Silyl amines

Details Silyl amines Silyl amines

1999-11-22

2001-01-30

Vollano, Jean F (Department: 1621)

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

Organic compounds

Silicon containing

C556S428000

Reexamination Certificate

active

06180810

ABSTRACT:

FIELD OF THE INVENTION
This invention relates to silyl amine compounds. More particularly, the invention relates to silyl amines which bond covalently to a metal center of a complex to provide an olefin polymerization catalyst component.
BACKGROUND OF THE INVENTION
Olefin polymerization catalyst or catalyst components comprising geometry metal complexes having a silyl amine moiety bound to the metal center preparation are described in the prior art. See, e.g., WO 98/49212 (references cited at page 1, lines 6-15). Typical syntheses of such complexes entail treatment of a lithiated ligand precursor with Cl
2
Si(CH
3
)
2
. See, e.g., WO 98/27103 (Example 5c). Disadvantages of these procedures include a requirement for excess Cl
2
Si(CH
3
)
2
and the production of undesirable by-products with consequent need for expensive purification procedures.
Certain silyl triflates and amino substituted silyl triflates are reported to show reactivity towards nucleophiles and, hence, to constitute useful silylating reagents and transmitters of amino silyl groups. Uhlig, et al. (1994)
J. Organometallic Chem
. 467(1):31-35. Diisopropyl and diisobutyl ditriflates are described in Corey (1990)
Tetrahedron Letters
31(5):601-604.
Mesylates of the formula (CH
3
SO
3
)
2
-Si(t-Bu)
2
are described in Matyjaszewski (1998)
J. Organometallic Chem
. 340:7-12.
U.S. Pat. No. 4,939,250 describes trifluoromethane sulfonic (triflate) and 1,1,2,2-tetrafluoro ethane sulfonate used &bgr;-lactam silylating agents.
However, the prior art is not known to describe any silyl amine compound which forms a covalent bond with the metal center of any complex.
SUMMARY OF THE INVENTION
The invention provides novel silyl amine compounds which may covalently add directly to the metal center of a metallocene. The silyl amine compounds of this invention have the generic Formula I:
in which X is H or F; R
1
, R
2
, R
3
=alkyl or aryl or a combination of alkyl or aryl; R
4
=H.
In preferred embodiments of the invention, R
1
, R
2
and R
3
are the same or different C
1
or C
10
alkyl groups, most preferably methyl. Specific preferred embodiments of the invention are:
The invention also includes methods for the synthesis of Formula I silyl amines.
Pursuant to one synthesis method, a compound of Formula IV
is treated with an amine of formula (R
1-3
)NH
2
Si(R
1-3
)
2
3
, wherein X and R
1
, R
2
and R
3
are as described.


REFERENCES:
CA:121:84125 abs of Helv Chim Acta by Uhlig 77(4) pp 972-80, 1994.
CA:121:58130 abs of Chem Ber by Uhlig 127(6) pp 985-90, 1994.
CA:120:298764 abs of J Organomet Chem by Uhlig 463 (1-2) pp 73-6, 1993.
CA:120:298681 abs of J Organmet Chem by Uhlig 467(1) pp 31-5, 1994.

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