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Novel carboxylic acid functional rhenium iron liquid and preparation method and application thereof

An ionic liquid and functional technology, applied in chemical instruments and methods, refining with oxygen-containing compounds, organic chemistry, etc., can solve problems such as poor effect and catalyst deactivation, and achieve the effect of mild conditions and simple process

Active Publication Date: 2013-12-25
LIAONING UNIVERSITY OF PETROLEUM AND CHEMICAL TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, there are some patents and papers on ionic liquids used to catalyze desulfurization of oil products. However, simply using conventional ionic liquids for extraction or extraction-oxidative desulfurization is not effective. Adding 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 carboxylic acid functional rhenium iron liquid and preparation method and application thereof
  • Novel carboxylic acid functional rhenium iron liquid and preparation method and application thereof
  • Novel carboxylic acid functional rhenium iron liquid and preparation method and application thereof

Examples

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Effect test

Embodiment 1

[0024] Example 1: 1-(α-carboxylic acid)methyl-3-methylimidazolium perrhenate ionic liquid

[0025] (1) Preparation of carboxylic acid functionalized rhenium ionic liquid

[0026] (1) Dissolve 0.1 mol of N-methylimidazole in absolute ethanol, add 0.1 mol of ethyl chloroacetate, reflux at 70°C for 24 hours, wash with ether, evaporate the solvent with a rotary evaporator, and dry in vacuo to obtain ions liquid intermediate A;

[0027] (2) Dissolve 0.05mol of ionic liquid intermediate A in (1), 5mL of 37% concentrated hydrochloric acid in acetonitrile, react at 70°C for 12h, cool, filter out the product, wash with ether, and dry in vacuo to obtain Intermediate B after acidification;

[0028] (3) Weigh 0.03 mol of silver perrhenate and dissolve it in acetonitrile to make it completely dissolved, add 0.03 mol of the acidified intermediate B obtained in (2), react at room temperature for 24 hours, remove the AgCl precipitate by filtration, and filter the filtrate Evaporate acetoni...

Embodiment 2

[0035] Example 2 1-(α-carboxylic acid)methyl-3-ethylimidazolium perrhenate ionic liquid

[0036] (1) Preparation of carboxylic acid functionalized rhenium ionic liquid

[0037] (1) Dissolve 0.1 mol of N-ethylimidazole in absolute ethanol, add 0.1 mol of ethyl chloroacetate, reflux at 70°C for 24 hours, wash with ether, evaporate the solvent with a rotary evaporator, and dry in vacuo to obtain ions Liquid Intermediate A.

[0038] (2) Dissolve 0.05mol of intermediate A in (1) and 5mL of 37% concentrated hydrochloric acid in acetonitrile, react at 70°C for 12h, cool, filter out the product, wash with ether, and dry in vacuo to obtain acidified Intermediate B is 1-(α-carboxylic acid)methyl-3-ethylimidazolium chloride salt.

[0039](3) Weigh 0.03 mol of silver perrhenate and dissolve it in acetonitrile to make it completely dissolved, add 0.03 mol of intermediate B obtained in (2), react at room temperature for 24 hours, filter to remove the AgCl precipitate, and rotate the filtr...

Embodiment 3

[0046] Example 3: 1-(α-carboxylic acid)methyl-3-butylimidazolium perrhenate ionic liquid

[0047] (1) Preparation of carboxylic acid functionalized rhenium ionic liquid

[0048] (1) Dissolve 0.1 mol of N-butylimidazole in absolute ethanol, add 0.1 mol of ethyl chloroacetate, reflux at 70°C for 24 hours, wash with ether, evaporate the solvent with a rotary evaporator, and dry in vacuo to obtain ions Liquid Intermediate A.

[0049] (2) Dissolve 0.05mol of intermediate A in (1) and 5mL of 37% concentrated hydrochloric acid in acetonitrile, react at 70°C for 12h, cool, filter out the product, wash with ether, and dry in vacuo to obtain acidified Intermediate B is 1-(α-carboxylic acid)methyl-3-butylimidazolium chloride.

[0050] (3) Weigh 0.03 mol of silver perrhenate and dissolve it in acetonitrile to make it completely dissolved, add 0.03 mol of intermediate B obtained in (2), react at room temperature for 24 hours, filter to remove the AgCl precipitate, and rotate the filtrate...

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Abstract

The invention relates to novel carboxylic acid functional rhenium iron liquid and a preparation method and application thereof. The preparation method of the ion liquid comprises the following steps: carrying out reaction between alkyl imidazole and ethyl chloroacetate to generate an ion liquid intermediate, acidifying the ion liquid intermediate by concentrated hydrochloric acid to decompose ester into carboxylic acid, and reacting the acidified ion liquid intermediate with silver perrhenate to obtain a product. The rhenium iron liquid is used for FCC gasoline oxidative desulfurization, the detected sulfur content of the oil phase is lower than 100ppm, and meanwhile, other performance indexes of the oil product do not significantly change, and the Euro V standard is reached basically.

Description

technical field [0001] The invention belongs to the field of chemical catalysis and desulfurization of gasoline and diesel oil, and in particular relates to the synthesis of a novel ionic liquid catalyst and a method for catalytic oxidation desulfurization of FCC gasoline by using the ionic liquid. Background technique [0002] With the increasingly stringent environmental protection regulations in the world, the oil refining industry is facing huge challenges in terms of production and environmental protection in response to new fuel standards. Petroleum companies at home and abroad are also actively researching and developing clean fuel oil production technologies. Vehicle fuel oil desulfurization technologies mainly include hydrodesulfurization, catalytic cracking desulfurization, adsorption desulfurization, extraction desulfurization, biological desulfurization, etc. Hydrodesulfurization (HDS) is the most mature desulfurization process at present, but because dibenzothio...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/56B01J31/04C10G27/12
Inventor 臧树良周明东王强孟文叶东红
Owner LIAONING UNIVERSITY OF PETROLEUM AND CHEMICAL TECHNOLOGY
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