Phosphacycle compound and process for production thereof

Patent metadata

Field	Value
Publication number	US-10357764-B2
Application number	US-201615557875-A
Country	US
Kind code	B2
Filing date	Mar 10, 2016
Priority date	Mar 13, 2015
Publication date	Jul 23, 2019
Grant date	Jul 23, 2019

Abstract

The invention relates to oligomerization of olefins, such as ethylene, to higher olefins, such as a mixture of 1-hexene and 1-octene, using a catalyst system that comprises a) a source of chromium b) one or more activators and c) a phosphacycle-containing ligating compound. Additionally, the invention relates to a phosphacycle-containing ligating compound and a process for making said compound.

First claim

What is claimed is:

1. A composition comprising a phosphacycle-containing ligating compound represented as:

wherein:
P is phosphorus; each of R 3 and R 4 is independently a substituted hydrocarbon derivative having from one to 50 non-hydrogen atoms;

wherein for

each L is nitrogen, p is 1 , R 5 is unsubstituted hydrocarbon derivative, q is 1, or 2; provided that the [L] p subunit of the divalent linking group [L(R 5 ) q ] p does not comprise an amidine (N−C═N) group, two R 5 groups attached to the same L atom may be optionally linked together to form a cyclic structure that contains from 3 to 10 ring atoms; wherein for

R 5 is as provided above; q of C(R 5 ) q is 1 or 2 and q of L(R 5 ) q is 0, 1 or 2; —L(R 5 ) q — is C(R 5 ) or C(R 5 ) 2 ; the C(R 5 ) q attached to P is CH 2 , C(R 5 ) 2 or C(R 5 )H; and wherein from two to ten independently selected ligating compounds may be optionally linked together via their respective independently selected R 3 , R 4 or R 5 groups to form a poly(ligating compound) species, and wherein the composition is not 8-aza -1-phosphatricylo[3.3.0.0 2,6 ]octane.

2. The composition of claim 1 , wherein the phosphacycle-containing ligating compound is selected from the group consisting of:

3. A process to prepare a composition comprising a phosphacycle-containing ligating compound represented as:

wherein:
P is phosphorus; each of R 3 and R 4 is independently a substituted hydrocarbon derivative having from one to 50 non-hydrogen atoms;

wherein for

each L is nitrogen, p is 1 , R 5 is unsubstituted hydrocarbon derivative, q is 1, or 2; provided that the [L] p subunit of the divalent linking group [L(R 5 ) q ] p does not comprise an amidine (N−C═N) group; two R 5 groups attached to the same L atom may be optionally linked together to form a cyclic structure that contains from 3 to 10 ring atoms; wherein for

R 5 is as provided above; q of C(R 5 ) q is 1 or 2 and q of L(R 5 ) q is 0, 1 or 2; —L(R 5 ) q —is C(R 5 ) or C(R 5 ) 2 ; the C(R 5 ) q attached to P is CH 2 , C(R 5 ) 2 or C(R 5 )H; and wherein from two to ten independently selected ligating compounds may be optionally linked together via their respective independently selected R 3 , R 4 or R 5 groups to form a poly(ligating compound) species, the steps of the process comprising:
a) contacting approximately one equivalent of

or silyl derivative thereof, represented as,

with approximately one equivalent of a

cyclic or acyclic precursor, or b) contacting approximately one equivalent of

or silyl derivative thereof, represented as

with approximately one equivalent of a

cyclic precursor; optionally in the presence of at least one equivalent of a proton scavenger; X is a leaving group; R′ 3 independently selected is hydrogen, C 1-6 hydrocarbyl, or halide; and optionally isolating the product.

4. The process of claim 3 wherein X is halide.

5. The process of claim 3 , wherein at least five equivalents of a proton scavenger are used.

Assignees

• Dow Global Technologies Llc

Inventors

• Klosin Jerzy
• Milbrandt Kara A
• Boelter Scott D
• Wilson David R
• Rosen Mari S
• Welsh Dean M
• Margl Peter M
• Koh Kyoung Moo
• Pearson David M
• Huacuja Rafael

Classifications

• B01J2540/10

  Non-coordinating groups comprising only oxygen beside carbon or hydrogen · CPC title

• B01J2540/34

  Sulfonyl groups · CPC title

• B01J2231/20

  Olefin oligomerisation or telomerisation · CPC title

• C07F9/65848

  Cyclic amide derivatives of acids of phosphorus, in which two nitrogen atoms belong to the ring · CPC title

• B01J2540/22

  comprising fluorine, e.g. trifluoroacetate · CPC title