JPH0291178A - Pressure-sensitive adhesive for flexible vinyl chloride resin - Google Patents
Pressure-sensitive adhesive for flexible vinyl chloride resinInfo
- Publication number
- JPH0291178A JPH0291178A JP24486788A JP24486788A JPH0291178A JP H0291178 A JPH0291178 A JP H0291178A JP 24486788 A JP24486788 A JP 24486788A JP 24486788 A JP24486788 A JP 24486788A JP H0291178 A JPH0291178 A JP H0291178A
- Authority
- JP
- Japan
- Prior art keywords
- weight
- solvent
- adhesive
- vinyl chloride
- complex compound
- 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
- 239000011347 resin Substances 0.000 title claims description 19
- 229920005989 resin Polymers 0.000 title claims description 19
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 title claims description 12
- 239000004820 Pressure-sensitive adhesive Substances 0.000 title description 5
- 239000000853 adhesive Substances 0.000 claims abstract description 33
- 230000001070 adhesive effect Effects 0.000 claims abstract description 33
- 239000002904 solvent Substances 0.000 claims abstract description 24
- -1 alkyl vinyl ether Chemical compound 0.000 claims abstract description 21
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- 229910052751 metal Inorganic materials 0.000 claims abstract description 10
- 239000002184 metal Substances 0.000 claims abstract description 10
- 239000004925 Acrylic resin Substances 0.000 claims abstract description 8
- 229920000178 Acrylic resin Polymers 0.000 claims abstract description 8
- 230000001476 alcoholic effect Effects 0.000 claims abstract description 8
- 150000008064 anhydrides Chemical class 0.000 claims abstract description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- 150000007934 α,β-unsaturated carboxylic acids Chemical class 0.000 claims description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- 229930194542 Keto Natural products 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract description 8
- 239000000178 monomer Substances 0.000 abstract description 6
- 239000000203 mixture Substances 0.000 abstract description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 abstract description 2
- 239000002253 acid Substances 0.000 abstract description 2
- XBIUWALDKXACEA-UHFFFAOYSA-N 3-[bis(2,4-dioxopentan-3-yl)alumanyl]pentane-2,4-dione Chemical compound CC(=O)C(C(C)=O)[Al](C(C(C)=O)C(C)=O)C(C(C)=O)C(C)=O XBIUWALDKXACEA-UHFFFAOYSA-N 0.000 abstract 1
- OFHCOWSQAMBJIW-AVJTYSNKSA-N alfacalcidol Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C OFHCOWSQAMBJIW-AVJTYSNKSA-N 0.000 abstract 1
- 230000007774 longterm Effects 0.000 abstract 1
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- 230000007423 decrease Effects 0.000 description 8
- 239000004014 plasticizer Substances 0.000 description 7
- 229920001577 copolymer Polymers 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 239000003505 polymerization initiator Substances 0.000 description 4
- 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 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 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 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 230000000694 effects Effects 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 3
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000005060 rubber Substances 0.000 description 3
- 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 3
- 239000008096 xylene Substances 0.000 description 3
- OZCMOJQQLBXBKI-UHFFFAOYSA-N 1-ethenoxy-2-methylpropane Chemical compound CC(C)COC=C OZCMOJQQLBXBKI-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-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
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000012046 mixed solvent Substances 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- XVOUMQNXTGKGMA-OWOJBTEDSA-N (E)-glutaconic acid Chemical compound OC(=O)C\C=C\C(O)=O XVOUMQNXTGKGMA-OWOJBTEDSA-N 0.000 description 1
- LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-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
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000003522 acrylic cement Substances 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- 150000008360 acrylonitriles Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002390 adhesive tape Substances 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical class OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000004696 coordination complex Chemical class 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 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
- 238000004042 decolorization Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000003112 inhibitor Substances 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
- 150000002576 ketones Chemical class 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 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
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 150000003021 phthalic acid derivatives Chemical class 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000011134 resol-type phenolic resin Substances 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil 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
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 0.000 description 1
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野］
本発明は、ジオクチルフタレート、ジブチルフタレート
、ジイソデシルフタレートのような可塑剤が多電に含ま
れた軟質ポリ塩化ビニルを、粘着シート、粘着テープ等
の粘着加工品の基材または仮等の被着体として使用する
場合に好適な！液型帖着剤を提供する乙のである。Detailed Description of the Invention [Field of Industrial Application] The present invention is directed to the use of soft polyvinyl chloride containing plasticizers such as dioctyl phthalate, dibutyl phthalate, and diisodecyl phthalate in adhesive sheets, adhesive tapes, etc. Suitable for use as a base material for adhesive processed products or as a temporary adherend! Otsu is a company that provides liquid adhesives.
［従来の技術］
従来、軟質塩化ビニル用粘着剤としては、天然または合
成ゴムと低分子粘着付与樹脂を主とするゴム系粘着剤、
及び、アクリル重合体を主成分とするアクリル系粘着剤
がある。[Prior art] Conventionally, as adhesives for soft vinyl chloride, rubber-based adhesives mainly made of natural or synthetic rubber and low-molecular tackifier resins,
There is also an acrylic pressure-sensitive adhesive whose main component is an acrylic polymer.
アクリル系粘着剤として特開昭５８−１０９５７２号公
報では、〔（イ）アクリル酸アルキルエステル〕／〔（
ロ）α、β−エチレン型不飽和カルボン酸〕共重合体、
レゾール型フェノール樹脂、キシレン樹脂、金属錯体（
Ｂ）、粘着付与樹脂からなる軟質塩化ビニル用粘着剤が
提案されている。As an acrylic adhesive, JP-A-58-109572 discloses [(a) acrylic acid alkyl ester]/[(
b) α, β-ethylenically unsaturated carboxylic acid copolymer,
Resol type phenolic resin, xylene resin, metal complex (
B) A soft vinyl chloride adhesive comprising a tackifying resin has been proposed.
［発明が解決しようとする課題］
しかし、ゴム系粘着剤は耐光性、耐候性、透明性等に問
題があり、アクリル系粘着剤は耐光性、耐候性、透明性
等には優れているが、基材や被着体である軟質ポリ塩化
ビニルから粘着剤へ経時的に移行してくる可塑剤により
接着力、保持力が経時的に低下してくるという問題があ
る。この問題を改善するため、特開昭５８−１０９５７
２号公報のように粘着付与剤を併用する例が提案されて
いるが、粘着付与剤の併用は場合によっては粘着剤の耐
候性低下や着色等を起こす恐れがある。更に、粘着剤の
製品形態においては、いわゆるｌ波型と２液型とがあり
、粘着加工品製造工程簡略化のためにはｌ波型が有利で
あるか、保存安定性面の配慮が不可欠となることがさけ
られない。[Problem to be solved by the invention] However, rubber adhesives have problems with light resistance, weather resistance, transparency, etc., and acrylic adhesives have excellent light resistance, weather resistance, transparency, etc. However, there is a problem in that the adhesive strength and holding power decrease over time due to the plasticizer that migrates over time from the soft polyvinyl chloride that is the base material or adherend to the adhesive. In order to improve this problem, Japanese Patent Application Laid-Open No. 58-10957
Although an example of using a tackifier in combination as in Publication No. 2 has been proposed, the combined use of a tackifier may cause a decrease in weather resistance or coloration of the adhesive depending on the case. Furthermore, there are two types of adhesive products: the so-called l-wave type and the two-component type.The l-wave type is advantageous for simplifying the manufacturing process of adhesive processed products, or consideration of storage stability is essential. It is inevitable that this will happen.
［課題を解決するための手段］
本発明者は上記の如き問題点を解決するため、脱色研究
を重ねた結果、
（イ）アルキル基の平均炭素数が４〜Ｉ２の（メタ）ア
クリル酸アルキルエステルの少なくとも１種４０重虫％
以上
（ロ）α、β−不飽和カルボン酸およびこの無水物のう
ち少なくとも１種 ０．１〜１５重量％（ハ）
アルキル基の炭素数が１〜８のアルキルビニルエーテル
の少なくとも１種 ｌＯ〜５９，９電型％を含んでなる
平均分子ＩｔｌＯ，０００以上のアクリル樹脂（Ａ）１
００重量部と（Ｂ）ケト・エノール互変異性体と多価金
属との錯化合物（以後（Ｂ）錯化合物と略す）０．０１
−１．０重量部とを、１０重量％以上のアルコール系溶
剤を含む溶媒に溶解してなる１波型軟質塩化ビニル系樹
脂用粘着剤が、上記目的を達成できることを見出し、本
発明を完成するに至った。[Means for Solving the Problems] In order to solve the above-mentioned problems, the present inventor has repeatedly conducted decolorization research and found that (a) an alkyl (meth)acrylate in which the average number of carbon atoms in the alkyl group is 4 to I2; At least one kind of ester 40%
(b) At least one of α, β-unsaturated carboxylic acids and their anhydrides 0.1 to 15% by weight (c)
At least one alkyl vinyl ether having an alkyl group having 1 to 8 carbon atoms Acrylic resin (A) with an average molecule of ItlO,000 or more and containing 10 to 59.9% electrotype (A) 1
00 parts by weight and (B) a complex compound of a keto enol tautomer and a polyvalent metal (hereinafter abbreviated as (B) complex compound) 0.01
-1.0 parts by weight dissolved in a solvent containing 10% by weight or more of an alcoholic solvent, it was discovered that a single wave type flexible vinyl chloride resin adhesive could achieve the above object, and the present invention was completed. I ended up doing it.
本発明の特徴点は、上述した如く重合体成分としてアル
キルビニルエーテルの少なくとも１種を用い、架橋剤と
して（Ｂ）錯化合物を用いる点にある。この結果得られ
た粘着剤は、必ずしも粘着付与剤を使用しなくても、軟
質塩化ビニル系樹脂に対して充分な接着力、保持力及び
これらの経時安定性を示すと共に、耐光性、耐候性、透
明性等にも優れている等顕著な効果を何する。The feature of the present invention is that, as described above, at least one alkyl vinyl ether is used as the polymer component and the complex compound (B) is used as the crosslinking agent. The resulting pressure-sensitive adhesive exhibits sufficient adhesion, holding power, and stability over time to soft vinyl chloride resins, even without the use of tackifiers, as well as light resistance and weather resistance. It has remarkable effects such as excellent transparency.
本発明中のアクリル系共重合体（Ａ）は、適当な溶媒に
（イ）（ロ）（ハ）の単量体混合モノマーを添加し、重
合開始剤を加えて昇温し、反応させるか、場合によって
は反応熱除去のために混合モノマーまたは重合開始剤を
滴下仕込みする等して反応させる。重合形式としては、
溶液重合、乳化重合、懸濁重合等の任意の方法が実施可
能であるが、溶液重合が実用的である。溶液重合にあた
っては溶媒としては、一般に酢酸メチル、酢酸エチル等
のエステル類、ヘンゼン、Ｉ・ルエン、キシレン等の芳
香族炭化水素、シクロヘキサン等の指環族炭化水素、及
びアセトン、メチルエチルケトン等のケトン類等が単独
または混合して使用されるが、これらに限定されない。The acrylic copolymer (A) in the present invention can be prepared by adding the monomer mixture of (a), (b), and (c) to a suitable solvent, adding a polymerization initiator, raising the temperature, and reacting. In some cases, mixed monomers or a polymerization initiator are added dropwise to remove the reaction heat. As for the polymerization form,
Although any method such as solution polymerization, emulsion polymerization, suspension polymerization, etc. can be carried out, solution polymerization is practical. In solution polymerization, solvents generally include esters such as methyl acetate and ethyl acetate, aromatic hydrocarbons such as henzene, I-luene, and xylene, ring hydrocarbons such as cyclohexane, and ketones such as acetone and methyl ethyl ketone. are used alone or in combination, but are not limited to these.
溶媒の決定には、溶媒の沸点、得られた共重合体の溶解
性や分子量、更に作業性などを考慮にいれることが必要
で、例えば、酢酸エチルや酢酸エチルとトルエンの混合
溶媒等が特に好ましい。また、重合開始剤としては、ベ
ンゾイルパーオキサイド、ラウリルパーオキザイド等の
各種過酸化物、アゾビスイソブチロニトリル等のアゾ化
合物等の公知の重合開始剤が単独または併用して使用さ
れる。これらは通常、モノマー１００重量部に対して０
．０１〜１．０重量部の割合で使用される。When deciding on a solvent, it is necessary to take into account the boiling point of the solvent, the solubility and molecular weight of the obtained copolymer, and workability. For example, ethyl acetate or a mixed solvent of ethyl acetate and toluene are particularly recommended. preferable. Further, as the polymerization initiator, known polymerization initiators such as various peroxides such as benzoyl peroxide and lauryl peroxide, and azo compounds such as azobisisobutyronitrile are used alone or in combination. These are usually 0 parts by weight per 100 parts by weight of monomer.
．． It is used in a proportion of 0.01 to 1.0 parts by weight.
本発明の１波型軟質塩化ビニル系樹脂用粘着剤は、（イ
）（メタ）アクリル酸アルキルエステル４０ｍｍ％以上
、好ましくは５０重重％以上、（ロ）α、β−不飽和カ
ルポン酸およびこの無水物０．１〜１５重量％、好まし
くはｌ−１０重量％、（ハ）アルキルビニルエーテルｌ
Ｏ〜′５９．９重量％、好ましくは２０〜５０重量％を
含んでなる平均分子ｆｆ１ｌｏ、０００以上のアクリル
樹脂（Ａ）１００重量部と（Ｂ）錯化合物０．Ｏ１〜１
，０重量部、好ましくは０．０５〜０．７重量部とを、
１０重積％以上のアルコール系溶剤を含む溶媒に溶解し
てなっている。The single wave type flexible vinyl chloride resin adhesive of the present invention contains (a) 40 mm% or more, preferably 50 wt% or more of (meth)acrylic acid alkyl ester, (b) α, β-unsaturated carboxylic acid and Anhydride 0.1-15% by weight, preferably 1-10% by weight, (iii) alkyl vinyl ether
100 parts by weight of an acrylic resin (A) and (B) a complex compound having an average molecular weight of ff1lo, 000 or more containing 59.9% by weight, preferably 20 to 50% by weight. O1~1
,0 parts by weight, preferably 0.05 to 0.7 parts by weight,
It is dissolved in a solvent containing 10% by volume or more of an alcoholic solvent.
（メタ）アクリル酸アルキルエステルが４０重１％未満
では粘着剤が硬くなりすぎ、接着力は低下する。If the (meth)acrylic acid alkyl ester is less than 40% by weight, the adhesive becomes too hard and the adhesive strength decreases.
α、β−不飽和カルボン酸が０．１重量％未満では凝集
力が減少し、剥離する際に被着体上に粘着剤が残る現象
がみられる。一方、１５重量％より多い場合には架橋剤
（（Ｂ）錯化合物）による架橋密度が高くなりすぎて、
粘着性（タック）が不足する。When the α,β-unsaturated carboxylic acid content is less than 0.1% by weight, the cohesive force decreases, and the adhesive may remain on the adherend upon peeling. On the other hand, if the amount is more than 15% by weight, the crosslinking density due to the crosslinking agent ((B) complex compound) becomes too high,
Adhesiveness (tack) is insufficient.
アルキルビニルエーテルが１０重量％未満では、耐可塑
剤性が低下する。一方、５９．９重量％より多い場合は
、樹脂が硬くなりすぎ、充分な粘着性（タック）が得ら
れない。If the alkyl vinyl ether content is less than 10% by weight, plasticizer resistance will decrease. On the other hand, if it is more than 59.9% by weight, the resin becomes too hard and sufficient tack cannot be obtained.
（Ｂ）錯化合物が上記組成の共重合体（Ａ）１００重量
部に対して０，０１重量部未満の時、充分な架橋効果が
表れず、凝集力が向上しない。一方、１．０重量部より
も多くなると接着力が低下する。When the amount of the complex compound (B) is less than 0.01 parts by weight based on 100 parts by weight of the copolymer (A) having the above composition, a sufficient crosslinking effect is not exhibited and the cohesive force is not improved. On the other hand, if the amount exceeds 1.0 parts by weight, the adhesive strength decreases.
アルコール系溶剤が溶媒に対して１０重量％未満では経
時的に増粘、ゲル化する。If the alcohol solvent is less than 10% by weight based on the solvent, the viscosity increases and gels over time.
アルキル基の平均炭素数が４〜！２である（メタ）アク
リル酸アルキルエステルとしては、アルキル基がブチル
、ペンチル、ヘキシル、ヘプチル、オクチル等のものの
ほかに、メチル、エチルのような炭素数が４未満のもの
も使用でき、その際には使用する（メタ）アクリル酸ア
ルキルエステル全体のアルキル基の平均炭素数が４以上
になるように混合して用いる。アルキル基の平均炭素数
が４未満の場合は、得られた共重合体の接着力か低下す
る。一方、平均炭素数が１２をこえるものは凝集力が低
下する。The average number of carbon atoms in the alkyl group is 4~! As the (meth)acrylic acid alkyl ester having 2, in addition to those in which the alkyl group is butyl, pentyl, hexyl, heptyl, octyl, etc., those having less than 4 carbon atoms such as methyl and ethyl can also be used. The (meth)acrylic acid alkyl esters used are mixed together so that the average number of carbon atoms in the alkyl group of all the alkyl groups used is 4 or more. When the average number of carbon atoms in the alkyl group is less than 4, the adhesive strength of the obtained copolymer decreases. On the other hand, if the average carbon number exceeds 12, the cohesive force decreases.
α、β−不飽和カルボン酸としては、アクリル酸、メタ
クリル酸、クロトン酸等のモノカルボン酸、マレイン酸
、フマール酸、シトラコン酸、グルタコン酸、イタコン
酸等の多価カルボン酸及びこれらの無水物がある。Examples of α,β-unsaturated carboxylic acids include monocarboxylic acids such as acrylic acid, methacrylic acid, and crotonic acid, polycarboxylic acids such as maleic acid, fumaric acid, citraconic acid, glutaconic acid, and itaconic acid, and their anhydrides. There is.
アルキルビニルエーテルのアルキル基としては、メチル
、エチル、プロピル、ブチル、ペンチル、ヘキシル、シ
クロヘキシル、ヘプチル、オクチル等、炭素数１〜８の
もの、好ましくは、イソブチル、プロピル、ノルマルブ
チル等、炭素数１〜４のものが実用的であり、該エーテ
ルは単独又は二種以上併用して使用できる。The alkyl group of the alkyl vinyl ether has 1 to 8 carbon atoms, such as methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, heptyl, octyl, etc., and preferably has 1 to 8 carbon atoms, such as isobutyl, propyl, n-butyl, etc. No. 4 is practical, and these ethers can be used alone or in combination of two or more.
上記の（イ）（メタ）アクリル酸アルキルエステル、（
ロ）α、β−不飽和カルボン酸、（ハ）アルキルビニル
エーテルと共重合可能な、上記以外の不飽和モノマーと
しては、（り酢酸ビニルの如きビニルエステル、（１１
）塩化ビニルや塩化ビニリデンの如きビニルハライド及
び／又はビニリデンハライド、（ｉ）アクリロニトリル
、アクリルアミド、イソプレン、クロロブレン、ブタジ
ェン、イソブチレン、スチレン等がある。The above (a) (meth)acrylic acid alkyl ester, (
B) α,β-unsaturated carboxylic acids, (c) Unsaturated monomers other than the above that can be copolymerized with alkyl vinyl ethers include (vinyl esters such as vinyl acetate, (11
) Vinyl halides and/or vinylidene halides such as vinyl chloride and vinylidene chloride; (i) acrylonitrile, acrylamide, isoprene, chlorobrene, butadiene, isobutylene, styrene, and the like.
（Ｂ）ケト・エノール互変異性体と多価金属との錯化合
物としては、亜鉛、マグネシウム、チタン、アルミニウ
ム等の多価金属に互変異性体が配位結合したものであっ
て、異性体の配位数は金属の原子価により変化する。ケ
ト・エノール互変異性体としては、代表的にはアセチル
アセトンやアセト酢酸エステル類があげられる。粘着剤
中にはアルコールが必須成分として添加されるので、多
価金属の配位子がすべてケト・エノール互変異性体に配
位されるとはかぎらず、その一部はアルコキシル基が結
合した状部のものも存在する。例えば、アルミニウムの
錯化合物について説明すると、これは、アルミニウムア
ルコラード（ＡＩ（ＯＲ）、；Ｒはアルキル基）とアセ
ト酢酸メチルから得られ、
ＣＨ。(B) A complex compound of a keto enol tautomer and a polyvalent metal is one in which the tautomer is coordinately bonded to a polyvalent metal such as zinc, magnesium, titanium, aluminum, etc. The coordination number of varies depending on the valence of the metal. Typical keto-enol tautomers include acetylacetone and acetoacetate. Since alcohol is added to adhesives as an essential component, not all polyvalent metal ligands are coordinated to keto-enol tautomers, and some of them are bound to alkoxyl groups. There are also those with a shape part. For example, to describe the complex compound of aluminum, it is obtained from aluminum alcoholade (AI(OR); R is an alkyl group) and methyl acetoacetate, CH.
Ｃ１４゜
等の構造を有するのである。アセト酢酸メチルと同様に
、アセト酢酸エチルあるいはアセデルアセトンの場合ら
類似した構造式で示される。It has a structure such as C14°. Similar to methyl acetoacetate, ethyl acetoacetate or acedelacetone is represented by a similar structural formula.
溶媒に含むべきアルコール系溶剤として、メタノール、
エタノール、プロパツール、ブタノール等の低級アルコ
ールがあげられ、代表的なものは、ｎ−ブタノール、イ
ソプロパツール等がある。As alcoholic solvents that should be included in the solvent, methanol,
Examples include lower alcohols such as ethanol, propatool, butanol, and representative examples include n-butanol and isopropyl alcohol.
本発明の粘着剤は、任意の基材、被着体に対して充分な
接着力、保持力を示すが、特に可塑剤を含有する軟質塩
化ビニル系樹脂成形品に対する接着力、保持力、及びこ
れらの経時安定性を示し、接着剤、粘着剤として極めて
実用性の高いものである。The adhesive of the present invention exhibits sufficient adhesion and holding power to any base material and adherend, but particularly shows sufficient adhesion, holding power, and holding power to soft vinyl chloride resin molded products containing plasticizers. These properties show stability over time and are extremely practical as adhesives and pressure-sensitive adhesives.
本発明の粘着剤は、他に、ロジン、ロジンエステル、水
添ロジンエステル、フェノール樹脂、芳香族変性テルペ
ン樹脂、脂肪族系石油樹脂、脂環族系石油樹脂、スチレ
ン系樹脂、キシレン系樹脂等の粘着付与剤、フタル酸系
、リン酸エステル、アジピン酸エステル、セバヂン酸エ
ステル、リシノール酸エステル、ポリエステル型、エポ
キシ系、塩化パラフィン等の可塑剤、動・植物浦、鉱物
油、シリコーン油などの油脂類、酸化チタン、亜鉛華、
炭酸カルシウム等の着色剤、ベンゾフェノン系、サルチ
レート系、ベンゾトリアゾール系、置換アクリロニトリ
ル系等の紫外線防止剤等、公知の添加剤が添加できる。The adhesive of the present invention can also be used in addition to rosin, rosin ester, hydrogenated rosin ester, phenol resin, aromatic modified terpene resin, aliphatic petroleum resin, alicyclic petroleum resin, styrene resin, xylene resin, etc. tackifiers, phthalic acid esters, phosphate esters, adipate esters, sebadic esters, ricinoleic esters, polyester type, epoxy type, plasticizers such as chlorinated paraffin, animal and vegetable oils, mineral oil, silicone oil, etc. Oils and fats, titanium oxide, zinc white,
Known additives can be added, such as coloring agents such as calcium carbonate, ultraviolet ray inhibitors such as benzophenone type, salicylate type, benzotriazole type, and substituted acrylonitrile type.
［作 用］
（イ）アルキル基の平均炭素数が４〜１２の（メタ）ア
クリル酸アルキルエステルの少なくとも１種４０重屯％
以上
（ロ）α、β−不飽和カルボン酸およびこの無水物のう
ち少なくとも１種 ０．１〜１５重■％（ハ
）アルキル基の炭素数が１〜８のアルキルビニルエーテ
ルの少なくと６１種 １０〜５９．９重量％を含んで
なる平均分子ｔｉｌｌ Ｏ，０００以上のアクリル樹脂
（Ａ）１００重量部と（Ｂ）ケト・エノール互変異性体
と多価金属との錯化合物０．０１−１．０重量部とを、
１０重量％以上のアルコール系溶剤を含む溶媒に溶解し
てなるｌ成型粘着剤は、従来のゴム系粘着剤、アクリル
系粘着剤に比較して、特に軟質塩化ビニル系樹脂に対し
て優れた接着力、保持力、及びこれらの経時安定性を示
すという長所を有する。[Function] (a) At least one type of (meth)acrylic acid alkyl ester whose alkyl group has an average carbon number of 4 to 12 40% by weight
(b) At least one type of α, β-unsaturated carboxylic acid and its anhydride 0.1 to 15% by weight (c) At least 61 types of alkyl vinyl ethers in which the alkyl group has 1 to 8 carbon atoms 10 100 parts by weight of an acrylic resin (A) having an average molecular weight of 59.9% by weight or more, containing 0.01-1% by weight of an acrylic resin (A) with an average molecular weight of 0.01-1 or more, and (B) a keto-enol tautomer and a polyvalent metal. .0 parts by weight,
The l-molded adhesive, which is dissolved in a solvent containing 10% by weight or more of an alcoholic solvent, has excellent adhesion, especially to soft vinyl chloride resins, compared to conventional rubber-based adhesives and acrylic-based adhesives. It has the advantage of exhibiting strength, holding power, and stability over time.
［実施例コ 以下、実例をあげて本発明を更に具体的に説明する。[Example code] Hereinafter, the present invention will be explained in more detail by giving examples.
実施例！
撹拌機付フラスコに、酢酸エチルを２００ｇ、重合開始
剤としてアゾビスイソブチロニトリル（ＡＩＢＮ）０゜
１５９を仕込み、撹拌しながら昇温し、７７℃となった
時点よりｎ−ブチルアクリレート３９０９．アクリル酸
３０ｇ、及びイソブチルビニルエーテルｌ８０９の混合
モノマーを１時間かけて滴下して、更に、酢酸エチル溶
剤５０９に溶解したＡＩＢＮ ｏ、ｓｇを２時間口及
び４時間口に仕込んで、沸点にて１０時間反応を行い共
重合体を得た。Example! A flask equipped with a stirrer was charged with 200 g of ethyl acetate and 0.159.degree. A mixed monomer of 30 g of acrylic acid and isobutyl vinyl ether 1809 was added dropwise over 1 hour, and then AIBN o,sg dissolved in ethyl acetate solvent 509 was added to the mouth for 2 hours and 4 hours, and the mixture was heated at the boiling point for 10 hours. The reaction was carried out to obtain a copolymer.
希釈溶剤としてイソプロピルアルコール５４２９、更に
、（Ｂ）錯化合物としてアルミニウムアセデルアセトネ
ート（３配位）０．５７ｇをイソプロピルアルコール３
゜６１９とトルエン７．２２ｇの混合溶剤に溶解したも
のを加えて樹脂分４１．４重量％、粘度７６００ｃｐｓ
／ ２５℃の１波型粘着剤溶液を得た。Isopropyl alcohol 5429 is used as a diluting solvent, and 0.57 g of aluminum acedelacetonate (3 coordination) is added as a complex compound (B) to isopropyl alcohol 3
619 and toluene 7.22g dissolved in a mixed solvent, resin content 41.4% by weight, viscosity 7600cps
/ A single-wave adhesive solution at 25°C was obtained.
ＧＰＣによる分子量測定で、数平均分子量は１２ｏ。As measured by GPC, the number average molecular weight is 12o.
０００であった。It was 000.
また得られた共重合体の組成は、ｎ−ブチルアクリレー
ト６５．０重量％、アクリル酸５．０重量％、イソブチ
ルビニルエーテル３０重量％であった。The composition of the obtained copolymer was 65.0% by weight of n-butyl acrylate, 5.0% by weight of acrylic acid, and 30% by weight of isobutyl vinyl ether.
次に、上記で得られた粘着剤について耐可塑剤テストを
行った。Next, a plasticizer resistance test was conducted on the adhesive obtained above.
可塑剤としてジオクチルフタレート２５重量％を含有す
る軟質塩化ビニル樹脂フィルム（７５μフイルム）に、
糊厚３５μ塗工して、２０℃で３日放置後２０ｍｍ幅に
切り、６０℃の促進条件にて、ＪＩＳ Ｚ ０２３
７に基づいて接着力、保持力の経時変化を測定し、結果
を第１表に示した。A soft vinyl chloride resin film (75μ film) containing 25% by weight of dioctyl phthalate as a plasticizer,
Apply 35μ thick glue, leave it at 20℃ for 3 days, cut into 20mm width, and under accelerated condition of 60℃, JIS Z 023
Changes in adhesive strength and holding strength over time were measured based on No. 7, and the results are shown in Table 1.
実施例２〜５、対照例１〜２
第１表に示す試薬を用いて、実施例１の方法に準じて実
験を行った。結果を第１表に示す。Examples 2 to 5, Control Examples 1 to 2 Experiments were conducted according to the method of Example 1 using the reagents shown in Table 1. The results are shown in Table 1.
［効 果コ
ｉｑ記の如く本発明の粘着剤は、
（イ）アルキル基の平均炭素数が４〜１２の（メタ）ア
クリル酸アルキルエステルの少なくとも１種４０重量％
以上
（ロ）α、β−不飽和カルボン酸およびこの無水物のう
ち少なくとも１種 ０．１〜１５重量％（ハ
）アルキル基の炭素数カ月〜８のアルキルビニルエーテ
ルの少なくとも１種 １０〜５９．９重量％を含んで
なる平均分子ｆｆ１ｌ Ｏ，０００以上のアクリル樹脂
（Ａ）１００重量部と（Ｂ）ケト・エノール互変異性体
と多価金属との錯化合物０．０１−１．０重量部とを、
１０重１１％以上のアルコール系溶剤を含む溶媒に溶解
して得られる。この粘着剤は、特に軟質塩化ビニル系樹
脂に対する接着性、保持力及びこれらの経時安定性が優
れているので、産業上極めて有用である。[Effects As described in q., the adhesive of the present invention contains (a) 40% by weight of at least one (meth)acrylic acid alkyl ester whose alkyl group has an average carbon number of 4 to 12.
(b) At least one of α, β-unsaturated carboxylic acids and their anhydrides 0.1 to 15% by weight (c) At least one alkyl vinyl ether with an alkyl group having several months to 8 carbon atoms 10 to 59.9 100 parts by weight of an acrylic resin (A) having an average molecular weight of ff1l O,000 or more and (B) 0.01-1.0 parts by weight of a complex compound of a keto enol tautomer and a polyvalent metal. and,
It is obtained by dissolving it in a solvent containing 10% by weight or more of an alcoholic solvent. This pressure-sensitive adhesive is extremely useful industrially because it has excellent adhesion, holding power, and stability over time, particularly to soft vinyl chloride resins.
Claims (1)
クリル酸アルキルエステルの少なくとも１種４０重量％
以上 （ロ）α，β−不飽和カルボン酸およびこの無水物のう
ち少なくとも１種０．１〜１５重量％ （ハ）アルキル基の炭素数が１〜８のアルキルビニルエ
ーテルの少なくとも１種１０〜５９．９重量％を含んで
なる平均分子量１０，０００以上のアクリル樹脂（Ａ）
１００重量部と（Ｂ）ケト・エノール互変異性体と多価
金属との錯化合物０．０１〜１．０重量部とを、１０重
量％以上のアルコール系溶剤を含む溶媒に溶解してなる
１液型軟質塩化ビニル系樹脂用粘着剤[Scope of Claims] (a) 40% by weight of at least one (meth)acrylic acid alkyl ester whose alkyl group has an average carbon number of 4 to 12
(b) 0.1 to 15% by weight of at least one of α,β-unsaturated carboxylic acids and their anhydrides (c) At least one alkyl vinyl ether whose alkyl group has 1 to 8 carbon atoms 10 to 59 .9% by weight of an acrylic resin (A) having an average molecular weight of 10,000 or more
100 parts by weight and (B) 0.01 to 1.0 parts by weight of a complex compound of a keto enol tautomer and a polyvalent metal are dissolved in a solvent containing 10% by weight or more of an alcoholic solvent. One-component flexible vinyl chloride resin adhesive
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24486788A JP2681668B2 (en) | 1988-09-29 | 1988-09-29 | Adhesive for soft vinyl chloride resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24486788A JP2681668B2 (en) | 1988-09-29 | 1988-09-29 | Adhesive for soft vinyl chloride resin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0291178A true JPH0291178A (en) | 1990-03-30 |
| JP2681668B2 JP2681668B2 (en) | 1997-11-26 |
Family
ID=17125176
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP24486788A Expired - Fee Related JP2681668B2 (en) | 1988-09-29 | 1988-09-29 | Adhesive for soft vinyl chloride resin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2681668B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006199843A (en) * | 2005-01-21 | 2006-08-03 | Toyo Ink Mfg Co Ltd | Adhesive composition and adhesive sheet using the same |
| CN103173165A (en) * | 2011-12-20 | 2013-06-26 | 日东电工株式会社 | Pressure-sensitive adhesive compositions, pressure-sensitive adhesive layers, and pressure-sensitive adhesive sheets |
| WO2020195611A1 (en) * | 2019-03-26 | 2020-10-01 | 日本ゼオン株式会社 | Composition for forming resin layer, vinyl chloride resin laminate sheet and method for producing same, and laminate |
-
1988
- 1988-09-29 JP JP24486788A patent/JP2681668B2/en not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2006199843A (en) * | 2005-01-21 | 2006-08-03 | Toyo Ink Mfg Co Ltd | Adhesive composition and adhesive sheet using the same |
| CN103173165A (en) * | 2011-12-20 | 2013-06-26 | 日东电工株式会社 | Pressure-sensitive adhesive compositions, pressure-sensitive adhesive layers, and pressure-sensitive adhesive sheets |
| WO2020195611A1 (en) * | 2019-03-26 | 2020-10-01 | 日本ゼオン株式会社 | Composition for forming resin layer, vinyl chloride resin laminate sheet and method for producing same, and laminate |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2681668B2 (en) | 1997-11-26 |
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