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US 6,482,979 B1Granted
Perfluorinated acid fluorides and preparation thereof
AssigneesDyneon LLC, 3M Innovative Properties Company
InventorsKlaus Hintzer, Zai-Ming Qiu, George G. I. Moore, Werner Schwertfeger, Jay F. Schulz, Allan T. Worm, Christopher L. Gross
Life of this patent
Estimating the term…
Abstract
A method for the preparation of a perfluorinated acid fluoride (especially 3-alkoxy propionic acid fluoride) is provided. The method results in high yields of the acid fluoride.
Claims22
A method of making a perfluorinated acid fluoride having the formula
- RfOCF2CF2COF (1)
- wherein Rf is a perfluoroaliphatic group having from 1 to 20 carbon atoms, comprising the steps of
- (a) providing a partially fluorinated, hydrogen-containing starting material of the formula selected from
- R—O—CF2CF2COZ (2)
- wherein R is a monovalent hydrogen-containing aliphatic group that may contain one or more oxygen atoms and that has from 1 to 20 carbon atoms and Z is selected from —OH, a halogen, a monovalent, hydrogen-containing linear or branched alkyl or alkoxy group from 1 to 20 carbon atoms, and an acyloxy radical selected from RCOO— or ROCF2CF2COO—;
- and
- (b) fluorinating the starting material by contacting the starting material with a fluorinating agent under conditions sufficient to replace the hydrogen atoms on the starting material with fluorine;
- and
- (c) optionally converting the product of step b) to the perfluorinated acid fluoride.
6 more elements
A method of making a perfluorinated acid fluoride having the formula
- RfOCF2CF2COF (1)
- wherein Rf is an aliphatic group having from 1 to 20 carbon atoms comprising the steps of
- (a) providing a partially fluorinated, hydrogen-containing starting material of the formula
- R—O—CF2CF2COZ (2)
- wherein R is a monovalent hydrogen-containing aliphatic group having from 1 to 20 carbon atoms that may contain one or more oxygen atoms, and Z is selected from —OH, a halogen, a monovalent, hydrogen-containing linear or branched alkyl or alkoxy group containing from 1 to 20 carbon atoms, and an acyloxy radical selected from RCOO— or ROCF2CF2COO—;
- and
- (b) combining the starting material and an unfluorinated coreactant in a suitable vessel;
- (c) fluorinating the starting material in the combination from step (b) by direct fluorination;
- and
- (d) converting the fluorinated product of step (c) to the perfluorinated acid fluoride.
7 more elements
The method of claim 18 wherein the combination of step (b) comprises from at least 10% by weight of the unfluorinated coreactant.
Dependencies are inferred from the claim text.