WO1997049712A3 - Production of bridged metallocene complexes and intermediates therefor - Google Patents

Production of bridged metallocene complexes and intermediates therefor Download PDF

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Publication number
WO1997049712A3
WO1997049712A3 PCT/US1997/010684 US9710684W WO9749712A3 WO 1997049712 A3 WO1997049712 A3 WO 1997049712A3 US 9710684 W US9710684 W US 9710684W WO 9749712 A3 WO9749712 A3 WO 9749712A3
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WO
WIPO (PCT)
Prior art keywords
bridged
germanium
tin
deprotonated
silicon
Prior art date
Application number
PCT/US1997/010684
Other languages
French (fr)
Other versions
WO1997049712A2 (en
Inventor
Meng-Sheng Ao
Hassan Y Elnagar
Arcelio J Malcolm
Jamie R Strickler
Ronny W Lin
John F Balhoff
Original Assignee
Albemarle Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from US08/672,128 external-priority patent/US5710299A/en
Application filed by Albemarle Corp filed Critical Albemarle Corp
Priority to JP50336698A priority Critical patent/JP2001510448A/en
Priority to EP97930147A priority patent/EP0854876A2/en
Publication of WO1997049712A2 publication Critical patent/WO1997049712A2/en
Publication of WO1997049712A3 publication Critical patent/WO1997049712A3/en

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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
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0803—Compounds with Si-C or Si-Si linkages
    • C07F7/0825—Preparations of compounds not comprising Si-Si or Si-cyano linkages
    • C07F7/0827—Syntheses with formation of a Si-C bond
    • 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
    • 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
    • C07F7/22—Tin compounds
    • C07F7/2208—Compounds having tin linked only to carbon, hydrogen and/or halogen
    • 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
    • C07F7/30—Germanium compounds

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)

Abstract

Bridged metallocene compounds are produced by a process of promising commercial utility for plant-sized operations. One of the key steps of the process involves converting a deprotonated silicon-, germanium- or tin-containing ligand into the metallocene. Preferably, and in accordance with an embodiment of the invention, this is accomplished to great advantage by adding a diamine adduct of a Group IV, V, or VI metal tetrahalide to a solution or slurry formed from a deprotonated silicon-, germanium- or tin-containing ligand and an organic liquid medium so as to form a metallocene. The overall process of the invention involves the direct conversion of benzoindanones to benzoindanols which, without isolation, are converted to benzoindenes. Thereupon the benzoindenes are bridged by deprotonating the benzoindenes with a strong base such as butyllithium and reacting the resultant deprotonated product with a suitable silicon-, germanium- or tin-containing bridging reactant such as dichlorodimethylsilane. The resultant bridged product is deprotonated with a strong base such as butyllithium and reacted with a suitable Group IV, V, or VI metal-containing reactant such as ZrCl4 to provide a silicon-, germanium- or tin-bridged Group IV, V, or VI metal complex, such as a dihydrocarbylsilyl-bridged zirconocene complex.
PCT/US1997/010684 1996-06-27 1997-06-20 Production of bridged metallocene complexes and intermediates therefor WO1997049712A2 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP50336698A JP2001510448A (en) 1996-06-27 1997-06-20 Preparation of bridged metallocene complexes and their intermediates
EP97930147A EP0854876A2 (en) 1996-06-27 1997-06-20 Production of bridged metallocene complexes and intermediates therefor

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US08/672,128 US5710299A (en) 1996-06-27 1996-06-27 Production of bridged metallocene complexes and intermediates therefor
US08/672,128 1996-06-27
US08/853,698 1997-05-08
US08/853,698 US5861522A (en) 1996-06-27 1997-05-08 Production of bridged metallocene complexes and intermediates therefor

Publications (2)

Publication Number Publication Date
WO1997049712A2 WO1997049712A2 (en) 1997-12-31
WO1997049712A3 true WO1997049712A3 (en) 1998-02-26

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1997/010684 WO1997049712A2 (en) 1996-06-27 1997-06-20 Production of bridged metallocene complexes and intermediates therefor

Country Status (3)

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EP (1) EP0854876A2 (en)
CA (1) CA2230365A1 (en)
WO (1) WO1997049712A2 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5760262A (en) * 1996-09-17 1998-06-02 Albemarle Corporation Enhanced production of bridged hafnocenes
DE10017430A1 (en) 2000-04-07 2001-10-11 Basf Ag Polymerization catalyst
KR100676302B1 (en) 2005-01-06 2007-01-30 주식회사 엘지화학 Preparation method of ansa-metallocene compounds

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0545304A1 (en) * 1991-11-30 1993-06-09 Hoechst Aktiengesellschaft Process for the preparation of substituted indenes and their use as ligands for metallocene catalysts
EP0549900A1 (en) * 1991-11-30 1993-07-07 Hoechst Aktiengesellschaft Metallocenes containing benzocondensed indenyl derivatives as ligands, process for their preparation and their use as catalysts
JPH06345809A (en) * 1993-06-07 1994-12-20 Mitsui Petrochem Ind Ltd New transition metallic compound, catalyst component for polymerizing olefin composed of the same transition metallic compound, catalyst for polymerizing olefin containing the same catalyst component for polymerizing olefin and method for polymerizing olefin
EP0654476A1 (en) * 1993-11-24 1995-05-24 Hoechst Aktiengesellschaft Metallocenes, their preparation and use as catalysts
JPH08208733A (en) * 1995-01-31 1996-08-13 Mitsubishi Chem Corp Olefin polymerization catalyst

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0545304A1 (en) * 1991-11-30 1993-06-09 Hoechst Aktiengesellschaft Process for the preparation of substituted indenes and their use as ligands for metallocene catalysts
EP0549900A1 (en) * 1991-11-30 1993-07-07 Hoechst Aktiengesellschaft Metallocenes containing benzocondensed indenyl derivatives as ligands, process for their preparation and their use as catalysts
US5455366A (en) * 1991-11-30 1995-10-03 Hoechst Ag Metallocenes having benzo-fused indenyl derivatives as ligands, processes for their preparation and their use as catalysts
JPH06345809A (en) * 1993-06-07 1994-12-20 Mitsui Petrochem Ind Ltd New transition metallic compound, catalyst component for polymerizing olefin composed of the same transition metallic compound, catalyst for polymerizing olefin containing the same catalyst component for polymerizing olefin and method for polymerizing olefin
EP0654476A1 (en) * 1993-11-24 1995-05-24 Hoechst Aktiengesellschaft Metallocenes, their preparation and use as catalysts
JPH08208733A (en) * 1995-01-31 1996-08-13 Mitsubishi Chem Corp Olefin polymerization catalyst

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 124, no. 23, 3 June 1996, Columbus, Ohio, US; abstract no. 317363c, FOSTER, P. ET AL.: "highly stable catalysts for the stereospecific polymerization of styrene" XP002040930 *
CHEMICAL ABSTRACTS, vol. 125, no. 25, 16 December 1996, Columbus, Ohio, US; abstract no. 328966y, FOSTER, P. ET AL.: "aromatic substituted group 4 metallocene catalysts for the polymerization of .alpha.-olefins" XP002040929 *
ORGANOMETALLICS, vol. 15, no. 23, 1996, pages 4951 - 4953 *
ORGANOMETALLICS, vol. 15, no. 9, 1996, pages 2404 - 2409 *

Also Published As

Publication number Publication date
WO1997049712A2 (en) 1997-12-31
EP0854876A2 (en) 1998-07-29
CA2230365A1 (en) 1997-12-31

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