CN106866985A - A kind of metal-organic framework materials for for acetylene and methane adsorption separate and preparation method thereof - Google Patents
A kind of metal-organic framework materials for for acetylene and methane adsorption separate and preparation method thereof Download PDFInfo
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- CN106866985A CN106866985A CN201710011593.5A CN201710011593A CN106866985A CN 106866985 A CN106866985 A CN 106866985A CN 201710011593 A CN201710011593 A CN 201710011593A CN 106866985 A CN106866985 A CN 106866985A
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- organic framework
- acetylene
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- micropore metal
- metal organic
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- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 title claims abstract description 47
- 239000000463 material Substances 0.000 title claims abstract description 43
- 239000012621 metal-organic framework Substances 0.000 title claims abstract description 35
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 title claims abstract description 20
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 title claims abstract description 20
- 238000001179 sorption measurement Methods 0.000 title claims abstract description 12
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- 239000013110 organic ligand Substances 0.000 claims abstract description 14
- 238000006243 chemical reaction Methods 0.000 claims abstract description 10
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 claims abstract description 6
- NGDQQLAVJWUYSF-UHFFFAOYSA-N 4-methyl-2-phenyl-1,3-thiazole-5-sulfonyl chloride Chemical compound S1C(S(Cl)(=O)=O)=C(C)N=C1C1=CC=CC=C1 NGDQQLAVJWUYSF-UHFFFAOYSA-N 0.000 claims abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 239000013078 crystal Substances 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- 229910052751 metal Inorganic materials 0.000 claims description 4
- 239000002184 metal Substances 0.000 claims description 4
- 239000012043 crude product Substances 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 2
- 210000000988 bone and bone Anatomy 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 abstract description 4
- 125000001841 imino group Chemical group [H]N=* 0.000 abstract description 3
- 239000013336 microporous metal-organic framework Substances 0.000 abstract description 3
- 239000011148 porous material Substances 0.000 abstract description 3
- 150000002394 hexacarboxylic acid derivatives Chemical class 0.000 abstract 1
- MNWFXJYAOYHMED-UHFFFAOYSA-N hexane carboxylic acid Natural products CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 abstract 1
- 239000007789 gas Substances 0.000 description 10
- 238000000926 separation method Methods 0.000 description 7
- 238000010521 absorption reaction Methods 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000003345 natural gas Substances 0.000 description 5
- 238000005336 cracking Methods 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 229930195733 hydrocarbon Natural products 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 150000001345 alkine derivatives Chemical class 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000003317 industrial substance Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- SXFQCTMHFJARRW-UHFFFAOYSA-N acetylene;methane Chemical compound C.C#C SXFQCTMHFJARRW-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000008246 gaseous mixture Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- -1 methane Alkynes Chemical class 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 238000003303 reheating Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 150000003746 yttrium Chemical class 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G83/00—Macromolecular compounds not provided for in groups C08G2/00 - C08G81/00
- C08G83/008—Supramolecular polymers
-
- 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
-
- 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]
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L3/00—Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
- C10L3/06—Natural gas; Synthetic natural gas obtained by processes not covered by C10G, C10K3/02 or C10K3/04
- C10L3/10—Working-up natural gas or synthetic natural gas
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2253/00—Adsorbents used in seperation treatment of gases and vapours
- B01D2253/20—Organic adsorbents
- B01D2253/204—Metal organic frameworks (MOF's)
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2257/00—Components to be removed
- B01D2257/70—Organic compounds not provided for in groups B01D2257/00 - B01D2257/602
- B01D2257/702—Hydrocarbons
- B01D2257/7022—Aliphatic hydrocarbons
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2257/00—Components to be removed
- B01D2257/70—Organic compounds not provided for in groups B01D2257/00 - B01D2257/602
- B01D2257/702—Hydrocarbons
- B01D2257/7022—Aliphatic hydrocarbons
- B01D2257/7025—Methane
-
- 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
- Y02C20/20—Capture or disposal of greenhouse gases of methane
Abstract
The present invention relates to Inorganic-organic Hybrid Material technical field, specific a kind of novel microporous metal-organic framework materials and preparation method and application.The preparation method uses the hexacarboxylic acid containing equal ipazine (s heptazine) and imino group functional group as reaction organic ligand, is reacted with yttrium nitrate obtain a kind of novel microporous metal-organic framework materials under hydrothermal conditions.The micropore metal organic framework material obtained using the preparation method has a uniform and pore passage structure of rule, and excellent acetylene and methane adsorption separating power.
Description
Technical field
The present invention relates to Inorganic-organic Hybrid Material technical field, a kind of specific micropore metal organic framework material and its system
Preparation Method and application.
Background technology
Energy crisis is subject to global extensive concern, energy shortage problems demand to solve in recent years.Although new energy skill
Art is by positive research and develops, but fossil energy (such as coal, oil and natural gas) is still the main energy of human society
Source, how to improve the service efficiency of fossil energy turns into the critical path of solve problem.Methane is the main component of natural gas, no
Only it is the conventional clean fuel of life, or a kind of important industrial chemicals.But impurity in methane (such as other alkane, alkene,
Alkynes and non-hydrocarbon gas) presence can influence use and the transformation efficiency of methane.In addition, methane cracking acetylene is industrial system
A kind of common method of standby acetylene, master equation is as follows：
The reaction not only needs purity methane higher as raw material (more than 90%), and methane is converted into the product of acetylene
Rate only has 40%~50%, and the cracking gas of generation is the gaseous mixture comprising a large amount of methane and acetylene.So, second is separated from methane
Alkynes is a kind of important industrial process stream, can not only improve the purity of natural gas, moreover it is possible to the second of purifying is provided for Chemical Manufacture
Alkynes raw material.
Traditional separating technology is cracking gas cold separation technology, using the difference of all kinds of hydrocarbon relative volatilities in cracking gas
It is different, hydro carbons in addition to the hydrogen is all condensed at low temperature, rectifying column is transferred to afterwards carries out multicomponent rectification separation, not only energy consumption
It is larger, and equipment manufacturing cost is [CN205774195U, CN205700034U, CN1292486A, CN104534812A] higher.In addition
Industrial also common solvent absorption method is separated to acetylene, and such as United States Patent (USP) US1960326 is made with benzene derivative and sulfuric acid
For lyosoption carries out adsorbing separation to acetylene；United States Patent (USP) US3647843 is then used and is contained coordination metal compound CuAlCl4
Toluene solution and acetylene there is complex reaction, so as to be separated to acetylene methane mixed gas.But this kind of method is used largely
Organic solvent, it is relatively costly, there is pollution to environment.
In order to improve separative efficiency, reduce separation costs, exploitation new selective sorbing material is unusual meaning.Metal
Organic framework material (Metal-Organic Frameworks, MOF) has that specific surface area is big, pore structure adjustable and duct table
The advantages of face is easy to modification, can be widely used in gas absorption separation field.Capture due to MOFs materials to multiple gases
The feature for having good effect, adjustment hole carrys out selective absorption class gas so as to be separated into the focus of research.
Chinese patent CN10505524083A discloses a kind of preparation method of the zinc metal-organic framework materials for purified natural gas,
The method is reacted with zinc nitrate and double (3,5- dicarboxyphenyis) phosphinic acids organic ligands in N, N '-dimethyl formamide solvent
A kind of metal organic framework compound is obtained, then immersion, vacuum drying obtains a kind of sorbing material, for the pure of natural gas
Change.The preparation method uses organic solvent N, N '-dimethyl formamide, non-green environmental protection, and lacks in the porous material for obtaining
It is used for the functional group (such as amino, pyridine radicals) of Selective Separation less.
The content of the invention
The technical problem to be solved in the present invention is the deficiency for making up appeal original technology, is proposed a kind of for acetylene and first
Metal-organic framework materials of alkane adsorbing separation and preparation method thereof.
Technical problem of the invention is solved by following technical scheme:
A kind of micropore metal organic framework material, molecular formula is Y (C30N10O12H15), its structural formula is as follows：
The micropore metal organic framework compounds belong to hexagonal crystal system, P31c space groups.
The invention provides a kind of preparation method of micropore metal organic framework material：By yttrium nitrate and organic ligand 2,5,
8- tri- (3,5- dicarboxyanylines)-ipazine (C30N10O10H18, H6TDPAH it is) soluble in water, in 140~180 DEG C react 24~
Obtain within 48 hours micropore metal organic framework material crude product；The micropore metal organic framework material is washed with anhydrous propanone thick
The micropore metal organic framework material that product is purified, in 80 DEG C~100 DEG C drying, obtains colourless bulk crystals；It is organic to match somebody with somebody
Body H6TDPAH, yttrium nitrate, the mol ratio of water are 1:3~5:800~1200.
Beneficial effect:
1. a kind of micropore metal organic framework material for for acetylene and methane adsorption separate that prepared by the present invention is based on Y
(III) metal ion and organic ligand 2,5,8- tri- (3,5- dicarboxyanylines)-ipazine (C30N10O10H18, H6TDPAH) water
Synthesize the metal-organic framework materials for obtaining under heat condition, due to including equal ipazine and imino functionalities in organic ligand,
The material had both kept the characteristics of metallo organic material specific surface area is big, physical absorption ability is strong, further through equal ipazine and imido
Base functional group collective effect improves duct and is interacted with acetylene.
2. a kind of micropore metal organic framework material pretreatment for for acetylene and methane adsorption separate that prepared by the present invention
Program is simple to operation.
3. a kind of micropore metal organic framework material for for acetylene and methane adsorption separate that prepared by the present invention can be real
Efficient selective absorption under existing normal pressure.
4. what prepared by the present invention is adsorbing small point for a kind of micropore metal organic backbone that acetylene and methane adsorption are separate
After sub- gas, the gas molecule that will can be adsorbed by way of simple reheating is removed, and is conducive to Reusability.
5. reaction water makees solvent, environment-friendly.
Brief description of the drawings
Fig. 1 micropore metal organic framework material crystal prototype figures of the present invention；
Fig. 2 micropore metal organic framework material structural representations of the present invention；
The XRD spectrum of the micropore metal organic framework material prepared in Fig. 3 embodiment of the present invention 1；
The infared spectrum of the micropore metal organic framework material prepared in Fig. 4 embodiment of the present invention 1；
Micropore metal organic framework material under the conditions of Fig. 5 77K, 0~101324Pa prepared by the embodiment of the present invention 1
Nitrogen adsorption isotherm；
Micropore metal organic framework materials of the Fig. 6 under the conditions of 298K, the 0~101324Pa prepared by the embodiment of the present invention 1
Acetylene and methane adsorption isotherm.
Specific embodiment
The present invention is described in further detail with embodiment below in conjunction with accompanying drawing, it should be pointed out that its purpose only exists
In being best understood from the protection domain that present disclosure is not intended to limit the present invention.
Embodiment 1：
The synthesis actual conditions of the novel microporous metal-organic framework materials prepared to the present invention below does further in detail
Describe in detail bright.In the present embodiment, the synthesis condition that metal organic framework poromerics is used is as follows：
Reaction organic ligand is C30N10O10H18(0.07g)；
Metal yttrium salt is six nitric hydrate yttriums Y (NO)3·6H2O(0.15g)；
Reaction dissolvent is water (7ml).
Specific synthesis step is as follows：
Order weighs 0.07g organic ligands C30N10O10H18In the nitric hydrate yttriums of 0.15g six to 10ml reactors, then add
Enter 1.8ml water, stir, be put into 160 DEG C of baking ovens after reaction 24 hours with 3 DEG C/h be down to room temperature be filtrated to get it is colourless
Bulk crystals, yield is 90% (with organic ligand H6TDPAH is calculated).Cell parameter is 15.0326,15.0326,13.4206,
90,90,120.
Embodiment 2：
During the solution of embodiment 1 moved into glass tube, glass tube is vacuumized, then sintered with alcohol blast burner and sealed, its
His condition is constant, obtains material identical with described in embodiment 1.
Embodiment 3
Order weighs 0.07g organic ligands C30N10O10H18In the nitric hydrate yttriums of 0.12g six to 10ml reactors, then add
Enter 1.4ml water, stir, be put into reaction in 180 DEG C of baking ovens and be down to room temperature with 3 DEG C/h after 24 hours and be filtrated to get implementation
Metal-organic framework materials described in example 1, yield is 80% (with organic ligand H6TDPAH is calculated).
Embodiment 4
Order weighs 0.07g organic ligands C30N10O10H18In the nitric hydrate yttriums of 0.19g six to 15ml reactors, then add
Enter 2.2ml water, stir, be put into reaction in 140 DEG C of baking ovens and be down to room temperature with 3 DEG C/h after 48 hours and be filtrated to get implementation
Metal-organic framework materials described in example 1, yield is 65% (with organic ligand H6TDPAH is calculated).
In sum, the present invention utilizes simple and environmentally-friendly method, has synthesized one kind centered on Y (III), containing equal ipazine
With the micropore metal organic framework material of imino group functional group, the material has larger specific surface area (798m2g-1), duct
It is a diameter ofThere is good acetylene and methane adsorption separating power under normal temperature and pressure, C can be in the industrial production captured2H2Make
It is important industrial chemicals.
Above content is to combine specific preferred embodiment further description made for the present invention, it is impossible to assert
Specific implementation of the invention is confined to these explanations.For the person of ordinary skill of the art, can be according to the present invention
Technical scheme and inventive concept, make it is corresponding change and substitute, and performance or purposes are identical, should all be considered as of the invention
Protection domain.
Claims (2)
1. a kind of micropore metal organic framework material for for acetylene and methane adsorption separate, its molecular formula is Y
(C30N10O12H15), its structural formula is as follows：
The micropore metal organic framework material belongs to hexagonal crystal system, P31c space groups.
2. the system of a kind of micropore metal organic framework material for for acetylene and methane adsorption separate according to claim 1
Preparation Method, it is characterised in that by yttrium nitrate and organic ligand 2,5,8- tri- (3,5- dicarboxyanyline)-equal ipazine
(C30N10O10H18, H6TDPAH it is) soluble in water, obtain within 24~48 hours micropore metal organic backbone material in 140~180 DEG C of reactions
Material crude product；The organic bone of micropore metal that the micropore metal organic framework material crude product is purified is washed with anhydrous propanone
Frame material, in 100 DEG C of drying, obtains colourless bulk crystals；Organic ligand H6TDPAH, yttrium nitrate, the mol ratio of water are 1:3~
5:800~1200.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201710011593.5A CN106866985B (en) | 2017-01-07 | 2017-01-07 | A kind of metal-organic framework materials and preparation method thereof separated for acetylene and methane adsorption |
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| CN201710011593.5A CN106866985B (en) | 2017-01-07 | 2017-01-07 | A kind of metal-organic framework materials and preparation method thereof separated for acetylene and methane adsorption |
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| CN106866985B CN106866985B (en) | 2019-11-26 |
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| CN108276582A (en) * | 2017-12-27 | 2018-07-13 | 华中科技大学 | A kind of application of metal-organic framework materials and preparation method and formaldehyde adsorption |
| CN113490537A (en) * | 2018-12-21 | 2021-10-08 | 梅西大学 | Metal organic framework for gas adsorption |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108276582A (en) * | 2017-12-27 | 2018-07-13 | 华中科技大学 | A kind of application of metal-organic framework materials and preparation method and formaldehyde adsorption |
| CN113490537A (en) * | 2018-12-21 | 2021-10-08 | 梅西大学 | Metal organic framework for gas adsorption |
| CN113490537B (en) * | 2018-12-21 | 2023-06-30 | 梅西大学 | Metal organic framework for gas adsorption |
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