CA1274335A - Compositions de caoutchouc a teneur de caoutchoucs polymeres mixtes - Google Patents

Compositions de caoutchouc a teneur de caoutchoucs polymeres mixtes

Info

Publication number: CA1274335A
Authority: CA; Canada
Prior art keywords: weight; acrylate; copolymer rubber; component copolymer; rubber
Prior art date: 1984-03-28
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

Application number

CA000581787A

Other languages

English (en)

Inventor

Toshio Miyabayashi

Yasuhiko Takemura

Yoshiyuki Udagawa

Hiroji Enyo

Nobuyuki Sakabe

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.)

JSR Corp

Original Assignee

Japan Synthetic Rubber 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.)

1984-03-28

Filing date

1988-10-31

Publication date

1990-09-18

1984-03-28 Priority claimed from JP6035384A external-priority patent/JPS60203616A/ja

1984-03-28 Priority claimed from JP6035284A external-priority patent/JPS60203615A/ja

1984-03-28 Priority claimed from JP6035184A external-priority patent/JPS60203614A/ja

1984-03-29 Priority claimed from JP6175884A external-priority patent/JPS60203662A/ja

1984-03-29 Priority claimed from JP6175784A external-priority patent/JPS60203659A/ja

1984-03-31 Priority claimed from JP6413384A external-priority patent/JPS60206642A/ja

1984-03-31 Priority claimed from JP6413284A external-priority patent/JPS60208312A/ja

1984-04-06 Priority claimed from JP6867884A external-priority patent/JPS60212447A/ja

1984-04-14 Priority claimed from JP7558384A external-priority patent/JPS60219240A/ja

1984-08-10 Priority claimed from JP16754484A external-priority patent/JPS6144941A/ja

1984-11-19 Priority claimed from JP24412784A external-priority patent/JPS61136544A/ja

1985-03-26 Priority claimed from CA000477458A external-priority patent/CA1260194A/fr

1988-10-31 Priority to CA000581787A priority Critical patent/CA1274335A/fr

1988-10-31 Application filed by Japan Synthetic Rubber Co Ltd filed Critical Japan Synthetic Rubber Co Ltd

1990-09-18 Application granted granted Critical

1990-09-18 Publication of CA1274335A publication Critical patent/CA1274335A/fr

2007-09-18 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

229920001971 elastomer Polymers 0.000 title claims abstract description 204
239000005060 rubber Substances 0.000 title claims abstract description 204
229920001577 copolymer Polymers 0.000 title claims abstract description 127
239000000203 mixture Substances 0.000 title claims description 91
239000000178 monomer Substances 0.000 claims abstract description 66
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 36
229920000642 polymer Polymers 0.000 claims abstract description 29
125000005250 alkyl acrylate group Chemical group 0.000 claims abstract description 24
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims abstract description 13
229920005989 resin Polymers 0.000 claims abstract description 13
239000011347 resin Substances 0.000 claims abstract description 13
BQCIDUSAKPWEOX-UHFFFAOYSA-N 1,1-Difluoroethene Chemical compound FC(F)=C BQCIDUSAKPWEOX-UHFFFAOYSA-N 0.000 claims abstract description 12
-1 alkoxyalkyl acrylate Chemical compound 0.000 claims description 61
229920000459 Nitrile rubber Polymers 0.000 claims description 31
229920000800 acrylic rubber Polymers 0.000 claims description 20
229920000058 polyacrylate Polymers 0.000 claims description 20
229910052739 hydrogen Inorganic materials 0.000 claims description 15
239000001257 hydrogen Substances 0.000 claims description 14
125000004432 carbon atom Chemical group C* 0.000 claims description 13
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
125000004966 cyanoalkyl group Chemical group 0.000 claims description 11
239000000463 material Substances 0.000 claims description 11
150000001993 dienes Chemical class 0.000 claims description 10
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
125000003700 epoxy group Chemical group 0.000 claims description 8
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
150000002825 nitriles Chemical class 0.000 claims description 6
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
125000003277 amino group Chemical group 0.000 claims description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
239000004593 Epoxy Substances 0.000 claims description 2
125000003262 carboxylic acid ester group Chemical class [H]C([H])([*:2])OC(=O)C([H])([H])[*:1] 0.000 claims 1
ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 claims 1
CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 abstract description 20
150000003839 salts Chemical class 0.000 abstract description 19
229910052751 metal Inorganic materials 0.000 abstract description 18
239000002184 metal Substances 0.000 abstract description 18
239000003431 cross linking reagent Substances 0.000 abstract description 14
150000001875 compounds Chemical class 0.000 description 49
230000000052 comparative effect Effects 0.000 description 42
238000005259 measurement Methods 0.000 description 29
238000000034 method Methods 0.000 description 28
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
238000009472 formulation Methods 0.000 description 17
238000007906 compression Methods 0.000 description 15
230000006835 compression Effects 0.000 description 15
239000000446 fuel Substances 0.000 description 15
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 14
239000003795 chemical substances by application Substances 0.000 description 14
238000006116 polymerization reaction Methods 0.000 description 14
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 13
235000014113 dietary fatty acids Nutrition 0.000 description 13
239000000194 fatty acid Substances 0.000 description 13
229930195729 fatty acid Natural products 0.000 description 13
229910052717 sulfur Inorganic materials 0.000 description 13
239000011593 sulfur Substances 0.000 description 13
150000004665 fatty acids Chemical class 0.000 description 11
235000021355 Stearic acid Nutrition 0.000 description 10
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 10
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 10
229920000768 polyamine Chemical class 0.000 description 10
239000008117 stearic acid Substances 0.000 description 10
238000012360 testing method Methods 0.000 description 10
NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 9
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
239000006229 carbon black Substances 0.000 description 8
238000013329 compounding Methods 0.000 description 8
230000009477 glass transition Effects 0.000 description 8
239000003921 oil Substances 0.000 description 8
239000004014 plasticizer Substances 0.000 description 8
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 7
239000012046 mixed solvent Substances 0.000 description 7
230000000704 physical effect Effects 0.000 description 7
239000000126 substance Substances 0.000 description 7
238000010998 test method Methods 0.000 description 7
238000004073 vulcanization Methods 0.000 description 7
239000011787 zinc oxide Substances 0.000 description 7
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 6
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 6
NHTMVDHEPJAVLT-UHFFFAOYSA-N Isooctane Chemical compound CC(C)CC(C)(C)C NHTMVDHEPJAVLT-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
238000010521 absorption reaction Methods 0.000 description 6
FUSUHKVFWTUUBE-UHFFFAOYSA-N buten-2-one Chemical compound CC(=O)C=C FUSUHKVFWTUUBE-UHFFFAOYSA-N 0.000 description 6
238000004132 cross linking Methods 0.000 description 6
JVSWJIKNEAIKJW-UHFFFAOYSA-N dimethyl-hexane Natural products CCCCCC(C)C JVSWJIKNEAIKJW-UHFFFAOYSA-N 0.000 description 6
PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 6
229920000915 polyvinyl chloride Polymers 0.000 description 6
239000004800 polyvinyl chloride Substances 0.000 description 6
KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 6
229960002447 thiram Drugs 0.000 description 6
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 6
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
AEPWOCLBLLCOGZ-UHFFFAOYSA-N 2-cyanoethyl prop-2-enoate Chemical compound C=CC(=O)OCCC#N AEPWOCLBLLCOGZ-UHFFFAOYSA-N 0.000 description 5
239000006238 High Abrasion Furnace Substances 0.000 description 5
229920001973 fluoroelastomer Polymers 0.000 description 5
229910052736 halogen Inorganic materials 0.000 description 5
150000002367 halogens Chemical class 0.000 description 5
150000003585 thioureas Chemical class 0.000 description 5
229920002554 vinyl polymer Polymers 0.000 description 5
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 4
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Chemical compound CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 4
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
150000003868 ammonium compounds Chemical class 0.000 description 4
230000015572 biosynthetic process Effects 0.000 description 4
BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 4
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 4
150000002148 esters Chemical class 0.000 description 4
FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 4
239000000945 filler Substances 0.000 description 4
238000007654 immersion Methods 0.000 description 4
239000007788 liquid Substances 0.000 description 4
CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 4
239000007787 solid Substances 0.000 description 4
LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 4
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
OJOWICOBYCXEKR-KRXBUXKQSA-N (5e)-5-ethylidenebicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(=C/C)/CC1C=C2 OJOWICOBYCXEKR-KRXBUXKQSA-N 0.000 description 3
LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 description 3
STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 3
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 3
KWIPUXXIFQQMKN-UHFFFAOYSA-N 2-azaniumyl-3-(4-cyanophenyl)propanoate Chemical compound OC(=O)C(N)CC1=CC=C(C#N)C=C1 KWIPUXXIFQQMKN-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 3
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 3
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
239000006242 Semi-Reinforcing Furnace Substances 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
238000000862 absorption spectrum Methods 0.000 description 3
239000002253 acid Substances 0.000 description 3
WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 description 3
125000000217 alkyl group Chemical group 0.000 description 3
229940090948 ammonium benzoate Drugs 0.000 description 3
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 3
239000000920 calcium hydroxide Substances 0.000 description 3
229910001861 calcium hydroxide Inorganic materials 0.000 description 3
235000011116 calcium hydroxide Nutrition 0.000 description 3
DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical class NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 3
150000001733 carboxylic acid esters Chemical class 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
239000011243 crosslinked material Substances 0.000 description 3
238000004455 differential thermal analysis Methods 0.000 description 3
AUZONCFQVSMFAP-UHFFFAOYSA-N disulfiram Chemical compound CCN(CC)C(=S)SSC(=S)N(CC)CC AUZONCFQVSMFAP-UHFFFAOYSA-N 0.000 description 3
239000001530 fumaric acid Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 3
239000000395 magnesium oxide Substances 0.000 description 3
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 3
239000011976 maleic acid Substances 0.000 description 3
DEQZTKGFXNUBJL-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)cyclohexanamine Chemical compound C1CCCCC1NSC1=NC2=CC=CC=C2S1 DEQZTKGFXNUBJL-UHFFFAOYSA-N 0.000 description 3
150000002978 peroxides Chemical class 0.000 description 3
229920001084 poly(chloroprene) Polymers 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
238000010526 radical polymerization reaction Methods 0.000 description 3
239000012744 reinforcing agent Substances 0.000 description 3
239000002904 solvent Substances 0.000 description 3
239000003381 stabilizer Substances 0.000 description 3
SLBOQBILGNEPEB-UHFFFAOYSA-N 1-chloroprop-2-enylbenzene Chemical compound C=CC(Cl)C1=CC=CC=C1 SLBOQBILGNEPEB-UHFFFAOYSA-N 0.000 description 2
JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 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 description 2
NARVIWMVBMUEOG-UHFFFAOYSA-N 2-Hydroxy-propylene Natural products CC(O)=C NARVIWMVBMUEOG-UHFFFAOYSA-N 0.000 description 2
SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 2
GPOGMJLHWQHEGF-UHFFFAOYSA-N 2-chloroethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCl GPOGMJLHWQHEGF-UHFFFAOYSA-N 0.000 description 2
WHBAYNMEIXUTJV-UHFFFAOYSA-N 2-chloroethyl prop-2-enoate Chemical compound ClCCOC(=O)C=C WHBAYNMEIXUTJV-UHFFFAOYSA-N 0.000 description 2
HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical compound COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 0.000 description 2
LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 description 2
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 2
101100257697 Arabidopsis thaliana SRF4 gene Proteins 0.000 description 2
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 2
PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 2
BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
FLVIGYVXZHLUHP-UHFFFAOYSA-N N,N'-diethylthiourea Chemical compound CCNC(=S)NCC FLVIGYVXZHLUHP-UHFFFAOYSA-N 0.000 description 2
CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 2
239000004721 Polyphenylene oxide Substances 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
239000002671 adjuvant Substances 0.000 description 2
230000003712 anti-aging effect Effects 0.000 description 2
230000015271 coagulation Effects 0.000 description 2
238000005345 coagulation Methods 0.000 description 2
229940000425 combination drug Drugs 0.000 description 2
238000007796 conventional method Methods 0.000 description 2
230000000875 corresponding effect Effects 0.000 description 2
LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 2
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 2
FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
238000004043 dyeing Methods 0.000 description 2
229960001484 edetic acid Drugs 0.000 description 2
230000000694 effects Effects 0.000 description 2
239000003822 epoxy resin Substances 0.000 description 2
VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 2
239000010720 hydraulic oil Substances 0.000 description 2
229910052742 iron Inorganic materials 0.000 description 2
238000009940 knitting Methods 0.000 description 2
UMKARVFXJJITLN-UHFFFAOYSA-N lead;phosphorous acid Chemical compound [Pb].OP(O)O UMKARVFXJJITLN-UHFFFAOYSA-N 0.000 description 2
239000010687 lubricating oil Substances 0.000 description 2
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 2
FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
150000002734 metacrylic acid derivatives Chemical class 0.000 description 2
229910000000 metal hydroxide Inorganic materials 0.000 description 2
LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
150000007522 mineralic acids Chemical class 0.000 description 2
238000000465 moulding Methods 0.000 description 2
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239000007870 radical polymerization initiator Substances 0.000 description 1
230000009467 reduction Effects 0.000 description 1
XWGJFPHUCFXLBL-UHFFFAOYSA-M rongalite Chemical compound [Na+].OCS([O-])=O XWGJFPHUCFXLBL-UHFFFAOYSA-M 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000003566 sealing material Substances 0.000 description 1
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
229960004029 silicic acid Drugs 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
229960001866 silicon dioxide Drugs 0.000 description 1
229920002379 silicone rubber Polymers 0.000 description 1
239000004945 silicone rubber Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
229940045845 sodium myristate Drugs 0.000 description 1
RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
229940045870 sodium palmitate Drugs 0.000 description 1
229940080350 sodium stearate Drugs 0.000 description 1
CVYDEWKUJFCYJO-UHFFFAOYSA-M sodium;docosanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCCCCC([O-])=O CVYDEWKUJFCYJO-UHFFFAOYSA-M 0.000 description 1
GGXKEBACDBNFAF-UHFFFAOYSA-M sodium;hexadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCC([O-])=O GGXKEBACDBNFAF-UHFFFAOYSA-M 0.000 description 1
MRQYKJNZWPCFNB-UHFFFAOYSA-M sodium;icosanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCCC([O-])=O MRQYKJNZWPCFNB-UHFFFAOYSA-M 0.000 description 1
JUQGWKYSEXPRGL-UHFFFAOYSA-M sodium;tetradecanoate Chemical compound [Na+].CCCCCCCCCCCCCC([O-])=O JUQGWKYSEXPRGL-UHFFFAOYSA-M 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
229920003051 synthetic elastomer Polymers 0.000 description 1
239000005061 synthetic rubber Substances 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
YIYBQIKDCADOSF-ONEGZZNKSA-N trans-pent-2-enoic acid Chemical compound CC\C=C\C(O)=O YIYBQIKDCADOSF-ONEGZZNKSA-N 0.000 description 1
XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
229940116269 uric acid Drugs 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

Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Compositions Of Macromolecular Compounds (AREA)

CA000581787A 1984-03-28 1988-10-31 Compositions de caoutchouc a teneur de caoutchoucs polymeres mixtes Expired - Lifetime CA1274335A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000581787A CA1274335A (fr)	1984-03-28	1988-10-31	Compositions de caoutchouc a teneur de caoutchoucs polymeres mixtes

Applications Claiming Priority (24)

Application Number	Priority Date	Filing Date	Title
JP6035384A JPS60203616A (ja)	1984-03-28	1984-03-28	多元共重合体
JP6035184A JPS60203614A (ja)	1984-03-28	1984-03-28	共重合体ゴムとその製造方法
JP60353/84		1984-03-28
JP60351/84		1984-03-28
JP6035284A JPS60203615A (ja)	1984-03-28	1984-03-28	多元共重合体ゴムとその製造方法
JP60352/84		1984-03-28
JP61757/84		1984-03-29
JP61758/84		1984-03-29
JP6175784A JPS60203659A (ja)	1984-03-29	1984-03-29	多元共重合体ゴム組成物
JP6175884A JPS60203662A (ja)	1984-03-29	1984-03-29	加硫ゴム組成物
JP6413284A JPS60208312A (ja)	1984-03-31	1984-03-31	燃料用ゴムホ−ス内管形成材料
JP64133/84		1984-03-31
JP6413384A JPS60206642A (ja)	1984-03-31	1984-03-31	ゴム積層体
JP64132/84		1984-03-31
JP68678/84		1984-04-06
JP6867884A JPS60212447A (ja)	1984-04-06	1984-04-06	アクリルゴム組成物
JP7558384A JPS60219240A (ja)	1984-04-14	1984-04-14	ゴム組成物
JP75583/84		1984-04-14
JP16754484A JPS6144941A (ja)	1984-08-10	1984-08-10	多元共重合体ゴム組成物の製造方法
JP167544/84		1984-08-10
JP244127/84		1984-11-19
JP24412784A JPS61136544A (ja)	1984-11-19	1984-11-19	多元共重合体ゴム組成物
CA000477458A CA1260194A (fr)	1984-03-28	1985-03-26	Caoutchouc multicomposant au copolymere, sa production, et produit ainsi obtenu
CA000581787A CA1274335A (fr)	1984-03-28	1988-10-31	Compositions de caoutchouc a teneur de caoutchoucs polymeres mixtes

Related Parent Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000477458A Division CA1260194A (fr)	1984-03-28	1985-03-26	Caoutchouc multicomposant au copolymere, sa production, et produit ainsi obtenu

Publications (1)

Publication Number	Publication Date
CA1274335A true CA1274335A (fr)	1990-09-18

Family

ID=27582869

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000581787A Expired - Lifetime CA1274335A (fr)	1984-03-28	1988-10-31	Compositions de caoutchouc a teneur de caoutchoucs polymeres mixtes

Country Status (1)

Country	Link
CA (1)	CA1274335A (fr)

1988
- 1988-10-31 CA CA000581787A patent/CA1274335A/fr not_active Expired - Lifetime

Legal Events

Date	Code	Title	Description
1995-03-18	MKLA	Lapsed

Publication	Publication Date	Title
CA1272540A (fr)	1990-08-07	Compositions de caouthcouc vulcanisables, et leurs emplois
US4625005A (en)	1986-11-25	Multi-component copolymer rubber, a process for producing the same, and a rubber composition containing the multi-component copolymer rubber
EP0276957B1 (fr)	1992-03-18	Copolymère de vinylidène fluoride-ester d'acide acrylique, son procédé de préparation et composition le contenant
EP0962311B1 (fr)	2004-12-08	Stratifie de caoutchouc et ses utilisations
CN106687516B (zh)	2019-04-05	高饱和腈橡胶组合物和橡胶交联物
EP1111005B1 (fr)	2005-09-28	Tuyau pour de l'essence
CA1274335A (fr)	1990-09-18	Compositions de caoutchouc a teneur de caoutchoucs polymeres mixtes
JP2001114833A (ja)	2001-04-24	ゴム、ゴム組成物および架橋物
CA1294727C (fr)	1992-01-21	Caoutchouc acrylique, composition de caoutchouc acrylique et article de caoutchouc polymerise
KR950008475B1 (ko)	1995-07-31	고무 조성물
JP4132498B2 (ja)	2008-08-13	アクリル系ゴムの製造方法
JPH0621190B2 (ja)	1994-03-23	ゴム組成物
JPS6253352A (ja)	1987-03-09	新規なゴム組成物
JP3477848B2 (ja)	2003-12-10	ニトリル基含有高飽和共重合体ゴムと塩化ビニル樹脂とからなるゴム組成物
JPS585347A (ja)	1983-01-12	三元共重合体ゴム組成物
GB2090266A (en)	1982-07-07	Fluoro monomer-diene-nitrile copolymer rubber
JPH07107088B2 (ja)	1995-11-15	アクリルゴム、アクリル組成物及びゴム製品
JPH0464324B2 (fr)	1992-10-14
KR102756240B1 (ko)	2025-01-17	아크릴계 공중합체, 이의 제조방법 및 이를 포함하는 아크릴계 공중합체 조성물
JPS6210525B2 (fr)	1987-03-06
JPS61185515A (ja)	1986-08-19	親水基含有ランダム共役ジエン系共重合体およびその製造方法
JPS60203614A (ja)	1985-10-15	共重合体ゴムとその製造方法
JPH0623272B2 (ja)	1994-03-30	新規なゴム組成物およびその製造方法
GB2225581A (en)	1990-06-06	Rubber compositions
JPS60203615A (ja)	1985-10-15	多元共重合体ゴムとその製造方法