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Fluorinated sulfonic acids and derivatives thereof

Assignee: Novartis Corp
•
Filing: 1975-12-19
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Granted: 1977-03-29
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Expires: 1995-12-19
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Abstract

Abstract The invention is directed to fluorinated alkylamido sulfonic acids and salts of the formula ##STR1## where R f is straigt or branched chain perfluoroalkyl of 1 to 18 carbon atoms or perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms, R 1 is hydrogen or lower alkyl and each of R 2 , R 4 and R 5 is individually hydrogen or a hydrocarbon radical, and R 6 is alkylene, alkylenethioalkylene, alkyleneoxyalkylene or alkyleneiminoalkylene with a secondary or tertiary nitrogen atom. R 3 is hydrogen, alkyl, aryl or pyridyl, M is hydrogen, a monovalent alkali metal, an alkaline earth metal, an organic base or ammonium, and n is an integer corresponding to the valency of M. Said compounds are prepared by a base catalyzed addition reaction of the thiol, R f -R 6 SH, to an alkyenylamido sulfonic acid salt. The compounds are useful as surfactants and as levelling agents in floor polish formulations.

Inventors

  • 👤 Robert Ernest Arthur Dear
  • 👤 Eduard Karl Kleiner

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 20:10
CPC Classifications
C; C07; C07C; C07C309/00; C07C309/01; C07C309/02; C07C309/03; C07C309/17; C07C303/00; C07C303/02; C07C303/22; C07C309/07; C07C309/09; C07C309/10; C07C309/13; C07C309/14; C07C309/15; C07C309/20

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 108 words
A compound of the formula ##STR6## wherein R f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbons, R 1 is hydrogen or lower alkyl, R 2 , r 4 and R 5 are independently hydrogen or alkyl group of 1 to 12 carbons, R 3 is hydrogen or alkyl of 1 to 12 carbons, R 6 is a straight or branched chain alkylene of 1 to 12 carbons, and M is hydrogen, a monovalent alkali metal or an alkaline earth metal, and n is an integer corresponding to the valency of M.
Claim 2
Dependent Claim 108 words
A compound of the formula ##STR6## wherein R f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbons, R 1 is hydrogen or lower alkyl, R 2 , r 4 and R 5 are independently hydrogen or alkyl group of 1 to 12 carbons, R 3 is hydrogen or alkyl of 1 to 12 carbons, R 6 is a straight or branched chain alkylene of 1 to 12 carbons, and M is hydrogen, a monovalent alkali metal or an alkaline earth metal, and n is an integer corresponding to the valency of M.
Claim 3
Dependent Claim 39 words
A compound of claim 1 wherein R 1 , R 4 and R 5 are hydrogen, R 2 and R 3 are methyl, R 6 is straight or branched chain alkylene and M is hydrogen, sodium, potassium, or magnesium.
Claim 4
Dependent Claim 11 words
The compound of claim 1 which is 2-methyl-2-(3-[1,1,2,2-tetrahydroperfluorooctylthio]propionamide)-1-propanesulfonic acid, sodium salt.
Claim 5
Dependent Claim 11 words
The compound of claim 1 which is 2-methyl-2-(3-[1,1,2,2-tetrahydroperfluorooctylthio]propionamide)-1-propanesulfonic acid, potassium salt.
Claim 6
Dependent Claim 14 words
A compound of claim 2 which is in the form of a free acid.
Claim 7
Dependent Claim 36 words
Compounds of claim 1 which are a mixture of 2-methyl-2-(3-[1,1,2,2-tetrahydroperfluoroalkylthio]propionamide)-1-propane-sulfonic acid, sodium salts, wherein the perfluoroalkyl moiety is a mixture of C 6 F 13 , C 8 F 17 and C 10 F 21 .
Claim 8
Dependent Claim 13 words
A compound of claim 1 which is a magnesium salt of 2-methyl-2-(3-[1,1,2,2-tetrahydroperfluorooctylthio]propionamide)-1-propanesulfonic acid.
Claim 9
Dependent Claim 16 words
A compound of claim 1 which is a sodium, potassium or magnesium salt of 2-methyl-2-(3-[1,1,2,2-tetrahydroperfluorododecylthio]propionamide)-1-propanesulfonic acid.
Claim 10
Dependent Claim 17 words
A compound of claim 1 which is a sodium, potassium or magnesium salt of 2-methyl-2-(3-[1,1,2,2-tetrahydroperfluorodecylthio] propionamide)-1-propanesulfonic acid.

References Cited (Backward Citations)

US3235549A Cited
US3544597A Cited
US3798265A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-03-28 1980-09-27 1981-03-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-03-28 1984-09-27 1985-03-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-03-28 1988-09-27 1989-03-29 $7700.00 Window Closed / Lapsed

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