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Sulfomated polyarylether containing conjugation structure, preparation method and intermediate

A technology of monomer and meaning, applied in the field of polyarylene ether, can solve the problems affecting the service life of PEMFC, instability of proton exchange membrane, easy cracking, etc., and achieve the effect of ensuring chemical stability, high strength and improving stability

Inactive Publication Date: 2006-04-19
GUANGZHOU INST OF GEOCHEMISTRY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The currently used sulfonated polyarylethers only undergo a simple sulfonation treatment without limiting the position of the sulfonic acid group, so that the benzene ring on the polymer skeleton is also equipped with a sulfonic acid group, and the main chain of the polymer has a sulfonic acid group. Due to the existence of the sulfonic acid group on the benzene ring, the ether bond of the benzene ring becomes unstable, so the proton exchange membrane made becomes unstable in the PEMFC working environment and is easy to crack, which seriously affects the service life of the PEMFC

Method used

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  • Sulfomated polyarylether containing conjugation structure, preparation method and intermediate
  • Sulfomated polyarylether containing conjugation structure, preparation method and intermediate
  • Sulfomated polyarylether containing conjugation structure, preparation method and intermediate

Examples

Experimental program
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Effect test

Embodiment 1

[0033] Embodiment 1: the preparation of above formula (3) bisphenol monomer

[0034] Add 10.92g (0.06mol) of biphenyl formaldehyde, 21.96g (0.18mol) of 2,6-dimethylphenol and 30mL of toluene into a 100mL three-necked flask, stir to dissolve it, and add it dropwise at room temperature 10 mL of 60% (0.094 mol) sulfuric acid. N 2 Under protection, heat up to 50-55°C and stir for 20 hours, cool to room temperature, a red solid precipitates out, filter, wash twice with a small amount of water, once with a small amount of toluene, and dry in vacuo. Recrystallized twice with methanol-water at a volume ratio of 3:1 to obtain a white solid with a yield of 63%, which was confirmed to be the bisphenol monomer of the above formula (3) by analysis. The analysis data are as follows: M.p: 165~166℃; 1 H-NMR (CDCl 3 ): δ (ppm) 2.18 (s, 12H), 5.31 (s, 1H, CH), 6.73 (s, 4H, 2C 6 h2 ), 7.14~7.58 (m, 9H, C 6 h 5 C 6 h 4 ); MALDI-TOF-MS: found 408.1; calcd for C 29 h 28 o 2 , 408.5; ELE...

Embodiment 2

[0036] With the bisphenol monomer of 1mmol (0.408g) above-mentioned formula (3), in 1mmol (0.254g) above-mentioned formula (4) A difluoro monomer (purchased from Aldrich), 1.5mmol (0.208g) of anhydrous potassium carbonate, 5mL of toluene and 2.0mL of DMAC were added to a three-necked flask, under the protection of nitrogen, the temperature was raised to 140°C, and kept under magnetic stirring For 4 hours, distill out the toluene and take out the produced water, then raise the temperature to 170°C, react for 4 hours, dilute with DMAC, drop it into methanol with a small amount of HCI, filter, dry, dissolve with chloroform, and place for 6 hours Hour, filter, concentrate, drop in methanol, filter, dry, obtain white flocculent solid, productive rate 90.5%, prove to be the compound of formula (2) by analysis, wherein Be a, n=165, Waters510 HPLC measures relative molecular mass: M n b = 43 383, M w b =102 790, its glass transition temperature T g =261.4°C, the temperature T a...

Embodiment 3

[0041] With the bisphenol monomer of 1mmol (0.408g) above-mentioned formula (3), in 1mmol (0.322g) above-mentioned formula (4) The difluoromonomer b (purchased from Aldrich), 1.5mmol (0.208g) of anhydrous potassium carbonate, 5mL of toluene and 2.4mL of DMAC were added to a three-necked flask, under the protection of nitrogen, the temperature was raised to 135°C, and kept under magnetic stirring. For 4 hours, distill out the toluene and take out the water produced, then raise the temperature to 180°C, react for 3 hours, dilute with DMAC, drop it into methanol with a small amount of HCl, filter, dry, dissolve with chloroform, and place for 4 hours Hour, filter, concentrate, drop in methanol, filter, dry, obtain white flocculent solid, productive rate 92.4%, prove to be the compound of formula (2) by analysis, wherein For b, n=172, Waters 510 HPLC measures the relative molecular mass: M n b =58 484, M w b =118 820, glass transition temperature T g =248.9°C, the temperatur...

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Abstract

A sulfonated polyarylether containing conjugated structure and its intermediate are disclosed. Its preparing process includes such steps as mixing diphenol monomer, difluoro monomer and anhydrous potassium carbonate in non-protonic polar solvent, reaction to obtain its intermediate, dissolving it in polar solvent, dripping the solution of chlorosulfonic acid, and reaction. Its advantages are high resistance to high temp and creep, strength, toughness, stability, hydroscopicity and proton exchange capacity.

Description

technical field [0001] The present invention relates to a sulfonated polyarylether, in particular to a sulfonated polyarylether containing a conjugated structure, in addition to a preparation method of the polymer, and further to an intermediate of the polymer That is, polyarylether with conjugated structure. Background technique [0002] Fuel cells have outstanding advantages such as high energy conversion efficiency (40% to 60%), environmental friendliness, cleanliness, no pollution, and no noise. They are considered to be the preferred clean and efficient energy sources in the 21st century. Proton exchange membrane fuel cell (PEMFC) is called the fifth-generation fuel cell. In addition to the advantages of general fuel cells, it also has the advantages of rapid start-up at room temperature, no electrolyte loss, easy discharge of water, long life, specific power and Outstanding features such as higher specific energy. The proton exchange membrane is one of the key materi...

Claims

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Application Information

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IPC IPC(8): C08G65/40
Inventor 孟跃中王雷尚雪亚陈玉林孔令环
Owner GUANGZHOU INST OF GEOCHEMISTRY - CHINESE ACAD OF SCI
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