US3673251A
Expired / Lapsed
US
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Process for the catalytic reductive amination of nitriles
Assignee: Millennium Petrochemicals Inc
•
Filing: 1969-04-30
•
Granted: 1972-06-27
•
Expires: 1989-04-30
Abstract
Abstract A cyclic process is provided for preparing secondary and/or tertiary mono-, di- or polyamines by the continuous catalytic reductive amination of mono-, di- or polynitriles, which comprises continuously hydrogenating the nitrile in the presence of a hydrogenation catalyst and a primary or a secondary mono-, di- or polyamine reactant, removing the gaseous byproduct mixture, which consists of ammonia, unreacted hydrogen and volatilized primary or secondary amine reactant, from the reaction mixture, separating the ammonia from the gaseous byproduct mixture by selective absorption, and recycling the hydrogen and amine reactant.
Inventors
- 👤 Hans Z Lecher
- 👤 Orville D Frampton
- 👤 Joel B Pedigo
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 19:34
CPC Classifications
C; C07; C07C; C07C255/00; C07C209/00; C07C209/44; C07C209/48; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/582
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
13 words
A process in accordance with claim 1 wherein the nitrile is a mononitrile.
Claim 2
Dependent Claim
13 words
A process in accordance with claim 1 wherein the nitrile is a dinitrile.
Claim 3
Dependent Claim
13 words
A process in accordance with claim 1 wherein the nitrile is a polynitrile.
Claim 4
Dependent Claim
15 words
A process in accordance with claim 1 wherein the amine reactant is a primary amine.
Claim 5
Dependent Claim
15 words
A process in accordance with claim 1 wherein the amine reactant is a secondary amine.
Claim 6
Dependent Claim
17 words
A process in accordance with claim 1 wherein the amine reactant is a primary or secondary poly-amine.
Claim 7
Dependent Claim
12 words
A process in accordance with claim 1 wherein the nitrile is 1,3-dicyanobutane.
Claim 8
Dependent Claim
14 words
A process in accordance with claim 1 wherein the nitrile is Alpha -methylene glutaronitrile.
Claim 9
Dependent Claim
16 words
A process in accordance with claim 1 wherein the amine is diethylamine, ethylamine, methylamine or dimethylamine.
Claim 10
Dependent Claim
25 words
A process in accordance with claim 1 wherein the absorbent is an anhydrous neutral salt capable of forming an ammoniate or ammine with gaseous ammonia.
Claim 11
Dependent Claim
13 words
A process in accordance with claim 1 wherein the absorbent is calcium chloride.
Claim 12
Dependent Claim
32 words
A process in accordance with claim 1 including the step of fractionally distilling the secondary amine and/or tertiary amine product to recover the secondary amine and/or tertiary amine substantially free of reactant.
Claim 13
Dependent Claim
26 words
A process in accordance with claim 1 wherein the liquid reactants are allowed to trickle over the supported hydrogenation catalyst and the continuous phase is gaseous.
Claim 14
Dependent Claim
26 words
A process in accordance with claim 1, wherein the amine reactant is formed during the hydrogenation of a dinitrile reactant in situ in the reaction mixture.
Claim 15
Dependent Claim
38 words
A process in accordance with claim 1, wherein the nitrile reactant is a polynitrile of the formula wherein R and R4 are organic radicals having from one to about 30 carbon atoms and n2 is 2 to 40.
Claim 16
Dependent Claim
30 words
A process in accordance with claim 1 wherein the amine reactant is employed in an amount within the range from about 1 to about 16 moles per mole of nitrile.
References Cited (Backward Citations)
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Cited
US1787875A
Cited
US1834814A
Cited
US2784232A
Cited
US3217028A
Cited
US3444205A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-06-27 | 1975-12-27 | 1976-06-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-06-27 | 1979-12-27 | 1980-06-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-06-27 | 1983-12-27 | 1984-06-27 | $7700.00 | Window Closed / Lapsed |