Catalyst compositions and hydroformylation processes

Patent metadata

Field	Value
Publication number	US-12090473-B2
Application number	US-201917040295-A
Country	US
Kind code	B2
Filing date	May 3, 2019
Priority date	May 30, 2018
Publication date	Sep 17, 2024
Grant date	Sep 17, 2024

Abstract

The present invention relates to catalyst compositions for hydroformylation processes and to hydroformylation processes utilizing certain catalysts. In one aspect, a catalyst composition for a hydroformylation process comprises (a) a transition metal; (b) a monophosphine; and (c) a tetraphosphine having the structure described herein, and wherein the composition comprises at least 40 moles of monophosphine per mole of transition metal.

First claim

What is claimed is:

1. A catalyst composition for a hydroformylation process comprising:
(a) a transition metal;
(b) a monophosphine; and
(c) a tetraphosphine having the following structure:

wherein each P is a phosphorous atom, and each of R 1 -R 46 are independently selected from the group consisting of hydrogen, a C1 to C8 alkyl group, an aryl group, an alkaryl group, an alkoxy group, a haloalkyl group, a haloaryl group, and a halogen, and wherein the composition comprises at least 40 moles of monophosphine per mole of transition metal.

2. The catalyst composition of claim 1 , wherein the transition metal is rhodium.

3. The catalyst composition of claim 1 , wherein the monophosphine is selected from the group consisting of one or more of the following: triphenylphosphine, tris(o-tolyl)phosphine, trinaphthylphosphine, tri(p-methoxyphenyl) phosphine, tri(m-chlorophenyl)-phosphine, tribenzylphosphine, tricyclohexylphosphine, dicyclohexylphenylphosphine, cyclohexyldiphenylphosphine, and trioctylphosphine.

4. The catalyst composition of claim 1 , wherein the monophosphine is triphenylphosphine.

5. The catalyst composition of claim 1 , wherein each of R 1 -R 46 are hydrogen.

6. A hydroformylation process comprising:
contacting an olefin, hydrogen, and carbon monoxide in the presence of a catalyst in a reaction fluid in a reactor, wherein the catalyst comprises:
(a) a transition metal;
(b) a monophosphine; and
(c) a tetraphosphine having the following structure:

wherein each P is a phosphorous atom, and each of R 1 -R 46 are independently selected from the group consisting of hydrogen, a C1 to C8 alkyl group, an aryl group, an alkaryl group, an alkoxy group, a haloalkyl group, a haloaryl group, and a halogen, and wherein the composition comprises at least 40 moles of monophosphine per mole of transition metal; wherein monophosphine is present in the reaction fluid in the reactor in an amount greater than or equal to 1.5 weight percent based on the total weight of the reaction fluid in the reactor.

7. The process of claim 6 , wherein the transition metal is rhodium.

8. The process of claim 6 , wherein the monophosphine is triphenylphosphine.

9. The process of claim 6 , wherein each of R 1 -R 46 are hydrogen.

10. The process of claim 6 , wherein the olefin is propylene.

Assignees

• Dow Technology Investments Llc

Inventors

• Brammer Michael A

Classifications

• C07C45/50

  by oxo-reactions · CPC title

• B01J2531/822

  Rhodium · CPC title

• B01J2231/321

  Hydroformylation, metalformylation, carbonylation or hydroaminomethylation · CPC title

• B01J31/2409 Primary

  with more than one complexing phosphine-P atom · CPC title

• B01J2540/225

  comprising perfluoroalkyl groups or moieties · CPC title