JPH0323102B2 - - Google Patents
Info
- Publication number
- JPH0323102B2 JPH0323102B2 JP60157285A JP15728585A JPH0323102B2 JP H0323102 B2 JPH0323102 B2 JP H0323102B2 JP 60157285 A JP60157285 A JP 60157285A JP 15728585 A JP15728585 A JP 15728585A JP H0323102 B2 JPH0323102 B2 JP H0323102B2
- Authority
- JP
- Japan
- Prior art keywords
- parts
- primer composition
- acid derivative
- rubber
- chlorinated rubber
- 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 - Lifetime
Links
- 239000000203 mixture Substances 0.000 claims description 95
- 229920001971 elastomer Polymers 0.000 claims description 51
- 239000005060 rubber Substances 0.000 claims description 51
- 229920000642 polymer Polymers 0.000 claims description 18
- 239000000178 monomer Substances 0.000 claims description 15
- 239000002841 Lewis acid Substances 0.000 claims description 9
- 229920002845 Poly(methacrylic acid) Polymers 0.000 claims description 9
- 229920002125 Sokalan® Polymers 0.000 claims description 9
- 150000007517 lewis acids Chemical class 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 9
- 239000004584 polyacrylic acid Substances 0.000 claims description 9
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 8
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 45
- 238000012360 testing method Methods 0.000 description 42
- 229920000098 polyolefin Polymers 0.000 description 27
- 239000012046 mixed solvent Substances 0.000 description 20
- 239000000853 adhesive Substances 0.000 description 19
- 230000001070 adhesive effect Effects 0.000 description 19
- 229920005989 resin Polymers 0.000 description 18
- 239000011347 resin Substances 0.000 description 18
- 239000000463 material Substances 0.000 description 17
- 239000003973 paint Substances 0.000 description 15
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 14
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 14
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 13
- 238000007865 diluting Methods 0.000 description 13
- 229920003002 synthetic resin Polymers 0.000 description 13
- 239000000057 synthetic resin Substances 0.000 description 13
- 239000004636 vulcanized rubber Substances 0.000 description 13
- 238000000576 coating method Methods 0.000 description 12
- 239000004698 Polyethylene Substances 0.000 description 11
- 239000011248 coating agent Substances 0.000 description 11
- -1 polyethylene Polymers 0.000 description 10
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 9
- 238000007598 dipping method Methods 0.000 description 9
- 238000000465 moulding Methods 0.000 description 9
- 239000004342 Benzoyl peroxide Substances 0.000 description 7
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 7
- 239000004743 Polypropylene Substances 0.000 description 7
- 235000019400 benzoyl peroxide Nutrition 0.000 description 7
- 239000011521 glass Substances 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 229920001155 polypropylene Polymers 0.000 description 7
- 244000043261 Hevea brasiliensis Species 0.000 description 6
- 229920003052 natural elastomer Polymers 0.000 description 6
- 229920001194 natural rubber Polymers 0.000 description 6
- 229920000573 polyethylene Polymers 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 239000002390 adhesive tape Substances 0.000 description 5
- 238000007605 air drying Methods 0.000 description 5
- 239000000460 chlorine Substances 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 229910001873 dinitrogen Inorganic materials 0.000 description 5
- 239000006260 foam Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- 238000005299 abrasion Methods 0.000 description 4
- 229920001084 poly(chloroprene) Polymers 0.000 description 4
- 229920003051 synthetic elastomer Polymers 0.000 description 4
- 239000005061 synthetic rubber Substances 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-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
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- 239000003522 acrylic cement Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 3
- 229920003048 styrene butadiene rubber Polymers 0.000 description 3
- 238000004073 vulcanization Methods 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 239000004640 Melamine resin Substances 0.000 description 2
- 229920000877 Melamine resin Polymers 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 229920000459 Nitrile rubber Polymers 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000002174 Styrene-butadiene Substances 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 229920000180 alkyd Polymers 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- CKFGINPQOCXMAZ-UHFFFAOYSA-N methanediol Chemical compound OCO CKFGINPQOCXMAZ-UHFFFAOYSA-N 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 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
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- UGIJCMNGQCUTPI-UHFFFAOYSA-N 2-aminoethyl prop-2-enoate Chemical compound NCCOC(=O)C=C UGIJCMNGQCUTPI-UHFFFAOYSA-N 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-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
- LLWADFLAOKUBDR-UHFFFAOYSA-N 2-methyl-4-chlorophenoxybutyric acid Chemical compound CC1=CC(Cl)=CC=C1OCCCC(O)=O LLWADFLAOKUBDR-UHFFFAOYSA-N 0.000 description 1
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 1
- CVKGSDYWCFQOKU-UHFFFAOYSA-N 2-n-butyl-1,3,5-triazine-2,4,6-triamine Chemical compound CCCCNC1=NC(N)=NC(N)=N1 CVKGSDYWCFQOKU-UHFFFAOYSA-N 0.000 description 1
- HLBZWYXLQJQBKU-UHFFFAOYSA-N 4-(morpholin-4-yldisulfanyl)morpholine Chemical compound C1COCCN1SSN1CCOCC1 HLBZWYXLQJQBKU-UHFFFAOYSA-N 0.000 description 1
- COCLLEMEIJQBAG-UHFFFAOYSA-N 8-methylnonyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C(C)=C COCLLEMEIJQBAG-UHFFFAOYSA-N 0.000 description 1
- LVGFPWDANALGOY-UHFFFAOYSA-N 8-methylnonyl prop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C=C LVGFPWDANALGOY-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 229910016569 AlF 3 Inorganic materials 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 229910005269 GaF 3 Inorganic materials 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- VHOQXEIFYTTXJU-UHFFFAOYSA-N Isobutylene-isoprene copolymer Chemical compound CC(C)=C.CC(=C)C=C VHOQXEIFYTTXJU-UHFFFAOYSA-N 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229920002433 Vinyl chloride-vinyl acetate copolymer Polymers 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- XOYLJNJLGBYDTH-UHFFFAOYSA-M chlorogallium Chemical compound [Ga]Cl XOYLJNJLGBYDTH-UHFFFAOYSA-M 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- MIMDHDXOBDPUQW-UHFFFAOYSA-N dioctyl decanedioate Chemical compound CCCCCCCCOC(=O)CCCCCCCCC(=O)OCCCCCCCC MIMDHDXOBDPUQW-UHFFFAOYSA-N 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000005357 flat glass Substances 0.000 description 1
- 235000004426 flaxseed Nutrition 0.000 description 1
- 235000019256 formaldehyde Nutrition 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 150000007974 melamines Chemical class 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000013008 moisture curing Methods 0.000 description 1
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 1
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 1
- 229920001220 nitrocellulos Polymers 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
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pentâ4âenâ2âone Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 229920001483 poly(ethyl methacrylate) polymer Polymers 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 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
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 229920006027 ternary co-polymer Polymers 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
Description
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Purpose of the Invention (Field of Industrial Application) The present invention is a method for applying paints or adhesives to the surface of various synthetic rubbers including polyolefin vulcanized rubber, or various synthetic resins including polyolefin synthetic resins and vinyl chloride. The present invention relates to a primer composition that is applied as an undercoat to enhance the adhesion of these products. (Prior technology) There are many types of industrial rubber products, but polyolefin vulcanized rubbers such as ethylene-propylene-diene ternary copolymer rubber (EPDM) and ethylene-propylene copolymer rubber (EPM) are particularly popular. It exhibits outstanding performance in terms of weather resistance, aging resistance, ozone resistance, etc., and the operating temperature range is -50â to 150â.
Rubber has excellent features such as being able to cover a wide range of areas, so it is now used in a wide variety of fields. In addition, depending on the application, natural rubber (NR), styrene-butadiene copolymer rubber (SBR), butadiene rubber (BR), isobutylene-isoprene copolymer rubber (IIR), chloroprene rubber (CR), acrylonitrile can be added to the above EPDM or EPM. -Rubbers blended with synthetic rubbers such as butadiene copolymer rubber (NBR), or rubbers blended with resins such as ABS resin, styrene resin (PS), polyethylene (PS), and polypropylene (PP) are also used in many fields. There is. In addition, polyolefin-based synthetic resins such as PP and PE mentioned above, like polyolefin-based vulcanized rubber, have excellent performance in terms of weather resistance, aging resistance, ozone resistance, etc., and are also inexpensive, so they can be used in a variety of vehicles. It is used in a wide range of applications such as parts and electrical products. (Problem to be solved by the invention) However, polyolefin-based vulcanized rubbers such as EPDM and EPM, and polyolefin-based synthetic resins such as PP and PE do not contain polar groups in the main chain of their molecules, so they are reactive. The problem is that even if paint or adhesive is applied to the surface of a molded product made from these rubbers or resins, the resulting coating film is likely to peel off. However, although many countermeasures have been attempted to address the above-mentioned drawbacks, no satisfactory solution has yet been found. In addition, with molded products made from resins containing large amounts of plasticizer, such as vinyl chloride, the plasticizer migrates to the surface after long-term use, so paints and adhesives applied to the surface do not adhere well. The disadvantage is that the power gradually decreases. As a result of repeated research in view of the above problems, the present inventor has arrived at the present invention by discovering a primer composition that has strong adhesion to polyolefin vulcanized rubber, polyolefin synthetic resin, vinyl chloride, etc. This is what I did. Structure of the Invention (Means for Solving the Problems) That is, the present invention provides a method for applying paint to the surface of a molded product made of polyolefin vulcanized rubber such as EPDM or EPM, polyolefin synthetic resin such as PP or PE, or vinyl chloride resin. (a) a mixture of at least one polymethacrylic acid derivative or polyacrylic acid derivative and chlorinated rubber; or (b) at least one methacrylic acid derivative monomer or acrylic acid derivative monomer. The above-mentioned problems have been solved by devising a primer composition comprising a mixture of Lewis acid and one of the following: a polymer comprising: and chlorinated rubber. (Function) The above primer composition has strong adhesion to polyolefin vulcanized rubber, polyolefin synthetic resin, vinyl chloride resin, etc., so by using it as an undercoat, polyolefin vulcanized rubber, polyolefin synthetic resin, vinyl chloride resin, etc. The adhesion of paints and adhesives applied to the surface of molded products made of rubber, polyolefin synthetic resin, vinyl chloride resin, etc. is greatly improved. (Example) Hereinafter, the constituent components of the primer composition of the present invention will be explained by giving specific examples. First, the chlorinated rubber of the present invention is a rubber obtained by chlorinating natural rubber or various synthetic rubbers, and specifically, it is a rubber that is contained in the main chain of molecules constituting the natural rubber or various synthetic rubbers. A rubber composition with a molecular weight of about 5,000 to 100,000 and a chlorine content of 65% or more obtained by chlorinating double bonds. Next, the Lewis acids used in the present invention specifically include AlCl 3 , AlBr 3 , AlF 3 , GaF 3 , InF 3 , TlF 3 ,
GaCl 3 , PCl 3 , PCl 5 , SbCl 3 , SbCl 5 , FeCl 3 or
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[Formula] can be exemplified. Next, polymethacrylic acid derivatives include methyl methacrylate, ethyl methacrylate, n-butyl methacrylate, iso-butyl methacrylate,
Examples include polymers of methacrylic acid derivatives such as 2-ethylhexyl methacrylate, isodecyl methacrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, glycidyl methacrylate, and dimethylaminoethyl methacrylate. Polyacrylic acid derivatives include methyl acrylate, ethyl acrylate, n-butyl acrylate, iso-butyl acrylate, 2-ethylhexyl acrylate, isodecyl acrylate, 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, glycidyl acrylate, dimethyl Examples include polymers of acrylic acid derivatives such as aminoethyl acrylate. The above-mentioned polymethacrylic acid derivatives and polyacrylic acid derivatives may be mixed alone with chlorinated rubber and Lewis acid, or a mixture of several types may be mixed as appropriate. Furthermore, polymethacrylic acid or polyacrylic acid may also be used. Furthermore, a polymer consisting of a methacrylic acid derivative monomer and/or an acrylic acid derivative monomer and a chlorinated rubber is a polymer formed by combining the above-mentioned methacrylic acid derivative monomer and/or acrylic acid derivative monomer with a chlorinated rubber such as benzoyl peroxide. This is a polymer obtained by reacting with a polymerization initiator in a solvent according to a conventional method. Next, the mixing ratio of polymethacrylic acid derivative and/or polyacrylic acid derivative and chlorinated rubber is as follows:
10 to 10 parts by weight of polymethacrylic acid derivative and/or polyacrylic acid derivative per 100 parts by weight of chlorinated rubber
Must be in the range of 500 parts by weight;
If it exceeds 10 parts by weight, the hardness of the primer composition will increase, which may cause the coating film to become brittle, while if it is less than 10 parts by weight, the adhesion will decrease. In addition, for the above-mentioned reasons, the blending ratio when polymerizing methacrylic acid monomer and/or acrylic acid monomer and chlorinated rubber is also determined based on 100 parts by weight of chlorinated rubber.
Alternatively, it is necessary that the acrylic acid derivative monomer be in the range of 10 to 500 parts by weight. Furthermore, when mixing the Lewis acid with the mixture or polymer prepared in this way, the mixing ratio is in the range of 0.1 to 200 parts by weight of the Lewis acid per 100 parts by weight of the former (mixture or polymer). If the Lewis acid is less than 0.1 part, the adhesion will decrease, and if it exceeds 200 parts by weight, no improvement in the adhesion will be observed. Next, the above primer composition can be applied to various synthetic resins such as PP, PE, and vinyl chloride, as well as polyolefin vulcanized rubber such as EPDM and EPM. The above NR in an amount within a range that will not be lost,
It also includes rubber components such as SBR, IIR, CR, and NBR, and resin components such as ABS resin, PS, PE, PP, and ethylene-vinyl acetate copolymer resin. In addition, the above-mentioned polyolefin-based vulcanized rubber and those to which the above-mentioned various rubber components and resin components are added usually contain compounds such as sulfur, morpholine disulfide, and dicumyl peroxide as vulcanizing agents. oxide, 2-mercaptobenzothiazole as a vulcanization accelerator, zinc dimethyldithiocarbamate, tetramethylthiuram disulfide, phenyl-α-naphthylamine as an anti-aging agent, antioxidant, and ozone deterioration inhibitor, 2,6
-di-t-butyl-p-cresol, carbon black, magnesium carbonate, clay as fillers, dioctyl sebacate, mineral oil, etc. as plasticizers are added. No special equipment is required to apply the primer composition, and the primer composition can be applied simply by a conventional coating method such as dipping, spraying, or brushing. In addition, the above primer composition has a very long pot life because it is a one-component type, and if the viscosity increases due to evaporation of the solvent, the viscosity can be adjusted by adding the solvent again.The solvent used is n-hexane. , saturated hydrocarbons such as cyclohexane; aromatic hydrocarbons such as benzene, toluene, and xylene; ethers such as dioxane and tetrahydrofuran; acetate esters such as ethyl acetate and propyl acetate; ketones such as acetone, cyclohexanone, and methyl ethyl ketone. It is a selected solvent or a mixed solvent consisting of two or more kinds. Hereinafter, the structure and adhesion effect of the primer composition of the present invention will be explained in detail using Examples. The chlorinated rubber used in the following examples is chlorinated rubber manufactured by Asahi Denka Co., Ltd. (trade name: "ADEKA Chlorinated Rubber"). The characteristic of chlorinated rubber is that it has a molecular weight expressed by the general formula (C 5 H 7 Cl 3 ) x (C 5 H 6 Cl 4 ) y (C 10 H 11 Cl 4 ) z obtained by chlorinating natural rubber. Approximately 5,000 to 100,000 chlorinated rubber with a chlorine content of 65% or more. (Hereinafter, all parts are by weight.) Example 1 99.9 parts of chlorinated rubber, 10.0 parts of methyl methacrylate, and 0.05 parts of benzoyl peroxide (BPO) as a polymerization initiator were mixed in toluene/n-hexane = 1/
The polymer was dissolved in a mixed solvent consisting of 1 and reacted at 80°C for 8 hours to obtain a polymer. Next, 1.0 part of AlCl 3 was mixed with the obtained viscous liquid, and the above mixed solvent 4859 was added.
A primer composition was prepared by diluting 100% of the primer composition. Example 2 100 parts of chlorinated rubber and 100 parts of ethyl methacrylate
0.05 part of BPO was dissolved in a mixed solvent consisting of toluene/n-hexane = 1/1, and a reaction was carried out at 80°C for 8 hours to obtain a polymer. The resulting viscous liquid is then
A primer composition was prepared by mixing 50 parts of AlBr 3 and further diluting with 4859 parts of the above mixed solvent. Example 3 100 parts of chlorinated rubber, 200 parts of ethyl methacrylate,
100 parts of FeCl 3 and 0.05 part of BPO were mixed with toluene/n
-Dissolve a mixed solvent consisting of bexane = 1/1, and
C. for 8 hours to obtain a polymer. Then,
The obtained viscous liquid was diluted with 4859 parts of the above mixed solvent to prepare a primer composition. Example 4 100 parts of chlorinated rubber, 100 parts of methyl acrylate and 0.05 parts of BPO were dissolved in a mixed solvent consisting of toluene/n-hexane = 1/1, and a reaction was carried out at 80°C for 8 hours to obtain a polymer. The resulting viscous liquid is then
Mix 100 parts of SbCl 3 and then add the above mixed solvent 4859
A primer composition was prepared by diluting 100% of the primer composition. Example 5 100 parts of chlorinated rubber, 500 parts of propyl methacrylate and 0.05 parts of BPO were mixed in toluene/n-hexane = 1/
The polymer was dissolved in a mixed solvent consisting of 1 and reacted at 80°C for 8 hours to obtain a polymer. Then the resulting viscous liquid
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çãäœæããã[Formula] 50 parts were mixed and further diluted with 4859 parts of the above mixed solvent to prepare a primer composition. Example 6 100 parts of chlorinated rubber, 10 parts of polypropyl acrylate
1 part was dissolved in a mixed solvent consisting of toluene/n-hexane = 1/1. The resulting viscous liquid is then
Mix 1.0 part of AlCl 3 and add the above mixed solvent 4859
A primer composition was prepared by diluting 100% of the primer composition. Example 7 100 parts of chlorinated rubber, 100 parts of polymethyl methacrylate
100 parts of polyethyl methacrylate were dissolved in a mixed solvent consisting of toluene/n-hexane=1/1. Next, 1.0 part of FeCl 3 was added to the obtained viscous liquid, and the mixture was further diluted with 4859 parts of the above mixed solvent to prepare a primer composition. Next, in order to examine the adhesion of the primer compositions of Examples 1 to 7, an adhesion test was conducted using the following method. Test 1 A rubber compound having the composition shown in Table 1 was heated at 160°C for 30
A 2 mm thick base material made of EPDM was produced by vulcanization for 1 minute, and this was cut into a 100 mm x 100 mm square to prepare a test piece.
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After applying the primer composition by the dipping method and air drying at room temperature for 30 minutes, apply a urethane paint obtained by reacting a urethane composition having the composition shown in Table 2 at 80°C for 3 hours in dry nitrogen gas. 24 at room temperature
Allowed to cure for hours.
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100mmÃ100mmè§ã«è£æããŠè©Šéšçãäœæããã[Table] After that, the adhesion of the urethane coating of each test piece was examined by a cross-cut test, and as a result, all test pieces showed sufficient adhesion (100/100). Test 2 Vinyl chloride resin having the composition shown in Table 3 was heated at 170°C.
A 2mm thick base material is manufactured by extrusion molding, and this is
Test pieces were prepared by cutting into 100 mm x 100 mm squares.
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After applying the primer composition by the dipping method and air drying at room temperature for 30 minutes, apply a urethane paint obtained by reacting a urethane composition having the composition shown in Table 2 at 80°C for 3 hours in dry nitrogen gas. 24 at room temperature
Allowed to cure for hours. Thereafter, the adhesion of the urethane coating of each test piece was examined by a cross-cut test, and as a result, all test pieces showed sufficient adhesion (100/100). Test 3 The primer compositions of Examples 1 to 7 were applied to each of the test pieces made of the EPDM base material prepared in Test 1 above by a dipping method, and after air-drying at room temperature for 30 minutes, a chloroprene-based primer composition having the composition shown in Table 4 was applied. The adhesive was applied and allowed to air dry at room temperature for 24 hours.
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âïŒã«ç€ºãçµæãåŸãã[Table] After that, the adhesion of the coating made of chloroprene adhesive applied to the surface of each test piece was examined by a goblin test. As a result, all test pieces showed sufficient adhesion (100/100). Ta. Test 4 Next, the EPDM created in Test-1 above
Two test pieces made of the base material were prepared, and the primer composition of Example 1 was applied to each of the test pieces by a dipping method, and after air-drying at room temperature for 30 minutes, a chloroprene-based material having the composition shown in Table 4 was applied. Adhesive was applied. Thereafter, both test pieces were pasted together so that the adhesive-coated surfaces overlapped with each other, and after air-drying at room temperature for 24 hours, a tensile shear test was conducted at a speed of 30 mm/sec. Further, the primer compositions of Examples 2 to 7 were also subjected to tensile shear tests in the same manner, and the results shown in Table 5 were obtained.
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ãå¡åžããŠå®€æž©ã§ããã«24æé硬åãããã[Table] The compositions of Comparative Examples 1 to 9 below have been conventionally used as undercoating agents for polyolefin-based vulcanized rubbers and polyolefin-based synthetic resins. Comparative Example 1 A primer composition was prepared by diluting "Ester Resin-20" (manufactured by Toyobo Co., Ltd., saturated polyester resin) with a mixed solvent consisting of methyl ethyl ketone/toluene = 1/9. Comparative Example 2 A primer composition was prepared by diluting "Vinyrite-VMCH" (manufactured by Union Carbide, vinyl chloride-vinyl acetate copolymer resin) with a mixed solvent consisting of methyl ethyl ketone/toluene = 1/1. Comparative Example 3 A primer composition was prepared by diluting "Eslec BM-2" (manufactured by Sekisui Chemical Co., Ltd., butyral resin) with a mixed solvent consisting of butanol/xylene = 1/1. Comparative Example 4 A primer composition was prepared by diluting "Orestar M55-80A" (manufactured by Mitsui Toatsu, moisture-curing polyurethane resin) with toluene. Comparative Example 5 A mixture of "Desmofene-100" (manufactured by Bayer, polyhydroxy compound)/"Desmodyur-R" (manufactured by Bayer, polyisocyanate) = 1/1.5 was mixed with methylene glycol/butyl acetate/toluene = 1/1/1. A primer composition was prepared by diluting with a mixed solvent consisting of: Comparative Example 6 A primer composition was prepared by diluting "Betucosol J-534" (manufactured by Dainippon Ink & Chemicals, a linseed oil-modified long oil alkyd resin) and cobalt naphthenate (desiccant) with a mineral base. Comparative Example 7 âBetsukosol J-524â (manufactured by Dainippon Ink & Chemicals, linseed oil modified long oil alkyd resin) / âSuper Betsukamine J-100â (manufactured by Dainippon Ink & Chemicals, butylated melamine resin) = A primer composition was prepared by diluting a 4/1 mixture with xylene. Comparative Example 8 A primer composition was prepared by diluting a mixture of "Acryloid C-110V" (manufactured by Rohm & Haas, thermoplastic acrylic resin)/nitrocellulose = 99/1 with toluene. Comparative example 9 "Acrydik 47-712" (manufactured by Dainippon Ink & Chemicals, thermosetting acrylic resin) / "Supervetsucomin 47-508" (manufactured by Dainippon Ink & Chemicals, butyl melamine resin) = 4/1 A primer composition was prepared by diluting the mixture consisting of the following with a mixed solvent consisting of toluene/butyl acetate = 1/1. Next, the EPDM created in Test 1 above
The above Comparative Example 1 was applied to each of the test pieces made of the base material.
The primer compositions of Nos. to 9 were applied by a dipping method and air-dried for 30 minutes at room temperature, and then a urethane paint having the composition shown in Table 2 was applied and cured at room temperature for 24 hours. Thereafter, the adhesion of the urethane coating applied to the surface of each test piece was examined by a goblin test, and the coating on each test piece was found to have almost no adhesion (0/100). In addition, a tensile shear test was conducted in the same manner as in Test-4, but almost no shear strength was obtained in any of Comparative Examples 1 to 9. From the above test results, it was found that the primer compositions of Examples 1 to 7 had sufficient adhesion strength when used as an undercoat for polyolefin vulcanized rubber or vinyl chloride resin. Next, a usage example will be described in which the primer compositions of Examples 1 to 7 were applied as an undercoat when coating various molded articles for automobiles with paints and adhesives. Usage Example 1 Glass Run The polyolefin vulcanized rubber for glass runs used in sliding parts with the window glass of door frames has the composition shown in Table 1, as an example. After extrusion molding an EPDM compound consisting of this composition,
A glass run base material for automobiles was produced by vulcanization at 160°C for 30 minutes. Next, the above-mentioned example -
The primer composition No. 1 was applied by dipping and air-dried for 30 minutes at room temperature, and then a urethane paint having the composition shown in Table 6 was applied and further cured at room temperature for 24 hours.
ã衚ããtableã
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åã§æ··åããŠèª¿æŽãããã®ã§ããã[Table] The urethane prepolymers in Table 6 are made by reacting the compositions of Tables 7 and 8 at 80°C for 30 minutes in dry nitrogen gas, and then reacting each of the urethanes obtained. It was prepared by mixing at a ratio of 100/40 (weight ratio).
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èªåè»ã®ããã€ãšãã¢ãšã®ééãã·ãŒã«ãããŠ
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ããŠè£œé ãããã®ã§ããã[Table] Usage example 2 Door weather strip A weather strip that seals the gap between the car body and the door is an example of a weather strip with the composition shown in Table 9.
It was manufactured by extruding an EPDM compound and then vulcanizing it at 200°C for 5 minutes.
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ã®ãŠã¬ã¿ã³å¡èã®äžã«å¡åžããã[Table] Next, the primer composition of Example 1 was applied by dipping to the surface of this weatherstrip base material and air-dried for 30 minutes at room temperature. , reacted for 3 hours, further added 24.8 parts of 1,6-hexanediol and 170 parts of dimethylformamide, and heated at 80°C in dry nitrogen gas.
The urethane paint obtained by reacting for 20 minutes was applied thereon and left for 24 hours to cure the primer composition and the urethane paint. Thereafter, a 5% solution of dimethyl silicone oil (100,000 cSt) in toluene was applied onto the urethane coating.
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åŸãã[Table] Usage Example 3 Electrostatic flocking product Some of the glass run products in Usage Example 1 have electrostatic flocking done using short fibers on the glass sliding area. The primer composition of Example 2 was applied by dipping onto the surface of this glass run base material and air-dried for 30 minutes at room temperature. Next, a urethane adhesive obtained by reacting the formulation shown in Table 11 in dry nitrogen gas at 80°C for 3 hours was applied thereon, and a pile of nylon 66 short fibers was electrostatically flocked thereon. The adhesive was cured with hot air at 100°C for 3 minutes to obtain an electrostatic flocking product.
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â12ã«ç€ºãçµæãåŸãã[Table] Next, the abrasion resistance of the coating films of the substrates treated in Use Examples 1 and 3 was tested using the following method. Test machine: KI type abrasion tester Test conditions: Friction element Glass (thickness 5 mm) Load: 3 kg Friction element cycle: 60 times/min Friction element stroke: 145 mm The base material was attached to the above testing machine, and the base material was tested under the conditions described above. rubbed the surface. As a result, a good result was obtained in which no exposure of the base material was observed even after repeated friction 50,000 times. Further, the abrasion resistance of the coating film of the substrate treated in Use Example 2 was tested by the following method. Testing machine: Reciprocating abrasion tester Test conditions: Friction element Glass (thickness 5 mm) Friction element cycle 60 times/min Friction element stroke 145 mm The base material was attached to the above testing machine, and the base material surface was measured under the conditions described above. was rubbed. As a result, a good result was obtained in which no exposure of the base material was observed even after repeated friction 20,000 times. In addition, we conducted a 180 degree bending test to check the followability of each of the base materials in Usage Examples 1 to 3, and all showed extremely good followability. was not damaged in any way. Usage Example 4 Resin Molding A molding attached to the side of an automobile body is attached to the body via a double-sided adhesive tape made of polyethylene foam or the like as a base material. Therefore, a molding was manufactured by extrusion molding a vinyl chloride resin having the formulation shown in Table 3 above at 170°C, and the following tests were conducted using this molding. That is, (a) As shown in FIG. 1, the primer composition 4 of Example 1 and G-G as an adhesive 5a were applied to one side of a tape 3 made of 5 times polyethylene foam.
17 (manufactured by Konishi, chloroprene rubber adhesive)
In addition, a commercially available acrylic adhesive 6 for double-sided tape is applied to the untreated side to prepare a double-sided adhesive tape 7a, and the vinyl chloride resin molding 2 is attached to the acrylic-coated iron plate 1 via the double-sided adhesive tape 7a. Pasted. (b) As primer composition 4 in the above (a), that of Example 2 was used (others are the same as in (a)). (c) As the primer composition 4 in the above (a), that of Example 3 was used (others are the same as in (a)). (d) Next, as shown in Figure 2, one side of the tape 3 made of 5x polyethylene foam
Primer composition 4 of No. 4 and Dianal 882 (manufactured by Mitsubishi Rayon, acrylic adhesive) were applied as the adhesive 5b, and a commercially available acrylic adhesive for double-sided tape 6 was applied to the untreated surface to form a double-sided adhesive tape 7b. was adjusted, and the vinyl chloride resin molding 2 was attached to the acrylic-coated iron plate 1 via this double-sided adhesive tape 7b. (e) As primer composition 4 in (d) above, that of Example 5 was used (others were the same as in (d)). (f) Example 6 was used as primer composition 4 in (d) above (others were the same as in (d)). (g) As Comparative Example 1, as shown in Figure 3, only the above G-17 was applied as the adhesive 5a on one side of the tape 3 made of 5x polyethylene foam (others were the same as in (a)). ). (h) As Comparative Example 2, as shown in FIG. 4, only Dial 882 was applied as the adhesive 5b to one side of the tape 3 made of 5x polyethylene foam. (Others are the same as (d)). Next, each of the moldings 2 of (a) to (h) above was subjected to a tensile shear test at a pulling speed of 30 mm/min, and the results shown in Table 12 were obtained.
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ããçºæã§ããã[Table] From the above test results, the adhesion of the paint and adhesive applied to the surface of the primer compositions of Examples 1 to 7 is extremely strong, and is sufficient as an undercoat for various molded automobiles. It was found that it has a great effect. Effects of the Invention As detailed above, the primer composition of the present invention can be used as an undercoat when applying various paints and adhesives to the surface of molded products made of polyolefin vulcanized rubber or polyolefin synthetic resin. By applying various paints and adhesives on top, extremely strong adhesion can be obtained. Furthermore, in the case of polyolefin-based vulcanized rubber, the flexibility and flexibility, which are the characteristics of the same rubber, are not impaired. Therefore, this primer composition is an excellent invention that can be applied to a wide range of applications, including the various molded articles for automobiles mentioned above, as well as polyolefin vulcanized rubber and polyolefin synthetic resins that require strong adhesion. .
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1 and 2 are cross-sectional views showing a mounting structure for a molding using the primer composition of the present invention as an undercoat, and FIGS. 3 and 4 are cross-sectional views showing an example of a conventional molding mounting structure, respectively. It is a diagram. 2...Moll, 4...Primer composition.
Claims (1)
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ã©ã€ããŒçµæç©ã[Scope of Claims] 1 (a) a mixture of at least one polymethacrylic acid derivative or polyacrylic acid derivative and chlorinated rubber, or (b) a mixture of at least one methacrylic acid derivative monomer or acrylic acid derivative monomer and chlorinated rubber A primer composition comprising a mixture of any one of the following polymers and a Lewis acid. 2 In the mixture of (a) at least one polymethacrylic acid derivative or polyacrylic acid derivative and chlorinated rubber, the blending ratio of the former is 10 to 500.
The primer composition according to claim 1, wherein the chlorinated rubber is 100 parts by weight. 3 In the polymer consisting of at least one of the methacrylic acid derivative monomer or acrylic acid derivative monomer and chlorinated rubber (b), the blending ratio of the two is as follows:
2. The primer composition according to claim 1, wherein the former is 10 to 500 parts by weight and the chlorinated rubber is 100 parts by weight. 4. (a) A mixture of at least one polymethacrylic acid derivative or polyacrylic acid derivative and chlorinated rubber, or (b) a polymer consisting of at least one methacrylic acid derivative monomer or acrylic acid derivative monomer and chlorinated rubber. In a mixture of either type and Lewis acid, the mixing ratio of both is 100 parts by weight of the former and 0.1 to 0.1 parts by weight of the Lewis acid.
200 parts by weight of the primer composition according to claim 1.
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60157285A JPS6218476A (en) | 1985-07-17 | 1985-07-17 | Primer composition |
| DE19863620471 DE3620471A1 (en) | 1985-06-19 | 1986-06-19 | ADHESIVE COMPOSITION |
| US06/876,209 US4849468A (en) | 1985-06-19 | 1986-06-19 | Adhesive compositions |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60157285A JPS6218476A (en) | 1985-07-17 | 1985-07-17 | Primer composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6218476A JPS6218476A (en) | 1987-01-27 |
| JPH0323102B2 true JPH0323102B2 (en) | 1991-03-28 |
Family
ID=15646320
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60157285A Granted JPS6218476A (en) | 1985-06-19 | 1985-07-17 | Primer composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6218476A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5713085A (en) * | 1980-06-26 | 1982-01-23 | Hitachi Construction Machinery | Method of calculating operation radius of crane |
-
1985
- 1985-07-17 JP JP60157285A patent/JPS6218476A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6218476A (en) | 1987-01-27 |
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