JP5574733B2 - ゴム組成物およびそれを用いた空気入りタイヤ - Google Patents
ゴム組成物およびそれを用いた空気入りタイヤ Download PDFInfo
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- JP5574733B2 JP5574733B2 JP2010025053A JP2010025053A JP5574733B2 JP 5574733 B2 JP5574733 B2 JP 5574733B2 JP 2010025053 A JP2010025053 A JP 2010025053A JP 2010025053 A JP2010025053 A JP 2010025053A JP 5574733 B2 JP5574733 B2 JP 5574733B2
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- rubber composition
- rubber
- butadiene
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- 229920001971 elastomer Polymers 0.000 title claims description 137
- 239000005060 rubber Substances 0.000 title claims description 137
- 239000000203 mixture Substances 0.000 title claims description 85
- -1 heterocyclic nitrile compound Chemical class 0.000 claims description 134
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 110
- 229920000642 polymer Polymers 0.000 claims description 76
- 239000000835 fiber Substances 0.000 claims description 45
- 125000000623 heterocyclic group Chemical group 0.000 claims description 33
- 238000004073 vulcanization Methods 0.000 claims description 31
- 229920002587 poly(1,3-butadiene) polymer Polymers 0.000 claims description 22
- 238000002844 melting Methods 0.000 claims description 21
- 230000008018 melting Effects 0.000 claims description 21
- 239000000945 filler Substances 0.000 claims description 20
- 238000012986 modification Methods 0.000 claims description 18
- 230000004048 modification Effects 0.000 claims description 18
- 239000006229 carbon black Substances 0.000 claims description 16
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 14
- 229920001194 natural rubber Polymers 0.000 claims description 13
- 244000043261 Hevea brasiliensis Species 0.000 claims description 10
- 150000002430 hydrocarbons Chemical group 0.000 claims description 10
- 229920003052 natural elastomer Polymers 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 229920005992 thermoplastic resin Polymers 0.000 claims description 7
- 125000005842 heteroatom Chemical group 0.000 claims description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 6
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 5
- 229910052717 sulfur Inorganic materials 0.000 claims description 5
- 125000004434 sulfur atom Chemical group 0.000 claims description 5
- 125000002619 bicyclic group Chemical group 0.000 claims description 3
- 125000001072 heteroaryl group Chemical group 0.000 claims description 3
- 125000002950 monocyclic group Chemical group 0.000 claims description 3
- 125000003367 polycyclic group Chemical group 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 description 22
- 239000000178 monomer Substances 0.000 description 21
- 239000003054 catalyst Substances 0.000 description 20
- 229910052761 rare earth metal Inorganic materials 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- 238000006116 polymerization reaction Methods 0.000 description 17
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 16
- 239000010410 layer Substances 0.000 description 16
- 230000000052 comparative effect Effects 0.000 description 13
- 239000002879 Lewis base Substances 0.000 description 12
- 150000007527 lewis bases Chemical class 0.000 description 12
- 238000004519 manufacturing process Methods 0.000 description 12
- 125000004432 carbon atom Chemical group C* 0.000 description 11
- 239000002904 solvent Substances 0.000 description 11
- 229920002554 vinyl polymer Polymers 0.000 description 11
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 10
- 239000011572 manganese Substances 0.000 description 10
- 238000005096 rolling process Methods 0.000 description 10
- 239000004698 Polyethylene Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- 229920000573 polyethylene Polymers 0.000 description 9
- 238000005187 foaming Methods 0.000 description 8
- 238000004898 kneading Methods 0.000 description 8
- 239000000377 silicon dioxide Substances 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 239000004636 vulcanized rubber Substances 0.000 description 8
- MWRWFPQBGSZWNV-UHFFFAOYSA-N Dinitrosopentamethylenetetramine Chemical compound C1N2CN(N=O)CN1CN(N=O)C2 MWRWFPQBGSZWNV-UHFFFAOYSA-N 0.000 description 7
- 239000007795 chemical reaction product Substances 0.000 description 7
- 238000013329 compounding Methods 0.000 description 7
- 150000001993 dienes Chemical class 0.000 description 7
- 239000003607 modifier Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 6
- 229910052779 Neodymium Inorganic materials 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 6
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 6
- 150000007942 carboxylates Chemical class 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000004088 foaming agent Substances 0.000 description 6
- 125000002541 furyl group Chemical group 0.000 description 6
- 230000020169 heat generation Effects 0.000 description 6
- 229930195733 hydrocarbon Natural products 0.000 description 6
- 239000011159 matrix material Substances 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 6
- 125000001544 thienyl group Chemical group 0.000 description 6
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 6
- 239000004156 Azodicarbonamide Substances 0.000 description 5
- 239000005063 High cis polybutadiene Substances 0.000 description 5
- 239000004743 Polypropylene Substances 0.000 description 5
- XOZUGNYVDXMRKW-AATRIKPKSA-N azodicarbonamide Chemical compound NC(=O)\N=N\C(N)=O XOZUGNYVDXMRKW-AATRIKPKSA-N 0.000 description 5
- 235000019399 azodicarbonamide Nutrition 0.000 description 5
- 230000002349 favourable effect Effects 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 229910001507 metal halide Inorganic materials 0.000 description 5
- 150000005309 metal halides Chemical class 0.000 description 5
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 5
- 229920001155 polypropylene Polymers 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 5
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 4
- OAOABCKPVCUNKO-UHFFFAOYSA-N 8-methyl Nonanoic acid Chemical compound CC(C)CCCCCCC(O)=O OAOABCKPVCUNKO-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 4
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- 239000005062 Polybutadiene Substances 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 4
- 238000005299 abrasion Methods 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- SIPUZPBQZHNSDW-UHFFFAOYSA-N bis(2-methylpropyl)aluminum Chemical compound CC(C)C[Al]CC(C)C SIPUZPBQZHNSDW-UHFFFAOYSA-N 0.000 description 4
- QARVLSVVCXYDNA-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 4
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 4
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 4
- 125000000524 functional group Chemical group 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 229910052736 halogen Inorganic materials 0.000 description 4
- 150000002367 halogens Chemical class 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- 150000002825 nitriles Chemical class 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 229910052698 phosphorus Inorganic materials 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 238000001179 sorption measurement Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 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 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 3
- 239000004215 Carbon black (E152) Substances 0.000 description 3
- 229910021380 Manganese Chloride Inorganic materials 0.000 description 3
- GLFNIEUTAYBVOC-UHFFFAOYSA-L Manganese chloride Chemical compound Cl[Mn]Cl GLFNIEUTAYBVOC-UHFFFAOYSA-L 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 229920000459 Nitrile rubber Polymers 0.000 description 3
- HGVNXEVNBBVJGZ-UHFFFAOYSA-N O1C2=C(N(C3=CC=CC=C13)C1=CC=C(C3=CC(C#N)=C(C#N)C=C3C3=CC=C(N4C5=CC=CC=C5OC5=C4C=CC=C5)C=C3)C=C1)C=CC=C2 Chemical compound O1C2=C(N(C3=CC=CC=C13)C1=CC=C(C3=CC(C#N)=C(C#N)C=C3C3=CC=C(N4C5=CC=CC=C5OC5=C4C=CC=C5)C=C3)C=C1)C=CC=C2 HGVNXEVNBBVJGZ-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- 230000032683 aging Effects 0.000 description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 239000011324 bead Substances 0.000 description 3
- 239000001110 calcium chloride Substances 0.000 description 3
- 229910001628 calcium chloride Inorganic materials 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 3
- YNLAOSYQHBDIKW-UHFFFAOYSA-M diethylaluminium chloride Chemical compound CC[Al](Cl)CC YNLAOSYQHBDIKW-UHFFFAOYSA-M 0.000 description 3
- 238000006073 displacement reaction Methods 0.000 description 3
- MGDOJPNDRJNJBK-UHFFFAOYSA-N ethylaluminum Chemical compound [Al].C[CH2] MGDOJPNDRJNJBK-UHFFFAOYSA-N 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000002657 fibrous material Substances 0.000 description 3
- 229920001821 foam rubber Polymers 0.000 description 3
- 239000000446 fuel Substances 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 230000009477 glass transition Effects 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 229910001629 magnesium chloride Inorganic materials 0.000 description 3
- 239000011565 manganese chloride Substances 0.000 description 3
- 235000002867 manganese chloride Nutrition 0.000 description 3
- 229940099607 manganese chloride Drugs 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 230000000737 periodic effect Effects 0.000 description 3
- 235000021317 phosphate Nutrition 0.000 description 3
- 229920002857 polybutadiene Polymers 0.000 description 3
- 229920013730 reactive polymer Polymers 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 235000012239 silicon dioxide Nutrition 0.000 description 3
- VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229910001868 water Inorganic materials 0.000 description 3
- 239000011592 zinc chloride Substances 0.000 description 3
- 235000005074 zinc chloride Nutrition 0.000 description 3
- UUAXDPHPSHEGQQ-UHFFFAOYSA-N 1,3-oxazole-2-carbonitrile Chemical compound N#CC1=NC=CO1 UUAXDPHPSHEGQQ-UHFFFAOYSA-N 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- 239000005968 1-Decanol Substances 0.000 description 2
- CVBUKMMMRLOKQR-UHFFFAOYSA-N 1-phenylbutane-1,3-dione Chemical compound CC(=O)CC(=O)C1=CC=CC=C1 CVBUKMMMRLOKQR-UHFFFAOYSA-N 0.000 description 2
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 2
- FFNVQNRYTPFDDP-UHFFFAOYSA-N 2-cyanopyridine Chemical compound N#CC1=CC=CC=N1 FFNVQNRYTPFDDP-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 description 2
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 description 2
- YPIFGDQKSSMYHQ-UHFFFAOYSA-N 7,7-dimethyloctanoic acid Chemical compound CC(C)(C)CCCCCC(O)=O YPIFGDQKSSMYHQ-UHFFFAOYSA-N 0.000 description 2
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- 229920002943 EPDM rubber Polymers 0.000 description 2
- LELOWRISYMNNSU-UHFFFAOYSA-N Hydrocyanic acid Natural products N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 239000002841 Lewis acid Substances 0.000 description 2
- OUBMGJOQLXMSNT-UHFFFAOYSA-N N-isopropyl-N'-phenyl-p-phenylenediamine Chemical compound C1=CC(NC(C)C)=CC=C1NC1=CC=CC=C1 OUBMGJOQLXMSNT-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 150000004703 alkoxides Chemical class 0.000 description 2
- 239000001099 ammonium carbonate Substances 0.000 description 2
- 235000012501 ammonium carbonate Nutrition 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 description 2
- 229910001626 barium chloride Inorganic materials 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 2
- LWBPNIJBHRISSS-UHFFFAOYSA-L beryllium dichloride Chemical compound Cl[Be]Cl LWBPNIJBHRISSS-UHFFFAOYSA-L 0.000 description 2
- KZIUWSQALWALJH-UHFFFAOYSA-N bis(2-ethylhexyl)phosphinic acid Chemical compound CCCCC(CC)CP(O)(=O)CC(CC)CCCC KZIUWSQALWALJH-UHFFFAOYSA-N 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- KPWJBEFBFLRCLH-UHFFFAOYSA-L cadmium bromide Chemical compound Br[Cd]Br KPWJBEFBFLRCLH-UHFFFAOYSA-L 0.000 description 2
- YKYOUMDCQGMQQO-UHFFFAOYSA-L cadmium dichloride Chemical compound Cl[Cd]Cl YKYOUMDCQGMQQO-UHFFFAOYSA-L 0.000 description 2
- OKIIEJOIXGHUKX-UHFFFAOYSA-L cadmium iodide Chemical compound [Cd+2].[I-].[I-] OKIIEJOIXGHUKX-UHFFFAOYSA-L 0.000 description 2
- 235000012241 calcium silicate Nutrition 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- SEGLCEQVOFDUPX-UHFFFAOYSA-N di-(2-ethylhexyl)phosphoric acid Chemical compound CCCCC(CC)COP(O)(=O)OCC(CC)CCCC SEGLCEQVOFDUPX-UHFFFAOYSA-N 0.000 description 2
- VTZJFPSWNQFPCQ-UHFFFAOYSA-N dibutylaluminum Chemical compound CCCC[Al]CCCC VTZJFPSWNQFPCQ-UHFFFAOYSA-N 0.000 description 2
- HJXBDPDUCXORKZ-UHFFFAOYSA-N diethylalumane Chemical compound CC[AlH]CC HJXBDPDUCXORKZ-UHFFFAOYSA-N 0.000 description 2
- XNMQEEKYCVKGBD-UHFFFAOYSA-N dimethylacetylene Natural products CC#CC XNMQEEKYCVKGBD-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- JFICPAADTOQAMU-UHFFFAOYSA-L ethylaluminum(2+);dibromide Chemical compound CC[Al](Br)Br JFICPAADTOQAMU-UHFFFAOYSA-L 0.000 description 2
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- ZQFYJHMUAWCEBH-UHFFFAOYSA-N furan-3-carbonitrile Chemical compound N#CC=1C=COC=1 ZQFYJHMUAWCEBH-UHFFFAOYSA-N 0.000 description 2
- 150000008282 halocarbons Chemical class 0.000 description 2
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 2
- ILPNRWUGFSPGAA-UHFFFAOYSA-N heptane-2,4-dione Chemical compound CCCC(=O)CC(C)=O ILPNRWUGFSPGAA-UHFFFAOYSA-N 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 150000007517 lewis acids Chemical class 0.000 description 2
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- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
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- ZIYNWDQDHKSRCE-UHFFFAOYSA-N tricyclohexylalumane Chemical compound C1CCCCC1[Al](C1CCCCC1)C1CCCCC1 ZIYNWDQDHKSRCE-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- 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
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- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Tires In General (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Description
すなわち、本発明のゴム組成物は、ゴム成分中に共役系変性基を有するブタジエン系重合体を含み、加硫時および/または加硫後に独立気泡を有するゴム組成物であって、
前記ブタジエン系重合体が、式(I)または式(II)で表される複素環式ニトリル化合物である変性剤で変性されてなり、かつシス含量が40%以上であり;
θ−C≡N ・・・(I)
θ−R−C≡N ・・・(II)
(式(I)および(II)中、θは複素環基を示し、Rは2価の炭化水素基を示す。)
前記ゴム成分100質量%中、前記共役系変性基を有するブタジエン系重合体を20〜60質量%の量で含む
ことを特徴とする。
さらに、前記ゴム成分100質量部に対して、さらにカーボンブラックを20〜70質量部の量で含むのが望ましく、前記カーボンブラックを含む充填剤を総量で40〜80質量部の量で含んでもよい。
さらに、前記式(I)および(II)中、θが複素芳香環基または複素非芳香環基、あるいは単環式、二環式、三環式、または多環式の複素環基であってもよい。
また、前記ゴム成分は、天然ゴムまたはポリイソプレンゴムを含んでもよく、前記ゴム成分100質量部に対して、さらに、結晶高分子から形成された熱可塑性樹脂からなり、融点が100〜190℃であって、かつ平均径が0.03〜0.3mm及び平均長さが1〜10mmの有機繊維を1〜10質量部の量で含んでもよい。
本発明の空気入りタイヤは、上記いずれかに記載のゴム組成物をトレッド部に用いたことを特徴とし、乗用車用タイヤまたは重荷重用タイヤであるのが望ましい。
本発明のゴム組成物は、ゴム成分中に共役系変性基を有するブタジエン系重合体を含み、加硫時および/または加硫後に独立気泡を有するゴム組成物であって、
前記ブタジエン系重合体が、式(I)または式(II)で表される複素環式ニトリル化合物である変性剤で変性されてなり、かつシス含量が40%以上であることを特徴としている。
θ−C≡N ・・・(I)
θ−R−C≡N ・・・(II)
本発明のゴム組成物には、ゴム成分として、シス含量(1,4−シス結合含量)が40%以上、好ましくは90%以上、より好ましくは96%以上、最も好ましくは98%以上である、共役系変性基を有するブタジエン系重合体(以下、「変性ブタジエン系重合体」ともいう)を用いる。シス含量が40%未満では、本発明の効果が発現しにくい傾向となり、上記範囲内であると、伸張結晶性の増加により、優れた耐破壊性を発揮することが可能となるとともに、ガラス転移温度も低下し、低温特性や耐寒特性が向上することとなる。なお、シス含量とは、ブタジエン系重合体中のブタジエン化合物単位における1,4−シス結合の割合を意味する。
(R4−CO2)3M ・・・ (III)
(式中、R4は炭素数1〜20の炭化水素基で、Mは周期律表の原子番号57〜71の希土類元素である)で表される化合物が挙げられる。ここで、R4は、飽和または不飽和でもよく、アルキル基およびアルケニル基が好ましく、直鎖状、分岐状および環状のいずれでもよい。また、カルボキシル基は、1級、2級または3級の炭素原子に結合している。該カルボン酸塩として、具体的には、オクタン酸、2−エチルヘキサン酸、オレイン酸、ネオデカン酸、ステアリン酸、安息香酸、ナフテン酸、バーサチック酸[シェル化学(株)製の商品名であって、カルボキシル基が3級炭素原子に結合しているカルボン酸]等の塩が挙げられ、これらの中でも、2−エチルヘキサン酸、ネオデカン酸、ナフテン酸、バーサチック酸の塩が好ましい。
(R5O)3M ・・・ (IV)
(式中、R5は炭素数1〜20の炭化水素基で、Mは周期律表の原子番号57〜71の希土類元素である)で表される化合物が挙げられる。R5Oで表されるアルコキシ基としては、2−エチル−ヘキシルアルコキシ基、オレイルアルコキシ基、ステアリルアルコキシ基、フェノキシ基、ベンジルアルコキシ基等が挙げられる。これらの中でも、2−エチル−ヘキシルアルコキシ基、ベンジルアルコキシ基が好ましい。
AlR1R2R3 ・・・ (V)
(式中、R1およびR2は同一または異なり、炭素数1〜10の炭化水素基または水素原子で、R3は炭素数1〜10の炭化水素基であり、但し、R3は上記R1またはR2と同一または異なっていてもよい)で表される有機アルミニウム化合物である。式(V)の有機アルミニウム化合物としては、トリメチルアルミニウム、トリエチルアルミニウム、トリ−n−プロピルアルミニウム、トリイソプロピルアルミニウム、トリ−n−ブチルアルミニウム、トリイソブチルアルミニウム、トリ−t−ブチルアルミニウム、トリペンチルアルミニウム、トリヘキシルアルミニウム、トリシクロヘキシルアルミニウム、トリオクチルアルミニウム;水素化ジエチルアルミニウム、水素化ジ−n−プロピルアルミニウム、水素化ジ−n−ブチルアルミニウム、水素化ジイソブチルアルミニウム、水素化ジヘキシルアルミニウム、水素化ジイソヘキシルアルミニウム、水素化ジオクチルアルミニウム、水素化ジイソオクチルアルミニウム;エチルアルミニウムジハイドライド、n−プロピルアルミニウムジハイドライド、イソブチルアルミニウムジハイドライド等が挙げられ、これらの中でも、トリエチルアルミニウム、トリイソブチルアルミニウム、水素化ジエチルアルミニウム、水素化ジイソブチルアルミニウムが好ましい。以上に述べた(B)成分としての有機アルミニウム化合物は、1種単独で使用することも、2種以上を混合して用いることもできる。
上記活性ハロゲンを含む有機化合物としては、ベンジルクロライド等が挙げられる。
θ−C≡N ・・・(I)
θ−R−C≡N ・・・(II)
上記ブタジエン系重合体のように官能基を有するブタジエン系重合体以外のその他のゴム成分としては、天然ゴム(NR)、ポリイソプレンゴム(IR)、スチレン−ブタジエン共重合体ゴム(SBR)、ポリブタジエンゴム(BR)、エチレン−プロピレン−ジエンゴム(EPDM)、クロロプレンゴム(CR)、ハロゲン化ブチルゴム、アクリロニリトル−ブタジエンゴム(NBR)等が挙げられる。これらの中でも、天然ゴムまたはポリイソプレンゴムが特に好ましい。これらのゴム成分は、1種単独で用いてもよいし、2種以上をブレンドして用いてもよい。
本発明のゴム組成物には、さらに充填剤として、シリカ、タルク、水酸化アルミニウム等の無機充填剤のほか、カーボンブラック等を配合してもよい。なお、これら充填剤は、一種単独で用いてもよいし、二種以上を混合して用いてもよい。なかでもカーボンブラックが好適であり、シリカと組み合わせて用いることもできる。
本発明のゴム組成物は、加硫時および/または加硫後に形成された気泡、すなわち独立気泡を有しており、これがミクロな排水溝を形成して水膜除去能が付与されることとなる。かかる独立気泡を形成するには、上記ゴム成分、充填剤のほか、発泡剤および有機繊維を配合するのが望ましい。
本発明の空気入りタイヤは、上記のゴム組成物をタイヤのトレッド部、特に該トレッド部の少なくとも路面と実質接する面に発泡ゴム層として設けられるように配するものである。これにより、上述のように加硫後に形成された気泡がトレッド部の表面に現れ、表面の摩擦により生じた溝が上記ミクロな排水溝として機能し、水膜排除効果とともに、エッヂ効果やスパイク効果を充分に発揮することができる。かかる空気入りタイヤは、具体的には、例えば、図1に示すように、一対のビード部3と、一対のサイドウォール部4と、トレッド部5とを具え、トロイド状に延びビードコア2に係止されるカーカス層6と、そのクラウン部外周に位置するベルト層7と、そのタイヤ径方向外側に位置するトレッドゴム層8とを有する。トレッドゴム層8は、ベルト層7を覆うベースゴム部9と、トレッド表面を構成するキャップゴム部10とからなる。上記トレッド部5の表面部は、本発明に係るゴム組成物を加硫させて形成した発泡ゴム層である。タイヤ1は、その製造方法については特に制限はないが、例えば、所定のモールドで所定温度、所定圧力の下で加硫成形する。その結果、未加硫のトレッドが加硫されてなる本発明の発泡ゴム層で形成されたキャップゴム部10を有するトレッド部5を具えるタイヤ1が得られる。
なお、ブタジエン系重合体やゴム組成物に関する各物性は、以下の方法に従って測定した。
フーリエ変換赤外分光光度計(FT/IR−4100、日本分光社製)を使用し、赤外法(モレロ法)によって測定した。
ゲルパーミエーションクロマトグラフィー(商品名「HLC−8120GPC」、東ソー社製)を使用し、検知器として示差屈折計を用いて、以下の条件で測定し、標準ポリスチレン換算値として算出した。
カラム;商品名「GMHHXL」(東ソー社製) 2本
カラム温度;40℃
移動相;テトラヒドロフラン
流速;1.0ml/min
サンプル濃度;10mg/20ml
発泡率のVsは、トレッドにおける全発泡率を意味し、各トレッドからサンプリングした試料(n=10)を用いて次式により算出した。
Vs=(ρ0/ρ1−1)×100(%)
ここで、ρ1は、加硫ゴム(発泡ゴム)の密度(g/cm3)を表す。ρ0は、加硫ゴム(発泡ゴム)における固相部の密度(g/cm3)を表す。なお、加硫後のゴム(発泡ゴム)の密度及び加硫後のゴム(発泡ゴム)における固相部の密度は、例えば、エタノール中の質量と空気中の質量を測定し、これから算出した。
窒素置換された5Lオートクレーブに、窒素雰囲気下、シクロヘキサン2.4kg、1,3−ブタジエン300gを仕込んだ。該オートクレーブに、触媒成分としてバーサチック酸ネオジム(0.09mmol)のシクロヘキサン溶液、メチルアルミノキサン(MAO、3.6mmol)のトルエン溶液、水素化ジイソブチルアルミニウム(DIBAH、5.5mmol)およびジエチルアルミニウムクロリド(0.18mmol)のトルエン溶液と、1,3−ブタジエン(4.5mmol)とを40℃で30分間反応熟成させて予備調製した触媒組成物を仕込み、60℃で60分間重合を行った。1,3−ブタジエンの反応転化率は、ほぼ100%であった。
未変性のブタジエン系重合体として、重合体B(JSR BR01、シス−1,4結合含量:95.5%、1,2−ビニル結合含量:2.3%、Mw/Mn=3.8)を用い、表1に示す配合処方のゴム組成物を調製し、これを図1に示すようにタイヤのトレッド部に使用して試験タイヤ(タイヤサイズ:195/65R15)を得た。得られた試験タイヤを用い、下記の方法に従って氷上性能(制動性)、耐摩耗性、ウェット性能(制動性)および転がり抵抗性を測定した。結果を表1に示す。
上記試験タイヤ4本を排気量2000ccの乗用車に装着し、その乗用車を一般アスファルト路上で200km走行させた後、氷上平坦路(氷温−1℃)を走行させ、時速20km/hrの時点でブレーキを踏んでタイヤをロックさせ、停止するまでの距離を測定した。結果は、距離の逆数を比較例1のタイヤを100として指数表示した。尚、数値が大きい程、氷上性能が良好であることを示す。
上記試験タイヤ4本を排気量2000ccの乗用車に装着し、舗装路面を1万km走行後、残溝を測定し、トレッドが1mm摩耗するのに要する走行距離を相対比較して、比較例1を100(8000km/mmに相当)として指数表示した。数値が大きい程、耐摩耗性が良好であることを示す。
上記試験タイヤ4本を排気量2000ccの乗用車に装着し、その乗用車をテストコースのウェット評価路で走行させ、時速80km/hrの時点でブレーキを踏んでタイヤをロックさせ、停止するまでの距離を測定した。結果は、距離の逆数を比較例1のタイヤを100として指数表示した。数値が大きい程、ウェット性能に優れることを示す。
スチール平滑面を有する外径1707.6mm、幅が350mmの回転ドラムを用い、4410Nの荷重の作用下で、80km/hの速度で回転させたときの惰行法を持って測定し、評価した。測定値は比較例1の値を100として指数化した。数値が大きい程、低転がり抵抗性に優れる(低燃費である)ことを示す。
※2:NipsilAQ、日本シリカ工業(株)製
※3:Si69、デグサ社製
※4:N−フェニル−N’−イソプロピル−p−フェニレンジアミン、大内新興化学工業(株)製、ノクラック810−NA
※5:ジベンゾチアジルジスルフィド、大内新興化学工業(株)製、ノクセラーDM−T
※6:N−シクロヘキシル−2−ベンゾジアゾールスルフェンアミド、大内新興化学工業(株)製、ノクセラーCZ−G
※7:ジニトロソペンタメチレンテトラミン、セルラーZ−K、永和化成工業(株)製
表2に示す配合処方のゴム組成物を調製し、これを図1に示すようにタイヤのトレッド部に使用して試験タイヤ(タイヤサイズ:195/11R22.5)を得た。得られた試験タイヤを用い、下記の方法に従って氷上性能(制動性)、耐摩耗性、耐クラック性および低発熱性を測定した。結果を表2に示す。
比較例6を100とした以外、上記比較例1〜5および実施例1〜6と同様にして指数表示した。数値が大きい程、耐摩耗性が良好であることを示す。
比較例6を100とした以外、上記比較例1〜5および実施例1〜6と同様にして指数表示した。尚、数値が大きい程、氷上性能が良好であることを示す。
デマッチャー試験法により、室温、40mmストロークの条件下で、サンプル中央部のクラックが全幅までつながるまで測定し、その半減期を、比較例6を100とする指数値で示す。この値が大きいほど耐クラック性が良好であることを示す。
得られた加硫物の試験片について、粘弾性測定装置(東洋精機社製スペクトロメーター)を用い、温度25℃、歪2%、および周波数52Hzの条件で測定した。測定結果を第1表に示す。実施例8を100として指数で表した。数値の低いほうが低発熱性であることを示す。
※8:ポリエチレン素材、タイレ製、融点=125度、繊維径(D)=3.6d、平均径(D)=0.023mm、平均長さ(L)=2mm
※9:アゾジカルボン酸アミド
※10:ADCA:尿素=1:1(質量比)
さらに、実施例1〜2に比べ、カーボンブラックを特定の量で配合した実施例3〜6の方が良好な結果が得られることもわかる。
2: ビードコア
3: ビード部
4: サイドウォール部
5: トレッド部
6: カーカス層
7: ベルト層
8: トレッドゴム層
9: ベースゴム部
10:キャップゴム部
Claims (13)
- ゴム成分中に共役系変性基を有するブタジエン系重合体を含み、加硫時および/または加硫後に独立気泡を有するゴム組成物であって、
前記ブタジエン系重合体が、式(I)または式(II)で表される複素環式ニトリル化合物である変性剤で変性されてなり、かつシス含量が40%以上であり;
θ−C≡N ・・・(I)
θ−R−C≡N ・・・(II)
(式(I)および(II)中、θは複素環基を示し、Rは2価の炭化水素基を示す。)
前記ゴム成分100質量%中、前記共役系変性基を有するブタジエン系重合体を20〜60質量%の量で含む
ことを特徴とするゴム組成物。 - 前記ゴム成分100質量%中、天然ゴムを40〜80質量%の量で含むことを特徴とする請求項1に記載のゴム組成物。
- 前記ゴム成分100質量部に対して、さらにカーボンブラックを20〜70質量部の量で含むことを特徴とする請求項1又は2に記載のゴム組成物。
- 前記ゴム成分100質量部に対して、前記カーボンブラックを含む充填剤を総量で40〜80質量部の量で含むことを特徴とする請求項3に記載のゴム組成物。
- 前記式(I)および(II)中、θが窒素原子を含む複素環基であることを特徴とする請求項1〜4のいずれか1項に記載のゴム組成物。
- 前記式(I)および(II)中、θが酸素原子を含む複素環基、硫黄原子を含む複素環基、2以上のヘテロ原子を含む複素環基、および1以上のシアノ基を含む複素環基からなる群より選ばれる少なくとも1種の複素環基であることを特徴とする請求項1〜4のいずれか1項に記載のゴム組成物。
- 前記式(I)および(II)中、θが複素芳香環基または複素非芳香環基、あるいは単環式、二環式、三環式、または多環式の複素環基であることを特徴とする請求項1〜4のいずれか1項に記載のゴム組成物。
- 前記共役系変性基を有するブタジエン系重合体のシス含量が90%以上であることを特徴とする請求項1〜7のいずれか1項に記載のゴム組成物。
- 前記共役系変性基を有するブタジエン系重合体の重量平均分子量(Mw)と数平均分子量(Mn)との比(Mw/Mn)が、1.3〜3.5であることを特徴とする請求項1〜8のいずれか1項に記載のゴム組成物。
- 前記ゴム成分が、天然ゴムまたはポリイソプレンゴムを含むことを特徴とする請求項1〜9のいずれか1項に記載のゴム組成物。
- 前記ゴム成分100質量部に対して、さらに、結晶高分子から形成された熱可塑性樹脂からなり、融点が100〜190℃であって、かつ平均径が0.03〜0.3mm及び平均長さが1〜10mmの有機繊維を1〜10質量部の量で含むことを特徴とする請求項1〜10のいずれか1項に記載のゴム組成物。
- 請求項1〜11のいずれか1項に記載のゴム組成物をトレッド部に用いたことを特徴とする空気入りタイヤ。
- 前記空気入りタイヤが乗用車用タイヤまたは重荷重用タイヤであることを特徴とする請求項12に記載の空気入りタイヤ。
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