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Crosslinked ion conductive membranes

A technology of cross-linking agent and cross-linked polymer, applied in membrane, circuit, membrane technology, etc., can solve the problems of loss of membrane acidity and consumption of sulfonic acid group, etc.

Inactive Publication Date: 2001-06-27
3M CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

WO97 / 19,480 emphasizes that this method requires consumption of sulfonic acid groups and results in a loss of membrane acidity

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Embodiment 1 prepares sulfonated polyetheretherketone (PEEK-SO 3 H):

[0043] A series of solutions were prepared by adding 30 g of polyetheretherketone (PEEK, purchased from Hoechst AG, Frankurt, Germany) and 400 ml of concentrated sulfuric acid (100-102%) into a 500 ml Teflon-sealed glass bottle. The vials were sealed and placed on a mechanical shaker at room temperature for varying times between 10 and 190 hours. The degree of sulfonation increases with time. The resulting viscous red solution was poured into 4 L of a stirred mixture of ice and water. Collect the precipitate, crush it into a fine powder, and wash with water until the pH of the washing liquid is neutral. The white polymer powder was then dried under vacuum (0.1 Torr) at 40°C for 24 hours.

[0044] These polymers (PEEK-SO 3 H) Soluble in DMF, NMP and cyclopentanone. The solubility in alcohol and hot water increases with the degree of sulfonation. The water absorption capa...

Embodiment 2

[0045] Embodiment 2 prepares the sulfonyl chloride (PEEK-SO 2 Cl);

[0046] 10 g of sulfonic acid (PEEK-SO 3 H, prepared as described in Example 1, sulfonated for 190 hours) and 80 ml of thionyl chloride were added to a 250 ml round bottom flask. The mixture was refluxed for 12 hours under nitrogen, forming a viscous homogeneous solution. This mixture was then poured into 500 ml of a stirred ice-water mixture. The yellow precipitate was collected, crushed into powder, and washed with a large amount of water until the pH of the washing liquid was neutral. The polymer was then washed twice with methanol and dried under vacuum (0.1 Torr) at 40°C for 24 hours. Yield: 9.8 g (93%).

[0047] The polymer (PEEK-SO 2 Cl) is soluble in DMF, NMP, cyclopentanone, dichloroethane, THF, but insoluble in alcohol and water. by PEEK-SO 2 Cl solution can be made into a transparent independent film. The membrane can be hydrolyzed with dilute sodium hydroxide solu...

Embodiment 3

[0048] Example 3 Preparation of PEEK-SO 2 Another way for Cl:

[0049] Add 300 mL of chlorosulfonic acid to a 500 mL round bottom flask. Add 30 grams of PEEK under nitrogen atmosphere. This mixture was stirred for 2 hours. The resulting reddish solution was then poured into 4 L of a stirred mixture of ice and water. The precipitate was collected, crushed into powder, and washed with water until the pH of the washing liquid was neutral. The polymer was then washed twice with methanol and dried under vacuum (0.1 Torr) at 40C for 24 hours. Yield: 35 g (89%).

[0050] As described in Example 2, the polymer (PEEK-SO 2 Cl) is soluble in DMF, NMP, cyclopentanone, dichloroethane, THF, but insoluble in alcohol and water. Transparent free-standing films can be formed from these solutions. The membrane can be hydrolyzed with dilute sodium hydroxide solution and then converted to the sulfonic acid form by exchange with nitric acid. The conductivity of the hydr...

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Abstract

A method is provided for making crosslinked acidic polymers useful as ion conductive membranes, such as crosslinked sulfonated polyether ketones, sulfonated polysulfones, sulfonated polystyrenes, and other acidic polymers, by crosslinking with a species which generates an acidic functionality. The crosslinker preferably binds to acid functions by conversion of acid groups to imide functionality, which, due to the acidity of the N-H bonds therein, compensate for the acidity lost by the occupation of the acid groups and thus preserve membrane conductivity while contributing to membrane strength and resistance to swelling.

Description

field of invention [0001] The present invention relates to a method for the manufacture of cross-linked polymers suitable for use in ion-conducting membranes (ICMs). The method crosslinks a polymer having pendant acid halide groups by i) reacting with a crosslinking agent that binds to two or more acid halide groups, or ii) reacting with a crosslinking agent such that A polymer having pendant amide groups is crosslinked, the crosslinker being bonded to two or more amide groups. The crosslinker preferably binds to the polymer to generate imide groups. The imide group serves as an acidic group that improves the ion conductivity of the polymer. Background of the invention [0002] Electrochemical devices (including proton exchange membrane fuel cells, electrolyzers, chlor-alkali separation membranes, batteries, etc.) generally use ion-conducting membranes as solid electrolytes. In a conventional electrochemical cell, an ion-conducting membrane contac...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01D67/00B01D71/52B01D71/68B01D71/82C08G65/48C08J3/24C08J5/22H01B1/06H01B13/00H01M8/02H01M8/10
CPCB01D71/52H01M8/1027C08J5/2256H01M8/1072B01D71/68H01M8/1032C08G65/48B01D71/82Y02E60/523B01D67/0093C08J2371/12Y02E60/522H01M8/1025B01D2323/30Y02P70/50Y02E60/50B01D71/5223B01D67/00931B01D71/5222
Inventor S·S·毛S·J·哈姆罗克D·A·伊利塔洛
Owner 3M CO
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