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Sulphonate type ion liquid synthesis method

An ionic liquid and sulfonate type technology, which is applied in the field of ionic liquid preparation, can solve the problems of limiting the application of sulfonate type ionic liquid, and achieve the effect of reducing anticorrosion requirements and avoiding corrosion

Active Publication Date: 2010-06-30
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the strong acidity and strong corrosiveness of the raw material sulfonic acid and the strong acidity and strong corrosiveness of the generated HCl or HBr, this preparation method greatly limits the application of sulfonate-type ionic liquids.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

example 1

[0022] (1) Add 54.75g (0.25mol) of 1-butyl-3-methylimidazolium bromide and 150mL of deionized water into a 500mL three-neck round bottom flask, and add 58.2g (0.3mol) of para Sodium toluenesulfonate, after mixing evenly, reflux at 100°C for 24h.

[0023] (2) Add 200 mL of toluene into a three-neck round bottom flask, and remove the water in the reaction system by azeotropic distillation at 80-120°C. During the distillation process, the dehydration rate was controlled so that all the water in the reaction system was evaporated after 24 hours.

[0024] (3) After dehydration, the product was filtered under reduced pressure, and the filter cake was washed three times with 300 mL of ethyl acetate. Filter under reduced pressure, dry the filter cake under reduced pressure at 70°C, extract with 300mL dichloromethane three times, combine the extracts obtained from the three extractions, and distill off the dichloromethane under reduced pressure to obtain the ionic liquid 1-butyl-3- M...

example 2

[0032] Prepare sulfonic acid type ionic liquid by the method for example 1, difference is that 54.75g (0.25mol) 1-butyl-3-methylimidazolium bromide and 35.4g (0.3mol) sodium methanesulfonate are made in (1) step The reaction was carried out in the presence of 150 mL of water, and the ionic liquid 1-butyl-3-methylimidazole methanesulfonate was obtained after dehydration, filtration, washing, drying and extraction, with a yield of 20.7% by mass.

[0033] Carbon NMR spectrum (CDCl 3 ) analysis results are as follows:

[0034] 137.3, 123.4, 121.8ppm are the chemical shifts of carbon atoms on the imidazole ring;

[0035] 49.3, 31.7, 19.0, 12.9ppm are the chemical shifts of the four carbon atoms of the N-butyl group on the imidazole ring;

[0036] 35.9ppm is the chemical shift of the N-methyl carbon atom on the imidazole ring;

[0037] 39.3ppm is the chemical shift of the methyl carbon atom on the methanesulfonate anion.

example 3

[0039] Prepare sulfonic acid type ionic liquid by the method for example 1, difference is to make 40.1g (0.25mol) 1-propyl group-3-methylimidazolium chloride salt and 104.4g (0.3mol) dodecyl in (1) step Sodium benzenesulfonate was reacted in the presence of 150mL water, and after dehydration, filtration, washing, drying and extraction, the ionic liquid 1-propyl-3-methylimidazolium dodecylbenzenesulfonate was obtained, and the yield was 56.1 mass %.

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Abstract

The invention relates to a sulphonate type ion liquid synthesis method, which comprises the following steps: making organic sulfonate and haloid of imidazole or naphthyridine substituted by C1 to C15 alkyl to sufficiently react in water; carrying out azeotropic distillation to remove water in a reaction system through using sherwood oil, C6 to C8 aromatic hydrocarbon, cyclanes or C4 to C8 ester as entrainers; separating the entrainers from reaction products; then, washing and drying obtained materials; adding extracting agents; and obtaining the sulphonate type ion liquid after removing the extracting agents in the extracting solution. The reaction raw materials used by the method have low price and can be easily obtained, and in addition, strong corrosive materials such as HCL or HBr and the like are not generated in the reaction process.

Description

technical field [0001] The invention relates to a method for preparing an ionic liquid, in particular to a method for preparing a sulfonate type ionic liquid. Background technique [0002] Today, when environmental protection and sustainable utilization of resources are paid much attention, green chemistry is an inevitable trend in the development of chemistry. In recent years, as a clean solvent and a new type of catalytic material, ionic liquid has been favored by the catalytic circles and petrochemical enterprises in various countries. Professor Seddon K R., who is engaged in the research of ionic liquids in the UK, estimates that 10 18 There are only 600 kinds of traditional molecular solvents. [0003] Ionic liquids are composed of nitrogen or phosphorus-containing organic cations and inorganic or organic anions. They have a wide liquid temperature range of about 300°C, no vapor pressure, good electrical conductivity, high ion migration and diffusion speed, non-combus...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/60
Inventor 葸雷董忠杰谢红霞果卉
Owner CHINA PETROLEUM & CHEM CORP
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