RU2542228C2 - Каучуковая композиция, содержащая блокированный меркаптосилан в качестве связывающего агента - Google Patents
Каучуковая композиция, содержащая блокированный меркаптосилан в качестве связывающего агента Download PDFInfo
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- RU2542228C2 RU2542228C2 RU2011130528/05A RU2011130528A RU2542228C2 RU 2542228 C2 RU2542228 C2 RU 2542228C2 RU 2011130528/05 A RU2011130528/05 A RU 2011130528/05A RU 2011130528 A RU2011130528 A RU 2011130528A RU 2542228 C2 RU2542228 C2 RU 2542228C2
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- carbon atoms
- elastomer
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- composition
- filler
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- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 title claims abstract description 22
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- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 36
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
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- 238000012512 characterization method Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical compound Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
- 229920003211 cis-1,4-polyisoprene Polymers 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000003818 flash chromatography Methods 0.000 description 1
- 238000009472 formulation 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
- 150000002314 glycerols Chemical class 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- 229940083094 guanine derivative acting on arteriolar smooth muscle Drugs 0.000 description 1
- 229920006270 hydrocarbon resin Polymers 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 150000001247 metal acetylides Chemical class 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 239000012764 mineral filler Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- REEZZSHJLXOIHL-UHFFFAOYSA-N octanoyl chloride Chemical compound CCCCCCCC(Cl)=O REEZZSHJLXOIHL-UHFFFAOYSA-N 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 150000001282 organosilanes Chemical class 0.000 description 1
- SOQBVABWOPYFQZ-UHFFFAOYSA-N oxygen(2-);titanium(4+) Chemical class [O-2].[O-2].[Ti+4] SOQBVABWOPYFQZ-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 1
- 229920002589 poly(vinylethylene) polymer Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 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
- 229920006216 polyvinyl aromatic Polymers 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 239000000843 powder 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
- 230000005855 radiation Effects 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 238000010058 rubber compounding Methods 0.000 description 1
- MMTANLBIKCDAES-UHFFFAOYSA-N s-[3-[ethoxy(dimethyl)silyl]propyl] octanethioate Chemical compound CCCCCCCC(=O)SCCC[Si](C)(C)OCC MMTANLBIKCDAES-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007789 sealing 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
- 239000011780 sodium chloride Substances 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
- 230000009870 specific binding Effects 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 229920003194 trans-1,4-polybutadiene polymer Polymers 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- VTHOKNTVYKTUPI-UHFFFAOYSA-N triethoxy-[3-(3-triethoxysilylpropyltetrasulfanyl)propyl]silane Chemical group CCO[Si](OCC)(OCC)CCCSSSSCCC[Si](OCC)(OCC)OCC VTHOKNTVYKTUPI-UHFFFAOYSA-N 0.000 description 1
- 239000004636 vulcanized rubber Substances 0.000 description 1
- 238000005406 washing Methods 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
-
- 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
- C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
- C08K3/013—Fillers, pigments or reinforcing additives
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
- C08L9/06—Copolymers with styrene
-
- 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
- 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
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
- C08L2205/035—Polymer mixtures characterised by other features containing three or more polymers in a blend containing four or more polymers in a blend
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T152/00—Resilient tires and wheels
- Y10T152/10—Tires, resilient
- Y10T152/10495—Pneumatic tire or inner tube
- Y10T152/10819—Characterized by the structure of the bead portion of the tire
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)
- Compositions Of Macromolecular Compounds (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0858928A FR2940301B1 (fr) | 2008-12-22 | 2008-12-22 | Composition de caoutchouc comportant un agent de couplage mercaptosilane bloque |
| FR0858928 | 2008-12-22 | ||
| PCT/EP2009/067550 WO2010072682A1 (fr) | 2008-12-22 | 2009-12-18 | Composition de caoutchouc comportant un agent de couplage mercaptosilane bloque |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2011130528A RU2011130528A (ru) | 2013-01-27 |
| RU2542228C2 true RU2542228C2 (ru) | 2015-02-20 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2011130528/05A RU2542228C2 (ru) | 2008-12-22 | 2009-12-18 | Каучуковая композиция, содержащая блокированный меркаптосилан в качестве связывающего агента |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US9000092B2 (enExample) |
| EP (1) | EP2379633B1 (enExample) |
| JP (1) | JP5536098B2 (enExample) |
| CN (2) | CN102307942A (enExample) |
| FR (1) | FR2940301B1 (enExample) |
| RU (1) | RU2542228C2 (enExample) |
| WO (1) | WO2010072682A1 (enExample) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9228072B2 (en) * | 2010-10-01 | 2016-01-05 | Bridgestone Corporation | Method for manufacturing rubber composition |
| CN103189423B (zh) * | 2010-10-01 | 2014-12-31 | 株式会社普利司通 | 橡胶组合物的制造方法 |
| US9447262B2 (en) | 2011-03-02 | 2016-09-20 | Momentive Performance Materials Inc. | Rubber composition containing blocked mercaptosilanes and articles made therefrom |
| FR2984326B1 (fr) * | 2011-12-16 | 2014-01-10 | Michelin Soc Tech | Agent de couplage mercaptosilane bloque |
| FR2985730B1 (fr) | 2011-12-16 | 2014-01-10 | Michelin Soc Tech | Composition de caoutchouc comprenant un agent de couplage mercaptosilane bloque |
| FR2999589B1 (fr) * | 2012-12-17 | 2014-12-26 | Michelin & Cie | Pneumatique comportant une composition de caoutchouc comprenant un elastomere epoxyde reticule par un poly-acide carboxylique |
| FR3022548A1 (fr) | 2014-06-18 | 2015-12-25 | Michelin & Cie | Composition de caoutchouc comprenant un elastomere epoxyde reticule par un poly-acide carboxylique |
| FR3033170A1 (fr) * | 2015-02-26 | 2016-09-02 | Michelin & Cie | Composition de caoutchouc dienique a base d'un compose 1,3-dipolaire portant une fonction imidazole et d'un mercaptosilane bloque |
| KR101878260B1 (ko) * | 2016-09-22 | 2018-07-13 | 금호타이어 주식회사 | 타이어 트레드용 고무 조성물 |
| FR3071841A1 (fr) | 2017-10-04 | 2019-04-05 | Compagnie Generale Des Etablissements Michelin | Compositions de caoutchouc comprenant une combinaison specifique d'un agent de couplage et d'une resine hydrocarbonee |
| FR3071842A1 (fr) * | 2017-10-04 | 2019-04-05 | Compagnie Generale Des Etablissements Michelin | Compositions de caoutchouc comprenant une combinaison specifique d'un agent de couplage et d'une resine hydrocarbonee |
| US20210171669A1 (en) * | 2017-11-21 | 2021-06-10 | Compagnie Generale Des Etablissements Michelin | Diene polymer modified by an epoxide group |
| JP2019099709A (ja) * | 2017-12-05 | 2019-06-24 | Ｔｏｙｏ Ｔｉｒｅ株式会社 | ゴム組成物 |
| CN110092963A (zh) * | 2018-01-31 | 2019-08-06 | 中国石油天然气股份有限公司 | 微交联聚乙烯管材及其制备方法 |
| WO2019199835A1 (en) * | 2018-04-11 | 2019-10-17 | Exxonmobil Chemical Patents Inc. | Propylene-based polymer additives for improved tire tread performance |
| US12103334B2 (en) | 2018-05-04 | 2024-10-01 | Bridgestone Americas Tire Operations, Llc | Tire tread rubber composition |
| WO2019213226A1 (en) * | 2018-05-04 | 2019-11-07 | Bridgestone Americas Tire Operations, Llc | Tire tread rubber composition |
| 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 |
| WO2020243308A1 (en) | 2019-05-29 | 2020-12-03 | Bridgestone Americas Tire Operations, Llc | Tire tread rubber composition and related methods |
| WO2020243304A1 (en) | 2019-05-29 | 2020-12-03 | 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 |
| CN111116634A (zh) * | 2019-12-18 | 2020-05-08 | 怡维怡橡胶研究院有限公司 | 一种酰亚胺基封端巯基硅烷偶联剂及其合成方法和应用 |
| CN114213728B (zh) * | 2021-12-28 | 2023-03-28 | 青岛双星轮胎工业有限公司 | 一种轮胎胎面橡胶组合物的制备方法及橡胶组合物 |
| CN118222019B (zh) * | 2024-03-11 | 2025-08-26 | 怡维怡橡胶研究院有限公司 | 不含锌的橡胶组合物、胎面橡胶和其制备方法及应用 |
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| RU2267493C2 (ru) * | 2004-01-15 | 2006-01-10 | Семен Моисеевич Кавун | Блокированный меркаптосилановый сшивающий агент для резиновых смесей с кремнекислотными и минеральными наполнителями |
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| RU2323230C2 (ru) * | 2002-07-09 | 2008-04-27 | Моментив Перформанс Матириалз Инк. | Смеси диоксид кремния-каучук, обладающие улучшенной твердостью |
| US20080161475A1 (en) * | 2006-12-28 | 2008-07-03 | Continental Ag | Tire compositions and components containing free-flowing filler compositions |
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| 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 |
| DE69739057D1 (de) | 1996-04-01 | 2008-12-04 | Cabot Corp | Neue elastomere verbundwerkstoffe, verfahren und vorrichtung zur herstellung derselben |
| 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 |
| CN100473684C (zh) | 1997-09-30 | 2009-04-01 | 卡伯特公司 | 弹性体复合共混料及其制备方法 |
| BR9816214B1 (pt) | 1997-11-28 | 2009-01-13 | dispositivo e processo de medida da velocidade de desaglomeraÇço por ultra-som de uma carga que se apresenta sob a forma de aglomerados de partÍculas. | |
| JP4991063B2 (ja) | 1999-05-28 | 2012-08-01 | ソシエテ ド テクノロジー ミシュラン | ジエンエラストマー及び強化酸化チタンに基づくタイヤ用ゴム組成物 |
| DE60109224T2 (de) | 2000-02-24 | 2006-01-19 | Société de Technologie Michelin | Vulkanisierbare Kautschukmischung zur Herstellung eines Luftreifens und Luft- reifens und Luftreifen, der eine solche Zusammensetzung enthält. |
| JP3714095B2 (ja) | 2000-03-08 | 2005-11-09 | 住友化学株式会社 | ゴム組成物及び加硫ゴム組成物 |
| CN1140570C (zh) | 2000-05-26 | 2004-03-03 | 米其林技术公司 | 可用作轮胎胎面的橡胶组合物 |
| KR100820033B1 (ko) | 2000-07-31 | 2008-04-08 | 소시에떼 드 테크놀로지 미쉐린 | 주행 트레드를 갖는 타이어 |
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| ATE362958T1 (de) | 2001-01-02 | 2007-06-15 | Michelin Soc Tech | Kautschukmischung auf der basis eines dienelastomers und eines verstärkenden siliciumcarbids |
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-
2008
- 2008-12-22 FR FR0858928A patent/FR2940301B1/fr not_active Expired - Fee Related
-
2009
- 2009-12-18 EP EP09795434.1A patent/EP2379633B1/fr not_active Not-in-force
- 2009-12-18 CN CN2009801563665A patent/CN102307942A/zh active Pending
- 2009-12-18 WO PCT/EP2009/067550 patent/WO2010072682A1/fr not_active Ceased
- 2009-12-18 JP JP2011542789A patent/JP5536098B2/ja not_active Expired - Fee Related
- 2009-12-18 RU RU2011130528/05A patent/RU2542228C2/ru not_active IP Right Cessation
- 2009-12-18 US US13/141,206 patent/US9000092B2/en not_active Expired - Fee Related
- 2009-12-18 CN CN201410505879.5A patent/CN104327331A/zh active Pending
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| US20060183866A1 (en) * | 1997-08-21 | 2006-08-17 | Pohl Eric R | Blocked mercaptosilane coupling agents for filled rubbers |
| RU2323230C2 (ru) * | 2002-07-09 | 2008-04-27 | Моментив Перформанс Матириалз Инк. | Смеси диоксид кремния-каучук, обладающие улучшенной твердостью |
| RU2267493C2 (ru) * | 2004-01-15 | 2006-01-10 | Семен Моисеевич Кавун | Блокированный меркаптосилановый сшивающий агент для резиновых смесей с кремнекислотными и минеральными наполнителями |
| US20080161475A1 (en) * | 2006-12-28 | 2008-07-03 | Continental Ag | Tire compositions and components containing free-flowing filler compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2940301B1 (fr) | 2012-07-27 |
| US20110306700A1 (en) | 2011-12-15 |
| EP2379633B1 (fr) | 2014-05-07 |
| EP2379633A1 (fr) | 2011-10-26 |
| RU2011130528A (ru) | 2013-01-27 |
| JP5536098B2 (ja) | 2014-07-02 |
| FR2940301A1 (fr) | 2010-06-25 |
| CN104327331A (zh) | 2015-02-04 |
| CN102307942A (zh) | 2012-01-04 |
| JP2012513514A (ja) | 2012-06-14 |
| WO2010072682A1 (fr) | 2010-07-01 |
| US9000092B2 (en) | 2015-04-07 |
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| Date | Code | Title | Description |
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| MM4A | The patent is invalid due to non-payment of fees |
Effective date: 20171219 |