IP Library Granted Patent US 11,542,215
Granted Patent B2
US 11,542,215 · App. 17/032,663 · Granted Jan 3, 2023

Removing acetylene from ethylene gas streams during polyethylene synthesis

Inventors: Adam S. Veige (Gainesville, FL); Brent S. Sumerlin (Gainesville, FL); Zhihui Miao (Gainesville, FL)
Assignee: UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INCORPORATED
C07C7/177B01D53/864C08F110/02B01D2255/20776
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Quick Facts
Patent No.
US 11,542,215
App. No.
17/032,663
Granted
Jan 3, 2023
Kind
B2
Abstract

Disclosed herein are methods for removing acetylene from an ethylene gas stream wherein a catalyst reacts with the acetylene to polymerize said acetylene forming an ethylene gas stream substantially free of acetylene.

Claims (29)

1. A method of removing acetylene from an ethylene gas stream comprising

contacting the gas stream with a catalyst such that the catalyst reacts with acetylene to polymerize the acetylene thereby forming an ethylene gas stream substantially free of acetylene;

wherein

the catalyst has a structure of

each R 1 is independently Ar 1 , C 1 -C 22 alkyl, or (R 3 ) 3 —Si—;

each R 2 is independently Ar 1 , C 3 -C 22 alkyl, or (R 3 ) 3 —Si—;

M is W or Mo;

Ar 1 is aryl or heteroaryl which can be optionally substituted, wherein the heteroaryl is a 5-12 membered aromatic ring comprising from 1 to 4 heteroatoms selected from O, N, and S, and the optional substitutions are 1 to 3 groups independently selected from halo, C 1-6 alkyl, OC 1-6 alkyl, and C 1-6 haloalkyl;

each occurrence of R 3 is independently C 1 -C 22 alkyl, Ar 1 , —O—(C 1 -C 22 alkyl), —O—Ar 1 , —N—(C 1 -C 22 ) 2 alkyl, or —N—Ar 1 2 ; and

L is absent or a neutral ligand.

2. The method of claim 1 , wherein each R 1 is C 1-22 alkyl.

3. The method of claim 2 , wherein at least one R 1 is t-butyl.

4. The method of claim 3 , wherein each R 1 is t-butyl.

5. The method of claim 1 , wherein at least one R 1 is Ar 1 .

6. The method of claim 5 , wherein at least one R 1 is phenyl.

7. The method of claim 1 , wherein each R 2 is C 1 -C 6 alkyl.

8. The method of claim 7 , wherein each R 2 is t-butyl.

9. The method of claim 1 , wherein L is absent.

10. The method of claim 1 , wherein L is a neutral ligand.

11. The method of claim 10 , wherein L is tetrahydrofuran, Et 2 O, thiophene, or pyridine.

12. The method of claim 11 , wherein L is tetrahydrofuran.

13. The method of claim 1 , wherein M is W.

14. The method of claim 1 , wherein the catalyst is in a solution.

15. The method of claim 14 , wherein the gas stream is bubbled through the solution.

16. The method of claim 1 , wherein the ethylene gas stream substantially free of acetylene comprises less than 1% by weight acetylene.

17. The method of claim 16 , wherein the ethylene gas stream substantially free of acetylene comprises less than 0.5% by weight acetylene.

18. The method of claim 1 , wherein the acetylene is polymerized at room temperature.

19. The method of claim 1 , wherein the acetylene is polymerized at atmospheric pressure.

20. The method of claim 1 , further comprising reacting the ethylene gas stream substantially free of acetylene under polymerization conditions to form polyethylene.

Assignments (3)
CONFIRMATORY LICENSE Recorded Jun 1, 2023
From: UNIVERSITY OF FLORIDA
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 063822/0011 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 9, 2020
From: VEIGE, ADAM S.; SUMERLIN, BRENT S.; MIAO, ZHIHUI
To: UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INCORPORATED
Reel/Frame 054308/0886 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 14, 2020
From: VEIGE, ADAM S.; SUMERLIN, BRENT S.; MIAO, ZHIHUI
To: UNIVERSITY OF FLORIDA RESEARCH FOUNDATION, INCORPORTATED
Reel/Frame 054055/0008 →
Continuity (2)
Provisional Application 62907059 · Sep 27, 2019
Related Publication 20210094896A1 · Apr 1, 2021