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Ionic liquid containing cationic polymerizable group as well as preparation method and application of ionic liquid

A technology of ionic liquids and cations, applied in the field of light curing, can solve the problems that ionic liquids cannot meet the needs

Active Publication Date: 2022-04-22
TONGJI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

With the deepening of the research and application of ionic liquids, conventional ionic liquids can no longer meet the demand

Method used

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  • Ionic liquid containing cationic polymerizable group as well as preparation method and application of ionic liquid
  • Ionic liquid containing cationic polymerizable group as well as preparation method and application of ionic liquid
  • Ionic liquid containing cationic polymerizable group as well as preparation method and application of ionic liquid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] Anion is the preparation process of the ionic liquid A-1-Br of bromide ion:

[0065]

[0066] (1) In a glass flask with a stirring device and a thermometer, add 3-hydroxymethyl-3-ethyloxetane (5.8g, 50mmol), triethylamine (6.07g, 60mmol) and 200ml of toluene , keep the temperature at 5-10°C, slowly add methanesulfonyl chloride (6.30g, 55mmol), and react at this temperature for 2 hours under stirring; then add lithium bromide (4.78g, 55mmol) to the glass bottle, and heat up to 60 After reacting at ~70°C for ten hours, a certain amount of lithium bromide (1.26 g, 10 mmol) was added, and the reaction was continued at this temperature for 8 hours. After the reaction was completed, the liquid was separated, and the obtained organic layer was distilled under reduced pressure to obtain the intermediate product (A)-a1-1;

[0067]

[0068] (2) In an anhydrous and oxygen-free system, dissolve imidazole (3.40g, 50mmol) in 20ml of anhydrous tetrahydrofuran, control the react...

Embodiment 2

[0070] Anionic Bis(trifluoromethane)sulfonylimide Ionic Liquid A-1-NTf 2 The preparation process:

[0071] The ionic liquid product (1.73g, 5mmol) of the bromide ion obtained in Example 1 was dissolved in 100mlH at 80°C 2 O, add 10ml of LiNTf 2 (17.21g, 60mmol) aqueous solution, react overnight at room temperature. After the reaction, extract with 50ml dichloromethane and wash with water, add anhydrous MgSO 4 Drying, evaporating the volatile part, and finally obtaining the anion as the product A-1-NTf of bis(trifluoromethane)sulfonylimide 2 .

Embodiment 3

[0073] Anion is the preparation process of the ionic liquid A-3-Br of bromide ion:

[0074]

[0075] (1) Add 3-hydroxymethyl-3-ethyloxetane (5.8g, 50mmol) to a three-necked round-bottomed flask containing 100ml of dichloromethane, cool the mixture to 0°C, and add triethylamine (6.07g, 60mmol) and 4-dimethylaminopyridine (1.22g, 10mmol), stirred for 10-60 minutes and then added 2-bromopropionyl bromide (10.01g, 60mmol). After the reaction, the mixture was washed with 100ml saturated NaHCO 3 solution washing, adding anhydrous MgSO 4 After drying, the organic solvent was evaporated and the residue was purified by column chromatography (ethyl acetate:hexane=2:1) ​​to obtain intermediate product A-a3-1.

[0076]

[0077](2) In an anhydrous and oxygen-free system, dissolve imidazole (3.40g, 50mmol) in 20ml of anhydrous tetrahydrofuran, control the reaction temperature to be 0°C, and add the imidazole solution in anhydrous tetrahydrofuran dropwise to NaH( After 2.4g (60% min...

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Abstract

The invention relates to a cationic polymerizable group-containing ionic liquid as well as a preparation method and application thereof. The ionic liquid with the cationic polymerizable group can be a mononuclear cation system or a binuclear cation system, and the cation is an alkyl imidazole cation with the cationic polymerizable group. According to the functional ionic liquid containing cationic polymerization provided by the invention, the ionic liquid is used as an active monomer of light-cured resin, and contains a large number of transferable free ions during curing in a coating, so that the ionic liquid has relatively high ionic conductivity, and the application potential of the ionic liquid in an antistatic or conductive coating is shown.

Description

technical field [0001] The invention belongs to the field of photocuring, and in particular relates to an ionic liquid containing a cationic polymerizable oxetane group, a preparation method and application thereof, especially the application in antistatic and conductive coatings. Background technique [0002] Due to its fast polymerization speed and mild polymerization conditions, UV curing technology has unique "5E" characteristics of high efficiency, wide adaptability, economy, energy saving, and environmental friendliness. It has been widely used in many fields such as coatings, inks, adhesives, and printing plates. application. At present, in the fields of aerospace, petrochemical, communication, electronic equipment, and military industry, it is usually necessary to use coatings to improve the performance of the surface of materials or equipment. Among them, UV-curable coatings have the advantages of low energy consumption, no pollution, fast curing, and can be coated...

Claims

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Application Information

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IPC IPC(8): C07D405/14C07D405/12C07D305/06C08F234/00C09D5/24C09D145/00
CPCC07D405/14C07D405/12C07D305/06C09D5/24C09D145/00C08F234/00C08F2500/26Y02P20/54
Inventor 金明李帆
Owner TONGJI UNIV
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