Butadiene telomerization catalyst precursor preparation

Patent metadata

Field	Value
Publication number	US-10751706-B2
Application number	US-202016741987-A
Country	US
Kind code	B2
Filing date	Jan 14, 2020
Priority date	Dec 13, 2013
Publication date	Aug 25, 2020
Grant date	Aug 25, 2020

Abstract

Use a solvent blend that contains 1-methoxy-2,7-octadiene and an alkanols rather than the alkanols by itself to prepare a catalyst precursor suitable for use in butadiene telomerization.

First claim

What is claimed is:

1. A process for preparing a telomerization catalyst precursor used in telomerization of butadiene that comprises dissolving one equivalent of palladium acetyl acetonate and from one to three equivalents of a tertiary phosphine ligand in a solvent that comprises methanol and, optionally, 1-methoxy-2,7-octadiene at a temperature within a range of from 0 degrees centigrade to 100 degrees centigrade to yield a catalyst precursor solution wherein the tertiary phosphine ligand is represented formulaically as R 1 PR 2 and where R 1 is an aryl group or a substituted aryl group or an alkyl group or heteroatom-containing alkyl group with 1 to 12 carbon atoms, and R 2 is independently a heterocyclic oxaadamantyl group.

2. The process of claim 1 wherein the phosphine-containing heterocyclic oxaadamantyl groups is represented schematically as shown below:

3. The process of claim 2 wherein the heterocyclic oxaadamantyl ligand is 1,3,5,7-tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane (TMPTPA) or 1,3,5,7-tetramethyl-6-(2-methoxyphenyl)-2,4,8-trioxa-6-phosphaadamantane (TMPTPA-OMe).

4. The process of claim 1 , wherein the conditions include a temperature within a range of from 5 degrees centigrade to 60 degrees centigrade.

5. The process of claim 1 , wherein the number of equivalents of a tertiary phosphine ligand is one or two.

6. The process of claim 1 , wherein the solvent comprises 1-methoxy-2,7-octadiene.

7. The process of claim 6 , wherein the solvent has a 1-methoxy-2,7-octadiene content within a range of from 0.1 weight percent to 50 weight percent, based upon total solvent blend weight.

8. The process of claim 6 , wherein the solvent has a 1-methoxy-2,7-octadiene content within a range of from 10 weight percent to 25 weight percent, based upon total solvent blend weight.

9. The process of claim 1 , wherein the catalyst precursor solution has a palladium concentration that ranges from 0.02 weight percent to 2 weight percent, as palladium metal, based on total catalyst precursor solution weight.

10. The process of claim 1 , wherein the catalyst precursor solution has a palladium concentration that ranges from 0.1 weight percent to 1 weight percent, as palladium metal, based on total catalyst precursor solution weight.

11. The process of claim 1 , wherein the telomerization catalyst precursor remains in solution for a period of at least 360 hours at a temperature within a range of from 5° C. to 60° C. and a palladium concentration exceeding 0.1 weight percent.

Assignees

• Dow Global Technologies Llc

Inventors

• Launay Helene N
• Klinkenberg Jessica L
• Briggs John R
• House Sarah E
• Van Engelen Marcel C
• Wright Larry G
• Bar Georg
• Hensen Wilma
• Fuertes Cabello Julia
• Lengyel Istvan

Classifications

• C07F15/006 Primary

  Palladium compounds · CPC title

• B01J31/2404

  Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring · CPC title

• B01J2531/0238

  Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P · CPC title

• B01J2531/824

  Palladium · CPC title

• B01J31/2438 Primary

  and further hetero atoms as ring members, excluding the positions adjacent to P · CPC title