JP2015007186A - 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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- JP2015007186A JP2015007186A JP2013132856A JP2013132856A JP2015007186A JP 2015007186 A JP2015007186 A JP 2015007186A JP 2013132856 A JP2013132856 A JP 2013132856A JP 2013132856 A JP2013132856 A JP 2013132856A JP 2015007186 A JP2015007186 A JP 2015007186A
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- rubber
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- 229920001971 elastomer Polymers 0.000 title claims abstract description 56
- 239000005060 rubber Substances 0.000 title claims abstract description 56
- 239000000203 mixture Substances 0.000 title claims abstract description 48
- 229920003244 diene elastomer Polymers 0.000 claims abstract description 46
- 239000012763 reinforcing filler Substances 0.000 claims abstract description 29
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 29
- 150000003464 sulfur compounds Chemical class 0.000 claims abstract description 28
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 6
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 69
- 238000002156 mixing Methods 0.000 claims description 33
- 239000000377 silicon dioxide Substances 0.000 claims description 33
- 239000006229 carbon black Substances 0.000 claims description 26
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims description 24
- 239000011593 sulfur Substances 0.000 claims description 24
- 150000001875 compounds Chemical class 0.000 claims description 19
- 125000003342 alkenyl group Chemical group 0.000 claims description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 125000002947 alkylene group Chemical group 0.000 claims description 10
- 125000006165 cyclic alkyl group Chemical group 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 125000003277 amino group Chemical group 0.000 claims description 6
- 125000000524 functional group Chemical group 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 230000008569 process Effects 0.000 claims description 5
- 125000005103 alkyl silyl group Chemical group 0.000 claims description 4
- 125000005370 alkoxysilyl group Chemical group 0.000 claims description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 125000003700 epoxy group Chemical group 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 abstract description 3
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 abstract 1
- -1 sulfide compound Chemical class 0.000 description 31
- 150000003254 radicals Chemical class 0.000 description 22
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- 239000006087 Silane Coupling Agent Substances 0.000 description 16
- 230000032683 aging Effects 0.000 description 15
- 238000013329 compounding Methods 0.000 description 15
- 230000000694 effects Effects 0.000 description 15
- 125000000623 heterocyclic group Chemical group 0.000 description 14
- SUVIGLJNEAMWEG-UHFFFAOYSA-N propane-1-thiol Chemical compound CCCS SUVIGLJNEAMWEG-UHFFFAOYSA-N 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 11
- 238000004898 kneading Methods 0.000 description 10
- 238000004073 vulcanization Methods 0.000 description 10
- 125000003118 aryl group Chemical group 0.000 description 8
- CETBSQOFQKLHHZ-UHFFFAOYSA-N Diethyl disulfide Chemical compound CCSSCC CETBSQOFQKLHHZ-UHFFFAOYSA-N 0.000 description 7
- 244000043261 Hevea brasiliensis Species 0.000 description 7
- 239000005062 Polybutadiene Substances 0.000 description 7
- 239000002253 acid Substances 0.000 description 7
- 229920003052 natural elastomer Polymers 0.000 description 7
- 229920001194 natural rubber Polymers 0.000 description 7
- 229920002857 polybutadiene Polymers 0.000 description 7
- 229920003048 styrene butadiene rubber Polymers 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- 239000002174 Styrene-butadiene Substances 0.000 description 6
- 230000003712 anti-aging effect Effects 0.000 description 6
- WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- DNJIEGIFACGWOD-UHFFFAOYSA-N ethanethiol Chemical compound CCS DNJIEGIFACGWOD-UHFFFAOYSA-N 0.000 description 6
- 230000006872 improvement Effects 0.000 description 6
- 238000005299 abrasion Methods 0.000 description 5
- 229920003049 isoprene rubber Polymers 0.000 description 5
- CDAWCLOXVUBKRW-UHFFFAOYSA-N ortho-hydroxyaniline Natural products NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 5
- 230000009257 reactivity Effects 0.000 description 5
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- 229920000459 Nitrile rubber Polymers 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 4
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- 125000000101 thioether group Chemical group 0.000 description 4
- XFSWEOBOOZNZKZ-UHFFFAOYSA-N (ethyltetrasulfanyl)ethane Chemical compound CCSSSSCC XFSWEOBOOZNZKZ-UHFFFAOYSA-N 0.000 description 3
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical class NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 3
- PMBXCGGQNSVESQ-UHFFFAOYSA-N 1-Hexanethiol Chemical compound CCCCCCS PMBXCGGQNSVESQ-UHFFFAOYSA-N 0.000 description 3
- ZRKMQKLGEQPLNS-UHFFFAOYSA-N 1-Pentanethiol Chemical compound CCCCCS ZRKMQKLGEQPLNS-UHFFFAOYSA-N 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000004594 Masterbatch (MB) Substances 0.000 description 3
- 235000021355 Stearic acid Nutrition 0.000 description 3
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 3
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000007822 coupling agent Substances 0.000 description 3
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 238000005096 rolling process Methods 0.000 description 3
- 125000005372 silanol group Chemical group 0.000 description 3
- 239000008117 stearic acid Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 description 2
- YCLSOMLVSHPPFV-UHFFFAOYSA-N 3-(2-carboxyethyldisulfanyl)propanoic acid Chemical compound OC(=O)CCSSCCC(O)=O YCLSOMLVSHPPFV-UHFFFAOYSA-N 0.000 description 2
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229920005549 butyl rubber Polymers 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000003776 cleavage reaction Methods 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- 229920001084 poly(chloroprene) Polymers 0.000 description 2
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000007017 scission Effects 0.000 description 2
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 2
- 229940052367 sulfur,colloidal Drugs 0.000 description 2
- 238000005987 sulfurization reaction Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 125000001302 tertiary amino group Chemical group 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 description 2
- 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 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 235000014692 zinc oxide Nutrition 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- GJPDBURPGLWRPW-UHFFFAOYSA-N 1-(hexyldisulfanyl)hexane Chemical compound CCCCCCSSCCCCCC GJPDBURPGLWRPW-UHFFFAOYSA-N 0.000 description 1
- YSQZSPCQDXHJDJ-UHFFFAOYSA-N 1-(pentyldisulfanyl)pentane Chemical compound CCCCCSSCCCCC YSQZSPCQDXHJDJ-UHFFFAOYSA-N 0.000 description 1
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- NDKJATAIMQKTPM-UHFFFAOYSA-N 2,3-dimethylbenzenethiol Chemical compound CC1=CC=CC(S)=C1C NDKJATAIMQKTPM-UHFFFAOYSA-N 0.000 description 1
- WMGAOQDSBKBJPT-UHFFFAOYSA-N 2-(2-sulfanyl-2-sulfanylideneethoxy)ethanedithioic acid Chemical compound SC(=S)COCC(S)=S WMGAOQDSBKBJPT-UHFFFAOYSA-N 0.000 description 1
- DLLMHEDYJQACRM-UHFFFAOYSA-N 2-(carboxymethyldisulfanyl)acetic acid Chemical compound OC(=O)CSSCC(O)=O DLLMHEDYJQACRM-UHFFFAOYSA-N 0.000 description 1
- RFCQDOVPMUSZMN-UHFFFAOYSA-N 2-Naphthalenethiol Chemical compound C1=CC=CC2=CC(S)=CC=C21 RFCQDOVPMUSZMN-UHFFFAOYSA-N 0.000 description 1
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- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 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 1
- LJSQFQKUNVCTIA-UHFFFAOYSA-N diethyl sulfide Chemical compound CCSCC LJSQFQKUNVCTIA-UHFFFAOYSA-N 0.000 description 1
- ALVPFGSHPUPROW-UHFFFAOYSA-N dipropyl disulfide Chemical compound CCCSSCCC ALVPFGSHPUPROW-UHFFFAOYSA-N 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 238000005065 mining Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- YGJHOWOEBFBOSF-UHFFFAOYSA-N n-(2-sulfanylphenyl)benzamide Chemical compound SC1=CC=CC=C1NC(=O)C1=CC=CC=C1 YGJHOWOEBFBOSF-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000004151 quinonyl group Chemical group 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- AQSMLSJHYWHNRT-UHFFFAOYSA-N s-(3-trimethoxysilylpropyl) propanethioate Chemical compound CCC(=O)SCCC[Si](OC)(OC)OC AQSMLSJHYWHNRT-UHFFFAOYSA-N 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 238000001179 sorption measurement Methods 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
- TXDNPSYEJHXKMK-UHFFFAOYSA-N sulfanylsilane Chemical compound S[SiH3] TXDNPSYEJHXKMK-UHFFFAOYSA-N 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001981 tert-butyldimethylsilyl group Chemical group [H]C([H])([H])[Si]([H])(C([H])([H])[H])[*]C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- UVZICZIVKIMRNE-UHFFFAOYSA-N thiodiacetic acid Chemical compound OC(=O)CSCC(O)=O UVZICZIVKIMRNE-UHFFFAOYSA-N 0.000 description 1
- 235000019303 thiodipropionic acid Nutrition 0.000 description 1
- 125000005369 trialkoxysilyl group Chemical group 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
- 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
- PTRSAJDNBVXVMV-UHFFFAOYSA-N triethoxy-[4-(4-triethoxysilylbutyldisulfanyl)butyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCCSSCCCC[Si](OCC)(OCC)OCC PTRSAJDNBVXVMV-UHFFFAOYSA-N 0.000 description 1
- JQBSHJQOBJRYIX-UHFFFAOYSA-N trimethoxy-[2-(2-trimethoxysilylethyldisulfanyl)ethyl]silane Chemical compound CO[Si](OC)(OC)CCSSCC[Si](OC)(OC)OC JQBSHJQOBJRYIX-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
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000011240 wet gel Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
Landscapes
- Tires In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
・NR:RSS3号
・SBR:ランクセス社製「VSL5025−0HM」
・変性SBR:アルコキシル基及びアミノ基末端変性溶液重合SBR、JSR(株)製「HPR355」
・BR:JSR(株)製「BR01」
・変性BR:スズカップリングされ、アミノ基が導入されたブタジエンゴム、日本ゼオン(株)製「BR1250H」
・カーボンブラック:HAF、東海カーボン(株)製「シースト3」(N2SA=79m2/g)
・シリカ:エボニック・デグサ社製「Ultrasil VN3」
・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・デグサ社製「Si69」
・オイル:昭和シェル石油(株)製「エキストラクト4号S」
・亜鉛華:三井金属鉱業(株)製「亜鉛華1号」
・ステアリン酸:花王(株)製「ルナックS20」
・老化防止剤:大内新興化学工業(株)製「ノクラック6C」
・ワックス:日本精蝋(株)製「OZOACE0355」
・硫黄:鶴見化学工業(株)製「粉末硫黄」
・加硫促進剤1:住友化学(株)製「ソクシノールCZ」
・加硫促進剤2:大内新興化学工業(株)製「ノクセラーD」
・化合物A:2-メルカプトベンズイミダゾール、大内新興化学工業(株)製「ノクラックMB」
・化合物B:ジ−2−ベンゾチアゾリルジスルフィド、大内新興化学工業(株)製「ノクセラーDM」
・化合物C:2,2’−ビス(ベンズイミダゾリル−2)エチルジスルフィド(特開2013−23610号公報における段落0033の参考例1に従い合成)
・化合物D:2−(ベンズイミダゾリル−2)エタン−1−チオール(下記合成例1)
・しゃく解剤:o,o'-ジベンズアミドジフェニルジスルフィド、大内新興化学工業(株)製「ノクタイザーSS」。
反応容器に4Nの塩酸1000mL、1,2-ジアミノベンゼン108g、3−メルカプトプロピオン酸106gを投入し、撹拌しながら、95℃で12時間反応をさせた。その後、室温にて25%アンモニア水を560mL入れて撹拌した後、析出物を分離し、洗浄、乾燥することにより、反応物150gを得た。得られた反応物につき、1H−NMR及び13C−NMR解析を行い、2−(ベンズイミダゾリル−2)エタン−1−チオールであることを確認した。
下記表1に示した配合(特に示した以外は質量部)に従い、バンバリーミキサーを用いて、実施例及び比較例のタイヤトレッド用ゴム組成物を調製した。詳細には、実施例1では、第1工程においてジエン系ゴムに化合物Cとしゃく解剤を添加混練し(75℃から混練を開始し160℃で排出)、次いで、得られた予備混練物に、第2工程で、硫黄及び加硫促進剤を除く成分を添加混練し(排出温度=160℃)、その後、得られた混合物に、第3工程で、硫黄と加硫促進剤を添加混練して(排出温度=90℃)、ゴム組成物を調製した。実施例2〜5は、実施例1に対し、第1工程で添加する成分を表1の通り変更し、実施例6〜10は、実施例1〜5に対し、第1工程での排出温度を160℃から120℃に変更した。比較例1〜6は第1工程を省略した例である。比較例7〜11は第1工程で配合する成分を変更し、その他は実施例1と同様に調製した例である。
バンバリーミキサーを使用し、下記表2に示す配合(質量部)に従い、第1実施例と同様にしてタイヤトレッド用ゴム組成物を調製した。得られたゴム組成物について、150℃×30分で加硫して試験片を作製し、低発熱性能と耐摩耗性能と耐老化性能を評価した。各評価方法は、第1実施例と同じであるが、いずれも比較例12の値を100とした指数で示した。
Claims (8)
- ジエン系ゴム100質量部に対して、ラジカル発生剤0.01〜3質量部と、下記一般式(1)で表される化合物及び下記一般式(2)で表される化合物からなる群より選択された少なくとも1種の硫黄化合物0.1〜10質量部を予備混合し、得られた予備混合物に、カーボンブラック及びシリカからなる群より選択された少なくとも1種の補強性充填剤10〜120質量部を添加し混合してなるゴム組成物。
- 前記ラジカル発生剤がしゃく解剤であることを特徴とする請求項1記載のゴム組成物。
- 前記ラジカル発生剤が硫黄であることを特徴とする請求項1記載のゴム組成物。
- 前記硫黄化合物が前記一般式(1)で表される化合物であることを特徴とする請求項1〜3のいずれか1項に記載のゴム組成物。
- 前記ジエン系ゴムが、アミノ基、ヒドロキシル基、エポキシ基、アルコキシ基、アルキルシリル基、アルコキシシリル基及びカルボキシル基からなる群から選択された少なくとも1種の官能基で変性された変性ジエン系ゴムを含む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。
- 請求項1〜5のいずれか1項に記載のゴム組成物を用いた空気入りタイヤ。
- ジエン系ゴムに、ラジカル発生剤と、下記一般式(1)で表される化合物及び下記一般式(2)で表される化合物からなる群より選択された少なくとも1種の硫黄化合物を予備混合する工程と、
得られた予備混合物に、カーボンブラック及びシリカからなる群より選択された少なくとも1種の補強性充填剤を添加し混合する工程と、
を含むゴム組成物の製造方法。
- 前記予備混合において、予備混合物の温度が90℃以上140℃未満の温度に達するまで混練り機で混合を行うことを特徴とする請求項7記載のゴム組成物の製造方法。
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JP2015120783A (ja) * | 2013-12-20 | 2015-07-02 | 住友ゴム工業株式会社 | タイヤ |
JP2015129224A (ja) * | 2014-01-08 | 2015-07-16 | 住友ゴム工業株式会社 | タイヤ |
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JP2016204416A (ja) * | 2015-04-15 | 2016-12-08 | 株式会社ブリヂストン | ゴム組成物及び防振ゴム |
JP2016204415A (ja) * | 2015-04-15 | 2016-12-08 | 株式会社ブリヂストン | ゴム組成物及び防振ゴム |
JP2016204417A (ja) * | 2015-04-15 | 2016-12-08 | 株式会社ブリヂストン | ゴム組成物及び防振ゴム |
JP2018080316A (ja) * | 2016-11-10 | 2018-05-24 | 住友ゴム工業株式会社 | ゴム組成物の製造方法 |
JP7046309B2 (ja) | 2016-11-10 | 2022-04-04 | 住友ゴム工業株式会社 | ゴム組成物の製造方法 |
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