Hydrophilically modified fluorinated membrane (v)

Patent metadata

Field	Value
Publication number	US-2016288060-A1
Application number	US-201514675592-A
Country	US
Kind code	A1
Filing date	Mar 31, 2015
Priority date	Mar 31, 2015
Publication date	Oct 6, 2016
Grant date	—

Abstract

Disclosed are copolymers suitable for hydrophilically modifying the surface of fluoropolymer porous membranes, for example, a copolymer of the formula:

wherein R, n, m, and x are as defined herein. Also disclosed are a method of preparing the copolymers, a method of hydrophilically modifying porous fluoropolymer supports, and composite hydrophilic fluoropolymer porous membranes prepared from the copolymers.

First claim

1 . A composite hydrophilic porous membrane comprising a porous fluoropolymer support and a coating comprising a crosslinked polymer network, wherein the composite hydrophilic membrane is produced by coating the porous fluoropolymer support with a coating composition comprising a solvent, a crosslinking agent, a photoinitiator, and a telechelic polymer comprising a backbone made of polymerized 1,5-cyclooctadiene repeat units, wherein at least one of said repeat units comprises a pendant hydrophilic group attached thereto and at least another one of said repeat units comprises a pendant fluorinated hydrophobic group attached thereto, and crosslinking in situ the resulting coating.

2 . The composite hydrophilic porous membrane of claim 1 , wherein the telechelic polymer comprises hydrophobic and/or hydrophilic terminal end groups.

3 . The composite hydrophilic porous membrane of claim 1 , wherein the telechelic polymer comprises at least one of the repeat units B and C, and optionally one or more repeat units A, wherein the repeat units A-C are of the formulae:

wherein R is a hydrophilic group.

4 . The composite hydrophilic porous membrane of claim 3 , wherein R is selected from carboxy alkyl, sulfonic alkyl, and hydroxyalkyl groups.

5 . The composite hydrophilic porous membrane of claim 1 , which comprises repeat units A, B, and C.

6 . The composite hydrophilic porous membrane of claim 1 , which has hydrophobic terminal end groups.

7 . The composite hydrophilic porous membrane of claim 1 , wherein the telechelic polymer is of the formula:

wherein x and m are individually 0 to 35 mole % of n+m+x, wherein n+m+x=from 10 to 1000, and n and m are individually from about 10 to about 1000, and R is a hydrophilic group.

8 . The composite hydrophilic porous membrane of claim 1 , wherein the telechelic polymer comprises hydrophilic terminal end groups.

9 . The composite hydrophilic porous membrane of claim 8 , wherein the telechelic polymer has the following formula:

wherein P is a group capable of initiating polymerization, x and m are individually 0 to 35 mole % of n+m+x, wherein n+m+x=from 10 to 1000.

10 . The composite hydrophilic porous membrane of claim 9 , wherein R is selected from carboxy alkyl, sulfonic alkyl, and hydroxyalkyl groups.

11 . The composite hydrophilic porous membrane of claim 1 , wherein the crosslinking agent is a bithiol or a multithiol.

12 . The composite hydrophilic porous membrane of claim 9 , wherein the telechelic polymer is of the formula:

wherein P is a group capable of initiating polymerization, x and m are individually 0 to 35 mole % of n+m+x, wherein n+m+x=from 10 to 1000.

13 . The composite hydrophilic porous membrane of claim 1 , wherein the photoinitiator is selected from camphor quinone, benzophenone, benzophenone derivatives, acetophenone, acetophenone derivatives, phosphine oxides and derivatives, benzoin alkyl ethers benzil ketals, phenylglyoxalic esters and derivatives thereof, dimeric phenylglyoxalic esters, peresters, halomethyltriazines, hexaarylbisimidazole/coinitiators systems, ferrocenium compounds, titanocenes, and combinations thereof.

14 . The composite hydrophilic porous membrane of claim 1 , wherein the porous fluoropolymer support is selected from PTFE, PVDF, PVF (polyvinyl fluoride), PCTFE (polychlorotrifluoroethylene), FEP (fluorinated ethylene-propylene), ETFE (polyethylenetetrafluoroethylene), ECTFE (poly ethylenechlorotrifluoroethylene), PFPE (perfluoropolyether), PFSA (perfluorosulfonic acid), and perfluoropolyoxetane.

15 . The composite hydrophilic porous membrane of claim 1 , wherein the crosslinking of the coating is carried by exposing the coating to UV radiation.

16 . A method of hydrophilically modifying a porous fluoropolymer support comprising:
(i) providing a porous fluoropolymer support; (ii) coating the porous fluoropolymer support with a solution comprising a solvent, a crosslinking agent, a photoinitiator, and a telechelic polymer of the formula:

(iii) drying the coated fluoropolymer support from (ii) to remove at least some of the solvent from the coating; and
(iv) crosslinking the telechelic polymer present in the coating.

17 . A hydrophilically modified fluoropolymer porous membrane produced by the method of claim 16 .

18 . A method of filtering a fluid, the method comprising passing the fluid through the composite hydrophilic porous membrane of claim 1 .

Assignees

• Pall Corp

Inventors

• Aamer Khaled Abdel-Hakim Helmy
• Ait-Haddou Hassan

Classifications

• B01D2323/40

  in-situ membrane formation · CPC title

• C08J2447/00

  Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds; Derivatives of such polymers (C08J2445/00 takes precedence; of conjugated diene rubbers C08J2409/00 - C08J2421/00) · CPC title

• C09D147/00 Primary

  Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds; Coating compositions based on derivatives of such polymers (C09D145/00 takes precedence; based on conjugated diene rubbers C09D109/00 - C09D121/00) · CPC title

• B01D2323/345

  UV-treatment · CPC title

• C08J2327/18

  Homopolymers or copolymers of tetrafluoroethylene · CPC title