Method for providing surface modifying composition with improved byproduct removal

Patent metadata

Field	Value
Publication number	US-10961340-B2
Application number	US-201816033237-A
Country	US
Kind code	B2
Filing date	Jul 12, 2018
Priority date	Jul 14, 2017
Publication date	Mar 30, 2021
Grant date	Mar 30, 2021

Abstract

A method forming a surface modifying composition with reduced need for organic solvent and evaporation thereof for removal of insoluble reaction byproducts from the composition. The purified composition can be used in the formation of articles having improved biocompatibility, such as medical articles (e.g., spun hollow fiber).

First claim

What is claimed is:

1. A method comprising:
forming a first solution by phase transitioning at least a portion of a surface modifying composition to a liquid state, the surface modifying composition comprising:
a) at least one polymer or oligomer, and
b) an insoluble reaction byproduct of i) a fluorotelomer alcohol and ii) an isocyanate, wherein said insoluble reaction byproduct is substantially insoluble in said polymer or oligomer; and
removing from the first solution at least a portion of said insoluble reaction byproduct present in the first solution to obtain a second solution;
wherein said polymer or oligomer comprises a polymer or oligomer backbone covalently attached to at least one surface active group, and wherein the first solution contains the surface modifying composition in an amount of from about 10 wt % to about 100 wt % based on total weight of the first solution.

2. The method of claim 1 , wherein said first solution is formed by dissolving at least a portion of said surface modifying composition in at least one solvent.

3. The method of claim 1 , wherein said first solution is formed by melting said polymer or oligomer of said surface modifying composition.

4. The method of claim 1 , wherein the insoluble reaction byproduct is fluorotelomer alcohol end capped di-isocyanate.

5. The method of claim 1 , wherein the fluorotelomer alcohol (FTOH) is 4:2 FTOH, 5:2 FTOH, 6:2 FTOH, 7:2 FTOH, 8:2 FTOH, 9:2 FTOH, 10:2 FTOH, or a combination thereof.

6. The method of claim 1 , wherein the fluorotelomer alcohol is 6:2 fluorotelomer alcohol.

7. The method of claim 1 , wherein the isocyanate has two or more isocyanate functional groups.

8. The method of claim 1 , wherein the isocyanate is di-isocyanate, tri-isocyanate, or a combination thereof.

9. The method of claim 1 , wherein the insoluble reaction byproduct is an insoluble trimer reaction byproduct.

10. The method of claim 1 , wherein a) is a polymer having a polymer backbone comprising polyurethane and fluorinated end groups.

11. The method of claim 1 , wherein a) is a polymer having a molecular weight in a weight average of from about 4,000 to about 15,000.

12. The method of claim 1 , wherein a) is SMM1, SMM6, or SMM8 as defined in FIG. 5 or any combination thereof.

13. A method comprising:
forming a first solution by dissolving at least a portion of a surface modifying composition in dimethylacetamide (DMAC), the surface modifying composition comprising:
a) at least one polymer or oligomer, and
b) an insoluble reaction byproduct of i) a fluorotelomer alcohol and ii) an isocyanate; wherein said insoluble reaction byproduct is substantially insoluble in DMAC; and
removing from the first solution at least a portion of said insoluble reaction byproduct present in the first solution to obtain a second solution;
wherein said polymer or oligomer comprises a polymer or oligomer backbone covalently attached to at least one surface active group, and wherein the first solution contains the surface modifying composition in an amount of from about 10 wt % to about 100 wt % based on total weight of the first solution.

14. A method comprising:
forming a first solution by dissolving at least a portion of a surface modifying composition in dimethylacetamide (DMAC), the surface modifying composition comprising:
a) at least one polymer or oligomer, and
b) an insoluble reaction byproduct of i) a fluorotelomer alcohol and ii) an isocyanate; wherein said insoluble reaction byproduct is substantially insoluble in DMAC; and
removing from the first solution at least a portion of said insoluble reaction byproduct present in the first solution to obtain a second solution; wherein said polymer or oligomer comprises a polymer or oligomer backbone covalently attached to at least one surface active group; and said method further comprising
combining the second solution with an additional amount of DMAC to obtain a diluted solution;
combining the diluted solution with a base polymer to obtain an admixture; and
filtering the admixture to obtain a spin dope.

15. The method of claim 14 , wherein the base polymer is at least one of polysulfone (PSF), polyethersulfone (PES), polyarylsulfone (PAS), polyarylethersulfone (PAES), polyvinylidene fluoride (PVDF), polyacrylonitrile (PAN), or any copolymer thereof.

16. The method of claim 14 , wherein:
the diluted solution contains DMAC in an amount of from about 50 wt % to about 99 wt % based on total weight of the diluted solution.

17. The method of claim 14 , wherein:
a total weight of DMAC and surface modifying composition present in the diluted solution is in a range of from about 50 to 100%, based on total weight of the diluted solution.

18. The method of claim 14 , wherein:
the diluted solution contains the surface modifying composition in an amount of from about 0.1 wt % to about 15 wt %, based on total weight of the diluted solution.

19. The method of claim 14 , wherein:
the base polymer comprises a mixture of polyvinylpyrrolidone (PVP) and polysulfone (PS).

20. The method of claim 14 , further comprising contacting the spinning dope with precipitation fluid to precipitate the spinning dope.

21. The method of claim 1 , wherein the surface modifying composition comprises the insoluble reaction byproduct in an amount of from about 1 wt % to about 50 wt % with respect to a total weight of the surface modifying composition present in the first solution.

Assignees

• Fresenius Medical Care Holdings Inc

Inventors

• Teo Jiunn
• Kamerath Craig
• Kosaraju Praveen
• Hall Monica P

Classifications

• C08G18/73 Primary

  acyclic · CPC title

• C08G18/425

  the polyols containing one or two ether groups · CPC title

• C08G18/0852

  the solvents being organic · CPC title

• C08G18/758

  containing two or more cycloaliphatic rings · CPC title

• C08G18/792

  formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates · CPC title