JP6625879B2 - ゴム組成物及び空気入りタイヤ - Google Patents
ゴム組成物及び空気入りタイヤ Download PDFInfo
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- JP6625879B2 JP6625879B2 JP2015244425A JP2015244425A JP6625879B2 JP 6625879 B2 JP6625879 B2 JP 6625879B2 JP 2015244425 A JP2015244425 A JP 2015244425A JP 2015244425 A JP2015244425 A JP 2015244425A JP 6625879 B2 JP6625879 B2 JP 6625879B2
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- meth
- acrylate
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- polymer
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- 229920001971 elastomer Polymers 0.000 title claims description 47
- 239000005060 rubber Substances 0.000 title claims description 47
- 239000000203 mixture Substances 0.000 title claims description 33
- 239000010419 fine particle Substances 0.000 claims description 59
- 229920000642 polymer Polymers 0.000 claims description 32
- 229920000058 polyacrylate Polymers 0.000 claims description 28
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 24
- 239000002245 particle Substances 0.000 claims description 22
- 229920003244 diene elastomer Polymers 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- 239000000178 monomer Substances 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- 230000009477 glass transition Effects 0.000 claims description 10
- 125000002947 alkylene group Chemical group 0.000 claims description 8
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- COCLLEMEIJQBAG-UHFFFAOYSA-N 8-methylnonyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C(C)=C COCLLEMEIJQBAG-UHFFFAOYSA-N 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 21
- 230000015572 biosynthetic process Effects 0.000 description 19
- 238000003786 synthesis reaction Methods 0.000 description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 13
- 229920002554 vinyl polymer Polymers 0.000 description 13
- 230000000052 comparative effect Effects 0.000 description 12
- 238000005096 rolling process Methods 0.000 description 12
- 238000000034 method Methods 0.000 description 11
- 238000004073 vulcanization Methods 0.000 description 11
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 10
- 238000002156 mixing Methods 0.000 description 10
- 239000000377 silicon dioxide Substances 0.000 description 10
- 229920001577 copolymer Polymers 0.000 description 9
- 229920003048 styrene butadiene rubber Polymers 0.000 description 9
- CUYMVVXXWOTAGQ-UHFFFAOYSA-N 2,4,6-trimethylheptyl 2-methylprop-2-enoate Chemical compound CC(C)CC(C)CC(C)COC(=O)C(C)=C CUYMVVXXWOTAGQ-UHFFFAOYSA-N 0.000 description 8
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 8
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 8
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 7
- 239000002174 Styrene-butadiene Substances 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000005062 Polybutadiene Substances 0.000 description 6
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 6
- 238000013329 compounding Methods 0.000 description 6
- -1 isononyl Chemical group 0.000 description 6
- 229920002857 polybutadiene Polymers 0.000 description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- 238000004458 analytical method Methods 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 239000012763 reinforcing filler Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 244000043261 Hevea brasiliensis Species 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- 239000006087 Silane Coupling Agent Substances 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 229920003052 natural elastomer Polymers 0.000 description 4
- 229920001194 natural rubber Polymers 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 229920000459 Nitrile rubber Polymers 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 239000012736 aqueous medium Substances 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 230000006866 deterioration Effects 0.000 description 3
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 3
- 238000002296 dynamic light scattering Methods 0.000 description 3
- 238000007720 emulsion polymerization reaction Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000012360 testing method Methods 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
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 229920005549 butyl rubber Polymers 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 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 2
- 150000001993 dienes Chemical class 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 230000001771 impaired effect Effects 0.000 description 2
- 229920003049 isoprene rubber Polymers 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002105 nanoparticle Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 229920001084 poly(chloroprene) Polymers 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- WVAFEFUPWRPQSY-UHFFFAOYSA-N 1,2,3-tris(ethenyl)benzene Chemical compound C=CC1=CC=CC(C=C)=C1C=C WVAFEFUPWRPQSY-UHFFFAOYSA-N 0.000 description 1
- HIACAHMKXQESOV-UHFFFAOYSA-N 1,2-bis(prop-1-en-2-yl)benzene Chemical compound CC(=C)C1=CC=CC=C1C(C)=C HIACAHMKXQESOV-UHFFFAOYSA-N 0.000 description 1
- TUHHNZDBGKJLMZ-UHFFFAOYSA-N 10-methylundecyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCCCCCOC(=O)C(C)=C TUHHNZDBGKJLMZ-UHFFFAOYSA-N 0.000 description 1
- BVQFZORZFCJQGB-UHFFFAOYSA-N 10-methylundecyl prop-2-enoate Chemical compound CC(C)CCCCCCCCCOC(=O)C=C BVQFZORZFCJQGB-UHFFFAOYSA-N 0.000 description 1
- XWQPYRZLNKQZFP-UHFFFAOYSA-N 11-methyldodecyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCCCCCCOC(=O)C(C)=C XWQPYRZLNKQZFP-UHFFFAOYSA-N 0.000 description 1
- NNQPQJLMERNWGN-UHFFFAOYSA-N 11-methyldodecyl prop-2-enoate Chemical compound CC(C)CCCCCCCCCCOC(=O)C=C NNQPQJLMERNWGN-UHFFFAOYSA-N 0.000 description 1
- MRUNBWPNLIPKOT-UHFFFAOYSA-N 12-methyltridecyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCCCCCCCOC(=O)C(C)=C MRUNBWPNLIPKOT-UHFFFAOYSA-N 0.000 description 1
- WLRIOEJDMDJFIK-UHFFFAOYSA-N 12-methyltridecyl prop-2-enoate Chemical compound CC(C)CCCCCCCCCCCOC(=O)C=C WLRIOEJDMDJFIK-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- FWRIVWKMKFGUEH-UHFFFAOYSA-N 2-ethylheptyl prop-2-enoate Chemical compound CCCCCC(CC)COC(=O)C=C FWRIVWKMKFGUEH-UHFFFAOYSA-N 0.000 description 1
- XPQNCCVGADKLSD-UHFFFAOYSA-N 2-ethylpentyl prop-2-enoate Chemical compound CCCC(CC)COC(=O)C=C XPQNCCVGADKLSD-UHFFFAOYSA-N 0.000 description 1
- NCTBYWFEJFTVEL-UHFFFAOYSA-N 2-methylbutyl prop-2-enoate Chemical compound CCC(C)COC(=O)C=C NCTBYWFEJFTVEL-UHFFFAOYSA-N 0.000 description 1
- 125000003229 2-methylhexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- GDQZDVVGPJKEKV-UHFFFAOYSA-N 2-methylpentyl 2-methylprop-2-enoate Chemical compound CCCC(C)COC(=O)C(C)=C GDQZDVVGPJKEKV-UHFFFAOYSA-N 0.000 description 1
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 1
- ULYIFEQRRINMJQ-UHFFFAOYSA-N 3-methylbutyl 2-methylprop-2-enoate Chemical compound CC(C)CCOC(=O)C(C)=C ULYIFEQRRINMJQ-UHFFFAOYSA-N 0.000 description 1
- ZVYGIPWYVVJFRW-UHFFFAOYSA-N 3-methylbutyl prop-2-enoate Chemical compound CC(C)CCOC(=O)C=C ZVYGIPWYVVJFRW-UHFFFAOYSA-N 0.000 description 1
- TZCGFWIYMJNJIO-UHFFFAOYSA-N 4-methylpentyl 2-methylprop-2-enoate Chemical compound CC(C)CCCOC(=O)C(C)=C TZCGFWIYMJNJIO-UHFFFAOYSA-N 0.000 description 1
- BDMYQVMQTKUZNB-UHFFFAOYSA-N 4-methylpentyl prop-2-enoate Chemical compound CC(C)CCCOC(=O)C=C BDMYQVMQTKUZNB-UHFFFAOYSA-N 0.000 description 1
- PBBKPPMXXHOGTE-UHFFFAOYSA-N 5-methylhexyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCOC(=O)C(C)=C PBBKPPMXXHOGTE-UHFFFAOYSA-N 0.000 description 1
- BUIZICPOJVBQGZ-UHFFFAOYSA-N 5-methylhexyl prop-2-enoate Chemical compound CC(C)CCCCOC(=O)C=C BUIZICPOJVBQGZ-UHFFFAOYSA-N 0.000 description 1
- NQSLZEHVGKWKAY-UHFFFAOYSA-N 6-methylheptyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C(C)=C NQSLZEHVGKWKAY-UHFFFAOYSA-N 0.000 description 1
- DXPPIEDUBFUSEZ-UHFFFAOYSA-N 6-methylheptyl prop-2-enoate Chemical compound CC(C)CCCCCOC(=O)C=C DXPPIEDUBFUSEZ-UHFFFAOYSA-N 0.000 description 1
- CUXGDKOCSSIRKK-UHFFFAOYSA-N 7-methyloctyl prop-2-enoate Chemical compound CC(C)CCCCCCOC(=O)C=C CUXGDKOCSSIRKK-UHFFFAOYSA-N 0.000 description 1
- LVGFPWDANALGOY-UHFFFAOYSA-N 8-methylnonyl prop-2-enoate Chemical compound CC(C)CCCCCCCOC(=O)C=C LVGFPWDANALGOY-UHFFFAOYSA-N 0.000 description 1
- ZZCMAAVCSRLUDI-UHFFFAOYSA-N 9-methyldecyl 2-methylprop-2-enoate Chemical compound CC(C)CCCCCCCCOC(=O)C(C)=C ZZCMAAVCSRLUDI-UHFFFAOYSA-N 0.000 description 1
- QQWIPPMMELXTAR-UHFFFAOYSA-N 9-methyldecyl prop-2-enoate Chemical compound CC(C)CCCCCCCCOC(=O)C=C QQWIPPMMELXTAR-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 229910021589 Copper(I) bromide Inorganic materials 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
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- 125000005370 alkoxysilyl group Chemical group 0.000 description 1
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- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 229920006026 co-polymeric resin Polymers 0.000 description 1
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- NKNDPYCGAZPOFS-UHFFFAOYSA-M copper(i) bromide Chemical compound Br[Cu] NKNDPYCGAZPOFS-UHFFFAOYSA-M 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
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- GTBGXKPAKVYEKJ-UHFFFAOYSA-N decyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCOC(=O)C(C)=C GTBGXKPAKVYEKJ-UHFFFAOYSA-N 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
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- 125000005843 halogen group Chemical group 0.000 description 1
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- 229920001519 homopolymer Polymers 0.000 description 1
- DOULWWSSZVEPIN-UHFFFAOYSA-N isoproturon-monodemethyl Chemical compound CNC(=O)NC1=CC=C(C(C)C)C=C1 DOULWWSSZVEPIN-UHFFFAOYSA-N 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
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- 238000000691 measurement method Methods 0.000 description 1
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- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 1
- LKEDKQWWISEKSW-UHFFFAOYSA-N nonyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCOC(=O)C(C)=C LKEDKQWWISEKSW-UHFFFAOYSA-N 0.000 description 1
- MDYPDLBFDATSCF-UHFFFAOYSA-N nonyl prop-2-enoate Chemical compound CCCCCCCCCOC(=O)C=C MDYPDLBFDATSCF-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
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- 235000019198 oils Nutrition 0.000 description 1
- UKODFQOELJFMII-UHFFFAOYSA-N pentamethyldiethylenetriamine Chemical compound CN(C)CCN(C)CCN(C)C UKODFQOELJFMII-UHFFFAOYSA-N 0.000 description 1
- GYDSPAVLTMAXHT-UHFFFAOYSA-N pentyl 2-methylprop-2-enoate Chemical compound CCCCCOC(=O)C(C)=C GYDSPAVLTMAXHT-UHFFFAOYSA-N 0.000 description 1
- ULDDEWDFUNBUCM-UHFFFAOYSA-N pentyl prop-2-enoate Chemical compound CCCCCOC(=O)C=C ULDDEWDFUNBUCM-UHFFFAOYSA-N 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
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- 238000012545 processing Methods 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 239000007870 radical polymerization initiator Substances 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011115 styrene butadiene Substances 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
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- XOALFFJGWSCQEO-UHFFFAOYSA-N tridecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCOC(=O)C=C XOALFFJGWSCQEO-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
- 150000004072 triols Chemical class 0.000 description 1
- RRLMGCBZYFFRED-UHFFFAOYSA-N undecyl prop-2-enoate Chemical compound CCCCCCCCCCCOC(=O)C=C RRLMGCBZYFFRED-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 0.000 description 1
Classifications
-
- 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
- Tires In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
微粒子の平均粒径は、動的光散乱法(DLS)により測定される粒度分布における積算値50%での粒径(50%径:D50)であり、大塚電子株式会社製のダイナミック光散乱光度計「DLS-8000」を用いた光子相関法(JIS Z8826準拠)により測定した(入射光と検出器との角度90°)。
微粒子のTgは、JIS K7121に準拠して示差走査熱量測定(DSC)法により、昇温速度:20℃/分にて測定した(測定温度範囲:−150℃〜150℃)。
15.0gのメタクリル酸2,4,6−トリメチルヘプチル、0.394gのエチレングリコールジメタクリレート、1.91gのドデシル硫酸ナトリウム、120gの水および13.5gのエタノールを混合し、1時間撹拌させることによりモノマーを乳化させ、0.179gの過硫酸カリウムを添加した後、1時間の窒素バブリングを実施し、溶液を70℃で8時間保持した。得られた溶液中へのメタノール添加による凝析により、14.5gの微粒子1を得た(重合転化率(生成量/仕込量):94%)。微粒子1の平均粒径は60nm、Tgは−37℃であった。
15.0gのメタクリル酸2−エチルヘキシル、0.450gのエチレングリコールジメタクリレート、2.18gのドデシル硫酸ナトリウム、0.205gの過硫酸カリウム、120gの水および13.5gのエタノールを用い、合成例1と同様の手法により、14.2gの微粒子2を得た(重合転化率:92%)。微粒子2の平均粒径は58nm、Tgは−10℃であった。微粒子2についての13C−NMR分析の結果、メタクリル酸2−エチルヘキシル由来の式(3)の構成単位が97モル%、EGDM構成単位が3.0モル%であった。
12.0gのメタクリル酸2,4,6−トリメチルヘプチル、2.63gのメタクリル酸2−エチルヘキシル(ここで、メタクリル酸2,4,6−トリメチルヘプチル/メタクリル酸2−エチルヘキシル=80/20(モル比))、0.394gのエチレングリコールジメタクリレート、1.91gのドデシル硫酸ナトリウム、0.179gの過硫酸カリウム、120gの水および13.5gのエタノールを用い、合成例1と同様の手法により、14.0gの微粒子3(重合転化率:93%)を得た。微粒子3の平均粒径は60nm、Tgは−32℃であった。微粒子3についての13C−NMR分析の結果、メタクリル酸2,4,6−トリメチルヘプチル由来の式(2)の構成単位が78モル%、メタクリル酸2−エチルヘキシル由来の式(3)の構成単位が19モル%、EGDM構成単位が3.0モル%であった。
8.0gのメタクリル酸2,4,6−トリメチルヘプチル、7.0gのメタクリル酸2−エチルヘキシル(ここで、メタクリル酸2,4,6−トリメチルヘプチル/メタクリル酸2−エチルヘキシル=50/50(モル比))、0.420gのエチレングリコールジメタクリレート、2.04gのドデシル硫酸ナトリウム、0.191gの過硫酸カリウム、120gの水および13.5gのエタノールを用い、合成例1と同様の手法により、14.5gの微粒子4を得た(重合転化率:94%)。微粒子4の平均粒径は60nm、Tgは−24℃であった。微粒子4についての13C−NMR分析の結果、メタクリル酸2,4,6−トリメチルヘプチル由来の式(2)の構成単位が49モル%、メタクリル酸2−エチルヘキシル由来の式(3)の構成単位が48モル%、EGDM構成単位が3.0モル%であった。
15.0gのメタクリル酸n−ドデシル、0.351gのエチレングリコールジメタクリレート、1.70gのドデシル硫酸ナトリウム、0.159gの過硫酸カリウム、120gの水および13.5gのエタノールを用い、合成例1と同様の手法により、13.8gの微粒子5を得た(重合転化率:90%)。微粒子5の平均粒径は62nm、Tgは−65℃であった。微粒子5についての13C−NMR分析の結果、メタクリル酸n−ドデシル由来の式(1)の構成単位が97モル%、EGDM構成単位が3.0モル%であった。
微粒子1の合成に用いた0.394gのエチレングリコールジメタクリレートの代わりに、0.673gのトリメチロールプロパントリメタクリレートを用いること以外は合成例1と同様の手法により、14.6gの微粒子6を得た(重合転化率:93%)。微粒子6の平均粒径は58nm、Tgは−36℃であった。微粒子6についての13C−NMR分析の結果、式(2)の構成単位が97モル%、トリメチロールプロパントリメタクリレート由来の構成単位が3.0モル%であった。
15.0gのメタクリル酸メチル、0.891gのエチレングリコールジメタクリレート、4.32gのドデシル硫酸ナトリウム、0.405gの過硫酸カリウム、120gの水および13.5gのエタノールを用い、合成例1と同様の手法により微粒子7を得た。微粒子7の平均粒径は60nm、Tgは105℃であった。
15.0gのスチレン、0.856gのエチレングリコールジメタクリレート、4.15gのドデシル硫酸ナトリウム、0.390gの過硫酸カリウム、120gの水および13.5gのエタノールを用い、合成例1と同様の手法により微粒子8を得た。微粒子8の平均粒径は60nm、Tgは100℃であった。
30gのメタクリル酸2,4,6−トリメチルヘプチルと、0.129gの2−ブロモイソ酪酸エチルと、0.115gのN,N,N',N'',N''-ペンタメチルジエチレントリアミンを混合し、1時間窒素バブリングした。その後、反応溶液に0.190gの臭化銅(I)を添加し、70℃で5時間保持した。得られた溶液のメタノールへの再沈精製により、(メタ)アクリレート系重合体(ポリマー3)を得た。ポリマー3のTgは−41℃であった。
ラボミキサーを使用し、下記表1に示す配合(質量部)に従って、まず、第一混合段階で、ジエン系ゴム成分に対し硫黄及び加硫促進剤を除く他の配合剤を添加し混練した(排出温度=160℃)。次いで、得られた混練物に、最終混合段階で、硫黄と加硫促進剤を添加し混練して(排出温度=90℃)、ゴム組成物を調製した。表1中の各成分の詳細は、以下の通りである。
・BR:宇部興産(株)製の「ウベポールBR150B」
・シリカ:東ソー・シリカ(株)製「ニップシールAQ」
・シランカップリング剤:ビス(3−トリエトキシシリルプロピル)テトラスルフィド、エボニック社製「Si69」
・亜鉛華:三井金属鉱業(株)製「亜鉛華1種」
・老化防止剤:大内新興化学工業(株)製「ノクラック6C」
・ステアリン酸:花王(株)製「ルナックS−20」
・硫黄:細井化学工業(株)製「ゴム用粉末硫黄150メッシュ」
・加硫促進剤:大内新興化学工業(株)製「ノクセラーCZ」
・2次加硫促進剤:大内新興化学工業(株)製「ノクセラーD」
・微粒子1〜8:上記合成例1〜8で合成したもの
・ポリマー1:東ソー(株)製、芳香族脂肪族共重合体系石油樹脂「ペトロタック100」
・ポリマー2:クラレ(株)製、液状スチレンブタジエンゴム「クラプレン L−SBR820」
・ポリマー3:上記合成例9で合成したもの
Claims (5)
- 前記(メタ)アクリレート系重合体が、メタクリル酸イソデシルを含むモノマーの重合体である請求項2又は3記載のゴム組成物。
- 請求項1〜4のいずれか1項に記載のゴム組成物を用いて作製された空気入りタイヤ。
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CN201680068608.5A CN108473721B (zh) | 2015-12-15 | 2016-12-14 | 橡胶组合物及充气轮胎 |
PCT/JP2016/005132 WO2017104135A1 (ja) | 2015-12-15 | 2016-12-14 | ゴム組成物及び空気入りタイヤ |
US15/779,941 US10723866B2 (en) | 2015-12-15 | 2016-12-14 | Rubber composition and pneumatic tire |
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