CA1075581A - Couche de cuivre renforcant la liaison entre un metal ferreux et du caoutchouc - Google Patents

Couche de cuivre renforcant la liaison entre un metal ferreux et du caoutchouc

Info

Publication number: CA1075581A
Authority: CA; Canada
Prior art keywords: vinyl; pyridine; methyl; rubber; vinylpyridine
Prior art date: 1976-03-12
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

Application number

CA248,346A

Other languages

English (en)

Inventor

Dennis L. Edie

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Honny Chemicals Co Ltd

Original Assignee

Honny Chemicals Co Ltd

Priority date (The priority date 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 date listed.)

1976-03-12

Filing date

1976-03-12

Publication date

1980-04-15

1976-03-12 Application filed by Honny Chemicals Co Ltd filed Critical Honny Chemicals Co Ltd

1976-03-12 Priority to CA248,346A priority Critical patent/CA1075581A/fr

1980-04-15 Application granted granted Critical

1980-04-15 Publication of CA1075581A publication Critical patent/CA1075581A/fr

Status Expired legal-status Critical Current

Links

229920001971 elastomer Polymers 0.000 title claims abstract description 70
239000005060 rubber Substances 0.000 title claims abstract description 67
239000010949 copper Substances 0.000 title claims abstract description 59
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims abstract description 58
229910052802 copper Inorganic materials 0.000 title claims abstract description 58
229910052751 metal Inorganic materials 0.000 title claims abstract description 49
239000002184 metal Substances 0.000 title claims abstract description 49
CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 title claims abstract description 16
239000000853 adhesive Substances 0.000 claims abstract description 78
230000001070 adhesive effect Effects 0.000 claims abstract description 78
229920002554 vinyl polymer Polymers 0.000 claims abstract description 30
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 28
125000000623 heterocyclic group Chemical group 0.000 claims abstract description 24
150000001993 dienes Chemical class 0.000 claims abstract description 21
239000000178 monomer Substances 0.000 claims abstract description 19
239000000758 substrate Substances 0.000 claims abstract description 14
238000000034 method Methods 0.000 claims description 40
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 36
-1 alpha-methylvinyl Chemical group 0.000 claims description 32
230000008569 process Effects 0.000 claims description 32
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 26
KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 claims description 21
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 14
125000004432 carbon atom Chemical group C* 0.000 claims description 13
229920001577 copolymer Polymers 0.000 claims description 11
229920003052 natural elastomer Polymers 0.000 claims description 11
229920001194 natural rubber Polymers 0.000 claims description 11
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 9
230000001464 adherent effect Effects 0.000 claims description 8
229930195733 hydrocarbon Natural products 0.000 claims description 8
244000043261 Hevea brasiliensis Species 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
VJOWMORERYNYON-UHFFFAOYSA-N 5-ethenyl-2-methylpyridine Chemical compound CC1=CC=C(C=C)C=N1 VJOWMORERYNYON-UHFFFAOYSA-N 0.000 claims description 6
239000004215 Carbon black (E152) Substances 0.000 claims description 6
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 6
125000000217 alkyl group Chemical group 0.000 claims description 6
KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 claims description 5
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 5
125000003118 aryl group Chemical group 0.000 claims description 5
229910052739 hydrogen Inorganic materials 0.000 claims description 5
239000001257 hydrogen Substances 0.000 claims description 5
229910052757 nitrogen Inorganic materials 0.000 claims description 5
UAJRSHJHFRVGMG-UHFFFAOYSA-N 1-ethenyl-4-methoxybenzene Chemical compound COC1=CC=C(C=C)C=C1 UAJRSHJHFRVGMG-UHFFFAOYSA-N 0.000 claims description 4
SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 4
BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 4
125000005843 halogen group Chemical group 0.000 claims description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
125000001424 substituent group Chemical group 0.000 claims description 4
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 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
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 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
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
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
HQPQBUQHYITQAL-UHFFFAOYSA-N 4-chloro-2-ethenyl-6-methoxypyridine Chemical compound COC1=CC(Cl)=CC(C=C)=N1 HQPQBUQHYITQAL-UHFFFAOYSA-N 0.000 claims description 3
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 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
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
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 3
239000005062 Polybutadiene Substances 0.000 claims description 3
125000003545 alkoxy group Chemical group 0.000 claims description 3
FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 claims description 3
125000005842 heteroatom Chemical group 0.000 claims description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
229920002857 polybutadiene Polymers 0.000 claims description 3
229920001195 polyisoprene Polymers 0.000 claims description 3
IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 claims description 2
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 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 description 2
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 2
KNWOTKCKGFQYRP-UHFFFAOYSA-N 3-ethenyl-5-ethylpyridine Chemical compound CCC1=CN=CC(C=C)=C1 KNWOTKCKGFQYRP-UHFFFAOYSA-N 0.000 claims description 2
OJFXABGGUBLZIP-UHFFFAOYSA-N 3-ethenylisoquinoline Chemical compound C1=CC=C2C=NC(C=C)=CC2=C1 OJFXABGGUBLZIP-UHFFFAOYSA-N 0.000 claims description 2
PZAXWHVVPMHDMR-UHFFFAOYSA-N 3-phenylbut-3-en-1-ol Chemical compound OCCC(=C)C1=CC=CC=C1 PZAXWHVVPMHDMR-UHFFFAOYSA-N 0.000 claims description 2
ZVBVBFGGZJJWHR-UHFFFAOYSA-N 4-ethenyl-2,6-diethylpyridine Chemical compound CCC1=CC(C=C)=CC(CC)=N1 ZVBVBFGGZJJWHR-UHFFFAOYSA-N 0.000 claims description 2
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 2
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 2
GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 2
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 2
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 2
125000004104 aryloxy group Chemical group 0.000 claims description 2
WFYPICNXBKQZGB-UHFFFAOYSA-N butenyne Chemical group C=CC#C WFYPICNXBKQZGB-UHFFFAOYSA-N 0.000 claims description 2
YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 claims description 2
125000004093 cyano group Chemical group *C#N 0.000 claims description 2
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 2
XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 claims description 2
KKFHAJHLJHVUDM-UHFFFAOYSA-N n-vinylcarbazole Chemical compound C1=CC=C2N(C=C)C3=CC=CC=C3C2=C1 KKFHAJHLJHVUDM-UHFFFAOYSA-N 0.000 claims description 2
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 2
229920001897 terpolymer Polymers 0.000 claims 4
SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 claims 2
WXTOUDFBUYDQGP-UHFFFAOYSA-N 3-ethenyl-5-ethoxypyridine Chemical compound CCOC1=CN=CC(C=C)=C1 WXTOUDFBUYDQGP-UHFFFAOYSA-N 0.000 claims 2
FHRJNVKGQJMNQH-UHFFFAOYSA-N 4,5-dibromo-2-ethenylpyridine Chemical compound BrC1=CN=C(C=C)C=C1Br FHRJNVKGQJMNQH-UHFFFAOYSA-N 0.000 claims 2
125000004183 alkoxy alkyl group Chemical group 0.000 claims 2
125000004171 alkoxy aryl group Chemical group 0.000 claims 2
125000002877 alkyl aryl group Chemical group 0.000 claims 2
125000004966 cyanoalkyl group Chemical group 0.000 claims 2
125000002944 cyanoaryl group Chemical group 0.000 claims 2
125000001188 haloalkyl 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
125000005027 hydroxyaryl group Chemical group 0.000 claims 2
KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 claims 1
QQBUHYQVKJQAOB-UHFFFAOYSA-N 2-ethenylfuran Chemical compound C=CC1=CC=CO1 QQBUHYQVKJQAOB-UHFFFAOYSA-N 0.000 claims 1
XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims 1
SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims 1
150000002894 organic compounds Chemical class 0.000 claims 1
238000000151 deposition Methods 0.000 abstract description 20
239000002131 composite material Substances 0.000 abstract description 2
229920000126 latex Polymers 0.000 description 38
238000000576 coating method Methods 0.000 description 35
239000004816 latex Substances 0.000 description 34
239000011248 coating agent Substances 0.000 description 28
239000000243 solution Substances 0.000 description 20
238000010058 rubber compounding Methods 0.000 description 19
239000000203 mixture Substances 0.000 description 18
229910000831 Steel Inorganic materials 0.000 description 15
239000010959 steel Substances 0.000 description 15
229910001369 Brass Inorganic materials 0.000 description 14
239000010951 brass Substances 0.000 description 14
ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 14
238000004073 vulcanization Methods 0.000 description 14
230000008021 deposition Effects 0.000 description 12
229910052717 sulfur Inorganic materials 0.000 description 12
239000011593 sulfur Substances 0.000 description 11
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 10
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 10
239000011324 bead Substances 0.000 description 10
YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical class C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 9
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 8
150000003839 salts Chemical class 0.000 description 8
239000006229 carbon black Substances 0.000 description 7
150000001875 compounds Chemical class 0.000 description 7
229960003280 cupric chloride Drugs 0.000 description 7
150000002739 metals Chemical class 0.000 description 7
239000004014 plasticizer Substances 0.000 description 7
238000007747 plating Methods 0.000 description 7
229920005989 resin Polymers 0.000 description 7
239000011347 resin Substances 0.000 description 7
229920003051 synthetic elastomer Polymers 0.000 description 7
239000005061 synthetic rubber Substances 0.000 description 7
238000012360 testing method Methods 0.000 description 7
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
230000032683 aging Effects 0.000 description 6
238000007598 dipping method Methods 0.000 description 6
239000000945 filler Substances 0.000 description 6
239000012948 isocyanate Substances 0.000 description 6
150000002513 isocyanates Chemical class 0.000 description 6
229910000906 Bronze Inorganic materials 0.000 description 5
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
239000007864 aqueous solution Substances 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
QTMDXZNDVAMKGV-UHFFFAOYSA-L copper(II) bromide Substances [Cu+2].[Br-].[Br-] QTMDXZNDVAMKGV-UHFFFAOYSA-L 0.000 description 5
229910052742 iron Inorganic materials 0.000 description 5
239000010410 layer Substances 0.000 description 5
239000007787 solid Substances 0.000 description 5
239000002904 solvent Substances 0.000 description 5
235000021355 Stearic acid Nutrition 0.000 description 4
239000012190 activator Substances 0.000 description 4
239000000654 additive Substances 0.000 description 4
239000003963 antioxidant agent Substances 0.000 description 4
150000001879 copper Chemical class 0.000 description 4
238000007772 electroless plating Methods 0.000 description 4
239000000463 material Substances 0.000 description 4
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 4
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 4
239000008117 stearic acid Substances 0.000 description 4
239000011701 zinc Substances 0.000 description 4
229910052725 zinc Inorganic materials 0.000 description 4
239000011787 zinc oxide Substances 0.000 description 4
JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 3
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
238000013019 agitation Methods 0.000 description 3
MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 3
238000013329 compounding Methods 0.000 description 3
230000007423 decrease Effects 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
238000009472 formulation Methods 0.000 description 3
229920000642 polymer Polymers 0.000 description 3
230000001737 promoting effect Effects 0.000 description 3
229960002447 thiram Drugs 0.000 description 3
238000011282 treatment Methods 0.000 description 3
XWJBRBSPAODJER-UHFFFAOYSA-N 1,7-octadiene Chemical compound C=CCCCCC=C XWJBRBSPAODJER-UHFFFAOYSA-N 0.000 description 2
JLIDVCMBCGBIEY-UHFFFAOYSA-N 1-penten-3-one Chemical compound CCC(=O)C=C JLIDVCMBCGBIEY-UHFFFAOYSA-N 0.000 description 2
SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
229910021590 Copper(II) bromide Inorganic materials 0.000 description 2
239000006238 High Abrasion Furnace Substances 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
239000002174 Styrene-butadiene Substances 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
230000002378 acidificating effect Effects 0.000 description 2
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
239000000956 alloy Substances 0.000 description 2
229910045601 alloy Inorganic materials 0.000 description 2
238000013459 approach Methods 0.000 description 2
230000008901 benefit Effects 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 2
239000000806 elastomer Substances 0.000 description 2
238000009713 electroplating Methods 0.000 description 2
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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
229940032017 n-oxydiethylene-2-benzothiazole sulfenamide Drugs 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
125000005609 naphthenate group Chemical group 0.000 description 1
150000002823 nitrates Chemical class 0.000 description 1
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 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 Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
235000021313 oleic acid Nutrition 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
UCUUFSAXZMGPGH-UHFFFAOYSA-N penta-1,4-dien-3-one Chemical class C=CC(=O)C=C UCUUFSAXZMGPGH-UHFFFAOYSA-N 0.000 description 1
QYZLKGVUSQXAMU-UHFFFAOYSA-N penta-1,4-diene Chemical compound C=CCC=C QYZLKGVUSQXAMU-UHFFFAOYSA-N 0.000 description 1
150000002978 peroxides Chemical class 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
235000021317 phosphate Nutrition 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
230000000704 physical effect Effects 0.000 description 1
239000006069 physical mixture Substances 0.000 description 1
PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
229920001084 poly(chloroprene) Polymers 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
238000002360 preparation method Methods 0.000 description 1
239000010734 process oil Substances 0.000 description 1
238000012545 processing Methods 0.000 description 1
239000000047 product Substances 0.000 description 1
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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
150000003254 radicals Chemical class 0.000 description 1
229920003987 resole Polymers 0.000 description 1
238000005464 sample preparation method Methods 0.000 description 1
229930195734 saturated hydrocarbon Natural products 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
BWYYYTVSBPRQCN-UHFFFAOYSA-M sodium;ethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=C BWYYYTVSBPRQCN-UHFFFAOYSA-M 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
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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
238000010059 sulfur vulcanization Methods 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
238000010557 suspension polymerization reaction Methods 0.000 description 1
150000003892 tartrate salts Chemical class 0.000 description 1
TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 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
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
239000002699 waste material Substances 0.000 description 1
238000009736 wetting Methods 0.000 description 1
RKQOSDAEEGPRER-UHFFFAOYSA-L zinc diethyldithiocarbamate Chemical compound [Zn+2].CCN(CC)C([S-])=S.CCN(CC)C([S-])=S RKQOSDAEEGPRER-UHFFFAOYSA-L 0.000 description 1
ZUBNXRHITOZMOO-UHFFFAOYSA-N zinc;octadecanoic acid;oxygen(2-) Chemical compound [O-2].[Zn+2].CCCCCCCCCCCCCCCCCC(O)=O ZUBNXRHITOZMOO-UHFFFAOYSA-N 0.000 description 1

Landscapes

Adhesives Or Adhesive Processes (AREA)
Manufacture Of Macromolecular Shaped Articles (AREA)

CA248,346A 1976-03-12 1976-03-12 Couche de cuivre renforcant la liaison entre un metal ferreux et du caoutchouc Expired CA1075581A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA248,346A CA1075581A (fr)	1976-03-12	1976-03-12	Couche de cuivre renforcant la liaison entre un metal ferreux et du caoutchouc

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA248,346A CA1075581A (fr)	1976-03-12	1976-03-12	Couche de cuivre renforcant la liaison entre un metal ferreux et du caoutchouc

Publications (1)

Publication Number	Publication Date
CA1075581A true CA1075581A (fr)	1980-04-15

Family

ID=4105505

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA248,346A Expired CA1075581A (fr)	1976-03-12	1976-03-12	Couche de cuivre renforcant la liaison entre un metal ferreux et du caoutchouc

Country Status (1)

Country	Link
CA (1)	CA1075581A (fr)

1976
- 1976-03-12 CA CA248,346A patent/CA1075581A/fr not_active Expired

Legal Events

Date	Code	Title	Description
1997-04-15	MKEX	Expiry

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