CN110614087A - Seawater uranium extraction adsorbent with antibacterial performance and preparation method thereof - Google Patents
Seawater uranium extraction adsorbent with antibacterial performance and preparation method thereof Download PDFInfo
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Abstract
The invention discloses an antibacterial uranium marinum adsorbent and a preparation method thereof, wherein the antibacterial uranium marinum adsorbent comprises 10 parts of a base material, 50 ~ 70 parts of acrylonitrile, 30 ~ 50 parts of an acrylic reagent, 5 ~ 80 parts of a metal oxide water dispersion and 10 ~ 50 parts of a hydroxylamine hydrochloride methanol water dispersion, wherein the base material, the acrylonitrile, the acrylic reagent and the metal oxide water dispersion are subjected to a grafting reaction under co-irradiation, and then are subjected to amidoximation to the antibacterial uranium marinum adsorbent under a neutral and alkaline environment.
Description
The application is a divisional application of a Chinese invention patent application with the application number of CN201710136780.6, which is filed on 2017, 03 and 09.7 and the name of the invention is 'a seawater uranium extraction adsorbent with antibacterial performance and a preparation method thereof'.
Technical Field
The invention relates to an adsorbent with antibacterial performance for extracting uranium from seawater and a preparation method thereof.
Background
About 590 million tons of Uranium ore have been discovered on land at present, and will be exhausted in the coming 87 years without regard to nuclear power plants built and planned to be built in various countries [ LeggetT C J, Endrizzi F, Rao L. scientific basis for effective Extraction of Uranium from Seawater, II: fundamental thermodynamics and Structural students. Industrial & Engineering Chemistry Research 2015, 55(15): 4257-. The demand of uranium in 2012 of China reaches 6550 tons [ Culina, Wangyun. uranium external dependence and nuclear power development, China nuclear industry, 2014, 8: 013 ], while the yield of uranium per se in China is only 1500 tons, and the reserve of terrestrial uranium resources which is proved in China is only 20 ten thousand tons. As uranium is the only main fuel which can be widely used for nuclear power generation, the uranium resource is a strategic resource which must be struggled from the world or China. The shortage of the land mine uranium is an unchangeable reality, but the storage amount of the uranium in the seawater is up to 45 hundred million tons, and the extraction of the uranium from the seawater is an important way for solving the shortage of uranium resources.
Amidoxime-based adsorbents are considered to be the most potential uranium extraction adsorbents from seawater due to the advantages of high adsorption speed, good selectivity, high adsorption capacity and the like of amidoxime-functionalized adsorbents [ enhancement of research on marine water extraction and current situation of radiation grafting technology in Japan ] 2012. The prior art mainly focuses on how to improve the grafting rate of amidoxime groups on a polymer fiber substrate, and the adopted grafting methods comprise radiation grafting and chemical grafting [ ursol, schwann book, huangwei ] amidoxime group chelate adsorption separation material research advances. However, because the marine environment is greatly different from the laboratory conditions, some marine experiments or simulated seawater experiments can even obtain results opposite to the results under the laboratory conditions, so that the actual seawater uranium extraction effect is poor, and the material cannot be reused for a long time. The main reason is that the adsorbents developed by the prior art are easily attacked by electrolytes and marine microorganisms in the seawater. Park J et al [ Park J, Gill G A, Strevens J E, et al, Effect of bioling on the performance of amidoxime-based polymeric urea adsorbents, Industrial & Engineering Chemistry Research, 2016, 55(15): 4328-.
After the adsorbent base material is corroded by marine microorganisms, the loss of adsorption active groups and the reduction of the strength of a base material can be caused, so that the uranium extraction effect is reduced, and the adsorbent base material cannot be reused for a long time. Therefore, the development of antibacterial uranium extraction from seawater adsorbing material to be suitable for extracting uranium from seawater in shallow water is a key problem to be solved in the field.
Therefore, it is an important research topic in the art to further find an adsorbent having excellent microbial corrosion resistance and adsorption performance and a method for producing the same.
Disclosure of Invention
The invention aims to provide a seawater uranium extraction adsorbent with antibacterial performance.
The invention aims to solve another technical problem of providing a preparation method of a uranium extraction sorbent from seawater with antibacterial performance. The invention takes wool fiber and synthetic fiber with abundant sources and low price as base materials, and adopts a more controllable co-irradiation grafting method to load the metal oxide antibacterial agent on the base materials.
The invention discloses an antibacterial uranium extraction from seawater adsorbent, which comprises the following components:
10 parts of base material
50 parts of acrylonitrile (50 ~ 70)
Acrylic reagent 30 ~ 50 parts
5 ~ 80 parts of metal oxide aqueous dispersion
20 ~ 100 parts of hydroxylamine hydrochloride methanol aqueous solution
The sea water uranium extraction adsorbent with antibacterial performance is characterized in that the matrix material is one or more of wool fibers, polyethylene fibers and polypropylene fibers.
The mass content of the metal oxide water dispersion liquid is 10%.
The sea water uranium extraction adsorbent with antibacterial performance is characterized in that the metal oxide is ZnO or TiO2、Ag2O, the addition of this metal oxide is critical to impart antimicrobial properties to the adsorbent.
The seawater uranium extraction adsorbent with antibacterial performance is characterized in that the acrylic reagent is at least one of acrylic acid, methacrylic acid, methyl acrylate and methyl methacrylate, and the introduction of the acrylic reagent can help to ensure the hydrophilicity of the adsorbent.
The sea water uranium extraction adsorbent with antibacterial performance comprises 20% of hydroxylamine hydrochloride methanol aqueous solution by mass and 1:1 of methanol to water by volume ratio.
The preparation method of the uranium extraction adsorbent for seawater with antibacterial property comprises the following steps:
(1) sequentially adding a base material, acrylonitrile, an acrylic reagent and a metal oxide aqueous dispersion into a reaction container, uniformly mixing, and sealing by using an aluminum foil which can be penetrated by an electron beam;
(2) placing the sealed reactor under an electron beam for irradiation for 2-6 hours, soaking and washing the irradiation product with acetone, and drying the product in an oven at a constant temperature of 40 ℃ to constant weight;
(3) and adding the irradiation product and a hydroxylamine hydrochloride methanol aqueous solution according to a ratio, carrying out amidoximation reaction for 3-8 hours, washing with distilled water, and drying to obtain the target adsorbent.
The dosage of electron beam irradiation in the preparation method of the uranium extraction adsorbent for seawater with antibacterial performance is 100-300 kGy.
According to the preparation method of the uranium extraction sorbent for seawater with antibacterial property, the amidoximation reaction temperature is 30-90 ℃, and the amidoximation reaction converts cyano groups into amidoxime groups with adsorption capacity.
Compared with the prior art, the invention has the following advantages:
1 the sea water uranium extraction adsorbent with antibacterial performance provided by the invention is introduced with the metal oxide antibacterial agent, the inhibition rate of the metal oxide antibacterial agent on escherichia coli can reach 90%, the inhibition rate on staphylococcus aureus can reach 95%, and the repeated use times of the adsorbent are increased due to marine microorganism corrosion resistance.
2, the antibacterial uranium extraction sorbent for seawater provided by the invention has the advantages that the saturated adsorption capacity is increased by 102-131% due to the synergistic effect of the metal oxide particles and amidoxime groups, and the adsorption efficiency is improved.
The seawater uranium extraction adsorbent with antibacterial performance provided by the invention takes the composition of natural animal hair and synthetic fiber as a base material, the base material meets the requirements of bundle weaving, has sufficient mechanical properties, is rich in source and low in cost, and a new way is added for the application of animal hair.
4 the preparation route of the uranium extraction sorbent for seawater with antibacterial property provided by the invention adopts a co-irradiation grafting method, the reaction condition is easy to control, and no initiator is needed to be added, so that the preparation process is greatly simplified, and the preparation cost is reduced.
Researches show that the bundle-woven fibrous adsorbent is more beneficial to operability of uranium extraction from seawater, and the preparation cost can be reduced by using wool fibers and synthetic fibers under the condition of meeting the requirements of providing hydrophilic performance and mechanics. The loading of the metal oxide antibacterial agent particles on the fiber material is easier to realize by adopting irradiation grafting, and no initiator is required to be added, thereby being beneficial to simplifying the preparation process, reducing the environmental pollution and lowering the preparation cost.
Detailed Description
The present invention will be further described with reference to the following examples. It should be noted that the following examples are not to be construed as limiting the scope of the present invention, and that the skilled person in this field could make modifications and variations of the present invention without departing from the spirit or scope of the present invention.
It is worth mentioning that: 1) the adsorption amounts of uranyl by the adsorbents in the following examples were measured at 25 ℃ with an initial uranyl concentration of 50ppm at pH = 8.0. 2) The bacteriostatic rate of the adsorbent is measured according to GB/T20944.3-2008.
Example 1
Adding 70 parts of acrylonitrile, 50 parts of methacrylic acid, 80 parts of ZnO aqueous dispersion with the mass fraction of 10% and 10 parts of natural wool fibers into a reactor and uniformly mixing; after the reactor is sealed by tin foil, the reactor is placed under an electron beam for irradiation for 6 hours, and the irradiation dose is 300 kGy; after the irradiation is finished, soaking the irradiation product by using acetone solution at 40 ℃ to remove unreacted reagents and homopolymers; drying to obtain an intermediate product; and (3) putting 2 parts of the grafting product into 100 parts of hydroxylamine hydrochloride methanol aqueous solution, reacting at a constant temperature of 90 ℃ for 8 hours, washing an amine oximation product by using the methanol aqueous solution after the reaction is finished, drying at 40 ℃ and storing. The obtained adsorbent has an inhibition rate of 87% on escherichia coli and an inhibition rate of 95% on staphylococcus aureus; the saturated adsorption amount of uranyl was 73.5 mg/g.
Example 2
Adding 50 parts of acrylonitrile, 30 parts of acrylic acid, 10 parts of ZnO aqueous dispersion with the mass fraction of 10% and 10 parts of polyethylene fiber into a reactor and uniformly mixing; after the reactor is sealed by tin foil, the reactor is placed under an electron beam for irradiation for 2 hours, and the irradiation dose is 50 kGy; after the irradiation is finished, soaking the irradiation product by using acetone solution at 40 ℃ to remove unreacted reagents and homopolymers; drying to obtain an intermediate product; and (2) placing 2 parts of the grafting product into 20 parts of hydroxylamine hydrochloride methanol aqueous solution, reacting for 6 hours at a constant temperature at 40 ℃, washing an amine oximation product by using the methanol aqueous solution after the reaction is finished, drying at 40 ℃, and storing. The obtained adsorbent has 80% inhibition rate on escherichia coli and 85% inhibition rate on staphylococcus aureus; the saturated adsorption amount of uranyl was 45.5 mg/g.
Example 3
Adding 50 parts of acrylonitrile, 55 parts of methyl acrylate, 60 parts of ZnO aqueous dispersion with the mass fraction of 10% and 10 parts of polypropylene fiber into a reactor and uniformly mixing; after the reactor is sealed by tin foil, the reactor is placed under an electron beam for irradiation for 5 hours, and the irradiation dose is 180 kGy; after the irradiation is finished, soaking the irradiation product by using acetone solution at 40 ℃ to remove unreacted reagents and homopolymers; drying to obtain an intermediate product; and (3) putting 2 parts of the grafting product into 65 parts of hydroxylamine hydrochloride methanol aqueous solution, reacting for 5 hours at a constant temperature at 70 ℃, washing an amine oximation product by using the methanol aqueous solution after the reaction is finished, drying at 40 ℃, and storing. The obtained adsorbent has an inhibition rate of 83.5% on escherichia coli and an inhibition rate of 91% on staphylococcus aureus; the saturated adsorption amount of uranyl was 51.5 mg/g.
Example 4
60 parts of acrylonitrile and 40 parts of methyl propylMethyl gadoleate, 45 parts of TiO with the mass fraction of 10%2Adding the aqueous dispersion, 8 parts of polyethylene fiber and 2 parts of polypropylene fiber into a reactor and uniformly mixing; after the reactor is sealed by tin foil, the reactor is placed under an electron beam for irradiation for 5 hours, and the irradiation dose is 200 kGy; after the irradiation is finished, soaking the irradiation product by using acetone solution at 40 ℃ to remove unreacted reagents and homopolymers; drying to obtain an intermediate product; and (3) putting 2 parts of the grafting product into 90 parts of hydroxylamine hydrochloride methanol aqueous solution, reacting for 5 hours at a constant temperature at 75 ℃, washing an amine oximation product by using the methanol aqueous solution after the reaction is finished, drying at 40 ℃, and storing. The obtained adsorbent has an inhibition rate of 87.5% on escherichia coli and an inhibition rate of 90% on staphylococcus aureus; the saturated adsorption amount of uranyl was 58.5 mg/g.
Example 5
50 parts of acrylonitrile, 25 parts of methyl acrylate and 10 parts of TiO with the mass fraction of 10 percent2Adding the water dispersion, 8 parts of natural wool fibers and 2 parts of polypropylene fibers into a reactor and uniformly mixing; after the reactor is sealed by tin foil, the reactor is placed under an electron beam for irradiation for 4 hours, and the irradiation dose is 180 kGy; after the irradiation is finished, soaking the irradiation product by using acetone solution at 40 ℃ to remove unreacted reagents and homopolymers; drying to obtain an intermediate product; and (3) putting 2 parts of the grafting product into 65 parts of hydroxylamine hydrochloride methanol aqueous solution, reacting for 3 hours at a constant temperature at 70 ℃, washing an amine oximation product by using the methanol aqueous solution after the reaction is finished, drying at 40 ℃, and storing. The obtained adsorbent has 77.5% inhibition rate on escherichia coli and 82% inhibition rate on staphylococcus aureus; the saturated adsorption amount of uranyl was 43.2 mg/g.
Example 6
70 parts of acrylonitrile, 50 parts of methyl acrylate and 80 parts of Ag with the mass fraction of 10 percent2Adding the O water dispersion, 5 parts of natural wool fibers and 5 parts of polyethylene fibers into a reactor and uniformly mixing; after the reactor is sealed by tin foil, the reactor is placed under an electron beam for irradiation for 6 hours, and the irradiation dose is 300 kGy; after the irradiation is finished, soaking the irradiation product by using acetone solution at 40 ℃ to remove unreacted reagents and homopolymers; drying to obtain an intermediate product; 2 parts of the graft product are placed in 85 parts of hydroxylamine hydrochloride methanol aqueous solutionReacting at 90 ℃ for 8h at constant temperature, washing an amine oximation product by using a methanol aqueous solution after the reaction is finished, drying at 40 ℃ and storing. The obtained adsorbent has an inhibition rate of 92% on escherichia coli and an inhibition rate of 95% on staphylococcus aureus; the saturated adsorption amount of uranyl was 73.5 mg/g.
Example 7
65 parts of acrylonitrile, 35 parts of methyl acrylate and 50 parts of Ag with the mass fraction of 10 percent2Adding the O water dispersion, 5 parts of polyethylene fiber and 5 parts of polypropylene fiber into a reactor and uniformly mixing; after the reactor is sealed by tin foil, the reactor is placed under an electron beam for irradiation for 3 hours, and the irradiation dose is 150 kGy; after the irradiation is finished, soaking the irradiation product by using acetone solution at 40 ℃ to remove unreacted reagents and homopolymers; drying to obtain an intermediate product; and (2) placing 2 parts of the grafting product into 60 parts of hydroxylamine hydrochloride methanol aqueous solution, reacting for 5 hours at a constant temperature at 50 ℃, washing an amine oximation product by using the methanol aqueous solution after the reaction is finished, drying at 40 ℃, and storing. The obtained adsorbent has an inhibition rate of 84.6% on escherichia coli and an inhibition rate of 86.6% on staphylococcus aureus; the saturated adsorption amount of uranyl was 61.5 mg/g.
Example 8
70 parts of acrylonitrile, 50 parts of methyl acrylate and 80 parts of Ag with the mass fraction of 10 percent2Adding the O water dispersion and 10 parts of natural wool fibers into a reactor and uniformly mixing; after the reactor is sealed by tin foil, the reactor is placed under an electron beam for irradiation for 5 hours, and the irradiation dose is 250 kGy; after the irradiation is finished, soaking the irradiation product by using acetone solution at 40 ℃ to remove unreacted reagents and homopolymers; drying to obtain an intermediate product; and (3) putting 2 parts of the grafting product into 100 parts of hydroxylamine hydrochloride methanol aqueous solution, reacting at a constant temperature of 65 ℃ for 8 hours, washing an amine oximation product by using the methanol aqueous solution after the reaction is finished, drying at 40 ℃ and storing. The obtained adsorbent has an inhibition rate of 91.5% on escherichia coli and an inhibition rate of 94% on staphylococcus aureus; the saturated adsorption amount of uranyl was 67.5 mg/g.
Example 9
48 parts of acrylonitrile, 35 parts of methyl acrylate and 15 parts of Ag with the mass fraction of 10 percent2O water dispersion, 7 parts of polypropyleneAdding the fibers and 3 parts of polyethylene fibers into a reactor and uniformly mixing; after the reactor is sealed by tin foil, the reactor is placed under an electron beam for irradiation for 6 hours, and the irradiation dose is 280 kGy; after the irradiation is finished, soaking the irradiation product by using acetone solution at 40 ℃ to remove unreacted reagents and homopolymers; drying to obtain an intermediate product; and (3) putting 2 parts of the grafting product into 50 parts of hydroxylamine hydrochloride methanol aqueous solution, reacting for 4 hours at a constant temperature at 55 ℃, washing an amine oximation product by using the methanol aqueous solution after the reaction is finished, drying at 40 ℃, and storing. The obtained adsorbent has 77.5% inhibition rate on escherichia coli and 82% inhibition rate on staphylococcus aureus; the saturated adsorption amount of uranyl was 50.8 mg/g.
Comparative example 1
Adding 50 parts of acrylonitrile, 45 parts of methyl acrylate, 3 parts of natural wool fibers and 7 parts of polypropylene fibers into a reactor and uniformly mixing; after the reactor is sealed by tin foil, the reactor is placed under an electron beam for irradiation for 4 hours, and the irradiation dose is 250 kGy; after the irradiation is finished, soaking the irradiation product by using acetone solution at 40 ℃ to remove unreacted reagents and homopolymers; drying to obtain an intermediate product; and (2) placing 2 parts of the grafting product into 85 parts of hydroxylamine hydrochloride methanol aqueous solution, reacting for 4 hours at a constant temperature at 60 ℃, washing an amine oximation product by using the methanol aqueous solution after the reaction is finished, drying at 40 ℃, and storing. The obtained adsorbent has 70.5% of inhibition rate on escherichia coli and 75% of inhibition rate on staphylococcus aureus; the saturated adsorption amount of uranyl was 32.5 mg/g.
Comparative example 2
55 parts of acrylonitrile, 50 parts of methyl acrylate and 2 parts of TiO with the mass fraction of 10 percent2Adding the aqueous dispersion and 10 parts of natural wool fibers into a reactor and uniformly mixing; after the reactor is sealed by tin foil, the reactor is placed under an electron beam for irradiation for 5 hours, and the irradiation dose is 250 kGy; after the irradiation is finished, soaking the irradiation product by using acetone solution at 40 ℃ to remove unreacted reagents and homopolymers; drying to obtain an intermediate product; and (3) putting 2 parts of the grafting product into 50 parts of hydroxylamine hydrochloride methanol aqueous solution, reacting for 3 hours at a constant temperature at 70 ℃, washing an amine oximation product by using the methanol aqueous solution after the reaction is finished, drying at 40 ℃, and storing. Inhibition of Escherichia coli by the obtained adsorbentThe rate is 73.5 percent, and the inhibition rate on staphylococcus aureus is 77.5 percent; the saturated adsorption amount of uranyl was 45.2 mg/g.
Comparative example 3
60 parts of acrylonitrile, 30 parts of methyl acrylate and 4 parts of Ag with the mass fraction of 10 percent2Adding the O water dispersion, 5 parts of natural wool fibers and 5 parts of polypropylene fibers into a reactor and uniformly mixing; after the reactor is sealed by tin foil, the reactor is placed under an electron beam for irradiation for 5 hours, and the irradiation dose is 250 kGy; after the irradiation is finished, soaking the irradiation product by using acetone solution at 40 ℃ to remove unreacted reagents and homopolymers; drying to obtain an intermediate product; and (2) placing 2 parts of the grafting product into 70 parts of hydroxylamine hydrochloride methanol aqueous solution, reacting for 6 hours at a constant temperature at 80 ℃, washing an amine oximation product by using the methanol aqueous solution after the reaction is finished, drying at 40 ℃, and storing. The obtained adsorbent has 76.2% of inhibition rate on escherichia coli and 79.6% of inhibition rate on staphylococcus aureus; the saturated adsorption amount of uranyl was 42.2 mg/g.
Comparative example 4
Adding 70 parts of acrylonitrile, 30 parts of methyl acrylate, 2 parts of ZnO water dispersion with the mass fraction of 10%, 1 part of natural wool fiber and 9 parts of polypropylene fiber into a reactor and uniformly mixing; after the reactor is sealed by tin foil, the reactor is placed under an electron beam for irradiation for 6 hours, and the irradiation dose is 150 kGy; after the irradiation is finished, soaking the irradiation product by using acetone solution at 40 ℃ to remove unreacted reagents and homopolymers; drying to obtain an intermediate product; and (3) putting 2 parts of the grafting product into 40 parts of hydroxylamine hydrochloride methanol aqueous solution, reacting for 7 hours at a constant temperature at 55 ℃, washing an amine oximation product by using the methanol aqueous solution after the reaction is finished, drying at 40 ℃, and storing. The obtained adsorbent has 72.2% of inhibition rate on escherichia coli and 74.6% of inhibition rate on staphylococcus aureus; the saturated adsorption amount of uranyl was 40.3 mg/g.
Claims (9)
1. The uranium extraction from seawater adsorbent with antibacterial performance comprises the following components:
10 parts of matrix material, 50-70 parts of acrylonitrile, 30-50 parts of acrylic reagent, 10-80 parts of metal oxide water dispersion liquid and salt10-50 parts of hydroxylamine sulfate methanol aqueous solution; wherein the metal oxide is Ag2O；
The preparation method of the uranium extraction from seawater adsorbent with antibacterial property sequentially comprises the following steps: (1) sequentially adding a base material, acrylonitrile, an acrylic acid reagent and a metal oxide aqueous dispersion into a reaction container, uniformly mixing, and sealing with an aluminum foil; (2) irradiating for 2-6 hours under an electron beam, soaking and washing an irradiation product by using acetone; (3) drying in an oven at 40 ℃; (4) and adding an irradiation product and a hydroxylamine hydrochloride methanol water solution, carrying out amidoximation reaction for 3-8 hours, washing with distilled water, and drying to obtain the target adsorbent.
2. The uranium pumping sorbent for sea water with antibacterial property as claimed in claim 1, wherein the matrix material is one or more of wool fiber, polyethylene fiber and polypropylene fiber.
3. The uranium extraction sorbent for sea water with antibacterial performance according to claim 1, wherein the mass percentage of the metal oxide in the metal oxide water dispersion is 10%.
4. The uranium extraction from seawater adsorbent having antibacterial properties as claimed in claim 1, wherein the acrylic reagent is one or more of acrylic acid, methacrylic acid, methyl acrylate and methyl methacrylate.
5. The uranium extraction sorbent for sea water with antibacterial performance as claimed in claim 1, wherein the hydroxylamine hydrochloride methanol aqueous solution contains 20% of hydroxylamine hydrochloride methanol by mass.
6. The uranium extraction sorbent for sea water with antibacterial performance according to claim 1 or 5, wherein the volume ratio of methanol to water in the hydroxylamine hydrochloride methanol aqueous solution is 1: 1.
7. A preparation method of a uranium extraction adsorbent from seawater with antibacterial performance sequentially comprises the following steps:
(1) sequentially adding a base material, acrylonitrile, an acrylic acid reagent and a metal oxide aqueous dispersion into a reaction container, uniformly mixing, and sealing with an aluminum foil; (2) irradiating for 2-6 hours under an electron beam, soaking and washing an irradiation product by using acetone; (3) drying in an oven at 40 ℃; (4) adding an irradiation product and a hydroxylamine hydrochloride methanol water solution, carrying out amidoximation reaction for 3-8 hours, washing with distilled water, and drying to obtain a target adsorbent;
the target adsorbent is characterized by a composition comprising: 10 parts of a base material, 50-70 parts of acrylonitrile, 30-50 parts of an acrylic reagent, 10-80 parts of a metal oxide aqueous dispersion, and 10-50 parts of a hydroxylamine hydrochloride methanol aqueous solution; wherein the metal oxide is Ag2O。
8. The preparation method of the uranium extraction sorbent from seawater with antibacterial property according to claim 7, wherein the dose of electron beam irradiation is 100-200 kGy.
9. The preparation method of the uranium extraction sorbent from seawater with antibacterial property according to claim 7, wherein the amidoximation reaction temperature is 30-90 ℃.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201910955982.2A CN110614087B (en) | 2017-03-09 | 2017-03-09 | Seawater uranium extraction adsorbent with antibacterial performance and preparation method thereof |
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| CN201910955982.2A CN110614087B (en) | 2017-03-09 | 2017-03-09 | Seawater uranium extraction adsorbent with antibacterial performance and preparation method thereof |
| CN201710136780.6A CN106890623B (en) | 2017-03-09 | 2017-03-09 | A kind of extraction of uranium from seawater adsorbent and preparation method thereof having anti-microbial property |
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| CN201710136780.6A Division CN106890623B (en) | 2017-03-09 | 2017-03-09 | A kind of extraction of uranium from seawater adsorbent and preparation method thereof having anti-microbial property |
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| CN110614087A true CN110614087A (en) | 2019-12-27 |
| CN110614087B CN110614087B (en) | 2022-06-07 |
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| CN114345146A (en) * | 2022-01-06 | 2022-04-15 | 中国科学技术大学 | Modified polypropylene oil-water separation membrane and preparation method thereof |
| CN114345141A (en) * | 2022-01-06 | 2022-04-15 | 中国科学技术大学 | Super-wettability modified polyolefin porous membrane, preparation method and application |
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| CN106890623A (en) | 2017-06-27 |
| CN106890623B (en) | 2019-11-08 |
| CN110614087B (en) | 2022-06-07 |
| CN110614088A (en) | 2019-12-27 |
| CN110614088B (en) | 2022-08-02 |
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