WO2004035639A1 - Copolymères éthylène/ butadiène, system catalytique et les produires et production desdits polymers - Google Patents
Copolymères éthylène/ butadiène, system catalytique et les produires et production desdits polymers Download PDFInfo
- Publication number
- WO2004035639A1 WO2004035639A1 PCT/EP2003/011303 EP0311303W WO2004035639A1 WO 2004035639 A1 WO2004035639 A1 WO 2004035639A1 EP 0311303 W EP0311303 W EP 0311303W WO 2004035639 A1 WO2004035639 A1 WO 2004035639A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- butadiene
- ethylene
- catalytic system
- formula
- copolymer
- Prior art date
Links
Classifications
-
- 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
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/04—Monomers containing three or four carbon atoms
- C08F210/08—Butenes
- C08F210/10—Isobutene
- C08F210/12—Isobutene with conjugated diolefins, e.g. butyl rubber
-
- 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
- C08F10/00—Homopolymers and copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
-
- 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
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/02—Ethene
-
- 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
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F236/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F236/06—Butadiene
Definitions
- the present invention relates to copolymers of ethylene and butadiene, a catalytic system which can be used for the synthesis of these copolymers and a process for the synthesis of these copolymers by means of this catalytic system.
- Japanese patent documents JP-A-10 237 131, JP-A-09 316 118 and JP-A-11 171 930 disclose copolymers of ethylene and butadiene in which butadiene can be inserted in the form of cis sequences -1.4, trans-1.4, 1.2, cis-cyclopentyl and trans-cyclopentyl. These copolymers are obtained by means of a catalytic system comprising dimethylsilyl (pentamethylcyclopentadienyl) (t-butylamide) titanium dichloride and methylalumoxane.
- Ln represents a metal of a lanthanide whose atomic number can go from 57 to 71
- X represents a halogen which can be chlorine, fluorine, bromine or iodine
- the copolymers obtained have units derived from butadiene which may or may not contain sequences in the form of trans-1,2 cyclohexane, depending on the catalytic system used.
- the copolymers obtained in this document have, when they have a molar ratio of units derived from butadiene of at least 8%, a number-average molecular mass Mn, measured by the technique of exclusion chromatography by the size in polystyrene equivalent (SEC technique detailed in the attached appendix), which is reduced, being always much less than 40,000 g / mol.
- An object of the present invention is to propose a new catalytic system which can be used for the synthesis of specific copolymers of ethylene and butadiene which have a molar ratio of units derived from butadiene of at least 8%, of trans-1 sequences, 2 cyclohexane in said units and a molecular weight Mn greater than that of the copolymers obtained in this document EP-A-1 092 731.
- a molar ratio (co-catalyst / organometallic complex) belonging specifically to a range from 1 to 8, makes it possible to obtain copolymers of ethylene and butadiene with a satisfactory polymerization yield, these copolymers always comprising trans-1,2 cyclohexane sequences within units derived from butadiene, a molar rate of these units derived from butadiene which is equal to or greater than 8% and a molecular mass Mn, measured according to the SEC technique in polystyrene equivalent of attached schedule, which is 40,000 g / mol or more.
- the copolymers according to the invention are such that their units derived from butadiene comprise sequences in the form of trans-1,2 cyclohexane in a molar fraction equal to or greater than 1% and, even more preferably, equal or greater at 5 %.
- the ethylene and butadiene copolymers according to the invention have a mass Mn equal to or greater than 50,000 g / mol and even equal to or greater than 80,000 g / mol, preferably using a molar ratio (co-catalyst / organometallic complex) of value equal to or substantially equal to 2, for example belonging to a field ranging from 1 to 3.
- these copolymers according to the invention may have a mass Mn equal to or greater than 100,000 g / mol, and even equal or greater than 200,000 g / mol or 300,000 g / mol.
- the copolymers according to the invention also have a molar ratio of units derived from butadiene which is equal to or greater than 10%, and which can even be equal to or greater than 15%.
- the ethylene and butadiene copolymers according to the invention can have a molar ratio of units obtained from butadiene which is equal to or greater than 20%, and which can even be equal to or greater than 30%.
- the copolymers according to the invention may advantageously have in combination, on the one hand, a molecular mass Mn equal to or greater than 40,000 g / mol and, on the other hand, a molar ratio of units derived from equal butadiene or higher than 15%, even equal or higher than 20% and even equal or higher than 30%.
- copolymers according to the invention may advantageously have in combination, on the one hand, a mass Mn equal to or greater than 100,000 g / mol and, on the other hand, a molar ratio of said units equal to or greater than 15 % or even equal to or greater than 20%.
- copolymers according to the invention may advantageously have in combination, on the one hand, a mass Mn equal to or greater than 200,000 g / mol and, on the other hand, a molar ratio of said units equal to or greater than 15 % or even equal to or greater than 20%.
- copolymers according to the invention may advantageously have in combination, on the one hand, a mass Mn equal to or greater than 300,000 g / mol and, on the other hand, a molar ratio of said units equal to or greater than 15% or even 20% or more.
- the copolymers according to the invention have a polymolecularity index Ip which is less than 3.5.
- the index Ip of said copolymers is less than or equal to 3 and, even more preferably, this index Ip is less than or equal to 2.5.
- the polymolecularity indices Ip were determined in the present application by size exclusion chromatography (SEC technique described in the attached annex).
- the copolymers according to the invention preferably have a glass transition temperature Tg which is less than -10 ° C. More specifically, these copolymers can for example have a temperature Tg of between -20 ° C and -50 ° C.
- This temperature Tg is measured in the present application by the “DSC” technique (Differential Scanning Calorimetry) on a device of denomination “Setaram DSC 131”.
- the temperature program used corresponds to a temperature rise from -120 ° C to 150 ° C at the speed of 10 ° C / min.
- copolymers of the invention have the following microstructure characteristics: trans-1,4 sequences; 1,2 (vinyl) and trans-1,2 cyclohexane.
- the organometallic complex if an unbridged complex corresponding to said generic formula A and comprising two fluorenyl groups is used as the organometallic complex, this complex then preferably corresponding to the formula (C ⁇ 3 H) 2 NdCl, then the butadiene will be mainly inserted in the copolymer chain by trans-1,4 chains (ie the units derived from butadiene comprise trans-1,4 chains according to a molar fraction greater than 50%, typically greater than 70%).
- a catalytic system according to the invention for obtaining said copolymers comprises: (i) said organometallic complex represented by one of the following formulas A or B:
- Ln is a lanthanide with an atomic number ranging from 57 to 71, preferably neodymium, where X represents a halogen which may be chlorine, fluorine, bromine or iodine, where, in formula A, are linked to Ln two identical or different ligands Cpi and Cp 2 molecules, each consisting of a substituted or unsubstituted fluorenyl group, where, in formula B, is linked to Ln a ligand molecule consisting of two identical or different fluorenyl groups Cpi and Cp 2 , substituted or not, and linked together by a bridge P of formula MR 2 , where M is an element of column IVA, preferably silicon, and R an alkyl group having from 1 to 20 carbon atoms, and
- said molar ratio (co-catalyst / organometallic complex) belongs to a range ranging from 1 to 3, for the synthesis of copolymers having both a molecular mass Mn equal to or greater than 100,000 g / mol and a molar ratio butadiene units which is equal to or greater than 8%.
- Cpi and Cp 2 each comprise the same unsubstituted fluorenyl group.
- Cpi and Cp 2 each consist of a fluorenyl group of formula C ⁇ 3 H 9 , and the organometallic complex corresponds to the formula (C ⁇ H 9 ) 2 NdCl.
- Cpi and Cp 2 each consist of a fluorenyl group of formula C ⁇ 3 H 8 , and the organometallic complex corresponds to the formula [(C ⁇ 3 H 8 ) 2 SiMe 2 ] NdCl.
- an unbridged organometallic complex according to the invention corresponding to said generic formula A is prepared:
- a step (1) by reacting with an alkyl lithium a hydrogenated ligand molecule, represented by the formula HCp, to obtain a lithium salt, then
- step (2) by reacting in a solvent complexing said salt with an anhydrous trihalide of a lanthanide which is represented by the formula LnX 3 , where X represents a halogen which may be chlorine, fluorine, bromine, or iodine and then
- step (3) by evaporating this complexing solvent, then proceeding in a non-complexing solvent to extract the product obtained at the end of the second step, and optionally,
- a step (la) by reacting with an alkyl lithium a hydrogenated ligand molecule, represented by the formula HCp, to obtain a lithium compound, then
- step (lb) by reacting in a complexing solvent the lithium compound obtained in step (la) with a dihalide of said bridge of formula MR 2 , for example of formula SiMe 2 Cl 2 (where Me is a methyl group), to obtain a compound of formula MR 2 Cp 2 , then
- step (le) by reacting in a non-complexing solvent the compound obtained in step (lb) with an alkyl lithium, to obtain a lithium salt of formula MR 2 Cp 2 Li 2 , then
- step (2) by reacting in a solvent complexing said salt with an anhydrous trihalide of a lanthanide which is represented by the formula LnX 3 , where X represents a halogen which may be chlorine, fluorine, bromine, or iodine and then
- step (3) by evaporating this complexing solvent, then proceeding in a non-complexing solvent to extract the product obtained at the end of the second step, and optionally,
- a step (4) by proceeding to the crystallization of the product extracted at the end of said third step, to obtain said organometallic complex of formula B completely free of said complexing solvent.
- steps (1) and (la) (le), butyl lithium is preferably used as alkyl lithium.
- tetrahydrofuran is preferably used as complexing solvent.
- two moles of said lithium salt are advantageously reacted with one or two moles of said lanthanide trihalide.
- toluene or heptane is preferably used as non-complexing solvent.
- said co-catalyst in the case where it consists of a mixture of an aluminum alkyl and an alkyl lithium, these two constituents are advantageously present in stoichiometric quantities or close to the stoichiometry in said mixture, for the obtaining a satisfactory catalytic activity.
- butyloctyl magnesium is advantageously used as alkyl magnesium, butyl lithium as alkyl lithium, diisobutyl aluminum hydride as alkyl aluminum, and butyl magnesium chloride as of Grignard reagent.
- said co-catalyst belongs to the group consisting of butyloctyl magnesium and butyl magnesium chloride and, even more preferably, this co-catalyst is butyloctyl magnesium.
- the process for the synthesis of the copolymers according to the invention comprises the reaction in suspension or in solution, in a hydrocarbon solvent, such as toluene, and at a temperature between -20 ° C. and 120 ° C., of the catalytic system according to invention in the presence of ethylene and butadiene.
- a hydrocarbon solvent such as toluene
- This reaction is carried out in a reactor under a variable pressure, preferably ranging from 3 bars to 50 bars, and preferably at a temperature between 20 ° C and 90 ° C.
- the lanthanide concentration of the reaction medium is advantageously less than 0.3 mmol / 1.
- the molar fraction of butadiene in this reaction medium it is advantageously between 5% and 80%.
- each copolymer obtained in these examples was determined by ⁇ NMR and 13 C NMR techniques.
- a spectrometer with the name “BRUKER DRX 400” was used, at frequencies of 400 MHz for the technique of 1 H NMR and 100.6 MHz for that of 13 C NMR.
- control catalytic systems according to the invention comprising, on the one hand, the same organometallic complex according to the invention including fluorenyl groups and, on the other hand, different co-catalysts also according to the invention. invention, but by varying the molar ratio (cocatalyst / organometallic complex).
- the internal pressure of the reactor was maintained at approximately 4 bars and the temperature of the reactor was maintained at 80 ° C.
- the cocatalyst was used according to a molar ratio (cocatalyst / neodymium) equal to 2. It was determined for each ethylene and butadiene copolymer obtained: the molar ratio ⁇ (%) of units derived from butadiene in the copolymer, the glass transition temperature Tg of this copolymer, the microstructure of the butadiene units inserted into the copolymer chain, and the molecular mass Mn and the polymolecularity index Ip of this copolymer. Table 1 below contains the data relating to each copolymerization test and to each synthesized copolymer.
- a co-catalyst consisting of butylmagnesium chloride (BuMgCl) was used for test 3 and butyloctylmagnesium (BOMAG) for test 4.
- Table 2 contains the data relating to each copolymerization test and to each synthesized copolymer.
- the desired internal pressure P of the reactor is then fixed by adding ethylene (pressure of 20 bars for test 5 and 10 bars for tests 6 to 9) and the temperature of the reactor is brought to 80 ° C for the tests 5 to 8 and at 60 ° C for test 9.
- the ethylene feed is then shut off, and the reactor temperature is maintained at 80 ° C or 60 ° C during the copolymerization, as appropriate.
- Table 3 contains the data relating to each test 5 to 9 and to each copolymer synthesized.
- the copolymers obtained in tests 5, 8 and 9 advantageously have a mass Mn greater than 200,000 g / mol, or even 300,000 g / mol, and an index Ip less than 3.0.
- catalytic systems comprising, on the one hand, an organometallic complex “control” including cyclopentadienyl groups and, on the other hand, various co-catalysts according to the invention, by varying the molar ratio (co-catalyst / organometallic complex).
- Chloro ( ⁇ -dimethylsilyl) bis ( ⁇ 5-trimethylsilylcyclopentadienyl) neodymium of formula ⁇ [(C 5 H 3 ) SiMe 3 ] 2SiMe2 ⁇ NdCl was used, which was prepared as follows.
- the internal pressure of the reactor was maintained at approximately 4 bars.
- the temperature of the polymerization reactor was maintained at 80 ° C or 60 ° C during the polymerization (for tests 10 or 11, respectively).
- Table 4 contains the data relating to each test 10, 1 1 and to each synthesized copolymer.
- Table 5 contains the data relating to this test 12 and to the copolymer obtained.
- control catalytic system of test 12 although it is characterized by a molar ratio (co-catalyst / neodymium) according to the invention which is equal to 2, does not make it possible to obtain a copolymer of ethylene and butadiene having trans-1,2 cyclohexane linkages, because it is characterized by the use of cyclopentadienyl groups in organometallic complexes.
- Size exclusion chromatography makes it possible to physically separate the macromolecules according to their size in the swollen state on columns filled with porous stationary phase.
- the macromolecules are separated by their hydrodynamic volume, the largest being eluted first. Without being an absolute method, the SEC makes it possible to apprehend the molecular weight distribution of a polymer.
- polystyrene samples used have the following masses Mn (in g / mol): 580 - 1,700 - 2,960 - 28,500 - 66,000 - 170,600 - 526,000 - 1,290,000 - 3,150,000.
- the apparatus used is a “WATERS” chromatograph with “515 HPLC” (pump) and “RI 410” characteristics (detector).
- the elution solvent is tetrahydrofuran and the elution speed of 1 ml / min.
- a set of three columns is used, including a column with the name "WATERS STYRAGEL HR 4E" and two columns with the name “WATERS STYRAGEL HR 5E”.
- the temperature of the columns is 45 ° C and that of the detector 40 ° C.
- the injected volume of the polymer sample solution is 50 ⁇ l.
- the detector is a “WATERS 2140” differential refractometer and the software for operating the chromatographic data is the “WATERS MILLEJNIUM” system.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerization Catalysts (AREA)
Abstract
Description
Claims
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP03776864.5A EP1554321B1 (fr) | 2002-10-16 | 2003-10-13 | Copolymeres ethylene/butadiene, systeme catalytique pour les produires et production desdits polymeres |
CA002502345A CA2502345A1 (fr) | 2002-10-16 | 2003-10-13 | Copolymeres ethylene/ butadiene, system catalytique et les produires et production desdits polymers |
AU2003286138A AU2003286138A1 (en) | 2002-10-16 | 2003-10-13 | Ethylene/butadiene copolymers, catalytic system of producing same and production of said polymers |
BR0315380-0A BR0315380A (pt) | 2002-10-16 | 2003-10-13 | Copolìmero de etileno e de butadieno, sistema catalìtico utilizável para a sìntese de um copolìmero de etileno e butadieno e processo de sìntese de um copolìmero de etileno e de butadieno |
JP2004544193A JP5301073B2 (ja) | 2002-10-16 | 2003-10-13 | エチレン/ブタジエンコポリマー、触媒系及びその合成方法 |
US11/106,619 US7094854B2 (en) | 2002-10-16 | 2005-04-15 | Ethylene/butadiene copolymers, catalytic system and process for the synthesis thereof |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0212893 | 2002-10-16 | ||
FR02/12893 | 2002-10-16 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US11/106,619 Continuation US7094854B2 (en) | 2002-10-16 | 2005-04-15 | Ethylene/butadiene copolymers, catalytic system and process for the synthesis thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2004035639A1 true WO2004035639A1 (fr) | 2004-04-29 |
Family
ID=32104296
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2003/011303 WO2004035639A1 (fr) | 2002-10-16 | 2003-10-13 | Copolymères éthylène/ butadiène, system catalytique et les produires et production desdits polymers |
Country Status (10)
Country | Link |
---|---|
US (1) | US7094854B2 (fr) |
EP (1) | EP1554321B1 (fr) |
JP (1) | JP5301073B2 (fr) |
KR (1) | KR20050101157A (fr) |
CN (2) | CN100523023C (fr) |
AU (1) | AU2003286138A1 (fr) |
BR (1) | BR0315380A (fr) |
CA (1) | CA2502345A1 (fr) |
RU (1) | RU2312870C2 (fr) |
WO (1) | WO2004035639A1 (fr) |
Cited By (105)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2893030A1 (fr) * | 2006-10-17 | 2007-05-11 | Michelin Soc Tech | Copolymere ethylene/butadiene |
WO2007054223A2 (fr) | 2005-11-09 | 2007-05-18 | Societe De Technologie Michelin | Complexe metallocene borohydrure d’un lanthanide, systeme catalytique l’incorporant, procede de polymerisation l’utilisant et copolymere ethylene/butadiene obtenu par ce procede |
WO2007054224A3 (fr) * | 2005-11-09 | 2008-03-13 | 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 |
WO2011113818A1 (fr) | 2010-03-18 | 2011-09-22 | Societe De Technologie Michelin | Pneumatique et composition de caoutchouc contenant un polymere greffe |
WO2012007441A1 (fr) | 2010-07-13 | 2012-01-19 | Societe De Technologie Michelin | Polymere greffe par des molecules associatives azotees |
WO2012007443A1 (fr) | 2010-07-13 | 2012-01-19 | Societe De Technologie Michelin | Polymere greffe par des molecules associatives azotees |
WO2012007442A1 (fr) | 2010-07-13 | 2012-01-19 | Societe De Technologie Michelin | Composition de caoutchouc contenant un elastomere modifie, son procede de preparation et pneumatique la contenant |
US9045432B2 (en) | 2010-07-13 | 2015-06-02 | Arkema France | Nitrile oxide, nitrone, and nitrile imine compounds |
WO2017025263A1 (fr) | 2015-08-13 | 2017-02-16 | Compagnie Generale Des Etablissements Michelin | Procédé de synthèse d'un polymère porteur d'un groupement fonctionnel, produit issu de ce procédé et composition le contenant |
FR3044241A1 (fr) * | 2015-12-01 | 2017-06-02 | Michelin & Cie | Systeme catalytique comprenant un metallocene de terre rare |
FR3044664A1 (fr) * | 2015-12-08 | 2017-06-09 | Michelin & Cie | Copolymere monofonctionnel ou telechelique de 1,3-diene et d'ethylene ou d'alpha-monoolefine. |
WO2017097831A1 (fr) | 2015-12-08 | 2017-06-15 | Compagnie Generale Des Etablissements Michelin | Copolymere monofonctionnel ou telechelique de 1,3-butadiene et d'ethylene |
WO2017103543A1 (fr) * | 2015-12-17 | 2017-06-22 | Compagnie Generale Des Etablissements Michelin | Copolymere d'ethylene et de butadiene de microstructure homogene |
WO2017103544A1 (fr) * | 2015-12-17 | 2017-06-22 | Compagnie Generale Des Etablissements Michelin | Copolymere d'ethylene et de butadiene de microstructure homogene |
WO2017162872A1 (fr) | 2016-03-24 | 2017-09-28 | Compagnie Generale Des Etablissements Michelin | Elément composite auto-adhérent comprenant un copolymère à blocs |
WO2017162875A1 (fr) | 2016-03-24 | 2017-09-28 | Compagnie Generale Des Etablissements Michelin | Produit renforcé comprenant un renfort composite auto-adhérent comprenant un copolymère à blocs |
WO2017162873A1 (fr) | 2016-03-24 | 2017-09-28 | Compagnie Generale Des Etablissements Michelin | Produit renforcé comprenant un renfort composite auto-adhérent comprenant un copolymère à blocs |
WO2018020124A1 (fr) | 2016-07-25 | 2018-02-01 | Compagnie Generale Des Etablissements Michelin | Procede de preparation d'un systeme catalytique a base d'un metallocene de terre rare |
WO2018020122A1 (fr) | 2016-07-25 | 2018-02-01 | Compagnie Generale Des Etablissements Michelin | Systeme catalytique preforme comprenant un metallocene de terre rare |
WO2018020123A1 (fr) | 2016-07-25 | 2018-02-01 | Compagnie Generale Des Etablissements Michelin | Systeme catalytique preforme comprenant un metallocene de terre rare |
WO2018069650A1 (fr) | 2016-10-12 | 2018-04-19 | Arkema France | Composés dissymétriques porteurs de groupes associatifs |
WO2018069649A1 (fr) | 2016-10-12 | 2018-04-19 | Arkema France | Composés porteurs de groupes associatifs azotés |
WO2018104424A1 (fr) | 2016-12-09 | 2018-06-14 | Compagnie Generale Des Etablissements Michelin | Compose organometallique ayant une fonction iminophosphorane |
WO2018109397A1 (fr) | 2016-12-15 | 2018-06-21 | Compagnie Generale Des Etablissements Michelin | Élastomère diénique portant des groupes pendants anthracényles |
WO2018109312A1 (fr) | 2016-12-15 | 2018-06-21 | Compagnie Generale Des Etablissements Michelin | Pneumatique comportant une composition de caoutchouc comprenant un polymere porteur d'un groupement diene conjugue reticule par un dienophile |
WO2018115704A1 (fr) | 2016-12-19 | 2018-06-28 | Compagnie Generale Des Etablissements Michelin | Procede de preparation d'un elastomere dienique modifie par un compose 1,3-dipolaire |
WO2018115703A1 (fr) | 2016-12-19 | 2018-06-28 | Compagnie Generale Des Etablissements Michelin | Procede de preparation d'un elastomere dienique modifie par un compose 1,3-dipolaire par extrusion reactive |
WO2018189456A1 (fr) | 2017-04-10 | 2018-10-18 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d'un elastomere dienique fortement sature et d'un sel dithiosulfate |
WO2018189455A1 (fr) | 2017-04-10 | 2018-10-18 | Compagnie Generale Des Etablissements Michelin | Bande de roulement pour pneumatique a base d'un elastomere dienique fortement sature |
FR3065216A1 (fr) * | 2017-04-18 | 2018-10-19 | Compagnie Generale Des Etablissements Michelin | Synthese en continu de copolymere d'ethylene et de butadiene |
FR3065215A1 (fr) * | 2017-04-18 | 2018-10-19 | Compagnie Generale Des Etablissements Michelin | Synthese en continu de copolymere d'ethylene et de butadiene |
WO2018224774A1 (fr) | 2017-06-08 | 2018-12-13 | Compagnie Generale Des Etablissements Michelin | Copolymere fonctionnel d'ethylene et de 1,3-butadiene |
WO2018224775A1 (fr) | 2017-06-08 | 2018-12-13 | Compagnie Generale Des Etablissements Michelin | Copolymere fonctionnel d'un 1,3-diene et d'une olefine |
WO2018224776A1 (fr) | 2017-06-08 | 2018-12-13 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2019002756A1 (fr) | 2017-06-28 | 2019-01-03 | Compagnie Generale Des Etablissements Michelin | Elastomère diénique portant des groupes imidazole |
WO2019007883A1 (fr) | 2017-07-04 | 2019-01-10 | Compagnie Generale Des Etablissements Michelin | Composition à base d'au moins un composé polyaromatique particulier |
WO2019007884A1 (fr) | 2017-07-04 | 2019-01-10 | Compagnie Generale Des Etablissements Michelin | Polymère portant des groupes pendants fonctionnels particuliers imidazolidinone |
WO2019020948A1 (fr) | 2017-07-28 | 2019-01-31 | Compagnie Generale Des Etablissements Michelin | Elastomere etendu a la resine |
WO2019077232A1 (fr) | 2017-10-19 | 2019-04-25 | Compagnie Generale Des Etablissements Michelin | Procede de synthese de polymeres blocs |
WO2019077236A1 (fr) | 2017-10-19 | 2019-04-25 | Compagnie Generale Des Etablissements Michelin | Polymeres blocs |
WO2019077235A1 (fr) | 2017-10-19 | 2019-04-25 | Compagnie Generale Des Etablissements Michelin | Polymeres blocs |
WO2019077233A1 (fr) | 2017-10-19 | 2019-04-25 | Compagnie Generale Des Etablissements Michelin | Polymeres blocs ayant a la fois des unités diéniques et des unités monooléfine |
WO2019102128A1 (fr) | 2017-11-21 | 2019-05-31 | Compagnie Generale Des Etablissements Michelin | Composé 1,3-dipolaire comportant un groupe époxyde |
WO2019102132A1 (fr) | 2017-11-21 | 2019-05-31 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2019102131A1 (fr) | 2017-11-21 | 2019-05-31 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2019102126A1 (fr) | 2017-11-21 | 2019-05-31 | Compagnie Generale Des Etablissements Michelin | Polymère diénique modifié par un groupe époxyde |
WO2019166737A1 (fr) | 2018-02-27 | 2019-09-06 | Arkema France | Utilisation de l'oxyde de magnesium pour la reticulation de polymeres |
WO2019166739A1 (fr) | 2018-02-27 | 2019-09-06 | Arkema France | Utilisation de l'oxyde de magnesium dans la fabrication de pneumatiques |
FR3085684A1 (fr) | 2018-09-11 | 2020-03-13 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3085683A1 (fr) | 2018-09-11 | 2020-03-13 | Compagnie Generale Des Etablissements Michelin | Pneumatique |
FR3086948A1 (fr) | 2018-10-09 | 2020-04-10 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3086949A1 (fr) | 2018-10-09 | 2020-04-10 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2020084235A1 (fr) | 2018-10-23 | 2020-04-30 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2020128224A1 (fr) | 2018-12-21 | 2020-06-25 | Compagnie Generale Des Etablissements Michelin | Bande de roulement pour pneumatique |
WO2020128227A1 (fr) | 2018-12-21 | 2020-06-25 | Compagnie Generale Des Etablissements Michelin | Bande de roulement pour pneumatique |
WO2020128226A1 (fr) | 2018-12-21 | 2020-06-25 | Compagnie Generale Des Etablissements Michelin | Bande de roulement pour pneumatique |
WO2020128305A1 (fr) | 2018-12-21 | 2020-06-25 | Compagnie Generale Des Etablissements Michelin | Bande de roulement pour pneumatique |
WO2020128250A1 (fr) | 2018-12-21 | 2020-06-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
US10723814B2 (en) | 2015-12-22 | 2020-07-28 | Compagnie Generale Des Etablissements Michelin | Tire comprising a rubber composition including a substituted diene elastomer |
FR3104597A1 (fr) | 2019-12-16 | 2021-06-18 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3104586A1 (fr) | 2019-12-17 | 2021-06-18 | Compagnie Generale Des Etablissements Michelin | Composé diorganomagnésien asymétrique pour système catalytique |
FR3104584A1 (fr) | 2019-12-17 | 2021-06-18 | Compagnie Generale Des Etablissements Michelin | Composé diorganomagnésien asymétrique |
FR3104585A1 (fr) | 2019-12-17 | 2021-06-18 | Compagnie Generale Des Etablissements Michelin | Système catalytique à base d’un métallocène et d’un diorganomagnésien |
FR3104595A1 (fr) | 2019-12-17 | 2021-06-18 | Compagnie Generale Des Etablissements Michelin | Pneumatique avec une bande de roulement comportant des elements de renforcement |
WO2021181040A1 (fr) | 2020-03-10 | 2021-09-16 | Compagnie Generale Des Etablissements Michelin | Procede de fabrication d'une composition de caoutchouc |
WO2021250347A2 (fr) | 2020-06-11 | 2021-12-16 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc presentant une resistance aux agressions amelioree |
WO2022049351A1 (fr) | 2020-09-04 | 2022-03-10 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d'elastomere dienique fortement sature |
WO2022049350A1 (fr) | 2020-09-04 | 2022-03-10 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d'elastomere dienique fortement sature |
FR3116277A1 (fr) | 2020-11-19 | 2022-05-20 | Compagnie Generale Des Etablissements Michelin | Copolymères fonctionnels amine à blocs éthyléniques et diéniques |
FR3116276A1 (fr) | 2020-11-19 | 2022-05-20 | Compagnie Generale Des Etablissements Michelin | Diorganomagnésien ayant une chaîne diénique ou oléfinique et fonctionnelle amine |
FR3116535A1 (fr) | 2020-11-24 | 2022-05-27 | Compagnie Generale Des Etablissements Michelin | Polymères téléchéliques à base d’éthylène et de 1,3-diène |
FR3116538A1 (fr) | 2020-11-24 | 2022-05-27 | Compagnie Generale Des Etablissements Michelin | Co-catalyseur comprenant plusieurs liaisons carbone magnésium |
FR3116539A1 (fr) | 2020-11-24 | 2022-05-27 | Compagnie Generale Des Etablissements Michelin | Système catalytique à base d’un métallocène de terre rare et d’un co-catalyseur ayant plusieurs liaisons carbone magnésium. |
FR3116540A1 (fr) | 2020-11-24 | 2022-05-27 | Compagnie Generale Des Etablissements Michelin | Système catalytique à base d’un métallocène de terre rare et d’un co-catalyseur ayant plusieurs liaisons carbone magnésium. |
FR3117404A1 (fr) | 2020-12-16 | 2022-06-17 | Compagnie Generale Des Etablissements Michelin | Stratifié élastomère présentant une excellente adhésion entre une couche diénique fortement saturé réticulé et une couche diénique vulcanisé |
FR3118046A1 (fr) | 2020-12-23 | 2022-06-24 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
FR3118045A1 (fr) | 2020-12-23 | 2022-06-24 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3118048A1 (fr) | 2020-12-22 | 2022-06-24 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant une poudrette de caoutchouc |
FR3118047A1 (fr) | 2020-12-23 | 2022-06-24 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
FR3118044A1 (fr) | 2020-12-23 | 2022-06-24 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3123655A1 (fr) | 2021-06-07 | 2022-12-09 | Compagnie Generale Des Etablissements Michelin | Bande transporteuse comprenant une composition à base d’élastomère fortement saturé |
FR3123654A1 (fr) | 2021-06-07 | 2022-12-09 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc base d’élastomère fortement saturé et de compolymère de butadiene-styrene |
FR3123919A1 (fr) | 2021-06-15 | 2022-12-16 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base de copolymere contenant des unites ethylene et des unites dieniques, et de polyethylene |
FR3123920A1 (fr) | 2021-06-15 | 2022-12-16 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base de copolymere contenant des unites ethylene et des unites dieniques, et de polyethylene |
WO2022269170A1 (fr) | 2021-06-25 | 2022-12-29 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc presentant une resistance aux agressions amelioree |
WO2023088822A1 (fr) | 2021-11-22 | 2023-05-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2023088816A1 (fr) | 2021-11-22 | 2023-05-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2023088811A1 (fr) | 2021-11-22 | 2023-05-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2023088820A1 (fr) | 2021-11-22 | 2023-05-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2023088813A1 (fr) | 2021-11-22 | 2023-05-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2023088817A1 (fr) | 2021-11-22 | 2023-05-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2023104851A1 (fr) | 2021-12-10 | 2023-06-15 | Compagnie Generale Des Etablissements Michelin | Article antivibratoire comprenant une composition de caoutchouc |
WO2023110919A2 (fr) | 2021-12-16 | 2023-06-22 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
WO2023222698A1 (fr) | 2022-05-17 | 2023-11-23 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d'un elastomere fortement sature et d'un plastifiant liquide polaire |
WO2023222697A1 (fr) | 2022-05-17 | 2023-11-23 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d'un elastomere fortement sature et d'un plastifiant liquide |
FR3136473A1 (fr) | 2022-06-14 | 2023-12-15 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
FR3136771A1 (fr) | 2022-06-21 | 2023-12-22 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
FR3136768A1 (fr) | 2022-06-20 | 2023-12-22 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc diénique comportant une microsilice. |
WO2024121112A1 (fr) | 2022-12-08 | 2024-06-13 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2024121069A1 (fr) | 2022-12-08 | 2024-06-13 | Compagnie Generale Des Etablissements Michelin | Composite pour article de caoutchouc |
FR3143033A1 (fr) | 2022-12-12 | 2024-06-14 | Compagnie Generale Des Etablissements Michelin | Pneumatique pour véhicule portant de lourdes charges |
FR3143034A1 (fr) | 2022-12-13 | 2024-06-14 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2024126508A1 (fr) | 2022-12-15 | 2024-06-20 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
WO2024126514A1 (fr) | 2022-12-15 | 2024-06-20 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
WO2024134094A1 (fr) | 2022-12-21 | 2024-06-27 | Compagnie Generale Des Etablissements Michelin | Compositions elastomeriques comprenant un noir de carbone de pyrolyse |
Families Citing this family (39)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2463313B1 (fr) | 2009-08-07 | 2015-04-15 | Bridgestone Corporation | Procédé de fabrication d'un copolymère |
JP5764128B2 (ja) | 2010-07-30 | 2015-08-12 | 株式会社ブリヂストン | 共重合体及びその製造方法 |
EP2599802B1 (fr) | 2010-07-30 | 2015-09-30 | Bridgestone Corporation | Copolymère de composés diènes conjugués et d'oléfines non conjuguées, composition de caoutchouc, composition de caoutchouc réticulée et pneu |
EP2599805B1 (fr) | 2010-07-30 | 2016-01-13 | Bridgestone Corporation | Copolymère de composés diènes conjugués et d'oléfines non conjuguées, composition de caoutchouc et pneu |
JP5775872B2 (ja) | 2010-07-30 | 2015-09-09 | 株式会社ブリヂストン | 共重合体の連鎖構造を制御する方法 |
EP2599804B1 (fr) | 2010-07-30 | 2019-02-20 | Bridgestone Corporation | Copolymère, composition de caoutchouc, composition de caoutchouc réticulée et pneu |
JP5918132B2 (ja) | 2010-07-30 | 2016-05-18 | 株式会社ブリヂストン | 共役ジエン化合物と非共役オレフィンとの共重合体、ゴム組成物、架橋ゴム組成物、及びタイヤ |
EP2599809B1 (fr) | 2010-07-30 | 2015-09-23 | Bridgestone Corporation | Copolymère, composition de caoutchouc, composition de caoutchouc réticulée et pneu |
KR101592907B1 (ko) | 2011-02-04 | 2016-02-11 | 가부시키가이샤 브리지스톤 | 공중합체, 고무 조성물, 타이어 사이드용 고무 조성물, 가교 고무 조성물 및 타이어 |
JP5731217B2 (ja) | 2011-02-04 | 2015-06-10 | 株式会社ブリヂストン | 共重合体、ゴム組成物、架橋ゴム組成物、及びタイヤ |
CN103492439A (zh) | 2011-02-04 | 2014-01-01 | 株式会社普利司通 | 共轭二烯化合物与非共轭烯烃的共聚物、橡胶组合物、轮胎胎面用橡胶组合物、交联橡胶组合物和轮胎 |
JP5932224B2 (ja) | 2011-02-04 | 2016-06-08 | 株式会社ブリヂストン | 共重合体、ゴム組成物、架橋ゴム組成物、及びタイヤ |
KR101939857B1 (ko) | 2011-02-05 | 2019-01-17 | 가부시키가이샤 브리지스톤 | 란타나이드 복합체 촉매 및 이를 이용한 중합 방법 |
JP5771683B2 (ja) | 2011-03-01 | 2015-09-02 | 株式会社ブリヂストン | ゴム組成物、タイヤサイド用ゴム組成物、架橋ゴム組成物、及びタイヤ |
JP5739991B2 (ja) | 2011-06-02 | 2015-06-24 | 株式会社ブリヂストン | 共重合体、ゴム組成物、架橋ゴム組成物、及びタイヤ |
EP2810985B1 (fr) * | 2012-01-30 | 2017-04-05 | Bridgestone Corporation | Composition en caoutchouc d'amortissement de vibrations, composition en caoutchouc réticulé d'amortissement de vibrations et caoutchouc d'amortissement de vibrations |
JP6185070B2 (ja) | 2012-09-30 | 2017-08-23 | 株式会社ブリヂストン | 有機金属触媒錯体及びこれを使用する重合方法 |
US9416205B2 (en) | 2012-10-04 | 2016-08-16 | Bridgestone Corporation | Organometallic complex catalyst and polymerization method employing same |
FR3001223B1 (fr) | 2013-01-22 | 2015-03-06 | Michelin & Cie | Composition de caoutchouc comprenant un elastomere dienique fortement sature |
WO2015183770A1 (fr) | 2014-05-30 | 2015-12-03 | Bridgestone Corporation | Complexe métallique servant de catalyseur et procédés de polymérisation l'utilisant |
CN106660819B (zh) | 2014-05-31 | 2019-06-28 | 株式会社普利司通 | 金属络合物催化剂、采用金属络合物催化剂的聚合方法及其聚合物产品 |
FR3023843B1 (fr) * | 2014-07-21 | 2016-07-22 | Michelin & Cie | Polymere modifie le long de la chaine et son procede de synthese |
FR3037588B1 (fr) | 2015-06-19 | 2017-05-19 | Michelin & Cie | Copolymere elastomere thermoplastique a base d'elastomere dienique et de polypropylene, compositions le comprenant et procede de preparation |
EP3328664B1 (fr) * | 2015-07-31 | 2020-02-12 | Pirelli Tyre S.p.A. | Pneumatique à haute performance |
FR3044010A1 (fr) | 2015-11-19 | 2017-05-26 | Michelin & Cie | Bande de roulement pour pneumatique d'avion |
FR3044007B1 (fr) | 2015-11-19 | 2017-12-08 | Michelin & Cie | Bande de roulement pour pneumatique d'avion |
FR3063731A1 (fr) | 2017-03-08 | 2018-09-14 | Compagnie Generale Des Etablissements Michelin | Pneumatique muni d'une composition comprenant un elastomere riche en ethylene, un peroxyde et un acrylate de zinc |
FR3063732A1 (fr) | 2017-03-08 | 2018-09-14 | Compagnie Generale Des Etablissements Michelin | Pneumatique muni d'une composition comprenant un elastomere riche en ethylene, un peroxyde et un derive d'acrylate polyfonctionnel |
CN111051369A (zh) | 2017-09-04 | 2020-04-21 | 株式会社普利司通 | 共聚物的制造方法、共聚物、橡胶组合物以及轮胎 |
JP7090626B2 (ja) * | 2017-09-04 | 2022-06-24 | 株式会社ブリヂストン | 重合触媒組成物、重合体の製造方法、重合体、ゴム組成物およびタイヤ |
WO2019110926A1 (fr) | 2017-12-06 | 2019-06-13 | Compagnie Generale Des Etablissements Michelin | Stratifie elastomere |
WO2019110924A1 (fr) | 2017-12-06 | 2019-06-13 | Compagnie Generale Des Etablissements Michelin | Stratifié élastomère |
JP7160620B2 (ja) * | 2018-03-05 | 2022-10-25 | 株式会社ブリヂストン | 共重合体、共重合体の製造方法、ゴム組成物及びタイヤ |
WO2019171679A1 (fr) * | 2018-03-05 | 2019-09-12 | 株式会社ブリヂストン | Copolymère, procédé de production d'un copolymère, composition de caoutchouc et pneumatique |
FR3085165B1 (fr) | 2018-08-23 | 2020-07-17 | Compagnie Generale Des Etablissements Michelin | Pneumatique muni d'une composition comprenant un elastomere riche en ethylene, un peroxyde et un derive d'acrylate specifique |
FR3085166B1 (fr) | 2018-08-23 | 2020-07-17 | Compagnie Generale Des Etablissements Michelin | Pneumatique muni d'une composition comprenant un elastomere riche en ethylene, un peroxyde et un derive d'acrylate specifique |
FR3085167B1 (fr) | 2018-08-23 | 2020-07-31 | Michelin & Cie | Pneumatique muni d'une composition comprenant un elastomere riche en ethylene, un peroxyde et un derive d'acrylate specifique |
FR3088328B3 (fr) | 2018-11-09 | 2020-12-04 | Michelin & Cie | Elastomere dienique fonctionnel et composition de caoutchouc |
FR3090639A3 (fr) * | 2018-12-20 | 2020-06-26 | Michelin & Cie | Terpolymères d’éthylène, de 1,3-butadiène et d’une α-monooléfine aromatique. |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1092731A1 (fr) * | 1999-10-12 | 2001-04-18 | Société de Technologie Michelin | Système catalytique, son procédé de préparation et procédé de préparation d'un copolymère d'éthylène et d'un diène conjugué |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5191052A (en) * | 1985-06-21 | 1993-03-02 | Exxon Chemical Patents Inc. | Copolymers of ethylene and 1,3-butadiene |
US5109085A (en) * | 1990-08-27 | 1992-04-28 | Phillips Petroleum Company | Olefin polymerization process |
JPH11171930A (ja) * | 1997-12-16 | 1999-06-29 | Ube Ind Ltd | エラストマー複合体及びその製造方法 |
-
2003
- 2003-10-13 RU RU2005114520/04A patent/RU2312870C2/ru not_active IP Right Cessation
- 2003-10-13 CA CA002502345A patent/CA2502345A1/fr not_active Abandoned
- 2003-10-13 WO PCT/EP2003/011303 patent/WO2004035639A1/fr active Application Filing
- 2003-10-13 JP JP2004544193A patent/JP5301073B2/ja not_active Expired - Fee Related
- 2003-10-13 EP EP03776864.5A patent/EP1554321B1/fr not_active Expired - Lifetime
- 2003-10-13 CN CNB2003801033661A patent/CN100523023C/zh not_active Expired - Lifetime
- 2003-10-13 BR BR0315380-0A patent/BR0315380A/pt not_active Application Discontinuation
- 2003-10-13 CN CNA2007100042409A patent/CN101045770A/zh active Pending
- 2003-10-13 KR KR1020057006637A patent/KR20050101157A/ko active Search and Examination
- 2003-10-13 AU AU2003286138A patent/AU2003286138A1/en not_active Abandoned
-
2005
- 2005-04-15 US US11/106,619 patent/US7094854B2/en not_active Expired - Lifetime
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1092731A1 (fr) * | 1999-10-12 | 2001-04-18 | Société de Technologie Michelin | Système catalytique, son procédé de préparation et procédé de préparation d'un copolymère d'éthylène et d'un diène conjugué |
Non-Patent Citations (4)
Title |
---|
CUI L ET AL: "PRELIMINARY INVESTIGATIONS ON POLYMERIZATION CATALYSTS COMPOSED OF LANTHANOCENE AND METHYLALUMINOXANE", POLYMER BULLETIN, SPRINGER VERLAG. HEIDELBERG, DE, vol. 40, no. 6, 1 June 1998 (1998-06-01), pages 729 - 734, XP000755393, ISSN: 0170-0839 * |
EVANS, WILLIAM J. ET AL: "Copolymerization of Ethylene Carbonate and.epsilon.-Caprolactone Using Samarium Complexes", MACROMOLECULES (1994), 27(14), 4011-13, XP002244181 * |
LLAURO, MARIE FRANCE ET AL: "Investigation of ethylene/butadiene copolymers microstructure by 1H and 13C NMR", MACROMOLECULES (2001), 34(18), 6304-6311, XP002244179 * |
NAKAMURA, HIROSHI ET AL: "Alternative.eta.5- and.eta.6-Bonding Modes for Bis(fluorenyl)lanthanide Complexes by Reactions with AlR3 and Successive Addition of THF", ORGANOMETALLICS (2000), 19(25), 5392-5399, XP002244180 * |
Cited By (191)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102863577B (zh) * | 2005-11-09 | 2016-01-20 | 米其林集团总公司 | 乙烯和丁二烯的共聚物 |
WO2007054224A3 (fr) * | 2005-11-09 | 2008-03-13 | 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 |
JP2009515015A (ja) * | 2005-11-09 | 2009-04-09 | ソシエテ ド テクノロジー ミシュラン | ランタニドのホウ化水素メタロセン複合体、該複合体を含む触媒系、該触媒を使用する重合方法、および該方法を使用して得られたエチレン−ブタジエンコポリマー |
US8071700B2 (en) | 2005-11-09 | 2011-12-06 | Michelin Recherche Et Technique S.A | Borohydride metallocene complex of a lanthanide, catalytic system including said complex, polymerization method using same and ethylene/butadiene copolymer obtained using said method |
CN102863577A (zh) * | 2005-11-09 | 2013-01-09 | 米其林集团总公司 | 乙烯和丁二烯的共聚物 |
US8492573B2 (en) | 2005-11-09 | 2013-07-23 | Michelin Recherche Et Technique S.A. | Borohydride metallocene complex of a lanthanide, catalytic system including said complex, polymerization method using same and ethylene/butadiene copolymer obtained using said method |
JP2014088405A (ja) * | 2005-11-09 | 2014-05-15 | Company General De Etablisman Michelin | ランタニドのホウ化水素メタロセン複合体、該複合体を含む触媒系、該触媒を使用する重合方法、および該方法を使用して得られたエチレン−ブタジエンコポリマー |
WO2007054223A2 (fr) | 2005-11-09 | 2007-05-18 | Societe De Technologie Michelin | Complexe metallocene borohydrure d’un lanthanide, systeme catalytique l’incorporant, procede de polymerisation l’utilisant et copolymere ethylene/butadiene obtenu par ce procede |
FR2893030A1 (fr) * | 2006-10-17 | 2007-05-11 | Michelin Soc Tech | Copolymere ethylene/butadiene |
WO2011113818A1 (fr) | 2010-03-18 | 2011-09-22 | Societe De Technologie Michelin | Pneumatique et composition de caoutchouc contenant un polymere greffe |
US9340626B2 (en) | 2010-03-18 | 2016-05-17 | Compagnie Generale Des Etablissements Michelin | Tire and rubber composition containing a grafted polymer |
WO2012007443A1 (fr) | 2010-07-13 | 2012-01-19 | Societe De Technologie Michelin | Polymere greffe par des molecules associatives azotees |
WO2012007442A1 (fr) | 2010-07-13 | 2012-01-19 | Societe De Technologie Michelin | Composition de caoutchouc contenant un elastomere modifie, son procede de preparation et pneumatique la contenant |
US9045432B2 (en) | 2010-07-13 | 2015-06-02 | Arkema France | Nitrile oxide, nitrone, and nitrile imine compounds |
WO2012007441A1 (fr) | 2010-07-13 | 2012-01-19 | Societe De Technologie Michelin | Polymere greffe par des molecules associatives azotees |
US9394434B2 (en) | 2010-07-13 | 2016-07-19 | Compagnie Generale Des Etablissements Michelin | Rubber composition containing a modified elastomer, method for preparing same, and tire containing same |
US9394380B2 (en) | 2010-07-13 | 2016-07-19 | Compagnie Generale Des Etablissements Michelin | Graft polymer to which combined nitrogen molecules are grafted |
US9481754B2 (en) | 2010-07-13 | 2016-11-01 | Compagnie Generale Des Estrablissements Michelin | Graft polymer to which combined nitrogen molecules are grafted |
WO2017025263A1 (fr) | 2015-08-13 | 2017-02-16 | Compagnie Generale Des Etablissements Michelin | Procédé de synthèse d'un polymère porteur d'un groupement fonctionnel, produit issu de ce procédé et composition le contenant |
FR3044241A1 (fr) * | 2015-12-01 | 2017-06-02 | Michelin & Cie | Systeme catalytique comprenant un metallocene de terre rare |
WO2017093278A1 (fr) * | 2015-12-01 | 2017-06-08 | Compagnie Generale Des Etablissements Michelin | Systeme catalytique comprenant un metallocene de terre rare |
RU2729076C2 (ru) * | 2015-12-01 | 2020-08-04 | Компани Женераль Дэз Этаблиссман Мишлен | Каталитическая система, содержащая редкоземельный металлоцен |
WO2017097831A1 (fr) | 2015-12-08 | 2017-06-15 | Compagnie Generale Des Etablissements Michelin | Copolymere monofonctionnel ou telechelique de 1,3-butadiene et d'ethylene |
WO2017097829A1 (fr) | 2015-12-08 | 2017-06-15 | Compagnie Generale Des Etablissements Michelin | Copolymère monofonctionnel ou téléchélique de 1,3-diène et d'éthylène ou d'alpha-monooléfine |
US10752713B2 (en) | 2015-12-08 | 2020-08-25 | Compagnie Generale Des Etablissements Michelin | Monofunctional or telechelic copolymer of 1,3-diene and ethylene or alpha-monoolefin |
FR3044664A1 (fr) * | 2015-12-08 | 2017-06-09 | Michelin & Cie | Copolymere monofonctionnel ou telechelique de 1,3-diene et d'ethylene ou d'alpha-monoolefine. |
FR3045612A1 (fr) * | 2015-12-17 | 2017-06-23 | Michelin & Cie | Copolymere d'ethylene et de butadiene de microstructure homogene |
FR3045613A1 (fr) * | 2015-12-17 | 2017-06-23 | Michelin & Cie | Copolymere d'ethylene et de butadiene de microstructure homogene |
RU2726114C2 (ru) * | 2015-12-17 | 2020-07-09 | Компани Женераль Дэз Этаблиссман Мишлен | Этилен-бутадиеновый сополимер гомогенной микроструктуры |
RU2726197C2 (ru) * | 2015-12-17 | 2020-07-09 | Компани Женераль Дэз Этаблиссман Мишлен | Сополимер этилена и бутадиена с однородной микроструктурой |
WO2017103544A1 (fr) * | 2015-12-17 | 2017-06-22 | Compagnie Generale Des Etablissements Michelin | Copolymere d'ethylene et de butadiene de microstructure homogene |
WO2017103543A1 (fr) * | 2015-12-17 | 2017-06-22 | Compagnie Generale Des Etablissements Michelin | Copolymere d'ethylene et de butadiene de microstructure homogene |
RU2726197C9 (ru) * | 2015-12-17 | 2020-08-31 | Компани Женераль Дэз Этаблиссман Мишлен | Сополимер этилена и бутадиена с однородной микроструктурой |
US10822475B2 (en) | 2015-12-17 | 2020-11-03 | Compagnie Generale Des Etablissements Michelin Clermont-Ferrand | Ethylene/butadiene copolymer of homogeneous microstructure |
US10844149B2 (en) | 2015-12-17 | 2020-11-24 | Compagnie Generale Des Etablissements Michelin | Ethylene and butadiene copolymer having a homogeneous microstructure |
CN108602919B (zh) * | 2015-12-17 | 2021-05-25 | 米其林集团总公司 | 均匀微观结构的乙烯和丁二烯共聚物 |
CN108602919A (zh) * | 2015-12-17 | 2018-09-28 | 米其林集团总公司 | 均匀微观结构的乙烯和丁二烯共聚物 |
US10723814B2 (en) | 2015-12-22 | 2020-07-28 | Compagnie Generale Des Etablissements Michelin | Tire comprising a rubber composition including a substituted diene elastomer |
WO2017162873A1 (fr) | 2016-03-24 | 2017-09-28 | Compagnie Generale Des Etablissements Michelin | Produit renforcé comprenant un renfort composite auto-adhérent comprenant un copolymère à blocs |
US11318792B2 (en) | 2016-03-24 | 2022-05-03 | Compagnie Generale Des Etablissment Michelin | Reinforced product comprising a self-adhesive composite reinforcement containing a block copolymer |
WO2017162875A1 (fr) | 2016-03-24 | 2017-09-28 | Compagnie Generale Des Etablissements Michelin | Produit renforcé comprenant un renfort composite auto-adhérent comprenant un copolymère à blocs |
WO2017162872A1 (fr) | 2016-03-24 | 2017-09-28 | Compagnie Generale Des Etablissements Michelin | Elément composite auto-adhérent comprenant un copolymère à blocs |
WO2018020124A1 (fr) | 2016-07-25 | 2018-02-01 | Compagnie Generale Des Etablissements Michelin | Procede de preparation d'un systeme catalytique a base d'un metallocene de terre rare |
WO2018020122A1 (fr) | 2016-07-25 | 2018-02-01 | Compagnie Generale Des Etablissements Michelin | Systeme catalytique preforme comprenant un metallocene de terre rare |
WO2018020123A1 (fr) | 2016-07-25 | 2018-02-01 | Compagnie Generale Des Etablissements Michelin | Systeme catalytique preforme comprenant un metallocene de terre rare |
WO2018069650A1 (fr) | 2016-10-12 | 2018-04-19 | Arkema France | Composés dissymétriques porteurs de groupes associatifs |
WO2018069649A1 (fr) | 2016-10-12 | 2018-04-19 | Arkema France | Composés porteurs de groupes associatifs azotés |
WO2018104424A1 (fr) | 2016-12-09 | 2018-06-14 | Compagnie Generale Des Etablissements Michelin | Compose organometallique ayant une fonction iminophosphorane |
WO2018109312A1 (fr) | 2016-12-15 | 2018-06-21 | Compagnie Generale Des Etablissements Michelin | Pneumatique comportant une composition de caoutchouc comprenant un polymere porteur d'un groupement diene conjugue reticule par un dienophile |
WO2018109397A1 (fr) | 2016-12-15 | 2018-06-21 | Compagnie Generale Des Etablissements Michelin | Élastomère diénique portant des groupes pendants anthracényles |
WO2018115704A1 (fr) | 2016-12-19 | 2018-06-28 | Compagnie Generale Des Etablissements Michelin | Procede de preparation d'un elastomere dienique modifie par un compose 1,3-dipolaire |
WO2018115703A1 (fr) | 2016-12-19 | 2018-06-28 | Compagnie Generale Des Etablissements Michelin | Procede de preparation d'un elastomere dienique modifie par un compose 1,3-dipolaire par extrusion reactive |
WO2018189456A1 (fr) | 2017-04-10 | 2018-10-18 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d'un elastomere dienique fortement sature et d'un sel dithiosulfate |
WO2018189455A1 (fr) | 2017-04-10 | 2018-10-18 | Compagnie Generale Des Etablissements Michelin | Bande de roulement pour pneumatique a base d'un elastomere dienique fortement sature |
FR3065216A1 (fr) * | 2017-04-18 | 2018-10-19 | Compagnie Generale Des Etablissements Michelin | Synthese en continu de copolymere d'ethylene et de butadiene |
US11136422B2 (en) | 2017-04-18 | 2021-10-05 | Compagnie Generale Des Etablissements Michelin | Continuous synthesis of an ethylene and butadiene copolymer |
US11498985B2 (en) | 2017-04-18 | 2022-11-15 | Compagnie Generale Des Etablissements Michelin | Continuous synthesis of an ethylene and butadiene copolymer |
WO2018193193A1 (fr) | 2017-04-18 | 2018-10-25 | Compagnie Generale Des Etablissements Michelin | Synthese en continu de copolymere d'ethylene et de butadiene |
WO2018193194A1 (fr) | 2017-04-18 | 2018-10-25 | Compagnie Generale Des Etablissements Michelin | Synthese en continu de copolymere d'ethylene et de butadiene |
FR3065215A1 (fr) * | 2017-04-18 | 2018-10-19 | Compagnie Generale Des Etablissements Michelin | Synthese en continu de copolymere d'ethylene et de butadiene |
WO2018224776A1 (fr) | 2017-06-08 | 2018-12-13 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2018224774A1 (fr) | 2017-06-08 | 2018-12-13 | Compagnie Generale Des Etablissements Michelin | Copolymere fonctionnel d'ethylene et de 1,3-butadiene |
WO2018224775A1 (fr) | 2017-06-08 | 2018-12-13 | Compagnie Generale Des Etablissements Michelin | Copolymere fonctionnel d'un 1,3-diene et d'une olefine |
WO2019002756A1 (fr) | 2017-06-28 | 2019-01-03 | Compagnie Generale Des Etablissements Michelin | Elastomère diénique portant des groupes imidazole |
WO2019007884A1 (fr) | 2017-07-04 | 2019-01-10 | Compagnie Generale Des Etablissements Michelin | Polymère portant des groupes pendants fonctionnels particuliers imidazolidinone |
WO2019007883A1 (fr) | 2017-07-04 | 2019-01-10 | Compagnie Generale Des Etablissements Michelin | Composition à base d'au moins un composé polyaromatique particulier |
US11685803B2 (en) | 2017-07-28 | 2023-06-27 | Compagnie Generale Des Etablissements Michelin | Resin-extended elastomer |
WO2019020948A1 (fr) | 2017-07-28 | 2019-01-31 | Compagnie Generale Des Etablissements Michelin | Elastomere etendu a la resine |
WO2019077233A1 (fr) | 2017-10-19 | 2019-04-25 | Compagnie Generale Des Etablissements Michelin | Polymeres blocs ayant a la fois des unités diéniques et des unités monooléfine |
WO2019077235A1 (fr) | 2017-10-19 | 2019-04-25 | Compagnie Generale Des Etablissements Michelin | Polymeres blocs |
WO2019077236A1 (fr) | 2017-10-19 | 2019-04-25 | Compagnie Generale Des Etablissements Michelin | Polymeres blocs |
WO2019077232A1 (fr) | 2017-10-19 | 2019-04-25 | Compagnie Generale Des Etablissements Michelin | Procede de synthese de polymeres blocs |
WO2019102132A1 (fr) | 2017-11-21 | 2019-05-31 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2019102128A1 (fr) | 2017-11-21 | 2019-05-31 | Compagnie Generale Des Etablissements Michelin | Composé 1,3-dipolaire comportant un groupe époxyde |
WO2019102131A1 (fr) | 2017-11-21 | 2019-05-31 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2019102126A1 (fr) | 2017-11-21 | 2019-05-31 | Compagnie Generale Des Etablissements Michelin | Polymère diénique modifié par un groupe époxyde |
WO2019166739A1 (fr) | 2018-02-27 | 2019-09-06 | Arkema France | Utilisation de l'oxyde de magnesium dans la fabrication de pneumatiques |
US11753522B2 (en) | 2018-02-27 | 2023-09-12 | Arkema France | Use of magnesium oxide for crosslinking polymers |
WO2019166737A1 (fr) | 2018-02-27 | 2019-09-06 | Arkema France | Utilisation de l'oxyde de magnesium pour la reticulation de polymeres |
FR3085684A1 (fr) | 2018-09-11 | 2020-03-13 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2020053521A1 (fr) | 2018-09-11 | 2020-03-19 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2020053520A1 (fr) | 2018-09-11 | 2020-03-19 | Compagnie Generale Des Etablissements Michelin | Pneumatique |
FR3085683A1 (fr) | 2018-09-11 | 2020-03-13 | Compagnie Generale Des Etablissements Michelin | Pneumatique |
FR3086949A1 (fr) | 2018-10-09 | 2020-04-10 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3086948A1 (fr) | 2018-10-09 | 2020-04-10 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2020074807A1 (fr) | 2018-10-09 | 2020-04-16 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2020074806A1 (fr) | 2018-10-09 | 2020-04-16 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2020084235A1 (fr) | 2018-10-23 | 2020-04-30 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3090655A1 (fr) | 2018-12-21 | 2020-06-26 | Compagnie Generale Des Etablissements Michelin | Bande de roulement pour pneumatique |
WO2020128250A1 (fr) | 2018-12-21 | 2020-06-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2020128305A1 (fr) | 2018-12-21 | 2020-06-25 | Compagnie Generale Des Etablissements Michelin | Bande de roulement pour pneumatique |
WO2020128226A1 (fr) | 2018-12-21 | 2020-06-25 | Compagnie Generale Des Etablissements Michelin | Bande de roulement pour pneumatique |
WO2020128227A1 (fr) | 2018-12-21 | 2020-06-25 | Compagnie Generale Des Etablissements Michelin | Bande de roulement pour pneumatique |
WO2020128224A1 (fr) | 2018-12-21 | 2020-06-25 | Compagnie Generale Des Etablissements Michelin | Bande de roulement pour pneumatique |
FR3090657A1 (fr) | 2018-12-21 | 2020-06-26 | Compagnie Generale Des Etablissements Michelin | Bande de roulement pour pneumatique |
FR3090658A1 (fr) | 2018-12-21 | 2020-06-26 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3090662A1 (fr) | 2018-12-21 | 2020-06-26 | Compagnie Generale Des Etablissements Michelin | Bande de roulement pour pneumatique |
FR3090660A1 (fr) | 2018-12-21 | 2020-06-26 | Compagnie Generale Des Etablissements Michelin | Bande de roulement pour pneumatique |
FR3104597A1 (fr) | 2019-12-16 | 2021-06-18 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2021123566A1 (fr) | 2019-12-16 | 2021-06-24 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3104586A1 (fr) | 2019-12-17 | 2021-06-18 | Compagnie Generale Des Etablissements Michelin | Composé diorganomagnésien asymétrique pour système catalytique |
FR3104585A1 (fr) | 2019-12-17 | 2021-06-18 | Compagnie Generale Des Etablissements Michelin | Système catalytique à base d’un métallocène et d’un diorganomagnésien |
WO2021123590A1 (fr) | 2019-12-17 | 2021-06-24 | Compagnie Generale Des Etablissements Michelin | Compose diorganomagnesien pour systeme catalytique |
WO2021123591A1 (fr) | 2019-12-17 | 2021-06-24 | Compagnie Generale Des Etablissements Michelin | Compose diorganomagnesien |
WO2021123589A1 (fr) | 2019-12-17 | 2021-06-24 | Compagnie Generale Des Etablissements Michelin | Systeme catalytique a base d'un metallocene et d'un diorganomagnesien |
CN114829418A (zh) * | 2019-12-17 | 2022-07-29 | 米其林集团总公司 | 用于催化体系的二有机镁化合物 |
WO2021123567A1 (fr) | 2019-12-17 | 2021-06-24 | Compagnie Generale Des Etablissements Michelin | Pneumatique avec une bande de roulement comportant des elements de renforcement |
FR3104595A1 (fr) | 2019-12-17 | 2021-06-18 | Compagnie Generale Des Etablissements Michelin | Pneumatique avec une bande de roulement comportant des elements de renforcement |
CN114829418B (zh) * | 2019-12-17 | 2024-01-12 | 米其林集团总公司 | 用于催化体系的二有机镁化合物 |
FR3104584A1 (fr) | 2019-12-17 | 2021-06-18 | Compagnie Generale Des Etablissements Michelin | Composé diorganomagnésien asymétrique |
FR3108117A1 (fr) | 2020-03-10 | 2021-09-17 | Compagnie Generale Des Etablissements Michelin | Procédé de fabrication d’une composition de caoutchouc. |
WO2021181040A1 (fr) | 2020-03-10 | 2021-09-16 | Compagnie Generale Des Etablissements Michelin | Procede de fabrication d'une composition de caoutchouc |
FR3111352A1 (fr) | 2020-06-11 | 2021-12-17 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc presentant une resistance aux agressions amelioree |
WO2021250347A2 (fr) | 2020-06-11 | 2021-12-16 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc presentant une resistance aux agressions amelioree |
FR3113906A1 (fr) | 2020-09-04 | 2022-03-11 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d’elastomere dienique fortement sature |
FR3113905A1 (fr) | 2020-09-04 | 2022-03-11 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d’elastomere dienique fortement sature |
WO2022049350A1 (fr) | 2020-09-04 | 2022-03-10 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d'elastomere dienique fortement sature |
WO2022049351A1 (fr) | 2020-09-04 | 2022-03-10 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d'elastomere dienique fortement sature |
FR3116277A1 (fr) | 2020-11-19 | 2022-05-20 | Compagnie Generale Des Etablissements Michelin | Copolymères fonctionnels amine à blocs éthyléniques et diéniques |
FR3116276A1 (fr) | 2020-11-19 | 2022-05-20 | Compagnie Generale Des Etablissements Michelin | Diorganomagnésien ayant une chaîne diénique ou oléfinique et fonctionnelle amine |
WO2022106769A1 (fr) | 2020-11-19 | 2022-05-27 | Compagnie Generale Des Etablissements Michelin | Diorganomagnésien ayant une chaîne diénique ou oléfinique et fonctionnelle amine |
WO2022112690A1 (fr) | 2020-11-24 | 2022-06-02 | Compagnie Generale Des Etablissements Michelin | Co-catalyseur comprenant plusieurs liaisons carbone magnésium |
WO2022112693A1 (fr) | 2020-11-24 | 2022-06-02 | Compagnie Generale Des Etablissements Michelin | Polymères téléchéliques à base d'éthylène et de 1,3-diène |
WO2022112692A1 (fr) | 2020-11-24 | 2022-06-02 | Compagnie Generale Des Etablissements Michelin | Système catalytique à base d'un métallocène de terre rare et d'un co-catalyseur ayant plusieurs liaisons carbone magnésium |
FR3116535A1 (fr) | 2020-11-24 | 2022-05-27 | Compagnie Generale Des Etablissements Michelin | Polymères téléchéliques à base d’éthylène et de 1,3-diène |
WO2022112691A1 (fr) | 2020-11-24 | 2022-06-02 | Compagnie Generale Des Etablissements Michelin | Système catalytique à base d'un métallocène de terre rare et d'un co-catalyseur ayant plusieurs liaisons carbone magnésium |
FR3116538A1 (fr) | 2020-11-24 | 2022-05-27 | Compagnie Generale Des Etablissements Michelin | Co-catalyseur comprenant plusieurs liaisons carbone magnésium |
FR3116539A1 (fr) | 2020-11-24 | 2022-05-27 | Compagnie Generale Des Etablissements Michelin | Système catalytique à base d’un métallocène de terre rare et d’un co-catalyseur ayant plusieurs liaisons carbone magnésium. |
FR3116540A1 (fr) | 2020-11-24 | 2022-05-27 | Compagnie Generale Des Etablissements Michelin | Système catalytique à base d’un métallocène de terre rare et d’un co-catalyseur ayant plusieurs liaisons carbone magnésium. |
FR3117404A1 (fr) | 2020-12-16 | 2022-06-17 | Compagnie Generale Des Etablissements Michelin | Stratifié élastomère présentant une excellente adhésion entre une couche diénique fortement saturé réticulé et une couche diénique vulcanisé |
WO2022129717A1 (fr) | 2020-12-16 | 2022-06-23 | Compagnie Generale Des Etablissements Michelin | Stratifie elastomere |
WO2022136750A1 (fr) | 2020-12-22 | 2022-06-30 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant une poudrette de caoutchouc |
FR3118048A1 (fr) | 2020-12-22 | 2022-06-24 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant une poudrette de caoutchouc |
FR3118045A1 (fr) | 2020-12-23 | 2022-06-24 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2022136753A1 (fr) | 2020-12-23 | 2022-06-30 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2022136751A1 (fr) | 2020-12-23 | 2022-06-30 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
WO2022136752A1 (fr) | 2020-12-23 | 2022-06-30 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
FR3118044A1 (fr) | 2020-12-23 | 2022-06-24 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3118047A1 (fr) | 2020-12-23 | 2022-06-24 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
WO2022136754A1 (fr) | 2020-12-23 | 2022-06-30 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3118046A1 (fr) | 2020-12-23 | 2022-06-24 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
FR3123655A1 (fr) | 2021-06-07 | 2022-12-09 | Compagnie Generale Des Etablissements Michelin | Bande transporteuse comprenant une composition à base d’élastomère fortement saturé |
WO2022258905A1 (fr) | 2021-06-07 | 2022-12-15 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d'élastomère fortement saturé et de compolymère de butadiene-styrene |
WO2022258904A1 (fr) | 2021-06-07 | 2022-12-15 | Compagnie Generale Des Etablissements Michelin | Bande transporteuse comprenant une composition à base d'élastomère fortement saturé |
FR3123654A1 (fr) | 2021-06-07 | 2022-12-09 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc base d’élastomère fortement saturé et de compolymère de butadiene-styrene |
WO2022263737A1 (fr) | 2021-06-15 | 2022-12-22 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base de copolymere contenant des unites ethylene et des unites dieniques, et de polyethylene |
FR3123919A1 (fr) | 2021-06-15 | 2022-12-16 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base de copolymere contenant des unites ethylene et des unites dieniques, et de polyethylene |
FR3123920A1 (fr) | 2021-06-15 | 2022-12-16 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base de copolymere contenant des unites ethylene et des unites dieniques, et de polyethylene |
WO2022263738A1 (fr) | 2021-06-15 | 2022-12-22 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base de copolymere contenant des unites ethylene et des unites dieniques, et de polyethylene |
WO2022269170A1 (fr) | 2021-06-25 | 2022-12-29 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc presentant une resistance aux agressions amelioree |
FR3124514A1 (fr) | 2021-06-25 | 2022-12-30 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc presentant une resistance aux agressions amelioree |
FR3129399A1 (fr) | 2021-11-22 | 2023-05-26 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3129400A1 (fr) | 2021-11-22 | 2023-05-26 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2023088817A1 (fr) | 2021-11-22 | 2023-05-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3129397A1 (fr) | 2021-11-22 | 2023-05-26 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3129401A1 (fr) | 2021-11-22 | 2023-05-26 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2023088820A1 (fr) | 2021-11-22 | 2023-05-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3129398A1 (fr) | 2021-11-22 | 2023-05-26 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2023088813A1 (fr) | 2021-11-22 | 2023-05-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3129396A1 (fr) | 2021-11-22 | 2023-05-26 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2023088822A1 (fr) | 2021-11-22 | 2023-05-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2023088816A1 (fr) | 2021-11-22 | 2023-05-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2023088811A1 (fr) | 2021-11-22 | 2023-05-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3130281A1 (fr) | 2021-12-10 | 2023-06-16 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc antivibratoire |
WO2023104851A1 (fr) | 2021-12-10 | 2023-06-15 | Compagnie Generale Des Etablissements Michelin | Article antivibratoire comprenant une composition de caoutchouc |
FR3130807A1 (fr) | 2021-12-16 | 2023-06-23 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
WO2023110919A2 (fr) | 2021-12-16 | 2023-06-22 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
FR3135722A1 (fr) | 2022-05-17 | 2023-11-24 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d’un elastomere fortement sature et d’un plastifiant liquide |
WO2023222697A1 (fr) | 2022-05-17 | 2023-11-23 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d'un elastomere fortement sature et d'un plastifiant liquide |
FR3135723A1 (fr) | 2022-05-17 | 2023-11-24 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d’un elastomere fortement sature et d’un plastifiant liquide polaire |
WO2023222698A1 (fr) | 2022-05-17 | 2023-11-23 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d'un elastomere fortement sature et d'un plastifiant liquide polaire |
FR3136473A1 (fr) | 2022-06-14 | 2023-12-15 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
WO2023242001A1 (fr) | 2022-06-14 | 2023-12-21 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
FR3136768A1 (fr) | 2022-06-20 | 2023-12-22 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc diénique comportant une microsilice. |
WO2023247198A1 (fr) | 2022-06-20 | 2023-12-28 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc diénique comportant une microsilice |
FR3136771A1 (fr) | 2022-06-21 | 2023-12-22 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
WO2023247406A1 (fr) | 2022-06-21 | 2023-12-28 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
WO2024121069A1 (fr) | 2022-12-08 | 2024-06-13 | Compagnie Generale Des Etablissements Michelin | Composite pour article de caoutchouc |
FR3143035A1 (fr) | 2022-12-08 | 2024-06-14 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
FR3143032A1 (fr) | 2022-12-08 | 2024-06-14 | Compagnie Generale Des Etablissements Michelin | Composite pour article de caoutchouc |
WO2024121112A1 (fr) | 2022-12-08 | 2024-06-13 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2024126155A1 (fr) | 2022-12-12 | 2024-06-20 | Compagnie Generale Des Etablissements Michelin | Pneumatique pour véhicule portant de lourdes charges |
FR3143033A1 (fr) | 2022-12-12 | 2024-06-14 | Compagnie Generale Des Etablissements Michelin | Pneumatique pour véhicule portant de lourdes charges |
FR3143034A1 (fr) | 2022-12-13 | 2024-06-14 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2024126156A1 (fr) | 2022-12-13 | 2024-06-20 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
WO2024126508A1 (fr) | 2022-12-15 | 2024-06-20 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
WO2024126514A1 (fr) | 2022-12-15 | 2024-06-20 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
FR3143612A1 (fr) | 2022-12-15 | 2024-06-21 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
FR3143613A1 (fr) | 2022-12-15 | 2024-06-21 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
WO2024134094A1 (fr) | 2022-12-21 | 2024-06-27 | Compagnie Generale Des Etablissements Michelin | Compositions elastomeriques comprenant un noir de carbone de pyrolyse |
FR3144145A1 (fr) | 2022-12-21 | 2024-06-28 | Compagnie Generale Des Etablissements Michelin | Compositions elastomeriques comprenant un noir de carbone de pyrolyse |
Also Published As
Publication number | Publication date |
---|---|
RU2312870C2 (ru) | 2007-12-20 |
AU2003286138A8 (en) | 2004-05-04 |
BR0315380A (pt) | 2005-08-23 |
CN101045770A (zh) | 2007-10-03 |
KR20050101157A (ko) | 2005-10-20 |
JP2006503141A (ja) | 2006-01-26 |
JP5301073B2 (ja) | 2013-09-25 |
US20050239639A1 (en) | 2005-10-27 |
CA2502345A1 (fr) | 2004-04-29 |
EP1554321B1 (fr) | 2014-06-04 |
US7094854B2 (en) | 2006-08-22 |
EP1554321A1 (fr) | 2005-07-20 |
AU2003286138A1 (en) | 2004-05-04 |
RU2005114520A (ru) | 2005-11-10 |
CN1711292A (zh) | 2005-12-21 |
CN100523023C (zh) | 2009-08-05 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP1554321B1 (fr) | Copolymeres ethylene/butadiene, systeme catalytique pour les produires et production desdits polymeres | |
EP1829901B1 (fr) | Systéme catalytique et son procédé de préparation | |
EP1656400B1 (fr) | Systeme catalytique pour l'obtention de copolymères diène(s) conjugué(s) / mono-oléfine(s) et ces copolymères | |
EP1957506B1 (fr) | Complexe metallocene borohydrure d un lanthanide, systeme catalytique l incorporant, procede de polymerisation l utilisant et copolymere ethylene/butadiene obtenu par ce procede | |
WO2018020123A1 (fr) | Systeme catalytique preforme comprenant un metallocene de terre rare | |
EP1954705B1 (fr) | Complexe metallocene borohydrure d un lanthanide, systeme catalytique l incorporant, procede de polymerisation l utilisant et copolymere ethylene/butadiene obtenu par ce procede | |
WO2018020122A1 (fr) | Systeme catalytique preforme comprenant un metallocene de terre rare | |
WO2002038635A1 (fr) | Polyisoprenes de synthese et leur procede de preparation | |
FR3044241A1 (fr) | Systeme catalytique comprenant un metallocene de terre rare | |
FR2893030A1 (fr) | Copolymere ethylene/butadiene | |
EP0559885B1 (fr) | Catalyseurs et procede de preparation de catalyseurs utilisables pour la polymerisation de l'ethylene | |
WO2023237380A1 (fr) | Polyéthylènes ou copolymères d'éthylène et de 1,3-diène couples et leur procédé de préparation | |
FR3116537A1 (fr) | Synthèse de polymères à blocs à base de 1,3-diène et d’éthylène | |
WO2023117456A1 (fr) | Composition lubrifiante | |
WO2022263744A1 (fr) | Synthèse de polymères à blocs à base de 1,3-diène et d'éthylène | |
WO2022112693A1 (fr) | Polymères téléchéliques à base d'éthylène et de 1,3-diène | |
EP4251659A1 (fr) | Système catalytique à base d'un métallocène de terre rare et d'un co-catalyseur ayant plusieurs liaisons carbone magnésium | |
WO2019234324A1 (fr) | Copolymere d'ethylene et d'isoprene |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AK | Designated states |
Kind code of ref document: A1 Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NI NO NZ OM PG PH PL PT RO RU SC SD SE SG SK SL SY TJ TM TN TR TT TZ UA UG US UZ VC VN YU ZA ZM ZW |
|
AL | Designated countries for regional patents |
Kind code of ref document: A1 Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZM ZW AM AZ BY KG KZ MD RU TJ TM AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LU MC NL PT RO SE SI SK TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
DFPE | Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101) | ||
WWE | Wipo information: entry into national phase |
Ref document number: 2502345 Country of ref document: CA |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2003776864 Country of ref document: EP Ref document number: 11106619 Country of ref document: US Ref document number: 1020057006637 Country of ref document: KR |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2004544193 Country of ref document: JP |
|
ENP | Entry into the national phase |
Ref document number: 2005114520 Country of ref document: RU Kind code of ref document: A |
|
WWE | Wipo information: entry into national phase |
Ref document number: 20038A33661 Country of ref document: CN |
|
WWP | Wipo information: published in national office |
Ref document number: 2003776864 Country of ref document: EP |
|
WWP | Wipo information: published in national office |
Ref document number: 1020057006637 Country of ref document: KR |