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Preparation method of hyperbranched sulfonated polyether ether ketone

The technology of sulfonated polyether ether ketone and sulfonated fluoro ketone is applied in the field of preparation of hyperbranched sulfonated polyether ether ketone, and can solve the problems of decreased membrane resistance to alcohol, increased swelling rate of membrane materials, low stability and the like. Achieve the effect of protecting the interior of the material, increasing methanol resistance, and stabilizing three-dimensional space

Inactive Publication Date: 2019-05-28
SHANDONG XINGHUO SCI TECH INSTITYTE
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Sulfonated polyetheretherketone (SPEEK) has attracted much attention in the research of proton exchange membranes for methanol fuel cells (DMFC) due to its good alcohol resistance performance. Sulfonated polyether ether ketone has a hydrophobic main chain and also contains Hydrophilic sulfonic acid groups have a structure similar to that of perfluorosulfonic acid membranes. SPEEK also has a microscopic phase-separation structure. There are tiny hydrophilic regions and hydrophobic regions inside the membrane. Since the main chain of SPEEK contains an etherketone structure, the hydrophobic The water property is not as strong as the main chain of perfluorosulfonic acid, and the side chain is short, so the stability of the film is not high. The conductivity of SPEEK is determined by the degree of sulfonation (DS). The higher the DS, the higher the proton conductivity, but the DS increases. At the same time, it will bring the following problems: the swelling rate of the SPEEK membrane material increases, the dimensional stability and mechanical properties decrease; the alcohol resistance of the membrane decreases

Method used

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  • Preparation method of hyperbranched sulfonated polyether ether ketone
  • Preparation method of hyperbranched sulfonated polyether ether ketone
  • Preparation method of hyperbranched sulfonated polyether ether ketone

Examples

Experimental program
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Effect test

Embodiment 1

[0027] A preparation method of hyperbranched sulfonated polyetheretherketone, comprising the following steps:

[0028] D1 prepares sulfonated difluorobenzophenone monomer

[0029] Sulfonate monomer difluorobenzophenone to obtain sulfonated fluoroketone monomer, put 50% oleum and difluorobenzophenone into a three-necked bottle, which is equipped with a mechanical stirring device, a thermometer and Spherical condenser, in the state of stirring, heated to 110 ° C, reacted for 6 hours, cooled to 40 ° C, slowly poured the reaction mixture into ice water, neutralized to neutral with sodium hydroxide solution, then added sodium chloride for salting out , to obtain a yellow-white solid crude product, recrystallized with ethanol and water to obtain 3,3-disulfonic acid-4,4'-difluorobenzophenone, referred to as sulfonated difluorobenzophenone monomer;

[0030] D2 Preparation of Hyperbranched Sulfonated Polyetheretherketone

[0031] 0.01mol of 2,4',6-trifluoro-benzophenone, 0.01mol of t...

Embodiment 2

[0033] A preparation method of hyperbranched sulfonated polyetheretherketone, comprising the following steps:

[0034] D1 prepares sulfonated difluorobenzophenone monomer

[0035] Sulfonate monomer difluorobenzophenone to obtain sulfonated fluoroketone monomer, put 50% oleum and difluorobenzophenone into a three-necked bottle, which is equipped with a mechanical stirring device, a thermometer and Spherical condenser, in the state of stirring, heated to 120 ° C, reacted for 8 hours, cooled to 50 ° C, slowly poured the reaction mixture into ice water, neutralized to neutral with sodium hydroxide solution, then added sodium chloride for salting out , to obtain a yellow-white solid crude product, recrystallized with ethanol and water to obtain 3,3-disulfonic acid-4,4'-difluorobenzophenone, referred to as sulfonated difluorobenzophenone monomer;

[0036] D2 Preparation of Hyperbranched Sulfonated Polyetheretherketone

[0037] 0.01mol of 2,4',6-trifluoro-benzophenone, 0.01mol of t...

Embodiment 3

[0039] A preparation method of hyperbranched sulfonated polyetheretherketone, comprising the following steps:

[0040] D1 prepares sulfonated difluorobenzophenone monomer

[0041]Sulfonate monomer difluorobenzophenone to obtain sulfonated fluoroketone monomer, put 50% oleum and difluorobenzophenone into a three-necked bottle, which is equipped with a mechanical stirring device, a thermometer and Spherical condenser, in the state of stirring, heated to 105 ° C, reacted for 7 hours, cooled to 45 ° C, slowly poured the reaction mixture into ice water, neutralized to neutral with sodium hydroxide solution, then added sodium chloride for salting out , to obtain a yellow-white solid crude product, recrystallized with ethanol and water to obtain 3,3-disulfonic acid-4,4'-difluorobenzophenone, referred to as sulfonated difluorobenzophenone monomer;

[0042] The principle of the reaction is an electrophilic substitution reaction of aromatics, and the structure of the reaction product i...

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Abstract

The invention relates to a preparation method of hyperbranched sulfonated polyether ether ketone. The preparation method of the hyperbranched sulfonated polyether ether ketone comprises the followingsteps that D1, a sulfonated difluoro benzophenone monomer is prepared, and the difluoro benzophenone monomer is sulfonated to obtain a sulfonated fluorine ketone monomer; D2, the hyperbranched sulfonated polyether ether ketone is prepared, 2,4',6-trifluoro-benzophenone, tetramethyl biphenol, the sulfonated difluoro benzophenone monomer and K2CO3 are matched at the molar ratio of 1:1: (1.5-2):0.4 and dissolved into a DMSO solution, the whole process is carried out under a nitrogen atmosphere, and the hyperbranched sulfonated polyether ether ketone is obtained through drying. According to the preparation method of the hyperbranched sulfonated polyether ether ketone, the sulfonated difluoro benzophenone monomer is adopted, the sulfonated polyether ether ketone is generated, the sulfonation degree can be controlled, the sulfonated polyether ether ketone with the high sulfonation degree is obtained, nucleophilic reaction is used for generating a hyperbranched structure, due to a special three-dimensional space structure of a branched polymer, various performance of the branched polymer and a transmission linear polymer have great difference, and compared with a traditional linear polymer, a three-dimensional space is more stable.

Description

technical field [0001] The invention relates to the field of preparation of sulfonated polyether ether ketone, in particular to a preparation method of hyperbranched sulfonated polyether ether ketone. Background technique [0002] Sulfonated polyetheretherketone (SPEEK) has attracted much attention in the research of proton exchange membranes for methanol fuel cells (DMFC) due to its good alcohol resistance performance. Sulfonated polyether ether ketone has a hydrophobic main chain and also contains Hydrophilic sulfonic acid groups have a structure similar to that of perfluorosulfonic acid membranes. SPEEK also has a microscopic phase-separation structure. There are tiny hydrophilic regions and hydrophobic regions inside the membrane. Since the main chain of SPEEK contains an etherketone structure, the hydrophobic The water property is not as strong as the main chain of perfluorosulfonic acid, and the side chain is short, so the stability of the film is not high. The conduct...

Claims

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Application Information

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IPC IPC(8): C08G8/02C08L61/16C08K9/02C08K3/04
Inventor 车春玲
Owner SHANDONG XINGHUO SCI TECH INSTITYTE
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