US 2003/0191334 A1Published application

Method for producing transition metal compounds and their use for the polymerization of olefins

AssigneeBasell Polyolefine GmbH

InventorsJorg Schottek, Gerhard Erker, Klaus Kunz, Steve Doring

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Abstract

The invention relates to a method for producing special transition metal compounds, to novel transition metal compounds and to their use for the polymerization of olefins.

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Claims6

Dependent claims

A process for preparing compounds of the formula (VII)

42
R30 is a hydrogen atom, C1-C18-alkyl, C3-C12-cycloalkyl, C2-C10-alkenyl, C3-C15-alkylalkenyl, C6-C18-aryl, C5-C18-heteroaryl, C7-C20-arylalkyl, C7-C20-alkylaryl, fluorinated C1-C12-alkyl, fluorinated C6-C18-aryl, fluorinated C7-C20-arylalkyl or fluorinated C7-C20-alkylaryl, where the R30 ligands are identical or different,
R2, R3, R4, R5 are identical or different and are each a hydrogen atom, C1-C18-alkyl, C3-C12-cycloalkyl, C2-C10-alkenyl, C3-C15-alkylalkenyl, C6-C18-aryl, C5-C18-heteroaryl, C7-C20-arylalkyl, C7-C20-alkylaryl, fluorinated C1-C12-alkyl, fluorinated C6-C18-aryl, fluorinated C7-C20-arylalkyl or fluorinated C7-C20-alkylaryl, where R2, R3, R4 and R5 may together form cyclic systems which may in turn be substituted,
R6 is a hydrogen atom, C1-C18-alkyl, C3-C12-cycloalkyl, C2-C10-alkenyl, C3-C15-alkylalkenyl, C6-C18-aryl, C5-C18-heteroaryl, C7-C20-arylalkyl or C7-C20-alkylaryl,
R10 is a hydrogen atom, a halogen atom, C1-C18-alkyl, C3-C12-cycloalkyl, C6-C20-aryl, C6-C20-aryloxy, C1-C20-alkyloxy or a nitrogen-containing compound,
Z is phosphorus, oxygen, nitrogen or sulfur,
M4 is an element of groups 3 to 8 of the Periodic Table of the Elements,
comprising the steps
A) reacting a compound of the formula I
43
R1 are identical or different and are each a hydrogen atom, C1-C18-alkyl, C3-C12-cycloalkyl, C2-C10-alkenyl, C3-C15-alkylalkenyl, C6-C18-aryl, C5-C18-heteroaryl, C7-C20-arylalkyl, C7-C20-alkylaryl, fluorinated C1-C12-alkyl, fluorinated C6-C18-aryl, fluorinated C7-C20-arylalkyl or fluorinated C7C20-alkylaryl and R2, R3, R4, R5 are as defined under formula (VII),
X is oxygen, nitrogen or sulfur,
y is 1 or 2,
R30 is as defined above,
with a compound of the formula (II),
M1 R6ZR7 (II)
where
Z and R6 are as defined under formula (VII),
M1 is an element of group 1 or 2 of the Periodic Table of the Elements,
R7 is a hydrogen atom, C1-C18-alkyl, C3-C12-cycloalkyl, C2-C10-alkenyl, C3-C15-alkylalkenyl, C6-C18-aryl, C5-C18-heteroaryl, C7-C20-arylalkyl, C7-C20-alkylaryl, fluorinated C1-C12-alkyl, fluorinated C6-C18-aryl, fluorinated C7-C20-arylalkyl or fluorinated C7-C20-alkylaryl, to form a compound of the formula (III)
44
where R2, R3, R4, R5, R6, R30, Z, M1 and y are as defined above,
B) reacting the compound of the formula (III) obtained in step A) with a compound of the formula IV
M2R8 (IV)
where
M2 is an element of group 1 or 2 of the Periodic Table of the Elements,
R8 is a hydrogen atom or C1-C18-alkyl, to form a compound of the formula (V)
45
R2, R3, R4, R5, R6, R30, Z and y are as defined above and
M3 is an element of group 1 or 2 of the Periodic Table of the Elements, and
C) reacting the compound of the formula (V) obtained in step B) with a compound of the formula (VI)
M4(R9)f(R10)g(R11)k (VI)
where
M4 is an element of groups 3 to 8 of the Periodic Table of the Elements,
R9 is a hydrogen atom, a halogen atom, a C1-C20 group, C5-C20-aryl, C5-C20-aryloxy or C1-C20 alkyloxy,
R10 is a hydrogen atom, a halogen atom, a C1-C20 group, C5-C20-aryl, C5-C20-aryloxy or C1-C20-alkyloxy,
R11 is a C1-C20-heteroorganic compound,
f is 1-10,
g is 1-10,
k is 1-10,
to give the compound of the formula (VII).

38 more elements

Dependencies are inferred from the claim text.

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Abstract

The invention relates to a method for producing special transition metal compounds, to novel transition metal compounds and to their use for the polymerization of olefins.

Drawings

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Drawings

Claims6

Dependent claims

A process for preparing compounds of the formula (VII)

42
R30 is a hydrogen atom, C1-C18-alkyl, C3-C12-cycloalkyl, C2-C10-alkenyl, C3-C15-alkylalkenyl, C6-C18-aryl, C5-C18-heteroaryl, C7-C20-arylalkyl, C7-C20-alkylaryl, fluorinated C1-C12-alkyl, fluorinated C6-C18-aryl, fluorinated C7-C20-arylalkyl or fluorinated C7-C20-alkylaryl, where the R30 ligands are identical or different,
R2, R3, R4, R5 are identical or different and are each a hydrogen atom, C1-C18-alkyl, C3-C12-cycloalkyl, C2-C10-alkenyl, C3-C15-alkylalkenyl, C6-C18-aryl, C5-C18-heteroaryl, C7-C20-arylalkyl, C7-C20-alkylaryl, fluorinated C1-C12-alkyl, fluorinated C6-C18-aryl, fluorinated C7-C20-arylalkyl or fluorinated C7-C20-alkylaryl, where R2, R3, R4 and R5 may together form cyclic systems which may in turn be substituted,
R6 is a hydrogen atom, C1-C18-alkyl, C3-C12-cycloalkyl, C2-C10-alkenyl, C3-C15-alkylalkenyl, C6-C18-aryl, C5-C18-heteroaryl, C7-C20-arylalkyl or C7-C20-alkylaryl,
R10 is a hydrogen atom, a halogen atom, C1-C18-alkyl, C3-C12-cycloalkyl, C6-C20-aryl, C6-C20-aryloxy, C1-C20-alkyloxy or a nitrogen-containing compound,
Z is phosphorus, oxygen, nitrogen or sulfur,
M4 is an element of groups 3 to 8 of the Periodic Table of the Elements,
comprising the steps
A) reacting a compound of the formula I
43
R1 are identical or different and are each a hydrogen atom, C1-C18-alkyl, C3-C12-cycloalkyl, C2-C10-alkenyl, C3-C15-alkylalkenyl, C6-C18-aryl, C5-C18-heteroaryl, C7-C20-arylalkyl, C7-C20-alkylaryl, fluorinated C1-C12-alkyl, fluorinated C6-C18-aryl, fluorinated C7-C20-arylalkyl or fluorinated C7C20-alkylaryl and R2, R3, R4, R5 are as defined under formula (VII),
X is oxygen, nitrogen or sulfur,
y is 1 or 2,
R30 is as defined above,
with a compound of the formula (II),
M1 R6ZR7 (II)
where
Z and R6 are as defined under formula (VII),
M1 is an element of group 1 or 2 of the Periodic Table of the Elements,
R7 is a hydrogen atom, C1-C18-alkyl, C3-C12-cycloalkyl, C2-C10-alkenyl, C3-C15-alkylalkenyl, C6-C18-aryl, C5-C18-heteroaryl, C7-C20-arylalkyl, C7-C20-alkylaryl, fluorinated C1-C12-alkyl, fluorinated C6-C18-aryl, fluorinated C7-C20-arylalkyl or fluorinated C7-C20-alkylaryl, to form a compound of the formula (III)
44
where R2, R3, R4, R5, R6, R30, Z, M1 and y are as defined above,
B) reacting the compound of the formula (III) obtained in step A) with a compound of the formula IV
M2R8 (IV)
where
M2 is an element of group 1 or 2 of the Periodic Table of the Elements,
R8 is a hydrogen atom or C1-C18-alkyl, to form a compound of the formula (V)
45
R2, R3, R4, R5, R6, R30, Z and y are as defined above and
M3 is an element of group 1 or 2 of the Periodic Table of the Elements, and
C) reacting the compound of the formula (V) obtained in step B) with a compound of the formula (VI)
M4(R9)f(R10)g(R11)k (VI)
where
M4 is an element of groups 3 to 8 of the Periodic Table of the Elements,
R9 is a hydrogen atom, a halogen atom, a C1-C20 group, C5-C20-aryl, C5-C20-aryloxy or C1-C20 alkyloxy,
R10 is a hydrogen atom, a halogen atom, a C1-C20 group, C5-C20-aryl, C5-C20-aryloxy or C1-C20-alkyloxy,
R11 is a C1-C20-heteroorganic compound,
f is 1-10,
g is 1-10,
k is 1-10,
to give the compound of the formula (VII).

38 more elements

Dependencies are inferred from the claim text.

Description11,581 words

Summary6,950 words

#The present invention relates to a process for preparing specific transition metal compounds, to novel transition metal compounds and to their use for the polymerization of olefins.

#Metallocenes can, if appropriate in combination with one or more cocatalysts, be used as catalyst components for the polymerization and copolymerization of olefins. In particular, halogen-containing metallocenes are used as catalyst precursors which can be converted into a polymerization-active cationic metallocene complex, for example by means of an aluminoxane.

#The preparation and use of monocyclopentadienyl compounds is known per se and is described, for example, in EP-A-0416815 and U.S. Pat. No. 5,026,798. For this purpose, it is possible, for example, to react cyclopentadienyl-metal compounds with halides or amides of transition metals such as titanium, zirconium and hafnium.

Detailed description4,631 words

#General Procedures: preparation and handling of organometallic compounds was carried out in the absence of air and moisture under argon (Schlenk technique or Glove Box). All solvents required were purged with argon and dried over molecular sieves before use.

#1,2,3,4-tetramethylfulvene (1)

#2.00 g (0.014 mol) of pentamethylcyclopentadienyl-lithium (6) and 3.50 g (0.013 mol) of chlorotriphenylmethane are suspended at 0° C. in a 1:1 solvent mixture of 50.0 ml of toluene and 50 ml of tetrahydrofuran. The solution is stirred overnight at 5° C., giving a bright red reaction mixture. The suspension is subsequently evaporated to about 20.0 ml and admixed with 75.0 ml of pentane, resulting in precipitation of the lithium chloride formed in the reaction. The precipitate is filtered off to give a clear, bright orange solution. To remove the triphenylmethane formed in the reaction, the reaction solution is evaporated to half its volume and stored at −30° C. for 2 days. This results in precipitation of the triphenylmethane as a colorless, crystalline solid which can be separated off by decantation of the supernatant solution of 1,2,3,4-tetramethylfulvene (1). Residual pentane and tetrahydrofuran are subsequently removed at 0° C. in an oil pump vacuum to give a toluene solution of the orange product. Owing to the thermolability of the fulvene (1), complete isolation of the product is not carried out. To determine the yield or concentration of the compound (1) present in solution, the methyl group signal of the toluene in the 1H-NMR spectrum is integrated and compared to the integrated signals of the methyl groups of the tetramethylfulvene (1). The proportion by mass of the desired fulvene (1) can be determined from this ratio.

Abstract

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Claims6

Abstract

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Drawings

Claims6

Description11,581 words

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Classification10 codes

Life of this patent

Description11,581 words