US4239915A
Expired / Lapsed
US
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Perfluoroalkyl carboxylic acids
Assignee: BASF Corp
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Filing: 1976-12-02
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Granted: 1980-12-16
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Expires: 1996-12-02
Abstract
Abstract Gem-perfluoroalkylthio group containing acids of the formula (Rf-R1-X-2C(R2)-B-(COOH)g and alkyl esters thereof, wherein Rf is a perfluoroalkyl, R1 is alkylene or alkylenethio- or oxy- or imino- alkylene, R2 is hydrogen, alkyl or phenyl, B is a covalent bond, alkylene or alkanetriyl and g is 1 or 2, can be prepared by the addition of a perfluoroalkylthiol to aldehydo or keto acids or esters. The compounds are useful as surface active agents, as intermediates to fluorochemical chromium complexes with low surface energies, or as oil and water repellents for textiles.
Inventors
- 👤 Robert A. Falk
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 13:14
CPC Classifications
A; A61; A61Q; A61Q19/00; A01; A01N; A01N25/00; A01N25/30; A61K; A61K47/00; A61K47/06; A61K47/08; A61K47/12; A61K47/20; A61K8/00; A61K8/18; A61K8/30; A61K8/69; A61K8/70; A62; A62D; A62D1/00; C; C07; C07C; C07C317/00; C07C317/44; C07C323/00; C07C323/23; C07C323/24; C07C323/25; C07C323/50; C07C323/51; C07C323/52; C07C323/56; C09; C09D; C09D11/00; C09D11/02; C09D11/03; C09K; C09K8/00; C09K8/58; C09K8/584; C11; C11D; C11D1/00; C11D1/004; G; G03; G03C; G03C1/00; G03C1/005; G03C1/06; G03C1/34; G03C1/38; G03C1/385; G03C11/00; G03C11/06; G03C5/00; G03C5/26; G03C5/29; G03C5/305; G03C5/3053; A61Q17/00; A61Q5/00; A61Q5/02; B; B41; B41N; B41N1/00; B41N1/003
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
132 words
A perfluoroalkyl acid for the formula ##STR9## wherein R f is perfluoroalkyl of 1 to 18 carbon atoms, or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms; R 1 is branched or straight 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 nitrogen atom contains as a third substituent, hydrogen or alkyl of 1 to 6 carbon atoms; X is --S--, --SO-- or --SO 2 --; R 2 is hydrogen, straight or branched alkyl of 1 to 6 carbon atoms, phenyl, alkyl substituted phenyl of up to 18 carbon atoms or --B--COOH; and B is a covalent bond or alkylene of up to 18 carbon atoms.
Claim 2
Dependent Claim
132 words
A perfluoroalkyl acid for the formula ##STR9## wherein R f is perfluoroalkyl of 1 to 18 carbon atoms, or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms; R 1 is branched or straight 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 nitrogen atom contains as a third substituent, hydrogen or alkyl of 1 to 6 carbon atoms; X is --S--, --SO-- or --SO 2 --; R 2 is hydrogen, straight or branched alkyl of 1 to 6 carbon atoms, phenyl, alkyl substituted phenyl of up to 18 carbon atoms or --B--COOH; and B is a covalent bond or alkylene of up to 18 carbon atoms.
Claim 3
Dependent Claim
87 words
A compound of claim 1 wherein R f is perfluoroalkyl of 6 to 12 carbon atoms or said perfluoroalkyl substituted by a perfluoroalkoxy. R 1 is branched or straight chain alkylene of 2 to 8 carbon atoms, alkylenethioalkylene of 2 to 8 carbon atoms, alkylenoxyalkylene of 2 to 8 carbon atoms or alkyleneiminoalkylene of 2 to 8 carbon atoms where the nitrogen atom contains hydrogen or methyl as a third substituent; B is a covalent bond or an alkylene bridging group with 1 to 18 carbon atoms.
Claim 4
Dependent Claim
47 words
A compound of claim 1 wherein R f is perfluoroalkyl of 6 to 12 carbon atoms, R 1 is alkylene of 2 to 4 carbon atoms, R 2 is hydrogen or lower alkyl and B is a covalent bond or alkylene of 1 to 3 carbon atoms.
Claim 5
Dependent Claim
33 words
A compound of claim 3 having the formula (R.sub.f CH.sub.2 CH.sub.2 S).sub.2 C(CH.sub.3)--CH.sub.2 CH.sub.2 COOH wherein R f is perfluoroalkyl of 6 to 12 carbon atoms or perfluoroalkoxyperfluoroalkyl of 5 to 15 carbons.
Claim 6
Dependent Claim
26 words
A compound of claim 4 wherein R f is (CF 3 ) 2 CFO(CF 2 CF 2 ) y -- and y is 1 to 6.
Claim 7
Dependent Claim
44 words
A compound of claim 3 having the formula (R.sub.f CH.sub.2 CH.sub.2 S).sub.2 C(CH.sub.3)COOH wherein R f is perfluoroalkoxyperfluoroalkyl of 4 to 12 carbons atoms or (CF 3 ) 2 CFO(CF 2 CF 2 ) y --where y is an integer from 1 to 6.
Claim 8
Dependent Claim
9 words
The compound of claim 1 which is 4,4-Bis(1,1,2,2-tetrahydroperfluoroctylthio)pentanoic acid.
Claim 9
Dependent Claim
9 words
The compound of claim 1 which is 4,4-Bis(1,1,2,2-tetrahydroperfluorodecylthio)pentanoic acid.
Claim 10
Dependent Claim
9 words
The Compound of claim 1 which is 4,4-Bis(1,1,2,2-tetrahydroperfluoroalkylthio)pentanoic acid.
Claim 11
Dependent Claim
9 words
The compound of claim 1 which is 2,2-Bis(1,1,2,2-tetrahydroperfluorodecylthio)propanoic acid.
Claim 12
Dependent Claim
9 words
The compound of claim 1 which is 4,4-Bis(1,1,2,2-tetrahydroperfluorooctylthio)heptanedioc acid.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-12-16 | 1984-06-16 | 1984-12-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-12-16 | 1988-06-16 | 1988-12-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-12-16 | 1992-06-16 | 1992-12-16 | $7700.00 | Window Closed / Lapsed |