Process for preparing an unsaturated alcohol

Patent metadata

Field	Value
Publication number	US-10766840-B2
Application number	US-201816488962-A
Country	US
Kind code	B2
Filing date	Feb 27, 2018
Priority date	Feb 28, 2017
Publication date	Sep 8, 2020
Grant date	Sep 8, 2020

Abstract

The present invention relates to a process for preparing an unsaturated alcohol, preferably 3,7-dimethyl-2,6-octadienal, by contacting an alkene, preferably isobutene, with formaldehyde in the presence a condensation catalyst comprising a zeolitic material comprising the framework structure of which comprises a tetravalent element Y other than Si.

First claim

The invention claimed is:

1. A process for preparing a compound of formula (II)

comprising
(i) providing a mixture comprising formaldehyde and a compound of formula (I)

(ii) contacting the mixture, provided in (i) with a condensation catalyst comprising a zeolitic material, obtaining a mixture (ii) comprising the compound of formula (II);
wherein R 1 , R 2 and R 3 are independently of each other selected from the group consisting of H, optionally substituted C 1 -C 10 alkyl, optionally substituted C 2 -C 10 alkenyl and optionally substituted aryl having from 6 to 12 carbon atoms;
wherein the framework structure of the zeolitic material in (ii) comprises Si, O, optionally Al, and a tetravalent element Y other than Si, which is one or more of Sn, Ti, Zr, and Ge, wherein in the framework structure of the zeolitic material in (ii), the molar ratio Al:Si is in the range of from 0:1 to 0.001:1, and
wherein the framework structure of the zeolitic material in (ii) has framework type BEA, MFI, MWW, or a mixed structure thereof.

2. The process of claim 1 , wherein Y is one or more of Sn and Zr.

3. The process of claim 1 , where the framework structure of the zeolitic material in (ii) comprises Y in an amount of from 1 to 20 weight-%, based on the total weight of the zeolitic material.

4. The process of claim 1 , wherein the framework structure of the zeolitic material in (ii) does not comprise a trivalent element X other than optionally Al.

5. The process of claim 1 , wherein at least 99 weight-% of the framework structure of the zeolitic material in (ii) consist of Si, Y, O and H.

6. The process of claim 1 , wherein the framework structure of the zeolitic material in (ii) has framework type BEA.

7. The process of claim 6 , wherein the zeolitic material comprises Sn in an amount in the range of from 2 to 20 weight-% based on the total weight of the zeolitic material.

8. The process of claim 1 , wherein the formaldehyde in (i) is one or more of aqueous formaldehyde, trioxane and paraformaldehyde.

9. The process of claim 1 , wherein in the mixture provided in (i), the molar ratio of the compound of formula (I) relative to the formaldehyde, calculated as CH 2 O, is in the range from 1:1 to 12:1.

10. The process of claim 1 , wherein the mixture in provided in (i) additionally comprises a solvent.

11. The process of claim 1 , wherein the contacting in (ii) is effected at a temperature of the mixture in the range of front 60 to 150° C.

12. The process of claim 1 , wherein the contacting in (ii) is carried out in the liquid phase.

13. The process of claim 1 , wherein R 1 and R 2 are each H and R 3 is C 1 -C 10 alkyl.

14. The process of claim 1 , wherein Y is one or more of Sn, Ti, Zr, and Ge.

15. The process of claim 1 , wherein Y is Sn.

16. The process of claim 1 , where the framework structure of the zeolitic material in (ii) comprises Y in an amount of from 4 to 16 weight-%, based on the total weight of the zeolitic material.

17. The process of claim 1 , wherein at least 99.99 weight-% of the framework structure of the zeolitic material in (ii) consist of Si, Y, O and H.

Assignees

• Basf Se

Inventors

• Parvulescu Andrei-Nicolae
• Bru Roig Miriam
• Werner Albert
• Brunner Bernhard
• Siegel Wolfgang
• Maurer Stephan
• Mueller Ulrich
• Lejkowski Michael Ludwig

Classifications

• B01J29/7088

  MWW-type, e.g. MCM-22, ERB-1, ITQ-1, PSH-3 or SSZ-25 · CPC title

• B01J29/405

  containing rare earth elements, titanium, zirconium, hafnium, zinc, cadmium, mercury, gallium, indium, thallium, tin or lead · CPC title

• B01J29/46

  Iron group metals or copper · CPC title

• C07C29/38 Primary

  by reaction with aldehydes or ketones · CPC title

• B01J29/7057

  Zeolite Beta · CPC title