US4058573A
Expired / Lapsed
US
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Process for the addition of gaseous non-halogenated olefins and acetylenes to perfluoroalkyl iodides
Assignee: Novartis Corp
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Filing: 1974-04-04
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Granted: 1977-11-15
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Expires: 1994-04-04
Abstract
Abstract Liquid perfluoroalkyl iodides are added to non-halogenated gaseous olefins or non-halogenated acetylenes in the presence of free radical generating catalysts to produce an additive reaction product essentially free of telomers. The gaseous olefin or acetylene is bubbled through liquid perfluoroalkyl iodide and catalyst at temperatures of 40° to 220° C and pressures no higher than atmosphere. Illustratively, ethylene is added to 1-iodoperfluoroheptane in the presence of benzoyl peroxide.
Inventors
- 👤 Martin Knell
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 02:15
CPC Classifications
C; C07; C07C; C07C17/00; C07C17/26; C07C17/272; C07C17/275
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
101 words
A process for the addition of perfluoroalkyl iodides of the formula ZC n F 2n I, where Z represents F or I, n is an integer of 4 - 18, said iodides are liquid at reaction temperature, to non-halogenated olefins or non-halogenated acetylenes which are gaseous at the employed reaction temperature, which comprises bubbling said olefin or acetylene into said liquid iodide, in the presence of a free-radical generating catalyst, at atmospheric or less than atmospheric pressure, at a reaction temperature of about 40° C to about 220° C, and recovering the reaction addition product which is essentially free of telomers.
Claim 2
Dependent Claim
101 words
A process for the addition of perfluoroalkyl iodides of the formula ZC n F 2n I, where Z represents F or I, n is an integer of 4 - 18, said iodides are liquid at reaction temperature, to non-halogenated olefins or non-halogenated acetylenes which are gaseous at the employed reaction temperature, which comprises bubbling said olefin or acetylene into said liquid iodide, in the presence of a free-radical generating catalyst, at atmospheric or less than atmospheric pressure, at a reaction temperature of about 40° C to about 220° C, and recovering the reaction addition product which is essentially free of telomers.
Claim 3
Dependent Claim
106 words
A process for the addition of perfluoroalkyl iodides of the formula ZC n F 2n I, where Z represents F or I, n is an integer of 4 - 18, said iodides are liquid at reaction temperature, to non-halgenated olefins or non-halogenated acetylenes which are gaseous at the employed reaction temperature, which comprises bubbling said olefin or acetylene into said liquid iodide, said liquid iodide containing a catalystic amount of a free-radical generating catalyst, at atmospheric or less than atmospheric pressure, at a reaction temperature of about 40° to about 220° C, and recovering the then formed reaction addition product which is essentially free of telomers.
Claim 4
Dependent Claim
106 words
A process for the addition of perfluoroalkyl iodides of the formula ZC n F 2n I, where Z represents F or I, n is an integer of 4 - 18, said iodides are liquid at reaction temperature, to non-halgenated olefins or non-halogenated acetylenes which are gaseous at the employed reaction temperature, which comprises bubbling said olefin or acetylene into said liquid iodide, said liquid iodide containing a catalystic amount of a free-radical generating catalyst, at atmospheric or less than atmospheric pressure, at a reaction temperature of about 40° to about 220° C, and recovering the then formed reaction addition product which is essentially free of telomers.
Claim 5
Dependent Claim
14 words
The process of claim 2 wherein said temperature is between 50° and 220° C.
Claim 6
Dependent Claim
12 words
The process of claim 3 where said temperature is below 100° C.
Claim 7
Dependent Claim
14 words
The process of claim 3 where n is an integer of 6 to 10.
Claim 8
Dependent Claim
14 words
The process of claim 1 where n is an integer of 6 to 10.
Claim 9
Dependent Claim
68 words
The process of claim 2 wherein an olefin is employed and Z represents F wherein the addition product is of the formula: ##STR6## wherein X 1 , X 2 , X 3 and X 4 represents hydrogen or an alkyl of 1 to 4 carbon atoms with the combinations of X 1 , X 2 , X 3 and X 4 representing not more than two alkyl groups.
Claim 10
Dependent Claim
12 words
The process of claim 7 wherein said alkyl is methyl or ethyl.
Claim 11
Dependent Claim
12 words
The process of claim 7 wherein said temperature is below 100° C.
Claim 12
Dependent Claim
12 words
The process of claim 8 wherein said temperature is below 100° C.
Claim 13
Dependent Claim
44 words
The process of claim 2 wherein acetylene is employed and Z represents F wherein the addition product is of the formula: C.sub.n F.sub.2n+1 CX.sub.1 = CX.sub.2 I wherein X 1 and X 2 represents hydrogen or an alkyl of 1 to 4 carbon atoms.
Claim 14
Dependent Claim
12 words
The process of claim 11 wherein said alkyl represents methyl or ethyl.
Claim 15
Dependent Claim
26 words
The process of claiim 2 whrein Z represents I and the ratio of perfluoroalkyl iodide to said olefin or acetylene in the addition product is 1:2.
Claim 16
Dependent Claim
26 words
The process of claiim 2 whrein Z represents I and the ratio of perfluoroalkyl iodide to said olefin or acetylene in the addition product is 1:2.
Claim 17
Dependent Claim
51 words
A process for making 1,1,2,2-tetrahydro-1-iodoper-fluoroheptane comprising bubbling ethylene into liquid 1-iodoper-fluoroheptane at atmospheric or less than atmospheric pressure, at a reaction temperature of about 50° C to about 220° C in the presence of a free-radical generating catalyst, and recovering the reaction addition product 1,1,2,2-tetrahydro-1-iodoperfluorononane, which is essentially free of telomers.
Claim 18
Dependent Claim
51 words
A process for making 1,1,2,2-tetrahydro-1-iodoper-fluoroheptane comprising bubbling ethylene into liquid 1-iodoper-fluoroheptane at atmospheric or less than atmospheric pressure, at a reaction temperature of about 50° C to about 220° C in the presence of a free-radical generating catalyst, and recovering the reaction addition product 1,1,2,2-tetrahydro-1-iodoperfluorononane, which is essentially free of telomers.
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) | 1980-11-14 | 1981-05-16 | 1981-11-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-11-14 | 1985-05-16 | 1985-11-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-11-14 | 1989-05-16 | 1989-11-15 | $7700.00 | Window Closed / Lapsed |