CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 description 2
- 239000004745 nonwoven fabric Substances 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002759 woven fabric Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- GCYUJISWSVALJD-UHFFFAOYSA-N 1,1-diethylcyclohexane Chemical compound CCC1(CC)CCCCC1 GCYUJISWSVALJD-UHFFFAOYSA-N 0.000 description 1
- 239000005968 1-Decanol Substances 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
- LTMRRSWNXVJMBA-UHFFFAOYSA-L 2,2-diethylpropanedioate Chemical compound CCC(CC)(C([O-])=O)C([O-])=O LTMRRSWNXVJMBA-UHFFFAOYSA-L 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- ZYXNLVMBIHVDRH-UHFFFAOYSA-N 2-Methylpropyl 3-oxobutanoate Chemical compound CC(C)COC(=O)CC(C)=O ZYXNLVMBIHVDRH-UHFFFAOYSA-N 0.000 description 1
- XULHFMYCBKQGEE-UHFFFAOYSA-N 2-hexyl-1-Decanol Chemical compound CCCCCCCCC(CO)CCCCCC XULHFMYCBKQGEE-UHFFFAOYSA-N 0.000 description 1
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- JYZLSYFPFQTNNO-UHFFFAOYSA-N 2-octyldecan-1-ol Chemical compound CCCCCCCCC(CO)CCCCCCCC JYZLSYFPFQTNNO-UHFFFAOYSA-N 0.000 description 1
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
- WVYWICLMDOOCFB-UHFFFAOYSA-N 4-methyl-2-pentanol Chemical compound CC(C)CC(C)O WVYWICLMDOOCFB-UHFFFAOYSA-N 0.000 description 1
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 description 1
- QDTDKYHPHANITQ-UHFFFAOYSA-N 7-methyloctan-1-ol Chemical compound CC(C)CCCCCCO QDTDKYHPHANITQ-UHFFFAOYSA-N 0.000 description 1
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- 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
- REIYHFWZISXFKU-UHFFFAOYSA-N Butyl acetoacetate Chemical compound CCCCOC(=O)CC(C)=O REIYHFWZISXFKU-UHFFFAOYSA-N 0.000 description 1
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- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000298 Cellophane Polymers 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
- 239000004971 Cross linker Substances 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
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- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
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- 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
- 239000006096 absorbing agent Substances 0.000 description 1
- WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- MVNCAPSFBDBCGF-UHFFFAOYSA-N alpha-pinene Natural products CC1=CCC23C1CC2C3(C)C MVNCAPSFBDBCGF-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 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
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000011111 cardboard Substances 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
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- 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
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- 239000004914 cyclooctane Substances 0.000 description 1
- NFKGQHYUYGYHIS-UHFFFAOYSA-N dibutyl propanedioate Chemical compound CCCCOC(=O)CC(=O)OCCCC NFKGQHYUYGYHIS-UHFFFAOYSA-N 0.000 description 1
- BEPAFCGSDWSTEL-UHFFFAOYSA-N dimethyl malonate Chemical compound COC(=O)CC(=O)OC BEPAFCGSDWSTEL-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
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- 235000010985 glycerol esters of wood rosin Nutrition 0.000 description 1
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- 229920006158 high molecular weight polymer Polymers 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 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
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- 239000002655 kraft paper Substances 0.000 description 1
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- 235000001510 limonene Nutrition 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
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- 150000002739 metals Chemical class 0.000 description 1
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- 229960001047 methyl salicylate Drugs 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
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- 125000002560 nitrile group Chemical group 0.000 description 1
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- 239000003921 oil Substances 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
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- GVIIRWAJDFKJMJ-UHFFFAOYSA-N propan-2-yl 3-oxobutanoate Chemical compound CC(C)OC(=O)CC(C)=O GVIIRWAJDFKJMJ-UHFFFAOYSA-N 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 239000002683 reaction inhibitor Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
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- 238000005507 spraying Methods 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
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- JKUYRAMKJLMYLO-UHFFFAOYSA-N tert-butyl 3-oxobutanoate Chemical compound CC(=O)CC(=O)OC(C)(C)C JKUYRAMKJLMYLO-UHFFFAOYSA-N 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 230000000930 thermomechanical effect Effects 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 239000000326 ultraviolet stabilizing agent Substances 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Landscapes
- Adhesive Tapes (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
本発明は、粘着剤組成物及びその利用に関する。 The present invention relates to a pressure-sensitive adhesive composition and use thereof.
アルキル（メタ）アクリレートを主たる構成成分とするアクリル系粘着剤は、粘着ラベル、粘着シート、粘着テープ等の粘着製品に幅広く使用されており、近年、これらの粘着製品の用途は、ますます拡大していく傾向にある。このため、粘着製品について更なる物性向上が要求されている。 Acrylic adhesives mainly composed of alkyl (meth) acrylates are widely used in adhesive products such as adhesive labels, adhesive sheets, and adhesive tapes. In recent years, the applications of these adhesive products have expanded more and more. There is a tendency to go. For this reason, further physical property improvement is requested | required about adhesive products.
例えば、特許文献１には、基材としてアクリロニトリルを主成分とする不織布基材を用いることにより、粘着剤層と基材との密着性を高めた両面粘着テープが得られることが記載されている。 For example, Patent Document 1 describes that a double-sided pressure-sensitive adhesive tape with improved adhesion between the pressure-sensitive adhesive layer and the base material can be obtained by using a non-woven base material mainly composed of acrylonitrile as the base material. .
また、特許文献２には、分子量分布を広くしたアクリル系重合体に、キレート型硬化剤（すなわち、金属キレート化合物）及び当該キレート型硬化剤の反応抑制剤を添加することにより、粘着剤の貯蔵安定性及び粘着剤の塗工性が良好となることが記載されている。 Patent Document 2 also discloses storage of an adhesive by adding a chelate type curing agent (that is, a metal chelate compound) and a reaction inhibitor of the chelate type curing agent to an acrylic polymer having a wide molecular weight distribution. It describes that the stability and the coating property of the pressure-sensitive adhesive are improved.
しかしながら、上述のような従来技術では、初期粘着性を維持しつつ再剥離性に優れた粘着製品を製造するための粘着剤組成物を提供するという観点からさらなる改善の余地があった。 However, the conventional techniques as described above have room for further improvement from the viewpoint of providing a pressure-sensitive adhesive composition for producing a pressure-sensitive adhesive product having excellent removability while maintaining initial pressure-sensitive adhesiveness.
特許文献２において用いられる金属キレート化合物は、塗工してすぐにポリマーと架橋するため、テープ基材が凹凸を有する場合、粘着剤がその凹凸に追従する前に硬化することがあり、テープ基材と粘着剤との密着性が十分ではない。そのため、被着体に貼り付けた粘着テープを再剥離すると、テープ基材から粘着剤層が剥がれて粘着剤層が被着体に貼り付く、いわゆる糊残りが起こることがあり、再剥離性の観点から問題があった。 Since the metal chelate compound used in Patent Document 2 is crosslinked with the polymer immediately after coating, when the tape substrate has irregularities, the adhesive may be cured before following the irregularities. Adhesion between the material and the adhesive is not sufficient. Therefore, when the adhesive tape attached to the adherend is removed again, the adhesive layer may be peeled off from the tape base material and the adhesive layer may adhere to the adherend, so-called adhesive residue may occur. There was a problem from the point of view.
本発明の一態様は、初期粘着性及び再剥離性に優れた粘着製品を製造するための粘着剤組成物を提供することを目的とする。 An object of one aspect of the present invention is to provide a pressure-sensitive adhesive composition for producing a pressure-sensitive adhesive product excellent in initial pressure-sensitive adhesiveness and removability.
本発明者らは上記課題を解決するため鋭意研究した結果、アクリル系ポリマー、金属キレート化合物及び液状ロジン系樹脂を含む粘着剤組成物を用いることにより、初期粘着性及び再剥離性に優れた粘着製品を製造できることを見出し、本発明を完成するに至った。即ち本発明の一態様は以下の構成を含む。
〔１〕アクリル系ポリマー、金属キレート化合物及び液状ロジン系樹脂を含む、粘着剤組成物。
〔２〕上記液状ロジン系樹脂の粘度が１５００〜２５００００ｍＰａ・ｓである、〔１〕に記載の粘着剤組成物。
〔３〕上記液状ロジン系樹脂の重量平均分子量が５００〜５０００である、〔１〕又は〔２〕に記載の粘着剤組成物。
〔４〕上記液状ロジン系樹脂の含有量が、上記アクリル系ポリマー１００質量部に対して、０．１〜３０質量部である、〔１〕から〔３〕のいずれかに記載の粘着剤組成物。
〔５〕上記金属キレート化合物の含有量が、上記アクリル系ポリマー１００質量部に対して、０．００１〜１５質量部である、〔１〕から〔４〕のいずれかに記載の粘着剤組成物。
〔６〕〔１〕から〔５〕のいずれかに記載の粘着剤組成物から得られた粘着剤層を含む、粘着製品。
As a result of intensive studies to solve the above problems, the present inventors have found that an adhesive having excellent initial adhesiveness and removability is obtained by using an adhesive composition containing an acrylic polymer, a metal chelate compound, and a liquid rosin resin. The inventors have found that a product can be manufactured and have completed the present invention. That is, one embodiment of the present invention includes the following configuration.
[1] An adhesive composition comprising an acrylic polymer, a metal chelate compound and a liquid rosin resin.
[2] The pressure-sensitive adhesive composition according to [1], wherein the liquid rosin resin has a viscosity of 1500 to 250,000 mPa · s.
[3] The pressure-sensitive adhesive composition according to [1] or [2], wherein the liquid rosin resin has a weight average molecular weight of 500 to 5,000.
[4] The pressure-sensitive adhesive composition according to any one of [1] to [3], wherein the content of the liquid rosin resin is 0.1 to 30 parts by mass with respect to 100 parts by mass of the acrylic polymer. object.
[5] The pressure-sensitive adhesive composition according to any one of [1] to [4], wherein the content of the metal chelate compound is 0.001 to 15 parts by mass with respect to 100 parts by mass of the acrylic polymer. .
[6] An adhesive product comprising an adhesive layer obtained from the adhesive composition according to any one of [1] to [5].
本発明の一態様によれば、初期粘着性及び再剥離性に優れた粘着製品を製造するための粘着剤組成物を提供することができる。 According to one embodiment of the present invention, it is possible to provide a pressure-sensitive adhesive composition for producing a pressure-sensitive adhesive product excellent in initial pressure-sensitive adhesiveness and removability.
本発明の一実施形態に関して以下に説明するが、本発明はこれに限定されるものではない。なお、本明細書において特記しない限り、数値範囲を表す「Ａ〜Ｂ」は、「Ａ以上、Ｂ以下」を意味する。 An embodiment of the present invention will be described below, but the present invention is not limited to this. Unless otherwise specified in this specification, “A to B” indicating a numerical range means “A or more and B or less”.
〔１．粘着剤組成物〕
本発明の一実施形態に係る粘着剤組成物は、アクリル系ポリマー、金属キレート化合物及び液状ロジン系樹脂を含む。粘着剤組成物が当該構成であることにより、初期粘着性及び再剥離性が優れた粘着製品を製造するための粘着剤組成物を得ることができる。
[1. Adhesive composition)
The pressure-sensitive adhesive composition according to an embodiment of the present invention includes an acrylic polymer, a metal chelate compound, and a liquid rosin resin. When the pressure-sensitive adhesive composition has this configuration, a pressure-sensitive adhesive composition for producing a pressure-sensitive adhesive product having excellent initial pressure-sensitive adhesiveness and removability can be obtained.
本明細書において、粘着製品が「再剥離性」に優れるとは、粘着製品を被着体に貼り付けた状態で静置した後、粘着製品を被着体から再剥離しても、粘着剤層が被着体に残りにくいことを意図する。粘着製品は、特に粘着製品が屋外にて高温多湿条件下で使用される場合があることから、湿熱再剥離性に優れることがより好ましい。ここで、粘着製品が「湿熱再剥離性に優れる」とは、粘着製品を被着体に貼り付けた状態で湿熱条件下（例えば、６０℃９０％ＲＨ）に静置した後、粘着製品を被着体から再剥離しても、粘着剤層が被着体に残りにくいことを意図する。湿熱再剥離性は、後述の実施例に記載された方法で評価される。 In this specification, the adhesive product is excellent in “removability” means that the adhesive product is left to stand in a state where the adhesive product is attached to the adherend, and then the adhesive product is peeled off from the adherend. It is intended that the layer is less likely to remain on the adherend. It is more preferable that the pressure-sensitive adhesive product is excellent in wet heat removability because the pressure-sensitive adhesive product may be used outdoors under high temperature and high humidity conditions. Here, the pressure-sensitive adhesive product is “excellent in wet heat removability” means that the pressure-sensitive adhesive product is allowed to stand under wet heat conditions (for example, 60 ° C. and 90% RH) in a state where the pressure-sensitive adhesive product is attached to an adherend. It is intended that the pressure-sensitive adhesive layer hardly remains on the adherend even if it is peeled off again from the adherend. The wet heat removability is evaluated by the method described in Examples described later.
また、本発明者らは、再剥離性は、剥離速度に影響され、特に低速にて剥離する場合に、再剥離性が低下する傾向にあることを見出した。粘着製品は、低速にて剥離する場合にも、再剥離性に優れることがより好ましい。ここで、剥離速度が低速であるとは、剥離速度が１０ｍｍ／ｍｉｎ〜２００ｍｍ／ｍｉｎであることをいう。 Further, the present inventors have found that the removability is affected by the peeling speed, and the removability tends to be lowered particularly when peeling at a low speed. It is more preferable that the pressure-sensitive adhesive product has excellent removability even when peeling at a low speed. Here, the low peeling speed means that the peeling speed is 10 mm / min to 200 mm / min.
本発明の一実施形態に係る粘着剤組成物によれば、特に湿熱条件下における低速での再剥離において、再剥離性が優れた粘着製品を製造するための粘着剤組成物を得ることができる。 According to the pressure-sensitive adhesive composition according to one embodiment of the present invention, it is possible to obtain a pressure-sensitive adhesive composition for producing a pressure-sensitive adhesive product having excellent removability, particularly in re-peeling at low speed under wet heat conditions. .
本発明の一実施形態に係る粘着剤組成物を用いることにより粘着製品の再剥離性を向上させることができる理由としては、本発明の一実施形態に係る粘着剤組成物は基材表面の凹凸へ追従しやすいため、基材への粘着剤組成物の密着性が改善したためであると考えられる。 The reason why the removability of the pressure-sensitive adhesive product can be improved by using the pressure-sensitive adhesive composition according to one embodiment of the present invention is that the pressure-sensitive adhesive composition according to one embodiment of the present invention has unevenness on the substrate surface. This is considered to be because the adhesiveness of the pressure-sensitive adhesive composition to the base material has been improved.
また、本明細書において、粘着製品が「初期粘着性」に優れるとは、粘着製品を被着体に貼り付けた後に時間が経過しない時点における粘着性に優れることを意図する。初期粘着性は後述の実施例に記載された方法で評価される。 Moreover, in this specification, it is intended that the adhesive product is excellent in “initial adhesiveness” that the adhesive product has excellent adhesiveness at a time point after the adhesive product is attached to the adherend. The initial tackiness is evaluated by the method described in Examples described later.
（アクリル系ポリマー）
本発明の一実施形態において「アクリル系ポリマー」とは、モノマーとして（メタ）アクリル酸又はアルキル（メタ）アクリレートを含むポリマーを意味する。なお、（メタ）アクリル酸とは、アクリル酸又はメタクリル酸を意味する。（メタ）アクリレートとは、アクリレート又はメタクリレートを意味する。上記アルキル（メタ）アクリレートにおけるアルキル基の炭素数は、１〜１２であることが好ましい。そのようなアルキル（メタ）アクリレートとしては、メチル（メタ）アクリレート、エチル（メタ）アクリレート、ブチル（メタ）アクリルレート、イソブチル（メタ）アクリレート、シクロヘキシル（メタ）アクリレート、２−エチルヘキシル（メタ）アクリレート、ｎ−オクチル（メタ）アクリレート、イソオクチル（メタ）アクリレート、ドデシル（メタ）アクリレート、ステアリル（メタ）アクリレート等が挙げられる。これらは１種又は２種以上を用いることができる。粘着特性（保持力及び粘着力等）を考慮すれば、全モノマー成分中のアルキル（メタ）アクリレートの含有量は、７０〜９９．９質量％とすることが好ましい。
(Acrylic polymer)
In one embodiment of the present invention, the “acrylic polymer” means a polymer containing (meth) acrylic acid or alkyl (meth) acrylate as a monomer. In addition, (meth) acrylic acid means acrylic acid or methacrylic acid. (Meth) acrylate means acrylate or methacrylate. It is preferable that carbon number of the alkyl group in the said alkyl (meth) acrylate is 1-12. Such alkyl (meth) acrylates include methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, Examples include n-octyl (meth) acrylate, isooctyl (meth) acrylate, dodecyl (meth) acrylate, stearyl (meth) acrylate, and the like. These can use 1 type (s) or 2 or more types. Considering the adhesive properties (holding power, adhesive strength, etc.), the content of alkyl (meth) acrylate in all monomer components is preferably 70-99.9% by mass.
上記アクリル系ポリマーは、上述の（メタ）アクリル酸、アルキル（メタ）アクリレート以外のモノマーを含んでいてもよい。そのようなモノマーを本明細書において、「その他のモノマー」とも称する。その他のモノマーとしては、スチレン、α−メチルスチレン等の芳香族系モノマー；酢酸ビニル、プロピオン酸ビニル等のビニルエステル；Ｎ−ビニルピロリドン、アクリロイルモルホリン等のＮ基含有モノマー；（メタ）アクリロニトリル等のニトリル基含有モノマー；（メタ）アクリルアミド、Ｎ−メチロールアクリルアミド等のアミド系モノマー；２−ヒドロキシエチル（メタ）アクリレート、４−ヒドロキシブチル（メタ）アクリレート等の水酸基置換アルキル（メタ）アクリレート等が挙げられるが、特に限定されるものではない。アクリル系ポリマー中のその他のモノマーの含有量は、０〜２０質量％とすることが好ましい。その他のモノマーの含有量が２０質量％以下であれば、粘着剤組成物がガラス転移温度（Ｔｇ）の上昇に伴って硬くなることを防ぐことができる。それゆえ、粘着剤組成物の粘着性及び耐反発性等の特性の低下を防ぐことができる。 The acrylic polymer may contain a monomer other than the above (meth) acrylic acid and alkyl (meth) acrylate. Such monomers are also referred to herein as “other monomers”. Other monomers include aromatic monomers such as styrene and α-methylstyrene; vinyl esters such as vinyl acetate and vinyl propionate; N-group-containing monomers such as N-vinylpyrrolidone and acryloylmorpholine; and (meth) acrylonitrile. Nitrile group-containing monomers; amide monomers such as (meth) acrylamide and N-methylolacrylamide; and hydroxyl-substituted alkyl (meth) acrylates such as 2-hydroxyethyl (meth) acrylate and 4-hydroxybutyl (meth) acrylate However, it is not particularly limited. The content of other monomers in the acrylic polymer is preferably 0 to 20% by mass. If content of another monomer is 20 mass% or less, it can prevent that an adhesive composition becomes hard with a raise of glass transition temperature (Tg). Therefore, it is possible to prevent a decrease in properties such as adhesiveness and rebound resistance of the adhesive composition.
アクリル系ポリマーは、常温で粘着性を有していることが好ましい。タック及び粘着力のバランスの観点から、アクリル系ポリマーのＴｇが−６５℃〜−３０℃になるように、上記例示したモノマーを選択することが好ましい。ＴｇはＤＳＣ（示差走査熱量測定装置）、ＤＴＡ（示差熱分析装置）、又はＴＭＡ（熱機械測定装置）によって求めることができる。また、ホモポリマーのＴｇ（Ｋ）と、モノマーの重量分率等から求められる計算値をＴｇの目安にしてもよい。 The acrylic polymer preferably has adhesiveness at room temperature. From the viewpoint of the balance between tack and adhesive strength, it is preferable to select the monomers exemplified above so that the Tg of the acrylic polymer is -65 ° C to -30 ° C. Tg can be determined by DSC (Differential Scanning Calorimetry), DTA (Differential Thermal Analysis), or TMA (Thermomechanical Measurement). Further, a calculated value obtained from the Tg (K) of the homopolymer and the weight fraction of the monomer may be used as a measure of Tg.
アクリル系ポリマーの重量平均分子量は、特に限定されるものではないが、再剥離性の観点から、好ましくは１０万〜１５０万であり、より好ましくは３０万〜１００万である。ここで、重量平均分子量は、ゲルパーミエーションクロマトグラフィー（ＧＰＣ）を用いて測定したポリスチレン換算の分子量である。 The weight average molecular weight of the acrylic polymer is not particularly limited, but is preferably 100,000 to 1,500,000, more preferably 300,000 to 1,000,000 from the viewpoint of removability. Here, the weight average molecular weight is a molecular weight in terms of polystyrene measured using gel permeation chromatography (GPC).
アクリル系ポリマーの製造方法としては、従来公知の重合方法によりモノマーを重合させる方法を採用することができ、その重合方法は特に限定されない。例えば、溶液重合法又はバルク重合法等を用いることができ、工業的には溶液重合法が好ましい。溶液重合法は、重合時の重合熱の除去が容易であり、且つ、操業性が良いからである。 As a method for producing the acrylic polymer, a method of polymerizing a monomer by a conventionally known polymerization method can be employed, and the polymerization method is not particularly limited. For example, a solution polymerization method or a bulk polymerization method can be used, and the solution polymerization method is preferred industrially. This is because the solution polymerization method is easy to remove the polymerization heat during polymerization and has good operability.
溶液重合法又はバルク重合法では、モノマー成分を一括仕込みで重合する方法、モノマーを滴下しながら重合する方法、一部を一括で仕込んでおき、残りのモノマーを滴下しながら重合する方法等、いずれも採用できる。一括仕込みで重合する場合、重合開始剤は最初の仕込みのとき及び後添加するとき以外、重合系に加えないようにすることが好ましい。これは、高分子量ポリマーを生成するためである。モノマー滴下の際は、重合反応容器中のモノマーと重合開始剤との比率をなるべく一定にするために、モノマーと重合開始剤との混合物を滴下することが好ましい。 In the solution polymerization method or bulk polymerization method, a method of polymerizing monomer components in a batch, a method of polymerizing while dropping monomers, a method of charging in a batch and polymerizing while dropping the remaining monomers, etc. Can also be adopted. When polymerizing by batch charging, it is preferable not to add the polymerization initiator to the polymerization system except at the initial charging and after addition. This is to produce a high molecular weight polymer. In dropping the monomer, it is preferable to drop a mixture of the monomer and the polymerization initiator in order to make the ratio of the monomer and the polymerization initiator in the polymerization reaction vessel as constant as possible.
重合開始剤としては、メチルエチルケトンパーオキサイド、ベンゾイルパーオキサイド、ジクミルパーオキサイド、ｔ−ブチルハイドロパーオキサイド、クメンハイドロパーオキサイド、ｔ−ブチルパーオキシオクトエート、ｔ−ブチルパーオキシベンゾエート、ラウロイルパーオキサイド等を含む過酸化物系重合開始剤、又はアゾビスイソブチロニトリル等を含むアゾ系重合開始剤等の公知のものを利用することができる。重合開始剤は、後添加前においては重合反応容器内のモノマーの質量に対して、０．０１〜１質量％となるように使用することが好ましい。重合開始剤があまりに多いと、所望するポリマーが得られない。 Examples of the polymerization initiator include methyl ethyl ketone peroxide, benzoyl peroxide, dicumyl peroxide, t-butyl hydroperoxide, cumene hydroperoxide, t-butyl peroxy octoate, t-butyl peroxy benzoate, lauroyl peroxide, etc. Known compounds such as peroxide polymerization initiators containing azo or azo polymerization initiators containing azobisisobutyronitrile can be used. The polymerization initiator is preferably used so as to be 0.01 to 1% by mass relative to the mass of the monomer in the polymerization reaction vessel before post-addition. If the polymerization initiator is too much, the desired polymer cannot be obtained.
溶液重合で用いられる溶媒としては、例えば、トルエン、キシレン等の芳香族炭化水素類；酢酸エチル、酢酸ブチル等の脂肪族エステル類；シクロヘキサン等の脂環族炭化水素類；ヘキサン、ペンタン等の脂肪族炭化水素類等が挙げられるが、上記重合反応を阻害しなければ、特に限定されない。これらの溶媒は、１種類のみを用いてもよく、２種類以上を便宜混合して用いてもよい。なお、溶媒の使用量は、適宜決定すればよい。 Examples of the solvent used in the solution polymerization include aromatic hydrocarbons such as toluene and xylene; aliphatic esters such as ethyl acetate and butyl acetate; alicyclic hydrocarbons such as cyclohexane; fats such as hexane and pentane. Group hydrocarbons and the like, but are not particularly limited as long as the polymerization reaction is not inhibited. These solvents may be used alone or in combination of two or more. In addition, what is necessary is just to determine the usage-amount of a solvent suitably.
反応温度及び反応時間等の反応条件は、例えば、モノマー成分の組成、重合方法、あるいは、得られる粘着剤組成物の要求特性、粘着剤の用途等に応じて便宜設定すればよく、特に限定されない。また、反応圧力も特に限定されるものではなく、常圧（大気圧）、減圧、加圧のいずれであってもよい。なお、重合反応は、窒素ガス等の不活性ガスの雰囲気下で行うことが望ましい。 Reaction conditions such as reaction temperature and reaction time may be set conveniently according to, for example, the composition of the monomer component, the polymerization method, or the required characteristics of the obtained pressure-sensitive adhesive composition, the use of the pressure-sensitive adhesive, etc., and are not particularly limited. . Further, the reaction pressure is not particularly limited, and may be any of normal pressure (atmospheric pressure), reduced pressure, and increased pressure. The polymerization reaction is desirably performed in an atmosphere of an inert gas such as nitrogen gas.
（金属キレート化合物）
本発明の一実施形態において金属キレート化合物は、１分子当たり金属キレート基を２個以上有する化合物であれば特に限定されない。本発明の一実施形態において、金属キレート化合物は架橋剤として使用される。本発明の一実施形態に係る粘着剤組成物が金属キレート化合物を含むことにより、粘着剤組成物を基材に塗工して一定期間放置する工程（一般に、養生する工程とも呼ばれる）にかかる時間を短縮でき、生産効率を上げることができる。金属キレート化合物は、例えば、アルミニウム、亜鉛、カドミウム、ニッケル、コバルト、銅、カルシウム、バリウム、チタン、マンガン、鉄、鉛、ジルコニウム、クロム、錫等の金属に、アセチルアセトン、アセト酢酸メチル、アセト酢酸エチル、乳酸エチル、サリチル酸メチル等が配位した金属キレート化合物等が挙げられる。これらの中でも金属キレート化合物は、アルミニウムトリス（アセチルアセトネート）等のアルミニウムキレートが好ましい。
(Metal chelate compound)
In one embodiment of the present invention, the metal chelate compound is not particularly limited as long as it is a compound having two or more metal chelate groups per molecule. In one embodiment of the invention, the metal chelate compound is used as a crosslinker. When the pressure-sensitive adhesive composition according to one embodiment of the present invention contains a metal chelate compound, it takes time to apply the pressure-sensitive adhesive composition to a substrate and leave it for a certain period of time (generally also referred to as a curing step). The production efficiency can be improved. Metal chelate compounds include, for example, metals such as aluminum, zinc, cadmium, nickel, cobalt, copper, calcium, barium, titanium, manganese, iron, lead, zirconium, chromium, tin, acetylacetone, methyl acetoacetate, ethyl acetoacetate , Metal chelate compounds coordinated with ethyl lactate, methyl salicylate and the like. Among these, the metal chelate compound is preferably an aluminum chelate such as aluminum tris (acetylacetonate).
本発明の一実施形態に係る粘着剤組成物において、金属キレート化合物の含有量は、アクリル系ポリマー１００質量部に対して、０．００１〜１５質量部であることが好ましく、０．０１〜１０質量部であることがより好ましい。 In the pressure-sensitive adhesive composition according to one embodiment of the present invention, the content of the metal chelate compound is preferably 0.001 to 15 parts by mass with respect to 100 parts by mass of the acrylic polymer, and 0.01 to 10 More preferably, it is part by mass.
（液状ロジン系樹脂）
本発明の一実施形態において「液状ロジン系樹脂」とは、室温（２３℃）で液体状態のロジン系樹脂を意図する。本発明の一実施形態において液状ロジン系樹脂は、粘着付与剤として使用される。従来、粘着付与剤として使用されるロジン系樹脂は、粘着性向上の観点から、軟化点が８０℃以上である樹脂（すなわち、室温で固体である樹脂）が好ましいとされてきた。しかし、驚くべきことに、本発明者らは、室温（２３℃）で液体状態のロジン系樹脂を用いることにより、初期粘着性及び再剥離性に優れる粘着剤組成物を得られることを見出した。なお、液状ロジン系樹脂は、室温（２３℃）で液体状態であるため軟化点の測定が困難である。液状ロジン系樹脂が奏する作用機構としては、金属キレート化合物の硬化抑制に働いたこと、粘着剤組成物の流動性向上に働いたこと、基材との接着強度が向上したこと等が考えられる。なお、軟化点は、ＪＩＳ Ｋ５９０２に規定されている乾球法にしたがって測定した軟化温度である。
(Liquid rosin resin)
In one embodiment of the present invention, the “liquid rosin resin” means a rosin resin in a liquid state at room temperature (23 ° C.). In one embodiment of the present invention, the liquid rosin resin is used as a tackifier. Conventionally, a rosin resin used as a tackifier is preferably a resin having a softening point of 80 ° C. or higher (that is, a resin that is solid at room temperature) from the viewpoint of improving tackiness. However, surprisingly, the present inventors have found that a pressure-sensitive adhesive composition having excellent initial adhesiveness and removability can be obtained by using a rosin resin in a liquid state at room temperature (23 ° C.). . In addition, since a liquid rosin-type resin is a liquid state at room temperature (23 degreeC), the measurement of a softening point is difficult. As an action mechanism exhibited by the liquid rosin resin, it may be considered that the metal chelate compound is inhibited from being cured, the fluidity of the pressure-sensitive adhesive composition is improved, and the adhesive strength with the base material is improved. The softening point is a softening temperature measured according to a dry bulb method defined in JIS K5902.
液状ロジン系樹脂としては、室温（２３℃）で液体状態のロジン系樹脂であれば特に限定されるものではないが、例えば、スーパーエステルＬ、スーパーエステルＡ−１８、エステルガムＡＴ（以上、荒川化学工業株式会社製）、ハリタックＤＰ−２６７６−９０Ｅ（ハリマ化成株式会社製、有効成分９０ｗｔ％、有効成分１００％の粘度は７０００〜８０００ｍＰａ・ｓ）等が挙げられる。 The liquid rosin resin is not particularly limited as long as it is a rosin resin in a liquid state at room temperature (23 ° C.). For example, Super Ester L, Super Ester A-18, Ester Gum AT (above, Arakawa) Chemical Industry Co., Ltd.), Haritac DP-2676-90E (manufactured by Harima Chemicals Co., Ltd., active ingredient 90 wt%, active ingredient 100% viscosity is 7000 to 8000 mPa · s).
液状ロジン系樹脂の室温雰囲気下での粘度は、１５００〜２５００００ｍＰａ・ｓであることが好ましい。液状ロジン系樹脂の室温雰囲気下での粘度が当該構成であれば、粘着剤がテープ基材に追従しやすいため好ましい。なお、液状ロジン系樹脂の室温雰囲気下での粘度は、ＢＨ型粘度計により測定される。 The viscosity of the liquid rosin resin in a room temperature atmosphere is preferably 1500 to 250,000 mPa · s. If the viscosity of the liquid rosin resin in a room temperature atmosphere is such a configuration, it is preferable because the pressure-sensitive adhesive easily follows the tape substrate. The viscosity of the liquid rosin resin in a room temperature atmosphere is measured with a BH viscometer.
液状ロジン系樹脂の重量平均分子量は、５００〜５０００であることが好ましい。 The weight average molecular weight of the liquid rosin resin is preferably 500 to 5,000.
液状ロジン系樹脂の酸価は特に限定されないが、例えば、９〜３０である。 Although the acid value of liquid rosin resin is not specifically limited, For example, it is 9-30.
本発明の一実施形態に係る粘着剤組成物において、液状ロジン系樹脂の含有量は、アクリル系ポリマー１００質量部に対して、０．１〜３０質量部であることが好ましく、１〜２５質量部であることがより好ましい。液状ロジン系樹脂の含有量が０．１質量部以上であれば、粘着付与剤による粘着力向上効果を十分に発揮させることができる。一方、上記粘着付与剤の含有量が３０質量部以下であれば、粘着力の低下を防ぐことができる。 In the pressure-sensitive adhesive composition according to one embodiment of the present invention, the content of the liquid rosin resin is preferably 0.1 to 30 parts by mass, and 1 to 25 parts by mass with respect to 100 parts by mass of the acrylic polymer. More preferably, it is a part. If content of liquid rosin-type resin is 0.1 mass part or more, the adhesive force improvement effect by a tackifier can fully be exhibited. On the other hand, if content of the said tackifier is 30 mass parts or less, the fall of adhesive force can be prevented.
（有機溶剤）
本発明の一実施形態に係る粘着剤組成物は、さらに有機溶剤を含んでいてもよい。有機溶剤は、粘着剤組成物の粘度を調製する希釈剤として使用される。上記有機溶剤としては、例えば、ｎ−ヘキサン、ｎ−ヘプタン等の脂肪族炭化水素；シクロペンタン、シクロヘキサン、メチルシクロヘキサン、ジメチルシクロヘキサン、トリメチルシクロヘキサン、エチルシクロヘキサン、ジエチルシクロヘキサン、デカヒドロナフタレン、ビシクロヘプタン、トリシクロデカン、ヘキサヒドロインデンシクロヘキサン、シクロオクタン、α−ピネン、ターピノーレン、リモネン等の脂環族炭化水素；トルエン、キシレン、ベンゼン、ソルベントナフサ等の芳香族炭化水素、酢酸エチル、酢酸ブチル等のエステル；アセトン、メチルエチルケトン、メチルイソブチルケトン、シクロヘキサノン等のケトンを挙げることができる。
(Organic solvent)
The pressure-sensitive adhesive composition according to one embodiment of the present invention may further contain an organic solvent. The organic solvent is used as a diluent for adjusting the viscosity of the pressure-sensitive adhesive composition. Examples of the organic solvent include aliphatic hydrocarbons such as n-hexane and n-heptane; cyclopentane, cyclohexane, methylcyclohexane, dimethylcyclohexane, trimethylcyclohexane, ethylcyclohexane, diethylcyclohexane, decahydronaphthalene, bicycloheptane, tri Cycloaliphatic hydrocarbons such as cyclodecane, hexahydroindenecyclohexane, cyclooctane, α-pinene, terpinolene and limonene; aromatic hydrocarbons such as toluene, xylene, benzene and solvent naphtha; esters such as ethyl acetate and butyl acetate; Mention may be made of ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone and cyclohexanone.
（その他の成分）
本発明の一実施形態に係る粘着剤組成物は、さらに、必要に応じて、アルコール、アセチルアセトン、アセト酢酸エステル及び、マロン酸エステルのうち少なくとも１種を含んでいてもよい。これらを粘着剤組成物に添加すると金属キレート化合物に作用して、粘着剤組成物の硬化時間を長くし、基材への追従性を高めることができる。さらに、これらを添加することにより、粘着剤組成物のポットライフを大幅に長くすることができる。
(Other ingredients)
The pressure-sensitive adhesive composition according to one embodiment of the present invention may further contain at least one of alcohol, acetylacetone, acetoacetate ester, and malonate ester as necessary. When these are added to the pressure-sensitive adhesive composition, they act on the metal chelate compound, and the curing time of the pressure-sensitive adhesive composition can be lengthened and the followability to the substrate can be improved. Furthermore, the pot life of an adhesive composition can be extended significantly by adding these.
アルコールは、例えばメタノール、エタノール、１−プロパノール、イソプロパノール、１−ブタノール、イソブタノール、ｔｅｒｔ−ブタノール、１−ペンタノール、イソペンタノール、１−ヘキサノール、４−メチル−２−ペンタノール、１−ヘプタノール、１−オクタノール、イソオクタノール、２−エチルヘキサノール、１−ノナノール、イソノナノール、１−デカノール、１−ドデカノール、１−ミリスチルアルコール、セチルアルコール、１−ステアリルアルコール、イソステアリルアルコール、２−オクチルデカノール、２−オクチルドデカノール、２−ヘキシルデカノール、ベヘニルアルコール、及びオレイルアルコール等が挙げられる。 Examples of the alcohol include methanol, ethanol, 1-propanol, isopropanol, 1-butanol, isobutanol, tert-butanol, 1-pentanol, isopentanol, 1-hexanol, 4-methyl-2-pentanol, and 1-heptanol. 1-octanol, isooctanol, 2-ethylhexanol, 1-nonanol, isononanol, 1-decanol, 1-dodecanol, 1-myristyl alcohol, cetyl alcohol, 1-stearyl alcohol, isostearyl alcohol, 2-octyldecanol, Examples include 2-octyldodecanol, 2-hexyldecanol, behenyl alcohol, and oleyl alcohol.
アセト酢酸エステルは、例えばアセト酢酸メチル、アセト酢酸エチル、アセト酢酸イソプロピル、アセト酢酸ブチル、アセト酢酸イソブチル、アセト酢酸ｔｅｒｔ−ブチル等が挙げられる。 Examples of the acetoacetate include methyl acetoacetate, ethyl acetoacetate, isopropyl acetoacetate, butyl acetoacetate, isobutyl acetoacetate, and tert-butyl acetoacetate.
マロン酸エステルは、例えばマロン酸ジメチル、マロン酸ジエチル、マロン酸ジブチル等が挙げられる。 Examples of malonic acid esters include dimethyl malonate, diethyl malonate, and dibutyl malonate.
金属キレート化合物に作用しやすいため、粘着剤組成物の硬化時間をより長くすることができるという観点から、これらの中でもアセチルアセトンが好ましい。 Among these, acetylacetone is preferred from the viewpoint that the curing time of the pressure-sensitive adhesive composition can be made longer because it easily acts on the metal chelate compound.
本発明の一実施形態に係る粘着剤組成物は、さらに、必要に応じて、粘着剤に通常使用される添加剤を含んでいてもよい。かかる添加剤としては、充填剤、顔料、希釈剤、老化防止剤、紫外線吸収剤、紫外線安定剤等が挙げられる。また、添加剤として、金属キレート化合物以外の架橋剤や液状ロジン系樹脂以外の粘着付与剤を用いてもよい。これらの添加剤は、１種類又は２種以上、使用可能である。これらの添加剤の含有量は、所望する物性が得られるように適宜設定すればよい。 The pressure-sensitive adhesive composition according to one embodiment of the present invention may further contain an additive that is usually used for a pressure-sensitive adhesive, if necessary. Examples of such additives include fillers, pigments, diluents, anti-aging agents, ultraviolet absorbers, and ultraviolet stabilizers. Moreover, you may use tackifiers other than crosslinking agents other than a metal chelate compound, and liquid rosin resin as an additive. These additives can be used alone or in combination of two or more. What is necessary is just to set content of these additives suitably so that the desired physical property may be acquired.
〔２．粘着製品〕
本発明の一実施形態に係る粘着製品は、上述の粘着剤組成物から得られた粘着剤層を含む。当該粘着製品としては、例えば、粘着シート、粘着ラベル、粘着テープ、両面テープ等が挙げられる。このような粘着製品は、基材レスで、又は基材に粘着剤の層を形成することにより製造される。より具体的には、例えば、段ボール、紙もしくはポリエチレンのシート、又は緩衝材など様々なものを固定化し、剥がした時に糊残りしにくい養生テープ、又は塗装時に塗料が余計な部分に付かないように保護するマスキングテープなどが粘着製品として挙げられる。
[2. Adhesive product)
The pressure-sensitive adhesive product according to one embodiment of the present invention includes a pressure-sensitive adhesive layer obtained from the above-described pressure-sensitive adhesive composition. Examples of the pressure-sensitive adhesive product include a pressure-sensitive adhesive sheet, a pressure-sensitive adhesive label, a pressure-sensitive adhesive tape, and a double-sided tape. Such pressure-sensitive adhesive products are manufactured without a base material or by forming a layer of a pressure-sensitive adhesive on the base material. More specifically, for example, cardboard, paper or polyethylene sheets, or cushioning materials are fixed, and a curing tape that does not leave adhesive residue when peeled off, or paint is not attached to unnecessary parts during painting. Masking tapes to protect are listed as adhesive products.
基材としては、上質紙、クラフト紙、クレープ紙、グラシン紙等の従来公知の紙類；ポリエチレン、ポリプロピレン、ポリエステル、ポリスチレン、ポリエチレンテレフテレート、ポリ塩化ビニル、セロファン等のプラスチック；織布、不織布等の繊維製品、ポリエチレンクロス紙、ポリプロピレンクロス紙、ポリエステル・ポリエチレン混合クロス紙等のラミネートクロス紙等を利用できる。ここで、ラミネートクロス紙とは、紙等の基材に樹脂でできたクロス（網）を積層した複合物をいう。基材が上述のラミネートクロス紙の場合、クロスの形状及びクロスの網目の大きさは特に限定されず、粘着製品の用途等に合わせて適宜決定すればよい。本発明の一実施形態に係る粘着製品が養生テープである場合、養生テープに使用される基材は、表面形状が凹凸であることが好ましい。表面凹凸の形状として、格子状、網目状、エンボス状等が挙げられ、具体的には、織布、不織布等の繊維製品やポリエチレンクロス紙、ポリプロピレンクロス紙、ポリエステル・ポリエチレン混合クロス紙が基材として使用される。基材の形状は、例えば、フィルム状、シート状、テープ状、板状、発泡体等が挙げられるが、特に限定されるものではない。基材の片面に粘着剤組成物を公知の方法で塗布することによって、粘着シート、粘着テープ、粘着ラベル等を得ることができる。また、紙、合成紙、プラスチックフィルム等のシート状物に離型剤が塗布されている離型紙等に粘着剤組成物を塗布することにより、基材レス（単層構造）の粘着製品が得られ、基材レスの両面テープとして使用することができる。また、上記基材の両面に同種又は異種の粘着剤組成物を塗布して、両面テープとしてもよい。 As the base material, conventionally known papers such as fine paper, kraft paper, crepe paper, glassine paper; plastics such as polyethylene, polypropylene, polyester, polystyrene, polyethylene terephthalate, polyvinyl chloride, cellophane; woven fabric, non-woven fabric Fiber laminates such as polyethylene cloth paper, polypropylene cloth paper, and laminated cloth paper such as polyester / polyethylene mixed cloth paper. Here, the laminated cloth paper refers to a composite in which a cloth (mesh) made of resin is laminated on a base material such as paper. When the substrate is the above-described laminated cloth paper, the shape of the cloth and the size of the mesh of the cloth are not particularly limited, and may be appropriately determined according to the use of the adhesive product. When the pressure-sensitive adhesive product according to an embodiment of the present invention is a curing tape, the substrate used for the curing tape preferably has an uneven surface shape. Examples of surface irregularities include lattice, mesh, and embossed shapes. Specifically, textile products such as woven fabric and nonwoven fabric, polyethylene cloth paper, polypropylene cloth paper, and polyester / polyethylene mixed cloth paper are used as base materials. Used as. Examples of the shape of the substrate include, but are not particularly limited to, a film shape, a sheet shape, a tape shape, a plate shape, and a foam. An adhesive sheet, an adhesive tape, an adhesive label, etc. can be obtained by apply | coating an adhesive composition to the single side | surface of a base material by a well-known method. In addition, by applying an adhesive composition to release paper, etc., where a release agent is applied to a sheet of paper, synthetic paper, plastic film, etc., a substrateless (single-layer structure) adhesive product is obtained. And can be used as a baseless double-sided tape. Moreover, it is good also as a double-sided tape by apply | coating the same kind or different kind of adhesive composition on both surfaces of the said base material.
粘着剤組成物を基材に塗布する方法は、特に限定されず、ロールコーティング法、スプレーコーティング法、ディッピング法等の公知の方法を採用することができる。この場合、粘着剤組成物を基材に直接塗布する方法、離型紙等に粘着剤組成物を塗布した後、この塗布物を基材上に転写する方法等いずれも採用可能である。 The method for applying the pressure-sensitive adhesive composition to the substrate is not particularly limited, and a known method such as a roll coating method, a spray coating method, or a dipping method can be employed. In this case, any of a method for directly applying the pressure-sensitive adhesive composition to the substrate, a method for applying the pressure-sensitive adhesive composition to a release paper, and then transferring the coated material onto the substrate can be employed.
粘着剤組成物を塗布した後、乾燥させることにより、基材上に粘着剤層が形成される。乾燥温度は、特に限定されないが、加熱乾燥時に架橋反応が進行するので、架橋剤の種類に応じて架橋反応が速やかに進行する温度で乾燥することが好ましい。なお、用途によっては、粘着剤組成物を被着体に直接、塗布してもよい。 After apply | coating an adhesive composition, an adhesive layer is formed on a base material by making it dry. The drying temperature is not particularly limited, but since the crosslinking reaction proceeds at the time of heat drying, it is preferable to dry at a temperature at which the crosslinking reaction proceeds promptly according to the type of the crosslinking agent. In addition, depending on a use, you may apply | coat an adhesive composition directly to a to-be-adhered body.
基材上に形成された粘着剤層の表面には、例えば、離型紙を貼着してもよい。離型紙は剥離紙とも称される。これにより、粘着剤層の表面を好適に保護及び保存することができる。剥離紙は、粘着製品を使用する際に、粘着剤組成物の表面から引き剥がされる。なお、シート状又はテープ状等の基材の片面に粘着剤面が形成されている場合は、この基材の背面に公知の離型剤を塗布して離型剤層を形成することが好ましい。これにより、粘着剤層を内側にして、粘着シート（テープ）をロール状に巻けば、粘着剤層は、基材背面の離型剤層と当接することとなるので、粘着剤層の表面が保護及び保存される。 For example, release paper may be attached to the surface of the pressure-sensitive adhesive layer formed on the substrate. The release paper is also called release paper. Thereby, the surface of an adhesive layer can be protected and preserve | saved suitably. The release paper is peeled off from the surface of the pressure-sensitive adhesive composition when the pressure-sensitive adhesive product is used. In addition, when the pressure-sensitive adhesive surface is formed on one side of a base material such as a sheet or tape, it is preferable to form a release agent layer by applying a known release agent to the back surface of the base material. . As a result, when the pressure-sensitive adhesive layer is placed inside and the pressure-sensitive adhesive sheet (tape) is wound in a roll shape, the pressure-sensitive adhesive layer comes into contact with the release agent layer on the back surface of the base material. Protected and preserved.
本発明は上述した各実施形態に限定されるものではなく、請求項に示した範囲で種々の変更が可能であり、異なる実施形態にそれぞれ開示された技術的手段を適宜組み合わせて得られる実施形態についても本発明の技術的範囲に含まれる。 The present invention is not limited to the above-described embodiments, and various modifications are possible within the scope shown in the claims, and embodiments obtained by appropriately combining technical means disclosed in different embodiments. Is also included in the technical scope of the present invention.
〔実施例１〕
冷却管、窒素ガス導入管、温度計、滴下漏斗及び撹拌機を備えた反応容器内に、酢酸エチル１００部（質量部、以下同じ）、２−エチルヘキシルアクリレート６０部、ブチルアクリレート３１．５部、アクリル酸３部、２−ヒドロキシエチルアクリレート０．５部、及び酢酸ビニル５．０部を入れた。その後、この反応容器内に過酸化物系重合開始剤（日本油脂株式会社製、商品名：ナイパーＢＭＴ−Ｋ４０）０．１部を入れ、窒素ガス雰囲気中にて８０℃で３時間反応させた。その後、アゾ系重合開始剤（株式会社日本ファインケム社製、商品名：ＡＢＮ−Ｅ）０．３部を添加し、さらに８０℃で３時間反応させることで、重量平均分子量が５２．５万のアクリル系ポリマーを得た。その後、得られたアクリル系ポリマーを含む反応混合物を室温まで冷却し、液状ロジン系樹脂（荒川化学工業株式会社製、商品名：スーパーエステルＬ）１０．０部、及び酢酸エチル１０．０部を添加し、１時間撹拌させることにより溶液を得た。
[Example 1]
In a reaction vessel equipped with a cooling pipe, a nitrogen gas introduction pipe, a thermometer, a dropping funnel and a stirrer, 100 parts of ethyl acetate (mass part, the same applies hereinafter), 60 parts of 2-ethylhexyl acrylate, 31.5 parts of butyl acrylate, 3 parts of acrylic acid, 0.5 part of 2-hydroxyethyl acrylate, and 5.0 parts of vinyl acetate were added. Thereafter, 0.1 part of a peroxide polymerization initiator (manufactured by Nippon Oil & Fats Co., Ltd., trade name: Nyper BMT-K40) was placed in the reaction vessel, and reacted at 80 ° C. for 3 hours in a nitrogen gas atmosphere. . Thereafter, 0.3 part of an azo polymerization initiator (manufactured by Nippon Finechem Co., Ltd., trade name: ABN-E) was added and further reacted at 80 ° C. for 3 hours, so that the weight average molecular weight was 525,000. An acrylic polymer was obtained. Thereafter, the resulting reaction mixture containing the acrylic polymer was cooled to room temperature, and 10.0 parts of a liquid rosin resin (Arakawa Chemical Industries, trade name: Superester L) and 10.0 parts of ethyl acetate were added. The solution was obtained by adding and stirring for 1 hour.
得られた溶液１００部に対して、アルミニウムトリス（アセチルアセトネート）（川研ファインケミカル株式会社製、商品名：アルミキレートＡ）１．０部とアセチルアセトン（株式会社ダイセル製）３．０部を添加することにより、粘着剤組成物を得た。 To 100 parts of the resulting solution, 1.0 part of aluminum tris (acetylacetonate) (manufactured by Kawaken Fine Chemical Co., Ltd., trade name: aluminum chelate A) and 3.0 parts of acetylacetone (manufactured by Daicel Corporation) are added. By doing, the adhesive composition was obtained.
アプリケーターを用いて上記粘着剤組成物を剥離紙（サンエー化研株式会社製、商品名：Ｋ−８０ＨＳ）に塗布し、次いで９０℃の温度で３分間乾燥させた。これにより、剥離紙上に、厚さが４０μｍである粘着剤層を形成させた。この粘着剤層上に養生テープ用基材（ポリエチレンクロス紙、基材表面に網目状の凹凸有り、６０×１５クロス、厚さ：１００μｍ）を張り合わせることにより、片面が接着面である粘着テープを得た。 The pressure-sensitive adhesive composition was applied to release paper (manufactured by Sanei Kaken Co., Ltd., trade name: K-80HS) using an applicator, and then dried at a temperature of 90 ° C. for 3 minutes. As a result, an adhesive layer having a thickness of 40 μm was formed on the release paper. A tape for curing tape (polyethylene cloth paper, mesh-like irregularities on the surface of the substrate, 60 × 15 cloth, thickness: 100 μm) is pasted on this pressure-sensitive adhesive layer. Got.
〔実施例２〜４〕
液状ロジン系樹脂を、表１に示す液状ロジン系樹脂に変更した以外は、実施例１と同様の反応及び操作を行い、アクリル系ポリマー、粘着剤組成物及び粘着テープを得た。
[Examples 2 to 4]
Except having changed the liquid rosin-type resin into the liquid rosin-type resin shown in Table 1, the reaction and operation similar to Example 1 were performed, and the acrylic polymer, the adhesive composition, and the adhesive tape were obtained.
なお、実施例２〜４では、液状ロジン系樹脂として以下の製品を用いた。
実施例２：スーパーエステルＡ−１８：荒川化学工業株式会社製
実施例３：エステルガムＡＴ：荒川化学工業株式会社製
実施例４：ハリタックＤＰ−２６７６−９０Ｅ：ハリマ化成株式会社製、液状（有効成分９０ｗｔ％、有効成分１００％の場合の粘度は７０００〜８０００ｍＰａ・ｓ）
〔比較例１〕
液状ロジン系樹脂を使用しなかった以外は実施例１と同様の反応及び操作を行い、アクリル系ポリマー、粘着剤組成物及び粘着テープを得た。
In Examples 2 to 4, the following products were used as liquid rosin resins.
Example 2: Superester A-18: manufactured by Arakawa Chemical Industries, Ltd. Example 3: Ester gum AT: manufactured by Arakawa Chemical Industries, Ltd. Example 4: Haritac DP-2676-90E: manufactured by Harima Chemicals Co., Ltd. (effective) (The viscosity in the case of 90% by weight component and 100% active ingredient is 7000 to 8000 mPa · s)
[Comparative Example 1]
Except that no liquid rosin resin was used, the same reaction and operation as in Example 1 were performed to obtain an acrylic polymer, an adhesive composition and an adhesive tape.
〔比較例２〕
アルミニウムトリス（アセチルアセトネート）を使用しなかった以外は実施例１と同様の反応及び操作を行い、アクリル系ポリマー、粘着剤組成物及び粘着テープを得た。
[Comparative Example 2]
Except not using aluminum tris (acetylacetonate), the same reaction and operation as Example 1 were performed, and the acrylic polymer, the adhesive composition, and the adhesive tape were obtained.
〔比較例３〕
液状ロジン系樹脂を表１に示すロジン系樹脂（Ｄ−１３５：荒川化学工業株式会社製、製品名：ペンセルＤ−１３５、フレーク状（軟化点１３５℃））に変更した以外は実施例１と同様の反応及び操作を行い、アクリル系ポリマー、粘着剤組成物及び粘着テープを得た。
[Comparative Example 3]
Example 1 except that the liquid rosin resin was changed to the rosin resin shown in Table 1 (D-135: manufactured by Arakawa Chemical Industries, Ltd., product name: Pencel D-135, flake shape (softening point 135 ° C.)). The same reaction and operation were performed to obtain an acrylic polymer, a pressure-sensitive adhesive composition and a pressure-sensitive adhesive tape.
〔粘着テープの評価〕
実施例及び比較例にて得られた粘着テープの初期粘着性及び再剥離性を、以下の試験方法により評価した。
[Evaluation of adhesive tape]
The initial adhesiveness and removability of the adhesive tapes obtained in Examples and Comparative Examples were evaluated by the following test methods.
（１）初期粘着性の試験方法
粘着テープを長さ５０ｍｍ、幅２５ｍｍの長方形に裁断することにより、試験用粘着テープを作製した。得られた試験用粘着テープの剥離紙を剥離し、その剥離面に表面が研磨されたステンレス鋼板を載置した。その後、質量が２ｋｇのロールを当該ステンレス鋼板上で往復させることにより、当該ステンレス鋼板を剥離面に貼り付け、室温（約２３℃）で２０分間静置した。その後、試験用粘着テープをステンレス鋼板から剥離角度１８０°、剥離速度３００ｍｍ／ｍｉｎで剥離したときの剥離力を測定し、以下の評価基準に基づいて室温での粘着性（初期粘着性）を評価した。
（評価基準）
◎：剥離力が１０Ｎ／２５ｍｍ以上である。
○：剥離力が５Ｎ／２５ｍｍ以上、１０Ｎ／２５ｍｍ未満である。
×：剥離力が５Ｎ／２５ｍｍ未満である。
(1) Initial adhesiveness test method The adhesive tape for a test was produced by cutting an adhesive tape into the rectangle of length 50mm and width 25mm. The release paper of the obtained test adhesive tape was peeled off, and a stainless steel plate whose surface was polished was placed on the peeled surface. Thereafter, the roll having a mass of 2 kg was reciprocated on the stainless steel plate, whereby the stainless steel plate was attached to the release surface, and left at room temperature (about 23 ° C.) for 20 minutes. Thereafter, the peeling force when the test adhesive tape was peeled from the stainless steel plate at a peeling angle of 180 ° and a peeling speed of 300 mm / min was measured, and the adhesiveness (initial adhesiveness) at room temperature was evaluated based on the following evaluation criteria. did.
(Evaluation criteria)
A: The peeling force is 10 N / 25 mm or more.
○: Peeling force is 5 N / 25 mm or more and less than 10 N / 25 mm.
X: Peeling force is less than 5 N / 25 mm.
（２）湿熱再剥離性の試験方法
粘着テープを長さ５０ｍｍ、幅２５ｍｍの長方形に裁断することにより、試験用粘着テープを作製した。得られた試験用粘着テープの剥離紙を剥離し、その剥離面に表面が研磨されたステンレス鋼板を載置した。その後、質量が２ｋｇのロールを当該ステンレス鋼板上で往復させることにより、当該ステンレス鋼板を剥離面に貼り付け、６０℃９０％ＲＨで３日間静置した。その後、試験用粘着テープをステンレス鋼板から剥離角度１８０°、剥離速度１００ｍｍ／ｍｉｎで剥離したときの剥離状態を以下の評価基準で目視評価した。
（評価基準）
◎：ステンレス鋼板に粘着剤が残っていない（界面破壊）。
×：ステンレス鋼板に多量の粘着剤が残っている（凝集破壊）。
(2) Test method for wet heat removability The pressure-sensitive adhesive tape was cut into a rectangle having a length of 50 mm and a width of 25 mm to prepare a test pressure-sensitive adhesive tape. The release paper of the obtained test adhesive tape was peeled off, and a stainless steel plate whose surface was polished was placed on the peeled surface. Then, the stainless steel plate was affixed to the peeling surface by reciprocating a roll having a mass of 2 kg on the stainless steel plate, and left still at 60 ° C. and 90% RH for 3 days. Thereafter, the peeled state when the test adhesive tape was peeled from the stainless steel plate at a peeling angle of 180 ° and a peeling speed of 100 mm / min was visually evaluated according to the following evaluation criteria.
(Evaluation criteria)
A: No adhesive remains on the stainless steel plate (interfacial failure).
X: A large amount of adhesive remains on the stainless steel plate (cohesive failure).
〔評価結果〕
下記表１に実施例及び比較例にて得られた粘着テープの評価結果を、粘着剤組成物の組成とともに示す。
〔Evaluation results〕
Table 1 below shows the evaluation results of the pressure-sensitive adhesive tapes obtained in Examples and Comparative Examples together with the composition of the pressure-sensitive adhesive composition.
表１で用いた略称は以下のとおりである。
２ＥＨＡ：２−エチルヘキシルアクリレート
ＢＡ：ブチルアクリレート
ＡＡ：アクリル酸
ＨＥＡ：２−ヒドロキシエチルアクリレート。
Abbreviations used in Table 1 are as follows.
2EHA: 2-ethylhexyl acrylate BA: butyl acrylate AA: acrylic acid HEA: 2-hydroxyethyl acrylate.
表１中、アクリル系ポリマーの組成は、アクリル系ポリマーに含まれる各モノマー由来の構造単位の含有量（質量％）で表されている。また、表１中、ロジン系樹脂及び金属キレート化合物の添加量（含有量）は、アクリル系ポリマー１００質量部に対する添加量（含有量）を意図する。 In Table 1, the composition of the acrylic polymer is represented by the content (mass%) of the structural unit derived from each monomer contained in the acrylic polymer. In Table 1, the addition amount (content) of the rosin resin and the metal chelate compound is intended to be the addition amount (content) with respect to 100 parts by mass of the acrylic polymer.
実施例１〜４より、アクリル系ポリマー、金属キレート化合物及び液状ロジン系樹脂を含む粘着剤組成物を用いて得られる粘着テープは、初期粘着力及び低速で剥離したときの湿熱再剥離性の両方に優れることがわかる。一方、比較例１及び３より、液状ロジン系樹脂を含まない粘着剤組成物を用いて得られる粘着テープは、湿熱再剥離性に劣ることがわかる。また、比較例２より、金属キレート化合物を含まない粘着剤組成物を用いて得られる粘着テープは、初期粘着力及び湿熱再剥離性の両方が劣ることがわかる。 From Examples 1 to 4, the pressure-sensitive adhesive tape obtained using a pressure-sensitive adhesive composition containing an acrylic polymer, a metal chelate compound and a liquid rosin resin has both initial adhesive strength and wet heat re-peelability when peeled at low speed. It turns out that it is excellent. On the other hand, it can be seen from Comparative Examples 1 and 3 that the pressure-sensitive adhesive tape obtained using the pressure-sensitive adhesive composition not containing the liquid rosin resin is inferior in wet heat removability. Moreover, it turns out from the comparative example 2 that the adhesive tape obtained using the adhesive composition which does not contain a metal chelate compound is inferior in both initial adhesive force and wet heat removability.
本発明は、種々の粘着製品に利用することができる。 The present invention can be used for various adhesive products.
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| JP2000319618A (en) * | 1999-01-26 | 2000-11-21 | Oji Paper Co Ltd | Adhesive sheet |
| JP2008120970A (en) * | 2006-11-15 | 2008-05-29 | Sekisui Chem Co Ltd | Acrylic pressure-sensitive adhesive and pressure-sensitive adhesive tape using the same |
| WO2014188840A1 (en) * | 2013-05-24 | 2014-11-27 | ニッタ株式会社 | Temperature-sensitive adhesive |
| JP2015098615A (en) * | 2015-03-06 | 2015-05-28 | 日東電工株式会社 | Adhesive sheet |
| JP2016196544A (en) * | 2015-04-03 | 2016-11-24 | ニッタ株式会社 | Temperature sensitive adhesive |
| WO2017057413A1 (en) * | 2015-09-28 | 2017-04-06 | リンテック株式会社 | Adhesive sheet, and adhesive sheet production method |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000319618A (en) * | 1999-01-26 | 2000-11-21 | Oji Paper Co Ltd | Adhesive sheet |
| JP2008120970A (en) * | 2006-11-15 | 2008-05-29 | Sekisui Chem Co Ltd | Acrylic pressure-sensitive adhesive and pressure-sensitive adhesive tape using the same |
| WO2014188840A1 (en) * | 2013-05-24 | 2014-11-27 | ニッタ株式会社 | Temperature-sensitive adhesive |
| JP2015098615A (en) * | 2015-03-06 | 2015-05-28 | 日東電工株式会社 | Adhesive sheet |
| JP2016196544A (en) * | 2015-04-03 | 2016-11-24 | ニッタ株式会社 | Temperature sensitive adhesive |
| WO2017057413A1 (en) * | 2015-09-28 | 2017-04-06 | リンテック株式会社 | Adhesive sheet, and adhesive sheet production method |
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