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Alkylation of thiophene compounds and their use in desulfuration of fractional oil

A technology of alkylation reaction and compound, applied in the application field of distillate oil desulfurization, can solve the problems of increased processing cost, difficult removal, increased reaction pressure and temperature, etc., and achieves the effect of stable catalyst activity

Inactive Publication Date: 2004-12-08
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, distillate oil produced by secondary processing, such as catalytic cracking, thermal cracking, coking and other processes that convert heavy oil into light components, often contains more sulfur-containing aromatic compounds, such as For thiophene and its derivatives, the sulfur atom is located in the aromatic ring, and it is difficult to remove it by hydrogenation treatment. It is necessary to increase the reaction pressure and temperature, and increase the hydrogen partial pressure to remove it, which will further increase the processing cost

Method used

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Examples

Experimental program
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Effect test

example 1

[0024] The alkylation of thiophene and its derivatives is carried out according to the method of the present invention.

[0025] (1) Preparation of ionic liquid

[0026] Aluminum trichloride and triethylamine hydrochloride [(C 2 h 5 ) 3 N·HCl] was mechanically mixed at a molar ratio of 2:1 at room temperature for 1 hour to form a clear ionic liquid in a liquid state.

[0027] (2) carry out alkylation reaction

[0028] Add an appropriate amount of octene-1 and different sulfur-containing compounds into a three-necked flask, so that the molar ratio of octene-1 and sulfur-containing compounds is 12:1, raise it to a certain temperature while stirring, and add an appropriate amount of (1) to prepare ionic liquid, reflux reaction for half an hour, the temperature of each reaction, catalyst consumption and reaction results are shown in Table 1.

example 2

[0030] (1) Preparation of ionic liquid

[0031] Aluminum trichloride and 1-methyl-3-ethylimidazole hydrochloride [1-Me-3-Et(C 3 h 6 N 2 ) · HCl] was mechanically mixed at room temperature at a molar ratio of 2:1 for 5 hours to prepare a clear ionic liquid in a liquid state.

[0032] (2) carry out alkylation reaction

[0033] Add an appropriate amount of octene-1 and different sulfur-containing compounds into a three-necked flask so that the molar ratio of the two is 10:1, and heat up to 80°C while stirring. Add a certain amount of ionic liquid prepared in step (1) to react, and see Table 2 for each reaction time, catalyst consumption and reaction results.

example 3

[0035] (1) Preparation of ionic liquid

[0036] Aluminum trichloride and pyridine hydrochloride [(C 5 h 10 N)·HCl] was mechanically mixed at a molar ratio of 2:1 at room temperature for 2 hours to prepare a clear ionic liquid in a liquid state.

[0037] (2) carry out alkylation reaction

[0038] Add a certain amount of heptene-1 and different sulfur-containing compounds into the three-necked flask, so that the molar ratio of the two is 10:1, raise it to 80°C while stirring, and add a certain amount of the ionic liquid prepared in step (1) Carry out reaction, the time that carries out reaction each time, catalyst consumption and reaction result are shown in Table 3.

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PUM

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Abstract

A process for alkylating the S-contained aromatic compound features the alkylating reaction between said S-contained aromatic compound and C3-C24 alkene at temp lower than 100 deg.C under existance of ionic liquid catalyst which is prepared by the reaction between the hydrochloride of organonitrogen compound and the lewis acid or the alkali-metal salt of B or P. It can be used for desulfurizing the fractional oil.

Description

technical field [0001] The invention relates to a method for alkylation of thiophene compounds, specifically, an alkylation method using ionic liquid as an alkylation catalyst and olefins as an alkylating agent to carry out alkylation of thiophene compounds under relatively mild conditions method and its application in distillate oil desulfurization. Background technique [0002] The alkylation reaction of thiophene was reported as early as 1948. Such reactions usually use concentrated sulfuric acid, hydrofluoric acid and other protonic acids or AlCl 3 , FeCl 3 , SbCl 3 ,P 2 o 5 Lewis acid is used as a catalyst, but there are ubiquitous problems such as colored products, difficult separation of products and catalysts, corrosion of equipment and waste liquid pollution of the environment. Therefore, it is of great significance to develop efficient and environmentally friendly thiophene alkylation methods. [0003] In the process of petroleum processing, the straight-run...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D333/10C10G45/04
Inventor 黄蔚霞李云龙杨明彪段启伟汪燮卿
Owner CHINA PETROLEUM & CHEM CORP
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