JPS6230233B2 - - Google Patents
Info
- Publication number
- JPS6230233B2 JPS6230233B2 JP56079715A JP7971581A JPS6230233B2 JP S6230233 B2 JPS6230233 B2 JP S6230233B2 JP 56079715 A JP56079715 A JP 56079715A JP 7971581 A JP7971581 A JP 7971581A JP S6230233 B2 JPS6230233 B2 JP S6230233B2
- Authority
- JP
- Japan
- Prior art keywords
- pressure
- sensitive adhesive
- adhesive composition
- group
- parts
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000203 mixture Substances 0.000 claims description 53
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 43
- 230000001070 adhesive effect Effects 0.000 claims description 24
- 239000000853 adhesive Substances 0.000 claims description 22
- UKRDPEFKFJNXQM-UHFFFAOYSA-N vinylsilane Chemical compound [SiH3]C=C UKRDPEFKFJNXQM-UHFFFAOYSA-N 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- 239000004593 Epoxy Substances 0.000 claims description 5
- HOZMLTCHTRHKRK-UHFFFAOYSA-N 2-methyl-1-silylprop-2-en-1-one Chemical class CC(=C)C([SiH3])=O HOZMLTCHTRHKRK-UHFFFAOYSA-N 0.000 claims 1
- 150000004756 silanes Chemical class 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 17
- 239000000178 monomer Substances 0.000 description 16
- 238000009472 formulation Methods 0.000 description 13
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- -1 methylol groups Chemical group 0.000 description 8
- 229920001577 copolymer Polymers 0.000 description 7
- 229920001971 elastomer Polymers 0.000 description 7
- 239000005060 rubber Substances 0.000 description 7
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 6
- 229910000077 silane Inorganic materials 0.000 description 6
- ZPQAUEDTKNBRNG-UHFFFAOYSA-N 2-methylprop-2-enoylsilicon Chemical compound CC(=C)C([Si])=O ZPQAUEDTKNBRNG-UHFFFAOYSA-N 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 4
- 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
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 244000043261 Hevea brasiliensis Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 229920003052 natural elastomer Polymers 0.000 description 3
- 229920001194 natural rubber Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 238000003860 storage 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
- 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
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- 239000004342 Benzoyl peroxide Substances 0.000 description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 230000003712 anti-aging effect Effects 0.000 description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000013583 drug formulation Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 125000005395 methacrylic acid group Chemical group 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 229920006267 polyester film Polymers 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 229920003051 synthetic elastomer Polymers 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- 239000005061 synthetic rubber Substances 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- HMLSBRLVTDLLOI-UHFFFAOYSA-N 1-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)C(C)OC(=O)C(C)=C HMLSBRLVTDLLOI-UHFFFAOYSA-N 0.000 description 1
- 125000006218 1-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 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
- ULEVTQHCVWIDPC-UHFFFAOYSA-N 2-(methylamino)ethyl prop-2-enoate Chemical compound CNCCOC(=O)C=C ULEVTQHCVWIDPC-UHFFFAOYSA-N 0.000 description 1
- SZTBMYHIYNGYIA-UHFFFAOYSA-M 2-chloroacrylate Chemical compound [O-]C(=O)C(Cl)=C SZTBMYHIYNGYIA-UHFFFAOYSA-M 0.000 description 1
- 125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 description 1
- FEWFXBUNENSNBQ-UHFFFAOYSA-N 2-hydroxyacrylic acid Chemical compound OC(=C)C(O)=O FEWFXBUNENSNBQ-UHFFFAOYSA-N 0.000 description 1
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 1
- NGCJVMZXRCLPRQ-UHFFFAOYSA-N 2-methylidenepentanedinitrile Chemical compound N#CC(=C)CCC#N NGCJVMZXRCLPRQ-UHFFFAOYSA-N 0.000 description 1
- 125000005916 2-methylpentyl group Chemical group 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
- 125000005917 3-methylpentyl group Chemical group 0.000 description 1
- QNRSQFWYPSFVPW-UHFFFAOYSA-N 5-(4-cyanobutyldiazenyl)pentanenitrile Chemical compound N#CCCCCN=NCCCCC#N QNRSQFWYPSFVPW-UHFFFAOYSA-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
- 229920001342 Bakelite® Polymers 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-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
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229920006271 aliphatic hydrocarbon resin Polymers 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
- 239000004637 bakelite Substances 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- XSDCTSITJJJDPY-UHFFFAOYSA-N chloro-ethenyl-dimethylsilane Chemical compound C[Si](C)(Cl)C=C XSDCTSITJJJDPY-UHFFFAOYSA-N 0.000 description 1
- PLMTWHZZBPGADP-UHFFFAOYSA-N chloro-ethenyl-diphenylsilane Chemical compound C=1C=CC=CC=1[Si](C=C)(Cl)C1=CC=CC=C1 PLMTWHZZBPGADP-UHFFFAOYSA-N 0.000 description 1
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- MAYIDWCWWMOISO-UHFFFAOYSA-N dichloro-bis(ethenyl)silane Chemical compound C=C[Si](Cl)(Cl)C=C MAYIDWCWWMOISO-UHFFFAOYSA-N 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- WOXXJEVNDJOOLV-UHFFFAOYSA-N ethenyl-tris(2-methoxyethoxy)silane Chemical compound COCCO[Si](OCCOC)(OCCOC)C=C WOXXJEVNDJOOLV-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000346 polystyrene-polyisoprene block-polystyrene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 229920001289 polyvinyl ether Polymers 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- GRWFGVWFFZKLTI-UHFFFAOYSA-N rac-alpha-Pinene Natural products CC1=CCC2C(C)(C)C1C2 GRWFGVWFFZKLTI-UHFFFAOYSA-N 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 239000005050 vinyl trichlorosilane Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J201/00—Adhesives based on unspecified macromolecular compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Description
この発明は高湿下及び高温高湿下でも、実質的
に接着強度が低下しない新規な感圧性接着剤配合
物に関するものである。
一般に市販されている或いは特許公報などの文
献類において提案されている感圧性接着剤組成物
或いはその応用物品は、常温において指圧程度の
圧力で種々の適用体面に接着可能であるために、
種々の用途に用いられている。しかして、該組成
物或いはその応用物品は、適用体面に接着後、高
湿或いは高温高湿下に曝されると、適用体面から
剥離する欠点があり、かかる欠点は適用体が高温
高湿下にさらされるときに、より起生し易いため
に、その用途にも制約を受けているのが実状であ
る。
一般に感圧性接着剤組成物は、特定の最終用途
に望ましい接着性及び凝集性を得るように設計さ
れている。例えば天然ゴム及び／又は合成ゴム
と、接着性付与樹脂に代表される配合剤とを組み
合せて、ゴム系の感圧性接着剤組成物が組成され
る。アクリル系感圧性接着剤組成物は、アクリル
酸エステル及び／又はメタクリル酸エステルの群
から選ばれた一種以上のアクリル系単量体と、カ
ルボキシル基、ヒドロキシル基、アミノ基、エポ
キシ基、メチロール基などの極性基を有する不飽
和単量体とを共重合し、これを有機過酸化物、ポ
リアミン、ポリイソシアネート、ポリオール、ポ
リエポキサイド或いはスルホンアミド、フエノー
ル、メラミン又は尿素のホルムアルデデド縮合物
などの有機試薬を用いて架橋重合することによつ
て組成される。
しかして、これらの有機試薬は、系を架橋重合
して、良好な接着性及び凝集性を有するのに寄与
しているが、感圧性接着剤組成物の耐水性の向上
には、余り寄与していない。
従つて、この発明の目的は適用体が高湿下或い
は高温高湿下に曝されても、接着力が低下して浮
きや剥がれが起生しない感圧性接着剤配合物を提
供することにある。
この発明の他の目的は、常態で好適な特性を有
する感圧性接着剤組成物の特性を実質的に低下さ
せることなく、高湿下或いは高温高湿下おける接
着力を向上せしめた感圧性接着剤配合物を提供す
ることにある。
かかるこの発明の目的は、以下に定義する測定
法による接着力が少なくとも150ｇ／15mmで且つ
凝集力が2.0mm／hr以下である指圧によつて多く
の適用体面に感圧接着可能な接着剤組成物に、ビ
ニルシラン、エポキシシラン、メタクリルシラン
の群から選ばれた少なくとも一種が配合されてい
ることによつて達成されるものである。
この発明に用いられる感圧性接着剤組成物とし
ては、以下に定義する測定法による接着力が少な
くとも150ｇ／15mmで、且つ凝集力が2.0mm／hr以
下である条件を満足するものであれば、ベースは
ゴム／又は合成樹脂を用いることができるが、好
ましくはガラス転移温度（Ｔｇ）が−70℃〜−10
℃となるように調整された、常温で感圧接着性で
あるアクリル系組成物である。
前記の接着力が150ｇ／15mm以下であつたり、
凝集力が2.0mm／hr以上であつたりすると、感圧
性接着剤配合物として充分な接着特性が得られ
ず、貼り付け初期や経日で浮きや剥がれが起生す
ると共に、接着界面で所謂ズレが生ずるものであ
る。
アクリル系感圧性接着剤組成物の典型的な例示
としては、アルキル基のＣ数が平均で２〜14個の
アクリル酸エステル又はメタクリル酸エステルの
群から選ばれた一種以上のアクリル系単量体と、
該単量体と共重合可能な他の不飽和単量体との共
重合物（又は該共重合物を前述の有機試薬を用い
て架橋重合してなるものを含む。）が挙げられ
る。
ここで「平均」なる用語の意味は、二種以上の
アクリル系単量体を用いたときのアルキル基のＣ
数の総和を単量体数で除したＣ数が２〜14個の範
囲に入ることである。
従つて、アクリル系単量体としては次の一般式
で示めされるものを包含するものであり、具体的
には、
一般式
The present invention relates to a new pressure-sensitive adhesive formulation that does not substantially reduce adhesive strength even under high humidity conditions and high temperature and high humidity conditions. Pressure-sensitive adhesive compositions or applied products thereof, which are generally commercially available or proposed in documents such as patent publications, can be bonded to various surfaces with a finger pressure at room temperature.
It is used for various purposes. However, the composition or its applied article has a drawback that it peels off from the surface of the application body when it is exposed to high humidity or high temperature and high humidity after adhering to the surface of the application body. The fact is that this phenomenon is more likely to occur when exposed to natural gas, and as a result, there are restrictions on its use. Pressure sensitive adhesive compositions are generally designed to achieve the adhesion and cohesive properties desired for a particular end use. For example, a rubber-based pressure-sensitive adhesive composition is prepared by combining natural rubber and/or synthetic rubber and a compounding agent typified by an adhesion-imparting resin. The acrylic pressure-sensitive adhesive composition contains one or more acrylic monomers selected from the group of acrylic esters and/or methacrylic esters, and carboxyl groups, hydroxyl groups, amino groups, epoxy groups, methylol groups, etc. Copolymerize with an unsaturated monomer having a polar group of It is composed by crosslinking polymerization using. Although these organic reagents contribute to cross-linking and polymerizing the system to have good adhesion and cohesive properties, they do not contribute much to improving the water resistance of the pressure-sensitive adhesive composition. Not yet. Therefore, an object of the present invention is to provide a pressure-sensitive adhesive formulation that does not reduce adhesive strength and cause peeling or peeling even when the applied object is exposed to high humidity or high temperature and high humidity. . Another object of the present invention is to provide a pressure-sensitive adhesive that has improved adhesive strength under high humidity conditions or under high temperature and high humidity conditions without substantially deteriorating the characteristics of a pressure-sensitive adhesive composition that has favorable characteristics under normal conditions. The objective of the present invention is to provide a drug formulation. The object of the present invention is to provide an adhesive composition that can be pressure-sensitively bonded to many application surfaces by finger pressure and has an adhesive force of at least 150 g/15 mm and a cohesive force of 2.0 mm/hr or less as measured by the method defined below. This is achieved by blending at least one member selected from the group of vinyl silane, epoxy silane, and methacryl silane into the product. The pressure-sensitive adhesive composition used in the present invention is one that satisfies the conditions that the adhesive force is at least 150 g/15 mm as measured by the measurement method defined below, and the cohesive force is 2.0 mm/hr or less. The base can be made of rubber/synthetic resin, but preferably has a glass transition temperature (Tg) of -70°C to -10°C.
It is an acrylic composition that has pressure-sensitive adhesive properties at room temperature and is adjusted to have a temperature of The above adhesive strength is 150g/15mm or less,
If the cohesive force is 2.0 mm/hr or more, sufficient adhesive properties will not be obtained as a pressure-sensitive adhesive formulation, and lifting and peeling will occur during the initial application period and over time, as well as so-called slippage at the adhesive interface. This is what happens. Typical examples of acrylic pressure-sensitive adhesive compositions include one or more acrylic monomers selected from the group of acrylic esters or methacrylic esters having an average of 2 to 14 carbon atoms in the alkyl group. and,
Examples include copolymers of this monomer and other copolymerizable unsaturated monomers (or those obtained by crosslinking the copolymers using the above-mentioned organic reagents). Here, the meaning of the term "average" is the C of the alkyl group when two or more types of acrylic monomers are used.
The number of Cs obtained by dividing the total number by the number of monomers falls within the range of 2 to 14. Therefore, acrylic monomers include those represented by the following general formula, and specifically, the general formula:
【式】
（式中、R1は水素又はメチル繁基、R2はＣ数が１
〜14個のアルキル基を示す）で表わされるアクリ
ル酸（もしくはメタクリル酸）のアルキルエステ
ル、又はアルキルビニルエーテルであり、これら
の一種又は二種以上を使用する。上記一般式中の
アルキル基（R2）は分岐状又は非分岐状でもよ
く、具体的にはメチル、エチル、ｎ−ブチル、イ
ソブチル、１−エチルプロピル、１−メチルペン
チル、２−メチルペンチル、３−メチルペンチ
ル、１−エチルブチル、２−エチルブチル、イソ
オクチル、２−エチルヘキシル、デシル、ドデシ
ルなどを挙げることができる。
発明で用いられる上記不飽和単量体は、カルボ
キシル基、ヒドロキシル基、メチロール基、アミ
ノ基、グリシジル基、リン酸基、スルホン酸基か
ら選ばれた官能基を有するもので、具体例として
は、アクリル酸、メタクリル酸、無水マレイン
酸、マレイン酸、マレイン酸モノエステル、２−
ヒドロキシアクリレート、２−ヒドロキシプロピ
ルアクリレート、ポリエチレングリコールアクリ
レート、Ｎ−メチロールアクリルアミド、Ｎ−メ
チロールメクタリルアミド、Ｎ−メチルアミノエ
チルアクリレート、Ｎ−トリ−ブチルアミノエチ
ルアクリレート、アクリル酸アミド、Ｎ・Ｎ−ジ
メチルアミノエチルメタクリレート、ビニルピロ
リドン、グリシジルアクリレート、グリシジルメ
タクリレート、モノ−（２−ヒドロキシエチル−
α−クロロアクリレート）アシツドホスフエート
などが挙げられる。これらの共重合可能な不飽和
単量体は、共重合物中に0.1〜25重量％の割合で
一種以上が用いられるが、二種又はそれ以上用い
るときは単量体の官能基間で反応して、得られた
共重合物が三次元化することのないように、種類
又は部数を制限することが必要である。
しかして前記アクリル系単量体と共重合可能な
他の不飽和単量体の例として、ビニルエステル、
ビニルピリジン、酢酸ビニル、スチレン、アクリ
ロニトリル、メタクリロニトリル、メチレングル
タルニトリル、ブタジエン、クロロプレンなどを
挙げることができ、これらは前記官能基を有する
不和単量体と併用して使用してもよい。しかして
該単量体は、前記アクリル系単量体100重量部に
対して100重量部以下の範囲で使用するのが望し
く、100重量部以上では接着性が劣り、殊に耐水
性が著しく低下することがあるので好ましくない
ものである。
これらの（重合）物からなるアクリル系感圧性
接着剤組成物は、溶液重合、バルク重合などの手
法により得られる。
重合に際して用いられる重合開始剤としては、
ベンゾイルパーオキサイド、ラウロイルパーオキ
サイド、クメンパーオキサイドの如きパーオキサ
イド類、アゾビスイソブチロニトリル、アゾビス
バレロニトリルの如きアゾ化合物類或いは過酸化
アンモニウム、過硫酸カリウム、過酸化水素など
の過酸化物類が挙げられ、重合操作は殊に制限さ
れない。
また溶液重合に際して用いられる有機溶剤とし
ては、ｎ−ヘプタン、トルエン、ベンゼン、ｎ−
ヘキサン、ジオキサン、メチルエチルケトン、メ
チルイソブチルケトン、酢酸エチルなどが好適に
使用され、場合によつてはメチルアルコール、エ
チルアルコール、イソプロパノールの如きアルコ
ール類も使用することができる。
この発明に用いられる共重合された共重合物の
重量平均分子量は、1000〜1000000、実用的には
30000〜700000に調整されているのが望ましい。
かかるアクリル系感圧性接着剤組成物以外に用
いられる感圧性接着剤組成物としては、天然ゴム
系、合成ゴム系、ポリビニルエーテル系などを挙
げることができる。
このように形成したアクリル系又はゴム系、或
いは他の合成樹脂を主体とした、前記条件を満足
する接着性と凝集性とを有する感圧性接着剤組成
物には、ビニルシラン、エポキシシラン、メタク
リルシランの群から選ばれた少なくとも一種が配
合され、感圧性接着剤配合物とされる。
ビニルシラン、エポキシシラン、メクタリルシ
ランの群から選ばれた少なくとも一種の配合量は
0.01〜10重量％、好ましくは0.01〜５重量％であ
つて、0.01重量％以下では添加の効果が認められ
ず、10重量％以上では前記組成物に対して可塑剤
的な機能をなし、得られた感圧性接着剤配合物の
接着性及び凝集性を著しく低下させるので好まし
くないものである。
ビニルシラン、エポキシシラン、メタクリルシ
ランの群から選ばれた少なくとも一種を感圧性接
着剤組成物に添加したことによる効果は、得られ
た感圧性接着剤配合物を用いて２つの適用物品を
接着し、これを高湿下或いは高温高湿下に曝して
も、前記配合物からなる層面から適用物品が簡単
に剥がれないことによつて特徴づけられる。
しかして、得られた感圧性接着剤配合物を担持
体上に塗布及び／又は含浸して感圧性接着テー
プ、シート又はその類似物としたときに、前記感
圧性接着剤組成物を担持体上に塗布及び／又は含
浸して感圧性接着テープ、シート又はその類似物
としたときと、同等の安定性を有するなどの特微
を有するものである。
ビニルシランとしては、ビニルトリクロロシラ
ン、ジビニルジクロロシラン、ビニルジメチルク
ロロシラン、ビニルトリメトキシシラン、ビニル
トリエトキシシラン、ビニルトリス−（β−メト
キシエトキシ）シラン、Ｐ−アルリルフエニルエ
チルジクロロシラン、Ｐ−ビニルフエニルトリク
ロロシラン、アルソルメチルジクロロシラン、ビ
ニルジフエニルクロロシランなどが挙げられ、エ
ポキシシランとしてはγ−グリシドキシプロピル
トリメトキシシラン、β−（３・４−エポキシシ
クロヘキシ）−エチルトリメトキシシランなどが
挙げられ、メタクリルシランとしては、γ−メタ
クリロキシプロピルトリメトキシシランなどが挙
げられ、これらは一種又は二種以上が前記の範囲
で感圧性接着剤組成物に配合され、この発明の感
圧性接着剤配合物とされる。
しかして、前記感圧性接着剤組成物とビニルシ
ラン、エポキシシラン、メタクリルシランの群か
ら選ばれた少なくとも一種との組み合せは、両者
を混合後、配合物の状態で、或いは配合物を担持
体上に塗布及び／又は含浸して感圧性接着テー
プ、シート又はその類似物（或いは応用物品）と
したとき、前記組成物が保有していた接着及び凝
集特性を、長期間維持するように選択することが
必要である。
なお上記の「実質的に維持する」とは、所定日
数保存後に、ベースとなる感圧性接着剤組成物が
保有していた接着及び凝集特性と同等、或いはそ
れ以上、又は若干低下していても充分に使用し得
る範囲に維持していることを指称するものであ
る。
この発明の特許請求の範囲及び本文中における
接着力及び凝集力は次の測定法によつて測定した
値をいう。
接着力：感圧性接着剤配合物を厚さ25μｍのポリ
エステルフイルムに塗設（厚さ25μｍ）し、こ
れを15mm幅に切断してサンプルを作る。このサ
ンプルをガラス板に貼り付けて２Kgゴムローラ
で圧着し、24時間放置後、180度引き剥がし接
着力（条件 引き剥がし速度300mm／min、25
℃）を求める。
凝集力：サンプル（幅10mm長さ200mm）の一端を
ベークライト板の端部に20mmだけ貼り付け、24
時間放置後、70℃中でサンプルの他端部に500
ｇの荷重をかけて、時間当りのずれ距離を測定
する。
この発明の感圧性接着剤配合物は、以下の実施
例にて具体的に実証されるが、良好な初期接着性
を有すると共に、高湿下或いは高温高湿下におい
ても充分な接着強度を有する事実が顕著である。
以下この発明の実施例を示す。
実施例 １
アクリル酸ブチル：アクリル酸＝95：５（重量
比）の配合物を重合開始剤としての過酸化ベンゾ
イルを0.3重量部添加してトルエン中で重合し、
共重合物溶液（重量平均分子量約30〜50万）を得
る。
次に該溶液の固形分100重量部に対してポリイ
ソシアネート（日本ポリウレタン社製、商品名コ
ロネートＬ）を１重量部添加して、接着力550
ｇ／15mm及び凝集力0.18mm／hrの特性を有する感
圧性接着剤組成物液を得る。
次に該組成物液の固形分100重量部に対して、
γ−グリシドキシプロピルトリメトキシシランを
0.01(A)、0.2(B)、2.0(C)、５(D)及び８重量部(E)を
夫々配合し、約30分間充分に撹拌して、この発明
の感圧性接着剤配合物(A)〜(E)を得る。
実施例 ２
天然ゴム50重量部（以下部という）、スチレン
ブタジエンゴム50部及び老化防止剤３部をトルエ
ンで溶解し、これにα−ピネン系樹脂60部、ポリ
ブテン（HV−300）15部を添加して、接着力570
ｇ／15mm及び凝集力1.9mm／hrの特性を有するゴ
ム系感圧性接着剤組成物を得る。
この組成物液の固形分100部にγ−グリシドキ
シプロピルトリメトキシシランを0.2(F)及び2.0(G)
部夫々配合し、約30分間充分に撹拌して、この発
明の感圧性接着剤配合物(F)及び(G)を得る。
実施例 ３
スチレン−イソプレン−スチレンブロツク共重
合体ゴム100部、石油系樹脂50部、老化防止剤２
部、脂肪族系炭化水素樹脂10部をトルエンで溶解
して、接着力3400ｇ／15mm及び凝集力1.9mm／hr
の特性を有するゴム系感圧性接着剤組成物を得
る。
この組成物液の固形分100部にγ−グリシドキ
シプロピルトリメトキシシランを0.2(H)及び2.0(J)
部配合し、約30分間充分に撹拌して、この発明の
感圧性接着剤配合物(H)及び(J)を得る。
実施例 ４
実施例１の感圧性接着剤組成物液の固形分100
部にγ−メタアクリロキシプロピルトリメトキシ
シラン(K)及びビニルトルエトキシシラン(L)を夫々
単独で0.2部配合し、約30分間充分に撹拌してこ
の発明の感圧性接着剤配合物(K)及び(L)を得る。
第１表は実施例１〜４の感圧性接着剤配合物(A)
〜(L)の特性結果を示すものである。
特性は、配合物(A)〜(L)又は各接着剤組成物を厚
さ25μｍのポリエステルフイルムに塗設（厚み25
μｍ）し、これをガラス板に貼り付けて24時間放
置後温水（50℃）に浸漬し、所定日数終了ごとに
接着力を本文に定義する方法で測定して評価し
た。[Formula] (In the formula, R 1 is hydrogen or a methyl radical, R 2 has 1 C number
-14 alkyl groups) or alkyl vinyl ethers of acrylic acid (or methacrylic acid), and one or more of these are used. The alkyl group ( R2 ) in the above general formula may be branched or unbranched, and specifically includes methyl, ethyl, n-butyl, isobutyl, 1-ethylpropyl, 1-methylpentyl, 2-methylpentyl, Examples include 3-methylpentyl, 1-ethylbutyl, 2-ethylbutyl, isooctyl, 2-ethylhexyl, decyl, and dodecyl. The unsaturated monomer used in the invention has a functional group selected from a carboxyl group, a hydroxyl group, a methylol group, an amino group, a glycidyl group, a phosphoric acid group, and a sulfonic acid group. Specific examples include: Acrylic acid, methacrylic acid, maleic anhydride, maleic acid, maleic acid monoester, 2-
Hydroxy acrylate, 2-hydroxypropyl acrylate, polyethylene glycol acrylate, N-methylol acrylamide, N-methylol mectaryl amide, N-methylaminoethyl acrylate, N-tri-butylaminoethyl acrylate, acrylamide, N・N-dimethyl Aminoethyl methacrylate, vinylpyrrolidone, glycidyl acrylate, glycidyl methacrylate, mono-(2-hydroxyethyl-
Examples include α-chloroacrylate) acid phosphate. One or more of these copolymerizable unsaturated monomers are used in a proportion of 0.1 to 25% by weight in the copolymer, but when two or more types are used, reactions occur between the functional groups of the monomers. It is necessary to limit the type or number of copolymers so that the obtained copolymer does not become three-dimensional. Examples of other unsaturated monomers copolymerizable with the acrylic monomer include vinyl ester,
Vinylpyridine, vinyl acetate, styrene, acrylonitrile, methacrylonitrile, methylene glutaronitrile, butadiene, chloroprene, etc. can be mentioned, and these may be used in combination with the incompatible monomer having the above-mentioned functional group. Therefore, it is preferable to use the monomer in an amount of 100 parts by weight or less based on 100 parts by weight of the acrylic monomer. This is not preferable because it may cause a decrease in the temperature. Acrylic pressure-sensitive adhesive compositions made of these (polymerized) products can be obtained by techniques such as solution polymerization and bulk polymerization. As a polymerization initiator used during polymerization,
Peroxides such as benzoyl peroxide, lauroyl peroxide, and cumene peroxide; azo compounds such as azobisisobutyronitrile and azobisvaleronitrile; or peroxides such as ammonium peroxide, potassium persulfate, and hydrogen peroxide. The polymerization operation is not particularly limited. Organic solvents used during solution polymerization include n-heptane, toluene, benzene, n-
Hexane, dioxane, methyl ethyl ketone, methyl isobutyl ketone, ethyl acetate and the like are preferably used, and alcohols such as methyl alcohol, ethyl alcohol and isopropanol can also be used in some cases. The weight average molecular weight of the copolymer used in this invention is 1,000 to 1,000,000, which is practically
It is desirable that it is adjusted between 30000 and 700000. Pressure-sensitive adhesive compositions that can be used other than the acrylic pressure-sensitive adhesive composition include natural rubber-based, synthetic rubber-based, polyvinyl ether-based, and the like. The pressure-sensitive adhesive composition formed in this way, which is mainly based on acrylic, rubber, or other synthetic resins and has adhesiveness and cohesiveness that satisfy the above conditions, includes vinylsilane, epoxysilane, and methacrylsilane. At least one selected from the group is blended to form a pressure-sensitive adhesive composition. The amount of at least one selected from the group of vinyl silane, epoxy silane, and mectaryl silane is
The amount is 0.01 to 10% by weight, preferably 0.01 to 5% by weight. If it is less than 0.01% by weight, no effect of addition is observed, and if it is more than 10% by weight, it acts like a plasticizer for the composition and reduces the yield. This is undesirable because it significantly reduces the adhesion and cohesive properties of the resulting pressure sensitive adhesive formulation. The effect of adding at least one selected from the group of vinyl silane, epoxy silane, methacryl silane to the pressure sensitive adhesive composition is that the resulting pressure sensitive adhesive formulation can be used to bond two applied articles; It is characterized by the fact that the applied article does not easily peel off from the surface of the layer made of the above-mentioned compound even when exposed to high humidity conditions or high temperature and high humidity conditions. Thus, when the resulting pressure-sensitive adhesive composition is coated and/or impregnated onto a carrier to form a pressure-sensitive adhesive tape, sheet, or the like, the pressure-sensitive adhesive composition is applied onto the carrier. It has characteristics such as having stability equivalent to that when applied and/or impregnated into a pressure-sensitive adhesive tape, sheet, or the like. Vinylsilanes include vinyltrichlorosilane, divinyldichlorosilane, vinyldimethylchlorosilane, vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris-(β-methoxyethoxy)silane, P-allylphenylethyldichlorosilane, and P-vinylphenylethyldichlorosilane. Examples include enyltrichlorosilane, alsolmethyldichlorosilane, vinyldiphenylchlorosilane, etc. Epoxysilanes include γ-glycidoxypropyltrimethoxysilane, β-(3,4-epoxycyclohexy)-ethyltrimethoxysilane, etc. Examples of the methacrylsilane include γ-methacryloxypropyltrimethoxysilane, and one or more of these may be blended in the pressure-sensitive adhesive composition within the above range, and the pressure-sensitive adhesive of the present invention may be It is said to be a drug formulation. Therefore, the combination of the pressure-sensitive adhesive composition and at least one selected from the group of vinyl silane, epoxy silane, and methacryl silane can be carried out in the form of a blend after mixing them, or in the form of a blend, or by applying the blend on a carrier. The composition may be selected to maintain its adhesive and cohesive properties over a long period of time when coated and/or impregnated into a pressure-sensitive adhesive tape, sheet or the like (or applied article). is necessary. The above term "substantially maintains" means that the adhesive and cohesive properties of the base pressure-sensitive adhesive composition are equal to or greater than, or even slightly decreased after storage for a specified number of days. This indicates that the amount is maintained within a range that can be used satisfactorily. Adhesive force and cohesive force in the claims and text of this invention refer to values measured by the following measuring method. Adhesion: Samples are prepared by applying the pressure-sensitive adhesive formulation to a 25 μm thick polyester film (25 μm thick) and cutting it into 15 mm width pieces. This sample was pasted on a glass plate, pressed with a 2Kg rubber roller, left for 24 hours, and then peeled off at 180 degrees for adhesive strength (conditions: peeling speed 300 mm/min, 25
℃). Cohesive force: Paste one end of the sample (width 10 mm length 200 mm) to the end of the Bakelite plate by 20 mm,
After standing for an hour, the other end of the sample was heated to 500°C at 70°C.
Apply a load of g and measure the displacement distance per time. As specifically demonstrated in the following examples, the pressure-sensitive adhesive formulation of the present invention has good initial adhesion and sufficient adhesive strength even under high humidity conditions or under high temperature and high humidity conditions. The facts are remarkable. Examples of this invention will be shown below. Example 1 A mixture of butyl acrylate and acrylic acid = 95:5 (weight ratio) was polymerized in toluene by adding 0.3 parts by weight of benzoyl peroxide as a polymerization initiator,
A copolymer solution (weight average molecular weight approximately 300,000 to 500,000) is obtained. Next, 1 part by weight of polyisocyanate (manufactured by Nippon Polyurethane Co., Ltd., trade name Coronate L) was added to 100 parts by weight of the solid content of the solution to increase the adhesive strength to 550 parts by weight.
A pressure sensitive adhesive composition liquid having the characteristics of g/15 mm and cohesive force of 0.18 mm/hr is obtained. Next, based on 100 parts by weight of the solid content of the liquid composition,
γ-glycidoxypropyltrimethoxysilane
The pressure-sensitive adhesive formulation of the present invention ( Obtain A) to (E). Example 2 50 parts by weight of natural rubber (hereinafter referred to as "parts"), 50 parts of styrene-butadiene rubber, and 3 parts of anti-aging agent were dissolved in toluene, and 60 parts of α-pinene resin and 15 parts of polybutene (HV-300) were added thereto. Added adhesive strength 570
A rubber-based pressure-sensitive adhesive composition is obtained having characteristics of g/15 mm and cohesive force of 1.9 mm/hr. γ-glycidoxypropyltrimethoxysilane is added at 0.2 (F) and 2.0 (G) to 100 parts of solid content of this composition liquid.
The pressure sensitive adhesive formulations (F) and (G) of the present invention are obtained by mixing the parts separately and thoroughly stirring for about 30 minutes. Example 3 100 parts of styrene-isoprene-styrene block copolymer rubber, 50 parts of petroleum resin, anti-aging agent 2
By dissolving 10 parts of aliphatic hydrocarbon resin in toluene, the adhesive strength was 3400 g/15 mm and the cohesive force was 1.9 mm/hr.
A rubber-based pressure-sensitive adhesive composition having the following characteristics is obtained. Add 0.2 (H) and 2.0 (J) of γ-glycidoxypropyltrimethoxysilane to 100 parts of the solid content of this composition liquid.
The pressure sensitive adhesive formulations (H) and (J) of the present invention are obtained by mixing thoroughly for about 30 minutes. Example 4 Solid content of the pressure sensitive adhesive composition liquid of Example 1: 100
0.2 parts of each of γ-methacryloxypropyltrimethoxysilane (K) and vinyltoluethoxysilane (L) were blended into the pressure-sensitive adhesive composition of the present invention (K) and thoroughly stirred for about 30 minutes. ) and (L) are obtained. Table 1 shows pressure sensitive adhesive formulations (A) of Examples 1-4.
This shows the characteristic results of ~(L). The characteristics are as follows: Compounds (A) to (L) or each adhesive composition are coated on a 25 μm thick polyester film (thickness 25 μm).
μm) was attached to a glass plate, left for 24 hours, and then immersed in warm water (50°C). After each predetermined number of days, the adhesive strength was measured and evaluated using the method defined in the text.
【表】【table】
【表】
第１表中の配合物において（無）はシランを添
加していない系を示す（以下同じ）。
第２表は所定日数保存（保存条件：25℃×60％
R.H.）したサンプルを本文に定義する方法で凝
集力を測定して評価した結果である。[Table] In the formulations in Table 1, (absent) indicates a system in which no silane is added (the same applies below). Table 2 shows storage conditions for the specified number of days (storage conditions: 25℃ x 60%)
This is the result of measuring and evaluating the cohesive force of the sample (RH) using the method defined in the text.
【表】【table】
【表】
第３表は所定の条件及び日数で保存したサンプ
ル（配合物Ｂを用いてなるもの）をガラス板に貼
り付けて接着力を測定したものである。[Table] Table 3 shows the adhesive strength of samples (made using Formulation B) stored under predetermined conditions and days and pasted on a glass plate.
【表】【table】
【表】
この発明の感圧性接着剤配合物は上記各実施例
からも明らかなように、殊に高温高湿下での接着
力に優れる事実が顕著である。[Table] As is clear from the above examples, the pressure-sensitive adhesive composition of the present invention is remarkable for its excellent adhesive strength, especially under high temperature and high humidity conditions.
Claims (1)
とも150ｇ／15mmで且つ凝集力が2.0mm／hr以下で
ある指圧によつて多くの適用体面に感圧接着可能
な接着剤組成物に、ビニルシラン、エポキシシラ
ン、メタクリルシランの群から選ばれた少なくと
も一種が配合されていることを特徴とする感圧性
接着剤配合物。1 An adhesive composition capable of pressure-sensitive adhesion to many applicable surfaces by finger pressure with an adhesive strength of at least 150 g/15 mm as measured by the method defined herein and a cohesive force of 2.0 mm/hr or less, vinyl silane, epoxy A pressure-sensitive adhesive composition characterized in that it contains at least one selected from the group of silanes and methacrylsilanes.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7971581A JPS57195172A (en) | 1981-05-25 | 1981-05-25 | Pressure-sensitive adhesive composition |
| DE19823219442 DE3219442C2 (en) | 1981-05-25 | 1982-05-24 | adhesive |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7971581A JPS57195172A (en) | 1981-05-25 | 1981-05-25 | Pressure-sensitive adhesive composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57195172A JPS57195172A (en) | 1982-11-30 |
| JPS6230233B2 true JPS6230233B2 (en) | 1987-07-01 |
Family
ID=13697895
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7971581A Granted JPS57195172A (en) | 1981-05-25 | 1981-05-25 | Pressure-sensitive adhesive composition |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPS57195172A (en) |
| DE (1) | DE3219442C2 (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3232923A1 (en) * | 1982-09-04 | 1984-03-08 | Dynamit Nobel Ag, 5210 Troisdorf | ADHESIVE ADHESIVE BASED ON ETHYLENICALLY UNSATURATED COMPOUNDS |
| US4716194A (en) * | 1985-11-25 | 1987-12-29 | National Starch And Chemical Corporation | Removable pressure sensitive adhesive |
| NL8702275A (en) * | 1987-09-24 | 1989-04-17 | Avery International Corp | PRESSURE SENSITIVE ADHESIVE. |
| US4906695A (en) * | 1988-07-08 | 1990-03-06 | Dow Corning Corporation | Pressure-sensitive adhesives containing an alkoxy-functional silicon compound |
| DE3911945A1 (en) * | 1989-04-12 | 1990-10-25 | Basf Ag | AQUEOUS RESIN DISPERSION |
| JP4337991B2 (en) * | 1997-12-22 | 2009-09-30 | 日東電工株式会社 | Thermally conductive pressure-sensitive adhesive sheets and methods of fixing electronic components and heat radiating members using the same |
| KR100694446B1 (en) * | 2004-08-10 | 2007-03-12 | 주식회사 엘지화학 | Acrylic pressure sensitive adhesive |
| CN106318239A (en) * | 2016-08-30 | 2017-01-11 | 无锡万能胶粘剂有限公司 | Anticorrosive all-purpose adhesive |
| CN110511349B (en) * | 2019-07-30 | 2021-08-06 | 湖北大学 | Preparation method of hyperbranched temperature-sensitive waterborne polyurethane |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5727445B2 (en) * | 1974-09-02 | 1982-06-10 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS588757Y2 (en) * | 1980-07-23 | 1983-02-17 | モダン・プラスチツク工業株式会社 | adhesive sheet |
-
1981
- 1981-05-25 JP JP7971581A patent/JPS57195172A/en active Granted
-
1982
- 1982-05-24 DE DE19823219442 patent/DE3219442C2/en not_active Expired
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5727445B2 (en) * | 1974-09-02 | 1982-06-10 |
Also Published As
| Publication number | Publication date |
|---|---|
| DE3219442C2 (en) | 1986-06-05 |
| JPS57195172A (en) | 1982-11-30 |
| DE3219442A1 (en) | 1982-12-09 |
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