Process for hydrogenating an aromatic amine in the presence of a supported ruthenium catalyst
View Patent ↗The invention relates to a process for hydrogenating an aromatic amine that has at least one amino group bound to an aromatic nucleus with hydrogen in the presence of a supported catalyst that contains at least ruthenium as active metal. The catalyst support has a BET surface area in the range from greater than 30 m 2 /g to less than 70 m 2 /g and more than 50% of the pore volume of the catalyst support is formed by macropores having a pore diameter of greater than 50 nm and less than 50% are mesopores having a pore diameter of 2 to 50 nm.
1. A process for hydrogenating an aromatic amine having at least one amino group bound to an aromatic nucleus, comprising:
reacting the aromatic amine with hydrogen in the presence of at least one supported catalyst;
wherein the catalyst comprises as active metal, ruthenium alone or together with at least one metal selected from the group consisting of the first, seventh or eighth subgroups of the periodic system in an amount of 0.01 to 20 wt % of active metal, based on the supported catalyst, and a support selected from the group consisting of Al 2 O 3 , TiO 2 , ZrO 2 , SiO 2 , MgO, ZnO, spinels, aluminium silicates and active carbons and mixtures thereof, wherein the support has a BET surface area ranging from 32 m 2 /g to 67 m 2 /g, and wherein at least 55% of the pore volume of the catalyst support are macropores having a pore diameter of greater than 50 nm and less than 45% are mesopores having a pore diameter of 2 to 50 nm.
2. The process according to claim 1 , wherein the active metal has a penetration depth into the support in the range of 20 to 500 μm.
3. The process according to claim 1 , wherein the active metal has a penetration depth into the support in the range of 25 to 250 μm.
4. The process according to claim 1 , wherein a ratio of the surface area of the active metal, determined by CO pulse chemisorption, and of the support, determined by BET, is greater than 0.01.
5. The process according to claim 1 , wherein a ratio of the surface area of the active metal, determined by CO pulse chemisorption, and of the support, determined by BET, is greater than 0.03 to 0.3.
6. The process according to claim 1 , wherein ruthenium is present in an amount in the range of 0.2 to 3 wt. %, based on the supported catalyst.
7. The process according to claim 1 , wherein the aromatic amine is selected from the group consisting of 4,4′-diaminodiphenyl(C 1 to C 4 )alkane, a 2,4′-isomer thereof, a 2,2′-isomer thereof, and a mixture thereof.
8. The process according to claim 1 , wherein the aromatic amine is selected from the group consisting of 4,4′-diaminodiphenylmethane, an isomer thereof, and a mixture thereof.
9. The process according to claim 1 , wherein the hydrogenation is performed at a temperature in the range from 20 to 200° C., and a hydrogen partial pressure in the range of 3 to 30 MPa.
10. The process according to claim 1 , wherein the hydrogenation is performed at a temperature in the range from 50 to 150° C., and a hydrogen partial pressure in the range of 3 to 10 MPa.
11. The process according to claim 1 , wherein the hydrogenation is performed in a fixed-bed reactor or a multitube fixed-bed reactor or both.
12. The process according to claim 1 , wherein the hydrogenation is performed in a reactor in a trickle-bed mode.