Method for producing N-substituted amine compounds through catalyzed alkylation

摘要

The invention relates to a method for producing a N-substituted amine compound by catalyzed alkylation. The method uses amine and alcohol or two kinds of amines as the reaction materials, employs composite metal oxides catalyst at a reaction temperature of 80-180° C. to catalyze the reaction for 6-36 hours, so as to produce the N-substituted amine compound. The reaction condition of the method of the invention is relatively moderate, using a catalyst made of cheap non-noble metals, which is non-caustic and easy to be separated and reused. The reaction does not need any medium and has relatively high conversion rate and selectivity.

主权项

1. A method for producing a N-substituted amine compound, comprising:
reacting a first amine with an alcohol or with a second amine in the presence of a composite metal oxide catalyst, wherein the composite metal oxides catalyst is CuO—NiO—Fe3O4, NiO—Fe3O4, CuO—Fe3O4 or CuO—NiO; wherein the first amine and the second amine are the same or different and independently (1) an aliphatic amine selected from group consisting ofwherein R1 and R2 are each independently a linear or branched alkyl with a carbon number of 1 to 18 or hydrogen, m is an integer of 1 to 6, and n is an integer of 1 to 12; or
(2) an aromatic amine selected from group consisting ofwherein R1 and R2 are each independently a linear or branched alkyl with a carbon number of 1 to 18, hydrogen, methoxyl, phenyl, phenoxyl, fluorine, chlorine, bromine, or iodine, n is an integer of 0 to 12;
wherein the alcohol is (1) an aliphatic alcohol selected from the group consisting of:wherein R1 and R2 are each independently a linear or branched alkyl with a carbon number of 1 to 18 or a hydrogen, m is an integer of 1 to 6, and n is an integer of 2 to 8; or
(2) an aromatic alcohol selected from the group consisting of:wherein R1 and R2 are each independently a linear or branched alkyl with a carbon number of 1 to 18, hydrogen, methoxyl, phenyl, phenoxy, fluorine, chlorine, bromine, or iodine, n is an integer of 1 to 4; and
wherein the composite metal oxide catalyst is produced by the following steps:
1) adding an aqueous solution of any two or three nitrates selected from Cu(NO3)2, Ni(NO3)2, and Fe(NO3)3, and an aqueous Al(NO3)3 solution, to an aqueous alkali metal oxide or hydroxide solution, aqueous ammonia, or aqueous carbamide solution which functions as a precipitator to coprecipitate;2) after step 1), providing a crude catalyst by washing, drying in the air, calcining, and reducing in hydrogen gas; and3) using an aqueous alkali metal hydroxide solution to remove any alumina in the crude catalyst obtained in steps 1), and 2) to provide a composite metal oxides catalyst CuO—NiO—Fe3O4, NiO—Fe3O4, CuO—Fe3O4, or CuO—NiO.