KR102325730B1 - Chelate resins comprising random copolymer for adsorbing boron ions having an excellent boron ions adsorbing property and method for preparing the same. - Google Patents

Abstract

The present invention relates to a chelate resin for adsorption of boron and a method for preparing the same. Specifically, the present invention relates to a chelate resin for boron adsorption, which has the same internal and external porosity in the boron adsorbent, exceeding a certain level, and remarkably improves the boron adsorption capacity of the adsorbent, and a method for preparing the same.

Description

Random copolymer chelate resin for boron adsorption with improved boron adsorption capacity and method for preparing the same

The present invention relates to a chelate resin for adsorption of boron and a method for preparing the same. Specifically, the present invention provides a chelate resin for boron adsorption capable of sufficiently introducing a functional functional group performing a boron adsorption function and remarkably improving the boron adsorption capacity by having the same internal and external porosity exceeding a certain level, and preparation thereof it's about how

Seawater desalination is a process that removes impurities from seawater containing impurities such as various salts and heavy metals so that it can be used for drinking water or other purposes. 3) and tetrahydroborate anion (B(OH)4-) exist in two forms. In particular, boric acid (B(OH)3) has no polarity and has a fine particle size, so it is difficult to remove it by conventional methods. Therefore, in the case of desalination of seawater in which the concentration of boron (B) is typically in the range of 3 to 6 ppm, only about 60 to 70% of boron (B) present in seawater is removed.

However, the boron (B) concentration in the treated water exceeds the domestic drinking water quality standard of 1 ppm and the World Health Organization (WHO) recommended standard of 0.5 ppm, so it does not meet the drinking water quality standards.

On the other hand, in order to effectively remove boron from seawater containing a high concentration of boron, a boron adsorption method using a chelate resin is applied. The boron adsorption method by the chelate resin has the advantage that the selective adsorption capacity for boron ions is superior to that of other existing methods, and, unlike other boron removal methods, it is possible to repeatedly use the adsorbent prepared from the chelate resin.

On the other hand, Korean Patent Publication No. 10-0512333, Korean Patent Publication No. 10-0561183, and Korean Patent Publication No. 10-0512332 each disclose a chelate resin for adsorption of heavy metal ions or a method for manufacturing the same, but the above There was a problem in that the adsorption capacity of the boron adsorbent prepared from the chelate resin was insufficient, and a functional group performing a boron adsorption function was not sufficiently introduced into the chelate resin to improve the boron adsorption capacity.

Therefore, while it is possible to smoothly introduce functional groups into the chelate resin constituting the boron adsorbent, the boron adsorption chelate resin capable of significantly improving the boron adsorption capacity of the adsorbent by exceeding a certain level in the same internal and external porosity in the boron adsorbent And there is an urgent need for a method for manufacturing the same.

The present invention is capable of sufficiently introducing a functional functional group performing a boron adsorption function into a boron chelate resin, and the internal and external porosity in the boron adsorbent equally exceeds a certain level, thereby remarkably improving the boron adsorption capacity of the adsorbent. An object of the present invention is to provide a random copolymer for boron adsorption and a method for preparing the same.

In order to solve the above problems, the present invention,

A random copolymerization chelate resin for boron adsorption of Formula 1 below is provided.

[Formula 1]

In Formula 1,

a, b and c are integers,

The molar ratio of a: b: c is 85-50: 10-30: 5-20,

R ₁ is a functional group derived from a glucamine compound,

R ₂ is a functional group derived from a low molecular weight amine compound including hydroxy (—OH) and having a molecular weight of 50 to 150.

Here, R ₁ provides a random copolymer chelate resin for boron adsorption, characterized in that N-methyl-D-glucamine.

In addition, R ₂ provides a random copolymerization chelate resin for boron adsorption, characterized in that it comprises at least one selected from the amine compounds of Formulas 5 to 9 below.

On the other hand, there is provided a porous particle formed from the random copolymer chelate resin for adsorption of boron.

In addition, as a method for producing a random copolymer chelate resin for boron adsorption,

After preparing a monomer mixture solution containing a styrene monomer and divinylbenzene, polymerizing the styrene monomer and divinylbenzene contained in the monomer mixture solution to prepare a poly(styrene-Co-divinylbenzene)-based crosslinked resin; A step of introducing a methyl chloride group into the poly(styrene-Co-divinylbenzene)-based cross-linked resin, a functional group derived from a glucamine compound into the poly(styrene-Co-divinylbenzene)-based cross-linked resin into which the methyl chloride group is introduced low molecular weight amines containing hydroxy (-OH) and having a molecular weight of 50 to 150 It provides a method for preparing a random copolymer chelate resin for boron adsorption, comprising the step of introducing a functional group derived from the compound.

Here, the step of introducing a functional group derived from a glucamine compound into the crosslinking resin is prepared in a random copolymer chelate resin for boron adsorption, characterized in that it is performed in a solvent containing distilled water, a good solvent, and an alcohol compatibilizer. provide a way

In addition, the weight ratio of the distilled water and the good solvent is 0.5:1.5 to 1.5:0.5, based on the total content of the solvent, the content of the alcohol compatibilizer is 10 to 40% by weight, the total content of the solvent is As a reference, the content of each of the distilled water and the good solvent is independently from each other 30 to 45% by weight, the good solvent has a polarity of 3.5 to 5.5, a water solubility of 0.8 to 100%, and a boiling point of 55 to 85 ℃, The alcohol compatibilizer has a polarity of 3.9 to 5.5 and a boiling point of 60 to 85° C., and provides a method for preparing a random copolymer chelate resin for adsorption of boron.

And, the good solvent includes at least one selected from the group consisting of methyl ethyl ketone (MEK), acetone, tetrahydrofuran (THF) and dichloroethylene (DCE), and the alcohol compatibilizer is methanol, ethanol and isopropyl It provides a method for producing a random copolymer chelate resin for boron adsorption, characterized in that it comprises at least one selected from the group consisting of alcohol.

Furthermore, the monomer mixture solution contains benzoyl peroxide as a polymerization initiator and isooctane as a pore former, and the content of isooctane is 50 to 120% by volume based on the total volume of the styrene monomer, boron adsorption, characterized in that Provided is a method for preparing a random copolymer chelate resin for use.

On the other hand, the monomer mixture solution is added to a dispersion medium to prepare the poly(styrene-co-divinylbenzene)-based crosslinked resin, and the dispersion medium is hydroxypropylmethyl cellulose (HPMC) as a surfactant in deionized water. It is prepared by adding a which provides a method for producing a random copolymer chelate resin for boron adsorption.

The chelate resin for boron adsorption according to the present invention and a method for preparing the same can effectively introduce a functional functional group that chelates boron to the boron chelate resin into the cross-linked resin, and at the same time increases the porosity inside and outside the adsorbent to a certain level. By implementing a concave-convex structure that satisfies

1 is a graph showing FT-IR analysis results of chelate resins formed from cross-linked resins of Comparative Examples 1 and 1 and 2, respectively.
FIG. 2 is a graph showing the amount of boron ion adsorption of chelate resins formed from cross-linked resins of Comparative Examples 1 and 1 and 2, respectively.
3 is a graph showing a comparison of changes in the amount of boron ion adsorption over time of a chelate resin formed from each of the cross-linked resins of Comparative Examples 1 and 1 and 2;

Hereinafter, preferred embodiments of the present invention will be described in detail. However, the present invention is not limited to the embodiments described herein and may be embodied in other forms. Rather, the embodiments introduced herein are provided so that the disclosed subject matter may be thorough and complete, and that the spirit of the present invention may be sufficiently conveyed to those skilled in the art.

The present invention relates to a chelate resin for boron adsorption.

The chelate resin for boron adsorption according to the present invention may have the molecular structure of Formula 1 below.

[Formula 1]

In Formula 1,

a, b and c are integers,

The molar ratio of a: b: c is 85-50: 10-30: 5-20,

R ₁ is a functional group derived from a glucamine compound,

R ₂ is a functional group derived from a low molecular weight amine compound containing a hydroxyl group (-OH) and having a molecular weight of 50 to 150,

The a, b and c monomers may be randomly arranged to form a random copolymer.

In addition, the chelate resin for boron adsorption formed from the random copolymer may be prepared, for example, by Scheme 1.

[Scheme 1]

As shown in Scheme 1, the method for preparing the chelate resin for boron adsorption of Formula 1 may include the following steps 1 to 4 sequentially.

After preparing a monomer mixture solution containing the styrene monomer of Formula 2 and divinylbenzene (DVB) of Formula 3 below, the styrene monomer and divinylbenzene contained in the monomer mixture solution are polymerized to produce poly(styrene-co-divinylbenzene). Step 1 of introducing a vinylbenzene)-based crosslinking resin,

[Formula 2]

[Formula 3]

Step 2 of introducing a methyl chloride group into the poly(styrene-co-divinylbenzene)-based cross-linked resin;

Step 3 of introducing a functional group derived from a glucamine compound into the poly(styrene-co-divinylbenzene)-based cross-linked resin into which the methyl chloride group is introduced, and

A functional group derived from a low-molecular-weight amine compound having a molecular weight of 50 to 150 and including a hydroxyl group (-OH) in the poly(styrene-co-divinylbenzene)-based cross-linked resin into which a functional group derived from the glucamine compound is introduced Step 4.

Specifically, in step 1, a monomer mixture solution is prepared by mixing a styrene monomer of Formula 2 as a monomer, a polymerization initiator such as divinylbenzene of Formula 3 and benzoperoxide as a crosslinking agent, and a pore former such as isooctane, and deionized water After preparing a dispersion medium by adding a surfactant such as hydroxypropylmethyl cellulose (HPMC) to the poly(styrene-co) -Divinylbenzene)-based crosslinking resin can be synthesized.

In addition, after synthesizing poly(styrene-co-crosslinked resin), the synthesized crosslinked resin is separated and thoroughly washed with distilled water and methanol to remove impurities and dried to crosslink poly(styrene-co-divinylbenzene) Porous beads, pellets, fibers, powders, etc. formed from the resin can be prepared.

In particular, the content of the divinylbenzene of Formula 3 based on the total weight of the monomer may be 5 to 20 mol%, preferably 5 to 15 mol%. Here, when the content of the divinylbenzene is less than 5 mol%, the degree of crosslinking of the crosslinking resin is too low, and the mechanical properties of the porous beads and the like may be insufficient.

On the other hand, when the content of divinylbenzene is more than 20 mol%, the expansion rate of the cross-linked resin in the solvent is insufficient, so that N-methyl-D-glucamine (N- Since it is difficult to introduce a glucamine-based compound such as methyl-D-glucamine (NDMG) or an amine-based compound to the depth of the poly(styrene-co-divinylbenzene)-based cross-linked resin, the final product, poly(styrene-co- As an adsorbent formed from a divinylbenzene)-based chelate resin, the boron adsorption capacity of porous beads, pellets, fibers, and powders is greatly reduced.

In addition, the isooctane as a pore former has good compatibility with the styrene monomer, but is a poor-solvent with poor compatibility with polystyrene. Unlike conventional toluene, which has good compatibility with polystyrene, the apparent density of the cross-linked resin is significantly improved. By reducing it, the porosity of the porous bead can be greatly improved.

Furthermore. When hydroxypropylmethyl cellulose (HPMC) is used as a surfactant added to the dispersion medium, the dispersion stabilization effect is superior to that of conventional polyvinyl alcohol (PVA) and hydroxyethyl cellulose (HEC), and the internal and external porosity is uniform There is an advantage in that it is possible to prepare porous beads of a cross-linked resin that is greatly increased.

Meanwhile, in step 2, the chloride methylation reaction is performed with the crosslinking resin and chloromethylmethyl as a catalyst under a Lewis acid such as _{zinc chloride (ZnCl 2} ), tin chloride (SnCl ₄ ), aluminum chloride (AlCl ₃ ), iron chloride (FeCl _{3 ), etc.} It can be carried out by reaction with ether (Chloro methyl ether; CMME). Here, the cross-linked resin on which the chloride methylation reaction has been completed may be first washed with tertiary distilled water and ethanol after separation by filtration, and then washed secondarily with ethanol at room temperature.

And, in step 3, the chloride methylated crosslinking resin is introduced into a solvent, particularly distilled water such as tertiary distilled water, a good solvent, and a solvent containing a compatibilizer together with a glucamine compound. Chlorine (Cl) of a methyl chloride group A reaction in which is substituted by a glucamine compound is carried out. Here, the glucamine compound may include an alkyl-glucamine, for example, N-methyl-D-glucamine (N-methyl-D-glucamine; NMDG).

In addition, the good solvent performs a function of maintaining the expansion of the cross-linking resin so that glucamine compounds such as N-methyl-D-glucamine can smoothly move deep inside the cross-linking resin, for example, methyl ethyl ketone. (MEK), acetone, tetrahydrofuran (THF), dichloroethylene (DCE), etc. may be included, and preferably methyl ethyl ketone (MEK).

In addition, the compatibilizer performs a function of preventing phase separation in step 3 and may include alcohols such as methanol, ethanol, isopropyl alcohol, etc., preferably ethanol, having a polarity of 3,5 to 5.5, and a boiling point of 60 to 80 °C.

In addition, in step 4, the poly(styrene-co-divinylbenzene)-based chelate resin into which the glucamine compound is introduced contains a hydroxyl group (-OH) and a functional group from a low molecular weight amine compound having a molecular weight of 50 to 150 to introduce The functional group may include, for example, a molecular structure of the following Chemical Formulas 5 to 9, preferably a molecular structure of Chemical Formulas 6 or 8.

[Formula 5]

[Formula 6]

[Formula 7]

[Formula 8]

[Formula 9]

For reference, electrostatic repulsion according to the long chain structure of N-methyl-D-glucamine (NMDG) introduced into the poly(styrene-co-divinylbenzene)-based chelate resin in step 3 _{The methyl chloride group (-CH 2} Cl) and N-methyl-D-glucamine (N-methyl-D-) introduced into the crosslinking resin after the chloromethyl methyl ether (CMME) reaction of step 2 was performed. glucamine;

On the other hand, the method for preparing a chelate resin according to the present invention includes a step 4 of additionally introducing a functional group from a low-molecular-weight amine compound having a molecular weight of 50 to 150 and containing a hydroxyl group (-OH). Minimized so that the chelate resin can more effectively adsorb boron ions.

This includes, in addition to boron adsorption by glucamine compounds such as N-methyl-D-glucamine (NMDG), which has already been introduced in step 3, the hydroxyl group (-OH) and Due to the introduction of a functional group from a low molecular weight amine compound having a molecular weight of 50 to 150, the hydroxyl group (-OH) in the chelate resin further increases, so that the contact between the hydroxyl group and boron ions by electrostatic attraction is more smooth. Thus, it is possible to effectively adsorb boron ions.

In addition, the functional group from the low-molecular-weight amine compound additionally introduced in step 4 is a relatively low-molecular-weight functional group having a molecular weight of 50 to 150, and electrical repulsion between the side chain structures in the chelate resin due to the introduction of the long chain structure of the glucamine-based functional group. In spite of this, it can be introduced into the chelate resin, and thus the boron adsorbent formed from the chelate resin can implement a concave-convex structure (Zig-Zag), so that the porosity inside and outside the boron adsorbent equally exceeds a certain level and at the same time The present invention was completed by experimentally confirming that the adsorption capacity can be remarkably improved.

[Example]

1. Preparation example of chelate resin for boron adsorption

1) Perform Step 1

After stirring for 1 hour to prepare a dispersion medium in which 0.1% of the dispersion stabilizer HPMC is dissolved, 1,200 g of 0.1% HPMC solution is installed in the center of a stirrer made of SUS, and in the other hole for cooling to prevent evaporation of the solution during the reaction The temperature of the dispersion medium was adjusted to 40 °C while rotating the stirrer at 140-150 rpm into a 2L 4-neck baffle-type double jacket reactor equipped with a condenser.

2) Perform step 2

50 g of crosslinking resin and 400 g of CMME were put into a 1L 4-neck double-jacket reactor with a stirrer installed in the center and a condenser for cooling installed in the other one, and the temperature of the reaction product was maintained at 10° C. and stirred at 140-150 prm for 2 hours. .

40 g of ZnCl2, a Lewis acid catalyst, was added to the reactant solution in 20 g each in two portions and reacted for 2 hours. Thereafter, the temperature was raised to 50° C. and reacted for an additional 15 hours, and the cross-linked resin after the chloride methylation reaction was completed was filtered and washed first with tertiary distilled water and ethanol, followed by 2 hours at room temperature with ethanol for 2 hours. A porous bead of a methylated chloride cross-linked resin was prepared by car washing.

3) Perform step 3

50 g of N-methyl-D-glucamine (N-MDG), 200 g of methyl ethyl ketone (MEK), tertiary distilled water in a 1L 4-neck double-jacket reactor with a stirrer installed in the center and a condenser for cooling in the other one. Add 50 g of a wet methylated chloride cross-linked resin together with 200 g and 85 g of ethanol, and after reacting for 20 hours at 80 ° C, the cross-linked resin in which the glucamine group introduction reaction has been completed is first washed with tertiary distilled water, Then, it was washed a second time with tertiary distilled water at room temperature for 2 hours.

4) Perform step 4

In a 1L 4-neck double-jacketed reactor with a SUS stirrer installed in the center of the reactor and a cooling condenser installed in the other one to prevent evaporation of the solution during the reaction, N-methyl produced through wet state up to step 3 -D-glucamine (N-methyl-D-glucamine; NMDG) is introduced by adding 50 g of a chelate resin, 25 g of amino alcohol, and 225 g of a solvent such as tertiary distilled water, maintaining the temperature at about 80 ° C, and reacting for 12 hours. The amino alcohol was introduced into the chelate resin. Thereafter, the cross-linked resin in which the amino alcohol was introduced was first washed with ethanol, and then washed several times with distilled water such as tertiary distilled water to prepare a chelate resin for boron adsorption according to the present invention.

2. Analysis result of chelate resin for boron adsorption

1) FT-IR analysis

The functional group structures of the products of steps 1 to 4 were confirmed using Fourier-transform infrared spectroscopy (Bruker, Alpha_T), and the results are as shown in FIG. 1 .

As shown in FIG. 1, in the case of (a) poly(styrene-co-divinylbenzene) crosslinked resin, which is the product of step 1, the peak due to substitution of styrene and divinylbenzene aromatic in the region of 650 to 850 cm-1 is In the case of (b) methylated chloride poly(styrene-co-divinylbenzene) crosslinked resin, which is the product of step 2, the C-Cl characteristic peak of the methyl chloride group was confirmed in the range of 600 to 700 cm-1, In the case of the product (c) poly(styrene-co-divinylbenzene) chelate resin in which a glucamine group is introduced as an amine group, -OH group vibrational peak was confirmed in the region of 3300-3500 cm-1, and CN of the glucamine group A characteristic peak was confirmed in the region of 1000-1350 cm -1 , and poly (styrene-co-di) into which N-methyl ethanol amine (Formula 6) was introduced as (d) amino alcohol, the product of step 4 In the case of the vinylbenzene) chelate resin, it was confirmed that the chlorine characteristic peak of the methyl chloride group (-CH Cl ) was weakly displayed, and the unreacted methyl chloride group in step 3 was almost absent and mostly substituted.

2) Elemental analysis of cross-linked resin

Prepared by introducing a functional group having a molecular structure of Formula 6 and a functional group having a molecular structure of Formula 8 as an amino alcohol in a poly(styrene-co-divinylbenzene) chelate resin prepared through steps 1 to 4 of the above embodiment sequentially The chelate resins were used as Examples 1 and 2, respectively, and the chelate resin in which no amino alcohol was introduced because it did not include step 4 was used as Comparative Example 1, and the chelate resins of Comparative Examples 1 and 2 Elements contained in the inside were analyzed and measured by Thermo Finnigan FLASH EA-1112 Series Elemental Analyzer (EA), and are shown in Table 1 below.

Here, as a good solvent, the cross-linked resins of Comparative Examples 1, 1, and 2 were added to a solvent prepared in a weight ratio of 1:1.5 to methyl ethyl ketone (MEK) and distilled water, and introduced into each of the cross-linked resins. A substitution reaction was made to occur between the functional group and the chlorine atom.

Element (%) total With or without amino alcohol C H N O Comparative Example 1 X 61.6 7.3 2,9 28.2 100.0 Example 1 O (Formula 6) 64.7 7.7 3.5 24.1 100.0 Example 2 O (Formula 8) 64.7 7.6 3.2 24.5 100.0

As shown in Table 1, it was confirmed that Examples 1 and 2 showed a higher nitrogen (N) content ratio in the cross-linked resin than Comparative Example 1. This is because, as in Examples 1 and 2, chlorine (Cl) is more smoothly substituted by a functional group in the cross-linked resin into which amino alcohol is introduced. When only an amine group such as -methyl-D-glucamine exists, it is analyzed that the nitrogen content ratio is lower because chlorine is not smoothly substituted with an amine group due to the electrostatic repulsive force caused by the side chain structure.

3) Evaluation of boron ion adsorption capacity.

In order to measure the boron adsorption capacity of the cross-linked resin according to the presence or absence of introduction of a low molecular weight functional group such as amino alcohol and the type of functional group, the poly(styrene-co-divinylbenzene) cross-linked resins of Comparative Examples 1, 1 and 2 were used. Weighed 0.2 g each, put them in different containers, and after injecting 20 ml of a boron ion dilution solution (200 ppm) into each of the containers, the boron ions were adsorbed while slowly stirring at 25° C. for 24 hours.

After the boron ions were adsorbed, the concentration change of the boron ion dilution solution was measured using atomic absorption spectroscopy (Thermo Scientific, iCAP 7400). shown as

[Equation 1]

Adsorption amount (mg/g-resin)=((Concentration of diluted boron ion solution before adsorption - concentration of diluted boron ion solution after adsorption (ppm)×10 ^-3 ×20))/(weight of chelate resin (g))

As shown in FIG. 2 , it can be confirmed that the adsorption amount of boron ions in Examples 1 and 2 in which amino alcohol was introduced was increased compared to Comparative Example 1. Due to the additional introduction of amino alcohol, the hydroxyl group (-OH) functional group was further increased, and this resulted in the formation of a concave-convex structure (Zig-zag) together with the amine group in the chelate resin, resulting in more efficient contact with boron ions. can confirm.

On the other hand, in Example 2, in which the amino alcohol having the molecular structure of Formula 6 was introduced, compared to Example 3 in which the amino alcohol having the molecular structure of Formula 8 was introduced, the amount of boron ion adsorption was slightly increased, so the amino alcohol of Formula 6 was It is judged that boron adsorption and uneven structure are generated more smoothly.

4) Change in boron ion adsorption amount according to time

Poly(styrene-co-divinylbenzene) of Comparative Examples 1, 1 and 2 in order to measure the amount of boron ion adsorption over time of the cross-linked resin according to the presence or absence of introduction of a functional group such as amino alcohol and the type of functional group Each 0.2 g of the cross-linking resin was weighed and injected into different containers, and 20 ml of boron ion dilution solution (200 ppm) was injected into each of the containers.

Then, each of the cross-linked resins is slowly stirred at 25° C. for 1 hour to 4 hours and measured 4 times at 1 hour intervals during adsorption, and 4 times at 2 hour intervals during adsorption by slowly stirring for 6 hours to 12 hours. The measured boron ion adsorption amount was calculated based on atomic absorption spectroscopy (Thermo Scientific, iCAP 7400) and Equation 1 above, and the value is shown in FIG. 3 .

As shown in FIG. 3, it was confirmed that most of the boron ions in the poly(styrene-co-divinylbenzene) crosslinked resins of Comparative Examples 1, 1 and 2 were all adsorbed within about 1 hour.

On the other hand, it can be confirmed that the change in the amount of boron ion adsorption with time proceeded at a faster rate in the crosslinked resins of Examples 1 and 2 in which amino alcohol was introduced, compared to Comparative Example 1. It can be confirmed that, when a functional group such as amino alcohol is introduced, boron ions can be adsorbed more rapidly, thereby increasing the adsorption efficiency of the adsorbent.

Although the present specification has been described with reference to preferred embodiments of the present invention, those skilled in the art can variously modify and change the present invention without departing from the spirit and scope of the present invention as set forth in the claims described below. will be able to carry out Therefore, if the modified implementation basically includes the elements of the claims of the present invention, it should be considered that all of them are included in the technical scope of the present invention.

Claims (10)

Random copolymerization chelate resin for boron adsorption of Formula 1 below.
[Formula 1]

In Formula 1,
a, b and c are integers,
The molar ratio of a: b: c is 85-50: 10-30: 5-20,
R ₁ is a functional group derived from a glucamine compound,
R ₂ is a functional group derived from a low molecular weight amine compound including hydroxy (—OH) and having a molecular weight of 50 to 150. According to claim 1,
R ₁ is N-methyl-D-glucamine, characterized in that, boron adsorption random copolymer chelate resin. 3. The method of claim 2,
R ₂ is a random copolymer chelate resin for boron adsorption, characterized in that it comprises at least one selected from the amine compounds of Formulas 5 to 9 below.
[Formula 5]

[Formula 6]

[Formula 7]

[Formula 8]

[Formula 9]

A porous particle formed from the random copolymer chelate resin for boron adsorption according to any one of claims 1 to 3. A method for producing a random copolymer chelate resin for boron adsorption, comprising:
After preparing a monomer mixture solution containing a styrene monomer and divinylbenzene, polymerizing the styrene monomer and divinylbenzene contained in the monomer mixture solution to prepare a poly(styrene-Co-divinylbenzene)-based crosslinked resin;
introducing a methyl chloride group into the poly(styrene-Co-divinylbenzene)-based cross-linked resin;
introducing a functional group derived from a glucamine compound into the poly(styrene-Co-divinylbenzene)-based cross-linked resin into which the methyl chloride group is introduced, and
A functional group derived from a low-molecular-weight amine compound having a molecular weight of 50 to 150 and containing hydroxy (-OH) in the poly(styrene-Co-divinylbenzene)-based cross-linked resin into which a functional group derived from the glucamine compound is introduced A method for preparing a random copolymer chelate resin for boron adsorption according to any one of claims 1 to 3, comprising the step of introducing. 6. The method of claim 5,
The method for producing a random copolymer chelate resin for boron adsorption, characterized in that the step of introducing a functional group derived from a glucamine compound into the crosslinking resin is performed in a solvent containing distilled water, a good solvent, and an alcohol compatibilizer. 7. The method of claim 6,
The weight ratio of the distilled water and the good solvent is 0.5:1.5 to 1.5:0.5,
Based on the total content of the solvent, the content of the alcohol compatibilizer is 10 to 40% by weight,
Based on the total content of the solvent, the content of each of the distilled water and the good solvent is each independently 30 to 45% by weight,
The good solvent has a polarity of 3.5 to 5.5, a water solubility of 0.8 to 100%, and a boiling point of 55 to 85° C.,
The alcohol compatibilizer has a polarity of 3.9 to 5.5 and a boiling point of 60 to 85° C., a method for producing a random copolymer chelate resin for boron adsorption. 8. The method of claim 7,
The good solvent includes at least one selected from the group consisting of methyl ethyl ketone (MEK), acetone, tetrahydrofuran (THF) and dichloroethylene (DCE),
The alcohol compatibilizer comprises at least one selected from the group consisting of methanol, ethanol and isopropyl alcohol. 6. The method of claim 5,
The monomer mixture solution contains benzoyl peroxide as a polymerization initiator and isooctane as a pore former,
The method for producing a random copolymer chelate resin for boron adsorption, characterized in that the content of isooctane is 50 to 120 volume % based on the total volume of the styrene monomer. 6. The method of claim 5,
preparing the poly(styrene-co-divinylbenzene)-based crosslinked resin by introducing the monomer mixture solution into a dispersion medium,
The dispersion medium is prepared by adding hydroxypropylmethyl cellulose (HPMC) as a surfactant to deionized water,
The hydroxypropylmethylcellulose has a weight average molecular weight of 50,000 to 86,000, and the content of the hydroxypropylmethylcellulose is, based on the total weight of the dispersion medium, 0.05 to 1% by weight, boron adsorption random Method for producing a copolymer chelate resin.

Images