Preparation method of functionalized polyacid-type sulfonic ionic liquid

An ionic liquid and multi-acid technology, applied in chemical instruments and methods, organic chemistry, refined hydrocarbon oil, etc., can solve problems such as low acidity and gap in desulfurization performance, and achieve high acid value, simple preparation method, and sufficient contact Effect

Active Publication Date: 2012-05-09
上海欣年石化助剂有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

CN101220293A provides an extraction catalytic oxidation desulfurization system composed of tungsten, molybdenum polyoxometalate catalyst and hydrogen peroxide aqueous solution in ionic liquid, and a method for reducing the sulfur content in gasoline through extraction catalytic oxidation. This type of catalyst is used before and after the reaction. It can be dissolved in ionic liquid, but its acidity is low, which has a great influence on the performance of oxidative desulfurization
US7553406, US7001504, US7198712, US7749377, and US7758745 also involve the application of ionic liquids in oxidative desulfurization, but there is still a certain gap in desulfurization performance compared with similar technologies

Method used

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  • Preparation method of functionalized polyacid-type sulfonic ionic liquid

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Synthesis of PSMIM (N-methylimidazolium propanesulfonate)

[0034] Synthesis of ionic liquid PSMIM with N-methylimidazole and 1,3-propane sultone: Add equimolar N-methylimidazole and 1,3-propane sultone into a three-necked flask, and then add 40ml of toluene as a solvent , stirred at 50°C for 24 hours under nitrogen protection, filtered to obtain a white solid precipitate, washed with ethyl acetate, 40°C rotary evaporation, and vacuum dried to obtain a white solid PSMIM.

[0035] The synthetic method of N-methylimidazole and sulfuric acid reaction synthesis N-methylimidazole and sulfate is the same as above.

[0036] The synthetic method of BSMIM (N-methylimidazolidine sulfonate) and its sulfate is the same as above.

[0037] The synthetic method of hexamethylenetetramine, hexamethylenediamine or bipyridyl sulfate, propane (butane) sulfonate is the same as above.

Embodiment 2

[0039] Synthesis of PSMIM polyacid ionic liquid (with [PSMIM]H 6 P 2 Mo 17 V 1 o 62 example)

[0040] PSMIM and H 7 P 2 Mo 17 V 1 o 62 Equimolar at room temperature, stirred for 24h, vacuum-dried to obtain orange-red viscous liquid which is [PSMIM]H 6 P 2 Mo 17 V 1 o 62 .

[0041] The same method can be used to synthesize various functional multi-acid sulfonic acid-based ionic liquid catalytic systems.

Embodiment 3

[0043] The synthesized [PSMIM]H 6 P 2 Mo 17 V 1 o 62 Put the ionic liquid and the simulated sulfur solution into a test tube at a mass ratio of 1:5, stir with a high-speed shear for 10 minutes at 40°C, cool and let stand, separate the two phases, remove the upper oil phase, measure the sulfur content and calculate desulfurization rate. The desulfurization rate is 21.1%.

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Abstract

The invention relates to a preparation method of functionalized polyacid-type sulfonic ionic liquid. According to the invention, a poly-nitrogen tertiary amine compound is subject to a reaction with sulfuric acid or sultone, such that lactone sulfate or lactone sulfonate is obtained; the obtained lactone sulfate or lactone sulfonate is acidified by using an acid, such that that the functionalized polyacid-type sulfonic ionic liquid is obtained. Compared to prior arts, no hydrogen peroxide is adopted. With effects such as complexation and oxidation, a maximal desulphurization rate reaches 55.7%. Therefore, the preparation method is advantaged in high desulphurization rate and mild reaction condition. According to the invention, a catalytic system can easily be separated, and can be recovered and reused.

Description

technical field [0001] The invention relates to a preparation method of a reagent for reducing sulfur content in distillate oil, in particular to a preparation method of a functionalized multi-acid sulfonic acid-based ionic liquid. Background technique [0002] The methods for reducing the sulfur content of gasoline can be divided into two methods: hydrogenation and non-hydrogenation. Catalytic hydrodesulfurization is currently the main means of desulfurization of fuel oil in industry, but deep catalytic hydrogenation will reduce the content of olefins and aromatics, which will cause a sharp drop in the octane number of gasoline and diesel, and a large investment in equipment and a sharp increase in operating costs. Therefore, the key to deep desulfurization is to develop new desulfurization technologies, such as biological desulfurization, adsorption desulfurization, complexation desulfurization, reactive desulfurization (oxidative desulfurization, alkylation reaction desul...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D233/58B01J31/02C10G29/00C10G21/20C10G27/00
Inventor 谢亮亮唐博合金徐福书杨志宁徐菁利唐敖民赵家昌
Owner 上海欣年石化助剂有限公司
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