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Self-crosslinking sulfonated polyimide copolymer, proton exchange membrane and preparation method of proton exchange membrane

A technology of sulfonated polyimide copolymer and sulfonated polyimide, which is applied in chemical instruments and methods, membrane technology, semi-permeable membrane separation, etc. The problem of reducing the acidity of the group is to achieve the effect of excellent hydrolysis resistance, improved hydrolysis resistance, and improved hydrolysis resistance.

Pending Publication Date: 2020-09-01
素水能源科技(上海)有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The literature (ECS Transactions 2008, 12, 5) reported a side chain type sulfonated polyimide linked by ether linkages. This polymer has excellent hydrolytic stability (maintaining mechanical strength in pressurized water at 130°C 500h or more); but because the ether bond is an electron-withdrawing group, it is easy to cause the acidity of the sulfonic acid group to decrease, thereby affecting the proton exchange capacity of the proton exchange membrane; patent document CN201710618439. Chemicalized polyimide and its preparation method and application, the sulfone group is used as a bridging group to ensure the acidity of the sulfonic acid group, but at the same time the side chain introduces a large number of benzene ring structures, resulting in stronger rigidity

Method used

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  • Self-crosslinking sulfonated polyimide copolymer, proton exchange membrane and preparation method of proton exchange membrane
  • Self-crosslinking sulfonated polyimide copolymer, proton exchange membrane and preparation method of proton exchange membrane
  • Self-crosslinking sulfonated polyimide copolymer, proton exchange membrane and preparation method of proton exchange membrane

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preparation example Construction

[0045] The present invention also proposes a method for preparing a self-crosslinkable sulfonated polyimide copolymer containing olefin groups, comprising the following steps:

[0046] Step 1. Under the protection of nitrogen, dissolve sulfonated diamine, non-sulfonated diamine and a certain amount of organic weak base in an organic solvent, and then add Dianhydride monomer and a certain amount of organic weak acid form a reaction system;

[0047] Step 2. React the reaction system in step 1 at 80-140°C for 1-8h, then react at 160-220°C for 8-24h, after the reaction is finished, lower the temperature of the reaction system to 70-140°C, and then pour methanol In, a filamentous product is obtained;

[0048] The filamentary products obtained in step 3 and step 2 are washed repeatedly and dried under vacuum to obtain the above-mentioned self-crosslinkable sulfonated polyimide copolymer containing olefin groups.

[0049] Optionally, the non-sulfonated diamine is 1,4-diamino-2,5-dien...

Embodiment 1

[0062] Under the protection of nitrogen and mechanical stirring, add 5.5656g (10mmol ), 4,4'-bis(4-aminophenoxy)-3,3'-dipropylenealkylbiphenyl (DADAPB) 3.249g (7mmol), triethylamine 3.542g (20mmol) and m-cresol 135mL. After complete dissolution, 4.559 g of 1,4,5,8-naphthalene tetracarboxylic dianhydride (17 mmol) and 2.076 g (17 mmol) of benzoic acid were added. Under the protection of nitrogen, first raise the temperature of the reaction system to 80-140°C for 1-8h, and then continue to heat up to 160-220°C for 8-24h. Preferably, the two temperatures in this example are 110°C and 170°C respectively. ℃, the two times are 4h and 20h respectively. After the reaction, cool the system down to 120°C, pour the product solution into 500mL of methanol, wash the obtained fibrous product with methanol for 3-5 times, and dry it under vacuum at 120°C to obtain self-crosslinked Synthetic sulfonated polyimide copolymer.

[0063] Dissolve the self-crosslinking sulfonated polyimide copolym...

Embodiment 2

[0066] Under the protection of nitrogen and mechanical stirring, 5.3757 g (15 mmol) of 4,4'-diaminodiphenyl ether-3,3'-disulfonic acid (DAPODS), 4,4 3.344 g (7 mmol) of '-bis(4-aminophenoxy)-3,3'-diallylalkyl biphenyl (DADAPB), 2.2262 g (22 mmol) of triethylamine, and 146 mL of m-cresol. After complete dissolution, 5.900 g of 1,4,5,8-naphthalene tetracarboxylic dianhydride (NTDA) (22 mmol) and 2.687 g (22 mmol) of benzoic acid were added. All the other experimental procedures were the same as in Example 1.

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Abstract

The invention provides a self-crosslinking sulfonated polyimide copolymer containing olefin groups. The polymer is formed by polymerizing sulfonated diamine, non-sulfonated diamine and a dianhydride monomer, the invention also provides a preparation method of the olefin group-containing self-crosslinking sulfonated polyimide copolymer. According to the preparation method, a cross-linkable olefin group is introduced, sulfonated polyimide resin is prepared through condensation polymerization of dianhydride and diamine, then a net-shaped structure of sulfonated polyimide is formed through high-temperature thermal cross-linking, and due to the existence of the net-shaped structure, the acidity of sulfonate radicals is guaranteed, and the hydrolysis resistance of sulfonated polyimide is improved. The invention provides a sulfonated polyimide proton exchange membrane and a preparation method thereof, and the sulfonated polyimide proton exchange membrane is prepared from a self-crosslinkablesulfonated polyimide copolymer containing olefin groups, and has excellent hydrolysis resistance.

Description

technical field [0001] The invention relates to the field of polymer materials, in particular to a self-crosslinkable sulfonated polyimide copolymer containing olefin groups, a proton exchange membrane and a preparation method thereof. Background technique [0002] Sulfonated polyimide has the advantages of superior thermal performance, excellent mechanical strength, high electrical conductivity, good film-forming performance and low price, so it is widely used in industry and is also regarded as the most promising Potential proton exchange membrane. However, because imides are vulnerable to nucleophilic reagents, the main problem at present is their poor hydrolytic stability. This problem can be improved by changing the monomer structure, and the most common method is to introduce a side chain type sulfonated diamine monomer. The literature (ECS Transactions 2008, 12, 5) reported a side chain type sulfonated polyimide linked by ether linkages. This polymer has excellent h...

Claims

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Application Information

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IPC IPC(8): C08G75/30B01D71/82B01D67/00
CPCC08G75/30B01D71/82B01D67/0006
Inventor 翟凤霞
Owner 素水能源科技(上海)有限公司
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