FR3069550A1 - Elastomere etendu a la resine - Google Patents
Elastomere etendu a la resine Download PDFInfo
- Publication number
- FR3069550A1 FR3069550A1 FR1757187A FR1757187A FR3069550A1 FR 3069550 A1 FR3069550 A1 FR 3069550A1 FR 1757187 A FR1757187 A FR 1757187A FR 1757187 A FR1757187 A FR 1757187A FR 3069550 A1 FR3069550 A1 FR 3069550A1
- Authority
- FR
- France
- Prior art keywords
- elastomer
- resin
- extended
- synthetic diene
- carbon atoms
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
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- 239000000806 elastomer Substances 0.000 title claims abstract description 232
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- 239000011347 resin Substances 0.000 title claims abstract description 207
- 239000000203 mixture Substances 0.000 claims abstract description 167
- 229920003244 diene elastomer Polymers 0.000 claims abstract description 121
- 239000013032 Hydrocarbon resin Substances 0.000 claims abstract description 104
- 229920006270 hydrocarbon resin Polymers 0.000 claims abstract description 104
- 238000000034 method Methods 0.000 claims abstract description 83
- 230000008569 process Effects 0.000 claims abstract description 47
- 239000000178 monomer Substances 0.000 claims description 114
- 125000004432 carbon atom Chemical group C* 0.000 claims description 53
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 44
- 150000001993 dienes Chemical class 0.000 claims description 43
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 42
- 229920002554 vinyl polymer Polymers 0.000 claims description 25
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims description 24
- 239000012763 reinforcing filler Substances 0.000 claims description 23
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Substances CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 14
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims description 12
- 239000011265 semifinished product Substances 0.000 claims description 9
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 claims description 8
- JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical compound CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 claims description 8
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical class ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 claims description 8
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims description 8
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- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 claims description 6
- PDELBHCVXBSVPJ-UHFFFAOYSA-N 2-ethenyl-1,3,5-trimethylbenzene Chemical group CC1=CC(C)=C(C=C)C(C)=C1 PDELBHCVXBSVPJ-UHFFFAOYSA-N 0.000 claims description 6
- CTHJQRHPNQEPAB-UHFFFAOYSA-N 2-methoxyethenylbenzene Chemical class COC=CC1=CC=CC=C1 CTHJQRHPNQEPAB-UHFFFAOYSA-N 0.000 claims description 6
- APPOKADJQUIAHP-GGWOSOGESA-N (2e,4e)-hexa-2,4-diene Chemical compound C\C=C\C=C\C APPOKADJQUIAHP-GGWOSOGESA-N 0.000 claims description 5
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims description 5
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 claims description 5
- PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 claims description 5
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- 125000000524 functional group Chemical group 0.000 description 34
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 26
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- 238000010438 heat treatment Methods 0.000 description 13
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 238000004458 analytical method Methods 0.000 description 12
- CRSOQBOWXPBRES-UHFFFAOYSA-N neopentane Chemical compound CC(C)(C)C CRSOQBOWXPBRES-UHFFFAOYSA-N 0.000 description 12
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- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 11
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- 229910003475 inorganic filler Inorganic materials 0.000 description 10
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 10
- 229920003048 styrene butadiene rubber Polymers 0.000 description 10
- 235000007586 terpenes Nutrition 0.000 description 10
- 239000003643 water by type Substances 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 9
- 125000003118 aryl group Chemical group 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 8
- 238000004132 cross linking Methods 0.000 description 8
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 8
- 229910052717 sulfur Inorganic materials 0.000 description 8
- 239000011593 sulfur Substances 0.000 description 8
- 150000003505 terpenes Chemical class 0.000 description 8
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 7
- 239000003963 antioxidant agent Substances 0.000 description 7
- 239000007864 aqueous solution Substances 0.000 description 7
- 238000001035 drying Methods 0.000 description 7
- 239000004014 plasticizer Substances 0.000 description 7
- 229920000570 polyether Polymers 0.000 description 7
- 239000012429 reaction media Substances 0.000 description 7
- 229920003051 synthetic elastomer Polymers 0.000 description 7
- HNRMPXKDFBEGFZ-UHFFFAOYSA-N 2,2-dimethylbutane Chemical compound CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 description 6
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical compound CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 description 6
- 239000004215 Carbon black (E152) Substances 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 6
- HECLRDQVFMWTQS-UHFFFAOYSA-N Dicyclopentadiene Chemical compound C1C2C3CC=CC3C1C=C2 HECLRDQVFMWTQS-UHFFFAOYSA-N 0.000 description 6
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 6
- 239000004721 Polyphenylene oxide Substances 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 230000003078 antioxidant effect Effects 0.000 description 6
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 6
- 229930195733 hydrocarbon Natural products 0.000 description 6
- 150000002430 hydrocarbons Chemical class 0.000 description 6
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- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 238000005259 measurement Methods 0.000 description 6
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methylcyclopentane Chemical compound CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 238000006386 neutralization reaction Methods 0.000 description 6
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- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 4
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- WRTFVQOWILDODC-UHFFFAOYSA-N silane triethoxy-[3-(3-triethoxysilylpropyltetrasulfanyl)propyl]silane Chemical compound [SiH4].CCO[Si](CCCSSSSCCC[Si](OCC)(OCC)OCC)(OCC)OCC WRTFVQOWILDODC-UHFFFAOYSA-N 0.000 description 1
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- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
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- 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
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F279/00—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00
- C08F279/02—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00 on to polymers of conjugated dienes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L15/00—Compositions of rubber derivatives
-
- 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
-
- 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
- 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)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Tires In General (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1757187A FR3069550A1 (fr) | 2017-07-28 | 2017-07-28 | Elastomere etendu a la resine |
| PCT/FR2018/051917 WO2019020948A1 (fr) | 2017-07-28 | 2018-07-26 | Elastomere etendu a la resine |
| PL18758937.9T PL3658386T3 (pl) | 2017-07-28 | 2018-07-26 | Elastomer z domieszką żywicy |
| JP2020504343A JP2020528487A (ja) | 2017-07-28 | 2018-07-26 | 樹脂希釈エラストマー |
| US16/634,596 US11685803B2 (en) | 2017-07-28 | 2018-07-26 | Resin-extended elastomer |
| EP18758937.9A EP3658386B1 (fr) | 2017-07-28 | 2018-07-26 | Elastomere etendu a la resine |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1757187A FR3069550A1 (fr) | 2017-07-28 | 2017-07-28 | Elastomere etendu a la resine |
| FR1757187 | 2017-07-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| FR3069550A1 true FR3069550A1 (fr) | 2019-02-01 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR1757187A Ceased FR3069550A1 (fr) | 2017-07-28 | 2017-07-28 | Elastomere etendu a la resine |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US11685803B2 (enExample) |
| EP (1) | EP3658386B1 (enExample) |
| JP (1) | JP2020528487A (enExample) |
| FR (1) | FR3069550A1 (enExample) |
| PL (1) | PL3658386T3 (enExample) |
| WO (1) | WO2019020948A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11214667B2 (en) | 2019-07-29 | 2022-01-04 | The Goodyear Tire & Rubber Company | Pneumatic tire |
| FR3119393B1 (fr) | 2021-01-29 | 2023-01-13 | Michelin & Cie | Elastomère diénique modifié étendu à la résine |
| FR3119394B1 (fr) | 2021-01-29 | 2024-04-19 | Michelin & Cie | Elastomère diénique modifié étendu à la résine |
| JP2024006780A (ja) | 2022-07-04 | 2024-01-17 | 株式会社ブリヂストン | ポリマー組成物及びその製造方法、並びに、ゴム組成物及びタイヤ |
| JP2024006781A (ja) | 2022-07-04 | 2024-01-17 | 株式会社ブリヂストン | ポリマー組成物及びその製造方法、並びに、ゴム組成物及びタイヤ |
| WO2025110251A1 (ja) * | 2023-11-23 | 2025-05-30 | 株式会社Ｅｎｅｏｓマテリアル | 重合体組成物及びその製造方法、配合物、架橋体並びにタイヤ |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2423252A1 (en) * | 2009-04-21 | 2012-02-29 | Bridgestone Corporation | Process for producing resin-extended isoprene rubber, rubber composition obtained by the process, and pneumatic tire |
| WO2017165499A1 (en) * | 2016-03-23 | 2017-09-28 | Bridgestone Americas Tire Operations, Llc | Resin-extended rubber and process for preparing |
Family Cites Families (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2582755B2 (ja) * | 1986-08-19 | 1997-02-19 | 三菱化学株式会社 | タイヤトレッド用ゴム組成物 |
| 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 |
| ATE411891T1 (de) | 1996-04-01 | 2008-11-15 | 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 |
| ES2383959T3 (es) | 1997-09-30 | 2012-06-27 | Cabot Corporation | Mezclas de composiciones de elastómeros y métodos para su producción |
| 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 |
| WO2001092402A1 (fr) | 2000-05-26 | 2001-12-06 | Societe De Technologie Michelin | Composition de caoutchouc utilisable comme bande de roulement de pneumatique |
| EP1311600A2 (fr) | 2000-07-31 | 2003-05-21 | Société de Technologie Michelin | Bande de roulement pour pneumatique |
| WO2002038636A1 (fr) | 2000-11-09 | 2002-05-16 | Société de Technologie Michelin | Systeme catalytique et procede de preparation d'elastomeres au moyen de ce systeme |
| WO2003016387A1 (fr) | 2001-08-13 | 2003-02-27 | Societe De Technologie Michelin | Composition de caoutchouc dienique pour pneumatique comprenant une silice specifique comme charge renforcante |
| US20050032965A1 (en) | 2001-08-13 | 2005-02-10 | Remi Valero | Method of preparing silicas, silicas with specific pore-size and/or particle-size distribution, and the uses thereof, in particular for reinforcing polymers |
| BR0309644B8 (pt) | 2002-05-16 | 2013-02-19 | sistema catalÍtico utilizÁvel para preparar polibutadienos por polimerizaÇço e processos de preparaÇço de um sistema catalÍtico e de um polibutadieno. | |
| WO2004035639A1 (fr) | 2002-10-16 | 2004-04-29 | Societe De Technologie Michelin | Copolymères éthylène/ butadiène, system catalytique et les produires et production desdits polymers |
| 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 |
| FR2858817B1 (fr) | 2003-08-13 | 2006-02-03 | Michelin Soc Tech | Systeme catalytique pour l'obtention de copolymeres diene(s) conjugue(s)/ mono-olefine(s) et ces copolymeres |
| 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 |
| FR2892121B1 (fr) | 2005-10-19 | 2008-01-04 | Michelin Soc Tech | Procede de preparation en continu d'un systeme catalytique pour polymeriser un diene conjugue, et installation pour sa mise en oeuvre. |
| FR2893028B1 (fr) | 2005-11-09 | 2008-02-15 | Michelin Soc Tech | Complexe metallocene borohydrure d'un lanthanide, systeme catalytique l'incorporant, procede de polymerisation l'utilisant et copolymere ethylene/butadiene obtenu par ce procede |
| CN101384659A (zh) | 2006-02-15 | 2009-03-11 | 株式会社普利司通 | 轮胎胎侧用橡胶组合物和轮胎 |
| FR2903411B1 (fr) | 2006-07-06 | 2012-11-02 | Soc Tech Michelin | Nanoparticules de polymere vinylique fonctionnalise |
| FR2903416B1 (fr) | 2006-07-06 | 2008-09-05 | Michelin Soc Tech | Composition elastomerique renforcee d'une charge de polymere vinylique non aromatique fonctionnalise |
| FR2915202B1 (fr) | 2007-04-18 | 2009-07-17 | Michelin Soc Tech | Elastomere dienique couple monomodal possedant une fonction silanol en milieu de chaine, son procede d'obtention et composition de caoutchouc le contenant. |
| FR2918064B1 (fr) | 2007-06-28 | 2010-11-05 | Michelin Soc Tech | Procede de preparation d'un copolymere dienique a bloc polyether, composition de caoutchouc renforcee et enveloppe de pneumatique. |
| FR2918065B1 (fr) | 2007-06-28 | 2011-04-15 | Michelin Soc Tech | Procede de preparation d'un copolymere dienique a bloc polyether, composition de caoutchouc renforcee et enveloppe de pneumatique. |
| FR2930554B1 (fr) | 2008-04-29 | 2012-08-17 | Michelin Soc Tech | Melange elastomerique comprenant majoritairement un elastomere dienique couple par un groupe amino-alcoxysilane, composition de caoutchouc le comprenant et leurs procedes d'obtention. |
| FR2940294B1 (fr) | 2008-12-23 | 2011-02-18 | Michelin Soc Tech | Nouveau systeme d'amorcage pour polymerisation anionique de dienes conjugues, procede de preparation d'elastomeres dieniques. |
| FR2951178B1 (fr) | 2009-10-08 | 2012-08-17 | Michelin Soc Tech | Elastomere dienique fonctionnalise et composition de caoutchouc le contenant. |
| FR2955582B1 (fr) * | 2010-01-28 | 2012-03-09 | Michelin Soc Tech | Procede de fabrication d'une composition d'elastomere a propriete auto-obturante |
| FR2955588B1 (fr) * | 2010-01-28 | 2012-03-09 | Michelin Soc Tech | Composition d'elastomere pour objet pneumatique, a propriete auto-obturante |
| JP2012052028A (ja) | 2010-09-01 | 2012-03-15 | Sumitomo Rubber Ind Ltd | トレッド用ゴム組成物及び空気入りタイヤ |
| FR3015504B1 (fr) | 2013-12-20 | 2016-01-01 | Michelin & Cie | Composition de caoutchouc comprenant une resine de polyphenylene ether comme plastifiant |
| FR3015505B1 (fr) | 2013-12-20 | 2016-01-01 | Michelin & Cie | Composition de caoutchouc comprenant une resine de polyphenylene ether comme plastifiant |
-
2017
- 2017-07-28 FR FR1757187A patent/FR3069550A1/fr not_active Ceased
-
2018
- 2018-07-26 WO PCT/FR2018/051917 patent/WO2019020948A1/fr not_active Ceased
- 2018-07-26 PL PL18758937.9T patent/PL3658386T3/pl unknown
- 2018-07-26 JP JP2020504343A patent/JP2020528487A/ja active Pending
- 2018-07-26 US US16/634,596 patent/US11685803B2/en active Active
- 2018-07-26 EP EP18758937.9A patent/EP3658386B1/fr active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2423252A1 (en) * | 2009-04-21 | 2012-02-29 | Bridgestone Corporation | Process for producing resin-extended isoprene rubber, rubber composition obtained by the process, and pneumatic tire |
| WO2017165499A1 (en) * | 2016-03-23 | 2017-09-28 | Bridgestone Americas Tire Operations, Llc | Resin-extended rubber and process for preparing |
Also Published As
| Publication number | Publication date |
|---|---|
| US20200157269A1 (en) | 2020-05-21 |
| WO2019020948A1 (fr) | 2019-01-31 |
| PL3658386T3 (pl) | 2025-07-21 |
| EP3658386A1 (fr) | 2020-06-03 |
| EP3658386B1 (fr) | 2025-01-15 |
| US11685803B2 (en) | 2023-06-27 |
| JP2020528487A (ja) | 2020-09-24 |
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