CN104031708A - Ionic liquid formula solution for desulfurization of high sulfur natural gas - Google Patents
Ionic liquid formula solution for desulfurization of high sulfur natural gas Download PDFInfo
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- CN104031708A CN104031708A CN201310070476.8A CN201310070476A CN104031708A CN 104031708 A CN104031708 A CN 104031708A CN 201310070476 A CN201310070476 A CN 201310070476A CN 104031708 A CN104031708 A CN 104031708A
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- ionic liquid
- hydrogen sulfide
- natural gas
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Abstract
The invention relates to an ionic liquid formula solution for desulfurization of high sulfur natural gas. The formula solution is formed by mixing of an ionic liquid and an alcohol amine compound, wherein the ionic liquid accounts for 25%-98% of the total mass of the formula solution, and the alcohol amine compound accounts for 2%-75% of the total mass of the formula solution. The invention utilizes the characteristic that alkaline alcohol amine compounds can selectively absorb acidic hydrogen sulfide to realize effective removal of hydrogen sulfide from natural gas. The hydrogen sulfide with a concentration of 2-20% in high sulfur natural gas can be removed, and the maximum absorption rate can reach 99%. The content of the amine compound in the formula solution can be adjusted properly according to the concentration of hydrogen sulfide in natural gas, and if the concentration of hydrogen sulfide is high, the concentration of the amine compound can be increased to improve the load of the formula solution on hydrogen sulfide. The ionic liquid formula solution can be used for removal of hydrogen sulfide from natural gas, shale gas, coal-bed gas, oil refining pyrolysis gas, and other gas mixtures possibly containing hydrogen sulfide.
Description
Technical field
The present invention relates to a kind of ionic liquid formula solution for high sulfur-containing natural gas desulfurization, be applicable to high-concentration hydrogen sulfide and the multiple organosulfur compound in high sulfur-containing natural gas that remove in natural gas conditioning field.
Background technology
Ionic liquid be formed by certain cationic and negatively charged ion in room temperature or be bordering on the material being in a liquid state under room temperature.Due to ionic liquid internal action, advocate will be taking ionic linkage as main, and therefore it has had some and the traditional diverse physico-chemical property of molecular solvent, and for example, vapour pressure is extremely low, and Heat stability is good, liquid journey is wide, dissolving power is strong, character is adjustable etc.Serious environment, health, security problems that the advantageous property of ionic liquid can avoid the use of conventional organic solvents to cause effectively.Due to ionic liquid to environmental facies when friendly, therefore in many Application Areass by the extensive recognition and acceptance of people.
The production of clean energy has become one of of paramount importance global subject under discussion of 21 century.Natural gas conditioning has also been subject to increasing research as one of them important branch and has paid close attention to.Alcamine compound, as compounds such as Monoethanolamine MEA BASF, diethanolamine, trolamine, N methyldiethanol amine, triethylamine, tripropyl amines, it is for removing the most widely used solution of hydrogen sulfide in current gas industry that its aqueous solution is widely used in natural gas conditioning, particularly N methyldiethanol amine already.But traditional hydramine sulfur removal technology often causes that amine liquid evaporation current vector is large, regeneration energy consumption is higher.Therefore, introducing the novel materials such as ionic liquid is the energy technology exploitation direction that Present Global is attracted attention to reduce natural gas conditioning process energy consumption.Current documents and materials show that it is following three kinds of forms that ionic liquid mainly purifies for Sweet natural gas: physical solvent, functionalized ion liquid, gas separation membrane, the object of purification is mainly carbon dioxide in natural, hydrogen sulfide, sulfurous gas and water [US20040035293].
Along with the development of gas industry, high sulfur-containing natural gas is progressively developed, and particularly in China Sichuan Basin, a collection of high sulfur Gas Fields such as Long Gang, general light and Luo Jia stockaded village are found and develop.In high sulfur-containing natural gas, not only contain high-concentration hydrogen sulfide (>2%v/v), and contain the multiple organosulfur compounds such as sulphur oxygen carbon, thioether, mercaptan.It is a recognized problem in natural gas conditioning field that high sulfur-containing natural gas purifies.Current existing high sulfur-containing natural gas purifying method is normally utilized respectively tetramethylene sulfone-ol amine aqueous solution absorbing hydrogen sulphide and organosulfur (sulfone amine method), and also useful organic sulfur hydrolyst is converted into hydrogen sulfide by organosulfur and processes [US4332781] with aqueous alkanolamine absorption again.
Summary of the invention
The object of this invention is to provide a kind of ionic liquid formula solution for high sulfur-containing natural gas desulfurization, selexol process solution is mixed by ionic liquid and alcohol amine compound, can absorb the hydrogen sulfide of the multiple organosulfur compound such as sulphur oxygen carbon, thioether, mercaptan in high sulfur-containing natural gas and high density simultaneously.
The present invention proposes a kind of ionic liquid formula solution for high sulfur-containing natural gas desulfurization, it is characterized in that described formula solution is to be a kind ofly mixed in proportion by neutral ionic liquid and alkaline alcamine compound the basic solution forming.
Its acid-basicity of ionic liquid in the formula solution that the present invention proposes is neutral, and quality accounts for formula solution total mass 25%-98%.The positively charged ion of described ionic liquid is one or more in glyoxaline cation (1), pyridylium (2), quaternary ammonium cation (3) and quaternary phosphonium cations (4), the substituent R on positively charged ion
1, R
2, R
3, R
4, R
5, R
6represent independently of one another H, alkyl, halo alkyl, aryl, aralkyl.
The ionic liquid negatively charged ion the present invention relates to is F
-, Cl
-, Br
-, I
-, BF
4 -, PF
6 -, CF
3sO
3 -, (CF
3sO
2)
2n
-, SCN
-, CF
3cOO
-one or more; In the ionic liquid used of this formula solution, be one or more mixture of above-mentioned ionic liquid, there is good thermostability and chemical stability, substantially not with hydrogen sulfide in natural gas generation chemical reaction.Utilized non-volatile, the thermally-stabilised good special property of ionic liquid uniqueness, the vapour pressure of the ionic liquid hydramine formula solution that the present invention proposes greatly reduces than the vapour pressure of desulfuration solution used (hydramine-aqueous solution) in former hydramine sulfur removal technology.Due to not moisture or only have the water of trace, reduce the drain evaporation of amine liquid, reduce the energy consumption of desulfuration solution regenerative process.
Aminated compounds in the formula solution that the present invention proposes is Monoethanolamine MEA BASF, diethanolamine, trolamine, N methyldiethanol amine, triethylamine, tripropyl amine, one or more in ammonia.Described aminated compounds all has lewis base property, and its quality accounts for the 2%-75% of formula solution total mass.
The present invention has utilized the alternative characteristic that absorbs acid cure hydrogen of alkaline alcohol aminated compounds, has realized effective elimination hydrogen sulfide in natural gas, can remove the hydrogen sulfide in the high sulfur-containing natural gas that concentration of hydrogen sulfide is 2-20%, and its maximum absorbance can reach 99%.In the formula solution that the present invention proposes, the content of aminated compounds can do suitable adjusting according to hydrogen sulfide in natural gas concentration, and for example concentration of hydrogen sulfide is high, increases the concentration of aminated compounds, improves the load of formula solution to hydrogen sulfide.
The present invention propose formula desulfuration solution in removing hydrogen sulfide can also after remove distinctive organosulfur compound in high sulfur-containing natural gas, comprise sulphur oxygen carbon COS, mercaptan R
1sH and thioether R
1sR
2deng, wherein R
1, R
2represent independently of one another alkyl.
The ionic liquid formula solution that the present invention proposes can discharge by methods such as heating, decompressions the hydrogen sulfide of its absorption, realizes the regeneration of solution and recycles.Particularly the present invention propose formula solution after absorbing hydrogen sulphide likely in the phenomenon that occurs solution layering, can complete by phase-separating device (Fig. 1) in this case the regeneration of formula solution, owing to not needing thermal regeneration the method to there is considerable energy-saving potential.
The ionic liquid formula solution that the present invention proposes can be used for the hydrogen sulfide stripping in Sweet natural gas, shale gas, coal-seam gas, oil refining splitting gas and other possibility hydrogen sulfide-containing mixed gas.
Compared with existing technology, the substantive distinguishing features that the present invention has is:
1. the ionic liquid solution that the present invention proposes can absorb the multiple organosulfur compounds such as sulphur oxygen carbon wherein, thioether, mercaptan in the hydrogen sulfide that absorbs high sulfur-containing natural gas middle and high concentration.
2. for the difference of hydrogen sulfide content concentration in Sweet natural gas, the ionic liquid solution that the present invention proposes can be selected suitable ionic liquid and alcohol amine compound kind by (1), (2) ratio of adjusting ionic liquid and alcamine compound, these two kinds of means are prepared suitable solution formula.
3. utilize the nonvolatile special property of ionic liquid, greatly reduced the vapour pressure of desulfuration solution, reduced the drain evaporation of amine liquid, there are the potentiality of exploitation formation low energy consumption desulfurize technique.
4. the ionic liquid that this solution uses does not need specific chemical functional group to modify, therefore relatively inexpensive, has industrial application potentiality better.
Brief description of the drawings
Fig. 1. the gas chromatogram of unstripped gas (high sulfur-containing natural gas).
Fig. 2. the gas chromatogram of purified gas.
Embodiment
Embodiment 1: the hydrogen sulfide in ionic liquid-amine aqueous solution absorption and desorption methane
(1) configuration ionic liquid-amine aqueous solution
Measure respectively ionic liquid 1-butyl-3-methyl imidazolium villaumite and N methyldiethanol amine, 1:1 mixes by volume, re-uses vibrations vortex mixer it is fully mixed, and obtains the slightly yellowy transparent ionic liquid solution of one.Measure above-mentioned ionic liquid solution 20ml and pack in the absorption bottle of 50ml, use rubber stopper seal.
(2) absorb and process hydrogen sulfide containing methane gas
Pass into the methane gas that contains 7.4% hydrogen sulfide with Glass tubing, flow velocity is about 0.5L/min, and uses flow metering gas volume.After the potassium hydroxide solution alkali cleaning of methane gas after treatment with 2mol/L, discharge.The changes in weight of absorption bottle that weighs with scale and calculate the assimilated efficiency of this solution to hydrogen sulfide by the quality of hydrogen sulfide in gas, wherein in gas, the quality of hydrogen sulfide is calculated acquisition with passing into gas volume and concentration of hydrogen sulfide, absorption bottle changes in weight is for absorbing after certain gas, with electronic balance weighing acquisition, the final specific absorption of calculating acquisition is 99.2%.In absorption process, solution is yellow to be deepened, and viscosity obviously increases.
(3) regeneration of waste liquor
The ionic liquid solution that has absorbed hydrogen sulfide is added in flask and heated in muff, with electric pole coupling thermometer measure and control temperature.When temperature rise to 300 DEG C, ionic liquid solution is deepened black and is started to discharge in a large number bubble by yellow, with conduit, bubble is passed into 1% zinc acetate aqueous solution, solution produces a large amount of white flockss, precipitates for hydrogen sulfide reacts the zinc sulphide generating with zine ion through calibrating.After bubble in solution fully discharges, solution colour from black become pale yellow.Changes in weight before and after the reaction of weighting method comparison solution, the release rate that calculates hydrogen sulfide is 89%.
Embodiment 2: ionic liquid-amine aqueous solution absorbs hydrogen sulfide the centrifugation in methane
(1) configuration ionic liquid solution
Measure Mono Methyl Ethanol Amine 1.517ml, then be diluted to 10ml with the sub-amide salt of the two fluoroform sulphur of ionic liquid 1-butyl-3-methyl imidazolium, re-use vibrations vortex mixer it is fully mixed, obtaining a kind of Mono Methyl Ethanol Amine concentration is the slightly yellowy transparent ionic liquid solution of 2.5mol/L.Measure above-mentioned ionic liquid solution 10ml and pack in the absorption bottle of 20ml, use rubber stopper seal.
(2) absorb and process hydrogen sulfide containing methane gas
The methane gas that passes into the hydrogen sulfide that contains 1.2% with Glass tubing, flow velocity is about 1L/min, and uses flow metering gas volume.Methane gas after treatment is with discharging after potassium hydroxide solution alkali cleaning.The changes in weight of absorption bottle that weighs with scale and calculate the assimilated efficiency of this solution to hydrogen sulfide by the quality of hydrogen sulfide in gas, calculates the specific absorption obtaining 96.6%.In absorption process, soltion viscosity obviously increases, and becomes opaque suspension liquid.
(3) regeneration of waste liquor
Suspension liquid is poured in centrifuge tube, centrifugation under the rotating speed of 12000r/min, solution becomes two immiscible liquid phases.By analysis, its upper strata is the Mono Methyl Ethanol Amine of the hydrogen sulfide of absorption, the sub-amide salt of the two fluoroform sulphurs of its lower floor's position ionic liquid 1-butyl-3-methyl imidazolium.Therefore, ionic liquid-amine aqueous solution can be realized by being separated regeneration of waste liquor.
Embodiment 3: ionic liquid-amine aqueous solution purifies true high sulfur-containing natural gas
(1) configuration ionic liquid-amine aqueous solution
Measure respectively ionic liquid 1-butyl-3-methyl imidazolium villaumite and N methyldiethanol amine, 1:1 mixes by volume, re-uses vibrations vortex mixer it is fully mixed, and obtains the slightly yellowy transparent ionic liquid solution of one.Measure above-mentioned ionic liquid solution 20ml and pack in the absorption bottle of 50ml, use rubber stopper seal.
(2) true sour natural gas processing
To contain 56g/m
3the high sulfur-containing natural gas sample of hydrogen sulfide passes into ionic liquid solution, and flow velocity is about 0.3L/min, the airbag sampling bag sampling of 2L for Sweet natural gas after treatment.Sweet natural gas sample after treatment is through gas chromatographic analysis, and its hydrogen sulfide content drops to 320mg/m
3, its hydrogen sulfide removal rate reaches 99.4%.
According to the requirement of standard " gas-chromatography and chemiluminescence determination Sweet natural gas and geseous fuel medium sulphide content " ASTM D5504-2008, unstripped gas (high sulfur-containing natural gas) and purified gas after treatment are analyzed.Relatively gas chromatogram can see that sulphur oxygen carbon in unstripped gas and thiomethyl alcohol are by ionic liquid-amine aqueous solution absorption cleaning, and in purified gas, its concentration is lower than the detectability 0.01mg/m of this standard method
3, well below the requirement of Natural gas standard GB1780.
Claims (3)
1. for an ionic liquid formula solution for high sulfur-containing natural gas desulfurization, it is characterized in that: mixed by ionic liquid and alcohol amine compound; Ionic liquid quality accounts for the 25%-98% of formula solution total mass; The quality of alcohol amine compound accounts for the 2%-75% of formula solution total mass.
2. the ionic liquid formula solution for high sulfur-containing natural gas desulfurization according to claim 1, it is characterized in that: the ion in ionic liquid is selected from glyoxaline cation (1), pyridylium (2), quaternary ammonium cation (3), quaternary phosphonium cations (4), the substituent R on positively charged ion
1, R
2, R
3, R
4, R
5, R
6represent independently of one another H, alkyl, halo alkyl, aryl, aralkyl; Or be selected from F
-, Cl
-, Br
-, I
-, BF
4 -, PF
6 -, CF
3sO
3 -, (CF
3sO
2)
2n
-, SCN
-, CF
3cOO
-; Ionic liquid used is one or more mixture of above-mentioned ionic liquid.
3. the ionic liquid formula solution for high sulfur-containing natural gas desulfurization according to claim 1, it is characterized in that: the alcohol amine compound adding in described desulfuration solution is selected from Monoethanolamine MEA BASF, diethanolamine, trolamine, N methyldiethanol amine, triethylamine, the mixture of one or more of tripropyl amine.
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Cited By (8)
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| CN106823744A (en) * | 2017-02-20 | 2017-06-13 | 中国科学院过程工程研究所 | A kind of preparation method of high selectivity desulphurization system and its desulfurizing agent |
| CN108144318A (en) * | 2018-02-01 | 2018-06-12 | 南京英斯派工程技术有限公司 | A kind of associated gas desulphurization system |
| CN108325338A (en) * | 2018-03-28 | 2018-07-27 | 东北石油大学 | A kind of preparation method for removing the ionic liquid compounding agent of carbonyl sulfur |
| CN108479308A (en) * | 2018-03-28 | 2018-09-04 | 东北石油大学 | A method of removing carbonyl sulfur using ionic liquid compounding agent |
| CN109569195A (en) * | 2018-11-28 | 2019-04-05 | 北京化工大学 | A kind of method that ionic liquid is used to remove dimethyl sulfide in gas, dimethyl disulfide |
| CN110835571A (en) * | 2019-11-21 | 2020-02-25 | 山西焦煤集团有限责任公司 | Raw coal desulfurization method based on ionic liquid-nonpolar supercritical fluid system |
| CN111249861A (en) * | 2020-03-17 | 2020-06-09 | 华北电力大学（保定） | High-efficiency removal of H in coke oven gas2Alcohol amine compound aqueous solution of S |
| CN111501056A (en) * | 2020-04-01 | 2020-08-07 | 马艺嘉 | Organic electrolyte for low-temperature electrolysis of hydrogen sulfide to produce hydrogen, and circulating reaction device and process |
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| CN106823744A (en) * | 2017-02-20 | 2017-06-13 | 中国科学院过程工程研究所 | A kind of preparation method of high selectivity desulphurization system and its desulfurizing agent |
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| CN108325338A (en) * | 2018-03-28 | 2018-07-27 | 东北石油大学 | A kind of preparation method for removing the ionic liquid compounding agent of carbonyl sulfur |
| CN108479308A (en) * | 2018-03-28 | 2018-09-04 | 东北石油大学 | A method of removing carbonyl sulfur using ionic liquid compounding agent |
| CN109569195A (en) * | 2018-11-28 | 2019-04-05 | 北京化工大学 | A kind of method that ionic liquid is used to remove dimethyl sulfide in gas, dimethyl disulfide |
| CN110835571A (en) * | 2019-11-21 | 2020-02-25 | 山西焦煤集团有限责任公司 | Raw coal desulfurization method based on ionic liquid-nonpolar supercritical fluid system |
| CN111249861A (en) * | 2020-03-17 | 2020-06-09 | 华北电力大学（保定） | High-efficiency removal of H in coke oven gas2Alcohol amine compound aqueous solution of S |
| CN111501056A (en) * | 2020-04-01 | 2020-08-07 | 马艺嘉 | Organic electrolyte for low-temperature electrolysis of hydrogen sulfide to produce hydrogen, and circulating reaction device and process |
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Application publication date: 20140910 |