Method for preparing branched alcohol

Patent metadata

Field	Value
Publication number	US-10179755-B2
Application number	US-201615577651-A
Country	US
Kind code	B2
Filing date	May 27, 2016
Priority date	May 29, 2015
Publication date	Jan 15, 2019
Grant date	Jan 15, 2019

Abstract

A method for preparing a branched alcohol by dimerizing an aliphatic monoalcohol having three or more carbon atoms in the presence of a base and a catalyst. The dimerization reaction is performed under atmospheric pressure while injecting a hydrogen gas. With this method, it is possible to obtain a dimerized alcohol with excellent yield even when using a branched aliphatic monoalcohol as the starting material.

First claim

The invention claimed is:

1. A method for preparing a branched alcohol, comprising:
providing a mixture comprising an aliphatic monoalcohol having five or more carbon atoms, a base comprising at least one member selected from the group consisting alkali metal hydroxides and alkali metal alkoxides, and a catalyst comprising at least one member selected from the group consisting of metal oxides and carbonyl compounds; and
subjecting said mixture to a dimerizing reaction, wherein the dimerizing reaction is carried out under atmospheric pressure and while blowing hydrogen gas into said mixture.

2. The branched alcohol preparation method of claim 1 , wherein the blowing of the hydrogen gas into the mixture is carried out by inserting a blowing tube into the mixture and bubbling hydrogen gas through the mixture.

3. The branched alcohol preparation method of claim 1 , wherein the aliphatic monoalcohol is an aliphatic monoalcohol having eight or more carbon atoms.

4. The branched alcohol preparation method of claim 1 , wherein the aliphatic monoalcohol is a branched aliphatic monoalcohol.

5. The branched alcohol preparation method of claim 1 , wherein a hydrogen gas blowing rate is about 0.05 to 25 L/min per mole of the monoalcohol.

6. The branched alcohol preparation method of claim 1 , wherein the dimerizing reaction temperature is the range of 150° C. to 250° C.

7. The branched alcohol preparation method of claim 1 , wherein the aliphatic monoalcohol is 1-octanol, 1-decanol or 3,5,5-trimethyl-1-hexanol.

8. The branched alcohol preparation method of claim 4 , wherein the branched aliphatic monoalcohol is 3,5,5-trimethyl-1-hexanol.

9. The branched alcohol preparation method of claim 1 , wherein the reaction is carried out while removing water that forms in the dimerization reaction.

10. The branched alcohol preparation method of claim 9 , wherein the removal of water is carried out by dehydration by physical adsorption, dehydration by phase separation using a Dean-Stark apparatus, or dehydration by chemical adsorption.

11. The branched alcohol preparation method of claim 10 , wherein the removal of water is carried out by dehydration by physical adsorption or dehydration by phase separation using a Dean-Stark apparatus.

12. The branched alcohol preparation method of claim 1 , wherein the catalyst is a metal oxide.

13. The branched alcohol preparation method of claim 3 , wherein the catalyst is a metal oxide.

14. The branched alcohol preparation method of claim 4 , wherein the catalyst is a metal oxide.

15. The branched alcohol preparation method of claim 7 , wherein the catalyst is a metal oxide.

16. The branched alcohol preparation method of claim 1 , wherein the catalyst is an aliphatic aldehyde.

17. The branched alcohol preparation method of claim 1 , wherein the catalyst is an aliphatic aldehyde having a skeleton and a number of carbon atoms corresponding to the aliphatic monoalcohol.

18. The branched alcohol preparation method of claim 3 , wherein the catalyst is an aliphatic aldehyde having a skeleton and a number of carbon atoms corresponding to the aliphatic monoalcohol.

19. The branched alcohol preparation method of claim 4 , wherein the catalyst is an aliphatic aldehyde having a skeleton and a number of carbon atoms corresponding to the aliphatic monoalcohol.

20. The branched alcohol preparation method of claim 7 , wherein the catalyst is an aliphatic aldehyde having a skeleton and a number of carbon atoms corresponding to the aliphatic monoalcohol.

Assignees

• Aist
• Nissan Chemical Ind Ltd

Inventors

• Kawanami Hajime
• Ishizaka Takayuki
• Fujiyama Hitomi
• Kakiuchi Nobuyuki
• Shiga Norihito

Classifications

• C07C29/34 Primary

  by condensation involving hydroxy groups or the mineral ester groups derived therefrom, e.g. Guerbet reaction · CPC title

• B01J31/0207

  Aldehydes or acetals · CPC title

• C07C31/125

  containing five to twenty-two carbon atoms · CPC title