Polyarylether material bearing a sulfonic acid group on a pendant group, and preparation method and application thereof

A technology of side group sulfonic acid and polyarylether, which is applied in the field of high thermal stability side group sulfonic acid type polyarylether polymer and its preparation, can solve the problems such as the degree of sulfonation and the difficult position of sulfonation, and avoid cumbersome And complex synthesis, good thermal stability, wide application temperature effect

Inactive Publication Date: 2009-03-11
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, compared with polymers obtained by the copolymerization of sulfonated monomers, th

Method used

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  • Polyarylether material bearing a sulfonic acid group on a pendant group, and preparation method and application thereof
  • Polyarylether material bearing a sulfonic acid group on a pendant group, and preparation method and application thereof
  • Polyarylether material bearing a sulfonic acid group on a pendant group, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Embodiment 1: the preparation of 2,5-diphenylhydroquinone

[0037] Put 26 grams (0.1mol) of 2,5-diphenylbenzoquinone, 65.4 grams (1.0mol) of zinc powder, and 200 mL of water into a three-necked flask equipped with mechanical stirring, dropping funnel and reflux condenser, and 160 mL of concentrated hydrochloric acid Drop in at a rate of 0.04mL / sec. Reaction at reflux temperature for 8 hours, hot filtration to obtain product 2,5-diphenylhydroquinone, recrystallized, yield 60%, melting point 226°C.

[0038] The process is the same as above, and the zinc powder is fed in batches, which can be divided into 5 batches of 13 grams each to obtain the same product with a yield of 65% and a melting point of 226°C.

Embodiment 2

[0039] Example 2: Initial Polymer - Synthesis of Homopolymer DiPh-PES-100

[0040] 2.62 grams (0.01mol) of 2,5-diphenylhydroquinone, 2.54 grams (0.01mol) of 4,4'-difluorodiphenyl sulfone and 1.8 grams of anhydrous potassium carbonate were prepared by the method of Example 1 , put 20mL N, N-dimethylacetamide, 30ml toluene into a 100ml three-necked flask equipped with a water dispenser, pass nitrogen gas, heat up to toluene reflux and stir, reflux for 1.5 to 2 hours, remove toluene, heat up to 220°C, After continuing to react for 4-8 hours, the polymerization solution was precipitated in water, crushed, washed and dried to obtain the initial polymer DiPh-PES-100.

Embodiment 3

[0041] Example 3: Synthesis of initial polymer - copolymer DiPh-PES-50

[0042]2.62 grams (0.01mol) of 2,5-diphenylhydroquinone, 2.50 grams (0.01mol) of 4,4'-dihydroxydiphenyl sulfone, 5.08 grams (0.02mol) 4, Put 4'-difluorodiphenyl sulfone and 1.8 grams of anhydrous potassium carbonate, 40 mL of N, N-dimethylacetamide, and 30 mL of toluene into a 500-mL three-neck flask equipped with a water dispenser, ventilate nitrogen, and heat up to toluene Reflux and stir for 1.5 to 2 hours, remove toluene, raise the temperature to 190°C, and continue the reaction for 4 to 8 hours. The polymerization solution is precipitated in water, crushed, washed and dried to obtain the initial polymer DiPh-PES-50. Its glass transition temperature (Tg) is 225°C.

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Abstract

The invention discloses a side group sulfonic acid polyarylether material, a method for preparing the same and application thereof, which belong to the technical field of functional polymer materials. In particular, the method comprises the following steps: performing polycondensation reaction of 2, 5-diphenyl-hydroquinone and dual-halogen monomers such as 4, 4'-difluoro-benzophenone, 4, 4'-difluoro-diphenylsulfone, 2, 6-difluoro-benzonitrile and the like as well as other diphenol monomers, and then preparing a series of side group sulfonic acid polyarylether proton exchange membranes with controllable sulfonation point and sulfonation degree by a moderate post-sulfonation method. The proton exchange membranes prepared by the method have the advantages of high thermal stability, good solubility and film-forming property, excellent hot water dimensional stability, low methanol permeability and high proton conductivity. The membrane materials used by the method have the advantages of simple preparation process, mild and controllable reaction, wide application temperature and excellent performance, thus the membrane materials can be applied to proton exchange membrane fuel cells and direct methanol fuel cells.

Description

technical field [0001] The invention belongs to the technical field of macromolecular functional materials, and relates to a high thermal stability side-group sulfonic acid type polyarylether polymer used in fuel cell proton exchange membranes and a preparation method thereof. Background technique [0002] Fuel cells can efficiently convert chemical energy into electrical energy, and are a promising clean energy source. As a key component of proton exchange membrane battery and direct methanol fuel cell system, the research and development of proton exchange membrane is of great significance. Nafion membrane with perfluorosulfonic acid chemical structure is currently the most widely used and researched proton exchange membrane, but it has disadvantages such as high cost, low working temperature (≤80°C), and high methanol permeability. Introducing sulfonic acid groups into polymers with good thermal stability to prepare sulfonated materials with good proton conductivity is c...

Claims

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Application Information

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IPC IPC(8): C08G65/48C08G65/40C08J5/22
Inventor 刘佰军姜振华
Owner JILIN UNIV
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