EP0332601A1
Expired / Lapsed
EP
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Novel perfluorinated polyethers and process for their preparation
Assignee: Monsanto Co
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Filing: 1989-01-27
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Granted: —
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Expires: 2009-01-27
Abstract
Abstract Perfluorinated polyethers having the formula R f O-(CF₂CF₂O) n -R′ f wherein n is an integer of 1-11 and each of R f and R′ f is a perfluorinated C₁-C₅-alkyl radical, dimers of such polyethers and carbon to carbon intramolecularly coupled cyclic derivatives of such polyethers are produced by direct fluorination of the polyethers in an inert solvent. Compositions of the perfluorinated polyethers and their derivatives are useful as functional fluids.
Inventors
- 👤 Frank Ronald Feher
- 👤 Paul Wayne Foerst
- 👤 Paul Ho Liu
- 👤 Dennis Jerome Kalota
- 👤 John Stead Mcconaghy, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-08 14:45
CPC Classifications
C; C07; C07C; C07C43/00; C07C43/02; C07C43/03; C07C43/04; C07C43/12; C07C43/126; C07C41/00; C07C41/01; C07C41/18; C07C41/22
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
89 words
A method of preparing a perfluoropolyether of the fomula R f O-(CF₂CF₂O) n -R′ f wherein n is an integer of 1-11 and each of R f and R′ f is independently selected from perfluorinated C₁-C₅ alkyl radicals, comprising the steps of reacting fluorine gas with a polyether dissolved in an inert solvent, said polyether having the formula RO-(CH₂CH₂O) n -R′ wherein n is an integer of 1-11 and each of R and R′ is independently selected from C₁-C₅ alkyl radicals, and separating the thus-produced perfluoropolyether from the solvent.
Claim 2
Independent Claim
89 words
A method of preparing a perfluoropolyether of the fomula R f O-(CF₂CF₂O) n -R′ f wherein n is an integer of 1-11 and each of R f and R′ f is independently selected from perfluorinated C₁-C₅ alkyl radicals, comprising the steps of reacting fluorine gas with a polyether dissolved in an inert solvent, said polyether having the formula RO-(CH₂CH₂O) n -R′ wherein n is an integer of 1-11 and each of R and R′ is independently selected from C₁-C₅ alkyl radicals, and separating the thus-produced perfluoropolyether from the solvent.
Claim 3
Dependent Claim
21 words
A method of Claim 1, wherein the reaction is performed in a containment area provided by a corrosion-resistant Ni-Mo-Cr metal alloy.
Claim 4
Dependent Claim
20 words
A method of either Claim 1 or Claim 2, wherein both R f and R′ f radicals are perfluoromethyl radicals.
Claim 5
Dependent Claim
7 words
A method of Claim 3, wherein n=7.
Claim 6
Independent Claim
14 words
A method of any of the preceding claims, wherein the inert solvent is 1,1,2-trichloro-1,2,2-trifluoroethane.
Claim 7
Independent Claim
24 words
A method of any of the preceding claims wherein the fluorination of the polyether takes place in the presence of a hydrogen fluoride scavenger.
Claim 8
Dependent Claim
13 words
A method of Claim 6, wherein the scavenger is an alkali metal fluoride.
Claim 9
Dependent Claim
14 words
A method of Claim 7, wherein the scavenger is sodium fluoride or potassium fluoride.
Claim 10
Dependent Claim
119 words
A method of any of the preceding claims for preparing perfluoropolyethers as defined in Claim 1, dimers thereof and carbon to carbon intramolecularly coupled cyclic derivatives thereof, comprising the steps of a) dissolving in an inert solvent a polyether as defined in Claim 1; b) vigorously agitating the resulting polyether-containing solution; c) bringing fluorine gas into reactive contact with the agitated solution to fluorinate directly the said polyether to produce a mixture of perfluorinated polyethers, dimers thereof and carbon to carbon intramolecularly coupled cyclic derivatives thereof; and d) separating the solvent from the reaction mixture to produce an oil comprising at least one of perfluorinated polyethers, dimers thereof, carbon to carbon intramolecularly coupled cyclic derivatives thereof, and mixtures thereof.
Claim 11
Dependent Claim
26 words
A method of Claim 9, wherein the fluorine is introduced in the form of fine bubbles having a size less than about 10 microns in diameter.
Claim 12
Dependent Claim
128 words
A method of any of Claims 1 to 8 for preparing a perfluoropolyether as defined in Claim 1, comprising: vigorously agitating the polyether containing solution in the virtual absence of elemental oxygen; bringing fluorine gas into reactive contact with the agitated solution to fluorinate directly the said polyether to produce a mixture of substantially fluorinated polyether and dimers thereof; removing the solvent from the resulting reaction mixture to produce an oil comprising substantially fluorinated polyether and dimers thereof; contacting the resulting oil with fluorine gas at a temperature and under a pressure significantly high to replace hydrogens remaining in the substantially fluorinated polyether and dimers with fluorines and eliminating acyl fluoride terminal groups of the polyether and dimers, and separating and purifying the perfluorinated polyether from its dimers.
Claim 13
Dependent Claim
37 words
A process of Claim 11, wherein the perfluorinated polyether and dimers are contacted with fluorine to eliminate acyl fluoride terminal groups of the perfluorinated polyether and dimers before separating and purifying the perfluorinated polyether from its dimers.
Claim 14
Dependent Claim
1 words
Perfluoroheptaglyme.
Claim 15
Dependent Claim
1 words
Perfluoroheptaglyme.
Claim 16
Dependent Claim
2 words
Perfluoroheptaglyme dimer.
Claim 17
Dependent Claim
2 words
Perfluoroheptaglyme dimer.
Claim 18
Dependent Claim
10 words
A mixture of the compounds of perfluoroheptaglyme and perfluoroheptaglyme dimer.
Claim 19
Dependent Claim
10 words
A mixture of the compounds of perfluoroheptaglyme and perfluoroheptaglyme dimer.
Claim 20
Dependent Claim
15 words
The mixture of Claim 15, of about 70% perfluoroheptaglyme and about 30% dimers of perfluoroheptaglyme.
Claim 21
Dependent Claim
72 words
A composition comprising an inert solvent having dissolved therein a perfluoropolyether selected from the group consisting of linear perfluoropolyethers and having the formula R f O-(CF₂CF₂O) n -R f wherein n is an integer from 1-11 and each of R f and R′ f is independently selected from the group of perfluorinated C₁-C₅ alkyl radicals, dimers of the linear perfluoropolyether and carbon to carbon intramolecularly coupled cyclic derivatives of the linear perfluoropolyether.
Claim 22
Dependent Claim
72 words
A composition comprising an inert solvent having dissolved therein a perfluoropolyether selected from the group consisting of linear perfluoropolyethers and having the formula R f O-(CF₂CF₂O) n -R f wherein n is an integer from 1-11 and each of R f and R′ f is independently selected from the group of perfluorinated C₁-C₅ alkyl radicals, dimers of the linear perfluoropolyether and carbon to carbon intramolecularly coupled cyclic derivatives of the linear perfluoropolyether.
Claim 23
Dependent Claim
12 words
A composition of Claim 17, wherein both R f radicals are perfluoromethyl.
Claim 24
Dependent Claim
11 words
A composition of either Claim 17 or Claim 18, wherein n=7.
Claim 25
Dependent Claim
15 words
A composition of any of Claims 17 to 19, wherein the inert solvent is 1,1,2-trichloro-1,2,2-trifluoroethane.
References Cited (Backward Citations)
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