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US4985576A Expired / Lapsed US ⏱️ 0.0 years remaining

Bisindenyl derivative, and a process for the preparation thereof

Assignee: Targor GmbH
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Filing: 1989-12-29
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Granted: 1991-01-15
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Expires: 2009-12-29
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Abstract

Abstract A bisindenyl derivate of the formula I ##STR1## (M 1 =Si or Ge, R 6 and R 7 =unsubstituted or substituted idenyl radical) is obtained in very good yield by reacting a compound of the formula II ##STR2## (X=halogen) with a compound of the formula III or IV R.sup.6 -M.sup.2 (III) R.sup.7 -M.sup.2 (IV) (M 2 =alkali metal) if, in the reaction, compound III or IV is added slowly to compound II. Compound I is suitable as a starting material for the preparation of metallocene catalyst components.

Inventors

  • 👤 Jurgen Rohrmann
  • 👤 Martin Antberg

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 17:59
CPC Classifications
C; C07; C07F; C07F17/00; C07F7/00; C07F7/02; C07F7/08; C07F7/0803; C07F7/0805; C07F7/30; C08; C08F; C08F10/00; C08F2420/00; C08F2420/08; C08F4/00; C08F4/42; C08F4/44; C08F4/60; C08F4/62; C08F4/64; C08F4/659; C08F4/6592; C08F4/65922; C08F4/65927; Y; Y10; Y10S; Y10S526/00; Y10S526/943

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 238 words
A bisindenyl derivative of the formula I ##STR5## in which M 1 and M 3 are silicon or germanium wherein M 1 and M 3 can be identical or different, m is zero or 1, n=zero when m=zero and n=zero or 1 when m=1, R 1 , R 2 , R 3 and R 4 are identical or different and denote a hydrogen atom, a C 1 -C 30 -alkyl group, a C 2 -C 10 -alkenyl group, a C 6 -C 10 -aryl group, a C 7 -C 40 -arylalkyl group, a C 7 -C 40 -alkylaryl group, a C 8 -C 40 -arylalkenyl group, a C 1 -C 10 -alkoxy group, a C 6 -C 10 -aryloxy group, a halogenated C 1 -C 20 -alkyl group a halogenated C 6 -C 10 -aryl group or a halogen atom, or R 1 , R 2 , R 3 and R 4 , together with the atom connecting them, form a ring, R 5 denotes a C 1 -C 8 -alkylene group, a C 6 -C 10 -arylene group, a C 7 -C 40 -arylalkylene group, a C 7 -C 40 -alkylarylene group, an --O[Si(CH 3 ) 2 --O] p --group in which p denotes an integer from 1 to 5, or a chalcogen atom, and R 6 and R 7 are identical or different and denote an, unsubstituted or substituted indenyl radical, with the exception of 1,1'-(dimethylsilanediyl)-bisindenyl.
Claim 2
Dependent Claim 238 words
A bisindenyl derivative of the formula I ##STR5## in which M 1 and M 3 are silicon or germanium wherein M 1 and M 3 can be identical or different, m is zero or 1, n=zero when m=zero and n=zero or 1 when m=1, R 1 , R 2 , R 3 and R 4 are identical or different and denote a hydrogen atom, a C 1 -C 30 -alkyl group, a C 2 -C 10 -alkenyl group, a C 6 -C 10 -aryl group, a C 7 -C 40 -arylalkyl group, a C 7 -C 40 -alkylaryl group, a C 8 -C 40 -arylalkenyl group, a C 1 -C 10 -alkoxy group, a C 6 -C 10 -aryloxy group, a halogenated C 1 -C 20 -alkyl group a halogenated C 6 -C 10 -aryl group or a halogen atom, or R 1 , R 2 , R 3 and R 4 , together with the atom connecting them, form a ring, R 5 denotes a C 1 -C 8 -alkylene group, a C 6 -C 10 -arylene group, a C 7 -C 40 -arylalkylene group, a C 7 -C 40 -alkylarylene group, an --O[Si(CH 3 ) 2 --O] p --group in which p denotes an integer from 1 to 5, or a chalcogen atom, and R 6 and R 7 are identical or different and denote an, unsubstituted or substituted indenyl radical, with the exception of 1,1'-(dimethylsilanediyl)-bisindenyl.
Claim 3
Dependent Claim 360 words
A process for the preparation of a bisindenyl derivative of the formula I ##STR6## in which M 1 and M 3 are silicon or germanium wherein M 1 and M 3 can be identical or different, m is zero or 1, n=zero when m=zero and n=zero or 1 when m=1, R 1 , R 2 , R 3 and R 4 are identical or different and denote a hydrogen atom, a C 1 -C 30 -alkyl group, a C 2 -C 10 -alkenyl group, a C 6 -C 10 -aryl group, a C 7 -C 40 -arylalkyl group, a C 7 -C 40 -alkylaryl group, a C 8 -C 40 -arylalkenyl group, a C 1 -C 10 -alkoxy group, a C 6 -C 10 -aryloxy group, a halogenated C 1 -C 20 -alkyl group, a halogenated C 6 -C 10 -aryl group or a halogen atom, or R 1 , R 2 , R 3 and R 4 , together with the atom connecting them, form a ring, R 5 denotes a C 1 -C 8 -alkylene group, a C 6 -C 10 -arylene group, a C 7 -C 40 -aralkylene group, a C 7 -C 40 -alkylarylene group, an --O[Si(CH 3 ) 2 --O] p --group in which p denotes an integer from 1 to 5, or a chalcogen atom, and R 6 and R 7 are identical or different and denote an unsubstituted or substituted indenyl radical, by reacting an indenyl (alkali metal) compound with a dichlorosilyl compound, which comprises introducing a compound of the formula II ##STR7## in which M 1 , M 3 , R 1 , R 2 , R 3 , R 4 , m and n have the abovementioned meanings and X is a halogen atom, in solution or suspension and adding the solution of the compound of the formula III or IV R.sup.6 -M.sup.2 (III), R.sup.7 -M.sup.2 (IV), in which R 6 and R 7 have the abovementioned meaning and M 2 is an alkali metal atom, at a temperature of from -40° to 100° C. over the course of 1 to 100 hours to the solution or suspension of compound II.
Claim 4
Dependent Claim 360 words
A process for the preparation of a bisindenyl derivative of the formula I ##STR6## in which M 1 and M 3 are silicon or germanium wherein M 1 and M 3 can be identical or different, m is zero or 1, n=zero when m=zero and n=zero or 1 when m=1, R 1 , R 2 , R 3 and R 4 are identical or different and denote a hydrogen atom, a C 1 -C 30 -alkyl group, a C 2 -C 10 -alkenyl group, a C 6 -C 10 -aryl group, a C 7 -C 40 -arylalkyl group, a C 7 -C 40 -alkylaryl group, a C 8 -C 40 -arylalkenyl group, a C 1 -C 10 -alkoxy group, a C 6 -C 10 -aryloxy group, a halogenated C 1 -C 20 -alkyl group, a halogenated C 6 -C 10 -aryl group or a halogen atom, or R 1 , R 2 , R 3 and R 4 , together with the atom connecting them, form a ring, R 5 denotes a C 1 -C 8 -alkylene group, a C 6 -C 10 -arylene group, a C 7 -C 40 -aralkylene group, a C 7 -C 40 -alkylarylene group, an --O[Si(CH 3 ) 2 --O] p --group in which p denotes an integer from 1 to 5, or a chalcogen atom, and R 6 and R 7 are identical or different and denote an unsubstituted or substituted indenyl radical, by reacting an indenyl (alkali metal) compound with a dichlorosilyl compound, which comprises introducing a compound of the formula II ##STR7## in which M 1 , M 3 , R 1 , R 2 , R 3 , R 4 , m and n have the abovementioned meanings and X is a halogen atom, in solution or suspension and adding the solution of the compound of the formula III or IV R.sup.6 -M.sup.2 (III), R.sup.7 -M.sup.2 (IV), in which R 6 and R 7 have the abovementioned meaning and M 2 is an alkali metal atom, at a temperature of from -40° to 100° C. over the course of 1 to 100 hours to the solution or suspension of compound II.
Claim 5
Dependent Claim 91 words
The bisindenyl derivative of claim 1, wherein said R 1 , R 2 , R 3 , and R 4 denote a C 1 -C 2 -alkyl group, a C 2 -alkenyl group, a C 6 -aryl group, a C 7 -aryl alkyl, a C 7 -C 9 -alkyl aryl group, a C 8 -arylalkenyl group, a C 1 -C 3 -alkoxy group, a C 6 -aryloxy group, a halogenated C 1 -C 3 -alkyl group, a perfluoroalkyl group, a halogenated C 6 -aryl group, a perfluoroaryl group, or a chlorine.
Claim 6
Dependent Claim 25 words
The bisindenyl derivative of claim 1, wherein said R 1 , R 2 , R 3 , and R 4 form a 4-6 atom ring.
Claim 7
Dependent Claim 25 words
The bisindenyl derivative of claim 1, wherein R 1 , R 2 , R 3 , and R 4 denote methyl, ethyl, phenyl, or vinyl.
Claim 8
Dependent Claim 37 words
The bisindenyl derivative of claim 1 wherein R 5 is a C 2 -alkylene group, a C 6 -arylene group, a C 7 -C 9 -aryl alkylene group, a C 7 -C 9 -alkylarylene group, or oxygen.
Claim 9
Dependent Claim 20 words
The bisindenyl derivative of claim 1, wherein said R 6 and R 7 are identical and are indene or 1-methylidene.
Claim 10
Dependent Claim 9 words
The process of claim 2, wherein X is chlorine.
Claim 11
Dependent Claim 12 words
The process of claim 2, wherein M 2 is potassium or lithium.
Claim 12
Dependent Claim 16 words
The process of claim 2, wherein said reaction temperature ranges from 0° C. to 50° C.
Claim 13
Dependent Claim 15 words
The process of claim 2, wherein said reaction time ranges from 4 to 20 hours.
Claim 14
Dependent Claim 364 words
A process for the preparation of a bisindenyl derivative of the formula I ##STR8## in which M 1 and M 3 are silicon or germanium wherein M 1 and M 3 can be identical or different, m is zero or 1, n=zero when m=zero and n=zero or 1 when m=1, R 1 , R 2 , R 3 and R 4 are identical or different and denote a hydrogen atom, a C 1 -C 30 -alkyl group, a C 2 -C 10 -alkenyl group, a C 6 -C 10 -aryl group, a C 7 -C 40 -arylalkyl group, a C 7 -C 40 -alkylaryl group, a C 8 -C 40 -arylalkenyl group, a C 1 -C 10 -alkoxy group, a C 6 -C 10 -aryloxy group, a halogenated C 1 -C 20 -alkyl group, a halogenated C 6 -C 10 -aryl group or a halogen atom, or R 1 , R 2 , R 3 and R 4 , together with the atom connecting them, form a ring, R 5 denotes a C 1 -C 8 -alkylene group, a C 6 -C 10 -arylene group, a C 7 -C 40 -arylalkylene group, a C 7 -C 40 -alkylarylene group, an --O[Si(CH 3 ) 2 --O] p --group in which p denotes an integer from 1 to 5, or a chalcogen atom, and R 6 and R 7 are identical or different and denote an unsubstituted or substituted indenyl radical, by reacting an indenyl (alkali metal) compound with a compound of formula III or IV, which comprises introducing a compound of the formula II ##STR9## in which M 1 , M 3 , R 1 , R 2 , R 3 , R 4 , m and n have the abovementioned meanings and X is a halogen atom, in solution or suspension and adding the solution of the compound of the formula III or IV R.sup.6 -M.sup.2 (III), R.sup.7 -M.sup.2 (IV), in which R 6 and R 7 have the abovementioned meaning and M 2 is an alkali metal atom, at a temperature of from -40° to 100° C. over the course of 1 to 100 hours to the solution or suspension of compound II.
Claim 15
Dependent Claim 364 words
A process for the preparation of a bisindenyl derivative of the formula I ##STR8## in which M 1 and M 3 are silicon or germanium wherein M 1 and M 3 can be identical or different, m is zero or 1, n=zero when m=zero and n=zero or 1 when m=1, R 1 , R 2 , R 3 and R 4 are identical or different and denote a hydrogen atom, a C 1 -C 30 -alkyl group, a C 2 -C 10 -alkenyl group, a C 6 -C 10 -aryl group, a C 7 -C 40 -arylalkyl group, a C 7 -C 40 -alkylaryl group, a C 8 -C 40 -arylalkenyl group, a C 1 -C 10 -alkoxy group, a C 6 -C 10 -aryloxy group, a halogenated C 1 -C 20 -alkyl group, a halogenated C 6 -C 10 -aryl group or a halogen atom, or R 1 , R 2 , R 3 and R 4 , together with the atom connecting them, form a ring, R 5 denotes a C 1 -C 8 -alkylene group, a C 6 -C 10 -arylene group, a C 7 -C 40 -arylalkylene group, a C 7 -C 40 -alkylarylene group, an --O[Si(CH 3 ) 2 --O] p --group in which p denotes an integer from 1 to 5, or a chalcogen atom, and R 6 and R 7 are identical or different and denote an unsubstituted or substituted indenyl radical, by reacting an indenyl (alkali metal) compound with a compound of formula III or IV, which comprises introducing a compound of the formula II ##STR9## in which M 1 , M 3 , R 1 , R 2 , R 3 , R 4 , m and n have the abovementioned meanings and X is a halogen atom, in solution or suspension and adding the solution of the compound of the formula III or IV R.sup.6 -M.sup.2 (III), R.sup.7 -M.sup.2 (IV), in which R 6 and R 7 have the abovementioned meaning and M 2 is an alkali metal atom, at a temperature of from -40° to 100° C. over the course of 1 to 100 hours to the solution or suspension of compound II.

References Cited (Backward Citations)

US3139448A Cited
US4501702A Cited
EP0129368B1 Cited
US4778908A Cited

USPTO Annuity & Maintenance Windows

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