US4404404A
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Process for producing aliphatic amines
Assignee: Stepan Co
•
Filing: 1981-12-09
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Granted: 1983-09-13
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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 and (2) a Group II A metal oxide or hydroxide. In a preferred embodiment the catalyst system also contains an organo nickel compound.
Inventors
- 👤 Harold E. Swift
- 👤 Robert A. Innes
- 👤 Anatoli Onopchenko
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 07:35
CPC Classifications
B; B01; B01J; B01J31/00; B01J31/26; B01J23/00; B01J23/70; B01J23/76; B01J23/78; B01J31/02; B01J31/04; B01J31/28; B01J2231/00; B01J2231/40; B01J2231/42; B01J2231/4277; B01J2231/4283; B01J2531/00; B01J2531/80; B01J2531/84; B01J2531/847; B01J31/16; B01J31/22; B01J31/2204; B01J31/2208; B01J31/2226; B01J31/223; B01J31/2234
Claims Analysis
Total Claims: 40
Claim 1
Independent Claim
59 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 in the liquid phase in the presence of an unsupported catalyst consisting essentially of (1) copper oxide or copper hydroxide and (2) a Group II A metal oxide or hydroxide.
Claim 2
Dependent Claim
59 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 in the liquid phase in the presence of an unsupported catalyst consisting essentially of (1) copper oxide or copper hydroxide and (2) a Group II A metal oxide or 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 4 wherein said aminating agent is dimethylamine.
Claim 7
Dependent Claim
15 words
The process of claim 1 wherein an aliphatic aldehyde is reacted with said aminating agent.
Claim 8
Dependent Claim
15 words
The process of claim 1 wherein an aliphatic alcohol is reacted with said aminating agent.
Claim 9
Dependent Claim
11 words
The process of claim 7 wherein said aliphatic alcohol is 1-dodecanol.
Claim 10
Dependent Claim
11 words
The process of claim 7 wherein said aliphtic alcohol is 1-dodecanol.
Claim 11
Dependent Claim
11 words
The process of claim 1 wherein 1-decanol is reacted with dimethylamine.
Claim 12
Dependent Claim
11 words
The process of claim 1 wherein 1-dodecanol is reacted with dimethylamine.
Claim 13
Dependent Claim
19 words
The process of claim 1 wherein copper oxide is reacted with said Group II A metal oxide or hydroxide.
Claim 14
Dependent Claim
19 words
The process of claim 1 wherein copper hydroxide is reacted with said Group II A metal oxide or hydroxide.
Claim 15
Dependent Claim
21 words
The process of claim 1 wherein a Group II A metal oxide is reacted with said copper oxide or copper hydroxide.
Claim 16
Dependent Claim
21 words
The process of claim 1 wherein a Group II A metal hydroxide is reacted with said copper oxide or copper hydroxide.
Claim 17
Dependent Claim
15 words
The process of claim 1 wherein said Group II A metal compound is magnesium oxide.
Claim 18
Dependent Claim
15 words
The process of claim 1 wherein said Group II A metal compound is calcium oxide.
Claim 19
Dependent Claim
15 words
The process of claim 1 wherein said Group II A metal compound is strontium oxide.
Claim 20
Dependent Claim
15 words
The process of claim 1 wherein said Group II A metal compound is barium oxide.
Claim 21
Dependent Claim
15 words
The process of claim 1 wherein said Group II A metal compound is magnesium hydroxide.
Claim 22
Dependent Claim
15 words
The process of claim 1 wherein said Group II A metal compound is calcium hydroxide.
Claim 23
Dependent Claim
15 words
The process of claim 1 wherein said Group II A metal compound is strontium hydroxide.
Claim 24
Dependent Claim
15 words
The process of claim 1 wherein said Group II A metal compound is barium hydroxide.
Claim 25
Dependent Claim
67 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) a Group IIA metal oxide or hydroxide, and (3) an organo nickel compound.
Claim 26
Dependent Claim
67 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) a Group IIA metal oxide or hydroxide, and (3) an organo nickel compound.
Claim 27
Dependent Claim
14 words
The process of claim 24 wherein said organo nickel compound is a nickel carboxylate.
Claim 28
Dependent Claim
18 words
The process of claim 24 wherein said organo nickel compound is an inner organic complex salt of nickel.
Claim 29
Dependent Claim
12 words
The process of claim 25 wherein said nickel carboxylate is nickel stearate.
Claim 30
Dependent Claim
15 words
The process of claim 26 wherein said inner complex salt of nickel is nickel acetylacetonate.
Claim 31
Dependent Claim
97 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) a Group IIA metal oxide or hydroxide and (3) an organo nickel compound wherein the Group IIA metal to copper atomic ratio is from about 0.01:1 to about 3:1 and the nickel to copper atomic ratio is from about 0.005:1 to about 0.2:1.
Claim 32
Dependent Claim
97 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) a Group IIA metal oxide or hydroxide and (3) an organo nickel compound wherein the Group IIA metal to copper atomic ratio is from about 0.01:1 to about 3:1 and the nickel to copper atomic ratio is from about 0.005:1 to about 0.2:1.
Claim 33
Dependent Claim
21 words
The process of claim 1 wherein the Group IIA metal to copper atomic ratio is from about 0.01:1 to about 3:1.
Claim 34
Dependent Claim
19 words
The process of claim 29 wherein the nickel to copper atomic ratio is from about 0.001:1 to about 0.1:1.
Claim 35
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 36
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 37
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 38
Dependent Claim
24 words
The process of claim 1 wherein the reaction product is filtered to remove solid catalyst therefrom and an alkyldimethylamine is recovered from the filtrate.
Claim 39
Dependent Claim
16 words
The process of claim 1 wherein water of reaction is continuously removed from the reaction zone.
Claim 40
Dependent Claim
21 words
The process of claim 1 wherein the Group IIA metal to copper atomic ratio is from about 0.02:1 to about 3:1.
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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) | 1986-09-12 | 1987-03-14 | 1987-09-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-09-12 | 1991-03-14 | 1991-09-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-09-12 | 1995-03-14 | 1995-09-13 | $7700.00 | Window Closed / Lapsed |