Crosslinked copolymer and ionic exchange film

Patent metadata

Field	Value
Publication number	US-9834623-B1
Application number	US-201615388664-A
Country	US
Kind code	B1
Filing date	Dec 22, 2016
Priority date	Nov 15, 2016
Publication date	Dec 5, 2017
Grant date	Dec 5, 2017

Abstract

A crosslinked copolymer is provided, which includes a copolymer crosslinked by a crosslinking agent. The copolymer is copolymerized of (a) styrene-based monomer, (b) monomer having conjugated double bonds or acrylate ester monomer, and (c) ammonium-containing heterocyclic monomer. The crosslinking agent is (d)

or the product of the reaction between

and (e)

or a combination thereof. Z is

wherein each R 1 is independently H or C 1-4 alkyl group, each R 2 is independently H or C 1-4 alkyl group, R 3 is single bond, —O—, —S—, —CH 2 —, or —NH—. n is a positive integer. x is 1 to 12, y is 1 to 5, and z is 1 to 5.

First claim

What is claimed is:

1. A crosslinked copolymer, comprising:
a copolymer crosslinked by a crosslinking agent,
wherein the copolymer is copolymerized of (a) styrene-based monomer, (b) monomer having conjugated double bonds or acrylate ester monomer, and (c) ammonium-containing heterocyclic monomer,
wherein the crosslinking agent is (d)

or a product of the reaction between
(d)

and (e)

or a combination thereof,
wherein Z is

wherein each R 1 is independently H or C 1-4 alkyl group,
each R 2 is independently H or C 1-4 alkyl group,
R 3 is single bond, —O—, —S—, —CH 2 —, or —NH—,
n is a positive integer,
x is 1 to 12,
y is 1 to 5, and
z is 1 to 5.

2. The crosslinked copolymer as claimed in claim 1 , wherein the copolymer and the crosslinking agent have a weight ratio of 6 to 50.

3. The crosslinked copolymer as claimed in claim 1 , wherein (c) ammonium-containing heterocyclic monomer and (a) styrene-based monomer have a molar ratio of 1:10 to 50:1, and (c) ammonium-containing heterocyclic monomer and (b) monomer having conjugated double bonds or acrylate ester monomer have a molar ratio of 1:10 to 50:1.

4. The crosslinked copolymer as claimed in claim 1 , wherein the copolymer has a weight average molecular weight of 5000 to 300000.

5. The crosslinked copolymer as claimed in claim 1 , wherein (a) styrene-based monomer has a chemical structure of

wherein R 4 is H, C 1-10 alkyl group, or C 5-6 cycloalkyl group.

6. The crosslinked copolymer as claimed in claim 1 , wherein (b) monomer having conjugated double bonds has a chemical structure of

and (b) acrylate ester monomer has a chemical structure of

wherein each R 5 is independently H, C 1-10 alkyl group, or C 5-6 cycloalkyl group, and
R 5′ is independently H, C 1-8 alkyl group, polyalkylene glycol group, or hydroxyl-containing alkyl group.

7. The crosslinked copolymer as claimed in claim 1 , wherein (c) ammonium-containing heterocyclic monomer has a chemical structure of

wherein R 6 is single bond, or linear or branched C 1-10 alkylene group,

wherein each of R 8 is independent H, C 1-8 alkyl group, ethenyl group, C 6-12 aromatic group, or allyl group, and
wherein A − is F − , Cl − , Br − , I − , OH − , HCO 3 − , HSO 4 − , NH 2 − , SbF 6 − , BF 4 − , H 2 PO 4 − , HPO 3 − , or a combination thereof.

8. An ionic exchange film, comprising a film of the crosslinked copolymer as claimed in claim 1 , and the film of the crosslinked copolymer has a thickness of 15 micrometers to 200 micrometers.

9. The ionic exchange film as claimed in claim 8 , further comprising a porous supporting film adhered to the film of the crosslinked copolymer, and the film of the crosslinked copolymer filled into pores of the porous supporting film.

10. The ionic exchange film as claimed in claim 9 , wherein the porous supporting film comprises polytetrafluoroethylene, polyimide, polyethylene terephthalate, polyether ether ketone, polypropylene, polyethylene, polyvinylidene fluoride, a blend thereof, or a multi-layered structure thereof.

Assignees

• Ind Tech Res Inst

Inventors

• Lee Hsuan-Wei
• Tsai Li-Duan
• Su Chiu-Hun
• WANG Chiu-Tung
• Tsai Cheng-Hsiu

Classifications

• B01D2323/30

  Cross-linking · CPC title

• C02F1/42 Primary

  by ion-exchange (ion-exchange in general B01J) · CPC title

• C08J2425/18

  Homopolymers or copolymers of aromatic monomers containing elements other than carbon and hydrogen · CPC title

• B01D71/06

  Organic material · CPC title

• C08J2325/08

  Copolymers of styrene (C08J2329/08, C08J2335/06, C08J2355/02 take precedence) · CPC title