KR101413978B1 - Eco-friendly anion exchange membrane and manufacturing method for thereof - Google Patents

Abstract

The present invention relates to an environmentally friendly anion exchange membrane and a method for producing the same. More specifically, the present invention relates to a process for producing an anion exchange membrane, which comprises subjecting a copolymer containing an amide monomer, a styrene monomer and a hydroxy (C1-C20) alkyl (meth) And an anion exchange membrane by heat treatment to produce an anion exchange membrane, and to an environmentally friendly anion exchange membrane having excellent electrical properties and ion exchange ability, and a method for producing the same.

Description

BACKGROUND OF THE INVENTION 1. Field of the Invention [0001] The present invention relates to an anion-

The present invention relates to an environmentally friendly anion exchange membrane and a method for producing the same. More specifically, the present invention relates to a process for producing an anion exchange membrane, which comprises subjecting a copolymer containing an amide monomer, a styrene monomer and a hydroxy (C1-C20) alkyl (meth) And an anion exchange membrane by heat treatment to produce an anion exchange membrane having excellent electrical properties and ion exchange capacity, and a method for producing the same.

Ion exchange membranes are attracting worldwide attention because they are easy to process, have excellent selectivity for specific ions, and have a wide range of applications, especially the use of fossil fuels to reduce the production of environmentally friendly new and renewable energy. Due to the rapid increase in the use of electronic products such as small notebooks and mobile phones, research on ion exchange membranes, which is a core material thereof, has been actively carried out in accordance with the necessity of development of high-capacity battery and high capacity battery.

The ion exchange membrane is a resin having an ion exchange function. The ion exchange membrane is classified into a cation exchange membrane and an anion exchange membrane depending on the type of fixed-ion group in the membrane. The cation exchange membrane selectively passes through the cation exchange membrane. As well.

Such an ion exchange membrane should have excellent ion exchange ability as well as selective permeability, have a small electric resistance and diffusion coefficient, have excellent electrical properties, and have a low manufacturing cost. Particularly, ion exchange membranes in the field of fuel cells or redox flow cells require better ion exchange capacity and electrical properties than conventional membranes.

However, when a cation exchange membrane such as Dafone's Nafion 117 ion exchange membrane is used for a redox flow cell, a crossover of vanadium ions occurs seriously, thereby causing a self-discharge of the battery, resulting in a battery having a low efficiency do. Therefore, as an effective way to solve this problem, a method has been proposed in which cationic groups of the ion exchange membrane have charge repulsion with vanadium ions in the solution by using an anion exchange membrane in the redox flow cell.

To produce such anion exchange membranes, it has been common practice to subject the membranes to chloromethylation and quaternarization to give functional groups. However, this functionalization uses a substance called chloromethylether which is potentially harmful to humans and carcinogenic. Also, the aminating agent used in the quaternary amination process is trimethylamine or 4-vinylpyridine, which is also harmful, and the precursor is chloromethylstyrene, which is expensive. .

Korean Patent Laid-Open Publication No. 10-2004-0100316 (Patent Document 1) discloses that a polymerization solution containing vinylbenzyl chloride, a swelling promoting monomer, divinylbenzene and a photoinitiator is internally absorbed into a nonporous low density polyethylene film, irradiated with ultraviolet rays, Discloses the preparation of anion exchange membranes through a quaternization reaction. However, since the absorption capacity of the nonporous membrane is limited, the improvement of the ion exchange capacity is limited and the ultraviolet rays are not easily permeated into the membrane, There arises a problem that the ion exchange capacity is significantly reduced. Also, amines such as trimethylamine, diphenylamine and the like are used for the quaternary amination reaction, and the monomers are scattered in the atmosphere during the production process.

In Korean Patent Laid-Open No. 10-2010-0013871 (Patent Document 2), a porous olefin film is prepared by polymerizing a porous olefin film in a polymerization solution in which an amination reaction inertity is mixed with a styrene monomer, a vinylbenzene monomer, The present inventors have disclosed that an anion exchange membrane is prepared by introducing quaternary ammonium ions after closing and crosslinking the interior of the porous film. However, when the composite membrane is formed by immersion in a porous film, the mechanical properties are significantly reduced. The ion exchanging ability is remarkably deteriorated when the ion exchange membrane is formed thick, so that there is a problem that performance as an ion exchange membrane can not be expected. Further, the use of an aminating agent such as trimethylamine for the amination reaction is harmful to human bodies and the price of monomers is high.

Therefore, there is a continuing demand for the development of an environmentally friendly anion exchange membrane having excellent electrical properties and ion exchange ability and excellent mechanical properties while forming a thin film of the ion exchange membrane.

Korean Patent Publication No. 10-2004-0100316 Korean Patent Publication No. 10-2010-0013871

In order to solve the above-mentioned problems, the present invention provides a process for preparing a copolymer containing an amide monomer, a styrene monomer and a hydroxy (C1-C20) alkyl (meth) acrylate monomer, It is an object of the present invention to provide an anion exchange membrane having excellent electrical properties and ion exchange ability by producing a membrane.

It is another object of the present invention to provide an environmentally friendly anion exchange membrane which is not harmful to human body and has improved electrical properties and ion exchange ability by using glycidyltrimethylammonium chloride as the aminating agent in the amination reaction.

It is another object of the present invention to provide a method for producing the anion exchange membrane.

In order to achieve the above object, the present invention provides an anion exchange membrane prepared by aminating and heat-treating a copolymer containing an amide monomer, a styrene monomer and a hydroxy (C1-C20) alkyl (meth) acrylate monomer, .

Wherein the molar concentration (mol%) of the amide monomer is 20 to 60 mol%, the molar concentration (mol%) of the styrenic monomer is 20 to 60 mol%, and the hydroxy (C1-C20) The molar concentration (mol%) of alkyl (meth) acrylate is preferably 10 to 50 mol%.

The amide monomer may be selected from the group consisting of acrylamide, methacrylamide, N-methylacrylamide, N-methylmethacrylamide, N-ethyl acrylamide, N-ethylmethacrylamide, N-propylacrylamide, (C1-C20) alkyl (meth) acrylate, and the styrene-based monomer is at least one selected from alpha methyl styrene, styrene, and trifluorostyrene, The rate-based monomers may be one or more selected from the group consisting of hydroxyethyl acrylate, hydroxypropyl acrylate, 2-hydroxyethyl methacrylate and hydroxypropyl methacrylate.

The anion exchange membrane described above may preferably have an ion exchange capacity of 1.0 to 3.0 meq / g and an electrical resistance of 0.5 to 5.0 Ω cm 2. The anion exchange membrane may be formed of a mixture of wastewater For processing, for fuel cells, for secondary batteries, or for redox flow cells.

The present invention also relates to a process for preparing a copolymer, which comprises the steps of: a) preparing a copolymer containing an amide monomer, a styrene monomer and a hydroxy (C1-C20) alkyl (meth) acrylate monomer; b) an amination step of aminating the copolymer; And c) a step of casting the aminated copolymer and heat-treating the aminated copolymer, wherein the amination reaction uses glycidyl trimethyl ammonium chloride.

In step a), the amide monomer may be selected from the group consisting of acrylamide, methacrylamide, N-methyl acrylamide, N-methyl methacrylamide, N-ethyl acrylamide, N-ethyl methacrylamide, Propyl methacrylamide, and the styrenic monomer is at least one selected from alpha methyl styrene, styrene, and trifluorostyrene, and the hydroxy (C1-C20 ) The alkyl (meth) acrylate monomer may be one or more selected from the group consisting of hydroxyethyl acrylate, hydroxypropyl acrylate, 2-hydroxyethyl methacrylate and hydroxypropyl methacrylate.

In the step c), the heat treatment is preferably performed at a rate of 10 ° C per hour from 60 ° C to 130 ° C, and is cooled at a rate of 10 ° C per hour.

According to the environmentally friendly anion exchange membrane and the method for producing the same of the present invention, a copolymer containing an amide monomer, a styrene monomer and a hydroxy (C1-C20) alkyl (meth) acrylate monomer is subjected to an amination reaction, An anion exchange membrane is advantageous in that it has excellent electrical properties and ion exchange ability.

In addition, an amide monomer having excellent chemical resistance to heat, acid, alkali and surfactant, a styrene monomer having excellent dimensional stability and a hydroxy (C1-C20) alkyl (meth) acrylate monomer having flexibility are used The anion exchange membrane is advantageous in that it is flexible and has excellent durability and chemical resistance.

Further, in the production of an anion exchange membrane, there is an advantage that an environmentally friendly anion exchange membrane having excellent electrical properties and ion exchange ability can be produced by amination using glycidyltrimethylammonium chloride which is an environmentally friendly aminating agent.

Anion exchange membranes having these properties can be used for wastewater treatment processes, fuel cells, secondary batteries, or redox flow cells.

BRIEF DESCRIPTION OF THE DRAWINGS FIG. 1 is a schematic view showing a method of manufacturing an environmentally friendly anion exchange membrane of the present invention. FIG.
2 shows the reaction mechanism of the environmentally friendly anion exchange membrane of the present invention.

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, preferred embodiments of the environmentally friendly anion exchange membrane of the present invention and a method for producing the same will be described in detail. The present invention may be better understood by the following examples, which are for the purpose of illustrating the present invention and are not intended to limit the scope of protection defined by the appended claims.

In order to accomplish the above object, the present invention relates to an anion exchange membrane prepared by aminating and heat-treating a copolymer containing an amide monomer, a styrene monomer and a hydroxy (C1-C20) alkyl (meth) acrylate monomer will be.

The amide monomer is added to impart chemical resistance to heat, acids, alkalis, surfactants, etc., thereby improving the resistance to an electrolyte used in a fuel cell or a redox flow cell, Exchange capability can be maintained excellent. The amide monomer may be any of known amide monomers and may be, for example, acrylamide, methacrylamide, N-methylacrylamide, N-methylmethacrylamide, N- Ethyl acrylate, ethyl acrylate, ethyl acrylate, ethyl acrylate, ethyl methacrylate, N-propyl acrylamide and N-propyl methacrylamide, and more preferably acrylamide or methacrylamide is more effective in producing the copolymer It is effective because it can realize chemical properties.

The amide monomer is preferably 20 to 60 mol% in the molar concentration (mol%) of the total monomers. If the concentration of the amide monomer is less than 20 mol%, the site for quaternary amination can be reduced, and the ion exchange capacity when the anion exchange membrane is produced may be low. If the concentration exceeds 60 mol%, the hydrophilic property of the anion exchange membrane is increased A problem unsuitable for use as an ion exchange membrane may occur.

The styrenic monomer is added to improve the durability of the anion exchange membrane by containing a benzene structure excellent in structural dimensional stability. The styrenic monomer is added to the anion exchange membrane such as ethylbenzene, divinylbenzene, ethylvinylbenzene, (styrene monomer), and it is more preferable to use one or more of them, more preferably a styrene monomer.

The styrene-based monomer is preferably 20 to 60 mol% in the molar concentration (mol%) of the whole monomers. If the concentration of the styrene monomer is less than 20 mol%, the quaternary amination site decreases, and the ion exchange capacity when the anion exchange membrane is produced may be low. When the concentration exceeds 60 mol%, the brittleness of the anion exchange membrane is increased A problem that it is difficult to produce an ion exchange membrane may occur.

The hydroxy (C1-C20) alkyl (meth) acrylate monomer is added to improve the flexibility of the anion exchange membrane and to improve the dimensional stability and mechanical properties through the crosslinking reaction, and hydroxyethyl acrylate (HEA ) Selected from hydroxypropyl acrylate (HPA), 2-hydroxyethyl methacrylate (2-HEMA), and hydroxypropyl methacrylate (HPMA) Or two or more, and more preferably hydroxyethyl acrylate, is effective, but is not limited thereto.

It is preferable that the hydroxy (C1-C20) alkyl (meth) acrylate monomer is 10 to 50 mol% in the molar concentration of the whole monomers. When the concentration of the hydroxy (C1-C20) alkyl (meth) acrylate monomer is less than 10 mol%, the crosslinking reaction is not sufficiently carried out and the mechanical properties are decreased, so that it may not be suitable for use as an anion exchange membrane. , The excessive crosslinking of the anion exchange membrane deteriorates the amination reaction, thereby decreasing the ion exchange capacity and the electrical properties, so that the performance of the ion exchange membrane can not be expected.

It is preferable to prepare the above-mentioned amide-based monomer, styrene-based monomer and hydroxy (C1-C20) alkyl (meth) acrylate monomer as a copolymer through free radical polymerization. In the present invention, benzoyl peroxide (BPO), dicumyl peroxide (DCP), azobisisobutyronitrile (AIBN) and the like may be used, but the present invention is not limited thereto. When the amount of the reaction initiator is less than 0.01 mol%, sufficient crosslinking does not occur, so that the terpolymerization is difficult. When the amount of the reaction initiator is more than 1.0 mol%, the content of the reaction initiator itself There is a problem that the physical properties are deteriorated.

In order to introduce an anion exchange group into a copolymer containing the above-mentioned amide monomer, styrene monomer and hydroxy (C1-C20) alkyl (meth) acrylate monomer to impart ion exchange ability, quaternary amine And the foliation reaction proceeds. The amination reaction is not particularly limited and a known method can be employed. For example, a method of reacting with a quaternary ammonium salt using an amine compound. As the amine compound, trimethylamine, dimethylethanolamine, methyldiethanolamine and the like can be used. However, it is harmful to human body and has a carcinogenic component. In the present invention, glycidyltrimethylammonium chloride is used, . Amidation with glycidyltrimethylammonium chloride makes it possible to produce an environmentally friendly anion exchange membrane with improved electrical properties and ion exchange ability.

The content of glycidyltrimethylammonium chloride is preferably 10 to 50 mol%, more preferably 10 to 30 mol%, of the total monomers, and the ion exchange capacity is effectively imparted to the anion exchange membrane without reducing the mechanical properties of the anion exchange membrane, So it is effective.

When the content of glycidyltrimethylammonium chloride is less than 10 mol%, sufficient ion exchanger is not introduced, so that the ion exchange ability is decreased, which is not suitable for use as an ion exchange membrane. Further, when the content exceeds 50 mol% So that there is a problem of increasing the manufacturing cost while reducing the efficiency.

The above-described anion exchange membrane has an ion exchange capacity of 1.0 to 3.0 meq / g and an electric resistance of 0.5 to 5.0 Ω cm 2, thereby being used as an ion exchange membrane for a wastewater treatment process, a fuel cell, a secondary battery or a redox- .

Hereinafter, the method for producing the environmentally friendly anion exchange membrane of the present invention will be described in more detail.

a) preparing a copolymer to prepare a copolymer containing an amide monomer, a styrene monomer and a hydroxy (C1-C20) alkyl (meth) acrylate monomer;

b) an amination step of aminating the copolymer; And

and c) casting and heat-treating the aminated copolymer.

The step (a) may include an amide monomer excellent in chemical resistance, a styrene monomer excellent in structural dimensional stability, and a hydroxy (C1-C20) alkyl (meth) acrylate monomer imparting flexibility to the ion exchange membrane, To synthesize the copolymer.

For example, the reaction is carried out in a nitrogen atmosphere at a temperature of 40 to 100 ° C. for 2 hours and 20 hours, and the reaction product is washed with an organic solvent such as distilled water, a (C1-C3) lower alcohol or acetone, And drying in a vacuum oven at 40 DEG C for 6 to 36 hours.

The step b) is a step of carrying out an amination reaction using a quaternary amine in order to impart the ion exchange ability to the copolymer synthesized in the step a). The quaternary amine can be used without limitation, By using glycidyltrimethylammonium chloride, an anion exchange membrane having excellent electrical characteristics and ion exchange ability and being environmentally friendly can be produced.

The conditions for the amination reaction are not particularly limited, but for example, the copolymer of a) is dissolved in N, N-dimethylformamide in an amount of 30 to 70% by weight, and glycidyltrimethylammonium chloride By reacting the monomer at 10 to 50 mol% of the monomer at 40 to 70 DEG C for 1 to 12 hours. The reaction mechanism for such an amination reaction is specifically shown in FIG.

In the step c), an anion exchange membrane is prepared by casting and heat-treating the aminated copolymer synthesized in the step b).

In the step c), quenching may be performed before casting to remove unreacted materials and impurities, and then re-dried. Quenching can improve the ion exchange ability by removing impurities and unreacted materials remaining in the copolymer by dropping the copolymer dissolved in methanol or ethanol or the like.

It is effective that the casting is performed by dissolving the re-dried aminated copolymer in a solvent, adding a cross-linking agent and a catalyst, and casting the cast on a glass plate. The crosslinking agent to be used at this time ultimately plays a role in swelling degree and crosslinking degree of the film, and is not particularly limited, but aldehyde type, amide type, acrylate type, isocyanate type and the like can be used. The amount of the crosslinking agent is preferably 5 to 30% by weight of the copolymer composition. When the amount is less than 5% by weight, the crosslinking agent is not sufficiently crosslinked, so that it may be difficult to produce an ion exchange membrane. So that the brittleness of the anion exchange membrane is increased and the mechanical properties may be reduced. In addition, the catalyst serves to accelerate the crosslinking reaction. Examples of the catalyst include hydrochloric acid, benzoyl peroxide (BPO), dicumyl peroxide (DCP) or azobisisobutylonitrile (azobisisobutyronitrile, AIBN), and the like, but are not limited thereto. When the amount of the catalyst is less than 0.2% by weight, crosslinking promotion is insignificant. When the amount of the catalyst is more than 1.5% by weight, mechanical properties are deteriorated due to a rapid crosslinking reaction caused by excessive addition of the catalyst There may be a problem.

Such a casting is not limited as long as it is a casting method in which the thickness can be controlled, and it is effective to use a doctor blade because it is easy to control the thickness.

In the heat treatment, it is preferable to heat the casted film in a vacuum oven at a rate of 10 ° C per hour from 60 ° C to 130 ° C, and to cool the film at a rate of 10 ° C per hour.

The anion exchange membrane prepared in this way can be prepared as an OH ^- form anion exchange membrane by impregnation in a 1M KOH solution for 24 hours. When the anion exchange membrane has a thickness of 90 to 200 μm, the ion exchange capacity and electrical properties are better .

Hereinafter, the environmentally friendly anion exchange membrane of the present invention will be described in detail with reference to examples and comparative examples.

Property measurement

1. Measurement of ion exchange capacity

In order to measure the ion exchange capacity of the anion exchange membrane of the present invention, the sample was immersed in a NaCl solution using a Mohr titration method to completely replace the quaternary ammonium group in the form of -N ⁺ (C ₃ H ₅ ) ₃ Cl ^- M Na ₂ CO ₃ solution to replace with N ⁺ (C ₃ H ₅ ) ₃ CO ₃ ^- . To this solution, 1 ~ 2 drops of 5% potassium chromate solution was added dropwise, and then AgNO ₃ was added until reddish brown precipitate The amount of AgNO ₃ consumed by dropwise addition was determined, and the ion exchange capacity of the anion exchange membrane was calculated according to the following formula 1.

[Formula 1]

은 소모된 AgNO₃의 부피,

은 적정에 사용된 AgNO₃ 용액의 농도이다. 측정한 이온교환용량 값을 하기 표 2에 나타내었다.
Where W _dry is the weight of the dried membrane,

The volume of spent AgNO ₃ ,

Is the concentration of AgNO ₃ solution used for titration. The measured ion exchange capacity values are shown in Table 2 below.

2. Electrical resistance and electrical conductivity measurement

For measuring the electrical resistance and electrical conductivity of the anion exchange membrane of the present invention, the membrane was cut into 2 cm 2 cm and immersed in 0.5 M NaCl solution for 24 hours or more to reach equilibrium. The membrane was then inserted into an electrochemical cell, in was calculated an electrical resistance, and electrical conductivity of the electrical resistance (R ₁₎ to the measured, and the measuring resistance (R ₂₎ of the only electrolyte solution, remove film formula 2 and an anion exchange membrane according to the equation 3, the measured electrical resistance and The electrical conductivity values are shown in Table 2 below.

(R is the calculated value of Equation 2, L is the film thickness (占 퐉), and A is the area.

[Example 1]

Copolymer synthesis step

Acrylamide, styrene, and hydroxyethylacrylate monomer were placed in a 1 L four-necked flask reactor equipped with a stirrer, a condenser, a nitrogen inlet, and a sample injection port device as shown in Table 1 below An azobisisobutyronitrile (AIBN) initiator is added in an amount of 0.1 mol% based on the total molar amount of the monomers to proceed the polymerization reaction. The polymerization reaction was carried out in a nitrogen atmosphere at 50 ° C. for 10 hours. The reaction product was washed with acetone and dried in a vacuum oven at 30 ° C. for 12 hours to synthesize a copolymer.

Copolymer Amination  step

In order to introduce an amine group into the copolymer, the copolymer was dissolved in N, N-dimethylformamide in an amount of 60% by weight in order to carry out the amination reaction of the copolymer, and then the content of glycidyltrimethylammonium chloride was added to the total monomer Of 20% mol and the amination reaction proceeds at 60 ° C for 24 hours.

Casting the aminated copolymer and subjecting it to heat treatment

After the aminated copolymer was completely dissolved in dimethylsulfoxide, 20 wt% of glutaric anhydride as a crosslinking agent and 1.0 wt% of hydrochloric acid as a catalyst were added to 100 wt% of the aminated copolymer, % And the mixture was stirred for 30 minutes. The resultant is cast into a doctor blade having a thickness of 120 μm, heated from 60 ° C. to 130 ° C. at a rate of 10 ° C. per hour, and cooled at a rate of 10 ° C. per hour to prepare an anion exchange membrane. The prepared anion exchange membrane was impregnated with 1 M KOH solution for 24 hours to prepare an OH ^{- - form} anion exchange membrane.

[Example 2-4]

The ion exchange capacity, electrical resistance and electrical conductivity were measured in the same manner as in Example 1, except that the monomer content was changed as shown in Table 1 below.

[Example 5-6]

The ion exchange capacity, electrical resistance and electrical conductivity were measured in the same manner as in Example 1 except that the content of glycidyltrimethylammonium chloride was changed as shown in Table 1 below.

[Comparative Example 1]

Copolymer Amination  step

As shown in the following Table 2, in order to introduce an amine group into the copolymer, the copolymer was dissolved in N, N-dimethylformamide in an amount of 60% by weight in order to carry out the amination reaction of the copolymer, and the content of trimethylamine was adjusted to 20 % mol, and the amination reaction was carried out at 60 ° C. for 24 hours. The ion-exchange capacity, electrical resistance and electric conductivity were measured in the same manner as in Example 1, and the results are shown in Table 3 below.

[Comparative Example 2-4]

As shown in the following Table 2, the same procedures as in Comparative Example 1 were carried out except that triethylamine, tripropylamine and tributylamine were used as the aminating agents, respectively. The ion exchange capacity, electrical resistance and electrical conductivity were measured Table 3 shows the results.

[Table 1]

[Table 2]

[Table 3]

As shown in Table 3, Examples 1 to 6 are superior to Comparative Examples 1 to 4 in ion exchange capacity, electrical resistance and electrical conductivity.

As shown in Comparative Examples 1 to 4, when amine amines of general amines were used without using glycidyltrimethylammonium chloride, the ion exchange capacity and electrical conductivity were drastically reduced and the electrical resistance was increased, which was not suitable as an ion exchange membrane And it was found.

In addition, as shown in Examples 1 to 6, a copolymer prepared from an amide-based monomer, a styrene-based monomer and a hydroxy (C1-C20) alkyl (meth) acrylate-based monomer was reacted with glycidyltrimethylammonium chloride It was found that the aminophilizing agent had remarkably improved ion exchange capacity and electrical properties, and an environmentally friendly anion exchange membrane can be produced by not using an amine which is harmful to the human body.

While the present invention has been described in connection with what is presently considered to be the most practical and preferred embodiment, it is to be understood that the invention is not limited to the disclosed embodiments, but, on the contrary, is intended to cover various modifications and equivalent arrangements included within the spirit and scope of the invention. Accordingly, the above description should not be construed as limiting the scope of the present invention defined by the limits of the following claims.

Claims (9)

(C 1 -C 20) alkyl (meth) acrylate monomers, which are prepared by aminating and heat-treating a copolymer containing an amide monomer, a styrene monomer and a hydroxy (C 1 -C 20) alkyl
Anion exchange membrane characterized in that glycidyltrimethylammonium chloride is used for the amination reaction.
The method according to claim 1,
Wherein the molar concentration (mol%) of the amide monomer is 20 to 60 mol%, the molar concentration (mol%) of the styrenic monomer is 20 to 60 mol%, and the hydroxy (C1-C20) Wherein the molar concentration (mol%) of the alkyl (meth) acrylate is 10 to 50 mol%.
The method according to claim 1,
The amide monomer may be selected from the group consisting of acrylamide, methacrylamide, N-methylacrylamide, N-methylmethacrylamide, N-ethyl acrylamide, N-ethylmethacrylamide, N-propylacrylamide, And at least one kind selected from the group consisting of
Wherein the styrene-based monomer is at least one selected from alpha methyl styrene, styrene, and trifluorostyrene,
The hydroxy (C1-C20) alkyl (meth) acrylate monomer may be one or more selected from the group consisting of hydroxyethyl acrylate, hydroxypropyl acrylate, 2-hydroxyethyl methacrylate and hydroxypropyl methacrylate Two or more anion exchange membranes.
delete The method according to claim 1,
Wherein the anion exchange membrane has an ion exchange capacity of 1.0 to 3.0 meq / g and an electrical resistance of 0.5 to 5.0? 占 ㎠ 2.
The method according to any one of claims 1 to 3 and 5,
Wherein the anion exchange membrane is for a wastewater treatment process, a fuel cell, a secondary battery, or a redox flow cell.
a) preparing a copolymer to prepare a copolymer containing an amide monomer, a styrene monomer and a hydroxy (C1-C20) alkyl (meth) acrylate monomer;
b) an amination step of aminating the copolymer; And
and c) casting and heat-treating the aminated copolymer,
Wherein the amination reaction uses glycidyl trimethyl ammonium chloride.
8. The method of claim 7,
In step a), the amide monomer may be selected from the group consisting of acrylamide, methacrylamide, N-methyl acrylamide, N-methyl methacrylamide, N-ethyl acrylamide, N-ethyl methacrylamide, N-propylmethacrylamide, and N-propylmethacrylamide.
Wherein the styrenic monomer is at least one selected from alpha methyl styrene, styrene and trifluorostyrene,
The hydroxy (C1-C20) alkyl (meth) acrylate monomer may be one or more selected from the group consisting of hydroxyethyl acrylate, hydroxypropyl acrylate, 2-hydroxyethyl methacrylate and hydroxypropyl methacrylate A method for producing an anion exchange membrane having two or more species.
8. The method of claim 7,
Wherein the heat treatment in step c) is performed at a rate of 10 ° C / hour from 60 ° C to 130 ° C, and is cooled at a rate of 10 ° C / hour.

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