Selective hydrogenation process using a nickel catalyst prepared with an additive containing an amine or amide function or an amino acid

Patent metadata

Field	Value
Publication number	US-10501694-B2
Application number	US-201715852337-A
Country	US
Kind code	B2
Filing date	Dec 22, 2017
Priority date	Dec 22, 2016
Publication date	Dec 10, 2019
Grant date	Dec 10, 2019

Abstract

Selective hydrogenation of polyunsaturated compounds containing at least 2 carbon atoms per molecule contained in a hydrocarbon feed with a final boiling point of 300° C. or less, in the presence of a catalyst having a support formed from alumina and an active phase constituted by nickel, said catalyst being prepared by:
i) bringing said support into contact with at least one solution containing at least one precursor of nickel; ii) bringing said support into contact with at least one solution containing at least one organic compound comprising at least one amine function with the empirical formula C x N y H z in which x is in the range 1 to 20, y=1−x and z=2−2x+2, or an amide function, or an amino acid, iii) drying said impregnated support at a temperature of less than 250° C.; steps i) and ii) being carried out separately, in any order, or simultaneously.

First claim

The invention claimed is:

1. A process comprising selective hydrogenation of polyunsaturated compounds containing at least 2 carbon atoms per molecule, contained in a hydrocarbon feed that is a C2 cut from steam cracking, a C2-C3 cut from steam cracking, a C3 cut from steam cracking, a C4 cut from steam cracking, a C5 cut from steam cracking or gasolines from steam cracking, with a final boiling point of 300° C. or less, said process being carried out at a temperature in the range 0° C. to 300° C., at a pressure in the range 0.1 to 10 MPa, in liquid phase at a molar ratio of hydrogen/(polyunsaturated compounds to be hydrogenated) in the range 0.1 to 10 and at an hourly space velocity in the range 0.1 to 200 h −1 , or in gas phase at a molar ratio of hydrogen/(polyunsaturated compounds to be hydrogenated) in the range 0.5 to 1000 and at an hourly space velocity in the range 100 to 40000 h −1 , in the presence of a catalyst comprising a support formed from alumina and an active phase constituted by nickel, said catalyst being prepared by a process comprising at least:
i) bringing said support into contact with at least one solution containing at least one precursor of nickel;
ii) bringing said support into contact with at least one solution containing at least one organic compound having 1 to 20 carbon atoms and at least one amine function with the empirical formula C x N y H z in which 1≤x≤20, 1≤y≤x, 2≤z≤2x+2, or at least one amide function, or at least one amino acid, to produce an impregnated support,
iii) drying said impregnated support at a temperature of less than 250° C. so as to obtain a dried catalyst comprising nickel in the form of nanoparticles measured, in oxide form, of 1.5 to 10.0 nm;
i) and ii) being carried out separately, in any order, or simultaneously.

2. The process as claimed in claim 1 , further comprising at iv) at least one calcination of said dried catalyst obtained in iii) at a temperature in the range 250° C. to 1000° C.

3. The process as claimed in claim 1 , wherein i) and ii) are carried out simultaneously.

4. The process as claimed in claim 1 , wherein i) is carried out before ii).

5. The process as claimed in claim 1 , wherein ii) is carried out before i).

6. The process as claimed in claim 1 , wherein i) and/or ii) is (are) carried out by dry impregnation.

7. The process as claimed in claim 1 , wherein the catalyst has a nickel content is in the range 1% to 35% by weight with respect to the total catalyst weight.

8. The process as claimed in claim 1 , wherein the at least one organic compound is an amino acid.

9. The process as claimed in claim 1 , wherein the at least one organic compound comprises at least one amide function that is an acyclic amide function or a cyclic amide function.

10. The process as claimed in claim 1 , wherein the at least one organic compound comprises at least one amide function and at least one other function which differs from the at least one amide function, that is a carboxylic acid function or an alcohol function.

11. The process as claimed in claim 9 , wherein the at least one organic compound furthermore comprises a supplemental nitrogen heteroatom and is urea, N-methylurea, N,N′-dimethylurea, 1,1-dimethylurea or tetramethylurea, in any one of their isomeric forms.

12. The process as claimed in claim 1 , wherein the feed is a C2 cut from steam cracking or a C2-C3 cut from steam cracking, and in which process in a gas phase the molar ratio of (hydrogen)/(polyunsaturated compounds to be hydrogenated) is in the range 0.5 to 1000, the temperature is in the range 0° C. to 300° C., the hourly space velocity (HSV) is in the range 100 to 40000 h −1 , and the pressure is in the range 0.1 to 6.0 MPa.

13. The process as claimed in claim 1 , wherein the feed is gasolines from steam cracking and in which process in a liquid phase the molar ratio of (hydrogen)/(polyunsaturated compounds to be hydrogenated) is in the range 0.5 to 10, the temperature is in the range 0° C. to 200° C., the hourly space velocity (HSV) is in the range 0.5 to 100 h −1 , and the pressure is in the range 0.3 to 8.0 MPa.

14. The process as claimed in claim 1 , wherein the polyunsaturated compounds containing at least 2 carbon atoms per molecule are diolefins, acetylenes and/or alkenylaromatics.

15. The process as claimed in claim 1 , carried out in gas phase.

16. The process as claimed in claim 1 , carried out in liquid phase.

Assignees

• Ifp Energies Now

Inventors

• Dubreuil Anne-Claire
• Martel Agathe

Classifications

• C10G45/36 Primary

  containing nickel or cobalt metal, or compounds thereof · CPC title

• B01J31/04

  containing carboxylic acids or their salts {(B01J31/0277 - B01J31/0298 take precedence; multi-metal carboxylate complexes like Pd (II) acetate, i.e. Pd3 (OAc) 6 or Cr(II)acetate, i.e. Cr2(OAc)4 B01J31/2226)} · CPC title

• B01J21/04

  Alumina · CPC title

• B01J2531/847

  Nickel · CPC title

• B01J31/0247

  Imides, amides or imidates (R-C=NR(OR)) · CPC title