Process for the hydrogenation of nitrated paraffins using a palladium on carbon catalyst characterized by a low ash and a low halide content

Claim 1

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°-450° 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.

Claim 2

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°-450° 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.

Claim 13

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°-460° F in the presence of said catalyst thereby forming a product stream containing hydrogenated product; and recovering said hydrogenated stream containing said hydrogenated product.

Claim 14

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°-460° F in the presence of said catalyst thereby forming a product stream containing hydrogenated product; and recovering said hydrogenated stream containing said hydrogenated product.

Claim 15

The method of preparing a primary amine of a C 6 -C 25 hydrocarbon by hydrogenating a corresponding charge nitrated C 6 -C 25 hydrocarbon which comprises hydrogenating said charge C 6 -C 25 nitrated hydrocarbon at hydrogenation conditions including hydrogenation temperature of 100°-450° 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.

Claim 16

The method of preparing a primary amine of a C 6 -C 25 hydrocarbon by hydrogenating a corresponding charge nitrated C 6 -C 25 hydrocarbon which comprises hydrogenating said charge C 6 -C 25 nitrated hydrocarbon at hydrogenation conditions including hydrogenation temperature of 100°-450° 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.

Claim 17

The method of preparing a primary amine of a C 6 -C 25 hydrocarbon by hydrogenating a corresponding charge nitrated C 6 -C 25 hydrocarbon which comprises hydrogenating said charge C 6 -C 25 nitrated hydrocarbon at hydrogenation conditions including hydrogenation temperature of 100°-450° 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.

Claim 18

The method of preparing a primary amine of a C 6 -C 25 hydrocarbon by hydrogenating a corresponding charge nitrated C 6 -C 25 hydrocarbon which comprises hydrogenating said charge C 6 -C 25 nitrated hydrocarbon at hydrogenation conditions including hydrogenation temperature of 100°-450° 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.