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Locally densely quaternized polyarylether compound and preparation method thereof

A compound, polyarylene ether technology, applied in the field of ion exchange membrane materials, can solve the problems of low anion conductivity, difficult to control the degree of chloromethylation of products, and high toxicity of CMME, and achieve high anion conductivity and good chemical stability. The effect of high performance and low preparation cost

Inactive Publication Date: 2018-05-29
FUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Document 1 (Tanaka M et al , Polymer Chemistry, 2011, 2: 99-106) reported a method for chloromethylation of electron-rich benzene rings in polyarylether precursors using chloromethyl methyl ether (CMME) as a chloromethylation reagent ; Although this method is simple to operate and has high reactivity, CMME is extremely toxic and the degree of chloromethylation of the product is difficult to control
Literature 2 (Chen D et al , Macromolecules, 2013, 46: 9270-9278) reported a method for bromination of the benzyl group in the polyarylether precursor with N-bromosuccinimide; this method can Avoid the use of highly toxic CMME, the repeatability is good, the degree of bromination of the product is well controlled, but the anion conductivity of the product after quaternization is not high

Method used

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  • Locally densely quaternized polyarylether compound and preparation method thereof
  • Locally densely quaternized polyarylether compound and preparation method thereof
  • Locally densely quaternized polyarylether compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0046] Embodiment 1 Preparation of compound C containing eight benzyl groups

[0047]0.39 g (1 mmol) of fluorine-containing raw material compound B and 0.73 g (6 mmol) of 3,5-dimethylphenol, 0.83 g (6 mmol) of potassium carbonate, 5 mL of 1,3-dimethyl-2-imidazoline Ketone and 3 ml of toluene were added to a three-necked flask, and the temperature was raised to 145 °C for 2 hours under the protection of argon, and the toluene was distilled off to take out the produced water. The reaction was heated to 165 °C for 24 hours, and then heated to 220 °C for 24 hours After the reaction, the product was poured into deionized water for extraction, and the extracted solution was purified by a column to obtain a compound containing eight benzyl groups with a yield of 40%.

Embodiment 2

[0048] Embodiment 2 Preparation of bisphenol monomer A containing eight benzyl groups

[0049] Add 0.80 g (1 mmol) of compound C containing eight benzyl groups and 20 mL of dichloromethane into a three-necked flask, cool down to -78 °C, and slowly add 2.4 mL (2.4 mmol) of tribrominated Boron solution, reacted for one hour, raised to normal temperature and reacted for 12 hours, then poured the product into deionized water for extraction, and the extracted solution was purified by a column to obtain a bisphenol monomer containing eight benzyl groups with a yield of 95 %.

Embodiment 3

[0050] Embodiment 3 Preparation of polyarylether compounds containing benzyl groups

[0051] 0.6199 g (0.8 mmol) and 0.8728 g (4.0 mmol) of bisphenol monomer A containing eight benzyl groups in Example 2, 0.8280 g (3.2 mmol) 4- Add 4'-dihydroxydiphenylsulfone, 0.8280 g (6.0 mmol) anhydrous potassium carbonate, 4 mL toluene and 11 mL N,N-dimethylacetamide into a three-necked flask, and raise the temperature to 145 °C under the protection of argon React for 2 hours, distill off the toluene, take out the produced water, heat up the reaction to 165 ° C for 10 hours, then pour the product into deionized water to precipitate precipitates, filter, collect the precipitates and dry them in a vacuum oven at 80 ° C for 24 hours to obtain Polyarylether polymers containing benzyl groups. Its intrinsic viscosity is 0.73 dL / g, yield: 95%.

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Abstract

The invention relates to a locally densely quaternized polyarylether compound and a preparation method thereof. A bisphenol monomer A containing eight benzyls is synthesized through a nucleophilic substitution reaction, the monomer is subjected to a condensation reaction with 4,4'-difluorobenzophenone and 4,4'-dihydroxy diphenyl sulfone in different proportions, and a polyarylether compound containing benzyls is prepared. The polyarylether compound containing benzyls is bromized and quaternized, and the locally densely quaternized polyarylether compound is prepared. The locally densely quaternized polyarylether compound can be dissolved in polar non-proton solvents such as N,N-dimethylacetamide, N,N-dimethylformamide, N-methyl pyrrolidone, dimethyl sulfoxide and the like, a membrane can beprepared through solution casting, and the prepared anion-exchange membrane has the advantages of simple preparation process, high ion conduction rate, good mechanical performance, good chemical stability and the like.

Description

technical field [0001] The invention relates to a locally intensive quaternized polyarylether compound and a preparation method thereof, belonging to the field of ion exchange membrane materials. Background technique [0002] Anion exchange membranes have important application prospects in many fields such as batteries, electrolysis, electrodialysis, pervaporation, and electrochemical sensors, so they have received extensive attention. Anion exchange membranes generally consist of a polymer backbone and cationic groups, and their performance depends on the chemical structure of the polymer backbone and the content and distribution of cationic groups. An excellent anion exchange membrane should have the characteristics of simple preparation, low cost, high anion conductivity, stable chemical properties and high mechanical strength. Reasonable molecular structure design and selection is an important prerequisite for the preparation of high-performance anion exchange membranes...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/48C08G65/40C08G75/23C08J5/22
CPCC08G65/4012C08G65/48C08G75/23C08J5/2256C08J2371/10C08J2381/06
Inventor 陈栋阳胡远芳
Owner FUZHOU UNIV
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