CO2-philic crosslinked polyethylene glycol-based membranes for acid and sour gas separations

Patent metadata

Field	Value
Publication number	US-12091625-B2
Application number	US-202318334144-A
Country	US
Kind code	B2
Filing date	Jun 13, 2023
Priority date	Jan 4, 2021
Publication date	Sep 17, 2024
Grant date	Sep 17, 2024

Abstract

This disclosure relates to CO2-philic crosslinked polyethylene glycol membranes useful for natural gas purification processes. Also provided are methods of using the membranes to remove CO2 and H2S from natural gas.

First claim

What is claimed is:

1. A method of preparing a CO 2 -philic membrane, comprising:
reacting a PEG acrylate compound with a melamine-based crosslinker in the presence of a photocrosslinking initiator; and

curing the resulting mixture under UV irradiation to form a membrane.

2. The method of claim 1 , wherein the PEG acrylate compound is a PEG-diacrylate (PEGDA) compound, a PEG-methyl ether acrylate (PEGMEA) compound, or combination thereof.

3. The method of claim 2 , wherein the PEGDA compound has the formula:

wherein n is an integer between 1 and 100 or between 4 and 50 or between 4 and 20.

4. The method of claim 2 , wherein the PEGMEA compound has the formula:

wherein n is an integer between 1 and 100 or between 4 and 50 or between 4 and 20.

5. The method of claim 2 , wherein the melamine-based crosslinker has the formula:

6. The method of claim 5 , further comprising preparing the melamine-based crosslinker by reacting 1,3,5-triazine-2,4,6-triamine with acryloyl chloride.

7. A method of preparing a CO 2 -philic membrane, comprising:
reacting a PEG azide compound with a melamine-based crosslinker in the presence of a copper catalyst; and

drying the resulting mixture to form a membrane.

8. The method of claim 7 , wherein the PEG azide compound is a compound having the formula:

wherein m is an integer between 1 and 100 or between 4 and 50 or between 4 and 20.

9. The method of claim 7 , wherein the melamine-based crosslinker has the formula:

10. The method of claim 9 , further comprising preparing the melamine-based crosslinker by reacting 2,4,6-trifluoro-1,3,5-triazine with prop-2-yn-1-amine.

11. A method of separating CO 2 and H 2 S from natural gas, comprising:
providing a CO 2 -philic membrane comprising a CO 2 -philic polyethylene glycol (PEG) compound of Formula (I):

wherein:
R is selected from:

each n is independently an integer between 1 and 100; and
each m is independently an integer between 1 and 100;

introducing a natural gas stream to the membrane; and
removing CO 2 and H 2 S from the natural gas.

12. The method of claim 11 , wherein the compound of Formula (I) is selected from:

wherein:
each n is independently an integer between 4 and 50; and
each m is independently an integer between 4 and 50.

Assignees

• Saudi Arabian Oil Co

Inventors

• Sundell Benjamin James
• Lawrence Iii John Alden
• Sharber Seth A
• Lin Sibo
• Harrigan Daniel J

Classifications

• B01D71/5211

  Polyethylene glycol or polyethyleneoxide · CPC title

• C10L2290/548

  Membrane- or permeation-treatment for separating fractions, components or impurities during preparation or upgrading of a fuel · CPC title

• C10L3/103

  Sulfur containing contaminants · CPC title

• C08F290/062

  Polyethers · CPC title

• B01J2531/16

  Copper · CPC title