JP2021185212A - ゴム組成物、タイヤ、及びゴム用低発熱化剤 - Google Patents
ゴム組成物、タイヤ、及びゴム用低発熱化剤 Download PDFInfo
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- JP2021185212A JP2021185212A JP2020090276A JP2020090276A JP2021185212A JP 2021185212 A JP2021185212 A JP 2021185212A JP 2020090276 A JP2020090276 A JP 2020090276A JP 2020090276 A JP2020090276 A JP 2020090276A JP 2021185212 A JP2021185212 A JP 2021185212A
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- rubber
- mass
- hydroxy
- hydrazide
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- 229920001971 elastomer Polymers 0.000 title claims abstract description 78
- 239000005060 rubber Substances 0.000 title claims abstract description 78
- 239000000203 mixture Substances 0.000 title claims abstract description 61
- 239000003795 chemical substances by application Substances 0.000 title claims description 24
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 66
- 150000001875 compounds Chemical class 0.000 claims abstract description 52
- 244000043261 Hevea brasiliensis Species 0.000 claims abstract description 38
- 229920003052 natural elastomer Polymers 0.000 claims abstract description 38
- 229920001194 natural rubber Polymers 0.000 claims abstract description 38
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 32
- 239000006229 carbon black Substances 0.000 claims abstract description 27
- 238000002156 mixing Methods 0.000 claims abstract description 21
- 150000003839 salts Chemical class 0.000 claims abstract description 20
- 125000001424 substituent group Chemical group 0.000 claims description 35
- 229920003244 diene elastomer Polymers 0.000 claims description 26
- 125000003118 aryl group Chemical group 0.000 claims description 17
- 229960001860 salicylate Drugs 0.000 claims description 13
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 125000000623 heterocyclic group Chemical group 0.000 claims description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
- 125000003277 amino group Chemical group 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 239000005062 Polybutadiene Substances 0.000 claims description 7
- 125000002015 acyclic group Chemical group 0.000 claims description 7
- 125000001931 aliphatic group Chemical group 0.000 claims description 7
- 229920002857 polybutadiene Polymers 0.000 claims description 7
- 229920003048 styrene butadiene rubber Polymers 0.000 claims description 7
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
- 229920003049 isoprene rubber Polymers 0.000 claims description 6
- NJCZOGKOPWBZCH-UHFFFAOYSA-N n-(furan-2-ylmethylideneamino)-1-hydroxynaphthalene-2-carboxamide Chemical compound C1=CC2=CC=CC=C2C(O)=C1C(=O)NN=CC1=CC=CO1 NJCZOGKOPWBZCH-UHFFFAOYSA-N 0.000 claims description 5
- 125000004076 pyridyl group Chemical group 0.000 claims description 4
- YNKRALFEAHPYHV-UHFFFAOYSA-N 1-hydroxy-n-(4-methylpentan-2-ylideneamino)naphthalene-2-carboxamide Chemical compound C1=CC=CC2=C(O)C(C(=O)NN=C(C)CC(C)C)=CC=C21 YNKRALFEAHPYHV-UHFFFAOYSA-N 0.000 claims description 3
- HPVHAMSPYACBNI-UHFFFAOYSA-N 1-hydroxy-n-(propan-2-ylideneamino)naphthalene-2-carboxamide Chemical compound C1=CC=CC2=C(O)C(C(=O)NN=C(C)C)=CC=C21 HPVHAMSPYACBNI-UHFFFAOYSA-N 0.000 claims description 3
- BJBFLNKKGYKDFG-UHFFFAOYSA-N 3-hydroxy-n-(propan-2-ylideneamino)naphthalene-2-carboxamide Chemical compound C1=CC=C2C=C(O)C(C(=O)NN=C(C)C)=CC2=C1 BJBFLNKKGYKDFG-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- CFMUQRHQUYZLQW-UHFFFAOYSA-N n-(butan-2-ylideneamino)-3-hydroxynaphthalene-2-carboxamide Chemical compound C1=CC=C2C=C(O)C(C(=O)NN=C(C)CC)=CC2=C1 CFMUQRHQUYZLQW-UHFFFAOYSA-N 0.000 claims description 3
- 230000020169 heat generation Effects 0.000 abstract description 13
- 150000001993 dienes Chemical class 0.000 abstract description 9
- -1 hydrazone compound Chemical class 0.000 description 159
- 239000007822 coupling agent Substances 0.000 description 24
- 239000006087 Silane Coupling Agent Substances 0.000 description 14
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 13
- 238000004073 vulcanization Methods 0.000 description 10
- FDNAQCWUERCJBK-UHFFFAOYSA-N 3-hydroxynaphthalene-2-carbohydrazide Chemical class C1=CC=C2C=C(O)C(C(=O)NN)=CC2=C1 FDNAQCWUERCJBK-UHFFFAOYSA-N 0.000 description 8
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 8
- 238000005096 rolling process Methods 0.000 description 7
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 6
- YXIWHUQXZSMYRE-UHFFFAOYSA-N 1,3-benzothiazole-2-thiol Chemical compound C1=CC=C2SC(S)=NC2=C1 YXIWHUQXZSMYRE-UHFFFAOYSA-N 0.000 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 5
- 239000003112 inhibitor Substances 0.000 description 5
- 229910052717 sulfur Inorganic materials 0.000 description 5
- 239000011593 sulfur Substances 0.000 description 5
- 239000010936 titanium Substances 0.000 description 5
- 229910052719 titanium Inorganic materials 0.000 description 5
- ODIGIKRIUKFKHP-UHFFFAOYSA-N (n-propan-2-yloxycarbonylanilino) acetate Chemical compound CC(C)OC(=O)N(OC(C)=O)C1=CC=CC=C1 ODIGIKRIUKFKHP-UHFFFAOYSA-N 0.000 description 4
- IRIAEXORFWYRCZ-UHFFFAOYSA-N Butylbenzyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 IRIAEXORFWYRCZ-UHFFFAOYSA-N 0.000 description 4
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 4
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 4
- 150000004703 alkoxides Chemical class 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 239000013522 chelant Substances 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000013329 compounding Methods 0.000 description 4
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 4
- JQCXWCOOWVGKMT-UHFFFAOYSA-N diheptyl phthalate Chemical compound CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC JQCXWCOOWVGKMT-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000011256 inorganic filler Substances 0.000 description 4
- 229910003475 inorganic filler Inorganic materials 0.000 description 4
- 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 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 4
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 4
- 125000001399 1,2,3-triazolyl group Chemical group N1N=NC(=C1)* 0.000 description 3
- 125000001376 1,2,4-triazolyl group Chemical group N1N=C(N=C1)* 0.000 description 3
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 3
- JFBIRMIEJBPDTQ-UHFFFAOYSA-N 3,6-dipyridin-2-yl-1,2,4,5-tetrazine Chemical compound N1=CC=CC=C1C1=NN=C(C=2N=CC=CC=2)N=N1 JFBIRMIEJBPDTQ-UHFFFAOYSA-N 0.000 description 3
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 3
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 3
- 239000002174 Styrene-butadiene Substances 0.000 description 3
- 150000004645 aluminates Chemical class 0.000 description 3
- 230000003712 anti-aging effect Effects 0.000 description 3
- 239000011575 calcium Substances 0.000 description 3
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 3
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 238000004898 kneading Methods 0.000 description 3
- 239000000395 magnesium oxide Substances 0.000 description 3
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 3
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 150000001451 organic peroxides Chemical class 0.000 description 3
- 239000004014 plasticizer Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 229960002447 thiram Drugs 0.000 description 3
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 3
- 239000003981 vehicle Substances 0.000 description 3
- 239000011787 zinc oxide Substances 0.000 description 3
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 2
- RYSXWUYLAWPLES-MTOQALJVSA-N (Z)-4-hydroxypent-3-en-2-one titanium Chemical compound [Ti].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O RYSXWUYLAWPLES-MTOQALJVSA-N 0.000 description 2
- YOBOXHGSEJBUPB-MTOQALJVSA-N (z)-4-hydroxypent-3-en-2-one;zirconium Chemical compound [Zr].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O YOBOXHGSEJBUPB-MTOQALJVSA-N 0.000 description 2
- 125000004504 1,2,4-oxadiazolyl group Chemical group 0.000 description 2
- UJPKMTDFFUTLGM-UHFFFAOYSA-N 1-aminoethanol Chemical compound CC(N)O UJPKMTDFFUTLGM-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical group CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 2
- AIFLGMNWQFPTAJ-UHFFFAOYSA-J 2-hydroxypropanoate;titanium(4+) Chemical compound [Ti+4].CC(O)C([O-])=O.CC(O)C([O-])=O.CC(O)C([O-])=O.CC(O)C([O-])=O AIFLGMNWQFPTAJ-UHFFFAOYSA-J 0.000 description 2
- OLXAHCQKLVGQOG-UHFFFAOYSA-N 3,6-dipyridin-3-yl-1,2,4,5-tetrazine Chemical compound C1=CN=CC(C=2N=NC(=NN=2)C=2C=NC=CC=2)=C1 OLXAHCQKLVGQOG-UHFFFAOYSA-N 0.000 description 2
- ALKYHXVLJMQRLQ-UHFFFAOYSA-N 3-Hydroxy-2-naphthoate Chemical compound C1=CC=C2C=C(O)C(C(=O)O)=CC2=C1 ALKYHXVLJMQRLQ-UHFFFAOYSA-N 0.000 description 2
- LZMNXXQIQIHFGC-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propyl 2-methylprop-2-enoate Chemical compound CO[Si](C)(OC)CCCOC(=O)C(C)=C LZMNXXQIQIHFGC-UHFFFAOYSA-N 0.000 description 2
- ASUZTNLCAHONDF-UHFFFAOYSA-N 3-methyl-6-pyridin-2-yl-1,2,4,5-tetrazine Chemical compound N1=NC(C)=NN=C1C1=CC=CC=N1 ASUZTNLCAHONDF-UHFFFAOYSA-N 0.000 description 2
- NYTKXYJNAFBEGZ-UHFFFAOYSA-N 3-methyl-6-pyridin-3-yl-1,2,4,5-tetrazine Chemical compound N1=NC(C)=NN=C1C1=CC=CN=C1 NYTKXYJNAFBEGZ-UHFFFAOYSA-N 0.000 description 2
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 description 2
- 125000004487 4-tetrahydropyranyl group Chemical group [H]C1([H])OC([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-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
- ODINCKMPIJJUCX-UHFFFAOYSA-N Calcium oxide Chemical compound [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 2
- VOWAEIGWURALJQ-UHFFFAOYSA-N Dicyclohexyl phthalate Chemical compound C=1C=CC=C(C(=O)OC2CCCCC2)C=1C(=O)OC1CCCCC1 VOWAEIGWURALJQ-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- AEMRFAOFKBGASW-UHFFFAOYSA-M Glycolate Chemical compound OCC([O-])=O AEMRFAOFKBGASW-UHFFFAOYSA-M 0.000 description 2
- 239000006237 Intermediate SAF Substances 0.000 description 2
- 229920000459 Nitrile rubber Polymers 0.000 description 2
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-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
- 235000021355 Stearic acid Nutrition 0.000 description 2
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 125000004423 acyloxy group Chemical group 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 2
- 125000004414 alkyl thio group Chemical group 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 125000003368 amide group Chemical group 0.000 description 2
- 125000004103 aminoalkyl group Chemical group 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 125000005110 aryl thio group Chemical group 0.000 description 2
- 125000004104 aryloxy group Chemical group 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- ZDWGXBPVPXVXMQ-UHFFFAOYSA-N bis(2-ethylhexyl) nonanedioate Chemical compound CCCCC(CC)COC(=O)CCCCCCCC(=O)OCC(CC)CCCC ZDWGXBPVPXVXMQ-UHFFFAOYSA-N 0.000 description 2
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 2
- 229920001400 block copolymer Polymers 0.000 description 2
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 2
- BSDOQSMQCZQLDV-UHFFFAOYSA-N butan-1-olate;zirconium(4+) Chemical compound [Zr+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] BSDOQSMQCZQLDV-UHFFFAOYSA-N 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000000378 calcium silicate Substances 0.000 description 2
- 229910052918 calcium silicate Inorganic materials 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 125000004181 carboxyalkyl group Chemical group 0.000 description 2
- 239000000306 component Substances 0.000 description 2
- AFZSMODLJJCVPP-UHFFFAOYSA-N dibenzothiazol-2-yl disulfide Chemical compound C1=CC=C2SC(SSC=3SC4=CC=CC=C4N=3)=NC2=C1 AFZSMODLJJCVPP-UHFFFAOYSA-N 0.000 description 2
- JBSLOWBPDRZSMB-BQYQJAHWSA-N dibutyl (e)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C\C(=O)OCCCC JBSLOWBPDRZSMB-BQYQJAHWSA-N 0.000 description 2
- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (z)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 description 2
- PUFGCEQWYLJYNJ-UHFFFAOYSA-N didodecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCCC PUFGCEQWYLJYNJ-UHFFFAOYSA-N 0.000 description 2
- LMBWSYZSUOEYSN-UHFFFAOYSA-N diethyldithiocarbamic acid Chemical compound CCN(CC)C(S)=S LMBWSYZSUOEYSN-UHFFFAOYSA-N 0.000 description 2
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical compound CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 description 2
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 2
- 229960001826 dimethylphthalate Drugs 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- AUZONCFQVSMFAP-UHFFFAOYSA-N disulfiram Chemical compound CCN(CC)C(=S)SSC(=S)N(CC)CC AUZONCFQVSMFAP-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- SBRXLTRZCJVAPH-UHFFFAOYSA-N ethyl(trimethoxy)silane Chemical compound CC[Si](OC)(OC)OC SBRXLTRZCJVAPH-UHFFFAOYSA-N 0.000 description 2
- 239000004088 foaming agent Substances 0.000 description 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000002560 nitrile group Chemical group 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
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- PUZLLMXCHBUACY-UHFFFAOYSA-N s-(2-trimethoxysilylethyl) hexanethioate Chemical compound CCCCCC(=O)SCC[Si](OC)(OC)OC PUZLLMXCHBUACY-UHFFFAOYSA-N 0.000 description 1
- HQELTSCAXGZTKK-UHFFFAOYSA-N s-(2-trimethoxysilylethyl) octanethioate Chemical compound CCCCCCCC(=O)SCC[Si](OC)(OC)OC HQELTSCAXGZTKK-UHFFFAOYSA-N 0.000 description 1
- ASAQWGFTVQFUCM-UHFFFAOYSA-N s-(3-triethoxysilylpropyl) decanethioate Chemical compound CCCCCCCCCC(=O)SCCC[Si](OCC)(OCC)OCC ASAQWGFTVQFUCM-UHFFFAOYSA-N 0.000 description 1
- FJDKAMYMVCUZKT-UHFFFAOYSA-N s-(3-triethoxysilylpropyl) dodecanethioate Chemical compound CCCCCCCCCCCC(=O)SCCC[Si](OCC)(OCC)OCC FJDKAMYMVCUZKT-UHFFFAOYSA-N 0.000 description 1
- HRNWETBDIWJQRN-UHFFFAOYSA-N s-(3-triethoxysilylpropyl) hexanethioate Chemical compound CCCCCC(=O)SCCC[Si](OCC)(OCC)OCC HRNWETBDIWJQRN-UHFFFAOYSA-N 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
- JRGGSZXAQWDRLM-UHFFFAOYSA-N s-(3-trimethoxysilylpropyl) decanethioate Chemical compound CCCCCCCCCC(=O)SCCC[Si](OC)(OC)OC JRGGSZXAQWDRLM-UHFFFAOYSA-N 0.000 description 1
- CIYYUDUAQHJIQC-UHFFFAOYSA-N s-(3-trimethoxysilylpropyl) dodecanethioate Chemical compound CCCCCCCCCCCC(=O)SCCC[Si](OC)(OC)OC CIYYUDUAQHJIQC-UHFFFAOYSA-N 0.000 description 1
- QMGGNJJTVZQBQW-UHFFFAOYSA-N s-(3-trimethoxysilylpropyl) hexanethioate Chemical compound CCCCCC(=O)SCCC[Si](OC)(OC)OC QMGGNJJTVZQBQW-UHFFFAOYSA-N 0.000 description 1
- KHYCKXNQNMBFAU-UHFFFAOYSA-N s-(3-trimethoxysilylpropyl) octanethioate Chemical compound CCCCCCCC(=O)SCCC[Si](OC)(OC)OC KHYCKXNQNMBFAU-UHFFFAOYSA-N 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- WUMSTCDLAYQDNO-UHFFFAOYSA-N triethoxy(hexyl)silane Chemical compound CCCCCC[Si](OCC)(OCC)OCC WUMSTCDLAYQDNO-UHFFFAOYSA-N 0.000 description 1
- ASAOXGWSIOQTDI-UHFFFAOYSA-N triethoxy-[2-(2-triethoxysilylethyltetrasulfanyl)ethyl]silane Chemical compound CCO[Si](OCC)(OCC)CCSSSSCC[Si](OCC)(OCC)OCC ASAOXGWSIOQTDI-UHFFFAOYSA-N 0.000 description 1
- URIYERBJSDIUTC-UHFFFAOYSA-N triethoxy-[2-(2-triethoxysilylethyltrisulfanyl)ethyl]silane Chemical compound CCO[Si](OCC)(OCC)CCSSSCC[Si](OCC)(OCC)OCC URIYERBJSDIUTC-UHFFFAOYSA-N 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
- KLFNHRIZTXWZHT-UHFFFAOYSA-N triethoxy-[3-(3-triethoxysilylpropyltrisulfanyl)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCSSSCCC[Si](OCC)(OCC)OCC KLFNHRIZTXWZHT-UHFFFAOYSA-N 0.000 description 1
- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
- WEAPVABOECTMGR-UHFFFAOYSA-N triethyl 2-acetyloxypropane-1,2,3-tricarboxylate Chemical compound CCOC(=O)CC(C(=O)OCC)(OC(C)=O)CC(=O)OCC WEAPVABOECTMGR-UHFFFAOYSA-N 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-O triethylammonium ion Chemical compound CC[NH+](CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-O 0.000 description 1
- XYJRNCYWTVGEEG-UHFFFAOYSA-N trimethoxy(2-methylpropyl)silane Chemical compound CO[Si](OC)(OC)CC(C)C XYJRNCYWTVGEEG-UHFFFAOYSA-N 0.000 description 1
- LFRDHGNFBLIJIY-UHFFFAOYSA-N trimethoxy(prop-2-enyl)silane Chemical compound CO[Si](OC)(OC)CC=C LFRDHGNFBLIJIY-UHFFFAOYSA-N 0.000 description 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 1
- NQRACKNXKKOCJY-UHFFFAOYSA-N trimethoxy-[3-(3-trimethoxysilylpropyldisulfanyl)propyl]silane Chemical compound CO[Si](OC)(OC)CCCSSCCC[Si](OC)(OC)OC NQRACKNXKKOCJY-UHFFFAOYSA-N 0.000 description 1
- JTTSZDBCLAKKAY-UHFFFAOYSA-N trimethoxy-[3-(3-trimethoxysilylpropyltetrasulfanyl)propyl]silane Chemical compound CO[Si](OC)(OC)CCCSSSSCCC[Si](OC)(OC)OC JTTSZDBCLAKKAY-UHFFFAOYSA-N 0.000 description 1
- KOFGNZOFJYBHIN-UHFFFAOYSA-N trimethoxy-[3-(3-trimethoxysilylpropyltrisulfanyl)propyl]silane Chemical compound CO[Si](OC)(OC)CCCSSSCCC[Si](OC)(OC)OC KOFGNZOFJYBHIN-UHFFFAOYSA-N 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000004636 vulcanized rubber Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
- RKQOSDAEEGPRER-UHFFFAOYSA-L zinc diethyldithiocarbamate Chemical compound [Zn+2].CCN(CC)C([S-])=S.CCN(CC)C([S-])=S RKQOSDAEEGPRER-UHFFFAOYSA-L 0.000 description 1
- AUMBZPPBWALQRO-UHFFFAOYSA-L zinc;n,n-dibenzylcarbamodithioate Chemical compound [Zn+2].C=1C=CC=CC=1CN(C(=S)[S-])CC1=CC=CC=C1.C=1C=CC=CC=1CN(C(=S)[S-])CC1=CC=CC=C1 AUMBZPPBWALQRO-UHFFFAOYSA-L 0.000 description 1
- JGSUMMPGKPITGK-UHFFFAOYSA-L zinc;n,n-dipentylcarbamodithioate Chemical compound [Zn+2].CCCCCN(C([S-])=S)CCCCC.CCCCCN(C([S-])=S)CCCCC JGSUMMPGKPITGK-UHFFFAOYSA-L 0.000 description 1
- LAGTXXPOZSLGSF-UHFFFAOYSA-L zinc;n-butyl-n-phenylcarbamodithioate Chemical compound [Zn+2].CCCCN(C([S-])=S)C1=CC=CC=C1.CCCCN(C([S-])=S)C1=CC=CC=C1 LAGTXXPOZSLGSF-UHFFFAOYSA-L 0.000 description 1
- KMNUDJAXRXUZQS-UHFFFAOYSA-L zinc;n-ethyl-n-phenylcarbamodithioate Chemical compound [Zn+2].CCN(C([S-])=S)C1=CC=CC=C1.CCN(C([S-])=S)C1=CC=CC=C1 KMNUDJAXRXUZQS-UHFFFAOYSA-L 0.000 description 1
- XGTKIWKDACDPMK-UHFFFAOYSA-L zinc;n-hexadecyl-n-propan-2-ylcarbamodithioate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCN(C(C)C)C([S-])=S.CCCCCCCCCCCCCCCCN(C(C)C)C([S-])=S XGTKIWKDACDPMK-UHFFFAOYSA-L 0.000 description 1
- XIRMSEKPPCLFNS-UHFFFAOYSA-L zinc;n-octadecyl-n-propan-2-ylcarbamodithioate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCCN(C(C)C)C([S-])=S.CCCCCCCCCCCCCCCCCCN(C(C)C)C([S-])=S XIRMSEKPPCLFNS-UHFFFAOYSA-L 0.000 description 1
- YBKBEKGVHFHCRI-UHFFFAOYSA-L zinc;piperidine-1-carbodithioate Chemical compound [Zn+2].[S-]C(=S)N1CCCCC1.[S-]C(=S)N1CCCCC1 YBKBEKGVHFHCRI-UHFFFAOYSA-L 0.000 description 1
- XKMZOFXGLBYJLS-UHFFFAOYSA-L zinc;prop-2-enoate Chemical compound [Zn+2].[O-]C(=O)C=C.[O-]C(=O)C=C XKMZOFXGLBYJLS-UHFFFAOYSA-L 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
- XJUNLJFOHNHSAR-UHFFFAOYSA-J zirconium(4+);dicarbonate Chemical compound [Zr+4].[O-]C([O-])=O.[O-]C([O-])=O XJUNLJFOHNHSAR-UHFFFAOYSA-J 0.000 description 1
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- Tires In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
項1.
天然ゴム及び合成ジエン系ゴムを含むゴム成分、シリカ、カーボンブラック、下記式(1)で表される化合物又はその塩、並びに下記式(2)で表される化合物を含み、
各成分の配合量が、前記天然ゴム及び前記合成ジエン系ゴムの合計100質量部に対し、
前記シリカが15〜120質量部、
前記カーボンブラックが5〜80質量部、
前記式(1)で表される化合物又はその塩が0.05〜10質量部、
前記式(2)で表される化合物又はその塩が0.05〜10質量部である、ゴム組成物。
項2.
前記天然ゴム及び前記合成ジエン系ゴムの合計100質量%中における前記天然ゴムの含有量が10〜80質量%である、項1に記載の組成物。
項3.
前記合成系ジエン系ゴムが、イソプレンゴム、スチレンブタジエンゴム及びブタジエンゴムからなる群より選択される少なくとも一種である、項1又は2に記載の組成物。
項4.
前記式(1)における複素環基はピリジル基である、項1〜3の何れかに記載の組成物。
項5.
前記式(2)で表される化合物が、N'−(1−メチルエチリデン)サリチル酸ヒドラジド、N'−(1−メチルプロピリデン)サリチル酸ヒドラジド、N'−(1,3−ジメチルブチリデン)サリチル酸ヒドラジド、N'−(2−フリルメチレン)サリチル酸ヒドラジド、1−ヒドロキシ−N'−(1−メチルエチリデン)−2−ナフトエ酸ヒドラジド、1−ヒドロキシ−N'−(1−メチルプロピリデン)−2−ナフトエ酸ヒドラジド、1−ヒドロキシ−N'−(1,3−ジメチルブチリデン)−2−ナフトエ酸ヒドラジド、1−ヒドロキシ−N'−(2−フリルメチレン)−2−ナフトエ酸ヒドラジド、3−ヒドロキシ−N'−(1−メチルエチリデン)−2−ナフトエ酸ヒドラジド、3−ヒドロキシ−N'−(1−メチルプロピリデン)−2−ナフトエ酸ヒドラジド、3−ヒドロキシ−N'−(1,3−ジメチルブチリデン)−2−ナフトエ酸ヒドラジド及びヒドロキシ−N'−(2−フリルメチレン)−2−ナフトエ酸ヒドラジドからなる群から選ばれる少なくとも1種である、項1〜4の何れかに記載の組成物。
項6.
タイヤのトレッド部に使用される、項1〜5の何れかに記載の組成物。
項7.
項1〜6の何れかに記載の組成物を用いて製造されたタイヤ。
項8.
重荷重用である、項7に記載のタイヤ。
項9.
下記式(1)で表される化合物又はその塩、並びに下記式(2)で表される化合物を含む、ゴム用低発熱化剤。
本発明のゴム組成物は、ゴム成分、シリカ、カーボンブラック、後述する式(1)で表される化合物又はその塩、並びに後述する式(2)で表される化合物を含む。本発明のゴム組成物は、従来品と同等レベルの耐久性を有しつつも、より一層優れた低発熱性を有し、タイヤ用のゴム組成物として好適に使用することができる。中でも、高い荷重のかかるトラック、バス、航空機又は産業用車両等のタイヤ用ゴム組成物として好適に使用可能である。
ゴム成分には、天然ゴム及び合成ジエン系ゴムを含む。ゴム成分は、天然ゴム及び合成ジエン系ゴム以外のゴム成分を含んでもよい。ゴム成分100質量%中に、天然ゴム及び合成ジエン系ゴムを合計で70質量%以上含むことが好ましく、80質量%以上含むことがより好ましく、90質量%以上含むことがさらに好ましい。また、ゴム成分が天然ゴム及び合成ジエン系ゴムのみからなることも好ましい。
基は1種又は2種以上が変性合成ジエン系ゴムに含まれていてもよい。
シリカとしては、市販のあらゆるものが使用できる。中でも、湿式シリカ、乾式シリカ、又はコロイダルシリカを使用することが好ましく、湿式シリカを使用することがより好ましい。これらのシリカは、ゴム成分との親和性を向上させるために、シリカの表面が有機処理されていてもよい。
使用するカーボンブラックとしては、特に制限はなく、例えば、市販品のカーボンブラック、Carbon−Silica Dual phase filler等が挙げられる。ゴム成分にカーボンブラックを含有させることにより、ゴムの電気抵抗を下げて、帯電を抑止する効果、さらにゴムの強度を向上させる効果を得ることができる。
本発明の組成物は、下記式(1)で表される化合物又はその塩(以下、単に「テトラジン化合物」ともいう。)を含む。
1,2,4,5−テトラジン、
3,6−ビス(2−ピリジル)−1,2,4,5−テトラジン、
3,6−ビス(3−ピリジル)−1,2,4,5−テトラジン、
3,6−ビス(4−ピリジル)−1,2,4,5−テトラジン、
3,6−ジフェニル−1,2,4,5−テトラジン、
3,6−ジベンジル−1,2,4,5−テトラジン、
3,6−ビス(2−フラニル)−1,2,4,5−テトラジン、
3−メチル−6−(3−ピリジル)−1,2,4,5−テトラジン、
3,6−ビス(3,5−ジメチル−1−ピラゾリル)−1,2,4,5−テトラジン、
3,6−ビス(2−チエニル)−1,2,4,5−テトラジン、
3−メチル−6−(2−ピリジル)−1,2,4,5−テトラジン、
3,6−ビス(4−ヒドロキシフェニル)−1,2,4,5−テトラジン、
3,6−ビス(3−ヒドロキシフェニル)−1,2,4,5−テトラジン、
3,6−ビス(2−ピリミジニル)−1,2,4,5−テトラジン、
3,6−ビス(2−ピラジル)−1,2,4,5−テトラジン等が挙げられる。
中でも、好ましいテトラジン化合物は、3,6−ビス(2−ピリジル)−1,2,4,5−テトラジン、3,6−ビス(3−ピリジル)−1,2,4,5−テトラジン、3,6−ビス(2−フラニル)−1,2,4,5−テトラジン、3−メチル−6−(3−ピリジル)−1,2,4,5−テトラジン、及び3−メチル−6−(2−ピリジル)−1,2,4,5−テトラジンであり、さらに好ましいテトラジン化合物3−ピリジル)−1,2,4,5−テトラジンである。
本発明の組成物は、下記式(2)で表される化合物を含む。尚、本明細書において、当該化合物を、単に「ヒドラジド化合物」ともいう。
本発明のゴム組成物には、上記各成分に加えて、カップリング剤、カーボンブラック及びシリカ以外の無機充填剤、加硫剤、加硫促進剤、加硫促進助剤、老化防止剤、軟化剤、可塑剤、スコーチ防止剤、オゾン防止剤、発泡剤、加硫遅延剤等のゴム業界で通常使用される配合剤を適宜配合することができる。
ラン、3−ラウロイルチオプロピルトリメトキシシラン、2−ヘキサノイルチオエチルトリメトキシシラン、2−オクタノイルチオエチルトリメトキシシラン、2−デカノイルチオエチルトリメトキシシラン、2−ラウロイルチオエチルトリメトキシシラン等を挙げることができる。
本発明のゴム組成物は、特に、タイヤ用途として、タイヤトレッド、アンダートレッド、カーカス、サイドウォール、ビード部等の各部材に用いることができる。
本発明は、上記テトラジン化合物及びヒドラジド化合物を含むゴム用低発熱化剤に関する発明を包含する。
下記表1の工程Aに記載の各成分をその割合(質量部)で混合し、バンバリーミキサーで混合物の最高温度が160℃になるように回転数を調整しながら5分間混練した。
混合物の温度が80℃以下になるまで養生させた後、表1の工程Bに記載の各成分をその割合(質量部)で投入し、混合物の最高温度が110℃以下になるよう調整しながら混練して、各ゴム組成物を製造した。
各実施例及び比較例で作製したゴム組成物(試験組成物)について、粘弾性測定装置(Metravib社製)を使用し、温度40℃、動歪5%、周波数15Hzでtanδを測定し、下記式に基づいて、低発熱性指数を算出した。なお、低発熱性指数の値が大きい程、低発熱性であり、ヒステリシスロスが小さいことを示す。
結果を、表1に示した。
式:
低発熱性指数={(比較例1の試験組成物のtanδ)/(各試験組成物のtanδ)}×100
試験組成物について、JIS K6260に準拠して、デマチャ試験機を用いて、伸長率100%にて繰返し歪を与え、破断に至るまでの回数(破断回数)を測定し、下記式に基づいて、耐久性指数を算出した。指数が大きいほど耐久性に優れることを示す。
結果を、表1に示した。
式:
耐久性指数={(各試験組成物の破断回数)/(比較例1の試験組成物の破断回数)}×100
※2:旭化成株式会社製、商品名「タフデン2000R」
※3:GUANGKEN RUBBER社製、TSR−20
※4:東ソー・シリカ株式会社製、商品名「Nipsil(銘柄AQ)」
※5:Evonik Industries AG製、商品名「Si69」
※6:東海カーボン株式会社製、商品名「#80」
※7:川口化学工業株式会社製、商品名「Antage 6C」
※8:Schill + Seilacher "Struktol" GmbH社製、商品名「ストラクトールHT254」
※9:堺化学工業株式会社製、酸化亜鉛 銘柄「1種」
※10:Sichuan Tianyu Grease Chemical Co., Ltd. 製
※11:3,6−ビス(2−ピリジル)−1,2,4,5−テトラジン、大塚化学株式会社製
※12:3−ヒドロキシ−N'−(1,3−ジメチルブチリデン)−2−ナフトエ酸ヒドラジド、大塚化学株式会社製
※13:大内新興化学工業株式会社製、商品名「ノクセラーD」
※14:大内新興化学工業株式会社製、商品名「ノクセラーCZ−G」
※15:細井化学工業株式会社製、商品名「HK200−5」
Claims (9)
- 天然ゴム及び合成ジエン系ゴムを含むゴム成分、シリカ、カーボンブラック、下記式(1)で表される化合物又はその塩、並びに下記式(2)で表される化合物を含み、
各成分の配合量が、前記天然ゴム及び前記合成ジエン系ゴムの合計100質量部に対し、
前記シリカが15〜120質量部、
前記カーボンブラックが5〜80質量部、
前記式(1)で表される化合物又はその塩が0.05〜10質量部、
前記式(2)で表される化合物又はその塩が0.05〜10質量部である、ゴム組成物。
- 前記天然ゴム及び前記合成ジエン系ゴムの合計100質量%中における前記天然ゴムの含有量が10〜80質量%である、請求項1に記載の組成物。
- 前記合成系ジエン系ゴムが、イソプレンゴム、スチレンブタジエンゴム及びブタジエンゴムからなる群より選択される少なくとも一種である、請求項1又は2に記載の組成物。
- 前記式(1)における複素環基はピリジル基である、請求項1〜3の何れか1項に記載の組成物。
- 前記式(2)で表される化合物が、N'−(1−メチルエチリデン)サリチル酸ヒドラジド、N'−(1−メチルプロピリデン)サリチル酸ヒドラジド、N'−(1,3−ジメチルブチリデン)サリチル酸ヒドラジド、N'−(2−フリルメチレン)サリチル酸ヒドラジド、1−ヒドロキシ−N'−(1−メチルエチリデン)−2−ナフトエ酸ヒドラジド、1−ヒドロキシ−N'−(1−メチルプロピリデン)−2−ナフトエ酸ヒドラジド、1−ヒドロキシ−N'−(1,3−ジメチルブチリデン)−2−ナフトエ酸ヒドラジド、1−ヒドロキシ−N'−(2−フリルメチレン)−2−ナフトエ酸ヒドラジド、3−ヒドロキシ−N'−(1−メチルエチリデン)−2−ナフトエ酸ヒドラジド、3−ヒドロキシ−N'−(1−メチルプロピリデン)−2−ナフトエ酸ヒドラジド、3−ヒドロキシ−N'−(1,3−ジメチルブチリデン)−2−ナフトエ酸ヒドラジド及びヒドロキシ−N'−(2−フリルメチレン)−2−ナフトエ酸ヒドラジドからなる群から選ばれる少なくとも1種である、請求項1〜4の何れか1項に記載の組成物。
- タイヤのトレッド部に使用される、請求項1〜5の何れか1項に記載の組成物。
- 請求項1〜6の何れか1項に記載の組成物を用いて製造されたタイヤ。
- 重荷重用である、請求項7に記載のタイヤ。
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