IP Library Granted Patent US 7,354,883
Granted Patent B2
US 7,354,883 · App. 10/576,302 · Granted Apr 8, 2008

Catalyst and method for the production of 1-olefins from 2-hydroxylkanes

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Quick Facts
Patent No.
US 7,354,883
App. No.
10/576,302
Granted
Apr 8, 2008
Kind
B2
Abstract

The present invention relates to a process for preparing 1-olefins from 2-hydroxyalkanes by catalytic elimination of water under nonisomerizing conditions and to a catalyst which is particularly well-suited for this process and formally comprises yttrium oxide (Y 2 O 3 ), zirconium dioxide (ZrO 2 ) and an alkali metal oxide and/or alkaline earth metal oxide.

Claims (20)

1. A catalyst comprising zirconium dioxide (ZrO 2 ), yttrium oxide (Y 2 O 3 ) and at least one oxide selected from among alkali metal oxides and alkaline earth metal oxides and in which the proportion of zirconium dioxide (ZrO 2 ) is from 80 to 99 parts by mass, the proportion by mass of yttrium oxide (Y 2 O 3 ) is from 0.5 to 10 parts by mass and the proportion of alkaline earth metal oxide and/or alkali metal oxide is from 0.1 to 3 parts by mass.

2. The catalyst as claimed in claim 1 , wherein the proportion of zirconium dioxide (ZrO 2 ) is from 90 to 98 parts by mass, the proportion by mass of yttrium oxide (Y 2 O 3 ) is from 1.5 to 8 parts by mass and the proportion of alkaline earth metal oxide and/or alkali metal oxide is from 0.5 to 2 parts by mass.

3. The catalyst as claimed in claim 2 , wherein the proportion of zirconium dioxide (ZrO 2 ) is from 93 to 96 parts by mass, the proportion by mass of yttrium oxide (Y 2 O 3 ) is from 3.5 to 6 parts by mass and the proportion of alkaline earth metal oxide and/or alkali metal oxide is from 0.5 to 1 part by mass.

4. The catalyst as claimed in claim 1 , which comprises an alkali metal oxide selected from among potassium oxide and sodium oxide.

5. The catalyst as claimed in claim 1 , which is in the form of granules, tablets, cylinders, rings or extrudates.

6. A process for preparing 1-olefins by catalytic dehydration (elimination of water) of alcohols at a temperature from 200 to 450° C., in which a catalyst as claimed in claim 1 is used as catalyst and at least one secondary 2-alcohol or a mixture thereof is used as alcohol.

7. The process as claimed in claim 6 , wherein at least one alcohol having from 3 to 27 carbon atoms is used.

8. The process as claimed in claim 7 , wherein 2-hydroxyoctane is used as alcohol.

9. The process as claimed in claim 6 , wherein a mixture comprising further alcohols and/or hydrocarbons and also, if desired, a diluent is used.

10. The process as claimed in claim 6 , wherein the dehydration is carried out in the gas phase or the mixed liquid/gas phase.

11. The process as claimed in claim 6 , wherein ketones are separated off and hydrogenated from the mixture obtained in the dehydration and the alcohols obtained are recirculated to the dehydration.

12. The process as claimed in claim 6 , wherein the reaction product mixture from the catalytic dehydration is separated into an olefin fraction, an alcohol-containing fraction and one or more fractions comprising by-products, and wherein the olefin fraction comprises from 96 to greater than 98% of 1-olefins.

13. The process as claimed in claim 6 , wherein the catalytic dehydration of alcohols is at a temperature from 280 to 380° C.

14. The process as claimed in claim 7 , wherein at least one alcohol having from 5 to 27 carbon atoms is used.

15. The process as claimed in claim 14 , wherein at least one alcohol having from 6 to 16 carbon atoms is used.

16. The process as claimed in claim 15 , wherein at least one alcohol having from 8 to 12 carbon atoms is used.

17. The process as claimed in claim 6 , wherein the dehydration is carried out under a pressure from 0.1 to 25 bar.

18. The process as claimed in claim 17 , wherein the pressure under which the dehydration is carried out is from 0.2 to 10 bar.

19. The process as claimed in claim 18 , wherein the pressure under which the dehydration is carried out is from 1 to 5 bar.

20. The process as claimed in claim 6 , wherein a composition is obtained; said composition comprising greater than 90% by mass of 1-octene.

Assignments (3)
MERGER Recorded Feb 26, 2014
From: EVONIK OXENO GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 032335/0453 →
CHANGE OF NAME Recorded Feb 25, 2010
From: OXENO OLEFINCHEMIE GMBH
To: EVONIK OXENO GMBH
Reel/Frame 024006/0287 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 15, 2008
From: KAIZIK, ALFRED; MASCHMEYER, DIETRICH; WIESE, KLAUS-DIETHER; BUESCHKEN, WILFRIED; GAUDSCHUN, KURT-ALFRED
To: OXENO OLEFINCHEMIE GMBH
Reel/Frame 020513/0688 →