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A method for removing nitrogen compounds in oil products

A technology for nitrogen compounds and oil products, which is applied in the field of removing nitrogen compounds in oil products by using polysulfonic acid ionic liquid, can solve the problems of limited nitrogen removal capacity, difficulty in removing non-basic nitrogen, high cost, etc. Mild reaction conditions, high acid density, and low dosage

Active Publication Date: 2019-10-18
QINGDAO YONGQUAN PETROLEUM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Aiming at the high solvent-to-oil ratio, high cost, difficulty in removing non-basic nitrogen in oil, and limited ability to remove nitrogen in actual oil in conventional ionic liquids, etc. Problem, the present invention discloses a method for removing nitrogen compounds in oil products by using polysulfonate ionic liquid, which can efficiently transform and remove nitrogen compounds in oil products

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] 1) Preparation of ionic liquid:

[0031] a) Mix 1,4-butane sultone and triethylenediamine at a molar ratio of 4:1 and stir at room temperature for 30 minutes, then transfer to a microwave reactor and treat at 80°C and 400W for 30 minutes, Carry out vacuum filtration, wash 5 times with anhydrous acetone, and carry out vacuum drying at 80° C. to obtain the intermediate product N;

[0032] b) After mixing the concentrated sulfuric acid with a molar ratio of 2:1 and the intermediate product N, stir it at room temperature for 1 hour to make it fully mixed, then transfer it to a hydrothermal reaction kettle and treat it at 80°C for 6 hours to obtain a transparent liquid. After washing with anhydrous acetone for 4 times, and vacuum drying at 60° C. for 2 h, the polysulfonate ionic liquid was obtained.

[0033] Put 1g of ionic liquid sample into a glass reactor with magnetic stirring, and then add 450mL of isoquinoline simulated oil with a nitrogen content of 250mg / L, stir and...

Embodiment 2

[0035] 1) Preparation of ionic liquid:

[0036] a) Mix 1,4-butane sultone and triethylenediamine at a molar ratio of 4:1 and stir at room temperature for 30 minutes, then transfer it to a microwave reactor at 50°C and 200W power 100min, then it was subjected to vacuum filtration, washed 3 times with anhydrous acetone, and finally vacuum-dried at 80°C to obtain the intermediate product N;

[0037] b) Mix the concentrated sulfuric acid with a molar ratio of 2:1 and the intermediate product N and stir it at room temperature for 1 h to make it fully mixed, then transfer it to a hydrothermal reactor and treat it at 60 °C for 10 h to obtain a transparent liquid, and It was washed with anhydrous acetone for 4 times, and vacuum-dried at 60° C. for 2 h to obtain a polysulfonate ionic liquid.

[0038] Put 1g of ionic liquid sample into a glass reactor with magnetic stirring, and then add 450mL of pyrrole simulated oil with a nitrogen content of 250mg / L, stir and react at room temperatu...

Embodiment 3

[0040] 1) Preparation of ionic liquid:

[0041] 1) Mix 1,4-butane sultone and triethylenediamine at a molar ratio of 4:1 and stir at room temperature for 30 minutes, then transfer to a microwave reactor and treat at 60°C and 300W for 70 minutes. Then carry out vacuum filtration, wash with anhydrous acetone for 4 times, and then carry out vacuum drying at 80° C. to obtain the intermediate product N;

[0042] 2) After mixing the concentrated sulfuric acid with a molar ratio of 2:1 and the intermediate product N, stir at room temperature for 1 h to make it fully mixed, transfer to a hydrothermal reaction kettle and treat at 70 ° C for 8 h to obtain a transparent liquid, which is After washing with anhydrous acetone for 3 times, vacuum-dry at 60° C. for 2 h to obtain polysulfonate ionic liquid.

[0043] Put 1g of ionic liquid sample into a glass reactor with magnetic stirring, then add 450mL of simulated oil of isoquinoline and pyrrole mixture with a nitrogen content of 250mg / L t...

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PUM

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Abstract

The invention discloses a method for removing nitride in an oil product by utilizing multi-sulfonate ionic liquid. The method comprises the following steps: adding the multi-sulfonate ionic liquid into the oil product to carry out protonation removal on non-alkaline nitride in the oil product and carry out sulfonation removal on alkaline nitride in the oil product. Specifically, the method comprises the following steps: mixing the multi-sulfonate ionic liquid with the oil product according to the mass / volume ratio of 1g / 450mL; stirring under a room-temperature condition for 20min to 30min to enable pyrrole in the oil product to be subjected to protonation reaction, so as to generate polypyrrole; carrying out sulfonation transformation on isoquinoline to generate 5-isoquinoline sulfonic acid to remove the isoquinoline. According to the method disclosed by the invention, the non-alkaline nitride which takes the pyrrole as a representative can be protonated by the strong acidity in the ionic liquid and further reacts to generate the polypyrrole, so as to remove the non-alkaline nitride; on the other hand, the alkaline nitride which takes the isoquinoline as a representative can be subjected to the sulfonation transformation to generate the 5-isoquinoline sulfonic acid to remove the alkaline nitride; a thiophene type sulfur-containing compound in the oil product and an olefin typecompound can be subjected to alkylation, so that disturbance, caused by the sulfur-containing compound, on a denitrification process is greatly reduced.

Description

technical field [0001] The invention belongs to the technical field of petrochemical industry and relates to a method for removing nitrogen oxides in oil products, in particular to a method for removing nitrogen oxides in oil products by using polysulfonate ion liquid. Background technique [0002] With the rapid development of my country's economy, the consumption of the three major fossil fuels, coal, oil and natural gas, is gradually increasing. Among them, petroleum products, which are the main fuel for transportation, create a large amount of economic value. Pollution is also becoming more and more serious. With the increasing pressure of environmental protection, more stringent requirements are put forward for the clean production of fuel oil. [0003] The removal of nitrogen compounds in oil is a major problem in the clean production of fuel oil. Conventional methods for removing nitrogen compounds include hydrodenitrogenation and non-hydrogenation denitrogenation. H...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C10G29/20C07D487/08
Inventor 李俊霞
Owner QINGDAO YONGQUAN PETROLEUM CO LTD
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