# US 9,040,750 B2 · P—N—P ligand

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- Number: US 9,040,750 B2
- Document ID: US9040750B2
- Status: Granted
- Kind: B2
- Application number: 14/374,234
- Filed: 2013-01-17
- Published: 2015-01-29
- Granted: 2015-05-26
- Earliest claimed: 2012-01-25
- Assignees: NOVA Chemicals (International) S.A.
- Applicants: Nova Chemicals (International) S.A.
- Inventors: Xiaoliang Gao; Peter Zoricak
- Web page: https://patentgrep.com/patent/US9040750B2

## CPC

- C08F 10/02: Ethene
- B01J 31/187: {Amide derivatives thereof}
- C07C 2/36: as phosphines, arsines, stilbines or bismuthines
- C07F 9/4883: {Amides or esteramides thereof, e.g. RP(NR'2)2 or RP(XR')(NR''2) (X = O, S)}
- C07F 9/5325: {Aromatic phosphine oxides or thioxides (P-C aromatic linkage)}
- B01J 2231/20: Olefin oligomerisation or telomerisation
- B01J 2531/62: Chromium
- C07C 2531/14: of aluminium or boron
- C07C 2531/24: Phosphines
- C07C 2531/34: of chromium, molybdenum or tungsten
- C08F 4/69: Chromium, molybdenum, tungsten or compounds thereof
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)

## Abstract

A new P-N-P ligand is useful in ethylene oligomerizations. In combination with i) a source of chromium; and ii) an activator such as methylalumoxane; the ligand of this invention may be used to prepare an oligomer product that contains a mixture of high purity alpha olefins. In a preferred embodiment, the ligand of this invention enables a selective oligomerization in which the majority of the liquid product is a mixture of hexene and octene. The amount of by-product polymer that is produced in preferred oligomerization reactions is advantageously low.

## Claims

### Claim 1

A ligand defined by the formula:
wherein Ar1 is selected from the group consisting of aromatic hydrocarbyl and aromatic heterohydrocarbyl; ArF is an aromatic fluorocarbyl oxide; Ar3 and Ar4 are independently selected from the group consisting of aromatic hydrocarbyl; aromatic heterohydrocarbyl and aromatic fluorocarbyl oxide; and R1 is selected from the group consisting of hydrocarbyl and heterohydrocarbyl.

### Claim 2 (depends on 1)

The ligand of claim 1 wherein ArF is

### Claim 3 (depends on 2)

The ligand of claim 2 wherein each of Ar1, Ar3, and Ar4 is aromatic hydrocarbyl.

### Claim 4 (depends on 3)

The ligand of claim 3 wherein Ar1 is phenyl and Ar3 and Ar4 are ortho-fluoro substituted phenyl.

### Claim 5 (depends on 1)

The ligand of claim 1 wherein R1 is a C1 to 20 hydrocarbyl.

### Claim 6 (depends on 5)

The ligand of claim 5 wherein R1 is isopropyl.

### Claim 7

The molecule: