JP4361862B2 - 重合用触媒の活性剤、その製造方法及び重合プロセスにおけるその使用 - Google Patents
重合用触媒の活性剤、その製造方法及び重合プロセスにおけるその使用 Download PDFInfo
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- JP4361862B2 JP4361862B2 JP2004517607A JP2004517607A JP4361862B2 JP 4361862 B2 JP4361862 B2 JP 4361862B2 JP 2004517607 A JP2004517607 A JP 2004517607A JP 2004517607 A JP2004517607 A JP 2004517607A JP 4361862 B2 JP4361862 B2 JP 4361862B2
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- ICIWUVCWSCSTAQ-UHFFFAOYSA-M iodate Chemical compound [O-]I(=O)=O ICIWUVCWSCSTAQ-UHFFFAOYSA-M 0.000 description 1
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- MAQCMFOLVVSLLK-UHFFFAOYSA-N methyl 4-(bromomethyl)pyridine-2-carboxylate Chemical compound COC(=O)C1=CC(CBr)=CC=N1 MAQCMFOLVVSLLK-UHFFFAOYSA-N 0.000 description 1
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- 229910052901 montmorillonite Inorganic materials 0.000 description 1
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- 239000002114 nanocomposite Substances 0.000 description 1
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- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Chemical class C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 description 1
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- 238000001556 precipitation Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003233 pyrroles Chemical class 0.000 description 1
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- ZVJHJDDKYZXRJI-UHFFFAOYSA-N pyrroline Natural products C1CC=NC1 ZVJHJDDKYZXRJI-UHFFFAOYSA-N 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
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- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000001175 rotational moulding Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 239000011669 selenium Substances 0.000 description 1
- 229920006300 shrink film Polymers 0.000 description 1
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- SCABQASLNUQUKD-UHFFFAOYSA-N silylium Chemical class [SiH3+] SCABQASLNUQUKD-UHFFFAOYSA-N 0.000 description 1
- 235000011888 snacks Nutrition 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011973 solid acid Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
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- 238000006467 substitution reaction Methods 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 1
- 229920006027 ternary co-polymer Polymers 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 150000007944 thiolates Chemical class 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- JQPMDTQDAXRDGS-UHFFFAOYSA-N triphenylalumane Chemical compound C1=CC=CC=C1[Al](C=1C=CC=CC=1)C1=CC=CC=C1 JQPMDTQDAXRDGS-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 235000008979 vitamin B4 Nutrition 0.000 description 1
- HEPBQSXQJMTVFI-UHFFFAOYSA-N zinc;butane Chemical compound [Zn+2].CCC[CH2-].CCC[CH2-] HEPBQSXQJMTVFI-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
- 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
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/642—Component covered by group C08F4/64 with an organo-aluminium compound
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- 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
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/06—Aluminium compounds
- C07F5/061—Aluminium compounds with C-aluminium linkage
- C07F5/066—Aluminium compounds with C-aluminium linkage compounds with Al linked to an element other than Al, C, H or halogen (this includes Al-cyanide linkage)
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- 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
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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
- C08F210/00—Copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond
- C08F210/02—Ethene
-
- C—CHEMISTRY; METALLURGY
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- 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
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- 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
- 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
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/65916—Component covered by group C08F4/64 containing a transition metal-carbon bond supported on a carrier, e.g. silica, MgCl2, polymer
-
- 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
- C08F4/62—Refractory metals or compounds thereof
- C08F4/64—Titanium, zirconium, hafnium or compounds thereof
- C08F4/659—Component covered by group C08F4/64 containing a transition metal-carbon bond
- C08F4/6592—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring
- C08F4/65922—Component covered by group C08F4/64 containing a transition metal-carbon bond containing at least one cyclopentadienyl ring, condensed or not, e.g. an indenyl or a fluorenyl ring containing at least two cyclopentadienyl rings, fused or not
-
- 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
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- Chemical & Material Sciences (AREA)
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- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Toxicology (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Polymerisation Methods In General (AREA)
- Indole Compounds (AREA)
- Disintegrating Or Milling (AREA)
- Superconductors And Manufacturing Methods Therefor (AREA)
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Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/186,361 US6703338B2 (en) | 2002-06-28 | 2002-06-28 | Polymerization catalyst activators, method of preparing, and their use in polymerization processes |
| PCT/US2003/017165 WO2004003031A2 (en) | 2002-06-28 | 2003-05-29 | Polymerization catalyst activators, method of preparing and their use in polymerization processes |
Publications (2)
| Publication Number | Publication Date |
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| JP2005527695A JP2005527695A (ja) | 2005-09-15 |
| JP4361862B2 true JP4361862B2 (ja) | 2009-11-11 |
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| JP2004517607A Expired - Fee Related JP4361862B2 (ja) | 2002-06-28 | 2003-05-29 | 重合用触媒の活性剤、その製造方法及び重合プロセスにおけるその使用 |
| JP2004517963A Withdrawn JP2005531670A (ja) | 2002-06-28 | 2003-06-26 | 複素環窒素含有活性化剤及びオレフィン重合用触媒系 |
| JP2004517894A Withdrawn JP2005530907A (ja) | 2002-06-28 | 2003-06-26 | オレフィン重合用のハロゲン置換触媒系 |
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| JP2004517963A Withdrawn JP2005531670A (ja) | 2002-06-28 | 2003-06-26 | 複素環窒素含有活性化剤及びオレフィン重合用触媒系 |
| JP2004517894A Withdrawn JP2005530907A (ja) | 2002-06-28 | 2003-06-26 | オレフィン重合用のハロゲン置換触媒系 |
Country Status (20)
| Country | Link |
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| EP (3) | EP1517930B1 (enExample) |
| JP (3) | JP4361862B2 (enExample) |
| KR (1) | KR100713748B1 (enExample) |
| CN (4) | CN1659193B (enExample) |
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| AU (3) | AU2003238849B2 (enExample) |
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| WO (3) | WO2004003031A2 (enExample) |
| ZA (1) | ZA200409750B (enExample) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6274684B1 (en) * | 1999-10-22 | 2001-08-14 | Univation Technologies, Llc | Catalyst composition, method of polymerization, and polymer therefrom |
| US6841504B2 (en) * | 2002-01-28 | 2005-01-11 | Univation Technologies, Llc | Polymerization catalyst activator and its use in a polymerization process |
| US6559251B1 (en) * | 2002-08-02 | 2003-05-06 | Equistar Chemicals, Lp | Process for making low-density polyolefins |
| US7741417B2 (en) * | 2004-01-07 | 2010-06-22 | Exxonmobil Chemical Patents Inc. | Preparation of polymerization catalyst activators utilizing indole-modified silica supports |
| US7220695B2 (en) * | 2004-01-07 | 2007-05-22 | Exxonmobil Chemical Patents Inc. | Supported activator |
| EP2217627A1 (en) * | 2007-11-08 | 2010-08-18 | ExxonMobil Chemical Patents Inc. | Halogen substituted heterocyclic heteroatom containing ligands-alumoxane activation of metallocenes |
| US8022005B2 (en) * | 2007-11-08 | 2011-09-20 | Exxonmobil Chemical Patents Inc. | Halogen substituted heterocyclic heteroatom containing ligands-alumoxane activation of metallocenes |
| US8524846B1 (en) | 2009-07-02 | 2013-09-03 | The University Of Toledo | Trianionic ligand precursor compounds and uses thereof in constrained geometry catalysts |
| US9382349B2 (en) | 2012-08-03 | 2016-07-05 | Exxonmobil Chemical Patents Inc. | Polyalphaolefins prepared using modified Salan catalyst compounds |
| WO2014022013A1 (en) | 2012-08-03 | 2014-02-06 | Exxonmobil Chemical Patents Inc. | Polyalphaolefins prepared using modified salan catalyst compounds |
| BR112014031937A8 (pt) * | 2012-08-03 | 2021-04-06 | Exxonmobil Chemical Patents Inc | catalisadores compreendendo ligantes salen, sistema de catalisador, poliolefina e processo para polimerizar olefinas |
| EP2880006B1 (en) | 2012-08-03 | 2017-12-20 | ExxonMobil Chemical Patents Inc. | Non-symmetric catalysts comprising salan ligands |
| CN104379680B (zh) | 2012-08-03 | 2017-11-28 | 埃克森美孚化学专利公司 | 具有长链支化的乙烯基封端的聚烯烃 |
| EP2880098B1 (en) | 2012-08-03 | 2018-01-10 | ExxonMobil Chemical Patents Inc. | Halogenated catalysts comprising salan ligands |
| US9120879B2 (en) | 2012-11-02 | 2015-09-01 | Exxonmobil Chemical Patents Inc. | Supported Salan catalysts |
| CN105121558B (zh) | 2013-03-13 | 2017-09-26 | 埃克森美孚化学专利公司 | 二苯基胺salan催化剂 |
| US9150676B2 (en) | 2013-06-20 | 2015-10-06 | Exxonmobil Chemical Patents Inc. | Thio-salalen catalyst |
| WO2014204625A1 (en) | 2013-06-20 | 2014-12-24 | Exxonmobil Chemical Patents Inc. | Salenol catalyst |
| CN105142777B (zh) | 2013-06-20 | 2017-12-26 | 埃克森美孚化学专利公司 | 长桥Salen催化剂 |
| CN105814015B (zh) | 2013-12-13 | 2019-04-02 | 埃克森美孚化学专利公司 | 环戊二烯基取代的Salan催化剂 |
| CN106132924B (zh) | 2014-03-31 | 2019-03-19 | 埃克森美孚化学专利公司 | 亚苯基桥连的salalen催化剂 |
| WO2016195824A1 (en) | 2015-05-29 | 2016-12-08 | Exxonmobil Chemical Patents Inc. | Polymerization process using bridged metallocene compounds supported on organoaluminum treated layered silicate supports |
| EP3328209B2 (en) | 2015-07-31 | 2023-09-20 | Cargill, Incorporated | Method for preparing citrus fibres with optimised water binding characteristics |
Family Cites Families (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1302641B (enExample) * | 1961-05-02 | 1970-12-10 | ||
| JPS5421391B1 (enExample) * | 1969-07-10 | 1979-07-30 | ||
| US4224181A (en) * | 1979-03-07 | 1980-09-23 | Exxon Research & Engineering Co. | Ziegler type catalyst system |
| US4271060A (en) | 1979-09-17 | 1981-06-02 | Phillips Petroleum Company | Solution polymerization process |
| US4434313A (en) * | 1981-12-14 | 1984-02-28 | Exxon Research And Engineering Co. | Preparation of linear olefin products |
| IT1178466B (it) * | 1984-03-20 | 1987-09-09 | Montedison Spa | Catalizzatori per la omo e copolimerizzazione dell'etilene e polimeri ottenuti |
| US5001205A (en) | 1988-06-16 | 1991-03-19 | Exxon Chemical Patents Inc. | Process for production of a high molecular weight ethylene α-olefin elastomer with a metallocene alumoxane catalyst |
| US5236998A (en) | 1991-03-07 | 1993-08-17 | Occidental Chemical Corporation | Process for the manufacture of linear polyethylene containing α-alkene commonomers |
| IT1251462B (it) * | 1991-07-12 | 1995-05-15 | Enichem Polimeri | Componente solido di catalizzatore per la (co)polimerizzazione dell'etilene e delle alfa olefine. |
| US5589555A (en) | 1991-10-03 | 1996-12-31 | Novacor Chemicals (International) S.A. | Control of a solution process for polymerization of ethylene |
| US5221761A (en) * | 1992-04-29 | 1993-06-22 | Instituto Guido Donegani | Melt transesterification process for the production of polycarbonates |
| US5317036A (en) | 1992-10-16 | 1994-05-31 | Union Carbide Chemicals & Plastics Technology Corporation | Gas phase polymerization reactions utilizing soluble unsupported catalysts |
| ZA943399B (en) | 1993-05-20 | 1995-11-17 | Bp Chem Int Ltd | Polymerisation process |
| CA2127822A1 (en) | 1993-07-13 | 1995-01-14 | Yoshinori Morita | Process for gas phase polymerization of olefin |
| EP0649992B1 (de) | 1993-10-23 | 1997-07-30 | WABCO GmbH | Betätigungseinrichtung für eine Scheibenbremse |
| US5763543A (en) | 1994-09-14 | 1998-06-09 | Exxon Chemical Patents Inc. | Olefin polymerization process with little or no scavenger present |
| ES2135771T3 (es) | 1994-10-13 | 1999-11-01 | Exxon Chemical Patents Inc | Sistemas cataliticos de polimerizacion, su produccion y su uso. |
| ATE164858T1 (de) * | 1994-10-31 | 1998-04-15 | Dsm Nv | Katalytische zusammensetzung und verfahren zur olefinpolymerisation |
| US5677375A (en) | 1995-07-21 | 1997-10-14 | Union Carbide Chemicals & Plastics Technology Corporation | Process for producing an in situ polyethylene blend |
| GB9522859D0 (en) * | 1995-11-08 | 1996-01-10 | Borealis As | Compounds |
| US5665818A (en) | 1996-03-05 | 1997-09-09 | Union Carbide Chemicals & Plastics Technology Corporation | High activity staged reactor process |
| US5627242A (en) | 1996-03-28 | 1997-05-06 | Union Carbide Chemicals & Plastics Technology Corporation | Process for controlling gas phase fluidized bed polymerization reactor |
| US5693727A (en) | 1996-06-06 | 1997-12-02 | Union Carbide Chemicals & Plastics Technology Corporation | Method for feeding a liquid catalyst to a fluidized bed polymerization reactor |
| JP2000035973A (ja) * | 1996-06-11 | 2000-02-02 | Masanobu Kujirada | 遠隔匂い発生システム |
| JP3889881B2 (ja) * | 1997-07-10 | 2007-03-07 | 三井化学株式会社 | オレフィン重合用触媒成分、オレフィン重合用触媒およびオレフィンの重合方法 |
| CA2315753C (en) | 1997-12-23 | 2009-01-27 | The Dow Chemical Company | Finishing design to increase the polymer content in an olefin solution polymerization process |
| WO1999042467A1 (en) * | 1998-02-20 | 1999-08-26 | The Dow Chemical Company | Catalyst activators comprising expanded anions |
| US6211312B1 (en) * | 1998-06-12 | 2001-04-03 | Univation Technologies | Olefin polymerization process using activated lewis acid-base complexes |
| US7354880B2 (en) | 1998-07-10 | 2008-04-08 | Univation Technologies, Llc | Catalyst composition and methods for its preparation and use in a polymerization process |
| DE69911041T2 (de) * | 1998-10-08 | 2004-07-08 | The Dow Chemical Co., Midland | Verbrückte metallkomplexe |
| US6500949B2 (en) * | 1998-10-08 | 2002-12-31 | Dow Global Technologies Inc. | Bridged metal complexes |
| US6147173A (en) * | 1998-11-13 | 2000-11-14 | Univation Technologies, Llc | Nitrogen-containing group 13 anionic complexes for olefin polymerization |
| JP2002532584A (ja) * | 1998-12-12 | 2002-10-02 | バーゼル、ポリプロピレン、ゲゼルシャフト、ミット、ベシュレンクテル、ハフツング | 遷移金属化合物 |
| CA2376908A1 (en) * | 1999-07-29 | 2001-02-08 | Francis J. Timmers | Improved silane functionalized olefin interpolymers and derivatives thereof |
| JP2003510426A (ja) * | 1999-09-27 | 2003-03-18 | ザ ダウ ケミカル カンパニー | 拡大アニオンを含んで成る支持型触媒 |
| BR0015901A (pt) * | 1999-11-26 | 2002-10-22 | Sasol Tech Pty Ltd | Processos de oligomerização de olefina para converter olefinas em hidrocarbonetos de cadeia mais longa, e de trimerização para a trimerização de olefinas, e, lubrificante de polialfaolefina |
| ES2220725T3 (es) | 2000-02-24 | 2004-12-16 | Basell Polyolefine Gmbh | Compuesto organometalico utilizable como c-catalizador para polimerizar olefinas. |
| WO2001083447A2 (en) * | 2000-05-04 | 2001-11-08 | Sasol Technology (Pty) Ltd | A halopyrrole ligand for use in a catalyst system |
| WO2002008303A1 (en) * | 2000-07-20 | 2002-01-31 | The Dow Chemical Company | Expanded anionic compounds comprising hydroxyl or quiescent reactive functionality and catalyst activators therefrom |
| EP1373281B1 (en) * | 2001-03-19 | 2005-08-17 | Dow Global Technologies Inc. | Metal complexes containing acetylenic ligands, polymerization catalysts and addition polymerization process |
| EP1392705B1 (en) * | 2001-05-21 | 2005-01-05 | Basell Polyolefine GmbH | Catalyst system for the polymerization of olefins |
| WO2002102863A1 (en) * | 2001-06-15 | 2002-12-27 | Dow Global Technologies Inc. | Alpha-olefin based branched polymer |
| US6841504B2 (en) * | 2002-01-28 | 2005-01-11 | Univation Technologies, Llc | Polymerization catalyst activator and its use in a polymerization process |
-
2002
- 2002-06-28 US US10/186,361 patent/US6703338B2/en not_active Expired - Fee Related
-
2003
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- 2003-05-29 KR KR1020047019815A patent/KR100713748B1/ko not_active Expired - Fee Related
- 2003-05-29 SG SG2006090062A patent/SG173215A1/en unknown
- 2003-05-29 JP JP2004517607A patent/JP4361862B2/ja not_active Expired - Fee Related
- 2003-05-29 CA CA2488052A patent/CA2488052C/en not_active Expired - Fee Related
- 2003-05-29 EP EP03734308.4A patent/EP1517930B1/en not_active Expired - Lifetime
- 2003-05-29 PL PL03373380A patent/PL373380A1/xx unknown
- 2003-05-29 RU RU2005102068/04A patent/RU2293088C2/ru not_active IP Right Cessation
- 2003-05-29 AU AU2003238849A patent/AU2003238849B2/en not_active Ceased
- 2003-05-29 BR BR0305256-7A patent/BR0305256A/pt not_active Application Discontinuation
- 2003-05-29 MX MXPA05000067A patent/MXPA05000067A/es active IP Right Grant
- 2003-05-29 CZ CZ20041151A patent/CZ20041151A3/cs unknown
- 2003-05-29 WO PCT/US2003/017165 patent/WO2004003031A2/en not_active Ceased
- 2003-06-23 TW TW092117000A patent/TWI280252B/zh not_active IP Right Cessation
- 2003-06-26 CA CA002489240A patent/CA2489240C/en not_active Expired - Fee Related
- 2003-06-26 BR BRPI0312210-7A patent/BR0312210A/pt unknown
- 2003-06-26 AU AU2003280424A patent/AU2003280424A1/en not_active Abandoned
- 2003-06-26 CA CA002488043A patent/CA2488043C/en not_active Expired - Fee Related
- 2003-06-26 MY MYPI20032414A patent/MY137541A/en unknown
- 2003-06-26 CN CNB038151197A patent/CN100339403C/zh not_active Expired - Fee Related
- 2003-06-26 BR BR0312263-8A patent/BR0312263A/pt not_active IP Right Cessation
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- 2003-06-26 AT AT03742245T patent/ATE506381T1/de not_active IP Right Cessation
- 2003-06-26 EP EP03742245A patent/EP1517931B1/en not_active Expired - Lifetime
- 2003-06-26 CN CN200710102101XA patent/CN101054388B/zh not_active Expired - Fee Related
- 2003-06-26 JP JP2004517963A patent/JP2005531670A/ja not_active Withdrawn
- 2003-06-26 EP EP03742270A patent/EP1517932A2/en not_active Withdrawn
- 2003-06-26 JP JP2004517894A patent/JP2005530907A/ja not_active Withdrawn
- 2003-06-26 DE DE60336812T patent/DE60336812D1/de not_active Expired - Lifetime
- 2003-06-26 CN CNB038151561A patent/CN1302029C/zh not_active Expired - Fee Related
- 2003-06-26 WO PCT/US2003/020320 patent/WO2004003032A2/en not_active Ceased
- 2003-06-26 AU AU2003280428A patent/AU2003280428A1/en not_active Abandoned
- 2003-12-12 US US10/734,871 patent/US6858689B2/en not_active Expired - Fee Related
-
2004
- 2004-02-27 NO NO20040872A patent/NO20040872L/no not_active Application Discontinuation
- 2004-12-01 ZA ZA200409750A patent/ZA200409750B/en unknown
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