Polymer, ion exchange membrane and structural enhanced membrane employing the same

Patent metadata

Field	Value
Publication number	US-2018030187-A1
Application number	US-201715587045-A
Country	US
Kind code	A1
Filing date	May 4, 2017
Priority date	Jul 28, 2016
Publication date	Feb 1, 2018
Grant date	—

Abstract

A polymer, ion exchange membrane, and structural enhanced membrane employing the same are provided. The polymer includes a first repeating unit and a second repeating unit. In particular, the first repeating unit is

and, the second repeating unit is

wherein R + can be

A − can be F − , Cl − , Br − , I − , OH − , HCO 3 − , HSO 4 − , SbF 6 − , BF 4 − , H 2 PO 4 − , H 2 PO 3 − , or H 2 PO 2 − ; Y 1 and Y 2 can be independently —O—, —S—, —CH 2 —, or —NH—; R a and R b can be independently hydrogen or C 1-8 alkyl group; i, j, and k can be independently 0 or an integer from 1 to 6; R 1 can be C 1-10 alkyl group or C 5-6 cycloalkyl group; and, R 2 and R 3 can be independently hydrogen, C 1-8 alkyl group, vinyl group, C 6-12 aryl group, or allyl group.

First claim

What is claimed is:

1 . A polymer, comprising a first repeating unit and a second repeating unit, wherein the first repeating unit is

the second repeating unit is

wherein R + is

A − is F − , Cl − , Br − , I − , OH − , HCO 3 − , HSO 4 − , SbF 6 − , BF 4 − , H 2 PO 4 − , H 2 PO 3 − , or H 2 PO 2 − ; Y 1 and Y 2 are independently —O—, —S—, —CH 2 —, or —NH—; R a and R b are independently hydrogen, or C 1-8 alkyl group; R 1 is C 1-10 alkyl group or C 5-6 cycloalkyl group; i, j and k is independently 0, or an integer from 1 to 6; and, R 2 and R 3 are independently hydrogen, C 1-8 alkyl group, vinyl group, C 6-12 aryl group, or allyl group.

2 . The polymer as claimed in claim 1 , wherein the ratio between the first repeating unit and the second repeating unit is from 1:99 to 99:1.

3 . The polymer as claimed in claim 1 , wherein R 1 is methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, isobutyl, tert-butyl, pentyl, sec-pentyl, isopentyl, neopentyl, cyclopentyl, hexyl, sec-hexyl, cyclohexyl, heptyl, sec-heptyl, octyl, sec-octyl, nonyl, decyl, 1-ethylpentyl, 2-ethylhexyl, or 2-butylhexyl.

4 . The polymer as claimed in claim 1 , wherein the first repeating unit is

wherein A − is F − , Cl − , Br − , I − , OH − , HCO 3 − , HSO 4 − , SbF 6 − , BF 4 − , H 2 PO 4 − , H 2 PO 3 − , or H 2 PO 2 − ; R a and R b are independently hydrogen, or C 1-8 alkyl group; i and j are independently 0, or an integer from 1 to 6; and, R 2 and R 3 are independently hydrogen, C 1-8 alkyl group, vinyl group, C 6-12 aryl group, or allyl group.

5 . The polymer as claimed in claim 1 , wherein the first repeating unit is

wherein A − is F − , Cl − , Br − , I − , OH − , HCO 3 − , HSO 4 − , SbF 6 − , BF 4 − , H 2 PO 4 − , H 2 PO 3 − , or H 2 PO 2 − ; R a and R b are independently hydrogen, or C 1-8 alkyl group; i and j are independently 0, or an integer from 1 to 6; and, R 2 and R 3 are independently hydrogen, C 1-8 alkyl group, vinyl group, C 6-12 aryl group, or allyl group.

6 . The polymer as claimed in claim 1 , wherein the first repeating unit is

wherein A − is F − , Cl − , Br − , I − , OH − , HCO 3 − , HSO 4 − , SbF 6 − , BF 4 − , H 2 PO 4 − , H 2 PO 3 − , or H 2 PO 2 − ; Y 1 is —O—, —S—, —CH 2 —, or —NH—; R a and R b are independently hydrogen, or C 1-8 alkyl group; i and j are independently 0, or an integer from 1 to 6; and, R 2 and R 3 are independently hydrogen, C 1-8 alkyl group, vinyl group, C 6-12 aryl group, or allyl group.

7 . The polymer as claimed in claim 1 , wherein the second repeating unit is

wherein k is 0, or an integer from 1 to 6.

8 . An ion exchange membrane, comprising a polymer or a cross-linking polymer, wherein the polymer is the polymer as claimed in claim 1 ; the cross-linking polymer is a reaction product of the polymer as claimed in claim 1 and a cross-linking agent; and the cross-linking agent is a compound having at least two imide groups; and the ion exchange membrane has a thickness from 15 μm to 200 μm.

9 . The ion exchange membrane as claimed in claim 8 , wherein the imide group is maleimide group.

10 . The ion exchange membrane as claimed in claim 8 , wherein the cross-linking agent is

wherein Z is

wherein Y 1 is single bond, —O—, —S—, —CH 2 —, or —NH—; R 4 is independently hydrogen, or C 1-4 alkyl group; n≧1; x is an integer from 1 to 12; and, y and z are independently an integer from 1 to 5.

11 . The ion exchange membrane as claimed in claim 8 , wherein the cross-linking agent is a reaction product of a compound (a) and a compound (b), wherein the compound (a) is

wherein Z is

wherein Y 1 is single bond, —O—, —S—, —CH 2 —, or —NH—; R 4 is independently hydrogen, or C 1-4 alkyl group; and, n≧1; x is an integer from 1 to 12; and, y and z are independently an integer from 1 to 5, wherein the compound (b) has a structure represented by Formula (I) or Formula (II)

wherein R 5 is independently hydrogen, or C 1-4 alkyl group; and, R 6 is independently hydrogen, or C 1-4 alkyl group.

12 . A structural enhanced membrane, comprising:
a polymer or a cross-linking polymer, wherein the polymer is the polymer as claimed in claim 1 ; the cross-linking polymer is a reaction product of the polymer as claimed in claim 1 and a cross-linking agent; and the cross-linking agent is a compound having at least two imide groups; and a substrate, wherein the substrate has a plurality of pores.

13 . The structural enhanced membrane as claimed in claim 12 wherein the polymer or the cross-linking polymer is disposed on at least one surface of the substrate and filled into the pores of the substrate.

14 . The structural enhanced membrane as claimed in claim 12 , wherein the substrate is polytetrafluoroethene (PTFE), polyimide (PI), polyethylene terephthalate (PET), polyether ether ketone (PEEK), polypropylene (PP), polyethylene (PE), polyvinylidene fluoride (PVDF), or a combination thereof.

Assignees

• Ind Tech Res Inst

Inventors

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

Classifications

• C08F212/22

  Oxygen · CPC title

• C08F212/32

  containing two or more rings · CPC title

• C08F212/26

  Nitrogen · CPC title

• C08J2339/04

  Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member · CPC title

• C08J5/2231

  based on macromolecular compounds obtained by reactions involving unsaturated carbon-to-carbon bonds · CPC title