CN112844471A - NO used in flue gasxMethod for synthesizing removed porous ionic liquid - Google Patents
NO used in flue gasxMethod for synthesizing removed porous ionic liquid Download PDFInfo
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- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0277—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
- B01J31/0278—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre
- B01J31/0281—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre the nitrogen being a ring member
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- 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
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- 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
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- B01J31/0292—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature immobilised on a substrate
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Abstract
The invention relates to NO used in flue gasxA method for synthesizing the removed porous ionic liquid and a device suitable for the method. The method uses imidazole as cation, [ NTf2]The ionic liquid as anion synthesis and ZIFs material are synthesized into porous ionic liquid. The process adopts mild reaction conditions to prepare imidazolyl [ NTf [ ]firstly2]Ionic liquid, adding Zn (NO)3)·6H2Dissolving O and 2-methylimidazole in a methanol solution according to the molar ratio of 1:8 to prepare a ZIFs material, respectively dispersing the synthesized ionic liquid and the ZIFs into corresponding solvents, uniformly dispersing the ionic liquid and the ZIFs through ultrasonic oscillation, then mixing the homogeneous solutions, and drying to obtain the porous ionic liquid. The synthesis method has mild reaction conditions in each step, and the selected ionic liquid monomer is imidazole salt, so that the ionic liquid monomer is easy to biodegrade and does not cause environmental pollution. The prepared porous ionic liquid can be used as NO alonexAdsorbent ofIn practical application, the use amount is small, the adsorption capacity is large, and the cost is low.
Description
[ technical field ] A method for producing a semiconductor device
The invention relates to NO used in flue gasxA method for synthesizing the removed porous ionic liquid. The invention belongs to the technical field of material preparation and chemical separation.
[ background of the invention ]
China is a country with coal as a main energy source, and 75% of primary energy sources come from coal combustion. Coal-fired power generation is the main utilization mode of coal, and the generated flue gas contains sulfur dioxide (SO)2) And Nitrogen Oxides (NO)x) And the like, which can cause environmental problems such as acid rain, photochemical smog and the like. Therefore, controlling the emission of the pollutants in the flue gas of the coal-fired boiler is one of the important tasks for treating the environmental problems in China.
NO in flue gasxIs Nitric Oxide (NO), which has a low solubility in aqueous solutions and is therefore difficult to remove. On the other hand, NO is an important intermediate for the chemical production of nitric acid. Therefore, the research on the renewable and efficient NO adsorbent has important social significance. Currently, control of NO in flue gasxThe main industrial technologies for emissions are Selective Catalytic Reduction (SCR) and selective non-catalytic reduction (SNCR). These techniques, however, do not recover NO from the flue gas. In addition, the traditional denitration technology also has the problems of high removal temperature, easy poisoning of the catalyst, frequent replacement of the catalyst and the like, and the cost is high. Compared with the above-mentioned dry denitration, wet denitration is attracting attention because of its advantages such as low cost and simple equipment. However, the absorption capacity of NO in aqueous solutions is low. In order to solve the problem, a novel gas adsorption material with better adsorption effect and wider application range needs to be developed.
The ionic liquid is a salt consisting of organic cation and inorganic anion of nitrogen or phosphorus heterocycle, and is liquid at room temperature. The catalyst has the advantages of high chemical stability, high thermodynamic stability, difficult volatility, good conductivity and the like, and can be used for reaction under high pressure. The special structure and physical property characteristics bring wide development space for the application of the ionic liquid, and particularly the ionic liquid has good dissolving capacity for organic and inorganic compounds, so that the ionic liquid has great application potential in the aspects of fixed conversion and utilization of nitrogen oxides.
The porous ionic liquid is a high molecular polymer containing ionic liquid or having an ionic liquid structure, and has the advantages of higher speed of adsorbing/desorbing acid gas, good selectivity and the like than the ionic liquidAnd adsorption/desorption is fully reversible. The porous ionic liquid polymer has a developed pore structure and can effectively improve NOxThe amount of adsorption of (3).
The literature (Fuel processing technology,2018,178,7-12) designs a metal functional Ionic Liquid (IL) [ Bmim [ ]]2FeCl4And the method is applied to simulating the efficient reversible absorption of NO in the smoke. The ability of the IL to absorb NO increases with decreasing temperature and increasing NO concentration. At 30 ℃, the absorption capacity of IL to NO with the concentration of 0.2% reaches 0.205 mol/mol-IL, and the IL can be desorbed from the IL at 80 ℃, and the regeneration experiment shows that the IL can be repeatedly used, and the absorption capacity of the IL is not changed in 4 adsorption/desorption cycles. Although this method can achieve high capacity adsorption of NO, the preparation method thereof is complicated.
The patent (CN101786988B) relates to a process for separating and recovering CO2The method for synthesizing the porous ionic liquid polymer. The method has mild reaction conditions in each step, and the selected ionic liquid monomer is imidazole salt, so that the ionic liquid monomer is easy to biodegrade and does not cause environmental pollution. However, the preparation process is complicated and limited to CO2The separation and recovery process of (1).
The invention adopts ZIFs material and imidazolyl [ NTf2]Preparation of NO forxThe reversible absorption of the porous ionic liquid realizes NO in the flue gasxThe porous ionic liquid is used as an absorbent, and the absorbent is used for removing NOxBetter absorption effect and NO realizationxThe removal rate can reach more than 95 percent. In industrial application, the required amount is small, the technical cost is low, and the obtained NOxThe concentration is high; NOxShort adsorption time, NOxThe adsorption capacity is high.
[ summary of the invention ]
[ problem to be solved ]
The invention aims to provide NO used in flue gasxA method for synthesizing the removed porous ionic liquid.
[ solution ]
The invention aims at the problems of the traditional absorbent denitration technology, namely the traditional absorbent has small adsorption capacity and is easy to cause pollution to the environmentDyeing, etc., and provides a method for using NO in flue gasxThe synthesis method of the removed porous ionic liquid not only achieves the aim of high-efficiency absorption, but also ensures that the absorbent material is cleaner and more environment-friendly, and NO is absorbed and desorbedxThe purity of the product is as high as more than 95%.
The invention is realized by the following technical scheme:
NO used in flue gasxThe synthesis method of the removed porous ionic liquid comprises A, B and C:
A. synthesis of ionic liquid: to prepare the ionic liquid 1-butyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide [ BMIM][NTf2]For example, respectively adding N-butylimidazole and N-bromobutane into a three-neck flask with reflux, stirring at a constant temperature (80 ℃) under the protection of inert gas, washing and drying after the reaction is finished to obtain butyl functionalized imidazole ionic liquid; mixing the obtained imidazole ionic liquid with lithium bis (trifluoromethanesulfonyl) imide (LiNTf)2) Ion exchange reaction, washing and drying to obtain BMIM][NTf2]；
B, preparing ZIFs: taking the preparation of ZIF-8 as an example: adding Zn (NO)3)·6H2Dissolving O and 2-methylimidazole in a methanol solution in a molar ratio of 1:8, heating for reaction, after the reaction is finished, centrifugally separating reaction liquid to obtain white precipitate, repeatedly washing with methanol, and drying in vacuum to obtain a target product ZIF-8;
C. preparation of porous ionic liquid: firstly, respectively dispersing the synthesized ionic liquid and ZIFs into corresponding solvents, uniformly dispersing the ionic liquid and the ZIFs by ultrasonic oscillation, then mixing the homogeneous solutions, assisting with ultrasonic dispersion, and drying to obtain the porous ionic liquid.
According to another preferred embodiment of the invention, it is characterized in that: the ionic liquid absorbent is imidazole ionic liquid, and the anion of the ionic liquid absorbent is [ NTf2]。
According to another preferred embodiment of the invention, it is characterized in that: in the preparation process of the ionic liquid absorbent, various target ionic liquids can be obtained by changing the functional groups and the types of anions and cations of the ionic liquid and properly adjusting the preparation process conditions.
According to another preferred embodiment of the invention, it is characterized in that: the ZIFs material comprises one of four topological structures, namely ZIF-3(dft), ZIF-6(gis), ZIF-8(sod) and ZIF-10 (mer).
According to another preferred embodiment of the invention, it is characterized in that: in the preparation process of the ZIFs, various target ZIFs materials can be obtained by changing the types of metal salts and ligands and properly adjusting the reactant proportion and the reaction temperature.
According to another preferred embodiment of the invention, it is characterized in that: the porous ionic liquid can realize NOxThe recovery rate of more than 95 percent is achieved.
According to another preferred embodiment of the invention, it is characterized in that: the porous ionic liquid is recycled for 30 times, and NO isxThe removal rate still reaches 95 percent.
The synthesis method of the porous ionic liquid for removing NO in the flue gas is specifically described as follows:
to prepare the ionic liquid 1-butyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide BMIM][NTf2]Taking ZIF-8 as an example, respectively adding N-butylimidazole and N-bromobutane into a three-neck flask with reflux, stirring at constant temperature (80 ℃) under the protection of inert gas, washing and drying after the reaction is finished to obtain butyl functionalized imidazole ionic liquid; mixing the obtained imidazole ionic liquid with lithium bis (trifluoromethanesulfonyl) imide (LiNTf)2) Ion exchange reaction, washing and drying to obtain BMIM][NTf2](ii) a Adding Zn (NO)3)·6H2Dissolving O and 2-methylimidazole in a methanol solution in a molar ratio of 1:8, heating for reaction, after the reaction is finished, centrifugally separating reaction liquid to obtain white precipitate, repeatedly washing with methanol, and drying in vacuum to obtain a target product ZIF-8; and respectively dispersing the ionic liquid synthesized in the first step and the ZIF-8 obtained in the second step into corresponding solvents, uniformly dispersing the ionic liquid and the ZIF-8 by ultrasonic oscillation, mixing the homogeneous solutions, performing ultrasonic dispersion, and drying to obtain the porous ionic liquid.
[ advantageous effects ]
Compared with the prior art, the invention mainly has the following beneficial effects:
(1) the reaction conditions in each step are mild, and the selected ionic liquid monomer is imidazole salt, so that the ionic liquid monomer is easy to biodegrade and does not cause environmental pollution;
(2) the method is easy to operate, has simple working flow and can be better applied to actual production;
(3) the porous ionic liquid prepared by the method can be independently used as NOxAdsorbent used as NOxSeparating and purifying the material. In practical application, the dosage is small, the adsorption capacity is large, and the cost is low.
[ description of the drawings ]
FIG. 1 is a schematic of the synthetic route of the present invention, wherein:
1. an ionic liquid synthesis device; 2. a ZIFs material preparation device; 3. porous ionic liquid preparation facilities.
[ detailed description ] embodiments
The present invention will be further described with reference to examples, but the present invention is not limited to the following examples, and various examples are included in the technical scope of the present invention without departing from the spirit of the invention described above.
Example 1:
2.0g of N-butylimidazole and 2.20g of N-bromobutane were added to a three-necked flask, N2As a shielding gas, the mixture was heated under reflux in an oil bath at 60 ℃ and stirred for 7 hours. Rotary evaporation in vacuo at 40 ℃ removed excess n-bromobutane and cooled to room temperature. Residual N-methylimidazole is removed by vigorous stirring using diethyl ether as extractant. The solvent was distilled off, and vacuum drying was carried out for 4 hours to obtain a viscous liquid [ BMIM ]]Br is added. Equimolar amounts of lithium bis (trifluoromethanesulfonyl) imide (LiNTf)2) Slowly add to 2.0g of [ BMIM ]]Br was added thereto, and the mixture was stirred magnetically at room temperature for 2 hours, followed by extraction with chloroform (10 mL. times.3). The organic phase is subjected to vacuum rotary evaporation at 90 ℃ to obtain a viscous liquid BMIM][NTf2]。
2.97g of Zn (NO) are added at room temperature3)·6H2O and 2.46g of 2-methylimidazole were dissolved in 100mL of methanol, respectively, and then the two solutions were mixed and stirred for 15 hoursThen (c) is performed. Subsequently, the resulting ZIF-8 emulsion was centrifuged several times at 8000r/min and washed with methanol, the supernatant was removed, the centrifuged solid particles were placed in an electric constant temperature forced air drying oven at 60 ℃ until completely dried, and finally ground with a mortar for subsequent use.
2.0g of synthesized Ionic liquid [ BMIM][NTf2]And 2.0g of prepared ZIF-8 are respectively dispersed into corresponding solvents, and are subjected to ultrasonic oscillation to be uniformly dispersed, then the homogeneous solution is taken to be mixed and is assisted with ultrasonic dispersion, and porous ionic liquid is obtained after constant temperature air drying at 60 ℃.
Example 2
2.0g of N-butylimidazole and 2.20g of N-bromobutane were added to a three-necked flask, N2As a shielding gas, the mixture was heated under reflux in an oil bath at 60 ℃ and stirred for 7 hours. Rotary evaporation in vacuo at 40 ℃ removed excess n-bromobutane and cooled to room temperature. Residual N-methylimidazole is removed by vigorous stirring using diethyl ether as extractant. The solvent was distilled off, and vacuum drying was carried out for 4 hours to obtain a viscous liquid [ BMIM ]]Br is added. Equimolar amounts of lithium bis (trifluoromethanesulfonyl) imide (LiNTf)2) Slowly add to 2.0g of [ BMIM ]]Br was added thereto, and the mixture was stirred magnetically at room temperature for 2 hours, followed by extraction with chloroform (10 mL. times.3). The organic phase is subjected to vacuum rotary evaporation at 90 ℃ to obtain a viscous liquid BMIM][NTf2]。
2.97g of Zn (NO) are added at room temperature3)·6H2O and 2.46g of 2-methylimidazole were dissolved in 100mL of methanol, respectively, and then the two solutions were mixed and continuously stirred for 15 hours. Subsequently, the resulting ZIF-8 emulsion was centrifuged several times at 8000r/min and washed with methanol, the supernatant was removed, the centrifuged solid particles were placed in an electric constant temperature forced air drying oven at 60 ℃ until completely dried, and finally ground with a mortar for subsequent use.
2.5g of synthesized ionic liquid [ BMIM][NTf2]And 2.0g of prepared ZIF-8 are respectively dispersed into corresponding solvents, and are subjected to ultrasonic oscillation to be uniformly dispersed, then the homogeneous solution is taken to be mixed and is assisted with ultrasonic dispersion, and porous ionic liquid is obtained after constant temperature air drying at 60 ℃.
Example 3
2.0g of N-butylimidazole and2.20g of N-bromobutane was added to a three-necked flask, N2As a shielding gas, the mixture was heated under reflux in an oil bath at 60 ℃ and stirred for 7 hours. Rotary evaporation in vacuo at 40 ℃ removed excess n-bromobutane and cooled to room temperature. Residual N-methylimidazole is removed by vigorous stirring using diethyl ether as extractant. The solvent was distilled off, and vacuum drying was carried out for 4 hours to obtain a viscous liquid [ BMIM ]]Br is added. Equimolar amounts of lithium bis (trifluoromethanesulfonyl) imide (LiNTf)2) Slowly add to 2.0g of [ BMIM ]]Br was added thereto, and the mixture was stirred magnetically at room temperature for 2 hours, followed by extraction with chloroform (10 mL. times.3). The organic phase is subjected to vacuum rotary evaporation at 90 ℃ to obtain a viscous liquid BMIM][NTf2]。
2.97g of Zn (NO) are added at room temperature3)·6H2O and 2.46g of 2-methylimidazole were dissolved in 100mL of methanol, respectively, and then the two solutions were mixed and continuously stirred for 15 hours. Subsequently, the resulting ZIF-8 emulsion was centrifuged several times at 8000r/min and washed with methanol, the supernatant was removed, the centrifuged solid particles were placed in an electric constant temperature forced air drying oven at 60 ℃ until completely dried, and finally ground with a mortar for subsequent use.
Ionic liquids [ BMIM ] synthesized in 3.0g][NTf2]And 2.0g of prepared ZIF-8 are respectively dispersed into corresponding solvents, and are subjected to ultrasonic oscillation to be uniformly dispersed, then the homogeneous solution is taken to be mixed and is assisted with ultrasonic dispersion, and porous ionic liquid is obtained after constant temperature air drying at 60 ℃.
Table 1 shows the NO of the porous ionic liquid at 0 ℃ and 1atmxThe adsorption capacity is convenient for comparative analysis. As can be seen from the results in Table 1, the prepared porous ionic liquid has better NOxAnd (4) adsorption performance.
TABLE 1 NO of different porous Ionic liquidsxAmount of adsorption
| Sample (I) | mol％ |
| Example 1 | 95.2 |
| Example 2 | 95.6 |
| Example 3 | 96.5 |
Claims (7)
1. NO used in flue gas x The synthesis method of the removed porous ionic liquid is characterized by comprising three synthesis devices:
1 ionic liquid synthesis device, 2 ZIFs material preparation device and 3 porous ionic liquid preparation device;
the one is used for NO in flue gas x The synthesis method of the removed porous ionic liquid mainly comprises the following steps:
A. synthesis of ionic liquid: to prepare the ionic liquid 1-butyl-3-methylimidazolium bis (trifluoromethylsulfonyl) imide [ BMIM][NTf2]For example, adding N-butylimidazole and dimethyl sulfate into a three-neck flask with reflux respectively, stirring at a constant temperature (80 ℃) under the protection of inert gas, washing and drying after the reaction is finished to obtain butyl functionalized imidazole ionic liquid; mixing the obtained imidazole ionic liquid with lithium bis (trifluoromethanesulfonyl) imide (LiNTf)2) Ion exchange reaction, washing and drying to obtain BMIM][NTf2]；
B. Preparing ZIFs materials: taking the preparation of ZIF-8 as an example: adding Zn (NO)3)·6H2Dissolving O and 2-methylimidazole in a methanol solution in a molar ratio of 1:8, heating for reaction, after the reaction is finished, centrifugally separating reaction liquid to obtain white precipitate, repeatedly washing with methanol, and drying in vacuum to obtain a target product ZIF-8;
C. preparation of porous ionic liquid: firstly, respectively dispersing the synthesized ionic liquid and ZIFs into corresponding solvents, uniformly dispersing the ionic liquid and the ZIFs by ultrasonic oscillation, then mixing the homogeneous solutions, assisting with ultrasonic dispersion, and drying to obtain the porous ionic liquid.
2. NO for use in flue gas according to claim 1 x The synthesis method of the removed porous ionic liquid is characterized in that the ionic liquid is imidazole ionic liquid, and the anion of the ionic liquid is [ NTf2]。
3. NO for use in flue gas according to claim 1 x The method for synthesizing the removed porous ionic liquid is characterized in that in the process of preparing the ionic liquid, various target ionic liquids can be obtained by changing functional groups and anion and cation types of the ionic liquid and adjusting preparation process conditions.
4. NO for use in flue gas according to claim 1 x The synthesis method of the removed porous ionic liquid is characterized in that the ZIFs material comprises four topological structures, namely ZIF-3 (ZIF-3)dft）、ZIF-6（gis）、ZIF-8（sod）、ZIF-10（mer) One kind of (1).
5. NO for use in flue gas according to claim 1 x The synthesis method of the removed porous ionic liquid is characterized in that in the ZIFs preparation process, various target ZIFs materials can be obtained by changing the types of metal salts and ligands and adjusting the reactant proportion and the reaction temperature.
6. NO for use in flue gas according to claim 1 x The synthesis method of the removed porous ionic liquid is characterized in that the porous ionic liquid can realize NO x The recovery rate of the product reaches 95 percent.
7. A flue for use in accordance with claim 1NO in gas x The synthesis method of the removed porous ionic liquid is characterized in that the porous ionic liquid is recycled for 30 times, and NO is added x The removal rate reaches 95 percent.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN114539550A (en) * | 2022-03-16 | 2022-05-27 | 江苏大学 | Third-class porous ionic liquid based on UiO-66 and preparation method and application thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20150004499A1 (en) * | 2012-04-23 | 2015-01-01 | Kyocera Corporation | Porous coordination polymer-ionic liquid composite |
| CN108114695A (en) * | 2016-11-26 | 2018-06-05 | 中国科学院大连化学物理研究所 | The zeolitic imidazolate framework material of solid-loaded ionic-liquid and its application in cage |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20150004499A1 (en) * | 2012-04-23 | 2015-01-01 | Kyocera Corporation | Porous coordination polymer-ionic liquid composite |
| CN108114695A (en) * | 2016-11-26 | 2018-06-05 | 中国科学院大连化学物理研究所 | The zeolitic imidazolate framework material of solid-loaded ionic-liquid and its application in cage |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114539550A (en) * | 2022-03-16 | 2022-05-27 | 江苏大学 | Third-class porous ionic liquid based on UiO-66 and preparation method and application thereof |
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