Diaminoalkane syntheses via selective amination of hydroxyaldehydes
AssigneeShell Oil Company
InventorsJohn Frederik Knifton, Daniel John Janitor
Life of this patent
Estimating the term…
Abstract
Disclosed is a process for producing diaminoalkanes which comprises reacting a hydroxyalkanal characterized by two to six carbons, preferably 3-hydroxypropanal, with excess ammonia and sufficient hydrogen to stabilize a nickel or cobalt-containing hydroamination catalyst, at a temperature of at least 50.degree. C. and a pressure of at least 500 psig, until there is substantial formation of the desired diaminoalkane, wherein said catalyst comprises at least one metal selected from the group consisting of nickel and cobalt, or mixtures thereof, optionally in the presence of one or more promoters.
Claims27
A process for the production of diaminoalkanes which comprises:
- introducing into a reactor one or more by hydroxyalkanals;
- reacting said hydroxyalkanal in the presence of excess ammonia and hydrogen and in the presence of a catalyst comprising at least one metal selected from nickel or cobalt, or a mixture thereof, optionally on a support or as a bulk-metal catalyst;
- reacting said hydroxyalkanal at a temperature of from 140.degree. C. to 180.degree. C. at a pressure of at least 500 psi;
- and separating the diaminoalkane product.
A two-step process for the production of 1,3-diaminopropane which comprises:
- a) introducing into a reactor 3-hydroxypropanal, reacting said 3-hydroxypropanal in the presence of excess ammonia and hydrogen and in the presence of a nickel catalyst at a temperature of at least 50.degree. C. and a pressure of at least 500 psi;
- generating an intermediate comprising 3-amino-1-propanol,
- b) reacting said 3-amino-1-propanol in the presence of excess ammonia and hydrogen and in the presence of a cobalt catalyst, at a temperature of 140 to 200.degree. C. and a pressure of 1000 to 3000 psi;
- and isolating said 1,3-diaminopropane.
Dependencies are inferred from the claim text.