ES2167870T5 - Sistemas cataliticos de polimerizacion que comprenden ligandos ciclopentadienuro heterociclicos fusionados. - Google Patents
Sistemas cataliticos de polimerizacion que comprenden ligandos ciclopentadienuro heterociclicos fusionados. Download PDFInfo
- Publication number
- ES2167870T5 ES2167870T5 ES98906691T ES98906691T ES2167870T5 ES 2167870 T5 ES2167870 T5 ES 2167870T5 ES 98906691 T ES98906691 T ES 98906691T ES 98906691 T ES98906691 T ES 98906691T ES 2167870 T5 ES2167870 T5 ES 2167870T5
- Authority
- ES
- Spain
- Prior art keywords
- group
- ligand
- cyclopentadienide
- condensed
- heterocycle
- 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 - Lifetime
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- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 44
- 230000003197 catalytic effect Effects 0.000 title claims abstract description 20
- 229910052751 metal Inorganic materials 0.000 claims abstract description 23
- 239000002184 metal Substances 0.000 claims abstract description 19
- 150000002736 metal compounds Chemical class 0.000 claims abstract description 16
- 230000003213 activating effect Effects 0.000 claims abstract description 7
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000003446 ligand Substances 0.000 claims description 149
- SINKOGOPEQSHQD-UHFFFAOYSA-N cyclopentadienide Chemical compound C=1C=C[CH-]C=1 SINKOGOPEQSHQD-UHFFFAOYSA-N 0.000 claims description 95
- 125000000623 heterocyclic group Chemical group 0.000 claims description 79
- 239000003054 catalyst Substances 0.000 claims description 35
- 229910052723 transition metal Inorganic materials 0.000 claims description 29
- 125000005842 heteroatom Chemical group 0.000 claims description 25
- 239000000178 monomer Substances 0.000 claims description 24
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 21
- 125000004429 atom Chemical group 0.000 claims description 19
- 150000001875 compounds Chemical class 0.000 claims description 19
- 229910052757 nitrogen Inorganic materials 0.000 claims description 15
- 230000007704 transition Effects 0.000 claims description 15
- 239000002685 polymerization catalyst Substances 0.000 claims description 13
- 239000007789 gas Substances 0.000 claims description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
- 229910052760 oxygen Inorganic materials 0.000 claims description 5
- 239000001301 oxygen Substances 0.000 claims description 5
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- IPRROFRGPQGDOX-UHFFFAOYSA-K 1,2,3,4,5-pentamethylcyclopenta-1,3-diene;trichlorotitanium Chemical group Cl[Ti](Cl)Cl.CC=1C(C)=C(C)[C-](C)C=1C IPRROFRGPQGDOX-UHFFFAOYSA-K 0.000 claims description 4
- AQZWEFBJYQSQEH-UHFFFAOYSA-N 2-methyloxaluminane Chemical compound C[Al]1CCCCO1 AQZWEFBJYQSQEH-UHFFFAOYSA-N 0.000 claims description 4
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- 229910052796 boron Inorganic materials 0.000 claims description 4
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- 239000011574 phosphorus Substances 0.000 claims description 4
- 229910052726 zirconium Inorganic materials 0.000 claims description 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 3
- QSCQETPPWKJRDE-UHFFFAOYSA-N N1C(=CC2=CC=CC=C12)[Zr] Chemical compound N1C(=CC2=CC=CC=C12)[Zr] QSCQETPPWKJRDE-UHFFFAOYSA-N 0.000 claims description 3
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 150000002739 metals Chemical class 0.000 claims description 3
- KCVMGPHLYIBTBE-UHFFFAOYSA-N [Zr].CC1=CC=2C(SCC2)=C1.CC1=CC=2C(SCC2)=C1 Chemical compound [Zr].CC1=CC=2C(SCC2)=C1.CC1=CC=2C(SCC2)=C1 KCVMGPHLYIBTBE-UHFFFAOYSA-N 0.000 claims description 2
- 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 34
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract description 19
- 239000005977 Ethylene Substances 0.000 abstract description 19
- 230000000737 periodic effect Effects 0.000 abstract description 13
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- -1 cyclopentadienide anions Chemical class 0.000 description 80
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- 125000001424 substituent group Chemical group 0.000 description 28
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- 239000001257 hydrogen Substances 0.000 description 14
- 229910052739 hydrogen Inorganic materials 0.000 description 14
- 125000000217 alkyl group Chemical group 0.000 description 11
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 11
- 125000001183 hydrocarbyl group Chemical group 0.000 description 11
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- 230000008569 process Effects 0.000 description 10
- 125000004432 carbon atom Chemical group C* 0.000 description 9
- 150000002431 hydrogen Chemical class 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 8
- 239000012190 activator Substances 0.000 description 8
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 8
- 239000002243 precursor Substances 0.000 description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 7
- 125000004122 cyclic group Chemical group 0.000 description 7
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- 125000006659 (C1-C20) hydrocarbyl group Chemical group 0.000 description 5
- KRNSYSYRLQDHDK-UHFFFAOYSA-N 6,7-dihydro-5h-cyclopenta[b]pyridine Chemical compound C1=CN=C2CCCC2=C1 KRNSYSYRLQDHDK-UHFFFAOYSA-N 0.000 description 5
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- VUFCANOMBNFAOI-UHFFFAOYSA-L 5-methyl-2H-cyclopenta[b]thiophene zirconium(2+) dichloride Chemical compound [Cl-].[Cl-].[Zr+2].C1SC2=CC(C)=CC2=C1.C1SC2=CC(C)=CC2=C1 VUFCANOMBNFAOI-UHFFFAOYSA-L 0.000 description 4
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 150000001336 alkenes Chemical class 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 4
- 150000001721 carbon Chemical group 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000006471 dimerization reaction Methods 0.000 description 4
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- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 4
- DBKHHWBPKPKVFS-UHFFFAOYSA-N 1,5-dimethylcyclopenta-1,3-diene Chemical compound CC=1[CH-]C=CC=1C DBKHHWBPKPKVFS-UHFFFAOYSA-N 0.000 description 3
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- LVVOITZLMNPGOL-UHFFFAOYSA-N 2-methyloxaluminane;toluene Chemical compound C[Al]1CCCCO1.CC1=CC=CC=C1 LVVOITZLMNPGOL-UHFFFAOYSA-N 0.000 description 3
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- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 2
- CUDHJPVCKNSWGO-UHFFFAOYSA-N cyclopenta-1,3-dien-1-amine Chemical compound NC1=CC=CC1 CUDHJPVCKNSWGO-UHFFFAOYSA-N 0.000 description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
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- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
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- 238000005984 hydrogenation reaction Methods 0.000 description 2
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- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
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- NNYUVNZQQOGGOZ-UHFFFAOYSA-N cyclopenta-2,4-dien-1-ylmethylbenzene Chemical compound C1=CC=C[C-]1CC1=CC=CC=C1 NNYUVNZQQOGGOZ-UHFFFAOYSA-N 0.000 description 1
- 230000005595 deprotonation Effects 0.000 description 1
- 238000010537 deprotonation reaction Methods 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- ZTJBELXDHFJJEU-UHFFFAOYSA-N dimethylboron Chemical group C[B]C ZTJBELXDHFJJEU-UHFFFAOYSA-N 0.000 description 1
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- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical class [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 description 1
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- 239000011630 iodine Substances 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- KXUHSQYYJYAXGZ-UHFFFAOYSA-N isobutylbenzene Chemical compound CC(C)CC1=CC=CC=C1 KXUHSQYYJYAXGZ-UHFFFAOYSA-N 0.000 description 1
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- 239000000395 magnesium oxide Substances 0.000 description 1
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- 150000002738 metalloids Chemical group 0.000 description 1
- 238000005649 metathesis reaction Methods 0.000 description 1
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- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
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- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 1
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- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- NTTOTNSKUYCDAV-UHFFFAOYSA-N potassium hydride Chemical compound [KH] NTTOTNSKUYCDAV-UHFFFAOYSA-N 0.000 description 1
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- 230000009257 reactivity Effects 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- 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
- C08F110/00—Homopolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F110/02—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
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/16—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers
-
- 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
- C08F210/16—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers
- C08F210/18—Copolymers of ethene with alpha-alkenes, e.g. EP rubbers with non-conjugated dienes, e.g. EPT rubbers
-
- 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
- C08F4/60—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 together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/619—Component covered by group C08F4/60 containing a transition metal-carbon bond
- C08F4/61908—Component covered by group C08F4/60 containing a transition metal-carbon bond in combination with an ionising compound other than alumoxane, e.g. (C6F5)4B-X+
-
- 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
- C08F4/60—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 together with refractory metals, iron group metals, platinum group metals, manganese, rhenium technetium or compounds thereof
- C08F4/619—Component covered by group C08F4/60 containing a transition metal-carbon bond
- C08F4/61912—Component covered by group C08F4/60 containing a transition metal-carbon bond in combination with an organoaluminium compound
-
- 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)
- 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)
- Catalysts (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US80618197A | 1997-02-25 | 1997-02-25 | |
| US806181 | 1997-02-25 | ||
| US999214 | 1997-12-29 | ||
| US08/999,214 US6451938B1 (en) | 1997-02-25 | 1997-12-29 | Polymerization catalyst system comprising heterocyclic fused cyclopentadienide ligands |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES2167870T3 ES2167870T3 (es) | 2002-05-16 |
| ES2167870T5 true ES2167870T5 (es) | 2008-12-01 |
Family
ID=27122858
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES98906691T Expired - Lifetime ES2167870T5 (es) | 1997-02-25 | 1998-02-24 | Sistemas cataliticos de polimerizacion que comprenden ligandos ciclopentadienuro heterociclicos fusionados. |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US6451938B1 (https=) |
| EP (1) | EP0963382B2 (https=) |
| JP (1) | JP4237263B2 (https=) |
| CA (1) | CA2279515C (https=) |
| DE (1) | DE69802500T3 (https=) |
| ES (1) | ES2167870T5 (https=) |
| WO (1) | WO1998037106A1 (https=) |
Families Citing this family (46)
| Publication number | Priority date | Publication date | Assignee | Title |
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| AU1870999A (en) | 1997-11-12 | 1999-05-31 | Montell Technology Company B.V. | Metallocenes and catalysts for olefin-polymerisation |
| US6486088B1 (en) | 1998-10-23 | 2002-11-26 | Exxonmobil Chemical Patents Inc. | High activity carbenium-activated polymerization catalysts |
| EP1226191B1 (en) * | 1999-10-22 | 2005-07-20 | Univation Technologies LLC | Catalyst systems and their use in a polymerization process |
| US6475946B1 (en) | 1999-10-22 | 2002-11-05 | Exxonmobil Chemical Patents Inc. | Olefin polymerization catalysis with aryl substituted carbenium cationic complexes |
| US6476164B1 (en) | 1999-10-22 | 2002-11-05 | Exxonmobil Chemical Patents Inc. | Carbenium cationic complexes suitable for polymerization catalysts |
| US6274684B1 (en) | 1999-10-22 | 2001-08-14 | Univation Technologies, Llc | Catalyst composition, method of polymerization, and polymer therefrom |
| US6300439B1 (en) | 1999-11-08 | 2001-10-09 | Univation Technologies, Llc | Group 15 containing transition metal catalyst compounds, catalyst systems and their use in a polymerization process |
| AU767697B2 (en) * | 1999-10-22 | 2003-11-20 | Univation Technologies Llc | Catalyst compositions, methods of polymerization, and polymers therefrom |
| US6624107B2 (en) | 1999-10-22 | 2003-09-23 | Univation Technologies, Llc | Transition metal catalyst compounds having deuterium substituted ligand and catalyst systems thereof |
| US6281306B1 (en) * | 1999-12-16 | 2001-08-28 | Univation Technologies, Llc | Method of polymerization |
| ES2239665T3 (es) | 2000-01-18 | 2005-10-01 | Basell Polyolefine Gmbh | Procedimiento para producir polimeros aa base de propileno, substancialmente amorfos. |
| WO2002100908A1 (en) * | 2001-06-12 | 2002-12-19 | Basell Polyolefine Gmbh | Process for the polymerization of 1-butene |
| EP1406761B1 (en) | 2001-06-20 | 2016-11-02 | ExxonMobil Chemical Patents Inc. | Polyolefins made by catalyst comprising a noncoordinating anion and articles comprising them |
| ATE412016T1 (de) | 2001-09-14 | 2008-11-15 | Basell Polyolefine Gmbh | Verfahren zur polymerisation von olefinen |
| DE10145453A1 (de) | 2001-09-14 | 2003-06-05 | Basell Polyolefine Gmbh | Monocyclopentadienylkomplexe mit einem kondensierten Heterocyclus |
| US8008412B2 (en) | 2002-09-20 | 2011-08-30 | Exxonmobil Chemical Patents Inc. | Polymer production at supersolution conditions |
| US7550528B2 (en) | 2002-10-15 | 2009-06-23 | Exxonmobil Chemical Patents Inc. | Functionalized olefin polymers |
| US7541402B2 (en) | 2002-10-15 | 2009-06-02 | Exxonmobil Chemical Patents Inc. | Blend functionalized polyolefin adhesive |
| US7223822B2 (en) | 2002-10-15 | 2007-05-29 | Exxonmobil Chemical Patents Inc. | Multiple catalyst and reactor system for olefin polymerization and polymers produced therefrom |
| US7700707B2 (en) | 2002-10-15 | 2010-04-20 | Exxonmobil Chemical Patents Inc. | Polyolefin adhesive compositions and articles made therefrom |
| ES2394304T3 (es) | 2002-10-15 | 2013-01-30 | Exxonmobil Chemical Patents, Inc. | Sistema de múltiples catalizadores para la polimerización de olefinas y polímeros producidos a partir de éstos |
| US7589160B2 (en) * | 2002-12-04 | 2009-09-15 | Basell Polyolefine Gmbh | Process for preparing 1-butene polymers |
| DE60329523D1 (de) * | 2002-12-04 | 2009-11-12 | Basell Polyolefine Gmbh | 1-Buten-Copolymere und Herstellungsverfahren dafür |
| US7544826B2 (en) * | 2003-12-16 | 2009-06-09 | Basell Polyolefine Gmbh | Monocyclopentadienyl complexes |
| US7446216B2 (en) * | 2004-12-16 | 2008-11-04 | Exxonmobil Chemical Patents Inc. | Halogen substituted metallocene compounds for olefin polymerization |
| US7667064B2 (en) * | 2005-12-14 | 2010-02-23 | Exxonmobil Chemical Patents Inc. | Halogen substituted metallocene compounds for olefin polymerization |
| US7868197B2 (en) | 2005-12-14 | 2011-01-11 | Exxonmobil Chemical Patents Inc. | Halogen substituted heteroatom-containing metallocene compounds for olefin polymerization |
| US7538168B2 (en) | 2005-12-14 | 2009-05-26 | Exxonmobil Chemical Patents Inc. | Halogen substituted metallocene compounds for olefin polymerization |
| US7763562B2 (en) * | 2005-12-14 | 2010-07-27 | Exxonmobil Chemical Patents Inc. | Heteroatom bridged metallocene compounds for olefin polymerization |
| US7550544B2 (en) | 2005-12-14 | 2009-06-23 | Exxonmobil Chemical Patents Inc. | Halogen substituted metallocene compounds for olefin polymerization |
| US8242237B2 (en) | 2006-12-20 | 2012-08-14 | Exxonmobil Chemical Patents Inc. | Phase separator and monomer recycle for supercritical polymerization process |
| JP2010529253A (ja) | 2007-06-04 | 2010-08-26 | エクソンモービル・ケミカル・パテンツ・インク | 非常に均一なプロピレンの溶液重合法 |
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-
1997
- 1997-12-29 US US08/999,214 patent/US6451938B1/en not_active Expired - Lifetime
-
1998
- 1998-02-24 ES ES98906691T patent/ES2167870T5/es not_active Expired - Lifetime
- 1998-02-24 EP EP98906691A patent/EP0963382B2/en not_active Expired - Lifetime
- 1998-02-24 CA CA002279515A patent/CA2279515C/en not_active Expired - Fee Related
- 1998-02-24 DE DE69802500T patent/DE69802500T3/de not_active Expired - Lifetime
- 1998-02-24 WO PCT/US1998/003622 patent/WO1998037106A1/en not_active Ceased
- 1998-02-24 JP JP53699498A patent/JP4237263B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DE69802500T3 (de) | 2009-02-26 |
| JP2001512523A (ja) | 2001-08-21 |
| CA2279515C (en) | 2008-04-15 |
| JP4237263B2 (ja) | 2009-03-11 |
| DE69802500T2 (de) | 2002-06-27 |
| DE69802500D1 (de) | 2001-12-20 |
| EP0963382B2 (en) | 2008-07-02 |
| EP0963382A1 (en) | 1999-12-15 |
| ES2167870T3 (es) | 2002-05-16 |
| EP0963382B1 (en) | 2001-11-14 |
| WO1998037106A1 (en) | 1998-08-27 |
| US6451938B1 (en) | 2002-09-17 |
| CA2279515A1 (en) | 1998-08-27 |
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