US3686281A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Preparation of polyfluoroalkyl esters of fumaric and related acids
Assignee: Individual
•
Filing: 1969-06-02
•
Granted: 1972-08-22
•
Expires: 1989-06-02
Abstract
Abstract a process for the preparation of ester compounds of the formula: WHEREIN M IS AN INTEGER OF 3 TO 18; N IS AN INTEGER OF 2 TO 10; AND R is an ethylenically unsaturated hydrocarbon radical derived from fumaric, maleic, citraconic, mesaconic, or itaconic acid, which comprises reacting the compound CmF2m 1-CnH2nX wherein m and n are as defined above, and X is iodine, bromine or chlorine with a mono ammonium salt of fumaric, maleic, citraconic, mesaconic, or itaconic acid. In preferred embodiment, the monotriethylammonium fumarate is reacted with 1,1,2,2tetrahydroperfluoroalkyl iodide. Yields in excess of 50 percent are obtained. The esters prepared by the process of this invention form polymers which are useful in oil and waterrepellent textile finishes.
Inventors
- 👤 Martin Knell
- 👤 Edward Berger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 16:39
CPC Classifications
D; D06; D06M; D06M15/00; D06M15/19; D06M15/21; D06M15/263; D06M15/277; C; C07; C07C; C07C17/00; C07C17/07; C07C17/087; C07C17/25; C07C17/361; C07C17/363; C07C51/00; C07C51/41; C07C51/412; C07C67/00; C07C67/10; C07C67/11
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
18 words
A process as claimed in claim 1 wherein the reaction time is from one-half hour to 30 hours.
Claim 2
Dependent Claim
18 words
A process as claimed in claim 1 wherein said temperature is in the range of 100*C to 175*C.
Claim 3
Dependent Claim
18 words
A process as claimed in claim 1 wherein said temperature is in the range of 125*C to 175*C.
Claim 4
Dependent Claim
18 words
A process as claimed in claim 1 wherein said temperature is in the range of 140*C to 160*C.
Claim 5
Dependent Claim
12 words
A process as claimed in claim 1 wherein said amine is triethylamine.
Claim 6
Dependent Claim
12 words
A process as claimed in claim 1 wherein said acid is fumaric.
Claim 7
Dependent Claim
13 words
A process as claimed in claim 1 wherein said halide is a polyfluoroalkyliodide.
Claim 8
Dependent Claim
26 words
A process as claimed in claim 1 wherein n is 2, said acid is fumaric, and said temperature is in the range of 100*C to 175*C.
Claim 9
Dependent Claim
13 words
A process as claimed in claim 9 wherein said amine is a trialkylamine.
Claim 10
Dependent Claim
13 words
A process as claimed in claim 9 wherein said amine is a triethylamine.
Claim 11
Dependent Claim
19 words
A process as claimed in claim 1 wherein an excess of the equivalent amount of the salt is employed.
Claim 12
Dependent Claim
20 words
A process as claimed in claim 4 wherein two to three times the equivalent amount of the salt is employed.
Claim 13
Dependent Claim
20 words
A process as claimed in claim 11 wherein two to three times the equivalent amount of the salt is employed.
Claim 14
Dependent Claim
18 words
A process as claimed in claim 11 wherein said temperature is in the range of 140*C to 160*C.
Claim 15
Dependent Claim
13 words
A process as claimed in claim 11 wherein said halide is a polyfluoroalkyliodide.
Claim 16
Dependent Claim
13 words
A process as claimed in claim 16 wherein m is 6 to 12.
Claim 17
Dependent Claim
29 words
A process as claimed in claim 4 wherein m is 6 to 12, n is 2, X is iodine, said acid is fumaric, and said amine is a trialkylamine.
Claim 18
Dependent Claim
23 words
A process as claimed in claim 18 wherein said temperature is in the range of 140*C to 160*C and said amine is triethylamine.
Claim 19
Dependent Claim
20 words
A process as claimed in claim 16 wherein two to three times the equivalent amount of the salt is employed.
Claim 20
Dependent Claim
19 words
A process as claimed in claim 18 wherein an excess of the equivalent amount of the salt is employed.
References Cited (Backward Citations)
US2610205A
Cited
US3148207A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-08-22 | 1976-02-21 | 1976-08-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-08-22 | 1980-02-21 | 1980-08-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-08-22 | 1984-02-21 | 1984-08-22 | $7700.00 | Window Closed / Lapsed |