EP0666267A2
Expired / Lapsed
EP
⏱️ 0.0 years remaining
Organometallic fluorenyl compounds, preparation, and use
Assignee: Phillips Petroleum Co
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Filing: 1994-12-14
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Granted: —
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Expires: 2014-12-14
Abstract
Abstract Fluorenyl-containing metallocenes are disclosed along with methods for making the metallocenes. Also disclosed are methods for using the metallocenes as polymerization catalysts. In addition, polymers resulting from such polymerizations are disclosed.
Inventors
- 👤 Helmut G. Alt
- 👤 Syriac J. Palackal
- 👤 Roland Lab. für Anorganische Chemie Zenk
- 👤 M. Bruce Welch
- 👤 Michael Lab. für Anorganische Chemie Schmid
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-08 08:16
CPC Classifications
C; C08; C08F; C08F210/00; C08F210/16; B; B01; B01J; B01J31/00; B01J31/02; B01J31/12; B01J31/14; B01J31/143; B01J31/16; B01J31/22; B01J31/2282; B01J31/2295; C07; C07C; C07C13/00; C07C13/28; C07C13/32; C07C13/54; C07C13/547; C07C13/567; C07C22/00; C07C22/02; C07C22/04; C07C49/00; C07C49/587; C07C49/703; C07C49/747; C07C51/00; C07C51/16; C07C51/31; C07C51/347; C07C51/373; C07C51/377; C07C63/00; C07C63/33; C07C63/331; C07C63/49; C07C65/00; C07C65/32; C07C65/34; C07C65/36; C07F; C07F17/00; C07F7/00; C07F7/003; C07F7/02; C07F7/08; C07F7/0803; C07F7/0805; C07F7/081; C08F10/00; C08F110/00; C08F110/04; C08F110/06; C08F4/00; C08F4/42; C08F4/44; C08F4/60; C08F4/62; C08F4/64; C08F4/659; C08F4/6592; C08F4/65922; C08F4/65927; B01J2531/00; B01J2531/40; B01J2531/48; B01J2531/49; B01J2531/50; B01J2531/60; C07C2601/00; C07C2601/06; C07C2601/10; C07C2601/12; C07C2601/14; C07C2601/16; C07C2603/00; C07C2603/02; C07C2603/04; C07C2603/06; C07C2603/10; C07C2603/12; C07C2603/18; C08F110/02; C08F4/639; C08F4/63912; C08F4/6392; C08F4/63922; C08F4/65912; Y; Y10; Y10S; Y10S526/00; Y10S526/943
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
139 words
A metallocene of the formula R''(FlR n )(CpR m )MeQ k wherein Fl is a fluorenyl radical, Cp is a cyclopentadienyl, indenyl, tetrahydro indenyl, or fluorenyl radical, each R is the same or different and is a halide or an organo radical having 1 to 20 carbon atoms, R'' is a C₁ to C₂₀ hydrocarbyl structural bridge linking (FlR n ) and (CpR m ), Me is a metal selected from IVB, VB, and VIB metals of the Periodic Table, each Q is the same or different and is selected from hydrocarbyl or hydrocarbyloxy radicals having 1 to 20 carbon atoms and halogen, k is a number sufficient to fill out the remaining valences of Me, n is a number in the range of 2 to 7, and m is a number in the range of 0 to 7.
Claim 2
Dependent Claim
20 words
A metallocene according to claim 1, wherein (FlR n ) is a symmetrically substituted fluorenyl radical and n is 2.
Claim 3
Dependent Claim
23 words
A metallocene according to claim 1 or 2, wherein Me is selected from Ti, Zr, and Hf, in particular wherein Me is Zr.
Claim 4
Dependent Claim
18 words
A metallocene according to any of the preceding claims, wherein Cp is selected from cyclopentadienyl and indenyl radicals.
Claim 5
Dependent Claim
13 words
A metallocene according to any of the preceding claims, wherein m is 0.
Claim 6
Dependent Claim
27 words
A metallocene according to any of the preceding claims, wherein R is a cycloalkyl, a cycloalkenyl, an aralkyl, or an aromatic radical, in particular a phenyl radical.
Claim 7
Dependent Claim
67 words
A metallocene according to any of the preceding claims, said metallocenes being selected from: (1-(2,7-dimethyl fluorenyl)-1-cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride; (1-(2,7-diphenyl fluorenyl)-1-cyclopentadienyl-1,1-diphenylmethane) zirconium dichloride; (1-(2,7-diphenyl fluorenyl)-1-cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride; (1-(2,7-dibromofluorenyl)-1-cyclopentadienyl-1,1dimethylmethane) zirconium dichloride; (1,(2,7-dibromofluorenyl)-1-cyclopentadienyl-1,1-diphenylmethane) zirconium dichloride; (1-(2,7-dichlorofluorenyl)-1-cyclopentadienyl-1,1-diphenylmethane) zirconium dichloride; (1-(2,7-dichlorofluorenyl)-1-cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride; (1-(2,7-dimethylvinyl fluorenyl)-1-cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride; (1-(2,7-dimesityl fluorenyl)-1-cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride; (1-(2,7-dimethoxy fluorenyl)-1-cyclopentadienyl-1,1-diphenylmethane) zirconium dichloride; (1-(2,7-dimethoxy fluorenyl)-1-cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride; (1-(2,7-diphenyl fluorenyl)-1-cyclopentadienyl-1-phenylmethane) zirconium dichloride; (1-(2,7-dibromofluorenyl)-1-cyclopentadienyl-1-methylmethane) zirconium dichloride; and (1-(2,7-dimesityl fluorenyl)-1-(cyclopentadienyl) cyclopentane) zirconium dichloride.
Claim 8
Dependent Claim
44 words
A metallocene according to any of the preceding claims, wherein R'' is the divalent methylene radical --CR'2--, wherein each R' is the same or different and selected from methyl, phenyl, and hydrogen radicals, with the further proviso that at least one R' is hydrocarbyl.
Claim 9
Dependent Claim
23 words
A metallocene according to claim 8, said metallocene being selected from (1-(2,7-diphenyl fluorenyl)-1-cyclopentadienyl-1,1-diphenylmethane) zirconium dichloride, (1-(2,7-diphenyl fluorenyl)-1-cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride, (1-(2,7-dimethyl fluorenyl)-1-cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride.
Claim 10
Dependent Claim
64 words
A process for producing a syndiotactic poly-alpha-olefin comprising polymerizing a poly-alpha-olefin having at least 3 carbon atoms under suitable conditions in the presence of a metallocene and a suitable cocatalyst, said metallocene being selected from the metallocenes of any of claims 1 to 9, in particular from (1-(2,7-diphenyl fluorenyl)-1-cyclopentadienyl-1,1-diphenylmethane) zirconium dichloride, (1-(2,7-diphenyl fluorenyl)-1-cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride, (1-(2,7-di-t-butyl fluorenyl)-1-cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride, and (1,(2,7-dimethyl fluorenyl)-1-1cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride.
Claim 11
Dependent Claim
77 words
A process for polymerizing an olefin comprising contacting said olefin under suitable polymerization conditions with a catalyst system comprising a fluorenyl-containing metallocene of the type set forth in claim 1 and a suitable cocatalyst such as an alkylaluminoxane, wherein said metallocene is selected from: (1-(2,7-di-t-butyl fluorenyl)-1-cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride; (1-(2,7-dimethyl fluorenyl)-1-cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride; (1-(2,7-diphenyl fluorenyl)-1-cyclopentadienyl-1,1-diphenylmethane) zirconium dichloride; (1-(2,7-dibromofluorenyl)-1-cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride; (1-(2,7-diphenyl fluorenyl)-1-cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride; (1-(2,7-dibromofluorenyl)-1-cyclopentadienyl-1,1-diphenylmethane) zirconium dichloride; (1-(2,7-dichlorofluorenyl)-1-cyclopentadienyl-1,1-diphenylmethane) zirconium dichloride; (1-(2,7-diphenyl fluorenyl)-1-cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride; and (1-(2,7-dichlorofluorenyl)-1-cyclopentadienyl-1,1-dimethylmethane) zirconium dichloride.
Claim 12
Dependent Claim
53 words
A process according to claim 11, wherein FlR n and CpR m in said metallocene are different, (FlR n ) is selected from 1,8-, 2,7-, 4,5- and 3,6-hydrocarbyl substituted radicals wherein each hydrocarbyl substituent is the same and is either a cycloalkyl, a cycloalkenyl, an aralkyl, or an aromatic radical such as phenyl.
Claim 13
Dependent Claim
33 words
A process for producing a symmetrically substituted organo fluorenyl, in particular a 2,7-disubstituted organo fluorene, more particularly the 2,7-diphenyl fluorene, said process being the reaction of comprising 2,7-diiodofluorene with a suitable Grignard reagent.
Claim 14
Dependent Claim
16 words
A process according to claim 13 carried out in the presence of a nickel phosphine catalyst.
Claim 15
Dependent Claim
5 words
The compound 2,7-bis(dimethylphenyl carbyl) fluorene.
Claim 16
Dependent Claim
3 words
The compound 2,7-dicyclohex-1-enylfluorene.
Claim 17
Dependent Claim
3 words
The compound 2,7-dicyclohexylfluorene.
References Cited (Backward Citations)
No citation records indexed.
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