CN108484929A - A kind of metal organic frame synthesis MIL-53 (Al)-AO based on amidoxime2Preparation method - Google Patents
A kind of metal organic frame synthesis MIL-53 (Al)-AO based on amidoxime2Preparation method Download PDFInfo
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- CN108484929A CN108484929A CN201810591989.6A CN201810591989A CN108484929A CN 108484929 A CN108484929 A CN 108484929A CN 201810591989 A CN201810591989 A CN 201810591989A CN 108484929 A CN108484929 A CN 108484929A
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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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- 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]
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- 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
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- 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
- C02F2101/006—Radioactive compounds
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- 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
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Abstract
The invention discloses a kind of, and the metal organic frame based on amidoxime synthesizes MIL 53 (Al) AO2Preparation method, one：With 2 amino terephthalic acid (TPA)s and Al (NO3)3·9H2O is dissolved in DMF and deionized water prepares MIL 53 (Al) NH2Mixture A1；Two：A1 is washed into impurity with DMF and acrylonitrile respectively and obtains solid product A2；Three：By A2 plus acrylonitrile and Al Cl3Fully dissolve to obtain intermediate product A3；Four：A3 is distributed in ultra-pure water and alcohol mixeding liquid, K is added2CO3And NH2OHHCl reacts to obtain mixture A4；Five：Vacuum drying is MIL 53 (Al) AO after A4 ethyl alcohol and milli-Q water are filtered and detached2.Advantageous effect of the present invention：There is provided that a kind of yield is big, and equipment is simple, MIL 53 (Al) AO of easily operated control2Preparation method；Uranium is carried for uranium-bearing water body, and efficient material is provided.
Description
Technical field
The present invention relates to uranium-containing waste water, extraction of uranium from seawater fields, and in particular to the metal organic frame synthesis based on amidoxime
MIL-53(Al)-AO2Preparation method.
Background technology
With the fast development of nuclear industry, the peaceful use of nuclear energy generates a large amount of radwastes, wherein containing difference
The radionuclide of type.In addition, in nuclear fuel production and process, inevitably some uranium is released to certainly
In right environment.The problem of pollution of the uranium (VI) disperseed in Uranium tailings is World Focusing.Free uranium (VI) ion can pass through
Food chain accumulates, and eventually enters into human recycle system.Radioactive uranium (VI) ion can purchase the biological tissue for destroying human body.In order to
The stabilization of public health and the ecosystem is removed the radionuclide in waste water, is released into most important in natural environment.
From the point of view of safe and healthy angle, there is uranium chemical toxicity and radiotoxicity, uranium-containing waste water to have the uranium of suitable concentration
Human body can be damaged, so Scientific Engineering worker constantly explores new method to enable uranium-containing waste water recycling,
Prevent it from being damaged to environment.From the point of view of energy security angle, uranium is the basic energy resource of nuclear industry development, it is ensured that energy security
The discharge of greenhouse gases can be reduced simultaneously.The adsorbent of synthesizing new stability and high efficiency is studied, it is water-soluble by the way that adsorbent to be placed in
With the uranium in adsorption aqueous solution in liquid, adsorption capacity, stability, absorption mechanism of adsorbent etc. are studied to extract uranium for seawater
Possible research direction is provided.
It is Cl, Na, Mg, S, Ca, Br, C, Sr, B that the main component of element is dissolved in seawater, and ratio is more than 99.9%.Trace
The uranium ion of amount exists in seawater.According to the average salt content (about 3.5%) in seawater, total salt concentration is uranium content
106–107Times.Oxidation state of the uranium with long half-lift, complicated Coordinative Chemistry and several stabilizations in aqueous medium.Uranium is in sea
Main solubilised state in water is hexavalent uranium (U6+) uranyl tricarbonate complex [UO2(CO3)3]4–.Dissolved uranium species in seawater
Form is mainly by CO2The influence of concentration and pH.Therefore, HCO present in seawater3 –/CO3 2–Buffer advantageously forms thricarbonate
Uranyl complex [UO2(CO3)3]4–.This complex compound is stable in pH ≈ 8, and is easy to divide respectively in the range of pH 6-8 and 5-7
Solution is [UO2(CO3)2]2–[UO2(CO3)] complex compound.(contain in every cubic metre of seawater although the concentration of URANIUM IN SEAWATER is only 3ppb
~3 milligrams of uranium), contain about 4,500,000,000 tons of uranium in the enormousness of all oceans (about 13.7 hundred million cubes of kms).If this
Resource has 50% can recycle, and will be sufficient to maintain global nuclear reactor and operates about 6500.In a variety of actinides, uranium is core
The main and common fuels of reactor.Therefore, people have prodigious interest to extract uranium from seawater, and use it as one kind and replace
The sustainable energy in generation.
Conventional method mainly have chemical precipitation, ion exchange, evaporation and concentration, extraction, UF membrane, electrochemistry, sedimentation crystallization,
Condensation flocculation and absorption method.Absorption method has the characteristics that applied widely, efficient and bioaccumulation efficiency is high, is highly suitable for containing
The separation of uranium Uranium in Waste Water and the enrichment of URANIUM IN SEAWATER.But since the selective adsorption capacity of current adsorbent mostly is relatively low,
It is unfavorable for the extraction recycling of Uranium in Waste Water.
Oximido and amino are contained simultaneously in amidoxime functional group, and lone pair electrons and the uranyl ion of non-bonding occur coordination and make
With formation chelate.Since amidoxime group has very strong chelation to uranium, modification inorganic nano material can be applied to
And high molecular polymer, to improve adsorption capacity of the adsorbent to uranium.Due to the specific surface area of metal organic frame itself, hole body
Product, tenor has considerable degree of advantage performance and metal organic frame to be synthesized with simple experiment condition
It is accordingly modified according to experiment purpose after the completion.Meanwhile amidoxime group compound has to the very strong complexing power of uranium, acyl
Amidoxime base functional group provides new breakthrough in terms of metal organic frame improves adsorbent to the adsorption capacity of uranium.
Invention content
For existing uranium metal ionic adsorption enrichment and separation there are the problem of, the present invention combination amidoxime group absorption speed
Degree is fast, Gao You (VI) load capacity property and has the characteristics of high selectivity, provides that a kind of yield is big, and equipment is simple,
Easily operated control shows the uranium in water body MIL-53 (Al)-AO of efficient selective absorption effect2Preparation side
Method.MIL-53(Al)-AO2It is a kind of metal-organic framework material introducing amidoxime group.
To achieve the above object, the technical solution adopted by the present invention is：A kind of metal organic frame conjunction based on amidoxime
At MIL-53 (Al)-AO2Preparation method, steps are as follows：
(1) Al (NO of the 2- amino terephthalic acid (TPA) and 1.125g of 0.56g are used3)3·9H2O is dissolved in 80mL N-N diformazans
In base formamide DMF and 20mL deionized water mixing liquid, mixing liquid is placed in 200mL polytetrafluoroethylene (PTFE) after being sufficiently stirred
In the stainless steel cauldron of lining, reaction kettle is placed in temperature regulating in vacuum drying chamber and to 150 DEG C react 24 hours, waits reacting
After make its cooled to room temperature, filtered with the polytetrafluoroethylene (PTFE) miillpore filter filter of 0.22 μm of pore size and use DMF solution
Washing obtains containing MIL-53 (Al)-NH repeatedly2Mixture A1.(2) the mixture A1 in step (1) is placed in round-bottomed flask
In, DMF is added again and washes impurity, is heated to reflux with reflux and removes remaining 2- amino terephthalic acid (TPA) in sample duct,
Make its separation of solid and liquid with suction filter pump and filter membrane suction filtration, then after wash repeatedly with acrylonitrile and filtering and wash away DMF, is put into vacuum drying chamber
It is dried to obtain MIL-53 (Al)-NH2Solid product A2；(3) step (2) obtained solid product A2 is placed in 200mL polytetrafluoros
In the stainless steel cauldron of ethylene liner, 100mL acrylonitrile and 0.5g Al Cl is added3Fully dissolving and anti-at 75 DEG C of constant temperature
48h, postcooling to room temperature is answered to be filtered to obtain MIL-53 (Al)-N (CN) with suction filter pump and filter membrane2, it is intermediate product A3；(4) will
Intermediate product A3 is distributed in 10mL ultra-pure waters and 90mL alcohol mixeding liquids obtained by step (3), adds 1.0gK2CO3And 1.0g
NH2OHHCl is sufficiently stirred dissolving, magnetic agitation and is heated to 80 DEG C of reaction 48h under air-proof condition, postcooling to room temperature is used
Suction filter pump and filter membrane, which filter to obtain, contains MIL-53 (Al)-AO2Mixture A4；(5) by the solid product A4 of step (4), second is used
Alcohol and milli-Q water filter and detach solid product, are dried in vacuo at 60 DEG C for 24 hours to get MIL-53 (Al)-AO2。
The beneficial effects of the invention are as follows：For the processing of current uranium-containing waste water and the extraction of uranium from seawater, the present invention provides a kind of productions
Amount is big, and equipment is simple, and a kind of amidoxime of easily operated control introduces metal organic frame and synthesizes MIL-53 (Al)-AO2System
Preparation Method.Amidoxime group is introduced, by combining the property of the fast adsorption rate of amidoxime group, Gao You (VI) load capacity, than table
Area can also improve the efficient selectivity to uranium and retain adsorption capacity in the case of becoming smaller.The present invention is that uranium-bearing water body carries uranium
Provide a kind of efficient material.
Description of the drawings
Fig. 1 is MIL-53 (Al)-AO2Synthetic route chart；
Fig. 2 is MIL-53 (Al) (A), MIL-53 (Al)-NH2(B) and MIL-53 (Al)-AO2(C) scanning electron microscope image；
Fig. 3 is MIL-53 (Al)-AO2N2Physics adsorption desorption curve.
Specific implementation mode
Invention is further described in detail With reference to embodiment：
Step S1：With the 2- amino terephthalic acid (TPA) of 0.56g and the Al (NO of 1.125g3)3·9H2O is dissolved in 80mL N-N
In dimethylformamide DMF and 20mL deionized water mixing liquid, mixing liquid is placed in 200mL polytetrafluoroethyl-nes after being sufficiently stirred
In the stainless steel cauldron of alkene liner, reaction kettle is placed in temperature regulating in vacuum drying chamber and to 150 DEG C react 24 hours, is waited for
Make its cooled to room temperature after reaction, filtered with the polytetrafluoroethylene (PTFE) miillpore filter filter of 0.22 μm of pore size and uses DMF
Solution washs repeatedly to be obtained containing MIL-53 (Al)-NH2Mixture A1.
Step S2：Mixture A1 in step S1 is placed in round-bottomed flask, DMF is added again and washes impurity, is filled with reflux
It sets to be heated to reflux and removes remaining 2- amino terephthalic acid (TPA) in sample duct, make its solid-liquid point with suction filter pump and filter membrane suction filtration
From, then with acrylonitrile repeatedly wash suction filtration wash away DMF after, be put into vacuum drying chamber and be dried to obtain MIL-53 (Al)-NH2Solid
Product A2；
Step S3：Step S2 obtained solid products A2 is placed in the stainless steel cauldron of 200mL polytetrafluoroethyllining linings,
100mL acrylonitrile and 0.5g Al Cl is added3Fully dissolving and react 48h, postcooling to room temperature, with suction filtration at 75 DEG C of constant temperature
Pump and filter membrane filter to obtain MIL-53 (Al)-N (CN)2, it is intermediate product A3；
Step S4：Intermediate product A3 obtained by step S3 is distributed in 10mL ultra-pure waters and 90mL alcohol mixeding liquids, then is added
Enter 1.0gK2CO3With 1.0g NH2OHHCl is sufficiently stirred dissolving, and magnetic agitation and 80 DEG C of reactions are heated under air-proof condition
48h, postcooling to room temperature filter to obtain containing MIL-53 (Al)-AO with suction filter pump and filter membrane2Mixture A4；
Step S5：By the solid product A4 of step S4, solid product is filtered and detached with ethyl alcohol and milli-Q water, 60
It is dried in vacuo at DEG C for 24 hours to get MIL-53 (Al)-AO2。
As shown in Figure 1, MIL-53 (Al)-AO2Synthetic route the result shows that amidoxime group functional group can be by using one
The not harsh cyanoethylation reaction synthetic method of the relatively simple convenient, experiment condition of series is directly grafted on MIL-53 (Al)-NH2
Phenyl ring on.
As shown in Fig. 2, scanning electron microscope image (SEM) is obtained by EPMA-8705QH2 scanning electron microscope, in scanning electron microscope table
It needs to carry out 60s metal spraying processing to specimen material before sign.According to MIL-53 (Al) and MIL-53 (Al)-NH2Scanning electron microscope image
It is found that more dispersed between particle, soilless sticking phenomenon, meanwhile, scanning electron microscope image shows MIL-53 (Al)-NH2And MIL-53
(Al)-AO2Bulk do not change significantly, side light amidoxime group introduce MIL-53 (Al)-NH2During its
Crystal shape does not vary widely.
As shown in figure 3, nitrogen adsorption desorption curve is obtained by U.S.'s health tower Nova Win Porosimetries, by using
The BET specific surface area that the specific surface area of BET methods of testing calculating adsorbent calculates MIL-53 (Al)-AO2 is 179 ㎡/g, according to
The specific surface area that consulting literatures obtain MIL-53 (Al)-NH2 is 1309 ㎡/g.The bigger adsorbance of specific surface area of general sorbing material
It is bigger, but BET specific surface area ratio MIL-53 (Al)-NH2 of MIL-53 (Al)-AO2 is small, more to the adsorption effect of uranium (VI)
It is good, illustrate that the introducing of the invention amidoxime there will be breakthrough progress to the absorption of uranium (VI).
Claims (3)
1. a kind of metal organic frame based on amidoxime synthesizes MIL-53 (Al)-AO2Preparation method, include the following steps：
Step S1：With the 2- amino terephthalic acid (TPA) of 0.56g and the Al (NO of 1.125g3)3·9H2O is dissolved in 80mL N-N diformazans
In base formamide DMF and 20mL deionized water mixing liquid, mixing liquid is placed in 200mL polytetrafluoroethylene (PTFE) after being sufficiently stirred
In the stainless steel cauldron of lining, reaction kettle is placed in temperature regulating in vacuum drying chamber and to 150 DEG C react 24 hours, waits reacting
After make its cooled to room temperature, filtered with the polytetrafluoroethylene (PTFE) miillpore filter filter of 0.22 μm of pore size and use DMF solution
Washing obtains containing MIL-53 (Al)-NH repeatedly2Mixture A1；
Step S2：Mixture A1 in step S1 is placed in round-bottomed flask, DMF is added again and washes impurity, with reflux plus
Heat reflux removes remaining 2- amino terephthalic acid (TPA) in sample duct, makes its separation of solid and liquid with suction filter pump and filter membrane suction filtration, then
With acrylonitrile repeatedly wash suction filtration wash away DMF after, be put into vacuum drying chamber and be dried to obtain MIL-53 (Al)-NH2Solid product
A2；
Step S3：Step S2 obtained solid products A2 is placed in the stainless steel cauldron of 200mL polytetrafluoroethyllining linings, is added
100mL acrylonitrile and 0.5g Al Cl3Fully dissolving and 48h is reacted at 75 DEG C of constant temperature, postcooling to room temperature, with suction filter pump and
Filter membrane filters to obtain MIL-53 (Al)-N (CN)2, it is intermediate product A3；
Step S4：Intermediate product A3 obtained by step S3 is distributed in 10mL ultra-pure waters and 90mL alcohol mixeding liquids, is added
1.0gK2CO3With 1.0g NH2OHHCl is sufficiently stirred dissolving, and magnetic agitation and 80 DEG C of reaction 48h are heated under air-proof condition,
Postcooling filters to obtain containing MIL-53 (Al)-AO to room temperature, with suction filter pump and filter membrane2Mixture A4；
Step S5：By the solid product A4 of step S4, solid product is filtered and detached with ethyl alcohol and milli-Q water, at 60 DEG C
Vacuum drying is for 24 hours to get MIL-53 (Al)-AO2。
2. a kind of metal organic frame based on amidoxime according to claim 1 synthesizes MIL-53 (Al)-AO2Preparation
Method, it is characterised in that：2- amino terephthalic acid (TPA), Al (NO described in step S13)3·9H2O, DMF and deionized water ratio are
0.56g：1.125g：80mL：20mL, 150 DEG C of reactions of constant temperature are for 24 hours.
3. the preparation of metal organic frame synthesis MIL-53 (Al)-AO2 based on amidoxime according to claim 1 a kind of
Method, it is characterised in that：In step S2,150 DEG C of reflux 8h in 400ml DMF.
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Cited By (4)
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| CN110339791A (en) * | 2019-06-28 | 2019-10-18 | 华中科技大学 | A kind of multi-functional synthesis device suitable for metal-organic framework material |
| CN110479213A (en) * | 2019-08-29 | 2019-11-22 | 西南科技大学 | Amidoxime group modifies MOF material and preparation method thereof |
| CN113856635A (en) * | 2021-10-25 | 2021-12-31 | 中国科学院长春应用化学研究所 | Macro-size continuous MOF (metal organic framework) membrane material as well as preparation method and application thereof |
| CN114426677A (en) * | 2022-01-04 | 2022-05-03 | 安徽农业大学 | Amino modified metal organic framework material, preparation method and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110479213A (en) * | 2019-08-29 | 2019-11-22 | 西南科技大学 | Amidoxime group modifies MOF material and preparation method thereof |
| CN113856635A (en) * | 2021-10-25 | 2021-12-31 | 中国科学院长春应用化学研究所 | Macro-size continuous MOF (metal organic framework) membrane material as well as preparation method and application thereof |
| CN113856635B (en) * | 2021-10-25 | 2022-12-20 | 中国科学院长春应用化学研究所 | Macro-size continuous MOF (metal organic framework) membrane material as well as preparation method and application thereof |
| CN114426677A (en) * | 2022-01-04 | 2022-05-03 | 安徽农业大学 | Amino modified metal organic framework material, preparation method and application thereof |
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