US4912268A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for manufacture of fluoroaromatics
Assignee: EIDP Inc
•
Filing: 1988-10-21
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Granted: 1990-03-27
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Expires: 2008-10-21
Abstract
Abstract Process which comprises feeding an aromatic amine in the presence of HF to a reaction zone simultaneously with a diazotizing agent so as to effect diazotization of the aromatic amine, thermally decomposing the resulting diazonium salt substantially as it is formed, and removing the resulting fluoroaromatic compound from the reaction zone substantially as it is formed. The amine and the diazotizing agent are fed to the reaction zone in such quantities and proportions that they are consumed substantially as fed so that no substantial concentration of either builds up in the reaction zone.
Inventors
- 👤 Mark H. Krackov
- 👤 Charles H. Rolston
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 23:39
CPC Classifications
C; C07; C07B; C07B39/00; C07C; C07C17/00; C07C17/093
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
91 words
A process for preparing a fluoroaromatic compound comprising (a) in the presence of HF and at a temperature sufficient to effect decomposition of the resulting aryldiazonium fluoride, feeding an aromatic amine to a reaction zone simultaneously with a diazotizing agent in such quantities and proportions that no substantial concentration of either the amine or the diazotizing agent builds up in the reaction zone, (b) thermally decomposing the resulting diazonium salt substantially as it is formed, and (c) removing the resulting fluoroaromatic compound from said reaction zone substantially as it is formed.
Claim 2
Dependent Claim
91 words
A process for preparing a fluoroaromatic compound comprising (a) in the presence of HF and at a temperature sufficient to effect decomposition of the resulting aryldiazonium fluoride, feeding an aromatic amine to a reaction zone simultaneously with a diazotizing agent in such quantities and proportions that no substantial concentration of either the amine or the diazotizing agent builds up in the reaction zone, (b) thermally decomposing the resulting diazonium salt substantially as it is formed, and (c) removing the resulting fluoroaromatic compound from said reaction zone substantially as it is formed.
Claim 3
Dependent Claim
17 words
The process of claim 1 wherein said aromatic amine is aniline and said fluoroaromatic compound is fluorobenzene.
Claim 4
Dependent Claim
12 words
The process of claim 2 wherein said diazotizing agent is nitrogen trioxide.
Claim 5
Dependent Claim
12 words
The process of claim 2 wherein said diazotizing agent is sodium nitrite.
Claim 6
Dependent Claim
16 words
The process of claim 2 wherein said fluoroaromatic compound is removed from said zone by flashing.
Claim 7
Dependent Claim
23 words
The process of claim 5 wherein heat evolved in said diazotization and decomposition steps is used to effect flashing of said fluoroaromatic compound.
Claim 8
Dependent Claim
16 words
The process of claim 2 wherein said fluoroaromatic compound is removed from said zone by extraction.
Claim 9
Dependent Claim
21 words
The process of claim 2 wherein said diazotization and decomposition steps are conducted in a solution of HF containing ammonium ions.
Claim 10
Dependent Claim
12 words
The process of claim 8 wherein said HF solution contains ammonium bifluoride.
Claim 11
Dependent Claim
17 words
The process of claim 1 wherein said aromatic amine is p-toluidine and said fluoroaromatic compound is p-fluorotoluene.
Claim 12
Dependent Claim
81 words
A continuous process for preparing a fluoroaromatic compound comprising (a) in the presence of HF and at a temperature sufficient to effect decomposition of the resulting aryldiazonium fluoride, continuously feeding an aromatic amine to a reaction zone simultaneously with an approximate stoichiometric proportion of a diazotizing agent so as to effect diazotization, (b) continuously decomposing the resulting diazonium salt substantially as it is formed, and (c) continuously removing the resulting fluoroaromatic compound from the reaction zone substantially as it is formed.
Claim 13
Dependent Claim
81 words
A continuous process for preparing a fluoroaromatic compound comprising (a) in the presence of HF and at a temperature sufficient to effect decomposition of the resulting aryldiazonium fluoride, continuously feeding an aromatic amine to a reaction zone simultaneously with an approximate stoichiometric proportion of a diazotizing agent so as to effect diazotization, (b) continuously decomposing the resulting diazonium salt substantially as it is formed, and (c) continuously removing the resulting fluoroaromatic compound from the reaction zone substantially as it is formed.
Claim 14
Dependent Claim
17 words
The process of claim 11 wherein said aromatic amine is aniline and said fluoroaromatic compound is fluorobenzene.
Claim 15
Dependent Claim
12 words
The process of claim 12 wherein said diazotizing agent is nitrogen trioxide.
Claim 16
Dependent Claim
12 words
The process of claim 12 wherein said diazotizing agent is sodium nitrite.
Claim 17
Dependent Claim
16 words
The process of claim 12 wherein said fluoroaromatic compound is removed from said zone by flashing.
Claim 18
Dependent Claim
23 words
The process of claim 15 wherein heat evolved in said diazotization and decomposition steps is used to effect flashing of said fluoroaromatic compound.
Claim 19
Dependent Claim
16 words
The process of claim 12 wherein said fluoroaromatic compound is removed from said zone by extraction.
Claim 20
Dependent Claim
21 words
The process of claim 12 wherein said diazotization and decomposition steps are conducted in a solution of HF containing ammonium ions.
Claim 21
Dependent Claim
12 words
The process of claim 18 wherein said HF solution contains ammonium bifluoride.
Claim 22
Dependent Claim
17 words
The process of claim 11 wherein said aromatic amine is p-toluidine and said fluoroaromatic compound is p-fluorotoluene.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-03-26 | 1993-09-25 | 1994-03-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-03-26 | 1997-09-25 | 1998-03-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-03-26 | 2001-09-25 | 2002-03-27 | $7700.00 | Window Closed / Lapsed |