Method for producing aldehyde

Patent metadata

Field	Value
Publication number	US-9315439-B2
Application number	US-201314411315-A
Country	US
Kind code	B2
Filing date	Jun 11, 2013
Priority date	Jun 27, 2012
Publication date	Apr 19, 2016
Grant date	Apr 19, 2016

Abstract

Provided is an aldehyde production method that can provide target aldehydes with excellent aldehyde selectivity and a high conversion for a long period of time. The method includes bringing a mixed gas containing a vaporized primary alcohol and an inert gas into contact with a film-type dehydrogenation catalyst so as to dehydrogenate the primary alcohol in the mixed gas, thereby obtaining an aldehyde. The partial pressure of the primary alcohol in the mixed gas is 50 kPa or lower, and the film-type dehydrogenation catalyst is formed by providing a thin film catalyst layer on a support.

First claim

The invention claimed is:

1. A method for producing an aldehyde, comprising bringing a mixed gas containing a vaporized primary alcohol and an inert gas into contact with a film-type dehydrogenation catalyst so as to dehydrogenate the primary alcohol in the mixed gas, thereby obtaining an aldehyde, the partial pressure of the primary alcohol in the mixed gas being 50 kPa or lower, and the film-type dehydrogenation catalyst being formed by providing a thin film catalyst layer on a support.

2. The method for producing an aldehyde according to claim 1 , wherein the dehydrogenation catalyst comprises copper as an active species.

3. The method for producing an aldehyde according to claim 2 , wherein the dehydrogenation catalyst further comprises zinc or iron as an active species.

4. The method for producing an aldehyde according to claim 1 , wherein the inert gas contains nitrogen or a rare gas.

5. The method for producing an aldehyde according to claim 1 , wherein the reaction temperature is in a range of 200° C. to 300° C.

6. The method for producing an aldehyde according to claim 1 , wherein the reaction pressure is in a range of 10 kPa to 102 kPa.

7. The method for producing an aldehyde according to claim 2 , wherein the dehydrogenation catalyst is supported on a carrier.

8. The method for producing an aldehyde according to claim 7 , wherein the carrier is an oxide or a hydroxide of zinc or aluminum.

9. The method for producing an aldehyde according to claim 1 , wherein the primary alcohol is a saturated aliphatic alcohol with a carbon number of 4 to 18.

10. The method for producing an aldehyde according to claim 1 , wherein the dehydrogenation catalyst is a film-type dehydrogenation catalyst that is formed by providing on a support a thin film catalyst layer containing a powdered catalyst and a silicon-containing resin as a binder.

11. The method for producing an aldehyde according to claim 10 , wherein the silicon-containing resin is polycarbosilane, polysiloxane, polyborosiloxane, polytitanosiloxane, polysilazane, polyorganoaminosilane, polysilastyrene, polytitanocarbosilane, polyzirconocarbosilane, or polyorganosiloxane.

12. The method for producing an aldehyde according to claim 10 , wherein the film-type dehydrogenation catalyst is a catalyst obtained by coating the support with a mixture of the powdered catalyst and the silicon-containing resin and curing the silicon-containing resin to fix the powdered catalyst on the support.

13. The method for producing an aldehyde according to claim 1 , wherein the step of bringing the gas into contact with the dehydrogenation catalyst is performed by continuously passing the gas through a reactor packed with the film-type dehydrogenation catalyst.

14. The method for producing an aldehyde according to claim 10 , wherein the weight ratio of the powdered catalyst and the silicon-containing resin (the powdered catalyst:the silicon-containing resin) is 85:15 to 15:85.

15. The method for producing an aldehyde according to claim 10 , wherein the silicon-containing resin has a cross-linked structure.

16. The method for producing an aldehyde according to claim 1 , wherein the primary alcohol is a saturated aliphatic alcohol with a carbon number of 6 to 12.

17. The method for producing an aldehyde according to claim 10 , wherein the powdered catalyst is a copper-based powdered catalyst.

18. The method for producing an aldehyde according to claim 10 , wherein the powdered catalyst as a composition containing a carrier is a catalyst containing copper-iron-aluminum (CuFeAl).

19. The method for producing an aldehyde according to claim 10 , wherein the atomic ratio of copper/iron/aluminum (copper/iron/aluminum) is 1/0.4-2.5/0.5-5.0.

20. The method for producing an aldehyde according to claim 10 , wherein the silicon-containing resin is polyorganosiloxane or polytitanocarbosilane.

Assignees

• Kao Corp

Inventors

• Arai Tsubasa
• Kono Jun
• Asada Takahiro
• Nishimura Ryo
• Matsui Kunio
• Kodama Satoshi

Classifications

• C07C45/002 Primary

  by dehydrogenation · CPC title

• C07C45/29 Primary

  of hydroxy groups · CPC title

• C07C47/02

  Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen · CPC title