Aliphatic polysulfones with improved mechanical integrity

Patent metadata

Field	Value
Publication number	US-10894864-B2
Application number	US-201716304433-A
Country	US
Kind code	B2
Filing date	May 26, 2017
Priority date	May 26, 2016
Publication date	Jan 19, 2021
Grant date	Jan 19, 2021

Abstract

A polysulfone has sulfone units that are separated by alkylene units in a polymer chain or a copolymer chain where the alkylene units have at least four carbons between sulfone units. The alkylene units can include an ethenylene unit separated from the sulfone units by at least one methylene units. The polysulfones can be crosslinked for enhanced thermal stability. Membranes can be formed from the polysulfones.

First claim

We claim:

1. A polysulfone, comprising a multiplicity of sulfone units separated by alkylene units in a polymer chain or a copolymer chain, and
a crosslinking unit comprising a reaction product of either:
an ethenylene unit with a diacrylate or a dithiol; or
an epoxy unit with a diol or a diamine, the epoxy unit being derived from an ethenylene unit.

2. The polysulfone according to claim 1 , wherein the alkylene units are of the same mass and/or structure.

3. The polysulfone according to claim 1 , wherein the alkylene units are of at least three different masses and/or structures.

4. The polysulfone according to claim 1 , wherein the alkylene unit is a C 4 to C 36 unit.

5. The polysulfone according to claim 1 , wherein the alkylene unit consists of a multiplicity of methylene units.

6. The polysulfone according to claim 1 , where at least one of the alkylene units further comprises an ethenylene unit separated from the sulfone units by at least one methylene unit.

7. The polysulfone according to claim 6 , wherein each of the alkylene units consists of the ethenylene unit separated from the sulfone units by at least one methylene unit.

8. The polysulfone according to claim 1 , wherein on average at least two alkylene units of each polymer chain or copolymer chain comprise a crosslink between at least two polymer chains or copolymer chains.

9. A method of preparing a polysulfone according to claim 1 , comprising:
providing a monomer mixture comprising a multiplicity of at least one α,ω-bis-vinylalkylsulfone monomer and/or a cycloalkenylsulfone wherein a double bond is separated from the sulfone by at least one methylene unit;
adding a metathesis catalyst to the monomer mixture;
removing ethylene to form a polymer comprising a multiplicity of sulfone units separated by alkylene units wherein the ethenylene units comprise ethenylene unit separated from the sulfone units by at least one methylene unit of the alkylene unit, and
optionally, reducing at least a portion of the ethenylene units and/or reacting at least a portion of the ethenylene units to form crosslinking units.

10. The method of claim 9 , wherein a solvent is included in the monomer mixture.

11. The method of claim 9 , wherein the metathesis catalyst is Schrock's catalyst, Grubbs' first generation catalyst, Grubbs' second generation catalyst, or Grubb's catalyst (C668).

12. A membrane, comprising a polysulfone according to claim 1 .

13. The method of claim 10 , wherein the solvent is methylene chloride.

14. The method of claim 10 , wherein the solvent is selected from the group consisting of 1,2-dichloroethane, 1,1,2,2,-tetrachloroethane, toluene, xylenes, ethyl acetate, and THF.

15. The polysulfone of claim 1 , wherein the alkylene units include at least one branched alkylene unit.

16. The polysulfone of claim 1 , wherein the alkylene units include at least one substituted alkylene unit.

17. The polysulfone of claim 1 , wherein the multiplicity of sulfone units separated by alkylene units are in the copolymer chain, and wherein the copolymer chain is formed by copolymerizing α,ω-bis-vinylalkylsulfone monomers with C 5 to C 20 α,ω- alkyldiene monomers or cycloalkane monomers.

18. The polysulfone of claim 17 , wherein the polysulfone has a random structure.

19. The polysulfone of claim 1 , wherein the polysulfone has a quasiperiodic structure.

20. The polysulfone of claim 1 , wherein the polysulfone has a quasirandom random.

Assignees

• Univ Florida

Inventors

• Wagener Kenneth B
• Gaines Taylor W
• Bell Michael

Classifications

• B01D71/68

  Polysulfones; Polyethersulfones · CPC title

• H01M2300/0082

  Organic polymers · CPC title

• C08G75/20 Primary

  Polysulfones · 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

• H01M8/1027

  having carbon, oxygen and other atoms, e.g. sulfonated polyethersulfones [S-PES] · CPC title