CN102925202A - FCC gasoline electrochemical desulfurization method based on ionic liquid - Google Patents
FCC gasoline electrochemical desulfurization method based on ionic liquid Download PDFInfo
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Abstract
The invention relates to an FCC gasoline electrochemical desulfurization method based on ionic liquid. The method comprises the following steps of: putting a fixed amount of ionic liquid and gasoline into an electrolytic tank, wherein the addition amount of the ionic liquid is 1/25-1/50 of that of the FCC gasoline by volume; connecting a working electrode, a counter electrode and a reference electrode with an electrolysis line with a chuck corresponding to an electrochemical workstation respectively; adjusting the electrode height so that the electrode is totally soaked in the liquid; controlling the reaction temperature to 20-80 DEG C; starting the power; and controlling the voltage to 1.0-2.5V, wherein the power-on time is 0.5-2 hours. Through the method provided by the invention, the desulfurization rate exceeds 95%, the sulfur content in the FCC gasoline can be reduced to below 10ppm, other quality indexes are not influenced, and the gasoline quality is upgraded to the European V standard. According to the invention, the technology is simple and can be performed at normal temperature under normal pressure; and moreover, the conditions are mild, byproducts are avoided, and the sulfides in fuel can be removed without changing the fuel composition.
Description
Technical field
The invention belongs to chemical industry catalysis and petrol and diesel oil desulfuration field, relate in particular to a kind of electrochemical desulphurization method based on ionic liquid.
Background technology
Because electrochemical reaction is normally carried out at normal temperatures and pressures, toxicity and the hazardness all method than traditional organic synthesis are little.Electrochemical process also is the important component part of cleaning technique, and in Global Environmental Problems increasingly serious today, electrochemical techniques have demonstrated its importance more.Ionic liquid has high ionic conductivity, negligible vapour pressure and wide electrochemical window, and these character all are very important to electrochemical reaction exactly.
Countries in the world have proposed stricter requirement to the sulphur content in the oil product, and the clean oil manufacture of low sulfur content becomes the task of top priority.Because the harm that the existence of sulphur is used petroleum refining process and products thereof in the oil product is many-sided, such as corroding metal equipment, cause in poisoning of catalyst, the use procedure contaminate environment etc.Sulphur also makes the destabilization component oxidation in the oil product, and polymerization forms gelatinoid, thereby directly affects the stability of oil product, and affects oil product to additive, such as the susceptibility of octane promoter, antioxidant etc., oil quality is produced material impact.At present, be used for the multiple desulfurization technology of vehicle fuel oil, mainly comprise hydrogenating desulfurization, catalytic cracking and desulfurizing, adsorption desulfurize, abstraction desulfurization, biological desulphurization etc.For new standard of fuel, each oil company is just in the production technology of active research with the exploitation clean fuel oil both at home and abroad.
At present more existing ionic liquids are used for patent and the paper of catalysis desulfurizing oil, but used method mostly is oxidation style, or extraction-oxidation style, and the ionic liquid usage quantity is large, and are comparatively harsh for equipment and processing requirement, do not meet the requirement of green chemical industry.
Summary of the invention
The purpose of this invention is to provide a kind of method simple, pollution-free, easy handling carries out the green desulfurization method of Electrochemistry Desulfurization as ionogen with all kinds of ionic liquids.
The technical solution used in the present invention is: quantitative ionic liquid and gasoline are put into electrolyzer, the ionic liquid add-on is 1/25 to 1/50(volume ratio of FCC gasoline), with working electrode, to electrode, reference electrode respectively the chuck corresponding with electrochemical workstation connect the electrolysis circuit, adjust electrode height, electrode is immersed in the liquid entirely, the control temperature of reaction is at 20～80 ℃, power-on, control voltage 1.0～2.5V, under the normal pressure, 0.5 hour～2 hours conduction time.Take out reacted oil product and measure sulphur content with Microcoulomb comprehensive analysis instrument.Desulfurization degree reaches more than 95%, and sulphur content is reduced to below the 10ppm, reaches Europe V emission standard.
The positively charged ion of above-mentioned ionic liquid is: dialkylimidazolium, alkyl pyridine, alkylammonium, alkylphosphines, quinoline or morpholine positively charged ion.
Above-mentioned ionic liquid negatively charged ion is rehenic acid root, trifluoroacetic acid root, acetate, nitrate radical, sulfur hydrogen anion, hypochlorite, perchlorate, aluminum tetrachloride, tri-chlorination copper, titanium tetrachloride, tetrafluoroborate, hexafluoro-phosphate radical, thiocyanate ion, trifluoromethane sulfimide, trifluoromethanesulfonic acid root, two cyanamides, lactate, oxalate or each amino acid root.
The invention has the beneficial effects as follows: take out reacted oil product and measure sulphur content with Microcoulomb comprehensive analysis instrument.Desulfurization degree reaches more than 95%, and sulphur content is reduced to below the 10ppm, reaches Europe V emission standard.Adopt method of the present invention, the sulphur content in the FCC gasoline can be down to below the 10ppm, do not affect other quality index, make quality of gasoline be upgraded to Europe
Standard.Compare with other desulfurization technologies, this technological process is simple, and normal temperature and pressure carries out, and mild condition without byproduct, can remove wherein sulfide in the situation that do not change the fuel oil component.
Embodiment
Embodiment 1:1-butyl-3-methyl-imidazoles perrhenate ionic liquid is used for electrochemical desulphurization method
1-butyl-3-methyl-imidazoles perrhenate ionic liquid and FCC gasoline are put into electrolyzer, the ionic liquid add-on is 1/50 (volume ratio) of FCC gasoline, with working electrode, to electrode, reference electrode respectively the chuck corresponding with electrochemical workstation connect the electrolysis circuit, adjust electrode height, electrode is immersed in the liquid entirely, the control temperature of reaction is at 20 ℃, power-on, control voltage 1.6V, under the normal pressure, 2 hours conduction time.Take out reacted oil product and measure sulphur content with Microcoulomb comprehensive analysis instrument.Desulfurization degree reaches more than 98%, and sulphur content is reduced to below the 10ppm by initial 500ppm, reaches Europe V emission standard.
Embodiment 2: ethylpyridine trifluoroacetate ionic liquid is used for electrochemical desulphurization method
With ethylpyridine trifluoroacetate ionic liquid, FCC gasoline is put into electrolyzer, the ionic liquid add-on is the 1/50(volume ratio of FCC gasoline), with working electrode, to electrode, reference electrode respectively the chuck corresponding with electrochemical workstation connect the electrolysis circuit, adjust electrode height, make electrode entirely immerse in the liquid, the control temperature of reaction is at 20 ℃, and power-on is controlled voltage 1.0V, under the normal pressure, 0.5 hour conduction time.Take out reacted oil product and measure sulphur content with Microcoulomb comprehensive analysis instrument.Desulfurization degree reaches more than 95%, and sulphur content is reduced to below the 10ppm by initial 500ppm, reaches Europe V emission standard.
Embodiment 3 acetic acid four octyl ammonium ion liquid are used for electrochemical desulphurization method
With acetic acid four octyl ammonium ion liquid, FCC gasoline is put into electrolyzer, and the ionic liquid add-on is the 1/25(volume ratio of FCC gasoline), with working electrode, to electrode, reference electrode respectively the chuck corresponding with electrochemical workstation connect the electrolysis circuit, adjust electrode height, electrode is immersed in the liquid entirely, control temperature of reaction at 50 ℃, power-on, control voltage 1.6 V, under the normal pressure, 1.5 hours conduction time, take out reacted oil product and measure sulphur content with Microcoulomb comprehensive analysis instrument.Sulphur content is reduced to below the 10ppm by initial 100ppm, reaches Europe V emission standard.
Embodiment 4: oxalic acid three heptyl-ethyl phosphine ionic liquid is used for electrochemical desulphurization method
With oxalic acid three heptyl-ethyl phosphine ionic liquid, FCC gasoline is put into electrolyzer, and the ionic liquid add-on is the 1/30(volume ratio of FCC gasoline), with working electrode, to electrode, reference electrode respectively the chuck corresponding with electrochemical workstation connect the electrolysis circuit, adjust electrode height, electrode is immersed in the liquid entirely, control temperature of reaction at 50 ℃, power-on, control voltage 1.5V, under the normal pressure, 1 hour conduction time, take out reacted oil product and measure sulphur content with Microcoulomb comprehensive analysis instrument.Sulphur content is reduced to below the 10ppm by initial 300ppm, reaches Europe V emission standard.
Embodiment 5: trifluoromethane sulfimide quinoline ionic liquid is used for electrochemical desulphurization method
With trifluoromethane sulfimide quinoline ionic liquid, FCC gasoline is put into electrolyzer, the ionic liquid add-on is the 1/35(volume ratio of FCC gasoline), with working electrode, to electrode, reference electrode respectively the chuck corresponding with electrochemical workstation connect the electrolysis circuit, adjust electrode height, make electrode entirely immerse in the liquid, the control temperature of reaction is at 70 ℃, power-on, control voltage 2.0V, under the normal pressure, 0.8 hour conduction time, take out reacted oil product and measure sulphur content with Microcoulomb comprehensive analysis instrument.Sulphur content is reduced to below the 10ppm by initial 200ppm, reaches Europe V emission standard.
Embodiment 6:1-ethyl-3-methylimidazole glycinate ionic liquid is used for electrochemical desulphurization method
With 1-ethyl-3-methylimidazole glycinate ionic liquid, FCC gasoline is put into electrolyzer, the ionic liquid add-on is the 1/40(volume ratio of FCC gasoline), with working electrode, to electrode, reference electrode respectively the chuck corresponding with electrochemical workstation connect the electrolysis circuit, adjust electrode height, make electrode entirely immerse in the liquid, the control temperature of reaction is at 50 ℃, power-on, control voltage 2.5V, under the normal pressure, 2 hours conduction time, take out reacted oil product and measure sulphur content with Microcoulomb comprehensive analysis instrument.Sulphur content is reduced to below the 10ppm by initial 200pm, reaches Europe V emission standard.
Embodiment 7: hypochlorous acid morpholine ionic liquid is used for electrochemical desulphurization method
With hypochlorous acid morpholine ionic liquid, FCC gasoline is put into electrolyzer, and the ionic liquid add-on is the 1/25(volume ratio of FCC gasoline), with working electrode, to electrode, reference electrode respectively the chuck corresponding with electrochemical workstation connect the electrolysis circuit, adjust electrode height, electrode is immersed in the liquid entirely, control temperature of reaction at 30 ℃, power-on, control voltage 1.2 V, under the normal pressure, 2 hours conduction time, take out reacted oil product and measure sulphur content with Microcoulomb comprehensive analysis instrument.Sulphur content is reduced to below the 10ppm by initial 125ppm, reaches Europe V emission standard.
Embodiment 8: aluminum tetrachloride propyl group pyridine ion liquid is used for electrochemical desulphurization method
With aluminum tetrachloride propyl group pyridine ion liquid, FCC gasoline is put into electrolyzer, and the ionic liquid add-on is the 1/25(volume ratio of FCC gasoline), with working electrode, to electrode, reference electrode respectively the chuck corresponding with electrochemical workstation connect the electrolysis circuit, adjust electrode height, electrode is immersed in the liquid entirely, control temperature of reaction at 80 ℃, power-on, control voltage 1.6 V, under the normal pressure, 1 hour conduction time, take out reacted oil product and measure sulphur content with Microcoulomb comprehensive analysis instrument.Sulphur content is reduced to below the 10ppm by initial 400ppm, reaches Europe V emission standard.
Embodiment 9: trifluoromethanesulfonic acid trioctylamine ionic liquid is used for electrochemical desulphurization method
With trifluoromethanesulfonic acid trioctylamine ionic liquid, FCC gasoline is put into electrolyzer, and the ionic liquid add-on is the 1/30(volume ratio of FCC gasoline), with working electrode, to electrode, reference electrode respectively the chuck corresponding with electrochemical workstation connect the electrolysis circuit, adjust electrode height, electrode is immersed in the liquid entirely, control temperature of reaction at 30 ℃, power-on, control voltage 1. 5V, under the normal pressure, 1.5 hours conduction time, take out reacted oil product and measure sulphur content with Microcoulomb comprehensive analysis instrument.Sulphur content is by initial 50ppm, and sulphur content is reduced to below the 10ppm, reaches Europe V emission standard.
Embodiment 10:1-hexyl-3-Methylimidazole lactate ions liquid is used for electrochemical desulphurization method
With 1-hexyl-3-Methylimidazole lactate ions liquid, FCC gasoline is put into electrolyzer, the ionic liquid add-on is the 1/25(volume ratio of FCC gasoline), with working electrode, to electrode, reference electrode respectively the chuck corresponding with electrochemical workstation connect the electrolysis circuit, adjust electrode height, make electrode entirely immerse in the liquid, the control temperature of reaction is at 60 ℃, power-on, control voltage 1.2 V, under the normal pressure, 2 hours conduction time, take out reacted oil product and measure sulphur content with Microcoulomb comprehensive analysis instrument.Sulphur content is reduced to below the 10ppm by initial 70ppm, reaches Europe V emission standard.
Claims (4)
1. FCC gasoline electrochemical desulphurization method based on ionic liquid, it is characterized in that step is as follows: quantitative ionic liquid and FCC gasoline are put into electrolyzer, connect working electrode, to electrode and reference electrode, adjust electrode height, make electrode entirely immerse in the liquid, plugged carries out electrolysis.
2. according to a kind of FCC gasoline electrochemical desulphurization method based on ionic liquid claimed in claim 1, it is characterized in that: in electrolysis system, consumption by volume, the consumption of FCC gasoline is 25 times to 50 times of ionic liquid consumption, in the electrolytic process, voltage is 1.0～2.5V, and temperature is 20～80 ℃, under the normal pressure, 0.5 hour～2 hours conduction time.
3. according to claim 1 or 2 described a kind of FCC gasoline electrochemical desulphurization methods based on ionic liquid, it is characterized in that: positively charged ion is dialkylimidazolium, alkyl pyridine, alkylammonium, alkylphosphines, quinoline or morpholine in the described ionic liquid.
4. according to claim 1 or 2 described a kind of FCC gasoline electrochemical desulphurization methods based on ionic liquid, it is characterized in that: negatively charged ion is rehenic acid root, trifluoroacetic acid root, acetate, nitrate radical, sulfur hydrogen anion, hypochlorite, perchlorate, aluminum tetrachloride, tri-chlorination copper, titanium tetrachloride, tetrafluoroborate, hexafluoro-phosphate radical, thiocyanate ion, trifluoromethane sulfimide, trifluoromethanesulfonic acid root, two cyanamides, lactate, oxalate or amino acid group in the described ionic liquid.
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Cited By (8)
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| CN103242897A (en) * | 2013-04-23 | 2013-08-14 | 上海交通大学 | Method for removing sulfur from fuel oil through electrolytic reduction |
| CN103450088A (en) * | 2013-09-22 | 2013-12-18 | 辽宁石油化工大学 | Novel sulfonic acid functionalized rhenium ionic liquid and preparation method and application thereof |
| CN103467384A (en) * | 2013-09-22 | 2013-12-25 | 辽宁石油化工大学 | Novel carboxylic acid functional rhenium iron liquid and preparation method and application thereof |
| CN106881151A (en) * | 2017-04-07 | 2017-06-23 | 辽宁大学 | A kind of heterocycle rhenium ionic liquid and preparation method thereof and the application in EPOXIDATION OF ALKENES CATALYZED BY |
| CN106984358A (en) * | 2017-04-07 | 2017-07-28 | 辽宁大学 | A kind of heterocycle rhenium ion liquid as catalyst BV reactions |
| CN107916129A (en) * | 2017-12-14 | 2018-04-17 | 三峡大学 | A kind of method of oxidative desulfurization of fuel oils |
| CN110157461A (en) * | 2019-05-15 | 2019-08-23 | 上饶师范学院 | One kind being based on NaBH4Fuel oil extraction-deoxidized desulfurization method of electrochemical regeneration |
| CN114577868A (en) * | 2022-02-18 | 2022-06-03 | 山东大学 | Electrochemical sensor for measuring sulfur content in diesel oil |
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Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103242897A (en) * | 2013-04-23 | 2013-08-14 | 上海交通大学 | Method for removing sulfur from fuel oil through electrolytic reduction |
| CN103242897B (en) * | 2013-04-23 | 2015-04-22 | 上海交通大学 | Method for removing sulfur from fuel oil through electrolytic reduction |
| CN103450088A (en) * | 2013-09-22 | 2013-12-18 | 辽宁石油化工大学 | Novel sulfonic acid functionalized rhenium ionic liquid and preparation method and application thereof |
| CN103467384A (en) * | 2013-09-22 | 2013-12-25 | 辽宁石油化工大学 | Novel carboxylic acid functional rhenium iron liquid and preparation method and application thereof |
| CN103467384B (en) * | 2013-09-22 | 2015-05-13 | 辽宁石油化工大学 | Novel carboxylic acid functional rhenium iron liquid and preparation method and application thereof |
| CN106881151A (en) * | 2017-04-07 | 2017-06-23 | 辽宁大学 | A kind of heterocycle rhenium ionic liquid and preparation method thereof and the application in EPOXIDATION OF ALKENES CATALYZED BY |
| CN106984358A (en) * | 2017-04-07 | 2017-07-28 | 辽宁大学 | A kind of heterocycle rhenium ion liquid as catalyst BV reactions |
| CN107916129A (en) * | 2017-12-14 | 2018-04-17 | 三峡大学 | A kind of method of oxidative desulfurization of fuel oils |
| CN107916129B (en) * | 2017-12-14 | 2020-09-01 | 三峡大学 | Method for oxidative desulfurization of fuel oil |
| CN110157461A (en) * | 2019-05-15 | 2019-08-23 | 上饶师范学院 | One kind being based on NaBH4Fuel oil extraction-deoxidized desulfurization method of electrochemical regeneration |
| CN110157461B (en) * | 2019-05-15 | 2021-07-02 | 上饶师范学院 | Based on NaBH4Electrochemical regeneration fuel oil extraction-reduction desulfurization method |
| CN114577868A (en) * | 2022-02-18 | 2022-06-03 | 山东大学 | Electrochemical sensor for measuring sulfur content in diesel oil |
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