US3888929A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for dehalogenation of polyhalogenated aromatic compounds
Assignee: Rhone Progil SA
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Filing: 1972-11-21
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Granted: 1975-06-10
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Expires: 1992-11-21
Abstract
Abstract Tetrachloro aniline is dehalogenated with hydrogen in the presence of a mild or gentle hydrogenation catalyst, such as copper or silver salt, at 280*-420* to produce various chlorinated aniline compounds almost 100% of which are chlorinated at the 3 or meta position.
Inventors
- 👤 Georges Rivier
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 09:37
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/68; C07C209/74
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
124 words
A PROCESS FOR THE PREPARATION OF CHLORINATED ANILINES HAVING AT LEAST A CHLORINE ATOM IN THE META POSITION TO THE AMINO GROUP, IN WHICH TRI- TO PENTACHLORANILINES ARE DECHLORINATED, SAID PROCESS CONSISTING ESSENTIALLY OF: REACTING IN A DECHLORINATION ZONE, SAID TRI- TO PENTACHLOROANILINES HAVING AT LEAST A CHLORINE ATOM IN THE META POSITION AND AT LEAST A CHLORINE ATOM IN ANOTHER POSITION, IN THE VAPOR PHASE WITH HYDROGEN, IN THE PRESENCE OF AN HYDROGENATION CATALYST SELECTED FROM THE GROUP CONSISTING OF THE CHLORIDES, OXIDES, NITRATES, SULFATES AND CHROMITES OF COPPER OR SILVER, TO PROVIDE BY DEHCLORINATION SAID CHLORINATED ANILINES HAVING AT LEAST A CHLORINE ATOM IN THE METAL POSITION; AND RECOVERING SAID CHLORINATED ANILINES HAVING AT LEAST A CHLORINE ATOM IN THE METAL POSITION.
Claim 2
Dependent Claim
124 words
A PROCESS FOR THE PREPARATION OF CHLORINATED ANILINES HAVING AT LEAST A CHLORINE ATOM IN THE META POSITION TO THE AMINO GROUP, IN WHICH TRI- TO PENTACHLORANILINES ARE DECHLORINATED, SAID PROCESS CONSISTING ESSENTIALLY OF: REACTING IN A DECHLORINATION ZONE, SAID TRI- TO PENTACHLOROANILINES HAVING AT LEAST A CHLORINE ATOM IN THE META POSITION AND AT LEAST A CHLORINE ATOM IN ANOTHER POSITION, IN THE VAPOR PHASE WITH HYDROGEN, IN THE PRESENCE OF AN HYDROGENATION CATALYST SELECTED FROM THE GROUP CONSISTING OF THE CHLORIDES, OXIDES, NITRATES, SULFATES AND CHROMITES OF COPPER OR SILVER, TO PROVIDE BY DEHCLORINATION SAID CHLORINATED ANILINES HAVING AT LEAST A CHLORINE ATOM IN THE METAL POSITION; AND RECOVERING SAID CHLORINATED ANILINES HAVING AT LEAST A CHLORINE ATOM IN THE METAL POSITION.
Claim 3
Dependent Claim
16 words
A process in accordance with claim 1 wherein said catalyst is present in a fixed bed.
Claim 4
Dependent Claim
16 words
A process in accordance with claim 1 wherein said catalyst is present in a fluidized bed.
Claim 5
Dependent Claim
27 words
A process in accordance with claim 1 wherein said catalyst is deposited on an inert support selected from the group consisting of alumina, silica and activated carbon.
Claim 6
Dependent Claim
33 words
A process in accordance with claim 1 wherein said tri- to pentachloroaniline is prepared in situ by introducing into the dechlorination zone a tri- to pentachloro-nitrobenzene used for obtaining said tri- to pentachloro-aniline.
Claim 7
Dependent Claim
50 words
A process in accordance with claim 1 wherein said recovery operation consists essentially of contacting the gaseous effluent from the reaction with a liquid or vapor selected from the group consisting of an aliphatic alcohol, an hydrocarbon and water, at a temperature substantially lower than the temperature of said effluent.
Claim 8
Dependent Claim
22 words
A process in accordance with claim 6 wherein said liquid or vapor is water at a temperature on the order of 100*C.
Claim 9
Dependent Claim
15 words
A process in accordance with claim 1 wherein, said halogenated aniline obtained is 3,5-dichloro aniline.
Claim 10
Dependent Claim
160 words
A process for the preparation of chlorinated anilines having at least a chlorine atom in the meta position to the amino group, in which tri- to pentachloroanilines are dechlorinated, said process consisting essentially of: reacting, in a dechlorination zone, said tri- to pentachloroanilines having at least a chlorine atom in the meta position and at least a chlorine atom in another position, in the vapor phase with hydrogen, in the presence of an hydrogenation catalyst selected from the group consisting of the chlorides, oxides, nitrates, sulphates and chromites of copper and silver, to prepare by dechlorination said chlorinated anilines having at least a chlorine atom in the meta position; recovering said chlorinated anilines having at least a chlorine atom in the meta- position; and recycling to said dechlorination zone at least a portion of any non-transformed tri- to pentachloroanilines or undesired aniline from which the desired chlorinated aniline having at least a chlorine in the meta- position has been recovered.
Claim 11
Dependent Claim
160 words
A process for the preparation of chlorinated anilines having at least a chlorine atom in the meta position to the amino group, in which tri- to pentachloroanilines are dechlorinated, said process consisting essentially of: reacting, in a dechlorination zone, said tri- to pentachloroanilines having at least a chlorine atom in the meta position and at least a chlorine atom in another position, in the vapor phase with hydrogen, in the presence of an hydrogenation catalyst selected from the group consisting of the chlorides, oxides, nitrates, sulphates and chromites of copper and silver, to prepare by dechlorination said chlorinated anilines having at least a chlorine atom in the meta position; recovering said chlorinated anilines having at least a chlorine atom in the meta- position; and recycling to said dechlorination zone at least a portion of any non-transformed tri- to pentachloroanilines or undesired aniline from which the desired chlorinated aniline having at least a chlorine in the meta- position has been recovered.
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) | 1978-06-09 | 1978-12-09 | 1979-06-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-06-09 | 1982-12-09 | 1983-06-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-06-09 | 1986-12-09 | 1987-06-10 | $7700.00 | Window Closed / Lapsed |