Process for the selective hydrogenation of vegetable oils

Patent metadata

Field	Value
Publication number	US-10208271-B2
Application number	US-201515538352-A
Country	US
Kind code	B2
Filing date	Dec 21, 2015
Priority date	Dec 22, 2014
Publication date	Feb 19, 2019
Grant date	Feb 19, 2019

Abstract

Process for the catalytic hydrogenation of vegetable oils wherein the oil is placed in contact with molecular hydrogen in the presence of a metal catalyst, and the process is performed in the absence of water or in the presence of a quantity of water equal to or less than 5:1 with respect to the weight of the metal catalyst and at a temperature equal to or less than 50° C.

First claim

The invention claimed is:

1. A process for the selective conversion of polyunsaturated fatty acids into monounsaturated fatty acids of triglycerides present in vegetable oils, with a trans-isomerization degree of less than 50% of the formed monounsaturated fatty acids, wherein the oil is placed in contact with molecular hydrogen in the presence of a metal catalyst, wherein said process is performed in the absence of water or in the presence of a quantity of water equal to or less than 5:1 with respect to the weight of the metal catalyst and at a temperature from 18 to 3° C. and for a duration of from 5 minutes to 6 hours.

2. The process according to claim 1 , wherein said metal catalyst is selected from nickel, platinum, palladium, osmium, iridium, copper, iron, rhodium, ruthenium, molybdenum, tungsten and mixtures thereof.

3. The process according to claim 2 , wherein said metal catalyst comprises metallic Palladium.

4. The process according to claim 3 , wherein the conversion is performed in the presence of 20 mg/kg-500 mg/kg of metallic Palladium with respect to the vegetable oil.

5. The process according to claim 3 , wherein said metal catalyst comprises 0.1-5% by weight of metallic Palladium.

6. The process according to claim 1 , wherein said metal catalyst is supported.

7. The process according to claim 6 , wherein the support of said metal catalyst is selected from alumina, carbon, CeO 2 , ZrO 2 , CrO 2 , TiO 2 , MgO, silica, inorganic-organic sol-gel matrices, polycrystalline oxide substrates, amorphous carbon, zeolites, aluminosilicates, alkaline earth carbonates such as magnesium carbonate, calcium carbonate or barium carbonate, barium sulfate, montmorillonites, polymer matrices, ion-exchange resins, polyfunctional resins, ceramic supports or a mixture of two or more thereof.

8. The process according to claim 7 , wherein the catalyst comprises metallic Palladium supported on alumina or carbon.

9. The process according to claim 1 , wherein the said process is performed at a molecular Hydrogen pressure of from 1 to 15 bar.

10. The process according to claim 9 wherein the molecular Hydrogen pressure is of below 5 bar.

11. The process according to claim 1 performed in the presence of a organic solvent selected from hydrocarbons, esters, ketones, C3-C6 alcohols, and ethers.

12. The process according to claim 11 , wherein the weight ratio of organic solvent to vegetable oil is from 0.25:1 to 3:1.

13. The process according to claim 12 , wherein the weight ratio of organic solvent to vegetable oil is from 1:1 to 2:1.

14. A process for the selective conversion of polyunsaturated fatty acids into monounsaturated fatty acids of triglycerides present in vegetable oils selected from sunflower oil, oils from Brassicaceae or Cardoon oils, with a trans-isomerization degree of less than 50% of the formed monounsaturated fatty acids, the said conversion being performed using a metal catalyst and in the absence of water or in the presence of a quantity of water equal to or less than 5:1 with respect to the weight of the metal catalyst and at a temperature equal of 18 to 3° C. and for a duration of from 5 minutes to 6 hours.

15. The process according to claim 4 , wherein said metal catalyst comprises 0.1-5% by weight of metallic Palladium.

16. The process according to claim 2 , wherein the said process is performed at a molecular Hydrogen pressure of from 1 to 15 bar.

17. The process according to claim 3 , wherein the said process is performed at a molecular Hydrogen pressure of from 1 to 15 bar.

18. The process according to claim 4 , wherein the said process is performed at a molecular Hydrogen pressure of from 1 to 15 bar.

19. The process according to claim 5 , wherein the said process is performed at a molecular Hydrogen pressure of from 1 to 15 bar.

20. The process according to claim 1 , wherein the duration is from 60 minutes to 300 minutes.

21. The process according to claim 14 , wherein the duration is from 60 minutes to 300 minutes.

Assignees

• Novamont Spa

Inventors

• Borsotti Giampietro
• Capuzzi Luigi
• Digioia Francesca

Classifications

• C07C69/58

  Esters of straight chain acids with eighteen carbon atoms in the acid moiety · CPC title

• C07B2200/09

  Geometrical isomers · CPC title

• C07C67/303

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

• C11C3/123

  using catalysts based principally on nickel or derivates · CPC title

• C11C3/126 Primary

  using catalysts based principally on other metals or derivates · CPC title