KR20160123904A - Water-treatment membrane and method for manufacturing thereof - Google Patents

Water-treatment membrane and method for manufacturing thereof Download PDF

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KR20160123904A
KR20160123904A KR1020150054730A KR20150054730A KR20160123904A KR 20160123904 A KR20160123904 A KR 20160123904A KR 1020150054730 A KR1020150054730 A KR 1020150054730A KR 20150054730 A KR20150054730 A KR 20150054730A KR 20160123904 A KR20160123904 A KR 20160123904A
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South Korea
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layer
adhesive film
pva
carbodiimide
polyvinyl alcohol
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KR1020150054730A
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Korean (ko)
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KR101966823B1 (en
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박형숙
박민수
양세우
신정규
이필
이영주
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주식회사 엘지화학
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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D71/00Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
    • B01D71/06Organic material
    • B01D71/58Other polymers having nitrogen in the main chain, with or without oxygen or carbon only
    • B01D71/62Polycondensates having nitrogen-containing heterocyclic rings in the main chain
    • B01D71/64Polyimides; Polyamide-imides; Polyester-imides; Polyamide acids or similar polyimide precursors
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D71/00Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
    • B01D71/06Organic material
    • B01D71/56Polyamides, e.g. polyester-amides

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Separation Using Semi-Permeable Membranes (AREA)

Abstract

The present invention relates to a water-treatment separation membrane and a manufacturing method thereof. The water-treatment separation membrane comprises: a porous supporter; a polyamide active layer provided on the porous supporter; and an adhesive film provided for at least a portion of the polyamide active layer. According to an embodiment of the present invention, the water-treatment separation membrane has excellent adhesion force, even after a long period of time elapsed underwater.

Description

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a water treatment membrane,

The present invention relates to a water treatment separator and a method for producing the same.

Due to the serious pollution and water shortage in recent years, it is urgent to develop new water resources. Studies on the pollution of water quality are aiming at the treatment of high quality living and industrial water, various domestic sewage and industrial wastewater, and interest in the water treatment process using the separation membrane having the advantage of energy saving is increasing. In addition, the accelerated enforcement of environmental regulations is expected to accelerate the activation of membrane technology. Conventional water treatment process is difficult to meet the regulations that are strengthened, but membrane technology is expected to become a leading technology in the water treatment field because it guarantees excellent treatment efficiency and stable treatment.

Liquid separation is classified into micro filtration, ultrafiltration, nano filtration, reverse osmosis, sedimentation, active transport and electrodialysis depending on the pores of the membrane. Among them, the reverse osmosis method refers to a process of desalting using a semi-permeable membrane which is permeable to water but impermeable to salt. When high-pressure water containing salt is introduced into one side of the semipermeable membrane, Will come out on the other side with low pressure.

In recent years, approximately 1 billion gal / day of water has been subjected to dechlorination through the reverse osmosis process. Since the first reverse osmosis process using the reverse osmosis in the 1930s was announced, many of the semi- Research was conducted. Among them, cellulose-based asymmetric membranes and polyamide-based composite membranes are the main commercial successes. The cellulosic membranes developed at the beginning of the reverse osmosis membrane have various drawbacks such as narrow operating pH range, high temperature deformation, high cost of operation due to high pressure, and vulnerability to microorganisms Is a rarely used trend.

On the other hand, the polyamide-based composite membrane is formed by forming a polysulfone layer on a nonwoven fabric to form a microporous support, and immersing the microporous support in an aqueous solution of m-phenylenediamine (hereinafter referred to as mPD) (TMC) in an organic solvent to form a polyamide layer by interfacial polymerization of the mPD layer in contact with the TMC. By contacting the nonpolar solution with the polar solution, the polymerization takes place at the interface only and forms a very thin polyamide layer. The polyamide-based composite membrane has higher stability against pH change, can be operated at lower pressure, and has excellent salt rejection ratio compared to conventional cellulose-based asymmetric membranes, and is currently the main species of water treatment separator.

Korean Unexamined Patent Publication No. 10-2010-0073795

The present specification is intended to provide a water treatment separator and a method for producing the same.

An embodiment of the present disclosure includes a porous support; A polyamide active layer provided on the porous support; And an adhesive film provided on at least a part of the polyamide active layer,

And a structure in which an acrylic acid group and a hydroxy group are bonded using a carbodiimide-based material between the polyamide active layer and the adhesive film.

An embodiment of the present disclosure includes a porous support; A polyamide active layer provided on the porous support; A polyvinyl alcohol (PVA) layer provided on the polyamide active layer; And an adhesive film provided on at least a part of the polyvinyl alcohol (PVA) layer,

Wherein the adhesive film comprises a base material and an adhesive layer containing a compound having an acrylate group on the base material, wherein the hydroxy group of the polyvinyl alcohol (PVA) layer and the acrylic acid group of the adhesive layer are combined using a carbodiimide- Thereby providing a water treatment separation membrane.

One embodiment of the present invention provides a method of manufacturing a semiconductor device, comprising: preparing a laminate including a porous support, a polyamide active layer provided on the porous support, and a polyvinyl alcohol (PVA) layer provided on the polyamide active layer;

Preparing an adhesive film on which an adhesive layer comprising a compound containing an acrylic acid group, a carbodiimide-based substance, and an amine-based catalyst is provided on a substrate; And

And adhering the adhesive film to at least a portion of the polyvinyl alcohol (PVA) layer so that the adhesive layer is close to the polyvinyl alcohol (PVA) layer,

 Wherein the hydroxy group of the polyvinyl alcohol (PVA) layer and the acrylic acid group of the adhesive layer are combined using a carbodiimide-based material.

 One embodiment of the present invention provides a method of manufacturing a semiconductor device, comprising: preparing a laminate including a porous support, a polyamide active layer provided on the porous support, and a polyvinyl alcohol (PVA) layer provided on the polyamide active layer;

Preparing a carbodiimide composition comprising a solvent, a carbodiimide-based material, and an amine-based catalyst;

Preparing an adhesive film on which an adhesive layer containing a compound containing an acrylate group is provided on a substrate; And

Adhering an adhesive film to the polyvinyl alcohol (PVA) layer such that the adhesive layer is close to the polyvinyl alcohol (PVA) layer on at least a part of the polyvinyl alcohol (PVA) layer via the carbodiimide composition,

Wherein the hydroxy group of the polyvinyl alcohol (PVA) layer and the acrylic acid group of the adhesive layer are combined using a carbodiimide-based material.

The water treatment separation membrane according to one embodiment of the present invention is advantageous in that the adhesion force between the water treatment separation membrane and the adhesive film is excellent even if a long time passes in water.

The water treatment separation membrane according to one embodiment of the present invention is advantageous in that the cracking rate in a region folded by the adhesive film is remarkably reduced.

The method for producing a water treatment separation membrane according to one embodiment of the present invention can manufacture a water treatment separation membrane having excellent durability through a simple process.

1 shows a structure of a water treatment separator according to an embodiment of the present invention.
2 is a cross-sectional view of a water treatment separator according to an embodiment of the present invention.
Fig. 3 shows the results of testing the adhesion of an adhesive film to water according to the water treatment membrane prepared in Example 1. Fig.

When a member is referred to herein as being "on " another member, it includes not only a member in contact with another member but also another member between the two members.

Whenever a component is referred to as "comprising ", it is to be understood that the component may include other components as well, without departing from the scope of the present invention.

Due to the nature of the water treatment separator, it is essential to maintain adhesion in water as it will operate in water. Furthermore, the polyvinyl alcohol (PVA) layer of the water treatment separation membrane has a problem that the adhesive force with the adhesive film deteriorates with time due to the swelling property in water. If the adhesive force between the adhesive film and the water treatment separator is lowered and the adhesive film is separated from the water treatment separator membrane, the adhesive film is physically damaged by the water treatment separator membrane, which may cause deterioration of the performance of the water treatment separator membrane. Therefore, it is necessary to develop a water treatment separation membrane in which adhesion force between the water treatment separation membrane and the adhesive film is maintained in water, and the present inventors have developed the following water treatment separation membrane.

Hereinafter, the present invention will be described in more detail.

An embodiment of the present disclosure includes a porous support; A polyamide active layer provided on the porous support; And an adhesive film provided on at least a part of the polyamide active layer,

And a structure in which an acrylic acid group and a hydroxy group are bonded using a carbodiimide-based material between the polyamide active layer and the adhesive film.

An embodiment of the present disclosure includes a porous support; A polyamide active layer provided on the porous support; A polyvinyl alcohol (PVA) layer provided on the polyamide active layer; And an adhesive film provided on at least a part of the polyvinyl alcohol (PVA) layer,

Wherein the adhesive film comprises a base material and an adhesive layer containing a compound having an acrylate group on the base material, wherein the hydroxy group of the polyvinyl alcohol (PVA) layer and the acrylic acid group of the adhesive layer are combined using a carbodiimide- Thereby providing a water treatment separation membrane.

The bond between the acrylic acid group and the hydroxyl group forms an ester (-COO-) bond so that the adhesive force of the adhesive film can be maintained. Specifically, the binding reaction may be a Steglich esterification reaction.

The polyvinyl alcohol (PVA) layer not only prevents the polyamide active layer from being dried and damaged, but also protects the polyamide active layer from external physical and chemical factors.

When the shape of the water treatment separation membrane is physically processed, the adhesive film can increase the physical strength of the water treatment separation membrane and prevent cracks. In addition, the adhesive film can protect the water treatment separator from external physical impact or the like.

According to one embodiment of the present disclosure, the adhesive film can be used without limitation as a generally used adhesive film. Specifically, the adhesive film may be an adhesive film made of a plastic material.

According to an embodiment of the present invention, the adhesive film is provided with an adhesive layer on one side thereof, and the adhesive film is provided on the water treatment separation membrane such that the adhesive layer is located close to the water treatment separation membrane.

According to one embodiment of the present disclosure, the adhesive layer comprises a compound containing an acrylate group.

According to one embodiment of the present disclosure, the carbodiimide-based material may be represented by a structure such as RN = C = NR '. In this case, R and R 'may each independently be a substituted or unsubstituted alkyl group, a substituted or unsubstituted aromatic ring group, or a substituted or unsubstituted aliphatic ring group.

Specifically, according to one embodiment of the present disclosure, the carbodiimide-based material may be DCC (Dicyclohexylcarbodiimide) or DIC (N, N'-diisopropylcarbodiimide).

According to one embodiment of the present invention, the carbodiimide-based material can form a bond of an acrylic acid group and a hydroxy group with an amine-based catalyst.

The amine-based catalyst promotes the reaction of the carbodiimide-based material to form a bond between a hydroxy group and an acrylate group within a short period of time.

According to one embodiment of the present invention, the amine-based catalyst may be DMAP (Dimethylaminopyridine).

The carbodiimide-based material plays a role in maintaining adhesion between the water treatment separator and the adhesive film, and in particular, even when the polyvinyl alcohol (PVA) layer swells in water, And the like.

Specifically, the hydroxy group (-OH) of the polyvinyl alcohol (PVA) layer and the acrylic acid group of the adhesive film form strong bonds through the carbodiimide-based material, and the polyvinyl alcohol (PVA) The bonding between the polyamide active layer and the adhesive film can be maintained.

According to one embodiment of the present invention, the water treatment separator may be folded so as to have two or more layers as one sheet. In this case, since there is a risk that cracks may occur in the folding region of the water treatment separation membrane, the adhesive film may be provided in the folding region to prevent cracks. Also, the adhesive film strongly bonds with the polyvinyl alcohol (PVA) layer or the polyamide active layer due to the bonding structure of the acrylic acid group and the hydroxyl group through the carbodiimide-based material, and specifically, So that damage to the water treatment separation membrane can be minimized and performance deterioration can be prevented.

1 shows a structure of a water treatment separator according to an embodiment of the present invention.

2 is a cross-sectional view of a water treatment separator according to an embodiment of the present invention.

1, the adhesive film 201 is provided on the water treatment separation membrane 101, the folding area 301 of the water treatment separation membrane is indicated by a dotted line, and the water treatment separation membrane 101 and the adhesive film 201 are combined Representation of the chemical structure is omitted. Further, the cross section of the water treatment separation membrane of Fig. 1 is shown in Fig. 2 is shown separated for convenience in distinguishing between the water treatment separation membrane 101 and the adhesive film 201. FIG.

One embodiment of the present invention provides a method of manufacturing a semiconductor device, comprising: preparing a laminate including a porous support, a polyamide active layer provided on the porous support, and a polyvinyl alcohol (PVA) layer provided on the polyamide active layer;

Preparing an adhesive film on which an adhesive layer comprising a compound containing an acrylic acid group, a carbodiimide-based substance, and an amine-based catalyst is provided on a substrate; And

And adhering the adhesive film to at least a portion of the polyvinyl alcohol (PVA) layer so that the adhesive layer is close to the polyvinyl alcohol (PVA) layer,

 Wherein the hydroxy group of the polyvinyl alcohol (PVA) layer and the acrylic acid group of the adhesive layer are combined using a carbodiimide-based material.

One embodiment of the present invention provides a method of manufacturing a semiconductor device, comprising: preparing a laminate including a porous support, a polyamide active layer provided on the porous support, and a polyvinyl alcohol (PVA) layer provided on the polyamide active layer;

Preparing a carbodiimide composition comprising a solvent, a carbodiimide-based material, and an amine-based catalyst;

Preparing an adhesive film on which an adhesive layer containing a compound containing an acrylate group is provided on a substrate; And

Adhering an adhesive film to the polyvinyl alcohol (PVA) layer such that the adhesive layer is close to the polyvinyl alcohol (PVA) layer on at least a part of the polyvinyl alcohol (PVA) layer via the carbodiimide composition,

Wherein the hydroxy group of the polyvinyl alcohol (PVA) layer and the acrylic acid group of the adhesive layer are combined using a carbodiimide-based material.

According to one embodiment of the present disclosure, the step of adhering the adhesive film comprises applying the carbodiimide composition to at least a part of the polyvinyl alcohol (PVA) layer, and then applying the carbodiimide composition onto the area The adhesive layer may be attached to the polyvinyl alcohol (PVA) layer so that the adhesive layer is close to the polyvinyl alcohol (PVA) layer.

According to an embodiment of the present disclosure, the step of adhering the adhesive film may include a step of applying the carbodiimide composition to at least a part of the adhesive layer so that the adhesive layer is close to the polyvinyl alcohol (PVA) layer It may be to adhere the adhesive film.

According to one embodiment of the present invention, the step of attaching the adhesive film may further include folding the water treatment separator so that the area where the adhesive film is adhered is folded.

According to one embodiment of the present invention, the content of the carbodiimide-based material may be 0.05% or more and 1% or less with respect to the number of moles of the acrylic acid group of the adhesive film.

According to an embodiment of the present invention, the content of the carbodiimide-based material is 1 vol% or more and 15 vol% or less with respect to the carboimide composition.

When the carbodiimide-based material is in the above-mentioned content range, the adhesive force of the adhesive film in water can be strongly maintained. When the content of the carbodiimide-based material is less than the above range, there is a problem that the adhesive force of the adhesive film in water is not sufficiently secured. In addition, when the content range of the carbodiimide-based material exceeds the above range, gelation of the adhesive layer may occur.

According to one embodiment of the present invention, the content of the amine-based catalyst may be 0.1 times or more and 0.5 times or less the number of moles of the carbodiimide-based material.

According to one embodiment of the present invention, the thickness of the adhesive layer may be 10 占 퐉 or more and 50 占 퐉 or less. Specifically, according to one embodiment of the present invention, the thickness of the adhesive layer may be 20 占 퐉 or more and 30 占 퐉 or less.

When the thickness of the adhesive layer is within the above range, the adhesive force of the adhesive film to water can be maximized.

According to one embodiment of the present invention, the carbodiimide composition may be interposed at a thickness of 1 占 퐉 or more and 10 占 퐉 or less.

When the carbodiimide composition is applied to the surface of the adhesive layer, a small amount of application may exhibit high adhesion in water.

According to one embodiment of the present invention, the solvent of the carbodiimide composition may be an organic solvent generally used in the art.

The adhesive film may be one having a base material and an adhesive layer on one side of the base material, and attaching the side provided with the adhesive layer toward the member to be adhered. According to one embodiment of the present disclosure, the adhesive layer may have viscoelasticity that is fluid at room temperature.

According to one embodiment of the present invention, the substrate may be a general substrate film used in the art, and is not particularly limited. For example, polyolefins such as polyethylene and polypropylene, polyolefins such as ethylene-vinyl acetate copolymer, ethylene- (meth) acrylic acid copolymer, polyurethane, polyethylene terephthalate and polyethylene naphthalate, polycarbonate, polyetheretherketone, Polyimide, polyetherimide, polyamide, polyvinyl chloride, polyvinylidene chloride, paper, metal, and the like.

According to one embodiment of the present invention, the porous support may be formed with a coating layer of a polymer material on a nonwoven fabric. Examples of the polymeric material include polymeric materials such as polysulfone, polyethersulfone, polycarbonate, polyethylene oxide, polyimide, polyetherimide, polyetheretherketone, polypropylene, polymethylpentene, polymethyl chloride and polyvinylidene fluoride Rides, and the like may be used, but the present invention is not limited thereto. Specifically, polysulfone may be used as the polymer material.

According to one embodiment of the present invention, the polyamide active layer may be formed by interfacial polymerization of an aqueous solution containing an amine compound and an organic solution containing an acyl halide compound. Specifically, the polyamide active layer is formed by forming an aqueous solution layer containing an amine compound on a porous support; And contacting the organic solvent containing an organic solvent with an acyl halide compound on an aqueous solution layer containing the amine compound to form a polyamide active layer.

When the aqueous solution containing the amine compound is brought into contact with the organic solution, the amine compound coated on the surface reacts with the acyl halide compound to form a polyamide by interfacial polymerization and adsorbed on the microporous support to form a thin film. In the contact method, a polyamide active layer may be formed by a method such as dipping, spraying, or coating.

According to one embodiment of the present invention, a method of forming an aqueous solution layer containing an amine compound on the porous support is not particularly limited, and any method can be used as long as it is capable of forming an aqueous solution layer on a support. Specifically, a method of forming an aqueous solution layer containing an amine compound on the porous support includes spraying, coating, dipping, dropping, and the like.

At this time, the aqueous solution layer may be further subjected to a step of removing an aqueous solution containing an excess of the amine compound, if necessary. The aqueous solution layer formed on the porous support may be unevenly distributed when the aqueous solution present on the support is excessively large. If the aqueous solution is unevenly distributed, a non-uniform polyamide active layer may be formed by subsequent interfacial polymerization have. Therefore, it is preferable to remove the excess aqueous solution after forming the aqueous solution layer on the support. The removal of the excess aqueous solution is not particularly limited, but can be performed using, for example, a sponge, an air knife, nitrogen gas blowing, natural drying, or a compression roll.

According to one embodiment of the present invention, in the aqueous solution containing the amine compound, the amine compound is not limited as long as it is an amine compound used in the preparation of a water treatment separation membrane, but specific examples include m-phenylenediamine, p - phenylenediamine, 1,3,6-benzenetriamine, 4-chloro-1,3-phenylenediamine, 6-chloro-1,3-phenylenediamine, 3- Or a mixture thereof.

According to one embodiment of the present disclosure, the acyl halide compounds include, but are not limited to, for example, aromatic compounds having 2 to 3 carboxylic acid halides, such as trimethoyl chloride, isophthaloyl chlorides, Terephthaloyl chloride, and mixtures of at least one compound selected from the group consisting of terephthaloyl chloride.

According to one embodiment of the present invention, the organic solvent may be an aliphatic hydrocarbon solvent, for example, a hydrophobic liquid such as Freon and a water-immiscible hydrophobic liquid such as hexane, cyclohexane, heptane or alkane having 5 to 12 carbon atoms, An alkane having 5 to 12 carbon atoms and mixtures thereof such as IsoPar (Exxon), ISOL-C (SK Chem), and ISOL-G (Exxon) may be used.

According to one embodiment of the present invention, the water treatment separation membrane can be used as a microfiltration membrane, an ultrafiltration membrane, a nano filtration membrane or a reverse osmosis membrane, Can be used.

One embodiment of the present invention provides a water treatment module including at least one of the above-mentioned water treatment separation membranes.

The specific type of the water treatment module is not particularly limited, and examples thereof include a plate & frame module, a tubular module, a hollow & fiber module, or a spiral wound module. In addition, as long as the water treatment module includes the water treatment separation membrane according to one embodiment of the present invention, other structures and manufacturing methods are not particularly limited and general means known in the art can be employed without limitation have.

On the other hand, the water treatment module according to one embodiment of the present invention has excellent salt removal rate and permeation flow rate, and is excellent in chemical stability, and thus can be used for water treatment devices such as household / industrial water purification devices, sewage treatment devices, have.

Hereinafter, the present invention will be described in detail by way of examples with reference to the drawings. However, the embodiments according to the present disclosure can be modified in various other forms, and the scope of the present specification is not construed as being limited to the embodiments described below. Embodiments of the present disclosure are provided to more fully describe the present disclosure to those of ordinary skill in the art.

[Production Example] - Preparation of acrylic resin

an acrylate resin containing n-butyl acrylate (BA): acrylic acid (AA) in a weight ratio of 95: 5, 150 parts by weight of ethyl acetate as a solvent based on 100 parts by weight of the acrylate resin , And 0.05 part by weight of dodecanethiol based on 100 parts by weight of the acrylate resin. Subsequently, azobisisobutyronitrile (AIBN) as an initiator was added to the composition in an amount of 0.04 parts by weight based on 100 parts by weight of the acrylate resin. After the reaction was continued for 5 hours, it was diluted with ethyl acetate to prepare an acrylic resin.

The acrylic resin thus prepared had a weight-average molecular weight of 65,000, a total solid content of 39%, a polydispersity index of 4.5, Was 1800 cps.

 [Example 1]

The composition was prepared by adding 0.15% of DCC to the acrylic resin prepared according to the Preparation Example and 0.4-fold of the DCC of the DCC to the PET base material having a thickness of 25 μm, followed by drying Thereby forming a pressure-sensitive adhesive layer having a thickness of 25 탆. Then, a release film was provided on the adhesive layer to produce an adhesive film.

The adhesive film thus prepared was cut to a width of 25 mm, and the release film was removed and attached to a laminate including a polyvinyl alcohol (PVA) layer provided on the polyamide active layer to prepare a water treatment separation membrane.

 [Example 2]

The content of DCC was adjusted to 0.075% with respect to the number of moles of acrylic acid, and a water treatment membrane was prepared as in Example 1, except that DMAP was adjusted to 0.4 times the DCC mole number.

[Example 3]

A composition was prepared by adding an acrylic resin prepared according to Preparation Example to an ethyl acetate solvent. The composition was coated on a PET substrate to a thickness of 25 탆 and then dried to form a pressure-sensitive adhesive layer having a thickness of 25 탆. Then, a release film was provided on the adhesive layer to produce an adhesive film.

The adhesive film thus prepared was cut into a width of 25 mm, and the release film was removed to obtain a pressure-sensitive adhesive layer A composition comprising 10% of DCC with respect to the number of moles of acrylic acid and 0.4 times of DMAP with respect to the number of moles of DCC was applied on the surface of the adhesive layer to a thickness of 10 탆 or less, Vinyl alcohol (PVA) layer to prepare a water treatment separation membrane.

 [Comparative Example 1]

A composition was prepared by adding an acrylic resin prepared according to Preparation Example to an ethyl acetate solvent. The composition was coated on a PET substrate to a thickness of 25 탆 and then dried to form a pressure-sensitive adhesive layer having a thickness of 25 탆. Then, a release film was provided on the adhesive layer to produce an adhesive film.

The adhesive film thus prepared was cut to a width of 25 mm, and the release film was removed and adhered to a laminate including a polyvinyl alcohol (PVA) layer provided on the polyamide active layer to prepare a water treatment separation membrane.

 [Comparative Example 2]

The content of DCC was adjusted to 0.015% with respect to the number of moles of acrylic acid, and a water treatment separation membrane was prepared as in Example 1, except that DMAP was adjusted to 0.4 times the DCC mole number.

The water treatment separator prepared according to the above example was allowed to stand in water at 55 ° C for 5 minutes after 30 minutes from the adhering film. Then, the adhesive film and the laminate were peeled off, and the adhesive strength of the adhesive film in water was tested. As a result, the adhesive film of the water treatment separation membrane according to Comparative Examples 1 and 2 was peeled off with very little force without damaging the polyamide active layer. On the contrary, it was confirmed that the adhesive film of the water treatment separator according to the embodiment had a large force when peeling off, and that the adhesive layer had a degree of adhesion to such extent that a part of the adhesive layer remained or the polyamide layer was broken in the polyamide active layer after peeling.

Fig. 3 shows the results of testing the adhesion of an adhesive film to water according to the water treatment membrane prepared in Example 1. Fig. Specifically, FIG. 3 shows that when the adhesive film is peeled off, the polyamide layer on the bottom is peeled off in a state adhered to the peelable adhesive film. That is, it can be judged that the adhesive strength in water of the adhesive film of the water treatment separation membrane according to Example 1 is very excellent.

101: Water treatment membrane
201: Adhesive film
301: Folding area

Claims (14)

A porous support; A polyamide active layer provided on the porous support; And an adhesive film provided on at least a part of the polyamide active layer,
And a structure in which an acrylic acid group and a hydroxy group are bonded using a carbodiimide-based material between the polyamide active layer and the adhesive film.
A porous support; A polyamide active layer provided on the porous support; A polyvinyl alcohol (PVA) layer provided on the polyamide active layer; And an adhesive film provided on at least a part of the polyvinyl alcohol (PVA) layer,
Wherein the adhesive film comprises a base material and an adhesive layer containing a compound containing an acrylic acid group on the base material,
Wherein the hydroxy group of the polyvinyl alcohol (PVA) layer and the acrylic acid group of the adhesive layer are bonded using a carbodiimide-based material.
The method according to claim 1 or 2,
Wherein the carbodiimide-based material forms a bond of an acrylic acid group and a hydroxy group with an amine-based catalyst.
The method according to claim 1 or 2,
Wherein the water treatment separation membrane is folded in a region where the adhesive film is provided.
Preparing a laminate comprising a porous support, a polyamide active layer provided on the porous support, and a polyvinyl alcohol (PVA) layer provided on the polyamide active layer;
Preparing an adhesive film on which an adhesive layer comprising a compound containing an acrylic acid group, a carbodiimide-based substance, and an amine-based catalyst is provided on a substrate; And
And adhering the adhesive film to at least a portion of the polyvinyl alcohol (PVA) layer so that the adhesive layer is close to the polyvinyl alcohol (PVA) layer,
Wherein the hydroxy group of the polyvinyl alcohol (PVA) layer and the acrylic acid group of the adhesive layer are bonded using a carbodiimide-based material.
Preparing a laminate comprising a porous support, a polyamide active layer provided on the porous support, and a polyvinyl alcohol (PVA) layer provided on the polyamide active layer;
Preparing a carbodiimide composition comprising a solvent, a carbodiimide-based material, and an amine-based catalyst;
Preparing an adhesive film on which an adhesive layer containing a compound containing an acrylate group is provided on a substrate; And
Adhering an adhesive film to the polyvinyl alcohol (PVA) layer such that the adhesive layer is close to the polyvinyl alcohol (PVA) layer on at least a part of the polyvinyl alcohol (PVA) layer via the carbodiimide composition,
Wherein the hydroxy group of the polyvinyl alcohol (PVA) layer and the acrylic acid group of the adhesive layer are bonded using a carbodiimide-based material.
The method of claim 6,
The step of adhering the adhesive film may include coating the carbodiimide composition on at least a part of the polyvinyl alcohol (PVA) layer, and then applying the adhesive layer on a region coated with the carbodiimide composition with polyvinyl alcohol (PVA Wherein the adhesive film is attached so as to be close to the layer.
The method of claim 6,
Wherein the step of adhering the adhesive film comprises applying the carbodiimide composition to at least a part of the adhesive layer and then attaching the adhesive film so that the adhesive layer is close to the polyvinyl alcohol (PVA) layer, ≪ / RTI >
The method according to claim 5 or 6,
Further comprising the step of folding the water treatment separator so that the area to which the adhesive film is adhered is folded after the step of attaching the adhesive film.
The method of claim 5,
Wherein the content of the carbodiimide-based material is 0.05% or more and 1% or less with respect to the number of moles of the acrylic acid group of the adhesive film.
The method of claim 6,
Wherein the content of the carbodiimide-based material is not less than 1 vol% and not more than 15 vol% based on the carboimide composition.
The method according to claim 5 or 6,
Wherein the content of the amine-based catalyst is 0.1 to 0.5 times the molar amount of the carbodiimide-based material.
The method of claim 5,
Wherein the thickness of the adhesive layer is 10 占 퐉 or more and 50 占 퐉 or less.
The method of claim 6,
Wherein the carbodiimide composition is interposed at a thickness of 1 占 퐉 or more and 10 占 퐉 or less.
KR1020150054730A 2015-04-17 2015-04-17 Water-treatment membrane and method for manufacturing thereof KR101966823B1 (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007100088A (en) * 2005-09-30 2007-04-19 General Electric Co <Ge> Hydrophilic membrane and method for forming the same
US20100140161A1 (en) * 2008-12-09 2010-06-10 Haynes Thomas N Membrane leaf packet with reinforced fold
KR20100073795A (en) 2008-12-23 2010-07-01 주식회사 엘지화학 Polymer compositions, water-treatment membranes and water-treatment modules comprising the same

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2007100088A (en) * 2005-09-30 2007-04-19 General Electric Co <Ge> Hydrophilic membrane and method for forming the same
US20100140161A1 (en) * 2008-12-09 2010-06-10 Haynes Thomas N Membrane leaf packet with reinforced fold
KR20100073795A (en) 2008-12-23 2010-07-01 주식회사 엘지화학 Polymer compositions, water-treatment membranes and water-treatment modules comprising the same

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