CA2412360A1 - Composition de caoutchouc pour pneumatique comportant un polyorganosiloxane multifonctionnel a titre d'agent de couplage - Google Patents
Composition de caoutchouc pour pneumatique comportant un polyorganosiloxane multifonctionnel a titre d'agent de couplage Download PDFInfo
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- CA2412360A1 CA2412360A1 CA002412360A CA2412360A CA2412360A1 CA 2412360 A1 CA2412360 A1 CA 2412360A1 CA 002412360 A CA002412360 A CA 002412360A CA 2412360 A CA2412360 A CA 2412360A CA 2412360 A1 CA2412360 A1 CA 2412360A1
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- 239000000203 mixture Substances 0.000 title claims abstract description 221
- 229920001971 elastomer Polymers 0.000 title claims abstract description 91
- 239000005060 rubber Substances 0.000 title claims abstract description 58
- 239000007822 coupling agent Substances 0.000 title claims abstract description 43
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 86
- 239000011256 inorganic filler Substances 0.000 claims abstract description 50
- 229910003475 inorganic filler Inorganic materials 0.000 claims abstract description 49
- 229920003049 isoprene rubber Polymers 0.000 claims abstract description 36
- 239000000377 silicon dioxide Substances 0.000 claims abstract description 36
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 26
- 238000004519 manufacturing process Methods 0.000 claims abstract description 23
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 23
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims abstract description 22
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000011593 sulfur Substances 0.000 claims abstract description 21
- 229920001194 natural rubber Polymers 0.000 claims abstract description 20
- 244000043261 Hevea brasiliensis Species 0.000 claims abstract description 17
- 229920003052 natural elastomer Polymers 0.000 claims abstract description 17
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims abstract description 12
- 239000011265 semifinished product Substances 0.000 claims abstract description 12
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- 238000000034 method Methods 0.000 claims description 45
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- 229910052799 carbon Inorganic materials 0.000 claims description 27
- 230000008569 process Effects 0.000 claims description 25
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 18
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
- 239000001257 hydrogen Substances 0.000 claims description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 16
- 239000006229 carbon black Substances 0.000 claims description 16
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- 239000012763 reinforcing filler Substances 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
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- 239000000047 product Substances 0.000 claims description 12
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- 125000005842 heteroatom Chemical group 0.000 claims description 10
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 150000002367 halogens Chemical class 0.000 claims description 8
- 150000002431 hydrogen Chemical class 0.000 claims description 8
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 8
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- 125000003118 aryl group Chemical group 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 230000001186 cumulative effect Effects 0.000 claims description 7
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
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- 230000015572 biosynthetic process Effects 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- JEVCWSUVFOYBFI-UHFFFAOYSA-N cyanyl Chemical compound N#[C] JEVCWSUVFOYBFI-UHFFFAOYSA-N 0.000 claims description 6
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 claims description 6
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 5
- 239000004215 Carbon black (E152) Substances 0.000 claims description 5
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- 125000005843 halogen group Chemical group 0.000 claims description 5
- 229930195733 hydrocarbon Natural products 0.000 claims description 5
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- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 3
- 150000001721 carbon Chemical group 0.000 claims description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000005936 piperidyl group Chemical group 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 125000004104 aryloxy group Chemical group 0.000 claims description 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 229910052737 gold Inorganic materials 0.000 claims description 2
- 239000010931 gold Substances 0.000 claims description 2
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 2
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims 2
- 239000011248 coating agent Substances 0.000 claims 2
- 125000006575 electron-withdrawing group Chemical group 0.000 claims 2
- 125000004434 sulfur atom Chemical group 0.000 claims 2
- 241000352333 Amegilla alpha Species 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 229920003211 cis-1,4-polyisoprene Polymers 0.000 claims 1
- 230000003014 reinforcing effect Effects 0.000 abstract description 49
- 239000002253 acid Substances 0.000 abstract description 23
- 150000003949 imides Chemical class 0.000 abstract description 10
- 125000004185 ester group Chemical group 0.000 abstract 1
- 230000006870 function Effects 0.000 description 81
- 229920003244 diene elastomer Polymers 0.000 description 26
- 150000001282 organosilanes Chemical class 0.000 description 26
- 239000003795 chemical substances by application Substances 0.000 description 25
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 24
- 238000006243 chemical reaction Methods 0.000 description 22
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 21
- 238000010411 cooking Methods 0.000 description 19
- 238000004073 vulcanization Methods 0.000 description 17
- 235000019241 carbon black Nutrition 0.000 description 15
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Inorganic materials [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 15
- 238000012360 testing method Methods 0.000 description 15
- 241001441571 Hiodontidae Species 0.000 description 14
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- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 8
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- 229910018557 Si O Inorganic materials 0.000 description 7
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 7
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- TXDNPSYEJHXKMK-UHFFFAOYSA-N sulfanylsilane Chemical compound S[SiH3] TXDNPSYEJHXKMK-UHFFFAOYSA-N 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
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- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 3
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 3
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- 239000002841 Lewis acid Substances 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical compound ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
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- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 3
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- DEQZTKGFXNUBJL-UHFFFAOYSA-N n-(1,3-benzothiazol-2-ylsulfanyl)cyclohexanamine Chemical compound C1CCCCC1NSC1=NC2=CC=CC=C2S1 DEQZTKGFXNUBJL-UHFFFAOYSA-N 0.000 description 2
- MSRJTTSHWYDFIU-UHFFFAOYSA-N octyltriethoxysilane Chemical compound CCCCCCCC[Si](OCC)(OCC)OCC MSRJTTSHWYDFIU-UHFFFAOYSA-N 0.000 description 2
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
-
- 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
- C08K5/5425—Silicon-containing compounds containing oxygen containing at least one C=C bond
-
- 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
-
- 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
- C08L7/00—Compositions of natural rubber
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- 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
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 |
|---|---|---|---|
| FR0007879 | 2000-06-16 | ||
| FR00/07879 | 2000-06-16 | ||
| PCT/EP2001/006671 WO2001096442A1 (fr) | 2000-06-16 | 2001-06-13 | Composition de caoutchouc pour pneumatique comportant un polyorganosiloxane multifonctionnel a titre d'agent de couplage |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2412360A1 true CA2412360A1 (fr) | 2001-12-20 |
Family
ID=8851462
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002412360A Abandoned CA2412360A1 (fr) | 2000-06-16 | 2001-06-13 | Composition de caoutchouc pour pneumatique comportant un polyorganosiloxane multifonctionnel a titre d'agent de couplage |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US6878768B2 (enExample) |
| EP (1) | EP1297055A1 (enExample) |
| JP (1) | JP5374005B2 (enExample) |
| KR (1) | KR20030010732A (enExample) |
| CN (1) | CN100334135C (enExample) |
| AU (1) | AU2001269070A1 (enExample) |
| BR (1) | BR0111734A (enExample) |
| CA (1) | CA2412360A1 (enExample) |
| MX (1) | MXPA02012423A (enExample) |
| WO (1) | WO2001096442A1 (enExample) |
Families Citing this family (41)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5244280B2 (ja) * | 2000-09-15 | 2013-07-24 | コンパニー ゼネラール デ エタブリッスマン ミシュラン | シトラコンイミド−アルコキシシランをカップリング剤として含むタイヤ用ゴム組成物 |
| US6872769B2 (en) * | 2001-12-04 | 2005-03-29 | The Goodyear Tire & Rubber Company | Tire with silica reinforced carcass ply and/or circumferential carcass belt of a natural rubber-rich, silica reinforcement-rich, rubber composition |
| MY146353A (en) | 2003-06-02 | 2012-08-15 | Bridgestone Corp | Modified natural rubber or modified natural rubber latex, and rubber composition and pneumatic tire |
| US7828889B2 (en) * | 2003-12-18 | 2010-11-09 | The Clorox Company | Treatments and kits for creating transparent renewable surface protective coatings |
| US8034173B2 (en) * | 2003-12-18 | 2011-10-11 | Evonik Degussa Gmbh | Processing compositions and method of forming the same |
| US8974590B2 (en) | 2003-12-18 | 2015-03-10 | The Armor All/Stp Products Company | Treatments and kits for creating renewable surface protective coatings |
| US7186845B2 (en) | 2004-10-20 | 2007-03-06 | Bridgestone Corporation | Polymer-filler coupling additives |
| CN101180344B (zh) * | 2005-03-24 | 2012-01-11 | 株式会社普利司通 | 具有低挥发性有机化合物（voc）释放的配混二氧化硅补强橡胶 |
| FR2886308B1 (fr) * | 2005-05-26 | 2007-07-20 | Rhodia Chimie Sa | Utilisation d'un compose organosilicique fonctionnalise porteur d'au moins une fonction azo activee, comme agent de couplage(charge blanche-elastomere)dans les compositions de caoutchouc comprenant une charge inorganique |
| US7652162B2 (en) * | 2005-12-16 | 2010-01-26 | Momentive Performance Materials Inc. | Polyorganosiloxane composition, and associated method |
| US7776967B2 (en) * | 2005-12-16 | 2010-08-17 | Continental Ag | Polyorganosiloxane composition for use in unsaturated elastomer, article made therefrom, and associated method |
| US7560513B2 (en) * | 2005-12-16 | 2009-07-14 | Continental Ag | Polyorganosiloxane composition for use in unsaturated elastomer, article made therefrom, and associated method |
| US8080605B2 (en) | 2005-12-28 | 2011-12-20 | Bridgestone Corporation | Polymer-filler coupling additives |
| WO2008058114A2 (en) | 2006-11-07 | 2008-05-15 | Cabot Corporation | Carbon blacks having low pah amounts and methods of making same |
| US7915368B2 (en) * | 2007-05-23 | 2011-03-29 | Bridgestone Corporation | Method for making alkoxy-modified silsesquioxanes |
| US8501895B2 (en) * | 2007-05-23 | 2013-08-06 | Bridgestone Corporation | Method for making alkoxy-modified silsesquioxanes and amino alkoxy-modified silsesquioxanes |
| US8962746B2 (en) * | 2007-12-27 | 2015-02-24 | Bridgestone Corporation | Methods of making blocked-mercapto alkoxy-modified silsesquioxane compounds |
| US8097674B2 (en) | 2007-12-31 | 2012-01-17 | Bridgestone Corporation | Amino alkoxy-modified silsesquioxanes in silica-filled rubber with low volatile organic chemical evolution |
| US8794282B2 (en) | 2007-12-31 | 2014-08-05 | Bridgestone Corporation | Amino alkoxy-modified silsesquioxane adhesives for improved metal adhesion and metal adhesion retention to cured rubber |
| US8329297B2 (en) * | 2008-12-01 | 2012-12-11 | Bridgestone Corporation | Rubber compositions containing non-sulfur silica coupling agents bound to diene rubbers |
| FR2947829B1 (fr) | 2009-07-10 | 2012-02-24 | Michelin Soc Tech | Composition a base de caoutchouc naturel et d'un compose poly-amine |
| FR2947827B1 (fr) | 2009-07-10 | 2012-01-06 | Michelin Soc Tech | Composition a base de caoutchouc naturel et d'un compose poly-imine |
| FR2947828B1 (fr) | 2009-07-10 | 2012-01-06 | Michelin Soc Tech | Composition a base de caoutchouc naturel et d'un compose poly-imine |
| US8642691B2 (en) | 2009-12-28 | 2014-02-04 | Bridgestone Corporation | Amino alkoxy-modified silsesquioxane adhesives for improved metal adhesion and metal adhesion retention to cured rubber |
| FR2958294B1 (fr) * | 2010-04-01 | 2012-11-16 | Rhodia Operations | Utilisation d'une silice precipitee contenant de l'aluminium et de 3-acryloxy-propyltriethoxysilane dans une composition d'elastomere(s) isoprenique(s) |
| JP2013523934A (ja) * | 2010-04-01 | 2013-06-17 | ロディア オペレーションズ | イソプレン系エラストマー組成物中におけるアルミニウム含有沈降シリカ及び３−アクリルオキシプロピルトリエトキシシランの使用 |
| US8580886B2 (en) | 2011-09-20 | 2013-11-12 | Dow Corning Corporation | Method for the preparation and use of bis (alkoxysilylorgano)-dicarboxylates |
| CN102504287B (zh) * | 2011-09-21 | 2013-12-04 | 宁波工程学院 | 硅烷接枝和温水交联天然橡胶组合物及其制备方法 |
| WO2013062649A1 (en) * | 2011-10-24 | 2013-05-02 | Bridgestone Americas Tire Operations, Llc | Silica-filled rubber composition and method for making the same |
| JP6143773B2 (ja) | 2011-12-02 | 2017-06-07 | ダウ コーニング コーポレーションＤｏｗ Ｃｏｒｎｉｎｇ Ｃｏｒｐｏｒａｔｉｏｎ | エステル官能性シラン並びにその製造法及び使用、並びにイミニウム化合物の相間移動触媒としての使用 |
| FR2986531B1 (fr) | 2012-02-07 | 2014-02-28 | Michelin & Cie | Composition a base de caoutchouc naturel et d'un compose poly-aldimine |
| US9175150B2 (en) | 2012-03-02 | 2015-11-03 | Cabot Corporation | Modified carbon blacks having low PAH amounts and elastomers containing the same |
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| KR101686612B1 (ko) * | 2013-02-25 | 2016-12-14 | 요코하마 고무 가부시키가이샤 | 중하중 타이어용 고무 조성물 및 공기입 타이어 |
| CN107406689A (zh) | 2014-12-31 | 2017-11-28 | 株式会社普利司通 | 用于将钢合金粘附到橡胶的氨基烷氧基改性倍半硅氧烷粘合剂 |
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| ES3011957T3 (en) * | 2018-11-05 | 2025-04-08 | Momentive Performance Mat Inc | Polymer network forming silane compositions |
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| CN111531931A (zh) * | 2020-05-16 | 2020-08-14 | 青岛茂驰橡胶制品有限公司 | 轮胎外胎生产工艺 |
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| DE2041734A1 (de) * | 1970-08-22 | 1972-02-24 | Bayer Ag | Carbamate der 2-Phenylhydrazino-2-imidazoline,Verfahren zu ihrer Herstellung und ihre Verwendung als Ektoparasitizide |
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| US3873489A (en) * | 1971-08-17 | 1975-03-25 | Degussa | Rubber compositions containing silica and an organosilane |
| US3978103A (en) * | 1971-08-17 | 1976-08-31 | Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler | Sulfur containing organosilicon compounds |
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-
2001
- 2001-06-13 WO PCT/EP2001/006671 patent/WO2001096442A1/fr not_active Ceased
- 2001-06-13 AU AU2001269070A patent/AU2001269070A1/en not_active Abandoned
- 2001-06-13 CN CNB018128343A patent/CN100334135C/zh not_active Expired - Fee Related
- 2001-06-13 MX MXPA02012423A patent/MXPA02012423A/es unknown
- 2001-06-13 KR KR1020027017172A patent/KR20030010732A/ko not_active Withdrawn
- 2001-06-13 CA CA002412360A patent/CA2412360A1/fr not_active Abandoned
- 2001-06-13 BR BR0111734-3A patent/BR0111734A/pt not_active IP Right Cessation
- 2001-06-13 EP EP01947362A patent/EP1297055A1/fr not_active Withdrawn
- 2001-06-13 JP JP2002510574A patent/JP5374005B2/ja not_active Expired - Fee Related
-
2002
- 2002-12-16 US US10/320,236 patent/US6878768B2/en not_active Expired - Lifetime
-
2004
- 2004-09-22 US US10/946,188 patent/US7186776B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US20050059773A1 (en) | 2005-03-17 |
| MXPA02012423A (es) | 2003-06-06 |
| EP1297055A1 (fr) | 2003-04-02 |
| AU2001269070A1 (en) | 2001-12-24 |
| US6878768B2 (en) | 2005-04-12 |
| BR0111734A (pt) | 2003-05-27 |
| KR20030010732A (ko) | 2003-02-05 |
| JP2004503634A (ja) | 2004-02-05 |
| WO2001096442A1 (fr) | 2001-12-20 |
| US20030191225A1 (en) | 2003-10-09 |
| CN100334135C (zh) | 2007-08-29 |
| JP5374005B2 (ja) | 2013-12-25 |
| US7186776B2 (en) | 2007-03-06 |
| CN1441821A (zh) | 2003-09-10 |
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