US3950444A
Expired / Lapsed
US
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Process for preparing ortho substituted aryl fluorides
Assignee: Olin Corp
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Filing: 1974-08-30
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Granted: 1976-04-13
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Expires: 1994-08-30
Abstract
Abstract A process is provided for preparing ortho substituted aryl fluorides from corresponding diazonium fluorides. More particularly, the invention relates to a method for thermally decomposing diazonium fluorides substituted in the ortho position with halogen or trihalomethyl to a corresponding aryl fluoride. The method involves heating the diazonium fluoride to a temperature above its decomposition temperature and above the temperature at which the resulting product distills by contacting the same with a heat exchange medium at a temperature in the range of 100 DEG -350 DEG C.
Inventors
- 👤 Walter A. Gay
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 00:30
CPC Classifications
C; C07; C07C; C07C17/00; C07C17/093
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
95 words
A process for preparing a selected ortho-substituted aryl fluoride having 6-10 ring carbon atoms and an ortho substitutent selected from the group consisting of halogen and trihalomethyl which comprises: a. contacting a reaction mixture of a corresponding ortho-substituted aryl diazonium fluoride, with a heat exchange medium in a decomposition zone at a temperature in the range of 100-350°C., which temperatures is above the distillation temperature of the resulting ortho-substituted aryl fluoride, thereby decomposing said diazonium fluoride, b. simultaneously removing the resulting ortho-substituted aryl fluoride from said decomposition zone, and c. recovering said ortho-substituted aryl fluoride.
Claim 2
Dependent Claim
95 words
A process for preparing a selected ortho-substituted aryl fluoride having 6-10 ring carbon atoms and an ortho substitutent selected from the group consisting of halogen and trihalomethyl which comprises: a. contacting a reaction mixture of a corresponding ortho-substituted aryl diazonium fluoride, with a heat exchange medium in a decomposition zone at a temperature in the range of 100-350°C., which temperatures is above the distillation temperature of the resulting ortho-substituted aryl fluoride, thereby decomposing said diazonium fluoride, b. simultaneously removing the resulting ortho-substituted aryl fluoride from said decomposition zone, and c. recovering said ortho-substituted aryl fluoride.
Claim 3
Dependent Claim
26 words
The process of claim 1 wherein said reaction mixture is added to said heat exchange medium and upon decomposition the resulting aryl fluoride simultaneously distilled off.
Claim 4
Dependent Claim
29 words
The process of claim 2 wherein said ortho-substituted aryl fluoride is an ortho-fluorobenzene substituted in the ortho position with a member of the group consisting of halogen and trihalomethyl.
Claim 5
Dependent Claim
18 words
The process of claim 3 wherein said aryl fluoride is o-difluorobenzene and said temperature is at least 100°C.
Claim 6
Dependent Claim
18 words
The process of claim 3 wherein said aryl fluoride is o-fluorobenzotrifluoride and said temperature is at least 115°C.
Claim 7
Dependent Claim
18 words
The process of claim 3 wherein said aryl fluoride is o-chlorofluorobenzene and said temperature is at least 138°C.
Claim 8
Dependent Claim
18 words
The process of claim 3 wherein said aryl fluoride is o-bromofluorobenzene and said temperature is at least 156°C.
Claim 9
Dependent Claim
18 words
The process of claim 3 wherein said aryl fluoride is o-iodofluorobenzene and said temperature is at least 188°C.
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) | 1979-04-13 | 1979-10-13 | 1980-04-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-04-13 | 1983-10-13 | 1984-04-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-04-13 | 1987-10-13 | 1988-04-13 | $7700.00 | Window Closed / Lapsed |