US3875235A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for the preparation of tertiary amines of high purity
Assignee: Hoechst AG
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Filing: 1973-01-24
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Granted: 1975-04-01
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Expires: 1993-01-24
Abstract
Abstract A raw amine mixture resulting from reaction of a primary alcohol with ammonia in the presence of a hydrogenation/dehydrogenation catalyst is distilled. After distilling off a prerunning, which contains unreacted alcohol and side products which are formed during the reaction and have a like number of carbon atoms, the remaining distillation residue or a fraction thereof containing the bulk of the tertiary amine is treated with hydrogen. The treatment is carried out at 160* to 250*C and in the presence of a hydrogenation/dehydrogenation catalyst. The catalyst is then separated and the tertiary amine is distilled of from the resulting product. The treatment with hydrogen is preferably performed at atmospheric or slightly increased pressure and in the presence of catalysts containing at least one metal of group VIII B and optionally a metal of group VI B of the periodic table. Tertiary amines of high purity are obtained.
Inventors
- 👤 Heinz Noeske
- 👤 Hans Feichtinger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 17:07
CPC Classifications
C; C07; C07C; C07C213/00; C07C213/10
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
109 words
A PROCESS FOR THE PREPARATION OF PURE TERTIARY AMINE FROM A RAW AMINE MIXTURE OBTAINED BY REACTION OF A PRIMARY ALCOHOL WITH AMMONIA IN THE PRESENCE OF A HYDROGENATION/DEHYDROGENATION CATALYST, WHICH COMPRISES DISTILLING OFF FROM SAID RAW AMINE MIXTURE A PRERURRNING CONTAINING NONREACTED ALCOHOL AND SIDE PRODUCTS HAVING A LIKE NUMBER OF CARBON ATOMS, TREATING REMAINING DISTILLATION RESIDUE OR A FRACTION THEREOF, WHICH CONTAINS THE BULK OF THE TERTIARY AMINE WITH HYDROGEN AT A TEMPERATURE OF FROM 160* TO 250*C IN THE PRESENCE OF A HYDROGENATION/DEHYDROGENATION CATALYST, SEPARATING THE CATALYST FROM THE TREATED RESIDUE, AND DISTILLING OFF THE TERTIARY AMINE FROM THE TREATED RESIDUE AFTER SEPARATION OF THE CATALYST.
Claim 2
Dependent Claim
109 words
A PROCESS FOR THE PREPARATION OF PURE TERTIARY AMINE FROM A RAW AMINE MIXTURE OBTAINED BY REACTION OF A PRIMARY ALCOHOL WITH AMMONIA IN THE PRESENCE OF A HYDROGENATION/DEHYDROGENATION CATALYST, WHICH COMPRISES DISTILLING OFF FROM SAID RAW AMINE MIXTURE A PRERURRNING CONTAINING NONREACTED ALCOHOL AND SIDE PRODUCTS HAVING A LIKE NUMBER OF CARBON ATOMS, TREATING REMAINING DISTILLATION RESIDUE OR A FRACTION THEREOF, WHICH CONTAINS THE BULK OF THE TERTIARY AMINE WITH HYDROGEN AT A TEMPERATURE OF FROM 160* TO 250*C IN THE PRESENCE OF A HYDROGENATION/DEHYDROGENATION CATALYST, SEPARATING THE CATALYST FROM THE TREATED RESIDUE, AND DISTILLING OFF THE TERTIARY AMINE FROM THE TREATED RESIDUE AFTER SEPARATION OF THE CATALYST.
Claim 3
Dependent Claim
22 words
The process as claimed in claim 1, wherein the treating step is carried out at a temperature of from 160* to 190*C.
Claim 4
Dependent Claim
24 words
The process as claimed in claim 1, wherein the treating step is carried out at from atmospheric pressure up to about 10 atmospheres gauge.
Claim 5
Dependent Claim
34 words
The process as claimed in claim 1, wherein the treating step is carried out in the presence of a hydrogenation/dehydrogenation catalyst containing at least one metal of group VIII B of the periodic table.
Claim 6
Dependent Claim
30 words
The process as claimed in claim 4, wherein the hydrogenation/dehydrogenation catalyst employed in the treating step additionally contains at least one metal of group VI B of the periodic table.
Claim 7
Dependent Claim
47 words
The process according to claim 1, wherein the prerunning is distilled off from the raw amine mixture without separation of the hydrogenation/dehydrogenation catalyst employed in the reaction of the primary alcohol with ammonia, and the unseparated catalyst is employed as the hydrogenation/dehydrogenation catalyst in said treating step.
Claim 8
Dependent Claim
22 words
The process according to claim 1, wherein the raw amine mixture is prepared from primary alcohols having 2 to 20 carbon atoms.
Claim 9
Dependent Claim
26 words
The process as claimed in claim 1, wherein in said treating step about 5 mole percent of hydrogen, based upon the raw amine mixture, is employed.
Claim 10
Dependent Claim
21 words
The process as claimed in claim 1, wherein said treating step has an average duration of from 4 to 6 hours.
Claim 11
Dependent Claim
34 words
The process as claimed in claim 1, wherein the catalyst employed in the treating step is present in an amount of up to about 10 percent by weight, based on the raw amine mixture.
Claim 12
Dependent Claim
32 words
The process as claimed in claim 1, wherein the catalyst employed in the treating step is present in an amount of 2 to 10% by weight, based on the raw amine mixture.
Claim 13
Dependent Claim
31 words
The process as claimed in claim 1, wherein the catalyst employed in the treating step is present in an amount of about 5% by weight based on the raw amine mixture.
References Cited (Backward Citations)
US3152185A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-03-31 | 1978-09-30 | 1979-04-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-03-31 | 1982-09-30 | 1983-04-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-03-31 | 1986-09-30 | 1987-04-01 | $7700.00 | Window Closed / Lapsed |