IP Library › Granted Patent US 10,889,663
Granted Patent B2
US 10,889,663 · App. 16/192,493 · Granted Jan 12, 2021

Asymmetric

Inventors: Jian Yang (Houston, TX); John R. Hagadorn (Houston, TX); Gregory J. Karahalis (Houston, TX); Timothy M. Boller (Houston, TX); Evan J. Morris (Houston, TX); Yan Jiang (Houston, TX); Patrick Brant (Seabrook, TX)
Assignee: ExxonMobil Chemical Patents Inc.
C08F4/65927C08F4/6493C08F210/02C08F210/14C08F2/34C08F4/65912C08F4/65916C08F2500/04C08F2500/05C08F2500/08C08J5/18C08J2323/06C08J2323/08
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Quick Facts
Patent No.
US 10,889,663
App. No.
16/192,493
Granted
Jan 12, 2021
Kind
B2
Abstract

The present disclosure relates to asymmetric ansa-metallocene catalyst compounds that include at least one indenyl ligand substituted at the 3-position with a C 3 -C 40 α-branched alkyl, such as 1-methylethyl, 1-methylpropyl, 1-methylbutyl, 1-ethylbutyl, 1,3-dimethylbutyl, 1-methyl-1-ethylbutyl, 1,1-diethylbutyl, 1-propylpentyl, and the like. Catalyst systems prepared with the catalyst compounds, polymerization methods using such catalyst systems, and polyolefins made using the polymerization methods are also described.

Claims (58)

1. A catalyst compound represented by Formula (I):

where M is a group 4 metal,

R 3 is a C 3 -C 40 branched alkyl, wherein the branched alkyl group is branched at the α-position,

R 3′ is hydrogen, methyl, ethyl, or a group containing three or more carbon atoms having the formula CH 2 R′, where R′ is an alkyl, aryl, or silyl group;

each of R 2 , R 4 , R 5 , R 6 , R 7 , R 2′ , R 4′ , R 5′ , R 6′ , and R 7′ is independently hydrogen, a C 1 -C 40 substituted or unsubstituted hydrocarbyl, halocarbyl, silylcarbyl, alkoxyl, halogen, or siloxyl, or one or more of R 4 and R 5 , R 5 and R 6 , R 6 and R 7 , R 4′ and R 5′ , R 5′ and R 6′ , and R 6′ and R 7′ are joined to form a completely saturated, partially saturated, or aromatic ring,

T is a bridging group, and

each X is independently a halide or C 1 -C 50 substituted or unsubstituted hydrocarbyl, hydride, amide, alkoxide, sulfide, phosphide, halide, or a combination thereof, or two of X are joined together to form a metallocycle ring, or two of X are joined to form a chelating ligand, a diene ligand, or an alkylidene.

2. The catalyst compound of claim 1 , wherein R 3 is a C 3 -C 40 branched alkyl represented by Formula (II):

where each R z and R x is, independently, a C 1 to C 20 alkyl group and R y is hydrogen or a C 1 to C 4 alkyl group, preferably a C 1 to C 2 alkyl group.

3. The catalyst compound of claim 1 , wherein T is represented by the formula R 8 2 J or (R 8 )J 2 , where each J is independently selected from C, Si, or Ge, and each R 8 is independently hydrogen, halogen, a C 1 to C 40 hydrocarbyl or a C 1 to C 40 substituted hydrocarbyl group, and two R 8 optionally form a cyclic structure including completely saturated, partially saturated, aromatic, or fused ring systems.

4. The catalyst compound of claim 2 , wherein R y is hydrogen.

5. The catalyst compound of claim 2 , wherein each R x , R y , and R z is different from any other R x , R y , and R z such that the catalyst compound has a chiral center on the α-carbon of R 3 .

6. The catalyst compound of claim 4 , wherein R z is n-propyl and R x is methyl.

7. The catalyst compound of claim 1 , wherein one or more of R 4 and R 5 , R 5 and R 6 , R 6 and R 7 , R 4′ and R 5′ , R 5′ and R 6′ , and R 6′ and R 7′ are joined to form a completely saturated, partially saturated, or aromatic ring.

8. The catalyst compound of claim 7 , wherein R 5 and R 6 are joined to form a partially saturated 5-membered ring.

9. The catalyst compound of claim 1 , wherein R 3′ is methyl.

10. The catalyst compound of claim 1 , wherein each of R 2 , R 4 , R 5 , R 6 , R 7 , R 2′ , R 4′ , R 5′ , R 6′ , and R 7′ is hydrogen.

11. The catalyst compound of claim 10 , wherein R 3′ is methyl.

12. The catalyst compound of claim 1 , wherein J is Si and R 8 is a C 1 to C 40 hydrocarbyl or a C 1 to C 40 substituted hydrocarbyl group.

13. The catalyst compound of claim 1 , wherein each R 8 is a methyl group.

14. The catalyst compound of claim 1 , wherein M is Zr.

15. The catalyst compound of claim 1 , wherein each X is a halide.

16. The catalyst compound of claim 1 , wherein each X is chloride.

17. The catalyst compound of claim 1 , wherein the catalyst compound represented by Formula (I) corresponds to any one of the following structures:

18. A catalyst system comprising an activator and the catalyst compound of claim 1 .

19. A catalyst system according to claim 18 , wherein the catalyst system utilizes a single catalyst compound.

20. The catalyst system of claim 18 , wherein the catalyst system comprises a support material.

21. The catalyst system of claim 20 , wherein said support material is silica.

22. The catalyst system of claim 18 , wherein the activator comprises one or more of alumoxanes, aluminum alkyls, and ionizing activators.

23. A method of polymerizing olefins to produce at least one polyolefin composition, the method comprising:

contacting at least one olefin with the catalyst system of claim 18 ; and

obtaining a polyolefin.

24. A method of polymerizing olefins to produce at least one polyolefin composition, the method comprising:

contacting two or more different olefins with the catalyst system of claim 18 ; and

obtaining a polyolefin.

25. The method of claim 23 , wherein said at least one olefin is ethylene.

26. The method of claim 24 , wherein said two or more olefins are ethylene and 1-hexene.

27. The method of claim 23 , wherein said polyolefin has an Mw/Mn of about 3.0 to about 13.0.

28. The method according to claim 27 , wherein said polyolefin has an Mw/Mn of about 4.0 to about 13.0.

29. The method according to claim 28 , wherein said polyolefin has an Mw/Mn of about 6.0 to about 13.0.

30. The method of claim 23 , wherein said polyolefin is linear low density polyethylene.

31. The method of claim 23 , wherein said polyolefin has total unsaturation/1000 C greater than 0.25.

32. The method of claim 23 , wherein said polyolefin has g′ vis of about 0.9 to about 1.10.

33. The method of claim 23 , wherein said polyolefin has g′vis of from about 0.98 to 1.0.

34. The method of claim 23 , wherein said method is carried out in a gas phase or slurry process.

35. A catalyst system comprising an activator and the catalyst compound of claim 2 .

36. A catalyst system comprising an activator and the catalyst compound of claim 17 .

37. A method of polymerizing olefins to produce at least one polyolefin composition, the method comprising:

contacting at least one olefin with the catalyst system of claim 35 ; and

obtaining a polyolefin.

38. A method of polymerizing olefins to produce at least one polyolefin composition, the method comprising:

contacting at least one olefin with the catalyst system of claim 36 ; and

obtaining a polyolefin.

39. The catalyst system of claim 35 , wherein the catalyst system comprises a support material.

40. The catalyst system of claim 36 , claim 17 , wherein the catalyst system comprises a support material.

41. The method of claim 30 , wherein the is linear low density polyethylene is formed into a biaxially oriented film.

42. The method of claim 23 , wherein said polyolefin is formed into a biaxially oriented polyethylene film wherein said polyolefin is linear low density polyethylene.

43. The method of claim 23 , wherein the polyolefin produced herein has a multimodal composition distribution.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 13, 2018
From: YANG, JIAN; KARAHALIS, GREGORY J.; HAGADORN, JOHN R.; BOLLER, TIMOTHY M.; MORRIS, EVAN J.; JIANG, YAN; BRANT, PATRICK
To: EXXONMOBIL CHEMICAL PATENTS INC.
Reel/Frame 047768/0901 →
Continuity (2)
Provisional Application 62592217 · Nov 29, 2017
Related Publication 20190161560A1 · May 30, 2019
Cited By (1)
US 12,305,028