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Sulfonated aromatic phosphine oxide polymer containing diphenyl ether structure and preparation method and application thereof

A technology of sulfonated aromatic and containing biphenyl ether, which is applied in the field of sulfonated aromatic phosphine oxide polymer and its preparation, can solve the problems of poor film-forming performance, poor solubility, hindering the movement of molecular segments, etc., and achieve improved processing Performance, improvement of comprehensive performance, good water absorption and moisture retention and oxidation resistance and stability

Inactive Publication Date: 2019-11-05
SHANGHAI INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the bulky aromatic groups contained in polymers in the literature hinder the movement of molecular segments, making the polymers more rigid, resulting in poor solubility and poor film-forming properties.

Method used

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  • Sulfonated aromatic phosphine oxide polymer containing diphenyl ether structure and preparation method and application thereof
  • Sulfonated aromatic phosphine oxide polymer containing diphenyl ether structure and preparation method and application thereof
  • Sulfonated aromatic phosphine oxide polymer containing diphenyl ether structure and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Add 3.23mmol (1.3447g) bis(4-fluorophenyl)-3'-sodium phenylphosphine sulfonate, 3.23mmol (0.6531 g) p-hydroxydiphenyl ether and 3.56mmol (0.4920g) K 2 CO 3 , then add 8mL of N,N-dimethylacetamide and 8mL of toluene, pass through nitrogen protection, and stir well at room temperature. Raise the temperature to 150°C for reaction, maintain reflux for 4 hours, discharge the toluene, and continue to react at 160°C for about 2 to 3 days until the reaction solution is very viscous. Lower the reaction temperature to 120°C, add 2 mL of N,N-dimethylacetamide to the three-necked flask to dilute the reaction solution, then pour it into 300 mL of deionized water, and stir while pouring to obtain yellow strips. Soak the product in hot water to remove inorganic salts, dry it in vacuum for 24 hours, and set it aside.

[0048] Implementation effect: yield 92%, number average molecular weight M n , weight average molecular weight M w and distribution index PDI were 3.24×10 4 g / mol,...

Embodiment 2

[0050] Add 2.96mmol (1.2323g) bis(4-fluorophenyl)-3′-sodium phenylphosphine sulfonate, 0.33mmol (0.1038 g) bis(4-fluorophenyl)phenylphosphine oxide, 3.29mmol (0.6653g) p-hydroxydiphenyl ether and 3.67mmol (0.5072g) K 2 CO 3 , and then add 8mL of N,N-dimethylacetamide and 8mL of toluene into the flask, pass through nitrogen protection, and stir well at room temperature. Raise the temperature to 150°C for reaction, maintain reflux for 4 hours, discharge the toluene, and continue to react at 160°C for about 2 to 3 days until the reaction solution is very viscous. Lower the reaction temperature to 120°C, add 2 mL of N,N-dimethylacetamide to the three-necked flask to dilute the reaction solution, then pour it into 300 mL of deionized water, and stir while pouring to obtain yellow strips. Soak the product in hot water to remove inorganic salts, dry it in vacuum for 24 hours, and set it aside.

[0051] Implementation effect: yield 94%, number average molecular weight M n , weight...

Embodiment 3

[0053] Add 2.68mmol (1.1157g) bis(4-fluorophenyl)-3′-sodium phenylphosphine sulfonate, 0.67mmol (0.2106 g) bis(4-fluorophenyl)phenylphosphine oxide, 3.35mmol (0.6774g) p-hydroxydiphenyl ether and 3.69mmol (0.5099g) K 2 CO 3 , and then add 8mL of N,N-dimethylacetamide and 8mL of toluene into the flask, pass through nitrogen protection, and stir well at room temperature. Raise the temperature to 150°C for reaction, maintain reflux for 4 hours, discharge the toluene, and continue to react at 160°C for about 2 to 3 days until the reaction solution is very viscous. Lower the reaction temperature to 120°C, add 2 mL of N,N-dimethylacetamide to the three-necked flask to dilute the reaction solution, then pour it into 300 mL of deionized water, and stir while pouring to obtain yellow strips. Soak the product in hot water to remove inorganic salts, dry it in vacuum for 24 hours, and set it aside.

[0054] Implementation effect: yield 94%, number average molecular weight M n , weight...

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Abstract

The invention relates to a sulfonated aromatic phosphine oxide polymer containing a biphenyl ether structure and a preparation method and application thereof. The polymer is prepared from a dihalogentriphenylphosphine oxide monomer, a sulfonated dihalogen triphenylphosphine oxide monomer and a p-hydroxy diphenyl ether as raw materials by direct polycondensation in a polar solvent or an aprotic polar solvent under the catalysis of alkali metal carbonate. Compared with the prior art, the p-hydroxy diphenyl ether raw material is cheap and easily available, the polymer structure can be designed,the polymer has excellent flexibility and ductility, and is beneficial to improving the processing performance of resin, meanwhile, the phosphine oxide group has good water absorption and moisture retention and oxidation resistance stability; therefore, the series of sulfonated polymers are expected to be applied in the field of proton exchange membrane fuel cells.

Description

technical field [0001] The invention relates to the field of polymer materials, in particular to a sulfonated aromatic phosphine oxide polymer containing a biphenyl ether structure and a preparation method and application thereof. Background technique [0002] Sulfonated aromatic polymers are a class of high-performance polymers with good mechanical properties and high thermal stability. They are considered to be excellent matrix materials for proton exchange membranes and have potential application prospects in the field of fuel cells. [0003] After searching the prior art, it was found that L.C.Fu etc. published "Sulfonated poly(arylene ether)s with high content of phosphine oxide moieties for proton exchange membranes” (sulfonated polyarylene ether polymers with high content of phosphine oxide groups for proton exchange membranes). This article reports the preparation and performance of the sulfonated polyarylether phosphine oxide proton exchange membrane. The membrane ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G79/04C08G65/40
CPCC08G65/4006C08G79/04
Inventor 廖慧英张珊珊禹华国鲁晨毛松丽
Owner SHANGHAI INST OF TECH
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