Patent US3441081A successfully refreshed from Google Patents.
US5543373A
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Metallocene compound
Assignee: Targor GmbH
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Filing: 1994-12-21
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Granted: 1996-08-06
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Expires: 2014-12-21
Abstract
Abstract The present invention relates to a metallocene compound of the formula I ##STR1## which can advantageously be used as catalyst component for olefin polymerization.
Inventors
- 👤 Andreas Winter
- 👤 Frank K uber
- 👤 Michael Aulbach
- 👤 Bernd Bachmann
- 👤 Robert Klein
- 👤 Klaus K uhlein
- 👤 Walter Spaleck
- 👤 Christian Kohlpaintner
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 12:11
CPC Classifications
C; C07; C07F; C07F17/00; C08; C08F; C08F10/00; C08F110/00; C08F110/02; C08F110/04; C08F110/06; C08F210/00; C08F210/16; C08F4/00; C08F4/42; C08F4/44; C08F4/60; C08F4/62; C08F4/639; C08F4/63912; C08F4/63916; C08F4/6392; C08F4/63922; C08F4/63927; Y; Y10; Y10S; Y10S526/00; Y10S526/904; Y10S526/943
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
822 words
A metallocene compound of the formula I ##STR11## where M 2 is a metal of the group IVb, Vb or VIb of the Periodic Table, R 1 and R 2 are identical or different and are a hydrogen atom, a C 1 -C 10 -alkyl group, a C 1 -C 10 -alkoxy group, a C 6 -C 10 -aryl group, a C 6 -C 10 -aryloxy group, a C 2 -C 10 -alkenyl group, a C 7 -C 40 -arylalkyl group, a C 7 -C 40 -alkylaryl group, a C 8 -C 40 -arylalkenyl group or a halogen atom, R 3 are identical or different and are a hydrogen atom, a halogen atom, a C 1 -C 10 -alkyl group which can be halogenated, a C 6 -C 10 -aryl group, a C 2 -C 10 -alkenyl group, a C 7 -C 40 -arylalkyl group, a C 7 -C 40 -alkyloxy group, a C 8 -C 40 -arylalkenyl group, a --NR 2 10 , --OR 10 , --SR 10 , --OSiR 3 10 , --SiR 3 10 or --PR 2 10 radical, where R 10 is a halogen atom, a C 1 -C 10 -alkyl group or a C 6 -C 10 -aryl group, R 4 are identical or different and are a hydrogen atom, a halogen atom, a C 1 -C 20 -alkyl group, a C 1 -C 20 -fluoroalkyl group, a C 6 -C 30 -aryl group, a C 6 -C 30 -fluoroaryl group, a C 1 -C 20 -alkoxy group, a C 2 -C 20 -alkenyl group, a C 7 -C 40 -arylalkyl group, a C 8 -C 40 -arylalkenyl group, a C 7 -C 40 -alkylaryl group, a --NR 2 10 , --OR 10 , --SR 10 , --OSiR 3 10 , --SiR 3 10 or --PR 2 10 radical, where R 10 is a halogen atom, a C 1 -C 10 -alkyl group or a C 6 -C 10 -aryl group, or two or more radicals R 4 together with the atoms connecting them form a ring system, R 5 is a hydrogen atom, a halogen atom, a C 1 -C 10 -alkyl group which can be halogenated, a C 6 -C 10 -aryl group, a C 2 -C 10 -alkenyl group, a C 7 -C 40 -arylalkyl group, a C 7 -C 40 -alkyloxy group, a C 8 -C 40 -arylalkenyl group, a --NR 2 10 , --OR 10 , --SR 10 , --OSiR 3 10 , --SiR 3 10 or --PR 2 radical, where R 10 is a halogen atom, a C 1 -C 10 -alkyl group or a C 6 -C 10 -aryl group, R 6 are identical or different and are a hydrogen atom, a halogen atom, a C 1 -C 20 -alkyl group which can be halogenated, a C 6 -C 30 -aryl group, a C 2 -C 10 -alkenyl group, a C 7 -C 40 -arylalkyl group, a C 7 -C 40 -alkyloxy group, a C 8 -C 40 -arylalkenyl group, a --NR 2 10 , --OR 10 , --SR 10 , --OSiR 3 10 , --SiR 3 10 or --PR 2 10 radical, where R 10 is a halogen atom, a C 1 -C 10 -alkyl group or a C 6 -C 10 -aryl group, R 7 is ##STR12## ═BR 11 , ═AIR 11 , --Ge--, --Sn--, --O--, --S--, ═SO, ═SO 2 , ═NR 11 , ═CO, ═PR 11 or ═P(O)R 11 , where R 11 , R 12 and R 13 are identical or different and are a hydrogen atom, a halogen atom, a C 1 -C 20 -alkyl group, a C 1 -C 20 -fluoroalkyl group, a C 6 -C 30 -aryl group, a C 6 -C 30 -fluoroaryl group, a C 1 -C 20 -alkoxy group, a C 2 -C 20 -alkenyl group, a C 7 -C 40 -arylalkyl group, a C 8 -C 40 -arylalkenyl group, a C 7 -C 40 -alkylaryl group, or R 11 and R 12 or R 11 and R 13 in each case together with the atoms connecting them form a ring, M 1 is silicon, germanium or tin, R 8 and R 9 are identical or different and are a hydrogen atom, a halogen atom, a C 1 -C 20 -alkyl group, a C 1 -C 20 -fluoroalkyl group, a C 6 -C 30 -aryl group, a C 6 -C 30 -fluoroaryl group, a C 1 -C 20 -alkoxy group, a C 2 -C 20 -alkenyl group, a C 7 -C 40 -arylalkyl group, a C 8 -C 40 -arylalkenyl group, a C 7 -C 40 -alkylaryl group, or R 8 and R 9 together with the atoms connecting them form a ring, m and n are identical or different and are zero, 1 or 2, where m plus n is zero, 1 or 2, wherein at least one of the radicals R 4 and R 5 is not hydrogen.
Claim 2
Dependent Claim
822 words
A metallocene compound of the formula I ##STR11## where M 2 is a metal of the group IVb, Vb or VIb of the Periodic Table, R 1 and R 2 are identical or different and are a hydrogen atom, a C 1 -C 10 -alkyl group, a C 1 -C 10 -alkoxy group, a C 6 -C 10 -aryl group, a C 6 -C 10 -aryloxy group, a C 2 -C 10 -alkenyl group, a C 7 -C 40 -arylalkyl group, a C 7 -C 40 -alkylaryl group, a C 8 -C 40 -arylalkenyl group or a halogen atom, R 3 are identical or different and are a hydrogen atom, a halogen atom, a C 1 -C 10 -alkyl group which can be halogenated, a C 6 -C 10 -aryl group, a C 2 -C 10 -alkenyl group, a C 7 -C 40 -arylalkyl group, a C 7 -C 40 -alkyloxy group, a C 8 -C 40 -arylalkenyl group, a --NR 2 10 , --OR 10 , --SR 10 , --OSiR 3 10 , --SiR 3 10 or --PR 2 10 radical, where R 10 is a halogen atom, a C 1 -C 10 -alkyl group or a C 6 -C 10 -aryl group, R 4 are identical or different and are a hydrogen atom, a halogen atom, a C 1 -C 20 -alkyl group, a C 1 -C 20 -fluoroalkyl group, a C 6 -C 30 -aryl group, a C 6 -C 30 -fluoroaryl group, a C 1 -C 20 -alkoxy group, a C 2 -C 20 -alkenyl group, a C 7 -C 40 -arylalkyl group, a C 8 -C 40 -arylalkenyl group, a C 7 -C 40 -alkylaryl group, a --NR 2 10 , --OR 10 , --SR 10 , --OSiR 3 10 , --SiR 3 10 or --PR 2 10 radical, where R 10 is a halogen atom, a C 1 -C 10 -alkyl group or a C 6 -C 10 -aryl group, or two or more radicals R 4 together with the atoms connecting them form a ring system, R 5 is a hydrogen atom, a halogen atom, a C 1 -C 10 -alkyl group which can be halogenated, a C 6 -C 10 -aryl group, a C 2 -C 10 -alkenyl group, a C 7 -C 40 -arylalkyl group, a C 7 -C 40 -alkyloxy group, a C 8 -C 40 -arylalkenyl group, a --NR 2 10 , --OR 10 , --SR 10 , --OSiR 3 10 , --SiR 3 10 or --PR 2 radical, where R 10 is a halogen atom, a C 1 -C 10 -alkyl group or a C 6 -C 10 -aryl group, R 6 are identical or different and are a hydrogen atom, a halogen atom, a C 1 -C 20 -alkyl group which can be halogenated, a C 6 -C 30 -aryl group, a C 2 -C 10 -alkenyl group, a C 7 -C 40 -arylalkyl group, a C 7 -C 40 -alkyloxy group, a C 8 -C 40 -arylalkenyl group, a --NR 2 10 , --OR 10 , --SR 10 , --OSiR 3 10 , --SiR 3 10 or --PR 2 10 radical, where R 10 is a halogen atom, a C 1 -C 10 -alkyl group or a C 6 -C 10 -aryl group, R 7 is ##STR12## ═BR 11 , ═AIR 11 , --Ge--, --Sn--, --O--, --S--, ═SO, ═SO 2 , ═NR 11 , ═CO, ═PR 11 or ═P(O)R 11 , where R 11 , R 12 and R 13 are identical or different and are a hydrogen atom, a halogen atom, a C 1 -C 20 -alkyl group, a C 1 -C 20 -fluoroalkyl group, a C 6 -C 30 -aryl group, a C 6 -C 30 -fluoroaryl group, a C 1 -C 20 -alkoxy group, a C 2 -C 20 -alkenyl group, a C 7 -C 40 -arylalkyl group, a C 8 -C 40 -arylalkenyl group, a C 7 -C 40 -alkylaryl group, or R 11 and R 12 or R 11 and R 13 in each case together with the atoms connecting them form a ring, M 1 is silicon, germanium or tin, R 8 and R 9 are identical or different and are a hydrogen atom, a halogen atom, a C 1 -C 20 -alkyl group, a C 1 -C 20 -fluoroalkyl group, a C 6 -C 30 -aryl group, a C 6 -C 30 -fluoroaryl group, a C 1 -C 20 -alkoxy group, a C 2 -C 20 -alkenyl group, a C 7 -C 40 -arylalkyl group, a C 8 -C 40 -arylalkenyl group, a C 7 -C 40 -alkylaryl group, or R 8 and R 9 together with the atoms connecting them form a ring, m and n are identical or different and are zero, 1 or 2, where m plus n is zero, 1 or 2, wherein at least one of the radicals R 4 and R 5 is not hydrogen.
Claim 3
Dependent Claim
206 words
A metallocene compound as claimed in claim 1, wherein M 2 is zirconium, R 1 and R 2 are identical or different and are methyl or chlorine, R 3 is hydrogen, R 4 is a hydrogen atom, a C 1 -C 20 -alkyl group or a C 6 -C 30 -aryl group, or two or more radicals R 4 together with the atoms connecting them form a ring system, R 5 is hydrogen or a C 1 -C 10 -alkyl group, R 6 is a hydrogen atom, a C 1 -C 10 -alkyl group, a C 6 -C 20 -aryl group or a radical SiR 10 3 , where R 10 is a C 1 -C 10 -alkyl group, R 7 is a radical ##STR13## where R 11 and R 12 are identical or different and are a C 1 -C 20 -alkyl group or a C 6 -C 30 -aryl group, R 8 and R 9 are identical or different and are a hydrogen atom or a C 1 -C 30 -alkyl group, m plus n is zero or 1, and at least one of the radicals R 6 and also at least one of the radicals R 5 and R 4 is not hydrogen.
Claim 4
Dependent Claim
196 words
A metallocene compound as claimed in claim 1, wherein M 2 is zirconium, R 1 and R 2 are identical or different and are methyl or chlorine, R 3 is hydrogen, R 4 is a hydrogen atom, a C 1 -C 20 -alkyl group or a C 6 -C 30 -aryl group, or two or more radicals R 4 together with the atoms connecting them form a ring system, R 5 is a hydrogen atom or a C 1 -C 10 -alkyl group, R 6 is a hydrogen atom, a C 1 -C 10 -alkyl group, a C 6 -C 20 -aryl group or a radical SiR 10 3 , where R 10 is a C 1 -C 10 -alkyl group, R 7 is a radical ##STR14## where R 11 and R 12 are identical or different and are a C 1 -C 20 -alkyl group or a C 6 -C 30 -aryl group, R 8 and R 9 are identical or different and are a hydrogen atom or a C 1 -C 30 -alkyl group, m+n is zero or 1, and at least one of the radicals R 5 and R 4 is not hydrogen.
Claim 5
Dependent Claim
19 words
A catalyst comprising at least one metallocene compound as claimed in claim 1 and at least one cocatalyst compound.
Claim 6
Dependent Claim
19 words
A catalyst comprising at least one metallocene compound as claimed in claim 1 wherein the metallocene compound is prepolymerized.
Claim 7
Dependent Claim
19 words
A catalyst comprising at least one metallocene compound as claimed in claim 1, wherein the metallocene compound is supported.
Claim 8
Dependent Claim
15 words
The metallocene as claimed in claim 1, wherein said metallocene is dimethylsilanediyl(4,5-benzo-1-indenyl) (cyclopentadienyl)ZrCl 2 .
Claim 9
Dependent Claim
13 words
A catalyst comprising the metallocene as claimed in claim 7, and a cocatalyst.
Claim 10
Dependent Claim
52 words
The metallocene as claimed in claim 1, wherein said metallocene is selected from the group consisting of dimethylsilanediyl(2-methyl-4,5-benzo-1-indenyl)(3-methyl-1-cyclopentadienyl)ZrCl 2 , dimethylmethylene(2-methyl-1-indenyl)(cyclopentadienyl) ZrCl 2 , dimethylmethylene(4,5-benzo-1-indenyl)(cyclopentadienyl) ZrCl 2 , dimethylgermyl(4,5-benzo-1-indenyl)(cyclopentadienyl) ZrCl 2 , dimethylsilanediyl(2-methyl-4,5-benzo-1-indenyl) cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2-methyl-4-phenyl-1-indenyl)(3-methyl-1-cyclopentadienyl)ZrCl 2 , dimethylgermyl(2-methyl-4-phenyl-1-indenyl)(cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(4-phenyl-1-indenyl)(3-methyl-1-cyclopentadienyl)ZrCl.sub.2, dimethylsilanediyl(4-phenyl-1-indenyl)(cyclopentadienyl)ZrCl 2 , dimethylmethylene(4-phenyl-1-indenyl)(cyclopentadienyl)ZrCl 2 and dimethylsilanediyl(4,5-benzo-1-indenyl)(cyclopentadienyl)ZrCl 2 .
Claim 11
Dependent Claim
100 words
The metallocene as claimed in claim 1, wherein said metallocene is selected from the group consisting of dimethylsilanediyl(2-methyl-4-phenyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2-methyl-4-phenyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrMeCl, dimethylsilanediyl(2-methyl-4-phenyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrMe 2 , dimethylsilanediyl(2-methyl-4-phenyl-1-indenyl)(2-methyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2-methyl-4-phenyl-1-indenyl)(3,5-dimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2-methyl-4-phenyl-1-indenyl)(2,5-dimethyl-3-t-butyl-1-cyclopentadienyl)ZrCl 2 , 1,2-ethanediyl(2-methyl-4-phenyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , phenyl(methyl)silanediyl(2-methyl-4-phenyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , diphenylsilanediyl(2-methyl-4-phenyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2-ethyl-4-phenyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2,4-diphenyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2-ethyl-4-(1-naphthyl)-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylgermyl(2-methyl-4-phenyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , methyl(vinyl)silanediyl(2-methyl-4-phenyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , phenyl(vinyl)silanediyl(2-methyl-4-phenyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylgermyl(2-ethyl-4-(1-naphthyl)-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2-methyl-4-(1-naphthyl)-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2-methyl-4-(2-naphthyl)-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2-methyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2-methyl-4-isopropyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2-methyl-4,5-benzo-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2-methyl-α-acenaphth-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2-methyl-4,6-diisopropyl-1-indenyl) (2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2,4,6-trimethyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2,5,6-trimethyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2,4,5-trimethyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 , dimethylsilanediyl(2,5-dimethyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 and dimethylsilanediyl(2,6-dimethyl-1-indenyl)(2,3,5-trimethyl-1-cyclopentadienyl)ZrCl 2 .
Claim 12
Dependent Claim
13 words
A catalyst comprising the metallocene as claimed in claim 9, and a cocatalyst.
Claim 13
Dependent Claim
13 words
A catalyst comprising the metallocene as claimed in claim 10, and a cocatalyst.
Claim 14
Dependent Claim
13 words
The catalyst as claimed in claim 8, wherein said cocatalyst is an aluminoxane.
Claim 15
Dependent Claim
13 words
The catalyst as claimed in claim 11, wherein said cocatalyst is an aluminoxane.
Claim 16
Dependent Claim
13 words
The catalyst as claimed in claim 12, wherein said cocatalyst is an aluminoxane.
Claim 17
Dependent Claim
17 words
A supported and/or prepolymerized catalyst component comprising at least one metallocene compound as claimed in claim 7.
Claim 18
Dependent Claim
17 words
A supported and/or prepolymerized catalyst component comprising at least one metallocene compound as claimed in claim 9.
Claim 19
Dependent Claim
17 words
A supported and/or prepolymerized catalyst component comprising at least one metallocene compound as claimed in claim 10.
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1999-08-06 | 2000-02-05 | 2000-08-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2003-08-06 | 2004-02-05 | 2004-08-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2007-08-06 | 2008-02-05 | 2008-08-06 | $7700.00 | Window Closed / Lapsed |