JPWO2018105707A1 - タイヤ用ゴム組成物の製造方法 - Google Patents
タイヤ用ゴム組成物の製造方法 Download PDFInfo
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- JPWO2018105707A1 JPWO2018105707A1 JP2018555066A JP2018555066A JPWO2018105707A1 JP WO2018105707 A1 JPWO2018105707 A1 JP WO2018105707A1 JP 2018555066 A JP2018555066 A JP 2018555066A JP 2018555066 A JP2018555066 A JP 2018555066A JP WO2018105707 A1 JPWO2018105707 A1 JP WO2018105707A1
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- Prior art keywords
- silica
- group
- mass
- rubber
- silane coupling
- Prior art date
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Links
- 239000000203 mixture Substances 0.000 title claims abstract description 78
- 229920001971 elastomer Polymers 0.000 title claims abstract description 65
- 239000005060 rubber Substances 0.000 title claims abstract description 65
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 27
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 176
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 88
- 239000006087 Silane Coupling Agent Substances 0.000 claims abstract description 56
- 229920003244 diene elastomer Polymers 0.000 claims abstract description 42
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 24
- 229910000077 silane Inorganic materials 0.000 claims abstract description 7
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 6
- 230000008878 coupling Effects 0.000 claims abstract description 3
- 238000010168 coupling process Methods 0.000 claims abstract description 3
- 238000005859 coupling reaction Methods 0.000 claims abstract description 3
- 239000006229 carbon black Substances 0.000 claims description 21
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 claims description 7
- 150000001993 dienes Chemical class 0.000 claims description 3
- 238000005096 rolling process Methods 0.000 abstract description 24
- 238000005299 abrasion Methods 0.000 abstract description 14
- 238000002156 mixing Methods 0.000 description 60
- -1 carboxy, amino, hydroxy Chemical group 0.000 description 39
- 150000002430 hydrocarbons Chemical group 0.000 description 29
- 125000004432 carbon atom Chemical group C* 0.000 description 25
- 235000019241 carbon black Nutrition 0.000 description 20
- 238000013329 compounding Methods 0.000 description 19
- 238000000034 method Methods 0.000 description 19
- 229920003048 styrene butadiene rubber Polymers 0.000 description 16
- 238000004898 kneading Methods 0.000 description 13
- 239000010692 aromatic oil Substances 0.000 description 12
- 125000000962 organic group Chemical group 0.000 description 12
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 10
- 229910052717 sulfur Inorganic materials 0.000 description 10
- 238000004073 vulcanization Methods 0.000 description 9
- 229920001296 polysiloxane Polymers 0.000 description 8
- 238000001179 sorption measurement Methods 0.000 description 8
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 7
- 125000000217 alkyl group Chemical group 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 239000011593 sulfur Substances 0.000 description 7
- 125000003396 thiol group Chemical group [H]S* 0.000 description 7
- 239000005062 Polybutadiene Substances 0.000 description 6
- 239000002174 Styrene-butadiene Substances 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- 229920002857 polybutadiene Polymers 0.000 description 6
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 230000003712 anti-aging effect Effects 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 150000004885 piperazines Chemical class 0.000 description 5
- BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 description 5
- 239000004593 Epoxy Substances 0.000 description 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 150000002780 morpholines Chemical class 0.000 description 4
- 125000002347 octyl 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])[H] 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 125000000101 thioether group Chemical group 0.000 description 4
- 239000004636 vulcanized rubber Substances 0.000 description 4
- 244000043261 Hevea brasiliensis Species 0.000 description 3
- 241001441571 Hiodontidae Species 0.000 description 3
- 229920000459 Nitrile rubber Polymers 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 125000003710 aryl alkyl group Chemical group 0.000 description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 125000002704 decyl 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])* 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 125000005842 heteroatom Chemical group 0.000 description 3
- 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 3
- 229920003049 isoprene rubber Polymers 0.000 description 3
- 229920003052 natural elastomer Polymers 0.000 description 3
- 229920001194 natural rubber Polymers 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
- 125000004430 oxygen atom Chemical group O* 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 239000008117 stearic acid Substances 0.000 description 3
- 125000004434 sulfur atom Chemical group 0.000 description 3
- 238000004381 surface treatment Methods 0.000 description 3
- 150000004886 thiomorpholines Chemical class 0.000 description 3
- 239000011787 zinc oxide Substances 0.000 description 3
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 2
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-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
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-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
- 239000006057 Non-nutritive feed additive Substances 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 238000004220 aggregation Methods 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical class C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 125000001400 nonyl 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])[H] 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 229910010271 silicon carbide Inorganic materials 0.000 description 2
- 235000012239 silicon dioxide Nutrition 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
- 125000001424 substituent group Chemical group 0.000 description 2
- 150000003457 sulfones Chemical group 0.000 description 2
- 229940066771 systemic antihistamines piperazine derivative Drugs 0.000 description 2
- 150000003505 terpenes Chemical class 0.000 description 2
- 235000007586 terpenes Nutrition 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 description 1
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical group CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- ROGIWVXWXZRRMZ-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical compound CC(=C)C=C.C=CC1=CC=CC=C1 ROGIWVXWXZRRMZ-UHFFFAOYSA-N 0.000 description 1
- IABJHLPWGMWHLX-UHFFFAOYSA-N 3-(1,3-benzothiazol-2-yl)propyl-trimethoxysilane Chemical compound C1=CC=C2SC(CCC[Si](OC)(OC)OC)=NC2=C1 IABJHLPWGMWHLX-UHFFFAOYSA-N 0.000 description 1
- DCQBZYNUSLHVJC-UHFFFAOYSA-N 3-triethoxysilylpropane-1-thiol Chemical compound CCO[Si](OCC)(OCC)CCCS DCQBZYNUSLHVJC-UHFFFAOYSA-N 0.000 description 1
- PRKPGWQEKNEVEU-UHFFFAOYSA-N 4-methyl-n-(3-triethoxysilylpropyl)pentan-2-imine Chemical compound CCO[Si](OCC)(OCC)CCCN=C(C)CC(C)C PRKPGWQEKNEVEU-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
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical group [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 description 1
- 125000000041 C6-C10 aryl group Chemical group 0.000 description 1
- SJRJJKPEHAURKC-UHFFFAOYSA-N CN1CCOCC1 Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Chemical group CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 239000006237 Intermediate SAF Substances 0.000 description 1
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical class CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- 229910018540 Si C Inorganic materials 0.000 description 1
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- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
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- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- ZRALSGWEFCBTJO-UHFFFAOYSA-N anhydrous guanidine Natural products NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 1
- 125000001204 arachidyl 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])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
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- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
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- 239000000378 calcium silicate Substances 0.000 description 1
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
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- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 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 1
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- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
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- 150000002357 guanidines Chemical class 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical group I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
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- 239000000463 material Substances 0.000 description 1
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- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
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- MQWFLKHKWJMCEN-UHFFFAOYSA-N n'-[3-[dimethoxy(methyl)silyl]propyl]ethane-1,2-diamine Chemical compound CO[Si](C)(OC)CCCNCCN MQWFLKHKWJMCEN-UHFFFAOYSA-N 0.000 description 1
- 125000001196 nonadecyl 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])C([H])([H])[H] 0.000 description 1
- 125000001736 nosyl group Chemical group S(=O)(=O)(C1=CC=C([N+](=O)[O-])C=C1)* 0.000 description 1
- MSRJTTSHWYDFIU-UHFFFAOYSA-N octyltriethoxysilane Chemical compound CCCCCCCC[Si](OCC)(OCC)OCC MSRJTTSHWYDFIU-UHFFFAOYSA-N 0.000 description 1
- 229960003493 octyltriethoxysilane Drugs 0.000 description 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
- 125000005429 oxyalkyl group Chemical group 0.000 description 1
- 125000005702 oxyalkylene group Chemical group 0.000 description 1
- 125000000913 palmityl 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])[H] 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000002958 pentadecyl 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])[H] 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004193 piperazinyl group Chemical group 0.000 description 1
- 150000003053 piperidines Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- JPPLPDOXWBVPCW-UHFFFAOYSA-N s-(3-triethoxysilylpropyl) octanethioate Chemical compound CCCCCCCC(=O)SCCC[Si](OCC)(OCC)OCC JPPLPDOXWBVPCW-UHFFFAOYSA-N 0.000 description 1
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229910000349 titanium oxysulfate Inorganic materials 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 125000002088 tosyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])[H])S(*)(=O)=O 0.000 description 1
- 125000002889 tridecyl 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])[H] 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
- 125000002948 undecyl 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])[H] 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/02—Elements
- C08K3/04—Carbon
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
- C08K3/36—Silica
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02T—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO TRANSPORTATION
- Y02T10/00—Road transport of goods or passengers
- Y02T10/80—Technologies aiming to reduce greenhouse gasses emissions common to all road transportation technologies
- Y02T10/86—Optimisation of rolling resistance, e.g. weight reduction
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Tires In General (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Abstract
Description
(CpH2p+1)t(CpH2p+1O)3−t-SiCqH2q-S-C(O)-CrH2r+1 ・・・(1)
(式(1)中、pは1〜3の整数、qは1〜3の整数、rは1〜15の整数、tは0〜2の整数を表す。)
(A)a(B)b(C)c(D)d(R1)eSiO(4−2a−b−c−d−e)/2 ・・・(2)
(式中、Aは下記式(3)で表される2価の有機基、Bは炭素数5〜20の1価の炭化水素基、Cは加水分解性基、Dはメルカプト基を含有する有機基、R1は炭素数1〜4の1価の炭化水素基を表し、a〜eは、0≦a<1、0<b<1、0<c<3、0<d<1、0≦e<2、0<2a+b+c+d+e<4の関係式を満たす実数である。
*−(CH2)n−Sx−(CH2)n−* ・・・(3)
(上記式(3)中、nは1〜10の整数、xは1〜6の整数を表し、*は結合位置を示す。)
*−OR2 ・・・(4)
上記一般式(4)中、*は、結合位置を示す。またR2は炭素数1〜20のアルキル基、炭素数6〜10のアリール基、炭素数6〜10のアラルキル基(アリールアルキル基)または炭素数2〜10のアルケニル基を表し、なかでも、炭素数1〜5のアルキル基であることが好ましい。
*−(CH2)m−SH ・・・(5)
上記一般式(5)中、mは1〜10の整数を表し、なかでも、1〜5の整数であることが好ましい。また式中、*は、結合位置を示す。
環状アミン系化合物として、好ましくはピペリジン系誘導体、ピペラジン系誘導体、モルホリン系誘導体、チオモルホリン系誘導体、等を挙げることができる。なかでも、ピペラジン系誘導体、モルホリン系誘導体、チオモルホリン系誘導体がより好ましい。なお、環状アミン系化合物は、ケイ素原子およびエナミン構造(N−C=C)を有しなくてよい。
式(I)中、X3、X4、X5、X6は、互いに独立に、水素原子または炭素数3〜30の一価の炭化水素基であり、X1、X2は、互いに独立に、水素原子、−A1−R2、−R2、−(R3−0)n−H、スルホン系保護基、カルバメート系保護基からなる群から選ばれる1つであり、X1、X2の少なくとも1つは、−A1−R2または−R2である。−R2は、炭素数3〜30の1価の炭化水素基であり、A1は、カルボニル基または−R4(OH)−O−である。R3は、炭素数2〜3の2価の炭化水素基、R4は、炭素数3〜30の3価の炭化水素基である。nは1〜10、好ましくは1〜5の数である。上記式(I)において炭素数3〜30の1価の炭化水素基は、直鎖状、分岐状または環状の脂肪族炭化水素基が好ましい。
式(II)中、X3、X4、X5、X6は、互いに独立に、水素原子または炭素数3〜30の1価の炭化水素基であり、X1は、−A1−R2または−R2であり、X7は酸素原子または硫黄原子である。−R2は、炭素数3〜30の1価の炭化水素基であり、A1は、カルボニル基または−R4(OH)−O−であり、R4は、炭素数3〜30の3価の炭化水素基である。上記式(II)において炭素数3〜30の1価の炭化水素基は、直鎖状、分岐状または環状の脂肪族炭化水素基が好ましい。
得られた加硫ゴム試験片の動的粘弾性を、岩本製作所(株)製の粘弾性スペクトロメーターを用い、伸張変形歪率10±2%、振動数20Hz、温度0℃および60℃の条件にて測定し、tanδ(0℃)およびtanδ(60℃)を求めた。得られた結果は、標準例の値をそれぞれ100にする指数として表1,2の「ウェット性能」および「転がり抵抗性」の欄に記載した。ウェット性能の指数が大きいほどtanδ(0℃)が大きくウェットグリップ性能が優れることを意味する。また転がり抵抗性の指数が小さいほどtanδ(60℃)が小さく低発熱性であり、タイヤにしたとき転がり抵抗が小さいことを意味する。
得られた加硫ゴム試験片をJIS K6264に準拠して、ランボーン摩耗試験機(岩本製作所社製)を使用して、温度20℃、荷重39N、スリップ率30%、時間4分の条件で摩耗量を測定した。得られた結果は標準例の逆数を100にする指数として表1,2の「耐摩耗性」の欄に示した。この指数が大きいほど耐摩耗性が優れることを意味する。
・SBR:スチレンブタジエンゴム(未変性品)、日本ゼオン社製Nipol 1502
・変性SBR:エポキシ基で変性されたスチレンブタジエンゴム、日本ゼオン社製Nipol NS616
・シリカ:ローディア社製200MP、CTAB吸着比表面積が203m2/g
・表面処理シリカ:ローディア社製200MP、エボニック デグサ社製Si69をシリカに対して10質量%表面処理したシリカ
・シランカップリング剤1:スルフィド系シランカップリング剤、エボニック デグサ社製Si69、ビス(トリエトキシシリルプロピル)テトラスルフィド
・シランカップリング剤2:モメンティブ社製NXTシラン、次式により表される。
(CH3CH2O)3−Si−C3H6−S−C(O)−C6H12CH3
・アルキルトリエトキシシラン:オクチルトリエトキシシラン、信越化学工業社製KBE−3083
・カーボンブラック:キャボットジャパン社製ショウブラックN339
・アロマオイル:昭和シェル石油社製エキストラクト4号S
・酸化亜鉛:正同化学工業社製酸化亜鉛3種
・ステアリン酸:日油社製ステアリン酸
・老化防止剤1:Solutia Europe社製Santoflex 6PPD
・老化防止剤2:Nocil Limited社製PILNOX TDQ
・硫黄:鶴見化学工業社製金華印油入微粒硫黄(硫黄の含有量95.24質量%)
・加硫促進剤−1:大内新興化学工業社製ノクセラーCZ-G(CZ)
・加硫促進剤−2:住友化学社製ソクシノールD−G(DPG)
比較例2で得られたゴム組成物は、標準例におけるSBRの代わりに変性SBRを配合したが、1番目の投入によりミキサーの温度上昇により低転がり抵抗性およびウェット性能のバランスが、実施例1〜5で得られたゴム組成物に比べて劣る。
比較例3で得られたゴム組成物は、第一段階の混合においてミキサーへの1番目の投入、混合をシリカだけとし、シランカップリング剤を1番目に投入しなかったので、シリカとシランカップリング剤が十分に反応せずウェット性能と耐摩耗性能を改良することができない。
Claims (4)
- ジエン系ゴム100質量部にシリカ80〜180質量部配合し、シランカップリング剤をシリカ量に対し5〜18質量%配合したゴム組成物の製造方法であって、ミキサーに前記シリカおよびシランカップリング剤を共に投入し、混合した後、前記ジエン系ゴムを投入、混練することを特徴とするタイヤ用ゴム組成物の製造方法。
- 前記シリカおよびシランカップリング剤と共に、カーボンブラックおよび/またはアロマオイルを投入し、混合することを特徴とする請求項1に記載のタイヤ用ゴム組成物の製造方法。
- 前記シリカのCTAB比表面積が150〜300m2/gであることを特徴とする請求項1または2に記載のタイヤ用ゴム組成物の製造方法。
- 前記ジエン系ゴム100質量%中、変性されたジエン系ゴムを30質量%以上含有することを特徴とする請求項1〜3のいずれかに記載のタイヤ用ゴム組成物の製造方法。
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JP2001011245A (ja) * | 1999-07-02 | 2001-01-16 | Sumitomo Rubber Ind Ltd | トレッド用ゴム組成物 |
JP2002003652A (ja) * | 2000-06-20 | 2002-01-09 | Bridgestone Corp | ゴム組成物及びそれを用いた空気入りタイヤ |
JP2012007068A (ja) * | 2010-06-24 | 2012-01-12 | Yokohama Rubber Co Ltd:The | スタッドレスタイヤ用ゴム組成物およびこれを用いるスタッドレスタイヤ |
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JP2016191018A (ja) * | 2015-03-31 | 2016-11-10 | 東洋ゴム工業株式会社 | ゴム組成物の製造方法、ゴム組成物および空気入りタイヤ |
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JP2001011245A (ja) * | 1999-07-02 | 2001-01-16 | Sumitomo Rubber Ind Ltd | トレッド用ゴム組成物 |
JP2002003652A (ja) * | 2000-06-20 | 2002-01-09 | Bridgestone Corp | ゴム組成物及びそれを用いた空気入りタイヤ |
JP2012007068A (ja) * | 2010-06-24 | 2012-01-12 | Yokohama Rubber Co Ltd:The | スタッドレスタイヤ用ゴム組成物およびこれを用いるスタッドレスタイヤ |
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JP2016191018A (ja) * | 2015-03-31 | 2016-11-10 | 東洋ゴム工業株式会社 | ゴム組成物の製造方法、ゴム組成物および空気入りタイヤ |
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