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High-molecular polymer containing perfluoro alkyl sulfimine side-chain and its synthesizing method

A technology of perfluoroalkylsulfonimide and high-molecular polymer is applied in the field of high-molecular polymer containing perfluoroalkylsulfonimide side chain and its synthesis, which can solve the problem of limited use range and poor heat resistance. and other problems, to achieve the effect of good catalytic effect, enhanced thermal stability, and simple method

Inactive Publication Date: 2005-07-20
HUAZHONG UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The strong acid resin that has been studied more now is sulfonic acid resin, but its heat resistance is poor, which limits its application range.

Method used

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  • High-molecular polymer containing perfluoro alkyl sulfimine side-chain and its synthesizing method
  • High-molecular polymer containing perfluoro alkyl sulfimine side-chain and its synthesizing method
  • High-molecular polymer containing perfluoro alkyl sulfimine side-chain and its synthesizing method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Example 1: Synthesis of peralkylfluorosulfonimide side chain polyphosphazenes

[0027] (1). Chlorosulfonation of polyphenoloxyphosphazene

[0028] Weigh 1.24g of polyphenoloxyphosphazene and add 6ml of chloroform. Stir to dissolve it, then add 2.48g of chlorosulfonic acid under ice bath conditions, react at 60°C for 4h, add 5.5ml of thionyl chloride, continue the reaction for 1h, pour the mixture into a large amount of ice water, and precipitate a solid. The solid was washed with a large amount of distilled water until it became neutral, and then dried under reduced pressure to obtain 1.87 g of a white solid, that is, polyphenoloxyphosphazene after chlorosulfonation.

[0029] (2). Reaction of polybenzenesulfonyl chloride phosphazene with perfluorosulfonamide

[0030] Weigh 1.30 g of polyphenoloxyphosphazene after chlorosulfonation, add 5 ml of chloroform and 1.56 g of perfluoromethanesulfonamide, then slowly add 1.3 g of triethylamine dropwise, and react at 50° C. for...

Embodiment 2

[0036] Example 2: Synthesis of peralkylfluorosulfonimide side chain cross-linked polystyrene

[0037] (1) Weigh 20 g of cross-linked polystyrene, add 40 ml of 1,2-dichloroethane, add 60 g of chlorosulfonic acid, and react at 80° C. for 6 hours. After the reaction, the mixture was poured into ice water, the solid was washed to neutrality, dried in vacuum, and the obtained solid was washed with SOCl 2 After treatment, 33.6 g of chlorosulfonated polystyrene was obtained.

[0038] (2) Get the above-mentioned 4.90g chlorosulfonated polystyrene, 6.86g perfluorosulfonamide (C 4 f 9 SO 2 NH 2 ), in 25mlCH 2 ClCH 2 In the Cl solvent, add triethylamine (7g) dropwise, control the temperature at 80°C, and react for 48 hours. After the reaction, wash with 50ml dilute HCl, 50ml chloroform, and 250ml deionized water in sequence, extract and purify, and then dry under reduced pressure . The product was 9.68g.

[0039] Structural characterization: The results of SEM test show that the...

Embodiment 3

[0040] Example 3: Synthesis of polystyrene peralkylfluorosulfonimides containing alkyl side chains

[0041] (1) Weigh 10g of uncrosslinked polystyrene containing side chains, add 10ml of 1,2-dichloroethane, then add 25g of chlorosulfonic acid, react at 60°C for 8 hours, and add 14ml of SOCl at the end of the reaction 2 After the reaction, the mixture was poured into ice water, the solid was washed to neutrality, and dried in vacuum to obtain a chlorosulfonated polymer.

[0042] (2) Weigh 5.0g of chlorosulfonated polymer, 7.5g of perfluorosulfonamide (C 8 f 17 SO 2 NH 2 ) by adding 25ml CH 2 ClCH 2 Cl, slowly add 7.5g of triethylamine dropwise, control the temperature at 60°C, and react for 40 hours. After the reaction, wash with dilute HCl, chloroform, and deionized water in sequence, extract and purify, and then dry under reduced pressure to obtain 11.6g of the product .

[0043] Structural characterization: The results of SEM test show that the porous structure of per...

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Abstract

The present invention discloses one kind of polymer containing perfluoroalkyl sulfonyl imido side chain. It is synthesized through chlorosulfonating one of polyhydroxy ether phosphonitrile, crosslinked polystyrene and polystyrene with alkyl long side chain; grafting sulfuryl chloride group to the benzene ring; and final reaction with perfluoro sulfonamide. The obtained polymer containing perfluoroalkyl sulfonyl imido side chain has strong acidity and excellent heat stability, and excellent catalyzing effect on esterification, Dies-Alder reaction, Friedel-Crafts reaction, etc., and may be reused. Therefore, the present invention has latent value in use as green organic synthesis catalyst and electrolyte material. It has simple synthesis and low cost, and is favorable to industrial production.

Description

technical field [0001] The invention relates to a class of sulfonimide high molecular polymers, in particular to high molecular polymers containing perfluoroalkyl sulfonimide side chains and a synthesis method thereof. This type of polymer is strongly acidic and can be used as a supported acid catalyst and electrolyte material. Background technique [0002] Because the polymer-supported catalyst has the advantages of being easy to separate from reactants and products and can be reused many times, it has greater advantages compared with homogeneous catalysts. Therefore, it is of great significance to load catalysts on polymer supports. The strong acidic resin that has been studied more is the sulfonic acid resin, but its heat resistance is poor, which limits its application range. At the same time, there are also a small number of reports about the introduction of trifluoromethanesulfonimide into polymer side chains, but its synthesis is based on the polymerization of monom...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F8/38C08F112/08C08G79/025
Inventor 聂进王新增张正波肖杰展周三一
Owner HUAZHONG UNIV OF SCI & TECH
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