JPS62289280A - Primer - Google Patents
PrimerInfo
- Publication number
- JPS62289280A JPS62289280A JP13429086A JP13429086A JPS62289280A JP S62289280 A JPS62289280 A JP S62289280A JP 13429086 A JP13429086 A JP 13429086A JP 13429086 A JP13429086 A JP 13429086A JP S62289280 A JPS62289280 A JP S62289280A
- Authority
- JP
- Japan
- Prior art keywords
- primer
- acid
- adhesive
- compd
- alcohol
- 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
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims description 3
- 239000000853 adhesive Substances 0.000 abstract description 46
- 230000001070 adhesive effect Effects 0.000 abstract description 42
- 239000000463 material Substances 0.000 abstract description 21
- 229910000077 silane Inorganic materials 0.000 abstract description 21
- 229920005989 resin Polymers 0.000 abstract description 19
- 239000011347 resin Substances 0.000 abstract description 19
- 150000001412 amines Chemical class 0.000 abstract description 8
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract description 7
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 abstract description 7
- 230000001464 adherent effect Effects 0.000 abstract description 6
- 125000003277 amino group Chemical group 0.000 abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 5
- 238000010422 painting Methods 0.000 abstract description 4
- ARKBFSWVHXKMSD-UHFFFAOYSA-N trimethoxysilylmethanamine Chemical compound CO[Si](CN)(OC)OC ARKBFSWVHXKMSD-UHFFFAOYSA-N 0.000 abstract description 2
- 239000002987 primer (paints) Substances 0.000 description 51
- -1 polyethylene terephthalate Polymers 0.000 description 50
- 230000000052 comparative effect Effects 0.000 description 11
- 239000001257 hydrogen Substances 0.000 description 11
- 229910052739 hydrogen Inorganic materials 0.000 description 11
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 9
- IJVRPNIWWODHHA-UHFFFAOYSA-N 2-cyanoprop-2-enoic acid Chemical compound OC(=O)C(=C)C#N IJVRPNIWWODHHA-UHFFFAOYSA-N 0.000 description 8
- 235000019441 ethanol Nutrition 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- 239000004698 Polyethylene Substances 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 239000003973 paint Substances 0.000 description 7
- 229920000573 polyethylene Polymers 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000004743 Polypropylene Substances 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 229920001155 polypropylene Polymers 0.000 description 6
- 125000003396 thiol group Chemical group [H]S* 0.000 description 6
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 239000004830 Super Glue Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- BXKDSDJJOVIHMX-UHFFFAOYSA-N edrophonium chloride Chemical compound [Cl-].CC[N+](C)(C)C1=CC=CC(O)=C1 BXKDSDJJOVIHMX-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- FGBJXOREULPLGL-UHFFFAOYSA-N ethyl cyanoacrylate Chemical compound CCOC(=O)C(=C)C#N FGBJXOREULPLGL-UHFFFAOYSA-N 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 229920000098 polyolefin Polymers 0.000 description 4
- 229920002635 polyurethane Polymers 0.000 description 4
- 239000004814 polyurethane Substances 0.000 description 4
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 4
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 4
- QPRQEDXDYOZYLA-UHFFFAOYSA-N 2-methylbutan-1-ol Chemical compound CCC(C)CO QPRQEDXDYOZYLA-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 3
- 238000007605 air drying Methods 0.000 description 3
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 3
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 description 2
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- PSYGHMBJXWRQFD-UHFFFAOYSA-N 2-(2-sulfanylacetyl)oxyethyl 2-sulfanylacetate Chemical compound SCC(=O)OCCOC(=O)CS PSYGHMBJXWRQFD-UHFFFAOYSA-N 0.000 description 2
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 description 2
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 2
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-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
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- XXYZYQBTGPUVFQ-UHFFFAOYSA-N N-(3-dimethylsilyl-3-ethoxypropyl)-1-phenylmethanimine Chemical compound C(C1=CC=CC=C1)=NCCC(OCC)[SiH](C)C XXYZYQBTGPUVFQ-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000004818 Non-reactive adhesive Substances 0.000 description 2
- 239000004734 Polyphenylene sulfide Substances 0.000 description 2
- 239000004823 Reactive adhesive Substances 0.000 description 2
- 239000004809 Teflon Substances 0.000 description 2
- 229920006362 Teflon® Polymers 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 235000011054 acetic acid Nutrition 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000007718 adhesive strength test Methods 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 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 2
- 230000006378 damage Effects 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-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
- 239000000976 ink Substances 0.000 description 2
- PHTQWCKDNZKARW-UHFFFAOYSA-N isoamylol Chemical compound CC(C)CCO PHTQWCKDNZKARW-UHFFFAOYSA-N 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- PJUIMOJAAPLTRJ-UHFFFAOYSA-N monothioglycerol Chemical compound OCC(O)CS PJUIMOJAAPLTRJ-UHFFFAOYSA-N 0.000 description 2
- ZCBREPNPWKGQJH-UHFFFAOYSA-N n'-[[dimethyl(phenylmethoxy)silyl]methyl]ethane-1,2-diamine Chemical compound NCCNC[Si](C)(C)OCC1=CC=CC=C1 ZCBREPNPWKGQJH-UHFFFAOYSA-N 0.000 description 2
- YFBFAHMPVMWKIM-UHFFFAOYSA-N n-(3-triethoxysilylpropyl)cyclohexanamine Chemical compound CCO[Si](OCC)(OCC)CCCNC1CCCCC1 YFBFAHMPVMWKIM-UHFFFAOYSA-N 0.000 description 2
- KBJFYLLAMSZSOG-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)aniline Chemical compound CO[Si](OC)(OC)CCCNC1=CC=CC=C1 KBJFYLLAMSZSOG-UHFFFAOYSA-N 0.000 description 2
- KGNDVXPHQJMHLX-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)cyclohexanamine Chemical compound CO[Si](OC)(OC)CCCNC1CCCCC1 KGNDVXPHQJMHLX-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 229920000069 polyphenylene sulfide Polymers 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- 229920002050 silicone resin Polymers 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 229960002317 succinimide Drugs 0.000 description 2
- 229920003051 synthetic elastomer Polymers 0.000 description 2
- 239000005061 synthetic rubber Substances 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- 229940035024 thioglycerol Drugs 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- QJOOZNCPHALTKK-UHFFFAOYSA-N trimethoxysilylmethanethiol Chemical compound CO[Si](CS)(OC)OC QJOOZNCPHALTKK-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 1
- OZCMOJQQLBXBKI-UHFFFAOYSA-N 1-ethenoxy-2-methylpropane Chemical compound CC(C)COC=C OZCMOJQQLBXBKI-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- WCASXYBKJHWFMY-NSCUHMNNSA-N 2-Buten-1-ol Chemical compound C\C=C\CO WCASXYBKJHWFMY-NSCUHMNNSA-N 0.000 description 1
- LXUNZSDDXMPKLP-UHFFFAOYSA-N 2-Methylbenzenethiol Chemical compound CC1=CC=CC=C1S LXUNZSDDXMPKLP-UHFFFAOYSA-N 0.000 description 1
- XRXMNWGCKISMOH-UHFFFAOYSA-N 2-bromobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1Br XRXMNWGCKISMOH-UHFFFAOYSA-N 0.000 description 1
- IKCLCGXPQILATA-UHFFFAOYSA-N 2-chlorobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1Cl IKCLCGXPQILATA-UHFFFAOYSA-N 0.000 description 1
- LAYYBDNUVVHJLN-UHFFFAOYSA-N 2-hydroxy-2-sulfanylbutanedioic acid Chemical compound OC(=O)CC(O)(S)C(O)=O LAYYBDNUVVHJLN-UHFFFAOYSA-N 0.000 description 1
- 229940054266 2-mercaptobenzothiazole Drugs 0.000 description 1
- SLAMLWHELXOEJZ-UHFFFAOYSA-N 2-nitrobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1[N+]([O-])=O SLAMLWHELXOEJZ-UHFFFAOYSA-N 0.000 description 1
- WLJVXDMOQOGPHL-PPJXEINESA-N 2-phenylacetic acid Chemical compound O[14C](=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-PPJXEINESA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- UGWULZWUXSCWPX-UHFFFAOYSA-N 2-sulfanylideneimidazolidin-4-one Chemical compound O=C1CNC(=S)N1 UGWULZWUXSCWPX-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- ZYAASQNKCWTPKI-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propan-1-amine Chemical compound CO[Si](C)(OC)CCCN ZYAASQNKCWTPKI-UHFFFAOYSA-N 0.000 description 1
- IKYAJDOSWUATPI-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propane-1-thiol Chemical compound CO[Si](C)(OC)CCCS IKYAJDOSWUATPI-UHFFFAOYSA-N 0.000 description 1
- GLISOBUNKGBQCL-UHFFFAOYSA-N 3-[ethoxy(dimethyl)silyl]propan-1-amine Chemical compound CCO[Si](C)(C)CCCN GLISOBUNKGBQCL-UHFFFAOYSA-N 0.000 description 1
- LVNLBBGBASVLLI-UHFFFAOYSA-N 3-triethoxysilylpropylurea Chemical compound CCO[Si](OCC)(OCC)CCCNC(N)=O LVNLBBGBASVLLI-UHFFFAOYSA-N 0.000 description 1
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- QPOZGXKWWKLJDK-UHFFFAOYSA-N 6-nitro-3h-1,3-benzothiazole-2-thione Chemical compound [O-][N+](=O)C1=CC=C2NC(=S)SC2=C1 QPOZGXKWWKLJDK-UHFFFAOYSA-N 0.000 description 1
- CBXRMWPHQZKUQS-UHFFFAOYSA-N 8-methylnonyl 2-sulfanylacetate Chemical compound CC(C)CCCCCCCOC(=O)CS CBXRMWPHQZKUQS-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 239000004475 Arginine Substances 0.000 description 1
- DCXYFEDJOCDNAF-UHFFFAOYSA-N Asparagine Natural products OC(=O)C(N)CC(N)=O DCXYFEDJOCDNAF-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- 239000004709 Chlorinated polyethylene Substances 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- LEVWYRKDKASIDU-QWWZWVQMSA-N D-cystine Chemical compound OC(=O)[C@H](N)CSSC[C@@H](N)C(O)=O LEVWYRKDKASIDU-QWWZWVQMSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
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Landscapes
- Paints Or Removers (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
Abstract
Description
【発明の詳細な説明】
３、発明の詳細な説明
（産業上の利用分野）
本発明は非極性又は高結晶化樹脂の接着或いはこれらの
樹脂への塗装、印刷等を施す際に用いるプライマーに関
する。Detailed Description of the Invention 3. Detailed Description of the Invention (Field of Industrial Application) The present invention relates to a primer used for adhesion of non-polar or highly crystallized resins, or for coating, printing, etc. on these resins. .
（従来の技術）
ポリオレフィン、ポリエチレンテレフタレート、ポリア
セタール及びナイロン、フッソ樹脂、更に可塑剤を多量
に含有する軟質ＰｖＣフィルム等の非極性又は高結晶化
樹脂は、軽量で優れた物性。(Prior Art) Non-polar or highly crystallized resins such as polyolefin, polyethylene terephthalate, polyacetal, nylon, fluorocarbon resin, and soft PvC film containing a large amount of plasticizer are lightweight and have excellent physical properties.
不銹性等を有するために、自動車、電気機器に用いるシ
ート又は成形品として極めて有用であり、多くの利用を
散見することができる。ところがこれらの成形品等は、
前記したように非極性又は高結晶化樹脂であるためにこ
れを他部材に固定したり、表面に塗装を施して使用使用
とするときに、接着しにくい或いは塗装しにくい等の問
題があった。Due to its non-rusting properties, it is extremely useful as sheets or molded products for use in automobiles and electrical equipment, and can be used in many applications. However, these molded products, etc.
As mentioned above, since it is a non-polar or highly crystallized resin, there are problems such as difficulty in adhesion or painting when fixing it to other parts or painting the surface. .
そこで従来、接着性等を向上させるためのいくつかの方
法が提案された。例えば；
イ）ポリエチレン、ポリプロピレン等の難接着材質に対
して火炎処理、コロナ放電、放射線処理等により、これ
らの材質表面を部分的に酸化、活性化させる方法。Therefore, several methods have been proposed to improve adhesiveness and the like. For example: (a) A method of partially oxidizing and activating the surface of difficult-to-bond materials such as polyethylene and polypropylene by subjecting them to flame treatment, corona discharge, radiation treatment, etc.
（ロ）接着剤等の接着性を向上させるために用いる塩化
ポリエチレン、塩化ポリプロピレン、脂肪酸変性アルキ
ッド樹脂を有機溶剤に溶解させてなるプライマーの処理
による方法（被着物に一ヒ塗りする接着剤、塗料等の付
着性を良くするために使用する下塗剤）（特開昭５２−
９８０６２号、特開昭５６−１４１３２８号、特開昭５
７−１１９９２９号公報の記載参照）
（ハ）α−シアノアクリレートを主成分とした接着剤と
の関連において使用する有機金属化合物からなるプライ
マー処理（特開昭６０−２０３６８４号公報の記載参照
）が知られている。(b) A method of treating a primer made by dissolving polyethylene chloride, polypropylene chloride, or fatty acid-modified alkyd resin in an organic solvent, which is used to improve the adhesion of adhesives (adhesives and paints that are applied once to the adherend). (Undercoat used to improve the adhesion of
No. 98062, JP-A-56-141328, JP-A-5
7-119929) (c) Primer treatment consisting of an organometallic compound used in conjunction with an adhesive containing α-cyanoacrylate as a main component (see description in JP-A-60-203684) Are known.
（発明が解決しようとする問題点）
ところで上記の（イ）の方法の如く難接着材質に対して
火炎処理等を施してその材質表面を部分的に酸化、活性
化させる方法を使用する場合には、特別の処理装置、処
理法を必要とし、特に複雑な形状の非着物に対しては均
一な処理を施せないために作業が煩雑となり、またラン
ニングコストも高く経済性が悪い。(Problems to be Solved by the Invention) By the way, when using a method such as method (a) above, in which a difficult-to-adhesive material is subjected to flame treatment or the like to partially oxidize and activate the surface of the material, This method requires special processing equipment and processing methods, and in particular, non-kimono with complex shapes cannot be processed uniformly, making the work complicated, and the running costs are high, making it uneconomical.
また、（ロ）の塩素化ポリエチレン等を用いたプライマ
ーは、ポリオレフィンとの付着性は良好であっても、上
塗り塗料との付着性が不良であったり、上塗り塗料及び
ポリオレフィンに対しては良好な付着性を示す場合であ
っても、冷熱サイクルの繰返しにより膜間付着性が低下
するという欠点が指摘されている（特開昭５８−８７３
４号公報の記載参照）。In addition, primers using chlorinated polyethylene, etc. (b) may have good adhesion to polyolefins, but may have poor adhesion to top coat paints, or may have poor adhesion to top coat paints and polyolefins. Even in cases where adhesion is exhibited, it has been pointed out that the adhesion between the films decreases due to repeated cooling and heating cycles (Japanese Patent Laid-Open No. 58-873).
(See description in Publication No. 4).
更に（ハ）のプライマーは、ポリプロピレンの成形品等
に対しては材料破壊程度の接着性を有するが、ポリエチ
レンの成形品等に対する接着強度は不十分であり材料破
壊程度の強度を有しないと共に、被着体間に形成された
接合部の耐水性及び対湿性も向−ヒされつつあるが未だ
不十分であり、十分な接着強度を十分に維持できない。Furthermore, the primer (c) has adhesive strength to the level of material destruction to polypropylene molded products, etc., but the adhesive strength to polyethylene molded products, etc. is insufficient and does not have the strength to the level of material destruction. Although the water resistance and moisture resistance of the joint formed between adherends is being improved, it is still insufficient and sufficient adhesive strength cannot be maintained.
（問題点を解決するための手段）
上記の問題点を解決するために本発明は、第一成分とし
て［（Ｃｎ Ｈｚｎ−ｒ＋＋ｏ］基（式中、ｎは１〜６
までの整数である。）を一個以上有するシラン化合物と
第二成分として活性水素基を有する化合物含有してなる
プライマーを用いた。(Means for Solving the Problems) In order to solve the above problems, the present invention provides a [(Cn Hzn-r++o] group (where n is 1 to 6) as the first component.
is an integer up to . ) was used, and a primer containing a compound having an active hydrogen group as a second component was used.
このプライマーは、シリコン樹脂、アクリル樹脂、エポ
キシ樹脂等を主成分とした反応性接着剤、合成ゴム、ポ
リウレタン等を主成分とした非反応性接着剤を用いて非
極性又は高結晶化樹脂に対する接着、又は塗装、印刷等
を施すために使用するものであり、特にα−シアノアク
リレートを非極性又は高結晶化樹脂に用いて接着或いは
印刷インキ用付着助剤とする場合にも極めて有効である
。This primer uses reactive adhesives mainly composed of silicone resin, acrylic resin, epoxy resin, etc., and non-reactive adhesives mainly composed of synthetic rubber, polyurethane, etc. to adhere to non-polar or highly crystallized resins. It is also used for coating, printing, etc., and is particularly effective when α-cyanoacrylate is used for non-polar or highly crystallized resins as adhesion aids for adhesives or printing inks.
ここで、上記の第一成分としての［（ＣｎＨ２ｎ、−１
＋Ｏコ基（式中、ｎは１〜６までの整数である。Here, [(CnH2n, -1
+O group (wherein n is an integer from 1 to 6).
）を一個以上有するシラン化合物は例えば、メトキシ基
又はエトキシ基を一個以上有するシラン化合物であって
、更にその分子中に例えばアミノ基又はメルカプト」、
（を有するものであり、具体例として、アミノメチルト
リメトキシシラン、３−アミノプロピルトリメトキシシ
ラン、２−アミノエチルアミノメチルトリメトキシシラ
ン、３−アミノプロピルジメチルエトキシシラン、３−
アミノプロピルジェトキシメチルシラン、３−（２−７
ミノエチルアミノブロピル）ジメトキシメチルシラン、
３−（２−アミノエチルアミノプロピル）トリメトキシ
シラン、２−（２−アミノエチルチオエチル）ジェトキ
シメチルシラン、ジメトキシメチル−２−ピリジノエチ
ルシラン、３−モルフォリノプロピルトリメトキシシラ
ン、ジメトキシメチル−３−ピペラジノプロピルシラン
、３−ピペラジノプロピルトリメトキシシラン。), for example, a silane compound having one or more methoxy group or ethoxy group, and further contains, for example, an amino group or mercapto group in the molecule,
(Specific examples include aminomethyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 2-aminoethylaminomethyltrimethoxysilane, 3-aminopropyldimethylethoxysilane, 3-aminopropyltrimethoxysilane,
Aminopropyljethoxymethylsilane, 3-(2-7
minoethylaminopropyl)dimethoxymethylsilane,
3-(2-aminoethylaminopropyl)trimethoxysilane, 2-(2-aminoethylthioethyl)jethoxymethylsilane, dimethoxymethyl-2-pyridinoethylsilane, 3-morpholinopropyltrimethoxysilane, dimethoxymethyl -3-piperazinopropylsilane, 3-piperazinopropyltrimethoxysilane.
Ｎ−（３−トリエトキシシリルプロピル）尿素、３−ア
ミノプロピルトリエトキシシラン、
３−ジメチルアミノプロピルジェトキシメチルシラン、
２−（２−アミノエチルチオエチル）トリエトキシシラ
ン、 ３− ［２−（２−アミノエチルアミノエチルア
ミノ）プロビルコ トリメトキシシラン、３−フェニル
アミノプロピルトリメトキシシラン、２−アミノエチル
アミノメチルベンジロキシジメチルシラン。N-(3-triethoxysilylpropyl)urea, 3-aminopropyltriethoxysilane, 3-dimethylaminopropyljethoxymethylsilane,
2-(2-aminoethylthioethyl)triethoxysilane, 3-[2-(2-aminoethylaminoethylamino)probilcotrimethoxysilane, 3-phenylaminopropyltrimethoxysilane, 2-aminoethylaminomethylbenzyloxy Dimethylsilane.
Ｎ−（３−ジェトキシメチルシリルプロピル）サクシン
イミド、３−シクロヘキシルアミノプロピルトリメトキ
シシラン、３−シクロヘキシルアミノプロピルトリエト
キシシラン、ベンジリデン−３−エトキシジメチルシリ
ルプロピルアミン、ジメトキシフェニル−２−ピペリジ
ノエトキシシラン、Ｎ−（３−トリエトキシシリルプロ
ピル）−Ｐ−二トロペンズアミド、３−（ビニルベンジ
ルアミノプロビル）トリエトキシシラン、ジメチルオク
タデシル−３−トリメトキシルシリルプロピルアンモニ
ウムクロライド等が挙げられる。これらのシラン化合物
は単独で又は二種以上の混合系で用いられる。この場合
、上記のシラン化合物において、アミノ基は一級アミン
を用いると活性水素基が多くなり、被着体間の接着強度
が大きくなり好ましい。N-(3-jethoxymethylsilylpropyl)succinimide, 3-cyclohexylaminopropyltrimethoxysilane, 3-cyclohexylaminopropyltriethoxysilane, benzylidene-3-ethoxydimethylsilylpropylamine, dimethoxyphenyl-2-piperidinoethoxy Silane, N-(3-triethoxysilylpropyl)-P-nitropenzamide, 3-(vinylbenzylaminopropyl)triethoxysilane, dimethyloctadecyl-3-trimethoxylsilylpropylammonium chloride, and the like. These silane compounds may be used alone or in combination of two or more. In this case, in the above-mentioned silane compound, it is preferable to use a primary amine as the amino group, since the number of active hydrogen groups will increase and the adhesive strength between adherends will increase.
尚、下記の第二成分の活性水素化合物としてメルカプタ
ンを用いる場合には、第一成分としてメルカプト基を有
するシラン化合物以外のシラン化合物を用いる。更に第
二成分の活性水素化合物としてアミンを用いる場合には
アミノ基を有するシラン化合物以外のシラン化合物を第
一成分として用いる。In addition, when using mercaptan as the active hydrogen compound of the second component described below, a silane compound other than the silane compound having a mercapto group is used as the first component. Further, when an amine is used as the active hydrogen compound of the second component, a silane compound other than the silane compound having an amino group is used as the first component.
上記のシラン化合物の配合割合は通常ｏ、ｏｏｏｓ〜１
０重量部であり、好ましくはｏ、ｏｏｓ〜１０重量部で
ある。この場合シラン化合物の配合割合がｏ、ｏｏｏｓ
重量部以下であると十分な接着強度が得られにくくなり
、１０重量部以上であると被着体に対する接着層の強度
が低下してしまうおそれがある。The blending ratio of the above silane compound is usually o,ooos~1
0 parts by weight, preferably o, oos to 10 parts by weight. In this case, the blending ratio of the silane compound is o, ooos
If it is less than 1 part by weight, it will be difficult to obtain sufficient adhesive strength, and if it is 10 parts by weight or more, the strength of the adhesive layer to the adherend may decrease.
また、第二成分の活性水素中、アミン又はメルカプタン
を第二成分としてではなく、第一成分の７ミノ基又はメ
ルカプト基を有するシラン化合物として配合することが
できることがあり、この場合において、第一成分の配合
斌は、上記で定めた範囲の第−成分駄と下記の第二成分
の分量とを合わせたものとすることができる。In addition, in the active hydrogen of the second component, the amine or mercaptan may be blended not as the second component but as a silane compound having a 7-mino group or a mercapto group in the first component. The composition of the components can be a combination of the amount of the first component within the range defined above and the amount of the second component described below.
次に第二成分の活性水素化合物は、特に限定されないが
例えば、以下の如きメルカプタン、アルコール、カルボ
ン酸、アミンを単独で又は二種以上併用したの混合系で
用いられる。Next, the active hydrogen compound as the second component is not particularly limited, but for example, the following mercaptans, alcohols, carboxylic acids, and amines may be used alone or in a mixed system of two or more.
メルカプタンとしては例えば、メルカプト酢酸。Examples of mercaptans include mercaptoacetic acid.
メルカプトコハク酸、メルカプトリンゴ酸、３−メルカ
プトプロピオン酸、チオグリセロール、ポリエチレング
リコールジメルカプトアセテート、２．２′−ジメチル
メルカプトジエチルエーテル、チオグリセロール、ポリ
エチレングリコールジー３−メルカプトプロピオネート
、ポリエチレングリコールジメルカプトアセテート、ド
デシルチオグリコレート、メチルチオグリコレート、２
−メルカプトベンゾチアゾール、ジイソプロピルベンゾ
チアジル−２−スルフォンアミド、２−チオ−ヒダント
イン、２−メルカプト−６−ニトロベンゾチアゾール、
チオフェノール、２−ベンゾイミダゾールチオール、３
，３−チオプロピオン酸、チオグリコール酸ナトリウム
、ポリエチレンジメルカプトアセテート、イソデシルチ
オグリコレート、メルカプトシラン、ドデカンチオール
、メルカプトメチルトリメトキシシラン、メルカプトメ
チルトリメチルシラン、 ジメトキシ−３−メルカプト
プロピルメチルシラン、３−メルカプトプロピルトリメ
トキシシラン
ル）テトラメチルジシロキサン等が挙げられる。Mercaptosuccinic acid, mercaptomalic acid, 3-mercaptopropionic acid, thioglycerol, polyethylene glycol dimercaptoacetate, 2,2'-dimethylmercapto diethyl ether, thioglycerol, polyethylene glycol di-3-mercaptopropionate, polyethylene glycol dimercapto Acetate, dodecylthioglycolate, methylthioglycolate, 2
-Mercaptobenzothiazole, diisopropylbenzothiazyl-2-sulfonamide, 2-thio-hydantoin, 2-mercapto-6-nitrobenzothiazole,
Thiophenol, 2-benzimidazolethiol, 3
, 3-thiopropionic acid, sodium thioglycolate, polyethylene dimercaptoacetate, isodecylthioglycolate, mercaptosilane, dodecanethiol, mercaptomethyltrimethoxysilane, mercaptomethyltrimethylsilane, dimethoxy-3-mercaptopropylmethylsilane, 3 -mercaptopropyltrimethoxysilane)tetramethyldisiloxane, and the like.
尚、この活性水素化合物としてメルカプト基を有するシ
ラン化合物を用いた場合には、上記第一成分としてメル
カプト基を有さないシラン化合物を用いる。Incidentally, when a silane compound having a mercapto group is used as the active hydrogen compound, a silane compound having no mercapto group is used as the first component.
アルコールとしては例えば、メチルアルコール、エチル
アルコール、プロピルアルコール。Examples of alcohol include methyl alcohol, ethyl alcohol, and propyl alcohol.
ブチルアルコール、ペンチルアルコール、ヘキシルアル
コール、ヘプチルアルコール。Butyl alcohol, pentyl alcohol, hexyl alcohol, heptyl alcohol.
オクチルアルコール、デシルアルコール、ドデシルアル
コール、テトラデシルアルコール、ヘキサデシルアルコ
ール、オクタデシルアルコール、イソプロピルアルコー
ル、イソブチルアルコール、ｓｅｃ−ブチルアルコール
、ｔｅｒｔ−ブチルアルコール、イソペンチルアルコー
ル、２−メチル−１−ブタノール、ｔｅｒｔ−ペンチル
アルコール、シクロペンタノール、シクロヘキサノール
。Octyl alcohol, decyl alcohol, dodecyl alcohol, tetradecyl alcohol, hexadecyl alcohol, octadecyl alcohol, isopropyl alcohol, isobutyl alcohol, sec-butyl alcohol, tert-butyl alcohol, isopentyl alcohol, 2-methyl-1-butanol, tert- Pentyl alcohol, cyclopentanol, cyclohexanol.
アリルアルコール、クロチルアルコール、シンナミルア
ルコール、エチレングリコール。Allyl alcohol, crotyl alcohol, cinnamyl alcohol, ethylene glycol.
プロピレンアルコール、１．３−プロパンジオール。Propylene alcohol, 1,3-propanediol.
グリセリン、ペンタエリトリトール等が挙げられる。Examples include glycerin and pentaerythritol.
カルボン酸としては例えば、シュウ酸、マロン酸、コハ
ク酸、酒石酸，グルタル酸，アジピン酸、マレイン酸、
フマル酸、フタル酸、イソフタル酸。Examples of carboxylic acids include oxalic acid, malonic acid, succinic acid, tartaric acid, glutaric acid, adipic acid, maleic acid,
Fumaric acid, phthalic acid, isophthalic acid.
テレフタル酸，ギ酸、酢酸、プロピオン酸、醋酸。Terephthalic acid, formic acid, acetic acid, propionic acid, acetic acid.
吉１５．酸、カプロ酸，カプリル酸、ラウ■ン酸、ミリ
スチン酸、パルミチン酸，ステアリン酸。Kichi 15. Acid, caproic acid, caprylic acid, lauric acid, myristic acid, palmitic acid, stearic acid.
オレイン酸、リノール酸、リルイン酸，シクロヘキサン
カルボン酸、フェニル酢酸，安息香酸、トルイル酸，ク
ロロ安息香酸、ブロモ安息香酸、ニトロ安息香酸、フタ
ル酸、イソフタル酸、サリチル酸、アントラニル酸等が
挙げられる。Examples include oleic acid, linoleic acid, lyluic acid, cyclohexanecarboxylic acid, phenylacetic acid, benzoic acid, toluic acid, chlorobenzoic acid, bromobenzoic acid, nitrobenzoic acid, phthalic acid, isophthalic acid, salicylic acid, and anthranilic acid.
アミンとしては例えば、３−アミノプロピルトリエトキ
シシラン、３−ジメチルアミノプロピルジェトキシメチ
ルシラン、２−（２−アミノエチルチオエチル）トリエ
トキシシラン、３− ［２−（２−アミノエチルアミノ
エチルアミノ）プロビルコ トリメトキシシラン、３−
フェニルアミノプロピルトリメトキシシラン、２−アミ
ノエチルアミノメチルベンジロキシジメチルシラン、Ｎ
−（３−ジェトキシメチルシリルプロピル）サクシシイ
ミド。３−シクロヘキシルアミノプロピルトリメトキシ
シラン、３−シクロヘキシルアミノプロピルトリエトキ
シシラン、ベンジリデン−３−エトキシジメチルシリル
プロピルアミン、アラニン、アルギニン、アスパラギン
、アスパラギン酸、システィン、シスチン、グルタミン
酸、グリシン、ヒスチジン、ヒドロキシリシン、ヒドロ
キシプロリン、イソロイシン、ロイシン、リシン、メチ
オニン、フェニルアラニン、プロリン、セリン、トレオ
ニン、チオロキシン、トリプトファン、チロシン、バリ
ン等が挙げられる。Examples of the amine include 3-aminopropyltriethoxysilane, 3-dimethylaminopropyljethoxymethylsilane, 2-(2-aminoethylthioethyl)triethoxysilane, 3-[2-(2-aminoethylaminoethylamino) ) Provilcotrimethoxysilane, 3-
Phenylaminopropyltrimethoxysilane, 2-aminoethylaminomethylbenzyloxydimethylsilane, N
-(3-jethoxymethylsilylpropyl)succinimide. 3-cyclohexylaminopropyltrimethoxysilane, 3-cyclohexylaminopropyltriethoxysilane, benzylidene-3-ethoxydimethylsilylpropylamine, alanine, arginine, asparagine, aspartic acid, cysteine, cystine, glutamic acid, glycine, histidine, hydroxylysine, Examples include hydroxyproline, isoleucine, leucine, lysine, methionine, phenylalanine, proline, serine, threonine, thioroxine, tryptophan, tyrosine, and valine.
上記の活性水素化合物は、従来のプライマーでは？！）
られなかったポリオレフィン、テフロン等のフッソ樹脂
、ｐｐｓ等の難接着材の接着力を強化するために難接着
剤表面等を活性化すると共に、上記のシラン化合物を活
性化しするものである。Is the above active hydrogen compound a conventional primer? ! )
In order to strengthen the adhesive force of polyolefins, fluorocarbon resins such as Teflon, and difficult-to-adhesive materials such as pps, which have not been bonded, the surface of the difficult-to-adhesive materials, etc. is activated, and the above-mentioned silane compound is activated.
そのためこの活性水素化合物を配合してなる本発明のプ
ライマーを用いると、従来の接着機構に比べて非常に敏
速かつ強固に上塗り剤を硬化させることができる。Therefore, when the primer of the present invention containing this active hydrogen compound is used, the topcoat can be cured very quickly and strongly compared to conventional adhesive mechanisms.
この活性水素基を有する化合物の配合割合は、ｏ、ｏｏ
ｏｔ重景部重量である。この場合、水素化合物としてア
ルコール以外を用いるときの好ましい配合割合は０．０
００１〜１重量部であり、ｏ、ｏｏｏｔ重量部以下であ
ると十分な接着強度が得られない場合があり、１重量部
以上であると被着体に対する接着剤、塗料及び印刷イン
ク等の上塗り層の強度が低下するおそれがある。The compounding ratio of the compound having this active hydrogen group is o, oo
It is the weight of the ot important part. In this case, when using something other than alcohol as the hydrogen compound, the preferred blending ratio is 0.0
If it is less than o,ooot parts by weight, sufficient adhesive strength may not be obtained, and if it is more than 1 part by weight, it may cause overcoating of adhesives, paints, printing inks, etc. to the adherend. The strength of the layer may be reduced.
また、第一成分のアミノ基又はメルカプト基を有するシ
ラン化合物を、第一成分としてではな（、第二成分のア
ミン又はメルカプタンとして配合することができること
があり、この場合において、第二成分の配合紙は、上記
第二成分の配合量として定めた範囲の分量と上記第一成
分の分量とを合わせたものとすることができる。一方、
第二成分のアミン又はメルカプタンを第二成分としてで
なく第一成分として配合することができる場合がある。In addition, the silane compound having an amino group or mercapto group as the first component may be blended not as the first component (but as an amine or mercaptan as the second component; in this case, in the blending of the second component) The paper can be made by combining the amount of the second component within the range determined as the amount of the first component.On the other hand,
In some cases, the second component amine or mercaptan can be included as the first component rather than as the second component.
更に溶剤として第二成分の活性水素化合物に相当するア
ルコールを本発明の効果が得られる程度の分量で用いた
場合には、第二成分としての活性水素化合物を更に配合
する必要がない場合があり。Furthermore, if alcohol corresponding to the active hydrogen compound as the second component is used as a solvent in an amount sufficient to achieve the effects of the present invention, there may be no need to further blend the active hydrogen compound as the second component. .
他方、アルコールを溶剤としてでなく、第二成分の活性
水素化合物として加えることができるが、この場合第二
成分としてのアルコールの配合割合は０．０００１〜９
９重に部である。On the other hand, alcohol can be added not as a solvent but as an active hydrogen compound as a second component, but in this case, the blending ratio of alcohol as a second component is 0.0001 to 9.
It is a ninefold division.
本発明のプライマーによって処理された非極性又は高結
晶化樹脂等に使用する接着剤又は塗料等のＬ塗り剤は、
例えばシリコン樹脂、アクリル樹脂、エポキシ樹脂等よ
りなる反応性接着剤或いは合成ゴム、ポリウレタン等よ
りなる非反応性接着剤、更にα−シアノアクリレート等
を主成分とした瞬間接着剤であり、これらの上塗り剤と
共重合する七ツマ−を更に上記の成分に加えて配合する
と。L coating agents such as adhesives or paints used for non-polar or highly crystallized resins treated with the primer of the present invention are:
For example, reactive adhesives made of silicone resin, acrylic resin, epoxy resin, etc., non-reactive adhesives made of synthetic rubber, polyurethane, etc., and instant adhesives mainly composed of α-cyanoacrylate etc. When the above ingredients are further blended with nanatsumer, which copolymerizes with the agent.
第一成分のシラン化合物との親和性を向上させて非極性
又は高結晶化樹脂等の被着体に対する付着性が極めて良
好となる場合があり、特にα−シアノアクリレートを主
成分とする接着剤を用いろ場合には、α−メチルスチレ
ン、メチルメタクリレート、メタクリル酸、メタクリレ
ートリル、イソブチルビニルエーテル、フェニルビニル
スルフィド、酢酸ビニル、エチルビニルスルフィドスチ
レン等のα−シアノアクリレートと共重合するモノマー
を０〜５重量部、特に好ましくは０．０００１〜０．５
重地部配合すると接着性の良好なプライマーを得ること
ができる。By improving the affinity with the silane compound of the first component, adhesion to adherends such as non-polar or highly crystallized resins may become extremely good, especially adhesives whose main component is α-cyanoacrylate. When using α-cyanoacrylate such as α-methylstyrene, methyl methacrylate, methacrylic acid, methacrylateryl, isobutyl vinyl ether, phenyl vinyl sulfide, vinyl acetate, ethyl vinyl sulfide styrene, etc., 0 to 5 Parts by weight, particularly preferably 0.0001 to 0.5
When it is added to heavy areas, a primer with good adhesion can be obtained.
尚、ここでα−シアノアクリレートは次の一般式で示さ
れるものである。Note that α-cyanoacrylate is represented by the following general formula.
ＣＮ
ＣＨ２＝ Ｃ
Ｇ ＯＯＲ
上式中におけるＲはアルキル、アルケニル、シクロヘキ
シル、アリール及びアルコキシアルキル基等が包含され
、具体的にはメチル、エチル、ｎ−プロピル、ｎ−ブチ
ル、イソブチル、ｎ−ペンチル、アリル、シクロヘキシ
ル、ベンジル、メトキシプロピル基等が挙げられる。こ
れ等のα−シアノアクリレートは必要に応じて例えば安
定剤、増粘剤、着色剤、香料等を含有するものであって
もよい。CN CH2= C G OOR In the above formula, R includes alkyl, alkenyl, cyclohexyl, aryl, and alkoxyalkyl groups, and specifically, methyl, ethyl, n-propyl, n-butyl, isobutyl, n-pentyl, Examples include allyl, cyclohexyl, benzyl, and methoxypropyl groups. These α-cyanoacrylates may contain, for example, stabilizers, thickeners, colorants, fragrances, etc., as required.
次に上記のプライマーは上記の如き上塗り剤を用いて非
極性又は高結晶化樹脂の接着等を施す際に塗布して使用
するが、その使用に際して塗布厚をコントロールするこ
とが本発明の効果を十分に発揮するために望ましく、そ
のためプライマーを溶液状にして使用するのが好ましく
、溶液状にする場合には溶剤を添加すれば良く、この溶
剤は特に限定されないが、プライマーを溶解し又は分散
し得る有機溶剤であり、好ましくは適度な揮発性を有し
、非極性又は高結晶化樹脂の表面を濡らし得るものであ
る。Next, the above-mentioned primer is used by applying it when adhering non-polar or highly crystallized resin using the above-mentioned topcoat, but controlling the coating thickness when using it will enhance the effect of the present invention. Therefore, it is preferable to use the primer in the form of a solution.If the primer is in the form of a solution, a solvent may be added, and this solvent is not particularly limited, but it can dissolve or disperse the primer. It is an organic solvent obtained, preferably having appropriate volatility and capable of wetting the surface of the non-polar or highly crystallized resin.
更に一ヒ記プライマーは必要に応じて安定剤、着色剤等
を含有するものであってもよい。Furthermore, the primer mentioned above may contain a stabilizer, a coloring agent, etc., if necessary.
また、本発明にかかるプライマーを得るには、上記の成
分を混合すれば良い。Moreover, to obtain the primer according to the present invention, the above-mentioned components may be mixed.
更に本発明のプライマーを非極性又は高結晶化樹脂の接
着剤、塗料等の下塗り剤として使用する際の塗布方法は
、例えば被着体として非極性又は高結晶化樹脂材料を組
合せて接着する場合にはその両方の表面を、また非極性
又は高結晶化樹脂材料と極性材料との組合せにおいては
、前者の方面のみをプライマー溶液中に数秒間浸漬或い
は刷毛塗り、スプレー塗布等が採用でき、そのようにプ
ライマーが塗布された被着体を風乾させて溶媒を除去す
る。Furthermore, the application method when using the primer of the present invention as an undercoat for non-polar or highly crystallized resin adhesives, paints, etc. is, for example, when bonding non-polar or highly crystallized resin materials in combination as an adherend. In the case of a combination of a non-polar or highly crystallized resin material and a polar material, only the former side can be immersed in the primer solution for a few seconds, coated with a brush, or sprayed. The solvent is removed by air-drying the adherend coated with the primer.
尚、本発明の効果をよりよく発揮させるためには被着体
の材質、接着材等の上塗剤の性質を考えて使用すべきプ
ライマーの具体的成分、及びその配合量、塗布斌等を決
定しなければならない。In addition, in order to better demonstrate the effects of the present invention, the specific components of the primer to be used, their blending amount, application rate, etc. should be determined by considering the material of the adherend and the properties of the top coat such as adhesive. Must.
以下において実施例及び比較例をあげて本発明を更に詳
述する。尚、実施例及び比較例中、「部」は「重量部」
を示す。The present invention will be further explained in detail below by giving Examples and Comparative Examples. In addition, in the examples and comparative examples, "parts" are "parts by weight"
shows.
（発明の実施例）
実施例１〜３
下記のプライマー溶液を各々下記の被着体２枚（同種類
）の片面に塗布し、１〜２分間風乾させた後、一方の被
着体の面上に形成されたプライマー塗膜上に接着剤を塗
布し、この接着剤が塗布された而」−に他方の被着体の
プライマー塗膜面を重ね合わせた。(Embodiments of the invention) Examples 1 to 3 The following primer solutions were each applied to one side of two adherends (of the same type) shown below, and after air drying for 1 to 2 minutes, the surface of one adherend was An adhesive was applied to the primer coating film formed above, and the primer coating surface of the other adherend was superimposed on the adhesive-coated surface.
尚、実施例１〜３で使用したプライマーの組成、被着材
及び接着剤は下記のとおりである。The compositions of the primers, adherends, and adhesives used in Examples 1 to 3 are as follows.
プライマー
実施例１：γ−アミノプロピルメチル
ジェトキシシラン １部
チオフェノール ０．０３部α−メチルスチ
レン ０．０１部実施例２：γ−７ミノプロビル
トリエトキシシラン １部
２−メルカプトエタノール、０．０３部実施例３：３−
アミノプロピルトリエトキシシラン
１部
ｏ−トルエンチオール ０．０３部実施例１〜３の
プライマーは各々クロルセン試薬−級（旭化成（株）製
）を加えて全量を１００ｇとしたものである。Primer Example 1: γ-Aminopropylmethyljethoxysilane 1 part Thiophenol 0.03 parts α-Methylstyrene 0.01 part Example 2: γ-7 Minopropyltriethoxysilane 1 part 2-Mercaptoethanol, 0 .03 parts Example 3:3-
Aminopropyltriethoxysilane
1 part o-toluenethiol 0.03 parts Each of the primers of Examples 1 to 3 was prepared by adding chlorcene reagent grade (manufactured by Asahi Kasei Corporation) to make the total amount 100 g.
嫉３し本
（イ）ポリエチレンプレート
（２５Ｘ １００ Ｘ ２ｍｍ）
（ロ）ポリプロピレンプレート
（２５Ｘ １００ Ｘ ２ｍｍ）
（ハ）ポリブテンプレート
（２５Ｘ １００ Ｘ ２ｍｍ）
接着剤
スリーボンド１７４１（シアノアクリレート系接着剤、
（株）スリーボンド社製、商品名）井−悦鮭上
プライマーとしてポリプライマー（東亜合成化学工業（
株）社製、商品名）を実施例１〜３で使用した被着体と
同一の被着体（イ）、（ロ）、（ハ）の各二枚（同種類
）の片面に塗布し、更に実施例１〜３で用いた接着剤を
用い、実施例１〜３と同一の方法で接合板を形成した。(a) Polyethylene plate (25 x 100 x 2 mm) (b) Polypropylene plate (25 x 100 x 2 mm) (c) Polyb template (25 x 100 x 2 mm) Adhesive Three Bond 1741 (cyanoacrylate adhesive,
Poly primer (manufactured by Three Bond Co., Ltd., product name) I-Etsu Salmon primer (Toagosei Chemical Co., Ltd.)
Co., Ltd., product name) on one side of two each of adherends (a), (b), and (c) (of the same type), which are the same as those used in Examples 1 to 3. Furthermore, bonded plates were formed in the same manner as in Examples 1 to 3 using the adhesive used in Examples 1 to 3.
犬）例４〜６
以下のプライマー、被着体及び接着剤を用いて実施例１
と同様にして被着体を接合した。Dog) Examples 4 to 6 Example 1 using the following primer, adherend and adhesive.
The adherends were bonded in the same manner.
プライマー
実施例４：γ−アミノプロピルメチル
ジェトキシシラン １部
チオフェノール ０．０３部α−メチルスチ
レン ０．０１部実施例５：γ−アミノプロピル
トリエトキシシラン １部
２−メルカプトエタノール、 ０．０３部実施例６：３
−アミノプロピルトリエトキシシラン
１部
０−トルエンチオール ０．０３部実施例４〜６の
プライマーは各々クロロセン試薬−級（旭化成（株）製
）を加えて全量を１００ｇとしたものである。Primer Example 4: γ-aminopropylmethyljethoxysilane 1 part Thiophenol 0.03 parts α-methylstyrene 0.01 part Example 5: γ-Aminopropyltriethoxysilane 1 part 2-mercaptoethanol, 0.03 Section Example 6:3
-aminopropyltriethoxysilane
1 part 0-toluenethiol 0.03 parts Each of the primers of Examples 4 to 6 was prepared by adding chlorocene reagent grade (manufactured by Asahi Kasei Corporation) to make a total amount of 100 g.
被着体（難接着性材料）
（ニ）テフロンプレート
（２５Ｘ １００ Ｘ ０．５ｍｍ）
（ホ）ＰＰＳ（ポリフェニレンスルフィド）（２５Ｘ
７０ Ｘ ２ｍ＋＋＋）
（へ）シリコーンゴム
（２５Ｘ ７０ Ｘ ３ｍｍ）
接着剤
ＴＢ １７４１（シアノアクリレート系接着剤、（株）
スリーボンド社製、商品名）
比較例２
比較例１で用いたプライマーと同一のプライマー（ポリ
プライマー）を用いたこと以外は実施例４〜６と同じ方
法で被着体を接合した。Adherent (difficult adhesive material) (d) Teflon plate (25 x 100 x 0.5 mm) (e) PPS (polyphenylene sulfide) (25 x
70 x 2m +++) (f) Silicone rubber (25 x 70 x 3mm) Adhesive TB 1741 (cyanoacrylate adhesive, Co., Ltd.)
Comparative Example 2 Adherents were bonded in the same manner as in Examples 4 to 6, except that the same primer (poly primer) used in Comparative Example 1 was used.
実施例７
以下のプライマー、被着体及び接着剤を用いて実施例１
と同様にして被着体を接合した。Example 7 Example 1 using the following primer, adherend and adhesive
The adherends were bonded in the same manner.
プライマー 実施例１と同じプライマーを用いた。Primer The same primers as in Example 1 were used.
喪礼生
（ト）ポリエチレンプレート（２５Ｘ １００ Ｘ ２
ｍｍ）ｌ上
１’Ｂ １７４１（シアノアクリレート系接着剤、（
株）スリーボンド社製、商品名）
災晩（社）ｌ
比較例１で用いたプライマーを用いたこと以外は実施例
７と同じ方法で被着体を接合した。Mourning student (g) Polyethylene plate (25 x 100 x 2
mm) l on 1'B 1741 (cyanoacrylate adhesive, (
Manufactured by ThreeBond Co., Ltd., trade name) Seihan Co., Ltd. The adherends were bonded in the same manner as in Example 7, except that the primer used in Comparative Example 1 was used.
評価試！
（Ａ）引張りせん断接着強さ試験
」−記の実施例１〜６及び比較例１〜２で得た被着体の
接合板に各々圧縮加重０．１ｋｇｆ／ｃｍ”を加えて２
４時間養成した後、ＪＩＳ Ｋ６８６１−１９７７に
準拠し、テンシロンＴＭＩ試験機を用いて引張り速度１
０ｃｍ／ｗｉｎで引張りせん断強さを測定した。その測
定結果を第１及び第２表に示した。Evaluation test! (A) Tensile Shear Adhesive Strength Test" - A compressive load of 0.1 kgf/cm" was applied to the bonded plates of the adherends obtained in Examples 1 to 6 and Comparative Examples 1 to 2, respectively.
After 4 hours of curing, the tensile speed was 1 using a Tensilon TMI tester in accordance with JIS K6861-1977.
Tensile shear strength was measured at 0 cm/win. The measurement results are shown in Tables 1 and 2.
夷」二表
第１表中、（傘）は被着体の母材破壊が生じたことを示
す。In Table 1, (umbrella) indicates that the base material of the adherend was destroyed.
第じし及
第１表中、（拳）は被着体の母材破壊が生じたことを示
す。In Table 1 and Table 1, (fist) indicates that the base material of the adherend was destroyed.
（Ｂ）耐熱、耐水性試験
実施例７及び比較例３で得た被着体の接合板に各々圧縮
加重０．１ｋｇ／ｃｍ”を加えて２４時間を養成後、熱
水にて４時間煮沸し、続いて空冷した後、上記の引っ張
せん断接着強さ試験と同様に引っ張せん断強さを溜室し
た。その測定結果を第３表に示す。(B) Heat resistance and water resistance test The bonded plates of the adherends obtained in Example 7 and Comparative Example 3 were cured for 24 hours under a compressive load of 0.1 kg/cm, and then boiled in hot water for 4 hours. After cooling in the air, the tensile shear strength was measured in the same manner as in the tensile shear adhesive strength test described above.The measurement results are shown in Table 3.
第３表
第４表に示すプライマーを各々下記の被着体２枚づつ（
同種類）に塗布し、１〜２分間風乾させた後、一方の被
着材の面上に形成されたプライマー塗膜上にシアノアク
リレート系接着剤（ＴＢ１７４１、（株）スリーボンド
社製、商品名）を塗布し、この接着剤が塗布された面上
に他方の被着材のプライマー塗膜面を重ね合わせて接合
板を得た。尚第４表中シラン化合物Ａ−Ｃは以下のとお
りである。Apply each primer shown in Table 3 and Table 4 to two of the following adherends (
After applying a cyanoacrylate adhesive (TB1741, manufactured by ThreeBond Co., Ltd., product name: ), and the primer-coated surface of the other adherend was superimposed on the surface coated with this adhesive to obtain a bonded board. The silane compounds A to C in Table 4 are as follows.
シラン化合物Ａニアミノメチルトリメトキシシラン
Ｂ：３−アミノプロピルメチルジェ
トキシシラン
Ｃ：メルカプトメチルトリメトキ
シシラン
被着体
（チ）ポリプロピレンプレート（２５Ｘ１００Ｘ２ｍｎ
＋）（す）ポリエチレンプレート （２５×１０１００
ｘ２１第４表
評価試験（引張りせん断接着強さ）
上記実施例８〜５２で得た被着体の接合板に各々圧縮加
重０．１ｋｇｆ／ａＪを加えて２４時間養成した後、Ｊ
ＩＳ Ｋ６８６１−１９７７に準拠し、テンシロンＭ
Ｉ試験機を用いて引っ張り速度１０ａａ／ｍｉｎで引張
りせん断強さを測定した。その結果を第５表に示した。Silane compound A Niaminomethyltrimethoxysilane B: 3-aminopropylmethyljethoxysilane C: Mercaptomethyltrimethoxysilane Adherent (H) Polypropylene plate (25X100X2mm
+) (S) Polyethylene plate (25 x 10100
x21 Table 4 Evaluation Test (Tensile Shear Adhesive Strength) After applying a compressive load of 0.1 kgf/aJ to the bonded plates of the adherends obtained in Examples 8 to 52 for 24 hours, J
According to IS K6861-1977, Tensilon M
The tensile shear strength was measured using an I tester at a tensile rate of 10 aa/min. The results are shown in Table 5.
第５表
尚、第５表中（＊）は被着体の母材破壊が生じたことを
示す。Table 5 Note that (*) in Table 5 indicates that the base material of the adherend was destroyed.
犬殖舅」−３〜５４−
下記のプライマー溶液を各々下記の被着体２枚（同種類
）の片面に塗布し、１〜２分間風乾させた後、一方の被
着体の面上に形成されたプライマー塗膜十に接着剤を塗
布し、この接着剤が塗布された面上に他方の被着体のプ
ライマー塗膜面を重ね合わせた。Apply each of the following primer solutions to one side of the following two adherends (of the same type), let them air dry for 1 to 2 minutes, and then apply the primer solution on the surface of one adherend. An adhesive was applied to the formed primer coating film, and the primer coating surface of the other adherend was superimposed on the surface coated with this adhesive.
尚、実施例５３及び実施例５４で使用したブライマーの
組成、被着材及び接着剤は下記のとおりである。The composition of the brimer, adherend material, and adhesive used in Examples 53 and 54 are as follows.
ブライマー
３−アミノプロピルメチル
ジメトキシシラン ０・５部メチル
アルコール ９９．５部彼り盗
実施例５３：ポリエチレン（２５Ｘ １００ Ｘ ２ｎ
ｙｎ）実施例５４：ポリプロピレン（２５Ｘ １００
Ｘ ２ｍｍ）接着剤
ＴＢ１７４１（スリーボンド（株）製部品名）毘え訊
上記実施例５３で得た被着体の接合板に各々圧縮加重０
．１ｋｇｆ／ｆｆｌを加えて２４時間養成した後、ＪＩ
Ｓ Ｋ６８６１−１９７７に準拠し、テンシロンＭＩ
試験機を用いて引っ張り速度１０ａ＋＋／ｍｉｎで引張
りぜん断強さを測定した。その結果は、ポリエチレンプ
レートを用いた接合板（実施例５３）については４９ｋ
ｇ／−で、ポリプロピレンプレートを用いた接合板（実
施例５４）については４６ｋｇ／ｄであり、この場合被
着体の母材破壊を生じた。Brimer 3-aminopropylmethyldimethoxysilane 0.5 parts Methyl alcohol 99.5 parts Example 53: Polyethylene (25X 100 X 2n
yn) Example 54: Polypropylene (25X 100
x 2mm) Adhesive TB1741 (manufactured by ThreeBond Co., Ltd. Part name) 0 compressive load was applied to each bonding plate of the adherend obtained in Example 53 above.
．． After adding 1 kgf/ffl and training for 24 hours, JI
According to S K6861-1977, Tensilon MI
The tensile shear strength was measured using a testing machine at a tensile rate of 10a++/min. The result was 49k for the bonded plate using polyethylene plate (Example 53).
g/-, and the bonding plate using a polypropylene plate (Example 54) was 46 kg/d, and in this case, the base material of the adherend was destroyed.
実施例５５〜５６
下記のプライマー溶液を各々下記の被着体２枚（同種類
）の片面に塗布し、１〜２分間風乾させた後、一方の被
着体の面上に形成されたプライマー塗膜上に接着剤を塗
布し、この接着剤が塗布された面上に他方の被着体のプ
ライマー塗膜面を重ね合わせた。Examples 55 to 56 The following primer solutions were each applied to one side of the following two adherends (same type), and after air-drying for 1 to 2 minutes, a primer formed on the surface of one adherend. An adhesive was applied onto the coating film, and the primer coating surface of the other adherend was superimposed on the adhesive-coated surface.
尚、実施例５５及び実施例５６で使用したプライマーの
組成、被着材及び接着剤は下記のとおりである。The compositions of the primers, adherends, and adhesives used in Examples 55 and 56 are as follows.
プライマー
２−アミノエチルアミノメチル
メトキシシラン ０．１部Ｎ−デ
シルメルカプタン ０．Ｏ１部采危
クロロセン（Ｍ化成（株）製部品名）９５％品被着体
実施例５５ ： Ｐ Ｐ Ｓ （２５Ｘ７０Ｘ２ＩＩＩ
１１）実施例５６：ポリウレタン（２５Ｘ １００ Ｘ
２ｍｍ）接着剤
ＴＢ１７８１（スリーボンド（株）製部品名）比較例４
〜５
プライマーを用いないで実施例５５及び５６で用いた被
着体に下記の接着剤を塗布して、接合板を得た。Primer 2-aminoethylaminomethylmethoxysilane 0.1 part N-decylmercaptan 0. O1 part chlorocene (part name manufactured by M Kasei Co., Ltd.) 95% product adherend Example 55: P P S (25X70X2III
11) Example 56: Polyurethane (25X 100X
2mm) Adhesive TB1781 (Part name manufactured by Three Bond Co., Ltd.) Comparative Example 4
~5 The following adhesive was applied to the adherends used in Examples 55 and 56 without using a primer to obtain a bonded plate.
被着体
比較例４ ： Ｐ Ｐ Ｓ （２５Ｘ７０Ｘ２ｍ）比較
例５：ポリウレタン（２５Ｘ １００ Ｘ ２ｎｎ＋）
接着剤
ＴＢ１７８１（スリーボンド（株）製部品名）評価試験
上記実施例５５〜５６及び比較例４〜５で得た被着体の
接合板に各々圧縮加重０．１ｋｇｆ／ｃｆを加えて２４
時間養成した後、ＪＩＳ Ｋ６８６１−１９７７に準
拠し、テンシロンＭＩ試験機を用いて引っ張り速度１０
■／ｉｉｎで引張りせん断強さを測定した。その結果を
第６表に示した。Adherent Comparative Example 4: P P S (25X70X2m) Comparative Example 5: Polyurethane (25X 100 X 2nn+)
Adhesive TB1781 (Part name manufactured by Three Bond Co., Ltd.) Evaluation test A compressive load of 0.1 kgf/cf was applied to each of the bonded plates of the adherends obtained in Examples 55 to 56 and Comparative Examples 4 to 5 above for 24 hours.
After aging, the tensile speed was 10 using a Tensilon MI tester in accordance with JIS K6861-1977.
The tensile shear strength was measured at ■/iin. The results are shown in Table 6.
第６表
尚、第６表中（＊）は被着体の母材破壊が生じたことを
示す。Table 6 Note that (*) in Table 6 indicates that the base material of the adherend was destroyed.
（発明の効果）
上記で説明したように本発明によれば１本発明のプライ
マーを用いることにより、非極性又は高結晶化樹脂等の
難接着材等の接着、塗装、印刷等をも可能にし、この場
合接着強度、硬化速度及び耐水、耐熱性を著しく向上さ
せることができ、特に従来湿度の影響で長期間の接着が
困難であったα−シアノアクリレートを主剤とする瞬間
接着剤の欠点を解消し、長期間に渡って十分な接着を可
能にした。従って、生産ラインの時間を非常に短縮し、
生産コストも著しく低下できると共に、非極性又は高結
晶化樹脂の利用範囲を非常に広げることができる。(Effects of the Invention) As explained above, according to the present invention, by using the primer of the present invention, it is possible to bond, paint, print, etc. with difficult-to-adhesive materials such as non-polar or highly crystallized resins. In this case, adhesive strength, curing speed, water resistance, and heat resistance can be significantly improved, and in particular, the drawbacks of conventional instant adhesives based on α-cyanoacrylate, which have been difficult to bond for a long time due to the influence of humidity, can be overcome. This enabled sufficient adhesion over a long period of time. Therefore, it greatly shortens the production line time and
Production costs can also be significantly reduced, and the scope of use of non-polar or highly crystallized resins can be greatly expanded.
Claims (1)
は１〜６までの整数である。）を一個以上有するシラン
化合物と活性水素基を有する化合物含有してなることを
特徴とするプライマー。1, [(CnH_2_n_+_1)-O] group (in the formula, n
is an integer from 1 to 6. ) and a compound having an active hydrogen group.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13429086A JPH0826289B2 (en) | 1986-06-10 | 1986-06-10 | Primer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13429086A JPH0826289B2 (en) | 1986-06-10 | 1986-06-10 | Primer |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62289280A true JPS62289280A (en) | 1987-12-16 |
| JPH0826289B2 JPH0826289B2 (en) | 1996-03-13 |
Family
ID=15124822
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP13429086A Expired - Lifetime JPH0826289B2 (en) | 1986-06-10 | 1986-06-10 | Primer |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0826289B2 (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002528590A (en) * | 1998-10-23 | 2002-09-03 | エスディーシー、コーティングズ、インコーポレーテッド | Composition for providing an abrasion resistant coating on a substrate having improved adhesion and improved resistance to crack formation |
| WO2007001036A1 (en) * | 2005-06-28 | 2007-01-04 | Dainippon Ink And Chemicals, Inc. | Polyphenylene sulfide resin structure |
| WO2009001773A1 (en) * | 2007-06-25 | 2008-12-31 | Kazufumi Ogawa | Bonded structure or sealed structure, and bonding method or sealing method and electronic part utilizing the structure |
| JP2010121077A (en) * | 2008-11-21 | 2010-06-03 | Shin-Etsu Chemical Co Ltd | Primer composition for cyanoacrylate-based instantaneous adhesive |
| JP2012193303A (en) * | 2011-03-17 | 2012-10-11 | Kirin Brewery Co Ltd | Coated plastic molding and method for producing the same |
| US8597460B2 (en) | 2007-05-30 | 2013-12-03 | Empire Technology Development Llc | Adhesion method, and biochemical chip and optical component made by the same |
| JP2015120769A (en) * | 2013-12-20 | 2015-07-02 | Dic株式会社 | Primer for active energy ray-curable composition, and laminate |
-
1986
- 1986-06-10 JP JP13429086A patent/JPH0826289B2/en not_active Expired - Lifetime
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002528590A (en) * | 1998-10-23 | 2002-09-03 | エスディーシー、コーティングズ、インコーポレーテッド | Composition for providing an abrasion resistant coating on a substrate having improved adhesion and improved resistance to crack formation |
| WO2007001036A1 (en) * | 2005-06-28 | 2007-01-04 | Dainippon Ink And Chemicals, Inc. | Polyphenylene sulfide resin structure |
| KR100910342B1 (en) | 2005-06-28 | 2009-08-04 | 디아이씨 가부시끼가이샤 | Polyphenylene sulfide resin structure |
| US8431679B2 (en) | 2005-06-28 | 2013-04-30 | Dic Corporation | Polyphenylene sulfide resin coated article |
| US8597460B2 (en) | 2007-05-30 | 2013-12-03 | Empire Technology Development Llc | Adhesion method, and biochemical chip and optical component made by the same |
| WO2009001773A1 (en) * | 2007-06-25 | 2008-12-31 | Kazufumi Ogawa | Bonded structure or sealed structure, and bonding method or sealing method and electronic part utilizing the structure |
| US8366867B2 (en) | 2007-06-25 | 2013-02-05 | Empire Technology Development Llc | Bonded structure, sealed structure, electronic component including the same, bonding method, and sealing method |
| JP2010121077A (en) * | 2008-11-21 | 2010-06-03 | Shin-Etsu Chemical Co Ltd | Primer composition for cyanoacrylate-based instantaneous adhesive |
| JP2012193303A (en) * | 2011-03-17 | 2012-10-11 | Kirin Brewery Co Ltd | Coated plastic molding and method for producing the same |
| JP2015120769A (en) * | 2013-12-20 | 2015-07-02 | Dic株式会社 | Primer for active energy ray-curable composition, and laminate |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0826289B2 (en) | 1996-03-13 |
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