CA1075580A - Adhesif a base de silice tres pure servant a lier le caoutchouc au metal - Google Patents
Adhesif a base de silice tres pure servant a lier le caoutchouc au metalInfo
- Publication number
- CA1075580A CA1075580A CA247,952A CA247952A CA1075580A CA 1075580 A CA1075580 A CA 1075580A CA 247952 A CA247952 A CA 247952A CA 1075580 A CA1075580 A CA 1075580A
- Authority
- CA
- Canada
- Prior art keywords
- vinyl
- pyridine
- methyl
- rubber
- styrene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 title claims abstract description 181
- 239000000377 silicon dioxide Substances 0.000 title claims abstract description 81
- 239000000853 adhesive Substances 0.000 title claims abstract description 74
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 74
- 229920001971 elastomer Polymers 0.000 title claims abstract description 66
- 239000005060 rubber Substances 0.000 title claims abstract description 64
- 229910052751 metal Inorganic materials 0.000 title claims abstract description 36
- 239000002184 metal Substances 0.000 title claims abstract description 36
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 55
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 28
- 150000001993 dienes Chemical class 0.000 claims abstract description 26
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 25
- 239000000945 filler Substances 0.000 claims abstract description 22
- 229920000642 polymer Polymers 0.000 claims abstract description 20
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000000758 substrate Substances 0.000 claims abstract description 9
- 239000010941 cobalt Substances 0.000 claims abstract description 6
- 229910017052 cobalt Inorganic materials 0.000 claims abstract description 6
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims abstract description 6
- 150000001869 cobalt compounds Chemical class 0.000 claims abstract description 5
- 230000006872 improvement Effects 0.000 claims abstract description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 96
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 62
- 229920001577 copolymer Polymers 0.000 claims description 48
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims description 38
- 229920001897 terpolymer Polymers 0.000 claims description 35
- 229910000831 Steel Inorganic materials 0.000 claims description 31
- -1 alpha-methylvinyl Chemical group 0.000 claims description 31
- 239000010959 steel Substances 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 25
- 230000008569 process Effects 0.000 claims description 21
- 239000000178 monomer Substances 0.000 claims description 19
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 14
- 229920003052 natural elastomer Polymers 0.000 claims description 14
- 229920001194 natural rubber Polymers 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- 229920002554 vinyl polymer Chemical group 0.000 claims description 12
- 244000043261 Hevea brasiliensis Species 0.000 claims description 10
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 10
- VJOWMORERYNYON-UHFFFAOYSA-N 5-ethenyl-2-methylpyridine Chemical compound CC1=CC=C(C=C)C=N1 VJOWMORERYNYON-UHFFFAOYSA-N 0.000 claims description 9
- 229930195733 hydrocarbon Natural products 0.000 claims description 8
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 8
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 claims description 7
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 7
- 150000002430 hydrocarbons Chemical class 0.000 claims description 7
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 7
- UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 claims description 6
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 6
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 6
- 239000005062 Polybutadiene Substances 0.000 claims description 6
- 229920002857 polybutadiene Polymers 0.000 claims description 6
- 229920001195 polyisoprene Polymers 0.000 claims description 6
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 150000002894 organic compounds Chemical class 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 125000001475 halogen functional group Chemical group 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 claims description 3
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 claims description 3
- JJVHEIJBQGMBKG-UHFFFAOYSA-N 2-ethenyl-3,4,5,6-tetramethylpyridine Chemical compound CC1=NC(C=C)=C(C)C(C)=C1C JJVHEIJBQGMBKG-UHFFFAOYSA-N 0.000 claims description 3
- TUPJXKPXLGTGTO-UHFFFAOYSA-N 2-ethenyl-4-ethylquinoline Chemical compound C1=CC=C2C(CC)=CC(C=C)=NC2=C1 TUPJXKPXLGTGTO-UHFFFAOYSA-N 0.000 claims description 3
- YQUDMNIUBTXLSX-UHFFFAOYSA-N 2-ethenyl-5-ethylpyridine Chemical compound CCC1=CC=C(C=C)N=C1 YQUDMNIUBTXLSX-UHFFFAOYSA-N 0.000 claims description 3
- KQKFXQBWFUHZRY-UHFFFAOYSA-N 2-ethenyl-5-methyl-4-phenoxypyridine Chemical compound CC1=CN=C(C=C)C=C1OC1=CC=CC=C1 KQKFXQBWFUHZRY-UHFFFAOYSA-N 0.000 claims description 3
- ASKLBJFSWQWZFU-UHFFFAOYSA-N 2-ethenyl-6-ethoxy-7-methylquinoline Chemical compound C1=C(C=C)N=C2C=C(C)C(OCC)=CC2=C1 ASKLBJFSWQWZFU-UHFFFAOYSA-N 0.000 claims description 3
- XUGNJOCQALIQFG-UHFFFAOYSA-N 2-ethenylquinoline Chemical compound C1=CC=CC2=NC(C=C)=CC=C21 XUGNJOCQALIQFG-UHFFFAOYSA-N 0.000 claims description 3
- YYDOEOGYWXPPHM-UHFFFAOYSA-N 3-ethenyl-1,6-dimethylisoquinoline Chemical compound CC1=NC(C=C)=CC2=CC(C)=CC=C21 YYDOEOGYWXPPHM-UHFFFAOYSA-N 0.000 claims description 3
- IIBPRBOWHWXNCE-UHFFFAOYSA-N 3-ethenyl-2-methyl-5-undecylpyridine Chemical compound CCCCCCCCCCCC1=CN=C(C)C(C=C)=C1 IIBPRBOWHWXNCE-UHFFFAOYSA-N 0.000 claims description 3
- HXBBCCUEPJTHGZ-UHFFFAOYSA-N 3-ethenyl-4-methyl-2-(4-methylphenyl)pyridine Chemical compound C1=CC(C)=CC=C1C1=NC=CC(C)=C1C=C HXBBCCUEPJTHGZ-UHFFFAOYSA-N 0.000 claims description 3
- WXTOUDFBUYDQGP-UHFFFAOYSA-N 3-ethenyl-5-ethoxypyridine Chemical compound CCOC1=CN=CC(C=C)=C1 WXTOUDFBUYDQGP-UHFFFAOYSA-N 0.000 claims description 3
- KNWOTKCKGFQYRP-UHFFFAOYSA-N 3-ethenyl-5-ethylpyridine Chemical compound CCC1=CN=CC(C=C)=C1 KNWOTKCKGFQYRP-UHFFFAOYSA-N 0.000 claims description 3
- JDAPKVYHFNRFKO-UHFFFAOYSA-N 3-ethenyl-5-phenylpyridine Chemical compound C=CC1=CN=CC(C=2C=CC=CC=2)=C1 JDAPKVYHFNRFKO-UHFFFAOYSA-N 0.000 claims description 3
- XNNLTDRWOHXVDY-UHFFFAOYSA-N 3-ethenyl-6,7-dipropylquinoline Chemical compound C=CC1=CN=C2C=C(CCC)C(CCC)=CC2=C1 XNNLTDRWOHXVDY-UHFFFAOYSA-N 0.000 claims description 3
- OJFXABGGUBLZIP-UHFFFAOYSA-N 3-ethenylisoquinoline Chemical compound C1=CC=C2C=NC(C=C)=CC2=C1 OJFXABGGUBLZIP-UHFFFAOYSA-N 0.000 claims description 3
- PZAXWHVVPMHDMR-UHFFFAOYSA-N 3-phenylbut-3-en-1-ol Chemical compound OCCC(=C)C1=CC=CC=C1 PZAXWHVVPMHDMR-UHFFFAOYSA-N 0.000 claims description 3
- FHRJNVKGQJMNQH-UHFFFAOYSA-N 4,5-dibromo-2-ethenylpyridine Chemical compound BrC1=CN=C(C=C)C=C1Br FHRJNVKGQJMNQH-UHFFFAOYSA-N 0.000 claims description 3
- VYIYXBONKWPJSH-UHFFFAOYSA-N 4-benzyl-2-ethenylquinoline Chemical compound C=12C=CC=CC2=NC(C=C)=CC=1CC1=CC=CC=C1 VYIYXBONKWPJSH-UHFFFAOYSA-N 0.000 claims description 3
- ZVBVBFGGZJJWHR-UHFFFAOYSA-N 4-ethenyl-2,6-diethylpyridine Chemical compound CCC1=CC(C=C)=CC(CC)=N1 ZVBVBFGGZJJWHR-UHFFFAOYSA-N 0.000 claims description 3
- HLLGUKLXALMPHQ-UHFFFAOYSA-N 5-(2-chloroethyl)-3-ethenylquinoline Chemical compound C1=C(C=C)C=C2C(CCCl)=CC=CC2=N1 HLLGUKLXALMPHQ-UHFFFAOYSA-N 0.000 claims description 3
- OXXAXEYUARTJBC-UHFFFAOYSA-N 5-bromo-4-chloro-2-ethenylpyridine Chemical compound ClC1=CC(C=C)=NC=C1Br OXXAXEYUARTJBC-UHFFFAOYSA-N 0.000 claims description 3
- LENGLWMOXWJGOH-UHFFFAOYSA-N 5-ethenyl-2,3,4-trimethylpyridine Chemical compound CC1=NC=C(C=C)C(C)=C1C LENGLWMOXWJGOH-UHFFFAOYSA-N 0.000 claims description 3
- NTFOOQDZAMZVJD-UHFFFAOYSA-N 5-ethenyl-4-nonyl-2-propan-2-ylpyridine Chemical compound CCCCCCCCCC1=CC(C(C)C)=NC=C1C=C NTFOOQDZAMZVJD-UHFFFAOYSA-N 0.000 claims description 3
- APCYSORWSVNLEN-UHFFFAOYSA-N 6-ethenyl-2-methyl-4-nonylquinoline Chemical compound C1=C(C=C)C=C2C(CCCCCCCCC)=CC(C)=NC2=C1 APCYSORWSVNLEN-UHFFFAOYSA-N 0.000 claims description 3
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 3
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 3
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 3
- 239000012790 adhesive layer Substances 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 3
- 125000004104 aryloxy group Chemical group 0.000 claims description 3
- WFYPICNXBKQZGB-UHFFFAOYSA-N butenyne Chemical group C=CC#C WFYPICNXBKQZGB-UHFFFAOYSA-N 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 3
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims description 3
- 125000001188 haloalkyl group Chemical group 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000005027 hydroxyaryl group Chemical group 0.000 claims description 3
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 3
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 claims description 3
- KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 claims description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 claims description 2
- 229920001084 poly(chloroprene) Polymers 0.000 claims description 2
- 239000004215 Carbon black (E152) Substances 0.000 claims 6
- SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 claims 4
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 claims 2
- NRHMWTYCQDTKRA-UHFFFAOYSA-N 2-(5-ethenylpyridin-3-yl)phenol Chemical compound OC1=CC=CC=C1C1=CN=CC(C=C)=C1 NRHMWTYCQDTKRA-UHFFFAOYSA-N 0.000 claims 2
- FDAQFOWVXWLSBY-UHFFFAOYSA-N 2-ethenyl-5-ethyl-3-methylpyridine Chemical compound CCC1=CN=C(C=C)C(C)=C1 FDAQFOWVXWLSBY-UHFFFAOYSA-N 0.000 claims 2
- QQBUHYQVKJQAOB-UHFFFAOYSA-N 2-ethenylfuran Chemical compound C=CC1=CC=CO1 QQBUHYQVKJQAOB-UHFFFAOYSA-N 0.000 claims 2
- HQPQBUQHYITQAL-UHFFFAOYSA-N 4-chloro-2-ethenyl-6-methoxypyridine Chemical compound COC1=CC(Cl)=CC(C=C)=N1 HQPQBUQHYITQAL-UHFFFAOYSA-N 0.000 claims 2
- XXNVITSQTYKSLR-UHFFFAOYSA-N 5,6-dichloro-3-ethenylisoquinoline Chemical compound C1=NC(C=C)=CC2=C(Cl)C(Cl)=CC=C21 XXNVITSQTYKSLR-UHFFFAOYSA-N 0.000 claims 2
- 230000002730 additional effect Effects 0.000 claims 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 2
- 125000004171 alkoxy aryl group Chemical group 0.000 claims 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims 2
- 125000004966 cyanoalkyl group Chemical group 0.000 claims 2
- 125000002944 cyanoaryl group Chemical group 0.000 claims 2
- 125000003106 haloaryl group Chemical group 0.000 claims 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 2
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- JDUQPSINXKBHEN-UHFFFAOYSA-N (3-ethenylisoquinolin-6-yl)methanol Chemical compound C1=NC(C=C)=CC2=CC(CO)=CC=C21 JDUQPSINXKBHEN-UHFFFAOYSA-N 0.000 claims 1
- 239000002131 composite material Substances 0.000 abstract description 2
- 239000000203 mixture Substances 0.000 description 90
- 238000012360 testing method Methods 0.000 description 47
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 46
- 239000007787 solid Substances 0.000 description 46
- 229920000126 latex Polymers 0.000 description 39
- 239000004816 latex Substances 0.000 description 37
- 238000010058 rubber compounding Methods 0.000 description 24
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 23
- 239000011324 bead Substances 0.000 description 22
- 229920005989 resin Polymers 0.000 description 22
- 239000011347 resin Substances 0.000 description 22
- 239000002245 particle Substances 0.000 description 19
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 18
- 239000006229 carbon black Substances 0.000 description 18
- 235000019241 carbon black Nutrition 0.000 description 18
- 239000006185 dispersion Substances 0.000 description 18
- 239000002904 solvent Substances 0.000 description 16
- 238000002474 experimental method Methods 0.000 description 14
- 229910001369 Brass Inorganic materials 0.000 description 12
- 239000010951 brass Substances 0.000 description 12
- 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 11
- 229910052717 sulfur Inorganic materials 0.000 description 11
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 10
- 239000011593 sulfur Substances 0.000 description 10
- 238000004073 vulcanization Methods 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 9
- 229910052681 coesite Inorganic materials 0.000 description 9
- 229910052906 cristobalite Inorganic materials 0.000 description 9
- 235000012239 silicon dioxide Nutrition 0.000 description 9
- 229910052682 stishovite Inorganic materials 0.000 description 9
- 229920003048 styrene butadiene rubber Polymers 0.000 description 9
- 229910052905 tridymite Inorganic materials 0.000 description 9
- 239000011787 zinc oxide Substances 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 8
- 235000021355 Stearic acid Nutrition 0.000 description 8
- 239000002174 Styrene-butadiene Substances 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 8
- 229920006173 natural rubber latex Polymers 0.000 description 8
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 8
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 8
- 239000008117 stearic acid Substances 0.000 description 8
- 229920003051 synthetic elastomer Polymers 0.000 description 8
- 239000005061 synthetic rubber Substances 0.000 description 8
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 7
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 7
- 239000004014 plasticizer Substances 0.000 description 7
- 239000011701 zinc Substances 0.000 description 7
- 229910052725 zinc Inorganic materials 0.000 description 7
- 238000009472 formulation Methods 0.000 description 6
- 239000012948 isocyanate Substances 0.000 description 6
- 150000002513 isocyanates Chemical class 0.000 description 6
- 229940054266 2-mercaptobenzothiazole Drugs 0.000 description 5
- 229910000906 Bronze Inorganic materials 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 239000000440 bentonite Substances 0.000 description 5
- 229910000278 bentonite Inorganic materials 0.000 description 5
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 5
- 239000010974 bronze Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 5
- 150000002739 metals Chemical class 0.000 description 5
- 238000007747 plating Methods 0.000 description 5
- 239000003963 antioxidant agent Substances 0.000 description 4
- 229910052742 iron Inorganic materials 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 230000003014 reinforcing effect Effects 0.000 description 4
- MHKLKWCYGIBEQF-UHFFFAOYSA-N 4-(1,3-benzothiazol-2-ylsulfanyl)morpholine Chemical compound C1COCCN1SC1=NC2=CC=CC=C2S1 MHKLKWCYGIBEQF-UHFFFAOYSA-N 0.000 description 3
- 229910002012 Aerosil® Inorganic materials 0.000 description 3
- 239000006237 Intermediate SAF Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000012190 activator Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- AFZSMODLJJCVPP-UHFFFAOYSA-N dibenzothiazol-2-yl disulfide Chemical compound C1=CC=C2SC(SSC=3SC4=CC=CC=C4N=3)=NC2=C1 AFZSMODLJJCVPP-UHFFFAOYSA-N 0.000 description 3
- 230000001965 increasing effect Effects 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 229940032017 n-oxydiethylene-2-benzothiazole sulfenamide Drugs 0.000 description 3
- 150000002978 peroxides Chemical class 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 230000001737 promoting effect Effects 0.000 description 3
- 239000011115 styrene butadiene Substances 0.000 description 3
- 229960002447 thiram Drugs 0.000 description 3
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 2
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- MIVGZOMJVVQBAO-UHFFFAOYSA-N n,n-dibenzylprop-2-enamide Chemical compound C=1C=CC=CC=1CN(C(=O)C=C)CC1=CC=CC=C1 MIVGZOMJVVQBAO-UHFFFAOYSA-N 0.000 description 1
- SDYRIBONPHEWCT-UHFFFAOYSA-N n,n-dimethyl-2-phenylethenamine Chemical compound CN(C)C=CC1=CC=CC=C1 SDYRIBONPHEWCT-UHFFFAOYSA-N 0.000 description 1
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 description 1
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 description 1
- DEQZTKGFXNUBJL-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)cyclohexanamine Chemical compound C1CCCCC1NSC1=NC2=CC=CC=C2S1 DEQZTKGFXNUBJL-UHFFFAOYSA-N 0.000 description 1
- YRVUCYWJQFRCOB-UHFFFAOYSA-N n-butylprop-2-enamide Chemical compound CCCCNC(=O)C=C YRVUCYWJQFRCOB-UHFFFAOYSA-N 0.000 description 1
- PNLUGRYDUHRLOF-UHFFFAOYSA-N n-ethenyl-n-methylacetamide Chemical compound C=CN(C)C(C)=O PNLUGRYDUHRLOF-UHFFFAOYSA-N 0.000 description 1
- DDTRTGHABFCXDF-UHFFFAOYSA-N n-formyl-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NC=O DDTRTGHABFCXDF-UHFFFAOYSA-N 0.000 description 1
- LPXPSTWBTULMJE-UHFFFAOYSA-N n-phenylbutan-1-imine Chemical compound CCCC=NC1=CC=CC=C1 LPXPSTWBTULMJE-UHFFFAOYSA-N 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- QYZLKGVUSQXAMU-UHFFFAOYSA-N penta-1,4-diene Chemical compound C=CCC=C QYZLKGVUSQXAMU-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- QIWKUEJZZCOPFV-UHFFFAOYSA-N phenyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=CC=C1 QIWKUEJZZCOPFV-UHFFFAOYSA-N 0.000 description 1
- WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000011297 pine tar Substances 0.000 description 1
- 229940068124 pine tar Drugs 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- ARJOQCYCJMAIFR-UHFFFAOYSA-N prop-2-enoyl prop-2-enoate Chemical compound C=CC(=O)OC(=O)C=C ARJOQCYCJMAIFR-UHFFFAOYSA-N 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 238000003908 quality control method Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 229920003987 resole Polymers 0.000 description 1
- 238000010057 rubber processing Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000000707 stereoselective effect Effects 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- QAZLUNIWYYOJPC-UHFFFAOYSA-M sulfenamide Chemical compound [Cl-].COC1=C(C)C=[N+]2C3=NC4=CC=C(OC)C=C4N3SCC2=C1C QAZLUNIWYYOJPC-UHFFFAOYSA-M 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 239000011269 tar Substances 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- 238000003878 thermal aging Methods 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003623 transition metal compounds Chemical class 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
Landscapes
- Laminated Bodies (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA247,952A CA1075580A (fr) | 1976-03-15 | 1976-03-15 | Adhesif a base de silice tres pure servant a lier le caoutchouc au metal |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA247,952A CA1075580A (fr) | 1976-03-15 | 1976-03-15 | Adhesif a base de silice tres pure servant a lier le caoutchouc au metal |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1075580A true CA1075580A (fr) | 1980-04-15 |
Family
ID=4105467
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA247,952A Expired CA1075580A (fr) | 1976-03-15 | 1976-03-15 | Adhesif a base de silice tres pure servant a lier le caoutchouc au metal |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA1075580A (fr) |
-
1976
- 1976-03-15 CA CA247,952A patent/CA1075580A/fr not_active Expired
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |