JP5493905B2 - ジエン系ゴム組成物 - Google Patents
ジエン系ゴム組成物 Download PDFInfo
- Publication number
- JP5493905B2 JP5493905B2 JP2010010696A JP2010010696A JP5493905B2 JP 5493905 B2 JP5493905 B2 JP 5493905B2 JP 2010010696 A JP2010010696 A JP 2010010696A JP 2010010696 A JP2010010696 A JP 2010010696A JP 5493905 B2 JP5493905 B2 JP 5493905B2
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- Prior art keywords
- rubber
- diene rubber
- rubber composition
- weight
- group
- 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.)
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- 239000000203 mixture Substances 0.000 title claims description 47
- 229920003244 diene elastomer Polymers 0.000 title claims description 29
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 58
- 239000004636 vulcanized rubber Substances 0.000 claims description 43
- -1 nitroxide free radical Chemical class 0.000 claims description 33
- 239000000377 silicon dioxide Substances 0.000 claims description 29
- 150000003254 radicals Chemical class 0.000 claims description 23
- 150000001875 compounds Chemical class 0.000 claims description 20
- 125000005370 alkoxysilyl group Chemical group 0.000 claims description 16
- 239000000178 monomer Substances 0.000 claims description 16
- 239000000843 powder Substances 0.000 claims description 16
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 13
- 239000011593 sulfur Substances 0.000 claims description 13
- 229910052717 sulfur Inorganic materials 0.000 claims description 13
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 12
- 239000010920 waste tyre Substances 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- QYTDEUPAUMOIOP-UHFFFAOYSA-N TEMPO Chemical group CC1(C)CCCC(C)(C)N1[O] QYTDEUPAUMOIOP-UHFFFAOYSA-N 0.000 claims description 3
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000004104 aryloxy group Chemical group 0.000 claims 1
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims 1
- 229920001971 elastomer Polymers 0.000 description 56
- 239000005060 rubber Substances 0.000 description 56
- 229920000642 polymer Polymers 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 13
- 239000003795 chemical substances by application Substances 0.000 description 12
- 239000003999 initiator Substances 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- 229920003048 styrene butadiene rubber Polymers 0.000 description 10
- 238000004073 vulcanization Methods 0.000 description 9
- 238000010438 heat treatment Methods 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 7
- 239000006229 carbon black Substances 0.000 description 7
- 229920001577 copolymer Polymers 0.000 description 7
- 150000002430 hydrocarbons Chemical class 0.000 description 7
- 244000043261 Hevea brasiliensis Species 0.000 description 6
- 239000002174 Styrene-butadiene Substances 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 230000005484 gravity Effects 0.000 description 6
- 230000004048 modification Effects 0.000 description 6
- 238000012986 modification Methods 0.000 description 6
- 229920003052 natural elastomer Polymers 0.000 description 6
- 229920001194 natural rubber Polymers 0.000 description 6
- 229920002857 polybutadiene Polymers 0.000 description 6
- 239000005062 Polybutadiene Substances 0.000 description 5
- 238000013329 compounding Methods 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 235000021355 Stearic acid Nutrition 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 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
- 150000001451 organic peroxides Chemical class 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 230000003014 reinforcing effect Effects 0.000 description 4
- 239000008117 stearic acid Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 235000014692 zinc oxide Nutrition 0.000 description 4
- 239000011787 zinc oxide Substances 0.000 description 4
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical group NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 3
- 229920000459 Nitrile rubber Polymers 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- 230000003712 anti-aging effect Effects 0.000 description 3
- 239000007822 coupling agent Substances 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000004898 kneading Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000005372 silanol group Chemical group 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 229920005549 butyl rubber Polymers 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 229920003049 isoprene rubber Polymers 0.000 description 2
- 238000006011 modification reaction Methods 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 239000012763 reinforcing filler Substances 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000005987 sulfurization reaction Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 229920002725 thermoplastic elastomer Polymers 0.000 description 2
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- WRXCBRHBHGNNQA-UHFFFAOYSA-N (2,4-dichlorobenzoyl) 2,4-dichlorobenzenecarboperoxoate Chemical compound ClC1=CC(Cl)=CC=C1C(=O)OOC(=O)C1=CC=C(Cl)C=C1Cl WRXCBRHBHGNNQA-UHFFFAOYSA-N 0.000 description 1
- IHRHOILOSOFLJK-UHFFFAOYSA-N 1,1,1-trimethoxy-3-(3,3,3-trimethoxypropyldisulfanyl)propane Chemical compound COC(OC)(OC)CCSSCCC(OC)(OC)OC IHRHOILOSOFLJK-UHFFFAOYSA-N 0.000 description 1
- NALFRYPTRXKZPN-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)-3,3,5-trimethylcyclohexane Chemical compound CC1CC(C)(C)CC(OOC(C)(C)C)(OOC(C)(C)C)C1 NALFRYPTRXKZPN-UHFFFAOYSA-N 0.000 description 1
- OPNUROKCUBTKLF-UHFFFAOYSA-N 1,2-bis(2-methylphenyl)guanidine Chemical compound CC1=CC=CC=C1N\C(N)=N\C1=CC=CC=C1C OPNUROKCUBTKLF-UHFFFAOYSA-N 0.000 description 1
- SQZCAOHYQSOZCE-UHFFFAOYSA-N 1-(diaminomethylidene)-2-(2-methylphenyl)guanidine Chemical compound CC1=CC=CC=C1N=C(N)N=C(N)N SQZCAOHYQSOZCE-UHFFFAOYSA-N 0.000 description 1
- HQOVXPHOJANJBR-UHFFFAOYSA-N 2,2-bis(tert-butylperoxy)butane Chemical compound CC(C)(C)OOC(C)(CC)OOC(C)(C)C HQOVXPHOJANJBR-UHFFFAOYSA-N 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- DMWVYCCGCQPJEA-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane Chemical compound CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C DMWVYCCGCQPJEA-UHFFFAOYSA-N 0.000 description 1
- YKTNISGZEGZHIS-UHFFFAOYSA-N 2-$l^{1}-oxidanyloxy-2-methylpropane Chemical group CC(C)(C)O[O] YKTNISGZEGZHIS-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical group C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- UDWIZRDPCQAYRF-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]propyl prop-2-enoate Chemical compound CCO[Si](C)(OCC)CCCOC(=O)C=C UDWIZRDPCQAYRF-UHFFFAOYSA-N 0.000 description 1
- LZMNXXQIQIHFGC-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propyl 2-methylprop-2-enoate Chemical compound CO[Si](C)(OC)CCCOC(=O)C(C)=C LZMNXXQIQIHFGC-UHFFFAOYSA-N 0.000 description 1
- YCEISWVMMAPNSR-UHFFFAOYSA-N 3-[dimethyl(phenoxy)silyl]propyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCC[Si](C)(C)OC1=CC=CC=C1 YCEISWVMMAPNSR-UHFFFAOYSA-N 0.000 description 1
- XIWKWGKHZFFEEA-UHFFFAOYSA-N 3-[dimethyl(phenoxy)silyl]propyl prop-2-enoate Chemical compound C=CC(=O)OCCC[Si](C)(C)OC1=CC=CC=C1 XIWKWGKHZFFEEA-UHFFFAOYSA-N 0.000 description 1
- DGBFOBNYTYHFPN-UHFFFAOYSA-N 3-[ethoxy(dimethyl)silyl]propyl prop-2-enoate Chemical compound CCO[Si](C)(C)CCCOC(=O)C=C DGBFOBNYTYHFPN-UHFFFAOYSA-N 0.000 description 1
- JBDMKOVTOUIKFI-UHFFFAOYSA-N 3-[methoxy(dimethyl)silyl]propyl 2-methylprop-2-enoate Chemical compound CO[Si](C)(C)CCCOC(=O)C(C)=C JBDMKOVTOUIKFI-UHFFFAOYSA-N 0.000 description 1
- OXZYWQFVRMKXGX-UHFFFAOYSA-N 3-[methyl(diphenoxy)silyl]propyl 2-methylprop-2-enoate Chemical compound C=1C=CC=CC=1O[Si](C)(CCCOC(=O)C(=C)C)OC1=CC=CC=C1 OXZYWQFVRMKXGX-UHFFFAOYSA-N 0.000 description 1
- MLPTYZFTHPIKAZ-UHFFFAOYSA-N 3-[methyl(diphenoxy)silyl]propyl prop-2-enoate Chemical compound C=1C=CC=CC=1O[Si](CCCOC(=O)C=C)(C)OC1=CC=CC=C1 MLPTYZFTHPIKAZ-UHFFFAOYSA-N 0.000 description 1
- QEZWLMITWQYZPJ-UHFFFAOYSA-N 3-triphenoxysilylpropyl 2-methylprop-2-enoate Chemical compound C=1C=CC=CC=1O[Si](OC=1C=CC=CC=1)(CCCOC(=O)C(=C)C)OC1=CC=CC=C1 QEZWLMITWQYZPJ-UHFFFAOYSA-N 0.000 description 1
- SALHVONPYZUNHU-UHFFFAOYSA-N 3-triphenoxysilylpropyl prop-2-enoate Chemical compound C=1C=CC=CC=1O[Si](OC=1C=CC=CC=1)(CCCOC(=O)C=C)OC1=CC=CC=C1 SALHVONPYZUNHU-UHFFFAOYSA-N 0.000 description 1
- 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 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical group C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000004342 Benzoyl peroxide Substances 0.000 description 1
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 1
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- NEAPKZHDYMQZCB-UHFFFAOYSA-N N-[2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]ethyl]-2-oxo-3H-1,3-benzoxazole-6-carboxamide Chemical compound C1CN(CCN1CCNC(=O)C2=CC3=C(C=C2)NC(=O)O3)C4=CN=C(N=C4)NC5CC6=CC=CC=C6C5 NEAPKZHDYMQZCB-UHFFFAOYSA-N 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 235000019400 benzoyl peroxide Nutrition 0.000 description 1
- 229920005557 bromobutyl Polymers 0.000 description 1
- UPIWXMRIPODGLE-UHFFFAOYSA-N butyl benzenecarboperoxoate Chemical group CCCCOOC(=O)C1=CC=CC=C1 UPIWXMRIPODGLE-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 1
- 150000001723 carbon free-radicals Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 238000004925 denaturation Methods 0.000 description 1
- 230000036425 denaturation Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 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 1
- WITDFSFZHZYQHB-UHFFFAOYSA-N dibenzylcarbamothioylsulfanyl n,n-dibenzylcarbamodithioate Chemical compound C=1C=CC=CC=1CN(CC=1C=CC=CC=1)C(=S)SSC(=S)N(CC=1C=CC=CC=1)CC1=CC=CC=C1 WITDFSFZHZYQHB-UHFFFAOYSA-N 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- REQPQFUJGGOFQL-UHFFFAOYSA-N dimethylcarbamothioyl n,n-dimethylcarbamodithioate Chemical compound CN(C)C(=S)SC(=S)N(C)C REQPQFUJGGOFQL-UHFFFAOYSA-N 0.000 description 1
- AUZONCFQVSMFAP-UHFFFAOYSA-N disulfiram Chemical compound CCN(CC)C(=S)SSC(=S)N(CC)CC AUZONCFQVSMFAP-UHFFFAOYSA-N 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 125000006575 electron-withdrawing group Chemical group 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- MASNVFNHVJIXLL-UHFFFAOYSA-N ethenyl(ethoxy)silicon Chemical compound CCO[Si]C=C MASNVFNHVJIXLL-UHFFFAOYSA-N 0.000 description 1
- RBIICBLQIHEHJJ-UHFFFAOYSA-N ethenyl(phenoxy)silane Chemical compound C(=C)[SiH2]OC1=CC=CC=C1 RBIICBLQIHEHJJ-UHFFFAOYSA-N 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- FEHYCIQPPPQNMI-UHFFFAOYSA-N ethenyl(triphenoxy)silane Chemical compound C=1C=CC=CC=1O[Si](OC=1C=CC=CC=1)(C=C)OC1=CC=CC=C1 FEHYCIQPPPQNMI-UHFFFAOYSA-N 0.000 description 1
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 description 1
- CWAFVXWRGIEBPL-UHFFFAOYSA-N ethoxysilane Chemical compound CCO[SiH3] CWAFVXWRGIEBPL-UHFFFAOYSA-N 0.000 description 1
- 229920005677 ethylene-propylene-butene terpolymer Polymers 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 229920001973 fluoroelastomer Polymers 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 150000004820 halides Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical group CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- CMAUJSNXENPPOF-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)-n-cyclohexylcyclohexanamine Chemical compound C1CCCCC1N(C1CCCCC1)SC1=NC2=CC=CC=C2S1 CMAUJSNXENPPOF-UHFFFAOYSA-N 0.000 description 1
- 239000012038 nucleophile Substances 0.000 description 1
- 150000008427 organic disulfides Chemical class 0.000 description 1
- 125000000962 organic group Chemical group 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 125000004043 oxo group Chemical group O=* 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920001083 polybutene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002742 polystyrene-block-poly(ethylene/propylene) -block-polystyrene Polymers 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- BYOIQYHAYWYSCZ-UHFFFAOYSA-N prop-2-enoxysilane Chemical compound [SiH3]OCC=C BYOIQYHAYWYSCZ-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 238000010058 rubber compounding Methods 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- HUMLQUKVJARKRN-UHFFFAOYSA-M sodium;n,n-dibutylcarbamodithioate Chemical compound [Na+].CCCCN(C([S-])=S)CCCC HUMLQUKVJARKRN-UHFFFAOYSA-M 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 229920001935 styrene-ethylene-butadiene-styrene Polymers 0.000 description 1
- 125000005504 styryl group Chemical group 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
- 238000010189 synthetic method Methods 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- FBBATURSCRIBHN-UHFFFAOYSA-N triethoxy-[3-(3-triethoxysilylpropyldisulfanyl)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCSSCCC[Si](OCC)(OCC)OCC FBBATURSCRIBHN-UHFFFAOYSA-N 0.000 description 1
- 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 1
- JTTSZDBCLAKKAY-UHFFFAOYSA-N trimethoxy-[3-(3-trimethoxysilylpropyltetrasulfanyl)propyl]silane Chemical compound CO[Si](OC)(OC)CCCSSSSCCC[Si](OC)(OC)OC JTTSZDBCLAKKAY-UHFFFAOYSA-N 0.000 description 1
- 229940070710 valerate Drugs 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 239000012991 xanthate Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Landscapes
- Tires In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Description
またはその誘導体が用いられる。
Si(OR1)4-n(R-A)n
(ここで、Rは炭化水素基またはSiとの直接結合基であり、R1は炭化水素基であって、エーテル結合を有していてもよく、Aはラジカル重合性基であり、nは1〜3の整数であり、nが2または3のとき、R同士、R1同士およびA同士はそれぞれ異なる基であってもよい)で表わされる化合物である。
(RO)3Si(CH2)3-(S)n-(CH2)3Si(OR)3
R:炭素数1〜2のアルキル基
n:1〜4の整数
(1) 市販粉砕加硫ゴム(LEHIGH TECHNOLOGY社製品GF-80 REPROCESSED GROUND RUBBER;平均粒子径180μm)450g、有機過酸化物(AKZO NOBEL社製品カヤヘキサAD)1.87gおよび4−ヒドロキシ-2,6,6-テトラメチルピペリジン-1-オキシル〔OH-TEMPO〕(旭電化工業製品)9.0gをヘンシェルミキサに投入し、70℃で5分間攪拌した後、さらにアロマ系オイル(昭和シェル石油製品エキストラクト4号S)50gを添加し、3分間加熱攪拌した。混合物温度を上昇させて180℃に達したら、その温度で15分間反応させ、変性粉砕加硫ゴムA 500gを得た。
SBR(日本ゼオン製品Nipol 1502) 75重量部
ブタジエンゴム(日本ゼオン製品Nipol 1220) 25 〃
シリカ(ローディア社製品Zeosil 1165MP) 80 〃
シランカップリング剤(デグッサ社製品Si69) 6.4 〃
HAFカーボンブラック(キャボットジャパン製品昭和ブラックN330T) 10 〃
ステアリン酸(日本油脂ビーズステアリン酸YR) 2 〃
亜鉛華(正同化学工業製品酸化亜鉛3種) 2 〃
老化防止剤(フレキシス社製品SANTOFLEX 6PPD) 1 〃
パラフィンワックス(大内新興化学工業製品サンノック) 1 〃
硫黄(鶴見化学工業製品金華印油入微粉硫黄) 1.4 〃
加硫促進剤(大内新興化学工業製品ノクセラーCZ-G) 1.4 〃
以上の各成分中、硫黄および加硫促進剤を除く各成分を、1.7Lのバンバリーミキサで5分間混練し、得られた混合物に硫黄および加硫促進剤を加えて、8インチの試験用練りロール機で4分間混練し、ゴム組成物を調製した。このゴム組成物を、150℃で30分間加熱加硫して目的とする試験片を作製し、次の各項目のゴム物性を測定した。
バウンドラバー量:未加硫のゴム組成物約0.5gを金網かごに入れ、室温で300mlの
トルエン中に72時間浸漬した後取り出して乾燥し、サンプルの
質量を測定して、下記式から算出した
バウンドラバー量=(Wfg−Wf)/Wp
Wfg:トルエン浸漬、乾燥後のサンプル質量
Wf:フィラー質量
Wp:ゴム成分質量
ペイン効果:α-テクノロジー社製RPA2000を用いて歪せん断応力G′を測定した
未加硫のゴム組成物を用いて、160℃、20分間の加硫を行い、歪0.2
8%でのG′と歪30.0%のG′を測定し、その差を求めた
G′=(G′0.28MPa−G′30.0MPa)
硬度:JIS K6253準拠(20℃)
100%モジュラス、破断強度:JIS K6301準拠
標準例1において、さらに市販粉ゴム(Lehigh Technology社製品GF-80 Processed Ground Rubber;平均粒子径180μm)10重量部を配合したゴム組成物が用いられた。
標準例1において、さらに参考例で得られた変性粉砕加硫ゴムB 10重量部を配合したゴム組成物が用いられた。
標準例1において、さらに参考例で得られた変性粉砕加硫ゴムB 20重量部を配合したゴム組成物が用いられた。
標準例1において、さらに参考例で得られた変性粉砕加硫ゴムB 30重量部を配合したゴム組成物が用いられた。
実施例1において、HAFカーボンブラック量が75重量部に、シリカ量が15重量部に、シランカップリング剤量が1.2重量部に、それぞれ変更されたゴム組成物が用いられた。
実施例1において、シランカップリング剤量が16重量部に変更されたゴム組成物が用いられた。
実施例1において、シランカップリング剤量が1.6重量部に変更されたゴム組成物が用いられた。
表1
標準例1 比-1 実-1 実-2 実-3 比-2 比-3 比-4
〔ゴム組成物〕
HAF CB 10 10 10 10 10 75 10 10
シリカ 80 80 80 80 80 15 80 80
Siカップリング剤 6.4 6.4 6.4 6.4 6.4 1.2 16 1.6
変性粉ゴム − − 10 20 30 10 10 10
市販粉ゴム − 10 − − − − − −
〔測定結果〕
Bラバー量 100 101 102 105 104 103 104 96
ペイン効果 100 102 98 97 95 97 96 107
硬度 100 101 101 101 103 100 98 103
M100 100 101 101 103 103 96 102 102
破断強度 100 96 102 101 100 97 96 95
(1) 未変性の市販粉ゴムを配合したゴム組成物を用いると、シリカの分散性および破断強度が低下する(比較例1)。
(2) シリカの配合量を少なくし、カーボンブラックでその量を補うと、変性粉砕加硫ゴムとの結合性が低下し、強度が低下する(比較例2)。
(3) シランカップリング剤が多すぎると、硬度、破断強度が低下する(比較例3)。
(4) シランカップリング剤が少なすぎると、シリカ・ポリマー間の相互作用が低下してペイン効果が大幅に悪化し、バウンドラバー量、破断強度が低下する(比較例4)。
(5) 各実施例のゴム組成物を用いると、殆どすべての測定項目で指数の改善がみられる。
標準例1、実施例1〜3、比較例1、3、4において、ブタジエン系ゴムにブレンドして用いられるジエン系ゴムとして天然ゴム(RSS#3)が用いられ、HAFカーボンブラック、シリカ、シランカップリング剤の配合量(単位:重量部)がそれぞれ変更されて用いられた。なお、ステアリン酸、亜鉛華、老化防止剤、パラフィンワックス、硫黄、加硫促進剤の配合量については変更がない。
表2
標準例2 比-5 実-4 実-5 実-6 比-6 比-7
〔ゴム組成物〕
天然ゴム 70 70 70 70 70 70 70
ブタジエンゴム 30 30 30 30 30 30 30
HAF CB 30 30 30 30 30 30 30
シリカ 20 20 20 20 20 20 20
Siカップリング剤 1.6 1.6 1.6 1.6 1.6 4 0.4
変性粉ゴム − − 10 20 30 10 10
市販粉ゴム − 10 − − − − −
〔測定結果〕
Bラバー量 100 102 102 105 104 104 96
ペイン効果 100 102 98 97 95 96 107
硬度 100 101 101 101 103 98 103
M100 100 101 101 103 103 102 102
破断強度 100 97 102 101 100 96 95
Claims (8)
- ジエン系ゴム100重量部当り、粉砕加硫ゴムにニトロキシドフリーラジカルを有する化合物およびアルコキシシリル基またはアリールオキシシリル基含有ラジカル重合性モノマーを順次反応させて得られた変性粉砕加硫ゴム3〜30重量部、シリカ20重量部以上およびシリカに対して3〜15重量%の量となる硫黄含有シランカップリング剤を配合してなるジエン系ゴム組成物。
- 粉砕加硫ゴムとして、廃タイヤリサイクル粉末が用いられた請求項1記載のジエン系ゴム組成物。
- ニトロキシドフリーラジカルを有する化合物として、2,2,6,6-テトラメチルピペリジン-1-オキシルまたはその誘導体が用いられた請求項1または2記載のジエン系ゴム組成物。
- アルコキシシリル基含有ラジカル重合性モノマーがγ-(メタ)アクリロキシプロピルトリアルコキシシランである請求項1記載のジエン系ゴム組成物。
- 20〜120重量部のシリカが配合された請求項1記載のジエン系ゴム組成物。
- 硫黄含有シランカップリング剤として、一般式
(RO)3Si(CH2)3-(S)n-(CH2)3Si(OR)3
(ここで、Rは炭素数1〜2のアルキル基であり、nは1〜4の整数である)で表わされるビス(トリアルコキシシリルプロピル)サルファイドが用いられた請求項1記載のジエン系ゴム組成物。 - 空気入りタイヤ成形用として用いられる請求項1、2、3、4、5または6記載のジエン系ゴム組成物。
- 請求項7記載のジエン系ゴム組成物から成形された空気入りタイヤ。
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KR102377919B1 (ko) * | 2021-05-13 | 2022-03-25 | 중앙아스콘(주) | 저소음형 pcm 개질 순환 아스팔트 콘크리트 조성물 |
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JP2006274174A (ja) * | 2005-03-30 | 2006-10-12 | Yokohama Rubber Co Ltd:The | 粘度安定化再生ゴム及びそれを含むゴム組成物 |
US20090292044A1 (en) * | 2006-07-07 | 2009-11-26 | The Yokohama Rubber Co., Ltd. | Modified diene-based rubber and rubber composition containing the same |
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KR102377919B1 (ko) * | 2021-05-13 | 2022-03-25 | 중앙아스콘(주) | 저소음형 pcm 개질 순환 아스팔트 콘크리트 조성물 |
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