CN104024317A - 包含封端的巯基硅烷偶联剂的橡胶组合物 - Google Patents
包含封端的巯基硅烷偶联剂的橡胶组合物 Download PDFInfo
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- CN104024317A CN104024317A CN201280061816.4A CN201280061816A CN104024317A CN 104024317 A CN104024317 A CN 104024317A CN 201280061816 A CN201280061816 A CN 201280061816A CN 104024317 A CN104024317 A CN 104024317A
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- 229910052581 Si3N4 Inorganic materials 0.000 description 1
- 229910004298 SiO 2 Inorganic materials 0.000 description 1
- 235000019486 Sunflower oil Nutrition 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 239000000370 acceptor Substances 0.000 description 1
- CSCPPACGZOOCGX-WFGJKAKNSA-N acetone d6 Chemical compound [2H]C([2H])([2H])C(=O)C([2H])([2H])[2H] CSCPPACGZOOCGX-WFGJKAKNSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- IYABWNGZIDDRAK-UHFFFAOYSA-N allene Chemical group C=C=C IYABWNGZIDDRAK-UHFFFAOYSA-N 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- 230000002929 anti-fatigue Effects 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
- 229920003211 cis-1,4-polyisoprene Polymers 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000012230 colorless oil Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- CWAFVXWRGIEBPL-UHFFFAOYSA-N ethoxysilane Chemical class CCO[SiH3] CWAFVXWRGIEBPL-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000003818 flash chromatography Methods 0.000 description 1
- 229910021485 fumed silica Inorganic materials 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 125000005456 glyceride group Chemical group 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229920006270 hydrocarbon resin Polymers 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000012994 industrial processing Methods 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000010068 moulding (rubber) Methods 0.000 description 1
- DEQZTKGFXNUBJL-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)cyclohexanamine Chemical compound C1CCCCC1NSC1=NC2=CC=CC=C2S1 DEQZTKGFXNUBJL-UHFFFAOYSA-N 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-M oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC([O-])=O ZQPPMHVWECSIRJ-KTKRTIGZSA-M 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 150000001282 organosilanes Chemical class 0.000 description 1
- 125000005375 organosiloxane group Chemical group 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 239000010690 paraffinic oil Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 229920003192 poly(bis maleimide) Polymers 0.000 description 1
- 229920002589 poly(vinylethylene) polymer Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 229920006216 polyvinyl aromatic Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- KOUKXHPPRFNWPP-UHFFFAOYSA-N pyrazine-2,5-dicarboxylic acid;hydrate Chemical compound O.OC(=O)C1=CN=C(C(O)=O)C=N1 KOUKXHPPRFNWPP-UHFFFAOYSA-N 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- QEVHRUUCFGRFIF-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C(C5=CC=C(OC)C=C5N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 QEVHRUUCFGRFIF-MDEJGZGSSA-N 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 238000010058 rubber compounding Methods 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 231100000563 toxic property Toxicity 0.000 description 1
- 229920003194 trans-1,4-polybutadiene polymer Polymers 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 230000035899 viability Effects 0.000 description 1
- 229920006163 vinyl copolymer Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
- B60C1/0016—Compositions of the tread
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08C—TREATMENT OR CHEMICAL MODIFICATION OF RUBBERS
- C08C19/00—Chemical modification of rubber
- C08C19/25—Incorporating silicon atoms into the molecule
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/29—Compounds containing one or more carbon-to-nitrogen double bonds
- C08K5/31—Guanidine; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/541—Silicon-containing compounds containing oxygen
- C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
- C08K5/5419—Silicon-containing compounds containing oxygen containing at least one Si—O bond containing at least one Si—C bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/548—Silicon-containing compounds containing sulfur
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L21/00—Compositions of unspecified rubbers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
- C08L2666/04—Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
- C08L2666/08—Homopolymers or copolymers according to C08L7/00 - C08L21/00; Derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1161785A FR2985730B1 (fr) | 2011-12-16 | 2011-12-16 | Composition de caoutchouc comprenant un agent de couplage mercaptosilane bloque |
| FR1161785 | 2011-12-16 | ||
| PCT/EP2012/075229 WO2013087693A1 (fr) | 2011-12-16 | 2012-12-12 | Composition de caoutchouc comprenant un agent de couplage mercaptosilane bloque |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN104024317A true CN104024317A (zh) | 2014-09-03 |
Family
ID=47351676
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201280061816.4A Pending CN104024317A (zh) | 2011-12-16 | 2012-12-12 | 包含封端的巯基硅烷偶联剂的橡胶组合物 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20150005448A1 (enExample) |
| EP (1) | EP2791226A1 (enExample) |
| JP (1) | JP6190383B2 (enExample) |
| CN (1) | CN104024317A (enExample) |
| FR (1) | FR2985730B1 (enExample) |
| WO (1) | WO2013087693A1 (enExample) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107001705A (zh) * | 2014-12-19 | 2017-08-01 | 米其林集团总公司 | 轮胎胎面 |
| CN108136829A (zh) * | 2015-10-09 | 2018-06-08 | 米其林集团总公司 | 具有包含咪唑化合物的组合物的轮胎 |
| CN109422939A (zh) * | 2017-08-30 | 2019-03-05 | 固特异轮胎和橡胶公司 | 充气轮胎 |
| CN111194269A (zh) * | 2017-10-04 | 2020-05-22 | 米其林集团总公司 | 包括偶联剂和烃类树脂的特定组合的橡胶组合物 |
| CN111801336A (zh) * | 2018-03-12 | 2020-10-20 | 大陆轮胎德国有限公司 | 硅烷、含有该硅烷的橡胶混合物以及在至少一个部件中具有该橡胶混合物的车辆轮胎 |
| US11352484B2 (en) | 2017-10-04 | 2022-06-07 | Compagnie Generale Des Etablissements Michelin | Rubber compositions comprising a specific combination of a coupling agent and a hydrocarbon resin |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2016160781A1 (en) * | 2015-03-30 | 2016-10-06 | Kraton Polymers U.S. Llc | Diene rubber composition configured to be vulcanized at lower temperature; and manufacturing process of rubber article |
| DE102015210423A1 (de) | 2015-06-08 | 2016-12-08 | Continental Reifen Deutschland Gmbh | Kautschukmischung und Fahrzeugreifen |
| EP3788101A4 (en) | 2018-05-04 | 2022-01-12 | Bridgestone Americas Tire Operations, LLC | RUBBER COMPOSITION FOR TIRE TREAD |
| EP3788103A4 (en) | 2018-05-04 | 2022-01-12 | Bridgestone Americas Tire Operations, LLC | RUBBER COMPOSITION FOR TIRE TREAD |
| JP2021523260A (ja) | 2018-05-04 | 2021-09-02 | ブリヂストン アメリカズ タイヤ オペレーションズ、 エルエルシー | タイヤトレッドゴム組成物 |
| WO2019213233A1 (en) | 2018-05-04 | 2019-11-07 | Bridgestone Americas Tire Operations, Llc | Tire tread rubber composition |
| US12365787B2 (en) | 2019-05-29 | 2025-07-22 | Bridgestone Americas Tire Operations, Llc | Tire tread rubber composition and related methods |
| US12325797B2 (en) | 2019-05-29 | 2025-06-10 | Bridgestone Americas Tire Operations, Llc | Tire tread rubber composition and related methods |
| WO2020243311A1 (en) | 2019-05-29 | 2020-12-03 | Bridgestone Americas Tire Operations, Llc | Tire tread rubber composition and related methods |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1408715A (zh) * | 2001-09-26 | 2003-04-09 | 德古萨股份公司 | 封端的巯基硅烷 |
| US20110275751A1 (en) * | 2008-12-04 | 2011-11-10 | The Goodyear Tire & Rubber Company | Pneumatic tire with tread |
| US20110294953A1 (en) * | 2008-12-22 | 2011-12-01 | Michelin Recherche Et Technique S.A. | Blocked mercaptosilane coupling agent |
| US20110294915A1 (en) * | 2008-12-22 | 2011-12-01 | Michelin Recherche Et Technique S.A. | Rubber compound containing a blocked mercaptosilane coupling agent |
| US20110306700A1 (en) * | 2008-12-22 | 2011-12-15 | Michelin Recherche Et Technique S.A. | Rubber composition comprising a blocked mercaptosilane coupling agent |
Family Cites Families (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4044037A (en) * | 1974-12-24 | 1977-08-23 | Union Carbide Corporation | Sulfur containing silane coupling agents |
| US4390648A (en) * | 1980-06-11 | 1983-06-28 | Phillips Petroleum Company | Reinforced rubbery composition |
| FR2740778A1 (fr) | 1995-11-07 | 1997-05-09 | Michelin & Cie | Composition de caoutchouc a base de silice et de polymere dienique fonctionalise ayant une fonction silanol terminale |
| CN100469829C (zh) | 1996-04-01 | 2009-03-18 | 卡伯特公司 | 新型弹性体组合物、其制备方法及设备 |
| US6075092A (en) * | 1996-04-17 | 2000-06-13 | Nippon Zeon Co., Ltd. | Rubber composition |
| FR2765882B1 (fr) | 1997-07-11 | 1999-09-03 | Michelin & Cie | Composition de caoutchouc a base de noir de carbone ayant de la silice fixee a sa surface et de polymere dienique fonctionnalise alcoxysilane |
| BR9806096B1 (pt) | 1997-08-21 | 2009-01-13 | mercaptosilano bloqueado; processo para a manufatura de uma borracha com carga; processo para a manufatura de um mercaptosilano bloqueado; composiÇço de borracha; e silano. | |
| DK1537908T3 (da) | 1997-09-30 | 2012-06-18 | Cabot Corp | Blandinger af elastomersammensætning og fremgangsmåde til fremstilling deraf |
| DE69832413T2 (de) | 1997-11-28 | 2006-07-27 | Compagnie Générale des Etablissements Michelin-Michelin & Cie., Clermont-Ferrand | Aluminiumhaltiger, verstärkender füllstoff und diesen enthaltende kautschukzusammensetzung |
| KR20010072070A (ko) | 1999-05-28 | 2001-07-31 | 미첼 롤리에르 | 디엔 탄성중합체 및 강화 산화티탄을 기재로 하는 공기타이어용 고무 조성물 |
| EP1127909B1 (fr) | 2000-02-24 | 2005-03-09 | Société de Technologie Michelin | Composition de caoutchouc vulcanisable, utilisable pour fabriquer un pneumatique, et pneumatique comprenant cette composition |
| JP5462428B2 (ja) | 2000-05-26 | 2014-04-02 | コンパニー ゼネラール デ エタブリッスマン ミシュラン | タイヤトレッドとして使用可能なゴム組成物 |
| KR100820033B1 (ko) | 2000-07-31 | 2008-04-08 | 소시에떼 드 테크놀로지 미쉐린 | 주행 트레드를 갖는 타이어 |
| EP1326871B1 (fr) * | 2000-10-13 | 2006-02-01 | Société de Technologie Michelin | Organosilane polyfonctionnel utilisable comme agent de couplage et son procede d'obtention |
| US6635700B2 (en) | 2000-12-15 | 2003-10-21 | Crompton Corporation | Mineral-filled elastomer compositions |
| EP1360227B1 (fr) | 2001-01-02 | 2007-05-23 | Société de Technologie Michelin | Composition de caoutchouc a base d'elastomere dienique et d'un carbure de silicium renforcant |
| CN1325549C (zh) | 2001-06-28 | 2007-07-11 | 米其林技术公司 | 采用具有非常低比表面积的二氧化硅增强的轮胎胎面 |
| DE60236090D1 (de) | 2001-06-28 | 2010-06-02 | Michelin Soc Tech | Iedriger spezifischer oberfläche |
| ES2254847T3 (es) * | 2001-08-06 | 2006-06-16 | Degussa Ag | Compuestos de organosilicio. |
| BR0116890A (pt) * | 2001-12-21 | 2004-06-22 | Pirelli | Pneu para rodas de veìculos, banda de rodagem de pneu para rodas de veìculos, composição elastomérica, e, produto manufaturado elastomérico reticulado |
| US7301042B2 (en) * | 2002-04-23 | 2007-11-27 | Cruse Richard W | Blocked mercaptosilane hydrolyzates as coupling agents for mineral-filled elastomer compositions |
| FR2841560B1 (fr) | 2002-07-01 | 2006-02-03 | Michelin Soc Tech | Composition de caoutchouc a base d'elastomere dienique et d'un nitrure de silicium renforcant |
| KR101025953B1 (ko) * | 2002-11-04 | 2011-03-30 | 제너럴 일렉트릭 캄파니 | 블로킹된 머캅토실레인 커플링제의 제조 방법 |
| EP1576043B8 (fr) | 2002-12-19 | 2012-08-01 | Compagnie Générale des Etablissements Michelin | Composition de caoutchouc pour pneumatique a base d un aluminosilicate renforcant |
| US6777569B1 (en) * | 2003-03-03 | 2004-08-17 | General Electric Company | Process for the manufacture of blocked mercaptosilanes |
| FR2854404B1 (fr) | 2003-04-29 | 2005-07-01 | Michelin Soc Tech | Procede d'obtention d'un elastomere greffe a groupes fonctionnels le long de la chaine et compositions de caoutchouc |
| JP4455907B2 (ja) * | 2004-03-18 | 2010-04-21 | 東洋ゴム工業株式会社 | 空気入りタイヤ用ゴム組成物及び空気入りタイヤ |
| US7928258B2 (en) * | 2004-08-20 | 2011-04-19 | Momentive Performance Materials Inc. | Cyclic diol-derived blocked mercaptofunctional silane compositions |
| FR2880354B1 (fr) | 2004-12-31 | 2007-03-02 | Michelin Soc Tech | Composition elastomerique renforcee d'une charge de polyvinylaromatique fonctionnalise |
| FR2880349B1 (fr) | 2004-12-31 | 2009-03-06 | Michelin Soc Tech | Nanoparticules de polyvinylaromatique fonctionnalise |
| FR2908410A1 (fr) | 2006-11-10 | 2008-05-16 | Rhodia Recherches & Tech | Procede de preparation d'alcoxysilanes (poly)sulfures et nouveaux produits intermediaires dans ce procede |
| JP5189296B2 (ja) * | 2007-01-11 | 2013-04-24 | 株式会社ブリヂストン | ゴム組成物及びそれを用いた空気入りタイヤ |
| US10023723B2 (en) * | 2007-06-05 | 2018-07-17 | Momentive Performance Materials Inc. | Process for preparing rubber compositions and articles made therefrom |
| JP5507982B2 (ja) * | 2009-12-02 | 2014-05-28 | 住友ゴム工業株式会社 | トレッド用ゴム組成物及び空気入りタイヤ |
| US20120083559A1 (en) * | 2010-09-30 | 2012-04-05 | Nicola Costantini | Pneumatic tire with thread |
-
2011
- 2011-12-16 FR FR1161785A patent/FR2985730B1/fr not_active Expired - Fee Related
-
2012
- 2012-12-12 JP JP2014546482A patent/JP6190383B2/ja not_active Expired - Fee Related
- 2012-12-12 WO PCT/EP2012/075229 patent/WO2013087693A1/fr not_active Ceased
- 2012-12-12 US US14/365,688 patent/US20150005448A1/en not_active Abandoned
- 2012-12-12 EP EP12799197.4A patent/EP2791226A1/fr not_active Withdrawn
- 2012-12-12 CN CN201280061816.4A patent/CN104024317A/zh active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1408715A (zh) * | 2001-09-26 | 2003-04-09 | 德古萨股份公司 | 封端的巯基硅烷 |
| US20110275751A1 (en) * | 2008-12-04 | 2011-11-10 | The Goodyear Tire & Rubber Company | Pneumatic tire with tread |
| US20110294953A1 (en) * | 2008-12-22 | 2011-12-01 | Michelin Recherche Et Technique S.A. | Blocked mercaptosilane coupling agent |
| US20110294915A1 (en) * | 2008-12-22 | 2011-12-01 | Michelin Recherche Et Technique S.A. | Rubber compound containing a blocked mercaptosilane coupling agent |
| US20110306700A1 (en) * | 2008-12-22 | 2011-12-15 | Michelin Recherche Et Technique S.A. | Rubber composition comprising a blocked mercaptosilane coupling agent |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107001705A (zh) * | 2014-12-19 | 2017-08-01 | 米其林集团总公司 | 轮胎胎面 |
| CN107001705B (zh) * | 2014-12-19 | 2019-10-01 | 米其林集团总公司 | 轮胎胎面 |
| CN108136829A (zh) * | 2015-10-09 | 2018-06-08 | 米其林集团总公司 | 具有包含咪唑化合物的组合物的轮胎 |
| CN109422939A (zh) * | 2017-08-30 | 2019-03-05 | 固特异轮胎和橡胶公司 | 充气轮胎 |
| CN111194269A (zh) * | 2017-10-04 | 2020-05-22 | 米其林集团总公司 | 包括偶联剂和烃类树脂的特定组合的橡胶组合物 |
| US11352484B2 (en) | 2017-10-04 | 2022-06-07 | Compagnie Generale Des Etablissements Michelin | Rubber compositions comprising a specific combination of a coupling agent and a hydrocarbon resin |
| US11732117B2 (en) | 2017-10-04 | 2023-08-22 | Compagnie Generale Des Etablissements Michelin | Rubber compositions comprising a specific combination of a coupling agent and a hydrocarbon-based resin |
| CN111801336A (zh) * | 2018-03-12 | 2020-10-20 | 大陆轮胎德国有限公司 | 硅烷、含有该硅烷的橡胶混合物以及在至少一个部件中具有该橡胶混合物的车辆轮胎 |
| US11932753B2 (en) | 2018-03-12 | 2024-03-19 | Continental Reifen Deutschland Gmbh | Silane, rubber mixture containing the silane, and vehicle tire having the rubber mixture in at least one component |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2985730B1 (fr) | 2014-01-10 |
| JP2015502435A (ja) | 2015-01-22 |
| US20150005448A1 (en) | 2015-01-01 |
| EP2791226A1 (fr) | 2014-10-22 |
| JP6190383B2 (ja) | 2017-08-30 |
| FR2985730A1 (fr) | 2013-07-19 |
| WO2013087693A1 (fr) | 2013-06-20 |
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