[One]
This application claims the benefit of Korean Patent Application Nos. 10-2016-0039705 and 10-2016-0039691 submitted to the Korean Intellectual Property Office on March 31, 2016, the entire contents of which are incorporated herein by reference.
[2]
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a composition for interfacial polyamide polymerization and a process for producing a reverse osmosis membrane using the same.
BACKGROUND ART
[3]
The phenomenon in which the solvent moves between the two solutions isolated from the semi-permeable membrane through the membrane toward the higher solution in the solution having a low solute concentration is called osmosis phenomenon. The pressure acting on the solution side Is called osmotic pressure. However, when an external pressure higher than osmotic pressure is applied, the solvent moves toward the solution having a low solute concentration. This phenomenon is called reverse osmosis. By using the reverse osmosis principle, it is possible to separate various salts or organic substances through a semi-permeable membrane using a pressure gradient as a driving force. Water treatment membranes using this reverse osmosis phenomenon are used to supply water for domestic, architectural, and industrial purposes by separating substances at a molecular level and removing salts from brine or seawater.
[4]
Typical examples of such a water treatment separation membrane include a polyamide-based water treatment separation membrane, and a polyamide-based water treatment separation membrane is manufactured by a method of forming a polyamide active layer on a microporous layer support. More specifically, A polysulfone layer is formed to form a microporous support and the microporous support is immersed in an aqueous solution of m-Phenylene Diamine (mPD) to form an mPD layer, which is then reacted with trimethoyl chloride , TMC) in an organic solvent to form a polyamide layer by interfacial polymerization with the mPD layer in contact with TMC.
[5]
The permeate flow rate and the salt removal rate in the water treatment membrane are used as an important index indicating the membrane performance.
DETAILED DESCRIPTION OF THE INVENTION
Technical Challenge
[6]
The present invention provides a composition for interfacial polymerization of polyamide and a process for producing a reverse osmosis membrane using the same.
Task solution
[7]
One embodiment of the present disclosure includes at least one of an amine compound and an acyl halide compound ; Surfactants; And a compound represented by the following formula (1).
[8]
[Formula 1]
[9]

[10]
In Formula 1,
[11]
x and y are the same or different and each independently represents an integer of 1 to 30,
[12]
The ratio of x and y is from 1: 1 to 1: 3,
[13]
L 1 is a linear or branched alkylene group.
[14]
Another embodiment of the present invention provides a process for producing a reverse osmosis membrane, which comprises forming a polyamide active layer on a support using the composition for interfacial polymerization of polyamide.
[15]
Another embodiment of the present invention provides a reverse osmosis membrane produced by the above-described method for producing a reverse osmosis membrane.
[16]
Another embodiment of the present invention provides a water treatment module including the reverse osmosis membrane.
Effects of the Invention
[17]
The reverse osmosis membrane produced by the production method according to one embodiment of the present invention has excellent permeation flow rate and salt removal rate. Further, in the case of preparing a reverse osmosis membrane according to one embodiment of the present invention, the use of a fluorocarbon-based compound together with a surfactant in the interfacial polymerization improves the applicability and the area where the reverse osmosis The reverse osmosis membrane having a wider effective area and less performance variation can be manufactured.
Brief Description of Drawings
[18]
1 illustrates a reverse osmosis membrane according to an embodiment of the present invention.
[19]
[Description of Symbols]
[20]
100: Nonwoven fabric
[21]
200: Porous support layer
[22]
300: polyamide active layer
[23]
400: brine
[24]
500: Purified water
[25]
600: concentrated water
Best Mode for Carrying Out the Invention
[26]
Hereinafter, the present invention will be described in more detail.
[27]
When a member is referred to herein as being & quot; on & quot; another member, it includes not only when a member is in contact with another member but also when there is another member between the two members.
[28]
Whenever a component is referred to as & quot; including & quot; an element in the present specification, it is to be understood that the element may include other elements as well as other elements.
[29]
One embodiment of the present disclosure includes at least one of an amine compound and an acyl halide compound; Surfactants; And a compound represented by the following formula (1).
[30]
[Formula 1]
[31]

[32]
In Formula 1,
[33]
x and y are the same or different and each independently an integer of 0 to 30,
[34]
The ratio of x and y is from 1: 1 to 1: 3,
[35]
L 1 is a linear or branched alkylene group.
[36]
In one embodiment, L & lt; 1 & gt; in formula ( 1) is a straight chain alkylene group.
[37]
In one embodiment, L 1 in Formula 1 is an ethylene group.
[38]
In one embodiment of the present disclosure, x is an integer from 0 to 6. More preferably, x is an integer of 1 to 6.
[39]
In one embodiment of the present disclosure, y is an integer from 0 to 15. More preferably, y is an integer of 1 to 15.
[40]
In one embodiment of the present invention, the ratio of x and y is 1: 1 to 1: 2.5.
[41]
In one embodiment of the present invention, the polyamide interfacial phase composition comprising the compound represented by Formula 1 has a lower surface tension. Therefore, when the polyamide active layer is formed on the support by using the composition for interfacial polymerization of polyamide, the coating property on the support surface is improved to uniformly form the polyamide active layer, and thus the reverse osmosis membrane Can be manufactured.
[42]
In one embodiment of the present invention, a commercially available material may be used as the compound represented by Formula 1, for example, Zonyl® FSO-100, FS-300 and FSN manufactured by DuPont, However, the present invention is not limited thereto.
[43]
In one embodiment of the present invention, the content of the compound represented by the formula (1) may be more than 0% by weight and 0.1% by weight or less based on 100% by weight of the composition for interfacial polymerization of the entire polyamide. In one embodiment, the compound represented by Formula 1 may be included in the composition for interfacial polymerization of polyamide at 0.001 wt% to 0.06 wt%. In another embodiment, the compound represented by Formula 1 may be contained in the composition for interfacial polymerization of polyamide at 0.002 wt% to 0.01 wt%.
[44]
When the content of the compound represented by the formula (1) is satisfied, the compound represented by the formula (1) lowers the surface tension of the polyamide composition for interfacial polymerization so that the interfacial polymerization is uniformly carried out on the support to form a uniform active layer. do.
[45]
In one embodiment, when the composition for interfacial polymerization of polyamide does not contain the compound represented by the above formula (1) but contains only sodium lauryl sulfate (SLS) as a surfactant, the surface tension is 32.4 mN / m . However, when 0.0025% of the total amount of the compound represented by the formula (1) was contained together with the surfactant, the surface tension was lowered to 27.8 mN / m. As a result, m-phenylenediamine (mPD) remained uniformly throughout the support layer.
[46]
In one embodiment of the present invention, the surfactant may be represented by the following general formula (2).
[47]
(2)
[48]

[49]
In Formula 2,
[50]
n is an integer of 0 to 10,
[51]
L 2 is a linear or branched alkylene group,
[52]
M + is any one selected from the group consisting of Li + , Na +, and K + .
[53]
In one embodiment, L & lt; 2 & gt; in Formula 2 is a straight chain alkylene group.
[54]
In one embodiment, L 2 in Formula 2 is an ethylene group.
[55]
In one embodiment, the surfactant may be sodium lauryl sulfate (SLS).
[56]
In one embodiment of the present invention, the content of the surfactant may be greater than 0% by weight and less than 0.1% by weight based on 100% by weight of the total composition for interfacial polymerization of polyamide. In one embodiment, the content of the surfactant may be in the range of 0.001 wt% to 0.1 wt% based on 100 wt% of the total polyamide composition for interfacial polymerization.
[57]
In particular, when sodium laurylsulfate (SLS) is used as the surfactant, SLS is highly soluble in water due to its high hydrophilia-lipophile balance (HLB) and has a critical micelle concentration Concentration (CMC) is also high, so formation of the polyamide active layer is not inhibited even when it is added in an excessive amount. Generally, SLS is used in the aqueous solution layer at a concentration of more than 0 wt% and 0.1 wt% or less based on 100 wt% of the composition for interfacial polymerization of the entire polyamide.
[58]
In the interfacial polymerization of the polyamide active layer, polyamides are rapidly formed at the interface between the aqueous solution layer and the organic solution layer. At this time, the surfactant thinly and uniformly forms a layer of the polyamide active layer, thereby forming m-phenylenediamine, mPD) is easily transferred to the organic solution layer to form a uniform polyamide active layer.
[59]
In one embodiment of the present invention, the composition for interfacial polymerization of polyamide comprises at least one of an amine compound and an acyl halide compound; Surfactants; And the compound represented by the formula (1). In one embodiment, the compound represented by the formula (1) is contained in an amount of more than 0 wt% to 0.1 wt%, preferably 0.001 wt% to 0.06 wt%, based on 100 wt% More preferably from 0.002% by weight to 0.01% by weight.
[60]
In one embodiment of the present disclosure, the amine compound is composed of an aromatic amine compound,
[61]
The aromatic amine compound may include a compound represented by the following formula (3).
[62]
[Formula 3]
[63]

[64]
In Formula 3, n is an integer of 1 to 3, and m is an integer of 1 or 2.
[65]
In the above formula (3), a methyl group is bonded to a benzene ring of an aromatic amine compound, and the methyl group may play a role of lowering the packing efficiency of a polyamide active layer formed through interfacial polymerization. As a result, the free volume of the polyamide active layer is increased. Therefore, it is possible to improve the permeation flow rate in the preparation of the reverse osmosis membrane by using the composition for polyimide interfacial polymerization containing the compound represented by Formula 3 as an amine compound .
[66]
According to one embodiment of the present disclosure, n in Formula 3 is 1.
[67]
According to one embodiment of the present invention, n in the above formula (3) is 2.
[68]
According to one embodiment of the present invention, n in the formula (3) is 3.
[69]
According to one embodiment of the present invention, m in Formula 3 is 1.
[70]
According to one embodiment of the present invention, m in the above formula (3) is 2.
[71]
According to one embodiment of the present invention, the amine compound is composed of an aromatic amine compound, and specifically does not include an aliphatic amine compound participating as a monomer for interfacial polymerization.
[72]
According to one embodiment of the present invention, the amine compound is selected from the group consisting of m-phenylenediamine, p-phenylenediamine, 1,3,6-benzenetriamine, 4-chloro- -1,3-phenylenediamine, and 3-chloro-1,4-phenylenediamine. Specifically, according to one embodiment of the present invention, the amine compound is preferably m-phenylenediamine.
[73]
According to one embodiment of the present invention, the compound represented by the general formula (3) is selected from 2,3-diaminotoluene, 2,4-diaminotoluene, 2,5-diaminotoluene, 2,6- , 4-diaminotoluene or 2,4,6-trimethyl-m-phenylenediamine, m-toluidine, p-toluidine, o-toluidine, 2,3-dimethylaniline, -Dimethyl aniline, and 2,6-dimethyl aniline.
[74]
According to one embodiment of the present invention, the composition for polyamide interfacial polymerization comprises the amine compound; Surfactants; And an aqueous solution containing the compound represented by the formula (1).
[75]
According to one embodiment of the present invention, the amine compound in the composition for interfacial polymerization of polyamide; Surfactants; And the compounds other than the compound represented by the formula (1) may all be water.
[76]
According to one embodiment of the present invention, the content of the amine compound may be 0 wt% to 5 wt% with respect to the aqueous solution. Specifically, according to one embodiment of the present invention, the content of the amine compound is more preferably 0 wt% to 4 wt% with respect to the aqueous solution. When the content of the amine compound is satisfied, the permeation flow rate can be improved when the compound represented by the formula (3) is introduced.
[77]
According to one embodiment of the present invention, the composition for interfacial polymerization of polyamide comprises an amine compound including the compound represented by Formula 3; Surfactants; And an aqueous solution containing the compound represented by the formula (1).
[78]
According to one embodiment of the present invention, the content of the compound represented by Formula 3 may be 0.1 wt% to 5 wt% with respect to the aqueous solution. Specifically, according to one embodiment of the present invention, the content of the compound represented by Formula 3 is more preferably 0.5 wt% to 4 wt% with respect to the aqueous solution.
[79]
According to one embodiment of the present invention, when the compound represented by Formula 3 is contained in an amount of 0.5 wt% to 4 wt% with respect to the aqueous solution, compared with the case where the compound represented by Formula 3 is not applied, The permeate flow rate can be improved.
[80]
According to one embodiment of the present invention, the composition for polyamide interfacial polymerization comprises the acyl halide compound; Surfactants; And an organic solution containing the compound represented by the formula (1).
[81]
According to one embodiment of the present invention, the acyl halide compound in the composition for interfacial polymerization of polyamide; Surfactants; And the compound other than the compound represented by the general formula (1) may be all organic solvents.
[82]
The acyl halide compound includes, but is not limited to, an aromatic compound having two to three carboxylic acid halides, such as trimethoyl chloride, isophthaloyl chloride and terephthaloyl chloride, Chlorides, and mixtures of two or more thereof are preferably used. The content of the acyl halide compound may be 0.05% by weight to 1% by weight based on 100% by weight of the organic solution.
[83]
The organic solvent contained in the organic solution may be an aliphatic hydrocarbon solvent, for example, a hydrophobic liquid which is immiscible with water such as Freon, hexane having 5 to 12 carbon atoms, cyclohexane, heptane and alkane. Specifically, alkanes having 5 to 12 carbon atoms and mixtures thereof, such as IsoPar (Exxon), ISOL-C (SK Chem), and ISOL-G (Exxon) may be used, but are not limited thereto.
[84]
One embodiment of the present invention provides a method for producing a reverse osmosis membrane, which comprises forming a polyamide active layer on a support using the composition for interfacial polymerization of polyamide described above.
[85]
In one embodiment of the present invention, the composition for interfacial polymerization of polyamide comprises an amine compound, a surfactant and a compound represented by the above-mentioned formula (1), wherein the polyamide composition for interfacial polymerization is contacted with an acyl halide compound And the polyamide active layer is formed by interfacial polymerization.
[86]
In another embodiment, the composition for polyamide interfacial polymerization includes an acyl halide compound, a surfactant, and a compound represented by the above-mentioned formula (1), and the interface between the polyamide- Followed by polymerization to form a polyamide active layer.
[87]
In the above production process, when an amine compound and an acyl halide compound are brought into contact with each other, an amine compound and an acyl halide compound react with each other to form a polyamide by interfacial polymerization and adsorbed on the support to form a thin film. At this time, the compound represented by the formula (1) lowers the surface tension of the composition so that the interfacial polymerization occurs evenly on the surface of the support, and thus a uniform reverse osmosis membrane can be produced by the present invention. The contact may form a polyamide active layer by a method such as immersion, spraying or coating.
[88]
The preparation method may further include a step of removing an aqueous solution containing an excess amine compound, as needed, before contacting the amine compound with the acyl halide compound. When the aqueous solution containing the amine compound formed on the support is excessively large, the composition in the aqueous solution may be uneven, and if the composition in the aqueous solution is uneven, a non-uniform polyamide active layer may be formed by subsequent interfacial polymerization . Therefore, it is preferable to remove the excess aqueous solution after forming the amine aqueous solution layer on the support. The removal of the excess aqueous solution is not particularly limited, but can be carried out using, for example, a sponge, an air knife, nitrogen gas blowing, natural drying, or a compression roll.
[89]
In the present invention, the interfacial polymerization conditions may be those known in the art.
[90]
The method of forming the polyamide active layer on the support is not particularly limited. For example, spraying, application, immersion, dropping, etc. may be used.
[91]
An embodiment of the present disclosure includes a method of manufacturing a semiconductor device, comprising: preparing a support; And forming a polyamide active layer on the support by using the composition for interfacial polymerization of polyamide described above.
[92]
In one embodiment of the present specification, the support may be porous. In one embodiment, the support may be a nonwoven fabric commonly used in the art, and the type, thickness, and degree of porosity of the nonwoven fabric may be variously changed as needed.
[93]
Specifically, in another embodiment, the support may be formed with a coating layer of a polymer material on a nonwoven fabric. Examples of the polymer material include a polymer material such as polysulfone, polyethersulfone, polycarbonate, polyethylene oxide, polyimide, polyetherimide, polyetheretherketone, polypropylene, polymethylpentene, polymethylchloride and polyvinylidene fluoride But the present invention is not limited thereto. In one embodiment, polysulfone may be used as the polymeric material.
[94]
According to an embodiment of the present invention, the thickness of the support may be 60 탆 to 100 탆, but is not limited thereto and can be adjusted as needed. The pore size of the support is preferably 1 nm to 500 nm, but is not limited thereto.
[95]
One implementation state of the present invention is a support; And a polyamide active layer provided on the support, wherein the variation of the permeation flow rate is 1 GFD or less. In one embodiment, the deviation of the permeate flow rate of the reverse osmosis membrane is 0.9 GFD or less. In another embodiment, the deviation of the permeate flow rate of the reverse osmosis membrane is 0.5 GFD or less.
[96]
Another embodiment of the present disclosure is directed to a lithographic apparatus comprising: a support; And a polyamide active layer provided on the support, wherein the deviation of the salt removal rate is 2% or less. In one embodiment, the deviation of the salt removal rate of the reverse osmosis membrane is 0.1% or less. In another embodiment, the deviation of the salt removal rate of the reverse osmosis membrane is 0.05% or less.
[97]
One embodiment of the present disclosure includes a support; And a polyamide active layer provided on the support, wherein the deviation of the permeation flow rate is 1 GFD or less and the deviation of the salt removal rate is 2% or less.
[98]
The reverse osmosis membrane produced using the polyamide interfacial polymerization composition of the present invention has a uniformly formed polyamide layer and has a low deviation when the salt removal rate and the permeation flow rate are measured by taking samples at different positions of the reverse osmosis membrane have. Specifically, the homogeneity of the reverse osmosis membrane can be confirmed using rhodamine, which is a trace dye used to determine the flow rate and direction of the solution. The & quot; deviation & quot; was obtained by evaluating two salt removal ratios and permeation fluxes of the two reverse osmosis membrane coupons using the same composition, and then calculating the standard deviation thereof.
[99]
Another embodiment of the present invention provides a reverse osmosis membrane manufactured by the method of manufacturing a reverse osmosis membrane according to the above-described embodiments. The reverse osmosis membrane comprises a support; And a polyamide active layer provided on the support, wherein the polyamide active layer comprises at least one of an amine compound and an acyl halide compound; Surfactants; And a compound represented by the formula (1).
[100]
The compound represented by Formula 1 and the surfactant may be contained in a composition containing an amine compound, for example, an aqueous solution layer composition, or may be contained in a composition containing an acyl halide compound, such as an organic layer composition. And is preferably included in the aqueous solution layer.
[101]
The reverse osmosis membrane may further include an additional layer as needed. For example, the reverse osmosis membrane may further include an anti-fouling layer provided on the polyamide active layer.
[102]
An embodiment of the present invention provides a water treatment module including at least one reverse osmosis membrane described above.
[103]
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 & amp; fiber module, or a spiral wound module. In addition, as long as the water treatment module includes the reverse osmosis 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 .
[104]
On the other hand, the water treatment module according to one embodiment of the present invention uses a reverse osmosis membrane having excellent salt removal rate and permeation flow rate and having a large effective membrane area, and is suitable for domestic / industrial water purification apparatuses with low performance variation and uniformity, A water treatment apparatus, and the like.
[105]
Hereinafter, the present invention will be described in detail by way of examples to illustrate the present invention. 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 above-described embodiments. Embodiments of the present disclosure are provided to more fully describe the present disclosure to those skilled in the art.
DETAILED DESCRIPTION OF THE INVENTION
[106]
Experimental Example
[107]
In the present specification, surface tension was measured using a Du Nouy ring method, including the following examples and comparative examples.
[108]
Put a ring of platinum into the solution and slowly pull it down to decrease the contact angle ( ). The surface tension can be obtained by measuring the pulling force ( ) when the contact angle is 0 ( = 1). The surface tension can be obtained by the following equation (1).
[109]
... Equation (1)
[110]
: Total force when the contact angle becomes zero.
[111]
: Force due to liquid weight
[112]
: Wetted length
[113]
: Contact angle
[114]
The cell evaluation system of the reverse osmosis membrane was constructed by using a plate type permeable cell, a high pressure pump, a storage tank, and a cooling device. The planar transmissive cell structure was a cross-flow type, and the effective area of ​​the cell was 29.6 cm 2 .
[115]
Prior to carrying out the experiment, reverse osmosis membranes were prepared using the polyamide interface polymerization compositions of Example 1 and Comparative Examples 1 to 3 shown in Table 1 below.
[116]
Example 1
[117]
An aqueous solution layer was prepared using a composition comprising m-phenylenediamine (mPD) on a support, sodium lauryl sulfate (SLS) as a surfactant, and Zonyl® FSO-100 as a compound represented by the formula (TMC), 1,3,5-trimethylbenzene (TMB) and Isopar-G were applied on the aqueous solution layer to form an organic layer to perform interfacial polymerization to form a reverse osmosis membrane . In this case, the contents of mPD, SLS, and FSO-100 in the composition for forming an aqueous solution layer were as shown in Table 1, and the remainder was water.
[118]
Example 2
[119]
The procedure of Example 1 was repeated except that 2,6-diaminotoluene (2,6-DAT) was used as the amine compound instead of mPD.
[120]
Comparative Example 1
[121]
The procedure of Example 1 was repeated except that FSO-100, the compound represented by Formula 1, was not used in the aqueous solution layer of Example 1.
[122]
Comparative Example 2
[123]
The procedure of Example 1 was repeated except that the aqueous solution layer of Example 1 further contained polyvinylpyrrolidone (PVP).
[124]
Comparative Example 3
[125]
The procedure of Example 1 was repeated except that SLS, which is a surfactant, was not used in the aqueous solution layer of Example 1.
[126]
The thus prepared reverse osmosis membrane was subjected to a stabilization step in which the operation pressure was kept constant and the consolidation effect of the composite membrane was sufficiently attained. Thereafter, distilled water was passed through the reverse osmosis membrane and stabilized for 30 minutes until the permeate flow rate became constant.
[127]
The membrane prepared in Examples and Comparative Examples were evaluated for salt removal ratio, permeation flow rate, and deviation from each other, and are shown in Table 1 below. In evaluating the permeate flow rate and the salt removal rate, two reverse osmosis membrane coupons using the same composition were evaluated, and their standard deviations were obtained.
[128]
Measurement of permeate flow rate
[129]
250 ppm NaCl solution was flown at 60 psi for 60 minutes, and permeate flow rate was measured until 40 to 50 mL was permeated.
[130]
Measurement of Salt Removal Rate
[131]
The salt removal rate was measured by an electrical conductivity meter and was determined by the following equation (2). This is because the electrical conductivity values ​​for the salt concentration appear non-linearly, especially at low salt rejection rates.
[132]
... Equation (2)
[133]
: Concentration of production water through membrane
[134]
: Concentration of the raw water before passing through the membrane
[135]
[Table 1]
Furtherance Surface tension (mN / m) Salt Removal Rate (%) (Deviation) Permeate flow (GFD) (deviation)
Example 1 mPD 3 wt% + SLS 0.06 wt% + FSO -100 0.005 wt% 27.8 94.09 (0.03) 35.08 (0.87)
Example 2 2,6-DAT 3 wt% + SLS 0.06 wt% + FSO -100 0.005 wt% 29.2 90.19 (1.71) 40.63 (0.43)
Comparative Example 1 mPD 3 wt% + SLS 0.06 wt% 32.4 84.81 (10.31) 36.78 (0.61)
Comparative Example 2 mPD 3 wt% + SLS 0.06 wt% + PVP 0.0025 wt% + FSO-100 0.0025 wt% 29.7 88.82 (4.49) 33.82 (0.08)
Comparative Example 3 mPD 3 wt% + FSO-100 0.06 wt% 13.6 87.98 (0.07) 21.96 (1.91)
[136]
GFD, which is the unit of the permeate flow rate in the above Table 1, is defined as follows.
[137]

[138]
As shown in Example 1 of Table 1, when the reverse osmosis membrane was produced by using the compound represented by Formula 1 together with the surfactant as a coating property improving agent, Comparative Example 1 in which only the surfactant was used, Compared to Comparative Example 2 in which polyvinylpyrrolidone (PVP) was further contained in the compound represented by Chemical Formula 1, the permeation flow rate was similar to that of Example 1, and the salt removal rate was excellent and the variation of the salt removal rate was remarkable It was possible to obtain a uniform reverse osmosis membrane.
[139]
In addition, in the case of Comparative Example 3 in which the compound represented by Formula 1 was used without a surfactant, the surface tension was the lowest, but both the salt removal rate and the permeation flow rate of the reverse osmosis membrane were remarkably decreased.
[140]
In Example 2 using the compound represented by Formula 3 as an amine compound, a reverse osmosis membrane having both a salt removal ratio and a permeation flow rate was obtained as compared with Comparative Examples 1 to 3.
[141]
While the present invention has been particularly shown and described with reference to exemplary embodiments thereof, it is to be understood that the invention is not limited to the disclosed embodiments, but, on the contrary, .

We Claims.

[Claim 1] At least one of an amine compound and an acyl halide compound; Surfactants; And a compound represented by the following formula (1): wherein x and y are the same or different from each other, and each independently represents an integer of 1 to 30, and x and the ratio of y is from 1: 1 to 1: 3, L 1 is an alkylene group of a straight-chain or branched-chain.
[Claim 2]
2. The composition for interfacial polymerization of polyamide according to claim 1, wherein n is an integer of 0 to 10, and M + is Li + , Na + And K & lt ; + & gt ;.
[Claim 3] [Chemical Formula 3: The method according to claim 1, wherein the amine compound is an aromatic consists of amine compound, the aromatic amine compound is a polyamide composition for interfacial polymerization comprises a compound represented by the formula 3 in the general formula 3, n is an integer of 1 to 3, and m is an integer of 1 or 2.[Claim 4] [4] The aromatic amine compound according to claim 3, wherein the aromatic amine compound is at least one selected from the group consisting of m-phenylenediamine, p-phenylenediamine, 1,3,6-benzenetriamine, 3-phenylenediamine, 3-chloro-1,4-phenylenediamine, and mixtures thereof.
[Claim 5]
[4] The method according to claim 3, wherein the compound represented by Formula 3 is at least one selected from the group consisting of 2,3-diaminotoluene, 2,4-diaminotoluene, 2,5-diaminotoluene, 2,6-diaminotoluene, But are not limited to, aromatic hydrocarbons such as m-toluene, m-toluene, m-toluidine, p-toluidine, o-toluidine, Dimethyl aniline, and 2,6-dimethyl aniline.
[Claim 6]
[4] The composition for interfacial polymerization of polyamide according to claim 3, wherein the composition for polyamide interfacial polymerization comprises an amine compound comprising a compound represented by Formula 3; Surfactants; And a compound represented by the formula (1), wherein the content of the compound represented by the formula (3) is 0.1 wt% to 5 wt% with respect to the aqueous solution.
[Claim 7]
[Claim 7] The composition according to claim 6, wherein the content of the aromatic amine compound is 0 wt% to 5 wt% with respect to the aqueous solution.
[Claim 8]
[2] The composition for polyimide interfacial polymerization according to claim 1, wherein the content of the compound represented by the formula (1) is in the range of 0 to 0.1 wt% based on 100 wt% of the total polyamide composition for interfacial polymerization.
[Claim 9]
The composition for polyimide interfacial polymerization according to claim 1, wherein the content of the surfactant is more than 0% by weight and 0.1% by weight or less based on 100% by weight of the total composition for interfacial polymerization of polyamide.
[Claim 10]
A process for producing a reverse osmosis membrane, comprising: forming a polyamide active layer on a support using a composition for polyamide interfacial polymerization according to at least one of claims 1 to 9.
[Claim 11]
The polyamide composition for interfacial polymerization according to claim 10, wherein the polyamide interfacial polymerization composition comprises an amine compound, a surfactant, and a compound represented by the formula (1), and the interfacial polymerization is performed by contacting the polyamide interfacial polymerization composition with an acyl halide compound, Thereby forming an amide active layer.
[Claim 12]
The polyamide composition for interfacial polymerization according to claim 10, wherein the polyamide composition for interfacial polymerization comprises an acyl halide compound, a surfactant and a compound represented by the formula (1) Thereby forming an amide active layer.
[Claim 13]
A reverse osmosis membrane produced by the method of claim 10.
[Claim 14]
14. The reverse osmosis membrane according to claim 13, further comprising an anti-fouling layer provided on the polyamide active layer.
[Claim 15]
A water treatment module comprising a reverse osmosis membrane according to claim 14.