JP5653449B2 - 変性ゴム組成物およびその調製方法 - Google Patents
変性ゴム組成物およびその調製方法 Download PDFInfo
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- JP5653449B2 JP5653449B2 JP2012542151A JP2012542151A JP5653449B2 JP 5653449 B2 JP5653449 B2 JP 5653449B2 JP 2012542151 A JP2012542151 A JP 2012542151A JP 2012542151 A JP2012542151 A JP 2012542151A JP 5653449 B2 JP5653449 B2 JP 5653449B2
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- Prior art keywords
- rubber
- rubber composition
- tire
- cholesteryl
- cholesterol
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims description 173
- 229920001971 elastomer Polymers 0.000 title claims description 165
- 239000005060 rubber Substances 0.000 title claims description 135
- 238000000034 method Methods 0.000 title claims description 23
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 39
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims description 34
- 150000003431 steroids Chemical class 0.000 claims description 32
- 239000000806 elastomer Substances 0.000 claims description 30
- 239000000377 silicon dioxide Substances 0.000 claims description 17
- 235000012000 cholesterol Nutrition 0.000 claims description 15
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 14
- 239000000945 filler Substances 0.000 claims description 14
- 150000001841 cholesterols Chemical class 0.000 claims description 13
- -1 ester derivative of cholesterol Chemical class 0.000 claims description 13
- 239000003607 modifier Substances 0.000 claims description 12
- 239000000654 additive Substances 0.000 claims description 10
- 239000006229 carbon black Substances 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 229920000459 Nitrile rubber Polymers 0.000 claims description 9
- 235000021355 Stearic acid Nutrition 0.000 claims description 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 8
- 239000003963 antioxidant agent Substances 0.000 claims description 8
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 8
- 239000008117 stearic acid Substances 0.000 claims description 8
- 239000011593 sulfur Substances 0.000 claims description 8
- 229910052717 sulfur Inorganic materials 0.000 claims description 8
- YEYCQJVCAMFWCO-UHFFFAOYSA-N 3beta-cholesteryl formate Natural products C1C=C2CC(OC=O)CCC2(C)C2C1C1CCC(C(C)CCCC(C)C)C1(C)CC2 YEYCQJVCAMFWCO-UHFFFAOYSA-N 0.000 claims description 7
- 239000010692 aromatic oil Substances 0.000 claims description 7
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 7
- 239000011787 zinc oxide Substances 0.000 claims description 7
- XUGISPSHIFXEHZ-UHFFFAOYSA-N 3beta-acetoxy-cholest-5-ene Natural products C1C=C2CC(OC(C)=O)CCC2(C)C2C1C1CCC(C(C)CCCC(C)C)C1(C)CC2 XUGISPSHIFXEHZ-UHFFFAOYSA-N 0.000 claims description 6
- 229920003048 styrene butadiene rubber Polymers 0.000 claims description 6
- 239000001993 wax Substances 0.000 claims description 6
- QNEPTKZEXBPDLF-JDTILAPWSA-N [(3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] carbonochloridate Chemical compound C1C=C2C[C@@H](OC(Cl)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 QNEPTKZEXBPDLF-JDTILAPWSA-N 0.000 claims description 5
- SKLBBRQPVZDTNM-SJTWHRLHSA-N [(3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] octanoate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCC)C1 SKLBBRQPVZDTNM-SJTWHRLHSA-N 0.000 claims description 5
- XUGISPSHIFXEHZ-VEVYEIKRSA-N cholesteryl acetate Chemical compound C1C=C2C[C@@H](OC(C)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 XUGISPSHIFXEHZ-VEVYEIKRSA-N 0.000 claims description 5
- 239000005062 Polybutadiene Substances 0.000 claims description 4
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 4
- 229920001194 natural rubber Polymers 0.000 claims description 4
- 229920001084 poly(chloroprene) Polymers 0.000 claims description 4
- 229920002857 polybutadiene Polymers 0.000 claims description 4
- RMLFYKFCGMSLTB-ZBDFTZOCSA-N Cholesteryl laurate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCCCCC)C1 RMLFYKFCGMSLTB-ZBDFTZOCSA-N 0.000 claims description 3
- 229920002943 EPDM rubber Polymers 0.000 claims description 3
- 244000043261 Hevea brasiliensis Species 0.000 claims description 3
- 230000003078 antioxidant effect Effects 0.000 claims description 3
- 229920005549 butyl rubber Polymers 0.000 claims description 3
- 229920005555 halobutyl Polymers 0.000 claims description 3
- 229920003052 natural elastomer Polymers 0.000 claims description 3
- 229920002635 polyurethane Polymers 0.000 claims description 3
- 239000004814 polyurethane Substances 0.000 claims description 3
- 229920003051 synthetic elastomer Polymers 0.000 claims description 3
- WDRGNJZPWVRVSN-DPAQBDIFSA-N (3s,8s,9s,10r,13r,14s,17r)-3-bromo-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthrene Chemical compound C1C=C2C[C@@H](Br)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 WDRGNJZPWVRVSN-DPAQBDIFSA-N 0.000 claims description 2
- OTVRYZXVVMZHHW-FNOPAARDSA-N (8s,9s,10r,13r,14s,17r)-3-chloro-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthrene Chemical compound C1C=C2CC(Cl)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 OTVRYZXVVMZHHW-FNOPAARDSA-N 0.000 claims description 2
- ZYDGHQSJZAFMLU-UHFFFAOYSA-N 2,6-dinitrobenzonitrile Chemical compound [O-][N+](=O)C1=CC=CC([N+]([O-])=O)=C1C#N ZYDGHQSJZAFMLU-UHFFFAOYSA-N 0.000 claims description 2
- VYYZMIPOAWOHAI-UHFFFAOYSA-N 5-amino-2-methoxybenzenesulfonamide Chemical compound COC1=CC=C(N)C=C1S(N)(=O)=O VYYZMIPOAWOHAI-UHFFFAOYSA-N 0.000 claims description 2
- CKDZWMVGDHGMFR-UHFFFAOYSA-N Buttersaeure-cholesterylester Natural products C12CCC3(C)C(C(C)CCCC(C)C)CCC3C2CC=C2C1(C)CCC(OC(=O)CCC)C2 CKDZWMVGDHGMFR-UHFFFAOYSA-N 0.000 claims description 2
- CCORPVHYPHHRKB-NXUCFJMCSA-N O-Propionyl-cholesterin Natural products C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CC)C1 CCORPVHYPHHRKB-NXUCFJMCSA-N 0.000 claims description 2
- CKDZWMVGDHGMFR-GTPODGLVSA-N [(3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] butanoate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCC)C1 CKDZWMVGDHGMFR-GTPODGLVSA-N 0.000 claims description 2
- YEYCQJVCAMFWCO-PXBBAZSNSA-N [(3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] formate Chemical compound C1C=C2C[C@@H](OC=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 YEYCQJVCAMFWCO-PXBBAZSNSA-N 0.000 claims description 2
- UVZUFUGNHDDLRQ-LLHZKFLPSA-N cholesteryl benzoate Chemical compound O([C@@H]1CC2=CC[C@H]3[C@@H]4CC[C@@H]([C@]4(CC[C@@H]3[C@@]2(C)CC1)C)[C@H](C)CCCC(C)C)C(=O)C1=CC=CC=C1 UVZUFUGNHDDLRQ-LLHZKFLPSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims 3
- 238000009736 wetting Methods 0.000 claims 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 27
- 239000000523 sample Substances 0.000 description 27
- 102000004196 processed proteins & peptides Human genes 0.000 description 12
- 238000004898 kneading Methods 0.000 description 11
- 235000019241 carbon black Nutrition 0.000 description 9
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229920005989 resin Polymers 0.000 description 8
- 239000011347 resin Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 150000004665 fatty acids Chemical class 0.000 description 7
- 239000010687 lubricating oil Substances 0.000 description 7
- 239000004606 Fillers/Extenders Substances 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- 239000004067 bulking agent Substances 0.000 description 6
- 239000013068 control sample Substances 0.000 description 6
- 239000003208 petroleum Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000007822 coupling agent Substances 0.000 description 5
- 229930195733 hydrocarbon Natural products 0.000 description 5
- 150000002430 hydrocarbons Chemical class 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 239000004014 plasticizer Substances 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 238000005299 abrasion Methods 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- BBJQPKLGPMQWBU-UHFFFAOYSA-N Palmitinsaeurecholesterylester Natural products C12CCC3(C)C(C(C)CCCC(C)C)CCC3C2CC=C2C1(C)CCC(OC(=O)CCCCCCCCCCCCCCC)C2 BBJQPKLGPMQWBU-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- BBJQPKLGPMQWBU-JADYGXMDSA-N cholesteryl palmitate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCCCCCCCCC)C1 BBJQPKLGPMQWBU-JADYGXMDSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- UEZWYKZHXASYJN-UHFFFAOYSA-N cyclohexylthiophthalimide Chemical compound O=C1C2=CC=CC=C2C(=O)N1SC1CCCCC1 UEZWYKZHXASYJN-UHFFFAOYSA-N 0.000 description 3
- 125000005842 heteroatom Chemical group 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 229960004029 silicic acid Drugs 0.000 description 3
- 229920006132 styrene block copolymer Polymers 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- XIIAYQZJNBULGD-UHFFFAOYSA-N (5alpha)-cholestane Natural products C1CC2CCCCC2(C)C2C1C1CCC(C(C)CCCC(C)C)C1(C)CC2 XIIAYQZJNBULGD-UHFFFAOYSA-N 0.000 description 2
- 125000000923 (C1-C30) alkyl group Chemical group 0.000 description 2
- OWRCNXZUPFZXOS-UHFFFAOYSA-N 1,3-diphenylguanidine Chemical compound C=1C=CC=CC=1NC(=N)NC1=CC=CC=C1 OWRCNXZUPFZXOS-UHFFFAOYSA-N 0.000 description 2
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 2
- ZZMVLMVFYMGSMY-UHFFFAOYSA-N 4-n-(4-methylpentan-2-yl)-1-n-phenylbenzene-1,4-diamine Chemical compound C1=CC(NC(C)CC(C)C)=CC=C1NC1=CC=CC=C1 ZZMVLMVFYMGSMY-UHFFFAOYSA-N 0.000 description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Chemical class C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- NAACPBBQTFFYQB-UHFFFAOYSA-N Linolsaeure-cholesterylester Natural products C12CCC3(C)C(C(C)CCCC(C)C)CCC3C2CC=C2C1(C)CCC(OC(=O)CCCCCCCC=CCC=CCCCCC)C2 NAACPBBQTFFYQB-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- RJKFOVLPORLFTN-LEKSSAKUSA-N Progesterone Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)C)[C@@]1(C)CC2 RJKFOVLPORLFTN-LEKSSAKUSA-N 0.000 description 2
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Chemical class O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- MUMGGOZAMZWBJJ-DYKIIFRCSA-N Testostosterone Chemical compound O=C1CC[C@]2(C)[C@H]3CC[C@](C)([C@H](CC4)O)[C@@H]4[C@@H]3CCC2=C1 MUMGGOZAMZWBJJ-DYKIIFRCSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- XIIAYQZJNBULGD-LDHZKLTISA-N cholestane Chemical compound C1CC2CCCC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 XIIAYQZJNBULGD-LDHZKLTISA-N 0.000 description 2
- NAACPBBQTFFYQB-XNTGVSEISA-N cholesteryl octadeca-9,12-dienoate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCC=CCC=CCCCCC)C1 NAACPBBQTFFYQB-XNTGVSEISA-N 0.000 description 2
- BHQCQFFYRZLCQQ-OELDTZBJSA-N cholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 BHQCQFFYRZLCQQ-OELDTZBJSA-N 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- LRCFXGAMWKDGLA-UHFFFAOYSA-N dioxosilane;hydrate Chemical compound O.O=[Si]=O LRCFXGAMWKDGLA-UHFFFAOYSA-N 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
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- 125000005843 halogen group Chemical group 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
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- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 2
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- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Chemical class OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 2
- VTHOKNTVYKTUPI-UHFFFAOYSA-N triethoxy-[3-(3-triethoxysilylpropyltetrasulfanyl)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCSSSSCCC[Si](OCC)(OCC)OCC VTHOKNTVYKTUPI-UHFFFAOYSA-N 0.000 description 2
- RWTQCZGAMKTBRV-PTHRTHQKSA-N (1s,2r,5s,10s,11s,14r,15r)-2,15-dimethyl-14-[(2r)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl pentanoate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCC)C1 RWTQCZGAMKTBRV-PTHRTHQKSA-N 0.000 description 1
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- KPAPHODVWOVUJL-UHFFFAOYSA-N 1-benzofuran;1h-indene Chemical compound C1=CC=C2CC=CC2=C1.C1=CC=C2OC=CC2=C1 KPAPHODVWOVUJL-UHFFFAOYSA-N 0.000 description 1
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- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 1
- NGPOABOEXMDQBT-UHFFFAOYSA-N 3-phenanthrol Chemical compound C1=CC=C2C3=CC(O)=CC=C3C=CC2=C1 NGPOABOEXMDQBT-UHFFFAOYSA-N 0.000 description 1
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- QZLYKIGBANMMBK-UGCZWRCOSA-N 5α-Androstane Chemical compound C([C@@H]1CC2)CCC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CCC[C@@]2(C)CC1 QZLYKIGBANMMBK-UGCZWRCOSA-N 0.000 description 1
- JWMFYGXQPXQEEM-NUNROCCHSA-N 5β-pregnane Chemical compound C([C@H]1CC2)CCC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H](CC)[C@@]2(C)CC1 JWMFYGXQPXQEEM-NUNROCCHSA-N 0.000 description 1
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/05—Alcohols; Metal alcoholates
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/101—Esters; Ether-esters of monocarboxylic acids
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/20—Carboxylic acid amides
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/548—Silicon-containing compounds containing sulfur
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L21/00—Compositions of unspecified rubbers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L89/00—Compositions of proteins; Compositions of derivatives thereof
Description
(1)柔軟剤、例えばゴムまたは樹脂用の芳香族ナフテン系およびパラフィン系の柔軟剤;
(2)可塑剤、例えばフタル酸;フタル酸、脂肪族、二塩基酸、グリコール、脂肪酸、リン酸エステルおよびステアリン酸エステルの混合物;エポキシ可塑剤;他のプラスチック用の可塑剤;並びにフタル酸、アジピン酸、セバシン酸、リン酸、ポリエーテルおよびポリエステルのNBR用の可塑剤が挙げられるエステルから構成される可塑剤;
(3)粘着付与剤、例えばクマロン樹脂、クマロンインデン樹脂、テルペンフェノール樹脂、石油炭化水素およびロジン誘導体;
(4)オリゴマー、例えばクラウンエーテル、フッ素含有オリゴマー、ポリブテン、キシレン樹脂、塩化ゴム、ポリエチレンワックス、石油樹脂、ロジンエステルゴム、ポリアルキレングリコールジアクリレート、液状ゴム(ポリブタジエン、スチレン−ブタジエンゴム、ブタジエン−アクリロニトリルゴム、ポリクロロプレン等)、シリコーンオリゴマーおよびポリ−α−オレフィン;
(5)潤滑油、例えば炭化水素潤滑油(例えばパラフィンおよびワックス)、脂肪酸潤滑油(例えばより高い脂肪酸およびヒドロキシ脂肪酸)、脂肪酸アミド潤滑油(例えば脂肪酸アミドおよびアルキレン−ビス脂肪酸アミド)、エステル潤滑油(例えば脂肪酸−低級アルコールエステル、脂肪酸−多価アルコールエステルおよび脂肪酸−ポリグリコールエステル)、アルコール性潤滑油(例えば脂肪アルコール、多価アルコール、ポリグリコールおよびポリグリセロール)、金属せっけんおよび潤滑油の混合物;並びに
(6)石油炭化水素、例えば合成テルペン樹脂、芳香族炭化水素樹脂、脂肪族炭化水素樹脂、脂肪族石油樹脂または脂環式石油樹脂、不飽和性炭化水素の重合体および水素化炭化水素樹脂。
以下の実施例において、コレステロールおよびコレステロールの誘導体を、様々なゴム組成物の処方に用いた。米国ミズーリ州セントルイスのシグマアルドリッチ社から入手した95%純度の3β−ヒドロキシ−5−コレステン(製品番号C75209)をコレステロールとして使用した。以下の例において、米国ミズーリ州セントルイスのシグマアルドリッチ社から入手した95%純度の3β−アセトキシ−5−コレステン(製品番号151114)を酢酸コレステリルとして使用した。米国ミズーリ州セントルイスのシグマアルドリッチ社の純度97%のクロロギ酸コレステリル(製品番号C77007)を使用した。なお、以下の例において、米国ミズーリ州セントルイスのシグマアルドリッチ社から入手した純度90%のカプリル酸コレステリル(製品番号125253)を使用した。
ゴム組成物のコントロールサンプル(サンプルID1)を以下の表1に示す組成物として調製した。
B−水和化非晶シリカとしてPPC(米国ペンシルベニア州ピッツバーグ)から購入
C−モービル社(米国バージニア州フェアファックス)から商標名Mobilsol 90として購入
D−Aston Wax Corp.(米国ペンシルベニア州タイタスビル)から購入
E−Sherex Chemical(米国オハイオ州ダブリン)から購入
F−モンサント社(米国ミズーリ州セントルイス)から商標名6PPD、化学名:N−(1,3−ジメチルブチル−N’−フェニル−P−フェニレン−ジアミン)
G−デグサ社(米国ニュージャージー州パーシッパニー)から化学名:ビス−(3−トリエトキシ−シリルプロピル)テトラスルフィドとして購入
H−International Sulphur(米国テキサス州マウントプレザント)から購入
I−モンサント社(米国ミズーリ州セントルイス)から商標名Santogard PVIとして購入
J−Zinc Corp. America(米国ペンシルベニア州モナコ)から購入
K−モンサント社(米国ミズーリ州セントルイス)から購入
L−モンサント社(米国ミズーリ州セントルイス)から購入
表1に示される配合のうち、芳香油の一部をコレステロール(ID2)、酢酸コレステリル(ID3)、クロロギ酸コレステリル(ID4)およびカプリル酸コレステリル(ID5)に置き換えた配合物の、4つのゴム組成物(サンプルID2−5)を調製した。単にコレステロールを上記表1に記載された化合物の配合に加えて添加することによって(即ち芳香油の一部を置き換えることなく)付加的なゴム組成物(サンプルID6)を調製した。それぞれのサンプルを上記の実施例1と同じ方法で、初期の混合段階でミキサー中にコレステロールまたはコレステロールの誘導体を加えて調製した。生成したゴムサンプルは、以下の表2に示す組成物を含んでいた。表2に列挙された成分は、上記の実施例1に記載されたものと同じであった。
サンプルID1−6の各々について、レオロジー特性、ムーニー粘度、力学的特性、伸長強度、硬度、湿潤トラクションおよび耐磨耗性の試験を実施した。各サンプルのムーニー粘度を130℃で測定した。各サンプルのレオロジー特性を165℃で、MDR2000血流系(米国オハイオ州アクロン、Alpha Technologies)を用いて測定した。各サンプルのショアA硬度を23℃および100℃で測定した。
他の6サンプルのセット(1つのコントロールとしてのサンプルID7、および5つの変性サンプルとしてのサンプルID8−12)のうち1つを除いては、上記と同様の方法で調製した。この変性サンプルの例において、コレステロールまたはコレステロール誘導体を、サンプル調製工程において、初期の混同段階の始めではなく、再練り段階の始めにゴム組成物に添加した。生成したサンプルは、以下の表4に示す組成物を含んでいた。表4に列挙された成分は、上記実施例1の表1に記載したものと同じであった。
サンプルID7−12の各々の、レオロジー特性、ムーニー粘度、力学的特性、伸長強度、硬度、湿潤トラクションおよび耐磨耗性について試験した。これらの測定に従った方法は、上記実施例3と同じであった。これら測定の結果を以下の表5に示す。
以下は定義された用語の唯一の一覧を意図するものではないと解釈すべきである。文脈中で定義された他の用語と共に、他の定義は下記の規定とすることができる。
Claims (10)
- エラストマー成分、並びに、ステロイドからなる変性剤を含有するゴム組成物を含むタイヤであって、前記タイヤは前記タイヤの総量に対して0.1重量%以上の前記ゴム組成物を含み、
前記ステロイドは、コレステロール、コレステロールの誘導体またはこれらの混合物を含む、タイヤ。 - 前記ステロイドは、ギ酸コレステリル、酢酸コレステリル、プロピオン酸コレステリル、酪酸コレステリル、安息香酸コレステリル、ラウリン酸コレステリル、カプリル酸コレステリル、クロロギ酸コレステリルおよび2以上のこれらの混合物からなる群から選択されるコレステロールのエステル誘導体を含む、請求項1に記載のタイヤ。
- 前記ステロイドは、臭化コレステリル、塩化コレステリル、ヨウ化コレステリルおよび2以上のこれらの混合物からなる群から選択されるコレステロールのハロゲン化誘導体を含む、請求項1に記載のタイヤ。
- 前記エラストマー成分は、天然ゴム、合成ポリイソプレン、スチレンブタジエンゴム、ブチルゴム、ハロゲン化ブチルゴム、ポリブタジエン、ニトリルゴム、水素化ニトリルゴム、クロロプレンゴム、ポリウレタン、エチレンプロピレンジエンゴム、これらの誘導体および2以上のこれらの混合物からなる群から選択される、請求項1に記載のタイヤ。
- 前記ゴム組成物は、前記ゴム組成物の総量に対して10重量%以上の前記エラストマー成分を含み;前記タイヤは、前記タイヤの総量に対して10重量%以上の前記ゴム組成物を含み;前記ゴム組成物は、シリカ充填剤、カーボンブラック、芳香油、ワックス、ステアリン酸、抗酸化物質、シランカップリング剤、硫黄、酸化亜鉛、遅延剤、促進剤からなる群から選択される1以上の添加剤を含み;前記タイヤは、トレッド部材を備え;前記ゴム組成物の少なくとも一部は、前記トレッド部材に配される、請求項1に記載のタイヤ。
- 前記ゴム組成物は、ASTM D412の条件下、幅0.05インチ厚さ0.075インチのリング形のサンプルにおいて、23℃(M50)でのリング引張強度が1.3以上であって、変性剤を含まない代わりにそれと等量の芳香油を含む以外は同じ組成物を備えた非変性ゴムのサンプルのランボーン指数を100として、前記ゴム組成物は、スリップ率65%で105以上のランボーン指数を示し、前記ゴム組成物は、サンプルサイズ2.54×7.62×0.64cmを用いて英国式ポータブル・スキッドテスタで測定すると、湿潤トラクション62以上の湿潤トラクションを示す、請求項1に記載のタイヤ。
- タイヤの製造方法であって:
(a)エラストマー成分、並びに、ステロイドからなる変性剤を含むゴム組成物を調製する工程;
(b)前記ゴム組成物の少なくとも一部をタイヤ用モールドに導入する工程;および
(c)前記ゴム組成物をタイヤ用モールド内で1以上の硬化条件に供し、タイヤを形成する工程;を含み、
前記ステロイドはコレステロール、コレステロールの誘導体またはこれらの混合物を含む、方法。 - 前記調製工程(a)は:
i.エラストマー成分およびシリカ充填剤を初期の混合段階に供して、初期混合物を生成する工程;
ii.前記初期の混合段階の後、前記ステロイドを前記初期混合物と組み合わせ、混合して、中間混合物を生成する工程;及び
iii.1以上の硬化添加剤を前記中間混合物と組み合わせ、混合して、前記ゴム組成物を生成する工程;を含む、請求項7に記載の方法。 - 前記エラストマー成分は、天然ゴム、合成ポリイソプレン、スチレンブタジエンゴム、ブチルゴム、ハロゲン化ブチルゴム、ポリブタジエン、ニトリルゴム、水素化ニトリルゴム、クロロプレンゴム、ポリウレタン、エチレンプロピレンジエンゴム、これらの誘導体および2以上のこれらの混合物からなる群から選択される、請求項7に記載の方法。
- 前記ゴム組成物は、ASTM D412の条件下、幅0.05インチ厚さ0.075インチのリング形のサンプルにおいて、23℃(M50)でのリング引張強度が1.3以上であって、変性剤を含まない代わりにそれと等量の芳香油を含む以外は同じ組成物を備えた非変性ゴムのサンプルのランボーン指数を100として、前記ゴム組成物は、スリップ率65%で105以上のランボーン指数を示し、前記ゴム組成物は、サンプルサイズ2.54×7.62×0.64cmを用いて英国式ポータブル・スキッドテスタで測定すると、湿潤トラクション62以上の湿潤トラクションを示す、請求項7に記載の方法。
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-
2010
- 2010-12-01 WO PCT/US2010/058520 patent/WO2011068846A2/en active Application Filing
- 2010-12-01 ES ES10788194.8T patent/ES2650226T3/es active Active
- 2010-12-01 EP EP10788194.8A patent/EP2507310B1/en not_active Not-in-force
- 2010-12-01 CN CN201080062905.1A patent/CN102741336B/zh not_active Expired - Fee Related
- 2010-12-01 JP JP2012542151A patent/JP5653449B2/ja active Active
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CN102741336A (zh) | 2012-10-17 |
JP2013512331A (ja) | 2013-04-11 |
WO2011068846A2 (en) | 2011-06-09 |
US20120302665A1 (en) | 2012-11-29 |
WO2011068846A3 (en) | 2011-09-15 |
ES2650226T3 (es) | 2018-01-17 |
CN102741336B (zh) | 2014-03-19 |
US8969450B2 (en) | 2015-03-03 |
EP2507310A2 (en) | 2012-10-10 |
EP2507310B1 (en) | 2017-09-06 |
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