Self-assembling polymers—V

Patent metadata

Field	Value
Publication number	US-9765171-B2
Application number	US-201414292739-A
Country	US
Kind code	B2
Filing date	May 30, 2014
Priority date	May 30, 2014
Publication date	Sep 19, 2017
Grant date	Sep 19, 2017

Abstract

Disclosed are self-assembling diblock copolymers of the formula (I):

wherein R 1 -R 4 , n, and m are as described herein, which find use in preparing self-assembled structures and porous membranes. Embodiments of the self-assembled structures contain the diblock copolymer in a cylindrical morphology. Also disclosed is a method of preparing such copolymers.

First claim

The invention claimed is:

1. A diblock copolymer of the formula (I):

wherein:
R 1 is a poly(alkyleneoxide) group of the formula, —(CHR—CH 2 —O) p —R′, wherein p=2-6, R is H or methyl, and R′ is H, a C 1 -C 6 alkyl group, or a C 3 -C 11 cycloalkyl group;
R 2 is a C 1 -C 22 alkyl group or a C 3 -C 11 cycloalkyl group, each optionally substituted with a substituent selected from halo, alkoxy, alkylcarbonyl, alkoxycarbonyl, amido, and nitro;
one of R 3 and R 4 is a C 6 -C 14 aryl group or a heteroaryl group, optionally substituted with a substituent selected from hydroxy, halo, amino, and nitro, and the other of R 3 and R 4 is a C 1 -C 22 alkoxy group, optionally substituted with a substituent selected from carboxy, amino, mercapto, alkynyl, alkenyl, halo, azido, and heterocyclyl; and
n and m are independently 2 to about 2000;
wherein the volume fraction of the monomer bearing R 2 to that of the monomer bearing R 1 in the block copolymer is about 2.8:1.

2. The diblock copolymer of claim 1 , wherein R is H.

3. The diblock copolymer of claim 1 , wherein p is 3-6.

4. The diblock copolymer of claim 1 , wherein R′ is a C 1 -C 6 alkyl group.

5. The diblock copolymer of claim 1 , wherein R′ is methyl.

6. The diblock copolymer of claim 1 , wherein R 2 is a C 10 -C 18 alkyl group, optionally substituted with a substituent selected from halo, alkoxy, alkylcarbonyl, alkoxycarbonyl, amido, and nitro.

7. The diblock copolymer of claim 1 , wherein R 2 is a C 16 alkyl group.

8. The diblock copolymer of claim 1 , wherein R 3 is phenyl.

9. The diblock copolymer of claim 1 , wherein R 4 is a C 1 -C 6 alkoxy group.

10. The diblock copolymer of claim 1 , wherein n is about 30 to about 350 and m is about 75 to about 900.

11. The diblock copolymer of claim 1 , wherein n is about 70 to about 200.

12. The diblock copolymer of claim 1 , wherein m is about 180 to about 500.

13. The diblock copolymer of claim 1 , which has the following structure:

14. A method of preparing a diblock copolymer of claim 1 , comprising:
(i) polymerizing one of the two monomers of the formulas:

with a ring opening metathesis polymerization (ROMP) catalyst to obtain a ring-opened polymer having a living chain end;
(ii) polymerizing the other of the two monomers on the living end of the ring-opened polymer obtained in (i) to obtain a diblock copolymer having a living end; and
(iii) terminating the living end of the diblock copolymer obtained in (ii) with an optionally substituted alkyl vinyl ether.

15. The method of claim 14 , wherein the ROMP catalyst is of the formula:

16. A self-assembled structure comprising a diblock copolymer of claim 1 .

17. A porous membrane prepared from the self-assembled structure of claim 16 .

Assignees

• Pall Corp

Inventors

• Aamer Khaled Abdel-Hakim Helmy

Classifications

• C08F299/02 Primary

  from unsaturated polycondensates · CPC title

• C08G2261/3342

  derived from cycloolefins containing heteroatoms · CPC title

• C08G2261/1424

  containing ether groups, including alkoxy · CPC title

• C08G2261/1412

  Saturated aliphatic units · CPC title

• C08G2261/614

  for liquids · CPC title