CN112569912A - Flexible metal organic framework material and preparation method and application thereof - Google Patents
Flexible metal organic framework material and preparation method and application thereof Download PDFInfo
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- 239000000463 material Substances 0.000 title claims abstract description 40
- 239000012621 metal-organic framework Substances 0.000 title claims abstract description 33
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims abstract description 73
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims abstract description 53
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims abstract description 52
- 239000001569 carbon dioxide Substances 0.000 claims abstract description 37
- 229910002092 carbon dioxide Inorganic materials 0.000 claims abstract description 37
- 239000013110 organic ligand Substances 0.000 claims abstract description 27
- 238000000034 method Methods 0.000 claims abstract description 16
- 229910021645 metal ion Inorganic materials 0.000 claims abstract description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 239000008367 deionised water Substances 0.000 claims description 12
- 229910021641 deionized water Inorganic materials 0.000 claims description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 9
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 9
- 238000000926 separation method Methods 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- XFTQRUTUGRCSGO-UHFFFAOYSA-N pyrazin-2-amine Chemical compound NC1=CN=CC=N1 XFTQRUTUGRCSGO-UHFFFAOYSA-N 0.000 claims description 5
- ZUCRGHABDDWQPY-UHFFFAOYSA-N pyrazine-2,3-dicarboxylic acid Chemical compound OC(=O)C1=NC=CN=C1C(O)=O ZUCRGHABDDWQPY-UHFFFAOYSA-N 0.000 claims description 5
- LZIMEXXFGKUVNY-UHFFFAOYSA-N C#C.O=C=O Chemical compound C#C.O=C=O LZIMEXXFGKUVNY-UHFFFAOYSA-N 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 3
- 238000007873 sieving Methods 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 238000001179 sorption measurement Methods 0.000 abstract description 23
- 239000002994 raw material Substances 0.000 abstract description 3
- 238000004134 energy conservation Methods 0.000 abstract description 2
- 239000007789 gas Substances 0.000 description 10
- 239000011148 porous material Substances 0.000 description 6
- 238000002474 experimental method Methods 0.000 description 5
- 238000009835 boiling Methods 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000005997 Calcium carbide Substances 0.000 description 1
- 101710110702 Probable chorismate pyruvate-lyase 1 Proteins 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- -1 acetylene alcohol Chemical compound 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000001351 cycling effect Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000004021 metal welding Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- CLZWAWBPWVRRGI-UHFFFAOYSA-N tert-butyl 2-[2-[2-[2-[bis[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]amino]-5-bromophenoxy]ethoxy]-4-methyl-n-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]anilino]acetate Chemical compound CC1=CC=C(N(CC(=O)OC(C)(C)C)CC(=O)OC(C)(C)C)C(OCCOC=2C(=CC=C(Br)C=2)N(CC(=O)OC(C)(C)C)CC(=O)OC(C)(C)C)=C1 CLZWAWBPWVRRGI-UHFFFAOYSA-N 0.000 description 1
- 238000004227 thermal cracking Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/223—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material containing metals, e.g. organo-metallic compounds, coordination complexes
- B01J20/226—Coordination polymers, e.g. metal-organic frameworks [MOF], zeolitic imidazolate frameworks [ZIF]
-
- 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
- B01D53/02—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 adsorption, e.g. preparative gas chromatography
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B32/00—Carbon; Compounds thereof
- C01B32/50—Carbon dioxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
- C07C7/12—Purification; Separation; Use of additives by adsorption, i.e. purification or separation of hydrocarbons with the aid of solids, e.g. with ion-exchangers
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02C—CAPTURE, STORAGE, SEQUESTRATION OR DISPOSAL OF GREENHOUSE GASES [GHG]
- Y02C20/00—Capture or disposal of greenhouse gases
- Y02C20/40—Capture or disposal of greenhouse gases of CO2
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
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- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
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Abstract
The invention provides a flexible metal organic framework material and a preparation method and application thereof, wherein the expression of the flexible metal organic framework material is [ M-L1-L2] n, wherein n is a positive integer, and the flexible metal organic framework material is constructed by metal ions M, organic ligands L1 and organic ligands L2 through coordination bonds. The method is used for separating the mixed gas of acetylene and carbon dioxide. The flexible metal organic framework material provided by the invention has a very high ratio of the adsorption amount of acetylene to carbon dioxide, and also has very high adsorption selectivity, easily obtained raw materials, low cost, energy conservation and high efficiency.
Description
Technical Field
The invention belongs to the technical field of acetylene preparation, and particularly relates to a flexible metal organic framework material and a preparation method and application thereof.
Background
Acetylene is a very important organic chemical basic raw material and can be used for producing synthetic rubber, synthetic fiber, acrylic acid derivatives, vinyl compounds and acetylene alcohol. Meanwhile, acetylene is widely used in the fields of metal welding, cutting, electronic industry and the like. At present, the methods for industrially producing acetylene mainly comprise a calcium carbide method, a natural gas partial oxidation method, a petroleum hydrocarbon thermal cracking method and the like. In these acetylene production processes, small amounts of impurities such as carbon dioxide are typically produced.
At present, acetylene is separated and purified mainly by a solvent absorption method and an adsorption separation method in industry, wherein the solvent absorption method has high energy consumption, large investment and complex process and is generally accompanied with certain environmental pollution. Due to the boiling points of acetylene and carbon dioxide (the boiling point of acetylene is 189.3K, the boiling point of carbon dioxide is 194.7K) and the molecular size (the molecular size of acetylene is
Carbon dioxide having a molecular size of
) Very similar and at the same time have the same dynamic size
The traditional porous material has the defects of small difference of adsorption amount, low adsorption selectivity and the like, and is difficult to effectively separate the mixture of acetylene and carbon dioxide. For example, the ratio of the adsorption quantity of acetylene/carbon dioxide at 270K and 1bar of a flexible porous material CPL-1(Nature,2005,436(7048): 238-; the selectivity of the metal-organic framework material FJU-88a (J.Am.chem.Soc.,2019,141(9):4130-4136) for acetylene/carbon dioxide is only 4.3. Therefore, the development of the high-stability porous material with high acetylene/carbon dioxide adsorption capacity ratio and high selectivity has very important significance.
Disclosure of Invention
Aiming at the defects of the prior separation technology, the invention provides a novel method for efficiently screening acetylene carbon dioxide and preparation of an adsorbent material QLUT-1 thereof, which realizes selective recognition and adsorption of acetylene, hardly adsorbs carbon dioxide and can obtain high-purity acetylene (99.9%).
The specific technical scheme is as follows:
the flexible metal organic framework material is expressed as [ M-L1-L2] n, wherein n is a positive integer and is constructed by metal ions M, organic ligands L1 and organic ligands L2 through coordination bonds.
Wherein the metal ion is Cu2+(ii) a The organic ligand L1 is 2-aminopyrazine; the organic ligand L2 is pyrazine-2, 3-dicarboxylic acid.
The preparation method of the flexible metal organic framework material comprises the following steps:
(1) mixing a deionized water solution containing metal ions M, organic ligands L2 and NaOH with a deionized water solution containing organic ligands L1, and then reacting at 80-120 ℃ or stirring at normal temperature to obtain blue powder;
(2) exchanging the blue powder obtained in the step (1) in methanol for multiple times by adopting a solvent exchange method, then placing the blue powder at room temperature for 1 day, and finally reaching 10 in a vacuum state-7mbar and constant, thereby obtaining a flexible metal organic framework material for sieving acetylene carbon dioxide.
Preferably, the mass ratio of the metal ion M, the organic ligand L1, the organic ligand L2 and the NaOH is 1:12:1: 1.5-3.
The volume ratio of the deionized water solution containing the metal ions M, the organic ligands L1 and NaOH to the deionized water solution containing the organic ligands L2 is 1:1.
the flexible metal organic framework material is applied to separation of acetylene and carbon dioxide mixed gas.
The acetylene and carbon dioxide mixed gas separation method is characterized in that acetylene and carbon dioxide mixed gas is contacted with the flexible metal organic framework material according to claim 1 or 2, acetylene molecules are selectively adsorbed, and acetylene and carbon dioxide are separated.
The flexible metal organic framework material QLUT-1 provided by the invention has a very high ratio of the adsorption capacity of acetylene to carbon dioxide, and also has very high adsorption selectivity, easily available raw materials, low cost, energy conservation and high efficiency.
QLUT-1 has extremely high acetylene/carbon dioxide selectivity, the adsorption capacity ratio at normal temperature and pressure is 8.6, and the acetylene/carbon dioxide selectivity calculated by the ideal adsorption solution theory is 119. Penetration experiments show that the material can effectively separate acetylene and carbon dioxide and can obtain acetylene with purity higher than 99%. The method can enrich acetylene in the acetylene and carbon dioxide mixed gas to obtain acetylene with the purity of more than 99 percent, and has the advantages of good repeatability, low cost and simple operation.
Drawings
FIG. 1a is a schematic diagram of the structure and channel of the metal-organic framework material QLUT-1 obtained in the example;
FIG. 1b is a second schematic diagram of the structure and channel of the metal-organic framework material QLUT-1 obtained in the example;
FIG. 2 is an X-ray diffraction (XRD) pattern of the chemical stability of the metal-organic framework material QLUT-1 obtained in the example;
FIG. 3 is a graph showing single-component adsorption curves of acetylene and carbon dioxide at 25 ℃ of the metal-organic framework material QLUT-1 obtained in the example;
FIG. 4 is a graph showing the adsorption amount ratio of acetylene to carbon dioxide at 25 ℃ of the metal-organic framework material QLUT-1 obtained in the example;
FIG. 5 is a diagram of the selectivity of the metal organic framework material QLUT-1 obtained in the example, theoretically calculated from the ideal adsorption solution at 25 ℃;
FIG. 6 is a graph of a breakthrough experiment of the metal-organic framework material QLUT-1 obtained in the example at 25 ℃ for acetylene and carbon dioxide;
FIG. 7 is a graph of cycle stability of breakthrough experiment of acetylene and carbon dioxide at 25 ℃ for the metal organic framework material QLUT-1 obtained in the example.
Detailed Description
The specific technical scheme of the invention is described by combining the embodiment.
The preparation method of the flexible metal organic framework material comprises the following steps:
(1) will contain metal ions Cu2+Mixing the deionized water solution of pyrazine-2, 3-dicarboxylic acid and NaOH with the deionized water solution containing organic ligand 2-aminopyrazine, and stirring for reaction to obtain blue powder;
(2) exchanging the blue powder obtained in the step (1) in methanol for multiple times by adopting a solvent exchange method, then placing the blue powder at room temperature for 1 day, and finally reaching 10 in a vacuum state-7mbar and constant, thereby obtaining a flexible metal organic framework material for sieving acetylene carbon dioxide.
The metal ion Cu2+The mass ratio of the organic ligand 2-aminopyrazine, the organic ligand pyrazine-2, 3-dicarboxylic acid and NaOH is 1:12:1: 1.5-3.
The volume ratio of the deionized water solution containing the metal ions M, the organic ligand 2-aminopyrazine and NaOH to the deionized water solution containing the organic ligand pyrazine-2, 3-dicarboxylic acid is 1:1.
as shown in fig. 1a and fig. 1b, the obtained flexible metal organic framework material QLUT-1 has a "gourd-shaped" one-dimensional flexible pore channel, which is subjected to shrinkage deformation after the solvent molecules in the pore channel are removed and activated. Because the surface of the pore channel is distributed with high-density unsaturated oxygen atoms and amino functional groups, the material has stronger interaction force on acetylene molecules with strong hydrogen bond acidity, can selectively adsorb the acetylene molecules and prevent carbon dioxide molecules from entering, has the advantages of high ratio of acetylene/carbon dioxide adsorption capacity and high selectivity, and can obtain high-purity acetylene gas.
As can be seen from fig. 2, the material shows little change in structure after soaking in water for one week and standing in air for one month. In addition, the material has good stability against acid gas, and the structure is basically unchanged after sulfur dioxide is adsorbed.
As can be seen from FIG. 3, the carbon dioxide adsorbed by the activated QLUT-1 at normal temperature and pressure is negligible, while the acetylene molecule is selectively adsorbed to 1.84mmol g-1And exhibits an extremely high adsorption capacity at low pressure, and at 0.05bar, the adsorption capacity of acetylene is as high as 1.4mmol g-1. The gas adsorption capacity ratio of acetylene to carbon dioxide is 8.6 at normal temperature and normal pressureAs shown in fig. 4.
As shown in fig. 5, the acetylene/carbon dioxide selectivity calculated by the ideal adsorption solution theory was 119.
The activated QLUT-1 is loaded into an adsorption column with an inner diameter of 4mm, and acetylene: a mixed gas of carbon dioxide (50: 50) is introduced into the bed layer of the adsorption column at a flow rate of 2mL/min to carry out a fixed bed breakthrough experiment. As shown in fig. 6, carbon dioxide first penetrated the bed and acetylene gas was enriched in the adsorption column bed until after 28 min. The experiment shows that the material can effectively separate the mixed gas of acetylene and carbon dioxide and can obtain acetylene with the purity higher than 99 percent, as shown in figure 7.
The material also has excellent cycling stability, and still keeps good acetylene and carbon dioxide separation performance after 8 cycles.
Claims (7)
1. The flexible metal organic framework material is characterized by having an expression of [ M-L1-L2] n, wherein n is a positive integer and is constructed by metal ions M, organic ligands L1 and organic ligands L2 through coordination bonds.
2. The flexible metal organic framework material of claim 1, wherein the metal ion is Cu2+(ii) a The organic ligand L1 is 2-aminopyrazine; the organic ligand L2 is pyrazine-2, 3-dicarboxylic acid.
3. The preparation method of the flexible metal organic framework material is characterized by comprising the following steps:
(1) mixing a deionized water solution containing metal ions M, organic ligands L2 and NaOH with a deionized water solution containing organic ligands L1, and stirring for reaction to obtain blue powder;
(2) exchanging the blue powder obtained in the step (1) in methanol for multiple times by adopting a solvent exchange method, then placing the blue powder at room temperature for 1 day, and finally reaching 10 in a vacuum state-7mbar and constant, thereby obtaining a flexible metal organic framework material for sieving acetylene carbon dioxide.
4. The method for preparing the flexible metal organic framework material according to claim 3, wherein the mass ratio of the metal ions M, the organic ligands L1, the organic ligands L2 and NaOH is 1:12:1: 1.5-3.
5. The method for preparing a flexible metal organic framework material according to claim 4, wherein the volume ratio of the deionized water solution containing the metal ions M, the organic ligands L1 and NaOH to the deionized water solution containing the organic ligands L2 is 1:1.
6. use of the flexible metal organic framework material according to claim 1 for acetylene, carbon dioxide mixed gas separation.
7. The method for separating the acetylene and carbon dioxide mixed gas is characterized in that the acetylene and carbon dioxide mixed gas is contacted with the flexible metal organic framework material as claimed in claim 1 or 2 to selectively adsorb acetylene molecules and separate the acetylene from the carbon dioxide.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113278159A (en) * | 2021-05-26 | 2021-08-20 | 江西师范大学 | Iron-nickel metal organic framework material for separating acetylene/carbon dioxide mixed gas and preparation method thereof |
| CN114367270A (en) * | 2021-11-30 | 2022-04-19 | 浙江大学 | Method for separating acetylene and carbon dioxide |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4961867A (en) * | 1985-10-15 | 1990-10-09 | The Dow Chemical Company | Process for preventing corrosion of metals by contacting them with compositions prepared from amino substituted pyrazines and carboxylic acids carboxylic acid anhydrides, carboxylic acid, esters or carboxylic acid halides |
| GB9504854D0 (en) * | 1994-03-31 | 1995-04-26 | Zeneca Ltd | Nitrogen derivatives |
| CN108671893A (en) * | 2018-04-24 | 2018-10-19 | 浙江大学 | A kind of separation method for detaching the metal-organic framework material and ethylene acetylene of ethylene and acetylene |
| CN110483794A (en) * | 2019-08-20 | 2019-11-22 | 南昌大学 | A kind of metal-organic framework material and its preparation method and application |
-
2020
- 2020-12-04 CN CN202011411211.6A patent/CN112569912A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4961867A (en) * | 1985-10-15 | 1990-10-09 | The Dow Chemical Company | Process for preventing corrosion of metals by contacting them with compositions prepared from amino substituted pyrazines and carboxylic acids carboxylic acid anhydrides, carboxylic acid, esters or carboxylic acid halides |
| GB9504854D0 (en) * | 1994-03-31 | 1995-04-26 | Zeneca Ltd | Nitrogen derivatives |
| CN108671893A (en) * | 2018-04-24 | 2018-10-19 | 浙江大学 | A kind of separation method for detaching the metal-organic framework material and ethylene acetylene of ethylene and acetylene |
| CN110483794A (en) * | 2019-08-20 | 2019-11-22 | 南昌大学 | A kind of metal-organic framework material and its preparation method and application |
Non-Patent Citations (1)
| Title |
|---|
| LINGZHI YANG.ETAL: "Adsorption Site Selective Occupation Strategy within a Metal–Organic Framework for Highly Efficient Sieving Acetylene from Carbon Dioxide", 《GAS SEPRATION》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113278159A (en) * | 2021-05-26 | 2021-08-20 | 江西师范大学 | Iron-nickel metal organic framework material for separating acetylene/carbon dioxide mixed gas and preparation method thereof |
| CN114367270A (en) * | 2021-11-30 | 2022-04-19 | 浙江大学 | Method for separating acetylene and carbon dioxide |
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