CN106588951A - Zinc-based porous metal organic framework compound as well as preparation method and application thereof - Google Patents
Zinc-based porous metal organic framework compound as well as preparation method and application thereof Download PDFInfo
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- CN106588951A CN106588951A CN201710057891.8A CN201710057891A CN106588951A CN 106588951 A CN106588951 A CN 106588951A CN 201710057891 A CN201710057891 A CN 201710057891A CN 106588951 A CN106588951 A CN 106588951A
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- zinc
- organic framework
- porous metal
- framework compound
- copper ion
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- 239000011701 zinc Substances 0.000 title claims abstract description 52
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 title claims abstract description 45
- 229910052725 zinc Inorganic materials 0.000 title claims abstract description 45
- 239000012621 metal-organic framework Substances 0.000 title claims abstract description 43
- 150000001875 compounds Chemical class 0.000 title claims abstract description 42
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 claims abstract description 28
- 229910001431 copper ion Inorganic materials 0.000 claims abstract description 23
- 239000013078 crystal Substances 0.000 claims abstract description 14
- 238000000034 method Methods 0.000 claims abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 238000003756 stirring Methods 0.000 claims abstract description 3
- 238000007789 sealing Methods 0.000 claims abstract 2
- VJYJJHQEVLEOFL-UHFFFAOYSA-N thieno[3,2-b]thiophene Chemical compound S1C=CC2=C1C=CS2 VJYJJHQEVLEOFL-UHFFFAOYSA-N 0.000 claims description 7
- 238000010438 heat treatment Methods 0.000 claims description 4
- SXTLQDJHRPXDSB-UHFFFAOYSA-N copper;dinitrate;trihydrate Chemical compound O.O.O.[Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O SXTLQDJHRPXDSB-UHFFFAOYSA-N 0.000 claims description 2
- 238000002242 deionisation method Methods 0.000 claims 1
- 230000007704 transition Effects 0.000 claims 1
- 239000008367 deionised water Substances 0.000 abstract description 2
- 229910021641 deionized water Inorganic materials 0.000 abstract description 2
- 230000000274 adsorptive effect Effects 0.000 abstract 1
- 238000001035 drying Methods 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 239000000758 substrate Substances 0.000 abstract 1
- MFRADFLAMWVOTG-UHFFFAOYSA-N thieno[3,2-b]thiophene-3,5-dicarboxylic acid Chemical compound S1C2=C(C=C1C(=O)O)SC=C2C(=O)O MFRADFLAMWVOTG-UHFFFAOYSA-N 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
- XLJKHNWPARRRJB-UHFFFAOYSA-N cobalt(2+) Chemical compound [Co+2] XLJKHNWPARRRJB-UHFFFAOYSA-N 0.000 description 11
- 229910052751 metal Inorganic materials 0.000 description 11
- 239000002184 metal Substances 0.000 description 11
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 8
- 238000010521 absorption reaction Methods 0.000 description 7
- UFMZWBIQTDUYBN-UHFFFAOYSA-N cobalt dinitrate Chemical compound [Co+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O UFMZWBIQTDUYBN-UHFFFAOYSA-N 0.000 description 6
- 239000010949 copper Substances 0.000 description 6
- 229910021645 metal ion Inorganic materials 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 229910001385 heavy metal Inorganic materials 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- 229910052723 transition metal Inorganic materials 0.000 description 4
- 150000003624 transition metals Chemical class 0.000 description 4
- WURBVZBTWMNKQT-UHFFFAOYSA-N 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one Chemical compound C1=NC=NN1C(C(=O)C(C)(C)C)OC1=CC=C(Cl)C=C1 WURBVZBTWMNKQT-UHFFFAOYSA-N 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 239000013384 organic framework Substances 0.000 description 3
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- XIEPJMXMMWZAAV-UHFFFAOYSA-N cadmium nitrate Chemical compound [Cd+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XIEPJMXMMWZAAV-UHFFFAOYSA-N 0.000 description 2
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
- 229910052737 gold Inorganic materials 0.000 description 2
- 239000010931 gold Substances 0.000 description 2
- RLJMLMKIBZAXJO-UHFFFAOYSA-N lead nitrate Chemical compound [O-][N+](=O)O[Pb]O[N+]([O-])=O RLJMLMKIBZAXJO-UHFFFAOYSA-N 0.000 description 2
- KBJMLQFLOWQJNF-UHFFFAOYSA-N nickel(II) nitrate Inorganic materials [Ni+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O KBJMLQFLOWQJNF-UHFFFAOYSA-N 0.000 description 2
- 239000013110 organic ligand Substances 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 150000003751 zinc Chemical class 0.000 description 2
- XMWRBQBLMFGWIX-UHFFFAOYSA-N C60 fullerene Chemical compound C12=C3C(C4=C56)=C7C8=C5C5=C9C%10=C6C6=C4C1=C1C4=C6C6=C%10C%10=C9C9=C%11C5=C8C5=C8C7=C3C3=C7C2=C1C1=C2C4=C6C4=C%10C6=C9C9=C%11C5=C5C8=C3C3=C7C1=C1C2=C4C6=C2C9=C5C3=C12 XMWRBQBLMFGWIX-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 229910001429 cobalt ion Inorganic materials 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- TVZPLCNGKSPOJA-UHFFFAOYSA-N copper zinc Chemical compound [Cu].[Zn] TVZPLCNGKSPOJA-UHFFFAOYSA-N 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 229910003472 fullerene Inorganic materials 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000005180 public health Effects 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 150000002910 rare earth metals Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/28—Treatment of water, waste water, or sewage by sorption
- C02F1/285—Treatment of water, waste water, or sewage by sorption using synthetic organic sorbents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/003—Compounds containing elements of Groups 2 or 12 of the Periodic Table without C-Metal linkages
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/10—Inorganic compounds
- C02F2101/20—Heavy metals or heavy metal compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Analytical Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Engineering & Computer Science (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
Abstract
The invention relates to a zinc-based porous metal organic framework compound as well as a preparation method and application thereof. The compound is obtained by the following steps: adding Zn(NO3)2.6H2O, thieno[3,2-b]thiophene-2,6-dicarboxylic acid, N,N-dimethylfomamide, and deionized water into a container, and performing stirring at a normal temperature for 20-40 minutes; sealing the container, and then putting the container into a baking oven for 2-4 days at a temperature of 368+/-50K; and lowering the temperature slowly to a room temperature, performing washing with N,N-dimethylfomamide, and performing filtration and drying to obtain a yellow transparent blocky crystal target product. The zinc-based porous metal organic framework compound prepared by the method provided by the invention, serving as an adsorptive substrate, can efficiently and selectively separate copper ions.
Description
Technical field
The present invention relates to the preparation and application of a kind of porous metal-organic framework compound based on zinc, specifically, relate to
And a kind of preparation and its application of porous metal-organic framework compound based on zinc with selective substances adsorption function.
Background technology
In recent years, metal organic framework compound (MOFs) has been widely used different functions, metal organic frame
Compound connects into porous material by metal ion and organic ligand, itself has a big specific surface area, adjustable orifice size, with
And hole surface can functionalization.Because their construction featuress, metallic framework compound is widely used in gas and separates and organic
Molecule is separated, including organic dyestuff, organic isomer, or even fullerene etc., used as the product that multidisciplinary field intersects, metal has
The design synthesis of machine framework compound and performance study have developed into one of very active field of Recent study.But seldom
Separating metal ions are applied to, transition metal ionss size is very close, relying solely on pore size can not efficiently separate, so logical
The interaction crossed between metal ion and metallic organic framework may realize that different metal ions are separated.
Heavy metal pollution has become serious threatening environment and public health.Heavy metal ion, even if in low concentration, for work
Organism have very strong toxicity.Heavy metal is nondegradable, for environment and biosystem have very serious negative
Affect, copper ion is one of element necessary to human body, but copper ion is excessively understood heavy metal and excessively can result in a series of god
Jing systemic diseases.Therefore, it is very important effectively to remove copper ion.
The content of the invention
The purpose of the present invention is, by the use of metallic zinc as metal node, to utilize [3,2-b] 1,4-Dithiapentalene base -2,6- dicarboxylic acids
As organic ligand, at a certain temperature, synthesize a kind of porous metal-organic framework based on zinc using the method for solvent thermal
Compound.
The technical solution used in the present invention is：
A kind of porous metal-organic framework compound based on zinc, preparation method are as follows：
1) by Zn (NO3) 26H2O, [3,2-b] 1,4-Dithiapentalene base -2,6- dicarboxylic acids and are gone DMF
Ionized water, in adding container, under room temperature, stirs 20-40 minutes；
2) it is put into after seal container in baking oven, under 368K ± 50K, is kept for 2-4 days；
3) it is slowly cooled to room temperature, after standing at least 1 day, obtains crystal；
4) washed with DMF, filtered, be dried, obtain target product.
The described porous metal-organic framework compound based on zinc, the described porous metal-organic framework based on zinc
The crystal of compound belongs to cubic system, and space group is Fm3m.
The described porous metal-organic framework compound based on zinc, step 1) in Zn (NO3) 26H2O and [3,2-b]
The mass ratio of 1,4-Dithiapentalene base -2,6- dicarboxylic acids is 5:3.
The described porous metal-organic framework compound based on zinc, step 2) in container is sealed after be put in baking oven,
Heating rate is 2-8Kmin-1.
The described porous metal-organic framework compound based on zinc, step 3) in the rate of temperature fall that is slowly cooled to room temperature
For 2-8Kh-1.
A kind of described is adsorbed as adsorbing base in transition metal based on the porous metal-organic framework compound of zinc
The application of copper ion.
Described application, method are as follows：In containing copper ion solution, add the described porous metals based on zinc organic
Framework compound, immersion, absorption.
Described application, described copper ion are Gerhardite solution.
The invention has the beneficial effects as follows：A kind of porous metal-organic framework compound based on zinc prepared by the present invention can
The rear synthesis field of host-guest chemistry is applied to as material of main part.A kind of prepared porous metal-organic framework based on zinc
Copper ion can be adsorbed as adsorbing base, efficient selective separates copper ion.The porous gold based on zinc of the present invention
Category organic backbone preparation method is simple, has great application prospect.
Description of the drawings
Fig. 1 is synthesis schematic diagram of the present invention based on the porous metal-organic framework compound of zinc.
Fig. 2 is duct schematic diagram of the present invention based on the porous metal-organic framework compound of zinc.
Fig. 3 is that porous metal-organic framework compound chromatographic column of the present invention based on zinc selects to separate copper ion and cobalt ion
Solution picture.
Fig. 4 is the block diagram that porous metal-organic framework compound of the present invention based on zinc adsorbs transition metal ionss.
Fig. 5 is block diagram of the present invention based on the porous metal-organic framework compound Selective Separation copper ion of zinc.
Specific embodiment
A kind of porous metal-organic framework compound based on zinc of embodiment 1
Preparation method is as follows：
1) by the Zn (NO of 10mg3)2·6H2[3,2-b] 1,4-Dithiapentalene base -2 of O, 6mg, 6- dicarboxylic acids, the N of 1ml, N- bis-
Methylformamide, during the deionized water of 1ml adds volume for the vial of 5ml, and normal temperature condition is stirred 30 minutes.
2) vial good seal is put in baking oven.Heating makes the temperature of baking oven reach 368K from room temperature, and heating rate is
5K·min-1, and 72 hours are incubated under the conditions of keeping temperature here.
3) with 5Kh-1Rate of temperature fall be slowly cooled to room temperature, obtain yellow transparent bulk crystals；
4) washed, filtered and be dried in atmosphere with DMF (DMF) solution, as target product is based on
The porous metal-organic framework of zinc, yield are 68%.
The present invention based on zinc porous metal-organic framework compound synthesis as shown in figure 1, its structure as shown in Fig. 2
The crystal structure belongs to monoclinic system, and space group is cube Fm3m.The compound is, as node, to be matched somebody with somebody by dicarboxylic acids by four core zinc clusters
The three dimensional structure of body bridging.Cation [(CH3)2NH2]+As counter ion counterionsl gegenions in the duct of the MOF.Each [3,2-
B] 1,4-Dithiapentalene base -2,6- dicarboxylic acids and the coordination of two zinc clusters.
A kind of selection of the porous metal-organic framework compound based on zinc of embodiment 2 to copper ion is adsorbed
Method：Prepare to enter copper ion as adsorbing base based on zinc porous metal-organic framework compound using embodiment 1
Row absorption.
1) Cu (NO are taken3)2·6H2O、Co(NO3)2·6H2O、Ni(NO3)2·6H2O、Cd(NO3)2·6H2O、Pb(NO3)2·
6H2O is dissolved in DMF solution respectively, obtains M (NO3)2·nH2O (M=Cu2+、Co2+、Ni2+、Cd2+、Pb2+) concentration be respectively 1
×10-4The metallic solution of M.
Metallic solution 3ml is taken, the porous metal-organic framework crystal 30mg based on rare earth is added, is soaked at room temperature.4h
Afterwards, filter and take out, after process, tenor is tested by ICP.As a result, as shown in table 1 and Fig. 4, it is M/Er (M=Cu in table2+、
Co2+、Ni2+、Cd2+、Pb2+) containing numerical quantity.From table 1 and Fig. 4, content of copper ion is very high, and Pb2+、Co2+、Ni2+、Cd2+
Content it is very low.The porous metal-organic framework compound based on zinc of this explanation present invention has selection well to copper ion
Property absorption.
Table 1 is the ICP test gold of porous metal-organic framework compound absorption transition metal ionss of the present invention based on zinc
Category content table.
2) Cu (NO have been taken3)2·6H2O、Co(NO3)2·6H2O、Ni(NO3)2·6H2O is dissolved in DMF, obtains Cu2+,Co2 +,Ni2+Concentration is respectively 1 × 10-4The hybrid metal solution of M.
Hybrid metal solution 3ml is taken, the porous metal-organic framework crystal 30mg based on zinc is added, is soaked 4h at room temperature
Afterwards, filter and take out, after process, tenor is tested by ICP.As a result, as shown in table 2 and Fig. 5, it is M/Er (M=Cu in table2+、
Co2+、Ni2+).From table 2 and Fig. 5, the content of copper ion is very high, and Co2+、Ni2+Content it is very low, this explanation base of the present invention
There is to copper ion good selective absorption in the crystal structure of the porous metal-organic framework of zinc.
Table 2 is ICP test tenor of the present invention based on the porous metal-organic framework Selective Separation copper ion of zinc
Table.
| Metal ions(M) | M/Er Mass(experimental) | M/Zn Mol ratio(calculation) |
| Cu2+ | 58.16/70.71 | 0.91 |
| Co2+ | 7.37/70.71 | 0.12 |
| Ni2+ | 4.13/70.71 | 0.07 |
3) by ion chromatographic column studying the organic machine skeleton crystal of metal based on zinc to Cu2+And Co2+High efficiency selected
Property.
Take Cu (NO3)2·6H2O、Co(NO3)2·6H2O is dissolved in DMF, is obtained containing Cu2+And Co2+Concentration is 0.2mol/
The solution of L.
The organic machine skeleton crystal of metal based on zinc is put in chromatographic column, ion chromatographic column (80mm × 5mm) is obtained, is taken
The Cu of 2ml2+And Co2+Mixed liquor injects the organic machine skeleton crystal of metal based on zinc and is put in chromatographic column, as a result as shown in figure 3,
Cu2+Retain in the chromatography column, Co2+It is filtered out with DMF.This explanation present invention's is organic based on the porous metals containing thiophene
The crystal structure of skeleton has good selective absorption to copper ion.The porous metals based on zinc of this explanation present invention are organic
Framework compound has good selective absorption to copper ion.
Claims (8)
1. a kind of porous metal-organic framework compound based on zinc, it is characterised in that preparation method is as follows：
1) by Zn (NO3)2·6H2O, [3,2-b] 1,4-Dithiapentalene base -2,6- dicarboxylic acids, DMF and deionization
Water, in adding container, under room temperature, stirs 20-40 minutes；
2) it is put into after seal container in baking oven, under 368K ± 50K, is kept for 2-4 days；
3) it is slowly cooled to room temperature, after standing at least 1 day, obtains crystal；
4) washed with DMF, filtered, be dried, obtain target product.
2. the porous metal-organic framework compound based on zinc according to claim 1, it is characterised in that：It is described based on
The crystal of the porous metal-organic framework compound of zinc belongs to cubic system, and space group is Fm3m.
3. the porous metal-organic framework compound based on zinc according to claim 1, it is characterised in that：Step 1) in Zn
(NO3)2·6H2O is 5 with the mass ratio of [3,2-b] 1,4-Dithiapentalene base -2,6- dicarboxylic acids:3.
4. the porous metal-organic framework compound based on zinc according to claim 1, it is characterised in that：Step 2) middle general
It is put in baking oven after container sealing, heating rate is 2-8Kmin-1。
5. the porous metal-organic framework compound based on zinc according to claim 1, it is characterised in that：Step 3) in delay
Slow cool down to room temperature rate of temperature fall be 2-8Kh-1。
6. a kind of porous metal-organic framework compound based on zinc as claimed in claim 1 is golden in transition as adsorbing base
Adsorb the application of copper ion in category.
7. application according to claim 6, it is characterised in that method is as follows：Described in adding in containing copper ion solution
Based on the porous metal-organic framework compound of zinc, soak, adsorb.
8. application according to claim 6, it is characterised in that：Described copper ion is Gerhardite solution.
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Cited By (3)
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|---|---|---|---|---|
| CN107177038A (en) * | 2017-04-21 | 2017-09-19 | 辽宁师范大学 | The compounds of class MOF 5, the preparation method and application of moisture resistant |
| CN107759802A (en) * | 2017-10-25 | 2018-03-06 | 中国科学技术大学 | A kind of macromolecule organic ligand preparation method, high-molecule metal organic backbone preparation method and ion separation membrane and preparation method thereof |
| CN109046255A (en) * | 2018-08-30 | 2018-12-21 | 东北师范大学 | A kind of metal-organic framework desulfuration adsorbent and preparation method thereof |
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| CN107177038A (en) * | 2017-04-21 | 2017-09-19 | 辽宁师范大学 | The compounds of class MOF 5, the preparation method and application of moisture resistant |
| CN107177038B (en) * | 2017-04-21 | 2020-04-21 | 辽宁师范大学 | Moisture-resistant MOF-5-like compound, preparation method and application |
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| CN109046255A (en) * | 2018-08-30 | 2018-12-21 | 东北师范大学 | A kind of metal-organic framework desulfuration adsorbent and preparation method thereof |
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