CN110092916A - A method of control class zeolitic imidazolate framework material ZIF-8 pattern - Google Patents
A method of control class zeolitic imidazolate framework material ZIF-8 pattern Download PDFInfo
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- CN110092916A CN110092916A CN201910305274.4A CN201910305274A CN110092916A CN 110092916 A CN110092916 A CN 110092916A CN 201910305274 A CN201910305274 A CN 201910305274A CN 110092916 A CN110092916 A CN 110092916A
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- 239000013154 zeolitic imidazolate framework-8 Substances 0.000 title claims abstract description 62
- MFLKDEMTKSVIBK-UHFFFAOYSA-N zinc;2-methylimidazol-3-ide Chemical compound [Zn+2].CC1=NC=C[N-]1.CC1=NC=C[N-]1 MFLKDEMTKSVIBK-UHFFFAOYSA-N 0.000 title claims abstract description 62
- 239000000463 material Substances 0.000 title claims abstract description 54
- 239000013153 zeolitic imidazolate framework Substances 0.000 title claims abstract description 36
- 238000000034 method Methods 0.000 title claims abstract description 24
- 239000004094 surface-active agent Substances 0.000 claims abstract description 24
- 239000002245 particle Substances 0.000 claims abstract description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000003814 drug Substances 0.000 claims abstract description 11
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 claims abstract description 10
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 claims abstract description 9
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims abstract description 9
- 238000006243 chemical reaction Methods 0.000 claims abstract description 9
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 claims abstract description 9
- -1 polyethylene Polymers 0.000 claims abstract description 8
- XIOUDVJTOYVRTB-UHFFFAOYSA-N 1-(1-adamantyl)-3-aminothiourea Chemical compound C1C(C2)CC3CC2CC1(NC(=S)NN)C3 XIOUDVJTOYVRTB-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000000725 suspension Substances 0.000 claims abstract description 7
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 6
- RCEAADKTGXTDOA-UHFFFAOYSA-N OS(O)(=O)=O.CCCCCCCCCCCC[Na] Chemical compound OS(O)(=O)=O.CCCCCCCCCCCC[Na] RCEAADKTGXTDOA-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims abstract description 5
- 239000004698 Polyethylene Substances 0.000 claims abstract description 5
- 239000004743 Polypropylene Substances 0.000 claims abstract description 5
- 229920000573 polyethylene Polymers 0.000 claims abstract description 5
- 229920001155 polypropylene Polymers 0.000 claims abstract description 5
- 229920000428 triblock copolymer Polymers 0.000 claims abstract description 5
- 230000003213 activating effect Effects 0.000 claims abstract description 4
- 238000010438 heat treatment Methods 0.000 claims abstract description 3
- 229920003081 Povidone K 30 Polymers 0.000 claims abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- 238000005406 washing Methods 0.000 claims description 6
- 238000001035 drying Methods 0.000 claims description 5
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 4
- 229910021536 Zeolite Inorganic materials 0.000 claims description 3
- 239000010457 zeolite Substances 0.000 claims description 3
- 229960000935 dehydrated alcohol Drugs 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims 1
- 229920006316 polyvinylpyrrolidine Polymers 0.000 claims 1
- 238000003912 environmental pollution Methods 0.000 abstract description 3
- 238000002156 mixing Methods 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 15
- 239000011805 ball Substances 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 9
- 239000011701 zinc Substances 0.000 description 9
- 229910002651 NO3 Inorganic materials 0.000 description 5
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 5
- 230000005540 biological transmission Effects 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 238000001228 spectrum Methods 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- 229960004756 ethanol Drugs 0.000 description 4
- 238000011056 performance test Methods 0.000 description 4
- 229910052938 sodium sulfate Inorganic materials 0.000 description 4
- 235000011152 sodium sulphate Nutrition 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- 238000006555 catalytic reaction Methods 0.000 description 3
- 238000010537 deprotonation reaction Methods 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 238000005580 one pot reaction Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000005595 deprotonation Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 238000007210 heterogeneous catalysis Methods 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 239000011806 microball Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
Classifications
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- 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
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Silicates, Zeolites, And Molecular Sieves (AREA)
Abstract
The invention belongs to the technical fields of class zeolitic imidazolate framework material, disclose a kind of method for controlling class zeolitic imidazolate framework material ZIF-8 pattern.Method: 1) mixing zinc nitrate hexahydrate, 2-methylimidazole, tetrabutylammonium bromide and surfactant, and heating reaction obtains homogeneous phase solution；2) homogeneous phase solution is mixed with water, obtains suspension；It is then centrifuged for, washs, it is dry, obtain class zeolitic imidazolate framework material；Surfactant is at least one of polyethylene oxide-polypropylene oxide-polyethylene oxide triblock copolymer, PVP K30, lauryl sodium sulfate and cetyl trimethylammonium bromide, and surfactant is different, and the pattern of material is different.Method of the invention is simple, mild condition, quickly, and overall cost is lower, non-environmental-pollution.The present invention synthesizes the material of different-shape by choosing different surfaces activating agent, such as hollow sphere, medicine ball, multi-stage porous particle and stacking particle.
Description
Technical field
The invention belongs to the technical fields of class zeolitic imidazolate framework material, are related to a type zeolitic imidazolate framework material
Preparation method, and in particular to a method of control class zeolitic imidazolate framework material ZIF-8 pattern.This method can be prepared
ZIF-8 hollow sphere, ZIF-8 medicine ball, ZIF-8 multi-stage porous particle and ZIF-8 stack particle out.
Background technique
As a kind of crystalline microporous body, class zeolitic imidazolate framework material (ZIFs) is in catalysis, gas absorption and separation
Etc. be widely used.ZIF-8 is most representative ZIFs material, steady with special topological structure, excellent heat
Qualitative and chemical stability, high-specific surface area, the features such as active site and pore structure abundant are adjustable, in heterogeneous catalysis and
It has broad application prospects in the fields such as absorption.Construct such as hollow structure, nucleocapsid structure and hierarchical porous structure special appearance
ZIF-8 material cause the great interest of researcher.Compared with the ZIFs material of traditional pattern, the ZIFs material of special appearance
With unique structure and surface nature.For example, hollow ZIF-8 material usually has microcellular structure by internal macropore and outer layer
Shell composition, therefore have high-specific surface area, low-density and high load capability so that they catalysis, separation and drug pass
Passing equal fields has good application prospect.For another example, multi-stage porous ZIF-8 material usually has big mesoporous and macropore, can promote
The diffusion of macromolecular shows good performance in the various absorption for being related to macromolecular and catalysis reaction.In short, having difference
The ZIF-8 material of form has different surface naturies, this can influence their catalytic activity and absorption property.Therefore,
The pattern control synthesis of ZIF-8 is extremely important for its application and development and form, structure, the research of property relationship.
Mixed solvent method and template are commonly used for controlling the size and shape of ZIFs material.Wherein, template is because of its behaviour
Make simple and is concerned.Surfactant is the template of most common synthesis multi-stage porous ZIF-8 material, and polystyrene is micro-
Ball then has been reported for synthesis ZIF-8 hollow sphere.However, existing template generally requires a large amount of organic solvent, and time-consuming
It is long.
The invention proposes a kind of one pot of effective and environmentally friendly thermal methods, realize the pattern control synthesis of ZIF-8 material.With
Existing method is compared, and method proposed by the present invention does not need organic solvent, reaction process mild condition, time-consuming short, and can be with
A series of ZIF-8 material that different-shapes are prepared by simply replacing surfactant, as ZIF-8 hollow sphere, ZIF-8 are real
Bulbus cordis, ZIF-8 multi-stage porous particle and ZIF-8 stack particle.
Summary of the invention
In order to overcome the shortcomings and deficiencies of the prior art, the purpose of the present invention is to provide a kind of control class zeolite imidazole esters
The method of framework material ZIF-8 pattern.The present invention uses quaternary ammonium salt as congruent melting agent and deprotonation agent, with imdazole derivatives, gold
Belong to salt and surfactant carries out congruent melting, obtains class zeolitic imidazolate framework material.The present invention is made by 4 kinds of surfactants
It is template to induce the ZIF-8 material for having synthesized different shape, such as hollow sphere, medicine ball, multi-stage porous particle and stacking particle.
Method of the invention is simple, mild condition, non-environmental-pollution.
The purpose of the present invention is realized by following proposal:
A method of control class zeolitic imidazolate framework material ZIF-8 pattern, comprising the following steps:
1) by zinc nitrate hexahydrate (Zn (NO3)2·6H2O), 2-methylimidazole, tetrabutylammonium bromide and surfactant into
Row mixing, heating reaction, obtains homogeneous phase solution；
2) homogeneous phase solution is mixed with water, obtains suspension；It is then centrifuged for, washs, it is dry, obtain class zeolite imidazole ester bone
Frame material；
The surfactant is polyethylene oxide-polypropylene oxide-polyethylene oxide triblock copolymer (P123), gathers
In vinylpyrrolidone K30 (PVP), lauryl sodium sulfate (SDS) and cetyl trimethylammonium bromide (CTAB) at least
It is a kind of；
When selecting different surfaces activating agent, the pattern of class zeolitic imidazolate framework material can be different.
Zinc nitrate hexahydrate described in step 1): 2-methylimidazole: the molar ratio of tetrabutylammonium bromide is 1:(2~8):
(4/3~16/3).
The mass ratio of surfactant described in step 1) and zinc nitrate hexahydrate is (0.02~0.1): (1~1.5).
The condition that reaction is heated described in step 1) is 40~80 DEG C of reaction temperature, preferably 60 DEG C；Reaction time is 30
~60min, preferably 60min.
Washing, which refers to, described in step 2) is successively washed with water and dehydrated alcohol.
The condition of the drying is 80~110 DEG C of drying temperature, preferably 110 DEG C；12~18h of drying time.
The additional amount of water described in step 2) is 3~6 times of homogeneous phase solution volume.
The surfactant is polyethylene oxide-polypropylene oxide-polyethylene oxide triblock copolymer (P123), gathers
In vinylpyrrolidone K30 (PVP), lauryl sodium sulfate (SDS) and cetyl trimethylammonium bromide (CTAB) at least
It is a kind of.
When surfactant is P123, P123 forms biggish micella, Zn in mixed solution2+It is poly- in micella outer surface
Collection, the 2-Mim and Zn of deprotonation2+It is coordinated and is crystallized to form ZIF-8 in micella outer surface, surfactant is removed
Afterwards, ZIF-8 hollow sphere is formed.
When surfactant is PVP, the addition of PVP can promote the crystallization of ZIF-8, and the small ZIF-8 of inductive formation is brilliant
Body, and small crystals is promoted to assemble, to obtain ZIF-8 solid ball.
When surfactant is SDS, SDS forms lesser micella, Zn in mixed solution2+It is poly- in micella outer surface
Collection, the 2-Mim and Zn of deprotonation2+It is coordinated and is crystallized to form ZIF-8 in micella outer surface, surfactant is removed
Afterwards, ZIF-8 multi-stage porous particle is obtained.
When surfactant is CTAB, the addition of CTAB, which can induce, forms little particle ZIF-8, and little particle ZIF-8 passes through
Stacking forms a large amount of space duct, obtains having the ZIF-8 of hierarchical porous structure to stack particle.
The present invention compared with the existing technology, have the following advantages and the utility model has the advantages that
(1) the present invention provides the method for control ZIF-8 material morphology, this method is simple, mild condition, time-consuming short, nothing
Environmental pollution；
(2) present invention is by selecting different surfactants that different-shape can be prepared by one pot of thermal method
ZIF-8 material, ZIF-8 material of the invention have special appearance, such as hollow sphere, medicine ball, multi-stage porous particle and stack particle,
The ZIF-8 material of different-shape has different surfaces structure, pore structure and soda acid characteristic, and (acid-base property of ZIF-8 material passes through
NH3- TPD and CO2- TPD is characterized, the results showed that medicine ball has most soda acid sites, is secondly multi-stage porous respectively
Grain, hollow sphere and stacking particle).
Detailed description of the invention
Fig. 1 is the X ray diffracting spectrum of the class zeolitic imidazolate framework material of Examples 1 to 4 preparation；
Fig. 2 is the scanning electron microscope (SEM) photograph of the class zeolitic imidazolate framework material of Examples 1 to 4 preparation；
Fig. 3 is the transmission electron microscope picture of the class zeolitic imidazolate framework material of Examples 1 to 4 preparation.
Specific embodiment
Below with reference to embodiment and attached drawing, the present invention is described in further detail, but embodiments of the present invention are unlimited
In this.
Embodiment 1
The preparation method of ZIF-8 medicine ball, comprising the following steps:
(1) by Zn (NO3)2·6H2O (1.05g), 2-methylimidazole (1.16g), tetrabutylammonium bromide (3.01g) and PVP
(0.02g) is mixed, and is stirred to react 60min at 60 DEG C, is obtained homogeneous phase solution；
(2) after homogeneous phase solution is cooled to room temperature, deionized water 5 times of homogeneous phase solution volume (dosage be) is added, is hanged
Turbid；
(3) suspension is centrifugated, with water and ethanol washing, dry 12h, obtains ZIF-8 medicine ball at 110 DEG C.
X ray diffracting spectrum such as Fig. 1 institute of class zeolitic imidazolate framework material (ZIF-8 medicine ball) prepared by embodiment 1
Show, scanning electron microscope (SEM) photograph is as shown in Fig. 2, transmission electron microscope picture is as shown in Figure 3.The performance test of ZIF-8 medicine ball prepared by embodiment 1
The results are shown in Table 1.
Embodiment 2
The preparation method of ZIF-8 hollow sphere, comprising the following steps:
(1) by Zn (NO3)2·6H2O (1.06g), 2-methylimidazole (1.18g), tetrabutylammonium bromide (3.03g) and P123
(0.10g) is mixed, and is stirred to react 60min at 60 DEG C, is obtained homogeneous phase solution；
(2) after homogeneous phase solution is cooled to room temperature, deionized water 5 times of homogeneous phase solution volume (dosage be) is added, is hanged
Turbid；
(3) suspension is centrifugated, with water and ethanol washing, dry 12h, obtains ZIF-8 hollow sphere at 110 DEG C.
X ray diffracting spectrum such as Fig. 1 institute of class zeolitic imidazolate framework material (ZIF-8 hollow sphere) prepared by embodiment 2
Show, scanning electron microscope (SEM) photograph is as shown in Fig. 2, transmission electron microscope picture is as shown in Figure 3.The performance test of ZIF-8 hollow sphere prepared by embodiment 2
The results are shown in Table 1.
Embodiment 3
The preparation method of multi-stage porous ZIF-8, comprising the following steps:
(1) by Zn (NO3)2·6H2O (1.03g), 2-methylimidazole (1.15g), tetrabutylammonium bromide (3.02g) and SDS
(0.02g) is mixed, and is stirred to react 60min at 60 DEG C, is obtained homogeneous phase solution；
(2) after homogeneous phase solution is cooled to room temperature, deionized water 5 times of homogeneous phase solution volume (dosage be) is added, is hanged
Turbid；
(3) suspension is centrifugated, with water and ethanol washing, dry 12h, obtains multi-stage porous ZIF-8 at 110 DEG C.
X ray diffracting spectrum such as Fig. 1 institute of class zeolitic imidazolate framework material (multi-stage porous ZIF-8) prepared by embodiment 3
Show, scanning electron microscope (SEM) photograph is as shown in Fig. 2, transmission electron microscope picture is as shown in Figure 3.The performance test of multi-stage porous ZIF-8 prepared by embodiment 3
The results are shown in Table 1.
Embodiment 4
The preparation method of ZIF-8 packed particle, comprising the following steps:
(1) by Zn (NO3)2·6H2O (1.05g), 2-methylimidazole (1.17g), tetrabutylammonium bromide (3.00g) and CTAB
(0.02g) is mixed, and is stirred to react 60min at 60 DEG C, is obtained homogeneous phase solution；
(2) after homogeneous phase solution is cooled to room temperature, deionized water 5 times of homogeneous phase solution volume (dosage be) is added, is hanged
Turbid；
(3) suspension is centrifugated, with water and ethanol washing, dry 12h, obtains ZIF-8 packed particle at 110 DEG C.
X ray diffracting spectrum such as Fig. 1 of class zeolitic imidazolate framework material (ZIF-8 packed particle) prepared by embodiment 4
Shown, scanning electron microscope (SEM) photograph is as shown in Fig. 2, transmission electron microscope picture is as shown in Figure 3.The performance of ZIF-8 packed particle prepared by embodiment 4
Test result is as shown in table 1.
Table 1 is the performance test data of the class zeolitic imidazolate framework material of Examples 1 to 4 preparation
Claims (6)
1. a kind of method for controlling class zeolitic imidazolate framework material ZIF-8 pattern, it is characterised in that: the following steps are included:
1) zinc nitrate hexahydrate, 2-methylimidazole, tetrabutylammonium bromide and surfactant are mixed, heating reaction obtains
To homogeneous phase solution；
2) homogeneous phase solution is mixed with water, obtains suspension；It is then centrifuged for, washs, it is dry, obtain class zeolite imidazole ester skeleton material
Material；
The surfactant is polyethylene oxide-polypropylene oxide-polyethylene oxide triblock copolymer, polyvinylpyrrolidine
At least one of ketone K30, lauryl sodium sulfate and cetyl trimethylammonium bromide；
When selecting different surfaces activating agent, the pattern of class zeolitic imidazolate framework material is different.
2. controlling the method for class zeolitic imidazolate framework material ZIF-8 pattern according to claim 1, it is characterised in that: step
It is rapid 1) described in zinc nitrate hexahydrate: 2-methylimidazole: the molar ratio of tetrabutylammonium bromide be 1:(2~8): (4/3~16/3)；
The mass ratio of surfactant described in step 1) and zinc nitrate hexahydrate is (0.02~0.1): (1~1.5).
3. controlling the method for class zeolitic imidazolate framework material ZIF-8 pattern according to claim 1, it is characterised in that: step
It is rapid 1) described in heat reaction condition be 40~80 DEG C of reaction temperature；Reaction time is 30~60min.
4. controlling the method for class zeolitic imidazolate framework material ZIF-8 pattern according to claim 1, it is characterised in that: table
When face activating agent is polyethylene oxide-polypropylene oxide-polyethylene oxide triblock copolymer, zeolitic imidazolate framework material
Pattern is hollow sphere；
When surfactant is PVP K30, the pattern of class zeolitic imidazolate framework material is medicine ball；
When surfactant is lauryl sodium sulfate, the pattern of class zeolitic imidazolate framework material is multi-stage porous particle；
When surfactant is cetyl trimethylammonium bromide, the pattern of class zeolitic imidazolate framework material is packed particle.
5. controlling the method for class zeolitic imidazolate framework material ZIF-8 pattern according to claim 1, it is characterised in that: step
It is rapid 2) described in washing refer to and successively washed with water and dehydrated alcohol；
The condition of the drying is 80~110 DEG C of drying temperature；The additional amount of water described in step 2) is the 3 of homogeneous phase solution volume
~6 times.
6. a kind of class zeolitic imidazolate framework material ZIF-8 obtained by any one of Claims 1 to 5 the method.
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| CN112280052A (en) * | 2020-09-30 | 2021-01-29 | 华南理工大学 | Hierarchical pore ZIF-8 material and preparation method and application thereof |
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| CN110387048A (en) * | 2019-08-19 | 2019-10-29 | 南京邮电大学 | A kind of metal organic frame two-dimensional nano piece and preparation method thereof |
| CN111592661A (en) * | 2020-06-16 | 2020-08-28 | 南京邮电大学 | Preparation method of high-dispersity organic metal framework nano material |
| CN112280052A (en) * | 2020-09-30 | 2021-01-29 | 华南理工大学 | Hierarchical pore ZIF-8 material and preparation method and application thereof |
| CN112940267A (en) * | 2021-01-27 | 2021-06-11 | 三棵树(上海)新材料研究有限公司 | Preparation method of metal organic framework material with two-dimensional hexagonal lamellar structure |
| CN113101277A (en) * | 2021-04-01 | 2021-07-13 | 重庆大学 | PVP (polyvinyl pyrrolidone) -modified metal organic framework-plumbagin assembly as well as preparation method and application thereof |
| CN113101277B (en) * | 2021-04-01 | 2022-05-06 | 重庆大学 | PVP (polyvinyl pyrrolidone) -modified metal organic framework-plumbagin assembly and preparation method and application thereof |
| CN113314721A (en) * | 2021-06-10 | 2021-08-27 | 广东省武理工氢能产业技术研究院 | Doping type oxygen reduction catalyst with graded ventilation structure and preparation method thereof |
| CN113648977A (en) * | 2021-09-10 | 2021-11-16 | 大连理工大学 | Modified zeolite-like imidazole framework adsorption material and preparation method and application thereof |
| CN115232320A (en) * | 2022-04-27 | 2022-10-25 | 北京工业大学 | Green method for regulating and controlling size and morphology of MOFs crystal by adopting modifier system |
| CN115232320B (en) * | 2022-04-27 | 2023-10-27 | 北京工业大学 | Green method for regulating and controlling crystal size and morphology of crystal MOFs by adopting modifier system |
| CN114949254A (en) * | 2022-06-07 | 2022-08-30 | 东北林业大学 | Hollow mesoporous cubic ZIF-8 nano carrier, preparation method and application thereof |
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