IN2014DN04977A - - Google Patents
Info
- Publication number
- IN2014DN04977A IN2014DN04977A IN4977DEN2014A IN2014DN04977A IN 2014DN04977 A IN2014DN04977 A IN 2014DN04977A IN 4977DEN2014 A IN4977DEN2014 A IN 4977DEN2014A IN 2014DN04977 A IN2014DN04977 A IN 2014DN04977A
- Authority
- IN
- India
- Prior art keywords
- indenyl
- bis
- compound
- catalyst
- ligands
- Prior art date
Links
- 238000000034 method Methods 0.000 abstract 5
- 230000008569 process Effects 0.000 abstract 4
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 abstract 3
- -1 2-indenylpinacolyl borane compound Chemical class 0.000 abstract 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 3
- 239000003446 ligand Substances 0.000 abstract 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N palladium Substances [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 3
- 238000006116 polymerization reaction Methods 0.000 abstract 2
- DGTWDUGCMACYFO-UHFFFAOYSA-N 2,2'-bis(2-indenyl) biphenyl Chemical group C1=CC=C2CC(C3=CC=CC=C3C3=CC=CC=C3C=3CC4=CC=CC=C4C=3)=CC2=C1 DGTWDUGCMACYFO-UHFFFAOYSA-N 0.000 abstract 1
- LZPWAYBEOJRFAX-UHFFFAOYSA-N 4,4,5,5-tetramethyl-1,3,2$l^{2}-dioxaborolane Chemical compound CC1(C)O[B]OC1(C)C LZPWAYBEOJRFAX-UHFFFAOYSA-N 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000003454 indenyl group Chemical group C1(C=CC2=CC=CC=C12)* 0.000 abstract 1
- PIBWKRNGBLPSSY-UHFFFAOYSA-L palladium(II) chloride Chemical compound Cl[Pd]Cl PIBWKRNGBLPSSY-UHFFFAOYSA-L 0.000 abstract 1
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
-
- 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
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/32—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen
- C07C1/321—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from compounds containing hetero-atoms other than or in addition to oxygen or halogen the hetero-atom being a non-metal atom
-
- 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
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane
-
- 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
- C08F2420/00—Metallocene catalysts
- C08F2420/09—Cyclic bridge, i.e. Cp or analog where the bridging unit linking the two Cps or analogs is part of a cyclic group
-
- 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
- C08F4/65912—Component covered by group C08F4/64 containing a transition metal-carbon bond in combination with an organoaluminium compound
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
- Catalysts (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
Abstract
The invention relates to a process comprising the step of reacting a 2-indenylpinacolyl borane compound with a bro - mosubstituted compound in the presence of a Pd catalyst and a base to form the corresponding bridged bis(indenyl) ligand. This pro - cess step is very efficient and leads to less (homocoupled) byproducts than other known processes. The process of the invention may further comprise the step of reacting a 2-bromo indene compound with pinacolborane in the presence of a Pd catalyst and a base, to o form the corresponding 2-indenylpinacolylborane compound. With this, the invention provides an improved and easy two-step pro - cess to prepared bridged bis(indenyl)ligands. These bridged bis(indenyl)ligands may suitably be used in the preparation of metalloo cene complexes, such as 2,2'-bis(2-indenyl)biphenyl ZrCL and l,2-bis(2-indenyl)benzene ZrCL. These metallocene complexes may be used for the polymerization, optionally in the presence of a cocatalyst, of one or more a-olefins, preferably for the polymerization of ethylene. In a preferred embodiment, the Pd catalyst is preferably is(triphenylphosphin)palladium dichloride (PPh )2PdCI2) .
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11009974 | 2011-12-19 | ||
| PCT/EP2012/005232 WO2013091837A1 (en) | 2011-12-19 | 2012-12-13 | Process for the preparation of metallocene complexes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IN2014DN04977A true IN2014DN04977A (en) | 2015-05-15 |
Family
ID=47428557
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IN4977DEN2014 IN2014DN04977A (en) | 2011-12-19 | 2012-12-13 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US9000200B2 (en) |
| EP (1) | EP2800754B1 (en) |
| JP (1) | JP6454549B2 (en) |
| CN (1) | CN104080792A (en) |
| IN (1) | IN2014DN04977A (en) |
| PT (1) | PT2800754T (en) |
| WO (1) | WO2013091837A1 (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104093730A (en) * | 2011-12-19 | 2014-10-08 | 沙特基础工业公司 | Process for the preparation of metallocene complexes |
| EP2832739A1 (en) * | 2013-08-01 | 2015-02-04 | Saudi Basic Industries Corporation | Bridged metallocene complex for olefin polymerization |
| JP6600629B2 (en) * | 2013-08-20 | 2019-10-30 | サウディ ベーシック インダストリーズ コーポレイション | Method for preparing 2,2'-bisindenylbiphenyl ligand and metallocene complex thereof |
| US9815917B2 (en) | 2013-08-30 | 2017-11-14 | Saudi Basic Industries Corporation | Bridged metallocene complex for olefin polymerization |
| CN106103502B (en) * | 2014-03-06 | 2018-08-07 | 沙特基础工业公司 | Include the catalyst of metallocene and co-catalyst |
| GB2533770B (en) * | 2014-12-22 | 2021-02-10 | Norner Verdandi As | Polyethylene for pipes |
| GB201611295D0 (en) | 2016-06-29 | 2016-08-10 | Norner Verdandi As | Polyethylene for pipes |
| WO2018185173A1 (en) * | 2017-04-04 | 2018-10-11 | Sabic Global Technologies B.V. | Dimethyl-silyl-bridged-1-substituted-2-indenyl metallocene complexes for olefin polymerization |
| US11427608B2 (en) | 2017-04-04 | 2022-08-30 | Sabic Global Technologies B.V. | Dihydrocarbyl-silyl-bridged-1,3 disubstituted-2-indenyl metallocene complexes for olefin polymerization |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3443087A1 (en) * | 1984-11-27 | 1986-05-28 | Hoechst Ag, 6230 Frankfurt | METHOD FOR PRODUCING POLYOLEFINES |
| IL85097A (en) | 1987-01-30 | 1992-02-16 | Exxon Chemical Patents Inc | Catalysts based on derivatives of a bis(cyclopentadienyl)group ivb metal compound,their preparation and their use in polymerization processes |
| PL276385A1 (en) | 1987-01-30 | 1989-07-24 | Exxon Chemical Patents Inc | Method for polymerization of olefines,diolefins and acetylene unsaturated compounds |
| US5055438A (en) | 1989-09-13 | 1991-10-08 | Exxon Chemical Patents, Inc. | Olefin polymerization catalysts |
| ES2087145T3 (en) | 1989-10-10 | 1996-07-16 | Fina Technology | METALLOCAN CATALYSTS WITH LEWIS ACIDS AND ALKYL-ALUMINUMS. |
| EP0426637B2 (en) | 1989-10-30 | 2001-09-26 | Fina Technology, Inc. | Preparation of metallocene catalysts for polymerization of olefins |
| EP0500944B1 (en) | 1990-07-24 | 1998-10-07 | Mitsui Chemicals, Inc. | Catalyst for alpha-olefin polymerization and production of poly-alpha-olefin therewith |
| NL9101502A (en) | 1991-09-06 | 1993-04-01 | Dsm Nv | A METHOD FOR PREPARING A BRIDGED METALLOCENE COMPOUND, A CATALYST COMPONENT AND A METHOD FOR THE POLYMERIZATION OF OLEFINS. |
| NL9201970A (en) * | 1992-11-11 | 1994-06-01 | Dsm Nv | Indenyl compounds and catalyst components for the polymerization of olefins. |
| JPH08188610A (en) * | 1995-01-12 | 1996-07-23 | Mitsui Petrochem Ind Ltd | New transition metal compound, olefin polymerization catalyst component, olefin polymerization catalyst and polymerization of olefin |
| IT1275777B1 (en) * | 1995-07-06 | 1997-10-17 | Enichem Spa | METALLOCENIC CATALYST FOR THE (CO) POLYMERIZATION OF OLEFINS |
| DE69904521T2 (en) * | 1998-03-09 | 2003-10-02 | Basell Polyolefine Gmbh | Bridged zirconocenes, their preparation and their use as a catalyst component for the polymerization of olefins |
| IT1298616B1 (en) * | 1998-03-10 | 2000-01-12 | Enichem Spa | BRIDGED METALLOCENIC COMPLEX FOR THE (CO) POLYMERIZATION OF OLEFINS |
| EP1047702B1 (en) * | 1998-11-18 | 2003-01-22 | Basell Polyolefine GmbH | Bis(tetrahyydro-indenyl) metallocenes as olefin-polymerization- catalyst |
| DE19922020A1 (en) * | 1999-05-12 | 2000-11-16 | Targor Gmbh | Transition metal compound, catalyst system, process for its preparation and its use for the polymerization of olefins |
| US6342622B1 (en) | 1999-06-11 | 2002-01-29 | Dsm B.V. | Indenyl compounds for the polymerization of olefins |
| EP1059300A1 (en) | 1999-06-11 | 2000-12-13 | Dsm N.V. | Indenyl compounds for the polymerisation of olefins |
| AU2003302404B2 (en) * | 2002-11-28 | 2008-06-19 | Astrazeneca Ab | Oxazolidinone and / or isoxazoline derivatives as antibacterial agents |
| MXPA06000933A (en) * | 2003-07-25 | 2006-03-30 | Pfizer | Aminopyrazole compounds and use as chk1 inhibitors. |
| ES2285295T3 (en) * | 2004-03-12 | 2007-11-16 | Saudi Basic Industries Corporation | CATALYZING COMPOSITION FOR OLEFIN POLYMERIZATION AND POLYMERIZATION PROCESS USING THE SAME. |
| WO2006080884A1 (en) * | 2005-01-27 | 2006-08-03 | Astrazeneca Ab | Novel biaromatic compounds, inhibitors of the p2x7-receptor |
| EP1731535A1 (en) * | 2005-06-07 | 2006-12-13 | Saudi Basic Industries Corporation Inc. | Process for polymerization of olefins |
| ATE425193T1 (en) * | 2005-08-17 | 2009-03-15 | Saudi Basic Ind Corp | POLYMERIZATION AND PRODUCTION PROCESS OF A CATALYST COMPOSITION FOR THE POLYMERIZATION OF OLEFINS |
| ATE554078T1 (en) * | 2007-07-26 | 2012-05-15 | Vitae Pharmaceuticals Inc | SYNTHESIS OF 11-BETA-HYDROXYSTEROID DEHYDROGENASE-1 INHIBITORS |
| JP5529496B2 (en) * | 2009-11-02 | 2014-06-25 | 東ソー株式会社 | 1,3,5-triazine derivative, method for producing the same, and organic electroluminescent device containing the same |
| CN102666489B (en) * | 2009-12-14 | 2014-07-23 | 默克专利有限公司 | Sphingosine kinase inhibitors |
| CN102382148B (en) * | 2011-08-02 | 2014-04-02 | 海门瑞一医药科技有限公司 | Production technology of bis(triphenylphosphine) palladium chloride |
| CN104093730A (en) * | 2011-12-19 | 2014-10-08 | 沙特基础工业公司 | Process for the preparation of metallocene complexes |
-
2012
- 2012-12-13 JP JP2014546362A patent/JP6454549B2/en not_active Expired - Fee Related
- 2012-12-13 PT PT128055985T patent/PT2800754T/en unknown
- 2012-12-13 US US14/366,691 patent/US9000200B2/en not_active Expired - Fee Related
- 2012-12-13 CN CN201280068053.6A patent/CN104080792A/en active Pending
- 2012-12-13 WO PCT/EP2012/005232 patent/WO2013091837A1/en active Application Filing
- 2012-12-13 IN IN4977DEN2014 patent/IN2014DN04977A/en unknown
- 2012-12-13 EP EP12805598.5A patent/EP2800754B1/en not_active Not-in-force
Also Published As
| Publication number | Publication date |
|---|---|
| US20140378694A1 (en) | 2014-12-25 |
| WO2013091837A1 (en) | 2013-06-27 |
| JP6454549B2 (en) | 2019-01-16 |
| EP2800754B1 (en) | 2017-06-28 |
| PT2800754T (en) | 2017-08-18 |
| US9000200B2 (en) | 2015-04-07 |
| CN104080792A (en) | 2014-10-01 |
| EP2800754A1 (en) | 2014-11-12 |
| JP2015505846A (en) | 2015-02-26 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| IN2014DN04977A (en) | ||
| Guo et al. | Bimetallic catalysis for styrene homopolymerization and ethylene− styrene copolymerization. Exceptional comonomer selectivity and insertion regiochemistry | |
| Busico et al. | Improving the performance of methylalumoxane: A facile and efficient method to trap “free” trimethylaluminum | |
| DE602004019647D1 (en) | BISINDENYL ZIRCONIUM COMPLEXES FOR OLEFIN POLYMERIZATION | |
| BR112015008172A2 (en) | polymerization process and catalyst | |
| Bürgstein et al. | (Aminotroponiminato) yttrium amides as catalysts in alkyne hydroamination | |
| Kirillov et al. | Highly syndiospecific polymerization of styrene catalyzed by allyl lanthanide complexes | |
| Hao et al. | Synthesis, characterization and ethylene oligomerization studies of nickel complexes bearing 2-benzimidazolylpyridine derivatives | |
| Li et al. | Synthesis of salicylaldiminato-functionalized N-heterocyclic carbene complex of nickel (II) and its catalytic activity for styrene polymerization | |
| CN104211726B (en) | The tooth double-core titanium complex of non-luxuriant class three, Preparation method and use | |
| Meneghetti et al. | Oligomerization of olefins catalyzed by new cationic palladium (II) complexes containing an unsymmetrical α-diimine ligand | |
| Knight et al. | β-Diketiminato scandium chemistry: synthesis, characterization, and thermal behavior of primary amido alkyl derivatives | |
| ES2446096T3 (en) | Oligomerization of olefinic compounds with reduced polymer formation. | |
| BR112015010489A2 (en) | presentation of intent-based search results | |
| Kunrath et al. | Highly selective nickel ethylene oligomerization catalysts based on sterically hindered tris (pyrazolyl) borate ligands | |
| SA520420157B1 (en) | Bisindenyl ligands, complexes thereof and catalysts comprising those complexes | |
| Radlauer et al. | Dinickel bisphenoxyiminato complexes for the polymerization of ethylene and α-olefins | |
| Jaroschik et al. | Synthesis, characterization, and reactivity of mono (phospholyl) lanthanoid (III) bis (dimethylaminobenzyl) complexes | |
| JP2016524024A5 (en) | ||
| Annunziata et al. | New (anilidomethyl) pyridine titanium (IV) and zirconium (IV) catalyst precursors for the highly chemo-and stereoselective cis-1, 4-polymerization of 1, 3-butadiene | |
| Yang et al. | Selective ethylene oligomerization with chromium complexes bearing pyridine–phosphine ligands: influence of ligand structure on catalytic behavior | |
| Mashima et al. | Uniqueness and versatility of iminopyrrolyl ligands for transition metal complexes | |
| Yang et al. | Selective ethylene tri-/tetramerization by in situ-formed chromium catalysts stabilized by N, P-based ancillary ligand systems | |
| ATE464312T1 (en) | ORGANOMETALLIC TRANSITION METAL COMPOUND, BISCYCLOPENTADIENYLLIGAND SYSTEM, CATALYST SYSTEM AND PRODUCTION OF POLYOLEFINS | |
| CN104271537A (en) | Oligomerisation of olefinic compounds with reduced polymer formation |