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Novel sulfonic acid functionalized rhenium ionic liquid and preparation method and application thereof

A technology of sulfonic acid functionalization and ionic liquid, applied in chemical instruments and methods, refining with oxygen-containing compounds, organic chemistry, etc., can solve the problems of increasing the cost of desulfurization agent, poor effect, catalyst deactivation, etc., and achieve recovery Problems, rich variety, high stability effects

Active Publication Date: 2013-12-18
LIAONING UNIVERSITY OF PETROLEUM AND CHEMICAL TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, according to literature reports, simple use of conventional ionic liquid extraction or extraction-oxidative desulfurization is not effective
By joining V 2 o 5 , Ag / TS-1, phosphomolybdenum heteropoly acid, phosphotungstic heteropoly acid, etc. will greatly increase the desulfurization rate as catalysts for oxidation reactions. hard to prevent

Method used

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  • Novel sulfonic acid functionalized rhenium ionic liquid and preparation method and application thereof
  • Novel sulfonic acid functionalized rhenium ionic liquid and preparation method and application thereof
  • Novel sulfonic acid functionalized rhenium ionic liquid and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Example 1: 1-(3-sulfonic acid) propyl-3-methylimidazolium perrhenate ionic liquid

[0023] (1) Preparation of ionic liquids

[0024] 1) Dissolve N-methylimidazole and 1,3-propane sultone with a molar ratio of 1:1 in a certain amount of absolute ethanol, reflux at 50°C for 12 hours, cool, filter, and wash with ether, in Vacuum drying at 50°C for 8 hours to obtain ionic liquid intermediate A;

[0025] 2) Add the ionic liquid intermediate A and 37% concentrated hydrochloric acid obtained in step 1) with a molar ratio of 1:1 to a certain amount of toluene solution, and react at 70°C for 12 hours. After the reaction is complete, evaporate the toluene under reduced pressure , to obtain acidified ionic liquid intermediate B, that is, 1-(3-sulfonic acid) propyl-3-methylimidazolium chloride salt;

[0026] 3) Dissolve silver perrhenate in a certain amount of acetonitrile, and mix 1-(3-sulfonic acid) propyl-3-methylimidazolium chloride obtained in step 2) with silver perrhenate ...

Embodiment 2

[0033] Example 2: 1-(3-sulfonic acid) propyl-3-ethylimidazolium perrhenate ionic liquid

[0034] (1) Preparation of ionic liquids

[0035] 1) Dissolve N-ethylimidazole and 1,3-propane sultone with a molar ratio of 1:1 in a certain amount of absolute ethanol, reflux at 50°C for 8 hours, cool, filter, and wash with ether, in Vacuum drying at 50°C for 8 hours to obtain ionic liquid intermediate A;

[0036] 2) Add the ionic liquid intermediate A and 37% concentrated hydrochloric acid obtained in step 1) with a molar ratio of 1:1 to a certain amount of toluene solution, and react at 70°C for 12 hours. After the reaction is complete, evaporate the toluene under reduced pressure , to obtain acidified ionic liquid intermediate B, that is, 1-(3-sulfonic acid) propyl-3-ethylimidazolium chloride salt;

[0037] 3) Dissolve silver perrhenate in a certain amount of acetonitrile, and mix 1-(3-sulfonic acid) propyl-3-ethylimidazolium chloride obtained in step 2) with silver perrhenate at a ...

Embodiment 3

[0045] Example 3: 1-(3-sulfonic acid) propyl-3-butylimidazolium perrhenate ionic liquid

[0046] (1) Preparation of ionic liquids

[0047] 1) Dissolve N-butylimidazole and 1,3-propane sultone with a molar ratio of 1:1 in a certain amount of absolute ethanol, reflux at 50°C for 12 hours, cool, filter, and wash with ether, Vacuum drying at 50°C for 8 hours to obtain ionic liquid intermediate A;

[0048] 2) Add the ionic liquid intermediate A and 37% concentrated hydrochloric acid obtained in step 1) with a molar ratio of 1:1 to a certain amount of toluene solution, and react at 70°C for 12 hours. After the reaction is complete, evaporate the toluene under reduced pressure , to obtain acidified ionic liquid intermediate B, i.e. 1-(3-sulfonic acid) propyl-3-butylimidazolium chloride salt;

[0049] 3) Dissolve silver perrhenate in a certain amount of acetonitrile, and mix 1-(3-sulfonic acid) propyl-3-butylimidazolium chloride obtained in step 2) with silver perrhenate at a molar ...

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Abstract

The invention relates to novel sulfonic acid functionalized rhenium ionic liquid and a preparation method and application of the sulfonic acid functionalized rhenium ionic liquid. Alkyl imidazole reacts with 1,3-propane sulfonic acid lactone to generate ionic liquid intermediates A, then the ionic liquid intermediates A are acidized to obtain intermediates B, and the acidized ionic liquid intermediates B react with silver perrhenate to obtain the product of the sulfonic acid functionalized rhenium ionic liquid. The ionic liquid is used for FCC gasoline oxidation sweetening, an oil phase is extracted after the reaction, the content of sulphur is measured to be lower than 10ppm, other performance indexes of oils are not obviously changed, and a Euro V standard is basically met.

Description

technical field [0001] The invention belongs to the fields of synthesis of novel compounds and desulfurization of fuel oil, and in particular relates to the synthesis of a novel rare metal functional ionic liquid catalyst and its application in catalytic cracking gasoline desulfurization. Background technique [0002] In recent years, the number of automobiles in the world has increased dramatically, and the emission of automobile exhaust has also increased significantly, thus causing great pollution to the environment. Countries around the world have put forward stricter requirements on the sulfur content in oil products, and the production of clean oil products with low sulfur content has become a top priority. In particular, in April 2000, the World Fuel Committee revised and published a new version of the "World Fuel Specifications", which divided fuel oil into four grades and added a category IV oil that reflects future development, that is to say, the quality of sulfur...

Claims

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Application Information

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IPC IPC(8): C07D233/56B01J31/04C10G27/12
Inventor 臧树良周明东王强孟文叶李蕊
Owner LIAONING UNIVERSITY OF PETROLEUM AND CHEMICAL TECHNOLOGY
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