JP5538721B2 - 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 - Google Patents
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 Download PDFInfo
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- JP5538721B2 JP5538721B2 JP2008539300A JP2008539300A JP5538721B2 JP 5538721 B2 JP5538721 B2 JP 5538721B2 JP 2008539300 A JP2008539300 A JP 2008539300A JP 2008539300 A JP2008539300 A JP 2008539300A JP 5538721 B2 JP5538721 B2 JP 5538721B2
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- Prior art keywords
- complex
- lanthanide
- group
- substituted
- catalyst system
- 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.)
- Expired - Fee Related
Links
- 229910052747 lanthanoid Inorganic materials 0.000 title claims description 27
- 150000002602 lanthanoids Chemical class 0.000 title claims description 27
- 239000003054 catalyst Substances 0.000 title claims description 22
- 238000000034 method Methods 0.000 title claims description 21
- 229920001577 copolymer Polymers 0.000 title description 17
- 238000006116 polymerization reaction Methods 0.000 title description 10
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 28
- 239000000243 solution Substances 0.000 claims description 23
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 16
- 239000002904 solvent Substances 0.000 claims description 16
- 239000003446 ligand Substances 0.000 claims description 15
- 238000007334 copolymerization reaction Methods 0.000 claims description 14
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims description 14
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 13
- 239000005977 Ethylene Substances 0.000 claims description 13
- 150000001336 alkenes Chemical class 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 239000000178 monomer Substances 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 7
- 125000005234 alkyl aluminium group Chemical group 0.000 claims description 6
- 239000002131 composite material Substances 0.000 claims description 6
- 150000004795 grignard reagents Chemical class 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 5
- 239000007983 Tris buffer Substances 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000000725 suspension Substances 0.000 claims description 4
- 239000007818 Grignard reagent Substances 0.000 claims description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 229910052744 lithium Inorganic materials 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 239000011591 potassium Substances 0.000 claims description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 86
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 42
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- 150000001993 dienes Chemical class 0.000 description 9
- 239000000460 chlorine Substances 0.000 description 7
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 6
- 125000002524 organometallic group Chemical group 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 229910052710 silicon Inorganic materials 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 229910052779 Neodymium Inorganic materials 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 description 5
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 5
- 239000003643 water by type Substances 0.000 description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- 230000029936 alkylation Effects 0.000 description 4
- 238000005804 alkylation reaction Methods 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000000706 filtrate Substances 0.000 description 4
- 150000005673 monoalkenes Chemical class 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- PBKONEOXTCPAFI-UHFFFAOYSA-N 1,2,4-trichlorobenzene Chemical compound ClC1=CC=C(Cl)C(Cl)=C1 PBKONEOXTCPAFI-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 3
- 238000002270 exclusion chromatography Methods 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 230000000737 periodic effect Effects 0.000 description 3
- XOJVVFBFDXDTEG-UHFFFAOYSA-N pristane Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)C XOJVVFBFDXDTEG-UHFFFAOYSA-N 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 230000002152 alkylating effect Effects 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 230000000536 complexating effect Effects 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 150000003983 crown ethers Chemical class 0.000 description 2
- SMBQBQBNOXIFSF-UHFFFAOYSA-N dilithium Chemical class [Li][Li] SMBQBQBNOXIFSF-UHFFFAOYSA-N 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 210000004907 gland Anatomy 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical group 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 229920002521 macromolecule Polymers 0.000 description 2
- YHNWUQFTJNJVNU-UHFFFAOYSA-N magnesium;butane;ethane Chemical compound [Mg+2].[CH2-]C.CCC[CH2-] YHNWUQFTJNJVNU-UHFFFAOYSA-N 0.000 description 2
- KXDANLFHGCWFRQ-UHFFFAOYSA-N magnesium;butane;octane Chemical group [Mg+2].CCC[CH2-].CCCCCCC[CH2-] KXDANLFHGCWFRQ-UHFFFAOYSA-N 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000000523 sample Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 235000019502 Orange oil Nutrition 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 229910052772 Samarium Inorganic materials 0.000 description 1
- 229910018540 Si C Inorganic materials 0.000 description 1
- 238000011000 absolute method Methods 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000012296 anti-solvent Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 229940125782 compound 2 Drugs 0.000 description 1
- 229940126214 compound 3 Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910052732 germanium Inorganic materials 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 239000010502 orange oil Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 125000001979 organolithium group Chemical group 0.000 description 1
- -1 pentadienyl group Chemical group 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- KZUNJOHGWZRPMI-UHFFFAOYSA-N samarium atom Chemical group [Sm] KZUNJOHGWZRPMI-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052706 scandium Chemical group 0.000 description 1
- SIXSYDAISGFNSX-UHFFFAOYSA-N scandium atom Chemical group [Sc] SIXSYDAISGFNSX-UHFFFAOYSA-N 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical group [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
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
- C08F210/02—Ethene
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F17/00—Metallocenes
-
- 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
- C08F210/04—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
- C08F4/00—Polymerisation catalysts
- C08F4/42—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors
- C08F4/44—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides
- C08F4/52—Metals; Metal hydrides; Metallo-organic compounds; Use thereof as catalyst precursors selected from light metals, zinc, cadmium, mercury, copper, silver, gold, boron, gallium, indium, thallium, rare earths or actinides selected from boron, aluminium, gallium, indium, thallium or rare earths
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S526/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S526/943—Polymerization with metallocene catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Polymerization Catalysts (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0511416A FR2893029B1 (fr) | 2005-11-09 | 2005-11-09 | Complexe metallocene borohydrure d'un lanthanide, systeme catalytique l'incorporant, procede de polymerisation l'utilisant et copolymere ethylene/butadiene obtenu par ce procede |
| FR0511416 | 2005-11-09 | ||
| PCT/EP2006/010452 WO2007054223A2 (fr) | 2005-11-09 | 2006-10-31 | Complexe metallocene borohydrure d’un lanthanide, systeme catalytique l’incorporant, procede de polymerisation l’utilisant et copolymere ethylene/butadiene obtenu par ce procede |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009514911A JP2009514911A (ja) | 2009-04-09 |
| JP2009514911A5 JP2009514911A5 (enExample) | 2009-12-24 |
| JP5538721B2 true JP5538721B2 (ja) | 2014-07-02 |
Family
ID=36698681
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008539300A Expired - Fee Related JP5538721B2 (ja) | 2005-11-09 | 2006-10-31 | 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 |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US8071700B2 (enExample) |
| EP (1) | EP1957506B1 (enExample) |
| JP (1) | JP5538721B2 (enExample) |
| KR (1) | KR101329538B1 (enExample) |
| CN (1) | CN101341163B (enExample) |
| BR (1) | BRPI0618487B1 (enExample) |
| FR (1) | FR2893029B1 (enExample) |
| RU (1) | RU2441015C2 (enExample) |
| WO (1) | WO2007054223A2 (enExample) |
Families Citing this family (155)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012014455A1 (ja) * | 2010-07-30 | 2012-02-02 | 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 |
| EP2599805B1 (en) * | 2010-07-30 | 2016-01-13 | Bridgestone Corporation | Copolymer of conjugated diene compounds and non-conjugated olefins, rubber composition, and tyre |
| EP2599808B1 (en) * | 2010-07-30 | 2017-01-25 | Bridgestone Corporation | Method for controlling chain structure in copolymers |
| US9309332B2 (en) | 2012-08-24 | 2016-04-12 | Colorado State University Research Foundation | Polymerization catalysts, methods and products |
| US8598286B1 (en) | 2012-11-05 | 2013-12-03 | The Goodyear Tire & Rubber Company | High cis diene/phenylbutadiene copolymers prepared using a Ziegler/Natta neodymium catalyst |
| FR3001223B1 (fr) | 2013-01-22 | 2015-03-06 | Michelin & Cie | Composition de caoutchouc comprenant un elastomere dienique fortement sature |
| PL405397A1 (pl) | 2013-09-19 | 2015-03-30 | Uniwersytet Warszawski | Sposób syntezy niesolwatowanych borowodorków podwójnych |
| FR3029920B1 (fr) * | 2014-12-12 | 2016-12-09 | Univ Claude Bernard Lyon | Polyolefine fonctionnelle ou telechelique, ses derives, et son procede de preparation |
| WO2016164911A2 (en) | 2015-04-10 | 2016-10-13 | Colorado State University Research Foundation | Ring-opening polymerization methods and recyclable biorenewable polyesters |
| 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 |
| 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 |
| FR3044241A1 (fr) * | 2015-12-01 | 2017-06-02 | Michelin & Cie | Systeme catalytique comprenant un metallocene de terre rare |
| FR3044662B1 (fr) | 2015-12-03 | 2017-12-08 | Michelin & Cie | Systeme catalytique preforme comprenant un metallocene de terre rare |
| FR3044664B1 (fr) | 2015-12-08 | 2017-12-29 | Michelin & Cie | Copolymere monofonctionnel ou telechelique de 1,3-diene et d'ethylene ou d'alpha-monoolefine. |
| FR3044663B1 (fr) | 2015-12-08 | 2017-12-29 | Michelin & Cie | Copolymere monofonctionnel ou telechelique de 1,3-butadiene et d'ethylene. |
| FR3054222A1 (fr) | 2016-07-25 | 2018-01-26 | Compagnie Generale Des Etablissements Michelin | Procede de preparation d'un systeme catalytique a base d'un metallocene de terre rare |
| FR3054220A1 (fr) | 2016-07-25 | 2018-01-26 | Compagnie Generale Des Etablissements Michelin | Systeme catalytique preforme comprenant un metallocene de terre rare |
| FR3054221A1 (fr) * | 2016-07-25 | 2018-01-26 | Compagnie Generale Des Etablissements Michelin | Systeme catalytique preforme comprenant un metallocene de terre rare |
| FR3059254A1 (fr) * | 2016-11-30 | 2018-06-01 | Compagnie Generale Des Etablissements Michelin | Systeme catalytique preforme comprenant un metallocene de terre rare |
| FR3060004B1 (fr) | 2016-12-09 | 2019-05-24 | Compagnie Generale Des Etablissements Michelin | Compose organometallique ayant une fonction iminophosphorane |
| FR3060007A1 (fr) | 2016-12-09 | 2018-06-15 | Compagnie Generale Des Etablissements Michelin | Terpolymeres d'ethylene, de 1,3-butadiene ou d'isoprene, et d'une alpha-monoolefine aromatique |
| 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 |
| FR3065004A1 (fr) | 2017-04-10 | 2018-10-12 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d'un elastomere dienique fortement sature et d'un sel dithiosulfate |
| FR3065005A1 (fr) | 2017-04-10 | 2018-10-12 | Compagnie Generale Des Etablissements Michelin | Bande de roulement pour pneumatique a base d'un elastomere dienique fortement sature |
| FR3065215A1 (fr) * | 2017-04-18 | 2018-10-19 | Compagnie Generale Des Etablissements Michelin | Synthese en continu de copolymere d'ethylene et de butadiene |
| FR3067353B1 (fr) * | 2017-06-08 | 2020-10-23 | Centre Nat Rech Scient | Copolymere fonctionnel d'un 1,3-diene et d'une olefine |
| FR3067354B1 (fr) * | 2017-06-08 | 2020-10-23 | Centre Nat Rech Scient | Copolymere fonctionnel d'ethylene et de 1,3-butadiene |
| FR3067355A1 (fr) | 2017-06-08 | 2018-12-14 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
| US10301400B2 (en) | 2017-08-15 | 2019-05-28 | The Goodyear Tire & Rubber Company | Method of making a functionalized elastomer |
| US10472434B2 (en) | 2017-08-15 | 2019-11-12 | The Goodyear Tire & Rubber Company | Functionalized elastomer |
| KR102001965B1 (ko) * | 2017-10-12 | 2019-07-19 | 롯데케미칼 주식회사 | 폴리올레핀 촉매 및 이를 이용한 폴리올레핀 제조방법 |
| 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 |
| JP7321154B2 (ja) | 2017-10-19 | 2023-08-04 | コンパニー ゼネラール デ エタブリッスマン ミシュラン | ブロックポリマー |
| WO2019077232A1 (fr) | 2017-10-19 | 2019-04-25 | Compagnie Generale Des Etablissements Michelin | Procede de synthese de polymeres blocs |
| CN111201256A (zh) | 2017-10-19 | 2020-05-26 | 米其林集团总公司 | 嵌段聚合物 |
| EP3697825B1 (fr) | 2017-10-19 | 2024-07-31 | Compagnie Générale des Etablissements Michelin | Polymeres blocs dieniques et ethyleniques avec des unites cycliques hydrocarbonees et saturees |
| CN111448062A (zh) | 2017-12-06 | 2020-07-24 | 米其林集团总公司 | 弹性体层压件 |
| WO2019110924A1 (fr) | 2017-12-06 | 2019-06-13 | Compagnie Generale Des Etablissements Michelin | Stratifié élastomère |
| FR3078972B1 (fr) | 2018-03-19 | 2020-04-03 | Compagnie Generale Des Etablissements Michelin | Copolymere d’ethylene et de myrcene |
| FR3078973B1 (fr) | 2018-03-19 | 2020-04-03 | Compagnie Generale Des Etablissements Michelin | Copolymere d’ethylene et d’un 1,3-diene |
| FR3082205B1 (fr) | 2018-06-06 | 2020-12-04 | Michelin & Cie | Copolymere d'ethylene et d'isoprene |
| 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 |
| 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 |
| FR3085684B1 (fr) | 2018-09-11 | 2021-06-04 | Michelin & Cie | Composition de caoutchouc |
| FR3085683B1 (fr) | 2018-09-11 | 2020-10-23 | Michelin & Cie | Pneumatique |
| FR3086945B1 (fr) | 2018-10-04 | 2020-12-04 | Michelin & Cie | Procede de synthese de copolymere d'ethylene et de myrcene |
| FR3086944B1 (fr) | 2018-10-04 | 2020-12-04 | Michelin & Cie | Procede de synthese de copolymere d'ethylene et de 1,3-diene |
| FR3086943B1 (fr) | 2018-10-08 | 2020-12-04 | Michelin & Cie | Copolymere d'ethylene et de beta-farnesene |
| FR3086949B1 (fr) | 2018-10-09 | 2020-12-04 | Michelin & Cie | Composition de caoutchouc |
| FR3086948B1 (fr) | 2018-10-09 | 2020-12-04 | Michelin & Cie | Composition de caoutchouc |
| FR3087443B3 (fr) | 2018-10-23 | 2020-10-23 | Michelin & Cie | Composition de caoutchouc |
| FR3088328B3 (fr) | 2018-11-09 | 2020-12-04 | Michelin & Cie | Elastomere dienique fonctionnel et composition de caoutchouc |
| FR3089975A3 (fr) | 2018-12-18 | 2020-06-19 | Michelin & Cie | Copolymères de diène conjugué et d’éthylène |
| FR3090639A3 (fr) | 2018-12-20 | 2020-06-26 | Michelin & Cie | Terpolymères d’éthylène, de 1,3-butadiène et d’une α-monooléfine aromatique. |
| FR3090656A3 (fr) | 2018-12-21 | 2020-06-26 | Michelin & Cie | Bande de roulement pour pneumatique |
| FR3090654A3 (fr) | 2018-12-21 | 2020-06-26 | Michelin & Cie | Composition de caoutchouc |
| FR3090659A3 (fr) | 2018-12-21 | 2020-06-26 | Michelin & Cie | Bande de roulement pour pneumatique |
| FR3090663A3 (fr) | 2018-12-21 | 2020-06-26 | Michelin & Cie | Bande de roulement pour pneumatique |
| FR3090661A3 (fr) | 2018-12-21 | 2020-06-26 | Michelin & Cie | Bande de roulement pour pneumatique |
| FR3100812B1 (fr) | 2019-09-18 | 2021-09-03 | Michelin & Cie | Copolymères d’éthylène et de 1,3-diène fonctionnels |
| FR3100811B1 (fr) | 2019-09-18 | 2021-09-03 | Michelin & Cie | Copolymères d’éthylène et de 1,3-diène fonctionnels |
| FR3100810B1 (fr) | 2019-09-18 | 2021-09-03 | Michelin & Cie | Terpolymère d’éthylène et de 1,3-diènes |
| FR3100815B1 (fr) | 2019-09-18 | 2022-01-28 | Michelin & Cie | composition de caoutchouc |
| FR3104597B1 (fr) | 2019-12-16 | 2021-11-12 | Michelin & Cie | Composition de caoutchouc |
| FR3104585B1 (fr) * | 2019-12-17 | 2021-12-03 | Michelin & Cie | Système catalytique à base d’un métallocène et d’un diorganomagnésien |
| FR3104487B1 (fr) | 2019-12-17 | 2021-11-05 | Michelin & Cie | Stratifie elastomerique |
| FR3104595B1 (fr) | 2019-12-17 | 2021-11-12 | Michelin & Cie | Pneumatique avec une bande de roulement comportant des elements de renforcement |
| FR3104596B1 (fr) | 2019-12-17 | 2021-11-12 | Michelin & Cie | Composition de caoutchouc |
| FR3104586B1 (fr) | 2019-12-17 | 2021-12-03 | Michelin & Cie | Composé diorganomagnésien asymétrique pour système catalytique |
| FR3105225B1 (fr) | 2019-12-18 | 2021-12-03 | Michelin & Cie | Copolymère d’éthylène et d’un 1,3-diène |
| FR3108117B1 (fr) | 2020-03-10 | 2022-03-25 | Michelin & Cie | Procédé de fabrication d’une composition de caoutchouc. |
| FR3111352B1 (fr) | 2020-06-11 | 2023-02-10 | Michelin & Cie | Composition de caoutchouc presentant une resistance aux agressions amelioree |
| FR3113905B1 (fr) | 2020-09-04 | 2022-08-05 | Michelin & Cie | Composition de caoutchouc a base d’elastomere dienique fortement sature |
| FR3113906B1 (fr) | 2020-09-04 | 2022-08-05 | Michelin & Cie | 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 |
| FR3116276B1 (fr) | 2020-11-19 | 2023-11-10 | Michelin & Cie | Diorganomagnésien ayant une chaîne diénique ou oléfinique et fonctionnelle amine |
| FR3116539B1 (fr) | 2020-11-24 | 2022-11-25 | Michelin & Cie | Système catalytique à base d’un métallocène de terre rare et d’un co-catalyseur ayant plusieurs liaisons carbone magnésium. |
| FR3116540B1 (fr) | 2020-11-24 | 2023-11-03 | Michelin & Cie | Système catalytique à base d’un métallocène de terre rare et d’un co-catalyseur ayant plusieurs liaisons carbone magnésium. |
| FR3116535B1 (fr) | 2020-11-24 | 2022-11-25 | Michelin & Cie | Polymères téléchéliques à base d’éthylène et de 1,3-diène |
| FR3116537B1 (fr) | 2020-11-26 | 2022-11-25 | Michelin & Cie | Synthèse de polymères à blocs à base de 1,3-diène et d’éthylène |
| FR3116536B1 (fr) | 2020-11-26 | 2022-11-25 | Michelin & Cie | Polymère tribloc diénique riche en éthylène ayant un bloc statistique et deux blocs terminaux polyéthylène. |
| FR3117404B1 (fr) | 2020-12-16 | 2024-02-16 | Michelin & Cie | Stratifié élastomère présentant une excellente adhésion entre une couche diénique fortement saturé réticulé et une couche diénique vulcanisé |
| FR3118042B1 (fr) | 2020-12-21 | 2023-07-21 | Michelin & Cie | systèmes catalytiques supportés pour la synthèse de polyoléfines semi-cristallines |
| FR3118039B1 (fr) | 2020-12-21 | 2024-03-29 | Michelin & Cie | procédé de copolymérisation de l’éthylène et d’une α-oléfine linéaire ayant 3 à 8 atomes de carbone en phase gazeuse |
| FR3118038B1 (fr) | 2020-12-21 | 2024-03-29 | Michelin & Cie | procédé de polymérisation de l’éthylène en phase gazeuse |
| FR3118048B1 (fr) | 2020-12-22 | 2023-01-13 | Michelin & Cie | Composition de caoutchouc comprenant une poudrette de caoutchouc |
| FR3118046B1 (fr) | 2020-12-23 | 2022-12-30 | Michelin & Cie | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
| FR3118044B1 (fr) | 2020-12-23 | 2022-12-30 | Michelin & Cie | Composition de caoutchouc |
| FR3118047B1 (fr) | 2020-12-23 | 2022-12-30 | Michelin & Cie | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
| FR3118045B1 (fr) | 2020-12-23 | 2022-12-30 | Michelin & Cie | Composition de caoutchouc |
| FR3120631B1 (fr) | 2021-03-11 | 2023-02-24 | Michelin & Cie | Composition de caoutchouc |
| FR3120565B1 (fr) | 2021-03-11 | 2023-02-10 | Michelin & Cie | Stratifie elastomere |
| FR3120632B1 (fr) | 2021-03-11 | 2023-02-10 | Michelin & Cie | Composition elastomere |
| FR3122428B1 (fr) | 2021-04-29 | 2024-03-29 | Michelin & Cie | copolymère fonctionnel d’un 1,3-diène et d’éthylène ou d’un 1,3-diène, d’éthylène et d’une alphamonooléfine. |
| FR3123655B1 (fr) | 2021-06-07 | 2023-04-28 | Michelin & Cie | Bande transporteuse comprenant une composition à base d’élastomère fortement saturé |
| FR3123654B1 (fr) | 2021-06-07 | 2023-04-28 | Michelin & Cie | Composition de caoutchouc base d’élastomère fortement saturé et de compolymère de butadiene-styrene |
| FR3123919B1 (fr) | 2021-06-15 | 2023-04-28 | Michelin & Cie | Composition de caoutchouc a base de copolymere contenant des unites ethylene et des unites dieniques, et de polyethylene |
| FR3123920B1 (fr) | 2021-06-15 | 2023-04-28 | Michelin & Cie | Composition de caoutchouc a base de copolymere contenant des unites ethylene et des unites dieniques, et de polyethylene |
| FR3123915B1 (fr) | 2021-06-15 | 2024-07-26 | Michelin & Cie | Synthèse de polymères à blocs à base de 1,3-diène et d’éthylène |
| FR3124514B1 (fr) | 2021-06-25 | 2023-06-02 | Michelin & Cie | Composition de caoutchouc presentant une resistance aux agressions amelioree |
| FR3128219B1 (fr) | 2021-10-18 | 2023-10-27 | Michelin & Cie | Procédé de préparation d’une composition de caoutchouc. |
| FR3129401B1 (fr) | 2021-11-22 | 2023-11-10 | Michelin & Cie | Composition de caoutchouc |
| FR3129400B1 (fr) | 2021-11-22 | 2023-11-10 | Michelin & Cie | Composition de caoutchouc |
| FR3129396B1 (fr) | 2021-11-22 | 2023-11-10 | Michelin & Cie | Composition de caoutchouc |
| FR3129399B1 (fr) | 2021-11-22 | 2023-11-10 | Michelin & Cie | Composition de caoutchouc |
| FR3129397B1 (fr) | 2021-11-22 | 2023-11-10 | Michelin & Cie | Composition de caoutchouc |
| FR3129398B1 (fr) | 2021-11-22 | 2025-05-23 | Michelin & Cie | Composition de caoutchouc |
| FR3130281B1 (fr) | 2021-12-10 | 2025-07-25 | Michelin & Cie | Composition de caoutchouc antivibratoire |
| FR3130282B1 (fr) | 2021-12-14 | 2025-02-14 | Michelin & Cie | Composition de caoutchouc comprenant un plastifiant polaire d’ester et un elastomere fortement sature |
| FR3130283B1 (fr) | 2021-12-14 | 2025-02-14 | Michelin & Cie | Composition de caoutchouc comprenant un plastifiant polaire et un elastomere fortement sature |
| FR3130807B1 (fr) | 2021-12-16 | 2025-08-29 | Michelin & Cie | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
| FR3135723B1 (fr) | 2022-05-17 | 2024-04-19 | Michelin & Cie | Composition de caoutchouc a base d’un elastomere fortement sature et d’un plastifiant liquide polaire |
| FR3135722B1 (fr) | 2022-05-17 | 2024-04-19 | Michelin & Cie | Composition de caoutchouc a base d’un elastomere fortement sature et d’un plastifiant liquide |
| FR3136468B1 (fr) | 2022-06-09 | 2024-05-31 | Michelin & Cie | Polyéthylènes ou copolymères d’éthylène et de 1,3-diène couplés et leur procédé de préparation. |
| FR3136466A1 (fr) | 2022-06-09 | 2023-12-15 | Compagnie Generale Des Etablissements Michelin | Procédé de synthèse de polyéthylènes ou de copolymères d’éthylène et de 1,3-diène portant une fonction cétone terminale. |
| FR3136473A1 (fr) | 2022-06-14 | 2023-12-15 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
| FR3136768B1 (fr) | 2022-06-20 | 2024-05-31 | Michelin & Cie | Composition de caoutchouc diénique comportant une microsilice. |
| FR3136771B1 (fr) | 2022-06-21 | 2024-05-10 | Michelin & Cie | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
| FR3136775B1 (fr) | 2022-06-21 | 2024-05-10 | Michelin & Cie | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
| FR3136774B1 (fr) | 2022-06-21 | 2024-05-10 | Michelin & Cie | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
| FR3136770B1 (fr) | 2022-06-21 | 2024-05-10 | Michelin & Cie | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
| FR3136772B1 (fr) | 2022-06-21 | 2024-05-10 | Michelin & Cie | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
| FR3136773B1 (fr) | 2022-06-21 | 2024-05-10 | Michelin & Cie | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
| FR3137095B1 (fr) | 2022-06-23 | 2024-05-31 | Michelin & Cie | polymères diéniques riches en éthylène ayant un bloc polyvinylpyridine et leur utilisation dans des compositions lubrifiantes pour moteur |
| FR3137096B1 (fr) | 2022-06-23 | 2024-05-31 | Michelin & Cie | polymères diéniques riches en éthylène ayant un bloc polyvinylpyridine et leur procédé de synthèse. |
| FR3139822B1 (fr) | 2022-09-15 | 2024-08-23 | Michelin & Cie | Polymère tribloc ayant un bloc central diénique riche en éthylène et deux blocs terminaux, respectivement polystyrène et polyéthylène. |
| FR3141178A1 (fr) | 2022-10-25 | 2024-04-26 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
| FR3141179B1 (fr) | 2022-10-25 | 2024-10-25 | Michelin & Cie | Composition de caoutchouc |
| FR3141462A1 (fr) | 2022-11-02 | 2024-05-03 | Compagnie Generale Des Etablissements Michelin | Copolymères couplés diéniques riches en unités éthylène et leur procédé de préparation |
| FR3143035B1 (fr) | 2022-12-08 | 2024-11-29 | Michelin & Cie | Composition de caoutchouc |
| FR3143032A1 (fr) | 2022-12-08 | 2024-06-14 | Compagnie Generale Des Etablissements Michelin | Composite pour article de caoutchouc |
| FR3143033B1 (fr) | 2022-12-12 | 2024-11-29 | Michelin & Cie | Pneumatique pour véhicule portant de lourdes charges |
| FR3143034B1 (fr) | 2022-12-13 | 2025-05-02 | Michelin & Cie | Composition de caoutchouc |
| FR3143612B1 (fr) | 2022-12-15 | 2024-11-15 | Michelin & Cie | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
| FR3143613B1 (fr) | 2022-12-15 | 2024-11-15 | Michelin & Cie | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
| FR3144145A1 (fr) | 2022-12-21 | 2024-06-28 | Compagnie Generale Des Etablissements Michelin | Compositions elastomeriques comprenant un noir de carbone de pyrolyse |
| FR3145756A1 (fr) | 2023-02-09 | 2024-08-16 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc a base d’elastomere dienique fortement sature et d’un derive d’imidazole |
| FR3145755B1 (fr) | 2023-02-09 | 2025-02-07 | Michelin & Cie | Composition de caoutchouc a base d’elastomere dienique fortement sature et d’une resine renforçante |
| FR3148030A1 (fr) | 2023-04-24 | 2024-10-25 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
| FR3148429B1 (fr) | 2023-05-04 | 2025-05-02 | Michelin & Cie | Composition de caoutchouc |
| FR3148598A1 (fr) | 2023-05-10 | 2024-11-15 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc |
| FR3149322B1 (fr) | 2023-05-31 | 2025-05-02 | Michelin & Cie | Composition de caoutchouc comprenant un élastomère diénique fortement saturé |
| FR3149613B1 (fr) | 2023-06-09 | 2025-05-02 | Michelin & Cie | Composition de caoutchouc antivibratoire |
| FR3149614B1 (fr) | 2023-06-09 | 2025-05-02 | Michelin & Cie | Composition de caoutchouc antivibratoire |
| FR3153824A1 (fr) | 2023-10-05 | 2025-04-11 | Compagnie Generale Des Etablissements Michelin | procédé de fonctionnalisation cétone de polyéthylènes et de copolymères contenant des unités éthylène et des unités 1,3-diène. |
| FR3153823B1 (fr) | 2023-10-05 | 2025-10-10 | Michelin & Cie | système catalytique comprenant un métallocène pour la synthèse de polyéthylène et de copolymère d’éthylène et de 1,3-diène. |
| FR3153822B1 (fr) | 2023-10-05 | 2025-10-10 | Michelin & Cie | système catalytique comprenant un métallocène pour la synthèse de polyéthylène et de copolymère d’éthylène et de 1,3-diène. |
| FR3156448B1 (fr) | 2023-12-12 | 2025-10-31 | Michelin & Cie | Composition de caoutchouc a base d’elastomere dienique fortement sature |
| FR3159971A1 (fr) | 2024-03-05 | 2025-09-12 | Compagnie Generale Des Etablissements Michelin | Composition de caoutchouc comprenant un elastomere dienique fortement sature |
| FR3160409A1 (fr) | 2024-03-21 | 2025-09-26 | Compagnie Generale Des Etablissements Michelin | Système catalytique comprenant un métallocène pour la synthèse de polyéthylène et de copolymère d’éthylène et de 1,3-diène. |
| FR3160408A1 (fr) | 2024-03-21 | 2025-09-26 | Compagnie Generale Des Etablissements Michelin | Procédé de préparation d’un polyéthylène ou d’un copolymère d’éthylène et de 1,3-diène. |
| FR3161910A1 (fr) | 2024-05-02 | 2025-11-07 | Compagnie Generale Des Etablissements Michelin | Membrane échangeuse d’anions et son procédé d’obtention. |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5312881A (en) * | 1992-03-31 | 1994-05-17 | Northwestern University | Method for catalytic polymerization of substituted acrylates |
| FR2799468B1 (fr) * | 1999-10-12 | 2006-04-28 | Michelin Soc Tech | Systeme catalytique utilisable pour la copolymerisation de l'ethylene et d'un diene conjugue, procede de preparation de ce systeme catalytique et d'un copolymere d'ethylene et d'un diene conjugue |
| CN1146569C (zh) | 2000-09-15 | 2004-04-21 | 中国科学院上海有机化学研究所 | 一种二烃基亚甲基桥联芴基环戊二烯基稀土配合物、合成方法及用途 |
| JP5301073B2 (ja) | 2002-10-16 | 2013-09-25 | コンパニー ゼネラール デ エタブリッスマン ミシュラン | 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 |
| 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 |
-
2005
- 2005-11-09 FR FR0511416A patent/FR2893029B1/fr not_active Expired - Lifetime
-
2006
- 2006-10-31 KR KR1020087013873A patent/KR101329538B1/ko active Active
- 2006-10-31 US US12/084,809 patent/US8071700B2/en active Active
- 2006-10-31 BR BRPI0618487A patent/BRPI0618487B1/pt active IP Right Grant
- 2006-10-31 RU RU2008122991/04A patent/RU2441015C2/ru not_active IP Right Cessation
- 2006-10-31 CN CN2006800484234A patent/CN101341163B/zh not_active Expired - Fee Related
- 2006-10-31 WO PCT/EP2006/010452 patent/WO2007054223A2/fr not_active Ceased
- 2006-10-31 EP EP06818327.6A patent/EP1957506B1/fr active Active
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Also Published As
| Publication number | Publication date |
|---|---|
| RU2008122991A (ru) | 2009-12-20 |
| US20120142905A1 (en) | 2012-06-07 |
| BRPI0618487B1 (pt) | 2018-11-06 |
| KR20080081269A (ko) | 2008-09-09 |
| RU2441015C2 (ru) | 2012-01-27 |
| WO2007054223A2 (fr) | 2007-05-18 |
| FR2893029A1 (fr) | 2007-05-11 |
| US8071700B2 (en) | 2011-12-06 |
| US8492573B2 (en) | 2013-07-23 |
| KR101329538B1 (ko) | 2013-11-15 |
| JP2009514911A (ja) | 2009-04-09 |
| BRPI0618487A2 (pt) | 2011-08-30 |
| CN101341163A (zh) | 2009-01-07 |
| EP1957506B1 (fr) | 2014-10-22 |
| CN101341163B (zh) | 2013-09-04 |
| WO2007054223A3 (fr) | 2007-10-25 |
| US20090182104A1 (en) | 2009-07-16 |
| FR2893029B1 (fr) | 2009-01-16 |
| EP1957506A2 (fr) | 2008-08-20 |
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