Nickel modified catalyst for the production of hydroxy ether hydrocarbons by vapor phase hydrogenolysis of cyclic acetals and ketals

Patent metadata

Field	Value
Publication number	US-9382179-B2
Application number	US-201414307956-A
Country	US
Kind code	B2
Filing date	Jun 18, 2014
Priority date	Jun 24, 2011
Publication date	Jul 5, 2016
Grant date	Jul 5, 2016

Abstract

Catalyst compositions of alumina supports containing palladium and nickel are selective in a vapor phase hydrogenolyzis reaction to convert cyclic acetal compounds and/or cyclic ketal compounds in the presence of hydrogen to their corresponding hydroxy ether hydrocarbon reaction products.

First claim

What we claim is:

1. A process comprising:
(a) contacting cyclic compounds with hydrogen in the presence of a catalyst composition in a reaction zone to produce a vapor hydroxy ether hydrocarbon,
(b) withdrawing from the reaction zone a vapor product stream comprising a vapor hydroxy ether hydrocarbon and hydrogen, and
(c) separating and recovering a hydroxy ether hydrocarbon composition from the product stream,
wherein said cyclic compounds comprise a cyclic acetal, a cyclic ketal, or a combination thereof, and
wherein the catalyst composition comprises an aluminum oxide support containing or on which is deposited 0.8 to 5 wt % of palladium and 500 to 3,000 ppmw of nickel, based on the weight of the catalyst composition.

2. The process of claim 1 , wherein the conversion of cyclic compounds is at least 70% and the selectivity to the production of hydroxy ether monohydrocarbons is at least 85%.

3. The process of claim 2 , wherein the selectivity is at least 90%.

4. The process of claim 3 , wherein the conversion is at least 75%.

5. The process of claim 4 , wherein the cyclic compound comprises a cyclic acetal.

6. The process of claim 1 , wherein a diether co-product is generated in an amount of less than 5 wt %.

7. The process of claim 1 , wherein the reaction zone conditions are above the dew point of product stream.

8. The process of claim 1 , wherein the reaction in the reaction zone is conducted in the absence of a liquid compound.

9. The process of claim 1 , wherein the cyclic compound comprises 2 propyl-1,3-dioxolane.

10. The process of claim 1 , wherein the temperature of the reaction zone is at least 180° C.

11. The process of claim 10 , wherein the partial pressure within the reaction zone is above the dew point of all the cyclic compounds within the composition fed to the reaction zone at reaction zone temperature.

12. The process of claim 1 , wherein the selectivity to the hydroxy ether compounds is at least 90 mole %.

13. The process of claim 1 , wherein the cyclic compounds have a practical vapor pressure in excess of 10 mm Hg at the temperature within the reaction zone.

14. The process of claim 13 , wherein the practical vapor pressure of the cyclic compounds is at least 50 mm Hg at the temperature within the reaction zone.

15. The process of claim 13 , wherein the temperature within the reaction zone is within a range of 180° C. to 250° C.

Assignees

• Eastman Chem Co

Inventors

• Billodeaux Damon Ray
• Devon Thomas James
• Tennant Brent Alan
• Sumner Jr Charles Edwan

Classifications

• C07C41/28 Primary

  from acetals, e.g. by dealcoholysis · CPC title

• C07C43/13

  containing hydroxy or O-metal groups (C07C43/11 takes precedence) · CPC title