CN104525161B - Polyamide amino-functionalized magnetic polymer microsphere adsorbent and method for preparing and treating uranium-containing wastewater - Google Patents
Polyamide amino-functionalized magnetic polymer microsphere adsorbent and method for preparing and treating uranium-containing wastewater Download PDFInfo
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Abstract
The invention discloses a polyamide amino-functionalized magnetic polymer microsphere adsorbent. The polyamide amino-functionalized magnetic polymer microsphere adsorbent is characterized in that a structural formula is as follows: PAMAMG3-Fe3O4/(GMA-AA-EGDMA); the polyamide amino-functionalized magnetic polymer microsphere adsorbent is prepared from the following raw materials: epoxy magnetic polymer microsphere Fe3O4/P(GMA-AA-EGDMA), ethylenediamine and methyl acrylate. A method for preparing and treating the uranium-containing wastewater comprises the following steps: (1) preparing magnetic polymer microspheres containing epoxy groups; (2) synthesizing the polyamide amino-functionalized magnetic polymer microsphere adsorbent; (3) performing an adsorption test to uranium in the uranium-containing wastewater through the magnetic polymer microsphere adsorbent. According to the polyamide amino-functionalized magnetic polymer microsphere adsorbent disclosed by the invention, the preparation route is simple and short, the operation is easy, the adsorbent has the advantages of strong adsorption capability, high adsorption capacity and quick adsorption speed, and is easily separated from an aqueous solution, can be repeatedly used and is capable of effectively adsorbing and recycling uranium ions in the aqueous solution when being used for treating the uranium-containing wastewater.
Description
Invention field
The present invention relates to a kind of daiamid functional magnetic polymer microballoon adsorbent and preparation and process uranium-containing waste water
Method.
Background technology
Nuclear energy is that the world today solves energy starved important channel, however as the fast development of nuclear industry, generation
Uranium-bearing radioactive wastewater gets more and more.Due to half-life of uranium, high radioactivity and bio-toxicity, uranium-bearing industrial wastewater has become as
One kind potential environmental hazard thing for a long time.In order to reduce the harm to environment for the freeing property waste water it is necessary to the uranium in aqueous solution
Separated and be enriched with.The method commonly used at present has chemical precipitation method, solvent extraction, foam flotation method, liquid membrane enrichment and evaporation
Concentration method etc., compared with these methods, it is excellent that absorption method has that source is wide, with low cost, selectivity is high, speed is fast and capacity is big etc.
Point, becomes and separates and enriched uranium most efficient method from environment.Research worker finds dendrimers daiamid (pamam)
Controlled due to having natural nano-scale, relative molecular mass, the features such as substantial amounts of nitrogen-containing functional group is contained in end early in
It is regarded as within 2000 a kind of high-efficiency adsorbent of uranium.
Although pamam presents extraordinary application prospect in terms of the separation and enrichment of uranium, its own conjunction existing
One-tenth process and its complexity, in reaction, separation process is very loaded down with trivial details etc., and defect then largely limits it in nuclear industry field
The application of further heavy industrialization.For simplifying the building-up process of pamam, expand its in terms of separation and the enrichment of uranium should
With scope, develop support type pamam and be used for this academic thought of process of uranium-bearing aqueous solution and just proposed and develop.
Magnetic polymer microsphere be recent two decades come the class new function material to study, it refers to magnetic inorganic nanometer
What particle combined formation with organic polymer has numerous characteristics of polymer microsphere and the complex microsphere of magnetic responsiveness, and it is not
But its surface can be made to carry specific function group (such as oh, cooh, cho, nh by methods such as copolymerization or surface modifications2And sh
Deng), can also be rapidly separated under additional the action of a magnetic field simultaneously, therefore equal in fields such as wastewater treatment, medical science and biological and chemicals
Have a wide range of applications.
In view of this, quasi-step matrix daiamid of the present invention is all to the superpower adsorption of uranium and magnetic polymer microsphere
Many features, by chemical modification means, daiamid are modified on magnetic polymer microsphere surface, with preparing, uranium are had efficiently
The magnetic polymer microsphere adsorbing material of the daiamid functionalization of absorption property, this adsorbing material has that adsorption rate is fast, inhales
The advantage that attached amount is big, is easily isolated and reclaims.
Content of the invention
For the shortcoming of prior art, the low adsorbent cost of present invention preparation, selectivity is high, and high adsorption capacity is inhaled
Attached amount is big, can effectively adsorb and reclaim the uranium ion in aqueous solution.
An object of the present invention provides a kind of daiamid functional magnetic polymer microballoon adsorbent；
The second object of the present invention there are provided a kind of system of daiamid functional magnetic polymer microballoon adsorbent
Preparation Method；
The third object of the present invention there are provided using described daiamid functional magnetic polymer microballoon adsorbent
The method processing uranium-containing waste water；
An object of the present invention is achieved in that
A kind of daiamid functional magnetic polymer microballoon adsorbent, its structural formula is:
pamamg3-fe3o4/ (gma-aa-egdma), it includes being prepared from the following materials: epoxy based magnetic polymers
Microsphere fe3o4/ p (gma-aa-egdma), ethylenediamine, acrylic acid methyl ester..
In preparation process, epoxy radicals magnetic polymer microsphere fe3o4/ p (gma-aa-egdma), ethylenediamine, acrylic acid first
The mass parts of ester are: 0.1～1 part, 12～28 parts, and 9～21 parts.
Epoxy radicals magnetic polymer microsphere fe3o4/ p (gma-aa-egdma) is prepared from by following preparation method: by 1～5
Part glycidyl methacrylate, 1～3 part of Ethylene glycol dimethacrylate, 0.5～5 part of acrylic acid and 30～
Add in reaction bulb after 100 parts of deionized water mixing；Stirring, when being heated to temperature and being upgraded to 40～50 DEG C, in reaction bulb plus
Enter 50～100 parts through the scattered fe of ultrasound wave3o4Magnetic fluid, fe3o4The mass fraction 5.0%～10.0% of magnetic fluid, works as temperature
When degree rises to 60.0 DEG C～70.0 DEG C, add the aqueous solution of 10～50 parts of potassium persulfate, the matter of peroxy-disulfuric acid aqueous solutions of potassium
Amount fraction is 0.1%～1.0%, when temperature rises to 80 DEG C, continuously stirred 8h, and after Magneto separate, lyophilization 12-24h, obtain final product
To epoxy radicals magnetic polymer microsphere fe3o4/p(gma-aa-egdma).
The second object of the present invention is achieved in that
A kind of preparation method of daiamid functional magnetic polymer microballoon adsorbent, preparation method is as follows:
(1) take 0.1～1 part of fe3o4/ p (gma-aa-egdma) is added in 75～85 parts of methanol, after 25 DEG C of stirring 1～3h,
Add 3～7 parts of ethylenediamine, stir 8h at 80 DEG C, Magneto separate, with 75～85 parts of methanol to product cleaning 3 times, lyophilization
Obtain pamamg0-fe3o4/(gma-aa-egdma)；
(2) take 0.1～0.5 part of pamamg0-fe3o4/ (gma-aa-egdma) is added in 75～85 parts of methanol, and 25 DEG C are stirred
After mixing 1～3h, add 3～7 parts of acrylic acid methyl ester .s, stir 8h at 80 DEG C, Magneto separate, with 75～85 parts of methanol to product cleaning
3～5 times,
Obtain pamamg0.5-fe3o4/(gma-aa-egdma)；
(3) take 0.1～0.5 part of pamamg0.5-fe3o4/ (gma-aa-egdma), is added in 75～85 parts of methanol, 25 DEG C
After stirring 1～3h, add 3～7 parts of ethylenediamine, stir 8h at 80 DEG C, Magneto separate, with 75～85 parts of methanol to product cleaning
3～5 times, lyophilization obtains:
pamamg1-fe3o4/(gma-aa-egdma)；
(4) take 0.1～0.5 part of pamamg1-fe3o4/ (gma-aa-egdma) is added in 75～85 parts of methanol, and 25 DEG C are stirred
After mixing 1h, add 3～7 parts of acrylic acid methyl ester .s, at least stir 6～8h at 80 DEG C, after Magneto separate, with 75～85 parts of methanol to product
Thing cleans 3～5 times, and lyophilization obtains:
pamamg1.5-fe3o4/(gma-aa-egdma)；
(5) take 0.1～0.5 part of pamamg1.5-fe3o4/ (gma-aa-egdma), is added in 75～85 parts of methanol, 25 DEG C
After stirring 1h, add 3～7 parts of ethylenediamine, stir 6～8h at 80 DEG C, Magneto separate, with 75～85 parts of methanol to product cleaning
3～5 times, lyophilization obtains:
pamamg2-fe3o4/(gma-aa-egdma)；
(6) take 0.1～0.5 part of pamamg2-fe3o4/ (gma-aa-egdma), is added in 75～85 parts of methanol, 25 DEG C are stirred
After mixing 1～3h, add 3～7 parts of acrylic acid methyl ester .s, stir 6～8h at 80 DEG C, after Magneto separate, with 75～85 parts of methanol to product
Thing cleans 3～5 times, that is, obtain
pamamg2.5-fe3o4/(gma-aa-egdma)；
(7) take 0.1～0.5 part of pamamg2.5-fe3o4/ (gma-aa-egdma), is added in 75～85 parts of methanol, 25 DEG C
After stirring 1～3h, add 3～7 parts of ethylenediamine, stir 8h at 80 DEG C, Magneto separate, with 75～85 parts of methanol to product cleaning
3～5 times, lyophilization obtains:
pamamg3-fe3o4/(gma-aa-egdma).
The third object of the present invention is achieved in that
Using the method for above-mentioned daiamid functional magnetic polymer microballoon sorbent treatment uranium-containing waste water, first adjust and treat
The ph of the uranium-containing waste water processing is 2.5-6.0, is subsequently adding adsorbent, concussion, absorption, and the concentration of wherein uranium-containing waste water is
The ratio of 50mg/l, uranium-containing waste water and adsorbent is 25ml:0.0025g, and adsorption temp is 5 DEG C -45 DEG C, and adsorption time is
0.5h-24h, hunting speed is 98r/min.
Described regulation ph value uses the naoh solution of the hcl solution, the naoh solution of 1mol/l and 5mol/l of 1mol/l to adjust
Solution ph.
Described ph preferably 5.0.
Preferably 25 DEG C of described temperature, the preferred 3h of adsorption time.
Beneficial effects of the present invention
(1) simple and direct, the easy behaviour of magnetic polymer microsphere sorbent preparation method of the daiamid functionalization of present invention preparation
Make, reusable, absorption is terminated rear adsorbent and also quickly can be separated and recovered from system by externally-applied magnetic field；
(2) the magnetic polymer microsphere adsorbent of the daiamid functionalization of present invention preparation is to uranium ion in aqueous solution
Adsorbance high, adsorption rate is fast, can effectively adsorb and reclaim the uranium ion in aqueous solution.
Specific embodiment
The present invention is expanded on further with reference to specific embodiment.Technical solution of the present invention is not limited to set forth below act to be had
Body embodiment, also includes the combination in any between specific embodiment.
Embodiment 1
4.0g glycidyl methacrylate, 2g Ethylene glycol dimethacrylate, the acrylic acid of 0.3g and 50g are gone
Add in reaction bulb after ionized water mixing；When stirring, being heated to temperature for 50 DEG C, add 50g fe in reaction bulb3o4Magnetic fluid
(fe3o4The mass fraction 5.0% of magnetic fluid), when temperature rises to 70.0 DEG C, add the aqueous solution (mistake of the potassium persulfate of 20g
The mass fraction of two potassium sulfate solutions is 0.5%), when temperature rises to 80 DEG C, continuously stirred 8h, after Magneto separate, freezing is dry
Dry 12-24h, that is, obtain epoxy radicals magnetic polymer microsphere fe3o4/p(gma-aa-egdma).
Embodiment 2
(1) take 0.5g fe3o4/ p (gma-aa-egdma) is added in 100ml methanol, after 25 DEG C of stirring 1h, adds 7g second
Diamidogen, stirs 8h, Magneto separate, with 100ml methanol to product cleaning 3 times, lyophilization obtains pamamg at 80 DEG C0-
fe3o4/(gma-aa-egdma)；
(2) take 0.5g pamamg0-fe3o4/ (gma-aa-egdma) is added in 100ml methanol, after 25 DEG C of stirring 1h, plus
Enter 7g acrylic acid methyl ester., stir 8h, Magneto separate at 80 DEG C, with 100ml methanol to product cleaning 3 times, obtain pamamg0.5-
fe3o4/(gma-aa-egdma)；
(3) take 0.5g pamamg0.5-fe3o4/ (gma-aa-egdma), is added in 100ml methanol, after 25 DEG C of stirring 1h,
Add the ethylenediamine of 7g, stir 8h, Magneto separate at 80 DEG C, with 100ml methanol to product cleaning 3 times, lyophilization obtains
pamamg1-fe3o4/(gma-aa-egdma)；
(4) take 0.5g pamamg1-fe3o4/ (gma-aa-egdma) is added in 100ml methanol, after 25 DEG C of stirring 1h, plus
Enter 7g acrylic acid methyl ester., at 80 DEG C, at least stir 8h, after Magneto separate, with 100ml methanol to product cleaning 3 times, lyophilization
Obtain pamamg1.5-fe3o4/(gma-aa-egdma)；
(5) take 0.5g pamamg1.5-fe3o4/ (gma-aa-egdma), is added in 100ml methanol, after 25 DEG C of stirring 1h,
Add the ethylenediamine of 7g, stir 8h, Magneto separate at 80 DEG C, with 100ml methanol to product cleaning 3 times, lyophilization obtains
pamamg2-fe3o4/(gma-aa-egdma)；
(6) take 0.5g pamamg2-fe3o4/ (gma-aa-egdma), is added in 100ml methanol, after 25 DEG C of stirring 1h,
Add 7g acrylic acid methyl ester., at 80 DEG C, stir 8h, after Magneto separate, with 100ml methanol to product cleaning 3 times, that is, obtain
pamamg2.5-fe3o4/(gma-aa-egdma)；
(7) take 0.5g pamamg2.5-fe3o4/ (gma-aa-egdma), is added in 100ml methanol, after 25 DEG C of stirring 1h,
Add 7g ethylenediamine, stir 8h, Magneto separate at 80 DEG C, with 100ml methanol to product cleaning 3 times, lyophilization obtains
pamamg3-fe3o4/(gma-aa-egdma).
Carry out the adsorption experiment that following examples remove uranium ion in aqueous solution with the adsorbent that embodiment 2 prepares.
Embodiment 3
Accurately pipette 25ml, in the uranium standard solution of 50mg/l and the conical flask of 150ml, with the hcl solution of 1mol/l,
It is 5.0 that the naoh solution of the naoh solution of 1mol/l and 5mol/l adjusts solution ph, adds the daiamid function of 0.0025g
The magnetic polymer microsphere adsorbent changed, at 25 DEG C, the constant temperature oscillator of 98r/min adsorbs 3h.Magneto separate, takes supernatant, uses
The concentration of uranium ion in arsenazo spectrphotometric method for measuring solution, and convolution (1) calculate now adsorbance be 471.8mg/g.
The adsorbance of uranium ion calculates according to below equation:
In formula: qeAdsorbance, mg/g；The volume of v uranium solution, l；ceUranium ion solution equilibria concentration, mg/l；
c0Uranium ion initial concentration solution, mg/l；M adsorbent mass, g.
Embodiment 4
Accurately pipette 25ml, in the uranium standard solution of 50mg/l and the conical flask of 150ml, with the hcl solution of 1mol/l,
The naoh solution of the naoh solution of 1mol/l and 5mol/l adjusts solution ph, makes ph value for 3.5, adds the polyamide of 0.0025g
The magnetic polymer microsphere adsorbent of amination, at 25 DEG C, the constant temperature oscillator of 98r/min adsorbs 3h, Magneto separate, takes supernatant,
With the concentration of uranium ion in arsenazo spectrphotometric method for measuring solution, and convolution (1) to calculate now adsorbance be 230.4mg/g
Embodiment 5
Accurately pipette 25ml, in the uranium standard solution of 50mg/l and the conical flask of 150ml, with the hcl solution of 1mol/l,
It is 5.0 that the naoh solution of the naoh solution of 1mol/l and 5mol/l adjusts solution ph, adds the polyamide amination of 0.0025g
Magnetic polymer microsphere adsorbent, at 25 DEG C, the constant temperature oscillator of 98r/min inhales 6h, Magneto separate, takes supernatant, use arsenazo
The concentration of uranium ion in spectrphotometric method for measuring solution, and combine (1) calculate now adsorbance be 469.4mg/g.
Claims (6)
1. a kind of daiamid functional magnetic polymer microballoon adsorbent is it is characterised in that its structural formula is:
pamamg3-fe3o4/ (gma-aa-egdma), it includes being prepared from by following mass parts raw material: epoxy radicals magnetic polymeric
Thing microsphere fe3o4/ p(gma-aa-egdma) 0.1 ~ 1 part, 12 ~ 28 parts of ethylenediamine, 9 ~ 21 parts of acrylic acid methyl ester.；
Wherein, epoxy radicals magnetic polymer microsphere fe3o4/ p(gma-aa-egdma) it is prepared from by following preparation method: by 1 ~ 5
The glycidyl methacrylate of part, 1 ~ 3 part of Ethylene glycol dimethacrylate, 0.5 ~ 5 part of acrylic acid and 30 ~ 100
Add in reaction bulb after the deionized water mixing of part；Stirring, when being heated to temperature and being upgraded to 40 ~ 50 DEG C, add 50 in reaction bulb ~
100 parts through the scattered fe of ultrasound wave3o4Magnetic fluid, fe3o4The mass fraction accounting for magnetic fluid is 5.0 % ~ 10.0 %, works as temperature
When degree rises to 60.0 DEG C ~ 70.0 DEG C, add the aqueous solution of 10 ~ 50 parts of potassium persulfate, potassium persulfate accounts for peroxy-disulfuric acid
The mass fraction of aqueous solutions of potassium is 0.1 % ~ 1.0 %, when temperature rises to 80 DEG C, continuously stirred 8h, and after Magneto separate, lyophilization
12-24h, that is, obtain epoxy radicals magnetic polymer microsphere fe3o4/ p(gma-aa-egdma).
2. a kind of preparation method of daiamid functional magnetic polymer microballoon adsorbent it is characterised in that preparation method such as
Under:
(1) take 0.1 ~ 1 part of fe3o4/ p(gma-aa-egdma) it is added in 75 ~ 85 parts of methanol, after 25 DEG C of stirring 1 ~ 3h, plus
Enter 3 ~ 7 parts of ethylenediamine, stir 8h, Magneto separate at 80 DEG C, with 75 ~ 85 parts of methanol to product cleaning 3 times, lyophilization is
Obtain pamamg0-fe3o4/(gma-aa-egdma)；
(2) take 0.1 ~ 0.5 part of pamamg0-fe3o4/ (gma-aa-egdma) is added in 75 ~ 85 parts of methanol, 25 DEG C stirring 1 ~
After 3h, add 3 ~ 7 parts of acrylic acid methyl ester .s, stir 8h at 80 DEG C, Magneto separate, with 75 ~ 85 parts of methanol to product cleaning 3 ~ 5
It is secondary,
Obtain pamamg0.5-fe3o4/(gma-aa-egdma)；
(3) take 0.1 ~ 0.5 part of pamamg0.5-fe3o4/ (gma-aa-egdma), is added in 75 ~ 85 parts of methanol, 25 DEG C of stirrings 1
After ~ 3h, add 3 ~ 7 parts of ethylenediamine, stir 8h at 80 DEG C, Magneto separate, with 75 ~ 85 parts of methanol to product cleaning 3 ~ 5 times,
Lyophilization obtains:
pamamg1-fe3o4/(gma-aa-egdma)；
(4) take 0.1 ~ 0.5 part of pamamg1-fe3o4/ (gma-aa-egdma) is added in 75 ~ 85 parts of methanol, 25 DEG C of stirring 1h
Afterwards, add 3 ~ 7 parts of acrylic acid methyl ester .s, at 80 DEG C, at least stir 6 ~ 8h, after Magneto separate, clear to product with 75 ~ 85 parts of methanol
Wash 3 ~ 5 times, lyophilization obtains:
pamamg1.5-fe3o4/(gma-aa-egdma)；
(5) take 0.1 ~ 0.5 part of pamamg1.5-fe3o4/ (gma-aa-egdma), is added in 75 ~ 85 parts of methanol, 25 DEG C of stirring 1h
Afterwards, add 3 ~ 7 parts of ethylenediamine, stir 6 ~ 8h at 80 DEG C, Magneto separate, with 75 ~ 85 parts of methanol to product cleaning 3 ~ 5 times,
Lyophilization obtains:
pamamg2-fe3o4/(gma-aa-egdma)；
(6) take 0.1 ~ 0.5 part of pamamg2-fe3o4/ (gma-aa-egdma), is added in 75 ~ 85 parts of methanol, 25 DEG C stirring 1 ~
After 3h, add 3 ~ 7 parts of acrylic acid methyl ester .s, stir 6 ~ 8h at 80 DEG C, after Magneto separate, with 75 ~ 85 parts of methanol to product cleaning 3
~ 5 times, that is, obtain
pamamg2.5-fe3o4/(gma-aa-egdma)；
(7) take 0.1 ~ 0.5 part of pamamg2.5-fe3o4/ (gma-aa-egdma), is added in 75 ~ 85 parts of methanol, 25 DEG C stirring 1 ~
After 3h, add 3 ~ 7 parts of ethylenediamine, stir 8h at 80 DEG C, Magneto separate, with 75 ~ 85 parts of methanol to product cleaning 3 ~ 5 times, cold
Jelly is dried to obtain:
pamamg3-fe3o4/(gma-aa-egdma)；
Wherein, epoxy radicals magnetic polymer microsphere fe3o4/ p(gma-aa-egdma) it is prepared from by following preparation method: by 1 ~ 5
The glycidyl methacrylate of part, 1 ~ 3 part of Ethylene glycol dimethacrylate, 0.5 ~ 5 part of acrylic acid and 30 ~ 100
Add in reaction bulb after the deionized water mixing of part；Stirring, when being heated to temperature and being upgraded to 40 ~ 50 DEG C, add 50 in reaction bulb ~
100 parts through the scattered fe of ultrasound wave3o4Magnetic fluid, fe3o4The mass fraction accounting for magnetic fluid is 5.0 % ~ 10.0 %, works as temperature
When degree rises to 60.0 DEG C ~ 70.0 DEG C, add the aqueous solution of 10 ~ 50 parts of potassium persulfate, potassium persulfate accounts for peroxy-disulfuric acid
The mass fraction of aqueous solutions of potassium is 0.1 % ~ 1.0 %, when temperature rises to 80 DEG C, continuously stirred 8h, and after Magneto separate, lyophilization
12-24h, that is, obtain epoxy radicals magnetic polymer microsphere fe3o4/ p(gma-aa-egdma).
3. the side of daiamid functional magnetic polymer microballoon sorbent treatment uranium-containing waste water according to claim 1
Method, it is characterised in that the ph first adjusting pending uranium-containing waste water is 2.5-6.0, is subsequently adding adsorbent, concussion, absorption, its
The concentration of middle uranium-containing waste water is 50 mg/l, and the ratio of uranium-containing waste water and adsorbent is 25ml:0.0025g, adsorption temp is 5 DEG C-
45 DEG C, adsorption time is 0.5h-24h, and hunting speed is 98 r/min.
4. the method processing uranium-containing waste water according to claim 3 is it is characterised in that described regulation ph value 1 mol/l
Hcl solution, the naoh solution of 1 mol/l and 5mol/l naoh solution adjust solution ph.
5. the method processing uranium-containing waste water according to claim 3 is it is characterised in that described ph is 5.0.
6. the method processing uranium-containing waste water according to claim 3 is it is characterised in that described temperature is 25 DEG C, during absorption
Between be 3 h.
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| CN106824124B (en) * | 2016-11-28 | 2018-07-24 | 东华理工大学 | A kind of nitrogenous porous polymer chelating resin and preparation and the method for handling uranium-containing waste water |
| CN107459657B (en) * | 2017-07-27 | 2020-08-11 | 苏州大学 | Conjugated microporous polymer containing ligand and application thereof |
| CN108525648B (en) * | 2018-04-09 | 2020-12-01 | 东华理工大学 | Aminated magnetic polyphosphazene adsorbent and method for preparing, separating and enriching uranium |
| CN108704621B (en) * | 2018-06-05 | 2021-02-26 | 东华理工大学 | Amide oxime core-shell structure magnetic polyphosphazene nano-microsphere, preparation thereof and application thereof as uranium adsorbent |
| CN112967828B (en) * | 2021-02-01 | 2022-09-30 | 南华大学 | Uranium-bearing wastewater treatment device and uranium-bearing wastewater treatment method |
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