US3935277A
Expired / Lapsed
US
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New Rf -glycols containing two perfluoroalkylthio groups and useful compositions therefrom
Assignee: Novartis Corp
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Filing: 1974-02-04
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Granted: 1976-01-27
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Expires: 1994-02-04
Abstract
Abstract Perfluoroalkylthio glycols and esters thereof can be prepared by the free-radical catalyzed addition of a perfluoroalkylthiol to an acetylenic alcohol or ester thereof. The compounds obtained are useful intermediates for the synthesis of fluorochemicals with low free surface energies having oil and water repellent properties. In one embodiment, a perfluoroalkylthio glycol can be reacted with a diisocyanate to obtain a polyurethane containing perfluoroalkylthio groups, which polyurethanes are useful as coatings to provide oil and water repellence to textiles and as additives to plastics to provide mold-release and other desirable properties.
Inventors
- 👤 Robert Ernest Arthur Dear
- 👤 Robert Allan Falk
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 05:19
CPC Classifications
D; D06; D06M; D06M13/00; D06M13/10; D06M13/144; D06M13/148; C; C07; C07C; C07C323/00; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/38; C08G18/3855; D06M13/244; D06M13/248; D06M13/252
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
144 words
A compound of the formula ##EQU34## in which 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 branched or straight chain alkylene of 1 to 12 carbon atoms, alkylenethioalkylene of 2 to 12 carbon atoms, or alkyleneoxyalkylene of 2 to 12 carbon atom; and R 2 and R 3 each independently is straight or branched chain alkylene of 1 to 12 carbon atoms; straight or branched chain alkylene of 1 to 12 carbon atoms, substituted by one or two of phenyl or cyclohexyl; or R 2 and R 3 are a group of the formula C.sub.m H.sub.2m (OC.sub.k H.sub.2k).sub.r where m is an integer from 1 to 12, k is an integer from 2 to 6, and r is an integer from 1 to 40.
Claim 2
Dependent Claim
144 words
A compound of the formula ##EQU34## in which 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 branched or straight chain alkylene of 1 to 12 carbon atoms, alkylenethioalkylene of 2 to 12 carbon atoms, or alkyleneoxyalkylene of 2 to 12 carbon atom; and R 2 and R 3 each independently is straight or branched chain alkylene of 1 to 12 carbon atoms; straight or branched chain alkylene of 1 to 12 carbon atoms, substituted by one or two of phenyl or cyclohexyl; or R 2 and R 3 are a group of the formula C.sub.m H.sub.2m (OC.sub.k H.sub.2k).sub.r where m is an integer from 1 to 12, k is an integer from 2 to 6, and r is an integer from 1 to 40.
Claim 3
Dependent Claim
114 words
A compound according to claim 1 in which R f is perfluoroalkyl of 6 to 12 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms; R 1 is branched or straight chain alkylene of 2 to 8 carbon atoms, alkylenethioalkylene of 2 to 8 carbon atoms, or alkyleneoxyalkylene of 2 to 8 carbon atoms; and R 2 and R 3 are each independently straight or branched chain alkylene of 1 to 4 carbon atoms or a group of formula C.sub.m H.sub.2m (OC.sub.k H.sub.2k).sub.r where m is an integer from 1 to 4, k is an integer from 2 to 4, and r is an integer from 1 to 20.
Claim 4
Dependent Claim
43 words
A compound according to claim 1 in which R f is perfluoroalkyl of 6 to 12 carbon atoms, R 1 is alkylene of 2 to 4 carbon atoms, and R 2 and R 3 are both alkylene of 1 or 2 carbon atoms.
Claim 5
Dependent Claim
20 words
A compound according to claim 1 of formula ##EQU35## where R f is perfluoroalkyl of 6 to 12 carbon atoms.
Claim 6
Dependent Claim
9 words
A compound according to claim 1 of formula ##EQU36##
Claim 7
Dependent Claim
20 words
A compound according to claim 1 of formula ##EQU37## where R f is perfluoroalkoxyperfluoroalkyl of 4 to 12 carbon atoms.
Claim 8
Dependent Claim
18 words
A compound according to claim 6 of formula ##EQU38## where y is an integer from 1 to 6.
Claim 9
Dependent Claim
16 words
A compound according to claim 6 of formula ##EQU39## where y is 2, 3 or 4.
Claim 10
Dependent Claim
29 words
A compound according to claim 1 of formula ##EQU40## where R f is perfluoroalkyl of 6 to 12 carbon atoms, and w is an integer from 1 to 8.
Claim 11
Dependent Claim
53 words
A compound according to claim 1 of formula ##EQU41## where R f is perfluoroalkyl of 6 to 12 carbon atoms, n is an integer from 1 to 12, m is an integer from 1 to 4, k is an integer from 2 to 4, and r is an integer from 1 to 20.
Claim 12
Dependent Claim
9 words
A compound according to claim 10 of formula ##EQU42##
Claim 13
Dependent Claim
9 words
A compound according to claim 1 of formula ##EQU43##
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) | 1979-01-26 | 1979-07-28 | 1980-01-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-01-26 | 1983-07-28 | 1984-01-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-01-26 | 1987-07-28 | 1988-01-27 | $7700.00 | Window Closed / Lapsed |