Method for selective production of racemic metallocene...

Details Method for selective production of racemic metallocene... Method for selective production of racemic metallocene...

2000-03-20

2001-07-17

Nazario-Gonzalez, Porfirio (Department: 1621)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heavy metal containing

C556S012000, C556S001000, C556S043000, C556S053000, C556S058000, C526S126000, C526S160000, C526S943000, C502S103000, C502S117000, C502S153000

Reexamination Certificate

active

06262286

ABSTRACT:

The present invention relates to a process for preparing racemic metallocene complexes by reacting bridged or unbridged aromatic transition metal complexes of the formula I
where the substituents and indices have the following meanings:
M is titanium, zirconium, hafnium, vanadium, niobium, tantalum, chromium, molybdenum, tungsten or an element of transition group III of the Periodic Table and the lanthanides,
X are identical or different and are each fluorine, chlorine, bromine, iodine, hydrogen C
1
-C
10
-alkyl, C
6
-C
15
-aryl, alkylaryl having from 1 to 10 carbon atoms in the alkyl radical and from 6 to 20 carbon atoms in the aryl radical, —OR
10
or —NR
10
R
11
,
n is an integer from 1 to 4, where n corresponds to the valence of M minus 2,
R
1
, R
8
are identical or different and are each fluorine, chlorine, bromine, iodine, C
1
-C
20
-alkyl, 3- to 8-membered cycloalkyl which in turn may bear a C
1
-C
10
-alkyl group as substituent, C
6
-C
15
-aryl, alkylaryl having from 1 to 10 carbon atoms in the alkyl radical and from 6 to 20 carbon atoms in the aryl radical, arylalkyl having from 1 to 10 carbon atoms in the alkyl radical and from 6 to 20 carbon atoms in the aryl radical, Si(R
9
)
3
where R
9
are identical or different and are each C
1
-C
20
-alkyl, C
3
-C
10
-cycloalkyl, C
6
-C
15
-aryl, where the radicals mentioned may be partially or fully substituted by heteroatoms,
R
2
to R
7
are identical or different and are each hydrogen, C
1
-C
20
-alkyl, 3- to 8-membered cycloalkyl which in turn may bear a C
1
-C
10
-alkyl radical as substituent, C
6
-C
15
-aryl, alkylaryl having from 1 to 10 carbon atoms in the alkyl radical and from 6 to 20 carbon atoms in the aryl radical, arylalkyl having from 1 to 10 carbon atoms in the alkyl radical and from 6 to 20 carbon atoms in the aryl radical, Si(R
9
)
3
where R
9
are identical or different and are each C
1
-C
20
-alkyl, C
3
-C
10
-cycloalkyl, C
6
-C
15
-aryl, and adjacent radicals R
2
to R
7
may form saturated, partially saturated or unsaturated cyclic groups having from 4 to 15 carbon atoms, and the radicals mentioned can be fully or partially substituted by heteroatoms,
R
10
, R
11
are C
1
-C
10
-alkyl, C
6
-C
15
-aryl, alkylaryl, arylalkyl, fluoroalkyl or fluoroaryl each having from 1 to 10 carbon atoms in the alkyl radical and from 6 to 20 carbon atoms in the aryl radical,
Y, Y
1
are identical or different and are each
 ═BR
12
, ═AlR
12
, —Ge—, —Sn—, —O—, —S—, ═SO, ═SO
2
, ═NR
12
, ═CO, ═PR
12
or ═P(O)R
12
,
where
R
12
are identical or different and are each hydrogen, halogen, C
1
-C
10
-alkyl, C
1
-C
10
-fluoroalkyl, C
6
-C
10
-fluoroaryl, C
6
-C
10
-aryl, C
1
-C
10
-alkoxy, C
2
-C
10
-alkenyl, C
7
-C
40
-arylalkyl, C
8
-C
40
-arylalkenyl, C
7
-C
40
-alkylaryl, or two radicals R
12
together with the atoms connecting them form a ring,
M
1
is silicon, germanium or tin and
m is 0, 1, 2 or 3, or Y is non-bridging and is two radicals R′ and R″, where
R′ and R″ are identical or different and are each hydrogen, fluorine, chlorine, bromine, iodine, C
1
-C
20
-alkyl, 3- to 8-membered cycloalkyl which in turn may bear a C
1
-C
10
-alkyl radical as substituent, C
6
-C
15
-aryl, alkylaryl having from 1 to 10 carbon atoms in the alkyl radical and from 6 to 20 carbon atoms in the aryl radical, arylalkyl having from 1 to 10 carbon atoms in the alkyl radical and from 6 to 20 carbon atoms in the aryl radical, Si(R
9
)
3
where R
9
are identical or different and are each C
1
-C
20
-alkyl, C
3
-C
10
-cycloalkyl, C
6
-C
15
-aryl, or together with adjacent radicals R
4
or R
5
form saturated, partially saturated or unsaturated cyclic groups having from 4 to 15 carbon atoms, and the radicals mentioned can be fully or partially substituted by heteroatoms,
with cyclopentadienyl derivatives of alkali metals or alkaline earth metals and, if desired, subsequently replacing the bridged aromatic ligand or the two unbridged aromatic ligands; racemic metallocene complexes of the formula III
where the substituents and indices have the following meanings:
M is titanium, zirconium, hafnium, vanadium, niobium, tantalum, chromium, molybdenum, tungsten or an element of transition group III of the Periodic Table and of the lanthanides,
where:
R
1
, R
8
are identical or different and are each fluorine, chlorine, bromine, iodine, C
1
-C
20
-alkyl, 3- to 8-membered cycloalkyl which may in turn bear a C
1
-C
10
-alkyl group as substituent, C
6
-C
15
-aryl, alkylaryl having from 1 to 10 carbon atoms in the alkyl radical and from 6 to 20 carbon atoms in the aryl radical, arylalkyl having from 1 to 10 carbon atoms in the alkyl radical and from 6 to 20 carbon atoms in the aryl radical, Si(R
9
)
3
where R
9
are identical or different and are each C
1
-C
20
-alkyl, C
3
-C
10
-cycloalkyl, C
6
-C
15
-aryl, where the radicals mentioned may be partially or fully substituted by heteroatoms,
R
2
to R
7
are identical or different and are each hydrogen, C
1
-C
20
-alkyl, 3- to 8-membered cycloalkyl which may in turn bear a C
1
-C
10
-alkyl radical as substituent, C
6
-C
15
-aryl, alkylaryl having from 1 to 10 carbon atoms in the alkyl radical and from 6 to 20 carbon atoms in the aryl radical, arylalkyl having from 1 to 10 carbon atoms in the alkyl radical and from 6 to 20 carbon atoms in the aryl radical, Si(R
9
)
3
where R
9
are identical or different and are each C
1
-C
20
-alkyl, C
3
-C
10
-cycloalkyl, C
6
-C
15
-aryl, and adjacent radicals R
2
to R
7
may form saturated, partially saturated or unsaturated cyclic groups having from 4 to 15 carbon atoms and the radicals mentioned may be fully or partially substituted by heteroatoms,
Y, Y
1
are identical or different and are each
 ═BR
12
, ═AlR
12
, —Ge—, —Sn—, —O—, —S—, ═SO, ═SO
2
, ═NR
12
, ═CO, ═PR
12
or ═P(O)R
12
,
where
R
12
are identical or different and are each hydrogen, halogen, C
1
-C
10
-alkyl, C
1
-C
10
-fluoroalkyl, C
6
-C
10
-fluoroaryl, C
6
-C
10
-aryl, C
1
-C
10
-alkoxy, C
2
-C
10
-alkenyl, C
7
-C
40
-arylalkyl, C
8
-C
40
-arylalkenyl, C
7
-C
40
-alkylaryl, or two radicals R
12
together with the atoms connecting them form a ring,
M
1
is silicon, germanium or tin and
m is 0, 1, 2 or 3, or Y is non-bridging and is two radicals R′ and R″, where
R′ and R″ are identical or different and are each hydrogen, fluorine, chlorine, bromine, iodine, C
1
-C
20
-alkyl, 3- to 8-membered cycloalkyl which in turn may bear a C
1
-C
10
-alkyl radical as substituent, C
6
-C
15
-aryl, alkylaryl having from 1 to 10 carbon atoms in the alkyl radical and from 6 to 20 carbon atoms in the aryl radical, arylalkyl having from 1 to 10 carbon atoms in the alkyl radical and from 6 to 20 carbon atoms in the aryl radical, Si(R
9
)
3
where R
9
are identical or different and are each C
1
-C
20
-alkyl, C
3
-C
10
-cycloalkyl, C
6
-C
15
-aryl, or together with adjacent radicals R
4
or R
5
form saturated, partially saturated or unsaturated cyclic groups having from 4 to 15 carbon atoms, and the radicals mentioned can be fully or partially substituted by heteroatoms,
R
13
to R
17
are identical or different and are each hydrogen, C
1
-C
20
-alkyl, 5- to 7-membered cycloalkyl which may in turn bear a C
1
-C
10
-alkyl group as substituent, C
6
-C
15
-aryl or arylalkyl, where adjacent radicals may together form cyclic groups having from 4 to 15 carbon atoms, or Si(R
18
)
3
where
R
18
are identical or different and are each C
1
-C
10
-alkyl, C
6
-C
15
-aryl or C
3
-C
10
-cycloalkyl,
where the radicals
R
19
to R
23
are identical or different and are each hydrogen, C
1
-C
20
-alkyl, 5- to 7-membered cycloalkyl which may in turn bear a C
1
-C
10
-alkyl group as substituent, C
6
-C
15
-aryl or arylalkyl, where adjacent radicals may together form cyclic groups having from 4 to 15 carbon atoms, or Si(R
24
)
3
where
R
24
are identical or different and are each C
1
-C
10
-alkyl, C
6
-C
15
-aryl or C
3
-C
10
-cycloalkyl,
or where the radicals
R
16
and Z together form a group —[T

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