Patent US4409399A successfully refreshed from Google Patents.
US4409399A
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Process for producing aliphatic amines
Assignee: Stepan Co
•
Filing: 1981-12-09
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Granted: 1983-10-11
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Expires: 2001-12-09
Abstract
Abstract A process for producing aliphatic amines which comprises reacting an aliphatic alcohol or an aliphatic aldehyde with an aminating agent selected from the group consisting of ammonia, a primary amine and a secondary amine in the liquid phase in the presence of an unsupported catalyst consisting essentially of (1) copper oxide or copper hydroxide (2) nickel oxide or nickel hydroxide, and, optionally, (3) an oxide or an hydroxide of a Group II A metal.
Inventors
- 👤 Harold E. Swift
- 👤 Robert A. Innes
- 👤 Anatoli Onopchenko
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 17:37
CPC Classifications
B; B01; B01J; B01J23/00; B01J23/70; B01J23/74; B01J23/755; B01J23/76; B01J23/78
Claims Analysis
Total Claims: 41
Claim 1
Independent Claim
60 words
A process for producing amines which comprises reacting an aliphatic alcohol or an aliphatic aldehyde with an aminating agent selected from the group consisting of ammonia, a primary amine and a secondary amine in the liquid phase in the presence of an unsupported catalyst consisting essentially of (1) copper oxide or copper hydroxide and (2) nickel oxide or nickel hydroxide.
Claim 2
Dependent Claim
60 words
A process for producing amines which comprises reacting an aliphatic alcohol or an aliphatic aldehyde with an aminating agent selected from the group consisting of ammonia, a primary amine and a secondary amine in the liquid phase in the presence of an unsupported catalyst consisting essentially of (1) copper oxide or copper hydroxide and (2) nickel oxide or nickel hydroxide.
Claim 3
Dependent Claim
11 words
The process of claim 1 wherein said aminating agent is ammonia.
Claim 4
Dependent Claim
13 words
The process of claim 1 wherein said aminating agent is a primary amine.
Claim 5
Dependent Claim
13 words
The process of claim 1 wherein said aminating agent is a secondary amine.
Claim 6
Dependent Claim
11 words
The process of claim 3 wherein said primary amine is monomethylamine.
Claim 7
Dependent Claim
11 words
The process of claim 3 wherein said primary amine is dodecylamine.
Claim 8
Dependent Claim
11 words
The process of claim 4 wherein said secondary amine is dimethylamine.
Claim 9
Dependent Claim
15 words
The process of claim 1 wherein an aliphatic aldehyde is reacted with said aminating agent.
Claim 10
Dependent Claim
15 words
The process of claim 1 wherein an aliphatic alcohol is reacted with said aminating agent.
Claim 11
Dependent Claim
11 words
The process of claim 9 wherein said aliphatic alcohol is 1-dodecanol.
Claim 12
Dependent Claim
11 words
The process of claim 9 wherein said aliphtic alcohol is 1-decanol.
Claim 13
Dependent Claim
22 words
The process of claim 1 wherein the nickel to copper atomic ratio is in the range of about 0.005:1 to about 0.5:1.
Claim 14
Dependent Claim
22 words
The process of claim 1 wherein the nickel to copper atomic ratio is in the range of about 0.05:1 to about 0.35:1.
Claim 15
Dependent Claim
71 words
A process for producing amines which comprises reacting an aliphatic alcohol or an aliphatic aldehyde with an aminating agent selected from the group consisting of ammonia, a primary amine and a secondary amine in the liquid phase in the presence of an unsupported catalyst consisting essentially of (1) copper oxide or copper hydroxide, (2) nickel oxide or nickel hydroxide, and (3) an oxide or a hydroxide of a Group IIA metal.
Claim 16
Dependent Claim
71 words
A process for producing amines which comprises reacting an aliphatic alcohol or an aliphatic aldehyde with an aminating agent selected from the group consisting of ammonia, a primary amine and a secondary amine in the liquid phase in the presence of an unsupported catalyst consisting essentially of (1) copper oxide or copper hydroxide, (2) nickel oxide or nickel hydroxide, and (3) an oxide or a hydroxide of a Group IIA metal.
Claim 17
Dependent Claim
13 words
The process of claim 14 wherein said Group II A metal is magnesium.
Claim 18
Dependent Claim
13 words
The process of claim 14 wherein said Group II A metal is barium.
Claim 19
Dependent Claim
22 words
The process of claim 14 wherein the atomic ratio of said Group II A metal to copper is up to about 3:1.
Claim 20
Dependent Claim
27 words
The process of claim 14 wherein the atomic ratio of said Group II A metal to copper is in the range of about 0.25:1 to about 1.5:1.
Claim 21
Dependent Claim
37 words
The process of claim 14 wherein the nickel to copper atomic ratio is in the range of about 0.005:1 to about 0.5:1 and the Group II A metal to copper atomic ratio is up to about 3:1.
Claim 22
Dependent Claim
42 words
The process of claim 14 wherein the nickel to copper atomic ratio is in the range of about 0.05:1 to about 0.35:1 and the Group II A metal to copper atomic ratio is in the range of about 0.25:1 to about 1.5:1.
Claim 23
Dependent Claim
13 words
The process of claim 19 wherein said Group II A metal is magnesium.
Claim 24
Dependent Claim
13 words
The process of claim 19 wherein said Group II A metal is barium.
Claim 25
Dependent Claim
13 words
The process of claim 20 wherein said Group II A metal is magnesium.
Claim 26
Dependent Claim
13 words
The process of claim 20 wherein said Group II A metal is barium.
Claim 27
Dependent Claim
22 words
The process of claim 1 wherein the amount of catalyst is in the range of about 0.1 to about two weight percent.
Claim 28
Dependent Claim
22 words
The process of claim 1 wherein the amount of catalyst is in the range of about 0.25 to about one weight percent.
Claim 29
Dependent Claim
11 words
The process of claim 1 wherein 1-decanol is reacted with dimethylamine.
Claim 30
Dependent Claim
11 words
The process of claim 1 wherein 1-dodecanol is reacted with dimethylamine.
Claim 31
Dependent Claim
11 words
The process of claim 1 wherein 1-decanol is reacted with dodecylamine.
Claim 32
Dependent Claim
11 words
The process of claim 1 wherein 1-decanol is reacted with ammonia.
Claim 33
Dependent Claim
11 words
The process of claim 1 wherein 1-decanol is reacted with monomethylamine.
Claim 34
Dependent Claim
18 words
The process of claim 14 wherein said catalyst consists essentially of CuO, Ni(OH) 2 and Ba(OH) 2 .
Claim 35
Dependent Claim
16 words
The process of claim 1 wherein said catalyst consists essentially of CuO and Ni(OH) 2 .
Claim 36
Dependent Claim
16 words
The process of claim 14 wherein said catalyst consists essentially of CuO, Ni(OH) 2 and MgO.
Claim 37
Dependent Claim
34 words
The process of claim 1 wherein the reaction temperature is in the range of about 150° to about 300° C. and the pressure is in the range of about one to about 100 atmospheres.
Claim 38
Dependent Claim
34 words
The process of claim 1 wherein the reaction temperature is in the range of about 175° to about 250° C. and the pressure is in the range of about one to about 10 atmospheres.
Claim 39
Dependent Claim
34 words
The process of claim 1 wherein the reaction temperature is in the range of about 175° to about 250° C. and the pressure is in the range of about one to about two atmospheres.
Claim 40
Dependent Claim
25 words
The process of claim 1 wherein the reaction product is filtered to remove solid catalyst therefrom and an alkyldimethyl amine is recovered from the filtrate.
Claim 41
Dependent Claim
16 words
The process of claim 1 wherein water of reaction is continuously removed from the reaction zone.
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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) | 1986-10-10 | 1987-04-11 | 1987-10-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-10-10 | 1991-04-11 | 1991-10-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-10-10 | 1995-04-11 | 1995-10-11 | $7700.00 | Window Closed / Lapsed |