CN107875867B - Transfer-promoting membrane based on amino acid ionic liquid and preparation method and application thereof - Google Patents
Transfer-promoting membrane based on amino acid ionic liquid and preparation method and application thereof Download PDFInfo
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- CN107875867B CN107875867B CN201711098989.4A CN201711098989A CN107875867B CN 107875867 B CN107875867 B CN 107875867B CN 201711098989 A CN201711098989 A CN 201711098989A CN 107875867 B CN107875867 B CN 107875867B
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- 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
- B01D53/22—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 diffusion
- B01D53/228—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 diffusion characterised by specific membranes
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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01D67/0002—Organic membrane manufacture
- B01D67/0009—Organic membrane manufacture by phase separation, sol-gel transition, evaporation or solvent quenching
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Abstract
The invention discloses a transfer-promoting membrane based on amino acid ionic liquid, and a preparation method and application thereof. The preparation process of the facilitated transfer membrane is simple, and the facilitated transfer membrane has improved gas separation performance due to the fact that the facilitated transfer membrane contains the 1-hexyl 3-methylimidazole glycinate and amino and carboxyl functional groups on the 1-hexyl 3-methylimidazole glycinate.
Description
Technical Field
The invention relates to the field of membrane separation, in particular to a transfer-promoting membrane based on amino acid ionic liquid and a preparation method and application thereof.
Background
With the global warming becoming more and more severe, the release of greenhouse gases has become more and more concerned by the scientific community, the public of society and governments of various countries. In recent years, compared with the traditional separation technology, the membrane separation technology has the advantages of high efficiency, simple and convenient operation, simple equipment, low investment and the like. In several classes of CO2Among separation membranes, polymer membranes have been extensively studied, however, polymer membranes have been studied for CO2Permeability and CO2The gas selectivity is lower. In order to overcome the defect of low separation performance of polymer membranes, Room Temperature Ionic Liquids (RTILs) attract extensive attention. RTILs are organic salts with good chemical and thermal stability. The physicochemical properties of RTILs can be manipulated by manipulating the structure of the cation or anion. Thus, using RTILs as a medium in supporting ionic liquid membranes is expected to be CO2Provides high permeability and high selectivity. Facilitated Transport Membranes (FTMs) as the most promising CO for separation2Separation membranes have attracted a wide range of attention. The permeation mechanism of FTMs is based on a reversible reaction between target molecules and reactive carriers within the membrane. As is well known, the CO of FTMs2The permeability and the selectivity are high. However, FTMs have the disadvantage of requiringTo promote CO in a wet state2And (5) transferring. This drawback limits the field of application of FTMs in practical industries.
Disclosure of Invention
In order to solve the problems in the prior art, the invention aims to provide a transfer-promoting membrane based on amino acid ionic liquid, and a preparation method and application thereof, wherein the transfer-promoting membrane based on amino acid ionic liquid utilizes functional groups on the amino acid ionic liquid as CO2Reaction carrier capable of promoting CO transfer in dry state2And can increase CO2/CH4And CO2/N2Separation performance, and simple and easy preparation process.
Specifically, the invention provides a transfer-promoting membrane based on amino acid ionic liquid, which takes polyether-polyamide block copolymer as a membrane matrix, and 1-hexyl 3-methylimidazole glycinate is added into the membrane matrix.
Wherein the mass ratio of the polyether-polyamide block copolymer to the 1-hexyl 3-methylimidazole glycinate is 1: (0.2-0.8).
In addition, the thickness of the transfer-promoting film is 110-150 μm.
The invention also provides a preparation method of the facilitated transfer membrane based on the amino acid ionic liquid, which comprises the following steps:
step 1, preparing a polyether-polyamide block copolymer solution: adding the polyether-polyamide block copolymer into an ethanol water solution with the mass fraction of 70% to prepare a solution with the mass concentration of the polyether-polyamide block copolymer of 4-10%, and stirring at 80 ℃ for 24-48h to completely dissolve the polyether-polyamide block copolymer to obtain a polyether-polyamide block copolymer solution;
and 2, adding 1-hexyl 3-methylimidazole glycinate into the polyether-polyamide block copolymer solution obtained in the step 1, stirring at room temperature for 24-48h to obtain a casting solution, pouring the casting solution on a clean glass plate for casting at room temperature for 24h, and then putting the casting solution into a vacuum oven at 40 ℃ to remove residual solvent to obtain the transfer-promoting membrane based on the amino acid ionic liquid.
The invention also provides application of the facilitated transfer membrane based on the amino acid ionic liquid, which is used for separating CO2/CH4Mixed gas or CO2/N2And (4) mixing the gases.
Wherein, for separating CO2/CH4When mixed with gas, CO2Flux of 410-2/CH4The selectivity is 31-70; for separating CO2/N2When mixed with gas, CO2Flux 450-2/N2The selectivity was 57-93. Wherein 1barrer is 10-10cm3cm/cm2s cmHg。
Compared with the prior art, the invention has the beneficial effects that: the preparation process is simple, and the transfer of CO can be promoted in a dry state due to the fact that the transfer-promoting membrane contains the 1-hexyl 3-methylimidazole glycinate and the amino and carboxyl functional groups on the 1-hexyl 3-methylimidazole glycinate2The gas separation performance of the transfer membrane is improved.
Drawings
FIG. 1A cross-sectional view of a scanning electron microscope of a polyether-polyamide block copolymer-1-hexyl 3-methylimidazolium glycinate facilitated transfer film prepared in example 1.
FIG. 2A cross-sectional view of a scanning electron microscope showing the polyether-polyamide block copolymer-1-hexyl 3-methylimidazolium glycinate facilitated transport membrane obtained in example 2.
FIG. 3 scanning electron microscope cross-sectional view of polyether-polyamide block copolymer-1-hexyl 3-methylimidazolium glycinate facilitated transport film obtained in example 3.
FIG. 4A cross-sectional view of a scanning electron microscope showing the polyether-polyamide block copolymer-1-hexyl 3-methylimidazolium glycinate facilitated by transfer film obtained in example 4.
FIG. 5 is a sectional view of a polyether-polyamide block copolymer film obtained by comparative example under a scanning electron microscope.
Detailed Description
The present invention will be described in detail below by way of examples, which are provided for the convenience of understanding and are not intended to limit the present invention in any way.
Example 1
Preparing an amino acid ionic liquid-based facilitated transfer membrane with the thickness of 110 μm, wherein the facilitated transfer membrane takes a polyether-polyamide block copolymer as a membrane matrix, and 1-hexyl 3-methylimidazole glycinate is added into the membrane matrix, wherein the mass ratio of the polyether-polyamide block copolymer to the 1-hexyl 3-methylimidazole glycinate is 1: 0.2, the specific preparation method is as follows:
step 1, 0.5g of a polyether-polyamide block copolymer (trade name: polyether-polyamide block copolymer) was weighed
1657) Dissolving in 12g of 70% ethanol water solution, stirring at 80 ℃ for 24h to completely dissolve the polyether-polyamide block copolymer, and preparing to obtain a polyether-polyamide block copolymer solution with the mass fraction of 4% for later use.
And 2, weighing 0.1g of 1-hexyl 3-methylimidazole glycinate, adding the weighed 1-hexyl 3-methylimidazole glycinate into the polyether-polyamide block copolymer solution with the mass fraction of 4% obtained in the step 1, stirring the solution at room temperature for 24 hours, pouring the solution onto a clean glass plate for casting, drying the solution at room temperature for 24 hours, and then putting the solution into a vacuum oven at 40 ℃ for 24 hours to remove residual solvent to obtain the facilitated transfer membrane based on the amino acid ionic liquid with the thickness of 110 microns. FIG. 1 is a sectional view of a scanning electron microscope showing a polyether-polyamide block copolymer-1-hexyl 3-methylimidazolium glycinate facilitated transfer film obtained in example 1.
The facilitated transfer membrane is used for separating CO at room temperature and 2bar210% by volume of CO2/CH4Separation test of mixture gas, CO thereof2Flux of 410barrer, CO2/CH4The selectivity is 41; the polyelectrolyte membrane is used for CO210% by volume of CO2/N2Separation test of mixture gas, CO thereof2Flux 450barrer, CO2/N2Selectivity 62.
Example 2
Preparing a delivery-promoting membrane based on amino acid ionic liquid, which is different from the delivery-promoting membrane prepared in example 1 in that: the thickness of the film was 120 μm, wherein the mass ratio of polyether-polyamide block copolymer to 1-hexyl 3-methylimidazolium glycinate was 1: 0.4, the preparation of the facilitated transfer membrane differs from the preparation method of example 1 only in that: in step 1, 0.1g of 1-hexyl 3-methylimidazolium glycinate is replaced by 0.2g of 1-hexyl 3-methylimidazolium glycinate; finally, the transfer-promoting film with the thickness of 120 μm is obtained. FIG. 2 is a sectional view of a scanning electron microscope showing a polyether-polyamide block copolymer-1-hexyl 3-methylimidazolium glycinate facilitated transfer film obtained in example 2.
The transfer-promoting membrane obtained in example 2 was used for CO separation at room temperature at 2bar210% by volume of CO2/CH4Separation test of mixture gas, CO thereof2Flux 560barrer, CO2/CH4The selectivity is 52; for CO210% by volume of CO2/N2Separation test of mixture gas, CO thereof2Flux 590barrer, CO2/N2Selectivity 75.
Example 3
Preparing a delivery-promoting membrane based on amino acid ionic liquid, which is different from the delivery-promoting membrane prepared in example 1 in that: the thickness of the film was 138 μm, wherein the mass ratio of polyether-polyamide block copolymer to 1-hexyl 3-methylimidazolium glycinate was 1: 0.6, the preparation of the facilitated transfer membrane differs from the preparation method of example 1 only in that: in step 1, 0.1g of 1-hexyl 3-methylimidazolium glycinate is replaced by 0.3g of 1-hexyl 3-methylimidazolium glycinate; finally, the transmission-promoting film with the thickness of 138 μm is obtained. FIG. 3 is a sectional view of a scanning electron microscope showing a polyether-polyamide block copolymer-1-hexyl 3-methylimidazolium glycinate facilitated transfer film obtained in example 3.
The transfer-promoting membrane obtained in example 2 was used for CO separation at room temperature at 2bar210% by volume of CO2/CH4Separation test of mixture gas, CO thereof2Flux 1300barrer, CO2/CH4The selectivity is 70; for CO210% by volume of CO2/N2Separation test of mixture gas, CO thereof2Flux 1500barrer, CO2/N2Selectivity 93.
Example 4
Preparing a delivery-promoting membrane based on amino acid ionic liquid, which is different from the delivery-promoting membrane prepared in example 1 in that: the thickness of the film was 150 μm, wherein the mass ratio of polyether-polyamide block copolymer to 1-hexyl 3-methylimidazolium glycinate was 1: 0.8, the preparation of the facilitated transfer membrane differs from the preparation method of example 1 only in that: in the step 1, 0.1g of 1-hexyl 3-methylimidazole glycinate is changed into 0.4g of 1-hexyl 3-methylimidazole glycinate; the ethanol aqueous solution with the mass fraction of 70 percent is 4.5 g. Finally, the transfer-promoting film with the thickness of 150 μm is obtained. FIG. 4 is a sectional view of a scanning electron microscope showing a polyether-polyamide block copolymer-1-hexyl 3-methylimidazolium glycinate facilitated transfer film obtained in example 4.
The transfer-promoting membrane obtained in example 2 was used for CO separation at room temperature at 2bar210% by volume of CO2/CH4Separation test of mixture gas, CO thereof2Flux 1800barrer, CO2/CH4The selectivity is 31; for CO210% by volume of CO2/N2Separation test of mixture gas, CO thereof2Flux of 2100barrer, CO2/N2Selectivity 57.
Comparative example
Preparing a polyether-polyamide block copolymer film having a film thickness of 100 μm; the preparation method comprises the following steps: 1.0g of a polyether-polyamide block copolymer (trade name: Takara Shuzo)
1657) Dissolving in 20g of ethanol water solution with the mass fraction of 70%, stirring at 80 ℃ for 24h, pouring on a clean glass plate for casting, drying at room temperature for 24h, and then putting the glass plate into a vacuum oven at 40 ℃ for 24h to remove residual solvent to obtain the polyelectrolyte membrane with the thickness of 100 mu m. FIG. 5 is a sectional view of a polyether-polyamide block copolymer film obtained by comparative example under a scanning electron microscope.
At room temperature and 2bar, mixingpolyether-Polyamide Block copolymer Membrane obtained in example 4 for CO separation210% by volume of CO2/CH4Separation test of mixture gas, CO thereof2Flux 281barrer, CO2/CH4The selectivity is 30; for CO210% by volume of CO2/N2Separation test of mixture gas, CO thereof2Flux of 305barrer, CO2/N2Selectivity 54.
From the comparison of the above examples with the comparative example, it is evident that the polyether-polyamide block copolymer-1-hexyl 3-methylimidazolium glycinate of the present invention promotes the separation of the transfer membrane significantly higher than that of the polyether-polyamide block copolymer membrane without 1-hexyl 3-methylimidazolium glycinate of the comparative example, mainly the amino and carboxyl functional groups on the 1-hexyl 3-methylimidazolium glycinate improve the permeability and selectivity of the membrane.
Although the present invention has been described with reference to the accompanying drawings, the present invention is not limited to the above embodiments, which are only illustrative and not restrictive, and those skilled in the art can make many modifications of various amino acid ionic liquid types without departing from the spirit of the present invention, all of which are within the scope of the present invention.
Claims (5)
1. The membrane is characterized in that polyether-polyamide block copolymer is used as a membrane matrix, and 1-hexyl 3-methylimidazole glycinate is added into the membrane matrix;
the mass ratio of the polyether-polyamide block copolymer to the 1-hexyl 3-methylimidazole glycinate is 1: 0.6.
2. the amino acid ionic liquid-based facilitated transfer membrane according to claim 1, wherein the thickness of the facilitated transfer membrane is 138 μm.
3. The preparation method of the facilitated transport membrane based on the amino acid ionic liquid as set forth in claim 1 or 2, characterized by comprising the steps of:
step 1, preparing a polyether-polyamide block copolymer solution: adding the polyether-polyamide block copolymer into an ethanol water solution with the mass fraction of 70% to prepare a solution with the mass concentration of the polyether-polyamide block copolymer of 4%, and stirring at 80 ℃ for 24 hours to completely dissolve the polyether-polyamide block copolymer to obtain a polyether-polyamide block copolymer solution;
and 2, adding 1-hexyl 3-methylimidazole glycinate into the polyether-polyamide block copolymer solution obtained in the step 1, stirring at room temperature for 24 hours to obtain a casting solution, pouring the casting solution on a clean glass plate for casting, drying at room temperature for 24 hours, and then putting the casting solution into a vacuum oven at 40 ℃ to remove residual solvent to obtain the transfer-promoting membrane based on the amino acid ionic liquid.
4. Use of the membrane according to claim 1 or 2 for the separation of CO based on an amino acid ionic liquid for promoting transport2/CH4Mixed gas or CO2/N2And (4) mixing the gases.
5. Use according to claim 4 for separating CO2/CH4When mixed with gas, CO2Flux 1300barrer, CO2/CH4The selectivity is 70;
for separating CO2/N2When mixed with gas, CO2Flux 1500barrer, CO2/N2The selectivity was 93.
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| CN108654322B (en) * | 2018-05-22 | 2020-02-04 | 石河子大学 | Preparation method and application of alkaline functional ionic liquid-based blend membrane |
| CN108786479B (en) * | 2018-05-29 | 2020-04-28 | 河南科技大学 | Cation exchange membrane, preparation thereof and application thereof in separation of alkane/olefin |
| CN109224872B (en) * | 2018-09-04 | 2021-02-12 | 南京工业大学 | Amino acid ionic liquid modified hydrophilic nanofiltration membrane and preparation method thereof |
| CN110141977A (en) * | 2019-06-17 | 2019-08-20 | 沈阳工业大学 | Graft type ionic liquid polyimide film and preparation method and applications |
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| CN102631843A (en) * | 2011-02-14 | 2012-08-15 | 同济大学 | Preparation method of ionic liquid supported liquid membrane for separating CO2 in gas |
| CN102905780A (en) * | 2010-04-28 | 2013-01-30 | 东丽株式会社 | Semi-permeable composite membrane |
| CN106268380A (en) * | 2016-09-19 | 2017-01-04 | 石河子大学 | A kind of polyelectrolyte film based on Glycine sodium and its preparation method and application |
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| CN102905780A (en) * | 2010-04-28 | 2013-01-30 | 东丽株式会社 | Semi-permeable composite membrane |
| CN102631843A (en) * | 2011-02-14 | 2012-08-15 | 同济大学 | Preparation method of ionic liquid supported liquid membrane for separating CO2 in gas |
| CN106268380A (en) * | 2016-09-19 | 2017-01-04 | 石河子大学 | A kind of polyelectrolyte film based on Glycine sodium and its preparation method and application |
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