Process for the hydrogenation of nitrated paraffins using a palladium on carbon catalyst characterized by a low ash and a low halide content
AssigneeTexaco Inc.
InventorsRobert M. Suggitt, Joseph H. Coone, Jr., Walter C. Gates, Jr.
Life of this patent
Estimating the term…
Abstract
Nitrated hydrocarbons, such as nitroparaffins, are reduced to amines by use of palladium on a carbon catalyst characterized by low ash and low halide.
Claims14
The method of preparing an amine by hydrogenating a corresponding charge nitrated hydrocarbon which comprises
- hydrogenating said charge at hydrogenation conditions including hydrogenation temperature of 100.degree.-450.degree. F in the presence of a catalyst prepared by
- leaching a high ash carbon in contact with a hydrohalic acid thereby forming a reduced ash carbon containing halide values;
- leaching said reduced ash carbon in contact with a solution containing at least one composition selected from the group consisting of water-soluble organic carboxylic acids and ammonium salts thereof thereby forming a reduced ash carbon containing decreased halide values;
- and
- depositing palladium on said reduced ash carbon containing decreased halide values thereby forming the catalyst;
- thereby forming a product stream containing hydrogenated product;
- and
- recovering said product stream containing said hydrogenated product.
The method which comprises
- leaching a high ash carbon in contact with a hydrohalic acid thereby forming a reduced ash carbon containing halide values;
- leaching said reduced ash carbon in contact with a solution containing at least one composition selected from the group consisting of water-soluble organic carboxylic acids and ammonium salts thereof thereby forming a reduced ash carbon containing decreased halide values;
- depositing palladium on said reduced ash carbon containing decreased halide values thereby forming the catalyst;
- hydrogenating a charge nitrated hydrocarbon at hydrogenation conditions including hydrogenation temperature of 100.degree.-460.degree. F in the presence of said catalyst thereby forming a product stream containing hydrogenated product;
- and
- recovering said hydrogenated stream containing said hydrogenated product.
The method of preparing a primary amine of a C.sub.6 -C.sub.25 hydrocarbon by hydrogenating a corresponding charge nitrated C.sub.6 -C.sub.25 hydrocarbon which comprises
- hydrogenating said charge C.sub.6 -C.sub.25 nitrated hydrocarbon at hydrogenation conditions including hydrogenation temperature of 100.degree.-450.degree. F and hydrogenation pressure of 10-300 atmospheres in the presence of, as catalyst a pelletted carbon having an ash content of less than about 0.1% and a halide content of less than about 0.5% and bearing 0.2-5% of palladium deposited thereon, said catalyst having been prepared by
- leaching a high ash carbon in contact with an aqueous solution containing hydrofluoric acid thereby forming a reduced ash carbon containing halide values;
- leaching said reduced ash carbon containing halide values in contact with an aqueous solution containing acetic acid thereby forming a reduced ash carbon containing decreased halide values;
- and
- depositing palladium metal on said reduced ash carbon containing decreased halide values;
- thereby forming a product stream containing hydrogenated product;
- and
- recovering said product stream containing said hydrogenated product.
The method of preparing a primary amine of a C.sub.6 -C.sub.25 hydrocarbon by hydrogenating a corresponding charge nitrated C.sub.6 -C.sub.25 hydrocarbon which comprises
- hydrogenating said charge C.sub.6 -C.sub.25 nitrated hydrocarbon at hydrogenation conditions including hydrogenation temperature of 100.degree.-450.degree. F and hydrogenation pressure of 10-300 atmospheres in the presence of, as catalyst a pelletted carbon having an ash content of less than about 0.1% and a halide content of less than about 0.5% and bearing 0.2-5% of palladium deposited thereon, said catalyst having been prepared by
- leaching a high ash carbon in contact with an aqueous solution containing hydrochloric acid thereby forming a reduced ash carbon containing chloride values;
- leaching said reduced ash carbon containing chloride values with an aqueous solution containing hydrofluoric acid thereby forming a reduced ash carbon containing fluoride values;
- leaching said reduced ash carbon containing fluoride values in contact with an aqueous solution containing acetic acid thereby forming a reduced ash carbon containing decreased halide values;
- and
- depositing palladium metal on said reduced ash carbon containing decreased halide values;
- thereby forming a product stream containing hydrogenated product;
- and
- recovering said product stream containing said hydrogenated product.
Dependencies are inferred from the claim text.