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1-vinyl-3-sulfobutyl imidazole bisulfate and preparation method thereof

The technology of sulfobutylimidazole salt and sulfobutylimidazole is applied in the field of acidic ionic liquid, which can solve the problem of easy loss of ionic liquid, and achieve the effects of small loss of active components, high stability and high mechanical strength

Inactive Publication Date: 2009-04-01
HEBEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the use of impregnation and sol-gel immobilization Acidic ionic liquids are all physical methods, and there is a problem that ionic liquids are easy to lose

Method used

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  • 1-vinyl-3-sulfobutyl imidazole bisulfate and preparation method thereof
  • 1-vinyl-3-sulfobutyl imidazole bisulfate and preparation method thereof
  • 1-vinyl-3-sulfobutyl imidazole bisulfate and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Synthesis of acidic ionic liquid 1-vinyl-3-sulfobutylimidazolium bisulfate:

[0027] ①Get 0.50mol of 1-vinylimidazole and 0.55mol of 1,4-butane sultone, place in a 250ml three-necked flask, and react at room temperature for 96 hours to obtain a white zwitterionic solid. The zwitterionic solid was washed successively with toluene and anhydrous ether, and then vacuum-dried at 40°C to constant weight to obtain the zwitterionic 1-vinyl-3-sulfobutylimidazolium salt.

[0028] ②Put 0.50mol of 1-vinyl-3-sulfobutylimidazolium salt into a four-neck flask, and slowly add 0.48mol of concentrated sulfuric acid (95%-98% by mass) dropwise while keeping the temperature below 10°C , the same below), and then reacted at room temperature for 6 hours, washed the reaction solution with toluene and anhydrous ether in sequence, and dried it in vacuum at 40°C to constant weight to obtain the target product acidic ionic liquid 1-vinyl-3- Sulfobutyl imidazolium bisulfate.

Embodiment 2

[0030] Synthesis of acidic ionic liquid 1-vinyl-3-sulfobutylimidazolium bisulfate:

[0031] ① Take 0.50mol of 1-vinylimidazole and 0.50mol of 1,4-butane sultone, put them in a 250ml three-necked flask, and react at 50°C for 12 hours to obtain a white zwitterionic solid. The zwitterionic solid was washed successively with toluene and anhydrous ether, and then vacuum-dried at 40° C. to constant weight to obtain the zwitterionic 1-vinyl-3-sulfobutylimidazolium salt.

[0032] ②Take 0.50mol of 1-vinyl-3-sulfobutylimidazolium salt into a four-necked flask, and slowly add 0.52mol of concentrated sulfuric acid dropwise while keeping the temperature below 10°C, and then react at 40°C for 3 After several hours, the reaction solution was washed with toluene and anhydrous ether in sequence, and then vacuum-dried at 40° C. to constant weight to obtain the target acidic ionic liquid 1-vinyl-3-sulfobutylimidazolium hydrogensulfate.

Embodiment 3

[0034] Synthesis of acidic ionic liquid 1-vinyl-3-sulfobutylimidazolium bisulfate:

[0035] ①Take 0.50mol of 1-vinylimidazole and 0.52mol of 1,4-butane sultone, place them in a 250ml three-necked flask, and react at 30°C for 48 hours to obtain a white zwitterionic solid. The zwitterionic solid was washed successively with toluene and anhydrous ether, and then vacuum-dried at 40° C. to constant weight to obtain the zwitterionic 1-vinyl-3-sulfobutylimidazolium salt.

[0036] ②Put 0.50mol of 1-vinyl-3-sulfobutylimidazolium salt into a four-necked flask, and slowly add 0.50mol of concentrated sulfuric acid dropwise while keeping the temperature below 10°C, and then react at 30°C for 4 After several hours, the reaction solution was washed with toluene and anhydrous ether in sequence, and then vacuum-dried at 40° C. to constant weight to obtain the target acidic ionic liquid 1-vinyl-3-sulfobutylimidazolium hydrogensulfate. The molecular weight is 328.

[0037] The characterization...

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Abstract

The invention relates to 1-ethylene-3-methylimidazolium hydrogen sulfate and a preparation method thereof, belonging to the acid ion liquid. The molecular formula is as above; the preparation method comprises the following steps: (1) 1-vinylimidazole and 1,4-butanesultone with a molar ratio of 1:1.1 are adopted for an reaction under the room-temperature of about 50 DEG C; and then zwitterionic 1-ethylene-3-methylimidazolium hydrogen sulfate is obtained after washing and drying; (2) a concentrated sulphuric acid is dropped onto the 1-ethylene-3-methylimidazolium hydrogen sulfate under the temperature less than 10 DEG C and with the molar ratio of 1:0.96 to 1.04 between the 1-ethylene-3-methylimidazolium hydrogen sulfate and the concentrated sulphuric acid, the reaction is carried out for 3 to 6 hours; then the target product is obtained after washing and drying. The 1-ethylene-3-methylimidazolium hydrogen sulfate prepared by the method contains -SO3H and HSO4<-> and is provided with two proton bits, and therefore has good Br nsted acidity; the double-bond functional group on the side chain of the product can be adopted for chemical bond combination so as to anchor the product on sold carriers and is used for preparinge solid acid catalysts.

Description

technical field [0001] The invention belongs to acidic ionic liquids, in particular to 1-vinyl-3-sulfobutylimidazolium bisulfate and a preparation method thereof. technical background [0002] Room temperature ionic liquids have the characteristics of non-volatility, high thermal stability, and designability, and are widely used in catalysis, organic synthesis, extraction and separation, and other fields. Functional Acidic ionic liquids are a class of "designable" materials, because they have the advantages of non-volatility and low corrosion of solid acids, good fluidity of liquid acids, high acid site density, and uniform acid strength distribution. shows great potential. [0003] Many researchers have attempted to load ionic liquids on inorganic porous materials or organic polymer materials to prepare heterogeneous catalysts. But as far as the immobilization of ionic liquids is concerned, this is a new field of research on ionic liquids. [0004] There are many metho...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/60B01J31/02
Inventor 王延吉崔咏梅赵新强
Owner HEBEI UNIV OF TECH
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