JP5838760B2 - タイヤトレッド用ゴム組成物 - Google Patents
タイヤトレッド用ゴム組成物 Download PDFInfo
- Publication number
- JP5838760B2 JP5838760B2 JP2011258144A JP2011258144A JP5838760B2 JP 5838760 B2 JP5838760 B2 JP 5838760B2 JP 2011258144 A JP2011258144 A JP 2011258144A JP 2011258144 A JP2011258144 A JP 2011258144A JP 5838760 B2 JP5838760 B2 JP 5838760B2
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- JP
- Japan
- Prior art keywords
- group
- rubber
- conjugated diene
- weight
- diene polymer
- 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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- 229920001971 elastomer Polymers 0.000 title claims description 138
- 239000005060 rubber Substances 0.000 title claims description 138
- 239000000203 mixture Substances 0.000 title claims description 57
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 183
- 229920000642 polymer Polymers 0.000 claims description 105
- 150000001993 dienes Chemical class 0.000 claims description 99
- 239000000377 silicon dioxide Substances 0.000 claims description 89
- 125000004432 carbon atom Chemical group C* 0.000 claims description 52
- 150000001875 compounds Chemical class 0.000 claims description 42
- -1 siloxane compound Chemical class 0.000 claims description 40
- 125000000524 functional group Chemical group 0.000 claims description 31
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 23
- 229920003244 diene elastomer Polymers 0.000 claims description 22
- 125000003118 aryl group Chemical group 0.000 claims description 19
- 239000000945 filler Substances 0.000 claims description 19
- 125000000217 alkyl group Chemical group 0.000 claims description 18
- 239000000178 monomer Substances 0.000 claims description 17
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 8
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 8
- 229920002554 vinyl polymer Polymers 0.000 claims description 8
- 238000010521 absorption reaction Methods 0.000 claims description 7
- 230000003993 interaction Effects 0.000 claims description 7
- 239000003999 initiator Substances 0.000 claims description 4
- 150000002736 metal compounds Chemical class 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 3
- 230000004044 response Effects 0.000 claims description 2
- 239000003205 fragrance Substances 0.000 claims 1
- 238000005096 rolling process Methods 0.000 description 29
- 239000000243 solution Substances 0.000 description 26
- 238000006243 chemical reaction Methods 0.000 description 25
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical group CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 24
- 239000003921 oil Substances 0.000 description 23
- 229910004298 SiO 2 Inorganic materials 0.000 description 16
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 16
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- 229920003048 styrene butadiene rubber Polymers 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 14
- 150000002430 hydrocarbons Chemical class 0.000 description 14
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 12
- 238000004519 manufacturing process Methods 0.000 description 12
- 125000003545 alkoxy group Chemical group 0.000 description 11
- 238000013329 compounding Methods 0.000 description 10
- 230000000694 effects Effects 0.000 description 10
- 238000004073 vulcanization Methods 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 9
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 8
- 239000006087 Silane Coupling Agent Substances 0.000 description 8
- 239000004115 Sodium Silicate Substances 0.000 description 8
- 239000011734 sodium Substances 0.000 description 8
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 8
- 229910052911 sodium silicate Inorganic materials 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 125000003700 epoxy group Chemical group 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 6
- 238000005299 abrasion Methods 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 230000003712 anti-aging effect Effects 0.000 description 6
- 239000011324 bead Substances 0.000 description 6
- 239000012295 chemical reaction liquid Substances 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 229910052717 sulfur Inorganic materials 0.000 description 6
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- 125000003277 amino group Chemical group 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 239000006229 carbon black Substances 0.000 description 5
- 239000000446 fuel Substances 0.000 description 5
- 230000009477 glass transition Effects 0.000 description 5
- 125000004430 oxygen atom Chemical group O* 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 238000005191 phase separation Methods 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 238000001179 sorption measurement Methods 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- ICJGKYTXBRDUMV-UHFFFAOYSA-N trichloro(6-trichlorosilylhexyl)silane Chemical compound Cl[Si](Cl)(Cl)CCCCCC[Si](Cl)(Cl)Cl ICJGKYTXBRDUMV-UHFFFAOYSA-N 0.000 description 5
- GAODDBNJCKQQDY-UHFFFAOYSA-N 2-methyl-4,6-bis(octylsulfanylmethyl)phenol Chemical compound CCCCCCCCSCC1=CC(C)=C(O)C(CSCCCCCCCC)=C1 GAODDBNJCKQQDY-UHFFFAOYSA-N 0.000 description 4
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- 239000007983 Tris buffer Chemical group 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 230000032683 aging Effects 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 230000003014 reinforcing effect Effects 0.000 description 4
- 229910000077 silane Inorganic materials 0.000 description 4
- 150000003377 silicon compounds Chemical class 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000008096 xylene Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 239000002174 Styrene-butadiene Substances 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 150000001721 carbon Chemical group 0.000 description 3
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 230000002093 peripheral effect Effects 0.000 description 3
- 230000002787 reinforcement Effects 0.000 description 3
- 150000004756 silanes Chemical class 0.000 description 3
- 239000004636 vulcanized rubber Substances 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- ZXHZWRZAWJVPIC-UHFFFAOYSA-N 1,2-diisocyanatonaphthalene Chemical compound C1=CC=CC2=C(N=C=O)C(N=C=O)=CC=C21 ZXHZWRZAWJVPIC-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
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-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
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 244000043261 Hevea brasiliensis Species 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- 229920000459 Nitrile rubber Polymers 0.000 description 2
- 239000006057 Non-nutritive feed additive Substances 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- BEUGBYXJXMVRFO-UHFFFAOYSA-N [4-(dimethylamino)phenyl]-phenylmethanone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=CC=C1 BEUGBYXJXMVRFO-UHFFFAOYSA-N 0.000 description 2
- VYHBFRJRBHMIQZ-UHFFFAOYSA-N bis[4-(diethylamino)phenyl]methanone Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)C1=CC=C(N(CC)CC)C=C1 VYHBFRJRBHMIQZ-UHFFFAOYSA-N 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 230000020169 heat generation Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000012844 infrared spectroscopy analysis Methods 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 229920003052 natural elastomer Polymers 0.000 description 2
- 229920001194 natural rubber Polymers 0.000 description 2
- 125000005375 organosiloxane group Chemical group 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 238000011191 terminal modification Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- XDDVRYDDMGRFAZ-UHFFFAOYSA-N thiobenzophenone Chemical compound C=1C=CC=CC=1C(=S)C1=CC=CC=C1 XDDVRYDDMGRFAZ-UHFFFAOYSA-N 0.000 description 2
- 150000003606 tin compounds Chemical class 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- JIOGKDWMNMIDEY-UHFFFAOYSA-N triethoxy-(2-triethoxysilylphenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1[Si](OCC)(OCC)OCC JIOGKDWMNMIDEY-UHFFFAOYSA-N 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 1
- QUQZYDAVOUBILO-UHFFFAOYSA-N 1,3-bis(n-phenylanilino)propan-2-one Chemical compound C=1C=CC=CC=1N(C=1C=CC=CC=1)CC(=O)CN(C=1C=CC=CC=1)C1=CC=CC=C1 QUQZYDAVOUBILO-UHFFFAOYSA-N 0.000 description 1
- NYCCIHSMVNRABA-UHFFFAOYSA-N 1,3-diethylimidazolidin-2-one Chemical compound CCN1CCN(CC)C1=O NYCCIHSMVNRABA-UHFFFAOYSA-N 0.000 description 1
- NFJSYLMJBNUDNG-UHFFFAOYSA-N 1,3-dipropylimidazolidin-2-one Chemical compound CCCN1CCN(CCC)C1=O NFJSYLMJBNUDNG-UHFFFAOYSA-N 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- FRASJONUBLZVQX-UHFFFAOYSA-N 1,4-naphthoquinone Chemical compound C1=CC=C2C(=O)C=CC(=O)C2=C1 FRASJONUBLZVQX-UHFFFAOYSA-N 0.000 description 1
- FILVIKOEJGORQS-UHFFFAOYSA-N 1,5-dimethylpyrrolidin-2-one Chemical compound CC1CCC(=O)N1C FILVIKOEJGORQS-UHFFFAOYSA-N 0.000 description 1
- GGFFPCJSGABICG-UHFFFAOYSA-N 1,7-bis[ethyl(methyl)amino]heptan-4-one Chemical compound CCN(C)CCCC(=O)CCCN(C)CC GGFFPCJSGABICG-UHFFFAOYSA-N 0.000 description 1
- HUDYANRNMZDQGA-UHFFFAOYSA-N 1-[4-(dimethylamino)phenyl]ethanone Chemical compound CN(C)C1=CC=C(C(C)=O)C=C1 HUDYANRNMZDQGA-UHFFFAOYSA-N 0.000 description 1
- DJGIITKNTHQYPX-UHFFFAOYSA-N 1-benzylazepan-2-one Chemical compound O=C1CCCCCN1CC1=CC=CC=C1 DJGIITKNTHQYPX-UHFFFAOYSA-N 0.000 description 1
- MLEGMEBCXGDFQT-UHFFFAOYSA-N 1-benzylpiperidin-2-one Chemical compound O=C1CCCCN1CC1=CC=CC=C1 MLEGMEBCXGDFQT-UHFFFAOYSA-N 0.000 description 1
- LVUQCTGSDJLWCE-UHFFFAOYSA-N 1-benzylpyrrolidin-2-one Chemical compound O=C1CCCN1CC1=CC=CC=C1 LVUQCTGSDJLWCE-UHFFFAOYSA-N 0.000 description 1
- OUSXYCTXXLYBGJ-UHFFFAOYSA-N 1-ethenyl-2,4-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=C(C=C)C(C(C)C)=C1 OUSXYCTXXLYBGJ-UHFFFAOYSA-N 0.000 description 1
- OEVVKKAVYQFQNV-UHFFFAOYSA-N 1-ethenyl-2,4-dimethylbenzene Chemical compound CC1=CC=C(C=C)C(C)=C1 OEVVKKAVYQFQNV-UHFFFAOYSA-N 0.000 description 1
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
- JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical compound CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 description 1
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 description 1
- PBGPBHYPCGDFEZ-UHFFFAOYSA-N 1-ethenylpiperidin-2-one Chemical compound C=CN1CCCCC1=O PBGPBHYPCGDFEZ-UHFFFAOYSA-N 0.000 description 1
- UZXXRFKXXJEKJA-UHFFFAOYSA-N 1-ethyl-3-methylimidazolidin-2-one Chemical compound CCN1CCN(C)C1=O UZXXRFKXXJEKJA-UHFFFAOYSA-N 0.000 description 1
- UELHAICJPLSHBM-UHFFFAOYSA-N 1-methoxy-3-phenylazetidin-2-one Chemical compound O=C1N(OC)CC1C1=CC=CC=C1 UELHAICJPLSHBM-UHFFFAOYSA-N 0.000 description 1
- FHGCCHQDLUTAHS-UHFFFAOYSA-N 1-methoxy-3-phenylpiperidin-2-one Chemical compound O=C1N(OC)CCCC1C1=CC=CC=C1 FHGCCHQDLUTAHS-UHFFFAOYSA-N 0.000 description 1
- BSDATCTYWMFQCU-UHFFFAOYSA-N 1-methoxy-3-phenylpyrrolidin-2-one Chemical compound O=C1N(OC)CCC1C1=CC=CC=C1 BSDATCTYWMFQCU-UHFFFAOYSA-N 0.000 description 1
- BTXWBRFMGNZXBM-UHFFFAOYSA-N 1-methyl-3-propylimidazolidin-2-one Chemical compound CCCN1CCN(C)C1=O BTXWBRFMGNZXBM-UHFFFAOYSA-N 0.000 description 1
- QOEUNLQGZBSTBB-UHFFFAOYSA-N 1-methylazetidin-2-one Chemical compound CN1CCC1=O QOEUNLQGZBSTBB-UHFFFAOYSA-N 0.000 description 1
- GGYVTHJIUNGKFZ-UHFFFAOYSA-N 1-methylpiperidin-2-one Chemical compound CN1CCCCC1=O GGYVTHJIUNGKFZ-UHFFFAOYSA-N 0.000 description 1
- SAJGQUYRQUNFSY-UHFFFAOYSA-N 1-naphthalen-1-ylazepan-2-one Chemical compound O=C1CCCCCN1C1=CC=CC2=CC=CC=C12 SAJGQUYRQUNFSY-UHFFFAOYSA-N 0.000 description 1
- ZZADUWYIVFFSJM-UHFFFAOYSA-N 1-naphthalen-1-ylazetidin-2-one Chemical compound O=C1CCN1C1=CC=CC2=CC=CC=C12 ZZADUWYIVFFSJM-UHFFFAOYSA-N 0.000 description 1
- VFOGRNUNUOKGPI-UHFFFAOYSA-N 1-naphthalen-1-ylpiperidin-2-one Chemical compound O=C1CCCCN1C1=CC=CC2=CC=CC=C12 VFOGRNUNUOKGPI-UHFFFAOYSA-N 0.000 description 1
- KDRONXZNFIQMDV-UHFFFAOYSA-N 1-naphthalen-1-ylpyrrolidin-2-one Chemical compound O=C1CCCN1C1=CC=CC2=CC=CC=C12 KDRONXZNFIQMDV-UHFFFAOYSA-N 0.000 description 1
- PPBBOELSIAPOOU-UHFFFAOYSA-N 1-phenylazepan-2-one Chemical compound O=C1CCCCCN1C1=CC=CC=C1 PPBBOELSIAPOOU-UHFFFAOYSA-N 0.000 description 1
- NKOGCJIYHZVBDR-UHFFFAOYSA-N 1-phenylpiperidin-2-one Chemical compound O=C1CCCCN1C1=CC=CC=C1 NKOGCJIYHZVBDR-UHFFFAOYSA-N 0.000 description 1
- JMVIVASFFKKFQK-UHFFFAOYSA-N 1-phenylpyrrolidin-2-one Chemical compound O=C1CCCN1C1=CC=CC=C1 JMVIVASFFKKFQK-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
- ORDZXCQDZLMHAM-UHFFFAOYSA-N 2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl-triphenoxysilane Chemical compound C1CC2OC2CC1CC[Si](OC=1C=CC=CC=1)(OC=1C=CC=CC=1)OC1=CC=CC=C1 ORDZXCQDZLMHAM-UHFFFAOYSA-N 0.000 description 1
- KOTFYSVFYYKCRA-UHFFFAOYSA-N 2-(diethylamino)-1-phenylethanone Chemical compound CCN(CC)CC(=O)C1=CC=CC=C1 KOTFYSVFYYKCRA-UHFFFAOYSA-N 0.000 description 1
- FXRQXYSJYZPGJZ-UHFFFAOYSA-N 2-[(2-methylpropan-2-yl)oxy]ethenylbenzene Chemical compound CC(C)(C)OC=CC1=CC=CC=C1 FXRQXYSJYZPGJZ-UHFFFAOYSA-N 0.000 description 1
- TYENDWOHUUAIJH-UHFFFAOYSA-N 2-[(4-ethenylphenyl)methoxy]-n,n-dimethylethanamine Chemical compound CN(C)CCOCC1=CC=C(C=C)C=C1 TYENDWOHUUAIJH-UHFFFAOYSA-N 0.000 description 1
- FZLHAQMQWDDWFI-UHFFFAOYSA-N 2-[2-(oxolan-2-yl)propan-2-yl]oxolane Chemical compound C1CCOC1C(C)(C)C1CCCO1 FZLHAQMQWDDWFI-UHFFFAOYSA-N 0.000 description 1
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-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
- GUXLAULAZDJOEK-UHFFFAOYSA-N 3-(oxiran-2-ylmethoxy)propyl-triphenoxysilane Chemical compound C=1C=CC=CC=1O[Si](OC=1C=CC=CC=1)(OC=1C=CC=CC=1)CCCOCC1CO1 GUXLAULAZDJOEK-UHFFFAOYSA-N 0.000 description 1
- DAJFVZRDKCROQC-UHFFFAOYSA-N 3-(oxiran-2-ylmethoxy)propyl-tripropoxysilane Chemical compound CCCO[Si](OCCC)(OCCC)CCCOCC1CO1 DAJFVZRDKCROQC-UHFFFAOYSA-N 0.000 description 1
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- DJYGUVIGOGFJOF-UHFFFAOYSA-N trimethoxy(trimethoxysilylmethyl)silane Chemical compound CO[Si](OC)(OC)C[Si](OC)(OC)OC DJYGUVIGOGFJOF-UHFFFAOYSA-N 0.000 description 1
- KNYWDHFOQZZIDQ-UHFFFAOYSA-N trimethoxy-(2-trimethoxysilylphenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1[Si](OC)(OC)OC KNYWDHFOQZZIDQ-UHFFFAOYSA-N 0.000 description 1
- KDPLCLSJIVKFNJ-UHFFFAOYSA-N trimethoxy-(4-methyl-7-trimethoxysilylheptyl)silane Chemical compound CO[Si](OC)(OC)CCCC(C)CCC[Si](OC)(OC)OC KDPLCLSJIVKFNJ-UHFFFAOYSA-N 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- LQZHZFUSFHLGHE-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)propyl]silane Chemical compound C1C(C(C)C[Si](OC)(OC)OC)CCC2OC21 LQZHZFUSFHLGHE-UHFFFAOYSA-N 0.000 description 1
- ZQPNGHDNBNMPON-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)butyl]silane Chemical compound CO[Si](OC)(OC)CCC(C)OCC1CO1 ZQPNGHDNBNMPON-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- PZJJKWKADRNWSW-UHFFFAOYSA-N trimethoxysilicon Chemical group CO[Si](OC)OC PZJJKWKADRNWSW-UHFFFAOYSA-N 0.000 description 1
- FPKMSRRUOFZBQR-UHFFFAOYSA-N triphenoxymethylsilane Chemical compound O(C1=CC=CC=C1)C(OC1=CC=CC=C1)(OC1=CC=CC=C1)[SiH3] FPKMSRRUOFZBQR-UHFFFAOYSA-N 0.000 description 1
- AMJYHMCHKZQLAY-UHFFFAOYSA-N tris(2-isocyanatophenoxy)-sulfanylidene-$l^{5}-phosphane Chemical compound O=C=NC1=CC=CC=C1OP(=S)(OC=1C(=CC=CC=1)N=C=O)OC1=CC=CC=C1N=C=O AMJYHMCHKZQLAY-UHFFFAOYSA-N 0.000 description 1
- 150000003672 ureas Chemical class 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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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Tires In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
一般式(I)
一般式(II)
一般式(III):
一般式(VI): ZYE
得られた加硫ゴムサンプルの転がり抵抗を、転がり抵抗の指標であることが知られている損失正接tanδ(60℃)により評価した。tanδ(60℃)は、東洋精機製作所社製粘弾性スペクトロメーターを用いて、初期歪み10%、振幅±2%、周波数20Hz、温度60℃の条件下で測定した。得られた結果は比較例1を100とする指数として、表1〜3に示した。この指数が小さいほどtanδ(60℃)が小さく低発熱であり、空気入りタイヤにしたとき転がり抵抗が小さく燃費性能が優れることを意味する。
得られた加硫ゴムサンプルの耐摩耗性を、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、比較例1の値の逆数を100とする指数として、表1〜3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。
得られた空気入りタイヤをリムサイズ7×Jのホイールに組付け、国産2.5リットルクラスの試験車両に装着し、空気圧230kPaの条件で乾燥路面からなる1周2.6kmのテストコースを実車走行させ、そのときの操縦安定性を専門パネラー3名による感応評価により採点した。得られた結果は比較例1を100とする指数として、表1〜3に示した。この指数が大きいほど乾燥路面における操縦安定性が優れていることを意味する。
・変性S−SBR1:変性共役ジエン系重合体ゴム、芳香族ビニル単位含有量が42重量%、ビニル単位含有量が32重量%、重量平均分子量(Mw)が75万、Tgが−25℃、ゴム成分100重量部に対しオイル分25重量部を含む油展品、以下の製造方法により調製した末端変性溶液重合スチレンブタジエンゴム。
窒素置換された内容量10Lのオートクレーブ反応器に、シクロヘキサン4533g、スチレン338.9g(3.254mol)、ブタジエン468.0g(8.652mol)、イソプレン20.0g(0.294mol)およびN,N,N′,N′−テトラメチルエチレンジアミン0.189mL(1.271mmol)を仕込み、攪拌を開始した。反応容器内の内容物の温度を50℃にした後、n−ブチルリチウム5.061mL(7.945mmol)を添加した。重合転化率がほぼ100%に到達した後、さらにイソプレン12.0gを添加して5分間反応させた後、1,6−ビス(トリクロロシリル)ヘキサンの40wt%トルエン溶液0.281g(0.318mmol)を添加し、30分間反応させた。さらに、下記に示すポリオルガノシロキサンAの40wt%キシレン溶液18.3g(0.318mmol)を添加し、30分間反応させた。メタノール0.5mLを添加して30分間攪拌した。得られたポリマー溶液に老化防止剤(イルガノックス1520、BASF社製)を少量添加し、伸展油としてフッコールエラミック30(新日本石油(株)製)を25部添加した後、スチームストリッピング法により固体状のゴムを回収した。得られた固体ゴムをロールにより脱水し、乾燥機中で乾燥を行い、変性S−SBR1を得た。
・変性S−SBR3:末端変性溶液重合スチレンブタジエンゴム、芳香族ビニル単位含有量が37重量%、ビニル単位含有量が43重量%、重量平均分子量(Mw)が120万、Tgが−27℃、旭化成ケミカルズ社製タフデン E581、ゴム成分100重量部に対しオイル分37.5重量部を含む油展品
・変性S−SBR4:末端変性溶液重合スチレンブタジエンゴム、芳香族ビニル単位含有量が39重量%、ビニル単位含有量が45重量%、重量平均分子量(Mw)が80万、Tgが−26℃、旭化成ケミカルズ社製タフデン E580、ゴム成分100重量部に対しオイル分37.5重量部を含む油展品
〔変性S−SBR5の製造方法〕
窒素置換された内容量10Lのオートクレーブ反応器に、シクロヘキサン4550g、スチレン341.1g(3.275mol)、ブタジエン459.9g(8.502mol)、イソプレン20.0g(0.294mol)およびN,N,N′,N′―テトラメチルエチレンジアミン0.190mL(1.277mmol)を仕込み、攪拌を開始した。反応容器内の内容物の温度を50℃にした後、n−ブチルリチウム5.062mL(7.946mmol)を添加した。重合転化率がほぼ100%に到達した後、さらにイソプレン12.0gを添加して5分間反応させた後、1,6−ビス(トリクロロシリル)ヘキサンの40wt%トルエン溶液0.283g(0.320mmol)を添加し、30分間反応させた。さらに下記に示すポリオルガノシロキサンBの40wt%キシレン溶液19.0g(0.330mmol)を添加し、30分間反応させた。メタノール0.5mLを添加して30分間攪拌した。得られたポリマー溶液に老化防止剤(イルガノックス1520、BASF社製)を少量添加し、伸展油としてフッコールエラミック30(新日本石油(株)製)を25部添加した後、スチームストリッピング法により固体状のゴムを回収した。得られた固体ゴムをロールにより脱水し、乾燥機中で乾燥を行い、変性S−SBR5を得た。
ポリオルガノシロキサンB; 前記一般式(II)の構造を有するポリオルガノシロキサンであって、R9〜R16がそれぞれメチル基(−CH3)、X5〜X8がそれぞれ前記式(VIII)で表される炭化水素基であるポリオルガノシロキサン
窒素置換された内容量10Lのオートクレーブ反応器に、シクロヘキサン4542g、スチレン339.2g(3.257mol)、ブタジエン462.8g(8.556mol)、イソプレン20.0g(0.294mol)およびN,N,N′,N′―テトラメチルエチレンジアミン0.188mL(1.264mmol)を仕込み、攪拌を開始した。反応容器内の内容物の温度を50℃にした後、n−ブチルリチウム5.059mL(7.942mmol)を添加した。重合転化率がほぼ100%に到達した後、さらにイソプレン12.0gを添加して5分間反応させた後、1,6−ビス(トリクロロシリル)ヘキサンの40wt%トルエン溶液0.283g(0.320mmol)を添加し、30分間反応させた。さらに下記に示すポリオルガノシロキサンCの40wt%キシレン溶液19.2g(0.333mmol)を添加し、30分間反応させた。メタノール0.5mLを添加して30分間攪拌した。得られたポリマー溶液に老化防止剤(イルガノックス1520、BASF社製)を少量添加し、伸展油としてフッコールエラミック30(新日本石油(株)製)を25部添加した後、スチームストリッピング法により固体状のゴムを回収した。得られた固体ゴムをロールにより脱水し、乾燥機中で乾燥を行い、変性S−SBR6を得た。
ポリオルガノシロキサンC; 前記一般式(III)の構造を有するポリオルガノシロキサンであって、s=2、R17〜R19がそれぞれメチル基(−CH3)、X9〜X11がそれぞれ前記式(VIII)で表される炭化水素基であるポリオルガノシロキサン
窒素置換された内容量10Lのオートクレーブ反応器に、シクロヘキサン4541g、スチレン277.6g(2.665mol)、ブタジエン523.1g(9.671mol)、イソプレン20.0g(0.294mol)およびN,N,N′,N′―テトラメチルエチレンジアミン0.175mL(1.178mmol)を仕込み、攪拌を開始した。反応容器内の内容物の温度を50℃にした後、n−ブチルリチウム4.984mL(7.824mmol)を添加した。重合転化率がほぼ100%に到達した後、さらにイソプレン12.0gを添加して5分間反応させた後、1,6−ビス(トリクロロシリル)ヘキサンの40wt%トルエン溶液0.273g(0.327mmol)を添加し、30分間反応させた。さらに、上述したポリオルガノシロキサンAの40wt%キシレン溶液18.1g(0.314mmol)を添加し、30分間反応させた。メタノール0.5mLを添加して30分間攪拌した。得られたポリマー溶液に老化防止剤(イルガノックス1520、BASF社製)を少量添加し、伸展油としてフッコールエラミック30(新日本石油(株)製)を25部添加した後、スチームストリッピング法により固体状のゴムを回収した。得られた固体ゴムをロールにより脱水し、乾燥機中で乾燥を行い、変性S−SBR7を得た。
・E−SBR:乳化重合スチレンブタジエンゴム、芳香族ビニル単位含有量が25重量%、ビニル単位含有量が15重量%、重量平均分子量(Mw)が60万、Tgが−51℃、日本ゼオン社製Nipol 1723、ゴム成分100重量部に対しオイル分37.5重量部を含む油展品
・シリカ1:Rhodia社製Zeosil 115GR、CTAB吸着比表面積106m2/g、DBP/CTAB=1.722
シリカ2の製造方法は、1m3の反応容器に181Lのケイ酸ナトリウム水溶液(SiO2濃度:10g/L、モル比:SiO2/Na2O=3.41)を投入し、90℃に昇温した。次いで、22%硫酸83Lとケイ酸ナトリウム水溶液(SiO2濃度:90g/L、モル比:SiO2/Na2O=3.41)495Lを同時に174分かけて投入した。15分間熟成後、22%硫酸16Lを34分かけて投入した。この反応は反応液温度を90℃に保持し、反応液を常時攪拌しながら行い、最終的に反応液のpHが3.0のシリカスラリーを得た。これをフィルタープレスでろ過、水洗し、シリカ湿ケークを乾燥し、試作シリカ(シリカ2)を得た。
シリカ3の製造方法は、1m3の反応容器に158Lのケイ酸ナトリウム水溶液(SiO2濃度:10g/L、モル比:SiO2/Na2O=3.41)を投入し、90℃に昇温した。次いで、22%硫酸88Lとケイ酸ナトリウム水溶液(SiO2濃度:90g/L、モル比:SiO2/Na2O=3.41)522Lを同時に197分かけて投入した。10分間熟成後、22%硫酸17Lを40分かけて投入した。この反応は反応液温度を90℃に保持し、反応液を常時攪拌しながら行い、最終的に反応液のpHが3.1のシリカスラリーを得た。これをフィルタープレスでろ過、水洗し、シリカ湿ケークを乾燥し、試作シリカ(シリカ3)を得た。
シリカ4の製造方法は、1m3の反応容器に132Lのケイ酸ナトリウム水溶液(SiO2濃度:10g/L、モル比:SiO2/Na2O=3.41)を投入し、90℃に昇温した。次いで、22%硫酸93Lとケイ酸ナトリウム水溶液(SiO2濃度:90g/L、モル比:SiO2/Na2O=3.41)552Lを同時に221分かけて投入した。10分間熟成後、22%硫酸17Lを42分かけて投入した。この反応は反応液温度を90℃に保持し、反応液を常時攪拌しながら行い、最終的に反応液のpHが3.3のシリカスラリーを得た。これをフィルタープレスでろ過、水洗し、シリカ湿ケークを乾燥し、試作シリカ(シリカ4)を得た。
シリカ5の製造方法は、1m3の反応容器に194Lのケイ酸ナトリウム水溶液(SiO2濃度:10g/L、モル比:SiO2/Na2O=3.41)を投入し、90℃に昇温した。次いで、22%硫酸81Lとケイ酸ナトリウム水溶液(SiO2濃度:90g/L、モル比:SiO2/Na2O=3.41)481Lを同時に163分かけて投入した。10分間熟成後、22%硫酸16Lを33分かけて投入した。この反応は反応液温度を90℃に保持し、反応液を常時攪拌しながら行い、最終的に反応液のpHが2.9のシリカスラリーを得た。これをフィルタープレスでろ過、水洗し、シリカ湿ケークを乾燥し、試作シリカ(シリカ5)を得た。
・シランカップリング剤:エボニックデグサ社製Si69
・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:日油社製ビーズステアリン酸YR
・老化防止剤:フレキシス社製サントフレックス6PPD
・ワックス:大内新興化学工業社製サンノック
・加工助剤:SCHILL&SEILACHER Gmbh.&CO.製STRUKTOL A50P
・硫黄:鶴見化学工業社製金華印油入微粉硫黄
・加硫促進剤1:加硫促進剤CBS、大内新興化学工業社製ノクセラーCZ−G
・加硫促進剤2:加硫促進剤DPG、大内新興化学工業社製ノクセラーD
12 トレッドゴム層
Claims (4)
- 変性共役ジエン系重合体ゴムを30重量%以上含むジエン系ゴム100重量部に対し、充填剤を30〜120重量部配合すると共に、前記充填剤がシリカを50重量%以上含み、該シリカが、CTAB比表面積(CTAB)が80〜110m2/g、このCTABに対するDBP吸収量(DBP;単位ml/100g)の比(DBP/CTAB)が1.755以上であるシリカを含み、かつ前記変性共役ジエン系重合体ゴムが、有機活性金属化合物を開始剤として含む共役ジエン系単量体と芳香族ビニル単量体との共重合体であり、その活性共役ジエン系重合体鎖に反応したポリオルガノシロキサン化合物からなる末端変性基を有し、該末端変性基がシリカとの相互作用を有する官能基を含むと共に、この変性共役ジエン系重合体ゴムの芳香族ビニル単位含有量が38〜48重量%、ビニル単位含有量が20〜35%、重量平均分子量が60万〜100万であることを特徴とするタイヤトレッド用ゴム組成物。
- 前記ポリオルガノシロキサン化合物が、下記一般式(I)〜(III)から選ばれる少なくとも1種類のポリオルガノシロキサン化合物を含むことを特徴とする請求項1に記載のタイヤトレッド用ゴム組成物。
- 前記シリカが、前記CTAB比表面積(CTAB)が80〜100m2/gであることを特徴とする請求項1又は2に記載のタイヤトレッド用ゴム組成物
- 請求項1,2又は3に記載のタイヤトレッド用ゴム組成物を使用した空気入りタイヤ。
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