# US 5,708,150 A · Process for preparing transition metal complexes containing disubstituted cyclopentadienyl ligands

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- Number: US 5,708,150 A
- Document ID: US5708150A
- Status: Granted
- Kind: A
- Application number: 08/558,831
- Filed: 1995-11-15
- Granted: 1998-01-13
- Earliest claimed: 1994-12-22
- Assignees: Witco Corporation
- Inventors: Richard Lisowsky
- Web page: https://patentgrep.com/patent/US5708150A

## CPC

- C07F 17/00: Metallocenes
- C07F 17/02: of metals of Groups 8, 9 or 10 of the Periodic Table
- Y10S 526/943: Polymerization with metallocene catalysts
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

## Abstract

A process for preparing transition metal complexes containing disubstituted cyclopentadienyl ligands of the general formula (1) ##STR1## in which a monomeric, monosubstituted cyclopentadiene is reacted using a mixture of an alkali metal oxide or hydroxide and an alkaline earth metal oxide or hydroxide as a metallating agent in polyoxyalkylene polyethers as the reaction medium with organic halides or pseudohalides to give the intermediate disubstituted cyclopentadiene which is, in situ, metallated and reacted with a transition metal halide to give the end product.

## Claims

### Claim 1

A process for preparing a transition metal complex containing disubstituted cyclopentadienyl ligands of the general formula (1) ##STR5## wherein R and R.sup.1 are the same or different and each is a C.sub.1 -C.sub.30 -alkyl group, C.sub.2 -C.sub.30 -alkenyl group, C.sub.7 -C.sub.30 -alkyl-aryl group, C.sub.8 -C.sub.30 -alkenylaryl group, C.sub.3 -C.sub.12 -alkoxyalkyl group, C.sub.1 -C.sub.30 -fluoroalkyl group or C.sub.1 -C.sub.6 -alkyl-tri(C.sub.1 -C.sub.10 -alkyl)silyl; M" is a transition metal from Group IIIB, IVB, VB, VIB or VIII of the Periodic Table of Elements; X' is Cl, Br or I; n is the oxidation state of the transition metal M"; a is .ltoreq.n; and a is equal to the number of groups X' on the transition metal to be replaced, wherein said process comprises:
(a) reacting a monomeric monosubstituted cyclopentadiene of the formula R--C.sub.5 H.sub.9, a first metallating agent and an organic halide R.sup.1 -X wherein X denotes a halide, in a polyoxyalkylene polyether reaction medium to produce an intermediate disubstituted cyclopentadiene, wherein said metallating agent is a mixture of one or more alkali metal compounds selected from the group consisting of alkali metal oxides and alkali metal hydroxides and one or more alkaline earth metal compounds selected from the group consisting of alkaline earth metal oxides and alkaline earth metal hydroxides; and
(b) metallating said intermediate disubstituted cyclopentadiene produced in step (a) with a second metallating agent selected from the group consisting of Li, Na, K, NaH, KH and lithium alkyls to produce a metallated product; and
(c) reacting said metallated product from step (b) with a transition metal compound containing a metal from Group IIIB, IVB, VB, VIB or VIII of the Periodic Table of Elements to produce a transition metal complex of formula (1).

### Claim 2 (depends on 1)

The process according to claim 1, wherein the substituents R and R.sup.1 are the same or different and each is a C.sub.3 -C.sub.18 -alkyl group, C.sub.2 -C.sub.18 -alkenyl group, C.sub.3 -C.sub.6 -alkoxy-alkyl group or C.sub.1 -C.sub.3 -alkyl-C.sub.1 -C.sub.6 -trialkylsilyl group.

### Claim 3 (depends on 2)

The process according to claim 2, wherein R and R.sup.1 are the same or different and each is a C.sub.3 -C.sub.6 -alkyl group or a C.sub.2 -C.sub.6 -alkenyl group.

### Claim 4 (depends on 3)

A mixture of compounds made by the process of claim 3 comprising a mixture of compounds wherein R and R.sup.1 are in the 1,2- and 1,3- positions, wherein the mole ratio of the compounds wherein R and R.sup.1 are in the 1,2-position to the compounds wherein R and R.sup.1 are in the 1,3-position is 3:1 to 4:1.

### Claim 5 (depends on 1)

The process according to claim 1, wherein M" is Fe, V, Cr, Sc, Ti, Zr or Hf.

### Claim 6 (depends on 5)

A mixture of compounds made by the process of claim 5 comprising a mixture of compounds wherein R and R.sup.1 are in the 1,2- and 1,3- positions, wherein the mole ratio of the compounds wherein R and R.sup.1 are in the 1,2-position to the compounds wherein R and R.sup.1 are in the 1,3-position is 3:1 to 4:1.

### Claim 7 (depends on 1)

The process according to claim 1, wherein M" is Ti, Zr or Hf.

### Claim 8 (depends on 2)

The process according to claim 2, wherein M" is Ti, Zr or Hf.

### Claim 9 (depends on 3)

The process according to claim 3, wherein M" is Ti, Zr or Hf.

### Claim 10 (depends on 1)

The process according to claim 1, wherein said disubstituted cyclopentadiene is isolated prior to step (b).

### Claim 11 (depends on 2)

The process according to claim 2, wherein said disubstituted cyclopentadiene is isolated prior to step (b).

### Claim 12 (depends on 3)

The process according to claim 3, wherein said disubstituted cyclopentadiene is isolated prior to step (b).