US4532324A
Expired / Lapsed
US
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Catalytic process for the coproduction of morpholine and 2-(2-hydroxyethoxy)ethylamine from diethylene glycol
Assignee: Texaco Inc
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Filing: 1984-01-25
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Granted: 1985-07-30
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Expires: 2004-01-25
Abstract
Abstract An enhanced yield of 2-(2-hydroxyethoxy)ethylamine is obtainable when diethylene glycol is reductively aminated over a catalyst consisting of cobalt, copper and ceria or thoria or a mixture thereof.
Inventors
- 👤 Terry L. Renken
- 👤 John R. Sanderson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 07:50
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/02; C07D295/023; B; B01; B01J; B01J23/00; B01J23/70; B01J23/76; B01J23/83; C07C; C07C213/00; C07C213/02
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
52 words
In the catalytic reductive amination of diethylene glycol for the coproduction of morpholine and 2-(2-hydroxyethoxy)ethyl amine, the improvement for obtaining an enhanced yield of 2-(2-hydroxyethoxy)ethyl amine which comprises the step of: conducting said reductive amination of diethylene glycol in the presence of a catalyst consisting of cobalt, copper and ceria and/or thoria.
Claim 2
Dependent Claim
52 words
In the catalytic reductive amination of diethylene glycol for the coproduction of morpholine and 2-(2-hydroxyethoxy)ethyl amine, the improvement for obtaining an enhanced yield of 2-(2-hydroxyethoxy)ethyl amine which comprises the step of: conducting said reductive amination of diethylene glycol in the presence of a catalyst consisting of cobalt, copper and ceria and/or thoria.
Claim 3
Dependent Claim
47 words
In a method as in claim 1, the improvement which comprises using a catalyst consisting of from about 25 to about 94 wt.% cobalt, from about 5 to about 74 wt.% of copper and correspondingly, about 1 to about 40 wt.% of ceria or thoria or both.
Claim 4
Dependent Claim
48 words
In a method as in claim 1, the improvement which comprises using a catalyst consisting of from about 60 to about 85 wt.% of cobalt, from about 10 to about 30 wt.% of copper and correspondingly, about 5 to about 20 wt.% of ceria or thoria or both.
Claim 5
Independent Claim
72 words
A method for the coproduction of morpholine and 2-(2-hydroxyethoxy)ethyl amine which comprises contacting diethylene glycol with a catalyst consisting of cobalt, copper and ceria and/or thoria in the presence of ammonia and hydrogen under reductive amination conditions including a temperature within the range of about 150° to about 260° C. and a pressure within the range of about 500 to about 3500 psig. whereby an enhanced yield of 2-(2-hydroxyethyoxy)ethyl amine is obtained.
Claim 6
Independent Claim
72 words
A method for the coproduction of morpholine and 2-(2-hydroxyethoxy)ethyl amine which comprises contacting diethylene glycol with a catalyst consisting of cobalt, copper and ceria and/or thoria in the presence of ammonia and hydrogen under reductive amination conditions including a temperature within the range of about 150° to about 260° C. and a pressure within the range of about 500 to about 3500 psig. whereby an enhanced yield of 2-(2-hydroxyethyoxy)ethyl amine is obtained.
Claim 7
Dependent Claim
79 words
A method as in claim 4 wherein the molar ratio of ammonia to diethylene glycol is within the range of about 1 to about 50, wherein the molar ratio of hydrogen to diethylene glycol is within the range of about 0.01 to about 1.0 percent and wherein the catalyst consists of about 25 to about 94 wt.% of cobalt, about 5 to about 74 wt.% of copper and correspondingly, about 1 to about 40 wt.% of ceria or thoria.
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) | 1988-07-29 | 1989-01-28 | 1989-07-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-07-29 | 1993-01-28 | 1993-07-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-07-29 | 1997-01-28 | 1997-07-30 | $7700.00 | Window Closed / Lapsed |