IP Library Granted Patent US 12,637,524
Granted Patent B2
US 12,637,524 · App. 17/913,142 · Granted May 26, 2026

Polymerization catalyst having a tetradentate ligand

Inventors: Xiaoliang Gao (Calgary, CA); Jia Mo (Calgary, CA); Janelle Smiley-Wiens (Calgary, CA)
Assignee: NOVA CHEMICALS (INTERNATIONAL) S.A.
C08F4/659C08F210/16
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Quick Facts
Patent No.
US 12,637,524
App. No.
17/913,142
Granted
May 26, 2026
Kind
B2
Abstract

A new olefin polymerization catalyst is ligated with a tetradentate ligand having a phenoxy/amino/ether/phenoxy (O/N/O/O) atom donor set. The new polymerization catalyst which is based on zirconium or hafnium produces an ethylene copolymer with high molecular weight and high comonomer incorporation levels.

Claims (39)

1 . A polymerization process comprising polymerizing ethylene with one or more C 3-12 alpha olefins in the presence of a polymerization catalyst system comprising:

i) an olefin pre-polymerization catalyst having the formula:

wherein M is Hf or Zr;

R 1 is a hydrogen, an optionally substituted hydrocarbyl group, or an optionally substituted heteroatom containing hydrocarbyl group;

each R 2 is independently an optionally substituted hydrocarbyl group, or an optionally substituted heteroatom containing hydrocarbyl group;

each of A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8 , A 9 , A 10 , A 11 and A 12 is a hydrogen, a halide, an optionally substituted hydrocarbyl group, or an optionally substituted heteroatom containing hydrocarbyl group;

L is an optionally substituted bivalent hydrocarbyl group, or an optionally substituted bivalent heteroatom containing hydrocarbyl group;

optionally two or more adjacent A groups may be part of a ring structure; and each X is independently an activatable leaving group; and

ii) a catalyst activator.

2 . The polymerization process of claim 1 wherein each R2 has the formula:

3 . The polymerization process of claim 2 wherein L is a bivalent hydrocarbyl group.

4 . The polymerization process of claim 3 wherein L is a bivalent n-propyl group having the formula: —CH 2 CH 2 CH 2 —.

5 . The polymerization process of claim 4 wherein A 2 and A 8 are each a methyl group.

6 . The polymerization process of claim 5 wherein A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8 , A 9 , A 10 , A 11 and A 12 are each a hydrogen.

7 . The polymerization process of claim 6 wherein R 1 is a methyl group.

8 . The polymerization process of claim 1 wherein the polymerization process is a solution phase polymerization process carried out in a solvent.

9 . The polymerization process of claim 8 wherein the polymerization process comprises polymerizing ethylene with 1-octene.

10 . An olefin pre-polymerization catalyst having the formula:

wherein M is Hf or Zr;

R 1 is a hydrogen, an optionally substituted hydrocarbyl group, or an optionally substituted heteroatom containing hydrocarbyl group;

each R 2 is independently an optionally substituted hydrocarbyl group, or an optionally substituted heteroatom containing hydrocarbyl group;

each of A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8 , A 9 , A 10 , A 11 and A 12 is a hydrogen, a halide, an optionally substituted hydrocarbyl group, or an optionally substituted heteroatom containing hydrocarbyl group;

L is an optionally substituted bivalent hydrocarbyl group, or an optionally substituted bivalent heteroatom containing hydrocarbyl group;

optionally two or more adjacent A groups may be part of a ring structure; and each X is independently an activatable leaving group.

11 . The pre-polymerization catalyst of claim 10 wherein each R 2 has the formula:

12 . The pre-polymerization catalyst of claim 11 wherein L is a bivalent hydrocarbyl group.

13 . The pre-polymerization catalyst of claim 12 wherein L is a bivalent n-propyl group having the formula: —CH 2 CH 2 CH 2 —.

14 . The pre-polymerization catalyst of claim 13 wherein A 2 and A 8 are each a methyl group.

15 . The pre-polymerization catalyst of claim 14 wherein A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8 , A 9 , A 10 , A 11 and A 12 are each a hydrogen.

16 . The pre-polymerization catalyst of claim 15 wherein R 1 is a methyl group.

17 . An olefin polymerization catalyst system comprising:

i) an olefin pre-polymerization catalyst having the formula:

wherein M is Hf or Zr;

R 1 is a hydrogen, an optionally substituted hydrocarbyl group, or an optionally substituted heteroatom containing hydrocarbyl group;

each R 2 is independently an optionally substituted hydrocarbyl group, or an optionally substituted heteroatom containing hydrocarbyl group;

each of A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8 , A 9 , A 10 , A 11 and A 12 is a hydrogen, a halide, an optionally substituted hydrocarbyl group, or an optionally substituted heteroatom containing hydrocarbyl group;

L is an optionally substituted bivalent hydrocarbyl group, or an optionally substituted bivalent heteroatom containing hydrocarbyl group;

optionally two or more adjacent A groups may be part of a ring structure; and each X is independently an activatable leaving group; and

ii) a catalyst activator.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 20, 2022
From: GAO, XIAOLIANG; MO, JIA; SMILEY-WIENS, JANELLE
To: NOVA CHEMICALS (INTERNATIONAL) S.A.
Reel/Frame 061158/0259 →
Continuity (2)
Provisional Application 62993741 · Mar 24, 2020
Related Publication 20230148294A1 · May 11, 2023
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