Zwitterionic poly(sulfobetaine arylene ether sulfone) polymer synthesis route and applications for desalination membranes

Patent metadata

Field	Value
Publication number	US-11920002-B2
Application number	US-202217985288-A
Country	US
Kind code	B2
Filing date	Nov 11, 2022
Priority date	Apr 3, 2018
Publication date	Mar 5, 2024
Grant date	Mar 5, 2024

Abstract

A zwitterionic polysulfone formed from an allyl-containing monomer, a phenol-containing monomer, and an aryl-halide-containing monomer. The zwitterionic polysulfone may be incorporated into a desalination membrane.

First claim

What is claimed is:

1. A membrane comprising:
a polysulfone homopolymer; and
a polysulfone copolymer represented by the formula:

wherein each Z independently represents a single bond, a substituted carbon atom, or —SO 2 —, and x and y represent mole percent of the arylene ether sulfone component and the sulfobetaine arylene ether sulfone component, respectively, and x+y=100.

2. The membrane of claim 1 , wherein 0<y≤100.

3. The membrane of claim 2 , wherein 25≤y≤100.

4. The membrane of claim 2 , wherein 0<y≤25.

5. The membrane of claim 1 , wherein the membrane comprises 2 wt % to 6 wt % of the sulfobetaine arylene ether sulfone component.

6. The membrane of claim 1 , wherein the membrane is porous.

7. The membrane of claim 1 , wherein the membrane is pore-free.

8. The membrane of claim 1 , wherein the polysulfone homopolymer is zwitterion-functionalized.

9. The membrane of claim 1 , wherein the arylene ether sulfone component comprises pendant allyl groups.

10. The membrane of claim 1 , further comprising poly(ethylene glycol).

11. The membrane of claim 10 , wherein a number average molecular weight of the poly(ethylene glycol) is about 12,000 g/mol.

12. The membrane of claim 10 , wherein the membrane comprises about 3 wt % of the poly(ethylene glycol).

13. A method of forming a membrane, the method comprising:
dissolving a polysulfone homopolymer and a zwitterionic poly(arylene ether sulfone-co-sulfobetaine arylene ether sulfone) copolymer in a solvent to yield a mixture;
disposing the mixture on a substrate;
at least partially drying the mixture on the substrate to yield a membrane precursor on the substrate; and
immersing the substrate in a coagulation bath to yield the membrane, wherein the membrane is separate from the substrate,
wherein the zwitterionic poly(arylene ether sulfone-co-sulfobetaine arylene ether sulfone) copolymer is represented by the formula:

wherein each Z independently represents a single bond, a substituted carbon atom, or —SO 2 —, and x and y represent mole percent of the arylene ether sulfone component and the sulfobetaine arylene ether sulfone component, respectively, and x+y=100.

14. The method of claim 13 , wherein the solvent comprises tetrahydrofuran.

15. The method of claim 13 , wherein a weight ratio of the copolymer to the homopolymer is in a range of 0.25 to 1.52.

16. The method of claim 13 , wherein the sulfobetaine arylene ether sulfone component of the copolymer comprises 2 wt % to 6 wt % of a total weight of the homopolymer and the copolymer.

17. The method of claim 13 , wherein the coagulation bath comprises water.

18. The method of claim 17 , wherein the water comprises deionized water.

19. A polysulfone comprising:
an arylene ether sulfone component comprising pendant allyl groups, wherein the arylene ether sulfone component is formed by reacting:
a first component comprising a diphenyl sulfone;
a second component comprising a biphenol or bisphenol comprising the pendant allyl groups; and
a third component comprising a biphenol or bisphenol,

wherein the polysulfone is represented by the formula:

wherein each Z independently represents a single bond, a substituted carbon atom, or —SO 2 —, and x and y represent mole percent of the arylene ether sulfone component and the sulfobetaine arylene ether sulfone component, respectively, and x+y=100.

Assignees

• Univ Arizona State

Inventors

• Green Matthew
• Yang Yi

Classifications

• C08G75/23 Primary

  Polyethersulfones · CPC title

• B01D71/68

  Polysulfones; Polyethersulfones · CPC title

• C02F1/44

  by dialysis, osmosis or reverse osmosis {(general membrane separation processes B01D61/00, membrane modules B01D63/00, electrodialysis C02F1/4693, combination of membrane modules and bioreactors C02F3/1268)} · CPC title

• C08L81/06

  Polysulfones; Polyethersulfones · CPC title

• C02F2103/08

  Seawater, e.g. for desalination · CPC title