CN111875504B - Cyclohexyl diamine ionic liquid and application thereof in sulfur dioxide absorption - Google Patents
Cyclohexyl diamine ionic liquid and application thereof in sulfur dioxide absorption Download PDFInfo
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
- C07C211/16—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of a saturated carbon skeleton containing rings other than six-membered aromatic rings
- C07C211/17—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of a saturated carbon skeleton containing rings other than six-membered aromatic rings containing only non-condensed rings
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
- B01D53/1425—Regeneration of liquid absorbents
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
- B01D53/1456—Removing acid components
- B01D53/1481—Removing sulfur dioxide or sulfur trioxide
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
- B01D53/1493—Selection of liquid materials for use as absorbents
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2252/00—Absorbents, i.e. solvents and liquid materials for gas absorption
- B01D2252/30—Ionic liquids and zwitter-ions
Abstract
The invention disclosesCyclohexyl diamine ionic liquid and application thereof in sulfur dioxide absorption belong to the technical field of ionic liquid application. The process of absorbing sulfur dioxide is as follows: (1) containing SO2Is contacted with the absorption liquid before absorption to absorb SO in the gas2Forming an absorbed absorption liquid; the absorption liquid before absorption comprises cyclohexyl diamine ionic liquid and water; (2) heating and/or decompressing the absorbed absorption liquid, desorbing and regenerating the absorption liquid; (3) and (3) applying the regenerated absorption liquid in the step (2) to the step (1), and recycling the step (2) and the step (1) to realize recycling of the absorption liquid. The cyclohexyl diamine ionic liquid has low toxicity, simple synthesis process and convenient large-scale preparation, and can be prepared by amino, aldehyde, hydroxyl and SO2Multiple site hydrogen bonding between molecules to SO2High-efficiency absorption, and SO can be absorbed by heating or reducing pressure2Completely desorbed and has good circulation.
Description
Technical Field
The invention relates to the technical field of ionic liquid application, in particular to application of cyclohexyl diamine ionic liquid in the field of sulfur dioxide absorption in gas.
Background
Sulfur dioxide emission and acid rain pollution have serious influence on ecological environment and human health, and the control of the emission of sulfur dioxide in gas is a main task of controlling atmospheric pollution. Therefore, the emission of sulfur dioxide gas is urgently needed to be controlled and reduced, and the development of a novel efficient and environment-friendly process for capturing and recovering sulfur dioxide has important significance.
At present, the traditional processes of limestone, ammonia, organic solvent and the like are utilized to capture sulfur dioxide gas, so that the advantages of low cost, high capture speed, large capture amount and the like are achieved, but the capture agent has the problems of easy volatilization of the solvent, strong corrosivity, generation of a large amount of low-grade byproducts, difficult regeneration of the capture agent and the like, and is not in accordance with the principle of sustainable development.
The ionic liquid has the characteristics of low vapor pressure, high thermal stability, stable chemical property, adjustable structure and the like, and is widely concerned by researchers in various countries. The ionic liquid is used in the field of flue gas desulfurization and has the advantages of high stability of absorption liquid, good recycling performance and the like. Many researches on the absorption of sulfur dioxide by ionic liquids are published, and mainly comprise guanidine ionic liquids, alcamines ionic liquids, pyridine ionic liquids, imidazole ionic liquids, ether functionalized ionic liquids and eutectic ionic liquids.
Although the ionic liquid has a good application prospect in absorbing sulfur dioxide, most of the ionic liquids have very high viscosity, so that the mass transfer efficiency and the heat transfer efficiency are low, and the industrial application of the ionic liquid is influenced. Furthermore, the actual sulfur dioxide-containing gas usually contains water, so the influence of water on the absorption properties of the ionic liquid should be considered. It is shown in the literature that water has a good affinity for most ionic liquids and binds to the ionic liquid causing a sharp drop in the amount of sulphur dioxide absorbed. The flue gas contains oxygen in addition to water vapor. During the desulfurization process, sulfur dioxide is oxidized to produce sulfuric acid. And the formation of sulfuric acid can destroy the structure of the ionic liquid, so that the absorption capacity of the ionic liquid is reduced sharply and finally the ionic liquid is inactivated. The defects of expensive raw material price, overhigh viscosity, poor water stability and the like restrict the industrial application of the traditional ionic liquid. Therefore, based on the renewable absorption process, the development of the ionic liquid desulfurization process with high efficiency, reversibility, low energy consumption and stronger applicability is an important development direction in the field of ionic liquid flue gas desulfurization at present.
However, in the method for trapping sulfur dioxide gas by using the functionalized ionic liquid, which is industrially applied at present, the problems of insufficient trapping amount, high absorption enthalpy, difficult desorption, poor cycle performance and the like generally exist, and the industrial application of the method is influenced.
Disclosure of Invention
Aiming at the technical problems in the prior art, the invention provides a cyclohexyl diamine ionic liquid and application thereof, wherein the ionic liquid has SO per gram of the ionic liquid2The saturated absorption capacity can reach 0.78g/g,low toxicity, simple synthesis process, convenient large-scale preparation, and can realize SO absorption as absorption liquid2High absorption efficiency, easy desorption and cyclic utilization.
The structural formula of the cyclohexyl diamine ionic liquid is as follows:
R1and R2Is CnH2n(n is an integer, n is more than or equal to 0 and less than or equal to 4), and the anion is one or more of inorganic acid radical ions or organic acid radical ions.
The inorganic acid radical ion being NO3 -、Cl-Or HSO3 -One or more of (a).
The organic acid radical ions are one or more of phthalic acid radical, cyclohexane diformate radical, acrylate radical, methacrylate radical, formate radical, acetate radical, propionate radical, lactate radical, benzoate radical, methylsulfonate radical, trifluoroacetate radical, dichloroacetate radical, tartrate radical, citrate radical, methylsulfonate radical, malate radical and ascorbate radical.
The cyclohexyl diamine ionic liquid is applied to sulfur dioxide absorption; can be mixed with water to be used as absorption liquid of sulfur dioxide in gas. Multifunctional groups such as amino, aldehyde and hydroxyl contained in cyclohexyl diamine ionic liquid and SO2Multi-site hydrogen bond interaction between molecules to realize SO2The high-efficiency absorption is realized.
Absorbing SO by using the ionic liquid2The process is as follows: (1) containing SO2Is contacted with the absorption liquid before absorption to absorb SO in the gas2Forming an absorbed absorption liquid; the absorption liquid before absorption comprises cyclohexyl diamine ionic liquid and water; (2) heating and/or decompressing the absorbed absorption liquid, desorbing and regenerating the absorption liquid to generate regenerated absorption liquid and gaseous sulfur dioxide; (3) and (3) applying the regenerated absorption liquid in the step (2) to the step (1), and recycling the step (2) and the step (1) to realize recycling of the absorption liquid.
Absorbing SO in the gas in the step (1)2The temperature of the pressure is 5-80 ℃, and the pressure is 0.08-1 MPa.
Desorbing SO from the absorbed absorption liquid at 70-150 deg.C2The desorption pressure is 0.001-0.11 MPa.
The sulfur dioxide can be desorbed through distillation, the regeneration of the absorption liquid is realized, and the absorption liquid returns to absorption devices such as an absorption tower and the like, so that the absorption liquid is recycled.
The mass percentage of water in the absorption liquid before absorption is 5-95%.
In order to reduce the corrosion to equipment in the absorption process, a corrosion inhibitor can be added into the absorption liquid before absorption, and the weight ratio of the corrosion inhibitor to the absorption liquid before absorption is 0.01-0.4. The corrosion inhibitor may be a metal oxide or an inorganic salt, such as one or more of chromate, dichromate, nitrate, nitrite, silicate, molybdate, tungstate or sulphate.
The invention also claims a sulfur dioxide absorption liquid containing the ionic liquid, and the absorption liquid can also contain other auxiliary agents which do not influence the absorption effect.
Various functional groups such as cyano, ether, amino and halogen are introduced to anions and cations in the ionic liquid to synthesize the ionic liquid meeting specific requirements, SO that the ionic liquid can absorb SO with high efficiency, reversibility and low consumption2Therefore, the invention improves the trapping amount of the ionic liquid and improves the desorption performance of the ionic liquid through the structural design of the functionalized ionic liquid, thereby realizing the trapping of the sulfur dioxide gas with high capacity and low energy consumption. Compared with the existing reported ionic liquid, the cyclohexyl diamine ionic liquid has the advantages of simple synthesis process, lower toxicity, better degradability and the like.
The invention has the beneficial effects that:
the cyclohexyl diamine ionic liquid in the method has low toxicity, simple synthesis process, convenient large-scale preparation, low vapor pressure and volatility, small amount of the cyclohexyl diamine ionic liquid diffused into the atmosphere and suitability as an absorption liquid; the absorption liquid can be prepared by reacting amino, aldehyde, hydroxyl and SO2Multiple site hydrogen bonding between molecules to SO2High efficiency absorption, each timeGram of ionic liquid SO2Saturated absorption amount is up to 0.78g/g, and SO can be heated or decompressed2Completely desorbed, realizes the regeneration of the absorption liquid, has good cyclicity, and the regenerated absorption liquid can be recycled and the absorption performance is kept stable. The absorption liquid has the advantages of simple synthesis, low cost, low viscosity, good stability, and SO2High absorption, easy desorption, cyclic utilization and the like, and is SO2The purification and separation provides a new way.
Detailed Description
The technical solution of the present invention is further explained by the following embodiments. It should be understood by those skilled in the art that the examples are only for the understanding of the present invention and should not be construed as the specific limitations of the present invention.
Example 1
58.57g of 1, 3-cyclohexyldimethylamine and 58.5g of water are added into a flask, 37.09g of lactic acid and 40.39g of sulfuric acid are put into an isopiestic dropping funnel, slowly titrated at room temperature, and then heated to 80 ℃ after titration and reacted for 3 h. The ionic liquid solution prepared by the reaction is light yellow liquid and has good fluidity.
Mixing and diluting the ionic liquid aqueous solution and water according to the volume of 1:1, taking 5ml of diluted ionic liquid solution as absorption liquid to be placed in a reaction bottle, adjusting the gas flow to be 50ml/min, and adding SO2And (3) introducing the gas into the reaction bottle, weighing the mass of the absorption liquid every 1min in the absorption process, and stopping the experiment after absorbing for 30 min. SO per gram of ionic liquid2The saturated absorption capacity was 0.67 g/g.
Example 2
The flask was charged with 1.72 g, 3-cyclohexyldimethylamine and 55.7g water, 70.57g lactic acid was added to an isopiestic dropping funnel at a molar ratio of 1, 3-cyclohexyldimethylamine to lactic acid of 1:2, and the mixture was slowly titrated at room temperature, and then heated to 80 ℃ after the titration was completed and reacted for about 3 hours. The ionic liquid solution prepared by the reaction is dark yellow liquid and has good fluidity.
Mixing and diluting the ionic liquid aqueous solution and water according to the volume of 1:1, taking 5ml of diluted ionic liquid solution as absorption liquid to be placed in a reaction bottle, adjusting the gas flow to be 50ml/min, and adding SO2And (3) introducing the gas into the reaction bottle, weighing the mass of the absorption liquid every 1min in the absorption process, and stopping the experiment after absorbing for 30 min. SO per gram of ionic liquid2The saturated absorption capacity was 0.52 g/g.
Example 3
Adding 17.13g of malic acid into a flask, reacting according to the molar ratio of 1, 4-cyclohexyldimethylamine to malic acid of 1:1, weighing 18.17g of 1, adding two times of water (36.34g) into 4-cyclohexyldimethylamine, uniformly mixing, adding into the flask, stirring and heating, heating to 80 ℃, gradually dissolving malic acid, stirring and reacting at 80 ℃ for 3 hours, and finishing the reaction, wherein the ionic liquid is light yellow, and the ionic liquid has good fluidity and low viscosity.
Mixing and diluting the ionic liquid aqueous solution and water according to the volume of 1:1, taking 5ml of diluted ionic liquid solution as absorption liquid to be placed in a reaction bottle, adjusting the gas flow to be 50ml/min, and adding SO2And (3) introducing the gas into the reaction bottle, weighing the mass of the absorption liquid every 1min in the absorption process, and stopping the experiment after absorbing for 30 min. SO per gram of ionic liquid2The saturated absorption capacity was 0.46 g/g.
Example 4
22.24g of malic acid is added into a flask, 1:1 molar ratio of 1, 3-cyclohexyldimethylamine to malic acid is reacted, 23.59g of 1 is weighed, and 3-cyclohexyldimethylamine is added into 47.18g of water to be uniformly mixed and added into the flask, the mixture is stirred and heated, the temperature is raised to 80 ℃, the malic acid is gradually dissolved, the reaction is finished after 3 hours of stirring reaction at 80 ℃, the ionic liquid is light yellow, the fluidity is good, and the viscosity is low.
Mixing and diluting the ionic liquid aqueous solution and water according to the volume of 1:1, taking 5ml of diluted ionic liquid solution as absorption liquid to be placed in a reaction bottle, adjusting the gas flow to be 50ml/min, and adding SO2And (3) introducing the gas into the reaction bottle, weighing the mass of the absorption liquid every 1min in the absorption process, and stopping the experiment after absorbing for 30 min. SO per gram of ionic liquid2The saturated absorption capacity was 0.71 g/g.
Example 5
70.45g of 1, 4-cyclohexyldimethylamine and 70g of water are added into a flask, 85.28g of methacrylic acid is taken from an isobaric dropping funnel according to the molar ratio of 1, 4-cyclohexyldimethylamine to methacrylic acid of 1:2, the mixture is slowly titrated at room temperature, a small amount of heat is generated in the reaction, and the temperature of the reactant is raised to about 36 ℃. After titration, the reaction was terminated by heating to 80 ℃ for about 3 hours. The light yellow ionic liquid is prepared by reaction, and the fluidity is good.
Mixing and diluting the ionic liquid aqueous solution and water according to the volume of 1:1, taking 5ml of diluted ionic liquid solution as absorption liquid to be placed in a reaction bottle, adjusting the gas flow to be 50ml/min, and adding SO2And (3) introducing the gas into the reaction bottle, weighing the mass of the absorption liquid every 1min in the absorption process, and stopping the experiment after absorbing for 30 min. SO per gram of ionic liquid2The saturated absorption capacity was 0.78 g/g.
Example 6
The absorbed SO of example 2 was taken2Distilling saturated absorption liquid under normal pressure at 105 deg.C for 3 hr, cooling, adjusting gas flow to 50ml/min according to the absorption conditions of example 1, and adding SO2Introducing gas into a reaction bottle, weighing the mass of the absorption liquid every 1min in the absorption process, stopping the experiment after absorbing for 30min, and calculating the SO of each gram of ionic liquid2Saturated absorption capacity. Repeating for 6 times, and the SO per gram of ionic liquid2The saturated absorption is shown in the table below.
Example 7
64.33g of 1-aminomethyl-3-aminoethyl-cyclohexane and 58.5g of water are added into a flask, 74.29g of lactic acid is taken in an isopiestic dropping funnel according to the molar ratio of 1-aminomethyl-3-aminoethyl-cyclohexane to lactic acid of 1:2, the mixture is slowly titrated at room temperature, and after the titration is finished, the temperature is raised to 80 ℃ to react for 3h, and then the reaction is finished. The ionic liquid solution prepared by the reaction is light yellow liquid and has good fluidity.
Mixing and diluting the ionic liquid aqueous solution and water according to the volume of 1:1, taking 5ml of diluted ionic liquid solution as absorption liquid to be placed in a reaction bottle, adjusting the gas flow to be 50ml/min, and adding SO2Introducing the gas into a reaction bottle for absorptionThe mass of the absorption liquid is weighed every 1min in the process, and the experiment is stopped after the absorption is carried out for 30 min. SO per gram of ionic liquid2The saturated absorption capacity was 0.66 g/g.
Example 8
A flask was charged with 1.72 g of 4-cyclohexyldimethylamine and 55.7g of water, 35.29g of lactic acid and 47.83g of benzoic acid were added to an isopiestic dropping funnel, and the mixture was titrated slowly at room temperature and then heated to 80 ℃ after the titration was completed to react for about 3 hours. The ionic liquid solution prepared by the reaction is dark yellow liquid and has good fluidity.
Mixing and diluting the ionic liquid aqueous solution and water according to the volume of 1:1, taking 5ml of diluted ionic liquid solution as absorption liquid to be placed in a reaction bottle, adjusting the gas flow to be 50ml/min, and adding SO2And (3) introducing the gas into the reaction bottle, weighing the mass of the absorption liquid every 1min in the absorption process, and stopping the experiment after absorbing for 30 min. SO per gram of ionic liquid2The saturated absorption was 0.53 g/g.
Example 9
58.57g of 1, 3-cyclohexyldimethylamine and 58.5g of water are added into a flask, 51.89g of nitric acid is taken in an isopiestic dropping funnel, the mixture is slowly titrated at room temperature, and the temperature is raised to 80 ℃ after the titration is finished, and the reaction is finished after 3 hours. The ionic liquid solution prepared by the reaction is light yellow liquid and has good fluidity.
Mixing and diluting the ionic liquid aqueous solution and water according to the volume of 1:1, taking 5ml of diluted ionic liquid solution as absorption liquid to be placed in a reaction bottle, simultaneously adding sodium nitrate accounting for 0.1 percent of the weight of the absorption liquid as a corrosion inhibitor, adjusting the gas flow to be 50ml/min, and adding SO2And (3) introducing the gas into the reaction bottle, weighing the mass of the absorption liquid every 1min in the absorption process, and stopping the experiment after absorbing for 30 min. SO per gram of ionic liquid2The saturated absorption capacity was 0.65 g/g.
The applicant states that the present invention is illustrated by the above examples for the absorption of sulphur dioxide (SO) in a gas according to the invention2) The present invention is not limited to the above process steps, i.e., it is not meant to imply that the present invention must rely on the above process steps to be practiced. It will be apparent to those skilled in the art that any modifications to the present invention may be madeThe equivalent substitution of the selected raw materials, the addition of auxiliary components, the selection of specific modes and the like all fall into the protection scope and the disclosure scope of the invention.
Claims (8)
1. A cyclohexyl diamine ionic liquid is characterized in that: the structure is as follows:
、
、
、
、
、
or
。
2. Use of an ionic liquid according to claim 1 for sulphur dioxide absorption.
3. Use of an ionic liquid according to claim 2 in sulphur dioxide absorption, characterized in that: the method comprises the following steps: (1) containing SO2Is contacted with the absorption liquid before absorption to absorb SO in the gas2Forming an absorbed absorption liquid; the absorption liquid before absorption comprises cyclohexyl diamine ionic liquid and water; (2) heating and/or decompressing the absorbed absorption liquid, desorbing and regenerating the absorption liquid; (3) applying the regenerated absorption liquid obtained in the step (2) to the step (1), and circulating the step (2) and the stepAnd (1) realizing the recycling of the absorption liquid.
4. Use of an ionic liquid according to claim 3 for sulphur dioxide absorption, characterized in that: absorbing SO in the gas in the step (1)2The temperature of the pressure is 5-80 ℃, and the pressure is 0.08-1 MPa.
5. Use of an ionic liquid according to claim 3 for sulphur dioxide absorption, characterized in that: desorbing SO from the absorbed absorption liquid at 70-150 deg.C2The desorption pressure is 0.001-0.11 MPa.
6. Use of an ionic liquid according to claim 3 for sulphur dioxide absorption, characterized in that: the mass percentage of water in the absorption liquid before absorption is 5-95%.
7. Use of an ionic liquid according to claim 3 for sulphur dioxide absorption, characterized in that: the absorption liquid before absorption also contains a corrosion inhibitor, and the weight ratio of the corrosion inhibitor to the absorption liquid before absorption is 0.01-0.4; the corrosion inhibitor is one or more of chromate, dichromate, nitrate, nitrite, silicate, molybdate, tungstate or sulfate.
8. A sulfur dioxide absorbing solution comprising the ionic liquid of claim 1.
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| CN202010733716.8A CN111875504B (en) | 2020-07-27 | 2020-07-27 | Cyclohexyl diamine ionic liquid and application thereof in sulfur dioxide absorption |
| JP2022575230A JP2023528639A (en) | 2020-07-27 | 2021-06-22 | Cyclohexyldiamine-based ionic liquids and their use in the absorption of sulfur dioxide |
| PCT/CN2021/101597 WO2022022168A1 (en) | 2020-07-27 | 2021-06-22 | Cyclohexyl diamine ionic liquid and use thereof in absorption of sulfur dioxide |
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| US3476713A (en) * | 1967-03-13 | 1969-11-04 | Du Pont | Colorimetric indicator control of polyamide salt stoichiometry |
| US3520928A (en) * | 1967-08-25 | 1970-07-21 | Koppers Co Inc | Hydrogenation of phenylprimary amines to cyclohexyl amines |
| CN101537304B (en) * | 2009-04-17 | 2011-09-28 | 合肥工业大学 | Cyclic amine sulfur dioxide gas absorbent and preparation method thereof |
| CN101993378B (en) * | 2010-09-10 | 2013-05-15 | 中国石油大学(北京) | Amido-containing ionic liquid used for absorbing acidic gases and preparation method and application thereof |
| CN102441312B (en) * | 2010-10-13 | 2014-01-08 | 北京化工大学 | Recyclable ionic liquid type carbon dioxide absorbent and preparation method thereof |
| CN104174263B (en) * | 2014-08-18 | 2017-02-15 | 南京信息工程大学 | Ionic liquid for removing SO2 and preparation method and application thereof |
| CN104174264A (en) * | 2014-08-18 | 2014-12-03 | 南京信息工程大学 | Functional ionic liquid and synthesis method and application thereof |
| CN104402733A (en) * | 2014-09-30 | 2015-03-11 | 河北科技大学 | Low-carbon straight-chain primary amine ionic liquid used for absorbing SO2 and preparation method and application thereof |
| EP3181611A1 (en) * | 2015-12-18 | 2017-06-21 | Nexam Chemical AB | An alicyclic di-ammonium di-carboxylate salt |
| CN106674056B (en) * | 2016-11-14 | 2019-03-05 | 湖南海利化工股份有限公司 | A kind of preparation method hydrogenating benzene dimethylene diisocyanate |
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| KR102293746B1 (en) * | 2019-07-18 | 2021-08-26 | 에스케이씨 주식회사 | Diisocyanate composition, preparation method thereof and optical material using same |
| CN111875504B (en) * | 2020-07-27 | 2021-05-18 | 中国科学院过程工程研究所 | Cyclohexyl diamine ionic liquid and application thereof in sulfur dioxide absorption |
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