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Preparation of cyclopentadiene derivatives

Assignee: Albemarle Corp
•
Filing: 1992-12-07
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Granted: 1993-10-19
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Expires: 2012-12-07
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Abstract

Abstract The process for preparing a compound of the formula: Cp'YNHR wherein: Cp' is a cyclopentadienyl or a substituted cyclopentadienyl group, Y is a covalent bridging group which contains one or more group 14 elements, and R is a C 1 to C 20 hydrocarbyl or substituted hydrocarbyl group, the process comprising reacting a ligand of the formula Cp'YX, wherein Cp' and Y are as defined above and X is halogen, with a substantially equimolar amount of a primary amine of the formula NH 2 R, wherein R is as defined above, in an inert solvent in the presence of a HX scavenger at an elevated temperature of at least about 35° C., so as to form said compound.

Inventors

  • 👤 Jamie R. Strickler
  • 👤 John M. Power
  • 👤 Meng-Sheng Ao

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 06:31
CPC Classifications
C; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/10; C07C; C07C209/00; C07C209/04; C07C209/06; C07C209/08; C07F17/00; C07C2601/00; C07C2601/06; C07C2601/10; C07C2601/18; C07C2601/20

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 123 words
A process for preparing a compound of the formula: Cp'YNHR wherein: Cp' is a cyclopentadienyl or a substituted cyclopentadienyl group, Y is a covalent bridging group which contains one or more group 14 elements, and R is a C 1 to C 20 hydrocarbyl or substituted hydrocarbyl group; said process comprising reacting a ligand of the formula: Cp'YX wherein Cp' and Y are as defined above and X is halogen; with from about 0.9 to 1.1 mol per mole of said ligand of a primary amine of the formula: NH.sub.2 wherein R is as defined above; in an inert solvent in the presence of a HX scavenger at an elevated temperature of at least about 35° C. so as to form said compound.
Claim 2
Dependent Claim 123 words
A process for preparing a compound of the formula: Cp'YNHR wherein: Cp' is a cyclopentadienyl or a substituted cyclopentadienyl group, Y is a covalent bridging group which contains one or more group 14 elements, and R is a C 1 to C 20 hydrocarbyl or substituted hydrocarbyl group; said process comprising reacting a ligand of the formula: Cp'YX wherein Cp' and Y are as defined above and X is halogen; with from about 0.9 to 1.1 mol per mole of said ligand of a primary amine of the formula: NH.sub.2 wherein R is as defined above; in an inert solvent in the presence of a HX scavenger at an elevated temperature of at least about 35° C. so as to form said compound.
Claim 3
Dependent Claim 30 words
The process of claim 1 wherein said HX scavenger is a tertiary amine which is present in an amount of from about 1.1 to 25 moles per mole of ligand.
Claim 4
Dependent Claim 19 words
The process of claim 2 wherein R is a C 5 to C 20 hydrocarbyl or substituted hydrocarbyl group.
Claim 5
Dependent Claim 16 words
The process of claim 2 wherein R is a C 10 to C 20 hydrocarbyl group.
Claim 6
Dependent Claim 15 words
The process of claim 2 wherein said temperature is from about 40° to 100° C.
Claim 7
Dependent Claim 14 words
The process of claim 2 wherein said temperature om about 50° to 70° C.
Claim 8
Dependent Claim 9 words
The process of claim 1 wherein X is chloride.
Claim 9
Dependent Claim 9 words
The process of claim 2 wherein X is chloride.
Claim 10
Dependent Claim 29 words
The process of claim 2 wherein said solvent is present in an amount of from about 50 to 90 weight percent based on the total weight of reaction mixture.
Claim 11
Dependent Claim 32 words
The process of claim 2 wherein R is a C 10 to C 20 hydrocarbyl or substituted hydrocarbyl group, said temperature is from about 4° to 100° C., and X is chloride.
Claim 12
Dependent Claim 15 words
The process of claim 10 wherein said temperature if from about 50° to 70° C.
Claim 13
Dependent Claim 33 words
The process of claim 2 wherein CpYX is C 5 Me 4 H)SiMe 2 Cl, NH 2 R is cyclododecylamine, and said product is C 5 MeH)SiMe 2 (NHC 12 H 23 ).
Claim 14
Dependent Claim 10 words
The process of claim 12 wherein said scavenger is triethylamine.

References Cited (Backward Citations)

US4293687A Cited
US4673759A Cited
US4999443A Cited
EP0416815A2 Cited
US5189192A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1996-10-18 1997-04-19 1997-10-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2000-10-18 2001-04-19 2001-10-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2004-10-18 2005-04-19 2005-10-19 $7700.00 Window Closed / Lapsed

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