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Perfluoroalkylthio norbornane compounds

Assignee: Novartis Corp
•
Filing: 1976-11-01
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Granted: 1978-04-04
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Expires: 1996-11-01
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Abstract

Abstract The compounds disclosed are of the formula ##STR1## and the anhydrides thereof WHEREIN R f is a perfluoroalkyl group, R' is a divalent group of alkylene, ether, thioether or a sec.amine, Y is oxygen, sulfur or an amine, and R is hydrogen or alkyl. R 3 is hydrogen or methyl These compounds can be prepared by a free radical catalyzed addition of a polyfluoroalkylthiol to a 5-norbornene diacid or its derivative. They are useful in preparing surfactants when reacted with an amine.

Inventors

  • 👤 Neal O. Brace

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 17:15
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/77; C07D307/93; C07C; C07C323/00; C07C327/00; C07C2602/00; C07C2602/36; C07C2602/42; Y; Y10; Y10S; Y10S516/00; Y10S516/01

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 120 words
A compound having the formula ##STR16## and an isomeric mixture thereof, wherein X is the group >NR, Y is the group >NR, R is independently hydrogen or alkyl of 1 to 24 carbons R' is a divalent radical of the formula --C n H 2n --, --C n H 2n --S--C n H 2n ,--C n H 2n --O--C n H 2n -- or ##STR17## where n is 1 to 12 and R 2 is hydrogen or alkyl of 1 to 6 carbon atoms, R f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by a perfluoroalkoxy group of 2 to 6 carbon atoms, and R 3 is hydrogen or methyl.
Claim 2
Dependent Claim 120 words
A compound having the formula ##STR16## and an isomeric mixture thereof, wherein X is the group >NR, Y is the group >NR, R is independently hydrogen or alkyl of 1 to 24 carbons R' is a divalent radical of the formula --C n H 2n --, --C n H 2n --S--C n H 2n ,--C n H 2n --O--C n H 2n -- or ##STR17## where n is 1 to 12 and R 2 is hydrogen or alkyl of 1 to 6 carbon atoms, R f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by a perfluoroalkoxy group of 2 to 6 carbon atoms, and R 3 is hydrogen or methyl.
Claim 3
Dependent Claim 17 words
A compound of claim 1 of formula II where Y is >NR and an isomeric mixture thereof.
Claim 4
Dependent Claim 13 words
A compound of claim 1 wherein R' is --C n H 2n .
Claim 5
Dependent Claim 29 words
A compound of claim 3 wherein R f is a perfluoroalkyl group of 6 to 12 carbon atoms or a mixture of such groups and R 3 is hydrogen.
Claim 6
Dependent Claim 11 words
A compound of claim 1 which is exo-5-(1,1,2,2-tetrahydroperfluorodecylthio)-endo,endo-2,3-norbornane dicarboxylic acid bis-N,N-diethylamide.
Claim 7
Dependent Claim 11 words
A compound of claim 1 which is exo-5-(1,1,2,2-tetrahydroperfluoroalkylthio)-endo,endo-2,3-norbornane dicarboxylic acid bis-N,N-diethylamide.
Claim 8
Dependent Claim 11 words
A compound of claim 1 which is exo-5-(1,1,2,2-tetrahydroperfluoroalkylthio)-exo,endo-2,3-norbornane dicarboxylic acid bis-N,N-diethylamide.

References Cited (Backward Citations)

US3896147A Cited
US3896146A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-04-03 1981-10-03 1982-04-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-04-03 1985-10-03 1986-04-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-04-03 1989-10-03 1990-04-04 $7700.00 Window Closed / Lapsed

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