Hydrogenation catalyst, its method of preparation and use

Patent metadata

Field	Value
Publication number	US-9861960-B2
Application number	US-201414916707-A
Country	US
Kind code	B2
Filing date	Sep 2, 2014
Priority date	Oct 18, 2013
Publication date	Jan 9, 2018
Grant date	Jan 9, 2018

Abstract

A method of preparing a hydrogenation catalyst, for example, a phthalate hydrogenation catalyst, comprising nebulizing a liquid containing a noble metal and a chelating agent comprising at least one nitrogen-containing functional group to form a nebulized liquid, and contacting the nebulized liquid with silica particles; a hydrogenation catalyst prepared by that method; and a method of hydrogenating unsaturated hydrocarbons, such as phthalates, in which an unsaturated hydrocarbon is contacted with hydrogen gas in the presence of the hydrogenation catalyst of the invention.

First claim

The invention claimed is:

1. A method for the preparation of a silica-supported noble metal hydrogenation catalyst having a radial penetration of the noble metal into silica particles of no more than about 40% of the average diameter of the silica particles in the range from about 0.7 mm to about 2.4 mm, the method comprising the steps of:
(a) nebulizing a liquid containing a noble metal and a chelating agent to form a nebulized liquid, wherein the chelating agent comprises at least one nitrogen-containing functional group selected from the group consisting of amine and imine functional groups; and
(b) contacting the nebulized liquid of step (a) with the silica particles to produce the silica-supported noble metal hydrogenation catalyst.

2. The method of claim 1 , wherein the noble metal is selected from the group consisting of ruthenium, rhodium, palladium, platinum, and mixtures thereof.

3. The method of claim 1 , wherein the nebulized liquid is in the form of a solution and wherein the noble metal is in the form of a noble metal salt.

4. The method of claim 3 , wherein the noble metal salt is a nitrosyl nitrate salt.

5. The method of claim 3 , wherein, in step (b), the silica particles are sprayed with a volume of the solution of the nebulized liquid corresponding to from about 20% to about 35% of the solvent absorption capacity of the silica-supported noble metal hydrogenation catalyst.

6. The method claim 1 , wherein the chelating agent further comprises at least one carboxylic acid or hydroxyl functional group.

7. The method of claim 6 , wherein the chelating agent has from 1 to 6 carboxylic acid or hydroxyl functional groups.

8. The method of claim 1 , wherein the chelating agent has from 2 to 20 carbon atoms.

9. The method of claim 1 , wherein the chelating agent has from 1 to 6 nitrogen-containing functional groups selected from the group consisting of amine and imine groups.

10. The method of claim 1 , wherein the chelating agent is triethanolamine.

11. The method of claim 1 , wherein the silica particles used in step (b) have an average diameter of no more than about 2.4 mm.

12. The method of claim 1 , wherein the liquid containing the noble metal and the chelating agent is nebulized using ultrasound.

13. The method of claim 1 , wherein the nebulized liquid containing the noble metal and the chelating agent has an average droplet size of from about 3 μm to about 40 μm.

14. The method of claim 1 , wherein the method further comprises the step (c) of calcining the silica-supported noble metal hydrogenation catalyst produced in step (b).

15. The method of claim 14 , further comprising the step (d) of contacting the silica-supported noble metal hydrogenation catalyst produced in step (b) or step (c) with hydrogen gas to form an activated silica-supported noble metal hydrogenation catalyst.

16. A silica-supported noble metal hydrogenation catalyst comprising a noble metal dispersed on silica particles and having a radial penetration of the noble metal into the silica particles of no more than about 40% of the average diameter of the silica particles in the range from about 0.7 mm to about 2.4 mm, the silica-supported noble metal hydrogenation catalyst prepared according to the method of claim 1 .

17. The silica-supported noble metal hydrogenation catalyst of claim 16 , wherein the silica-supported noble metal hydrogenation catalyst comprising from about 0.2 wt % to about 1.0 wt % of noble metal.

18. The silica-supported noble metal hydrogenation catalyst of claim 16 , wherein the noble metal is ruthenium.

19. The silica-supported noble metal hydrogenation catalyst of claim 16 , wherein the chelating agent is triethanolamine.

20. A method of hydrogenating an unsaturated hydrocarbon, comprising the step of contacting an unsaturated hydrocarbon with hydrogen gas in the presence of the silica-supported noble metal hydrogenation catalyst of claim 16 .

21. The method of claim 20 , wherein the unsaturated hydrocarbon is a phthalate.

Assignees

• Exxonmobil Chemical Patents Inc

Inventors

• Bai Chuansheng
• Beeckman Jean W
• Thornburg Adrienne J
• Fassbender Natalie A
• Datz Theodore E

Classifications

• B01J35/40

  characterised by dimensions, e.g. grain size (in a colloidal state B01J35/23; crystallite size B01J35/77) · CPC title

• B01J2531/821

  Ruthenium · CPC title

• C07C29/149

  with hydrogen or hydrogen-containing gases · CPC title

• B01J21/08

  Silica · CPC title

• C07C67/303

  by hydrogenation of unsaturated carbon-to-carbon bonds · CPC title