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US4729856A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the preparation of 2-perfluoropropoxy-perfluoropropionyl fluoride

Assignee: Syensqo Specialty Polymers Italy SpA
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Filing: 1986-05-20
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Granted: 1988-03-08
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Expires: 2006-05-20
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Abstract

Abstract Process for the preparation of 2-perfluoropropoxy-perfluoropropionyl fluoride by dimerization of hexafluoropropene epoxide in aprotic polar medium, in the presence of N,N,N',N'-tetrasubstituted diaminodifluoromethane as catalyst, characterized in that the dimerization reaction is carried out in the presence of a co-catalyst constituted by a nitrogenous organic base having structure of aniline, or of pyridine, or of a derivative thereof, wherein the nitrogen atom is not linked to hydrogen atoms and, in the case of the pyridine-type structure, it is sterically hindered by substituent groups on ortho-position relatively to it.

Inventors

  • 👤 Giorgio Bornengo
  • 👤 Filippo M. Carlini
  • 👤 Michele Pontevivo
  • 👤 Giorgio Guglielmo

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 19:25
CPC Classifications
C; C07; C07C; C07C51/00; C07C51/58

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 222 words
Process for the preparation of 2-perfluoropropoxyperfluoropropionyl fluoride by dimerization of perfluoropropene epoxide in an aprotic polar solvent selected from the group consisting of ethers, nitriles and dimethylformamide, at temperatures comprised within the range of from -50° C. to +50° C., in the presence of a catalyst comprising an N,N,N',N'-tetrasubstituted diaminodifluoromethane and a co-catalyst comprised within the following formulae: ##STR6## wherein R 5 , R 6 , R 7 , R 8 , and R 9 , equal to or different from each other, are a hydrocarbon radical containing from 1 to 8 carbon atoms, which can either contain or not contain a substituent group inert towards the reactants under the reaction conditons; R 7 can be also H; R 7 and R 8 can furthermore be linked to each other to form a second ring of 5 or 6 carbon atoms and which can either aliphatic or aromatic; X 1 , X 2 , X 3 , X 4 , and X 5 , equal to or different from each other, can be H, halogen or a hydrocarbon radical of from 1 to 8 carbon atoms, which can either contain or not contain a substituent group inert towards the reactants under the reaction conditions, said co-catalyst being used in amounts comprised within the range of from 0.001 to 10 mol/perfluoropropene epoxide mol.
Claim 2
Dependent Claim 222 words
Process for the preparation of 2-perfluoropropoxyperfluoropropionyl fluoride by dimerization of perfluoropropene epoxide in an aprotic polar solvent selected from the group consisting of ethers, nitriles and dimethylformamide, at temperatures comprised within the range of from -50° C. to +50° C., in the presence of a catalyst comprising an N,N,N',N'-tetrasubstituted diaminodifluoromethane and a co-catalyst comprised within the following formulae: ##STR6## wherein R 5 , R 6 , R 7 , R 8 , and R 9 , equal to or different from each other, are a hydrocarbon radical containing from 1 to 8 carbon atoms, which can either contain or not contain a substituent group inert towards the reactants under the reaction conditons; R 7 can be also H; R 7 and R 8 can furthermore be linked to each other to form a second ring of 5 or 6 carbon atoms and which can either aliphatic or aromatic; X 1 , X 2 , X 3 , X 4 , and X 5 , equal to or different from each other, can be H, halogen or a hydrocarbon radical of from 1 to 8 carbon atoms, which can either contain or not contain a substituent group inert towards the reactants under the reaction conditions, said co-catalyst being used in amounts comprised within the range of from 0.001 to 10 mol/perfluoropropene epoxide mol.
Claim 3
Dependent Claim 24 words
Process according to claim 1, wherein said co-catalyst is used in amounts comprised within the range of from 0.01 to 0.5 mol/perfluoropropene epoxide mol.
Claim 4
Dependent Claim 20 words
Process according to claim 1, wherein the co-catalyst/catalyst molar ratio is comprised within the range of from 5:1 to 5:1.5.
Claim 5
Dependent Claim 20 words
Process according to claim 1, carried out at temperatures comprised within the range of from -40° C. to +20° C.
Claim 6
Dependent Claim 26 words
Process according to claim 1, wherein the solvent is used in amounts comprised within the range of from 10 to 200 ml/100 g of perfluoropropene epoxide.

References Cited (Backward Citations)

CA725740A Cited
US4118421A Cited
US4390720A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-03-08 1991-09-07 1992-03-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-03-08 1995-09-07 1996-03-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-03-08 1999-09-07 2000-03-08 $7700.00 Window Closed / Lapsed

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