KR101578621B1 - Flake type polymer adsorbent having high adsorption ability for metal ions and preparation method thereof - Google Patents

Abstract

The present invention relates to a polymer adsorbent which is in a flake form and has excellent metal ion adsorption ability, and to a production method thereof. Moreover, provided is a polymer adsorbent represented by chemical formula 1.

Description

[0001] Flake-type polymer adsorbent having excellent metal ion adsorptivity and flame type polymer adsorbent having high adsorption ability for metal ions and preparation method thereof [

The present invention relates to a polymer adsorbent in the form of flakes having excellent metal ion adsorptivity and a process for producing the same.

The technology to remove metal ions in modern society is rapidly developing. The first reason is that there are fewer water resources available for future use due to water pollution. This is the beginning of the war of mankind, so water resources are a very serious point. The second problem is the recycling of wastewater, which is heavily used in science and technology. Currently, countries with mineral resources are hampering the development of science and technology by restricting resource exports and threatening to weaponize resources for countries that do not have resources. Therefore, many metal ion removal technologies have been developed, such as solvent extraction, ion exchange, chemical precipitation, membrane filtration, coagulation-flocculation, , Adsorption (Adsorption) are typical, and economical and environmental adsorption technology is very advantageous in industrial part. Adsorption is divided into physical adsorption and chemical adsorption. Physical adsorption is usually caused by Van der Waals phenomenon, and chemical adsorption is caused by atomic or intermolecular interactions such as ionic bonding and coordination bonding. In particular, the adsorption technique can treat large amounts due to the phenomenon of concentration and can be commercialized at a low price.

Conventional adsorbents are mostly inorganic adsorbents. In the case of inorganic adsorbents, much time is spent on adsorption, and it takes longer than a week. Table 1 below shows the types, structures, targets and capacities of conventional organic adsorbents. Most of the organic adsorbents exemplified in Table 1 have a low adsorption capacity, and in the case of a material having a high adsorption capacity, mass synthesis is difficult.

material constitutional formula target Volume Amidoxima-ted poly (N, N'-dipropio-nitrile acrylamide)

UO ₂ 400 mg / g Amidoxym-ated poly (methyl acrylate-co-acrylonitrile)

Cu 203 mg / g NH2-MCM-41

Ni,
CD 29.4 mg / g
62.9 mg / g Poly iminodiacetic acid

Pb 0.41
mmol _metal /
mmol _COOH Poly (acryl-amide-co-methacrylic acid)

Hg 63.7 mg / g Trochimc-zuk Resin 1

CD 27.0 mg / g Trochimc-zuk Resin 2

Cu 35.5 mg / g Sodium di-ethyldithiocarbamate

Cu,
Zn,
Cr 38 mg / g,
9.9 mg / g,
6.8 mg / g Poly (allyl-amine-co-dimethyl-thiourea)

Pd 508 mg / g Kelex-100 (hydroxy-quinoline functional material)

Ge 23 mg / g

The synthesis technique of the high-capacity adsorbent proceeded as shown in Table 1 in various ways. However, existing surface modification techniques for introducing functional groups have not been able to meet high-capacity adsorption properties, and the adsorption efficiency is low due to poor adsorption performance and is not environmentally friendly. Since the surface modification technique for introducing a functional group can not meet the high-capacity adsorption property, it is advantageous that the original adsorbent contains various functional groups in addition to the capacity increase side as well as the adsorption of various metals. In addition, for a high-capacity adsorbent, a large amount of hydrophilic functional groups must be contained, which enables quick adsorption, high adsorption efficiency, and can be advantageous in terms of environmental aspects and cost.

Accordingly, an object of the present invention is to provide a flake-type polymeric adsorbent which is excellent in adsorption performance to metal ions and can be eco-friendly and low in price competitiveness, and a method for producing the same.

Another object of the present invention is to provide a method for treating metal ions using the polymer adsorbent.

In order to achieve the above object, the present invention provides a polymeric adsorbent represented by the following general formula (1).

[Chemical Formula 1]

In the above formula, R ₁ and R ₂ may each independently be selected from the following formulas (2) to (4).

(2)

(3)

[Chemical Formula 4]

In the above formula, n may be 1 to 100, m may be 1 to 100, l may be 1 to 100, o may be 1 to 100, p may be 1 to 100, and q may be 1 to 100.

The molecular weight of the polymeric adsorbent according to the present invention may be 100 to 20,000 in weight average molecular weight (Mw), the surface area of the polymeric adsorbent may be 1 to 1,000 mg ² g ^-1 , 100% swellable, and the polymeric adsorbent may be in the form of a flake.

The present invention also relates to a polymer comprising a first monomer represented by the following general formula (5), a second monomer selected from the following general formulas (6) to (8), and a starting material including a crosslinking agent, A method for producing an adsorbent is provided.

[Chemical Formula 5]

[Chemical Formula 6]

(7)

[Chemical Formula 8]

[Chemical Formula 9]

In the above formula, n is 1 to 100.

In the process for preparing a polymeric adsorbent according to the present invention, the initiator may be ammonium persulfate and the solvent may be water.

In the method for producing a polymeric adsorbent according to the present invention, the content of the first monomer is 1 to 95% by weight, the content of the second monomer is 1 to 95% by weight, the content of the crosslinking agent is 0.5 to 50% by weight, , The content of the initiator is 0.05 to 30 wt%, and the weight ratio of the solvent to the remaining polymerization raw material may be 1: 2 to 1:50.

In the process for preparing a polymeric adsorbent according to the present invention, the molar ratio of the first monomer to the second monomer may be 0.1 to 10.

In the process for producing a polymer adsorbent according to the present invention, polymerization can be carried out using a free radical polymerization method and a solution polymerization method.

The method for preparing a polymeric adsorbent according to the present invention may further include a step of filtering the synthesized polymer after completion of polymerization through dialysis and vacuum drying.

In the method for producing a polymeric adsorbent according to the present invention, the polymerization atmosphere is an atmosphere of air or nitrogen, the polymerization temperature is from 40 to 100 ° C, the polymerization pressure is from 0.1 to 10 atm, and the polymerization time is from 1 to 100 hours.

The present invention also provides a method for treating metal ions comprising the step of adsorbing metal ions using the above-described polymer adsorbent.

In the method of treating metal ions according to the present invention, the polymeric adsorbent can induce precipitation through coordination bonding with metal ions.

In the method of treating metal ions according to the present invention, the adsorption capacity of the polymeric adsorbent is preferably 50 to 300 mg / g in the case of cobalt, 100 to 450 mg / g in the case of palladium, 100 to 300 mg / 1,200 mg / g.

In the method of treating metal ions according to the present invention, the polymeric adsorbent can reach 70 to 100% of the maximum adsorption capacity within 1 hour.

In the method of treating a metal ion according to the present invention, the concentration of the metal ion may be 0.01 to 1 M.

The polymeric adsorbent according to the present invention has a wide surface area, contains various functional groups, and has a high content of hydrophilic functional groups. Accordingly, the polymeric adsorbent according to the present invention has excellent adsorption amount and adsorption efficiency, and is environmentally friendly, and can secure a low price competitiveness. The polymeric adsorbent according to the present invention can be applied to water treatment such as water treatment and wastewater treatment. The technique of removing metal ion can solve the problem of reduction of the water resource that can be consumed due to water pollution and the recycling of wastewater We believe the marketability will be high.

1 schematically shows a sedimentation mechanism for recovering a noble metal using a water-swellable polymer adsorbent according to the present invention.
Figure 2 schematically shows a free radical polymerization process.
Fig. 3 schematically shows a solution polymerization method.
FIG. 4 shows FT-IR analysis results for confirming the structure of the polymeric adsorbent synthesized in the examples.
FIG. 5 is a FE-SEM image of the (a) poly (AA-co-MAA), (b) poly (AA-co-DMAEMA) and (c) poly to be.
6 is an optical microscope image of a palladium adsorption test using poly (AA-co-DMAEMA) prepared in Example.
7 is a graph comparing adsorption capacities of three metals according to the ratio of the second monomer.
8 is a graph showing the adsorption capacity of poly (AA-co-MAA) according to metal concentration.
9 is a graph showing the adsorption equilibrium curve for each metal.

Hereinafter, the present invention will be described in detail.

Polymer adsorbent

The polymeric adsorbent according to the present invention is a polymeric adsorbent represented by the following general formula (1).

[Chemical Formula 1]

In the above formula, R ₁ and R ₂ are each independently selected from the following formulas (2) to (4), that is, R ₁ and R ₂ may be the same or different from each other.

(2)

(3)

[Chemical Formula 4]

In the above formula, n may be 1 to 100, m may be 1 to 100, l may be 1 to 100, o may be 1 to 100, p may be 1 to 100, and q may be 1 to 100. Preferably, n may be from 3 to 80, m is from 3 to 80, l is from 3 to 80, o is from 3 to 80, p is from 3 to 80, and q is from 3 to 80. More preferably, n may be from 5 to 70, m is from 5 to 70, l is from 5 to 70, o is from 5 to 70, p is from 5 to 70, and q is from 5 to 70. According to one embodiment, the value of n, m, l, o, p, q may be 10 5.

If the values of n, m, l, o, p and q are too small, the synthesized polymer adsorbent can be in a liquid state having a viscosity without being formed as a solid. On the contrary, if the values of n, m, l, o, p and q are too large, the resultant polymeric adsorbent becomes hard and fluidity is lowered, and processing with capsules (beads) or the like may be difficult.

The polymer adsorbent according to the present invention is a flake type branched polymer adsorbent having a network network structure. The flake means a thin piece, and the polymeric adsorbent according to the present invention can be seen visually as a cotton-like fiber form. A branch type means a side chain or a graft. For example, in Formula 1, the upper side may be the main chain and the lower side may be the side chain.

The molecular weight of the polymeric adsorbent according to the present invention may be 100 to 20,000, preferably 300 to 16,000, and more preferably 500 to 12,000 as the weight average molecular weight (Mw). According to one embodiment, the molecular weight of the polymeric adsorbent may be 2,000 500. If the molecular weight of the polymeric adsorbent is too small, it may be in a liquid phase state, while if it is too large, the workability may be deteriorated.

The surface area of the polymeric adsorbent according to the present invention is 1 to 1,000 mg ² g ^-1 , preferably 10 to 800 mg ² g ^-1 , more preferably 50 to 1000 mg, 600 mg ² g < ^-1 >. According to one embodiment, the surface area of the polymeric adsorbent can be 200 to 300 mg ² g ^-1 . If the surface area is too small, the adsorption amount may be decreased, and if it is too large, the durability may be deteriorated.

The polymeric adsorbent according to the present invention has swelling property in water phase. Specifically, the polymeric adsorbent according to the present invention swells 1 to 100%, preferably 5 to 80%, more preferably 10 to 60% And the like. According to one embodiment, the polymeric adsorbent can swell 20% 5% larger than the original volume. If the swelling property of the polymer adsorbent is too small, the adsorption rate may be slowed, and if it is too large, handling may be difficult.

FIG. 1 schematically shows a sedimentation mechanism for recovering a rare metal using a water-swellable polymeric adsorbent according to the present invention. The polymeric adsorbent according to the present invention shows a mesh network swelling in an aqueous phase, It is possible to induce precipitation through coordination with ions. That is, the polymer adsorbent according to the present invention can be usefully used as an adsorbent.

The absorption capacity of the polymeric adsorbent according to the present invention may be 50 to 300 mg / g, preferably 100 to 300 mg / g in the case of cobalt based on 1 g of the polymer adsorbent. In the case of palladium, it may be 100 to 450 mg / g, preferably 200 to 450 mg / g. In the case of cadmium, it may be 100 to 1,200 mg / g, preferably 200 to 1,200 mg / g. Considering that the high-capacity ion-exchange resin has an adsorption capacity of 200 to 300 mg, the adsorbent of the polymeric adsorbent according to the present invention can be said to have a considerably large adsorption capacity.

The polymeric adsorbent according to the present invention reaches 70% or more, preferably 80% or more, more preferably 90% or more of the maximum adsorption capacity within 1 hour, preferably within 30 minutes, more preferably within 10 minutes can do.

The polymer adsorbent according to the present invention can more effectively adsorb metal when a metal is present in a high concentration in a solution. The metal concentration may be 0.01 to 1 M, preferably 0.03 to 0.5 M, more preferably 0.05 to 0.2 M.

Method of producing polymer adsorbent

The method for producing a polymeric adsorbent according to the present invention comprises polymerizing a raw material comprising a first monomer represented by the following general formula (5), a second monomer selected from the following general formulas (6) to (8), a crosslinking agent represented by the following general formula (9) .

[Chemical Formula 5]

[Chemical Formula 6]

(7)

[Chemical Formula 8]

[Chemical Formula 9]

In the above formula, n is 1 to 100.

As the first monomer, the compound of the formula (5) can be used. The compound of Chemical Formula 5 is Allylamine (AA), which forms a main chain as a base resin and has an amine functional group. The content of the first monomer in the polymerization raw materials excluding the solvent (first monomer, second monomer, crosslinking agent, initiator) is 1 to 95 wt%, preferably 10 to 90 wt%, more preferably 20 to 80 wt% . If the amount of the first monomer is too small, the second monomer may not be branched, and if it is too much, a homo polymer may be generated.

As the second monomer, monomers having various functional groups may be selected as the first monomer and the different monomers, and specifically, at least one selected from the formulas (6) to (8) can be used. The compound of Chemical Formula 6 is methacrylic acid (MAA), the compound of Chemical Formula 7 is 2- (dimethylamino) ethyl methacrylate (DMAEMA) Is N-isopropylacrylamide (NIPAM). The content of the second monomer in the polymerization raw materials excluding the solvent may be 1 to 95% by weight, preferably 10 to 90% by weight, more preferably 20 to 80% by weight. If the amount of the second monomer is too small, the second monomer may not be branched, and if it is too large, a homopolymer may be formed or aggregation may occur. In addition, the ratio of the first monomer to the second monomer may be 0.1 to 10, preferably 0.3 to 5, more preferably 0.5 to 2 in terms of molar ratio. If the ratio of the second monomer is too small, the adsorption capacity may decrease. If the ratio of the second monomer is too large, the adsorption capacity can be increased, but the basicity may become poor and the processability may be deteriorated.

As the crosslinking agent, the compound of the formula (9) can be used. The compound of Formula 9 may be poly (ethylene glycol) diacrylate (PEGDA), and the molecular weight (Mw) may be 575 ± 100. The swelling phenomenon in water can be maximized by using PEGDA as a crosslinking agent. The content of the crosslinking agent in the polymerization raw materials excluding the solvent may be 0.5 to 50 wt%, preferably 1 to 40 wt%, more preferably 3 to 30 wt%. If the amount of the crosslinking agent is too small, crosslinking may not be carried out, and if it is too large, hydrogel may be formed.

The initiator is not particularly limited, and for example, ammonium persulfate (APS) may be used. The content of the initiator in the polymerization raw materials excluding the solvent may be 0.05 to 30% by weight, preferably 0.1 to 20% by weight, more preferably 0.3 to 10% by weight. If the amount of the initiator is too small, the reaction may not proceed, while if too large, the polymerization heat may be difficult to control.

The solvent is not particularly limited, but water is preferably used. That is, the polymeric adsorbent of the present invention is preferably polymerized in the water phase. The content of the solvent may be 2 to 50 times, preferably 5 to 40 times, and more preferably 8 to 30 times the total weight of the polymerization raw materials (first monomer, second monomer, crosslinking agent, initiator) excluding the solvent. That is, the weight ratio of the solvent to the remaining polymerization material may be 1: 2 to 1:50, preferably 1: 5 to 1:40, more preferably 1: 8 to 1:30. If the amount of the solvent is too small, the stability of the reaction may be deteriorated, and if too large, the productivity may be deteriorated.

In the present invention, the polymerization is preferably carried out using a free radical polymerization method and a solution polymerization method. Fig. 2 schematically shows a free radical polymerization method. In the radical polymerization, the atoms at the terminal of the growth polymer are polymerized in a free radical state having one free electron. As shown in FIG. 2, the radical polymerization includes a chain initiation reaction, a chain growth reaction, and a chain stop reaction step, and it is possible to control the molecular weight or predict the composition of the copolymer.

Fig. 3 schematically shows a solution polymerization method. Solution polymerization is a method in which monomers are dissolved in an appropriate solvent to cause polymerization in a solution state. Solution polymerization reduces the viscosity of the polymerization system and makes it easy to control the heat of polymerization, thereby avoiding local heat generation or rapid heat generation. It is easy to control the molecular weight, is also advantageous in removing catalysts and other additives, Suitable.

 As shown in FIG. 3, according to the present invention, a polymer solution is formed by heating polymerization of an aqueous solution containing a monomer dissolved in a non-reactive solvent, followed by filtration and evaporation to obtain a polymer adsorbent in flake form . Filtration can be carried out by dialysis and evaporation can be carried out by vacuum drying. In the present invention, it is possible to synthesize a flaky type branched polymer adsorbent by using a free radical polymerization method and introducing a solution polymerization method therein.

The polymerization reaction according to the present invention is as shown in the following reaction formula, whereby a swellable copolymer functionalized with an amine and an acrylate at the terminal can be synthesized.

[Reaction Scheme 1]

The polymerization atmosphere may be air or a nitrogen atmosphere. The polymerization temperature may be 40 to 100 占 폚, preferably 50 to 90 占 폚, more preferably 60 to 80 占 폚. The polymerization pressure may be 0.1 to 10 atm, preferably 0.3 to 5 atm, more preferably 0.5 to 3 atm. The polymerization time may be 1 to 100 hours, preferably 5 to 70 hours, more preferably 10 to 40 hours.

Hereinafter, the present invention will be described in more detail by way of examples.

[Example 1]

Poly( Allylamine - co-methacrylic acid) ( poly ( AA - co - MAA ) Preparation of adsorbent

A 250 ml reactor was charged with 4 g of AA as a first monomer, 5 g of MAA as a second monomer, 0.5 g of PEGDA as a crosslinking agent and 130 ml of distilled water as a solvent and then adding 0.2 g of APS as an initiator, The polymerization reaction was initiated. The polymerization was carried out under a nitrogen atmosphere, a normal pressure and a temperature of 65 ° C for 1440 minutes. After completion of the polymerization, the poly (AA-co-MAA) adsorbent in flake form was prepared by filtration through dialysis and vacuum drying. The yield was about 95%. The structure of the prepared poly (AA-co-MAA) adsorbent was confirmed by Fourier transform infrared spectroscopy (FT-IR) and the data was attached in FIG.

[Example 2]

Poly( Allylamine - co-2- (dimethylamino) Ethyl methacrylate ) ( poly ( AA - co - DMAEMA ) Preparation of adsorbent

A 250 ml reactor was charged with 3 g of AA as a first monomer, 7 g of DMAEMA as a second monomer, 0.6 g of PEGDA as a crosslinking agent and 130 ml of distilled water as a solvent and then adding 0.2 g of APS as an initiator, The polymerization reaction was initiated. The polymerization was carried out under a nitrogen atmosphere, a normal pressure and a temperature of 65 ° C for 1440 minutes. After completion of the polymerization, the polymer was filtered through dialysis and vacuum dried to prepare poly (AA-co-DMAEMA) adsorbent in flake form. The yield was about 90%. The structure of the prepared poly (AA-co-DMAEMA) adsorbent was confirmed by FT-IR, and the data was attached in FIG.

[Example 3]

Poly( Allylamine -Co-N- Isopropyl acrylamide ) ( poly ( AA - co - NIPAM ) Preparation of adsorbent

A 250 ml reactor was charged with 7 g of AA as a first monomer, 3 g of NIPAM as a second monomer, 0.6 g of PEGDA as a crosslinking agent and 130 ml of distilled water as a solvent and then adding 0.1 g of APS as an initiator, The polymerization reaction was initiated. The polymerization was carried out under a nitrogen atmosphere, a normal pressure and a temperature of 65 ° C for 1440 minutes. After completion of the polymerization, the poly (AA-co-NIPAM) adsorbent in flake form was prepared by filtration through dialysis and vacuum drying. The yield was about 85%. The structure of the prepared poly (AA-co-NIPAM) adsorbent was confirmed by FT-IR, and the data was attached in FIG.

[Test Example 1]

Swelling  Form of polymer adsorbent

FIG. 5 is a graph showing the FE-SEM (a) of the (a) poly (AA-co-MAA), (b) poly (AA-co- DMAEMA) and field emission scanning electron microscope. In the case of poly (AA-co-MAA) and poly (AA-co-DMAEMA), the surface structure of the synthesized polymer adsorbent has a large surface area because it exists like a thin film in a film form, And the recovery rate is high. In the case of poly (AA-co-NIPAM), the structure is capable of physically adsorbing as well as chemical adsorption, such as pouring water with a spatula-like structure.

[Test Example 2]

Adsorption test

FIG. 6 is an optical microscope image of a palladium adsorption test using poly (AA-co-DMAEMA) (second monomer ratio 1.5) prepared in Example 2 and magnified 400 times. (a) shows the polymer adsorbent swollen in distilled water, (b) and (c) show after 20 seconds and 60 seconds after the addition of the polymer adsorbent to the palladium solution, and the polymer adsorbent adsorbs palladium . ≪ / RTI >

FIG. 7 is a graph comparing adsorption capacities of three metals according to the molar ratio of the second monomer, wherein (a) cobalt (Co), (b) palladium (Pd), and (c) cadmium As a result, the adsorption capacity was increased as the ratio of the second monomer was increased, that is, when the functional group content of the different monomer was increased. Particularly, in the case of Cd, a sample copolymerized with NIPAM monomer (ratio of the second monomer: 1.5) increased in adsorption capacity up to 1,000 mg. This result was attributed to the fact that not only the chemical bonding but also the physical adsorption ability were greatly influenced, Disposable adsorbent. Conversely, in the case of DMAEMA, the adsorption capacity was reduced. For reference, the high-capacity ion-exchange resin has an adsorption capacity of 200 to 300 mg.

FIG. 8 is a graph showing the adsorption capacity of poly (AA-co-MAA) according to the metal concentration. The effect of metal ion concentration on the adsorption of poly (AA-co-MAA) (A) shows a dispersed state, and (b) shows a precipitated state. As a result of comparing the adsorption capacity according to the metal concentration, the adsorption capacity rapidly increased from the metal concentration exceeding 0.04 M, and the critical region was formed between 0.04 M and 0.06 M. At the concentration of 0.06 M, precipitation was formed and high adsorption capacity was obtained, and the efficiency was high because of low critical concentration due to excellent solvent interaction. These results suggest that the polymeric adsorbent of the present invention is highly applicable to a wastewater solution containing a high concentration of metal. Similar results were obtained for Pd and CO.

9 is a graph showing the adsorption equilibrium curve for each metal of poly (AA-co-DMAEMA) (second monomer ratio 1.5), wherein the metal concentration was about 0.05 M; When the adsorption capacity is determined according to time, the existing manganese oxides and other minerals can be completely adsorbed after 12 to 24 hours or 1 week, but in the case of the polymer adsorbent synthesized according to the present invention, rapid adsorption Can be confirmed.

Claims (17)

A polymeric adsorbent represented by the following formula (1):
[Chemical Formula 1]

In this formula,
R ₁ and R ₂ are each independently selected from the following formulas (2) to (4)
(2)

(3)

[Chemical Formula 4]

n is from 1 to 100, m is from 1 to 100, l is from 1 to 100, o is from 1 to 100, p is from 1 to 100, and q is from 1 to 100.
The method according to claim 1,
Wherein the molecular weight of the polymeric adsorbent is 100 to 20,000 as a weight average molecular weight (Mw).
The method according to claim 1,
Wherein the surface area of the polymeric adsorbent is from 1 to 1,000 mg ² g ^-1 .
The method according to claim 1,
Wherein the polymeric adsorbent swells by 1 to 100% greater than the original volume in the aqueous phase.
The method according to claim 1,
Wherein the polymeric adsorbent is in the form of a flake.
The polymer according to claim 1, which comprises a step of polymerizing a raw material comprising a first monomer represented by the following formula (5), a second monomer selected from the following formulas (6) to (8), a crosslinking agent represented by the following formula Method of producing adsorbent:
[Chemical Formula 5]

[Chemical Formula 6]

(7)

[Chemical Formula 8]

[Chemical Formula 9]

In the above formula, n is 1 to 100.
The method according to claim 6,
Wherein the initiator is ammonium persulfate and the solvent is water.
The method according to claim 6,
The content of the first monomer is 1 to 95% by weight, the content of the second monomer is 1 to 95% by weight, the content of the crosslinking agent is 0.5 to 50% by weight, the content of the initiator is 0.05 to 30% by weight in the polymerization raw materials excluding the solvent , And the weight ratio of the solvent to the rest of the polymerization raw material is 1: 2 to 1:50.
The method according to claim 6,
Wherein the ratio of the first monomer to the second monomer is 0.1 to 10 in terms of molar ratio.
The method according to claim 6,
Wherein the polymerization is carried out using a free radical polymerization method and a solution polymerization method.
The method according to claim 6,
And filtering the synthesized polymer after dialysis and vacuum-drying the synthesized polymer after polymerization is completed.
The method according to claim 6,
Wherein the polymerization atmosphere is air or a nitrogen atmosphere, the polymerization temperature is from 40 to 100 占 폚, the polymerization pressure is from 0.1 to 10 atm, and the polymerization time is from 1 to 100 hours.
A method for treating metal ions, comprising the step of adsorbing metal ions using the polymeric adsorbent according to claim 1.
14. The method of claim 13,
Wherein the polymeric adsorbent induces precipitation through coordination bond with the metal ion.
14. The method of claim 13,
The adsorption capacity of the polymeric adsorbent is in the range of 50 to 300 mg / g for cobalt, 100 to 450 mg / g for palladium, and 100 to 1,200 mg / g for cadmium, based on 1 g of the polymeric adsorbent. Lt; / RTI >
14. The method of claim 13,
Wherein the polymeric adsorbent reaches 70 to 100% of the maximum adsorption capacity within 1 hour.
14. The method of claim 13,
Wherein the concentration of the metal ion is 0.01 to 1 M.

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