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US4266080A Expired / Lapsed US ⏱️ 0.0 years remaining

Perfluoroalkylthioethyl ether derivatives

Assignee: Novartis Corp
•
Filing: 1978-02-02
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Granted: 1981-05-05
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Expires: 1998-02-02
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Abstract

Abstract Perfluoroalkyl compounds containing ether groups have the formula RfR1SCH2CH2O T Z wherein Rf is a perfluoroalkyl, R1 is alkylene or alkyleneoxy or aminoalkylene, T is alkylene, and Z is hydrogen; hydroxy; NR3R4, where R3 and R4 each is alkyl or together with nitrogen form a heterocyclic ring; N+R3R4(R5)Xz-y, where R5 is hydrogen, oxide, alkyl, or substituted alkyl, X is an anion, and y is 1 or 2; z is 0 or 1 or is -OCH2CH2SR1Rf; can be prepared directly by free-radical catalyzed addition of a perfluoroalkylthiol to a vinyl ether or subsequent reaction. These compounds are useful as surfactants and oil spill collecting agents.

Inventors

  • 👤 Robert A. Falk
  • 👤 Karl F. Mueller

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 23:39
CPC Classifications
C; C11; C11D; C11D1/00; C11D1/004; C07; C07C; C07C323/00; Y; Y10; Y10S; Y10S516/00; Y10S516/01; Y10S516/02

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 140 words
A perfluoroalkylthioethylether of the formula R.sub.f R.sub.1 SCH.sub.2 CH.sub.2 OTZ wherein R f is straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms, or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms; R 1 is straight or branched chain alkylene of 1 to 12 carbon atoms, alkylenethioalkylene of 2 to 12 carbon atoms, alkyleneoxyalkylene of 2 to 12 carbon atoms, or alkyleneiminoalkylene of 2 to 12 carbon atoms where the imino nitrogen atom contains as a third substituent hydrogen or alkyl of 1 to 6 carbon atoms; T is straight or branched chain alkylene of 1 to 18 carbon atoms or phenylene; and Z is --H or --OR 2 where R 2 is hydrogen, alkyl of 1 to 24 carbon atoms, alkanoyl of 2 to 24 carbon atoms, alkenoyl of 3 to 24 carbon atoms.
Claim 2
Dependent Claim 140 words
A perfluoroalkylthioethylether of the formula R.sub.f R.sub.1 SCH.sub.2 CH.sub.2 OTZ wherein R f is straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms, or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms; R 1 is straight or branched chain alkylene of 1 to 12 carbon atoms, alkylenethioalkylene of 2 to 12 carbon atoms, alkyleneoxyalkylene of 2 to 12 carbon atoms, or alkyleneiminoalkylene of 2 to 12 carbon atoms where the imino nitrogen atom contains as a third substituent hydrogen or alkyl of 1 to 6 carbon atoms; T is straight or branched chain alkylene of 1 to 18 carbon atoms or phenylene; and Z is --H or --OR 2 where R 2 is hydrogen, alkyl of 1 to 24 carbon atoms, alkanoyl of 2 to 24 carbon atoms, alkenoyl of 3 to 24 carbon atoms.
Claim 3
Dependent Claim 103 words
A compound according to claim 1, wherein R f is perfluoroalkyl of 6 to 12 carbon atoms, R 1 is alkylene of 2 to 8 carbon atoms, alkylenethioalkylene of 2 to 8 carbon atoms, alkyleneoxyalkylene of 2 to 8 carbon atoms or alkyleneiminoalkylene of 2 to 8 carbon atoms wherein the imino nitrogen contains hydrogen or methyl as the third substituent; T is alkylene of 2 to 18 carbon atoms; and Z is H or --OR 2 where R 2 is hydrogen, alkyl of 1 to 18 carbon atoms, alkanoyl of 2 to 24 carbon atoms, alkenoyl of 3 to 24 carbon atoms.
Claim 4
Dependent Claim 53 words
A compound according to claim 1, wherein R f is perfluoroalkyl of 6 to 12 carbon atoms; R 1 is alkylene of 2 to 4 carbon atoms; T is alkylene of 2 to 12 carbon atoms; and Z is --OR 2 wherein R 2 is hydrogen or alkyl of 1 to 12 carbons.
Claim 5
Dependent Claim 36 words
A compound according to claim 1 of the formula R.sub.f CH.sub.2 CH.sub.2 SCH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 OH wherein R f is perfluoroalkyl of 6 to 12 carbon atoms, or perfluoroalkoxyperfluoroalkyl of 4 to 12 carbon atoms.
Claim 6
Dependent Claim 10 words
A compound according to claim 1 wherein Z is --H.
Claim 7
Dependent Claim 12 words
A compound according to claim 1, wherein Z is --OR 2 .
Claim 8
Dependent Claim 10 words
A compound according to claim 2, wherein Z is --H.
Claim 9
Dependent Claim 12 words
A compound according to claim 2, wherein Z is --OR 2 .

References Cited (Backward Citations)

US3935277A Cited
US4001305A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-05-04 1984-11-03 1985-05-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-05-04 1988-11-03 1989-05-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-05-04 1992-11-03 1993-05-05 $7700.00 Window Closed / Lapsed

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